10

Point Shirley Homes for Sale

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  • 88 Grand View Ave, Winthrop, MA 02152
    88 Grand View Ave, Winthrop, MA 02152
    88 Grand View Ave, Winthrop, MA 02152
    /35

    $665,000

    • 2 Beds
    • 1 Bath
    • 1,262 Sq Ft

    88 Grand View Ave, Winthrop, MA 02152

    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

    Elizabeth Ferrara Cottage Hill Real Estate

    88 Grand View Ave, Winthrop, MA 02152
  • 32 Hale Ave, Winthrop, MA 02152
    32 Hale Ave, Winthrop, MA 02152
    32 Hale Ave, Winthrop, MA 02152
    /42

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    32 Hale Ave, Winthrop, MA 02152

    A spectacular hilltop home with unmatched 360 views. A once-in-a-lifetime opportunity to own this exceptional hilltop property offering panoramic views of the Atlantic Ocean, Boston Harbor, Winthrop Harbor, and the Boston skyline.Ocean views from every room and all three decks make this home truly one of a kind. Steeped in history, this site was purposely chosen by Patriot troops during the

    Sharon Tallent Compass

    32 Hale Ave, Winthrop, MA 02152
  • 993 Shirley St, Winthrop, MA 02152
    993 Shirley St, Winthrop, MA 02152
    993 Shirley St, Winthrop, MA 02152
    /23

    $839,000

    • 5 Beds
    • 3 Baths
    • 2,184 Sq Ft

    993 Shirley St, Winthrop, MA 02152

    Located near Yirrell Beach, this updated single-family home is ready for its next chapter. Inside, you’ll find an open-concept layout with gorgeous hardwood floors that flow throughout. The modern kitchen is a standout, complete with a shiplap ceiling, granite countertops, and stainless-steel appliances-perfect for daily living and entertaining. The first floor offers one bedroom and a versatile

    Leighann Eruzione Lantern Residential

    993 Shirley St, Winthrop, MA 02152
  • 50 Triton Ave, Winthrop, MA 02152
    50 Triton Ave, Winthrop, MA 02152
    50 Triton Ave, Winthrop, MA 02152
    /25

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,361 Sq Ft

    50 Triton Ave, Winthrop, MA 02152

    Updated 2 bedroom, 2 bathroom bungalow located in the picturesque Point Shirley neighborhood of Winthrop. This detached single family home, boasting more than 1,300 square feet of living space, was recently renovated throughout to include wood-look porcelain tile, a brand new kitchen with stainless steel appliances and quartz countertops, a brand new master bathroom with a walk in shower

    Andrew Pike The Persac Group, LLC

    50 Triton Ave, Winthrop, MA 02152
  • 77 Otis St, Winthrop, MA 02152
    77 Otis St, Winthrop, MA 02152
    77 Otis St, Winthrop, MA 02152
    /27

    $814,500

    • 4 Beds
    • 2 Baths
    • 1,769 Sq Ft

    77 Otis St, Winthrop, MA 02152

    Welcome to coastal living on Point Shirley. This beautifully renovated 4BD, 2BA home invites you to slow down and enjoy life by the beach. Start your day watching the sun rise from your yoga/sunroom, or with a cup of coffee on your front porch. With tall ceilings and an open-concept layout you'll have sight lines from the living room to the dining room to the modern kitchen with quartz counters,

    Molly Walker Coldwell Banker Realty - Scituate

    77 Otis St, Winthrop, MA 02152
  • 138 Grand View Ave, Winthrop, MA 02152
    138 Grand View Ave, Winthrop, MA 02152
    138 Grand View Ave, Winthrop, MA 02152
    /21

    $779,000

    • 3 Beds
    • 1.5 Baths
    • 1,792 Sq Ft

    138 Grand View Ave, Winthrop, MA 02152

    Experience the thrill and excitement of oceanfront living in this move-in ready seaside single with 3 bedrooms and 1.5 bathrooms. Enjoy stunning, dramatic views of the ocean and Boston skyline. The home features a newly refreshed kitchen and a spacious open floor plan with a fireplace, inviting both ocean views and abundant natural light. Beautiful oak hardwood floors enhance the interior, while

    James Polino Compass

    138 Grand View Ave, Winthrop, MA 02152
  • 208 Grand View Ave, Winthrop, MA 02152
    208 Grand View Ave, Winthrop, MA 02152
    208 Grand View Ave, Winthrop, MA 02152
    /15

