Point Shirley Real Estate

Point Shirley Real Estate

Welcome to Point Shirley, a hidden gem nestled in the charming coastal town of Winthrop, Massachusetts. This picturesque neighborhood, located in Suffolk County, boasts a unique blend of seaside tranquility and vibrant community spirit, making it an ideal place to call home.

Point Shirley is renowned for its stunning waterfront views, where residents can enjoy breathtaking sunrises and sunsets over the sparkling waters of the Atlantic Ocean. The area is dotted with beautiful beaches, including the popular Point Shirley Beach, which offers a perfect spot for swimming, sunbathing, and beachcombing. With its sandy shores and gentle waves, it’s a haven for families, couples, and outdoor enthusiasts alike.

Beyond its natural beauty, Point Shirley is rich in history and culture. The charming streets are lined with quaint homes and historic architecture, reflecting the area’s maritime heritage. Residents often gather at local parks for community events, fostering a strong sense of belonging and camaraderie.

Conveniently located just minutes from downtown Boston, Point Shirley offers easy access to the city’s world-class dining, shopping, and entertainment options while maintaining a peaceful, suburban atmosphere. Public transportation is readily available, making commuting a breeze.

Whether you’re looking for a serene retreat or an active lifestyle, Point Shirley has something for everyone. Embrace the coastal charm, friendly community, and vibrant local culture that make this neighborhood a truly special place to live. Discover your dream home in Point Shirley today and experience the best of coastal living in Massachusetts!

Newest Listings in Point Shirley

Lot 190 Otis Street, Winthrop
$379,000
73594294 MLS
Buildable lot beside 54 Otis St with Winthrop Zoning Board approval for a single family home. Build up and the second and third floors deliver ocean views plus a direct line to the Boston skyline. The zoning work is done, so a buyer can move straight to permitting. Minutes to Logan and downtown Boston. Also listed as a single family as separate MLS.

Lot 190 Otis Street, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
1001 Shirley St Unit 1, Winthrop
$965,000
2 Beds ⋅ 3 Baths ⋅ 73579972 MLS ⋅ ['The Pearl'] BLDG.
The largest residence in the Pearl, loft-style living, high ceilings, oversized windows, and original wood details. The layout offers flexibility, including space that works well for a home office. Premium kitchen, radiant-heated primary bath,2 off-street parking spaces, private storage, and secure entry. Close to beaches, trails, cafes, and an easy ride into Boston. Also being offered for SALE & LEASE!

1001 Shirley St Unit 1, Winthrop

Listing courtesy of Listing Agent: Vincenzo Caraglia from Listing Office: Sciaraffa Real Estate, LLC.
1001 Shirley St Unit 4, Winthrop
$815,000
2 Beds ⋅ 3 Baths ⋅ 73579968 MLS ⋅ ['The Pearl'] BLDG.
Ready for more space? Unit4 at The Pearl offers 1,665 square feet of loft style living, ideal for buyers who have outgrown a starter condo. Soaring ceilings, oversized windows, original wood details and premium finishes give it character and room to spread out. Premium kitchen, radiant-heated primary bath, 2 off-street parking spaces, private storage and secure entry. All that plus Winthrop’s beaches, trails, cafés and quick access to Boston. Also available for lease see MLS

1001 Shirley St Unit 4, Winthrop

Listing courtesy of Listing Agent: Vincenzo Caraglia from Listing Office: Sciaraffa Real Estate, LLC.
33 Bay View Ave, Winthrop
$580,000
3 Beds ⋅ 1 Baths ⋅ 73569960 MLS
Welcome to 33 Bay View Ave, a charming coastal bungalow offering the perfect blend of comfort, convenience, and seaside living in Winthrop. This 3-bedroom, 1-bath home features hardwood floors, a bright and inviting living space, dedicated dining area, and a functional kitchen with new appliances. Enjoy water views and take advantage of the spacious fenced in yard, ideal for entertaining, gardening, or relaxing outdoors. Additional highlights include an enclosed porch, wood deck, patio, first-floor laundry, and off street parking. Located just moments from the beach, parks, walking and biking trails, public transportation, and all that Winthrop has to offer. A great opportunity to enjoy the coastal lifestyle while remaining just minutes from Boston and Logan Airport.

