Public Remarks: Located on a beautiful and quiet side road just a walk or bike ride away from Monterey Town Beach this lovely three story, three bedroom, three bath home abuts town-owned Brewer Pond property. The exterior was newly painted last summer and the inside is fresh, white and bright. A terrific layout for hosting guests, as the walkout lower level has a guest bedroom, a large game/media/office or family room, along with a full bath, so may be an entire teen or guest suite. The second floor houses the primary bedroom, a guest bedroom and a large family bathroom. The spotless two-car garage was built in 2019. This is a wonderful neighborhood for walking, nearby access to the lake, Beartown State Forest and the Appalachian Trail.
Single-familyProperty Type
1997Year Built
8.46 acresLot Size
$406Est. Price/Sq.Ft.
2 car garageParking
Listed by Timothy Lovett• BERKSHIRE PROPERTY AGENTS, LLC
Bought with Jared Kelly• BROCKMAN REAL ESTATE, LLC
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Earn from this home
Rent
$3,178/mo
Redfin rental estimate
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Market trends in 01245, MA
Last updated September 2026
Sale-to-list price
98.2%
0.7% MoM
Median sale price
$1.6M
$362K MoM
Avg. days on market
42d
0 days MoM
Recently sold homes
3
1 MoM
Provided by Redfin
Sale history for 255 Hupi Rd
Date
Event
Price
BCMLS #234435
Sep 23, 2021
Sold
$760,400
$304/sq ft
May 26, 2021
Listed
$795,000
$318/sq ft
BCMLS #216677
Sep 30, 2016
Sold
$475,000
$190/sq ft
Aug 14, 2016
Listed
$485,000
$194/sq ft
+20
Public Remarks
A lovely contemporary Carpenter Gothic home on over eight beautiful acres within walking distance of Lake Garfield town beach. The large living room has a wood burning fireplace and huge windows overlooking the woodlands. Three floors offer versatile space and there's a screened porch for summer evening dining. The home is set back from a gravel road, not far from the charming village of Monterey.
Year
Property tax
Land + Additions
Assessment*
2023
$4,331 (+2.8%)
$205,800 + $505,300
$711,100
2021
$4,214 (−2.1%)
$205,800 + $421,100
$626,900
2020
$4,306 (+5.6%)
$205,800 + $373,800
$579,600
2019
$4,076 (+2.2%)
$205,800 + $345,000
$550,800
2018
$3,987 (+1.1%)
$205,800 + $334,500
$540,300
2017
$3,944 (+16.8%)
$205,800 + $334,500
$540,300
2016
$3,377 (+5.6%)
$205,800 + $334,500
$540,300
2015
$3,199
$205,800 + $334,500
$540,300
Tax history for 255 Hupi Rd
Year
Property tax
Land + Additions
Assessment*
2023
$4,331 (+2.8%)
$205,800 + $505,300
$711,100
2021
$4,214 (−2.1%)
$205,800 + $421,100
$626,900
2020
$4,306 (+5.6%)
$205,800 + $373,800
$579,600
2019
$4,076 (+2.2%)
$205,800 + $345,000
$550,800
2018
$3,987 (+1.1%)
$205,800 + $334,500
$540,300
2017
$3,944 (+16.8%)
$205,800 + $334,500
$540,300
2016
$3,377 (+5.6%)
$205,800 + $334,500
$540,300
2015
$3,199
$205,800 + $334,500
$540,300
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.