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11-15 Sturgis Street, Winthrop
$835,000
6 Beds ⋅ 4 Baths ⋅ 73597515 MLS
COASTAL LIVING WITH INCREDIBLE POTENTIAL! This two family duplex is a must see for any contractor, savvy buyer or owner occupant looking to build equity with improvements. Each side features three levels of living space; three bedrooms, 1.5 bathrooms, in-unit laundry hook ups and separate utilities. Off street assigned parking for two cars and on street with a permit. Ideally located just steps to the ocean, public transportation to the Blue Line, and fun eateries. Whether you envision converting the property into two individual condos, living in one while collecting rental income from the other or adding this property to your investment portfolio, the possibilities are worth exploring, This two family needs updating and the asking price reflects the work needed. Bring your vision and unlock the potential.

11-15 Sturgis Street, Winthrop

Listing courtesy of Listing Agent: Mary Ann Cash from Listing Office: Charlesgate Realty Group, llc.
200 Governors Dr Unit 19, Winthrop
$365,000
2 Beds ⋅ 1 Baths ⋅ 73597184 MLS
A corner unit with a private balcony, this inviting 2-bedroom, 1-bath condo offers comfortable, low-maintenance living in one of Greater Boston’s most desirable seaside communities. Enjoy a bright, functional layout with flexible living space and the added benefit of outdoor enjoyment. Just minutes from Winthrop’s beautiful beaches, local restaurants, shops, and cafés, with convenient access to Boston. Whether you’re a first-time buyer, downsizing, or looking for coastal living, this is a wonderful opportunity to make Winthrop home!

200 Governors Dr Unit 19, Winthrop

Listing courtesy of Listing Agent: Mohamed Moutawakil from Listing Office: MS Golden Realty LLC.
1001 Shirley St Unit 2, Winthrop
$865,000
2 Beds ⋅ 3 Baths ⋅ 73596710 MLS ⋅ ['The Pearl'] BLDG.
Historic loft at The Pearl with soaring ceilings, oversized windows, and original wood details. kitchen with premium appliances and stone surfaces. Private deck off the primary suite with radiant heated bath. Two off-street parking spaces, private storage, secure entry. Come and enjoy what Winthrop has to offer, beaches, paths, cafes, a golf course, public pickleball & tennis courts with easy Boston access. Unit is listed for sale and lease!

1001 Shirley St Unit 2, Winthrop

Listing courtesy of Listing Agent: Vincenzo Caraglia from Listing Office: Sciaraffa Real Estate, LLC.
19 Beal St, Winthrop
$649,900
3 Beds ⋅ 2 Baths ⋅ 73596573 MLS
Coastal charm. City connections. Welcome to Winthrop. Set in this oceanside community with convenient access to Logan Airport and downtown Boston, 19 Beal Street pairs classic colonial character with modern living. Hardwood floors, an original staircase, and arched doorways bring warmth to the main level, which includes a bright enclosed front porch and dining room. The eat-in kitchen offers oak cabinetry, a gas range, a breakfast bar, and a sun-filled dining area. Upstairs are three bedrooms and a full bath, while the finished lower level adds a family room, a second full bath, and a kitchenette. An elevated deck overlooks the private fenced yard with a fire pit. Enjoy Winthrop's beaches, Ingleside Park, the Deer Island walking path, and the shops and dining of Winthrop Center, with the Blue Line and Winthrop ferry offering connections to Boston. A coastal setting with the city within reach, don't miss your opportunity to experience this special town.

19 Beal St, Winthrop

Listing courtesy of Listing Agent: Christine Goldstein from Listing Office: Lyv Realty.
115 Read St Unit 2, Winthrop
$889,000
3 Beds ⋅ 2 Baths ⋅ 73596305 MLS
Welcome to 115 Read Street! Experience the perfect blend of modern luxury, style, and convenience in this stunning new construction townhouse style condominium in the heart of Winthrop! This beautifully designed 3-bedroom, 2-bath residence offers a spacious, open-concept floor plan featuring a sun filled living area, elegant dining space, and a gorgeous kitchen complete with top of the line appliances and quality finishes throughout. Enjoy the warmth and ambiance of electric fireplaces, generously sized bedrooms, and the comfort of your own private entrance. Thoughtfully designed across multiple levels, this home offers the ideal combination of space, functionality, and privacy. Additional features include off street parking, separate basement storage, and beautifully landscaped grounds. Ideally situated just minutes from Winthrop's beautiful beaches, local restaurants, shops, and downtown Boston, this exceptional property offers the best of coastal living with easy access to the city. Don't miss this incredible opportunity to own brand new construction in one of Winthrop's most desirable communities!

