Windermere, FL Homes

/37
Est $438,164

Not Listed For Sale

13477 Gorgona Isle Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,756 Sq Ft
- Built 2020
13477 Gorgona Isle Dr, Windermere, FL 34786

Last Sold Summary
- 54 Days On Market

/98
$10,200,000

New Construction
- 6 Beds
- 8.5 Baths
- 6,457 Sq Ft
728 Forest St, Windermere, FL 34786

An extraordinary brand-new contemporary lakefront estate on prestigious LAKE BUTLER, part of the renowned Butler Chain of Lakes, offering an exceptional blend of architectural sophistication, modern luxury, and unparalleled waterfront living. Situated on approximately 0.83 acres with 114 feet of pristine lake frontage, this remarkable residence was designed to capture breathtaking panoramic water

Soraya Resende S2J REALTY, LLC

728 Forest St, Windermere, FL 34786
/2
$3,000,000

Sold May 08, 2026

6133 S Hampshire Ct, Windermere, FL 34786
- 5 Beds
- 7 Baths
- 6,335 Sq Ft
- Built 2000
Last Sold Summary
- 5% Below List Price
- $474/SF
- 2 Days On Market
Current Estimated Value $3,069,865

Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

6133 S Hampshire Ct, Windermere, FL 34786

/42
Est $734,691

Not Listed For Sale

11813 Cave Run Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,935 Sq Ft
- Built 2014
11813 Cave Run Ave, Windermere, FL 34786

Last Sold Summary
- 16 Days On Market

/71
$3,999,999

$200K PRICE DROP
- 5 Beds
- 8 Baths
- 6,248 Sq Ft
11002 Lake Butler Blvd, Windermere, FL 34786

Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and

Sean Oakley SERENDIPITY REALTY LLC

11002 Lake Butler Blvd, Windermere, FL 34786
/2
$2,400,000

Sold Nov 24, 2025

11106 Coniston Way, Windermere, FL 34786
- 5 Beds
- 7 Baths
- 5,934 Sq Ft
- Built 2008
Last Sold Summary
- 9% Below List Price
- $404/SF
- 153 Days On Market
Current Estimated Value $2,388,016

Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

11106 Coniston Way, Windermere, FL 34786

/92
Est $2,219,137

Not Listed For Sale

11817 Vinci Dr, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 5,023 Sq Ft
- Built 2012
11817 Vinci Dr, Windermere, FL 34786

Last Sold Summary
- 36 Days On Market

/100
$7,795,000

$995K PRICE DROP
- 7 Beds
- 10 Baths
- 8,362 Sq Ft
9343 Tibet Pointe Cir, Windermere, FL 34786

PRICE Improvenent!!Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completelyupdated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought iron and glass doors add a refined entry. Opening to the two-story formal areas featuring timeless elements of stone

Juan Delgado LA ROSA REALTY LLC

9343 Tibet Pointe Cir, Windermere, FL 34786
/2
$705,000

Sold Apr 15, 2026

13649 Zori Ln, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,129 Sq Ft
- Built 2004
Last Sold Summary
- 3% Below List Price
- $225/SF
- 61 Days On Market
Current Estimated Value $705,612

Last Listing Agent Anamaria Marquez PREMIER SOTHEBYS INT'L REALTY

13649 Zori Ln, Windermere, FL 34786

/29
Not Listed For Sale

14264 Desert Haven St Unit GE, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
- Built 2012
14264 Desert Haven St Unit GE, Windermere, FL 34786

Last Sold Summary
- 106 Days On Market

/31
$445,900

$4K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,001 Sq Ft
5849 Soter Ln, Windermere, FL 34786

Beautiful 3-bedroom, 2.5-bathroom townhome in the desirable Horizon West area. This spacious two-story home features an open-concept layout with a bright living and dining area that flows into the kitchen, perfect for everyday living and entertaining. Upstairs you’ll find a large primary suite with private bath and walk-in closet, along with two additional bedrooms and a full bathroom. Convenient

Juliet Saldarriaga ORLANDO HOME DEALER LLC

5849 Soter Ln, Windermere, FL 34786
/2
$850,000

Sold Aug 27, 2025

6321 Clearmeadow Ct, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,560 Sq Ft
- Built 2002
Last Sold Summary
- 5% Below List Price
- $332/SF
- 64 Days On Market
Current Estimated Value $846,151

Last Listing Agent Kiran Khan KELLER WILLIAMS CLASSIC

6321 Clearmeadow Ct, Windermere, FL 34786

/30
Est $535,177

Not Listed For Sale

13347 Overstreet Rd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,058 Sq Ft
- Built 2013
13347 Overstreet Rd, Windermere, FL 34786

Last Sold Summary
- 46 Days On Market

/6
$1,200,000
- Land
- 1.13 Acres
- $1,061,947 per Acre
10984 Park Ridge Gotha Rd, Windermere, FL 34786

A 1.13 acre custom home lot ready for your vision! Secluded yet close to everything Windermere has to offer! The lot has an existing driveway and iron gate with pillars. There is an onsite well. At one time there was a 12,000 sq ft house on this lot. Ready to build your family compound?

