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Listed by Kelly Price · Courtesy of KELLY PRICE & COMPANY LLC · 407-645-4321 · Agent MLS ID# MFR261011384 · Deemed reliable but not guaranteed. · Listing updated: Nov 13, 2026 · 4:18 PM

Active

1621 CHESTNUT AVE

Winter Park, Orange, FL, 32789

$799,000

$395/sqft

3Beds
3Baths
2,022Sq Ft
1970Built
76Days on Market

About this home

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.

Facts & Features

MFRO6435086
$799,000
Active
3
3
2
1
2,022 sqft
0.1700
1970
Residential
Single Family Residence
N/A

Community Information

1621 CHESTNUT AVE
Lake Knowles Terrace
Winter Park
Orange
FL
32789
No

Amenities

N/A
N/A
No
No
No

Interior

Ceiling Fans(s)
Central, Electric
Central Air
Tile, Carpet, Wood
N/A
N/A
Built-In Oven, Cooktop, Dishwasher, Refrigerator

Exterior

Sidewalk
Block
Slab
Shingle
Fenced
N/A

School Information

Lakemont Elem
Maitland Middle
Winter Park High

Additional Information

August 20, 2026
76
R-1A
South
No

Mortgage Calculator

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Years
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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. KELLY PRICE & COMPANY LLC is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

76 days on market

Listing updated: Nov 13, 2026 · 4:18 PM

Listed by: Kelly Price · 407-645-4321—KELLY PRICE & COMPANY LLC · 407-645-4321

Updated from Real Estate Market Data

Location

AEAhmed ElbatrawyEmpire Network Realty

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