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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.

7711 Maslin Street, Windermere image
7711 Maslin Street, Windermere — 7711 $369,990

Gorgeous 3 /2.5 TH located in Wickham Park at Windermere. Upon entering, all guests are welcomed to the oversized living room; which offers plenty of natural light and a...

  • 3 Beds
  • 2.5 Baths
  • Wickham Park SubDv.
  • 34786 Zip Code
1484 Hempel Avenue, Windermere image
1484 Hempel Avenue, Windermere $599,000

Welcome to this cozy, beautiful single-family home across the street from Lake Olivia in Windermere, FL. This one-story home features three bedrooms, two bathrooms, a go...

  • 3 Beds
  • 2 Baths
  • Gotha Town SubDv.
  • 34786 Zip Code
13596 Gorgona Isle Dr, Windermere image
13596 Gorgona Isle Dr, Windermere $1,715,000

This two-story ENERGY STAR Certified affluent home inspired in Mediterranean Tuscan style with beautiful stones walls, grand foyer with stunning hardwood floors, Spanish ...

  • 6 Beds
  • 4.5 Baths
  • Windermere Isle SubDv.
  • 34786 Zip Code
12712 Water Point Boulevard, Windermere image
12712 Water Point Boulevard, Windermere $1,850,000

This magnificent acre estate is a must see! Coupled with the stately 4,705sqft FIVE bedroom and FOUR bath residence sits a true unicorn: a SINGLE-STORY 1BR/1.5BA (1,107s...

  • 6 Beds
  • 5.5 Baths
  • Waterford Pointe SubDv.
  • 34786 Zip Code
7431 Lake Albert Drive, Windermere image
7431 Lake Albert Drive, Windermere $2,380,000

Welcome to the IMMACULATE 7431 Lake Albert drive on a "ONE OF A KIND" 1.1 ACRE LOT with tons of upgrades throughout, stunning pool with jacuzzi spa and fenced patio for l...

  • 6 Beds
  • 6.5 Baths
  • Lake Burden South Ph 2 SubDv.
  • 34786 Zip Code
9133 Palm Tree Drive, Windermere image
9133 Palm Tree Drive, Windermere $549,900

WINDERMERE ~ SILVER WOODS! Rare offering in this highly desired community in Windermere. This 3 bedroom 2 bath POOL home is nicely appointed on a full 1/4 acre lot and ...

  • 3 Beds
  • 2 Baths
  • Silver Woods Ph 02 SubDv.
  • 34786 Zip Code
8168 Boat Hook Loop Unit 107, Windermere image
8168 Boat Hook Loop Unit 107, Windermere — 8180 $380,000

A beautiful 3 bedroom ground floor condo located conveniently opposite the clubhouse which has all the luxury amenities you could ask for. Inside you'll be impressed by t...

  • 3 Beds
  • 2 Baths
  • Lakeside/Lks/Windermere SubDv.
  • 34786 Zip Code
11410 Rapallo Lane, Windermere image
11410 Rapallo Lane, Windermere $800,000

Welcome Home. This beautiful home built by Park Square will take your breath away upon entering. From its turret-style architectural exterior design to the beautiful wi...

  • 6 Beds
  • 5.5 Baths
  • Belmere Village G2 48 65 SubDv.
  • 34786 Zip Code
6379 Swanson Street, Windermere image
6379 Swanson Street, Windermere $1,150,000

Beautiful single-family Mediterranean home with 4 bedrooms and a Flex Room, 4 bathrooms, and a 2/1 split car garage layout in the desirable gated community of Enclave in ...

  • 5 Beds
  • 4 Baths
  • Enclave SubDv.
  • 34786 Zip Code
7229 Still Pond Lane, Windermere image
7229 Still Pond Lane, Windermere $795,000

The soaring two-story bonus room is perfect for a 4th bedroom w/ spacious closet & private 1/2 bath. This Ashton Woods-Manchester design pool home (w/ heated spa) provide...

  • 3 Beds
  • 2.5 Baths
  • Ashlin Park Ph 2 SubDv.
  • 34786 Zip Code
6373 Swanson Street, Windermere image
6373 Swanson Street, Windermere $825,000

Beautiful one-story single-family home with 4 bedrooms, 2.5 bathrooms, and 2/1 split car garage layout in the desirable gated community of Enclave in Windermere. This hom...

  • 4 Beds
  • 2.5 Baths
  • Enclave SubDv.
  • 34786 Zip Code
12724 Langstaff Drive, Windermere image
12724 Langstaff Drive, Windermere $399,000

Light and bright, meticulously kept, end unit townhome in Windermere. Spacious family room and living room on the first floor with expansive brick paver private patio, pe...

