0.38 mi
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
299 W 4TH AVENUE
This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, r
Living Area:
2410 Sqft.
|
4
Beds,
3
Baths
|
$895,000 |
2958 MARQUESAS COURT
This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies
Living Area:
4716 Sqft.
|
5
Beds,
5
Baths
|
$2,100,000 |
3328 WAX BERRY COURT
One or more photo(s) has been virtually staged. A rare find in the heart of Downtown Windermere! This 4 bedroom, 4 full bath home with an inground pool sits not only on 1 acre but also in a semi-private cul-de-sac with only 8 other homes. You are welcomed by the circular driveway plus rear side entr
Living Area:
2636 Sqft.
|
4
Beds,
4
Baths
|
$975,000 |
1003 DOWN RESERVE COURT
Welcome to a rare modern estate inside an intimate gated enclave, offering 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom-built masterpiece was designed for those who value privacy, prestige and perfection. Go inside to d
Living Area:
6816 Sqft.
|
6
Beds,
8
Baths
|
$5,499,999 |
436 E 7TH AVENUE
Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-s
Living Area:
3136 Sqft.
|
4
Beds,
5
Baths
|
$2,425,000 |
2844 MARQUESAS COURT
Welcome to your private sanctuary, where every sunrise and sunset dances over the shimmering waters of Lake Crescent. Nestled within the exclusive gated community of Lake Crescent Reserve, this lakefront masterpiece offers just under 6,000 square feet of newly remodeled, reimagined luxury living.
Living Area:
5365 Sqft.
|
4
Beds,
3
Baths
|
$3,700,000 |
2 CHASE ROAD
Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Co
Living Area:
3889 Sqft.
|
4
Beds,
5
Baths
|
$3,200,000 |
101 LEE STREET
A new long elegantly paved driveway leads up to this beautifully updated 5-bedroom, 4,200 sq. ft. home in the charming Town of Windermere. With lush views of established landscaping & surrounding trees, this home combines comfort, style, and plenty of space for family and friends. The bright, open k
Living Area:
4186 Sqft.
|
5
Beds,
4
Baths
|
$1,550,000 |
12001 LAKE BUTLER BOULEVARD
Exceptional Contemporary Estate in the Heart of Windermere!
Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar res
Living Area:
3135 Sqft.
|
3
Beds,
3
Baths
|
$1,775,000 |
311 E 8TH AVENUE
Luxury Lakefront Living in Downtown Windermere | Fresh Opportunity on Lake Bessie.
Welcome to your private slice of lakefront paradise on Lake Bessie, where luxury living meets laid-back charm in the heart of Downtown Windermere. Imagine waking up to shimmering water views, paddle-boarding before b
Living Area:
3805 Sqft.
|
5
Beds,
4
Baths
|
$1,660,000 |
9731 CHESTNUT RIDGE DRIVE
Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers a
Living Area:
4877 Sqft.
|
4
Beds,
4
Baths
|
$3,400,000 |
5036 LATROBE DRIVE
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 crea
Living Area:
5548 Sqft.
|
5
Beds,
5
Baths
|
$4,900,000 |
10545 DOWN LAKEVIEW CIRCLE
Enjoy stunning sunsets from your private estate with expansive views, located on Lake Down, the prestigious Butler Chain of Lakes in Windermere. This well-appointed property features 2.78 acres with fully fenced terraced grounds, electric security gates, brick pavers, mature landscaping for privacy,
Living Area:
7263 Sqft.
|
5
Beds,
7
Baths
|
$3,795,000 |
109 E 12TH AVENUE
Modern upgrades meet timeless Windermere charm in this fully reimagined four-bedroom, three-and-a-half-bath home, just steps from Lake Bessie. Set on a beautifully manicured corner lot with no HOA, this thoughtfully updated property blends luxury, comfort, and functionality in one of Central Florida
Living Area:
2791 Sqft.
|
4
Beds,
4
Baths
|
$1,244,000 |
3417 BAY MEADOW COURT
Fully renovated modern residence on a spacious 1-acre lot, featuring a brand-new contemporary kitchen with custom cabinetry, quartz countertops, and high-end appliances. This 4-bedroom home offers 4 full bathrooms, expansive living areas with soaring ceilings, and oversized porcelain tile flooring t
Living Area:
2681 Sqft.
|
4
Beds,
4
Baths
|
$1,280,000 |
111 MAIN STREET
Prime Windermere Location! Fully Renovated and Move-In Ready!
