OFF MARKET

Off Market Jan 2025 for $475K

$511,415

•

1,613

sq ft

366 Breakneck Rd, Southbridge, MA 01550

About this home

Welcome to High Grass Farm! Experience the perfect blend of timeless charm and modern convenience in this meticulously maintained property. The enchanting 1780's farmhouse boasts a beautiful living and dining room complete with a Rumford fireplace and original woodwork. The country kitchen features a center island and ample counter space. Enjoy a restored bathroom with a large soaking tub and 3 charming bedrooms. Recent updates include electrical, heating, and septic system. Set on 19.5 stunning acres of woodland and open gardens, the property offers over 1,200 feet of frontage. The potential is limitless: a quaint farm, a serene nature retreat, a place for recreational activities, or simply a private haven. The property is currently operated as a highly successful Airbnb and also presents an excellent investment opportunity! Convenient access to shopping, restaurants, I-84 and the Mass Pike. Call today to view this amazing property!

Single-familyProperty Type

1780Year Built

17 acresLot Size

$317Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Dawn Truax • Red Door Realty

Bought with Touchstone Partners Team • Keller Williams Realty-Merrimack

Redfin checked: a minute ago

•Source:MLS PIN #73273527

Redfin Estimate

$511,415

$36K since sold in January 2025$10K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 65.1% higher than the average sale price ($310K) of 6 comparable homes.

SOLD JUL 17, 2026
$210,000
A
3 beds1.5 baths1,844 sq ft
775 Dennison Dr, Southbridge, MA 01550
SOLD JUL 30, 2026
$375,000
B
3 beds1 bath1,280 sq ft
62 River Rd, Sturbridge, MA 01566
SOLD AUG 6, 2026
$334,000
C
2 beds1 bath1,628 sq ft
119 Dennison Cross Rd, Southbridge, MA 01550
SOLD MAR 9, 2026
$221,000
D
3 beds1.5 baths1,404 sq ft
389 Breakneck Rd, Southbridge, MA 01550
SOLD JUN 30, 2026
$400,000
E
3 beds2 baths1,553 sq ft
841 Dennison Dr, Southbridge, MA 01550
SOLD JUL 22, 2026
$319,000
F
3 beds1.5 baths1,536 sq ft
20 Glover St, Southbridge, MA 01550

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Earn from this home

Sell

$115,069

Est. take-home

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Rent

$1,907/mo

Redfin rental estimate

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Market trends in 01550, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.9%

1.0% MoM

Median sale price

$389K

$10K MoM

Avg. days on market

19d

4 days MoM

Recently sold homes

6 MoM

New listings for sale

OPEN SAT, 11AM TO 1PM
$580,000
3 beds2 baths1,800 sq ft
17 Harwood Farm Rd, Southbridge, MA 01550
OPEN SUN, 12PM TO 2PM
$649,999
9 beds3 baths4,134 sq ft
36 Winter St, Southbridge, MA 01550
OPEN FRI, 5PM TO 6:30PM
$650,000
8 beds4.5 baths3,609 sq ft
27 Henry St, Southbridge, MA 01550
$1,100,000
21 beds7 baths5,412 sq ft
102 Sayles St, Southbridge, MA 01550
$489,000
8 beds4 baths3,124 sq ft
62 Coombs St, Southbridge, MA 01550
$1,200,000
15 beds7 baths8,328 sq ft
9-11,17-19 Summer St, Southbridge, MA 01550
OPEN SAT, 12PM TO 2PM
$450,000
3 beds2 baths1,605 sq ft
42 Highfield Dr, Southbridge, MA 01550
$465,000
3 beds2.5 baths2,116 sq ft
1235 Eastford Rd, Southbridge, MA 01550
OPEN THU, 4PM TO 6PM
$315,000
4 beds1 bath1,460 sq ft
26 Benefit St, Southbridge, MA 02710
$579,900
5 beds3 baths2,616 sq ft
310 Briarwood Ave, Southbridge, MA 01550
See all

