Windermere Homes with One Story Style

Welcome to this beautiful maintained traditional-style home in the highly desirable Town of Windermere, Florida, just minutes from the renewed Butler-Chain of Lakes. Nestled in a quiet, peaceful neighborhood, this 3-bedroom, 2-bathroom home offers 1,926 square feet of comfortable living space with thoughtful upgrades throughout. The updated kitchen features renovated cabinetry, while both bathrooms have been tastefully upgraded. The spacious primary suite includes a large walk-in closet, and elegant crown molding adds character to the primary bedroom and dining area. Additional highlights include the roof installed four years ago, beautiful tile flooring throughout the home with carpet in the living room and bedrooms, stylish glass shower doors in the secondary bathroom, and an attached two-car garage. Every detail reflects the pride of ownership and care this home has received over the years. Residents also enjoy access to fantastic community amenities, including a swimming pool, tennis courts, and a basketball court, providing opportunities for recreation just steps from home. This is a peaceful retreat with the opportunity to enjoy the sought-after Windermere style. This home is a beautiful place to call your own.

6679 Duncaster Street, Windermere

$675,000

3 Beds ⋅ 2 Baths ⋅ O6428871 MLS

Welcome to this beautifully maintained one-story home in the highly desirable Summerport community of Windermere! Offering 3 bedrooms, 2 bathrooms, and a versatile office/den, this home reflects true pride of ownership and is ready for its next owners. From the moment you arrive, you'll appreciate the excellent curb appeal and inviting exterior. Inside, the spacious open floor plan features elegant tray ceilings, crown molding, luxury vinyl flooring, upgraded ceiling fans throughout, a formal dining room, and a stylish modern kitchen complete with stainless steel appliances, a gas range, a large center island, and an oversized breakfast bar that's perfect for everyday living and entertaining. All appliances, including the washer and dryer, are included for your convenience. The private primary suite offers a beautiful barn door, California Closets, dual vanities, and a relaxing retreat at the end of the day. Throughout the home you'll find plantation shutters, adding both charm and functionality. Step outside to your own backyard oasis featuring a screened lanai overlooking a beautifully landscaped backyard and sparkling pool, only 2.5 years old, with the required safety door locks already in place. The home also includes a water softener, an epoxy-coated garage floor, a gas water heater, and energy-efficient double-pane windows installed in 2026. Additional updates include a new A/C installed in 2024 and the interior and exterior professionally painted in 2025. A two-car garage plus an extended driveway provide plenty of parking. Ideally located just minutes from Winter Garden Village, you'll enjoy easy access to shopping, restaurants, entertainment, major roadways, and the Florida Turnpike. Summerport is known for its outstanding amenities, scenic walking trails, parks, playgrounds, community pool, fitness center, tennis and basketball courts, and picturesque lakes. This exceptional home combines comfort, style, thoughtful upgrades, and an unbeatable location—don't miss the opportunity to make it yours!

13160 Sunkiss Loop, Windermere

$485,000

3 Beds ⋅ 3 Baths ⋅ S5154426 MLS ⋅ Na BLDG.

Welcome to this charming two-story townhome in the highly desirable Windermere Trails community! Featuring 3 bedrooms, 2.5 bathrooms, and 1,631 sq. ft. of comfortable living space, this home offers an open-concept main floor seamless for daily living and entertaining. The kitchen is appointed with granite countertops, stainless steel appliances, a breakfast bar, and a spacious pantry. Upstairs, you will find all bedrooms, including a private owner's suite complete with an an-suite bathroom and generous closet space. Enjoy outdoor living with your private enclosed courtyard connecting the home to the detached 2-car garage. Community amenities include a resort-style pool, splash pad, dog park, playground, and scenic walking trails. Superb location with top-rated Orange County schools nearby and easy access to Disney, Horizon West dining, and major expressways. Schedule your private showing today!

