Windermere, FL Homes

/28
$2,500,000
- 4 Beds
- 4.5 Baths
- 4,961 Sq Ft
13377 Lake Butler Blvd, Winter Garden, FL 34787

Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

Dawn Briggs BLUE MAGNOLIA REALTY LLC

13377 Lake Butler Blvd, Winter Garden, FL 34787
/44
$3,300 per month
- 4 Beds
- 2.5 Baths
- 2,369 Sq Ft
- House for Rent
13790 Ingelnook Dr, Windermere, FL 34786

Welcome to The Vineyards at Horizon West, an exceptional community located in Windermere. Make yourself at home with this magnificent home featuring all the amenities you would expect to find in the best of homes. Situated on a premium pond view lot and across the street to the community pool this home with great curb appeal offers so much. This energy efficient home has a spacious open floor

Deisi Oliveira MS LAND & BUILDING LLC

13790 Ingelnook Dr, Windermere, FL 34786
/2
$385,000 Sold Jan 26, 2026

8625 Coventry Park Way, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,554 Sq Ft
- Built 2016
Last Sold Summary
- 6% Below List Price
- $248/SF
- 146 Days On Market
Current Estimated Value $392,944

Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

8625 Coventry Park Way, Windermere, FL 34786

/31
Est $357,866 Not Listed For Sale

8167 Enchantment Dr Unit 1501, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,786 Sq Ft
- Built 2010
8167 Enchantment Dr Unit 1501, Windermere, FL 34786

Last Sold Summary
- 9% Below List Price
- $221/SF
- 1 Day On Market
Last Sold Price $395,000

Last Listing Agent Melanie Gocinski REAL BROKER, LLC

/13
$2,200,000 Pending
- 5 Beds
- 4.5 Baths
- 3,994 Sq Ft
1020 Oakdale St, Windermere, FL 34786

Under contract-accepting backup offers. Under Construction. Extraordinary new construction estate by renowned builder Davila Homes, nestled in the heart of Downtown Windermere. Meticulously designed and artfully executed, this five-bedroom, four-and-a-half-bathroom residence offers 3,994 square feet of luxurious living space. From the moment you step inside, you're enveloped in elevated elegance,

Christopher Christensen ONE LUXURY INTERNATIONAL LLC

1020 Oakdale St, Windermere, FL 34786
/33
$2,475 per month
- 3 Beds
- 2.5 Baths
- 1,485 Sq Ft
- Townhouse for Rent
7613 Sutherton Ln, Windermere, FL 34786

Stunning End-Unit Townhome in the Heart of Windermere!Welcome to this beautifully maintained 3-bedroom, 2.5-bath unit freshly painted unit, offering excellent natural light and a functional open floor plan in one of Windermere’s most desirable communities.Enjoy outdoor living with a private patio, ideal for relaxing or entertaining. The home features a detached 2-car garage plus a

Laura Lerma 2 GOOD REALTY

7613 Sutherton Ln, Windermere, FL 34786
/2
$1,069,499 Sold Nov 18, 2025

14365 Crest Palm Ave, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,628 Sq Ft
- Built 2025
Last Sold Summary
- 2% Above List Price
- $295/SF
- 0 Days On Market
Current Estimated Value $1,052,867

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14365 Crest Palm Ave, Windermere, FL 34786

/43
Est $2,854,070 Not Listed For Sale

5054 Sawyer Cove Way, Windermere, FL 34786
- 5 Beds
- 6.5 Baths
- 5,353 Sq Ft
- Built 2020
5054 Sawyer Cove Way, Windermere, FL 34786

Last Sold Summary
- 2% Above List Price
- $525/SF
- 7 Days On Market
Last Sold Price $2,810,000

Last Listing Agent Julie Davis, LLC COLDWELL BANKER REALTY

/26
$1,325,000 Pending
- 4 Beds
- 3 Baths
- 2,945 Sq Ft
8447 Woburn Ct, Windermere, FL 34786

Under contract-accepting backup offers. PREMIUM PRESERVE HOMESITE backing directly to Tibet Butler Preserve with NO REAR NEIGHBORS. Located within the 24-HOUR GUARD-GATED COMMUNITY OF KEENE’S POINTE, this beautifully updated 4 bedroom, 3 bath home with Bonus Room and Office, offers nearly 3,000 square feet of spacious living areas ideal for everyday living and entertaining. Extensive FIRST-FLOOR

Amy Seelman FLORIDA REALTY INVESTMENTS

8447 Woburn Ct, Windermere, FL 34786
/22
$12,000 per month
- 3 Beds
- 3 Baths
- 2,646 Sq Ft
- House for Rent
6131 Payne Stewart Dr, Windermere, FL 34786

