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Downtown Winthrop Homes for Sale

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  • /19

    $665,000

    • 4 Beds
    • 2 Baths
    • 1,864 Sq Ft

    34 Fremont St, Winthrop, MA 02152

    34 Fremont gives you something most homes in town can’t: space to grow into on a bigger-than-normal lot near Winthrop Center. The main level flows the way a home should: kitchen with pantry, dining and living rooms connected, and an office when you need a door closed. Upstairs you’ll find three comfortable bedrooms plus two additional rooms that are perfect for kids’ bedrooms, a second office,

    The Reference Group Reference Real Estate

    34 Fremont St, Winthrop, MA 02152
  • /27

    $799,900

    • 4 Beds
    • 2 Baths
    • 2,103 Sq Ft

    56 Main St, Winthrop, MA 02152

    OPPORTUNITY KNOCKS.......Two family with large yard and located right on the bus line with a very short ride to the T to Boston. There are 6 off street parking spaces! Some renovations as of 2001. The owner's unit is on the second and third floors with an open floor plan and loads of natural lighting. It contains a living room, dining area, kitchen, bath and one bedroom. The second floor and a

    Sharon Tallent Compass

    56 Main St, Winthrop, MA 02152
  • /32

    $551,633

    • 1 Bed
    • 1 Bath
    • 683 Sq Ft

    10 Somerset Ave Unit 405, Winthrop, MA 02152

    Welcome to Unit 405 at The Somerset, a premier boutique condominium community in the heart of Winthrop. This well-designed 1-bedroom residence offers a spacious bedroom with a generous closet and an open-concept kitchen and living area that’s perfect for both entertaining and unwinding. The home features quartz countertops, stainless steel appliances, central A/C, and modern, stylish finishes

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 405, Winthrop, MA 02152
  • /21

    $629,000

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    10 Somerset Ave Unit 201, Winthrop, MA 02152

    Welcome to Unit 201 at The Somerset—Winthrop’s premier boutique condo community where coastal charm meets modern design. This spacious 2-bed, 2-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing. A generous kitchen island anchors the space and faces the front of the building, inviting natural light and a welcoming flow. Enjoy quartz

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 201, Winthrop, MA 02152
  • /10

    $408,450

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    10 Somerset Ave Unit 404, Winthrop, MA 02152

    Welcome to Unit 404 at The Somerset—a premier boutique condo community in the heart of Winthrop. This thoughtfully designed studio features an open-concept kitchen and living area, perfect for entertaining or relaxing, along with a versatile bonus room with a sliding barn door for flexible use. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout. The

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 404, Winthrop, MA 02152
  • /21

    $1,087,000

    • 2 Beds
    • 2 Baths
    • 1,975 Sq Ft

    550 Pleasant St Unit 506, Winthrop, MA 02152

    Penthouse Waterfront Luxury at Atlantis Marina – Oversized Boat Slip Included!Experience sophisticated coastal living in this stunning top-floor corner penthouse at Atlantis Marina, offering sweeping water views and panoramic Boston skyline vistas. This rare fifth-floor residence combines luxury, space, and an unbeatable location in the charming seaside town of Winthrop.This exceptional

    Jessica Pumphret Blue Sky Realty

    550 Pleasant St Unit 506, Winthrop, MA 02152
  • /28

    $399,000

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft

    9 Atlantic St Unit 2, Winthrop, MA 02152

    Experience the best of coastal living just minutes from Boston—close to the city without the high prices! This bright and spacious home features soaring ceilings, abundant natural light, large rooms, and hardwood floors. The traditional dining room with a built-in cabinet adds classic charm, while the fully applianced kitchen offers warm wood cabinetry and an oversized pantry. Enjoy morning

    Mark Anderson Redfin Corp.

