Windermere, FL Open Houses

Highest and Best By 5pm on Saturday March 7. Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This well appointed One Story townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday living

Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with

Simon Simaan THE SIMON SIMAAN GROUP

Modern sophistication and timeless Windermere charm come together in this fully reimagined residence located just steps from Lake Bessie and the heart of Windermere Town. Set on a beautifully landscaped corner lot with no HOA, this home offers a rare blend of luxury comfort and walkable small town living in one of Central Florida’s most desirable communities. Every detail has been thoughtfully

Robert Larkan THE AGENCY FL

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 Disney, Horizon West, and Hamlin Town Center. This spacious townhome offers over 2,000 square feet, a rare two car garage, and one of the most versatile floorplans in the community,

Garrett Turner EXP REALTY LLC

Luxury, architectural elegance, and an unparalleled lakefront lifestyle on the Butler Chain of Lakes in Windermere. Set on a sprawling lot of over one acre, this extraordinary waterfront estate offers direct access to the prestigious Butler Chain of Lakes — a rare interconnected system of 12 private lakes, providing one of the most exclusive boating lifestyles in Central Florida. From the moment

Jennifer Olmeda WRA BUSINESS & REAL ESTATE

WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you

Steven Looper CHARLES RUTENBERG REALTY ORLANDO

Don’t miss out on this one !!!Welcome to this stunning single-story luxury estate located in the highly sought-after gated community of Lake Cawood Estates in Windermere, Florida. Situated on nearly a full acre at the end of a cul-de-sac, this beautifully maintained four-bedroom, three-and-a-half-bathroom home offers over 4,400 square feet of spacious, thoughtfully designed living with a

Angela Schifano CHARLES RUTENBERG REALTY ORLANDO

One or more photo(s) has been virtually staged. Welcome to the Arlington with Bonus! This stunning 3,099 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

Don’t let the 1962 build date keep you from considering this 4 Bedroom 3 Bath home that received a major renovation to the Electrical, Water Heater & Bath Updates in 2016 * New HVAC 2017 and a New Roof in 2018 made obtaining low cost Tower Hill property insurance easy * in 2025 the luxurious Kitchen was updated with a Thermador Natural Gas Range & top of the line Stainless Appliances with

Darrell Nunnelley VINTAGE REALTY GROUP LLC

This house is the perfect blend of luxury, comfort and modern convenience. From the moment you arrive, you're welcomed by a charming brick paver front porch that leads into a light-filled foyer with a private office at the front of the home. Beautiful wood-look tile flooring flows seamlessly throughout the main level. The stunning gourmet kitchen features 42” cabinets, gas appliances, light

Babi Hennemann WRA BUSINESS & REAL ESTATE

One or more photo(s) has been virtually staged. *Images shown are for illustrative purposes only* ELLINGTON II - Our beautiful huge 2 story home, with 6 Bedrooms and 4 Baths. This great floor plan boasts an open concept family/dining/kitchen area along with a formal dining room, gourmet kitchen, extended 42" cabinets and an extended island. Primary Suite on 1st floor along with an additional

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

MOVE-IN READY Windermere pool home just 1.5 miles from Windermere Preparatory School, and conveniently located near other top-rated public and private schools. Offering over 5,300 sq ft of thoughtfully designed living space, this 6 bedroom/4.5 bath home combines privacy, flexibility, and modern comfort—ideal for today’s lifestyles, including multi-generational living.The main level features

Rebecca Puig CHARLES RUTENBERG REALTY ORLANDO

One or more photo(s) has been virtually staged. *Images shown are for illustrative purposes only* TIDEWATER W/BONUS - Our beautiful huge 2 story home, located on a beautiful conservation lot, with 6 Bedrooms and 4.5Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

Price adjustment! One or more photos have been virtually staged. Located minutes from the Disney attractions this property offers the unique advantage of being near one of Florida's most sought-after destinations! Welcome to a remarkable residence with a large back yard located in the highly sought community of Windermere Isle! This spacious home and location, ideal for families seeking comfort

Laurel Kellett CORCORAN PREMIER REALTY

New Price | Gated Windermere Community | Spacious .47 Acre Lot | Single-Story Home | A standout value in Windermere, this open and bright single-story home is located within the gated community of Glenmuir. Vaulted ceilings in the formal living and dining rooms, and a kitchen with stainless steel appliances, that opens to the family room. Situated on a .47-acre fenced lot, one of the largest lots

