Vintage homes for sale & real estate in Massachusetts, MA

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ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
Step into timeless elegance w/ this beautiful circa 1909 Colonial home full of history while blending original architectural charm w/ thoughtful modern updates! Offering 4 spacious bedrooms & 2 full bathrooms, this well-loved home showcases exquisite original woodwork, hardwood floors throughout much of the home, beamed ceilings, pocket doors, built-ins, walk in closets & tall ceilings. A welcoming foyer opens to the living & dining rooms, creating a wonderful flow for everyday living & entertaining. The generous eat-in kitchen features granite countertops, updated lighting, newer appliances including a brand-new stove, a built-in countertop grill & new wine re

$569,000

4 beds2 baths2,784 sq ft

1435 Longmeadow St, Longmeadow, MA 01106

Pocket doors • Beamed ceilings • Walk in closets

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ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
Welcome to this beautifully remodeled ranch in the heart of Egremont! Offering 3 bedrooms, 2 full bathrooms, and approximately 2,100 square feet, this home combines modern finishes with peaceful country living. The stunning kitchen features crisp white shaker cabinets and gorgeous waterfall quartz countertops. You will love the stunning oak hardwood floors throughout the home that add warmth and character. Enjoy the peace of mind of a brand-new septic system. Set on approximately one acre, the property offers the perfect combination of privacy, natural surroundings, and convenience. Enjoy the quiet setting while remaining close to everything that makes the Egremont area so desirable, includ

$674,900

3 beds2 baths2,073 sq ft

100 Hillsdale Rd, Egremont, MA 01230

0.9 acre lot • Built 1950 • Listed 3 days

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ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
This gem of a home offers a unique opportunity to buy now and let your tenant help pay the mortgage through the end of May 2027. Then, move in or continue to enjoy rental income! Tucked away on a quiet side street within walking distance of town, this updated, low-maintenance home offers a wonderful alternative to condo living. Featuring two bedrooms, first-floor laundry, and an open kitchen/living area, the thoughtfully designed layout makes the most of its compact footprint. Enjoy comfortable, efficient living with manageable outdoor space, high-efficiency propane forced hot air heating, and two off-street parking spaces. Completely renovated in 2013 to meet the Greenfield stretch code en

$275,000

2 beds1.5 baths975 sq ft

15 Carpenters Ln, Greenfield, MA 01301

Completely renovated • First-floor laundry • 2,814 sq ft lot

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ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
Sparkling harbor views, afternoons by the pool, and expansive, private grounds on coveted Shore Road. Offered for the first time since 1987, "Offshore" encompasses more than an acre - a rare opportunity to enjoy a remarkably private estate-like setting in the heart of Chatham. Beyond the house, a surprising expanse of lawn and gardens unfolds, its scale and privacy revealed only when you explore the grounds. Inside, gracious, generously proportioned rooms and timeless Cape Cod character create an inviting setting for entertaining, gathering with friends, or savoring a quiet afternoon. Views of Chatham Harbor, North Beach, and the Atlantic provide a lovely backdrop from the main li

$9,495,000

3 beds2.5 baths3,079 sq ft

153 Shore Rd, Chatham, MA 02633

Expansive lawn • Private grounds • 1.06 acre lot

ABOUT THIS HOME
Vintage Home for sale in Massachusetts, MA:
Beautifully situated atop a hill on Crofut Street, this brick Georgian-style home blends timeless architecture with thoughtful updates. The owners have preserved its original beauty and distinctive architectural details while making improvements for modern living. Featuring five bedrooms and two and a half baths, the home offers generous space in a convenient Central Berkshires location. It's within walking distance of the Colonial Theatre, the Amtrak station, and other public transportation, as well as close to downtown Pittsfield and local restaurants. Lenox and Tanglewood are also nearby, offering scenic beauty and live music. Enjoy classic character, a lovely hilltop setting, and easy a

