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Winthrop is a medium-sized coastal city (i.e. on the ocean, a bay, or inlet) located in the state of Massachusetts. With a population of 18,544 people and five constituent neighborhoods, Winthrop is the 107th largest community in Massachusetts. Much of the housing stock in Winthrop was built prior to World War II, making it one of the older and more historic cities in the country.

Housing costs in Winthrop are among some of the highest in the nation, although real estate prices here don't compare to real estate prices in the most expensive communities in Massachusetts.

Winthrop is a decidedly white-collar city, with fully 87.18% of the workforce employed in white-collar jobs, well above the national average. Overall, Winthrop is a city of sales and office workers, professionals, and managers. There are especially a lot of people living in Winthrop who work in office and administrative support (16.24%), sales jobs (12.57%), and management occupations (11.63%).

Also of interest is that Winthrop has more people living here who work in computers and math than 95% of the places in the US.

Winthrop is also nautical, which means that parts of it are somewhat historic and touch the ocean or tidal bodies of water, such as inlets and bays. Quite often, nautical areas such as these attract visitors and locals who come to enjoy the scenery and various waterfront activities.

In Winthrop, however, the average commute to work is quite long. On average, people spend 34.28 minutes each day getting to work, which is significantly higher than the national average. One bright side is that local public transit is widely used, so it may be an option to avoid the headache of driving in the heavy traffic by leaving the car at home and taking transit. In addition, the city is also quite pedestrian-friendly, because many neighborhoods are very dense and have amenities close enough together that people find it feasible to get around on foot.

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(all data current as of 5/14/2024)

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  1. Photo of 96 Country Way, Scituate, MA 02066 (MLS # 73237584)
    $849,900
    Photo of 96 Country Way, Scituate, MA 02066 (MLS # 73237584)
    Photo of 96 Country Way, Scituate, MA 02066 (MLS # 73237584)
    39
     
    96 Country Way, Scituate, MA
    96 Country Way
    Scituate, MA
    • 4 Beds
    • 2 Baths
    • 2,158 Home (sqft)
    • 2 Baths
    • 20,474 Lot (sqft)
    Listed with News Realty LLC
  2. Photo of 27 Palmer Ave, Saugus, MA 01906 (MLS # 73237580)
    $529,000
    Photo of 27 Palmer Ave, Saugus, MA 01906 (MLS # 73237580)
    Photo of 27 Palmer Ave, Saugus, MA 01906 (MLS # 73237580)
    30
     
    27 Palmer Ave, Saugus, MA
    27 Palmer Ave
    Saugus, MA
    • 2 Beds
    • 2 Baths
    • 1,038 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
    Listed with Compass
  3. Photo of 72 Naugus Avenue, Marblehead, MA 01945 (MLS # 73237585)
    $1,695,000
    Photo of 72 Naugus Avenue, Marblehead, MA 01945 (MLS # 73237585)
    Photo of 72 Naugus Avenue, Marblehead, MA 01945 (MLS # 73237585)
    41
     
    72 Naugus Avenue, Marblehead, MA
    72 Naugus Avenue
    Marblehead, MA
    • 4 Beds
    • 4 Baths
    • 3,020 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
    Listed with Compass
  4. Photo of 12 Stone Forest Ln, Attleboro, MA 02703 (MLS # 73237578)
    $979,900
    Photo of 12 Stone Forest Ln, Attleboro, MA 02703 (MLS # 73237578)
    Photo of 12 Stone Forest Ln, Attleboro, MA 02703 (MLS # 73237578)
    42
     
    12 Stone Forest Ln, Attleboro, MA
    12 Stone Forest Ln
    Attleboro, MA
    • 4 Beds
    • 2 Baths
    • 3,170 Home (sqft)
    • 2 Baths
    • 27,008 Lot (sqft)
    Listed with Keller Williams Elite
  5. Photo of 100 Dwinell Rd, Taunton, MA 02780 (MLS # 73237587)
    $550,000
    Photo of 100 Dwinell Rd, Taunton, MA 02780 (MLS # 73237587)
    Photo of 100 Dwinell Rd, Taunton, MA 02780 (MLS # 73237587)
    100 Dwinell Rd, Taunton, MA
    100 Dwinell Rd
    Taunton, MA
    • 4 Beds
    • 2 Baths
    • 1,632 Home (sqft)
    • 2 Baths
    • 1.17 Lot (ac)
    Listed with Cobblestone Realty, LLC
  6. Photo of 9 Haskell St #A, Cambridge, MA 02140 (MLS # 73237586)
    $850,000
    Photo of 9 Haskell St #A, Cambridge, MA 02140 (MLS # 73237586)
    Photo of 9 Haskell St #A, Cambridge, MA 02140 (MLS # 73237586)
    20
     
