7,538

Winthrop, MA Homes

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  • /11

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    86 Undine Ave, Winthrop, MA 02152

    This offering is about the land and the view. Located in Point Shirley, one of Winthrop’s most sought after waterfront neighborhoods, this shovel ready site sits above the Atlantic with wide open views of the ocean, Boston skyline, and the iconic Winthrop water tower. Walkable to the beach, yacht clubs, Winthrop Landing, and the ferry, with an easy commute back to the city. The existing structure

    The Reference Group Reference Real Estate

    86 Undine Ave, Winthrop, MA 02152
  • /17

    $3,200 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Apartment for Rent

    62 Locust St Unit 1, Winthrop, MA 02152

    AVAILABLE 1/1/26. Be the first to live in this beautifully built modern 3-bedroom, 1-bath apartment located in the highly desirable coastal town of Winthrop. This fresh new construction features an open-concept layout, bright natural light, and quality finishes throughout. In between, we have the look of a quaint and friendly New England town with shops, parks, inns, and miles of lovely beaches.

    Stephane Abelard Block Realty

    62 Locust St Unit 1, Winthrop, MA 02152
  • /25

    $725,000 Sold Apr 15, 2025

    206 Washington Ave, Winthrop, MA 02152

    • 2 Beds
    • 1.5 Baths
    • 1,428 Sq Ft
    • Built 1900

    Last Sold Summary

    • 7% Above List Price
    • $508/SF
    • 5 Days On Market

    Current Estimated Value $716,796

    Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    206 Washington Ave, Winthrop, MA 02152
    • /35

      Est $602,579 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
  • /32

    $790,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,293 Sq Ft

    100 Cottage Ave, Winthrop, MA 02152

    Ideally located just steps from the Winthrop Yacht Club, The Landing, local restaurants, and both Winthrop and Yirrell Beach, this spacious single-family home offers stunning water views and a clear line to Boston’s skyline. The first level features a unique and expansive layout with a formal living and dining room anchored by a double-sided fireplace wrapped in lava-rock, plus two additional

    The Reference Group Reference Real Estate

    100 Cottage Ave, Winthrop, MA 02152
  • /14

    $4,250 per month plus fees

    • 4 Beds
    • 2 Baths
    • Condo for Rent

    6 Edgehill Rd Unit 1, Winthrop, MA 02152

    This nice 4 Bedrooms 2 Bath place in the WINTHROP area is available for Now. Included Features are: Balcony, and Laundry in Unit.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect

    6 Edgehill Rd Unit 1, Winthrop, MA 02152
  • /22

    $380,000 Sold Oct 15, 2025

    200 Governors Dr Unit 39, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft
    • Built 1971

    Last Sold Summary

    • $486/SF
    • 7 Days On Market

    Last Listing Agent The Movement Group Compass

    200 Governors Dr Unit 39, Winthrop, MA 02152
    • /42

      Est $1,041,523 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
  • /23

    $545,000

    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft

    28 Pearl Ave Unit 3, Winthrop, MA 02152

    Ideally located just steps from Winthrop Beach, this spacious top-floor condo has been meticulously maintained over the years. Filled with natural light and water views, the unit feels bright and welcoming from the moment you walk in. Hardwood floors throughout, with high ceilings & large windows create an open, bright living space. The living room features charming bay windows and opens to a

    The Reference Group Reference Real Estate

    28 Pearl Ave Unit 3, Winthrop, MA 02152
  • /20

    $2,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,227 Sq Ft
    • Apartment for Rent

    439 Winthrop St Unit 1, Winthrop, MA 02152

    Beautiful Belle Isle 2 bedroom + office available now! The unit is currently being touched up for the next renter. Spacious and sunny apartment. Great Winthrop location. This unit features two bedrooms, a bonus office space, full living + dining room, in unit laundry hook ups, and a great back porch. Close to public transit, and an easy commute downtown, this apartment is close to everything

    AD Advisors Team Block Realty

    439 Winthrop St Unit 1, Winthrop, MA 02152
  • /11

    $332,000 Sold Feb 21, 2025

    1100 Governors Dr Unit 24, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Above List Price
    • $425/SF
    • 29 Days On Market

    Current Estimated Value $341,487

    Last Listing Agent Quinn Nguyen Engel & Volkers Boston

    1100 Governors Dr Unit 24, Winthrop, MA 02152
    • /42

      Est $706,147 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,417 Sq Ft

      1 Seal Harbor Rd Unit PH16, Winthrop, MA 02152

      1 Seal Harbor Rd Unit PH16, 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
  • /7

    $1,800 per month plus fees

    • Studio
    • 1 Bath
    • Condo for Rent

    312 Shirley St Unit 308, Winthrop, MA 02152

    Fee Disclosure:First Month Rent: $1,800Lock Key Fee: $100Security Deposit: $1,800Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records. Listings are subject to errors and omissions. Encore Realty disclaims any and all representations or warranties as to the accuracy of this information. Encore

