Windermere, FL Homes

/21
$599,990

New Construction $6K PRICE DROP Pending
- 3 Beds
- 2.5 Baths
- 1,699 Sq Ft
13419 Lemon Orchard Bend, Windermere, FL 34786

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. Design upgrades include 42" cabinets, quartz countertops, tiled backsplash, pendant

Reed Williams ASHTON WOODS FLORIDA REALTY LLC

13419 Lemon Orchard Bend, Windermere, FL 34786
/2
$340,000

Sold Feb 06, 2026

12716 Langstaff Dr, Windermere, FL 34786
- 2 Beds
- 2.5 Baths
- 1,181 Sq Ft
- Built 2003
Last Sold Summary
- 9% Below List Price
- $288/SF
- 85 Days On Market
Current Estimated Value $331,376

Last Listing Agent Ann Wargo UPSIDE REAL ESTATE INC

12716 Langstaff Dr, Windermere, FL 34786

/2
Est $313,541

Not Listed For Sale

11565 Mizzon Dr Unit 804, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,455 Sq Ft
- Built 2006
11565 Mizzon Dr Unit 804, Windermere, FL 34786

Last Sold Summary
- 64 Days On Market
Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

/81
$2,799,000

$351K PRICE DROP
- 5 Beds
- 4 Baths
- 3,737 Sq Ft
10203 Trout Rd, Orlando, FL 32836

Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This home offers breathtaking views and absolutely stunning sunsets. As you drive onto the winding paver circular driveway with lovely fountain and beautiful landscaping, you will notice the terracotta tile roof and the undeniable

Darlene O'Hara HOMEVEST REALTY

10203 Trout Rd, Orlando, FL 32836
/2
$740,000

Sold Jan 08, 2026

11849 Cave Run Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,414 Sq Ft
- Built 2014
Last Sold Summary
- 11% Below List Price
- $217/SF
- 86 Days On Market
Current Estimated Value $737,577

Last Listing Agent Any Alves WRA BUSINESS & REAL ESTATE

11849 Cave Run Ave, Windermere, FL 34786

/2
Est $388,660

Not Listed For Sale

9615 Gotha Rd, Windermere, FL 34786
- 3 Beds
- Built 0
9615 Gotha Rd, Windermere, FL 34786

Last Sold Summary
- 14 Days On Market
Last Listing Agent James Umstead, PA FOLIO REALTY LLC

/20
$384,900

Pending
- 2 Beds
- 2 Baths
- 1,298 Sq Ft
5451 Kumquat Loop, Windermere, FL 34786

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. Beautiful white

Paul McGarigal RE/MAX SELECT GROUP

5451 Kumquat Loop, Windermere, FL 34786
/2
$1,210,000

Sold May 22, 2026

13734 Lake Cawood Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 4,437 Sq Ft
- Built 2006
Last Sold Summary
- 34% Below List Price
- $273/SF
- 64 Days On Market
Current Estimated Value $1,252,026

Last Listing Agent Angela Schifano CHARLES RUTENBERG REALTY ORLANDO

13734 Lake Cawood Dr, Windermere, FL 34786

/2
Est $312,638

Not Listed For Sale

14276 Desert Haven St Unit GE, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,512 Sq Ft
- Built 2012
14276 Desert Haven St Unit GE, Windermere, FL 34786

Last Sold Summary
- 66 Days On Market
Last Listing Agent Steve Montgomery EXP REALTY LLC

/89
$2,500,000
- 6 Beds
- 4 Baths
- 4,858 Sq Ft
1629 Hempel Ave, Windermere, FL 34786

MULTI-GENERATIONAL LUXURY LAKEFRONT LIVING. 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. Located in the desirable Gotha/Windermere area, this exceptional property offers rare peace and privacy while remaining convenient to Southwest Orlando’s renowned theme parks,

