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$2,295,000
5 Beds ⋅ 6 Baths ⋅ 73557267 MLS
A long private drive opens to a contemporary Berkshire estate set across nearly 20 acres in Richmond. More than 4,800 square feet unfold with an easy, connected flow, from the light-filled cathedral entry to generous rooms made for gathering. The home offers five bedrooms, 5.5 baths and two fireplaces, plus a flexible guest or extended-family wing with a separate entrance and plumbing for a future kitchen. An elevator, central air, attached 3-car garage and whole-house generator bring ease to everyday living. Outside, a beautifully landscaped in-ground pool is framed by broad lawns and mature woods, with abundant space for dining, lounging and long summer afternoons. A path leads into the acreage and toward the mountain beyond. Set apart from the house, a heated recreation building with an indoor pickleball court, flexible recreation space, seasonal water and half bath adds an exceptional dimension to this private Richmond retreat.

421 Swamp Rd, Richmond

Listing courtesy of Listing Agent: Selina Lamb from Listing Office: Birch Properties.
$599,000
2 Beds ⋅ 1 Baths ⋅ 73553901 MLS
Deadline for Highest & Best Offers Mon. 7/27 @ 5:00PM! Welcome to your summer escape on one of the Berkshires' most quintessential lakes. This architect-redesigned cottage blends classic New England charm with thoughtful, modern updates- the result is a home that feels both timeless and completely turn-key. Step inside to an open floor plan bathed in natural light & water views where the updated kitchen and bath bring clean lines and modern finishes without losing the warmth of a true lake cottage. The living space opens up to the new composite deck built for summer evening gatherings & morning coffee. Set on a perfect stretch of shoreline, this is the magical summer cottage you've been waiting for: still water in the morning, swimming and paddling in the afternoon, and stars overhead at night. A private dock offers easy mooring for your boat.The property comes fully furnished and includes kayaks and a canoe, so all you need to bring is yourself — the water is calling, and there's still time to make this summer yours! Come visit one of the Open Houses, this Sat 7/25 11-1 or Sun 7/26 1-3!

279 Old Pond Rd, Becket

Listing courtesy of Listing Agent: Sarah Shipman from Listing Office: 5 College REALTORS® Northampton.
$2,698,000
5 Beds ⋅ 5 Baths ⋅ 73551597 MLS
Some homes are purchased. Others become part of a family's legacy. Welcome to 109 Under Mountain Road. There is something unmistakably special about a Berkshire summer- evening stroll to Tanglewood, morning coffee overlooking protected meadows, or relaxing on the patio as the music of the Boston Symphony Orchestra drifts softly through the evening air. Bathed in extraordinary natural light, this architect-designed home embraces its breathtaking setting with soaring walls of glass, vaulted ceilings, exposed beams, skylights, and exquisite gardens. Thoughtfully designed for gracious entertaining and comfortable everyday living, the spacious first-floor primary suite allows you to enjoy the home with ease for years to come, while family and friends gather in beautifully appointed guest rooms.

109 Under Mountain Rd, Lenox

Listing courtesy of Listing Agent: Maureen White Kirkby from Listing Office: Berkshire Hathaway Home Services Barnbrook Realty.
$499,999
4 Beds ⋅ 3 Baths ⋅ 73550281 MLS
Turnkey Sandisfield RentalCurrently used as an income-producing rental, 125 Town Hill Rd offers consistent cash flow with strong potential for future owner occupancy or a weekend retreat. Set on a quiet country road surrounded by woods, the property delivers the privacy with your own tennis court in your backyard and a spacious screened-in porch. Inside features a comfortable, functional layout with bright living spaces and a welcoming feel. Ideal for investors, second-home buyers, or those planning ahead to occupy. Convenient access to nearby towns, outdoor recreation, and all the Berkshires have to offer. A versatile property with both income and lifestyle upside--don't miss it!

125 Town Hill Rd, Sandisfield

Listing courtesy of Listing Agent: Maureen White Kirkby from Listing Office: Berkshire Hathaway Home Services Barnbrook Realty.
$595,000
3 Beds ⋅ 3 Baths ⋅ 73545052 MLS
Impeccably maintained contemporary home set on four manicured acres bordering Massachusetts Fish and Game conservation lands and surrounded by approximately 4,500 acres of protected land in Hinsdale. Enjoy a private, serene setting just 1.6 miles from 287-acre Ashmere Lake. Inside, open entertaining spaces blend seamlessly with quiet retreats. The main level features a designer kitchen with granite countertops, Wolf range, and breakfast bar flowing into the dining area. A light-filled great room with gas fireplace offers year-round comfort, while a three-season screened porch and expansive decks invite outdoor dining. Three bedrooms include a first-floor primary suite with attached office or reading room. Additional highlights include 2.5 baths, laundry room, oversized two-car garage, and a massive basement with workbench and abundant storage. Just 30 minutes to Tanglewood, under 3 hours to Boston, and just over 3 hours to Manhattan.

