Homes for Sale near Hillcrest Educational Center - Brookside

/46
$575,000
- 3 Beds
- 3 Baths
- 1,716 Sq Ft
190 Willow St, Lee, MA 01238

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

Kim Bergland RED HORSE REAL ESTATE, LLC

190 Willow St, Lee, MA 01238
/5
$150,000
- Land
- 1.96 Acres
- $76,530 per Acre
275 Mill River Southfield Rd, New Marlborough, MA 01230

A rare find, nearly 2 acres of flat land, ready for your dream home! Located in a peaceful setting with easy access to utilities, this property has already passed percolation testing and is fully prepared for construction. Whether you're looking to build now or invest for the future, this is a prime opportunity.

Adam Dingman BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

275 Mill River Southfield Rd, New Marlborough, MA 01230
/3
$349,000
- Land
- 73 Acres
- $4,782 per Acre
0 Lake Buel Rd, Great Barrington, MA 01230

Beautiful Building Site - 72.98 acres in Great Barrington. Gently sloping land abuts the Appalachian Trail and East Mountain State Forest. Shared driveway off Aberdeen Road in New Marlborough. Cleared spot with a partially built barn/workshop on site. Rough driveway in place. Tranquil spot for your dream home!

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

0 Lake Buel Rd, Great Barrington, MA 01230
/35
$520,000
- 3 Beds
- 2.5 Baths
- 1,922 Sq Ft
220 N Plain Rd, Great Barrington, MA 01230

An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

Martin Albert COMPASS MASSACHUSETTS , LLC GB

220 N Plain Rd, Great Barrington, MA 01230
/60
$2,699,000
- 5 Beds
- 4.5 Baths
- 4,468 Sq Ft
180 W Center Rd, West Stockbridge, MA 01266

Experience serene living at the end of a picturesque tree-lined driveway in a secluded family estate in the heart of West Stockbridge. Crafted as a berm home artfully built into the rolling hillside, this turnkey residence glows with natural light in its park-like setting. Ideal for both grand entertaining and quiet retreats, the multi-level home features over five bedrooms or flexible sleeping

Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

180 W Center Rd, West Stockbridge, MA 01266
/47
$1,750,000
- 5 Beds
- 3 Baths
- 2,808 Sq Ft
353 State Rd, Great Barrington, MA 01230

The Woodlands, A RARE OPPORTUNITY TO OWN YOUR OWN 74-ACRE PRIVATE SANCTUARY IN THE HEART OF GREAT BARRINGTON.This property abuts the Thomas & Palmer Brook preserve on three sides, is a two-minute drive to Ski Butternut and five minutes to dining and shopping in downtown Great Barrington. A picturesque pond flows into a babbling brook right outside of the large cathedral-ceiling primary suite's

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

353 State Rd, Great Barrington, MA 01230
/32
$695,000
- 5 Beds
- 2 Baths
- 2,060 Sq Ft
57 South St, Great Barrington, MA 01230

A charming historic home nestled in the heart of Great Barrington, moved to it's location from Main Street in 1858. This delightful detached residence boasts 2,060 square feet of living space across 10 rooms. The living area features a wood-burning fireplace and space for formal dining. The eat-in kitchen, complete with built-ins, adds character. With four bedrooms and two baths, there's ample

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

57 South St, Great Barrington, MA 01230
/40
$1,995,000
- 6 Beds
- 8 Baths
- 10,507 Sq Ft
14 Pine St, Stockbridge, MA 01262

Prime Owner-User/Investment Property in the heart of historic Stockbridge. Currently an Educational Facility with Retail, Office and Residential Units. Can be combined for Offices, Medical, Educational, Gallery, Apartments/Condos, or any use that demands a location in one of the most well known and loved towns in America. Fully upgraded mechanicals, large Parking facilities and Handicapped

Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

14 Pine St, Stockbridge, MA 01262
/12
$125,000
- Land
- 0.56 Acre
- $222,027 per Acre
Lot 1 Park St, Great Barrington, MA 01230

Downtown Great Barrington building lot boasting a sweet water feature, town water and sewer. Located at the top of a dead-end road and just across the street from Park Street Park, this is a perfect spot to build a downtown getaway. Water feature has been delineated. Come make this property your own!

