Massachusetts Homes for Sale with In-Law Suite

/40
$675,000
- 4 Beds
- 3 Baths
- 2,544 Sq Ft
18 Douglas Dr, Ayer, MA 01432

This charming saltbox-style home offers space, comfort, and endless possibilities. Wide plank floors and exposed beams create warmth, while its location at the end of a quiet cul-de-sac provides peace and privacy. The dining and living rooms, anchored by a wood stove, are perfect for gatherings, and the country kitchen features granite countertops and a custom pantry. A first-floor bedroom with

Sharie Warila

Keller Williams Realty Boston Northwest

(978) 691-9401

18 Douglas Dr, Ayer, MA 01432
/42
$2,799,900
- 6 Beds
- 5.5 Baths
- 4,531 Sq Ft
24 Deering Ave, Lexington, MA 02421

New constriction by one of Lexington's top builders. This house in the highly desired Hastings School district with refined design & top-tier materials are evident throughout, offering a sophisticated & comfortable living experience. The FR is a grand space designed for both relaxation & entertainment, showcasing a fireplace that serves as a focal point, inviting cozy gatherings. The coffered

Robert Cohen

Coldwell Banker Realty - Lexington

(339) 217-5608

24 Deering Ave, Lexington, MA 02421
/38
$775,000
- 4 Beds
- 2.5 Baths
- 1,934 Sq Ft
20 Doral Dr, North Chelmsford, MA 01863

Welcome to this expansive ranch-style home offering over 1,900 square feet of versatile living space in one of Chelmsford’s most desirable neighborhoods. Thoughtfully designed, the residence features ten rooms, including a warm, fireplaced living room, four spacious bedrooms, and two and a half baths. A highlight of the property is the handicap-accessible in-law suite with its own private

Kelly Espinola

Keller Williams Realty-Merrimack

(351) 777-8292

20 Doral Dr, North Chelmsford, MA 01863
/50
$845,000
- 4 Beds
- 3.5 Baths
- 2,955 Sq Ft
9 Castle Hill Rd, Stockbridge, MA 01262

Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown.The main house has been thoughtfully renovated,

Selina Lamb

BIRCH PROPERTIES

(413) 269-8632

9 Castle Hill Rd, Stockbridge, MA 01262
/64
$3,250,000
- 6 Beds
- 5.5 Baths
- 4,681 Sq Ft
1333 Norfolk Rd, Southfield, MA 01259

Set on 11 enchanting acres in the pastoral town of New Marlborough, Massachusetts, this exceptional Berkshires estate offers a rare convergence of architectural refinement, natural splendor, and modern luxury. Designed by an architect and originally built in 1984, the main house, guest house, and pool house were all fully renovated in early 2025 to create a cohesive, contemporary compound with

Selina Lamb

BIRCH PROPERTIES

(413) 327-9228

1333 Norfolk Rd, Southfield, MA 01259
/32
$629,900
- 4 Beds
- 3 Baths
- 2,366 Sq Ft
21 Davis Rd, Westminster, MA 01473

This stunning 4-bedroom, 3-bath residence captures the essence of modern architecture! Completely renovated down to its core, it offers the excellence and atmosphere of a new build. The first floor features elegant hardwood flooring, soaring cathedral ceilings in both the living area and the kitchen, and a contemporary kitchen outfitted with stainless steel appliances. In the heart of the living

Matthew Straight Coldwell Banker Realty - Leominster

21 Davis Rd, Westminster, MA 01473
/84
$4,995,000
- 5 Beds
- 5.5 Baths
- 5,002 Sq Ft
764 E Hill Rd, New Marlborough, MA 01230

WHERE THE WORLD FALLS AWAYAt the top of East Hill Road in the Southern Berkshires, East Hill Farm stretches out over 227 acres of unspoiled beauty: forest, meadow, pond, pasture, and sky . One of the most storied and visually captivating estates in the region, it offers not just land, but peace. Not just privacy, but purpose.At its heart stands a 1798 Federal home, built when John Adams was

Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

764 E Hill Rd, New Marlborough, MA 01230
/71
$5,650,000
- 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

Lauren Molk ELYSE HARNEY REAL ESTATE

25 W Sheffield Rd, Great Barrington, MA 01230
/42
$550,000
- 6 Beds
- 4 Baths
- 2,001 Sq Ft
20 School St, Rehoboth, MA 02769

Welcome to this charming Rehoboth property offering both space and versatility. The main house features a spacious living room with a cozy fireplace and custom built-ins, leading into an open kitchen and dining area. The kitchen is equipped with stainless steel appliances, granite countertops, and generous cabinet space. The light-filled dining room offers access to the deck and includes a unique

Alysandra Nemeth Redfin Corp.

