7,512

Winthrop, MA Homes

Section Image
  • 900 Shirley St, Winthrop, MA 02152
    900 Shirley St, Winthrop, MA 02152
    900 Shirley St, Winthrop, MA 02152
    /12

    $459,000

    • 2 Beds
    • 1 Bath
    • 1,015 Sq Ft

    900 Shirley St, Winthrop, MA 02152

    NEW AMAZING PRICE! INCREDIBLE OPPORTUNITY, UNLIMITED POTENTIAL.......Single family living/condo alternative in the quaint oceanside location of Point Shirley in Winthrop by the Sea! A desirable open floor plan consists of Living room, Dining room and kitchen with beautiful oak flooring and a very nice large updated full bathroom and 2 good size bedrooms. All on one level for easy living.

    Sharon Tallent Compass

    900 Shirley St, Winthrop, MA 02152
  • 90 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    /12

    $2,850 total monthly price

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

    90 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

    FREE DECEMBER RENT! Oceanside 2 bedroom apartment featuring refinished hardwood floors, granite counters, stainless steel appliances, high end bath, and a porch with ocean views. Flooded with natural sunlight. Right across the street from the WINTHROP BEACH. Convenient access to the Blue Line Train. 711 and 712 buses at your doorstep. Great time to get settled in this unit with summer right

    William Cordts Charlesgate Realty Group, llc

    90 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
  • 37-39 Hutchinson St, Winthrop, MA 02152
    37-39 Hutchinson St, Winthrop, MA 02152
    37-39 Hutchinson St, Winthrop, MA 02152
    /41

    $830,000 Sold Aug 30, 2025

    • 2,958 Sq Ft
    • $281/SF
    • 48 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1920

    37-39 Hutchinson St, Winthrop, MA 02152

    Endless Potential in Prime Seaside Location – 02152 Welcome to this oversized two-family home located in the highly desirable seaside community of Winthrop, 02152. Perfectly situated on a generous lot, this property offers a rare opportunity for investors, multi-generational living, or owner-occupants looking to customize and create value.Each unit features spacious layouts with room to grow, and

    Nicole Bettano Lantern Residential

    37-39 Hutchinson St, Winthrop, MA 02152
    • 62 Locust St, Winthrop, MA 02152
      62 Locust St, Winthrop, MA 02152
      62 Locust St, Winthrop, MA 02152
      /33

      Est $765,268 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,412 Sq Ft

      62 Locust St, Winthrop, MA 02152

      62 Locust St, Winthrop, MA 02152
  • 2 Deane Ave, Winthrop, MA 02152
    2 Deane Ave, Winthrop, MA 02152
    2 Deane Ave, Winthrop, MA 02152
    /42

    $895,000

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

    2 Deane Ave, Winthrop, MA 02152

    Charm & Convenience & Income! Exciting opportunity to own a home w/approved inlaw-ADU/au-pair within walking distance to the ocean! Enjoy views of Boston skyline! Perfect for multi-generation living. 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

    Marina Tramontozzi True North Realty

    2 Deane Ave, Winthrop, MA 02152
  • 19 Jefferson St Unit 2, Winthrop, MA 02152
    19 Jefferson St Unit 2, Winthrop, MA 02152
    19 Jefferson St Unit 2, Winthrop, MA 02152
    /11

    $2,875 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    19 Jefferson St Unit 2, Winthrop, MA 02152

    Now available — modern comfort meets coastal charm in Winthrop!This newly renovated apartment features brand new hardwood floors, quartz countertops, and a flexible layout with 3 bedrooms plus space for a 4th or extra storage. Enjoy in-unit laundry, a sun-filled living area, spacious eat-in kitchen, and a modern bathroom. Added perks include central air, off-street parking, and clean basement

    Luis Rodriguez Reference Real Estate

    19 Jefferson St Unit 2, Winthrop, MA 02152
  • 12 Park Ave, Winthrop, MA 02152
    12 Park Ave, Winthrop, MA 02152
    12 Park Ave, Winthrop, MA 02152
    /27

    $720,000 Sold Aug 29, 2025

    • 1,172 Sq Ft
    • $614/SF
    • 14 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1890

