Windermere, FL Homes

/34
$639,000

$71K PRICE DROP
- 5 Beds
- 3 Baths
- 2,511 Sq Ft
13232 Longacre Dr, Windermere, FL 34786

Wonderful home in desired Windermere. This two-story home features five large bedrooms and 3 bathrooms and a spacious 2 car garage. Designed with an open floor plan has a large living and dining area and a kitchen with lots of cabinets and pantry.The main floor offers 2 first-floor bedrooms for added convenience and flexibility, for guests or multipurpose room/office plus pantry and storage

Maria Kronenberg CHARLES RUTENBERG REALTY ORLANDO

13232 Longacre Dr, Windermere, FL 34786
/67
$635,000

Sold Sep 11, 2026

13936 Eden Isle Blvd, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,675 Sq Ft
- Built 2004
Last Sold Summary
- 3% Below List Price
- $237/SF
- 80 Days On Market
Current Estimated Value $638,115

Last Listing Agent Jacob Hara TRANSCEND REALTY

13936 Eden Isle Blvd, Windermere, FL 34786

/2
Est $522,659

Not Listed For Sale

12166 Canyon Sun Trail, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,156 Sq Ft
- Built 2016
12166 Canyon Sun Trail, Windermere, FL 34786

Last Sold Summary
- 17 Days On Market
Last Listing Agent John Silva JOHN SILVA REALTY & ASSOCIATES

/47
$599,000

Under Contract
- 3 Beds
- 2 Baths
- 1,706 Sq Ft
13403 Riggs Way, Windermere, FL 34786

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. The three-bedroom, two-bath layout offers approximately 1,706 square feet with wood flooring through the main living areas and bedrooms, plantation

Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

13403 Riggs Way, Windermere, FL 34786
/2
$1,650,000

Sold Sep 29, 2025

4108 Downeast Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,150 Sq Ft
- Built 1979
Last Sold Summary
- 50% Below List Price
- $524/SF
- 208 Days On Market
Current Estimated Value $1,646,133

Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

4108 Downeast Ln, Windermere, FL 34786

/2
Est $890,070

Not Listed For Sale

8349 Torcello Isle Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,968 Sq Ft
- Built 2018
8349 Torcello Isle Dr, Windermere, FL 34786

Last Sold Summary
- 60 Days On Market
Last Listing Agent Chris Creegan CREEGAN GROUP

Price To Be Determined

New Construction
- 5 Beds
- 4.5 Baths
- 4,238 Sq Ft
Cabris Plan at Saddlecrest at Windermere, Windermere, FL

The Cabris' inviting double-door entry open onto the welcoming foyer and views to the expansive great room, casual dining area, and desirable covered lanai beyond. The well-equipped kitchen is complete with a large center island with breakfast bar, plenty of counter and cabinet space, and ample walk-in pantry. The private primary bedroom suite is highlighted by dual walk-in closets and deluxe

Toll Brothers, Inc. Builder

1841 Windermere Rd Unit 41281910, Windermere, FL
/29
$655,000

Sold Apr 16, 2026

9426 Palm Tree Dr, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,063 Sq Ft
- Built 1986
Last Sold Summary
- 1% Above List Price
- $317/SF
- 54 Days On Market
Current Estimated Value $647,812

Last Listing Agent Richard Alpizar IVRE ORLANDO

9426 Palm Tree Dr, Windermere, FL 34786

/12
Est $505,585

Not Listed For Sale

8320 Bryce Canyon Ave, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,047 Sq Ft
- Built 2016
8320 Bryce Canyon Ave, Windermere, FL 34786

Last Sold Summary
- 9 Days On Market
Last Listing Agent Alfredo Romero LPT REALTY, LLC

/52
$440,000

Under Contract
- 3 Beds
- 2.5 Baths
- 1,976 Sq Ft
13736 Summerport Village Pkwy, Windermere, FL 34786

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. Nestled within The Vineyards of Windermere, this elegant three-bedroom townhome offers the perfect blend of refined living, everyday convenience, and the

Suad Hai LUXE HUNTER REAL ESTATE

13736 Summerport Village Pkwy, Windermere, FL 34786
/2
$1,030,000

Sold Apr 27, 2026

6569 Crestmont Glen Ln, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,080 Sq Ft
- Built 2002
Last Sold Summary
- 5% Above List Price
- $334/SF
- 2 Days On Market
Current Estimated Value $989,151

Last Listing Agent Kim Gilbert THE AGENCY FL

6569 Crestmont Glen Ln, Windermere, FL 34786

/2
Est $430,629

Not Listed For Sale

13731 Bravante Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,912 Sq Ft
- Built 2017
13731 Bravante Aly, Windermere, FL 34786

Last Sold Summary
- 180 Days On Market
Last Listing Agent Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

