38 Hillside Dr, Lenox, MA 01240
Property image
Property image
OFF MARKET

38 Hillside Dr
Lenox, MA 01240

  • 2 Beds
  • 1 Bath
  • 952 sqft

$351,500

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $2,201/mo*

$351,500

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $2,201/mo*
2 Beds
1 Bath
952 sqft

Local Information

  • Map ViewExplore the area around 38 Hillside 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
1955
Living Area
952 sqft
Price/Sqft
$369
Parking
3 Parking Spaces

Description

Nestled at the end of a quiet dead-end street, this cozy two-bedroom, one-bath ranch offers a fantastic opportunity in a sought-after location. Just a short walk to downtown Lenox, you'll enjoy easy access to shops, dining, and cultural attractions. Inside, the home features hardwood floors and a practical layout, ready for your personal touch. The full basement provides ample storage or potential for additional use. Outside, relax on the rear deck or patio, overlooking a lovely side yard—perfect for outdoor enjoyment. While the home is in need of updates, its prime location and potential make it well worth the effort!
38 Hillside Dr, Lenox, MA 01240 is a 2 bedroom, 1 bathroom, 952 sqft single-family home built in 1955. It last sold for $317,000 on May 20, 2025 (6% above the $300,000 asking price). It is currently off market. The Trulia Estimate is $351,500, with a rent estimate of $2,470/month.

Home Details for 38 Hillside Dr

Interior Features

Interior Details
Basement: Unfinished,Full,ConcreteNumber of Rooms: 4Types of Rooms: Bedroom 1, Bedroom 2, Full Bathroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 952 Square Feet
Appliances & Utilities
Utilities: Trash Private, Cable AvailableAppliances: Dryer, Range, Refrigerator, WasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Oil,Hot WaterNo CoolingHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: 100 Amp Service, Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Linoleum, Wood
Levels, Entrance, & Accessibility
Accessibility: Accessible Bedroom, Accessible Full BathFloors: Linoleum, Wood

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglesPatio / Porch: Deck, PatioExterior: Public Transportation within 1/2 Mile, Bus-School
Parking & Garage
Other Parking: Off StreetNo GarageNo Attached GarageParking Spaces: 3Parking: Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Property Information
Parcel Number: M:44 L:10

Price & Status

Price
List Price: $300,000
Status Change & Dates
Off Market Date: Tue May 20 2025Possession Timing: To Be Determined

Active Status

MLS Status: Closed

Location

Direction & Address
City: Lenox
School Information
Elementary School: MorrisJr High / Middle School: Lenox MemorialHigh School: Lenox Memorial

Building

Building Area
Building Area: 952 Square Feet

Lot Information

Lot Area: 7405.2 sqft

Miscellaneous

BasementMls Number: 245682
Last check for updates: about 16 hours ago
Listed by Michael A Sorrentino, (413) 822-8576
BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD
Bought with: Tiffany Roberts, (413) 822-5369, ROBERTS & ASSOC. REALTY, INC
Source: BCMLS, MLS#245682

Price History for 38 Hillside Dr

DatePriceEventSource
05/20/2025$317,000Sold
BCMLS #245682
03/14/2025$300,000PendingBCMLS #245682
03/09/2025$300,000Listed For SaleBCMLS #245682
09/11/2002$135,000Sold
N/A

Market trends in Lenox

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
36
1
MoM
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Property Tax and Assessment

Year2025
Tax$2,697
Assessment$298,000
Home facts updated by county records

Comparable Sales for 38 Hillside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.29
Single-Family Home
$475,000
08/12/25
3
1
1,380
0.12
Single-Family Home
$495,000
06/15/26
3
2
1,753
0.06
Single-Family Home
$660,000
08/22/25
4
2
2,242
0.29
Single-Family Home
$675,000
10/15/25
3
2
1,444
0.35
Single-Family Home
$392,000
02/27/26
3
2.5
1,765
0.10
Single-Family Home
$638,000
04/15/26
4
2.5
1,856
0.96
Single-Family Home
$425,000
09/22/25
3
2
1,375
0.76
Single-Family Home
$856,000
10/01/25
3
2
1,630
1.15
Single-Family Home
$399,000
11/25/25
3
1
1,344
0.88
Single-Family Home
$625,000
08/12/25
3
2
1,687

Nearby homes

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Assigned Schools

These are the assigned schools for 38 Hillside Dr.
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 Lenox

At least 23 Trulia users voted on each feature.
  • 96 % Say car is needed

  • 91 % Say yards are well-kept

  • 83 % Say it's dog friendly

  • 80 % Say parking is easy

  • 78 % Say people would walk alone at night

  • 72 % Say kids play outside

  • 69 % Say there's wildlife

  • 68 % Say it's walkable to grocery stores

  • 68 % Say there's holiday spirit

  • 61 % Say it's walkable to restaurants

  • 60 % Say it's quiet

  • 60 % Say streets are well-lit

  • 56 % Say there are sidewalks

  • 56 % Say there are community events

  • 52 % Say they plan to stay for at least 5 years

  • 51 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Maurice Matteodo
    "Safe and walkable. Excellent schools. Beat downtown. Tanglewood down the road. Lots of parks and woods nearby."
  • Johnmac
    "We look out for each other and look out for one another. Lived here my entire life! Lots of art, dance, etc. "
  • Stephen Alsdorf
    "Car-dependent, but easy. There’s almost never any traffic (and even what we think of as “traffic” doesn’t really qualify). I drive through what is literally Norman Rockwell America to get to work, passed a farm, and through the center of Stockbridge, Rockwell’s home. Basically the entire thing is on a two-lane country road."
  • Marlene M.
    "Expensive to live. Some Lenox public service people are out of touch. (Selectman and boards) People who visit in the summer are mean and dislike the locals which is very sad! locals are fun loving! Great Schools and teachers and plenty of artsy things to do! "
  • Ksprague
    "The Berkshires is a great place to live, raise a family or retire. I've lived here most of my life and you can't beat the clean air, friendly people, great schools and the outdoors. I'm a skiier, hiker, and bicycle rider and there is no where else so accommodating to all these pursuits. We brought up our kids here and they are happy, healthy, well-adjusted and turning into great young adults. It's a great place to live."

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Apartments for Rent

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Homes for sale near 38 Hillside Dr

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Off Market Homes Near 38 Hillside Dr

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The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program. Copyright 2026 Berkshire County Board of Realtors. All rights reserved.