$1,295,000
- 3 Beds
- 2.5 Baths
- 3,021 Sq Ft
516 Jennifer Ln, Windermere, FL 34786
Cindy Rosenbloom THE ROSENBLOOM TEAM
16,549
Windermere, FL Homes
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516 Jennifer Ln, Windermere, FL 34786
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$2,200 Per Month
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- Condo for rent
8277 Maritime Flag St Unit 1315, Windermere, FL 34786
8277 Maritime Flag St Unit 1315, Windermere, FL 34786Lakeside At Lakes Of Windermere Community: 3/2 condo for rent located in the desirable Windermere, Florida area. This beautifully maintained second-floor condo offers 3 spacious bedrooms and 2 full bathrooms, providing plenty of room for comfortable living. The open-concept layout features a bright and airy living space, perfect for relaxing or entertaining. The kitchen is
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$1,050,000
Sold Oct 31, 202565 Oakdale St, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,191 Sq Ft
- Built 1959
Last Sold Summary
- 12% Below List Price
- $479/SF
- 34 Days On Market
Current Estimated Value $1,085,749
Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC
65 Oakdale St, Windermere, FL 34786 -
Est $1,235,524
Not Listed For Sale6228 Lecco Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,755 Sq Ft
- Built 2012
Last Sold Summary
- 41 Days On Market
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$1,085,990
New Construction- 4 Beds
- 3.5 Baths
- 3,074 Sq Ft
Griffin Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786
5432 Winter Garden Vineland Rd Unit 37932783, Windermere, FL 34786Ashton Woods Builder -
$12,500 Per Month
- 3 Beds
- 3 Baths
- 3,535 Sq Ft
- House for Rent
9701 Lake Isleworth Ct, Windermere, FL 34786
9701 Lake Isleworth Ct, Windermere, FL 34786RECENTLY RENOVATED within the gates of Isleworth Golf and Country Club on a lovely cul-de-sac, you will discover this Golf Villa, boasting over 3,500 square feet of space. With 3 bedrooms plus an office, which could easily be used as a 4th bedroom, this charming villa has a spacious master suite with a garden view step-down shower, a notable kitchen with breakfast nook, formal dining room, and
Michelle Corbin ISLEWORTH REALTY LLC
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$700,000
Sold Feb 13, 20269792 Wild Oak Dr, Windermere, FL 34786
- 3 Beds
- 3.5 Baths
- 3,102 Sq Ft
- Built 1982
Last Sold Summary
- 26% Below List Price
- $226/SF
- 106 Days On Market
Current Estimated Value $740,623
Last Listing Agent Suzette Berkhalter KELLER WILLIAMS ADVANTAGE III
9792 Wild Oak Dr, Windermere, FL 34786 -
Est $446,623
Not Listed For Sale8749 Via Tavoleria Way, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 1,935 Sq Ft
- Built 2014
Last Sold Summary
- 28 Days On Market
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$949,999
$30K PRICE DROP Pending- 4 Beds
- 3.5 Baths
- 3,299 Sq Ft
8796 Peachtree Park Ct, Windermere, FL 34786
8796 Peachtree Park Ct, Windermere, FL 34786Lee Goldberg COLDWELL BANKER REALTY
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$3,395 Per Month
- 3 Beds
- 2.5 Baths
- 2,229 Sq Ft
- House for Rent
6873 Northwich Dr, Windermere, FL 34786
6873 Northwich Dr, Windermere, FL 34786A VIRTUAL TOUR VIDEO IS AVAILABLE ON OUR WEBSITE! This property is managed by Lionel Hebert at ext. 233. 3-bedroom, 2.5-bath single family pool home in Lakes of Windermere community. Spacious layout with separate living, dining, and bonus room. The kitchen features a breakfast bar, which is open to the formal dining and dinette areas that overlook the pool/patio. Pool deck/patio is fully
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$890,000
Sold Jul 31, 2025235 Oakdale St, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,562 Sq Ft
- Built 1971
Last Sold Summary
- 11% Below List Price
- $347/SF
- 274 Days On Market
Current Estimated Value $929,264
Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP
235 Oakdale St, Windermere, FL 34786 -
Est $316,241
Not Listed For Sale11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Built 2007
Last Sold Summary
- 11 Days On Market
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$749,900
- 4 Beds
- 3 Baths
- 2,665 Sq Ft
6363 Sedona Leaf Ct, Windermere, FL 34786
6363 Sedona Leaf Ct, Windermere, FL 34786Abby Nelson RE/MAX 200 REALTY
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$5,500 Per Month
- 6 Beds
- 4 Baths
- 4,176 Sq Ft
