About This Home

This 4-bedroom, 4-bathroom single family at 1611 CHESTNUT Avenue in Winter Park, FL is listed for $985,000 ($338 per sqft). Built in 1973, the home offers 2,916 sqft of living space on a 0.17 acres lot.

Key Features

  • Built in 1973
  • 0.17 acre lot
  • 2 stories
  • Fireplace

Property Details

2 stories
4 full
1973

Amenities

FireplaceHardwoodA/C
Listing 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.

Monthly Cost Estimate

$5,268/mo

20% down · 6.5% · 30 years

Principal$712
Interest$4,268
Insurance$287

Estimates only. Actual payments may vary.

Location

1611 CHESTNUT Avenue

Winter Park, FL 32789

LAKE KNOWLES TERRACE

Features & Amenities

Interior Features

Carbon Monoxide Detector(s)Ceiling Fans(s)Crown MoldingHigh CeilingsPrimaryBedroom UpstairsSolid Surface CountersSolid Wood CabinetsStone CountersThermostatWalk-In Closet(s)

Exterior Features

CourtyardPrivate YardRain GuttersSidewalkSprinkler MeteredStorage

Property Details

Flooring

HardwoodTile - CeramicVinyl

Construction

Block Stucco Frame

Outdoor Features

Patio

Parking

DrivewayOversizeOff Street

Heating

CentralElectric (Heating)

Cooling

Central Air

Appliances

DishwasherDisposalDryerElectric CooktopElectric Water HeaterRangeRange HoodRefrigeratorWasher

Questions & Answers

This 4-bedroom, 4-bathroom single family at 1611 CHESTNUT Avenue is listed at $985,000 ($338/sqft). The estimated monthly payment is $5,268 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1973, 0.17 acre lot, 2 stories, Fireplace. Interior Features: Carbon Monoxide Detector(s), Ceiling Fans(s), Crown Molding. Exterior Features: Courtyard, Private Yard, Rain Gutters.

This property is listed by Gunel Aydamirli.

GA

Gunel Aydamirli

Agent at Olympus Executive Realty INC.

Listed by Olympus Executive Realty INC. · Broker phone: (727) 424-3927 · View on Broker Site · Broker website

MLS# O6449003· Source: Stellar MLS· 16 days on PropertySimple

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1611 CHESTNUT Avenue, Winter Park, FL 32789

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