Windermere, FL Homes

/50
$765,000
- 4 Beds
- 3 Baths
- 2,622 Sq Ft
11450 Arborside Bend Way, Windermere, FL 34786

Beautifully maintained 4BR/3BA pool home in gated Glenmuir, Windermere. Open floor plan with high ceilings, formal dining, and spacious family room. Kitchen with breakfast nook overlooks screened pool/lanai. Primary suite features dual closets, spa bath, and pool access. Home includes water softener system, water heater from 2022 and air handler from 2020. Enjoy a private 0.25-acre lot in a

David Sanchez LOKATION

11450 Arborside Bend Way, Windermere, FL 34786
/26
$3,200 per month
- 4 Beds
- 2.5 Baths
- 2,236 Sq Ft
- House for Rent
13786 Summer Harbor Ct, Windermere, FL 34786

Welcome to Summerport Trail community of Windermere, nightly Disney fireworks display from your front porch. Spacious layout with tile flooring in the main living areas. The main floor includes a half bath. The large kitchen boasts granite countertops, a breakfast bar, appliance package, a pantry, and ample counter space,looking into the dining area and great room. All four bedrooms, including

Nicky Lytus LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

13786 Summer Harbor Ct, Windermere, FL 34786
/2
$670,000 Sold Sep 09, 2025
- 2,084 Sq Ft
- $321/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 1986
9473 Palm Tree Dr, Windermere, FL 34786

Beautifully Renovated Pool Home in Silver Woods Now Available! This gorgeous home offers 3 Bedrooms, 2 Bathrooms, a Dedicated Office, and Open Floor Plan. Fully Remodeled and Meticulously Maintained. Amenities include: Quartz & Marble Counters, Stainless Steel Appliances (incl. 36" gas range), Solid Core Doors, Luxury Hardware & Lighting (Restoration Hardware/Pottery Barn), Slate & Woods

Mike Long COLDWELL BANKER RESIDENTIAL RE

9473 Palm Tree Dr, Windermere, FL 34786

/2
Est $929,444 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,968 Sq Ft
8349 Torcello Isle Dr, Windermere, FL 34786

8349 Torcello Isle Dr, Windermere, FL 34786

/40
$699,000
- 5 Beds
- 3 Baths
- 2,555 Sq Ft
6846 Helmsley Cir, Windermere, FL 34786

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 upstairs,

Nickolas Amburgey COMPASS FLORIDA LLC

6846 Helmsley Cir, Windermere, FL 34786
/30
$2,900 per month
- 4 Beds
- 3.5 Baths
- 2,464 Sq Ft
- Townhouse for Rent
8623 Via Trieste Dr, Windermere, FL 34786

AVAILABLE NOW for quick move-in. Charming corner townhome with 4 bedrooms, 3.5 bath and a loft area. Upon entering you are greeted with an open living and stunning kitchen. Kitchen features granite countertops, stainless steel appliances and walk-in pantry. Downstairs master with ensuite bath, dual vanities, spacious walk-in closet. Courtyard area leads to two car garage. Upstairs you will find a

Morgan Horsley THE REAL ESTATE COLLECTION LLC

8623 Via Trieste Dr, Windermere, FL 34786
/2
$625,000 Sold Sep 08, 2025
- 2,837 Sq Ft
- $220/SF
- 85 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2012
12867 Woodmere Close Dr, Windermere, FL 34786

Now Vacant & Drastically Reduced! Incredible opportunity in highly sought-after Lake Sawyer. This beautifully designed home is move-in ready and offers exceptional value for homeowners or investors. Set against serene pond and conservation views, the home boasts an elegant, open layout with formal living and dining areas, plus a first-floor oversized master retreat featuring a spa-like bathroom

nicoletta buonaccordo ALTIS REALTY

12867 Woodmere Close Dr, Windermere, FL 34786

/12
Est $473,095 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,047 Sq Ft
8320 Bryce Canyon Ave, Windermere, FL 34786

