5

Winthrop Highlands Homes for Sale

Section Image
  • 47 Highland Ave, Winthrop, MA 02152
    47 Highland Ave, Winthrop, MA 02152
    47 Highland Ave, Winthrop, MA 02152
    /35

    $650,000

    • 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 401, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 401, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 401, Winthrop, MA 02152
    /18

    $575,000

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

    1 Seal Harbor Rd Unit 401, Winthrop, MA 02152

    Waterfront living at its finest. This gorgeous, sun-filled unit has been meticulously renovated from top to bottom. The brand-new kitchen features a spacious island, and stunning tile work—perfect for both everyday living and entertaining. Enjoy all-new flooring, windows, and modern lighting throughout. Garage space C7. Take in fabulous water views from your home, just minutes from Boston. Every

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 401, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit 342, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 342, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 342, Winthrop, MA 02152
    /42

    $679,000 Open Sun 11AM - 12:30PM

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

    3 Seal Harbor Rd Unit 342, Winthrop, MA 02152

    Seal Harbor in Winthrop offers an elevated coastal living experience that is unparalleled. Timeless detail inside & out of this building is complemented by white-glove concierge service. Unit 342 is a luxury residence with ocean & pool views from every window. It is conveniently located a few steps from the new elevators & welcomes you into an open floor plan with striking natural sunlight;

    Nancy McLaughlin Redfin Corp.

    3 Seal Harbor Rd Unit 342, 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
    /22

    $499,900

    • 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
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 $673,500. If you put a 20% down payment of $134,700 and had a 30-year fixed mortgage with an interest rate of 6.23%, your estimated principal and interest payment would be $3,310 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, Beachmont, Cottage Hill and Harbor View-Orient Heights.

Home Trends in Winthrop Highlands, MA

On average, homes in Winthrop Highlands, Winthrop sell after 57 days on the market compared to the national average of 56 days. The median sale price for homes in Winthrop Highlands, Winthrop over the last 12 months is $679,000, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$679,000
Median Single Family Sale Price
$824,500
Median Townhouse Sale Price
$1,175,000
Median 2 Bedroom Sale Price
$650,000
Median 1 Bedroom Sale Price
$507,450
Average Price Per Sq Ft
$498
Number of Homes for Sale
5
Last 12 months Home Sales
21
Months of Supply
2.90
Median List Price
$673,500
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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group