8386 Iron Mountain Trail, Windermere

$599,900

3 Beds ⋅ 2 Baths ⋅ O6427997 MLS

Virtually Staged. Discover this beautifully maintained 3-bedroom, 2-bath corner-lot home in Windermere. Surrounded by tree-lined streets and a welcoming neighborhood atmosphere, this home combines timeless charm with everyday convenience. Enjoy relaxing on the covered front porch, perfect for morning coffee, visiting with the neighbors or unwinding after a long day. Inside, the thoughtfully designed floor plan offers comfortable living spaces that are ideal for both everyday life and entertaining. The home features a galley style kitchen positioned between a cozy breakfast nook and the dining room, allowing for both casual and traditional dining options. The split-bedrooms provide added privacy. The on-suite primary bathroom features a soaking tub, dual vanities and a separate stand alone shower. The shower glass and tile were replaced in the fall of 2025. The home features real bamboo hardwood flooring in all interior areas except the kitchen, nook, bathrooms and laundry room. From the living room, open the sliders and step into your oversized patio. This patio has a generous covered area and a screened portion, allowing you to comfortably enjoy outdoor living while being protected from the Florida sun, weather and insects. The fully vinyl fenced backyard has two access gates and is ideal for pets, play or outdoor gatherings. New gutters and water heater were added in 2026, offering added peace of mind. Residents of this community enjoy access to a resort-style pool, basketball court, tennis/pickleball courts and a walking path, offering endless opportunities for recreation, relaxation and an active lifestyle. Whether you are searching for your first home, looking to downsize, or simply wanting to enjoy the charm and lifestyle that Windermere is known for, this property offers an exceptional opportunity in a highly sought-after location. Conveniently located near excellent schools, shopping, dining, theme parks and major roadways, this home offers easy access to everything Central Florida has to share. Don’t miss this opportunity - schedule your showing today.

13231 Roxboro Road, Windermere

$3,100,000

6 Beds ⋅ 5 Baths ⋅ O6426088 MLS

Virtually Staged. Luxury Lakefront Living with No HOA on an Oversized Lot! Welcome to this exceptional 6-bedroom lakefront estate situated on an oversized lot with no HOA and an oversized 3-car garage. Recently and completely updated, this stunning home showcases designer finishes throughout, offering the perfect blend of luxury, comfort, and modern style. 12 Ft ceilings in living area. Recent improvements include new flooring throughout, a beautifully remodeled kitchen, a designer backsplash, and updated finishes. Every bathroom has been completely renovated with new sinks, showers, toilets, and designer tile extending from floor to ceiling. The home has also been freshly painted inside and out, complemented by new designer light fixtures and custom closet systems, creating a truly move-in-ready home. At the heart of the home is the spacious kitchen overlooking the expansive family room. The kitchen features an oversized walk-in pantry complete with a full-size refrigerator, coffee bar, abundant storage, and a sunny breakfast area, making it ideal for everyday living and entertaining. The oversized family room is filled with natural light and features French doors that open to the covered lanai, resort-style pool, and picturesque lake. Just beyond, the impressive bonus room is the ultimate entertainment space, offering plenty of room for a pool table, golf simulator, or game room. A custom wet bar makes hosting family and friends effortless. The elegant formal dining room also features French doors leading to the covered patio, creating seamless indoor-outdoor living while enjoying beautiful lake views. A private office or den is located at the front of the home. Conveniently positioned across from a full pool bath, this flexible space can easily serve as a 6th bedroom, guest suite, or home office. As you enter, you’ll immediately notice the soaring ceilings, open floor plan, and breathtaking views that draw your eyes toward the pool and lake. The thoughtfully designed split-bedroom floor plan provides exceptional privacy for the luxurious primary suite. The spacious primary retreat features large windows overlooking the pool and lake, along with French doors providing private access to the lanai. A custom walk-through closet leads into the spa-inspired en-suite featuring dual vanities, a dedicated makeup area, a soaking tub, and an oversized walk-in shower with designer finishes. The 5th bedroom is currently being enjoyed as a relaxing yoga studio and features an oversized closet, making it a versatile space for fitness, hobbies, or guests. Bedrooms 3rd and 4th are connected by a Jack-and-Jill bathroom, while the oversized second bedroom serves as a true secondary primary suite with a large walk-in closet and a beautifully remodeled en-suite bath featuring designer tile from floor to ceiling and a spacious walk-in shower. Step outside to your private backyard retreat where the covered lanai, sparkling pool, and peaceful lake views provide the perfect setting for relaxing or entertaining. With no HOA, an oversized homesite, premium updates throughout, and an ideal layout for large families or multigenerational living, this extraordinary lakefront property offers luxury living at its finest. Cruise over and enjoy the spectacular Disney fireworks from the comfort of your own boat.

