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Recently Sold Winthrop, MA Homes

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  • /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
  • /28

    $448,000 Sold Aug 15, 2025

    • 1,245 Sq Ft
    • $360/SF
    • 11 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1920

    92 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    This bright and sunny second-floor unit offers optimal ocean and sunrise views. Featuring three bedrooms and hardwood floors throughout, the condo includes a private deck off the main bedroom and a rear deck off the kitchen—perfect for soaking in the morning light and sea breeze.Additional highlights include deeded parking, basement storage and in-unit laundry. Ideally located just 15 minutes

    Carol Santoro Coldwell Banker Realty - Marblehead

    92 Winthrop Shore Dr Unit 2, 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
  • /28

    $525,636 Sold Aug 15, 2025

    • 1,120 Sq Ft
    • $469/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1904

    66 Plummer Ave Unit 2, Winthrop, MA 02152

    Welcome to 66 Plummer Ave, a well-appointed 3-bedroom, 1-bath condo that offers the perfect blend of comfort, space, and convenience. This sun-filled home features beautiful hardwood floors and a spacious layout with a separate living room, dining room, and kitchen—ideal for both daily living and entertaining. Enjoy your morning coffee or unwind in the evening on either of the two private decks.

    The Reference Group Reference Real Estate

    66 Plummer Ave Unit 2, Winthrop, MA 02152
  • /38

    $1,060,000 Sold Aug 15, 2025

    • 2,692 Sq Ft
    • $394/SF
    • 36 Days On Market
    • 6 Beds
    • 2.5 Baths
    • Built 1900

    86 Chester Ave, Winthrop, MA 02152

    Experience a complete transformation in this meticulously renovated 2-family home. Perched on a prized corner lot, this residence has undergone extensive updates, including new flooring, walls, electrical, kitchen, plumbing, and a newer roof. The result is a modern, move-in-ready space. Enjoy breathtaking, unobstructed views of Winthrop's verdant Golf Course from all three levels. This oversized

    Kyle MacNichol Redfin Corp.

    86 Chester Ave, Winthrop, MA 02152
  • /31

    $492,500 Sold Aug 14, 2025

    • 1,595 Sq Ft
    • $309/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1916

    110 Summit Ave Unit 1, Winthrop, MA 02152

    Coastal charm meets timeless elegance in this spacious 3-bedroom, 2-bath first-floor condo just moments from Winthrop’s stunning shoreline. Nestled within a beautifully maintained Victorian, this one-of-a-kind home blends historic character with everyday convenience. From the moment you enter, you’ll appreciate the soaring ceilings, intricate dental crown molding, sunlit bay windows, and

    Alison ludwig Keller Williams Realty-Merrimack

    110 Summit Ave Unit 1, 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
  • /42

    $680,000 Sold Aug 12, 2025

    • 1,206 Sq Ft
    • $564/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1938

    877 Shirley St, Winthrop, MA 02152

    This updated 1938 bungalow offers the ultimate Winthrop waterfront experience with direct bay access from your backyard and Yirrell Beach directly across the street. The private brick patio provides sweeping views of Snake Island and the Boston skyline—perfect for outdoor entertaining and front-row views of Winthrop's Fourth of July fireworks. Since 2017, this Point Shirley gem has undergone

    Jared Swanson eXp Realty

    877 Shirley St, 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
  • /30

    $725,000 Sold Aug 07, 2025

    • 1,302 Sq Ft
    • $557/SF
    • 60 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    3 Seal Harbor Rd Unit 744, Winthrop, MA 02152

    AN OCEANFRONT OASIS. 2BR/2BA + 2 GARAGE SPACES! Open living and dining area with triple-wide glass door leads to a private balcony with panoramic and captivating water views. Kitchen has cherry-finished cabinets, oak floors, SS appliances, granite, & countertop seating w/lighted glass brick design. Main BR has en-suite Bath w/step-in shower, walk-in closet & dressing area. Great design situates

    Charles Roderick eXp Realty

    3 Seal Harbor Rd Unit 744, 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
  • /38

    $935,000 Sold Aug 01, 2025

    • 4,101 Sq Ft
    • $228/SF
    • 22 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1896

