Browse All Winthrop MA 3 Bedroom Properties for Sale

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73594243 MLS ⋅ 1,256 SqFt.

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

$949,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73594122 MLS ⋅ 2,000 SqFt.

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

$989,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73592852 MLS ⋅ 2,180 SqFt.

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

$519,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73590903 MLS ⋅ 1,374 SqFt.

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

$665,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73589094 MLS ⋅ 1,413 SqFt.

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

$649,900

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584839 MLS ⋅ 1,925 SqFt.

A rare opportunity to own a spacious Folk Victorian cherished by the same family for four generations. Tucked away on a quiet dead end street, this 1,925 sq. ft. home welcomes you with a classic screened front porch and an impressive amount of living space inside. The expansive first floor features open concept living and dining with parquet floors and a built in serving cabinet, plus an oversized kitchen with plenty of cabinet and counter space, stainless steel appliances, a gas range and 10 foot ceilings waiting to be revealed. A spacious den with a freestanding gas stove offers another inviting gathering space, along with a full bath and first floor laundry. Sliders lead to the deck and backyard, where an in ground pool and patio with gazebo create a fantastic setting for summer entertaining. Upstairs are three generously sized bedrooms and a second full bath, with one bedroom opening directly onto a flat roof offering potential for a future deck or expansion. The finished third floor adds flexible space for a den, office or playroom, plus ample storage. Central heat and A/C and three car tandem parking add everyday comfort and convenience. Bring your vision and make this special home your own, with Winthrop’s coastal setting right outside your door, a short walk to Fisherman’s Bend, close to Winthrop Center, and minutes from Logan Airport and downtown Boston. Open House, Saturday 10/3 10:30 -12pm, Sunday 10/4 10:30 - 12pm

16 North Ave, Winthrop

$624,995

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73579407 MLS ⋅ 1,690 SqFt.

THIS ONE FEELS LIKE A SINGLE FAMILY HOME!!! Off in the distance you will enjoy spectacular sunsets over the water in this beautifully renovated and spacious two-level condominium offering 3 bedrooms, 2 full baths and an open layout ideal for ease of living and outside enjoy exclusive to this unit yard space with deck, paver patio and fire pit. Highlights include new paint, lighting, an updated kitchen, updated baths, central air, in-unit laundry, a striking staircase and more of those ocean views from various windows. Commuting is easy with the Boston bus line nearby, providing access to the T in approximately 15 minutes and Boston in about 30. The Winthrop Ferry offers another convenient option. Enjoy Winthrop’s beaches, waterfront trails, golf course, yacht clubs, and popular restaurants—all just minutes from Boston. No monthly association fee; owners share the insurance expenses, pets allowed, private outdoor spaces, and 2 car parking round up the benefits of this beautiful townhome! Each unit owner responsible for 1/2 the insurance costs - no condo fee otherwise!

62 Pleasant St Unit 2, Winthrop

$900,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73579256 MLS ⋅ 1,334 SqFt.

**$20k in seller credits available** Rare land offering directly across from Winthrop Beach. This 13,920 square foot (0.32 acre) residential parcel is offered together with the existing structure on it, a two-story gambrel home built in 1880 with 5 rooms, 3 bedrooms, 1.5 baths, forced hot water heat, and vinyl siding. Ocean views across from the beach reservation. Renovate the existing house, build new, or explore other options for the site; buyer and buyer agent to complete their own due diligence with the Town of Winthrop regarding zoning, permitted uses, and redevelopment potential. Public water and sewer serve the site. Quick access to Boston, Logan Airport, and MBTA connections.

93 1/2 Winthrop Shore Drive, Winthrop

$865,000

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73579115 MLS ⋅ 1,564 SqFt.

