Windermere, FL Homes

/82
$2,235,000
- 6 Beds
- 6 Baths
- 5,031 Sq Ft
713 Main St, Windermere, FL 34786

Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove,

Kari Fleck

THE REAL ESTATE COLLECTION LLC

(407) 494-6941

713 Main St, Windermere, FL 34786
/11
$7,500 Per Month
- 6 Beds
- 4 Baths
- 3,916 Sq Ft
- House for Rent
3302 Butler Bay Dr N, Windermere, FL 34786

Welcome home to this stunning two-story custom estate located in one of Orlando’s most sought-after communities, The Windermere Club. Set on over an acre and surrounded by natural landscape, this home offers exceptional privacy and space. An expansive driveway and impressive elevation lead to a grand foyer with a spiral staircase, formal dining room, and pass-through fireplace. The fully

3302 Butler Bay Dr N, 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 $939,576

Last Listing Agent Ziad El Aryan FLORIDA REALTY INVESTMENTS

11508 Delwick Dr, Windermere, FL 34786

/2
Est $1,276,027 Not Listed For Sale

6228 Lecco Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,755 Sq Ft
- Built 2012
6228 Lecco Way, Windermere, FL 34786

Last Sold Summary
- $461/SF
- 41 Days On Market
- Last Sold Price $1,270,000
- Apr 10, 2025
Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

/42
$1,114,989 New Construction
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
14371 Crest Palm Ave, Windermere, FL 34786

One or more photo(s) has been virtually staged. Arlington Floorplan – 3,140 Sq. Ft. | 4 Beds | 4Baths | 2.5-Car Garage | Move-In ReadyWelcome to the Arlington with Bonus – a thoughtfully designed, 2-story home that perfectly blends luxury, functionality, and comfort. This brand new 3,140 square foot residence sits on an wooded lot, offering expansive indoor and outdoor living space, ready for

Cindy Sapp

OLYMPUS EXECUTIVE REALTY INC

(407) 759-4908

14371 Crest Palm Ave, Windermere, FL 34786
/88
$5,500 Per Month
- 6 Beds
- 4 Baths
- 4,176 Sq Ft
- House for Rent
8278 Procida Isle Ln, Windermere, FL 34786

Stunning upgraded house in Windermere Isle in Gas community, Fully Fenced, NO Carpet in the house. Rent includes full lawn services. 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, crown molding, Chef kitchen, backsplash, stainless steel

Li Xue AGENT GROUP REALTY

8278 Procida Isle Ln, 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 $1,327,812

Last Listing Agent Melanie Miller PREMIUM PROPERTIES R.E SERVICE

9178 Panzani Place, Windermere, FL 34786

/2
Est $464,574 Not Listed For Sale

8749 Via Tavoleria Way, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 1,935 Sq Ft
- Built 2014
8749 Via Tavoleria Way, Windermere, FL 34786

Last Sold Summary
- 1% Below List Price
- $241/SF
- 28 Days On Market
- Last Sold Price $467,000
- Mar 31, 2025
Last Listing Agent Denise Pellegrino REAL BROKER, LLC

/5
$1,109,990 Pending
- 4 Beds
- 3.5 Baths
- 3,721 Sq Ft
14348 Crest Palm Ave, Windermere, FL 34786

One or more photo(s) has been virtually staged. Baldwin Floorplan – 3,724 Sq. Ft. | 4 Beds | 3.5Baths | 2-Car Garage | Move-In Ready. Welcome to the Baldwin – a thoughtfully designed, 2-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 3,724 square foot residence sits on an oversized lot, offering expansive indoor and outdoor living space,

Cindy Sapp

OLYMPUS EXECUTIVE REALTY INC

(689) 356-0025

14348 Crest Palm Ave, Windermere, FL 34786
/21
$2,150 Per Month
- 2 Beds
- 2 Baths
- Beautiful ground floor unit in the Lakes of Windermere!
11564 Mizzon Dr Unit 902, Windermere, FL 34786