    175 Pleasant St, Winthrop, MA 02152

    Step into timeless charm with this stately 1896 Colonial Revival nestled on a corner lot. Brimming with original detail, this non-conforming two-family offers a flexible layout across 8+ elegant rooms. The grand staircase, French doors, high ceilings, and two fireplaces bring character and warmth throughout. Enjoy four spacious second-floor bedrooms, a sun-soaked landing with a large picture

    Leighann Eruzione Lantern Residential

    175 Pleasant St, Winthrop, MA 02152
  • /35

    $724,900 Sold Jul 31, 2025

    • 1,417 Sq Ft
    • $512/SF
    • 124 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152

    DON'T MISS OUT ON THIS AMAZING OPPORTUNITY IN WINTHROP'S SEAL HARBOR CONDOMINIUMS....... A SPACIOUS CORNER UNIT WITH A GREAT LAYOUT! This two bedroom two bath unit offers an open floor plan with a huge living room/dining room combo overlooking the ocean! A beautiful eat in kitchen with plenty of cabinets and lots of counter space, stainless steel appliances, recessed lighting and a dining area

    Sharon Tallent Compass

    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152
  • /22

    $725,000 Sold Jul 30, 2025

    • 1,589 Sq Ft
    • $456/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    10 Ocean Ave, Winthrop, MA 02152

    Welcome to your seaside retreat in the heart of Winthrop by the Sea! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of coastal living and modern comfort. Just steps from the beach, local yacht clubs, waterfront restaurants, and the ferry to Boston, you’ll enjoy the best of both tranquility and convenience, you'll find gleaming hardwood floors throughout, a cozy gas

    Koren Brodin 546 Realty Group

    10 Ocean Ave, Winthrop, MA 02152
  • /42

    $940,000 Sold Jul 30, 2025

    • 2,470 Sq Ft
    • $381/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1900

    19 Orlando Ave, Winthrop, MA 02152

    Welcome to this timeless 8-room Whittemore Colonial, perfectly situated in the heart of the highly sought-after Cottage Park neighborhood.This spacious home offers 4 bedrooms, 2.5 baths, and the charm and character of classic architecture paired with modern updates.The main level features a gracious LR with a cozy fireplace, a formal DR highlighted by a stunning leaded glass built-in china

    Cathie Curran Charlesgate Realty Group, llc

    19 Orlando Ave, Winthrop, MA 02152
  • /35

    $948,888 Sold Jul 29, 2025

    • 2,532 Sq Ft
    • $375/SF
    • 11 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1900

    200 Woodside Ave, Winthrop, MA 02152

    Incredible opportunity to own a well-maintained 2-family home perfectly suited for investors or owner-occupants in seaside Winthrop! Conveniently located within steps to the water as well as the Center Business District, this property combines location, functionality, & value. Renovated in 2016 & over 2,500 sq ft of living space between two 6+ room units, this multi-family ensures comfort & peace

    Atiyeh Cassidy Blue Sky Realty

    200 Woodside Ave, Winthrop, MA 02152
  • /23

    $660,000 Sold Jul 25, 2025

    • 1,302 Sq Ft
    • $507/SF
    • 179 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    3 Seal Harbor Rd Unit 242, Winthrop, MA 02152

    Newly renovated (2022) 2-bedroom, 2-bath ocean view condo in the desirable 3 Seal Harbor community including all new appliances, refinished HW floors, new carpet in bedrooms, and upgraded electric panel. Kitchen and master bath have all new cabinets and stone countertops. All outside walls have had upgraded insulation and baseboard heat installed in all main rooms. New water heater. The Seal

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit 242, Winthrop, MA 02152
  • /31

    $459,000 Sold Jul 24, 2025

    • 1,092 Sq Ft
    • $420/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1935

    47 Dolphin Ave Unit 1, Winthrop, MA 02152

    Just in time for summer! Charming 1st floor condo is located just steps from the beach and offers small water views from your exclusive three-season porch. Enjoy new front steps leading to entrance. Inside, hardwood floors run throughout the spacious open-concept living and dining areas. A generous hallway leads to two sizable bedrooms, with a beautifully renovated full bathroom conveniently

