Welcome to this beautifully renovated, charming, multi-level home in Holliston, MA. Enjoy all Holliston has to offer, including a rail trail, quaint shops, Lake Winthrop, Outpost Farm, top-rated schools, and more. This meticulously maintained property offers 3 bedrooms and 1.5 bathrooms. The open concept layout connects the living room, dining area, and kitchen, creating a spacious atmosphere for gatherings. The renovated kitchen boasts modern appliances, lots of cabinet space, and a dining area perfect for hosting. On the second floor, you'll find three bedrooms and a full bathroom, offering both privacy and convenience. On the ground level there is ample space for an office, playroom, and storage, along with a convenient half bathroom. The beautiful 4-season sunroom has a wood stove, great for cold winter days. Step outside to a large backyard, ideal for children's play, a dog's exercise, or lawn games. The deck is ideal for summer barbecues! A must see!
Single-familyProperty Type
1961Year Built
0.41 acresLot Size
$511Est. Price/Sq.Ft.
1 garage spacesParking
Listed by David Doucette• Berkshire Hathaway HomeServices Commonwealth Real Estate
Bought with Stephen Fialli• Keller Williams Realty Metropolitan
Welcome Home! Absolutely lovely, well-maintained tri-level home in one of Holliston's most sought-after neighborhoods. Beautiful, sun-filled three-season room with wood stove. Large deck overlooking partially wooded, level lot.
Year
Property tax
Land + Additions
Assessment*
2025
$8,200 (+7.9%)
$259,900 + $299,800
$559,700
2024
$7,602 (−0.7%)
$259,900 + $244,900
$504,800
2023
$7,654 (+5.6%)
$259,900 + $237,100
$497,000
2022
$7,247 (+2.6%)
$259,900 + $157,100
$417,000
2021
$7,061 (−1.5%)
$238,500 + $157,100
$395,600
2020
$7,167 (+9.3%)
$236,100 + $144,100
$380,200
2019
$6,555 (+0.9%)
$205,400 + $142,700
$348,100
2018
$6,499 (+4.1%)
$205,400 + $142,700
$348,100
2017
$6,243 (+0.6%)
$197,600 + $139,500
$337,100
2016
$6,208 (+3.6%)
$172,800 + $157,600
$330,400
2015
$5,990 (+11.0%)
$155,500 + $153,600
$309,100
2014
$5,397 (+1.1%)
$155,500 + $116,000
$271,500
2013
$5,340 (+1.7%)
$164,000 + $122,800
$286,800
2012
$5,251 (+2.1%)
$171,100 + $115,500
$286,600
2011
$5,142 (+6.8%)
$171,100 + $115,500
$286,600
2010
$4,815 (+5.4%)
$171,100 + $124,100
$295,200
2009
$4,570
$185,900 + $109,700
$295,600
Tax history for 99 Dorset Rd
Year
Property tax
Land + Additions
Assessment*
2025
$8,200 (+7.9%)
$259,900 + $299,800
$559,700
2024
$7,602 (−0.7%)
$259,900 + $244,900
$504,800
2023
$7,654 (+5.6%)
$259,900 + $237,100
$497,000
2022
$7,247 (+2.6%)
$259,900 + $157,100
$417,000
2021
$7,061 (−1.5%)
$238,500 + $157,100
$395,600
2020
$7,167 (+9.3%)
$236,100 + $144,100
$380,200
2019
$6,555 (+0.9%)
$205,400 + $142,700
$348,100
2018
$6,499 (+4.1%)
$205,400 + $142,700
$348,100
2017
$6,243 (+0.6%)
$197,600 + $139,500
$337,100
2016
$6,208 (+3.6%)
$172,800 + $157,600
$330,400
2015
$5,990 (+11.0%)
$155,500 + $153,600
$309,100
2014
$5,397 (+1.1%)
$155,500 + $116,000
$271,500
2013
$5,340 (+1.7%)
$164,000 + $122,800
$286,800
2012
$5,251 (+2.1%)
$171,100 + $115,500
$286,600
2011
$5,142 (+6.8%)
$171,100 + $115,500
$286,600
2010
$4,815 (+5.4%)
$171,100 + $124,100
$295,200
2009
$4,570
$185,900 + $109,700
$295,600
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
3
Baths
1.5
Stories
1
Lot width
—
Lot depth
—
Lot size
0.41 Acres
Year renovated
2006
Sq. Ft.
1,032
Year built
1961
Style
Single Family Residential
County
Middlesex County
APN
527457
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 16, 2026.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 3
AttachedGarageYN: Yes
Parking Features: Attached, Under, Off Street, Paved
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup, Icemaker Connection
Sewer: Private Sewer
Water Source: Public
Electric: Circuit Breakers, 100 Amp Service
Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Natural Gas
Cooling: Ductless
Location
Location Information
Directions: Rt 126 to Ashland Rd. Left onto Winter. Right onto Stagecoach. Left onto Dorset.
UnparsedAddress: 99 Dorset Rd, Holliston MA 01746
Community Information
Senior CommunityYN: No
Community Features: Shopping, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, House of Worship, Private School, Public School
Public facts
Beds: 3
Baths: 1.5
Sq. Ft.: 1,032
Stories: 1.0
Lot Size: 0.41 acres
Style: Single Family Residential
Year Built: 1961
Year Renovated: 2006
County: Middlesex County
APN: 527457
Home facts updated by county records on Jul 16, 2026
Other
Miscellaneous Information
Heat Zones: 2
Listing Information
StandardStatus: Closed
Around this home
Schools
Placentino Elementary School
Public PreK-2 • Assigned • 2.0mi
Robert H. Adams Middle School
Public 6-8 • Assigned • 2.1mi
8/10
Holliston High School
Public 9-12 • Assigned • 1.6mi
9/10
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
4/10 Heat Factor
7 days above 97° expected this year, 15 days in 30 years
6/10 Wind Factor
51% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Holliston, MA • 01746
Average low and high temperatures (°F)
33
18
36
19
51
31
61
39
69
50
81
60
84
65
80
57
74
54
63
43
52
34
38
23
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
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.
9 hrs
4.4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$653,000 – $790,000
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