Homes with a View for Sale in 01240, MA

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ABOUT THIS HOME
Home with View 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 View 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 View 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 View 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 View 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 8 Rolling Hls Unit 8-12, Lenox, MA 01240, 2 beds, 3 baths

$369,900

2 beds3 baths1,552 sq ft

8 Rolling Hls Unit 8-12, 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 369 Housatonic St, Lenox, MA 01240, 4 beds, 2.5 baths

$799,900

4 beds2.5 baths2,240 sq ft

369 Housatonic St, 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 11 Hawthorne, Stockbridge, MA 01262, 19 beds, 23 baths

$14,500,000

19 beds23 baths19,364 sq ft

11 Hawthorne, 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 11 Hawthorne Rd, West Stockbridge, MA 01266, 19 beds, 23 baths

$14,500,000

19 beds23 baths19,364 sq ft

11 Hawthorne Rd, West Stockbridge, MA 01266

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 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 2 Kemble, Lenox, MA 01240, 13 beds, 13.5 baths

$4,850,000

13 beds13.5 baths9,510 sq ft

2 Kemble, 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

$1,400,000

Land14.60 acres (lot)

286 Lee Rd, Lenox, MA 01240

Property at 117 Lime Kiln Rd, Lenox, MA 01240

$390,000

Land3.44 acres (lot)

117 Lime Kiln Rd, Lenox, MA 01240

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Homes with a View for Sale in 01240

There are currently 22 homes with a view homes 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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