Windermere Real Estate

Sort Options
  • Time on the Market (Newest First)
  • Price (High to Low)
  • Year Built (Newest First)
  • Living Area SQ FT (High to Low)
  • # Bathrooms (High to Low)
  • # Bedrooms (High to Low)
  • Lot Area (High to Low)
Grid
List
$610,000.00

Home for Sale O6430484

12749 GARRIDAN AVE, WINDERMERE, FL 34786

4Bedroom(s)
5Bathroom(s)
36Picture(s)
2,192Sqft
Welcome to this beautifully maintained 4-bedroom, 4.5-bath residence situated on a premium 9,055-square-foot corner lot in the highly desirable Wickham Park community of Windermere.
$425,000.00

Townhouse for Sale O6422269

7752 RIGBY ST, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
26Picture(s)
1,335Sqft
This beautiful 3 bedroom, 2.5 bath townhome is in the heart of Windermere. The home features a spacious, open kitchen complete with stainless steel appliances. Step outside to access a private courtyard that connects directly to a two car garage, providing both convenience and privacy. Upstairs you'll find three comfortable bedrooms and two full bathrooms.
$539,900.00

Home for Sale O6430196

11938 SILVERLAKE PARK DR, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
45Picture(s)
2,074Sqft
Move-In Ready! Beautifully Updated Home in the Highly Desirable Windermere Area! Welcome to this beautifully refreshed 4-bedroom, 2.5-bath home located in the sought-after Windermere Trails community. Built in 2014, this two-story residence includes approximately 2,074 square feet of living space with an open-concept layout, abundant natural light, and tasteful updates throughout.
$2,999,999.00

Home for Sale O6382287

5145 LATROBE DR, WINDERMERE, FL 34786

4Bedroom(s)
5Bathroom(s)
73Picture(s)
4,512Sqft
Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-story living room with a fireplace, creating an impressive yet inviting setting for entertaining.
$1,300,000.00

Home for Sale O6429934

12676 SALOMON COVE DR, WINDERMERE, FL 34786

6Bedroom(s)
4Bathroom(s)
89Picture(s)
3,667Sqft
This exceptional, fully renovated residence offers the perfect blend of contemporary design, luxury finishes, smart technology, and resort-style living.
$6,650,000.00

Home for Sale O6429164

9921 LAKE LOUISE DR, WINDERMERE, FL 34786

5Bedroom(s)
7Bathroom(s)
65Picture(s)
6,970Sqft
Positioned along the back nine of Isleworth's renowned championship golf course, this exceptional estate spans nearly 7,000 square feet and has been thoughtfully reimagined through an extensive three-year renovation.
$579,857.00

Townhouse for Sale TB8534803

5577 LEMON ORCHARD BND, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
2Picture(s)
1,699Sqft
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining.
$655,000.00

Home for Sale O6429810

13228 ROSKIN LN, WINDERMERE, FL 34786

4Bedroom(s)
2Bathroom(s)
34Picture(s)
2,745Sqft
Virtually Staged. 13228 Roskin Ln is a two-story Windermere home with a two-story foyer and hardwood flooring through the main level. The kitchen features granite countertops, stainless steel appliances, wood cabinetry, and a center island that opens to the great room for connected living.
$3,600,000.00

Home for Sale O6427447

5237 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

5Bedroom(s)
5Bathroom(s)
2Picture(s)
5,972Sqft
Under contract-accepting backup offers. Located along the 2nd tee of Isleworth's renowned championship golf course, this beautiful golf-front estate offers an exceptional location within the gates. The five-bedroom home features offers a spacious and open floor plan of more than 5,900 square feet overlooking the serene golf and water vistas. .
$420,000.00

Townhouse for Sale S5154691

12744 LANGSTAFF DR, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
33Picture(s)
1,369Sqft
Located in one of Windermere's most desirable communities, this beautifully updated 3-bedroom, 2.5-bath townhouse offers the perfect blend of style, comfort, and convenience.
$382,000.00

Townhouse for Sale O6428484

12914 VENNETTA WAY, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
49Picture(s)
1,644Sqft
Welcome to Berkshire Park, a highly sought-after community where timeless style, everyday comfort, and low-maintenance living come together in the heart of Windermere. This impeccably maintained 3-bedroom, 2.5-bath townhome offers 1,644 square feet of beautifully designed living space, combining tasteful finishes with exceptional functionality.
$530,000.00

Home for Sale O6419100

13424 HOPKINTON CT, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
8Picture(s)
2,190Sqft
Virtually Staged. Nestled on a quiet cul-de-sac in the highly sought-after Lakes of Windermere - Peachtree community, this spacious 4-bedroom, 3-bath residence offers the perfect blend of comfort, functionality, and location. With over 2,100 square feet of living space, the thoughtfully designed floor plan provides ample room for both everyday living and entertaining.
$2,200,000.00

Home for Sale O6378961

11545 BRICKYARD POND LN, WINDERMERE, FL 34786

8Bedroom(s)
9Bathroom(s)
35Picture(s)
4,735Sqft
Luxury Lakefront Estate - Windermere, FL Discover a truly extraordinary lakefront residence located at one of Windermere's most prestigious addresses. Situated on a sprawling 0.75-acre lot, this property impresses with its grandeur, elegance, and impeccable attention to detail.
$1,305,741.00

Home for Sale G5115749

14213 CREST PALM AVE, WINDERMERE, FL 34786

6Bedroom(s)
5Bathroom(s)
3Picture(s)
4,564Sqft
Virtually Staged. Under Construction. SWEETWATER H - Our beautiful huge 2 story home, located on a conservation lot, with 6 Bedrooms and 4.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island.
$2,300,000.00

Home for Sale O6428604

9904 BRENTFORD CT, WINDERMERE, FL 34786

5Bedroom(s)
5Bathroom(s)
73Picture(s)
4,504Sqft
Exceptional Keene's Pointe Pool Home with Rare Multi-Generational Layout with a Pond View! Welcome to this exceptional 5-bedroom, 4.5-bath residence nestled on one of the most peaceful cul-de-sacs in the Keene's Pointe community.
$675,000.00

