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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 3/30/2024)

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  1. Photo of 52 Washington St #BC, Haverhill, MA 01832 (MLS # 73217795)
    $299,900
    Photo of 52 Washington St #BC, Haverhill, MA 01832 (MLS # 73217795)
    Photo of 52 Washington St #BC, Haverhill, MA 01832 (MLS # 73217795)
    30
     
    52 Washington St #BC, Haverhill, MA
    52 Washington St #BC
    Haverhill, MA
    • 2 Beds
    • 1 Bath
    • 882 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
    Listed with Real Homes Realty
  2. Photo of 65 Larch St, Clinton, MA 01510 (MLS # 73217794)
    $459,900
    Photo of 65 Larch St, Clinton, MA 01510 (MLS # 73217794)
    Photo of 65 Larch St, Clinton, MA 01510 (MLS # 73217794)
    14
     
    65 Larch St, Clinton, MA
    65 Larch St
    Clinton, MA
    • 3 Beds
    • 3 Baths
    • 2,015 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
    Listed with Ciccarelli Homes
  3. Photo of 275 Chelsea St #1, Boston, MA 02128 (MLS # 73217793)
    $635,000
    Photo of 275 Chelsea St #1, Boston, MA 02128 (MLS # 73217793)
    Photo of 275 Chelsea St #1, Boston, MA 02128 (MLS # 73217793)
    38
     
    275 Chelsea St #1, Boston, MA
    275 Chelsea St #1
    Boston, MA
    • 3 Beds
    • 2 Baths
    • 1,246 Home (sqft)
    • 2 Baths
    • 1,743 Lot (sqft)
    Listed with The Virtual Realty Group
  4. Photo of 5 Masi Meadow #B, Middleton, MA 01949 (MLS # 73217790)
    $499,900
    Photo of 5 Masi Meadow #B, Middleton, MA 01949 (MLS # 73217790)
    Photo of 5 Masi Meadow #B, Middleton, MA 01949 (MLS # 73217790)
    36
     
    5 Masi Meadow #B, Middleton, MA
    5 Masi Meadow #B
    Middleton, MA
    • 2 Beds
    • 2 Baths
    • 1,226 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
    Listed with Century 21 North East
  5. Photo of 73 Kimball Rd, Amesbury, MA 01913 (MLS # 73217788)
    $549,900
    Photo of 73 Kimball Rd, Amesbury, MA 01913 (MLS # 73217788)
    Photo of 73 Kimball Rd, Amesbury, MA 01913 (MLS # 73217788)
    27
     
    73 Kimball Rd, Amesbury, MA
    73 Kimball Rd
    Amesbury, MA
    • 4 Beds
    • 2 Baths
    • 1,908 Home (sqft)
    • 2 Baths
    • 20,038 Lot (sqft)
    Listed with Century 21 North East
  6. Photo of 73 Villa Pkwy, Springfield, MA 01109 (MLS # 73217785)
    $225,000
    Photo of 73 Villa Pkwy, Springfield, MA 01109 (MLS # 73217785)
    Photo of 73 Villa Pkwy, Springfield, MA 01109 (MLS # 73217785)
    73 Villa Pkwy, Springfield, MA
    73 Villa Pkwy
    Springfield, MA
    • 3 Beds
    • 2 Baths
    • 1,812 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
    Listed with International Real-Estate Investment Group
  7. Photo of 26 Kellogg Street, Westfield, MA 01085 (MLS # 73217783)
    $424,900
    Photo of 26 Kellogg Street, Westfield, MA 01085 (MLS # 73217783)
    Photo of 26 Kellogg Street, Westfield, MA 01085 (MLS # 73217783)
    34
     
    26 Kellogg Street, Westfield, MA
    26 Kellogg Street
    Westfield, MA
    • 6 Beds
    • 2 Baths
    • 2,104 Home (sqft)
    • 2 Baths
    • 3,485 Lot (sqft)
    Listed with Class Realty, Inc.
  8. Photo of 39 W L St, Lowell, MA 01850 (MLS # 73217780)
    $395,000
    Photo of 39 W L St, Lowell, MA 01850 (MLS # 73217780)
    Photo of 39 W L St, Lowell, MA 01850 (MLS # 73217780)
    20
     