20 School St, Rehoboth, MA 02769
/41
$3,000,000
- 5 Beds
- 7 Baths
- 8,038 Sq Ft
2 Bridle Path, Lynnfield, MA 01940

**FIRST OPEN HOUSES SUNDAY 12:00-1:30* *Exceptional Value! Recently refined price this property presents a rare opportunity to own Lynnfield's most compelling luxury home per square foot value - where every detail reflects elevated living at an extraordinary new value defined. Located on a private Cul de Sac and Set on 1.4 acres of beautiful manicured grounds this Impressive young Colonial has

David Divecchia Berkshire Hathaway HomeServices Commonwealth Real Estate

2 Bridle Path, Lynnfield, MA 01940
/34
$639,900
- 6 Beds
- 6 Baths
- 4,151 Sq Ft
474 Townsend St, Fitchburg, MA 01420

IN-LAW SUITE!! Spacious and full of character, this Cape-style home offers the perfect mix of charm and function. The home features 6 bedrooms, FOUR full baths, and 2 half baths, offering plenty of room for everyone. Inside, enjoy generous room sizes and a versatile layout that fits a variety of lifestyles. Set on a large, flat yard ideal for entertaining, gardening, or relaxing, Boasting fresh

The Zur Attias Team The Attias Group, LLC

474 Townsend St, Fitchburg, MA 01420
/34
$2,183,000
- 6 Beds
- 6.5 Baths
- 4,083 Sq Ft
321 Albemarle Rd, Newtonville, MA 02460

A rare, 2025 gut-renovated home, where history meets modern luxury. Nestled in the vibrant heart of Newtonville, this home puts you at the center of it all, with top-tier schools, parks, grocery stores, and charming shops just moments away. 6br/6.5baths. Every inch has been expertly crafted to exceed modern standards, from the quiet of sound-insulated ceilings to the luxury of an en-suite bath

Masha Senderovich Keller Williams Realty

321 Albemarle Rd, Newtonville, MA 02460
/42
$1,150,000
- 4 Beds
- 3 Baths
- 4,445 Sq Ft
25 Dukes Brook Rd, Plympton, MA 02367

Imagine the lifestyle, waking up to these views everyday! Located at the end of cul-de-sac, the privately situated home, also has income potential with the attached in-law. This home has unique details throughout- exposed brick, pocket French doors, multiple fireplaces, home office with separate entrance, and so much more! Nature lovers will appreciate this unique setting- views and direct access

Jean Cohen Engel & Völkers , South Shore

25 Dukes Brook Rd, Plympton, MA 02367
/63
$889,900
- 5 Beds
- 3.5 Baths
- 3,370 Sq Ft
5 Crofut St, Pittsfield, MA 01201

Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

5 Crofut St, Pittsfield, MA 01201
/38
$1,199,000
- 4 Beds
- 3.5 Baths
- 3,504 Sq Ft
10 Haymeadow Rd, Boxford, MA 01921

Impressive Colonial with a bright, private in-law apartment in a sought-after neighborhood! A welcoming two-story foyer opens to an airy main level with an open-concept kitchen, casual dining area, and family room featuring a vaulted ceiling and stunning stone-faced gas fireplace. The front-to-back living/dining room has plenty of room to entertain family and friends. Arched windows provide

Dennis Marks Keller Williams Realty Evolution

10 Haymeadow Rd, Boxford, MA 01921
/42
$1,395,000
- 6 Beds
- 8 Baths
- 5,458 Sq Ft
166 High St, Danvers, MA 01923

Welcome to the Captain Samuel Fowler Estate (1810), a nationally registered Federal Period masterpiece with four grand entrances. Discover large rooms, soaring ceilings, wainscoting, chair rails, window seats, moldings, nine fireplaces, all seamlessly integrated with modern amenities. This former historic museum offers potential for adaptive reuse under progressive zoning, a legal three-family

