Windermere Real Estate

Windermere Real Estate

Welcome to Windermere, Florida—an enchanting subdivision that perfectly blends luxury living with a charming small-town atmosphere. Nestled in the heart of Orange County, Windermere is renowned for its picturesque landscapes, pristine lakes, and a strong sense of community. This idyllic locale is just a stone's throw away from the vibrant attractions of Orlando, making it an ideal retreat for those seeking tranquility without sacrificing convenience.

Windermere boasts an array of stunning homes, from elegant estates to modern family residences, each designed to cater to diverse lifestyles and tastes. Many properties feature breathtaking views of the surrounding lakes and lush greenery, providing a serene backdrop for everyday life. The subdivision is also home to several exclusive gated communities, ensuring privacy and security for its residents.

Outdoor enthusiasts will appreciate Windermere's abundant recreational opportunities. With numerous parks, walking trails, and access to the beautiful Butler Chain of Lakes, residents can indulge in activities such as boating, fishing, and hiking. The area is also known for its excellent schools, making it a fantastic choice for families.

Windermere's charming downtown area features boutique shops, delightful eateries, and community events that foster a close-knit atmosphere. Whether you're enjoying a leisurely stroll along the lakefront or participating in local festivities, you'll quickly discover why Windermere is more than just a place to live—it's a place to thrive.

Discover the magic of Windermere, where every day feels like a vacation and a warm welcome awaits you at every corner. Come experience the lifestyle you've always dreamed of in this captivating Florida gem!

Newest Listings in Windermere

$210,000
2 Beds ⋅ 2 Baths ⋅ 857114 MLS
Beautiful 2-bedroom, 2 bath Villa in Windermere Community, Located near Withlacoochee State Trail. New luxury vinyl plank floors, New Roof! Established Inverness Community with beautiful Inground Pool, and Clubhouse. Shopping nearby and all the events in Inverness. Citrus County also features manatees and boating nearby in Crystal River/ Homosassa.

824 Windermere Boulevard, Inverness
$1,995,000
6 Beds ⋅ 6 Baths ⋅ O6432910 MLS
Welcome to 4282 McKinnon Rd, a beautifully updated Windermere estate offering exceptional space, privacy, and flexibility on approximately 1.15 acres—with NO HOA. Featuring 6 bedrooms, 6 baths, nearly 5,900 square feet of living space, a private pool, and 3-car garage, this custom home combines an impressive floor plan with extensive recent improvements. Move-in ready and refreshed inside and out, the home features new windows and doors, new interior and exterior paint, new flooring, new AC systems, a new water heater, and a beautifully renovated pool. The thoughtfully designed floor plan is a standout, beginning with a spacious first-floor primary suite offering privacy and convenience. Also on the main level is a separate guest suite, ideal for visitors or multigenerational living, along with a private dedicated office for working from home. Generous living and entertaining spaces are filled with natural light, while the spacious kitchen offers abundant cabinetry, a center island, walk-in pantry, breakfast bar, and casual dining area. Upstairs, a junior primary suite with a private balcony creates another inviting retreat. Additional bedrooms provide plenty of room for family and guests, while the large bonus room over the garage offers endless possibilities as a home theater, game room, fitness studio, playroom, or additional living space. Step outside to enjoy the Florida lifestyle from the covered lanai and renovated private pool, surrounded by an expansive homesite and mature landscaping. With over an acre to enjoy and NO HOA, there is a rare sense of freedom, privacy, and breathing room. Offering extensive updates, multiple bedroom suites, a private office, oversized bonus room, pool, 3-car garage, over an acre of land, and NO HOA, 4282 McKinnon Rd delivers an exceptional combination of space and versatility in sought-after Windermere.

4282 Mckinnon Road, Windermere
$235,900
4 Beds ⋅ 3 Baths ⋅ 856970 MLS
Welcome to this spacious 4-bedroom, 2½-bath two-story villa located in the highly desirable Windermere community in Inverness, Florida. Offering approximately 2,316 total square feet, this home provides plenty of room for comfortable living, entertaining, and relaxing. The thoughtfully designed floor plan features two bedrooms and a full bathroom upstairs, while the primary suite and an additional bedroom are conveniently located on the first floor, providing flexibility for guests, family, or a home office. The home boasts a huge living area with soaring ceilings, creating an open and impressive atmosphere. The eat-in kitchen offers a comfortable dining area along with a breakfast bar, making it a great gathering space for everyday meals or entertaining. Step outside to the enclosed back porch, an ideal spot to enjoy your morning coffee or unwind at the end of the day. A small concrete patio provides additional outdoor space. Located in a beautiful, established neighborhood with a community clubhouse and pool, Windermere offers a wonderful lifestyle with plenty of activities and amenities nearby. Enjoy being within walking distance of the Inverness Chain of Lakes and the Withlacoochee State Trail, perfect for enjoying the outdoors, walking, biking, and taking in the natural beauty of the area. Just one mile from downtown Inverness, you'll have convenient access to the charming Inverness Depot which has farmers markets, events, and live music. Also, plenty of restaurants, shopping, hospital, schools, and numerous other amenities. Whether you're looking for a full-time residence, seasonal home, or investment opportunity, this villa offers an excellent combination of space, location, and community. Come see all that this wonderful Windermere home and Inverness lifestyle have to offer!

