148 Chestnut St, Upton, MA 01568
Property image
Property image
OFF MARKET

$651,800

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

148 Chestnut St, Upton, MA 01568

Est. Refi. Payment $4,366/mo*
Refinance Your Home
Currently Off Market - Sold Sep 29, 2017 for $405,000

Home Value

Trulia Estimate
$652K
Since last month
Increased$7K (+1.1%)
Since last year
Increased$27K (+4.3%)
Since last sale
Increased$247K (+61.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +78% in the last 10 years
MonthEstimated value
2026
September 2026$652K
September 2026$652K
August 2026$645K
July 2026$658K
June 2026$658K
May 2026$655K
April 2026$656K
March 2026$646K
February 2026$633K
January 2026$618K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
29 Shore Dr, Upton, MA
0.23
Single-Family Home
$600,000
12/12/25
3
2.5
1,732
154 South St, Upton, MA
0.29
Single-Family Home
$1,000,000
06/22/26
4
3.5
4,265
4 Farrar Rd, Upton, MA
0.52
Single-Family Home
$795,000
11/24/25
4
3
2,536
236 Mendon St, Upton, MA
0.76
Single-Family Home
$635,000
08/14/26
3
1.5
1,638
324 Mendon St, Upton, MA
0.90
Single-Family Home
$460,000
08/18/26
4
2.5
2,340
29 Miscoe Rd, Mendon, MA
1.17
Single-Family Home
$687,000
12/17/25
3
2
2,070
378 Moon Hill Rd, Northbridge, MA
1.09
Single-Family Home
$640,000
07/16/26
4
2.5
2,250
179 South St, Upton, MA
0.82
Single-Family Home
$1,050,000
06/22/26
3
2.5
3,237
6 Sawmill Brook Ln, Upton, MA
0.58
Single-Family Home
$1,500,000
05/07/26
4
3.5
3,586
7 Sawmill Brook Ln, Upton, MA
0.58
Single-Family Home
$1,763,100
04/24/26
4
4.5
3,609

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
146 Chestnut St, Upton, MA 01568
0.02
$661,400
2
2
1,666
Off Market
144 Chestnut St, Upton, MA 01568
0.03
$601,300
1
1
1,296
Off Market
140 Chestnut St, Upton, MA 01568
0.05
$613,200
1
2
1,522
Off Market
23 Shore Dr, Upton, MA 01568
0.05
$634,000
2
2
1,732
Off Market
56 Shore Dr, Upton, MA 01568
0.05
$483,700
3
1.5
1,320
Off Market
56 Shore Drive Taft Pond, Upton, MA 01568
0.05
-
-
-
-
Off Market
148 South St, Upton, MA 01568
0.05
$719,600
2
2
3,139
Off Market
Chestnut St, Upton, MA 01568
0.06
$217,300
Studio
-
-
Off Market
Chestnut St, Upton, MA 01568
0.06
-
-
-
-
Off Market
Chestnut St, Upton, MA 01568
0.06
$408,200
Studio
-
-
Off Market
52 Shore Dr, Upton, MA 01568
0.06
$426,600
1
1
1,110
Off Market
1 Sturdley Rd, Upton, MA 01568
0.07
$404,800
2
2
1,353
Off Market
48 Shore Dr, Upton, MA 01568
0.08
$356,300
1
2
688
Off Market
59 Shore Dr, Upton, MA 01568
0.08
$481,600
2
1
1,195
Off Market
61 Shore Dr, Upton, MA 01568
0.08
$446,200
1
1
1,075
Off Market
96 Shore Dr #96, Upton, MA 01568
0.08
-
-
-
-
Off Market
149 Chestnut St, Upton, MA 01568
0.08
$695,000
4
2.5
2,252
Off Market
47 Shore Dr, Upton, MA 01568
0.09
$339,700
1
1
744
Off Market
145 Chestnut St, Upton, MA 01568
0.09
$631,400
2
2
1,284
Off Market
45 Shore Dr, Upton, MA 01568
0.10
$556,500
3
1.5
1,536
Off Market

Local Information

  • Map ViewExplore the area around 148 Chestnut St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2003
0.47 acre lot
2,100 sqft
$310/sqft
Garage

About this House

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.
148 Chestnut St, Upton, MA 01568 is a 3 bedroom, 3 bathroom, 2,100 sqft single-family home built in 2003. It last sold for $405,000 on Sep 29, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $651,800, with a rent estimate of $3,725/month.

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 and Tax history

DateEventPrice
Sep 29, 2017
Source: N/A
Sold
$405,000
Aug 14, 2017
Source: Agent Provided
Pending
$399,000
Aug 9, 2017
Source: Agent Provided
Listed For Sale
$399,000
Mar 29, 2013
Source: N/A
Sold
$319,000
Dec 5, 2012
Source: Agent Provided
PriceChange
$329,900
Price decreased by 3%

Market trends in Upton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
3MoM

Around this home

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.
    "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

LGBTQ Local Legal Protections

Frequently asked questions about 148 Chestnut St

  • What is 148 Chestnut St estimated to be worth?
    Trulia's estimated value for 148 Chestnut St in Upton, MA is $651,800.
  • What is the price history for 148 Chestnut St?
    148 Chestnut St in Upton, MA last sold for $405,000 in September 2017.
  • Is Upton a buyer's or seller's market?
    Upton is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Upton?
    Residents describe Upton, MA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Upton, MA.
  • How big is the lot at 148 Chestnut St?
    The lot at 148 Chestnut St in Upton, MA is about 0.47 acres (20,473 sq ft).
  • Does 148 Chestnut St have a garage?
    Yes, 148 Chestnut St in Upton, MA has a garage.

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