Windermere, FL Homes

/53
$650,000
- 4 Beds
- 2 Baths
- 2,555 Sq Ft
6139 Andreozzi Ln, Windermere, FL 34786

Here is your chance to own this spacious well-maintained one-story 4-bedroom waterfront home on a pond located in the desirable Providence neighborhood of Windermere. As you enter through the front porch and foyer you will immediately notice the high 10’ ceilings and inviting rooms to your well-thought-out floor plan. The living room is spacious with an elegant dining room overlooking the

Simon Simaan THE SIMON SIMAAN GROUP

6139 Andreozzi Ln, Windermere, FL 34786
/19
$2,000 per month
- 1 Bed
- 1 Bath
- Condo for Rent
804 Oakdale St Unit Suite, Windermere, FL 34786

Property Id: 1261847Your Apartment: Private entrance, attached off side of main house. No shared living space. Washer & dryer in unit. Loft-style set-up with bedroom and full bathroom upstairs. Queen size memory foam bed. Walk-in shower.Living area, work space, and kitchenette downstairs. Access to large Mediterranean style pool (w/ fully enclosed lanai). Fenced side and back

804 Oakdale St Unit Suite, Windermere, FL 34786
/33
$550,000 Sold Mar 11, 2025

9228 Palm Tree Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,492 Sq Ft
- Built 1985
Last Sold Summary
- 4% Below List Price
- $369/SF
- 27 Days On Market
Current Estimated Value $540,822

Last Listing Agent Matt Davies COLDWELL BANKER REALTY

9228 Palm Tree Dr, Windermere, FL 34786

/30
Est $440,237 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,712 Sq Ft
11600 Water Run Aly, Windermere, FL 34786

11600 Water Run Aly, Windermere, FL 34786

/10
$994,990 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
/3
$8,500 per month
- 4 Beds
- 5.5 Baths
- 4,629 Sq Ft
- House for Rent
5723 Oxford Moor Blvd, Windermere, FL 34786

For lease is a breathtaking dream home in Oxford Moor. This Windermere luxurious gated community is an upscale neighborhood with Mediterranean style million dollar houses, picturesque lake with a fountain and tennis court. This house's beautiful landscape was professionally designed and meticulously maintained. The owner takes so much pride of this 0.6 acre of outdoor paradise that the lawn

Hans Welbergen WINDERMERE INTERNATIONAL REALTY

5723 Oxford Moor Blvd, 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 $730,144

Last Listing Agent Erin Fang FLORIDA REALTY INVESTMENTS

9025 Horizon Pointe Trail, Windermere, FL 34786

/2
Est $521,558 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,984 Sq Ft
6315 Golden Dewdrop Trail, Windermere, FL 34786

6315 Golden Dewdrop Trail, Windermere, FL 34786

/62
$1,490,000
- 4 Beds
- 3.5 Baths
- 3,809 Sq Ft
8375 Bowden Way, Windermere, FL 34786

This charming four-bedroom, three-and-a-half-bath home in the highly sought-after Keene’s Pointe community perfectly combines elegance, comfort, and character. Designed with a timeless French-inspired décor, every space feels warm, inviting, and beautifully curated.The highlight of this home is its backyard oasis — a peaceful retreat overlooking the sparkling pool and tranquil pond views,

Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

8375 Bowden Way, Windermere, FL 34786
/20
$2,300 per month
- 3 Beds
- 2.5 Baths
- 1,505 Sq Ft
- Townhouse for Rent
14210 Desert Haven St, Windermere, FL 34786

Welcome to this stunning fully furnished home located in a private gated community in Windermere, FL, just minutes from Disney. This beautifully maintained residence offers a rare and magical perk a direct backyard view of the Magic Kingdom fireworks, providing a nightly show you can enjoy right from your patio.Inside, the home features an open, modern layout, bright natural light, and

14210 Desert Haven St, 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
Last Listing Agent Gisele Abrantes Trautman SERHANT

11565 Mizzon Dr Unit 208, Windermere, FL 34786

/8
Est $786,385 Not Listed For Sale
1330 Lake Olivia Ln, Windermere, FL 34786

1330 Lake Olivia Ln, Windermere, FL 34786

/72
$2,750,000
- 7 Beds
- 5.5 Baths
- 5,221 Sq Ft
6219 Tiroco Way, Windermere, FL 34786

Welcome to luxury living in the guarded gated community of Waterstone in Windermere, Florida. This exquisite residence at 6219 Tiroco Way offers unparalleled elegance and modern comfort featuring Solar power. The home offers 7 bedrooms, 5 1⁄2 baths, a media room, a loft, a storage room, separate formal rooms, and a dedicated office. Live in a world of sophistication and comfort with granite