    312 Shirley St Unit 308, Winthrop, MA 02152
  • /38

    $620,000 Sold May 19, 2025

    240 Bowdoin St, Winthrop, MA 02152

    • 4 Beds
    • 1.5 Baths
    • 1,684 Sq Ft
    • Built 1860

    Last Sold Summary

    • 11% Below List Price
    • $368/SF
    • 15 Days On Market

    Current Estimated Value $637,859

    Last Listing Agent Jenny Golic Lantern Residential

    240 Bowdoin St, Winthrop, MA 02152
    • /20

      Est $604,149 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,205 Sq Ft

      1 Seal Harbor Rd Unit 513, Winthrop, MA 02152

      1 Seal Harbor Rd Unit 513, Winthrop, MA 02152
  • /21

    $479,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,415 Sq Ft

    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

    Sunday open house canceled! Accepted offer. Ocean front living on Winthrop Shore Drive! This 2-bedroom, 1-bath condo sits directly across from the beach, offering coastal living at its best. The front deck overlooks the ocean—perfect for taking in sunrises and sea breezes—while the back deck provides extra outdoor space for coffee or relaxing. Inside, the main level has a comfortable layout with

    Kathleen Dailey Compass

    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
  • /11

    $2,300 total monthly price

    • 1 Bed
    • 1 Bath
    • 875 Sq Ft
    • Apartment for Rent

    1 Pond St Unit 7B, Winthrop, MA 02152

    **AVAILABLE NOW** This is a spacious 1 bedroom/ 1 bath apartment overlooking the beautifully kept grounds of Fort Heath! It is recently remodeled with new laminate flooring throughout as well as new countertops in the kitchen. The unit includes a gas stove, dishwasher and refrigerator. It boasts new kitchen cabinets and a new vanity in bathroom as well as a walk-in closet in the bedroom. There is

    James Polino Compass

    1 Pond St Unit 7B, Winthrop, MA 02152
  • /33

    $1,120,000 Sold Jun 27, 2025

    36 Forrest St, Winthrop, MA 02152

    • 9 Beds
    • 3 Baths
    • 5,178 Sq Ft
    • Built 1890

    Last Sold Summary

    • 12% Above List Price
    • $216/SF
    • 5 Days On Market

    Current Estimated Value $1,138,974

    Last Listing Agent Susan Collins Coldwell Banker Realty - Boston

    36 Forrest St, Winthrop, MA 02152
    • /42

      Est $644,573 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,327 Sq Ft

      1 Seal Harbor Rd Unit 414, Winthrop, MA 02152

      1 Seal Harbor Rd Unit 414, Winthrop, MA 02152
  • /16

    $389,900

    • 2 Beds
    • 1 Bath
    • 667 Sq Ft

    53 Trident Ave Unit 103, Winthrop, MA 02152

    Coastal living in Winthrop! This 2 bed 1 bath condo offers many updates including NEW roof and siding (2025), NEW furnace for gas cooking (2024). Additional conveniences include, in-unit laundry 2023, and 1 off street parking spot! Located just steps away from the shoreline, beaches, local restaurants, and Winthrop's vibrant coastal community. Showings begin at open houses Saturday 12/6 11-1230

    Shawna Young Donahue Real Estate Co.

    53 Trident Ave Unit 103, Winthrop, MA 02152
  • /9

    $3,400 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • House for Rent

    85 Beach Rd, Winthrop, MA 02152

    Beautiful, sunny, fully furnished, totally functional kitchen, office space, 3 bedroom house, one deeded parking, near public transportation, 15 min from Logan airport and downtown Boston, block away from the Winthrop beach

    85 Beach Rd, Winthrop, MA 02152
  • /13

    $788,000 Sold Aug 14, 2025

    64 Moore St, Winthrop, MA 02152

    • 4 Beds
    • 3 Baths
    • 1,777 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $443/SF
    • 52 Days On Market

    Current Estimated Value $781,614

    Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    64 Moore St, Winthrop, MA 02152
    • /19

      Est $601,802 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,230 Sq Ft

      1 Seal Harbor Rd Unit 104, Winthrop, MA 02152

      1 Seal Harbor Rd Unit 104, Winthrop, MA 02152
  • /20

    $383,000 Pending

    • 1 Bed
    • 1 Bath
    • 475 Sq Ft

    10 Somerset Ave Unit 403, Winthrop, MA 02152

    The Somerset – Winthrop Center’s Premier Boutique Condo Living by the Sea! This thoughtfully curated collection of 29 modern residences includes studio, 1BR, 1+, and 2BR layouts ,each designed with a clean, coastal aesthetic and high-quality finishes. Inside, open-concept floor plans, quartz countertops, stainless steel appliances, central A/C, and sleek modern design. Most homes include garage

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 403, Winthrop, MA 02152
  • /19

    $3,350 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    249 Winthrop Shore Dr Unit 4, Winthrop, MA 02152

    2-Bedroom, 1-Bath rental available 1/1. Pets Allowed. Welcome to coastal living at its best! This home offers stunning water views of Winthrop Beach from bright picture windows that fill the home with natural light. Enjoy convenience of in-unit laundry, stainless steel appliances, gas stove, charming pantry, and beautiful hardwood floors throughout. The home features two private outdoor spaces.

