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1621 Chestnut Avenue, Winter Park, FL 32789

$845,000
  • 1621 Chestnut Avenue, Winter Park, FL 32789 Main Photo

35 Photos

Active Price Reduced by $34,000 on October 27th, 2026
BEDS3 BATHS2 full 1 partial SQUARE FEET2,022 MLS#O6435086
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONLAKE KNOWLES TERRACE

Property Description

Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted Tree Streets neighborhood. Offered at $879,000, this single-story block home sits on a generous 50x150' lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of Winter Park's most desirable pockets, where similar transformations are already reshaping the streetscape.Inside, tile flooring flows through the main living areas, complementing a versatile layout that includes a formal living room, a combined kitchen and dining area, and a separate den with pocket doors perfect for a home office or media room. The oversized bedrooms offer generous space throughout, including a primary suite with a private en suite bath. Two additional guest bedrooms share a convenient Jack-and-Jill bathroom, ideal for family or guests.At the rear of the home, an enclosed sunroom provides a peaceful retreat overlooking the well-manicured backyard, a tranquil spot to relax and unwind. With its prime location, solid bones, and abundant possibilities, 1621 Chestnut Avenue is ready for its next owner to make it their own.

1621 Chestnut Avenue | MLS# O6435086

This single family home located at 1621 Chestnut Avenue, Winter Park, FL 32789 is currently listed for sale with an asking price of $845,000. This property was built in 1970 and has 3 bedrooms and 2 full and 1 partial baths with 2022 sq. ft. Chestnut Avenue is located in the LAKE KNOWLES TERRACE subdivision. Search LAKE KNOWLES TERRACE real estate on jclark.gloryire.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central, Electric
Lot Size: 0.17 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $3,312
Year Built: 1970

Amenities

Ceiling Fans(s)
Sidewalk

Feature Descriptions

Additional Rooms: Den/Library/Office, Formal Living Room Separate, Inside Utility
Appliances: Built-In Oven, Cooktop, Dishwasher, Refrigerator
Days on Site: 73
Directions: From Temple: Head East on Chestnut. Home is on left.
Exterior: Block
Fencing: Fenced
Flood Zone Code: X
Flooring: Carpet, Tile, Wood
Foundation: Slab
Garage Dimensions: 22x20
Home Warranty Y/N: No
Lot Dimensions: 0.17
Ownership: Fee Simple
Parking: Driveway
Parking Notes: Driveway
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: 24 Hour Notice, Listing Agent Must Accompany, ShowingTime
Special Sale Provisions: None
Utilities: BB/HS Internet Available, Cable Available
Vegetation: Trees/Landscaped
Water: Public
Water Access Y/N: No
Zoning: R-1A

Room Sizes

Living Room: 12x17
Dining Room: 17x11
Kitchen: 14x11
Den: 16x12
Primary Bedroom: 14x12
Bedroom 2: 16x12
Bedroom 3: 16x15
Laundry: 8x12

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: KELLY PRICE & COMPANY LLC
Agency Contact: 407-645-4321

Shown By

Agent Name: Jennifer Clark
Agent Phone: (386) 775-7778
Agency Title: Glory International Real Estate Company

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Estimate Your Payment

Estimated Payment

$ 2,403.06 per month $1,880.60 Principal & Interest $276.00 Property Tax $246.46 Homeowner's Insurance

Change Payment Information

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(Payments are an estimate and may vary by lender)
Glory International Real Estate is a Central Florida Real Estate Brokerage Based in Orange City, Florida Serving buyers and sellers throughout: Volusia County • Seminole County • Orange County • Osceola County • Lake County • Flagler County Central Florida Real Estate Brokerage serving buyers, sellers, and investors across Volusia, Seminole, Orange, Osceola, and Lake counties. 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 11/01/2026. The listing information on this page last changed on 11/01/2026. 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 Sun 11/01/2026 12:00:00 AM EST) or Stellar MLS (last updated Sat 10/31/2026 11:54:57 PM EST). Real estate listings held by brokerage firms other than Glory International Real Estate Company 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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