Suffolk, MA Homes

• 

  

  

  /41

  $739,999

  • 3 Beds
  • 1.5 Baths
  • 1,994 Sq Ft

  25 Charles St, Winthrop, MA 02152

  Welcome to this beautifully updated 3-bedroom, 1.5-bath home just two houses away from Winthrop Beach. This inviting home offers the perfect blend of comfort, style, and seaside living. Bright and spacious open-concept first floor, ideal for entertaining and everyday living with a convenient half bath off of the living room and sliders off of the dining room]. Upstairs are 3 spacious bedrooms,

  Christine D'Ambrosio Lantern Residential

  25 Charles St, Winthrop, MA 02152
• 

  Explore Cottage Hill

• 

  

  

  /21

  $2,900 per month

  • 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
• 

  

  

  /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
• 

  

  

  /35

  Est $621,034 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
• 

  

  

  /25

  $434,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

  WELCOME TO OCEAN FRONT LIVING ON WINTHROP BEACH. OCEAN VIEWS , OCEAN VIEWS, OCEAN VIEWS ! Wake up every morning and sit and enjoy the beautiful views of Winthrop Beach and the sun rising. Large Massport Windows that let in a ton of sunlight , step out of your door and put your feet in the sand ! This WELL MAINTAINED TOP CORNER UNIT condo boasts scenic views, hardwood thru out, newer tiled bath,

  Kevin Ferrara Cottage Hill Real Estate

  24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
• 

  

  /9

  $2,100 per month

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

  45 Sturgis St Unit 1, Winthrop, MA 02152

  This is a one bedroom with ALL UTILITIES INCLUDED...tenant only pays for cable/wifi. It is mere steps to Winthrop beach and public transportation is at the corner of the street. There is an eat-in kitchen with new cabinets, stainless appliances and wood laminate flooring. The bedroom is average size with closet and wall-to-wall carpeting. The bathroom has a bathtub and shower. There will be snow

  James Polino Compass

  45 Sturgis St Unit 1, 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
• 

  

  /40

  Est $508,881 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,139 Sq Ft

  16 Underhill St Unit 2, Winthrop, MA 02152

  16 Underhill St Unit 2, Winthrop, MA 02152
• 

  

  /32

  $879,900

  • 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
• 

  

  /12

  $2,250 per month

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

  62 Park Ave Unit 1, Winthrop, MA 02152

  1 bed and 1 bath located in Winthrop. Easy access to downtown and public transportation!

  62 Park Ave Unit 1, 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
• 

  

  /34

  Est $466,914 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 886 Sq Ft

  241 Washington Ave Unit 3, Winthrop, MA 02152

  241 Washington Ave Unit 3, Winthrop, MA 02152
• 

  

  /24

  $520,000

  • 2 Beds
  • 2 Baths
  • 1,116 Sq Ft

  247 Washington Ave Unit 9, Winthrop, MA 02152

  Desirable Crystal Cove neighborhood location for this beautiful corner end-unit condominium in the Nautilus Building with panoramic Boston views from every room. This spacious 2-bedroom, 2-bathroom condominium features a private balcony that spans the entire length of the unit, perfect for relaxing and watching the boats go by. Inside this bright and airy unit, is a white kitchen, hardwood floors

  Erica Gore Century 21 Seaport

  247 Washington Ave Unit 9, Winthrop, MA 02152
• 

  

  /31

  $3,500 per month

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

  58 Prospect Ave Unit 2, Winthrop, MA 02152

  Sunny and spacious, this townhome offers four levels of versatile living less than a mile from Winthrop Beach and moments from a yacht club. The main level features gleaming hardwood floors, soaring ceilings, a cozy fireplace, and a deck with ocean views. The kitchen is outfitted with granite countertops, stainless steel appliances, and a breakfast island, ideal for both everyday living and

  Gui Moreira Coldwell Banker Realty - Boston

  58 Prospect Ave Unit 2, Winthrop, MA 02152
• 

  