    9 Haskell St #A, Cambridge, MA
    9 Haskell St #A
    Cambridge, MA
    • 2 Beds
    • 1 Bath
    • 1,003 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
    Listed with Hillman Homes
  7. Photo of 131 Sycamore St, New Bedford, MA 02740 (MLS # 73237577)
    $399,900
    Photo of 131 Sycamore St, New Bedford, MA 02740 (MLS # 73237577)
    Photo of 131 Sycamore St, New Bedford, MA 02740 (MLS # 73237577)
    24
     
    131 Sycamore St, New Bedford, MA
    131 Sycamore St
    New Bedford, MA
    • 4 Beds
    • 2 Baths
    • 1,612 Home (sqft)
    • 2 Baths
    • 1,743 Lot (sqft)
    Listed with Keller Williams Realty
  8. Photo of 14 Minot St #A, Woburn, MA 01801 (MLS # 73237568)
    $699,900
    Photo of 14 Minot St #A, Woburn, MA 01801 (MLS # 73237568)
    Photo of 14 Minot St #A, Woburn, MA 01801 (MLS # 73237568)
    42
     
    14 Minot St #A, Woburn, MA
    14 Minot St #A
    Woburn, MA
    • 4 Beds
    • 4 Baths
    • 2,434 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
    Listed with RE/MAX Harmony
  9. Photo of 138 Beacon Street, Boston, MA 02136 (MLS # 73237572)
    $599,000
    Photo of 138 Beacon Street, Boston, MA 02136 (MLS # 73237572)
    Photo of 138 Beacon Street, Boston, MA 02136 (MLS # 73237572)
    30
     
    138 Beacon Street, Boston, MA
    138 Beacon Street
    Boston, MA
    • 3 Beds
    • 1 Bath
    • 1,254 Home (sqft)
    • 1 Bath
    • 6,099 Lot (sqft)
    Listed with Compass
  10. Photo of 507 S Royalston Rd, Athol, MA 01331 (MLS # 73237571)
    $415,000
    Photo of 507 S Royalston Rd, Athol, MA 01331 (MLS # 73237571)
    Photo of 507 S Royalston Rd, Athol, MA 01331 (MLS # 73237571)
    507 S Royalston Rd, Athol, MA
    507 S Royalston Rd
    Athol, MA
    • 3 Beds
    • 2 Baths
    • 1,407 Home (sqft)
    • 2 Baths
    • 42,254 Lot (sqft)
    Listed with OwnerEntry.com
  11. Photo of 122 Lake Mattawa Rd, Orange, MA 01364 (MLS # 73237575)
    $389,000
    Photo of 122 Lake Mattawa Rd, Orange, MA 01364 (MLS # 73237575)
    Photo of 122 Lake Mattawa Rd, Orange, MA 01364 (MLS # 73237575)
    37
     
    122 Lake Mattawa Rd, Orange, MA
    122 Lake Mattawa Rd
    Orange, MA
    • 2 Beds
    • 2 Baths
    • 1,683 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
    Listed with RE/MAX Diverse
  12. Photo of 403 Kenneth Ave, Somerset, MA 02725 (MLS # 73237573)
    $535,000
    Photo of 403 Kenneth Ave, Somerset, MA 02725 (MLS # 73237573)
    Photo of 403 Kenneth Ave, Somerset, MA 02725 (MLS # 73237573)
    28
     
    403 Kenneth Ave, Somerset, MA
    403 Kenneth Ave
    Somerset, MA
    • 3 Beds
    • 2 Baths
    • 1,050 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
    Listed with Amaral & Associates RE
  13. Photo of 6 Whittier Place #12D, Boston, MA 02114 (MLS # 73237569)
    $769,000
    Photo of 6 Whittier Place #12D, Boston, MA 02114 (MLS # 73237569)
    Photo of 6 Whittier Place #12D, Boston, MA 02114 (MLS # 73237569)
    33
     
    6 Whittier Place #12D, Boston, MA
    6 Whittier Place #12D
    Boston, MA
    • 2 Beds
    • 2 Baths
    • 1,296 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
    Listed with Leading Edge Real Estate
  14. Photo of 115 Mandalay Rd, Newton, MA 02459 (MLS # 73237570)
    $5,480,000
    Photo of 115 Mandalay Rd, Newton, MA 02459 (MLS # 73237570)
    Photo of 115 Mandalay Rd, Newton, MA 02459 (MLS # 73237570)
    37
     
