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$699,000
Single Family Home
162 Shirley, Winthrop, MA 02152
Don't miss this rare opportunity to own a well-priced single-family home in the heart of Winthrop by the Sea, under a 5-...
Listed by Jenny Golic of Lantern Residential

$649,000
Single Family Home
50 Triton Ave, Winthrop, MA 02152
Updated 2 bedroom, 2 bathroom bungalow located in the picturesque Point Shirley neighborhood of Winthrop. This detached ...
Listed by Andrew Pike of The Persac Group, LLC

$3,100
Condo
21 Sunnyside Ave #2, Winthrop, MA 02152
OCEANSIDE SEVEN ROOM APARTMENT OVERLOOKING SALT WATER MARSH, PRIVATE BEACH ONE BLOCK AWAY, THREE BEDROOMS WITH AN ADDITI...
Listed by Stephanie MacIsaac of East Coast Realty

$3,995
Condo
89 Hermon Street #2, Winthrop, MA 02152
AVAILABLE NOW! Stunning & spacious, fully renovated bi-level apartment, making up the 2nd and 3rd floors of a gorgeous 2...
Listed by Matthew Petty of FRAME Residential

$3,100
Condo
158 Circuit #1, Winthrop, MA 02152
Gleaming hardwoord floors and shiny new paint make this spacious multi-level Apartment in the picturesque, family friend...
Listed by Erica Gore of Century 21 Seaport

$949,000
Single Family Home
175 Pleasant St, Winthrop, MA 02152
Step into timeless charm with this stately 1896 Colonial Revival nestled on a corner lot. Brimming with original detail,...
Listed by Leighann Eruzione of Lantern Residential

$830,000
Single Family Home
27 Crystal Cove Avenue, Winthrop, MA 02152
Nestled in the heart of Winthrop Head, this 4bed, 2bath Colonial blends timeless charm with a prime location just moment...
Listed by Lori Lacey of Lamacchia Realty, Inc.

$289,500
Condo
265 Washington Ave #2A, Winthrop, MA 02152
Looking for the perfect balance of city convenience and suburban tranquility? This newly renovated 1-bedroom, 1-bathroom...
Listed by Pareene Group of EXIT Premier Real Estate

$849,900
Single Family Home
105 Circuit Road, Winthrop, MA 02152
PRICE ADJUSTMENT! Priced to SELL! A traditional Whittemore style home in Winthrop's highly sought-after Maze neighborhoo...
Listed by Edward Deveau of Century 21 Mario Real Estate

$814,500
Single Family Home
77 Otis St, Winthrop, MA 02152
Welcome to coastal living on Point Shirley. This beautifully renovated 4BD, 2BA home invites you to slow down and enjoy ...
Listed by Molly Walker of Coldwell Banker Realty - Scituate

$2,895
Condo
19 Beach Rd #2, Winthrop, MA 02152
Welcome to 19 Beach Rd, offering a spacious 2 bed 2 bath unit in picturesque Winthrop. This unit features tasteful finis...
Listed by Lee Divers of Berkshire Hathaway HomeServices Commonwealth Real Estate

$525,000
Condo
600 Shirley St #16, Winthrop, MA 02152
Always wanted to live across from the beach? This might be the place for you! Enjoy breathtaking water and Boston skylin...
Listed by Elizabeth Crowley of William Raveis R.E. & Home Services

$419,900
Condo
208 Grand View Ave #208, Winthrop, MA 02152
Location Location Location-this 2 bedroom condo with oceanfront views of the Boston skyline offers a urban and coastal l...
Listed by Anna Colletta of Curtis & Colletta Realty Associates

$474,900
Condo
12 Sewall Ave #3, Winthrop, MA 02152
Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's...
Listed by Jorge Betancur of Century 21 Mario Real Estate

$599,900
Condo
212 Winthrop Shore Drive #1, Winthrop, MA 02152
Imagine waking up to the soothing sound of waves and sipping your morning coffee as the ocean stretches out before you. ...
Listed by Leighann Eruzione of Lantern Residential

$1,150,000
Multi-Family
1077-1079 Shirley St, Winthrop, MA 02152
Welcome to 1077-1079 Shirley St, a rare multi-family opportunity in Winthrop's coveted Point Shirley neighborhood, offer...
Listed by The Reference Group of Reference Real Estate

$745,000
Single Family Home
1079 Shirley St, Winthrop, MA 02152
Coastal Living with Stunning Ocean Views! Welcome to 1079 Shirley St in the heart of Point Shirley, Winthrop—a spacious ...
Listed by The Reference Group of Reference Real Estate

$420,000
Single Family Home
1077 Shirley St, Winthrop, MA 02152
Cozy Beachside Bungalow in Point ShirleyWelcome to your seaside escape! Nestled in the heart of Winthrop's coveted Point...
Listed by The Reference Group of Reference Real Estate

$530,000
Condo
15 Ocean Ave #101, Winthrop, MA 02152
Experience luxury living in this stunning 2-bedroom, 2-bathroom condo with a rooftop that has unparalleled city views! T...
Listed by Vicky To of Amo Realty - Boston City Properties

$515,000
Condo
15 Ocean Ave #105, Winthrop, MA 02152
Charming Oceanside Townhouse Just Minutes from Downtown BostonWelcome to the Chase Schoolhouse Condos – a professionally...
Listed by Apurva Patel of Bostonville Realty