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Homes for Sale in Massachusetts - Historic

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  • /15

    $379,999 Open Sat 1PM - 2PM

    • 1 Bath
    • 368 Sq Ft

    41 Worcester Square Unit 1, Boston, MA 02118

    Adorable and freshly updated studio in the heart of Boston’s historic South End, offering an exceptional opportunity for affordable city living in an unbeatable location of beautiful tree lined Worcester Square. This bright corner unit features high ceilings, classic hardwood floors, and charming period details, including a French window overlooking tree-lined Worcester Square. The efficient,

    Alexis Winnell Manderley Real Estate

    41 Worcester Square Unit 1, Boston, MA 02118
  • /41

    $1,065,000

    • 2 Beds
    • 2.5 Baths
    • 2,667 Sq Ft

    46 Sandwich Rd Unit 3, Plymouth, MA 02360

    Saltash at Chiltonville – Exceptional 55+ Active Living Community set on 25 acres of wooded, deed-restricted land ensuring no future development. This boutique neighborhood of only 48 duplex-style condominiums was inspired by the area’s most beloved historic architecture featuring four reimagined classic Chiltonville home styles ~ Greek Revival, Cottage, Half Cape & Half Colonial ranging from

    Lynne Morey Coldwell Banker Realty - Plymouth

    46 Sandwich Rd Unit 3, Plymouth, MA 02360
  • /17

    $190,000

    • 2 Beds
    • 2 Baths
    • 991 Sq Ft

    90 Mckinstry Ave Unit 106, Chicopee, MA 01013

    Welcome to Kirby Schoolhouse Condominiums! This spacious ~991 sq ft first-floor unit offers 2 bedrooms and 2 full bathrooms with a functional, open layout. Soaring ~12 ft ceilings and oversized windows create a bright, airy feel and highlight the unique character of this historic school conversion. The main-level location offers easy access and everyday convenience. The building features secure

    Christian Lowe Lowe & Lowe Realty Co.

    90 Mckinstry Ave Unit 106, Chicopee, MA 01013
  • /20

    $2,990,000

    • 3 Beds
    • 3.5 Baths
    • 3,360 Sq Ft

    12 Auburn St, Charlestown, MA 02129

    For over 150 years, 12 Auburn Street has been part of Charlestown’s neighborhood foundation. Set on a quiet residential street moments from Main Street and the historic waterfront, this brick brownstone offers a rare chance to own architectural legacy while shaping its next chapter. Spanning four levels and 3,350+ square feet, the home offers scale and structure emblematic of its era. Configured

    Michael Carucci Serhant

    12 Auburn St, Charlestown, MA 02129
  • /37

    $7,950,000

    • 5 Beds
    • 7 Baths
    • 4,531 Sq Ft

    85 Reservoir Rd, Vineyard Haven, MA 02568

    Nestled within Seven Gates Farm, one of Martha’s Vineyard’s most storied and scenic communities, this 26.5-acre estate features a beautifully renovated farmhouse blending modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property also includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    85 Reservoir Rd, Vineyard Haven, MA 02568
  • /36

    $4,295,000

    • 4 Beds
    • 3 Baths
    • 2,180 Sq Ft

    613 Commercial St, Provincetown, MA 02657

    Welcome to 613 Commercial Street, a striking waterfront home in Provincetown's East End. Thoughtfully elevated and completely reimagined in 2022 under the direction of architect Paul Krueger, the property blends historic charm with modern efficiency. Powered by solar and fully electric, the home features a comprehensive suite of premium upgrades including new Marvin windows and doors, a larger

    Brett Holmes Berkshire Hathaway HomeServices Robert Paul Properties

    613 Commercial St, Provincetown, MA 02657
  • /30

    $5,900,000

    • 5 Beds
    • 4.5 Baths
    • 3,640 Sq Ft

    2 Silver St, Nantucket, MA 02554

    2 Silver St is a charming and recently renovated 5 bedroom single-family home located in the heart of Nantucket's Old Historic District. Built in 1930, this property combines historic charm with a contemporary fun style. The home underwent significant renovations in 2022, preserving its historic integrity while enhancing its flow and finishes. It features generously proportioned rooms that create

