Vintage homes for sale & real estate in Middlesex County, MA

1,041 homes + 57 early access

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
Discover the potential of this spacious 4-bedroom Colonial offering 2,181± sq. ft. of living space on a 10,690± sq. ft. lot in one of Stoneham's desirable neighborhoods. Built in 1960, this home features a functional floor plan with one full bath, one half bath, a two-car garage, and endless opportunities to update and make it your own. The generous backyard provides plenty of space for entertaining, gardening, or play. Enjoy a prime commuter location just 2 miles from Route 128/I-95 with convenient access to I-93, Boston, shopping, dining, and public transportation. Close to Stoneham's vibrant downtown, scenic Middlesex Fells Reservation with miles of hiking and biking trails

$799,000

4 beds1.5 baths2,181 sq ft

4 Mayflower, Stoneham, MA 02180

Spacious colonial • Generous backyard • 0.25 acre lot

ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
Rarely does a property offer this combination of history, acreage, versatility and potential. Set on 1.38 picturesque acres, this exceptional antique property includes four separate structures—an expanded main residence, accessory dwelling, remarkable three-story barn, and oversized two-car garage—plus a storage shed and two greenhouses. Formerly used as a farm, the property offers a unique opportunity to create a private estate, homestead or multi-generational retreat. The main house is rich in historic character, featuring wide-plank wood floors, beamed ceilings, a welcoming living room, dining room and home office. The spacious primary suite is a true retreat with a vaulted,

$1,350,000

3 beds3.5 baths2,745 sq ft

120 Summer St, Weston, MA 02493

Accessory dwelling • Two greenhouses • Storage shed

ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
Calling all First Time Home Buyers, Empty Nesters, or anyone with vision to expand a beautiful ranch style home in on one of the most desirable parts of Stoneham!! Welcome to 19 Penny Lane. The property is wonderfully nestled on a dead end street on a huge 15,000+ square foot lot. Enjoy the endless privacy behind the home, the side deck and large back yard. Hardwood floors throughout the main level except for tile in the kitchen. Flexible floor plans provides an opportunity for 2+ bedrooms or 1 Bedroom plus a wonderful two room sitting room with loads of warm sunlight. Not many homes in this price range have Central Air Conditioning, but this home does!!. Move right in and enjoy or make you

$599,000

2 beds1 bath1,010 sq ft

19 Penny Ln, Stoneham, MA 02180

Endless privacy • Side deck • Ranch style home

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
Welcome to 131 Main Street, a charming and spacious home set well back from the road on a beautiful, oversized lot surrounded by mature trees and fruit trees. With its inviting Craftsman feel, thoughtful spaces and wonderful outdoor areas, this home offers a warm and comfortable place. Step inside to a spacious eat in kitchen featuring classic beadboard, plenty of room for gathering and a welcoming feel. The cozy family room is the perfect place to relax by the wood stove, while the living room offers a charming window seat that adds both character and function. Three bedrooms and two full baths provide comfortable living space for all. The finished room in the basement offers flexibility f

$674,900

3 beds2 baths2,217 sq ft

131 Main St, North Chelmsford, MA 01863

Expansive lot • Heated second floor • Oversized lot

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
Lovingly cared for by the same family for 70 years, this special home is being offered for sale for the very first time. Enjoy easy one-level living in a convenient North Woburn location, right on the Wilmington line! This 2-bedroom, 2-bath home offers a comfortable and spacious layout, beginning with a sun-filled living room featuring a large picture window that brings in an abundance of natural light. The recently updated kitchen adds a fresh touch, while the generously sized primary bedroom offers plenty of space to unwind. Hardwood floors are tucked beneath the carpeting, just waiting to be uncovered. Downstairs, a bonus room offers exciting potential for future expansion, whether you e

