Windermere Homes with Attached Style

Windermere Homes with Attached Style

Located in Orange County, Florida, Windermere is a charming town known for its picturesque landscapes and serene atmosphere. With a population of around 3,000 residents, Windermere offers a small-town feel while being conveniently close to the bustling city of Orlando.

Windermere is renowned for its beautiful homes with attached styles. These properties are highly sought after by homeowners looking for a combination of convenience and luxury. The attached style homes in Windermere offer a range of benefits, including shared walls that provide a sense of community and reduced maintenance responsibilities.

These homes often feature modern amenities and spacious layouts, making them ideal for families or individuals seeking a comfortable and stylish living space. The attached style homes in Windermere are designed to maximize living space while maintaining a cohesive architectural aesthetic.

In addition to the stunning homes, Windermere offers a range of recreational activities for residents to enjoy. The town is surrounded by pristine lakes, providing ample opportunities for boating, fishing, and water sports. Residents can also explore the numerous parks and nature preserves in the area, perfect for hiking, picnicking, and enjoying the outdoors.

Windermere is also known for its excellent schools, making it an ideal location for families. The town is served by the Orange County Public School District, which includes top-rated schools that prioritize academic excellence and student success.

Overall, Windermere offers a unique blend of natural beauty, a close-knit community, and luxurious attached style homes. Whether you are looking for a peaceful retreat or a family-friendly environment, Windermere has something to offer for everyone.

Newest Windermere Homes with Attached Style

$395,000
3 Beds ⋅ 3 Baths ⋅ TB8517100 MLS ⋅ N/A BLDG.
Virtually Staged. This one has it all! Welcome home to this beautifully updated townhome in the highly sought-after Summerport community, where charm, comfort, and picturesque water views come together to create an exceptional living experience. From the moment you arrive, you'll be captivated by the home's inviting curb appeal, featuring a spacious front porch, attractive architectural details, elegant exterior lighting, and landscaping that enhances its timeless character. Inside, you'll discover a bright and welcoming interior highlighted by fresh paint, stylish luxury vinyl plank flooring throughout, and thoughtfully designed living spaces that offer both comfort and functionality. The well-appointed kitchen features crisp white cabinetry, stainless steel appliances, and ample storage, creating the perfect setting for everything from casual meals to entertaining guests. The open-concept layout flows seamlessly into the living and dining areas, while ceiling fans throughout the home provide added comfort and energy efficiency. Large windows invite natural light inside and frame beautiful views of the lake, creating a peaceful backdrop for everyday living. Additional highlights include generous garage parking and a desirable location within one of the area's most established communities. Enjoy easy access to community amenities including parks, clubhouse, community pool, tennis and basketball courts, all while coming home to tranquil water views and a welcoming neighborhood atmosphere. This exceptional Summerport home offers the perfect blend of style, convenience, and scenic beauty—don't miss your opportunity to make it yours.