    Brent Tartamella Fisher Real Estate

    2 Silver St, Nantucket, MA 02554
  • /42

    $6,590,000

    • 4 Beds
    • 4 Baths
    • 6,200 Sq Ft

    28 Warren Ave, Plymouth, MA 02360

    The last remaining original Warren Ave waterfront estate. Circa 1841, this iconic farmhouse and barn have been masterfully restored and expanded to heirloom quality, blending historic character with refined luxury. Set on 3 waterfront acres with direct water access, new seawall, and private elevated beach on Warren Cove, the property offers resort-style living with a 50’ heated pool, poolside bar

    Lynne Morey Coldwell Banker Realty - Plymouth

    28 Warren Ave, Plymouth, MA 02360
  • /20

    $759,000

    • 2 Beds
    • 1 Bath
    • 1,206 Sq Ft

    68 Chestnut St Unit 2, Brookline, MA 02445

    Discover the perfect blend of historic character and contemporary convenience in this sprawling 2-bedroom condo. Classic French doors invite you into a sun-drenched living room anchored by a decorative fireplace, flowing seamlessly into a formal dining room featuring an original built-in cupboard—the ultimate backdrop for hosting.The heart of the home is a sleek, updated kitchen boasting

    The Gillach Group William Raveis R. E. & Home Services

    68 Chestnut St Unit 2, Brookline, MA 02445
  • /21

    $365,000

    • 4 Beds
    • 2 Baths
    • 2,244 Sq Ft

    16 N Main St, South Hadley, MA 01075

    Buyer got cold feet! Presenting an exceptional multi-family property at 16 N Main St, South Hadley, MA, with a 2nd-floor unit at 17 Carew Street. This spacious home offers 2,032 sq ft of thoughtfully designed living space, blending historic charm with modern updates. The newly remodeled first and second floors feature four bedrooms and two full bathrooms, providing comfortable and functional

    New Homes Realty Group Gallagher Real Estate

    16 N Main St, South Hadley, MA 01075
  • /9

    $2,295,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    105 State St Unit 302, Newburyport, MA 01950

    Welcome to 105 State Street, a landmark 1808 brownstone reimagined into six bespoke private homes. This Third Floor Back Unit “The Penthouse” residence offers true single-level living with easy entry from the elevator lobby—no stairs anywhere in the unit. The spacious layout includes a serene primary suite with ensuite bath, plus two additional guest bedrooms that share a well-appointed full

    Robert Bentley RE/MAX Bentley's

    105 State St Unit 302, Newburyport, MA 01950
  • /64

    $1,199,800

    • 9 Beds
    • 4.5 Baths
    • 5,319 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, Upstreet 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
  • /26

    $1,995,000

    • 7 Beds
    • 4.5 Baths
    • 4,510 Sq Ft

    40 Greenwood Ave, West Newton, MA 02465

    Bright, cheerful 1890 Victorian on coveted West Newton Hill with sweeping sunset views and front-row seats to Fourth of July fireworks. Spanning 4,510 SF and thoughtfully updated, the main level features an inviting foyer, view-filled living room, formal dining room, spacious eat-in kitchen with pantry, large family room with radiant floors, and a powder room, ideal for everyday living and

    The Drucker Group Compass

    40 Greenwood Ave, West Newton, MA 02465
  • /129

    $4,475,000

    • 4 Beds
    • 4.5 Baths
    • 2,588 Sq Ft

    10 Pilgrim Rd, Nantucket, MA 02554

    “Peace of Pilgrim” is a 4-bedroom, 4.5 bath, sunny retreat nestled in mature landscaping on private Pilgrim Road. Nantucket’s historic town center, bike paths, conservation parcels, walking paths, beaches, superior dining options and the Westmoor Club are within close proximity. Designed for relaxed summer living, the open floor plan leads us outdoors to enjoy dining on the deck, sun bathing or

