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Currently listing 835 sales properties. |
| Found 97 Listings | Sort: |
26 Photos MACCARO REAL ESTATE |
$409,000
2 BD |
2 BA
Residential - Single Family Designer style one level living garden bungalow with beautiful Berkshire bucolic pastoral and mountain views! Easy living and low maintenance with 2 bedrooms and 2 full bathrooms, conveniently located on the Lenox/Pittsfield line. Beautifully renovated with open floor plan, spacious living room, beautiful kitchen and dining room w/amazing views. Primary bedroom leads to back deck with large primary bathroom. Pastoral views from front deck and October Mountain views from large back deck. Beautifully landscaped. Cottage potting shed, cedar fence and much more. Convenient to Tanglewood and all cultural and recreational venues the Berkshires has to offer! Natural gas heating system and central air. Turnkey home! |
34 Photos LAMACCHIA REALTY, INC |
$420,000
2 BD |
1 BA
Residential - Single Family Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp white cabinetry, and modern countertops. Two bedrooms and a full bath complete the main level. Whether you're seeking a full-time residence or a peaceful getaway, 245 Long Pond offers all the charm and abuts preservation land conveniently located near Tanglewood, theaters, and more. |
43 Photos HOUSATONIC REAL ESTATE |
$439,500
3 BD |
2 BA
Residential - Single Family Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb, this property combines timeless charm, tranquil surroundings, and great potential. |
15 Photos BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY |
$447,300
1 BD |
1 BA
Residential - Condo/Townhouse Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly integrating the surroundings of the natural world. This luxurious three-story residential enclave comprises 30 condominium units, including 13 one-bedroom and 17 two-bedroom residences. The units offer breathtaking mountain-views with private balconies or secluded terraces, providing optimal space for both entertainment and tranquil relaxation. |
53 Photos MACCARO REAL ESTATE |
$449,000
3 BD |
2 BA
Residential - Single Family Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022. |
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4 Photos FAIRGROUND REAL ESTATE |
$474,900
4 BD |
2 BA
Multi-Family Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and period details. The kitchen and living areas are perfect for entertaining or relaxing with family. Upstairs, the bedrooms offer privacy and comfort, with plenty of storage throughout. Warm and efficient forced hot water heating. |
28 Photos HOUSATONIC REAL ESTATE |
$495,000
4 BD |
2 BA
Residential - Single Family New roof, siding, and house fully painted. Newer heating system. Experience the perfect blend of modern comfort and historical charm in this beautifully maintained home. Featuring 4 spacious bedrooms and 2 baths, this home offers over 1,500 sq. ft. of living space. Enjoy the character of the 1850s with updates, including new mechanics. This home is truly move-in ready. The stonework patio provides a picturesque setting with a fabulous screened porch. There is a convenient shed and generous oversized garage space. Ample storage throughout ensures all your needs are met. Discover the perfect balance of history and modernity in this delightful property. |
40 Photos LANCE VERMEULEN RE, INC |
$495,000
3 BD |
1 BA
Residential - Single Family Tucked away in a vibrant, walkable east-side neighborhood, this custom 3-bedroom bungalow is a masterclass in personality and craftsmanship. This is a home with soul; from the handcrafted woodwork to the bespoke built-ins, every inch has been curated with an artist's eye.The heart of the home is a stunning, artisan-inspired kitchen featuring custom copper countertops, reclaimed wood shelving, and ingenious storage that proves style and function can live in perfect harmony. |
48 Photos RED HORSE REAL ESTATE, LLC |
$499,000
3 BD |
3 BA
Residential - Single Family : Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare Theatre Company, museums, Housatonic River and more. |
36 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$499,000
4 BD |
2 BA
Residential - Single Family Don't miss this charming 4-bed, 2-bath home with 2 first-floor bedrooms and a full bath! Offering nearly 2,100 sq. ft. of living space and almost 1 acre of flat, dry land, this home provides plenty of room to grow. The breezeway connects the 2-car garage with newer doors and electric openers. Outside, enjoy a private patio, stone wall, and a shed for extra storage. The home has also just had the exterior fully painted. Gorgeous flowering crabapple trees grace the front yard. This beautiful home blends comfort, convenience, and outdoor charm--schedule your visit today! |
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50 Photos LAMACCHIA REALTY, INC |
$499,000
3 BD |
3 BA
Residential - Single Family Welcome to this spacious and light-filled home just moments from scenic Pontoosuc Lake! Enjoy breathtaking sunrises and sunsets from your open-concept upper level, featuring soaring ceilings and expansive windows that fill the space with natural light. The beautifully updated kitchen offers ample room for dining and entertaining, complete with a breakfast bar and generous seating options--all perfectly positioned to enjoy the peaceful surroundings. The oversized primary bedroom boasts a flowing layout and a large walk-in closet, creating a serene retreat. Downstairs, the expansive lower level offers endless potential--ready to be finished to suit your style and needs. |
19 Photos Www.HomeZu.com |
$525,000
4 BD |
4 BA
