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$1,446,000
4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Nestled on a picturesque, tree-lined street, this custom Mediterranean home excludes elegance and comfort. The exterior showcases classic Mediterranean architecture with a stucco facade, terracotta roof tiles and arched doorways. Inside the heart of the home is the open concept kitchen, featuring and oversized island perfect for casual dinning and entertaining. The kitchen is equipped with state-of-the-art appliances and an electronic and lighting package, adding a modern touch to traditional design. The backyard is an oasis of relaxation, highlighted by a covered patio that seamlessly extends the living space outdoors. Here you will find a sparkling pool and a hot tub, ideal for both leisurely afternoon and evening gatherings. An outdoor gas fireplace adds warmth and ambiance, creating the perfect setting for year-round entertainment. Upstairs you will find a desk area perfect for doing homework or art projects. There is a spacious bedroom with a private bath on one side and on the other side are two bedrooms with a shared bath. This house offers the perfect blend of luxury and functionality, making it an ideal retreat for those who appreciate both style and comfort.

1571 Sunset Drive, Winter Park
$1,140,000
4 Beds ⋅ 4 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
Embrace the perfect blend of modern luxury and timeless elegance in this new construction four-bedroom, four-bath home nestled in Winter Parks' Orwin Manor. Step inside to discover an open floor plan offering 2,274 square feet of meticulously designed living space with soaring 10-foot ceilings on both levels. The chef's kitchen, a culinary delight, comes equipped with high-end KitchenAid appliances and Carrara quartz countertops complemented by a marble backsplash. The kitchen also features upper cabinets, a vented extractor, and a luxurious double waterfall island perfect for gathering. The living room offers an open-concept layout, providing a seamless flow from the dining area. Clean lines, high ceilings, and large windows create a bright and airy ambiance, enhancing the spacious and inviting feel. The first level also features a bedroom and full bath for your convenience. The staircase, featuring glass railings and hardwood floors, leads to the upper level, where three additional bedrooms are located. The primary suite is a true retreat with dual custom-finished closets, a spa-like bath featuring a soaking tub, dual vanities, and a state-of-the-art frameless shower. Outdoor living is just as impressive, with a beautifully landscaped backyard, an expansive covered lanai, and an outdoor summer kitchen—all designed for privacy and relaxation. The exterior features a stately facade with detailed craftsmanship that exudes curb appeal. Additional highlights include a level five wall finish, a glass-enclosed wine cellar, a dry bar with a wine fridge, Kohler bathroom fixtures, and a two-car garage coated with epoxy featuring a pre-installed electric car NEMA plug. This property is also pre-wired for security cameras to ensure security and convenience. High-quality materials and exceptional craftsmanship are evident throughout, ensuring a lasting impression. Located just minutes from renowned Park Avenue, gourmet restaurants, boutique shopping, Advent Health Hospitals, and I-4. Experience the elegance and allure of living in Winter Park with this stunning newly built home. Why not have it all? Schedule a private showing today.

1321 Suffolk Road, Winter Park
$1,730,000
4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code
Presenting an extraordinary custom traditional home crafted by esteemed builder George Driscoll. Situated on Place Vendome, this remarkable property impresses from the moment you arrive. The bricked drive seamlessly continuing into the garage sets the stage for timeless elegance. Boasting four bedrooms and three and a half baths, including a pool bath, this spacious home offers refined living. Spanning approximately 4,049 square feet under air, this residence provides ample space for comfort and relaxation. As the first and only owners, meticulous care and attention to detail are evident throughout. Step through the inviting entryway and experience the artistry of this exceptional home. The primary living spaces, including the family room and living room, exude warmth and sophistication, setting the stage for memorable gatherings. Adjacent to the garage, a mudroom and laundry room combination connects the kitchen, featuring Wolf, Sub-Zero, and Bosch appliances, as well as a dinette and breakfast bar, creating a seamless flow for everyday living. Retreat to the luxurious primary suite, complete with an updated bath and a spacious walk-in closet. From the primary bed, enjoy enchanting views of the pool, creating a serene sanctuary for relaxation. An elegant office space provides a tranquil setting for work or study. Ascend to the second floor, where a versatile living space beckons. Here, a wet bar complements the entertainment possibilities, while a hidden doorway leads to a hallway connecting the areas near the wet bar to the exclusive theater room, enhancing the cinematic experience. Three additional bedrooms offer comfort and privacy, with two bedrooms conveniently sharing a Jack and Jill bath. All bedroom closets are thoughtfully built out to optimize storage and organization. Stepping outside, the motorized screen-enclosed lanai invites you to embrace the Florida lifestyle. The resurfaced heated pool, adorned with beautiful stone accents, includes an integrated jacuzzi for ultimate relaxation. The fully fenced yard provides an expansive and secure space for pets to roam freely. This exceptional property offers an exquisite place to call home with convenient access to the Winter Park Racquet Club, Park Avenue, Maitland, and the picturesque Chain of Lakes.

