Property

WINTER PARK, FL 32789 1752 CHESTNUT AVENUE

OPEN HOUSE Sat, Aug 09 2025 12:00 PM - 03:00 PM
OPEN HOUSE Sun, Aug 10 2025 01:00 PM - 03:00 PM
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Presented By: KELLER WILLIAMS WINTER PARK with 407-545-6430. - 407-545-6430
  • MLS# O6331369
  • 07/31/2025
  • Request Tour
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  • Beds • 4
  • Full/Half Baths • 4 / 1
  • SQFT • 3,314
  • Garage • 2

Home Details

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.
Presented By: KELLER WILLIAMS WINTER PARK with 407-545-6430. - 407-545-6430

Interior Features for 1752 CHESTNUT AVENUE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths5

Other Interior Features

LivingAreaSourcepublic records
Air Conditioning Y/NYes
Fireplace Y/NNo
Flooringengineered hardwood, tile
Heating Y/NYes
Interior Amenitiesbuilt-in features, crown molding, high ceilings, open floorplan, primary bedroom main floor, solid wood cabinets, split bedroom, stone counters, thermostat, walk-in closet(s)
Laundry Featureslaundry room
Total Stories2

General for 1752 CHESTNUT AVENUE

Additional Parcels Y/NNo
Appliancesconvection oven, dishwasher, disposal, exhaust fan, microwave, range, range hood, refrigerator, tankless water heater, wine refrigerator
Attached Garage Yes
Building Area Unitssquare feet
Carport Y/NNo
Citywinter park
Construction Materialsblock, brick, stucco
Coolingcentral air
Countyorange
Directionsfrom aloma avenue, head north on phelps avenue. follow phelps to chestnut avenue, turn right on chestnut avenue, the house is ahead on the right.
Facing Directionnorth
Flood Zone Codex
Flood Zone Code XY
Full Baths4
Garage Spaces2
Garage Y/NYes
HOANo
Heatingheat pump
Land Lease Y/NNo
Lease Considered Y/NYes
Legal Descriptionconwill estates s/13 lot 4 blk b
Levelstwo
Listing Termscash, conventional, va loan
Living Area Unitssquare feet
Lot Size Square Feet9438
Lot Size Unitssquare feet
MLS Area32789 - winter park
Minimum Leaseno minimum
ModificationTimestamp2025-08-07t16:00:29.170z
New ConstructionNo
Occupancy Typeowner
Ownershipfee simple
Pool Featuresheated, in ground, lighting
Property Subtypesingle family residence
Property Typeresidential
Roofmetal, shingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
Sewerpublic sewer
Spa Featuresheated, in ground
Standard Statusactive
Statusactive
Subdivision Nameconwill estates
Tax Annual Amount18024.79
Tax Lot4
Tax Year2024
Total Rooms8
Utilitiesbb/hs internet available, cable available, electricity connected, phone available, public, sewer connected, street lights, water connected
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built2021
Zoningr-1a

Exterior for 1752 CHESTNUT AVENUE

Building Area Total4286
Covered Spaces2
Exterior Amenitiesirrigation system, lighting, outdoor kitchen, outdoor shower, rain gutters, sliding doors
Foundation Detailsslab
Lot Size Acres0.22
Lot Size Area9438
Private PoolYes
Road Surface Typeasphalt
SpaYes
Water Sourcepublic
Waterfront Y/NNo

Additional Details

Price History

Chris Loschiavo

Associate
Price $2,199,999
MLS#O6331369
List Date 07/31/2025
Property Type Single Family
Phone 863.280.2201
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