Residential - Single Family This is a spacious house with generously sized rooms 5 minutes from town. 4 bedrooms with 1 full bath, 2 3/4 baths and one powder room. First floor has kitchen, living room, dining room, pantry, laundry and a generous master suite with sitting area, office space and full bath. Second floor has 3 bedrooms, one with ensuite 3/4 bath. Lots of closets and plenty of storage space with basement storage or workshop area. New 16k oil burning furnace in 2025. for hot water baseboard heat. New septic to be installed by seller this fall.Charmingly surrounded by neighbor's barns, with a nice .45 acre parcel with lawn or ready for your own garden. Screened in porch, patio and fire pit are perfect for summer in the Berkshires. |
70 Photos MOCKINGBIRD REAL ESTATE |
$525,900
6 BD |
3 BA
Residential - Single Family Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated kitchens with granite counters and stainless steel appliances. Ample room for the kids and pets to play in the fully fenced in backyard with playset. Enjoy relaxing in the hot tub on the lower level while have shelter from the upper deck! This gorgeous home has all you could need! Surveillance cameras are active outside in the front & back of home. |
51 Photos MACCARO REAL ESTATE |
$569,900
4 BD |
2 BA
Residential - Single Family Introducing the Beautiful Spacious Ranch in a Great Neighborhood! Easy Living at Its Finest! Key Features:- Prime Location: Close to Main St.- Impeccably Maintained & Beautifully Updated- Stylish Granite Countertops for a Touch of Elegance- Lower Level Living Area/In-Law Unit, Extra Space for Guests or Rental Income Opportunity, Second Kitchen with Cozy Eat-In Area, Spacious Living Room for Entertaining, Large Bedroom & Full Updated Bathroom with Walkout Access. |
33 Photos LANCE VERMEULEN RE, INC |
$599,000
2 BD |
1 BA
Residential - Single Family Perched ''on the hill'' this fully renovated cottage is bright, chic, and effortlessly livable. Thoughtfully redesigned from top to bottom, this home offers a smart, efficient layout that lives comfortably and is completely move-in ready.The interiors feel fresh and calm, with well-proportioned rooms, updated finishes, and an easy flow. The eat-in kitchen has been carefully reworked to be both functional and welcoming; opening directly to a stone patio and seasonal views of East Mountain. An ideal setting for morning coffee, casual dinners, or quiet time outdoors.Featuring two bedrooms, a beautifully updated full bath with generous natural light, and details throughout that make |
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27 Photos RE/MAX COMPASS |
$599,900
3 BD |
2 BA
Residential - Single Family This move-in ready, sunny Cape next to the Botanical Garden offers significant upgrades, a four-season sunroom, private fenced backyard, attached garage, patio, first-floor bedroom & full bath, and low Stockbridge taxes. Hardwood floors, updated kitchen with pantry, mini-splits for heat & AC, new roof, gutters, windows, insulation, primary bath, and electric hot water heater make this truly turnkey. Minutes to Norman Rockwell (3), Tanglewood (9), The Mount (13), Shakespeare & Co (13), Ski Butternut (17), downtown Stockbridge (5), Lenox (12), Great Barrington (16) & I-90 (13). Cozy, year-round retreat on a quiet street -- won't last long! |
50 Photos NOCHER REALTY |
$599,900
4 BD |
4 BA
Residential - Condo/Townhouse Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with |
30 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$600,000
3 BD |
4 BA
Residential - Single Family Waterfront living at it's finest at desirable Long Lake. The main reason owners love Long Lake is because it is truly the only waterfront community in Columbia County which offers maintenance free living. The HOA takes care of all exterior maintenance such as snow plowing, landscaping, pool and amenities upkeep which leaves you with the job of enjoying your free time on the screen porch, kayaking, swimming, or enjoying the Hudson Valley and the Berkshires. This 3 bedroom 3 bath property is also quite special because it is an end unit and it is close to all of the amenities such as swimming, tennis, and the community beach. Beautifully designed by architect Steve Haas, this home features two levels of floor to ceiling windows, a sublime screened porch with cathedral ceiling, and large |
41 Photos PIRETTI REAL ESTATE |
$624,900
2 BD |
2 BA
Residential - Condo/Townhouse This caterpillar has become the most beautiful butterfly....you have to see it to believe! The most tastefully done unit, gutted and re-built to perfection with all high end fixtures, floors, layout, appliances and functionality. New ebony stained hardwood floors, gorgeous kitchen with stainless steel counters, marble island and back splash, Viking appliances, loads of cabinetry and access to the gorgeous deck for 3 season living. Beautiful master suite with an adjoining study, plus a whole bedroom suite with full bath and study on the lower walk out level. The cut stone fireplace in the living room is magnificent and the placement of rooms affords plenty of privacy for guests and owners alike. This unit is truly unique, a labor of love, and awaiting its next discerning owner! |
49 Photos MACCARO REAL ESTATE |
$625,000
4 BD |
2 BA
Residential - Single Family Set on a quiet road just minutes from downtown Lee and downtown Stockbridge, this renovated extended Cape offers space and privacy. Nearly the entire home has been thoughtfully updated while maintaining warmth and character throughout. Front blue stone patio, wonderful mudroom/breezeway that adds everyday convenience and connects the home to the garage. The main level offers a bright eat-in kitchen with breakfast bar that flows into a large, enclosed sunroom/ screened in porch overlooking the private backyard. Two oversized bright bedrooms, a full bathroom, walk in pantry and front living room, all with wood flooring, offering comfortable single level living, if desired. Second floor offers two oversized bedrooms, including spacious primary bedroom and large renovated full bathroom. |
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