  /13

  $788,000 Sold Aug 14, 2025

  • 1,777 Sq Ft
  • $443/SF
  • 52 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  64 Moore St, Winthrop, MA 02152

  Experience the charm of seaside living at 64 Moore Street, a classic 3-family home just steps from Winthrop Beach. The property features two 1-bedroom units and one 2-bedroom unit, all filled with natural light and offering cozy, efficient layouts. Ideal for owner-occupants looking to live near the ocean while generating rental income, or for investors seeking a solid asset in a high-demand

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  64 Moore St, Winthrop, MA 02152
• 

  

  /26

  Est $454,247 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  235 Washington Ave Unit 5, Winthrop, MA 02152

  235 Washington Ave Unit 5, Winthrop, MA 02152
• 

  

  /32

  $549,900

  • 2 Beds
  • 2 Baths
  • 773 Sq Ft

  600 Shirley St Unit 3, Winthrop, MA 02152

  “The Cove at 600” was converted in 2022 and is located on the site of the historic Crystal Cove Hotel with breathtaking views of the Boston Skyline and the Atlantic Ocean. Unit 3, located on the side of the building with a private entrance, exclusive use patio and exclusive use deck at the front of the building offers many ways to take in the view and the sea air. The open concept living room and

  Erika Leigh Pereira Keller Williams Realty Boston Northwest

  600 Shirley St Unit 3, Winthrop, MA 02152
• 

  

  /10

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 1,076 Sq Ft
  • Condo for Rent

  94 Terrace Ave Unit 1, Winthrop, MA 02152

  1 bed and 1 bath located in Cottage Hill. Easy access to downtown and public transportation!

  94 Terrace Ave Unit 1, Winthrop, MA 02152
• 

  

  /26

  $355,000 Sold Aug 08, 2025

  • 860 Sq Ft
  • $413/SF
  • 14 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  235 Washington Ave Unit 6, Winthrop, MA 02152

  WELCOME HOME TO THE WINTHROP CHAMBERS CONDOMINIUM. Penthouse level - 2 bed, 1 bath unit with open floor plan. The views are incredible, whether it be of Lewis Lake and/or the Harbor/City, you will not be disappointed. There are coin operated washer/dryers in the building as well as a storage closet. The condo fee includes heat and hot water and this unit controls its own heat. Enjoy the back

  Cathie Curran Charlesgate Realty Group, llc

  235 Washington Ave Unit 6, Winthrop, MA 02152
• 

  

  /12

  Est $322,018 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 602 Sq Ft

  247 Washington Ave Unit 24, Winthrop, MA 02152

  247 Washington Ave Unit 24, Winthrop, MA 02152
• 

  

  /31

  $415,000

  • 1 Bed
  • 2 Baths
  • 604 Sq Ft

  600 Shirley St Unit 1, Winthrop, MA 02152

  WATER VIEWS & PRIVATE DECK! Welcome to The Cove at 600, a premier condominium development in Winthrop, situated on the historic site of the Crystal Cove Hotel. This meticulously renovated first-floor unit features 1 bedroom and 2 baths, epitomizing perfect beach town living. Every detail has been updated finishes, including newer kitchen & bathrooms. Your living room offers stunning water views,

  The Movement Group Compass

  600 Shirley St Unit 1, Winthrop, MA 02152
• 

  

  /22

  $2,850 per month

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

  573 Shirley St Unit 1, Winthrop, MA 02152

  Welcome to OCEAN FRONT LIVING with BOSTON SKYLINE VIEWS ! Sit back and watch the boats go by from the Yacht club near by and enjoy the ocean breeze. This NEWLEY RENOVATED 2 bedroom ocean front apartment boats a modern Nautical feel with the comfort of home . Harwood floors through out , modern updated tiled bath, great size bedrooms, large upgraded kitchen with quartz counter tops, plenty of

