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Winthrop MA Real Estate

Situated at the north entrance to Boston Harbor, Winthrop is an ocean-side city in the Greater Boston area. Winthrop is located on a peninsula in Suffolk County, offering beautiful views of the Atlantic ocean on the east and the Boston skyline on the west. Winthrop is a suburban community with residents who can enjoy the town’s several beaches and recreational areas. 

Homes For Sale in Winthrop, MA

Discover all real estate for sale in Winthrop, MA. Register to save your favorite Winthrop properties and receive notifications when new listings match your search criteria! Don't hesitate to contact us with any questions or to schedule a private showing.

6-12 Jefferson Street Winthrop MA 02152

Winthrop, MA6-12 Jefferson Street

Price$5,300,000

Est. Mortgage: $/month

MLS Number 72917947

  • Multi-Family 5+ Family - 5+ Units Up/Down
  • Total Parking Spaces 123
  • Year Built 1900
  • Bathroom 198
  • Full Bath 99

This offering presents the opportunity to acquire the a 24-unit value-add portfolio located in Winthrop, Massachusetts. The property consists of a 22-unit building, 2-family home, and large parking lot located in a desirable location close to the town center. The offering consists of a collection of one and two bedroom units, large parking lot that offers future development potential as well as a long term cell phone tower lease. The offerings provides investors the opportunity to purchase a value add asset in close proximity to Boston, MA.

Listed by Kevin Benzinger of Boston Realty Advisors

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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17 Walden Street Winthrop MA 02152

Winthrop, MA17 Walden Street

Price$3,000,000

Est. Mortgage: $/month

MLS Number 72883961

  • Land Residential
  • MLS Status Active
  • Acreage 0.45

17 Walden Street is a residential development opportunity located just minutes north of downtown Boston in the seaside town of Winthrop, Massachusetts. The property is close to transit, highly accessible to jobs in Boston, and the surrounding towns, and is easily walkable to shops, restaurants, beaches, parks and other amenities located nearby in Winthrop. 17 Walden Street is an excellent investment opportunity that presents investors a multitude of alternative use and value-creation opportunities, including the possibility to redevelop the site to residential condominium or rental housing.

Listed by Christopher Sower of Cushman & Wakefield

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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17 Walden Street Winthrop MA 02152

Winthrop, MA17 Walden Street

Price$3,000,000

Est. Mortgage: $/month

MLS Number 72883930

  • Multi-Family 5-9 Family
  • Total Parking Spaces 198
  • Units 99
  • Bathroom 198
  • Half Baths 99

17 Walden Street is a residential development opportunity located just minutes north of downtown Boston in the seaside town of Winthrop, Massachusetts. The property is close to transit, highly accessible to jobs in Boston, and the surrounding towns, and is easily walkable to shops, restaurants, beaches, parks and other amenities located nearby in Winthrop. 17 Walden Street is an excellent investment opportunity that presents investors a multitude of alternative use and value-creation opportunities, including the possibility to redevelop the site to residential condominium or rental housing.

Listed by Christopher Sower of Cushman & Wakefield

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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27 Trident Avenue Winthrop MA 02152

MLS Number 72915925

  • Multi-Family 3 Family
  • Total Parking Spaces 6
  • Year Built 1900
  • Bathroom 3
  • Full Bath 3

A unique opportunity awaits with this large 3 family home in such a desirable investment location. The impressive 4 bedrooms and 1 bathroom spacious units are turn key ready with beautiful hardwood floors and an additional enclosed porch for each unit. All the hard work is done with a newer roof and newer furnaces, nothing needed but to start collecting rent in the growing Winthrop rental market. Parking isn't an issue with this property, each unit has the privilege of being assigned two off street parking spaces from the 6 spot paved driveway. Location is said to be where the value lies, and this location shows why. Leave your unit and walk minutes down the street and find yourself on the ocean front. Also enjoy the ability to travel anywhere with easy and quick access to public transportation and Logan International Airport. All this with a number of close by amenities. Currently bringing in a gross rental income of $8,000/mo with room for increase.

Listed by Jordan St. Fort of Divine Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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68 Washington Avenue Winthrop MA 02152

Winthrop, MA68 Washington Avenue

Price$1,499,000

Est. Mortgage: $/month

MLS Number 72932057

  • Multi-Family 3 Family
  • Total Parking Spaces 9
  • Bedrooms 6
  • Full Bath 3
  • Bathroom 3

Prime Washington Avenue location for this fantastic, 5000+ square foot, 3 Family Home. Each unit consists of 5 rooms, 2 bedrooms and 1 bath, spacious and well laid out with traditional floor plans, Formal entry ways, decorative fireplaces, built ins, pantry area, hardwood floors add to the charm of this solid multi -family home. There is a walk up semi finished attic, a little imagination will go a long way in incorporating this bonus living space into the already existing space. The exterior of this property was recently re-sided and decks were rebuilt, all front decks offer views of Boston Harbor. All utilities are separate and parking is plentiful, extra storage is located in the basement. Conveniently located on the bus line to Orient Heights Station or a short distance to Winthrop Beach this is an excellent owner occupied or investment property.