Beautiful ground floor unit in the Lakes of Windermere! This unit features 2 bedrooms, 2 bathrooms, ceramic tile flooring throughout and elegant crown molding in the living areas. The kitchen is complete with granite countertops, a breakfast bar and pantry. There is a separate dining area and living room that leads to the large screened in porch. The split floor plan allows privacy, and each

11564 Mizzon Dr Unit 902, 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 $1,682,532

Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

13120 Zori Ln, Windermere, FL 34786

/26
Est $321,972 Not Listed For Sale

11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Built 2007
11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

Last Sold Summary
- 12% Below List Price
- $253/SF
- 11 Days On Market
- Last Sold Price $365,000
- Mar 12, 2024
Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

/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
/15
$3,000 Per Month
- 4 Beds
- 2.5 Baths
- 2,214 Sq Ft
- House for Rent
11507 Charnock Dr, Windermere, FL 34786

Brand New Windermere 4 Bedroom Home For RentPriced Low, Call Now!, 2 Car Garage, BRAND NEW HOME, Upstairs Bonus Area Too!, Corner Lot, Granite Countertops, 42” Cabinets, Tile Flooring, Carpeted Bedrooms, COMMUNITY Pool, COMMUNITY Clubhouse, COMMUNITY Playground, JUST 30 MINUTES To: Downtown Orlando, CONVENIENT To: 429, JUST MINUTES To: Walt Disney World, CONVENIENT To: Major Roads, Shopping,

Jay Myers ORLANDO REALTY & PROPERTY MGNT

11507 Charnock Dr, 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

/53
Est $1,071,033 Not Listed For Sale

11708 Hampstead St, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,934 Sq Ft
- Built 2015
11708 Hampstead St, Windermere, FL 34786

Last Sold Summary
- 7% Above List Price
- $254/SF
- 22 Days On Market
- Last Sold Price $997,500
- Jul 05, 2024
Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

/22
$399,900 Pending
- 3 Beds
- 2.5 Baths
- 1,468 Sq Ft
7361 Brightland St, Windermere, FL 34786

Under contract-accepting backup offers. New Price! Nestled in the heart of Windermere, this two-story townhome is a perfect blend of charm, comfort, and modern living. As you approach, the cute front porch entrance welcomes you, hinting at the warmth that lies within. The exterior is adorned with stone columns and crowned with a stylish barrel-tiled roof, adding character to this inviting abode.

Peter Luu REAL BROKER, LLC

7361 Brightland St, Windermere, FL 34786
/16
$2,450 Per Month
- 3 Beds
- 2.5 Baths
- 1,490 Sq Ft
- Townhouse for Rent
13749 Lensdale Ln, Windermere, FL 34786

Discover the perfect blend of comfort and convenience in this charming townhouse located at 13749 Lensdale Lane in the highly sought-after Windermere area. Whether you’re looking to entertain or unwind, this home offers a relaxing interior designed for modern living.? Property HighlightsSpacious Living: A bright and open living room perfect for movie nights or quiet

13749 Lensdale Ln, Windermere, FL 34786
/2
$730,000 Sold Aug 15, 2025

9025 Horizon Pointe Trail, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,264 Sq Ft
- Built 2014
Last Sold Summary
- 1% Below List Price
- $224/SF
- 19 Days On Market
Current Estimated Value $722,405

Last Listing Agent Erin Fang FLORIDA REALTY INVESTMENTS

9025 Horizon Pointe Trail, Windermere, FL 34786

/4
Est $1,182,436 Not Listed For Sale

5819 Caymus Loop Unit 1, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,806 Sq Ft
- Built 2003
5819 Caymus Loop Unit 1, Windermere, FL 34786

Last Sold Summary
- 1% Below List Price
- $428/SF
- Last Sold Price $1,200,000
- Aug 04, 2023
Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

/15
$979,990 New Construction
- 3 Beds
- 2.5 Baths
- 2,226 Sq Ft
Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786