Julie Sagan Sagan Harborside Sotheby's International Realty

166 High St, Danvers, MA 01923
/66
$1,395,000
- 4 Beds
- 4.5 Baths
- 3,185 Sq Ft
124 Egremont Plain Rd, Great Barrington, MA 01230

This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain

Lawrence Reilly THE KINDERHOOK GROUP

124 Egremont Plain Rd, Great Barrington, MA 01230
/42
$2,220,000
- 6 Beds
- 4.5 Baths
- 5,272 Sq Ft
83 Winter St, Lexington, MA 02420

Stunning renovated open-concept Colonial with 6 bedrooms and 4.5 baths designed for modern living. Enjoy breathtaking views, a formal dining room and a chef’s kitchen with Thermador appliances, quartz countertops, breakfast nook and coffee bar. The massive primary suite features a gas fireplace, walk-in closet, en suite bath with curbless shower and heated floor, plus expansive windows

Ryan Will 360 Realty LLC

83 Winter St, Lexington, MA 02420
/55
$599,000
- 3 Beds
- 3 Baths
- 2,295 Sq Ft
86 E Main St, Stockbridge, MA 01262

Prime location just a short distance to Stockbridge Village, Tangelwood, Berkshire Theatre Group and many more cultural attractions here in the beautiful Berkshires. Sprawling backyard with Housatonic River views. Open common spaces with ample space, exposed beams, character and wood flooring. The second level offers two bedrooms, full bath, large landing flex space and office/sitting area.

Cortney Dupont COHEN & WHITE ASSOCIATES

86 E Main St, Stockbridge, MA 01262
/47
$1,250,000
- 4 Beds
- 3 Baths
- 2,686 Sq Ft
24 Baldwin Hill Rd E, Egremont, MA 01230

Located on one of Egremont's most picturesque roads, this beautifully designed contemporary home offers panoramic views from nearly every room. Set in a low-tax town just minutes from Great Barrington, this home is private, comfortable and versatile. The main house has perfect flow, great scale rooms, tons of light, a beautiful stone fireplace, custom Kitchen, and the prettiest of outdoor spaces.

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

24 Baldwin Hill Rd E, Egremont, MA 01230
/25
$3,200,000
- 2 Beds
- 2.5 Baths
- 1,956 Sq Ft
165 Kemble St Unit 5, Lenox, MA 01240

A Rare South-Facing Retreat at The Residences at Canyon RanchNestled within the serene, world-renowned Canyon Ranch Lenox campus, this two-bedroom, two-and-a-half-bath end unit is a rare offering--south-facing, luminous, and among the most private of its kind. More than a residence, it is an invitation to a life of balance, wellness, and quiet sophistication in the cultural heart of the

Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

165 Kemble St Unit 5, Lenox, MA 01240
/35
$499,000
- 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
/42
$589,900
- 4 Beds
- 2 Baths
- 2,128 Sq Ft
830 Massachusetts Ave, Lunenburg, MA 01462

BUYER LOST FINANCING beautifully maintained colonial welcomes you w/ an inviting enclosed front porch & a large foyer that sets the tone for the character throughout. The spacious living room features a fireplace, while the formal dining room offers a built-in window seat and hardwoods. The first floor includes a potential in-law apartment with its own private entry, bedroom, living room,

Lynn Walsh Coldwell Banker Realty - Leominster

830 Massachusetts Ave, Lunenburg, MA 01462
/42
$1,299,000
- 4 Beds
- 2.5 Baths
- 3,034 Sq Ft
62 Teakettle Ln, Duxbury, MA 02332

Nestled on a picturesque .93-acre lot, this exceptional property offers a rare blend of space, versatility, and character. The home’s standout feature is the private ADU/in-law/guest quarters, a spacious 1-bedroom, 2 levels (1,260 sf) w full kitchen designed for extended family, visitors, or even rental potential. Thoughtfully designed and seamlessly connected to the main residence by a

