Winthrop, MA homes for sale & real estate

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ABOUT THIS HOME
Winthrop, MA Homes for Sale
Penthouse Waterfront Luxury at Atlantis Marina – Oversized Boat Slip Included!Experience sophisticate coastal living in this stunning top-floor corner penthouse at Atlantis Marina, offering sweeping water views and panoramic Boston skyline vistas. This rare fifth-floor residence combines luxury, space, and an unbeatable location in the charming seaside town of Winthrop. This exceptional 2-bedroom, 2-bath home features an open-concept layout perfect for entertaining, complete with private deck overlooking the marina and city. Gourmet kitchen with stainless steel appliances, gas cooking, stone counters, and an oversized refrigerator. Gas fireplace, recessed lighting, and abundant natura

$1,087,000

2 beds2 baths1,975 sq ft

550 Pleasant St #506, Winthrop, MA 02152

Private deck • Oversized boat slip • Gourmet kitchen

ABOUT THIS HOME
Winthrop, MA Homes for Sale
Welcome to Unit 404 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 fe

$408,450

1 bed1 bath546 sq ft

10 Somerset #404, Winthrop, MA 02152

Quartz countertops • Open-concept kitchen • Sliding barn door

ABOUT THIS HOME
Winthrop, MA Homes for Sale
Located just one house from the water, this well-maintained 3-bedroom, 2-bath home offers comfortable living in a prime Winthrop location. The freshly painted interior features large, well-proportioned rooms throughout. A fully finished lower level adds valuable living space, while the converted garage provides a unique bar and entertainment area. The private, fully fenced patio is perfect for outdoor relaxation. Additional highlights include a walk-up attic with potential for a roof deck with a little creativity. This thoughtfully cared-for property combines desirable waterside proximity with versatile indoor and outdoor spaces, making it an excellent opportunity for those seeking coastal

$715,000

3 beds1.5 baths1,764 sq ft

960 Shirley St, Winthrop, MA 02152

Private fenced patio • Waterside proximity • Converted garage

ABOUT THIS HOME
Winthrop, MA Homes for Sale
Welcome to 5 Quincy Avenue, an architecturally stunning Bungalow located in Winthrop's highly sought-after Highlands neighborhood . This sun-filled 3-bedroom, 2-bath Craftsman home has an open-concept living and dining area featuring original rich oak woodwork, built-in cabinets, hardwood floors, decorative molding, wainscoting, fireplace and a New Furnace! The renovated eat-in kitchen, equipped with stainless steel appliances and marble countertops, overlooks a private backyard with an inground heated swimming pool, ideal for summer entertaining. The home's classic details are beautifully complemented by contemporary elements. Both renovated baths feature marble and subway tile.

$950,000

3 beds2 baths2,820 sq ft

5 Quincy Ave, Winthrop, MA 02152

Wainscoting • Built-in cabinets • Open-concept living

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Winthrop, MA Homes for Sale
Experience the best of coastal living just minutes from Boston—close to the city without the high prices! This bright and spacious home features soaring ceilings, abundant natural light, large rooms, and hardwood floors. The traditional dining room with a built-in cabinet adds classic charm, while the fully applianced kitchen offers warm wood cabinetry and an oversized pantry. Enjoy morning coffee or evening breezes on either of two private porches. Each unit includes its own washer and dryer in the basement, and the pet-friendly building is well-maintained with a low condo fee. Perfectly located near Winthrop’s beautiful beaches, scenic trails, and popular local restaurants. Pr

$399,000

2 beds1 bath1,092 sq ft

9 Atlantic St #2, Winthrop, MA 02152

Built-in cabinet • Private porches • Oversized pantry

Property at 191 Court Rd #3, Winthrop, MA 02152, 4 beds, 3.5 baths

$1,075,000

4 beds3.5 baths2,575 sq ft

191 Court Rd #3, Winthrop, MA 02152

Property at 220 Woodside Ave #1, Winthrop, MA 02152, 2 beds, 1 bath

$435,000

2 beds1 bath779 sq ft

220 Woodside Ave #1, 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 1100 Governors Dr #6, Winthrop, MA 02152, 2 beds, 1 bath

