Windermere, FL Homes for Sale under $400,000

Investors only; long-term tenant in place. Extremely well-maintained end unit Pulte townhouse is located in Berkshire Park and offers a shady side yard and private fenced courtyard patio between the unit and the detached 2-car alley garage. Tiled kitchen/dining room features generous amount ofcabinets, granite countertops, breakfast bar and walk-in pantry; French doors from the kitchen open to

Glenn Brunskill, LLC COLDWELL BANKER RESIDENTIAL RE

Walk On In and Call It Home! Welcome to this move in ready gem of a townhome in the sought-after Lake Sawyer South community in Windermere! This spacious home offers: 3 Bedrooms | 2.5 Bathrooms Over 1,600 Sq. Ft. of Living Space and a 2-Car Garage—big enough to store your boat! Fresh interior paint, Beautiful tile and wood flooring throughout. Located in the desirable Horizon West area of Orange

Lindsay Kaye Voss VOSS REALTY INC

Welcome to 7407 Ripplepointe Way – Windermere’s Best Townhome Value! Price just improved and the seller is motivated — offering a $10,000 credit to help with closing costs, buying down your rate, or even refreshing the home with new paint or carpet! Tucked away in the highly sought-after Lake Burden community, this charming townhome is ready for its next chapter. Featuring a beautifully designed

Mahmoud Mango DALTON WADE INC

Welcome to 14155 Ancilla Blvd, a charming three-bedroom, two-and-a-half-bathroom townhouse in the desirable Windermere community. This 1,629 square foot home offers a comfortable layout with a convenient ground-floor primary bedroom suite, perfect for easy living or hosting guests. The property features a bright colonial design with well-maintained landscaping that creates great curb appeal.

Maritza Saint Hilaire COMPASS FLORIDA LLC

Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhouse in the highly desirable community of Wickham Park in Windermere.Built in 2007, this move-in-ready home offers 1,228 square feet of comfortable living space—perfect for homeowners or investors alike.Recent upgrades include freshly painted walls, professionally cleaned carpets, and a renovated screened-in

Victor Barroeta MBT REALTY LLC

Charming 3-Bedroom Townhome in a Prime Location!Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhome offering 1,462 sq. ft. of comfortable living space. The spacious open-concept floor plan features a roomy kitchen, cozy family room, and a flex space that could be used as a home office—all conveniently located downstairs. Upstairs, you’ll find all three bedrooms, including

Ronda Shively COMPASS FLORIDA LLC

Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community known for its tree-lined streets, sidewalks, and beautiful canopied trees. Step inside to find brand new carpet throughout and a functional layout featuring a large kitchen and great room, plus an additional flex space at the front of the home—perfect for a home office or playroom. The kitchen

Amy Kidwell PREFERRED REAL ESTATE BROKERS

Welcome to this light and bright 3-bed, 2.5-bath townhome located just 1 mile from Disney! Enjoy nightly Disney fireworks right from your back porch with beautiful paver seating. The open layout features a modern kitchen with stainless steel appliances, granite countertops, and ample storage. Upstairs, the spacious bedrooms offers comfort and privacy, including a well-appointed primary suite. A

Rob Kellar COLDWELL BANKER COAST REALTY

Discover comfort and convenience in this beautifully maintained 2 bedrooms, 2.5 bathrooms townhome offering 1,380 sq ft of living space. Located in the heart of Windermere, this home features an open-concept layout, spacious bedrooms with en-suite baths and abundant natural light!

Steven Koleno BEYCOME OF FLORIDA LLC

Welcome to this light and bright 3-bed, 2.5-bath townhome located just 1 mile from Disney! Enjoy nightly Disney fireworks right from your back porch with beautiful paver seating. The open layout features a modern kitchen with stainless steel appliances, granite countertops, and ample storage. Upstairs, the spacious bedrooms offer comfort and privacy, including a well-appointed primary suite. A

Millie Gwin Coldwell Banker Coast Realty

Resort style living year-round in this lovely first-floor 3 bed, 2 bath condo in Lakeside at Lakes of Windermere. Luxury features are the hallmark of this community and this particular abode featuring NEW stunning primary bath remodel (2025) with rare walk-in subway tiled shower, NEW double-sink quartz topped vanity, and backlit fog-free mirror. Stepping into the foyer, enjoy open concept living

Steven Ritz KELLER WILLIAMS WINTER PARK

One or more photo(s) has been virtually staged. NEWLY REDUCED!!LUXURY TOWNHOME LIVING IN PRIME WINDERMERE LOCATION! Call today to secure this pristine 2-bedroom, 2.5-bathroom townhouse offering the ideal central Florida lifestyle! Located in a highly sought-after Windermere community, you'll be just minutes from Disney theme parks, world-class dining, and extensive shopping options. This is

Ann Wargo UPSIDE REAL ESTATE INC

One or more photo(s) has been virtually staged. $3000 CREDIT OFFERED FOR BUYERS PREPAIDS AND CLOSING COSTS. Step into this beautifully maintained Second Corner unit -floor unit in the sought-after Lakeside at Lakes of Windermere community. Ideally located Directly across from the community pool and clubhouse. Offering 1,442 square feet, this 3-bedroom, 2-bathroom home is designed for effortless

Corey Cannon BHHS FLORIDA REALTY

Welcome to Lakeside at Lakes of Windermere! This beautifully updated first-floor condo combines comfort, style, and convenience?located just minutes from the Disney parks and directly across the street from Lakeside Village Center, offering shopping, dining, and everyday amenities. Step inside to find luxury vinyl flooring in all bedrooms with no carpet, fresh interior paint, and elegant crown

Naf Zaman THE FIRM RE

One or more photo(s) has been virtually staged. Experience the best of Windermere living! This freshly updated two-story townhome offers resort-style amenities and unbeatable convenience, all just 10 minutes from Disney! Step inside to discover fresh paint throughout, brand new carpet, and an open-concept first floor with a kitchen/living room combo and a half bath. Upstairs, you’ll find three

Lindsey Hudson REAL BROKER, LLC

Located in the gated community of Oasis Cove, this 3-bedroom, 2.5-bathroom condo offers a comfortable, low-maintenance lifestyle just minutes from Disney—with clear views of the nightly fireworks from your own home.The interior features a functional two-story layout with all bedrooms located upstairs, providing separation between living and private spaces. The main floor includes an

James Goodyear REAL BROKER, LLC

BIG price reduction for this move in ready 3/2.5 Townhome in Windermere! New roof 2024. AC compressor new June 2025. Rear entry 2 car garage. All stainless-steel fridge, stove, microwave and dishwasher with solid surface counter tops. Versatile all ceramic tiled 1st floor plan with formal dining room or use as front office. Open kitchen to rear great room that opens to covered screened private

Ivan Petkov FLORIDA REALTY INVESTMENTS

***3D Tour on Virtual Tour Link 1*** This immaculately kept, gated end unit townhome boasts 3 bedrooms and 2.5 bathrooms. Step inside to discover a spacious layout seamlessly connecting the kitchen to the family room. The kitchen shines with stainless steel appliances, elegant wood cabinetry, and a convenient breakfast bar. Upstairs, the master suite awaits with a walk-in closet, double vanity,

Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

Whether you are looking for a primary residence, an 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 balcony. Welcome to this stunning condo located in one of the best and most exclusive areas of

Euclides Sebastiani Marquez ROMAN'S PRO REALTY LLC