1350 Place Vendome, Winter Park
$755,000
4 Beds ⋅ 2 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code
Established Winter Park neighborhood - a hidden gem! Located on a quiet cul-de-sac, this ranch-style one story home w/pool was solidly constructed in 1968 and still retains many original mid-century architectural features. Fully fenced private back yard has a large pool and landscaping that features chemical-free gardens and native butterfly plantings - safe for children and pets. The home features birchwood and tile floors throughout with a light-filled split plan. 2024 and other recent updates include new patio roof, new interior/exterior electrical panels, new LED lights in kitchen and baths, new hot water heater, laundry appliances, custom fence and more. The kitchen, updated in 2012, overlooks the patio and pool and opens to the den, which features a large built-in bookshelf, skylight and red brick wall w/fireplace for gathering on Winter nights. The Laundry room, accessed through the two-car garage or the bedroom/office, has washer, wash tub and dryer with overhead cabinets and shelved storage area. The garage has plastic tile flooring and a workbench, as well as drawers, shelves and pegboard walls for storage. This community is a friendly neighborhood with sidewalks, lovely tree canopies and no through streets, making it peaceful and safe. The Neighborhood Association invites voluntary participation with a small $80 annual fee to help maintain a sense of community and keep the entrances attractive. Winter Park Hills is centrally located - just a short distance to historic Park Avenue, Kraft Azalea Gardens, many cultural institutions, major highways and is zoned for some of the area's best schools - Dommerich Elementary, Maitland Middle and WPHS. Four bedrooms, two baths, fireplace, pool, wonderful porch, 2030 sf - SINGLE STORY!! Definitely worth a look if you are in the market for a nice home!

2436 Tioga Trail, Winter Park
$450,000
2 Beds ⋅ 1 Baths ⋅ 3212071-3212071 SubDv. ⋅ 32789 Zip Code
Nestled in the heart of Winter Park, Florida at 1501 Michigan Avenue, this charming home offers a perfect blend of comfort and convenience. This lovely home offers comfortable living space, featuring 2 bedrooms and 1 bathroom. The kitchen and bathroom were tastefully remodeled in 2023, complemented by new tile floors that were installed throughout the house in the same year. The interior walls received a fresh coat of paint in 2023, enhancing the home's modern appeal. Key updates include a new AC unit in 2020, a roof replacement in 2021, and updated electrical wiring with the main electrical panel replaced in 2019, ensuring peace of mind for the new owners. The property also features a cozy loft, stainless steel appliances, a large fenced backyard, a paver driveway, an attic for additional storage, and a carport for one vehicle. Situated in a quiet neighborhood without an HOA, this residence offers easy access to major conveniences. Just a 3-minute drive to I-4, a 6-minute drive to Advent Health and College Park, and in close proximity to large plazas, SunRail, Winter Park Village, and Park Avenue, residents will enjoy a lifestyle of comfort and accessibility. Don't miss the opportunity to make this meticulously maintained home your own in the sought-after Winter Park area.

1501 Michigan Avenue, Winter Park
$1,695,000
4 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code
This spectacular new Winter Park residence built by Vimaro Homes boasts a striking modern exterior design that is sure to catch your eye. Step inside and you’re immediately greeted by a luxurious and inviting interior that is perfect for both relaxation and entertaining. The spacious family room truly blends indoor and outdoor living with a wall of glass overlooking the covered outdoor gathering area and sparkling pool. Prepare gourmet meals in the chef's kitchen, complete with top-of-the-line appliances that will impress even the most discerning home cook, while the kitchens sleek design with its large center island and custom cabinetry adds a touch of elegance. On the first floor, you'll find a guest bedroom, providing privacy and convenience for visiting friends or family. Upstairs, there are three additional bedrooms, including the expansive primary bedroom suite, a true sanctuary within the home. Relax and unwind in the spa bath, where you can indulge in a luxurious soak after a long day at the office. Step outside to your own private resort, complete with a summer kitchen, outdoor dining area, refreshing pool and expansive backyard, perfect for hosting gatherings or enjoying quiet relaxation. A quick ride on your golf cart transports you to Park Avenue and some of Central Florida’s best dining and luxury boutique shopping.

2435 Lafayette Avenue, Winter Park
$400,000
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code
Huge Price Reduction! Priced to sell! Freshly painted inside. No HOA! Located next to Winter Park Village and close to Park Avenue's shops, parks, and lakes! Significant price drop of $60k over the past six weeks! This location is next to shopping, eateries, and easy access to Maitland, Orlando, Altamonte and surrounding areas! This home has 1,560 square feet and is beautifully landscaped creating the perfect private haven! New roof in 2018 and new A/C in 2022! Discover the ideal blend of convenience and comfort with this hidden gem! It's a 3-bedroom, 1.5-bathroom home located in a very vibrant, walkable area that is close to events, shopping, biking, and so much more! You also have easy access to hospitals, medical facilities, and the Orlando Magic, Pride Soccer, and the Kia Center for various concerts and events. The large kitchen has so much space for entertaining! There is a bonus room that could be used as a fourth bedroom, family room, art studio, or office. **The Jack and Jill-style bathroom includes private separate sinks and toilets with an adjoining shower/bathtub so that you can close the doors for two separate areas. The one bathroom directly services the master bedroom and the half bath serves as the main guest bathroom while having a door with access to the shower/bath also.** There are beautiful brick pavers and a stunning back patio space that includes an outdoor shower. There are two backyard storage sheds. The landscaping includes large oak trees and lush plants. Don’t miss out on this exceptional opportunity!

