1408 Chapman Circle, WINTER PARK, FL

$1,549,000

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4

Beds

4

Baths

3,237

Square feet

0.18

Acres

About 1408 Chapman Circle

Nestled in the Elizabeth’s Walk subdivision in the highly desirable Windsong community of Winter Park, this renovated four-bedroom, four-bathroom pool home offers exceptional privacy and refined updates. Quiet interior street and mature landscaping the home feels secluded. Recent improvements include a new roof (2023), two new AC systems 4-ton Carrier Infinity downstairs and a 2.5-ton Trane upstairs (2025) and fresh exterior and interior paint in the kitchen and bathroom. The updated kitchen features a butcher block island and new cabinetry hardware. Beautiful wine storage room to showcase your finest wines. The newly redesigned powder bath includes hidden storage and a full shower. The living areas are open and welcoming, highlighted by recessed ceilings in the informal living room with distinctive wood beams in the family room giving the home character. The primary suite features dual closets plus a linen closet, fresh paint, new mirrors, tv, lighting, and UV film on doors to keep the suite very cool and save on electrical. The nursery showcases new paint, custom wallpaper, drapes, and remote shades, basically every detail thoughtfully considered. Upstairs, a generous loft serves perfectly as a playroom, exercise room or home office, along with two ensuite bedrooms and a large AC storage room. Outdoor living is private and inviting, with a newly refinished PebbleTec chlorine pool, new pool coping, gas fireplace, new screen enclosure and professionally updated landscaping (2024). The backyard feels like a personal retreat -quiet, enclosed, and perfect for both relaxing and entertaining. Other features include new insulation (2024), custom aluminum privacy gates with locks, WiFi-enabled Schlage front door lock, touchscreen garage access, Ring cameras, and new thermostats. Living in Windsong offers a sense of community, exclusivity with access to the Winter Park Chain of Lakes, pools, a kids water park area, and playgrounds. Pontoon boat available for residents use. Just minutes from Park Avenue’s shops and restaurants, Baldwin Park, and top-rated schools including Brookshire Elementary, Glenridge Middle, Winter Park High. Great location for private schools- Lake Highland Prep and Trinity Prep.

Features of 1408 Chapman Circle

MLS® # O6357486
Price $1,549,000
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 3,237
Acres 0.18
Year Built 2003
Type Residential
Sub-Type Single Family Residence
Style Mediterranean
Status Active

Community Information

Address 1408 Chapman Circle
Area Winter Park
Subdivision WINDSONG ELIZABETHS WALK 43/81
City WINTER PARK
County Orange
State FL
Zip Code 32789-5952

Amenities

Amenities Playground, Pool
Parking Garage Door Opener, Garage Faces Side
# of Garages 2
Is Waterfront No
Has Pool Yes

Interior

Interior Features Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
Appliances Built-In Oven, Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
Heating Central
Cooling Central Air
Fireplace Yes
Fireplaces Gas, Outside

Exterior

Exterior Features French Doors, Irrigation System, Lighting, Outdoor Grill, Sidewalk, Sliding Doors
Lot Description City Lot, Sidewalk
Roof Shingle
Foundation Slab

School Information

Elementary Brookshire Elem
Middle Glenridge Middle
High Winter Park High

Additional Information

Date Listed November 4th, 2025
Zoning PURD
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCOMPASS FLORIDA LLC

Listing Map

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