  • 3 Beds
  • 2.5 Baths
  • Lakes/Windermere-Lk Reams Twnh SubDv.
  • 34786 Zip Code
13615 Riggs Way, Windermere image
13615 Riggs Way, Windermere $529,900

MUST SEE! Here is a 3-bedroom, 2 1/2 bath home in sought-after Windermere, Florida with a large, FULLY FENCED back yard! This home is near A -rated Sunset Park Elementary...

  • 3 Beds
  • 2.5 Baths
  • Enclave/Berkshire Park B G H I SubDv.
  • 34786 Zip Code
13839 Amelia Pond Drive, Windermere image
13839 Amelia Pond Drive, Windermere $650,000

**NEW ROOF & AC UNIT! Plus, renovated BATHROOMS & KITCHEN!!** If you want a stunning home that’s centrally located to just about everything here in Orlando, that’s within...

  • 4 Beds
  • 2.5 Baths
  • Creeks Run SubDv.
  • 34786 Zip Code
5124 Sun Palm Drive, Windermere image
5124 Sun Palm Drive, Windermere $575,000

Located in the highly sought after neighborhood of Silver Woods sits this wonderful 4 bedroom 2.5 bathroom pool home. This home offers a split floor plan, vaulted ceiling...

  • 4 Beds
  • 2.5 Baths
  • Silver Woods Ph 04 SubDv.
  • 34786 Zip Code
9802 6th Street, Windermere image
9802 6th Street, Windermere $450,000

Corner building lot. Small town charm with easy access to major roads. Short distance to Town of Windermere, desirable schools, parks, hospitals and more. Home on pro...

  • Gotha Town SubDv.
  • 34786 Zip Code
1403 Dingens Avenue, Windermere image
1403 Dingens Avenue, Windermere $450,000

Corner building lot in Gotha. Small Town charm convenient to major roadways. Near Town of Windermere and desirable schools. No HOA. Adjacent lot also available.

  • Gotha Town SubDv.
  • 34786 Zip Code
11301 Bridge House Road, Windermere image
11301 Bridge House Road, Windermere $11,995,000

Stunning modern masterpiece situated in Windermere's Reserve on Lake Butler Sound's most coveted waterfront lot. Known as "Overjoy" for its location on the sparkling wate...

  • 5 Beds
  • 7.5 Baths
  • Reserve At Lake Butler Sound SubDv.
  • 34786 Zip Code
11226 Macaw Court, Windermere image
11226 Macaw Court, Windermere $1,599,999

Welcome home to this custom built Bill Sauerwine Courtyard pool home. As you enter the double wrought iron gates. you will see the inviting salt water pool and spa, summ...

  • 4 Beds
  • 4.5 Baths
  • Keenes Pointe Ut 06 50 95 SubDv.
  • 34786 Zip Code
8179 Maritime Flag St Unit 203, Windermere image
8179 Maritime Flag St Unit 203, Windermere — 2 $377,000

Lakeside at Lakes of Windermere, second floor condominium unit. This home has been well maintained by the original owner and offers 3 bedrooms and 2 baths. The split fl...

  • 3 Beds
  • 2 Baths
  • Lakeside At Lakes Of Windermere SubDv.
  • 34786 Zip Code
4667 Indian Deer, Windermere image
4667 Indian Deer, Windermere $660,000

Wonderful pool home in the desiirable community of Summerport in Windermere! 4 bedrooms, and 3 baths with a 2-car garage. The yard is fenced for privacy so you can enjoy...

  • 4 Beds
  • 3 Baths
  • Summerport Phase 5 58/124 Lot 125 SubDv.
  • 34786 Zip Code
6731 Valhalla Way, Windermere image
6731 Valhalla Way, Windermere $2,250,000

Keene's Pointe - gated/24-hour attended golf course community featuring The Golden Bear Club. A members-only 18-hole golf course offering golf, tennis, fitness, dining an...

  • 6 Beds
  • 7.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
12623 W Lake Butler Road, Windermere image
12623 W Lake Butler Road, Windermere $5,300,000

Sheer excitement exudes from this custom Element Home Builders lakefront home located directly on Lake Butler, of the famed Butler Chain of Lakes. INCLUDED IN THIS PRICE ...

  • 4 Beds
  • 4.5 Baths
  • N/A SubDv.
  • 34786 Zip Code
12623 W Lake Butler Road, Windermere image
12623 W Lake Butler Road, Windermere $3,750,000

The adjacent homesite, 1.16 acres, is also available for sale with the purchase of this home. This stunning custom-built Element Home Builders lakefront home is located d...

  • 4 Beds
  • 4.5 Baths
  • N/A SubDv.
  • 34786 Zip Code
12577 Foynes Avenue, Windermere image
12577 Foynes Avenue, Windermere $649,000

Welcome to 12577 Foynes Ave! This is the house your buyer has been looking for! Large, 1 story with bonus room on second floor has been totally renovated!!! Let's start...

