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1752 CHESTNUT AVENUE

$ 2,099,000
1752 CHESTNUT AVENUE, WINTER PARK

Overview

  • Updated On:
  • October 13, 2025
  • 4 Bedrooms
  • 4.5 Bathrooms
  • 3,314.00 ft2

Property 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.

Address: 1752 CHESTNUT AVENUE
State/County:
Zip: 32789
Country: United States

Property Id: 9089799
Price: $ 2,099,000
Property Size: 3,314.00 ft2
Property Lot Size: 0.22 ft2
Rooms: 8
Bedrooms: 4
Bathrooms: 4.5

Other Features
Built-in Features
Convection Oven
Crown Molding
Dishwasher
Disposal
Exhaust Fan
Garage Attached
Has Cooling System
Has Garage
Has Heating System
Has Pool
High Ceilings
Irrigation System
Lighting
Microwave
Open Floorplan
Outdoor Kitchen
Outdoor Shower
Primary Bedroom Main Floor
Rain Gutters
Range
Range Hood
Refrigerator
Sliding Doors
Solid Wood Cabinets
Spa
Split Bedroom
Stone Counters
Tankless Water Heater
Thermostat
Walk-In Closet(s)
Wine Refrigerator

$ 12,826.75
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 10,203.00

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