Homes for Sale near Winthrop Middle School

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  $977,700

  • 3 Beds
  • 2.5 Baths
  • 2,451 Sq Ft

  211 Grovers Ave, Winthrop, MA 02152

  Location, location, location! Welcome to 211 Grovers Avenue, perfectly situated in the highly sought-after ocean community of Winthrop Highlands. This iconic brick-front Cape Cod sits on a 5,227 sq. ft. lot and radiates timeless character. Inside, you'll find an inviting living room featuring elegant tray ceilings and a warm fireplace. The home offers 3 bedrooms and 2.5 bathrooms, with incredible

  Concetta Cicolini Lamacchia Realty, Inc.

  211 Grovers Ave, Winthrop, MA 02152
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  $499,000

  $11K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,006 Sq Ft

  52 Trident Ave Unit 52, Winthrop, MA 02152

  Ultimate beachside living awaits in this stunning top-floor condo with direct ocean views and two private decks! Located across from Winthrop Beach, you can wake up to the sights and sounds of the Atlantic right from your bed. The sun-drenched interior features high ceilings, hardwood floors, and an abundance of windows that flood almost every room with natural light and ocean breezes. The layout

  Alla Rossi Coldwell Banker Realty - Boston

  52 Trident Ave Unit 52, Winthrop, MA 02152
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  $809,999

  $20K 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
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  $340,000

  • 2 Beds
  • 1 Bath
  • 772 Sq Ft

  800 Governors Dr Unit 6, Winthrop, MA 02152

  Bright and updated 2-bedroom condo at Governors Park featuring an open floor plan, renovated kitchen with granite countertops and stainless steel appliances, and spacious bedrooms with ample closet space. Professionally managed complex offers on-site laundry, swimming pool, tennis courts, and off-street parking. Conveniently located near public transportation, Winthrop Beach, shopping, dining,

  Fiorella Marte Coldwell Banker Realty - Beverly

  800 Governors Dr Unit 6, Winthrop, MA 02152
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  $399,000

  Open Sat 11:15AM - 1PM

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft

  10 Somerset Ave Unit 304, Winthrop, MA 02152

  LAST STUDIO AVAILABLE! Discover effortless coastal living at Unit 304 at The Somerset, a boutique condominium community ideally located in the heart of Winthrop. This well-appointed studio offers a bright and airy open layout designed for both comfort and functionality, featuring a flexible bonus room with a sliding barn door ideal for a home office, guest room, or additional living space. The

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 304, Winthrop, MA 02152
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  $489,900

  Open Sun 1PM - 2:30PM $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 947 Sq Ft

  1 Seal Harbor Rd Unit 210, Winthrop, MA 02152

  Owner has relocated! Now is your chance. Wake up to SPECTACULAR SUNRISES over the Atlantic and fall asleep to the soothing sound of OCEAN WAVES in this affordable OCEANFRONT UNIT at Seal Harbor Condominiums! Offering UNOBSTRUCTED OCEAN VIEWS from EVERY ROOM, this beautifully maintained home delivers the ultimate coastal lifestyle while being a short drive to Boston & Logan Airport! Gleaming HW

  Rita Angelesco LAER Realty Partners

  1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
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  $1,260,000

  Open Sat 11AM - 1PM

  • 4 Beds
  • 6 Baths
  • 3,705 Sq Ft

  21 Hutchinson St, Winthrop, MA 02152

  Completely renovated from its core with quality craftsmanship throughout, this exceptional two-family home blends modern luxury with the relaxed coastal lifestyle that makes Winthrop so special. Thoughtfully designed for comfortable everyday living, each residence spans two levels and offers its own distinctive layout, allowing for privacy and versatility whether you’re looking for a

  Atiyeh Cassidy Blue Sky Realty

  21 Hutchinson St, Winthrop, MA 02152
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  $1,100,000

  Open Sat 1:30PM - 3PM

  • 6 Beds
  • 4 Baths
  • 2,949 Sq Ft

  32 Irwin St, Winthrop, MA 02152

  A rare opportunity to own a 3-unit multi-family investment property with a fourth apartment in one of Winthrop's most sought-after coastal locations, just minutes from downtown Boston and Logan Airport. This asset offers an ideal mix for investors and owner-occupants alike. The property features one three-bedroom apartment, one two-bedroom apartment, one one-bedroom apartment, and one studio

