Homes with Garages for Sale in 01240, MA

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ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
A singular opportunity to reimagine one of Lenox's historic Berkshire estates. Set on 11.90± acres just minutes from downtown Lenox and the cultural attractions of the Berkshires, Overlee was built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The original mansion remains at the heart of the property, surrounded by broad lawns and buildings added during its later evolution into an educational campus. Much of the character of the original country house remains, including handsome woodwork, substantial fireplaces, gracious rooms, and a beautiful ballroom. Most recently used for classrooms and administrative functions, the

$2,295,000

31 beds21.5 baths38,415 sq ft

349 Old Stockbridge Rd, Lenox, MA 01240

Original mansion • Handsome woodwork • 11.90 acres

NEW 28 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
Move-in ready and beautifully upgraded, freestanding home offers the ease of one-level living paired with over 4,600 sf over three finished levels. Four br, 4.5 bat and a walkout lower level. Live at the desirable Miraval golf/resort campus. Hardwood floors flow throughout the main living area, anchored by a striking double-sided fireplace wi stone hearth connecting the living and family rooms. Custom shades throughout add a polished, designer touch. Rear deck offers magnificent views of October Mountain. Upper level includes open loft, private office, 2 br with en-suite baths. Lower level extends the living space significantly, ideal for guests with bedroom, bath, media/exercise room, glas

$1,950,000

4 beds4.5 baths4,612 sq ft

9 Fairwynds Dr, Lenox, MA 01240

Freestanding home • Private office • Open loft

FLOOR PLAN

ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
Crosby House, a property with a storied Lenox history and a location second to none, presents a rare opportunity to own a residence of remarkable character, scale, and flexibility in the heart of the village. Currently configured as two spacious residences, this distinctive multifamily property offers an exceptional array of possibilities. Subject to applicable zoning, permitting, and approvals, the existing configuration may offer the potential to be thoughtfully combined into one extraordinary single-family residence or could provide the foundation for two highly distinctive condominium residences. Each residence offers two plus bedrooms and two full baths, along with generous kitchens fe

$1,685,000

4 beds4 baths3,282 sq ft

30 Cliffwood St, Lenox, MA 01240

Private deck • Flexible spaces • Historic character

FLOOR PLAN

ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
Welcome home to an extraordinary blend of modern style, flexible living, and resort-quality outdoor amenities, perfectly located moments from the heart of downtown Lenox, top-notch dining, Tanglewood, & the local high school on a quiet cul-de-sac. Step inside to a bright, freshly painted open floor plan framed by updated windows that flood the space with natural light. The inviting living area features a cozy gas fireplace, creating a warm focal point for chilly evenings, while the kitchen comes equipped with sleek, modern appliances. This turnkey residence offers 3 spacious bedrooms plus a versatile 4th full-size room that's ideal for a fourth bedroom, dedicated home office, or quiet

$879,000

3 beds2.5 baths2,262 sq ft

22 Post Rd, Lenox, MA 01240

Cozy gas fireplace • Updated windows • 0.99 acre lot

ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
Extraordinary opportunity to own a showcase of New England history and hospitality--17 Main Street, a masterfully restored Berkshire cottage in the vibrant heart of downtown Lenox. Originally built in 1883 and once owned by Gilded Age shipping magnate John Schermerhorn, this landmark property blends historic grandeur with modern comfort. Between 2021 and 2025, the residence underwent a comprehensive top-to-bottom renovation: a new 30-year roof, upgraded electrical and plumbing, 8.5 renovated bathrooms, custom millwork, and restored original hardwood floors. The gourmet kitchen features a Viking 8-burner oven, KitchenAid designer dishwasher, and commercial-grade refrigeration--perfect for bo

$3,925,000

8 beds8.5 baths6,000 sq ft

17 Main St, Lenox, MA 01240

New 30-year roof • Renovated bathrooms • Gourmet kitchen

Property at 19 Hawthorne Rd Unit GH 8, Stockbridge, MA 01262, 2 beds, 2.5 baths

$849,000

2 beds2.5 baths1,922 sq ft

19 Hawthorne Rd Unit GH 8, Stockbridge, MA 01262

Property at 24 Brunell Ave, Lenox, MA 01240, 3 beds, 1 bath

$575,000

3 beds1 bath1,600 sq ft

24 Brunell Ave, Lenox, MA 01240

Property at 178 New Lenox Rd, Lenox, MA 01240, 3 beds, 2 baths

$550,000

3 beds2 baths1,858 sq ft

178 New Lenox Rd, Lenox, MA 01240

Property at 6 May St, Lenox, MA 01240, 2 beds, 2 baths

$339,900

2 beds2 baths1,156 sq ft

6 May St, Lenox, MA 01240

Property at 165 Kemble St #18, Lenox, MA 01240, 3 beds, 3.5 baths

$4,150,000

3 beds3.5 baths3,348 sq ft

165 Kemble St #18, Lenox, MA 01240

Property at 7 Wheatley Dr, Stockbridge, MA 01262, 4 beds, 4 baths

$2,950,000

4 beds4 baths5,696 sq ft

7 Wheatley Dr, Stockbridge, MA 01262

Property at 200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262, 3 beds, 2.5 baths

