1611 Chestnut Avenue

Winter Park, FL 32789 (MLS # O6449003)

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.

Features

  • AIR

    Central Air

  • AIR CONDITIONING

    Yes

  • APPLIANCES

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

  • AREA

    32789 - Winter Park

  • CONSTRUCTION

    Block, Frame, Stucco

  • EXTERIOR

    Courtyard, Private Yard, Rain Gutters, Storage

  • FIREPLACE

    Yes

  • GARAGE

    Attached Garage, Yes

  • HEAT

    Central, Electric

  • INTERIOR

    Crown Molding, High Ceilings, In-Law Floorplan, Stone Counters, Walk-In Closet(s)

  • LOT

    7405 sq ft

  • LOT DESCRIPTION

    Landscaped, Level, Near Golf Course, Near Public Transit

  • PARKING

    Driveway, Off Street, Oversized, Attached

  • SEWER

    Public Sewer

  • STORIES

    2

  • STYLE

    Contemporary, Custom

  • SUBDIVISION

    LAKE KNOWLES TERRACE

  • TAXES

    3697.24

  • UTILITIES

    Cable Available, Cable Connected, Electricity Connected, Sewer Connected, Underground Utilities, Water Connected

  • WATER

    Public

Location

Resources

Details: (1176228734) | [1793733979]

Price $985,000
Status Active
Beds 4
Baths 4 Baths
Home size 2,916 sqft
Lot Size 7,406 sqft
Days on Market 23
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.
Property Type(s): Single Family
Last Updated 10/13/2026 Tract LAKE KNOWLES TERRACE
Year Built 1973 Community 32789 - Winter Park
County Orange

SCHOOLS

Elementary School Lakemont Elem
Jr. High School Maitland Middle
High School Winter Park High

Additional Details

AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
AREA 32789 - Winter Park
CONSTRUCTION Block, Frame, Stucco
EXTERIOR Courtyard, Private Yard, Rain Gutters, Storage
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Central, Electric
INTERIOR Crown Molding, High Ceilings, In-Law Floorplan, Stone Counters, Walk-In Closet(s)
LOT 7405 sq ft
LOT DESCRIPTION Landscaped, Level, Near Golf Course, Near Public Transit
PARKING Driveway, Off Street, Oversized, Attached
SEWER Public Sewer
STORIES 2
STYLE Contemporary, Custom
SUBDIVISION LAKE KNOWLES TERRACE
TAXES 3697.24
UTILITIES Cable Available, Cable Connected, Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
WATER Public
Listing provided by Gunel Aydamirli, OLYMPUS EXECUTIVE REALTY INC, mls@oerfl.com
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 11/3/26 11:26 AM PST.

This IDX solution is (c) Diverse Solutions 2026.

Email a Friend