Provided by Redfin

Sale history for 366 Breakneck Rd

Date

Event

Price

MLS PIN #73273527

Jan 30, 2025

Sold

$475,000

$294/sq ft

Dec 20, 2024

Contingent

—

Nov 27, 2024

Relisted

—

Oct 28, 2024

Contingent

—

Oct 2, 2024

Relisted

—

Oct 1, 2024

Listing Removed

—

Aug 4, 2024

Listed

$489,900

$304/sq ft

MLS PIN #71920361

Feb 29, 2016

Sold

$210,000

$130/sq ft

Jan 12, 2016

Pending

—

Jan 5, 2016

Relisted

—

Dec 31, 2015

Pending

—

Dec 31, 2015

Listing Removed

—

Oct 16, 2015

Listed

$185,000

$115/sq ft

+12

5+ acres accompany this charming antique farmhouse, circa 1789, cape, on Southbridge/Sturbridge border. Peaceful pastoral garden setting and wooded 5 acre property which is to be split off from larger parcel! Original details, wood floors, updated country kitchen with new appliances. Brand new oil burner & oil tank, new propane heater for studio. Good roof. Updated electrical. This house has been lovingly cared for by one family for 3+ generations. Main house has spacious living room and wood burning fireplace, new flue, beautiful light. Attached 273 SF studio (or first floor in-law) with its own kitchen and 2nd bath, Loft ceiling, newly insulated, wood floors. Parcel to be split off has barn and outbuildings in poor condition. Owner is flexible to odd situations and negotiation. Private setting but minutes to I84/I90.

Year

Property tax

Land + Additions

Assessment*

2023

$5,013 (+4.6%)

$118,700 + $197,800

$316,500

2022

$4,794 (−3.3%)

$101,700 + $166,100

$267,800

2021

$4,959 (+5.0%)

$101,700 + $153,400

$255,100

2020

$4,722 (+4.8%)

$101,700 + $140,700

$242,400

2018

$4,505 (+0.6%)

$101,700 + $115,400

$217,100

2017

$4,478 (+4.1%)

$101,700 + $116,000

$217,700

2016

$4,301 (−0.7%)

$105,000 + $107,800

$212,800

2015

$4,333 (+6.1%)

$105,000 + $107,800

$212,800

2014

$4,085 (+26.3%)

$105,000 + $103,000

$208,000

2013

$3,234 (−14.9%)

$65,100 + $110,000

$175,100

2012

$3,801 (+3.6%)

$97,500 + $115,700

$213,200

2011

$3,668 (+5.6%)

$98,300 + $115,700

$214,000

2010

$3,473 (+13.8%)

$101,800 + $127,300

$229,100

2009

$3,052

$101,800 + $140,200

$242,000

Tax history for 366 Breakneck Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,013 (+4.6%)

$118,700 + $197,800

$316,500

2022

$4,794 (−3.3%)

$101,700 + $166,100

$267,800

2021

$4,959 (+5.0%)

$101,700 + $153,400

$255,100

2020

$4,722 (+4.8%)

$101,700 + $140,700

$242,400

2018

$4,505 (+0.6%)

$101,700 + $115,400

$217,100

2017

$4,478 (+4.1%)

$101,700 + $116,000

$217,700

2016

$4,301 (−0.7%)

$105,000 + $107,800

$212,800

2015

$4,333 (+6.1%)

$105,000 + $107,800

$212,800

2014

$4,085 (+26.3%)

$105,000 + $103,000

$208,000

2013

$3,234 (−14.9%)

$65,100 + $110,000

$175,100

2012

$3,801 (+3.6%)

$97,500 + $115,700

$213,200

2011

$3,668 (+5.6%)

$98,300 + $115,700

$214,000

2010

$3,473 (+13.8%)

$101,800 + $127,300

$229,100

2009

$3,052

$101,800 + $140,200

$242,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

18.2 Acres

Year renovated

—

Sq. Ft.

