Homes for Sale near Winthrop High School

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  /41

  $989,000

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft

  105 Oceanview St, Winthrop, MA 02152

  Exceptional 2-family in desirable Winthrop. Same owner for 20 years! Fresh updates + meticulous maintenance equal a turnkey opportunity for Investors or Owner-Occupants seeking strong rental income. Great for Multi-Gen living! Both units offer hardwood floors, closets, and spacious Kitchens w/ Pantrys. Windows galore! Gorgeous natural light! Beautifully proportioned rooms, easy floorplans, great

  Claudia Perkins William Raveis R.E. & Home Services

  105 Oceanview St, Winthrop, MA 02152
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  /29

  $990,000

  $15K PRICE INCREASE

  • 5 Beds
  • 2 Baths
  • 2,123 Sq Ft

  57 Loring Rd, Winthrop, MA 02152

  A forever home that doubles as your summer escape. Located in one of Winthrop's most desirable neighborhoods, this beautifully renovated single-family home offers three levels of coastal living. Step through the foyer and you’re greeted by soaring ceilings, a statement fireplace, and a dining space designed for memorable family dinners and entertaining alike. The chef’s kitchen steals the show

  Dmitriy Khesin Rise Signature Homes

  57 Loring Rd, Winthrop, MA 02152
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  /33

  $799,000

  $26K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,996 Sq Ft

  55 Banks St Unit 2, Winthrop, MA 02152

  Stunning 2022 rebuild—taken down to the original foundation and rebuilt with a fresh, nearly-new feel throughout! This townhome-style condo feels like a single-family, nearly 2,000 sq ft, featuring 3 beds, 3 full baths, private outdoor space, and 2-car parking. NO monthly condo or HOA fees; annual master insurance just $1,670. A standout alternative to East/South Boston with quick Downtown Boston

  Cheng Liang

  55 Banks St Unit 2, Winthrop, MA 02152
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  /25

  $600,000

  $15K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,141 Sq Ft

  142 Pleasant St Unit 12, Winthrop, MA 02152

  Seaside vibes so close to Boston. If you desire a 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

  Stacey Steck Gibson Sotheby's International Realty

  142 Pleasant St Unit 12, Winthrop, MA 02152
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  /30

  $829,999

  • 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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  /3

  $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 StartPoint Realty

  800 Governors Dr Unit 6, Winthrop, MA 02152
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  /38

  $1,100,000

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

  32 Irwin St, Winthrop, MA 02152

  A rare opportunity to own a 4-unit multi-family investment property 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, and two studio units. The three-bedroom and one studio apartments are

  Michael Giannone The Aland Realty Group LLC

  32 Irwin St, Winthrop, MA 02152
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  /13

  $219,999

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 350 Sq Ft

  229 Washington Ave Unit 3A, Winthrop, MA 02152

  Enjoy coastal living in this charming waterfront condominium in Winthrop, offering the perfect balance of convenience and seaside lifestyle. Located just minutes from Boston Logan Airport and with easy access to public transportation including nearby bus routes, the Orient Heights MBTA station, and the East Boston ferry, this home is ideal for commuters seeking quick access to Boston while

  Vivian DaSilva-Braga REMAX Executive Realty

  229 Washington Ave Unit 3A, Winthrop, MA 02152
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  /42

  $895,000

  $85K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,204 Sq Ft

  23 Sagamore Ave, Winthrop, MA 02152

  SPACIOUS, STYLISH AND PRICED TO MOVE! Welcome to the Winthrop Highlands! This beautifully updated home offers three levels of versatile living space, starting with a freshly updated kitchen featuring granite countertops, slate appliances, and gas cooking—perfect for whipping up meals and memories. The living room flows seamlessly into the dining room, both boasting refinished hardwood floors.

