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$1,299,000 - 1429 Chapman Circle, WINTER PARK

4
Bedrooms
4
Baths
3,116
SQ. Feet
0.14
Acres

Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels. The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable interior. A grand foyer with continuing stone elements welcomes you into an open-concept main level, perfect for both entertaining and daily living. Walls of 8-foot sliding glass doors blur the lines between indoor and outdoor spaces, opening to a covered 12' x 25' lanai. The showstopping gourmet kitchen serves as the heart of the home, featuring a commanding 6' x 6' granite island, KitchenAid stainless steel appliances including a professional 6-burner gas cooktop, generous walk-in pantry, and sleek dark cabinetry contrasting with the subway tile backsplash and white countertops. A sophisticated blue ceiling detail and sunburst light fixture add artistic flair to this culinary haven. The main level includes a private en-suite guest room, while the upper level houses the primary suite, two additional en-suite bedrooms, a versatile loft workspace, and laundry facilities. Recent premium upgrades include a whole-home generator, surge protection system, EV charging outlet, hardwood flooring in upstairs guest rooms, home theater electronics, whole-home audio, and security system with integrated smoke detection. Located in the amenity-rich Windsong community, residents enjoy chain of lakes access, multiple community pools, and playground facilities. Minutes from the vibrant dining scenes of Audubon Park Garden District, Mills 50, and Winter Park's renowned Park Avenue. This masterfully designed residence offers the perfect balance of sophisticated style, modern convenience, and prime location.

Essential Information

  • MLS® #:
    O6257912
  • Price:
    $1,299,000
  • Bedrooms:
    4
  • Bathrooms:
    4.00
  • Full Baths:
    4
  • Square Footage:
    3,116
  • Acres:
    0.14
  • Year Built:
    2014
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Style:
    Contemporary
  • Status:
    Pending

Community Information

  • Address:
    1429 Chapman Circle
  • Area:
    Winter Park
  • Subdivision:
    WINDSONG ELIZABETHS WALK
  • City:
    WINTER PARK
  • County:
    Orange
  • State:
    FL
  • Zip Code:
    32789

Amenities

  • Amenities:
    Park, Playground, Pool
  • Parking:
    Driveway, Garage Door Opener
  • # of Garages:
    2

Interior

  • Interior Features:
    Built-in Features, Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances:
    Built-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Refrigerator
  • Heating:
    Central, Electric
  • Cooling:
    Central Air

Exterior

  • Exterior Features:
    Rain Gutters, Sidewalk, Sliding Doors, Sprinkler Metered
  • Lot Description:
    City Limits, Sidewalk, Paved
  • Roof:
    Shingle
  • Foundation:
    Slab

School Information

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

Additional Information

  • Days on Market:
    431
  • Zoning:
    PUD

Listing Details

  • Listing Office:
    Corcoran Premier Realty

Listing information courtesy of Corcoran Premier Realty.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on January 20th, 2026 at 5:05pm EST.