Windermere Home For Sale 

Professional Pics Coming Soon - They say Good Things Come in Small Packages & This Proves It * Must see this Gem to really appreciate the craftsmanship and attention to d...

Virtually Staged. Space, flexibility, and a fantastic Windermere location! Set on a prime CUL-DE-SAC LOT in the GATED Lakes of Windermere-Peachtree community, this spacio...

Experience elevated Florida living in this extraordinary 4,585-square-foot estate, ideally positioned in the heart of Windermere and just 2 miles from Magic Kingdom. Buil...

BELLARIA ESTATE. Toll Brothers-built Spanish/Mediterranean estate on a 0.76-acre homesite in Bellaria, Windermere's 64-home, 24-hour guard-gated enclave off Lake Butler R...

Welcome to an exceptional luxury residence in the prestigious gated community of Casabella in Windermere. Set on a private 0.71-acre homesite, this stunning Toll Brothers...

Expansive golf course and water views abound from this impressive Keene’s Pointe estate residence, located on the 3rd green of the renowned Jack Nicklaus Signature Golf C...

Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyon...

Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers...

WATER-VIEW SETTING + NIGHTLY MAGIC KINGDOM FIREWORKS + PRIME WINDERMERE LOCATION! Welcome to 12909 Cragside Lane, a beautifully renovated 4-bedroom, 2.5-bath, 2,460-squa...

Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of fron...

Set against a natural preserve, this Windermere home combines a flexible floor plan, thoughtful upgrades, and a backyard setting that feels removed from the everyday. Nat...

Opportunity awaits at 9764 Gotha Road! This 2-bedroom, 1-bathroom home offers 1,216 square feet of living space, a private fenced yard, and NO HOA. Whether you're searchi...

Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course view...

This luxury estate in Isleworth offers a rare opportunity to remodel or create a custom estate in the highly coveted Isleworth community. Situated directly on the 17th ho...

Virtually Staged. Set on just over an acre in Windermere, this updated 5-bedroom, 3-bath pool home offers 3,356 square feet of living space, plus a separate flex/bonus ro...

5 Bed 6 bath custom built home in gated community, 1.02 acre lot with private well for all water supply, NO water or sewer bill. Private Basketball court, overside Pool a...

*This home can be purchased with NO INCOME VERIFICATION.* Welcome to 13239 Jervey Street, an elegant 4-bedroom, 3.5-bath residence offering 2,745 square feet in the highl...

Fresh interior/exterior paint and HVAC serviced! Residing in Summerport, this delightful home features a practical design with spacious room sizes and a tranquil pond vie...

A rare opportunity to own one of just 18 custom estate homes in this exclusive Windermere enclave of Lake Davis Reserve. Set on more than half an acre, this impressive fi...

Beautifully upgraded 4-bedroom residence featuring a thoughtfully designed floor plan, custom finishes, and exceptional indoor-outdoor living. The main level offers a pr...

Don’t miss the opportunity to make this beautiful home in the highly sought-after Summerport community your own! Known for its A-rated schools, picturesque surroundings, ...

Set along the shores of Lake Bessie in the heart of Downtown Windermere, this contemporary lakefront residence pairs clean architectural design with effortless single-sto...

Welcome to 4302 Isabella Circle, an exceptional 5-bedroom, 6.5-bath residence offering 5,362 square feet of living space on an expansive 0.88-acre homesite within the gat...

Welcome to this beautifully maintained and freshly painted 4-bedroom, 2.5-bath pool home with a versatile bonus room, situated on an oversized corner lot in the gated com...

Windermere Custom Interior Pool Home, 4 bedroom, 2 Primary Suites, 3 full Bathrooms New Exterior and Interior paint 2026, New Hardwood Bamboo Floors 2025, Crown Molding, ...

Completely renovated Gotha/Windermere retreat with NO HOA—bring your boat, RV, or camper! This rare property features a light-filled 3BR/2BA main home with living, dining...

Welcome to this iconic Arthur Rutenberg custom estate offering 5 bedrooms, 4.5 baths, plus a private executive office with approximately 4,219 sq ft of refined living spa...

Welcome to this beautifully fully renovated Windermere home, where every room has been thoughtfully updated to create a fresh, modern, move-in-ready living experience. Lo...

EXCEPTIONAL LAKEFRONT LUXURY ESTATE IN CASABELLA AT WINDERMERE Discover an extraordinary luxury residence in the prestigious gated community of Casabella at Windermere...

Watch Disney firework everyday from front porch. NO Carpet in the house. Stunning house in Windermere Isle in Gas community, Fully Fenced, Engineer wood floor and porcel...

Welcome to Keene’s Pointe - 24-hour gated/attended golf community situated around The Golden Bear Club, an 18-hole Jack Nicklaus golf course featuring golf, tennis, fitne...

