29 Dairy Dr, Upton, MA 01568
Property image
Property image
OFF MARKET

29 Dairy Dr
Upton, MA 01568

  • 4 Beds
  • 4 Baths
  • 3,906 sqft (on 1.65 acres)

$1,182,300

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $7,293/mo*
Refinance Your Home

$1,182,300

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $7,293/mo*
Refinance Your Home
4 Beds
4 Baths
3,906 sqft
(on 1.65 acres)

Local Information

  • Map ViewExplore the area around 29 Dairy 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
2003
Lot Size
1.65 acres
Living Area
3,906 sqft
Price/Sqft
$303
Parking
Garage

About this House

Absolutely Fabulous executive style home loaded with updates... minutes to RT. 495. Located in a neighborhood setting. This "Energy Star" home offers: Three car garage with enough room for a lift, TREX decking, private lot w/underground dog fencing, beautiful columned front porch, incredible views. Freshly painted throughout, hardwoods on first floor, family room hardwoods just re-finished. Gourmet granite/stainless kitchen, with stainless backsplash behind cooktop. formal D.R.& L.R., first floor office, Efficient gas heating, Surround sound, central vac. 2nd floor laundry. Private sitting room with gas fireplace off the master. Extensive landscaping, including patios, stone walls ,brick walkway, raised bed gardens, enlarged cleared yard area. This is a wonderful home.
29 Dairy Dr, Upton, MA 01568 is a 4 bedroom, 4 bathroom, 3,906 sqft single-family home built in 2003. It last sold for $638,000 on May 17, 2013. It is currently off market. The Trulia Estimate is $1,182,300, with a rent estimate of $4,781/month.

Home Details for 29 Dairy Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir 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
Parking & Garage
GarageParking: Garage Attached

Property Information

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

Community

Units in Building: 12

Lot Information

Lot Area: 1.65 acres

Price History for 29 Dairy Dr

DatePriceEventSource
04/15/2014$669,900ListingRemovedAgent Provided
02/08/2014$669,900Listed For SaleAgent Provided
05/17/2013$638,000Sold
N/A
11/16/2012$659,900Listed For SaleAgent Provided
06/08/2004$682,525Sold
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$12,857
Assessment$977,700
Home facts updated by county records

Comparable Sales for 29 Dairy Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Blackstone Ln, South Grafton, MA
0.35
Single-Family Home
$880,000
07/23/26
4
2.5
3,136
21 Seaver Farm Ln, South Grafton, MA
0.49
Single-Family Home
$865,000
07/21/26
4
2.5
2,706
11 Main St, Upton, MA
0.72
Single-Family Home
$876,000
03/11/26
4
2.5
2,714
27 Fowler St, Upton, MA
0.82
Single-Family Home
$725,000
01/14/26
4
2.5
2,729
24 Fowler St, Upton, MA
0.80
Single-Family Home
$765,000
06/26/26
3
2.5
2,627
10 Mechanic St, Upton, MA
0.82
Single-Family Home
$835,000
04/30/26
4
3
2,496
17 Old Grafton Rd, Upton, MA
0.69
Single-Family Home
$952,500
10/31/25
4
2.5
2,770
41 Leland St, Grafton, MA
0.96
Single-Family Home
$700,000
02/05/26
3
2.5
2,625
13 Jonathans Way, Upton, MA
1.07
Single-Family Home
$820,000
03/30/26
4
2.5
3,352
656 Shining Rock Dr, Northbridge, MA
0.97
Single-Family Home
$875,000
08/06/26
4
2.5
3,493

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Dairy 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."
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    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
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  • 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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Apartments for Rent

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Homes for sale near 29 Dairy Dr

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Off Market Homes Near 29 Dairy Dr

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Frequently asked questions about 29 Dairy Dr

  • What is 29 Dairy Dr estimated to be worth?
    Trulia's estimated value for 29 Dairy Dr in Upton, MA is $1,182,300.
  • What is the price history for 29 Dairy Dr?
    29 Dairy Dr in Upton, MA last sold for $638,000 in May 2013.
  • 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 29 Dairy Dr?
    The lot at 29 Dairy Dr in Upton, MA is about 1.7 acres.
  • Does 29 Dairy Dr have a garage?
    Yes, 29 Dairy Dr in Upton, MA has a garage.