    12 Park Ave, Winthrop, MA 02152

    INTRODUCING 12 PARK AVENUE...This meticulous single family home features 6+ rooms of bright and comfortable living spaces, a private fenced in yard and off street parking. An enclosed sunporch welcomes you to the first floor which has hardwood floors, an open floor plan, a fully applianced kitchen and convenient 1/2 bath. The second floor has three bedrooms with custom built closets and a full

    Mary Ann Cash Charlesgate Realty Group, llc

    12 Park Ave, Winthrop, MA 02152
    • 143 Revere St Unit 145, Winthrop, MA 02152
      143 Revere St Unit 145, Winthrop, MA 02152
      143 Revere St Unit 145, Winthrop, MA 02152
      /40

      Est $857,562 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,548 Sq Ft

      143 Revere St Unit 145, Winthrop, MA 02152

      143 Revere St Unit 145, Winthrop, MA 02152
  • 66 Lowell Rd, Winthrop, MA 02152
    66 Lowell Rd, Winthrop, MA 02152
    66 Lowell Rd, Winthrop, MA 02152
    /34

    $1,150,000

    • 6 Beds
    • 2.5 Baths
    • 3,458 Sq Ft

    66 Lowell Rd, Winthrop, MA 02152

    10 room + pristine home exuding warmth & quintessential New England charm in the sought after Cottage Park neighborhood. Timeless Whittemore style. Inviting enclosed porch with rich woodwork. Dramatic oversized windows and graceful flow throughout. Exquisite living room featuring statement fireplace wall. Talented master woodworker and renowned architect custom designed and blended functionality

    Stacey Steck Gibson Sotheby's International Realty

    66 Lowell Rd, Winthrop, MA 02152
  • 19 Jefferson St Unit 3, Winthrop, MA 02152
    19 Jefferson St Unit 3, Winthrop, MA 02152
    19 Jefferson St Unit 3, Winthrop, MA 02152
    /13

    $3,125 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Apartment for Rent

    19 Jefferson St Unit 3, Winthrop, MA 02152

    Be the first to enjoy this recently renovated apartment featuring brand new hardwood floors, quartz kitchen countertops, and versatile floor plan options. 3 bedroom (with space for 4th bedroom possibility or extra storage space) with in unit laundry, this home offers flexibility to fit your lifestyle.Step inside to find a sun-filled living and dining area, a spacious eat-in kitchen with abundant

    Luis Rodriguez Reference Real Estate

    19 Jefferson St Unit 3, Winthrop, MA 02152
  • 5 Pearl Ave Unit 2, Winthrop, MA 02152
    5 Pearl Ave Unit 2, Winthrop, MA 02152
    5 Pearl Ave Unit 2, Winthrop, MA 02152
    /29

    $440,000 Sold Aug 29, 2025

    • 812 Sq Ft
    • $542/SF
    • 29 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    5 Pearl Ave Unit 2, Winthrop, MA 02152

    Enjoy coastal living just one block from the ocean in this beautifully updated 2-bedroom, 1-bath home nestled in the heart of Winthrop. Step inside to a bright, airy layout featuring tasteful renovations and sleek, modern finishes throughout. The open-concept kitchen and living area is perfect for entertaining guests or relaxing at home. Off the spacious primary bedroom, a private deck offers the

    Ryan Wilson Keller Williams Realty

    5 Pearl Ave Unit 2, Winthrop, MA 02152
    • 49 Sagamore Ave Unit 1B, Winthrop, MA 02152
      49 Sagamore Ave Unit 1B, Winthrop, MA 02152
      49 Sagamore Ave Unit 1B, Winthrop, MA 02152
      /25

      Est $458,273 Not Listed For Sale

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

      49 Sagamore Ave Unit 1B, Winthrop, MA 02152

      49 Sagamore Ave Unit 1B, Winthrop, MA 02152
  • 174 Winthrop St Unit 2, Winthrop, MA 02152
    174 Winthrop St Unit 2, Winthrop, MA 02152
    174 Winthrop St Unit 2, 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
  • 19 Jefferson St Unit 1, Winthrop, MA 02152
    19 Jefferson St Unit 1, Winthrop, MA 02152
    19 Jefferson St Unit 1, Winthrop, MA 02152
    /16

