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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!

89 Upland Road Winthrop MA 02152

Winthrop, MA89 Upland Road

Price$1,121,000

Est. Mortgage: $/month

MLS Number 72727810

  • Single Family Detached
  • Bathroom 1
  • Rooms 6
  • Bedrooms 3
  • Square Feet 964

HERE IS AN OCEANFRONT OPPORTUNITY OF A LIFETIME.......A HIDDEN ESCAPE, 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. Showings by appointment and pre-approved buyers only. First opportunity is Sunday 9/20 from 11-12:30.***COVID-19 GUIDELINES REQUIRED.

Listed by Sharon Tallent and David Tallent of Compass

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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$899,900

Est. Mortgage: $/month

MLS Number 72712141

  • Single Family Detached
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3
  • Square Feet 1,914

Have you ever dreamed of waking up to the breathtaking views of the Boston skyline from your oceanfront property? Now is your chance to own your next dream home on top of the hill in Winthop's most sought after neighborhood. This solid brick, single family home is just only a few minutes away from the heart of Boston and Logan airport. The ability to build your own dock in the back gives this property potential beyond your wildest dreams. The deck right off the living room lets you just sit and enjoy the breeze with your amazing unobstructed harbor views of the city! Inside renovations are required but the potential is limitless.

Listed by Robert Carroll of Cameron Prestige, LLC

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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111 Winthrop Shore Drive Winthrop MA 02152
Open House

MLS Number 72733108

  • Single Family Detached
  • Next Open House: Thu 10/1 5:00 pm. to 7:00 pm.
  • Bathroom 3
  • Rooms 9
  • Bedrooms 3

Beautifully appointed Ocean front property on Winthrop Beach !! Amazing views from the brand new oversized 2nd floor deck overlooking the Atlantic. First Floor: ------- Brand new kitchen. New stainless steel appliances and cabinets. Brand new hardwood floors. 1st floor Bedroom !!. Living Room with charming fire place and panoramic windows for perfect ocean views. Bonus room serves as a home office. Second Floor: -------- Walk up to and enter the large 2nd floor foyer. Plenty of space to furnish as an additional entertainment room. Master BR w/ full bath. 3rd BR is Spectacular !! Enjoy the Ocean view from your BR, complete with own fireplace. Bonus room on 2nd floor as well !! Leads to a brand new 2nd floor deck in the rear of the home for additional peace and quiet. Driveway space for 2 cars (rare). Amazing home in an even more amazing setting. Brand new Water Heater and Furnace. Must see !!! OH on Thursday (10/1) from 5pm - 7pm Please wear a mask.

Listed by Anthony Freni of Freni Realty Associates

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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7 Paine Street Winthrop MA 02152

Winthrop, MA7 Paine Street

Price$725,000

Est. Mortgage: $/month

MLS Number 72728783

  • Single Family Detached
  • Bathroom 2
  • Rooms 10
  • Bedrooms 4
  • Square Feet 2,016

Winthrop by the Sea, just minutes to Boston! Well maintained ranch style 2 family offers single family living style with the benefit of income. Owner's unit has open floor plan with a 23 foot family room filled with natural light, new gas fireplace, picture window living room invites in the sunshine and a private screen porch for relaxation and outdoor enjoyment. Custom kitchen cabinets and granite counters, hardwood floors, central air, private work at home office and four car off street parking. Tucked away rental unit allows for owner's privacy and will generate good income to help with the mortgage. This is a easy maintenance two family. Come visit this inviting home in Winthrop by the Sea offering an easy commute to Boston by Auto, the T, or water shuttle. Winthrop offers a golf club, boating, new schools, miles of beaches and great walking and bicycling routes.

Listed by Highland Group and Jonathan Polino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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217 Pleasant Street Winthrop MA 02152

Winthrop, MA217 Pleasant Street

Price$689,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72728112

  • Single Family Detached
  • Bathroom 1
  • Rooms 7
  • Bedrooms 4
  • Square Feet 1,997

For the first time in many years this Whittemore built home which is full of love, memories and an abundance of charm is being offered to you.This well maintained home still has originals such as natural woodwork,built-ins and a pocket door between LR/DR to name a few of the things that bring out the true beauty of this home. To anyone with a desire for craftsmanship and detail this home is sure to please and will not disappoint. The large living room with a fireplace and the dining room with built-ins make a great space for family time. Public record shows 4 BR however with 2 additional on the 3rd level and all with closets this could be considered 6 BR. Every room is great size.The front porch which comes with custom made screens is another great place to sit back and relax with a good book and your favorite beverage.The driveway leads to your 2 car garage and plenty of off st parking which is a bonus in this town. Massport windows and newer roof. Must see to appreciate !!