    Michele Kelsey William Raveis Nantucket

    10 Pilgrim Rd, Nantucket, MA 02554
  • /69

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 4,240 Sq Ft

    350 Plum St, West Barnstable, MA 02668

    Welcome to a quintessential Cape Cod estate at 350 Plum Street, West Barnstable, where antique charm meets modern sophistication. This spectacular setting spans over 4 acres & offers pastoral & open views of the countryside down to the water's edge. Inside, discover 2 exquisitely designed primary suites with spacious layouts & expansive walk-in closets. Living spaces offer relaxation &

    The Norton Team Kinlin Grover Compass

    350 Plum St, West Barnstable, MA 02668
  • /23

    $452,500 New Construction

    • 1 Bed
    • 1 Bath
    • 1,064 Sq Ft

    266 Monponsett St Unit 1308, Halifax, MA 02338

    Top floor Breeze!!! Featherwinds is where you can leave life’s heavy responsibilities behind. Life is lighter with fewer “must do’s” & more free time. Time for family, lunch with friends, a round of golf, or a day trip to Boston. Featherwinds puts the “plus” in 55+. Enjoy your fabulous new single-level living home with no stairs due to elevator! Beautiful landscaping & the bonus of the new

    Scott Blagden Thorndike Development

    266 Monponsett St Unit 1308, Halifax, MA 02338
  • /33

    $349,500

    • 3 Beds
    • 3.5 Baths
    • 3,276 Sq Ft

    278 E Main St, Plainfield, MA 01070

    Charming brick Colonial in the heart of Plainfield, once the town’s general store, now a thoughtfully updated 3-bedroom, 3.5-bath home. The first floor features a spacious open room with built-in shelving—ideal for an artist’s studio, home office, or guest/in-law space—plus a full kitchen and bath. The second floor offers a beautifully remodeled kitchen with Ashfield stone countertops and

    Linda Webster Coldwell Banker Community REALTORS®

    278 E Main St, Plainfield, MA 01070
  • /38

    $3,250,000

    • 3 Beds
    • 3 Baths
    • 2,343 Sq Ft

    20 Beacon St Unit 4, Boston, MA 02108

    Perfectly positioned within the historic Claflin Building, once home to classes taught by Alexander Graham Bell, this refined 3-bedroom, 3-bath residence offers commanding, postcard views of Beacon Hill and the Massachusetts State House dome. Direct elevator access to the 4th floor of this distinguished landmark bldg, the elegant floor-through layout is filled with natural light from oversized

    Beth Dickerson Gibson Sotheby's International Realty

    20 Beacon St Unit 4, Boston, MA 02108
  • /28

    $1,495,000

    • 4 Beds
    • 3 Baths
    • 1,995 Sq Ft

    122 Southfield Rd, Concord, MA 01742

    Don’t miss this charming Cape in a highly sought-after Concord Center neighborhood. Filled with warmth and character, this home offers a bright, sunlit floor plan ideal for both everyday living and entertaining. The updated kitchen flows seamlessly into a cheerful sunroom with direct access to a spacious, private backyard—perfect for relaxing or hosting gatherings. The inviting living room

    Kim Piculell Compass

    122 Southfield Rd, Concord, MA 01742
  • /15

    $499,000

    • 4 Beds
    • 2 Baths
    • 2,615 Sq Ft

    108 School St, New Bedford, MA 02740

    Constructed in 1892, this distinguished multi-family 0r single family property at 108 School St, New Bedford, MA, offers a substantial 2615 square feet of living space. This residence, set on a 1999 square foot lot, presents a unique opportunity for sophisticated urban living, blending historical charm with practical functionality across its two stories. The property features 3-4

    Jason Lanagan Lanagan & Co

    108 School St, New Bedford, MA 02740
  • /36

    $949,000

    • 4 Beds
    • 2.5 Baths
    • 4,594 Sq Ft

    13 Beech Hill Rd, Granville, MA 01034

    A rare opportunity to own a piece of history reimagined for modern luxury. Once the Old Granville Schoolhouse, this custom-built home blends timeless charm with top-tier finishes and exceptional craftsmanship throughout. An inviting open layout anchored by a chef's kitchen with custom cabinetry, black matt GE Cafe Series appliances & walk in pantry. The living room showcases a custom built-in