Home for Sale O6428871

13160 SUNKISS LOOP, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
53Picture(s)
1,790Sqft
Welcome to this beautifully maintained one-story home in the highly desirable Summerport community of Windermere! Offering 3 bedrooms, 2 bathrooms, and a versatile office/den, this home reflects true pride of ownership and is ready for its next owners. From the moment you arrive, you'll appreciate the excellent curb appeal and inviting exterior.
$399,900.00

Condo for Sale B26057366

8001 Enchantment Drive 1001, Windermere, FL 34786

4Bedroom(s)
4Bathroom(s)
34Picture(s)
1,792Sqft
Welcome to this rare 4-bedroom, 3.5-bath corner-unit condo in the gated community of Oasis Cove in Windermere. Privately tucked away at the back of the community and surrounded by nature, this beautifully maintained home offers a peaceful setting with exceptional privacy. Inside, the bright open-concept floor plan is perfect for everyday living and entertaining.
$4,495,000.00

Home for Sale O6428554

6719 VALHALLA WAY, WINDERMERE, FL 34786

4Bedroom(s)
7Bathroom(s)
38Picture(s)
6,159Sqft
Experience refined luxury in this extraordinary custom estate overlooking the 17th tee of the Jack Nicklaus Signature Golden Bear Club, nestled within the prestigious guard-gated community of Keene's Pointe in Windermere. Completely reimagined with exceptional attention to detail, this residence seamlessly blends timeless architecture with sophisticated contemporary design.
$3,100,000.00

Home for Sale O6428441

12102 MONTALCINO CIR, WINDERMERE, FL 34786

4Bedroom(s)
5Bathroom(s)
1Picture(s)
4,296Sqft
T
$485,000.00

Townhouse for Sale S5154426

8386 IRON MOUNTAIN TRL, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
26Picture(s)
1,631Sqft
Welcome to this charming two-story townhome in the highly desirable Windermere Trails community! Featuring 3 bedrooms, 2.5 bathrooms, and 1,631 sq. ft. of comfortable living space, this home offers an open-concept main floor seamless for daily living and entertaining. The kitchen is appointed with granite countertops, stainless steel appliances, a breakfast bar, and a spacious pantry.
$399,900.00

Condo for Sale S5154463

14125 OASIS COVE BLVD #206, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
60Picture(s)
1,647Sqft
Under contract-accepting backup offers. Welcome to Oasis Cove in Windermere, where this beautifully situated 3-bedroom, 2.5-bath residence offers something truly special-an unobstructed pond view and spectacular sunset backdrop that can be enjoyed every day from your own home.
$599,900.00

Home for Sale O6427997

13231 ROXBORO RD, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
42Picture(s)
1,706Sqft
Virtually Staged. Discover this beautifully maintained 3-bedroom, 2-bath corner-lot home in Windermere. Surrounded by tree-lined streets and a welcoming neighborhood atmosphere, this home combines timeless charm with everyday convenience. Enjoy relaxing on the covered front porch, perfect for morning coffee, visiting with the neighbors or unwinding after a long day.
$1,289,000.00

Home for Sale O6427113

5746 OXFORD MOOR BLVD, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
74Picture(s)
3,793Sqft
Under contract-accepting backup offers. Picture your morning here. Coffee on the covered lanai, the pond fountain catching the early light, and an expansive lawn rolling toward the water, with over half an acre between you and the rest of the world.
$3,100,000.00

Home for Sale O6426088

7720 FICQUETTE RD, WINDERMERE, FL 34786

6Bedroom(s)
5Bathroom(s)
41Picture(s)
4,282Sqft
Virtually Staged. Luxury Lakefront Living with No HOA on an Oversized Lot! Welcome to this exceptional 6-bedroom lakefront estate situated on an oversized lot with no HOA and an oversized 3-car garage. Recently and completely updated, this stunning home showcases designer finishes throughout, offering the perfect blend of luxury, comfort, and modern style. 12 Ft ceilings in living area.
$799,500.00

Home for Sale O6428105

11434 RAPALLO LN, WINDERMERE, FL 34786

5Bedroom(s)
5Bathroom(s)
97Picture(s)
3,036Sqft
Welcome to this exceptional two-story luxury home in one of Windermere's most sought-after communities. Situated on a beautifully landscaped 0.38-acre lot, this meticulously maintained 5-bedroom, 4.5-bathroom residence offers 3,036 square feet of elegant living space designed for comfort, functionality, and entertaining.
$979,500.00

Home for Sale O6428172

11462 CLAYMONT CIR, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
39Picture(s)
2,314Sqft
Luxury Pool Home in the Keene's Pointe Golf Community - Windermere Nestled within the highly sought-after Keene's Pointe golf community in the charming Town of Windermere, this beautifully maintained luxury pool home offers an exceptional blend of elegance, comfort, and timeless design.
$745,000.00

Home for Sale O6427614

8931 LOOKOUT POINTE DR, WINDERMERE, FL 34786

5Bedroom(s)
4Bathroom(s)
28Picture(s)
2,989Sqft
I
$395,000.00

Townhouse for Sale TB8517100

5579 SOMERSBY RD, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
29Picture(s)
1,579Sqft
Virtually Staged. This one has it all! Welcome home to this beautifully updated townhome in the highly sought-after Summerport community, where charm, comfort, and picturesque water views come together to create an exceptional living experience.
$379,900.00

Townhouse for Sale O6427757

13006 SUNKISS LOOP, WINDERMERE, FL 34786

2Bedroom(s)
2Bathroom(s)
54Picture(s)
1,155Sqft
!!! RARE FIND PROPERTY !!! This house is better than you think... Welcome to this well maintained ONE STORY 2-bedroom, 2-bath, 2-car garage townhome located in the sought-after Summerport community. This move-in-ready home offers a spacious, open floor plan with tile flooring throughout, creating a clean and elegant look that is both stylish and easy to maintain.
$750,000.00