115 Read St Unit 2, Winthrop

Listing courtesy of Listing Agent: Michael Cimmino from Listing Office: Real Broker MA, LLC.
115 Read St Unit 1, Winthrop
$869,000
3 Beds ⋅ 2 Baths ⋅ 73596306 MLS
Welcome to 115 Read Street! Experience the perfect blend of modern luxury, style, and convenience in this stunning new construction townhouse style condominium in the heart of Winthrop! This beautifully designed 3-bedroom, 2-bath residence offers a spacious, open-concept floor plan featuring a sun filled living area, elegant dining space, and a gorgeous kitchen complete with top of the line appliances and quality finishes throughout. Enjoy the warmth and ambiance of electric fireplaces, generously sized bedrooms, and the comfort of your own private entrance. Thoughtfully designed across multiple levels, this home offers the ideal combination of space, functionality, and privacy. Additional features include off street parking, separate basement storage, and beautifully landscaped grounds. Ideally situated just minutes from Winthrop's beautiful beaches, local restaurants, shops, and downtown Boston, this exceptional property offers the best of coastal living with easy access to the city. Don't miss this incredible opportunity to own brand new construction in one of Winthrop's most desirable communities!

115 Read St Unit 1, Winthrop

Listing courtesy of Listing Agent: Michael Cimmino from Listing Office: Real Broker MA, LLC.
Lot 190 Otis Street, Winthrop
$379,000
73596053 MLS
Build your Point Shirley home on a lot that already has Winthrop Zoning Board approval for a single family. The zoning work is finished, so you can go straight to design and permitting. Go up two or three stories and the upper floors open to ocean views and a clear line to the Boston skyline. Mornings on the water, evenings watching the city lights, and Logan and downtown Boston only minutes away. Located beside 54 Otis St. Also offered as land MLS 73594294. Fully approved lot for single family build, variance recorded with registry of deeds.

Lot 190 Otis Street, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
96 Marshall Street, Winthrop
$629,900
2 Beds ⋅ 1 Baths ⋅ 73595832 MLS
HOME SWEET HOME! Are you ready to become a homeowner in the coastal Town of Winthrop? This well-priced, move-in ready Cape offers two bedrooms, a separate study, one full bath, dining room and an eat in kitchen. Situated on a 3,313 sq. ft. lot, this property also features off-street parking and a convenient location close to schools, shopping, Ingleside Park and the center of Town. With bus service to the Blue Line right on the corner, this home offers comfort, convenience and excellent value. Whether you're a first time homebuyer, downsizing or looking for a home to make your own, 96 Marshall St. is an opportunity you won't want to miss! OPEN HOUSE, SUNDAY, NOV. 8, 1:30-1 p.m.

96 Marshall Street, Winthrop

Listing courtesy of Listing Agent: Mary Ann Cash from Listing Office: Charlesgate Realty Group, llc.
17 Hawthorn Ave, Winthrop
$625,000
3 Beds ⋅ 2 Baths ⋅ 73595787 MLS
This wonderful seaside home is ready to welcome its next owner! Located less than a block from Winthrop Beach, this lovingly updated single-family home blends modern style with warmth, comfort, and functionality. The stylish granite-topped kitchen features stainless steel appliances and an island, creating an inviting space for everyday living. Outdoor enjoyment is just as appealing, with a private yard offering room to relax, enjoy the outdoors, and take advantage of ample storage space. A welcoming porch extends the living area and provides a seamless connection between indoor and outdoor spaces. Ample parking is a bonus, including a second driveway. Enjoy the best of beachside living in a fantastic location and community just steps from the beach. Easy to show—don’t miss this opportunity!

