29

Winthrop, MA Homes for Sale under $800,000

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  • /41

    $799,986

    $30K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,560 Sq Ft

    50 Main St, Winthrop, MA 02152

    Excellent opportunity to own a well-maintained 2-family property in the highly desirable seaside community of Winthrop! Perfect for investors, owner-occupants or multi-generational living, this spacious property offers two large units featuring 3 bedrooms,1 full bathroom, hardwood floors, generous living areas and a bonus office room! Separate utilities and washer/dryer hookups add convenience

    Matt Tasgin United Brokers

    50 Main St, Winthrop, MA 02152
  • /42

    $639,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    3 Seal Harbor Rd Unit 342, Winthrop, MA 02152

    Seal Harbor in Winthrop offers an elevated coastal living experience that is unparalleled. Timeless detail inside & out of this building is complemented by white-glove concierge service. Unit 342 is a luxury residence with ocean & pool views from every window. It is conveniently located a few steps from the new elevators & welcomes you into an open floor plan with striking natural sunlight;

    Nancy McLaughlin Redfin Corp.

    3 Seal Harbor Rd Unit 342, Winthrop, MA 02152
  • /42

    $765,000

    Open Sun 12PM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft

    546 Shirley St, Winthrop, MA 02152

    This is your opportunity to own in beautiful Winthrop by the Sea at an incredible value! This spacious 4+ bedroom, 2.5-bath home offers the perfect blend of character, updates, and an unbeatable location. Relax on warm summer evenings from the inviting wraparound porch, or take a short stroll just one block to Winthrop Beach for sunrise walks and ocean breezes. Inside, you'll find oversized

    Christine D'Ambrosio Bowdoin Real Estate Partners

    546 Shirley St, Winthrop, MA 02152
  • /35

    $758,000

    $6K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    189 Shirley St Unit 1, Winthrop, MA 02152

    Welcome to coastal living at its finest in this truly unique and beautifully appointed townhome residence. Spanning three expansive levels, this exceptional three-bedroom, two-and-a-half-bath home seamlessly blends comfort, style, and privacy in the one and only seaside community of Winthrop 02152. Privately situated with its own separate entrance, this rare offering lives like a single-family

    Tammy Merk Lantern Residential

    189 Shirley St Unit 1, Winthrop, MA 02152
  • /29

    $650,000

    • 3 Beds
    • 2 Baths
    • 800 Sq Ft

    496 Winthrop St, Winthrop, MA 02152

    Beautifully maintained and truly move-in ready, this 3-bedroom single-family ranch offers comfortable one-level living with the added bonus of a spacious finished lower level. The first floor features hardwood flooring throughout, with tile flooring in the modern full bath. The inviting living room features a fireplace, while the updated kitchen offers recessed lighting and a functional layout.

    Angela Dello Russo United Brokers

    496 Winthrop St, Winthrop, MA 02152
  • /35

    $599,000

    $51K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,728 Sq Ft

    47 Highland Ave, Winthrop, MA 02152

    Wonderful opportunity to own a coastal Winthrop home with tremendous potential. A welcoming mudroom opens to a spacious foyer and a large living and dining area with great flow for everyday living. A bonus front room offers flexible space for a home office, playroom, or an expanded open-concept layout. The kitchen leads directly to the back deck for warm-weather entertaining. Upstairs features

    Elizabeth Ferrara Cottage Hill Real Estate

    47 Highland Ave, Winthrop, MA 02152
  • /15

    $549,000

    • 2 Beds
    • 1 Bath
    • 928 Sq Ft

    16 Billows St Unit B, Winthrop, MA 02152

    This renovated 2-bedroom, 1-bath condo sits in the heart of Winthrop's Point Shirley, offering single-floor living with vaulted ceilings and skylights that give the space a brightness and openness rarely found at this price point. Natural light pours through every room throughout the day, flowing over hardwood floors that run wall to wall and tie the entire living space together seamlessly. Two

    Reserve Team Reference Real Estate

    16 Billows St Unit B, Winthrop, MA 02152
  • /19

    $569,000

    • 3 Beds
    • 1 Bath
    • 1,377 Sq Ft

    10 Beach Rd Unit 1, Winthrop, MA 02152

    Just one block from Winthrop Beach, this spacious and inviting condo offers 1,377 SqFt of comfortable living. With 3 large bedrooms and 1 full bath, there’s plenty of room for working from home, entertaining, or simply relaxing.Step inside to discover an open-concept living and dining area that flows seamlessly into a large, modern kitchen, featuring gas cooking, ample counter space, and a

    Rogelio Zuniga United Brokers

    10 Beach Rd Unit 1, Winthrop, MA 02152
  • /41

    $649,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    84 Tafts Ave, Winthrop, MA 02152

    A rare opportunity to own a beachside home in this highly desirable coastal neighborhood! This 3 bdrm, 1 3/4 bath Beach Bungalow is the perfect condo alternative! The Main BDRM & FR have been fully renovated offering a Classic timeless design! New doors, recessed lighting, smooth ceilings, custom trim & crown molding, walk in closet, built in seating/cabinet, custom made covers for radiators,

    Patricia Nemes Century 21 Tassinari & Assoc.