    39 W L St, Lowell, MA
    39 W L St
    Lowell, MA
    • 3 Beds
    • 2 Baths
    • 901 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
    Listed with Keller Williams Realty Boston-Metro | Back Bay
  9. Photo of 111 Beach St #1A, Boston, MA 02111 (MLS # 73217778)
    $689,000
    Photo of 111 Beach St #1A, Boston, MA 02111 (MLS # 73217778)
    Photo of 111 Beach St #1A, Boston, MA 02111 (MLS # 73217778)
    25
     
    111 Beach St #1A, Boston, MA
    111 Beach St #1A
    Boston, MA
    • 0 Beds
    • 2 Baths
    • 740 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
    Listed with Coldwell Banker Realty - Boston
  10. Photo of 124 Front St #3, Scituate, MA 02066 (MLS # 73217768)
    $549,000
    Photo of 124 Front St #3, Scituate, MA 02066 (MLS # 73217768)
    Photo of 124 Front St #3, Scituate, MA 02066 (MLS # 73217768)
    17
     
    124 Front St #3, Scituate, MA
    124 Front St #3
    Scituate, MA
    • 1 Bed
    • 1 Bath
    • 930 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
    Listed with Michelle Larnard Real Estate Group LLC
  11. Photo of 74 Federal St, Weymouth, MA 02188 (MLS # 73217757)
    $749,000
    Photo of 74 Federal St, Weymouth, MA 02188 (MLS # 73217757)
    Photo of 74 Federal St, Weymouth, MA 02188 (MLS # 73217757)
    29
     
    74 Federal St, Weymouth, MA
    74 Federal St
    Weymouth, MA
    • 3 Beds
    • 3 Baths
    • 2,409 Home (sqft)
    • 3 Baths
    • 39,640 Lot (sqft)
    Listed with Cape Cod Ken Real Estate
  12. Photo of 47 Buffalo Way #47, Taunton, MA 02718 (MLS # 73217756)
    $455,000
    Photo of 47 Buffalo Way #47, Taunton, MA 02718 (MLS # 73217756)
    Photo of 47 Buffalo Way #47, Taunton, MA 02718 (MLS # 73217756)
    42
     
    47 Buffalo Way #47, Taunton, MA
    47 Buffalo Way #47
    Taunton, MA
    • 2 Beds
    • 3 Baths
    • 1,365 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
    Listed with Conway - Lakeville
  13. Photo of 103 Ocean Street #C, Lynn, MA 01902 (MLS # 73217753)
    $429,900
    Photo of 103 Ocean Street #C, Lynn, MA 01902 (MLS # 73217753)
    Photo of 103 Ocean Street #C, Lynn, MA 01902 (MLS # 73217753)
    24
     
    103 Ocean Street #C, Lynn, MA
    103 Ocean Street #C
    Lynn, MA
    • 2 Beds
    • 1 Bath
    • 873 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
    Listed with Coldwell Banker Realty - Marblehead
  14. Photo of 170 Hollywood St, Fitchburg, MA 01420 (MLS # 73217752)
    $379,000
    Photo of 170 Hollywood St, Fitchburg, MA 01420 (MLS # 73217752)
    Photo of 170 Hollywood St, Fitchburg, MA 01420 (MLS # 73217752)
    34
     
    170 Hollywood St, Fitchburg, MA
    170 Hollywood St
    Fitchburg, MA
    • 2 Beds
    • 2 Baths
    • 1,064 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
    Listed with Coldwell Banker Realty - Leominster
  15. Photo of 48 Camp Rd #9, Barnstable, MA 02601 (MLS # 73217747)
    $352,500
    Photo of 48 Camp Rd #9, Barnstable, MA 02601 (MLS # 73217747)
    Photo of 48 Camp Rd #9, Barnstable, MA 02601 (MLS # 73217747)
    27
     
