1429 CHAPMAN CIRCLE Winter Park, FL $ 1,349,950
1429 CHAPMAN CIRCLE
$ 1,349,950
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1429 CHAPMAN CIRCLE

Winter Park, FL, 32789
$ 1,349,950
Bedrooms4 Baths4.0 Sq 3,116

Monthly Estimate*

$ 8,422

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Single Family Home for sale in Winter Park, FL

for $1,349,950 with 4 bedrooms and 4 full baths. This 3,116 square foot home was built in 2014 on a lot size of 0.14.

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.

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Single Family Active

Price

$ 1,349,950

Bedrooms

4

Full Bath

4

Property Type

Single Family

Taxes

$ 11,364

Style

Contemporary

Lot Size

0.14

Year Built

2014

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6257912

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities BB/HS Internet Available Cable Connected Electricity Connected Natural Gas Connected Public Sewer Connected Street Lights Underground Utilities
Roof Shingle
Appliances Built-In Oven Cooktop Dishwasher Disposal Microwave Range Hood Refrigerator
Zoning PUD
HOA Fee 785
Garage Spaces 2
Association Fee Includes Community Pool Pool Maintenance
Patio/Porch Features Covered
Architectural Style Contemporary
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2014
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Community Features Dock Fishing Water Access Deed Restrictions Playground Pool Sidewalks
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Association Amenities Park Playground Pool
Attached Garage true
Subdivision Name WINDSONG ELIZABETHS WALK
Facing Direction North
Garage Y/N true
Total Rooms 8
Full Baths 4
Status Active
Directions Glenridge Way to Preserve Point Dr. to right on Elizabeth's Walk to right on Chapman Cir.
High School Winter Park High
City WINTER PARK
Body of Water LAKE MIZELL
Association Name Greg Ashworth
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 6294
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Brookshire Elem
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 11364
Middle/Junior High School Glenridge Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://luxuryexposures.com/1429-Chapman-Circle/idx
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 19
Legal Description WINDSONG - ELIZABETHS WALK 43/81 LOT 19
Water Access Type Lake Lake - Chain of Lakes
Minimum Lease 7 Months
Water Access Y/N true
Monthly HOA Amount 261.67
Additional Rooms Bonus Room Great Room Inside Utility
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) High Ceilings Kitchen/Family Room Combo Open Floorplan PrimaryBedroom Upstairs Solid Wood Cabinets Split Bedroom Stone Counters Thermostat Walk-In Closet(s)
Flooring Carpet Porcelain Tile Hardwood
Air Conditioning Y/N true
Heating Y/N true
Window Features Shutters
Fireplace Y/N false
Half Baths 0
Laundry Features Inside Laundry Room Upper Level
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Irrigation System Rain Gutters Sidewalk Sliding Doors Sprinkler Metered
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced
Parking Features Driveway Garage Door Opener
Lot Features City Lot Sidewalk
Water Source Public
Lot Size Area 6294
Foundation Details Slab
Spa false
Building Area Total 3774
Lot Size Acres 0.14
Road Surface Type Paved Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Corcoran Premier Realty

Broker

greg@gregmartinez.com

Email

Affordability Calculator

$9,369
Per Month
90%
10%
0%
Monthly Principal & Interest
$8,422
Monthly Property Taxes
$947
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$1,349,950 Listed Price

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1429 CHAPMAN CIRCLE, Winter Park, FL, 32789 is a Single Family Home for sale at $1,349,950 with 3,116 sqft and a lot size of 0.14. 1429 CHAPMAN CIRCLE has 4 bedrooms, 4.0 baths, and was built in 2014. The property's zip code is 32789 which is in Winter Park, FL