- House for Rent
8278 Procida Isle Ln, Windermere, FL 34786
8278 Procida Isle Ln, Windermere, FL 34786Stunning upgraded house in Windermere Isle in Gas community, Fully Fenced, NO Carpet in the house. Rent includes full lawn services and spectrum cable and internet service, save a lot bill. Two downstairs bedrooms are perfect for a guest bedroom and a home office. Tankless water heater. Beautiful engineer wood flooring and Ceiling fan with remote control in all rooms. Popular Designer paint,
Li Xue AGENT GROUP REALTY
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$520,000
Sold Jun 26, 202512880 Holdenbury Ln, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 3,103 Sq Ft
- Built 2006
Last Sold Summary
- 13% Below List Price
- $168/SF
- 67 Days On Market
Current Estimated Value $691,311
Last Listing Agent Jacquie Sosa EXP REALTY LLC
12880 Holdenbury Ln, Windermere, FL 34786 -
Est $1,092,545
Not Listed For Sale11708 Hampstead St, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,934 Sq Ft
- Built 2015
Last Sold Summary
- 22 Days On Market
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$3,350,000
Open Sat 11AM - 1PM $150K PRICE DROP- 4 Beds
- 3.5 Baths
- 5,273 Sq Ft
10577 Down Lakeview Cir, Windermere, FL 34786
10577 Down Lakeview Cir, Windermere, FL 34786Simon Simaan THE SIMON SIMAAN GROUP
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$2,500 Per Month
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
- Awesome Townhome for rent at Windermere
7727 Fairgrove Ave, Windermere, FL 34786
7727 Fairgrove Ave, Windermere, FL 34786Welcome Home to your beautiful townhome in Berkshire Place, located in Windermere, FL. Move-in ready, End Unit. Great layout with plenty of space. French Doors open up to your private paver courtyard off the living room. Brand new vinyl flooring, no carpet. Many great design features, including 9-foot ceilings, an Open Kitchen with Dining, Granite counters for the Kitchen and Baths, a Pedestal
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$8,500,000
Sold Sep 05, 20255271 Isleworth Country Club Dr, Windermere, FL 34786
- 7 Beds
- 13 Baths
- 11,403 Sq Ft
- Built 2013
Last Sold Summary
- 3% Below List Price
- $745/SF
- 206 Days On Market
Current Estimated Value $8,191,562
Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC
5271 Isleworth Country Club Dr, Windermere, FL 34786 -
Est $1,153,963
Not Listed For Sale5819 Caymus Loop Unit 1, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,806 Sq Ft
- Built 2003
Last Sold Summary
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$1,575,000
Open Sat 12PM - 3PM $114K PRICE DROP- 5 Beds
- 3 Baths
- 3,300 Sq Ft
13124 Filly Ct, Windermere, FL 34786
13124 Filly Ct, Windermere, FL 34786Marcelo Brandao HOME N OFFICES INTERNATIONAL
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$3,100 Per Month
- 4 Beds
- 3 Baths
- 2,190 Sq Ft
- House for Rent
8625 Greenbank Blvd, Windermere, FL 34786
8625 Greenbank Blvd, Windermere, FL 34786Single family home with 4 bedrooms and 3 full bathrooms in desirable Lakes of Windermere Peachtree subdivision. This is quaint community convenient to Disney attractions for work or play and is gated and zoned for Windermere High School. Available just in time for the new school year. Located on a scenic pond w conservation area view, with no rear neighbors and uninhibited views of the
Charles Woolley BHHS FLORIDA REALTY
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$480,000
Sold Sep 26, 202513715 Bressler Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,139 Sq Ft
- Built 2019
Last Sold Summary
- 9% Below List Price
- $224/SF
- 215 Days On Market
Current Estimated Value $487,477
Last Listing Agent Irene Calderon PREFERRED REAL ESTATE BROKERS
13715 Bressler Aly, Windermere, FL 34786 -
Est $451,055
Not Listed For Sale13701 Beckman Dr, Windermere, FL 34786
- 3 Beds
- 3 Baths
- 2,091 Sq Ft
- Built 2015
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$399,900
$20K PRICE DROP Pending- 3 Beds
- 2.5 Baths
- 1,468 Sq Ft
7361 Brightland St, Windermere, FL 34786
7361 Brightland St, Windermere, FL 34786Peter Luu REAL BROKER, LLC
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$3,200 Per Month
- 4 Beds
- 2.5 Baths
- 2,611 Sq Ft
- House for Rent
7329 Auburnwood Ln, Windermere, FL 34786
7329 Auburnwood Ln, Windermere, FL 34786Beautiful property with 4 bedrooms , 2 bath and 1/2 bathrooms , Windermere area.Just 5 minutes from Walt Disney World theme parks .
