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:
NEW PRICE — A FRESH OPPORTUNITY IN NEWTONVILLE! Set on nearly half an acre of level land in Newtonville, this rare ranch-style residence offers exceptional scale, privacy, and resort-style living, enhanced by abundant natural sunlight and multiple skylights throughout. Extensively improved by the current owner, the home features a recently renovated brand-new kitchen, four spacious en-suite bedrooms, and seven bathrooms—ideal for multigenerational living, guests, or flexible work-from-home needs. Expansive living areas create a bright, airy atmosphere rarely found at this scale. The outdoor setting includes a heated in-ground pool and a separate pool house with sauna, full bath,

$3,980,000

4 beds6 baths6,054 sq ft

Sauna • Sun-filled flat lot • Full bath

20 Montrose St, Newton, MA 02458

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ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
Carefree professionally managed condo convenience in Winchester Center! Soaring ceilings and generous living spaces make this home feel exceptionally spacious and inviting. Plenty of space to gather in the bright living room with oversized windows, family room with beautiful french doors, and large dining room with new built-in bar area. A versatile bonus room is perfect for a home office, gym, or additional living space. The kitchen opens directly to the generous dining room and features granite countertops, stainless steel appliances, and access to the deck. A full bathroom completes the first level. Upstairs, you’ll find three bedrooms, another full bathroom, and convenient laundry

$775,000

3 beds2 baths1,643 sq ft

Versatile bonus room • Granite countertops • Oversized windows

189 Washington St #2, Winchester, MA 01890

ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
Welcome to 53 Summer St! This multifamily home has the three L's you dream about, Location Location Location. A Traditional Two family home located in Historic Downtown Natick. One of the shortest walks in Natick to the newly renovated Natick Center Commuter Rail Station as well as easy access to Major Highways (Mass Pike, Route's 9, 16, 27, 30 and 135 Make this a commuter's paradise. Close proximity to world class dining and shopping as well as walking distance to TCAN (The Center for Arts in Natick), Natick Town Common, Weekly Farmer's Market, Public Library and the Cochituate Rail Trail. Each unit features bright living areas, with functional kitchens and Two Bedrooms each. The Second f

$799,900

4 beds3 baths2,580 sq ft

Public library • 6,569 sq ft lot • 6 parking spots

53 Summer St, Natick, MA 01760

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ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
Expansive living and unparalleled curb appeal define this exceptional five-bedroom garrison colonial, ideally positioned near the natural beauty and extensive trails of the Fells Reservation. Set in the highly regarded Muraco Elementary School district, this spacious home offers an inviting blend of timeless architecture, thoughtful updates, and remarkable flexibility for today’s lifestyle. The sun-filled first floor features an open, seamless flow designed for both everyday living and effortless entertaining. A thoughtfully appointed eat-in kitchen with premium Sub-Zero and Fisher & Paykel appliances opens to the dining space, creating an ideal setting for gathering. A wood-bur

$1,650,000

5 beds3.5 baths3,722 sq ft

Fells reservation • Eat-in kitchen • Sub-zero appliances

117 Highland, Winchester, MA 01890

ABOUT THIS HOME
Vintage Home for sale in Middlesex County, MA:
OPEN HOUSES Sat (9/12) 12-2pm Sun(9/13)2-4pm. Tucked away in Wayland’s peaceful Dudley pond neighborhood, this charming single-family ranch perfectly blends cozy charm w/ exceptional modern updates. Offering 2 bedrooms, 2 full bathrooms & 1,540 square feet of inviting living space, this property is ideal as a year-round sanctuary, an "active lifestyle" downsizing option w/ possible expansion on its 9,583 sq ft lot. Inside, the home radiates warmth & comfort, featuring beautiful wood accents, a fireplaced living room, & a bright layout designed to maximize natural light. The newly carpeted, versatile lower level provides additional living space w/ an easy wal

