Winthrop MA Homes for Sale

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!

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178 Court Road, Winthrop, MA
Open House

MLS Number 72137269

  • Single Family
  • Next Open House: Sun 2nd 11:00 am - 2:00 pm
  • Bathroom 2
  • Bedrooms 4
  • Year Built 1920

Open House Scheduled on Sunday from 11AM - 2PM. Do not miss the opportunity to own this well-maintained ocean view home located in one of the most desirable parts of Winthrop. This home features a three season enclosed porch and mudroom, updated kitchen with stainless steel appliances, hardwood floors throughout the main living spaces, and plenty of natural light. The private, fenced backyard area includes a spacious newly finished deck that is perfect for entertaining family and friends! This must see home also comes with a finished bonus room in the basement, a large attic with plenty of storage space, and one car garage with driveway. Any new owner MUST be able to close on 05.31.17.

Listed by Goldie Boncore of Young Realty Group

Longwood Residential
1404A Beacon Street
Brookline MA, 02446
Office: 617.396.3100

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$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 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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152 Quincy Avenue, Winthrop, MA

Price$425,000

Est. Mortgage: $/month

Open House

MLS Number 72136843

  • Single Family
  • Next Open House: Sun 2nd 12:00 pm - 1:30 pm
  • Bathroom 1
  • Bedrooms 3
  • Year Built 1930

One of Winthrop's most sought after neighborhoods, Upper Highlands! This elegantly appointed home offers a stately presentation with views of the Boston Skyline from the back porch. The home offers 2+ bedrooms, 1 bath and off street parking. A beautiful fireplaced living room, hardwood floors, distinctive crown molding, elegant gumwood, laundry, updated electrical, and gas heating system. Boston's real estate boom in now entering Winthrop! Winthrop real estate is hot and prices are rising. Buyers from Boston, South Boston, Charlestown and surrounding communities are discovering Winthrop and all that it has to offer. Winthrop's town owned water shuttle to Boston is now a reality and Winthrop's new state of the art Middle/High School is complete. Showings begin at OH 4/2!

Listed by Jonathan Polino of Highland Real Estate

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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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33 Circuit Road & 38 Birch Road, Winthrop, MA
Active With Contract

MLS Number 72135074

  • Single Family
  • Bathroom 3
  • Bedrooms 5
  • Year Built 1890
  • Parking Spaces 6

Corner lot with over 10,000 sqft in desirable area of town! This large home has gleaming hardwood floors, high ceilings, beautiful dental molding, & Massport windows. Home greets you with large screened in front porch that flows into an inviting front foyer with archway details. Large living room over flowing with afternoon light, exposed beams and fireplace. Good size dining room and kitchen just waiting for its next owner to make their own. First floor bathroom and large finished basement. Second floor boasts a full bath and 4 large bedrooms. Front bedroom with private balcony. Third floor has large bedroom and another full bath! Sneak some ocean views from the 2nd and 3rd floor. Off the kitchen you will find a small mudroom that leads into a fenced in yard. To the right of the home you will find large lot (38 Birch Rd) where the garage sits. Large double lot allows endless possibilities! LOCATION, LIVING SPACE, & LOT SIZE it has it all! Easy access to public transportation.

Listed by Elizabeth Ferrara of Cottage Hill Real Estate

Longwood Residential
1404A Beacon Street
Brookline MA, 02446
Office: 617.396.3100

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 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! OPEN HOUSE SUNDAY MARCH 19TH 130PM - 3P

Listed by Christopher Martin of Keller Williams Realty

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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 Undine Avenue, Winthrop, MA

MLS Number 72126159

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1900
  • Parking Spaces 1

Contractors take notice!! Great opportunity awaits at this Point Shirley 3 bed 1.5 bath colonial 1st fl open concept- Large kitchen and dining/living area. House has had some updating. Gorgeous ocean views from bedroom.Great location near bus stop to Blue Line, playground, beach ,and Winthrop Yacht club..close to beautiful Deer Island, with off street parking, great potential, needs some repairs. Property is being sold as-is. Easement along right sidewalk to access house in rear 94 Undine.. Cash offers preferred, or rehab- will not qualify for FHA. Main water line leak and water shut off at street. Perfect for investor/contractor

Listed by Marie Andrews of Century 21 Advance Realty

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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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316 Bowdoin, Winthrop, MA

Price$539,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72123258

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Year Built 1929
  • Parking Spaces 3

OPEN HOUSE CANCELLED 03/26/2016 Just Unpack! This 4 bedroom, 2.5 bath home was renovated right down to the studs in 2008. The open floor plan and high ceilings will delight those who love to entertain yet its unique style will also provide comfort for the family. The home offers an exciting granite kitchen with Island counter, subway tile bath, master bath with Jacuzzi style tub, fire placed family room open to the kitchen, finished third level, central air, recessed lighting, hardwood floors throughout, two decks overlooking perfect size yard, off street parking. Come visit this ready to move in home located in Winthrop by the Sea! Winthrop is truly only 20 minutes to Boston by auto, the T and by the new town owned water shuttle. Winthrop offers miles of beaches, three yacht clubs, 2 marinas, a golf course, plenty of children's parks, fine restaurants and bistros, a brand new state of the art Middle/High School and miles of seaside walking paths.

Listed by Jonathan Polino of Highland Real Estate

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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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111 Court Road, Winthrop, MA

Price$995,000

Est. Mortgage: $/month

MLS Number 72118406

  • Single Family
  • Bathroom 4
  • Bedrooms 3
  • Year Built 1900
  • Parking Spaces 3

***Please do not approach property. Do not knock on door. Contact list agent only.*** Ocean front paradise! This Phenomenal tudor style home has been updated throughout. Hardwood floors, granite counter tops, 4 full bathrooms with Jacuzzi tubs. 3rd floor master sweet with private balcony facing the ocean. 2nd floor bedroom includes private ocean front balcony as well. Newly constructed boat slip! Cobblestone patio entertainment area with custom brick grill. Sizable closets throughout. Watch the boats sail by while sipping your morning cup of coffee in the eat in kitchen. A true masterpiece.

