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1421 Chapman Circle, Winter Park, FL 32789

Winter Park
Local realty services provided by:CENTURY 21 Carioti
1421 Chapman Circle,Winter Park, FL 32789
$1,377,500
  • 4 Beds
  • 4 Baths
  • 3,578 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, Sep 19
    01:00 pm - 04:00 pm
  • Sun, Sep 20
    01:00 pm - 04:00 pm
Listed by: kelly price
Office: kelly price & company llc.
MLS#:O6415941
Source:MFRMLS

Price summary

  • Price:$1,377,500
  • Price per sq. ft.:$304.15
  • Monthly HOA dues:$268.33

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 both comfortable daily living and effortless entertaining. A dedicated first-floor office provides the ideal work-from-home space, while the separate formal dining room adds an air of sophistication perfect for hosting family and friends. The gourmet kitchen is the heart of the home, featuring granite countertops, premium Thermador appliances, and bartop seating — a space equally suited for...

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Home facts

  • Year built:2005
  • Subdivision & Development:WINDSONG ELIZABETHS WALK 43/81
  • Listing ID #:O6415941
  • Added:95 day(s) ago
  • Updated:September 16, 2026 at 12:55 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:4
  • Full bathrooms:3
  • Half bathrooms:1
  • Flooring:Hardwood, Tile
  • Dining Description:Eat In Kitchen, Formal Dining Room
  • Kitchen Description:Built-In Oven, Dishwasher, Eat-in Kitchen, Microwave, Range Hood, Refrigerator, Stone Counters
  • Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
  • Living area:3,578 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Central, Electric
  • Central air:Yes

Structure and exterior

  • Roof:Tile
  • Year built:2005
  • Building area:3,578 sq. ft.
  • Lot area:0.14 Acres
  • Architectural Style:Mediterranean
  • Construction Materials:Block, Stucco
  • Exterior Features:Private Mailbox, Rear Porch, Screened, Sidewalk
  • Foundation Description:Slab
  • Levels:2 Story

Schools

  • High school:Winter Park High
  • Middle school:Glenridge Middle
  • Elementary school:Brookshire Elem

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$1,377,500
  • Price per sq. ft.:$304.15
  • Tax amount:$10,592 (2025)

Features and amenities

  • Appliances:Built-in Oven, Dishwasher, Microwave, Range Hood, Refrigerator
  • Laundry features:Inside, Laundry Room
  • Amenities:BB/HS Internet Available, Cable Available, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Natural Gas Connected, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
  • Pool features:Public Pool

Parking

  • Parking description:Attached Garage, Driveway
  • Garage:Yes
  • Garage spaces:2
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