Mike Borah COLDWELL BANKER REALTY

1629 Hempel Ave, Windermere, FL 34786
/2
$290,000

Sold May 21, 2026

11564 Mizzon Dr Unit 202 (919), Windermere, FL 34786
- 2 Beds
- 2 Baths
- 1,161 Sq Ft
- Built 2006
Last Sold Summary
- 2% Below List Price
- $250/SF
- 35 Days On Market
Current Estimated Value $289,607

Last Listing Agent Nilufer Rohleder COLDWELL BANKER REALTY

11564 Mizzon Dr Unit 202 (919), Windermere, FL 34786

/2
Est $586,720

Not Listed For Sale

8311 Lookout Pointe Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,460 Sq Ft
- Built 2016
8311 Lookout Pointe Dr, Windermere, FL 34786

Last Sold Summary
- 53 Days On Market
Last Listing Agent Flavio Melo BB GROUP REALTY CORP

/45
$400,000

$20K PRICE DROP Under Contract
- 3 Beds
- 2.5 Baths
- 1,545 Sq Ft
12303 Langstaff Dr, Windermere, FL 34786

Under contract-accepting backup offers. Accepting Back Up Offers!!!!!!!ABSOLUTELY STUNNING WINDERMERE END-UNIT TOWNHOME!Welcome home to this exceptional end-unit townhome, perfectly positioned in one of the most desirable locations within the community. Nestled against tranquil wooded conservation and lush green space, this home offers a rare sense of privacy with no front neighbors and

Jennifer Ibarra REAL BROKER, LLC

12303 Langstaff Dr, Windermere, FL 34786
/2
$4,475,000

Sold Mar 25, 2026

6474 Deacon Cir, Windermere, FL 34786
- 6 Beds
- 5.5 Baths
- 5,853 Sq Ft
- Built 1989
Last Sold Summary
- $765/SF
Current Estimated Value $4,515,323

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

6474 Deacon Cir, Windermere, FL 34786

/2
Est $806,011

Not Listed For Sale

11737 Sprawling Oak Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,092 Sq Ft
- Built 2017
11737 Sprawling Oak Dr, Windermere, FL 34786

Last Sold Summary
- 7 Days On Market
Last Listing Agent Alessandro Minato PREMIER SOTHEBYS INT'L REALTY

/30
$2,175,000

New Construction $250K PRICE DROP
- 4 Beds
- 5 Baths
- 3,136 Sq Ft
436 E 7th Ave, Windermere, FL 34786

Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full

DENILEY VALDES TALENT REALTY SOLUTIONS

436 E 7th Ave, Windermere, FL 34786
/2
$704,000

Sold Sep 18, 2025

1220 Glenheather Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,695 Sq Ft
- Built 2002
Last Sold Summary
- 3% Below List Price
- $261/SF
- 22 Days On Market
Current Estimated Value $720,405

Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

1220 Glenheather Dr, Windermere, FL 34786

/2
Est $754,224

Not Listed For Sale

9227 Outlook Rock Trail, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,239 Sq Ft
- Built 2016
9227 Outlook Rock Trail, Windermere, FL 34786

Last Sold Summary
- 69 Days On Market
Last Listing Agent Steve Healy CORCORAN PREMIER REALTY

/2
$3,093,000

Pending
- 6 Beds
- 6.5 Baths
9819 Grosvenor Pointe Cir, Windermere, FL 34786

Large home ,needs updates.sits on a beautiful lot with water view.

9819 Grosvenor Pointe Cir, Windermere, FL 34786
/2
$1,400,000

Sold Jul 09, 2026

2509 Ridgewind Way, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,844 Sq Ft
- Built 1998
Last Sold Summary
- 4% Below List Price
- $364/SF
- 30 Days On Market
Current Estimated Value $1,450,836

Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

2509 Ridgewind Way, Windermere, FL 34786

/38
Not Listed For Sale

14450 Desert Haven St Unit GE, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,067 Sq Ft
- Built 2013
14450 Desert Haven St Unit GE, Windermere, FL 34786

Last Sold Summary
- 159 Days On Market
Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

/26
$4,395,000
- Land
- 1 Acre
- $4,395,000 per Acre
12418 Park Ave, Windermere, FL 34786

WELCOME TO PARK AVENUE. An extraordinary opportunity awaits on 1 acre of prime lakefront with coveted southeastern exposure and sweeping panoramic views. Perfectly positioned along the pristine shoreline of Lake Butler on the renowned Butler Chain of Lakes, this exclusive homesite is located within one of Windermere’s most desirable gated enclaves—Chaine Du Lac. Offering the rare distinction of

Michael Julian JULIAN PROPERTIES, INC.

