Winter Park, FL Real Estate Search

Winter Park, FL Properties for Sale

 Winter Park Homes for Sale  Winter Park Condos for Sale

Winter Park is a city located in Orange County, Florida, a city of about 25,000 residents. Famous for its stately trees, brick lined roads, spectacular homes, museums, shops along Park Avenue and it breathtaking parks.

Chartered in 1887 the city was originally used as a winter resort for the wealthy Northerners seeking refuge from the cold winters and looking for a warm tranquil place to relax, its main attractions to tourist were its lakes, warm temperatures and natural habitat.

Rollins College the oldest college on Florida and the nations premiere Liberal Arts College was founded ion Winter Haven in 1885 by New England Congregationalists who sought to bring their style to Florida liberal arts education. Rollins has been praised by magazines such as Time and U.S. New and World report has named it one of "America's Best Colleges".

With several lakes adjoining each other and home to Orlando´s many Lake Front Homes, Winter Park is now considered one of the most sought after residential areas a few minutes drive North of Downtown Orlando. Private Schools, Boutique Shops, Luxury Condos, Fine Dining Restaurants, Law Firms and Private Health Clinics are commonly associated with Winter Park.

Welcome to Winter Park, FL, a city that embodies historic elegance, cultural richness, and timeless charm. Nestled just outside of Orlando, Winter Park offers residents a unique living experience characterized by beautiful homes, tree-lined streets, and a vibrant arts and cultural scene. If you're seeking a home that combines history and sophistication, Winter Park is the perfect destination to find your dream residence.

Elegant Homes with Historic Character:

Winter Park features elegant homes that showcase historic character, featuring architectural details and design elements that reflect the city's rich heritage.

Arts and Cultural Scene:

Living in Winter Park means immersing yourself in a thriving arts and cultural scene, with galleries, museums, theaters, and events that celebrate creativity.

Tree-Lined Streets and Scenic Beauty:

Residents of Winter Park enjoy the picturesque beauty of tree-lined streets, lush landscapes, and charming neighborhoods that create a tranquil and inviting atmosphere.

Boutique Shopping and Culinary Delights:

Winter Park offers boutique shopping districts and a culinary scene that caters to diverse tastes, providing residents with a range of unique experiences.

Expert Guidance from Local Realtors:

Navigating the Winter Park, FL real estate market is made easier with the help of local realtors. Their in-depth knowledge of the area and housing market will guide you in finding the perfect home that aligns with your vision of historic elegance and cultural richness.

Conclusion:

Winter Park, FL, offers a living experience where history, culture, and charm harmonize beautifully. Explore Winter Park real estate and discover homes that epitomize the beauty of elegant living. Whether you're seeking a historic home with timeless appeal or a modern residence nestled in a quaint neighborhood, Winter Park provides the perfect opportunity to embrace the city's rich heritage and immerse yourself in its vibrant cultural scene.

Our website features the best Winter Park, FL real estate search for homes, and land properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Winter Park, FL Properties for Sale

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Newest Winter Park, FL Properties for Sale

$1,325,000
3 Beds 3.5 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
Discover an exceptional opportunity with this one-of-a-kind townhome that includes a private boat slip! Nestled in the picturesque Winter Park, Florida, this brand-new home boasts breathtaking views of Lake Killarney and offers a perfect blend of luxury and comfort. With 3 bedrooms and 3.5 baths spread across over 2,300 sq ft, you'll be greeted by a grand 17-foot foyer that leads into an expansive great room featuring soaring 11-foot ceilings. The floor-to-ceiling windows flood the space with natural light while framing stunning lake and nature views, creating an inviting atmosphere perfect for both entertaining and everyday living. The gourmet kitchen is a chef's dream, equipped with top-of-the-line Wolf and Subzero appliances, elegant double-stacked soft-close cabinetry, and designer lighting. Enjoy the convenience of a spacious walk-in pantry and motorized window shades. Step outside to the unique rear lanai, where you can savor serene lake vistas or stroll along the community sidewalk that encircles the property. Retreat to the luxurious second-level primary suite, thoughtfully positioned for tranquility. It features expansive storefront-style windows, dual walk-in closets, and a spa-inspired bath adorned with designer-selected tiles, a dual sink vanity, a frameless glass shower, and a private water closet. The versatile bonus loft area is perfect for a home office or a cozy reading nook, while the adjacent outdoor balcony with a cocktail kitchen offers unparalleled views of the lake. Two additional bedrooms, one with an en suite bath, ensure comfort and privacy for family or guests, complemented by a conveniently located laundry room that separates the primary suite from the secondary bedrooms. This townhome exemplifies modern living, complete with a desirable two-car garage featuring an epoxy-painted floor, an EV charging plug, and ample storage. Experience the pinnacle of elegance and comfort in this prime Central Florida location—your dream home awaits!

