Homes with Parking for Sale in Berkshire County, MA

360 homes

Sort:

Recommended

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, MA:
: Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare Theatre Company, museums, Housatonic River and more.

$475,000

3 beds3 baths1,716 sq ft

190 Willow St, Lee, MA 01238

Minutes to trails • Bubbling brook • Big sunroom

3D WALKTHROUGH

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, MA:
East Hill Farm offers 227 acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world. Main house: Georgian-Federal; 5 BR, 5.5 BA, ~5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. Graceful, welcoming. A complete estate that also can be a working-farm or equine property: barns + outbuildings, pastures, private trails + roads, 4+ acre pond, gardens + orchard, pool, pool house, greenhouse, tennis. A vast former Arabian horse barn, now guest compound, or for you to reimagine. Preserved with rigor, lived in with joy, and rooted in the land and history that defines the Berksh

$3,998,000

5 beds5.5 baths5,002 sq ft

764 East Hill Rd, New Marlboro, MA 01230

Arabian horse barn • Tennis court • Spring-fed pond

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, MA:
Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign—an escape where silence is broken only by the wind in the fields and the song of birds. The 1828 brick colonial, a masterpiece of its era, has been exquisitely restored to showcase spacious, light-filled rooms that draw the outdoors in, framing views of meadows, a sparkling pool, and the stately barn. The barn itself is a wonder, waiting to be reimagined—perhaps as a guest house, an artist's studio, or a setting for unforgettable gatherings. Surrounded by farms and opening to distant hills, the landscape feels both boundless and intimate.

$1,800,000

4 beds3 baths2,976 sq ft

1269 Clayton Mill River Rd, New Marlboro, MA 01230

Elegant pool house • Brick colonial • Stately barn

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, MA:
Spectacular Homestead! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 pristine acres with stunning views, mountain paths, and stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios. , or

$1,990,000

11 beds6 baths5,878 sq ft

775 Williamstown Rd, Lanesborough, MA 01237

161 acre lot • 11 garage spots • Built 1780

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, MA:
Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure. Inside, the home is thoughtfully designed to host both family and guests in complete comfort, offering five well-appointed bedrooms, six full bathrooms, and a half bath, providing privacy and ease for all. The first-floor primary suite serves as a true sanctuary, complete with two separate full bathrooms f

$3,249,000

5 beds6.5 baths6,088 sq ft

110 Alford Rd, Great Barrington, MA 01230

Screened porches • Well-equipped gym • 12.23 acre lot

Property at 25 Sheffield Rd, Great Barrington, MA 01230, 11 beds, 8.5 baths

$5,650,000

11 beds8.5 baths9,748 sq ft

25 Sheffield Rd, Great Barrington, MA 01230

Property at 25 Sheffield Rd, Egremont, MA 01258, 11 beds, 8.5 baths

$5,650,000

11 beds8.5 baths9,748 sq ft

25 Sheffield Rd, Egremont, MA 01258

Property at 10 Lillybrook Rd, Pittsfield, MA 01201, 4 beds, 4 baths

$649,000

4 beds4 baths2,748 sq ft

10 Lillybrook Rd, Pittsfield, MA 01201

Property at 29 Main St, West Stockbridge, MA 01266, 12 beds, 7 baths

$1,475,000

12 beds7 baths8,881 sq ft

29 Main St, West Stockbridge, MA 01266

Property at 163 Front St, Housatonic, MA 01236, 4 beds, 3 baths

$589,000

4 beds3 baths5,044 sq ft

163 Front St, Housatonic, MA 01236

Viewing page 1 of 9

End of results

Nearby homes that match your criteria

OPEN SAT, 10AM TO 11:30AM

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, MA:
A stunning enclosed front porch is a highlight of this classic Colonial. Perfect for enjoying morning coffee, or hosting afternoon visitors. Close to parks, hiking trails, & restaurants, this spacious 4-bedroom home has large living and dining rooms and offers wonderful space for entertaining, while the updated kitchen combines comfort and convenience. The first floor features a flexible primary or guest suite with a private sitting room and full bath. Upstairs, the primary bedroom includes a large walk-in closet, accompanied by two additional bedrooms and a recently updated full bath. New Brazilian oak floors add richness throughout the second floor. Additional improvements include u

