Windermere, FL Homes

/50
$2,650,000
- 5 Beds
- 6.5 Baths
- 6,248 Sq Ft
8402 Lake Burden Cir Unit 2, Windermere, FL 34786

One or more photo(s) has been virtually staged. Newly added virtually staged images to help with your interior design inspiration! Experience luxury waterfront living in the prestigious guard gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5-bedroom ensuites and a full pool bath with shower and powder room off of the Theater. A chef's

Toni Marie Cafferty

COMPASS FLORIDA LLC

(689) 312-8950

8402 Lake Burden Cir Unit 2, Windermere, FL 34786
/31
$4,500 per month
- 6 Beds
- 3.5 Baths
- 3,841 Sq Ft
- House for Rent
7403 Fairgrove Ave, Windermere, FL 34786

Spacious 6-bedroom, 3.5-bath unfurnished home offering 3,841 sq ft in the desirable Windermere Sound community. This well-designed floor plan features a downstairs primary bedroom, a large upstairs loft, generously sized bedrooms with walk-in closets, an office area and an expansive kitchen complete with a walk-in butler pantry and ample cabinet space—perfect for entertaining and everyday living.

Sunny Pabla PABLA PROPERTIES

7403 Fairgrove Ave, Windermere, FL 34786
/2
$430,000 Sold Mar 24, 2025

8757 Via Tavoleria Way, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,974 Sq Ft
- Built 2014
Last Sold Summary
- 7% Below List Price
- $218/SF
- 31 Days On Market
Current Estimated Value $443,273

Last Listing Agent Nathan Jacoby YOUNG REAL ESTATE

8757 Via Tavoleria Way, Windermere, FL 34786

/30
Est $874,081 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,690 Sq Ft
8460 Elba Isle Ct, Windermere, FL 34786

8460 Elba Isle Ct, Windermere, FL 34786

/40
$625,000
- 5 Beds
- 3 Baths
- 2,555 Sq Ft
6846 Helmsley Cir, Windermere, FL 34786

NEW ROOF! Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the largest lot in the neighborhood, offering over a quarter-acre of space with two expansive backyards. Imagine the possibilities—perhaps a pool or even a pickleball court! The home boasts two primary suites, one conveniently located on the main floor and another

Nickolas Amburgey

COMPASS FLORIDA LLC

(407) 392-9729

6846 Helmsley Cir, Windermere, FL 34786
/43

$1,691 - $5,470 per month

MAA Crosswater

1 - 3 Beds

7826 Crosswater Trail, Windermere, FL 34786

TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Discover resort-style living at MAA Crosswater in Windermere, FL. Garden tubs, double vanity sinks, and washer/dryer units are featured in these one-, two-, and three-bedroom apartment homes. Admire the lake view from our sparkling swimming pool and cabana, or dig your toes in the sand \"beach\" lounging area.

7826 Crosswater Trail, Windermere, FL 34786
/2
$750,000 Sold Mar 06, 2025

0 Winter Garden Vineland Rd, Windermere, FL 34786
- Land
- 1.28 Acres
- $585,938 per Acre
Last Sold Summary
- 17% Below List Price
- 101 Days On Market
Last Listing Agent Eduardo Pavone CELEBRITY GLOBAL REALTY LLC

0 Winter Garden Vineland Rd, Windermere, FL 34786

/2
Est $1,383,532 Not Listed For Sale
- 6 Beds
- 6.5 Baths
- 4,634 Sq Ft
7431 Lake Albert Dr, Windermere, FL 34786

7431 Lake Albert Dr, Windermere, FL 34786

/91
$995,000 Pending
- 5 Beds
- 3 Baths
- 2,843 Sq Ft
11550 Delwick Dr, Windermere, FL 34786

Under contract-accepting backup offers. **Experience luxury living in this beautifully renovated and freshly painted 5-bedroom, 3-bathroom home, featuring engineered hardwood flooring throughout and a spectacular private pool. Located in the highly desirable, 24-hour guard-gated Reserve at Belmere community in Windermere, this fully renovated home with modern upgrades offers a formal living room,