Home for Sale O6427527

6208 TALARIA DR, WINDERMERE, FL 34786

5Bedroom(s)
4Bathroom(s)
40Picture(s)
3,373Sqft
Under contract-accepting backup offers. Welcome to this move-in ready 5-bedroom, 4-bath home in the desirable Providence community of Windermere. This spacious home features an open-concept layout with soaring 8-foot doors, arched entryways, crown molding, recessed lighting, tile flooring, and fresh interior paint.
$644,900.00

Home for Sale S5154278

12830 CRAGSIDE LN, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
79Picture(s)
2,683Sqft
Virtually Staged. Welcome to this beautifully maintained 2,683-square-foot home located in the highly desirable Lakes of Windermere community! Offering the perfect blend of comfort, functionality, and Florida living, this spacious residence features an open-concept floor plan designed for both everyday living and entertaining.
$5,999,000.00

Home for Sale O6422976

800 W 2ND AVE, WINDERMERE, FL 34786

5Bedroom(s)
5Bathroom(s)
78Picture(s)
5,511Sqft
Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring architecture with modern luxury.
$755,000.00

Home for Sale O6418089

7211 STILL POND LN, WINDERMERE, FL 34786

4Bedroom(s)
4Bathroom(s)
52Picture(s)
3,161Sqft
• PRICE IMPROVEMENT***Welcome to this stunning FORMER MODEL HOME in the sought-after ASLIN PARK, a community in the heart of WINDERMERE. This former CUSTOM CARLISLE model was designed and built by renowned ASHTON HOMES. Perfectly positioned on a premium corner lot with not rear neighbor and pond view, located in one of Windermere desired subdivision.
$725,000.00

Home for Sale G5115391

1452 DINGENS AVE, WINDERMERE, FL 34786

4Bedroom(s)
2Bathroom(s)
4Picture(s)
2,433Sqft
A rare opportunity to own one of the few oversized homesites remaining in the heart of prestigious Windermere. Nestled on a beautifully maintained .68-acre lot with no HOA, this exceptional property offers endless possibilities in one of Central Florida's most sought-after locations.
$715,000.00

Home for Sale O6425952

6607 EARTHGOLD DR, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
64Picture(s)
2,720Sqft
Stunning Windermere Home in Gated Community with Private Boat Ramp Access! Welcome to this beautifully maintained and spacious home located in one of Windermere's desirable gated communities.
$610,000.00

Home for Sale O6426722

7222 STILL POND LN, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
32Picture(s)
2,066Sqft
Welcome to 7222 Still Pond Lane, a beautifully maintained 3-bedroom, 2-bath home offering 2,066 square feet of thoughtfully designed living space in the highly desirable Ashlin Park community. Built in 2016, this home combines modern finishes, excellent condition, and an outstanding location in one of Windermere's most sought-after neighborhoods, where homes are rarely available.
$4,599,000.00

Home for Sale O6381869

12540 PARK AVE, WINDERMERE, FL 34786

5Bedroom(s)
6Bathroom(s)
58Picture(s)
7,740Sqft
Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere's signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas.
$7,500,000.00

Home for Sale O6426995

724 W 2ND AVE, WINDERMERE, FL 34786

6Bedroom(s)
8Bathroom(s)
100Picture(s)
6,874Sqft
Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmanship, and resort-style amenities come together in one of Windermere's most coveted locations.
$749,900.00

Home for Sale O6414025

7242 LONDALE BLVD, WINDERMERE, FL 34786

4Bedroom(s)
4Bathroom(s)
59Picture(s)
2,690Sqft
Welcome to this stunning former model home located in highly desirable Windermere! From the moment you step inside you will be greeted by it's open space layout for living and dining rooms with meticulous attention to detail featuring crown molding, wrought iron staircase and custom built-in entertainment center in family room.
$1,275,000.00

Home for Sale O6426164

12085 SANDY SHORES DR, WINDERMERE, FL 34786

5Bedroom(s)
3Bathroom(s)
48Picture(s)
2,831Sqft
Virtually Staged. **SANDY SHORES SANCTUARY** A rare 1934 Windermere Landmark on the Butler Chain of Lakes. Rich in history and timeless charm, this one-of-a-kind canal-front home offers a rare opportunity to own a piece of Old Windermere.
$384,900.00

Townhouse for Sale O6426752

5451 KUMQUAT LOOP, WINDERMERE, FL 34786

2Bedroom(s)
2Bathroom(s)
20Picture(s)
1,298Sqft
Very rarly does the end unit, one story townhomes come on the market! For anyone who doesn't want stairs, or master bedroom up - check this one out. Last 4 of these one story - sold in 4 days or less. HOA did new roofs and new exterior paint 2 years ago. New water heater (2026), newer A/C (2021). Front load washer/dryer will stay. 90% tiled floors, 1 room has engineered hardwood.
$2,800,000.00

Home for Sale W7887812

13250 BELLARIA CIR, WINDERMERE, FL 34786

6Bedroom(s)
8Bathroom(s)
99Picture(s)
6,781Sqft
Exceptional custom estate in the exclusive guard-gated community of Bellaria featuring 6 bedrooms, 7 full bathrooms, 1 half bath, and a floor plan designed for both everyday living and entertaining. Positioned with pond views and no front neighbors, this residence has been recently painted inside and out and offers quality craftsmanship throughout.
$444,900.00

Townhouse for Sale S5143431

13712 SUMMERPORT VILLAGE PKWY, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
63Picture(s)
1,997Sqft
Excellent location! the best price-to value opportunity, Assistance may be available for qualified buyers and have the opportunity to work with our preferred lender and access additional benefits. a beautifully upgraded property, move in ready, Top-rated school district and Property high rental demand and low inventory, ideal for investors or families.
$1,595,000.00

Home for Sale O6425494

12417 MONTALCINO CIR, WINDERMERE, FL 34786

4Bedroom(s)
4Bathroom(s)
100Picture(s)
3,166Sqft
Welcome to this impeccably designed, all-on-one-floor luxury custom home located in one of the most sought-after gated communities of Windermere, Casa Del Lago, where timeless Mediterranean architecture meets refined Florida living.
$1,050,000.00

