29 N Main St, Upton, MA 01568
OFF MARKET

29 N Main St
Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 3,000 sqft (on 0.47 acres)

$874,000

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $5,402/mo*
Refinance Your Home

$874,000

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $5,402/mo*
Refinance Your Home
3 Beds
2.5 Baths
3,000 sqft
(on 0.47 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Beautiful 3000 square foot,3 bed, 2.5 bath Victorian style home offering a spectacular blend of old world charm with new world amenities. Grand foyer with a high tin like ceiling, built in bench open staircase. The front parlor showcases high ceilings with floor to ceiling built in bookshelves. Impressive dining room fit to entertain groups of any size with pocket doors & antique lighting. Gorgeous Cherry kitchen with stainless appliances, gas cooking, new island, radiant heated bamboo floors, & large pantry. Cathedral family room with radiant heated floors, wood burning fireplace with french doors leading to sunroom & deck overlooking the beautiful yard. Bonus room above oversized 2 car garage. The sunlit artist's gallery/workshop in the lower featuring French doors, full windows, 1/2 bath, cork floors, pellet stove or in-law suite. Freshly painted. A labor of love with over $250,000 of updates including Veissmann high efficiency heating, plumbing, electric, windows and insulation.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 29 N Main St

Interior Features

Heating & Cooling
Heating: Forced Air, Radiant, GasCooling System: OtherHeating Fuel: Forced Air
Interior Details
Number of Rooms: 8Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Pantry
Appliances & Utilities
DishwasherDryerMicrowaveRefrigerator
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: VinylGardenPatio
Parking & Garage
Parking Spaces: 5Parking: Off Street

Property Information

Year Built
Year Built: 1900Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 8

Lot Information

Lot Area: 0.47 acres

Price History for 29 N Main St

DatePriceEventSource
08/23/2018$485,000Sold
N/A
06/25/2018$489,900PendingAgent Provided
06/20/2018$489,900Listed For SaleAgent Provided
04/27/2015$420,000Sold
N/A
04/06/2015$419,900PendingAgent Provided
01/07/2015$419,900Listed For SaleAgent Provided
07/26/2014$419,900ListingRemovedAgent Provided
06/16/2014$419,900Listed For SaleAgent Provided
07/10/2002$300,000Sold
N/A
02/01/1994$138,100Sold
N/A
04/30/1991$199,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$10,264
Assessment$780,500
Home facts updated by county records

Comparable Sales for 29 N Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Stoddard St, Upton, MA
0.19
Single-Family Home
$600,000
01/26/26
3
1.5
2,034
25 Warren St, Upton, MA
0.36
Single-Family Home
$680,000
07/09/25
4
2
2,476
84 High St, Upton, MA
0.37
Single-Family Home
$595,000
01/07/26
4
3
2,463
23 Warren St, Upton, MA
0.34
Single-Family Home
$690,000
06/20/25
3
2
1,924
8 Maple St, Upton, MA
0.11
Single-Family Home
$305,000
04/02/26
2
1.5
1,438
12 Stoddard St, Upton, MA
0.27
Single-Family Home
$1,195,000
07/31/25
4
4.5
5,202
120 High St, Upton, MA
0.27
Single-Family Home
$389,000
08/29/25
3
1
913
23 Westboro Rd, Upton, MA
0.52
Single-Family Home
$685,000
10/29/25
4
2
2,165
14 Warren Rd, Upton, MA
0.79
Single-Family Home
$489,839
07/01/25
2
2
2,160
26 Brooks St, Upton, MA
0.60
Single-Family Home
$680,000
09/30/25
4
1.5
1,851

Assigned Schools

These are the assigned schools for 29 N Main St.
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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

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

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Off Market Homes Near 29 N Main St

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29 N Main St, Upton, MA 01568 is a 3 bedroom, 3 bathroom, 3,000 sqft single-family home built in 1900. This property is not currently available for sale. 29 N Main St was last sold on Aug 23, 2018 for $485,000. The current Trulia Estimate for 29 N Main St is $874,000.