17 Hawthorn Ave, Winthrop

Listing courtesy of Listing Agent: Luca Amara from Listing Office: LA Realty and Property Consulting, LLC.
50-52 Bowdoin St, Winthrop
$849,000
6 Beds ⋅ 2 Baths ⋅ 73595333 MLS
Work and Relax from one Prime location in Winthrop - between 2 great beaches, with proximity to the Orient Heights blue line MBTA subway to the airport and downtown Boston, and quick access to Route 1A to I-90 and I-93. Recently renovated 2-Family with new eat-in kitchens, stainless steel appliances, granite countertops, new bathrooms, new decks. The upper unit has 3 bedrooms, 1 bathroom, direct access deck from sliding patio doors off the kitchen - perfect for the alfresco meal and beverages; the first first floor unit has 2 bedrooms, 1 bathroom, rear deck out the common corridor. Separate electric & gas/heat. Just a mile to each beach, either Donovan beach or Winthrop beach, public amenities, golf course, boat club, and so much more. Great for an owner occupant and have your tenants pay your mortgage, or a pure investment, or both. Showings limited to open houses only - next being Sunday Nov 8, 12p-1pm.

50-52 Bowdoin St, Winthrop

Listing courtesy of Listing Agent: Mac Chinsomboon from Listing Office: Coldwell Banker Realty - Boston.
119 Washington Ave, Winthrop
$1,995,000
5 Beds ⋅ 4 Baths ⋅ 73594447 MLS
Truly exceptional waterfront Victorian, with glorious city and water views and direct private access to Boston Harbor and beyond, is historic yet fresh, sophisticated yet wonderfully livable! Head out on your boat to explore beaches and islands, restaurants and bars, or relax and enjoy spectacular water views from almost every room. The bespoke water-facing chef's kitchen, with a welcoming island, bar sink and beverage fridge, and suite of Bosch appliances, is an inviting place to gather, cook and linger. Adjacent, the family room beckons, sliding doors bring the outdoors in, and connect to a deck just steps to your own beach. Natural light changes with the day and seasons; the moody grays of winter will be perfectly offset by a cozy fire in the living room. Of course there's a dining room, inviting guests for memorable celebrations, family gatherings, and holidays! Upstairs five bedrooms are paired with more water views, a roof deck, and three tiled baths with elevated finishes. Charming original details go hand-in-hand with the 2026 updates, including ducted heating and cooling, highly efficient replacement windows, on-demand hot water, 400-amp electrical, hardwood flooring, new kitchen and baths, and more. Bonuses include a two car garage awaiting your roof deck and a clean, dry lower level media room w/ high ceilings! Close to restaurants, Winthrop Yacht Club, Winthrop Golf Course, five minutes to the blue line, 10 minute drive to Logan Airport and Boston. Enjoy coastal living with easy city access! Anticipated completion November 2026.

119 Washington Ave, Winthrop

Listing courtesy of Listing Agent: Nellie Aikenhead from Listing Office: Aikenhead Real Estate, Inc..
Lot 190 Otis Street, Winthrop
$379,000
73594294 MLS
Buildable lot beside 54 Otis St with Winthrop Zoning Board approval for a single family home. Build up and the second and third floors deliver ocean views plus a direct line to the Boston skyline. The zoning work is done, so a buyer can move straight to permitting. Minutes to Logan and downtown Boston. Also listed as a single family as separate MLS. Fully approved lot for single family build, variance recorded with registry of deeds.

Lot 190 Otis Street, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
173-175 Shirley St Unit 6, Winthrop
$519,000
3 Beds ⋅ 2 Baths ⋅ 73594243 MLS ⋅ ['Shirley Place Condominium'] BLDG.
Top-floor, two-level 3 bed / 2 full bath a short walk from Winthrop Beach, fully refreshed in 2026: refinished hardwood, new paint throughout, renovated main-level bath, refinished kitchen cabinets. The main floor opens from a sunny living room into a white kitchen with recent stainless appliances, stone counters, pressed-tin ceiling and a pantry closet, with a back door to the rear deck. Two bedrooms and a full bath complete this level. Upstairs is a skylit primary suite with its own full bath, built-in shelving and in-unit laundry. New windows, new skylights and a new roof take the big-ticket items off the table in this 1900 building, and the condo fee covers heat and hot water. No one above you, ocean glimpses from the front windows, pets welcome, and a dedicated off-street parking space so you never hunt for beach parking. Walk to the sand, Shirley St shops, restaurants, schools and the athletic fields; the bus to the Blue Line puts you downtown in about 25 minutes, and Logan is minutes away.

