Date
Details
Price
Change
Source
6/10/2026
Listed
$2,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$2,900 Just Listed
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Property Description
Rare lease opportunity in Sherman - repeatedly ranked among Connecticut's top small towns by Connecticut Magazine - in the coveted Timber Trails community. The Apple Barn is a sun-drenched 2-bed, 2-bath cottage with panoramic views of Valley Lake. This converted barn blends vintage 1940s character with sleek, modern upgrades: a fully renovated eat-in kitchen, a great room with a working stone fireplace, main-level laundry, and two spacious upper-level bedrooms. A large deck overlooks the water, and the home offers two private entrances and two dedicated parking spaces. Steps from a nature preserve for walks and cross-country skiing, it offers absolute tranquility as a weekend retreat or full-time home. Fairfield County's northernmost town, Sherman boasts a Candlewood Lake town beach with boat slips, a playhouse, library, and parks with tennis, pickleball, and ball fields, plus nearby fishing and skiing. Easy commutes: 45 min to White Plains, 60 to NYC.
Full Property Details
Full Property Details for 199 Route 37 S
General
- Rent: $2,900
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24182172
- Updated: 6/14/2026
- Added to Site: 4 day(s) ago
Rental Information
- Rental Type: Yearly Unfurnished
- Lease Terms: Per Month
Interior
- Number of Rooms: 4
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Full Bath: Remodeled, Main
Bedrooms
- Total Bedrooms: 2
- Primary Bedroom: Primary Bedroom - Skylight, Hardwood Floor, 10 x 11, Upper
- Bedroom 1: Bedroom - Hardwood Floor, 10 x 11, Upper
Other Rooms
- Living Room: Living Room - Balcony/Deck, Beams, Fireplace, Wood Stove, Hardwood Floor, 16 x 12, Main
- Eat In Kitchen: Eat-In Kitchen - Remodeled, Quartz Counters, Slate Floor, 14 x 12, Main
- Laundry: Main Level
Exterior
- Color: Red
Parking
- Total Spaces: 2
- Parking: Driveway
Location
- County: Fairfield
- Subdivision: Timber Trails
- Driving Directions: Route 37 to #199
School Information
- Elementary School: Sherman
- High School: Per Board of Ed
Community
- Pets Allowed: Yes
- Pet Restrictions: Ask about Pet Restriction
Heating & Cooling
- Cooling Type: Window Unit
- Heating Type: Hot Air, Propane
- Heating Fuel: Propane
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Private Water System
Structural Information
- Architectural Style: Colonial, Cottage
- Construction Status: No/Resale
- Basement Desc.: None
- Square Feet: 1,200
- Above Ground: 1,200 Sq. Ft.
- Year Built: 1949
Lot Features
- Lot Size (Acres): 1.86
- Driveway/Sidewalk: Paved
- Zoning: residential
- Lot Description: Level Lot, Water View
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Lake, View
Financial Considerations
- Tenant Pays: All Utilities, Cable TV, Electricity, Heat, Insurance, Liability Insurance, Snow Removal, Trash Service, Water
Disclosures and Reports
- Property ID: 309885
Listed by Compass Connecticut, LLC, Donna Kennedy
Schools
Schools serving 199 Route 37 S
School District:Sherman School District
| Name | Grades | Distance |
|---|---|---|
Sherman School, Sherman, CT 2 Route 37 East, Sherman, CT 06784 | PK-8 | 3.5 mi |
New Fairfield High School 54 Gillotti Road, New Fairfield, CT 06812 | 9-12 | 4.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 199 Route 37 S
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- Single Family
- Active
- Updated 19 hours ago
- 2Beds
- 2Total Baths
- 1,127Sq. Ft.
Listed by Deborah Snopkowski (860) 488-4800
- Single Family
- Active
- Updated 7 days ago
- 2Beds
- 1Total Bath
- 832Sq. Ft.
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- Multi-Family
- Active
- Updated 1 day ago
- 1Total Beds
- Apartment
- Active
- Updated 2 days ago
- 1Bed
- 1Total Bath
- 776Sq. Ft.
Listed by Joseph Chemero (860) 354-4111
- Apartment
- Active
- Updated 3 days ago
- 2Beds
- 1Total Bath
- 11,752Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 2,052Sq. Ft.
Listed by Chris LaCava (860) 354-4111 x39
- Townhouse
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,370Sq. Ft.
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![[Address not provided], New Fairfield, CT 06812 - Photo 1](https://m1.cbhomes.com/p/230/24144816/9ECb3A771B2945c/s23cc.webp)
- Single Family
- Closed
- 3Beds
- 1Total Bath
- 1,104Sq. Ft.
Listed and Sold by Carrie Barry
- Apartment
- Closed
- 2Beds
- 1Total Bath
- 1,260Sq. Ft.
Listed by Dee Ceylan and Haktan Ceylan
Sold by Haktan Ceylan
Sold by Haktan Ceylan
- Single Family
- Closed
- 2Beds
- 1Total Bath
- 1,371Sq. Ft.
Listed by John Casey
Sold by Unrepresented Buyer
Sold by Unrepresented Buyer
199 Route 37 South, Sherman, CT 06784 (MLS# 24182172) is a Single Family property with 2 bedrooms and 2 full bathrooms. 199 Route 37 South is currently listed for rent at $2,900 and was received on June 10, 2026. Want to learn more about 199 Route 37 South? Do you have questions about finding other real estate for sale or rent in Sherman? You can browse all Sherman rentals or contact a Coldwell Banker agent to request more information.