Winthrop MA Homes for Sale

Winthrop, Massachusetts is a beautiful oceanside community 6 miles northeast of Boston. Winthrop features breathtaking views — on one side you have the panoramic view of the outer harbor and on the other is the Boston Skyline. Winthrop is a quaint New England town with plenty of parks, shops, inns, and beaches. Despite being a popular summer destination, Winthrop is a great place to call home regardless of the season.

Check out single family homes for sale in Winthrop, MA. Search through hundreds of listings to find the right real estate for you. Save your favorites when you register with us, and you can get email updates when similar properties that match your criteria are posted. Contact us for more information!

187 Somerset Avenue, Winthrop, MA

Price$524,900

Est. Mortgage: $/month

Open House

MLS Number 72214292

  • Single Family
  • Next Open House: Thu 17th 5:30 pm - 7:00 pm
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1930

Located in extremely desirable neighborhood of Winthrop by the Sea sits 187 Somerset Avenue. A 3 Bedroom and 1.5 bathroom colonial with old world details and modern kitchen and bathrooms. Ornate woodwork, hardwood floors, and fireplaced living room are just some of the features that have been preserved throughout the years. Off-street parking and a fenced in yard only 1 block from the ocean. Enter into large foyer with stunning woodwork and stair case. To the left is a large living room with hardwood floors. The dining room has butlers door and even more detailed woodwork. The kitchen was renovated last year with well designed cabinetry, quartz counters, and stainless steel appliances. A half bathroom and screened in rear porch completes the first floor.

Listed by Thomas Mario of Century 21 Mario Real Estate

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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59 Pebble Avenue, Winthrop, MA

MLS Number 72214300

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1930
  • Parking Spaces 4

It’s all about the water! Are you dreaming of a house by the sea? This 3 bedroom, 1 1/2 bath ocean front home is situated on an L shaped double lot. Set back from the street, freshly painted and oozing with curb appeal this side of the home allows for ample off street parking. Upon entering this home you will be charmed by the beautiful wood work, modern eat in kitchen with wood cabinets and corian counter tops and living area featuring a fireplace. This lovely home faces the sea and you will be delighted with the ocean and city views. The 4 season sun porch has been incorporated into the living space and leads to a fabulous deck and spacious yard with an additional 45 foot deck sitting directly on the edge of the water. Enjoy 180 degree panoramic views from deck of open sky, Boston harbor islands and Boston skyline. Winthrop is a quaint seaside community located just North of Boston with seasonal ferry service to Boston and bus service to the Blue Line.

Listed by Susan Doig Sarah Herbert Team of Charlesgate Realty Group, llc

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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90 COTTAGE Avenue, Winthrop, MA

Price$469,900

Est. Mortgage: $/month

Open House

MLS Number 72214012

  • Single Family
  • Next Open House: Sun 20th 12:00 pm - 1:30 pm
  • Bathroom 2
  • Bedrooms 9
  • Year Built 1900

Life is better in Winthrop by the Sea! Was it you who wanted a LARGE HOME with nine bedrooms on three levels! This home could be beautiful and offers the space to make all the updates that are needed. Most of the rooms are large with high ceilings and some have great harbor and Boston skyline views. Walking distance to the bus which takes you to the Blue Line or enjoy the Winthrop ferry, Valkyrie, which will take you to the Seaport District. Come discover Winthrop and all that this seaside Town, just six miles to Boston, has to offer. OPEN HOUSE SUNDAY, AUGUST 20, 12-1:30.

Listed by Mary Ann Cash of Highland Real Estate

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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53 Locust Street, Winthrop, MA

Price$449,900

Est. Mortgage: $/month

MLS Number 72211172

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Year Built 1915
  • Parking Spaces 6

LIFE IS BETTER IN WINTHROP BY THE SEA! If you are looking for a spacious home to live and entertain in, look no more. The first floor consists of an unheated enclosed front sunporch, spacious living room with fireplace, good size foyer, dining room, older kitchen, 1/2 bath and family room. Second floor - 4 bedrooms and bath. Finished family room in basement and 3/4 bath. Mahogany deck overlooks your oasis, 14X28 heated inground gunite pool with floor system, light and high end security cover. Aggregate concrete patio, 2 car garage, 4 zone heating, maintenance free exterior and so much more! Awaits your finishing touches.