$685,000

3 beds2.5 baths1,620 sq ft

200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262

Property at 14 Fairway Dr, Lenox, MA 01240, 6 beds, 5.5 baths

$1,595,000

6 beds5.5 baths4,099 sq ft

14 Fairway Dr, Lenox, MA 01240

Property at 28 Evergreen Trl #28, Lenox, MA 01240, 4 beds, 3.5 baths

$659,800

4 beds3.5 baths2,100 sq ft

28 Evergreen Trl #28, Lenox, MA 01240

Property at 63 Sherwood Dr, Lenox, MA 01240, 3 beds, 2.5 baths

$789,900

3 beds2.5 baths2,680 sq ft

63 Sherwood Dr, Lenox, MA 01240

Property at 20 E Dugway Rd, Lenox, MA 01240, 7 beds, 6.5 baths

$1,650,000

7 beds6.5 baths5,693 sq ft

20 E Dugway Rd, Lenox, MA 01240

Property at 3 A Coldbrooke Dr, Lenox, MA 01240, 4 beds, 3.5 baths

$1,399,000

4 beds3.5 baths2,968 sq ft

3 A Coldbrooke Dr, Lenox, MA 01240

Property at 18 Highcrest Rd, Lenox, MA 01240, 4 beds, 4.5 baths

$1,039,000

4 beds4.5 baths3,691 sq ft

18 Highcrest Rd, Lenox, MA 01240

Property at 399 Under Mountain Rd, Lenox, MA 01240, 8 beds, 6.5 baths

$7,975,000

8 beds6.5 baths9,364 sq ft

399 Under Mountain Rd, Lenox, MA 01240

Property at 9 October Hill Dr, Lenox, MA 01240, 4 beds, 4.5 baths

$1,190,000

4 beds4.5 baths3,991 sq ft

9 October Hill Dr, Lenox, MA 01240

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ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
Nestled on 7.79 private mountaintop acres, this distinguished 1916 Italianate Berkshire Cottage sparkles with original architectural details, beautiful fireplaces throughout, and a stunning reflection pool surrounded by mature gardens. Four spacious bedrooms include a luxurious primary suite with sitting room, while the grand great hall creates perfect spaces for both intimate gatherings and gracious entertaining. The lower level features an elegant one-bedroom guest apartment plus a separate catering kitchen, utility rooms and two one car garages, while the main house enjoys lovely terraces facing south, east and west. Surrounded by 200 protected acres near world-class Tanglewood - your ow

$1,525,000

5 beds4.5 baths8,866 sq ft

720 South St, Pittsfield, MA 01201

Mature gardens • Grand great hall • 7.79 acre lot

FLOOR PLAN

ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
Some homes offer extraordinary settings. Others offer exceptional living. Rarely does one offer both. Embracing its extraordinary setting, this classic center hall Colonial is all about the way it lives. The heart of the home is an inviting open kitchen with a breakfast nook and a beautiful sitting area where walls of glass and French doors open to a stunning stone patio, tranquil waterfall, and exquisitely landscaped gardens. The adjoining dining room and front-to-back living room with a soaring cathedral ceiling and charming fireplace create warm, inviting spaces for family gatherings and entertaining. A magnificent 1800 sf post & beam barn with cathedral ceilings offers endless pos

$1,999,999

3 beds3.5 baths3,000 sq ft

14 Old Tree Farm Rd, Stockbridge, MA 01262

Breakfast nook • Landscaped gardens • Tranquil waterfall

ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
Situated on highly desirable Mountain Drive, this expanded 3-bedroom, 2-bath Cape delivers classic Berkshire charm, thoughtful updates, and flexible living spaces. Step inside from the welcoming front porch into an inviting layout featuring hardwood floors and abundant natural light. The spacious living room is anchored by a wood-burning fireplace flanked by custom built-ins, flowing into the formal dining room and a tastefully remodeled kitchen. Enjoy year-round tranquility in the heated four-season sunroom or relax in the separate main-floor den featuring a cozy gas fireplace and sliders leading out to the rear deck. A generous first-floor bedroom, full bath, and dedicated laundry room of

$595,000

3 beds2 baths2,217 sq ft

139 Mountain Dr, Pittsfield, MA 01201

Main floor den • Rear deck • Custom built ins

FLOOR PLAN

ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
Imagine sipping your morning coffee looking out at your own backyard pond, then heading out to hike local Berkshire trails--all while being minutes from local grocery stores and shopping. This 3-bedroom, 1.5-bathroom log cabin is situated on a highly desirable Dalton road and is packed with character. It features an accommodating horseshoe driveway and a 2-car garage. If you've been looking for a solid home where you can add your own personal touch and instantly gain equity in a fantastic town, this is it! Even the basement can be brought back to life with a fireplace and spacious layout make this the perfect family room or hangout.

