Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of frontage on the renowned Butler Chain of Lakes, This home offers a rare combination of luxury, privacy, space, and direct access to one of Central Florida’s most coveted boating destinations.
This beautifully appointed custom residence offers nearly 4,000 square feet of living space with four bedrooms, soaring ceilings, elegant formal living and dining areas, a spacious kitchen and family room, game room, wet bar, and a thoughtfully designed split-bedroom floor plan. Rich wood and travertine marble flooring, refined architectural details, generous windows bath the main living areas with natural light, and multiple gathering spaces create an atmosphere that is both sophisticated and inviting. A whole house natural gas generator and city water provide peace of mind knowing your family is porotected during the worst Florida storms
The primary suite is a private retreat, featuring a luxurious bath with spa-style amenities, a generous walk-in closet, and a serene connection to the surrounding grounds. The home’s open living spaces are designed for effortless entertaining, while the separate formal areas provide an elegant setting for more intimate occasions.
Outside, the property becomes a private resort. Enjoy the pool and spa surrounded by mature landscaping and expansive outdoor living areas. The private boathouse has a covered boat lift with a “Touchless” Canvas Boat cover that protects your boat from animals and the elements , 2 Jet Ski lifts, Sitting area with fan and mood lighting, Garden hose with city water for cleaning, seawall that has a small beach carved in to allow for playing in the sand of the crystal clear lake, and direct lake access make this an exceptional opportunity for boating, water sports, fishing, and sunset cruises throughout the Butler Chain.
Life here extends beyond the property itself. Located on one of Windermere’s most desirable paved streets, the home is just moments from the charm of historic downtown Windermere, with its tree-lined streets, local shops, restaurants, parks, community amenities, and small-town atmosphere. Residents enjoy the unique privilege of living among the lakes while remaining conveniently connected to Central Florida’s premier dining, shopping, entertainment, and attractions. The Town of Windermere describes its lakes as a beloved community privilege, with the Butler Chain comprising a remarkable network of interconnected waterways.
Whether you’re enjoying coffee overlooking the water, entertaining beside the pool, stepping aboard your boat for an afternoon on the chain, or returning home to the peaceful canopy of mature trees, this home embodies the very best of Windermere lakefront living.
Original house was built in 1961 but completely expanded and remodeled in 2000 – present owner made upgrades in 2023 – call for details
This beautifully appointed custom residence offers nearly 4,000 square feet of living space with four bedrooms, soaring ceilings, elegant formal living and dining areas, a spacious kitchen and family room, game room, wet bar, and a thoughtfully designed split-bedroom floor plan. Rich wood and travertine marble flooring, refined architectural details, generous windows bath the main living areas with natural light, and multiple gathering spaces create an atmosphere that is both sophisticated and inviting. A whole house natural gas generator and city water provide peace of mind knowing your family is porotected during the worst Florida storms
The primary suite is a private retreat, featuring a luxurious bath with spa-style amenities, a generous walk-in closet, and a serene connection to the surrounding grounds. The home’s open living spaces are designed for effortless entertaining, while the separate formal areas provide an elegant setting for more intimate occasions.
Outside, the property becomes a private resort. Enjoy the pool and spa surrounded by mature landscaping and expansive outdoor living areas. The private boathouse has a covered boat lift with a “Touchless” Canvas Boat cover that protects your boat from animals and the elements , 2 Jet Ski lifts, Sitting area with fan and mood lighting, Garden hose with city water for cleaning, seawall that has a small beach carved in to allow for playing in the sand of the crystal clear lake, and direct lake access make this an exceptional opportunity for boating, water sports, fishing, and sunset cruises throughout the Butler Chain.
Life here extends beyond the property itself. Located on one of Windermere’s most desirable paved streets, the home is just moments from the charm of historic downtown Windermere, with its tree-lined streets, local shops, restaurants, parks, community amenities, and small-town atmosphere. Residents enjoy the unique privilege of living among the lakes while remaining conveniently connected to Central Florida’s premier dining, shopping, entertainment, and attractions. The Town of Windermere describes its lakes as a beloved community privilege, with the Butler Chain comprising a remarkable network of interconnected waterways.
Whether you’re enjoying coffee overlooking the water, entertaining beside the pool, stepping aboard your boat for an afternoon on the chain, or returning home to the peaceful canopy of mature trees, this home embodies the very best of Windermere lakefront living.
Original house was built in 1961 but completely expanded and remodeled in 2000 – present owner made upgrades in 2023 – call for details
Property Details
Price:
$3,300,000
MLS #:
O6439554
Status:
Active
Beds:
4
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDERMERE TOWN
Neighborhood:
34786windermere
Listed Date:
Sep 5, 2026
Finished Sq Ft:
3,966
Total Sq Ft:
5,931
Lot Size:
28,894 sqft / 0.66 acres (approx)
Year Built:
2000
See this Listing
Schools
Elementary School:
Windermere Elem
Middle School:
Gotha Middle
High School:
Olympia High
Interior
Appliances
Bar Fridge, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Water Filtration System, Wine Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Marble, Travertine
Heating
Central, Electric
Interior Features
Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Architectural Style
Ranch
Attached Garage YN
1
Community Features
Lake, Public Boat Ramp, Waterfront, Golf Carts OK, Park, Playground, Racquetball, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
4
Direction Faces
South
Exterior Features
Basketball Court, Irrigation System, Lighting, Outdoor Grill
Garage Spaces
3
Parking Features
Garage Faces Side, Golf Cart Garage, Golf Cart Parking, RV Parking
Patio And Porch Features
Covered, Rear Porch, Screened
Roof
Tile
Spa Features
Heated, In Ground
View
Water
Waterfront Features
Lake, Waterfront, Lake Front, Lake – Chain of Lakes
Window Features
Insulated Windows, Shutters
Financial
Tax Year
2025
Taxes
$27,835
Map
Community
- Address515 W 2ND AVENUE WINDERMERE FL
- SubdivisionWINDERMERE TOWN
- CityWINDERMERE
- CountyOrange
- Zip Code34786
Market Summary
Current real estate data for Single Family in WINDERMERE as of Oct 18, 2026
228
Single Family Listed
122
Avg DOM
490
Avg $ / SqFt
$2,540,880
Avg List Price
Property Summary
- Located in the WINDERMERE TOWN subdivision, 515 W 2ND AVENUE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $3,300,000 and features 4 beds, 6 baths, and has approximately 3,966 square feet of living space, and was originally constructed in 2000. The current price per square foot is $832. The average price per square foot for Single Family listings in WINDERMERE is $490. The average listing price for Single Family in WINDERMERE is $2,540,880. To schedule a showing of MLS#o6439554 at 515 W 2ND AVENUE in WINDERMERE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of VINTAGE REALTY GROUP LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 515 W 2ND AVENUE
WINDERMERE, FL
