Homes in ZIP Code 34786

/2
Est $1,083,719

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
- 128 Days On Market

/69
$2,798,000

$70K PRICE DROP
- 6 Beds
- 6 Baths
- 4,920 Sq Ft
13304 Bellaria Cir, Windermere, FL 34786

Some residences are simply houses. Others are a statement. Welcome to Casa Pietra — an exceptional estate nestled within Bellaria, one of Windermere's most exclusive guard-gated communities, where only 64 homes share the privilege of calling this address home. Set on nearly 3⁄4 of an acre with serene water views, this meticulously curated two-story residence offers just under 5,000 square feet of

Caroline De Castro Marcellini COMPASS FLORIDA, LLC

13304 Bellaria Cir, 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 $391,333

Last Listing Agent Shirley Botansky RE/MAX PRIME PROPERTIES

12884 Calderdale Ave, Windermere, FL 34786

/2
Est $1,245,333

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
- 0 Days On Market

/66
$1,999,900
- 5 Beds
- 4.5 Baths
- 5,922 Sq Ft
5421 Tildens Grove Blvd, Windermere, FL 34786

Welcome to one of Windermere’s finest offerings — an impressive 5-bedroom, 4.5-bath estate spanning almost 6,000 sq ft on a premium 0.62-acre direct water-view lot in the exclusive 24-hour guard-gated community of Tildens Grove. This is a luxury build that combines sophistication with fun and accommodates an active lifestyle for family and entertaining: a custom private movie theater,

Mike Derenthal DERENTHAL REALTY

5421 Tildens Grove Blvd, Windermere, FL 34786
/2
$3,250,000

Sold Jun 24, 2026

8340 Lake Burden Cir, Windermere, FL 34786
- 6 Beds
- 7 Baths
- 6,848 Sq Ft
- Built 2008
Last Sold Summary
- $475/SF
- 7 Days On Market
Current Estimated Value $3,246,588

Last Listing Agent Jill Davis CHARLES RUTENBERG REALTY ORLANDO

8340 Lake Burden Cir, 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
- 72 Days On Market

$587,990

New Construction
- 3 Beds
- 2.5 Baths
- 1,714 Sq Ft
Butler Plan at Lake Cawood Cove - Townhomes, Windermere, FL 34786

Ashton Woods Builder

5432 Winter Garden Vineland Rd Unit 37932782, 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 $1,097,718

Last Listing Agent Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

14389 Crest Palm Ave, Windermere, FL 34786

/2
Est $302,357

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
- 64 Days On Market

/41
$889,000

Pending
- 3 Beds
- 2 Baths
- 2,272 Sq Ft
111 Main St, Windermere, FL 34786

Prime Windermere Location! Fully Renovated and Move-In Ready! Don't miss this beautifully updated 3-bedroom, 2-bath home nestled in the heart of Windermere. Situated on an oversized, fully fenced lot, this property offers spacious living with two cozy fireplaces and generously sized rooms perfect for comfortable family living and entertaining. Recent Upgrades Include: Fresh interior and exterior

Sammy Nakhleh CENTURY 21 CARIOTI

111 Main St, Windermere, FL 34786
/2
$1,122,346

Sold Aug 28, 2025

14378 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4 Baths
- 4,222 Sq Ft
- Built 2025
Last Sold Summary
- $266/SF
- 0 Days On Market
Current Estimated Value $1,137,333

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14378 Crest Palm Ave, Windermere, FL 34786

/2
Est $384,212

Not Listed For Sale

9615 Gotha Rd, Windermere, FL 34786
- 3 Beds
- Built 0
9615 Gotha Rd, Windermere, FL 34786

Last Sold Summary
- 14 Days On Market

/65
$1,395,000

Pending
- 5 Beds
- 3.5 Baths
- 3,840 Sq Ft
11413 Camden Park Dr, Windermere, FL 34786

Under contract-accepting backup offers. Keene’s Pointe - RARE FIND – Beautiful 5BR/3.5 BATH Residence has above garage apartment with spacious bedroom, great room with home theatre wall, upgraded kitchen, full bath and laundry room! This awesome flex space would make a great in-law suite, family recreation room and or separate office! As you enter the Main-Two-Story-House through lovely covered

Angela Durruthy KEENE'S POINTE REALTY

11413 Camden Park 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 $1,345,139

Last Listing Agent Sue Webb WATSON REALTY CORP.