173-175 Shirley St Unit 6, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
23 Sagamore, Winthrop
$839,000
4 Beds ⋅ 3 Baths ⋅ 73594196 MLS
Welcome home to this spacious and versatile property featuring four generously sized bedrooms, a bonus room, and three full bathrooms! Designed to accommodate a variety of lifestyles, this home offers plenty of room to spread out, work from home, and entertain. The first floor features a large living room that flows seamlessly into the dining room, with direct access to the backyard. The updated kitchen boasts slate appliances, an island, and a wine refrigerator, while hardwood floors and a full bathroom complete this level. On the second floor, you'll find a flexible bonus room ideal for a home office, nursery, or additional living space, along with two generously sized bedrooms, an additional bedroom toward the rear of the home, and a full bathroom. The third floor offers even more possibilities, with a spacious area perfect for creating a private primary suite. This level already includes a full bathroom and dedicated laundry, making it an excellent opportunity to customize the space to suit your needs. Outside, enjoy a spacious driveway accommodating two to three vehicles and a fenced-in backyard perfect for entertaining, outdoor dining, or simply relaxing. Conveniently located near local bus service, coffee shops, restaurants, schools, and one of Winthrop's largest beaches, this home offers space, flexibility, and a fantastic opportunity to enjoy all that Winthrop has to offer!

23 Sagamore, Winthrop

Listing courtesy of Listing Agent: Elizabeth Ferrara from Listing Office: Cottage Hill Real Estate.
28 Thornton Park Unit B, Winthrop
$949,000
3 Beds ⋅ 4 Baths ⋅ 73594122 MLS
ONLY 1 Unit Left! Welcome to 28 Thornton Park, a stunning new-construction luxury townhouse in the heart of Winthrop. Spread across three thoughtfully designed levels, this home blends timeless architectural character with the comfort and quality of brand-new construction, all just minutes from Boston. The lower level basement is great height and could be finished.The sun-filled first floor is made for living and entertaining. Graceful arches, custom details and walls of windows fill the open layout with beautiful natural light. The gorgeous living room features soaring cathedral ceilings and flows into the dining area and a chef's kitchen designed for everyday cooking and holiday gatherings alike. Large sliding doors open to the outdoors for easy indoor-outdoor living, and a convenient half bath completes the level. The second floor is home to a true primary suite, a peaceful retreat at the end of the day. A second bedroom and a full bath make this level ideal for family or guests. The third floor adds even more flexibility, with another bedroom, a full bath and a beautiful home office. It's perfect for working from home, a guest suite or a quiet creative space. The home is still under construction, which means you have the rare opportunity to choose your own finishes and make it truly yours. Estimated completion is February 2027.Winthrop offers the best of seaside living with unbeatable convenience. Enjoy miles of beaches, waterfront parks, scenic walking paths, the harbor and a charming town center with local shops and restaurants. Logan Airport is minutes away, and downtown Boston is easily reached by car, the Blue Line or the ferry, making it ideal for commuters and travelers alike.

28 Thornton Park Unit B, Winthrop

Listing courtesy of Listing Agent: Faina Snitkovsky from Listing Office: Core Real Estate.
316 Bowdoin St, Winthrop
$979,000
4 Beds ⋅ 3 Baths ⋅ 73593881 MLS
Welcome to Winthrop Center. This well-maintained home combines quality craftsmanship with convenient access to the town center. Inside, sun-filled rooms and refined finishes create a cohesive, inviting feel. Spacious gathering areas provide room to entertain, and the home is move-in ready. Nearby, enjoy conservation trails, beach access, shopping, dining, and major commuting routes. This home offers a blend of character, quality, and town-center convenience.

