20 McGregor Dr, Sherborn, MA 01770
OFF MARKET

20 McGregor Dr
Sherborn, MA 01770

  • 4 Beds
  • 3 Baths
  • 3,130 sqft (on 2.03 acres)

$1,706,700

Trulia Estimate
as of Jun 27, 2026
Est. Refi. Payment $10,034/mo*
Refinance Your Home

$1,706,700

Trulia Estimate
as of Jun 27, 2026
Est. Refi. Payment $10,034/mo*
Refinance Your Home
4 Beds
3 Baths
3,130 sqft
(on 2.03 acres)

Local Information

  • Map ViewExplore the area around 20 McGregor Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

SHERBORN Lovingly updated and meticulously maintained, this colonial home features a stunning new kitchen with custom cabinetry, a spacious master suite with large 5 piece marble bath, fireplaced family room, finished basement and a 3 season porch overlooking level grounds, stone walls and perennial gardens abuts conservation land. This home will make your heart sing. Buderus Heating System and hot water tank 2008, Roof - 1994, Kitchen 2004 $839,000
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 20 McGregor Dr

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
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: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.03 acres

Price History for 20 McGregor Dr

DatePriceEventSource
05/17/2011$818,225Sold
N/A
03/03/2011$839,000Listed For SaleAgent Provided
11/26/2010$854,900ListingRemovedAgent Provided
09/15/2010$854,900Listed For SaleAgent Provided

Market trends in Sherborn

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
4MoM
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Property Tax and Assessment

Year2025
Tax$23,976
Assessment$1,446,100
Home facts updated by county records

Comparable Sales for 20 McGregor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
63 Oldfield Dr, Sherborn, MA
0.35
Single-Family Home
$1,475,000
08/06/25
4
2.5
2,630
18 Wildwood Dr, Sherborn, MA
0.61
Single-Family Home
$1,031,500
01/27/26
4
2.5
2,342
15 Wildwood Dr, Sherborn, MA
0.48
Single-Family Home
$1,500,000
06/10/26
5
4
5,700
162 Western Ave, Sherborn, MA
0.99
Single-Family Home
$810,000
06/05/26
3
2.5
2,899
100 Maple St, Sherborn, MA
0.76
Single-Family Home
$875,000
05/26/26
3
2
1,687
21 Western Ave, Sherborn, MA
0.86
Single-Family Home
$835,000
07/31/25
3
2.5
2,150
18 Old Orchard Rd, Sherborn, MA
0.94
Single-Family Home
$1,050,000
06/15/26
4
2.5
2,693
81 Brush Hill Rd, Sherborn, MA
0.62
Single-Family Home
$825,000
03/26/26
3
1.5
1,236
16 Page Farm Rd, Sherborn, MA
1.21
Single-Family Home
$1,160,000
05/08/26
4
3
3,054
88 Brush Hill Rd, Sherborn, MA
0.76
Single-Family Home
$850,000
11/04/25
4
2
2,096

Nearby homes

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Assigned Schools

These are the assigned schools for 20 McGregor Dr.
View nearby schools on GreatSchools
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 Sherborn

At least 26 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 92 % Say it's dog friendly

  • 89 % Say yards are well-kept

  • 88 % Say there's wildlife

  • 83 % Say parking is easy

  • 82 % Say there's holiday spirit

  • 79 % Say people would walk alone at night

  • 66 % Say neighbors are friendly

  • 62 % Say it's quiet

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say kids play outside

  • 55 % Say there are community events

  • 47 % Say there are sidewalks

  • 19 % Say streets are well-lit

  • 17 % Say it's walkable to restaurants

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Rjh1760
    "Sherborn loves animals. Folks here keep an eye out for missing cats dogs goats and sheep v vi Next-door AP which is very popular "
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  • S. Frederick
    "Lived for a few years. Friendly community members, beautiful country walks available, and good schools. Enjoy commuting by commuter rail to Boston."
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  • Alex C.
    "A private suburban sanctuary in the woods, but still a short drive to a major shopping area and all the city of Boston has to offer."
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  • Laurel M.
    "The commute into the city is not great during rush hour. But the town is a great place to raise kids and I couldn’t think of a better place to grow up! "
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  • Sherborn3
    "I love the natural beauty and serenity of this town! Who can argue with top-notch schools combined with rural loveliness and the best pond in the state? Being a friendly small town, there is a strong sense of community. If you like McMansions everywhere with all the trees removed around them and ability to hear your neighbors' arguments, Sherborn is not for you. If you like green and you like privacy, it is for you! Very close to commuter rail and all that Natick has to offer without the negatives of that town."
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Apartments for Rent

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Homes for sale near 20 McGregor Dr

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Off Market Homes Near 20 McGregor Dr

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20 McGregor Dr, Sherborn, MA 01770 is a 4 bedroom, 3 bathroom, 3,130 sqft single-family home built in 1972. This property is not currently available for sale. 20 McGregor Dr was last sold on May 17, 2011 for $818,225. The current Trulia Estimate for 20 McGregor Dr is $1,706,700.