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$2,550,000
4 Beds 4 Baths Charmont SubDv. 32789 Zip Code
Exceptional Custom-Built Home in the Heart of Winter Park Located on a peaceful brick street with park views, this unique 4-bedroom, 4-bathroom pool home is perfectly situated between Corrine Drive and Park Avenue. As you arrive, the meticulously manicured landscape, inviting front porch, and charming weeping mortar greet you with warmth. Upon entering the grand foyer, your guests will be captivated by the impressive design. The open floor plan boasts soaring ceilings and hardwood floors, with all bedrooms conveniently located on the main floor. The dramatic kitchen, which opens to the family room, features a stunning tongue and groove ceiling. It includes custom-built cabinetry, an exquisite ceiling-high backsplash, marble countertops, a 5-burner gas cooktop, Thermador appliances, and a cozy breakfast nook with a built-in bench and large window overlooking the pool. The primary bedroom offers a private vestibule, a beautiful tray ceiling with a designer chandelier, fixed windows for added light, and French doors with views of the serene backyard and pool. The elegant primary bathroom includes dual sinks, a soaking tub, a spacious shower, and a custom-built closet. The spacious laundry room is equipped with custom cabinetry and a built-in desk. Upstairs, you will find an exercise room, a generous second family or bonus room with a tongue and groove ceiling, a music room or office, a playroom/storage room, and a full bath. The serene private backyard, surrounded by a concrete wall adorned with gorgeous roses and lush landscaping, is perfect for family gatherings. The generous saltwater pool and spa offer a refreshing retreat during hot summers. Enjoy morning coffee or evening wine on the covered back porch, equipped with remote screens to keep bugs at bay. Additional features of this stunning home include remote shades throughout, all LED and designer lighting, incredible millwork, surround sound, 3-way split plan and a central vacuum system. Excellent K-8 Audubon Park School and Winter Park High School.

350 E Reading Way, Winter Park

$2,700,000
6 Beds 5 Baths Winter Park Heights SubDv. 32789 Zip Code
Welcome to an EXCEPTIONAL property in the heart of Winter Park. Situated in a quiet neighborhood on a gorgeous tree-lined brick street, this custom-built home offers elegant features and craftsmanship throughout, boasting 6 bedrooms and 4.5 baths within its expansive 4000 square feet of thoughtfully laid-out living space. Upon stepping inside, one immediately notices the meticulous attention to detail, from the stunning wood floors to the custom millwork. The chef-inspired kitchen is a focal point, equipped with an abundance of custom solid-wood cabinets, gleaming quartz counter tops, a large island, a walk-in pantry, and top-of-the-line Thermador SS appliances, including separate Refrigerator and Freezer units, a 2 zone Wine Refrigerator, a 6-burner natural gas stove complete with a griddle, a pot filler, a steam/convection oven, and even a warming drawer — ensuring that entertaining and meal prep are effortless. Overlooking this exceptional kitchen is the spacious great room, all with a commanding view of the impressive private backyard. This outdoor oasis includes a spacious lanai with retractable screens, access to the pool bathroom and primary bedroom, a complete Summer Kitchen, a dazzling Salt-water pool with a sun shelf, solar heating, and even an outdoor shower — the perfect place to relax and unwind with Family and Friends. Tucked away on the first floor is the elegant primary suite, featuring a spa-inspired bath with double sinks, custom cabinetry, and exquisite tile work, along with a large walk-in shower with 3 shower heads, a luxurious soaking tub, and a water closet. This elegant owner’s retreat also enjoys a lighted tray ceiling, a quiet sitting area, and an expansive custom walk-in closet. Rounding out the first floor is a comfortable guest suite with a Murphy bed, a walk-in closet, and a private bath with an accessible shower, as well as a laundry room with storage cabinets, a large closet, and a utility sink. Upstairs, you'll find four well-appointed bedrooms with custom closets, two full baths, and a large bonus room that could serve as a great office, home gym, or playroom. Additional amenities include a large 2-car garage with an electric car charger, plus a separate 1-car garage, plenty of storage space, custom automated/motorized solar and blackout blinds with remotes & wifi, solid-core doors, wide base moldings, transferable Termite Bond, and two tankless water heaters. This remarkable home is flooded with natural light and ambiance, exuding a warm and cozy atmosphere. Zoned for some of the best public schools in the area, including Winter Park High School, and conveniently located near the WP YMCA Family Center, Phelps Park/Playground, WP Racquet Club, Interlachen Country Club, and just a short bike ride to Park Ave with its fine restaurants and shopping. Don't miss your chance to own this exquisite WINTER PARK PROPERTY and experience Florida living at its finest!

