
1621 Chestnut AvenueWinter Park, FL, 32789
- Price per sqft
- $435
- Days on market
- 49
- Listed Aug 20, 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.
Top Villas Intelligence
Projected rental revenue and ownership costs
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
Price & sale history
Asking price reduced by $20,000 (2.2%) since first listed.
| Date | Event | Price | Change from previous recorded asking price |
|---|---|---|---|
| Price reducedMLS #O6435086 | $879,000Change: −2.2%−$20,000 | −2.2%−$20,000 | |
| Listed for saleMLS #O6435086 | $899,000 | Not applicable |
Location
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