Windermere, FL Homes for Sale under $500,000

Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary

Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool,

Maribel Minarro FLORIDA FANTASY REAL ESTATE INC

This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a

Jose Jimenez EXP REALTY LLC

TOP RATED SCHOOLS. NO CARPET throughout the home!! Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly sought-after Windermere Trails community! This spacious two-story home features an open-concept layout with a modern kitchen offering stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas — perfect for

Frederico Hexsel KARDOSH REALTY

JUST LISTED IN WINDERMERE – INCREDIBLE VALUE IN ONE OF CENTRAL FLORIDA'S MOST DESIRABLE COMMUNITIES If you've been searching for the perfect combination of location, condition, lifestyle, and value, this is the home you've been waiting for. Welcome to this beautifully maintained single-family home in the highly sought-after Windermere area, offering an opportunity that's becoming harder and

Mahmoud Mango DALTON WADE INC

The house does not include furniture.Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse, with furniture available for negotiation, located in the desirable Carrington at Windermere community. This residence provides a well-designed open-concept floor plan that seamlessly blends comfort and functionality, ideal for both everyday living and entertaining. The home features

Tiago Ferreira AUTHENTIC REAL ESTATE TEAM

Welcome to this beautiful and move-in ready townhome located in the highly desirable Windermere area. Built in 2020, this modern residence offers the perfect combination of style, comfort, and low-maintenance living.This spacious home features 3 bedrooms, 2.5 bathrooms, and an open-concept layout ideal for both everyday living and entertaining. The kitchen showcases quartz countertops,

Alexandra Mateu BAHIA INTERNATIONAL REALTY

Welcome to resort-style living in the gated community of Oasis Cove in the heart of Windermere! This beautifully maintained three-bedroom, 2.5-bath townhome with a two-car garage also features a spacious loft and a versatile bonus room/home office, offering flexible living space beyond the traditional bedroom layout. Tucked away on a quiet dead-end street with minimal traffic, the home enjoys

Carrie Bantel PREMIER SOTHEBY'S INTL. REALTY

Beautiful 3-bedroom, 2.5-bathroom townhome in the desirable Horizon West area. This spacious two-story home features an open-concept layout with a bright living and dining area that flows into the kitchen, perfect for everyday living and entertaining. Upstairs you’ll find a large primary suite with private bath and walk-in closet, along with two additional bedrooms and a full bathroom. Convenient

Juliet Saldarriaga ORLANDO HOME DEALER LLC

Virtually Staged. WOW! Upgraded Windermere townhouse with pond views in both front and back! Rare 4-bedroom floor plan that’s hard to find.Loaded with upgrades: No carpet throughout, new AC (2024), brand-new paint, luxury vinyl flooring & stairs (2026), plus newer dishwasher, stove, microwave, washer & dryer.features a desirable primary bedroom on the first floor, tile roof, and

Erika Gao RC GROUP REALTY LLC

Beautiful townhome located in a quiet and well-maintained community. This property features a functional layout with spacious, light-filled interiors. It offers 3 bedrooms and 2.5 bathrooms. The kitchen is equipped with appliances, and ample storage space—perfect for everyday living and entertaining. Additionally, it includes a private patio, perfect for relaxing or enjoying outdoor time. The

Monica Duran MD3 HOMES LLC

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Immaculately maintained from top to bottom, including a NEWER A/C (2023) and newer roof (2021), this 4-bedroom, 2.5-bath townhome in the desirable Southbridge Village community delivers the ideal blend of style and location in the heart of Windermere! Framed by mature landscaping and a

Jennifer Wemert WEMERT GROUP REALTY LLC

Welcome to this beautifully updated 1,919 sq/ft townhome in the highly desirable Carrington community of Windermere. This spacious 3-bedroom, 2.5-bath residence features a freshly renovated family room, kitchen, and shared bathroom, offering a modern and inviting living experience from the moment you enter. The open-concept layout provides excellent flow for everyday living and entertaining,

Marco Romero YELLOW ROCK REALTY CORP

Discover this spotless corner-unit townhome in Windermere Lakes, offering some privacy with a serene conservation area behind the home and no neighbors on one side. The open-concept layout seamlessly connects the kitchen to the living area, creating an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, 42” cabinets, added custom cabinetry, and

Steve Lang HOMEVEST REALTY

Welcome to this move-in ready 3-bedroom, 3-bath townhome in Windermere FL located in the desirable Carrington community near Walt Disney World, offering low-maintenance living and a prime Central Florida location. Major updates include a NEW ROOF (2022) for peace of mind and long-term value. From the moment you arrive, you’ll notice the curb appeal, mature landscaping, and covered entry. Inside,

Jennifer Wemert WEMERT GROUP REALTY LLC

Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to offer.

Albert Viamontes, Jr FLORIDA IN MOTION REALTY INC

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home featuring a spacious loft area perfect for a home office, media room, or play space. This move-in ready property offers an open-concept layout, stylish finishes, abundant natural light, and comfortable living spaces throughout. Located in the highly desirable Windermere area, this home offers easy access to top-rated schools,

Priscila Lima WRA BUSINESS & REAL ESTATE

Welcome to 12988 Borland Street in sought-after Wickham Park, where comfort, convenience, and low-maintenance living come together in the heart of Windermere.This beautifully maintained 3-bedroom, 2.5-bath townhome offers a bright, open floor plan designed for modern living. Natural light fills the spacious living and dining areas, highlighting the ceramic tile flooring throughout the main

