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6752 Trellis Vine Loop, Windermere
$930,000
5 Beds ⋅ 4 Baths ⋅ Windstone SubDv. ⋅ 34786 Zip Code
Virtually Staged. Rare Privacy. Exceptional Space. The Windermere Lifestyle You've Been Waiting For. Experience one of Windermere's most unique opportunities to own a spacious, modern home with a level of privacy rarely found in today's market. Situated on a premium homesite with no rear neighbors, no front-facing neighbors, and no neighbor on the left side, this beautifully designed residence offers the perfect balance of comfort, flexibility, and tranquility. Inside, you'll discover over 3,800 square feet of thoughtfully designed living space featuring 5 bedrooms, 4 bathrooms, and two bonus rooms, including a dedicated media room ideal for movie nights, gaming, fitness, or a home office setup. The heart of the home is a gourmet-inspired kitchen that seamlessly connects to the expansive living and family rooms, creating an inviting space for entertaining and everyday living. Natural light fills the open-concept layout, while generously sized bedrooms and walk-in closets provide comfort and functionality for every member of the household. A private guest suite with its own en-suite bath offers an ideal setup for visiting guests, extended family, or multi-generational living. Step outside to an oversized backyard with endless possibilities. Whether you're envisioning a resort-style pool, outdoor kitchen, firepit lounge, or lush garden retreat, this outdoor space is ready to become your personal oasis. Located in the desirable Windstone community, just minutes from Disney, world-class attractions, shopping, dining, and top Central Florida conveniences, this home offers the rare combination of privacy, location, and room to grow. More than a home, this is the lifestyle upgrade you've been searching for.

6752 Trellis Vine Loop, Windermere

13596 Gorgona Isle Drive, Windermere
$1,296,000
6 Beds ⋅ 5 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code
Stunning Two-Story Pool Home in Prime Windermere Location Welcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality. The primary suite is a true retreat, featuring a spacious layout and a walk-in closet, while the remaining bedrooms are equipped with built-in closets for added convenience and organization. The home offers 4 full bathrooms and 1 half bathroom, thoughtfully designed to accommodate both residents and guests with ease. As you enter, you are welcomed by an open floor plan enhanced by high ceilings that create a bright and expansive atmosphere throughout. The living room and dining room are impressively spacious, perfect for entertaining or enjoying everyday living in style. The beautifully designed kitchen features solid wood cabinets, stone countertops, and included appliances, combining timeless finishes with modern practicality. Step outside to your private outdoor oasis, where a fully equipped outdoor kitchen overlooks a large and stunning in-ground private pool. This space is ideal for hosting gatherings, relaxing, and enjoying Florida living year-round. The home also includes a 2-car attached garage and is located in a prime area with easy access to major roads and top-rated schools. This is a rare opportunity to own a remarkable home in one of Windermere’s most sought-after locations. Schedule your private showing today and experience everything this exceptional property has to offer.

13596 Gorgona Isle Drive, Windermere

13339 Roskin Lane, Windermere
$679,999
4 Beds ⋅ 3 Baths ⋅ Lake Sawyer South Ph 01 SubDv. ⋅ 34786 Zip Code
Your Windermere lifestyle starts here. This beautifully designed 4 Bed 2.5 Bath home with nearly 3,000 square feet combines space, savings, and an unbeatable location.From the moment you walk in, you'll appreciate the flexible layout featuring a private home office, expansive upstairs loft, oversized bedrooms, and a spacious primary suite designed for comfort. Whether you're working from home, hosting family, or simply looking for room to grow, this home adapts to your lifestyle. Love to entertain? Step outside to your fully fenced backyard complete with an outdoor kitchen and authentic brick oven. The perfect setting for weekend BBQs, pizza nights, holidays, and year-round Florida living. One of the home's biggest advantages is its solar panels, helping reduce monthly electric costs while providing long-term protection against rising utility rates. It's an investment that continues to pay you back month after month! Location is everything, and this one delivers. You're just 4 minutes from highly sought after Windermere High School, zoned for top-rated schools, approximately 15 minutes from Walt Disney World, with Disney fireworks often visible from the neighborhood. Enjoy quick access to Winter Garden, Hamlin, shopping, restaurants, major highways, and countless entertainment options, all while benefiting from a community with low HOA fees and no CDD. Homes that combine location, space, energy efficiency, and value in the Windermere area are becoming harder to find. Don't miss your opportunity to make this one yours. Schedule your private showing today before someone else calls it home.

