32789 Zip Code FL Single Family Real Estate, Homes for Sale

6 Beds ⋅ 5 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

Curb appeal is the first thing you will notice when you pull up to this traditional Charleston style home with a floor plan that will suite the needs for today’s lifestyle. Upon entering the home right past the foyer, you will be greeted with a traditional dining room large enough to sit up to 12 guests, across the hall you will find a study with a full bath and closet. Moving past the dining area you will be taken aback by the family area featuring 18 ft tall ceilings, floor to ceiling window, and a wood burning/gas fireplace!!!! The 2020 renovated kitchen is fully equipped with “5 Star” commercial gas range, 48" stainless refrigerator, second oven and microwave making cooking and serving a delight!! Moving past the kitchen is the laundry room and the spacious downstairs Master suite, 2 closets and a spa like bath with both a jetted tub and a walk-in shower. Upstairs you will find 3 Bedrooms, one with a private bath and the other two share a jack-n-jill. Out back has a side entry garage with an easy back out extension, over the Garage is a Bonus room with a large closet and full bathroom with approx. 400 sq. ft. of living space that works great for a detached office, exercise room, guest room or media room! The backyard comes stocked with a sparking saltwater pool, mature landscape and additional outdoor entertaining space for dining and relaxing. Excellent Winter Park Schools, one block to Winter Park YMCA & Phelps Park and minutes from Maitland, Baldwin Park, Rollins College and Park Ave!! Schedule your private showing today!!!

1611 Mayfield Avenue, Winter Park

$2,232,500

5 Beds ⋅ 4 Baths ⋅ Tuscany Place 1st Add SubDv. ⋅ 32789 Zip Code

A rare opportunity in the Vias of Winter Park to own .63 of an acre in a secluded cul-de-sac framed with mature oaks and landscaping. This home has been carefully renovated and stretches nearly 4,000 square feet on mostly one-level living making daily function effortless for today’s modern family. Five-bedroom four-bath home with split living bedroom plan, formal living and dining spaces and large open kitchen gathering space that spills into the covered porch and outdoor living and pool area. Kitchen has been completely redesigned with beautiful custom cabinetry, quartz counters, a spacious island for gatherings and preparation, light and bright finishes, and custom backsplash. The kitchen blends family space with custom milled bookcases providing terrific storage with views through glass doors and transom windows that lead to the outdoors and allowing beautiful ambient light through the house. Primary suite is in its own wing of the home for incredible privacy. This suite also features large closets, a large primary bath with double sinks and a seamless glass shower with marble porcelain tile accents for a clean and timeless look. Other bedrooms enjoy a split plan and are nestled on the other side of the house. With fully renovated baths, this home is ready to move in. One of the bedrooms is currently being used as a den but generous enough to be a mother-in-law suite or designed to be a secondary primary. The outdoor spaces makes the house an incredible home for entertaining with its summer kitchen. The large Florida pool and spa and a backdrop of greenery encourage relaxation at the end of the day. Professionally landscaped and outdoor lighting create an oasis that is hard to find in the Vias. It is a prime location and unique opportunity to find a property of this size in old Winter Park! Walk to WPRC, community parks and near the ICC, Phelps Park and a YMCA, zoned for Dommerich Elementary, Maitland Middle and Winter Park High.

1061 Tuscany Place, Winter Park

$554,000

3 Beds ⋅ 2 Baths ⋅ Golfview Heights SubDv. ⋅ 32789 Zip Code

Charming, clean and centrally located on a quiet tree-lined street, this 3 bedroom/ 2 bath, 1,497 sq ft one-story ranch home has not been on the market in 35 years! Step inside to find a sweet home that has been well maintained. Located off the foyer is the living room /dining room combo framed with natural wood trim. The kitchen has white appliances, breakfast bar, bay window for plants, and plenty of cabinet storage. Off the kitchen is a large informal dining area, which could also be used as a family room, with a small built-in desk. All the bedrooms are off the main hallway and are spacious. Inside utility room has a washer & dryer. One-car garage provides additional storage. The Florida room has a tile floor and screened windows – a delightful spot for pets or plants. Outside, there is a covered front brick patio overlooking the tropical front yard filled with beautiful flowering shrubs and trees. The fully fenced back yard is also a green oasis with minimal yard maintenance. A great opportunity to renovate or build new. Ideal property for an investor, first-time buyer, or a downsizing buyer. Walk to Winter Park Hospital or bike to Rollins College, Baldwin Park, and downtown Winter Park. Zoned for top Winter Park schools. Welcome home!

1775 Hollywood Avenue, Winter Park

$900,000

3 Beds ⋅ 2 Baths ⋅ Tuscania SubDv. ⋅ 32789 Zip Code

Welcome to this WINTER PARK CHARMER, your golden opportunity to reside in one of the most coveted neighborhoods, known as the VIA's. From the moment you step through the front door, the elegance and style of this FULLY RENOVATED home will capture your heart. Featuring 3 generous-sized bedrooms, 2 bathrooms, 2-car garage and 1,889 sq. ft. of luxurious living space. This home offers a functional layout with spacious living areas, and a dining area that connects the Family and Living Rooms. The true WOW factor lies just around the corner in the BRAND NEW, CUSTOM KITCHEN. Equipped with Bosch Appliances that blend seamlessly into the finishes, this kitchen features solid wood cabinetry with upgraded hardware, pullouts, and soft-close drawers,and a an additional beverage refrigerator. The home's high-end style is further accentuated by the restored hardwood floors, plantation shutters, elegant fixtures, and stylish lighting throughout, all of which are also featured in the FULLY REMODELED BATHROOMS. The updates extend to a NEW CUSTOM LAUNDRY ROOM, complete with cabinetry, a washer, dryer, and sink, providing convenience and functionality. Step outside to your backyard oasis, adorned with lush landscaping and an open patio area perfect for a firepit and entertainment gatherings.This gem is ideally located close to Lake Knowles, the Winter Park Racquetball Club, and just minutes from downtown Winter Park. It is zoned for A-rated Dommerich Elementary, Maitland Middle, and Winter Park High. NO HOA! Additional updates include: New exteror Stucco and paint, interior paint, updated plumbing and electrical systems, newer windows, and roof from 2018. Don’t miss out on this incredible opportunity. Reach out today for your personal showing and experience the charm and elegance of this Winter Park home!

2071 Temple Dr, Winter Park

$750,000

4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Perfect time to make this beautiful home yours! Motivated seller, price improved. Discover this beautifully presented and spacious home located in the established Orwin Manor neighborhood, situated southwest of Downtown Winter Park. This concrete block house boasts an impressive list of features, including 4 bedrooms, 3 bathrooms, a flex room, new exterior paint (2024), and AC system (2022), all designed to offer comfort, privacy, and convenience. Upon entering, you are welcomed by a warm and inviting living room, perfect for intimate family gatherings. To the left, the den provides an ideal space for a private home office. Transitioning seamlessly from the living room, the dining room enchants with elegant wood ceiling planks and expansive windows that bathe the space in natural light. The adjacent kitchen is a chef's delight, boasting ample storage and a welcoming atmosphere for all your culinary endeavors. The master bedroom is a true retreat, featuring generous dimensions, wood floors, and French doors that open to a serene back porch, seamlessly blending indoor and outdoor living. Each of the generously sized bedrooms offers a private space, complete with two individual bathrooms, ensuring every resident enjoys their own sanctuary. Additionally, the flex room provides a versatile space tailored to your unique needs. Towards the rear, the home reveals further access to a private backyard oasis. The expansive, newly painted patio and fenced-in area are beautifully landscaped, creating a the ultimate escape for relaxation and entertainment. The location of this magnificent home is unparalleled. Winter Park is a highly coveted area known for its vibrant array of restaurants, boutique shops, and cultural attractions, including the iconic Park Avenue. Perfectly situated between Winter Park, College Park, and Downtown Orlando, this residence offers endless weekend adventures for you and your family. With convenient access to I-4, commuting across town is easy! We highly recommend coming to see this exceptional property. Contact us today to schedule a private showing and step into a world of refined living.

1501 Westchester Avenue, Winter Park

$380,000

2 Beds ⋅ 1 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Step into this well-maintained home, offering comfort and tranquility for relaxed living. The kitchen welcomes you with its stylish accent backsplash and stainless steel appliances. Throughout the home, a calming neutral color scheme promotes harmony. Outside, a deck awaits for weekend relaxation or barbeques, while the fenced backyard ensures privacy and security. Plus, there's a storage shed for your belongings. This property blends indoor elegance with outdoor charm. Don't miss out on the lifestyle this beautiful home offers!

1705 Miller Avenue, Winter Park

$1,890,000

4 Beds ⋅ 4 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

This modern traditional one-story pool home is located in one of Winter Park’s finest neighborhoods, Sevilla. Situated on over ¾ of an acre on the creek of Mead Gardens with no rear neighbors. This special home features 4 bedrooms plus a den/office or nursery, boasting over 3600 square feet of living space. Lovely front porch, once inside one is greeted by a flood of natural light illuminating the large living and dining rooms. There are 2 primary bedrooms and spacious secondary bedrooms. The gourmet kitchen is a chef’s delight, appointed with custom wood cabinets providing an abundance of storage, ample counter and workspace, stainless steel appliances, granite countertops, an island, a workstation with a desk, and an eat-in area. Seamlessly connected to the kitchen is an oversized family room with vaulted beamed ceilings, fireplace and French doors to an outside oasis! The large covered lanai is perfect for entertaining, features an outdoor kitchen equipped with an Alfresco grill with side burner, refrigerator, sink, bar overlooking the large sparkling pool with a sun shelf, outdoor lighting, travertine and an expansive, private rear yard. The owner's retreat is a haven of tranquility with direct access to pool and a private terrace. Enjoy high ceilings and lots of natural light. It includes an attached den that could serve many uses. The spa-like bath is equipped with his-and-her baths, a soaking tub, a walk-in shower, and two walk-in closets. The exterior has been meticulously maintained with a newer roof, exterior paint (2018), pavered circular drive, a well and lush tropical landscape enhance the curb appeal. The home also features a three-car side entry garage, a super laundry room which offers plenty of additional storage, pool heater, designer light fixtures and colors throughout, engineered hardwood floors and crown molding. Situated within the sought-after Winter Park School District, with Audubon K-8 and Winter Park High School. Located just a short drive to Winter Park’s famed Park Avenue of shops, galleries and cafe's, Central Park, Rollins College, SunRail, the Farmer’s Market, and more. Call today for your private viewing of this pristine, well loved Sevilla home.

1711 Barcelona Way, Winter Park

$925,000

3 Beds ⋅ 4 Baths ⋅ Orwin Manor SubDv. ⋅ 32789 Zip Code

Step back in time while indulging in contemporary comforts with this exquisite historic property boasting 3 bedrooms, 3 full baths, and 1 half bath. Take a dip in the luxurious inground swimming pool featuring a lavish Jacuzzi hot tub and a beautiful travertine deck surround. Elegant hardwood floors flow throughout the main areas of this home and stylish wood work is abundant throughout. Channel your inner chef in the fully remodeled gourmet kitchen equipped with gorgeous granite countertops, large eat-in island, stainless steel appliances, gas cook top, and ample storage space. Whether preparing a casual meal or hosting a dinner party, this kitchen is sure to inspire culinary creativity. Situated just minutes from downtown Winter Park and Orlando, this property offers unparalleled access to cultural landmarks, upscale dining establishments, boutique shops, and vibrant entertainment venues. Immerse yourself in the rich tapestry of history and culture while enjoying the convenience of modern urban living. Roof, HVAC, electrical, and plumbing were all replaced in 2016 during a renovation/addition. An inground swimming pool equipped with a Pentair automation package, led lighting, deck & spa jets, added in 2020. A 600 sq-ft guest-house/pool cabana was also added in 2021. Too many other upgrades to list. The Orwin Manor development dates back to the mid-1800’ and is located at the intersection of Orlando and Winter Park, hence the name "Orwin". Along with the residents, the convenient location, variety of architecture with many historic homes, mature street tree landscape and caring neighbors are what makes Orwin Manor such a great place to live. Come see this classic Orwin Manor upgraded historic home. To learn more about the history of Orwin Manor, visit https://orwinmanor.org/history/#_

1355 Pelham Road, Winter Park

$1,077,500

4 Beds ⋅ 3 Baths ⋅ Green Oaks Rep 03 SubDv. ⋅ 32789 Zip Code

Welcome to your charming single-story ranch-style home nestled in a tranquil neighborhood. As you step through the front door, you're greeted by the spacious open floor plan seamlessly connecting the living room, dining area, and kitchen. Natural light floods the interior in the main living areas. Adjacent to the kitchen, the cozy family room invites you to unwind by the wood fireplace or gather with loved ones for movie nights. Sliding glass doors lead to the expansive backyard, featuring a sparkling pool perfect for hot summer days and a covered patio ideal for alfresco dining and entertaining. A principal suite and three additional bedrooms offer versatility for guests, home offices, or hobbies, while two more full bathrooms ensure convenience for everyone. Outside, the backyard with trees and a garden frames the pool area. With its desirable single-story layout, large outdoor space, and a corner lot, this ranch-style home offers a blend of comfort and functionality for today's lifestyle.

850 Juanita Rael, Winter Park

$1,950,000

5 Beds ⋅ 4 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

Welcome to your dream lakefront home in the prestigious Sevilla neighborhood of Winter Park. This stunning five-bedroom, two-and-a-half-bathroom residence exudes classic charm and offers a picturesque setting on the serene shores of private Lake Sue. The beautifully landscaped front yard enhances the home’s curb appeal, welcoming you with vibrant greenery that complements the classic façade. Step into the formal entryway, where a sweeping staircase sets the stage for the elegance that flows throughout this home. The formal living room invites you to relax and entertain in style. Adjacent, the dining room features sliding glass doors that open to captivating views of the pool, creating a seamless blend of indoor and outdoor living. A charming swinging door leads to the vintage kitchen, brimming with potential for your personal touch. The spacious family room is a cozy retreat, boasting a wood-burning brick fireplace flanked by built-in bookshelves, perfect for family gatherings and quiet evenings. Hardwood flooring runs throughout the downstairs living areas, adding warmth and character to each room. One of the highlights of this home is the cozy downstairs bedroom, which features beautiful wood-paneled walls. The rich, natural tones of the wood create an inviting atmosphere, making it a perfect retreat for relaxation, a guest room, or a private home office. Upstairs, the floorplan includes a primary bedroom with double vanities and closets. Three additional guest bedrooms and one full bathroom complete the upstairs layout. The master bedroom, along with two of the guest bedrooms, offers delightful views of the pool and the sparkling lake. The backyard is a true oasis, featuring a refreshing pool and convenient rear entry garage parking. With 30 feet of lakefront access, you'll enjoy endless days of boating and water activities. The dock and boat house are ready to accommodate your boat of choice, making lakeside living a breeze. Experience the perfect blend of classic design and lakefront luxury in this exceptional Winter Park home. Schedule your private tour today and discover the timeless appeal and endless possibilities of this Sevilla gem.

275 Salvador Square, Winter Park

$1,640,000

4 Beds ⋅ 4 Baths ⋅ Vilasa Townhomes SubDv. ⋅ 32789 Zip Code

**Now Offered at a New, Improved Price** Discover luxury living at its finest in this stunning residence, ideally situated in one of Winter Park's most sought-after, pedestrian-friendly neighborhoods. Just a short stroll from the vibrant Park Avenue, you’ll enjoy easy access to renowned upscale boutiques, fine dining, and cultural attractions. This exquisite home boasts 4 spacious bedrooms, each with an ensuite bathroom and walk-in closet, offering unparalleled comfort and privacy. The primary suite is a true retreat, featuring an OVERSIZED bedroom and an EXPANSIVE, custom walk-in closet. The gourmet kitchen is designed for the discerning chef, and it boasts quartz countertops, top-of-the-line Wolf and Subzero appliances, and a stylish, functional layout. Entertain guests in style with a dedicated bar area complete with a wine refrigerator. Enjoy privacy and tranquility in the fenced yard, perfect for outdoor entertaining or serene relaxation. Navigate the home with ease using the built-in elevator, adding a touch of luxury and convenience. The residence includes advanced home automation systems, such as stair lighting, thermostat control, and a state-of-the-art security alarm, offering comfort and peace of mind. Keep your home effortlessly clean with the whole-home central vacuuming system. A 2-car garage with ample storage space ensures your vehicles and belongings are securely housed. With close proximity to other popular areas like Winter Park Village and Hannibal Square, you are never far from amazing shopping, dining, and entertainment options. Designed by the acclaimed Ted Maines, this elevated home provides the perfect blend of sophistication, modern amenities, and prime location, making it a rare gem in the heart of Winter Park. Don’t miss this opportunity to own a residence that epitomizes refined living, convenience, and timeless design. Schedule a private viewing today and experience the epitome of luxury living near Park Ave.

