Windermere, FL Homes

/60
$655,000
- 4 Beds
- 3.5 Baths
- 2,675 Sq Ft
13936 Eden Isle Blvd, Windermere, FL 34786

Welcome to 13936 Eden Isle Blvd, where comfort, space, and modern updates come together in one of Windermere’s desirable and sought after gated communities - Eden Isle. Step into a fresh chapter of elevated living with this beautifully updated 4-bedroom, bonus room, 3.5-bathroom residence offering approximately 2,675 square feet of thoughtfully designed living space. The open and functional floor

Jacob Hara TRANSCEND REALTY

13936 Eden Isle Blvd, Windermere, FL 34786
/2
$292,000

Sold Oct 03, 2025

11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,455 Sq Ft
- Built 2007
Last Sold Summary
- 20% Below List Price
- $201/SF
- 348 Days On Market
Current Estimated Value $301,441

Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

/2
Est $541,550

Not Listed For Sale

6322 Golden Dewdrop Trail, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,136 Sq Ft
- Built 2012
6322 Golden Dewdrop Trail, Windermere, FL 34786

Last Sold Summary
- 64 Days On Market

/45
$839,500

$99K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,315 Sq Ft
8724 Peachtree Park Ct, Windermere, FL 34786

Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere’s most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a

Marcelo Machado LA ROSA REALTY LLC

8724 Peachtree Park Ct, Windermere, FL 34786
/2
$490,000

Sold May 11, 2026

6310 Golden Dewdrop Trail, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,977 Sq Ft
- Built 2012
Last Sold Summary
- 7% Below List Price
- $248/SF
- 107 Days On Market
Current Estimated Value $487,562

Last Listing Agent Mengshi Lu JOY ESTATE ENTERPRISE INC

6310 Golden Dewdrop Trail, Windermere, FL 34786

/2
Est $1,188,124

Not Listed For Sale

6020 Golden Dewdrop Trail, Windermere, FL 34786
- 8 Beds
- 5 Baths
- 4,740 Sq Ft
- Built 2012
6020 Golden Dewdrop Trail, Windermere, FL 34786

Last Sold Summary
- 30 Days On Market

/35
$2,200,000
- 8 Beds
- 8.5 Baths
- 4,735 Sq Ft
11545 Brickyard Pond Ln, Windermere, FL 34786

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. With 8 spacious bedrooms, 9 full bathrooms, and 1 powder room, the home was designed to offer absolute comfort and a

Jennifer Paiano Olmeda WRA BUSINESS & REAL ESTATE

11545 Brickyard Pond Ln, Windermere, FL 34786
/2
$812,000

Sold Apr 20, 2026

2641 Hempel Ave, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,404 Sq Ft
- Built 1985
Last Sold Summary
- 2% Below List Price
- $338/SF
- 11 Days On Market
Current Estimated Value $809,021

Last Listing Agent Frank Mediavilla KNIGHTS REALTY

2641 Hempel Ave, Windermere, FL 34786

/2
Est $563,844

Not Listed For Sale

8014 Jailene Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,322 Sq Ft
- Built 2012
8014 Jailene Dr, Windermere, FL 34786

Last Sold Summary
- 5 Days On Market

/46
$6,950,000
- 5 Beds
- 6 Baths
- 7,178 Sq Ft
6462 Deacon Cir, Windermere, FL 34786

Within the gates of Isleworth Golf & Country Club, along the shores of Lake Chase, this exceptional lakefront offers a refined and contemporary waterfront lifestyle. Ideally positioned near the driving range and just moments from Isleworth’s racquet center, clubhouse, fitness facilities, dining, and pool, the residence combines privacy with convenience.Designed by renowned architect Mark

Michelle Corbin ISLEWORTH REALTY LLC

6462 Deacon Cir, Windermere, FL 34786
/2
$1,290,000

Sold Oct 24, 2025

13527 Lake Cawood Dr, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,379 Sq Ft
- Built 2003
Last Sold Summary
- 1% Above List Price
- $382/SF
- 6 Days On Market
Current Estimated Value $1,274,130

Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

13527 Lake Cawood Dr, Windermere, FL 34786

/2
Not Listed For Sale

8136 Serenity Spring Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
- Built 2013
8136 Serenity Spring Dr, Windermere, FL 34786

Last Sold Summary
- 63 Days On Market

/46
$575,000

$10K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,139 Sq Ft
6442 Golden Dewdrop Trail, Windermere, FL 34786

