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Windermere Real Estate Search

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Windermere Homes for Sale

Windermere real estate in Florida allows homebuyers the opportunity to find a lakefront property along Lakes Down, Butler, or Bessie. Waterfront homes for sale in Windermere welcome homebuyers with as many as five bedrooms across between 2,000-6,000+ square feet of private living space. Modern amenities intrigue homebuyers and uninterrupted views of the fireworks from Disney’s EPCOT illuminate the nights’ sky for residents in Windermere, Florida.

Windermere is one of the beautiful small towns in central Florida. Established in 1889, Windermere is now home to over 3,000 people spanning just under two square miles. Future homebuyers who are looking for a house for sale in Windermere who have school-aged children can enroll them in places like Windermere Preparatory School, Windermere Elementary, Gotha Middle, and Olympia High Schools.

Upcoming homebuyers in Windermere have access to nearly every convenience with restaurants, banks, grocery stores, and more in proximity to town. Homeowners are encouraged to get involved in the community and can do so while participating in outdoor movie nights, tennis camps, 5K Runs along the Lakes, joining one of the boards or committees, or through volunteerism.

Active residents are able to visit the local beaches, play with loved ones at Central Park, and walk or bike the winding Windermere trails. Windermere residents are just miles from the magic of Disney World, and all that greater Orlando has to offer. If you are interested in purchasing one of the lovely Windermere condos or homes for sale in Florida, please contact us today.

11601 Black Rail Street, Windermere image
11601 Black Rail Street, Windermere $539,000

Welcome to this well maintained beautiful Windermere home! This home sits on a corner lot with a brand new vinyl fence and features solar panels! Being on a corner lot yo...

  • 3 Beds
  • 2.5 Baths
  • Windermere Lndgs Ph 02 SubDv.
  • 34786 Zip Code
1003 Oakdale Street, Windermere image
1003 Oakdale Street, Windermere $2,650,000

If You Have Dreamed of Having a Home Where Family and Friends want to Hang Out and Spend Quality Time Building Lifetime Friendships and Cherished Memories then I have the...

  • 5 Beds
  • 4.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
12875 Holdenbury Lane, Windermere image
12875 Holdenbury Lane, Windermere $515,000

Single story with 3 bed rooms and 2 full bath rooms. Nice quiet neighborhood . Close to University Studio and Disneyland.

  • 3 Beds
  • 2 Baths
  • Lakes/Windermere Ph 02a SubDv.
  • 34786 Zip Code
10635 Village Lake Road, Windermere image
10635 Village Lake Road, Windermere $495,000

Excellent opportunity to own a luxury home! This elegant 3BR/2.5BA townhome is beautifully appointed and has an ideal location. The heart of the home is comprised of open...

  • 3 Beds
  • 2.5 Baths
  • Lakeside Village Twnhms SubDv.
  • 34786 Zip Code
11722 Gray Rock Trail, Windermere image
11722 Gray Rock Trail, Windermere $810,000

Located just minutes away from the enchanting Walt Disney World, this splendid property presents an irresistible opportunity for those seeking a home that combines modern...

  • 4 Beds
  • 3 Baths
  • Windermere Trls Ph 4b SubDv.
  • 34786 Zip Code
7016 Kiwano Way, Windermere image
7016 Kiwano Way, Windermere $799,000

This practically new Modern Farmhouse Windermere home shows like a model home. Built in 2021, the Winterset model by Ryan Homes has all the space you need and then some. ...

  • 5 Beds
  • 4.5 Baths
  • The Sanctuary At Lakes Of Windermere SubDv.
  • 34786 Zip Code
14343 Oasis Cove Boulevard Unit 2002, Windermere image
14343 Oasis Cove Boulevard Unit 2002, Windermere — 2002 $454,990

Gated property at windermere is just waiting for you! Nice 4 bedrooms and 2 1/2 baths and a pond/walking trail in the backyard. The extra room (Bedroom 4) was built direc...