1055 Cherokee Avenue, Winter Park
$872,500
3 Beds ⋅ 3 Baths ⋅ Garden Acres SubDv. ⋅ 32789 Zip Code
Stunning Home in Winter Park with Convenient Location. This beautiful Winter Park home is ideally situated just steps away from Mead Gardens, Winter Park Tennis Center, and Seven Oaks Park (to open late 2024) offering a prime location. Boasting nearly 2,150 square feet on over a third of an acre, this home has been meticulously updated and maintained through the years, making it move-in ready. As you enter, you will be greeted by high ceilings and the natural light that fills the home. The neutral tile flooring leads you to an open living, dining, and family area that overlooks a covered outdoor porch seamlessly connected to the screened-in pool, perfect for hosting gatherings. The updated kitchen features warm gray cabinets, ample storage, quartz countertops, newer appliances, and an eat-in banquet space with built-in storage and updated remote electronic shades for a bright and airy feel. The split bedroom layout includes a spacious master suite with a large closet equipped with a Closets by Design organization system, plantation shutters, and a master bath with travertine, a luxurious seamless glass shower, jetted tub, extra closet space, and dual vanities. Opposite side of the house are two expansive additional bedrooms and bath. The secondary bedrooms are generously sized, the bathroom has been renovated with travertine, an updated vanity and mirror, and lighting. This home is perfect for entertaining with its outdoor living spaces and additional backyard space. Updates include: window treatments, plumbing, lighting, front windows, base trim, door hardware, Norman plantation shutters, solar electric driveway gate, large shed for additional storage and more. Enjoy leisurely walks to Mead Gardens, the Orange Avenue cafes, a short distance to Park Avenue, and easy access to downtown Orlando. Moreover, this property is zoned for Audubon K-8, one of the top schools in Orange County, with nearby renowned private schools like Lake Highland Preparatory School and Park Maitland. This is a home not to be missed!

922 Garden Drive, Winter Park
$3,150,000
3 Beds ⋅ 3 Baths ⋅ Morseland Gardens SubDv. ⋅ 32789 Zip Code
Welcome to your dream home on sought-after Park Avenue! This stunning one-story, three-bedroom, three-bath residence is situated on an expansive 18,000 square feet (0.41-acre) lot and has been meticulously renovated to offer everything a discerning buyer could desire. Wonderful curb appeal with its stately front yard and large circular driveway. Step inside to discover gorgeous wood floors that flow throughout the home, a beautiful formal living room with a gas fireplace, a spacious family room and a bonus room (currently used as a playroom) boasting stunning wood vaulted ceilings and a wall of Windsor French doors that open to a honed marble patio and pool deck. The kitchen, renovated by S & W Kitchens, is a chef’s delight with a breathtaking marble waterfall island, a Café appliance package, including a stylish hood vent, and a large walk-in pantry. The primary suite is a true retreat, featuring two closets (one walk-in and one built-in) and an ensuite bath with a large glass shower and dual sinks. Step outside to a bamboo-lined fenced backyard that is an entertainer’s paradise. The zero grout-lined marble patio and sparkling pool with a sun shelf create a serene and luxurious outdoor space. Located on a picturesque brick street in downtown Winter Park, this home offers quintessential Winter Park living. Enjoy a leisurely stroll to shopping and dining on Park Avenue, the historic Winter Park 9 Golf Course, the Farmer’s Market, numerous holiday events and festivities in Central Park, and so much more. Don’t miss the opportunity to own this breathtaking home in one of Winter Park’s most coveted locations on Park Avenue.

931 N Park Avenue, Winter Park
$1,025,000
3 Beds ⋅ 2 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code
GLORY OF A SUMMER NIGHT…experience it under the stars by the beautiful pool that comes with this innovatively styled & remodeled 3bed/2bath home, nestled in the desirable Timberlane neighborhood of Winter Park. This terrific layout features a completely updated (2020) & tastefully designed gourmet kitchen, with gorgeous cabinetry, quartz counters and large island perfect for entertaining…this opens to the living and dining room that feature large windows with views to the giant backyard and huge pool. Enjoy chilly nights with a wood burning fireplace in the family room. Additionally, there is a nice sized flex space off the living/dining area that has lots of uses: office, guest bedroom, exercise room, additional living space... French sliding doors here lead out to the covered deck, pool and backyard. Why do we love Florida?...to enjoy outdoor living of course…enjoy your new outdoor space with lots of updated pavered spaces & pool deck and newly sodded grassy areas…and of course, your huge pool that has been recently resurfaced. Inside, the bedrooms are conveniently located on the other wing of the home, all rooms are generously sized with large closet spaces. Additionally there are multiple closet storage spaces in the hall. The primary ensuite has been reconfigured and includes a large walk-in closet and updated sleek bathroom with double vanities and glass enclosed shower. This bedroom also has access to the yard/pool. Home features a 2 car garage with ample storage spaces and nice sized laundry and storage areas. Gorgeous engineered hardwood floors, plantation shutters and designer touches throughout, including a new front door to greet your guests-done in 2024. The garage also has access to the flex space and kitchen. All new windows too, done in 2020. Don’t forget about the location, currently zoned for coveted Audubon K-8 & Winter Park High School. Close to all things Winter Park…walk or bike to all the stores and restaurants on trendy Corrine Drive and Baldwin Park downtown is also just a minute away. Access to highways, hospitals and shopping are super convenient. No HOA. This is a one-of-a-kind opportunity to turn the key and enter into this desirable area of Winter Park, don’t miss your chance…Please see Virtual Tour 1 for views of home/lot/location & Virtual Tour 2 for Matterport spatial layout and walk-thru.