  Kevin Ferrara Cottage Hill Real Estate

  573 Shirley St Unit 1, Winthrop, MA 02152
• 

  

  /42

  $715,000 Sold Aug 01, 2025

  • 1,738 Sq Ft
  • $411/SF
  • 11 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1910

  831 Shirley St, Winthrop, MA 02152

  Seaside living at its finest...welcome to your dream coastal retreat! This charming 2 bedroom, 2 bath bungalow with garage offers the perfect blend of comfort, style and breathtaking water views offering direct bay water access. Thoughtfully designed with an open floor plan and gleaming Brazilian cherry floors, the property features a warm and inviting sunroom that welcomes you with natural light

  Elaine Akerberg Elite Realty Experts, LLC

  831 Shirley St, Winthrop, MA 02152
• 

  

  /9

  Est $310,972 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 622 Sq Ft

  247 Washington Ave Unit 23, Winthrop, MA 02152

  247 Washington Ave Unit 23, Winthrop, MA 02152
• 

  

  /24

  $849,900 Pending

  • 5 Beds
  • 3 Baths
  • 2,308 Sq Ft

  77 Cottage Ave, Winthrop, MA 02152

  Step inside this delightful newly renovated 2 family gem, just a short stroll from the beach, park, Yacht Club, & vibrant collection of local restaurants! Up on Cottage Hill & out of the flood zone, it’s easy to feel like you’re living in 1 beautiful home with the added bonus of a private lower-level. The main home is a light filled living area with gleaming hardwood floors & spacious rooms for

  Atiyeh Cassidy Blue Sky Realty

  77 Cottage Ave, Winthrop, MA 02152
• 

  

  /42

  $830,000 Sold Jul 18, 2025

  • 2,412 Sq Ft
  • $344/SF
  • 25 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  27 Crystal Cove Ave, Winthrop, MA 02152

  Nestled in the heart of Winthrop Head, this 4bed, 2bath Colonial blends timeless charm with a prime location just moments from multiple beaches and the scenic Winthrop Golf Club. Enjoy sweeping ocean views from the spacious front porch—an ideal spot for coffee or evening sunsets. Enter inside to a welcoming foyer featuring a bay window, fireplace & gleaming HW floors that flow seamlessly into a

  Lori Lacey Lamacchia Realty, Inc.

  27 Crystal Cove Ave, Winthrop, MA 02152
• 

  

  /14

  Est $689,919 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft

  17 Tewksbury St, Winthrop, MA 02152

  17 Tewksbury St, Winthrop, MA 02152
• 

  

  /26

  $510,000 Pending

  • 2 Beds
  • 2 Baths
  • 865 Sq Ft

  600 Shirley St Unit 16, Winthrop, MA 02152

  Always wanted to live across from the beach? This might be the place for you! Enjoy breathtaking water and Boston skyline views from this beautifully renovated 2-bed, 2-bath condo at the former Historic Crystal Cove Hotel. Offering first-floor convenience with a private entrance and two deeded parking spaces right outside your door, this home lives like a private residence. The open layout

  Elizabeth Crowley William Raveis R.E. & Home Services

  600 Shirley St Unit 16, Winthrop, MA 02152
• 

  

  /28

  $520,000 Sold Jul 11, 2025

  • 1,219 Sq Ft
  • $427/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1880

  30 Crystal Cove Ave Unit 2, Winthrop, MA 02152

  Nestled in Winthrop’s sought-after Crystal Cove neighborhood, this beautifully maintained two-level condo perfectly combines timeless character with stylish comfort. A grand staircase serves as the home’s architectural showpiece, adding elegance and a sense of grandeur. The sun-filled unit features an updated kitchen, two bedrooms and renovated bathrooms offering modern finishes and

  Erica Gore Century 21 Seaport

  30 Crystal Cove Ave Unit 2, Winthrop, MA 02152
• 

  

