Windermere Homes for Sale with Parking

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’s most desirable communities.Every detail has been considered—NEW ROOF, NEW A/C, NEW

Robert Larkan EXECUTIVE PROPERTIES

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 family.The open living and dining room features built-ins with floating shelves, and the gourmet

Amanda Black UPSIDE REAL ESTATE INC

One or more photo(s) has been virtually staged. Selected photo(s) are virtually staged. UNIQUE & LUXURIOUS WATER-FRONT-LAKE property, showcasing a MEDITERRANEAN COTTAGE DESIGN with a custom HEATED POOL. This luxurious & HOA FREE home offers BREATHTAKING VIEWS OF THE LAKE! Imagine yourself enjoying this unique home featuring 5 x bedrooms and 4 x bathrooms, along with a 2-car garage capable of

Augusto Rodriguez-Aponte MARK SPAIN REAL ESTATE

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.Positioned on a pristine oversized lot surrounded by lush landscaping and majestic oak trees,

Dianna Desboyaux EXP REALTY LLC

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 Flooring installed 2024. Updated Massive Chandler with Sconces lighting grace the Staircase. To the

Carolyn Cook DALTON WADE INC

Welcome to your dream home in the heart of Windermere! This beautifully updated 4-bedroom, 4.5-bathroom residence is an entertainer’s paradise and tech-lover’s haven, offering a thoughtful blend of modern convenience and timeless charm. Step inside to discover spacious living areas, a dedicated office, and a versatile bonus room perfect for a gym, playroom, or guest suite. The expanded master

Christie Tannler COLDWELL BANKER REALTY

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 more!!! This luxury property also has a HOA 1/24th private deeded land with lake access, dock and

Stella Freeman QUATTRO R E SOLUTIONS LLC

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-suite bedrooms, a dedicated office at the entry, 5 full bathrooms, an outdoor shower, and an

DENILEY VALDES TALENT REALTY SOLUTIONS

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 Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property

Matthew Hughes REAL BROKER, LLC

Under Construction. Extraordinary new construction estate by renowned builder Davila Homes, nestled in the heart of Downtown Windermere. Meticulously designed and artfully executed, this five-bedroom, four-and-a-half-bathroom residence offers 3,994 square feet of luxurious living space. From the moment you step inside, you're enveloped in elevated elegance, soaring ceilings, rich custom millwork,

Christopher Christensen COMPASS FLORIDA LLC

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 entry garage and additional parking pad perfect for an RV or boat. Interior features include an

Ferris Kassar PREFERRED REAL ESTATE BROKERS

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 kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, and

Carey Sheffield ISLEWORTH REALTY LLC

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 residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare

Michael Julian JULIAN PROPERTIES, INC.

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 breakfast, and ending each day with sunsets that paint the sky—this is everyday life at 311 E 8th

Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

Buyers TODAY IS YOUR LUCKY DAY! This beauty is back on the market due to no fault of the property and currently reduced $75,000! Nestled in the TRUE TOWN of WINDERMERE is this Absolutely stunning, meticulously maintained POOL home with TALL CEILINGS and lots of land surrounding on both sides! This HIDDEN GEM has majestic mature oaks on a private .74 ACRE CONSERVATION LOT in QUIET, highly

Sarah Bosch THE BOSCH GROUP

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 throughout. All windows and sliding doors have been replaced, bringing in natural light and energy

Eduardo Pavone ON ME REALTY

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—perfect for comfortable family living and entertaining.Recent Upgrades Include: Fresh interior and

Sammy Nakhleh SUNDIAL REAL ESTATE LLC

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.

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 modern updates with timeless charm.The home boasts a formal living room featuring a

Michael Julian JULIAN PROPERTIES, INC.

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 Chain of Lakes * Oversized 4 Car Garage with Drive Through Doors on Front & Rear of the 3rd Bay * Over

Darrell Nunnelley VINTAGE REALTY GROUP LLC

LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWNUnveiling 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 estate is a sanctuary of sophistication, offering unparalleled waterfront living with direct frontage

George Doulamis COMPASS FLORIDA LLC

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, new landscaping, a newly painted exterior and roof. The home also boasts a newly added $85,000 dock,

Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

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

Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet. The grand entry sets the tone, with a majestic staircase, a 25+ft hand-painted rotunda ceiling,

Frank Del Toro REVEL REALTY LLC

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 discover European white oak flooring, soaring ceilings and designer-curated finishes that define

Peyton Lewis PREMIER SOTHEBYS INT'L REALTY