Date
Details
Price
Change
Source
4/26/2026
Listed
$2,400
—
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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1/18
$2,400 Just Listed
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1/18
Property Description
Charming and private Cape Cod-style home set on 2.81 acres with ample parking and outdoor space. Built in 1930 and recently painted, this well-maintained, move-in ready home offers over 1,200 square feet of living space. The layout features two bedrooms, 1.5 baths, a spacious living room, and a versatile dining room/den. Recent updates include new siding, refinished hardwood floors, new countertops, and new appliances including washer, dryer, and range oven. Close proximity to Cedar Lake, with convenient access to the State Park and the shops and dining in Chester. A wonderful opportunity for those seeking comfort, space, and a peaceful setting.
Full Property Details
Full Property Details for 21 Winthrop Rd
General
- Rent: $2,400
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24169566
- Updated: 4/27/2026
- Added to Site: 2 day(s) ago
Rental Information
- Rental Type: Yearly Unfurnished
- Lease Terms: Per Month
Interior
- Number of Rooms: 5
- Appliances: Electric Range, Refrigerator, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 2
- Primary Bedroom: Primary Bedroom, Upper
- Bedroom 1: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Eat In Kitchen: Eat-In Kitchen, Main
- Den: Den, Main
- Laundry: Main Level
Exterior
- Exterior Features: Garden Area
- Color: Blue
Parking
- Total Spaces: 3
- Parking: Off Street Parking, Driveway
Location
- County: Middlesex
- Driving Directions: GPS friendly
School Information
- Elementary School: Chester
- High School: Valley
Community
- Pet Restrictions: With additional deposit/f
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: None
- Square Feet: 1,260
- Above Ground: 1,260 Sq. Ft.
- Year Built: 1930
Lot Features
- Lot Size (Acres): 2.81
- Driveway/Sidewalk: Crushed Stone
- Zoning: R-2
- Lot Description: Lightly Wooded, Level Lot
Financial Considerations
- Tenant Pays: All Utilities, Credit Check, Liability Insurance
Disclosures and Reports
- Property ID: 941057
Listed by William Pitt Sotheby's Int'l, Susan Malan and William Pitt Sotheby's Int'l, Kristin Celano
Schools
Schools serving 21 Winthrop Rd
School Districts:Regional High School District 04, Chester School District
| Name | Grades | Distance |
|---|---|---|
Chester Elementary School, Chester, CT 23 Ridge Road, Chester, CT 06412 | K-6 | 1.8 mi |
John Winthrop Middle School 1 Winthrop Road, Deep River, CT 06417 | 7-8 | 2.4 mi |
Valley Regional High School 256 Kelsey Hill Road, Deep River, CT 06417 | 9-12 | 2.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 21 Winthrop Rd
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- Single Family
- Active
- Updated 11 days ago
- 2Beds
- 3Total Baths
- 1,788Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,176Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 2,095Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 1Total Bath
- 732Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 5Beds
- 2Total Baths
- 2,458Sq. Ft.
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- Single Family
- Active
- Updated 7 days ago
- 4Beds
- 3Total Baths
- 1,618Sq. Ft.
- Condo
- Active
- Updated 2 hours ago
- 2Beds
- 1Total Bath
- 750Sq. Ft.
- Townhouse
- Active
- Updated 6 days ago
- 3Beds
- 1Total Bath
- 11,000Sq. Ft.
- Townhouse
- Active
- Updated 5 days ago
- 2Beds
- 3Total Baths
- 1,228Sq. Ft.
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- Multi-Family
- Closed
- 2Total Beds
Listed by Rick Greene
Sold by Chiarito Real Estate LLC
Sold by Chiarito Real Estate LLC
21 Winthrop Road, Chester, CT 06412 (MLS# 24169566) is a Single Family property with 2 bedrooms, 1 full bathroom and 1 partial bathroom. 21 Winthrop Road is currently listed for rent at $2,400 and was received on April 26, 2026. Want to learn more about 21 Winthrop Road? Do you have questions about finding other real estate for sale or rent in Chester? You can browse all Chester rentals or contact a Coldwell Banker agent to request more information.