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Downtown Winthrop Homes for Sale

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  • 10 Somerset Ave Unit 402, Winthrop, MA 02152
    10 Somerset Ave Unit 402, Winthrop, MA 02152
    10 Somerset Ave Unit 402, Winthrop, MA 02152
    /35

    $606,900

    Open Sat 11AM - 12:30PM
    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft

    10 Somerset Ave Unit 402, Winthrop, MA 02152

    Unit 402 at The Somerset is a bright and spacious top-floor 2-bedroom, 2-bath condo in the heart of Winthrop. Designed for modern living, this move-in-ready home features an open-concept layout, a primary bedroom with a private en-suite bath, two private balconies, quartz countertops, stainless steel appliances, central A/C, and generous closet space. Garage parking is included, along with access

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 402, Winthrop, MA 02152
  • 50 Main St, Winthrop, MA 02152
    50 Main St, Winthrop, MA 02152
    50 Main St, Winthrop, MA 02152
    /41

    $779,986

    $50K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,560 Sq Ft

    50 Main St, Winthrop, MA 02152

    PRICE REDUCTION! Excellent opportunity to own a well-maintained 2-family property in the highly desirable seaside community of Winthrop! Perfect for investors, owner-occupants or multi-generational living, this spacious property offers two large units featuring 3 bedrooms,1 full bathroom, hardwood floors, generous living areas and a bonus office room! Separate utilities and washer/dryer hookups

    Matt Tasgin United Brokers

    50 Main St, Winthrop, MA 02152
  • 550 Pleasant St Unit 201, Winthrop, MA 02152
    550 Pleasant St Unit 201, Winthrop, MA 02152
    550 Pleasant St Unit 201, Winthrop, MA 02152
    /29

    $710,000

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    550 Pleasant St Unit 201, Winthrop, MA 02152

    Water views and a private covered balcony welcome you to this bright 2-bedroom, 2-bath home at The Residences at Atlantis Marina. An open kitchen and living area creates an inviting setting for everyday living and entertaining, with wood flooring, generous windows, and direct access to the balcony overlooking the marina. The kitchen features stainless steel appliances, gas cooking, stone

    John Young Ledge & Young Real Estate

    550 Pleasant St Unit 201, Winthrop, MA 02152
  • 194 Washington Ave Unit 3, Winthrop, MA 02152
    194 Washington Ave Unit 3, Winthrop, MA 02152
    194 Washington Ave Unit 3, Winthrop, MA 02152
    /27

    $850,000

    • 3 Beds
    • 3 Baths
    • 1,780 Sq Ft

    194 Washington Ave Unit 3, Winthrop, MA 02152

    Welcome to coastal living at its best — where ocean views meet sweeping golf course views, and the beach is just a five-minute walk from your front door.Fully rebuilt in 2025, this exceptional 3-bedroom, 3-bath residence offers the rare combination of brand-new luxury, thoughtful design, and an incredible Winthrop-by-the-Sea location. Every detail was carefully considered, creating a home that

    Ella Goren Sunrise Realty & Investment LLC

    194 Washington Ave Unit 3, Winthrop, MA 02152
  • 496 Winthrop St, Winthrop, MA 02152
    496 Winthrop St, Winthrop, MA 02152
    496 Winthrop St, Winthrop, MA 02152
    /29

    $635,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 800 Sq Ft

    496 Winthrop St, Winthrop, MA 02152

    Beautifully maintained and truly move-in ready, this 3-bedroom single-family ranch offers comfortable one-level living with the added bonus of a spacious finished lower level. The first floor features hardwood flooring throughout, with tile flooring in the modern full bath. The inviting living room features a fireplace, while the updated kitchen offers recessed lighting and a functional layout.

    Angela Dello Russo United Brokers

    496 Winthrop St, Winthrop, MA 02152
  • 70 Edgehill Rd, Winthrop, MA 02152
    70 Edgehill Rd, Winthrop, MA 02152
    70 Edgehill Rd, Winthrop, MA 02152
    /40

    $1,199,999

    $799K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,904 Sq Ft

    70 Edgehill Rd, Winthrop, MA 02152

    Nestled on a peaceful street between the shoreline of Donovan's Beach and the green space of Ingleside Park, this beautifully renovated single-family home offers exceptional flexibility and comfort across multiple levels. Thoughtfully updated from the rooftop to the lower level, the home is truly move-in ready with modern finishes and inviting spaces throughout. Sun-filled interiors create the

    Kelvin Peters Redfin Corp.

