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Winthrop Highlands Homes for Sale

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  • 3 Seal Harbor Rd Unit 336, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 336, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 336, Winthrop, MA 02152
    /42

    $859,900

    • 2 Beds
    • 1.5 Baths
    • 1,674 Sq Ft

    3 Seal Harbor Rd Unit 336, Winthrop, MA 02152

    A rare offering at the prestigious Seal Harbor III, this exceptional corner residence captures breathtaking panoramic water views from an expansive, light filled interior and a private balcony - perfect for enjoying morning coffee, evening sunsets, or simply taking in the every changing waterfront scenery. Completely reimagined with a full gut reno in 2010, the home showcases timeless design, an

    Cathie Curran Charlesgate Realty Group, llc

    3 Seal Harbor Rd Unit 336, Winthrop, MA 02152
  • 283 Revere St Unit 2, Winthrop, MA 02152
    283 Revere St Unit 2, Winthrop, MA 02152
    283 Revere St Unit 2, Winthrop, MA 02152
    /21

    $529,900

    $19K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,788 Sq Ft

    283 Revere St Unit 2, Winthrop, MA 02152

    Second-floor home in the heart of Winthrop, a short walk to the beach, parks, and the golf course. This three-bedroom condominium pairs 1920s character with modern updates. The living and dining rooms feature hardwood flooring, natural woodwork, and built-ins, with bay windows bringing in natural light throughout. The kitchen offers granite counters, stainless steel appliances, a breakfast bar,

    Reserve Team Reference Real Estate

    283 Revere St Unit 2, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 815, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152
    /24

    $615,000

    $34K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft

    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152

    Seal Harbor I Gorgeous ocean views from this sunny corner 8th-floor unit. Spacious living room with slider to a private balcony-This home features two comfortable bedrooms with large closets and beautiful views, a well-appointed kitchen with ample cabinetry and updated appliances, plus a newer washer/dryer. Enjoy resort-style amenities including an in-ground heated pool, fitness area, and a

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 815, 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
    /27

    $549,000

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 874 Sq Ft

    12 Sewall Ave Unit 2, Winthrop, MA 02152

    Imagine coming home to the relaxed rhythm of coastal living, where the water is just moments away and the best of Winthrop is right outside your door. This beautifully renovated 2-bedroom, 2-bath condominium has been thoughtfully transformed into a stylish and welcoming retreat, offering partial water views and a fresh, move-in-ready interior. Enter to warm hardwood floors that flow throughout

    Leighann Eruzione Bowdoin Real Estate Partners

    12 Sewall Ave Unit 2, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 916, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 916, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 916, Winthrop, MA 02152
    /28

    $699,999

    Open Sun 1PM - 2:30PM
    • 2 Beds
    • 2 Baths
    • 1,417 Sq Ft

    1 Seal Harbor Rd Unit 916, Winthrop, MA 02152

    A dramatic price reduction creates an exceptional opportunity to own this turnkey, penthouse-level corner residence at Seal Harbor, where sweeping Atlantic Ocean views and bespoke designer finishes define an elevated coastal lifestyle. Fully renovated in 2023, this sophisticated 2BR/2BA home is filled with natural light from oversized windows and features a private top-floor balcony, white oak

    Meg Grady The Persac Group, LLC

    1 Seal Harbor Rd Unit 916, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 812, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 812, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 812, Winthrop, MA 02152
    /19

    $515,000

    $4K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 974 Sq Ft

    1 Seal Harbor Rd Unit 812, Winthrop, MA 02152

    Waterfront Living at Its Best! Enjoy breathtaking ocean views from this spacious 8th floor condominium offering 974 sq ft of comfortable living space. Relax on your private balcony overlooking the water, or good size bedroom including a large walk-in closet and a separate tub/shower room. This full service building offers outstanding amenities, including concierge service, an oceanside heated

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 812, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 413, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 413, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 413, Winthrop, MA 02152
    /40

    $549,999

    $28K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft

    1 Seal Harbor Rd Unit 413, Winthrop, MA 02152

    Welcome to coastal living at its finest at the highly desirable Seal Harbor One. Perched on the fourth floor, this spacious and thoughtfully designed 2-bedroom, 2-bath residence offers an ideal layout with private bedroom suites, each featuring its own full bathroom and generous walk-in closet. Set on a stunning peninsula surrounded by the Atlantic Ocean, Seal Harbor offers a truly unique

