Windermere Homes with One Story Style

Windermere Homes with One Story Style

Welcome to Windermere, a charming town located in Orange County, Florida. Known for its picturesque landscapes and serene atmosphere, Windermere offers residents a perfect blend of small-town charm and modern conveniences.

If you're looking for homes with a true one-story style, Windermere has a variety of options to choose from. Whether you're a first-time homebuyer, a retiree looking to downsize, or simply prefer the ease and accessibility of a single-story layout, Windermere has something for everyone.

One-story homes in Windermere often feature open floor plans, spacious living areas, and convenient layouts that cater to a comfortable and relaxed lifestyle. With beautiful exteriors and well-designed interiors, these homes offer the perfect combination of style and functionality.

Living in Windermere means enjoying a close-knit community, top-rated schools, and easy access to outdoor activities such as boating, fishing, and hiking. With its proximity to Orlando and all its attractions, Windermere provides the ideal balance of tranquility and excitement.

Whether you're looking to settle down or simply seeking a peaceful retreat, Windermere's one-story homes are sure to meet your needs and exceed your expectations. Come explore the beauty and charm of Windermere – the perfect place to call home.

Newest Windermere Homes with One Story Style

$2,240,000
4 Beds ⋅ 6 Baths ⋅ O6434011 MLS
Welcome to Keene’s Pointe - 24-hour gated/attended golf community situated around The Golden Bear Club, an 18-hole Jack Nicklaus golf course featuring golf, tennis, fitness, dining and swimming. This custom home positioned on a private lot overlooking the sixth hole offers single-story living with a split floor plan. Designed with function in mind, the primary suite and office are situated on one side for added privacy, while three additional bedroom en-suites and the laundry room are located on the opposite side. A double-door invites you into the formal living and dining room with wet bar. Quality finishes throughout, including 8-foot interior doors, custom woodwork and detailed ceiling designs, custom drapes and power blinds, camera system, and much more. The kitchen is equipped with stainless appliances, granite countertops, cooking island, spacious breakfast bar, a hidden walk-in pantry, and a built-in desk area. The family room features a stone gas fireplace with built-in cabinetry and flows naturally into the bonus room with half bath boasting beautiful wood paneled walls, perfect for use as a media room, playroom, or game room. The primary suite includes a sitting area, a 16x13 custom closet, and a well-appointed bathroom with jetted tub, walk-in shower, and dual vanities with makeup area. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for entertaining and functionality, with heated pool and spa with rock waterfall and fountains and summer kitchen with grill, sink and an area for a beverage refrigerator. The fenced back yard is private with a putting green, mosquito misting system and fire pit. Enjoy nightly Disney fireworks visible from the living room, primary bedroom, kitchen, and outdoor living space. The low-maintenance exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Conveniently located to shopping, dining, expressways, tourist attractions and top-rated public and private schools, this highly desired community has it all!

6102 S Hampshire Ct, Windermere
$975,000
3 Beds ⋅ 3 Baths ⋅ O6433478 MLS
Welcome to this beautifully updated home situated on a full 1-acre homesite in a highly desirable, established community surrounded by mature trees. Enjoy access to the Butler Chain of Lakes for just $100 annually, offering an incredible opportunity for boating, fishing, and the Florida lake lifestyle. Inside, the home features a spacious open layout with an updated kitchen, white cabinetry, stone countertops, stainless-steel appliances, and a large island overlooking the living area. A rare double primary suite configuration provides exceptional flexibility for guests, multigenerational living, or a private retreat. The home also offers three full bathrooms, including beautifully updated baths with spacious walk-in showers. Two separate A/C systems help keep the home comfortable year-round. Generous living spaces and large bedrooms provide plenty of room to spread out. Outside, the acre-sized property and mature trees offer privacy and space that are increasingly hard to find. Add in an outstanding location with convenient access to shopping, dining, entertainment, and area attractions, and this home truly delivers. One-acre living, Butler Chain access, and a fantastic location—this is Florida living at its best.

9600 Ambleside Drive, Windermere
$749,000
4 Beds ⋅ 3 Baths ⋅ O6433234 MLS
A distinctive one-story Windermere retreat in Roberts Landing, set on an oversized 1.01-acre corner parcel with peek-a-boo lake views. The split-bedroom floor plan offers formal living and dining areas, an open kitchen/family-room configuration, high ceilings, crown molding and a wood-burning fireplace. French and sliding doors open to an expansive screened outdoor living area featuring a private pool, outdoor kitchen, grill, propane fire pit and dedicated dog run. The property also offers mature landscaping, oak and fruit trees, a workshop area, EV charging and substantial usable land. Be in one of the best school districts in Central Florida and in the highly desirable area of Windermere. Be close to everything but feel like you are miles away from the crowds. House was photographed with furniture but house is currently empty.

9237 Mcdavid Court, Windermere
$525,000
3 Beds ⋅ 2 Baths ⋅ A4702367 MLS
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
$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
$699,000
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
$570,000
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
$360,000
2 Beds ⋅ 2 Baths ⋅ O6425518 MLS ⋅ N/A BLDG.
Location, Location, Location! Welcome to this charming one-story end-unit townhome in the highly desirable Summerport community of Windermere! Ideally situated to Keene's Crossing Elementary School and the community's exceptional amenities. The open-concept floor plan creates a bright, spacious atmosphere, seamlessly connecting the living room, dining area, and kitchen—perfect for everyday living and entertaining. The generously sized eat-in kitchen features a breakfast bar, LG appliances, 42-inch cabinetry, granite countertops, tile flooring, an attractive art niche, and French doors that open to a covered, screened porch. The primary suite boasts a double tray ceiling, walk-in closet, dual vanities, a relaxing soaking tub, and a linen closet. The secondary bedroom is conveniently located adjacent to the guest bathroom. Additional highlights include an inside laundry room with Maytag washer and dryer included, a spacious rear-entry two-car garage, and all ceiling fans, light fixtures, and window treatments conveying with the sale. Summerport residents enjoy an impressive array of amenities, including a clubhouse, resort-style pool, fitness center, tennis courts, basketball and volleyball courts, scenic walking trails, fishing docks, playgrounds, and more. Conveniently located near SR 429, Hamlin Town Center shopping, dining, world-famous theme parks, and countless Central Florida attractions, this home truly offers the perfect combination of location, lifestyle, and value!

14250 Sonco, Windermere
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