Windermere, FL Homes

/44
$750,000
- 4 Beds
- 3.5 Baths
- 3,413 Sq Ft
11903 Cave Run Ave, Windermere, FL 34786

Stunning move-in ready home in the highly sought-after Windermere Trails community, located in a top-rated school district and just 2 miles from Walt Disney World! This beautifully upgraded 4-bedroom, 3.5-bath home features a gourmet kitchen with an oversized center island, custom solid wood cabinetry, granite countertops, built-in ovens, and a spacious walk-in pantry — perfect for entertaining

Yan Zheng LOKATION

11903 Cave Run Ave, Windermere, FL 34786
/2
$315,000 Sold Nov 14, 2025

8271 Maritime Flag St Unit 109, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,363 Sq Ft
- Built 2011
Last Sold Summary
- 12% Below List Price
- $231/SF
- 155 Days On Market
Last Listing Agent Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENT

8271 Maritime Flag St Unit 109, Windermere, FL 34786

/2
Est $1,125,979 Not Listed For Sale

14304 Crest Palm Ave, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,764 Sq Ft
- Built 2025
14304 Crest Palm Ave, Windermere, FL 34786

Last Sold Summary
- $299/SF
- 87 Days On Market
- Last Sold Price $1,123,743
- Mar 28, 2025
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

/2
$575,000
- Land
- 20,473 Sq Ft
- $1,223,404 per Acre
9802 6th St, Windermere, FL 34786

Corner residential lot in Gotha. Small town charm near Windermere. No HOA. Shaded with Oaks. Easy access to 408 and Florida Turnpike. Great location, desirable schools and convenient to shopping, hospital, restaurants and more.

Judy Plett UPSIDE REAL ESTATE INC

9802 6th St, Windermere, FL 34786
/32
$575,000 Sold May 15, 2025

5140 Honeynut Ln, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,819 Sq Ft
- Built 1987
Last Sold Summary
- 4% Below List Price
- $316/SF
- 35 Days On Market
Current Estimated Value $574,545

Last Listing Agent Daniel Waldron MAINFRAME REAL ESTATE

5140 Honeynut Ln, Windermere, FL 34786

/2
Not Listed For Sale

14409 Crest Palm Ave, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,764 Sq Ft
- Built 2025
14409 Crest Palm Ave, Windermere, FL 34786

Last Sold Summary
- $281/SF
- 50 Days On Market
- Last Sold Price $1,058,044
- Mar 28, 2025
Last Listing Agent Katrina Anarumo RENT A FLORIDA HOME

/47
$549,000
- 3 Beds
- 2.5 Baths
- 1,950 Sq Ft
11486 Misty Oak Aly, Windermere, FL 34786

Beautiful two-story single-family home with a pond view in the Ashlin Park neighborhood of Windermere. Open floor plan includes large living room, dining, and kitchen, with ceramic tile throughout the first floor. Kitchen has quartz countertops, stainless steel appliances, large island, and ample cabinet space. Living room faces pond and peaceful walking trail with lovely indoor or porch water

Kikuko Moribe CENTURY 21 CARIOTI

11486 Misty Oak Aly, Windermere, FL 34786
/2
$2,075,000 Sold Feb 09, 2026

647 Ridgewood Dr, Windermere, FL 34786
- 3 Beds
- 3 Baths
- 2,681 Sq Ft
- Built 1974
Last Sold Summary
- 12% Below List Price
- $774/SF
- 373 Days On Market
Current Estimated Value $2,095,327

Last Listing Agent Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

647 Ridgewood Dr, Windermere, FL 34786

/2
Not Listed For Sale

14256 Crest Palm Ave, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,764 Sq Ft
- Built 2025
14256 Crest Palm Ave, Windermere, FL 34786

Last Sold Summary
- $291/SF
- 128 Days On Market
- Last Sold Price $1,094,508
- Apr 22, 2025
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

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$389,000 Pending
- 3 Beds
- 2.5 Baths
- 2,028 Sq Ft
14215 Desert Haven St, Windermere, FL 34786

