Price Reduced Listing
$799,000
 $4,289 est/mo Sourced by Back At You

1621 Chestnut Ave,WINTER PARK, FL 32789

WINTER PARK, FL 32789

Share:

Description

Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $879,000, this single-story block home sits on a generous 50x150' lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of Winter Park's most desirable pockets, where similar transformations are already reshaping the streetscape. Inside, tile flooring flows through the main living areas, complementing a versatile layout that includes a formal living room, a combined kitchen and dining area, and a separate den with pocket doors perfect for a home office or media room. The oversized bedrooms offer generous space throughout, including a primary suite with a private en suite bath. Two additional guest bedrooms share a convenient Jack-and-Jill bathroom, ideal for family or guests. At the rear of the home, an enclosed sunroom provides a peaceful retreat overlooking the well-manicured backyard, a tranquil spot to relax and unwind. With its prime location, solid bones, and abundant possibilities, 1621 Chestnut Avenue is ready for its next owner to make it their own.

Details

MLS #O6435086
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive
Year1970
Days On Site81
Listing Provided ByKELLY PRICE & COMPANY LLC | Kelly Price

Features

Bed(s)3
Bath(s) 3 Total
SQ Feet2,022
Garage2
Story(s)1
ZoningR-1A
Acreage0.17

Taxes

Property3312

Area Information

StateFL
CountyOrange
CityWINTER PARK
Zip Code32789
Area32789 Winter Park
Community NameLAKE KNOWLES TERRACE
School DistrictWinter Park High
Elementary SchoolLakemont Elem
High SchoolWinter Park High
Listing VS Median (in LAKE KNOWLES TERRACE)
Price:
$799,000
low | high
Med:
$892,000
38.360450563204% of Average
sqft:
2,022
low | high
Med:
2,469
27.893175074184% of Average
$ / sqft:
$395
low | high
Med:
$366
57.258172509876% of Average
On site:
81
low | high
Med:
54
100% of Average
Sourced by Back At You

Market Activity 32789

Request a showing

Request a showing

Contact


Additional Information


Showing Information


Submit Form

Required Field
By submitting, you agree to receive promotional texts and/or calls from Carol and Tony Marino Team at the number provided. Message/data rates may apply. Consent is not a condition of purchase, and you can opt out anytime by replying STOP.

 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of November 9, 2026 at 11:20:00 PM PST All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Contact

Learn More About This Property

StateFL
CountyOrange
CityWINTER PARK
Zip Code32789
Area32789 Winter Park
Community NameLAKE KNOWLES TERRACE
School DistrictWinter Park High
Elementary SchoolLakemont Elem
High SchoolWinter Park High
Listing VS Median (in LAKE KNOWLES TERRACE)
Price:
$799,000
low | high
Med:
$892,000
38.360450563204% of Average
sqft:
2,022
low | high
Med:
2,469
27.893175074184% of Average
$ / sqft:
$395
low | high
Med:
$366
57.258172509876% of Average
On site:
81
low | high
Med:
54
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $599K - $998K
sqft: 1,500 - 2,500
Nearby Listings Property ImageNearby Listings Details
1431 PALM AVE Property Photo 1
$799,999
1431 Palm Ave
Winter Park, FL 32789
1562 ARBOR PARK DR Property Photo 1
$775,000
1562 Arbor Park Dr
Winter Park, FL 32789
Listing Updated: November 7, 2026 at 7:20:03 AM PST
Real Estate Links Our Domains