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!

32 Marshall Street, Winthrop, MA

Price$337,500

Est. Mortgage: $/month

MLS Number 72433579

  • Single Family
  • Parking Spaces 3
  • Year Built 1900
  • Full Bath 2
  • Bathroom 2

Great price reduction!!. Property is being marketed as is . Outstanding order for public safety & health issues ....see attached Order of Corrections. Buyer would have to acknowledge & accept corrections order/work with town to get issues resolved as soon as possible. Property is not habitable. Systems will not be on for home inspection or appraisers. Will NOT pass conventional, FHA,VA and will exceed 203K Renovation Loan guidelines. Cash or Construction loan only. Seller is looking for a quick close. Buyer to confirm property usage with Building Inspector to their satisfaction. Seller & listing agent make no warranties or representations. DO NOT USE REAR STAIRS! FLASHLIGHT NEEDED FOR BASEMENT. AT NO TIME IS BUYER ALLOWED ON PREMISES WITHOUT THEIR AGENT.

Listed by Elizabeth Wood of Tache Real Estate, Inc.

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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156 Winthrop, Winthrop, MA

Price$689,000

Est. Mortgage: $/month

MLS Number 72432529

  • Single Family
  • Parking Spaces 4
  • Year Built 2018
  • Full Bath 3
  • Bathroom 4

New Construction just mins from Boston! This home is a show stopper with so many great features that you have been looking for! Open floor plan great for entertaining. kitchen has a pantry, island, and quartz countertops and a 1st floor 1/2 bath. 2nd floor features 2 bedrooms one with master bath with beautifully tiled floor. Laundry and guest bathroom off hallway. Third floor offers another large bedroom with bath. Third floor can be a bedroom, play room or extra living space. Thoughtfully designed for growing families, down-sizers, & young professionals. Basement has high ceilings and tons of potential to be finished. Great size fenced in backyard, stone patio, and large driveway. Home features Solar Panels to provide energy efficient heating and cooling! Fully insulated with spray foam and also features air exchange system to keep the air quality in the home at its best! Wonderful details in bathrooms and kitchen makes this home a step above the rest! Taxes estimated.

Listed by Elizabeth Ferrara of Cottage Hill Real Estate

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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505 Pleasant Street, Winthrop, MA

Price$589,900

Est. Mortgage: $/month

MLS Number 72432567

  • Single Family
  • Parking Spaces 3
  • Year Built 1925
  • Full Bath 2
  • Bathroom 2

Welcome to this charming updated Colonial home with Harbor views in a desirable neighborhood. Relax and watch the boats go by from your enclosed front porch. Enter into a grand foyer that leads to an open living rm/ dining rm combo with beautiful ledger stone accent wall, two matching china cabinets and sparkling gray tinted hardwood floors. Ultra modern cabinet kitchen is equipped with SS appliances, granite counters, hardwood flooring and mudroom. Spacious second floor has 3 bedrooms, generous closet space and newly updated full bath with Jacuzzi tub. Additional den/ office room on second level leads to a third floor master suite with an additional full bath, cathedral ceiling, storage and water/ city views! Winthrop offers a new state of the art High/ Middle school. Additional amenities include a 9 hole golf coarse, 3 Yacht Clubs, miles of beaches and Town owned Ferry transportation . Gas conversion in 2012, new hot water heater in 2017, roof replaced in 2011.

Listed by Domenico Cirelli and Linda Calla of Coldwell Banker Residential Brokerage - Winthrop

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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93 Grovers Avenue, Winthrop, MA

Price$849,000

Est. Mortgage: $/month

MLS Number 72431950

  • Single Family
  • Parking Spaces 2
  • Year Built 1906
  • Full Bath 2
  • Bathroom 3

This grand waterfront Victorian is defined by sweeping ocean views and extraordinary original architectural details. Its three stories communicate the grandeur of an earlier age of craftsmanship, featuring a gracious entry foyer with dramatic staircase and charming fireplace, expansive rooms, magnificent high ceilings (many with ornate original tin), giant pocket doors, original hardwood floors, and a full butler's pantry. full in-law apartment. Town records show the property as a two-family, and there is a separate suite on third floor (living room/kitchen/1-bedroom/full bath) with its own exterior entrance. Property elevation means NO flood insurance is currently required - a rare bonus with water views like these and the beach just steps away. Unique properties like this rarely become available in the desirable Winthrop Highlands neighborhood. What spectacular potential! Join us this weekend for Open Houses on Saturday and Sunday.

