Hometrino is now on iOS & Android — download the app for the best experience.





$879,000
WINTER PARK, FL 32789
Estimated payment $5,020/month
no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr
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.
Tour with a local agent
| Date | Event | Price |
|---|---|---|
| 2026-08-20T00:00:00.000Z | Listed for sale | $879,000$435/sqft |
Kelly Price
KELLY PRICE & COMPANY LLC
Brokerage Phone: 407-645-4321
Source: Stellar MLS · MLS #O6435086
Data Powered by Home Junction, Inc.
LAKEMONT ELEMENTARY
Elementary · 0.5 mi
CREALDE SCHOOL OF ARTS
1.0 mi
HERZING UNIVERSITY-WINTER PARK
1.2 mi
Opportunities-Smg
0.7 mi
Mkt
0.8 mi
Sprouts Farmers Market
1.0 mi
Patio At Luma
0.3 mi
Asia Kitchen
0.3 mi
Dopeneaa
0.6 mi
Sunset/Chestnut Mini Park
0.2 mi
Phelps Park
0.3 mi
Lake Knowles Park
0.3 mi
Lake Baldwin Park Beach
2.6 mi
Conrad Beach
18.5 mi
East Beach
18.6 mi
Nearby amenity locations include data © OpenStreetMap contributors.