    Elizabeth Ferrara Cottage Hill Real Estate

    47 Dolphin Ave Unit 1, Winthrop, MA 02152
  • /41

    $1,100,000 Sold Jul 24, 2025

    • 4,223 Sq Ft
    • $260/SF
    • 38 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1900

    52 Washington Ave, Winthrop, MA 02152

    Fantastic Owner-Occupied Multifamily Opportunity in Winthrop! This centrally located home is perfect for both investors and owner-occupants. The owner's unit spans two levels and showcases beautiful hardwood floors, original woodwork, and two full bathrooms offering both charm and functionality. The first-floor unit features a spacious kitchen, hardwood floors, and two generously sized bedrooms.

    Elizabeth Ferrara Cottage Hill Real Estate

    52 Washington Ave, Winthrop, MA 02152
  • /42

    $929,000 Sold Jul 24, 2025

    • 1,777 Sq Ft
    • $523/SF
    • 34 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1987

    3 Seal Harbor Rd Unit PH31, Winthrop, MA 02152

    Beautifully renovated! Discover Seal Harbor. Situated at the ocean's edge in Winthrop, the Seal Harbor condominium community is located just fifteen minutes from Boston's financial district. The buildings are amenity-rich, offering 24/7 concierge, on-site management, secure underground garage parking, a heated outdoor pool with shower, bathrooms, full poolhouse kitchen, an outdoor Jacuzzi, and

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit PH31, Winthrop, MA 02152
  • /40

    $1,250,000 Sold Jul 23, 2025

    • 2,430 Sq Ft
    • $514/SF
    • 3 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1960

    896B Shirley St, Winthrop, MA 02152

    This stunning 5-bed, 3-bath waterfront home offers breathtaking sunrises over the ocean and sunsets over the Boston skyline. The first floor features a bedroom and full bath perfect for guests or single-level living. Large open floor plan with tile floor. Stone fireplace anchors the middle of the room with space for a dining room table over looking the water. The kitchen boasts granite

    Elizabeth Ferrara Cottage Hill Real Estate

    896B Shirley St, Winthrop, MA 02152
  • /29

    $650,000 Sold Jul 23, 2025

    • 1,836 Sq Ft
    • $354/SF
    • 91 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1903

    167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    Enjoy breathtaking ocean views and sunrises in this spacious 4-bedroom condo, situated along Winthrop’s stunning shoreline. Offering the best of beach living just minutes from Boston, this home is a rare gem in one of the area’s most desirable neighborhoods. Step inside to an open floor plan, where large windows frame the sparkling Atlantic, filling the space with natural light. The primary

    Mark Mulkerrin Coldwell Banker Realty - Sharon

    167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
  • /19

    $830,000 Sold Jul 21, 2025

    • 2,000 Sq Ft
    • $415/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    509 Pleasant St, Winthrop, MA 02152

    Welcome to 509 Pleasant, where coastal charm meets modern chic. This 3 bed/2 bath cottage style home is located in the ideal spot for both beach and city lovers. It features a smart system including Nest thermostat and Ring doorbell, a newer roof, recessed lighting, two fireplaces, a walk-in closet, in-built cabinets, a fully finished basement, a bonus room ideal for a playroom or gym, and an

    Hayley Buonopane Conway - Swampscott

    509 Pleasant St, Winthrop, MA 02152
  • /42

    $900,000 Sold Jul 18, 2025

    • 2,946 Sq Ft
    • $305/SF
    • 8 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1860

    86-88 Sargent St, Winthrop, MA 02152

    Come look at this duplex 2-unit home in a prime location. The property is a great opportunity for investors looking to grow their portfolio in a strong rental market or the savvy owner looking to live in the property and enjoy rental income from the other unit. Other opportunities include conversion to condos or to a single residence. The larger unit at #86 has 8 rooms in total, 3 bedrooms, 1.5

    Susan DeFelice Keller Williams Realty Boston-Metro | Back Bay

    86-88 Sargent St, Winthrop, MA 02152
  • /23

    $369,000 Sold Jul 18, 2025

    • 725 Sq Ft
    • $509/SF
    • 21 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1900

    203 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

    OCEANFRONT LIVING minutes from Boston! Classic building with wraparound porches across from Winthrop Beach has sweeping views of the Atlantic Ocean. This third floor condominium has 725 square feet and comes with a Full Off-Street Parking Space plus additional Guest Parking and a Brand New Gas Fired Boiler. The spacious living room has 2 south facing windows, wood floors and recessed lighting.

