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
Mortgage Calculator
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.
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