2217 Howard Drive, Winter Park
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code
Under contract, accepting backup offers. Welcome to 1417 Williams Drive, in the highly desirable Park Grove neighborhood in the heart of Winter Park. This home has been lovingly maintained, having only one set of owners. This well-maintained home sits in a cul-de-sac, with an oversized lot of 0.37 acres. It additionally boasts 2,080 square feet, three bedrooms, 2.5 baths, with pool, covered patio, as well as ample additional backyard space for whatever your vision desires. This is a rare opportunity to be in the desired and secluded Park Grove neighborhood, which is a short distance or brief drive to Park Avenue, Winter Park Golf Course, Winter Park Village and Enzian Theater. It's all at your fingertips! Schools are all A-rated with Dommerich Elementary, Maitland Middle and Winter Park High School all the zoned schools. Additionally, Park Maitland K-8 is within short distance. Don't miss this amazing opportunity to make this house your dream home, as well as be a part of the highly sought-after 32789 community.

1417 Williams Drive, Winter Park
$840,000
4 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code
Welcome home to 1245 Wisconsin Avenue in beautiful Winter Park! If you are dreaming of a move-in ready newer home on a quiet, tree-lined street, close to shopping and cafes, this 4-bedroom, 3.5-bath charmer in sought-after Winter Park is for you! From the moment you walk in the front door, you will fall in love with this open-concept home with high ceilings and over-sized windows, drenching the home with natural light. The spacious living area leads to an amazing kitchen, boasting solid hardwood cabinets, stainless steel appliances, custom granite countertops, and a huge granite island. Add in the bar/buffet area with two wine & beverage fridges, a large dining space, and a huge screened-in patio with electricity and ceiling fans, and you have the perfect setting for entertaining family and friends. Also on the main floor is the spacious master suite, featuring a double-door entrance, vaulted ceilings, a custom walk-in closet and a master bathroom with double sinks, a large walk-in shower, and a private commode area. A wide staircase to the second floor leads to three additional bedrooms and a huge bonus room/flex space. The first bedroom is very private – perfect for guests – with a private bathroom and walk-in closet. The second and third bedrooms share a full Jack & Jill bath, and each has its own oversized closet. The expansive bonus room would make a great playroom, gym, or both! It’s so large that you would still have room for an office! Outdoors, you will love the privacy of your vinyl fenced-in backyard with no-maintenance artificial turf and a private putting green! The paver driveway and walkways add a special touch of quality, as does the the 2-car garage with sparkling clean epoxy flooring. This home is in a quiet neighborhood, located just minutes from Park Avenue and all it has to offer. Call for your private showing today to make this your very own home sweet home!

1245 Wisconsin Avenue, Winter Park
$1,115,000
4 Beds ⋅ 3 Baths ⋅ Sylvan Park SubDv. ⋅ 32789 Zip Code
This light and bright, single-story, almost 3,000 square foot pool home features a split plan with four full bedrooms and three full baths. Your guests will immediately appreciate the expansive paver driveway, which allows easy, off-street parking. Once inside, they will admire the abundance of natural light provided by the new, large-format windows. Not only do the new windows (2022) illuminate the interior space, but they are also impact-resistant, energy-efficient, noise-reducing, and offer UV protection. The interior renovation was designed with minimal barriers between living areas, creating open, fluid spaces that enhance day-to-day living. The bedroom and bathroom layout is ideal, offering maximum privacy: two large bedrooms share one full bathroom on one side of the house, another bedroom with an en-suite bathroom (currently used as an office) is at the center, and the primary bedroom and bathroom are on the other side. Wood or natural stone flooring, extensive millwork, vaulted ceilings, new paint, updated lighting fixtures, and new fans enhance the spaces throughout. The kitchen was renovated to include an oversized, under-mount farmhouse sink, commercial-grade faucet, new LED lighting, and quartz countertops with a waterfall edge. The primary suite was updated by a former owner but was renovated by the current owner to add a second walk-in closet with custom organization. All bathrooms received light renovations, ranging from hardware and paint to new fixtures or vanities and countertops. In addition to the visually appealing renovations, the roof was replaced in 2019 and the house was re-plumbed in 2020. The outdoor improvements may be the most valued, as they created endless opportunities for outdoor living and entertaining on the newly constructed deck and enhanced landscape. All of the outdoor living benefits Florida provides are available here. A natural gas line was brought to the house as part of the renovation, allowing for easy future modifications such as a tankless gas-fueled water heater or gas-fueled outdoor grill. Located just one and a half miles from the notable retail stores and restaurants of Park Avenue and within a well-graded public school zone, there is nothing you won’t love about this home or its location.

