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Property for sale at 1621 CHESTNUT AVENUE, WINTER PARK, FL, 32789
Property for sale at 1621 CHESTNUT AVENUE, WINTER PARK, FL, 32789
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1621 Chestnut AvenueWinter Park, FL, 32789

3beds
3baths
2,022sqft
Single Family Residence
Built in 1970
$879,000
For sale
$899,000−$20,000 (2%)Reduced Oct 6, 2026
Price per sqft
$435
Days on market
49
Listed Aug 20, 2026
MLS #O6435086Updated Oct 6, 2026

About this property

Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $899,000, 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.

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Property details

Property type
Single Family Residence
Street address
1621 Chestnut Avenue
City
Winter Park
State
FL
ZIP code
32789
Year built
1970
New construction
No
Faces
South
Rooms
8
Living area
2,022 sqft
Total building area
2,715 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 4:01 AM EDT

Price & sale history

Asking price reduced by $20,000 (2.2%) since first listed.

EventPrice
Price reducedMLS #O6435086$879,000Change: −2.2%−$20,000
Listed for saleMLS #O6435086$899,000
History may be incomplete.
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Location

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Property for sale at 1621 CHESTNUT AVENUE, WINTER PARK, FL, 32789
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