This home's estimate is 18.5% lower than the average sale price ($798K) of 6 comparable homes.
Search- Overview
- Sale & tax history
- Property details
- Neighborhood
- Climate





























369 Old Bay Rd, Bolton, MA 01740
About this home
LOCATION, BARN, AND HISTORIC CHARACTER -This renown Bolton home and antique barn sit atop gorgeous Old Bay road near the prestigious International golf course. Current property plus accompanying land parcel being combined for a total 2.4 acres of level land perfect for whatever your needs may be. The home features a recent addition that makes for an open layout and first floor master suite. Mini-split systems offer cooling in the summer. Kitchen and baths need remodeling but all of the major systems have been taken care of with newer electrical and a new boiler installed September 2016. Most windows have been replaced. Property needs work but it is well worth it! Sold As-Is.
Redfin Estimate
Earn from this home
List your home with Redfin and save $3,251
List your home for rent
Market trends in 01740, MA
Last updated August 2026
Buyer's Market
Seller's Market
Seller's market
0 days MoM
See all
Provided by Redfin
Sale history for 369 Old Bay Rd
$169/sq ft
$175/sq ft
$179/sq ft
$183/sq ft
$181/sq ft
$183/sq ft

ONE OF BOLTON'S MOST TREASURED HOMESTEADS ON A SCENIC C0UNTRY BACKROAD. YOU WON'T FIND A BETTER SETTING!
Tax history for 369 Old Bay Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Parking Information
- Has Garage
- Parking Spaces: 6
- Parking Features: Barn
Interior
- Master Bedroom Information
- Level: First
- Bedroom #2 Information
- Level: Second
- Bedroom #3 Information
- Level: Second
- Bathroom Information
- # of Bathrooms (Full): 2
- Master Bathroom Features: Yes
- Bathroom #1 Information
- Level: First
- Bathroom #2 Information
- Level: Second
- Living Room Information
- Level: First
- Family Room Information
- Level: First
- Dining Room Information
- Level: First
- Kitchen Information
- Level: First
- Basement Information
- Basement: Full
- Laundry Information
- Laundry Features: First Floor
- Fireplace Information
- Has Fireplace
- # of Fireplaces (Total): 3
- Interior Features
- # of Rooms (Total): 5
- Interior Features: Wired for Sound
Exterior
- Building Information
- Building Area (Total): 2,460
- Foundation Details: Stone
- Year Built Source: Public Records
- Year Built Details: Approximate,Renovated Since
- Exterior Features
- Patio And Porch Features: Covered
- Exterior Features: Covered Patio/Deck, Barn/Stable, Garden
- Property Information
- PropertySubType: Single Family Residence
- Other Structures: Barn/Stable
- Lot Information
- Lot Size (Acres): 2.48
- Lot Features: Level
Financial
- Tax Information
- Tax Annual Amount: $8,231
- Tax Year: 2019
Utilities
- Utility Information
- Sewer: Private Sewer
- Water Source: Private
- Heating & Cooling
- Has Heating
- Has Cooling
- Heating: Steam, Oil, Ductless
- Cooling: Ductless
Location
- Location Information
- Directions: Rt 117 to Wattaquadock Hill Rd.; Right onto Old Bay Rd. or Rt. 117 to Wilder Rd., left onto Old Bay.
- UnparsedAddress: 369 Old Bay Rd, Bolton MA 01740
- Community Information
- Senior CommunityYN: No
- Community Features: Park, Walk/Jog Trails, Golf, Highway Access, House of Worship, Public School
Public facts
- Beds: 1
- Baths: 2.0
- Sq. Ft.: 2,461
- Stories: 2.0
- Lot Size: 2.48 acres
- Style: Single Family Residential
- Year Built: 1740
- Year Renovated: —
- County: Worcester County
- APN: 4596827
Other
- Miscellaneous Information
- Heat Zones: 3
- Listing Information
- StandardStatus: Closed
Around this home
Schools
Public PreK-8 • Assigned • 1.4mi
Public 9-12 • Assigned • 0.9mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
0.31% chance of being in a wildfire in next 30 years
7 days above 95° expected this year, 16 days in 30 years
27% chance of strong winds in next 30 years
1 unhealthy days expected this year, 2 days in 30 years
Sun exposure
In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 01740
Home values near 369 Old Bay Rd
| Address | Redfin Estimate |
|---|---|
3 Beds | 2.5 Baths | 2104 Sq. Ft. | $859,496 |
6 Beds | 5 Baths | 5328 Sq. Ft. | — |
| Address | Redfin Estimate |
|---|---|
4 Beds | 2.5 Baths | 2926 Sq. Ft. | $1,060,689 |
4 Beds | 3.5 Baths | 4595 Sq. Ft. | $1,371,648 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 1.5 Baths | 2364 Sq. Ft. | $683,636 |
3 Beds | 2.5 Baths | 2356 Sq. Ft. | $1,029,607 |
More real estate resources
- Minor Civil Divisions
- Cities
- Neighborhoods
- Zip Codes
- Popular Searches
| Hollis homes for sale | |||
| Pelham homes for sale | |||
| New Ipswich homes for sale | |||
| Brookline homes for sale | |||
| Rindge homes for sale |
| Newton homes for sale | |||
| Needham homes for sale | |||
| Lexington homes for sale |
| Browns Corner homes for sale |
| 01523 homes for sale | |||
| 01503 homes for sale | |||
| 01775 homes for sale | |||
| 01749 homes for sale | |||
| 01451 homes for sale |
Find us
Subsidiaries
Affiliated Business
Copyright: © 2026 Redfin. All rights reserved.
Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.
Do not sell or share my personal information.
REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.
California DRE #01521930
Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures
New Mexico Real Estate Licenses
TREC: Info About Brokerage Services, Consumer Protection Notice
All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.
Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.
If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.
REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.


























United States
Canada