Constantino Trimarcchi

TRIMARCHI REALTY CORP

(407) 972-4110

11550 Delwick Dr, Windermere, FL 34786
/34
$2,950 per month
- 4 Beds
- 2.5 Baths
- 2,092 Sq Ft
- House for Rent
10710 Reams Rd, Windermere, FL 34786

Freshly updated, four bedroom single family home with two and a half bathrooms and attached two car garage. 2,092 square feet with newly painted interior throughout. Spacious floor plan with tile flooring downstairs and brand new carpets upstairs. A lot of windows for great natural lighting. Den / additional living space in second floor. Washer and Dryer included. Large primary bedroom with walk

Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

10710 Reams Rd, Windermere, FL 34786
/2
$1,180,000 Sold Mar 25, 2025

3302 Just-A-mere Ct, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,450 Sq Ft
- Built 1986
Last Sold Summary
- 7% Below List Price
- $482/SF
- 18 Days On Market
Current Estimated Value $1,151,876

Last Listing Agent Sue Webb WATSON REALTY CORP.

3302 Just-A-mere Ct, Windermere, FL 34786

/2
Est $660,736 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,750 Sq Ft
13772 Ingelnook Dr, Windermere, FL 34786

13772 Ingelnook Dr, Windermere, FL 34786

/40
$3,690,000
- 4 Beds
- 4.5 Baths
- 3,365 Sq Ft
5050 Isleworth Country Club Dr, Windermere, FL 34786

Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in

Toni Marie Cafferty

COMPASS FLORIDA LLC

(407) 807-6191

5050 Isleworth Country Club Dr, Windermere, FL 34786
/47

$1,649 - $4,193 per month

MAA Windermere

1 - 3 Beds

11598 Lachlan Ln, Windermere, FL 34786

TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive

11598 Lachlan Ln, Windermere, FL 34786
/2
$862,000 Sold Jan 08, 2026

299 W 4th Ave, Mount Dora, FL 32757
- 4 Beds
- 3 Baths
- 2,410 Sq Ft
- Built 1984
Last Sold Summary
- 4% Below List Price
- $358/SF
- 35 Days On Market
Last Listing Agent Judy Black UPSIDE REAL ESTATE INC

299 W 4th Ave, Mount Dora, FL 32757

/2
Est $890,569 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,226 Sq Ft
8243 Procida Isle Ln, Windermere, FL 34786

8243 Procida Isle Ln, Windermere, FL 34786

/56
$595,000
- 3 Beds
- 2.5 Baths
- 2,139 Sq Ft
6382 Golden Dewdrop Trail, Windermere, FL 34786

Ideally situated within WINDERMERE LANDINGS and in close proximity to highly rated schools, convenience stores, restaurants, golf courses & other amenities, this IMMACULATELY presented 3 bedroom and 2.5 bath property with 2 car garage and private driveway is a true GEM with its stunning curb appeal and TURNKEY presentation! On approach the front porch feels inviting with its welcoming entryway

Alice Anne Jackson

CORCORAN PREMIER REALTY

(689) 308-0830

6382 Golden Dewdrop Trail, Windermere, FL 34786
/16
$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,540 Sq Ft
- Townhouse for Rent
7843 Hardenton St, Windermere, FL 34786

Townhome located in Wickham Park in Windermere. Quartz Counters and solid wood cabinets. Large combined living room/dining room area. 3-bed, 2.5-bath. Featuring stainless appliances, a 2-car garage and access to community amenities including a pool, playground and clubhouse. This home offers both style and comfort. Enjoy the prime location in central Florida, providing seamless access to

Franca Troisi MY REALTY GROUP, LLC.

