Windermere, FL Homes

/50
$2,650,000 Pending
- 5 Beds
- 6.5 Baths
- 6,248 Sq Ft
8402 Lake Burden Cir Unit 2, Windermere, FL 34786

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Newly added virtually staged images to help with your interior design inspiration! Experience luxury waterfront living in the prestigious guard gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5-bedroom ensuites and a full pool bath with shower and

Toni Marie Cafferty

COMPASS FLORIDA LLC

(689) 312-8950

8402 Lake Burden Cir Unit 2, Windermere, FL 34786
/45
$2,350 per month
- 3 Beds
- 2 Baths
- 1,455 Sq Ft
- Condo for Rent
11434 Jasper Kay Terrace Unit 206, Windermere, FL 34786

Spacious 3-bedroom, 2-bath condominium located on the 2nd floor of a well-maintained community in highly desirable Windermere, FL. This 1,455 sq ft unit offers an open and functional floor plan featuring a large living/dining area, generous natural light, and a well-appointed kitchen with ample cabinetry and counter space. The primary suite includes a walk-in closet and a private bath. Secondary

Rizwan Rashid MNT INTERNATIONAL

11434 Jasper Kay Terrace Unit 206, Windermere, FL 34786
/2
$550,000 Sold Sep 30, 2025

5238 Beach River Rd, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,414 Sq Ft
- Built 2004
Last Sold Summary
- $228/SF
- 3 Days On Market
Current Estimated Value $547,069

Last Listing Agent Liza Farzati SERHANT

5238 Beach River Rd, Windermere, FL 34786

/2
Est $672,774 Not Listed For Sale

12931 Droxford Rd, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,050 Sq Ft
- Built 2006
12931 Droxford Rd, Windermere, FL 34786

Last Sold Summary
- 1% Below List Price
- $223/SF
- 7 Days On Market
Last Sold Price $680,000

Last Listing Agent Sherri Palmer EXP REALTY LLC

/40
$609,000 Pending
- 5 Beds
- 3 Baths
- 2,555 Sq Ft
6846 Helmsley Cir, Windermere, FL 34786

Under contract-accepting backup offers. NEW ROOF! Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the largest lot in the neighborhood, offering over a quarter-acre of space with two expansive backyards. Imagine the possibilities—perhaps a pool or even a pickleball court! The home boasts two primary suites, one conveniently

Nickolas Amburgey

COMPASS FLORIDA LLC

(407) 392-9729

6846 Helmsley Cir, Windermere, FL 34786
/17
$3,449 per month
- 4 Beds
- 3 Baths
- 3,058 Sq Ft
- House for Rent
11530 Vicolo Loop, Windermere, FL 34786

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3593.90. That covers your base rent, $3449.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

11530 Vicolo Loop, Windermere, FL 34786
/2
$2,404,000 Sold Jan 15, 2026

1724 Windermeredown Place, Windermere, FL 34786
- 6 Beds
- 6.5 Baths
- 6,000 Sq Ft
- Built 1995
Last Sold Summary
- 4% Below List Price
- $401/SF
- 46 Days On Market
Current Estimated Value $2,387,616

Last Listing Agent Chad Going SERHANT

1724 Windermeredown Place, Windermere, FL 34786

/33
Est $535,746 Not Listed For Sale

9228 Palm Tree Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,492 Sq Ft
- Built 1985
9228 Palm Tree Dr, Windermere, FL 34786

Last Sold Summary
- 3% Below List Price
- $369/SF
- 27 Days On Market
Last Sold Price $550,000

Last Listing Agent Matt Davies COLDWELL BANKER REALTY

/17
$1,034,990 New Construction
- 3 Beds
- 2.5 Baths
- 2,791 Sq Ft
Moseley Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

The Moseley is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. Modern finishes, abundant

Ashton Woods Builder

5432 Winter Garden Vineland Rd Unit 37932785, Windermere, FL 34786
/8
$2,350 per month
- 3 Beds
- 2.5 Baths
- 1,429 Sq Ft
- Property for Rent
8921 Newmarket Dr, Windermere, FL 34786

Stunning 3-Bed, 2.5-Bath End Unit Townhouse in Lakes of Windermere – Lake Reams! Enjoy a spacious, sun-filled layout, a sleek kitchen with appliances, and a detached 2-car garage. Perfectly located for easy access to Orlando, yet tucked away in a peaceful, welcoming neighborhood. Shopping, dining, and entertainment are just minutes away! Don’t wait—this gorgeous home won’t last long. Schedule

