Price Reduced 3.49%

$1,495,000 ($461.85 per sqft)

Pending

Est. Mortgage $6,980/mo *

Quick Pre-Approval

Price History

$1,549,000
11/4/2025

$1,525,000
11/17/2025

$1,495,000
1/21/2026


1408 CHAPMAN CIRCLE, Winter Park, FL, 32789

1408 CHAPMAN CIRCLE, Winter Park, FL, 32789

10 rooms

4 beds

4 Full baths

2003

Mediterranean

3,237 sqft

Under contract-accepting backup offers. 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.


Status:

Pending

Type:

Single-family residential

Laundry Remarks:

Inside, Laundry Room

Subdivision:

WINDSONG ELIZABETHS WALK 43/81

Garage:

2-car Garage Door Opener, Garage Faces Side

Heating:

Central

Cooling:

Central Air

Common Charge:

$785 Quarterly

Acreage:

0.18

Est. Taxes:

$14,649

HOA Fee

$785

Construction

Block, Stucco

Utilities

Electricity Connected, Natural Gas Available, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected

Lot Description:

City Lot, Sidewalk

Amenities:

Playground, Pool

Elementary School:

Brookshire Elem

Middle School:

Glenridge Middle

High School:

Winter Park High

Days on Market:

81

Pet Policy:

Yes

Appliances:

Built-In Oven, Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator

Pool:

In Ground

Min Lease Term:

8-12 Months

MLS #:

O6357486


Community Info

School Info

Walk Score

Yelp


Listing courtesy of Compass Florida LLC 407-203-9441