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$985,000
1 Day On Site

1611 CHESTNUT AVENUE
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
4
Full Baths
2,916
SqFt
$338
/SqFt
1973
Built
Subdivision:
LAKE KNOWLES TERRACE
County:
Orange
Call Now: (727) 804-7719
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(727) 804-7719
1611 CHESTNUT AVENUE1611 CHESTNUT AVENUE1611 CHESTNUT AVENUE1611 CHESTNUT AVENUE
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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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Listing Snapshot
Price 
$985,000
Days On Site 
1 Day
Bedrooms 
4
Inside Area (SqFt) 
2,916 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
0.17 Acres
Year Built 
1973
MLS® Number 
O6449003
Status 
Active
Property Tax 
$3,697.24
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
7 hours agoStatus changed to Active
yesterdayListing first seen on site
General Features
Acres 
0.17
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Levels 
Two
Number Of Stories 
2
Parking 
DrivewayOff StreetOversizedAttached
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
3530
Style 
ContemporaryCustom
Utilities 
Cable AvailableCable ConnectedElectricity ConnectedSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
WP-R-1A
Interior Features
Appliances 
DishwasherDisposalDryerElectric CooktopElectric Water HeaterRangeRange HoodRefrigeratorWasher
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomStone
Flooring 
Ceramic TileHardwood
Furnished 
Partially
Heating 
CentralElectric
Interior 
Crown MoldingHigh CeilingsStone CountersWalk-In Closet(s)In-Law Floorplan
Laundry Features 
Electric Dryer HookupInsideLaundry RoomSinkWasher Hookup
Window Features 
Window CoveringsAluminum FramesBlindsDouble Pane WindowsWindow Treatments
Bedroom 2 
Dimensions - 12x14Level - First
Bedroom 3 
Dimensions - 14x11Level - First
Bedroom 4 
Dimensions - 11x11Level - First
Bonus Room 
Dimensions - 12x9Level - First
Dining Room 
Dimensions - 11x12Level - First
Family Room 
Dimensions - 17x20Level - First
Foyer 
Dimensions - 9x6Level - First
Kitchen 
Dimensions - 21x8Level - First
Laundry 
Dimensions - 9x15Level - First
Living Room 
Dimensions - 14x12Level - First
Master Bedroom 
Dimensions - 22x24Level - Second
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Exterior Features
Construction Details 
BlockStuccoFrame
Exterior 
CourtyardPrivate YardRain GuttersStorage
Fencing 
FencedWood
Lot Features 
LandscapedLevelNear Golf CourseNear Public Transit
Other Structures 
Shed(s)
Patio And Porch 
Patio
Roof 
Shingle
Windows/Doors 
Window CoveringsAluminum FramesBlindsDouble Pane WindowsWindow Treatments
Community Features
Community Features 
Street Lights
MLS Area 
32789 - Winter Park
Township 
21
Financing Terms Available 
CashConventionalFHAVA Loan
Schools
School District
Unknown
Elementary School
Lakemont Elem
Middle School
Maitland Middle
High School
Winter Park High
Listing courtesy of OLYMPUS EXECUTIVE REALTY INC (407) 907-7704



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: 2026-10-14 04:48 AM EDT

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