7,464

Winthrop, MA Homes

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  • /31

    $529,900

    • 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 with it's own full bath and the other bath has a

    Sharon Tallent Compass

    35 Somerset Ave Unit 6, Winthrop, MA 02152
  • /23

    $5,500 per month plus fees

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Apartment for Rent

    141 Grovers Ave Unit 141, Winthrop, MA 02152

    Winthrop, MA (Winthrop Highlands) Water-Front Luxury 3 Bedrooms, 3 Baths Townhouse For Rent; FEATURES: 2400 Square Feet Of Beautiful Living Space; Stainless Steel Appliances (stove/refrigerator/dishwasher/microwave); Granite Counter-tops & Kitchen Island; Elegant Cherry Cabinets; Gleaming Hardwood Floor & Ceramic Tile Floors; Central Heating And Air-Conditioning; Fire Place, High Ceilings;

    Agent Photo

    Herman Davis

    Metro North Realty, LLC

    (857) 855-4545

    141 Grovers Ave Unit 141, Winthrop, MA 02152
  • /41

    $1,175,000 Sold Sep 17, 2025

    • 2,214 Sq Ft
    • $531/SF
    • 15 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2009

    72 Sewall Ave, Winthrop, MA 02152

    Highly desirable location this home is only 16 years old built over its original foundation. this 4-bed, 3.5-bath home spans three levels in Winthrop’s Highlands. The first floor offers an open layout ideal for entertaining, with a spacious kitchen featuring white cabinets and updated countertops flowing into the living and dining rooms. French doors lead to a deck and patio overlooking a large,

    Elizabeth Ferrara Cottage Hill Real Estate

    72 Sewall Ave, Winthrop, MA 02152
  • /23

    $780,000

    • 5 Beds
    • 2.5 Baths
    • 1,923 Sq Ft

    62 Lowell Rd, Winthrop, MA 02152

    Welcome to the "Maze!" This Whittemore designed home is solidly built and filled with character and charm. With great bones and endless potential, this 4+ bedroom, 2.5 bath single is the perfect canvas to create space you've been dreaming of, all in one of Winthrop's most sought after locations. Some of the wonderful features include a wood-burning fireplace, bright eat in kitchen with

    Mary Ann Cash Charlesgate Realty Group, llc

    62 Lowell Rd, Winthrop, MA 02152
  • /16

    $3,300 per month plus fees

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    38 Hawthorn Ave Unit 1, Winthrop, MA 02152

    Renovated First floor apartment with its own entrance door for rent near Winthrop Beach! The unit features large 3 bedrooms, new bathroom, eat-in kitchen with pantry, living and formal dining room. The unit offers hardwood floors, high ceiling, recessed lighting, and front & back porches. Steps to Winthrop beach and transportation and quick access to major highways. The apartment is ready for

    Agent Photo

    Saul Perlera

    Perlera Real Estate

    (617) 775-0609

    38 Hawthorn Ave Unit 1, Winthrop, MA 02152
  • /23

    $355,000 Sold Sep 16, 2025

    • 772 Sq Ft
    • $460/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1971

    500 Governors Dr Unit 9, Winthrop, MA 02152

    Welcome to 500 Governors Drive Unit 9, a spacious and well-maintained 3-bedroom, first-floor condo located in the beautiful coastal town of Winthrop. This unit features a bright and airy open-concept living and dining area, perfect for both relaxing and entertaining. Vinyl flooring runs throughout the entire home, offering a sleek, low-maintenance finish. Set within a well-managed association,

