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Photos coming soon! Welcome to your new home in the historic, golf-cart-friendly Town of Windermere! Nestled on a 0.29-acre corner lot shaded by mature trees, this charming 1-story block home offers 3 bedrooms, 2 bathrooms, and 1,834 square feet of flexible living space on one of Windermere’s beloved dirt roads. Step inside to find an open-concept floor plan designed for effortless entertaining. The oversized main living room serves as a blank canvas, highlighted by a cozy fireplace that anchors the gathering area. Transition seamlessly into the expansive kitchen—a chef’s dream packed with extensive prep space. The hallway in the center of the house leads to two generous bedrooms and a full guest bathroom, while the rear primary suite serves as a quiet retreat complete with an en-suite bathroom. The entire home is fully wired for AT&T high-speed fiber internet, making remote work a breeze. Your private oasis awaits outside. Enjoy a dedicated 36’ x 40' sports court equipped with a basketball hoop, ping pong table, and pickleball net — the ultimate setup for weekend matches and entertaining. Afterward, unwind on your screened back porch. Experience additional peace of mind with an extensive list of structural and mechanical updates: Water Treatment & Softener System (08/2026, incl. transferable warranty) Well Pump (07/2024) Exterior Paint (01/2023) New Attic Insulation (2023) Electric Water Heater (03/2022) New Electric Panel ( 03/2023) Metal Roof (11/2017) HVAC System (06/2014) Double Pane Windows (2012) ?Living in the heart of Windermere means you are just a short walk or golf-cart ride from boutique shopping, weekly farmers markets, and local dining. Best of all, residents enjoy exclusive access to private neighborhood boat ramps to launch into the pristine Butler Chain of Lakes, as well as nearby tennis courts and waterfront parks. Zoned for top-rated public schools including Windermere Elementary. ?Don't miss this rare opportunity to live the ultimate lake-community lifestyle!

3 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Photos coming soon! Welcome to your new home in the historic, golf-cart-friendly Town of Windermere! Nestled on a 0.29-acre corner lot shaded by mature trees, this charming 1-story block home offers 3 bedrooms, 2 bathrooms, and 1,834 square feet of flexible living space on one of Windermere’s beloved dirt roads. Step inside to find an open-concept floor plan designed for effortless entertaining. The oversized main living room serves as a blank canvas, highlighted by a cozy fireplace that anchors the gathering area. Transition seamlessly into the expansive kitchen—a chef’s dream packed with extensive prep space. The hallway in the center of the house leads to two generous bedrooms and a full guest bathroom, while the rear primary suite serves as a quiet retreat complete with an en-suite bathroom. The entire home is fully wired for AT&T high-speed fiber internet, making remote work a breeze. Your private oasis awaits outside. Enjoy a dedicated 36’ x 40' sports court equipped with a basketball hoop, ping pong table, and pickleball net — the ultimate setup for weekend matches and entertaining. Afterward, unwind on your screened back porch. Experience additional peace of mind with an extensive list of structural and mechanical updates: Water Treatment & Softener System (08/2026, incl. transferable warranty) Well Pump (07/2024) Exterior Paint (01/2023) New Attic Insulation (2023) Electric Water Heater (03/2022) New Electric Panel ( 03/2023) Metal Roof (11/2017) HVAC System (06/2014) Double Pane Windows (2012) ?Living in the heart of Windermere means you are just a short walk or golf-cart ride from boutique shopping, weekly farmers markets, and local dining. Best of all, residents enjoy exclusive access to private neighborhood boat ramps to launch into the pristine Butler Chain of Lakes, as well as nearby tennis courts and waterfront parks. Zoned for top-rated public schools including Windermere Elementary. ?Don't miss this rare opportunity to live the ultimate lake-community lifestyle!