11474 Claymont Cir, Windermere, FL 34786

/2
Est $317,712

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
- 66 Days On Market

/81
$5,000,000

$489K PRICE DROP
- 6 Beds
- 9 Baths
- 8,305 Sq Ft
9721 Carillon Park Dr, Windermere, FL 34786

Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe.This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and

Dianna Desboyaux DOUGLAS ELLIMAN

9721 Carillon Park Dr, Windermere, FL 34786
/2
$2,500,000

Sold Jan 05, 2026

2828 Marquesas Ct, Windermere, FL 34786
- 6 Beds
- 5.5 Baths
- 6,819 Sq Ft
- Built 1989
Last Sold Summary
- 33% Below List Price
- $367/SF
- 207 Days On Market
Current Estimated Value $2,542,828

Last Listing Agent Carolyn Cook DALTON WADE INC

2828 Marquesas Ct, Windermere, FL 34786

/2
Est $592,171

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
- 53 Days On Market

/3
$1,130,000
- 8 Beds
- 5 Baths
- 4,830 Sq Ft
6152 Golden Dewdrop Trail, Windermere, FL 34786

More pictures coming soon. Beautiful and spacious 8-bedroom, 5-bathroom corner home offering 4,830 sqft of living space. This well-designed property features a generous layout with plenty of room for comfortable living and entertaining. The fenced backyard provides a great outdoor space, perfect for relaxing or enjoying time outside. Located on a desirable corner lot, offering added space and

Vitor Silva VESTI LLC

6152 Golden Dewdrop Trail, Windermere, FL 34786
/2
$560,000

Sold Jun 16, 2026

13430 Hopkinton Ct, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,732 Sq Ft
- Built 2005
Last Sold Summary
- 4% Below List Price
- $323/SF
- 216 Days On Market
Current Estimated Value $577,377

Last Listing Agent Lynn London EXP REALTY LLC

13430 Hopkinton Ct, Windermere, FL 34786

/2
Est $806,916

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
- 7 Days On Market

/19
$4,276,160

New Construction $2M PRICE INCREASE Pending
- 5 Beds
- 6.5 Baths
- 6,401 Sq Ft
1821 Windermere Rd, Windermere, FL 34786

Pre-Construction. To be built. Discover an unparalleled opportunity to acquire a sovereign 1.16-acre estate homesite in the heart of Windermere. This meticulously positioned property, oriented east-west for optimal light, is ensconced within a private setting and borders a permanent conservation area, ensuring absolute privacy and serene, unimpeded vistas. The absence of an HOA affords complete

Matt Matthews ORLANDO TBI REALTY LLC

1821 Windermere Rd, Windermere, FL 34786
/2
$1,468,000

Sold Jul 31, 2025

9032 Tavolini Terrace, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 5,247 Sq Ft
- Built 2007
Last Sold Summary
- 8% Below List Price
- $280/SF
- 42 Days On Market
Current Estimated Value $1,448,003

Last Listing Agent Jacky Herrera COMPASS FLORIDA LLC

9032 Tavolini Terrace, Windermere, FL 34786

/38
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
- 159 Days On Market

/57
$3,400,000
- 4 Beds
- 4 Baths
- 4,877 Sq Ft
9731 Chestnut Ridge Dr, Windermere, FL 34786

Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below.

