Windermere, FL Homes for Sale

/40
$2,600,000
- 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 exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining.The home offers 7 bedrooms, 51⁄2 bathrooms, a media room, loft, dedicated office, storage room, and

Ryan Solberg MAXLIFE REALTY LLC

6219 Tiroco Way, Windermere, FL 34786
/52
$588,000
- 4 Beds
- 2.5 Baths
- 2,547 Sq Ft
13118 Sunkiss Loop, Windermere, FL 34786

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 brand new interior and exterior paint, new ceiling fans, and new toilets giving the home a fresh, move in ready feel. The home also includes brand new

Desmond Garcia LLC ONE LUXURY INTERNATIONAL LLC

13118 Sunkiss Loop, Windermere, FL 34786
/74
$3,590,000
- 8 Beds
- 7.5 Baths
- 8,203 Sq Ft
13643 Lake Cawood Dr, Windermere, FL 34786

Luxury HOME 8 Bedroom (all Suite) - with One acre lot in exclusive Lake Cawood Estates in Windermere. Built from ICF insulated concrete blocks for superior energy efficiency and hurricane protection with foam roof insulation, barrel tile roof and $25k whole house generator included. this home features the latest in technology and designer trends-whole house zoned audio system, multi point camera

Wenwen Wang JWJ REALTY LLC

13643 Lake Cawood Dr, Windermere, FL 34786
/78
$4,150,000
- 6 Beds
- 7.5 Baths
- 5,441 Sq Ft
6208 Winter Garden Vineland Rd, Windermere, FL 34786

We present a luxury residence in Windermere, Florida, that combines modern design, spacious areas, and a prime location. Situated at 6208 Winter Garden Vineland Road, this property is strategically positioned in front of Windermere Preparatory School, one of the best private schools in Florida. With 5,441 sqft of climate-controlled living space and a total area of 8,091 sqft, this home impresses

Daniel Pavel WRA BUSINESS & REAL ESTATE

6208 Winter Garden Vineland Rd, Windermere, FL 34786
/33
$1,995,000
- 4 Beds
- 6 Baths
- 3,519 Sq Ft
84 Oakdale St, Windermere, FL 34786

Welcome to 84 Oakdale Street, an exceptional luxury residence in the heart of Windermere, Florida, crafted by the renowned Element Home Builders—a rare opportunity to own one of their highly sought-after homes.Situated on a premium corner lot, this elegant 4-bedroom, 4 full and 2 half bath home showcases refined craftsmanship, a thoughtfully designed open floor plan, and sophisticated

Carolina Dumit CORCORAN PREMIER REALTY

84 Oakdale St, Windermere, FL 34786
/73
$3,499,000
- 4 Beds
- 4.5 Baths
- 4,512 Sq Ft
5145 Latrobe Dr, Windermere, FL 34786

Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-story living room with a fireplace, creating an impressive yet inviting setting for entertaining. Providing access from all rooms to the outdoor living area, the thoughtfully designed floor plan blends elegance and functionality

Teresa Stewart SOUTHERN REALTY GROUP LLC

5145 Latrobe Dr, Windermere, FL 34786
/58
$5,250,000
- 4 Beds
- 4.5 Baths
- 5,752 Sq Ft
6117 Louise Cove Dr, Windermere, FL 34786

Nestled along the shores of Lake Louise within Isleworth West, this exceptional two-story estate represents the finest in lakefront living. Offering four bedrooms, four-and-a-half baths, and more than 5,700 square feet of living space, the residence has been fully reimagined with sophisticated, modern finishes throughout. Recent enhancements include a new roof, windows, and doors; an all-new boat

Sarah Longwell ISLEWORTH REALTY LLC

6117 Louise Cove Dr, Windermere, FL 34786
/57
$984,900
- 5 Beds
- 4 Baths
- 3,337 Sq Ft
11866 Camden Park Dr, Windermere, FL 34786

Welcome! 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, spacious bedrooms, and modern finishes, creating an environment that is ready for life’s ever-changing needs. At the heart of the home, the gourmet kitchen showcases granite counters, plenty of

Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

11866 Camden Park Dr, Windermere, FL 34786
/31
$739,000
- 4 Beds
- 3.5 Baths
- 3,108 Sq Ft
13240 Roskin Ln, Windermere, FL 34786

New Roof (2022 – Only 4 Years Old) & Updated Dual A/C Systems – Move-In Ready with Major Upgrades Already Done! Peace of mind starts at the top — this home features a roof replaced in 2022 (just four years old), along with two recently updated A/C systems, one serving each floor for optimal efficiency and year-round comfort. Offering 3,108 square feet of well-designed living space, this two-story

Juan Martinez Cortes HOMESMART

13240 Roskin Ln, Windermere, FL 34786
/50
$3,195,000
- 5 Beds
- 7 Baths
- 5,071 Sq Ft
9940 Grosvenor Pointe Cir, Windermere, FL 34786