Listed by Cathie Curran of Highland Real Estate

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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88 Grand View Avenue, Winthrop, MA

Price$429,900

Est. Mortgage: $/month

Open House

MLS Number 72209878

  • Single Family
  • Next Open House: Sun 20th 11:00 am - 1:00 pm
  • Bathroom 1
  • Bedrooms 3
  • Year Built 1945

OCEAN FRONT. Spectacular, commanding views of Boston Harbor & the City from this Point Shirley gem. Fabulous chance to create an ocean-side lifestyle in this home that is beautifully sited on an ample lot that provides absolutely priceless, sweeping frontal views & a backyard & deck that offers generous space for outdoor entertaining, relaxing & fun. Excellent use of space inside with a welcoming sunroom that greets you upon entry, where you’ll want to relax & enjoy the views. Step further into a wide open floor plan that invites abundant natural light & flexibility with its free-flowing LR, DR & kitchen with lots of cabinets, plus convenient laundry & access to the generous rear deck overlooking the lovely rear yard. 2 bedrooms & full tile bath complete 1st level. Upstairs the flexibility continues where you’ll find a unique 2 level loft area that could be a 3rd bedroom if closet is added. Easy access to the best this area has to offer: park, yacht clubs, golf club & so much more!

Listed by John Veneziano of RE/MAX Andrew Realty Services

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Corinha Beach, Winthrop, MA

Price$314,900

Est. Mortgage: $/month

MLS Number 72209607

  • Single Family
  • Bathroom 1
  • Bedrooms 2
  • Year Built 1875
  • Parking Spaces 4

Lovely cottage that has been renovated by current owners. New granite and stainless kitchen, heating system, air conditioning, and tankless hot water heater.Deceptively spacious with eat in kitchen and additional office space and separate dressing room. The rear yard is completely fenced and has a patio and garden shed along with some green space. The side and front garden has fruit trees and vegetable patch. This home borders the edge of a large area of conservation land. It is just steps to Pico Beach and a short boat trip to Snake Island. Winthrop is a short trip into downtown Boston. Serviced by MBTA buses to Orient heights Subway or the new Winthrop Ferry to rowes wharf. Winthrop was settled in 1630 and is one of the oldest communities in the United States. The town is proud of its heritage but is also embracing a number of new and exciting developments in its town center, both retail and residential.

Listed by Douglas Melcher and Joe Quigley of Paragon Properties

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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145 Locust Street, Winthrop, MA

MLS Number 72208610

  • Single Family
  • Bathroom 2
  • Bedrooms 2
  • Year Built 1900
  • Parking Spaces 3

Smell the ocean air from this lovely 2-bedroom, 1 ½ bath home. The first floor has a new kitchen with new appliances, a living room, dining room, office and mudroom plus a half bath. The second floor has two bedrooms and a full bath. There is plenty of off-street parking in the driveway.

Listed by Goldie Boncore and John Young of Young Realty Group

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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92 Cliff, Winthrop, MA

Price$499,900

Est. Mortgage: $/month

MLS Number 72206862

  • Single Family
  • Bathroom 2
  • Bedrooms 4
  • Year Built 1900
  • Parking Spaces 2

Life is Better in Winthrop by the Sea! Charming 8 room single family in premier Winthrop Highlands! This home offers 4 bedrooms, 2 baths, fireplaced living room, formal dining room with distant views...Wonderful opportunity to make this home your own. Needs TLC but this is a rare opportunity. Second floor was renovated in September 2010, insulation outside walls, replaced 7 windows, sheet rock, trim, re-wired 2nd floor bedrooms and bath. Views from second floor rear bedrooms. First floor bath is approx. 6 years old. Winthrop is a seaside peninsula located just 6 miles to Boston. Brand new state of the art middle/high school, great restaurants, miles of beaches, golf course, yacht clubs and marina.

Listed by Cathie Curran of Highland Real Estate

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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56 Birch Road, Winthrop, MA

Price$539,900

Est. Mortgage: $/month

Price Changed

MLS Number 72206550

  • Single Family
  • Bathroom 3
  • Bedrooms 3
  • Year Built 1956
  • Parking Spaces 2

Welcome Home! This well kept charming 3 bedroom, 2.5 bath cape is located in the sought after Maze neighborhood. This home boasts open concept living & dining rooms with fireplace. Enjoy your morning coffee at the breakfast bar or sit on your enclosed sun splashed porch with access to the backyard. 2 generous sized bedrooms one with a half bath, and another full bath off the hallway complete the first floor. Once upstairs you will be impressed by the huge master bedroom, office and a beautiful master bathroom with walk in tiled shower, and granite top double sink. Like to entertain? The flat fenced in backyard with patio area is perfect for your summer BBQ's! Schedule your showing today....this one won't last!

Listed by Christy Ramos of Berkshire Hathaway Home Services Ben Consoli Real Estate

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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84 Undine Avenue, Winthrop, MA
Open House

MLS Number 72195190

  • Single Family
  • Next Open House: Sun 20th 1:30 pm - 3:30 pm
  • Bathroom 1
  • Bedrooms 2
  • Year Built 1900

OPEN HOUSE SUNDAY AUGUST 13th 1:30-3:30!! Welcome to Point Shirley! 2 Bedroom 1 Bath home with lots of charm! Close proximity to Point Shirley Beach. Beautiful hardwood floors in the bedrooms, living room and dining room. Massport windows throughout, brand new blown in insulation, young roof and 1 year old furnace. Spoil yourself in the tiled shower featuring 4 body jets! Private back yard with outdoor fireplace. This is your opportunity to live in Winthrop by the Sea, boasting the new state of the art Middle/High Schools, miles of beaches, so close to Logan Airport and just six miles to downtown Boston. Commute by the Blue Line or seasonal ferry. Enjoy the miles of beaches,3 yacht clubs, 2 marinas, fine restaurants, shops, town activities, golf course and the many amenities living in this seaside town so close to Boston. NOT IN FLOOD ZONE!!!