A rare opportunity to own a lovingly cared for home in a truly special location! For over 50 years, the same owners have cherished this home, and it shows. Offering a flexible layout with first floor living, the main level features a spacious living room, dining room, and large eat-in kitchen, all with beautiful hardwood floors. A first floor bedroom and full bath provide the convenience of single level living. Just off the kitchen, a bright and inviting three season sunroom offers large windows and a peaceful place to relax while taking in spectacular sunsets over the city. Mini-splits on the first floor provide comfortable cooling, while the second level is equipped with central air.Upstairs are two additional cozy bedrooms and a half bath. The finished basement provides additional living space along with a three quarter bath and walk out access to the yard. Step outside to a spacious, private yard featuring a stone patio and garden perfect for entertaining, gardening, or simply enjoying the outdoors. Perhaps one of the property's most unique features is its **riparian rights for a dock**, with this being one of only two remaining homes on the street believed to retain these rights.Enjoy the best of coastal living with the beach just across the street, where you can watch beautiful sunrises, and sunsets from your own backyard. The ferry is also within walking distance, offering an easy commute into the city or a convenient way to head in for dinner and an evening out. Numerous updates provide peace of mind, including windows (2018), mini-splits (2019), water heater (2023), and roof (2008). A wonderful opportunity to own a home with character, history, outdoor space, and an exceptional waterfront lifestyle.

807 Shirley St, Winthrop

$799,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73578454 MLS ⋅ 1,782 SqFt.

**$20k in seller credits available** Sunlight defines this renovated three bedroom home a short, flat walk from the beach and harbor. A 23 foot window wrapped sunroom spans the front entry, and upstairs the primary suite opens to a private pine paneled sun porch with overhead glazing that runs the width of the house. The 2008 renovation opened the first floor into one connected space: a living room anchored by a gas stove, a 21 foot dining area, a dedicated office nook, and a cherry cabinet kitchen with granite counters, tile backsplash, double oven range, and stainless appliances. The first level also features a full bath and oak floors throughout. Upstairs, the spacious primary bedroom features access to a charming balcony-style sunroom - an ideal spot for relaxing, reading, or enjoying a quiet morning - and a tandem bathroom. Two additional bedrooms and a dedicated second-floor laundry room complete the level. Out back, a deck steps down to a paver patio with perennial beds, privacy fencing, and a storage shed. Two heating zones, central air on both floors, central vacuum, tankless hot water, and a poured concrete basement for storage. Three off street parking spaces behind a picket fenced front yard.

35 Triton Ave, Winthrop

$825,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73575705 MLS ⋅ 1,780 SqFt.

Private Deck(400 sq ft ) with full purchase price! 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 feels elegant, comfortable, and effortless.Step inside to gleaming hardwood floors and beautiful natural light flowing through the open living space. At the heart of the home is a chef’s kitchen with a large center island, quality finishes, and plenty of room to gather, cook, entertain, or simply enjoy your morning coffee while taking in the surroundings.The layout features TWO primary suites, each with its own beautifully designed, spa-like bathroom — private retreats with the feeling of a boutique hotel. Three full bathrooms throughout the home are finished with the same attention to quality and detail.And the beauty goes far beyond what you see. The home was rebuilt with modern comfort in mind, including hypoallergenic hydro-air heating and cooling, tankless hot water, high-quality systems and finishes, and thoughtful details throughout. This is not a quick renovation — it is a home where everything was considered and done with care.Two garage parking spaces complete the package — an incredible luxury so close to the ocean.But perhaps the best feature is the lifestyle.Wake up to ocean and golf course views. Walk five minutes to the beach. Spend your mornings by the water and your evenings watching the light change over the coast. Enjoy the peaceful feeling of a seaside community while remaining just minutes from Boston.3 bedrooms. 3 full baths. Two primary suites. Two garage spaces. Chef’s kitchen. Spa-like bathrooms. Ocean views. Golf course views. Fully rebuilt in 2025.A beautifully rebuilt home in an extraordinary location — sophisticated, comfortable, and surrounded by the sea. Water ferry to downtown is 3 min walk

194 Washington Ave Unit 3, Winthrop

$525,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73574430 MLS ⋅ 1,270 SqFt.

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 stainless steel appliances, while three comfortable bedrooms, generous closet space and in-unit laundry add to the home’s functional layout. Newly rebuilt front and rear porches offer space to enjoy a morning coffee or unwind after a day at the beach. One off-street parking space and additional basement storage add everyday convenience. Close to the shoreline, local restaurants, schools and playgrounds, this home offers a wonderful opportunity to enjoy the relaxed coastal lifestyle of Winthrop, all within easy reach of Boston.

