David Shippey
863.521.4517

1429 Chapman Circle Winter Park Florida | Home for Sale

To schedule a showing of 1429 Chapman Circle, Winter Park, Florida, Call David Shippey at 863-521-4517 TODAY!

Open House
Sun Jul 27th, 2:00pm - 4:00pm

$1,499,000 | 4 beds | 4 full baths | N/A half baths | 3,116 sqft

$1,499,000 Reduced -$26,000
1429 Chapman Circle
Winter Park, FL 32789
  • 4Beds
  • 4.00Total Baths
  • 4 Full, 0 HalfBaths
  • 3,116SqFt
  • 2014Year Built
  • 0.14Acres
  • MLS# O6257912
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market8 months, 12 days
  • Area32789 - Winter Park
  • CountyOrange
  • Subdivision Windsong

Overview

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.



Open House Info

Openhouse Start Time:
  Sunday, July 27th, 2025 @ 2:00 PM

Openhouse End Time:
  Sunday, July 27th, 2025 @ 4:00 PM

Agriculture / Farm

Association Fees / Info

Community Features:  Dock, Fishing, Playground, Pool, WaterAccess, StreetLights, Sidewalks

Pets Allowed:  Yes

Senior Community:  No

Hoa Frequency Rate:  785

Association:  Yes

Association Amenities:  Playground, Park, Pool

Hoa Fees Frequency:  Quarterly

Association Fee Includes:  Pools

Bathroom Info

Total Baths:  4.00

Fullbaths:  4

Building Info

Window Features:  Shutters

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Contemporary

Pool Features:  Association, Community

Patio:  Covered

Pool Private:  No

Exterior Features:  SprinklerIrrigation, RainGutters

Fees / Restrictions

Financial

Original Price:  $1,699,000

Disclosures:  CovenantsRestrictionsDisclosure

Fencing:  Fenced

Garage / Parking

Open Parking:  No

Parking Features:  Driveway, Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Carport:  No

Green / Env Info

Interior Features

Fireplace:  No

Floors:  Carpet, PorcelainTile, Wood

Levels:  Two

Spa:  No

Laundry Features:  Inside, LaundryRoom, UpperLevel

Interior Features:  BuiltInFeatures, CeilingFans, HighCeilings, KitchenFamilyRoomCombo, OpenFloorplan, StoneCounters, SplitBedrooms, WalkInClosets, WoodCabinets

Appliances:  BuiltInOven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, RangeHood

Lot Info

Direction Remarks:  Glenridge Way to Preserve Point Dr. to right on Elizabeth's Walk to right on Chapman Cir.

Lot Size Units:  Acres

Lot Size Acres:  0.14

Lot Sqft:  6,294

Vegetation:  PartiallyWooded

Lot Desc:  CityLot, Landscaped

Misc

Other

Equipment:  IrrigationEquipment

Special Conditions:  None

Other Rooms Info

Property Info

Section:  17

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Attached:  No

New Construction:  No

Construction Materials:  Block, Stucco

Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  8

Sqft Info

Sqft:  3,116

Bulding Area Sqft:  3,774

Living Area Units:  SquareFeet

Living Area Source:  Appraiser

Tax Info

Tax Year:  2,024

Tax Lot:  19

Tax Legal Description:  WINDSONG - ELIZABETHS WALK 43/81 LOT 19

Tax Block:  00

Tax Annual Amount:  11364

Tax Book Number:  43-81

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, NaturalGasConnected, HighSpeedInternetAvailable, MunicipalUtilities, SewerConnected, UndergroundUtilities

Waterfront / Water

Waterfront:  No

Waterfront Features:  LakePrivileges

View:  No

Water Body Name:  LAKE MIZELL

Schools

Elem:  Brookshire Elem

Middle:  Glenridge Middle

High:  Winter Park High

Directions

Glenridge Way to Preserve Point Dr. to right on Elizabeth's Walk to right on Chapman Cir.

This listing courtesy of Corcoran Premier Realty 

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Price & Status History (on davidshippey.com since Fri, Nov 15th 2024)
  • Original Price: $1,699,000
  • Current Price: $1,499,000
  • Price Reduced: $200,000
Date ChangedFromTo
07/21/2025$1,525,000 $1,499,000 Reduced by $26,000
07/16/2025$1,599,999 $1,525,000 Reduced by $74,999

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If you have any questions on 1429 Chapman Circle, Winter Park, Florida, please call David Shippey at 863-521-4517.


MLS# O6257912 located at 1429 Chapman Circle, Winter Park, Florida is brought to you by David Shippey REALTOR®

1429 Chapman Circle, Winter Park, Florida has 4 Beds, 4 Full Bath, and 0 Half Bath.
The MLS Number for 1429 Chapman Circle, Winter Park, Florida is O6257912.
The price for 1429 Chapman Circle, Winter Park, Florida is $1,499,000.
The status of 1429 Chapman Circle, Winter Park, Florida is Active.
The subdivision of 1429 Chapman Circle, Winter Park, Florida is Windsong.
The home located at 1429 Chapman Circle, Winter Park, Florida was built in 2025.

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