38 Oak Dr, Upton, MA 01568
Property image
Property image
OFF MARKET

$812,000

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 2,217 sqft (on 2.07 acres)

38 Oak Dr, Upton, MA 01568

Est. Refi. Payment $5,033/mo*
Refinance Your Home
Currently Off Market - Sold Jun 4, 2021 for $651,000

Home Value

Trulia Estimate
$812K
Since last month
Decreased$14K (-1.7%)
Since last year
Increased$2K (+0.2%)
Since last sale
Increased$161K (+24.7%)
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 +92% in the last 10 years
MonthEstimated value
2026
August 2026$812K
July 2026$826K
June 2026$832K
May 2026$819K
April 2026$824K
March 2026$809K
February 2026$792K
January 2026$776K
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
255 Prairie St, Northbridge, MA
0.55
Single-Family Home
$775,000
04/28/26
3
2.5
2,274
185 Prairie St, Northbridge, MA
0.57
Single-Family Home
$773,500
04/22/26
4
2.5
2,764
9 Jewell Xing, Mendon, MA
0.50
Single-Family Home
$950,000
07/01/26
4
2.5
2,454
179 South St, Upton, MA
0.36
Single-Family Home
$1,050,000
06/22/26
3
2.5
3,237
110 Northbridge Rd, Mendon, MA
0.55
Single-Family Home
$500,000
12/05/25
4
2.5
2,080
177 South St, Upton, MA
0.38
Single-Family Home
$918,000
09/11/25
4
4
4,815
Lot 19 19a Rawson Farm Dr, Mendon, MA
0.51
Single-Family Home
$1,317,243
07/23/26
4
2.5
2,958
29 Rawson Farm Rd, Mendon, MA
0.65
Single-Family Home
$1,125,000
06/11/26
4
2.5
2,884
304 Quaker St, Northbridge, MA
0.94
Single-Family Home
$788,000
08/06/26
3
2.5
2,367
7 Jewell Xing, Mendon, MA
0.54
Single-Family Home
$1,010,000
04/17/26
4
3
3,345

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
849 Mendon Rd, Northbridge, MA 01534
0.29
$802,300
3
2.5
2,800
Off Market
Lot 12 Rawson Farm Rd, Mendon, MA 01756
0.31
$1,147,900
4
2.5
2,884
For Sale
4 Oak Dr, Upton, MA 01568
0.33
$919,900
5
2.5
3,568
Off Market
179 South St, Upton, MA 01568
0.36
$1,050,000
3
2.5
3,237
Recently Sold
177 South St, Upton, MA 01568
0.38
$952,500
4
4
4,815
Off Market
16 Rawson Farm Dr, Mendon, MA 01756
0.38
-
4
2.5
2,884
Off Market
13-13 Rawson Farm, Mendon, MA 01756
0.42
-
4
2.5
2,751
Off Market
Lot 17 Seventeen Rawson Farm, Mendon, MA 01756
0.47
-
4
2.5
3,174
Off Market
19 Juniper Rd, Upton, MA 01568
0.49
$1,382,000
4
4.5
3,900
Off Market
9 Jewell Xing, Mendon, MA 01756
0.50
$950,000
4
2.5
2,454
Recently Sold
255 Prairie St, Northbridge, MA 01534
0.55
$775,000
3
2.5
2,274
Recently Sold
Lot 19 19a Rawson Farm Dr, Mendon, MA 01756
0.51
$1,317,243
4
2.5
2,958
Recently Sold

Local Information

  • Map ViewExplore the area around 38 Oak Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1978
Lot Size
2.07 acres
Living Area
2,217 sqft
Price/Sqft
$366
Parking
Garage

About this House

This home could be on the cover of a magazine! The curb appeal and landscaping is breathtaking! From the minute you turn into the driveway and approach the home you can't help but wish you lived there. Immaculately maintained and filled with pride of ownership, this home will not disappoint anyone. The kitchen has beautiful Granite counter tops, stainless steel appliances and tiled flooring. The step door living room has gorgeous flooring and a huge fireplace. New pellet stove in the family room will keep the home toasty warm throughout the New England Fall and Winter season. New well pump 2015, Weil McLain boiler 2014, Roof 2012. Freshly painted exterior with an inviting porch, 3 car garage and 2 separate sheds complete the exterior. Huge basement with work shop! Located on a quiet country rd in a very convenient Upton location. RANGE PRICED Seller will negotiate offers between $450,000 - $475,000
38 Oak Dr, Upton, MA 01568 is a 2 bedroom, 2 bathroom, 2,217 sqft single-family home built in 1978. It last sold for $651,000 on Jun 4, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $812,000, with a rent estimate of $2,577/month.

Home Details for 38 Oak Dr

Interior Features

Interior Details
BasementNumber of Rooms: 4
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 8

Lot Information

Lot Area: 2.07 acres

Price and Tax history

DateEventPrice
Jun 4, 2021
Source: N/A
Sold
$651,000
Apr 20, 2021
Source: MLS PIN #72815956
Pending
$580,000
Apr 16, 2021
Source: MLS PIN #72815956
Listed For Sale
$580,000
May 18, 2017
Source: N/A
Sold
$446,500
Aug 28, 2009
Source: N/A
Sold
$392,500

Market trends in Upton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
41
4MoM

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 38 Oak Dr

  • What is 38 Oak Dr estimated to be worth?
    Trulia's estimated value for 38 Oak Dr in Upton, MA is $812,000.
  • What is the price history for 38 Oak Dr?
    38 Oak Dr in Upton, MA last sold for $651,000 in June 2021.
  • 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 38 Oak Dr?
    The lot at 38 Oak Dr in Upton, MA is about 2.1 acres.
  • Does 38 Oak Dr have a garage?
    Yes, 38 Oak Dr in Upton, MA has a garage.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 38 Oak Dr

Skip to last item
Skip to first item

Homes for sale near 38 Oak Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item