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1408 CHAPMAN CIRCLE WINTER PARK FL 32789 Sold 03/16/2026

Sold for $1,475,000
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1408 CHAPMAN CIRCLE, WINTER PARK, FL 32789 Sold 03/16/26 1408 CHAPMAN CIRCLE, WINTER PARK, FL 32789 Sold 03/16/26 1408 CHAPMAN CIRCLE, WINTER PARK, FL 32789 Sold 03/16/26 1408 CHAPMAN CIRCLE, WINTER PARK, FL 32789 Sold 03/16/26

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 1408 Chapman Cir

4 Bedrooms
4 Bathrooms
2 Car Garage
3,717 Square Feet
3,237SF Living Area
Pool:
Yes
Water: None
Year Built 2003

Don't miss this home for sale in Windsong! 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.

This luxury single family home was built in 2003 and features 4 bedrooms, and 4 full bathrooms. This home for sale is 3,717 square feet, with 3,237 sq ft being air conditioned living space. The home has a 2 car garage and has a private swimming pool.

Directions to this property are as follows: 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.

Please contact your ZFC agent for more information about MLS# MFRO6357486 or any other homes for sale in Winter Park or elsewhere in the Orange County area.

Features & Amenities

Appliances

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

Other Equipment

Irrigation Equipment

Architecture

Mediterranean

Cooling

Central Air

Heating

Central

Flooring

Carpet, Tile, Wood

Parking

Garage Door Opener, Garage Faces Side

Lot Size

8059

View

view

Construction Materials

Block, Stucco

Interior Features

Cathedral Ceiling(s), Ceiling Fans(s), Eat-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

Exterior Features

French Doors, Lighting, Outdoor Grill, Sidewalk, Sliding Doors

Lot Features

City Limits, Sidewalk, Paved

Patio And Porch Features

Patio, Screened, Side Porch

Pool Features

In Ground

Roof

Shingle

Window Features

Shutters

Utilities

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

Water Body Name

L A K E M I Z E L L

Laundry

Inside, Laundry Room

Fireplace

Gas, Outside

Zoning

P U R D

Year Built

2003

Pets Allowed

Yes

Annual Real Estate Taxes

$14,649 (2024)

Legal Description

Windsong -Elizabeths Walk 43/81 Lot 69

Property Type

Single Family Home

HOA Fees

$785 /Quarterly

Association Fee Includes

Pool

Association Amenities

Playground, Pool

Community Features

Deed Restrictions, Playground, Pool, Sidewalks, Street Lights

Direction Faces

South

MLS Number

MFRO6357486

Universal Property Id

U S-12095-N-172230937100690-R-N

Days On Market

81

Community Name

Windsong Elizabeths Walk 43/81

Property Manager

Greg Ashworth 407-447-9955

1408 Chapman Circle Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1408 Chapman Cir should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $14,649 but will likely change when this home sells. These estimations are calculated from a list price of $1,495,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 1408 Chapman Circle

Address Sale Price Bed Bth Size Location Sale Date
1871 TAYLOR AVE $Log in to view 4 4/1 4,524SF Orange Grove Sub 03/16/2026
2339 LAFAYETTE AVE $Log in to view 4 4/2 4,507SF Fontainebleau 06/30/2025
940 LINCOLN CIR $Log in to view 4 4/1 4,461SF Robert Dhu Macdonald Park 07/22/2025
2402.5 TEMPLE DR $Log in to view 4 4/1 4,388SF Acreage 09/16/2025
2144 SYCAMORE DR $Log in to view 4 4/1 4,385SF Northwood Terrace 04/11/2025
1752 CHESTNUT AVE $Log in to view 4 4/1 4,286SF Conwill Estates 01/01/2026
185 SYLVAN BLVD $Log in to view 4 4/1 4,160SF Sylvan Lake Shores 03/06/2026
1077 MINNESOTA AVE $Log in to view 4 4/0 4,009SF Na 07/15/2025
1429 CHAPMAN CIR $Log in to view 4 4/0 3,774SF Windsong Elizabeths Walk 02/24/2026
1780 MIZELL AVE $Log in to view 4 4/0 3,683SF Tangerine Court 01/20/2026
1673 MAYFIELD AVE $Log in to view 4 4/0 3,550SF Temple Estates 02/25/2026
181 N PHELPS AVE $Log in to view 4 4/0 3,464SF Sylvan Lake Shores 05/01/2025

MLS# MFRO6357486 Listing History

10/31/2025 Listed for sale by COMPASS FLORIDA LLC with MLS# MFRO6357486 with a list price of $1,549,000.
03/16/2026 Sold For $1,475,000 by Nicole Rader with MAINFRAME REAL ESTATE.

Orange County Schools

Elementary School

Middle School

This listing of 1408 Chapman Circle Winter Park FL 32789 was last updated on 2026-03-17 10:44:03. Listing courtesy of COMPASS FLORIDA LLC.
MLS

Map of 1408 Chapman Circle Winter Park FL 32789

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. 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.

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