Downtown Winthrop Houses for Sale

/17
$950,000 Open Sat 11AM - 1PM
- 3 Beds
- 2.5 Baths
- 2,341 Sq Ft
31 Lincoln St, Winthrop, MA 02152

Historic charm and modern comfort unite in this warm, inviting 3-bedroom, 2.5-bath home in the Ingleside Park neighborhood. Step inside to find stunning original woodwork, a cozy pellet stove perfect for cool summer nights, fresh paint throughout and the High-velocity AC will keep you cool all summer. 31 Lincoln has tons of upgrades...Brand new copper water line, new PVC drain to the street, new

The Reference Group Reference Real Estate

31 Lincoln St, Winthrop, MA 02152
Explore Downtown Winthrop
/42
$870,000 Open Sun 12PM - 2PM
- 4 Beds
- 3.5 Baths
- 2,350 Sq Ft
136 Pauline St, Winthrop, MA 02152

Beautifully renovated 4-bedroom, 3.5-bath single-family home, fully gutted and updated in 2020. This turnkey property features an open floor plan with seamless flow between the spacious living room, dining area, and modern kitchen—perfect for today’s lifestyle and entertaining. The primary suite includes a walk-in closet and private en-suite bath. A finished basement (2021) provides flexible

Anthony Carestia William Raveis R.E. & Home Services

136 Pauline St, Winthrop, MA 02152
/31
$588,888
- 4 Beds
- 1.5 Baths
- 1,785 Sq Ft
123 Buchanan St, Winthrop, MA 02152

Step back in time, a stately 19th-century home ready to be restored and reimagined. This 4-bedroom, 1.5-bath is rich with character—featuring original beamed ceilings, ornamental exterior wood trim, and timeless architectural details that set the stage for a stunning transformation. Located near Winthrop Golf Club, High School, and the coastal beauty of Boston’s shoreline, this home offers a rare

Ronda Cogliano Century 21 North East

123 Buchanan St, Winthrop, MA 02152
/28
$735,000
- 3 Beds
- 1 Bath
- 1,269 Sq Ft
19 Banks St, Winthrop, MA 02152

Do you ever step into a home and feel an instant calm—as if it’s been waiting just for you? 19 Banks Street wraps you in warmth from the moment you enter. The sunporch glows with light from three walls of windows and leads to a living room with gleaming hardwood floors and a fireplace. This classic 3-bed, 1-bath Colonial is filled with charm—paned windows, graceful flow—and updated for comfort

Susan Doig Charlesgate Realty Group, llc

19 Banks St, Winthrop, MA 02152
/30
$729,000
- 3 Beds
- 1 Bath
- 1,548 Sq Ft
60 Waldemar Ave, Winthrop, MA 02152

Located in one of Winthrop's most desirable Center locations, this well maintained 7 room, 3 bedroom single says welcome home! The kitchen has been updated with granite counters and stainless steel appliances and the bayed living and dining rooms with high ceilings are elegant and very inviting. The full bath has a jetted tub and separate shower! There are beautiful wood floors throughout. Love

James Polino Compass

60 Waldemar Ave, Winthrop, MA 02152
/14
$624,900
- 3 Beds
- 1 Bath
- 1,878 Sq Ft
136 Locust Way, Winthrop, MA 02152

Well maintained 3 bedroom Colonial just moments from the beach. Large open rooms with lots of natural light. Lots of cabinet space in the super functional kitchen. 1st floor laundry hookups for convenience. 3 full sized bedrooms. Great yard. Nice wrap around porch to enjoy the summer nights. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

Tyler Scaglione Cameron Real Estate Group

136 Locust Way, Winthrop, MA 02152
/37
$995,500
- 5 Beds
- 3 Baths
- 3,272 Sq Ft
115 Almont St, Winthrop, MA 02152

115 Almont, where coastal vibes meet versatile living areas to offer something for everyone. Don't miss your chance to see this expansive 5 bedroom 3 bathroom colonial just minutes to Winthrop Beach, fantastic restaurants, schools & more. Upon entry, you are greeted with a beautiful living room with working fireplace, updated eat-in kitchen, full bathroom and first floor bedroom. This setup would

Christine Goldstein Lyv Realty

115 Almont St, Winthrop, MA 02152

Massachusetts Suffolk County Winthrop Downtown Winthrop

Why Live in Downtown Winthrop

Downtown Winthrop features a mix of peaceful beach cottages, Cape Cods, and colonial-inspired homes, with properties ranging from the early 1800s to the mid-20th century. Single-family houses, multi-family properties, condos, and commercial storefronts line the established streets, with lot sizes typically between 3,000 and 7,000 square feet. The neighborhood's coastal charm is enhanced by its proximity to beaches, marinas, and yacht clubs like Winthrop Yacht Club and Pleasant Park Yacht Club, which offer sailing programs and social activities. Residents enjoy walking along Donovan’s Beach and Winthrop Beach, with views of planes from nearby Logan International Airport, just 4 miles away. Community events such as the Independence Day Horrible’s Parade and the annual Strawberry Festival foster a strong sense of local culture. Ingleside Park hosts a farmers market, skate park, tennis courts, and a baseball field, while Winthrop Golf Club offers a public nine-hole course. Dining options include Belle Isle Seafood, the historic Winthrop Arms Hotel and Restaurant, Vuolo's Italian eatery, and Nick’s Place pizzeria. For groceries, Winthrop Market Place is centrally located, with additional shopping available 2 miles north at The Shops at Suffolk Downs. The neighborhood is served by Winthrop Public Schools, with the highly rated William P. Gorman Fort Banks Elementary School for young learners. Commuters benefit from easy access to downtown Boston, 6 miles away, via Massachusetts Route 1A, MBTA T subway lines at Orient Heights, and ferry service at Winthrop Landing. The area has a low crime risk compared to the national average, contributing to its appeal for residents.

Learn more about living in Downtown Winthrop

Home Trends in Downtown Winthrop, MA

On average, homes in Downtown Winthrop, Winthrop sell after 34 days on the market compared to the national average of 70 days. The median sale price for homes in Downtown Winthrop, Winthrop over the last 12 months is $495,000, up 24% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$495,000

Median Single Family Sale Price

$504,780

Median 2 Bedroom Sale Price

$294,450

Median 1 Bedroom Sale Price

$195,000

Average Price Per Sq Ft

$280

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

3.20

Median List Price

$484,730

Median Change From 1st List Price

Median Home Sale Price YoY Change

24%

How to Buy a Home How to Finance a Home How to Sell a Home

In Downtown Winthrop, there are currently 7 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $588,888 to $995,500, there's something for every budget. As of August, 2025 the median home price in Downtown Winthrop, Winthrop is $484,730, while the average sale price is $633,858, providing insight into local market trends. On average, houses spend 34 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in Downtown Winthrop, Winthrop and find the perfect place to call home.

Downtown Winthrop Types of Homes for Sale

More About Living in Downtown Winthrop

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