Looking for Luxurious home in a prime location? Look no further! Located in the Isleworth Country Club, this stunning single-family home at 6131 Payne Stewart Drive is now available for rent. Situated in a fantastic waterfront location on Lake Chase, which is part of the Butler Chain of Lakes, this home is a short walk away from the world-renowned Isleworth Golf and Country Club. With breath

Jill Irwin IRWIN REALTY GROUP LLC

6131 Payne Stewart Dr, Windermere, FL 34786
/2
$905,000 Sold Jun 16, 2025

6607 Crestmont Glen Ln, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,199 Sq Ft
- Built 2002
Last Sold Summary
- 7% Below List Price
- $283/SF
- 126 Days On Market
Current Estimated Value $894,501

Last Listing Agent Joey Feeser WEICHERT REALTORS HALLMARK PR

6607 Crestmont Glen Ln, Windermere, FL 34786

/27
Est $320,637 Not Listed For Sale

14438 Desert Haven St Unit 4304, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,534 Sq Ft
- Built 2013
14438 Desert Haven St Unit 4304, Windermere, FL 34786

Last Sold Summary
- 4% Below List Price
- $218/SF
- 177 Days On Market
Last Sold Price $333,750

Last Listing Agent Vicente Virgilio ALTIS REALTY

/28
$1,350,000
- 4 Beds
- 4.5 Baths
- 3,831 Sq Ft
3138 Seigneury Dr, Windermere, FL 34786

Timeless style and classic design unfold behind the gates of Harbor Isle, one of Windermere’s most sought-after communities. This custom-built estate residence offers captivating views of Lake Down on the pristine Butler Chain of Lakes. Featuring all living areas on the first floor except for a bonus room upstairs, this thoughtfully crafted home offers separate formal and living spaces and a

Rob Rahter STOCKWORTH REALTY GROUP

3138 Seigneury Dr, Windermere, FL 34786
/2
$2,650 per month
- 3 Beds
- 2.5 Baths
- 1,624 Sq Ft
- Property for Rent
11642 Water Run Aly, Windermere, FL 34786

3 bedroom 2 bathroom townhouse.Ashlin Park is a peaceful community located in the beautiful town of Windermere. This neighborhood offers a community pool and clubhouse for your comfort and convenience. Ashlin Park is an ideal location due to its proximity to the Lakeside Shopping Center, many highly rated K-12 schools and Walt Disney World.1 Year Lease HOA Approval might be required.

Rafael Izquierdo Lasaracina VS INTERNATIONAL PROPERTIES

11642 Water Run Aly, Windermere, FL 34786
/2
$619,000 Sold Oct 31, 2025

13260 Penshurst Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,076 Sq Ft
- Built 2015
Last Sold Summary
- 1% Below List Price
- $298/SF
- 6 Days On Market
Current Estimated Value $607,912

Last Listing Agent Nadia Eggers FUTURE HOME REALTY INC

13260 Penshurst Ln, Windermere, FL 34786

/41
Est $1,437,883 Not Listed For Sale

1121 Estancia Woods Loop, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,493 Sq Ft
- Built 2017
1121 Estancia Woods Loop, Windermere, FL 34786

Last Sold Summary
- 1% Above List Price
- $409/SF
- 41 Days On Market
Last Sold Price $1,430,000

Last Listing Agent John Crescenti LOKATION

/3
$1,172,945 New Construction
- 5 Beds
- 3.5 Baths
- 3,764 Sq Ft
Deerfield Plan at Palms at Windermere, Windermere, FL 34786

The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room

Dream Finders Homes Builder

14207 Crest Palm Ave Unit 36467792, Windermere, FL 34786
/23
$2,095 per month
- 2 Beds
- 2 Baths
- 1,161 Sq Ft
- Condo for Rent
8264 Maritime Flag St Unit 1419, Windermere, FL 34786

Beautiful Lakeside at Lakes of Windermere 2nd floor 2 bedroom condo with an open floor open, 42" cabinets, under cabinet lighting, breakfast bar and crown molding. Master bedroom has a large walk in closet and the master bath comes with a large vanity and walk in shower. All appliances including washer and dryer are included, along with water, sewer and valet trash. World class amenities include

Amanda Beckman RED DOOR INVESTMENT GRP LLC

8264 Maritime Flag St Unit 1419, Windermere, FL 34786
/2
$375,000 Sold Sep 22, 2025

13730 Lensdale Ln, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 1,640 Sq Ft
- Built 2007
Last Sold Summary
- $229/SF
- 10 Days On Market
Current Estimated Value $367,205

Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

13730 Lensdale Ln, Windermere, FL 34786

/8
Est $2,155,258 Not Listed For Sale

7085 Horizon Cir, Windermere, FL 34786
7085 Horizon Cir, Windermere, FL 34786

Last Sold Summary
- 20% Above List Price
- 113 Days On Market
Last Sold Price $1,800,000

