Gregory St, Middleton, MA 01949
OFF MARKET

$849,600

Trulia Estimate
  • Studio

Gregory St, Middleton, MA 01949

Est. Refi. Payment $5,083/mo*
Refinance Your Home
Currently Off Market - Sold Sep 8, 1998 for $29,000

Home Value

Trulia Estimate
$850K
Since last month
Decreased$91K (-9.9%)
Since last year
Increased$13K (+1.6%)
Since last sale
Increased$799K (+2,756.2%)
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 decreased by -6% in the last 10 years
MonthEstimated value
2026
August 2026$828K
July 2026$920K
June 2026$893K
May 2026$808K
April 2026$1.16M
March 2026$770K
February 2026$709K
January 2026$768K
2025
2024
2023

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
10 Oak Rd, Middleton, MA
0.29
Single-Family Home
$510,000
05/14/26
3
3
1,385
1 Deacon Dr, Middleton, MA
0.41
Single-Family Home
$1,165,000
11/24/25
3
3
3,282
5 Wennerberg Rd, Middleton, MA
0.64
Single-Family Home
$730,000
03/18/26
3
2
1,854
45 Liberty St, Middleton, MA
0.66
Single-Family Home
$400,000
02/04/26
3
1
1,196
38 Mount Vernon St, Middleton, MA
0.67
Single-Family Home
$750,000
07/01/26
3
1
1,184
31 Webb St, Middleton, MA
0.66
Single-Family Home
$1,275,000
07/20/26
4
3.5
3,619
10 Mount Vernon St, Middleton, MA
0.72
Single-Family Home
$770,000
08/20/26
3
1.5
1,411
61 S Main St, Middleton, MA
0.79
Single-Family Home
$400,000
09/11/25
3
1.5
1,445
8 Edgewood Rd, Middleton, MA
0.75
Single-Family Home
$1,275,000
08/06/26
3
2.5
3,104
22 Campbell Rd, Middleton, MA
0.61
Single-Family Home
$1,280,000
09/09/25
4
2.5
3,627

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
10 Oak Rd, Middleton, MA 01949
0.29
$510,000
3
3
1,385
Recently Sold
13 Highland Rd, Middleton, MA 01949
0.30
$686,400
3
1.5
1,295
Off Market
9 Highland Rd, Middleton, MA 01949
0.31
$796,100
3
2
2,701
Off Market
2 Perkins Rd, Middleton, MA 01949
0.35
$845,500
5
2
1,977
Off Market
1 Deacon Dr, Middleton, MA 01949
0.41
$1,165,000
3
3
3,282
Recently Sold
51 Kenney Rd, Middleton, MA 01949
0.41
$823,800
3
1.5
2,053
Off Market
23 Gregory St, Middleton, MA 01949
0.43
$750,500
3
2
1,614
Off Market
18 Pinedale Rd, Middleton, MA 01949
0.42
$1,359,800
4
2.5
3,102
Off Market
93 Maple St, Middleton, MA 01949
0.43
$842,200
4
2
2,205
Off Market
77 Maple St #3, Middleton, MA 01949
0.48
$626,300
3
1.5
2,116
Off Market
15 Campbell Rd, Middleton, MA 01949
0.51
$1,561,300
3
3.5
3,192
Off Market
69 Maple St, Middleton, MA 01949
0.51
$995,200
3
3.5
2,497
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Lot Size
0.5 acres

About this House

This single-family home is located at Gregory St, Middleton, MA. Gregory St is in Middleton, MA and in ZIP code 01949. This property has a lot size of 0.50 acres.
Gregory St, Middleton, MA 01949 is a studio single-family home. It last sold for $29,000 on Sep 8, 1998. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $849,600, with a rent estimate of $4,224/month.

Home Details for Gregory St

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.50 acres

Price and Tax history

DateEventPrice
Sep 8, 1998
Source: N/A
Sold
$29,000

Market trends in Middleton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
30
11MoM

Around this home

What Locals Say about Middleton

At least 22 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 90 % Say parking is easy

  • 87 % Say yards are well-kept

  • 82 % Say it's dog friendly

  • 82 % Say there's wildlife

  • 77 % Say people would walk alone at night

  • 77 % Say it's quiet

  • 72 % Say there's holiday spirit

  • 70 % Say kids play outside

  • 64 % Say streets are well-lit

  • 64 % Say there are sidewalks

  • 55 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 38 % Say it's walkable to grocery stores

  • 36 % Say there are community events

  • 31 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Fabioandrade1982
    "The neighborhood is very quiet. Very good people. Good restaurants nearby. The school is very good! "
    0
    Flag
  • Pong S.
    "Halloween trick or treat every year. Community email support for any special events. Local school union respect parent opinions."
    0
    Flag
  • Ryan K.
    "Great dog community here in Middleton. Pets are definitely welcome. Park behind Howe Manning is a great place to bring the dog to run around."
    1
    Flag
  • Masoud
    "It is a beautiful small town with great schools and great people. It is very safe and close to everything. "
    0
    Flag
  • michael k.
    "A family community of professionals with 3 miles of low traffic neighborhood roads. Quiet and great walkability. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about Gregory St

  • What is Gregory St estimated to be worth?
    Trulia's estimated value for Gregory St in Middleton, MA is $849,600.
  • What is the price history for Gregory St?
    Gregory St in Middleton, MA last sold for $29,000 in September 1998.
  • Is Middleton a buyer's or seller's market?
    Middleton is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Middleton?
    Residents describe Middleton, MA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Middleton, MA.
  • How big is the lot at Gregory St?
    The lot at Gregory St in Middleton, MA is about 0.50 acres (21,780 sq ft).

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