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!

37 Pleasant Park Road Winthrop MA 02152

Winthrop, MA37 Pleasant Park Road

Price$590,000

Est. Mortgage: $/month

Open House

MLS Number 72624897

  • Single Family
  • Next Open House: Sat 29th 11:00 am - 1:00 pm
  • Parking Spaces 2
  • Total Parking Spaces 2
  • Year Built 1906

Situated on a nice quiet street this home is not to be missed. Location offers access to walk to bus stop, train, parks and restaurants. Home has been well maintained with addition added on for new kitchen just 3 years ago. Recent upgrades also include full bath on 1st floor, new water heater, paved driveway, full electric upgrade. The beautiful kitchen includes quartz counter tops and stainless steel appliances. Cozy breakfast nook off the kitchen that leads out to nice size fenced in back yard. 1st floor new bath w/heated floor. 2nd features 3 bedrooms, full bath and an office. Third floor has additional flex space to be used as bedrooms or more living space. The basement has new set of stairs that offers another bath and partially finished space that could be spruced up for more additional living space for guest or playroom. This home is move in ready and maintains allot of its originally charm along with modern upgrades. Discover Winthrop just mins from the city and the beach.

Listed by Elizabeth Ferrara of Cottage Hill Real Estate

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$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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251 Court Road Winthrop MA 02152

Winthrop, MA251 Court Road

Price$799,999

Est. Mortgage: $/month

Open House

MLS Number 72622589

  • Single Family
  • Next Open House: Sun 1st 12:00 pm - 2:00 pm
  • Garage 1
  • Parking Spaces 3
  • Total Parking Spaces 4

***Open House Sunday March 1st 12-20*** Developers & Handy Owner Occupants Take Notice! Haven't you always dreamed of living on the water? Well then feast your eyes on this beautiful single family on ocean front Court Rd, Winthrop's most sought after street! This brick single family offers unobstructed views of the ocean and will require a complete and total gut renovation. This property has enormous potential. Your own private pier may be obtainable with this home. Winthrop by the sea offers a private golf course, beaches, yacht clubs, and multiple new restaurants and shops. Accessible by MBTA buses and our very own water ferry! This home requires extensive renovations and the location and view are priceless. This is a 9000+ sqft Lot and the water views are spectacular. Imagine all of the memories you will make hosting backyard BBQs as the sun goes down over the harbor and the city skyline fades out of view.

Listed by Jonathan Mathews of Keller Williams Realty Boston-Metro | Back Bay

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$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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9 Dolphin Avenue Winthrop MA 02152

Winthrop, MA9 Dolphin Avenue

Price$529,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72621519

  • Single Family
  • Parking Spaces 3
  • Total Parking Spaces 3
  • Year Built 1920
  • Full Bath 1

Beautifully renovated single family steps to Winthrop Beach! Improvements include new roof, new heating & hot water systems and hardwood floors. The brand new kitchen features granite counter tops, white shaker soft-close cabinets and Samsung appliances. Bonus space includes a partially finished basement and a spacious sun-filled mud room leading out to the rear deck/fenced in yard. With close proximity to Downtown Boston but the feel of a quiet town, come see why so many have found Winthrop to be the perfect place to call home!

Listed by Laurie Acone of EVO Real Estate Group, LLC

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$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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146 Grand View Avenue Winthrop MA 02152

Winthrop, MA146 Grand View Avenue

Price$540,000

Est. Mortgage: $/month

MLS Number 72620929

  • Single Family
  • Garage 2
  • Parking Spaces 2
  • Total Parking Spaces 4
  • Year Built 1927

Amazing views of Boston from this oceanfront 2 bed 2 bath bungalow. Features hardwood flooring throughout the house. Enter into the wide open sun filled kitchen, living ding area combo with a little extra space for a desk/office while looking out at Boston and the ocean. Kitchen has a large island, lots of cabinet storage and plenty of windows to enjoy ocean/city views from your kitchen/living/dining combo area combo. Large master bedroom with full bath as well as a laundry closet/room and 2 additional closets with custom built storage areas above each closet. Second bedroom also features large closet with custom storage area above the closet and access to rear porch. Exterior is maintenance free vinyl, pvc decking and railings. Large ramp access to rear porch. 2 car garage plus 2 additional parking spots! Newer roof and central air. Basement has high ceilings leaving room for expansion.

Listed by Michael Quilty of Return Realty Group, Inc.

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$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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19 Johnson Avenue Winthrop MA 02152

MLS Number 72616095

  • Single Family
  • Parking Spaces 2
  • Total Parking Spaces 2
  • Year Built 1900
  • Full Bath 2

A large single family home located on one of the most desirable streets in Winthrop. A long time family home that has been impeccably maintained and offers four levels of living, 5 bedrooms, 2 baths, off-street parking, marble fireplace, ocean views and much more! With a breezy, light filled sunroom, completely finished basement and in-ground gunite pool, this home is perfect for summer entertaining. Great location - just steps to Cottage Park Yacht Club, and minutes to Downtown Boston by via MBTA or water ferry. Close to beaches, restaurants, shops and more! Great Home in a Great Location!