Welcome to this stunning, move-in-ready townhome in the highly sought-after Windermere community of Oasis Cove at Lakeview Village. Boasting over 2,000 heated Sq. Ft. of meticulously maintained living space, this residence offers the perfect blend of modern updates and functional design. The first floor features a bright, open-concept living and dining area that flows seamlessly into a spacious

Brandi Crain Iron Valley R.E.Osceola

14215 Desert Haven St, Windermere, FL 34786
/2
$330,000 Sold Jul 16, 2025

14320 Desert Haven St Unit 3906, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
- Built 2012
Last Sold Summary
- 3% Below List Price
- $179/SF
- 94 Days On Market
Current Estimated Value $336,131

Last Listing Agent Vicente Virgilio ALTIS REALTY

14320 Desert Haven St Unit 3906, Windermere, FL 34786

/2
Est $1,210,000 Not Listed For Sale

14207 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4 Baths
- 4,222 Sq Ft
- Built 2024
14207 Crest Palm Ave, Windermere, FL 34786

Last Sold Summary
- 7% Below List Price
- $307/SF
- 0 Days On Market
- Last Sold Price $1,295,922
- Mar 31, 2025
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

/92
$4,399,000
- 5 Beds
- 6 Baths
- 5,580 Sq Ft
6120 Greatwater Dr, Windermere, FL 34786

Keene’s Pointe – 24-hour gated/attended community in Windermere, Florida. Experience refined luxury in this exceptional golf-front estate perfectly positioned along the 17th fairway of The Golden Bear Club. Fully renovated, architecturally refined and intentionally designed by Ashley Martin Home. From the moment you enter, an inviting foyer opens to a spacious living room framed by 12-foot

Teresa Stewart SOUTHERN REALTY GROUP LLC

6120 Greatwater Dr, Windermere, FL 34786
/2
$370,000 Sold Feb 03, 2026

5235 Keenes Pheasant Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,462 Sq Ft
- Built 2004
Last Sold Summary
- 14% Below List Price
- $253/SF
- 186 Days On Market
Current Estimated Value $370,916

Last Listing Agent Ronda Shively COMPASS FLORIDA LLC

5235 Keenes Pheasant Dr, Windermere, FL 34786

/2
Not Listed For Sale

8150 Serenity Spring Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,512 Sq Ft
- Built 2013
8150 Serenity Spring Dr, Windermere, FL 34786

Last Sold Summary
- $225/SF
- 72 Days On Market
- Last Sold Price $340,000
- Apr 24, 2025
Last Listing Agent Scarlett Williams, PA CENTURY 21 CARIOTI

/47
$929,900
- 5 Beds
- 3.5 Baths
- 3,717 Sq Ft
12941 Westside Village Loop, Windermere, FL 34786

Experience the elegance of Westside Village in Windermere, where timeless design meets modern luxury. This five-bedroom, four-bath residence spans 3,717 square feet of thoughtfully designed living space, built in 2018. The foyer welcomes you with porcelain tile floors, vaulted ceilings, and chandelier lighting that set a tone of quiet sophistication. French doors open to a versatile home office,

Keren Reyes CENTURY 21 CARIOTI

12941 Westside Village Loop, Windermere, FL 34786
/2
$830,000 Sold Feb 27, 2026

9495 Westover Club Cir, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,773 Sq Ft
- Built 2001
Last Sold Summary
- 2% Below List Price
- $299/SF
- 3 Days On Market
Current Estimated Value $841,198

Last Listing Agent Jeff Powell ALL FLORIDA PREMIER REALTY GROUP LLC

9495 Westover Club Cir, Windermere, FL 34786

/2
Est $305,371 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
- 2% Above List Price
- $206/SF
- 64 Days On Market
- Last Sold Price $300,000
- Jan 30, 2025
Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

/14
$520,000
- 3 Beds
- 2.5 Baths
- 1,725 Sq Ft
6820 Thornhill Cir, Windermere, FL 34786

Back in the Market . Beautiful Two-Story Home in The Lakes of WindermereWelcome to this stunning 2-story residence featuring 3 bedrooms, 2.5 bathrooms, and a spacious bonus area—ideal for a home office, gym, or playroom.The expansive primary suite boasts vaulted ceilings, creating a bright and airy retreat, along with a generous walk-in closet. The primary bathroom includes a relaxing