13339 Roskin Lane, Windermere

13519 Bicton Lane, Windermere
$689,000
4 Beds ⋅ 4 Baths ⋅ Lakes/Windermere-Peachtree SubDv. ⋅ 34786 Zip Code
Welcome to Lakes of Windermere Peachtree, a sought-after gated community where luxury living meets unbeatable Central Florida convenience. This 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully designed living space, a 3-car garage, and a brand-new roof and windows, giving buyers peace of mind and long-term value from day one. One of the most coveted features of this Windermere property is the nightly Walt Disney World fireworks view directly from your front porch, a truly magical experience exclusive to a handful of Central Florida homes. Out back, a private retreat awaits with a custom putting green perfect for golf enthusiasts, weekend entertaining, or simply unwinding in your own backyard oasis. Inside, an open-concept floor plan seamlessly connects the living, dining, and kitchen areas, ideal for modern family living and effortless entertaining. Upstairs, a generous bonus loft adds versatile flex space: use it as a media room, home office, playroom, or secondary lounge. The layout blends timeless style with the modern upgrades today's buyers expect. Residents enjoy resort-style amenities including a community pool, clubhouse, scenic walking paths, and a gazebo, all within a private gated setting. Zoned for top-rated Windermere schools and just minutes from Walt Disney World Orlando, Disney Springs, world-class dining, shopping, and major highways (I-4, SR-429), this home delivers the lifestyle Central Florida buyers are searching for. NEW WINDOWS | NEW ROOF | PUTTING GREEN | OFFERING CREDIT TOWARDS CLOSING FOR BUYERS *

13519 Bicton Lane, Windermere

8225 Bryce Canyon Avenue, Windermere
$560,000
4 Beds ⋅ 3 Baths ⋅ Windermere Trls Ph 3b SubDv. ⋅ 34786 Zip Code
Beautiful 4-Bedroom Home in Windermere, FL – Prime Location and Comfort for the Whole Family! Discover this amazing home located in one of Florida’s most desirable neighborhoods – Windermere! Featuring 4 spacious bedrooms, 2 full bathrooms and a half bath, this property offers the ideal space and layout for families seeking comfort and quality of life. The home is vacant and move-in ready, perfect for those looking to relocate quickly and easily! Located in a gated community with excellent recreational amenities, you'll enjoy access to a pool, playground, sports courts, and more – all in a warm, family-friendly environment. Close to major supermarkets, local shops, hospitals, and shopping centers Easy access to main roads and highways Situated in an area with A-rated schools, ideal for families who value top-quality education If you're looking for a complete home in a highly sought-after area with everything nearby, this is the perfect opportunity. Schedule your visit today and come see this charming home in Windermere for yourself

8225 Bryce Canyon Avenue, Windermere

713 Main Street, Windermere
$1,999,000
6 Beds ⋅ 6 Baths ⋅ Windermere SubDv. ⋅ 34786 Zip Code
SIGNIFICANT PRICE IMPROVEMENT! 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. 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....

