Arthur T. Cummings Elementary School, MA homes for sale & real estate

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NEW CONSTRUCTION

ABOUT THIS HOME
Arthur T. Cummings Elementary School, MA Homes for Sale
This offering is about the land and the view. Located in Point Shirley, one of Winthrop’s most sought after waterfront neighborhoods, this shovel ready site sits above the Atlantic with wide open views of the ocean, Boston skyline, and the iconic Winthrop water tower. Walkable to the beach, yacht clubs, Winthrop Landing, and the ferry, with an easy commute back to the city. The existing structure is intended for tear down. Zoning Board of Appeals approval has already been granted and the project is fully entitled. A buyer simply needs to pull a building permit and start construction. Setbacks and building dimensions are locked in, but the interior layout and all aesthetic choices are

$1,350,000

3 beds2.5 baths2,250 sq ft

86N Undine Ave, Winthrop, MA 02152

Wide open views • 4,052 sq ft lot • 2 parking spots

ABOUT THIS HOME
Arthur T. Cummings Elementary School, MA Homes for Sale
LAST STUDIO! Unit 304 at The Somerset—a premier boutique condo community in the heart of Winthrop. This thoughtfully designed studio features an open-concept kitchen and living area, perfect for entertaining or relaxing, along with a versatile bonus room with a sliding barn door for flexible use. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout. The Somerset offers exceptional amenities, including a fitness room, elevator, and a cozy resident lounge ideal for remote work or casual gatherings. Just moments from sandy beaches, waterfront parks, and local restaurants—with easy access to downtown Boston via the Blue Line or seasonal

$399,000

1 bed1 bath546 sq ft

10 Somerset Unit 304S, Winthrop, MA 02152

Quartz countertops • Open-concept kitchen • Elevator

ABOUT THIS HOME
Arthur T. Cummings Elementary School, MA Homes for Sale
Discover an investor’s dream in the heart of Winthrop. Set on a generous lot on a quiet, friendly street, 28 Thornton Park offers a rare opportunity to bring a fully gutted two-unit multifamily back to life. The property has been taken down to the studs and is ready for renovation—perfect for developers, investors, or owner-occupants looking to customize their ideal home while building long-term value. Enjoy the convenience of being just a short walk to Winthrop’s town center, local shops, restaurants, and the beach. Whether you’re envisioning rental income, condo conversion, or a multigenerational layout, the possibilities are endless. A rare find in an unbeatable l

$859,000

5 beds2.5 baths3,769 sq ft

28 Thornton Park, Winthrop, MA 02152

Beach • Condo conversion • Rental income

VIDEO TOUR

ABOUT THIS HOME
Arthur T. Cummings Elementary School, MA Homes for Sale
Welcome to the Highlands, Winthrop’s most coveted neighborhood where modern design meets sweeping Boston views. This renovated home rises high on the hill with sunlit interiors, wide white oak floors, and timeless details throughout. The main level offers an open layout with a living room and fireplace, Thermador-Pro kitchen with island, beverage bar, and pantry, plus a dining area that opens to a skyline deck. A first-floor bedroom, full bath, and mudroom add versatility. Upstairs features three bedrooms, including a luxe primary suite with Juliet balcony, walk-in closet, and a spa bath with steam shower, soaking tub, heated floors, and double vanity. The lower level provides a compl

$1,699,900

5 beds4 baths3,866 sq ft

144 Quincy Ave, Winthrop, MA 02152

Renovated home • Modern design • Beverage bar

ABOUT THIS HOME
Arthur T. Cummings Elementary School, MA Homes for Sale
Introducing coastal living in this luxurious two-family home set on one of Winthrop’s most exclusive seaside streets. Just minutes from downtown Boston, this rare offering blends high-end finishes with exceptional investment potential. Additional in-law/ guest suite possibilities create the opportunity for a dynamic property with multiple income streams or an elegant multigenerational retreat. Enjoy updated electric, beautiful updated countertops, top-of-the-line appliances, new plumbing fixtures, sun-filled rooms, wood restored fireplaces, front/back porches, fenced in yard and flexible layouts designed for comfort and value. Coastal breezes, nearby beaches, marinas, and shoreline pa

