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$439,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 1,044 Sq. Ft.
  • Updated 2 hours ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Saturday 5/30 1:00 PM - 3:00 PM

37 Highland Avenue,Redding, CT 06896

37 Highland AvenueReddingCT06896

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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.

Full Property Details for 37 Highland Ave

General

  • Price: $439,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24172085
  • Updated: Today (5/28/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 5
  • Appliances: Electric Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom, Main
  • Bedroom 1: Bedroom, Main

Other Rooms

  • Living Room: Living Room, Main
  • Kitchen: Kitchen, Main

Location

  • County: Fairfield
  • Neighborhood: Georgetown
  • Driving Directions: Rt 57 To Highland At Top Of Highland Look For #37

School Information

  • Elementary School: Redding
  • High School: Joel Barlow

Community

  • Community Name: Georgetown

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Radiator, Other, Oil
  • Heating Fuel: Oil
  • Water Heater: Upright Tank, Tank Size Unknown

Utilities

  • Sewer: Cesspool
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch, Bungalow
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding, Aluminum
  • Basement Desc.: Crawl Space
  • Roof: Shingle
  • Square Feet: 1,044
  • Above Ground: 1,044 Sq. Ft.
  • Year Built: 1928

Lot Features

  • Lot Size (Acres): 0.7
  • Zoning: R-1/2
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $367,300
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 268516

Listed by Houlihan Lawrence, Kateryna Ulerio

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Listing agent

— 37 Highland Ave —

  • Kateryna Ulerio

    Houlihan Lawrence

Agent Contact: (914) 714-9192 Office Contact: (203) 869-0700

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 37 Highland Ave

School Districts:Redding School District, Regional High School District 09
NameGradesDistance
John Read Middle School
486 Redding Road, Redding, CT 06896
5-83.5 mi
Redding Elementary School
33 Lonetown Road, Redding, CT 06896
PK-44.1 mi
Joel Barlow High School
100 Black Rock Turnpike, Redding, CT 06896
9-125.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 37 Highland Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/28/2026
Listed
$439,000
99.55%
MLS
2/28/2022
Sold
$220,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 37 Highland Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,598
3%
$257,200
—
2023
$7,387
4%
$257,200
—
2023
$7,122
6%
$257,200
28%
2022
$6,718
2%
$201,500
—
2021
$6,617
—
$201,500
—
2020
$6,617
—
$201,500
—
2019
$6,617
4%
$201,500
—
2018
$6,392
34%
$201,500
25%
2017
$4,766
1%
$160,900
—
2016
$4,705
1%
$160,900
—
2015
$4,652
—
$160,900
—
2014
$4,652
—
$160,900
—
2011
$4,658
—
$160,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Houlihan Lawrence, Kateryna Ulerio

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37 Highland Avenue, Redding, CT 06896 (MLS# 24172085) is a Single Family property with 2 bedrooms and 1 full bathroom. 37 Highland Avenue is currently listed for $439,000 and was received on May 28, 2026. Want to learn more about 37 Highland Avenue? Do you have questions about finding other Single Family real estate for sale in Redding? You can browse all Redding real estate or contact a Coldwell Banker agent to request more information.

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