111 Locust St Unit 2, Winthrop

$849,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73573332 MLS ⋅ 1,770 SqFt.

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 appliances, quartz countertops, white shaker cabinetry, and elegant brass hardware.The lower level is dedicated to a private and spacious primary suite, creating a true retreat from the rest of the home. A custom walk-in closet built out by California Closets provides exceptional storage, while the gorgeous en suite bath offers a spa-like experience with an oversized walk-in shower featuring dual shower heads. Upstairs you have generously sized bedrooms and a beautifully finished full bath providing flexible space for family, guests, or a home office. Outdoor living is equally inviting. An oversized composite deck with a motorized Sunsetter awning installed in 2025 offers the perfect setting for morning coffee, summer dinners, entertaining, or unwinding after a day at the beach. A common fenced yard provides additional outdoor space, while one off-street parking space adds everyday convenience. Set in the seaside community of Winthrop, 25 Locust delivers the coastal lifestyle so many buyers are searching for while keeping Boston within easy reach. Enjoy nearby beaches, ocean breezes, waterfront scenery, and Winthrop’s local dining scene and neighborhood favorites—all with convenient access to Boston and the surrounding Greater Boston area.

25 Locust St Unit 2, Winthrop

$580,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73569960 MLS ⋅ 931 SqFt.

Welcome to 33 Bay View Ave, a charming coastal bungalow offering the perfect blend of comfort, convenience, and seaside living in Winthrop. This 3-bedroom, 1-bath home features hardwood floors, a bright and inviting living space, dedicated dining area, and a functional kitchen with new appliances. Enjoy water views and take advantage of the spacious fenced in yard, ideal for entertaining, gardening, or relaxing outdoors. Additional highlights include an enclosed porch, wood deck, patio, first-floor laundry, and off street parking. Located just moments from the beach, parks, walking and biking trails, public transportation, and all that Winthrop has to offer. A great opportunity to enjoy the coastal lifestyle while remaining just minutes from Boston and Logan Airport.

33 Bay View Ave, Winthrop

$629,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73568805 MLS ⋅ 1,200 SqFt.

Opportunity knocks to own a beachside property!!! This highly desirable "tight knit" community have many homes that are passed down through the generations! This 3 bdrm, 1 3/4 bath Beach Bungalow is the perfect condo alternative with room to grow! The Main BDRM & FR have been fully renovated offering a Classic timeless design! New doors, recessed lighting, smooth ceilings, custom trim & crown molding, walk in closet, built in seating/cabinet, custom made covers for radiators, electric fireplace w/natural wood mantel & shiplap on the walls! Spacious bright and cheery Kitchen offers water views, New HDWD, New Paint throughout, Natural Gas range, New SS Refrigerator, DW and dining area! There's 2 additional rooms off of kitchen with water views, crown molding, new paint and HDWD. Large unfinished walkout (separate entry) basement has full bath w/shower stall, laundry, 3 door cedar closet offering endless possibilities to add an add'l 1200 sq.ft of living space! Updates also include Roof (2016), Washer & Dryer (2023), Hot water tank (12/2023). Conveniently hooked up to Town water & Town sewer. Front porch sunroom highlights beadboard ceiling, recessed lighting, HDWD flooring, surrounded by windows and adds an additional 144 sq ft of unheated space! Entertain friends, grill out, relax on your newly built expansive rear deck with steps to the beach! Start your day by catching the natural beauty of the "sunrise", swim, surf, sunbathe, kayak, paddleboard or head down the street in the evening for the amazing "sunset" views of the Boston skyline! Perfect year round or vacation home! Imagine living in a coastal neighborhood on a peninsula! Point Shirley residents enjoy all the amenities at Coughlin Park and the "Deer Island" walking path ~ both with it's city views! Bus service to Orient Heights train station, seasonal Ferry Service from Winthrop Landing to Seaport /Aquarium and only 5.6 miles to Logan Airport!

84 Tafts Ave., Winthrop

$724,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73566786 MLS ⋅ 1,800 SqFt.

