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37 Kalliste Hill, Great Barrington
$1,425,000
3 Beds ⋅ 4 Baths ⋅ 73515363 MLS
Amazing custom-built countryside retreat in The Berkshires. Meticulously maintained since it was built in 1999, this unbeatable 3 BR 3.5 Bath contemporary is located in one of the most sought after neighborhoods in Great Barrington. Perfect for those seeking a serene tranquil setting or a weekend/summer getaway, this home offers a unique inviting layout & is the definition of quality! From the moment you walk through the front door, you'll be WOWed by the beautiful vaulted wood ceilings & stunning scenic views from just about every room in the home! This incredible home also comes fully equipped with central A/C, high-end Andersen windows/sliders, attached 2 car garage, paved driveway, gleaming HW floors, water filtration system, & tons of storage space! Conveniently connected to natural gas & sewer. Close proxmity to Butternut Ski Resort, Monument Mountain, Mahaiwe Performing Arts Center, Bard College, hiking trails, parks, & tons of shops/restaurants. A TRUE MUST SEE FOR ANY BUYER!!!

37 Kalliste Hill, Great Barrington

Listing courtesy of Listing Agent: James Wood from Listing Office: Coldwell Banker Realty - Boston.

36 Castle Lane, Great Barrington
$460,000
2 Beds ⋅ 1 Baths ⋅ 73368776 MLS
Charming Renovated Cottage – Great Barrington, MA Beautifully updated 2-bedroom Four Square-style cottage in the desirable "The Hill" neighborhood. This turnkey home features a brand-new kitchen, freshly painted interior, refinished hardwood floors, and energy-efficient Anderson windows throughout. The exterior has been professionally restored and painted, while a newly fenced garden creates a private outdoor oasis. Off-street parking adds everyday convenience.Ideally located just minutes from downtown Great Barrington, Lake Mansfield, and preserved nature trails, this cottage offers easy access to shopping, dining, and year-round cultural and recreational attractions. Whether you're looking for a serene Southern Berkshires getaway or a low-maintenance full-time residence, this charming home delivers timeless character with modern comfort in one of the area's most sought-after locations.

36 Castle Lane, Great Barrington

Listing courtesy of Listing Agent: Selina Lamb from Listing Office: Birch Properties.

386 North Plain Rd, Great Barrington
$370,000
3 Beds ⋅ 2 Baths ⋅ 73526965 MLS
Newly renovated single floor home in Housatonic, just minutes from downtown Great Barrington, Tanglewood, and everything the Berkshires have to offer. With direct access to the Rail Trail, this move-in ready home is set on .93 acres, the property features a spacious yard and greenhouse, offering plenty of room to relax, garden, or entertain. The updated kitchen features stone countertops, stainless steel appliances, an induction range, and new LVP flooring. Both bathrooms have been fully renovated with Schluter waterproof systems. Additional upgrades include smart Lutron lighting with Alexa control, a Rheem smart hot water heater, Ring cameras, new 200-amp electrical service, a new driveway and retaining wall, irrigation system, freshly painted exterior, and a new septic installed in 2025!

386 North Plain Rd, Great Barrington

Listing courtesy of Listing Agent: Patricia Molina from Listing Office: Century 21 North East.

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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