Is a car needed in Upton, MA?

As of early 2026, 94% of users say car is needed

Is parking easy in Upton, MA?

As of early 2026, 88% of users say parking is easy

Are yards well-kept in Upton, MA?

As of early 2026, 83% of users say yards are well-kept

Is Upton, MA dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Would people walk alone at night in Upton, MA?

As of early 2026, 73% of users say people would walk alone at night

Is there wildlife in Upton, MA?

As of early 2026, 71% of users say there's wildlife

Do residents of Upton, MA plan to stay at least 5 years?

As of early 2026, 68% of users say they plan to stay for at least 5 years

Does Upton, MA show holiday spirit?

As of early 2026, 67% of users say there's holiday spirit

As of early 2026, 66% of users say it's quiet

Are neighbors friendly in Upton, MA?

As of early 2026, 60% of users say neighbors are friendly

Do kids play outside in Upton, MA?

As of early 2026, 59% of users say kids play outside

Does Upton, MA have sidewalks?

As of early 2026, 48% of users say there are sidewalks

Are there community events in Upton, MA?

As of early 2026, 30% of users say there are community events

Are the streets well-lit in Upton, MA?

As of early 2026, 25% of users say streets are well-lit

Is Upton, MA walkable to restaurants?

As of early 2026, 17% of users say it's walkable to restaurants

Is Upton, MA walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

PENDING

0.49 ACRES

5 Pleasant St
Upton, MA 01568

3 Beds
1 Bath
1,727 sqft (on 0.49 acres)

$420,000

Est. Mortgage $2,659/mo*

Get Pre-Qualified

$420,000

Est. Mortgage $2,659/mo*

Get Pre-Qualified

3 Beds

1 Bath

1,727 sqft

(on 0.49 acres)

Home Highlights

Parking

Garage

Climate Control

Heating only

Price/Sqft

$243

Listed

61 days ago

Local Information

Map ViewExplore the area around 5 Pleasant St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

Bring your vision and unlock the potential of this classic Colonial set on a beautiful, level lot in desirable Upton! Offering a rare combination of major exterior updates and room to build instant equity, this home is the perfect opportunity for investors, contractors, or buyers eager to create their dream home. Significant improvements have already been completed including 9 year old vinyl siding & roof. Inside, you’ll find hardwood floors, an updated kitchen, generous room sizes and abundant natural light throughout. While the interior is ready for cosmetic improvements and renovation, the possibilities are endless. The spacious yard provides plenty of room for entertaining, gardening, recreation, or future enhancements. Conveniently located near schools, parks, shopping, restaurants, and commuter routes. A solid home with great bones, valuable updates already in place, and tremendous upside in one of Upton’s most sought-after communities.

Home Details for 5 Pleasant St

Interior Features
Interior Details Basement: FullNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Dining Room, Kitchen, Living Room, Office
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout Living Area: 1727 Square Feet
Appliances & Utilities Utilities: for Gas Range, Washer HookupAppliances: Range, Dishwasher, Washer, DryerDishwasherDryerLaundry: Main Level,Electric Dryer Hookup,Exterior Access,Washer Hookup,First FloorWasher
Heating & Cooling Heating: Baseboard,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa No FireplaceNo Spa
Windows, Doors, Floors & Walls Flooring: Hardwood
Levels, Entrance, & Accessibility Floors: Hardwood

Exterior Features
Exterior Home Features Foundation: Stone, Irregular
Parking & Garage Open Parking Spaces: 6No CarportHas a GarageNo Attached GarageParking Spaces: 6Parking: Detached,Off Street
Frontage Waterfront: Lake/Pond, 1 to 2 Mile To Beach, Beach Ownership(Public)Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 1727

Days on Market
Days on Market: 61

Property Information
Year Built Year Built: 1810
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique
Building Construction Materials: Post & BeamNot Attached PropertyDoes Not Include Home Warranty
Property Information Parcel Number: M:202 L:082, 1717557

Price & Status
Price List Price: $420,000Price Per Sqft: $243
Status Change & Dates Off Market Date: Wed Jul 01 2026

Active Status
MLS Status: Under Agreement

Location
Direction & Address City: Upton
School Information Elementary School: MemorialJr High / Middle School: Miscoe HillHigh School: Nipmuc/Or Bvt