Home for Sale G5115289

8254 PROCIDA ISLE LN, WINDERMERE, FL 34786

5Bedroom(s)
4Bathroom(s)
52Picture(s)
3,267Sqft
Experience the perfect blend of elegance, comfort, and modern convenience in this exceptional 5-bedroom, 4-bathroom home in the highly sought-after Windermere Isle community. Enjoy nightly Disney fireworks from the second floor! A charming covered front porch welcomes you inside, where the foyer showcases beautiful wood-look tile flooring that flows seamlessly throughout the main living areas.
$649,500.00

Home for Sale O6426386

11773 BELLA MILANO CT, WINDERMERE, FL 34786

5Bedroom(s)
4Bathroom(s)
39Picture(s)
2,626Sqft
Virtually Staged. Welcome home to 11773 Bella Milano Ct - a 5-bedroom, 3.5-bath residence on a quiet cul-de-sac in the sought-after gated community of Belmere Village. Enjoy rare privacy with a wooded conservation view at the rear, bordering a park with no through-access, and a lot size just under a quarter acre.
$365,000.00

Townhouse for Sale O6425885

7712 FORDSON LN, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
37Picture(s)
1,644Sqft
This Berkshire Place townhome offers a thoughtfully arranged two-story layout with three bedrooms, inviting living spaces, and a convenient Windermere location. The covered front porch opens to a bright living room with a ceiling fan, while the adjoining dining area creates an easy connection to the kitchen.
$599,000.00

Home for Sale O6426117

13403 RIGGS WAY, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
47Picture(s)
1,706Sqft
Under contract-accepting backup offers. Set on a corner lot in Lake Sawyer South, this single-story Windermere home combines a new roof completed in May 2026 with a remodeled kitchen and bathrooms, custom woodwork, and inviting indoor-outdoor living.
$669,000.00

Home for Sale O6426217

7537 BROFIELD AVE, WINDERMERE, FL 34786

4Bedroom(s)
4Bathroom(s)
30Picture(s)
2,610Sqft
Amazing opportunity to own this beautiful two-story single-family home located in the highly sought-after Lake Sawyer Enclave at Berkshire Park. Built in 2010 and meticulously maintained, this spacious home features 4 bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining.
$325,000.00

Condo for Sale L4963589

11564 MIZZON DR #923, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
47Picture(s)
1,442Sqft
Welcome to this gorgeous 3-bedroom, 2-bath corner unit condo in the highly desirable Lakeside at Lakes of Windermere! This beautifully maintained community is just minutes from the world-class shopping, dining, and entertainment of both Windermere and Winter Garden. Many dining choices as well as Publix are also within easy walking distance.
$464,000.00

Home for Sale O6426287

9017 WOODBREEZE BLVD, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,723Sqft
Under contract-accepting backup offers. COMING SOON! Welcome to Silver Woods, one of Windermere's most established and desirable communities! Photos are coming soon. This 3-bedroom, 2-bath home offers 1,723 square feet of comfortable single-story living on an oversized homesite surrounded by mature landscaping.
$585,000.00

Home for Sale O6423464

12789 BOSWORTH AVE, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,710Sqft
This stunning Ashton Woods home in the highly sought-after Wickham Park community of Windermere truly shows like a model. Built in 2012, this beautifully maintained single-story home offers 3 bedrooms, 2 bathrooms, and a 2-car garage. The bright, open-concept floor plan features laminate flooring and is perfect for both everyday living and entertaining.
$409,900.00

Townhouse for Sale O6425485

13449 CARROWAY ST, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
33Picture(s)
1,387Sqft
Under contract-accepting backup offers. Renovated, move-in ready, and rare in its layout, this updated townhome in Windermere's Merrick Landing pairs a remodeled kitchen with three genuine full bathrooms, something most townhomes in this price range simply do not offer.
$1,049,000.00

Home for Sale O6425946

725 OAKDALE ST, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
69Picture(s)
2,795Sqft
Timeless Charm in the Heart of Downtown Windermere. Nestled beneath a canopy of majestic oak trees on one of Windermere's most picturesque streets, this beautifully maintained three bedroom, two and half bath residence offers the perfect blend of classic Florida charm and modern comfort. Situated on a spacious 0.
$1,090,000.00

Home for Sale O6425171

8344 BOWDEN WAY, WINDERMERE, FL 34786

4Bedroom(s)
4Bathroom(s)
44Picture(s)
3,646Sqft
Virtually Staged. One or more photo(s) was virtually staged. This is your opportunity to own a home in Keene's Pointe, a 24-hour guard-gated golf community on the Butler Chain of Lakes and home to the Golden Bear Club.
$1,550,000.00

Home for Sale O6416690

5741 OXFORD MOOR BLVD, WINDERMERE, FL 34786

6Bedroom(s)
5Bathroom(s)
83Picture(s)
4,525Sqft
Welcome to an exceptional residence in the prestlgious gated community of Oxford Moor, where timeless elegance meets modern comfort. This impressive 6-bedroom, 4.5-bathroom estate offers over-the-top space for both refined living and effortless entertaining, complete with a spacious 3-car garage and an expansive, thoughtfully designed floor plan.
$950,000.00

Home for Sale O6424551

4482 BEGONIA CT, WINDERMERE, FL 34786

5Bedroom(s)
5Bathroom(s)
55Picture(s)
4,544Sqft
Under contract-accepting backup offers. Rarely does an opportunity like this become available in one of Windermere's exclusive gated communities.
$440,000.00

Townhouse for Sale O6425332

13736 SUMMERPORT VILLAGE PKWY, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
52Picture(s)
1,976Sqft
Under contract-accepting backup offers. A Windermere address is more than a location-it is a lifestyle. Welcome to 13736 Summerport Village Parkway, an opportunity to own in one of Central Florida's most desirable and enduring communities.
$360,000.00