Shirley Chen GOLDEN PACIFIC REALTY INC

8921 Newmarket Dr, Windermere, FL 34786
/2
$1,655,000 Sold Aug 15, 2025

1424 Kelso Blvd, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 3,104 Sq Ft
- Built 1975
Last Sold Summary
- 12% Below List Price
- $533/SF
- 112 Days On Market
Current Estimated Value $1,709,510

Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

1424 Kelso Blvd, Windermere, FL 34786

/2
Est $439,801 Not Listed For Sale

8757 Via Tavoleria Way, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,974 Sq Ft
- Built 2014
8757 Via Tavoleria Way, Windermere, FL 34786

Last Sold Summary
- 2% Above List Price
- $218/SF
- 31 Days On Market
Last Sold Price $430,000

Last Listing Agent Nathan Jacoby YOUNG REAL ESTATE

/50
$680,000
- 5 Beds
- 3.5 Baths
- 2,976 Sq Ft
6712 Thornhill Cir, Windermere, FL 34786

With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual

Brad Young HOMEVEST REALTY

6712 Thornhill Cir, Windermere, FL 34786
/20
$3,540 per month
- 5 Beds
- 4.5 Baths
- 2,955 Sq Ft
- House for Rent
7461 Ella Ln, Windermere, FL 34786

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3684.90. That covers your base rent, $3540.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

7461 Ella Ln, Windermere, FL 34786
/2
$718,000 Sold Oct 20, 2025

12755 Westside Village Loop, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,064 Sq Ft
- Built 2018
Last Sold Summary
- 12% Below List Price
- $234/SF
- 142 Days On Market
Current Estimated Value $712,976

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

12755 Westside Village Loop, Windermere, FL 34786

/39
Est $440,760 Not Listed For Sale

7645 Fordson Ln, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 1,997 Sq Ft
- Built 2016
7645 Fordson Ln, Windermere, FL 34786

Last Sold Summary
- $220/SF
- 52 Days On Market
Last Sold Price $440,000

Last Listing Agent Astrid Rivas COLDWELL BANKER REALTY

/29
$660,000 Pending
- 4 Beds
- 2 Baths
- 2,063 Sq Ft
9426 Palm Tree Dr, Windermere, FL 34786

Under contract-accepting backup offers. This is it! Welcome home to this updated, showstopper in Windermere with an oversized pool. From the moment you walk in the door, you will be impressed with how open and expansive the home feels- the kitchen, dining, family and living areas are included in one great space. The family and living room share a double-sided wood burning fireplace and both

Richard Alpizar IRON VALLEY REAL ESTATE CENTRAL FLORIDA

9426 Palm Tree Dr, Windermere, FL 34786
/23
$3,100 per month
- 3 Beds
- 2.5 Baths
- 1,700 Sq Ft
- Townhouse for Rent
8476 Iron Mountain Trail, Windermere, FL 34786

Beautifully renovated 3-bedroom townhome with a flex room located in the highly desirable Windermere Trails community. This bright and inviting home features 3 bedrooms, 2.5 bathrooms, and a versatile flex room on the first floor, perfect for a home office, playroom, or additional living space.The open-concept floor plan seamlessly connects the living and dining areas to a spacious family

Nighina Ikromi FLORIDA HOMES REALTY & MORTGAGE

8476 Iron Mountain Trail, Windermere, FL 34786
/2
$825,000 Sold Feb 11, 2026

1735 Maple Leaf Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,771 Sq Ft
- Built 1989
Last Sold Summary
- 3% Below List Price
- $298/SF
- 3 Days On Market
Current Estimated Value $824,771

Last Listing Agent Frank Del Toro REVEL REALTY LLC

1735 Maple Leaf Dr, Windermere, FL 34786

/2
Est $768,391 Not Listed For Sale

12995 Westside Village Loop, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,935 Sq Ft
- Built 2018
12995 Westside Village Loop, Windermere, FL 34786

Last Sold Summary
- 1% Below List Price
- $266/SF
- 78 Days On Market
Last Sold Price $780,000