Agent Information
Listing Agent Listing ID: 73530168

Building
Building Area Building Area: 1727 Square Feet

Community
Community Features: Shopping, Park, Stable(s), Golf, Public School, SidewalksNot Senior Community

HOA
No HOA

Lot Information
Lot Area: 0.49 acres

Offer
Contingencies: Inspection

Miscellaneous
BasementMls Number: 73530168Above Grade Unfinished Area: 1727

Additional Information
ShoppingParkStable(s)GolfPublic SchoolSidewalks

Last check for updates: about 12 hours ago

Listing courtesy of Robyn Nasuti, (774) 573-1336

Realty ONE Group Suburban Lifestyle, (508) 435-3100

Source: MLS PIN, MLS#73530168

Also Listed on MLS PIN.

Market trends in Upton

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Price History for 5 Pleasant St

Date	Price	Event	Source
07/12/2026	$420,000	Pending	MLS PIN #73530168

07/02/2026	$420,000	Contingent	MLS PIN #73530168

06/16/2026	$420,000	PriceChange	MLS PIN #73530168
Price Change $30,000 (-7%)
06/04/2026	$450,000	Listed For Sale	MLS PIN #73530168

03/26/2004	$265,000	Sold	N/A
Recording Date 03/26/2004 County Transfer Tax N/A Total Transfer Tax N/A
07/31/2003	$150,000	Sold	N/A
Recording Date 07/31/2003 County Transfer Tax N/A Total Transfer Tax N/A
07/28/1999	$75,000	Sold	N/A
Recording Date 07/28/1999 County Transfer Tax N/A Total Transfer Tax N/A
11/29/1995	$129,000	Sold	N/A
Recording Date 11/29/1995 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$4,843
Assessment	$368,300

Home facts updated by county records

Comparable Sales for 5 Pleasant St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
72 Main St, Upton, MA	0.26	Single-Family Home	$478,000	05/13/26	2	1	1,536
21 Warren Rd, Upton, MA	0.26	Single-Family Home	$600,000	06/30/26	3	1.5	1,789
49 Grove St, Upton, MA	0.39	Single-Family Home	$494,500	06/26/26	3	1	1,300
10 Mendon St, Upton, MA	0.35	Single-Family Home	$505,000	09/29/25	3	2	1,440
41 Main St, Upton, MA	0.04	Single-Family Home	$460,000	06/30/26	2	1.5	1,155
20 Fiske Ave, Upton, MA	0.32	Single-Family Home	$682,000	06/26/26	3	2	1,777
35 Brooks St, Upton, MA	0.45	Single-Family Home	$501,000	05/29/26	3	2	1,762
26 Hartford Ave N, Upton, MA	0.52	Single-Family Home	$445,000	06/29/26	3	1	1,140
12 Hartford Ave N, Upton, MA	0.60	Single-Family Home	$479,500	08/26/25	3	1	1,324
8 Maple St, Upton, MA	0.62	Single-Family Home	$305,000	04/02/26	2	1.5	1,438

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

SOLD
JUN 30, 2026
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John J. Herrera, Ownit a Real Estate Firm
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Giselle Pajazetovic, Pajazetovic & Company
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My House Partners Team, REMAX Executive Realty
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Zachary Aicardi, Mendon Area Real Estate
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Annie Keller, Streamline Communities - Upton
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2 ba
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5 Chickadee Way #17,
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Annie Keller, Streamline Communities - Upton
OFF MARKET
2 bd
2.5 ba
2,228 sqft
23 Shoemaker Ln #10,
Upton, MA 01568
Tristan St. Martin, Streamline Communities - Upton
OFF MARKET
2 bd
2.5 ba
2,228 sqft
5 Shoemaker Ln #2,
Upton, MA 01568
Tristan St. Martin, Streamline Communities - Upton
OFF MARKET
Est. $662,300
2 bd
2.5 ba
1,720 sqft
4 Fiske Mill Rd,
Upton, MA 01568
Carlena Desmond, Lamacchia Realty, Inc.
FOR SALE
NEW
OPEN SUN, 12-1:30PM
$625,000
4 bd
2.5 ba
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Jeannie Leombruno, Century 21 Custom Home Realty

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 5 Pleasant St.

