Central Florida Real Estate Search

Winter Park Homes for Sale

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Winter Park

About Winter Park, Florida

Winter Park is a city unlike any other in Central Florida. Between the upscale shopping and dining experiences, festivals, and old-world charm, it's easy to see why Winter Park calls itself the "city of arts and culture." Winter Park is home to Rollins College, the first recognized college in the State of Florida. Every Saturday, downtown Winter Park hosts a farmer's market where visitors can pick up fresh produce, coffee beans, or an early morning treat. If you need a break from shopping, take a stroll through the 47-acres of Mead Botanical Garden where visitors are invited to explore the grounds for free.

Our website features the best Winter Park real estate search for homes, condos, land and foreclosure 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. 

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Newest Winter Park Homes for Sale

$209,000
1 Beds 1 Baths Four Seasons Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome Home to 'Four Seasons Condominiums' located in historic Winter Park, Florida! This newly renovated condo offers a fully updated kitchen with all new stainless-steel appliances, quartz countertop, and light cabinetry. Recent upgrades include fresh paint, knockdown on ceilings, new electrical, luxury vinyl floors, new bathroom with walk in shower, new plumbing, ceiling fans, and the sliding glass doors lead out to the serene, private screened porch with storage. Walk out your front door to a park like setting. The kitchen opens to the dining area. Oversized master with large walk-in closet space comes equipped with new washer/dryer. Additional entry and exit door upstairs with stairway leading to back side of the unit near your covered parking space. Established community with mature landscaping and vegetation with beautiful amenities, including tennis, shuffleboard, pools, clubhouse, and fitness center. Sunbath or lounge in the community pool or schedule your daily or weekly competitions at the tennis or shuffleboard courts. Bike, walk, or run the local surrounding trail and park systems: less .1 mile from beautiful Ward Park, Cady Way Park & Trails, Babe Ruth Field and so much more! Just steps away from Sprouts and smorgasbord of dining choices. Winter Park Hospital is just a short walk, as well. Meander to Park Avenue in downtown Winter Park and enjoy five-star dining from local Chefs, shopping, and monthly community events. Schedule your private viewing today!

200 Saint Andrews Boulevard Unit 608, Winter Park

$500,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
MUST SEE GEM! Welcome home to the highly sought after Winter Park Pines community with tree-lined streets and where the mailman still delivers to your door. This spacious house is waiting for you to call it home. Sitting on a large corner lot, there's plenty of ADDITIONAL YARD space to plant your dream garden OR install a pool. Head in through the front door and you're immediately greeted by the OPEN FLOOR PLAN that includes the living room, dining room, kitchen, and FAMILY/FLEX SPACE. This area receives tons of NATURAL LIGHT through the windows. The kitchen is complete with GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, 2 IN-CABINET LAZY SUSANS, NEW LIGHT FIXTURES (2021), and DUAL STAINLESS STEEL SINK with TOUCHLESS FAUCET (2021) and garbage disposal. Off the family room/flex space you will see a gorgeous SLIDING BARN DOOR that opens to a spacious private OFFICE. Stunning WOOD TILE PLANK FLOORING runs throughout the common areas and down the hallway to all the bathrooms. All the bedrooms have NEW CARPET and new ceiling fans. The UPDATED hall bath features GRANITE COUNTERTOPS, single sink vanity, and a shower with tub. Head to the end of the hallway to the master bedroom complete with a WALK-IN CLOSET and an EN-SUITE MASTER BATHROOM. This gorgeous UPDATED master bathroom has GRANITE COUNTERTOPS, DUAL SINK VANITY, and a large WALK-IN SHOWER. Head out the door in the kitchen into your beautiful large backyard with patio. This area was made for entertaining, offering ample space for your friends and family to relax and reconnect. This home is in a prime location as it is only a 10 minute drive from downtown Winter Park with lots of shopping and dining opportunities. It also has nearby access to the Cady Way trail pool and park, the recently renovated Winter Pines Golf Club featuring the all new Barren Peacock bar, Ward Park, Showalter Field, Center for Health and Wellbeing and Advent Health Winter Park. WELCOME HOME! **NEW ROOF COMING 2022** HVAC (2008), Plumbing repiped (2015) main line from the street replaced (2020), Roof (2003), Electrical (Remaining life 21 years)