$775,000

5 beds2.5 baths3,370 sq ft

5 Crofut St, Pittsfield, MA 01201

Easy access to arts • 0.33 acre lot • 4 parking spots

Property at 580 Pine St, Fall River, MA 02720, 5 beds, 2 baths

$460,000

5 beds2 baths2,194 sq ft

580 Pine St, Fall River, MA 02720

Property at 15 Cranberry Rd, Eastham, MA 02642, 4 beds, 2 baths

$1,150,000

4 beds2 baths2,729 sq ft

15 Cranberry Rd, Eastham, MA 02642

Property at 1945 Commonwealth Ave #7, Brighton, MA 02135, 1 bath

$310,000

Studio1 bath370 sq ft

1945 Commonwealth Ave #7, Brighton, MA 02135

Property at 510 Merrimac St #510, Newburyport, MA 01950, 4 beds, 2.5 baths

$1,275,000

4 beds2.5 baths2,592 sq ft

510 Merrimac St #510, Newburyport, MA 01950

Property at 702 Belchertown Rd, Ware, MA 01082, 2 beds, 1 bath

$349,999

2 beds1 bath1,099 sq ft

702 Belchertown Rd, Ware, MA 01082

Property at 18 Primrose Dr, Seekonk, MA 02771, 3 beds, 1.5 baths

$652,500

3 beds1.5 baths2,044 sq ft

18 Primrose Dr, Seekonk, MA 02771

Property at 46 Herman St, Fall River, MA 02720, 3 beds, 1.5 baths

$399,900

3 beds1.5 baths1,041 sq ft

46 Herman St, Fall River, MA 02720

Property at 9-11 Fasce Pl, Pittsfield, MA 01201, 6 beds, 2 baths

$325,000

6 beds2 baths2,550 sq ft

9-11 Fasce Pl, Pittsfield, MA 01201

Property at 195 Webster St #4, Boston, MA 02128, 2 beds, 2 baths

$1,500,000

2 beds2 baths1,571 sq ft

195 Webster St #4, Boston, MA 02128

Property at 10 Ridgewood Ave, Southbridge, MA 01550, 3 beds, 1 bath

$309,900

3 beds1 bath966 sq ft

10 Ridgewood Ave, Southbridge, MA 01550

Property at 89 Mora St #3, Boston, MA 02122, 2 beds, 1 bath

$399,000

2 beds1 bath800 sq ft

89 Mora St #3, Boston, MA 02122

Property at 215 Clifford St, New Bedford, MA 02745, 4 beds, 1 bath

$369,900

4 beds1 bath1,336 sq ft

215 Clifford St, New Bedford, MA 02745

Property at 510 Merrimac St, Newburyport, MA 01950, 4 beds, 2.5 baths

$1,275,000

4 beds2.5 baths2,592 sq ft

510 Merrimac St, Newburyport, MA 01950

Property at 16 Winter Pl, Winchendon, MA 01475, 3 beds, 2 baths

$2,700

3 beds2 baths1,320 sq ft

16 Winter Pl, Winchendon, MA 01475

Property at 30 East St, Ipswich, MA 01938, 4 beds, 4 baths

$1,170,000

4 beds4 baths2,269 sq ft

30 East St, Ipswich, MA 01938

Property at 64 Park Ave, West Yarmouth, MA 02673, 2 beds, 1.5 baths

$815,000

2 beds1.5 baths1,260 sq ft

64 Park Ave, West Yarmouth, MA 02673

Property at 19 Lexington Ave, Auburn, MA 01501, 2 beds, 2 baths

$419,900

2 beds2 baths1,255 sq ft

19 Lexington Ave, Auburn, MA 01501

Property at 15 Redman Pl, Fitchburg, MA 01420, 3 beds, 1 bath

$304,999

3 beds1 bath1,085 sq ft

15 Redman Pl, Fitchburg, MA 01420

Property at 340 Park St, Gardner, MA 01440, 4 beds, 2.5 baths

$349,900

4 beds2.5 baths1,750 sq ft

340 Park St, Gardner, MA 01440

Property at 32-34 Dawes St, Springfield, MA 01109, 6 beds, 2 baths

$379,000

6 beds2 baths2,340 sq ft

32-34 Dawes St, Springfield, MA 01109

Property at 112 Fisher St, Lowell, MA 01850, 3 beds, 1 bath

$539,999

3 beds1 bath1,739 sq ft

112 Fisher St, Lowell, MA 01850

Property at 218 Myrtle St, Ashland, MA 01721, 3 beds, 1.5 baths

$600,000

3 beds1.5 baths1,110 sq ft

218 Myrtle St, Ashland, MA 01721

Property at 66 Whitcomb St, Webster, MA 01507, 4 beds, 3 baths

$316,000

4 beds3 baths1,375 sq ft

66 Whitcomb St, Webster, MA 01507

Property at 133 Summer St, Kingston, MA 02364, 4 beds, 2 baths

$799,000

4 beds2 baths3,008 sq ft

133 Summer St, Kingston, MA 02364

Property at 21 Greenwood St, Worcester, MA 01607, 3 beds, 2 baths

$439,900

3 beds2 baths1,400 sq ft

21 Greenwood St, Worcester, MA 01607

Property at 17 Davis St, Plymouth, MA 02360, 6 beds, 2 baths

$799,900

6 beds2 baths1,976 sq ft

17 Davis St, Plymouth, MA 02360

Property at 12 Oread St, Worcester, MA 01610, 75 beds, 16 baths

$1,995,000

75 beds16 baths17,106 sq ft

12 Oread St, Worcester, MA 01610

Property at 72 Electric, Lunenburg, MA 01462, 3 beds, 1 bath

$439,900

3 beds1 bath1,209 sq ft

72 Electric, Lunenburg, MA 01462

Property at 86 Scadding, Taunton, MA 02780, 2 beds, 1 bath

$459,900

2 beds1 bath880 sq ft

86 Scadding, Taunton, MA 02780

Property at 120 Ellsworth Ave, Springfield, MA 01118, 2 beds, 1 bath

$274,900

2 beds1 bath880 sq ft

120 Ellsworth Ave, Springfield, MA 01118

Property at 427 Somerset Ave, Taunton, MA 02780, 7 beds, 3 baths

$899,000

7 beds3 baths3,200 sq ft

427 Somerset Ave, Taunton, MA 02780

Property at 52 Sagamore, Chelsea, MA 02151, 6 beds, 3 baths

$969,999

6 beds3 baths2,997 sq ft

52 Sagamore, Chelsea, MA 02151

Property at 17 Carpenters Ln, Greenfield, MA 01301, 3 beds, 2 baths

$275,000

3 beds2 baths1,728 sq ft

17 Carpenters Ln, Greenfield, MA 01301

Property at 473 Irene St, Chicopee, MA 01020, 3 beds, 1 bath

$279,000

3 beds1 bath1,048 sq ft

473 Irene St, Chicopee, MA 01020

Property at 119 Bacon Rd, Springfield, MA 01119, 3 beds, 2 baths

$299,000

3 beds2 baths1,048 sq ft

119 Bacon Rd, Springfield, MA 01119

Property at 16-18 Seekonk Rd, Great Barrington, MA 01230, 5 beds, 4 baths

$1,325,000

5 beds4 baths2,940 sq ft

16-18 Seekonk Rd, Great Barrington, MA 01230

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The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Mon Oct 26 2026. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Vintage Homes for Sale in Massachusetts

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Find your dream vintage homes in Massachusetts using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Massachusetts are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Massachusetts. If you're looking to sell your home in the Massachusetts area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Massachusetts with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Vintage homes for sale & real estate in Massachusetts, MA

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