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Explore Similar Homes Within 10 Miles of Sandisfield, MA

  • /17

    $12,500 per month

    • 3 Beds
    • 2 Baths
    • 1,861 Sq Ft
    • House for Rent

    5 Beachwood Dr, Stockbridge, MA 01262

    Delightful, classic Berkshires summer cottage in the Beachwood enclave. Shares in gorgeous community beach at south end of the Stockbridge Bowl (Lake Mahkeenac.) Enjoy swimming, kayaking, etc. Minutes to Tanglewood and all the cultural delights of the Berkshires. 3BR including primary suite with bath. 1 Queen BR, 1 Br with double bunk beds. Fantastic large screened porch with dining. LR with

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 610-3637

    5 Beachwood Dr, Stockbridge, MA 01262
  • /34

    $1,500 - $1,800 per month

    Mill at Still River

    1 - 2 Beds

    101 Whiting St, Winsted, CT 06098

    By far the best place to live in Winsted, Connecticut. Turn of the century construction, every unit overlooks the beautiful Still River, our 700-1000 square-foot one and two bedroom interiors are bright and charming and feature exposed wood beams, 10-foot ceilings, oversized industrial windows, and exposed brick walls. We deliver nature at your door. Our community amenities include same-floor

    101 Whiting St, Winsted, CT 06098
  • /26

    $5,500 per month

    • 4 Beds
    • 2.5 Baths
    • 3,338 Sq Ft
    • House for Rent

    28 Dugway Rd, Falls Village, CT 06031

    SEASONAL RENTAL - LAKEVILLE ESTATE - October 1st - May 1st Experience the timeless elegance of this 1827 antique home on a spectacular 22-acre private estate. This sensational property blends historic charm with modern convenience in the coveted Lakeville/Lime Rock area. Throughout, you'll find ample windows providing radiant natural sunlight, and stunning, wide-plank hardwood floors that speaks

    Karen Grimaldi William Pitt Sotheby's Int'l

    28 Dugway Rd, Falls Village, CT 06031
  • /4

    $2,000 - $3,500 per month

    Mahaiwe Building

    1 - 3 Beds

    4 Castle St, Great Barrington, MA 01230

    4 Castle St, Great Barrington, MA 01230
  • /16

    $1,900 per month

    • 2 Beds
    • 1 Bath
    • 528 Sq Ft
    • House for Rent

    12 Charles St, Winsted, CT 06098

    Adorable two-bedroom cottage near Highland Lake available first week of October. Tile in kitchen, new lighting and gleaming hardwood living room floors. Washer/ Dryer in basement w/ plenty of storage. Spacious Enclosed mudroom/porch. Off street parking for 2 cars. Close to shops and restaurants. Requirements: Background/credit check, no eviction, one year lease and one month security.

    Jessica Chavez Turning Point Realty, LLC

    12 Charles St, Winsted, CT 06098
  • /2

    Call for Price

    Apartment for Rent

    1 Bed

    343 Main St, Great Barrington, MA 01230

    343 Main St, Great Barrington, MA 01230
  • /12

    $1,375 per month

    • 2 Beds
    • 1 Bath
    • 1,512 Sq Ft
    • House for Rent

    111 Rockwell St Unit 2, Winsted, CT 06098

    Bright and peaceful 2-bedroom, 1-bath second-floor apartment featuring a charming kitchen and a private deck. Conveniently located near downtown with off-street parking for one vehicle.

    Colin Murray Dorrance Realty

    111 Rockwell St Unit 2, Winsted, CT 06098
  • /48

    $2,900 per month

    • 1 - 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    1579 Pleasant St, South Lee, MA 01260

    Greek revival farmhouse built in 1815 on national historic registry...2min drive to Main St in Stockbridge, 5min drive to Main Street in Lee, 8min drive to Main Street in Lenox, 15min drive to GB. Easy commute to Fairview or BMC. Separate entrances for each unit. Separate Kitchens for each unit. Separate Laundry Machines (Washer/Dryer) for each unit in-unit.

