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

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ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
A desirable Sudbury setting that offers privacy, space, and tranquility while keeping everyday conveniences close at hand. Welcome to 52 Hickory Road, a light-filled 3-bedroom, 2-full bath home set on nearly an acre of mature landscaping with plenty of room to gather, garden, play, and enjoy the outdoors. Imagine mornings with coffee on the screened-in porch, afternoons tending to the garden, and cooler New England evenings gathered around the fireplace. Inside, nearly 2,000 square feet of living space offers a warm and versatile layout filled with natural light and character. Vaulted ceilings enhance the sun-filled main living area, creating an inviting backdrop for family gatherings, holi

$875,000

3 beds2 baths1,990 sq ft

52 Hickory Rd, Sudbury, MA 01776

Expansive lot • Screened-in porch • Mature landscaping

OPEN SUN, 12:30PM TO 1:30PM

ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
A rare opportunity to own a meticulously restored c. 1875 Italianate home where historic character and modern luxury come together beautifully. Known historically as the Howes-Brooks House, this distinctive residence has been thoughtfully renovated with exceptional attention to detail while preserving its architectural heritage. Original character-defining elements—including the double-leaf front doors, decorative eave brackets, window surrounds and classic Italianate proportions—have been carefully restored. Inside, approximately 10-foot soaring ceilings, beautifully finished hardwood floors and expansive living spaces create an impressive sense of scale. The home features a d

$1,499,999

4 beds2.5 baths2,955 sq ft

36 Mystic St, Medford, MA 02155

Historic character • Window surrounds • 0.23 acre lot

OPEN TODAY, 4:30PM TO 6PM

ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
Welcome to 8 Cliff Street, where warmth, charm, and thoughtful updates come together in this beautifully maintained, move-in-ready single-family home. The main level features a bright and spacious open-concept living and dining area with new hardwood floors 2025, high ceilings, and large windows that fill the space with natural light, creating an inviting setting for everyday living and entertaining. The modern kitchen is appointed with granite countertops, stainless steel appliances with easy access to a spacious deck, patio, and fenced yard for effortless indoor outdoor living. Upstairs, two comfortable bedrooms offer excellent closet space, including a primary bedroom with a walk-in clos

$699,000

2 beds1.5 baths1,232 sq ft

8 Cliff St, Malden, MA 02148

Custom marble tile • Fenced yard • Spacious deck

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

OPEN SUN, 11:30AM TO 1:30PM

ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
Charming Farmhouse with Pool, Barn & Carriage House on Nearly 2 Acres. Come home to the charm, character, and incredible potential of this beautiful 4-bedroom, 2-bathroom farmhouse, privately set on just under 2 acres of level, picturesque land. The expansive property offers the space and flexibility you’ve been looking for — whether you dream of having a large garden, raising chickens, creating a private outdoor retreat, or simply enjoying plenty of room to spread out. A fenced-in, inground pool provides the perfect place to relax and cool off on warm summer days. The property also features a barn and impressive 3-car garage/carriage house, offering endless possibilities

