1611 Chestnut AvenueWinter Park, FL 32789Price: $985,000

  • Price: $985,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
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1611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 327891611 Chestnut Avenue Winter Park FL 32789
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  • 4Bedrooms
  • 0.17Acreage
  • 4Bathrooms
  • 1973Year Built
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 Courtesy of OLYMPUS EXECUTIVE REALTY INC

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More Info

Location Information

  • Road Frontage DescriptionBrick

School Information

  • Elementary SchoolLakemont Elem
  • High SchoolWinter Park High
  • Junior HighMaitland Middle

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • ZoningWP-R-1A

Interior

  • Flooring Ceramic Tile, Hardwood, Luxury Vinyl
  • Furnished Partially

Utilities

  • Cooling Central Air
  • Heating Central, Electric
  • Laundry Features Electric Dryer Hookup, Inside, Laundry Room, Sink, Washer Hookup
  • Sewer Public Sewer
  • Utilities
    • Cable Connected
    • Electricity Connected
    • Fiber Optics
    • Public
    • Sewer Connected
    • Sprinkler Meter
    • Underground Utilities
    • Water Connected
  • Water Source Public

Water Body

  • MFR Water Access YN No
  • Water ViewNo

Basic Information

  • List Price$985,000
  • ListingContractDate2026-10-11
  • MLS NumberO6449003
  • Mls Status Active
  • OriginalListPrice985000
  • PublicSurveyRange30
  • StatusACT

Location

  • Address1611 Chestnut Avenue
  • AreaWinter Park
  • CountyOrange
  • Exterior Features
    • Courtyard
    • Private Yard
    • Rain Gutters
    • Sidewalk
    • Sprinkler Metered
    • Storage
  • StateFL
  • SubdivisionLake Knowles Terrace
  • TownWinter Park
  • Township 21
  • Zip32789

Property Information

  • Acreage0.17
  • Attached Garage YN Yes
  • Building Area Total 3,530
  • BuildingAreaUnitsSquare Feet
  • Fencing Fenced, Wood
  • LivingAreaUnitsSquare Feet
  • Lot Description
    • City Limits
    • Landscaped
    • Level
    • Near Golf Course
    • Near Public Transit
    • Sidewalk
    • Street Brick
  • Lot Size Square Feet 7,508
  • MFR Garage Dimensions 22X20
  • MFR Living Area Meters 270
  • MFR Lot Size Square Meters 698
  • MFR Total Acreage 0 to less than 1/4
  • Other Structures Shed(s)
  • Square Feet2,916

Tax Information

  • Tax Year 2026
  • Taxes$3,697

Parking

  • Num Assigned Parking Spaces2
  • Parking Features Driveway, Ground Level, Off Street, Oversized

Rooms

  • Bedrooms4
  • Full Bath4

Building

  • Bathroom4
  • Construction Materials Block, Stucco, Frame
  • FireplaceFamily Room, Stone
  • Fireplace YN Yes
  • Foundation Details Slab
  • GarageYes
  • Levels Two
  • Patio And Porch Features Patio
  • Property StyleContemporary, Custom
  • RoofShingle
  • Rooms11
  • Stories2
  • Window Features
    • Aluminum Frames
    • Blinds
    • Carbon Mono/Detector
    • Double Pane Windows
    • Shades
    • Window Treatments
  • Year Built1973

Amenities

  • Appliances IncludedDishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
  • Community Features Street Lights
  • Other AmenitiesFireplace, Golf
  • Other Equipment Private Yard
  • Security Features Smoke Detector(s)

Other

  • Building Area Source Public Records
  • Date Listed10/13/2026
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Minimum Lease 1-2 Years
  • Status Change Timestamp2026-10-14T02:05:30
  • Vegetation Mature Landscaping, Oak Trees
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of October 14, 2026 11:32 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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