8320 Bryce Canyon Ave, Windermere, FL 34786

/37
$364,000
- 2 Beds
- 2.5 Baths
- 1,181 Sq Ft
12716 Langstaff Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. LUXURY TOWNHOME LIVING IN PRIME WINDERMERE LOCATION! Call today to secure this pristine 2-bedroom, 2.5-bathroom townhouse offering the ideal central Florida lifestyle! Located in a highly sought-after Windermere community, you'll be just minutes from Disney theme parks, world-class dining, and extensive shopping options. This is convenience and

Ann Wargo UPSIDE REAL ESTATE INC

12716 Langstaff Dr, Windermere, FL 34786
/42
$19,900 per month
- 6 Beds
- 8 Baths
- 6,881 Sq Ft
- House for Rent
3999 Isabella Cir, Windermere, FL 34786

AVAILABLE IN OCTOBER - Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half

Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

3999 Isabella Cir, Windermere, FL 34786
/2
$2,750,000 Sold Sep 08, 2025
- 3,316 Sq Ft
- $829/SF
- 169 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1990
5524 Sail Ct, Orlando, FL 32819

One or more photo(s) has been virtually staged. LAKEFRONT GATED HOME, located in North Bay Neighborhood in Dr. Philips with access to Butler Chain of lakes. This remarkable home provides stunning marble and Travertine floors throughout, Gourmet kitchen, Gas Stove High-M Appliances, Splendid walking Wine Cellar with two Wood Burning Fireplaces and Stunning view in the Master Bathroom.

Miguel Osorio CENTURY 21 CARIOTI

5524 Sail Ct, Orlando, FL 32819

/2
Est $1,827,472 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 5,497 Sq Ft
12408 Corso Ct, Windermere, FL 34786

12408 Corso Ct, Windermere, FL 34786

/56
$950,000
- 5 Beds
- 4 Baths
- 3,610 Sq Ft
9106 Panzani Place, Windermere, FL 34786

Discover this beautiful 5-bedroom, 4-bathroom residence nestled inside the exclusive gated community of Tuscany Ridge. Situated on a spacious corner lot, this home showcases exceptional curb appeal with its tile roof, freshly painted exterior, and an impressive three-car garage with an oversized paver driveway. Step inside and fall in love with the thoughtfully designed split floor plan,

Caitlin Dos Santos EXP REALTY LLC

9106 Panzani Place, Windermere, FL 34786
/11
$2,300 per month
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Condo for Rent
8180 Boat Hook Loop Unit 310, Windermere, FL 34786

Great apartment for rent in the beautiful City of Windermere Orlando FL, 3 bedrooms 2 full Baths, corner unit on the first floor of the building, screened private patio, new paint throughout, spacious dining and living room area, large kitchen, moder tile and laminate flooring, fans in all bedrooms and living room, 2 parking spaces, water included. Community offers clubhouse with pool, fitness

Kristine Puente TOP TEAM REALTY, LLC.

8180 Boat Hook Loop Unit 310, Windermere, FL 34786
/2
$910,000 Sold Sep 05, 2025
- 2,608 Sq Ft
- $349/SF
- 5 Days On Market
- 4 Beds
- 3 Baths
- Built 2002
1009 Algare Loop, Windermere, FL 34786

HIGHEST AND BEST BY 8-12-25 by 12 NOON Stop the car, this is the home you will fall in love with! Unique opportunity to purchase a beautifully RENOVATED POOL home with WATER VIEW in the desired, GATED Belmere community. Exceptional home, meticulously cared for! This MOVE-IN ready home will check most of your boxes! Spacious layout all on one floor. Great SPLIT FLOORPLAN for privacy, NEW CUSTOM

Petra Bukalo FLORIDA REALTY INVESTMENTS

1009 Algare Loop, Windermere, FL 34786

/36
Est $881,557 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,051 Sq Ft
7242 Rambling Water Way, Windermere, FL 34786