$319,000

2 beds1 bath772 sq ft

1100 Governors Dr #6, Winthrop, MA 02152

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

$549,900

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

$799,900

6 beds2 baths2,454 sq ft

441 Winthrop St, Winthrop, MA 02152

Property at 19 Pleasant Park Rd, Winthrop, MA 02152, 3 beds, 1.5 baths

$722,000

3 beds1.5 baths1,325 sq ft

19 Pleasant Park Rd, Winthrop, MA 02152

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

$575,000

2 beds2 baths1,203 sq ft

1 Seal Harbor Rd #415, 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 1000 Governors Dr #25, Winthrop, MA 02152, 2 beds, 1 bath

$395,000

2 beds1 bath782 sq ft

1000 Governors Dr #25, Winthrop, MA 02152

Property at 3 Seal Harbor Rd #137, Winthrop, MA 02152, 2 beds, 2 baths

$699,995

2 beds2 baths1,327 sq ft

3 Seal Harbor Rd #137, Winthrop, MA 02152

Property at 2 Deane Ave, Winthrop, MA 02152, 5 beds, 2.5 baths

$865,000

5 beds2.5 baths2,397 sq ft

2 Deane Ave, Winthrop, MA 02152

Property at 70 Edgehill Rd, Winthrop, MA 02152, 4 beds, 3 baths

$1,100,000

4 beds3 baths2,654 sq ft

70 Edgehill 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 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 10 Somerset #204, Winthrop, MA 02152, 2 beds, 2 baths

$598,395

2 beds2 baths832 sq ft

10 Somerset #204, Winthrop, MA 02152

Property at 51 Cutler St #3, Winthrop, MA 02152, 2 beds, 2 baths

$670,000

2 beds2 baths1,283 sq ft

51 Cutler St #3, Winthrop, MA 02152

Property at 62 Lowell Rd, Winthrop, MA 02152, 5 beds, 2.5 baths

$780,000

5 beds2.5 baths1,923 sq ft

62 Lowell Rd, 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 308 Bowdoin St, Winthrop, MA 02152, 7 beds, 3 baths

$1,067,000

7 beds3 baths3,628 sq ft

308 Bowdoin St, 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 14 Pleasant Park Rd, Winthrop, MA 02152, 4 beds, 1 bath

$729,900

4 beds1 bath1,964 sq ft

14 Pleasant Park Rd, Winthrop, MA 02152

Property at 144 Quincy Ave, Winthrop, MA 02152, 5 beds, 4 baths

$1,800,000

5 beds4 baths3,866 sq ft

144 Quincy Ave, 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 3 Seal Hbr #344, Winthrop, MA 02152, 2 beds, 2 baths

$695,000

2 beds2 baths1,302 sq ft

3 Seal Hbr #344, 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 10 Somerset #304, Winthrop, MA 02152, 1 bed, 1 bath

$399,000

1 bed1 bath546 sq ft

10 Somerset #304, 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 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 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 80 Shirley St, Winthrop, MA 02152, 4 beds, 2 baths

$899,900

4 beds2 baths2,366 sq ft

80 Shirley St, Winthrop, MA 02152

Property at 23 Trident Ave #2, Winthrop, MA 02152, 3 beds, 1 bath

$499,900

3 beds1 bath1,369 sq ft

23 Trident Ave #2, 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 50-52 Wilshire St, Winthrop, MA 02152, 5 beds, 2 baths

$1,150,000

5 beds2 baths2,212 sq ft

50-52 Wilshire St, Winthrop, MA 02152

Property at 80 Shirley St #2, Winthrop, MA 02152, 3 beds, 2 baths

$499,000

3 beds2 baths1,252 sq ft

80 Shirley St #2, Winthrop, MA 02152

Property at 142 Pleasant St #2, Winthrop, MA 02152, 1 bed, 1.5 baths

$499,000

1 bed1.5 baths1,039 sq ft

142 Pleasant St #2, Winthrop, MA 02152

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Average home prices near Winthrop, MA

Cities

Neighborhoods
Zip Codes

Logan Airport / Jeffries Point homes for sale
$737,000
Point Shirley homes for sale
East Boston homes for sale
$714,800
Beachmont homes for sale
$642,000
Cottage Hill homes for sale
$415,000
Orient Heights homes for sale
$793,721
Harbor View-Orient Heights homes for sale
$699,850
Jeffries Point homes for sale
$725,000
Whinthrop Highlands homes for sale
$782,498
Winthrop Beach homes for sale
$554,450

Winthrop, MA real estate trends

All Home Types trends in Winthrop, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$679,000

+8.9% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Winthrop, MA

$679,000

+8.9%

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