Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedroom, 4-bath home delivers the rarest combination: the soul of an established neighborhood, unique charm and character, and the bones of new construction. Gutted to the studs and rebuilt with intention, every major system is new — electrical, Carrier ACs, roof, ductwork, drywall, Pella windows +++. With elevated finishes, like designer tile and quartz countertops as well as floors and beautifully reimagined kitchen and baths. A second-floor addition adds a sprawling 21 x 24 foot private primary suite and home office, one of the many reasons this an ideal setup for MULTIGENERATIONAL families and those who work from home. A welcoming fireplace, lush mature landscaping, butler's pantry, numerous built ins, custom tile work, and an address minutes from Park Avenue make this one of Winter Park's most compelling offerings. Come imagine the possibilities.
- Built in 1973
- 2 garage spaces
- $377.23/sqft
- Lot size: 7,508 sqft
- 15 days on market
- Directions: From Lakemont Ave and Aloma head north on Lakemont, straight onto Arbor Park Drive, left on Chestnut house is on the right
- County: Orange
- Geo subdivision: LAKE KNOWLES TERRACE
Nearby Schools
Lakemont Elem
Maitland Middle
Winter Park High
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
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Let's get in touch!
Let's get in touch!

Miriam Rogacheski
Corretora de Imóveis 🇺🇸
- Source: Stellar MLS
- MLS #: O6402502
Listing updated: May 14, 2026 at 6:27PM
Listing provided by: Olivia Maxwell, FANNIE HILLMAN & ASSOCIATES
Last checked 20 hours ago
Listing provided by: Olivia Maxwell, FANNIE HILLMAN & ASSOCIATES
Last checked 20 hours ago
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