316 Bowdoin St, Winthrop

Listing courtesy of Listing Agent: Jay Karuna Ratne from Listing Office: Venture.
44 Bowdoin Street, Winthrop
$989,000
3 Beds ⋅ 4 Baths ⋅ 73592852 MLS
FULLY GUT-RENOVATED IN 2026 | SINGLE-FAMILY WITH ADU | INCREDIBLE INCOME POTENTIAL! A rare opportunity to own a beautifully renovated home with a separate accessory dwelling unit (ADU) in one of Winthrop's most desirable neighborhoods! Completely gut-renovated in 2026, this unique property offers the feel and convenience of new construction with exceptional flexibility for homeowners and investors alike.The main residence features 2 bedrooms, 2 full bathrooms, a basement, and in-unit laundry. The ADU offers 1 bedroom plus a bonus room, 1.5 bathrooms, in-unit laundry, and two private decks. Two off-street parking spaces behind the property provide added convenience. Location is another standout feature! Situated just around the corner from Winthrop High School, Winthrop Middle School, and the golf course, this property offers incredible convenience in an established neighborhood. Imagine living in one unit while renting the other to help offset today's higher mortgage payments. With the schools just steps away, the ADU could be especially appealing to a local teacher or school employee seeking a convenient commute!Whether you're looking for multigenerational living, additional rental income, or the opportunity to rent both units as an investment, the possibilities are exciting. Two distinct living spaces, a complete 2026 renovation, off-street parking, and a prime Winthrop location make this a truly unique opportunity.

44 Bowdoin Street, Winthrop

Listing courtesy of Listing Agent: Jenny Golic from Listing Office: Bowdoin Real Estate Partners.
800 Governors Dr Unit 6, Winthrop
$339,999
2 Beds ⋅ 1 Baths ⋅ 73592520 MLS ⋅ ['Governors Park'] BLDG.
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, and just minutes to Boston and Logan Airport. Ideal for owner-occupants or investors seeking coastal living with city convenience.

800 Governors Dr Unit 6, Winthrop

Listing courtesy of Listing Agent: Fiorella Marte from Listing Office: Coldwell Banker Realty - Beverly.
29 Seafoam Ave Unit 1, Winthrop
$425,000
2 Beds ⋅ 1 Baths ⋅ 73591648 MLS
Move right into this beautifully updated two-bedroom, one-bath condominium at 29 Seafoam Ave, located less than 500 feet from Winthrop Beach. Recent upgrades include a fully renovated bathroom, fresh interior paint, updated kitchen, and newly refinished hardwood floors, offering a turnkey opportunity from day one. The move-in ready home also features dedicated laundry, direct access to an exclusive-use covered front and side porch, access to a shared backyard, and assigned parking for two vehicles, a rare find in this coastal community. Positioned in a recreation-lover's paradise, this property is just half a mile from the Winthrop Golf Club and Boston Tennis, and under a mile from the Winthrop Yacht Club, boat ramp, and the convenient ferry serving Central Wharf, Logan Airport, and the Seaport. With local restaurants, cafes, and ice cream shops just around the corner, this low-maintenance coastal gem is perfect as a primary residence, seaside retreat, or a sharp addition to any real estate portfolio.

29 Seafoam Ave Unit 1, Winthrop

Listing courtesy of Listing Agent: Tom Sheehan from Listing Office: Compass.
1020 Shirley St Unit 1020, Winthrop
$498,500
2 Beds ⋅ 2 Baths ⋅ 73591582 MLS ⋅ ['Sandy Beach'] BLDG.
This is your chance to live in Winthrop by the sea. This condo is located in a section of Winthrop known as Point Shirley. This condo is surrounded by amenities. The MBTA. bus to Boston or Logan airport stops directly across the street from your front door at the same place the local school bus stops. Winthrop also has a MBTA. water taxi to Boston. It's a fun ride across Boston harbor. The town beach is only a two-minute walk. Just grab your gear leave the car home and have fun. The neighborhood is great for walking and biking either on the beach or on Grandview ave. You will have on site parking plus curbside parking. Winthrop has three yacht clubs two boat marinas and a golf course. It also have public parks with tennis and basketball and a free boat launching ramp.

