Winthrop Single-Family Homes

The homes for sale in Winthrop MA offer a wide variety of architecture, elegance and quality crafted detail. They date back to the late 1800’s and as recently as 2010. The homes for sale in Winthrop MA are late 1800 Queen Anne Victorians, Colonial Revivals, Greek Revivals, Italianates, Gothic Revivals, Ranches, Colonials and luxury high rise ocean front condominiums. With Winthrop's majestic ocean and Boston harbor and skyline views and its great convenience to Boston, the homes of Winthrop offer incredible value. LIFE IS BETTER IN WINTHROP BY THE SEA!

251 Court Road, Winthrop, MA

Price$1,595,000

Est. Mortgage: $/month

MLS Number 72329997

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

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 Seacoast

{$agent->Name}

Highland Real Estate
75 Crest Avenue
Winthrop MA, 02152
Office: (617) 846-8000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

153 Court Road, Winthrop, MA

Price$1,025,000

Est. Mortgage: $/month

MLS Number 72324156

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 5
  • Village The Maze

This distinguished waterfront home features a rare level of craftsmanship and materials, stunning views of Boston Harbor and the City skyline, your own private dock, and a delightful seaside lifestyle. Imagine...just minutes from Boston, you can grab your kayak for a sunset paddle and grill on the deck while drinking in a spectacular sunset and tranquil water views. Who knew?! This Queen Anne masterpiece is set in Winthrop's premier neighborhood, The Maze. Built in the glorious era of the early 20th-century, it exemplifies the grace and high standards of the day. Masterful architectural details abound - carved newels and balustrades, delightful window details, stained glass, glowing fir floors. Handicapped access features and entry ramp may be helpful to some buyers. Outside, mature trees and dappled sunshine grace this oversized quarter-acre fenced lot. The property has riparian rights and steps down to its private waterfront beach. Enjoy easy access to public transport to Boston.

Listed by Brianne Grady of Robert Paul Properties

{$agent->Name}

Highland Real Estate
75 Crest Avenue
Winthrop MA, 02152
Office: (617) 846-8000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

156 Sewall Avenue, Winthrop, MA

Price$995,000

Est. Mortgage: $/month

MLS Number 72313847

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 4
  • Village Highlands

Oceanview home perfect for a multigenerational family. Fabulous views from all of the rooms on the first floor; vaulted ceilings provide an open and spacious feel flowing from fireplaced living room to updated kitchen and dining area to cathedral ceiling family room overlooking private yard. Three bedrooms on the second floor with beautiful hardwood floors, two have ocean views, and an updated bath. The third level, added in 2000, features a master suite with fireplaced sitting area, full bath, fabulous walk in closet and additional room for a home office or family room. A four room inlaw suite on the lower level is perfect for college students, au pair or visitors. Great location just across from neighborhood beach with access for swimming, kayaking or sunset watching.

Listed by Pat Sullivan of Century 21 Seacoast

{$agent->Name}

Highland Real Estate
75 Crest Avenue
Winthrop MA, 02152
Office: (617) 846-8000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

98 W Shore Drive, Winthrop, MA

Price$789,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72324770

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 5
  • Year Built 1980

**DIRECT OCEAN FRONT & COMPLETELY RENOVATED!** Wake up to ocean views from this 3,000 sq ft 5bedroom 2.5bath colonial. This home features a spacious open floor plan & tons of natural light! This home is loaded with upgrades including hardwoods throughout, first floor laundry, recessed lighting, new electrical, vinyl siding, plumbing & central a/c. One of a kind chefs dream kitchen featuring new white high-end cabinets, gas range, fantasy granite & island great for entertaining. The second floor features all hardwood floors & direct ocean views from all bedrooms. The master suite features a sitting area, huge walk in closet, & full bath w/ custom tiled shower and double sink. Walk up 3rd floor with new carpet great for teen suite or play room. Nothing to do but turn the key and move in! **Open house Saturday May 12 11-3PM**

Listed by James Gattuso of Mayflower Realty Group

{$agent->Name}

Highland Real Estate
75 Crest Avenue
Winthrop MA, 02152
Office: (617) 846-8000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

175 Pleasant Street, Winthrop, MA

Price$749,000

Est. Mortgage: $/month

MLS Number 72298514

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 4
  • Year Built 1896

Colonial Revival 1896. Stately 8+ room home on a corner lot with two car garage. Gorgeous living room, dining room with fireplaces, high ceilings and French doors. Beautiful kitchen newer cabinets, breakfast island and Brazilian teak flooring. Heated front porch leads into home with fabulous staircase and all wood flooring. There is a den as well and bath on first floor. Second floor landing is sunfilled with large window . /there are four lovely bedrooms with ample closets and lovely bathroom with heated floor, plus walk up attic . Basement has Steam room, bathroom and finished rooms with tile flooring.. Home has many updates. Close to Boston and Logan. Welcome to Winthrop by the Sea.

