Windermere FL Luxury Real Estate | New Homes, Attractions

Presenting Windy Ridge Estate on 18 gated acres with 614 feet of pristine frontage on Lake Down, Butler Chain of Lakes. Manicured grounds, panoramic water views, and over 50,000 SF across multiple structures create an unrivaled lakefront compound. T

nergy-efficient home. This 4 beds and 3.5 baths. There is a den in the first floor that it can be library or an office. The open concept floor plan makes it great for entertaining and family gatherings. One suite bedroom in the first floor and the ma

One or more photo(s) has been virtually staged. Don’t miss this rare opportunity to own a stunning estate home in the prestigious Isleworth Golf & Country Club, perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lak

Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid-back lake living and walkability to town. The Town of Windermere has much to offer. Walk to the local par

One or more photo(s) has been virtually staged. Fantastic opportunity to own this exceptional END UNIT townhouse with a beautiful POND VIEW in Lake Reams Townhomes community near Disney World! This sought-after townhouse features an impressive 3 bedr

Nestled at the heart of Windermere Grande, a 28-home gated community situated on a north-facing 3/4-acre lot, stands an executive 4000 sq ft home with 4 to 5-bedrooms. There is a three-car side-entry garage. The house features a flat tile roof, and a

Welcome to this beautifully maintained custom 4-bedroom, 2-bath pool home set on a full 1-acre lot in a quiet, established neighborhood. Built and lovingly cared for by the original owner, this home offers a bright, airy interior with timeless wood t

One or more photo(s) has been virtually staged. Stop searching and start living in your private Windermere oasis at 9056 Woodbreeze Blvd. Nestled on a premium lot in the sought-after Silver Woods community, this home offers a rare level of privacy wi

Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath luxury estate sits on an expansive ¾-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment

One or more photo(s) has been virtually staged. Lake View Home with Private Pool & Fireworks Views – Minutes from Walt Disney World Imagine living in a home that perfectly combines comfort, elegance, and practicality in one of the most desirable a

Welcome to this beautiful townhome located at 11686 Water Run Aly in the desirable Windermere community of Ashlin Park. Built in 2017, this well-maintained 3-bedroom, 2.5-bath home offers approximately 1,584 sq ft of comfortable living space with a m

Prime Windermere location! In the sought-after Ashlin Park community, this elegant three-bedroom, 2.5-bath townhouse offers a blend of modern sophistication and suburban tranquility. The well-appointed, open-concept first floor is designed for seamle

Under contract-accepting backup offers. Welcome to your dream home in the sought-after community of Lake Sawyer in Windermere! Introducing 7208 Tattant Blvd, a beautifully maintained one-story residence featuring 3 bedrooms, 2 bathrooms, and a versat

Under contract-accepting backup offers. Welcome to the highly sought-after community of Summerport in Windermere! The large, inviting FRONT PORCH leads to the decorative GLASS ENTRY DOOR that welcomes you to this FRESHLY PAINTED 2-bedroom, 2.5-bath t

Welcome to this exquisite and impeccably maintained home filled with natural light and elegant open spaces. As you step inside, you are greeted by a soaring ceiling in the grand foyer that immediately sets the tone for the home’s impressive design.

Under contract-accepting backup offers. PREMIUM PRESERVE HOMESITE backing directly to Tibet Butler Preserve with NO REAR NEIGHBORS. Located within the 24-HOUR GUARD-GATED COMMUNITY OF KEENE’S POINTE, this beautifully updated 4 bedroom, 3 bath home wi

Keene's Pointe - 24-hour gated/attended golf community in Windermere, Florida. Experience refined living in this beautifully updated 4-bedroom, 3-bathroom residence. Designed for both comfort and elegance, this home features thoughtful upgrades thro

Under contract-accepting backup offers. Luxurious contemporary residence featuring 5 bedrooms, including the primary suite on the main floor. The main level with porcelain tile and marble staircase add sophistication, while the upper level with luxur

LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest b

Enjoy over $35,000 in upgrades in this beautiful Windermere subdivision! This CORNER LOT home is move-in ready with FRESH INTERIOR AND EXTERIOR PAINT * REPLACED CARPETING * RENOVATED SECOND BATHROOM SHOWER * KITCHEN QUARTZ COUNTERTOP * APPLIANCES R

