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2321 Roxbury Road, Winter Park, FL 32789

Single family property built in 2008 with 1,956 sq ft of living area on a 0.25-acre lot in Winter Park, Orange County. Facts below come from the county property appraiser's public record.

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County just value (tax roll) — not a market value
$590,240
County assessed value (tax roll)
$236,381
Living area
1,956 sq ft
Lot size
0.25 acres (11,012 sq ft)
Year built
2008
Land use
Single family
FEMA flood zone
Not on file yet
County
Orange County, FL
Parcel ID
fl-58-022229299609180

At a glance

Who owns 2321 Roxbury Rd?
Orange County property records list CHESSMAN PENNY as the owner of record.
What is the county just value of 2321 Roxbury Rd?
$590,240 on the Orange County tax roll (as of January 1). Just value is the property appraiser's figure for property taxes — not a market value.
What is the parcel ID?
fl-58-022229299609180 (Orange County).

Current owner

Owner contact info

Phones, emails and mailing addresses from public Florida records are available to members.

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More on Roxbury Rd

All 68 properties on Roxbury Rd · ZIP 32789 (Winter Park). Values are county just values (tax roll), not market values.

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Source: Florida Department of Revenue parcel roll; data refreshed Jun 25, 2026. Values are county tax-roll figures, not appraisals. How to read these values · Data sources