Townhouse for Sale O6425518

14250 SONCO, WINDERMERE, FL 34786

2Bedroom(s)
2Bathroom(s)
34Picture(s)
1,155Sqft
Location, Location, Location! Welcome to this charming one-story end-unit townhome in the highly desirable Summerport community of Windermere! Ideally situated to Keene's Crossing Elementary School and the community's exceptional amenities.
$1,595,000.00

Home for Sale O6425396

6533 CARTMEL LN, WINDERMERE, FL 34786

5Bedroom(s)
4Bathroom(s)
34Picture(s)
3,751Sqft
Welcome to The Reserve at Lake Butler Sound, one of Windermere's most prestigious 24-hour guard-gated luxury communities, where estate homes, tree-lined streets, and access to the renowned Butler Chain of Lakes create an unmatched lifestyle. Perfectly positioned on over half an acre at the end of a quiet cul-de-sac, this impeccably maintained 5-bedroom, 3.
$558,900.00

Home for Sale O6425336

11468 MISTY OAK ALY, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
40Picture(s)
2,014Sqft
Under contract-accepting backup offers. Ashlin Park - One of Windermere's most desirable communities. This very private cornet lot offers an oversized homesite with breathtaking water views. Featuring 3 bedrooms, 2.5 baths, 2 car garage, and contemporary upgrades throughout.
$15,900,000.00

Home for Sale O6421205

6119 GROSVENOR SHORE DR, WINDERMERE, FL 34786

7Bedroom(s)
9Bathroom(s)
97Picture(s)
14,068Sqft
Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built masterpiece by Goehring & Morgan is inspired by Andrea Palladio, one of the most influential architects in history, celebrated for his elegant country houses and villas.
$460,000.00

Townhouse for Sale O6421245

11429 BROWNSTONE ST, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
40Picture(s)
1,910Sqft
Virtually Staged. Seller may consider buyer concessions if made in an offer ~ Enjoy the best of Windermere living in this beautifully maintained 4-bedroom, 2.
$330,000.00

Townhouse for Sale O6424774

14030 SPARKLING COVE LN #603, WINDERMERE, FL 34786

2Bedroom(s)
3Bathroom(s)
32Picture(s)
1,232Sqft
Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhome-style condominium nestled in the gated community of Oasis Cove at Lakeside Village in the heart of Windermere. Offering the perfect blend of comfort, style, and convenience, this move-in ready home features an open-concept floor plan with abundant natural light, creating an inviting space for both everyday living and entertaining.
$799,999.00

Home for Sale O6424617

9225 MCDAVID CT, WINDERMERE, FL 34786

4Bedroom(s)
2Bathroom(s)
64Picture(s)
2,713Sqft
Nestled on a private one-acre homesite in the established community of Roberts Landing, this meticulously maintained custom pool home offers the perfect blend of space, comfort, and timeless design. Featuring 4 bedrooms, 2 bathrooms, over 2,700 square feet, and a desirable 3-car side-entry garage, this home has been lovingly cared for by its original owners.
$599,990.00

Townhouse for Sale TB8528688

13419 LEMON ORCHARD BND, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
21Picture(s)
1,699Sqft
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining.
$649,900.00

Home for Sale O6423867

13303 PENSHURST LN, WINDERMERE, FL 34786

5Bedroom(s)
5Bathroom(s)
13Picture(s)
2,959Sqft
This beautifully Windermere residence offers an exceptionally flexible layout, featuring three master-style suites-two within the main home and a third in the fully detached mother-in-law suite.
$2,500,000.00

Home for Sale O6418226

1629 HEMPEL AVE, WINDERMERE, FL 34786

6Bedroom(s)
4Bathroom(s)
89Picture(s)
4,858Sqft
Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximately 88-acre, spring-fed lake with private access.
$639,900.00

Home for Sale O6423949

13328 OVERSTREET RD, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
43Picture(s)
2,648Sqft
Situated on a distinguished homesite in one of Windermere's most sought after locations, 13328 Overstreet Road impresses right when you pull into the oversized 6+ CAR PAVER DRIVWAY with parking for up to six vehicles. If any of those vehicles are electric, you can charge them using the installed TESLA CAR CHARGER and save $$ on the electric bill with the PAID-OFF SOLAR PANELS.
$539,900.00

Home for Sale O6423262

9433 PALM TREE DR, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
35Picture(s)
1,819Sqft
WELCOME HOME! PRICE ENHANCEMENT! Nestled beneath majestic oak trees in one of Windermere's most desirable communities, this well-maintained 3-bedroom, 2-bath home sits on a quarter of an acre and offers the perfect blend of comfort, privacy, and location.
$798,000.00

Home for Sale O6422241

4642 RIVER GEM AVE, WINDERMERE, FL 34786

5Bedroom(s)
5Bathroom(s)
53Picture(s)
3,373Sqft
Discover refined living in one of Windermere's most sought-after communities. This exceptional 5-bedroom, 5-bath residence in Summerport perfectly blends timeless elegance, everyday comfort, and an unmatched location.
$3,250,000.00

Home for Sale P4939244

13431 BELLARIA CIR, WINDERMERE, FL 34786

4Bedroom(s)
5Bathroom(s)
82Picture(s)
5,616Sqft
BREATHTAKING WINDERMERE ESTATE!!! Situated on nearly 1.5 acres in the gated/guarded community of Bellaria, this custom built 4BR/4.5BA pool residence is the pinnacle of detail and design. Follow the long drive winding amongst the towering Italian Cypress to your expansive motor court and magnificent entry.
$6,700,000.00

Home for Sale O6422852

8342 BOYLA CT, WINDERMERE, FL 34786

8Bedroom(s)
10Bathroom(s)
93Picture(s)
8,133Sqft
Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community of Keene's Pointe. Situated on a private cul-de-sac, this one of a kind residence rests on a spectacular 0.78 acre homesite with 518 feet of combined waterfront overlooking a serene pond and the beautiful waters of Lake Burden.
$1,290,000.00