$599,900

2 beds2 baths1,038 sq ft

1100 Main St, Woburn, MA 01801

Large picture window • Bonus room • Hardwood floors

Property at 4 Nadine Rd, Framingham, MA 01701, 4 beds, 2.5 baths

$749,000

4 beds2.5 baths2,330 sq ft

4 Nadine Rd, Framingham, MA 01701

Property at 197 Speen St, Natick, MA 01760, 3 beds, 2 baths

$799,000

3 beds2 baths1,682 sq ft

197 Speen St, Natick, MA 01760

Property at 57 Glendale Ave, Melrose, MA 02176, 3 beds, 3 baths

$1,299,000

3 beds3 baths2,321 sq ft

57 Glendale Ave, Melrose, MA 02176

Property at 108 Westford, Chelmsford, MA 01824, 3 beds, 2 baths

$770,000

3 beds2 baths2,464 sq ft

108 Westford, Chelmsford, MA 01824

Property at 820 Beaver St, Waltham, MA 02452, 4 beds, 1.5 baths

$849,000

4 beds1.5 baths1,844 sq ft

820 Beaver St, Waltham, MA 02452

Property at 2 Hemenway Ave, Melrose, MA 02176, 4 beds, 3 baths

$1,700,000

4 beds3 baths3,000 sq ft

2 Hemenway Ave, Melrose, MA 02176

Property at 18 Flint Ave, Stoneham, MA 02180, 4 beds, 2 baths

$649,900

4 beds2 baths1,728 sq ft

18 Flint Ave, Stoneham, MA 02180

Property at 41 Brook St, Wakefield, MA 01880, 4 beds, 2 baths

$1,018,000

4 beds2 baths2,503 sq ft

41 Brook St, Wakefield, MA 01880

Property at 11 Hovey St, Woburn, MA 01801, 6 beds, 2.5 baths

$769,000

6 beds2.5 baths1,804 sq ft

11 Hovey St, Woburn, MA 01801

Property at 35 Hillcrest St, Waltham, MA 02451, 1 bed, 1 bath

$375,000

1 bed1 bath464 sq ft

35 Hillcrest St, Waltham, MA 02451

Property at 85 High St, Winchester, MA 01890, 4 beds, 2.5 baths

$1,999,000

4 beds2.5 baths3,757 sq ft

85 High St, Winchester, MA 01890

Property at 29 Laurel St, Arlington, MA 02476, 2 beds, 1.5 baths

$749,000

2 beds1.5 baths1,176 sq ft

29 Laurel St, Arlington, MA 02476

Property at 179 Woodcliff Rd, Newton, MA 02461, 3 beds, 3 baths

$1,800,000

3 beds3 baths2,041 sq ft

179 Woodcliff Rd, Newton, MA 02461

Property at 21 Maple St, Arlington, MA 02476, 3 beds, 2.5 baths

$1,875,000

3 beds2.5 baths3,100 sq ft

21 Maple St, Arlington, MA 02476

Property at 32 Sagamore Ave, Medford, MA 02155, 6 beds, 3.5 baths

$1,499,900

6 beds3.5 baths4,258 sq ft

32 Sagamore Ave, Medford, MA 02155

Property at 156 Mount Auburn St #2, Cambridge, MA 02138, 2 beds, 3 baths

$1,300,000

2 beds3 baths2,000 sq ft

156 Mount Auburn St #2, Cambridge, MA 02138

Property at 51 Fairmount Ave #51, Wakefield, MA 01880, 4 beds, 3.5 baths

$679,000

4 beds3.5 baths1,874 sq ft

51 Fairmount Ave #51, Wakefield, MA 01880

Property at 579 Centre St, Newton, MA 02458, 5 beds, 4 baths

$2,325,000

5 beds4 baths3,519 sq ft

579 Centre St, Newton, MA 02458

Property at 53 Aquavia Rd, Medford, MA 02155, 3 beds, 3 baths

$995,000

3 beds3 baths1,800 sq ft

53 Aquavia Rd, Medford, MA 02155

Property at 52 Elliott St, Melrose, MA 02176, 5 beds, 2 baths

$1,050,000

5 beds2 baths2,181 sq ft

52 Elliott St, Melrose, MA 02176

Property at 120 Jerome St, Medford, MA 02155, 6 beds, 5 baths

$1,450,000

6 beds5 baths2,776 sq ft

120 Jerome St, Medford, MA 02155

Property at 274 Great Rd, Stow, MA 01775, 3 beds, 2 baths

$675,000

3 beds2 baths2,633 sq ft

274 Great Rd, Stow, MA 01775

Property at 96 Loring Ave, Winchester, MA 01890, 4 beds, 2 baths