    48 Camp Rd #9, Barnstable, MA
    48 Camp Rd #9
    Barnstable, MA
    • 2 Beds
    • 2 Baths
    • 960 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
    Listed with Today Real Estate, Inc.
  16. Photo of 1 Elm St, Uxbridge, MA 01569 (MLS # 73217748)
    $974,900
    Photo of 1 Elm St, Uxbridge, MA 01569 (MLS # 73217748)
    Photo of 1 Elm St, Uxbridge, MA 01569 (MLS # 73217748)
    1 Elm St, Uxbridge, MA
    1 Elm St
    Uxbridge, MA
    • 3 Beds
    • 2 Baths
    • 2,244 Home (sqft)
    • 2 Baths
    • 1.02 Lot (ac)
    Listed with New England Home Pro
  17. Photo of 7 Fay St, Taunton, MA 02780 (MLS # 73217741)
    $649,900
    Photo of 7 Fay St, Taunton, MA 02780 (MLS # 73217741)
    Photo of 7 Fay St, Taunton, MA 02780 (MLS # 73217741)
    41
     
    7 Fay St, Taunton, MA
    7 Fay St
    Taunton, MA
    • 6 Beds
    • 2 Baths
    • 3,048 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
    Listed with RE/MAX Town & Country
  18. Photo of 63 Harrington Farms Way #63, Shrewsbury, MA 01545 (MLS # 73217736)
    $619,900
    Photo of 63 Harrington Farms Way #63, Shrewsbury, MA 01545 (MLS # 73217736)
    Photo of 63 Harrington Farms Way #63, Shrewsbury, MA 01545 (MLS # 73217736)
    20
     
    63 Harrington Farms Way #63, Shrewsbury, MA
    63 Harrington Farms Way #63
    Shrewsbury, MA
    • 4 Beds
    • 4 Baths
    • 1,945 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
    Listed with Keller Williams Realty Leading Edge
  19. Photo of 32 Ellis Road, Swampscott, MA 01907 (MLS # 73217729)
    $719,000
    Photo of 32 Ellis Road, Swampscott, MA 01907 (MLS # 73217729)
    Photo of 32 Ellis Road, Swampscott, MA 01907 (MLS # 73217729)
    34
     
    32 Ellis Road, Swampscott, MA
    32 Ellis Road
    Swampscott, MA
    • 4 Beds
    • 2 Baths
    • 1,541 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
    Listed with Sagan Harborside Sotheby's International Realty
  20. Photo of 6 Wildwood Ave, Wareham, MA 02571 (MLS # 73217727)
    $250,000
    Photo of 6 Wildwood Ave, Wareham, MA 02571 (MLS # 73217727)
    Photo of 6 Wildwood Ave, Wareham, MA 02571 (MLS # 73217727)
    6 Wildwood Ave, Wareham, MA
    6 Wildwood Ave
    Wareham, MA
    • 2 Beds
    • 1 Bath
    • 520 Home (sqft)
    • 1 Bath
    • 3,050 Lot (sqft)
    Listed with Prime Property Group
  21. Photo of 67 Washburn Ave #3, Cambridge, MA 02140 (MLS # 73217724)
    $750,000
    Photo of 67 Washburn Ave #3, Cambridge, MA 02140 (MLS # 73217724)
    Photo of 67 Washburn Ave #3, Cambridge, MA 02140 (MLS # 73217724)
    15
     
    67 Washburn Ave #3, Cambridge, MA
    67 Washburn Ave #3
    Cambridge, MA
    • 3 Beds
    • 1 Bath
    • 1,000 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
    Listed with Compass
  22. Photo of 74 Simons Rd #B, Mashpee, MA 02649 (MLS # 73217721)
    $710,000
    Photo of 74 Simons Rd #B, Mashpee, MA 02649 (MLS # 73217721)
    Photo of 74 Simons Rd #B, Mashpee, MA 02649 (MLS # 73217721)
    74 Simons Rd #B, Mashpee, MA
    74 Simons Rd #B
    Mashpee, MA
    • 1 Bed
    • 2 Baths
    • 1,022 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
    Listed with Southworth Willowbend Real Estate, LLC
  23. Photo of 52 Prospect Street #D, Greenfield, MA 01301 (MLS # 73217717)
    $185,000
    Photo of 52 Prospect Street #D, Greenfield, MA 01301 (MLS # 73217717)
    Photo of 52 Prospect Street #D, Greenfield, MA 01301 (MLS # 73217717)
    22
     
    52 Prospect Street #D, Greenfield, MA
    52 Prospect Street #D
    Greenfield, MA
    • 2 Beds
    • 1 Bath
    • 836 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
    Listed with Fitzgerald Real Estate
  24. Photo of 271 Humphrey St #1, Lowell, MA 01850 (MLS # 73217716)
    $210,000
    Photo of 271 Humphrey St #1, Lowell, MA 01850 (MLS # 73217716)
    Photo of 271 Humphrey St #1, Lowell, MA 01850 (MLS # 73217716)
    20
     