    70 Edgehill Rd, Winthrop, MA 02152
  • 22 Pauline St Unit 5, Winthrop, MA 02152
    22 Pauline St Unit 5, Winthrop, MA 02152
    22 Pauline St Unit 5, Winthrop, MA 02152
    /20

    $419,900

    • 1 Bed
    • 1 Bath
    • 525 Sq Ft

    22 Pauline St Unit 5, Winthrop, MA 02152

    WINTHROP BY THE SEA IS CALLING! Welcome to Pauline Place at Winthrop Center, a brand-new boutique community perfectly positioned right on the bus line for a quick connection to the T and into Boston. Imagine being the very first person to live in one of these high-end, one-bedroom condos. With five distinct units to choose from, you’ll find gorgeous, color-coordinated kitchens and baths that

    James Polino Compass

    22 Pauline St Unit 5, Winthrop, MA 02152
  • 200 Main St Unit 1, Winthrop, MA 02152
    200 Main St Unit 1, Winthrop, MA 02152
    200 Main St Unit 1, Winthrop, MA 02152
    /23

    $975,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    200 Main St Unit 1, Winthrop, MA 02152

    Brand-new construction in the heart of Winthrop, offering a rare opportunity to own a thoughtfully designed new-build townhome in a coastal setting just outside of the city. As construction progresses, buyers may have the opportunity to personalize select interior finishes, making this home uniquely their own. Spanning approximately 2,100 square feet across two levels, the home features an

    Reserve Team Reference Real Estate

    200 Main St Unit 1, Winthrop, MA 02152
  • 35 Somerset Ave Unit 3, Winthrop, MA 02152
    35 Somerset Ave Unit 3, Winthrop, MA 02152
    35 Somerset Ave Unit 3, Winthrop, MA 02152
    /18

    $549,900

    • 2 Beds
    • 2 Baths
    • 969 Sq Ft

    35 Somerset Ave Unit 3, Winthrop, MA 02152

    Mark Savage Byrnes Real Estate Group LLC

    35 Somerset Ave Unit 3, Winthrop, MA 02152
  • 10 Somerset Ave Unit 309, Winthrop, MA 02152
    10 Somerset Ave Unit 309, Winthrop, MA 02152
    10 Somerset Ave Unit 309, Winthrop, MA 02152
    /24

    $508,900

    Open Sat 11AM - 12:30PM
    • 1 Bed
    • 1 Bath
    • 729 Sq Ft

    10 Somerset Ave Unit 309, Winthrop, MA 02152

    Unit 309 at The Somerset is a bright and airy one-bedroom, one-bath condominium offering an open-concept layout, high-quality finishes, and a relaxed coastal style. The kitchen features stainless steel appliances, quartz countertops, and modern design touches, while central A/C adds everyday comfort. Residents at The Somerset enjoy elevator access, a fitness room, garage parking, pet-friendly

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 309, Winthrop, MA 02152
  • 7 Willis Ave, Winthrop, MA 02152
    7 Willis Ave, Winthrop, MA 02152
    7 Willis Ave, Winthrop, MA 02152
    /37

    $849,900

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,843 Sq Ft

    7 Willis Ave, Winthrop, MA 02152

    Corner Lot Modern 2 family close to the bay next to Mary Kelly Pavilion.1st floor has 4 large rooms & 2 bed.Kitchen has Induction Stove Top Granite Island & Counter Tops.Stainless Steel Induction Wall Microwave & Wall Oven.Top of the line Stainless Steel Refrigerator & Dishwasher.Granite tile floor. Plenty of Cabinet Space. Beautiful Tiger Hardwood Floors & Natural Woodwork Throughout. Crown

    Philip Consolo Century 21 North East

    7 Willis Ave, Winthrop, MA 02152
  • 21 Hutchinson St Unit 2, Winthrop, MA 02152
    21 Hutchinson St Unit 2, Winthrop, MA 02152
    21 Hutchinson St Unit 2, Winthrop, MA 02152
    /25