$599,000

4 beds1.5 baths2,223 sq ft

85 Wallace Hl, Townsend, MA 01469

Barn • Outdoor amenities • Inground pool

Property at 22 Harbell St, Lexington, MA 02421, 3 beds, 2 baths

$1,198,000

3 beds2 baths1,790 sq ft

22 Harbell St, Lexington, MA 02421

Property at 131-133 Mount Vernon St, Newton, MA 02465, 5 beds, 2 baths

$1,575,000

5 beds2 baths2,670 sq ft

131-133 Mount Vernon St, Newton, MA 02465

Property at 15 Yerxa Rd, Cambridge, MA 02140, 5 beds, 2 baths

$1,600,000

5 beds2 baths2,902 sq ft

15 Yerxa Rd, Cambridge, MA 02140

Property at 193 Haverhill St, North Reading, MA 01864, 4 beds, 1.5 baths

$599,900

4 beds1.5 baths2,861 sq ft

193 Haverhill St, North Reading, MA 01864

Property at 794 Highland Ave, Medford, MA 02155, 2 beds, 1.5 baths

$700,000

2 beds1.5 baths1,122 sq ft

794 Highland Ave, Medford, MA 02155

Property at 4 Mayflower, Stoneham, MA 02180, 4 beds, 1.5 baths

$799,000

4 beds1.5 baths2,181 sq ft

4 Mayflower, Stoneham, MA 02180

Property at 26 Prentiss Ln, Belmont, MA 02478, 5 beds, 4 baths

$2,850,000

5 beds4 baths3,096 sq ft

26 Prentiss Ln, Belmont, MA 02478

Property at 26 Elliott St, Reading, MA 01867, 3 beds, 1.5 baths

$750,000

3 beds1.5 baths1,321 sq ft

26 Elliott St, Reading, MA 01867

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

$769,000

3 beds2 baths1,682 sq ft

197 Speen St, Natick, MA 01760

Property at 105 Pleasant St #2, Arlington, MA 02476, 2 beds, 2 baths

$849,000

2 beds2 baths1,200 sq ft

105 Pleasant St #2, Arlington, MA 02476

Property at 24 Fletcher Ave, Lexington, MA 02420, 4 beds, 2 baths

$1,280,000

4 beds2 baths1,827 sq ft

24 Fletcher Ave, Lexington, MA 02420

Property at 20 Huntley St, Malden, MA 02148, 2 beds, 1 bath

$674,900

2 beds1 bath1,534 sq ft

20 Huntley St, Malden, MA 02148

Property at 19 Forest Ave, Natick, MA 01760, 3 beds, 2 baths

$800,000

3 beds2 baths1,245 sq ft

19 Forest Ave, Natick, MA 01760

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

$749,900

3 beds2 baths2,464 sq ft

108 Westford, Chelmsford, MA 01824

Property at 8 Herbert St, Wakefield, MA 01880, 3 beds, 1 bath

$649,900

3 beds1 bath1,207 sq ft

8 Herbert St, Wakefield, MA 01880

Property at 161 Hancock Unit B, Cambridge, MA 02139, 2 beds, 2 baths

$729,000

2 beds2 baths1,080 sq ft

161 Hancock Unit B, Cambridge, MA 02139

Property at 202 Boston Post Rd, Wayland, MA 01778, 6 beds, 3.5 baths

$1,499,900

6 beds3.5 baths3,672 sq ft

202 Boston Post Rd, Wayland, MA 01778

Property at 159 Fayerweather St #1, Cambridge, MA 02138, 4 beds, 3 baths

$1,625,000

4 beds3 baths2,161 sq ft

159 Fayerweather St #1, Cambridge, MA 02138

Property at 5 Grant St, North Chelmsford, MA 01863, 4 beds, 1.5 baths

$825,000

4 beds1.5 baths2,560 sq ft

5 Grant St, North Chelmsford, MA 01863

Property at 177 Hancock St, Cambridge, MA 02139, 7 beds, 6 baths

$6,375,000

7 beds6 baths5,908 sq ft

177 Hancock St, Cambridge, MA 02139

Property at 72 Valleyfield St, Lexington, MA 02421, 2 beds, 1.5 baths

$999,000

2 beds1.5 baths1,209 sq ft

72 Valleyfield St, Lexington, MA 02421

Property at 46 Bedford Rd, Lincoln, MA 01773, 4 beds, 2.5 baths

$1,775,000

4 beds2.5 baths2,412 sq ft

46 Bedford Rd, Lincoln, MA 01773

Property at 17-19 Woodrow #19, Newton, MA 02460, 3 beds, 2 baths

$850,000

3 beds2 baths1,143 sq ft

17-19 Woodrow #19, Newton, MA 02460

Property at 23 Bowdoin St, Malden, MA 02148, 4 beds, 3 baths

$899,000

4 beds3 baths2,056 sq ft

23 Bowdoin St, Malden, MA 02148

Property at 58 Charnwood Rd, Medford, MA 02155, 2 beds, 1 bath

$749,900

2 beds1 bath968 sq ft

58 Charnwood Rd, Medford, MA 02155

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

$659,000

4 beds3.5 baths1,874 sq ft

51 Fairmount Ave #51, Wakefield, MA 01880

Property at 200 Main St, Acton, MA 01720, 2 beds, 1 bath

$539,900

2 beds1 bath1,250 sq ft

200 Main St, Acton, MA 01720

Property at 131 Main St, North Chelmsford, MA 01863, 3 beds, 2 baths

$674,900

3 beds2 baths2,217 sq ft

131 Main St, North Chelmsford, MA 01863

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 46 Slade St #46, Belmont, MA 02478, 2 beds, 2 baths

$800,000

2 beds2 baths1,388 sq ft

46 Slade St #46, Belmont, MA 02478

Property at 12 Saint Paul St #3, Cambridge, MA 02139, 2 beds, 2 baths

$1,100,000

2 beds2 baths1,273 sq ft

12 Saint Paul St #3, Cambridge, MA 02139

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

$1,845,000

3 beds2.5 baths3,100 sq ft

21 Maple St, Arlington, MA 02476

Property at 125 Morrison Ave, Somerville, MA 02143, 3 beds, 2 baths

$1,225,000

3 beds2 baths2,013 sq ft

125 Morrison Ave, Somerville, MA 02143

Property at 13 Milford Ave, Natick, MA 01760, 5 beds, 2 baths

$1,195,000

5 beds2 baths2,628 sq ft

13 Milford Ave, Natick, MA 01760

Property at 56 Rutland St, Malden, MA 02148, 3 beds, 2.5 baths

$799,900

3 beds2.5 baths1,820 sq ft

56 Rutland St, Malden, MA 02148

Property at 42 Adams St, Lexington, MA 02420, 6 beds, 4 baths

$5,000,000

6 beds4 baths5,437 sq ft

42 Adams St, Lexington, MA 02420

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Vintage Homes for Sale in Middlesex County

There are currently 1471 vintage homes for sale in Middlesex County at a median listing price of $829K. 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, 1284 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 1057 condos, 517 townhouses, and 433 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.

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