Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,399,000

  • For Sale
  • Active
  • Multi-Family
  • 8 Units
  • 16 Total Beds
  • 0.4 Acres
  • Updated 3 days ago
See This Home
Save This Home
See This Home
Save This Home
Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake! Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location-just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history. Ideal for investors seeking turnkey income with upside potential. Great long-term hold in a desirable neighborhood.

Full Property Details for 14 Highland Ave

General

  • Price: $1,399,000
  • Taxes: $13,988 (2026)
  • Status: Active
  • Type: Multi-Family
  • Source: 1109
  • MLS ID: 247375
  • Updated: 1/15/2026
  • Added to Site: 173 day(s) ago

Interior

  • Interior Features: Cable Avail, Central A/C
  • Flooring: Carpet, Ceramic Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 16
  • Full Bathrooms: 8
  • Half Bathrooms: 8

Bedrooms

  • Total Bedrooms: 16

Parking

  • Parking Features: Garaged

Location

  • Area: Middle Registry

Heating & Cooling

  • Heating Type: Nat Gas, Forced Air

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Contemporary
  • Roof: Asphalt
  • Square Feet: 8,608
  • Year Built: 2008
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.4
  • Lot Size (Sq. Ft.): 17,424
  • Lot Dimensions: 17424
  • Zoning: Residential

Financial Considerations

  • Tax Amount: $13,988
  • Tax Year: 2026

Listed by Stone House Properties, Llc, Timothy Gallagher

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 14 Highland Ave —

  • Timothy Gallagher

    Stone House Properties, Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 14 Highland Ave

School District:Pittsfield School District, Pittsfield, MA
NameGradesDistance
Robert T. Capeless Elementary School
86 Brooks Avenue, Pittsfield, MA 01201
PK-50.4 mi
John T Reid Middle School
950 North Street, Pittsfield, MA 01201
6-81.2 mi
Taconic High School
96 Valentine Road, Pittsfield, MA 01201
9-121.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 14 Highland Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/12/2025
Price Reduced
$1,399,000
-5.15%
MLS
7/30/2025
Listed
$1,475,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 14 Highland Ave

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Stone House Properties, Llc, Timothy Gallagher

Just Listed near 14 Highland Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

580 S Main St, Lanesborough, MA 01237 - Photo 1 Just Listed
$249,500

580 S Main St  #1-6  Lanesborough, MA 01237

  • Condo
  • Active
  • Updated 3 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 600
    Sq. Ft.
0 Miner Lots 2 & 3 Rd, Lanesborough, MA 01237 - Photo 1 Just Listed
$385,000

0 Miner Lots 2 & 3 Rd  Lanesborough, MA 01237

  • Lots/Land
  • Active
  • Updated 3 days ago
  • 7.5
    Acres
0 Miner Rd Lots 2 & 3, Lanesborough, MA 01237 - Photo 1 Just Listed
$385,000

0 Miner Rd Lots 2 & 3  Lanesborough, MA 01237

  • Land Residential
  • Active
  • Updated 1 hour ago
  • 7.5
    Acres
11 Opeechee St, Lanesborough, MA 01237 - Photo 1 Price Reduced
-$1,000 (-0.18%)
$549,000

11 Opeechee St  Lanesborough, MA 01237

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,712
    Sq. Ft.

Price Reduced near 14 Highland Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

11 Opeechee St, Lanesborough, MA 01237 - Photo 1 Price Reduced
-$1,000 (-0.18%)
$549,000

11 Opeechee St  Lanesborough, MA 01237

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,712
    Sq. Ft.
39 Barton Hill Rd, Dalton, MA 01226 - Photo 1 Price Reduced
-$10,000 (-2.5%)
$389,900

39 Barton Hill Rd  Dalton, MA 01226

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,927
    Sq. Ft.
1600 Pleasant St, Lee, MA 01238 - Photo 1 Price Reduced
-$24,900 (-7.12%)
$325,000

1600 Pleasant St  Lee, MA 01238

  • Single Family
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,570
    Sq. Ft.
30 Pease Terrace, Lee, MA 01238 - Photo 1 Price Reduced
-$29,100 (-4.86%)
$569,900

30 Pease Terrace  Lee, MA 01238

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,706
    Sq. Ft.

Recent Sales near 14 Highland Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

593 Lakeway Dr, Pittsfield, MA 01201 - Photo 1 Sold
$1,447,500

593 Lakeway Dr  Pittsfield, MA 01201

  • Single Family
  • Closed
  • 5
    Beds
  • 3
    Total Baths
  • 3,043
    Sq. Ft.
139 Bull Hill Rd, Lanesborough, MA 01237 - Photo 1 Sold
$1,225,000

139 Bull Hill Rd  Lanesborough, MA 01237

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,872
    Sq. Ft.
15 Westbrook Terrace, Pittsfield, MA 01201 - Photo 1 Sold
$1,500,000

15 Westbrook Terrace  Pittsfield, MA 01201

  • Single Family
  • Closed
  • 5
    Beds
  • 6
    Total Baths
  • 6,830
    Sq. Ft.
411 E New Lenox Rd, Pittsfield, MA 01201 - Photo 1 Sold
$1,500,000

411 E New Lenox Rd  Pittsfield, MA 01201

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 4,010
    Sq. Ft.

14 Highland Ave, Pittsfield, MA 01201 (MLS# 247375) is a Multi-Family property with 8 units containing 16 bedrooms, 8 full bathrooms and 8 partial bathrooms. 14 Highland Ave is currently listed for $1,399,000 and was received on July 30, 2025. Want to learn more about 14 Highland Ave? Do you have questions about finding other Multi-Family real estate for sale in Pittsfield? You can browse all Pittsfield real estate or contact a Coldwell Banker agent to request more information.

Tour this property