Home for Sale O6422598

7231 SANGALLA DR, WINDERMERE, FL 34786

5Bedroom(s)
5Bathroom(s)
58Picture(s)
3,835Sqft
Tucked away within the private gates of Casa Del Lago, one of Windermere's most desirable communities, this exceptional home offers a rare opportunity to enjoy luxury living just moments from everything Central Florida has to offer.
$1,795,000.00

Home for Sale O6417788

6241 BLAKEFORD DR, WINDERMERE, FL 34786

4Bedroom(s)
4Bathroom(s)
57Picture(s)
3,556Sqft
Something unexpected! Something unique! An amazing space! Welcome to 6241 Blakeford Drive, where the charm, character, and glamour of this custom-built jewel box home are sure to impress. Designed to capture natural light and stunning water views, this residence offers a floor plan that is both functional and unforgettable.
$1,200,000.00

Home for Sale O6422132

2009 WOODY DR, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
43Picture(s)
3,540Sqft
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.
$444,900.00

Townhouse for Sale S5153025

7060 VENTNOR DR, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
34Picture(s)
1,642Sqft
BEST VALUE TOWNHOUSE IN WINDERMERE! OUTSTANDING HOME AND LOCATION in the desirable community of Preston Square in Windermere FL. This amazingly unique 3 bedroom, 2,5 bath feels like a single family home with its large kitchen and attached 2-car garage.
$474,900.00

Home for Sale O6421552

13845 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
26Picture(s)
1,636Sqft
Welcome to this beautifully maintained home in the highly desirable community of Summerport Trail in Windermere. This spacious residence offers a functional open floor plan with abundant natural light, generous living and dining areas, and a well-appointed kitchen featuring ample cabinetry, granite countertops, stainless steel appliances, and a large island perfect for entertaining.
$650,000.00

Home for Sale O6422064

12912 DROXFORD RD, WINDERMERE, FL 34786

5Bedroom(s)
4Bathroom(s)
52Picture(s)
2,966Sqft
Welcome to this beautifully maintained two-story home in the highly sought-after Lakes of Windermere, offering 5 bedrooms, 3.5 bathrooms, a private screened pool, and a brand-NEW ROOF currently being installed for added value and peace of mind.
$679,000.00

Home for Sale O6421738

2053 WOODY DR, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
49Picture(s)
2,177Sqft
Under contract-accepting backup offers. 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.
$1,100,000.00

Home for Sale O6422154

2512 TRYON PL, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
69Picture(s)
3,478Sqft
Welcome to a rare opportunity in the highly sought-after The Manors at Butler Bay, in the heart of Windermere. This custom-built home is situated on nearly three-quarters of an acre and a corner lot.
$330,000.00

Condo for Sale O6420653

11446 JASPER KAY TER #103, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,442Sqft
Welcome to 11446 Jasper Kay Terrace, Unit 103, a beautifully updated first-floor condominium offering comfortable, low-maintenance living in a gated Windermere community. This move-in ready residence features a desirable split-bedroom floor plan with three bedrooms and two bathrooms, providing both privacy and functionality.
$565,000.00

Home for Sale O6420991

13219 CHARFIELD ST, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,706Sqft
Welcome to this charming and inviting home nestled in the highly desirable Lake Sawyer South community in Windermere. As you drive through the neighborhood, you'll immediately appreciate the mature landscaping, beautiful tree-lined streets, and peaceful atmosphere that make this communityso special.
$1,649,000.00

Home for Sale O6420023

2617 BUTLER BAY DR N, WINDERMERE, FL 34786

4Bedroom(s)
4Bathroom(s)
36Picture(s)
3,086Sqft
Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views, and a resort-style waterfront lifestyle on a private ski lake known for its exceptional water quality.
$325,000.00

Condo for Sale O6421614

8168 BOAT HOOK LOOP #724, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
17Picture(s)
1,455Sqft
Virtually Staged. Imagine coming home to a resort-style community just minutes from Walt Disney World! This beautiful 3 Bed + 2 Bath top-floor unit is located in the highly sought-after Horizon West area of Windermere, where comfort, convenience, and an exceptional location come together.
$3,200,000.00

Home for Sale TB8421056

13161 LAKE BUTLER BLVD, WINDERMERE, FL 34786

5Bedroom(s)
5Bathroom(s)
30Picture(s)
4,500Sqft
Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room.
$560,000.00

Home for Sale O6421270

13137 PENSHURST LN, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
46Picture(s)
1,948Sqft
This charming 3/2 home in the heart of Windermere is sure to make you fall in love! The covered porch and walkway provide a serene entrance to the place you'll be proud to call home. Step inside and you'll find two cozy bedrooms with a bathroom in between, also conveniently located for guests.
$750,000.00

Home for Sale O6421056

11249 RAPALLO LN, WINDERMERE, FL 34786

5Bedroom(s)
3Bathroom(s)
36Picture(s)
2,366Sqft
Under contract-accepting backup offers. BRAND NEW TILE ROOF. Nestled within the prestigious gated community of Belmere in Windermere, Florida, this exceptional Mediterranean resort-style pool home offers a rare opportunity to own one of the community's most unique properties. Beautifully maintained and extensively updated by its meticulous owners, this move-in-ready 5-bedroom, 2.
$1,499,000.00

Home for Sale O6421265

20 OAKDALE ST, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
30Picture(s)
2,188Sqft
Under contract-accepting backup offers.
$574,900.00

Home for Sale O6420838

8146 JAILENE DR, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
49Picture(s)
2,099Sqft
Under contract-accepting backup offers. Listed below recent appraisal! Welcome to this beautifully maintained Ashton Woods built, single-story home in the highly sought-after Reserve at Berkshire Park in Windermere, Florida.
$2,960,000.00

Home for Sale O6418943

6417 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786

5Bedroom(s)
6Bathroom(s)
84Picture(s)
5,935Sqft
Under contract-accepting backup offers. Located within the prestigious guard gated community of Keene's Pointe, this extraordinary estate offers a rare combination of luxury, privacy, and breathtaking views. Positioned on a premier lot with combined water and golf course frontage, this one-of-a-kind residence captures stunning vistas from every angle.
$2,099,900.00

