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$640,000
3 Beds 2 Baths SOLD Status 73363999 MLS 1,050 SqFt.
Centrally located on a corner is this 3+ bedroom single family. It's not a huge home but it's PRICED RIGHT & it has some great updates starting w/the freshly painted interior, gas FHW heating system, some replacement windows & vinyl cedar impression shingles. The eat in kitchen has s/s appliances & access to a rear porch. The seller has added loads of built in storage throughout especially in the 2nd floor walk in closet (had been a small bedroom) & main bedroom. Two additional bedrooms & a full bathroom complete the 2nd floor. Summer gatherings start in the backyard. Surrounded by a patio is an in-ground pool. There is easy access from the yard to the basement which has a 1/2 bath & storage. You'll enjoy the convenience of an attached one car garage & one car driveway. Close to the golf course, middle/high school & shopping is 83 Chester Ave. Great house, Great location!

83 Chester Avenue, Winthrop

$678,000
3 Beds 2 Baths SOLD Status 73363304 MLS 1,372 SqFt.
Welcome to 183 Pauline St. in the desirable town of Winthrop. Owned by the same family for generations, this 3 bed, 2 bath cape cod style home is in need of some updating but has much to offer. Mostly hardwood flooring throughout with picture windows in living/dining room, kitchen that leads to the deck overlooking level backyard, primary bedroom & full bath complete the first level. Second level features 2 generously sized bedrooms, hardwood flooring & 3/4 bath. Basement has laundry hookup & offers potential for more living space. One car attached garage & additional space in the driveway makes for convenience. Property is located close to Winthrop Center, shopping, restaurants, public transportation & beaches. Age of roof approximately 9 years, heating system 11 years, Massport windows throughout property.

183 Pauline St, Winthrop

$1,060,000
6 Beds 3 Baths SOLD Status 73361929 MLS 2,692 SqFt.
Experience a complete transformation in this meticulously renovated 2-family home. Perched on a prized corner lot, this residence has undergone extensive updates, including new flooring, walls, electrical, kitchen, plumbing, and a newer roof. The result is a modern, move-in-ready space. Enjoy breathtaking, unobstructed views of Winthrop's verdant Golf Course from all three levels. This oversized property offers flexible living arrangements. Winthrop itself is a coastal gem, boasting beautiful beaches, scenic parks, and convenient access to Deer Island and downtown Boston via the water ferry. A vibrant dining scene and thriving yacht clubs contribute to the area's dynamic atmosphere. Commuting is made easy with brand-new MBTA bus lines. Plus, a new middle and high school, along with a state-of-the-art track and football field, enhance the community's appeal.

86 Chester Ave, Winthrop

$490,000
2 Beds 2 Baths SOLD Status 73360937 MLS 865 SqFt.
Always wanted to live across from the beach? This might be the place for you! Enjoy breathtaking water and Boston skyline views from this beautifully renovated 2-bed, 2-bath condo at the former Historic Crystal Cove Hotel. Offering first-floor convenience with a private entrance and two deeded parking spaces right outside your door, this home lives like a private residence. The open layout features engineered hardwood floors, in-unit laundry, and a stunning private deck with panoramic views. The primary suite includes an en-suite bath. Fully renovated in 2022 and professionally managed, this seaside gem is just a short distance to Yirrell Beach and the Winthrop Ferry Terminal, offering an easy MBTA commute into Boston. Coastal living at its finest in Winthrop, MA!

