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Single family home for sale at 1611 Chestnut Ave, Winter Park, FL 32789 | MLS# O6449003 | Listing updated on 2026-11-01
Photo 1 of Single family home for sale at 1611 Chestnut Ave, Winter Park, FL 32789 | MLS# O6449003 | Listing updated on 2026-11-01
Photo 2 of Single family home for sale at 1611 Chestnut Ave, Winter Park, FL 32789 | MLS# O6449003 | Listing updated on 2026-11-01
Photo 3 of Single family home for sale at 1611 Chestnut Ave, Winter Park, FL 32789 | MLS# O6449003 | Listing updated on 2026-11-01
Photo 4 of Single family home for sale at 1611 Chestnut Ave, Winter Park, FL 32789 | MLS# O6449003 | Listing updated on 2026-11-01
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$985,000

Monthly Est:$4,903

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,916sqft

1611 Chestnut Ave, Winter Park, FL 32789

$4,903/moEst:

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  • Single Family Residence

  • Built in 1973

  • $-- HOA

  • 7,508 sqft lot

  • $338/sq.ft

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.

  • Houzeo last checked: 6 minutes ago
  • Listing updated: November 1, 2026 at 9:06 pm
  • Listing Provided by: Gunel Aydamirli (407) 907-7704 | OLYMPUS EXECUTIVE REALTY INC (407) 469-0090
  • Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: O6449003 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Orange County

  • City

    Winter Park

  • Neighborhood

    --

  • Year Built

    1973

  • HOA Fees

    -

  • Finished Area

    2,916 sqft

  • Lot Size

    7,508 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6449003

  • MLS Status

    Active

  • Days on Market

    20

  • Cumulative Days on Market

    164

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Appliances

    Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Range, Range Hood, Refrigerator, Washer

  • Heating

    Central, Electric

  • Exterior Features

    Courtyard, Private Yard, Rain Gutters, Sidewalk, Sprinkler Metered, Storage

  • Cooling

    Central Air

  • Interior Features

    Carbon Monoxide Detector(s), Ceiling Fans(s), Crown Molding, High Ceilings, Primary Bedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Walk In Closet(s)

  • Window Features

    Carbon Mono/detector, Aluminum Frames, Blinds, Double Pane Windows, Shades, Window Treatments

  • Flooring

    Ceramic Tile, Hardwood, Luxury Vinyl

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1973

  • Home type

    Single Family Residence

  • Construction Materials

    Block, Stucco, Frame

  • Architectural Style

    Contemporary, Custom

  • Roof

    Shingle

  • Foundation Details

    Slab

Utilities & Energy

  • Parking Features

    Driveway, Ground Level, Off Street, Oversized

  • Utilities

    Cable Connected, Electricity Connected, Fiber Optics, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected

  • Fireplace Features

    Family Room, Stone

  • Water Source

    Public

  • Laundry Features

    Electric Dryer Hookup, Inside, Laundry Room, Sink, Washer Hookup

  • Security Features

    Smoke Detector(s)

Other Features

  • Vegetation

    Mature Landscaping, Oak Trees

  • Subdivision Name

    Lake Knowles Terrace

  • Community Features

    Street Lights

  • Lot Features

    City Limits, Landscaped, Level, Near Golf Course, Near Public Transit, Sidewalk, Street Brick

  • Patio And Porch Features

    Patio

Price History

DateEventPrice

10/14/2026

Source: mls_logoStellar MLS-FL #MFRO6449003

Listed for Sale

$985,000 -1.01%

$338/sqft

09/22/2026

Source: mls_logoStellar MLS-FL #MFRO6402502

Listing Removed

$995,000

$341/sqft

08/04/2026

Source: mls_logoStellar MLS-FL #MFRO6402502

Price Decreased

$995,000 -4.33%

$341/sqft

07/10/2026

Source: mls_logoStellar MLS-FL #MFRO6402502

Price Decreased

$1,040,000 -2.80%

$357/sqft

04/30/2026

Source: mls_logoStellar MLS-FL #MFRO6402502

Listed for Sale

$1,070,000 -2.73%

$367/sqft

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Nearby Homes

Based on information from Stellar MLS® through Nov 04, 2026, 12:45AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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 non-commercial use. It 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 prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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