713 Main Street, Windermere

4415 Blue Major Drive, Windermere
$779,900
5 Beds ⋅ 3 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code
This beautiful move-in-ready two-story home in the highly desirable Summerport community of Windermere offers an exceptional combination of renovated interiors, versatile living spaces, and resort-style amenities. The renovated kitchen features brand-new gray travertine countertops, a natural gas range, stainless-steel appliances, a coffee and wine station, and a large center island with breakfast bar. Both upstairs bathrooms have also been renovated with Galaxy stone from floor to ceiling, and one includes a high-tech self-flushing toilet. Fresh neutral paint, added recessed lighting downstairs, luxury vinyl flooring in the main living areas, recently replaced upstairs flooring, and abundant natural light enhance the home’s modern appeal. The upstairs theater is designed for memorable movie nights and entertaining, with four cinema chairs and an oversized 9-foot projection screen. Sliding glass doors open to a screened lanai and gazebo, while the beautifully maintained lawn, landscaping, and private backyard create an inviting setting for outdoor dining, entertaining, and relaxation. The open floor plan includes a dramatic cathedral ceiling, spacious family room, kitchen, and dinette area. Four bedrooms and two full bathrooms are located upstairs. The fifth bedroom is downstairs and has direct access to the third full bathroom, making it ideal for guests, multigenerational living, or a home office. The primary suite includes an enormous walk-in closet and en-suite bathroom with a double-bowl vanity, private water closet, soaking tub, and separate shower. The garage includes a new independent ductless mini-split air-conditioning system and is currently configured as a music studio and recording/TV production space. It can easily be adapted for storage, a gym, workshop, recreation area, or additional creative space. Two newer air-conditioning units were installed in 2021 and June 2022. The roof was replaced in September 2023 and includes a lifetime warranty. The water heater was replaced on October 18, 2026, and remains under warranty. The seller is a medical professional relocating due to a hospital transfer. Summerport amenities include a clubhouse, oversized pool, tennis and pickleball courts, basketball courts, fitness room, and walking and jogging paths. The home is conveniently located near top-rated schools, shopping, dining, Disney attractions, Downtown Orlando, and Orlando International Airport.

4415 Blue Major Drive, Windermere

1361 Whitney Isles Drive, Windermere
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Whitney Isles/Belmere Ph 02 SubDv. ⋅ 34786 Zip Code
Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated, this home features new flooring, a kitchen, bathrooms, and both interior and exterior paint, perfectly combining technology, comfort, and sophistication. The integrated sound system extends throughout the house, while the gourmet kitchen impresses with a ceramic range, built-in refrigerator, quartz countertops, and LED lighting. Motorized cabinets, a built-in oven and microwave, a large pantry, and a sink with a glass washer complete this space designed for culinary enthusiasts. Also, a state-of-the-art whole-house water filtration system is installed at the main water line, treating all the water that enters the house. A newly constructed deck is ready for the installation of an oversized jacuzzi, with all plumbing already in place. Additional features such as touch-activated LED stair lighting and vitrified epoxy-coated garage flooring further elevate the living experience. The home offers spacious, bright, and contemporary living areas. The family room, filled with natural light, opens directly to the outdoor area, creating a seamless connection between indoor and garden spaces. The expansive and elegant kitchen serves as the heart of the home, ideal for family gatherings around the central island. The master suite is a true private retreat, offering serene garden views and a luxurious bathroom featuring a soaking tub, the perfect spot to unwind after a long day. The outdoor area provides a tranquil and inviting setting, ideal for family gatherings or moments of peace surrounded by nature. The outdoor kitchen also provides a 6-burner gas stove, gas grill, sink, and a mini refrigerator.

1361 Whitney Isles Drive, Windermere

8724 Peachtree Park Court, Windermere
$800,000
4 Beds ⋅ 4 Baths ⋅ Peachtree Park SubDv. ⋅ 34786 Zip Code
Recent price adjustment creates a compelling opportunity in Peachtree Park, a boutique Windermere community of just 28 homes located across from Walt Disney World. This Ashton Woods Bimini model offers 4 bedrooms, 3.5 baths, a private office, formal dining room, upstairs loft, and thoughtfully designed living spaces throughout. Highlights include wood flooring on the first level, a gourmet kitchen with quartz countertops, butler’s pantry with wine cooler, custom breakfast-nook seating, and a spacious primary suite with a custom walk-in closet. Outdoor living is a standout feature, with more than 1,000 sq. ft. of decking under screen enclosure, overlooking a peaceful pond and wooded backdrop. A rare combination of privacy, space, upgrades, and location in one of Windermere’s most distinctive communities. Schedule your private showing today.

8724 Peachtree Park Court, Windermere

1516 Hempel Avenue, Windermere
$595,000
Gotha Town SubDv. ⋅ 34786 Zip Code
Vacant Land – ½ Acre in Windermere - Property is zoned R-CE with Variance to allow construction of single family! Build your dream home or secure a smart investment in one of Central Florida’s most highly desired communities—Windermere! Spacious ½ acre lot with endless possibilities Prime location in the heart of Windermere Surrounded by A+ rated schools Easy access to shopping, dining, and major highways Rare opportunity in a highly desirable area Development plans available with owner approval. Small structure in back. Whether you’re ready to design your forever home, invest for future growth, or simply hold in a market with limited inventory, this property delivers unmatched potential in a location that buyers seek out year after year.

