1611 CHESTNUT AVENUE, WINTER PARK, FL 32789

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$985,000

  • 4 BedroomBedrooms
  • 4 BathroomBathrooms
  • 2,916 Sq.Ft.
  • Single Family
  • Active
  • MLS# O6449003
  • Floor Plan
  • Sold on 
1 More Schedule

Property Description

Located on one of Winter Park's beautiful oak-lined brick streets, 1611 Chestnut Avenue is an extensively renovated and expanded 4-bedroom, 4-bath residence offering nearly 3,000 square feet of thoughtfully designed living space in the highly desirable 32789 ZIP code. Far beyond cosmetic updates, this home has undergone a substantial transformation, including major additions to the rear and second floor, creating a spacious, versatile layout with high-quality finishes and modern comforts throughout. The result is a home that combines the established character of its surroundings with the space and functionality of a contemporary residence. The beautifully redesigned kitchen features quartz countertops, stainless steel appliances, a generous island, farmhouse sink, and adjoining pantry, opening to inviting living and dining areas. Whether preparing a quiet dinner or hosting a gathering, the kitchen's generous workspace and connection to the surrounding rooms make it a natural center of daily life. A separate, expansive family room showcases a stone wood-burning fireplace and custom built-ins, providing another comfortable setting for relaxing or entertaining. Engineered hardwood and luxury vinyl flooring, designer tilework, upgraded fixtures, and beautifully appointed bathrooms reflect the attention and investment devoted to this home. The thoughtful separation of living spaces gives everyone room to enjoy the home in their own way without sacrificing the ease of gathering together. The impressive upstairs primary retreat provides exceptional privacy, featuring a spacious en-suite bathroom with freestanding soaking tub, double vanity, walk-in closet, and dedicated built-in office alcove. Occupying its own upper-level space, this generously proportioned suite feels like a retreat within the home, with room for both a restful bedroom setting and a practical workspace. Three additional bedrooms are located downstairs, including two with en-suite bathrooms. One enjoys an adjoining sitting room with sliding doors opening to the backyard, creating an ideal arrangement for extended family, guests, or multigenerational living. This flexible layout is equally appealing for those seeking a private guest area, a home office, or separate spaces for different daily routines. Additional improvements include an updated roof, newer AC system, a dedicated laundry room, attached two-car garage, and a private fenced backyard surrounded by mature landscaping. The outdoor setting provides space to unwind, enjoy fresh air, or create a welcoming area for casual get-togethers, while the mature trees and greenery reinforce the charm of this established neighborhood. Situated in Winter Park's established Lake Knowles Terrace neighborhood, the property is surrounded by charming residences, beautifully renovated homes, and impressive newer custom construction. Here, brick-paved streets and a canopy of mature oaks create a distinctive streetscape that is increasingly difficult to find. Enjoy convenient access to the Winter Park Chain of Lakes, Winter Park Golf Course, Phelps Park, the YMCA, and the renowned shopping, dining, and cultural attractions of Park Avenue. From neighborhood walks beneath the oaks to an afternoon along Park Avenue, this address places many of Winter Park's most loved destinations close to home. An exceptional combination of extensive improvements, generous living space, flexible accommodations, and a highly sought-after Winter Park location.

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Property Details 1611 CHESTNUT AVENUE, WINTER PARK, FL 32789

Facts & Features

  • MLS #: O6449003
  • Status: Active
  • Date Listed: 10/13/2026
  • Type: Single Family
  • Sub Type: Single Family Residence
  • Year Built: 1973
  • Style: Contemporary, Custom
  • Price: $985,000
  • Acres: 0.17
  • Area: 32789 - Winter Park
  • County: Orange
  • Subdivision: LAKE KNOWLES TERRACE
  • Bedrooms: 4
  • Bathrooms: 4
  • Full Baths: 4
  • Total SqFt: 2,916

Amenities

  • Parking: Driveway, Ground Level, Off Street, Oversized
  • Features: Street Lights
  • Waterfront: Yes
  • Waterfront Type: Public

Interior

  • Interior Features: Carbon Monoxide Detector(s), Ceiling Fans(s), Crown Molding, High Ceilings, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
  • Flooring: Ceramic Tile, Hardwood, Luxury Vinyl
  • Appliances: Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
  • Utilities: Cable Connected, Electricity Connected, Fiber Optics, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected
  • Heating: Central, Electric
  • Cooling: Central Air
  • # of Stories: 2.00

Exterior

  • Exterior Features: Courtyard, Private Yard, Rain Gutters, Sidewalk, Sprinkler Metered, Storage
  • Lot Description: City Limits, Landscaped, Level, Near Golf Course, Near Public Transit, Sidewalk, Street Brick
  • Roof: Shingle
  • Construction: Block, Stucco, Frame

Schools

  • Elementary: Lakemont Elem
  • Middle: Maitland Middle
  • High: Winter Park High

Additional Information

  • Zoning: WP-R-1A

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