Windermere

Windermere Real Estate

Learn more about real estate market trends, lifestyle and recreation options, in Windermere.

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Located about 15 miles southwest of Downtown Orlando, Windermere is one of the most highly sought after addresses in Florida. It is a small upscale family-friendly community and home to numerous professional athletes, celebrities, CEOs, and other executives nestled between Lake Butler and Lake Down. There are numerous gated golf course and lakefront communities with home prices ranging from the high $300,000 to $68,000,000. Downtown Windermere is only about 10 miles from Walt Disney World Resorts, 5.5 miles from Universal Orlando Resort, 10 miles from Sea World Orlando, and 20 miles from Orlando International Airport (MCO).

Windermere Popular Searches

Windermere Neighborhoods


$975,000

Median Listing Price

$327

Median Listing Home Price/SqFt

3,057

Population


Homes for Sale in Windermere
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Quick Facts

Popular Neighborhoods in Windermere: Orlando, Kissimmee, Winter Garden
Zip Codes in Windermere: 34786
Schools in Windermere: Orange County Public Schools

Data derived from Realtor.com

Windermere FL Real Estate Market Report


Newest Homes for Sale in Windermere FL

View the newest homes for sale in Windermere listed in the last week.

Welcome home to Windermere's hidden gem community of Kelso on Lake Butler where quiet, tree-lined streets lead to this beautiful secluded custom estate offering luxury living with gorgeous water views! Situated on over an acre this elegant home is uniquely sited between two ski lakes offering 20 feet of private shoreline on CYPRESS LAKE and access to the renowned BUTLER CHAIN OF LAKES with a private community boat ramp located right across the street from this home! Enjoy gorgeous sunsets and private Disney fireworks every night from the privacy of your own backyard! You’ll be captivated the moment you arrive, with the home’s stunning curb appeal showcased by a massive brick-paver driveway and 4-car garage! Step through the custom mahogany double-entry doors into a space where soaring ceilings, polished travertine stone floors, and floor-to-ceiling windows welcome in Florida's natural light and showcasing breathtaking lake views all through out the home. Experience resort-style outdoor living to the fullest! The private backyard oasis features a sparkling pool and spa, spacious covered lanai with remote-controlled retractable screens, outdoor summer kitchen, wood-burning fireplace, adjacent fire pit, brand-new outdoor sauna and a stone pathway with landscape lighting leading you to your private dock makes this home the perfect place to unwind and enjoy Florida living. The Chef’s kitchen is complete with custom cabinetry, a large prep island, granite countertops, walk-in pantry, and stainless steel appliances. The kitchen flows seamlessly into the casual family space, inviting friends and family to gather with an adjacent wet bar space for easy entertaining. The downstairs master suite offers privacy and elegance, featuring its own gas fireplace, two walk-in closets, and an ensuite with a garden tub, large shower and separate dual vanities. Two additional ensuite bedrooms are conveniently located on the first level. One of the home's most unique features is the stone turret staircase, which leads to three additional ensuite bedrooms and to a huge bonus room with unlimited possibilities of a playroom, home theater or teen hangout. This home is conveniently located to the 429 Expressway, downtown Windermere and Winter garden, shopping, restaurants, zoned for top rated schools and several nearby private schools and very close to Disney! Call today to schedule your private showing! $3,200,000 Active

1140 Kelso Boulevard Windermere, Florida

6 Beds 6 Baths 6,003 SqFt 1.190 Acres

Welcome to the Windermere Trail, the highly sought community, the beautiful 4/2.5 plus loft with bungalow style home offers an open floor plan, a formal dining room, half bath down stairs. 4 bedrooms and 2 bathrooms, up stairs, attached 2 car garage, very close to restaurant, Publix and banks, walk distance to the Bay Lake Elementary School, short drive to middle school and Windermere High School. The community features a large pool, dog park, playground and walking trails alongside beautiful lakes. The community is just a few minutes from Disney parks back entry, and more. $515,000 Active

8559 Crescendo Avenue Windermere, Florida

4 Beds 3 Baths 2,047 SqFt 0.090 Acres

Windermere Trails! ADORABLE MODERN FARMHOUSE GEM! 4 Bedroom 3 Bath home over 3500 sq ft of living space! The answer is YES, you can see the DISNEY fireworks every night! You are just minutes from Disney, zoned for top rated schools including Windermere High School! As you step in you will love this open floorplan with NEWER laminate Wood flooring throughout the entire downstairs. NO CARPET on first floor! Formal dining has a gorgeous coffer ceiling and is currently being used as an office/den area with sliding door can be easily converted back to dining room to fit your needs! The kitchen was completely remodeled in 2022 it has GRANITE countertops, modern backsplash & large walk-in pantry. On the first floor you will find a bedroom with an ensuite bathroom. As you head up stairs you will see your HUGE BONUS ROOM with a storage closet. The LARGE Primary Suite has TRAY ceilings and French doors that give access to a spa-inspired bath, complete with soaking tub and a LARGE walk-in closet. Tucked away down the hall you'll find the 3rd and 4th bedroom with a bath nestled next to them. HOME UPGRADES: New flooring (carpet & laminate in July 2021), NEW laminate on first floor bedroom 2024, NEW fence installed 2024, New A/C in August 2021, Interior paint 2021, Exterior paint 2022, Gutters 2022, Completely re-done landscaping (Sod & plants) in 2022, New ceiling fans downstairs, New water heater April 2023, Re-leveled and sealed the driveway pavers in 2022, Kitchen remodeled in October 2022, Epoxied countertops in guest bathroom downstairs & upstairs guest bathroom, Updated faucets in bathrooms, New kitchen garbage disposal in 2023. In Windermere Trails, you have a resort style pool with a view of Lake Reams, splash pad, two-cabanas, playground, and walking trail around the beautiful lake, two separate dog parks (large and small dogs). Lakeside Village center is walking distance, with Publix, Windermere Medical Center and many delicious restaurants. $775,000 Active

9016 Reflection Pointe Drive Windermere, Florida

4 Beds 3 Baths 3,585 SqFt 0.140 Acres


Recently Sold Properties in Windermere

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Virtual Showings & Open Houses in Windermere

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Gary Berkson logo

RE/MAX Central Realty logo

(407) 920-0206
grberkson@gmail.com

Lake Mary, FL 32746

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