500 Creamery Rd, Hinsdale

Listing courtesy of Listing Agent: Herbert Butzke from Listing Office: Engel & Volkers Wellesley.
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 73531374 MLS
EXCEPTIONAL WATERFRONT RETREAT ON TRANQUIL HAYES POND!Nestled on over 3 private acres w/an extraordinary 650 feet of frontage on Hayes Pond,this exceptional waterfront retreat offers sweeping elevated views,a private dock, sandy beach, & direct access to swimming, kayaking, & fishing.Designed to embrace its stunning natural setting,the home features expansive windows & multiple outdoor living spaces, including a wraparound deck, waterside gazebo, & screened porch w/hot tub connection--perfect for entertaining or relaxing in every season.The bright open-concept interior includes 4 bedrooms & 3 full baths,highlighted by a dramatic great room w/ knotty pine ceilings,a wood-burning stove w/stone hearth, & direct deck access overlooking the water.The spacious primary suite also opens to the deck & features its own and features its own wood-burning stove & en suite bath.The walkout lower level offers additional living space w/ a family room,full bath,& two and two bedrooms ideal for guests.

13 Hayes Pond Rd, Otis

Listing courtesy of Listing Agent: Thom Garvey from Listing Office: William Pitt Sotheby's International Realty.
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 73527324 MLS
Discover an extraordinary lakefront opportunity on Otis Reservoir featuring a combination of amenities rarely found in a single package. Combined with the lower lot, enjoy 62 feet of direct waterfront, a super rare grandfathered boathouse dock with electricity and electric lift, a waterfront bathhouse with living room, heated garage, dedicated hot tub room with fireplace, and a floor plan designed to capture stunning lake views from nearly every room. Perfect for entertaining, the home offers a spacious updated kitchen, multiple living areas, separate driveways with ample off-street parking, and two storage sheds for all your lake and seasonal gear. Extensively remodeled in 2021 with new heating and cooling systems, on-demand hot water, and a beautiful kitchen featuring stacked cabinetry, full-slab quartz countertop island, stainless steel appliances, and a gas range. The walk out basement provides easy access to the outside as well. Sold fully furnished and ready to enjoy from day one

347 Pine Rd, Otis

Listing courtesy of Listing Agent: Adam Rovithis from Listing Office: Real Broker MA, LLC.
$529,900
3 Beds ⋅ 2 Baths ⋅ 73521350 MLS
Beautifully refurbished home in the Berkshires with deeded rights to the White Lily Pond Association, offering access to aprivate beach, tennis and pickleball courts. White Lily Pond is a quiet lake ideal for canoeing, kayaking, paddleboarding, andtrolling motors only. Renovated with quality craftsmanship throughout, the home features upgraded insulation, efficientpropane heat, and inviting living spaces. The custom kitchen includes granite countertops, a large island, gas range, andcustom cabinetry. The living area is highlighted by a fireplace with handcrafted custom sconces. Currently getting $5500 per month for Air BNB

1791 Algerie Rd, Otis

Listing courtesy of Listing Agent: Suzanne Bergeron from Listing Office: Naples Realty Group.
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 73520634 MLS
Pre-Construction: Step into a brand-new construction home designed to bring together modern comfort, generous space, and the natural beauty of the Berkshires. The heart of the home is an expansive open kitchen, dining, and family room area made for entertaining, slow mornings, and everyday living, complete with a walk-in pantry and seamless access to the rear deck. A separate study and additional living room offer flexibility for working from home, guests, or quiet retreat space. Upstairs, the vaulted primary suite features oversized walk-in closets and a spacious bath, joined by 3 additional bedrooms, multiple full baths, and second-floor laundry. A full unfinished basement offers future expansion potential, solar-ready design, and an attached 2-car garage add modern convenience. Ideally situated in Becket, moments from hiking, lakes, skiing, local trails, and the renowned Jacob’s Pillow arts destination, with year-round access to everything the Berkshires is known for.

79-B Woodmere, Becket

Listing courtesy of Listing Agent: Jarvid Cortes from Listing Office: Keller Williams Realty Evolution.
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 73520630 MLS
Pre-Construction: Step into a brand-new construction home designed to bring together modern comfort, generous space, and the natural beauty of the Berkshires. The heart of the home is an expansive open kitchen, dining, and family room area made for entertaining, slow mornings, and everyday living, complete with a walk-in pantry and seamless access to the rear deck. A separate study and additional living room offer flexibility for working from home, guests, or quiet retreat space. Upstairs, the vaulted primary suite features oversized walk-in closets and a spacious bath, joined by 3 additional bedrooms, multiple full baths, and second-floor laundry. A full unfinished basement offers future expansion potential, solar-ready design, and an attached 2-car garage add modern convenience. Ideally situated in Becket, moments from hiking, lakes, skiing, local trails, and the renowned Jacob’s Pillow arts destination, with year-round access to everything the Berkshires is known for.