Listed by Lorraine Cieri of Century 21 North East

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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23 SAGAMORE Avenue Winthrop MA 02152

Winthrop, MA23 SAGAMORE Avenue

Price$649,900

Est. Mortgage: $/month

Price Changed

MLS Number 72730629

  • Single Family Detached
  • Bathroom 2
  • Rooms 9
  • Bedrooms 5
  • Square Feet 2,204

SPACIOUS, MOVE IN CONDITION & ADJUSTED PRICE! Three levels of living space starting w/a stunning kitchen w/granite counters, slate appliances, center island & it has gas cooking! Living room opens into the dining room & both have refinished hardwood flooring. A tiled full bath completes the first floor. The second floor has four bedrooms & a beautiful new tiled full bathroom. Up to the third floor you'll see another bedroom & a great playroom or home office space. This well maintained, tastefully renovated home has a new water line into the house & the roof and hot water tank have been replaced within the past two years. The yard is like a small resort. Fun places for all ages; fire pit/ patio area, garden area, & play area w/a swing set which can stay. The retaining wall & fence are all new as is the driveway. Nothing to do but move in and be proud to call 23 SAGAMORE AVENUE your home. Close by is the beach, schools, fun eateries and public transportation!

Listed by The Suffolk Group and Mary Ann Cash of Compass

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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370 Revere Street Winthrop MA 02152

Winthrop, MA370 Revere Street

Price$569,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72726557

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3
  • Square Feet 1,826

Step inside & immediately be whisked away to your own personal oasis! This well maintained 3 bedroom 2.5 bath colonial offers hard to find extra space along with majestic views of Short Beach Creek & the big city lights of Boston. First floor has a beamed ceiling dining room, a bright sunny kitchen with warm quartz counters & white custom cabinetry. Hardwood floors, crown moulding, & ductless AC are found in the large living room. The sunroom leads to a large new composite deck perfect for entertaining & over looking the spacious country like yard with stunning views. Finish off the day in the extended master with gorgeous sunsets from the inviting sitting area. Additional lower level space good for a family room & office, and a brand new full bath. A lifetime guaranteed interlocking roof & blown in insulation make this young home a smart choice. An easy commute or a beautiful background make this home a perfect fit for todays changing work style. Move right in and enjoy!

Listed by Atiyeh Cassidy of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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113 Tafts Avenue Winthrop MA 02152

MLS Number 72722145

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Square Feet 2,008

What a cool house! What more can you say? Located just steps to the Atlantic, this is THE beach house you've been looking for. With a recently renovated kitchen, complete with new cabinets and countertops, plus open shelving, (not to mention the industrial style vent hood and pantry for storage) and updates throughout, this home offers 3 Bedrooms, 2 Full Baths, a fully finished basement and a bonus "Florida" room that practically doubles the size of the home. Perfect for entertaining! Plenty of room for everyone! Hardwood Floors, Off-Street Parking and Recessed Lighting round out some of the features of the home. Feel the ocean breeze from the living room in the summer or sit by the fireplace on those cool New England autumn nights - this home is built for all seasons. Great outdoor garden area and yard! Just minutes to Deer Island, Yirrell and Winthrop Beaches, and Winthrop Landing; this is coastal living at its best! Close to Downtown Boston via Blue Line or Ferry! Don't Miss Out!

Listed by Edward Deveau of Century 21 Mario Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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35 Ocean Avenue Winthrop MA 02152

Winthrop, MA35 Ocean Avenue

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72718826

  • Single Family Detached
  • Bathroom 2
  • Rooms 5
  • Bedrooms 3
  • Square Feet 1,378

Priced to sell with a MOTIVATED seller! Come see this beautiful open concept single family home just steps to the ocean! This spacious home features a full bath off of the first-floor master bedroom with washer dryer hookup, and a private exit to the private patio/yard. Two additional bedrooms, and a full bath on the second floor. This sun-drenched home has hardwood floors throughout with ample space for entertaining. A newer kitchen with stainless steel appliances and granite countertops. Updated easy maintenance exterior siding, newer windows, newer high efficiency gas boiler & hot water system. The covered farmer's porch and private patio area are perfect for summer barbecues. Just minutes from restaurants, parks, beaches, walking trails, downtown Boston, and public transportation. The location can't be beat, don't miss this opportunity to live in this seaside community.

Listed by Michael Forcillo of Coldwell Banker Peggy Carter Team

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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 Detached
  • Bathroom 1
  • Rooms 4
  • Bedrooms 2
  • Square Feet 1,021

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 abode is the perfect condo alternative for someone who enjoys the privacy and autonomy of owning a single family home. NO CONDO FEES! 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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