$364,900

4 beds2 baths1,802 sq ft

117 Carson Ave, Dalton, MA 01226

0.26 acre lot • Garage • Built 1925

NEW 2 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, NY:
Tucked away in a peaceful, private setting surrounded by woods, this charming 3 bedroom home offers the simplicity of one level living and a wonderful place to call home. Hardwood flooring flows throughout, while the spacious bedrooms and eat-in kitchen offer comfortable everyday living. At the heart of the home is a beautiful double sided fireplace shared between the kitchen and living room, creating a warm and inviting space to gather. Surrounded by nature, the property offers a sense of peace and tranquility, your own little oasis away from the hustle and bustle. A large unfinished basement and attached one-car garage provide additional space and convenience. While the home could benefit

$250,000

3 beds1 bath1,144 sq ft

297 Coldwater Tavern Rd, East Nassau, NY 12062

Generac generator • 275 gallon oil tank • One level living

Listing by Hunt Real Estate ERA

NEW 3 HRS AGO

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, MA:
Come see this gorgeous 3 Bedroom 2 Bath Ranch! Nestled on a quiet street on over an acre of land, this inviting home offers the perfect blend of comfort, space, and convenience. Ideally located near October Mountain and just a short drive to Tanglewood and all other Southern Berkshire attractions. Featuring a spacious 2 car garage plus a third overhead door providing convenient access to the basement, this home offers plenty of room for storage, hobbies, and more. Inside you will find gleaming hardwood floors, a cozy gas fireplace, awesome Sunroom, and numerous improvements throughout. Notable upgrades include a Burnham K2 Boiler and state of the art basement waterproofing system. With its

$499,900

3 beds2 baths1,890 sq ft

80 Sharyn Dr, Lee, MA 01238

Quiet street • Third overhead door • Over an acre of land

NEW 3 HRS AGO

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, CT:
Charming 3-Bedroom Cape - Estate Sale! Opportunity awaits with this inviting 3-bedroom Cape nestled on a quiet dead-end street. Featuring 1.1 updated baths, hardwood floors, and a spacious living room with a cozy fireplace and beautiful bow/ bay window. A slider opens to the deck, perfect for relaxing or entertaining while overlooking the private yard. Additional highlights include a walk-out basement and a 2-car garage. A wonderful opportunity to make this home your own! Home to be sold "as is" inspections for buyers information only.

$299,000

3 beds1.5 baths1,346 sq ft

14 Laurel Ln, Barkhamsted, CT 06063

Updated baths • Deck • Cozy fireplace

NEW 5 HRS AGO

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, MA:
Introducing the Walden Cape, a thoughtfully designed 1,950 sq. ft. classic Cape offering comfortable single-level living with timeless New England style. This inviting floor plan features 3 bedrooms, 2 full baths, and an attached 2-car garage, along with an open-concept kitchen, dining, and living area ideal for everyday living and entertaining. The spacious primary suite includes a private bath and convenient laundry area, while the welcoming front porch and well-planned layout add both charm and functionality. An optional second-floor loft provides flexibility for additional bedrooms, a home office, or bonus space. A beautiful combination of classic Cape architecture, modern living, and e

$1,000,060

3 beds2 baths1,950 sq ft

9 Thrushwood Ln, Great Barrington, MA 01236

1.38 acre lot • 2 garage spots • Built 2027

NEW 7 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Home with Parking for sale in Berkshire County, NY:
Live, work and earn on 8.4 private acres with mountain views, a private pond and a gazebo overlooking the water. Custom built as the builder's own home, this 4 bedroom, 3 bath, 2,900 SF residence features floor to ceiling windows that frame the views, radiant heat, a large garage, a home gym and an inground pool. The basement is roughed in for future expansion, so there is room to grow. A separate second home on the property is currently rented for $3,000 per month, giving you income now, Airbnb potential, or space for extended family and guests. A 36x60 heated building works as a workshop, barn or warehouse for a contractor or hobbyist. Private, yet just off the main road with Brunswick sc

