Homes in ZIP Code 34786

/77
$1,200,000 Pending
- 3 Beds
- 2 Baths
- 2,521 Sq Ft
414 E 5th Ave, Windermere, FL 34786

Under contract-accepting backup offers. CHARMING LAKEVIEW HOME IN THE HEART OF WINDERMERE! Enjoy unobstructed views of Lake Down from this beautifully located 3-bedroom, 2-bath home in the Town of Windermere. A stunning 44-foot-wide front porch provides the perfect place to relax and take in the peaceful lake scenery, morning sunrises, and evening breezes. Inside, the home offers comfortable

Kathie Glass BHHS FLORIDA REALTY

414 E 5th Ave, Windermere, FL 34786
/100
$6,500 Per Month
- 2 Beds
- 2 Baths
- 1,680 Sq Ft
- House for Rent
812 East Blvd, Windermere, FL 34786

Ready for immediate occupancy. No HOA. Welcome to Sunrise on The Lake, an exceptional, fully remodeled one-story retreat in the heart of downtown Windermere with stunning views over Lake Bessie. Wake up to breathtaking sunrises and, on clear evenings, enjoy the rare treat of watching rocket launches from Cape Canaveral right your home. Inside, every detail feels elevated, solid wood floors, level

Simon Simaan THE SIMON SIMAAN GROUP

812 East Blvd, Windermere, FL 34786
/2
$1,050,000 Sold Oct 31, 2025

65 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 $1,089,673

Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

65 Oakdale St, Windermere, FL 34786

/69
Est $338,337 Not Listed For Sale

8110 Enchantment Dr Unit 1704, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,371 Sq Ft
- Built 2011
8110 Enchantment Dr Unit 1704, Windermere, FL 34786

Last Sold Summary
- 6% Below List Price
- $263/SF
- 19 Days On Market
- Last Sold Price $360,000
- Jul 30, 2023
Last Listing Agent Homes Orlando MAGIC KEY REALTY

/87
$2,300,000
- 5 Beds
- 4.5 Baths
- 4,284 Sq Ft
81 Oakdale St, Windermere, FL 34786

Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step

David Warzycha COLDWELL BANKER REALTY

81 Oakdale St, Windermere, FL 34786
/54
$6,000 Per Month
- 5 Beds
- 4 Baths
- 3,805 Sq Ft
- House for Rent
311 E 8th Ave, Windermere, FL 34786

One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental in Downtown Windermere on Lake Bessie. Now offered at a newly adjusted price, this rare 5-bedroom lakefront home presents one of the most compelling rental opportunities in Windermere.Set on Lake Bessie, this renovated residence offers panoramic water views, flexible living spaces, and true indoor-outdoor Florida

Karen O'Neil COLDWELL BANKER REALTY

311 E 8th Ave, Windermere, FL 34786
/2
$700,000 Sold Feb 13, 2026

9792 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 $747,901

Last Listing Agent Suzette Berkhalter KELLER WILLIAMS ADVANTAGE III

9792 Wild Oak Dr, Windermere, FL 34786

/31
Est $360,983 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
- Mar 18, 2024
Last Listing Agent Melanie Gocinski REAL BROKER, LLC

/63
$975,000
- 4 Beds
- 3 Baths
- 2,743 Sq Ft
2125 Kane Park Way, Windermere, FL 34786

A rare opportunity to own a .71-acre pool home in the Town of Windermere for under $1 million—beautifully updated and truly move-in ready. Welcome to this beautifully updated single-story pool home on an oversized cul-de-sac lot in Windermere’s Willows at Lake Rhea, zoned for A-rated schools and offering exceptional privacy between homes. Surrounded by mature landscaping, the property provides a

Deb Schroeder INFINITY REALTY GROUP LLC

2125 Kane Park Way, Windermere, FL 34786
/20
$3,100 Per Month
- 4 Beds
- 2.5 Baths
- 2,618 Sq Ft
- House for Rent
4542 Blue Major Dr, Windermere, FL 34786

VACANT! Great location! Great Home! Move into this Great home inside the lovely SUMMERPORT/WINDERMERE community. This house is full of upgrades and is an Energy Star certified home. Downstairs it has all tiled floors and new laminate. Kitchen has all full appliances and granite countertops. You can also enjoy Disney fireworks at night. Upstairs there is a large master bedroom, and three bedrooms.