508 W Swoope Avenue, Winter Park

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Jenkins Second Add SubDv. ⋅ 32789 Zip Code

Welcome to a one-story custom-built contemporary home in Winter Park, completed in 2019 with new landscaping recently added. This stunning property offers 5 bedrooms, 4 full bathrooms, and one powder room in a split-floor plan with luxury finishes throughout. Upon entry, a grand foyer with soaring ceilings and exquisite lighting sets the tone for sophistication in the entire home. The formal dining room, adorned with designer fixtures and custom flooring, provides an elegant space for gatherings. A pass-through bar, featuring beautiful display shelves, connects the dining room to the great room, adding both convenience and style. The kitchen features top-of-the-line appliances, including a gas cooktop, ample cabinets, quartz countertops, an island, and a hidden walk-in pantry. The great room, with its stunning architecture and abundant natural light, features a gas fireplace and opens up to a tranquil outdoor space overlooking a heated pool and spa. This serene oasis is accessible through 10-foot sliding doors that seamlessly create a smooth transition for indoor and outdoor entertaining. The spacious primary suite, with a view of the pool area, creates a peaceful retreat. It includes a generous walk-in closet upon entry, a dedicated coffee bar nook, and a double-sided gas fireplace linking the bedroom with the luxurious bathroom that serves as a tranquil sanctuary, boasting double sinks, a lavish walk-in shower equipped with body jets, and a distinct vanity section. Each of the three additional bedrooms offers private en-suite bathrooms. The guest suite has direct access to the pool area for convenience. The fifth bedroom is a versatile space that can serve as a bedroom, office, or nursery, conveniently located near the master suite. Highly acclaimed Winter Park schools, proximity to local hospitals, Interlachen Country Club, Winter Park Racquet Club, walking distance to YMCA, Phelps Park, and minutes from shopping and dining on Park Ave make the location of this home very desirable! With numerous exceptional features, this home invites you to experience its luxurious beauty firsthand.

1770 Oakhurst Avenue, Winter Park

$690,000

4 Beds ⋅ 2 Baths ⋅ Howell Forest SubDv. ⋅ 32789 Zip Code

Winter Park Home

2918 Lolissa Lane, Winter Park

$5,999,000

6 Beds ⋅ 8 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of refined luxury. Nestled in the heart of "The Vias" in Winter Park, this exceptional estate is the ultimate blend of timeless sophistication with contemporary comfort. Boasting 7,535 square feet of living space on a sprawling half-acre lot, this residence was built with impeccable craftsmanship and an array of upscale amenities, including a charming guest house and a distinctive natural slate roof complemented by timeless copper gutters. Designed with meticulous attention to detail, this distinguished home boasts 6 bedrooms and 8 bathrooms. The main level hosts an inviting primary suite with dual oversized walk-in closets, along with a chef's kitchen meticulously appointed to accommodate a dinner party of any size. Featuring dual Wolf ovens, dual Miele dishwashers, a Sub-Zero refrigerator and wine fridge, custom Busby cabinets, and rare Italian Calacatta Gold marble countertops, this kitchen is a culinary haven. Adjacent, the living room showcases exquisite Pecky Cypress beams and one of three wood-burning fireplaces placed throughout the residence. Floor-to-ceiling accordion glass doors in the great room seamlessly blend indoor and outdoor spaces, leading to the picturesque Hampton's style pool and a fully equipped summer kitchen, ideal for both entertaining and enjoying the meticulously landscaped grounds. The spacious second floor reveals four generously proportioned bedrooms and three bathrooms, each complete with spacious custom walk-in closets. Additionally, the upper level features a convenient second laundry room, private home gym, and a sizable flex space adaptable to various lifestyle needs. Above one of the two-car garages, a detached mother-in-law suite awaits, comprising a full bedroom, a bathroom, and a separate living room, offering unparalleled comfort and privacy. Come experience the laid-back elegance and vibrant energy 1460 Via Tuscany has to offer.

1460 Via Tuscany, Winter Park

$690,000

3 Beds ⋅ 2 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

The feedback is in! This home with its redesigned open floor plan seems much larger than the square footage listed! Come see this charming home on a centrally located street across from million dollar homes in beautiful Winter Park. 3 bedroom (one currently used as an office), 2 bath home with almost 1700 square feet of living space has been beautifully remodeled and updated. Drive up to the newly added circular driveway which is perfect to accommodate multiple vehicles and allow for easy entry and exit to the house. As you enter the home you will notice the NEW ENGINEERED HARDWOOD FLOORS throughout the home – no carpet. Gorgeous NEW LARGE CUSTOM KITCHEN featuring designer two tone cabinetry, quartz counter tops, stainless steel appliances, a large island/casual dining seating area and new lighting. The indoor laundry room/pantry area is a showstopper with custom cabinets for tons of storage. You will love the large, light and bright great room/living area and adjacent dining room which overlooks the fantastic LARGE BACKYARD WITH SCREENED IN PORCH. The lot is huge and can potentially be the space to add on to this home. Some other updates not to be missed: NEW 2024 ROOF, AC and WINDOWS. Its prime location is close to hospital's, the vibrant Park Avenue area and being in the Winter Park schools district make this home a great choice. Don't miss out on the opportunity to make this property your new home! Call today!

615 Glenridge Way, Winter Park

$703,800

3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Experience the epitome of luxury living in this stunning 3-bedroom, 2-bathroom home nestled in the prestigious Shores of Lake Killarney neighborhood in Winter Park. Boasting a prime corner lot with manicured hedges and landscaping, this upgraded ranch-style home is move-in ready and offers a plethora of desirable features. Step inside to discover a spacious 2270 square feet of living space flooded with natural light. The kitchen is a chef's dream, complete with hickory wood cabinetry, quartz countertops, and stainless steel appliances. The primary suite is a true retreat, featuring a cozy wood-burning fireplace, a sitting area, and a massive walk-in closet. The primary bath is equally impressive, with a walk-in shower and a luxurious garden tub with jets. Entertain guests effortlessly in the screened-in pool area or on the patio overlooking the pool. For added privacy, the property is surrounded by a tall block wall. Additionally, enjoy deeded lake access to Lake Killarney, perfect for boating, skiing, paddleboarding, or docking at Winter Park's finest restaurants. Conveniently located just minutes from I-4, Park Ave, Rollins College, and Winter Park Village, this home offers easy access to first-class shopping, restaurants, and world-class museums. With no HOA restrictions, this is a rare opportunity to own a piece of paradise in one of Winter Park's most sought-after neighborhoods. Don't miss out on this exceptional property!

260 Rippling Lane, Winter Park

$5,770,000

4 Beds ⋅ 5 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

HISTORIC LAKEFRONT ESTATE ON THE CHAIN OF LAKES – WALK TO PARK AVENUE! Absolutely stunning and timeless, this historically designated home sits on an oversized 0.74 acre lot and features a private boathouse with approximately 50’ of waterfrontage. Originally built in 1934 the 4 bedroom, 4.5 bath home embraces Spanish-revival style through its elegant use of sun-kissed terracotta floors, arched entries, ironwork details, dark wood accents, and imported chandeliers. Formal living spaces are complimented by hand-painted ceilings, custom moldings, marble fireplaces, and handcrafted built-ins. The gourmet kitchen features professional grade appliances, custom cabinetry, emerald green granite countertops, and a large island. Laid out extremely well, the interior floorplan offers a first-floor primary bedroom with walkouts to the terrace and an en suite bath with dressing room. Upstairs are three guest rooms, each with a private bath, and generously sized closets. Unlike many homes in the area, this residence offers a lower level, or finished basement, that showcases a several hundred bottle wine room and additional storage area. Inspired by its Spanish-Mediterranean roots the home relies on several outdoor courtyards, patios, terraces, and balconies to extend living space outdoors, creating the ideal setting for large gatherings with friends and family. With it’s resort-like setting, this home provides year-round opportunity to enjoy the Florida weather along with a private salt-water pool and expansive rolling green space down to the shores of Lake Osceola. Located in charming Winter Park, FL, this magnificent estate is just a short walk to award-winning dining and boutique shops as well as the Alfond Inn, Rollins College, and many other nearby historic sites and attractions.

500 N Interlachen Avenue, Winter Park

$1,725,000

5 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Stunning SINGLE STORY, four-way split plan masterpiece. Inspired by California's award-winning "House of Windsor" (architect Windsor Smith) design and purchased by Gwyneth Paltrow. Home is located in one of Winter Park's most cherished neighborhoods. Completed in November 2014, this property stands out with five bedrooms plus an office, all nestled on a spacious 1/3 acre lot along a picturesque brick street. Upon entering, you're greeted by an inviting open floor plan adorned with striking marble foyer and white oak engineered flooring. The family room serves as the centerpiece, boasting a modern fireplace, while the adjacent dining area features a tray ceiling and grasscloth wallpaper. The kitchen is a culinary haven, showcasing Quartzite waterfall countertops, white cabinetry, complemented by high-end appliances including a Verona 36-inch Dual Fuel gas range, Bosch dishwasher, and a GE French Door refrigerator. Whether entertaining guests or preparing family meals, this kitchen is sure to impress. Retreat to the private large primary suite, where luxury abounds with Carrera marble counters, a marble-tiled shower, and a claw foot tub in the primary bathroom. Primary closet caters to the most extensive wardrobes. Ample storage and organizational features. The four additional bedrooms offer comfort and privacy, with one serving as a quiet guest suite, ideal for accommodating visitors. Step outside to discover a resort-like oasis, featuring a saltwater pool surrounded by travertine paving and a beautiful screened porch, providing the perfect setting for outdoor relaxation and entertaining. Recent improvements include two enlarged bedrooms, one with built-in custom bunk beds, built-out closets, completely renovated bathroom, custom locker built-ins in laundry room and a tankless water heater added. Home updated with "smart" technology Lutron lighting system to control and schedule lights, dimmers added throughout controlled by mobile device, Alexa or Google Home. Security System with touch screen keypad and points on all windows and doors. Black metal gate entrance, remote controlled for cars and detached 2 car garage. Side entry for grocery and package drop off. Gravel driveway sets the tone as you arrive. Ideally situated in one of Winter Park's most coveted neighborhoods, this home offers easy access to Park Avenue, Phelps Park, and Rollins College. Excellent Schools- Lakemont Elementary, Maitland Middle School and Winter Park High School. Experience this Winter Park masterpiece, where every detail has been thoughtfully considered. Original Windsor Home-http://www.nicolegibbonsstyle.com/2012/07/magnificent-house-windsor-gwyneth-paltrow.html<div style="padding:56.25% 0 0 0;position:relative;"><iframe src=https://my.matterport.com/show/?m=um1jfojVRWw&mls=1 frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1540 Palm Avenue, Winter Park

$5,500,000

3 Beds ⋅ 4 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Indulge in lakeside luxury at this captivating residence in the heart of Winter Park. Discover the epitome of elegance with this stunning lakefront home boasting unparalleled views of Lake Maitland, part of the illustrious Winter Park Chain-of-Lakes. Step into a world of refined living as you're greeted by a beautiful courtyard entrance, setting the tone for the grandeur that lies within. This meticulously designed home offers an impressive layout featuring three bedrooms, three full baths, two half baths, and a spacious study/den, providing ample space for relaxation and productivity. Entertain in style in the formal living room, where panoramic windows frame picturesque vistas of the glistening lake. The chef's kitchen is a culinary haven, equipped with top-of-the-line appliances and adorned with stylish finishes. Unwind in the tranquility of the outdoors as you step onto the patio and take in the breathtaking lake view, surrounded by lush landscaping and the soothing sounds of nature. Whether it's a quiet evening under the stars or a lively gathering with friends and family, this outdoor oasis offers the backdrop for every occasion. Embrace the desired lifestyle of lakefront living, with the added convenience of being within walking distance to Park Avenue. Explore the charming boutiques, exquisite dining options and cultural attractions that await just moments from your doorstep. Don't miss this rare opportunity to experience the ultimate blend of luxury, convenience and natural beauty.

75 Palmer Avenue, Winter Park

$330,000

2 Beds ⋅ 1 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Cute, clean, and convenient, located in Winter Park just off of Fairbanks near I-4. This lovely home features a remodeled kitchen and bath, refinished original wood floors, new doors, ceiling fans. Spacious living room and eat-in kitchen with plenty of storage. One car garage has laundry hook up. Oversized, fenced yard. Roomy porches at the back and front of home. Winter Park shopping and entertainment all just minutes away! New roof in 2022.

1987 Karolina Avenue, Winter Park

$445,000

2 Beds ⋅ 1 Baths ⋅ Carver Town SubDv. ⋅ 32789 Zip Code

Discover the charm of easy downtown living in this thoughtfully remodeled two-bedroom home located in the vibrant heart of Winter Park. This delightful residence features an expansive study, which can easily be transformed into a third bedroom, offering flexibility to suit your needs. In 2019, this home underwent a comprehensive renovation, which included updates to the flooring, fresh paint throughout, and the installation of modern, energy-efficient windows. The HVAC system and insulation were completely replaced, ensuring comfort year-round. The heart of the home, the kitchen, was fully remodeled with contemporary fixtures and fittings, alongside a redesigned bath and a convenient interior washer/dryer setup. Step outside into the fenced backyard, where fresh landscaping creates a serene environment perfect for relaxation or hosting gatherings under the Florida sun. The property's prime location places you just a short stroll from the boutique shops of Park Avenue, the cultural charm of Hannibal Square, the trendy spots in Winter Park Village, and the esteemed Rollins College. Ideal for those who value the blend of modern updates and prime location, this home offers an excellent opportunity to enjoy the best of downtown Winter Park living without the luxury price tag.

678 W Webster Avenue, Winter Park

$1,450,000

5 Beds ⋅ 5 Baths ⋅ J E Swindley Sub SubDv. ⋅ 32789 Zip Code

Beautiful one-story home nestled in the sought-after neighborhood of Park Grove. Located on a large lot with plenty of room for a pool. The home offers a large formal living room with a fireplace, a formal dining room, and a completely renovated kitchen overlooking the family room. A bonus room is set off the kitchen - perfect for a game room, additional TV viewing room, or a fitness room. The primary suite has an ensuite bath, a cozy sitting area with a fireplace and French doors that lead out to the tranquil backyard. Enjoy the peaceful backyard in the covered lanai and open patio with a brick fireplace. A detached two-car garage with a covered walkway also houses a separate studio/office/guest suite with a full bath and private entrance. Ride bikes to Park Avenue, the Farmer's Market, Central Park and more. Minutes to top-notch public and private schools.

1702 Summerland Avenue, Winter Park

$1,200,000

4 Beds ⋅ 3 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

Welcome to this rare, single-story residence nestled in the heart of Winter Park! This remarkable 4-bedroom, 3-bathroom home sits on a spacious CORNER lot, boasting a highly sought-after 3-car garage. Upon entry through the foyer, you'll be delighted by the timeless layout, featuring elegant formal living and dining areas. Sunlight pours through the expansive bay windows, casting a warm and welcoming glow throughout. The kitchen is appointed with wood cabinets, a convenient pantry, and counter-height bar seating. Adjacent to the kitchen, a delightful dinette area overlooks the expansive living room, adorned with custom built-ins. Accessible through sliding doors, a fully covered rear porch offers an ideal spot for gatherings and everyday relaxation. The primary suite features vaulted ceilings and an ensuite bathroom, complete with a luxurious soaking tub, dual sinks, a large walk-in shower, and a generously sized cedar-planked walk-in closet. The intelligently designed split floor plan situates two additional guest rooms with ample closet space, sharing a well-appointed full bathroom. Meanwhile, a fourth guest room boasts an ensuite bathroom and direct access to the rear porch. Enjoy the convenience of a BRAND NEW ROOF (2024) ensuring peace of mind and protection for years to come. The home's exterior has also received a complete repaint (2024), with the addition of new exterior lighting. Conveniently located just minutes away from Winter Park's upscale retail and dining options, don’t miss your opportunity to make this home yours today!

1503 Palmer Avenue, Winter Park

$850,000

3 Beds ⋅ 3 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Welcome to this stunning contemporary home located in Comstock Park, in the heart of Winter Park. This modern residence offers 3 bedrooms, 3 bathrooms, and an oversized, detached 4 car garage. Once you step inside, you'll be greeted by a sleek and airy ambiance, with 24” porcelain tiles and floating wood staircase with cable railings leading to the second floor. The chef’s kitchen boasts granite counters, an oversized island, and ample space for culinary creations. Bright and open, the living spaces flow seamlessly, providing the perfect setting for both relaxing and entertaining. Upstairs is a true retreat. Featuring vaulted ceilings, the primary bedroom is complete with a spa-like en suite bathroom, equipped with a large walk-in shower and jetted tub. Enjoy your attached private balcony, providing a serene spot for relaxation. With exquisite natural cedar tongue and groove detailing throughout the second floor, this home is sure to captivate any buyer in search of modern, yet warm, aesthetic. This home also features a remarkable epoxy finished, 4 car garage, boasting nearly an additional 1000sq/ft. Currently being used as a gym featuring a rock-climbing wall, this offers a unique and versatile space for both fitness and car enthusiasts. The space is plumbed for drainage, so the possibilities are truly endless. With its contemporary design and unbeatable location, this Winter Park gem offers a one-of-a-kind opportunity to call it your own. Schedule a showing today and experience the allure 1621 Lasbury Avenue has to offer.