    Juan Cano Broad Sound Real Estate, LLC

    500 Governors Dr Unit 9, Winthrop, MA 02152
    • /21

      Est $489,256 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 779 Sq Ft

      220 Woodside Ave Unit 1, Winthrop, MA 02152

      220 Woodside Ave Unit 1, Winthrop, MA 02152
  • /32

    $899,900

    • 3 Beds
    • 2 Baths
    • 1,883 Sq Ft

    44 Birch Rd, Winthrop, MA 02152

    Borrowing inspiration from Nantucket and Martha's Vineyard, this single family home in the seaside town of Winthrop is a classic coastal New England residence. Recently renovated, this three bedroom, two bath home is impeccably designed; from the fireplace that first greets you in the living room to the soaking tub in the spa-like bathroom. An overly spacious kitchen with quartz countertops and

    Ed Deveau Century 21 Mario Real Estate

    44 Birch Rd, Winthrop, MA 02152
  • /32

    $4,600 per month plus fees

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    50 Cliff Ave Unit 1, Winthrop, MA 02152

    Step into this stunning luxury 3-bedroom apartment that perfectly blends modern design with serene waterfront living. As you enter, you’re greeted by an open-concept living space bathed in natural light, with floor-to-ceiling windows offering breathtaking water views from nearly every room.The chef-inspired kitchen is outfitted with top-of-the-line stainless steel appliances, sleek quartz

    Agent Photo

    Albeiro Lopera

    United Brokers

    (617) 993-6604

    50 Cliff Ave Unit 1, Winthrop, MA 02152
  • /25

    $670,000 Sold Sep 16, 2025

    • 1,413 Sq Ft
    • $474/SF
    • 76 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1884

    162 Shirley St Unit 164, Winthrop, MA 02152

    Don’t miss this rare opportunity to own a well-priced single-family home in the heart of Winthrop by the Sea, under a 5-minute walk to both the beach and Winthrop Middle/High School. This charming home features 3 bedrooms and 2 full baths. The second floor also offers room for expansion to add a 4th bedroom, sellers are including the architectural plans. The main level boasts new appliances,

    Jenny Golic Lantern Residential

    162 Shirley St Unit 164, Winthrop, MA 02152
    • /20

      Est $470,701 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 738 Sq Ft

      148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

      148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
  • /42

    $925,000

    • 4 Beds
    • 2.5 Baths
    • 2,397 Sq Ft

    2 Deane Ave, Winthrop, MA 02152

    Exciting opportunity to own a home w/ADU within walking distance to the ocean! Or enjoy views of the Boston skyline from patio. Located in Winthrop Highlands this home has been renovated on 4 levels. Natural light pours into every room. The front hall embraces details from its period. First floor features a custom kitchen quipped w/oversized island, ample cabinetry, SS appliances and granite

    Marina Tramontozzi True North Realty

    2 Deane Ave, Winthrop, MA 02152
  • /11

    $2,850 total monthly price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    91 Winthrop St, Winthrop, MA 02152

    91 Winthrop St, Winthrop, MA 02152
  • /30

    $920,000 Sold Sep 15, 2025

    • 1,831 Sq Ft
    • $502/SF
    • 40 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    94 Circuit Rd, Winthrop, MA 02152

    Step inside this farmhouse-style gem and feel right at home. The first floor offers a spacious layout featuring a cozy eat-in kitchen with stainless steel appliances, a formal dining room, and a full bath with direct access to the backyard, perfect for easy pool days. Hardwood floors flow throughout, adding warmth and charm to every room. Character shines at every turn with thoughtful details

    Leighann Eruzione Lantern Residential

    94 Circuit Rd, Winthrop, MA 02152
    • /28

      Est $776,920 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,668 Sq Ft

      88 Winthrop St, Winthrop, MA 02152

      88 Winthrop St, Winthrop, MA 02152
  • /42

    $924,900

    • 3 Beds
    • 2 Baths
    • 1,905 Sq Ft

    12 Winthrop St, Winthrop, MA 02152

    THIS INCREDIBLE AND PRIVATE LOCATION OFFERS SO MUCH NATURAL BEAUTY........Stunning Winthrop harbor views from this totally renovated 3 BR, 2 full bath seaside single with garage. Quality upgrades, Open Floor plan, crown moldings, stunning accent wall and amazing oversized windows that invite in amazing views and natural sunlight! Beautiful quartz kitchen with dual cabinet colors, Stainless

