1611 CHESTNUT AVENUE Winter Park, FL $ 985,000
1611 CHESTNUT AVENUE
$ 985,000
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1611 CHESTNUT AVENUE

Winter Park, FL, 32789
$ 985,000
Bedrooms4 Baths4.0 Sq 2,916

Monthly Estimate*

$ 6,803

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Single Family Home for sale in Winter Park, FL

for $985,000 with 4 bedrooms and 4 full baths. This 2,916 square foot home was built in 1973 on a lot size of 0.17.

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.

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Single Family Active

Price

$ 985,000

Bedrooms

4

Full Bath

4

Property Type

Single Family

Taxes

$ 3,697

Style

Contemporary Custom

Lot Size

0.17

Year Built

1973

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6449003

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Connected Electricity Connected Fiber Optics Public Sewer Connected Sprinkler Meter Street Lights Underground Utilities Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Disposal Dryer Electric Cooktop Electric Water Heater Range Range Hood Refrigerator Washer
Zoning WP-R-1A
Garage Spaces 0
Patio/Porch Features Patio
Architectural Style Contemporary Custom
Security Features Smoke Detector(s)
Construction Materials Block Stucco Wood Frame
Year Built 1973
Levels Two
Property Subtype Single Family Residence
Tax Year 2026
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name LAKE KNOWLES TERRACE
Facing Direction South
Garage Y/N true
Other Structures Shed(s)
Total Rooms 11
Full Baths 4
Status Active
Directions From the intersection of Aloma Avenue (SR 426) and N Lakemont Avenue head north on N Lakemont Avenue. Continue straight onto Arbor Park Drive then turn left onto Chestnut Avenue. The property at 1611 Chestnut Avenue will be on your right.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 7508
Carport Spaces 0
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Lakemont Elem
Land Lease Y/N false
Tax Annual Amount 3697.24
Middle/Junior High School Maitland Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6449003
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 10
Legal Description LAKE KNOWLES TERRACE K/4 LOT 10 BLK 1
Minimum Lease 1-2 Years
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
In Law Suite YN true
In Law Suite Description 1 Bathroom 1 Bedroom Attached Private Entrance
Flood Zone Code X Y
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Interior
Interior Amenities 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)
Flooring Ceramic Tile Engineered Hardwood Luxury Vinyl
Furnished Y/N Partially
Fireplace Features Family Room Stone
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Aluminum Frames Blinds Double Pane Windows Shades Window Treatments
Fireplace Y/N true
Half Baths 0
Laundry Features Electric Dryer Hookup Inside Laundry Room Sink Washer Hookup
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Courtyard Private Yard Rain Gutters Sidewalk Sliding Doors Sprinkler Metered Storage
Vegetation Mature Landscaping Oak Trees
Fencing Fenced Wood
Parking Features Driveway Ground Level Off Street Oversized
Lot Features City Lot Landscaped Level Near Golf Course Near Public Transit Sidewalk
Water Source Public
Lot Size Area 7508
Foundation Details Slab
Building Area Total 3530
Lot Size Acres 0.17
Road Surface Type Brick
Private Pool false
Waterfront Y/N false
Covered Spaces 0
Road Frontage Type Street Brick
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Olympus Executive Realty Inc

Broker

gunel_aydamirli@outlook.com

Email

Affordability Calculator

$7,111
Per Month
96%
4%
0%
Monthly Principal & Interest
$6,803
Monthly Property Taxes
$308
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
10/14/2026$985,000 Listed Price

Map


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1611 CHESTNUT AVENUE, Winter Park, FL, 32789 is a Single Family Home for sale at $985,000 with 2,916 sqft and a lot size of 0.17. 1611 CHESTNUT AVENUE has 4 bedrooms, 4.0 baths, and was built in 1973. The property's zip code is 32789 which is in Winter Park, FL