  Sharon Tallent Compass

  23 Sagamore Ave, Winthrop, MA 02152
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  /17

  $400,000

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft

  53 Trident Ave Unit 303, Winthrop, MA 02152

  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 sunrises and sunsets from nearly every window. Conveniently located close to public transportation and just minutes from Boston Logan International Airport, this home offers the perfect balance of coastal charm and city

  Jack Middleton Berkshire Hathaway HomeServices Commonwealth Real Estate

  53 Trident Ave Unit 303, Winthrop, MA 02152
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  /14

  $629,000

  • 2 Beds
  • 2 Baths
  • 985 Sq Ft

  10 Somerset Ave Unit 406, Winthrop, MA 02152

  Welcome to Unit 406 at The Somerset—Winthrop’s premier boutique condo community, where coastal charm meets modern design. This spacious 2-bed, 2-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing. A generous kitchen island anchors the space, complemented by quartz countertops, stainless steel appliances, central A/C, and stylish finishes

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 406, Winthrop, MA 02152
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  /42

  $1,199,000

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

  66 Sunnyside Ave, Winthrop, MA 02152

  Discover a unique opportunity at 66 Sunnyside Ave in Winthrop, MA, a 1920 multi-family property offering 2635 square feet of living space. This two-story residence, set on a generous 5227 square foot lot, presents an exceptional blend of classic charm and potential for contemporary living. The property features a total of five bedrooms, providing ample private spaces for residents. Two full

  Mirna Orellana COM-PRO Real Estate Services, Inc

  66 Sunnyside Ave, Winthrop, MA 02152
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  /39

  $949,900

  Open Sat 11AM - 1:30PM

  • 2 Beds
  • 2.5 Baths
  • 1,806 Sq Ft

  1001 Shirley St Unit 2, Winthrop, MA 02152

  Rooted in history and shaped by design, this loft at The Pearl offers something truly rare. Original hardwood floors and exposed beams, oversized windows & 15’6” ceilings create a striking sense of scale and atmosphere. The kitchen is both refined and dramatic, appointed with White shaker cabinetry, a Moonstone island, London Smoke quartzite, Bosch appliances, architectural hood, and a farmhouse

  The Legacy Group Serhant

  1001 Shirley St Unit 2, Winthrop, MA 02152
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  /2

  $2,460,000

  New Construction

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

  63-69 Putnam St, Winthrop, MA 02152

  DEVELOPMENT OPPORTUNITY with existing income property++The Breakwater++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 with podium parking

  The Bill Butler Group Leading Edge Real Estate

  63-69 Putnam St, Winthrop, MA 02152
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  /39

  $550,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 994 Sq Ft

  1 Seal Harbor Rd Unit 300, Winthrop, MA 02152

  Experience refined waterfront living in this fully renovated, ocean-facing residence. The chef’s kitchen is a true centerpiece, featuring a brand-new center island, quartz countertops, and premium appliances—perfect for effortless entertaining. Modern upgrades shine throughout, including new electrical, recessed lighting, and sleek ceiling fans. Relax in the spa-inspired bathroom with a walk-in

  Alla Rossi Coldwell Banker Realty - Boston

  1 Seal Harbor Rd Unit 300, Winthrop, MA 02152
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  /21

  $949,900

  $29K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,900 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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  /42

  $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

  Kovacs Savage Team Byrnes Real Estate Group LLC

  129 Strandway, Winthrop, MA 02152
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  /25

  $875,000

  • 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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  /27

  $499,900

  • 1 Bed
  • 1 Bath
  • 947 Sq Ft

  1 Seal Harbor Rd Unit 210, Winthrop, MA 02152

  This Oceanside unit is waiting for you! Unit 210 has an unobstructed view of the ocean and the town of Nahant. as well as a long expanse of lawn and the gazebo. Enjoy your beautiful fully applianced custom kitchen with granite counters and stainless steel appliances , in unit laundry and full bath The hardwood floors throughout add to the value of this condo and the open floor living room/dining

  James Lonergan Lonergan Real Estate

  1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
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  /29

  $389,900

  $10K 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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  /41

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 2,214 Sq Ft

  32 Faun Bar Ave, Winthrop, MA 02152

  Panoramic breathtaking views offered with this oceanfront Contemporary home via wall of windows & sliders across the front! From the foyer, step down to the living room with fireplace, cathedral ceiling, sliders to deck overlooking the ocean! The dining room also offers large ocean views with slider to deck & is open to the kitchen designed for both functionality & gathering with a convenient

  Evelyn Rockas Coldwell Banker Realty - Lynnfield

  32 Faun Bar Ave, Winthrop, MA 02152

Showing Results 41 - 61, Page 2 of 2