Windermere Condos for Sale

Windermere Condos for Sale

Welcome to Windermere, a charming city located in Orange County, Florida. Known for its picturesque landscapes and serene atmosphere, Windermere offers a wonderful quality of life for its residents.

Situated in the heart of Central Florida, Windermere is just a short drive away from Orlando, making it an ideal location for those seeking a peaceful retreat while still being close to the vibrant city life. The city is renowned for its beautiful lakes, including Lake Butler, Lake Down, and Lake Bessie, which provide residents with stunning views and ample opportunities for water activities.

If you're in the market for a new home, Windermere has a range of condos for sale that are sure to meet your needs. Whether you're a first-time buyer, downsizing, or looking for a vacation home, Windermere offers a variety of options to suit different preferences and budgets. From luxurious waterfront condos with private boat docks to more affordable options in well-maintained communities, there is something for everyone in Windermere.

Living in a condo in Windermere offers numerous benefits. Not only do you get to enjoy a low-maintenance lifestyle, but you also have access to amenities such as swimming pools, fitness centers, and tennis courts. Additionally, many condos in Windermere are conveniently located near shopping centers, restaurants, and top-rated schools, making it an attractive choice for families.

With its idyllic setting, convenient location, and a wide range of condos for sale, Windermere is a sought-after destination for homebuyers. Whether you're looking to settle down or invest in real estate, Windermere offers a peaceful and thriving community that you'll be proud to call home.

Newest Windermere Condos for Sale

$399,900
4 Beds ⋅ 4 Baths ⋅ B26057366 MLS
Welcome to this rare 4-bedroom, 3.5-bath corner-unit condo in the gated community of Oasis Cove in Windermere. Privately tucked away at the back of the community and surrounded by nature, this beautifully maintained home offers a peaceful setting with exceptional privacy. Inside, the bright open-concept floor plan is perfect for everyday living and entertaining. One of the few homes in Oasis Cove featuring a first-floor primary suite, it offers a spacious walk-in closet and private ensuite bath. The kitchen flows seamlessly into the living and dining areas, while sliding glass doors open to a screened lanai and fenced backyard with artificial turf—creating the perfect outdoor retreat. Enjoy resort-style amenities, including a beach-entry pool, fitness center, and a clubhouse.

8001 Enchantment Drive Unit 1001, Windermere
$330,000
3 Beds ⋅ 2 Baths ⋅ O6420653 MLS ⋅ 11446 BLDG.
Welcome to 11446 Jasper Kay Terrace, Unit 103, a beautifully updated first-floor condominium offering comfortable, low-maintenance living in a gated Windermere community. This move-in ready residence features a desirable split-bedroom floor plan with three bedrooms and two bathrooms, providing both privacy and functionality.The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting space for everyday living and entertaining. Recent updates include new kitchen countertops, newer kitchen appliances, updated bathrooms, recently replaced flooring throughout the main living areas, and a new HVAC system installed in 2025, providing added comfort and peace of mind. Abundant natural light creates a bright and welcoming atmosphere.The spacious primary suite features a walk-in closet and an updated en-suite bathroom. Two additional bedrooms provide flexibility for guests, a home office, or other lifestyle needs. Step outside to the private screened and covered patio, the perfect place to enjoy your morning coffee or relax at the end of the day.Residents enjoy access to a variety of community amenities, including a resort-style swimming pool, clubhouse, fitness center, playground, volleyball court, BBQ and picnic areas, scenic walking trails, water service, and valet trash. One reserved parking space is included.The community has recently completed extensive exterior improvements, including new roofs, freshly resurfaced and striped parking areas, and exterior building repainting, enhancing both curb appeal and long-term value. Fiber optic internet service is also available for high-speed connectivity.Conveniently located just minutes from Walt Disney World, Winter Garden Village, major highways, and directly across from Lakeside Village Center, this home offers easy access to shopping, dining, entertainment, and top-rated schools. Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, this updated condo offers the perfect combination of modern improvements, community amenities, and an exceptional location.

11446 Jasper Kay Terrace Unit 103, Windermere
$325,000
3 Beds ⋅ 2 Baths ⋅ O6421614 MLS ⋅ 8168 BLDG.
Virtually Staged. Imagine coming home to a resort-style community just minutes from Walt Disney World! This beautiful 3 Bed + 2 Bath top-floor unit is located in the highly sought-after Horizon West area of Windermere, where comfort, convenience, and an exceptional location come together. Perfectly situated directly across from the clubhouse with easy elevator access, this bright and spacious home offers relaxing views from the private screened balcony overlooking the community's extensive amenities. The open, split floor plan features tile flooring throughout the main living areas, carpet in the bedrooms, and gorgeous crown molding. The lovely kitchen has granite countertops, 42" maple cabinetry, quality appliances, upgraded fixtures, and a large walk-in pantry. Lakeside's amenities include two resort-style pools, fitness center, volleyball courts, and a spacious clubhouse. Located just minutes from Disney, Lake Side Shoppes, Hamlin Town Center, tons of restaurants and top-rated schools! Call today to schedule a viewing!