Shawn Kerwin LOKATION

investment property with a very high rental demand for its location and comfort or a vacation retreat, this condo is perfect for you. Beautiful condo located in Lakeside at Lakes of Windermere, corner unit on the first floor (ground floor) with covered lanai Welcome to this stunning condo located in one of the best and most exclusive areas of Orlando Fl such as Windermere, with 3 bedrooms and 2

Eric Jia NUMBER 1 BROKER, LLC

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Lake Burden South, where this immaculately maintained 3-bedroom, 2.5-bath END UNIT townhome delivers the space, style and location you have been searching for in the perfect Windermere location! Formerly the MODEL HOME for the community, this residence showcases UPGRADED

Jennifer Wemert WEMERT GROUP REALTY LLC

Nestled in the highly desirable Vineyards of Horizons West, this IMMACULATELY MAINTAINED 3-bedroom, 2.5-bath townhome offers nearly 2,000 SQUARE FEET of stylish living space in one of Windermere's most sought-after locations. Surrounded by beautiful landscaping and overlooking a PEACEFUL GARDEN VIEW, this residence combines modern finishes, LOW-MAINTENANCE LIVING, and exceptional convenience.

Jennifer Wemert WEMERT GROUP REALTY LLC

PRICE ADJUSTMENT! Discover the perfect blend of comfort and convenience in this spacious 3-bedroom, 2.5-bath townhouse located in the highly sought-after Lake Sawyer South community in Windermere.Surrounded by picturesque, tree-lined streets, this well-maintained home welcomes you with a bright and open kitchen area featuring granite countertops, stainless steel appliances, and a walk-in

Mae Stigell JASON MITCHELL REAL ESTATE FLO

Beautiful 3-bedroom, 2.5-bath townhome located in the highly desirable Carrington community. This well-maintained home features an open-concept floor plan, granite countertops, and a combination of tile and carpet flooring throughout. Enjoy your own private courtyard, perfect for relaxing, outdoor dining, or entertaining guests.Residents have access to community amenities including a sparkling

Isabel Sirizzotti SUNNY 365 REALTY GROUP

Welcome to this beautiful townhome located at 11686 Water Run Aly in the desirable Windermere community of Ashlin Park. Built in 2017, this well-maintained 3-bedroom, 2.5-bath home offers approximately 1,584 sq ft of comfortable living space with a modern open-concept layout.The kitchen features granite countertops, stainless steel appliances, and ample cabinetry overlooking the bright living and

Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

Charming Townhome in the Heart of Windermere's Ashlin Park Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome in the highly sought-after Ashlin Park community of Windermere. Ideally located directly across from Horizon West Middle School and just steps from the community playground, this home offers the perfect blend of comfort, style, and convenience.Step inside to an

Brynn Munro CORCORAN PREMIER REALTY

One or more photo(s) has been virtually staged. Brand New Roof just installed! Listed below market value. Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across

Christopher Courtney PREFERRED REAL ESTATE BROKERS

Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome nestled within a charming tree-lined community. This home offers a peaceful setting while ideally located just minutes from Disney, this home offers both convenience and comfort in one of Windermere's most desirable areas. This well cared for home is move-in-ready, clean and bright. The thoughtfully designed layout includes

Edward Wallace KELLER WILLIAMS ADVANTAGE III

Welcome home to GATED OASIS COVE COMMUNITY offering resort style living! END UNIT Condo, impeccable condition, features 3 BR, 2.5 Baths and NEW A/C, minutes from Disney, you'll enjoy FIREWORKS every night! This home is MOVE-IN READY with NEW A/C, high end upgrades including Luxury Vinyl Floors, Plantation Shutters, Upgraded Lighting, elevated ceilings, and lots of natural sunlight. Chef's Kitchen

Deb Obert WEICHERT REALTORS HALLMARK PRO

Discover comfort and convenience in this well-appointed first-floor condo located in the heart of Windermere. Unit 109 offers a functional split-bedroom layout with inviting living spaces, generous natural light, and easy ground-level access. The kitchen opens seamlessly to the main living area, creating a welcoming flow that works equally well for everyday living or entertaining guests.The

Reinaldo Roman ROMAN'S PRO REALTY LLC

Virtually Staged. Welcome to this 4 bedroom, 2.5 bathroom townhome in the highly sought after area of Windermere and Horizon West! ROOF 2022, WATER HEATER 2025, HVAC 2022, WINDOWS 2024! Be wowed by the location immediately upon driving up to the home where views of conservation as well as the convenience of a A-rated elementary school, playground, dog park, and dining options are just steps away.

Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

Meticulously maintained, this 3-bedroom, 2.5-bathroom two-story home sits in an unbeatable location directly across from Bay Lake Elementary. The first level features a welcoming front porch, an open-concept living area with brand-new LVP flooring, an updated half bath, and a beautifully appointed kitchen boasting stone countertops, a walk-in pantry, and a breakfast bar. Upstairs, a versatile

John Callahan REDFIN CORPORATION

Welcome to this beautifully maintained 2-bedroom, 21⁄2-bathroom corner lot townhome in the highly desirable Windermere area! Located at 8905 Newmarket Drive, this home offers the perfect blend of comfort, style, and convenience. The spacious open floor plan is filled with natural light and designed for both everyday living and entertaining. The kitchen features clean white appliances, ample

Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

LOCATION! LOCATION! BRAND NEW roof and gutters were installed in late 2023. Discover this charming 3 bedroom, 2.5 bath townhome in picturesque Windermere! Nestled in a well-kept community, this home boasts a gorgeous private courtyard, perfect for relaxing or entertaining. Just steps from an A-rated elementary school, and surrounded by multiple scenic walking paths with water views, it’s the

Sevara Botirova Patel CHARLES RUTENBERG REALTY ORLANDO