    Sharon Tallent Compass

    12 Winthrop St, Winthrop, MA 02152
  • /14

    $3,100 per month plus fees

    • 3 Beds
    • 1.5 Baths
    • 1,350 Sq Ft
    • Apartment for Rent

    18 Faun Bar Ave Unit 1, Winthrop, MA 02152

    Enjoy Ocean living in this large light filled apartment featuring neutral color tones and stunning ocean views,. The open layout is bright and airy complimented by outdoor decking perfect for relaxing or entertaining. No smoking no pets. Avail Oct 1.

    Kimberly Hodson Century 21 Seaport

    18 Faun Bar Ave Unit 1, Winthrop, MA 02152
  • /42

    $1,050,000 Sold Sep 12, 2025

    • 2,144 Sq Ft
    • $490/SF
    • 7 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1880

    29 Dolphin Ave, Winthrop, MA 02152

    Gorgeous turnkey 2 family home, steps from the beach, could be your dream home or an excellent investment! Both units feature spacious living rooms, three bedrooms each, eat in kitchens two full bathrooms and in-unit laundry! Unit 1 has a second bathroom ensuite. The units have been updated within the last two years with new flooring, new stainless appliances, upgraded cabinetry, and the entire

    Sara Hrono Century 21 North East

    29 Dolphin Ave, Winthrop, MA 02152
    • /27

      Est $594,007 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,134 Sq Ft

      142 Pleasant St Unit 13, Winthrop, MA 02152

      142 Pleasant St Unit 13, Winthrop, MA 02152
  • /25

    $499,900

    • 4 Beds
    • 1 Bath
    • 1,369 Sq Ft

    23 Trident Ave Unit 2, Winthrop, MA 02152

    Steps to the BEACH. Minutes to BOSTON. Seconds to fall in LOVE. This isn’t just a condo - it’s a whole new pace of life. Welcome to 23 Trident Ave where you have the opportunity to make your home ownership dreams a reality. This beautiful 4 Bed 1 Bath unit with a heated bonus room has been meticulously maintained. Spacious kitchen with ample cabinet space, granite counters, stainless appliances

    Julian Addy William Raveis R.E. & Home Services

    23 Trident Ave Unit 2, Winthrop, MA 02152
  • /21

    $2,900 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    500 Shirley St Unit 1, Winthrop, MA 02152

    SPACIOUS 2-BEDROOM APARTMENT NEAR BEACHES & PUBLIC TRANSPORTATION: Located just minutes from the Seaport District and all that Boston has to offer, this beautifully renovated two-bedroom apartment provides the perfect combination of comfort and convenience. Also includes the convenience of two off-street parking spaces plus one garage spot, for a total of three (3) exclusive parking

    500 Shirley St Unit 1, Winthrop, MA 02152
  • /37

    $960,000 Sold Sep 11, 2025

    • 3,272 Sq Ft
    • $293/SF
    • 84 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1967

    115 Almont St, Winthrop, MA 02152

    115 Almont, where coastal vibes meet versatile living areas to offer something for everyone. Don't miss your chance to see this expansive 5 bedroom 3 bathroom colonial just minutes to Winthrop Beach, fantastic restaurants, schools & more. Upon entry, you are greeted with a beautiful living room with working fireplace, updated eat-in kitchen, full bathroom and first floor bedroom. This setup would

    Christine Goldstein Lyv Realty

    115 Almont St, Winthrop, MA 02152
    • /30

      Est $667,510 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,404 Sq Ft

      142 Pleasant St Unit 6, Winthrop, MA 02152

      142 Pleasant St Unit 6, Winthrop, MA 02152
  • /15

    $589,000

    • 3 Beds
    • 1 Bath
    • 1,105 Sq Ft

    279 Shirley St Unit 2, Winthrop, MA 02152

    Like-new 3-bedroom condo near the beach, built in 2023. This sun-filled home features hardwood floors, central air, a stylish kitchen with white shaker cabinets, high-end appliances, and a deeded off-street parking space. Oversized windows offer ocean views in the front and the Boston skyline over Winthrop Golf Club in the back. Just minutes to public transportation with Winthrop’s coastal charm

