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!

31-33 Triton Avenue Winthrop MA 02152

Winthrop, MA31-33 Triton Avenue

Price$300,000

Est. Mortgage: $/month

MLS Number 72706108

  • Single Family
  • Parking Spaces 2
  • Total Parking Spaces 2
  • MLS Status New
  • Year Built 1890

OH Sun 8/9 from 1-3 - Welcome to this affordable single family located just steps from the ocean. This home features one level living with 2 beds, 1 bath, an office, dinning room, living room, and kitchen. It is the perfect starter home or downsizer. With a fenced in, private lot and off street parking, this home is just waiting for a new owner to put in their own ideas. You do not want to miss out on this opportunity to own a home located in the sought after area and prime location of Point Shirley in Winthrop by the Sea! Potential for Investors/Developers/House hackers, neighborhood is designated opportunity zone Offers will be due Tuesday 8/11 by 5 PM

Listed by Goldpath Real Estate Group, Jason Goldfarb and Michael Wetherbee of Cameron Real Estate Group

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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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2 Terrace Avenue Winthrop MA 02152

Winthrop, MA2 Terrace Avenue

Price$939,000

Est. Mortgage: $/month

MLS Number 72705166

  • Single Family
  • Parking Spaces 8
  • Total Parking Spaces 8
  • MLS Status New
  • Year Built 1885

Queen Anne Victorian is an historic gem w/spectacular waterfront scenery, designed & built w/elegant, well proportioned spaces of landmark homes of years gone by. Flexible fl plan makes this a very livable home for today's open lifestyle. st fl has a parlor, dining rm, kitchen, bath, 2nd living rm, and home office opens to a side deck. 2nd fl has a master suite w/panoramic views of the harbor, walk in closet& bath; 3 other bedrooms and bath.. 5th bedroom and a study/meditation room w/ water view on 3rd fl. From just about every part of this property, you have stunning water views with boats in the harbor, Boston skyline, unbelievable sunsets. For all its historical character and original period detail, the house has many major updates. See attached Feature Addendum for details. This home is being sold as a single residence, but if you ever dreamed of being an innkeeper, this property is a licensed bed and breakfast. Minutes to ferry to Boston. Showings begin Saturday.

Listed by Susan DeFelice of Keller Williams Realty Boston-Metro | Back Bay

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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 Willow Avenue Winthrop MA 02152

Winthrop, MA56 Willow Avenue

Price$749,000

Est. Mortgage: $/month

MLS Number 72704739

  • Single Family
  • Parking Spaces 1
  • Total Parking Spaces 1
  • MLS Status Active
  • Year Built 1952

This designer owned home is a “MUST SEE”. A pristine interior with a versatile floor plan and spacious rooms will accommodate today's new lifestyle of work, school and play. The expansive and private back yard sanctuary allows for entertaining your friends and family. You are steps from Lewis Lake, an open field, playground, and golf course. Just one block further, you will arrive at Winthrop Beach. Close by in town, there are 3 yacht clubs, a marina and a seasonal ferry to Boston. With boating, fishing, golfing, biking, kayaking, paddle boarding and more, you'll feel as if you've escaped to the country…..but you're just minutes from Boston. Come live in this seaside community and enjoy all it has to offer. Call for a private showing. Per CDC Guidelines, please wear masks while in the property. Buyers must provide a pre-approval letter before an appointment will be scheduled. Showings begin on Sunday. View website at 56willowave.com.

