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Winthrop Highlands Homes for Sale

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  • 181 Grovers Ave, Winthrop, MA 02152
    181 Grovers Ave, Winthrop, MA 02152
    181 Grovers Ave, Winthrop, MA 02152
    /42

    $749,999

    • 3 Beds
    • 1.5 Baths
    • 1,454 Sq Ft

    181 Grovers Ave, Winthrop, MA 02152

    Welcome to The Winthrop Highlands! A charming family home awaits you in a serene and secluded coastal neighborhood. Celebrated for its quiet streets, historic homes, and 9 Hole Golf Course! This single family home is drenched in natural sun light & it truly accentuates the gleaming floors. This home has 3 beds, 1.5 baths & additional space for a home office or den. The dining area offers crown

    Mark Sciaraffa Sciaraffa Real Estate, LLC

    181 Grovers Ave, Winthrop, MA 02152
  • 12 Sewall Ave Unit 2, Winthrop, MA 02152
    12 Sewall Ave Unit 2, Winthrop, MA 02152
    12 Sewall Ave Unit 2, Winthrop, MA 02152
    /39

    $528,999

    • 2 Beds
    • 2 Baths
    • 874 Sq Ft

    12 Sewall Ave Unit 2, Winthrop, MA 02152

    Open house cancelled 9/7, seller accepted an offer! Welcome to coastal living at its finest. This completely renovated 2-bedroom, 2-bathroom condominium offers a rare opportunity to own a turnkey home in one of Winthrop’s most sought-after locations—just moments from the water, with partial views to enjoy from the comfort of your own home. The brand-new kitchen features quartz countertops, custom

    Alex Walsh Access

    12 Sewall Ave Unit 2, Winthrop, MA 02152
  • 12 Sewall Ave Unit 3, Winthrop, MA 02152
    12 Sewall Ave Unit 3, Winthrop, MA 02152
    12 Sewall Ave Unit 3, Winthrop, MA 02152
    /20

    $389,000

    • 1 Bed
    • 1 Bath
    • 824 Sq Ft

    12 Sewall Ave Unit 3, Winthrop, MA 02152

    Open house cancelled 9/7, seller accepted an offer. Welcome home to this beautifully renovated top-floor 1-bedroom, 1-bathroom condo nestled in one of Winthrop’s most desirable neighborhoods. Drenched in natural light and offering partial water views, this charming unit blends comfort and style with an open layout perfect for modern living. The updated kitchen features quartz countertops, custom

    Alex Walsh Access

    12 Sewall Ave Unit 3, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 215, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 215, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 215, Winthrop, MA 02152
    /34

    $645,000

    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft

    1 Seal Harbor Rd Unit 215, Winthrop, MA 02152

    Waterfront, Ocean View, Freshly Painted and All New Carpets, Move in Condition, 2 Bed, 2 Bath, Corner Unit in Sought after Seal Harbor Condominium. Fully Equipped Galley Kitchen w/ Breakfast Nook and Plenty of Cabinet Space. Dinning Room w/ Ceiling Fan Leads to Large Living Rm w/ Balcony and Ocean View, Main Bedroom Offers Large Walk in Custom Closet and Full Private Bath, 2nd Bedroom w/ Large

    Tammy Melo Century 21 North East

    1 Seal Harbor Rd Unit 215, Winthrop, MA 02152
  • 328-330 Revere St, Winthrop, MA 02152
    328-330 Revere St, Winthrop, MA 02152
    328-330 Revere St, Winthrop, MA 02152
    /42

    $1,170,000

    • 5 Beds
    • 2 Baths
    • 2,151 Sq Ft

    328-330 Revere St, Winthrop, MA 02152

    This property is what the competition see as a "Triple Threat" *TURN KEY *LOCATION & *BIG LOT OF LAND! The first floor's Craftsman style details have had restoration, preserving the stain glass windows, hardwood floors, working wood fireplace, beamed ceilings & built-ins to really embody the character of days gone by. A gas stove with hood vent, & sliders to a deck off the kitchen, makes this

    Debra Messana LAER Realty Partners

    328-330 Revere St, Winthrop, MA 02152
Massachusetts Suffolk County Winthrop Winthrop Highlands