    115 Mandalay Rd, Newton, MA
    115 Mandalay Rd
    Newton, MA
    • 6 Beds
    • 8 Baths
    • 5,600 Home (sqft)
    • 8 Baths
    • 17,424 Lot (sqft)
    Listed with Knight Realty
  15. Photo of 11 Highland Road, Belmont, MA 02478 (MLS # 73237558)
    $2,995,000
    Photo of 11 Highland Road, Belmont, MA 02478 (MLS # 73237558)
    Photo of 11 Highland Road, Belmont, MA 02478 (MLS # 73237558)
    42
     
    11 Highland Road, Belmont, MA
    11 Highland Road
    Belmont, MA
    • 4 Beds
    • 5 Baths
    • 3,958 Home (sqft)
    • 5 Baths
    • 13,068 Lot (sqft)
    Listed with Coldwell Banker Realty - Belmont
  16. Photo of 114 Ford St, Brockton, MA 02301 (MLS # 73237560)
    $649,777
    Photo of 114 Ford St, Brockton, MA 02301 (MLS # 73237560)
    Photo of 114 Ford St, Brockton, MA 02301 (MLS # 73237560)
    30
     
    114 Ford St, Brockton, MA
    114 Ford St
    Brockton, MA
    • 5 Beds
    • 3 Baths
    • 2,520 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
    Listed with Vicente Realty, LLC
  17. Photo of 175 Maple Street, Somerset, MA 02726 (MLS # 73237566)
    $399,900
    Photo of 175 Maple Street, Somerset, MA 02726 (MLS # 73237566)
    Photo of 175 Maple Street, Somerset, MA 02726 (MLS # 73237566)
    25
     
    175 Maple Street, Somerset, MA
    175 Maple Street
    Somerset, MA
    • 2 Beds
    • 1 Bath
    • 900 Home (sqft)
    • 1 Bath
    • 9,584 Lot (sqft)
    Listed with www.HomeZu.com
  18. Photo of 6 Janice Road, Stoughton, MA 02072 (MLS # 73237563)
    $599,999
    Photo of 6 Janice Road, Stoughton, MA 02072 (MLS # 73237563)
    Photo of 6 Janice Road, Stoughton, MA 02072 (MLS # 73237563)
    36
     
    6 Janice Road, Stoughton, MA
    6 Janice Road
    Stoughton, MA
    • 3 Beds
    • 2 Baths
    • 2,000 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
    Listed with Boston Hub Real Estate
  19. Photo of 430 Stuart St #25A, Boston, MA 02116 (MLS # 73237561)
    $4,990,000
    Photo of 430 Stuart St #25A, Boston, MA 02116 (MLS # 73237561)
    Photo of 430 Stuart St #25A, Boston, MA 02116 (MLS # 73237561)
    32
     
    430 Stuart St #25A, Boston, MA
    430 Stuart St #25A
    Boston, MA
    • 2 Beds
    • 3 Baths
    • 1,832 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
    Listed with The Collaborative Companies
  20. Photo of 100 West St, Reading, MA 01867 (MLS # 73237559)
    $785,000
    Photo of 100 West St, Reading, MA 01867 (MLS # 73237559)
    Photo of 100 West St, Reading, MA 01867 (MLS # 73237559)
    28
     
    100 West St, Reading, MA
    100 West St
    Reading, MA
    • 3 Beds
    • 2 Baths
    • 1,435 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
    Listed with True North Realty
  21. Photo of 211 W 5th St #2, Boston, MA 02127 (MLS # 73237556)
    $824,900
    Photo of 211 W 5th St #2, Boston, MA 02127 (MLS # 73237556)
    Photo of 211 W 5th St #2, Boston, MA 02127 (MLS # 73237556)
    22
     
    211 W 5th St #2, Boston, MA
    211 W 5th St #2
    Boston, MA
    • 2 Beds
    • 2 Baths
    • 1,060 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
    Listed with Compass
  22. Photo of 16 Hemlock Dr, Northborough, MA 01532 (MLS # 73237557)
    $1,100,000
    Photo of 16 Hemlock Dr, Northborough, MA 01532 (MLS # 73237557)
    Photo of 16 Hemlock Dr, Northborough, MA 01532 (MLS # 73237557)
    42
     
    16 Hemlock Dr, Northborough, MA
    16 Hemlock Dr
    Northborough, MA
    • 4 Beds
    • 3 Baths
    • 2,848 Home (sqft)
    • 3 Baths
    • 24,830 Lot (sqft)
    Listed with RE/MAX Executive Realty
  23. Photo of 358 Reed Road, Mason, NH 03048 (MLS # 73237549)
    $899,999
    Photo of 358 Reed Road, Mason, NH 03048 (MLS # 73237549)
    Photo of 358 Reed Road, Mason, NH 03048 (MLS # 73237549)
    41
     