7843 Hardenton St, Windermere, FL 34786
/2
$599,000 Sold May 21, 2025

6963 Northwich Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 3,068 Sq Ft
- Built 2007
Last Sold Summary
- $195/SF
- 3 Days On Market
Current Estimated Value $625,789

Last Listing Agent Simi Lakhani KELLER WILLIAMS CLASSIC

6963 Northwich Dr, Windermere, FL 34786

/37
Est $1,601,140 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,396 Sq Ft
1214 Estancia Woods Loop, Windermere, FL 34786

1214 Estancia Woods Loop, Windermere, FL 34786

/30
$1,200,000
- 4 Beds
- 3.5 Baths
- 2,658 Sq Ft
11325 Fenimore Ct, Windermere, FL 34786

One or more photo(s) has been virtually staged. Newly added virtually staged images to help with your interior design inspiration! Come home to a golf enthusiast’s dream set along the 6th Hole of the renowned Jack Nicklaus Signature 18-Hole golf course, The Golden Bear Club (est. 1999). The community of Keene's Pointe features 24-hr guards at both entrances (Main Entrance off Chase Rd

Toni Marie Cafferty

COMPASS FLORIDA LLC

(407) 986-2096

11325 Fenimore Ct, Windermere, FL 34786
/25

$1,459 - $2,453 per month

Casa Mirella

1 - 3 Beds

101 Casa Mirella Way, Windermere, FL 34786

Welcome to Casa Mirella Apartments, where lakeside living meets luxury in the heart of Windermere, FL. Enjoy sunny Florida days by the resort-style swimming pool, stay active in the fully equipped fitness center, or relax with friends at the picnic area with outdoor grills. Your furry friend will love the dog park at our luxury apartments in Windermere, FL, and you’ll appreciate the peace of mind

101 Casa Mirella Way, Windermere, FL 34786
/2
$1,130,000 Sold Apr 29, 2025

2026 Willow Lauren Ln, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,419 Sq Ft
- Built 1994
Last Sold Summary
- 10% Below List Price
- $331/SF
- 40 Days On Market
Current Estimated Value $1,148,587

Last Listing Agent Adam Eisen PLATINUM REALTY GROUP FLORIDA INC

2026 Willow Lauren Ln, Windermere, FL 34786

/62
Est $2,413,270 Not Listed For Sale
- 5 Beds
- 7 Baths
- 5,734 Sq Ft
13334 Bellaria Cir, Windermere, FL 34786

13334 Bellaria Cir, Windermere, FL 34786

/82
$2,285,000
- 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
/35
$2,650 per month
- 2 Beds
- 2.5 Baths
- 1,239 Sq Ft
- Townhouse for Rent
12623 Langstaff Dr, Windermere, FL 34786

ONE OF A KIND, EXECUTIVE WINDERMERE 2 BEDROOM 2.5 BATHROOMS TOWNHOME FURNISHED & DECORATED! This recently renovated home is in the sought-after Lake Reams Community only a minute drive to the backside of Disney! As you open the front door you are drawn to Upscale Interior, filled with Upgrades & a Warm Family Décor. The eating area overlooks an Enclosed Custom-Made Courtyard leading to a Detached

Ernesto Cisneros ELITE REALTY ENTERPRISES LLC

12623 Langstaff Dr, Windermere, FL 34786
/2
$389,000 Sold Nov 07, 2025

6327 Southbridge St, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,490 Sq Ft
- Built 2007
Last Sold Summary
- 8% Below List Price
- $261/SF
- 169 Days On Market
Current Estimated Value $382,905

Last Listing Agent Vanessa Lee COLDWELL BANKER REALTY

6327 Southbridge St, Windermere, FL 34786

/80
Est $2,510,203 Not Listed For Sale
- 5 Beds
- 7 Baths
- 5,161 Sq Ft
11628 Waterstone Loop Dr, Windermere, FL 34786

11628 Waterstone Loop Dr, Windermere, FL 34786

/15
$389,000 Pending
- 3 Beds
- 2.5 Baths
- 1,545 Sq Ft
12214 Langstaff Dr, Windermere, FL 34786

Well-maintained 3-bedroom, 2.5-bath townhouse located in the desirable Lake Reams community in Windermere. The home features carpet throughout, with tile flooring in the kitchen and bathrooms, stainless steel appliances, and a functional layout with bedrooms on the first floor. Enjoy a low HOA, community pool and playground, and a prime location close to Disney, shopping, dining, and major

