Winter Park Estates Homes for Sale

Winter Park Estates Homes for Sale

Welcome to Winter Park Estates, a hidden gem nestled in the heart of Florida that perfectly blends suburban charm with vibrant community spirit. Known for its picturesque landscapes and friendly atmosphere, this subdivision is an ideal place for families, retirees, and anyone looking to enjoy the beauty of Florida living.

Winter Park Estates boasts a variety of homes for sale, catering to diverse tastes and budgets. From cozy single-family residences to spacious modern estates, you’ll find properties that feature stunning architectural designs, lush gardens, and inviting outdoor spaces perfect for entertaining. Many homes come equipped with contemporary amenities, ensuring comfort and convenience for every resident.

One of the standout features of Winter Park Estates is its commitment to community. Residents enjoy easy access to local parks, recreational facilities, and top-rated schools, making it a great place to raise children or enjoy an active lifestyle. The subdivision is also conveniently located near shopping, dining, and entertainment options, allowing you to experience the best of what Winter Park has to offer.

As you explore the homes for sale in Winter Park Estates, you’ll discover not just a property, but a lifestyle filled with warmth and opportunity. Whether you’re looking for a peaceful retreat or a vibrant neighborhood, Winter Park Estates has something to suit your needs. Don’t miss your chance to be part of this welcoming community—your dream home awaits!

Newest Winter Park Estates Homes for Sale

808 Densmore Drive, Winter Park
$509,999
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Welcome to 808 Densmore Drive, a beautifully updated 3-bedroom, 2-bathroom pool home tucked into the established Winter Park Estates neighborhood! Blending modern farmhouse charm with thoughtful upgrades, this home offers 1,460 square feet of inviting living space designed for both everyday comfort and entertaining. Step inside to a bright, open floor plan where the spacious living and dining areas flow effortlessly into the kitchen, complete with quartz countertops, stainless steel appliances, a built-in microwave, tile backsplash, and a window overlooking the outdoors. On the opposite side of the home, you'll find three comfortable bedrooms and two beautifully updated bathrooms, offering a practical layout with plenty of privacy. An oversized interior laundry room and enclosed porch provide additional functional space. Outside is where this home truly shines! The private backyard features a sparkling in-ground pool, a newly installed paver patio (2025), and a brand-new fence (2026), creating an inviting setting for weekend gatherings, outdoor dining, or relaxing in the Florida sunshine. Recent improvements also include a new irrigation system and control panel (2026), updated pool filtration equipment (2026), and a water heater replaced approximately three years ago. Beyond the property, enjoy a prime Winter Park location just minutes from Cady Way Trail, Winter Park Pines Golf Course, Rollins College, and the shopping, dining, and charm of Park Avenue. With its updated interiors, private pool, and convenient access to everything Winter Park has to offer, 808 Densmore Drive is ready to welcome you home!

808 Densmore Drive, Winter Park
731 Bongart Road, Winter Park
$519,900
4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Completely Renovated Winter Park Pool Home on a Spacious Corner Lot! Discover this beautifully renovated Winter Park home featuring a spacious corner lot, private swimming pool, and versatile living spaces. Located on a quiet dead-end street, this move-in-ready property combines updated interiors with inviting outdoor living. The interior features updated flooring, recessed lighting, and a bright living and dining area filled with natural light. The remodeled kitchen includes solid wood cabinetry with soft-close doors, elegant quartz countertops and backsplash, and stainless steel appliances. An additional family room provides flexible living space for relaxing, entertaining, or working from home. The home's flexible layout includes a separate-entry area that adds versatility. Outside, enjoy a private swimming pool, covered porch, and spacious yard. A side gate provides access for a boat, trailer, or work vehicle. Additional features include block construction, a two-car garage, a roof installed in 2019, and no HOA. Conveniently located near SR 436, Downtown Winter Park, Full Sail University, UCF, shopping, dining, and area schools. This property combines a renovated interior, private pool, spacious corner lot, and convenient access to local amenities in the Winter Park area.

731 Bongart Road, Winter Park
2641 Carvell Court, Winter Park
$525,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
WINTER PARK POOL HOME • NO HOA • OVER 2,100 SQ FT • NOW $525,000! Looking for space, a private pool and the freedom of no HOA — all in Winter Park? Welcome to 2641 Carvell Court. Set on a spacious .32-acre corner lot in Winter Park Estates, this 4-bedroom, 2-bath home offers 2,126 square feet of flexible living space designed for everyday Florida living. Step outside to your screened-in private pool and create the backyard retreat you've been looking for. Inside, you'll find an updated kitchen, generous living spaces and a huge bonus room that can become a home office, gym, playroom, media room or additional entertaining space. With four bedrooms, a private pool, oversized corner lot, one-car garage and NO HOA, this home delivers the space and flexibility that can be hard to find in Winter Park at this price point. Now offered at $525,000 — come experience 2641 Carvell Court in person.

2641 Carvell Court, Winter Park
2627 Ambergate Road, Winter Park
$530,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Welcome home to this beautifully presented 4-bedroom, 3-bath home located in Winter Park Estates. Offering a comfortable single-story layout and solid block construction, this home combines character, functionality, and inviting indoor and outdoor living spaces. Step inside to a spacious living area that flows naturally into the kitchen and adjoining living spaces, creating an excellent layout for everyday living and entertaining. One of the standout features is the private in-ground pool, creating a wonderful backyard setting for relaxing, entertaining, and enjoying Florida's year round outdoor lifestyle. The property also offers an attached garage, additional storage, and a functional layout designed to make the most of the home's space. Located in an established Winter Park neighborhood with no HOA, this property offers added flexibility without monthly association fees. The location provides convenient access to shopping, dining, parks, entertainment, and major roadways throughout Winter Park and the greater Orlando area. With its 4-bedroom, 3-bath layout, private pool, block construction, and desirable Winter Park location, this home offers a combination of space, convenience, and Florida living that is difficult to find.

2627 Ambergate Road, Winter Park
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