Listed by Audra Stevens of Century 21 Abigail Adams

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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80 Somerset Avenue, Winthrop, MA

MLS Number 72184726

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Year Built 1924
  • Parking Spaces 6

Spend this summer and every summer thereafter vacationing in your own private oasis. The updated kitchen, living and dining room are ready for entertaining all year long. The 4+ large bedrooms and 3 + bathrooms provides your family with the space that you’ve been wanting in your forever home. There is a finished basement that allows for even more entertaining space. This grand home has a sprawling, well maintained backyard complete with an in-ground pool AND a large fully equipped, multi-room cabana. The yard also has a huge storage shed. The pool is fenced for safety and seclusion.

Listed by John Young and Goldie Boncore of Young Realty Group

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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80 Birch Road, Winthrop, MA

Price$569,900

Est. Mortgage: $/month

MLS Number 72182668

  • Single Family
  • Bathroom 2
  • Bedrooms 4
  • Year Built 1900
  • Parking Spaces 1

Welcome Home! This property is situated in the center of "The Maze" neighborhood. This home offers gum wood detail wainscoting, beamed ceiling, split start case, dentil moulding wood work, columns, and builtin glass cabinet. The traditional and charming layout has been enhance with a new cherry cabinet kitchen, granite counter tops, and double wall ovens. Both bathrooms have been updated as has the heat system. The enclosed front porch doubles as a mudroom and three season living space. The back yard has loads of potential and possibilities! Discover Winthrop By The Sea and all this seaside community offers!

Listed by Sheryl Howard of Cottage Hill Real Estate

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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82 Sunnyside Avenue, Winthrop, MA

MLS Number 72180449

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1900
  • Parking Spaces 3

You won’t find another house like this under $500,000! 7 rooms, 3 beds, 2 baths. Recent updates: brand new stainless-steel appliances, recessed lighting, upgraded electric. Formal dining room and large living room with Gleaming hardwood floors. Driveway, garage, nice fenced in yard. A stone’s throw away from Pico Beach/Park Great home in a desirable neighborhood on a one-way street. Beautiful street in a sought-after part of town. You need to see this home in person! Additional room on the first floor could be used as an office, playroom, or even a small additional bedroom. Flood insurance is required. Current annual cost is approximately $550. An Elevation Certificate is available for buyer to procure flood insurance

Listed by John Young and Mark Sciaraffa of Young Realty Group

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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81 Plummer, Winthrop, MA

Price$439,000

Est. Mortgage: $/month

MLS Number 72153702

  • Single Family
  • Bathroom 1
  • Bedrooms 4
  • Year Built 1910
  • Parking Spaces 2

Welcome to Winthrop! Hard to find single under $500K! This home has been family owned for generations and just waiting for its new owners to make it their own. Home features nice hardwood floors on the 1st floor with open kitchen dining and living room. Second floor has 3 bedrooms and full bath. Third floor features another large bedroom. Nice size fenced in yard with parking for 2 cars and storage shed. Home has great bones and needs just a little TLC and a few updates to call this great single home! Location is great! Walk to Pico park, Pico beach and Winthrop center featuring many great restaurants. Bus stops at the top of the street with access to the blue line or commute to Boston on Winthrop's own Ferry. Winthrop has 7 miles of beaches just mins from the city. This home is a commuters dream with off street parking and great location to public transportation. Currently carrying flood insurance for $524 a year.

Listed by Elizabeth Ferrara of Cottage Hill Real Estate

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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156 Locust Street, Winthrop, MA

Price$569,900

Est. Mortgage: $/month

MLS Number 72131326

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Year Built 1870
  • Parking Spaces 3

Close to the BEACH & close to Boston! Great proximity to the city with public transportation close by making commuting a breeze. This spacious home features CENTRAL AC, GAS heating & cooking, 4 Bedrooms, 3 Full Bathrooms and much more! The bedrooms are all good size with the MASTER bedroom having gorgeous vaulted ceilings, two ceiling fans, on suite master bath, and a whole lot more to love. Bonus room on first level can be used as office, playroom, or a room to your liking. Enjoy the fenced in backyard with deck for plenty of grilling and plenty of outdoor living with family & friends. Come see your next home close to the water now!

Listed by Christopher Martin of Keller Williams Realty

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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