Don’t miss this beautifully updated 3-bedroom, 2-bath home nestled in the heart of Windermere. Situated on an oversized, fully fenced lot, this property offers spacious living with two cozy fireplaces and generously sized rooms—perfe
Living Area:
2272 Sqft.
|
3
Beds,
2
Baths
|
$949,000 |
11923 LAKE BUTLER BOULEVARD
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 s
Living Area:
2238 Sqft.
|
3
Beds,
2
Baths
|
$1,630,000 |
3443 WILD MYRTLE COURT
Welcome to 3443 Wild Myrtle Court, a beautifully renovated executive home nestled on a serene 1.2-acre cul-de-sac lot in the esteemed Lake Butler Estates of Windermere, Florida. This expansive 5-bedroom, 3-bathroom residence offers 2,918 square feet of thoughtfully designed living space, combining m
Living Area:
2918 Sqft.
|
5
Beds,
3
Baths
|
$1,200,000 |
2828 MARQUESAS COURT
Gorgeous Private Lakefront Custom Brick Estate over 10,000 sq ft under roof, just under 7,000 sq ft under HVAC. First Time Ever on Market! Step thru the Gorgeous Leaded Glass Doors into this Magnificent Estate the Entry made for Royalty Custom Magnolia Curved Staircase with custom Italian Marble Fl
Living Area:
6819 Sqft.
|
6
Beds,
6
Baths
|
$2,995,000 |
11056 CLIPPER COURT
Professional Pictures Coming Soon * Huge 5 Bedroom 6 Bath Multi-Generational Pool Home Has 1 Full Suite on 1st Floor & 2 Spacious Suites on the 2nd Floor * Open Floorplan * The Marina Bay Community Includes a Waterfront Marina for your boat that is directly connected to Lake Down and the Butler Chai
Living Area:
6375 Sqft.
|
5
Beds,
6
Baths
|
$1,600,000 |
5525 ISLEWORTH COUNTRY CLUB DR
One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interio
Living Area:
9511 Sqft.
|
5
Beds,
6
Baths
|
$14,250,000 |
10577 DOWN LAKEVIEW CIRCLE
This exceptional lakefront home is located on The Butler Chain of Lakes with 137 feet of pristine shoreline and is situated on almost one dry acre. At first glance you will immediately fall in love with this beautiful custom home boasting amazing panoramic views and nightly Disney fireworks. The cir
Living Area:
5273 Sqft.
|
4
Beds,
4
Baths
|
$3,500,000 |
225 MAGNOLIA STREET
LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWN
Unveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakes—a residence that redefines lakefront luxury in the exclusive town of Windermere. Custom-built in 2019, this Mediterranean-inspired esta
Living Area:
5935 Sqft.
|
7
Beds,
11
Baths
|
$4,899,000 |
801 W 2ND AVENUE
Experience the epitome of lakefront living on the Butler Chain of Lakes with this exceptional Windermere estate. On one of the area’s desirable streets, this home offers over $350,000 of recent luxurious upgrades, including a new kitchen and fireplace, new windows and doors, landscape lighting, ne
Living Area:
5639 Sqft.
|
5
Beds,
7
Baths
|
$4,250,000 |
409 W 2ND AVENUE
Step inside this beautifully updated home where clean lines, soaring ceilings, and two-story windows fill every corner with natural light. A floating staircase makes a stunning first impression, while the spacious family room with its cozy fireplace is the perfect spot to gather with friends and fam
Living Area:
4688 Sqft.
|
5
Beds,
5
Baths
|
$2,399,000 |
11900 LAKE BUTLER BOULEVARD
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
Living Area:
10649 Sqft.
|
7
Beds,
9
Baths
|
$18,500,000 |
647 RIDGEWOOD DRIVE
One or more photo(s) has been virtually staged. Back on market — buyer’s home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property. Welcome to an extraordinary lakefront retreat on the prestigious Butler Chain of Lakes in Wind
Living Area:
2681 Sqft.
|
3
Beds,
3
Baths
|
$2,150,000 |
11113 LAKE BUTLER BOULEVARD
Welcome to this beautiful, unique and modern home, built less than 3 years ago. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere, known for its lush nature landscape trails, recreation parks, restaurants, cozy stores, beautiful lakes, great schools and much
Living Area:
4094 Sqft.
|
5
Beds,
6
Baths
|
$2,499,000 |