Listed by Susan Doig of Charlesgate Realty Group,llc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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24 Temple Avenue Winthrop MA 02152

Winthrop, MA24 Temple Avenue

Price$1,349,900

Est. Mortgage: $/month

MLS Number 72924850

  • Single Family Detached
  • Bathroom 4
  • Bedrooms 5
  • Rooms 13
  • Lot Description Level

Stunning Queen Anne Victorian in Winthrop Highlands offers an expansive floor plan w/ 5 bedrooms and 4 bathrooms. The main level features 10ft ceilings, grand entry way w/ a marble FP, newer windows, restored custom details throughout, large chef's kitchen w/ island seating, 48" professional Wolf range, Sub Zero fridge, SS dishwasher, wine cooler, granite counter tops, formal LR w/ bay windows, marble FP, ocean view, DR w/ built in cabinets, built in Bose entertainment system & cozy family room. The 2nd level offers 3 bedrooms, a master bedroom w/ bay window, ocean view, master bathroom, a main bathroom, new windows and extra storage under the stairs w/ additional washer and dryer hookups. The 3rd level had 2 additional bedroom, more storage space and bonus room with spanning ocean view. Added space in the basement and half bath makes for easy entertaining for the huge heated in-ground pool and jacuzzi and outdoor Bose speakers. An absolute must see!!

Listed by Anna Colletta of C & C Realty Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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76 Fremont Street Winthrop MA 02152

MLS Number 72934931

  • Multi-Family 3 Family
  • Total Parking Spaces 8
  • Year Built 1900
  • Bathroom 3
  • Bedrooms 6

Situated on a quiet, residential street conveniently located just outside of desirable Winthrop Center, this large victorian triple decker has been owner occupied for the past 25 years- and it shows. Notable updates include two remodeled bathrooms, new windows, new roof and new vinyl siding within the past 5 years. At the end of the huge driveway you will find a well maintained two-car garage, and a grassy backyard perfect for entertaining. This rare offering checks all the boxes of the prototypical New England multifamily, and best of all: no flood insurance needed!

Listed by Kenneth Kirk and Nathan Rock of Engel & Volkers Boston

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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799 Shirley Street Winthrop MA 02152

MLS Number 72920844

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,100
  • Waterfront

**OCEAN VIEW SUNRISE & SUNSETS** GO SWIMMING OFF YOUR PRIVATE BEACH**. Drink your morning coffee and take in the ocean air on your spacious back deck. This unit screams character with its old world charm and mindful quality updates. Two floors featuring an updated kitchen w/ brand new appliances, the entire unit is drenched in sunlight. Bathrooms on both levels of living, beautiful mahogany throughout Water views from literally every window in the house. Gleaming hardwood floors throughout. 3 large bedrooms with the option for a 4th. Separate laundry room and additional storage. Two full bathrooms. Located on the bus route and a very short walk to the Winthrop Ferry into Boston (Aquarium and Seaport) or to Marina Bay. You have to see it in person to appreciate everything it has to offer!

Listed by Kyle Cabral of Boston Capital Management,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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246 Winthrop Shore Drive Winthrop MA 02152
Active With Contract

MLS Number 72888317

  • Multi-Family 2 Family - 2 Units Up/Down
  • Bedrooms 6
  • Units 2
  • Half Baths 1
  • Full Bath 3

GREAT OPPORTUNITY!! Spectacular views from this well maintained Two Family home directly across the street from the Atlantic Ocean!! Great for an owner occupant as unit 2 is a generous size town house style located on the 2nd & 3rd floors offering 4 bedrooms, a large living room, dining area and kitchen as well as in unit laundry and two full bathrooms and is vacant waiting for a new occupant!! The first floor unit offers two bedrooms, one full bathroom and one half bathroom, a large living room, dining area, kitchen and in unit laundry. Both units have two decks each - one with ocean views and the other overlooking the fenced in back yard! Plenty of room for storage in the basement. Updated Heating-2019, Roof-2020, Siding-2018, Decks-2018 (no maintenance decking).

Listed by Maria Salzillo of J. Barrett & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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114 Pleasant Street Winthrop MA 02152

Winthrop, MA114 Pleasant Street

Price$829,900

Est. Mortgage: $/month

MLS Number 72888563

  • Single Family Detached
  • Bedrooms 6
  • Rooms 11
  • Bathroom 3
  • Acreage 0.16

One of a kind spacious historic single-family home in a lovely neighborhood. Maintained by generations of prudent live-in owners. This home features 2 car garage and full size basement along with 6 bedrooms and 2 1/2 bathrooms. 3rd floor comes with a separate bathroom which offers nice alternative to be used as living room and bedroom for your in-laws or family members. Entry foyer has original stainless glass windows and a one of a kind hardwood floor design. Working fireplace provides for special family dinners. Recently remodeled kitchen offers stainless stell appliances, granite tops and brand new custom made cabinets. Plenty of storage space, closets, hardwood flooring and original craft woodwork and eye-catching details throughout. The house features newer roof, newer composite decking / porches front and back, newly paved driveway and recently installed brick patios and walkway. Whether you like entertainment or prefer some quiet time this is a home for you.

Listed by Dalibor Konchar of Argos Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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89-R UPLAND Road Winthrop MA 02152

Winthrop, MA89-R UPLAND Road

Price$799,900

Est. Mortgage: $/month

MLS Number 72810741

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

OPPORTUNITY KNOCKS IN 2022, FOR THAT WATERFRONT HOME.........A HIDDEN ESCAPE, DIRECT OCEANFRONT, 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. ***NO FLOOD INSURANCE NEEDED***

Listed by Sharon Tallent and David Tallent of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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43 Tileston Road Winthrop MA 02152
Contingent

MLS Number 72934676

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,935

NEW CONSTRUCTION! END UNIT, 3 BR 2.5 BA townhome in great location, almost 2000 SF of living space, with 2 off-street parking spaces for each unit. Space for home office on second floor, spacious basement with bulkhead doors, and a "penthouse" master bedroom suite on the top floor with sliders opening onto an incredible roof deck. Nest thermostat and Navien heat, 3 heating and cooling zones. Brick patio off kitchen / family room. In-unit laundry, and plenty of closets / storage. NOT in a flood zone. Condo fee estimated at $140 per month.

Listed by Mike Cercone of Scollay Square Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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