Camilo Perez HOME SOLD REALTY LLC

10984 Park Ridge Gotha Rd, Windermere, FL 34786
/2
$1,375,000

Sold Jun 11, 2026

106 Palm St, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,082 Sq Ft
- Built 1960
Last Sold Summary
- 2% Below List Price
- $446/SF
- 12 Days On Market
Current Estimated Value $1,394,056

Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

106 Palm St, Windermere, FL 34786

/10
Not Listed For Sale

Lot 2 Down Park Ln, Windermere, FL 34786
Lot 2 Down Park Ln, Windermere, FL 34786

Last Sold Summary
- 0 Days On Market

/16
$549,900
- Land
- 2.62 Acres
- $209,885 per Acre
1661 Roberts Landing Rd, Windermere, FL 34786

Location, Location, Location!! Windermere Lot: 2.62 acres, with 1 acre buildable, for an incredible luxury designer estate with partial water views of Lake Olivia and a stream. NO HOA REQUIRED! Bring your custom builder. When you see this land, you will admire the beauty of nature. Gorgeous conservation views and spacious areas between the homes in the community. Nestled in the heart of Central

Lana Watts CHARLES RUTENBERG REALTY ORLANDO

1661 Roberts Landing Rd, Windermere, FL 34786
/2
$1,275,000

Sold Nov 07, 2025

11612 Camden Park Dr, Windermere, FL 34786
- 4 Beds
- 5 Baths
- 3,617 Sq Ft
- Built 2005
Last Sold Summary
- 15% Below List Price
- $353/SF
- 38 Days On Market
Current Estimated Value $1,284,427

Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

11612 Camden Park Dr, Windermere, FL 34786

/18
Est $768,317

Not Listed For Sale

9207 Reflection Pointe Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,010 Sq Ft
- Built 2016
9207 Reflection Pointe Dr, Windermere, FL 34786

Last Sold Summary
- 46 Days On Market

/53
$475,000

Open Sat 12AM - 2PM
- 4 Beds
- 2.5 Baths
- 1,898 Sq Ft
11472 Center Lake Dr, Windermere, FL 34786

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.features a desirable primary bedroom on the first floor, tile roof, and

Erika Gao RC GROUP REALTY LLC

11472 Center Lake Dr, Windermere, FL 34786
/2
$1,625,000

Sold Oct 15, 2025

8424 Lake Burden Cir, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,810 Sq Ft
- Built 2002
Last Sold Summary
- 2% Below List Price
- $427/SF
- 50 Days On Market
Current Estimated Value $1,603,760

Last Listing Agent Ken Pozek REAL BROKER, LLC

8424 Lake Burden Cir, Windermere, FL 34786

/34
Est $553,406

Not Listed For Sale

6620 Bridgewater Village Rd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,115 Sq Ft
- Built 2013
6620 Bridgewater Village Rd, Windermere, FL 34786

Last Sold Summary
- 28 Days On Market

/57
$635,000
- 4 Beds
- 3 Baths
- 2,575 Sq Ft
6558 Helmsley Cir, Windermere, FL 34786

Virtually Staged. Immaculately maintained, move in ready, 4 bed, 3 bath family home in the highly sought after Preston Square community, an established Windermere community. The home feels warm and welcoming, but also luxurious with the 10ft ceilings, crown molding and plantation shutters. The kitchen features a dining area and boasts upgraded appliances, granite countertops and 42" cabinets. The

Sue Webb WATSON REALTY CORP.

6558 Helmsley Cir, Windermere, FL 34786
/2
$665,000

Sold Dec 17, 2025

12654 Cragside Ln, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,072 Sq Ft
- Built 2004
Last Sold Summary
- 5% Below List Price
- $216/SF
- 82 Days On Market
Current Estimated Value $661,504

Last Listing Agent Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

12654 Cragside Ln, Windermere, FL 34786

/2
Est $378,481

Not Listed For Sale

8612 Brookvale Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,516 Sq Ft
- Built 2013
8612 Brookvale Dr, Windermere, FL 34786

Last Sold Summary
- 28 Days On Market

/62
$1,750,000

$140K PRICE DROP
- 4 Beds
- 5 Baths
- 5,130 Sq Ft
3013 Seigneury Dr, Windermere, FL 34786

Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court with double pickleball courts (or tennis or basketball), set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of

Rob Rahter STOCKWORTH REALTY GROUP

3013 Seigneury Dr, Windermere, FL 34786
/2
$475,000

Sold Jun 04, 2026

8648 Powder Ridge Trail, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,876 Sq Ft
- Built 2014
Last Sold Summary
- 10% Below List Price
- $253/SF
- 112 Days On Market
Current Estimated Value $492,098

Last Listing Agent Renan Serretiello NOVA REAL ESTATE SERVICES INC

8648 Powder Ridge Trail, Windermere, FL 34786

/2
Est $742,848

Not Listed For Sale

13124 Orange Isle Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,201 Sq Ft
- Built 2022
13124 Orange Isle Dr, Windermere, FL 34786

