Back 1408 Chapman Cir
Off Market

1408 Chapman Cir

Winter Park FL 32789

4
4
2
3717 sq. ft.
8059 sq. ft.
Single-Family
Last sold for $1,475,000
JENNIFER S. SLOANJENNIFER S. SLOAN, last sold this property on 16 March 2026 after 131 days on market.

Overview

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.

Features

4 bedrooms
4 bathrooms
2 carspaces
2 garage spaces
3717 sq. ft. floor area
8059 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Winter Park over the last 12 months, the estimated median property value of 1408 Chapman Cir is $1.43m.

Median value
$1.43m
Estimated value range
$315k - $6.3m
Median days on market
36
Estimated value trend
-5%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Winter Park. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1408 Chapman Cir

2026
Sold
$1,475,000
16 Mar 2026 by JENNIFER S. SLOAN, of COMPASS FLORIDA LLC
2021
Sold
$1,000,000
18 Feb 2021 by Chris Creegan Agent, of CREEGAN GROUP
2019
Sold
$875,000
01 Apr 2019 by Andy Neal, of ODN REALTY LLC

Happy sellers in Winter Park

83%
83% of sellers in Winter Park reported that their sale price either exceeded or met their price expectations.

Winter Park stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 7 reviews in Winter Park over the last 12 months.

Local market activity for 4 bedroom single-family properties in Winter Park

In the last 12 months, 108 four-bedroom single-family properties similar to 1408 Chapman Cir, have been sold.

This represents a 13% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

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