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!

69 Otis Street Winthrop MA 02152

Winthrop, MA69 Otis Street

Price$600,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72812008

  • Single Family Detached
  • Bathroom 2
  • Rooms 5
  • Bedrooms 2
  • Acreage 0.09

Cape Cod's little sister! Welcome to Point Shirley in Winthrop. Oceanside living at its very best. Come visit this exciting 2 bedroom, 1.5 bath single with seaside ocean view veranda, a yard that invites entertainment with platform deck with built in fire pit area, plenty of off street parking and garage. This home sparkles and shines with loads of major updates. All very well maintained! Open floor plan invites in natural lighting. Gorgeous new maple/quartz kitchen with new appliances including Fisher & Paykel refrigerator. New luxury vinyl flooring, updated central air, custom wood blinds, skylighted renovated double sink bath, fireplace, new vinyl fence, outdoor shower, newly paved driveway. Walking distance to beaches. If you want a move in condition home, then this is the home for you!

Listed by Jonathan Polino of Compass

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$/month over payments
Federal 30-year interest rate: 2.97% last updated on Apr 22, 2021
* 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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381 Winthrop Street Winthrop MA 02152

Winthrop, MA381 Winthrop Street

Price$799,000

Est. Mortgage: $/month

Open House

MLS Number 72807534

  • Single Family Detached
  • Next Open House: Sat 04/24 3:00 pm. to 4:30 pm.
  • Bathroom 2
  • Rooms 8
  • Bedrooms 5

Inviting centrally located single family home awaits new owners. This gracious home has a generous living & dining room with high ceilings, French doors, hardwood floors, pocket doors and working fireplace. The perfect atmosphere to create many happy memories. Bright and sunny kitchen leads to the entertainment sized deck and considerable backyard. Excellent for hosting holiday parties and summer barbeques. The second and third floor are home to 5 sizeable bedrooms and full bath. Unfinished space on the 3 floor is waiting for your ideas. Perhaps a walk in closet or master bath. This home has endless possibilities.

Listed by Stephanie A. Locke of Sagan Harborside Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.97% last updated on Apr 22, 2021
* 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-R UPLAND Road Winthrop MA 02152

Winthrop, MA89-R UPLAND Road

Price$999,900

Est. Mortgage: $/month

MLS Number 72810741

  • Single Family Detached
  • Bathroom 1
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.2

HERE IS AN OCEANFRONT OPPORTUNITY OF A LIFETIME.......A HIDDEN ESCAPE, IN WINTHROP BY THE SEA, JUST MINUTES TO BOSTON! This unique property offers over 8,000 Sq. Ft. of land with a pretty country setting leading to a sweet vacation-style home set high on a hill overlooking the ocean. The first level has lots of large window to capture those amazing views from every room, literally walls of windows! Enter into a bright, eat in kitchen to one side and on the other, an open dining room/living room with wood floors, beam ceilings and a gas fireplace for cozy gatherings and personal enjoyment. There is plenty of off street parking (3+cars) and easy access to Boston by car, ferry and close to the T. Enjoy the incredible sunrises while having your morning coffee and live every day as if you are on vacation. Showings by appointment and ***COVID-19 GUIDELINES REQUIRED.

Listed by Sharon Tallent and David Tallent of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Apr 22, 2021
* 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 Franklin St (fka 45) Winthrop MA 02152

Winthrop, MA56 Franklin St (fka 45)

Price$560,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72805907

  • Single Family Detached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 3
  • Acreage 0.21

With a picture perfect exterior & well maintained interior, this updated Cape is captivating! Over looking beautiful open fields, it is just steps to transportation, town market, restaurants, Winthrop Beach, Schools & more. Move in ready & offering an abundance of updates: fresh paint, newer roof, hot water tank, electric, gas heat, siding, Anderson & Harvey windows, & insulation. The large fire-placed living room has oak floors, a picture window & one touch custom blinds. The bright & open dining/kitchen features a breakfast bar, granite, SS appliances, recess lighting & easy access to the driveway via mudroom. Two nice size bedrooms & full bath finish the 1st floor. 2nd floor offers a generous 3rd bedroom, full bath & space for a large family room. This area is currently being used as a 4th bedroom suite. Outside the fully fenced sprawling yard holds plenty of space for play & entertaining! Winthrop's small town beach community so close to Boston is a fantastic place to call home!

Listed by Highland Group and Atiyeh Cassidy of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Apr 22, 2021
* 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 TILESTON Road Winthrop MA 02152
Active With Contract

MLS Number 72805498

  • Single Family Detached
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3
  • Acreage 0.19

Looks may deceive in this spacious (2,090 sq. foot) Cape. This open-concept home features spacious rooms and wonderful natural light pouring over each square foot. The first floor flows from room to room with dinning room, kitchen, sun room and family room each with endless possibilities for furniture plans and arrangements. The first floor features a full bath equipped with stand-in shower stall. The second floor features 3 bedrooms. The master bedroom is a showstopper both in size and design. Jump out of bed, stretch and peruse your wardrobe in a generous walk-in closet. Or maybe head straight to your master bath with corner jacuzzi and separate stand-in shower. Or if the sunshine pouring through double French doors beckons, perhaps choose to enjoy breakfast and coffee on a rear-facing porch overlooking your wide-open yard. Tileston is a cozy, residential street nestled just off Ingleside Park. Walk to Donovan's Beach or the shops and restaurants in French Square.

Listed by Justin Martino of Noddle Island Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Apr 22, 2021
* 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 02152

Winthrop, MA92 Undine Avenue

Price$695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72803676

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.05

Come discover Winthrop and all it has to offer just mins from the city and a quick walk to the beach! This home is stunning with hardwood floors throughout, new kitchen and baths. This home was fully renovated just a couple of years ago. 1st floor features a nice dining area and living room space with fireplace. Kitchen has beautiful glass backsplash and maintenance free quartz countertops. Tile bathroom and bonus room for office or playroom. Second floor features 3 bedrooms and tiled bathroom. Peak through the windows to see the stunning bay and ocean. Siding, roof, gutters, windows and doors all only 2 years old! Move in ready and just in time for Winthrop's greatest time of year! Enjoy summer nights in the yard, walk to the beach, yacht clubs, parks and restaurants! Gorgeous city view at the end of the street. Winthrop has 3 new schools and coming soon a new center district. No flood insurance needed.

Listed by Elizabeth Ferrara of Cottage Hill Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Apr 22, 2021
* 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 02152

Winthrop, MA251 Court Road

Price$825,000

Est. Mortgage: $/month

MLS Number 72760631

  • Single Family Detached
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3
  • Acreage 0.22

Take in the breathtaking unobstructed water views of the Boston skyline from this traditional brick Colonial located on one of the most sought after streets in the seaside community of Winthrop. This single family home sits on 9000 sq ft of opportunity and has been well loved for generations. With still quite a bit of Victorian charm, you will find original woodwork, built in nooks, a china cabinet, and fireplace all well maintained. The attached garage doubles as a patio and has direct basement access allowing for a smooth transition from car to home. Both floors of living need extensive renovations but the opportunity to own a water front property with these views is hard to come by! A large yard with endless options including a private dock are yours. Close to public transportation and centrally located to restaurants and shops.This property has endless possibilities for a buyer looking looking to get dirty!

Listed by Leighann Eruzione of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Apr 22, 2021
* 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 TourAsk A QuestionMore Details

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