7242 Rambling Water Way, Windermere, FL 34786

/67
$875,000
- 4 Beds
- 3 Baths
- 3,040 Sq Ft
1803 Glenbay Ct, Windermere, FL 34786

Welcome to The Reserve at Belmere. Experience refined living in this exclusive guard-gated enclave, where sophistication meets comfort. Perfectly positioned on a premium corner lot, this elegant 4-bedroom, 3-bath home showcases a seamless blend of timeless design and modern luxury. The newly remodeled chef’s kitchen features top-of-the-line finishes and craftsmanship, opening to spacious living

Melissa Tyrcha LAKESIDE REALTY WINDERMERE INC

1803 Glenbay Ct, Windermere, FL 34786
/39
$12,000 per month
- 5 Beds
- 4.5 Baths
- 4,417 Sq Ft
- House for Rent
5001 Latrobe Dr, Windermere, FL 34786

Available for immediate occupancy. This beautiful, traditional five-bedroom pool home is on a quiet cul-de-sac in Isleworth, Windermere. The traditional brick exterior, grand French doors, and warm mahogany wood floors invite friends and family home. Enjoy views of majestic oaks, the 7th fairway, and Lake Bessie on this half-acre lot. This two-story home is perfect for entertaining and easy to

Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

5001 Latrobe Dr, Windermere, FL 34786
/2
$440,000 Sold Sep 05, 2025
- 1,881 Sq Ft
- $234/SF
- 9 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2014
11420 Center Lake Dr, Windermere, FL 34786

Welcome to your dream townhome in the heart of Windermere!This beautifully maintained end-unit with gorgeous water frontage offers 3 spacious bedrooms plus a versatile den, 2.5 baths, and an inviting layout designed for both comfort and style. Located in the highly sought-after Lake Burden community, this home checks all the boxes for modern Florida living.Step inside to discover a

Millie Brockmeyer RE/MAX INNOVATION

11420 Center Lake Dr, Windermere, FL 34786

/55
Est $551,579 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,126 Sq Ft
6820 Merrick Landing Blvd, Windermere, FL 34786

6820 Merrick Landing Blvd, Windermere, FL 34786

/44
$394,900
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
7711 Fairgrove Ave, Windermere, FL 34786

Walk On In and Call It Home! Welcome to this move in ready gem of a townhome in the sought-after Lake Sawyer South community in Windermere! This spacious home offers: 3 Bedrooms | 2.5 Bathrooms Over 1,600 Sq. Ft. of Living Space and a 2-Car Garage—big enough to store your boat! Fresh interior paint, Beautiful tile and wood flooring throughout. Located in the desirable Horizon West area of Orange

Lindsay Kaye Voss VOSS REALTY INC

7711 Fairgrove Ave, Windermere, FL 34786
/50
$5,800 per month
- 3 Beds
- 2 Baths
- 1,725 Sq Ft
- House for Rent
12860 Lake Sawyer Ln, Windermere, FL 34786

Private LAKEFRONT estate home on that sits on almost 2 acres of land, gated for extreme privacy! Fully furnished with an open floorplan great for families and entertaining. This home features 3 cozy bedrooms with a king, queen, and full bed to accommodate all guests comfortably. Enjoy the convenience of 2 bathrooms, one with a relaxing jetted bathtub. Kitchen features butcher block countertops,

Aleem Kanji CROWN REALTY COMPANY

12860 Lake Sawyer Ln, Windermere, FL 34786
/2
$2,500,000 Sold Sep 05, 2025
- 4,667 Sq Ft
- $536/SF
- 0 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1977
2624 Midsummer Dr, Windermere, FL 34786

Beautiful lot on Midsummer Dr.