    Adam Mundt Kingston Real Estate & Management

    279 Shirley St Unit 2, Winthrop, MA 02152
  • /4

    $2,500 per month plus fees

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    20 Mermaid Ave Unit 1, Winthrop, MA 02152

    Excellent location! The owner's pride in this home is truly evident. This bright and sunny three-bedroom apartment is ready for new residents. It features washer and dryer hook-ups in the basement, along with ample storage space. Enjoy the ocean breeze from the new front porch.Winthrop by the Sea offers a perfect coastal lifestyle, just minutes from Downtown Boston—one of the fastest-growing

    Stephanie Locke Sagan Harborside Sotheby's International Realty

    20 Mermaid Ave Unit 1, Winthrop, MA 02152
  • /31

    $390,000 Sold Sep 10, 2025

    • 679 Sq Ft
    • $574/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1902

    23 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    Beautifully Renovated Condo with Water Views in Winthrop! This thoughtfully updated condo offers modern living on coveted Winthrop Shore Drive, directly facing Winthrop Beach. Featuring a stylish kitchen and open-concept layout, this bright and inviting unit is perfect as a first home, second home, or investment property. Enjoy peaceful water views from the living room or sip your morning

    Mariel Yovino Compass

    23 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    • /37

      Est $626,246 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft

      46 Jefferson St Unit 1, Winthrop, MA 02152

      46 Jefferson St Unit 1, Winthrop, MA 02152
  • /24

    $630,000

    • 3 Beds
    • 1.5 Baths
    • 1,166 Sq Ft

    42 Harbor View Ave Unit 2, Winthrop, MA 02152

    Live by the water and soak in ocean, harbor, and Boston skyline views from this renovated 3-bed, 1.5-bath condo on Cottage Hill! Spanning the full second floor with 1,165 sf, this sunlit home features double bay windows, hardwood floors, and an open layout for easy living and entertaining. The updated kitchen boasts gas cooking, granite counters, and stainless appliances. Enjoy central AC,

    Randall Horn Entourage Realty LLC

    42 Harbor View Ave Unit 2, Winthrop, MA 02152
  • /8

    $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    25 Pratt St Unit 1, Boston, MA 02134

    Spacious 1-bedroom, 1-bath apartment in Allston with a modern eat-in kitchen, dishwasher, and disposal. Features ceramic tile flooring, a private porch, and plenty of natural light. Laundry on-site. Outdoor parking is available for $200/month. Conveniently located near the Green Line, Allston Village, and Boston University.

    25 Pratt St Unit 1, Boston, MA 02134
  • /14

    $625,000 Sold Sep 09, 2025

    • 1,878 Sq Ft
    • $333/SF
    • 71 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    136 Locust Way, Winthrop, MA 02152

    Well maintained 3 bedroom Colonial just moments from the beach. Large open rooms with lots of natural light. Lots of cabinet space in the super functional kitchen. 1st floor laundry hookups for convenience. 3 full sized bedrooms. Great yard. Nice wrap around porch to enjoy the summer nights. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

    Tyler Scaglione Cameron Real Estate Group

    136 Locust Way, Winthrop, MA 02152
    • /14

      Est $393,048 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 890 Sq Ft

      308 Shirley St Unit 2, Winthrop, MA 02152

      308 Shirley St Unit 2, Winthrop, MA 02152
  • /21

    $549,900

    • 1 Bed
    • 1 Bath
    • 1,153 Sq Ft

    550 Pleasant St Unit 307, Winthrop, MA 02152

    Experience waterfront living in this beautifully updated 1-bedroom, 1-bath condo at the Residences at Atlantis Marina. Enjoy stunning marina views from your private balcony, ideal for relaxing or entertaining. The unit features a modern kitchen with stainless steel appliances, granite countertops, and ample storage throughout. Additional highlights include in-unit laundry and two assigned parking