Paulo Alves

PREMIUM REALTY GROUP USA

(689) 319-9146

12214 Langstaff Dr, Windermere, FL 34786
/35

$1,621 - $2,697 per month

Talcott at Windermere

1 - 3 Beds

5820 Nature View Dr, Windermere, FL 34786

With thoughtful design and exclusive amenities, Talcott at Windermere, is your premier destination for luxury living in Windermere, Florida! Our luxury one, two, and three-bedroom apartments, ranging up to 1,380 square feet, redefine luxury with a range of modern interior features. Step into a home with soaring 9 foot ceilings, a stylish two-tone paint scheme, wood-style flooring, and AirPlay

5820 Nature View Dr, Windermere, FL 34786
/2
$750,000 Sold Nov 12, 2025

13254 Penshurst Ln, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,720 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $202/SF
- 96 Days On Market
Current Estimated Value $756,395

Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

13254 Penshurst Ln, Windermere, FL 34786

/40
Est $719,853 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,988 Sq Ft
9150 Outlook Rock Trail, Windermere, FL 34786

9150 Outlook Rock Trail, Windermere, FL 34786

/32
$1,480,000
- 6 Beds
- 4.5 Baths
- 4,522 Sq Ft
17538 Black Rail St, Windermere, FL 34786

Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable

Elaine Garcia

GARCIA REALTY GROUP

(689) 312-9273

17538 Black Rail St, Windermere, FL 34786
/40
$6,000 per month
- 4 Beds
- 4.5 Baths
- 3,512 Sq Ft
- House for Rent
11560 Claymont Cir, Windermere, FL 34786

Welcome to this spacious, fully furnished, 4-bedroom, 4.5-bathroom home nestled within a desirable gated golf community of Keene's Pointe. Thoughtfully designed for comfort and functionality, this impressive residence features a first-floor primary suite offering privacy and convenience, complete with a well-appointed ensuite bath. The home boasts generous living areas filled with natural light,

Rose Sepulveda-Morales WATSON REALTY CORP.

11560 Claymont Cir, Windermere, FL 34786
/2
$1,000,000 Sold Oct 27, 2025

5235 W Lake Butler Rd, Windermere, FL 34786
- Land
- 0.68 Acre
- $1,470,588 per Acre
Last Sold Summary
- 53% Below List Price
- 211 Days On Market
Current Estimated Value $1,040,160

Last Listing Agent Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

5235 W Lake Butler Rd, Windermere, FL 34786

/2
Est $1,352,224 Not Listed For Sale
- 5 Beds
- 4 Baths
- 4,908 Sq Ft
17550 Black Rail St, Windermere, FL 34786

17550 Black Rail St, Windermere, FL 34786

/45
$2,000,000 Pending
- 5 Beds
- 4.5 Baths
- 3,685 Sq Ft
6564 Lagoon St, Windermere, FL 34786

Under contract-accepting backup offers. Listed BELOW appraised value & PRICED TO SELL! With this brand new construction home, your dream lakefront lifestyle starts here!! Set along the tranquil waters of Lake Sawyer, this brand-new Davila Homes masterpiece blends refined luxury with the magic of everyday lake life. With 5 bedrooms, 4.5 baths, and 3,685 sq. ft. of beautifully designed living

Fernanda Negromonte

NOVA REAL ESTATE SERVICES INC

(407) 901-5358

6564 Lagoon St, Windermere, FL 34786
/18
$4,100 per month
- 4 Beds
- 2.5 Baths
- 2,300 Sq Ft
- House for Rent
13318 Longacre Dr, Windermere, FL 34786

Property Id: 2360528Dream Home 7 mins from Disney Parks & its Nightly Fireworks & near Universal & all that Florida has to offer! Come enjoy your new 10' ceiling Florida Dream Home with Walt Disney World & Magic Kingdom FIREWORKS in your backyardStunning Windermere Home for Rent A Must-See!This spacious, open-concept home boasts a versatile office that can easily

13318 Longacre Dr, Windermere, FL 34786
/2
$735,000 Sold Oct 23, 2025

12821 Westside Village Loop, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,689 Sq Ft
- Built 2018
Last Sold Summary
- 2% Below List Price
- $199/SF
- 15 Days On Market
Current Estimated Value $735,785

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

12821 Westside Village Loop, Windermere, FL 34786

/34
Est $513,269 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,058 Sq Ft
13335 Overstreet Rd, Windermere, FL 34786

13335 Overstreet Rd, Windermere, FL 34786

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