1752 Chestnut Avenue Winter Park, FL 32789
Pending MLS# O6331369
4 beds 5 baths 3,314 sq ft Single Family
Details for 1752 Chestnut Avenue
MLS# O6331369
Description for 1752 Chestnut Avenue, Winter Park, FL, 32789
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 home's 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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 4
Bathrooms: 5
Lot Size: 0.22 Acres
Square Feet: 3,314 sq ft
Year Built: 2021
Garage: Yes
Stories: 2 Story
Construction: Brick,Block,Stucco
Subdivision: Conwill Estates
Foundation: Slab
County: Orange
Room Information
Main Floor
Bedroom 2: 11x13
Primary Bedroom: 12x17
Dining Room: 12x12
Living Room: 18x22
Kitchen: 12x24
Upper Floor
Loft: 12x19
Bedroom 4: 11x15
Bedroom 3: 12x13
Bathrooms
Full Baths: 4
1/2 Baths: 1
Additonal Room Information
Laundry: Laundry Room
Interior Features
Appliances: Wine Refrigerator, Convection Oven, Exhaust Fan, Dishwasher, Disposal, Microwave, Range, Refrigerator, Tankless Water Heater, Range Hood
Flooring: Engineered Hardwood,Tile
Additional Interior Features: Split Bedrooms, Built-in Features, High Ceilings, Main Level Primary, Crown Molding, Walk-In Closet(s), Wood Cabinets, Open Floorplan, Stone Counters
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,Electricity Connected,High Speed Internet Available,Municipal Utilities,Phone Available,Sewer Connected,Water Connected
Cooling: Central Air
Heating: Heat Pump
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Roof: Shingle, Metal
Pool: Heated, In Ground
Additional Exterior/Lot Features: Rain Gutters, Sprinkler/Irrigation, Outdoor Shower, Outdoor Kitchen, Lighting
Community Features
Community Features: Street Lights
Driving Directions
From Aloma Avenue, head North on Phelps Avenue. Follow Phelps to Chestnut Avenue, turn right on Chestnut Avenue, the house is ahead on the right.
Financial Considerations
Terms: Cash,Conventional,VA Loan
Tax/Property ID: 32-21-30-1708-02-040
Tax Amount: 18024.79
Tax Year: 2024
A broker reciprocity listing courtesy: KELLER WILLIAMS WINTER PARK
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Sales History & Tax Summary for 1752 Chestnut Avenue
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1752 Chestnut Avenue
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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