22 Oak Dr, Upton, MA 01568
OFF MARKET

$1,186,800

Trulia Estimate
  • 3 Beds
  • 4 Baths
  • 2,968 sqft (on 37.50 acres)

22 Oak Dr, Upton, MA 01568

Est. Refi. Payment $7,675/mo*
Refinance Your Home
Currently Off Market - Sold Dec 13, 2023 for $762,000

Home Value

Trulia Estimate
$1.19M
Since last month
Increased$68K (+6%)
Since last year
Increased$88K (+8%)
Since last sale
Increased$425K (+55.7%)
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 +172% in the last 10 years
MonthEstimated value
2026
September 2026$1.19M
August 2026$1.12M
July 2026$1.14M
June 2026$1.15M
May 2026$1.18M
April 2026$1.17M
March 2026$1.14M
February 2026$1.13M
January 2026$1.12M
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
179 South St, Upton, MA
0.45
Single-Family Home
$1,050,000
06/22/26
3
2.5
3,237
7 Jewell Xing, Mendon, MA
0.41
Single-Family Home
$1,010,000
04/17/26
4
3
3,345
Lot 19 19a Rawson Farm Dr, Mendon, MA
0.35
Single-Family Home
$1,317,243
07/23/26
4
2.5
2,958
9 Jewell Xing, Mendon, MA
0.37
Single-Family Home
$950,000
07/01/26
4
2.5
2,454
29 Rawson Farm Rd, Mendon, MA
0.49
Single-Family Home
$1,125,000
06/11/26
4
2.5
2,884
110 Northbridge Rd, Mendon, MA
0.47
Single-Family Home
$500,000
12/05/25
4
2.5
2,080
255 Prairie St, Northbridge, MA
0.72
Single-Family Home
$775,000
04/28/26
3
2.5
2,274
103 Prairie St, Northbridge, MA
0.78
Single-Family Home
$840,000
04/30/26
4
3.5
3,434
185 Prairie St, Northbridge, MA
0.74
Single-Family Home
$773,500
04/22/26
4
2.5
2,764
6 Sawmill Brook Ln, Upton, MA
0.66
Single-Family Home
$1,500,000
05/07/26
4
3.5
3,586

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
16 Rawson Farm Dr, Mendon, MA 01756
0.21
-
4
2.5
2,884
Off Market
Lot 12 Rawson Farm, Mendon, MA 01756
0.20
$1,147,900
4
2.5
2,884
For Sale
13-13 Rawson Farm, Mendon, MA 01756
0.28
-
4
2.5
2,751
Off Market
Lot 17 Seventeen Rawson Farm, Mendon, MA 01756
0.32
-
4
2.5
3,174
Off Market
Lot 19 19a Rawson Farm Dr, Mendon, MA 01756
0.35
$1,317,243
4
2.5
2,958
Recently Sold
4 Oak Dr, Upton, MA 01568
0.36
$919,900
5
2.5
3,568
Off Market
9 Jewell Xing, Mendon, MA 01756
0.37
$950,000
4
2.5
2,454
Recently Sold
19 Juniper Rd, Upton, MA 01568
0.40
$1,374,100
4
4.5
3,900
Off Market
7 Jewell Xing, Mendon, MA 01756
0.41
$1,010,000
4
3
3,345
Recently Sold
5 Jewell Xing, Mendon, MA 01756
0.43
$899,900
4
2.5
2,784
Off Market
179 South St, Upton, MA 01568
0.45
$1,050,000
3
2.5
3,237
Recently Sold
177 South St, Upton, MA 01568
0.45
$946,400
4
4
4,815
Off Market

Local Information

  • Map ViewExplore the area around 22 Oak Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1996
37.5 acre lot
2,968 sqft
$400/sqft

About this House

Equestrian & Privacy on 37.5 acres lot! Motivated seller! Home has unbelievable floor plan & design. Needs TLC. Underground service to house, good light throughout, hardwoods through most of home.Huge master suit w spa bath ft over sized stall shower, radiant heat, cathedral ceilings, skylight, & steam room to be completed. ART gallery with LOTS OF LIGHT & int balcony. Home had plans for multiple decks to wrap around the house & enjoy watching nature. Bonus rm could be br. 1/2 bath not completed
22 Oak Dr, Upton, MA 01568 is a 3 bedroom, 4 bathroom, 2,968 sqft single-family home built in 1996. It last sold for $762,000 on Dec 13, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,186,800, with a rent estimate of $4,278/month.

Home Details for 22 Oak Dr

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 4
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 9

Lot Information

Lot Area: 37.50 acres

Price and Tax history

DateEventPrice
Dec 13, 2023
Source: N/A
Sold
$762,000
Jun 3, 2022
Source: MLS PIN #72921459
ListingRemoved
Jan 10, 2022
Source: MLS PIN #72921459
Contingent
$735,000
Jan 3, 2022
Source: MLS PIN #72921459
PriceChange
$735,000
Price decreased by 5%
Dec 30, 2021
Source: MLS PIN #72921459
PriceChange
$770,000
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."
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LGBTQ Local Legal Protections

Frequently asked questions about 22 Oak Dr

  • What is 22 Oak Dr estimated to be worth?
    Trulia's estimated value for 22 Oak Dr in Upton, MA is $1,186,800.
  • What is the price history for 22 Oak Dr?
    22 Oak Dr in Upton, MA last sold for $762,000 in December 2023.
  • 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 22 Oak Dr?
    The lot at 22 Oak Dr in Upton, MA is about 37.5 acres.

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