1408 CHAPMAN CIRCLE Winter Park, FL $ 1,525,000
1408 CHAPMAN CIRCLE
$ 1,525,000
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1408 CHAPMAN CIRCLE

Winter Park, FL, 32789
$ 1,525,000
Bedrooms4 Baths4.0 Sq 3,237

Monthly Estimate*

$ 9,514

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Single Family Home for sale in Winter Park, FL

for $1,525,000 with 4 bedrooms and 4 full baths. This 3,237 square foot home was built in 2003 on a lot size of 0.18.

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 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.

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Single Family Active

Price

$ 1,525,000

Bedrooms

4

Full Bath

4

Property Type

Single Family

Taxes

$ 14,649

Style

Mediterranean

Lot Size

0.18

Year Built

2003

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6357486

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Electricity Connected Natural Gas Available Public Sewer Connected Street Lights Underground Utilities Water Connected
Roof Shingle
Appliances Built-In Oven Dishwasher Disposal Microwave Range Range Hood Refrigerator
Zoning PURD
HOA Fee 785
Garage Spaces 2
Association Fee Includes Community Pool Pool Maintenance
Patio/Porch Features Patio Screened Side Porch
Architectural Style Mediterranean
Pool Features In Ground
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2003
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 Playground Pool
Attached Garage true
Subdivision Name WINDSONG ELIZABETHS WALK 43/81
Facing Direction South
Garage Y/N true
Total Rooms 10
Full Baths 4
Status Active
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.
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 8059
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Brookshire Elem
Land Lease Y/N false
Tax Annual Amount 14649
Middle/Junior High School Glenridge Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.youtube.com/watch?v=tCTouXgXhIo
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 69
Legal Description WINDSONG - ELIZABETHS WALK 43/81 LOT 69
Water Access Type Lake Lake - Chain of Lakes
Minimum Lease 8-12 Months
Water Access Y/N true
Monthly HOA Amount 261.67
HOA Monthly Maintenance 0
Additional Rooms Attic
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities 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
Flooring Carpet Tile Hardwood
Fireplace Features Gas Outside
Air Conditioning Y/N true
Heating Y/N true
Window Features Shutters
Fireplace Y/N true
Half Baths 0
Laundry Features Inside Laundry Room
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Outdoor Grill Sidewalk Sliding Doors
Vegetation Mature Landscaping Trees/Landscaped
Parking Features Garage Door Opener Garage Faces Side
Lot Features City Lot Sidewalk
Water Source Public
Lot Size Area 8059
Foundation Details Slab
Building Area Total 3717
Lot Size Acres 0.18
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Compass Florida Llc

Broker

jsloan2000@earthlink.net

Email

Affordability Calculator

$10,735
Per Month
89%
11%
0%
Monthly Principal & Interest
$9,514
Monthly Property Taxes
$1,221
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$1,525,000 Listed Price

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1408 CHAPMAN CIRCLE, Winter Park, FL, 32789 is a Single Family Home for sale at $1,525,000 with 3,237 sqft and a lot size of 0.18. 1408 CHAPMAN CIRCLE has 4 bedrooms, 4.0 baths, and was built in 2003. The property's zip code is 32789 which is in Winter Park, FL