Winthrop, MA Homes for Sale

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  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,397 Sq Ft

  2 Deane Ave, Winthrop, MA 02152

  Exciting opportunity to own a home w/approved inlaw-ADU/au-pair within walking distance to the ocean! Or enjoy views of the Boston skyline from patio.Collect rent! Perfect for multi-generation living. Located in Winthrop Highlands this home has been renovated on 4 levels. Natural light pours into every room. The front hall embraces details from its period. First floor features a custom kitchen

  Marina Tramontozzi True North Realty

  2 Deane Ave, Winthrop, MA 02152
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  /25

  $499,900

  • 4 Beds
  • 1 Bath
  • 1,369 Sq Ft

  23 Trident Ave Unit 2, Winthrop, MA 02152

  Steps to the BEACH. Minutes to BOSTON. Seconds to fall in LOVE. This isn’t just a condo - it’s a whole new pace of life. Welcome to 23 Trident Ave where you have the opportunity to make your home ownership dreams a reality. This beautiful 4 Bed 1 Bath unit with a heated bonus room has been meticulously maintained. Spacious kitchen with ample cabinet space, granite counters, stainless appliances

  Julian Addy William Raveis R.E. & Home Services

  23 Trident Ave Unit 2, Winthrop, MA 02152
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  /37

  $1,175,000

  • 5 Beds
  • 2.5 Baths
  • 3,458 Sq Ft

  66 Lowell Rd, Winthrop, MA 02152

  10 room + pristine home exuding warmth & quintessential New England charm in the sought after Maze neighborhood Timeless Whittemore style. Inviting enclosed porch with rich woodwork. Dramatic oversized windows and graceful flow throughout. Exquisite living room featuring statement fireplace wall. Talented master woodworker and renowned architect custom designed and blended functionality with

  Stacey Steck Gibson Sotheby's International Realty

  66 Lowell Rd, Winthrop, MA 02152
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  /26

  $739,900

  • 3 Beds
  • 2.5 Baths
  • 1,973 Sq Ft

  174 Winthrop St Unit 2, Winthrop, MA 02152

  Step inside this beautifully reimagined residence where timeless charm meets modern comfort. This 3 bedroom, 2.5 bath home has been fully renovated with thoughtful design choices that highlight the building’s historic character while adding the conveniences of today. Original hardwood floors anchor the sun-filled interior, where a welcoming living area flows into a stylish kitchen, complemented

  Leighann Eruzione Lantern Residential

  174 Winthrop St Unit 2, Winthrop, MA 02152
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  $1,799,000

  • 6 Beds
  • 3.5 Baths
  • 4,455 Sq Ft

  191 Cottage Park Rd, Winthrop, MA 02152

  Queen Anne Victorian in the Cottage Park neighborhood, 2 blocks from the Cottage Park Yacht Club. Over 4,400 square feet of living space with 6 bedrooms, 3.5 fully renovated baths, 2nd floor laundry room and 2 finished basement rooms. Stunning details include high ceilings, hand carved newel posts and mantels, 3 Chelsea tile fireplaces, oak flooring and woodworking, wainscoted staircases, window

  Anthony Giacalone Tony's Realty

  191 Cottage Park Rd, Winthrop, MA 02152
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  /17

  $414,950

  • 2 Beds
  • 1 Bath
  • 866 Sq Ft

  16 Pebble Ave, Winthrop, MA 02152

  Located just a couple hundred yards from the water, this two-bedroom, one bathroom property offers a rare opportunity for buyers ready to bring a vision to life. Water views can be enjoyed from directly in front of the home. The layout includes two bedrooms and a full bath upstairs, with the main level featuring the kitchen, living room, dining room, half bath, and a large rear pantry. Bring your

  The Ponte Group Keller Williams South Watuppa

  16 Pebble Ave, Winthrop, MA 02152
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  /11

  $340,000

  • 2 Beds
  • 1 Bath
  • 772 Sq Ft

  800 Governors Dr Unit 6, Winthrop, MA 02152

  Located at 800 Governors Dr U:6 in the charming coastal community of Winthrop, Massachusetts, this condominium presents an inviting home, ready to move in and enjoy. This residence offers a delightful opportunity to experience comfortable living in a convenient setting. The kitchen stands as a testament to thoughtful design, featuring elegant stone countertops complemented by stylish shaker

  Fiorella Marte eXp Realty

  800 Governors Dr Unit 6, Winthrop, MA 02152
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  /40

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  916 Shirley St Unit 1, Winthrop, MA 02152

  At 916 Shirley, we redefine coastal luxury living with our exceptional collection of waterfront condos. Immerse yourself in the essence of waterfront living-breathe in the salty ocean air, bask in the warmth of the sun, & let every wave carry you closer to serenity. Here you will find 3 bedrooms, 2.5 bathrooms, 3 private outdoor decks, 3 levels of finished living space, 2 parking spaces, EV

  Mark Sciaraffa Sciaraffa Real Estate, LLC

  916 Shirley St Unit 1, Winthrop, MA 02152
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  /14

  $1,200,000

  • 5 Beds
  • 2 Baths
  • 2,212 Sq Ft

  50-52 Wilshire St, Winthrop, MA 02152

  Just Renovated – Perfect for Owner-Occupants or Investors!Welcome to 50-52 Wilshire Street, a fully updated two-family home located in the picturesque seaside community of Winthrop, Massachusetts. This property has 5 bedrooms and 2 bathrooms. Fresh from a complete renovation, this property blends modern finishes with timeless New England charm, offering unmatched flexibility for both comfortable

  Bin Yan Ark Real Estate Inc.