Jay Martin CORCORAN PREMIER REALTY

2624 Midsummer Dr, Windermere, FL 34786

/2
Est $431,947 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,722 Sq Ft
11866 Water Run Alley, Windermere, FL 34786

11866 Water Run Alley, Windermere, FL 34786

/31
$428,000
- 3 Beds
- 2.5 Baths
- 1,588 Sq Ft
11818 Water Run Alley, Windermere, FL 34786

Beautiful and fully decorated 3-bedroom, 3-bathroom home with elegant finishes and many upgrades throughout. This property offers a private patio and a two-car garage, providing comfort and style in the desirable Ashley Park at Lakeside Village – Windermere community.Residents enjoy a private clubhouse with pool, well-maintained green areas, and pet-friendly walking paths with waste

Nelia Perez Urdaneta LA ROSA REALTY LLC

11818 Water Run Alley, Windermere, FL 34786
/46
$5,500 per month
- 4 Beds
- 3 Baths
- 2,830 Sq Ft
- House for Rent
2113 Grove Point Ln, Windermere, FL 34786

Discover this stunning rental home located in the Waterford Pointe community on Lake Roberts. Enjoy exclusive access to a private community boat ramp in a serene, gated neighborhood.This beautifully furnished residence features new bamboo flooring, high-end appliances, and elegant decor throughout. Designed for year-round Florida living, the home includes a private in-ground pool, spa,

Alexandra Costa Thomas THE FLORIDA LOUNGE REALTY LLC

2113 Grove Point Ln, Windermere, FL 34786
/2
$635,000 Sold Sep 05, 2025
- 2,884 Sq Ft
- $220/SF
- 43 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2007
13978 Darchance Rd, Windermere, FL 34786

Welcome to this beautiful 4-bedroom, 3.5-bathroom home with a 3-car garage, located in the highly desirable Enclave at Berkshire Park in Windermere. This spacious home offers a thoughtfully designed open floor plan with both a formal living room and a formal dining room, providing plenty of space for family gatherings and entertaining. The upgraded wood railing staircase makes a stunning first

Sean Popat BUYER REBATES REALTY

13978 Darchance Rd, Windermere, FL 34786

/23
Est $559,436 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,950 Sq Ft
11486 Misty Oak Alley, Windermere, FL 34786

11486 Misty Oak Alley, Windermere, FL 34786

/18
$450,000
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
11636 Water Run Alley, Windermere, FL 34786

This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a

Jose Jimenez EXP REALTY LLC

11636 Water Run Alley, Windermere, FL 34786
/80
$3,100 per month
- 4 Beds
- 3.5 Baths
- 2,600 Sq Ft
- House for Rent
13426 Chariho Ln, Windermere, FL 34786

Welcome to this beautifully maintained 4-bedroom, 3-bath home with a loft and office located in a highly sought-after gated community in Windermere. This spacious residence offers a fresh, move-in-ready feel with fairly new carpeting throughout the stairs and second floor. The thoughtfully designed floor plan features a first-floor master suite, providing privacy and convenience, along with a

Courtney James LA ROSA REALTY ORLANDO LLC

13426 Chariho Ln, Windermere, FL 34786
/2
$3,040,000 Sold Sep 05, 2025
- 5,874 Sq Ft
- $518/SF
- 65 Days On Market
- 6 Beds
- 5.5 Baths
- Built 1990
2937 Butler Bay Dr N, Windermere, FL 34786

**Video tour and 3D floorplan experience available.** Indulge in ultimate luxury at this gated Lake Crescent retreat. Enjoy water-skiing on a private lake, fishing from your private boat dock, and marveling at rocket launches, stunning sunsets, and pontoon plane landings—all from your own backyard. Embrace Florida living with a heated saltwater pool and spa waterfall surrounded by a spacious

Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

2937 Butler Bay Dr N, Windermere, FL 34786

/28
Est $413,489 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,441 Sq Ft
13303 Gorgona Isle Dr, Windermere, FL 34786

13303 Gorgona Isle Dr, Windermere, FL 34786

/44
$605,000
- 3 Beds
- 2 Baths
- 2,092 Sq Ft
7451 Fairgrove Ave, Windermere, FL 34786

