Welcome to 1421 Chapman Circle, an elegant Spanish-Mediterranean home nestled within the highly coveted Windsong community in the heart of Winter Park. From the moment you arrive, the classic barrel tile roof and timeless architectural character set the tone for what awaits inside — a home with enduring style, gracious proportions, and tremendous potential to be personalized for its next chapter.
Spanning over 3,500 square feet, this 4-bedroom, 3.5-bath residence offers a formal, well-appointed layout with soaring high ceilings, rich crown molding, and a thoughtful floor plan designed for both comfortable daily living and effortless entertaining. A dedicated first-floor office provides the ideal work-from-home space, while the separate formal dining room adds an air of sophistication perfect for hosting family and friends.
The gourmet kitchen is the heart of the home, featuring granite countertops, premium Thermador appliances, and bartop seating — a space equally suited for casual mornings and lively gatherings. The living room opens through French doors to a generous wrap-around screened patio, seamlessly blending indoor and outdoor living in true Florida fashion.
The first-floor primary suite is a private retreat, complete with French door access to the patio, a spacious walk-in closet, and a well-appointed en suite bath featuring a double sink vanity, a separate soaking tub, and a walk-in shower. Upstairs, three generously sized guest bedrooms share a hall bath, and a large bonus room and landing offer flexible space for a playroom, media room, or additional lounge area. A large upstairs utility room and additional walk-in storage beneath the stairs ensure that function is never sacrificed. The home is served by two HVAC units, both dated 2017.
Beyond the front door, the Windsong community is nothing short of exceptional. Residents enjoy access to two resort-style pools, a splash pad for the little ones, scenic parks, a fishing dock, and coveted chain-of-lakes access complete with use of a community boat — a lifestyle that truly sets Windsong apart. Zoned for A-rated schools and ideally situated just minutes from the vibrant energy of Baldwin Park, Audubon Park, the Mills District, Downtown Orlando, and all that Winter Park has to offer, this address places you at the center of everything.
Whether you're drawn to its classic architecture, its unmatched community amenities, or the incredible opportunity to update and truly make it your own, 1421 Chapman Circle is a rare find in one of Central Florida's most beloved neighborhoods.
Property Details
- Interior
- Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone
- Heating
- Central, Electric
- Cooling Features
- Central Air
- Bedrooms
- 4
- Bathrooms
- 3.5
- Full Baths
- 3
- Half Baths
- 1
- Exterior Materials
- Private Mailbox, Sidewalk
- Pool Shared
- 1
- Acres
- 0.14
- Square Feet
- 4529.0
- Parking Features
- Driveway
- Parking
- 1
- Parking Spaces
- 2
- Parking Type
- Driveway
- Parking Garage Spaces
- 2.0
- Property Type
- Purchase
- Year Built
- 2005
- Foundation
- Slab
- Roof
- Tile
- Sewer Information
- Public Sewer
- Utility Source
- Public
- Utility Features
- BB/HS Internet Available, Cable Available, Natural Gas Connected
- Appliances
- Built-In Oven, Dishwasher, Microwave, Range Hood, Refrigerator
- Subdivision
- WINDSONG ELIZABETHS WALK 43/81
- Community Features
- Deed Restrictions, Park, Playground, Pool, Sidewalks
- Elementary School
- Brookshire Elem
- Middle School
- Glenridge Middle
- High School
- Winter Park High
- County
- Orange
- Region
- WINTER PARK
- Zoning
- PURD
- Original List Price
- $1,550,000
- Days on Market (Cumulative)
- 89
- Taxes Annual
- $10,592
- HOA
- 1
- HOA Fees
- 805.0
- Ownership
- Fee Simple
- MLS #
- O6415941
Location
Legal
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. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: George Fleischmann | AveNew Realty
Provided By
Listed by Kelly Price (#MFR261011384)
Listing Office: KELLY PRICE & COMPANY LLC (#MFR55779)
