CONTACT
FAVORITE
SHARE
CLAIM

1752 CHESTNUT AVENUE WINTER PARK FL 32789

$2,199,999
USD CAD EUR GBP BTC
1752 CHESTNUT AVENUE, WINTER PARK, FL 32789 - MLS#MFRO6331369 1752 CHESTNUT AVENUE, WINTER PARK, FL 32789 - MLS#MFRO6331369 1752 CHESTNUT AVENUE, WINTER PARK, FL 32789 - MLS#MFRO6331369 1752 CHESTNUT AVENUE, WINTER PARK, FL 32789 - MLS#MFRO6331369

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Request Info, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

Overview of 1752 Chestnut Ave

4 Bedrooms
4/1 Bathrooms
2 Car Garage
4,286 Square Feet
3,314SF Living Area
Pool:
Yes
Water: None
Year Built 2021
Listed For 40 Days

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.

This luxury single family home was built in 2021 and features 4 bedrooms, and 4 full bathrooms plus 1 half bath. This home for sale is 4,286 square feet, with 3,314 sq ft being air conditioned living space. The home has a 2 car garage and has a private swimming pool.

Directions to this property are as follows: 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.

Please contact your ZFC agent for more information about MLS# MFRO6331369 or any other homes for sale in Winter Park or elsewhere in the Orange County area.

Features & Amenities

Appliances

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

Other Equipment

Irrigation Equipment

Cooling

Central Air

Heating

Heat Pump

Flooring

Hardwood, Tile

Lot Size

9438

View

view

Construction Materials

Block, Brick, Stucco

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)

Exterior Features

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

Pool Features

Heated, In Ground, Lighting

Roof

Metal, Shingle

Utilities

B B/H S Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected

Laundry

Laundry Room

Spa Features

Heated, In Ground

Zoning

R-1 A

Year Built

2021

Annual Real Estate Taxes

$18,025 (2024)

Legal Description

Conwill Estates S/13 Lot 4 Blk B

Property Type

Single Family Home

Community Features

Street Lights

Direction Faces

North

MLS Number

MFRO6331369

Universal Property Id

U S-12095-N-322130170802040-R-N

Days On Market

40

Community Name

Conwill Estates

1752 Chestnut Ave Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1752 Chestnut Ave should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $18,025 but will likely change when this home sells. These estimations are calculated from a list price of $2,199,999 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 1752 Chestnut Ave

Address Sale Price Bed Bth Size Location Sale Date
No comps found for this property

MLS# MFRO6331369 Listing History

07/31/2025 Listed for sale by KELLER WILLIAMS WINTER PARK with MLS# MFRO6331369 with a list price of $2,199,999.

Orange County Schools

Elementary School

Middle School

Open House Schedule for 1752 CHESTNUT AVE

Sep 13
2:00 pm - 4:00 pm
Sep 14
2:00 pm - 4:00 pm
This listing of 1752 Chestnut Ave Winter Park FL 32789 was last updated on 2025-09-09 10:12:08. Listing courtesy of KELLER WILLIAMS WINTER PARK.
MLS

Map of 1752 Chestnut Ave Winter Park FL 32789

Similar Homes For Sale

1682 Arbor Park Dr, WINTER PARK
Under Contract
$1,800,000

MLS#MFRO6285459

1682 Arbor Park Dr
Winter Park, FL 32789

4

4

2

3,967 SqFt

0.18 Acres

1773 Walnut Ave, WINTER PARK
Under Contract
$645,000

MLS#MFRO6311564

1773 Walnut Ave
Winter Park, FL 32789

4

2

1

2,882 SqFt

0.23 Acres

1711 Chestnut Ave, WINTER PARK
Under Contract
$1,040,000

MLS#MFRO6335913

1711 Chestnut Ave
Winter Park, FL 32789

4

3

2

2,803 SqFt

0.36 Acres

1781 Pine Ave, WINTER PARK
Reduced
$2,300,000
$2,700,000

MLS#MFRO6314404

1781 Pine Ave
Winter Park, FL 32789

5

5

2

4,847 SqFt

0.24 Acres

2661 Via Tuscany, WINTER PARK
Reduced
$6,600,000
$10,999,999

MLS#MFRO6260493

2661 Via Tuscany
Winter Park, FL 32789

4

5

2

5,231 SqFt

0.36 Acres

521 S Phelps Ave, WINTER PARK
$2,455,000

MLS#MFRO6311128

521 S Phelps Ave
Winter Park, FL 32789

4

5

2

4,874 SqFt

0.24 Acres

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Currency