  • 3 Beds
  • 2.5 Baths
  • Oasis Cove Ii/Lakeside Village #Xv SubDv.
  • 34786 Zip Code
1214 Estancia Woods Loop, Windermere image
1214 Estancia Woods Loop, Windermere — Taylor Morrison $1,649,000

One or more photo(s) has been virtually staged. This stunning Windermere residence is located in the highly desirable community of Estancia. This Taylor Morrison Sebastia...

  • 4 Beds
  • 4.5 Baths
  • Estancia/Windermere SubDv.
  • 34786 Zip Code
8212 Tranquility Way Unit 3008, Windermere image
8212 Tranquility Way Unit 3008, Windermere — 8212 $415,000

Welcome to this stunning two-story, 3-bedroom, 2.5-bath residential condominium nestled in the desirable Oasis Cove community, located less than 5 miles from the enchanti...

  • 3 Beds
  • 2.5 Baths
  • Oasis Cove Ii/Lakeside Village #X SubDv.
  • 34786 Zip Code
323 Main Street, Windermere image
323 Main Street, Windermere $1,200,000

This new transitionally styled, modern farmhouse home is located in downtown Windermere on close to a half acre with nearby access to the Butler Chain of Lakes and walkin...

  • 4 Beds
  • 3 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
6863 Valhalla Way, Windermere image
6863 Valhalla Way, Windermere $3,100,000

Beautiful custom estate home in guard gated Keene's Pointe golf community. Huge open floor plan with plenty of space for all your imaginations. 5 bedrooms and 8 bathrooms...

  • 5 Beds
  • 5.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
8941 Newmarket Drive, Windermere image
8941 Newmarket Drive, Windermere — Na $424,500

Lowest priced three bedroom home in Lake Reams of Lakes of Windermere! Nice End Unit Right at the back of Disney. Great community with lower than average HOA fees. Tena...

  • 3 Beds
  • 2.5 Baths
  • Lakes/Windermere-Lk Reams Twhm SubDv.
  • 34786 Zip Code
14325 Bluebird Park Road, Windermere image
14325 Bluebird Park Road, Windermere $679,900

Welcome to Summerport! Discover this meticulously maintained home! Situated on a premium lot, this residence offers an unrivaled setting. Experience the awe-inspiring bea...

  • 4 Beds
  • 2.5 Baths
  • Summerport Ph 02 SubDv.
  • 34786 Zip Code
7985 Brofield Avenue, Windermere image
7985 Brofield Avenue, Windermere $750,000

Experience the best of community living combined with privacy and enchanting views of Magic Kingdom fireworks at The Berkshire Park. This remarkable home boasts 4 bedroom...

  • 4 Beds
  • 3.5 Baths
  • Lake Sawyer South Ph 04 SubDv.
  • 34786 Zip Code
9725 Chestnut Ridge Drive, Windermere image
9725 Chestnut Ridge Drive, Windermere $4,299,000

This exceptional custom built home is situated within the 600 acre exclusive Isleworth Golf and Country Club, you are surrounded by the pristine lakes of the Butler Chain...

  • 5 Beds
  • 6 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
8156 Boat Hook Loop Unit 308, Windermere image
8156 Boat Hook Loop Unit 308, Windermere — 6 $399,900

A beautiful spacious 3-bedroom third floor corner condo located conveniently across from the clubhouse which has all the luxury amenities you could ask for. Minutes from ...

  • 3 Beds
  • 2 Baths
  • Lakeside/Lks/Windermere SubDv.
  • 34786 Zip Code
11519 Charnock Drive, Windermere image
11519 Charnock Drive, Windermere $530,000

Energy efficient single-family home nestled in most desired community the Westside Village.The interior of this home features granite counters, 42" cabinetry with contemp...

  • 4 Beds
  • 2.5 Baths
  • Westside Village SubDv.
  • 34786 Zip Code
13856 Amelia Pond Drive, Windermere image
13856 Amelia Pond Drive, Windermere $675,000

Come see this BEAUTIFUL WATERFRONT HOME IN WINDERMERE! When approaching the home, you are greeted by treelined streets in a quiet community, a front yard with mature land...

