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1421 Chapman Circle

WINTER PARK, FL 32789
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Bed 4

Bed

Bath 4

Bath

SqFt3,578

Sqft

Acres0.14

Acre(Lot)

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 pe rfect 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 casual mornings and lively gatherings. The living room opens through French doors to a generous wrap-around screened patio, seamlessly blending indoor and outdoor living in true Florida fashion. The first-floor primary suite is a private retreat, complete with French door access to the patio, a spacious walk-in closet, and a well-appointed en suite bath featuring a double sink vanity, a separate soaking tub, and a walk-in shower. Upstairs, three generously sized guest bedrooms share a hall bath, and a large bonus room and landing offer flexible space for a playroom, media room, or additional lounge area. A large upstairs utility room and additional walk-in storage beneath the stairs ensure that function is never sacrificed. The home is served by two HVAC units, both dated 2017. Beyond the front door, the Windsong community is nothing short of exceptional. Residents enjoy access to two resort-style pools, a splash pad for the little ones, scenic parks, a fishing dock, and coveted chain-of-lakes access complete with use of a community boat — a lifestyle that truly sets Windsong apart. Zoned for A-rated schools and ideally situated just minutes from the vibrant energy of Baldwin Park, Audubon Park, the Mills District, Downtown Orlando, and all that Winter Park has to offer, this address places you at the center of everything. Whether you're drawn to its classic architecture, its unmatched community amenities, or the incredible opportunity to update and truly make it your own, 1421 Chapman Circle is a rare find in one of Central Florida's most beloved neighborhoods.

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Detail Ic Property Details

Property Type : Residential

Price : $1,550,000

AD Id : 84043459

MLS Id : MFRO6415941

Beds : 4

Lot Size : 0.14 Acre

Living Area Size : 3,578

Year Built : 2005

Garage : 2

County : Orange

Subdivision: Windsong Elizabeths Walk 4381

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Feature Features

  • Bedroom Information

    Total Bedroom: 4

    Bathroom Information

    Total Baths: 4 Full Baths: 3 Half Baths: 1

    Interior Features

    Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s) Roof: Tile Appliances: Built-In Oven, Dishwasher, Microwave, Range Hood, Refrigerator Laundry Features: Inside, Laundry Room

    Roofing Information

    Tile
  • Flooring Information

    Flooring: Hardwood, Tile Construction Materials: Block, Stucco
  • Heating & Cooling

    Heating: Central, Electric Cooling: Central Air WaterSource: Public

  • Building Information

    Year Built: 2005
  • Exterior Features

    French Doors, Private Mailbox, Sidewalk Construction Materials: Block, Stucco Foundation Details: Slab

  • Lot Information

    Lot Square Feet: 6294 Lot Acres: 0.14 Lot Size (SqMt): 585

    Property Information

    Property Type: Residential Sub Type: Single Family Residence Style: Mediterranean

  • Listing Price Information

    Original List Price:$1550000

  • Tax Information

    Tax Block: 00 Tax Book Number: 43-81 Tax Lot: 17 Tax Legal Description: WINDSONG - ELIZABETHS WALK 43/81 LOT 17 Annual Tax: $10592 Tax Year: 2025 Parcel Number: 17-22-30-9371-00-170

  • Parking Information

    Driveway

    Garage Information

    Has Garage: Yes Garage Space: 2

    Homeowners Association Information

    Included Fees: Management, Recreational Facilities HOA: $805.00 Quarterly

  • School Information

    Elementary School: Brookshire Elem Junior High School: Glenridge Middle Senior High School: Winter Park High
  • Utility Information

    BB/HS Internet Available, Cable Available, Natural Gas Connected Sewer: Public Sewer Water Source: Public
  • Location Information

    Subdivision: WINDSONG ELIZABETHS WALK 43/81 City: WINTER PARK Direction: From Glenridge: Turn onto Preserve Point Drive. Turn right onto Elizabeths Walk. Turn right onto Chapman Circle. Home is on right side.
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
Undisclosed Address, Winter Park, FL, 32789 $1,249,900 4 4 2,936 2,936 SqFt
2560 Franklin Avenue, Winter Park, FL, 32789 $499,000 4 2 1,514 1,514 SqFt
2661 Via Tuscany, Winter Park, FL, 32789 $6,888,888 4 5 4,636 4,636 SqFt
1881 Lake Spier Drive, Winter Park, FL, 32789 $1,350,000 3 2 1,750 1,750 SqFt
1864 Grinnell Terrace, Winter Park, FL, 32789 $1,599,000 5 4 3,028 3,028 SqFt
432 Worthington Drive, Winter Park, FL, 32789 $2,719,000 5 5 3,845 3,845 SqFt
1841 Lake Spier Drive, Winter Park, FL, 32789 $1,650,000 3 4 2,467 2,467 SqFt
1836 Grinnell Terrace, Winter Park, FL, 32789 $999,000 3 2 1,907 1,907 SqFt
1870 Walker Avenue, Winter Park, FL, 32789 $1,299,000 3 3 2,046 2,046 SqFt
1830 Edwin Boulevard, Winter Park, FL, 32789 $639,900 3 2 1,287 1,287 SqFt
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ByOwner last updated this listing 06/13/2026 @ 06:20

MLS: MFRMLS #O6415941 LISTED BY: Kelly Price, KELLY PRICE & COMPANY LLC 407-645-4321 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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