Listed by Brianne Grady and Stephen Hines of Robert Paul Properties

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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 Triton Avenue, Winthrop, MA

Price$520,000

Est. Mortgage: $/month

MLS Number 72428506

  • Single Family
  • Parking Spaces 2
  • Year Built 1966
  • Full Bath 2
  • Bathroom 2

Adorable ranch sits on a corner lot with city views awaiting new owners! Enter to a fireplaced living room, three good sized bedrooms with spacious closets, a bright kitchen connecting to a formal dining room, double sinked bath, hardwood floors throughout and lots of natural light. Unique hand-painted renovations in the basement boast a huge family room with pool table, custom-made light fixture, bonus room, three large storage closets, separate laundry room and second bathroom. This property also offers a fenced in yard, deck for entertaining, two car garage and paved driveway.

Listed by Leighann Eruzione of Robert Paul Properties

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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 Bartlett Road, Winthrop, MA

Price$525,000

Est. Mortgage: $/month

MLS Number 72424515

  • Single Family
  • Parking Spaces 3
  • Year Built 1884
  • Full Bath 1
  • Bathroom 3

This beautiful and very spacious Victorian Colonial in need of tlc and updates,has a lot of beautiful details. You enter into a fireplace foyer with high ceilings and staircase leading to second floor. French doors lead you to a large living room with hardwood floors, bow window with window seat, a formal dining room with a fireplace, hardwood and window seat high ceilings, a kitchen, and bath. Second floor offers three large bedrooms and a full bath. Hallways have lots of closets and laundry is on this floor. As you continue thru the home on the third floor you have kitchen, half bath and a very large great room. There are lots of closets and pantries. The home offer two gas heating systems and two hot water heaters. There is a nice yard with a one car garage and 4 car parking along with a beautiful wrap around porch for summer enjoyment. Two blocks from the ocean and close to stores and transportation. Home needs some work. Showings start 11/18/18 Sunday 11 to 1.

Listed by Rhonda Combe of Littlefield Real Estate

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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 Elliot Street, Winthrop, MA

Price$345,000

Est. Mortgage: $/month

MLS Number 72420168

  • Single Family
  • Parking Spaces 4
  • Village Point Shirley
  • Year Built 1900
  • Full Bath 1

NEW TO MARKET !!!! Conveniently located on the North Shore of Boston and in close proximity to the City. Bungalow style home includes your own driveway, backyard and deck. Sun-room in the front of the home, great place to enjoy your morning cup of coffee during the warmer months. Restaurants and shops near by. Winthrop is home to an active surfing community, yacht club and beach, also located close to Deer Island State Park. Possible expansion to gain water views of the Bay. Great alternative to a condo or town home, wonderful opportunity for first time home owners, pet owners and working professionals that require public transportation into the city.

Listed by Nora Tarbi and Brian S. McCarthy of McCarthy & Gratta RE

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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32 Prospect Avenue, Winthrop, MA

Price$475,000

Est. Mortgage: $/month

MLS Number 72415873

  • Single Family
  • Year Built 1900
  • Full Bath 1
  • Bathroom 1
  • Bedrooms 3

Lovely antique home with many period details still remaining. The entry way foyer features hardwood floors and lovely stained glass windows on each side of the door. The kitchen has stainless steel appliances, granite counter tops and hardwood floors. The formal dining room boasts a beautiful fireplace, built-in china cabinet and hardwood floors. There are 3 bedrooms, each with wood floors, on the second floor and the 3rd floor has what could be used as a 4th bedroom and a den/study. The wide front porch is perfect for summer relaxation! Some work is needed to really made this home shine and it is being sold AS IS.

Listed by Linda Saucier of Keller Williams Realty Colonial Partners

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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39 Triton Avenue, Winthrop, MA

Price$490,000

Est. Mortgage: $/month

MLS Number 72411709

  • Single Family
  • Parking Spaces 3
  • Village Winthrop Harbor area
  • Year Built 1945
  • Full Bath 2

Looking for features and location? Then look no further than this 3 bedroom/2 bath Yirrel Beach Colonial. Situated a short walk to the beach, harbor, park and bus stop, this location cannot be beat! Even the savvy buyer will be impressed by the many features including gleaming hardwood floors, newer kitchen, first floor master bedroom, updated baths, and LED lighting. Improvements include a second floor which boasts a wonderful home office, 2 additional bedrooms, newer bath and custom closets! The new buyer will enjoy a newer heating system with central air, updated roof, windows, and siding, plus attic space that provides room for further expansion! All this plus a great deck, fenced yard, perennial garden and patio space perfect for entertaining!

