Add Listing
    Pittsfield, MA
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Property Types
    1
    • Retail
    • Office
    • Residential Income
    • Restaurants
    • Industrial
    • Mixed-Use
    • Hospitality
    • Health Care
    • Sports & Entertainment
    • Land
    • Agricultural
    • Specialty
    Price
    Price
    $
    $

    Pittsfield, MA Bed & Breakfasts for Sale

    Notify Me
    List
    Map
    Lenox, MA Lanesborough, MA Dalton, MA
    Historic 9-Unit Bed & Breakfast
    $1,200,000
    10,560 SF
    Historic 9-Unit Bed & Breakfast

    74 Wendell Avenue, Pittsfield, MA 1201

    Historic bed & breakfast with nine guest suites and kitchenettes.
    • Turnkey historic 9‑unit bed & breakfast with strong income potential.
    • Nine unique guest suites, each with private baths and kitchenettes.
    • Prime location within walking distance to the downtown theater/business district.
    • Potential for a private one‑bedroom owner's unit in the basement.
    • Upgraded, high‑efficiency Viessman boiler and architectural radiators.
    Updated: May 15
    View details
    Historic Bed & Breakfast Opportunity
    $1,200,000
    10,560 SF
    Historic Bed & Breakfast Opportunity

    74 Wendell Ave, Pittsfield, MA 1201

    Turnkey 9-unit bed & breakfast near downtown.
    • Turnkey historic 9‑unit bed & breakfast with strong income potential.
    • Nine unique guest suites, each with private baths and kitchenettes.
    • Prime location within walking distance to the downtown theater/business district.
    • Potential for a private one‑bedroom owner's unit in the basement.
    • Upgraded, high‑efficiency Viessman boiler and architectural radiators.
    Updated: Apr 10
    View details
    Based on your search, we've compiled 10 Potential Opportunities for your consideration. Besides 2 Active listings in Pittsfield, MA, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 4 Land Listings that present a potential for development.

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Mixed-Use Property with Restaurant Potential
    $379,000
    4,120 SF
    Mixed-Use Property with Restaurant Potential

    Mixed-use property with apartments, cottage, and restaurant potential.

    Castleton On Hudson, NY 12023

    View details
    Lee MA Bed & Breakfast
    $3,400,000
    11,945 SF
    Lee MA Bed & Breakfast

    Bed & Breakfast with 14 bedrooms and lakefront access.

    615 Laurel St., Lee, MA 1238

    View details
    Mixed-Use Property with Restaurant Potential
    $379,000
    4,120 SF
    Mixed-Use Property with Restaurant Potential

    Mixed-use property featuring apartments, cottage, and restaurant space.

    Castleton On Hudson, NY 12023

    View details
    Berkshire Lakefront Boutique Inn
    $3,400,000
    11,945 SF
    Berkshire Lakefront Boutique Inn

    Boutique Inn with 14 keys and expansion potential.

    615 Laurel St, Lee, MA 1238

    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Winchester Land For Sale
    Contact for pricing
    5.34 Acres
    Winchester Land For Sale

    Vacant wooded lot with high visibility in Winchester, NH.

    0 Ashuelot Main Street, Winchester, NH 03470

    View details
    Commercial Land on Route 52
    $165,000
    2.50 Acres
    Commercial Land on Route 52

    2.5-acre commercial lot with frontage on Route 52.

    1460 State Route 52, Walden, NY 12586

    View details
    Commercial Land in Woodridge, NY
    $69,000
    0.46 Acres
    Commercial Land in Woodridge, NY

    Prime commercial land with utilities available in Woodridge, NY.

    *** Mountaindale Road, Fallsburg, NY 12733

    View details
    Hopkinton Land Site on Route 135
    Contact for pricing
    7.29 Acres
    Hopkinton Land Site on Route 135

    Prime 7.29 acre land site in affluent Hopkinton, MA.

    124 E Main St, Hopkinton, MA 1748

    View details

    Pittsfield, MA Bed & Breakfasts Investment Opportunities Market Analysis

    Explore 2 bed & breakfasts for sale in Pittsfield, MA on our real estate platform. These investment opportunities span a total of 21,120 square feet of properties for sale, with an estimated market value of $2,400,000.

    Sale prices for inns in Pittsfield, MA start at $1,200,000, averaging $1,200,000, and reaching up to $1,200,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    List
    Map

    Top Commercial Asset Segments

    Bed & breakfasts 2

    Property Size Breakdown

    The majority of commercial real estate listings in Pittsfield fall within the 100,000+ square foot range.

    Demographics Overview

    Population 45K
    Population Growth (5Y) +1.0%
    Median Household Income $68,879
    College Educated 15.9%

    High-Yield Neighborhoods for Investment

    Identify Pittsfield submarkets with the highest inventory density on the market and evaluate the median listing prices of real estate assets

    Neighborhood Average Price
    01201 $1.2M

    Taxes & Financing

    Tax Rate (average for all types) 4.01%
    Property Tax per SF $52.90 per sq ft
    Tax Rate vs County Average 1.99 pp above county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    Total CRE Area on Market Trend

    Average Price per SF — Residential Income

    Need Help?

    Reach out if you need assistance with Realmo tools or have questions about your listings

    Browse Bed & breakfasts for Sale Near Pittsfield, MA

    Popular Searches in Pittsfield, MA

    Popular Categories

    Most Searched ZIP Codes in Pittsfield, MA

    • 01201

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.
    Sign Up Successful!
    You now have access to more from Realmo!