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$1,549,000
New Listing

1408 CHAPMAN CIRCLE
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
4
Full Baths
3,237
SqFt
$479
/SqFt
2003
Built
Subdivision:
WINDSONG ELIZABETHS WALK 43/81
County:
Orange
Call Now: (561) 935-3331
Is this the listing for you? We can help make it yours.
(561) 935-3331
Upcoming Open Houses
Sun, Nov 9, 2:00 PM - 4:00 PM
1408 CHAPMAN CIRCLE1408 CHAPMAN CIRCLE1408 CHAPMAN CIRCLE1408 CHAPMAN CIRCLE
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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.

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Listing Snapshot
Price 
$1,549,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
3,237 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
0.18 Acres
Year Built 
2003
MLS® Number 
O6357486
Status 
Active
Property Tax 
$14,649
HOA/Condo/Coop Fees 
$261.67 monthly
Sq Ft Source 
Owner
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
3 hours agoListing first seen on site
General Features
Acres 
0.18
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
Garage Door OpenerGarage Faces SideAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3717
Style 
Mediterranean
Utilities 
Electricity ConnectedNatural Gas AvailableSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
PURD
Interior Features
Appliances 
DishwasherDisposalMicrowaveRangeRange HoodRefrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
GasOutside
Flooring 
CarpetTileWood
Heating 
Central
Interior 
Cathedral Ceiling(s)Eat-in KitchenHigh CeilingsTray Ceiling(s)Walk-In Closet(s)
Laundry Features 
InsideLaundry Room
Window Features 
Shutters
Balcony/Porch/Lanai 
Dimensions - 28x33Level - First
Bedroom 2 
Dimensions - 15x10Level - First
Bedroom 3 
Dimensions - 13x13Level - Second
Bedroom 4 
Dimensions - 17x13Level - Second
Bonus Room 
Dimensions - 12x23Level - Second
Family Room 
Dimensions - 20x20Level - First
Kitchen 
Dimensions - 12x14Level - First
Living Room 
Dimensions - 15x13Level - First
Master Bathroom 
Dimensions - 13x11Level - First
Master Bedroom 
Dimensions - 17x15Level - First
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Exterior Features
Construction Details 
BlockStucco
Exterior 
LightingOutdoor Grill
Lot Features 
Paved
Patio And Porch 
PatioScreenedSide Porch
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Shingle
Waterfront Features 
Lake Privileges
Windows/Doors 
Shutters
Community Features
Association Amenities 
PlaygroundPool
Association Dues 
785
Community Features 
PlaygroundPoolSidewalksStreet Lights
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Quarterly
MLS Area 
32789 - Winter Park
Roads 
Paved
Township 
22
Schools
School District
Unknown
Elementary School
Brookshire Elem
Middle School
Glenridge Middle
High School
Winter Park High
Listing courtesy of COMPASS FLORIDA LLC 4078108333



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-11-04 03:11 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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