    $3,150 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    19 Jefferson St Unit 1, Winthrop, MA 02152

    Come live in this newly renovated apartment offering style and flexibility. Marketed as a 3-bedroom with the option for a 4th, the home features brand-new hardwood floors, quartz countertops, and a versatile layout to fit your lifestyle.The sun-filled living and dining area flows into a spacious eat-in kitchen with ample counter space and storage. A refreshed bathroom, central air, off-street

    Luis Rodriguez Reference Real Estate

    19 Jefferson St Unit 1, Winthrop, MA 02152
  • 142 Pleasant St Unit 5, Winthrop, MA 02152
    142 Pleasant St Unit 5, Winthrop, MA 02152
    142 Pleasant St Unit 5, Winthrop, MA 02152
    /23

    $665,000 Sold Aug 27, 2025

    • 1,404 Sq Ft
    • $474/SF
    • 2 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1968

    142 Pleasant St Unit 5, Winthrop, MA 02152

    Welcome to luxury living at Belle Mer! This spacious 2 bed, 2.5 bath condo offers modern comfort and convenience just minutes from Boston and everything Winthrop has to offer—beaches, shops, restaurants, and more. Both bedrooms feature en suite baths, plus there’s a stylish half bath off the chef’s kitchen, complete with Bosch gas appliances and French doors leading to your private patio. Enjoy

    Felicia Giuliano Classified Realty Group

    142 Pleasant St Unit 5, Winthrop, MA 02152
    • 16 Sagamore Ave, Winthrop, MA 02152
      16 Sagamore Ave, Winthrop, MA 02152
      16 Sagamore Ave, Winthrop, MA 02152
      /7

      Est $732,507 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,563 Sq Ft

      16 Sagamore Ave, Winthrop, MA 02152

      16 Sagamore Ave, Winthrop, MA 02152
  • 191 Cottage Park Rd, Winthrop, MA 02152
    191 Cottage Park Rd, Winthrop, MA 02152
    191 Cottage Park Rd, Winthrop, MA 02152
    /41

    $1,799,000

    • 6 Beds
    • 3.5 Baths
    • 4,455 Sq Ft

    191 Cottage Park Rd, Winthrop, MA 02152

    Showings available by appointment. Queen Anne Victorian. Two blocks from Cottage Park Yacht Club. Over 4,400 square feet of living space with 6 bedrooms, 3.5 fully renovated baths, 2nd floor laundry room and 2 finished basement rooms. Stunning details include high ceilings, hand carved newel posts and mantels, 3 Chelsea tile fireplaces, oak flooring and woodworking, wainscoted staircases, window

    Anthony Giacalone Tony's Realty

    191 Cottage Park Rd, Winthrop, MA 02152
  • 26 Beacon St Unit 304, Winthrop, MA 02152
    26 Beacon St Unit 304, Winthrop, MA 02152
    26 Beacon St Unit 304, Winthrop, MA 02152
    /3

    $1,900 total monthly price

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

    26 Beacon St Unit 304, Winthrop, MA 02152

    Just steps to Winthrop Beach and the marina! This lovely 1 bedroom includes heat/hot water and is just minutes to Downtown Boston! Pets are allowed for a small fee. Don't miss out on this seaside retreat!

    Jessica Pumphret Blue Sky Realty

    26 Beacon St Unit 304, Winthrop, MA 02152
  • 68-70 Floyd St, Winthrop, MA 02152
    68-70 Floyd St, Winthrop, MA 02152
    68-70 Floyd St, Winthrop, MA 02152
    /32

    $930,000 Sold Aug 22, 2025

    • 3,432 Sq Ft
    • $271/SF
    • 105 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1958

    68-70 Floyd St, Winthrop, MA 02152

    VERY IMPORTANT! BOM and VERY MUCH AVAILABLE......AMAZING PICTURE POST CARD SETTING FOR THIS BEAUTIFUL HOME IN WINTHROP'S HIGHLANDS LOCATION. This legal 2 family will appeal to single family Buyers as well. A " younger" home compared to most, this multi-level Contemporary has an open floor plan, eat in kitchen open to a great room with skylights and a slider to the large private yard. The

