Westside Village Real Estate

Westside Village Real Estate

Welcome to Westside Village, an enchanting subdivision nestled in the heart of Windermere, Florida, within the vibrant Orange County. This picturesque community is known for its serene ambiance, friendly neighbors, and a lifestyle that seamlessly blends comfort with convenience.

Westside Village boasts a variety of beautifully designed homes, each exuding charm and character. With a mix of contemporary and traditional architectural styles, the properties cater to diverse tastes and preferences. Families and individuals alike will appreciate the spacious layouts, modern amenities, and lush landscaping that define this delightful neighborhood.

One of the standout features of Westside Village is its prime location. Residents enjoy easy access to top-rated schools, shopping centers, and recreational parks, making it an ideal place for families and professionals. The nearby Windermere Village offers an array of dining and retail options, while the stunning lakes and nature trails provide opportunities for outdoor activities and relaxation.

Community spirit thrives in Westside Village, where neighbors come together for seasonal events and gatherings, fostering a sense of belonging. The well-maintained common areas and amenities, including playgrounds and walking paths, enhance the living experience and encourage an active lifestyle.

For those seeking a peaceful retreat with a strong sense of community, Westside Village is a hidden gem in Windermere. With its perfect blend of suburban tranquility and urban convenience, this subdivision offers the ideal backdrop for your next chapter. Discover the charm of Westside Village, where your dream home awaits!

Newest Listings in Westside Village

12785 Westside Village Loop, Windermere
$769,000
4 Beds ⋅ 4 Baths ⋅ O6442356 MLS
NEW PRICE! MOVE-IN READY WINDERMERE HOME WITH PEACEFUL CONSERVATION VIEWS + $12,000 DECOR/RATE BUY DOWN CREDIT! Discover the perfect blend of comfort, style, and location in desirable Westside Village! This beautifully maintained 4-bedroom, 3.5-bath home features an inviting open-concept floor plan, classic tile roof, professionally landscaped yard, and spacious front porch. Enjoy tranquil conservation views from the backyard, creating a peaceful backdrop for relaxing or entertaining. The light-filled kitchen is designed for everyday living and effortless entertaining, featuring granite countertops, stainless steel appliances, and an oversized center island with abundant storage and seating. The kitchen flows seamlessly into the living room and breakfast nook, while French doors open to the patio for easy indoor-outdoor living. Enjoy a $12,000 decor credit toward a flooring upgrade and EV charger, offering an opportunity to personalize your home and add modern convenience. Westside Village offers an exceptional lifestyle with resort-style amenities, including a community pool, clubhouse, playground, paved walking trails, and scenic water features. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Walt Disney World, this home combines peaceful surroundings with easy access to everything Central Florida has to offer.

12785 Westside Village Loop, Windermere
11543 Charnock Drive, Windermere
$560,000
4 Beds ⋅ 3 Baths ⋅ S5158277 MLS
WINDERMERE OPPORTUNITY! Welcome to this beautiful 4-bedroom, 2.5-bath home offering 2,214 sq. ft. in the desirable Westside Village community. Built in 2018, this home offers a spacious open-concept layout designed for both everyday living and entertaining. The first floor features luxury vinyl flooring, while the upgraded kitchen offers marble countertops, generous workspace and an open flow into the main living areas. A versatile bonus/flex space provides additional room for a media area, game room, home office or additional living space. Enjoy the benefits of solar panels, offering added energy-efficiency potential. Includes custom drapes on all windows. IMPORTANT: Solar panels are subject to an existing financing obligation that must be assumed by the Buyer, subject to approval by the solar financing/provider company. Buyer to independently verify remaining balance, monthly payment, transfer requirements and all solar terms. Westside Village offers resort-style community amenities including a pool, clubhouse, playground and walking trails. Ideally located near shopping, dining, major roadways and the Disney area. Previous marketing of the property has also highlighted views of the Disney fireworks from the home. Buyer may qualify for up to $3,000 in lender credits toward closing costs when financing with Seller’s preferred lender. Schedule your private showing today and discover the space, location and lifestyle this Windermere home!

