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4 BR | 3.5 BA | 3,578 SF | $1,450,000
Beautiful Windsong Home with Resort-Style Community Amenities
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.
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.
hether 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.
For more information or to schedule a showing contact The Assistants Group at Kelly Price & Company at 407-490-0880.
Listing Presented by Kelly Price & Company
4 BR | 3.2 BA | 2,812 SF | $1,399,500
Lake Killarney Shores | Community Lake Access
Discover sophisticated modern living in the heart of Winter Park. This stunning new construction home features contemporary architecture, soaring ceilings, and an open floor plan flooded with natural light.
Gourmet KitchenChef-inspired space with top-tier Monogram appliances, professional gas range, and gorgeous Taj Mahal Quartzite countertops. Optional wine fridge or custom cabinetry available.
Indoor-Outdoor LivingElectric fireplace, expansive glass sliders to covered lanai, and private pool. Pre-stubbed for outdoor kitchen.
Primary Suite RetreatFirst-floor luxury with spa-inspired bath, dual vanity, walk-in shower, soaking tub, and oversized closet with washer/dryer hookups.
Upper LevelBonus room, sophisticated glass-walled loft, three bedrooms, two full baths, second laundry area, and pool bath.
Lake Killarney ShoresLow HOA, private boat launch to Lake Killarney, walking distance to Winter Park's dining, shopping, and cultural attractions.
For more information or to schedule a showing contact The Assistants Group at Kelly Price & Company at 407-490-0880.
Listing Presented by Kelly Price & Company