1020 Shirley St Unit 1020, Winthrop

Listing courtesy of Listing Agent: Lisa Berry from Listing Office: Simply Sell Realty.
23 Trident Unit 1, Winthrop
$519,000
3 Beds ⋅ 1 Baths ⋅ 73590903 MLS
Welcome to 23 Trident Avenue, Unit 1, in the desirable seaside community of Winthrop! This spacious first-floor condominium offers approximately 1,374 square feet of living space, featuring 7 rooms, 3 bedrooms, 1 full bathroom, and a versatile bonus room ideal for a home office, creative space, or additional flex space. Thoughtful improvements by the current owner include a new refrigerator, garbage disposal, ceiling fans, bathroom was repainted, and updated light fixtures. Additional highlights include TWO off-street parking spaces and convenient basement storage, providing valuable extra room for your belongings. Enjoy all that coastal living has to offer with nearby beaches, local restaurants, shops, and convenient access to Boston. Whether you’re searching for your first home, need additional living space, or are looking to enjoy the charm of Winthrop, this property offers a wonderful opportunity. Don’t miss your chance to make this condo your own. Schedule your showing today!

23 Trident Unit 1, Winthrop

Listing courtesy of Listing Agent: Devon Previte from Listing Office: Blue Sky Realty.
14 Irwin St, Winthrop
$665,000
3 Beds ⋅ 2 Baths ⋅ 73589094 MLS
Welcome to 14 Irwin Street, a charming single-family home in one of Winthrop’s inviting residential neighborhoods. Offering approximately 1,413 square feet of living space, this classic two-story home features 3 bedrooms, 1.5 bathrooms, and 7 total rooms, providing a comfortable foundation for your next chapter. Enjoy the best of Winthrop’s coastal lifestyle with the beach just a short walk away at the end of the street. Plus, with a bus stop just steps away, public transportation is conveniently accessible for an easier daily commute. From morning walks by the water to summer afternoons at the beach, this location makes everyday living feel a little more special. Set on an approximately 4,792-square-foot lot, this home offers room to grow and plenty of opportunity to make it your own. Built circa 1900, the property retains the character of an earlier era while inviting buyers to bring their own vision and personal style. Whether you’re looking for a family home or a place to create lasting memories, 14 Irwin Street offers a wonderful opportunity in a desirable seaside setting. A wonderful combination of coastal charm, convenient public transportation, and neighborhood appeal—truly a must-see property!

14 Irwin St, Winthrop

Listing courtesy of Listing Agent: Brian Perrin from Listing Office: Brian J. Perrin Real Estate.
23-25 Fremont St, Winthrop
$1,250,000
6 Beds ⋅ 3 Baths ⋅ 73588891 MLS
Fantastic 3-Family Opportunity in Winthrop Center! Well-maintained and with recent updates, this multi-family property offers an excellent opportunity for investors and owner-occupants alike. The property features a 1-bedroom lower-level unit, a spacious 2-bedroom unit with two bonus flex rooms, and a 3-bedroom unit with two additional flex spaces. Recent improvements include replacement windows, updated electrical, interior and exterior painting, bathroom upgrades, new fencing, landscaping enhancements, soffit and gutter repairs, heating system updates, and added off-street parking. Select units enjoy private outdoor space and all units offer laundry. Ideally located just moments from Winthrop Center's shops, restaurants, beaches, and public transportation. A turnkey investment with strong income potential in one of Winthrop's most desirable neighborhoods.