5579 Somersby Road, Windermere
$699,000
5 Beds ⋅ 3 Baths ⋅ O6416776 MLS
Virtually Staged. Enjoy exceptional privacy with beautiful conservation views behind & expansive green space beside the home, creating a peaceful setting rarely found in the community. Tucked away on a desirable homesite, 7906 Jailene Drive offers 2,618 SF, 5 bedrooms, 3 full bathrooms, 2-car garage, all filled with thoughtfully designed living spaces & ample dedicated guest parking conveniently located nearby. A welcoming front porch sets the tone as you enter the home, where a custom wood accent wall in the foyer creates a warm and inviting first impression. The open-concept layout offers spacious living & dining areas that flow seamlessly into the kitchen & family room. A dramatic two-story ceiling in the family room fills the space with natural light creating an impressive sense of openness, making it the perfect place to gather & entertain. The kitchen features granite stone countertops, abundant solid wood cabinetry, ample prep space, a kitchenette area & a functional layout overlooking the main living areas. Fresh interior paint, luxury vinyl flooring throughout & charming designer light fixtures add style and warmth throughout the home. The versatile floor plan includes a first-floor study/den which can also be used as a 5th bedroom with full bathroom. This space is ideal for a home office, family, guests, or multi-generational living. Upstairs, you’ll find four additional bedrooms, including the spacious primary suite, along with two full bathrooms & a conveniently located laundry room. Step outside to the screened lanai with tranquil conservation views, embracing nature at its best with exceptional privacy. Enhanced by a hand-painted decorative concrete finish, this outdoor retreat provides the perfect space for morning coffee, outdoor dining, or relaxing evenings, especially with a fully-fenced backyard. Located in the highly desirable Lake Sawyer community, residents enjoy access to a community pool, playground, park, and scenic sidewalks throughout the neighborhood. The home is zoned for sought-after schools, including Sunset Park Elementary, Horizon West Middle School, and Windermere High School. Just minutes from Horizon West and Hamlin Town Center, you’ll enjoy convenient access to shopping, dining, entertainment, and everyday conveniences. Major roadways are nearby, providing easy access to Walt Disney World, Disney Springs, downtown Orlando, Orlando International Airport, and all that Central Florida has to give. Combining privacy, functionality, thoughtful updates, and an exceptional location, this move-in-ready home presents a rare opportunity in one of Windermere’s most sought-after communities. Additional highlights include a brand-new roof (June 2026), HVAC 2024, abundant storage & a desirable location close to shopping, dining, schools, & major roadways. Combining privacy, functionality, & modern updates, this move-in-ready home is ready to welcome its next owners!

7906 Jailene Drive, Windermere
$699,999
5 Beds ⋅ 3 Baths ⋅ O6402132 MLS
PRICED UNDER APPRAISED VALUE - Just a short walk to the COMMUNITY BOAT RAMP and PLAYGROUND !!!! Nestled behind the gated enclave of Eden Isle in Summerport, this stunning five-bedroom, three-bath residence blends modern updates with generous living space. Newly renovated in 2024, the home showcases luxury vinyl plank flooring throughout, a reimagined kitchen, and fully upgraded downstairs bathrooms. Step inside to soaring ceilings and an abundance of natural light that create an inviting first impression. The entryway opens to a spacious dining room, anchored by an eye-catching chandelier, ideal for hosting gatherings. The dining area transitions effortlessly into the open-concept kitchen, now beautifully updated with granite countertops, a waterfall island, abundant cabinetry, stainless steel appliances, and ample prep space. The expansive living room offers views of the backyard retreat, with direct access to a screened-in patio, private pool, and fully fenced yard, perfect for entertaining or unwinding. Designed with a split-bedroom layout, the home features two primary suites on separate levels. The main-floor primary suite, tucked just off the living area, includes a large walk-in closet and a spa-like bathroom with a rain shower, dual shower heads, floor-to-ceiling tile, double vanities and quartz counters. Two additional bedrooms and a fully renovated guest bath complete with quartz countertops, a new vanity, and a tiled floor-to-ceiling walk-in shower are also located on the first floor. The laundry room sits conveniently off the kitchen with direct garage access. Upstairs, a second primary suite offers a walk-in closet and private bath with dual sinks and a standalone shower, along with another generously sized bedroom just down the hall. Residents of Eden Isle enjoy exclusive amenities include a PRIVATE BOAT RAMP with access to LAKE SPEER, playground and added privacy. Notable upgrades include: UPGRADES: UPSTAIRS HVAC 2024! WATER HEATER 2023! TESLA CHARGER & BACK UP GATEWAY TO POWERHOUSE 2024! NEW POOL PUMP 2025! NEW POOL SCREENS WITH EXTRA PRIVACY 2024! PREMIUM LVP FLOORING & BASEBOARDS 2024! KITCHEN & DOWNSTAIRS BATHS FULLY RENOVATED 2024! POOL IS HEATED BY SOLAR! ROOF 2021! Conveniently located with easy access to major highways, Orlando’s world-renowned theme parks and attractions, downtown Orlando, Windermere, and Winter Garden, as well as Orlando International Airport, plus an abundance of nearby restaurants and shopping options. Don’t miss this opportunity to own a home in one of Central Florida’s most desirable areas, where lifestyle and convenience come together.

