1621 CHESTNUT AVENUE Winter Park, FL $ 899,000
1621 CHESTNUT AVENUE
$ 899,000
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1621 CHESTNUT AVENUE

Winter Park, FL, 32789
$ 899,000
Bedrooms3 Baths2.1 Sq 2,022

Monthly Estimate*

$ 5,676

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Single Family Home for sale in Winter Park, FL

for $899,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,022 square foot home was built in 1970 on a lot size of 0.17.

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.

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Single Family Active

Price

$ 899,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 3,312

Style

Single Family Residence

Lot Size

0.17

Year Built

1970

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6435086

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities BB/HS Internet Available Cable Available
Roof Shingle
Appliances Built-In Oven Cooktop Dishwasher Refrigerator
Zoning R-1A
Garage Spaces 2
Construction Materials Block
Year Built 1970
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name LAKE KNOWLES TERRACE
Facing Direction South
Garage Y/N true
Total Rooms 8
Full Baths 2
Status Active
Directions From Temple: Head East on Chestnut. Home is on left.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 7512
Carport Y/N false
Elementary School Lakemont Elem
Land Lease Y/N false
Tax Annual Amount 3312
Middle/Junior High School Maitland Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.youtube.com/watch?v=gbE-y9DtFW8
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 9
Legal Description LAKE KNOWLES TERRACE K/4 LOT 9 BLK 1
Minimum Lease No Minimum
Water Access Y/N false
Additional Rooms Den/Library/Office Formal Living Room Separate Inside Utility
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
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Interior
Interior Amenities Ceiling Fan(s)
Flooring Carpet Tile Hardwood
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities Sidewalk
Vegetation Trees/Landscaped
Fencing Fenced
Parking Features Driveway
Water Source Public
Lot Size Area 7512
Foundation Details Slab
Building Area Total 2715
Lot Dimensions 50 x 150
Lot Size Acres 0.17
Road Surface Type Brick
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Responsibility Public Maintained Road
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* Excluded Features
List By
kelly@kellypriceandcompany.com

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Affordability Calculator

$5,952
Per Month
95%
5%
0%
Monthly Principal & Interest
$5,676
Monthly Property Taxes
$276
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
8/20/2026$899,000 Listed Price

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1621 CHESTNUT AVENUE, Winter Park, FL, 32789 is a Single Family Home for sale at $899,000 with 2,022 sqft and a lot size of 0.17. 1621 CHESTNUT AVENUE has 3 bedrooms, 2.1 baths, and was built in 1970. The property's zip code is 32789 which is in Winter Park, FL