    84 Tafts Ave, Winthrop, MA 02152
  • /18

    $549,900

    • 2 Beds
    • 2 Baths
    • 969 Sq Ft

    35 Somerset Ave Unit 3, Winthrop, MA 02152

    Mark Savage Byrnes Real Estate Group LLC

    35 Somerset Ave Unit 3, Winthrop, MA 02152
  • /36

    $669,999

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft

    51 Undine Ave, Winthrop, MA 02152

    Experience coastal living in a vibrant beachside community featuring a park with tennis and basketball courts, a dog park, and a scenic shoreline overlooking the Boston skyline. This thoughtfully updated home offers peace of mind with a recently painted exterior, a roof approximately 5 years old, and upgraded electrical and plumbing systems. Inside, you’ll find newer flooring, fresh interior

    The Caceda Team Coldwell Banker Realty - Lynnfield

    51 Undine Ave, Winthrop, MA 02152
  • /21

    $549,000

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

    283 Revere St Unit 2, Winthrop, MA 02152

    Second-floor home in the heart of Winthrop, a short walk to the beach, parks, and the golf course. This three-bedroom condominium pairs 1920s character with modern updates. The living and dining rooms feature hardwood flooring, natural woodwork, and built-ins, with bay windows bringing in natural light throughout. The kitchen offers granite counters, stainless steel appliances, a breakfast bar,

    Reserve Team Reference Real Estate

    283 Revere St Unit 2, Winthrop, MA 02152
  • /24

    $615,000

    $34K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft

    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152

    Seal Harbor I Gorgeous ocean views from this sunny corner 8th-floor unit. Spacious living room with slider to a private balcony-This home features two comfortable bedrooms with large closets and beautiful views, a well-appointed kitchen with ample cabinetry and updated appliances, plus a newer washer/dryer. Enjoy resort-style amenities including an in-ground heated pool, fitness area, and a

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152
  • /27

    $555,000

    • 2 Beds
    • 2 Baths
    • 874 Sq Ft

    12 Sewall Ave Unit 2, Winthrop, MA 02152

    Imagine coming home to the relaxed rhythm of coastal living, where the water is just moments away and the best of Winthrop is right outside your door. This beautifully renovated 2-bedroom, 2-bath condominium has been thoughtfully transformed into a stylish and welcoming retreat, offering partial water views and a fresh, move-in-ready interior. Enter to warm hardwood floors that flow throughout

    Leighann Eruzione Bowdoin Real Estate Partners

    12 Sewall Ave Unit 2, Winthrop, MA 02152
  • /32

    $699,000

    $51K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,963 Sq Ft

    153 Locust St, Winthrop, MA 02152

    PRICED TO SELL!! Best value in the neighborhood! Charming 1930's two family, originally a seaside cottage, just steps to the beach. This coastal home has been owned by the same family for over 70 years. It offers off street parking and flexible living options. It could be a great single family. Unit 1 is a one bedroom while Unit 2 has three bedrooms. This property is brimming with potential and

    Mary Ann Cash Charlesgate Realty Group, llc

    153 Locust St, Winthrop, MA 02152
  • /33

    $595,000

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,141 Sq Ft

    142 Pleasant St Unit 12, Winthrop, MA 02152

    Very reasonable condo fee. Newer built condominium in a prime Winthrop Center location, Belle Mer is a professionally managed association with 15 of 16 units owner occupied. Kitchen equipped with stainless Bosch appliances, wine cooler, + wonderful island to gather for enjoyment. Harbor views from the main bedroom, incredible closet space, and inviting window seat. Lofty ceiling height thru out +

    Stacey Steck Gibson Sotheby's International Realty

    142 Pleasant St Unit 12, Winthrop, MA 02152
  • /25

    $629,000

    • 2 Beds
    • 2.5 Baths
    • 1,463 Sq Ft

    21 Hutchinson St Unit 2, Winthrop, MA 02152

    Completely renovated to the core with quality craftsmanship throughout, this exceptional property blends modern sophistication with the relaxed coastal lifestyle that makes Winthrop so special. This beautifully finished two-level unit offers a bright, open layout designed for comfortable everyday living and easy entertaining. The main level features a beautiful white kitchen with modern

    Atiyeh Cassidy Blue Sky Realty

    21 Hutchinson St Unit 2, Winthrop, MA 02152
  • /27

    $710,000

    • 4 Beds
    • 2 Baths
    • 1,193 Sq Ft

    542 Shirley St, Winthrop, MA 02152

    The perfect blend of comfort, convenience, and affordability! Whether you’re a first-time homebuyer, looking to downsize, or searching for an alternative to condo living, this charming 4-bedroom home offers the space you need with the low-maintenance lifestyle you want all just one block from the beach. The main level features a comfortable bedroom and full bathroom with a convenient walk-in