    Melissa St. Germain COLDWELL BANKER REALTY

    13 Beech Hill Rd, Granville, MA 01034
  • /38

    $4,495,000

    • 11 Beds
    • 9.5 Baths
    • 5,933 Sq Ft

    1531 Cambridge St, Cambridge, MA 02139

    A rare opportunity to own a Grand Victorian in a prime mid-Cambridge location offering exceptional income potential. The beautifully restored main residence blends historic elements with updated designer finishes. Highlights include an elegant foyer, fireplaced living room, and a renovated kitchen with island seating that opens into the dining area with inlay floors and diamond-pattern windows.

    Rob and Meaghan Hawthorn Properties

    1531 Cambridge St, Cambridge, MA 02139
  • /24

    $525,000

    • 4 Beds
    • 4.5 Baths
    • 5,291 Sq Ft

    194 Sumner Ave, Springfield, MA 01108

    Distinctive Mediterranean-influenced architecture highlighted by a classic clay tile roof sets this exceptional Forest Park Heights home apart. Blending historic character with modern updates, the home showcases beautifully preserved woodwork, built-ins, rich hardwood floors, and elegant architectural details throughout. The stunning chef’s kitchen features quartz countertops, custom cabinetry,

    The Generation Group Coldwell Banker Realty - Western MA

    194 Sumner Ave, Springfield, MA 01108
  • /31

    $724,999

    • 6 Beds
    • 3.5 Baths
    • 2,970 Sq Ft

    8 Montvale Rd, Worcester, MA 01609

    Open Hses Sat 5/9 & 5/10 from 1-2:30pm -The Worcester Historic Montvale District finds this stately hilltop home!The early 1900s homes were built to last! The attention to quality craftsmanship still remains. Beamed ceilings,brick inlayed floors,gleaming hardwoods,chair rails, wainscoting, crown moulding & a centerpiece, mantled fireplace stand out! These details have been gracefully blended

    Gail Mahoney Keller Williams Pinnacle Central

    8 Montvale Rd, Worcester, MA 01609
  • /17

    $965,000

    • 2 Beds
    • 2 Baths
    • 1,251 Sq Ft

    21 Father Francis Gilday St Unit 110, Boston, MA 02118

    Welcome to luxury living in one of the South End’s most sought-after boutique buildings, The Penmark. Originally home to Boston College’s first campus in the 1800s, this historic property seamlessly blends classic charm w/ contemporary style. Be mesmerized with the striking west facing floor-to-ceiling arched windows that fill the space. The kitchen includes SS apps, granite counters, & ample

    Savenor Berkery Group Compass

    21 Father Francis Gilday St Unit 110, Boston, MA 02118
  • /64

    $1,895,000

    • 3 Beds
    • 3.5 Baths
    • 2,344 Sq Ft

    1014 Route 6a, Yarmouth Port, MA 02675

    Experience refined coastal living where timeless Cape Cod charm meets modern luxury. Ideally situated along historic Route 6A, this recently constructed and beautifully appointed home offers close proximity to coveted bayside beaches along with easy access to both Dennis Village and Yarmouth Port Village for dining, shopping and everyday enjoyment.Thoughtfully designed with both comfort and style

    Evan Dean Christie's International Real Estate Atlantic Brokerage

    1014 Route 6a, Yarmouth Port, MA 02675
  • /42

    $935,000

    • 4 Beds
    • 3.5 Baths
    • 4,101 Sq Ft

    66 New Ipswich Rd, Ashby, MA 01431

    Step into a one-of-a-kind custom-built Cape Cod home designed with comfort, accessibility, and timeless style in mind. Perfectly situated just steps away from the Historic Ashby Common, this stunning residence offers a private wooded setting that delivers the ideal blend of charm and privacy. You will love the dramatic vaulted-ceiling family room creating the perfect centerpiece for relaxing or

    Nicholas Pelletier Keller Williams Realty North Central

    66 New Ipswich Rd, Ashby, MA 01431
  • /33

    $475,000

    • 2 Beds
    • 1 Bath
    • 856 Sq Ft

    28 Village St Unit 2, Marblehead, MA 01945

    Bright and inviting 2-bedroom condo offering character, updates, and coastal lifestyle appeal in desirable Marblehead. This second-level unit features pine flooring throughout, exposed beam accents, and a comfortable open flow between the living and dining areas with a fireplace creating a welcoming focal point. The kitchen includes stone countertops, stainless appliances, breakfast bar seating,

    Matt Czepiel Lamacchia Realty, Inc.