    1579 Pleasant St, South Lee, MA 01260
  • /21

    $2,500 per month

    • 3 Beds
    • 1.5 Baths
    • 1,654 Sq Ft
    • House for Rent

    220 Walnut St, Winsted, CT 06098

    Lovingly updated and customized by a local artist, this home oozes charm. Exceptional character outside & inside. New, efficient natural gas heating system; new water heater. This home will be in demand; do not hesitate. Winstead is a beautiful community, boasting historic charm and beautiful scenery. Enjoy local businesses, arts, and local restaurants. It's all here. The best landlord is seeking

    Al Carbone Best Real Estate Agents

    220 Walnut St, Winsted, CT 06098
  • /48

    $3,600 per month

    • 1 - 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    1579 Pleasant St, South Lee, MA 01260

    Greek revival farmhouse built in 1815 on national historic registry...2min drive to Main St in Stockbridge, 5min drive to Main Street in Lee, 8min drive to Main Street in Lenox, 15min drive to GB. Easy commute to Fairview or BMC. Separate entrances for each unit. Separate Kitchens for each unit. Separate Laundry Machines (Washer/Dryer) for each unit in-unit.

    1579 Pleasant St, South Lee, MA 01260
  • /23

    $2,800 per month

    • 3 Beds
    • 1 Bath
    • 1,323 Sq Ft
    • House for Rent

    37 Greene Ave, Canaan, CT 06018

    This desirable, fully furnished 3-bedroom rental nestled in a quiet corner of Litchfield County is available this fall, September 1, 2025 - June 30, 2026, for an academic rental season. Bright and tastefully decorated, this home is a peaceful retreat offering comfortable country living. This home features a fully equipped, spacious kitchen, ideal for entertaining, cozy living, and dining areas

    Roberta Green Elyse Harney Real Estate

    37 Greene Ave, Canaan, CT 06018
  • /48

    $3,800 per month

    • 1 - 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    1579 Pleasant St, South Lee, MA 01260

    Greek revival farmhouse built in 1815 on national historic registry...2min drive to Main St in Stockbridge, 5min drive to Main Street in Lee, 8min drive to Main Street in Lenox, 15min drive to GB. Easy commute to Fairview or BMC. Separate entrances for each unit. Separate Kitchens for each unit. Separate Laundry Machines (Washer/Dryer) for each unit in-unit.

    1579 Pleasant St, South Lee, MA 01260
  • /3

    $1,395 per month

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft
    • House for Rent

    154 Wallens St Unit 1, Winsted, CT 06098

    Bright and sunny 2-bedroom, 1st floor apartment, located close to town. This spacious unit features a large living room and kitchen, and separate dining area. Washer/dryer can be provided for an extra $75 per month. Pets considered, and a background and credit check are required.

    Amanda Balaski Northwest CT Realty

    154 Wallens St Unit 1, Winsted, CT 06098
  • /4

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 130 Sq Ft
    • House for Rent

    177 Laurel St, Lee, MA 01238

    Located in Lee, is this 2BR, 1 Bath, duplex home, with updated bathroom tile floor, hardwood and laminated flooring throughout, freshly painted. No smoking 1st and last references and credit check

    177 Laurel St, Lee, MA 01238
  • /19

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,406 Sq Ft
    • House for Rent

    104 Sunset Ridge Rd Unit 110, Norfolk, CT 06058

    This furnished 3-bedroom rental in Norfolk, CT, is located near the village center and town amenities. Tobey Pond Beach is also nearby, offering a great spot for swimming and relaxation. Additionally, the Norfolk Country Club provides opportunities for golf and social events. The surrounding area, with its beautiful farmland and friendly neighborhood feel, makes this rental an inviting place to

