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Homes/WINTER PARK/WINDSONG ELIZABETHS WALK 43/81
ActivePrice improved $172,500107 days on market
$1,377,500$1,550,000

1421 CHAPMAN CIRWINTER PARK, FL 32789WINDSONG ELIZABETHS WALK 43/81 · Single Family Residence

4Beds
4Baths
3,578Sq ft
0.14 acLot
2-carGarage
2005Built

About this home

Welcome to 1421 Chapman Circle, an elegant Spanish-Mediterranean home nestled within the highly coveted Windsong community in the heart of Winter Park. From the moment you arrive, the classic barrel tile roof and timeless architectural character set the tone for what awaits inside — a home with enduring style, gracious proportions, and tremendous potential to be personalized for its next chapter. Spanning over 3,500 square feet, this 4-bedroom, 3.5-bath residence offers a formal, well-appointed layout with soaring high ceilings, rich crown molding, and a thoughtful floor plan designed for b…

Description as provided by the listing brokerage.

Open houses

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The details

StatusActive
MLS #MFRO6415941
Property typeSingle Family Residence
Year built2005
Lot size0.14 ac
Living area3,578 sq ft
Price per sq ft$385
Baths4 + 1 half
HOA$805 / quarterly
CDDNo
Taxes$10,592
Garage2-car
Days on market107
CountyOrange
Flood zoneX (verify)
ListedJun 11, 2026

Where it sits

Approximate location shown. Exact address available on request per listing brokerage.

Schools

ElementaryBrookshire ElemOrange County
MiddleGlenridge MiddleOrange County
HighWinter Park HighOrange County

School assignments change; verify with the district before relying on them.

Where you'd be
WINDSONG ELIZABETHS WALK 43/81, Florida

WINTER PARK · Orange County

MLS# MFRO6415941Listing courtesy of KELLY PRICE & COMPANY LLCLast updated Sep 27, 2026, 4:06 PM

Based on information submitted to the MLS GRID as of Sep 27, 2026, 8:06 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information.

Offer of compensation is made only to participants of the MLS where the listing is filed.

This information is 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.

$1,377,5001421 CHAPMAN CIR · WINTER PARK
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