Liz Bone Team South Shore Sotheby's International Realty

62 Teakettle Ln, Duxbury, MA 02332
/42
$1,995,000
- 6 Beds
- 7 Baths
- 10,643 Sq Ft
6 Hilltop Park, Wilbraham, MA 01095

Nestled within Wilbraham’s finest neighborhood of Hilltop Park, this single-owner, custom-built French Colonial masterpiece boasts more than 10,000 sqft of elegant living, with 6 bedrooms, 4 full baths, 3 half baths, 2 laundry rooms, 4+ oversized garage bays & an in-law suite. Design excellence abounds w/the 20-ft Great Room ceiling, Library's African mahogany built-ins, 4 turned staircases, 4

Turnberg & Swallow Team Coldwell Banker Realty - Western MA

6 Hilltop Park, Wilbraham, MA 01095
/4
$1,189,000
- 4 Beds
- 3.5 Baths
- 2,569 Sq Ft
26 Cliff St, Plymouth, MA 02360

Chiltonville New Construction! Ideally located to all Chiltonville and Plymouth has to offer....2 miles to historic Plymouth Waterfront, .8 of a mile to Plymouth's Long Beach and a short, sun filled stroll to Bramhalls, Eel River Beach Club and Plymouth Pawtuxet Museum. This new home offers a composite front porch entering into a light and airy 2 story open foyer, 3 bedrooms, 2.5 baths, full 1

Mary Schenider Schneider Realty & Associates

26 Cliff St, Plymouth, MA 02360
/30
$7,995,000
- 8 Beds
- 9 Baths
- 9,662 Sq Ft
200 Pond Rd, Wellesley, MA 02482

Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning architectural detail. Inside the grand home boasts a two story foyer with a sweeping bridal

Meghan Sutherland MGS Group Real Estate LTD - Wellesley

200 Pond Rd, Wellesley, MA 02482
/41
$895,000
- 5 Beds
- 3.5 Baths
- 3,936 Sq Ft
285 Lower Hampden Rd, Monson, MA 01057

Beautiful Multi-generational living space or share with friends, this home has a beautiful in-law apartment in addition to the main home's 4 bedrooms all set on over 20 acres! Beautiful, light and open living space throughout the main floor featuring gleaming hardwood floors and a gorgeous fireplace welcome you home. Enjoy the indoor pool year round, as well as the many outdoor seating areas, 2

Michelle Bryans William Raveis R.E. & Home Services

285 Lower Hampden Rd, Monson, MA 01057
/41
$4,799,000
- 7 Beds
- 5.5 Baths
- 5,500 Sq Ft
89 University Rd, Brookline, MA 02445

Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with

Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

89 University Rd, Brookline, MA 02445
/39
$1,699,900
- 5 Beds
- 4 Baths
- 3,866 Sq Ft
144 Quincy Ave, Winthrop, MA 02152

Welcome to the Highlands, Winthrop’s most coveted neighborhood where modern design meets sweeping Boston views. This renovated home rises high on the hill with sunlit interiors, wide white oak floors, and timeless details throughout. The main level offers an open layout with a living room and fireplace, Thermador-Pro kitchen with island, beverage bar, and pantry, plus a dining area that opens to

Leighann Eruzione Lantern Residential

144 Quincy Ave, Winthrop, MA 02152
/41
$874,000
- 4 Beds
- 4.5 Baths
- 4,707 Sq Ft
73 Sherwood Ln, Raynham, MA 02767

Welcome to this exceptionally charming Raynham home! This spacious 5-bedroom, 4.5-bathroom home is thoughtfully designed for multi-generational living and offers comfort, style, and flexibility at every turn. The first floor showcases an elegant open-concept layout—perfect for entertaining—with refined finishes and a natural flow. Upstairs, you’ll find three bedrooms, including a luxurious

Viktor Ryan The Neighborhood Realty Group

73 Sherwood Ln, Raynham, MA 02767
/34
$829,900
- 5 Beds
- 3.5 Baths
- 3,423 Sq Ft
111 Northwest Rd, Spencer, MA 01562

Country living to enjoy your animals. Home features a Open & Airy In-law or ADU loft over the garage 700 sq. ft. Flexible floor plan for entertaining and relaxing. A fantastic screened porch to enjoy. This home is spacious and perfect for the large family or multigeneration living while maintaining separate spaces for privacy. Optional 1st floor bedroom or home office. Convenient full bath on the