1,613

Year built

1780

Style

Single Family Residential

County

Worcester County

APN

3980866

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 8
Parking Features: Detached, Carriage Shed, Barn, Off Street, Stone/Gravel

Interior

Master Bedroom Information
Level: Second
Features: Closet,Flooring - Wood

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Wood

Bedroom #3 Information
Level: Second
Features: Flooring - Wood

Bathroom Information
# of Bathrooms (Full): 1

Bathroom #1 Information
Level: First
Features: Bathroom - With Tub & Shower

Living Room Information
Level: First
Features: Flooring - Wood

Dining Room Information
Level: First
Features: Flooring - Wood

Kitchen Information
Level: First
Features: Flooring - Wood,Kitchen Island

Basement Information
Basement: Interior Entry, Bulkhead, Sump Pump, Dirt Floor

Laundry Information
Laundry Features: First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 6
Door Features: Storm Door(s)
Window Features: Storm Window(s)
Flooring: Wood

Exterior

Building Information
Building Area (Total): 1,613
Foundation Details: Stone
Construction Materials: Post & Beam
Year Built Source: Public Records
Year Built Details: Approximate
Color: brown

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Storage, Barn/Stable, Garden, Horses Permitted, Stone Wall

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Other Structures: Barn/Stable

Lot Information
Lot Size (Acres): 17
Lot Features: Wooded, Cleared, Farm
Frontage Length: 1,050
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $5,042
Tax Year: 2024

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven
Sewer: Private Sewer
Water Source: Private
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water
Cooling: Window Unit(s)

Location

Location Information
Directions: GPS
UnparsedAddress: 366 Breakneck Rd, Southbridge MA 01550

Community Information
Senior CommunityYN: No
Community Features: Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School
HorseYN: Yes

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 1,613
Stories: 2.0
Lot Size: 18.2 acres
Style: Single Family Residential
Year Built: 1780
Year Renovated: —
County: Worcester County
APN: 3980866

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

West Street School

Public 1-5 • Assigned • 1.5mi

2/10

Southbridge Middle School

Public 6-8 • Assigned • 3.5mi

6/10

Southbridge High School

Public 9-12 • Assigned • 3.5mi

1/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 93° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Southbridge, MA • 01550

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$486,000 – $589,000

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New listings for sale in 01550

OPEN SAT, 11AM TO 1PM

$580,000

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17 Harwood Farm Rd, Southbridge, MA 01550

OPEN SUN, 12PM TO 2PM

$649,999

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36 Winter St, Southbridge, MA 01550

OPEN FRI, 5PM TO 6:30PM

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27 Henry St, Southbridge, MA 01550

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102 Sayles St, Southbridge, MA 01550

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62 Coombs St, Southbridge, MA 01550

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OPEN SAT, 12PM TO 2PM

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OPEN THU, 4PM TO 6PM

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Home values near 366 Breakneck Rd

Data from public records.

Address	Redfin Estimate
222 Breakneck Road, Southbridge, MA 3 Beds \| 1.5 Baths \| 1422 Sq. Ft.	$336,703
260 Breakneck Road, Southbridge, MA 3 Beds \| 1 Baths \| 1092 Sq. Ft.	$297,522

Address	Redfin Estimate
234 Breakneck Road, Southbridge, MA 3 Beds \| 1 Baths \| 1092 Sq. Ft.	$310,669
268 Breakneck Road, Southbridge, MA 3 Beds \| 1 Baths \| 1050 Sq. Ft.	$329,993

Address	Redfin Estimate
242 Breakneck Road, Southbridge, MA 3 Beds \| 1 Baths \| 1260 Sq. Ft.	$348,047
261 Breakneck Road, Southbridge, MA 2 Beds \| 1 Baths \| 848 Sq. Ft.	$288,032

Property information provided by MLS PIN when last listed in 2024. This data may not match . Learn more.

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