Home for Sale O6421211

1238 LAKE WHITNEY DR, WINDERMERE, FL 34786

4Bedroom(s)
6Bathroom(s)
55Picture(s)
5,515Sqft
Stunning Lakefront Mediterranean Retreat on Lake Whitney! Discover this spacious, breathtaking lakefront home nestled along the banks of Lake Whitney. Enjoy spectacular views from your private dock, deck, boat lift, & open-air boathouse, perfect for water sports, lake-side entertaining, BBQs, & catching mesmerizing sunsets.
$899,999.00

Home for Sale O6420386

2630 STANTON HALL CT, WINDERMERE, FL 34786

3Bedroom(s)
2Bathroom(s)
12Picture(s)
2,258Sqft
I
$6,500,000.00

Home for Sale O6420326

9316 GLADYS GARDEN CT, WINDERMERE, FL 34786

5Bedroom(s)
7Bathroom(s)
73Picture(s)
5,471Sqft
Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan presents a rare opportunity to enjoy the ease of modern luxury within one of the world's most distinguished golf club communities.
$459,000.00

Townhouse for Sale O6397203

7327 MILLSTONE ST, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
22Picture(s)
1,531Sqft
Virtually Staged. This former model corner unit townhome (3 bed, 2.5 bath) offers maintenance free living in one of Windermere's most sought-after neighborhoods. It features an open floor plan, a bright corner kitchen with granite countertops, a spacious paved backyard, ample storage and a rear large attached 2 car garage. Enjoy nature views from the large front porch.
$765,990.00

Home for Sale O6420597

7409 FAIRGROVE AVE, WINDERMERE, FL 34786

5Bedroom(s)
3Bathroom(s)
29Picture(s)
3,285Sqft
Welcome to one of the most desirable communities in Windermere! This beautifully designed home offers 5 spacious bedrooms, 3 full bathrooms, and an exceptional floor plan featuring a large family room on the main level and an additional loft upstairs, providing the perfect balance of comfort, functionality, and flexible living space.
$1,075,000.00

Home for Sale O6417903

11217 WILLOW GARDENS DR, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
51Picture(s)
2,824Sqft
In Windermere homes can be renovated. Locations like this cannot be recreated. Set on more than half an acre with tranquil water views and exceptional privacy, this beautifully renovated residence offers a lifestyle that's increasingly difficult to find.
$475,000.00

Home for Sale O6338130

10624 REAMS RD, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
61Picture(s)
2,092Sqft
Under contract-accepting backup offers. Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting.
$624,000.00

Home for Sale O6418877

12580 CRAGSIDE LN, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
62Picture(s)
2,776Sqft
Under contract-accepting backup offers. A rare first-time offering in the highly sought-after Lakes of Windermere, 12580 Cragside Lane is a meticulously maintained, original-owner residence with timeless appeal.
$1,295,000.00

Home for Sale O6419731

516 JENNIFER LN, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
71Picture(s)
3,021Sqft
OUTDOOR LIVING, ONE-STORY COMFORT & IN-TOWN WINDERMERE LIFESTYLE COME TOGETHER AT THIS RARE 1.27-ACRE WINDERMERE OAKS PROPERTY.
$359,900.00

Condo for Sale O6410152

14442 DESERT HAVEN ST #4305, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
19Picture(s)
1,534Sqft
Beautiful Two-Story Condo in Gated Windermere Community - Minutes from Disney World Welcome to this stunning two-story condo located in the heart of Windermere, inside a beautifully maintained gated community and conveniently located near shopping centers, markets, restaurants, and everyday conveniences.
$850,000.00

Home for Sale O6419770

2722 INGEBORG CT, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
53Picture(s)
2,619Sqft
All the access Windermere is known for without the rules. Most of the homes around here are beautiful, sure, but they come with a specific paint palette, and a list of things you didn't realize you'd signed up for. Not here. Host the cookout that runs late into the night. Plant a real garden. Park the boat in your own driveway. Let the dog run without thinking about it.
$1,075,000.00

Home for Sale S5152477

8316 LOOKOUT POINTE DR, WINDERMERE, FL 34786

5Bedroom(s)
4Bathroom(s)
74Picture(s)
4,332Sqft
Fully Furnished- Located in the highly desirable Windermere Trails community, this impressive residence offers 5 bedrooms, 4 full bathrooms, a media room, loft, gym, and game room, providing plenty of space for both everyday living and entertaining. The home features elegant iron stair railings, formal living and dining areas, and an open-concept layout designed for comfort and functionality.
$1,250,000.00

Home for Sale O6419393

6124 FOXFIELD CT, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
48Picture(s)
2,887Sqft
Nestled on a quiet cul-de-sac in the desirable Hamilton Village section of Keene's Pointe, this beautifully maintained one-story Golf Villa offers the perfect blend of comfort, elegance, and low-maintenance living.
$2,550,000.00

Home for Sale O6419164

4205 CLARICE ESTATES DR, WINDERMERE, FL 34786

4Bedroom(s)
5Bathroom(s)
78Picture(s)
4,136Sqft
Completely renovated in 2025. State-of-the-art showpiece located in the beautiful Estates at Lake Clarice.
$1,569,000.00

Home for Sale O6417606

11027 HAWKSHEAD CT, WINDERMERE, FL 34786

5Bedroom(s)
4Bathroom(s)
59Picture(s)
3,486Sqft
Exceptional value in Lake Butler Sound! Welcome to 11027 Hawkshead Court, a beautifully updated luxury home in Windermere, FL offering 4 bedrooms, a dedicated office, 4 bathrooms, approximately 3,500 square feet, and a private 0.4-acre corner lot within one of Central Florida's premier guard-gated communities with 24-hour roving security.
$569,000.00