Listed by Derek Nolan of Berkshire Hathaway HomeServices Town and Country Real Estate

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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22 vine, Winthrop, MA

Price$454,900

Est. Mortgage: $/month

MLS Number 72410024

  • Single Family
  • Parking Spaces 2
  • Year Built 1900
  • Full Bath 1
  • Bathroom 2

Open House canceled Saturday, October 27th due to Nor' Easter New to Market -- Will Not last, Gorgeous 5 bedroom 1 1/2 bath Single Family Home - 1st floor consists of Living room-dining room and eat in Kitchen, add to that an office or 5th bedroom, 2nd floor has a master bedroom and additional bedroom and the 3rd floor consists of the 4th and 5th bedrooms. The gas heating system was installed less than 7 months ago and the improvements to the yard are noticeable, There is a sliding glass door off of the kitchen onto a new deck. The yard is complete with a lush green lawn and there is two car tandem off-street parking.

Listed by Darlene Minincleri of MP Realty Group

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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214 Court Road, Winthrop, MA

Price$639,000

Est. Mortgage: $/month

MLS Number 72408079

  • Single Family
  • Parking Spaces 2
  • Year Built 1910
  • Full Bath 2
  • Bathroom 2

Large center entrance single family home in most desirable Winthrop neighborhood. Four bedrooms and two full baths, large living / dining room with fireplace and stove. Extra large et in kitchen enclosed front foyer great for entertaining. Two car garage in rear of property is accessed off Loring Rd.

Listed by George N. Triant of Triant Real Estate

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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191 The STRAND, Winthrop, MA

Price$550,000

Est. Mortgage: $/month

MLS Number 72400352

  • Single Family
  • Parking Spaces 2
  • Year Built 1920
  • Square Feet 756
  • Lot Description Flood Plain

A place on the beach... It is a dream, a thought, an aspiration. This property contains a cottage(gutted), shed, and 6200+ sq ft of land. It holds great potential and opportunity. Create a year round home or a staycation destination. Walking trails, sky line views, public transportation, and seasonal Ferry to Boston. Sold "As Is". Cash deal is ideal! Flood zone VE. Elevation Certificate attached.

Listed by Sheryl Howard of Cottage Hill Real Estate

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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4 Harbor View Avenue, Winthrop, MA

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72398156

  • Single Family
  • Parking Spaces 2
  • Year Built 1850
  • Full Bath 2
  • Bathroom 3

These extraordinary views will take your breath away. Reinvented & rebuilt from stem-to-stern in 2018, Four Harbor View takes full advantage of its striking location with walls of glass and decks on every level. With commanding views across the Harbor to the twinkling Boston skyline, design decisions optimize your seaside experience, including sleek contemporary tempered-glass deck railings. First-floor offers tremendous open-plan space with perfect layout for entertaining and wonderfully comfortable everyday living. Delight in the bright interior, or step out onto the deck to bask in the sun with your coffee or dine overlooking the water. A serious cook's kitchen offers expansive Carrera marble counters, Viking Professional 6-burner gas range, Sharp drawer microwave. Bright, spacious Master Suite w/elegant bath/closet. Giant top-floor Great Room & deck. 3 add'l bedrooms. Quality-built: Anderson Storm Watch windows, Azek decking. Dock your boat at the marina just steps away!

Listed by Brianne Grady and Stephen Hines of Robert Paul Properties

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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50 bates Avenue, Winthrop, MA

Price$499,900

Est. Mortgage: $/month

MLS Number 72394256

  • Single Family
  • Parking Spaces 2
  • Year Built 1900
  • Full Bath 1
  • Bathroom 2

Winthrop By The Sea features a brand new high school and middle school with state of the art sports complex, many new restaurants, multiple yacht clubs,and a golf course. Large 4 bedroom victorian corner lot with 2 large additional finished rooms with heat in walk up attic! Hardwood floors throughout entire house. Main level features a good size kitchen, large dining room and living room, 1/2 bath and foyer with fireplace. Level 2 has 4 bedrooms with hardwood floors and a full bath.Up to level 3 with 2 additional heated rooms currently used for storage perfect for 2 additional bedrooms...Over 2500 sq ft of living space not including the heated walk up attic. Massive potential.. Priced accordingly to work/updates needed....