Listed by Peggie Gilbert of Coldwell Banker Peggy Carter Team

{$agent->Name}

Highland Real Estate
75 Crest Avenue
Winthrop MA, 02152
Office: (617) 846-8000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

24 Maryland Avenue, Winthrop, MA

Price$675,000

Est. Mortgage: $/month

MLS Number 72303460

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 4
  • Year Built 1950

***MILLION DOLLAR VIEW FOR HALF THE PRICE*** This amazing brick offers you an open floor plan with panoramic ocean views. Enjoy the breathtaking views of the Boston skyline from the eat in kitchen. Sit in your backyard, patio, or private beach and enjoy the sunset and cool ocean breeze as the sailboats drift by. A once in a lifetime opportunity to create your own oceanfront paradise. Just minutes from Boston, multiple yacht clubs, golf course, and a some of Winthrop's best restaurants. This can be your dream home, one of a KIND***Property needs some updating, brand new heating systems, two car garage with a deck on the top of the garage, lot next to the house is for sale, can be sold as a package. DOCK RIGHTS,BEACH RIGHTS. Seller is fixing the Sea Wall. Property is Lot D as shown in the map.

Listed by Simone Schettino of Century 21 North East

{$agent->Name}

Highland Real Estate
75 Crest Avenue
Winthrop MA, 02152
Office: (617) 846-8000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

156 LOCUST Street, Winthrop, MA

Price$650,000

Est. Mortgage: $/month

MLS Number 72266326

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 4
  • Year Built 1870

SEASIDE LIVING CAN BE YOURS, A MUST SEE TO APPRECIATE ALL IT HAS TO OFFER.........This very spacious, Contemporary four plus bedroom home was completely remodeled in 2002 and has 2 gas heating systems and offers central A/C. Great first floor layout for entertaining with a gas fireplaced living room, a full bath, dining room open to the kitchen, sliders to a large deck and private rear yard and off street parking for 3 cars. The second floor offers large bedrooms, a full bath and a master suite with a cathedral ceiling, master bath with jacuzzi tub and seperate shower. Top floor deck with spectacular ocean views........Life is better in Winthrop by the Sea!. Discover and enjoy small town living only minutes to the great city of Boston !!!

Listed by Sharon Tallent and Virginia Brown of Highland Real Estate

{$agent->Name}

Highland Real Estate
75 Crest Avenue
Winthrop MA, 02152
Office: (617) 846-8000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

43 Lowell Road, Winthrop, MA

Price$649,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72329255

  • Single Family
  • Bathroom 2
  • Full Bath 1
  • Bedrooms 5
  • Year Built 1900

Desirable location in highly requested MAZE area. Beautifully landscaped front lawn with welcoming porch with built in fan for those hot summer days. Walk into inviting front hall with decorative staircase and gleaming hardwood floors through out. First floor offers a nice size living room with fireplace that opens up to dining room. Kitchen features granite counter tops and by the back door half bath. Basement features Owens Corning finishing system with a walk out to backyard and deck with retractable sun cover. Second floor has 4 bedrooms and full bath. Walk up attic features another good size bedroom. Massport windows and doors through out. Central air and 2 heating and cooling zones. Updates include 7 year old heating system and 1 year water heater. This is home is ready for its next owners to make their own. Enjoy maintenance free siding and windows. Great large yard for entertaining. Walk to many local restaurants, beaches parks and much more. Bus stop one block away.

Listed by Elizabeth Ferrara of Cottage Hill Real Estate

{$agent->Name}

Highland Real Estate
75 Crest Avenue
Winthrop MA, 02152
Office: (617) 846-8000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

116 Court Road, Winthrop, MA
Active With Contract

MLS Number 72328489

  • Single Family
  • Bathroom 1
  • Full Bath 1
  • Bedrooms 3
  • Village The Maze

A beautifully updated Dutch colonial, on a picturesque tree-lined street is ready for you to call it home! Walking into the expansive living room, you will find a fireplace surrounded with original built-ins, 8'6 foot ceilings featuring crown molding and decorative beams, and a sun room that can be used as a den/play room/office. The dining room maintains the same New England character with crown molding, wainscoting, and a large built in China cabinet. The kitchen has been upgraded with hardwood floors, shaker cabinets, quartz counters, and stainless steel appliances. Upstairs you'll find a master with his and her closets and a large balcony. Two good sized bedrooms, an office and full bathroom complete the second floor. Basement features newly carpeted family room which can also serve as a large guest area. Fully fenced in back yard and patio great for entertaining!

Listed by Dmitriy Khesin of Robert Paul Properties

{$agent->Name}

Highland Real Estate
75 Crest Avenue
Winthrop MA, 02152
Office: (617) 846-8000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

22-24 Almont Street, Winthrop, MA

Price$599,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72326727

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1900

THIS IS A 2 FAMILY that could be used as a large single Family home.. Loved and cared for by the same family for 65+ years. Classic charm with MANY modern updates. Gleaming HW floors and central air throughout. Sip coffee from your amazing sun soaked 3 season porch on 2nd floor or on your 1st floor country style porch. 1st floor offers a 1BR, 1Ba, modern kitchen with granite and SS, a pantry and custom cabinets. Kitchen opens to a DR, which connects to the living room for entertaining. 2nd floor offers similar layout with a larger kitchen/dining combo, living rm, an extra BR and stunning 3 season porch. Rear decks overlooking the beautiful perennial garden. Separate utilities (except water), laundry hook ups and storage in bsmt, along with a bonus 3/4 bath to shower off from the beach or a relaxing day of gardening. 4 car driveway. Short distance to the beach, WHS and athletic field, along w/ several great restaurants, town ferry, marinas + golf course. Easy access to Boston.

Listed by Richard Harkins of EWK Realty

{$agent->Name}

Highland Real Estate
75 Crest Avenue
Winthrop MA, 02152
Office: (617) 846-8000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details