**To directly address high mortgage rates, SELLER WILL PAY CONCESSIONS of up to two discounted points to buy down the buyer's interest rate!** Welcome to coastal living at its finest in this truly unique and beautifully appointed townhome residence. Spanning three expansive levels, this exceptional three-bedroom, two-and-a-half-bath home seamlessly blends comfort, style, and privacy in the one and only seaside community of Winthrop 02152. Privately situated with its own separate entrance, this rare offering lives like a single-family home and features direct access to its own secluded backyard retreat — a perfect escape for relaxing, entertaining, or enjoying quiet moments outdoors. Inside, thoughtfully designed living spaces are filled with natural light and offer the ideal balance of elegance and functionality. Just one block from the beach, enjoy the very best of coastal living- and only minutes from downtown Boston, Logan Airport, and public transportation MBTA Orient Heights Blue Line for an effortless daily commute. CLOSING COST CREDITS available with purchase.

189 Shirley St Unit 1, Winthrop

$1,230,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73560746 MLS ⋅ 1,913 SqFt.

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 breezes and breathtaking views. The kitchen boasts SS appliances, granite counters, Poggenpohl cabinetry and a breakfast bar. Enjoy the beautiful views while cooking. This 2 level unit offers the flexibility of a first floor bedroom and/or office. Nice open staircase. Lovely primary bedroom with en suite. There is a separate jacuzzi room which could become a home office if one chooses to do so. Seal Harbor III offers an unmatched lifestyle with exceptional amenities, including 24/7 concierge, a beautiful fireplaced lobby, an indoor heated pool and hot tub, a recently renovated fitness center, sauna, rooftop deck with panoramic views, outdoor swimming pool, tennis courts and multiple private resident gathering spaces. Additional highlights include a rare heated two-car garage, G9 and G11. Ideally located in the seaside community of Winthrop, you'll enjoy the tranquility of waterfront living while being just minutes from Logan Airport and downtown Boston, providing the perfect balance of coastal charm and city convenience. LUXURY, LOCATION, AND LIFESTYLE come together in this extraordinary waterfront Penthouse.

3 Seal Harbor Rd Unit PH33, Winthrop

$975,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73557515 MLS ⋅ 2,100 SqFt.

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 open-concept kitchen, living, and dining area, along with a first-floor bedroom, full bath, and welcoming entry foyer. Upstairs, two spacious bedrooms each offer a private en-suite bath, with conveniently located second-floor laundry. Enjoy a private yard, city views, and one dedicated parking space. Located just minutes from Boston, Logan Airport, Winthrop Center, beaches, local shops, and restaurants, this is one of only two newly constructed townhomes at this address... a truly uncommon opportunity in Winthrop.

200 Main St Unit 1, Winthrop

$609,000

3 Beds ⋅ 3 Baths ⋅ PRICE CHANGED Status ⋅ 73556640 MLS ⋅ 1,510 SqFt.

Luxury living with downtown Boston just a few Train stops away! Escape the hustle and bustle of the city and enjoy the best of coastal living, with the beach right down the street. Step inside to a spacious mudroom that opens to a stunning open-concept kitchen—perfect for entertaining. Gleaming hardwood floors, granite countertops, and sun-drenched windows create a warm and inviting atmosphere throughout. With three beautifully finished levels of living space, there is plenty of room to spread out and make yourself at home. At the very top of the home, the charming widow’s peak offers the perfect opportunity to create your own private reading nook—one that would make any book club jealous! The private, fully fenced yard is ideal for relaxing, entertaining, or gathering around a fire after a day at the beach. Completely renovated in 2019, this beautiful home is ready for its new owner.

189 Shirley Unit 2, Winthrop

$869,900

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73546996 MLS ⋅ 2,125 SqFt.