    Christine D'Ambrosio Bowdoin Real Estate Partners

    542 Shirley St, Winthrop, MA 02152
  • /19

    $519,000

    • 1 Bed
    • 1 Bath
    • 974 Sq Ft

    1 Seal Harbor Rd Unit 812, Winthrop, MA 02152

    Waterfront Living at Its Best! Enjoy breathtaking ocean views from this spacious 8th floor condominium offering 974 sq ft of comfortable living space. Relax on your private balcony overlooking the water, or good size bedroom including a large walk-in closet and a separate tub/shower room. This full service building offers outstanding amenities, including concierge service, an oceanside heated

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 812, Winthrop, MA 02152
  • /18

    $549,999

    $28K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft

    1 Seal Harbor Rd Unit 413, Winthrop, MA 02152

    Welcome to coastal living at its finest at the highly desirable Seal Harbor One. Perched on the fourth floor, this spacious and thoughtfully designed 2-bedroom, 2-bath residence offers an ideal layout with private bedroom suites, each featuring its own full bathroom and generous walk-in closet. Set on a stunning peninsula surrounded by the Atlantic Ocean, Seal Harbor offers a truly unique

    Tammy Merk Lantern Residential

    1 Seal Harbor Rd Unit 413, Winthrop, MA 02152
  • /30

    $799,999

    $30K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,000 Sq Ft

    876 Shirley St Unit 1, Winthrop, MA 02152

    Direct Ocean 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 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
  • /31

    $675,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,510 Sq Ft

    189 Shirley St Unit 2, Winthrop, MA 02152

    Luxury living with downtown Boston just a few Train stops away! Escape the hustle and bustle of the city and enjoy the best of coastal living, with the beach right down the street. Step inside to a spacious mudroom that opens to a stunning open-concept kitchen—perfect for entertaining. Gleaming hardwood floors, granite countertops, and sun-drenched windows create a warm and inviting atmosphere

    Doyle & Waldron Team Coldwell Banker Realty - Easton

    189 Shirley St Unit 2, Winthrop, MA 02152
  • /9

    $780,000

    $20K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,000 Sq Ft

    120 Hermon St, Winthrop, MA 02152

    Ingleside Park 2-unit with a rare 10,000sqft oversized lot owned by the same family for over 20 years. Bring your ideas to transform this property into your dream investment or income-producing home with the untouched backyard begging to become either an outdoor oasis, additional parking, or more. Featuring off-street parking for 2 or 3 cars with the first floor unit offering two bedrooms, one

    Steve Binder Binder Residential

    120 Hermon St, Winthrop, MA 02152
  • /31

    $625,000

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 931 Sq Ft

    33 Bay View Ave, Winthrop, MA 02152

    Welcome to 33 Bay View Ave, a charming coastal bungalow offering the perfect blend of comfort, convenience, and seaside living in Winthrop. This 3-bedroom, 1-bath home features hardwood floors, a bright and inviting living space, dedicated dining area, and a functional kitchen with new appliances. Enjoy water views and take advantage of the spacious fenced in yard, ideal for entertaining,

    Michael Cimmino Real Broker MA, LLC

    33 Bay View Ave, Winthrop, MA 02152
  • /12

    $539,000

    • 1 Bed
    • 1 Bath
    • 1,368 Sq Ft

    60 Hermon St Unit 3, Winthrop, MA 02152

    Oversized one bedroom condo in Winthrop's historic Playmakers building, just minutes from Winthrop Center. This bright, modern unit features an open concept living space with cathedral ceilings and hardwood floors throughout. The kitchen offers a large island, stone countertops, stainless steel appliances, a gas stove, and a wine chiller. A spacious bedroom and office sit on the primary floor,

    Reserve Team Reference Real Estate

    60 Hermon St Unit 3, Winthrop, MA 02152
  • /36

    $599,999

    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft

    1 Seal Harbor Rd Unit 615, Winthrop, MA 02152

    Sixth-floor waterfront living at Seal Harbor in Winthrop Highlands. This 2-bedroom, 2-bath condo offers 1,203 square feet of single-level living with brand new hardwood floors throughout and direct ocean views from the main living space. The living and dining rooms flow together in an open layout, with a slider out to a private balcony where the water views are the main event morning and night.

    Kevin Chiles Charlesgate Realty Group LLC

    1 Seal Harbor Rd Unit 615, Winthrop, MA 02152
  • /24

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,113 Sq Ft

    140 Shirley St Unit 250, Winthrop, MA 02152

    Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, two-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed

    Kovacs Team Compass

    140 Shirley St Unit 250, Winthrop, MA 02152
  • /24

    $589,900

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    140 Shirley St Unit 220, Winthrop, MA 02152

    Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed

    Kovacs Team Compass

    140 Shirley St Unit 220, Winthrop, MA 02152
  • /21

    $715,000

    $15K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,586 Sq Ft

    52 Pebble Ave, Winthrop, MA 02152

    Cape-style home in Point Shirley, steps from the beach and within Winthrop's most walkable stretch of coastline. Built in 1900 and updated with a remodeled kitchen featuring granite counters and recessed lighting, plus a remodeled full bath with a tiled tub and shower. Original hardwood floors run through the main level and all four bedrooms, paired with bay windows that bring in natural light

    Reserve Team Reference Real Estate

    52 Pebble Ave, Winthrop, MA 02152
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