7720 Ficquette Road, Windermere

$725,000

4 Beds ⋅ 2 Baths ⋅ G5115391 MLS

Virtually Staged. A rare opportunity to own one of the few oversized homesites remaining in the heart of prestigious Windermere. Nestled on a beautifully maintained .68-acre lot with no HOA, this exceptional property offers endless possibilities in one of Central Florida's most sought-after locations. The street itself is a perfect blend of timeless charm and modern luxury, with established homes alongside stunning newly constructed custom estates, making this an ideal setting for both today's lifestyle and tomorrow's investment. Lovingly maintained by its owners, this spacious 4-bedroom, 2-bath home offers 2,433 square feet of living space, an oversized two-car garage, and an extra-long driveway with ample parking. Inside, you'll find an inviting split-bedroom floor plan featuring generously sized rooms throughout, including formal living and dining rooms, a spacious family room, and a converted sunroom that provides additional flexible living space. The home has been exceptionally cared for over the years and retains much of its original character and craftsmanship, offering a rare opportunity for buyers who appreciate vintage design or wish to create a stunning modern transformation. Major updates include a roof replaced approximately ten years ago, providing a solid foundation for whatever vision you choose. Whether you're looking for a move-in-ready home to personalize over time, an exciting renovation project, or the perfect homesite to create the custom luxury residence you've always imagined, this property offers flexibility that is becoming increasingly difficult to find in Windermere. Large, non-HOA homesites in this location are a true rarity. Enjoy the freedom to reimagine, renovate, expand, or build while being surrounded by multi-million-dollar homes in one of the area's most desirable neighborhoods. Conveniently located near top-rated schools, shopping, fine dining, golf, the Butler Chain of Lakes, downtown Windermere, Winter Garden, major highways, and Orlando's world-famous attractions, this is more than just a home—it's an opportunity to invest in one of Central Florida's premier addresses. Bring your imagination and discover the possibilities that await at this exceptional Windermere property. *Aerial photo property lines are an estimate and to be verified by buyer.

1452 Dingens Avenue, Windermere

$610,000

3 Beds ⋅ 2 Baths ⋅ O6426722 MLS

Welcome to 7222 Still Pond Lane, a beautifully maintained 3-bedroom, 2-bath home offering 2,066 square feet of thoughtfully designed living space in the highly desirable Ashlin Park community. Built in 2016, this home combines modern finishes, excellent condition, and an outstanding location in one of Windermere's most sought-after neighborhoods, where homes are rarely available. Inside, the home has been exceptionally well cared for and is truly move-in ready, allowing its next owner to settle in with confidence. A a functional split floor plan layout designed for both everyday living and entertaining, complemented by granite countertops and engineered hardwood floors bring warmth and character to the main living areas. Step outside to a fully fenced backyard that provides privacy and space to relax, play, or entertain. Ashlin Park residents enjoy a variety of community amenities, including a resort-style pool, clubhouse, and playground, all contributing to the neighborhood's welcoming atmosphere. The location is hard to beat, with convenient access to shopping, dining, major roadways, and the growing Horizon West area. Zoned for Windermere High School and Horizon West Middle School, this home offers an exceptional combination of quality, convenience, and community. If you've been waiting for an opportunity to own in Ashlin Park, this is one you won't want to miss.