23-25 Fremont St, Winthrop

Listing courtesy of Listing Agent: Alla Rossi from Listing Office: Coldwell Banker Realty - Boston.
130 Shirley Street Unit 8, Winthrop
$449,900
1 Beds ⋅ 1 Baths ⋅ 73588727 MLS
NEW CONSTRUCTION WITH GARAGE PARKING — JUST ONE BLOCK FROM WINTHROP BEACH! Opportunities like this are increasingly difficult to find. This is not a dated condo or a quick cosmetic renovation. 140 Shirley Street is true ground-up construction, designed and built by a reputable local builder with quality, durability, and long-term value in mind. Enjoy modern finishes, low-maintenance living, and the peace of mind that comes with new construction—all without the typical new-construction price tag. Enjoy easy access to Winthrop Beach, local restaurants, shops, and waterfront amenities, while downtown Boston is just a short commute away. It’s the perfect combination of coastal living and city convenience. New construction. One bedroom. Garage parking. One block to the beach.

130 Shirley Street Unit 8, Winthrop

Listing courtesy of Listing Agent: The Kovacs Team from Listing Office: Compass.
10 Somerset Unit 205, Winthrop
$491,900
1 Beds ⋅ 1 Baths ⋅ 73587738 MLS
Welcome to The Somerset unit 205, an elevated boutique condominium in the heart of Winthrop, where refined modern living meets a relaxed coastal lifestyle. This beautifully designed 1+ bedroom, 1-bath residence features an open-concept layout with sophisticated finishes, including a sleek kitchen with quartz countertops and stainless steel appliances. Central A/C and elevator access add everyday comfort, while the building’s fitness room and inviting common area create an effortless sense of community. Ideally located near Winthrop’s beaches, waterfront, shops, restaurants, and cafés, The Somerset offers a stylish coastal retreat with convenient access to downtown Boston.

10 Somerset Unit 205, Winthrop

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.
15 Ocean Unit 206, Winthrop
$540,000
2 Beds ⋅ 2 Baths ⋅ 73586927 MLS ⋅ ['Chase Condominums'] BLDG.
Welcome to this immaculate top-floor corner condo in Chase Condominiums, where privacy, natural light, and effortless one-level living come together beautifully. Abundant corner windows fill the spacious home with light while offering a peaceful sense of privacy. The generously sized primary suite features an updated en-suite bath with a tiled shower, Jacuzzi tub, and walk-in closet. The second bedroom offers its own private bathroom and tall, bright windows. An open-concept layout seamlessly connects the living and dining areas, creating endless possibilities for entertaining, relaxing, and everyday living.The updated kitchen features granite countertops, tall cabinetry, stainless steel appliances, and a brand-new washer and dryer. Step outside to your large private deck—perfect for morning coffee, outdoor dining, or simply enjoying your own private outdoor retreat. Extra Storage unit is deeded with the unit(#5), along with 1 deeded parking spot (#14)The well-maintained complex offers an inviting shared roof deck with ocean views, tables, comfortable seating, and seasonal décor. It’s an exceptional spot to take in the Fourth of July fireworks over Boston or from Winthrop High School. Enjoy beautifully landscaped grounds and a convenient location just moments from marsh trails, playgrounds, dog parks, and access to Winthrop Beach. With its spacious floor plan, abundant natural light, private outdoor spaces, and fantastic coastal lifestyle, this condo offers the perfect blend of comfort, convenience, and privacy.

15 Ocean Unit 206, Winthrop

Listing courtesy of Listing Agent: Renee Spaulding from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
129 Strandway, Winthrop
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 73585487 MLS
Welcome to your ultimate beachfront oasis in Winthrop, where every day feels like a permanent getaway with direct access from your back door straight into the sand. This stunning home features an inviting, fireplaced living room, a kitchen boasting sleek marble countertops and tile flooring, a convenient main-floor full bath and an outdoor shower for rinsing off after the beach, and two flexible bedrooms ideal for guests, children, or a home office. Take in breathtaking ocean sunrises over morning coffee from the year-round heated sunroom, and retreat upstairs to a spacious primary suite complete with its own private bath. The finished lower level functions as a fully separate suite—an incredible asset as one of only 10 legal Airbnbs in all of Winthrop, complete with its own family room, bonus space, full bathroom, and laundry. Positioned in an unbeatable location with two off-street parking spots and an EV charger, this property sits less than 1 mile from the Winthrop Landing MBTA ferry for easy transit to Logan, Central Wharf, and the Seaport, perfectly balancing everyday coastal luxury with elite short-term rental potential.