12418 Park Ave, Windermere, FL 34786
/2
$3,500,000

Sold Jun 30, 2026

12812 Jacob Grace Ct, Windermere, FL 34786
- 4 Beds
- 5.5 Baths
- 6,054 Sq Ft
- Built 2007
Last Sold Summary
- 8% Below List Price
- $578/SF
- 326 Days On Market
Current Estimated Value $3,373,184

Last Listing Agent Alireza Partovi EXP REALTY LLC

12812 Jacob Grace Ct, Windermere, FL 34786

/2
Est $722,690

Not Listed For Sale

13212 Orange Isle Dr, Windermere, FL 34786
- 5 Beds
- 2.5 Baths
- 3,152 Sq Ft
- Built 2022
13212 Orange Isle Dr, Windermere, FL 34786

Last Sold Summary
- 129 Days On Market
Last Listing Agent Antonio Gagliardi SUN WAVE REAL ESTATE, LLC

/27
$1,030,000

$220K PRICE DROP
- 6 Beds
- 4 Baths
- 4,176 Sq Ft
8236 Procida Isle Ln, Windermere, FL 34786

This house is the perfect blend of luxury, comfort and modern convenience. From the moment you arrive, you're welcomed by a charming brick paver front porch that leads into a light-filled foyer with a private office at the front of the home. Beautiful wood-look tile flooring flows seamlessly throughout the main level.The stunning gourmet kitchen features 42” cabinets, gas appliances,

Babi Hennemann WRA BUSINESS & REAL ESTATE

8236 Procida Isle Ln, Windermere, FL 34786
/2
$2,460,000

Sold Dec 18, 2025

11019 Ullswater Ln, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 5,916 Sq Ft
- Built 2006
Last Sold Summary
- 2% Below List Price
- $416/SF
- 23 Days On Market
Current Estimated Value $2,475,910

Last Listing Agent Ken Pozek REAL BROKER, LLC

11019 Ullswater Ln, Windermere, FL 34786

/2
Est $371,153

Not Listed For Sale

8031 Enchantment Dr Unit GE, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,826 Sq Ft
- Built 2007
8031 Enchantment Dr Unit GE, Windermere, FL 34786

Last Sold Summary
- 84 Days On Market
Last Listing Agent Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

/26
$809,500

$129K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,315 Sq Ft
8724 Peachtree Park Ct, Windermere, FL 34786

Recent price adjustment creates a compelling opportunity in Peachtree Park, a boutique Windermere community of just 28 homes located across from Walt Disney World. This Ashton Woods Bimini model offers 4 bedrooms, 3.5 baths, a private office, formal dining room, upstairs loft, and thoughtfully designed living spaces throughout. Highlights include wood flooring on the first level, a gourmet

Marcelo Machado VESTI LLC

8724 Peachtree Park Ct, Windermere, FL 34786
/2
$880,000

Sold Mar 16, 2026

11314 Ledgement Ln Unit 1, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,080 Sq Ft
- Built 2002
Last Sold Summary
- 7% Below List Price
- $286/SF
- 125 Days On Market
Current Estimated Value $880,873

Last Listing Agent Mark Vescio MARK SPAIN REAL ESTATE

11314 Ledgement Ln Unit 1, Windermere, FL 34786

/57
Est $1,063,575

Not Listed For Sale

9245 Outlook Rock Trail, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 4,502 Sq Ft
- Built 2017
9245 Outlook Rock Trail, Windermere, FL 34786