1620 Palm Avenue, Winter Park

$3,450,000
5 Beds 7 Baths Windsong Lakeside Sec 02 43/71 SubDv. 32789 Zip Code
Welcome to your dream home in the prestigious Windsong community of Winter Park. Situated on a premium oversized lot on a scenic pond with Winter Park chain of lakes access directly across the street. This stunning two-story luxury modern Mediterranean estate, REIMAGINED BY Z PROPERTIES in 2018, embodies the perfect blend of elegance and comfort. Step inside to be greeted by an abundance of natural light and soaring high ceilings that create an open and airy ambiance. The heart of the home is the gourmet chef's kitchen, equipped with top-of-the-line appliances including a Sub-Zero refrigerator, Wolf 6-burner gas range with grill, double Wolf ovens, two Miele dishwashers, and a built-in Miele cappuccino machine. The grand island provides ample space for culinary creations and casual dining, while a hidden walk-in pantry offers discreet and ample storage.The expansive open floor plan features a breathtaking living room with 24-foot ceilings, offering a dramatic space for entertaining or relaxing with family. Each of the five bedrooms is a private sanctuary with its own full bathroom, ensuring comfort and privacy for everyone. The home also includes an additional full and an half bathroom for convenience. The luxurious primary bedroom suite overlooks the pool and tranquil water, providing a serene retreat. The stunning bathroom boasts two separate vanities, a large walk-in rain shower, and a two-level walk-in closet and dressing room area, offering ample space for all your wardrobe needs. This luxury estate is equipped with Control 4 automation on the lower level, allowing you to easily manage lighting, security, entertainment, and climate with the touch of a button. Additionally, a 10KW capacity whole house generator ensures uninterrupted power supply, and a well irrigation system maintains the lush landscaping effortlessly. Step outside to your private oasis featuring a new pool (2018) with private cabana, perfect for relaxing and entertaining in the Florida sunshine. The home also boasts a circular drive providing ample parking, a 3-car side entry garage, a private theatre room for the ultimate movie experience, and a home gym for your fitness needs. Upstairs, a large game room overlooks the serene pond, providing an ideal space for recreation and relaxation. Located on a tranquil pond, this estate is surrounded by serene water views and lush landscaping and across from a preserve. Just across the street, the Windsong Residents Club offers exclusive amenities, making this location unparalleled. Experience the epitome of luxury living in this meticulously designed estate. Schedule your private tour today and discover the beauty and sophistication that awaits you in Windsong.

318 Genius Drive, Winter Park

$700,000
4 Beds 2 Baths Temple Terrace SubDv. 32789 Zip Code
CAPTIVATINGLY BEAUTIFUL and PRIVATE! Nestled in a QUIET neighborhood with no rear neighbors, this home offers the ultimate garden backyard experience with an 8-foot privacy fence and lush hedges. Inside, discover EXQUISITE GRANITE countertops, 9 ft ceilings, and luxurious solid BAMBOO WOOD and STONE FLOORING throughout. The kitchen is a chef’s delight, boasting solid WOOD CABINETRY with upgraded paint, tile, and hardware, complemented by stainless steel appliances, including a WINE FRIDGE and a washer/dryer less than two years old. Enjoy peace of mind with a BRAND-NEW HVAC system installed in May 2024, complete with a 10-year transferable warranty, and a new hot-water heater from 2023. The RENOVATED PRIMARY BATH features a stunning MARBLE VANITY and PORCELAIN TILE, while the custom built-in MUDROOM/LAUNDRY area and upgraded lighting and plumbing fixtures both inside and out add to the home's allure. Situated in the heart of a TOP-RATED SCHOOL DISTRICT and just minutes from the beautiful Azalea Garden, vibrant Park Avenue, the distinguished Interlachen Country Club, a variety of local shops and restaurants, Minnehaha Park and Howell Branch Preserve, this residence combines LUXURY, PRIVACY and CONVENIENCE in one captivating package.

