1611 CHESTNUT AVENUE
WINTER PARK, FL, 32789
$985,000
4 Beds
4 Baths
2,916 SqFt
0.17 Acres
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MLS #O6449003 image #0
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 Details

Price:
$985,000
MLS #:
O6449003
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LAKE KNOWLES TERRACE
Neighborhood:
32789winterpark
Listed Date:
Oct 13, 2026
Finished Sq Ft:
2,916
Total Sq Ft:
3,530
Lot Size:
7,508 sqft / 0.17 acres (approx)
Year Built:
1973
32789 – Winter Park32789winterparkLake Knowles TerraceLakemont ElemMaitland MiddleWinter Park High1-2 Years

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Schools

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

Interior

Appliances
Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Engineered Hardwood, Luxury Vinyl
Heating
Central, Electric
Interior Features
Carbon Mono/Detector, Ceiling Fan(s), Crown Molding, High Ceilings, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Sink, Washer Hookup
Levels
Two

Exterior

Architectural Style
Contemporary, Custom
Attached Garage YN
1
Construction Materials
Block, Stucco, Wood Frame
Direction Faces
South
Exterior Features
Courtyard, Private Yard, Rain Gutters, Sidewalk, Sliding Doors, Sprinkler Metered, Storage
Fencing
Fenced, Wood
Lot Features
City Lot, Landscaped, Level, Near Golf Course, Near Public Transit, Sidewalk
Open Parking YN
1
Other Structures
Shed(s)
Parking Features
Driveway, Ground Level, Off Street, Oversized
Patio And Porch Features
Patio
Roof
Shingle
Security Features
Smoke Detector(s)
Window Features
Aluminum Frames, Blinds, Double Pane Windows, Shades, Window Treatments

Financial

Tax Year
2026
Taxes
$3,697

Map

Community

Market Summary

Current real estate data for Single Family in WINTER PARK as of Oct 19, 2026
281
Single Family Listed
84
Avg DOM
476
Avg $ / SqFt
$1,330,538
Avg List Price

Property Summary

    Located in the LAKE KNOWLES TERRACE subdivision, 1611 CHESTNUT AVENUE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $985,000 and features 4 beds, 4 baths, and has approximately 2,916 square feet of living space, and was originally constructed in 1973. The current price per square foot is $338. The average price per square foot for Single Family listings in WINTER PARK is $476. The average listing price for Single Family in WINTER PARK is $1,330,538. To schedule a showing of MLS#o6449003 at 1611 CHESTNUT AVENUE in WINTER PARK, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.

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