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!

30 Sargent Street, Winthrop, MA

MLS Number 72272050

  • Single Family
  • Bathroom 2
  • Full Bath 1
  • Bedrooms 5
  • Year Built 1900

This gorgeously renovated Victorian in the desirable Cottage Park neighborhood features five good sized bedrooms, 1.5 baths, a formal dining room, family room, living room and a large eat-in kitchen. The location is perfectly situated within walking distance of downtown Winthrop and the Yacht Club as well as public transit to downtown Boston. The home was completely renovated and restored over the past two years, and it features many original details including stained glass windows, ornate balusters, a beautiful staircase, fireplace, and built-ins. They just don’t build them like this anymore. There are also hardwood floors throughout, a new heating system, new hot water tank, windows, freshly painted exterior, etc. This home has all the space you could want for a growing family and plenty of room for entertaining out back on the patio leading to the fenced yard with a shed. Don’t let this one pass you buy, the pride of ownership shows and these grand homes don’t come along often.

Listed by Jacqueline Henriques and Saul Perlera of Perlera 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: 3.94% last updated on Dec 21, 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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21 TAYLOR Street, Winthrop, MA

Price$525,000

Est. Mortgage: $/month

MLS Number 72271011

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1900

Lovely renovated home. New baths and kitchen, hardwood floors have been refinished. updated electric, lights and flooring. large private rear yard with patio area. The home is bright and inviting. formal dining room and living room with bonus room off the kitchen. large walk up attic and basement has plenty of storage.

Listed by Diane Amato of Carrington Real Estate Services, 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: 3.94% last updated on Dec 21, 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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1068 SHIRLEY Street, Winthrop, MA

Price$595,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72269751

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 5
  • Year Built 1946

CONSIDER YOURSELF HOME! You'll feel comfortable as soon as you walk into the living room which has a wood burning fireplace & hardwood floors. The spacious kitchen w/dining area has everything you need; large granite island w/storage, an abundance of cabinets - some w/pull out drawers, s/s appliances which are included, double oven gas range, recessed lighting & hardwood floors. This will be the room that everyone gathers in. From the slider you'll have access to a 27' deck. Two bedrooms & a full tiled bathroom complete the first floor. The second floor has a very nice master bedroom w/a walk in closet, two more bedrooms & another full bathroom. Need more space, there are two semi- finished rooms in the basement along w/the utility room which has a washer/dryer, oil heat & superstor hot water tank. The two car driveway leads to a large fenced in yard w/storage shed. Close to bus to Blue line & just six miles to Boston!

Listed by Mary Ann Cash of Coldwell Banker Residential Brokerage - Winthrop

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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: 3.94% last updated on Dec 21, 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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112 River Road, Winthrop, MA

Price$499,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72269223

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1960

Highest and Best offers due by Noon on Tuesday 01/16/2017. Situated on a corner lot sits 112 River Road. This home has been has been maintained to the highest standards. With stone exterior front, large driveway, and hardscaped front the curb appeal is amazing. Enter into cathedral ceiling living room with fireplace. A formal dining area leads to exterior deck and into back yard which has an inground pool and is on the golf course. Modern kitchen with corian counters and stainless steel fridge. Large center island with more than enough room for entertaining your guests. This 3 bedroom ranch has all 3 bedrooms, living room, dining room, and kitchen located on one level. Modern bathroom with jacuzzi tub and custom tile work. Master bedroom features granite tile floors with gas fireplace and custom California closet. Oversized finished basement too!

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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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39 Bayview Avenue, Winthrop, MA
Active With Contract

MLS Number 72269246

  • Single Family
  • Bathroom 1
  • Full Bath 1
  • Bedrooms 1
  • Year Built 1935

The best deal in winthrop by the sea!!!...Bring your ideas to this bungalow style 1-2 bedrooms 'one-level living' home at "point shirley" with 1-car off street parking... Across from coughlin park... Convenient to the best beach in winthrop, yirrell beach... Convenient to deer island walking & biking path, or just sitting and watching the beautiful sunsets!!!... Winthrop also has new middle/high schools with new football field, golf course and lots of great restaurants and most important is the convenience to boston!!!... Welcome home to winthrop!!!