Tony Segalla LANCE VERMEULEN RE, INC

Lot 1 Park St, Great Barrington, MA 01230
/69
$2,750,000
- 7 Beds
- 6 Baths
- 7,008 Sq Ft
300 Alcott Rd, Great Barrington, MA 01230

Great Barrington Compound! Custom built salt box home situated the end of a town dirt road on 32 acres. Bear Town State Forest abuts the property. Heated gunite pool and stunning view of Monument Mountain. Enjoy established gardens including an apple orchard, lilies, peonies, etc. Main house with living room, library, dining room, eat in kitchen, laundry, two powder rooms, attached two car

Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

300 Alcott Rd, Great Barrington, MA 01230
/25
$419,000
- 4 Beds
- 1 Bath
- 1,337 Sq Ft
153 State Rd, Great Barrington, MA 01230

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and

Lauren Rosen LANCE VERMEULEN RE, INC

153 State Rd, Great Barrington, MA 01230
/50
$460,000
- 2 Beds
- 2 Baths
- 1,647 Sq Ft
2 Wallace Rd Unit 2E, Stockbridge, MA 01262

Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening

Paula McLean PAULA MCLEAN REALTORS INC.

2 Wallace Rd Unit 2E, Stockbridge, MA 01262
/31
$349,000
- 2 Beds
- 2 Baths
- 1,792 Sq Ft
54 Division St, Great Barrington, MA 01230

This 1,792 sq. ft. newly renovated home is a blank canvas, awaiting your final touches! Major upgrades have already been made, including fresh paint, kitchen cabinets, and a renovated first-floor full bathroom. A brand-new septic system has also been installed, with most renovations nearly complete.What remains is the finishing work: the primary bathroom, flooring throughout the home, as well as

John Segalla HOUSATONIC REAL ESTATE

54 Division St, Great Barrington, MA 01230
/13
$850,000
- Land
- 23 Acres
- $37,379 per Acre
0 Lake Buel Rd, Great Barrington, MA 01230

Residential development opportunity! This expansive parcel offers potential for 17 building sites, ideally located just minutes from downtown Great Barrington and Butternut Ski Area. The property abuts the iconic Appalachian Trail, offering tranquil access to nature and recreation. Build a cul-de-sac community where residents can experience the best of the Berkshires--hiking, skiing, and vibrant

Tony Segalla LANCE VERMEULEN RE, INC

0 Lake Buel Rd, Great Barrington, MA 01230
/20
$1,229,000
- 4 Beds
- 4 Baths
- 2,322 Sq Ft
97 Brush Hill Rd, Great Barrington, MA 01230

Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

97 Brush Hill Rd, Great Barrington, MA 01230
/26
$699,000
- 4 Beds
- 2.5 Baths
- 2,340 Sq Ft
54 Egremont Plain Rd, Great Barrington, MA 01230

Great New England farmhouse with really nice views. Common rooms are amply sized and the kitchen great room is perfect for many different activities. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many extras - structural renovations in 2004, central air, in line generator, in ground pool, screened porch and so much charm. Nice 3.89 acre parcel with detached

Katie Williams STONE HOUSE PROPERTIES, LLC

54 Egremont Plain Rd, Great Barrington, MA 01230
/10
$549,000
- 4 Beds
- 2 Baths
- 2,076 Sq Ft
36 Egremont Plain Rd, Great Barrington, MA 01230

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. Gorgeous flowering crabapple

William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

36 Egremont Plain Rd, Great Barrington, MA 01230
/10
$485,000
- 3 Beds
- 2 Baths
- 1,479 Sq Ft
26 Manville St, Great Barrington, MA 01230

Modernized 3-bedroom 2-bathroom Cape home on quiet dead-end street located in a fantastic in town neighborhood. Recently renovated, the kitchen features granite countertops, subway tiles, modern fixtures, and wood floors. Downstairs offers a dining room with wood floors, large living room with wood burning fireplace, two bedrooms, and a full bathroom that boasts more of that classic black and

David Carlson FAIRGROUND REAL ESTATE, INC

26 Manville St, Great Barrington, MA 01230
/46
$650,000
- 3 Beds
- 2 Baths
- 2,066 Sq Ft
63 Division St, Great Barrington, MA 01230

Welcome to this beautifully updated home with frontage on the serene Williams River, just a short drive from downtown Great Barrington. Renovated in 2017, this home boasts modern convenience with cozy charm. Step inside to a bright, open kitchen featuring granite countertops, stainless steel appliances, a farmhouse sink, and Kraftmaid cabinetry. The first-floor primary suite offers peaceful