Beautiful 3-bedroom, 2.5-bathroom townhome in the desirable Horizon West area. This spacious two-story home features an open-concept layout with a bright living and dining area that flows into the kitchen, perfect for everyday living and entertaining

3BR/2.5BA bungalow-style home in the Windermere Trails community. This well maintained residence offers an open floor plan with high ceilings, and premium tile flooring throughout the main level. The home includes a gourmet kitchen, upgraded cabinetr

Beautiful and cozy residence located in the desirable WINDERMERE area. This single-family - bungalow style home offers four bedrooms, two-and-a-half baths and a two-car garage. There's a LOFT UPSTAIRS, perfect for a TV or office/study room. With an o

Timeless style and classic design unfold behind the gates of Harbor Isle, one of Windermere’s most sought-after communities. This custom-built estate residence offers captivating views of Lake Down on the pristine Butler Chain of Lakes. Featuring al

Discover a rare opportunity to own the only fully cleared homesite available in Lake Down Shores in the highly sought-after city of Windermere. Situated directly on the pristine shores of Lake Down—part of the renowned Butler Chain of Lakes—this exce

Under contract-accepting backup offers. Welcome to this 4-bedroom, 3.5-bath pool home in Windermere, zoned for top-rated schools including Windermere High School and Horizon West Middle School. With a roof replaced in 2024 and an AC approximately 5 y

Located in Grosvenor Village within Keene’s Pointe, this estate overlooks a pond and the Tibet-Butler Preserve. Built by Stonebridge Homes and updated with interior design by Goehring & Morgan, the home includes professionally designed spaces by Ange

Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed

Keene's Pointe - 24 hour gated/attended golf community in Windermere, Florida. This fully renovated home is situated on one of the most beautiful lots in the community. Located on the 11th fairway of The Golden Bear Club with golf and pond views, a

Welcome to low maintenance living in the heart of Windermere’s sought after Vineyard Square community. A modern townhome built in 2017 with an OPEN FLOOR PLAN designed for easy everyday living and entertaining. Step inside to a bright and airy oasi

Stunning home in the Reserve at Lake Butler Sound-Windermere. This luxury living at its finest located in the prestigious 24 hour guarded community. The property features 5 bedrooms, 4.5 bathrooms, a 3-car garage, and a private heated pool, perfect

One of a kind extraordinary lakefront estate, perfectly positioned along the shores of Lake Tibet Butler on the renowned Butler Chain of Lakes, offers over 7,600 square feet of refined living in the beautiful guard-gated community of Keene’s Pointe.

Timeless Waterfront Elegance in Isleworth’s Golf Villas Perfectly positioned along the tranquil shoreline of Lake Chase — part of the coveted Butler Chain of Lakes — this exquisitely renovated residence offers breathtaking sunrise views and a le

Immaculately maintained, MOVE IN READY family home in the highly sought after Preston Square neighborhood located in the heart of 34786 - a well established hidden gem with tree lined streets! Built in 2008 with NEW ROOF IN 2025, this gorgeous, 4 be

Luxury Pond-View Home in Keene’s Pointe – Windermere Located in the highly sought-after gated golf community of Keenes Pointe, this beautiful 5-bedroom, 4-bathroom residence offers an exceptional combination of space, comfort, and scenic surrounding

Experience elevated living in this beautifully updated Windermere townhouse, where timeless design meets modern convenience. Fresh interior paint, plush new carpeting, new water heater, and a full array of new appliances- including refrigerator, dis

Backwoods Trail, a beautifully designed 4-bedroom, 3-bathroom home that perfectly blends modern style with everyday comfort. The bright open-concept floor plan creates an inviting space ideal for both relaxing and entertaining. At the center of th

Welcome. A new roof and one new AC System are being installed! Residing in the established, guard-gated community of Keene’s Pointe, this delightful five-bedroom, four-bathroom home features a functional two-story layout, with multiple living areas,

CHARMING LAKEVIEW HOME IN THE HEART OF WINDERMERE! Enjoy unobstructed views of Lake Down from this beautifully located 3-bedroom, 2-bath home in the Town of Windermere. A stunning 44-foot-wide front porch provides the perfect place to relax and take

One or more photo(s) has been virtually staged. Location, Location, Location! Set on just under one acre in the heart of Windermere, this well-maintained home features a desirable split-bedroom floor plan with a spacious primary suite, 3 additional b

