21 Winthrop Rd

1,260 Sq. Ft.
$23 / Sq. Ft.
1,260
Sq. Ft.
$23
per Sq. Ft.

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...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.
  1. Listed by Susan A Malan • William Pitt Sotheby's Int'l
    P: (617)-645-4392 C: (860)-767-5011 smalan@wpsir.com
  2. Listed by Kristin Celano • William Pitt Sotheby's Int'l
    P: (860)-767-7488 C: (646)-841-3197 kcelano@wpsir.com

Property Details for 21 Winthrop Road

Basement Description
None
Direct Waterfront
No
Garages Number
0
Neighborhood
N/A
Style
Cape Cod
Garage Parking Info
Off Street Parking, Driveway
Swimming Pool
No
LISTING UPDATED: 04/27/2026 03:17 PM

Property Details for 21 Winthrop Road

StatusActive
MLS #24169566
Days on Market4
Rental Incentives-
Costs & Fees-
Available Date-
Lease Term-
Furnished-
Property TypeRental
MLS TypeResidential Rental / Single Family Rental
Year Built1930
Lot Size2.81 AC / 122,403 SF
CountyMiddlesex County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Susan A Malan; William Pitt Sotheby's Int'l, Kristin Celano
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Building Information for 21 Winthrop Road

Building/Complex21 Winthrop RdFloor-Stories-Pet Policy-Pet Policy DetailsRestrictionsYear Built1930Building Size-Lot Size2.81 AC / 122,403 SF

Property Information for 21 Winthrop Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly
  • Elementary School: Chester
  • Flood Zone: No
  • High School: Valley
  • Latitude: 41.392597
  • Longitude: -72.502133
  • Neighborhood Amenities: Lake, Library, Medical Facilities, Park, Stables/Riding
  • Pets Allowed Info: With additional deposit/f
  • Pets Allowed: Restrictions
  • State: Connecticut
Parking
  • Parking Total Spaces: 3
HOA and Fees
  • Home Owner's Assocation: No
Interior and Exterior Features
Exterior Features
  • Exterior Features: Garden Area
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Range, Refrigerator, Washer, Dryer
  • Cooling System: None
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 0
  • Laundry Room Info: Main Level
  • Laundry Room Location: Main level
  • Rooms Total: 5
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 3
  • Room Entry Order: 3
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 501FAEFC4BE5CF9EE0631A01100A6323
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Den
Property
Property and Assessments
  • Color: Blue
  • Driveway Type: Crushed Stone
  • Exterior Siding: Vinyl Siding
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Smoking Allowed: No
  • Year Built: 1930
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 1260
Lot Information
  • Lot Description: Lightly Wooded, Level Lot
  • Parcel Number: 941057
  • Sq Ft Est Heated Above Grade: 1260.0
  • Sq Ft Total: 1260.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant
Rental
Rental
  • Rental Duration: Yearly Unfurnished

Schools near 21 Winthrop Road

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Chester Elementary School
PublicPK to 6

John Winthrop Middle School
Public7 to 8

Valley Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

21 Winthrop Road is available for rent in Chester, CT 06412. This property was listed on April 27, 2026 by William Pitt Sotheby's Int'l, it's currently listed at $2,400. This listing's school districts are Regional School District 04, Chester School District. Nearby schools include Chester Elementary School, John Winthrop Middle School and Valley Regional High School. 21 Winthrop Road is a 2-bed, 2-bath, 1,260 sqft a property built in 1930.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Susan A Malan; William Pitt Sotheby's Int'l, Kristin Celano

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.