    $629,000

    • 2 Beds
    • 2.5 Baths
    • 1,463 Sq Ft

    21 Hutchinson St Unit 2, Winthrop, MA 02152

    Completely renovated to the core with quality craftsmanship throughout, this exceptional property blends modern sophistication with the relaxed coastal lifestyle that makes Winthrop so special. This beautifully finished two-level unit offers a bright, open layout designed for comfortable everyday living and easy entertaining. The main level features a beautiful white kitchen with modern

    Atiyeh Cassidy Blue Sky Realty

    21 Hutchinson St Unit 2, Winthrop, MA 02152
  • 194 Washington Ave Unit 2, Winthrop, MA 02152
    194 Washington Ave Unit 2, Winthrop, MA 02152
    194 Washington Ave Unit 2, Winthrop, MA 02152
    /21

    $600,000

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    194 Washington Ave Unit 2, Winthrop, MA 02152

    Welcome to coastal living at its best — where ocean views meet beautiful golf course views, and the beach is just a five-minute walk from your front door.Fully rebuilt in 2025, this exceptional first-floor 2-bedroom, 2-bath residence offers the rare combination of brand-new luxury, thoughtful design, and an incredible Winthrop-by-the-Sea location. Every detail was carefully considered, creating a

    Ella Goren Sunrise Realty & Investment LLC

    194 Washington Ave Unit 2, Winthrop, MA 02152
  • 800 Governors Dr Unit 6, Winthrop, MA 02152
    800 Governors Dr Unit 6, Winthrop, MA 02152
    800 Governors Dr Unit 6, Winthrop, MA 02152
    /3

    $340,000

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    800 Governors Dr Unit 6, Winthrop, MA 02152

    Bright and updated 2-bedroom condo at Governors Park featuring an open floor plan, renovated kitchen with granite countertops and stainless steel appliances, and spacious bedrooms with ample closet space. Professionally managed complex offers on-site laundry, swimming pool, tennis courts, and off-street parking. Conveniently located near public transportation, Winthrop Beach, shopping, dining,

    Fiorella Marte Coldwell Banker Realty - Beverly

    800 Governors Dr Unit 6, Winthrop, MA 02152
  • 10 Somerset Ave Unit 304, Winthrop, MA 02152
    10 Somerset Ave Unit 304, Winthrop, MA 02152
    10 Somerset Ave Unit 304, Winthrop, MA 02152
    /10

    $397,900

    Open Sat 11AM - 12:30PM $1K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    10 Somerset Ave Unit 304, Winthrop, MA 02152

    LAST STUDIO AVAILABLE! Discover effortless coastal living at Unit 304 at The Somerset, a boutique condominium community ideally located in the heart of Winthrop. This well-appointed studio offers a bright and airy open layout designed for both comfort and functionality, featuring a flexible bonus room with a sliding barn door ideal for a home office, guest room, or additional living space. The

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 304, Winthrop, MA 02152
  • 111 Locust St Unit 2, Winthrop, MA 02152
    111 Locust St Unit 2, Winthrop, MA 02152
    111 Locust St Unit 2, Winthrop, MA 02152
    /19

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,270 Sq Ft

    111 Locust St Unit 2, Winthrop, MA 02152

    Just moments from Winthrop Beach, this charming three-bedroom condo offers a bright and inviting place to call home in a wonderful coastal setting. Inside, a thoughtfully designed layout features spacious living and dining rooms that flow together, filled with natural light. Charming details, including dentil molding, add character throughout. The kitchen features updated countertops and

    Max Dublin Team Gibson Sotheby's International Realty

    111 Locust St Unit 2, Winthrop, MA 02152
  • 63-69 Putnam St, Winthrop, MA 02152
    63-69 Putnam St, Winthrop, MA 02152
    63-69 Putnam St, Winthrop, MA 02152
    /5

    $2,250,000

    New Construction $210K PRICE DROP
    • 16 Beds
    • 14 Baths
    • 10,000 Sq Ft

    63-69 Putnam St, Winthrop, MA 02152

    DEVELOPMENT OPPORTUNITY WITH EXISTING MIXED USE PROPERTY GENERATING $71K NET ANNUAL INCOME.++A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building