Monica Lochmandy ISLEWORTH REALTY LLC

9731 Chestnut Ridge Dr, Windermere, FL 34786
/2
$420,000

Sold Jul 09, 2025

5148 Sun Palm Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,819 Sq Ft
- Built 1987
Last Sold Summary
- $231/SF
- 0 Days On Market
Current Estimated Value $556,473

Last Listing Agent Amanda Salazar PREMIER SOTHEBYS INT'L REALTY

5148 Sun Palm Dr, Windermere, FL 34786

/2
Est $731,819

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
- 129 Days On Market

/65
$3,200,000

$50K PRICE DROP
- 6 Beds
- 6.5 Baths
- 6,308 Sq Ft
13448 Bellaria Cir, Windermere, FL 34786

Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting

Shawn Kennedy KENNEDY REALTY GROUP LLC

13448 Bellaria Cir, Windermere, FL 34786
/2
$6,200,000

Sold Sep 15, 2025

11019 Bridge House Rd Unit R, Windermere, FL 34786
- 7 Beds
- 11 Baths
- 9,376 Sq Ft
- Built 2008
Last Sold Summary
- $661/SF
- 0 Days On Market
Current Estimated Value $5,928,363

Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

11019 Bridge House Rd Unit R, Windermere, FL 34786

/57
Est $1,058,313

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
- 5 Days On Market

/11
$3,900,000

New Construction $2M PRICE INCREASE
- 5 Beds
- 5 Baths
- 3,800 Sq Ft
212 W 1st Ave, Windermere, FL 34786

Pre-Construction. To be built. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity to live in the Town of Windermere. Boasting approximately 85 feet of private frontage, The property captures sweeping views across Wauseon Bay. Permits have been approved including a 900 sf covered boat dock with lift. There are 2 primary suites, one on

Eric Powell HOME WISE REALTY GROUP, INC.

212 W 1st Ave, Windermere, FL 34786
/2
$370,000

Sold Nov 06, 2025

13550 Carroway St, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,471 Sq Ft
- Built 2003
Last Sold Summary
- 3% Below List Price
- $252/SF
- 26 Days On Market
Current Estimated Value $373,265

Last Listing Agent Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

13550 Carroway St, Windermere, FL 34786

/2
Est $400,431

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
- 32 Days On Market

/98
$475,000
- 3 Beds
- 2.5 Baths
- 1,600 Sq Ft
11861 Vermillion Ave, Windermere, FL 34786

TOP RATED SCHOOLS. NO CARPET throughout the home!! Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly sought-after Windermere Trails community! This spacious two-story home features an open-concept layout with a modern kitchen offering stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas — perfect for

Frederico Hexsel KARDOSH REALTY

11861 Vermillion Ave, Windermere, FL 34786
/2
$2,250,000

Sold Mar 09, 2026

409 W 2nd Ave, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 4,688 Sq Ft
- Built 1995
Last Sold Summary
- 15% Below List Price
- $480/SF
- 338 Days On Market
Current Estimated Value $2,214,247

Last Listing Agent Amanda Black PA UPSIDE REAL ESTATE INC

409 W 2nd Ave, Windermere, FL 34786

/35
Est $414,629

Not Listed For Sale

11716 Water Run Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,629 Sq Ft
- Built 2017
11716 Water Run Aly, Windermere, FL 34786

Last Sold Summary
- 5 Days On Market

/91
$3,699,888

$99K PRICE DROP Pending
- 4 Beds
- 5.5 Baths
- 6,054 Sq Ft
12812 Jacob Grace Ct, Windermere, FL 34786

Under contract-accepting backup offers. Experience Unmatched Lakeside Luxury in a Custom-Built MasterpieceDiscover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend

Alireza Partovi EXP REALTY LLC

12812 Jacob Grace Ct, Windermere, FL 34786
/2
$934,500

Sold Jul 23, 2025

2046 Westover Reserve Blvd, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,516 Sq Ft
- Built 2000
Last Sold Summary
- 6% Below List Price
- $266/SF
- 30 Days On Market
Current Estimated Value $965,694

Last Listing Agent Brooke Cangro RE/MAX 200 REALTY

2046 Westover Reserve Blvd, Windermere, FL 34786

/2
Est $686,754

Not Listed For Sale

11725 Sprawling Oak Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,591 Sq Ft
- Built 2016
11725 Sprawling Oak Dr, Windermere, FL 34786

Last Sold Summary
- 5 Days On Market

Showing Results 361 - 400, Page 10 of 18

Florida Orange County Windermere 34786

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