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37 Highland AvenueRedding, CT 06896

For Sale

$439,000

Smart Buyer Rebate - Ask

Charming two-bedroom cottage set on a beautifully level property, offering a private retreat surrounded by a peaceful, bucolic setting. This home is full of potential-bring your vision and transform it into your perfect escape or year-round residence. Enjoy the ease of convenience of a prime location, just minutes to shopping, dining and major commuting routes. A rare opportunity to create something truly special in a serene yet accessible setting.

Listed by Kateryna Ulerio

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Houlihan Lawrence

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(914) 714-9192

Last updated May 30, 2026

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Source: SmartMLS #24172085

Listing Facts

  • TypeSingle-family
  • NeighborhoodRedding
  • Bedrooms2
  • Bathrooms1
  • Days on Prevu19
  • Taxes$7,597/year
  • Size1,044 sqft
  • Price per sqft$420

Location

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Listing History

05/28/2026
Listed by Houlihan Lawrence
$439,000

Property Details for 37 Highland Avenue

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Shingle
  • Year Built: 1928
  • Year Built Details: Public Records
  • Architectural Style: Ranch, Bungalow
  • Construction Materials: Frame

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Level Lot
  • Lot Size Acres: 0.70

Financial

Taxes

  • Parcel Number: 268516
  • Tax Annual Amount: $7,597.00
  • Tax Year: 25

Interior

Features

  • Appliances: Electric Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

  • Basement: Crawl Space
  • Bathrooms Full: 1
  • Bathrooms Total Integer: 1
  • Bedrooms Total: 2
  • Rooms Total: 5

Schools

Elementary School

  • Elementary School: Redding

High School

  • High School: Joel Barlow

Utilities

Equipment

  • Heating: Radiator, Other
  • Sewer: Cesspool
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 2 bedrooms and 1 bathroom in this single-family home at 37 Highland Avenue.

What schools are nearby to 37 Highland Avenue?

Nearby schools include the Redding Elementary School and Joel Barlow High School.

What are the annual taxes for 37 Highland Avenue?

Annual taxes for this single-family home are estimated at $7,597.

How does 37 Highland Avenue compare to other single-family homes in Redding?

This single-family home is listed 74% below the average price for single-family homes in Redding and has been on the market for 161 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,044 sqft.

37 Highland Avenue is a 2-bedroom, 1-bath single-family home for sale in Redding CT 06896. On Prevu for 19 days at $439,000. This residence features 1,044 square feet of living space, located in Redding. The median listing price for single-family homes in this area is $1,547,000. Nearby schools include Redding Elementary School and Joel Barlow High School. Browse more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.