    Roberta Green Elyse Harney Real Estate

    104 Sunset Ridge Rd Unit 110, Norfolk, CT 06058
  • /9

    $1,800 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    145 Worthington Rd Unit 2 bed with washer n dryer, Huntington, MA 01050

    You have here a nicely updated LARGE 2 BEDROOM unit in a 2 family with HARDWOOD FLOORS and carpet in the bedrooms. Kitchen is equipment with a FRIDGE, MICROWAVE, and a OVEN. Also a washer and dryer in your LARGE bathroom. Plently of storage. In the summer, you'll enjoy the PORCH. Plenty of pivet parking. Utilities are included(big savings). Convenient Location - Close to Huntington downtown,

    145 Worthington Rd Unit 2 bed with washer n dryer, Huntington, MA 01050
  • /7

    $1,000 per month

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft
    • Apartment for Rent

    100 Holabird Ave, Winchester, CT 06098

    1 Bedroom apartment located close to downtown Winsted. Within walking distant to Main Street, Shops, and laundromat. Come take a look! Credit/back ground check to be preformed by listing office. No Pets

    Austin Brochu Sullivan Real Estate Inc

    100 Holabird Ave, Winchester, CT 06098
  • /33

    $2,925 per month

    • 4 Beds
    • 3 Baths
    • 2,452 Sq Ft
    • House for Rent

    84 Eastwood Dr, East Hartland, CT 06027

    84 Eastwood Dr, East Hartland, CT 060274 Bed, 3 bath single family homeRent: $2,925. No utilities included.First month rent + 1.5 to 2 month security deposit required to move in. Security deposit based on income and credit.Pets considered on a case by case basis. Pet fee may apply. Welcome to this bright and inviting 4-bedroom, 2-bathroom home offering over 2,450 sq. ft.

    84 Eastwood Dr, East Hartland, CT 06027
  • /23

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 1,168 Sq Ft
    • House for Rent

    11 Raymond Ave, Canaan, CT 06018

    Located down a quiet country road on the border of North Canaan and Salisbury, this meticulously maintained 2-bedroom Cape is available for annual lease. Pull into the covered carport and enter through the mudroom, complete with generous storage and a dedicated laundry area. The open kitchen offers a new dishwasher, ample space for a dining table, and features large sliding glass doors that lead

    Brierley Hannan William Pitt Sotheby's Int'l

    11 Raymond Ave, Canaan, CT 06018
  • /11

    $1,450 per month

    Litchfield Heights

    2 Beds

    15 Mountain View Terrace, Winsted, CT 06098

    Litchfield Heights Apartments is nestled quietly in the greenery of the Berkshires. We are situated close to the border of Massachusetts with easy access from Routes 8 & 44. We offer generously sized 1 bedroom flats, and 2 or 3 bedroom Townhouse. Enjoy the ease of maintenance free living when you make Litchfield Heights Apartments your home. Call Litchfield Heights Apartments today for further

    15 Mountain View Terrace, Winsted, CT 06098
  • /9

    $1,275 per month

    • 2 Beds
    • 1 Bath
    • 1,512 Sq Ft
    • House for Rent

    111 Rockwell St Unit 1st Floor, Winsted, CT 06098

    Charming 2-bedroom, 1-bath unit located in a quiet Winsted neighborhood on a spacious corner lot. This home features a well-appointed kitchen with ample cabinet space, a cozy island, and updated appliances. The unit includes beautiful hardwood floors throughout the living spaces and large windows that fill the rooms with natural light. Outside, enjoy a private entrance and a shared green space.