$949,999

4 beds2 baths2,326 sq ft

96 Loring Ave, Winchester, MA 01890

Property at 187 Campbell Dr, Lowell, MA 01851, 4 beds, 1 bath

$549,900

4 beds1 bath1,229 sq ft

187 Campbell Dr, Lowell, MA 01851

Property at 122 Lincoln Rd, Medford, MA 02155, 3 beds, 2 baths

$1,100,000

3 beds2 baths1,988 sq ft

122 Lincoln Rd, Medford, MA 02155

Property at 4 Jeffrey Rd, Billerica, MA 01821, 3 beds, 2 baths

$660,000

3 beds2 baths1,560 sq ft

4 Jeffrey Rd, Billerica, MA 01821

Property at 69 Maynard St, Newton, MA 02465, 3 beds, 2 baths

$1,395,000

3 beds2 baths1,939 sq ft

69 Maynard St, Newton, MA 02465

Property at 28 Bogle, Weston, MA 02493, 3 beds, 4.5 baths

$2,850,000

3 beds4.5 baths4,780 sq ft

28 Bogle, Weston, MA 02493

Property at 46 Clark St, Malden, MA 02148, 4 beds, 2 baths

$699,900

4 beds2 baths1,732 sq ft

46 Clark St, Malden, MA 02148

Property at 28-30 Crescent Ave, Melrose, MA 02176, 6 beds, 2 baths

$849,000

6 beds2 baths2,472 sq ft

28-30 Crescent Ave, Melrose, MA 02176

Property at 30 Manor Rd, Waltham, MA 02453, 3 beds, 1.5 baths

$849,900

3 beds1.5 baths1,728 sq ft

30 Manor Rd, Waltham, MA 02453

Property at 5 Pryor Rd, Natick, MA 01760, 3 beds, 2.5 baths

$1,159,000

3 beds2.5 baths2,389 sq ft

5 Pryor Rd, Natick, MA 01760

Property at 10 Albert, Billerica, MA 01821, 4 beds, 3 baths

$849,000

4 beds3 baths2,245 sq ft

10 Albert, Billerica, MA 01821

Property at 26 Concord Rd, Acton, MA 01720, 3 beds, 2.5 baths

$999,900

3 beds2.5 baths2,287 sq ft

26 Concord Rd, Acton, MA 01720

Property at 18 Ellis St, Woburn, MA 01801, 4 beds, 3 baths

$879,000

4 beds3 baths2,491 sq ft

18 Ellis St, Woburn, MA 01801

Property at 59 Eaton Rd, Framingham, MA 01701, 4 beds, 2.5 baths

$669,000

4 beds2.5 baths1,816 sq ft

59 Eaton Rd, Framingham, MA 01701

Viewing page 4 of 27

Vintage Homes for Sale in Middlesex County

There are currently 1098 vintage homes for sale in Middlesex County at a median listing price of $830K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middlesex County stay on the market for 45 days and receive 3 offers. This map is refreshed with the newest listings in Middlesex County every 15 minutes.

In the past month, 1265 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 1058 condos, 504 townhouses, and 426 multi-family units for sale in Middlesex County last month. Find your dream home in Middlesex County 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 Middlesex County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middlesex County. If you're looking to sell your home in the Middlesex County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middlesex County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Middlesex County, MA

Cities

Nearby Counties

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Middlesex County, MA

How to buy a house in Middlesex County, MA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

44 Redfin agents serving Middlesex County

1056

Deals*

4.8

Satisfaction

8776

Homes closed*

* Data from the last year

Popular Markets in Massachusetts

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.