27 Webb St, Middleton, MA 01949
Property image
Property image
OFF MARKET

$1,223,900

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 3,642 sqft (on 1.18 acres)

27 Webb St, Middleton, MA 01949

Est. Refi. Payment $7,302/mo*
Refinance Your Home
Currently Off Market - Sold Sep 23, 2021 for $995,000

Home Value

Trulia Estimate
$1.22M
Since last month
Decreased$26K (-2%)
Since last year
Increased$57K (+4.8%)
Since last sale
Increased$234K (+23.5%)
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 +73% in the last 10 years
MonthEstimated value
2026
August 2026$1.23M
August 2026$1.23M
July 2026$1.25M
June 2026$1.25M
May 2026$1.25M
April 2026$1.23M
March 2026$1.22M
February 2026$1.17M
January 2026$1.15M
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
31 Webb St, Middleton, MA
0.06
Single-Family Home
$1,275,000
07/20/26
4
3.5
3,619
22 Campbell Rd, Middleton, MA
0.29
Single-Family Home
$1,280,000
09/09/25
4
2.5
3,627
34 Kenney Rd, Middleton, MA
0.54
Single-Family Home
$849,000
11/24/25
3
2
2,224
1 Deacon Dr, Middleton, MA
0.79
Single-Family Home
$1,165,000
11/24/25
3
3
3,282
38 N Main St, Middleton, MA
0.56
Single-Family Home
$970,000
07/06/26
4
3
2,415
5 Wennerberg Rd, Middleton, MA
0.58
Single-Family Home
$730,000
03/18/26
3
2
1,854
3 Useadoor St, Middleton, MA
0.98
Single-Family Home
$1,115,000
02/17/26
3
3
2,733
10 Mount Vernon St, Middleton, MA
0.47
Single-Family Home
$770,000
08/20/26
3
1.5
1,411
35 Central St, Middleton, MA
0.37
Single-Family Home
$690,000
10/30/25
3
2
1,920
15 Park St, Middleton, MA
0.49
Single-Family Home
$606,000
10/14/25
3
2
1,613

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
31 Webb St, Middleton, MA 01949
0.06
$1,275,000
4
3.5
3,619
Recently Sold
7 Briarwood Ln, Middleton, MA 01949
0.12
$1,252,000
4
2.5
3,048
Off Market
5 Walnut Ln, Middleton, MA 01949
0.11
$943,700
4
2.5
2,093
Off Market
69 Maple St, Middleton, MA 01949
0.13
$989,800
3
3.5
2,497
Off Market
63 Maple St, Middleton, MA 01949
0.14
$664,900
2
1
1,209
Off Market
77 Maple St #3, Middleton, MA 01949
0.13
$623,900
3
1.5
2,116
Off Market
20 1/2 Webb St #3B, Middleton, MA 01949
0.18
-
2
1.5
1,188
Off Market
20 1/2 Webb St #2A, Middleton, MA 01949
0.18
$509,888
2
1.5
1,407
Recently Sold
49 Maple St #49, Middleton, MA 01949
0.20
-
3
2.5
2,900
Off Market
10 Pollock Dr, Middleton, MA 01949
0.15
$1,613,200
4
3
4,550
Off Market
47 Maple St #A, Middleton, MA 01949
0.22
$952,000
3
2.5
2,722
Recently Sold
7 Jordan Ln, Middleton, MA 01949
0.21
$441,400
1
1
409
Off Market

Local Information

  • Map ViewExplore the area around 27 Webb 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
1988
Lot Size
1.18 acres
Living Area
3,642 sqft
Price/Sqft
$336
Parking
Garage

About this House

Just ASTOUNDING!! Quality that will exceed your expectations! (commercial quality imported form Germany) Floor to ceiling glass in two rooms, many skylights, sun light galore! The open floor plan, and attention to detail, offers unmatched grandness. The first level you will find a gracious family room / high ceilings, a gas two way fireplace and built-ins which leads to the kitchen, beautiful marble tiled foyer that opens to the living room with wood burning fireplace. . The spacious first floor master suite features a master bath, and 2 large walk in closets. If you are looking for your zen space, this home certainly has it with it's own yoga/ home gym that feature floor to ceiling windows for that serine outdoor feeling, This property has to many details to list so make your appointment today. First showings by appointment only Sunday 5/6 starting at 1pm. also showing Monday 5/7 starting at 1pm (30 minute showings)
27 Webb St, Middleton, MA 01949 is a 3 bedroom, 3 bathroom, 3,642 sqft single-family home built in 1988. It last sold for $995,000 on Sep 23, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,223,900, with a rent estimate of $6,264/month.

Home Details for 27 Webb St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1988Year Updated: 1993
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.18 acres

Price and Tax history

DateEventPrice
Sep 23, 2021
Source: MLS PIN #72843674
Sold
$995,000
Aug 3, 2021
Source: RE/MAX International #72843674
Pending
$995,000
Aug 3, 2021
Source: MLS PIN #72843674
Contingent
$995,000
Jul 14, 2021
Source: MLS PIN #72843674
Listed For Sale
$995,000
Jul 1, 2021
Source: MLS PIN #72843674
ListingRemoved
$995,000

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 27 Webb St

  • What is 27 Webb St estimated to be worth?
    Trulia's estimated value for 27 Webb St in Middleton, MA is $1,223,900.
  • What is the price history for 27 Webb St?
    27 Webb St in Middleton, MA last sold for $995,000 in September 2021.
  • 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 27 Webb St?
    The lot at 27 Webb St in Middleton, MA is about 1.2 acres.
  • Does 27 Webb St have a garage?
    Yes, 27 Webb St in Middleton, MA has a garage.

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