    Tammy Merk Lantern Residential

    1 Seal Harbor Rd Unit 413, 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
    /39

    $479,900

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 947 Sq Ft

    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152

    NEW PRICE - NEW OPPORTUNITY!! Wake up to SPECTACULAR SUNRISES over the Atlantic and fall asleep to the soothing sound of OCEAN WAVES in this affordable OCEANFRONT UNIT at Seal Harbor Condominiums! Offering UNOBSTRUCTED OCEAN VIEWS from EVERY ROOM, this beautifully maintained home delivers the ultimate coastal lifestyle while being a short drive to Boston & Logan Airport! Gleaming HW FLOORS flow

    Rita Angelesco LAER Realty Partners

    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit PH33, Winthrop, MA 02152
    3 Seal Harbor Rd Unit PH33, Winthrop, MA 02152
    3 Seal Harbor Rd Unit PH33, Winthrop, MA 02152
    /41

    $1,230,000

    • 3 Beds
    • 3 Baths
    • 1,913 Sq Ft

    3 Seal Harbor Rd Unit PH33, Winthrop, MA 02152

    Experience elevated waterfront living in this stunning 3 bedroom, 3 bath penthouse at the prestigious Seal Harbor III. This exceptional two-level residence features a spacious open-concept floor plan designed to maximize natural light and showcase its spectacular waterfront setting. Entertain effortlessly or simply relax on the massive private deck, offering the perfect space to enjoy ocean

    Cathie Curran Charlesgate Realty Group, llc

    3 Seal Harbor Rd Unit PH33, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit 632, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 632, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 632, Winthrop, MA 02152
    /30

    $639,000

    • 1 Bed
    • 2 Baths
    • 1,263 Sq Ft

    3 Seal Harbor Rd Unit 632, Winthrop, MA 02152

    Move-in ready! Upper floor.1.5br 2ba renovated condo with spectacular views. Modern kitchen w/new appliances. New paint, flooring and hot water tank (2022). 1 underground, deeded parking space & multiple @ grade. The oceanfront Seal Harbor condominium community is just 15 min. from Boston's financial district. The building is amenity-rich offering 24/7 concierge, on-site management, secure

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit 632, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 615, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 615, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 615, Winthrop, MA 02152
    /36

    $585,000

    Open Sat 10AM - 12PM $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft

    1 Seal Harbor Rd Unit 615, Winthrop, MA 02152

    Sixth-floor waterfront living at Seal Harbor in Winthrop Highlands. This 2-bedroom, 2-bath condo offers 1,203 square feet of single-level living with brand new hardwood floors throughout and direct ocean views from the main living space. The living and dining rooms flow together in an open layout, with a slider out to a private balcony where the water views are the main event morning and night.

    Kevin Chiles Charlesgate Realty Group LLC

    1 Seal Harbor Rd Unit 615, Winthrop, MA 02152
Massachusetts Suffolk County Winthrop

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

Winthrop Highlands, Winthrop, MA Home Prices vs. Nearby Neighborhoods

Winthrop Highlands Downtown Winthrop Winthrop Beach Cottage Hill
Median Home Price
$649,000
$597,400
$517,450
$524,000
Median Sale Price
$641,000
-4% YoY
$594,900
-5% YoY
$494,999
+4% YoY
$490,000
-6% YoY
Median Single Family Price
$970,000
$723,500
$684,500
$746,500
Median Townhouse Price
$1,175,000
$689,450
$562,499
--
Median Condo Price
$562,500
$505,000
$484,500
$460,000
Total Active Listings
11 listings
21 listings
10 listings
5 listings
Market Conditions
5 Months of Supply
Balanced Market
5 Months of Supply
Balanced Market
6 Months of Supply
Balanced Market
3 Months of Supply
Seller's Market

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. Winthrop Highlands has 6 parks for recreational activities.It is very dense in population with 15.0 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% of residents renting and 53% 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 $649,000. If you put a 20% down payment of $129,800 and had a 30-year fixed mortgage with an interest rate of 6.76%, your estimated principal and interest payment would be $3,370 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 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.
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