$845,000
1621 CHESTNUT AVENUE, WINTER PARK, FL 32789
Beds
3
Baths
3
Sq Ft
2,022 sq ft
Year Built
1970
Lot Size
0.17 acres
Garage
2
About This Property
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 Overview
Interior Features
Exterior & Lot
Utilities
Parking
HOA & Community
Financial Details
Schools
Directions
From Temple: Head East on Chestnut. Home is on left.
Location
1621 CHESTNUT AVENUE, WINTER PARK, FL 32789
Listing Information
Schedule a Tour
Pick a Day
Preferred Time
Home Price
$845,000
Loan Term
Nearby Schools
Financing a Luxury Home
Specialized financing for this $845,000 property in WINTER PARK. Luxury purchases typically require jumbo or portfolio lending.
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Jumbo Loan
$84,500 Down
For homes exceeding conforming loan limits. Typically requires 10-20% down, strong credit, and reserves.
🎖️
VA Jumbo
$0 Down
VA-eligible borrowers can go above conforming limits with zero down in many cases.
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Portfolio Loan
$126,750 Down
Held by the lender, not sold. Flexible terms for high-net-worth buyers with non-traditional income.
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Bridge Loan
$169,000 Down
Short-term financing to buy before selling. Ideal for move-up buyers in competitive markets.
Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: November 1, 2026.