  Michael Giannone The Aland Realty Group LLC

  32 Irwin St, Winthrop, MA 02152
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  $399,900

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft

  53 Trident Ave Unit 303, Winthrop, MA 02152

  The seller is offering a unique opportunity to lower buyer's payment temporarily for 3 years. The offer is a 3-2-1 temporary rate buy-down that reduces payments years 1-3 by 3% first year, 2% second year, 1% third year.Experience the best of seaside living in Winthrop, just steps from the beach. This beautifully updated two-bedroom corner condo offers stunning ocean views along with breathtaking

  Jack Middleton Berkshire Hathaway HomeServices Commonwealth Real Estate

  53 Trident Ave Unit 303, Winthrop, MA 02152
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  $999,888

  $199K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,635 Sq Ft

  66 Sunnyside Ave, Winthrop, MA 02152

  NEWLY PRICED! PRICED TO SELL! Rare waterfront two-family in Winthrop's sought-after Cottage Park neighborhood, offering stunning views of the Bay, Harbor, marsh, and ocean, a lifestyle feature you simply can't replicate at this price point. Built in 1920, this classic 2,635 sq ft two-story home sits on a 5,227 sq ft lot just steps from the beach. A perfect opportunity for first-time buyers or

  Mirna Monterrosa Orellana COM-PRO Real Estate Services, Inc

  66 Sunnyside Ave, Winthrop, MA 02152
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  $1,230,000

  • 3 Beds
  • 3 Baths
  • 1,913 Sq Ft

  3 Seal Harbor Rd Unit PH33, Winthrop, MA 02152

  Experience elevated waterfront living in this stunning 3 bedroom, 3 bath penthouse at the prestigious Seal Harbor III. This exceptional two-level residence features a spacious open-concept floor plan designed to maximize natural light and showcase its spectacular waterfront setting. Entertain effortlessly or simply relax on the massive private deck, offering the perfect space to enjoy ocean

  Cathie Curran Charlesgate Realty Group, llc

  3 Seal Harbor Rd Unit PH33, Winthrop, MA 02152
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  $2,250,000

  New Construction $210K PRICE DROP

  • 16 Beds
  • 14 Baths
  • 10,000 Sq Ft

  63-69 Putnam St, Winthrop, MA 02152

  DEVELOPMENT OPPORTUNITY WITH EXISTING MIXED USE PROPERTY GENERATING $71K NET ANNUAL INCOME.++A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building

  The Bill Butler Group Leading Edge Real Estate

  63-69 Putnam St, Winthrop, MA 02152
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  $949,900

  $29K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,371 Sq Ft

  43 Loring Rd, Winthrop, MA 02152

  Single Home, Great Location Great Shape Ready to Move In.

  Jason Saphire www.HomeZu.com

  43 Loring Rd, Winthrop, MA 02152
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  $2,380,000

  Open Sun 12:30PM - 2PM

  • 5 Beds
  • 5.5 Baths
  • 6,224 Sq Ft

  174 Bartlett Rd, Winthrop, MA 02152

  One of the most coveted locations in Winthrop, 174 Bartlett Rd is your dream costal retreat where luxury meets seaside living. Completely gut renovated, this exceptional home offers over 6,000 sq ft of beautifully designed living space across four expansive levels. The heart of the home is the stunning chefs kitchen with seamless oversized Brazilian Quartzite island surrounded by premium

  Atiyeh Cassidy Blue Sky Realty

  174 Bartlett Rd, Winthrop, MA 02152
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  $699,000

  Open Sun 11AM - 12:30PM $1K 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
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  $1,324,900

  • 4 Beds
  • 3 Baths
  • 2,640 Sq Ft

  129 Strandway, Winthrop, MA 02152

  Discover true beachfront living at 129 Strandway, where every day feels like vacation. Step from your back door directly into the sand and enjoy panoramic ocean views from the heated sunroom. The main level offers an updated kitchen with marble counters, a cozy fireplaced living room, two bedrooms, and a convenient beach-entry bath. The spacious second-floor primary suite provides its own private