Last Listing Agent Maria Ubillus FOLIO REALTY LLC

/61
$4,960,000
- 4 Beds
- 5 Baths
- 4,739 Sq Ft
5186 Vardon Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Presenting a newly remodeled luxury estate ideally positioned along Isleworth’s renowned championship golf course, showcasing stunning views of the signature 3rd hole. This exceptional residence offers approximately 4739 square feet of refined living space with 4 bedrooms and 4 1/2 bathrooms, soaring ceilings, elegant formal living and dining rooms,

Winnie Tam FLORIDA REALTY INVESTMENTS

5186 Vardon Dr, Windermere, FL 34786
/15
$2,949 per month
- 3 Beds
- 2 Baths
- 2,160 Sq Ft
- House for Rent
5239 Beach River Rd, Windermere, FL 34786

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3093.90. That covers your base rent, $2949.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

5239 Beach River Rd, Windermere, FL 34786
/2
$3,100,000 Sold Apr 01, 2025

2812 Marquesas Ct, Windermere, FL 34786
- 4 Beds
- 5 Baths
- 5,624 Sq Ft
- Built 1984
Last Sold Summary
- 2% Below List Price
- $551/SF
- 55 Days On Market
Current Estimated Value $3,046,689

Last Listing Agent Kari Fleck THE REAL ESTATE COLLECTION LLC

2812 Marquesas Ct, Windermere, FL 34786

/87
Est $749,509 Not Listed For Sale

4313 Blue Major Dr, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,512 Sq Ft
- Built 2014
4313 Blue Major Dr, Windermere, FL 34786

Last Sold Summary
- 6% Below List Price
- $226/SF
- 7 Days On Market
Last Sold Price $795,000

Last Listing Agent Li Xue AGENT GROUP REALTY

/14
$1,074,990 New Construction
- 4 Beds
- 3.5 Baths
- 3,074 Sq Ft
Griffin Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

The Griffin is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality. Additional

Ashton Woods Builder

5432 Winter Garden Vineland Rd Unit 37932783, Windermere, FL 34786
/38
$2,900 per month
- 4 Beds
- 2.5 Baths
- 1,997 Sq Ft
- Townhouse for Rent
7307 Penkridge Ln, Windermere, FL 34786

Beautiful 4-bedroom, 2.5-bath townhome located in the highly desirable Windermere Sound community in Horizon West. Built in 2015, this home offers approximately 1,997 sq ft of living space with an open floor plan ideal for everyday living and entertaining.The main level features a spacious living and dining area connected to the kitchen, while the primary bedroom provides comfort and privacy.

Ana Cunha WRA BUSINESS & REAL ESTATE

7307 Penkridge Ln, Windermere, FL 34786
/2
$966,400 Sold Oct 17, 2025

11508 Delwick Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,206 Sq Ft
- Built 2003
Last Sold Summary
- 12% Below List Price
- $301/SF
- 144 Days On Market
Current Estimated Value $917,624

Last Listing Agent Ziad El Aryan FLORIDA REALTY INVESTMENTS

11508 Delwick Dr, Windermere, FL 34786

/52
Est $3,006,123 Not Listed For Sale

1336 Lake Olivia Ln, Windermere, FL 34786
- 5 Beds
- 6 Baths
- 6,227 Sq Ft
- Built 2019
1336 Lake Olivia Ln, Windermere, FL 34786

Last Sold Summary
- 3% Below List Price
- $498/SF
- 27 Days On Market
Last Sold Price $3,100,000

Last Listing Agent Mary Currie BHHS FLORIDA REALTY

/62
$1,370,000
- 4 Beds
- 3.5 Baths
- 3,809 Sq Ft
8375 Bowden Way, Windermere, FL 34786

"Price Improvement". This charming four-bedroom, three-and-a-half-bath home in the highly sought-after Keene’s Pointe community perfectly combines elegance, comfort, and character. Designed with a timeless French-inspired décor, every space feels warm, inviting, and beautifully curated.The highlight of this home is its backyard oasis — a peaceful retreat overlooking the sparkling pool and

Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

8375 Bowden Way, Windermere, FL 34786
/19
$2,000 per month
- 1 Bed
- 1 Bath
- Condo for Rent
804 Oakdale St Unit Suite, Windermere, FL 34786

Property Id: 1261847Your Apartment: Private entrance, attached off side of main house. No shared living space. Washer & dryer in unit. Loft-style set-up with bedroom and full bathroom upstairs. Queen size memory foam bed. Walk-in shower.Living area, work space, and kitchenette downstairs. Access to large Mediterranean style pool (w/ fully enclosed lanai). Fenced side and back