  • 5 Beds
  • 3.5 Baths
  • Lakes/Windermere Ph 04 SubDv.
  • 34786 Zip Code
11365 Evesham Drive, Windermere image
11365 Evesham Drive, Windermere — Na $359,900

A rare opportunity for a single story, end unit townhome in the heart of Lakeside Village, Windermere. This home is wonderfully maintained with a recently installed HVAC ...

  • 2 Beds
  • 2 Baths
  • Preston Square SubDv.
  • 34786 Zip Code
5332 Water Creek Drive, Windermere image
5332 Water Creek Drive, Windermere $765,000

Rare acre lot in highly sought-after area of Windermere with NO hoa fees and NO builder ties, buy and build your dream home. Level and cleared lot on private maintained r...

  • Lake Davis Estates SubDv.
  • 34786 Zip Code
1949 Katie Hill Way, Windermere image
1949 Katie Hill Way, Windermere $725,000

This home is a sprawling 2,700 square feet with 4 bedrooms + office + a bonus room upstairs that could be a 5th bedroom! This is a highly desired 3-way split floorplan wi...

  • 4 Beds
  • 3 Baths
  • Westover Club Ph 02 47/71 SubDv.
  • 34786 Zip Code
2505 Windermere Reserve Court, Windermere image
2505 Windermere Reserve Court, Windermere $605,000

Build your custom home on the last remaining home site in the Reserve of Windermere. Element Home Builders will build the home designed to compliment the building envelo...

  • Reserve At Windermere SubDv.
  • 34786 Zip Code
6117 Louise Cove Drive, Windermere image
6117 Louise Cove Drive, Windermere $4,200,000

Stunning Lake Louise views abound from this perfectly-sized Isleworth lakefront residence, perched above a protected cove on the famed Butler Chain of Lakes. Just unveile...

  • 4 Beds
  • 4.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
11948 Provincial Way, Windermere image
11948 Provincial Way, Windermere $1,799,900 ▼

HUGE PRICE REDUCED TO SELL!!!Exquisite Arthur Rutenberg customized Calais model home is sought after in Reserve at Belmere. This lakefront, 4bed/5bath/den/bonus room hous...

  • 4 Beds
  • 5 Baths
  • Reserve At Belmere Ph4 SubDv.
  • 34786 Zip Code
9143 Woodbreeze Boulevard, Windermere image
9143 Woodbreeze Boulevard, Windermere $568,000

In desirable Siver Woods community with a Windermere address, close to everything. Beautiful house completely renovated in 2022: 24"x48" porcelain tile throughout the hou...

  • 3 Beds
  • 2 Baths
  • Silver Woods Ph 02 SubDv.
  • 34786 Zip Code
8264 Maritime Flag Street Unit 1420, Windermere image
8264 Maritime Flag Street Unit 1420, Windermere — 14 $375,000

Move-in-ready or a great investment, located in the Resort style community-Lakeside Windermere. Elevator provides easy access. 3 bedroom/2 bath end unit is located on the...

  • 3 Beds
  • 2 Baths
  • Lakeside At Lakes Of Windermere Condominium Phase SubDv.
  • 34786 Zip Code
1330 Lake Olivia Lane, Windermere image
1330 Lake Olivia Lane, Windermere $895,500

Build your dream home on this waterfront lot. The gated community of Lake Olivia Reserve is home to only 12 lots and the perfect place to build your luxury home. Bring th...

  • Lake Olivia Reserve Rep SubDv.
  • 34786 Zip Code
11036 Schooner Way, Windermere image
11036 Schooner Way, Windermere $1,895,000 ▼

*** REMODELED HOME ON 1 ACRE LOT with CHAIN OF LAKE ACCESS under 2MM.*** Custom Windermere home on over an acre of land, with private 40+ ft dock on a wide canal to Lak...

  • 4 Beds
  • 3.5 Baths
  • Marina Bay Estates SubDv.
  • 34786 Zip Code
9736 Chestnut Ridge Drive, Windermere image
9736 Chestnut Ridge Drive, Windermere $7,388,000

Pre-Construction. To be built. Featuring an exceptional setting along the shores of beautiful Lake Bessie with gorgeous sunset views, this five-bedroom estate will be bui...

  • 5 Beds
  • 5.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
13335 Bellaria Circle, Windermere image
13335 Bellaria Circle, Windermere $2,790,000

Unparalleled luxury living in this elegant 5 bedroom, 6/1 bath home with over 6,300 sq.ft. of stylish living space. Officially known as Maison du Parc, this sprawling sin...