Stunning Mediterranean courtyard-style estate offering 4 bedrooms, 4.5 Bathrooms and 3396 sq ft of living space--all thoughtfully designed on one spacious level by Siliman Homes! From the moment you enter, you'll appreciate the seamless indoor-outdoo

Nestled within one of **Windermere**’s most exclusive communities, this extraordinary custom-built lakefront estate with an almost 2 acres lot offers an elegant lifestyle defined by privacy, prestige, and breathtaking nightly views of the **Walt Disn

Under contract-accepting backup offers. Perfectly situated behind the gates of the beautiful Tuscany Ridge community in Windermere, this sprawling SINGLE STORY ~ POOL HOME offers more than 3,000 square feet of thoughtfully designed living space and a

Under contract-accepting backup offers. FULLY REMODELED (2026) and move-in ready, corner lot, single-family home in the desirable Preston Square community of Windermere, FL. This beautiful Dream-Home features a brand-NEW roof (2026), new interior pai

One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome home to this beautifully appointed 3-bedroom, 2.5-bath corner townhome in the highly desirable Preston Square community of Windermere. Ideally posi

Under Construction. Modern New Construction on the Butler Chain Canal – Downtown Windermere Experience bright, modern waterfront living in the heart of the Town of Windermere. This brand-new construction single-story home is currently under construc

Under Construction. Brand New Construction in the Heart of Downtown Windermere – Currently Under Construction! Walking distance to downtown events, the farmers market, food trucks, and the local brewery. Historic Windermere is golf cart friendly a

Discover this spacious 2-bedroom, 2.5-bath townhome in the desirable Lake Reams Townhomes community in Windermere. Nestled among beautiful natural surroundings, tree-lined streets, sidewalks, and mature canopied trees, this home offers both comfort a

Experience an architectural masterpiece in the gated enclave of Casabella. Situated on a rare, oversized .85-acre lot, this estate has been transformed by the original owner with impeccable attention to detail. The interior features 6 beds, 6 full

Under contract-accepting backup offers. Windermere Townhome Near Disney in Gated Oasis Cove | 2 Car Garage | Bonus Room | Loft | First Floor Primary Suite Welcome to Oasis Cove at Lakeside Village, a gated community in Windermere just minutes from

Behind the gates of Westover Club, 9669 Westover Club Circle presents a timeless expression of Windermere living — where privacy, established beauty, and effortless indoor-outdoor flow come together on nearly half an acre of lush, mature grounds. Tho

Fully Renovated Windermere Home. Move-In Ready! Discover 735 Oakdale St, a beautifully updated 3-bedroom, 2.5-bathroom home in the heart of Windermere Town. Over the past four years, no detail has been overlooked: new roof, new gutters, marble floor

One or more photo(s) has been virtually staged. Welcome to 13118 Sunkiss Loop in the heart of Summerport, one of Windermere's most desirable communities. Major updates provide peace of mind. A brand-new roof was installed in February, along with bran

Situated on a premier half-acre lot in highly desirable area of Windermere, this fully renovated 4-bedroom, 4-bath home offers a hard to find 'like-new' living experience. Every detail has been thoughtfully updated, featuring a chef’s kitchen with br

Tucked within a beautiful Windermere community surrounded by nature, this welcoming residence offers the perfect balance of comfort, space, and everyday livability. Designed to accommodate both growing and established families, the home provides gene

Welcome to this beautifully renovated home in highly desirable Windermere, where modern upgrades meet timeless comfort on a rare one-acre lot with NO HOA. Completely remodeled this home has been thoughtfully updated from top to bottom. Renovations i

Villa Casablanca | Luxury Windermere Estate on 1-Acre. Some homes are built. Villa Casablanca was transformed. Set on a rare private acre within one of Windermere’s most privately held enclaves— this white-painted brick estate makes an immediate ar

Under contract-accepting backup offers. A rare opportunity to own a spacious home in Windermere's sought-after Summerport community with top-rated schools, offering over 2,600 square feet of well-designed living space that works for every lifestyle.

One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photo(s) has been virtually staged. UNIQUE CANAL-FRONT PROPERTY ON LAKE SAWYER | BUILD-READY | NO HOA | WINDERMERE An extraordinary opportunity awaits on the s

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. A rare opportunity in Windermere's established Lakes / Lake Down neighborhood — an exceptional builder's home offering the quality & finishes typically found at m