600 Shirley St Unit 16, Winthrop

$350,000
2 Beds 1 Baths SOLD Status 73360336 MLS 723 SqFt.
Welcome to this highly desirable top floor unit located in an exceptionally affordable complex, perfect for those seeking comfort and convenience. This charming two-bedroom, one-bathroom residence boasts an inviting open floor plan that seamlessly connects the living area to the kitchen, creating an ideal space for entertaining and daily living. The kitchen is a true highlight, featuring elegant granite countertops, a stylish tile backsplash, modern stainless steel appliances, and recessed lighting that enhances the overall ambiance. Newer flooring has been thoughtfully installed in both the living room and bedrooms, adding a fresh touch to the space. Additionally, this unit comes with the convenience of off-street parking, ensuring your vehicle is always secure. Its prime location offers easy access to public transportation, making commutes a breeze. Moreover, the unit is situated in close proximity to the vibrant city of Boston and a variety of seaside adventures, allowing residents

300 Governor Drive Unit 21, Winthrop

$885,000
6 Beds 2 Baths SOLD Status 73359117 MLS 2,454 SqFt.
Detached Two Family that is conveniently located right next to Winthrop Center. This two-family Has a ton of updates that includes, Newer Roof, Newer windows, Newer electric service, wiring and electric panels, forced air by gas(can easily add Central A/C) Newer kitchen upstairs and more. There is a level fenced-in yard with two large balconies, There are two separate storage rooms in the basement. There are interior front and back staircases. Both units are 3 bed 1 bath. There is in-unit laundry hook-ups in a separate laundry room. The large kitchen features Dark Cherry cabinets with Stainless Steel Appliances with a gas-fired range. The home contains the original Douglas Fur hardwoods. First showing is Wed from 5-6PM. Access to the top floor, basement and the back yard. Tenants are TAW.

437 Winthrop St, Winthrop

$1,195,000
5 Beds 4 Baths SOLD Status 73358978 MLS 3,100 SqFt.
Experience elevated coastal living in this exquisitely renovated 5-bed, 2 full-bath, 2 half-bath home in Winthrop. Fully transformed in 2021, it blends timeless charm with modern sophistication across four finished levels. Enjoy the beautiful refinished hardwood floors, in home office space, designer kitchen with quartz countertops, premium finishes, and a pot filler — perfect for cooking and entertaining. Master Bath with soaking tub and walk - in rain shower. Features include a new 200-amp electrical system, built-in electric fireplace, upgraded plumbing, lead line replacement, fully insulated, dual-zone HVAC, and a finished lower level with laundry and storage. Relax in the spacious backyard with a new deck and off-street parking for three. Minutes from Boston, Winthrop offers pristine beaches, yacht clubs, and a welcoming coastal community. Schedule your private showing today or join us at our open house!

121 Circuit Rd, Winthrop

$680,000
2 Beds 1 Baths SOLD Status 73358127 MLS 1,586 SqFt.
Say "HELLO" to your own slice of coastal paradise at 106 Grand View Avenue. This charming 2 bedroom, 1 bathroom waterfront single offers the perfect blend of comfort, convenience & breathtaking views. Enjoy your morning coffee in the family room while watching the boats & planes go & fly by. The open floor concept connects the living, dining & kitchen areas & creates an inviting atmosphere for relaxing & entertaining. Amenities include hardwood floors, s/s appliances, brand new gas stove & gas fireplace.The large main bedroom feels like a retreat w/a cathedral ceiling, brick accents, two closets & a new slider leading to a deck overlooking the harbor. Perfect spot for an afternoon nap. The guest bedroom has a ceiling fan & a closet. Relax in the jacuzzi tub or take a quick shower, the bathroom has both. Near by you'll enjoy Deer Island walks, seasonal ferry to the city & some great eateries.

106 Grand View Avenue, Winthrop

$849,000
4 Beds 3 Baths SOLD Status 73358018 MLS 2,200 SqFt.
Welcome to this beautifully renovated 4 bedroom, 2.5 bath home with a large fenced in yard. This home offers an open-concept main living area including an updated kitchen with quartz countertops, stainless steel appliances, gas stove top, and a large island with plenty of storage. The living room offers a large picture window that brings in lots of natural light and a pretty fireplace. On the main floor, you'll find three generously sized bedrooms, along with a beautiful full bathroom. The lower level, updated in 2021, offers even more living space. A full staircase leads down to a cozy family room/den featuring a stone fireplace. This level also includes a convenient half bath and laundry room, as well as a spacious playroom with two access points to the backyard. The large primary suite features a walk-in closet outfitted by California Closets and a luxurious en-suite bathroomand a beautiful walk-in shower. Additional highlights include a large outdoor shed and parking for two cars.