1782 Mondrian Circle, Winter Park

$1,745,000
4 Beds 3 Baths Jenkins Add SubDv. 32789 Zip Code
This stunning & revived one-story Winter Park home is the perfect mix of classic charm & modern comforts. Featuring NEW oak hardwood floors, crown molding, two master suites & soaring ceilings, no expense was spared in the recent extensive remodel with top-of-the-line luxury finishes. The split floor plan is both wonderful & fascinating. As you walk into the home you enter the living room & close by is the sun room, two bedrooms, NEW bathroom w/ tiled shower/tub & built in shelves. The bonus room off the living room can be a fifth bedroom, office, nursery, workout room, wine room, etc. The formal dining room nearby opens to a tranquil private courtyard & near that is the laundry room w/ utility sink. Next to the kitchen is the cozy family room w/ natural gas fireplace & built in cabinets/shelves. Now step outside to your shaded backyard oasis w/ a NEW privacy fence w/ gate, oversized patio for dining/entertaining & a large storage shed/workshop. You'll love the abundance of natural light especially through the large outdoor courtyard in the middle of the home w/ views & access from the kitchen, primary master suite & living room. Featuring NEW impact rated 8 ft. tall sliding glass doors including a 12 ft wide grand entrance which opens from both directions in the middle near the living room. With views of towering trees this area offers endless possibilities & is the perfect transition for indoor & outdoor entertaining & relaxation. The open kitchen has been transformed into a spectacular masterpiece featuring vaulted ceilings, skylight, Calcutta quartz, center island, large peninsula w/ bar seating, new stainless appliances, vented hood, custom backsplash & solid wood cabinets, including four large pantry cabinets. The primary master suite is spacious w/ vaulted ceilings, two walk-in closets & one w/ a closet organizer. The NEW master bathroom is exquisite boasting a large glass shower w/ two shower heads & dual vanities w/ quartz. The second master has a private entrance which is perfect for guests or mother-in-law suite, walk-in closet & NEW bathroom w/ spacious glass shower & a vanity w/ quartz. The air conditioned two car garage has a NEW garage door/opener, NEW epoxy floor & lots of extra storage areas. The long driveway is perfect for guests, multiple cars & parking. Other upgrades include a NEW roof/gutters, NEW plumbing/electrical/AC, NEW windows/doors, NEW int/ext paint, NEW pavers/landscaping/irrigation & Rinnai tankless gas water heater. Please ask for a list of the $290K in improvements & is attached to MLS. Centrally located on the famous tree lined Palmer Ave, you're a short stroll to Phelps Park & the YMCA, and minutes to shopping & dining on Park Ave, Interlachen Country Club & Winter Park Racquet Club. Don't miss your chance to make this truly breathtaking home yours!

1716 Palmer Avenue, Winter Park

$765,000
3 Beds 2 Baths Sylvan Lake Shores SubDv. 32789 Zip Code
Charming Cottage in the Heart of Winter Park. Step into a world of timeless charm with this delightful 3-bedroom, 2-bath cottage that exudes warmth and character at every turn. Boasting nearly 1,700 square feet, this enchanting home features a thoughtfully designed split plan, providing both privacy and functionality. The moment you approach, you’ll be captivated by its amazing curb appeal, nestled on a picturesque .15-acre parcel adorned with low-maintenance landscaping. Inside, discover an adorable eat-in kitchen that beckons for casual gatherings, where memories are made over delicious meals. High vaulted ceilings create an airy ambiance, amplifying the sense of space and light throughout the home. Generous closets ensure great storage, while the convenient inside laundry room adds to the ease of everyday living. The 3 outdoor sitting areas allow for great relaxation spots and fabulous entertaining areas in the fresh air. Recent updates include a new roof (2022), AC system (2017), and a new electrical panel (2019). Plantation Shutters throughout. Whether you choose to move in, renovate, or envision a brand-new dream home, the possibilities are endless. Located just a 5-minute drive or a leisurely 25-minute stroll from Winter Park's fabulous Park Avenue, you’ll find yourself immersed in a vibrant community filled with delightful shops, art galleries, and exquisite dining options, all complemented by the natural beauty of Central Park. With top-rated Winter Park schools nearby and nestled on one of the most charming brick streets in the 32789 area, this cottage offers the perfect blend of lifestyle and location. Don’t miss this rare opportunity to make this adorable cottage your own or use the ample lot to build the home of your dreams.

1570 Grove Terrace, Winter Park

$449,900
3 Beds 2 Baths Georgetown Estates SubDv. 32792 Zip Code
This 3 bedroom, 2 bathroom, block POOL home boasts a highly desirable Winter Park address, & has been lovingly cared for by its current owner for nearly 50 years. Fall in love from the moment you pull up, as the home boasts beautiful curb appeal on the outside & a charming interior. Recent upgrades include a renovated kitchen (2022), NEW ROOF (2020), NEW garage door (2020), NEW laminate flooring (2024) & 4 NEW Anderson Windows. Interior features include crown molding throughout, plantation shutters, chair railing molding, built-ins & a wood burning fireplace. For all the mid century lovers out there, you will find the original terrazzo flooring underneath the current floor (except in the fireplace room)! The layout is ideal, with a generously sized living room, formal dining room, which is conveniently located next to the remodeled kitchen and dining nook. All three bedrooms & 2 full bathrooms are conveniently stacked on one side of the home, privately tucked away from the living areas. The back porch has been enclosed for additional square footage and could be used as a tv room, playroom, office, or whatever you desire, truly the possibilities are endless! The backyard is an oasis, private & fully fenced, with an open air swimming pool, a porch swing, a natural gas grill (conveys with the home!) and a shed that has electricity. Zoned for Lakemont Elementary, Maitland Middle & Winter Park High School, and just 3 miles from Park Avenue, 1 mile from Full Sail University & 7 miles from the University of Central Florida, the location is truly ideal! This home is ready for new owners to come in & start building beautiful memories of their own. Don't delay! Schedule your showing today.

3241 Raiders Run, Winter Park

$250,000
2 Beds 1.5 Baths Four Seasons Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. You've found THE ONE! Welcome to this beautifully maintained condo in Winter Park's Four Seasons community—perfect for those seeking a low-maintenance lifestyle in a prime location! As you walk in, the kitchen, dining, and living areas are seamlessly connected creating a warm and cozy space. A private, enclosed porch extends your living space into the outdoors where the possibilities are endless! Upstairs, you’ll find two generously sized bedrooms as well as the primary bathroom which has been recently updated. The second floor even has its own exit door, providing an additional layer of accessibility and convenience. This home’s thoughtful updates include new porcelain tile, marble and laminate flooring, refreshed bathrooms, and upgraded windows, exterior door, and patio fence. Essential upgrades like a new roof (2023), replumbing (2019), and BRAND NEW electrical panel (October 2024) mean peace of mind for years to come. Located just steps from a tranquil courtyard and your reserved covered parking spot, this condo also offers access to Four Seasons' fantastic amenities, including three pools (one nearby!), tennis courts, clubhouse and beautifully landscaped grounds. Enjoy easy access to Winter Park’s shopping, dining, and cultural scenes—making this condo a true gem in one of Central Florida’s most vibrant communities! Schedule your showing today!