    The Bill Butler Group Leading Edge Real Estate

    63-69 Putnam St, Winthrop, MA 02152
  • 217 Pleasant St, Winthrop, MA 02152
    217 Pleasant St, Winthrop, MA 02152
    217 Pleasant St, Winthrop, MA 02152
    /39

    $979,900

    $19K PRICE DROP
    • 6 Beds
    • 2.5 Baths
    • 3,263 Sq Ft

    217 Pleasant St, Winthrop, MA 02152

    A fantastic value for this home. It’s an opportunity to make it your own, and enjoy the quaint town of Winthrop by the sea. Spacious and beautifully updated, 6-bedroom, 2.5-bath home with the perfect blend of classic character & modern efficiency, all located in the wonderful seaside community of Winthrop by the Sea. Featuring gleaming hardwood floors throughout, newer windows 2 fireplaces giving

    Louis Bonavita Benton Real Estate Company

    217 Pleasant St, Winthrop, MA 02152
  • 22 Pauline St Unit 3, Winthrop, MA 02152
    22 Pauline St Unit 3, Winthrop, MA 02152
    22 Pauline St Unit 3, Winthrop, MA 02152
    /19

    $399,900

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    22 Pauline St Unit 3, Winthrop, MA 02152

    WINTHROP BY THE SEA IS CALLING! Welcome to Pauline Place at Winthrop Center, a brand-new boutique community perfectly positioned right on the bus line for a quick connection to the T and into Boston. Imagine being the very first person to live in one of these high-end, one-bedroom condos. With five distinct units to choose from, you’ll find gorgeous, color-coordinated kitchens and baths that

    James Polino Compass

    22 Pauline St Unit 3, Winthrop, MA 02152
  • 10 Somerset Ave Unit 305, Winthrop, MA 02152
    10 Somerset Ave Unit 305, Winthrop, MA 02152
    10 Somerset Ave Unit 305, Winthrop, MA 02152
    /18

    $473,900

    Open Sat 11AM - 12:30PM
    • 1 Bed
    • 1 Bath
    • 693 Sq Ft

    10 Somerset Ave Unit 305, Winthrop, MA 02152

    Welcome to The Somerset, Winthrop's premier boutique condominium community, where coastal charm meets effortless modern living. This thoughtfully designed 693± sq. ft. one-bedroom, one-bath residence offers an open-concept layout with a spacious living area, oversized bedroom with walk-in closet, quartz countertops, stainless steel appliances, in-unit laundry, and contemporary finishes

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 305, Winthrop, MA 02152
  • 120 Hermon St, Winthrop, MA 02152
    120 Hermon St, Winthrop, MA 02152
    120 Hermon St, Winthrop, MA 02152
    /9

    $760,000

    $40K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,000 Sq Ft

    120 Hermon St, Winthrop, MA 02152

    Capitalize on the tremendous potential of this centrally located multi with a rare 10,000sqft lot located one block from Ingleside Park. The untouched backyard is ready for your ideas - transform it into additional garage parking, an outdoor oasis, or more. Complete with off-street parking for 2-3 cars and additional easy parking on this quiet side street. The first floor unit offers a large

    Steve Binder Binder Residential

    120 Hermon St, Winthrop, MA 02152
  • 25 Locust St Unit 2, Winthrop, MA 02152
    25 Locust St Unit 2, Winthrop, MA 02152
    25 Locust St Unit 2, Winthrop, MA 02152
    /24

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    25 Locust St Unit 2, Winthrop, MA 02152

    Welcome to 25 Locust, a beautifully appointed 2023-built condo offering modern coastal living just one street from the beach in sought-after Winthrop by the Sea. Thoughtfully designed for both style and comfort, this impressive home features a bright, open-concept main living level perfect for everyday living and entertaining. At the heart of the home is a sleek designer kitchen featuring Bosch

    Sarah Fillmann Coldwell Banker Realty - Boston

    25 Locust St Unit 2, Winthrop, MA 02152
  • 194 Washington Ave Unit 4, Winthrop, MA 02152
    194 Washington Ave Unit 4, Winthrop, MA 02152
    194 Washington Ave Unit 4, Winthrop, MA 02152
    /18