Last Listing Agent Carlos Roche, PA GLOBAL FLORIDA REALTY

/38
$440,000
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
12804 Salomon Cove Dr, Windermere, FL 34786

Experience elevated living in this beautifully updated Windermere townhome, where timeless design meets modern convenience. Fresh interior paint, plush new carpeting, new water heater, and a full array of new appliances—including refrigerator, dishwasher, stove, washer, and dryer—offer effortless, move-in-ready comfort.An elegant arched entry adds architectural charm, while the eat-in kitchen

Beverly Bray Bluewater Realty Services LLC

12804 Salomon Cove Dr, Windermere, FL 34786
/18
$4,500 per month
- 5 Beds
- 4 Baths
- 3,300 Sq Ft
- House for Rent
1351 Glenwick Dr, Windermere, FL 34786

POOL HOME!!! WITH MOTHER IN LAW SUIT!!! 5 BEDROOMS 4 FULL BATHS!!! MAN-GATED COMMUNITY IN WINDERMERE!!! Stunning Windermere home at 1351 Glenwick Dr! Spacious open floor plan, modern kitchen, and elegant finishes throughout. Perfect for entertaining or relaxing in the private backyard. Close to top schools, shopping, and dining. A must-see blend of luxury, comfort, and location!

Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

1351 Glenwick Dr, Windermere, FL 34786
/2
$689,000 Sold Jul 08, 2025

1412 Glenwick Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,074 Sq Ft
- Built 2002
Last Sold Summary
- 2% Below List Price
- $332/SF
- 63 Days On Market
Current Estimated Value $667,102

Last Listing Agent Chris Bunnell EXP REALTY LLC

1412 Glenwick Dr, Windermere, FL 34786

/59
Est $1,870,082 Not Listed For Sale

13407 Bellaria Cir, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 3,640 Sq Ft
- Built 2014
13407 Bellaria Cir, Windermere, FL 34786

Last Sold Summary
- 2% Below List Price
- $522/SF
- 10 Days On Market
Last Sold Price $1,900,000

Last Listing Agent Susan Wilkinson ORANGE TREE REALTY

/27
$1,190,000 Open Sat 1PM - 4PM
- 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, light

Babi Hennemann WRA BUSINESS & REAL ESTATE

8236 Procida Isle Ln, Windermere, FL 34786
/75
$3,800 per month
- 3 Beds
- 2.5 Baths
- 1,988 Sq Ft
- House for Rent
7307 Ella Ln, Windermere, FL 34786

Welcome to your new home!! Conveniently situated within the charming Windermere area, you'll find this gem House, fully furnished, 1-Master Suite, 2-bedrooms, 2 and 1/2 bathrooms, nestled within the Windermere Sound community. Opening the entry door (with a digital code locker), you will find a beautiful spacious living room, well decorated and plenty of natural light coming trough the double

Sergio Figueiredo NOVA REAL ESTATE SERVICES INC

7307 Ella Ln, Windermere, FL 34786
/2
$960,000 Sold Feb 23, 2026

11550 Delwick Dr, Windermere, FL 34786
- 5 Beds
- 3 Baths
- 2,843 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $338/SF
- 6 Days On Market
Current Estimated Value $971,488

Last Listing Agent Constantino Trimarcchi TRIMARCHI REALTY CORP

11550 Delwick Dr, Windermere, FL 34786

/58
Est $1,702,657 Not Listed For Sale

11603 Vinci Dr, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,672 Sq Ft
- Built 2013
11603 Vinci Dr, Windermere, FL 34786

Last Sold Summary
- 3% Above List Price
- $449/SF
- 60 Days On Market
Last Sold Price $1,650,000

Last Listing Agent Julie Vega-Dominguez PREMIER SOTHEBY'S INTL. REALTY

/35
$430,000 Pending
- 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
/18
$3,300 per month
- 4 Beds
- 2.5 Baths
- 2,623 Sq Ft
- House for Rent
7448 Ella Ln, Windermere, FL 34786

Experience the perfect mix of elegance, comfort, and versatility in this 4-bedroom, 2.5-bathroom home in the Beautiful Windermere community. Step inside to discover this well maintained property with designed living spaces, open layouts from room to room. The spacious open-concept layout goes from the spacious and well equipped kitchen to the living and dining areas. The kitchen features granite

Carmela Mazzilli LA ROSA REALTY LLC

7448 Ella Ln, Windermere, FL 34786
/2
$460,000 Sold Dec 01, 2025

7673 Ripplepointe Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,212 Sq Ft
- Built 2015
Last Sold Summary
- 2% Below List Price
- $208/SF
- 19 Days On Market
Current Estimated Value $460,301