1621 Lasbury Avenue, Winter Park

$4,100,000

5 Beds ⋅ 5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Amazing opportunity to own a lakefront home on Lake Virginia footsteps from Rollins College, nestled in walking distance to downtown Park Avenue shops and restaurants, and located on the coveted Chain-of-Lakes! A magnificent five-bedroom, four-and-a-half-bath home offers breathtaking lake views, capturing the essence of Florida living at its finest. This sprawling 5,600-plus square foot residence sits on an expansive .84-acre lot with a huge backyard, gracing a charming brick street, and includes an additional parcel across the street, featuring a covered boat dock/lift, ensuring endless days of waterfront lifestyle enjoyment. Step inside to discover an impressive layout designed for both grand entertaining and comfortable living. Generously sized rooms include formal living and dining areas, a cozy den/library, and a sprawling 18-by-27-foot family room seamlessly connected to the centrally located kitchen. Enjoy the sun-filled 40-by-16-foot Florida room, featuring two sets of sliding glass doors that open to the pool and lush backyard. The second floor features the primary suite with beautiful lake views, a spacious ensuite bath and two large walk-in closets. Three additional bedrooms grace this level, one with a private bath and two sharing a Jack and Jill bath, providing ample space for family and guests. A convenient fifth-bedroom suite on the first floor offers versatility, ideal for guests, a nanny, or an in-law retreat. Step outside to your private paradise, complete with a putting green, gazebo, expansive lawn, and a tropical pool perfect for refreshing dips on warm summer days. With a spacious driveway and a three-car attached garage, there's plenty of room for parking and storage. Location is key, and this home delivers. Again, enjoy the convenience of being steps away from Rollins College and within walking distance to the charming boutiques and eateries of Park Avenue. Don't miss your chance to own this exceptional lakefront estate property, where every day feels like a vacation. Schedule your private tour today!

1135 Lakeview Drive, Winter Park

$1,625,000

3 Beds ⋅ 3 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Welcome to the sought after Winter Park “Vias”! Renovate or build your dream home on this incredible lot situated on a beautiful brick street within walking distance to the Winter Park Racquet Club and downtown Park Avenue with all its boutique shops, restaurants, charming train station and Central Park featuring art festivals, concerts, and movies. If building is your preference, the lot size is 13,128sq. ft, 80 x 165. The home itself would make a great renovation as it is a one-story, with a great open floor plan. The living room has cathedral ceilings and large windows for incredible natural light. The living room opens to the sunken family room featuring a beautiful brick wood-burning fireplace and tall ceilings. The spacious dining room is perfect for hosting dinner parties. The kitchen had a nice renovation several years ago and showcases a 6- burner gas cooktop, SS appliances, granite countertops, spacious island with breakfast bar and solid wood cabinets. The kitchen is spacious and open, with great views of the beautiful backyard and pool area. The original part of the home features 2 bedrooms, 2 bathrooms, plus office. An addition of a primary suite was made many years ago and features cathedral ceilings, a spacious bathroom with a soaking tub, separate shower, dual sinks, and a walk-in closet. The beautiful backyard is Florida living at its best with the generous pool and patio, a great place for entertaining family and friends. You can build approximately 5,000sq.ft. on the lot. Do not miss the opportunity to live in one of Winter Park’s most sought after neighborhoods.

1181 Via Capri, Winter Park

$2,150,000

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Welcome to 1651 Oakhurst Avenue, a stunningly renovated Key West style home on a charming bricked street. This meticulously maintained property offers a spacious and open floor plan, perfect for modern living. With 4 bedrooms and 3.5 bathrooms, this home provides ample space for comfortable family living. The downstairs primary bedroom offers convenience and privacy. The updated baths add a touch of luxury to this already impressive home. Situated on an oversized lot measuring 100 x 157, this property boasts a huge pool, ideal for outdoor entertaining and relaxation. The expansive backyard provides plenty of space for outdoor activities and gatherings. The new kitchen is a chef's dream, featuring top-of-the-line appliances and stylish finishes. The open layout seamlessly connects the kitchen to the living and dining areas, creating a perfect space for entertaining guests. Spanning approximately 3,059 square feet, this home offers generous living spaces and abundant natural light throughout. The tasteful renovations and meticulous attention to detail make this property truly stand out. Located in Winter Park, this home is surrounded by a vibrant community and offers easy access to a variety of amenities, including shopping, dining, and entertainment options. The area is known for its excellent schools and proximity to beautiful parks and lakes. Don't miss the opportunity to own this exceptional property. Contact us today to schedule a private viewing and make this your dream home.

1651 Oakhurst Avenue, Winter Park

$2,600,000

5 Beds ⋅ 5 Baths ⋅ Valencia Terrace SubDv. ⋅ 32789 Zip Code

Truly exceptional Downtown Winter Park home with all of the character and amenities that make this lifestyle so sought -after. Well designed floor plan combines expansive open kitchen/gathering room as well as a large formal dining room and separate living room. Three way split bedroom plan offers two bedrooms downstairs and three bedrooms upstairs. Fifth bedroom is best suited for additional office or media room upstairs. Well-appointed kitchen with Wolf gas range, unique onyx mosaic backsplash, loads of storage and island seating. Ideal for entertaining with French doors leading to large covered terrace overlooking an incredible waterfall pool. The backyard feels like a private resort- in addition to the heated pool and spa, enjoy a gas firepit with built-in seating and an outdoor kitchen- all surrounded by lush tropical landscaping. Relaxing upstairs terrace with views of WP golf course. Other notable features include newly painted interior, charming front porch. Ten foot ceilings and walls of windows throughout afford abundant natural light. Downstairs laundry room plus a second floor laundry closet for another washer& dryer. There is a charming second entry designed with built-ins for an ideal mudroom/drop zone. Architectural details include crown moldings, custom designed wrought iron, stone columns and a beautifully lit tray ceiling in primary bedroom. Real (not paver) brick driveway, porches and pool deck. Mature landscaping with tropical palms, magnolias and signature oaks. This home has been impeccably maintained and exudes quality throughout. Of course, the location is one of the most outstanding features of this home- Walk to Farmers market, Park Avenue shoppes and restaurants and of course the Winter park 9 just one house away.

1108 N New York Avenue, Winter Park

$1,325,000

4 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Luxurious custom pool home in highly desired Winter Park on a beautiful brick street with mature trees! From the moment you walk into the grand entry, you will see that every detail was impeccably thought through from the custom carpentry, including extensive crown molding, to the 10’ ceilings to the ¼” hardwood oak flooring to the built-in living room and office bookshelves and cabinets to the spacious kitchen to multiple storage closets to the electronic lift for storing items in the attic in the garage. This four-bedroom, three-bathroom home has it all. The kitchen is equipped with stainless steel appliances, soft close Busby cabinets, gas cook top, double convection ovens, warming drawer, a custom-built Busby pantry, and a large island for food preparation and/or entertaining. Whether it is casual dining in the breakfast nook with pool views through the bay windows surrounded by beautiful wainscoting and bench seating with storage or entertaining in your formal dining room with an elegant tray ceiling, you, your family, and guests will feel at home. The Butler’s Pantry, located between the kitchen and formal dining room, is equipped with a wine fridge and is the perfect place to stage food when entertaining or for use as a bar or coffee station. The first-floor bedroom can be used as a bedroom, library or office. It is equipped with a walk-in closet and has an ensuite bathroom with a curbless walk-in shower. A beautiful hardwood staircase leads you to the second floor where you will find the remaining bedrooms and laundry room, which includes a laundry tub, built-in storage, built-in ironing board and attic storage with plywood decking. The front of the home has a beautiful porch with ceiling fans for relaxing and waving to the neighbors, while the back porch, also with ceiling fans, offers privacy and a summer kitchen with a beverage cooler and a DCS multipurpose grill that includes rotisserie and smoker options. The pool will invite you in on hot summer days and the hot tub will take all your worries away. The Plantation Shutters throughout the home let the natural light in or provide privacy. The grill, stove and fireplace are fueled by propane. The fireplace can be wood burning as well. There is a vinyl gate that can be closed across the driveway for additional privacy. The detached garage is oversized and will store two cars. There is lots of attic storage with plywood decking and is accessed by wood stairs and the electronic lift for ease of putting items in the attic! Pool/spa heater (2024). Water Heater (2020). Roof (2020). Two HVACs (2016 and 2019). Your stunning new Winter Park home is conveniently located between Park Avenue and Baldwin Park offering a wide array of restaurants and shopping options. This home is covered by a 2-10 Home Buyers Warranty during the listing period only. Buyer has opportunity to continue coverage at closing. Please ask your real estate agent for more details. See links for WALKTHROUGH VIDEO and MATTERPORT TOUR.

1741 Laurel Road, Winter Park

$1,099,000

3 Beds ⋅ 2 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Don't miss this charming and updated home, situated on an expansive 12,000-square-foot corner lot, in the highly sought-after Timberlane Shores neighborhood! Boasting an inviting open floor plan and starting with the living space offering stunning engineered wood floors, crown molding and a big window bay, that invites natural light to illuminate the space. The refreshed kitchen complete with a built-in breakfast nook, an abundance of white cabinetry with granite counters and stainless appliances, seamlessly flows into the family room, featuring an electric fireplace and cozy window seating with wonderful views of the spacious lanai entertainment space and the screened-in saltwater pool. The owner's retreat is a haven of tranquility with a lovely renewed en-suite bath and direct access to the pool, while the generously sized secondary bedrooms boast walk-in closets. A perfect laundry room offers plenty of additional storage & built in ironing center. Complementing the rest of the features of this special home is the convenience of the oversized two-car garage with workshop/hobby area. The curb appeal and exterior are enviable displaying a lush landscape with enchanting flowering gardens, recently re-sodded backyard & charming playhouse. Recent improvements include a new 2023 roof, new HVAC 2022, along with replaced windows, interior doors, and baseboards. The added bonus is the superior Winter Park Schools! With all these fabulous highlights combined, this home promises an exceptional living experience!

1880 Shiloh Lane, Winter Park

$1,595,000

3 Beds ⋅ 3 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Nestled in the heart of The Vias, this Mediterranean masterpiece encompasses 3,217 square feet of beauty and elegance for your enjoyment of living. Dating back to 1953, this iconic home rests on a corner lot, offering captivating views of Lake Knowles. A stately entrance greets you with a large open living and dining space adorned with a beautiful gas fireplace and hardwood floors. Continue your journey through the first floor to find your incredible gourmet kitchen accompanied by custom cabinetry, Viking gas range, marble backsplash, quartz countertops, stainless steel appliances, a warming drawer, oversized walk-in pantry and an abundance of natural light illuminating the space well. The main floor features a guest suite, a full bath, a spacious laundry room and an office that leads to the private backyard. The owner’s suite beckons you with its grandeur and features French doors that lead to a large, covered balcony overlooking Lake Knowles and an en-suite bath boasting a glass-enclosed shower, dual vanities, two custom walk-in closets, and a clawfoot tub where you can soak and take in some of the best views Winter Park has to offer. A second private staircase leads to an additional guest en suite, providing seclusion and luxurious living quarters for your family or guests. The enclosed backyard offers low-maintenance landscaping and also features a gas generator for additional peace of mind. Revel in the glorious views of the sunrise over Lake Knowles and enjoy being situated ideally, just a short golf cart ride from Park Avenue shops and restaurants, the Winter Park Racquet Club, and near Kraft Azalea Garden, Phelps Park and the Winter Park YMCA. An exclusive respite, this home represents the epitome of Winter Park living at its finest.

1250 Via Capri, Winter Park

$775,000

4 Beds ⋅ 2 Baths ⋅ Banks Colonial Estates SubDv. ⋅ 32789 Zip Code

Sold in combination with house next door.

1350 S Pennsylvania Avenue, Winter Park

$1,725,000

4 Beds ⋅ 5 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Step into timeless elegance and modern luxury with this meticulously renovated Mediterranean-style home nestled in the historic charm of Winter Park. As you enter through the inviting blue, iron-detailed door, you're greeted by the artisanal beauty of Moroccan Zellige hand-painted tiles, guiding you into the sunlit dining room adorned with a custom Moroccan arch and vintage crystal chandelier. Entertain easily with the adjacent butler pantry, boasting bespoke cabinetry, marble counters, and a dual-zone wine fridge, all seamlessly blending sophistication and functionality. The heart of the home lies in the open-concept kitchen/living area, where high-end Thermador appliances, including a 60-inch dual fuel range, elevate culinary experiences. Walnut countertops and polished nickel fixtures complement white shaker cabinets, while a breakfast banquette offers a cozy spot for casual dining or gathering with loved ones. Retreat to the primary wing, where plush carpeting and crown molding set a serene tone. A cerulean-blue door beckons you into the primary bath oasis, featuring herringbone-laid porcelain tile, marble countertops, and a spa-like shower and luxurious bathtub. A custom-built closet system with an impeccable display case ensures organization meets elegance. The first-floor office exudes warmth with classic wooden beams and French doors, while the adjacent powder room delights with hand-painted Moroccan Zellige flooring and Schumacher wallpaper. Upstairs, three spacious secondary bedrooms each boast ensuite full baths and exquisite wood floors, providing comfort and privacy for family or guests. Outside, the lush turfed yard invites al fresco dining amidst fragrant blooms of hydrangeas, crepe myrtles, camellias, and jasmine, creating a private oasis for relaxation. Embrace the coveted Winter Park lifestyle with convenient access to the Baldwin Fitness Trail, Lake Sue, local shops, and coffee spots, all while basking in the tranquility of this idyllic neighborhood. Discover the perfect blend of historic charm and modern luxury in this exquisite home—a true sanctuary in the heart of Winter Park.

331 E Reading Way, Winter Park

$1,615,000

5 Beds ⋅ 4 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

Step into a realm of timeless elegance and modern luxury with this custom-built Mediterranean-style estate in the heart of Winter Park. From the moment you enter, a grand foyer welcomes you with Turkish Travertine stone and wood floors, setting the tone for the exquisite craftsmanship and attention to detail that defines every corner of this home. The soaring 12-foot ceilings adorned with intricate molding create a sense of grandeur, while the spacious open floor plan bathes the interiors in natural light. Delight in the seamless integration of technology and comfort, with an intercom system, built-in speakers throughout, and electronic blackout curtains for effortless ambiance control. Indulge your senses in the culinary haven of the gourmet kitchen, boasting state-of-the-art stainless steel appliances, white cabinets, granite countertops, and a Butler's pantry with a wine refrigerator and bar area. The kitchen flows seamlessly into the family room, where a wood-burning fireplace with a gas starter invites cozy gatherings. The master bedroom suite is a sanctuary of luxury, featured in Florida Home Magazine for its custom-designed bath. Enjoy backlit floor-to-ceiling mirrors, a floating tub, a self-cleaning smart toilet with a bidet, a custom Barclay tub with a black matte exterior, Brizo hardware finished in Brilliance Polished Gold, and bathroom floor tiled in an oversized chevron pattern by Crossville in Ice White. The black and white penny round tiled shower floor is laid in a throwback diamond pattern, complemented by a Kuzco LED chandelier. Entertain in style with outdoor amenities that rival a five-star resort. Lounge by the heated saltwater pool and spa, practice your putting skills on the mini-golf green, or retreat to the Nikki Beach cabana for a moment of relaxation. The summer kitchen with a tongue and groove wood ceiling is perfect for al fresco dining, while the outdoor shower adds a touch of indulgence. Every detail has been carefully curated to enhance your lifestyle, from the custom-built closet systems to the self-cleaning smart toilet with a bidet. Enjoy the convenience of a surveillance system, electronic private gated access, and a Mosquito NIX misting system for outdoor comfort. Escape to your tropical oasis with this highly energy-efficient natural gas home equipped with Velux solar-powered skylights with an acoustic rain sensor that automatically closes the skylight at the first sign of rain. The average utility bill is $560 a month. The property also features premium artificial grass and a premium landscaping and lighting package throughout the entire property. Enjoy the serenity of no rear neighbors and indulge in the luxury of your private retreat. This Winter Park estate is not just a home; it's a masterpiece of design and functionality, offering a lifestyle of unparalleled luxury. Don't miss your chance to experience the epitome of gracious living in one of Florida's most coveted neighborhoods.