Listed by Regina Paratore of RE/MAX Advantage 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: 3.94% last updated on Dec 21, 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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108 Grand View Avenue, Winthrop, MA

Price$725,000

Est. Mortgage: $/month

MLS Number 72268298

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 3
  • Year Built 1920

This is what you have been waiting for! Panoramic OCEAN VIEWS, calming ambiance, rustic details, some original character, first floor living and open floor plan! This home has been renovated with beautiful touches through out. Master bedroom with and master bath. Bathroom number 2 sits between the other 2 bedrooms. Granite counter tops with glass tile back splash. Off the back of the kitchen is a nice size mudroom and laundry space. Large open floor plan with windows from side to side, valued ceilings and fireplace. Breath taking views of the city and harbor. Large open basement just waiting to be finished with full extra bathroom. Sunroom off the back leads you into a nice size fenced in backyard with a stone patio. Upgrades include new floors, kitchen, bathrooms, windows and new roof. Just min from the city! Easy access to busses and the blue line. Winthrop also features a seasonal ferry to Boston. Winthrop has 7 miles of beaches and many great restaurants

Listed by Elizabeth Ferrara of Cottage Hill Real Estate

{$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: 3.94% last updated on Dec 21, 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$650,000

Est. Mortgage: $/month

MLS Number 72266326

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 4
  • Year Built 1870

SEASIDE LIVING CAN BE YOURS, A MUST SEE TO APPRECIATE ALL IT HAS TO OFFER.........This very spacious, Contemporary four plus bedroom home was completely remodeled in 2002 and has 2 gas heating systems and offers central A/C. Great first floor layout for entertaining with a gas fireplaced living room, a full bath, dining room open to the kitchen, sliders to a large deck and private rear yard and off street parking for 3 cars. The second floor offers large bedrooms, a full bath and a master suite with a cathedral ceiling, master bath with jacuzzi tub and seperate shower. Top floor deck with spectacular ocean views........Life is better in Winthrop by the Sea!. Discover and enjoy small town living only minutes to the great city of Boston !!!

Listed by Sharon Tallent and Virginia Brown of Highland Real Estate

{$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: 3.94% last updated on Dec 21, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

251 Court Road, Winthrop, MA

Price$100,000

Est. Mortgage: $/month

MLS Number 72262491

  • Single Family
  • Bathroom 2
  • Full Bath 1
  • Bedrooms 3
  • Year Built 1930

***Do not approach property or knock on door please.****Major development opportunity! Absolutely stunning beach front property located on one of the most exclusive and desirable streets in Winthrop. Majestic brick Tudor home with panoramic ocean views. Enjoy the breathtaking views of the Boston skyline from the eat in kitchen. Sit in your backyard, patio, or private beach and enjoy the sunset and cool ocean breeze as the sailboats drift by. A once in a lifetime opportunity to create your own oceanfront paradise. Just minutes from Boston, multiple yacht clubs, golf course, and a some of Winthrop's best restaurants. Extensive renovations will be needed to bring this home to its full potential.

Listed by Jonathan Mathews of Keller Williams Realty Boston-Metro Back Bay

{$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: 3.94% last updated on Dec 21, 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

35 Centre Street, Winthrop, MA

Price$519,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72261234

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 4
  • Year Built 1893

Large three story Colonial with detached two story barn, paved driveway,side and rear yard .Centrally located this three story home was built in the late 1800's . The entry is to an enclosed front porch leading to a large sunny foyer .Main level consists of living room, dinng room, ktchen and full bath with jetted tub. Second level has four bedrooms and new bathroom, there are wood floors thru out. Third level offers room for expansion with large unfinshed attic. Utilities have been updated during ownership.

Listed by Janice Stevens of Century 21 Seacoast

{$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: 3.94% last updated on Dec 21, 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

505 Pleasant Street, Winthrop, MA

Price$495,000

Est. Mortgage: $/month

MLS Number 72260049

  • Single Family
  • Bathroom 1
  • Full Bath 1
  • Bedrooms 5
  • Year Built 1925

Welcome home to one of Winthrop’s most desired neighborhoods. This spacious colonial features an ocean view from your enclosed porch. Step inside to a bright living room and dining room. The kitchen has custom cabinets as well as an egress to the back yard and detached garage. The second floor offers three bedrooms and an office as well as a full bathroom. Walk up to the third floor where you will find 2 more bedrooms. Two car garage plus space for three cars in the driveway. Recent updates include : Gas conversion in 2012, new hot water heater in 2017, roof replaced in 2011.

Listed by Ronnie Puzon of RE/MAX Trinity

{$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: 3.94% last updated on Dec 21, 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

159 Nahant Avenue, Winthrop, MA

Price$1,000,000

Est. Mortgage: $/month

MLS Number 72239372

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 4
  • Year Built 1956

Fabulous Waterfront home in the Winthrop Highlands! Designed to take advantage of the sweeping views, this four level home is set in the corner of the 8580 square foot lot which reaches down to a public beach and access to the ocean. Midcentury modern design details include open plan kitchen, dining and living rooms, hardwood floors, natural woodwork. Lower level family room or au pair suite offers additional living space. Beach stone fireplace and sliders to a large deck set the tone for seacoast living. Don't miss the opportunity to live in one of Winthrop's nicest homes!

Listed by Pat Sullivan of Century 21 Seacoast

{$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: 3.94% last updated on Dec 21, 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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