  • 4 Beds
  • 2.5 Baths
  • Summerport SubDv.
  • 34786 Zip Code
4124 Isabella Circle, Windermere image
4124 Isabella Circle, Windermere $3,400,000

Elegant Water Front Pool Estate in Casabella, a Luxury Gated Community in private upscale Windermere. This impressive Villa Lago model has 6 Bedrooms, 6 Baths, and 2 half...

  • 6 Beds
  • 6.5 Baths
  • Casabella Ph 2 SubDv.
  • 34786 Zip Code
2030 Bellamere Court, Windermere image
2030 Bellamere Court, Windermere $2,865,000

Under Construction. Completion expected by end of June. This stunning new home being built by Justice and Wood offers over 5000 sq ft with 5 bedrooms, 6.5 bathrroms, 3 ca...

  • 5 Beds
  • 6.5 Baths
  • Bella Vita Estates SubDv.
  • 34786 Zip Code
6125 Lake Burden View Drive, Windermere image
6125 Lake Burden View Drive, Windermere $1,950,000

Captivating and stylish with a modern flair of elegance to showcase European influences, this golf course retreat offers sweeping golf course views and generous pool deck...

  • 5 Beds
  • 5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
1361 Whitney Isles Drive, Windermere image
1361 Whitney Isles Drive, Windermere $639,900

Extraordinarily Captivating Custom Home with Fenced-In Backyard! Located in the gated community of Windermere only minutes to Downtown, this 4BR/4BA, 2,787sqft property ...

  • 4 Beds
  • 3 Baths
  • Whitney Isles/Belmere Ph 02 SubDv.
  • 34786 Zip Code
11734 Water Run Alley, Windermere image
11734 Water Run Alley, Windermere — 11734 $535,000

Get ready to move into one of the best homes and areas right now! Located in the thriving, serene, and highly sought-out Windermere, this dream home is one of a kind! One...

  • 3 Beds
  • 2.5 Baths
  • Ashlin Park Ph 2 SubDv.
  • 34786 Zip Code
14241 Desert Haven Street Unit 3501, Windermere image
14241 Desert Haven Street Unit 3501, Windermere — Na $424,900

BEAUTIFUL END-UNIT, UPGRADED TOWNHOME JUST MINUTES FROM WALT DISNEY WORLD!!! Live the relaxed central Florida lifestyle in this gated Ryland Homes community with cable T...

  • 3 Beds
  • 2.5 Baths
  • Oasis Cove 2 At Lakeside Village Condominium Ph 2 SubDv.
  • 34786 Zip Code
13503 Bellaria Circle, Windermere image
13503 Bellaria Circle, Windermere $2,850,000

This beautifully maintained home is located in the luxury-gated Bellaria community. The moment you step through the front doors your eyes are greeted by soaring two-story...

  • 6 Beds
  • 7.5 Baths
  • Bellaria SubDv.
  • 34786 Zip Code
9413 Skiles Court, Windermere image
9413 Skiles Court, Windermere $1,700,000

Bright and expansive single-story residence, located on a large prime cul-de-sac lot, directly on hole #15 of the Golden Bear Club at Keene’s Pointe golf course, offering...

  • 4 Beds
  • 4 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
106 Palm Street, Windermere image
106 Palm Street, Windermere $929,000

Now is your chance to live the true Windermere lifestyle, "Among the Lakes"!! This spacious 3BR/3.5BA home, with huge 16' X 30' inground pool, is tucked away on a big cor...

  • 3 Beds
  • 3.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
12221 Grandmere Court, Windermere image
12221 Grandmere Court, Windermere $1,350,000

WELCOME to this STUNNING 2 story, 6 bedroom, 4 and a half bath home situated in the exclusive and very private, gated and highly sought community of WINDERMERE GRANDE. Th...

  • 6 Beds
  • 4.5 Baths
  • Windermere Grande SubDv.
  • 34786 Zip Code
9117 Outlook Rock Trail, Windermere image
9117 Outlook Rock Trail, Windermere $999,800

Windermere Trails has A-rated public and private schools with tons of restaurants and shopping to choose from. The possibilities are endless when entertaining your guest...

