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Orlando Luxury Homes for Sale By Gary Berkson, RealtorOrlando Luxury Homes for Sale By Gary Berkson, Realtor

GARY BERKSON, REALTOR® | (407) 920-0206 | Email Me

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Windermere

Windermere Real Estate

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

Isleworth sign
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

  • Windermere Newest Homes
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  • All Windermere Homes

  • Bellaria
  • Casabella
  • Chaine Du Lac
  • Isleworth
  • Keenes Pointe
  • Reserve at Lake Butler Sound
  • Waterford Pointe
  • Waterstone


$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.

Tucked away in the prestigious guard-gated community of The Reserve at Lake Butler Sound, this exceptional 4-bedroom, 3.5-bath single-storypool home blends timeless Mediterranean style with modern sophistication. Set on over half an acre in a quiet cul-de-sac, the home welcomesyou with a paver driveway, lush mature landscaping, and an elegant entry framed by architectural columns. As you enter through the grandbeveled glass French doors, you’re immediately greeted by soaring cathedral ceilings and sweeping views through the family room to thescreened pool and spa beyond. The formal living and dining areas feature stately archways, tray ceilings, and designer lighting, creating arefined space for entertaining. The heart of the home is the gourmet kitchen, designed with the chef in mind. Outfitted with granite countertops,a large breakfast bar, and a sunny dinette space, it flows effortlessly into the family room where a natural gas fireplace and rich wood floors addwarmth and charm. The spacious Owners Suite is tucked away for privacy, offering a tranquil retreat with travertine flooring, dual walk-inclosets, a luxurious ensuite bath with double vanities, a large walk-in shower with dual heads, and a built-in wet bar. A flexible sitting area justoutside the suite can serve as a home office, reading nook, or nursery. Bedrooms two, three, and four offer generous space and privacy,including a jack-and-jill bath and an additional full hallway bath. A dedicated office near the front of the home can easily serve as a fifth bedroomif needed. Additional highlights include a powder room, oversized laundry room, and a 3-car courtyard-style garage. Unwind on the ceramic-tiledpool deck surrounded by tranquil landscaping and dramatic lighting, offering a peaceful backdrop for evenings outdoors. Residents enjoyexclusive access to a community fishing pier on Lake Butler and a charming garden park, all just minutes from top-rated public and privateschools, downtown Windermere, major roadways, Disney, and upscale shopping and dining. $1,298,000 Active

6533 Cartmel Lane Windermere, Florida

4 Beds 4 Baths 3,751 SqFt 0.54 Acres

Welcome to an extraordinary custom residence located within the prestigious guard-gated golf community of Keene’s Pointe, one of Windermere’s most sought-after luxury enclaves.Built in 2014 and set on an expansive 0.51-acre, this estate offers over 5,000 square feet of refined living space, thoughtfully designed to balance elegance, comfort, and modern functionality. The property enjoys a rare premium setting with serene pond views wrapping both the rear and side of the home, creating a private, picturesque backdrop rarely found within the community.The residence features 5 bedroom suites, including a luxurious primary suite on the main level along with an additional first-floor guest suite, ideal for multigenerational living or extended visitors. Three spacious ensuite bedrooms are located upstairs, each offering comfort and privacy.At the heart of the home, the chef’s kitchen is a true showpiece, appointed with top-of-the-line appliances, custom cabinetry, an oversized island, and seamless flow into the main living and entertaining areas. Expansive windows and sliding glass doors flood the interiors with natural light while framing tranquil water views.Outdoor living is equally impressive, highlighted by a beautiful pool and spa, an extended brick-paver lanai, and a fully equipped summer kitchen, all designed for year-round Florida entertaining. The oversized yard, enhanced by the half-acre lot and pond frontage, provides both privacy and space rarely available in Keene’s Pointe.Additional highlights include:• 3-car garage• High ceilings & architectural detailing• Hidden pantry• Office on the 1st floor• Gas fireplace in the family room and outdoors• Modern transitional finishes throughoutResidents enjoy 24-hour guard-gated security, lush landscaping, private roads, and optional membership to the Golden Bear Club, featuring golf, dining, fitness, tennis, and social amenities.Ideally located near top-rated Windermere schools, fine dining, shopping, and major roadways, this exceptional estate represents the pinnacle of luxury living in one of Central Florida’s premier golf communities. $3,195,000 Active

9940 Grosvenor Pointe Circle Windermere, Florida

5 Beds 6 Baths 5,071 SqFt 0.51 Acres

Location!!! great price!!! top-rated school district!!! and a renovated !!!! property ready for you to move in or invest. High rental demand and low inventory, ideal for investors or families.Fresh paint inside and out, new carpets, new indoor A/C with warranty, two-car garage with epoxy flooring, and a spacious driveway. Kitchen island with granite countertops, breakfast bar, stainless steel appliances, 3 spacious bedrooms on the second floor, a loft that adapts to any use, and bathrooms with double vanities. Large porch with relaxing views, a patio ideal for barbecues or outdoor breakfasts, surrounded by beautiful landscaping. Vineyard at Horizon West: two clubhouses, swimming pools, and recreational areas. Just minutes from Winter Garden Village, hospitals, Disney Springs, Walt Disney World, Universal Studios, and Orange County National Golf Center and lodge.With our preferred lender, you'll receive an additional benefit. Contact me today and don't let this opportunity pass you by! $444,900 Active

13712 Summerport Village Parkway Windermere, Florida

3 Beds 3 Baths 1,997 SqFt 0.07 Acres


Recently Sold Properties in Windermere

View the most recent Sold Homes in Windermere below.

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Virtual Showings & Open Houses in Windermere

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RE/MAX Central Realty logo

(407) 920-0206
grberkson@gmail.com

Lake Mary, FL 32746

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AREAS I COVER:

Orlando, Sanford, Longwood, Mount Dora, Lake Mary, Winter Garden, Windermere, Lake Nona, 34787, 34786, 32827

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