2862 Kings Deer Road, Winter Park

$429,900
4 Beds 2 Baths Wrenwood Heights Unit 2 SubDv. 32792 Zip Code
Welcome to Winter Park your new home is located close to schools, lots of shopping and dining and FL highways making commute times quick and easy. This 4 bedroom 2 bath fenced in home has just under 1800 sf of heated living space. Your new home has a brand new driveway and brand new two tone exterior paint. As you walk through your double doors you will notice the brand new two tone interior paint. To the right you will notice your family room. continue in and you will notice your brand new gorgeous kitchen equipped with brand new shaker cabinets, new pulls, new granite countertops, new sink, new faucet, new decorative light and brand new ss appliances dishwasher, microwave and range. As you get familiar with your new home you will notice this split floorplan home positions your master suite at the front of the home. Your master bedroom has dual sinks and a resurfaced shower. As you make your way to your spare bedrooms you will notice your spacious living room continue on and you will notice your 3 spare bedrooms along with your hall bath. All 3 spare bedrooms have brand new flush light fixtures. Your hall bath has a brand new vanity, new granite countertops, new sink, new faucet, new mirror, new shower head, new tub and shower tiles. Want to get outdoors that's fine come out and relax on your screened in lanai and enjoy all that your back yard has to offer. Relax no more get up and schedule your showing today.

5424 Tangerine Avenue, Winter Park

$1,650,000
4 Beds 3.5 Baths Northwood Terrace SubDv. 32789 Zip Code
Welcome home to this two-story contemporary pool home full of upgrades featuring four bedrooms plus a large sun-filled office, three-and-a-half baths and a two-car garage. Welcoming you inside this open floor plan with a vaulted foyer, the owner spared no expense adding wood flooring throughout, $25,000 in custom lighting, $20,000 in custom curtains and $10,000 in built-in top-of-the-line surround sound speakers. The beautiful sliding glass doors that frame the outdoor living area providing an abundance of natural light illuminating the entertainment spaces. Enjoy the serene view of the home's pool from every direction in the downstairs entertainment spaces, which sits just beyond the covered lanai. The home was designed to allow for an ideal flow between the indoor and outdoor living areas, perfect for large gatherings or private moments of relaxation. The main living space is highlighted by a spacious kitchen, dining and living room, all which offer direct access to the lanai. The sleek, modern kitchen features stainless steel gas appliances and an expansive center island. The downstairs master suite, which connects to the covered lanai and pool area, features a modern master bath showcasing high-end finishes with an extended dual sink vanity, private water closet, free-standing soaking tub and zero-entry shower. This bedroom features a massive walk-in closet, complete with a full-sized washer and dryer. Heading upstairs, away from the hustle and bustle, the second level of this home is complete with three guest bedrooms with laminate plank floors, a large loft, and a full-sized laundry room. Heading back down to the first level and onto the covered lanai featuring beautiful, custom pavers and lush landscaping surrounding the custom pool with a sun shelf. Additional features include a private office, custom closet systems and a two-car garage. This custom, one-of-a-kind home is in a spectacular, unbeatable location nestled within a stone’s throw of the coveted East End Market and Baldwin Park. East End Market provides a vast array of artisanal vendors in one marketplace, from bakers to pasta makers to coffee roasters to unique shopping experiences. Centrally located to A-rated schools, easy access to major highways, only 10 minutes to downtown Orlando and plenty of shopping and dining options including a short drive to the new Hall on The Yard at Lake Ivanhoe. With no HOA and situated in the most desirable location, check out the 360-degree walk-through and video or schedule a showing today!

2813 Northwood Boulevard, Winter Park

$695,000
4 Beds 2.5 Baths Meadows At Hawks Crest SubDv. 32792 Zip Code
Simply Breathtaking! BRAND NEW MODEL HOME WITH POOL! Look no further than this stunning 4 bedroom, 2.5 bathroom, 2 story home that is just waiting to be moved in. This home was the model so the upgrades and attention to detail are endless. Fantastic curb appeal with charming paver driveway, paver walkway, tile roof and etched glass front door. As you enter the home, step in to the jaw-dropping living room with a two story ceiling and accented wall giving it that extra designer touch. The dining room has crown molding and columns with sliding doors to the patio. Whip up your favorite meals in the modern kitchen complete with stainless steel appliances, large white cabinets with molding that is accented with black hardware, breakfast bar, pantry and the look is completed with stylish backsplash. The family room just off the kitchen boasting crown molding and sliding doors for lots of natural light. You will love the open floor plan that makes it breeze to entertain your guests. Heading upstairs you will find a split bedroom floor plan. Retreat to the master suite with an elegant sitting area, tray ceiling and large walk-in closet. The ensuite master bathroom features a stylish tiled shower, dual vanity and garden tub to soak away the stress from the day. There are three other ample sized bedrooms and full size bathroom completing the second floor. Additional features include trendy wood plank style tile flooring throughout the first floor, recessed lighting, beautifully upgraded light fixtures and so much more! Time to take the fun outside! Enjoy your days lounging under the covered patio or catching some sun by the pool. Jump right into the sparkling pool with bench or relax in the spa. The outdoor space is completed with pavers, landscaping and is fully fenced. Take advantage of the great amentias offered in the gated community of Meadows at Hawks Crest such as community pool, park, playground, fitness center and even fishing. Take advantage of the location which is convenient to 417, 436, 17/92, dining and shopping. Don't miss out on this amazing opportunity to own this incredible home. It's just waiting on you!