Short Sale. Come see this beautiful place. This immaculate home features include over 2,100 square feet of living space, a desirable Kitchen with 42" Cabinets and Granite, Stainless Steel Appliances, Beautiful Backsplash, engineered hardwood flooring on the first floor, vinyl on the second floor, ceramic tile in bathrooms and laundry, screened-in patio porch with a ceiling fan, an elegant

Yindy Reyes EMPIRE NETWORK REALTY

6442 Golden Dewdrop Trail, Windermere, FL 34786
/2
$11,500,000

Sold May 15, 2026

5525 Isleworth Country Club Dr, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 9,511 Sq Ft
- Built 1999
Last Sold Summary
- 19% Below List Price
- $1,209/SF
- 333 Days On Market
Current Estimated Value $4,330,324

Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

5525 Isleworth Country Club Dr, Windermere, FL 34786

/2
Est $416,433

Not Listed For Sale

11746 Water Run Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,588 Sq Ft
- Built 2016
11746 Water Run Aly, Windermere, FL 34786

Last Sold Summary
- 10 Days On Market

/35
$430,000

$14K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,589 Sq Ft
13366 Abuela Aly, Windermere, FL 34786

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 kitchen showcases quartz countertops,

Alexandra Mateu BAHIA INTERNATIONAL REALTY

13366 Abuela Aly, Windermere, FL 34786
/2
$1,460,000

Sold Jul 07, 2025

11521 Camden Park Dr, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,483 Sq Ft
- Built 2005
Last Sold Summary
- 2% Below List Price
- $419/SF
- 54 Days On Market
Current Estimated Value $1,413,378

Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

11521 Camden Park Dr, Windermere, FL 34786

/2
Est $430,977

Not Listed For Sale

8972 Matriarca Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,692 Sq Ft
- Built 2020
8972 Matriarca Aly, Windermere, FL 34786

Last Sold Summary
- 17 Days On Market

/65
$2,500,000
- 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
$430,000

Sold Feb 06, 2026

7411 Ripplepointe Way, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,948 Sq Ft
- Built 2010
Last Sold Summary
- 2% Below List Price
- $221/SF
- 55 Days On Market
Current Estimated Value $429,879

Last Listing Agent John Cunningham KELLER WILLIAMS CLASSIC

7411 Ripplepointe Way, Windermere, FL 34786

/2
Est $310,508

Not Listed For Sale

8256 Maritime Flag St Unit 305, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- Built 2009
8256 Maritime Flag St Unit 305, Windermere, FL 34786

Last Sold Summary
- 50 Days On Market

/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
$1,550,000

Sold Jun 11, 2026

6001 Caymus Loop, Windermere, FL 34786
- 5 Beds
- 5 Baths
- 3,520 Sq Ft
- Built 2005
Last Sold Summary
- 3% Below List Price
- $440/SF
- 7 Days On Market
Current Estimated Value $1,391,686

Last Listing Agent Stella Freeman QUATTRO R E SOLUTIONS LLC

6001 Caymus Loop, Windermere, FL 34786

/2
Est $471,237

Not Listed For Sale

10706 Reams Rd, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,837 Sq Ft
- Built 2013
10706 Reams Rd, Windermere, FL 34786

Last Sold Summary
- 62 Days On Market

/38
$525,000
- 3 Beds
- 2 Baths
- 1,877 Sq Ft
8662 Abbotsbury Dr, Windermere, FL 34786

Welcome home to this charming single story, 3-bedroom, 2-bath home located in the highly desired gated community, Lakes of Windermere – Peachtree. Step inside to an inviting open layout with brand new carpet, abundant natural light, spacious living and dining areas ideal for everyday living and entertaining. The kitchen features ample cabinetry, a kitchen island, and stunning views of the serene

Paul Donovan RE/MAX PRIME PROPERTIES

8662 Abbotsbury Dr, Windermere, FL 34786
/2
$1,450,000

Sold Aug 18, 2025

11402 Camden Loop Way, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,880 Sq Ft
- Built 2005
Last Sold Summary
- 9% Below List Price
- $374/SF
- 60 Days On Market
Current Estimated Value $1,436,727

Last Listing Agent Brian Hyser THE AGENCY FL

11402 Camden Loop Way, Windermere, FL 34786

/18
Est $398,248

Not Listed For Sale

13179 Kegan St, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,617 Sq Ft
- Built 2015
13179 Kegan St, Windermere, FL 34786