María Gabriela Lara CENTURY 21 CARIOTI

6219 Tiroco Way, Windermere, FL 34786
/16
$3,550 per month
- 4 Beds
- 3.5 Baths
- 2,770 Sq Ft
- House for Rent
13638 Ancilla Blvd, Windermere, FL 34786

Discover this beautifully maintained two-story single-family home in the heart of Windermere, offering 4 spacious bedrooms, 2 full bathrooms, and a 2-car garage. With 2,770 sq/ft of living space and a total of 3,513 sq/ft, this property provides comfort, space, and functionality for today’s lifestyle. Enjoy Florida living at its best with your own private in-ground pool, perfect for relaxing or

Jose Solano FUSION FLORIDA REALTY LLC

13638 Ancilla Blvd, Windermere, FL 34786
/25
$393,000 Sold Mar 07, 2025

7608 Billingham St, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,560 Sq Ft
- Built 2011
Last Sold Summary
- 4% Below List Price
- $252/SF
- 72 Days On Market
Current Estimated Value $387,399

Last Listing Agent Abigail Padro EXP REALTY LLC

7608 Billingham St, Windermere, FL 34786

/2
Est $3,101,963 Not Listed For Sale
- 6 Beds
- 8 Baths
- 6,842 Sq Ft
4124 Isabella Cir, Windermere, FL 34786

4124 Isabella Cir, Windermere, FL 34786

/44
$945,000 Pending
- 3 Beds
- 2 Baths
- 2,095 Sq Ft
1209 Main St, Windermere, FL 34786

Under contract-accepting backup offers. Freshly remodeled and full of charm, this one-story home lives light, bright, and effortlessly easy. White oak floors flow from room to room like a warm welcome, setting the stage for airy spaces and sun-drenched corners.At the heart of the home, the family room opens wide with vaulted ceilings, a cozy fireplace, and windows that pull the outdoors in.

Judy Black UPSIDE REAL ESTATE INC

1209 Main St, Windermere, FL 34786
/19
$3,279 per month
- 4 Beds
- 3.5 Baths
- 2,745 Sq Ft
- House for Rent
Unlisted Address

Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 3.5 bathrooms, 3 car garage and approximately 2,745 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd,

Cathy Behe TAH FLORIDA LLC

Unlisted Address
/2
$7,150,000 Sold Jan 28, 2025

Unlisted Address
- 6 Beds
- 9 Baths
- 8,289 Sq Ft
- Built 2005
Last Sold Summary
- 5% Below List Price
- $863/SF
- 79 Days On Market
Current Estimated Value $6,191,929

Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

Unlisted Address

/43
Est $532,856 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,139 Sq Ft
11650 Black Rail St, Windermere, FL 34786

11650 Black Rail St, Windermere, FL 34786

/42
$339,775
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6343 Merrick Landing Blvd, Windermere, FL 34786

Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This well appointed One Story townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday living and entertaining. Enjoy slate flooring

Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

6343 Merrick Landing Blvd, Windermere, FL 34786
/8
$3,400 per month
- 4 Beds
- 4 Baths
- 2,645 Sq Ft
- House for Rent
1626 Whitney Isles Dr, Windermere, FL 34786

4 Bedroom 4 bath rent home is in gated Community of Whitney Isles. The property has features 3 bedrooms and 3 bath downstairs and a bonus room complete with full bathroom upstairs. The kitchen is upgraded with Cherry cabinets, granite and stainless-steel appliances. The flooring is tile and wood downstairs in the living area. The house has a large screened in patio at the rear. Community includes

Dewayne Smith CHARLES RUTENBERG REALTY ORLANDO

1626 Whitney Isles 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 $952,064

Last Listing Agent Mandy Morgan TEAM DONOVAN

10986 Ledgement Ln Unit 2, Windermere, FL 34786

/59
Est $2,813,148 Not Listed For Sale
- 6 Beds
- 8 Baths
- 6,803 Sq Ft
13340 Bellaria Cir, Windermere, FL 34786

13340 Bellaria Cir, Windermere, FL 34786

/39
$550,000
- 4 Beds
- 2 Baths
- 2,159 Sq Ft
11322 Rapallo Ln, Windermere, FL 34786

One or more photo(s) has been virtually staged. ***Back on Market due to Buyer not depositing Escrow*** “Mortgage savings may be available for buyers of this listing.” Located in the gated Windermere community of Belmere Village, this beautifully maintained 4-bedroom, 2-bathroom home offers both comfort and convenience. Residents enjoy low HOA fees and a wealth of amenities including a clubhouse,