  • 5 Beds
  • 3.5 Baths
  • Windermere Trls Ph 5a SubDv.
  • 34786 Zip Code
5837 Caymus Loop, Windermere image
5837 Caymus Loop, Windermere $799,900 ▼

5 BEDROOM 3 FULL BATHS LOCATED ON A PRIVATE LOT WITH NO REAR NEIGHBORS, NEAR THE END OF CAYMUS LOOP! This is such a rare opportunity to live in one of Florida's finest co...

  • 5 Beds
  • 3 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
9747 Gotha Road, Windermere image
9747 Gotha Road, Windermere $699,988 ▲

Amazing Rare opportunity to own this Historic landmark home on its Centenial !! Featured in many magazines ,this original craftsman built in 1927 by Mr Wilkening for one ...

  • 3 Beds
  • 1.5 Baths
  • Gotha Town SubDv.
  • 34786 Zip Code
9283 Patrimonio Loop, Windermere image
9283 Patrimonio Loop, Windermere $659,900

Wrapped in the charm of Windermere, four spacious bedrooms and three comfortable bathrooms combine with generous living space to make living easier in this single-story h...

  • 4 Beds
  • 3 Baths
  • Legado SubDv.
  • 34786 Zip Code
3606 Lake Buynak Road, Windermere image
3606 Lake Buynak Road, Windermere $1,274,900

LIVE THE FLORIDA LIFESTYLE you’ve always dreamed of! Situated on private Lake Buynak and featuring almost TWO ACRES of land, this STUNNING home has it all. A light and br...

  • 3 Beds
  • 2.5 Baths
  • Lake Buynak Estates SubDv.
  • 34786 Zip Code
3049 Seigneury Drive, Windermere image
3049 Seigneury Drive, Windermere $2,100,000

Expansive custom estate on over 1-acre in gated and private Harbor Isle in desirable east Windermere. This sprawling residence has everything for the discriminating buyer...

  • 6 Beds
  • 5.5 Baths
  • Harbor Isle SubDv.
  • 34786 Zip Code
9506 Kingsbury Court, Windermere image
9506 Kingsbury Court, Windermere $949,000

Playground tennis/pickle ball in neighborhood. Large lot, screened pool, large driveway for parking, 3 car garage with work area. Easy access to all parks and highways. G...

  • 4 Beds
  • 3 Baths
  • Windsor Hill SubDv.
  • 34786 Zip Code
8442 Bowden Way, Windermere image
8442 Bowden Way, Windermere $940,000 ▼

“New Price” LOOKING TO BE PART OF KEENE'S POINTE LIFESTYLE? This immaculate 4 br/3ba home with a traditionally styled , "Pinehurst" model, built by Morrison Homes is one ...

  • 4 Beds
  • 3 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
11036 Schooner Way, Windermere image
11036 Schooner Way, Windermere $1,699,000

Situated on over an acre with a private dock, this newly renovated home provides access to the renowned Butler Chain of Lakes and A-rated schools in the golf cart zone of...

  • 4 Beds
  • 3.5 Baths
  • Marina Bay Estates SubDv.
  • 34786 Zip Code
6008 Golden Dewdrop Trail, Windermere image
6008 Golden Dewdrop Trail, Windermere $1,780,000

Stunning Single Family House in Windermere Landings. This home is ready to move in. Featuring 8 bedrooms, 5 baths, movie theater, office and a private pool. The master su...

  • 8 Beds
  • 5 Baths
  • Windermere Lndgs Fd-1 SubDv.
  • 34786 Zip Code
9025 Balmoral Mews Square, Windermere image
9025 Balmoral Mews Square, Windermere $1,280,000 ▼

Step into elegance in this stunning 5/3/2 pool home in exlcusive Balmoral! The exterior features a beautifully landscaped property with elegant circular driveway in the f...