15 Almont Street, Winthrop

$1,400,000
6 Beds 5 Baths SOLD Status 73356770 MLS 3,000 SqFt.
Welcome to 89-91 Hermon St, a beautifully renovated split-level Victorian home, completely transformed in 2023 with no expense spared. Featuring 6 bedrooms, 5 bathrooms, a fully finished basement, and plenty of parking. This home is packed with upgrades like a GAF roofing system, Anderson windows, spray foam insulation, Goodman central heat and AC, all-new electrical, and custom kitchen cabinets. Outside, you'll find a massive patio with a fully functional outdoor kitchen, an efficient rainwater drainage system, and stunning landscaping. This home was never built with a sale in mind—it’s the result of an elaborate, thoughtful renovation, and is now ready to welcome its new owner! OFFERS DUE TUE 4/15 AT NOON

89-91 Hermon St, Winthrop

$711,000
3 Beds 2 Baths SOLD Status 73355736 MLS 1,792 SqFt.
Experience the thrill and excitement of oceanfront living in this move-in ready seaside single with 3 bedrooms and 1.5 bathrooms. Enjoy stunning, dramatic views of the ocean and Boston skyline. The home features a newly refreshed kitchen and a spacious open floor plan with a fireplace, inviting both ocean views and abundant natural light. Beautiful oak hardwood floors enhance the interior, while the first-floor heated sunroom and second-floor seaside office offer incredible views. There is second floor laundry. There are also two or more off-street parking spaces available. Just a short walk to stairs leading to the waterfront, Come be inspired by this incredible home by the sea! Winthrop offers miles of seaside and bicycling paths, 3+ yacht clubs, miles of beaches, a golf course, 3 newer schools, many restaurants and bistros, a bus line to the T, and a 15-25 minute drive to Boston.

138 Grandview Avenue, Winthrop

$680,000
2 Beds 2 Baths SOLD Status 73355698 MLS 1,206 SqFt.
This updated 1938 bungalow offers the ultimate Winthrop waterfront experience with direct bay access from your backyard and Yirrell Beach directly across the street. The private brick patio provides sweeping views of Snake Island and the Boston skyline—perfect for outdoor entertaining and front-row views of Winthrop's Fourth of July fireworks. Since 2017, this Point Shirley gem has undergone significant renovations including new 200-amp electrical, updated plumbing, high-efficiency heating, architectural roof, mini-split HVAC, and solar panels with EV charging. Inside, find preserved original hardwood floors, renovated bathrooms with stone finishes, and a bright kitchen featuring butcher block countertops. Enjoy water activities right from your property. A rare opportunity to own a fully modernized waterfront home with dual water access and spectacular views in a sought-after coastal community.

877 Shirley St, Winthrop

$1,100,000
5 Beds 3 Baths SOLD Status 73355404 MLS 4,223 SqFt.
Fantastic Owner-Occupied Multifamily Opportunity in Winthrop! This centrally located home is perfect for both investors and owner-occupants. The owner's unit spans two levels and showcases beautiful hardwood floors, original woodwork, and two full bathrooms offering both charm and functionality. The first-floor unit features a spacious kitchen, hardwood floors, and two generously sized bedrooms. Additionally, the lower-level in-law apartment provides extra rental income and, with a few upgrades, could be an ideal accessory dwelling unit (ADU). Enjoy partial water views from the 2nd floor this home is conveniently situated across the street from the bay. Commuters will appreciate the easy access to public transportation, including the T & the Winthrop Ferry, making trips into the city a breeze. Additional highlights include a large rear parking area to accommodate all units, a freshly painted exterior, and a roof that’s only five years old. Come explore everything Winthrop has to offer.

