Home in 1621 Chestnut Ave Winter Park for sale with MLS# O6435086

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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1621 Chestnut Ave, Winter Park, FL 32789

Price
Price:
$899,000.00
Original List Price:
$899,000.00
List Price per Sq Ft (Calculated, Approx.):
$444.61
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6435086
Rooms Distribution
Bedrooms:
3
Bathrooms Total:
3
Full Bath:
2
Half Bath:
1
Additional Rooms:
Den/library/office, Inside Utility, Formal Living Room Separate
Measures
Living Area:
2,022 Sqft
Built-Up Area:
2,715 Sqft
Lot Area:
7,512 Sqft
Lot Size Dimensions and Info:
50x150
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.17
Property Features
Waterfront:
No
Furnished:
Unfurnished
Appliances:
Dishwasher, Refrigerator, Cooktop, Built-in Oven
Interior:
Ceiling Fans(s)
Exterior:
Sidewalk
Laundry:
Laundry Room
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Fence:
Fenced
Vegetation and Trees:
Trees/landscaped
Property Entrance Faces:
South
Road Responsibility:
Public Maintained Road
Construction
Year Built:
1970
Roof:
Shingle
Levels:
One
Construction Materials:
Block
Flooring:
Carpet, Tile, Wood
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$3,312.00
Tax Year:
2025
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway
Garage Dimensions:
22x20
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Broadband/High Speed Internet Available
Water Source:
Public
Community
Minimum Lease Term:
No Minimum
Subdivision Name:
LAKE KNOWLES TERRACE
Senior Community:
No
Terms
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
LAKE KNOWLES TERRACE K/4 LOT 9 BLK 1
Real Estate Folio Number (Parcel Number):
32-21-30-4536-01-090
Zoning:
R-1A
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Leila G Davis Elementary-pn
High School:
Winter Park High
Middle Or Junior School:
Maitland Middle
Listing History
Originally published on:
August 20, 2026 2:36 pm
Active on the market since:
August 20, 2026
Listing Agreement executed on:
August 20, 2026
Listing Status Last Changed On:
August 20, 2026 2:36 pm
Photos updated on:
August 20, 2026 2:39 pm
Last Modified:
August 21, 2026 10:52 am
Additional Information
Courtesy of:
KELLY PRICE & COMPANY LLC
Attribution:
407-645-4321
Road Surface Type:
Brick
Location
Street Name:
CHESTNUT
Street Number:
1621
City:
WINTER PARK
State:
Florida
Zip Code:
32789
County:
Orange
Latitude:
N28° 36' 50''
Longitude:
W82° 40' 5.7''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $100,213
Median Home Value $695,000
Median Rent $1,667/mo
Median Age 44
Population 26,884
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. 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. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of August 21, 2026, 10:52 AM.