Windermere Downs Homes for Sale

No detail overlooked in this beautifully reimagined 6BR/5BA estate in the sought-after lakefront community of Windermere Downs! Fully renovated and expanded with high-caliber craftsmanship, this home offers the ultimate Central Florida lifestyle. The lower level boasts rich tongue-and-groove ceilings, hardwood floors, plantation shutters, double-pane vinyl windows, and bright natural light. The expansive primary suite features a custom 10’x20’ walk-in closet and spa-like bathroom. Every bedroom enjoys en-suite bath access, including the private 780 sq ft upper-level suite with stunning Lake Down sunset views. The spacious kitchen and breakfast nook anchor the home, flowing into a living room with a stunning floor-to-ceiling picture window and French doors that open to your backyard oasis. Step outside to a private resort-style paradise complete with a sport pool, sun shelf, earth-toned pavers, summer kitchen, fire pit, and remodeled pool bath. Major mechanical updates ensure total peace of mind: Spray foam insulation (2025), main HVAC (2019-2023), new water heater, upgraded plumbing, lighting, and interior laundry room. Enjoy deeded access to the Butler Chain of Lakes via Windermere Downs’ crown jewel private beach lot on Lake Down, plus tennis/pickleball courts and park spaces. Unbeatable location—10 mins to Turnpike/408/429 and 25 mins to Disney, MCO Airport, and Downtown Orlando!

9668 Woodmont Place, Windermere

Listing courtesy of DIAMOND REAL ESTATE GROUP. 407-279-0448

$1,150,000

4 Beds ⋅ 3 Baths ⋅ O6422132 MLS

Nestled within the highly sought-after Windermere Downs community this Lake-Access Residence, sitting on .74 acres, offers the ultimate Florida lifestyle surrounded by canopy-shaded, oak tree-lined streets. A walkway lined with custom pavers leads to the front door, where you're welcomed by the formal living and dining rooms on the right. Large bay windows let in plenty of natural light, creating a bright and inviting space. A barn door opens to the kitchen, which features travertine flooring, a gas stove, and stainless steel appliances—great for home cooking or entertaining. The living room is a cozy gathering space, with three skylights bringing in extra light and an Authentic Old Chicago Brick fireplace that adds warmth and character. The primary bedroom is spacious, with French doors that open to the screened-in pool lanai, offering easy access to outdoor living. The primary bathroom includes a Kohler clawfoot tub and Kohler fixtures, adding a touch of quality and comfort. Out back, the screened-in pool with travertine deck and patio provides a great spot to relax, while the larger open travertine patio off of the kitchen is perfect for hosting family and friends. The backyard is full of greenery, offering both beauty and privacy and an irrigation well. Home includes a 1,000 Underground Large Gas Tank and Full House Propane Generator and a hybrid water heater. A two-car attached garage is complemented by a large detached deep second two-car garage, perfect for extra parking, storage, or keeping your favorite lake-living toys. Living in Windermere Downs means access to a private community boat ramp, where you can launch your boat and explore Lake Down and the Butler Chain of Lakes. The community amenities include a dock with a roped-off swim area, tennis courts, pickleball courts, community park, playground—plenty of options for outdoor fun. Recent updates include whole house re-pipe (2026), freshly painted exterior and new soffit (2026).

2009 Woody Drive, Windermere

Listing courtesy of REVEL REALTY LLC. 407-876-6448

$679,000

3 Beds ⋅ 3 Baths ⋅ O6421738 MLS

Under contract-accepting backup offers. BACK TO THE MARKET! THE PREVIOUS BUYER WAS UNABLE TO SECURE FINANCING. Welcome to 2053 Woody Drive, where timeless Windermere charm meets modern updates. From the moment you arrive, you’ll appreciate the mature trees, spacious homesite, and the peaceful lifestyle this sought-after community offers. Through Windermere Downs HOA you will have access to a private beach -Chain of Lakes- Step inside and you’ll find a beautifully updated kitchen that’s truly the heart of the home—perfect for everyday living and entertaining family and friends. The generous living spaces, oversized lot and mature landscaping, with a prime location make this home an incredible opportunity for anyone looking to enjoy everything- Windermere. The home's aluminum wiring has been remediated throughout, with the exception of the kitchen. ROOF: 2020 NEW ELECTRIC PANEL (2026)-AC 2019

2053 Woody Drive, Windermere

Listing courtesy of LPT REALTY, LLC. 877-366-2213

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Windermere Downs - Windermere Florida Homes for Sale

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