$357,900

3 beds1.5 baths2,061 sq ft

240 Kirchner Rd, Dalton, MA 01226

Backyard pond • Horseshoe driveway • 2-car garage

ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
Envision waking up in this beautifully renovated New England farmhouse in quaint Lenoxdale Village. Enjoy morning sunrises on the front patio and quiet evening dinners on the terrace, all just minutes from the world-class culture of Tanglewood and the iconic downtowns of Lenox and Stockbridge. Inside, original hardwood floors flow throughout a versatile layout featuring 3-4 bedrooms, a cozy office space, and a spacious, freshly updated kitchen with a breakfast nook and extra pantry space. Outside, the large open yard is anchored by a charming car barn--ideal for summer projects, kayaks, bicycles, and flexible loft space. Come make this home your Berkshire dream!

$485,000

4 beds2 baths1,720 sq ft

500 Walker St, Lenox, MA 01240

Front patio • Charming car barn • Large open yard

ABOUT THIS HOME
Home with Garage for sale in 01240, MA:
Perched to capture sweeping vistas, this contemporary architectural masterpiece seamlessly balances the demands of a world-class art collection with an immersive natural experience. The residence is brilliantly composed of three intersecting bars: a single-room-deep main volume that captures the views, a service wing and a perpendicular upper level that hovers to create a sheltered dining terrace below. Guided by museum-quality principles, long stretches of UV-protected wall space give way to precisely framed vistas. Board-formed concrete walls mitigate winter winds, while the exterior is clad in enduring, low-maintenance Vermont slate. Embracing sustainable luxury, the three-bedroom, two-s

$4,975,000

3 beds3.5 baths4,359 sq ft

5 Deer Hill Rd, West Stockbridge, MA 01266

Vermont slate • 10.73 acre lot • 2 garage spots

Property at 336 Stevens Glen Rd, Richmond, MA 01254, 3 beds, 3 baths

$649,900

3 beds3 baths1,794 sq ft

336 Stevens Glen Rd, Richmond, MA 01254

Property at 478 Washington Mountain Rd, Dalton, MA 01226, 3 beds, 2.5 baths

$489,900

3 beds2.5 baths2,208 sq ft

478 Washington Mountain Rd, Dalton, MA 01226

Property at 117 Lucia Dr, Pittsfield, MA 01201, 5 beds, 3 baths

$549,900

5 beds3 baths2,904 sq ft

117 Lucia Dr, Pittsfield, MA 01201

Property at 10 Lori Ct, Pittsfield, MA 01201, 4 beds, 3 baths

$689,000

4 beds3 baths3,268 sq ft

10 Lori Ct, Pittsfield, MA 01201

Property at 161 Turkey Trot Rd, Richmond, MA 01254, 5 beds, 4.5 baths

$1,560,000

5 beds4.5 baths3,409 sq ft

161 Turkey Trot Rd, Richmond, MA 01254

Property at 205 Golden Hill Rd, Lee, MA 01238, 3 beds, 2 baths

$579,000

3 beds2 baths2,448 sq ft

205 Golden Hill Rd, Lee, MA 01238

Property at 16 Old Tree Farm Rd, Stockbridge, MA 01262, 5 beds, 4.5 baths

$2,995,000

5 beds4.5 baths3,862 sq ft

16 Old Tree Farm Rd, Stockbridge, MA 01262

Property at 851 Lenox Rd, Richmond, MA 01254, 4 beds, 3.5 baths

$1,050,000

4 beds3.5 baths3,984 sq ft

851 Lenox Rd, Richmond, MA 01254

Property at 576 Holmes Rd, Pittsfield, MA 01201, 4 beds, 3.5 baths

$799,000

4 beds3.5 baths3,325 sq ft

576 Holmes Rd, Pittsfield, MA 01201

Property at 48 Brookside Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$549,900

4 beds2.5 baths2,670 sq ft

48 Brookside Dr, Pittsfield, MA 01201

Property at 51 Cherry Rd, Richmond, MA 01254, 2 beds, 2 baths

$599,000

2 beds2 baths1,750 sq ft

51 Cherry Rd, Richmond, MA 01254

Property at 2650 Swamp Rd, Richmond, MA 01254, 5 beds, 7 baths

$3,495,000

5 beds7 baths6,022 sq ft

2650 Swamp Rd, Richmond, MA 01254

Property at 752 State Rd, Richmond, MA 01254, 4 beds, 5 baths

$2,200,000

4 beds5 baths5,821 sq ft

752 State Rd, Richmond, MA 01254

Property at 9 Interlaken Rd, Stockbridge, MA 01262, 3 beds, 1.5 baths

$712,000

3 beds1.5 baths1,750 sq ft

9 Interlaken Rd, Stockbridge, MA 01262

Homes with Garages for Sale in 01240

There are currently 20 homes with garages for sale in 01240 at a median listing price of $914K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 01240 stay on the market for 60 days. This map is refreshed with the newest listings in 01240 every 15 minutes.

In the past month, 9 homes have been sold in 01240. In addition to houses in 01240, there were also 12 condos, 1 townhouse, and 2 multi-family units for sale in 01240 last month. Find your dream home in 01240 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 01240 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 01240. If you're looking to sell your home in the 01240 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 01240 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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