Downtown living at its finest! Picture-perfect village charmer on a corner 0.4 acre lot with a huge private backyard, detached 1-car garage/barn with walk-up storage loft. Welcome within the 4-bedroom, 1.5-bath home via the Eat-in farmhouse kitchen featuring newer stainless appliances ('24 refig/dishwasher), gas cooking, farmer’s sink, floating shelves, and opens to the dining room w wide plank wood floors. Cozy beamed family room offering wood-burning fireplace. First-floor bedroom with barn door works perfectly as a home office and sits next to a half bath & laundry. Upstairs offers 3 bedrooms, including a spacious primary w 2 closets plus an updated full bath with tiled shower. Recent updates include '19 roof, '21 insulation & carpet, '11 gas furnace, 2009 28'x14' 2 story barn, windows, shiplap & lighting. Enjoy the newer Trex deck, firepit, playground area & 3-year-old shed. Convenient to schools, downtown restaurants, brewery, farmer's market, HCA, commuter rail & Routes 495 & 90.
Est. $2,314 per month, based on comparable rentals
Sale and tax history for 44 Pleasant St
Sale History
Tax History
Date
Event
Price
MLS PIN #73521600
Aug 11, 2026
Sold
$700,000
$490/sq ft
Jun 10, 2026
Pending
—
May 27, 2026
Contingent
—
May 20, 2026
Listed
$675,000
$473/sq ft
MLS PIN #72627620
Apr 30, 2020
Sold
$430,000
$301/sq ft
Mar 23, 2020
Pending
—
Mar 9, 2020
Contingent
—
Mar 4, 2020
Listed
$425,000
$298/sq ft
+26
The one you have been waiting for! Well maintained Village Colonial located on a picture perfect corner lot in the heart of Hopkinton. This 3/4 Bedroom, 1.5 Bath home has many great features to offer its new owner(s): *Fall in love with the farm house style eat-in Kitchen w/ antique white cabinets, soapstone counter/peninsula & tile flrs. *Enjoy relaxing evenings in the fireplaced Living Rm. *2nd flr has 3 BR's and a newly remodeled Full Bath w/ wainscoting, tile plank flooring & custom tiled shower surround. *1st flr BR offers flexibility could also be used as a home office or den. *Brand New Roof 2019. *Awesome back yard space w/ over-sized deck, fire pit area & storage shed. *Wide pine floors. *Low maintenance vinyl siding & replacement windows. **Character & warmth surround you in this charming home.**
MLS PIN #71430815
Oct 26, 2012
Sold
$329,900
$231/sq ft
Sep 8, 2012
Contingent
—
Sep 5, 2012
Listed
$329,900
$231/sq ft
+8
Pretty, tastefully updated antique on park-like setting with convenient access to town center, Hopkinton State Park and either a Boston or Worcester commute. This inviting home includes a renovated eat-in kitchen with tile floor, new appliances and soapstone counters. Fireplaced living room. Wide pine and hardwood on first floor and in 2 BRs . New carpet in hall and MBR. New oversized garage with tons of storage, deck, New energy efficient furnace and double pane windows.
MLS PIN #70013047
May 26, 2004
Sold
$328,000
$230/sq ft
Apr 6, 2004
Listing Removed
—
Mar 28, 2004
Listed
$324,900
$228/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$7,159 (+4.8%)
$229,800 + $275,100
$504,900
2024
$6,833 (+1.9%)
$218,700 + $249,000
$467,700
2023
$6,703 (+2.0%)
$191,700 + $232,300
$424,000
2022
$6,570 (+3.3%)
$174,300 + $211,500
$385,800
2021
$6,359 (+5.0%)
$169,100 + $203,200
$372,300
2020
$6,057 (+5.0%)
$165,000 + $195,100
$360,100
2019
$5,771 (+7.6%)
$158,800 + $177,300
$336,100
2018
$5,364 (+5.0%)
$151,400 + $166,000
$317,400
2017
$5,111 (+2.1%)
$146,800 + $157,400
$304,200
2016
$5,007 (+0.5%)
$144,000 + $150,000
$294,000
2015
$4,982 (+1.9%)
$139,900 + $137,500
$277,400
2014
$4,891 (+1.8%)
$139,900 + $137,500
$277,400
2013
$4,805 (+3.4%)
$139,900 + $137,500
$277,400
2012
$4,646 (+1.9%)
$139,900 + $132,600
$272,500
2011
$4,559 (+0.1%)
$139,900 + $132,600
$272,500
2010
$4,553 (+3.5%)
$155,400 + $133,500
$288,900
2009
$4,401
$162,500 + $130,300
$292,800
Public record
Beds
4
Baths
1.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.4 Acres
Year renovated
1980
Sq. Ft.
1,428
Year built
1890
Style
Single Family Residential
County
Middlesex County
APN
534315
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
Open Parking Spaces: 4
Parking Spaces: 5
Parking Features: Detached, Paved Drive, Off Street, Paved
Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Interior Features
# of Rooms (Total): 9
Door Features: Insulated Doors
Window Features: Insulated Windows
Flooring: Hardwood, Flooring - Wood
Interior Features: Sitting Room
Exterior
Building Information
Building Area (Total): 1,428
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Composite
Exterior Features: Deck - Composite, Rain Gutters, Storage, Professional Landscaping
Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 1428
ADU: N
Lot Information
Lot Size (Acres): 0.4
Lot Features: Corner Lot, Level
Road Frontage Type: Public
Financial
Tax Information
Tax Annual Amount: $7,441
Tax Year: 2026
Utilities
Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service
Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Window Unit(s)
Location
School Information
Elementary School: Maraelmhopkins
Middle Or Junior School: Hopkinton Middle School
High School: Hopkinton High School
Location Information
Directions: Main St to Pleasant St
UnparsedAddress: 44 Pleasant Street, Hopkinton MA 01748
Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
Public facts
Beds: 4
Baths: 1.5
Sq. Ft.: 1,428
Stories: 2.0
Lot Size: 0.4 acres
Style: Single Family Residential
Year Built: 1890
Year Renovated: 1980
County: Middlesex County
APN: 534315
Home facts updated by county records on Jul 16, 2026
Other
Miscellaneous Information
Heat Zones: 1
Listing Information
Exclusions: Wireless Security System.
StandardStatus: Closed
Around this home
Schools
Hopkins Elementary School
Public 4-5 • Assigned • 0.7mi
9/10
Hopkinton Middle School
Public 6-8 • Assigned • 0.4mi
9/10
Hopkinton High School
Public 9-12 • Assigned • 0.5mi
10/10
Provided by GreatSchools
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 96° expected this year, 15 days in 30 years
6/10 Wind Factor
53% 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
Hopkinton, MA • 01748
Average low and high temperatures (°F)
32
19
35
20
50
31
60
40
68
50
80
60
83
65
80
58
75
55
63
45
51
35
37
23
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
89/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.5 hrs
4.8 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$690,000 – $836,000
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