Single Family Residence at 1621 CHESTNUT AVE, WINTER PARK
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35 photos

$879,000

1621 CHESTNUT AVE
WINTER PARK, FL 32789
Listed by Kelly Price · KELLY PRICE & COMPANY LLC
Bedrooms
3
Bathrooms
2.5
Living area
2,022 sqft
Year built
1970

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.

Property details

MLS
Stellar MLS
MLS #
MFRO6435086
Property type
Single Family Residence
Subdivision
LAKE KNOWLES TERRACE
Status
Active
Days on market
43
On market date
August 20, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
2
Parking spaces
N/A
Lot size
0.17 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
LAKEMONT ELEMENTARY
0.52 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
565
Student:teacher ratio
15.7:1
District
ORANGE
Middle
MAITLAND MIDDLE
1.57 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
774
Student:teacher ratio
19.8:1
District
ORANGE
HighCharter
ALOMA HIGH CHARTER
1.73 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
331
Student:teacher ratio
33.1:1
District
ORANGE

Walkability

Blended score for WINTER PARK's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

65
Walkable
out of 100
EPA National Walkability Index
9.0 / 20 -- Below average walkable
Google Places amenity density
95 / 100
Restaurants & cafes20
Grocery stores3
Parks6
Schools6
Transit stops10
Pharmacies6

Market position

How this listing compares to current activity in WINTER PARK, from live MLS data.

On the market 43 days -- 25 fewer days than WINTER PARK's current average of 68 days.
For reference, the median list price across 600 active listings in WINTER PARK right now is $459,900.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$5,443/mo
$175,800 down
$703,200 loan
Principal & interest$4,561
Property tax (est.)$733
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 11 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.