Last Sold Summary
- 6 Days On Market

/9
$5,995,000

New Construction
- 5 Beds
- 6 Baths
- 6,000 Sq Ft
13377 Lake Butler Blvd, Winter Garden, FL 34787

Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural

Dawn Briggs BLUE MAGNOLIA REALTY LLC

13377 Lake Butler Blvd, Winter Garden, FL 34787
/2
$1,540,000

Sold May 08, 2026

8438 Tibet Butler Dr, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,464 Sq Ft
- Built 1999
Last Sold Summary
- 7% Below List Price
- $445/SF
- 33 Days On Market
Current Estimated Value $1,569,808

Last Listing Agent Daniel Pavel WRA BUSINESS & REAL ESTATE

8438 Tibet Butler Dr, Windermere, FL 34786

/2
Est $518,957

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

/13
$550,000
- 3 Beds
- 2.5 Baths
- 2,306 Sq Ft
13330 Longacre Dr, Windermere, FL 34786

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.The spacious first-floor primary suite provides privacy, comfort, and convenience, making it ideal for

Mark Wang SUNSTAR REALTY FL INC

13330 Longacre Dr, Windermere, FL 34786
/2
$285,000

Sold Sep 19, 2025

8277 Maritime Flag St Unit 205, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,455 Sq Ft
- Built 2007
Last Sold Summary
- 10% Below List Price
- $196/SF
- 39 Days On Market
Current Estimated Value $296,733

Last Listing Agent Raymond Glenn LAKESIDE REALTY WINDERMERE INC

8277 Maritime Flag St Unit 205, Windermere, FL 34786

/2
Est $896,444

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

/97
$4,700,000

Pending
- 8 Beds
- 6 Baths
- 7,000 Sq Ft
5500 W Lake Butler Rd, Windermere, FL 34786

Under contract-accepting backup offers. Experience the pinnacle of lakefront luxury breathtaking acres in the heart of Windermere, offering an extraordinary 320 feet of pristine ski lake frontage and an unmatched resort-style lifestyle. This one-of-a-kind waterfront compound features a stunning 6-bedroom, 5-bathroom main residence encompassing 12,323 gross square feet with 7,000 heated square

Julie Sanchez THE REAL ESTATE COLLECTION LLC

5500 W Lake Butler Rd, Windermere, FL 34786
/2
$530,000

Sold Aug 15, 2025

12868 Holdenbury Ln, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,460 Sq Ft
- Built 2006
Last Sold Summary
- 11% Below List Price
- $215/SF
- 39 Days On Market
Current Estimated Value $540,489

Last Listing Agent Victor Nawrocki VISION HOME REAL ESTATE, LLC

12868 Holdenbury Ln, Windermere, FL 34786

/12
Est $490,024

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

/68
$15,500,000
- 10 Beds
- 17 Baths
- 13,425 Sq Ft
12488 Park Ave, Windermere, FL 34786

Commanding a rare 2.75-acre lakefront setting on the coveted Butler Chain of Lakes, this extraordinary Windermere estate is a true work of art. Recently completed after a meticulous, ground-up transformation, the residence showcases a level of craftsmanship, design integrity, and finish quality that is simply unrivaled in Central Florida. From the moment you arrive, the estate announces itself

Julie Christensen ONE LUXURY INTERNATIONAL LLC

12488 Park Ave, Windermere, FL 34786
/2
$375,000

Sold Apr 27, 2026

12683 Langstaff Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,428 Sq Ft
- Built 2003
Last Sold Summary
- $263/SF
- 3 Days On Market
Current Estimated Value $370,058

Last Listing Agent Vlad Kizlo KELLER WILLIAMS REALTY AT THE LAKES

12683 Langstaff Dr, Windermere, FL 34786

/2
Est $1,606,362

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

/31
$574,900

$5K PRICE DROP Pending
- 4 Beds
- 3 Baths
- 2,229 Sq Ft
6897 Northwich Dr, Windermere, FL 34786

Under contract-accepting backup offers. Welcome to the highly desirable Lakes of Windermere! Where comfort, convenience, and thoughtful updates come together in one of Central Florida’s most sought-after communities. This move-in ready 4-bedroom, 3-bathroom home offers a functional, open layout perfect for both everyday living and entertaining. Step inside to find upgraded flooring installed in

Blake Blahut REALTY ONE GROUP INSPIRATION

6897 Northwich Dr, Windermere, FL 34786

Showing Results 481 - 520, Page 13 of 18

Florida Orange County Windermere

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Windermere, FL Homes

Real Estate & Homes