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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.
Property Details
Price: $799,000
Sq Ft: 2,022
($395 per
sqft)
Bedrooms: 3
Bathrooms: 2
Partial Baths: 1
City: Winter Park
County: Orange
Type: Single Family
Development: Lake Knowles Terrace
Acres: 0.1700
Virtual Tour/Floorplan:
View
Year Built: 1970
Listing Number: O6435086
Status Code: A-Active
Taxes: $3,312.00
Tax Year: 2025
Garage:
2
/
Y
Furnishings: Unfurnished
Interior Features:
Ceiling Fans(s)
Financial Information:
Taxes: $3,312.00
Tax Year: 2025
Exterior Features:
Sidewalk
Equipment:
Built-In Oven
Cooktop
Dishwasher
Refrigerator
School Information:
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Junior High: Maitland Middle
High School: Winter Park High
Additional Information:
MLS Area: 32789 - Winter Park
Total Square Footage: 2,715
Price per Square Feet: $395.15
Water: Public
Construction: Block
Date Listed: 2026-08-20 00:00:00
Furnished: Unfurnished
Parking: Driveway
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile, Wood
Roof: Shingle
Heating: Central, Electric
Cooling: Central Air
Laundry: Laundry Room
Sewer: Public Sewer
Parcel ID: 32-21-30-4536-0
Map of 1621 Chestnut Avenue, Winter Park, FL 32789
Listing Courtesy Of: Kelly Price & Company Llc
kelly@kellypriceandcompany.com