52 Washington Ave, Winthrop

$575,000
2 Beds 2 Baths SOLD Status 73354487 MLS 896 SqFt.
Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 2-bedroom, 2-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living, featuring: A brand new kitchen with sleek quartz countertops and top-of-the-line appliances, Hardwood floors throughout, adding warmth and sophistication to the space,Two totally renovated bathrooms, perfect for relaxation and rejuvenation Direct access to a great storage area in the basement, providing ample space for your belongings, One deeded parking spot, ensuring convenient and secure parkingThis incredible condo is a rare find in this desirable neighborhood, and we don't expect it to last long on the market!

12 Sewall Ave Unit 1, Winthrop

$850,000
4 Beds 3 Baths SOLD Status 73354322 MLS 2,468 SqFt.
Proudly maintained in Winthrop by the Sea! Every detail is designed for comfort & convenience. Featuring 4 bedrooms & 3 full bathrooms. The primary suite is a true retreat, spacious walk-in closet & a stunning spa-like bathroom. Additional space in the lower level provides endless possibilities for a home office, gym, or entertainment area along w/ a 3/4 bathroom. You'll enjoy cooking w/the 5 burner gas cooktop & double wall ovens along w/loads of storage in the kitchen. The open-concept dining room or could be a family room is truly impressive w/gorgeous wood floors that flow throughout the main level, creating a warm & inviting atmosphere. Step outside onto the deck leading to a fenced in yard for outdoor enjoyment. There is a one car garage & parking for up to 5 cars. A highlight of this home is the incredible rooftop deck offering panoramic views of the harbor & city skyline. Close to Coughlin Park, Deer Island, Yirrell Beach, seasonal Ferry to Boston & bus to Blue Line.

42 Triton Avenue, Winthrop

$635,000
2 Beds 2 Baths SOLD Status 73353762 MLS 1,200 SqFt.
Experience coastal living at its finest in this beautifully renovated 2-bed, 2-bath condo, offering breathtaking views of the bay and the iconic Winthrop water tower. Step inside to discover elegant new flooring, sleek modern appliances, and the convenience of central air and heating. Flooded with natural light, the open-concept living space seamlessly connects to expansive outdoor areas—ideal for both relaxation and entertaining. The highlight of this home is the spacious primary suite, featuring its own private deck where you can wake up to stunning sunrises over the water. Thoughtfully upgraded throughout, this home blends style and comfort effortlessly. With a garage providing convenient parking and storage, this is a must-see opportunity for those seeking a serene yet sophisticated waterfront retreat.

67 Bay View Ave Unit 1L, Winthrop

$900,000
8 Beds 3 Baths SOLD Status 73353971 MLS 2,988 SqFt.
Rare opportunity to own a double lot two-family home with expansion possibilities for a third unit. This well-maintained property offers stunning views of Belle Isle marsh and direct gated access to scenic walking trails and tranquil vistas. The fenced-in backyard is ready to enjoy with mature fruit trees, flowering shrubs, a deck and koi pond that await your fish. The main unit showcases a renovated eat-in kitchen, fireplaced living room, in-unit laundry and 5 large bedrooms all with abundant natural light coming through the many oversized windows. Rental unit features 3 bedrooms, living room with tremendous water views and a large eat-in kitchen. The unit also has direct stairs with access to the backyard. Each unit has their own driveway accommodating 6 plus cars. Here is your chance to enjoy the charm of Winthrop with it's many top-rated restaurants, beaches and yacht clubs rounded out with minutes to Boston convenience. Perfect spot for investors, homeowners or extended family!

84 Banks St, Winthrop

$780,000
3 Beds 2 Baths SOLD Status 73353017 MLS 1,490 SqFt.
Welcome to 152 Lincoln Street, where modern comfort meets coastal town charm! This beautifully updated 3-bedroom, 1.5-bath single-family home offers everything you need for easy living. Step inside to find a stylish, sunlit interior with stainless steel appliances, an open and inviting layout, and a finished basement—perfect for a home office, playroom, or additional living space. Stay comfortable year-round with central heating and cooling. Nestled in a prime location, you're just moments from Winthrop Center’s shops and restaurants, top-rated schools, Ingleside Park, and the serene Donovan Beach. Whether you're looking to enjoy a peaceful seaside escape or the convenience of city living, this home offers the best of both worlds! Don’t miss your chance to make this incredible home yours—schedule a showing today!

