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$1,475,000
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Property Description
Opportunity awaits in the most desirable neighborhood! Buyers have cold feet. Nestled in the Elizabeth's Walk subdivision in the highly coveted 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 pool finish, 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, Wi-Fi-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.
Full Property Details
Full Property Details for 1408 Chapman Cir
General
- Sold For: $1,475,000
- HOA FEE: $262/month
- HOA FEE FREQ.: Quarterly
- Taxes: $14,649 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6357486
- Added to Site: 151 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 10
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Gas, Outside
- Appliances: Built-In Oven, Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
- Flooring: Carpet, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Shared Amenities: Playground, Pool
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
Exterior
- Exterior Features: French Doors, Irrigation System, Lighting, Outdoor Grill, Sidewalk, Sliding Doors
- Deck/Patio: Patio, Screened, Side Porch
- Porch/Patio/Deck: Patio, Screened, Side Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener, Garage Faces Side
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: WINDSONG ELIZABETHS WALK 43/81
- Driving Directions: From Glenridge Drive headed West turn right on Preserve Point, turn right on Elizabeths Walk, turn right onto Chapman Circle and the home will be on your left.
- Direction Faces: South
School Information
- Elementary School: Brookshire Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
- Community Features: Dock, Fishing, Water Access, Deed Restrictions, Playground, Pool, Sidewalks
- Optional Amenities: Playground, Pool
- Association: Yes
- Assoc. Name: Greg Ashworth
- Assoc. Fees Include: Community Pool, Pool Maintenance
- Pet Restrictions: Buyer to verify any pet restrictions with the HOA.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water District: LAKE MIZELL
- Water: Public
- Utility Description: Electricity Connected, Natural Gas Available, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Structural Information
- Architectural Info: Mediterranean
- Architectural Style: Mediterranean
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Shutters
- Stories/Levels: Two
- Square Feet: 3,237
- Sq. Ft. Source: Owner
- Living Area: 3,237 Sq. Ft.
- Year Built: 2003
Lot Features
- Lot Size (Acres): 0.18
- Lot Size (Sq. Ft.): 8,059
- Lot Size: 8059
- Frontage: Street Paved
- Street/Road Desc.: Paved
Water Features
- Water Access: Yes
- Water Access Desc: Lake, Lake - Chain of Lakes
- Water Front Name: LAKE MIZELL
Financial Considerations
- Association Fee: $785
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $14,649
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDSONG - ELIZABETHS WALK 43/81 LOT 69
- Flood Zone Info: X
- APN: 172230937100690
- Property ID: 172230937100690
- Block/Lot/Section: XX
Listed by Compass Florida Llc
Sold by Mainframe Real Estate
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Schools
Schools serving 1408 Chapman Cir
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Brookshire Elementary School 2500 Cady Way, Winter Park, FL 32792 | PK-5 | 1.3 mi |
Glenridge Middle School 2900 Upper Park Road, Orlando, FL 32814 | 6-8 | 0.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1408 Chapman Cir
Date
Details
Price
Change
Source
3/16/2026
Sold
$1,475,000
-1.34%
MLS
1/21/2026
Price Reduced
$1,495,000
-1.97%
MLS
11/17/2025
Price Reduced
$1,525,000
-1.55%
MLS
11/04/2025
Listed
$1,549,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1408 Chapman Circle, Winter Park, FL 32789 (MLS# O6357486) is a Single Family property that was sold at $1,475,000 on March 16, 2026. Want to learn more about 1408 Chapman Circle? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