1516 Hempel Avenue, Windermere

Usa, Windermere
$900,000
34786 Zip Code
VALUE-ADDED Rare Opportunity to Own a Thriving, Well-Established Business! This is your chance to step into a business with an incredible 42-year legacy, serving Florida’s theme parks, luxury hotels, financial institutions, major corporations, and affluent residents both locally and beyond. With 51 years of combined service to Disney and Universal, this custom art framing company has built a reputation as a trusted leader in the industry. The business specializes in custom art framing, offering services such as shadow boxing, mirroring, linen and fabric matting, French matting, textile arts, document and archival framing, and sports memorabilia. It excels in handling unique shapes and oversized framing projects, with over 1,000 frame options available on-site and access to hundreds more. Located in an upscale area of Southwest Orange County, Florida, this business is perfectly positioned to attract a high-end clientele. No prior experience is necessary, as comprehensive training is available for the new owner. The sale includes all essential equipment and some inventory, making it a turnkey operation. Both 110 and 220 amp service in the workshop. This is also an excellent opportunity for EB-5 or E-1 visa applicants, offering a solid foundation for long-term success. Whether you’re an entrepreneur looking for a profitable venture or an investor seeking a business with untapped growth potential, this is a rare opportunity to own a well-established and highly respected company. Don’t miss out on this exceptional chance—contact us today to learn more!

Usa, Windermere

12001 Lake Butler Boulevard, Windermere
$1,775,000
3 Beds ⋅ 3 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code
Exceptional Contemporary Estate in the Heart of Windermere! Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare opportunity to enjoy luxury living in one of Central Florida’s most desirable communities. Step inside and be greeted by natural light pouring through every room, highlighting fresh interior paint (2025) and warm wood flooring. The open-concept floor plan creates an effortless flow between living, dining, and entertaining spaces, anchored by a cozy wood-burning fireplace. Offering incredible flexibility, the home features two primary suites—perfect for multi-generational living or guest accommodations—along with a dedicated flex room to adapt to your lifestyle. Designed for both relaxation and recreation, the home’s outdoor living spaces are a true highlight. A screen-enclosed pool and spa, expansive covered lanai, and lush surroundings create the perfect backdrop for year-round Florida living. For those with a passion for travel or hobbies, the oversized 48x20 recreational garage provides exceptional space for a motor coach, RV, or boat. With a brand-new roof (2025), freshly painted exterior (2025), and durable block construction, this home is move-in ready while still offering room for expansion. Located within the coveted A-rated school district, close to charming downtown Windermere, world-class golf, and renowned shopping and dining, this residence offers not just a home, but a lifestyle. Owner finance options available. Don’t miss your chance to own a piece of Windermere luxury — where contemporary elegance, everyday comfort, and premier location meet.

12001 Lake Butler Boulevard, Windermere

11923 Lake Butler Boulevard, Windermere
$1,630,000
3 Beds ⋅ 2 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code
Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large center island and ample space to prepare gourmet meals. Enjoy the Florida lifestyle year-round from the screened-in lanai overlooking the serene, tree-lined backyard. Additional highlights include a side-entry 2-car garage and a detached private workshop or storage building with electricity—perfect for hobbies, home projects, or extra storage. As a resident of the Town of Windermere, you'll enjoy exclusive access to two private boat ramps on the Butler Chain of Lakes, six lighted tennis courts, multiple parks and playgrounds, frisbee golf, and scenic lakefront beaches. The town also hosts vibrant community events including weekly farmers markets, monthly food truck nights, and seasonal festivals. Zoned for top-rated schools and just minutes from world-class golf, premier shopping and dining, hospitals, and Central Florida’s renowned theme parks, this home offers the best of both serenity and convenience. Schedule your private showing today and discover the charm and lifestyle that only Windermere can offer!

11923 Lake Butler Boulevard, Windermere

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