1864 Grinnell Terrace, Winter Park

$1,425,000

3 Beds ⋅ 3 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

FEATURED ON HOUSE HUNTERS LAKEFRONT EDITION! Indulge in the epitome of LAKEFRONT luxury living on the shores of stunning Lake Killarney. Nestled within the vibrant heart of Winter Park, this exceptional residence offers a serene retreat on the largest private lake in Winter Park. Lake Killarney, a cherished gem, spans 259 acres of pristine, ski-able waters, ensuring exclusive tranquility for residents, with no access for non-residents. Convenience meets sophistication with this prime location, mere minutes from premier amenities including Whole Foods, Trader Joe's, REI, and the charming boutiques of Park Avenue Winter Park. Downtown Orlando, Maitland, Lake Mary, and the upscale shopping paradise of the Mall at Millenia are all within effortless reach, promising a lifestyle of unparalleled convenience. Step inside this bespoke custom home and be captivated by its distinctive features. With 10-foot ceilings, designer finishes throughout, and a meticulously crafted kitchen and baths, every detail exudes elegance. Boasting 3 bedrooms and a versatile loft that can easily transition into a fourth bedroom, along with 2.5 baths, this residence caters to every need. Embrace outdoor bliss with a dark bottom swimming pool, a private BOAT DOCK complete with a cradle, and lifts for both jet skis and paddle boards, ensuring effortless access to the water. Lavish low maintenance backyard landscaping with luxury turf surrounds the pool & lake, creating a picturesque oasis for relaxation and entertainment. Additional highlights include an upstairs balcony offering panoramic lake views, a secluded private courtyard, a spacious 2-car garage, and deluxe amenities such as a wine cooler, mini-fridge, and wet bar in the master suite. Granite and marble adorn the countertops and showers, while an oversized tub in the master bath provides the ultimate in indulgence. With an unrivalled level of craftsmanship and attention to detail, this home offers a lifestyle of unparalleled luxury. The value of this exquisite property surpasses its asking price, making it a wise investment in a rapidly appreciating area. Envision a life spent lounging by the pool, paddle boarding on the lake, or cruising to Hillstone for a waterfront dining experience. Create lasting memories with family and friends in your own slice of paradise at 580 Ololu Drive. Experience the epitome of lakeside living and make this dream home yours today.

580 Ololu Drive, Winter Park

$10,900,000

5 Beds ⋅ 8 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Experience luxury living at its finest with this custom-built masterpiece on the shores of Lake Virginia, proudly crafted by the renowned Phil Kean Design Group. Boasting five or six bedrooms, six full baths, and two half baths (plus library/office, second office, loft and lounge area, exercise room, theatre, bonus/flex room and lots of storage) sprawled across 8,188 heated square feet over three levels (includes high-quality residential elevator), every detail of this home exudes sophistication and elegance. Step through the grand entrance adorned with a custom steel front door from Cantera, where natural marble stone flooring leads you into a space illuminated by art lighting from Troy Lighting and picturesque views directly toward Rollins College Chapel. The wood-paneled walls and ceiling design perfectly complement the custom three-story Alan Mizrahi chandelier, setting the tone for opulent living. Entertain guests in the formal sitting room, complete with a custom Nero marble fireplace and a breathtaking 60" Alora chandelier. Eurowall 14-foot full collapsing doors seamlessly merge indoor and outdoor living spaces, while the kitchen beckons with Plato cabinetry, an Italian 60-inch range, and 4 slabs of Calacatta Italian marble. The double island, featuring countertops by Grothouse, is a chef's dream, accompanied by amenities like the Amuneal wine cabinet and Dacor full-height wine refrigerator. Relax in the family room under vaulted ceilings, where a 16-foot Eurowall opens to reveal views of the serene outdoors. A custom Nero Marquina marble fireplace adds warmth and charm, while automated draperies offer convenience at your fingertips. Retreat to the primary suite, complete with a beverage center and separate laundry room, before indulging in the luxurious primary bath featuring a bateau cast iron tub imported from London and heated floors. Additional bedrooms, all ensuite with walk-in closets, provide comfort and privacy for family and guests alike. Stay active in the fitness room equipped with wall-to-wall rubber gym flooring and a fully equipped "Mr. Steam" steam room. For entertainment, head to the third-floor theater boasting a 120-inch screen with a Sony projector and Triad surround sound speakers. Outside, professional hardscape and landscape design by Corey Mills and Signature Landscape create a picturesque backdrop for outdoor living. Enjoy 148 feet of lake frontage with seawall spanning property, a renovated boathouse, and a newly installed dock with Trex decking and boat lift. Experience resort-style living with a pool designed and installed by Paradise Pools, featuring knife edge and Infinity edge designs, Pentair equipment with mobile app control, and an outdoor kitchen equipped with DCS appliances, Sunbrite television, and more. Resting on an elevated (approximately 3/4 acre lot) on Lake Virginia of the Winter Park Chain of Lakes, this exceptional property offers unparalleled luxury and waterfront living. Don't miss the opportunity to make this your own private paradise.

181 Virginia Drive, Winter Park

$1,629,000

5 Beds ⋅ 5 Baths ⋅ Green Oaks Rep 02 SubDv. ⋅ 32789 Zip Code

Welcome to 1801 Legion Drive, a stunning Southern traditional with a huge front porch and white picket fence in one of the best neighborhoods in Winter Park. The main house has 4 bedrooms and 3.5 baths and a separate office. There is an additional bedroom and full bath in the detached guest quarters. A large gourmet kitchen with white cabinetry, a stainless steel Thermador gas range and GE Monogram built-in refrigerator and microwave. The adjacent family room that opens to the kitchen has custom-built in shelving surrounding the brick fireplace and is the perfect place for family night movies. French doors lead to the large covered porch with another brick fireplace and an open patio for dining al fresco and also leads to the detached guest quarters which makes a perfect place for a home gym. Take a cool dip in the saltwater pool that was installed in 2018 or after a long day jump in the hot tub! The living room is located off the porch as well with French doors and features a wet bar and yet another brick fireplace (3). The master bedroom has French doors and two custom built-shelved closets, one is a large walk-in. A central laundry room is conveniently located between the split bedroom plan. There is a secondary master with en-suite and two more bedrooms and a shared bath. Roof 2019. Conveniently located between Maitland and Winter Park, enjoy easy access to top-rated schools, upscale shopping, dining destinations, and recreational amenities. Embrace the quintessential Florida lifestyle in this prestigious community. Don't miss your opportunity to own this exceptional residence in Winter Park. Schedule your private tour today and discover the luxury and sophistication of 1801 Legion Dr.

1801 Legion Drive, Winter Park

$360,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

GREAT LOCATION

Winter Park

$4,000,000

5 Beds ⋅ 6 Baths ⋅ Twelve Oaks SubDv. ⋅ 32789 Zip Code

Presenting a rare opportunity nestled within the enclave of Twelve Oaks, one of the most coveted areas in Winter Park. Set along a private drive with only a dozen residences this Spanish farmhouse was crafted under the discerning eyes of architect Gary Hancock and master builder Carlos Posada. Spanning 5,320 square feet, this house boasts 5 bedrooms, 4 full baths and 2 half baths. It is the essence of “Olde Winter Park” but was built in 2002. As you enter through the front courtyard and the custom front door you are welcomed into the gathering room adorned with a 13-foot pecky cypress beamed ceiling, Saltillo tile, and a stone fireplace. There is a seamless transition to the loggia that opens to the serene courtyard. The farmhouse gathering kitchen offers opportunities for cooking, dining, and conversation and also opens to the loggia. The first-floor primary suite offers a vaulted ceiling, Australian cypress wood floors, large walk-in closet, adjoining room that can be for exercise or a sitting room to compliment the primary bedroom, and a “hidden” entrance into a fully wood paneled study with built in bookcases and fireplace. The exercise room and study both open to another screened porch. Upstairs you will find 3 bedrooms with 3 full baths and ample closets and storage. The back courtyard is surrounded by beautiful flowers, landscaping and lighting and is covered with a canopy of trees. You will find a fireplace, outdoor kitchen, dining area, and steps leading to the mother-in-law suite over the garage. This well-loved home has been well maintained, with thoughtful details that add to its undeniable charm. Once described as “magical”, this property is truly the essence of Olde Winter Park living. Close to the charming boutiques and restaurants on Park Avenue.

1228 N Park Avenue, Winter Park

$2,100,000

4 Beds ⋅ 4 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Captivating and bathed in abundant natural sunlight, this enchanting 4 bed, 3.5 bath home sits nestled in the heart of Winter Park, boasting over 60' of serene Lake Sylvan frontage. Recently renovated to perfection, this residence seamlessly combines charm with modern elegance. Step inside to discover a haven flooded with natural light, accentuating the stunning hardwood floors and welcoming atmosphere. Entertaining is a breeze with three wood-burning fireplaces, including one in the formal living area, where glass sliders offer panoramic lake views. The heart of the home lies in its gourmet kitchen, featuring stainless steel Bosch appliances, glass cabinetry, and a generously sized butcher block island—a culinary delight and a gathering space for friends and family. Upstairs, the luxurious master suite features cozy wood burning fireplace, his/her walk-in closets, and a spa-like bath boasting a zero-entry shower, soaking tub, and marble countertops—a true retreat for relaxation. Flexibility with a lower level that can serve as a fourth bedroom, home office, or game room, and added gym, while the transformed garage into a second family room and bedroom suite adds even more functionality and style. Step outside where a large front porch, newer back Trex deck, and downstairs patio invite you to enjoy breathtaking lake views . Impeccable additional upgrades in 2021, including a new roof, electrical updates, fresh paint, and modern lighting fixtures, ensure both beauty and functionality. Conveniently located just minutes from Park Avenue shops and restaurants, top-rated schools, and Rollins College, this home offers the quintessential Winter Park lifestyle. Water enthusiasts will appreciate the option for a dock for pontoon boats, kayaks, paddleboards and fishing making this residence perfect for those who crave the tranquility of lakeside living combined with the convenience of urban amenities. Motor boats not permitted. Don't miss the opportunity to experience the captivating charm and natural beauty of this Winter Park gem.<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=UN1Zg9YAWtQ&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1551 Harris Circle, Winter Park

$1,583,000

4 Beds ⋅ 4 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Welcome to 1161 Lincoln Circle, a stunning gem nestled in the heart of Winter Park's most desirable area. This charming residence offers the perfect blend of modern comfort and classic elegance, boasting impeccable craftsmanship and attention to detail throughout. As you step inside, you'll be greeted by a spacious and inviting floor plan flooded with natural light. The open concept living area is ideal for entertaining, featuring hardwood floors, soaring ceilings, and a cozy fireplace, creating a warm and inviting atmosphere for gatherings with family and friends. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, granite countertops, custom built-in banquette with mahogany table, and ample cabinet space, perfect for preparing delicious meals and culinary creations. The adjacent dining area provides a seamless flow for hosting intimate dinners or festive celebrations. Retreat to the luxurious master suite, where relaxation awaits. This private oasis boasts a tranquil atmosphere, complete with a spa-like ensuite bathroom featuring dual vanity, a Jacuzzi tub, and a separate shower. Three additional bedrooms offer comfort and versatility, accommodating guests, family members, or a home office space with ease. Step outside to discover your own private paradise, with a heated swimming pool and lush landscaping and mature trees provide privacy and serenity. Whether you're enjoying a morning coffee on the porch or hosting a barbecue with loved ones you will love the Zen-like atmosphere the tropical Koi Pond offers. Conveniently located just a few steps away from Winter Park's charming downtown area and golf course, you'll enjoy easy access to boutique shops, gourmet restaurants, and cultural attractions. With top-rated schools and recreational amenities nearby, this is more than just a home—it's a lifestyle! Don't miss your opportunity to own this exquisite residence in one of Winter Park's most coveted location, location, locations! Schedule you're showing today and experience the epitome of luxury living at 1161 Lincoln Circle."

1161 Lincoln Circle, Winter Park

$1,700,000

5 Beds ⋅ 4 Baths ⋅ Temple Heights SubDv. ⋅ 32789 Zip Code

Nestled on one of Winter Park's coveted and charming brick streets, this meticulously crafted 5-bedroom residence embodies traditional elegance with modern amenities, offering a NEWER ROOF (2022) and other recent updates for a fresh feel. Its exterior, a testament to Florida living, boasts a sprawling saltwater pool with a sun shelf, surrounded by 900 SF of Chicago brick, and complemented by lush landscaping and enchanting lighting for evenings of magic, while custom-irrigated garden boxes for cultivating fresh herbs and vegetables await those with green thumbs. Inside, natural hardwood floors grace the entire home, accented by updated fixtures. The family room and living areas include built-ins, one gas fireplace, and 4 glass doors that lead to the backyard. An open kitchen awaits, complete with a breakfast bar, walk-in pantry, and bright, sunlit dinette framed by plantation shutters. The front room off the foyer makes a great office or dining room, with access to the kitchen. The large DOWNSTAIRS Main suite treats residents to a renovated, spa-like bathroom, adorned with a large zero-entry shower and separate soaking tub. A massive walk-in closet (Closets by Design), equipped with a dedicated washer & dryer, provides organization and convenience. You will sleep sound with the electronic blackout shades behind the plantation shutters. Upstairs features 4 additional bedrooms with hardwood floors, along with 2 full baths and a second laundry room, affirming practicality and comfort for every member of the household. This is an enchanting traditional home has so much to offer on this brick street. This ideal location is just a few blocks from the WP YMCA, grocery stores, restaurants and shopping off Aloma, and a mile or so from Park Ave!

1333 Mayfield Avenue, Winter Park

$1,902,500

4 Beds ⋅ 5 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code

Don’t miss out on this stunning 4-bedroom, 3 full and 2 half bath, corner lot home in the heart of Winter Park’s sought-after Via’s neighborhood. Fully updated with high-end finishes, hardwood flooring, crown molding, stainless steel appliances, granite countertops and much more. The first floor features a library/den with a gas fireplace, a formal dining room with coffered ceiling, and 2 large bedrooms that share a full bathroom. The gourmet kitchen includes an induction top, stainless appliances, a large closet pantry and spacious eat in area. The cozy family room and kitchen overlook a lush, private fenced back yard and beautiful pool. A large private primary suite is upstairs and showcases 2 walk-in closets with organizers and a large master bath with a walk-in shower, soaking tub and dual sinks with beautiful cabinetry. French doors in the primary suite open to a huge deck overlooking the backyard, a serene spot to relax and enjoy your morning coffee or evening glass of wine. Also upstairs is an en suite bedroom. Offering ample closets and storage space throughout, the home includes a large, 2-car attached garage with a side entrance and workbench, a natural gas-fired whole house generator, and new tiled roof. Just a short stroll to the Winter Park Park Racquet Club, this beautiful home is in the top-rated Dommerich Elementary, Maitland Middle, and Winter Park High School district. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1205 Via Lugano, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Osceola Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Welcome to 160 Trismen Terrace. This brilliant home has much to offer. Spotlighting an inviting formal living room, formal dining room with built in cabinetry and side board, a luminous family room with french doors to the pool deck, expansive kitchen with stainless steel appliances, prep sink, numerous cabinets, and vaulted ceilings complete with breakfast area. The generous primary en-suite bedroom features his and hers custom closets, newly remodeled primary contemporary bath with a stand alone tub, walk-in shower, dual vanities and water closet. Guest en-suite bedroom with new modern updated bath, 3rd bedroom can be used for the perfect office featuring views of the pool, and 4th bedroom with new Jack and Jill bathroom. This vibrant home also features a circular drive way with a considerable two car garage, crown moldings, recessed lighting through the entire home, built in bookshelves in the main hall, pristine polished terrazzo and high gloss snowwhite floors, ample inside laundry room with storage, dual HVAC systems with added air purification system, ADT security system, heated immense pool with travertine pool decking, and an abundant half acre lot with vinyl fencing for privacy. Termite bond conveys with the property. Roof replaced in 2019, Pex plumbing 2023, HVAC 2019, Pool 2018, Pella sliding and french doors 2024. This alluring Winter Park home is conveniently located just minutes from all the shops and restaurants of Historic Park Avenue, Trismen Park and so much more. 160 Trismen Terrace is truly a home for those who appreciate entertaining.