Tony Segalla LANCE VERMEULEN RE, INC

63 Division St, Great Barrington, MA 01230
/20
$435,000
- 3 Beds
- 1.5 Baths
- 1,772 Sq Ft
26 High St, Housatonic, MA 01236

This charming colonial home is located within walking distance of the quaint center of Housatonic Village. Situated just over the border in West Stockbridge where property taxes are more favorable. Originally constructed as one of the manager's homes for the local mills, this residence has wood floors & high ceilings creating a spacious atmosphere. The first floor features generous living room &

Molly Thomas COMPASS MASSACHUSETTS , LLC GB

26 High St, Housatonic, MA 01236
/25
$299,000
- 3 Beds
- 1.5 Baths
- 1,414 Sq Ft
39 Christian Hill Rd, Great Barrington, MA 01230

GREAT OPPORTUNITY FOR A SWEET FIXER-UPPER! A feel good house, that with some cosmetics, could be your happy home. So much potential, with wood floors, tall ceilings, front porch and a back deck over looking a lovely, private back yard. A good, solid house, renovation worthy. Not a drive by, interior has much to offer. Trail to Lake Mansfield and the town center within walking distance.

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

39 Christian Hill Rd, Great Barrington, MA 01230
/10
$295,000
- Land
- 25 Acres
- $11,697 per Acre
0 Glendale Rd Unit 245211, Stockbridge, MA 01262

Beautiful 25 Acres in Stockbridge. Stockbridge Bowl, Tanglewood, the villages of Stockbridge, Lenox, and Housatonic are all nearby. The property consists of two separate building lots - the south lot with 12.56 acres, and the north lot with 12.66 acres. Potential for mountain views from both lots with some clearing. At the top of the driveway of the north lot is a large flat area that offers

Sheila Thunfors STONE HOUSE PROPERTIES, LLC

0 Glendale Rd Unit 245211, Stockbridge, MA 01262
/40
$1,590,000
- 11 Beds
- 12.5 Baths
- 8,134 Sq Ft
518 Main St, Great Barrington, MA 01230

The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved

Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

518 Main St, Great Barrington, MA 01230
/85
$1,425,000
- 4 Beds
- 4.5 Baths
- 3,185 Sq Ft
124 Egremont Plain Rd, Great Barrington, MA 01230

This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite

Lawrence Reilly BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

124 Egremont Plain Rd, Great Barrington, MA 01230
/43
$1,890,000
- 5 Beds
- 4.5 Baths
- 6,000 Sq Ft
248 East Rd, West Stockbridge, MA 01266

A luxurious home on one of the most scenic roads in The Berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features Sub Zero appliances and a

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

248 East Rd, West Stockbridge, MA 01266
/23
$239,000
- Land
- 3.00 Acres
- $79,667 per Acre
6 Colonial Acres --, West Stockbridge, MA 01266

This lot offers a wonderful combination of privacy and open space without feeling secluded. Located on a private road at the rear of a cul-de-sac, this 3 acre parcel has been partially cleared and surveyed and with underground electricity in place, it's ready to go. The unique landscape would be ideal for a modern house with lots of glass to capture the natural views and vistas. Access from this

Lori Rose STONE HOUSE PROPERTIES, LLC

6 Colonial Acres --, West Stockbridge, MA 01266
/16
$315,000
- 2,950 Sq Ft
16 Depot St, Great Barrington, MA 01230

Prime Commercial / Residential / Multi-Family Space in Downtown Housatonic! A chance to create a central hub for commerce and discover the endless possibilities with a versatile commercial space. Spanning 2,950 square feet, this property offers a unique opportunity to breathe new life into the area and create a thriving business hub. Ready to be transformed into a cozy coffee shop, a vibrant meat

John Segalla HOUSATONIC REAL ESTATE

16 Depot St, Great Barrington, MA 01230
/25
$619,500
- 3 Beds
- 2 Baths
- 1,631 Sq Ft
28 Monument Valley Rd, Great Barrington, MA 01230

Classic family home in Great Barrington. 3 Bedroom 2 Bath on almost 2 acres. First floor large Primary bedroom, wrap around porch, deck and oversized heated garage with office space above. Enjoy the Berkshires with all it has to offer; Butternut ski area around the corner, schools, Tanglewood, theaters and restaurants all conveniently located nearby.

