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Winter Park, FL · Single Family Residence

1611 Chestnut Ave

$985,000
List price
4Bedrooms
4Bathrooms
2,916Square feet
0.17Acres

THE SETTING, AND THE DETAILS

A closer look.

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.

Garage

The details that help you decide.

Details supplied with the listing. Information that was not provided is marked below.

Home essentials
Price per square foot
$338
Full bathrooms
4
Half bathrooms
0
Heated living area
2916
Lot size (acres)
0.17
Lot size (sq ft)
7508
Year built
1973
Property type
Residential
Property style
Contemporary, Custom
Interior & rooms
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)
Appliances
Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Flooring
Ceramic Tile, Hardwood, Luxury Vinyl
Additional rooms
Not provided
Land, water & community
Waterfront
No
Waterfront type
Not provided
Water body / lake name
Not provided
Water view
Not provided
Dock
Not provided
Dock features
Not provided
Other views
Not provided
Lot features
City Limits, Landscaped, Level, Near Golf Course, Near Public Transit, Sidewalk, Street Brick
Exterior features
Courtyard, Private Yard, Rain Gutters, Sidewalk, Sprinkler Metered, Storage
Community amenities
Street Lights
Zoning
WP-R-1A
Current use
Not provided
Horse amenities
Not provided
Fencing
Fenced, Wood
Other structures
Shed(s)
Pool, parking & systems
Private pool
No
Pool features
Not provided
Garage
Yes
Garage spaces
0
Carport
No
Carport spaces
0.00
Parking features
Driveway, Ground Level, Off Street, Oversized
Fireplace
Yes
Fireplace features
Family Room, Stone
Heating
Central, Electric
Cooling
Central Air
Water supply
Public
Sewer
Public Sewer
Utilities
Cable Connected, Electricity Connected, Fiber Optics, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected
Construction
Construction materials
Block, Stucco, Frame
Roof
Shingle
Foundation
Slab
Stories
2
Levels
Two
Location & schools
City
WINTER PARK
Subdivision
LAKE KNOWLES TERRACE
County
Orange
ZIP code
32789
Elementary school
Lakemont Elem
Middle school
Maitland Middle
High school
Winter Park High
Association, taxes & listing
HOA / association
No
Association fee
Not provided
Fee frequency
Not provided
Included services
Not provided
Association amenities
Not provided
Additional association fee
Not provided
Additional fee frequency
Not provided
Condo fee
Not provided
Condo fee frequency
Not provided
Annual property taxes
$3,697.24
Tax year
2026
Other annual assessments
Not provided
CDD
No
Listing status
Active
Days on market
19
Listing broker
OLYMPUS EXECUTIVE REALTY INC
MLS number
MFRO6449003

Explore the area

Location supplied with the listing. Confirm boundaries and access for the property.

Listed by OLYMPUS EXECUTIVE REALTY INC · MLS MFRO6449003
Source: mfrmls · Listing updated 2026-11-01 21:06:21 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.

Listing photograph

MLS MFRO6449003 · OLYMPUS EXECUTIVE REALTY INC

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