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Cottage Hill Condos for Sale

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  • 42 Harbor View Ave Unit 2, Winthrop, MA 02152
    42 Harbor View Ave Unit 2, Winthrop, MA 02152
    42 Harbor View Ave Unit 2, Winthrop, MA 02152
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    $630,000 Open Thu 5:30PM - 6:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,166 Sq Ft

    42 Harbor View Ave Unit 2, Winthrop, MA 02152

    Live by the water and soak in ocean, harbor, and Boston skyline views from this renovated 3-bed, 1.5-bath condo on Cottage Hill! Spanning the full second floor with 1,165 sf, this sunlit home features double bay windows, hardwood floors, and an open layout for easy living and entertaining. The updated kitchen boasts gas cooking, granite counters, and stainless appliances. Enjoy central AC,

    Randall Horn Entourage Realty LLC

    42 Harbor View Ave Unit 2, Winthrop, MA 02152
  • 600 Shirley St Unit 3, Winthrop, MA 02152
    600 Shirley St Unit 3, Winthrop, MA 02152
    600 Shirley St Unit 3, Winthrop, MA 02152
    /32

    $549,900

    • 2 Beds
    • 2 Baths
    • 773 Sq Ft

    600 Shirley St Unit 3, Winthrop, MA 02152

    “The Cove at 600” was converted in 2022 and is located on the site of the historic Crystal Cove Hotel with breathtaking views of the Boston Skyline and the Atlantic Ocean. Unit 3, located on the side of the building with a private entrance, exclusive use patio and exclusive use deck at the front of the building offers many ways to take in the view and the sea air. The open concept living room and

    Erika Leigh Pereira Keller Williams Realty Boston Northwest

    600 Shirley St Unit 3, Winthrop, MA 02152
  • 600 Shirley St Unit 1, Winthrop, MA 02152
    600 Shirley St Unit 1, Winthrop, MA 02152
    600 Shirley St Unit 1, Winthrop, MA 02152
    /31

    $415,000

    • 1 Bed
    • 2 Baths
    • 604 Sq Ft

    600 Shirley St Unit 1, Winthrop, MA 02152

    WATER VIEWS & PRIVATE DECK! Welcome to The Cove at 600, a premier condominium development in Winthrop, situated on the historic site of the Crystal Cove Hotel. This meticulously renovated first-floor unit features 1 bedroom and 2 baths, epitomizing perfect beach town living. Every detail has been updated finishes, including newer kitchen & bathrooms. Your living room offers stunning water views,

    The Movement Group Compass

    600 Shirley St Unit 1, Winthrop, MA 02152
  • 600 Shirley St Unit 15, Winthrop, MA 02152
    600 Shirley St Unit 15, Winthrop, MA 02152
    600 Shirley St Unit 15, Winthrop, MA 02152
    /10

    $340,000

    • 1 Bath
    • 338 Sq Ft

    600 Shirley St Unit 15, Winthrop, MA 02152

    Patrick Casey East Key Realty

    600 Shirley St Unit 15, Winthrop, MA 02152
Massachusetts Suffolk County Winthrop Cottage Hill

Condos for Sale in Cottage Hill, Winthrop

Why Live in Cottage Hill
Cottage Hill in Winthrop, MA, is a serene New England beach town known for its ocean views and historic homes. Located just 7 miles from Boston, it offers a blend of city convenience and waterfront tranquility. The neighborhood is characterized by its close-knit community, with organizations like the Viking Pride Foundation enhancing local opportunities. Residents enjoy easy access to Winthrop Beach and Yirrell Beach, as well as Crystal Cove, which features the Winthrop Yacht Club and public boat ramps. Massa Playground provides a local spot for outdoor activities with a jungle gym and basketball courts. The homes, many with colonial-inspired architecture, have been modernized while retaining their historic charm. Condos are prevalent, with a mix of multifamily and duplex options. Streets are walkable, though some are curved and steep. Annual events such as the Winthrop Town Wide Yard Sale and Winthrop Family Beach Day foster community spirit. Dining options include Ferrante’s for steaks and seafood, and Selva Coffee House for breakfast. Winthrop Marketplace is a local grocery staple, while larger stores like Target are about 4 miles away in Revere. The neighborhood is served by Winthrop Public Schools, which have good ratings. Commuting to Boston is convenient via Massachusetts Route 1A or the MBTA bus and Blue Line subway. Boston Logan International Airport is just 5 to 6 miles away, making travel easy.
Learn more about living in Cottage Hill

Home Trends in Cottage Hill, MA

On average, homes in Cottage Hill, Winthrop sell after 27 days on the market compared to the national average of 52 days. The median sale price for homes in Cottage Hill, Winthrop over the last 12 months is $520,000, down 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$520,000
Median Single Family Sale Price
$830,000
Median 2 Bedroom Sale Price
$457,000
Median 1 Bedroom Sale Price
$272,000
Average Price Per Sq Ft
$532
Number of Homes for Sale
6
Last 12 months Home Sales
13
Months of Supply
5.50
Median List Price
$524,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-5%
How to Buy a Home How to Finance a Home How to Sell a Home

In Cottage Hill, there are currently 4 condos for sale, providing a range of options for prospective buyers. With condos ranging from $340,000 to $630,000, there's something for every budget. As of September, 2025 the median home price in Cottage Hill, Winthrop is $524,900, while the average sale price is $540,538, providing insight into local market trends. On average, condos spend 27 days on the market before being sold. Whether you're considering condominiums, apartments for sale, or modern condos, there are options available to suit your needs. Explore the variety of condos for sale in Cottage Hill, Winthrop, and find the perfect place to call home.

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