Virtual TourMap

For SaleSingle Family ResidenceActive

1611 Chestnut Avenue

Winter Park, FL 32789

$985,000

24 Days On Site

  • 4Beds
  • 4Baths4 full
  • 2,916Sq Ft
  • $338Per Sq Ft
  • 0.17Acres
  • 1973Built
Subdivision
Lake Knowles Terrace
County
Orange
MLS®
O6449003

Overview

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.

Listing Snapshot

Price
$985,000
Days On Site
24 Days
Bedrooms
4
Inside Area (SqFt)
2,916 sqft
Total Baths
4
Full Baths
4
Partial Baths
0
Lot Size
0.17 Acres
Year Built
1973
MLS® Number
O6449003
Status
Active
Property Tax
$3,697.24 (2026)
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Public Records

Property Details

General Features

16 items
Acres
0.17
Attached Garage
Yes
Direction Faces
South
Foundation
Slab
Garage
Yes
Levels
Two
Number Of Stories
2
Parking
Driveway, Off Street, Oversized, Attached
Property Sub Type
Single Family Residence
Security
Smoke Detector(s)
Sewer
Public Sewer
SqFt Total
3,530
Style
Contemporary, Custom
Utilities
Cable Available, Cable Connected, Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
Water Source
Public
Zoning
WP-R-1A

Interior Features

21 items
Appliances
Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Cooling
Central Air
Fireplace
Yes
Fireplace Features
Family Room, Stone
Flooring
Ceramic Tile, Hardwood
Furnished
Partially
Heating
Central, Electric
Interior
Crown Molding, High Ceilings, Stone Counters, Walk-In Closet(s), In-Law Floorplan
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Sink, Washer Hookup
Window Features
Window Coverings, Aluminum Frames, Blinds, Double Pane Windows, Window Treatments

Rooms

RoomDimensionsLevelFeatures
Bedroom 212x14First
Bedroom 314x11First
Bedroom 411x11First
Bonus Room12x9First
Dining Room11x12First
Family Room17x20First
Foyer9x6First
Kitchen21x8First
Laundry9x15First
Living Room14x12First
Master Bedroom22x24Second

Exterior Features

8 items
Construction Details
Block, Stucco, Frame
Exterior
Courtyard, Private Yard, Rain Gutters, Storage
Fencing
Fenced, Wood
Lot Features
Landscaped, Level, Near Golf Course, Near Public Transit
Other Structures
Shed(s)
Patio And Porch
Patio
Roof
Shingle
Windows/Doors
Window Coverings, Aluminum Frames, Blinds, Double Pane Windows, Window Treatments

Community Features

4 items
Community Features
Street Lights
MLS Area
32789 - Winter Park
Township
21
Financing Terms Available
Cash, Conventional, FHA, VA Loan

Location

1611 Chestnut Avenue, Winter Park, FL 32789 · 32789 - Winter Park

Neighborhood & Commute

ZIP Code 32789

Median household income
$110,150
Income per person
$78,898
Households
12,171
Average household size
2.08
Median age
44.5

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

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

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Active
  3. Listing first seen on site

Friends & Family

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Listing courtesy of OLYMPUS EXECUTIVE REALTY INC (407) 907-7704

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-05 10:49 PM EST

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