Listed by Edward Deveau of Century 21 Mario Real Estate

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$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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$650,000

Est. Mortgage: $/month

Open House

MLS Number 72615934

  • Single Family
  • Next Open House: Sun 1st 12:00 pm - 1:30 pm
  • Parking Spaces 2
  • Total Parking Spaces 2
  • Year Built 1900

Prime location with endless opportunities! Welcome to Winthrop-By-The-Sea the small town feel while being only a short drive to Boston. This location can't be beat, situated directly across from Massa Park, a quick stroll to Winthrop's center offering restaurants and shops, and short distance to Winthrop yacht club and Winthrop beach. First floor offers one bedroom, kitchen, living room, full bath, sun drenched sunroom, and walk out deck with fenced in yard! The second floor offers two bedrooms, full bath, living room, and a kitchen. The third floor offers a large bonus bedroom with walk in closet. Also a paved driveway with two parking spots!

Listed by April Contrado of Dream Realty

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$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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136 Pauline Street Winthrop MA 02152

Winthrop, MA136 Pauline Street

Price$629,000

Est. Mortgage: $/month

MLS Number 72595957

  • Single Family
  • Year Built 1900
  • Full Bath 2
  • Bathroom 3
  • Half Bath 1

NEW FROM THE STUDS IN GUT REHAB: NEW KITCHEN, NEW BATHS, NEW HARDWOOD FLOORS & LIGHT FIXTURES, NEW PLUMBING, NEW HEATING, NEW ROOF, NEW ELECTRIC PANEL AND SERVICE, AND HARVEY CLASSIC WINDOWS THROUGHOUT (including basement), and A SPECTACULAR ARRAY OF FINISHES! New white Shaker kitchen with Fantasy Brown Stone quartzite and black SS appliances, custom hood, d/w, garbage disposal. Open concept living room with new custom ship-lap fireplace, dry bar with undercounter wine fridge. Master BR suite has double closets, giant walk-in shower with Kohler rainhead, double vanity and custom frameless glass shower doors. French doors lead to new composite back deck, overlooking large backyard. Walk-out basement with expansion possibilities. Spray foam insulated throughout, including attic. Craftsman style trim on doors and windows, matte black door levers and hinges. Visitors have said, “Nothing like it in Winthrop!” Please be sure to view the attached document about parking.

Listed by Mike Cercone of Scollay Square Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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114 Plummer Avenue Winthrop MA 02152

Winthrop, MA114 Plummer Avenue

Price$634,900

Est. Mortgage: $/month

Open House

MLS Number 72588534

  • Single Family
  • Next Open House: Sun 1st 12:00 pm - 2:00 pm
  • Garage 1
  • Parking Spaces 1
  • Total Parking Spaces 2

New Price adjustment.!!! Location, Location, Location !!! This gracious 4 bedroom light filled Colonial home is located in a family neighborhood just a stone's throw from the beach. No Flood Insurance Required. This home boasts beautiful refinished hardwood floors throughout. It has two working fireplaces and an office/t.v. room. Built in cabinet in the formal dining room. The bedrooms are all a generous size. The spacious living room is 26ft x 13ft and is great for entertaining, and features an oversized brick fireplace. The basement has a bonus room and features a full bathroom. Large eat in kitchen with new granite countertops and floors. A newer furnace, roof and gutters. This is the perfect family home. Close to Public Transportation. Convenient to both Boston and the North Shore. Motivated seller, will review all offers.

Listed by Joe Quigley, Kathleen Dailey and Dona Fraenkel of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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142 Washington Avenue Winthrop MA 02152

Winthrop, MA142 Washington Avenue

Price$749,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72574481

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

Exquisite and elegant Victorian style single family with ocean/bay views. Remarkably well preserved with original, newly refinished wood floors throughout. Spectacular, hand carved mahogany wood railings encase the oversized wide turn staircase. Pocket door leading to an expansive living room with ocean views. Original tile surround fireplace with hand-carved adornments. Built-in bookcase in living room and hutch in dining room Original brass footed claw foot tub and pedestal sink in 2nd floor bathroom. The well preserved interior architecture of this home offer substance and style of its classic era. Newly painted exterior, restored front and back porches and freshly landscaped yard. This truly magnificent home is located only a 15 minute drive from downtown Boston and offers easy access to major routes and highways. A five minute walk to the bus to Blue Line Station and seasonal ferry service to downtown Boston is an easy walk.

Listed by Linda Otero of Century 21 Mario Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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 Grand View Avenue Winthrop MA 02152

Winthrop, MA60 Grand View Avenue

Price$576,000

Est. Mortgage: $/month

MLS Number 72496610

  • Single Family
  • Parking Spaces 1
  • Total Parking Spaces 1
  • Year Built 1920
  • Full Bath 1

A charming cottage offering unobstructed panoramic water views has arrived. Watch the waves and city lights through large front windows on the enclosed porch. The first floor offers a large stone fireplace, and is adorned with hardwood architectural features and a powder room off of the kitchen. There are three bedrooms, a full bath, and large closets on the second floor. Uncommon to cottage offerings, the second floor features a generous ceiling height. The oversized yard has been well maintained and is ready for your next family gathering. This property has been thoroughly cared for for many years including electric and heating upgrades as well as new windows. Easy access to a park, tennis/basketball court, jogging trails, public transportation and, of course, the beach! Flood Insurance Required

Listed by The Eruzione Group and Leighann Eruzione of Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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