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$569,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73497135 MLS ⋅ 1,377 SqFt.
Just one block from Winthrop Beach, this spacious and inviting condo offers 1,377 SqFt of comfortable living. With 3 large bedrooms and 1 full bath, there’s plenty of room for working from home, entertaining, or simply relaxing.Step inside to discover an open-concept living and dining area that flows seamlessly into a large, modern kitchen, featuring gas cooking, ample counter space, and a dedicated laundry area with access to your private deck. Outdoors, you’ll enjoy multiple spaces to unwind — a fenced yard, a charming farmer’s porch, and a garden area that sets the home back beautifully from the street.Conveniently located on the first floor, this home makes carrying groceries a breeze and provides easy access to the common yard and an oversized basement with abundant storage. Recent updates include a new hot water tank (2022), boiler (2020), and front porch (2018).Experience the perfect blend of coastal living and city convenience, with the newly improved Winthrop beach.

10 Beach Rd Unit 1, Winthrop
$2,250,000
ACTIVE Status ⋅ 73490169 MLS
DEVELOPMENT OPPORTUNITY WITH EXISTING MIXED USE PROPERTY GENERATING $71K NET ANNUAL INCOME. A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building with podium parking beneath — all on one site steps from the harbor and in the middle of a quaint yet thriving downtown Winthrop. 5-10 min commute to Boston Logan Airport, quick access to the MBTA Blue Line and ferry access to downtown Boston.

63-69 Putnam St, Winthrop
$1,650,000
6 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73489316 MLS ⋅ 4,122 SqFt.
Situated just steps from the sand, 304 Shirley presents a rare opportunity to own a fully occupied 6-unit building in one of Winthrop's most desirable seaside neighborhoods. Each unit is a well-maintained 1-bedroom, offering consistent rental income and strong tenant demand. This beachside property is perfectly positioned near local shops, restaurants, and public transportation, making it a convenient and attractive location for tenants year-round. Unit 2 has the following updates: new flooring, new paint, updated kitchen, new light fixtures.

304 Shirley Street, Winthrop
$599,000
3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73486365 MLS ⋅ 1,728 SqFt.
Wonderful opportunity to own a coastal Winthrop home with tremendous potential. A welcoming mudroom opens to a spacious foyer and a large living and dining area with great flow for everyday living. A bonus front room offers flexible space for a home office, playroom, or an expanded open-concept layout. The kitchen leads directly to the back deck for warm-weather entertaining. Upstairs features two bedrooms, a smaller third bedroom, and a full bath. The lower level includes an opportunity to finish basement offering generous bonus space ideal for a family room, guest suite, gym, or creative studio. A small fenced-in backyard below the deck provides room for pets, gardening, or flexible outdoor use. Steps to the beach, coffee shops, restaurants, and public transportation, this home is sold as-is and ready for its next owner to bring their vision to life with meaningful long-term investment potential.

47 Highland Ave, Winthrop
$388,888
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73464942 MLS ⋅ 585 SqFt.
8**Back on market due to out of state sale contingency falling through*** WELCOME TO WINTHROP BY THE SEA! THE COVE AT 600 SHIRLEY WAS CONVERTED IN 2022 AND IS LOCATED ON THE SITE OF THE HISTORIC CRYSTAL COVE HOTEL AND HAS AMAZING VIEWS OF BOSTON AND THE ATLANTIC OCEAN! WALK TO THE BEACH, THE YACHT CLUB, VARIOUS RESTAURANTS AND PARKS. THIS 1 BEDROOM UNIT FEATURES NOT ONE BUT TWO BATHROOMS AND 2 DEEDED PARKING SPOTS. ENJOY YOUR IN UNIT LAUNDRY AND EXCLUSIVE REAR PATIO ON WARM DAYS. JUST 5 MINUTES TO THE AIRPORT..GOOD INVESTMENT OR PERFECT FOR EMPTY NESTER OR TRAVEL BUG!

600 Shirley Unit 4, Winthrop
$1,324,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73452093 MLS ⋅ 2,640 SqFt.
Discover true beachfront living at 129 Strandway, where every day feels like vacation. Step from your back door directly into the sand and enjoy panoramic ocean views from the heated sunroom. The main level offers an updated kitchen with marble counters, a cozy fireplaced living room, two bedrooms, and a convenient beach-entry bath. The spacious second-floor primary suite provides its own private bath and sweeping coastal vistas. The fully finished lower level is one of only ten legal Airbnbs in Winthrop, offering exceptional income potential, or use it as an ideal in-law or au pair suite with its family room, bonus room, full bath, and laundry. Parking is effortless with two off-street spots and additional front potential. Low, transferable flood insurance at $1,138.00. Embrace waterfront living at its best.

129 Strandway, Winthrop
$749,900
5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 72784870 MLS ⋅ 2,394 SqFt.
Welcome home to this open concept colonial home in sought after Winthrop! The home offers gleaming hardwood floors with a sunken living room equipped with a surround sound system throughout. The personally crafted kitchen/dining area has beautiful maple cabinets & granite countertops. Entertain family and friends through elegant French doors leading to a to a large patio and with fenced yard with outdoor speakers. Also included on the main floor is a cozy family room, huge home office, and a half bath. The upper level boasts 4 large bedrooms, a full bathroom, a spacious master bedroom with its own huge walk-in closet and private en-suite bathroom. The third floor has a full walk-up to an attic offering lots of extra storage. The basement offers a game room, exercise room, workshop, and plenty of storage. Among many other features are two-zoned AC, tank-less water heater, newer roof, plumbing and electrical.

426 Winthrop St, Winthrop
$989,000
7 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 72706576 MLS ⋅ 3,800 SqFt.
A rare opportunity with a 2 family home on one of the best streets in Winthrop! One block to the ocean. Several locale yacht clubs. A few blocks to the town center with many shops, a few great cafes, several excellent restaurants, Great sized yard with a basketball court. One car garage and 4 car off street tandem parking. Refinished hardwoods throughout the entire home. Tiled bathrooms, kitchen, and second unit. Granite countertops and stainless appliances, Brand new Orient Heights T station off the blue line is a short bus ride away. (1.4 miles) Only a short 15 minute car ride to Boston. Washer / dryer room in both units. Central AC in 3rd floor. HUGE living room with a large wood burning fireplace. Comfortable three season front porch and generous sized open air rear deck.Third floor can be an oversized Master Suite or used as an in-law for extended family! There are not many homes like this in Winthrop.

170 Cottage Park Rd, Winthrop

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