200 Saint Andrews Boulevard Unit 3006, Winter Park

$310,000
3 Beds 2 Baths Windward Square Sec 1 SubDv. 32792 Zip Code
Welcome to your meticulously maintained 3-bedroom, 2-bath townhome in the heart of Winter Park! This stunning residence boasts two covered parking spaces and one uncovered parking space which allows room for guests. Step inside to discover a warm and inviting living space with tile floors throughout for easy upkeep. The home seamlessly flows with not one, but three private outdoor areas, perfect for relaxation and entertaining. At the center of the home, you’ll find a serene zen atrium that's screened in, inviting you to unwind in your own peaceful oasis. The tiled screened-in back porch provides a lovely space to enjoy your morning coffee while overlooking the beautifully landscaped, fenced-in backyard, complete with a charming fountain that adds a touch of tranquility. Additionally, a private front porch off the breakfast nook offers another delightful spot to savor the fresh air and is a perfect place for barbequing. Tons of storage space as well, including linen closets, a hall closet, along with a storage shed off the back porch. Upgrades include: newly installed generator hookup so you can keep your essentials plugged in, the home was fully replumbed along with a new water heater within the last 3 years, freshly painted exterior, the HVAC is only 5 years old, brand new Fridge and Washing machine 2024, Dishwasher 2017, Roof 2015 and the roof was recently soft washed for regular maintenance and upkeep. Located in a quiet, well-maintained community, you'll enjoy access to fantastic amenities, including a sparkling pool and tennis courts. With proximity to Disney, the Orlando International Airport and other popular attractions, this home perfectly combines comfort, style, and convenience. Don’t miss the chance to make this townhome your new sanctuary!

2423 Dominica Run, Winter Park

$725,000
3 Beds 3.5 Baths Mondrian/Winter Park Twnhms SubDv. 32789 Zip Code
Seize a unique opportunity to own a modern townhome in this Winter Park community, now offered at an attractive price point below market value! This generous three-bedroom, three-and-a-half-bath residence presents remarkable potential and value. Please be aware that the pricing reflects the need for some repair/replacement to the main-level wood floors due to damage. From the moment you enter, you'll be greeted by contemporary elegance, featuring a grand foyer and a convenient half bath, perfect for seamless entertaining. The open-concept kitchen seamlessly connects to the sophisticated dining area and welcoming great room, creating an ideal environment for family gatherings and social events. Experience culinary delights with stylish white cabinetry, silestone countertops, and a top-of-the-line KitchenAid appliance package, including a natural gas range. The cabinetry harmonizes beautifully with the neutral tones throughout. The expansive floor-to-ceiling storefront glass allows natural light to flood the space, offering breathtaking views of your surroundings. Step outside and take a leisurely stroll along the community's picturesque sidewalks or relax in the tranquil ambiance of your private, fully fenced backyard. Upstairs, discover three luxurious bedrooms, each with its own en suite bath for ultimate privacy. The primary suite features a spacious walk-in closet with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Enjoy your morning coffee or unwind in the evenings on the large balcony, complemented by the convenience of a second-floor laundry room. The generous two-car garage is equipped with an EV charging plug, catering to eco-friendly living. Welcome to a new standard of refined, convenient living—embrace your dream lifestyle today!

1804 Mondrian Circle, Winter Park

$775,000
4 Beds 3.5 Baths Meadows At Hawks Crest SubDv. 32792 Zip Code
Nestled in the exclusive, gated community of Hawks Crest in Winter Park, this two-story single-family home blends luxury, technology, and thoughtful design. As you step inside, the home’s charm immediately reveals itself, starting with the welcoming warmth of an electric fireplace set against a dramatic stone wall in the family room. This cozy space is made even more inviting by custom abstract wall art that adds a unique touch of character and creativity. The heart of this home is the gourmet kitchen—a dream for any home chef. Outfitted with GE smart appliances, including a sleek French door oven and a GE Café refrigerator with a built-in Keurig coffee maker, the kitchen balances form and function flawlessly. Bright and modern, the kitchen gleams with hardwired under-cabinet lighting, making every detail stand out. It's a space designed for both cooking and gathering, with a flow that leads naturally into the dining area, where ceiling speakers enhance the atmosphere and set the mood for memorable dinners with friends and family. Beyond the main living areas, thoughtful touches continue to unfold. The home office, enclosed by elegant French glass panel doors, is a sanctuary for productivity. Upstairs, a cozy loft features surround sound speakers, perfect for movie nights or weekend get-togethers. And with Google Voice or app-controlled smart lights and blinds on the first level, managing ambiance and privacy is as effortless as it is innovative. In the master suite, the luxurious feel of the home is matched by features designed for relaxation. The master bathroom’s rain shower head creates a spa-like escape, while custom shelving in the closet provides an organized, personal touch. Throughout the home, even the most functional spaces have been designed with care, from the neatly organized pantry to the utility closet’s custom shelving, making storage simple and accessible. Step outside through the stacked patio doors, and you’ll find a screened-in lanai with an outdoor kitchen ready for any gathering. With a built-in grill, hood range, and sink, this area is perfect for al fresco dining, all while ceiling speakers fill the air with soft music or upbeat tunes. The fenced backyard offers a private oasis, ideal for enjoying the beautiful Florida weather in peace. Practicality meets luxury here too. The dual garage features overhead storage bins, providing ample space for everything from tools to seasonal decorations. The water softener offers added comfort throughout the home, while the driveway and lanai cameras, along with dual alarm system keypads and a convenient garage door entry keypad, give peace of mind for a safe and secure living experience. This Winter Park gem is more than just a home; it's a lifestyle crafted for those who value both elegance and innovation. Designed to elevate daily living, it awaits its new owners to enjoy its perfect blend of style, functionality, and modern convenience.