33 Bay View Ave, Winthrop

Listing courtesy of Listing Agent: Living Coastal Group-Greater Boston & Northshore from Listing Office: Real Broker MA, LLC.
84 Tafts Ave., Winthrop
$629,000
3 Beds ⋅ 2 Baths ⋅ 73568805 MLS
Opportunity knocks to own a beachside property!!! This highly desirable "tight knit" community have many homes that are passed down through the generations! This 3 bdrm, 1 3/4 bath Beach Bungalow is the perfect condo alternative with room to grow! The Main BDRM & FR have been fully renovated offering a Classic timeless design! New doors, recessed lighting, smooth ceilings, custom trim & crown molding, walk in closet, built in seating/cabinet, custom made covers for radiators, electric fireplace w/natural wood mantel & shiplap on the walls! Spacious bright and cheery Kitchen offers water views, New HDWD, New Paint throughout, Natural Gas range, New SS Refrigerator, DW and dining area! There's 2 additional rooms off of kitchen with water views, crown molding, new paint and HDWD. Large unfinished walkout (separate entry) basement has full bath w/shower stall, laundry, 3 door cedar closet offering endless possibilities to add an add'l 1200 sq.ft of living space! Updates also include Roof (2016), Washer & Dryer (2023), Hot water tank (12/2023). Conveniently hooked up to Town water & Town sewer. Front porch sunroom highlights beadboard ceiling, recessed lighting, HDWD flooring, surrounded by windows and adds an additional 144 sq ft of unheated space! Entertain friends, grill out, relax on your newly built expansive rear deck with steps to the beach! Start your day by catching the natural beauty of the "sunrise", swim, surf, sunbathe, kayak, paddleboard or head down the street in the evening for the amazing "sunset" views of the Boston skyline! Perfect year round or vacation home! Imagine living in a coastal neighborhood on a peninsula! Point Shirley residents enjoy all the amenities at Coughlin Park and the "Deer Island" walking path ~ both with it's city views! Bus service to Orient Heights train station, seasonal Ferry Service from Winthrop Landing to Seaport /Aquarium and only 5.6 miles to Logan Airport!

84 Tafts Ave., Winthrop

Listing courtesy of Listing Agent: Patricia Nemes from Listing Office: Century 21 Tassinari & Assoc..
1001 Shirley St Unit 2, Winthrop
$865,000
2 Beds ⋅ 3 Baths ⋅ 73567772 MLS ⋅ ['The Pearl'] BLDG.
Historic loft at The Pearl with soaring ceilings, oversized windows, and original wood details. kitchen with premium appliances and stone surfaces. Private deck off the primary suite with radiant heated bath. Two off-street parking spaces, private storage, secure entry. Come and enjoy what Winthrop has to offer, beaches, paths, cafes, a golf course, public pickleball & tennis courts with easy Boston access. Unit is listed for sale and lease!

1001 Shirley St Unit 2, Winthrop

Listing courtesy of Listing Agent: Vincenzo Caraglia from Listing Office: Sciaraffa Real Estate, LLC.
16 Billows Street Unit B, Winthrop
$499,000
2 Beds ⋅ 1 Baths ⋅ 73557185 MLS ⋅ ['Finlayson House On The Point Condominium'] BLDG.
This renovated 2-bedroom, 1-bath condo sits in the heart of Winthrop's Point Shirley, offering single-floor living with vaulted ceilings and skylights that give the space a brightness and openness rarely found at this price point. Natural light pours through every room throughout the day, flowing over hardwood floors that run wall to wall and tie the entire living space together seamlessly. Two private entrances add a level of independence and privacy that sets this home apart from typical condo living. The updated kitchen is well-equipped with gas cooking and stainless steel appliances, and the layout makes everyday living feel easy. In-unit washer/dryer and two off-street parking spots check the boxes that matter most to buyers in this market. Bonus: Private outdoor space add a layer or privacy most condos don't offer. Enjoy the best of coastal living, where the beach is just steps away & commuting to Boston is easy with quick access to the ferry, T stations, Rt. 1A, Logan Airport.

16 Billows Street Unit B, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
27 Billows St, Winthrop
$840,000
3 Beds ⋅ 3 Baths ⋅ 73526371 MLS
This gut-renovated home delivers three levels of flexible living that is hard to replicate. The sun-filled entryway with built-in bench seating & ceiling fan sets a relaxed tone from the moment you walk in. The open main level flows seamlessly from the living room with hardwood floors, beamed ceilings, and built-in electric fireplace through the dining area with its own wine cooler and into a renovated kitchen with white beadboard cabinetry, quartz countertops, subway tile backsplash, and stainless appliances. The entire 2nd floor is dedicated to a private primary retreat, complete with two closets and a private en suite with glass shower. The sun-filled sitting room connects the suite to the 2nd-floor deck where ocean views make for the perfect spot for morning coffee or evening entertaining. A wood spiral staircase leads to the third-floor bedrooms tucked under vaulted ceilings. Corner lot with 2 driveways & the opportunity to expand the yard practically on the water in Pt. Shirley!

27 Billows St, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
876 Shirley Street Unit 1, Winthrop
$795,999
4 Beds ⋅ 2 Baths ⋅ 73517107 MLS ⋅ ['Seabreeze Condominium'] BLDG.
Direct Ocean Front Living. Feel like you're on vacation every day! This spacious 2 level,7 room, 4 bed, 2 bath condo is located Directly on Yirrell Beach. The sand in your own back yard. Ocean breeze and sounds of the waves crashing onto the shore, are sure to relax you after a long day.Every day the the view is different. Featuring beautiful cherry hard wood floors, Family room, Formal dining room, ( Living room-could be master bedroom) the beautiful kitchen has cherry cabinets granite countertops, stainless appliances sliders to the large deck facing the sandy yard and Beach. This is one of a kind and Direct Ocean front living. All the rooms are large with plenty of character. Walk in closets and Laundry room make this for easy living. Bus line to the Blue line and Water shuttle into Boston is just a couple minutes away at the landing next to Winthrop yacht club. Marinas, shops and restaurants add to this great community. Don't miss out on this Opportunity to live Directly on a beach

876 Shirley Street Unit 1, Winthrop

Listing courtesy of Listing Agent: James Iannuzzi from Listing Office: Amo Realty - Boston City Properties.
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