363 N Phelps Avenue, Winter Park
$3,500,000
5 Beds ⋅ 5 Baths ⋅ Tuscania SubDv. ⋅ 32789 Zip Code
Pre-Construction. To be built. Beautiful custom home built by Element Home Builders

2020 Via Tuscany, Winter Park
$1,475,000
4 Beds ⋅ 4 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code
Under Construction. Welcome to this stunning 4-bedroom, 4-bathroom home nestled in the heart of Audubon Park. Boasting 2,978 square feet of living space, this residence combines spaciousness with elegance.This home offers both comfort and style. Audubon Park living at its finest awaits you here. Seller willing to buy 1 point down on buyers loan.

3031 Northwood Boulevard, Winter Park
$1,340,000
2 Beds ⋅ 2 Baths ⋅ Lords Sub SubDv. ⋅ 32789 Zip Code
Welcome to Winter Park lakefront living at its finest. Experience the ultimate lakefront lifestyle with year-round boating, kayaking and water skiing on your private lake in Florida. Lake Killarney is one of the few lakes in Central Florida where you can land your seaplane on the water. Winter Park offers a vibrant community rich in culture and amenities. From upscale dining and shopping to outdoor activities and renowned schools, this location balances convenience and exclusivity.

571 Lake Front Boulevard, Winter Park
$3,275,000
4 Beds ⋅ 6 Baths ⋅ Morseland Gardens SubDv. ⋅ 32789 Zip Code
Don't miss this unique opportunity to live on one of Winter Park's most sought-after streets, on the fairway of the WP-9 Golf Course. Just steps from Park Avenue, this custom home offers 4,360 SF of living space with a detached 373 SF casita. Meticulously maintained, recent updates include fresh landscaping (2023-2024), landscape lighting (2022), a new pool pump (2023), a new spa/pool heater (2024), newer HVAC units (2 in 2020), newer water heaters (2024 & 2021), new light fixtures (2024), and new carpet in 3 bedrooms (2024). This 4 bed/4.2 bath Mediterranean home welcomes you with a charming, covered front porch and stunning views across the 3rd fairway and beyond. Enjoy seamless outdoor entertaining in the private backyard with a covered lanai, summer kitchen, swimming pool, and heated spa, plus an air-conditioned casita/flex space (currently an office) with a ½ bath. Inside, the exceptional floor plan, accented by exquisite and detailed craftsmanship, offers a living/dining room combo, both flooded with natural light with great views of the golf course, a spacious family room flowing into the open kitchen with an eat-in bar and a sunny dinette area, and a private office. The primary suite features hardwood floors and pool views with direct access to the covered patio, plus an updated bathroom with a spacious, zero-entry glass shower, and 2 large walk-in closets with custom built-ins. Upstairs are 3 additional bedrooms, 3 full bathrooms, a loft space, and a large bonus room. The front circular brick drive offers plenty of guest parking, while a driveway leads around to the rear-facing, oversized 2-car garage, with a covered breezeway connecting it to the main house. Located just 2 blocks from Downtown Park Avenue, and boasting a 16,000 sq ft lot (192x83) and prime golf course frontage, the perfect blend of functionality and lifestyle awaits!

1080 Keyes Avenue, Winter Park
$2,371,600
3 Beds ⋅ 4 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code
HALF ACRE, DOUBLE LOT! Welcome home to this immaculate modern tropical oasis! Located in the highly desirable Winter Park community and zoned for top-rated schools, this home is sure to check off all your wants, needs, and dreams of a future home! Step inside your custom louvered entry doors to amazing views with the koi pond / plunge pool up front. This home is the perfect blend of indoor/outdoor space with the large sliding glass doors overlooking the courtyard and backyard. The expansive living room at the heart of the home features soaring ceilings with industrial beams and concrete and stone accents on the wall. Make your way over to the beautiful kitchen with floor to ceiling cabinetry, stainless steel appliances (Thermador fridge, Wolf induction cooktop with griddle, and Thermador prep fridge) and light granite countertops with a large middle prep island. This space flows into the formal dining room with floating shelves on the right and beautiful views out to the koi pond. The primary bedroom situated on the first floor is the perfect retreat. The divider wall separates the room that wraps around into the walk-in closet with custom built-ins. The spa-like primary bathroom features a statement tub at the center with the glass enclosed shower; step out the sliding glass doors to your private outdoor shower located around the corner from your private pool. Make your way upstairs to find the remaining 2 bedrooms that both feature walk-in closets and ensuites. Off the landing you’ll find a small staircase that takes you up to the spacious rooftop overlooking Phelps Park with luscious green views and communal basketball, tennis, and pickleball courts with a gas fireplace off to the side! Step out back to your patio with solar panels overhead leading out to your private pool with a waterfall feature. This home offers 2 separate garages that offer 4 spaces total with an electric car charging station. Amazing features of this home include a metal roof over engineered roof trusses with spray foam insulation in the attic, 13.4kW Solar Roof over rear patio, smart home control with 7 security cameras, 3 HVAC’s, 7,000-gallon reclaimed water system for irrigation that includes a shallow well when reservoir is low, and 2 tankless electric water heaters. The location of this property is unparalleled, just minutes from Phelps Park, Winter Park Racquet Club, YMCA, Winter Park Hospital and medical center, lavish shopping and some of Central Florida’s best restaurants. Schedule your private showing today!