Listed by Susan DeFelice of Keller Williams Realty Boston-Metro | Back Bay

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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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77 PLUMMER Avenue Winthrop MA 02152

Winthrop, MA77 PLUMMER Avenue

Price$695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72703404

  • Single Family
  • Garage 1
  • Parking Spaces 4
  • Total Parking Spaces 5
  • MLS Status Contingent

CONVENIENT LOCATION - looks like a single but it's a legal two family. Unit One has three bedrooms on two floors & a 3/4 bathroom. The first floor has a comfortable floor plan; living room, dining room & kitchen w/a peninsular. Oak cabinets, granite counters, recessed lighting & all the appliances are included. There are laundry hookups in the basement. Tucked in the back of the house is a cozy one bedroom apartment w/1.5 baths on two levels. This unit includes a piggyback washer/dryer along w/refrigerator, gas stove & dishwasher. Need space for the in-laws or private home office...it's all here. There is a double width driveway which holds four cars & leads to a spacious garage/workshop. Need outdoor storage, there are two sheds. Oceanside playground & beach are close by. With some minor construction, this home can allow many options for today's lifestyle. Buy now while the rates are so low! See MLS #72700531 for additional pictures.

Listed by The Suffolk Group and Mary Ann Cash of Compass

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$
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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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17R Thornton Park Winthrop MA 02152

MLS Number 72702820

  • Single Family
  • MLS Status Active
  • Year Built 1900
  • Full Bath 1
  • Bathroom 1

Something from a fairy tale. This historic home was originally built as one of Winthrop's Narrow Gauge Railroad stations, and is one of the last remaining remnants of the entire rail system here in town. Featuring just over 1000 square feet of living area, this turn-key, pint-sized abode is the perfect condo alternative for someone who enjoys the privacy and autonomy of owning a single family home. Many of the systems have been recently replaced including windows, heat, air conditioning, hot water, and roof. Both the bathroom and kitchen feature radiant heat flooring. While this property does not have a basement, there is plenty of storage in an enormous unfinished attic space on the second floor. Please note: there is a 9ft wide easement to access the lot from the driveway of 15 Thornton Park, which is referenced in the deed.

Listed by The Hines Group, Stephen Hines and Gui Moreira of Robert Paul Properties

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$
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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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26 Tewksbury Street Winthrop MA 02152

Winthrop, MA26 Tewksbury Street

Price$629,000

Est. Mortgage: $/month

MLS Number 72702577

  • Single Family
  • Parking Spaces 1
  • Total Parking Spaces 1
  • MLS Status Active
  • Year Built 1900

Welcome to Winthrop! This townhouse is just steps from the beach where the sunrises on one end of the street and sets at the other end just over the city skyline. This spacious condo was rebuilt in 2012 out of an old church. Open floor plan from front to back with stunning wide plank floors. Stainless steel appliances and granite counter tops. Lots of cabinet space and 1/2 bath off the kitchen. Second floor features 2 bedrooms and a master suite. Master suite has walk in closet, double vanity sink and stand up shower. Second floor features 2 more good size bedrooms, a laundry closet and full bath. Attic has tons of storage and the original beams to the church. Basement has original hardwood floors recently refinished, impressive 10.5 ceilings. Just mins from the city, steps from the beach and plenty of public transportation! Winthrop has everything you need! A small flood insurance policy may be required depending on financing. LOMA on file but may need to be updated.

Listed by Elizabeth Ferrara of Cottage Hill Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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126 Locust Way Winthrop MA 02152

Winthrop, MA126 Locust Way

Price$629,000

Est. Mortgage: $/month

MLS Number 72701951

  • Single Family
  • Parking Spaces 2
  • Total Parking Spaces 2
  • MLS Status Active
  • Year Built 1969

It's time to make Winthrop by the Sea home! This completely renovated 3 bedroom 2 full bath home is true seaside living and an amazing condo alternative. The kitchen has been carefully designed to make entertaining a breeze along the expansive island and adjacent sun room. All of the rooms have been tastefully painted and the hardwood floors are gleaming throughout. Featuring tankless water heater and new high efficiency heating system. Move right in and start enjoying your evenings taking in the salt air off the large front porch! Winthrop is home to fantastic restaurants, shopping and just a short ride into Boston.