Welcome to an extraordinary custom residence located within the prestigious guard-gated golf community of Keene’s Pointe, one of Windermere’s most sought-after luxury enclaves. Built in 2014 and set on an expansive 0.51-acre, this estate offers over 5,000 square feet of refined living space, thoughtfully designed to balance elegance, comfort, and modern functionality. The property enjoys a rare

Dianna Desboyaux DOUGLAS ELLIMAN

9940 Grosvenor Pointe Cir, Windermere, FL 34786
/44
$3,200,000
- 4 Beds
- 4.5 Baths
- 3,745 Sq Ft
4819 Alexandra Garden Ct, Windermere, FL 34786

Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private

Michelle Corbin ISLEWORTH REALTY LLC

4819 Alexandra Garden Ct, Windermere, FL 34786
/2
$1,099,989 New Construction
- 5 Beds
- 3.5 Baths
- 3,628 Sq Ft
Ellington II Plan at Palms at Windermere, Windermere, FL 34786

The Ellington II floor plan offers a modern, spacious two-story layout ideal for families and entertaining. It includes 4-5 bedrooms, 3 bathrooms, and expansive living areas. The main level features an open concept kitchen, dining, and great room, perfect for socializing. A private owner’s suite and an optional guest suite offer versatility. Upstairs, additional bedrooms, a loft, and a

Dream Finders Homes Builder

14207 Crest Palm Ave Unit 36503508, Windermere, FL 34786
/62
$8,995,000
- 6 Beds
- 9 Baths
- 9,571 Sq Ft
6137 Grosvenor Shore Dr, Windermere, FL 34786

Experience luxury lakefront living on a grand scale in this custom-built Modern Mediterranean estate on Lake Tibet, part of the pristine Butler Chain of Lakes. The three-story residence spans 9,571 square feet of living space on over 2.2 acres in the guard-gated community of Keene’s Pointe in sought-after Windermere. Built by Goehring & Morgan, this architectural masterpiece offers refined

Mick Night PREMIER SOTHEBY'S INTL. REALTY

6137 Grosvenor Shore Dr, Windermere, FL 34786
/56
$815,000
- 5 Beds
- 3 Baths
- 3,211 Sq Ft
4415 Blue Major Dr, Windermere, FL 34786

This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a seamless flow throughout the home, whereby the family room opens to the kitchen and dinette space,

Mariana Micheti M2M REALTY

4415 Blue Major Dr, Windermere, FL 34786
/91
$18,500,000
- 7 Beds
- 8.5 Baths
- 10,649 Sq Ft
11900 Lake Butler Blvd, Windermere, FL 34786

Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all

Julie Bettosini STOCKWORTH REALTY GROUP

11900 Lake Butler Blvd, Windermere, FL 34786
/23
$3,499,000
- Land
- 2.21 Acres
- $1,583,258 per Acre
2624 Midsummer Dr, Windermere, FL 34786

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 exceptional 2.21-acre property offers the perfect canvas to build the lakefront estate you’ve always envisioned.This lakefront lot providing ample

Mindy Silva LOKATION

2624 Midsummer Dr, Windermere, FL 34786
/70
$6,699,000
- 5 Beds
- 5.5 Baths
- 6,257 Sq Ft
9259 Tibet Pointe Cir, Windermere, FL 34786

Welcome to 9259 Tibet Pointe Circle, an extraordinary lakefront residence nestled within the highly sought after guard-gated community of Keene’s Pointe. Completely renovated in 2025, this exquisite home combines timeless elegance with modern luxury, offering breathtaking views and direct frontage on the pristine waters of Lake Tibet. This meticulously updated estate showcases high-end finishes

Teresa Stewart SOUTHERN REALTY GROUP LLC

9259 Tibet Pointe Cir, Windermere, FL 34786
/40
$1,118,989 New Construction
- 4 Beds
- 4 Baths
- 3,137 Sq Ft
14347 Crest Palm Ave, Windermere, FL 34786

Welcome to the Arlington! This single-story floor plan features 3-4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,687 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The

Dream Finders Homes Builder

14347 Crest Palm Ave, Windermere, FL 34786
/80
$1,950,000
- 5 Beds
- 3.5 Baths
- 4,130 Sq Ft
13048 Lake Roper Ct, Windermere, FL 34786

Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home.Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and

Fernando Teixeira WOODSTONE INVESTMENTS LLC

13048 Lake Roper Ct, Windermere, FL 34786
/36
$1,100,000
- 5 Beds
- 3.5 Baths
- 2,788 Sq Ft
11208 Ledgement Ln, Windermere, FL 34786

Upgraded One-Story Pool Home in Gated Community on Oversized Corner LotWelcome to this beautifully upgraded one-story home in a desirable gated community, offering nearly 3,000 sq. ft. of thoughtfully designed living space. With five bedrooms, 3.5 baths, and a three-car garage, this home blends comfort, style, and functionality.Upon entry, you’ll be captivated by the high-end finishes and

Ruthanne Martin REVEL REALTY LLC

11208 Ledgement Ln, Windermere, FL 34786
/95
$4,925,000
- 7 Beds
- 8 Baths
- 8,931 Sq Ft
9575 Westover Roberts Rd, Windermere, FL 34786

Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA.