160 Trismen Terrace, Winter Park

$1,030,500

5 Beds ⋅ 4 Baths ⋅ Quail Hollow SubDv. ⋅ 32789 Zip Code

Sold Data Entry only

419 Mallard Circle, Winter Park

$2,750,000

5 Beds ⋅ 6 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Welcome to 1563 Lakehurst, a stunning five-bedroom, 5.5 bath pool home that epitomizes luxury living and has been meticulously remodeled. This residence won the prestigious Orlando Parade of Homes 2021 first place and grand award and is a masterpiece of design and craftsmanship. Initially conceived by the local architect Gary Hancock, this home was reimagined by the renowned Ted Maines and Hardwick General Contractors, resulting in a comfortably elegant living space deserving of accolades and awards. On an oversized lot on a charming brick-lined street in one of the most desirable neighborhoods of Central Florida, this home boasts an enviable address just moments from shops and restaurants of Winter Park and Park Avenue. Spanning over 4,200 square feet, the main house offers spacious and inviting living areas flooded with natural light. Every detail was considered throughout the renovation: top-of-the-line Anderson windows, custom inset cabinetry, luxury bi-fold Origin door, designer lighting, engineered oak floors, solid-core interior doors, custom mahogany front door, and many more finishes discerning buyers will recognize and appreciate. The kitchen is the heart of the home, featuring Wolf and Sub-Zero appliances, extensive custom inset cabinetry, Cambria luxury quartz, and a center island spanning almost 20 feet. The separate breakfast bar allows quick and easy coffee, tea and breakfast prep without disturbing the clean aesthetics of the kitchen. The open living space has an Origin luxury bifold door for indoor-outdoor living, and a vaulted cathedral ceiling finished with designer lighting. The lounge and bar offer a pre-dinner retreat before using the artfully designed formal dining room, with smoked glass, dramatic navy wood paneling, and custom herringbone wood floor. The light-filled primary bedroom is also on the ground floor. Updated in 2022, this bedroom has Phillip Jeffries wall covering and Flos pendants. The bath has two independent vanities and separate closets. A full pool bath with shower, additional powder room and large office or flexible space complete the first story. Three additional bedrooms provide ample space for family or guests. The largest bedroom has an en-suite bath, and two additional bedrooms are connected by a large bath with a double vanity. For those needing additional accommodations, the in-law suite over the garage offers an additional 400-plus square feet of living space, ideal for guests or multigenerational living. The extensive back patio has multiple areas for dining, entertaining and enjoying Florida living. The summer kitchen was installed in 2021, and there is additional wine and refrigeration space. The front parking pad and landscaping were completed in spring 2024. All the systems are from 2020 or newer. The roof was installed in 2020, two tankless water heaters were added in 2020, upstairs and downstairs Carrier air conditioners are from 2023, the guest house air conditioning is from 2021, and the guest house water heater is from 2024. Drywall, ceilings and tongue-and-groove were replaced, the home was taken down to the studs, and has an effective date for the build as 2020. With its unparalleled location, luxury, and craftsmanship, this home is a rare find. Don't miss your opportunity to own a piece of Winter Park's finest. Schedule your private showing today!

1563 Lakehurst Avenue, Winter Park

$540,000

4 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. SELLER MOTIVATED...JUST REDUCED $25,000!! Bring ALL OFFERS... Welcome to your dream home in the heart of Winter Park's Glencoe subdivision, Just a 5 minute walk to the BEAUTIFUL LAKE KILLARNEY, where luxury meets convenience with NO HOA fees! This FULLY renovated 4-bedroom, 3-bathroom residence sits majestically on over a quarter-acre lot, offering a sanctuary of modern comfort and style. From the moment you arrive, the curb appeal beckons with its custom pavers driveway and a 1-car garage, providing both parking convenience and additional storage space. Step inside to discover a harmonious blend of contemporary design and functionality, highlighted by BRAND NEW AC, roof, water heater, appliances & septic tank. The interior welcomes you with matching Wood look laminate flooring that flows seamlessly throughout the open floor plan, encompassing the living room, dining area, and kitchen. Natural light floods the space, accentuated by large windows and a back double sliding glass door leading to the expansive backyard. The kitchen is a chef's paradise, boasting brand new stainless steel appliances, elegant white cabinetry with gold accents, luxurious marble countertops, and a stunning tile backsplash. A massive center island serves as the focal point, ideal for effortless meal preparation and entertaining guests. Retreat to the master bedroom, where tranquility awaits with an attached master bathroom and a spacious walk-in closet. The master bathroom exudes opulence with a double sink vanity and a massive walk-in shower, complemented by matching white cabinetry, countertops, and chic black and gold accents echoing the home's sophisticated theme. Additional bedrooms offer ample space, natural light, and versatility, providing ideal accommodations for family members or guests. Step outside through the kitchen to the oversized backyard, a sprawling oasis perfect for hosting family gatherings, celebrating holidays, or simply unwinding in solitude. This exceptional property not only offers unparalleled comfort and style but also boasts an unbeatable location close to major roads, highways, restaurants, entertainment, and more. Don't miss your chance to make this unique residence your own! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=o8FGEvVwB7G&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

2710 Euston Road, Winter Park

$320,000

2 Beds ⋅ 1 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Sold Data

2520 Roxbury Road, Winter Park

$2,345,000

5 Beds ⋅ 5 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

This gorgeous home has been meticulously maintained. From the moment you walk in the home, you will notice the natural light and luxurious space that this home provides. As you enter, you find the office space off to the left. As you walk forward, you will see the bar area, perfect for entertaining. The bar area overlooks the spacious family room and dining room. From these areas, you can see the beautiful outdoor space and pool. The kitchen area is complete with beautiful quartzite countertops, a gas grill, double ovens and a huge walk in pantry. The primary suite is located off of the living room area. It overlooks the pool and outdoor area. The beautiful en suite bathroom features dual vanities, a walk in shower and free standing soaking tub. Off of the kitchen is the full pool bath with a walk in shower. The backyard is truly an oasis with a covered area for relaxing, a summer kitchen and a pool perfect for enjoying the hot Florida days. Upstairs, you will find three more bedrooms. There is also a large bonus room area perfect for entertaining or just relaxing. This home is zoned for great schools and is located close to Park Avenue and all that Winter Park has to offer.

1651 Oneco Avenue, Winter Park

$615,000

2 Beds ⋅ 1 Baths ⋅ Parklando 02 SubDv. ⋅ 32789 Zip Code

Welcome to a great street in Winter Park where you can build the home of your dreams or simply remodel the existing home. This property is surrounded by Multi Million Dollar homes Enjoy yourself in the Winter Park lifestyle on this beautiful street while having the luxury of just being minutes from downtown Winter Park and Orlando. This home is near Lake Sue, Leu Gardens, Mead Botanical Gardens and many more gems of Winter Park.

2723 Norris Avenue, Winter Park

$1,050,000

3 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the coveted Waterbridge neighborhood! This stunning one-story pool home boasts everything you've been searching for and more, including a three-car garage. Situated on a spacious corner lot, this residence offers both elegance and comfort. Step inside to discover a welcoming ambiance, highlighted by a gathering living room featuring a double-sided gas fireplace, perfect for cozy evenings or entertaining guests. The dining room is conveniently located off the kitchen, complete with double built-in ovens and overlooking the inviting family room. A sunny Florida room extends off the family room, offering picturesque views of the lush backyard oasis and sparkling pool—a true haven for relaxation and enjoyment. Retreat to the primary suite, featuring a spacious walk-in closet for all your wardrobe needs. Two additional bedrooms, each boasting generous walk-in closets, ensure ample space for family or guests. Plantation shutters throughout add a touch of sophistication, while the large laundry room with cabinetry provides convenience and storage. Step outside to your own private paradise, where a gorgeous pool awaits, complete with a heated spa, sun shelf, and seating bench—all within the confines of a large privacy fenced backyard. Waterbridge residents enjoy access to community amenities including a park and tennis courts, fostering a sense of community and recreation. Conveniently located near shopping, restaurants, and minutes from Park Avenue, this home offers easy access to all the best Winter Park has to offer. Plus, with sought-after Winter Park schools just a stone's throw away, you'll enjoy peace of mind knowing your family is in a top-notch educational environment.

1203 Germaine Drive, Winter Park

$925,000

4 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Welcome to this RARE find on this beautiful brick covered street of Dana Way! This location is in Winter Park Proper and sits on a large 1/4 acre corner lot. The home boasts four bedrooms, three baths and is ready for you to remodel and make your dream home. This home is near Lake Sue, Leu Gardens, Mead Botanical Gardens and many more gems of Winter Park. Immerse yourself in the Winter Park lifestyle on this brick street while having the luxury of just being minutes from downtown Winter Park and Orlando. The last time a house sold on this street was four years ago.

251 Dana Way, Winter Park

$4,923,750

5 Beds ⋅ 6 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

Luxurious lakefront living with unparalleled view of Lake Maitland, part of the famed Winter Park chain of lakes with 180 feet of water frontage. Enjoy tranquil views from the lake from almost every room. This custom home is located in the Via's of Winter Park and is close distance to downtown Park Ave and the Winter Park Racquet Club. This home was built by Gallimore and features five bedroom, five & one half bath. As you enter the foyer, you are immediately greeted by high ceilings, open floor plan and panoramic views of the lake. The family room is a fantastic place for entertaining, featuring a gas fireplace, wet bar with refrigerator and opens to the screened pool and gorgeous lakefront. The gourmet kitchen is a chef’s dream featuring a large center island, custom cabinetry, quartz surfaces, top of the line Thermador appliances, and walk-in pantry. The spacious master bedroom is a retreat of its own with amazing views of the lake and a sitting area. The master bathroom has custom cabinets with dual sinks, makeup vanity, modern stand alone tub, walk-in shower and a large walk around closet. There is a guest suite on the first floor with en suite bathroom and walk in closet. Two additional bedrooms upstairs with en suite bathrooms and a huge bonus room or fifth bedroom. This home also features a 3 car garage, a home office, laundry room and walk-in storage room with a large wine refrigerator. Step outside to the backyard paradise, where the pool, heated spa and sun shelf beckons you to relax and unwind. The large covered boat dock is a perfect place to watch the colorful sunset at night and has a separate enclosed storage room. Bring your boat and all your toys and enjoy lakefront living at its best! Roof and boathouse roof updated 2022.

1761 Pinetree Road, Winter Park

$310,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Oaks SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park, FL, this charming 3-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience. With its spacious design, luxurious master suite, and versatile bedrooms, this property ensures a welcoming retreat for family and guests alike. Located just minutes from I-4 and downtown Orlando, this home ensures easy access to amenities and attractions. Plus, with no HOA fees or restrictions, you'll enjoy the freedom to personalize and enhance your space. Don't miss the opportunity to make this Winter Park oasis your own! Schedule a viewing today and start envisioning your dream lifestyle.

152 Oak Grove Road, Winter Park

$1,475,000

4 Beds ⋅ 3 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Presenting an exquisite property at 1251 Palmer Avenue, Winter Park, FL 32789. Built in the year 1948 and completely re-built/remodeled in mid-1990’s. Close to the vibrant Park Ave shopping and dining district, the location offers convenience and lifestyle. The four spacious bedrooms and three full bathrooms, along with a fireplace, are ideal for family gatherings, and the screened, heated pool offers year-round enjoyment. The property also boasts a 3-car garage with an easy access circle driveway and ample parking for residents and guests alike. From its well-planned layout to its prime location, this property offers a perfect blend of comfort and convenience. Experience the best of Winter Park living with this exceptional property. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1251 Palmer Avenue, Winter Park

$1,199,000

5 Beds ⋅ 4 Baths ⋅ V H Musselwhites Sub SubDv. ⋅ 32789 Zip Code

Price Improvement! Presenting a distinguished European Modern residence, the "Ponte Vedra" home epitomizes refined living with its meticulous upkeep and sophisticated design. Boasting 5 bedrooms, 4 baths, and encompassing 3,067 square feet of impeccably maintained open living space. Upon entry, a grand foyer sets the tone, leading seamlessly into the combined living room and dining room, characterized by clean lines and an abundance of natural light. To the left, the gourmet kitchen beckons with its array of upscale features, including Stainless Steel appliances, Stone tile backsplash, and Quartz Counters adorning a spacious breakfast island. A Butler's pantry and Walk-in pantry provide ample storage, ensuring both functionality and style. The gathering room beckons with triple sliders opening onto a captivating covered patio, complete with a roll-away screen and a stunning Tongue and Groove ceiling. Outside, an impressive 47' long market light, paver walkway, and Custom Water Fountain feature create an enchanting outdoor oasis, ideal for entertainment and relaxation. The first floor hosts a generously sized bedroom and full bathroom, catering to guests or multi-generational living needs. Upstairs, a versatile bonus loft space awaits, while the Owner's suite offers luxurious touches such as elegant tray ceilings, recessed lighting, and crown molding. The en-suite bathroom features walk-in closets, split vanities, and an oversized Floor to Ceiling tiled frameless shower with both a rain head and hand-held, accompanied by an iconic floating tub. Additional accommodations include three bedrooms, two full bathrooms, and a well-appointed laundry room with a sink and ample storage. This residence has been meticulously maintained, freshly painted inside and out, and boasts the added convenience of plantation shutters and custom drapery, ensuring a move-in ready experience. Ideally situated near Lakemont Elementary, Publix, Advent Health, and mere minutes from Park Avenue.

1880 Windsor Drive, Winter Park

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Welcome to your new Winter Park retreat! This custom home boasts exquisite craftsmanship, from its intricate custom woodworking to its elegant crown moldings and hardwood floors. As you step onto the beautiful brick walkway and through the front door, you're greeted by a sense of warmth and luxury. The main floor features a formal living room/den and a dining room which leads to a butler's pantry and a spacious kitchen with a 6 burner gas range with exterior exhaust hood, making this a Chef's Dream Kitchen. Natural light floods the home through numerous windows, creating a bright and inviting atmosphere. The primary bedroom, located on the main floor, offers a peaceful sanctuary with its luxurious ensuite bathroom, complete with dual sinks, a soaking tub, and a stand-up shower. A huge walk-in closet provides ample storage space. Upstairs, you'll find a grand loft, an office with built-in desk and cabinetry, and three additional bedrooms with two bathrooms. The home has been meticulously maintained and features a new roof, new HVAC system, whole house water filtration system, and a new tankless on-demand hot water heater. Outside, a sparkling pool awaits, surrounded by a beautifully landscaped yard. A 2-car detached garage with new flooring in the attic provides additional storage space, along with a shed. Located just outside of Baldwin Park, this home is situated on one of Winter Park's most desirable streets. Enjoy the beauty of Lake Virginia just a short stroll away. With its fantastic location and proximity to excellent Winter Park schools, this home is sure to be in high demand. Schedule your private showing today before it's SOLD!

1931 Laurel Road, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Woodmere Terrace Rep SubDv. ⋅ 32789 Zip Code

Located within the heart of the Vias, this premier property boasts an expansive, almost half-acre lot spanning 19,800 square feet, with dimensions of 120 by 165 feet, all set along a picturesque brick street. Representing a rare find in an "A location" lot, its over 100-foot width opens up a realm of design possibilities, making it an ideal canvas for your dream home. At the heart of this property stands a spacious four-bedroom home, offering over 4,700 square feet of living space. This dwelling is currently vacant and impeccably maintained, presenting a "move-in condition" option for those seeking immediate occupancy or rental income while planning their custom residence. Alternatively, delve into the meticulously crafted proposed remodel plans, designed by Ashley Martin Home and brought to life by M Lahr Homes. These plans, with an investment of approximately $50,000 by the seller, outline a renovation encompassing around 5,400 square feet, promising a blend of modern luxury and timeless charm. While the value lies predominantly in the land and its generous proportions, the existing home exudes a blend of elegance and functionality. Primarily one-level living, it features an owner's suite along with two additional spacious bedrooms, each with en suite facilities, offering the utmost comfort and privacy. A private office, discreetly positioned behind the garage with a separate entrance, adds versatility to the space, catering to various needs from work to creative pursuits. The interior unfolds with an array of captivating features, including soaring ceilings, plantation shutters, crown molding, and solid oak floors throughout. The primary retreat boasts a luxurious en suite and a large walk-in closet, ensuring indulgent relaxation. A gourmet kitchen, adorned with expansive cabinetry and stainless steel appliances, adjoins a charming eat-in area, offering the perfect setting for culinary endeavors. Entertainment options abound with a formal dining room, a living room adorned with a wood-burning fireplace, and a den complete with a wet bar, ideal for hosting guests or unwinding in style. The enclosed Florida room adds a touch of serenity, overlooking the lush backyard oasis. Upstairs, a second potential owner's suite awaits, boasting its own entrance, vaulted ceilings, and a spacious closet. French doors lead to a private covered balcony, offering scenic views of the meticulously landscaped grounds below. Outside, the allure continues with a park-like setting, characterized by mature landscaping, majestic trees, and an expansive brick patio, covered porch, and pergola. This outdoor haven provides the perfect backdrop for al fresco dining, relaxation, and gatherings with loved ones. Situated in the highly sought-after Vias neighborhood of Old Winter Park, this property offers unparalleled convenience and ambiance, with proximity to WPRC, ICC, and downtown Park Avenue. Embrace the opportunity to create your own haven of luxury and sophistication in this coveted locale. Experience the essence of timeless elegance and modern comfort at this remarkable address.

