29 N Main St, Upton, MA 01568
Property image
Property image
OFF MARKET

29 N Main St
Upton, MA 01568

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

$844,100

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $5,241/mo*
Refinance Your Home

$844,100

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $5,241/mo*
Refinance Your Home
3 Beds
2.5 Baths
3,000 sqft
(on 0.47 acres)

Home Value

Trulia Estimate
$844K
Since last month
Decreased$52K (-5.8%)
Since last year
Increased$23K (+2.8%)
Since last sale
Increased$352K (+72.7%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$837K
July 2026$853K
June 2026$889K
May 2026$875K
April 2026$858K
March 2026$828K
February 2026$811K
January 2026$785K
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
3 Stoddard St, Upton, MA
0.19
Single-Family Home
$600,000
01/26/26
3
1.5
2,034
31 Elm St, Upton, MA
0.32
Single-Family Home
$620,000
04/06/26
3
3
2,244
84 High St, Upton, MA
0.37
Single-Family Home
$595,000
01/07/26
4
3
2,463
9 River St, Upton, MA
0.06
Single-Family Home
$800,000
06/30/26
3
3.5
2,000
8 Maple St, Upton, MA
0.11
Single-Family Home
$305,000
04/02/26
2
1.5
1,438
35 Brooks St, Upton, MA
0.67
Single-Family Home
$501,000
05/29/26
3
2
1,762
20 Fiske Ave, Upton, MA
0.65
Single-Family Home
$682,000
06/26/26
3
2
1,777
4 Hazeltine Rd, Upton, MA
0.58
Single-Family Home
$970,000
06/02/26
4
2.5
3,000
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

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
36 N Main St, Upton, MA 01568
0.06
$820,000
6
3
3,725
Off Market
9 River St, Upton, MA 01568
0.06
$800,000
3
3.5
2,000
Recently Sold
8 Maple St, Upton, MA 01568
0.11
$305,000
2
1.5
1,438
Recently Sold
15 River St, Upton, MA 01568
0.11
$1,215,400
4
3.5
3,374
Off Market
9 Maple St, Upton, MA 01568
0.13
$700,500
3
2
2,370
Off Market
51 School St #2, Upton, MA 01568
0.13
$420,900
3
2.5
1,420
Off Market
51 School St #3, Upton, MA 01568
0.13
$410,000
3
2
1,420
Recently Sold
7 Fieldstone Dr #7, Upton, MA 01568
0.13
$515,000
3
1.5
2,182
Recently Sold
6 Fieldstone Dr #6, Upton, MA 01568
0.13
$439,500
2
1.5
2,229
Recently Sold
Stoddard St, Upton, MA 01568
0.16
-
-
-
-
Off Market
18 Fieldstone St #18, Upton, MA 01568
0.14
-
2
1.5
1,888
Off Market
16 Fieldstone St #16, Upton, MA 01568
0.15
-
2
1.5
1,699
Off Market

Local Information

  • Map ViewExplore the area around 29 N Main St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1900
Lot Size
0.47 acres
Living Area
3,000 sqft
Price/Sqft
$281

About this House

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.
29 N Main St, Upton, MA 01568 is a 3 bedroom, 3 bathroom, 3,000 sqft single-family home built in 1900. It last sold for $485,000 on Aug 23, 2018. It is currently off market. The Trulia Estimate is $844,100, with a rent estimate of $3,797/month.

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 and Tax history

DateEventPrice
Aug 23, 2018
Source: N/A
Sold
$485,000
Jun 25, 2018
Source: Agent Provided
Pending
$489,900
Jun 20, 2018
Source: Agent Provided
Listed For Sale
$489,900
Apr 27, 2015
Source: N/A
Sold
$420,000
Apr 6, 2015
Source: Agent Provided
Pending
$419,900

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

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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 29 N Main St

Skip to last item
Skip to first item

Off Market Homes Near 29 N Main St

Skip to last item
Skip to first item

Frequently asked questions about 29 N Main St

  • What is 29 N Main St estimated to be worth?
    Trulia's estimated value for 29 N Main St in Upton, MA is $844,100.
  • What is the price history for 29 N Main St?
    29 N Main St in Upton, MA last sold for $485,000 in August 2018.
  • 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.
  • Does 29 N Main St have air conditioning?
    Yes, 29 N Main St in Upton, MA has air conditioning.
  • Does 29 N Main St have laundry facilities?
    Yes, 29 N Main St in Upton, MA has laundry facilities.