WELCOME HOME ! WELL MAINTAINED , LARGE, 5 BEDROOM, 4 BATH HOME . ALSO INCLUDES OFFICE, MOVIE ROOM , STORAGE ROOM AND LOFT. OVERSIZE 3 CAR GARAGE,BRICK PAVER DRIVEWAY AND ...

Welcome to this beautiful, unique, and modern luxury home, built in 2023 and nestled on a generously sized, secluded lot in the highly sought-after and exclusive City of ...

Flexible living takes center stage in this 4,563-square-foot Windermere Trails home, where six bedrooms, four-and-a-half baths, multiple gathering spaces, and a substanti...

This beautifully renovated 3-bedroom, 2.5-bath luxury home in a prime Windermere location offers the perfect blend of modern elegance, comfort, and peaceful Florida livin...

Stunning William P Campbell custom home on a private, oversized lot of more than half an acre in one of the most desirable communities in the Town of Windermere-Willows a...

Your dream home in Windermere is waiting for you! This beautiful home features 4 bedrooms, 2.5 bathrooms, and a 2-car garage, offering the perfect combination of comfort ...

Beautiful 4 bedrooms, 2.5 bathrooms single-family home in the desirable Windermere area. This spacious home features a thoughtfully designed floor plan with the primary b...

An exceptional residence where refined design and effortless living converge. Meticulously remodeled throughout, the home welcomes you with bespoke modern woodwork gracin...

Welcome to lakefront living in Windermere! Set along the shores of Lake Burden, this impressive 6-bedroom, 6.5-bath home offers more than 5,100 square feet of living spac...

Welcome to 4282 McKinnon Rd, a beautifully updated Windermere estate offering exceptional space, privacy, and flexibility on approximately 1.15 acres—with NO HOA. Featuri...

Virtually Staged. Pre-Construction. To be built. This is where high-end living meets possibility. A lakefront estate currently under construction in Windermere, set on th...

Welcome to this beautifully furnished luxury residence in the guard-gated community of Casabella in Windermere. Situated on a private half-acre homesite, this impressive ...

Virtually Staged. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere. Boasting app...

Perfectly positioned on the 8th fairway of the renowned Golden Bear Golf Course in Keene's Pointe, this stunning Victorian estate offers timeless elegance, exceptional cr...

Stately and elegant lakefront estate showcasing the best of Isleworth West. This grand home spans more than 7,000 square feet with 5 bedrooms- of which, four are on the g...

Welcome to this beautiful maintained traditional-style home in the highly desirable Town of Windermere, Florida, just minutes from the renewed Butler-Chain of Lakes. Nest...

Gorgeous former model home situated on an oversized corner lot with a beautiful private swimming pool! Designed for comfortable living and entertaining, this spacious hom...

Welcome to the exclusive gates of Isleworth, golf front estate offers over 7,600 square feet of refined luxury living overlooking the fairway of the renowned Isleworth Go...

Spectacular Private Gated Lakefront Estate on Lake Olivia in Windermere - From the moment you enter through the custom iron gates, you are welcomed into a private lakefro...

Welcome to this beautifully maintained 4-bedroom, 4.5-bath residence situated on a premium 9,055-square-foot corner lot in the highly desirable Wickham Park community of ...

Move-In Ready! Beautifully Updated Home in the Highly Desirable Windermere Area! Welcome to this beautifully refreshed 4-bedroom, 2.5-bath home located in the sought-a...

Positioned along the back nine of Isleworth’s renowned championship golf course, this exceptional estate spans nearly 7,000 square feet and has been thoughtfully reimagin...

Virtually Staged. 13228 Roskin Ln is a two-story Windermere home with a two-story foyer and hardwood flooring through the main level. The kitchen features granite counter...

Virtually Staged. Under Construction. SWEETWATER H - Our beautiful huge 2 story home, located on a conservation lot, with 6 Bedrooms and 4.5 Baths. This great floor plan ...

Exceptional Keene's Pointe Pool Home with Rare Multi-Generational Layout with a Pond View! Welcome to this exceptional 5-bedroom, 4.5-bath residence nestled on one of...

Experience refined luxury in this extraordinary custom estate overlooking the 17th tee of the Jack Nicklaus Signature Golden Bear Club, nestled within the prestigious gua...

Virtually Staged. Welcome to 12102 Montalcino Circle, an exceptional custom built waterfront estate located in one of Windermere's most sought after gated communities, Ca...

Virtually Staged. Discover this beautifully maintained 3-bedroom, 2-bath corner-lot home in Windermere. Surrounded by tree-lined streets and a welcoming neighborhood atm...

Virtually Staged. Luxury Lakefront Living with No HOA on an Oversized Lot! Welcome to this exceptional 6-bedroom lakefront estate situated on an oversized lot with no ...

PRICE REDUCTION! Investor opportunity in the sought after Windermere Trails community! This tenant-occupied home offers immediate rental income in a high-demand location...

Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring archi...

Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmans...

Exceptional custom estate in the exclusive guard-gated community of Bellaria featuring 6 bedrooms, 7 full bathrooms, 1 half bath, and a floor plan designed for both every...