Real Estate & Homes for Sale in Winthrop Highlands, Winthrop

Why Live in Winthrop Highlands
Winthrop Highlands, a picturesque neighborhood surrounded by water on three sides, is known for its stunning natural beauty and close-knit community. Residents enjoy breathtaking sunrises and sunsets over the Atlantic Ocean, with opportunities to see the full moon rise over the horizon. The area is ideal for outdoor enthusiasts, offering activities such as boating, fishing, surfing, and jogging. Halford Beach and Highlands Beach provide convenient water access, while Fort Heath Park on Grovers Cliff is a popular spot for dog walking and occasional concerts. The neighborhood also features the Pond Street Playground and the John Joseph Kilmartin Pathway for recreational activities. Winthrop Highlands is characterized by its historic single-family homes, including Cape Cods, colonials, and the occasional Victorian, most of which were built around the turn of the 20th century. The neighborhood's streets are peaceful and well-established, with slightly larger lots compared to other parts of town. The local restaurant scene is vibrant, with notable spots like the Winthrop Arms Hotel and Restaurant, Jac’s Café, Antique Table Restaurant, and Bridges Nepali Cuisine. Families in the area benefit from highly rated schools, including William P. Gorman Fort Banks Elementary School, Winthrop Middle School, and Winthrop High School, all recognized for their strong academic performance. The neighborhood's proximity to Downtown Boston, just 10 miles away via U.S. Route 145, and the ferry service less than 2 miles away, make commuting convenient. Additionally, Boston Logan International Airport is just over 5 miles from the neighborhood. With its low crime risk compared to the national average, Winthrop Highlands offers a serene and engaging environment for its residents.
Learn more about living in Winthrop Highlands

Frequently Asked Questions

Is Winthrop Highlands a good place to live?
Winthrop Highlands is a good place to live. Winthrop Highlands is considered fairly walkable and somewhat bikeable. Winthrop Highlands is a suburban neighborhood. Winthrop Highlands has 6 parks for recreational activities. It is fairly dense in population with 14.3 people per acre and a median age of 59. The average household income is $125,618 which is above the national average. College graduates make up 55.1% of residents. A majority of residents in Winthrop Highlands are home owners, with 47.5% of residents renting and 52.5% of residents owning their home. A local real estate agent serving Winthrop Highlands can help you decide if this neighborhood is the right one for you. Learn more on our Winthrop Highlands neighborhood guide.
How much do you need to make to afford a house in Winthrop Highlands?
The median home price in Winthrop Highlands is $671,500. If you put a 20% down payment of $134,300 and had a 30-year fixed mortgage with an interest rate of 6.5%, your estimated principal and interest payment would be $3,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $146K a year to afford the median home price in Winthrop Highlands. The average household income in Winthrop Highlands is $126K.
What are the best public schools in Winthrop Highlands?
The best public schools that serve Winthrop Highlands are:
What are the best private schools in Winthrop Highlands?
The best private schools that serve Winthrop Highlands are:
What are the most popular zip codes in Winthrop Highlands, Winthrop, MA?
The most popular zip codes in Winthrop Highlands, Winthrop, MA include 02152, 02151, 02128, 02150 and 01908.
What are the most popular neighborhoods near Winthrop Highlands, Winthrop, MA?
The most popular neighborhoods near Winthrop Highlands, Winthrop, MA are Downtown Winthrop, Winthrop Beach, Beachmont, Cottage Hill and Harbor View-Orient Heights.
Are home prices dropping in Winthrop Highlands?
Yes, home prices in Winthrop Highlands are down 8% in the last 12 months.

Home Trends in Winthrop Highlands, MA

On average, homes in Winthrop Highlands, Winthrop sell after 44 days on the market compared to the national average of 52 days. The median sale price for homes in Winthrop Highlands, Winthrop over the last 12 months is $667,500, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$667,500
Median Single Family Sale Price
$749,999
Median 2 Bedroom Sale Price
$645,000
Median 1 Bedroom Sale Price
$536,250
Average Price Per Sq Ft
$501
Number of Homes for Sale
4
Last 12 months Home Sales
18
Months of Supply
2.70
Median List Price
$671,500
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-6%
How to Buy a Home How to Finance a Home How to Sell a Home

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