804 Oakdale St Unit Suite, Windermere, FL 34786
/2
$1,320,000 Sold May 20, 2025

9178 Panzani Place, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 5,080 Sq Ft
- Built 2004
Last Sold Summary
- 6% Below List Price
- $260/SF
- 19 Days On Market
Current Estimated Value $1,337,305

Last Listing Agent Melanie Miller PREMIUM PROPERTIES R.E SERVICE

9178 Panzani Place, Windermere, FL 34786

/30
Est $865,062 Not Listed For Sale

8460 Elba Isle Ct, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,690 Sq Ft
- Built 2018
8460 Elba Isle Ct, Windermere, FL 34786

Last Sold Summary
- 2% Below List Price
- $327/SF
- 26 Days On Market
Last Sold Price $880,000

Last Listing Agent Paul Baker RE/MAX

/43
$325,000
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6343 Merrick Landing Blvd, Windermere, FL 34786

Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This rare ONE STORY, well appointed townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday living and entertaining. Enjoy slate flooring

Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

6343 Merrick Landing Blvd, Windermere, FL 34786
/100
$8,750 per month
- 4 Beds
- 3.5 Baths
- 2,902 Sq Ft
- House for Rent
11213 Camden Park Dr, Windermere, FL 34786

Exquisite Modern Living in Keene’s Pointe – Fully Renovated One-Story Luxury Residence - Tenant-occupied property. Showings by appointment only with advance notice. Experience elevated living in this architecturally reimagined home located in the highly sought-after Keene’s Pointe community. Every inch of this property has been meticulously upgraded to reflect timeless elegance, modern design,

Soraya Resende S2J REALTY, LLC

11213 Camden Park Dr, Windermere, FL 34786
/2
$1,699,000 Sold Mar 10, 2026

13120 Zori Ln, Windermere, FL 34786
- 4 Beds
- 5 Baths
- 4,329 Sq Ft
- Built 2005
Last Sold Summary
- $392/SF
- 2 Days On Market
Current Estimated Value $1,863,038

Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

13120 Zori Ln, Windermere, FL 34786

/2
Est $1,379,454 Not Listed For Sale

7431 Lake Albert Dr, Windermere, FL 34786
- 6 Beds
- 6.5 Baths
- 4,634 Sq Ft
- Built 2014
7431 Lake Albert Dr, Windermere, FL 34786

Last Sold Summary
- 1% Below List Price
- $302/SF
- 56 Days On Market
Last Sold Price $1,400,000

Last Listing Agent Andy Neal THE AGENCY FL

/100
$3,500,000
- 4 Beds
- 3.5 Baths
- 5,273 Sq Ft
10577 Down Lakeview Cir, Windermere, FL 34786

Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with

Simon Simaan THE SIMON SIMAAN GROUP

10577 Down Lakeview Cir, Windermere, FL 34786
/43
$4,688 per month
- 4 Beds
- 3 Baths
- 2,775 Sq Ft
- House for Rent
11745 Via Lucerna Cir, Windermere, FL 34786

Experience luxury living in this beautifully updated 4-bedroom, 2.5-bathroom single-story home located in the prestigious 24/7 gated camera surveillance Belmere community in Windermere.This home has been completely and tastefully remodeled with luxury finishes throughout, transforming it into a modern sanctuary of comfort and elegance. Every detail has been upgraded with intention,

11745 Via Lucerna Cir, Windermere, FL 34786
/2
$1,650,000 Sold Feb 17, 2026

9922 Brentford Ct, Windermere, FL 34786
- 6 Beds
- 4 Baths
- 3,894 Sq Ft
- Built 2000
Last Sold Summary
- 13% Below List Price
- $424/SF
- 164 Days On Market
Current Estimated Value $1,666,945

Last Listing Agent Shane Croft COLDWELL BANKER REALTY

9922 Brentford Ct, Windermere, FL 34786

/2
Est $663,884 Not Listed For Sale

13772 Ingelnook Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,750 Sq Ft
- Built 2013
13772 Ingelnook Dr, Windermere, FL 34786

Last Sold Summary
- 2% Below List Price
- $247/SF
- 4 Days On Market
Last Sold Price $680,000

Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

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