1166 Wildmeadow Run, Winter Park

$975,000
3 Beds 3.5 Baths Magnolia Gardens Sub SubDv. 32789 Zip Code
Pre-Construction. To be built. Experience the ideal blend of modern design and timeless craftsmanship with this pre-construction contemporary bungalow by the acclaimed Barefoot Brothers, known for their exceptional work throughout Winter Park. Designed in collaboration with Hive Workshop, led by renowned architect David Crabtree, this bespoke residence is in one of Winter Park’s most sought-after locations and offers the opportunity to customize your dream home while benefiting from expert craftsmanship and high-end finishes throughout. The open floor plan in the primary residence will feature two bedrooms, each with en-suite baths, plus an additional half bath and a dedicated laundry room. Inside, vaulted ceilings with an exposed beam design will create an airy, expansive feel, complemented by quartz countertops, white oak-engineered hardwood flooring and premium wood cabinetry throughout. The gourmet kitchen, designed with style and functionality in mind, will be equipped with high-end appliances and thoughtful built-in cabinetry, ideal for casual and formal entertaining. The baths will offer luxurious touches with walk-in showers and elegant fixtures, all chosen for their superior quality and aesthetic. Abundant natural light pours through floor-to-ceiling windows, enhancing the bright and open atmosphere. The home will be crowned with a sleek metal roof and feature vertical wood slat details on the exterior, adding architectural interest and enhancing curb appeal. The charming wooden front porch and expansive back porch offer spots for relaxation or outdoor gatherings. The exterior is designed with privacy in mind, including a sliding entry privacy gate for the driveway at rear of the property. The landscaping will feature bamboo along the perimeter of both sides of the home, while the front and backyards will be enclosed by a wood fence and bordered by sea grape hedges, creating a lush, serene environment. Gravel walkways around the home, a paver driveway at the rear and a paver parking pad in the front complete the low maintenance yet elegant outdoor space. In addition to the main home, a two-car garage with a private apartment above will provide versatility for guests, extended family or potential rental income. The garage apartment will include a full bedroom, bath, partial kitchen, living area, laundry room and a walk-in closet. The extra-deep garage offers built-in storage, ensuring ample space for organization, while a gravel parking area at the rear provides additional convenience. With construction underway, there is time to customize finishes, materials and layouts to suit your style and preferences. Set just minutes from Park Avenue, Winter Park Golf Course and the best of Winter Park’s dining and shopping, this home blends contemporary style with the opportunity to create a bespoke living experience in a desired location. Don’t miss this rare chance to partner with one of Winter Park’s most respected custom builders and make this exceptional property your own.

870 Carver Street, Winter Park

$1,450,000
3 Beds 2 Baths Lords Sub SubDv. 32789 Zip Code
Experience lakeside living in Winter Park, FL with this custom LAKEFRONT PROPERTY on the shores of Lake Killarney, a 234 acre PRIVATE LAKE. There are a limited number of lakefront properties within the City, especially on skiable lakes, so this home presents a unique opportunity. Boasting an EXPANSIVE DOCK, one that’s grander than current building standards allow (but is grandfathered in), this backyard provides an ideal place to launch your water adventures, soak up scenic sunsets, and travel by lake to Hillstone for a meal. The CUSTOM POOL is waiting to be enjoyed! It features a custom waterfall, grotto, built-in seating/table and adjacent koi pond, all with a lake view. Recent updates to the home include: shingled roof (2018), DOUBLE PANE WINDOWS (2015), and HVAC (2016). Travertine and tile floors cover the entire home, there is no carpet. The back family room has multiple French doors and offers an expansive view of the lake. Fireplaces are featured in both the office and living room. The convenience of 632 Country Club is unmatched. It is approximately .6 miles from grocery shopping like Whole Foods and Publix or the Winter Park Village - a vast outdoor mall featuring a 20-screen Regal Cinema, Ruth's Chris Steakhouse and Bar Italia, to name a few. For everyday errands like HomeGoods, or workouts at LA Fitness, there is an even closer shopping plaza. An Interstate 4 (I-4) onramp is approximately 2 miles away. Winter Park is bursting with Old Florida charm and was named #38 historic world destinations in 2008 by National Geographic Magazine. At its heart is Park Avenue, famed for its cobblestoned and tree-lined streets with over 140 boutiques, museums, a train station, and world-class dining. 632 Country Club is approximately 1.5 miles from luxurious Park Avenue and 5 miles from downtown Orlando.

632 Country Club Drive, Winter Park

$3,575,000
4 Beds 4.5 Baths Forest Hills SubDv. 32789 Zip Code
Discover this exquisite lakefront property located in the heart of Winter Park! Nestled on over an acre with more than 125 feet of water frontage, this home offers breathtaking views and absolutely stunning sunsets. As you step through the front door, you’re greeted by captivating lake views that flow from front to back. The spacious foyer leads to a charming living room, complete with a brick wood-burning fireplace. This area seamlessly transitions into the Florida room, an entertainer’s paradise featuring a wet bar, seating area and pool table, with easy access to a full bathroom that is equipped with a steamer shower. Open the French doors to reveal a tranquil outdoor oasis, where mature landscaping ensures privacy for the heated spa, creating a resort-like atmosphere in your own backyard. The heart of the home is a state-of-the-art chef's kitchen, boasting a large island, oversized GE refrigerator, Thermador dual ovens, elegant custom cabinetry, granite countertops, and a cozy breakfast nook. The spacious formal dining and living rooms offer beautiful lake views and lead out to a tranquil front terrace. For those who work from home, a private office on the main floor with a lake view provides an ideal and serene workspace. The large family room is perfect for everyday gatherings and is conveniently located next to a half bath. Upstairs, the primary suite overlooks the lake and features a walk-in closet and ensuite bathroom with a standalone Jacuzzi tub and separate shower. Two additional bedrooms share a full bath, while a generous fourth bedroom serves as a secondary primary suite with its own ensuite and walk-in closet. The property includes a paver circular driveway leading to a side-entry two-car garage. Cross the brick paved road to a sprawling lakefront lawn, leading to a private boat dock with a lift, perfect for enjoying all the water activities. Located on Lake Sue, a private ski lake, this home is just minutes from Park Avenue's shopping and dining, Downtown Orlando, Baldwin Park, playgrounds, parks and excellent public schools. Don’t miss the opportunity to make this stunning lakefront home your own!