    Charles Roderick eXp Realty

    203 Winthrop Shore Dr Unit 6, 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
  • /32

    $850,000 Sold Jul 17, 2025

    • 1,998 Sq Ft
    • $425/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    81 Lowell Rd, Winthrop, MA 02152

    Charming seaside living awaits at 81 Lowell Road in Winthrop- this neighborhood is a hidden gem! This beautifully maintained 3-bedroom, 2-bath home blends classic character with modern updates like 2024 central HVAC. Enjoy a sun-filled living and dining room, updated kitchen with stainless steel appliances, gas range, and hardwood floors throughout. Upstairs, the bright bedrooms have spacious

    Randall Horn Entourage Realty LLC

    81 Lowell Rd, Winthrop, MA 02152
  • /36

    $691,000 Sold Jul 15, 2025

    • 1,986 Sq Ft
    • $348/SF
    • 62 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1910

    226 Court Rd Unit 226, Winthrop, MA 02152

    Rare find in the desirable Maze Area! Renovated in 2020 this 2nd-floor condo with private entrance offers 2 levels, garage, and a move-in ready layout to enjoy the summer breezes. Updates include a newer furnace, roof, and plumbing. The spacious front deck features ocean views. The main level offers a living room with fireplace, and wall scones, dining room with built-in, mini-split A/C and a

    Elizabeth Ferrara Cottage Hill Real Estate

    226 Court Rd Unit 226, Winthrop, MA 02152
  • /27

    $800,000 Sold Jul 14, 2025

    • 1,769 Sq Ft
    • $452/SF
    • 41 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1912

    77 Otis St, Winthrop, MA 02152

    Welcome to coastal living on Point Shirley. This beautifully renovated 4BD, 2BA home invites you to slow down and enjoy life by the beach. Start your day watching the sun rise from your yoga/sunroom, or with a cup of coffee on your front porch. With tall ceilings and an open-concept layout you'll have sight lines from the living room to the dining room to the modern kitchen with quartz counters,

    Molly Walker Coldwell Banker Realty - Scituate

    77 Otis St, Winthrop, MA 02152
  • /28

    $678,000 Sold Jul 14, 2025

    • 1,372 Sq Ft
    • $494/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1949

    183 Pauline St, Winthrop, MA 02152

    Welcome to 183 Pauline St. in the desirable town of Winthrop. Owned by the same family for generations, this 3 bed, 2 bath cape cod style home is in need of some updating but has much to offer. Mostly hardwood flooring throughout with picture windows in living/dining room, kitchen that leads to the deck overlooking level backyard, primary bedroom & full bath complete the first level. Second level

    Jared Freni RE/MAX Andrew Realty Services

    183 Pauline St, 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
  • /40

    $935,000 Sold Jul 10, 2025

    • 2,124 Sq Ft
    • $440/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1920

    96-98 Woodside Ave, Winthrop, MA 02152

    Excellent investment or owner-occupant opportunity in the heart of Winthrop! This two-family home features over 2,100 sq. ft. of living space, including a first-floor unit with 6 rooms, 2 bedrooms, and 1 bath, and a second-floor unit with 7 rooms, 2 bedrooms, and 1 bath—providing a total of 13 rooms across both units. The 3rd floor, unfinished walk-up attic is already plumbed and ready for future

    John Young Ledge & Young Real Estate

    96-98 Woodside Ave, Winthrop, MA 02152
  • /39

    $1,195,000 Sold Jul 07, 2025

    • 3,100 Sq Ft
    • $385/SF
    • 46 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1915