Listed by Michael Quilty of Return Realty Group, Inc.

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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142 Washington Avenue, Winthrop, MA

Price$839,300

Est. Mortgage: $/month

MLS Number 72393277

  • Single Family
  • Parking Spaces 4
  • Year Built 1892
  • Full Bath 2
  • Bathroom 2

Magnificent views throughout this beautiful, classic Victorian home located outside the flood zone. Built-in 1892 on a large double lot of approximately 12,699 sq. ft, this 3-story home boasts a Grand Sea Captain central staircase, detailed moldings, hand-painted ceiling murals from the era, Chelsea Tile fireplace, Victorian Era "maids' stairs," formal living and dining room, and more. The interior architecture and characteristics have been well preserved. This magnificent home has views of Winthrop and Boston Harbors, with views of Winthrop Harbor through the Boston Harbor Channel, out to the Harbor Islands and all the way to Quincy. The grounds are beautiful in spring and for summertime fun. An enclosed two-car garage will protect your vehicles from the weather, while a long driveway provides ample off-street parking. This is simply a lovely home, in a small town, yet only 12 - 15 minutes by car to Government Center.

Listed by Michael Russo of Particip8 Realty LLC

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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440 Revere Street, Winthrop, MA

Price$435,000

Est. Mortgage: $/month

MLS Number 72392069

  • Single Family
  • Parking Spaces 2
  • Year Built 1910
  • Full Bath 1
  • Bathroom 2

What a way to start every day! let this sellers job relocation be the reason for your new home location! Whether down sizing, condo alternative or 1st home, let this ocean style way of life be yours. Located directly across from short beach, this warm and inviting home has a 1st floor open concept, living room has wide plank floors, high ceilings and lots of windows for natural sunlight, the Updated kitchen with SS appliances, new bosche dw, soft close cabinets, dinning bar,leather finish granite counters, tile floor,recessed lighting and the beautiful tiled back splash ties this kitchen all together, then add the first floor 1/2 bath plus the custom built wall unit in front entrance, now even entertaining is an ease. Both 2nd floor bdrms have cathedral ceilings, hardwood floors and each has access to decks providing incredible views morning & evening,don't forget 2nd fl full bath, Nest thermostats, new front plantings, corrode free exterior lighting, NEW ANDERSON Windows & doors.

Listed by Marianne Simeone of Coldwell Banker Residential Brokerage - Topsfield

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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 Maryland Avenue, Winthrop, MA

Price$385,000

Est. Mortgage: $/month

MLS Number 72384985

  • Single Family
  • Parking Spaces 2
  • Year Built 1957
  • Full Bath 1
  • Bathroom 1

A great opportunity doesn't knock that often in this hot real estate market but here is your chance to purchase a move-in condition 3 bedroom Point Shirley cape for under $450,000.00. This delightful 3 bedroom cape offers a picture perfect setting and a brand new granite/stainless kitchen, open floor plan ideal for family gatherings, a first floor bedroom, golden wood floors, new rear deck and perfect size yard. There is off street parking and a new roof. Come visit this inviting home is beautiful Winthrop by the Sea, only minutes to the great city of Boston at a price you can afford. Travel to Boston by auto, the T and the town owned water shuttle takes only minutes. Winthrop is a boaters dream come true with two marinas and three yacht clubs. Winthrop also has three new schools, miles of beaches and seaside sidewalks and press acclaimed restaurants.

Listed by Jonathan Polino of Highland Real Estate

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Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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

Price$1,545,000

Est. Mortgage: $/month

MLS Number 72329997

  • Single Family
  • Parking Spaces 3
  • Year Built 1930
  • Full Bath 1
  • Bathroom 2

Ocean front property located on Winthrop's most sought-after street! This brick single family offers unobstructed views of the ocean. This property has so much potential. Your own private pier is obtainable with this home. Winthrop by the sea offers a private golf course, beaches, yacht clubs, and multiple new restaurants and shops. It's home to a new middle and high school along with a brand new track and field. Boston is accessible by MBTA buses and our very own water ferry! This home requires extensive renovations but the location and view are priceless. This is a 9000+ sqft Lot and the water views are spectacular.

Listed by Mark Sciaraffa of Century 21 Seaport

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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