148 Chestnut St, Upton, MA 01568
OFF MARKET

148 Chestnut St
Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 2,100 sqft (on 0.47 acres)

$658,500

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $3,988/mo*
Refinance Your Home

$658,500

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $3,988/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,100 sqft
(on 0.47 acres)

Homes for sale near 148 Chestnut St

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Open House Sunday, August 13th, 1-3 pm ; Host BBQs on the private, shade-filtered grounds of this Farmhouse Colonial with oversized detached garage or start each day with a cup of coffee on the beautiful mahogany Farmers Porch. Come inside to an inviting kitchen with tile backsplash and granite countertops. Gather in the generously-sized family room, enhanced with sliding doors leading out to the new deck. Impeccable hardwood floors. Complimentary granite countertops and floor tile in all bathrooms. Laundry room conveniently on main floor. Relax or workout in the spacious and versatile finished lower level, complete with storage. Unwind in the sizable master bedroom with a private bath and walk-in closet. You will undoubtedly feel the love that has been invested in this home.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 148 Chestnut St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6Types of Rooms: Walk In Closet, Dining Room, Family Room, Master BathCeiling Fan
Heating & Cooling
Heating: Baseboard, OilAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowave
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylLawnPorch
Parking & Garage
GarageParking Space: 1Parking: Garage Detached

Property Information

Year Built
Year Built: 2003Year Updated: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 6

Lot Information

Lot Area: 0.47 acres

Price History for 148 Chestnut St

DatePriceEventSource
09/29/2017$405,000Sold
N/A
08/14/2017$399,000PendingAgent Provided
08/09/2017$399,000Listed For SaleAgent Provided
03/29/2013$319,000Sold
N/A
12/05/2012$329,900PriceChange
Agent Provided
11/06/2012$339,500PriceChange
Agent Provided
10/24/2012$341,000PriceChange
Agent Provided
09/06/2012$343,900PriceChange
Agent Provided
07/20/2012$349,900Listed For SaleAgent Provided
05/02/2003$390,000Sold
N/A
04/11/2002$178,000Sold
N/A
08/30/1995$89,900Sold
N/A
12/22/1994$80,750Sold
N/A
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Property Tax and Assessment

Year2025
Tax$6,559
Assessment$498,800
Home facts updated by county records

Comparable Sales for 148 Chestnut St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
56 Shore Dr, Upton, MA
0.05
Single-Family Home
$472,800
09/05/25
3
1.5
1,320
29 Shore Dr, Upton, MA
0.23
Single-Family Home
$600,000
12/12/25
3
2.5
1,732
8 Miscoe Hill Rd, Upton, MA
0.24
Single-Family Home
$925,000
08/22/25
4
2.5
2,856
4 Farrar Rd, Upton, MA
0.52
Single-Family Home
$795,000
11/24/25
4
3
2,536
334 Mendon St, Upton, MA
1.01
Single-Family Home
$710,000
07/11/25
3
2
2,154
29 Miscoe Rd, Mendon, MA
1.17
Single-Family Home
$687,000
12/17/25
3
2
2,070
320 Moon Hill Rd, Northbridge, MA
1.14
Single-Family Home
$659,900
05/15/25
3
2
2,102
4 Oak Dr, Upton, MA
0.73
Single-Family Home
$885,000
06/20/25
5
2.5
3,568
19 Juniper Rd, Upton, MA
0.60
Single-Family Home
$1,327,090
07/11/25
4
4.5
3,900
354 Moon Hill Rd, Northbridge, MA
1.11
Single-Family Home
$700,000
07/31/25
4
2.5
3,018

Assigned Schools

These are the assigned schools for 148 Chestnut St.
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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

Learn more about our methodology.
  • Fernando M.
    "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.
    "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.
    "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
    "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.
    "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.
    "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.
    "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
    "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
    "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
    "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
    Flag

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Homes for rent near 148 Chestnut St

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Off Market Homes Near 148 Chestnut St

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148 Chestnut St, Upton, MA 01568 is a 3 bedroom, 3 bathroom, 2,100 sqft single-family home built in 2003. This property is not currently available for sale. 148 Chestnut St was last sold on Sep 29, 2017 for $405,000. The current Trulia Estimate for 148 Chestnut St is $658,500.