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1421 Chestnut Avenue, Winter Park, FL 32789

$750,000
  • 1421 Chestnut Avenue, Winter Park, FL 32789 Main Photo

4 Photos

Pending
BEDS3 BATHS1 full SQUARE FEET1,325 MLS#O6442587
STATUSPending PROPERTY TYPEResidential - Single Family SUBDIVISIONLAKE KNOWLES TERRACE

Property Description

Under contract-accepting backup offers. Prime Winter Park builder and luxury custom home opportunity with rare dual access! Nestled in this Winter Park enclave just one block from the Via Streets, this location offers a massive competitive advantage and features a dedicated rear easement providing direct vehicle or construction access to the adjacent side street (Sunset). Whether you are an investor looking for a high-end project or designing your private sanctuary, this unique dual-access point is a designer's dream-opening up incredible architectural flexibility, private rear-loading/garage options, or seamless construction staging. The property boasts an unobstructed view of the serene park setting at the intersection of Chestnut and Sunset, providing a picturesque backdrop for custom luxury home architecture. Surrounding properties are rapidly redeveloping into spectacular modern estates. Bring your custom builder and your vision to claim one of Winter Park's unique footprints. Property is being sold As-Is with value in the land. One car garage at rear of property with access thru deeded easement. Shed next to garage.

1421 Chestnut Avenue | MLS# O6442587

This single family home located at 1421 Chestnut Avenue, Winter Park, FL 32789 is currently listed for sale with an asking price of $750,000. This property was built in 1952 and has 3 bedrooms and 1 full baths with 1325 sq. ft. Chestnut Avenue is located in the LAKE KNOWLES TERRACE subdivision. Search LAKE KNOWLES TERRACE real estate on rdilus.realty100.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 1
Heating: Electric
Home Style: Traditional
Lot Size: 0.17 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $1,881
Year Built: 1952

Amenities

Ceiling Fans(s)
Sidewalk

Feature Descriptions

Appliances: Range
Days on Site: 11
Directions: From Aloma and Lakemont proceed north on Lakemont onto Arbor Park Drive then left on Chestnut. Property is on Right.
Exterior: Brick
Fireplace: Living Room
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Wood
Foundation: Crawlspace
Home Warranty Y/N: No
Listing Terms: Cash
Lot Dimensions: 0.17
Ownership: Fee Simple
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: No Lockbox
Special Sale Provisions: None
Utilities: Public
Water: Public
Water Access Y/N: No
Zoning: R-1A

Listed By / Shown By

Listed By

Agency Name: CHARLES RUTENBERG REALTY ORLANDO
Agency Contact: 407-622-2122

Shown By

Agent Name: Rosilande Dilus
Agent Phone: (954) 859-2100
Agency Title: Realty 100

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Estimated Payment

$ 2,044.67 per month $1,669.17 Principal & Interest $156.75 Property Tax $218.75 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 09/30/2026. The listing information on this page last changed on 09/30/2026. 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 Wed 09/30/2026 12:01:45 AM EST) or Miami MLS (last updated Tue 09/29/2026 11:58:57 PM EST) or Stellar MLS (last updated Tue 09/29/2026 11:54:55 PM EST) or Beaches MLS (last updated Tue 09/29/2026 11:56:17 PM EST). Real estate listings held by brokerage firms other than Realty 100 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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