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$1,209,094

Listing Price

3beds

2.5baths

2,608sqft

11,551sqft lot

1723 Chestnut Ave, Winter Park, FL 32789

Member Features

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  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

For Sale

Single Family

Home type

463.61

Price / sqft

1962

Year built

Home Details

Welcome to this thoughtfully expanded one-story home in Winter Parks 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 Floridas 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, cafes, museums, and year-round community events. This one-story home offer

Interior Details

Square Feet
  • 2608

Bedrooms
  • 3

Bathrooms
  • 2.5

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Forced Air With Air Conditioning

Cooling
  • Has Cooling:

    Yes

  • Cooling Type:

    Central

Fuel
  • Has Fuel:

    Yes

  • Fuel Type:

    Electric

Basement
  • Has Basement:

    No

  • Basement Type:

    N/A

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    Wood (unspecified)

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 11551

Water
  • No

Sewer
  • No

Parking
  • Type:

    Garage, Attached

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    2

Deck
  • No

Patio
  • No

Fence
  • No

Pool
  • No

Porch
  • No

Stoop
  • No

Breezeway
  • No

Construction Details

Number of Stories
  • 1

Style
  • N/A

Exterior
  • Concrete Block/stucco

Foundation
  • N/A

Roof
  • Gable/hip

Roofing Material
  • Composition Shingle

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$3,747

$0

$0

--%

$282,685

2019

$3,870

$0

$0

--%

$276,329

2018

$3,844

$0

$0

--%

$271,177

2017

$3,805

$0

$0

--%

$265,599

2016

$3,725

$0

$0

--%

$260,136

2014

$3,845

$0

$0

--%

$256,278

2013

$3,758

$0

$0

--%

$252,491

2012

$3,713

$0

$0

--%

$248,270

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Average Home Price in 32789

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Sold Date

$1,649,000

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3 Beds

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Sold 09/23/2026

$1,162,463

4 Beds

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2,541 Sqft

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Sold 09/22/2026

$1,114,595

3 Beds

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Sold 07/16/2026

$770,136

5 Beds

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2,698 Sqft

13,679 Lot (sqft)

Sold 06/24/2026

$1,499,000

4 Beds

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2,843 Sqft

0 Lot (sqft)

Sold 09/29/2026

$1,209,094

3 Beds

2.5 Baths

2,608 Sqft

11,551 Lot (sqft)

Sold 10/26/2026

percent-home-icon

Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
1,209,094
$
Down payment
241,818.80
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
7,254.56
$
HOA (Monthly)
0
$
PMI
0
$
$7,827
Your Payment
Total Monthly Payment:$7,827
Percent of Income:134%
Affordable:No

Details for 1723 CHESTNUT AVE

Property Debt

Foreclosure Contact Details