Welcome to this impeccably designed, all-on-one-floor luxury custom home located in one of the most sought-after gated communities of Windermere, Casa Del Lago, where tim...

Price Improvement! Amazing opportunity to own this beautiful two-story single-family home located in the highly sought-after Lake Sawyer Enclave at Berkshire Park. Built ...

Virtually Staged. One or more photo(s) was virtually staged. *** BRAND NEW ROOF AUG 2026 *** This is your opportunity to own a home in Keene's Pointe, a 24-hour guard-gat...

MULTI-GENERATIONAL LUXURY LAKEFRONT LIVING. Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximatel...

WELCOME HOME! NEW IMPROVEMENTS! Nestled beneath majestic oak trees in one of Windermere's most desirable communities, this well-maintained 3-bedroom, 2-bath home sits on...

Discover refined living in one of Windermere's most sought-after communities. This exceptional 5-bedroom, 5-bath residence in Summerport perfectly blends timeless eleganc...

Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community ...

Nestled within the highly sought-after Windermere Downs community this Lake-Access Residence, sitting on .74 acres, offers the ultimate Florida lifestyle surrounded by ca...

Welcome to a rare opportunity in the highly sought-after The Manors at Butler Bay, in the heart of Windermere. This custom-built home is situated on nearly three-quarters...

Welcome to this charming and inviting home nestled in the highly desirable Lake Sawyer South community in Windermere. As you drive through the neighborhood, you'll immedi...

This charming 3/2 home in the heart of Windermere is sure to make you fall in love! The covered porch and walkway provide a serene entrance to the place you'll be proud t...

Stunning Lakefront Mediterranean Retreat on Lake Whitney! Discover this spacious, breathtaking lakefront home nestled along the banks of Lake Whitney. Enjoy spectacular v...

Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan...

Welcome to one of the most desirable communities in Windermere! This beautifully designed home offers 5 spacious bedrooms, 3 full bathrooms, and an exceptional floor p...

Nestled on a quiet cul-de-sac in the desirable Hamilton Village section of Keene's Pointe, this beautifully maintained one-story Golf Villa offers the perfect blend of co...

Completely renovated in 2025. State-of-the-art showpiece located in the beautiful Estates at Lake Clarice. This updated residence offers an effortless blend of generous l...

Back on market due to buyer non-performance. Exceptional value in Lake Butler Sound! Welcome to 11027 Hawkshead Court, a beautifully updated luxury home in Windermere, FL...

Virtually Staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom home tucked away on a quiet cul-de-sac in the highly desirable Eden Isle community of Winde...

A rare architectural statement on Lake Down, this extraordinary contemporary waterfront estate redefines luxury living in the heart of Windermere. Positioned on the pres...

Virtually Staged. Enjoy the best of Central Florida living in a highly sought-after neighborhood, just minutes from local schools, shopping, great restaurants, and magic ...

Incredible 1st Floor Inlaw Apartment with Full Bath, Sitting Room with Fireplace & Bedroom with Large Walk in Closet * Purchase before October 31, 2026 and receive a full...

Welcome home, to a bright and spacious 4 bedroom, 3 full and 2 half baths home in a highly desirable Windermere area. With no HOA where you can bring your boat or RV an...

Welcome home. This wonderfully kept move-in ready 3 bedroom, 2 bathroom pool home is located in one of SouthWest Orlando's sought after communities, Silver Woods. It feat...

Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansiv...

Positioned on a corner homesite along the 18th hole of the Golden Bear Club within the guard-gated community of Keene's Pointe, this thoughtfully updated custom home offe...

Auction Property. 4 bedroom 2 bathroom 2,987 square foot home sitting on a 34,848 square foot lot in the gates of Windermere Club, this lakefront residence has resort-sty...

Virtually Staged. Why wait to build when the value of time to settle your family is now? You won't get this one wrong! Location, Location, Location. PLUS, Experience the...

Nestled within the exclusive gated enclave of Weatherstone on Lake Olivia, one of Windermere’s most private and sought-after lakefront communities, this extraordinary est...

One or more photo(s) has been virtually staged. Nestled within the prestigious Enclave at Windermere, this stunning Mediterranean-style residence delivers the Florida lux...

Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's mos...

Experience ELEVATED LUXURY LIVING in this exceptional WINDERMERE TRAILS ESTATE, where timeless elegance, and RESORT-STYLE AMENITIES combine to create an unforgettable pla...

Nestled among the Butler Chain of Lakes in the charming Town of Windermere, this 4-bedroom, 3-bath pool home offers the perfect blend of comfort, space, and tranquility....

Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms a...

A Masterpiece of Luxury Living in Windermere. Welcome to an extraordinary custom residence in the prestigious community of Estancia at Windermere, where timeless elegance...

Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of...

Under Construction. Experience unparalleled luxury in this custom-built Davila Homes estate, ideally located in the heart of Windermere. Showcasing the highly sought-afte...