8168 Boat Hook Loop Unit 724, Windermere
$295,000
2 Beds ⋅ 2 Baths ⋅ O6420460 MLS ⋅ 3 BLDG.
Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Welcome to effortless Florida living in this move-in ready, light-filled first-floor condo located in the heart of Windermere. Perfectly positioned, this beautifully maintained residence offers the ideal combination of comfort, convenience, and resort-style amenities just minutes from Disney, Winter Garden Village, and directly across from Lakeside Village Center with shopping, dining, and everyday conveniences. Designed with a desirable split-bedroom floor plan, this spacious home features an inviting open-concept layout that seamlessly connects the kitchen, dining, and living areas, creating the perfect space for both entertaining and everyday living. Crown molding adds an elegant touch throughout, while abundant natural light enhances the warm, welcoming atmosphere. The spacious primary suite provides a peaceful retreat with a large walk-in closet and private en-suite bath. Two additional bedrooms offer flexibility for family, guests, or the perfect home office. Step outside to your private screened and covered patio, an ideal place to enjoy morning coffee or relax after a long day. Located within a beautifully maintained gated community, residents enjoy an exceptional collection of resort-style amenities, including a sparkling swimming pool, clubhouse, fitness center, playground, volleyball court, BBQ and picnic areas, scenic walking trails, plus water and valet trash service for added convenience. One reserved parking space is included. Adding even more value, the community has recently completed significant exterior improvements, including new roofs, freshly resurfaced and striped parking areas, and exterior building repainting, enhancing both curb appeal and long-term investment potential. Fiber optic internet is also available, providing high-speed connectivity for remote work, gaming, and streaming. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this exceptional Windermere condo offers low-maintenance living, outstanding amenities, and an unbeatable location close to top-rated schools, major highways, world-class attractions, shopping, dining, and everything Central Florida has to offer.

8180 Boat Hook Loop Unit 102, Windermere
$409,975
3 Beds ⋅ 3 Baths ⋅ O6418357 MLS ⋅ N/A BLDG.
NEW PRICE ADJUSTMENT! 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 with snack bar, features 42" Cabinets, Stone Counters, Tile Backsplash, Stainless Appliances, Bosch Dishwasher and Closet Pantry. An Open Floorplan with Great Rm and Dining Rm leading to the Screened Lanai and Outdoor Paver Patio w/ fenced backyard, a private, comfortable space for relaxing and entertaining. Upstairs features Engineered Wood Floors, plenty of sunshine from the many windows and a generous Laundry Room complete with Washer, Dryer, and storage. The Primary Bedroom opens to your private bath with Double Sink Vanity, Garden Tub w/ separate Shower and Walk-in Closet has all the Built-In Storage you desire. This 2-Car Garage will surpass your expectations with the convenience of extra Storage Cabinets, Drawers and lots of Ceiling Storage Racks. The well maintained exterior offers upgraded Paver Driveway, attractive landscaping maintained by association, New exterior paint, Gutters and Downspouts, all with a great sense of security with your RING Doorbell System. Community features Community Center, Resort style Pool with Beach Entry, Fitness Center, Playground, plenty of outdoor space to enjoy, and a path around the pond for exercise or a sunset walk! Amazing Location, minutes from all the attractions, Dining and Shopping! Start Living the Florida Dream and make this home your own!

8218 Mystic View Way Unit 2801, Windermere
$359,900
3 Beds ⋅ 3 Baths ⋅ O6410152 MLS ⋅ 4305 BLDG.
Beautiful Two-Story Condo in Gated Windermere Community – Minutes from Disney World Welcome to this stunning two-story condo located in the heart of Windermere, inside a beautifully maintained gated community and conveniently located near shopping centers, markets, restaurants, and everyday conveniences. This spacious townhome features 3 bedrooms, 2 full bathrooms, and 1 half bathroom, with a bright and open floorplan designed for both comfortable everyday living and entertaining. Residents enjoy access to excellent community amenities, creating a comfortable and enjoyable lifestyle in one of Central Florida’s most desirable areas. Ideally situated just minutes from Walt Disney World, major highways, top-rated schools, beautiful lakes, shopping, and dining, this property offers the perfect combination of tranquility, convenience, and prime location. An exceptional opportunity to own one of the best-priced 3-bedroom properties in the highly sought-after Windermere area.

14442 Desert Haven Street Unit 4305, Windermere
$299,500
2 Beds ⋅ 2 Baths ⋅ S5150297 MLS ⋅ 8180 BLDG.
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 primary suite features a spacious walk-in closet and private bath, while the additional bedrooms provide flexibility for guests, a home office, or family living. Step outside to enjoy the covered patio — a perfect spot for morning coffee or winding down at the end of the day. Situated within a gated community with resort-style amenities, residents enjoy access to a pool, fitness center, playground, walking areas, and more. Conveniently located near shopping, dining, major roadways, and Central Florida attractions, this property combines low-maintenance living with an unbeatable location.

8180 Boat Hook Loop Unit 109, Windermere
Start Your Search