Homes for Sale in Winter Park

Welcome to 5231 Ardmore Drive in the Wrenwood Community of Winter Park (Seminole County.) This home has been lovingly cared for by the same family since 1983. Enter through a screened lanai to a 3-bedroom 2 full bath split plan with private pool. Situated on .27 of an acre with a lovely landscaped fenced backyard with fruit trees perfect for entertaining, gardening or just relaxing in the sparkling pool. The kitchen with breakfast bar is the center of the home with entrances to the living room, dining room and large den. A screened patio off the den is perfect for a summer kitchen. The home was re-piped in 2015, roof replaced in 2018, A/C replaced in 2018, and hot water heater in 2015. The Wrenwood community does not require an HOA. Minutes to Winter Park downtown, close to the 417, the Advent Health campus, The Center for Health and Wellbeing, great restaurants, shopping and the sought after schools of Seminole County. Schedule your private showing today and discover the opportunity to add your signature style to this charming pool home.

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Don't miss this immaculate and move-in ready 2-bedroom/2-bath Winter Park home, with a 1-car garage, and a NEW ROOF coming soon! Recently updated, this home features fresh paint inside and out, improved landscaping, new lighting, a new dishwasher, and a new microwave. The desirable, open floorplan features a spacious family room/kitchen combo, separated by an island that offers extra storage and seating. Stainless steel appliances and a window overlooking the backyard enhance the kitchen, while an adjacent dining area flows into a bright Florida room, making this home ideal for entertaining. Both bedrooms have walk-in closets, and there’s plenty of extra storage with 2 hall closets. The backyard steals the show, featuring a large (22’x15’) covered porch with ceiling fans, two storage sheds, and raised garden boxes—perfect for your gardening projects! The freshly painted, attached 1-car garage offers washer & dryer hookups and shelving for more storage. Tucked away on a quiet street, yet minutes from downtown Winter Park, College Park, and downtown Orlando, this home is close to Trader Joe’s, Whole Foods, Publix, Home Depot, and more...and offers easy access to I-4 for commuting. Request a floorplan and list of recent updates!

Under contract-accepting backup offers. NO HOA. HURRICANE PROOF WINDOWS! No preparation required, owner has updated all windows including sliding door to pool with new hurricane proof windows. Assumable VA Loan at 2.25% for owners remaining balance. You do not need to be a veteran to qualify. This charming, move-in-ready pool home in Winter Park is fully upgraded and ready for its next owner. Featuring hurricane-rated windows, the property has been meticulously maintained and updated. Key upgrades include a new roof in 2021, a new AC unit in 2023, a renovated pool deck in 2021, new pool screens in 2022, and a pool heater installed in 2023. The appliances were updated in 2023, and the water heater was replaced in 2019. The home was also freshly repainted in 2024, and all 2.5 bathrooms have been modernized. The home is located on over a quarter acre with a fenced in yard.

Under contract-accepting backup offers. Welcome to your beautifully updated Winter Park home! This inviting property features an expansive, open living area with modern laminate flooring throughout—no carpet here! The kitchen is complete with sleek stone countertops, updated cabinetry, and contemporary light fixtures. Both the primary and guest bathrooms have been tastefully updated within the past 5 years, featuring new tile work and stylish vanities. Step outside to a completely fenced-in backyard, perfect for privacy and outdoor enjoyment. Key upgrades include a new roof and HVAC system installed in 2018, ensuring peace of mind and energy efficiency. Centrally located, this home is a short drive from local shops and restaurants, downtown Winter Park, the 417 and is about 25 minutes from both the Orlando and Sanford airports.

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!

LAKEFRONT COMPLEX IN THE HEART OF WINTER PARK! This wonderful community is perfectly located on Lake Virgina less than a mile from Park Avenue in Winter Park. Situated on the Fern Canal and seen from the 246 square foot screened in porch with new sliding glass doors. Two bedrooms and updated baths, December 2023-New hardwood floors in the dining room and kitchen, New carpet in the living room and both bedrooms, Interior repainted, linen and a coat closets and an interior laundry with a stackable washer and dryer. The kitchen has Granite Counters, Nice stone backsplash, New Refrigerator, Double oven, Microwave and a large double stainless steele sink. For the dog lovers there is a gated pet area on the canal side of the building. Big bonus is a one bedroom guest suite that can be reserved and rented by the night. Amenities include Lake Access to Lake Virgina, Community Pool, Dock, (Boat Slips available via waiting list HOA Approval) Fitness Center, Ground floor covered parking 1 assigned space, recently updated Recreation room with kitchen, outdoor gas grill, a fire pit, steam and sauna rooms and a storage rack for kayak, canoes or surf board PLUS included is the Water, Trash,City Sewer, inside monthly Pest Control and Spectrum Internet. Just down the street is Dinky Dock which is a public boat ramp on Lake Virginia and access to the entire Chain of Lakes.Walking distance to outstanding restaurants, shoppes, Museums, Central Park, the Sunrail Station and Rollins College.