PRIDE OF OWNERSHIP CAN BE YOURS.......METICULOUSLY CARED FOR AND READY FOR THE NEW OWNERS! Located in one of Winthrop's most desirable areas, this Center Entrance Colonial has Harwood oak floors and a bath on every level. A huge fireplaced living room, eat in kitchen with a slider and deck overlooking the enormous (pool size) yard with a garden area and lots of off street parking. The second level has 3 bedrooms and a full bath and laundry. The Main bedroom is King-sized! The Bonus Room in the basement is multi purposed and easily works for extended family ( IN-LAW POTENTIAL) with another full bath, exrta high ceilings, open floor plan and a direct walk out to the yard. Another separate basement area is a handy workshop/storage area. THIS COULD BE THE ONE! In Winthrop by the Sea boasting 2 beaches, new schools, 3 Yacht Clubs, a nine hole golf course and lots of Great Restaurants!

37 Loring Rd., Winthrop

$635,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73536296 MLS ⋅ 800 SqFt.

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. Three bedrooms feature ceiling fans, and the finished lower level provides two bonus rooms, a full bath, laundry room, and separate storage area for added space and convenience. Abundant closet space throughout provides excellent storage.Pride of ownership is evident throughout this well-cared-for home, offering a clean, inviting interior and a move-in ready opportunity. Outside, enjoy a large backyard and spacious deck, perfect for entertaining, outdoor dining, or relaxing. Potential future ADU possibilities may exist, subject to local zoning and approvals. Ideally located near beaches, waterfront dining, parks, fitness facilities, and just minutes from Boston, this home offers comfortable living in a desirable Winthrop location.

496 Winthrop St, Winthrop

$840,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73526371 MLS ⋅ 1,837 SqFt.

This gut-renovated home delivers three levels of flexible living that is hard to replicate. The sun-filled entryway with built-in bench seating & ceiling fan sets a relaxed tone from the moment you walk in. The open main level flows seamlessly from the living room with hardwood floors, beamed ceilings, and built-in electric fireplace through the dining area with its own wine cooler and into a renovated kitchen with white beadboard cabinetry, quartz countertops, subway tile backsplash, and stainless appliances. The entire 2nd floor is dedicated to a private primary retreat, complete with two closets and a private en suite with glass shower. The sun-filled sitting room connects the suite to the 2nd-floor deck where ocean views make for the perfect spot for morning coffee or evening entertaining. A wood spiral staircase leads to the third-floor bedrooms tucked under vaulted ceilings. Corner lot with 2 driveways & the opportunity to expand the yard practically on the water in Pt. Shirley!

27 Billows St, Winthrop

$919,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73513222 MLS ⋅ 2,371 SqFt.

Single Home, Great Location Great Shape Ready to Move In.

43 Loring Rd, Winthrop

$659,800

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73509184 MLS ⋅ 1,250 SqFt.

Experience coastal living in a vibrant beachside community featuring a park with tennis and basketball courts, a dog park, and a scenic shoreline overlooking the Boston skyline. This thoughtfully updated home offers peace of mind with a recently painted exterior, a roof approximately 5 years old, and upgraded electrical and plumbing systems. Inside, you’ll find newer flooring, fresh interior paint, updated lighting, and a beautifully remodeled kitchen complete with stainless steel appliances. The home also features an updated bathroom, newer windows, and exterior doors throughout. The first floor boasts an open and versatile layout with a modern kitchen, spacious living and dining areas, and a bedroom currently being used a home office—all enhanced by water views. Upstairs, you’ll find two well-appointed bedrooms and a full bathroom. Conveniently located near public transportation, including bus routes with direct access to the MBTA.

51 Undine Ave, Winthrop

$690,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73503432 MLS ⋅ 1,500 SqFt.

***Seller is VERY motivated***Welcome to your fully renovated and updated home on a quiet corner in Winthrop. This home features a brand new kitchen with wide spanning island, open to the living room. Perfect for entertaining. All new electrical, water heater, furnace, plumbing, insulation and hard wired fire alarms. Approximately 250 sqft was added on and 2 bathrooms were also added making this a 3 bedroom 3 bathroom home. Conveniently located primary bedroom on the first floor has ensuite bathroom. All appliances in home are brand new, half bath located off the kitchen makes it easy for guests to use. Smart thermostat that can be controlled from your phone even when you are on the go. It really is a wonderful little corner lot home with ample yard space if you wanted a garden, front of the house gets sun all day. Walking distance to T and beach and other amenities Winthrop has to offer.

5 Oceanview St, Winthrop

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