$1,549,000
1408 CHAPMAN CIRCLE
WINTER PARK, FL, 32789
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.
Property Details
Price:
$1,549,000
MLS #:
O6357486
Status:
Active
Beds:
4
Baths:
4
Address:
1408 CHAPMAN CIRCLE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDSONG ELIZABETHS WALK 43/81
Neighborhood:
32789winterpark
City:
WINTER PARK
Listed Date:
Nov 4, 2025
State:
FL
Finished Sq Ft:
3,237
Total Sq Ft:
3,717
ZIP:
32789
Lot Size:
8,059 sqft / 0.18 acres (approx)
Year Built:
2003
Schools
Elementary School:
Brookshire Elem
Middle School:
Glenridge Middle
High School:
Winter Park High
Interior
Appliances
Built- In Oven, Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile, Hardwood
Heating
Central
Laundry Features
Inside, Laundry Room
Exterior
Architectural Style
Mediterranean
Association Amenities
Playground, Pool
Community Features
Dock, Fishing, Water Access, Deed Restrictions, Playground, Pool, Sidewalks
Construction Materials
Block, Stucco
Exterior Features
French Doors, Irrigation System, Lighting, Outdoor Grill, Sidewalk, Sliding Doors
Parking Features
Garage Door Opener, Garage Faces Side
Roof
Shingle
Financial
HOA Fee
$785
HOA Frequency
Quarterly
HOA Includes
Community Pool, Pool Maintenance
HOA Name
Greg Ashworth
Tax Year
2024
Taxes
$14,649
Mortgage Calculator
Map
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Courtesy of COMPASS FLORIDA LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Treasured Home Collection include the name of the listing broker. Neither the listing company nor Treasured Home Collection shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2025. Orlando/Tampa – FL. All rights reserved. 1408 CHAPMAN CIRCLE
WINTER PARK, FL
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