One or more photo(s) has been virtually staged. Welcome to this beautifully remodeled 4-bedroom, 2-bath home, nestled in a quiet neighborhood that perfectly balances comfort and convenience. As you approach, you’ll notice the fresh exterior paint and NEW ROOF, welcoming you inside where you’ll find a bright and inviting open living space, featuring brand new luxury vinyl plank flooring that flows seamlessly throughout the home. The thoughtfully designed floor plan creates a natural flow between the living, dining, and kitchen areas, making it ideal for both relaxing and entertaining. The heart of the home is a completely renovated kitchen boasting sleek quartz countertops, stainless steel appliances, and custom cabinetry. Adjacent to the kitchen is a cozy dinette area that leads into a versatile flex space, ideal for a home office, playroom, or fitness area, offering endless possibilities to suit your lifestyle needs. The split-bedroom layout ensures maximum privacy for the spacious primary suite, which is tucked away on its own side of the home just off the flex space. This retreat includes a generous walk-in closet and a stylishly renovated ensuite bathroom. On the opposite side of the home, three additional bedrooms share a beautifully updated bathroom, providing ample space for family or guests. The huge backyard offers plenty of room for outdoor activities or even adding a pool. Recent upgrades include a new roof, updated electrical, new sod, and fresh interior and exterior paint, ensuring peace of mind for the next homeowner. Located in a highly sought-after area, this home is zoned for top-rated Tuskawilla Middle School and Lake Howell High School. With easy access to Highway 436, a variety of shopping and dining options are just moments away, simplifying your daily routine. Don’t miss out on the chance to own this fully renovated gem that’s move-in ready and waiting for you to make it your own!

Under contract-accepting backup offers. Welcome to 1851 Maywood Road, a beautiful 3 bedroom, 2 bathroom home located in the highly sought after city of Winter Park! With just under 1,500 SqFt of living area and almost a 1/3rd acre of land, this home features an additional LARGE PRIVATE OFFICE AREA, a NEWER HVAC SYSTEM (2023), and tons of renovations including a completely REMODELED KITCHEN (2022), NEW LUXURY VINYL PLANK FLOORING (2022), and RENOVATED BATHROOM! Let's walk through the home: as you walk through the front door, you'll notice the renovated kitchen with all modern updates, stainless steel appliances, and separate dining room space. The office space is split from the other three bedrooms and could continue to be used as an office, a den/bonus room, or even potentially converted to a FOURTH BEDROOM. After the passing the spacious living room, you'll reach the beautifully updated full bathroom with upgraded vanity, tile flooring, tiled shower, and barn door style linen closet. The three bedrooms further down the hall offer a generous amount of private living areas, with the primary bedroom additionally having its own full bathroom. As mentioned before, the yard is oversized - containing almost 1/3rd acre of land, huge backyard with mature landscaping, and 2 storage sheds (one of which with electricity). The location is amazingly convenient! You'll be in very close proximity to Historic Downtown Winter Park & Baldwin Park which offers some of Orlando's best restaurants, shopping, parks, dog parks, nature trails, museums! Fast access to highways / major roads to get around to other areas of Orlando as well. This home will not last long on the market! Call now to schedule your private showing today!

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.

Discover the charm and convenience of this beautiful one-story home in the heart of Winter Park. It offers 4 bedrooms with 2.5 baths, and 1,477 square feet of living space. This stunningly renovated property offers brand new features throughout and a convenient location. Winter Park's proximity to local shops, breweries, restaurants and an excellent school system make it a desirable area where many families look to settle. The home itself blends classic charm with modern luxury, offering a fresh and stylish living experience. Don’t miss the opportunity to own this move-in-ready home where every detail has been carefully considered. Schedule your private tour today!

Under contract-accepting backup offers. Welcome to your slice of paradise in Winter Park! This gorgeous residence with a BRAND NEW ROOF boasts 3 bedrooms with a flex room converted into a 4th bedroom, 2 bathrooms, and is nestled on a spacious lot, offering ample space and comfort for the whole family. As you step inside, you'll be greeted by a welcoming foyer, setting the stage for the charm and elegance that awaits within. The formal living and dining area provide the perfect setting for intimate dinners or entertaining esteemed clients and special guests, exuding sophistication and refinement. Sunshine pours into every corner of this home, illuminating the interior through 4 sliders that lead to the expansive fenced backyard. Here, you'll discover your own private oasis, where you can bask in the Florida sun, play on the lush green grass, or unwind on the covered screened patio, enjoying the serene outdoor ambiance. The heart of the home is the spacious family room, offering an inviting space for relaxation and gathering. Adjacent to the family room is the well-appointed kitchen, featuring stainless steel appliances and ample counter space, perfect for preparing delicious meals and entertaining with ease. Located in a top-rated school district and conveniently close to shopping, dining, and area attractions, this home offers the ideal combination of comfort, convenience, and luxury living. Don't miss your chance to make this Winter Park gem your own – schedule a showing today and experience the epitome of Florida living!

Sitting on a CUL-DE-SAC is this 4 BEDROOM and 2 BATH home in CASA LOMA Winter Park. Living room has updated QUARTZ TILE. UPDATED BATHROOMS. VOLUNTARY HOA. Rear SCREENED FLORIDA ROOM. Home requires some TLC. Asking for Conventional or Cash buyers.