    28 Village St Unit 2, Marblehead, MA 01945
  • /27

    $1,999,000

    • 5 Beds
    • 3.5 Baths
    • 4,736 Sq Ft

    672 Washington St, Gloucester, MA 01930

    Waterfront living with historic charm. Once a working mill, the structure has been transformed into a warm and inviting home, preserving its architectural heritage while embracing contemporary updates. The open-concept layout offers sunlit living spaces that showcase panoramic vistas of Annisquam River, Wingaersheek Beach, and Ipswich Bay. Whether you’re unwinding on the expansive deck, paddling

    Joshua Mulvey Mulvey Real Estate, LLC

    672 Washington St, Gloucester, MA 01930
  • /30

    $6,795,000

    • 6 Beds
    • 7 Baths
    • 5,538 Sq Ft

    31 Worcester St, Boston, MA 02118

    A rare end-cap South End single family with six beds, five full and two half-baths, and 5,500 sq ft of reimagined living space. This stately home was brought to the studs and rebuilt with state-of-the-art systems and carefully curated finishes. The grand entrance opens to refined living spaces with custom cabinetry, millwork, one of a kind fixtures and and a historic marble fireplace. The chef's

    Kopman Adler Team Compass

    31 Worcester St, Boston, MA 02118
  • /37

    $997,050

    • 3 Beds
    • 2.5 Baths
    • 3,543 Sq Ft

    499 Chadwick Rd, Haverhill, MA 01835

    Welcome to quaint, historic Bradford, a village within the City of Haverhill. 499 Chadwick sits in a charming neighborhood with easy access to city amenities while offering a true small-town feel. Golfers will love Bradford Country Club just under a mile away, and commuters will appreciate easy highway access. The sellers have transformed this home into a beautifully updated, modern yet classic

    Susan Doyle Keller Williams Coastal and Lakes & Mountains Realty

    499 Chadwick Rd, Haverhill, MA 01835
  • /30

    $897,900

    • 8 Beds
    • 5.5 Baths
    • 4,621 Sq Ft

    35 May St, Worcester, MA 01610

    Step into Worcester’s history with this stunning 4-family property located in the heart of the May Street Historic District. This beautifully maintained building offers classic 19th-century architecture with a fresh new exterior paint job that enhances its timeless curb appeal. Whether you’re an owner-occupant seeking rental income or an investor looking for strong returns, this property delivers

    Pamela Laporte Property Investors & Advisors, LLC

    35 May St, Worcester, MA 01610
  • /18

    $559,900

    • 1 Bed
    • 1 Bath
    • 664 Sq Ft

    507 Route 6a Unit 9, East Sandwich, MA 02537

    Quintessential Cape Cod Overlooking historic Scorton Creek Beautifully redone cottage on a quaint side street surrounded by other wonderfully maintained properties. this is truly turned key and there is nothing like on the market. Home has been in the same family for generations. Old world charm, but with all of today's amenities.

    James Kalweit LAER Realty Partners

    507 Route 6a Unit 9, East Sandwich, MA 02537
  • /71

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,656 Sq Ft

    1 Outward Reach, Yarmouth Port, MA 02675

    Welcome to this inviting 3-bedroom, 2.5-bath home in a cherished Yarmouthport neighborhood just off historic Route 6A, where the charm of Cape Cod is part of everyday living. From the moment you arrive, the home's warmth and character make it easy to imagine the memories waiting to be created here. Ideally situated, it offers a perfect balance of comfort, convenience, and coastal appeal.Inside, a