1724 Pine Avenue, Winter Park
$1,995,000
4 Beds ⋅ 5 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code
Discover this stunning half-acre property on Lake Sue, offering a unique opportunity to create your ideal retreat. The property features a private boathouse just steps away, providing direct access to the lake. Nestled in the coveted Forest Hills neighborhood of Winter Park, this spacious Mediterranean-style home boasts a prime corner lot, a secluded patio, and a refreshing pool with a waterfall. Inside, you'll find 4 bedrooms, 5 bathrooms, and a gourmet kitchen that opens to a cozy family room with a wood-burning fireplace. Enjoy breathtaking sunsets from your private boathouse, complete with a lift, screened enclosure, and all the necessary amenities. The vibrant Park Avenue shopping and dining district is just a short drive away, offering endless entertainment options.

1941 Englewood Road, Winter Park
$540,000
3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
Charming 3-bedroom, 2-bath home in the highly sought-after Orwin Manor neighborhood. This property boasts a 2019 roof and is perfectly situated between downtown Winter Park, College Park, and Downtown Orlando, offering the best of central Florida living. While the home is in need of updates, it is attractively priced to reflect this opportunity. Don't miss out on the chance to make this house your dream home in an unbeatable location!

1494 Westchester Avenue, Winter Park
$375,000
3 Beds ⋅ 2 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code
Welcome to this charming 3-bedroom, 2-bathroom home located at 2541 Roxbury Road in the heart of Winter Park, FL. This beautifully maintained property features abundant natural light, highlighting the spacious living areas. The kitchen offers stainless steel appliances, and ample storage, making it perfect for both everyday living and entertaining. The master suite offers a tranquil retreat with an en-suite bathroom and walk-in closet. Enjoy outdoor living in the private, fenced backyard with a patio area ideal for relaxing or hosting gatherings and perfect for your lovable pets. NO HOA! Featuring a pavered front porch and a long driveway, this home offers plenty of space perfect for parking your toys and more. Conveniently located near top-rated schools, shopping, dining, entertainment, hospitals, I4, downtown Orlando, Winter Park Village, Park Ave, Mills50, College Park and just a quick step to Lake Killarney this home provides easy access to everything Winter Park has to offer. Don’t miss the opportunity to make this wonderful property your new home.

2541 Roxbury Rd, Winter Park
$355,000
3 Beds ⋅ 2 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code
SOLD.

1816 Howell Branch Road, Winter Park
$475,000
2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
Welcome to Winter park! This 2/2 has a large den that could easily be a spacious 3rd bedroom as it has it's own closet. This is a charming, 1950's home with a very large master bedroom and a large en suit master bath, jacuzzi style tub and walk in shower. There is a great flow thru in the main living area with a fireplace and built in bookshelves . The remodeled kitchen has newer appliances and contemporary details. The Den /bonus room walks out to a large deck, perfect for entertaining and a great yard for pets or a pool! This location is so convenient as it is right in between Winter Park and the College Park Neighborhood. Museums, parks, shopping and restaurants are right in your neighborhood. Extremely convenient to all major highways. Less than a block away from I-4 entrance and exit. Take a look, make an offer!

1638 Berkshire Avenue, Winter Park
$750,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. This charming residence features modern amenities and thoughtful upgrades, making it a perfect blend of style and convenience. Beautifully updated home nestled in the heart of Winter Park, FL. Step inside to discover the elegance of bamboo hardwood floors that flow seamlessly throughout the home. The living spaces are adorned with custom shutters, providing both privacy and a touch of sophistication. The home has been well maintained, featuring a 2019 new roof, and comprehensive re-plumbing and rewiring. Tech enthusiasts will appreciate the universal electric vehicle charger, and the Ring alarm and camera system, offering enhanced security and smart home capabilities. The water softener system adds an extra layer of comfort. One or more photo(s) has been virtually staged. Situated in the desirable Winter Park neighborhood, this home is just minutes away from top-rated schools, picturesque parks, and a vibrant dining and shopping scene. Whether you are enjoying a quiet evening or exploring the charming surroundings, 426 Worthington Dr offers an unparalleled lifestyle in one of Florida's most popular communities. Don't miss the opportunity to make this exquisite property your new home.

426 Worthington Drive, Winter Park
$622,000
4 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code
YOU'VE FOUND IT! Come and see this lovely Northwood Terrace charmer! This lovely mid-century 4/2 is located in one of the hottest neighborhoods in Orange County. This cozy ranch home has been lovingly kept and maintained by the same owner for the past 35 years! Generations of love and laughter have reverberated across the walls and backyard. Beautiful landscaping, in-ground pool, and an airy rear lanai and paver patio make for the perfect way to spend your summer afternoons. In the winter, light a fire in the wood burning fireplace and open the french doors to the back yard to hear the birds sing and let the breeze flow in. Enjoy a short walk to the local shops, boutiques, bars and restaurants, or take a few minutes drive into downtown Winter Park, Baldwin Park, or Downtown Orlando. New HVAC & water heater in 2017. Full irrigation for front & back yard. Piping and filter system for the pool 2019. Roof 2021. Zoned for Winter Park School District. This neighborhood is truly a gem in Winter Park and is undergoing rapid transition. Get in while you can!

