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.
- Built in 1970
- 2 garage spaces
- $444.61/sqft
- Lot size: 7,512 sqft
- 25 days on market
- Directions: From Temple: Head East on Chestnut. Home is on left.
- County: Orange
- Geo subdivision: LAKE KNOWLES TERRACE
Nearby Schools
Lakemont Elem
Maitland Middle
Winter Park High
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Rafael Zenke
Real Estate Strategist
- Source: Stellar MLS
- MLS #: O6435086
Listing updated: September 13, 2026 at 8:05PM
Listing provided by: Kelly Price, KELLY PRICE & COMPANY LLC
Last checked 11 hours ago
Listing provided by: Kelly Price, KELLY PRICE & COMPANY LLC
Last checked 11 hours ago
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