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250 West St, Lenox
$2,500,000
6 Beds ⋅ 7 Baths ⋅ 73407998 MLS
Seconds—not minutes—from Tanglewood’s main gate, this reimagined contemporary estate in Lenox is tucked into a sunlit woodland setting offering rare privacy and unrivaled proximity. Originally built in 2017 and completely updated in 2020, the home features soaring ceilings, rich mahogany and cherry finishes, a chef’s kitchen, and multiple entertaining spaces. The ground-floor primary suite is joined by three guest bedrooms and a private-entry bunk room. The finished lower level includes flexible space for movies, fitness, and wine storage, plus a full bath. A new heated pool with Italian tile terrace anchors the outdoor living space. Infrastructure upgrades include roof, pool, whole-house generator, heated 3-car garage, advanced AC with air scrubbers, and a productive and elegant organic vegetable garden. An exceptional opportunity just moments from Lenox village and the heart of the Berkshires.

250 West St, Lenox

Listing courtesy of Listing Agent: Selina Lamb from Listing Office: Birch Properties.
22 Post Rd, Lenox
$850,000
3 Beds ⋅ 3 Baths ⋅ 73563529 MLS
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 retreat—along with 2.5 updated bathrooms. Downstairs, a vast, full open basement provides endless possibilities for exceptional storage, a home gym, or a recreation room. Beyond the interior, your ultimate outdoor sanctuary awaits in a professionally landscaped, fully fenced-in yard lined with a lush hemlock hedge for total privacy. Spend sunny summer days lounging by the sparkling in-ground saltwater pool, while the built-in swing set adds ready-to-use fun for family and guests. Complete with major exterior upgrades including an updated roof, newer siding, a spacious 2-car garage, and a shed, this exceptional property delivers total peace of mind and the best of Berkshire living right at your doorstep.

22 Post Rd, Lenox

Listing courtesy of Listing Agent: The Allain Group from Listing Office: Compass.
31 Pinecrest Dr, Lenox
$750,000
4 Beds ⋅ 3 Baths ⋅ 73507090 MLS
Located on a peaceful cul-de-sac, this beautifully refreshed 4-bedroom, 2.5-bathroom Colonial perfectly blends New England charm with modern updates. This home is privately situated on a 1.01 acre lot. This move-in-ready home features a bright, airy interior with fresh paint, new contemporary light fixtures, and elegant updated wooden floors. The heart of the home is the expansive kitchen, complete with newer stainless-steel appliances, which flows seamlessly into a dining area and family room anchored by a cozy wood-burning fireplace. Off the family room is a spacious screened porch overlooking a private backyard. The main level includes formal living and dining rooms, powder room and laundry. Upstairs, you'll find four generous bedrooms, with a spacious primary suite containing a walk-in closet & ensuite bathroom. An oversized two-car garage, an expansive unfinished basement, offer abundant storage. Additionally, there are four mini-splits for efficient cooling and heating.

31 Pinecrest Dr, Lenox

Listing courtesy of Listing Agent: Diane Thorson from Listing Office: William Pitt Sotheby's International Realty.
5 Rolling Hill Unit 4, Lenox
$302,000
2 Beds ⋅ 3 Baths ⋅ 73524846 MLS ⋅ ['Rolling Hills'] BLDG.
Move right into this beautifully updated, light-filled condo offering the perfect blend of comfort and elevated style. Featuring an open floor plan, tall ceilings, and a beautiful renovated kitchen with newer appliances, this home is designed for effortless living and entertaining.Enjoy flexible bonus space in the finished lower level--ideal for a cozy lounge, home office, or guest retreat, plus three well-appointed bathrooms and updated flooring throughout. A new sliding door opens to inviting outdoor space, while the community offers resort-style amenities including a pool, fitness center, and tennis court.Located just minutes from downtown Lenox, Tanglewood, ski resorts, and the very best of the Berkshires, this is a rare opportunity to enjoy both convenience and lifestyle.

5 Rolling Hill Unit 4, Lenox

Listing courtesy of Listing Agent: Laiken Rapisarda from Listing Office: Lamacchia Realty, Inc..

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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