Date
Details
Price
Change
Source
10/15/2026
Listed
$338,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/37
$338,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/37
Property Description
Built in the 1920s and wrapped in cedar shingles, this 2 bed 1 bath cottage was designed to harmonize with its surroundings. It sits right beside a protected land trust parcel, so your view stays green with privacy insured. Step onto the front deck and take in the mountain views with your morning coffee. Inside, the living room is cozy and full of character with custom built-ins and a wood burning stove for cold New England nights. The large eat-in kitchen is the heart of the home with a convenient laundry closet tucked to the side. Out back, a gravel patio and tiered backyard make a great spot for gardening, gathering, or a fire pit. A cabin/shed adds flexible space for a studio, workshop, or storage. The walkout basement has room to finish into a home gym or office. Charming, private, and full of potential! Located in Sherman just steps from the New Fairfield line, this is small-town Connecticut at its best. Residents enjoy access to Candlewood Lake through the Sherman Town Beach. Minutes to charming town center w/ community amenities, library & playhouse. Sherman is known for low taxes and K-8 school. And when you need more than country life offers, major shopping and routes in both CT & NY are only a short drive away. THIS IS ONE OF 2 HOMES FOR SALE NEXT DOOR TO EACH OTHER #210 & #208
Full Property Details
Full Property Details for 208 Route 37 S
General
- Price: $338,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24214342
- Updated: 10/16/2026
- Added to Site: 2 day(s) ago
Interior
- Number of Rooms: 4
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Oven/Range, Refrigerator, Freezer, 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
- Eat In Kitchen: Eat-In Kitchen, Main
- Laundry: Main Level
Parking
- Total Spaces: 3
- Parking: Paved, Driveway
Location
- County: Fairfield
- Driving Directions: #208 on Route 37 South, look for sign
School Information
- Elementary School: Sherman
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Ceiling Fans, Wall Unit
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: Electric, Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Ranch
- Construction Status: No/Resale
- Exterior Const.: Shingle
- Basement Desc.: Crawl Space, Partial, Concrete Floor, Partial With Walk-Out
- Roof: Asphalt Shingle
- Square Feet: 777
- Above Ground: 777 Sq. Ft.
- Year Built: 1920
Lot Features
- Lot Size (Acres): 1.32
- Driveway/Sidewalk: Paved
- Zoning: residential
- Lot Description: Lightly Wooded, Borders Open Space, Sloping Lot
Water Features
- Water Front Desc.: Beach Rights
Financial Considerations
- Assessment Amount: $139,000
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 309807
Listed by Compass Connecticut, LLC, Donna Kennedy
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 208 Route 37 S —
Donna Kennedy
Compass Connecticut, LLC
Agent Contact: (917) 669-2642 Office Contact: (203) 290-2477
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 208 Route 37 S
School District:Sherman School District
| Name | Grades | Distance |
|---|---|---|
Sherman School, Sherman, CT 2 Route 37 East, Sherman, CT 06784 | PK-8 | 4 mi |
New Fairfield High School 54 Gillotti Road, New Fairfield, CT 06812 | 9-12 | 4.2 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 208 Route 37 S
Tax History
Tax History for 208 Route 37 S
Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,317
2%
$139,000
—
2023
$2,274
-8%
$139,000
—
2023
$2,477
-2%
$139,000
—
2022
$2,527
-2%
$139,000
—
2021
$2,591
-2%
$139,000
—
2020
$2,656
-4%
$139,000
—
2019
$2,754
-5%
$139,000
-2%
2018
$2,887
—
$142,000
—
2017
$2,887
—
$142,000
—
2016
$2,886
1%
$141,960
—
2015
$2,845
1%
$141,960
—
2014
$2,816
-4%
$141,960
-18%
2011
$2,928
—
$173,880
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 208 Route 37 S
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 902Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 1,920Sq. Ft.
Listed by Dawn Hough (203) 648-3467
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Townhouse
- Active
- Updated 2 days ago
- 2Beds
- 3Total Baths
- 1,870Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 1,920Sq. Ft.
Listed by Dawn Hough (203) 648-3467
- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 1Total Bath
- 884Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 1,506Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 4,070Sq. Ft.
Listed by Joseph Chemero (860) 354-4111
- Single Family
- Active
- Updated 19 hours ago
- 3Beds
- 2Total Baths
- 1,912Sq. Ft.
Listed by Todd P Sargent (860) 354-4111
- Townhouse
- Active
- Updated 1 day ago
- 2Beds
- 4Total Baths
- 4,500Sq. Ft.
Listed by Antonio "Tony" Zaccardo (203) 940-1801
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 3,429Sq. Ft.
Listed by Joseph Chemero (860) 354-4111
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- 3Beds
- 3Total Baths
- 1,288Sq. Ft.
Listed by Kimberly Thomson
Sold by Houlihan Lawrence
Sold by Houlihan Lawrence
- Townhouse
- Closed
- 1Bed
- 2Total Baths
- 1,590Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by The Valentini Team at Coldwell Banker Realty
Sold by The Valentini Team at Coldwell Banker Realty
- Single Family
- Closed
- 1Bed
- 1Total Bath
- 536Sq. Ft.
Listed by Larry Corrow and Lori Campbell
Sold by William Raveis Real Estate
Sold by William Raveis Real Estate
208 Route 37 South, Sherman, CT 06784 (MLS# 24214342) is a Single Family property with 2 bedrooms and 1 full bathroom. 208 Route 37 South is currently listed for $338,000 and was received on October 15, 2026. Want to learn more about 208 Route 37 South? Do you have questions about finding other Single Family real estate for sale in Sherman? You can browse all Sherman real estate or contact a Coldwell Banker agent to request more information.