    Colin Murray Dorrance Realty

    111 Rockwell St Unit 1st Floor, Winsted, CT 06098
  • /20

    $1,150 - $1,450 per month

    Gilbert Clock Apartments

    Studio - 2 Beds

    13 Wallens St, Winsted, CT 06098

    At Gilbert Clock Apartments , our designer-inspired amenities set us apart from the competition. We pride ourselves on providing top-quality apartments outfitted with the everyday amenities you expect as well as luxury amenities to delight your senses and enhance your modern life. Indulge your culinary instincts in your state-of-the-art kitchen, furnished with Beautiful and energy-efficient

    13 Wallens St, Winsted, CT 06098
  • /9

    $850 per month

    • 1 Bed
    • 1 Bath
    • 625 Sq Ft
    • Apartment for Rent

    14 Gay St, Winsted, CT 06098

    First floor one bedroom apartment with off street parking for one car. First month's rent and two month's security if applicable. One year lease required. Walk to shopping, library and restaurants. Great location!

    David Sartirana Northwest CT Realty

    14 Gay St, Winsted, CT 06098
  • /10

    $1,275 per month

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft
    • Condo for Rent

    111 Rockwell St, Winchester, CT 06098

    Welcome to this charming rental opportunity in the beautiful Winsted district of Winchester, CT. This property offers a comfortable living space perfect for anyone looking to enjoy the nearby amenities and tranquility of the area.Key Property Features include spacious bedrooms and bathroom, offering a welcoming atmosphere for relaxation and privacy. Although specific details on floor area

    111 Rockwell St, Winchester, CT 06098
  • /27

    $3,400 per month

    • 3 Beds
    • 2.5 Baths
    • 2,120 Sq Ft
    • House for Rent

    41 Loon Meadow Dr, Norfolk, CT 06058

    Tucked away on over 20+ private acres of open meadows and mature woodlands, this beautifully updated farmhouse offers a rare blend of timeless charm and modern amenities in an idyllic country setting. This turnkey farmhouse is ideal for anyone seeking space, privacy, and peaceful views in a rural retreat. Inside, the home features warm hardwood floors throughout, a welcoming wood-burning

    Tracy Macgowan Elyse Harney Real Estate

    41 Loon Meadow Dr, Norfolk, CT 06058
  • /24

    $1,650 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    23 Wetmore Ave Unit 2, Winsted, CT 06098

    Available 8-1-25. Immaculate second floor unit, recently renovated, super clean and bright. Quiet second floor, spacious layout. 2 bedroom, hardwood floors and tile throughout. Pet may be considered. Washer and Dryer in unit. All newer appliances, gas range. Off street parking. Private enclosed second floor back porch and private enclosed front porch. Small water and sewer fee per person.

    Suzie Larson Turning Point Realty, LLC

    23 Wetmore Ave Unit 2, Winsted, CT 06098
  • /19

    $3,300 per month

    • 1 Bed
    • 1.5 Baths
    • 1,900 Sq Ft
    • House for Rent

    174 Weatogue Rd, Salisbury, CT 06068

    Enjoy a unique retreat at the Lodge! This fully furnished rental boasts a large open floor plan that includes kitchen/dining area, seating area in front of large stone fireplace, sleigh bed, tv area and a beautiful custom bar. One full bath and one half bath. Plenty of space for a gathering or just a few. Vacation at the Lodge and enjoy the beauty of the Northwest Corner of Connecticut.

    Wendy Eichman Raynard & Peirce Realty,LLC

    174 Weatogue Rd, Salisbury, CT 06068
  • /19

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 834 Sq Ft
    • Townhouse for Rent

    141 Boyd St, Winchester, CT 06098

    Stop by and check out this charming duplex style rental close to the highland beach public boat launch and Holland beach . You can buy a beach pass at Townhall for lots of summer fun . This unit features a covered front porch that enters you into a cozy living room with recessed lighting , wood floors and a fireplace mantel . The kitchen has been remodeled with stainless appliances, refrigerator,

    Mary Mary LeBlanc Realty

    141 Boyd St, Winchester, CT 06098
  • /36

    $17 per month

    • 2 Baths
    • 2,490 Sq Ft
    • Property for Rent

    789 Main St, Great Barrington, MA 01230

    An updated commercial condo in a prime location! This versatile space features flexible layout options, and abundant natural light--ideal for office, retail, or professional use. Situated in a high-traffic area with excellent visibility and easy access to major roads and public transit. Perfect for businesses seeking a polished, move-in-ready space in a thriving commercial hub.

    Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    789 Main St, Great Barrington, MA 01230
  • /12

    $2,300 per month

    • 3 Beds
    • 1.5 Baths
    • 1,165 Sq Ft
    • Apartment for Rent

    125 Center St Unit 2, Lee, MA 01238

    Available Immediately! Second floor apartment. Three bedroom with a full bathroom and a half bathroom. In unit washer and dryer. The house is equipped with generator so you never have to worry about power outages again. Pets negotiable. First, last and security due at signing. Employment verification, background check, credit check and references required.

    Timothy Dunn Venture

    125 Center St Unit 2, Lee, MA 01238
  • /16

    $3,900 per month

    • 0.5 Baths
    • 1,100 Sq Ft
    • Property for Rent

    38 Railroad St, Great Barrington, MA 01230

    Seize the opportunity to establish your business in the vibrant heart of Great Barrington. Located on bustling Railroad Street, this retail space has been the home of a successful art supply store for many years, making it a proven location for success. Offering approximately 1,100 square feet of versatile retail space, with additional storage on the lower level, this storefront is perfectly

    Tony Segalla LANCE VERMEULEN RE, INC

    38 Railroad St, Great Barrington, MA 01230
  • /33

    $9,000 per month

    • 3 Baths
    • 2,200 Sq Ft
    • Property for Rent

    42/44 Railroad St, Great Barrington, MA 01230

    An incredible opportunity awaits in the heart of downtown Great Barrington. This 2,200 square foot space in a historic building features high ceilings, wood floors, a large commercial kitchen, and basement storage. An overhead garage-style door opens from the bar area onto the street, creating an ideal setup for vibrant, street-side dining. Indoor and outdoor seating areas maximize the potential

    Tony Segalla LANCE VERMEULEN RE, INC

    42/44 Railroad St, Great Barrington, MA 01230
  • /15

    $7,000 per month

    • 6 Beds
    • 3 Baths
    • 3,144 Sq Ft
    • House for Rent

    264 Twin Lakes Rd, Salisbury, CT 06068

    Available: May 26, 2025 through September 30, 2025 - Twin Lakes Lodge - Twin Lakes Lodge is a Landmark building located next to O'Hara's Marina. Features of this rental include a primary suite on the first and second floor, living room with a wood burning fireplace and a recently renovated kitchen. Enjoy entertaining or relaxing on the wrap around porch there is also a boat slip available to use

    KATHLEEN DEVANEY Elyse Harney Real Estate

    264 Twin Lakes Rd, Salisbury, CT 06068
  • /15

    $1,950 per month

    • 0.5 Baths
    • 2,000 Sq Ft
    • Property for Rent

    490 Main St, Great Barrington, MA 01230

    Second floor office space in a high-traffic location. Currently configured with three offices, a conference room, reception area, and half bath. This space also has air conditioning, forced air heat, and its own electric meter. Ample off-street parking available.

    Lance Vermeulen LANCE VERMEULEN RE, INC

    490 Main St, Great Barrington, MA 01230
  • /20

    $1,800 per month

    • 1.5 Baths
    • 1,920 Sq Ft
    • Property for Rent

    236 Main St, Lee, MA 01238

    Prime location located on Main St. in Downtown Lee within a short walking distance to new EAGLE MILL development project with a total of 135 new housing units. This turnkey unit has been designed and used as a restaurant, deli and sandwich shop and has seating for 12 with parking in front and behind the building. Highly visible centrally located to serve the business and residential community.