The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

Ashton Woods Builder

5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
/30
$2,850 Per Month
- 4 Beds
- 2.5 Baths
- 1,890 Sq Ft
- Townhouse for Rent
8642 Powder Ridge Trail, Windermere, FL 34786

AVALIBALE 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

8642 Powder Ridge Trail, Windermere, FL 34786
/2
$330,000 Sold Oct 22, 2025

11565 Mizzon Dr Unit 208, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $229/SF
- 10 Days On Market
Current Estimated Value $330,060

Last Listing Agent Gisele Abrantes Trautman DALTON WADE INC

11565 Mizzon Dr Unit 208, Windermere, FL 34786

/2
Est $458,080 Not Listed For Sale

13701 Beckman Dr, Windermere, FL 34786
- 3 Beds
- 3 Baths
- 2,091 Sq Ft
- Built 2015
13701 Beckman Dr, Windermere, FL 34786

Last Sold Summary
- 1% Below List Price
- $222/SF
- Last Sold Price $464,000
Last Listing Agent Lukasz Sokolowski, PA HOST MANAGEMENT GROUP LLC

/2
$855,990 New Construction
- 4 Beds
- 2.5 Baths
- 2,712 Sq Ft
Tidewater Plan at Palms at Windermere, Windermere, FL 34786

The Tidewater floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,712 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

Dream Finders Homes Builder

14207 Crest Palm Ave Unit 36489841, Windermere, FL 34786
/5
$2,500 Per Month
- 3 Beds
- 2.5 Baths
- 2,028 Sq Ft
- Townhouse for Rent
8140 Serenity Spring Dr, Windermere, FL 34786

This property allows self guided viewing without an appointment. Contact for details.

8140 Serenity Spring Dr, Windermere, FL 34786
/2
$960,000 Sold May 30, 2025

10986 Ledgement Ln Unit 2, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,080 Sq Ft
- Built 2003
Last Sold Summary
- 4% Below List Price
- $312/SF
- 30 Days On Market
Current Estimated Value $948,280

Last Listing Agent Mandy Morgan TEAM DONOVAN

10986 Ledgement Ln Unit 2, Windermere, FL 34786

/30
Est $2,396,369 Not Listed For Sale

12624 Park Ave, Windermere, FL 34786
12624 Park Ave, Windermere, FL 34786

Last Sold Summary
- 4% Below List Price
- 215 Days On Market
- Last Sold Price $2,500,000
- Apr 05, 2024
Last Listing Agent Michael Julian JULIAN PROPERTIES, INC.

/67
$1,899,000
- 6 Beds
- 5.5 Baths
- 5,430 Sq Ft
9057 Balmoral Mews Square, Windermere, FL 34786

Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath 4 car garage luxury estate sits on an expansive 3⁄4-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment you arrive, the property makes a striking impression with a brand-new circular paver driveway centered around a dramatic custom water

Ryan Rogers REAL BROKER, LLC

9057 Balmoral Mews Square, Windermere, FL 34786
/30
$2,850 Per Month
- 4 Beds
- 2.5 Baths
- 2,068 Sq Ft
- House for Rent
12030 Silverlake Park Dr, Windermere, FL 34786

LOCATION, LOCATION, LOCATION. Beautiful 4/bed 2.5/bath home in desirable Windermere Trails. Watch Disney fireworks nightly fromspacious front porch! The home has tile and luxury vinyl throughout (NO CARPET) with plenty of room for families or individuals. Family room and dining room are downstairs along with a kitchen that features stainless steel appliances and granite counters. Master

Carolyn Hunt TOPSKY REALTY INC

12030 Silverlake Park Dr, Windermere, FL 34786
/2
$485,000 Sold Sep 24, 2025

7837 Berkshire Oak Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,904 Sq Ft
- Built 2018
Last Sold Summary
- 1% Below List Price
- $255/SF
- 3 Days On Market
Current Estimated Value $484,756

Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

7837 Berkshire Oak Aly, Windermere, FL 34786

/62
Est $1,126,241 Not Listed For Sale

5522 Remsen Cay Ln, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,881 Sq Ft
- Built 2016
5522 Remsen Cay Ln, Windermere, FL 34786