1251 Woodmere Drive, Winter Park

$1,350,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code

JUST LISTED!!!! FANTASTIC WINTER PARK POOL HOME IN WINDSONG! Located in the heart of Winter Park, this upscale neighborhood is one of the most sought-after communities in the Metro Orlando/Winter Park area! Home boasts a grand, sophisticated, elegant, yet fun feel that lives large. Custom level finishes and timeless design features all come together in an incredibly well thought out floor plan. Home has an estate like feel and boasts an open kitchen/family room combo that opens to the exterior patio and pool area perfectly making this entire outdoor space a fantastic natural extension of the interior living space. Perfect for family get-togethers and entertaining! Grounds are beautifully landscaped! One of the unique features of this home is the builder/designer's interior/exterior space integration utilizing multiple French doors, two primary suite balconies and an additional second level balcony on the front to expand the beautiful interior spaces into the light and airy feel of their surroundings! 4 Bedrooms plus office/study including a fabulous large private primary suite with great closet on the second floor with an additional 3 bedrooms and laundry room completing the second level composition. Kitchen is well appointed with double Kitchen Aid Refrigerator, Gas Range and additional GE Monogram appliances! Fantastic double sided gas fireplace in family room and a great open main floor plan! NOTE, recent updates and add-ons include New Generac Whole Home Generator, powers entire house, (2020), 2 New HVAC Systems (2020) and (2019), New Tankless Gas Hot Water Heater (2020) and New Pool Pump! This is an unbeatable opportunity at this price point in Windsong! Amazing location across from Blue Jacket Park - Baldwin Park. Minutes to downtown Winter Park - Park Ave, and Orlando's trending hot spots on Corrine Drive, DT Orlando and more. Short drive to Advent Health and Orlando Regional Medical Center. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Windsong offers great amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splash pad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Central Florida living at its best in one of Winter Park's most sought-after communities.

1425 Chapman Circle, Winter Park

$1,355,000

5 Beds ⋅ 5 Baths ⋅ Golfview SubDv. ⋅ 32789 Zip Code

Under Construction. NEW CONSTRUCTION - Tired of searching for the perfect home in this tight inventory market? Why settle - buy new!! Fantastic Winter Park location! Walk or bike to all the wonderful things that are right at your doorstep. This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Kitchen Aid appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features champagne faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Photos shown are of model home of the same floor plan and the colors and selections will vary. Make an appointment to see this beautiful home today.

3629 Midiron Drive, Winter Park

$3,270,500

5 Beds ⋅ 7 Baths ⋅ Parklando 03 SubDv. ⋅ 32789 Zip Code

Sold Data Entry Purpose Only!

2413 Winter Park Road, Winter Park

$765,000

3 Beds ⋅ 3 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

A wonderful opportunity to live in the “Heart” of Winter Park, conveniently located across from Baldwin Park and just a short commute to downtown Orlando. Popular Park Avenue and Corrine Drive with all of their restaurants and shops are just minutes away. Waterbridge is a beautiful neighborhood with several homes located on Lake Berry. This well-maintained home has had ALL of the major components recently replaced including, New Tile Roof & Soffits (2024), New HVAC & Insulation (2023 & 2018), Water Heater (2023), Completely Re-Piped (2024) and updated Electrical Panel (2023). Now, this lovely home is just waiting for you to add your own special touches. You will love how this home is nestled in a cul-de-sac next to a beautiful park, filled with lush landscaping and a gazebo. It is like having a spacious side yard without having to maintain it. The walkway to the front door is lovely with freshly planted flowers and a covered front porch. As you enter, you are greeted with a spacious foyer which flows to the bright living & dining rooms featuring high ceilings, sliding glass doors to the backyard and a wood burning fireplace. The kitchen has great space with an open bar area and breakfast nook. This could easily be opened to overlook the living and dining rooms. Enjoy a spacious downstairs Primary Suite with a lovely private courtyard. The primary bath features dual sinks, 2 walk- in closets and a bidet. Rounding out the downstairs is a powder room, laundry room and oversized 2 car garage. Upstairs has a cozy loft, 2 additional bedrooms and bath. Enjoy beautiful walks through the neighborhood and 2 private tennis courts which are owned by the association. Great Winter Park Schools! --

1821 Jill Court, Winter Park

$730,000

3 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Amidst the grandeur of stately magnolias and the delicate beauty of crepe myrtles, this enchanting 1926 Tudor Revival home awaits in the storied embrace of Winter Park, Florida. A homage to architectural elegance, it basks in a symphony of sunlight that enhances its authentic character and charm. As you step inside, be welcomed by the expansive living room where a crackling wood-burning fireplace adds a touch of warmth to the rich hardwood floors underfoot. This inviting space seamlessly unfolds into a dining area and a versatile sunroom, enclosed by elegant French doors. Whether as a serene office, an invigorating gym, or a whimsical playroom, this sun-drenched retreat adapts to your every fancy. The dining room, a prelude to alfresco dining, offers a view through French doors to the deck, inviting visions of starlit dinners in the generous backyard. The kitchen—a stylish masterpiece—features chic shaker cabinets, luxe stone countertops, and a natural gas range, each detail meticulously curated to inspire culinary adventure. Ascend the stairs, past the picturesque window with its cozy seat, to the sanctuary above. Here lies the primary suite, a realm of tranquility with its alluring sitting window and a spa-like bathroom, boasting a dual vanity and an expansive walk-in shower. Two additional bedrooms echo the home's timeless allure, complete with elegant wainscoting and a rejuvenated second bathroom. The vast backyard, a canvas of possibility, whispers promises of a personalized paradise—with ample space for a glittering pool and a luxurious cabana. A detached 2-car garage completes this portrait of suburban bliss. Positioned just minutes from the vivacious Park Avenue, and within a leisurely stroll to Advent Health Hospital, Ivanhoe Village, College Park, Mills 50, and a treasure trove of museums, your connection to culture and convenience is assured. With swift access to I-4, the heart of Orlando is merely a heartbeat away. ***************************************************************************************************************** Appliances 2019 & 2023, Crawlspace joists reinforced in 2020. New window treatments in 2021, HW 2021, Roof 2018, HVAC 2017 Furniture is available for purchase

1355 Devon Road, Winter Park

$400,000

3 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 2nd Add SubDv. ⋅ 32789 Zip Code

Introducing a rare gem nestled in Winter Park. This charming ranch-style home, spanning 1,477 sq ft, offers a harmonious blend of comfort and convenience. Beyond the threshold, discover a welcoming 3-bedroom, 2-bath retreat, thoughtfully designed with a devotion to space and function. Perfectly positioned just minutes from I-4, your gateway to the region awaits, granting effortless access for any commute or a leisurely drive. Additionally, you're a stone's throw away from the renowned Park Avenue, where the soul of Winter Park comes alive with its world-famous boutiques, dining, and cultural events. Don't miss this unparalleled opportunity to own a piece of Winter Park, where such remarkable offerings are a rare find.

2891 Roxbury Road, Winter Park

$456,900

2 Beds ⋅ 1 Baths ⋅ Orwin Manor Stratford Sec SubDv. ⋅ 32789 Zip Code

Fall in love with this home - perfectly positioned on a beautiful, tree lined street, in the highly desirable Orwin Manor neighborhood in Winter Park. This warm, timeless and appealing 1947 bungalow has been lovingly updated and offers a seamless unique blend of yesteryear and modern updates. It is packed with charm and potential in every nook. As you step inside, you'll be greeted by original hardwood floors, updated kitchen and a view of your mature landscaped backyard from the light and airy sun room. The main bedroom does not disappoint with its larger size not found in these bungalows. You'll find the perfect balance of character and convenience in these key areas of the house. If you choose you can also enjoy the Florida sunshine in your spacious backyard or try your green-thumb – even room for expansion. It’s a home that invites you to live, laugh and grow. This home will simply fulfill your needs, indoors and outdoors. New roof, gutters, newer appliances, AC and double pane windows as well. Don't miss your opportunity to make this home yours. Minutes from Winter Park’s historic Park Avenue with Shopping and Restaurants galore, Orlando Museum of Art, The Orlando Science Center, Mead Gardens, AdventHealth Orlando Hospital, Downtown and the Sun Rail Station as well as easy access to the Interstate.

1434 Norfolk Avenue, Winter Park

$440,000

3 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

3 bedroom, 2 bathroom home with one car garage. New roof, remodeled kitchen and baths. Granite countertops, newer appliances including brand new washer and dryer all included. Lots of nice features including motion detection sink in the kitchen. New laminate flooring. Rolling island with seating and barstools stay. Laundry room located inside. Yard is fenced with white vinyl. Great location near Advent Health Hospital, Park Avenue, College Park, Rollins, Mead Gardens, and incredible restaurants.

1781 Michigan Avenue, Winter Park

$350,000

2 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

Welcome to your own peaceful paradise! Step into this charming, partially-renovated, pool home and discover the ultimate oasis in Florida living. Boasting 2 bedrooms and 2 full bathrooms, this home invites you to experience privacy and quiet living at every turn. With fresh interior paint, recently renovated bathrooms, an updated kitchen, and spacious living and dining areas, entertaining has never been easier. Take your enjoyment outdoors with a modern heated pool, perfect for cooling off on those sunny summer days. And when you need a break from the sun, retreat to the tranquility of the large, fully enclosed sunroom with eco-friendly windows and screens for year-round enjoyment. This property offers more than just relaxation—it's practical too. With a one-car garage and expanded driveway with brick pavers, there is ample parking. Built with solid concrete block structure and hurricane shutters on all windows, you'll have peace of mind year-round, no matter the weather conditions. No HOA makes this property ideal for pet owners and garden enthusiasts alike. Let your furry friends roam freely in the fenced yard on nearly 1/5th of an acre lot, while you take advantage of the ample outdoor space. Conveniently located in the highly sought-after Winter Park suburb of Orlando, this home puts you just minutes away from I-4, downtown Orlando, the Kia Center, Camping World Stadium, College Park, and Universal Studios theme park. Don't miss your chance to experience the epitome of Florida living—schedule your showing today!

2877 Euston Road, Winter Park

$1,700,000

4 Beds ⋅ 4 Baths ⋅ Sorensen Heights SubDv. ⋅ 32789 Zip Code

Do not miss out on this Winter Park SHOW STOPPER! This charmer offers 4 bedrooms, 3.5-bath with ample outdoor living space! From entering this estate like property you will find all that could be needed- from a private office space, formal dining room to a kitchen/family room combo! Lets talk about this dream chefs kitchen-equipped with extra cabinet space, double ovens, super large island, a breakfast eat in area, and desk space! Outdoors you can choose from TWO living spaces either by the salt water pool or upstairs on the second floor balcony overlooking the outdoor space! Home offers updates throughout including exterior paint 2024, new downstairs AC 2023, new tankless water heater 2023, fresh interior paint 2023, new carpet 2023, new front landscaping 2023, 3M film on windows on back of the home and much more. Walk to Park Avenue and enjoy all Winter Park has to offer from shopping, restaurants, the farmers market, Albin Polasek Museum & Sculpture Gardens AND Rollins College are just minutes away. Schedule your private showing TODAY~

431 Fletcher Place, Winter Park

$2,312,000

5 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Elegance, comfort, and a welcoming environment blend cohesively at this chic British West Indies inspired new construction home positioned in one the most highly desirable places to live in the City of Winter Park. This magnificent five-bedroom, four-bath pool/spa home embraces high-end finishes and true quality craftsmanship that can be noted throughout. First glance upon arriving to the booming two-story home is the mature landscaping design that has a tropical feel. The floor plan is filled with hand-selected, engineered-hardwood flooring, natural light, and elegant fixtures filling the open-concept entertaining spaces creating an elevated living experience. Your inner home chef will delight in taking advantage of the oversized kitchen designed with exquisite cabinetry, oversized grand island, gas cook-top and opulence of high-end appliances. Dine in the formal dining that features a frameless glass walk-in wine closet with dry bar and wine chiller for the best selections of wines for entertaining. After a long day head over to the first-floor huge primary suite and primary bathroom for tranquility and relaxation that represents opulence and elegance. Additionally, the luxurious primary closet was designed to give gratification and enjoyment on a daily basis. This breathtaking custom-built home offers 10 ft high ceilings on the first and second floors and a guest suite on the first floor for privacy for all. The second floor offers three-bedrooms and two baths with one being an En-suite. The second floor Playroom/Entertaiment room sits perfectly between the second-floor bedrooms. To add, fourteen high-end audio speakers fill the home, pre-wired for security cameras and pre-wired Ev charging located in the massive two-car garage. The paradisaic setting is filled with functional and intricate landscaping that compliments the natural surroundings, including the huge functional open or closed screened Lanai with views of the nice sized heated salt/water pool and huge spa that can entertain plenty of a guest. To add, the summer kitchen is well equipped with a gas grille and chiller for beverages and prep space. This marvelous home additionally includes a private flex room/office and a large U-shaped driveway that offers high-end pavers for easy entering and exiting the property. Winter Park Racquet Club, Interlachen Country Club, Phelps Park, Lake Maitland, Park Ave shops and numerous shopping centers are all within minutes, allowing you to fully immerse yourself in your new community. Be the first to call this incredible home yours as you make your home in Winter Park!

2172 Temple Drive, Winter Park

$390,000

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

Discover the inviting 1034 Lake Bell Drive, a single family residence nestled in Winter Park's Lake Bell neighborhood. This home sits on a huge corner lot with endless playtime opportunity! The classic features and cozy atmosphere offer a retreat for those seeking to create their own space and still have utmost convenience for day-to-day happenings. This home is a blank slate! Ready for your inner artist! Timeless hardwood floors add classic charm and durability. Enjoy gathering with loved ones in the open living areas (dining/living room/bonus room) where natural light shines through the many windows. Turn the backyard into your backyard oasis as there is ample space for outdoor relaxation and recreation. Unwind in the comfort of the master suite, featuring a peaceful ambiance, walk-in closet, and an ensuite bathroom. If you're searching for a place to call home that radiates classic charm and comfort, look no further than 1034 Lake Bell Drive. Schedule a showing today and experience the abundance of opportunity that awaits this property.

1034 Lake Bell Drive, Winter Park

$1,102,000

4 Beds ⋅ 4 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

TAKE IN ALL THE CHARM, TRADITION and ELEDANCE THIS WINTER PARK HOME HAS TO OFFER. Situated on a quiet, tree-lined street this 3,100 square feet home boasts 4 bedrooms, 3.5 bathrooms (half bath in located in the laundry room area), double primary suites plus an office. The main first floor living area features recently refurbished original hardwood floors, and a wood-burning fireplace surrounded by built-in shelving in the family room, updated lighting and recently updated kitchen cabinets. Enjoy holiday meals or intimate dinner parties in the lovely dining room, accented with a tongue and groove wood ceiling. Upstairs is bright and airy with natural light flooding in from skylights. Both second floor primary suites feature dedicated bathrooms and multiple closets. Off the second suite upstairs youll find a private balcony overlooking the lush back yard. The other suite upstairs includes another wood burning fireplace. The first floor has two bedrooms plus a bathroom including the office. The exterior of this charming home was recently lime washer and the horseshoe driveway complete with pavers was recently expanded. The exterior view of the home on this tree-lined road is only something you would find in a storybook. To complete the exterior, you will find an extended driveway leading to the 2-car garage and mature landscaping. The private backyard, complete with a new brick patio area, is the perfect place unwind or entertain, with ample space to add a pool. Enhancements include a new roof (2021), AC (2019) and new hot water heater (2023). Located in the sought-after Winter Park school district, this outstanding location is just a short walk from Phelps Park, the YMCA and Lakemont Elementary School. All this could be yours so schedule your private showing today!

1725 Pine Avenue, Winter Park

$1,600,000

4 Beds ⋅ 5 Baths ⋅ Osceola Or Lakeview Deed SubDv. ⋅ 32789 Zip Code

Custom renovated home located in the highly desirable city of Winter Park offering over 3,600 square feet of living space with an abundance of natural lighting. The formal living room sits at the front of the home and is accented with a wood burning fireplace and hardwood floors that seamlessly flow throughout the home. To the right of the entrance is the guest suite with a private en suite bathroom. Across the hall are two additional bedrooms, a full bathroom, and another half bath. A large chef’s kitchen boasts spacious quartz countertops, white subway tile backsplash, stainless steel appliances, 6 burner gas range, double oven, and a center island with a wine refrigerator, microwave, and plenty of storage. The kitchen overlooks the family room with views of the backyard through French doors and floor to ceiling windows. Adjacent to the family room is the primary bedroom quarters featuring high ceilings, private backyard access, an oversized walk-in closet, a spa-like bathroom complete with dual vanities, a standalone tub, and a double-sided walk-in shower with two shower heads. Step outside to the covered patio where you will find an outdoor kitchen, lounge area, fenced backyard, outdoor bathroom, privacy hedges, no rear neighbors, and a beautiful swimming pool, perfect for relaxation and entertainment. Zoned for top rated schools: Lakemont Elementary, Maitland Middle, and Winter Park High. Located just blocks from Phelps Park, three minutes from Advent Health Winter Park Hospital, five minutes from Baldwin Park, and only five minutes away from Downtown Park Avenue’s restaurants and boutiques. Make this extraordinary Winter Park gem yours!