Home for Sale O6418594

5032 BEACH RIVER RD, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
29Picture(s)
2,306Sqft
Under contract-accepting backup offers. Imagine living where everything you love is just a short walk away. Welcome to 5032 Beach River in Windermere's beloved Summerport community. This move-in ready 4-bedroom, 2.5-bath home offers a lifestyle that's hard to find and even harder to leave.
$380,000.00

Townhouse for Sale O6418789

7723 FAIRGROVE AVE, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
31Picture(s)
1,680Sqft
Well maintained, move-in ready 3 bedrooms, 2.5 bathrooms townhouse in the Lake Sawyer South community in Windermere. The kitchen features a breakfast bar, granite countertops, stainless steel appliances and a walk-in pantry. The dining room has French doors that lead to an enclosed brick paver courtyard that connects to a detached 2 car garage.
$2,650,000.00

Home for Sale O6418721

1408 LAKE WHITNEY DRIVE, WINDERMERE, FL 34786

5Bedroom(s)
6Bathroom(s)
80Picture(s)
5,433Sqft
Under contract-accepting backup offers. Presenting this stunning LAKEFRONT RESIDENCE showcasing spectacular PANORAMIC VIEWS and ideally located within the premier GUARD GATED COMMUNITY of Reserve at Belmere in WINDERMERE. The property is approached by a circular driveway with centerpiece WATER FOUNTAIN set in mature landscaping alongside an adjoining 3 car garage with side entry.
$550,000.00

Home for Sale O6418405

13330 LONGACRE DR, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
17Picture(s)
2,306Sqft
Welcome to this great maintained residence located in one of Central Florida's most sought-after communities in Windermere. Offering approximately 2,306 square feet of thoughtfully designed living space, this home features one of the builder's most popular and highly requested floor plans.
$1,100,000.00

Home for Sale O6418503

14422 CREST PALM AVE, WINDERMERE, FL 34786

4Bedroom(s)
4Bathroom(s)
30Picture(s)
3,140Sqft
Why wait months for new construction when you can move into this stunning, like-new home today? Located in the desirable Windermere area, this beautifully designed residence offers the perfect blend of luxury, comfort, and convenience. Step through the welcoming foyer and immediately appreciate the thoughtful layout.
$409,975.00

Condo for Sale O6418357

8218 MYSTIC VIEW WAY #2801, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
48Picture(s)
1,840Sqft
NEW PRICE ADJUSTMENT! Welcome home to GATED OASIS COVE COMMUNITY offering resort style living! END UNIT Condo, impeccable condition, features 3 BR, 2.
$435,000.00

Townhouse for Sale O6418023

12988 BORLAND ST, WINDERMERE, FL 34786

3Bedroom(s)
3Bathroom(s)
28Picture(s)
1,460Sqft
Welcome to 12988 Borland Street in sought-after Wickham Park, where comfort, convenience, and low-maintenance living come together in the heart of Windermere. This beautifully maintained 3-bedroom, 2.5-bath townhome offers a bright, open floor plan designed for modern living. Natural light fills the spacious living and dining areas, highlighting the ceramic tile flooring throughout the main level.
$1,299,900.00

Home for Sale O6399130

9663 GOTHA RD, WINDERMERE, FL 34786

5Bedroom(s)
4Bathroom(s)
100Picture(s)
3,731Sqft
Experience refined Florida living in this extensively upgraded estate nestled in the sought-after Windermere-Gotha enclave. Set on a rare and private 0.55-acre homesite with no HOA, this 4-bedroom, 2.5-bath residence offers a seamless blend of luxury, comfort, and versatility.
$405,000.00

Townhouse for Sale O6417034

14506 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
35Picture(s)
1,628Sqft
Under contract-accepting backup offers. Virtually Staged. Welcome to this 4 bedroom, 2.
$429,000.00

Townhouse for Sale O6418257

11472 CENTER LAKE DR, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
53Picture(s)
1,898Sqft
Under contract-accepting backup offers. Virtually Staged. WOW! Upgraded Windermere townhouse with pond views in both front and back! Rare 4-bedroom floor plan that's hard to find. Loaded with upgrades: No carpet throughout, new AC (2024), brand-new paint, luxury vinyl flooring & stairs (2026), plus newer dishwasher, stove, microwave, washer & dryer.
$724,900.00

Home for Sale O6416993

6363 SEDONA LEAF CT, WINDERMERE, FL 34786

4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,665Sqft
Virtually Staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom home tucked away on a quiet cul-de-sac in the highly desirable Eden Isle community of Windermere. Offering 2,665 square feet of thoughtfully designed living space on an oversized .32-acre lot, this home combines comfort, functionality, and an unbeatable location.
$1,595,000.00

Home for Sale O6415932

11832 WATERSTONE LOOP DR, WINDERMERE, FL 34786

4Bedroom(s)
5Bathroom(s)
59Picture(s)
3,396Sqft
Situated within the beautiful gated community of Waterstone, this impeccably designed custom residence blends timeless architecture, refined finishes, and resort-inspired outdoor living into one extraordinary offering.
$6,900,000.00

Home for Sale O6417446

9061 RON DEN LN, WINDERMERE, FL 34786

5Bedroom(s)
7Bathroom(s)
100Picture(s)
6,300Sqft
A rare architectural statement on Lake Down, this extraordinary contemporary waterfront estate redefines luxury living in the heart of Windermere. Positioned on the prestigious Butler Chain of Lakes, this stunning residence offers 5 bedrooms, 5 full baths, 2 half baths, and a private elevator, seamlessly blending sophisticated design with effortless lakefront living.
$930,000.00

Home for Sale O6417680

12929 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786

5Bedroom(s)
5Bathroom(s)
58Picture(s)
4,043Sqft
Virtually Staged. Enjoy the best of Central Florida living in a highly sought-after neighborhood, just minutes from local schools, shopping, great restaurants, and magic of Disney. This 5-bedroom, 4.5-bathroom pool home is clean, well-maintained, and ready for move-in, featuring a freshly painted interior along with a newly painted exterior stucco, patio, and doors.
316 Results returned.