1900 W Fawsett Road, Winter Park

$1,395,000
Timberlane Shores SubDv. 32789 Zip Code
Welcome home to this beautiful home located in the highly desirable Timberlane Shores. Situated on almost 1/3 of an acre, this corner lot home has endless possibilities. The 4- bedroom, 3.5 bath home has over 2700 sq feet of living space, including separate guest quarters that consist of 2 bedrooms and 1 shared bath, perfect for extended family, teens, or simply to have privacy for guests. As you enter the home, you will notice the large open concept that includes both dining and living space. The gourmet kitchen features white quartz countertops, 42-inch espresso cabinets, stainless steel appliances, and a large island that can accommodate 3 barstools. The master bedroom has an ensuite bath with a large walk-in shower, marble tile and textured subway tile in a tub/shower combo. The secondary bedroom in the main part of the home functions as a second master bedroom and also has an ensuite bathroom. A very private and serene patio area from which to watch the birds and hear tranquil sounds of nature, can be found through the living room sliders. The home’s 2-car garage is spacious and offers a tremendous amount of storage. This unique home is surrounded by multi-million-dollar homes, so there is also the opportunity to tear this down and build a brand-new home on the lot. Close to downtown and Winter Park Village and Park Avenue is less than 2 miles away. Beautiful parks, walking/bike trail and dog park are within walking distance. You don’t want to miss this one!

1681 Blue Ridge Road, Winter Park

$1,395,000
4 Beds 3.5 Baths Timberlane Shores SubDv. 32789 Zip Code
Welcome home to this beautiful home located in the highly desirable Timberlane Shores. Situated on almost 1/3 of an acre, this corner lot home has endless possibilities. The 4- bedroom, 3.5 bath home has over 2700 sq feet of living space, including separate guest quarters that consist of 2 bedrooms and 1 shared bath, perfect for aging family members or simply to offer privacy to visiting guests. As you enter the home, you will notice the large open concept that includes both dining and living space. The gourmet kitchen features white quartz countertops, 42-inch espresso cabinets, stainless steel appliances, and a large island that can accommodate 3 barstools. The master bedroom has an ensuite bath with a large walk-in shower, marble tile and textured subway tile in a tub/shower combo. The secondary bedroom in the main part of the home functions as a second master bedroom and also has an ensuite bathroom. A very private and serene patio area from which to watch the birds and hear tranquil sounds of nature, can be found through the living room sliders. The home’s 2-car garage is spacious and offers a tremendous amount of storage. This unique home is surrounded by multi-million-dollar homes, so there is also the opportunity to tear this down and build a brand-new home on the lot. Close to downtown and Winter Park Village and Park Avenue is less than 2 miles away. Beautiful parks, walking/bike trail and dog park are within walking distance. You don’t want to miss this one!

1681 Blue Ridge Road, Winter Park

$318,888
3 Beds 2.5 Baths Winter Park Pines Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. **WATCH 3D TOUR and REAL Walkthrough VIDEO!** Welcome to this exquisite two-story villa-style condominium in Winter Park! Situated at 543 Warrenton Rd, this 3-bedroom, 3-bath home with a little less than 1,400 SqFt provides the perfect combination of comfort and convenience. Nestled in a serene neighborhood adorned with majestic, towering trees. NEW ROOF, mostly all NEW FLOORING. Upon entering, you will be welcomed by a spacious living area featuring a charming BRICK corner FIREPLACE and HIGH CEILINGS with 2 SKYLIGHT WINDOWS. The 1st FLOOR boasts a PRIMARY BEDROOM with an en-suite bathroom with a shower, complete with DUAL SINKS and a generous size closet. The kitchen is bright and airy, offering ample space for cooking and entertaining + a convenient BREAKFAST BAR. STAINLESS STEEL appliances and a large sliding door that lets the beautiful sunlight in. Step outside to enjoy the front private COURTYARD and fenced-in REAR PATIO , NO REAR NEIGHBORS. The washer and dryer are located in the 2nd bathroom on the 1st floor. The second and third bedrooms are located upstairs and share a 3rd bathroom with a TUB and shower combo. Additional amenities include a one-car garage with guest parking for added convenience. Conveniently located near all the essentials, including Publix/Walmart/Walgreens/Home Depot (5 minutes), Downtown Winter Park (10 minutes), Winter Park Golf Course (3 minutes), Full Sail University (1min), Baldwin Park (7 minutes), 408 and 417 highways (less than 10 minutes away), UCF (15mins) and Downtown Orlando (14 minutes). This unit is in pristine condition and ready for immediate occupancy. Please be aware that rentals are only allowed on a 10% max neighborhood capacity basis meaning there may be a wait list. At the moment the property must be occupied by the owner. Don't let this amazing opportunity pass you by! <iframe src="https://www.zillow.com/view-imx/8dc28787-25e1-46d6-8215-d4048129aa36?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" height="360" width="640" frameborder="0" allowfullscreen></iframe>