    271 Humphrey St #1, Lowell, MA
    271 Humphrey St #1
    Lowell, MA
    • 2 Beds
    • 1 Bath
    • 838 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
    Listed with Foundation Brokerage Group
  25. Photo of 3 Main St, Marion, MA 02738 (MLS # 73217715)
    $2,750,000
    Photo of 3 Main St, Marion, MA 02738 (MLS # 73217715)
    Photo of 3 Main St, Marion, MA 02738 (MLS # 73217715)
    42
     
    3 Main St, Marion, MA
    3 Main St
    Marion, MA
    • 4 Beds
    • 4 Baths
    • 2,754 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
    Listed with Berkshire Hathaway HomeServices Robert Paul Properties
  26. Photo of 114 Dickinson Hill Rd, Russell, MA 01071 (MLS # 73216608)
    $400,000
    Photo of 114 Dickinson Hill Rd, Russell, MA 01071 (MLS # 73216608)
    Photo of 114 Dickinson Hill Rd, Russell, MA 01071 (MLS # 73216608)
    42
     
    114 Dickinson Hill Rd, Russell, MA
    114 Dickinson Hill Rd
    Russell, MA
    • 3 Beds
    • 3 Baths
    • 2,016 Home (sqft)
    • 3 Baths
    • 8.79 Lot (ac)
    Listed with ROVI Homes
  27. Photo of 41 Tyler Street, Methuen, MA 01844 (MLS # 73215763)
    $749,000
    Photo of 41 Tyler Street, Methuen, MA 01844 (MLS # 73215763)
    Photo of 41 Tyler Street, Methuen, MA 01844 (MLS # 73215763)
    40
     
    41 Tyler Street, Methuen, MA
    41 Tyler Street
    Methuen, MA
    • 4 Beds
    • 3 Baths
    • 2,450 Home (sqft)
    • 3 Baths
    • 27,443 Lot (sqft)
    Listed with Lamacchia Realty, Inc.
  28. Photo of 144 West Street, Hatfield, MA 01038 (MLS # 73217710)
    $539,000
    Photo of 144 West Street, Hatfield, MA 01038 (MLS # 73217710)
    Photo of 144 West Street, Hatfield, MA 01038 (MLS # 73217710)
    24
     
    144 West Street, Hatfield, MA
    144 West Street
    Hatfield, MA
    • 3 Beds
    • 3 Baths
    • 1,700 Home (sqft)
    • 3 Baths
    • 33,977 Lot (sqft)
    Listed with Berkshire Hathaway HomeServices Realty Professionals
  29. Photo of 45 Macy St #307C, Amesbury, MA 01913 (MLS # 73217708)
    $305,500
    Photo of 45 Macy St #307C, Amesbury, MA 01913 (MLS # 73217708)
    Photo of 45 Macy St #307C, Amesbury, MA 01913 (MLS # 73217708)
    14
     
    45 Macy St #307C, Amesbury, MA
    45 Macy St #307C
    Amesbury, MA
    • 2 Beds
    • 1 Bath
    • 892 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
    Listed with RE/MAX 360
  30. Photo of 52 Prospect St #C, Greenfield, MA 01301 (MLS # 73217700)
    $179,000
    Photo of 52 Prospect St #C, Greenfield, MA 01301 (MLS # 73217700)
    Photo of 52 Prospect St #C, Greenfield, MA 01301 (MLS # 73217700)
    17
     
    52 Prospect St #C, Greenfield, MA
    52 Prospect St #C
    Greenfield, MA
    • 2 Beds
    • 1 Bath
    • 793 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
    Listed with Coldwell Banker Community REALTORS®
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About Alexa

Alexa Dealy is a seven-year residential real estate veteran, having successfully represented hundreds of clients through a wide array of real estate transactions. Born and raised in the Boston area, Alexa has an intrinsic and unteachable understanding of the local real estate market. She comes from a family of real estate investors; it’s no surprise that Alexa began her career in the real estate industry at age 20 – after buying and selling her first investment property for a profit.

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