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 upscale neighborhoods, Windermere offers a peaceful and luxurious lifestyle for its residents.

Situated just a short drive away from downtown Orlando, Windermere provides the perfect balance between tranquility and convenience. This affluent community is renowned for its beautiful lakes, including the famous Butler Chain of Lakes, which offers numerous water-based recreational activities such as boating, fishing, and water skiing.

If you are looking for condos for sale in Windermere, you are in luck. The real estate market in this area is thriving, with a wide range of options to suit every taste and budget. Whether you are a first-time buyer, a retiree looking to downsize, or an investor seeking a lucrative opportunity, Windermere has something for everyone.

From modern high-rise buildings to elegant townhomes, the condos for sale in Windermere boast exquisite designs and top-notch amenities. Many of these properties feature spacious living areas, gourmet kitchens, luxurious master suites, and private balconies with breathtaking views of the surrounding natural beauty.

Living in a Windermere condo means enjoying a maintenance-free lifestyle, as most communities offer services such as landscaping, security, and even concierge assistance. Additionally, residents often have access to exclusive amenities like swimming pools, fitness centers, and clubhouses.

With its prime location, stunning scenery, and a wide array of condos for sale, Windermere is a fantastic place to call home. Don't miss out on the opportunity to experience the best of Florida living in this enchanting city.

Newest Windermere Condos for Sale

8179 Maritime Flag Street Unit 206, Windermere
$350,000
3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
Enjoy easy Florida living in this beautifully maintained first-floor, 3-bedroom, 2-bathroom condo in Windermere. The split floor plan offers privacy, while premium upgrades and 18-inch tile throughout the common areas make this move-in-ready home both comfortable and practical. Spend your weekends enjoying the community pool, fitness center, clubhouse, volleyball court, and grilling and picnic areas. Tennis courts and a playground are also available through the master association. HOA fees include water, sewer, garbage collection, and exterior maintenance, giving you more time to enjoy your surroundings. Conveniently located near Publix, Starbucks, shopping, and dining, this Windermere condo puts Walt Disney World, Disney Springs, Horizon West, and Winter Garden within easy reach. Whether you’re looking for a primary residence or a seasonal retreat, this home offers comfort, convenience, and more time for the Florida lifestyle you love.

8179 Maritime Flag Street Unit 206, Windermere
8168 Boat Hook Loop Unit 302, Windermere
$299,997
2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
Welcome to this spacious 2-bedroom, 2-bathroom third-floor condo in an elevator building, meaning no noisy above neighbors, in a convenient Windermere location, situated within walking distance from the community clubhouse and its extensive resort-style amenities. Offering an open floor plan, generous living spaces, and a low-maintenance lifestyle, this home is well suited for a full-time residence, second home, or investment property. The open-concept living and dining areas create a comfortable space for everyday living and entertaining, while the spacious kitchen features a breakfast bar, tons of cabinet storage, and large pantry closet. Both bedrooms are generously sized with ample closet space. The primary suite includes a private en-suite bathroom and walk-in closet. An enclosed outdoor living area provides additional space to relax, enjoy your morning coffee, or unwind at the end of the day. The community clubhouse is located just steps away and offers a variety of amenities, including a large swimming pool, fitness center, library, fireplace gathering area, kitchen facilities for entertaining, volleyball court, and playground. Located in Windermere with convenient access to Walt Disney World, shopping, A rated schools, dining, entertainment, and major Central Florida attractions. Disney's Magic Kingdom is approximately 10 minutes away, making this property an attractive option for those seeking a primary residence, vacation home, or investment opportunity in the Orlando area. Schedule your private showing today and discover the convenience and lifestyle this Windermere condo has to offer.

8168 Boat Hook Loop Unit 302, Windermere
11446 Jasper Kay Terrace Unit 202, Windermere
$295,000
2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
Welcome to easy Florida living in the desirable Lakeside community of Windermere! This beautifully maintained 2-bedroom, 2-bathroom condo offers a comfortable open-concept layout with plenty of natural light and a warm, inviting feel throughout. The spacious living and dining areas create an ideal setting for both everyday living and entertaining, while the well-appointed kitchen offers modern appliances, generous counter space, and plenty of room. The primary suite features a private en-suite bath and ample closet space, while the second bedroom offers flexibility for guests, a home office, or additional living needs. Step outside to your private balcony and enjoy your morning coffee or unwind at the end of the day while taking in the peaceful community surroundings. Residents of Lakeside enjoy a variety of amenities designed for an active and relaxed lifestyle, including a community pool, fitness center, and walking trails. Conveniently located near shopping, dining, entertainment, and highly sought-after Windermere-area schools, this home offers the perfect combination of comfort, convenience, and community. Whether you're looking for a low-maintenance primary residence, a place to settle into the Windermere lifestyle, or a smart addition to your real estate portfolio, this condo is ready to welcome you home.

11446 Jasper Kay Terrace Unit 202, Windermere
8168 Boat Hook Loop Unit 303, Windermere
$320,000
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
8180 Boat Hook Loop Unit 102, Windermere
$295,000
2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
***Seller offering $5,891.88 to cover the first year of HOA fees.*** 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
8218 Mystic View Way Unit 2801, Windermere
$397,500
3 Beds ⋅ 3 Baths ⋅ Oasis Cove Ii/Lakeside Village Ph SubDv. ⋅ 34786 Zip Code
Windermere Townhome Near Disney in Gated Oasis Cove, a charming and very private 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
14442 Desert Haven Street Unit 4305, Windermere
$359,900
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
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