  • 5 Beds
  • 3.5 Baths
  • Balmoral SubDv.
  • 34786 Zip Code
8122 Whitford Court, Windermere image
8122 Whitford Court, Windermere $1,269,000 ▼

Available now, hard to find Keene's Pointe home! This charming 4 bed/3 bath pool and spa home is located in the 24hr manned gate, golf community of Keene's Pointe. Backin...

  • 4 Beds
  • 3 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
12001 Lake Butler Boulevard, Windermere image
12001 Lake Butler Boulevard, Windermere $1,775,000

Beautiful one acre homesite on Lake Butler Blvd in the Town of Windermere with Location! Location! Location! This light, bright open plan offers high ceilings, 2 master s...

  • 3 Beds
  • 3 Baths
  • Lake Butler Estates SubDv.
  • 34786 Zip Code
11114 Bridge House Road, Windermere image
11114 Bridge House Road, Windermere $3,995,000

This New Orleans inspired custom estate in guard gated Lake Butler Sound is a true masterpiece of a timeless French Chateau. The property is situated on close to one acre...

  • 5 Beds
  • 6.5 Baths
  • Reserve At Lake Butler Sound 45/120 SubDv.
  • 34786 Zip Code
610 W 2nd Avenue, Windermere image
610 W 2nd Avenue, Windermere $3,400,000

This turn of the Century Classic Craftsman has more character and charm than anything on the market I have seen - Most homes this age would be considered "Tear Downs" but...

  • 3 Beds
  • 2.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
5938 Blakeford Drive, Windermere image
5938 Blakeford Drive, Windermere $1,890,000

Absolutely turn-key golf front Keene’s Pointe home that shows like a modern showcase home from top to bottom. This fully renovated home is located not only on the highly...

  • 5 Beds
  • 4.5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
14048 Bridgewater Crossings Boulevard, Windermere image
14048 Bridgewater Crossings Boulevard, Windermere — 14048 $407,000

*Capture the serenity and beauty of living in this amazing 3 bedroom 3 bath townhome in the highly desirable community of Summerport in WINDERMERE. Enjoy limitless WATER ...

  • 3 Beds
  • 2.5 Baths
  • Edens Hammock SubDv.
  • 34786 Zip Code
11415 Vicolo Loop, Windermere image
11415 Vicolo Loop, Windermere $775,000 ▲

Back on the market! One buyers loss is another buyers gain! Hurry, FLORIDA PARADISE is waiting for you. Currently the ONLY home available in one of the most desired, upsc...

  • 4 Beds
  • 3 Baths
  • Belmere Village G4 50 58 SubDv.
  • 34786 Zip Code
8 Pine Street, Windermere image
8 Pine Street, Windermere $3,450,000 ▼

Impeccably Renovated Windermere Charmer on the Butler Chain! Welcome Home to the best of Florida living.... with water views, iconic downtown Windermere setting on a pave...

  • 5 Beds
  • 4.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
11040 Clipper Court, Windermere image
11040 Clipper Court, Windermere $1,150,000

In the heart of Windermere is the private community of Marina Bay Estates. Marina Bay earns its namesake by being set along the beautiful shores of Lake Down, part of the...

  • 4 Beds
  • 4 Baths
  • Marina Bay Estates SubDv.
  • 34786 Zip Code
8630 Powder Ridge Trail, Windermere image
8630 Powder Ridge Trail, Windermere $579,000 ▼

Amazing property, fully furnished in great school area, good for families and investors. Dont miss this opportunity to call this your home! In the heart of Windermere, co...

  • 3 Beds
  • 2.5 Baths
  • Windermere Trls Ph 1c SubDv.
  • 34786 Zip Code
11407 Camden Park Drive, Windermere image
11407 Camden Park Drive, Windermere $1,100,000

Situated on an amazing water view lot in the Camden Village of Keene's Pointe, this home’s front porch view and completely private backyard makes it ideal for solitude an...

  • 5 Beds
  • 4 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
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Mark A. Gankos
Licensed Real Estate Broker
Orlando Real Estate Services
468 Lancers Dr.
Winter Springs, Florida 32708

Phone: 407-443-7200
Fax: 407-327-7187
markgankos@gmail.com

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