7222 Still Pond Lane, Windermere

$1,275,000

5 Beds ⋅ 3 Baths ⋅ O6426164 MLS

Virtually Staged. **SANDY SHORES SANCTUARY** A rare 1934 Windermere Landmark on the Butler Chain of Lakes. Rich in history and timeless charm, this one-of-a-kind canal-front home offers a rare opportunity to own a piece of Old Windermere. Privately nestled beneath a canopy of oak trees in the exclusive Sandy Shores enclave, one of Windermere's most private waterfront communities, this 5-bedroom, 3-bath residence offers direct canal access to Lake Butler. Blending historic charm with modern comfort, the home has been thoughtfully updated with a remodeled kitchen and bathrooms, 2024 HVAC systems, a 2017 roof, 2021 & 2017 water heaters, a 2020 septic drain field, and a 2026 well tank. Relax on the screened-in porch or waterfront deck while enjoying peaceful canal views, all with no HOA and just minutes from downtown Windermere, Windermere Preparatory School, championship golf, upscale dining, and Orlando's premier attractions. This is an extraordinary opportunity where history, privacy, and lakefront living converge.

12085 Sandy Shores Drive, Windermere

$1,595,000

4 Beds ⋅ 4 Baths ⋅ O6425494 MLS

Welcome to this impeccably designed, all-on-one-floor luxury custom home located in one of the most sought-after gated communities of Windermere, Casa Del Lago, where timeless Mediterranean architecture meets refined Florida living. This exceptional home offers four bedrooms and four full bathrooms and is thoughtfully designed with custom details, designer features, modern décor, graceful indoor-outdoor flow, and resort-style outdoor living. From the moment you arrive, the home makes a lasting impression with its classic barrel tile roof, stone-accented exterior, brick-paved driveway, lush landscaping, and charming private courtyard entry. Inside, you are greeted with style and elegance, welcomed by soaring ceilings, elegant archways, rich crown molding, designer lighting, beautiful travertine flooring throughout the main living areas, and hardwood flooring in the bedrooms. The bright and inviting formal living and piano room features tray ceiling details and expansive sliding glass doors that open to the covered lanai and pool area, creating a seamless connection between indoor comfort and outdoor relaxation. The open layout flows beautifully into the family room, making it ideal for everyday living and entertaining. The family room showcases a beautiful onyx wall with an electric fireplace and built-in surround sound system, creating a warm and elegant focal point for the home. The gourmet kitchen offers granite countertops, custom cabinetry, premium appliances, a built-in oven, microwave, refrigerator, dishwasher, disposal, gas cooking, kitchen exhaust hood, and a water filtration system. It connects to the butler’s area, which leads to the formal dining room. The private owner’s suite is thoughtfully separated from the secondary bedrooms, offering a sense of personal sanctuary and a peaceful retreat with generous space and a luxurious bathroom featuring dual vanities, a garden tub, and a frameless glass shower. Additional bedrooms provide comfort and flexibility for family, guests, or a home office. The home also features custom built-in closet shelving, providing excellent storage and organization. The outdoor living area is truly special, featuring a screened covered lanai with rich wood ceiling detail, built-in surround sound system, gas grill, outdoor vent hood, dining area, and lounge space overlooking the sparkling heated pool and jacuzzi/spa. Surrounded by tropical landscaping, palm trees, privacy walls, fencing, water features, and multiple seating areas, the backyard creates a private resort-style setting perfect for relaxing, entertaining, and enjoying beautiful Florida evenings — with the added charm of being close enough to enjoy Disney-area fireworks. Additional upgrades include a Tesla charger connection and thoughtful custom features throughout the home. This home offers convenient access to Disney theme parks, world-class entertainment, shopping, restaurants, major highways, and some of the area’s top public and private schools, including nearby Windermere Preparatory School. A rare opportunity to own a custom luxury home with timeless design, elegant finishes, privacy, and exceptional indoor-outdoor living in one of Central Florida’s most desirable locations. This home is truly a dream come true.