Daniel Zheng CINO INTERNATIONAL INC

4542 Blue Major Dr, Windermere, FL 34786
/2
$890,000 Sold Jul 31, 2025

235 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 $931,627

Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

235 Oakdale St, Windermere, FL 34786

/43
Est $2,824,836 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
- 1% Above List Price
- $525/SF
- 7 Days On Market
- Last Sold Price $2,810,000
- Nov 01, 2023
Last Listing Agent Julie Davis, LLC COLDWELL BANKER REALTY

/17
$1,042,990 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
/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
$520,000 Sold Jun 26, 2025

12880 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 $686,491

Last Listing Agent Jacquie Sosa EXP REALTY LLC

12880 Holdenbury Ln, Windermere, FL 34786

/41
Est $1,458,228 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
- 2% Above List Price
- $409/SF
- 41 Days On Market
- Last Sold Price $1,430,000
- Jun 23, 2023
Last Listing Agent John Crescenti LOKATION

/57
$1,200,000 Pending
- 8 Beds
- 5 Baths
- 4,758 Sq Ft
6012 Roseate Spoonbill Dr, Windermere, FL 34786

Experience elevated living in this custom-built, energy-efficient Meritage estate, perfectly positioned on a rare double lot and thoughtfully enhanced with high-end upgrades throughout. Offering 8 bedrooms, 5 bathrooms, a private office, and an expansive bonus/theater room with wet bar, this home is designed for both luxury and versatility. There is also a spacious and versatile first-floor flex

Nicole Dege REDFIN CORPORATION

6012 Roseate Spoonbill Dr, Windermere, FL 34786
/29
$3,700 Per Month
- 4 Beds
- 3.5 Baths
- 2,350 Sq Ft
- House for Rent
7401 Ella Ln, Windermere, FL 34786

Spectacular Windermere home offering elegance, comfort, and a highly functional layout. Freshly painted with brand-new luxury vinyl flooring throughout, this 4-bedroom, 3.5-bathroom residence is located in the desirable Windermere Sound community. The home features bright, open living spaces with a seamless flow between the kitchen, dining, and living areas, ideal for daily living and

Fernanda Berretta AUTHENTIC REAL ESTATE TEAM

7401 Ella Ln, Windermere, FL 34786
/2
$8,500,000 Sold Sep 05, 2025

5271 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 $8,232,855

Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

5271 Isleworth Country Club Dr, Windermere, FL 34786

/8
Est $2,150,683 Not Listed For Sale

7085 Horizon Cir, Windermere, FL 34786
- 5 Beds
7085 Horizon Cir, Windermere, FL 34786

Last Sold Summary
- 19% Above List Price
- $319/SF
- 113 Days On Market
- Last Sold Price $1,800,000
- Jun 22, 2023
Last Listing Agent Carlos Roche, PA GLOBAL FLORIDA REALTY

/61
$6,980,000
- 4 Beds
- 5 Baths
- 4,739 Sq Ft
5186 Vardon Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Fully reimagined golf-front estate in the prestigious Isleworth community with sweeping views of the iconic 3rd hole. Situated on approximately 1 acre, this 4,739 sq ft residence offers 4 bedrooms and 4.5 baths, soaring ceilings, and an upper level Terrace captures stunning golf course views. Fully upgraded front and rear grounds offer a

Winnie Tam FLORIDA REALTY INVESTMENTS

5186 Vardon Dr, Windermere, FL 34786
/56
$5,475 Per Month
- 4 Beds
- 3 Baths
- 3,190 Sq Ft
- House for Rent
307 W 4th Ave, Windermere, FL 34786

One or more photo(s) has been virtually staged. Available for lease, this refined single-story pool residence is located in the Town of Windermere, just moments from Main Street and the downtown district’s dining, shopping, and community amenities. Positioned on an oversized corner lot beneath mature oak trees, the property offers a private and well-composed setting with thoughtful indoor and

Rob Gaudreau MAINFRAME REAL ESTATE

307 W 4th Ave, Windermere, FL 34786
/2
$480,000 Sold Sep 26, 2025

13715 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 $480,017

Last Listing Agent Irene Calderon PREFERRED REAL ESTATE BROKERS

13715 Bressler Aly, Windermere, FL 34786

/59
Est $1,870,821 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
- Jun 27, 2024
Last Listing Agent Susan Wilkinson ORANGE TREE 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
/10
$13,500 Per Month
- 5 Beds
- 5.5 Baths
- 5,498 Sq Ft
- House for Rent
11051 Coniston Way, Windermere, FL 34786