    9 Atlantic St Unit 2, Winthrop, MA 02152
  • /10

    $799,900

    • 6 Beds
    • 2 Baths
    • 2,454 Sq Ft

    441 Winthrop St, Winthrop, MA 02152

    Traditional two-family home featuring two spacious 3-bedroom apartments. Recently upgraded with a new roof and windows, as well as newer vinyl siding, gas FHA heating units, and updated electrical service. While the interior of both units requires a complete makeover, this property holds immense potential. A similar home just a few doors down recently sold for $885,000. Conveniently located

    James Polino Compass

    441 Winthrop St, Winthrop, MA 02152
  • /27

    $389,900

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    1000 Governors Dr Unit 25, Winthrop, MA 02152

    Welcome to Governor’s Park Condominiums in Winthrop! This well-maintained third-level, two-bedroom, one-bath unit offers the perfect balance of city convenience and coastal charm. Featuring an open-concept layout with a spacious living room and kitchen/dining area, this home also includes hardwood floors, granite countertops, SS appliances, a private balcony, and two deeded off-street parking

    Lindita Murrizi Return Realty Group, Inc.

    1000 Governors Dr Unit 25, Winthrop, MA 02152
  • /18

    $369,900

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    800 Governors Dr Unit 30, Winthrop, MA 02152

    Move in ready, bright top floor 2 bedroom corner unit with lots of natural light! Freshly painted, beautiful sparkling hardwood floors throughout! White painted kitchen cabinets with newer appliances that include SS refrigerator, stove, dishwasher, and disposal. Two new built in wall a/c units. Newly rebuilt balcony with a partial Marsh water view. Governors Park is located in the small town of

    Linda Calla Cottage Hill Real Estate

    800 Governors Dr Unit 30, Winthrop, MA 02152
  • /30

    $89,000

    • 2 Beds
    • 2 Baths
    • 600 Sq Ft

    550 Pleasant St Unit 11D, Winthrop, MA 02152

    Waterfront living at its finest with this live-aboard houseboat, offering all the comforts of a traditional condo. Built in 1989 by Hatteras Boats, one of the most respected names in the industry, this flagship model combines quality craftsmanship and functional charm. Step inside to an inviting open-concept living room and kitchen, filled with natural light, enhanced by high ceilings. The

    Drew Boujoulian Coldwell Banker Realty - Boston

    550 Pleasant St Unit 11D, Winthrop, MA 02152
  • /22

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,654 Sq Ft

    70 Edgehill Rd, Winthrop, MA 02152

    Nestled on a peaceful street, this charming single family home presents an incredible opportunity for generational living. Sandwiched between Donavan's Beach and Ingleside Park you can walk and enjoy the coastal living, with space to play. Recently renovated from rooftop to lower level, this is a turn key home. Multiple levels for gathers, private workspace with loads of natural light. Incredible

    Kelvin Peters MIG

    70 Edgehill Rd, Winthrop, MA 02152
  • /41

    $724,900

    • 4 Beds
    • 1 Bath
    • 1,964 Sq Ft

    14 Pleasant Park Rd, Winthrop, MA 02152

    WELCOME HOME to 14 Pleasant Park Road...BEEN IN THE SAME FAMILY FOR OVER 17 YEARS!!!...This BEAUTIFUL 4 BEDROOMS/ 1 FULL BATH 'GAMBREL COLONIAL STYLE HOME' is ready for new owners...1st FLOOR offers WELCOMING FOYER w/Hardwood Floors, CHERRY KITCHEN CABINETS w/GRANITE COUNTERS & GRANITE ISLAND w/Tiled Flooring & Recess Lighting, DINING ROOM w/Hardwood Floors, LIVING ROOM w/Hardwood Floors...2nd

    Regina Paratore RE/MAX 360

    14 Pleasant Park Rd, Winthrop, MA 02152
  • /31

    $509,900

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    35 Somerset Ave Unit 6, Winthrop, MA 02152

    UPSCALE 2 BEDROOM, 2 BATH TOP FLOOR UNIT WITH ROOFTOP EXCLUSIVE OUTDOOR DECK......A two year old renovation and a must see! Bright sun-filled condo with a spacious kitchen/living room combo with plenty of cabinets and huge center island with pretty pendant lighting......perfect for entertaining and personal enjoyment. Two large bedrooms, one a main suite with it's own full bath and the other bath

