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1752 CHESTNUT AVE Winter Park, FL 32789

$1,875,000
$1,995,000
6.0%
Est.Price: ?

For more information regarding the value of a property, please contact us for a free consultation.

1752 CHESTNUT AVE Winter Park, FL 32789
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FL > Winter Park > Conwill Estates
Winter Park, FL 32789,1752 CHESTNUT AVE
$1,875,000
Est. payment /mo
$1,995,000
6.0%
Est.Price: ?

For more information regarding the value of a property, please contact us for a free consultation.

4 Beds
5 Baths
3,314 SqFt
SOLD DATE : 01/01/2026

Key Details

Sold Price $1,875,000

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Sold

Purchase Type For Sale

Square Footage 3,314 sqft

Price per Sqft $565

Subdivision Conwill Estates

MLS Listing ID O6331369

Sold Date 01/01/26

Bedrooms 4

Full Baths 4

Half Baths 1

HOA Y/N No

Year Built 2021

Annual Tax Amount $18,024

Lot Size 9,583 Sqft

Acres 0.22

Property Sub-Type Single Family Residence

Source Stellar MLS

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.

Location

State FL

County Orange

Community Conwill Estates

Area 32789 - Winter Park

Zoning R-1A

Interior

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)

Heating Heat Pump

Cooling Central Air

Flooring Hardwood, Tile

Fireplace false

Appliance Convection Oven, Dishwasher, Disposal, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Wine Refrigerator

Laundry Laundry Room

Exterior

Exterior Feature Lighting, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors

Garage Spaces 2.0

Pool Heated, In Ground, Lighting

Community Features Street Lights

Utilities Available BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected

Roof Type Metal,Shingle

Attached Garage true

Garage true

Private Pool Yes

Building

Story 2

Entry Level Two

Foundation Slab

Lot Size Range 0 to less than 1/4

Sewer Public Sewer

Water Public

Structure Type Block,Brick,Stucco

New Construction false

Others

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash, Conventional, VA Loan

Listing Terms Cash, Conventional, VA Loan

Special Listing Condition None

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Isaac Loviglio

Isaac Loviglio

opentoclose@livingluxury.homes +1(941) 241-2581

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Stellar MLS

© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.

Listed by Nick McKee KELLER WILLIAMS WINTER PARK
Bought with Non-Member Agent STELLAR NON-MEMBER OFFICE

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Isaac Loviglio

Isaac Loviglio

+1(941) 241-2581

Agent | License ID: SL3466395

Agent License ID: SL3466395

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