    Lia Bonoli Coldwell Banker Realty - Boston

    249 Winthrop Shore Dr Unit 4, Winthrop, MA 02152
  • /31

    $459,000 Sold Jul 24, 2025

    47 Dolphin Ave Unit 1, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft
    • Built 1935

    Last Sold Summary

    • $420/SF
    • 0 Days On Market

    Current Estimated Value $494,632

    Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

    47 Dolphin Ave Unit 1, Winthrop, MA 02152
    • /29

      Est $679,789 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,306 Sq Ft

      3 Seal Harbor Rd Unit 835, Winthrop, MA 02152

      3 Seal Harbor Rd Unit 835, Winthrop, MA 02152
  • /39

    $1,699,900

    • 5 Beds
    • 4 Baths
    • 3,866 Sq Ft

    144 Quincy Ave, Winthrop, MA 02152

    Welcome to the Highlands, Winthrop’s most coveted neighborhood where modern design meets sweeping Boston views. This renovated home rises high on the hill with sunlit interiors, wide white oak floors, and timeless details throughout. The main level offers an open layout with a living room and fireplace, Thermador-Pro kitchen with island, beverage bar, and pantry, plus a dining area that opens to

    Leighann Eruzione Lantern Residential

    144 Quincy Ave, Winthrop, MA 02152
  • /24

    $1,250 total monthly price

    • 1 Bed
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    42 Irwin St Unit 2, Winthrop, MA 02152

    Summary: Rent: $1,250/month (all utilities included) Special: $100 off the first month if secured by Dec 15 Move-in: Dec 1 (flexible) Lease terms: 3, 6, or 12 months Parking: Driveway parking available Furnished option: Available for an additional fee Rules: No smoking, no pets House vibe: Quiet, respectful, no parties or large gatherings Included: ? Electric & heat ? Central heat and A/C ?

    42 Irwin St Unit 2, Winthrop, MA 02152
  • /32

    $850,000 Sold Jul 17, 2025

    81 Lowell Rd, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 1,998 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $425/SF
    • 12 Days On Market

    Current Estimated Value $838,299

    Last Listing Agent Randall Horn Entourage Realty LLC

    81 Lowell Rd, Winthrop, MA 02152
    • /27

      Est $880,991 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,674 Sq Ft

      3 Seal Harbor Rd Unit 636, Winthrop, MA 02152

      3 Seal Harbor Rd Unit 636, Winthrop, MA 02152
  • /14

    $1,075,000

    • 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
  • /13

    $2,800 total monthly price

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    49r Siren St Unit 3, Winthrop, MA 02152

    Third Floor Unit with Water views from various rooms in the unit. The Unit features: 3 bedrooms, 1 bath, Living Room, and a kitchen. Features include: Hardwood Flooring in main areas, an updated kitchen with stainless steel appliances.

    The Caceda Team Coldwell Banker Realty - Lynnfield

    49r Siren St Unit 3, Winthrop, MA 02152
  • /39

    $900,000 Sold Feb 14, 2025

    5 Charles St, Winthrop, MA 02152

    • 5 Beds
    • 4 Baths
    • 2,157 Sq Ft
    • Built 1900

    Last Sold Summary

    • $417/SF
    • 60 Days On Market

    Current Estimated Value $881,965

    Last Listing Agent Marisol Aldana Century 21 North East

    5 Charles St, Winthrop, MA 02152
    • /32

      Est $675,783 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,286 Sq Ft

      3 Seal Harbor Rd Unit 633, Winthrop, MA 02152

      3 Seal Harbor Rd Unit 633, Winthrop, MA 02152
  • /22

    $550,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,182 Sq Ft

    87 Hermon St, Winthrop, MA 02152

    This charming 3 bedroom and 1 bathroom home has been family owned for over 63 years and is ready for a new owner to usher it into its next stage of life! The bones are there and it's ready for a beautiful transformation. It is very centrally located in town...just minutes from the Center Business District, parks and the beach. You can experience small-town living while being a very short commute

    James Polino Compass

    87 Hermon St, Winthrop, MA 02152
  • /11

    $1,800 total monthly price

    • Studio
    • 1 Bath
    • 450 Sq Ft
    • Condo for Rent

    98 Winthrop Shore Dr, Winthrop, MA 02152

    Rent$1,800Avail Date12/01/2025BedsStudioBaths1

    98 Winthrop Shore Dr, Winthrop, MA 02152
  • /42

    $785,000 Sold May 16, 2025

    95 Summit Ave Unit 4, Winthrop, MA 02152

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1890

    Last Sold Summary

    • 7% Above List Price
    • $467/SF
    • 6 Days On Market

    Current Estimated Value $784,485

    Last Listing Agent Joseph Schutt Unit Realty Group, LLC

    95 Summit Ave Unit 4, Winthrop, MA 02152
    • /38

      Est $539,058 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 871 Sq Ft

      3 Seal Harbor Rd Unit 541, Winthrop, MA 02152

      3 Seal Harbor Rd Unit 541, Winthrop, MA 02152

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