    Sharon Tallent Compass

    68-70 Floyd St, Winthrop, MA 02152
    • 465 Winthrop St, Winthrop, MA 02152
      465 Winthrop St, Winthrop, MA 02152
      465 Winthrop St, Winthrop, MA 02152
      /42

      Est $648,605 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,418 Sq Ft

      465 Winthrop St, Winthrop, MA 02152

      465 Winthrop St, Winthrop, MA 02152
  • 16 Pebble Ave, Winthrop, MA 02152
    16 Pebble Ave, Winthrop, MA 02152
    16 Pebble Ave, Winthrop, MA 02152
    /17

    $399,950

    • 2 Beds
    • 1 Bath
    • 866 Sq Ft

    16 Pebble Ave, Winthrop, MA 02152

    Located just a couple hundred yards from the water, this two-bedroom, one bathroom property offers a rare opportunity for buyers ready to bring a vision to life. Water views can be enjoyed from directly in front of the home. The layout includes two bedrooms and a full bath upstairs, with the main level featuring the kitchen, living room, dining room, half bath, and a large rear pantry. Bring your

    The Ponte Group Keller Williams South Watuppa

    16 Pebble Ave, Winthrop, MA 02152
  • 252 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
    252 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
    252 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
    /5

    $1,850 total monthly price

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

    252 Winthrop Shore Dr Unit 3, Winthrop, MA 02152

    Gorgeous ocean views from this charming 1 bedroom located across from Winthrop Beach! Front porch with sitting area, heat included and just minutes from Downtown Boston! Shared laundry, on street parking and pets are allowed for a small fee. Come make this seaside apartment your own!

    Jessica Pumphret Blue Sky Realty

    252 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
  • 50 Triton Ave, Winthrop, MA 02152
    50 Triton Ave, Winthrop, MA 02152
    50 Triton Ave, Winthrop, MA 02152
    /25

    $615,000 Sold Aug 20, 2025

    • 1,361 Sq Ft
    • $452/SF
    • 40 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1940

    50 Triton Ave, Winthrop, MA 02152

    Updated 2 bedroom, 2 bathroom bungalow located in the picturesque Point Shirley neighborhood of Winthrop. This detached single family home, boasting more than 1,300 square feet of living space, was recently renovated throughout to include wood-look porcelain tile, a brand new kitchen with stainless steel appliances and quartz countertops, a brand new master bathroom with a walk in shower

    Andrew Pike The Persac Group, LLC

    50 Triton Ave, Winthrop, MA 02152
    • 65 Wilshire St, Winthrop, MA 02152
      65 Wilshire St, Winthrop, MA 02152
      65 Wilshire St, Winthrop, MA 02152
      /42

      Est $639,199 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,410 Sq Ft

      65 Wilshire St, Winthrop, MA 02152

      65 Wilshire St, Winthrop, MA 02152
  • 800 Governors Dr Unit 6, Winthrop, MA 02152
    800 Governors Dr Unit 6, Winthrop, MA 02152
    800 Governors Dr Unit 6, 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
  • 18 Faun Bar Ave Unit 1, Winthrop, MA 02152
    18 Faun Bar Ave Unit 1, Winthrop, MA 02152
    18 Faun Bar Ave Unit 1, Winthrop, MA 02152
    /15

    $2,950 total monthly price

    • 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
  • 300 Governors Dr Unit 9, Winthrop, MA 02152
    300 Governors Dr Unit 9, Winthrop, MA 02152
    300 Governors Dr Unit 9, Winthrop, MA 02152
    /17

    $350,000 Sold Aug 19, 2025

    • 723 Sq Ft
    • $484/SF
    • 7 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    300 Governors Dr Unit 9, Winthrop, MA 02152

    Welcome to this lovely Condo, located in an exceptionally affordable complex! This corner unit is a one of a kind in mint move in condition. Ceramic title bath, large closets bedrooms. Many extras. Come take a look!!!! Additionally, this unit comes with the convenience of off-street parking, ensuring your vehicle is always secure. Its prime location offers easy access to public transportation,