Maria Galindez LIFESTYLE INTERNATIONAL REALTY

6820 Thornhill Cir, Windermere, FL 34786
/2
$1,435,000 Sold Nov 12, 2025

1450 Belfiore Way, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 4,477 Sq Ft
- Built 2007
Last Sold Summary
- 4% Below List Price
- $321/SF
- 109 Days On Market
Current Estimated Value $1,383,961

Last Listing Agent Laura Teixeira NOBSKA REAL ESTATE LLC

1450 Belfiore Way, Windermere, FL 34786

/2
Est $320,318 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
- $212/SF
- 66 Days On Market
- Last Sold Price $320,000
- Dec 11, 2024
Last Listing Agent Steve Montgomery EXP REALTY LLC

/64
$839,900 Pending
- 4 Beds
- 3 Baths
- 3,038 Sq Ft
8415 Vivaro Isle Way, Windermere, FL 34786

Under contract-accepting backup offers. Just seven minutes from Walt Disney World, this enchanting Tuscan-inspired home feels like stepping into your own fairytale. Lovingly maintained as the seller’s private vacation haven, it offers the perfect blend of magic and comfort. Ready for its next chapter to begin without lifting a finger. It is ideal as a private getaway or a full-time residence in

Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

8415 Vivaro Isle Way, Windermere, FL 34786
/2
$418,000 Sold Jun 18, 2025

11746 Water Run Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,588 Sq Ft
- Built 2016
Last Sold Summary
- 4% Below List Price
- $263/SF
- 10 Days On Market
Current Estimated Value $418,282

Last Listing Agent Kris Ibrahim HOME WISE REALTY GROUP, INC.

11746 Water Run Aly, Windermere, FL 34786

/2
Est $600,416 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
- 3% Below List Price
- $251/SF
- 53 Days On Market
- Last Sold Price $616,500
- Jan 31, 2025
Last Listing Agent Flavio Melo BB GROUP REALTY CORP

/18
$539,000
- 3 Beds
- 2 Baths
- 2,148 Sq Ft
12863 Holdenbury Ln, Windermere, FL 34786

Experience refined living in this impeccably upgraded residence located in Lakes of Windermere.This elegant 3-bedroom, 2-bathroom home showcases a seamless blend of modern sophistication and everyday comfort, featuring a thoughtfully designed split floor plan and no carpet throughout for a clean, contemporary aesthetic.From the moment you enter, you’re welcomed by light-filled living

Maria Castro-Aversano LPT REALTY, LLC

12863 Holdenbury Ln, Windermere, FL 34786
/2
$405,000 Sold Dec 22, 2025

12838 Strode Ln, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,748 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $232/SF
- 58 Days On Market
Current Estimated Value $407,207

Last Listing Agent Luis Leon Medina LA ROSA REALTY LLC

12838 Strode Ln, Windermere, FL 34786

/2
Est $826,756 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
- 4% Below List Price
- $278/SF
- 7 Days On Market
- Last Sold Price $859,000
- Dec 06, 2024
Last Listing Agent Alessandro Minato PREMIER SOTHEBYS INT'L REALTY

/30
$649,000
- 4 Beds
- 2 Baths
- 2,050 Sq Ft
9011 Chapman Oak Ct, Windermere, FL 34786

Windermere Gem: Fully Updated & Move-In Ready! Discover the perfect blend of modern luxury and prime location in the highly sought-after Windermere area. This beautifully updated home offers an incredible opportunity for homeowners and investors alike, situated just minutes from top-rated schools, premier shopping centers, and fitness facilities. This property has been meticulously maintained,

Shiran Moyal TOWNE CENTER REALTY

9011 Chapman Oak Ct, Windermere, FL 34786
/2
$1,900,000 Sold Apr 23, 2026

6330 Lake Burden View Dr, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 4,460 Sq Ft
- Built 2006
Last Sold Summary
- 3% Below List Price
- $426/SF
- 30 Days On Market
Last Listing Agent Karla Ryan WATSON REALTY CORP

6330 Lake Burden View Dr, Windermere, FL 34786

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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
- $194/SF
- 159 Days On Market
- Last Sold Price $400,000
- Mar 12, 2025
Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