/91
$560,000
- 4 Beds
- 2.5 Baths
- 1,840 Sq Ft
8225 Bryce Canyon Ave, Windermere, FL 34786

Beautiful 4-Bedroom Home in Windermere, FL – Prime Location and Comfort for the Whole Family! Discover this amazing homelocated in one of Florida’s most desirable neighborhoods – Windermere! Featuring 4 spacious bedrooms, 2 full bathrooms and a half bath, this property offers the ideal space and layout for families seeking comfort and quality of life. The home is vacant and move-in ready,

Fernando Zucato CHARLES RUTENBERG REALTY ORLANDO

8225 Bryce Canyon Ave, Windermere, FL 34786
/2
$1,350,000

Sold Oct 30, 2025

11425 Claymont Cir, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,684 Sq Ft
- Built 1999
Last Sold Summary
- 10% Below List Price
- $366/SF
- 99 Days On Market
Current Estimated Value $1,393,243

Last Listing Agent Ken Pozek REAL BROKER, LLC

11425 Claymont Cir, Windermere, FL 34786

/2
Est $1,568,508

Not Listed For Sale

1295 Estancia Woods Loop, Windermere, FL 34786
- 4 Beds
- 5 Baths
- 4,098 Sq Ft
- Built 2018
1295 Estancia Woods Loop, Windermere, FL 34786

Last Sold Summary
- 22 Days On Market
Last Listing Agent Desiree LaRoche KEENE'S POINTE REALTY

/61
$3,800,000

Under Contract
- 3 Beds
- 3.5 Baths
- 4,751 Sq Ft
9648 Mccormick Place, Windermere, FL 34786

Under contract-accepting backup offers. Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from

Michelle Corbin ISLEWORTH REALTY LLC

9648 Mccormick Place, Windermere, FL 34786
/2
$789,500

Sold Sep 04, 2026

11434 Rapallo Ln, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,036 Sq Ft
- Built 2003
Last Sold Summary
- 1% Below List Price
- $260/SF
- 17 Days On Market
Current Estimated Value $794,735

Last Listing Agent Kishroy Gilbert KISHROY REALTY GROUP LLC

11434 Rapallo Ln, Windermere, FL 34786

/2
Est $1,842,050

Not Listed For Sale

12408 Corso Ct, Windermere, FL 34786
- 6 Beds
- 5.5 Baths
- 5,497 Sq Ft
- Built 2017
12408 Corso Ct, Windermere, FL 34786

Last Sold Summary
- 2 Days On Market
Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

/34
$379,000

$16K PRICE DROP Under Contract
- 4 Beds
- 2.5 Baths
- 1,632 Sq Ft
6390 Southbridge St, Windermere, FL 34786

Under contract-accepting backup offers. Virtually Staged. Seller may consider buyer concessions if made in an offer ~ Immaculately maintained from top to bottom, including a NEWER A/C (2023) and newer roof (2021), this 4-bedroom, 2.5-bath townhome in the desirable Southbridge Village community delivers the ideal blend of style and location in the heart of Windermere! Framed by mature landscaping

Jennifer Wemert WEMERT GROUP REALTY LLC

6390 Southbridge St, Windermere, FL 34786
/2
$1,025,000

Sold Feb 19, 2026

1804 Maple Leaf Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,971 Sq Ft
- Built 1989
Last Sold Summary
- $345/SF
- 3 Days On Market
Current Estimated Value $1,001,503

Last Listing Agent Anna McIntyre LAKESIDE REALTY WINDERMERE INC

1804 Maple Leaf Dr, Windermere, FL 34786

/2
Est $512,309

Not Listed For Sale

13832 Summerport Trail Loop, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,245 Sq Ft
- Built 2016
13832 Summerport Trail Loop, Windermere, FL 34786

Last Sold Summary
- 91 Days On Market
Last Listing Agent Patricia Schraiber DENIZ REALTY PARTNERS LLC

/62
$745,000

$35K PRICE DROP
- 6 Beds
- 5.5 Baths
- 3,336 Sq Ft
11410 Rapallo Ln, Windermere, FL 34786

This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality is NOW VACANT. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in

Rebeca Lima VERANDAH PROPERTIES INC

11410 Rapallo Ln, 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 $2,983,419

Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

6133 S Hampshire Ct, Windermere, FL 34786

/46
Est $798,908

Not Listed For Sale

8738 Iron Mountain Trail, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,127 Sq Ft
- Built 2013
8738 Iron Mountain Trail, Windermere, FL 34786

Last Sold Summary
- 313 Days On Market
Last Listing Agent Crystal Washington Booth CENTURY 21 BE3

/56
$799,900

$50K PRICE DROP
- 4 Beds
- 5 Baths
- 2,450 Sq Ft
11994 Mckinnon Rd, Windermere, FL 34786