152 Lincoln St, Winthrop

$765,000
3 Beds 2 Baths SOLD Status 73351730 MLS 1,698 SqFt.
This charming and meticulously maintained single-family home offers 3 spacious bedrooms and 2 full bathrooms, perfect for comfortable living and entertaining. Gleaming hardwood floors flow throughout the bright, open layout, creating a warm and inviting atmosphere. Enjoy year-round comfort with first-floor air conditioning, efficient gas heating, and a cozy fireplace. A versatile sunroom provides the perfect space for relaxing, working, or entertaining in any season. Step outside to a beautifully landscaped yard with a deck—ideal for gatherings or peaceful evenings. Recent upgrades include a brand-new 3-car driveway and a fully powered garage, perfect for storage, projects, or electric car charging. The upgraded electrical system ensures the home is ready for future needs. Plus, the walk-up attic provides ample storage. Best of all, this home does not require flood insurance, adding extra peace of mind.Don't miss the chance to make this exceptional home yours!

127 Bowdoin St, Winthrop

$785,000
4 Beds 2 Baths SOLD Status 73351292 MLS 1,680 SqFt.
Perched atop Floyd’s Hill overlooking the Atlantic Ocean, your new home offers the lifestyle you crave. Start your day with a run along Winthrop Beach or open up the wall of glass to your large private deck for morning yoga and coffee sunrises, mesmerized by the ocean and end-of-day cocktail sunsets overlooking the city from your rooftop with a 360° panorama. Just minutes from Boston, this large two story pet friendly home was fully renovated in 2020. Designed for comfortable and easy living, working from home and entertaining. The open-concept features hardwood floors, a modern kitchen w/ quartz countertops and SS appliances, large island for four, and sunlit dining area w/bay window. The spacious primary suite offers a peaceful retreat w/sitting area, walk-in closet and spa-like bath w/double sinks and an oversized double-head shower. Central AC, in-unit laundry, newer systems, shared backyard, additional storage, one parking space complete this home. Close to shops and restaurants.

95-97 Summit Ave Unit 4, Winthrop

$970,000
6 Beds 3 Baths SOLD Status 73350799 MLS 2,916 SqFt.
Welcome to 52-54 Bellevue Avenue in seaside Winthrop Massachusetts. This Brick Two family in Winthrop's coveted Cottage Park Neighborhood boasts 6 beds and 3 baths with over 3,000sf of living space. Paved driveway with ample parking. Large back yard features an oversized detached garage and an in ground pool with brand new liner. Bi-Level Owner's Unit has had a recent cosmetic overhaul. Refreshed doors, hardware, bathrooms, kitchen, flooring, and fixtures ready for an Owner Occupant move in! Bonus bed/bath suite with full bar in walkout lower level is perfect for a member of the family who requires extra privacy or a great entertaining space for BBQ's & pool parties! Unit 2, a clean 3 Bed 1 bathroom rented TAW to established tenants at $3000/mo.

52-54 Bellevue Avenue, Winthrop

$738,000
3 Beds 2 Baths SOLD Status 73350780 MLS 1,887 SqFt.
This picture perfect Dutch Colonial features many classic elements without sacrificing modern conveniences. Filled with stunning details - elaborate carved newels, a mosaic fireplace, original hardwoods throughout, and ultra-convenient built-ins, this turn-of the century marvel is sure to charm you. Literal steps to both the heart of town and the beach, this immaculately maintained home offers loads of usable space, high ceilings and great features like garage parking, a first floor laundry and a magnificent sun porch. There's a bonus office space, a spacious kitchen and ample storage space. This is the epitome of comfortable living.in one of New England's most appealing seaside communities. OPEN HOUSE 4/12/2025 CANCELLED