Last Sold Summary
- 5 Days On Market
Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

/35
$410,000

$34K PRICE DROP Under Contract
- 3 Beds
- 2.5 Baths
- 1,589 Sq Ft
13366 Abuela Aly, Windermere, FL 34786

Under contract-accepting backup offers. Welcome to this beautiful and move-in ready townhome located in the highly desirable Windermere area. Built in 2020, this modern residence offers the perfect combination of style, comfort, and low-maintenance living.This spacious home features 3 bedrooms, 2.5 bathrooms, and an open-concept layout ideal for both everyday living and entertaining. The

Alexandra Mateu BAHIA INTERNATIONAL REALTY

13366 Abuela Aly, Windermere, FL 34786
/2
$1,330,000

Sold Jun 18, 2026

5825 Oxford Moor Blvd, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 4,319 Sq Ft
- Built 2002
Last Sold Summary
- 11% Below List Price
- $308/SF
- 28 Days On Market
Current Estimated Value $1,415,049

Last Listing Agent Jeffrey Funk EXP REALTY LLC

5825 Oxford Moor Blvd, Windermere, FL 34786

/2
Est $375,459

Not Listed For Sale

11722 Water Run Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
- Built 2017
11722 Water Run Aly, Windermere, FL 34786

Last Sold Summary
- 32 Days On Market
Last Listing Agent Alvaro Molina TWIN HOMES REALTY

/65
$2,395,000

$105K PRICE DROP
- 6 Beds
- 4 Baths
- 4,482 Sq Ft
9648 Weatherstone Ct, Windermere, FL 34786

Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms

Andy Neal THE AGENCY FL

9648 Weatherstone Ct, Windermere, FL 34786
/2
$965,000

Sold Mar 16, 2026

2046 Westover Reserve Blvd, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,516 Sq Ft
- Built 2000
Last Sold Summary
- 3% Below List Price
- $274/SF
- 55 Days On Market
Current Estimated Value $959,986

Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

2046 Westover Reserve Blvd, Windermere, FL 34786

/35
Est $393,412

Not Listed For Sale

11716 Water Run Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,629 Sq Ft
- Built 2017
11716 Water Run Aly, Windermere, FL 34786

Last Sold Summary
- 5 Days On Market
Last Listing Agent Romulo Aguiar PREMIER SOTHEBYS INT'L REALTY

/66
$3,699,000
- 3 Beds
- 5 Baths
- 4,262 Sq Ft
4812 Alexandra Garden Ct, Windermere, FL 34786

Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a

Rob Rahter STOCKWORTH REALTY GROUP

4812 Alexandra Garden Ct, Windermere, FL 34786
/2
$508,000

Sold Jan 30, 2026

12860 Penshurst Ln, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,460 Sq Ft
- Built 2003
Last Sold Summary
- 6% Above List Price
- $207/SF
- 3 Days On Market
Current Estimated Value $501,206

Last Listing Agent Jeffrey Funk EXP REALTY LLC

12860 Penshurst Ln, Windermere, FL 34786

/2
Est $670,863

Not Listed For Sale

11725 Sprawling Oak Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,591 Sq Ft
- Built 2016
11725 Sprawling Oak Dr, Windermere, FL 34786

Last Sold Summary
- 5 Days On Market
Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

/6
$525,000

$25K PRICE DROP
- 3 Beds
- 2 Baths
- 1,926 Sq Ft
6679 Duncaster St, Windermere, FL 34786

Welcome to this beautiful maintained traditional-style home in the highly desirable Town of Windermere, Florida, just minutes from the renewed Butler-Chain of Lakes. Nestled in a quiet, peaceful neighborhood, this 3-bedroom, 2-bathroom home offers 1,926 square feet of comfortable living space with thoughtful upgrades throughout.The updated kitchen features renovated cabinetry, while both

Cliff Glansen FLATFEE.COM

6679 Duncaster St, Windermere, FL 34786

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Windermere, FL Homes

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