13842 Orange Crest Drive, Windermere
$1,089,000
6 Beds ⋅ 5 Baths ⋅ O6377789 MLS
Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A dramatic two-story foyer creates a striking first impression, highlighted by a custom hardwood staircase with decorative iron balusters. Architectural details continue throughout with 9.5-foot ceilings, 8-foot doors, coffered ceilings, porcelain tile on the main level, and hardwood flooring upstairs. Custom Disney-inspired stained-glass window inserts throughout the home offer a subtle and charming nod to the nearby magic. The expansive open-concept living area is anchored by a chef-level gourmet kitchen featuring a natural gas cooktop, dual convection ovens, quartz countertops and backsplash, oversized island, 42-inch cabinetry, café dining area, and walk-in butler’s pantry—perfect for entertaining and daily convenience alike. The main-level primary suite serves as a tranquil retreat with a spa-style bathroom, soaking tub, glass-enclosed walk-in shower, and generous custom closet. Upstairs, five additional bedrooms include a private guest suite and well-designed shared layouts, along with a spacious upper-level great room and reading nook ideal for a media room, game space, or lounge. Significant upgrades include a 27kW commercial-grade whole-house generator, tankless water heater, gas dryer, advanced humidification and UV air filtration, and a garage with custom cabinetry, overhead storage, and durable polyaspartic flooring. Energy-efficient systems and abundant natural light enhance comfort throughout. The lot to the right of the home is Protected Green Space in perpetuity and cannot be developed so you will always have that space.

13525 Gorgona Isle Drive, Windermere
$9,750,000
5 Beds ⋅ 3 Baths ⋅ O6355233 MLS
DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852.

4226 Downeast Lane, Windermere
$3,999,999
5 Beds ⋅ 8 Baths ⋅ O6284922 MLS
Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and recreation. With its flexible layout, multiple living spaces, and resort-style amenities, it offers the perfect setup for multigenerational living without compromise. From the moment you arrive, you’ll sense the pride and care that has gone into crafting this one-of-a-kind residence. Meticulously expanded and improved over decades, the home features five generously sized bedroom suites, including a luxurious owner’s retreat with fine finishes and boutique-style custom closets. Whether accommodating extended family, live-in help, or guests, everyone enjoys their own private space. For culinary enthusiasts and entertainers alike, two full gourmet kitchens—one upstairs and one downstairs—provide unmatched convenience and versatility. Host formal holiday gatherings, casual poolside brunches, or multiple family dinners with ease. Both kitchens are thoughtfully appointed with high-end appliances and stylish finishes that reflect the home’s refined character. The garage is a masterpiece in itself, built to accommodate your most ambitious lifestyle. Store your 45-foot Prevost RV with full hookups—sewer, water, cable, and power—or tuck away your 50-foot center console, classic cars, or workshop equipment in the four additional bays. Whether you’re an adventurer, collector, or weekend explorer, this space is a rare find in residential real estate. Outdoor living takes center stage. A private beach invites sunbathing and quiet reflection by day, while the oversized gas fire pit becomes a natural gathering point at night for family, friends, and unforgettable moments. The resort-style pool area includes a gas fireplace and summer kitchen, perfect for year-round entertaining. Speakers are integrated throughout both indoor and outdoor spaces, creating a seamless atmosphere of leisure and luxury. Inside, modern comforts abound: three zoned A/C units with Nest thermostats, two tankless gas water heaters, and a finished storage area above the garage offer functionality and peace of mind. Located in the highly coveted Town of Windermere, residents here enjoy more than just natural beauty—they cherish a community rooted in tradition, charm, and quality of life. Walk to the Farmer’s Market, explore local parks, or attend beloved events like food truck nights, craft festivals, and holiday parades. The town library, family-owned shops, and quaint cafes further enhance the walkable lifestyle. Minutes away, you’ll find world-class golf, upscale shopping, fine dining, and easy access to highways leading to Orlando’s top attractions, excellent schools, and international airport. As an added value, completed architectural plans by Dirk Arace of Arace Designs are available, offering an exciting opportunity to customize or expand the estate with one of Central Florida’s most respected designers. Whether you’re seeking a private lakeside sanctuary, a home for generations, or a place to live your dream by the water, this Windermere gem is truly extraordinary. Listing agent is owner of the property.

11002 Lake Butler Boulevard, Windermere
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