    Daniel Clucas Reference Real Estate

    550 Pleasant St Unit 307, Winthrop, MA 02152
  • /15

    $3,500 per month plus fees

    • 3 Beds
    • 1 Bath
    • 1,006 Sq Ft
    • Condo for Rent

    32 Marshall St Unit 2, Winthrop, MA 02152

    Great Winthrop location. This recently renovated apartment in a quiet neighborhood in the beautiful ocean town of Winthrop has everything you need. Large floor plan with 3 bedrooms and a massive modern kitchen with direct access to the oversized deck looking over the fenced in back yard. You will just love the convenient location, close to Route 1 or Revere Beach, just a block away from the water

    Peter Manoogian Mango Realty, Inc.

    32 Marshall St Unit 2, Winthrop, MA 02152
  • /17

    $925,000 Sold Sep 08, 2025

    • 2,341 Sq Ft
    • $395/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1920

    31 Lincoln St, Winthrop, MA 02152

    Historic charm and modern comfort unite in this warm, inviting 3-bedroom, 2.5-bath home in the Ingleside Park neighborhood. Step inside to find stunning original woodwork, a cozy pellet stove perfect for cool summer nights, fresh paint throughout and the High-velocity AC will keep you cool all summer. 31 Lincoln has tons of upgrades...Brand new copper water line, new PVC drain to the street, new

    The Reference Group Reference Real Estate

    31 Lincoln St, Winthrop, MA 02152
    • /35

      Est $660,153 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft

      30 Underhill St Unit 1, Winthrop, MA 02152

      30 Underhill St Unit 1, Winthrop, MA 02152
  • /18

    $549,000

    • 3 Beds
    • 1.5 Baths
    • 1,290 Sq Ft

    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

    Wake up to the sound of waves and ocean views just outside your window. This spacious first-floor condo offers effortless coastal living with sun-filled oversized windows and an open-concept living and dining area. The modern Viking-equipped kitchen makes everyday cooking a luxury, while the primary suite boasts a spa-like bath with a soaking tub. Two additional bedrooms provide plenty of space

    Leighann Eruzione Lantern Residential

    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
  • /23

    $2,650 total monthly price

    • 2 Beds
    • 1 Bath
    • 9,999 Sq Ft
    • Condo for Rent

    288 Pleasant St Unit 1, Winthrop, MA 02152

    VIRTUAL TOUR AVAILABLE!- 2 Bedroom in Pleasant St Winthrop - Available for September 1st- Heat and Hot Water Included- Laundry in Building- Student-Friendly- Spacious unit with large yard and renovated appliances - Hardwood Floors- Parking included - Public Transportation: Green Line, (B), Sutherland Rd.

    288 Pleasant St Unit 1, Winthrop, MA 02152
  • /8

    $500,000 Sold Sep 08, 2025

    • 852 Sq Ft
    • $587/SF
    • 4 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1935

    39 Bay View Ave, Winthrop, MA 02152

    Welcome to this beautiful home with updates throughout, located in a relaxing area just 0.2 miles from the water and directly across from Coughlin park. Recent improvements include a new roof, updated flooring, refreshed countertops and cabinets, and a new water heater. The enclosed front porch with heat is currently used as an office, and there's also a small bonus room used as a nursery—perfect

    Devin Brown Byrnes Real Estate Group LLC

    39 Bay View Ave, Winthrop, MA 02152
    • /42

      Est $1,039,798 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,200 Sq Ft

      172 Cliff Ave, Winthrop, MA 02152

      172 Cliff Ave, Winthrop, MA 02152

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