    Sharon Tallent Compass

    35 Somerset Ave Unit 6, Winthrop, MA 02152
  • /26

    $729,900

    • 3 Beds
    • 2.5 Baths
    • 1,973 Sq Ft

    174 Winthrop St Unit 2, Winthrop, MA 02152

    Step inside this beautifully reimagined residence where timeless charm meets modern comfort. This 3 bedroom, 2.5 bath home has been fully renovated with thoughtful design choices that highlight the building’s historic character while adding the conveniences of today. Original hardwood floors anchor the sun-filled interior, where a welcoming living area flows into a stylish kitchen, complemented

    Leighann Eruzione Lantern Residential

    174 Winthrop St Unit 2, Winthrop, MA 02152
  • /11

    $340,000

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    800 Governors Dr Unit 6, Winthrop, MA 02152

    Located at 800 Governors Dr U:6 in the charming coastal community of Winthrop, Massachusetts, this condominium presents an inviting home, ready to move in and enjoy. This residence offers a delightful opportunity to experience comfortable living in a convenient setting. The kitchen stands as a testament to thoughtful design, featuring elegant stone countertops complemented by stylish shaker

    Fiorella Marte eXp Realty

    800 Governors Dr Unit 6, Winthrop, MA 02152
  • /14

    $1,150,000

    • 5 Beds
    • 2 Baths
    • 2,212 Sq Ft

    50-52 Wilshire St, Winthrop, MA 02152

    Just Renovated – Perfect for Owner-Occupants or Investors!Welcome to 50-52 Wilshire Street, a fully updated two-family home located in the picturesque seaside community of Winthrop, Massachusetts. This property has 5 bedrooms and 2 bathrooms. Fresh from a complete renovation, this property blends modern finishes with timeless New England charm, offering unmatched flexibility for both comfortable

    Bin Yan Ark Real Estate Inc.

    50-52 Wilshire St, Winthrop, MA 02152

Frequently Asked Questions

Is Downtown Winthrop a good place to live?
Downtown Winthrop is a good place to live. Downtown Winthrop is considered fairly walkable and somewhat bikeable. Downtown Winthrop is a neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Downtown Winthrop has 1 park for recreational activities. It has a median age of 45. The average household income is $118,624 which is above the national average. College graduates make up 38.6% of residents. A majority of residents in Downtown Winthrop are home owners, with 48.2% of residents renting and 51.8% of residents owning their home. A local real estate agent serving Downtown Winthrop can help you decide if this neighborhood is the right one for you. Learn more on our Downtown Winthrop neighborhood guide.
Is Downtown Winthrop, MA a safe neighborhood?
Downtown Winthrop, MA is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Downtown Winthrop?
The median home price in Downtown Winthrop is $629,000. If you put a 20% down payment of $125,800 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $3,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $132K a year to afford the median home price in Downtown Winthrop. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Downtown Winthrop is $119K.
What are the best public schools in Downtown Winthrop?
The best public schools that serve Downtown Winthrop are:
What are the best private schools in Downtown Winthrop?
The best private schools that serve Downtown Winthrop are:
What are the most popular zip codes in Downtown Winthrop, Winthrop, MA?
The most popular zip codes in Downtown Winthrop, Winthrop, MA include 02152, 02128, 02151, 02150 and 02135.
What are the most popular neighborhoods near Downtown Winthrop, Winthrop, MA?
The most popular neighborhoods near Downtown Winthrop, Winthrop, MA are Winthrop Beach, Cottage Park, Winthrop Highlands, Court Park and Harbor View-Orient Heights.

Home Trends in Downtown Winthrop, MA

Housing Trends

Median Sale Price
$657,500
Median Single Family Sale Price
$722,000
Median Townhouse Sale Price
$849,000
Median 2 Bedroom Sale Price
$389,900
Median 1 Bedroom Sale Price
$545,000
Average Price Per Sq Ft
$438
Number of Homes for Sale
14
Last 12 months Home Sales
47
Months of Supply
3.60
Median List Price
$629,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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