1752 Chestnut Avenue, Winter Park, FL 32789
For Sale $2,099,000
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Listing Agent: Nick McKee
Agent Phone:
407-913-0171
Agent Email:
nickmckee@kw.com
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Timeless Elegance Meets Modern Comfort in Sought-After Tree Streets Welcome to this thoughtfully designed, custom-built residence in the coveted Tree Streets community of Winter Park. Boasting 4 bedrooms, 4.5 bathrooms, and over 3,300 square feet of meticulously curated living space, this one-of-a-kind home perfectly blends craftsmanship, comfort, and style. At the heart of the home, the chef-inspired kitchen showcases premium Thermador appliances, a gas range, and custom cabinetry that soars to 10-foot ceilings. The spacious butler’s pantry and built-in breakfast nook flow seamlessly into an inviting great room with custom built-ins—ideal for both everyday living and elegant entertaining. Nearby, the formal dining room features a striking drop ceiling, setting the stage for unforgettable gatherings. Designed for everyday convenience and privacy, the first floor includes both a comfortable guest suite and a luxurious primary suite, which features elegant wood beams accenting the ceiling and creates a warm, sophisticated retreat. Throughout the home, beautiful white oak floors add warmth and character, complementing the timeless design and enhancing the flow between each thoughtfully crafted space. Enjoy effortless indoor-outdoor living with an expansive covered lanai featuring a built-in summer kitchen and phantom screens, all overlooking a stunning pool and spa embraced by lush landscaping. A dedicated pool bath ensures convenience for guests enjoying the outdoor oasis. Inside, thoughtful features abound: a stylish mudroom with built-in storage, a large utility room with cabinetry and sink, and a conditioned mechanical room offering smart storage solutions. Upstairs, discover a spacious loft perfect for a media room or play area, accompanied by two generously sized bedrooms each with ensuite baths and ample closets. The Stratford-style front porch invites neighborly chats, while the private backyard provides a serene retreat. Designer-selected finishes and custom touches are evident throughout, highlighting the homes timeless elegance and modern functionality. Ideally situated just minutes from Park Avenue, residents will enjoy effortless access to fine dining, boutique shopping, charming cafes, museums, and the vibrant cultural heart of Winter Park. A rare offering that combines luxurious design, exceptional craftsmanship, and the warm character only a custom-built home can provide—this residence truly stands out in the Tree Streets.
Built-in Features
Crown Molding
High Ceilings
Open Floorplan
Primary Bedroom Main Floor
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Taxes: $18.00
Tax Year: 2024
Lighting
Outdoor Kitchen
Outdoor Shower
Rain Gutters
Sliding Doors
Convection Oven
Dishwasher
Disposal
Exhaust Fan
Microwave
Range
Range Hood
Refrigerator
Tankless Water Heater
Wine Refrigerator
MLS Area: 32789 - Winter Park
Price per Square Feet: $633.37
Total Floors: 2
Water: Public
Construction: Block, Brick, Stucco
Date Listed: 2025-07-31 20:45:12
Pool: Yes
Pool Type: Heated, In Ground, Lighting
Private Spa: Yes
Garage Spaces: 2
Flooring: Hardwood, Tile
Roof: Metal, Shingle
Heating: Heat Pump
Cooling: Central Air
Sewer: Public Sewer
Listing Courtesy Of: Keller Williams Winter Park
nickmckee@kw.com
Timeless Elegance Meets Modern Comfort in Sought-After Tree Streets Welcome to this thoughtfully designed, custom-built residence in the coveted Tree Streets community of Winter Park. Boasting 4 bedrooms, 4.5 bathrooms, and over 3,300 square feet of meticulously curated living space, this one-of-a-kind home perfectly blends craftsmanship, comfort, and style. At the heart of the home, the chef-inspired kitchen showcases premium Thermador appliances, a gas range, and custom cabinetry that soars to 10-foot ceilings. The spacious butler’s pantry and built-in breakfast nook flow seamlessly into an inviting great room with custom built-ins—ideal for both everyday living and elegant entertaining. Nearby, the formal dining room features a striking drop ceiling, setting the stage for unforgettable gatherings. Designed for everyday convenience and privacy, the first floor includes both a comfortable guest suite and a luxurious primary suite, which features elegant wood beams accenting the ceiling and creates a warm, sophisticated retreat. Throughout the home, beautiful white oak floors add warmth and character, complementing the timeless design and enhancing the flow between each thoughtfully crafted space. Enjoy effortless indoor-outdoor living with an expansive covered lanai featuring a built-in summer kitchen and phantom screens, all overlooking a stunning pool and spa embraced by lush landscaping. A dedicated pool bath ensures convenience for guests enjoying the outdoor oasis. Inside, thoughtful features abound: a stylish mudroom with built-in storage, a large utility room with cabinetry and sink, and a conditioned mechanical room offering smart storage solutions. Upstairs, discover a spacious loft perfect for a media room or play area, accompanied by two generously sized bedrooms each with ensuite baths and ample closets. The Stratford-style front porch invites neighborly chats, while the private backyard provides a serene retreat. Designer-selected finishes and custom touches are evident throughout, highlighting the homes timeless elegance and modern functionality. Ideally situated just minutes from Park Avenue, residents will enjoy effortless access to fine dining, boutique shopping, charming cafes, museums, and the vibrant cultural heart of Winter Park. A rare offering that combines luxurious design, exceptional craftsmanship, and the warm character only a custom-built home can provide—this residence truly stands out in the Tree Streets.
Property Details
Price: $2,099,000
Sq Ft: 3,314
($633 per sqft)
Bedrooms: 4
Bathrooms: 4
Partial Baths: 1
City: Winter Park
County: Orange
Type: Single Family Reside
Development: Conwill Estates
Acres: 0.22
Virtual Tour/Floorplan: View
Year Built: 2021
Listing Number: O6331369
Status Code: A-Active
Taxes: $18.00
Tax Year: 2024
Garage:
2
Interior Features:
Built-in Features
Crown Molding
High Ceilings
Open Floorplan
Primary Bedroom Main Floor
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Financial Information:
Taxes: $18.00
Tax Year: 2024
Exterior Features:
Lighting
Outdoor Kitchen
Outdoor Shower
Rain Gutters
Sliding Doors
Equipment:
Convection Oven
Dishwasher
Disposal
Exhaust Fan
Microwave
Range
Range Hood
Refrigerator
Tankless Water Heater
Wine Refrigerator
Additional Information:
MLS Area: 32789 - Winter Park
Price per Square Feet: $633.37
Total Floors: 2
Water: Public
Construction: Block, Brick, Stucco
Date Listed: 2025-07-31 20:45:12
Pool: Yes
Pool Type: Heated, In Ground, Lighting
Private Spa: Yes
Garage Spaces: 2
Flooring: Hardwood, Tile
Roof: Metal, Shingle
Heating: Heat Pump
Cooling: Central Air
Sewer: Public Sewer
Map of 1752 Chestnut Avenue, Winter Park, FL 32789
Listing Courtesy Of: Keller Williams Winter Park
nickmckee@kw.com