22 Oak Dr, Upton, MA 01568
OFF MARKET

22 Oak Dr
Upton, MA 01568

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

$1,114,800

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $6,880/mo*
Refinance Your Home

$1,114,800

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $6,880/mo*
Refinance Your Home
3 Beds
4 Baths
2,968 sqft
(on 37.50 acres)

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

Property Type
Single-Family Home
Year Built
1996
Lot Size
37.5 acres
Living Area
2,968 sqft
Price/Sqft
$376

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. It is currently off market. The Trulia Estimate is $1,114,800, with a rent estimate of $4,265/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 History for 22 Oak Dr

DatePriceEventSource
12/13/2023$762,000Sold
N/A
06/03/2022ListingRemovedMLS PIN #72921459
01/10/2022$735,000ContingentMLS PIN #72921459
01/03/2022$735,000PriceChange
MLS PIN #72921459
12/30/2021$770,000PriceChange
MLS PIN #72921459
12/20/2021$795,000PriceChange
MLS PIN #72921459
11/22/2021$850,000PriceChange
MLS PIN #72921459
11/18/2021$875,000Listed For SaleMLS PIN #72921459
11/26/2011$500,000ListingRemovedAgent Provided
09/14/2011$500,000PriceChange
Agent Provided
07/09/2011$550,000Listed For SaleAgent Provided
02/05/2011$689,000ListingRemovedAgent Provided
06/18/2010$689,000Listed For SaleAgent Provided
12/31/1996$175,000Sold
N/A

Market trends in Upton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
37
2MoM
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Property Tax and Assessment

Year2025
Tax$13,153
Assessment$1,000,200
Home facts updated by county records

Comparable Sales for 22 Oak Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Rawson Farm Dr, Mendon, MA
0.21
Single-Family Home
$1,099,500
08/11/25
4
2.5
2,884
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
177 South St, Upton, MA
0.45
Single-Family Home
$918,000
09/11/25
4
4
4,815
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

Nearby homes

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Assigned Schools

These are the assigned schools for 22 Oak Dr.
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.
    "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
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Apartments for Rent

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Homes for sale near 22 Oak Dr

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Off Market Homes Near 22 Oak Dr

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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 $1,114,800.
  • 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.