156 E Riding Dr, Carlisle, MA 01741
OFF MARKET

156 E Riding Dr
Carlisle, MA 01741

  • 4 Beds
  • 3 Baths
  • 1,786 sqft (on 2 acres)

$1,097,800

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $6,539/mo*
Refinance Your Home

$1,097,800

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $6,539/mo*
Refinance Your Home
4 Beds
3 Baths
1,786 sqft
(on 2 acres)

Local Information

  • Map ViewExplore the area around 156 E Riding Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1965
Lot Size
2 acres
Living Area
1,786 sqft
Price/Sqft
$615

Description

This single-family home is located at 156 E Riding Dr, Carlisle, MA. 156 E Riding Dr is in Carlisle, MA and in ZIP code 01741. This property has 4 bedrooms, 3 bathrooms and approximately 1,786 sqft of floor space. This property has a lot size of 2.00 acres and was built in 1965.
156 E Riding Dr, Carlisle, MA 01741 is a 4 bedroom, 3 bathroom, 1,786 sqft single-family home built in 1965. It is currently off market. The Trulia Estimate is $1,097,800, with a rent estimate of $4,866/month.

Home Details for 156 E Riding Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Market trends in Carlisle

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
2MoM
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Property Tax and Assessment

Year2025
Tax$11,552
Assessment$876,500
Home facts updated by county records

Comparable Sales for 156 E Riding Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
32 E Riding Dr, Carlisle, MA
0.24
Single-Family Home
$880,000
10/09/25
4
2.5
2,458
157 Carleton Rd, Carlisle, MA
0.28
Single-Family Home
$1,418,000
08/14/25
4
2.5
2,966
15 Cutters Ridge Rd, Carlisle, MA
0.41
Single-Family Home
$1,425,000
05/22/26
4
2.5
3,750
358 East St, Carlisle, MA
0.35
Single-Family Home
$710,000
10/17/25
4
3.5
2,988
61 Meadowbrook Rd, Carlisle, MA
0.57
Single-Family Home
$702,200
09/11/25
5
3.5
5,033
78 Cutters Ridge Rd, Carlisle, MA
0.27
Single-Family Home
$1,400,000
07/21/26
5
3.5
4,772
178 Brook St, Carlisle, MA
0.72
Single-Family Home
$794,000
08/12/25
3
2
1,852
373 E Riding Dr, Carlisle, MA
0.41
Single-Family Home
$2,300,000
04/17/26
5
4.5
5,104
84 Craigie Cir, Carlisle, MA
0.82
Single-Family Home
$1,010,000
04/01/26
4
3
2,625
282 Brook St, Carlisle, MA
0.60
Single-Family Home
$1,235,000
01/07/26
3
3.5
3,288

Nearby homes

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Assigned Schools

These are the assigned schools for 156 E Riding 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 Carlisle

At least 10 Trulia users voted on each feature.

  • 100 % Say it's quiet

  • 100 % Say car is needed

  • 93 % Say people would walk alone at night

  • 92 % Say there's wildlife

  • 88 % Say yards are well-kept

  • 87 % Say parking is easy

  • 77 % Say it's dog friendly

  • 67 % Say there's holiday spirit

  • 63 % Say neighbors are friendly

  • 63 % Say they plan to stay for at least 5 years

  • 60 % Say kids play outside

  • 33 % Say there are community events

  • 29 % Say there are sidewalks

  • 20 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kyeyinmen
    "Old home day, Gleason library music performances and book swaps, ferns country store, after school ice cream at kimballs farm, sporting events at banta Davis park, "
    0
    Flag
  • William M.
    "Fantastic school, great, friendly community that supports families with children. If you’re looking for a quintessential New England town where people know their neighbors and care about their community, this is it. "
    1
    Flag
  • Margot M.
    "Lots of dogs, very friendly for walkers, kids, etc. No leash law except dogs under voice control, but seems to work well. "
    0
    Flag
  • Peg B.
    "It’s like a rural town in the middle of the suburbs. Beautiful walking trails, friendly town. Terrific country store in the center of town. "
    0
    Flag
  • Lydia p.
    "I lived here in elementary school and high school. The place has improved so much, and I’m always happy to come home to visit my dad"
    1
    Flag
  • Alliecottrillphoto
    "I live here and love it. Beautiful, peaceful, safe and amazing for kids."
    0
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  • R M.
    "Carlisle was first settled in 1650, and was incorporated as a town in 1805. Today it is a community of about 5100 residents most of whom work in the high-technology industry, or teach and conduct research at leading institutions such as Harvard and MIT. Carlisle’s unique features include its rural appearance (approximately 25% of the town is protected wooded conservation land) and strong community spirit."
    0
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  • X86guru
    "This is a great area to live. It's close to Boston but provides mostly protected pristine conservation land."
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Apartments for Rent

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Homes for sale near 156 E Riding Dr

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Off Market Homes Near 156 E Riding Dr

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