55 Milford St, Upton, MA 01568
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Property image
OFF MARKET

55 Milford St
Upton, MA 01568

  • 3 Beds
  • 2 Baths
  • 1,600 sqft (on 2.17 acres)

$685,700

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $4,290/mo*
Refinance Your Home

$685,700

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $4,290/mo*
Refinance Your Home
3 Beds
2 Baths
1,600 sqft
(on 2.17 acres)

Local Information

  • Map ViewExplore the area around 55 Milford St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
2.17 acres
Living Area
1,600 sqft
Price/Sqft
$429
Parking
Garage

About this House

UPDATE: Offer has been accepted, will only consider back up offers at this time. Beautifully maintained Cape home on over 2 acres of wooded land. Trails, creeks and outdoor adventure is at your fingertips, right out the back door! Inside you'll find a light filled open floor plan with soaring cathedral ceilings, gleaming hardwood floors, cute kitchen w/ breakfast bar and dining area. Completing the first floor are two good size bedrooms w/ ample closet space and full bathroom. Upstairs you'll find a nicely updated master bedroom, w/ walk-in closet master bath and bonus loft area that doubles as an office. Full walkout basement that has potential to be finished. Over-sized one car garage, recently outfitted with an electric car charging station. Other bonuses include: Front and back farmers porches, new shed, extended gravel driveway, new refrigerator, new water boiler, fresh paint/wood stain, dog run fence and much more! This is a perfect family home - come see it today!
55 Milford St, Upton, MA 01568 is a 3 bedroom, 2 bathroom, 1,600 sqft single-family home built in 1998. It last sold for $422,000 on Jul 29, 2020. It is currently off market. The Trulia Estimate is $685,700, with a rent estimate of $3,190/month.

Home Details for 55 Milford St

Interior Features

Interior Details
BasementNumber of Rooms: 7Ceiling Fan
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPorch
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 5

Lot Information

Lot Area: 2.17 acres

Price History for 55 Milford St

DatePriceEventSource
07/29/2020$422,000Sold
N/A
06/15/2020$394,500PendingAgent Provided
06/11/2020$394,500Listed For SaleAgent Provided
11/19/2018$389,900ListingRemovedAgent Provided
11/01/2018$389,900PriceChange
Agent Provided
10/25/2018$419,999Listed For SaleAgent Provided
12/04/2015$325,000Sold
N/A
10/30/2015$334,900PendingAgent Provided
08/16/2015$334,900PriceChange
Agent Provided
07/09/2015$342,000Listed For SaleAgent Provided
05/24/2012$283,000Sold
N/A
04/14/2012$289,000Listed For SaleAgent Provided
11/13/2011$299,900ListingRemovedAgent Provided
10/13/2011$299,900PriceChange
Agent Provided
09/23/2011$307,000PriceChange
Agent Provided
07/27/2011$311,900PriceChange
Agent Provided
07/23/2011$312,000PriceChange
Agent Provided
07/15/2011$316,900PriceChange
Agent Provided
06/17/2011$317,000PriceChange
Agent Provided
05/25/2011$319,000PriceChange
Agent Provided
04/22/2011$329,000Listed For SaleAgent Provided
12/07/2010$329,900ListingRemovedAgent Provided
10/13/2010$329,900PriceChange
Agent Provided
06/05/2010$339,900PriceChange
Agent Provided
05/25/2010$349,900Listed For SaleAgent Provided

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$8,312
Assessment$632,100
Home facts updated by county records

Comparable Sales for 55 Milford St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
26 Brooks St, Upton, MA
0.12
Single-Family Home
$680,000
09/30/25
4
1.5
1,851
35 Brooks St, Upton, MA
0.18
Single-Family Home
$501,000
05/29/26
3
2
1,762
36 Brooks St, Upton, MA
0.16
Single-Family Home
$800,000
06/18/26
4
3
2,598
49 Grove St, Upton, MA
0.34
Single-Family Home
$494,500
06/26/26
3
1
1,300
10 Prospect St, Upton, MA
0.13
Single-Family Home
$740,000
10/21/25
4
2.5
2,872
78 Milford St, Upton, MA
0.26
Single-Family Home
$832,000
04/29/26
4
2.5
2,656
77 Prospect St, Upton, MA
0.61
Single-Family Home
$410,000
10/30/25
2
1
1,184
4 Fiske Mill Rd, Upton, MA
0.79
Single-Family Home
$605,000
09/26/25
2
2.5
1,720
31 Elm St, Upton, MA
0.56
Single-Family Home
$620,000
04/06/26
3
3
2,244
9 River St, Upton, MA
0.64
Single-Family Home
$800,000
06/30/26
3
3.5
2,000

Nearby homes

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Assigned Schools

These are the assigned schools for 55 Milford St.
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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
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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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Homes for sale near 55 Milford St

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Off Market Homes Near 55 Milford St

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