Jeffrey Funk EXP REALTY LLC

Easy living meets a prime Windermere location in this beautifully maintained 3-bedroom, 3-full bath Carrington townhome designed for low maintenance and convenience! Major updates include a NEW ROOF (2022), adding peace of mind and long-term value. From the moment you arrive, you will appreciate the inviting CURB APPEAL, mature landscaping, and covered front entry. Inside, TILE FLOORS flow

Jennifer Wemert WEMERT GROUP REALTY LLC

One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of elegance, comfort, andpracticality with this beautifully crafted new home in Windermere. Every element of this residence has been thoughtfully designed to create aspace that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first floor and 9 feet on

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

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 bedroom 3.5 bath home with fully FENCED-IN back yard, has a unique layout with a guest bedroom with ensuite bathroom and french doors leading onto front

Sue Webb WATSON REALTY CORP.

Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining.A dramatic two-story foyer creates a

Roo Klaers COLDWELL BANKER REALTY

Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

Marcelo Brandao HOME N OFFICES INTERNATIONAL

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

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 bedrooms, 3 full baths, a large family room, and a dedicated office. The expansive backyard is ideal for entertaining, offering a screened-in pool, an

Michele Acosta Gladding CENTURY 21 CARIOTI

****Reduced 2/23/26***This must-see home is ready to welcome you to the exclusive and upscale gatedsubdivision of Glenmuir. This spacious property is in an A-rated school district justminutes from Disney, Universal, Sea World, Downtown Windermere, and WinterGarden. Located on a quiet cul-de-sac with nearly half an acre to customize to your taste, ithas been over 10 years since

Drew Wolski CORE REAL ESTATE GROUP

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 positioned, this townhome conveniently faces the community amenities, offering easy access while maintaining a welcoming neighborhood feel. From the

Nora Arenivas LPT REALTY, LLC

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 Disney World** fireworks. With nearly 6,000 square feet, six bedrooms, and six and a half baths, this residence is the pinnacle of refined Central

Adrian Jacob REDFIN CORPORATION

Roof is 2022, A beautiful Home in a wonderful Gated Community in Windermere. Home sits on a big lot that extends all the way to the high tree, and it has fruit trees, avocado, and mango. Home is very spacious with Master downstairs, one owner, the upper floor was not even being used by seller. Come see this beauty, priced to sell. Motivated Seller, please bring your offers.

Faneeza Mohamed CENTURY 21 CARIOTI

Designed for those who crave space, privacy, and elevated living, this exceptional newer home offers 5 BEDROOMS PLUS TWO BONUS ROOMS, including ALL 4 MAIN BEDROOMS with WALK-IN CLOSETS and a private guest suite featuring an EN-SUITE and WALK-IN CLOSET—all complemented by NO REAR NEIGHBORS and NO FRONT NEIGHBORS, creating extraordinary flexibility for refined living, entertaining, and everyday

Candice Collins COLDWELL BANKER REALTY

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 and convenience in a charming setting.The thoughtfully designed floor plan features kitchen with granite countertops, 42” cabinets and one year

Mae Stigell JASON MITCHELL REAL ESTATE FLO

Welcome to this stunning 5-bedroom, 3.5 bath single-family home located in the highly desirable Ashlin Park community of Windermere. Designed with both style and functionality in mind, this open-concept home features a spacious kitchen with quartz countertops, ample cabinetry, and a walk-in pantry, perfect for entertaining and everyday living. The fenced backyard offers low-maintenance synthetic

Erika Garcia CENTURY 21 CARIOTI

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 in the peaceful lake scenery, morning sunrises, and evening breezes. Inside, the home offers comfortable living spaces designed for everyday living

Kathie Glass BHHS FLORIDA REALTY

One or more photo(s) has been virtually staged. ** Price improvement of $25,000! Lowest priced pool home in downtown Windermere! ** A rare find in the heart of Downtown Windermere! This 4 bedroom, 4 full bath home with an in ground 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

Ferris Kassar PREFERRED REAL ESTATE BROKERS