543 Warrenton Road Unit 543, Winter Park

$405,900
4 Beds 2 Baths Eastbrook Sub Unit 03 SubDv. 32792 Zip Code
Welcome to 3483 Seagrape Dr in Winter Park, FL—a fully renovated single-story gem that combines modern design with an unbeatable location. This home exudes charm from the moment you arrive, featuring a bold green exterior complemented by a striking yellow front door and fresh landscaping with red mulch and lush greenery. Step inside to discover an open and inviting interior, enhanced by brand-new vinyl flooring that flows seamlessly throughout the living spaces. Bathed in natural light, the home showcases soft white walls, and contemporary lighting, creating a bright and welcoming atmosphere. The updated kitchen is a focal point, boasting white cabinetry, sleek stainless steel appliances, and a stylish wood-accented countertop, perfect for cooking and entertaining. Adjacent to the kitchen is a spacious dining area that can accommodate a large table, making it ideal for gatherings. The generous living area opens up to an expansive enclosed porch, adding extra living space for year-round enjoyment while overlooking a private, fenced backyard. This property presents a prime opportunity for both homeowners and investors, given its close proximity to UCF, Full Sail University, and the vibrant Park Avenue scene. Whether you're looking to live in the home and rent an independent room or leverage it for Airbnb, the layout offers great flexibility. Additionally, with no HOA restrictions and the seller offering concessions to assist with buyers’ closing costs, this home truly stands out as an exceptional investment. Don’t miss your chance to own this move-in-ready property, where modern upgrades meet income-generating potential in a desirable Winter Park location.

3483 Seagrape Drive, Winter Park

$399,900
3 Beds 2 Baths Bridgewater Ph 2 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this move-in ready Winter Park pool home, tucked away in a peaceful cul-de-sac! This gem has been thoughtfully updated with significant renovations, including a composition shingle roof (2019), custom gutters with in-ground drain lines (2019), a Trane HVAC with hurricane slab foundation (2019), rebuilt pool pump and chamber (2019), and fresh landscaping with new sod (2019). Exterior updates include siding and paint (2021). This home features 3 bedrooms, 2 bathrooms, and a sparkling pool perfect for family relaxation and backyard BBQs. Step inside through the inviting screened front porch to an open floor plan with vaulted ceilings and abundant natural light. The living areas boast tile flooring throughout, leading to an open kitchen with a breakfast bar and freshly painted cabinets offering extra storage. Unwind in the spacious master suite with a private en-suite bath, featuring a tiled shower and updated vanity. Two additional generously sized bedrooms and a full bath with a tub/shower combo complete the interior. Enjoy ultimate privacy in the fully fenced backyard, beautifully landscaped and featuring an open-air pool—ideal for entertaining or peaceful relaxation. To top it off, the home is equipped with a solar panel system (2022). Located in the highly sought-after Lake Howell High School district, this home is conveniently close to Park Avenue, Rollins College, local dining, shopping, and the 417 Expressway. With a low HOA of just $15/month in a private and safe community, this property won’t be on the market for long. Schedule your showing today and submit your offers—don’t miss out on this beautiful home!

5418 S Bracken Court, Winter Park

$210,000
2 Beds 2 Baths Stratford A Winter Park Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. ***$5,000 BUYER CLOSING COST INCENTIVE!*** Introducing a charming 2-bedroom, 2-bathroom condominium for sale in the desirable Stratford at Winter Park community. This residence combines comfort and convenience, featuring a tiled foyer, kitchen, and bathrooms. The entire unit has been updated with new carpeting and fresh paint, creating a fresh and inviting atmosphere. The kitchen features white cabinetry, and there is additional dining space in a cozy breakfast nook. The expansive living room opens to a private balcony that provides stunning views of the beautifully landscaped interior courtyard and swimming pool. Both bedrooms boast large closets, with the master bedroom featuring an upgraded tiled shower in the ensuite bathroom. BRAND NEW A/C SYSTEM! UPGRADED ELECTRICAL PANEL! BRAND NEW CARPETING AND PAINT! Enjoy the convenience of included water service and recreational facilities, allowing you more time to savor the community amenities. The well-maintained Stratford community offers residents access to ample parking, two swimming pools, lighted tennis courts, a fitness room, a car wash area, and a clubhouse. Included in your HOA dues is water service; internet service with Spectrum; and a laundry with 2 washers and 2 dryers at no charge. This condo is ideally located just 5 minutes from the chic Park Avenue, close to downtown Winter Park, Rollins College, UCF, and Full Sail University. A variety of local eateries and stores are conveniently located just a short walk away. This property not only provides a comfortable living space but also offers a vibrant lifestyle in one of Winter Park’s most sought-after communities. Whether you’re a first-time homebuyer or looking to downsize, this condo presents a perfect opportunity to own a piece of Winter Park charm. Schedule your viewing today and come see why this should be your next home! ***THE SELLER IS OFFERING $5,000 TOWARDS YOUR CLOSING COSTS WITH A FULL-PRICE OFFER. THIS MAKES YOUR MONEY GO FURTHER... TO PAY DOWN YOUR MORTGAGE RATE, MAKE A HIGHER DOWN PAYMENT, OR PERSONALIZE THE HOME TO YOUR DESIRES!***

250 Lewfield Circle, Winter Park

$499,000
3 Beds 2.5 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
Welcome to Hawks Crest Community, built in 2021 with all of your modern amenities and custom upgrades already completed - just move in! You are going to fall in love with this spacious 3-bedroom, 2.5-bathroom end unit that offers an abundance of natural light and modern living. The open floor plan seamlessly connects the living room, kitchen, and dining area, making it perfect for entertaining and family gatherings. The newly renovated kitchen is a chef’s delight, featuring elegant quartz countertops, a large farmhouse stainless steel sink, espresso shaker-style cabinets, and a designer tile backsplash. Equipped with stainless steel appliances, including a new Samsung oven with an air fryer, Samsung Bespoke dishwasher, and microwave, this kitchen is both functional and stylish. The kitchen island also includes a reverse osmosis filtration system for pure, clean water.  Bring the outdoors in by opening the sliders off of the family room to your large patio that has been fully screened-in for you to enjoy your morning cup of coffee or unwind with a glass of wine. This home also features a large storage closet and a garage with a hanging storage rack system, maximizing space and organization. Custom closets throughout provide ample storage, while a whole-home water softener system ensures comfort and convenience. Upstairs you will find a large loft/flex space, huge primary bedroom with en suite, two additional bedrooms and a hall bathroom. The versatile loft/flex space offers endless possibilities for an office, playroom, or additional living area. The sprawling primary bedroom boasts a tray ceiling leading to an en-suite bathroom complete with dual vanities and a private water closet and custom, large walk in closet. No detail has been spared! This gated community offers fantastic amenities, including a resort-style pool, playground, parks, and picnic areas, all with low monthly HOA fees (which include cable and internet). Perfectly situated just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida's Premier Private Middle/High School. Also near the entrance of the community is Foxtail Coffee, Kelly’s Homemade Ice Cream, and Ravenous Pig restaurant. You will find this community is centrally located, as you are just 10 minutes from the thriving downtown Winter Park and easy access to all major highways. Don’t miss your chance to own this beautiful home with modern amenities and a welcoming layout—schedule your showing today!  ROOF - 2021  HVAC - 2021  PLUMBING - 2021 ELECTRIC - 2021