79-A Woodmere, Becket

Listing courtesy of Listing Agent: Jarvid Cortes from Listing Office: Keller Williams Realty Evolution.
$529,900
3 Beds ⋅ 2 Baths ⋅ 73516152 MLS
Completely renovated contemporary home on almost 10 acres of land. The home sits back from the road, offering tranquility and privacy. The 1st floor features 2 bedrooms and an additional room with a wood-burning fireplace which can be used as a recreation room or a 3rd bedroom. Downstairs you will also find a large laundry room with epoxy flooring, and full bathroom. The second floor offers an open concept and features a brand new kitchen with quartz countertops, a great room with a wood stove, a cozy dining area and a new full bathroom with a jetted tub. You will feel like you are at a spa! Relax and enjoy nature from your tub or step outside to the new deck that wraps around the home.The property has great quality flooring, from terracotta Mexican tile to walnut wood. Other improvements include new LP SmartSide siding, new electrical service, roof, plumbing, windows and mini-splits throughout that provide both heat and A/C. Setached garage and a recently paved driveway!

349 N Washington State Rd, Washington

Listing courtesy of Listing Agent: Maria Liccardi from Listing Office: Kempf-Vanderburgh Realty Consultants, Inc..
$829,000
3 Beds ⋅ 3 Baths ⋅ 73503465 MLS
New Construction!! Three bedroom contemporary chalet to be built on a 17 acre portion of the 1800's E.B. Palmer farm. Two owners in a construction company partnership bought the property 20 years ago with the idea that each would build a personal home on the acreage. Life changed. Now semi retired, they are contracting with a builder of quality manufactured homes to build modern, efficient homes on the property. Marcy Road is a lightly populated, town maintained road 1.5 miles from Route 8. Easily accessed from NY, CT & the Mass Pike and convenient to many Berkshire attractions. The massive 2.5 acre Otis Town Beach on 300+ acre Big Pond is less than 5 miles away. The lot is forested with frontage on both sides of Dimmock Brook. Perc tests are schedule for as soon as conditions permit. The final survey will be completed soon after. Electric, phone and fiber optic are in place on the street. Please see the supplement for a description of the house.

Lot 1 Marcy Road, Otis

Listing courtesy of Listing Agent: Kim Bergland from Listing Office: Red Horse Real Estate.
$499,000
2 Beds ⋅ 2 Baths ⋅ 73503451 MLS
Nice 3 bedroom contemporary home set on over nine acres with Center Pond Brook flowing past the garden areas & through the back yard. The front porch opens onto the main kitchen & living areas with hardwood floors & cathedral ceilings. French doors lead to the sunroom overlooking the garden areas. The first floor primary bedroom features two walk in closets, built in dressers & desk. More built ins are found in the recently updated first floor bath. The upper level loft overlooks the living area & includes a full bath with tub/shower combination. A deck in the upstairs bedroom has views of the garden areas & brook. A large recreation room on the lower level features a slider to the gardens. The detached 2 car garage with large loft has many potential uses, studio, ADU, storage, etc.

283 Benton Hill Rd, Becket

Listing courtesy of Listing Agent: Kim Bergland from Listing Office: Red Horse Real Estate.
$2,750,000
2 Beds ⋅ 3 Baths ⋅ 73500698 MLS
Fabulous Estate Property with ponds, rushing streams, huge acreage and a gem of a house. The 220 acres abuts state forest and beautiful Walker & Spark Brooks both run through the property. The 2BR/2.5B home has lovely views of the pond and hills beyond, and was totally renovated to the highest standards in 2023 and 2024. Native stone fireplace, heart pine floors, new kitchen, baths, mahogany decks, outdoor shower, heating, windows & insulation. There is a large post & beam barn plus stone foundations from an earlier barn. The fishing is great and trails have been cleared for hiking and horseback riding. Total privacy with 4,000 feet of road frontage. Conveniently located near Tanglewood, Jacobs Pillow and most other Berkshire cultural attractions as well as state forests and wildlife management areas. New septic. Under 3 hrs. to NYC, 2.5 hrs. to Boston.

327 Chester Rd, Becket

Listing courtesy of Listing Agent: Jeff Wilkinson from Listing Office: Jeff Wilkinson.
$575,000
4 Beds ⋅ 2 Baths ⋅ 73496028 MLS
Discover the epitome of lakeside living in this exceptional 4-bedroom, 2-bath home nestled in the desirable Otis Wood Lands community. This fully furnished residence seamlessly combines comfort and entertainment, featuring bright, spacious rooms and an expansive deck perfect for relaxation or hosting gatherings. Enjoy modern conveniences such as energy-efficient heat pumps, remote-controlled security systems, and Alexa-compatible features, all designed to enhance your lifestyle. Step outside to find a private beach and swimming area just moments away, ideal for launching your canoe or kayak. The community offers a wealth of recreational amenities, including a lodge for social events, a fitness center, tennis and pickleball courts, and a heated outdoor pool. With additional features like a ball field, playground, hiking trails, and picnic grove, this property is not just a home; it's a vibrant lifestyle waiting for everyone to enjoy.

303 Lakeshore, Sandisfield

Listing courtesy of Listing Agent: Gary Fuls Jr. from Listing Office: RE/MAX Transitions.

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