Last Sold Summary
- 145 Days On Market

/29
$385,000
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
14422 Desert Haven St Unit 4206, Windermere, FL 34786

Beautiful townhome located in a quiet and well-maintained community. This property features a functional layout with spacious, light-filled interiors. It offers 3 bedrooms and 2.5 bathrooms. The kitchen is equipped with appliances, and ample storage space—perfect for everyday living and entertaining. Additionally, it includes a private patio, perfect for relaxing or enjoying outdoor time. The

Monica Duran MD3 HOMES LLC

14422 Desert Haven St Unit 4206, Windermere, FL 34786
/2
$1,100,000

Sold Apr 10, 2026

11325 Fenimore Ct, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,658 Sq Ft
- Built 2002
Last Sold Summary
- 15% Below List Price
- $414/SF
- 149 Days On Market
Current Estimated Value $1,098,674

Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

11325 Fenimore Ct, Windermere, FL 34786

/16
Est $327,925

Not Listed For Sale

14214 Desert Haven St Unit 3604, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,512 Sq Ft
- Built 2013
14214 Desert Haven St Unit 3604, Windermere, FL 34786

Last Sold Summary
- 10 Days On Market

/38
$550,000
- 3 Beds
- 2.5 Baths
- 1,984 Sq Ft
6412 Golden Dewdrop Trail, Windermere, FL 34786

RARE OPPORTUNITY IN WINDERMERE LANDINGS! Beautifully upgraded 4-bedroom home in one of Windermere's most desirable communities, just steps from Windermere Preparatory School. Originally designed with an expansive downstairs living and family room layout, the spacious loft was thoughtfully converted into a versatile fourth bedroom, creating exceptional value rarely found at this price point. The

Jose Rojo URBAN-O REAL ESTATE SOLUTIONS

6412 Golden Dewdrop Trail, Windermere, FL 34786
/2
$1,830,000

Sold Mar 06, 2026

6564 Lagoon St, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,685 Sq Ft
- Built 2025
Last Sold Summary
- 22% Below List Price
- $497/SF
- 359 Days On Market
Current Estimated Value $1,819,805

Last Listing Agent Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

6564 Lagoon St, Windermere, FL 34786

/60
Est $756,370

Not Listed For Sale

13431 Swansea Ave, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,365 Sq Ft
- Built 2005
13431 Swansea Ave, Windermere, FL 34786

Last Sold Summary
- 12 Days On Market

/67
$2,999,990
- 6 Beds
- 7 Baths
- 7,016 Sq Ft
9656 Weatherstone Ct, Windermere, FL 34786

Nestled within the exclusive gated enclave of Weatherstone on Lake Olivia, one of Windermere’s most private and sought-after lakefront communities, this extraordinary estate offers an exceptional combination of luxury, space, and waterfront living. Situated on approximately two acres of dry land with direct frontage on skiable Lake Olivia, this impressive 7,016-square-foot residence is designed

Andy Neal THE AGENCY FL

9656 Weatherstone Ct, Windermere, FL 34786
/2
$544,000

Sold Dec 01, 2025

11340 Rapallo Ln, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,165 Sq Ft
- Built 2002
Last Sold Summary
- 3% Below List Price
- $251/SF
- 5 Days On Market
Current Estimated Value $547,489

Last Listing Agent Petra Bukalo PA FLORIDA REALTY INVESTMENTS

11340 Rapallo Ln, Windermere, FL 34786

/61
Est $2,640,839

Not Listed For Sale

2516 Windermere Reserve Ct, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 4,953 Sq Ft
- Built 2023
2516 Windermere Reserve Ct, Windermere, FL 34786

Last Sold Summary
- 45 Days On Market

/100
$3,290,000
- 5 Beds
- 9 Baths
- 7,058 Sq Ft
4071 Isabella Cir, Windermere, FL 34786

Embraced on nearly an acre within the prestigious gated community of Casabella, The Renaissance at Casabella is an extraordinary Toll Brothers estate offering over 7,000 square feet of refined living space, resort-inspired outdoor amenities, and timeless Mediterranean elegance. A sweeping circular paver drive and stately architectural details create a grand first impression, while inside, soaring

Danial Natoli

4071 Isabella Cir, Windermere, FL 34786
/2
$2,950,000

Sold Feb 20, 2026

4711 Joanna Garden Ct, Windermere, FL 34786
- 3 Beds
- 3.5 Baths
- 4,089 Sq Ft
- Built 2007
Last Sold Summary
- 9% Below List Price
- $721/SF
- 60 Days On Market
Current Estimated Value $2,938,588

Last Listing Agent Michelle Corbin ISLEWORTH REALTY LLC

4711 Joanna Garden Ct, Windermere, FL 34786

/40
Est $794,458

Not Listed For Sale

8705 Lookout Pointe Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,304 Sq Ft
- Built 2015
8705 Lookout Pointe Dr, Windermere, FL 34786

Last Sold Summary
- 12 Days On Market

Showing Results 561 - 600, Page 15 of 18

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