2308 Kestrel Perch Place, Winter Park

$1,950,000
4 Beds 4 Baths Fremar SubDv. 32789 Zip Code
Stunning Winter Park home freshly remodeled in 2021-2022. This home missed no details when it comes to finishes and using the highest quality products. All around the home, you will see beautifully crafted moldings, European white oak floorings, a brand new kitchen with top-of-the-line Thermador appliances, exotic marble countertops (Calacatta Vintage), and custom cabinets. Bathrooms are all remodeled with unique marble showers, exquisite flooring and, an elegant vanity selection. Downstairs, the office and the primary bedroom both have access to the backyard and swimming pool. With "Mystery White" marble, a separate shower, and a Waterworks bathtub, the primary bathroom is lavishly designed. This large house has three extra bedrooms and a loft upstairs with access to the balcony. Power by Control4, this smart home offers a brand-new audio/visual experience and a fully integrated security system with cameras throughout. Re-designed kitchen opens to the living room and foyer; overlooking the pool elevates the home and makes it private and unique. The home is sitting on a 0.25-acre lot with plenty of space for entertaining. Detached two-car garage – fully remodeled, painted with new floors, lights, and AC. The pool area has gorgeous light features making it an amazing evening space. Close to all local shopping and zoned for A-rated schools this home’s desirable location is unbeatable!

1791 Grinnell Terrace, Winter Park

$625,000
4 Beds 2 Baths Golfside Sec 03 SubDv. 32792 Zip Code
Welcome to this WINTER PARK split floorplan beauty! The home, located near the Winter Park Pines Golf Club with tree lined streets, has so much character. Walking up to home, you will notice the solid wood, carved front door. Upon entering, you can go straight into the family room/kitchen combo or right to enter the living room. The living room has tons of natural light and wood floors. It leads to the formal dining room, conveniently adjacent to the kitchen but also offsetting the primary bedroom for lots of privacy. The primary bedroom is oversized with windows facing the rear of the home. There are two walk-in closets and a completely remodeled bathroom featuring dual wood vanities, linen storage, and a shower. The kitchen and family room are open to each other, allowing for various position of furniture and use of the room(s). The kitchen was fully renovated in the last few years with all stainless-steel appliances, a gas range, granite countertops, white wood cabinets with roll out drawers, recessed lighting, and pendant lighting accenting the breakfast bar. The family room has French doors that lead to the fully fenced in back yard, which is perfect for entertaining with the deck and pergola. There are three nice sized bedrooms with wood floors and ceiling fans towards the rear of the home. A full bath has been remodeled with dual sinks, decorative tile, bathtub/shower combination and a door leading to the backyard! Check out the floorplan and MATTERPORT 3D WALK THROUGH to see just how this home is flexible and functional. The laundry room is oversized and conveniently located off the family room leading to the two-car garage. There are many upgraded features in this home such as many newer windows, lighting, all tile or wood laminate flooring, and interior paint. Roof: 2011, Re-plumbed 2017, HVAC 2002. Centrally located to Cady Way Park(community pool, tennis courts, park, bike and walking trails), hospitals, restaurants, and major roadways and attractions!

1038 Fairway Drive, Winter Park

$455,000
3 Beds 2 Baths Cedar Ridge Unit 1 SubDv. 32792 Zip Code
Move in ready well maintained POOL home on corner lot in Winter Park with NO HOA! Enter through covered porch and immediately enjoy the vaulted ceiling and OPEN floorplan with view through French doors to fully enclosed backyard oasis and solar heated pool. Staying inside, appreciate the flow of luxury wood look vinyl flooring flowing through the spacious kitchen and family room. A large kitchen island covered in new granite not only provides storage, but comfortably seats five, and is great for family gatherings. The granite and new backsplash complement the 42 inch wood cabinets. Kitchen ceiling is covered in tiles that look like antique tin. A second pair of French doors opens off the kitchen/family room onto a side paved patio and grilling area. The family room boasts a wood burning fireplace with brick exterior and wood mantel. The luxury vinyl flooring continues down the hall and into the master bedroom where new sliding doors open onto the pool and garden and make the room bright and inviting. Vanity with sink and new granite counter top separate the walk in closet and tiled shower/powder room. More information: R30 attic insulation, newer energy efficient double pane windows, 6 panel doors, ceiling fans throughout, knockdown ceilings throughout except for 2 bedrooms, 18 seer A/C heat pump (2019), fresh paint inside and outside, gutters around house, sprinkler system (2021) with 5 zones, new pool pump (2019), Zodiac pool cleaner, solar panels for heating pool, 200 amp breaker panel, 8 x 10 storage shed. This home is located close to shops, restaurants, A rated schools, fire/rescue, transit, hospitals, etc. Make your appointment today and make this your new home!

1901 Heathwood Drive, Winter Park