/44
$1,175,000
- 5 Beds
- 4 Baths
- 3,390 Sq Ft
715 Magnolia St, Windermere, FL 34786

ADU A beautiful home located in the heart of downtown Windermere offering 4-bedrooms, 3-bathrooms, with a perfect blend of comfort and convenience. The house features hardwood floors throughout, and large sliders that open to a beautiful backyard. This is a great home for entertaining or relaxing. This property features a fully equipped ADU with one-bedroom, one-bathroom space, ideal for in-laws,

Robert Trien IRIS INTERNATIONAL

715 Magnolia St, Windermere, FL 34786
/2
$390,000 Sold Aug 25, 2025

12884 Calderdale Ave, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,565 Sq Ft
- Built 2010
Last Sold Summary
- 2% Below List Price
- $249/SF
- 26 Days On Market
Current Estimated Value $384,875

Last Listing Agent Shirley Botansky RE/MAX PRIME PROPERTIES

12884 Calderdale Ave, Windermere, FL 34786

/2
Est $735,831 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
- 1% Above List Price
- $232/SF
- 129 Days On Market
- Last Sold Price $730,000
- Jan 31, 2025
Last Listing Agent Antonio Gagliardi SUN WAVE REAL ESTATE, LLC

/4
$395,000
- 3 Beds
- 2.5 Baths
- 1,520 Sq Ft
8638 Brookvale Dr, Windermere, FL 34786

Great opportunity to own this wonderful townhouse in the beautiful Lake Reams community near Disney World! This townhouse features 3bedrooms, 2.5 bathrooms, a 2-car garage, and a spacious courtyard for outdoor gatherings, a fully equipped kitchen that opens up into a living room. All bedrooms are located upstairs for privacy. The primary bedroom offers high ceilings and a spacious walk-in

Karina Aumaitre AK GLOBAL REALTY LLC

8638 Brookvale Dr, Windermere, FL 34786
/2
$1,085,000 Sold Dec 03, 2025

14389 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,443 Sq Ft
- Built 2024
Last Sold Summary
- 10% Below List Price
- $244/SF
- 10 Days On Market
Current Estimated Value $1,101,515

Last Listing Agent Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

14389 Crest Palm Ave, Windermere, FL 34786

/57
Est $1,066,427 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
- 7% Below List Price
- $255/SF
- 5 Days On Market
- Last Sold Price $1,150,000
- Jun 14, 2024
Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

/30
$560,000 Pending
- 4 Beds
- 2.5 Baths
- 2,460 Sq Ft
7011 Nobleton Dr, Windermere, FL 34786

Under contract-accepting backup offers. Don't miss an Opportunity to own this Great Craftsman Home overlooking a serene Wooded View, located in the community of Lakes of Windermere. Impeccably maintained and Move-in ready, this 4-bedroom, 2.5-bath home offers numerous Upgrades and Touches throughout. Such as all new kitchen appliances, newly painted interior, new A/C, Hardwood flooring, Water

Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

7011 Nobleton Dr, Windermere, FL 34786
/2
$1,400,000 Sold Jan 09, 2026

11474 Claymont Cir, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,238 Sq Ft
- Built 2001
Last Sold Summary
- 4% Above List Price
- $432/SF
- 5 Days On Market
Current Estimated Value $1,332,540

Last Listing Agent Sue Webb WATSON REALTY CORP.

11474 Claymont Cir, Windermere, FL 34786

/2
Est $404,522 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
- 4% Below List Price
- $265/SF
- 32 Days On Market
- Last Sold Price $420,000
- Sep 06, 2024
Last Listing Agent Alvaro Molina TWIN HOMES REALTY

/46
$849,900
- 4 Beds
- 3.5 Baths
- 3,424 Sq Ft
13302 Roskin Ln, Windermere, FL 34786

Welcome to this impeccably maintained former model home in Windermere, beautifully positioned on a premium corner lot in a quiet, highly desirable community and zoned for top-rated schools. Offering over 3,400 square feet with 4 bedrooms and 3.5 bathrooms, this home stands out for its smart use of space, generous room sizes, and the refined “model home” presentation that feels clean, polished,

Xiaoyu Su RATIO REAL ESTATE, LLC

13302 Roskin Ln, Windermere, FL 34786

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