Windermere Condos for Sale

Windermere Condos for Sale

Welcome to Windermere, Florida – a hidden gem nestled in the heart of Orange County. Known for its picturesque landscapes and serene lakes, Windermere offers a unique blend of small-town charm and modern living. With its lush surroundings and vibrant community, this enchanting town is an ideal place for families, professionals, and retirees alike. The warm, sunny climate invites outdoor enthusiasts to explore the numerous parks, nature trails, and the beautiful Butler Chain of Lakes, perfect for boating, fishing, and leisurely strolls.

As you consider making Windermere your home, you’ll be pleased to discover a variety of condos for sale that cater to diverse lifestyles and budgets. Whether you’re seeking a cozy retreat or a spacious family residence, the condo market here has something for everyone. Many of these properties boast stunning lake views, modern amenities, and access to community features such as pools, fitness centers, and clubhouses.

Living in Windermere means you’ll enjoy a close-knit community atmosphere while still being just a short drive away from the bustling attractions of Orlando. Top-rated schools, gourmet dining, and shopping options are all within reach, making this locale not only desirable but also convenient.

Explore the condos for sale in Windermere today and take the first step toward calling this beautiful town your home. With its captivating charm and inviting community, you’ll soon discover why Windermere is one of Florida’s best-kept secrets!

Newest Windermere Condos for Sale

3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code

Welcome to your new home! This beautifully maintained, newly listed 3-bedroom, 2-bathroom, third-floor condo is located in the highly desirable Lakeside at Lakes of Windermere community. Offering a perfect blend of comfort, style, and convenience, this move-in-ready home is an exceptional opportunity in one of Central Florida’s most sought-after areas. Step inside to discover a thoughtfully designed interior featuring no carpet throughout, making everyday living and maintenance a breeze. The well-appointed kitchen showcases stainless steel appliances, stone countertops, a stylish backsplash, and abundant cabinet space. Ceiling fans throughout the home, including on the private balcony, add an extra level of comfort and convenience. A washer and dryer are also included. Residents of Lakeside at Lakes of Windermere enjoy an array of resort-style amenities, including a sparkling community pool, spacious fitness center, and beautifully maintained grounds—creating a welcoming environment to relax, entertain, and enjoy the Florida lifestyle. The location is truly hard to beat! Lakeside Village Center is directly across the street, putting everyday conveniences just steps from your front door. Just minutes from Walt Disney World, major highways, highly regarded schools, shopping, dining, and the charming community of Windermere, this condo offers an incredible combination of lifestyle and location. Whether you're searching for a primary residence, vacation home, or investment property, this exceptional condo checks all the boxes. Come see why this Lakeside at Lakes of Windermere gem deserves to be at the top of your list!

8156 Boat Hook Loop Unit 623, Windermere

3 Beds ⋅ 2 Baths ⋅ Lakeside At Lakes Of Windermere SubDv. ⋅ 34786 Zip Code

Welcome to 8168 Boat Hook Loop, Unit 303, a beautifully maintained condominium offering comfortable, low-maintenance living in a desirable community. This move-in ready residence features a spacious three-bedroom, two-bathroom floor plan designed for both everyday living and entertaining. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating a bright and inviting atmosphere. The kitchen features 42-inch upper cabinets, stone countertops, and a functional layout with ample storage and preparation space. Updates include a replaced HVAC system and hot water heater, providing added comfort and peace of mind. The spacious primary suite offers a comfortable retreat with a private en-suite bathroom and generous closet space. Two additional bedrooms provide flexibility for guests, a home office, or other lifestyle needs. Enjoy the convenience of condominium living with access to community amenities and a location close to shopping, dining, entertainment, and major roadways.

8168 Boat Hook Loop Unit 303, Windermere

3 Beds ⋅ 2 Baths ⋅ Lakeside At Lakes Of Windermere SubDv. ⋅ 34786 Zip Code

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

3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code

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

2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code

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, & 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

3 Beds ⋅ 3 Baths ⋅ Oasis Cove/Lakeside Village Ph Vii SubDv. ⋅ 34786 Zip Code

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

2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks SubDv. ⋅ 34786 Zip Code

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

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