    358 Reed Road, Mason, NH
    358 Reed Road
    Mason, NH
    • 3 Beds
    • 4 Baths
    • 2,240 Home (sqft)
    • 4 Baths
    • 4.81 Lot (ac)
    Listed with LAER Realty Partners
  24. Photo of 30 Oakland St, Medway, MA 02053 (MLS # 73237547)
    $550,000
    Photo of 30 Oakland St, Medway, MA 02053 (MLS # 73237547)
    Photo of 30 Oakland St, Medway, MA 02053 (MLS # 73237547)
    35
     
    30 Oakland St, Medway, MA
    30 Oakland St
    Medway, MA
    • 4 Beds
    • 2 Baths
    • 1,902 Home (sqft)
    • 2 Baths
    • 23,958 Lot (sqft)
    Listed with Keller Williams Elite
  25. Photo of 4 Peach Highlands, Marblehead, MA 01945 (MLS # 73237555)
    $1,225,000
    Photo of 4 Peach Highlands, Marblehead, MA 01945 (MLS # 73237555)
    Photo of 4 Peach Highlands, Marblehead, MA 01945 (MLS # 73237555)
    29
     
    4 Peach Highlands, Marblehead, MA
    4 Peach Highlands
    Marblehead, MA
    • 4 Beds
    • 3 Baths
    • 2,714 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
    Listed with William Raveis R.E. & Home Services
  26. Photo of 14 Gingerbread Ln, Marblehead, MA 01945 (MLS # 73237553)
    $1,395,000
    Photo of 14 Gingerbread Ln, Marblehead, MA 01945 (MLS # 73237553)
    Photo of 14 Gingerbread Ln, Marblehead, MA 01945 (MLS # 73237553)
    22
     
    14 Gingerbread Ln, Marblehead, MA
    14 Gingerbread Ln
    Marblehead, MA
    • 4 Beds
    • 4 Baths
    • 3,037 Home (sqft)
    • 4 Baths
    • 23,523 Lot (sqft)
    Listed with William Raveis R.E. & Home Services
  27. Photo of 1011 Concord Rd, Marlborough, MA 01752 (MLS # 73237551)
    $759,000
    Photo of 1011 Concord Rd, Marlborough, MA 01752 (MLS # 73237551)
    Photo of 1011 Concord Rd, Marlborough, MA 01752 (MLS # 73237551)
    40
     
    1011 Concord Rd, Marlborough, MA
    1011 Concord Rd
    Marlborough, MA
    • 3 Beds
    • 2 Baths
    • 2,354 Home (sqft)
    • 2 Baths
    • 1.09 Lot (ac)
    Listed with Compass
  28. Photo of 70 Gulliver St, Milton, MA 02186 (MLS # 73237546)
    $925,000
    Photo of 70 Gulliver St, Milton, MA 02186 (MLS # 73237546)
    Photo of 70 Gulliver St, Milton, MA 02186 (MLS # 73237546)
    29
     
    70 Gulliver St, Milton, MA
    70 Gulliver St
    Milton, MA
    • 4 Beds
    • 2 Baths
    • 1,653 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
    Listed with Coldwell Banker Realty - Milton
  29. Photo of 71 Cape Cod Ave, Plymouth, MA 02360 (MLS # 73237545)
    $810,000
    Photo of 71 Cape Cod Ave, Plymouth, MA 02360 (MLS # 73237545)
    Photo of 71 Cape Cod Ave, Plymouth, MA 02360 (MLS # 73237545)
    31
     
    71 Cape Cod Ave, Plymouth, MA
    71 Cape Cod Ave
    Plymouth, MA
    • 3 Beds
    • 2 Baths
    • 1,816 Home (sqft)
    • 2 Baths
    • 14,811 Lot (sqft)
    Listed with StartPoint Realty
  30. Photo of 81 Northside Road, Charlton, MA 01507 (MLS # 73237552)
    $850,000
    Photo of 81 Northside Road, Charlton, MA 01507 (MLS # 73237552)
    Photo of 81 Northside Road, Charlton, MA 01507 (MLS # 73237552)
    40
     
    81 Northside Road, Charlton, MA
    81 Northside Road
    Charlton, MA
    • 4 Beds
    • 4 Baths
    • 4,583 Home (sqft)
    • 4 Baths
    • 2.19 Lot (ac)
    Listed with Lamacchia Realty, Inc.
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