Last Sold Summary
- 4% Below List Price
- $303/SF
- 5 Days On Market
- Last Sold Price $1,175,000
- Dec 20, 2023
Last Listing Agent Alfredo Karam COLDWELL BANKER REALTY

/31
$899,990
- 4 Beds
- 3.5 Baths
- 3,133 Sq Ft
12688 Salomon Cove Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Step into a home that truly has it all. From the moment you arrive, the curb appeal stands out with its stone-accented elevation, paver driveway, and inviting entry. Inside, you’ll find a thoughtfully designed open floor plan with wood-look tile throughout the main living areas, crown molding throughout the entire home, and a layout that balances

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

12688 Salomon Cove Dr, Windermere, FL 34786
/31
$2,900 Per Month
- 3 Beds
- 2.5 Baths
- 2,139 Sq Ft
- House for Rent
6418 Golden Dewdrop Trail, Windermere, FL 34786

NEW INTERIOR PAINT - Beautiful and spacious 3-bedroom, 2.5-bath home featuring a bright and functional layout. Enter into the formal living room with a separate dining area perfect for entertaining. The kitchen offers abundant cabinet space, granite countertops, a center island, and stainless steel appliances, all opening to a large family room ideal for relaxing and everyday living.The

6418 Golden Dewdrop Trail, Windermere, FL 34786
/2
$3,600,000 Sold May 12, 2025

11306 Bridge House Rd, Windermere, FL 34786
- 5 Beds
- 7 Baths
- 6,742 Sq Ft
- Built 2007
Last Sold Summary
- 10% Below List Price
- $534/SF
- 52 Days On Market
Current Estimated Value $3,679,130

Last Listing Agent Loren Williams LAKESIDE REALTY WINDERMERE INC

11306 Bridge House Rd, Windermere, FL 34786

/2
Est $2,617,360 Not Listed For Sale

9831 Grosvenor Pointe Cir, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 5,320 Sq Ft
- Built 2012
9831 Grosvenor Pointe Cir, Windermere, FL 34786

Last Sold Summary
- 2% Above List Price
- $485/SF
- 62 Days On Market
- Last Sold Price $2,577,550
- Jan 06, 2025
Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

/61
$487,000
- 4 Beds
- 2.5 Baths
- 2,092 Sq Ft
10624 Reams Rd, Windermere, FL 34786

Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary

Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

10624 Reams Rd, Windermere, FL 34786
/22
$12,000 Per Month
- 3 Beds
- 3 Baths
- 2,646 Sq Ft
- House for Rent
6131 Payne Stewart Dr, Windermere, FL 34786

Looking for Luxurious home in a prime location? Look no further! Located in the Isleworth Country Club, this stunning single-family home at 6131 Payne Stewart Drive is now available for rent. Situated in a fantastic waterfront location on Lake Chase, which is part of the Butler Chain of Lakes, this home is a short walk away from the world-renowned Isleworth Golf and Country Club. With breath

Jill Irwin IRWIN REALTY GROUP LLC

6131 Payne Stewart Dr, Windermere, FL 34786
/2
$742,000 Sold Jun 02, 2025

12971 Westside Village Loop, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,694 Sq Ft
- Built 2018
Last Sold Summary
- 1% Below List Price
- $201/SF
- 72 Days On Market
Current Estimated Value $761,219

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

12971 Westside Village Loop, Windermere, FL 34786

/36
Est $4,036,637 Not Listed For Sale

12300 Montalcino Cir, Windermere, FL 34786
- 5 Beds
- 6.5 Baths
- 7,649 Sq Ft
- Built 2023
12300 Montalcino Cir, Windermere, FL 34786

Last Sold Summary
- 15% Below List Price
- $618/SF
- 73 Days On Market
- Last Sold Price $4,725,000
- Oct 27, 2023
Last Listing Agent David Alvarez Aserraf ROI AVE LLC

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Windermere, FL Homes

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