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

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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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251 Court Road, Winthrop, MA

Price$975,000

Est. Mortgage: $/month

MLS Number 72118299

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

PEN HOUSE CANCELLED UNTIL LATER DATE A rare offering! Majestic brick Tudor home with panoramic ocean views on one of the most desirable streets in Winthrop. This is your chance to own your very own private beach 20 minutes from downtown Boston. Easy access to highways, Logan airport, and two yacht clubs. 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 for developers and owner occupants alike. No showings before open house Sunday 3-19-17 11am - 3pm.

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

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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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148 READ Street, Winthrop, MA

Price$329,900

Est. Mortgage: $/month

MLS Number 72116090

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1946
  • Parking Spaces 2

Yes, it needs updating etc. BUT... IT IS PRICED ACCORDINGLY! This three bedroom Cape could be transformed back into the lovely home that it once was. Good news is the oil heating system is about four years old, electric was updated to 200 AMP panel, the roof is one layer and approx.five years old., replacement windows and hardwood flooring throughout. There is an attached garage and large fenced in yard with above ground pool. House is being sold in "as is" condition. This is your opportunity to live in Winthrop by the Sea, new state of the art Middle and High Schools, miles of beaches, and so close to Logan Airport and downtown Boston. .

Listed by Mary Ann Cash of Highland Real Estate

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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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89 Cliff Avenue, Winthrop, MA

Price$559,900

Est. Mortgage: $/month

MLS Number 72107069

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Year Built 1900
  • Parking Spaces 6

Winthrop by the sea!! Location Location Location!!!! Winthrop highlands magnificent single family with beautiful fireplaced living room, dining room with gas stove cathedral ceilings modern beautiful kitchen and 1/2 bath on first floor. You have 3 spacious bedrooms on 2nd floor with study could be 4 bedrooms. Attic is done over with spectacular views & a finished bathroom. 3 car garage with a heater in it. Farmers porch, outside back deck with electric awning, & to many extras to list. A must see!!!!!

Listed by Maureen Crosby of Highland Real Estate

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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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37 TEWKSBURY Street, Winthrop, MA

Price$399,900

Est. Mortgage: $/month

MLS Number 72094371

  • Single Family
  • Bathroom 2
  • Bedrooms 4
  • Year Built 1900
  • Parking Spaces 5

JUST RIGHT! This four bedroom home was completely rehabbed in 1999 so you get to enjoy the updates. Spring is here so it's time to turn off the wood stove & get the pool ready for summer fun, barbecuing & walks on the beach which is just steps away. There are solar panels so the electricity bill is reasonable especially w/the built in AC's. The spacious kitchen has oak cabinets, breakfast counter & appliances are included. There is also a 3/4 bathroom. The living/dining room combo has hardwood floors. There are three bedrooms on 2nd floor along w/a beautiful full bath w/double sinks & jacuzzi tub. The washer/dryer are on this floor & are included. The 4th bedroom is on the 3rd. fl. Two driveways w/loads of off street parking, garage & a large shed in fenced in yard. Six miles to Boston by public transportation or enjoy the Town's new water shuttle, beautiful beaches, variety of eateries, new State of the Art Middle/High school. Winthrop by the Sea...Boston's best kept secret!

Listed by Mary Ann Cash of Highland Real Estate

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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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93 Bay View Avenue, Winthrop, MA

MLS Number 72093216

  • Single Family
  • Bathroom 2
  • Bedrooms 2
  • Year Built 1900
  • Lot Description Scenic View(s)

Fantastic opportunity to own this Point Shirley home with spectacular ocean views. Perfect for the commuter. Minutes walking distance to bus transportation that runs directly to blue line. Just steps to Yirell Beach, Coughlin Park, Winthrop Yacht Club and public boat ramp. Bungalow style, 6 room home with 2 bedrooms, family room, 3 season porch with expandable attic. This home needs work but, has so much potential at a great price. It just needs your personal touch. Property is being sold in "AS IS" condition. This home may not qualify for FHA financing. Some seller financing available. For the investor or contractor, bring your ideas to possibly double your investment. Cash offers preferred. Agents please see firm remarks.

Listed by Laura Beede of Apex Realty Group, LLC

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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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25 Locust Street, Winthrop, MA

Price$480,000

Est. Mortgage: $/month

MLS Number 72075781

  • Single Family
  • Bathroom 3
  • Bedrooms 5
  • Year Built 1920
  • Parking Spaces 2

Spacious 5 bedroom 2.5 bath old-style home; Kitchen has lots of counter space. There is a heated addition on the back of the home with full walk-out. Upper level has en suite with living room, bedroom, oversized deck and ½ bath. Downstairs level has 4 bedrooms and a full bath along with a laundry room. All rooms are above grade with full size windows. There is a full size unfinished basement with full walkout. Large level backyard with patio space. Home has recently been updated. Winthrop by the Sea is a quiet Oceanside community minutes to Logan Airport, Downtown Boston, Major Hospitals, and Orient Heights Blue Line station. Winthrop boasts 3 yacht clubs, marinas, golf course, restaurants, and miles of beaches.. No flood ins required!!

Listed by Beth Anzalone of Anzalone Realty

Longwood Residential
1404A Beacon Street
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: 4.09% last updated on Jan 19, 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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