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.
Listed By
Agency Name: COMPASS FLORIDA LLC
Agency Contact: 407-203-9441
Shown By
Agent Name: Tiffany Matics-Machusak
Agent Phone: (304) 545-7827
Agency Title: Watson Realty Corp., REALTORS ®
Estimated Payment
$ 8,865.91 per month $7,209.12 Principal & Interest $1,220.75 Property Tax $436.04 Homeowner's InsuranceSend an email with a link to
1408 Chapman Circle, Winter Park, FL 32789.
Contact an agent to learn more about
1408 Chapman Circle, Winter Park, FL 32789.
Thank you for your inquiry! As a thank you, we have a Special Mortgage Offer for You.
We would like to provide you a free, no-obligation, home loan pre-approval review.
Enter your mobile number below to have the property address and page url texted to your phone.
1408 Chapman Circle | MLS# O6357486
This single family home located at 1408 Chapman Circle, Winter Park, FL 32789 is currently listed for sale with an asking price of $1,495,000. This property was built in 2003 and has 4 bedrooms and 4 full baths with 3237 sq. ft. Chapman Circle is located in the WINDSONG ELIZABETHS WALK 43/81 subdivision. Search WINDSONG ELIZABETHS WALK 43/81 real estate on tiffanym.watsonrealtycorp.com today.