    $550,000

    • 2 Beds
    • 2 Baths
    • 756 Sq Ft

    194 Washington Ave Unit 4, Winthrop, MA 02152

    Welcome to coastal living at its best — where ocean views meet beautiful golf course views, and the beach is just a five-minute walk from your front door.Fully rebuilt in 2025, this exceptional first-floor 2-bedroom, 2-bath residence offers the rare combination of brand-new luxury, thoughtful design, and an incredible Winthrop-by-the-Sea location. Every detail was carefully considered, creating a

    Ella Goren Sunrise Realty & Investment LLC

    194 Washington Ave Unit 4, Winthrop, MA 02152
  • 60 Hermon St Unit 3, Winthrop, MA 02152
    60 Hermon St Unit 3, Winthrop, MA 02152
    60 Hermon St Unit 3, Winthrop, MA 02152
    /12

    $519,900

    Open Thu 5:30PM - 7PM $19K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,368 Sq Ft

    60 Hermon St Unit 3, Winthrop, MA 02152

    Oversized one bedroom condo in Winthrop's historic Playmakers building, just minutes from Winthrop Center. This bright, modern unit features an open concept living space with cathedral ceilings and hardwood floors throughout. The kitchen offers a large island, stone countertops, stainless steel appliances, a gas stove, and a wine chiller. A spacious bedroom and office sit on the primary floor,

    Reserve Team Reference Real Estate

    60 Hermon St Unit 3, Winthrop, MA 02152
Massachusetts Suffolk County Winthrop

Real Estate & Homes for Sale in Downtown Winthrop, 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

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

Downtown Winthrop Winthrop Beach Winthrop Highlands Cottage Park
Median Home Price
$597,400
$524,900
$649,000
$655,000
Median Sale Price
$594,900
-5% YoY
$494,999
+1% YoY
$641,000
-4% YoY
$646,000
0% YoY
Avg. Price per Square Foot
$493
$480
$496
$435
Median Single Family Price
$723,500
$684,500
$970,000
$741,000
Median Townhouse Price
$689,450
$562,499
$1,175,000
$582,500
Median Condo Price
$505,000
$490,000
$562,500
$552,500
Total Active Listings
24 listings
11 listings
11 listings
2 listings
Market Conditions
5 Months of Supply
Balanced Market
6 Months of Supply
Balanced Market
5 Months of Supply
Balanced Market
2 Months of Supply
Seller's Market

Frequently Asked Questions

Is Downtown Winthrop a good place to live?
Downtown Winthrop is a good place to live. Downtown Winthrop is considered somewhat walkable and bikeable with some transit options. Downtown Winthrop has 1 park for recreational activities.It has a median age of 45. The average household income is $118,624 which is above the national average. College graduates make up 38.6% of residents. A majority of residents in Downtown Winthrop are home owners, with 48% of residents renting and 52% of residents owning their home. A local real estate agent serving Downtown Winthrop can help you decide if this neighborhood is the right one for you. Learn more on our Downtown Winthrop neighborhood guide.
How much do you need to make to afford a house in Downtown Winthrop?
The median home price in Downtown Winthrop is $597,400. If you put a 20% down payment of $119,500 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,960 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $127K a year to afford the median home price in Downtown Winthrop. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Downtown Winthrop is $119K.
What are the best public schools in Downtown Winthrop?
The best public schools that serve Downtown Winthrop are:
What are the best private schools in Downtown Winthrop?
The best private schools that serve Downtown Winthrop are:
What are the most popular zip codes in Downtown Winthrop, Winthrop, MA?
The most popular zip codes in Downtown Winthrop, Winthrop, MA include 02152, 02128, 02151, 02150 and 02129.
What are the most popular neighborhoods near Downtown Winthrop, Winthrop, MA?
The most popular neighborhoods near Downtown Winthrop, Winthrop, MA are Winthrop Beach, Cottage Park, Winthrop Highlands, Cottage Hill and Harbor View-Orient Heights.
Are home prices dropping in Downtown Winthrop?
Yes, home prices in Downtown Winthrop are down 2% in the last 12 months.
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