Sandra Bedford Century 21 North East

111 Northwest Rd, Spencer, MA 01562
/22
$595,000
- 4 Beds
- 2 Baths
- 3,040 Sq Ft
664 Stafford St, Rochdale, MA 01542

Versatile single-family ranch currently being used as two residential units, offering great flexibility for multigenerational living or income potential. Easily convert back to single.A long-term month-to-month tenant is already in place. The property features an oversized garage with a full second-floor workshop that can be finished for additional living or hobby space. The lower level includes

Robin Delaney Robin Delaney Real Estate

664 Stafford St, Rochdale, MA 01542
/53
$3,750,000
- 4 Beds
- 3.5 Baths
- 3,225 Sq Ft
40 E Alford Rd, West Stockbridge, MA 01266

Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living

Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

40 E Alford Rd, West Stockbridge, MA 01266
/46
$1,500,000
- 7 Beds
- 7.5 Baths
- 6,232 Sq Ft
802 State Rd, Richmond, MA 01254

Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare colonial charm. Spanning 11 bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence, three enchanting cottages and a great barn for entertaining. The main residence, a testament to time-honored craftsmanship, features 7 bedrooms and 7.5 baths, each

Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

802 State Rd, Richmond, MA 01254
/37
$2,650,000
- 5 Beds
- 4.5 Baths
- 5,998 Sq Ft
5 Main Dr, Wenham, MA 01984

"Overloch,” a distinguished 1905 stucco estate on Wenham’s Lords Hill, blends early 20th-century craftsmanship with thoughtful modern updates. Featured in American Homes and Gardens (1908), it offers 6,000+/- sq. ft. of living space on 4+ acres with original woodwork, hardwood floors, six fireplaces, five bedrooms, and 4.5 renovated baths. The kitchen, electrical, and heating have been

Lanse Robb LandVest, Inc., Manchester -by-the-Sea

5 Main Dr, Wenham, MA 01984
/45
$450,000
- 4 Beds
- 2.5 Baths
- 2,430 Sq Ft
17 Kittredge Rd, Pittsfield, MA 01201

This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the backyard.

Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

17 Kittredge Rd, Pittsfield, MA 01201
/42
$2,299,900
- 5 Beds
- 5.5 Baths
- 6,932 Sq Ft
12 Houde St, North Attleboro, MA 02760

Westwood Estates at its finest! An exceptional opportunity to own a substantial property With all the extras. The heart of this home resides within its spacious open layout, consisting of a gourmet kitchen w/Wolf and Subzero appliances, grand living room, theater room, and game room for unforgettable gatherings. An entertainer’s dream! Almost 7000 square feet of living area with five bedrooms and

Kenneth Farrow RE/MAX Real Estate Center

12 Houde St, North Attleboro, MA 02760
/95
$13,500,000
- 7 Beds
- 9 Baths
- 10,429 Sq Ft
30 East Rd, West Stockbridge, MA 01266

Majestic 71 acre Tudor Estate atop Tom Ball Mountain in the quaint hamlet of Alford, MA. Enjoy total privacy and breathtaking views from nearly every room. The main house features 5 en-suite bedrooms, a gourmet kitchen, formal living and dining rooms, den, family room, gym, billiard room and massage room. A separate 2-bedroom guest house offers beamed ceilings and full amenities. Manicured

Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

30 East Rd, West Stockbridge, MA 01266
/37
$465,000
- 3 Beds
- 2 Baths
- 2,500 Sq Ft
8 Elm St, North Brookfield, MA 01535

WOW - Large multi level home equipped with full in law apartment upstairs. First floor features gleaming hardwood flooring throughout, kitchen with custom cabinetry, dining room, recessed lighting and tons of storage. Second floor features additional kitchen, laundry / bathroom combo, bedroom, living room and three bonus rooms upstairs. Could be utilized for nursery, game room, office, or

David Geraway Keller Williams Pinnacle Central

8 Elm St, North Brookfield, MA 01535

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