Welcome home, to a bright and spacious 4 bedroom, 3 full and 2 half baths home in a highly desirable Windermere area.With no HOA where you can bring your boat or RV and your vision for the property you've looking for.Open living space with soaring ceilings, offers a flexible layout full of potential. The master suite includes private bath with hot tub and separate shower, kitchen features

Gloria Alvarez CENTURY 21 CARIOTI

11994 Mckinnon Rd, 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 $2,387,957

Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

11106 Coniston Way, Windermere, FL 34786

/3
Est $1,263,474

Not Listed For Sale

7861 Ficquette Rd, Windermere, FL 34786
7861 Ficquette Rd, Windermere, FL 34786

Last Sold Summary
- 27 Days On Market
Last Listing Agent Sherri Palmer EXP REALTY LLC

/13
$5,500,000

New Construction
- 6 Beds
- 8 Baths
- 6,442 Sq Ft
1330 Lake Olivia Ln, Windermere, FL 34786

Virtually Staged. Pre-Construction. To be built. This is where high-end living meets possibility. A lakefront estate currently under construction in Windermere, set on the shores of Lake Olivia with wide, unobstructed water views and rare privacy.This future residence will have 6 bedrooms, 6 full baths, and 2 half baths across 6,400+ sq ft, with 12’ ceilings on the main level, 10’ ceilings

Ana Rubio EMPIRE NETWORK REALTY

1330 Lake Olivia Ln, 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 $706,955

Last Listing Agent Anamaria Marquez KELLER WILLIAMS ELITE PARTNERS III REALTY

13649 Zori Ln, Windermere, FL 34786

/2
Est $1,229,667

Not Listed For Sale

14416 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,443 Sq Ft
- Built 2024
14416 Crest Palm Ave, Windermere, FL 34786

Last Sold Summary
- 0 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

/62
$1,151,000

$344K PRICE DROP Under Contract
- 5 Beds
- 4.5 Baths
- 3,449 Sq Ft
11333 Camden Park Dr Unit 7, Windermere, FL 34786

Under contract-accepting backup offers. Virtually Staged. "UNDER CONTRACT" & "ACCEPTING BACK UP OFFERS"- Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from

Cynthia Noto KARDOSH REALTY

11333 Camden Park Dr Unit 7, Windermere, FL 34786
/25
$752,500

Sold Sep 05, 2026

9237 Mcdavid Ct, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,269 Sq Ft
- Built 1984
Last Sold Summary
- $332/SF
- 10 Days On Market
Current Estimated Value $1,003,505

Last Listing Agent Scott Howard REALTY HUB

9237 Mcdavid Ct, Windermere, FL 34786

/55
Est $577,626

Not Listed For Sale

6820 Merrick Landing Blvd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,126 Sq Ft
- Built 2014
6820 Merrick Landing Blvd, Windermere, FL 34786

Last Sold Summary
- 1 Day On Market
Last Listing Agent Chris Bunnell EXP REALTY LLC

/37
$350,000

$20K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
7712 Fordson Ln, Windermere, FL 34786

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. Dark wood cabinetry, stainless-steel appliances, recessed lighting, a window above the

Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

7712 Fordson Ln, 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 $1,368,070

Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

106 Palm St, Windermere, FL 34786

/2
Est $365,763

Not Listed For Sale

11866 Water Run Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,722 Sq Ft
- Built 2016
11866 Water Run Aly, Windermere, FL 34786

Last Sold Summary
- 85 Days On Market
Last Listing Agent Steve Glose PREFERRED REAL ESTATE BROKERS

/20
$320,000
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
8168 Boat Hook Loop Unit 303, Windermere, FL 34786

Welcome to 8168 Boat Hook Loop, Unit 303, a beautifully maintained condominium offering comfortable, low-maintenance living in a desirable community. This move-in ready residence features a spacious three-bedroom, two-bathroom floor plan designed for both everyday living and entertaining.The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating a bright

Jay Stewart SOUTHERN REALTY GROUP LLC

8168 Boat Hook Loop Unit 303, 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 $1,275,680

Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

11612 Camden Park Dr, Windermere, FL 34786

/2
Est $1,116,333

Not Listed For Sale

14316 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,724 Sq Ft
- Built 2024
14316 Crest Palm Ave, Windermere, FL 34786

Last Sold Summary
- 0 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

/10
$3,100,000
- Land
- 1.75 Acres
- $1,771,429 per Acre
12624 Park Ave, Windermere, FL 34786

Set behind the gates of Chaine Du Lac, one of Windermere's most exclusive lakefront enclaves, this exceptional nearly one acre high and dry homesite presents a truly rare opportunity to create a legacy estate on the coveted Butler Chain of Lakes. Offering an expansive, level homesite with an extraordinary 200 feet of direct frontage on ?the western shores of Lake Butler, this is one of the finest

Julie Bettosini STOCKWORTH REALTY GROUP

12624 Park Ave, Windermere, FL 34786

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