$860,000

2 beds2 baths1,540 sq ft

Scenic hiking trails • Two sheds • 9,539 sq ft lot

5 Mansion Rd, Wayland, MA 01778

Property at 75 Bowen Ave, Medford, MA 02155, 5 beds, 2 baths

$988,888

5 beds2 baths1,968 sq ft

75 Bowen Ave, Medford, MA 02155

Property at 128 Parker St, Maynard, MA 01754, 3 beds, 2 baths

$600,000

3 beds2 baths1,390 sq ft

128 Parker St, Maynard, MA 01754

Property at 266 Harvard Rd, Stow, MA 01775, 3 beds, 1 bath

$675,000

3 beds1 bath2,194 sq ft

266 Harvard Rd, Stow, MA 01775

Property at 17 Coral St, Lowell, MA 01851, 6 beds, 2 baths

$639,900

6 beds2 baths2,560 sq ft

17 Coral St, Lowell, MA 01851

Property at 44-46 Western Ave, Cambridge, MA 02139, 4 beds, 3 baths

$1,898,000

4 beds3 baths2,115 sq ft

44-46 Western Ave, Cambridge, MA 02139

Property at 56 Gorham #3, Somerville, MA 02144, 2 beds, 2 baths

$1,050,000

2 beds2 baths1,074 sq ft

56 Gorham #3, Somerville, MA 02144

Property at 251 Massachusetts Ave #2, Arlington, MA 02474, 3 beds, 3 baths

$1,350,000

3 beds3 baths2,715 sq ft

251 Massachusetts Ave #2, Arlington, MA 02474

Property at 25-27 Bromfield St, Watertown, MA 02472, 4 beds, 2.5 baths

$899,000

4 beds2.5 baths2,030 sq ft

25-27 Bromfield St, Watertown, MA 02472

Property at 199 Washington St #199, Winchester, MA 01890, 4 beds, 3 baths

$975,000

4 beds3 baths2,475 sq ft

199 Washington St #199, Winchester, MA 01890

Property at 29 Winslow Rd #29, Belmont, MA 02478, 2 beds, 1 bath

$729,000

2 beds1 bath1,054 sq ft

29 Winslow Rd #29, Belmont, MA 02478

Property at 85-87 Wolcott St, Malden, MA 02134, 5 beds, 2 baths

$850,000

5 beds2 baths2,818 sq ft

85-87 Wolcott St, Malden, MA 02134

Property at 76 Orchard, Cambridge, MA 02140, 7 beds, 3 baths

$2,995,000

7 beds3 baths3,441 sq ft

76 Orchard, Cambridge, MA 02140

Property at 49 Hall Ave, Watertown, MA 02472, 5 beds, 2 baths

$1,199,999

5 beds2 baths2,466 sq ft

49 Hall Ave, Watertown, MA 02472

Property at 131 Wildwood Ave, Arlington, MA 02476, 7 beds, 2 baths

$1,295,000

7 beds2 baths2,800 sq ft

131 Wildwood Ave, Arlington, MA 02476

Property at 34 Lincoln St, Belmont, MA 02478, 4 beds, 3.5 baths

$2,199,000

4 beds3.5 baths4,446 sq ft

34 Lincoln St, Belmont, MA 02478

Property at 51 Richardson Ave, Dracut, MA 01826, 2 beds, 1 bath

$479,900

2 beds1 bath1,016 sq ft

51 Richardson Ave, Dracut, MA 01826

Property at 165 Fayerweather St #1, Cambridge, MA 02138, 2 beds, 2 baths

$1,295,000

2 beds2 baths1,873 sq ft

165 Fayerweather St #1, Cambridge, MA 02138

Property at 18 Partridge Ave, Somerville, MA 02145, 3 beds, 2 baths

$1,170,000

3 beds2 baths1,524 sq ft

18 Partridge Ave, Somerville, MA 02145

Property at 17 George St, Somerville, MA 02145, 7 beds, 4 baths

$999,750

7 beds4 baths3,144 sq ft

17 George St, Somerville, MA 02145

Property at 54 Elizabeth Rd, Belmont, MA 02478, 4 beds, 3 baths

$2,175,000

4 beds3 baths2,762 sq ft

54 Elizabeth Rd, Belmont, MA 02478

Property at 92 Shaw Rd, Belmont, MA 02478, 5 beds, 4 baths

$2,199,000

5 beds4 baths3,920 sq ft

92 Shaw Rd, Belmont, MA 02478

Property at 11 Wright St #1, Cambridge, MA 02138, 3 beds, 2.5 baths

$1,999,500

3 beds2.5 baths2,197 sq ft

11 Wright St #1, Cambridge, MA 02138

Property at 42 Whittier Rd, Marlborough, MA 01752, 1 bed, 1 bath

$250,000

1 bed1 bath640 sq ft

42 Whittier Rd, Marlborough, MA 01752

Property at 57 Pleasant St Unit B, Watertown, MA 02472, 2 beds, 1.5 baths

$584,999

2 beds1.5 baths1,466 sq ft

57 Pleasant St Unit B, Watertown, MA 02472

Property at 41 Morse Ave, Wilmington, MA 01887, 3 beds, 2.5 baths

$1,099,000

3 beds2.5 baths3,000 sq ft

41 Morse Ave, Wilmington, MA 01887

Property at 22 Chestnut St #22, Framingham, MA 01701, 3 beds, 1 bath

$419,900

3 beds1 bath1,438 sq ft

22 Chestnut St #22, Framingham, MA 01701

Property at 30 Henry St #1, Medford, MA 02155, 2 beds, 2 baths

$599,999

2 beds2 baths821 sq ft

30 Henry St #1, Medford, MA 02155

Property at 28 Bedford Rd, Woburn, MA 01801, 3 beds, 1.5 baths

$679,900

3 beds1.5 baths1,272 sq ft

28 Bedford Rd, Woburn, MA 01801

Property at 11 Varnum St #3, Arlington, MA 02474, 2 beds, 1 bath

$720,000

2 beds1 bath985 sq ft

11 Varnum St #3, Arlington, MA 02474

Property at 44 Putnam St, Newton, MA 02465, 6 beds, 5.5 baths

$3,900,000

6 beds5.5 baths6,097 sq ft

44 Putnam St, Newton, MA 02465

Property at 60 Bellflower Rd, Billerica, MA 01821, 5 beds, 2 baths

$729,900

5 beds2 baths2,100 sq ft

60 Bellflower Rd, Billerica, MA 01821

Property at 37 Andrews St, Medford, MA 02155, 3 beds, 1.5 baths

$859,000

3 beds1.5 baths1,517 sq ft

37 Andrews St, Medford, MA 02155

Property at 14 W Water St #1, Wakefield, MA 01880, 1 bed, 1 bath

$349,900

1 bed1 bath696 sq ft

14 W Water St #1, Wakefield, MA 01880

Property at 18 Hurley Ave, Dracut, MA 01826, 5 beds, 2 baths

$659,900

5 beds2 baths2,328 sq ft

18 Hurley Ave, Dracut, MA 01826

Property at 904 Main St, Woburn, MA 01801, 7 beds, 5 baths

$1,225,000

7 beds5 baths3,312 sq ft

904 Main St, Woburn, MA 01801

Property at 48 Irving St, Somerville, MA 02144, 5 beds, 4 baths

$1,850,000

5 beds4 baths2,538 sq ft

48 Irving St, Somerville, MA 02144

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Vintage Homes for Sale in Middlesex County

There are currently 1386 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, 1279 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 1059 condos, 516 townhouses, and 431 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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