Point Shirley, MA homes for sale & real estate

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1077-1079 Shirley St, Winthrop, MA 02152
1077-1079 Shirley St, Winthrop, MA 02152
ABOUT THIS HOME
Point Shirley, MA Homes for Sale
Welcome to 1077-1079 Shirley St, a rare multi-family opportunity in Winthrop’s coveted Point Shirley neighborhood, offering two charming homes just steps from the ocean. Perfect for multi-generational living, investors, or those seeking a flexible coastal lifestyle, this property blends charm, comfort, and stunning ocean views. The main residence features 4 bedrooms and 2 baths, with an inviting living room highlighted by a cozy fireplace and picture

$1,149,900

6 beds3 baths2,400 sq ft

1077-1079 Shirley St, Winthrop, MA 02152

5,791 sq ft lot • Car-dependent

54 Townsend, Winthrop, MA 02152
54 Townsend, Winthrop, MA 02152
54 Townsend, Winthrop, MA 02152
ABOUT THIS HOME
Point Shirley, MA Homes for Sale
Welcome to this delightful 1926 Cottage/Bungalow located in the highly sought-after Point Shirley section of Winthrop. With 7+ rooms, 3+ bdrms, and 1¾ baths, this lovingly maintained home offers timeless character and stunning views. Begin your day on the charming front porch perfect for morning coffee, a good book, or an evening beverage while soaking in the coastal scenery. Inside, the living room features rich woodwork, wainscoting, and hardwood floors, creating a warm and inviting space. The updated kitchen combines modern convenience with classic charm, showcasing the original tall glass-front cabinets. A slider leads to a private backyard deck with pergola, ideal for entertaini

$650,000

4 beds2 baths1,483 sq ft

54 Townsend, Winthrop, MA 02152

3,040 sq ft lot • Car-dependent

100 Cottage Ave, Winthrop, MA 02152
100 Cottage Ave, Winthrop, MA 02152
100 Cottage Ave, Winthrop, MA 02152
ABOUT THIS HOME
Point Shirley, MA Homes for Sale
Ideally located just steps from the Winthrop Yacht Club, The Landing, local restaurants, and both Winthrop and Yirrell Beach, this spacious single-family home offers stunning water views and a clear line to Boston’s skyline. The first level features a unique and expansive layout with a formal living and dining room anchored by a double-sided fireplace wrapped in lava-rock, plus two additional rooms perfect for a family room, guest room, or home office. The updated eat-in kitchen includes a convenient half bath with in-unit laundry and plenty of cabinet space with a Wolf Cooktop, Miele dishwasher and newer range. The upstairs offers three spacious bedrooms including an expansive oversi

$879,900

3 beds2.5 baths2,293 sq ft

100 Cottage Ave, Winthrop, MA 02152

4,570 sq ft lot • Garage • Somewhat walkable

876 Shirley #1, Winthrop, MA 02152
876 Shirley #1, Winthrop, MA 02152
876 Shirley #1, Winthrop, MA 02152

$859,999

4 beds2 baths2,000 sq ft

876 Shirley #1, Winthrop, MA 02152

$450 HOA • Car-dependent

88 Grand View Ave, Winthrop, MA 02152
88 Grand View Ave, Winthrop, MA 02152
88 Grand View Ave, Winthrop, MA 02152
ABOUT THIS HOME
Point Shirley, MA Homes for Sale
Welcome to the beach! Enjoy breathtaking sunset views over the city your nightly show from home. This charming property is a perfect condo alternative offering rare first-floor living. The open layout features a brand-new kitchen with polished quartz countertops, two bedrooms, and a beautifully renovated full bath. The second bedroom includes in-unit laundry for added convenience. Step out to a large back deck, perfect for summer nights, overlooking a fenced yard with a new shed and freshly paved driveway. Up the rustic charming open wood staircase to find new carpeting and a flexible space ideal for an office or guest area, plus a third-floor loft for additional storage. Just minutes to th