  /42

  Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,536 Sq Ft

  23 Tewksbury St, Winthrop, MA 02152

  23 Tewksbury St, Winthrop, MA 02152
• 

  

  /31

  $399,000 Pending

  • 2 Beds
  • 1 Bath
  • 679 Sq Ft

  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
• 

  

  /12

  $290,000 Sold Jun 27, 2025

  • 610 Sq Ft
  • $475/SF
  • 45 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  267 Washington Ave Unit 5, Winthrop, MA 02152

  GREAT INVESTMENT OPPORTUNITY OR OWNER OCCUPY......Why rent when this 2 bedroom updated unit can give you a start in homeownership? Conveniently located on the Bus Line to the Blue Line and looking out to the harbor and Lewis Lake with just steps to the ocean! Yes, the beach is at the top of the street. This top floor unit has hardwood floors throughout, pretty set of windows in the living

  Sharon Tallent Compass

  267 Washington Ave Unit 5, Winthrop, MA 02152
• 

  

  /35

  Est $567,480 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,245 Sq Ft

  14 Charles St, Winthrop, MA 02152

  14 Charles St, Winthrop, MA 02152
• 

  

  /10

  $350,000

  • 1 Bath
  • 338 Sq Ft

  600 Shirley St Unit 15, Winthrop, MA 02152

  Patrick Casey East Key Realty

  600 Shirley St Unit 15, Winthrop, MA 02152
• 

  

  /31

  $680,000 Sold Apr 23, 2025

  • 1,355 Sq Ft
  • $502/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  620 Shirley St Unit 3, Winthrop, MA 02152

  Are you looking for a Bi-level condo with unobstructed Waterfront OCEAN VIEWS into downtown Boston? Look no further, because 620 Shirley Street Unit #3 in Winthrop will be sure to check every single box you're looking for. This 2022 New Construction west facing, spacious, waterfront property boasts 2 levels of living that floods with natural light during the day with breathtaking sunsets over the

  Patrick Fahey Access

  620 Shirley St Unit 3, Winthrop, MA 02152
• 

  

  /15

  Est $598,407 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  55 Moore St, Winthrop, MA 02152

  55 Moore St, Winthrop, MA 02152
• 

  

  /40

  $895,000 Sold Mar 07, 2025

  • 3,331 Sq Ft
  • $269/SF
  • 8 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1880

  63 Terrace Ave, Winthrop, MA 02152

  Beautiful Two Family Overlooking The Harbors, Sunsets And The Glamourous And Colorful City Lights Of Boston. This Spectacular Home Does Not Come Up Like This Very Often. Unit #1 Has 4 Good Size Rooms With A Large Bathroom And Private Laundry Space. Unit #2 Has Two Levels Of Living Space With Two Bedrooms And Its Own Laundry Area. Both Units Have Shining Hardwood Floors And Big Windows Throughout,

  Corey Mastrocola Welcome Home Properties, Inc.

  63 Terrace Ave, Winthrop, MA 02152
• 

  

  /22

  Est $908,171 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 3,360 Sq Ft

  65 Beacon St, Winthrop, MA 02152

  65 Beacon St, Winthrop, MA 02152
• 

  

  /39

  $900,000 Sold Feb 14, 2025

  • 2,157 Sq Ft
  • $417/SF
  • 60 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1900

  5 Charles St, Winthrop, MA 02152

  Beautiful Corner lot, half a block from the beach. Well-maintained home in move-in condition, lots of updates. The upper unit has two levels with a loft bedroom,Cathedral ceiling with skylight windows, and a private deck with some ocean view. The lower unit offers a renovated kitchen, bathroom, spacious private yard, and deck. There is an additional living area with a bed and bath. Stainless

  Marisol Aldana Century 21 North East

  5 Charles St, Winthrop, MA 02152
• 

  

  /42

  Est $867,125 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,843 Sq Ft

  72 Crystal Cove Ave, Winthrop, MA 02152

  72 Crystal Cove Ave, Winthrop, MA 02152

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