106 Five Bridge Rd, Brimfield, MA 01010
Property image
Property image
OFF MARKET

106 Five Bridge Rd
Brimfield, MA 01010

  • 4 Beds
  • 4.5 Baths
  • 3,308 sqft (on 19.21 acres)

$777,000

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $4,818/mo*
Refinance Your Home

$777,000

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $4,818/mo*
Refinance Your Home
4 Beds
4.5 Baths
3,308 sqft
(on 19.21 acres)

Local Information

  • Map ViewExplore the area around 106 Five Bridge Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2002
Lot Size
19.21 acres
Living Area
3,308 sqft
Price/Sqft
$235
Parking
Garage

About this House

Private, reproduction Colonial on 19.21 acres! Nestled in the trees, a long lovely driveway welcomes your guests to the former Yankee Cricket Inn B&B. Native fieldstone entry with picturesque woodland views from every room & hidden gardens, patios & fire pit area. Fantastic brick fireplace in the spacious Keeping Room, eat-in kitchen w/custom cabinets, commanding center island, Corian counters, wide pine floors, gas stove & walk-in pantry. Awesome new back deck leads to a quaint private sun room, laundry room & HUGE bonus room/artist studio w/custom cabinets, craft island & built in desks (would make a great home school room). Completing the 1st floor is a home office/library with fireplace & custom bookcases, 1/2 bath, and separate dining room w/built-in breakfront cabinet. The 2nd floor has 4 large bedrooms, 2 w/private baths (2 w/shared bath and in-room separate sinks). Finished lower level w/home office,3/4 bath,2 private entry rooms,wine/storage room,workshop & 2 car garage!
106 Five Bridge Rd, Brimfield, MA 01010 is a 4 bedroom, 5 bathroom, 3,308 sqft single-family home built in 2002. It last sold for $491,000 on Oct 2, 2020. It is currently off market. The Trulia Estimate is $777,000, with a rent estimate of $4,826/month.

Home Details for 106 Five Bridge Rd

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 19.21 acres

Price History for 106 Five Bridge Rd

DatePriceEventSource
10/02/2020$491,000Sold
N/A
08/26/2020$490,000PendingAgent Provided
08/18/2020$490,000Listed For SaleAgent Provided
01/19/2001$50,000Sold
N/A

Market trends in Brimfield

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
18
4MoM
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Property Tax and Assessment

Year2025
Tax$8,545
Assessment$604,346
Home facts updated by county records

Comparable Sales for 106 Five Bridge Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
92 Five Bridge Rd, Brimfield, MA
0.21
Single-Family Home
$410,000
03/02/26
3
3
1,904
104 Allen Hill Rd, Brimfield, MA
1.20
Single-Family Home
$750,000
08/14/25
4
2.5
2,766
92 Allen Hill Rd, Brimfield, MA
1.12
Single-Family Home
$709,000
10/01/25
3
2.5
2,190
44 Little Alum Rd, Brimfield, MA
1.25
Single-Family Home
$475,000
11/06/25
5
3
1,615
18 Little Alum Rd, Brimfield, MA
0.97
Single-Family Home
$320,000
11/26/25
3
1
1,144
260 Holland Rd, Sturbridge, MA
1.89
Single-Family Home
$625,000
06/25/26
3
3.5
2,784
13 Morse Rd, Holland, MA
1.19
Single-Family Home
$325,500
01/29/26
4
1
1,378
178 Brimfield Rd, Holland, MA
1.79
Single-Family Home
$400,000
05/08/26
3
4
2,834
71 N Wales Rd, Holland, MA
1.62
Single-Family Home
$369,900
10/16/25
4
2
1,576
85 E Hill Rd, Brimfield, MA
2.18
Single-Family Home
$815,000
12/04/25
4
3.5
3,370

Nearby homes

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Assigned Schools

These are the assigned schools for 106 Five Bridge Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Brimfield

At least 7 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say yards are well-kept

  • 100 % Say there's wildlife

  • 90 % Say parking is easy

  • 88 % Say there's holiday spirit

  • 78 % Say it's dog friendly

  • 67 % Say they plan to stay for at least 5 years

  • 64 % Say kids play outside

  • 59 % Say neighbors are friendly

  • 43 % Say it's quiet

  • 36 % Say people would walk alone at night

  • 23 % Say there are community events

  • 20 % Say there are sidewalks

  • 14 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "The Brimfield Winery hosts tons of events along with the Hitchcock academy that has many options for classes and such. Brimfield has a very good community, the only thing I’d wished had more upkeep are the town roads and some of the dead trees that have the potential of falling on the road. "
    0
    Flag
  • Nels_frye
    "A very cute little town in a location drivable to both Boston and New York and perfect for escaping from the stresses of the city. "
    1
    Flag
  • Nels_frye
    "Brimfield is a lovely, typical (in a good way) New England town that also has unique points like the flea market. "
    0
    Flag
  • Feizhiyuan
    "Brimfield is the place closest to my heart, and I really hope that more interesting, cool people move here. It’s a rare gem in terms of being close but not too close to the city, offering low density and nature, the flea market, etc. "
    0
    Flag
  • Nels
    "Brimfield is a magical place where you don’t have to constantly have to face noise and pressure. From the cute library to hikes up steerage rock, it’s a lovely place to be. "
    4
    Flag
  • Brenda G.
    "Its peaceful, safe, quiet and utterly beautiful. I love it! We live on the top of a hill pushed back from the road and the land is incredible. "
    0
    Flag
  • babycakesmama c. n.
    "lake is very private & quiet most of the time,beautiful view of sunsets & wild life"
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 106 Five Bridge Rd

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Off Market Homes Near 106 Five Bridge Rd

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Frequently asked questions about 106 Five Bridge Rd

  • What is 106 Five Bridge Rd estimated to be worth?
    Trulia's estimated value for 106 Five Bridge Rd in Brimfield, MA is $777,000.
  • What is the price history for 106 Five Bridge Rd?
    106 Five Bridge Rd in Brimfield, MA last sold for $491,000 in October 2020.
  • Is Brimfield a buyer's or seller's market?
    Brimfield is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Brimfield?
    Residents describe Brimfield, MA as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Brimfield, MA.
  • How big is the lot at 106 Five Bridge Rd?
    The lot at 106 Five Bridge Rd in Brimfield, MA is about 19.2 acres.
  • Does 106 Five Bridge Rd have a garage?
    Yes, 106 Five Bridge Rd in Brimfield, MA has a garage.