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1723 CHESTNUT AVENUE WINTER PARK FL 32789

$1,125,000
USD CAD EUR GBP BTC
Under Contract
1723 CHESTNUT AVENUE, WINTER PARK, FL 32789 - MLS#MFRO6402563 1723 CHESTNUT AVENUE, WINTER PARK, FL 32789 - MLS#MFRO6402563 1723 CHESTNUT AVENUE, WINTER PARK, FL 32789 - MLS#MFRO6402563 1723 CHESTNUT AVENUE, WINTER PARK, FL 32789 - MLS#MFRO6402563

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 1723 Chestnut Ave

3 Bedrooms
2/1 Bathrooms
2 Car Garage
3,882 Square Feet
2,608SF Living Area
Pool:
Yes
Water: None
Year Built 1962
Listed For 1 Days

Welcome to this thoughtfully expanded one-story home in winter park’s coveted “tree streets” neighborhood. A paved double drive and circular driveway create a gracious arrival with ample guest parking. Originally built in 1962 and expanded over time, this home offers a flexible floor plan designed for comfortable everyday living and effortless entertaining. Spacious living areas and the primary suite open to a stunning garden-like backyard, seamlessly connected by a full-length covered portico perfect for enjoying florida’s indoor-outdoor lifestyle. The main hallway leads to the primary and guest bedrooms, along with a quiet sitting room overlooking the charming front porch. Expanded in the early 2000s, the private primary suite includes a generous bath with an oversized whirlpool tub, dual vanities, separate shower, dressing table, private water closet, and a spacious walk-in closet. At the heart of the home, the kitchen features solid wood cabinetry and solid-surface countertops, opening to the central family room with a traditional fireplace and casual dining area, all adjacent to the formal dining room. Just off the kitchen, a large flex space offers extensive built-ins, a desk area, dry bar, wine refrigerator, and integrated washer and dryer ideal for a home office, hobby room, or additional entertaining space. Located just minutes from park avenue, enjoy easy access to fine dining, boutique shopping, cafés, museums, and year-round community events. This one-story home offers abundant living space, exceptional entertaining areas, and a beautifully landscaped backyard complete with pool and outdoor living spaces all situated on a generous 77 x 150 lot.

This luxury single family home was built in 1962 and features 3 bedrooms, and 2 full bathrooms plus 1 half bath. This home for sale is 3,882 square feet, with 2,608 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 North Park Avenue Drive East On Palmer, Turn Left On Phelps Then Right On Chestnut. From N Lakemont Drive Continue Straight To Arbor Park Drive Then Left On Chestnut.

Please contact your ZFC agent for more information about MLS# MFRO6402563 or any other homes for sale in Winter Park or elsewhere in the Orange County area.

Features & Amenities

Appliances

Bar Fridge, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater

Other Equipment

Irrigation Equipment

Architecture

Traditional

Cooling

Central Air

Heating

Central, Heat Pump

Flooring

Wood

Parking

Circular Driveway, Driveway, Garage Door Opener, Guest

Lot Dimensions

77 X150

Lot Size

11551

View

view

Construction Materials

Block, Stucco

Interior Features

Crown Molding, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s)

Furnished

Unfurnished

Exterior Features

French Doors, Rain Gutters

Lot Features

Landscaped

Patio And Porch Features

Covered, Front Porch, Patio, Rear Porch

Pool Features

Gunite, In Ground, Tile

Roof

Shingle

Utilities

Cable Connected, Electricity Connected, Propane, Sewer Connected

Laundry

Inside, Laundry Room

Fencing

Fenced, Vinyl

Fireplace

Family Room

Spa Features

In Ground

Zoning

R-1 A

Year Built

1962

Annual Real Estate Taxes

$4,880 (2025)

Legal Description

Conwill Estates S/13 Lot 6 Blk A

Property Type

Single Family Home

Direction Faces

South

MLS Number

MFRO6402563

Universal Property Id

U S-12095-N-322130170801060-R-N

Days On Market

1

Community Name

Conwill Estates

1723 Chestnut Ave Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1723 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 2025 which are $4,880 but will likely change when this home sells. These estimations are calculated from a list price of $1,125,000 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 1723 Chestnut Ave

Address Sale Price Bed Bth Size Location Sale Date
2607 Lafayette Ave $Log in to view 4 3/1 3,884SF Winter Park Village 04/01/2026

MLS# MFRO6402563 Listing History

05/05/2026 Listed for sale by ANNE ROGERS REALTY GROUP INC with MLS# MFRO6402563 with a list price of $1,125,000.

Orange County Schools

Elementary School

Middle School

This listing of 1723 Chestnut Ave Winter Park FL 32789 was last updated on 2026-05-08 19:12:06. Listing courtesy of ANNE ROGERS REALTY GROUP INC.
MLS

Map of 1723 Chestnut Ave Winter Park FL 32789

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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.

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