Winthrop Beach, MA homes for sale & real estate

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148 Winthrop Shore Dr #5, Winthrop, MA 02152
148 Winthrop Shore Dr #5, Winthrop, MA 02152
148 Winthrop Shore Dr #5, Winthrop, MA 02152
ABOUT THIS HOME
Winthrop Beach, MA Homes for Sale
Welcome to your slice of coastal paradise just outside of Boston. Nestled in the quaint seaside town of Winthrop, this stunning condo offers an unparalleled living experience with exceptional water views. Step inside to discover a meticulously designed space, with an open-concept layout that seamlessly blends the living, dining, and kitchen areas, creating an inviting atmosphere flooded with natural light and picturesque vistas of the shimmering waterfront. 02152 is conveniently located just outside of Boston, this condo's location offers easy access to the city's amenities while providing a peaceful escape from the hustle and bustle.

$679,000

2 beds2 baths971 sq ft

148 Winthrop Shore Dr #5, Winthrop, MA 02152

$290 HOA • Somewhat walkable

57 Cutler St, Winthrop, MA 02152
57 Cutler St, Winthrop, MA 02152
57 Cutler St, Winthrop, MA 02152
ABOUT THIS HOME
Winthrop Beach, MA Homes for Sale
Have you heard the waves crashing from 57 Cutler Street? Sitting just one home back from the ocean, this tastefully updated 3 bed/2 bath is ready for the next lucky owners to call it home. With many updates recently completed (interior paint, upgraded back deck, dishwasher, refinished hardwoods etc. ) all you have to do is unpack your boxes & live your best life oceanside. Kick off your shoes in the mudroom and experience the calm of an open layout living area made for relaxing or entertaining. The eat-in kitchen perfectly situated in the back of the home is fully renovated with a seaside view from your kitchen sink. Off the kitchen, head out onto the back deck & yard- great for

$805,000

3 beds2 baths1,750 sq ft

57 Cutler St, Winthrop, MA 02152

2,600 sq ft lot • Somewhat walkable

162 Shirley, Winthrop, MA 02152
162 Shirley, Winthrop, MA 02152
162 Shirley, Winthrop, MA 02152
ABOUT THIS HOME
Winthrop Beach, MA Homes for Sale
Don’t miss this rare opportunity to own a well-priced single-family home in the heart of Winthrop by the Sea, under a 5-minute walk to both the beach and Winthrop Middle/High School. This charming home features 3 bedrooms and 2 full baths. The second floor also offers room for expansion to add a 4th bedroom, sellers are including the architectural plans. The main level boasts new appliances, granite countertops, and newer central air and heating (installed within the past 5 years). Enjoy outdoor living with a quaint backyard patio and a large enclosed front lawn with an enclosed white fence — ideal for entertaining, pets, or gardening. Additional features include 4 off-street ta

$699,000

3 beds2 baths1,413 sq ft

162 Shirley, Winthrop, MA 02152

4,520 sq ft lot • Very walkable

212 Winthrop Shore Dr #1, Winthrop, MA 02152
212 Winthrop Shore Dr #1, Winthrop, MA 02152
212 Winthrop Shore Dr #1, Winthrop, MA 02152
ABOUT THIS HOME
Winthrop Beach, MA Homes for Sale
Imagine waking up to the soothing sound of waves and sipping your morning coffee as the ocean stretches out before you. This spacious first-floor condo invites you to live effortlessly by the water, with sunlight pouring through oversized windows and an open-concept living and dining area designed for both quiet moments and lively gatherings. The modern kitchen, outfitted with sleek Viking appliances, makes cooking feel like a luxury, while the primary suite’s soaker tub offers the perfect retreat at the end of the day. With plenty of in-unit storage—plus bonus basement space—you’ll never run out of room for your beach gear. Step out to your private rear deck or rela

$569,000

3 beds2 baths1,290 sq ft

212 Winthrop Shore Dr #1, Winthrop, MA 02152

$418 HOA • Very walkable

15 Ocean Ave #105, Winthrop, MA 02152
15 Ocean Ave #105, Winthrop, MA 02152
15 Ocean Ave #105, Winthrop, MA 02152
ABOUT THIS HOME
Winthrop Beach, MA Homes for Sale
Charming Oceanside Townhouse Just Minutes from Downtown BostonWelcome to the Chase Schoolhouse Condos – a professionally managed, sought-after complex located just a block from Winthrop Beach and Crystal Cove. This unique, loft-style townhouse offers contemporary two-level living with soaring 14-foot ceilings, oversized windows, and a thoughtfully designed layout perfect for modern lifestyles. Main Level:•Spacious living room with abundant natural light•Two generously sized bedrooms•Stylish full bath featuring a tower shower•Modern kitchen with quartz countertops and brand-new appliancesLower Level (ideal in-law/ guest/entertainment space):•Separate entrance f