Listed by Koren Brodin and Nicole Bettano of 546 Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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63 Undine Avenue Winthrop MA 02152
Active With Contract

MLS Number 72700025

  • Single Family
  • Parking Spaces 2
  • Total Parking Spaces 2
  • MLS Status Contingent
  • Year Built 1945

This cozy cottage-style home is one street from Yirrell Beach and Coughlin Park, in the Point Shirley neighborhood. It's located at the top of a hill, and has water views. Long time owners have left it in good condition, ready for updates. With 2 bedrooms downstairs and 2 upstairs, there are hardwood floors throughout and a large, dry unfinished basement. Enclosed front porch and back entry with a green backyard, freshly painted storage shed, and 2-car driveway. Priced to sell quick.

Listed by Jared Swanson of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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60 Pebble Avenue Winthrop MA 02152

MLS Number 72698045

  • Single Family
  • Parking Spaces 3
  • Total Parking Spaces 3
  • MLS Status Active
  • Year Built 1930

Fully renovated & oversized single-family smart home with panoramic ocean and city views is now available. Five bedrooms on three levels including an oversized master bedroom with top floor deck to enjoy city sunsets during summer nights. Recent updates include 2019 triple pane windows, 2019 central AC, 2019 upgraded 200-amp electrical service with a new panel, and 2016 Williamson forced hot water boiler. Custom closets from Boston Closets included in 5th bedroom 'glam room' for all of your walk-in closet needs. Even your laundry room has city & water views! All new Samsung appliances including Smart Hub refrigerator to keep track of groceries on the go. Custom Wi-Fi light switches powered by Lutron and a multi-zone audio system are controlled by an in-wall iPad. Enjoy entertaining inside & out with Sonance in-ceiling speakers, subwoofers, and waterproof outdoor speakers powered by Sonos. Oversized deck & patio, and a brand-new outdoor shower in the back. All you need to do is move in!

Listed by Seth Williams of Ledge & Young Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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38 Almont Street Winthrop MA 02152

Winthrop, MA38 Almont Street

Price$465,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72698631

  • Single Family
  • Parking Spaces 3
  • Total Parking Spaces 3
  • MLS Status Contingent
  • Year Built 1940

Perfect home for a small family looking to own their first home! Move in ready! Spacious yard with large three car driveway and shed. Great location, within walking distance to public transportation, beach and schools. Nicely landscaped yard with patio. 1128 square feet, 3 bedrooms, 1.5 baths.

Listed by Justin Martino of Noddle Island Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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24 BEACON Street Winthrop MA 02152

Winthrop, MA24 BEACON Street

Price$599,900

Est. Mortgage: $/month

MLS Number 72685998

  • Single Family
  • Parking Spaces 1
  • Total Parking Spaces 1
  • MLS Status Active
  • Year Built 1900

BEACH, PLAYGROUND, FUN EATERIES, FERRY and BUS to the Blue Line are all close by this eight room single. There are three levels of living space and you get to decide how they best fit your needs. The price reflects the renovations that are needed, BUT the utilities are updated, there is off street parking and a small fenced in yard ready for summer enjoyment. Work at home or need space for extended family, it's here. You'll be pleasantly surprised by all the space this home offers. Winthrop is a seaside community located just six miles to Boston. Inventory is low as are interest rates. It's a great time to become a homeowner. WELCOME HOME!

Listed by The Suffolk Group and Mary Ann Cash of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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5 Oceanview Street Winthrop MA 02152

Winthrop, MA5 Oceanview Street

Price$399,000

Est. Mortgage: $/month

MLS Number 72669593

  • Single Family
  • MLS Status Active
  • Year Built 1890
  • Full Bath 1
  • Bathroom 1

Charming 3 bedroom cottage on level corner lot. Wide pine plank flooring in great condition. Spacious fenced in yard with planting beds and well established birch tree. Walk to the beach in minutes. Close proximity to shops, restaurants and highway.

Listed by Chad Smith of Mariano Smith & Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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