129 Strandway, Winthrop

Listing courtesy of Listing Agent: Kyle MacNichol from Listing Office: Redfin Corp..
54 Trident Ave Unit 54, Winthrop
$549,995
2 Beds ⋅ 1 Baths ⋅ 73585000 MLS
Ocean views, salty breezes & beachside living just minutes from Boston! This bright 2-bedroom, two-level condo offers direct ocean views & a deeded patio exclusive to the unit. Across the street, enjoy the beach & a 2-mile walking trail, perfect for morning strolls. Abundant windows fill the open-concept living space with natural light, while a 3 sided gas fireplace adds warmth & charm to the center of the entertaining space. The updated and spacious eat-in kitchen features newer appliances, a coffee bar, and bar seating. Wake up to ocean views in the primary bedroom, complete with a walk-in closet! The updated bath offers a spacious shower & jetted tub with a unique ceiling-mounted water feature and a large steam shower. The lower level adds flexibility with a bonus room, separate office & ample storage. Deeded parking, in-unit laundry, central A/C, a new hot water heater & newer HVAC complete the package. Sip coffee on your deck, unwind to the sounds of waves & seagulls, & make every day feel like a vacation!

54 Trident Ave Unit 54, Winthrop

Listing courtesy of Listing Agent: Candice Pagliarulo Hodgson from Listing Office: Lyv Realty.
900 Governors Dr Unit 37, Winthrop
$339,900
2 Beds ⋅ 1 Baths ⋅ 73584904 MLS
Welcome to 900 Governors Dr, Unit 37, Winthrop, MA, where easy condo living meets the charm of one of Greater Boston’s most desirable seaside communities. Just minutes from the water, this inviting 2-bedroom, 1-bath condo offers a bright, comfortable interior, a functional layout, and the low-maintenance lifestyle today’s buyers are looking for. Whether you’re a first-time buyer ready to make the move from renting to owning, a downsizer looking for simplicity, or someone who wants to live close to Boston while enjoying a coastal setting, this home offers an excellent opportunity. Inside, you’ll find comfortable living space with plenty of flexibility for everyday life. The two bedrooms provide options for a primary bedroom, guest room, home office, or additional living space. The thoughtful layout makes the condo feel welcoming and functional while still offering the opportunity to add your own personal style. One of the biggest advantages is the convenience of condo living. Spend less time worrying about exterior maintenance and more time enjoying everything Winthrop has to offer. Outside you will experience the lifestyle that makes this location so appealing. Winthrop’s beaches and shoreline are just minutes away, along with local restaurants, shops, cafés, and everyday conveniences. And with Boston only a short commute away, you can enjoy the best of both worlds — the relaxed atmosphere of a coastal community with easy access to the city. Move-in ready, conveniently located, and full of potential, Unit 37 is ready for its next owner. Come experience Winthrop living and see what makes 900 Governors Dr so wonderful.

900 Governors Dr Unit 37, Winthrop

Listing courtesy of Listing Agent: Brandon Dervishian from Listing Office: Lyv Realty.
10 Somerset Unit 307, Winthrop
$637,900
2 Beds ⋅ 2 Baths ⋅ 73584622 MLS
Introducing Unit 307 at Somerset Winthrop, where refined design, modern convenience, and effortless comfort come together in a beautifully appointed residence. Ideally situated in the heart of Winthrop, this spacious 2-bedroom, 2-bath home offers an inviting retreat just moments from local shops, restaurants, and neighborhood amenities.The thoughtfully designed interior features an open-concept living space and a modern kitchen appointed with quartz countertops, stainless steel appliances, and a convenient breakfast bar. The private primary suite offers a generous walk-in closet, while the additional bedroom and full bath provide exceptional flexibility for guests, a home office, or everyday living. In-unit laundry adds to the ease and convenience. Residents also enjoy access to a well-equipped exercise room and meeting room, with carport parking. With its sophisticated finishes, generous living spaces, and prime Winthrop location, Unit 307 offers an exceptional opportunity to enjoy a polished, low-maintenance lifestyle.

10 Somerset Unit 307, Winthrop

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.

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