  • 5 Beds
  • 6.5 Baths
  • Bellaria SubDv.
  • 34786 Zip Code
225 Magnolia Street, Windermere image
225 Magnolia Street, Windermere $4,500,000

Elegantly designed and custom-built in 2019, this Mediterranean-style home is located on the famed Butler Chain of Lakes. This beautiful property is for the discriminatin...

  • 7 Beds
  • 10.5 Baths
  • Windermere Rep SubDv.
  • 34786 Zip Code
12030 Via Caselli Lane, Windermere image
12030 Via Caselli Lane, Windermere — 5 $498,000

The brand new beautiful townhouse at Royal Estate Luxury Townhomes is located in the premier community of Windermere with an excellent school district. Its unbeatable loc...

  • 4 Beds
  • 3 Baths
  • Royal Estates SubDv.
  • 34786 Zip Code
9119 Balmoral Mews Sq, Windermere image
9119 Balmoral Mews Sq, Windermere $1,290,000

Welcome to Balmoral and your new highly sought after Windermere address! An exclusive gated community containing only 32 custom homes. This spacious residence boasts lush...

  • 4 Beds
  • 4 Baths
  • Balmoral SubDv.
  • 34786 Zip Code
13754 Ingelnook Drive, Windermere image
13754 Ingelnook Drive, Windermere $630,000

Welcome to The Vineyards at Horizon West, an exceptional community located in Windermere. Make yourself at home with this magnificent KB-built home featuring all the amen...

  • 4 Beds
  • 2.5 Baths
  • Vineyards/Horizons West Ph 1b SubDv.
  • 34786 Zip Code
6230 Golden Dewdrop Trail, Windermere image
6230 Golden Dewdrop Trail, Windermere $519,000

Welcome home! Nested in the heart of Windermere. Fantastic layout with all spaces we want to have in a "homey" HOME. Master Bedroom features coffered ceiling, walk-in cl...

  • 3 Beds
  • 2.5 Baths
  • Windermere Lndgs Ph 02 SubDv.
  • 34786 Zip Code
9155 Outlook Rock Trail, Windermere image
9155 Outlook Rock Trail, Windermere $814,900

This beautiful, fully upgraded, and private home in Windermere is the perfect place to call home. Every bedroom in this family retreat has its own bedroom attached! This...

  • 5 Beds
  • 4.5 Baths
  • Windermere Trls Ph 5b SubDv.
  • 34786 Zip Code
415 W 3rd Avenue, Windermere image
415 W 3rd Avenue, Windermere $2,000,000 ▼

Consider this NEW…. totally renovated to the highest standards. Experience breathtaking LAKE VIEWS, SUNSETS and Disney FIREWORKS from the wide wrap around porch. This i...

  • 3 Beds
  • 2.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
811 Main Street, Windermere image
811 Main Street, Windermere $600,000

This home in the heart of downtown Windermere is waiting just for you! Located on a spacious double lot, with a fenced in backyard and NO HOA, this property will surely b...

  • 2 Beds
  • 1.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
Gladys Garden Court, Windermere image
Gladys Garden Court, Windermere $635,000

Within the gates of Isleworth, this beautiful home site is positioned within the Gardens of Isleworth – an intimate enclave of custom homes surrounded by lush gardens, wa...

  • Isleworth SubDv.
  • 34786 Zip Code
Gladys Garden Court, Windermere image
Gladys Garden Court, Windermere $620,000

Within the gates of Isleworth, this beautiful home site is positioned within the Gardens of Isleworth – an intimate enclave of custom homes surrounded by lush gardens, wa...

  • Isleworth SubDv.
  • 34786 Zip Code
Gladys Garden Court, Windermere image
Gladys Garden Court, Windermere $620,000

Within the gates of Isleworth, this beautiful home site is positioned within the Gardens of Isleworth – an intimate enclave of custom homes surrounded by lush gardens, wa...

  • Isleworth SubDv.
  • 34786 Zip Code
8637 Coventry Park Way, Windermere image
8637 Coventry Park Way, Windermere — 3 $435,000 ▲

Great opportunity to own this 3 Bedrooms, 2 Bathroom and 1 Half bathroom. kitchen includes 42 inches cabinets, stone counters, kitchen island, butlers pantry. Large maste...

  • 3 Beds
  • 2.5 Baths
  • Windermere Trails Parcel 3 SubDv.
  • 34786 Zip Code
4302 Isabella Circle, Windermere image
4302 Isabella Circle, Windermere $3,499,000

Sensationally Luxurious and Fully Furnished Home with Outdoor Poolside Oasis! Nestled on a spacious 0.88-acre lot in an exclusive gated community, this 5BR/6.5BA, 5,362sq...

  • 5 Beds
  • 6.5 Baths
  • Casabella SubDv.
  • 34786 Zip Code
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Mark A. Gankos
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Orlando Real Estate Services
468 Lancers Dr.
Winter Springs, Florida 32708

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