    Cleide Paula Dasilva LPT Realty, LLC

    300 Governors Dr Unit 9, Winthrop, MA 02152
    • 500 Winthrop St, Winthrop, MA 02152
      500 Winthrop St, Winthrop, MA 02152
      500 Winthrop St, Winthrop, MA 02152
      /17

      Est $586,878 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 984 Sq Ft

      500 Winthrop St, Winthrop, MA 02152

      500 Winthrop St, Winthrop, MA 02152
  • 50-52 Wilshire St, Winthrop, MA 02152
    50-52 Wilshire St, Winthrop, MA 02152
    50-52 Wilshire St, Winthrop, MA 02152
    /14

    $1,200,000 Open Sat 12PM - 1:30PM

    • 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
  • 45 Highland Ave Unit 3, Winthrop, MA 02152
    45 Highland Ave Unit 3, Winthrop, MA 02152
    45 Highland Ave Unit 3, Winthrop, MA 02152
    /18

    $3,700 total monthly price

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

    45 Highland Ave Unit 3, Winthrop, MA 02152

    Located at 45 Highland Ave U:3, Winthrop, MA, this residence presents an opportunity to settle into a comfortable home environment. This property offers the potential for a fulfilling residential experience. The residence includes three bedrooms, providing ample space for rest and rejuvenation. Each bedroom offers a personal haven, ready to be customized to your preferences and needs. Imagine the

    Arquimides Chinchilla Perlera Real Estate

    45 Highland Ave Unit 3, Winthrop, MA 02152
  • 265 Washington Ave Unit 2A, Winthrop, MA 02152
    265 Washington Ave Unit 2A, Winthrop, MA 02152
    265 Washington Ave Unit 2A, Winthrop, MA 02152
    /18

    $265,000 Sold Aug 18, 2025

    • 400 Sq Ft
    • $662/SF
    • 54 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1900

    265 Washington Ave Unit 2A, Winthrop, MA 02152

    Looking for the perfect balance of city convenience and suburban tranquility? This newly renovated 1-bedroom, 1-bathroom condo is just a quick ride to the Orient Heights T stop, making your commute to downtown Boston easy. Plus, you're only 5 minutes from Boston Logan Airport, perfect for travel. Enjoy stunning views of the Boston skyline and harbor right from your door. Stroll to nearby

    Pareene Group EXIT Premier Real Estate

    265 Washington Ave Unit 2A, Winthrop, MA 02152
    • 157 Morton St, Winthrop, MA 02152
      157 Morton St, Winthrop, MA 02152
      157 Morton St, Winthrop, MA 02152
      /30

      Est $779,807 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,079 Sq Ft

      157 Morton St, Winthrop, MA 02152

      157 Morton St, Winthrop, MA 02152
  • 136 Pauline St, Winthrop, MA 02152
    136 Pauline St, Winthrop, MA 02152
    136 Pauline St, Winthrop, MA 02152
    /42

    $867,000

    • 4 Beds
    • 3.5 Baths
    • 2,350 Sq Ft

    136 Pauline St, Winthrop, MA 02152

    Beautifully renovated 4-bedroom, 3.5-bath single-family home, fully gutted and updated in 2020. This turnkey property features an open floor plan with seamless flow between the spacious living room, dining area, and modern kitchen—perfect for today’s lifestyle and entertaining. The primary suite includes a walk-in closet and private en-suite bath. A finished basement (2021) provides flexible

    Anthony Carestia William Raveis R.E. & Home Services

    136 Pauline St, Winthrop, MA 02152
  • 19 Beach Rd Unit 1, Winthrop, MA 02152
    19 Beach Rd Unit 1, Winthrop, MA 02152
    19 Beach Rd Unit 1, Winthrop, MA 02152
    /9

    $2,750 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    19 Beach Rd Unit 1, Winthrop, MA 02152

    Just One Block from the Beach! This spacious 3-bedroom apartment offers the perfect blend of comfort and convenience. Located only steps from the sand, you’ll enjoy coastal living while still being just minutes from the airport and public transportation. Inside, you’ll find beautiful hardwood floors, freshly painted interiors, and a modern kitchen and bathroom with brand new tile finishes. Live

