1752 Chestnut Avenue Winter Park, FL 32789
Listing Courtesy of: MLS LogoSTELLAR / Keller Williams Winter Park - Contact:  407-545-6430

  1752 Chestnut Avenue Winter Park, FL 32789

Active (13 Days)
$2,199,999
4
BED
5
BATH
3,314
SQFT

Description

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.

MLS #:
O6331369
Taxes
$18,025(2024)
Lot Size
9,438 SQFT
Type
Single-Family Home
Year Built
2021
County
Orange County

Listed By

Nick McKee, Keller Williams Winter Park, Contact: 407-545-6430
Source
STELLAR
Last checked Aug 13 2025 at 2:03 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 4
  • Half Bathroom: 1
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)
  • Appliances: Convection Oven
  • Appliances: Dishwasher
  • Appliances: Disposal
  • Appliances: Exhaust Fan
  • Appliances: Microwave
  • Appliances: Range
  • Appliances: Range Hood
  • Appliances: Refrigerator
  • Appliances: Tankless Water Heater
  • Appliances: Wine Refrigerator
Subdivision
  • Conwill Estates
Property Features
  • Foundation: Slab
Heating and Cooling
  • Heat Pump
  • Central Air
Pool Information
  • Heated
  • In Ground
  • Lighting
Flooring
  • Hardwood
  • Tile
Exterior Features
  • Block
  • Brick
  • Stucco
  • Roof: Metal
  • Roof: Shingle
Utility Information
  • Utilities: Bb/Hs Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected, Water Source: Public
  • Sewer: Public Sewer
Stories
  • 2
Living Area
  • 3,314 sqft
Additional Information: Keller Williams Winter Park | 407-545-6430
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 8/13/25 07:03