2131 Sycamore Drive, Winter Park
$2,560,000
5 Beds ⋅ 7 Baths ⋅ Windsong Lakeside Sec 01 43/70 SubDv. ⋅ 32789 Zip Code
Prestigious Windsong community-Discover luxury living at its finest in this exquisite 5-bedroom, 5 full and 2 half-bathroom estate built by renowned Hal George (Parkland Homes). Boasting a traditional, red brick exterior and surrounded by a private 12 ft hedge, this meticulously maintained, light-filled home offers unparalleled privacy and modern elegance. Upon entry, you're greeted by a grand foyer, setting the tone for the home's impeccable craftsmanship and attention to detail. The main level features a well-appointed office and a spacious primary bedroom retreat that opens gracefully to the pool lanai, offering a seamless indoor-outdoor lifestyle. Beautiful primary bath features travertine marble, a spacious soaking tub, and a large shower, epitomizing luxury and relaxation. The heart of the home revolves around an open yet distinct layout, perfect for daily living and entertaining. The family, dining, and living rooms flow effortlessly, enhanced by new LED lighting and a gas fireplace for added ambiance. The gourmet kitchen is a chef's dream, showcasing granite countertops, pale oak cabinetry, and top-of-the-line appliances including a Wolf gas range, Subzero refrigerator, Bosch dishwasher, and Perrin and Rowe faucets; a window wall behind the dining banquette floods the kitchen with natural light and looks out onto the pool area and private backyard. Dual pantries provide ample storage space. Upstairs, a separate staircase on one side of the house leads to the fifth bedroom/bonus room with walk-in closet and bathroom, ideal for guests or a private retreat. Upstairs from the main living area are three bedrooms with en-suite bathrooms and a fourth “loft” room, perfect for a library, studio or playroom. Outdoors, indulge in resort-style amenities including a recently resurfaced, heated saltwater pool with a gas-heated spa, fiberoptic light tower, and Jandy Digital Assistant controller. The pool deck is at the center of a private, beautifully landscaped, backyard “room” surrounded by walls of green hedges, perfect for early morning coffee and birdsong or a glass of wine in the evening as the sun sets, washing the pool with color. The 2022 designer summer kitchen boasts marble countertops and a stainless steel Wolf gas grill. A pool bathroom adds convenience for guests. A mudroom and laundry area offer practicality and organization. Additional features include completely refinished wood floors throughout, a new security system with video cameras, a central vacuum, three AC units installed between 2015-2018, a whole house dehumidifier installed in 2023, and two hot water heaters. Outside, enjoy immaculate landscaping, a long driveway leading to a three-car garage with Tesla charging station, and serene touches like a Buddha garden. Located in the highly desirable Windsong, residents benefit from exclusive access to the Winter Park Chain of Lakes, pools and water park area for entertaining, and playgrounds. Minutes away from Park Avenue shopping and restaurants, Baldwin Park, parks, playgrounds, and excellent public schools including Brookshire Elementary, Glenridge Middle, and Winter Park High School. Don’t miss this rare opportunity to own a masterpiece in one of Winter Park’s most coveted neighborhoods. Contact us today to schedule your private tour and experience luxury living at its finest.

1450 Mizell Avenue, Winter Park
$2,900,000
5 Beds ⋅ 8 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code
ACCEPTING BACK UP OFFERS. Please review photos...some painting inside and out was completed this month (Dec). Custom masterpiece! 5 bedrooms, 5 full baths, and 3 half baths. The 5th bedroom is currently a media room upstairs w/ensuite full bathroom but could easily be a bedroom or in-law suite. The Winter Park Windsong community has many amenities such as lakefront clubhouse, splashpad area for families, lake for fishing/boating and plenty of walking paths along the lakes. The home has a large Master suite which features vaulted ceilings, separate his and her vanities, spa tub w/travertine and glass tile. Master shower has 3 separate water options w/ rainfall head, regular, and handheld option. Split his/her custom closet w/ hidden safe bolted to foundation of home. There is another bedroom downstairs w/ full bath which was used mainly for guests. The open-plan kitchen has an oversized granite island that can seat up to 8, w/ under-counter lighting and stone covered dimmable halogen “art light”, plus oversized cabinets w/ under-cabinet lighting, a Bosch dishwasher and a Wolf commercial range, Wolf steam oven & Wolf warming drawer, a Subzero refrigerator-freezer, and a custom tiled oven hood. Off the kitchen is a Butler’s Pantry and Walk-In Pantry w/ floor-to-ceiling custom shelving. Adjacent to the kitchen is a remote-controlled natural gas log fireplace w/ floor-to-ceiling stone veneer, and built-in seating w/under-seat hidden storage cabinets and dimmable halogen “art light” above the wood beam mantle. Past the laundry room, stairs lead to the second-floor man cave / game room / media room w/ drop down projector screen and surround sound system, full bath with shower, and hewn log bar with kegerator, plumbed and wired to be able to be easily converted to mother-in-law apartment. It also has a finished, oversized storage room. Across from the living room is a grand staircase leading to the loft area upstairs and two bedrooms w/ a full bath in each bedroom. This loft area space was great for friends gathering after school or could be another game room. Off from the loft is a large, finished, air-conditioned storage room. The impressive outdoor space features a fully enclosable patio w/ remote-control drop-down screen system, al fresco natural gas grill, custom wood cabinetry, and a wood-burning hand-laid stone fireplace w/ natural gas starter system. Outdoor TV and wired for a second TV. The pool/hot tub is natural gas heated, custom lighting system in both pool and hot tub, pool has swim resistor system for “lap in place” swimming and a newer (May 2022) Hayward heater. Finished 3-car garage with stucco, molding and Loewen windows, plus a driveway that can park up to 8 cars. Just a few more details: Nest climate control, 3 air handlers and zones, whole-house EWS water filtration system (rated at 10 years or 2.5 million gallons), second water filter system at kitchen sink for double-filtered drinking and cooking water, blown foam Icynene insulation, wood floors throughout. Alarm system w/ motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry, keyless Schlage entry system. One-owner custom home - Cahill Builders.