890 N Phelps Avenue, Winter Park

$560,000

3 Beds ⋅ 2 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code

MULTIPLE OFFERS RECEIVED!!! PLEASE SUBMIT HIGHEST AND BEST OFFERS BY MONDAY 3/25/2024 AT 10 AM. Welcome to an amazing investment opportunity situated in the heart of the Parklando community. This property has the potential to offer significant returns in a highly desirable area. The house requires renovation and is being sold as is, providing an excellent opportunity to maximize its value in the thriving real estate market. This 3-bedroom, 2-bathroom residence is spread over a little more than 1,800 square feet, providing ample space to realize your investment vision. Whether you plan to create a cozy family retreat or optimize it for rental income, the possibilities are endless. The property's layout can be customized to suit your investment goals. There is no homeowners association (HOA) associated with the property, and it is conveniently located near major highways.

2722 Eastern Parkway, Winter Park

$2,485,000

5 Beds ⋅ 5 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

This large, open concept home on a huge lot is a rare gem in Winter Park. The current owners have renovated and decorated this home to absolute perfection! From the moment you enter the dramatic light-filled, two-story foyer be prepared to be impressed. A massive transitional space with open kitchen/living/dining greets you and is the perfect space for entertaining. The home is truly outstanding and features oversized double quartz islands with custom made cabinetry, high end appliances, custom trim carpentry throughout, and impressive finishes. The attention to detail is sure to wow you! The master bedroom is conveniently located on the first floor and includes a wood burning fireplace, two walk-in closets, and an enormous spa-like bathroom with soaking tub, oversized shower, and built-in vanity and dressers. There are 4 additional bedrooms upstairs, two of which have turfed balconies overlooking the pool and beautifully landscaped backyard. Upstairs, also with access to the two large balconies, is an enormous bonus room currently used as an additional office and media/playroom with new custom built-ins and the second of three wood burning fireplaces in the home. The three car garage was recently converted into a theater room which the current owner's family enjoys with their many neighborhood friends. Although a perfect entertainment option, the garage doors remain outside and can be easily converted back into a garage prior to closing, at no cost to buyer, if desired. In addition to the many entertaining spaces inside, outside the home boasts a double decker backyard, outdoor kitchen with granite countertops, new custom deck and gazebo, firepit, dock, and small beach with kayak/paddleboard rack. The side yard has a special TRUGRID system underneath to allow for driving and parking! The serene yard offers a stunning view of a Mead Botanical Garden pond which leads to Lake Sue. Every detail in this home has been carefully curated to create a residence that exemplifies comfort, style, and sophistication. This masterpiece is zoned Aubobon K-8 and Winter Park High School and just minutes from Lake Highland Preparatory School, Rollins College, and the shops and dining on Park Avenue. You will fall in love with this absolutely spectacular home!!

1655 Barcelona Way, Winter Park

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Unlock the potential of building your dream home with this rare opportunity on an oversized corner lot. The home and property are being sold in as-is condition with all value being placed in the land. An A-plus location and a wonderful setting to embark on the journey of creating a custom masterpiece from the ground up. Situated on almost half an acre along one of Winter Park's most enchanting streets, this property is a canvas awaiting your vision. Enjoy the prime location, offering a swift drive to Winter Park's vibrant Park Avenue. Surrounded by multi-million dollar homes, this property embodies exclusivity and prestige, inviting you to become part of this distinguished neighborhood.

810 Bonita Drive, Winter Park

$599,000

3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney SubDv. ⋅ 32789 Zip Code

COMPLETELY RENOVATED - BRAND NEW ROOF! This residence is nestled in highly sought-after Winter Park, FL. This luxurious 3-bedroom, 2-bathroom home offers the perfect combination of elegance and functionality, making it ideal for a family who desires the best of both worlds. Upon entering, you will immediately be captivated by the stunning porcelain tile floors that seamlessly flow throughout the open floor plan. The spacious living area boasts vaulted ceilings and a striking brick fireplace, creating the ultimate ambiance for entertaining guests or enjoying quiet evenings at home. The kitchen is a chef's dream, featuring stainless steel appliances, new kitchen hardware, and an abundance of storage and counter space. With three generously sized bedrooms, including a lavish master suite, there is ample room for everyone in the family to unwind and relax. Outside, you will find a resort-style pool surrounded by stone accents and a lush, tropical landscape. The screened-in patio offers the perfect space for al fresco dining and enjoying the beautiful Florida weather year-round. Situated in the business district of town, this home is just minutes away from Winter Park's premier shopping, dining, and entertainment options. Don't miss this opportunity to own a piece of paradise in one of Central Florida's most desirable communities. Schedule a private tour today and experience luxury living at its finest at 220 Blossom Lane.

220 Blossom Lane, Winter Park

$420,000

2 Beds ⋅ 1 Baths ⋅ Sylvan Heights SubDv. ⋅ 32789 Zip Code

Fantastic opportunity for investors or those with a keen eye for design, situated in the sought-after and well-established area of Winter Park, located in the desirable Sylvan Heights neighborhood, offers a generous 5993 square feet lot ready for your creative vision. The existing structure is slated for demolition, with electrical utilities already connected. The true value lies in the land itself. Benefiting from an R-1A zoning designation, this property opens doors to a range of possibilities. Its prime location places it within the top-rated school district, near esteemed institutions like Rollins College, and just minutes from the charming downtown Winter Park area. Don't miss out on this promising investment opportunity!

1830 Anzle Avenue, Winter Park

$375,000

4 Beds ⋅ 3 Baths ⋅ Blk C Pt Rep 02 SubDv. ⋅ 32789 Zip Code

***Investor Special***CASH ONLY***Come check out this 3-bedroom, 2-bath Pool home with an additional 1-bedroom, 1-bath detached in-law suite. Roof is in poor condition, has significant siding rot and may need electrical panel relocated. Property also needs some TLC and updating and backs to train tracks. Buyer is responsible for doing their own due diligence. ***Seller will only accept CASH Offers*** Incomplete offers and offers that do not include ALL of the attachments in the MLS will not be reviewed by the seller. ***Seller will not make any repairs*** Maximum inspection period is 5-days. Minimum EMD is $5,000. *The seller will only use their PREFERRED TITLE COMPANY (see Offer Instructions)* If it is still active in the MLS, the seller has not accepted an offer. No need to ask. Seller responds to most offers in 24 hours but please allow up to 72 hours for a response.

1333 Orchid Avenue, Winter Park

$2,120,000

4 Beds ⋅ 5 Baths ⋅ Flora Park First Add SubDv. ⋅ 32789 Zip Code

Stunning transitional modern home located in the heart of Winter Park. This immaculate residence features a bright open floor plan and boasts a chef's kitchen with a large center island and a prep sink, custom cabinetry, quartz counter tops, top of the line Wolf and Sub-Zero appliances, a walk-in pantry. The kitchen has an abundance of natural light that creates an inviting atmosphere for culinary creativity and entertaining, it opens to a spacious great room with a fireplace and a wall of glass that pockets into the wall combining the indoor and outdoor living spaces. The primary bedroom suite features a separate sitting area overlooking the backyard and a spa bath with a walk-in shower and large tub for soaking away the stresses of the day. The walk-in closet even has washer and dryer hookups for the ultimate convenience. Additional features include a home office, 2nd floor loft area, 3 additional bedrooms, and a 2nd floor laundry. Step outside to discover a private backyard oasis, complete with a covered lanai with retractable screens, a summer kitchen, and a sparkling pool surrounded by travertine pavers. The pergola adds a touch of elegance to this outdoor retreat, perfect for relaxing or hosting gatherings with friends and family. For those with multiple vehicles, the property features an extra-long driveway and an oversized 2-car garage with electric vehicle charger. This home truly embodies modern luxury and indoor-outdoor living, offering a perfect blend of comfort, style, and functionality. Located a short golf cart ride from Park Ave’s incredible restaurants and shopping, and walking distance to Phelps Park and the YMCA, the location is impossible to beat.

1616 Hibiscus Avenue, Winter Park

$4,500,000

6 Beds ⋅ 7 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Welcome to the 2024 New construction home of the year. This English Manor masterpiece offers 6 bedrooms, 5 full bathrooms and two half baths, plus a 3 car garage. From the moment you enter this home you will be struck by the natural light, exquisite design features, and the pull of the outside/inside living. The kitchen and living room space have been designed with extreme precision and perfect symmetry offering a harmonious atmosphere for gathering. The kitchen is a chef's dream, featuring an executive cabinet collection and two islands. The main island is made from a custom rolled steel cantilevered edge ironworks and is finished with a concrete sink with a waterfall edge design. Two separate Thermador column custom panel appliances for both the refrigerator and freezer, while the Cornu Fe Blanc dual fuel gas cooktop ensures culinary excellence. The Quartzite Calcutta Matarazzo tops add elegance. Behind the kitchen is the function of the design with expansive custom cabinetry, a microwave drawer, and double refrigerator drawers; plus a washer and dryer for convenience. Two additional washer and dryer spaces are provided throughout the house. Continue to the Owner's suite which offers expansive windows, a vaulted ceiling and a Poplar succor truss beam detail. Onto the Owners bathroom the exquisite detail continues. Dual custom designed wood cabinet vanities, quartz and marble countertops, imported marble flooring in a Chevron pattern, plus premium faucets and toilets, and a beautiful floating tub overlooking the private garden. The outside offers an extension of the interior which has been pulled together beautifully by the Blue Lagos Limestone flooring in the dining, lanai and breezeway area. The outdoors offers a spacious Summer kitchen with a Wolf gas grill, Sub-Zero beverage center, custom concrete countertops, Signature designed pool, spa and sun shelf. Upstairs offers a full flex space with a wet bar and views of both the front and rear of the home. Three oversized bedrooms all on-suite, with custom built in closets. Ascending to the third floor, a private retreat awaits, with ample space for a bedroom, living room, yoga studio, ready to be personalized to your liking. Welcome home to luxury living at its finest.

1444 Grove Terrace, Winter Park

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Introducing a one-of-a-kind Victorian-style gem nestled in the heart of highly sought-after Winter Park, FL. This charming residence exudes character and warmth, offering a unique blend of classic elegance and modern convenience. Step inside to discover the allure of rich hardwood floors that grace the entire home, creating a timeless ambiance that seamlessly blends with the home's Victorian charm. The updated kitchen is a culinary delight, boasting quartz countertops and a stylish kitchenette, perfect for entertaining guests or enjoying cozy family meals. The primary suite is a haven of comfort, featuring a spacious layout with a private balcony. The large primary bath is a luxurious retreat with marble floors and dual vanities. Guests can enjoy a jack and jill bathroom with separate vanities. Step outside to discover the brand new private outdoor space, complete with a detached garage, driveway, and a beautiful balcony overlooking the brand new pool! Also note the new 2019 water tankless heater and gas powered fireplace! Reach out today to schedule a tour on this one of a kind Winter Park charmer.

1771 Bryan Avenue, Winter Park

$1,060,000

4 Beds ⋅ 4 Baths ⋅ Hamilton Place SubDv. ⋅ 32789 Zip Code

4 bedrooms including a possible multigenerational family bedroom with its own entrance, AND a huge BONUS FLEX ROOM! Elegance prevails in this highly customized modernized Mediterranean home from one of Winter Park’s premier builders, Ryan Palmer. Located on a quiet cul-de-sac in the heart of Old Winter Park. Walk into the estate to a private garden patio. Plenty of private outdoor space. This home boasts bright natural light throughout with an abundance of windows. The downstairs features an open floor plan PLUS a formal dining room with trey ceilings that aligns with the character of the kitchen! Any Chef will welcome the abundant kitchen space and the beautifully hand-crafted custom wood cabinetry and island. Built in cook top, oven, microwave, and refrigerator! The additional pantry is a must see with all real wood pull out drawers and shelves allowing for tons of space and organization. Downstairs also offers an amazing bonus for multigenerational families! The ground floor front bedroom offers large windows with a large walk in closet customized by California closets. It also offers an ensuite bathroom and ITS OWN ENTRANCE to the Garden patio. Walk up the stairs and enjoy two more bedrooms with built in window seating and closet organizing systems. Also you will find an additional 20'x13' media/office/bonus flex room with exquisitely augmented by custom moldings and tray ceilings and a bar quipped with plenty of cabinets, granite countertops, and a beverage cooler! After the shared full bath you will find the master suite. A large room with plenty of space for a reading nook or extra sofa space. French doors going out to a Juliet balcony overlook the garden patio. A huge walk in closet equipped with California closet organizing system and a large bathroom with dual sinks, large shower, and a soaking jetted tub. The home boasts tons of craftsmanship, ornate additions, built ins, crown molding, tray ceilings, central vacuum system and plenty of freshly modern updates in addition to its traditional character. Premiere Location is in the heart of Old Winter Park. Short distance to Park Ave. and a few blocks from Winter Park Village with tons of art galleries, shopping, and restaurants. Everything else you could imagine along Orlando Ave in Winter Park.

814 Hamilton Place Court, Winter Park

$2,200,000

4 Beds ⋅ 5 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

Data Entry Only

1651 Mayfield Avenue, Winter Park

$979,000

3 Beds ⋅ 3 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Nestled on a quiet cul de sac in an established Winter Park neighborhood, this 3 bed/3 bath, 2,331 sq ft single-story ranch home is ideal for a buyer in any stage of life. Completely remodeled in 2020, interior improvements include a gourmet kitchen, new baths, updated plumbing, new flooring, and light fixtures. Exterior improvements include a new roof, painted brick façade, stacked stone chimney, resurfaced, and retiled pool and tropical landscaping. This home is light and bright and features a flexible, open floor plan. The gourmet kitchen is the star of the home with easy access to entertaining spaces. Featuring quartzite counter, custom cabinets, island with range hood and stainless appliances. The dining area adjacent to the kitchen overlooks the wood-burning fireplace and spacious family room. Off the kitchen is the office that could easily be converted to a 4th bedroom with the addition of a closet or converted back to a formal dining room. The primary suite has been expanded with a large his n her walk-in closet, sleek marble shower, dual sinks, and water closet. With a versatile split plan, the guest bedroom and bath are on the opposite side of the house off the kitchen. Other amenities include wood-look tile in the common areas, crown molding, interior laundry room, and a spacious 2-car garage. The outdoor living space is awesome with an expansive screened in patio with built-in barbecue grill with space for lounging or dining. The premium oversized lot is .44 of an acre, providing a quiet park-like setting in the fenced back yard with lush landscaping including palm trees, tropical gingers and bromeliads. Close to downtown Winter Park and Maitland. Convenient to shopping, restaurants, and major roads. Zoned for top-rated schools. Welcome home!

1681 Tioga Trail, Winter Park

$675,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Enjoy the Heart and Soul of one of Winter Park's most desirable communities, Kenilworth Shores. This three bedroom, two bath pool home has been lovingly cared for by the original owners and is ready for the new owners to put their stamp on it. There is oak flooring underneath the carpet, some terrazzo flooring, original heart of pine kitchen cabinets and a wood burning fireplace for cozy gatherings in the great room. The large backyard is fenced, has fruit trees and the pool has been resurfaced with Pebble Tec and tile. Location unparalleled with Winter Park amenities include the Winter Park YMCA, Phelps Park and Winter Park Racquet Club. It is also less than a mile from the Winter Park Hospital and medical corridor. Some of the best A-rated schools in Central Florida....Winter Park High School. Not to mention the proximity to Park Avenue with world class dining and shopping. Turn your Dream into a reality, contact us today for a private showing!

420 Worthington Drive, Winter Park

$2,320,000

4 Beds ⋅ 4 Baths ⋅ Osceola Shores SubDv. ⋅ 32789 Zip Code

Exquisite total remodel in downtown Winter Park. Walk to Park Avenue, restaurants, shops and parks. No detail was overlooked! From the flooring to the appliances, light fixtures, and magnificent primary closet! You will feel like you are in Palm Beach inside and out, especially outside on the oversized lot, at the pool, on the porch, or in the summer kitchen. You will feel like you are at a five-star resort! This is a gem!

