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!

20 Seymour Street Winthrop MA 02152

MLS Number 72773850

  • Single Family Detached
  • Bathroom 2
  • Rooms 8
  • Bedrooms 4
  • Square Feet 2,320

20 Seymour #2 is an excellent single-family alternative: a 2-level condo with tons of space and privacy. Located in desirable Cottage Park, this huge 2nd & 3rd floor unit features 4 beds and 1.5 baths sprawling over 2300 sq ft with ample space for the family to work & learn from home. The bright living room flows into a sizeable dining room, both featuring intricate & beautiful trim work. You'll find a breakfast nook & island in the spacious kitchen that connects to the back staircase with in-unit laundry heading down to the basement with plenty of storage space. A bonus room that leads out to the front porch and a half bath complete the second level. The third floor houses all 4 bedrooms and a full bath. Spend time outside on your updated front or back porch, or in the fenced-in yard out back. Additional benefits include off-street parking and a shared 2-car garage. All of this in beautiful Winthrop, just minutes from public transportation, excellent dining options, and local beaches.

Listed by The Reference Group, Eric Bourgea and Seth Williams of Ledge & Young Real Estate

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Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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6 Undine Avenue Winthrop MA 02152

Winthrop, MA6 Undine Avenue

Price$779,900

Est. Mortgage: $/month

MLS Number 72766172

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Square Feet 1,600

Majestic Boston Harbor & skyline views from this fully renovated Point Shirley single family home. Just steps to the harbor & a block from Yirrell beach, this home will make you feel like you're on vacation year round. Everything is new! Open concept living. Beautifully appointed kitchen with quartz countertops is open to the dining and living room. Relax or work from your gorgeous sunroom with water views as your backdrop and beautiful french doors for privacy. A full bathroom on the first floor & convenient first floor bedroom with walk in closet. Second floor has 2 more bedrooms including the master with a walk in closet & private deck overlooking the harbor & the city. Central air throughout, washer/dryer hookups conveniently located on the second floor. Large back deck and great size yard make this the perfect home for entertaining. Gorgeous views of the sunset & the sailboats in the summer. Best place to watch fireworks on the 4th of July! Don't miss out on this showstopper!

Listed by Christine D'Ambrosio of Compass

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$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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73 Plummer Avenue Winthrop MA 02152

Winthrop, MA73 Plummer Avenue

Price$665,000

Est. Mortgage: $/month

MLS Number 72765004

  • Single Family Detached
  • Bathroom 2
  • Rooms 7
  • Bedrooms 4
  • Square Feet 1,536

Spacious home with flexible floorplan and sun-drenched rooms in Winthrop! Enjoy two potential primary bedrooms with a finished attic! Enter into a spacious, enclosed, and finished porch/mudroom that flows into the main house. A cozy living room leads into a bright formal dining room. A generous eat-in kitchen provides gas cooking, instant hot water, and ample cabinet & counter space. A half bath completes the main floor. Upstairs offers the main primary bedroom with high ceilings, three extra bedrooms, and a full bath. The finished walk-up attic boasts an oversized bonus room perfect for a second primary bedroom, media room, or countless other options! An enclosed porch flows to the back deck overlooking the incredible full paver patio. Updates include a newer roof, new ductless mini-split, hardwoods, new paved drive and new deck. Just minutes from the beach, golfing, schools, shopping, restaurants and more! Showings begin at first open house, Sunday 12/13 from 12pm - 2pm. A true gem!

Listed by Patricia Nunez of Redfin Corp.

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$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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426 Winthrop Street Winthrop MA 02152

Winthrop, MA426 Winthrop Street

Price$799,999

Est. Mortgage: $/month

Price Changed

MLS Number 72762531

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 5
  • Square Feet 2,394

WINTHROP WONDERFUL. PRESTIGIOUS CONTEMPORARY COLONIAL in sought after Winthrop offering an open concept combination kitchen/dining area with granite counters and custom maple cabinets. Open concept leads to a sunken open living area equipped with a surround sound system with French doors leading to a large patio and yard with outdoor speakers. A second living room, huge home office, half bath also conveniently on the first floor. Home boasts gleaming hardwood floors throughout, large 4 bedrooms and 2 full bathrooms on the second floor. Huge master bedroom with its own walk-in closet and private en-suite. Third floor has a full walkup stairway to attic offering lots of extra storage space. Basement offers extra room, game room, exercise room, workshop and plenty of storage. Entertainers delight with huge fenced in yard. Among many other features are two-zoned AC, tankless water heater, newer roof, plumbing and electrical. Double driveway on each side offering 4 off-street parking spots.

Listed by Tereza Bendo of RE/MAX Realty Plus

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$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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
  • Square Feet 1,914

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 Robert Paul Properties

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$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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73 Bay View Avenue Winthrop MA 02152

Winthrop, MA73 Bay View Avenue

Price$675,000

Est. Mortgage: $/month

MLS Number 72750691

  • Single Family Detached
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3
  • Square Feet 1,965

Don't let this one pass you by. Lovingly maintained single family home with captivating views of Winthrop Bay and Cottage Hill. Spacious floor plan, great for hosting family and friends. Fantastic work from home options with first floor office off the family room. Home boasts three large bedrooms and 2 baths. The master bedroom overlooks the water and shoreline. Enjoy your coffee or a good book from your private balcony. Close proximity to Coughlin Park, Yirrell Beach and Dear Island. A great place to put down roots and call home. Property includes separate lot with direct water access. Public record has listed as Residential Developable Land, currently being used for parking. Buyer and Buyers Broker to do their own due diligence, seller makes no representations.

Listed by Stephanie A. Locke and By The Sea Group of Sagan Harborside Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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174 Cliff Avenue Winthrop MA 02152

Winthrop, MA174 Cliff Avenue

Price$829,000

Est. Mortgage: $/month

MLS Number 72748036

  • Single Family Attached
  • Bathroom 4
  • Rooms 7
  • Bedrooms 4
  • Square Feet 2,495

PRIVATE, EXCLUSIVE, WATER VIEWS! Welcome to 174 Cliff Avenue, a pristine townhome that feels like single family living with breathtaking views of Winthrop beach & Winthrop's water tower! 1st floor is an open floor plan with living room, dining area, built-in bar area with wine refrigerator. Kitchen with updated Bosch appliances & GE refrigerator. Formal dining room w wainscoting and chair rail, pocket doors & up-lit crown moulding. Half bath w stackable LG washer/dryer complete the 1st floor. 2nd floor has large master bedroom with beautiful ocean views, sitting area, 2 custom closets with built-ins, large master bath with stand up shower with body sprays. 2 good size bedrooms & a full bath complete the 2nd floor. 3rd floor has 2 skylights is currently being used as game/rec room but could be used as 4th bedroom. Fully finished basement with office, sitting area, workshop, half bath & attached 2 car garage with additional workshop area. Large back yard! Welcome to your dream home!

Listed by Christine D'Ambrosio of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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 Upland Road Winthrop MA 02152

Winthrop, MA89 Upland Road

Price$1,060,000

Est. Mortgage: $/month

MLS Number 72727810

  • Single Family Detached
  • Bathroom 1
  • Rooms 6
  • Bedrooms 3
  • Square Feet 964

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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