John Callahan REDFIN CORPORATION

11322 Rapallo Ln, Windermere, FL 34786
/21
$3,029 per month
- 4 Beds
- 3.5 Baths
- 2,659 Sq Ft
- House for Rent
Unlisted Address

Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 3.5 bathrooms, 2 car garage and approximately 2,659 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd,

Cathy Behe TAH FLORIDA LLC

Unlisted Address
/2
$530,000 Sold Feb 28, 2025

12919 Holdenbury Ln, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 1,904 Sq Ft
- Built 2014
Last Sold Summary
- 5% Below List Price
- $278/SF
- 23 Days On Market
Current Estimated Value $529,891

Last Listing Agent Michele VanTuyl REAL BROKER, LLC

12919 Holdenbury Ln, Windermere, FL 34786

/64
Est $776,135 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,694 Sq Ft
12851 Westside Village Loop, Windermere, FL 34786

12851 Westside Village Loop, Windermere, FL 34786

/60
$795,000 Pending
- 4 Beds
- 2.5 Baths
- 2,766 Sq Ft
12905 Strode Ln, Windermere, FL 34786

Under contract-accepting backup offers. Completely remodeled in 2021! Welcome home to your stunning 4-bedroom craftsman with contemporary finishes in the highly sought after community of Windermere Sound. This well-maintained waterfront home with no rear neighbors has it all. At first glance you will immediately notice the amazing curb appeal with its charming architecture, manicured landscaping,

Simon Simaan THE SIMON SIMAAN GROUP

12905 Strode Ln, Windermere, FL 34786
/19
$2,850 per month
- 3 Beds
- 2 Baths
- 1,894 Sq Ft
- House for Rent
8436 Greenbank Blvd, Windermere, FL 34786

Welcome to your dream home at 8436 Greenbank Blvd in Windermere! This single-family property features 3 bedrooms, 2 bathrooms, and amenities including a garage, dishwasher, washer/dryer, big patio, walking closet, and covered lanai. Photos showcase ceramic tile flooring, an eat-in cafe kitchen, master retreat with dual vanities and garden bath, and a large covered lanai perfect for relaxation.

Daniel Colombo REALTY HUB

8436 Greenbank Blvd, 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
Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

7837 Berkshire Oak Aly, Windermere, FL 34786

/56
Est $2,538,227 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 5,524 Sq Ft
13352 Bellaria Cir, Windermere, FL 34786

13352 Bellaria Cir, Windermere, FL 34786

/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
/37
$3,300 per month
- 3 Beds
- 2 Baths
- 1,723 Sq Ft
- House for Rent
9508 Pine Terrace Ct, Windermere, FL 34786

Recently renovated and move in ready, this beautiful and unique home is perfectly situated in the heart of Windermere. Enjoy unmatched convenience just 15 minutes from Walt Disney World, 15 minutes from Universal Studios, and 30 minutes from Orlando International Airport.Inside, the open concept design brings together the living, family, and dining areas, creating an ideal setting for both

Carlos De Guevara REAL BROKER, LLC

9508 Pine Terrace Ct, 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 $3,642,860

Last Listing Agent Loren Williams LAKESIDE REALTY WINDERMERE INC

11306 Bridge House Rd, Windermere, FL 34786

/23
Est $453,529 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,912 Sq Ft
13736 Bravante Aly, Windermere, FL 34786

13736 Bravante Aly, Windermere, FL 34786

/50
$1,077,990 New Construction
- 4 Beds
- 3.5 Baths
- 3,692 Sq Ft
14354 Crest Palm Ave, Windermere, FL 34786

The Tidewater with Bonus floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 3.5 bathrooms. Spanning 3,692 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

Dream Finders Homes Builder

14354 Crest Palm Ave, Windermere, FL 34786
/31
$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,512 Sq Ft
- Townhouse for Rent
8145 Serenity Spring Dr Unit GE, Windermere, FL 34786

Beautiful townhome 3 BED, 2.5 BATH, 1 CAR GARAGE in resort style gated community. Stainless steel kitchen appliances, washer & dryer, upgraded wood cabinets, granite kitchen counter tops. All three bedrooms are upstairs, where there is carpet in the bedrooms and tile in the bathrooms & laundry. The community offers a community resort pool, fitness center, large pond with walking trails around the

Isabel Sirizzotti SUNNY 365 REALTY GROUP

8145 Serenity Spring Dr Unit GE, 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 $750,271

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

12971 Westside Village Loop, Windermere, FL 34786

/31
Est $932,221 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,224 Sq Ft
13542 Gorgona Isle Dr, Windermere, FL 34786

13542 Gorgona Isle Dr, Windermere, FL 34786

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