$650,000

2 beds1 bath1,262 sq ft

88 Grand View Ave, Winthrop, MA 02152

3,607 sq ft lot • Car-dependent

Property at 32 Hale Ave, Winthrop, MA 02152, 3 beds, 2 baths

$849,000

3 beds2 baths1,418 sq ft

32 Hale Ave, Winthrop, MA 02152

Property at 993 Shirley St, Winthrop, MA 02152, 6 beds, 3 baths

$829,000

6 beds3 baths2,184 sq ft

993 Shirley St, Winthrop, MA 02152

Property at 600 Shirley St #3, Winthrop, MA 02152, 2 beds, 2 baths

$549,900

2 beds2 baths773 sq ft

600 Shirley St #3, Winthrop, MA 02152

Property at 600 Shirley St #16, Winthrop, MA 02152, 2 beds, 2 baths

$525,000

2 beds2 baths865 sq ft

600 Shirley St #16, Winthrop, MA 02152

Property at 600 Shirley St #1, Winthrop, MA 02152, 1 bed, 2 baths

$415,000

1 bed2 baths604 sq ft

600 Shirley St #1, Winthrop, MA 02152

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OPEN SAT, 11:30AM TO 1PM

142 Pleasant #5, Winthrop, MA 02152
142 Pleasant #5, Winthrop, MA 02152
142 Pleasant #5, Winthrop, MA 02152
ABOUT THIS HOME
Point Shirley, MA Homes for Sale
Welcome to luxury living at Belle Mer! This spacious 2 bed, 2.5 bath condo offers modern comfort and convenience just minutes from Boston and everything Winthrop has to offer—beaches, shops, restaurants, and more. Both bedrooms feature en suite baths, plus there’s a stylish half bath off the chef’s kitchen, complete with Bosch gas appliances and French doors leading to your private patio. Enjoy the feel of single-family living with your own private entrance, two deeded parking spots right outside your door, great closet space, in-unit laundry, and tons of natural light. Converted in 2017, this well-appointed condo offers low-maintenance luxury living in a vibrant seaside c

$649,900

2 beds2.5 baths1,404 sq ft

142 Pleasant #5, Winthrop, MA 02152

$322 HOA • Very walkable

OPEN TODAY, 5:30PM TO 6:30PM3D WALKTHROUGH

24 Winthrop Shore Dr #2, Winthrop, MA 02152
24 Winthrop Shore Dr #2, Winthrop, MA 02152
24 Winthrop Shore Dr #2, Winthrop, MA 02152
ABOUT THIS HOME
Point Shirley, MA Homes for Sale
WELCOME TO OCEAN FRONT LIVING ON WINTHROP BEACH. OCEAN VIEWS , OCEAN VIEWS, OCEAN VIEWS ! Wake up every morning and sit and enjoy the beautiful views of Winthrop Beach and the sun rising. Large Massport Windows that let in a ton of sunlight , step out of your door and put your feet in the sand ! This WELL MAINTAINED TOP CORNER UNIT condo boasts scenic views, hardwood thru out, newer tiled bath, freshly painted , 2020 NEW ROOF, FRONT SIDING , AND HOT WATER HEATER. Plenty of private storage in basement, bedrooms can be switched around and extra room can be office space or child bedroom. JUST MOVE RIGHT IN . Come see what Winthrop has to offer , many great restaurants, bars, beaches, waking

$450,000

2 beds1 bath900 sq ft

24 Winthrop Shore Dr #2, Winthrop, MA 02152

$300 HOA • Somewhat walkable

3 Buckthorn Ter #2, Winthrop, MA 02152
3 Buckthorn Ter #2, Winthrop, MA 02152
3 Buckthorn Ter #2, Winthrop, MA 02152
ABOUT THIS HOME
Point Shirley, MA Homes for Sale
Tucked away on a quiet street, this home boasts stately features and has been meticulously renovated. From the elegant newel post to the timeless kitchen details, nothing was overlooked. During the condo conversion, preserving the home's original integrity was a priority. The first floor offers 2 bedrooms, laundry, and a full bath with marble tile floors. The sunlit living room, complete with a fireplace, opens to the dining room and the first of two decks, offering ocean views. The second deck is covered, perfect for rainy days. The kitchen features high-end appliances and classic white cabinetry. Upstairs, find 2 more bedrooms, including a primary with a large walk-in closet and full bath

$760,000

4 beds2 baths1,870 sq ft

3 Buckthorn Ter #2, Winthrop, MA 02152

$334 HOA • Very walkable

247 Washington Ave #9, Winthrop, MA 02152
247 Washington Ave #9, Winthrop, MA 02152
247 Washington Ave #9, Winthrop, MA 02152
ABOUT THIS HOME
Point Shirley, MA Homes for Sale
Beautiful corner end-unit condominium in the desirable Nautilus Building offering panoramic views of Boston, the marina, Winthrop Yacht Club, and Elks from every room. This spacious 2-bedroom, 2-bathroom condominium features a private balcony that spans the entire length of the unit, perfect for relaxing and watching the boats go by. Inside this bright and airy unit, is a white kitchen, hardwood floors and large open-concept living and dining area ideal for entertaining. Both bedrooms are spacious with ample closets and one includes an en-suite bath Enjoy the breeze from the ocean or comfort from your built in air conditioning. The professionally managed Nautilus Condominium is an elevator

$520,000

2 beds2 baths1,116 sq ft

247 Washington Ave #9, Winthrop, MA 02152

$542 HOA • Somewhat walkable

Average home prices near Point Shirley, MA

Cities

Neighborhoods

South Boston homes for sale
$1,282,500
Downtown Winthrop homes for sale
$649,900
East Boston homes for sale
$685,000
Beachmont homes for sale
$799,900
Orient Heights homes for sale
$569,500
Harbor View-Orient Heights homes for sale
$685,000
Jeffries Point homes for sale
$680,000
D Street-West Broadway homes for sale
$1,437,000
Whinthrop Highlands homes for sale
$1,084,950
Winthrop Beach homes for sale
$675,000

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