706 Moray Drive, Inverness
$199,900
2 Beds ⋅ 2 Baths ⋅ 856941 MLS
Windermere is a premier villa community and a secret gem here in Inverness! This beautifully designed community offers a large pool, club house with library, shuffleboard courts, RV and boat storage, and private waterfront park like access with fishing pier and picnic pavilion that is adjacent to the rails to trails! So close to downtown Inverness, enjoy all that this "small town done right" has to offer. There are fireworks, art festivals, music festivals, farmers market, and various entertainment plans. The Valerie Theater and The Depot District are within walking distance! This two-bedroom unit is priced right and is light, bright and airy! New roof, paint, and flooring - this home is ready for your personal touches. Call today!

806 Windermere Boulevard, Inverness
$238,000
3 Beds ⋅ 3 Baths ⋅ 856831 MLS
Welcome to the desirable Windermere community! This spacious two-story townhome offers approximately 1,915 square feet of living space, featuring 3 bedrooms, 2.5 bathrooms, and a versatile bonus room on the first floor that provides additional flexibility for your lifestyle needs. The home features a large interior laundry area conveniently located just off the kitchen, adding everyday convenience and functionality. Enjoy a spacious and practical floor plan with plenty of room to make this home your own! One of the standout features of living in Windermere is the incredible value offered through the community amenities. With an affordable HOA fee, residents enjoy lawn maintenance and watering, along with access to the community clubhouse and pool. The community also includes Wi-Fi and cable/internet services, providing even more value and convenience. Ideally located near downtown Inverness, shopping, dining, and the Withlacoochee State Trail, this home offers an excellent opportunity to enjoy a convenient lifestyle in a sought-after community. Come see the potential and everything this spacious townhome has to offer!

808 Lanark Court, Inverness
$269,900
3 Beds ⋅ 3 Baths ⋅ 851231 MLS
Sell the lawnmower, relax, and enjoy the extra space this very stylish well-maintained 3 bedroom, 2½ bath townhouse has to offer along with water and dock access to the lake, a community pool, and clubhouse. An area is also provided for limited parking of boats, RV's. For cycling and walking among nature, take advantage of the Withlacoochee State Trail only steps away. Downtown, restaurants, and shopping are just a short drive away. Rules, useful information, and restrictions are on the web in an easy-to-read format. This townhouse has an enclosed porch with a tiled patio in the rear. (Ring door bell stays with owner.)

826 Lanark Drive, Inverness
$2,099,000
6 Beds ⋅ 6 Baths ⋅ O6368185 MLS
Seller is offering up to $40,000 toward Buyer’s allowable closing costs, prepaids, and/or rate buy-down with acceptable offer. Pool Possibility! The accompanying video has been digitally altered to illustrate what the property could look like with a pool added. The property currently does not include a pool; however, there is potential to add one.... Come experience the character and charm of Historic Olde Windermere in a home that simply cannot be duplicated. Thoughtfully custom-built, this one-owner Transitional Craftsman residence blends timeless architecture with exceptional livability, just steps from downtown's quaint lifestyle, multiple parks, weekly farmers market, tennis courts, playgrounds, and resident-only access to the Butler Chain of Lakes. From the moment you arrive, handcrafted timber details, natural stone accents, and inviting front porch creates a sense of warmth rarely found in newer construction. Inside, soaring wood ceilings, exposed pecky cypress beams, custom built-ins, and a dramatic floor-to-ceiling stone fireplace make this house both elegant and welcoming. Designed for everyday living as much as entertaining, the chef's kitchen features premium JennAir appliances, a striking stone cooking alcove, ceiling-height cabinetry, expansive island, generous walk-in pantry, and seamless connection to the dining and family rooms. The flexible floor plan offers six bedrooms and six baths, including two private owner's suites on the main level, making the home ideal for multi-generational living, long-term guests or one of many private spaces. Upstairs, 4 spacious secondary bedrooms and a large over-garage flex room provide endless possibilities as a home fitness studio, media room, hobby space, or home office. Outdoor living is equally impressive with a large covered porch, a wood-burning fireplace, outdoor kitchen, cabana bath, Tiki hut, circular fire pit, designed for year-round enjoyment. The backyard offers ample room to design the custom pool, allowing the next owner to create a backyard tailored to their lifestyle rather than inheriting someone else's design. Additional highlights include a newer roof (2024), commercial grade fire suppression, an oversized three-car garage with exceptional storage and workspace, and the opportunity to add a front gate for enhanced privacy off Main St. Storm hardy with underground electrical utility lines and public water. This is a home has been meticulously maintained and for buyers who appreciate exceptional craftsmanship, enduring quality, and the unique lifestyle that only Historic Windermere offers. Take a short stroll to the Downtown Redevelopment Project and shop at Victoria Jewelers, Ace Hardware, Solvino Wine Bar and Fresco's, one of Dr. Phillips' favorite Italian restaurants, adding even more charm and convenience to this incredible location.

713 Main Street, Windermere
$269,900
3 Beds ⋅ 3 Baths ⋅ 850308 MLS
MOVE in READY! The stunning rehab / update on this home is rather impressive! New Appliances, New Flooring, new light fixtures, Fresh paint & much more! Located within view of the community center & community pool, overlooking the pond. This 3/2.5/2 split bedroom plan is extremely spacious with large rooms. Primary bedroom is huge with lots of space in the walk-in closet. The huge Florida room overlooks the water. Huge open kitchen with lots of extra counter & cabinet space. Open kitchen area with breakfast bar, formal dining room. Large 2 car garage with newer washer & dryer. Located minutes to everything Inverness has to offer.

719 Balmoral Court, Inverness
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