WELCOME WINDEREMERE SOUND!!! A tranquil neighborhood tucked into one of Orlando’s most serene suburbs—where quiet streets, thoughtful upgrades, and effortless access to world-class attractions create the perfect place to call home. This beautifully updated three-bedroom, two-bathroom residence offers a warm welcome with its inviting front porch and spacious two-car garage. Inside, you’ll find a

Sandra Ruysam BRAZA HOMES

7451 Fairgrove Ave, Windermere, FL 34786
/11
$4,500 per month
- 4 Beds
- 2.5 Baths
- 2,588 Sq Ft
- House for Rent
12025 Lake Butler Blvd, Windermere, FL 34786

Welcome to your 4-bedroom, 3-bathroom, three car garage sanctuary! As you open your beautiful door, expect to be wowed at your perfect masterpiece. You are greeted by your huge family room leading into the living room with a wood burning fireplace. Your living room boasts lighting through your rear doors leading to your gorgeous, screen enclosed patio. This home has a layout picture-perfect for

Camille Simon MCO REALTY

12025 Lake Butler Blvd, Windermere, FL 34786
/50
$3,275,000 Sold Sep 05, 2025
- 8,047 Sq Ft
- $407/SF
- 67 Days On Market
- 6 Beds
- 7.5 Baths
- Built 2020
4065 Isabella Cir, Windermere, FL 34786

One or more photo(s) has been virtually staged. Step into elegance with this stunning, fully updated pool home, perfectly situated in one of Windermere’s most sought-after communities. Boasting sophisticated upgrades and timeless finishes throughout, this nearly new estate offers the ideal blend of modern luxury and comfort with a Control4 Smart System. Enjoy 5 massive bedrooms, 2 bonus rooms,

Tala Watkins Local Real Estate LLC

4065 Isabella Cir, Windermere, FL 34786

/2
Est $434,646 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,881 Sq Ft
11405 Brownstone St, Windermere, FL 34786

11405 Brownstone St, Windermere, FL 34786

/49
$1,200,000
- 4 Beds
- 4 Baths
- 2,787 Sq Ft
1361 Whitney Isles Dr, Windermere, FL 34786

Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping.Fully renovated this

Renato Alves ALVES AND HOWELL REALTY

1361 Whitney Isles Dr, Windermere, FL 34786
/49
$5,900 per month
- 4 Beds
- 3 Baths
- 3,190 Sq Ft
- House for Rent
307 W 4th Ave, Windermere, FL 34786

Executive rental pool home located in the charming town of Windermere! The location is just two block from Main st and all that downtown Windermere has to offer! This single-story, 4-bedroom (2 primary bedrooms), 3-bathroom home, sits on an oversized corner lot in the shade of majestic oak trees. Enjoy a gourmet kitchen featuring stainless steel appliances, two brand new refrigerators, a

Katie Bray MAINFRAME REAL ESTATE

307 W 4th Ave, Windermere, FL 34786
/2
$4,125,000 Sold Sep 05, 2025
- 4,783 Sq Ft
- $862/SF
- 103 Days On Market
- 5 Beds
- 6 Baths
- Built 1999
805 W 2nd Ave, Windermere, FL 34786

Welcome to perhaps the best outdoor location on the entire Butler Chain with a nearly 300 square-foot-enclosed boathouse, custom beach and a fully landscaped yard with plenty of space and enhancements for entertainment. The outside space includes hot tubs, 170 square-foot outdoor gym, uniquely designed pool with back of the home built around it, over 100+ outdoor lights (multiple underwater

Nick Cotton FOREVER MAGIC REALTY INC

805 W 2nd Ave, Windermere, FL 34786

/2
Est $471,722 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,212 Sq Ft
7653 Ripplepointe Way, Windermere, FL 34786

7653 Ripplepointe Way, Windermere, FL 34786

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