This exquisite custom residence in the Reserve at Lake Butler Sound community offers unparalleled luxury and sophistication. Striking wrought-iron arched double entry doors open to a seamless, airy floor plan featuring elegant travertine flooring and captivating views of the pool and lanai area.Elegant wrought-iron chandeliers grace the welcoming foyer and generous dining space. This home is

Juan Delgado LA ROSA REALTY LLC

11051 Coniston Way, Windermere, FL 34786
/2
$930,000 Sold Nov 10, 2025

5141 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 $907,353

Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

5141 Autumn Ridge Ln, Windermere, FL 34786

/58
Est $1,696,741 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
- Nov 17, 2023
Last Listing Agent Julie Vega-Dominguez PREMIER SOTHEBY'S INTL. REALTY

/35
$979,999
- 4 Beds
- 3.5 Baths
- 3,299 Sq Ft
8796 Peachtree Park Ct, Windermere, FL 34786

Come live in paradise!! Minutes from the Magic Kingdom with amazing fireworks view from front porch and private pool. This exceptional builder model offers an unmatched combination of luxury upgrades, thoughtful design, and a premier location in the coveted Peachtree Park community. Perfectly positioned with conservation views and no rear neighbors, this home delivers privacy, style, and a true

Lee Goldberg COLDWELL BANKER REALTY

8796 Peachtree Park Ct, Windermere, FL 34786
/16
$2,850 Per Month
- 3 Beds
- 2.5 Baths
- 2,306 Sq Ft
- House for Rent
13231 Overstreet Rd, Windermere, FL 34786

Vacant! Great Location! Great House!! Must See!!! Move into this home inside the lovely Berkshire Park community in the very desirable town of Windermere. This house is full of upgrades and is an Energy Star certified home. Downstairs has tiled floors, and a private study room. It oversees the front porch. Kitchen has all appliances and granite countertop. It opens to the Great Room and provides

Daniel Zheng CINO INTERNATIONAL INC

13231 Overstreet Rd, Windermere, FL 34786
/2
$518,000 Sold May 14, 2025

5014 Wise Bird Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,342 Sq Ft
- Built 2004
Last Sold Summary
- 13% Below List Price
- $221/SF
- 102 Days On Market
Current Estimated Value $526,119

Last Listing Agent Hong Lu CHARLES RUTENBERG REALTY ORLANDO

5014 Wise Bird Dr, Windermere, FL 34786

/31
Est $764,581 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
- 9% Above List Price
- $278/SF
- 0 Days On Market
- Last Sold Price $700,000
- Jun 01, 2023
Last Listing Agent Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

/100
$3,450,000
- 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
/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
$390,000 Sold Apr 28, 2026

8226 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 $395,382

Last Listing Agent Garrett Turner EXP REALTY LLC

8226 Serenity Spring Dr Unit 2402, Windermere, FL 34786

/2
Est $3,142,686 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
- 3% Below List Price
- $456/SF
- 37 Days On Market
- Last Sold Price $3,250,000
- Sep 13, 2024
Last Listing Agent Chad Going SERHANT

/51
$1,575,000
- 5 Beds
- 3 Baths
- 3,300 Sq Ft
13124 Filly Ct, Windermere, FL 34786

Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

Marcelo Brandao HOME N OFFICES INTERNATIONAL

13124 Filly Ct, Windermere, FL 34786
/18
$4,500 Per Month
- 5 Beds
- 4 Baths
- 4,000 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
$745,000 Sold Jul 28, 2025

9676 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 $774,277

Last Listing Agent Hardy Edwards, III BHHS FLORIDA REALTY

9676 Wild Oak Dr, Windermere, FL 34786

/58
Est $611,744 Not Listed For Sale

7610 Brofield Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,610 Sq Ft
- Built 2010
7610 Brofield Ave, Windermere, FL 34786

Last Sold Summary
- 2% Above List Price
- $230/SF
- 95 Days On Market
- Last Sold Price $600,000
- Jan 26, 2024
Last Listing Agent Isabel Sirizzotti SUNNY 365 REALTY GROUP

Showing Results 161 - 200, Page 5 of 18

Florida Orange County Windermere 34786

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