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!

255 Main Street Winthrop MA 02152

Winthrop, MA255 Main Street

Price$599,000

Est. Mortgage: $/month

MLS Number 73041848

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,786

Huge home- owner occupied for 30+ years waiting for you to make it your own! *Newer roof and vinyl siding* A quarter acre of land just a 2 minute drive to East Boston with a big backyard, driveway for 3 cars and an in-ground pool. No flood insurance required! Come by and check this one out at the open house this Saturday, October 1st from 12-2 if you are looking for an awesome winter project in an incredible location to be up and ready for the Spring.

Listed by Kenneth Kirk of Engel & Volkers Boston

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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291 River Road Winthrop MA 02152

Winthrop, MA291 River Road

Price$780,000

Est. Mortgage: $/month

MLS Number 73040530

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,400
  • High School Winthrop

All are welcome at 291 River Rd. This grandiose 10 room & 5 bedroom center entrance Colonial has been the bullseye of entertaining for years. Situated where Boston Harbor meets Lewis Lake, 291 was the first home built on the street in late 1800 & highlights intricate wood craftsmanship with elegant period details. Guests are welcomed in to an inviting reception area with dentil crown moulding, pocket doors, & showcasing a photogenic ornate staircase with arched window that sun drenches the foyer. 3 Fireplaces thru the Dining/Living rooms & Study, along with bench seating, leaded glass china cabinet, & pillared sitting area. The sun lit eat in Kitchen, pantry & half bath make gatherings a delight. The 2nd floor offers four admirable bedrooms with some water views, laundry room, & full bath, with the 5th bedroom on the 3rd floor. Versatile media room in the basement. Central Air & an impressive yard make summer party's a breeze! A home like this needs a special new owner!

Listed by Highland Group and Atiyeh Cassidy of Compass

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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3 Chester Avenue Winthrop MA 02152

Winthrop, MA3 Chester Avenue

Price$599,900

Est. Mortgage: $/month

MLS Number 73035893

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,745

*****LOCATION****** Invest in the location and you'll never go wrong. lovingly lived in for over 50 years this 6 room 3 bedroom BRICK CAPE is ready to make your own. This home features an extra large master bedroom and great potential for a 2nd bath in fact potential is an under statement when it comes to this property . Closets & storage around every corner. Hardwood floors throughout , 1 car garage , ROOF REPLACED in 2020 , Premier Wood fence installed in 2020 , Heating system updated in 2017 . This home is much larger then it appears you simply must see it in person .

Listed by Danielle Dichiara of United Brokers

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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14 Amelia Avenue Winthrop MA 02152

MLS Number 73034245

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,360
  • High School Middle/High

We're gonna rock, rock, rock, 'til broad daylight! Step back into the '50s at 14 Amelia Avenue. This mid-century modern is a spectacular example of the times, showcasing contemporary American architecture at its finest. Located close to the MBTA Blue Line at Orient Heights, Winthrop Center, and the Belle Isle Marsh Reservation, this trophy home is the perfect fit for those looking for something out of the ordinary. Typical of the style, the expansive floor plan offers single-level living for those averse to stairs, and a full family/media/game room on the lower level. Outside, a large patio with garden area offers an excellent hang-out spot without overbearing maintenance. A short distance from several modes of public transport, Amelia has incredibly easy access to both Downtown Boston and Logan Airport, as well as its beaches, restaurants, boutiques right here in Winthrop. Come and see why Winthrop as been the clear choice for so many city folks the past few years.

Listed by Stephen Hines of Lantern Residential

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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1001 Shirley Street Winthrop MA 02152

MLS Number 73034137

  • Residential
  • Square Feet 6,074

Rare opportunity to own oversized lot with brick building in Winthrop's Point Shirley. Point Shirley is a seaside neighborhood, reminiscent of Cape Cod, right here on Boston Harbor. Boston Harbor Island, historical Deer Island, offers walking and jogging trails along it's 2.6 mile perimeter, along with a fishing pier. Enjoy Winthrop's own Yirrell Beach, Coughlin Park, and Grand View Ave for swimming , water sports, and city views! The transit system has a bus stop right across the street which takes you to Orient Heights T Station. Close by Winthrop Landing offers seasonal ferry rides for commuters to The Aquarium and hot spot, Seaport District! SALE IS SUBJECT TO PARISH AND CANONICAL APPROVAL AND REMOVAL OF ALL RELIGIOUS ITEMS. ALL OFFERS DUE NOON, NOVEMBER 15, 2022. SELLER WILL GO RIGHT TO P&S ONCE AN ACCEPTABLE OFFER IS AGREED UPON. A DECEMBER APPROVAL IS EXPECTED WITH A POSSIBLE JANUARY CLOSING.