11543 Charnock Drive, Windermere
12989 Westside Village Loop, Windermere
$1,159,000
4 Beds ⋅ 4 Baths ⋅ O6437718 MLS
Beautifully upgraded 4-bedroom residence featuring a thoughtfully designed floor plan, custom finishes, and exceptional indoor-outdoor living. The main level offers a private en-suite bedroom, ideal for guests or multigenerational living, along with a dedicated home office, spacious living areas, and a beautifully designed custom kitchen featuring tailored cabinetry, a large center island, integrated lighting, and generous storage. A separate TV/media room provides the perfect space for movie nights, entertainment, or relaxing with family. Upstairs, the spacious primary suite offers a private retreat with a truly special feature: Disney fireworks can be enjoyed right from the comfort of your bed. The suite also includes a generous walk-in closet and a spa-inspired primary bathroom featuring a freestanding soaking tub, dual vanities, and an oversized shower with separate his-and-hers shower fixtures. Extensive custom details can be found throughout the home, including Italian wallpaper, custom window treatments, bespoke cabinetry, decorative wall paneling, wood accents, designer lighting, and integrated LED lighting. Every element has been thoughtfully selected to create a comfortable contemporary interior. Designed for the Florida lifestyle, the outdoor living space features a spacious covered lanai with plenty of room for dining and lounging, overlooking the private heated pool and landscaped backyard. The seamless connection between the indoor and outdoor spaces makes this home equally suited for everyday living and entertaining. With a first-floor en-suite bedroom, dedicated office, media room, custom-designed kitchen, extensive interior upgrades, heated pool, and Disney fireworks views from the primary suite, this home offers an exceptional combination of style, comfort, and functionality. Thoughtfully customized and beautifully maintained, this is a home designed to be enjoyed inside and out.

12989 Westside Village Loop, Windermere
7867 Berkshire Oak Alley, Windermere
$499,990
4 Beds ⋅ 3 Baths ⋅ S5149947 MLS
Luxury Living in the Heart of Windermere! Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, single family home, located in the highly desirable community of Windermere. Situated on a charming alley-style streetscape, this elegant property offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most sought-after locations. This spacious home features an open and functional floor plan with abundant natural light, generous living and dining areas, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy a fresh updated feel with NEW interior paint and NEW exterior paint, brand NEW carpets, NEW A/C(replaced in 2026) system, enhancing both the beauty and curb appeal of the home. The kitchen offers ample cabinetry, modern appliances, and a functional layout overlooking the main living area. The primary suite provides a relaxing private retreat with an en-suite bathroom and spacious closet space, while additional bedrooms flexibility for family, guests, or a home office. Enjoy outdoor Florida living with a private patio/backyard area perfect for relaxing or hosting gatherings. The community features beautifully maintained surroundings and convenient access to nearby parks, walking trails, and recreational areas. Ideally located just minutes from shopping, dining, top-rated schools, major highways, and world-famous attractions, including nearby Walt Disney World Resort. Easy access to Orlando, Winter Garden, and surrounding areas makes this an exceptional opportunity for homeowners seeking both convenience and lifestyle. Don’t miss your opportunity to own this beautiful Windermere home—schedule your private showing today!

7867 Berkshire Oak Alley, Windermere
12640 Salomon Cove Drive, Windermere
$1,220,000
5 Beds ⋅ 4 Baths ⋅ O6388605 MLS
Luxurious contemporary residence featuring 5 bedrooms, including the primary suite on the main floor. The main level with porcelain tile and marble staircase add sophistication, while the upper level with luxury vinyl flooring provides comfort and durability. Gourmet kitchen with custom cabinetry, waterfall island, premium stone countertops, and Samsung appliances. Walk-in closets in every bedroom and spa-inspired bathrooms with custom vanities, frameless glass showers, rainfall showerheads, and matte-black fixtures. Dramatic double-height entry with modern chandelier and glass railing. Staircase with motion-activated LED lighting. Elegant wine bar perfect for entertaining. Resort-style outdoor living with heated pool, spa, and screened lanai, offering privacy, relaxation, and style.

12640 Salomon Cove Drive, Windermere
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