Rob Rahter STOCKWORTH REALTY GROUP

9575 Westover Roberts Rd, Windermere, FL 34786
/84
$13,995,000 New Construction
- 6 Beds
- 10 Baths
- 9,770 Sq Ft
9323 Gladys Garden Ct, Windermere, FL 34786

Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage

Steve Healy CORCORAN PREMIER REALTY

9323 Gladys Garden Ct, Windermere, FL 34786
/64
$2,700,000
- 8 Beds
- 5.5 Baths
- 5,607 Sq Ft
3103 Seigneury Dr, Windermere, FL 34786

Stunning 8BR/5BA Renovated Estate in Exclusive Windermere CommunityBeautifully updated 7-bedroom, 5-bathroom home located in one of Windermere’s most exclusive neighborhoods, known for its quiet setting and top-rated schools. This spacious residence offers extensive renovations completed by the current owner, including four new A/C units, all new interior and exterior lighting, and updated

Arletis Delram NEW SOLUTIONS REALTY INC

3103 Seigneury Dr, Windermere, FL 34786
/72
$5,150,000
- 4 Beds
- 5.5 Baths
- 6,950 Sq Ft
6142 Grosvenor Shore Dr, Windermere, FL 34786

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 Angela Neel Interiors, lighting from Fine Art Handcrafted Lighting, and finishes including Emperador marble and Venetian plaster. The floor plan features

Monica Lochmandy ISLEWORTH REALTY LLC

6142 Grosvenor Shore Dr, Windermere, FL 34786
/36
$475,000
- 4 Beds
- 2.5 Baths
- 1,898 Sq Ft
7432 Leighside Dr, Windermere, FL 34786

Welcome to this beautifully upgraded 4-bedroom, 2.5-bath, home with a 2-car garage, located in a quiet and highly desirable Windermere community that truly invites you to enjoy the Florida lifestyle. The spacious primary suite is conveniently located on the first floor, offering comfort and privacy. The home features recent upgrades including a renovated kitchen, updated bathrooms, and new

Belkys Zambrano METROPOLITAN R.E SOLUTIONS INC

7432 Leighside Dr, Windermere, FL 34786
$542,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,699 Sq Ft
Cawood Plan at Lake Cawood Cove - Townhomes, Windermere, FL 34786

Ashton Woods Builder

5432 Winter Garden Vineland Rd Unit 37932780, Windermere, FL 34786
/46
$596,400
- 3 Beds
- 2.5 Baths
- 2,139 Sq Ft
11675 Snail Kite Way, Windermere, FL 34786

Welcome to 11675 Snail Kite Way—a rare end-unit single-family home perfectly positioned on a serene park and green space, just steps from the community pool and playgrounds, in one of Windermere’s most desirable areas: the Chase Road corridor. Surrounded by luxury homes and zoned for A-rated schools including Windermere High School, this beautifully renovated, one-owner home is truly move-in

Justin Pekarek ORLANDO PROPERTY ADVISORS

11675 Snail Kite Way, Windermere, FL 34786
/22
$2,500,000 New Construction
- 5 Beds
- 4 Baths
- 5,516 Sq Ft
6606 Sawyer Shores Ln, Horizon West, FL 34786

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 shores of Lake Sawyer, tucked along a picturesque canal, this beautiful parcel delivers the perfect blend of privacy and possibility. With no HOA fees

Nick Khela PREMIUM PROPERTIES R.E. SERVICE

6606 Sawyer Shores Ln, Horizon West, FL 34786
/55
$995,000
- 4 Beds
- 3.5 Baths
- 3,248 Sq Ft
11162 Ledgement Ln, Windermere, FL 34786

NEW TILE ROOF INSTALLED BEFORE CLOSING! Welcome to Glenmuir—one of Windermere’s most sought-after gated communities. This 4 bedroom, 3 full bath, plus 2 half bath home includes a dedicated office and an upstairs bonus room within a primarily single-story layout—a thoughtful blend of functionality and comfort. Double doors open to a bright foyer with immediate views of the custom 2021 saltwater

Deb Schroeder INFINITY REALTY GROUP LLC

11162 Ledgement Ln, Windermere, FL 34786
/47
$4,900,000
- 5 Beds
- 4.5 Baths
- 5,548 Sq Ft
5036 Latrobe Dr, Windermere, FL 34786

Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests

Monica Lochmandy ISLEWORTH REALTY LLC

5036 Latrobe Dr, Windermere, FL 34786
/4
$6,700,000 New Construction
- 5 Beds
- 5 Baths
- 4,723 Sq Ft
11 Main St, Windermere, FL 34786

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 and known for its outdoor lifestyle with parks, recreation areas, tennis courts, public docks, and swimming areas. Bring your boat! This waterfront

Milena Fernandes GOLDEN GROUP REALTY LLC

11 Main St, Windermere, FL 34786
/40
$22,995,000
- 6 Beds
- 14 Baths
- 20,865 Sq Ft
Unlisted Address

Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx. 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes. The magnificent sprawling primary residence pairs classic Georgian architecture with modern

Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

Unlisted Address
/45
$4,950,000
- 3 Beds
- 3.5 Baths
- 2,983 Sq Ft
6113 Payne Stewart Dr, Windermere, FL 34786

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 level of craftsmanship rarely seen. Located just steps from the Isleworth clubhouse, with its multiple dining venues, world-class fitness center, and

Jill Irwin IRWIN REALTY GROUP LLC

6113 Payne Stewart Dr, Windermere, FL 34786
/64
$4,950,000
- 5 Beds
- 7 Baths
- 6,188 Sq Ft
11618 Vinci Dr, Windermere, FL 34786

Behind the gates of Keene's Pointe, on the pristine shores of Lake Burden, an extraordinary lakefront estate awaits where modern design, curated luxury, and a truly magical setting come together in perfect harmony! Vinci Drive is a custom-built, fully furnished, turnkey masterpiece offering over 6,000 square feet of refined living on a desirable 1.16 acre lakefront lot. From the moment you

Jennifer Wemert WEMERT GROUP REALTY LLC

11618 Vinci Dr, Windermere, FL 34786
/33
$420,000
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
12804 Salomon Cove Dr, Windermere, FL 34786

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, dishwasher, stove, washer and dryer - offers effortless, move-in-ready comfort. An elegant and generous workspace ideal for daily living and

Beverly Bray BLUEWATER REALTY SERVICES LLC

12804 Salomon Cove Dr, Windermere, FL 34786
/31
$1,630,000
- 3 Beds
- 2 Baths
- 2,238 Sq Ft
11923 Lake Butler Blvd, Windermere, FL 34786

Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large

Michael Julian JULIAN PROPERTIES, INC.

11923 Lake Butler Blvd, Windermere, FL 34786
/32
$1,949,000
- 4 Beds
- 4 Baths
- 4,156 Sq Ft
6047 Blakeford Dr, Windermere, FL 34786

Stunning Golf-Front Luxury in Keene’s Pointe! Welcome to 6047 Blakeford Drive—an impeccably remodeled 4-bedroom, 4-bath residence offering 4,156 sq. ft. of A/C living space and 6,230 sq. ft. under roof. Perfectly situated along the renowned Jack Nicklaus Signature Golf Course, this home blends timeless elegance with modern comfort in one of Windermere’s most sought-after communities. Step inside

Jay Martin CORCORAN PREMIER REALTY

6047 Blakeford Dr, Windermere, FL 34786
/57
$6,950,000
- 7 Beds
- 7 Baths
- 8,000 Sq Ft
9725 Chestnut Ridge Dr, Windermere, FL 34786

Private showings are easily accommodated, including same-day requests. Newly renovated and fully turnkey, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence.Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the

Dianna Desboyaux DOUGLAS ELLIMAN

9725 Chestnut Ridge Dr, Windermere, FL 34786
/49
$1,288,999
- 5 Beds
- 4 Baths
- 3,358 Sq Ft
11524 Claymont Cir, Windermere, FL 34786

***PRICE IMPROVEMENT, SELLER MOTIVATED!*** Completely updated in recent years, this 5-bedroom, 4-bath residence offers 3,358 square feet of thoughtfully designed living space in Keene’s Pointe, Windermere’s premier 24-hour guard-gated community and home to the Golden Bear Club. An oversized driveway with parking for up to nine vehicles, along with a three-car garage, creates a strong first

Immu Korvenmaa ALIGN REAL ESTATE LLC

11524 Claymont Cir, Windermere, FL 34786
/44
$3,995,000
- 5 Beds
- 6.5 Baths
- 5,639 Sq Ft
801 W 2nd Ave, Windermere, FL 34786

Priced below appraised value, this extraordinary Windermere estate presents a rare opportunity to enjoy refined lakefront living on the Butler Chain of Lakes. Set along one of the area’s most desirable streets, the residence has undergone more than $350,000 in recent luxurious upgrades, including a reimagined kitchen and fireplace, new windows and doors, upgraded landscape lighting, refreshed

Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

801 W 2nd Ave, Windermere, FL 34786

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