15 Williams St, Winthrop

$945,000
5 Beds 3 Baths SOLD Status 73350676 MLS 3,620 SqFt.
Welcome to 71 Paine Street—an oversized 2-family home sitting proudly on a corner lot at Wilshire & Paine. This property has everything you need, whether you're looking for a fantastic investment opportunity or the perfect owner-occupied setup with rental income! Both units feature private decks, off-street parking, separate heating systems, and divided basement space for storage & laundry—offering both privacy and convenience. Unit one is spacious 2-bedroom with a well-designed layout, including separate living and dining rooms, a mudroom, and a charming main entryway. You'll love the beautiful hardwood floors throughout and the functional pantry off the kitchen. Unit 2 starts on the second floor, mirroring the first-floor layout with 3 bedrooms, a home office/flex space and plenty of natural light. But the real bonus? Head upstairs to your private owner’s suite, featuring an oversized bedroom, walk-in closet, and en-suite bath!

71 Paine St, Winthrop

$295,000
1 Beds 1 Baths SOLD Status 73348833 MLS 764 SqFt.
INCREDIBLE VALUE!!! This Open Penthouse Condo with vaulted ceilings and exposed beams has 1 Bedroom and 1 Bath and spans 764 square feet and is priced to sell. Classic building with wraparound porches across from Winthrop Beach. Come and experience oceanfront living just minutes from Boston. Price includes a full off-street parking. a ceiling fan. The kitchen boasts white cabinetry, granite counters, and compact stainless appliances, including a stove, dishwasher, and fridge. The large corner bedroom has French doors and windows on two sides that provide both southern and western exposure. The full bath includes a wide white vanity and tiled shower with a seating area. Additional features include oak floors, ample closets, common laundry, and separate basement storage. Conveniently located near restaurants, Winthrop Yacht Club, Marinas, Winthrop Golf Course, Seal Harbor, Fort Heath Park, Revere Beach, Logan Airport, and public transportation.

203 Winthrop Shore Drive Unit 8, Winthrop

$929,000
2 Beds 3 Baths SOLD Status 73346942 MLS 1,777 SqFt.
Beautifully renovated! Discover Seal Harbor. Situated at the ocean's edge in Winthrop, the Seal Harbor condominium community is located just fifteen minutes from Boston's financial district. The buildings are amenity-rich, offering 24/7 concierge, on-site management, secure underground garage parking, a heated outdoor pool with shower, bathrooms, full poolhouse kitchen, an outdoor Jacuzzi, and two gas grills. Residents also enjoy year-round access to an indoor pool on the 9th floor, complete with dramatic views, a full fitness center, as well as an indoor Jacuzzi and sauna with a large deck-perfect for viewing Independence Day fireworks! Seal Harbor Three boasts three separate function rooms where guests are able to enjoy table tennis, billiards and television. And in addition to the mature grounds, owners also have access to tennis courts, private basement storage, bicycle storage, water sports storage and a full recycling facility. This home has two deeded garage parking spots.

3 Seal Harbor Unit PH31, Winthrop

$657,500
3 Beds 1 Baths SOLD Status 73343236 MLS 1,563 SqFt.
Nestled in the heart of Winthrop Center, this inviting 3 bedroom single family ranch offers the perfect blend of comfort, character and functionality. The ultimate entertainment hub, this home showcases a recently renovated kitchen featuring stainless appliances, quartz countertops and a seamless flow into the living and dining areas. Enjoy outdoor dinners on a spacious deck before heading for a swim in the in-ground pool with new liner and pump. This gleaming home also boasts a finished lower level ready to entertain friends for the big games complete with a stunning wood bar top and wet bar/sink. Enjoy year-round comfort with summer central air and cozy up to the fireplace on cooler nights. Located within walking distance to coffee shops, restaurants, schools and parks offering both convenience and town center charm. A newer roof completes the package allowing you to do nothing but unpack. Don't miss this incredible opportunity for less than most condos.

81 Putnam St, Winthrop

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