$1,280,000

6 beds3.5 baths3,093 sq ft

47 Bellevue Ave, Winthrop, MA 02152

Updated electric • In law guest suite • Two family home

Property at 169 Grovers Ave, Winthrop, MA 02152, 4 beds, 2 baths

$1,125,000

4 beds2 baths2,908 sq ft

169 Grovers Ave, Winthrop, MA 02152

Property at 56 Main St, Winthrop, MA 02152, 4 beds, 2 baths

$799,900

4 beds2 baths2,103 sq ft

56 Main St, Winthrop, MA 02152

Property at 142 Pleasant St #12, Winthrop, MA 02152, 2 beds, 1.5 baths

$599,000

2 beds1.5 baths1,141 sq ft

142 Pleasant St #12, Winthrop, MA 02152

Property at 53 Trident Ave #103, Winthrop, MA 02152, 2 beds, 1 bath

$389,900

2 beds1 bath667 sq ft

53 Trident Ave #103, Winthrop, MA 02152

Property at 37 Trident Ave, Winthrop, MA 02152, 8 beds, 3 baths

$1,300,000

8 beds3 baths3,708 sq ft

37 Trident Ave, Winthrop, MA 02152

Property at 960 Shirley St, Winthrop, MA 02152, 3 beds, 1.5 baths

$715,000

3 beds1.5 baths1,764 sq ft

960 Shirley St, Winthrop, MA 02152

Property at 800 Governors Dr #30, Winthrop, MA 02152, 2 beds, 1 bath

$369,900

2 beds1 bath782 sq ft

800 Governors Dr #30, Winthrop, MA 02152

Property at 1 Seal Harbor Rd #415, Winthrop, MA 02152, 2 beds, 2 baths

$550,000

2 beds2 baths1,203 sq ft

1 Seal Harbor Rd #415, Winthrop, MA 02152

Property at 550 Pleasant St #506, Winthrop, MA 02152, 2 beds, 2 baths

$1,087,000

2 beds2 baths1,975 sq ft

550 Pleasant St #506, Winthrop, MA 02152

Property at 10 Somerset #201, Winthrop, MA 02152, 2 beds, 2 baths

$629,000

2 beds2 baths1,036 sq ft

10 Somerset #201, Winthrop, MA 02152

Property at 28 Pearl Ave #3, Winthrop, MA 02152, 3 beds, 1 bath

$545,000

3 beds1 bath1,280 sq ft

28 Pearl Ave #3, Winthrop, MA 02152

Property at 441 Winthrop St, Winthrop, MA 02152, 6 beds, 2 baths

$749,900

6 beds2 baths2,454 sq ft

441 Winthrop St, Winthrop, MA 02152

Property at 14 Pleasant Park Rd, Winthrop, MA 02152, 4 beds, 1 bath

$724,900

4 beds1 bath1,964 sq ft

14 Pleasant Park Rd, Winthrop, MA 02152

Property at 66 Lowell Rd, Winthrop, MA 02152, 6 beds, 2.5 baths

$1,150,000

6 beds2.5 baths3,458 sq ft

66 Lowell Rd, Winthrop, MA 02152

Property at 129 Strandway, Winthrop, MA 02152, 4 beds, 3 baths

$1,324,900

4 beds3 baths2,640 sq ft

129 Strandway, Winthrop, MA 02152

Property at 550 Pleasant St Unit 11D, Winthrop, MA 02152, 2 beds, 2 baths

$89,000

2 beds2 baths600 sq ft

550 Pleasant St Unit 11D, Winthrop, MA 02152

Property at 130 Shirley St #204, Winthrop, MA 02152, 1 bed, 1 bath

$499,900

1 bed1 bath611 sq ft

130 Shirley St #204, Winthrop, MA 02152

Property at 1000 Governors Dr #25, Winthrop, MA 02152, 2 beds, 1 bath

$389,900

2 beds1 bath782 sq ft

1000 Governors Dr #25, Winthrop, MA 02152

Property at 10 Somerset #405, Winthrop, MA 02152, 1 bed, 1 bath

$551,633

1 bed1 bath683 sq ft

10 Somerset #405, Winthrop, MA 02152

Property at 191 Cottage Park Rd, Winthrop, MA 02152, 6 beds, 3.5 baths

$1,799,000

6 beds3.5 baths4,455 sq ft

191 Cottage Park Rd, Winthrop, MA 02152

Property at 279 Shirley St #2, Winthrop, MA 02152, 3 beds, 1 bath

$499,000

3 beds1 bath1,105 sq ft

279 Shirley St #2, Winthrop, MA 02152

Property at 50-52 Wilshire St, Winthrop, MA 02152, 5 beds, 2 baths

$1,075,000

5 beds2 baths2,212 sq ft

50-52 Wilshire St, Winthrop, MA 02152

Property at 1001 Shirley #1, Winthrop, MA 02152, 2 beds, 2.5 baths

$1,200,000

2 beds2.5 baths1,868 sq ft

1001 Shirley #1, Winthrop, MA 02152

Property at 130 Shirley St #202, Winthrop, MA 02152, 2 beds, 1 bath

$569,900

2 beds1 bath782 sq ft

130 Shirley St #202, Winthrop, MA 02152

Property at 174 Winthrop St #2, Winthrop, MA 02152, 3 beds, 2.5 baths

$729,900

3 beds2.5 baths1,973 sq ft

174 Winthrop St #2, Winthrop, MA 02152

Property at 1001 Shirley #3, Winthrop, MA 02152, 2 beds, 2.5 baths

$979,000

2 beds2.5 baths1,561 sq ft

1001 Shirley #3, Winthrop, MA 02152

Property at 35 Somerset Ave #6, Winthrop, MA 02152, 2 beds, 2 baths

$509,900

2 beds2 baths800 sq ft

35 Somerset Ave #6, Winthrop, MA 02152

Property at 3 Seal Harbor Rd #634, Winthrop, MA 02152, 1 bed, 1 bath

$525,000

1 bed1 bath840 sq ft

3 Seal Harbor Rd #634, Winthrop, MA 02152

Property at 800 Governors Dr #6, Winthrop, MA 02152, 2 beds, 1 bath

$340,000

2 beds1 bath772 sq ft

800 Governors Dr #6, Winthrop, MA 02152

Property at 10 Beach Rd #1, Winthrop, MA 02152, 3 beds, 1 bath

$559,000

3 beds1 bath1,377 sq ft

10 Beach Rd #1, Winthrop, MA 02152

Property at 148 Winthrop Shore Dr #5, Winthrop, MA 02152, 2 beds, 2 baths

$669,009

2 beds2 baths971 sq ft

148 Winthrop Shore Dr #5, 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 #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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