  Mark Savage Byrnes Real Estate Group LLC

  129 Strandway, Winthrop, MA 02152
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  $855,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,837 Sq Ft

  27 Billows St, Winthrop, MA 02152

  This gut-renovated home delivers three levels of flexible living that is hard to replicate. The sun-filled entryway with built-in bench seating & ceiling fan sets a relaxed tone from the moment you walk in. The open main level flows seamlessly from the living room with hardwood floors, beamed ceilings, and built-in electric fireplace through the dining area with its own wine cooler and into a

  Reserve Team Reference Real Estate

  27 Billows St, Winthrop, MA 02152
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  /21

  $469,000

  Open Sun 12PM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,029 Sq Ft

  69 Summit Ave Unit 2, Winthrop, MA 02152

  WELCOME TO SUMMIT VIEW CONDOMINIUMS. This sun filled 2 bedroom unit boasts amazing views of the town of Winthrop and Boston skyline. Private deck with magnificent views and a huge back yard space. Great time to get in to be a part of a condo association. Great neighborhood, plenty of off street parking, just steps to Winthrop beach, 1 min to bus stop, just minutes to Orient Height T-Station, and

  Kevin Ferrara Cottage Hill Real Estate

  69 Summit Ave Unit 2, Winthrop, MA 02152
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  $780,000

  $20K PRICE DROP

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

  120 Hermon St, Winthrop, MA 02152

  Ingleside Park 2-unit with oversized 10,000sqft lot and parking for 2 cars that offers plenty of potential in a central Winthrop location. Property is in need of interior updating and the back yard is ready to become either expanded parking, a beautiful yard space, or more. First floor unit has two bedrooms, one full bath, and a large rear deck. Second floor unit has two levels with four total

  Steve Binder Binder Residential

  120 Hermon St, Winthrop, MA 02152
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  $388,888

  $11K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 585 Sq Ft

  600 Shirley St Unit 4, Winthrop, MA 02152

  8**Back on market due to out of state sale contingency falling through*** WELCOME TO WINTHROP BY THE SEA! THE COVE AT 600 SHIRLEY WAS CONVERTED IN 2022 AND IS LOCATED ON THE SITE OF THE HISTORIC CRYSTAL COVE HOTEL AND HAS AMAZING VIEWS OF BOSTON AND THE ATLANTIC OCEAN! WALK TO THE BEACH, THE YACHT CLUB, VARIOUS RESTAURANTS AND PARKS. THIS 1 BEDROOM UNIT FEATURES NOT ONE BUT TWO BATHROOMS AND 2

  Peggy Pratt Century 21 North East

  600 Shirley St Unit 4, Winthrop, MA 02152
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  /22

  $659,000

  Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,790 Sq Ft

  21 Hutchinson St Unit 1, Winthrop, MA 02152

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

  Atiyeh Cassidy Blue Sky Realty

  21 Hutchinson St Unit 1, Winthrop, MA 02152
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  $599,999

  Open Sat 10:30AM - 12PM

  • 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
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  /17

  $474,900

  Open Sun 11AM - 12:30PM $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 879 Sq Ft

  34 Underhill St Unit 3, Winthrop, MA 02152

  This like-new 2-bedroom, 2 bath condo at 34 Underhill Street delivers the finish level of new construction at a fraction of the cost. Gut renovated and converted in 2020, every detail was approached with care, from the white shaker kitchen with quartz countertops, blue glass tile backsplash, gold hardware, and stainless steel appliances including gas cooking, to the wide plank hardwood floors

  Reserve Team Reference Real Estate

  34 Underhill St Unit 3, Winthrop, MA 02152
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  $725,000

  Open Sat 10:30AM - 12PM

  • 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
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  /24

  $589,900

  Open Sat 10:30AM - 12PM

  • 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
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  /21

  $715,000

  Open Sun 1PM - 2:30PM $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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