    121 Circuit Rd, Winthrop, MA 02152

    Experience elevated coastal living in this exquisitely renovated 5-bed, 2 full-bath, 2 half-bath home in Winthrop. Fully transformed in 2021, it blends timeless charm with modern sophistication across four finished levels. Enjoy the beautiful refinished hardwood floors, in home office space, designer kitchen with quartz countertops, premium finishes, and a pot filler — perfect for cooking and

    Joe Quigley Compass

    121 Circuit Rd, Winthrop, MA 02152
  • /34

    $575,000 Sold Jul 01, 2025

    • 896 Sq Ft
    • $642/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1925

    12 Sewall Ave Unit 1, Winthrop, MA 02152

    Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 2-bedroom, 2-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living, featuring: A brand new kitchen with

    Jorge Betancur Century 21 Mario Real Estate

    12 Sewall Ave Unit 1, Winthrop, MA 02152
  • /26

    $480,000 Sold Jun 30, 2025

    • 694 Sq Ft
    • $692/SF
    • 23 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    24 Elliot St, Winthrop, MA 02152

    This sun-filled bungalow offers the perfect blend of city access and coastal charm. Located minutes from Boston & steps from the Beach! This home features a private driveway, backyard, spacious deck & garden area—ideal for relaxing or entertaining. The front sunroom is perfect for morning coffee or a quiet reading nook. Enjoy quick access to local restaurants, shops, beaches, and the scenic

    Jonathan Mathews Legacy Realty Advisors LLC

    24 Elliot St, Winthrop, MA 02152
  • /33

    $1,120,000 Sold Jun 27, 2025

    • 5,178 Sq Ft
    • $216/SF
    • 5 Days On Market
    • 9 Beds
    • 3 Baths
    • Built 1890

    36 Forrest St, Winthrop, MA 02152

    Offers due Mon 5/19@6pm- this wonderful beachside beauty w/ over 5000sf has been cherished & occupied by the same family for over 60 years. This property provides many options to the owner occupant, investor, or developer alike. All three units offer 3 beds, in unit laundry, formal dining rooms, eat-in kitchens, gorgeous original hardwoods, stunning waterviews from front porches and rear porches

    Susan Collins Coldwell Banker Realty - Boston

    36 Forrest St, 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
  • /39

    $885,000 Sold Jun 26, 2025

    • 2,454 Sq Ft
    • $361/SF
    • 5 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1910

    437 Winthrop St, Winthrop, MA 02152

    Detached Two Family that is conveniently located right next to Winthrop Center. This two-family Has a ton of updates that includes, Newer Roof, Newer windows, Newer electric service, wiring and electric panels, forced air by gas(can easily add Central A/C) Newer kitchen upstairs and more. There is a level fenced-in yard with two large balconies, There are two separate storage rooms in the

    Jeff Bowen eRealty Advisors, Inc.

    437 Winthrop St, Winthrop, MA 02152
  • /33

    $850,000 Sold Jun 26, 2025

    • 2,468 Sq Ft
    • $344/SF
    • 47 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1900

    42 Triton Ave, Winthrop, MA 02152

    Proudly maintained in Winthrop by the Sea! Every detail is designed for comfort & convenience. Featuring 4 bedrooms & 3 full bathrooms. The primary suite is a true retreat, spacious walk-in closet & a stunning spa-like bathroom. Additional space in the lower level provides endless possibilities for a home office, gym, or entertainment area along w/ a 3/4 bathroom. You'll enjoy cooking w/the 5

    Mary Ann Cash Charlesgate Realty Group, llc

    42 Triton Ave, Winthrop, MA 02152
  • /42

    $1,300,000 Sold Jun 26, 2025

    • 4,102 Sq Ft
    • $317/SF
    • 45 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1906

    158 Highland Ave, Winthrop, MA 02152

    BOM due to buyer financing!! Last price drop! Don't miss it!! A Rare opportunity! Well maintained oversized 3-family, in Winthrop's most desirable area "The Highland's." Just steps from the beach, close to schools, shops, and restaurants. Convenient access to bus/train lines. Solid investment! Tons of updates inside & out. Nice corner lot. Each unit features many updates including kitchens &

    Anthony Tammaro United Brokers

    158 Highland Ave, Winthrop, MA 02152

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