1303 Merrydale Way, Winter Park

$487,500
3 Beds 2.5 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
Welcome to this beautifully updated 3-bedroom, 2.5-bathroom gem! Built in 2020 and located in highly sought after Hawks Crest, a private gated community, this home offers luxury, comfort and every modern convenience. This home has been taken from builder grade to custom upgrades though out! You'll enter through a bright and airy foyer and be greeted by a spacious living area adorned with crown molding and LED recessed lighting, creating an inviting atmosphere. The kitchen is a chef’s dream, equipped with brand new stainless steel appliances, including a Samsung oven with an air fryer, and a Samsung Bespoke dishwasher and microwave and LG refrigerator. Enjoy the added benefit of a reverse osmosis filtration system for clean drinking water right at your fingertips. Upstairs you will find the spacious primary bedroom with ensuite, two additional bedrooms and a hall bath. The expansive primary bedroom features an en-suite bathroom with new custom sliding shower doors and a separate private water closet for added privacy. Custom closets throughout the home, along with tailored shelving in the laundry room and pantry, provide ample storage solutions. Step outside to the back patio, where you can take in the views of the serene nature conservation area with a cup of coffee to start the perfect day or a glass of wine to unwind. The extended driveway and garage storage rack hanging system add to the home’s practicality and maximizes space and organization. This gated community offers fantastic amenities, including a resort-style pool, playground, parks, and picnic areas, all with low monthly HOA fees (which include cable and internet). Perfectly situated just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida's premier private middle/high school. Also near the entrance of the community is Foxtail Coffee, Kelly’s Homemade Ice Cream, and Ravenous Pig restaurant. You will find this community is centrally located, as you are just 10 minutes from the thriving downtown Winter Park and easy access to all major highways. Don't miss your chance to own this immaculate home—schedule your showing today! ROOF - 2020, HVAC - 2020, PLUMBING - 2020, ELECTRIC - 2020

1455 Broad Wing Lane, Winter Park

$1,299,000
Suburban Homes SubDv. 32792 Zip Code
Discover the ideal space to grow and elevate your business with this prime C1-zoned property, perfectly situated on a bustling main street with high foot traffic and endless possibilities! This versatile LIVE/WORK property is perfect for an owner/operator seeking a seamless integration of business and personal life. Located in the vibrant Winter Park area of Orlando, your business will benefit from exceptional visibility, ample parking, and easy access to major transportation routes. Whether you envision a fitness studio, bridal gallery, photography studio, custom tailoring shop, legal or consulting practice, aesthetic services, or a pet grooming or daycare facility, medical office, dispensary, highest retail, real estate office, pawnshop, this space is ready to bring your vision to life with endless possibilities. In addition to the commercial potential, enjoy the luxury of a spacious 3-bedroom + den, 4.5-bath residence with a private grand entrance, a gourmet kitchen, and a private salt water pool. The flexibility of the property allows you to live on-site while keeping your business separate, just like the current owners operate from their office with a separate entrance, or to convert the entire building to suit your business needs. The expansive layout also offers easy opportunities for expansion, making this an excellent investment for future growth. A standout feature is the prominent plaza sign included with the sale, saving you thousands in signage costs. Plus, the property is not located in a flood zone, offering peace of mind for your investment. Your next business success story starts here, just minutes from downtown Orlando, with the privacy of your own backyard oasis. The possibilities are endless—don’t miss out on this incredible opportunity!

7440 Aloma Avenue, Winter Park

$835,000
3 Beds 2.5 Baths Glencoe Sub SubDv. 32789 Zip Code
Discover this beautifully updated two-story home in the desirable 32789 ZIP code! This move-in-ready single-family residence features 3 bedrooms, 2.5 baths, a versatile office/nursery upstairs, and offers ample space with 2,228 sq. ft. of living area (2,718 sq. ft. total). Enjoy the expansive fenced backyard, perfect for outdoor gatherings, and relax on the charming front porch swing adorned with new stone accents. Recent upgrades include all-new ceiling fans and light fixtures, a new garage door, and a 2024 roof for the garage. The main roof was replaced in 2018, providing peace of mind. This home has no HOA restrictions and is on public water and septic. Key features include a newly poured driveway, a new irrigation system, and pest control through Massey. The air ducts have been professionally cleaned and sanitized, and all electrical outlets have been upgraded to GFCI. Inside, the renovated kitchen boasts modern cabinets, countertops, and new appliances. Both bathrooms have also been updated with new cabinets and countertops, offering a fresh, contemporary feel. Located within a minute walking distance to Lake Killarney and with lovely views from the front yard, this home offers easy access to restaurants on Park Avenue and Winter Park Village. Conveniently situated for quick commutes to I-4 and other toll roads, this is the perfect blend of comfort and convenience. Don’t miss your chance to call this stunning property home—schedule your showing today!

