For sale Home

Listed Oct 11, 2026

$985,000 Est. $6,515/mo

1611 Chestnut Avenue

  • 4

    Beds

  • 4

    Baths

  • 2,916

    Sq ft

The story

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.

Facts & features

Home type

Home

Year built

1973

Floors

2

Price per sq ft

$338

Included features

  • Fireplace

    Yes

  • Cooling

    Central Air

  • Heating

    Central, Electric

  • Appliances

    Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Range, Range Hood, Refrigerator, Washer

  • Flooring

    Ceramic Tile, Hardwood, Luxury Vinyl

  • Roof

    Shingle

  • Lot Information

    City Limits, Landscaped, Level, Near Golf Course, Near Public Transit, Sidewalk, Street Brick

  • Exterior

    Courtyard, Private Yard, Rain Gutters, Sidewalk, Sprinkler Metered, Storage

  • Water Source

    Public

  • Sewer

    Public Sewer

Mortgage calculator

Estimated monthly payment

$6,515 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $5,243
  • Property tax $985
  • Insurance $287

Includes principal, interest, taxes & insurance.

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Listing Broker

OLYMPUS EXECUTIVE REALTY INC

Broker Name

OLYMPUS EXECUTIVE REALTY INC

Agent

Gunel Aydamirli