    Amy Naas William Raveis Real Estate & Home Services

    1 Outward Reach, Yarmouth Port, MA 02675
  • /31

    $774,900

    • 3 Beds
    • 1 Bath
    • 1,146 Sq Ft

    1150 Russells Mills Rd, South Dartmouth, MA 02748

    New Price: The Pound Keeper’s Cottage (c. 1775), in the village of Russells Mills, South Dartmouth, Massachusetts, is for sale – the second time since 1958. This country house retreat, cosseted by meadow and woodland, is complemented by the coastal estates, conservation lands, and historic farms, which are so evocative of the New England landscape. Its proximity to Boston, Providence, and NYC

    The Mathew J Arruda Group Compass

    1150 Russells Mills Rd, South Dartmouth, MA 02748
  • /42

    $1,250,000

    • 8 Beds
    • 3 Baths
    • 2,848 Sq Ft

    9 Edwin St, Dorchester Center, MA 02124

    Experience the perfect blend of historic Dorchester charm and modern urban convenience at 9 Edwin Street. This beautiful Philly style stacked duplex is smack-dab in the middle of vibrant Dorchester Center. Offering a spacious and versatile 2 family layout this home is ideal for owner occupied or prime rentals for investors. Boasting classic architectural details, original pocket doors, dentil

    Team ROVI Real Broker MA, LLC

    9 Edwin St, Dorchester Center, MA 02124
  • /30

    $669,900

    • 5 Beds
    • 4 Baths
    • 2,705 Sq Ft

    17 Leominster St, Westminster, MA 01473

    THE TOTAL PACKAGE- Location, Renovation & Charm! Nestled quietly in Historic Academy Hill district - From birdseye view, you'll see 3 playgrounds, Elementary school, police/fire stations, ballfields & basketball courts, center of town, route 2 & more! This home boasts 3 floors of ABOVE ground living space totaling 5 bedrooms, 2 full & 2 half baths. Duplicated original millwork, grandeur 9 foot

    Maura Viteritti Berkshire Hathaway HomeServices Commonwealth Real Estate

    17 Leominster St, Westminster, MA 01473
  • /17

    $2,899,999

    • 4 Beds
    • 4 Baths
    • 2,763 Sq Ft

    21 Kent Square Unit 2, Brookline, MA 02446

    Superbly positioned between Brookline Village and Coolidge Corner, this elegant 4 bedroom residence occupies one of two units within a multi-family property, offering refined living in a top notch Brookline setting. Originally built in 1885, meticulously renovated in 2026 by a Premier Brookline Developer, the home balances historic architectural character with modern sophistication. Throughout

    Mona and Shari Wiener Hammond Residential Real Estate

    21 Kent Square Unit 2, Brookline, MA 02446
  • /34

    $2,325,000

    • 10 Beds
    • 4 Baths
    • 4,995 Sq Ft

    93 Moraine St, Jamaica Plain, MA 02130

    Magnificent 2 family crown jewel on Boston’s historic Emerald Necklace, directly across from Olmsted Park. This home boasts soaring ceilings on every floor, hand-carved wood trim, stained glass windows, hardwood floors and elegant cabinetry in the formal dining rooms. Unit #1 has 4 beds/2 baths, Unit #2 has 6 beds/2 baths. Expansive walk-through pantries add both charm and functionality, while

    Ian Miller Douglas Elliman Real Estate - Wellesley

    93 Moraine St, Jamaica Plain, MA 02130
  • /17

    $299,000

    • Land
    • 7,405 Sq Ft
    • $1,758,824 per Acre

    1233 E Rodney French Blvd, New Bedford, MA 02744

    Build your dream home along the desirable East Rodney French Blvd, overlooking the Outer Harbor as it opens into Buzzards Bay. Known locally as East Beach, this scenic area offers sandy shoreline, a nearby boat ramp, and a fishing pier with views of passing boats and the historic Butler Flats Lighthouse. This 0.1719-acre parcel comes fully approved and permitted for a thoughtfully designed 2,341

    Ronald Oliveira RE/MAX Vantage

    1233 E Rodney French Blvd, New Bedford, MA 02744

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