2418 Euston Road, Winter Park

$599,000
5 Beds 3 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome to 610 S Ranger Blvd in Winter Park, Florida! This spacious 5-bedroom, 3-bathroom home offers versatility and an inviting layout perfect for a variety of lifestyles. Whether you're looking for extra room or a flexible floor plan to accommodate your growing needs, this home has it all. As you step inside, you're greeted by a bright living room filled with natural light from the large bay window, creating a warm and open atmosphere. The layout flows seamlessly into the heart of the home, where a functional kitchen awaits your personal touch. One of the highlights of this property is the enclosed Florida Room—a versatile space offering year-round comfort. This airy retreat opens directly to the large in-ground pool and spacious backyard, making it an ideal spot for both relaxation and entertaining. The home’s layout is designed for privacy and flexibility. The primary bedroom, tucked off the dining room, provides added seclusion, while two additional bedrooms are located on the opposite side of the home. The back wing features two more bedrooms and a versatile office or craft room, perfect for use as a guest suite, home office, or multi-generational living space. With a new roof, updated major mechanicals, and a solid foundation, this home is ready for you to make it your own. Situated in the sought-after Winter Park Pines neighborhood, you're just minutes away from Winter Park Pines Golf Course, Orlando International Airport, Advent Winter Park Hospital, Rollins College, University of Central Florida, Full Sail University, local parks, and the shopping and dining of Park Avenue.

610 S Ranger Boulevard, Winter Park

$559,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to Winter Park! This beautifully maintained 4-bedroom, 2-bathroom home is nestled on a quiet, low-traffic street in the highly sought-after Winter Park Pines neighborhood. Boasting a NEW ROOF and an ideal floor plan, the home features a spacious driveway leading to a welcoming front entry with double doors that open into the heart of the home. Inside, the kitchen overlooks the patio and inviting pool area, perfect for entertaining or relaxing. Natural light fills the open living spaces, including a cozy family room with a fireplace. The master suite provides private access to the patio and pool area, while the additional three bedrooms are located on the opposite side of the house, ensuring privacy for all. Outside, the backyard offers endless potential, with a pool and large patio space ready to be transformed into your own outdoor oasis. Surrounded by mature landscaping, the property creates a serene and inviting atmosphere. This home has been lovingly cared for over the years, and it's a rare opportunity to own a well-loved property that you can transform to meet your unique needs and desires. Conveniently close to Winter Park amenities, including dining, shopping, UCF, Rollins College full sail University, and Orlando International Airport. The home is also in a top-rated school district and near Winter Park Pines Golf Club, Cady Way Pool and Park, and the Cady Way Trail for those who enjoy an active outdoor lifestyle. Not much comes up for sale in this desirable neighborhood, so schedule your showing today! <iframe width="560" height="315" src="https://www.youtube.com/embed/BcKvcZ7RBeM?si=m_ysExbJYGId4JsP" title="YouTube video player" frameborder="0" allow="accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share" referrerpolicy="strict-origin-when-cross-origin" allowfullscreen></iframe>

721 Roughbeard Road, Winter Park

$675,000
3 Beds 2 Baths Azalea Lane SubDv. 32789 Zip Code
Discover the ease of turnkey living in this beautifully renovated 3-bedroom condo, located off Minnesota Ave., between Pennsylvania and Orange Ave. Just steps from the Winter Park Tennis Center and minutes from Park Avenue, the condo offers a prime location with easy access to dining, shopping, and entertainment. Thoughtfully designed by Wolfe-Rizor Interiors, this home showcases gorgeous “rustic” style engineered wood floors, a modern kitchen with a breezy coastal feel, and stylish bathrooms. Elegant blackout drapes and stunning chandeliers throughout the home add an extra layer of sophistication. The sunny living area is delightful yet cozy, with a wood-burning fireplace and (3) sets of French doors opening to (2) balconies, perfect for outdoor dining and relaxing. The spacious primary suite has a walk-in closet and pocket doors opening to a stylish bathroom with dual sinks and a glass shower. 2 additional bedrooms share a 2nd full bathroom, and a laundry closet located in the hallway offers a stackable washer and dryer, plus great storage space. On the ground level, a detached 2-car garage (with new motors) can be utilized for private parking or storage, while a driveway and street parking provide ample space for your guests. Zoned for Audubon K-8 and close to top schools, this condo is directly across the street from the tennis courts and the Azalea Lane park/playground, and minutes from Baldwin Park, the Corrine Drive corridor, and downtown Winter Park. Enjoy a low-maintenance lifestyle in a prime location! *Furniture is negotiable!

1086 Azalea Lane, Winter Park

$1,190,000
4 Beds 3 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
Stunning, custom-built home in the Winter Park Tree Streets. This beautifully designed, Mediterranean-style home features 4 bedrooms, 3 full-baths, and an open layout complimented by engineered wood and travertine flooring, high ceilings, crown molding, and bright natural light. First floor layout includes a spacious living/dining room and open concept kitchen/family room. The kitchen offers stainless steel appliances, a built-it oven and microwave, gas range, granite counters, bar top seating, and a walk-in pantry. Off the family room are French doors that open to a screened patio which overlooks the perfectly manicured backyard. The first floor primary bedroom is very comfortably sized and has a private en suite with double vanities, a walk-in shower, and jetted tub. There’s an additional guest room with full bath on the first floor as well, ideal for visiting guests. Upstairs are two generously sized bedrooms, each with ample closet space, and a shared hall bath. Additional highlights include natural gas, a Rinnai tankless hot water heater system, paver walkways, a detached Tuff Shed, tile roof, and more. Located in Winter Park’s desirable “tree streets” neighborhood this home is zoned for the A-rated Winter Park School District and is close proximity to the Winter Park Raquet Club, Interlachen Golf & Country Club, Rollins College, Park Avenue, and all of the fantastic shops and dining the area has to offer. This charming home won't last so schedule your showing today.

1571 Oneco Avenue, Winter Park

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