12417 Montalcino Circle, Windermere

$585,000

3 Beds ⋅ 2 Baths ⋅ O6423464 MLS

This stunning Ashton Woods home in the highly sought-after Wickham Park community of Windermere truly shows like a model. Built in 2012, this beautifully maintained single-story home offers 3 bedrooms, 2 bathrooms, and a 2-car garage. The bright, open-concept floor plan features laminate flooring and is perfect for both everyday living and entertaining. The chef’s kitchen boasts granite countertops, 42-inch cabinetry, stainless steel appliances, a custom tile backsplash, stylish pendant lighting, and a large center island with plenty of prep space and seating. The spacious owner’s retreat offers elegant tray ceiling with crown molding, walk-in closet, a soaking garden tub, and a separate walk-in shower. Updates include a newer A/C system (approximately 2½ years old), range & refrigerator (3 yrs old), exterior paint completed in 2023, and a roof replacement scheduled by the HOA in an upcoming phase. The backyard is your own private oasis. It's fully enclosed with vinyl privacy fencing, and enhanced with mature landscaping and accent lighting, creating a peaceful retreat for relaxing or entertaining, and making lasting memories. The resort-style saltwater pool, built in 2016, features a beautiful pebble finish and is surrounded by an expansive paver deck. From the front yard you can watch Disney’s fireworks every evening from your own driveway. Or take an after dinner stroll around the walking trail surrounding the lake across the street. Enjoy a truly low-maintenance lifestyle with HOA dues that include lawn care, shrub maintenance, fertilization, pest control, mulching, termite bond coverage, exterior painting, and roof replacement. Residents also enjoy access to Wickham Park’s community pool, clubhouse, gazebo, and open green spaces. Ideally located just minutes from Walt Disney World, Disney Spring, Universal Orlando, Winter Garden Village, Lakeside Village, and Westside shopping and dining destinations, this home is also zoned for highly rated schools. This move-in-ready home offers the perfect blend of luxury, convenience, and carefree Florida living. **Schedule your private showing today!**

12789 Bosworth Avenue, Windermere

$1,595,000

5 Beds ⋅ 4 Baths ⋅ O6425396 MLS

Welcome to The Reserve at Lake Butler Sound, one of Windermere's most prestigious 24-hour guard-gated luxury communities, where estate homes, tree-lined streets, and access to the renowned Butler Chain of Lakes create an unmatched lifestyle. Perfectly positioned on over half an acre at the end of a quiet cul-de-sac, this impeccably maintained 5-bedroom, 3.5-bath residence offers more than 3,750 square feet of thoughtfully designed single-story living with timeless architecture and sophisticated modern finishes. A paver driveway, mature tropical landscaping, and stately columns create an unforgettable first impression. Inside, grand beveled-glass French doors open to soaring ceilings, elegant architectural details, and expansive sightlines that lead directly to the screened pool and spa with a beautiful ceramic tiled deck, creating a seamless connection between indoor and outdoor living. Designed for both everyday comfort and elegant entertaining, the executive open-concept floor plan features formal living and dining spaces accented by tray ceilings, custom lighting, and graceful archways. Rich wood flooring, abundant natural light, and refined finishes elevate every room. At the heart of the home, the chef's kitchen is as functional as it is beautiful, featuring granite countertops, generous prep space, a large breakfast bar, natural gas counter top and a bright breakfast nook overlooking the outdoor pool and living area. The kitchen flows seamlessly into the spacious family room, where a cozy natural gas fireplace creates the perfect gathering space for family and guests. Privately tucked away, the owner's suite serves as a luxurious retreat with travertine flooring, dual custom walk-in closets, and a spa-inspired bath complete with dual vanities, an oversized walk-in shower with dual shower heads, and a convenient wet bar. An adjoining flex space offers endless possibilities as a private office, fitness room, reading lounge, or nursery. The secondary bedrooms are thoughtfully positioned for privacy and functionality, featuring a Jack-and-Jill bathroom, an additional full bath, and spacious accommodations for family or guests. A dedicated office at the front of the home functions as a fifth bedroom, providing exceptional flexibility for today's lifestyle. Step outside to your private backyard oasis, where the screened pool and spa are surrounded by lush landscaping, ambient lighting, and an expansive covered lanai—perfect for entertaining year-round or enjoying peaceful Florida evenings. Living in Lake Butler Sound means more than owning an exceptional home—it's embracing one of Central Florida's most coveted luxury lifestyles. Residents enjoy 24-hour guarded security, a private community fishing pier on Lake Butler, beautifully maintained parks and green spaces, and proximity to the Butler Chain of Lakes, one of Florida's most desirable chains for boating, skiing, paddleboarding, and waterfront recreation. The community is also zoned for top-rated schools and is just minutes from downtown Windermere, Restaurant Row, world-class golf, major highways, Orlando's premier attractions, and an exceptional collection of luxury shopping and dining. This is a rare opportunity to own an elegant estate in one of Windermere's most sought-after luxury communities, where privacy, location, and lifestyle come together in perfect harmony.