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    236 Main St, Lee, MA 01238
  • /11

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Townhouse for Rent

    188 E Lake St, Winsted, CT 06098

    Welcome to our beautiful lakeside apartment! 2 bedroom/1 Bath. Situated on the picturesque shores of Highland Lake, this fully renovated and furnished apartment offers stunning views and serenity. The apartment features a spacious living area, a fully equipped kitchen, huge primary bedroom with lake views, dedicated office space and in unit laundry. Whether you are looking for a peaceful

    Annie Simard LPT Realty

    188 E Lake St, Winsted, CT 06098
  • /33

    $18 per month

    • 2 Baths
    • 4,103 Sq Ft
    • Property for Rent

    34 Bridge St, Great Barrington, MA 01230

    Huge price adjustment! One of the most successful locations in Downtown Barrington! Located just one block off the vibrant Main St. and positioned to take advantage the ample foot and vehicle traffic in arguably the most recognizable location in South County. Share the same building as the iconic Berkshire Food Co-op. Four office/retail/studio spaces available. Ample free off-street parking as

    Anthony Blair STONE HOUSE PROPERTIES, LLC

    34 Bridge St, Great Barrington, MA 01230
  • /15

    $13,000 per month

    • 4 Beds
    • 3 Baths
    • 2,167 Sq Ft
    • House for Rent

    Unlisted Address

    Charming Twin Lakes Lakefront Retreat Nestled along the serene shores of Washining Lake, this beautiful 4 bedroom, 3 bath home offers a tranquil retreat for those seeking relaxation and natural beauty. With its spacious interior and breathtaking views, this rental property promises an unforgettable experience. This lake home is the perfect place to create lasting memories. Whether you seek a

    TAMI REID Northwest CT Realty

    Unlisted Address
  • /7

    $1,495 per month

    • 1 Bath
    • 365 Sq Ft
    • Property for Rent

    313 Main St, Great Barrington, MA 01230

    The Berkshire Block on Main Street in Great Barrington has been recently renovated and still has beautiful office spaces available for lease on the second and third floor. Office sizes range from 254 SF to 589 SF, choice of flooring, and can be furnished. Prices start at $975/month. The spaces offer elevator access, fiber internet, common reception area, conference room and restrooms. Private

    Tony Segalla LANCE VERMEULEN RE, INC

    313 Main St, Great Barrington, MA 01230
  • /7

    $1,250 per month

    • 1 Bath
    • 589 Sq Ft
    • Property for Rent

    313 Main St, Great Barrington, MA 01230

    The Berkshire Block on Main Street in Great Barrington has been recently renovated and still has beautiful office spaces available for lease on the second and third floor. Office sizes range from 254 SF to 589 SF, choice of flooring, and can be furnished. Prices start at $975/month. The spaces offer elevator access, fiber internet, common reception area, conference room and restrooms. Private

    Tony Segalla LANCE VERMEULEN RE, INC

    313 Main St, Great Barrington, MA 01230

Why Live in Sandisfield

Sandisfield, Massachusetts, is a woodland retreat in the southern Berkshires, attracting residents from large coastal cities like Boston and Manhattan due to its accessibility and natural beauty. The area features large, contemporary cabins, 1800s farmhouses, and private lakefront communities, maintaining a rural woodland atmosphere. Popular community options like Otis Woodlands offer amenities such as a private lake, beach, clubhouse, pickleball courts, and trails. Outdoor activities are abundant, with miles of trails in Sandisfield State Forest and popular spots like Clam River Reserve and Spectacle Ponds for hiking, paddling, and fishing. The area has minimal commercial activity, with local farm shops and the historic New Boston Inn providing dining and shopping options. For more extensive shopping, residents travel to nearby towns like Great Barrington and Lee, located 15 to 20 miles away. Farmington River Elementary, located about 10 miles north in Otis, is a highly rated school serving kindergarten through sixth grade. Middle and high school students often attend Southern Berkshire Public Schools, including Mount Everett Junior and Senior High in Sheffield. Sandisfield is approximately 120 miles from Boston and 135 miles from Manhattan, making it a convenient seasonal retreat. The nearest healthcare facility is Fairview Hospital in Great Barrington, about 15 miles west.

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