  50-52 Wilshire St, Winthrop, MA 02152
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  /42

  $729,999

  • 3 Beds
  • 1.5 Baths
  • 1,454 Sq Ft

  181 Grovers Ave, Winthrop, MA 02152

  Welcome to The Winthrop Highlands! A charming family home awaits you in a serene and secluded coastal neighborhood. Celebrated for its quiet streets, historic homes, and 9 Hole Golf Course! This single family home is drenched in natural sun light & it truly accentuates the gleaming floors. This home has 3 beds, 1.5 baths & additional space for a home office or den. The dining area offers crown

  Mark Sciaraffa Sciaraffa Real Estate, LLC

  181 Grovers Ave, Winthrop, MA 02152
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  /41

  $750,000

  • 4 Beds
  • 2 Baths
  • 1,870 Sq Ft

  3 Buckthorn Terrace Unit 2, Winthrop, MA 02152

  Back to Market due to buyer financing.....Tucked away on a quiet street, this home boasts stately features and has been meticulously renovated. From the elegant newel post to the timeless kitchen details, nothing was overlooked. During the condo conversion, preserving the home's original integrity was a priority. The first floor offers 2 bedrooms, laundry, and a full bath with marble tile floors.

  Elizabeth Ferrara Cottage Hill Real Estate

  3 Buckthorn Terrace Unit 2, Winthrop, MA 02152
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  /42

  $639,000

  • 4 Beds
  • 2 Baths
  • 1,483 Sq Ft

  54 Townsend St, Winthrop, MA 02152

  Welcome to this delightful charming home located in the highly sought-after Point Shirley section of Winthrop.With 7+ rooms, 3+ bdrms, and 13⁄4 baths, this lovingly maintained home offers timeless character and stunning views. Begin your day on the charming front porch perfect for morning coffee, a good book, or an evening beverage while soaking in the coastal scenery. Inside, the living room

  Cathie Curran Charlesgate Realty Group, llc

  54 Townsend St, Winthrop, MA 02152
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  /32

  $839,900

  • 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
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  /42

  $870,000

  • 4 Beds
  • 3.5 Baths
  • 2,350 Sq Ft

  136 Pauline St, Winthrop, MA 02152

  Beautifully renovated 4-bedroom, 3.5-bath single-family home, fully gutted and updated in 2020. This turnkey property features an open floor plan with seamless flow between the spacious living room, dining area, and modern kitchen—perfect for today’s lifestyle and entertaining. The primary suite includes a walk-in closet and private en-suite bath. A finished basement (2021) provides flexible

  Anthony Carestia William Raveis R.E. & Home Services

  136 Pauline St, Winthrop, MA 02152
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  /21

  $669,009

  • 2 Beds
  • 2 Baths
  • 971 Sq Ft

  148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152

  Welcome to your slice of coastal paradise just outside of Boston. Nestled in the quaint seaside town of Winthrop, this stunning condo offers an unparalleled living experience with exceptional water views.Step inside to discover a meticulously designed space, with an open-concept layout that seamlessly blends the living, dining, and kitchen areas, creating an inviting atmosphere flooded with

  Nicole Bettano Lantern Residential

  148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152
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  /40

  $829,999

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

  876 Shirley St Unit 1, Winthrop, MA 02152

  Direct Beach 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 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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  /42

  $1,170,000

  • 5 Beds
  • 2 Baths
  • 2,151 Sq Ft

  328-330 Revere St, Winthrop, MA 02152

  This property is what the competition see as a "Triple Threat" *TURN KEY *LOCATION & *BIG LOT OF LAND! The first floor's Craftsman style details have had restoration, preserving the stain glass windows, hardwood floors, working wood fireplace, beamed ceilings & built-ins to really embody the character of days gone by. A gas stove with hood vent, & sliders to a deck off the kitchen, makes this

  Debra Messana LAER Realty Partners

  328-330 Revere St, Winthrop, MA 02152
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  /35

  $625,000

  • 2 Beds
  • 1 Bath
  • 1,262 Sq Ft

  88 Grand View Ave, Winthrop, MA 02152

  Welcome to the beach! Enjoy breathtaking sunset views over the city your nightly show from home. This charming property is a perfect condo alternative offering rare first-floor living. The open layout features a brand-new kitchen with polished quartz countertops, two bedrooms, and a beautifully renovated full bath. The second bedroom includes in-unit laundry for added convenience. Step out to a

  Elizabeth Ferrara Cottage Hill Real Estate

  88 Grand View Ave, Winthrop, MA 02152
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  /42

  $725,000

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  32 Hale Ave, Winthrop, MA 02152

  A spectacular hilltop home with unmatched 360 views. A once-in-a-lifetime opportunity to own this exceptional hilltop property offering panoramic views of the Atlantic Ocean, Boston Harbor, Winthrop Harbor, and the Boston skyline. Ocean views from every room and all three decks make this home truly one of a kind. Steeped in history, this site was purposely chosen by Patriot troops during the

  Sharon Tallent Compass

  32 Hale Ave, Winthrop, MA 02152
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  /37

  $949,000

  • 4 Beds
  • 2 Baths
  • 2,366 Sq Ft

  80 Shirley St, Winthrop, MA 02152

  Gorgeous farmhouse revival!!! Coastal vibes flow through this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. Both units boast modern open floor plans. Actual high end finishes throughout for an obvious upscale vibe. Huge

  Nick Burnes Red Tree Real Estate

  80 Shirley St, Winthrop, MA 02152
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  /29

  $449,900

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft

  80 Shirley St Unit 1, Winthrop, MA 02152

  Gorgeous farmhouse revival! Coastal vibes flow throughout this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. The unit boasts a modern open floor plan. Actual high end finishes throughout for an obvious upscale vibe. Huge

  Nick Burnes Red Tree Real Estate

  80 Shirley St Unit 1, Winthrop, MA 02152
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  /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
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  /10

  $340,000

  • 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

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