104 E 11th Avenue, Windermere

$850,000

Exceptional opportunity in the heart of historic Windermere! Priced to sell, this desirable 0.38-acre cleared lot offers an incredible opportunity to build your dream home in one of Central Florida's most sought-after communities. Approved building plans are included (see attachments), making it easier to bring your vision to life. Ideally located on Main Street, just steps from downtown Windermere, local parks, and the Butler Chain of Lakes. Enjoy the charm of this exclusive community, with convenient access to top-rated schools, fine dining, shopping, and Orlando's attractions. Don't miss this opportunity to secure a prime piece of Windermere real estate at an attractive price!

Windermere Town SubDv. ⋅ 34786 Zip Code

Exceptional opportunity in the heart of historic Windermere! Priced to sell, this desirable 0.38-acre cleared lot offers an incredible opportunity to build your dream home in one of Central Florida's most sought-after communities. Approved building plans are included (see attachments), making it easier to bring your vision to life. Ideally located on Main Street, just steps from downtown Windermere, local parks, and the Butler Chain of Lakes. Enjoy the charm of this exclusive community, with convenient access to top-rated schools, fine dining, shopping, and Orlando's attractions. Don't miss this opportunity to secure a prime piece of Windermere real estate at an attractive price!

116 Main Street, Windermere

$900,000

Build Your Dream Home in the Heart of Downtown Windermere! An incredible opportunity awaits on this desirable 0.38-acre corner lot with NO HOA, perfectly situated in the charming heart of Downtown Windermere! This exceptional vacant homesite offers a fantastic head start toward building your dream home, with approved building plans included in the sale, along with completed septic and well permits. Enjoy the perfect combination of small-town charm, outdoor recreation, and everyday convenience in one of Central Florida's most sought-after communities. Embrace the wonderful Windermere lifestyle with access to several resident-only parks featuring playgrounds, picnic and barbecue areas, beach volleyball, tennis, and frisbee golf. For those who love being on the water, launch your boat onto Lake Bessie, Lake Butler, or the renowned Butler Chain of Lakes and enjoy endless opportunities for boating, fishing, and soaking up the Florida sunshine. Just a leisurely stroll away, picturesque Downtown Windermere offers charming boutique shops, a variety of dining options, and a welcoming community atmosphere. Enjoy local favorites such as the weekly Farmers Market, Food Truck Nights, and seasonal events that bring the community together throughout the year. For additional shopping, dining, and entertainment, The Grove Orlando and Winter Garden Village at Fowler Groves are just a short drive away, featuring an impressive selection of popular retailers and restaurants. Rarely does an opportunity like this come along! With its prime downtown location, generous corner lot, no HOA, and the added convenience of approved building plans and completed septic and well permits, this property provides an exceptional opportunity to bring your vision to life. Build the home you've always dreamed of and experience the very best of the Windermere lifestyle!

Windermere Town SubDv. ⋅ 34786 Zip Code

Build Your Dream Home in the Heart of Downtown Windermere! An incredible opportunity awaits on this desirable 0.38-acre corner lot with NO HOA, perfectly situated in the charming heart of Downtown Windermere! This exceptional vacant homesite offers a fantastic head start toward building your dream home, with approved building plans included in the sale, along with completed septic and well permits. Enjoy the perfect combination of small-town charm, outdoor recreation, and everyday convenience in one of Central Florida's most sought-after communities. Embrace the wonderful Windermere lifestyle with access to several resident-only parks featuring playgrounds, picnic and barbecue areas, beach volleyball, tennis, and frisbee golf. For those who love being on the water, launch your boat onto Lake Bessie, Lake Butler, or the renowned Butler Chain of Lakes and enjoy endless opportunities for boating, fishing, and soaking up the Florida sunshine. Just a leisurely stroll away, picturesque Downtown Windermere offers charming boutique shops, a variety of dining options, and a welcoming community atmosphere. Enjoy local favorites such as the weekly Farmers Market, Food Truck Nights, and seasonal events that bring the community together throughout the year. For additional shopping, dining, and entertainment, The Grove Orlando and Winter Garden Village at Fowler Groves are just a short drive away, featuring an impressive selection of popular retailers and restaurants. Rarely does an opportunity like this come along! With its prime downtown location, generous corner lot, no HOA, and the added convenience of approved building plans and completed septic and well permits, this property provides an exceptional opportunity to bring your vision to life. Build the home you've always dreamed of and experience the very best of the Windermere lifestyle!