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$930,000
Sold Nov 10, 20255141 Autumn Ridge Ln, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,390 Sq Ft
- Built 1990
Last Sold Summary
- 2% Below List Price
- $389/SF
- 91 Days On Market
Current Estimated Value $937,019
Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC
5141 Autumn Ridge Ln, Windermere, FL 34786 -
Est $2,432,038
Not Listed For Sale12624 Park Ave, Windermere, FL 34786
Last Sold Summary
- 215 Days On Market
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$989,990
New Construction- 3 Beds
- 2.5 Baths
- 2,226 Sq Ft
Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786
5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786Ashton Woods Builder -
$2,850 Per Month
- 4 Beds
- 2.5 Baths
- 1,890 Sq Ft
- Townhouse for Rent
8642 Powder Ridge Trail, Windermere, FL 34786
8642 Powder Ridge Trail, Windermere, FL 34786AVALIBALE May 10th, 2026! Beautiful 4 bedroom 2 and 1⁄2 bath with a loft and 2 car garage. The kitchen features wood cabinets with granite counter tops and stainless steel appliances. There is a half bathroom on the first floor. Marble counter tops in the bathrooms and the first floor is all tile.Upstairs the washer and dryer are in the utility room just off the loft along with the master
Jennifer Linton METRO CITY REALTY
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$390,000
Sold Apr 28, 20268226 Serenity Spring Dr Unit 2402, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,028 Sq Ft
- Built 2013
Last Sold Summary
- 2% Below List Price
- $192/SF
- 28 Days On Market
Current Estimated Value $389,535
Last Listing Agent Garrett Turner EXP REALTY LLC
8226 Serenity Spring Dr Unit 2402, Windermere, FL 34786 -
Est $1,167,169
Not Listed For Sale5522 Remsen Cay Ln, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,881 Sq Ft
- Built 2016
Last Sold Summary
- 5 Days On Market
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$855,990
New Construction- 4 Beds
- 2.5 Baths
- 2,712 Sq Ft
Tidewater Plan at Palms at Windermere, Windermere, FL 34786
14207 Crest Palm Ave Unit 36489841, Windermere, FL 34786Dream Finders Homes Builder -
$2,100 Per Month
- 2 Beds
- 2.5 Baths
- 1,250 Sq Ft
- Townhouse for Rent
13014 Langstaff Dr, Windermere, FL 34786
13014 Langstaff Dr, Windermere, FL 34786Beautiful 2 bed 2 master bath and1 half Bath Townhouse, Living Room Area, Breakfast Area. Make an Offer! Apply Today!If you would like to view this home, and TO SCHEDULE A SHOWING PLEASE EMAIL US AT FOR AVAILABLE SHOW TIMES. Please send us your Name, Phone Contact and Email Address. All Showings are done on Monday thru Friday between 10am & 4pm.HOW TO APPLY: All adult
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$745,000
Sold Jul 28, 20259676 Wild Oak Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,856 Sq Ft
- Built 1977
Last Sold Summary
- 21% Below List Price
- $261/SF
- 102 Days On Market
Current Estimated Value $784,311
Last Listing Agent Hardy Edwards, III BHHS FLORIDA REALTY
9676 Wild Oak Dr, Windermere, FL 34786 -
Est $2,523,945
Not Listed For Sale9831 Grosvenor Pointe Cir, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 5,320 Sq Ft
- Built 2012
Last Sold Summary
- 62 Days On Market
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$1,859,000
$241K PRICE DROP- 6 Beds
- 5.5 Baths
- 5,430 Sq Ft
9057 Balmoral Mews Square, Windermere, FL 34786
9057 Balmoral Mews Square, Windermere, FL 34786Ryan Rogers REAL BROKER, LLC
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$3,200 Per Month
- 4 Beds
- 3.5 Baths
- 2,804 Sq Ft
- House for Rent
13809 Amelia Pond Dr, Windermere, FL 34786
13809 Amelia Pond Dr, Windermere, FL 34786This beautiful move-in ready home offers 4 bedrooms, 4 bathrooms, plus a dedicated office/flex room, providing the perfect blend of comfort, space, and functionality. The first floor features elegant tile flooring throughout and a spacious primary suite conveniently located on the main level for added privacy. Upstairs, you'll find a junior master suite along with a versatile loft/bonus area
Asher Chen AAA GLOBAL VENTURES PA
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$585,000
Sold Aug 19, 20258359 Lookout Pointe Dr, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 2,604 Sq Ft
- Built 2016
Last Sold Summary
- 1% Below List Price
- $225/SF
- 3 Days On Market
Current Estimated Value $596,893
Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC
8359 Lookout Pointe Dr, Windermere, FL 34786 -
Est $4,369,336
Not Listed For Sale12300 Montalcino Cir, Windermere, FL 34786
- 5 Beds
- 6.5 Baths
- 7,649 Sq Ft
- Built 2023
Last Sold Summary
- 73 Days On Market
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