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Winthrop Highlands Homes for Sale

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  • 201 Cliff Ave, Winthrop, MA 02152
    201 Cliff Ave, Winthrop, MA 02152
    201 Cliff Ave, Winthrop, MA 02152
    /42

    $1,785,000

    • 8 Beds
    • 6.5 Baths
    • 5,362 Sq Ft

    201 Cliff Ave, Winthrop, MA 02152

    Deal fell through due to buyer's financing. Rare opportunity to own a spacious waterfront duplex offering versatility, income potential, and breathtaking coastal living just minutes from Boston and Logan Airport. This well-designed property features 4+ bedrooms with finished lower levels on each side, each offering three additional rooms--ideal for extended family, home offices, or flexible

    Connie Doto Connie Doto Realty Group

    201 Cliff Ave, Winthrop, MA 02152
  • 47 Highland Ave, Winthrop, MA 02152
    47 Highland Ave, Winthrop, MA 02152
    47 Highland Ave, Winthrop, MA 02152
    /35

    $650,000 Open Sat 1:30PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,728 Sq Ft

    47 Highland Ave, Winthrop, MA 02152

    Wonderful opportunity to own a coastal Winthrop home with tremendous potential. A welcoming mudroom opens to a spacious foyer and a large living and dining area with great flow for everyday living. A bonus front room offers flexible space for a home office, playroom, or an expanded open-concept layout. The kitchen leads directly to the back deck for warm-weather entertaining. Upstairs features

    Elizabeth Ferrara Cottage Hill Real Estate

    47 Highland Ave, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit 344, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 344, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 344, Winthrop, MA 02152
    /29

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    3 Seal Harbor Rd Unit 344, Winthrop, MA 02152

    Situated at the ocean's edge in Winthrop, Seal Harbor is located just fifteen minutes from Boston's financial district. Building is amenity-rich- 24/7 concierge, on-site management, secure underground deeded garage parking, heated outdoor pool with shower, bathrooms, full poolhouse kitchen, outdoor Jacuzzi & 2 gas grills, year-round access to an indoor pool on the 9th floor, complete with

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit 344, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
    /19

    $519,000

    • 1 Bed
    • 1 Bath
    • 947 Sq Ft

    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152

    This move in unit is waiting for you! Unit 210 has an unobstructed view of the ocean and the town of Nahant. as well as a long expanse of lawn and the gazebo. Enjoy your beautiful fully applianced custom kitchen with granite counters and stainless steel appliances , in unit laundry and full bath The hardwood floors throughout add to the value of this condo and the open floor living room/dining

    James Lonergan Lonergan Real Estate

    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 701, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 701, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 701, Winthrop, MA 02152
    /20

    $549,000

    • 1 Bed
    • 1 Bath
    • 1,005 Sq Ft

    1 Seal Harbor Rd Unit 701, Winthrop, MA 02152

    Waterfront stunning ocean views from this corner unit with breathtaking sunrises and sunsets. This bright and relaxing 1,005 square foot residence has been lovingly enjoyed by the same owner for 25 years. Spacious living room opened to separate dining room. One bedroom, full bath & generous walk-in closet. Captivating views of the ocean, beach, and boats passing by. Private balcony and

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 701, 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 somewhat walkable and bikeable with some transit options. Winthrop Highlands is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. 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.
Is Winthrop Highlands, MA a safe neighborhood?
Winthrop Highlands, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Winthrop Highlands?
The median home price in Winthrop Highlands is $659,000. If you put a 20% down payment of $131,800 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $3,320 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $142K a year to afford the median home price in Winthrop Highlands. Learn how much home you can afford with our Home Affordability Calculator. 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, Cottage Hill, Harbor View-Orient Heights and Crescent Beach.

Home Trends in Winthrop Highlands, MA

On average, homes in Winthrop Highlands, Winthrop sell after 51 days on the market compared to the national average of 55 days. The median sale price for homes in Winthrop Highlands, Winthrop over the last 12 months is $674,500, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$674,500
Median Single Family Sale Price
$824,500
Median Townhouse Sale Price
$1,175,000
Median 2 Bedroom Sale Price
$649,500
Median 1 Bedroom Sale Price
$519,000
Average Price Per Sq Ft
$501
Number of Homes for Sale
4
Last 12 months Home Sales
22
Months of Supply
2.20
Median List Price
$659,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
4%
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