Last Listing Agent Mahmoud Mango DALTON WADE INC

7673 Ripplepointe Way, Windermere, FL 34786

/31
Est $773,232 Not Listed For Sale

8748 Peachtree Park Ct, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,514 Sq Ft
- Built 2017
8748 Peachtree Park Ct, Windermere, FL 34786

Last Sold Summary
- 10% Above List Price
- $278/SF
- 0 Days On Market
Last Sold Price $700,000

Last Listing Agent Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

/33
$1,399,000 Open Sun 1PM - 3PM
- 5 Beds
- 4.5 Baths
- 3,082 Sq Ft
106 Palm St, Windermere, FL 34786

Set on a large, tree-lined lot just moments from historic downtown Windermere, this fully reimagined residence blends modern luxury with timeless charm—delivering a level of craftsmanship and detail that truly stands out. Every inch of this home has been thoughtfully redesigned, including a newly configured floor plan, all new interior doors and trim, and beautiful wide-plank flooring throughout.

Jill Healey KELLER WILLIAMS WINTER PARK

106 Palm St, Windermere, FL 34786
/21
$5,500 per month
- 3 Beds
- 2 Baths
- 2,056 Sq Ft
- House for Rent
8447 Bowden Way, Windermere, FL 34786

Welcome to Keenes Point - Windermere, a stunning 3-bedroom, 2-bathroom home located in the desirable Windermere, FL. This property is nestled within a secure gated community, offering an added layer of peace and security. The home boasts a private pool, perfect for cooling off during those hot Florida summers. The private backyard provides ample space for outdoor activities or simply enjoying the

Julien Silva JOHN SILVA REALTY & ASSOCIATES

8447 Bowden Way, Windermere, FL 34786
/2
$1,143,000 Sold May 16, 2025

2008 Water Key Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,273 Sq Ft
- Built 2000
Last Sold Summary
- 4% Below List Price
- $349/SF
- 29 Days On Market
Current Estimated Value $1,144,634

Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

2008 Water Key Dr, Windermere, FL 34786

/2
Est $3,186,226 Not Listed For Sale

4261 Isabella Cir, Windermere, FL 34786
- 6 Beds
- 9 Baths
- 7,129 Sq Ft
- Built 2016
4261 Isabella Cir, Windermere, FL 34786

Last Sold Summary
- 2% Below List Price
- $456/SF
- 37 Days On Market
Last Sold Price $3,250,000

Last Listing Agent Chad Going SERHANT

/22
$1,460,000
- 4 Beds
- 4 Baths
- 3,997 Sq Ft
9548 Crown Prince Ln, Windermere, FL 34786

Situated on a premier half-acre lot in highly desirable area of Windermere, this fully renovated 4-bedroom, 4-bath home offers a hard to find 'like-new' living experience. Every detail has been thoughtfully updated, featuring a chef’s kitchen with brand-new Thermador appliances, custom cabinetry, luxury vinyl plank flooring, and designer lighting throughout. The versatile floor plan includes an

Jessica Oliveira LA ROSA REALTY LLC

9548 Crown Prince Ln, Windermere, FL 34786
/39
$3,950 per month
- 5 Beds
- 4 Baths
- 2,800 Sq Ft
- House for Rent
9088 Outlook Rock Trail, Windermere, FL 34786

One or more photo(s) has been virtually staged. The moment you step inside this 5-bedroom, 4-bath luxury home in the heart of Windermere—a rare opportunity for anyone relocating to the Orlando - is the moment you may change your mind about living anywhere else in Central Florida. This residence offers top-rated schools, tree-lined walking trails with sparkling lake views, a resort-style community

Maria Serrano Whitehead EPIQUE REALTY, INC.

9088 Outlook Rock Trail, Windermere, FL 34786
/2
$1,060,000 Sold Sep 11, 2025

76 Oakdale St, Windermere, FL 34786
- 3 Beds
- 1.5 Baths
- 2,011 Sq Ft
- Built 1957
Last Sold Summary
- 18% Below List Price
- $527/SF
- 82 Days On Market
Current Estimated Value $1,029,436

Last Listing Agent Bill Martini BHHS FLORIDA REALTY

76 Oakdale St, Windermere, FL 34786

/38
Est $536,496 Not Listed For Sale

7688 Brofield Ave, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,709 Sq Ft
- Built 2011
7688 Brofield Ave, Windermere, FL 34786

Last Sold Summary
- 6% Above List Price
- $295/SF
- 80 Days On Market
Last Sold Price $505,000

Last Listing Agent Reynaldo Izaguirre ALTIS REALTY

Showing Results 241 - 280, Page 7 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