    Chris Martin Cameron Prestige, LLC

    19 Beach Rd Unit 1, Winthrop, MA 02152
  • 51 Harbor View Ave, Winthrop, MA 02152
    51 Harbor View Ave, Winthrop, MA 02152
    51 Harbor View Ave, Winthrop, MA 02152
    /12

    $1,120,000 Sold Aug 15, 2025

    • 2,308 Sq Ft
    • $485/SF
    • 1 Day On Market
    • 6 Beds
    • 3 Baths
    • Built 1920

    51 Harbor View Ave, Winthrop, MA 02152

    Contractors, Investors, Savvy buyers looking to build equity. This three family on an oversized lot has stunning ocean and bay views! It offers off street parking, separate utilities, spacious two bedroom units and is close to public transportation, Logan Airport and downtown Boston. Whether you're looking to renovate, rent or occupy, this is your opportunity to own a multi family gem in the

    Mary Ann Cash Charlesgate Realty Group, llc

    51 Harbor View Ave, Winthrop, MA 02152
    • 58 Banks St, Winthrop, MA 02152
      58 Banks St, Winthrop, MA 02152
      58 Banks St, Winthrop, MA 02152
      /21

      Est $772,761 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,788 Sq Ft

      58 Banks St, Winthrop, MA 02152

      58 Banks St, Winthrop, MA 02152
  • 876 Shirley St Unit 1, Winthrop, MA 02152
    876 Shirley St Unit 1, Winthrop, MA 02152
    876 Shirley St Unit 1, Winthrop, MA 02152
    /40

    $829,999

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft

    876 Shirley St Unit 1, Winthrop, MA 02152

    Direct Beach Front Living. Feel like you're on vacation every day! This spacious 2 level, 7 room, 4 bed, 2 bath condo is located Directly on Yirrell Beach. The sand in your own back yard. Ocean breeze and sounds of the waves crashing onto the shore, are sure to relax you after a long day. Every day the view is different. Featuring beautiful cherry hard wood floors, Family room, Formal dining

    Jim Iannuzzi Amo Realty - Boston City Properties

    876 Shirley St Unit 1, Winthrop, MA 02152
  • 21 Seafoam Ave Unit 3, Winthrop, MA 02152
    21 Seafoam Ave Unit 3, Winthrop, MA 02152
    21 Seafoam Ave Unit 3, Winthrop, MA 02152
    /14

    $3,200 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Apartment for Rent

    21 Seafoam Ave Unit 3, Winthrop, MA 02152

    Beautiful 4 bed - 2 bath units with all brand new renovations just steps from Winthrop Beach!Features include : All large bedrooms with hardwood floors throughout. Central A/C & Heat / 2 Brand new baths & Kitchen including granite counters, stainless steel appliances.Massive living room perfect for entertaining!2 huge decks off the front and back of the unit1 off-street parking spots

    Carmine Federico Greater Metropolitan R. E.

    21 Seafoam Ave Unit 3, Winthrop, MA 02152
  • 45 Highland Ave, Winthrop, MA 02152
    45 Highland Ave, Winthrop, MA 02152
    45 Highland Ave, Winthrop, MA 02152
    /42

    $1,325,000 Sold Aug 15, 2025

    • 4,671 Sq Ft
    • $284/SF
    • 35 Days On Market
    • 10 Beds
    • 4 Baths
    • Built 1900

    45 Highland Ave, Winthrop, MA 02152

    Incredible investment opportunity in the heart of the Highlands! This oversized 3-family property is has been generating strong income with potential for more. One unit is available for an owner occupant or savvy investor looking to maximize cashflow. Walk-out ground level 2-bedroom apartment. First-floor 2-bedroom unit with an additional office, living room, and dining room. Owner’s unit,

    Jonathan Mathews Legacy Realty Advisors LLC

    45 Highland Ave, Winthrop, MA 02152
    • 44 Fairview St, Winthrop, MA 02152
      44 Fairview St, Winthrop, MA 02152
      44 Fairview St, Winthrop, MA 02152
      /24

      Est $921,594 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,413 Sq Ft

      44 Fairview St, Winthrop, MA 02152

      44 Fairview St, Winthrop, MA 02152

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