    $419,900

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft

    208 Grand View Ave, Winthrop, MA 02152

    Location Location Location-this 2 bedroom condo with oceanfront views of the Boston skyline offers a urban and coastal living even with its need for repairs and updating this property holds so much possibility to be transformed into a stunning residence. The condo is situated in perfect spot with breathtaking views of Boston and shimmering waters. Bring your ideas and transform this property

    Anna Jackson Curtis & Colletta Realty Associates

    208 Grand View Ave, Winthrop, MA 02152
  • 1077 Shirley St, Winthrop, MA 02152
    1077 Shirley St, Winthrop, MA 02152
    1077 Shirley St, Winthrop, MA 02152
    /35

    $1,150,000

    • 6 Beds
    • 3 Baths
    • 2,400 Sq Ft

    1077 Shirley St, Winthrop, MA 02152

    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

    The Reference Group Reference Real Estate

    1077 Shirley St, Winthrop, MA 02152
  • 1077 Shirley St, Winthrop, MA 02152
    1077 Shirley St, Winthrop, MA 02152
    1077 Shirley St, Winthrop, MA 02152
    /14

    $420,000

    • 2 Beds
    • 1 Bath
    • 540 Sq Ft

    1077 Shirley St, Winthrop, MA 02152

    Cozy Beachside Bungalow in Point ShirleyWelcome to your seaside escape! Nestled in the heart of Winthrop’s coveted Point Shirley neighborhood, this charming 2-bedroom, 1-bath bungalow offers the ultimate beach lover’s dream—just steps from the ocean. Enjoy the ease of a private driveway and endless potential to make this cozy retreat truly your own. Whether you're looking for a year-round

    The Reference Group Reference Real Estate

    1077 Shirley St, Winthrop, MA 02152
  • 1079 Shirley St, Winthrop, MA 02152
    1079 Shirley St, Winthrop, MA 02152
    1079 Shirley St, Winthrop, MA 02152
    /33

    $745,000

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft

    1079 Shirley St, Winthrop, MA 02152

    Coastal Living with Stunning Ocean Views! Welcome to 1079 Shirley St in the heart of Point Shirley, Winthrop—a spacious 4-bedroom, 2-bathroom single-family home offering the perfect blend of charm, comfort, and breathtaking ocean views. Step into the inviting living room, where a cozy fireplace and picture-perfect ocean vistas create a warm and relaxing ambiance. Flow seamlessly into the formal

    The Reference Group Reference Real Estate

    1079 Shirley St, Winthrop, MA 02152
Massachusetts Winthrop Point Shirley

Real Estate & Homes for Sale in Point Shirley, Winthrop

Frequently Asked Questions Why Live in Point Shirley

Is Point Shirley a good place to live?
Point Shirley is a good place to live. Point Shirley is considered very car-dependent and somewhat bikeable. Point Shirley has 1 park for recreational activities. It has a median age of 47. The average household income is $143,613 which is above the national average. College graduates make up 52.9% of residents. A majority of residents in Point Shirley are home owners, with 27.2% of residents renting and 72.8% of residents owning their home. A local real estate agent serving Point Shirley can help you decide if this neighborhood is the right one for you. Learn more on our Point Shirley neighborhood guide.
How much do you need to make to afford a house in Point Shirley?
The median home price in Point Shirley is $675,000. If you put a 20% down payment of $135,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $3,350 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $144K a year to afford the median home price in Point Shirley. The average household income in Point Shirley is $144K.
What are the best public schools in Point Shirley?
The best public schools that serve Point Shirley are:
What are the most popular zip codes in Point Shirley, Winthrop, MA?
The most popular zip codes in Point Shirley, Winthrop, MA include 02127, 02128, 02116, 02118 and 02135.
What are the most popular neighborhoods near Point Shirley, Winthrop, MA?
The most popular neighborhoods near Point Shirley, Winthrop, MA are Cottage Hill, Downtown Winthrop, Cottage Park, Winthrop Beach and Court Park.
Learn more about living in Point Shirley

Home Trends in Point Shirley, MA

On average, homes in Point Shirley, Winthrop sell after 26 days on the market compared to the national average of 49 days. The median sale price for homes in Point Shirley, Winthrop over the last 12 months is $640,000, up 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$640,000
Median Single Family Sale Price
$680,000
Median Townhouse Sale Price
$620,000
Median 2 Bedroom Sale Price
$425,000
Average Price Per Sq Ft
$481
Number of Homes for Sale
9
Last 12 months Home Sales
15
Months of Supply
7.20
Median List Price
$675,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
11%
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