1816 Magnolia Avenue, Winter Park

$1,774,375
5 Beds 5 Baths Kenilworth Shores Sec 01 SubDv. 32789 Zip Code
IMPROVED PRICE — Built in 2015, this stunning 3,762 SF Winter Park pool home boasts 5 bedrooms & 4 1/2 bathrooms, including two main-level bedroom suites & an office for the ultimate convenience & flexibility. Professional landscaping, including mature trees & a paver drive & walkway lead to a gracious front porch, creating an inviting first impression. Upon entering, guests are welcomed by a soft entryway & an office or den to the left, ideal for remote work or a cozy reading nook. The home features wide plank, hand-scraped wood floors, high ceilings, & extensive millwork, immediately showcasing its quality & comfortably elegant design. The open-concept kitchen, dining, & living areas are perfect for daily living & entertaining. The kitchen is a chef’s dream, offering more than ample countertop space, cabinetry for storage, a walk-in pantry with custom built-in organization, along with top-of-the-line stainless-steel GE Monogram appliances, including a built-in oven, microwave/oven, gas range with vent hood, dishwasher, beverage fridge, & ice maker. The kitchen countertops are a mix of granite & quartz, providing both beauty & functionality. One kitchen island features a prep sink, the beverage fridge, ice maker, & bar stool seating for casual meals. On the opposite kitchen wall, a deep farm sink is positioned under three tall, countertop-to-ceiling windows that flood the space with natural light. The dining & family rooms seamlessly connect & have three sets of glass doors that open to the covered outdoor entertaining area. This space includes large format electronic rolling screens, an outdoor kitchen with a built-in grill, vent hood, sink, & an under-counter refrigerator. The expansive paver-covered deck offers plenty of room for dining & relaxing under cover & out. The deck extends to the heated saltwater pool & spa, with additional uncovered deck space for lounge chairs. A powder room conveniently located off the main living area & adjacent to an exterior door serves guests & pool users alike. The primary suite, located on the main level, is a peaceful retreat with large windows offering views of the backyard oasis. Its luxurious bathroom includes two separate vanities, a stand-alone tub, a walk-in shower, a private water closet, & a spacious walk-in closet with custom organization. Completing the main level is an alternate bedroom with an en-suite bathroom, as well as built-in custom cabinetry for drop zone storage & a well designed main floor laundry room to the two-car oversized & attached garage or informal entrance to the home. Upstairs, you’ll find a large bonus room, the third & fourth bedrooms connected by a Jack-and-Jill bathroom, a fifth bedroom, & fourth full bathroom. The thoughtful design of this home extends to less noticeable areas including the professional landscaping supported by an irrigation system with a rain sensor, a second hook up for washer & dryer located upstairs if a laundry room on both levels is preferred, two propane tanks for gas-fueled appliances, a full-house generator, double-pane low-e windows, two HVAC systems (one new in 2022), blown fiberglass insulation, & abundant storage. Conveniently located near local grocery stores, ball fields, parks, the Cady Way Trail, Interlachen Country Club, Baldwin Park, Park Avenue, & well-rated public & private schools, this home offers a thoughtful, well functioning design & easy living lifestyle sure to delight its new owners.

431 Worthington Drive, Winter Park

$3,250,000
4 Beds 4 Baths Timberlane Shores SubDv. 32789 Zip Code
Traditional Winter Park LAKEFRONT estate on the shores of Lake Virginia with stunning unobstructed views that overlook the Genius Drive nature preserve. This beautiful four bedroom, four bath, three level home is a rare find on the Winter Park Chain of Lakes. The main level, with hardwood floors throughout, offers speculator views of the lake from the moment you walk in the front door. Spacious separate dining and living rooms, family room, with french doors that open to the oversized balcony where you will have gorgeous panoramic views of Rollins College and the Winter Park skyline, two fireplaces, one wood-burning and one gas, a large office overlooking the lake, a guest bath, and a large kitchen with tray ceilings, a butcher block island, two pantries and a large dining area with french doors that open to the balcony. There is a green house with a watering system that is accessible from the kitchen and the balcony. The master suite on the second level offers spectacular views of the lake and two large custom walk-in closets. Three additional bedrooms and a guest bathroom complete the second level. There is a full stand up attic with a stairway in one of the bedrooms. The lower level offers a 33 x 18 game room with a wet bar and opens to the 20 x 40 newly refinished pool, a separate pool bath, laundry room, workshop and entry into the three car garage. The beautiful lushly landscaped backyard leads the way to a private boathouse and custom dock with over 100’ of lake frontage. This is an incredible opportunity to live in the existing home, remodel or build your own on the Winter Park Chain of Lakes.

681 Virginia Drive, Winter Park

$1,695,000
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

$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

$265,000
2 Beds 2 Baths Winter Park Gardens Condo SubDv. 32789 Zip Code
PRICE REDUCTION: MOTIVATED SELLER! Discover a fantastic opportunity at Winter Park Gardens, where this 2/2 unit offers unbeatable value. Similar units have sold for $100k more, making this an excellent investment for homeowners and investors alike. Situated on the third floor near the elevator and laundry, this unit boasts solid wood cabinets, a tankless water heater, and a 2022 Bosch air conditioner. Enjoy stunning views of the pool, lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens. Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours!

700 Melrose Avenue Unit M33, 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

$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

$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

$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

$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

$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