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$750,000
Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Under contract-accepting backup offers. Prime Winter Park builder and luxury custom home opportunity with rare dual access! Nestled in this Winter Park enclave just one block from the Via Streets, this location offers a massive competitive advantage and features a dedicated rear easement providing direct vehicle or construction access to the adjacent side street (Sunset). Whether you are an investor looking for a high-end project or designing your private sanctuary, this unique dual-access point is a designer’s dream—opening up incredible architectural flexibility, private rear-loading/garage options, or seamless construction staging. The property boasts an unobstructed view of the serene park setting at the intersection of Chestnut and Sunset, providing a picturesque backdrop for custom luxury home architecture. Surrounding properties are rapidly redeveloping into spectacular modern estates. Bring your custom builder and your vision to claim one of Winter Park's unique footprints. Property is being sold As-Is with value in the land. One car garage at rear of property with access thru deeded easement. Shed next to garage.

1421 Chestnut Avenue, Winter Park
$750,000
3 Beds ⋅ 1 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Under contract-accepting backup offers. Prime Winter Park builder and luxury custom home opportunity with rare dual access! Nestled in this Winter Park enclave just one block from the Via Streets, this location offers a massive competitive advantage and features a dedicated rear easement providing direct vehicle or construction access to the adjacent side street (Sunset). Whether you are an investor looking for a high-end project or designing your private sanctuary, this unique dual-access point is a designer’s dream—opening up incredible architectural flexibility, private rear-loading/garage options, or seamless construction staging. The property boasts an unobstructed view of the serene park setting at the intersection of Chestnut and Sunset, providing a picturesque backdrop for custom luxury home architecture. Surrounding properties are rapidly redeveloping into spectacular modern estates. Bring your custom builder and your vision to claim one of Winter Park's unique footprints. Property is being sold As-Is with value in the land. One car garage at rear of property with access thru deeded easement. Shed next to garage.

1421 Chestnut Avenue, Winter Park
$649,000
2 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Under contract-accepting backup offers. LOCATION. LIFESTYLE. TIMELESS WINTER PARK CHARM. Discover an exceptional opportunity in Lake Knowles Terrace, where classic character, effortless comfort, and an enviable location come together beautifully. From the moment you arrive, the home makes an unforgettable first impression with charming curb appeal, elegant walkways, a brick-paver driveway, and a picturesque cobblestone brick road just off Palmer Avenue. Ideally positioned just one block from Lake Knowles and moments from Park Avenue, this residence offers the quintessential Winter Park lifestyle—peaceful, private, and exceptionally convenient. Step through the front door and into a light-filled, thoughtfully designed 2-bedroom, 1.5 bath residence offering approximately 1,100 square feet of comfortable living space. The inviting interior balances timeless charm with tasteful updates, creating a warm setting for both everyday living and entertaining. At the heart of the home, the beautifully updated kitchen features luxurious quartz countertops, stainless-steel appliances, abundant cabinetry, and generous storage, seamlessly opening to the family room. Sunlight pours through the windows, illuminating the space while a classic brick fireplace serves as a striking focal point, creating an inviting ambiance for cozy evenings and memorable gatherings. The home also offers a dedicated dining area and two comfortable bedrooms, complemented by a beautifully updated bathroom with stylish decorative finishes. Impeccably maintained throughout, the residence showcases wood flooring in the wet areas and an overall sense of care and refinement. The living experience continues outdoors, where the distinction between indoor and outdoor living nearly disappears. Step onto the newly constructed deck, pour a glass of wine, and unwind to the peaceful sounds of nature. The spacious homesite provides plenty of room for entertaining, outdoor games, a swing set, gardening, or simply enjoying the tranquility of your private surroundings. A versatile 16' x 11' detached laundry room, game room, or private retreat adds valuable flexibility and could easily serve as a home office, creative studio, fitness space, or ultimate man cave. Notable improvements include a new Trane HVAC system, interior and exterior units with air-duct cleaning, newer water heater, newer tile roof and decking (2021), updated electrical panel (2017), and beautifully maintained flooring. Surrounded by beautiful homes and nestled among tree-lined brick streets, this residence places you within easy reach of Park Avenue's celebrated dining, boutique shopping, cultural attractions, and vibrant charm. Enjoy a morning jog, leisurely bike ride, or golf-cart cruise to Park Avenue—all from a home tucked away in one of Winter Park's most desirable settings. A rare blend of character, comfort, and location—this is Winter Park living at its most inviting.

1409 Sunset Drive, Winter Park