105 Forest Street, Windermere

$1,388,000

Virtually Staged. Owner/developer is swamped with other projects currently... BOAT INCLUDED IN PURCHASE PRICE: Recent appraisal $1.6M. Although the value is heavily weighted towards the land this home is move-in-ready. A $3.5M modern home has been approved for building and permits are in place but the buyer has the flexibility to leave the house as-is, renovate it, build the already approved home, or bring their own builder to build their dream home. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere. Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. The current home is in good condition and ready to move in. The interior showcases a refined yet comfortable cabin style with some modern flair and a open-concept layout, four bedrooms and thoughtfully updated living spaces. A beautifully appointed kitchen features custom cabinetry, quartz surfaces, and premium appliances, while restored hardwood flooring adds timeless character throughout. The primary suite opens to a private balcony overlooking the water, creating a serene retreat. Outdoors, the property offers a fenced yard and a rare combination of circular driveway and rear-access garage. Just moments from Windermere’s parks, tennis courts, farmers market, and private boat ramp, this home embodies the charm and lifestyle of lakefront living in one of Central Florida’s most desirable communities. There is an option to build a new home and boat dock, Permits have been approved to build a new modern home 3,500sf and 900sf covered boat dock with lift.

4 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Virtually Staged. Owner/developer is swamped with other projects currently... BOAT INCLUDED IN PURCHASE PRICE: Recent appraisal $1.6M. Although the value is heavily weighted towards the land this home is move-in-ready. A $3.5M modern home has been approved for building and permits are in place but the buyer has the flexibility to leave the house as-is, renovate it, build the already approved home, or bring their own builder to build their dream home. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere. Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. The current home is in good condition and ready to move in. The interior showcases a refined yet comfortable cabin style with some modern flair and a open-concept layout, four bedrooms and thoughtfully updated living spaces. A beautifully appointed kitchen features custom cabinetry, quartz surfaces, and premium appliances, while restored hardwood flooring adds timeless character throughout. The primary suite opens to a private balcony overlooking the water, creating a serene retreat. Outdoors, the property offers a fenced yard and a rare combination of circular driveway and rear-access garage. Just moments from Windermere’s parks, tennis courts, farmers market, and private boat ramp, this home embodies the charm and lifestyle of lakefront living in one of Central Florida’s most desirable communities. There is an option to build a new home and boat dock, Permits have been approved to build a new modern home 3,500sf and 900sf covered boat dock with lift.

212 W 1st Avenue, Windermere

$1,089,000

A beautiful home in the heart of downtown Windermere, this property offers four bedrooms and three bathrooms with a perfect blend of comfort, style, and convenience. The main residence features hardwood floors throughout, spacious living areas, and large sliding doors that open to a serene, beautiful backyard — ideal for both entertaining and unwinding. An added highlight is the fully equipped separate dwelling on the property offering a private one-bedroom, one-bathroom space perfect for entertaining, or a home office/gym. Situated just minutes from local shops, parks, boat ramps, and the renowned Windermere Chain of Lakes, this home places the best of the area right at your doorstep.

4 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

A beautiful home in the heart of downtown Windermere, this property offers four bedrooms and three bathrooms with a perfect blend of comfort, style, and convenience. The main residence features hardwood floors throughout, spacious living areas, and large sliding doors that open to a serene, beautiful backyard — ideal for both entertaining and unwinding. An added highlight is the fully equipped separate dwelling on the property offering a private one-bedroom, one-bathroom space perfect for entertaining, or a home office/gym. Situated just minutes from local shops, parks, boat ramps, and the renowned Windermere Chain of Lakes, this home places the best of the area right at your doorstep.

715 Magnolia Street, Windermere

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