56 Middlefield Rd Chester, MA 01011
Estimated payment $2,448/month
About This Home
Discover this charming and spacious two-family home nestled in the heart of Chester. Recently refreshed with new flooring throughout and thoughtful cosmetic updates, this well-maintained property is ready for its next owner. Each unit offers 3 comfortably sized bedrooms, 1.5 bathrooms, a large living room, dining area, kitchen, first-floor laundry, and a bonus room that can be used as an office, playroom, or additional storage. The property sits on a generous lot—close to 1 acre—with a large front yard and expansive backyard that accommodates parking for approximately 6 additional vehicles. Ideal for anyone seeking a tranquil setting with strong rental income potential or a reliable investment opportunity. A barn with a 2-car garage and upstairs loft adds even more versatility and is being sold as is. The home also includes a new septic system, offering added peace of mind.
Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $4,264
Year Built
- Built in 1900
Lot Details
- 30,492 Sq Ft Lot
- Level Lot
- Cleared Lot
Parking
- 2 Car Garage
- 10 Open Parking Spaces
Home Design
- Stone Foundation
Interior Spaces
- 2,832 Sq Ft Home
- Property has 2 Levels
- Basement Fills Entire Space Under The House
Bedrooms and Bathrooms
- 5 Bedrooms
Utilities
- Private Sewer
Community Details
- 2 Units
- Net Operating Income $52,800
Listing and Financial Details
- Assessor Parcel Number M:201.0 B:0000 P:0041.0,3971671
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $4,264 | $236,100 | $19,900 | $216,200 |
| 2024 | $4,055 | $237,400 | $19,900 | $217,500 |
| 2023 | $3,919 | $219,800 | $19,900 | $199,900 |
| 2022 | $3,675 | $191,600 | $19,900 | $171,700 |
| 2020 | $2,937 | $141,900 | $16,400 | $125,500 |
| 2019 | $2,913 | $138,700 | $15,400 | $123,300 |
| 2018 | $2,763 | $142,400 | $15,400 | $127,000 |
| 2017 | $2,894 | $142,400 | $15,400 | $127,000 |
| 2016 | $2,871 | $142,400 | $15,400 | $127,000 |
| 2015 | $2,835 | $146,900 | $17,100 | $129,800 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/06/2026 07/06/26 | For Sale | $389,900 | 0.0% | $138 / Sq Ft | |
| 06/30/2026 06/30/26 | Off Market | $389,900 | -- | -- | |
| 06/03/2026 06/03/26 | Price Changed | $389,900 | -1.3% | $138 / Sq Ft | |
| 04/09/2026 04/09/26 | Price Changed | $394,900 | -2.5% | $139 / Sq Ft | |
| 03/04/2026 03/04/26 | Price Changed | $404,900 | -2.4% | $143 / Sq Ft | |
| 12/10/2025 12/10/25 | For Sale | $414,999 | +53.7% | $147 / Sq Ft | |
| 01/17/2025 01/17/25 | Sold | $270,000 | 0.0% | $95 / Sq Ft | View Prior Sale |
| 11/10/2024 11/10/24 | Off Market | $270,000 | -- | -- | |
| 10/14/2024 10/14/24 | For Sale | $289,000 | 0.0% | $102 / Sq Ft | |
| 09/25/2024 09/25/24 | Pending | -- | -- | -- | |
| 09/08/2024 09/08/24 | Price Changed | $289,000 | +5.1% | $102 / Sq Ft | |
| 05/23/2024 05/23/24 | For Sale | $275,000 | -- | $97 / Sq Ft |
About the Listing Agent
With years of experience across multiple facets of the real estate industry, I take pride in helping my clients—whether they are first-time homebuyers, seasoned investors, or sellers—achieve their unique goals.
Before becoming a full-time Realtor, I processed over 200 transactions a year as a Transaction Coordinator, and I spent 12 years managing 273 rental units in the area. This experience gives me a holistic perspective, allowing me to anticipate needs and guide my clients through every
Cynthia's Other Listings
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73461501
APN: CHES-002010-000000-000410
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Ask me questions while you tour the home.