Listed by Sheryl Howard of Cottage Hill Real Estate

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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83 Lincoln Street Winthrop MA 02152

Winthrop, MA83 Lincoln Street

Price$875,000

Est. Mortgage: $/month

MLS Number 73031379

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,022

Beautiful Professionally renovated single home. Like new construction. ALL BRAND NEW kitchen, baths, electric, plumbing, decks, windows, HVAC system, driveway front stairs, patio, recessed lighting, hardwood floor throughout the house and much more. Ready to move in. First floor features a beautiful open concept kitchen, island with Quartz countertops, stainless-steel appliances, one bedroom with office space and full bathroom. Second floor features new stairs, three bedrooms and two full baths. Master bedroom has full bathroom and deck access. Plenty of parking and a detached 1 car garage. This home is centrally located, walking steps to Ingleside park. Just minutes away from downtown Boston, Logan Airport and Orient Heights train station. Home is ready for showings. Schedule your private showing now or attend to our first open house Saturday 09/24 from 11-12:30

Listed by Pablo E. Aguirre of Re-yes Real Estate

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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239 Winthrop Shore Drive Winthrop MA 02152

MLS Number 72998329

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,400

WATERFRONT, GORGEOUS SUNRISES... Looking for a rehab, this property could be for you! Make this your own OCEANFRONT dream house!! This single family home has vinyl shingles, ice shield metal roof, some updated plumbing & electric, some dry wall, newer 50 gal h/w tank, 2 zone gas heat w/ PEX heating loops. First floor has a wide-open floor plan with hardwood oak flooring, fireplace, open stairway to 2nd floor, full bath and an inviting oceanside porch. Second floor consists of 3 rms w/full bath which includes a primary bedrm, 2nd bedrm and 3rd room that could be used for a home office, a workout room or small bedrm. In addition this level has a walkout oceanfront TREX deck w/ panoramic views of the activities of the ocean and beach. Imagine waking up to the sun rising w/ sounds of the surf from your private bedroom retreat along with a private deck and spacious walk in closet! Property is being sold in "AS IS" condition.

Listed by Linda Calla of Cottage Hill Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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15 Marshall Street Winthrop MA 02152

Winthrop, MA15 Marshall Street

Price$619,900

Est. Mortgage: $/month

MLS Number 72998107

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,672

One in a million, turnkey quaint, modern beach house with an abundance of character, charm, and solar panels! This home boasts of natural sunlight with an ocean breeze, gleaming hardwood floors. The kitchen offers plenty of cabinet space, granite countertops, SS appliances and a breakfast nook. Upstairs is where you’ll find 2 bedrooms and an oversized, updated bathroom with radiant heated flooring. The basement is a great bonus which could be used as an additional living space, office, or home gym. Two oversized storage areas for all sizes of tools and equipment. Enjoy your fully fenced in backyard and patio for entertaining friends and pets. This home leaves nothing to be desired! You will surely enjoy the close proximity to many beaches and walking trails, and downtown with its many restaurants like Blackstrap BBQ. Come check it out!

Listed by Santana Team and Carlos Ramirez of Keller Williams Realty Boston Northwest

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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9 Elliot Street Winthrop MA 02152
Price Changed

MLS Number 72993424

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 1,736

Residents of the much-coveted Point Shirley neighborhood will tell you this single-family home is in a truly extraordinary location: just a 2-minute walk from Yirrell Beach and a 7-minute walk to Deer Island for hiking, running, kayaking, boating, fishing, and dramatic views of Boston’s skyline. This house is all about quality of life. With plenty of on-street and off-street parking, it welcomes you with a generously large front yard: so set up a swing set; let your dog run around in the fenced-in backyard; have guests over for a beach day and then some bbq around the firepit. Or opt for some quality time on the cozy south-east deck with some sunbathing or reading. After a busy day, this house provides a restful and spacious retreat for all: open kitchen, living, and dining allow your guests easy access to common spaces as they enjoy their separate bedroom and bathroom on the first floor; meanwhile, 3 amply spaced bedrooms on the second floor offer plenty of privacy and quiet upstairs.

Listed by Peter Becker of Parcels Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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