440 Lakewood Drive, Winter Park

$1,430,000

4 Beds ⋅ 4 Baths ⋅ Green Terrace SubDv. ⋅ 32789 Zip Code

Beautiful custom 4 bedroom 3.5 bath family home in the heart of Winter Park. Indulge your inner chef in the gourmet kitchen, featuring an expansive Island Bar with counter top seating, custom wood cabinetry, granite countertops, and a walk-in pantry, perfect for culinary enthusiasts. Enjoy formal meals in the separate dining room or more casual dining in the kitchenette. The kitchen’s open layout and spacious island overlook the inviting family room, ideal for entertaining guests. The primary bedroom, located on the first floor, features a walk-in closet, while its spacious ensuite has dual sinks, granite countertops, a separate tub and walk-in shower. French doors beckon you to the expansive backyard, creating seamless indoor-outdoor living. Work from home in the separate office space and unwind in the additional large bonus room, offering versatility for various lifestyles. Retreat to generously sized bedrooms for ultimate comfort and relaxation. With a great flow throughout the home, every space is thoughtfully connected for effortless living. Conveniently located near Winter Park hospital and surrounded by excellent schools, this home offers both luxury and practicality. Plus, indulge in fantastic shopping and dining options just minutes away in Historic Park Avenue. Schedule to see this home today!

1750 Carollee Lane, Winter Park

$499,000

4 Beds ⋅ 2 Baths ⋅ Elizabeth Heights Sub SubDv. ⋅ 32789 Zip Code

Location, Location, Location!!! Bring your renovation ideas as this location is truly unmatched! Nestled beside the scenic Mead Gardens and conveniently located near the SunRail, this Winter Park property offers not only a delightful home but also proximity to nature and seamless transportation. Just a short drive away from Park Avenue, this residence ensures you're in the heart of it all. Immerse yourself in the local charm with easy access to a plethora of shops, restaurants, and community events. Combine this prime location with four bedrooms, two baths, skylights, and inviting outdoor spaces, and you have a home that perfectly balances convenience and comfort. A rare find with an original owner's touch, this home invites you to embrace the essence of Winter Park living. Don't miss out on this unique opportunity to live moments away from the best Winter Park has to offer.

918 Mead Avenue, Winter Park

$925,000

3 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Welcome to this exquisite Orwin Manor Cape Cod classic home, meticulously updated and remodeled to perfection! Boasting 3 bedrooms, 2 full baths, and a convenient half bath, this charming property offers a blend of modern convenience and timeless elegance. Enter the heart of the home, where a stunning kitchen awaits with granite countertops, a chef's island for culinary creations, and ample dining space. Flowing seamlessly into the cozy family room, this area is ideal for cherished gatherings with loved ones. Experience the grace of the formal living and dining rooms, with gleaming wood floors and a welcoming fireplace, creating a cozy ambiance on cooler evenings. Indulge in the expansive primary bedroom of this delightful residence, where comfort and spaciousness harmonize effortlessly. A generously sized walk-in closet provides ample storage, ensuring effortless organization. The epitome of luxury awaits in the primary bathroom, boasting dual sinks for both style and functionality, a spacious walk-in shower for rejuvenating showers, and a luxurious jetted tub for unwinding after a long day. Step outside to the private sitting porch, overlooking the lushly landscaped backyard, offering a serene retreat to savor the beauty of nature and moments of peaceful solitude. Situated on a corner lot, this home features a spacious deck, perfect for outdoor activities and entertaining guests, with ample space to envision your dream pool oasis. Parking is a breeze with a 2-car garage providing additional storage options for your convenience. Conveniently located near Florida Hospital, Park Ave, and Interstate 4, this property offers easy access for a quick commute to downtown Orlando, blending comfort, convenience, and style seamlessly. Don't miss the chance to make this your dream home!

1651 Westchester Avenue, Winter Park

$550,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and comfort without HOA constraints. Its fresh stucco facade and welcoming patio lead to a beautifully landscaped oasis. Inside, recessed lighting illuminates a captivating accent wall and a step-down entertainment area, perfect for relaxation or gatherings. The kitchen features luxurious shaker-style cabinetry, calacatta waterfall countertops, and high-end stainless steel appliances. The primary bedroom is a tranquil retreat with natural light, while the en-suite bathroom boasts a glass shower and freestanding soaking tub. Outside, a newly paved patio and lush landscaping extend the home’s luxury. Discover refined elegance at 2612 Lafayette Avenue in Winter Park

2612 Lafayette Avenue, Winter Park

$550,000

3 Beds ⋅ 2 Baths ⋅ West Winter Park SubDv. ⋅ 32789 Zip Code

A fabulous well cared for home. Solidly constructed with top grade materials. Large fenced in rear yard, Storage room built on to the back of the garage, accessible from rear yard. currently a workshop. Huge living room. Large kitchen with built in breakfast island, and a built in wine cooler. Large dining room with sliding doors to rear yard. ?? Don't need a formal dining room? Nice family room instead. Comfortable sized bedrooms and the Primary bedroom has a huge en suite bathroom, which consists of two rooms. Just a short walk to the lake, and a very family oriented neighborhood. Some of the homes are owned and occupied by the third generation families of the original owners. Start packing your bags, cause your gonna love this one!

2149 Blossom Lane, Winter Park

$3,000,000

5 Beds ⋅ 6 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Welcome to this exquisite luxury waterfront home that seamlessly blends midcentury modern charm with contemporary design, offering a truly unique and sophisticated living experience. COMPLETELY REMODELED by E2 Homes between 2018 and 2019, this home is nestled on the shores of Lake Berry, this architectural masterpiece embraces the beauty of its natural surroundings, providing breathtaking panoramic views of the sparkling waters and lush landscape. As you step inside, you are greeted by an abundance of natural light streaming through the floor-to-ceiling windows, illuminating the open-concept living spaces. The interior boasts a perfect harmony of clean lines, sleek finishes, and warm, organic materials, creating an inviting and comfortable atmosphere. The heart of this home is its spacious and gourmet chef's kitchen, complete with state-of-the-art bosch appliances, custom cabinetry, and a large center island, perfect for entertaining guests or enjoying intimate family meals. Designed for relaxation and entertaining, the living room showcases panoramic Lake views that transition to the expansive outdoor living spaces through sliding glass doors. Step out onto the grand Lanai, where you'll find a private oasis with a sleek pool which was completed in 2022, that appears to merge with the lake, offering the perfect spot to unwind and savor breathtaking sunsets. The master suite is a true retreat, boasting its private patio overlooking the serene waterfront. The spa-like ensuite with not just one but two bathrooms that feature luxurious fixtures, a soaking tub, a walk-in steam shower, a contemporary design, and a double closet space, ensuring a tranquil and functional space for rejuvenation. Additional bedrooms offer ample space and stunning views, providing comfort and privacy for family members and guests alike. This home also boasts sustainable design elements, including energy-efficient windows and eco-friendly materials, making it an environmentally conscious choice without compromising on luxury and style. With direct access to the waterfront, you can enjoy various water activities such as boating, fishing, and kayaking right from your private dock. Located in the Waterbridge Neighborhood, this luxury waterfront home is just a short drive from Downtown Winter Park, and Baldwin Park, offering the best of both worlds – a serene lakeside retreat and easy access to upscale dining, shopping, and cultural attractions. Don't miss the opportunity to own this one-of-a-kind luxury waterfront property, where midcentury modern aesthetics meet contemporary luxury living. Immerse yourself in the beauty of nature and experience the epitome of lakefront sophistication. Schedule your private tour today! This home was completely remodeled in 2018 -2019 By E2 Homes, the roof was replaced in 2018, the ACs in 2018, the doors, windows, and sliders were replaced in 2018, the plumbing was repiped in 2018, new electrical was in 2018, the pool was completed in 2022.

1727 Lake Berry Drive, Winter Park

$1,915,000

5 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. The Seller has reduced the price $500k since listing and is motivated to Sell! "Short Walking Distance to Rollins College and Downtown Winter Park" Century Old Charleston Manor and Guest/pool Cottage with lake access to Lake Virginia in Olde Winter Park. This Traditional four bedroom two story residence is in walking distance to Rollins College and Downtown Winter Park. The Home originally built for the Weston Family in 1925 and the guest cottage carries the name “Weston Cottage” The home was renovated in 2013 adding a foyer, 2nd Primary Bedroom and bath and an addition of three of the four covered porches. This home provides 2 primary suites, one on each floor, four covered porches and a private office overlooking the pool. The Formal dining room opens to a screen porch, foyer, Spacious kitchen and kitchenette, living and piano room downstairs all with cove ceilings and an indoor entertainment room with a large reading nook and covered outdoor area upstairs. The traditional staircase has the original built in chute. Floors are original hardwood and have been preserved for almost 100 years. All interiors doors in the house have original Glass Door knobs and Mortise Hardware including all additions. The home has great lighting including recess lighting in living and dining, office, entertainment rooms, 2nd floor master bedroom and 4th bedroom and 3 porches, and the outdoor lighting is smart and Alexa compatible. The Upstairs Master bedroom has Glass pane French doors to the 4th bedroom to provide a family a nursery or a sitting/dressing room for the master bedroom. The house has a basement with concrete floor for storage and lighted attic space. Outside the home are brick driveways and walkways with brick patio around the pool with wonderful garden flowers and a bougainvillea terrace. The backyard also has a stone look parameter fencing and many tropical palm trees. The present owner has preserved this home for over 20 years. This is the perfect family or forever home.

1362 Richmond Road, Winter Park

$402,500

2 Beds ⋅ 1 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

This prime Winter Park lot is the perfect spot to build your dream home or renovate an existing home with a large fenced-in backyard. This sold AS-IS 2-bedroom, 1-bath home on North Park Avenue features mature, tree-lined streets and is a short walk from downtown Winter Park and Winter Park Village’s shops and restaurants, Park Maitland, Whole Foods and the Enzian Theater. The 1,195-foot home includes a spacious living area with a large eat-in kitchen with ample cabinet space and quality appliances, a family room and separate laundry room, with tile floors throughout. A front covered porch adds charm. Don’t miss out on this great location.

1950 N Park Avenue, Winter Park

$655,000

3 Beds ⋅ 2 Baths ⋅ Campo Bello SubDv. ⋅ 32789 Zip Code

Charming bungalow on a brick street in beautiful Winter Park. This 3 bedroom, 2 bath home has 1500 + square feet of living space. Kitchen and master bath en-suite have been completely remodeled. Roof is less than 3 years old. All floors are either wood or stone - no carpet. Kitchen features granite counter tops and stainless steel appliances, including a Bosch dishwasher and new lightings. Indoor laundry room with plenty of cabinets for storage. Light and bright Florida room with built-in office/work space. Mature landscaped yard with deck and paver pathways/patio/driveway providing new owners with plenty of shade under Florida sun. Adorable shed in back to store your extras. Irrigation system runs on well water. House is situated on a perfect location with grocery stores (Sprouts, Publix), restaurants, gyms, and Winter Park Advent Health, Interlachen Club, all in walking distance. All this and A-rated Winter Park schools! Lakemont Elementary, Maitland Middle, and Winter Park High.

1835 Edwin Boulevard, Winter Park

$835,000

3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Incredible opportunity to own over a quarter of an acre pool home in the heart of Winter Park. Walking distance to Phelps Park, Winter Park YMCA, and Lakemont Elementary. and less than 10 minutes to Park Avenue. This charming 3 bedroom 3 bathroom ranch home on a quiet tree lined street boasts over 2000 sq ft of living space with stunning windows and charming features throughout. Upon entering the home you are greeted by a spacious living room and dining area. An elongated kitchen sits at the heart of the home equipped with stainless steel appliances and solid wood cabinets. Another large living space off the kitchen area welcomes you with custom built in shelves, a charming wood burning fireplace and a timeless crafted window overlooking the crystal blue pool and mature landscaped backyard views. A large screened in patio provides year round outdoor space for you to enjoy. The backyard oasis is immaculate with fruit trees, lush landscaping and an incredible pool with heated spa for you to live your best Florida life. Upgrades include a brand new pool heater and regulator, a freshly refinished pool and stunning pavers around the pool and main driveway. Home was repiped with pex in 2003. The Hvac is 2015. The skylight and flat roof is 2016. Main roof is 2003.

1771 Chestnut Avenue, Winter Park

$595,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Entered for data entry purposes only

624 Langholm Drive, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to own a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first floor boasts a seamless open floor plan concept with Great American wire brushed oak throughout, featuring a sprawling great room with decorative Faux and woods beams, a soaring foyer that leads to a private home office space and, a classy dining area. A meticulously designed kitchen equipped with Viking appliances, including a refrigerator and stove, along with a KitchenAid dishwasher make this kitchen a culinary enthusiast's dream. The home features an electric blind on kitchen window and shutters throughout. A large walk-in pantry ensures ample storage space, while an indoor gas fireplace adds a touch of elegance and warmth. Escape to your own private paradise with the impressive outdoor amenities. Host unforgettable gatherings in the outside summer kitchen, where al fresco dining becomes a daily delight with a fireplace and pool footsteps away. Backyard is zero maintenance and has K9 turf for dogs from Forever Lawn. The second floor is dedicated to the luxurious master suite that will be your own private sanctuary at the end of the day. Need more space? This home includes an upstairs versatile flex space that can be tailored to your needs that’d be perfect for movie nights, a home theater, a game room or play area. For added convenience, the upstairs offers a laundry room. Presented in immaculate condition with custom shutters, a third floor balcony that has expansive views offering additional outdoor living. This home is ready for you to move right in and start living the life of luxury. Every detail has been carefully considered, from the sleek finishes to the abundance of natural light that fills each room. Located in one of Winter Park's most coveted neighborhoods, this property offers not just a home, but a lifestyle. Excellent schools, fine dining and boutique shopping options on Park Avenue and Baldwin Park, very close proximity to Park Ave, Art shows or Rollins College and, easy access to downtown Orlando make this the perfect place to call home. This is more than a home—it's an unparalleled opportunity to own the lifestyle you deserve and a piece of Winter Park's finest living.

1661 Hillcrest Ave, Winter Park

$1,000,000

3 Beds ⋅ 3 Baths ⋅ Forrest Hills SubDv. ⋅ 32789 Zip Code

Echelon Winter Park LOCATION! Don't miss this opportunity to renovate or construct on this most sought out top tier of land value in Olde Winter Park. Winter Park is known to be one of Florida's most beautiful and finest cities. It is famous for its stately trees, abundant parks, brick-lined streets, spectacular homes, museums, vibrant lakes, fine dining and fine shops along the famous Park Avenue. Home to Rollins College, one of America's most beautiful college campuses. Rollins College was ranked number one in the 2024 edition of Best Colleges of Regional Universities South. Winter Park is known locally to have top rated schools year after year. The home is just a few minutes from Downtown Orlando, Baldwin Park and the Hip Indie Audubon Park. This unique, indie chic and peaceful home is nestled among tropical foliage, roaming bamboo and the towering trees of Olde Winter Park. Just one walking block to the beautiful, shimmering Lake Sue and Lake Chelton. The Home is a 3 bedroom 3 bath pool home with open floor living, split bedroom plan, extensive front verandah, wood burning fireplace, cathedral ceilings, Spanish terracotta floors and Spanish tiled kitchen. The large dining and casual sitting area boast picturesque windows that overlook a tropical paradise and lead you back to enjoy the serene backyard and the inviting Florida pool. Call now to schedule a private showing! Location, Location, Location!

1821 Englewood Road, Winter Park

$615,000

4 Beds ⋅ 2 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code

Introducing this exquisite 4 bedroom, 2 bathroom home situated in the sought-after subdivision of Maitland Shores in Winter Park! Located Just minutes from PARK AVE downtown area. Step into contemporary elegance as you approach the property, appreciating the modern design of the home and the carport, cleverly transformed into a shaded patio for moments of relaxation. Upon entering, bask in the natural light streaming through the back triple sliding glass door, accentuating the vaulted ceilings adorned with stunning pendant lights. The open floor plan seamlessly connects the living, dining room, and kitchen, featuring an intriguing tile design with patterned colors and a chic dark grey accent wall that mirrors the home's modern exterior. The kitchen is a culinary haven with bright cabinetry, granite countertops, abundant cabinet and counter space, and a substantial center island with built-in seating for effortless hosting. The master bedroom is a sanctuary, boasting ample natural light, two built-in closets, and an attached master bathroom with dual vanities and a grand walk-in shower. The additional bedrooms, echoing the home's theme of natural lighting, are equally spacious and well-designed. The second bathroom, akin to the master, offers dual vanities and a walk-in shower. Step through the back triple sliding glass door to discover the expansive fenced backyard, complete with a sizable patio and a built-in pergola, creating a charming outdoor oasis. This space is perfect for unwinding or hosting private family gatherings. Ideally located in a prime area, this home provides easy access to major roads/highways, restaurants, entertainment, and more. Your ideal home awaits, where style, comfort, and practicality converge seamlessly! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=M9EBAeGwjJD&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1148 Howell Branch Road, Winter Park

32789 Zip Code Single Family Real Estate & Homes

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