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Danielle Redner
REALTOR®, ABR, PSA
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1611 Chestnut Avenue , Winter Park, FL 32789

$985,000
  • 1611 Chestnut Avenue , Winter Park, FL 32789 Main Photo

55 Photos

New to the Market Active
BEDS4 BATHS4 full SQUARE FEET2,916 MLS#O6449003
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONLAKE KNOWLES TERRACE

Property 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.

1611 Chestnut Avenue | MLS# O6449003

This single family home located at 1611 Chestnut Avenue , Winter Park, FL 32789 is currently listed for sale with an asking price of $985,000. This property was built in 1973 and has 4 bedrooms and 4 full baths with 2916 sq. ft. Chestnut Avenue is located in the LAKE KNOWLES TERRACE subdivision. Search LAKE KNOWLES TERRACE real estate on dredner.floridaexecutiverealty.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Heating: Central, Electric
Home Style: Contemporary, Custom
Lot Size: 0.17 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $3,697
Year Built: 1973

Amenities

Carbon Monoxide Detector(s)
Ceiling Fans(s)
Crown Molding
High Ceilings
PrimaryBedroom Upstairs
Solid Surface Counters
Solid Wood Cabinets
Stone Counters
Thermostat
Walk-In Closet(s)
Courtyard
Private Yard
Rain Gutters
Sidewalk
Sprinkler Metered
Storage

Feature Descriptions

Appliances: Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Community Features: Street Lights
Days on Site: 2
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.
Exterior: Block, Stucco, Frame
Fencing: Fenced, Wood
Fireplace: Family Room, Stone
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Ceramic Tile, Hardwood, Luxury Vinyl
Foundation: Slab
Garage Dimensions: 22X20
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: City Limits, Landscaped, Level, Near Golf Course, Near Public Transit, Sidewalk, Street Brick
Lot Dimensions: 0.17
Other Equipment: Private Yard
Other Structures: Shed(s)
Ownership: Fee Simple
Parking: Driveway, Ground Level, Off Street, Oversized
Parking Notes: Driveway, Ground Level, Off Street, Oversized
Patio/Porch: Patio
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Smoke Detector(s)
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box, Appointment Only, See Remarks
Special Sale Provisions: None
Utilities: Cable Connected, Electricity Connected, Fiber Optics, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected
Vegetation: Mature Landscaping, Oak Trees
Water: Public
Water Access Y/N: No
Windows: Carbon Mono/Detector, Aluminum Frames, Blinds, Double Pane Windows, Shades, Window Treatments
Zoning: WP-R-1A

Room Sizes

Foyer: 9x6
Laundry: 9x15
Bonus Room: 12x9
Dining Room: 11x12
Kitchen: 21x8
Bedroom 4: 11x11
Bedroom 3: 14x11
Bedroom 2: 12x14
Primary Bedroom: 22x24
Family Room: 17x20
Living Room: 14x12

Local Schools

High School: Winter Park High
Middle School: Maitland Middle
Elementary School: Lakemont Elem

Listed By / Shown By

Listed By

Agency Name: OLYMPUS EXECUTIVE REALTY INC
Agency Contact: mls@oerfl.com

Shown By

Agent Name: Danielle Redner
Agent Phone: (813) 967-0175
Agency Title: Florida Executive Realty

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Estimated Payment

$ 2,787.56 per month $2,192.18 Principal & Interest $308.08 Property Tax $287.29 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 10/16/2026. The listing information on this page last changed on 10/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 10/16/2026 12:24:50 AM EST) or Stellar MLS (last updated Fri 10/16/2026 12:10:00 AM EST). Real estate listings held by brokerage firms other than Florida Executive Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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