$515,000

2 beds2 baths1,460 sq ft

15 Ocean Ave #105, Winthrop, MA 02152

$416 HOA • Somewhat walkable

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500 Shirley St, Winthrop, MA 02152
500 Shirley St, Winthrop, MA 02152
500 Shirley St, Winthrop, MA 02152
ABOUT THIS HOME
Winthrop Beach, MA Homes for Sale
Located just 3.5 miles from the game-changing Suffolk Downs redevelopment, this fantastic two-family home offers incredible long-term upside in one of the fastest-growing areas north of Boston. The project promises millions of square feet of new housing, retail, parks, and life science space—adding immense value & convenience to the surrounding neighborhoods. Just steps from the beach, this income-generating property has been a strong rental performer—ideal for investors or owner-occupants. In the last 9 years, the home has seen MAJOR updates including a 200-amp electrical service upgrade, new front deck and revamped rear deck, a full renovation of Unit 2 (kitchen, floorin

$829,900

4 beds2 baths2,088 sq ft

500 Shirley St, Winthrop, MA 02152

4,150 sq ft lot • Garage • Somewhat 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
Winthrop Beach, 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

136 Locust Way, Winthrop, MA 02152
136 Locust Way, Winthrop, MA 02152
136 Locust Way, Winthrop, MA 02152
ABOUT THIS HOME
Winthrop Beach, MA Homes for Sale
Well maintained 3 bedroom Colonial just moments from the beach. Large open rooms with lots of natural light. Lots of cabinet space in the super functional kitchen. 1st floor laundry hookups for convenience. 3 full sized bedrooms. Great yard. Nice wrap around porch to enjoy the summer nights. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

$654,900

3 beds1 bath1,878 sq ft

136 Locust Way, Winthrop, MA 02152

3,217 sq ft lot • Very walkable

3D WALKTHROUGH

80 Shirley St, Winthrop, MA 02152
80 Shirley St, Winthrop, MA 02152
80 Shirley St, Winthrop, MA 02152
ABOUT THIS HOME
Winthrop Beach, MA Homes for Sale
Coastal vibes flow through this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. Both units boast modern open floor plans. Actual high end finishes throughout for an obvious upscale vibe. Huge kitchens and natural light throughout. Some of the sunniest units you will see. Bathrooms like spas. High ceilings and great flowing layouts that make sense. The convenience of living in East Boston and the blue line nearby, without the congestion and lack of parking. Huge yard and driveway. Brand new heating systems, central A/C, upgr

$1,100,000

4 beds2 baths2,366 sq ft

80 Shirley St, Winthrop, MA 02152

5,500 sq ft lot • Very walkable

80 Shirley St #1, Winthrop, MA 02152
80 Shirley St #1, Winthrop, MA 02152
80 Shirley St #1, Winthrop, MA 02152
ABOUT THIS HOME
Winthrop Beach, MA Homes for Sale
Coastal vibes flow throughout this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. The unit boasts a modern open floor plan. Actual high end finishes throughout for an obvious upscale vibe. Huge kitchen and natural light throughout. One of the sunniest units that you will see. High ceilings and a great flowing layout that makes sense. The convenience of living in East Boston and the blue line nearby, without the congestion and lack of parking. Huge yard and driveway. Brand new heating systems, central A/C, upgraded plumbing

$449,900

1 bed1 bath836 sq ft

80 Shirley St #1, Winthrop, MA 02152

5,500 sq ft lot • $150 HOA • Very walkable

80 Shirley St #2, Winthrop, MA 02152
80 Shirley St #2, Winthrop, MA 02152
80 Shirley St #2, Winthrop, MA 02152
ABOUT THIS HOME
Winthrop Beach, MA Homes for Sale
Coastal vibes flow throughout this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. The unit boasts a modern open floor plan. Actual high end finishes throughout for an obvious upscale vibe. Huge kitchen and natural light throughout. Spa like bathrooms. One of the sunniest units that you will see. High ceilings and a great flowing layout that makes sense. The convenience of living in East Boston and the blue line nearby, without the congestion and lack of parking. Huge yard and driveway. Brand new heating systems, central A/

$649,900

3 beds2 baths1,252 sq ft

80 Shirley St #2, Winthrop, MA 02152

5,500 sq ft lot • $250 HOA • Very walkable

Average home prices near Winthrop Beach, MA

Cities

Neighborhoods

Logan Airport / Jeffries Point homes for sale
$799,000
Downtown Revere homes for sale
$794,900
Downtown Winthrop homes for sale
$729,000
East Boston homes for sale
$699,000
Beachmont homes for sale
$799,900
Orient Heights homes for sale
$569,450
Harbor View-Orient Heights homes for sale
$699,000
Jeffries Point homes for sale
$779,000
Crescent Beach homes for sale
$614,500
Whinthrop Highlands homes for sale
$679,000

Winthrop Beach, MA real estate trends

All Home Types trends in Winthrop Beach, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$475,000

-7.2% YoY | May 2025

1 year
3 year
5 year

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

Location

Data

May 2025

Growth

% YoY

Winthrop Beach, MA

$475,000

-7.2%

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