1618 Holts Grove Circle, Winter Park
$410,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Manor SubDv. ⋅ 32789 Zip Code
4-Point Inspection Available! Welcome to your dream home! This place is all set for you to move in and start living your best life. Located in the awesome Winter Park area, this home is the perfect mix of cozy, convenient, and a great investment. This 4-bedroom, 2.5-bathroom house has a big primary bedroom with its own private bathroom. The other three bedrooms share a handy Jack and Jill bathroom, making it perfect for families or roommates. The primary bedroom is so spacious that you could even turn it into a separate rental unit. You can also rent out the rest of the house separately to boost your rental income. Everything in this home is ready for you. Recent updates include a newer roof (2017), HVAC (2024), tankless water heater (2024), windows (2024), and an updated electrical panel (2024). Plus, it comes with new appliances, luxury vinyl waterproof flooring, new ceiling fans, and cool chandelier and pendant lights. The kitchen is super stylish with a mix of quartz and wood countertops, making it both chic and practical. Winter Park is known for its top-rated schools, great community vibe, and being close to shopping, dining, and fun activities. The home has modern, stylish interiors with updated bathrooms and a sleek kitchen design. There’s also a lovely outdoor area, perfect for chilling or entertaining, and a huge backyard with space to add a pool in the future. Whether you’re looking for a great family home or a smart investment, this house has it all. Don’t miss out on this amazing opportunity to own a home where you can live comfortably and invest wisely.

2922 Rouen Avenue, Winter Park
$850,000
3 Beds ⋅ 3 Baths ⋅ V H Musselwhites Sub SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Expect to be impressed! Situated in a fabulous locale and within minutes to downtown Park Avenue, this mid-century modern beauty has numerous details taken into consideration. As you enter the home you can’t help but notice the gorgeous wood flooring with custom two-tone design accents…and a peek of the backyard oasis that awaits you. Creating a seamless expansive space, the wood floors flow through the living and dining areas, the kitchen, hallway and bedrooms. Another impressive feature as you come into the living area is the openness of the floor plan and space that each room offers. The substantial size kitchen with its extensive and sleek, modern styled cabinets, Corian countertops and stainless appliances, including the Sub-Zero refrigerator, truly makes the space one to love. As the floor plan flows to the dining room and Florida room, you have the best views of the natural beauty of the backyard, the tremendous open pool and spacious patios. Flooded with a great deal of natural light, these spaces allow you to enjoy day to day or when you are entertaining. The master suite is a private retreat, boasting ample space, a luxurious ensuite bathroom with a spacious shower and 2 separate vanities along with a custom-designed walk-in closet. The additional bedrooms are generously sized offering flexibility for guests or a home office. Trimmed in mature landscaping that enhances the property’s privacy and natural beauty, and along with a fully fenced yard, the outdoor patio area provides a serene sanctuary for outdoor dining and relaxation. And whether you take a dip or take in the view, the remarkable pool is truly an enjoyable experience. You will love the timeless design and relaxing comfort in this beautiful home! *NEW ROOF & AC - 2018*

1771 Windsor Drive, Winter Park
$1,075,000
3 Beds ⋅ 3 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code
Tremendous opportunity to renovate or restart and build new in the heart of Winter Park! Situated on a large .32 acre (13,994 sf) lot, the property offers lots of possibilities! With an expansive 100 ft frontage and almost 140 ft depth, you have ample space to customize and add on to this lovely and charming home and make it your own or develop something totally new. Tucked away in a secluded neighborhood, the locale offers you an amazingly quiet and tranquil setting. This 3 bedroom/2.5 bath home has fabulous original wood floors throughout many rooms; Generous size living areas with an open floor plan; Spacious bedrooms, 2 of which are en-suites; Large open patio, which is great for entertaining. Adding to the advantages of this property, you are just a street away from the Frederick Detmar/Trismen Park and a short stroll to Downtown Winter Park, offering much to enjoy including gourmet restaurants, wonderful shopping, the Alfond Inn, the Scenic Boat Tour, the Polasek Museum and so much more…This is one not to miss! Property being sold AS-IS. Survey available.

449 Seymour Avenue, Winter Park