6533 Cartmel Ln, Windermere

$2,500,000

6 Beds ⋅ 4 Baths ⋅ O6418226 MLS

MULTI-GENERATIONAL LUXURY LAKEFRONT LIVING. Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximately 88-acre, spring-fed lake with private access. Located in the desirable Gotha/Windermere area, this exceptional property offers rare peace and privacy while remaining convenient to Southwest Orlando’s renowned theme parks, premier shopping, Downtown Orlando, Orlando International Airport, highly regarded schools, and the Florida Turnpike. Mature trees, lush gardens, and thoughtfully designed outdoor spaces create a setting that feels secluded, established, and distinctly Florida. An antique church door provides a memorable entrance, setting the tone for a residence that blends refined finishes, distinctive character, and comfortable everyday living. The main residence features four bedrooms, two full bathrooms, and an expansive open-concept living area designed for entertaining while showcasing beautiful lake views. The oversized great room offers multiple gathering spaces, including a billiards area, a large television and game-day space, a generous dining area, and an impressive chef-inspired kitchen. At the center of the kitchen is an abundant quartz-topped island offering extensive workspace, seating, and a natural gathering place where guests can connect while meals are prepared. High-end flooring throughout the main home includes polished ceramic tile, travertine, and solid wood, while newer energy-efficient windows and doors enhance comfort and efficiency. The primary suite is a magazine-worthy addition created as a private lakeside sanctuary. Cathedral ceilings, polished ceramic tile flooring, expansive lake views, and a flexible sitting or exercise area create an open and relaxing environment. Two oversized custom closets provide exceptional storage. The luxurious bathroom features floor-to-ceiling ceramic tile, quartz countertops, an oversized porcelain soaking tub, and a spacious walk-in shower room. Four distinctive outdoor living areas invite you to enjoy the property throughout the year. Gather around the fire in the stone-paver garden area, relax within the private walled courtyard surrounded by potted plants and the soothing sound of a water fountain, or spend the day along the expansive backyard and private boat dock. The recently updated infinity-edge pool and heated spa overlook the lake, creating a resort-style setting for relaxing, entertaining, and enjoying unforgettable sunsets. A separate guest residence adds tremendous flexibility and privacy. Complete with two bedrooms, two bathrooms, a kitchen, and a living area, it is ideal for multigenerational living, extended guests, or an on-site caretaker. A private gated driveway and abundant parking accommodate multiple vehicles with ease. Combining two complete residences, more than an acre of lakefront land, exceptional outdoor living, mature landscaping, and private access to Lake Olivia, this one-of-a-kind estate offers a lifestyle rarely available in Central Florida.

1629 Hempel Avenue, Windermere

Windermere Homes with One Story Style

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