$1,599,900

4 beds3.5 baths2,900 sq ft

20 Reiser Rock Ln, Troy, NY 12180

Private acres • Radiant heat • Private pond

Listing by Clancy Real Estate

Property at 45 High St, Canaan, CT 06018, 5 beds, 3 baths

$365,000

5 beds3 baths2,960 sq ft

45 High St, Canaan, CT 06018

Property at 264 Mountain Dr, Pittsfield, MA 01201, 4 beds, 3.5 baths

$900,000

4 beds3.5 baths3,929 sq ft

264 Mountain Dr, Pittsfield, MA 01201

Property at 35 Tory Hill Rd, Hoosick Falls, NY 12090, 4 beds, 1 bath

$269,990

4 beds1 bath1,734 sq ft

35 Tory Hill Rd, Hoosick Falls, NY 12090

Listing by Four Seasons Sothebys International Realty

Property at 70 Erskine Dr, Lee, MA 01238, 4 beds, 2.5 baths

$879,000

4 beds2.5 baths2,352 sq ft

70 Erskine Dr, Lee, MA 01238

Property at 56 Victoria Ln, Lanesborough, MA 01237, 3 beds, 2 baths

$589,000

3 beds2 baths2,686 sq ft

56 Victoria Ln, Lanesborough, MA 01237

Property at 52 Moorland St, Williamstown, MA 01267, 7 beds, 4 baths

$749,000

7 beds4 baths3,316 sq ft

52 Moorland St, Williamstown, MA 01267

Property at 443 Yokum Pond Rd, Becket, MA 01223, 3 beds, 2 baths

$475,000

3 beds2 baths1,552 sq ft

443 Yokum Pond Rd, Becket, MA 01223

Property at 180 Robinson Rd, Hinsdale, MA 01235, 3 beds, 1.5 baths

$485,000

3 beds1.5 baths1,728 sq ft

180 Robinson Rd, Hinsdale, MA 01235

Property at 44 Westview Dr, Dalton, MA 01226, 4 beds, 3.5 baths

$665,900

4 beds3.5 baths2,552 sq ft

44 Westview Dr, Dalton, MA 01226

Property at 759 Greylock St, Lee, MA 01238, 3 beds, 1 bath

$299,900

3 beds1 bath1,497 sq ft

759 Greylock St, Lee, MA 01238

Property at 33 Ford Rd, Chatham, NY 12136, 6 beds, 4.5 baths

$3,995,000

6 beds4.5 baths5,019 sq ft

33 Ford Rd, Chatham, NY 12136

Listing by Brown Harris Stevens HV LLC

Property at 770 Summer St Unit 13C, Lenox, MA 01240, 3 beds, 3 baths

$679,000

3 beds3 baths1,680 sq ft

770 Summer St Unit 13C, Lenox, MA 01240

Property at 69 A St, North Adams, MA 01247, 3 beds, 1 bath

$265,000

3 beds1 bath1,229 sq ft

69 A St, North Adams, MA 01247

Property at 299 Old Stockbridge Rd, Lenox, MA 01240, 4 beds, 4 baths

$1,650,000

4 beds4 baths4,852 sq ft

299 Old Stockbridge Rd, Lenox, MA 01240

Homes with Parking for Sale in Berkshire County

There are currently 360 homes with parking homes for sale in Berkshire County at a median listing price of $469K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Berkshire County stay on the market for 76 days. This map is refreshed with the newest listings in Berkshire County every 15 minutes.

In the past month, 159 homes have been sold in Berkshire County. In addition to houses in Berkshire County, there were also 75 condos, 1 townhouse, and 79 multi-family units for sale in Berkshire County last month. Find your dream home in Berkshire County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Berkshire County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Berkshire County. If you're looking to sell your home in the Berkshire County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Berkshire County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Berkshire County, MA

Nearby Counties

Cities

Nearby Counties with Homes with Parking

Nearby Cities with Homes with Parking

More to explore in Berkshire County, MA

How to buy a house in Berkshire County, MA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Massachusetts

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.