Mark Rosengren LANCE VERMEULEN RE, INC

28 Monument Valley Rd, Great Barrington, MA 01230
/66
$6,850,000
- 5 Beds
- 3.5 Baths
- 3,474 Sq Ft
77 Seekonk Cross Rd, Great Barrington, MA 01230

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

77 Seekonk Cross Rd, Great Barrington, MA 01230
/43
$725,000
- 7 Beds
- 6.5 Baths
- 3,684 Sq Ft
3 Lake Buel Rd, Great Barrington, MA 01230

Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane

Tony Segalla LANCE VERMEULEN RE, INC

3 Lake Buel Rd, Great Barrington, MA 01230
/63
$5,900,000
- 11 Beds
- 10 Baths
- 9,748 Sq Ft
25 W Sheffield Rd, Great Barrington, MA 01230

Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

Elyse Morris ELYSE HARNEY REAL ESTATE

25 W Sheffield Rd, Great Barrington, MA 01230
/3
$265,000
- Land
- 4.37 Acres
- $60,641 per Acre
162 Alford Rd, Great Barrington, MA 01230

BEAUTIFUL, PRIVATE LOT! Gently sloped and lightly wooded parcel awaits your thoughtful build. Bring your design to life at this private and convenient location. Electric has been brought to the site, perc test available. Seasonal views. Wonderful location with easy access to Great Barrington town center, shops, restaurants, hiking and skiing!

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

162 Alford Rd, Great Barrington, MA 01230
/17
$229,000
- Land
- 4.63 Acres
- $49,460 per Acre
0 Pixley Hill Rd, West Stockbridge, MA 01266

Great opportunity to build on Pixley Hill Road in the desirable town of West Stockbridge. Recently surveyed and perc'd, this lot is ready to go. This 4.6 acre parcel has stone walls, a gentle slope - perfect for a home design incorporating a walk out lower level - and direct access to the old rail bed walking trail that allows for gorgeous views of the Williams River. Private and Peaceful

Lori Rose STONE HOUSE PROPERTIES, LLC

0 Pixley Hill Rd, West Stockbridge, MA 01266
/15
$798,700
- 2 Beds
- 2 Baths
- 1,141 Sq Ft
148 Maple Ave Unit 28, Great Barrington, MA 01230

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

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

148 Maple Ave Unit 28, Great Barrington, MA 01230
/15
$753,200
- 2 Beds
- 2 Baths
- 1,076 Sq Ft
148 Maple Ave Unit 26, Great Barrington, MA 01230

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

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

148 Maple Ave Unit 26, Great Barrington, MA 01230
/15
$397,600
- 1 Bed
- 1 Bath
- 568 Sq Ft
148 Maple Ave Unit 12, Great Barrington, MA 01230

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

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

148 Maple Ave Unit 12, Great Barrington, MA 01230
/10
$265,000
- Land
- 1.42 Acres
- $186,097 per Acre
6 van Deusenville Rd, Great Barrington, MA 01230

Residential Development of 5 building sites. 3 just SOLD. This 1.4 acres lot is surrounded by rows of Norway Spruces, and ready to build a home with sunny views to Monument Mountain. 5 minutes into downtown Great Barrington. Drilled well already installed and excellent percolation test results. Adjacent lot 4 with 1.77 acres also available.

Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

6 van Deusenville Rd, Great Barrington, MA 01230
/6
$125,000
- Land
- 2.12 Acres
- $58,990 per Acre
46 Seekonk Rd, Great Barrington, MA 01230

LIGHTLY WOODED PRIVATE SETTING JUST 5 MINUTES TO MAIN STREET, GREAT BARRINGTON. Frontage on Seekonk Brook where you can take a dip. Roughed in driveway. Septic design for a three bedroom house. Drilled well. Electricity available. Most permits and approvals in place. The perfect spot to build a modest, but very cool house!

Tom Lynch COMPASS MASSACHUSETTS , LLC GB

46 Seekonk Rd, Great Barrington, MA 01230
/14
$250,000
- Land
- 1.98 Acres
- $126,262 per Acre
181 W Center Rd, West Stockbridge, MA 01266

Lots of preparation work went into this building lot with a handsome meadow and dramatic ledge formations with large pockets of cool ferns. Some western views and a north east field stone wall. Almost 2 acres. Old well in place. Excellent percolation test results with 1 inch per min. Curb cut. Ready to build.

Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

181 W Center Rd, West Stockbridge, MA 01266
/34
$589,000
- 4 Beds
- 4 Baths
- 5,044 Sq Ft
163 Front St, Great Barrington, MA 01230

Suzann Ward HOUSATONIC REAL ESTATE

163 Front St, Great Barrington, MA 01230

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