Dubsdread Heights Real Estate

Dubsdread Heights Real Estate

Welcome to Dubsdread Heights, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, retirees, and everyone in between. Known for its picturesque tree-lined streets and friendly community atmosphere, Dubsdread Heights invites you to experience a lifestyle that balances relaxation with vibrant living.

One of the standout features of Dubsdread Heights is its prime location. Situated in Orange County, residents enjoy easy access to a variety of amenities, including top-rated schools, parks, and shopping centers. The renowned Winter Park Village, with its eclectic mix of boutiques, restaurants, and entertainment options, is just a short drive away. For those who appreciate the outdoors, the nearby Dubsdread Golf Course offers a beautiful setting for a round of golf or a leisurely stroll.

The homes in Dubsdread Heights showcase a delightful array of architectural styles, from charming bungalows to modern family residences. Each property reflects the character of the community, with well-maintained lawns and inviting outdoor spaces perfect for gatherings or quiet evenings at home.

Additionally, the community is known for its strong sense of camaraderie, with neighborhood events and activities that foster connections among residents. Whether you're enjoying a weekend barbecue or participating in local festivities, you'll find that Dubsdread Heights is more than just a place to live—it's a place to belong. Embrace the opportunity to call this enchanting subdivision your home and experience the best of Winter Park living!

Newest Listings in Dubsdread Heights

712 Baffie Avenue, Winter Park
$419,900
3 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
Welcome to 712 Baffie Avenue, a charming and thoughtfully updated bungalow in one of Winter Park’s most sought-after areas. This home blends classic character with modern improvements, featuring beautiful hardwood floors, crown molding, a fireplace, and plenty of natural light throughout. The bright enclosed Florida room provides flexible space for a home office, sitting area, playroom, or additional entertaining space. The updated kitchen offers dark cabinetry, stone countertops, stainless steel appliances, and contemporary finishes. Major improvements include a brand-new roof installed in 2026, along with updated electrical, plumbing, and HVAC systems completed in 2025. These recent improvements provide added value and peace of mind for the next owner. The interior laundry room adds everyday convenience, while the covered rear porch creates a comfortable place to relax and enjoy the outdoors. The fenced backyard offers room for entertaining, gardening, pets, or creating a private outdoor retreat. Enjoy a prime location near A-rated schools, Dubsdread Golf Course, College Park, downtown Winter Park, AdventHealth, shopping, dining, and major roadways. With no HOA and easy access to some of Central Florida’s most popular neighborhoods, this home delivers the character, location, and major updates that make it stand out.

712 Baffie Avenue, Winter Park
811 Overspin Drive, Winter Park
$395,000
2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
Charming Winter Park Opportunity in Desirable Dubsdread Heights! NEW ROOF NEW A/c new kitchen ,bath, floor Welcome to 811 Overspin Drive, a cozy and character-filled 2-bedroom, 1-bath single-family home nestled in the heart of Winter Park. This property offers approximately 700+ square feet of living space on a generously sized lot, providing endless potential for homeowners, investors, or those looking to build their dream home in a prime location. Situated in the sought-after Dubsdread Heights neighborhood, this home is just minutes from downtown Winter Park, College Park, and Orlando’s vibrant dining, shopping, and entertainment districts. The property’s spacious lot offers room for expansion, renovation, or new construction, making it a rare opportunity in one of Central Florida’s most desirable zip codes. Whether you’re a first-time buyer, an investor seeking value-add potential, or someone looking to customize a home in a premium location, this property delivers both charm and opportunity. With strong surrounding home values and continued growth in the area, 811 Overspin Drive is an excellent chance to invest in the future of Winter Park living. Don’t miss your opportunity to own in one of Central Florida’s most sought-after communities!

811 Overspin Drive, Winter Park
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