66 Milford St, Upton, MA 01568
OFF MARKET

$727,600

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 1,962 sqft (on 1.21 acres)

66 Milford St, Upton, MA 01568

Est. Refi. Payment $4,629/mo*
Refinance Your Home
Currently Off Market - Sold Oct 30, 2009 for $342,000

Home Value

Trulia Estimate
$728K
Since last month
Decreased$14K (-1.9%)
Since last year
Increased$11K (+1.5%)
Since last sale
Increased$386K (+112.8%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$728K
August 2026$728K
July 2026$742K
June 2026$747K
May 2026$743K
April 2026$744K
March 2026$728K
February 2026$713K
January 2026$681K
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
26 Brooks St, Upton, MA
0.26
Single-Family Home
$680,000
09/30/25
4
1.5
1,851
36 Brooks St, Upton, MA
0.26
Single-Family Home
$800,000
06/18/26
4
3
2,598
35 Brooks St, Upton, MA
0.29
Single-Family Home
$501,000
05/29/26
3
2
1,762
78 Milford St, Upton, MA
0.11
Single-Family Home
$832,000
04/29/26
4
2.5
2,656
30 Pearl St, Upton, MA
0.56
Single-Family Home
$680,000
08/31/26
4
2.5
2,324
10 Prospect St, Upton, MA
0.20
Single-Family Home
$740,000
10/21/25
4
2.5
2,872
1 Summers Cir, Upton, MA
0.43
Single-Family Home
$825,000
09/17/25
4
3.5
2,470
1 Quail Run, Upton, MA
0.51
Single-Family Home
$835,000
06/29/26
4
2.5
2,610
6 Wood St, Upton, MA
0.41
Single-Family Home
$1,090,000
08/31/26
4
2.5
3,260
49 Grove St, Upton, MA
0.41
Single-Family Home
$494,500
06/26/26
3
1
1,300

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
19 Prospect St, Upton, MA 01568
0.08
$837,800
3
2.5
2,384
Off Market
78 Milford St, Upton, MA 01568
0.11
$832,000
4
2.5
2,656
Recently Sold
57 Milford St, Upton, MA 01568
0.10
$569,500
3
2
1,385
Off Market
30 Prospect St, Upton, MA 01568
0.21
$883,800
4
2
2,892
Off Market
10 Prospect St, Upton, MA 01568
0.20
$765,400
4
2.5
2,872
Off Market
26 Brooks St, Upton, MA 01568
0.26
$698,100
4
1.5
1,851
Off Market
36 Brooks St, Upton, MA 01568
0.26
$800,000
4
3
2,598
Recently Sold
35 Brooks St, Upton, MA 01568
0.29
$501,000
3
2
1,762
Recently Sold
Lot 1 Sawmill Brook Ln, Upton, MA 01568
0.31
$350,000
-
-
-
Recently Sold
16 Picadilly St, Upton, MA 01568
0.37
$432,300
3
1
924
Off Market
33 Milford St, Upton, MA 01568
0.38
$929,900
4
3
3,100
For Sale
52 Grove St, Upton, MA 01568
0.36
$868,400
3
2.5
2,097
Off Market

Local Information

  • Map ViewExplore the area around 66 Milford St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1989
1.21 acre lot
1,962 sqft
$371/sqft
Garage

About this House

Fabulous salt box colonial offering a very pretty, open floor plan. Light ash hardwoord flooring throughout the first floor. Nice large kitchen with center island for entertaining. Wood burning stove in the Living room. Four good sized bedrooms are tastefully painted and ready to move in. Enjoy the view and private yard from the side deck. Complete with a brand new furnace and Central air!! VERY NICE!
66 Milford St, Upton, MA 01568 is a 4 bedroom, 3 bathroom, 1,962 sqft single-family home built in 1989. It last sold for $342,000 on Oct 30, 2009. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $727,600, with a rent estimate of $3,769/month.

Home Details for 66 Milford St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room
Heating & Cooling
Heating: Forced Air, Oil, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable Ready
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 8

Lot Information

Lot Area: 1.21 acres

Price and Tax history

DateEventPrice
Apr 3, 2010
Source: Agent Provided
ListingRemoved
$359,900
Feb 22, 2010
Source: Agent Provided
Listed For Sale
$359,900
Oct 30, 2009
Source: N/A
Sold
$342,000
Sep 19, 2009
Source: Agent Provided
PriceChange
$359,000
Price decreased by 0%
Mar 28, 2009
Source: Agent Provided
Listed For Sale
$359,900

Market trends in Upton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
3MoM

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

Frequently asked questions about 66 Milford St

  • What is 66 Milford St estimated to be worth?
    Trulia's estimated value for 66 Milford St in Upton, MA is $727,600.
  • What is the price history for 66 Milford St?
    66 Milford St in Upton, MA last sold for $342,000 in October 2009.
  • 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 66 Milford St have air conditioning?
    Yes, 66 Milford St in Upton, MA has air conditioning.
  • Does 66 Milford St have laundry facilities?
    Yes, 66 Milford St in Upton, MA has laundry facilities.

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