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 Upton

At least 28 Trulia users voted on each feature.

94 % Say car is needed
88 % Say parking is easy
83 % Say yards are well-kept
75 % Say it's dog friendly
73 % Say people would walk alone at night
71 % Say there's wildlife
68 % Say they plan to stay for at least 5 years
67 % Say there's holiday spirit
66 % Say it's quiet
60 % Say neighbors are friendly
59 % Say kids play outside
48 % Say there are sidewalks
30 % Say there are community events
25 % Say streets are well-lit
17 % Say it's walkable to restaurants
13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Fernando M.
Resident
5y ago
"I've lived in Upton now for almost a Decade and it's an amazing town. The community is amazing, people are respectful, lots of community events, lots of recreational areas from Kiwanis beach, Upton State Park, Peppercorn Hill Conservation Area and other location, the schools are excellent, teachers care about the students, great academic and athletic departments. Upton truly is a place you can raise a family and feel safe."
0
Flag
Kristy G. B.
Resident
6y ago
"Must leave early to get to Boston or Boston area. Early is 6:30 or leave after 9 am. There is a lot of traffic going East, but is going on the other direction not as bad. There is not a lot of traffic on the town, but on the boarders of all surrounding towns there is traffic at peak hours."
7
Flag
Kristy G. B.
Resident
6y ago
"We’ve lived here for 9 years and everyone is very friendly and looks out for each other, yet you maintain your privacy. It’s a great sense of community with lots of young families."
1
Flag
Bapalladini
Visitor
6y ago
"it's a nice area. my dad loves it here. nice neighborhood, good community. old time feel to the area. plenty of hiking, parks etc. good schools, overall great "
2
Flag
Kristy G. B.
Resident
6y ago
"Safe, tight knit community where everyone is looking out for each other. The community is growing and young families are moving in. It definitely has a small town feel. "
2
Flag
Lily G.
Resident
6y ago
"plenty of parks to walk dogs. big yards and land for dogs to play and have space. close to tuffs animal hospital. "
1
Flag
Paola W. O.
Resident
6y ago
"Tons of areas to walk dogs. You just have to be careful with wild animals that could attack your dogs at night. "
2
Flag
Acmalzone
Resident
8y ago
"Small, friendly neighborhood town. Great neighbors. Awesome school system. Safe town. No chain stores or chain restaurants. All Ma & Pop shops and family owned restaurants."
2
Flag
annacollari
13y ago
"I have lived here for 2 years and it has already topped all the 10 other places i lived in, it is very clean, and my kids get a great education at the two high schools and one elementary school. All the people here are so nice and friendly. There are loads of places to walk and hang out, and it is great for kids, there is one park and baseball field, and there is another public park at the Elementary school. Upton is a Great place to live!"
0
Flag
Petersonk17
14y ago
"I live here since I was born and I think it is a wonderful neighborhood to live in. Lots of kids live around so it is good for families with children."
0
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LGBTQ Local Legal Protections

Robyn Nasuti, Realty ONE Group Suburban Lifestyle, (508) 435-3100

Agent Phone: (774) 573-1336

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

5 Pleasant St, Upton, MA 01568 is a 3 bedroom, 1 bathroom, 1,727 sqft single-family home built in 1810. This property is currently available for sale and was listed by MLS PIN on Jun 4, 2026. The MLS # for this home is MLS# 73530168.

5 Pleasant St Upton, MA 01568

$420,000

$420,000

Home Highlights

Local Information

About this House

Home Details for 5 Pleasant St

Interior Features

Exterior Features

Days on Market

Property Information

Price & Status

Active Status

Location

Agent Information

Building

Community

HOA

Lot Information

Offer

Miscellaneous

Additional Information

Market trends in Upton

Price History for 5 Pleasant St

Similar Homes You May Like

New Listings near 5 Pleasant St

Property Tax and Assessment

Comparable Sales for 5 Pleasant St

Nearby homes

Additional Cost

Assigned Schools

What Locals Say about Upton

LGBTQ Local Legal Protections

Housing

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5 Pleasant St
Upton, MA 01568