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$559,000
3 Beds 2 Baths SOLD Status 73342289 MLS 1,072 SqFt.
Charming Single-Level Home Just Blocks from the Beach! Rarely available single-level living in a prime Winthrop location! Nestled on a one-way street, this home is just a few blocks from the beach and close to all the local amenities you need. Featuring hardwood floors throughout, this home offers two bedrooms, two full baths, plus an office and a dedicated laundry space. The primary bedroom boasts its own en-suite bath, providing added convenience and privacy. The fenced-in yard, newer roof, and three-car driveway add to the home’s appeal. While it could use a little TLC, this home is full of potential the perfect opportunity to make it your own! Enjoy the unbeatable location, just steps from restaurants, coffee shops, and public transportation with the bus line only two blocks away. Don’t miss this chance to own a single-family home at the price of a condo! Come explore all that Winthrop has to offer!

58 Almont St, Winthrop

$1,320,000
7 Beds 5 Baths SOLD Status 73341915 MLS 3,878 SqFt.
Welcome to the beach! This multi-family property has been cherished by the same family for generations and offers breathtaking ocean views. Home is fully rented, with 3 tenants currently on a tenancy-at-will basis and one lease extending until Nov. Hardwood floors run throughout most of the units, and tenants are responsible for their own utilities, except for water/sewer. 2nd floor features 2 spacious units, each offering 2 levels of living and multiple beds.1st floor units are single-level, each with 1 bedroom. All residents have access to exterior porches, perfect for enjoying the stunning waterfront scenery. This property presents an excellent investment opportunity or an ideal owner-occupied residence. Conveniently located just 15 mins from Boston by car, it also offers easy access to public transportation take the bus to Orient Heights or drive just two miles to Suffolk Downs Within two blocks, you'll find coffee shops, a laundromat, medical facilities, gyms, restaurants & parks.

235-236 Winthrop Shore Drive, Winthrop

$595,000
3 Beds 2 Baths SOLD Status 73340992 MLS 1,100 SqFt.
Welcome to the beach life! This cozy 3 bed 2 bath home just steps to Yirrell beach will be your serene escape. The home has hardwood floors and an open floor plan w a bedroom and a bath on the first level. The second level was added in 2018 and boasts 2 bedrooms, 1 with a finished loft space, and an additional bath. The tall ceilings and plentiful windows let the salty breeze and sunshine in. The deck off the bedroom is a peaceful spot to relax and enjoy the unobstructed ocean views. The outdoor shower completes the beach vibe. This eco friendly home is heated and cooled via solar panels. 111R Strandway isn’t just a home, it’s a lifestyle. Embrace coastal living while being close to Boston and public transportation.

111-R Strandway, Winthrop

$500,000
2 Beds 2 Baths SOLD Status 73340953 MLS 1,284 SqFt.
Welcome to The Grand Victorian Condominiums. Step into the elegance of this 2-bedroom, 2-bath home nestled in a beautiful late 19th-century Victorian building. This residence exudes timeless character with its soaring high ceilings and exquisite woodwork throughout. The spacious living areas are enhanced by gorgeous fireplace mantels, showcasing the fine craftsmanship that defines this historical gem. Enjoy the luxury of exclusive access to side deck, perfect for outdoor relaxation, and additional private storage in the basement for your convenience. The shared backyard is ideal for entertaining or quiet moments. There is parking for one car. This is a rare opportunity to own a piece of history with all the amenities you need for contemporary living. Walking distance to Winthrop Public Library, bus stop, Metcalf Square, Winthrop Center, restaurants and so much more. Winthrop By The Sea does not disappoint!

270 Winthrop St Unit 1, Winthrop

$650,000
4 Beds 2 Baths SOLD Status 73340416 MLS 1,836 SqFt.
Enjoy breathtaking ocean views and sunrises in this spacious 4-bedroom condo, situated along Winthrop’s stunning shoreline. Offering the best of beach living just minutes from Boston, this home is a rare gem in one of the area’s most desirable neighborhoods. Step inside to an open floor plan, where large windows frame the sparkling Atlantic, filling the space with natural light. The primary bedroom features a walk-in closet, while three additional bedrooms provide versatility and space. One of the home’s standout features is the expansive deck overlooking the water—the perfect spot to enjoy morning coffee, host gatherings, or simply unwind to the sound of the waves. The unit is located on the second and third floor. Additional conveniences include deeded off-street parking for two cars, including garage space. Recent updates include a new roof in February 2025, new driveway in 2024 and newer vinyl siding. The perfect blend of coastal serenity and city convenience

167 Winthrop Shore Dr Unit 2, Winthrop

$620,000
4 Beds 2 Baths SOLD Status 73339180 MLS 1,684 SqFt.
Welcome to an incredible opportunity to own an affordable single-family home in the desirable Winthrop by the Sea! This delightful property offers 4 bedrooms and 1.5 baths, with a spacious, open kitchen and a versatile downstairs layout that can easily be updated to your preferences. Recent updates have enhanced both the structure and functionality of the home, including improvements to the basement with a new water line and repositioned sewer line, an upgraded electrical system, new light fixtures throughout, and new siding.The home also features new plaster on the ceiling and walls in two of the bedrooms and refinished floors. Outside, you’ll enjoy 3 off-street parking spaces and a large, fenced-in yard shaded by mature trees, perfect for relaxing and outdoor activities. The oversized lot of 6100 sq f is one of the largest in the neighborhood. Located within walking distance of the high school, middle school, parks, and town center, this home offers both convenience and charm.

240 Bowdoin, Winthrop

$725,000
2 Beds 2 Baths SOLD Status 73338706 MLS 1,428 SqFt.
Sellers will review offers Monday 3/33 @ 5pm.Nestled in a prime Winthrop location, this charming home blends gorgeous original details with thoughtful modern updates. Enjoy breathtaking harbor and lake views from almost every room, plus a sundrenched enclosed porch for year-round enjoyment. Step inside to a warm and inviting living room with original wood details, fireplace, and beamed ceilings. The full dining room flows into the updated kitchen featuring quartz countertops, white cabinets, newer appliances, and a newly added pantry, with access to the deck and yard overlooking Lewis Lake. A stylish half bath, office area, and mudroom complete the first floor. Upstairs, find a spacious primary bedroom with double closets, an adorable second bedroom, and a renovated full bath. Countless updates in the past 6 years—refinished floors, new heating system, ductless A/C, updated kitchen and baths, and more! Perfect location close to Winthrop Beach, restaurants, cafés, and the bus to Boston.

206 Washington Ave, Winthrop

$750,000
3 Beds 3 Baths SOLD Status 73338466 MLS 1,500 SqFt.
Rest, Relax & Consider Yourself HOME at 9 ALBERT AVENUE. This lovely three bedroom, 2.5 bathroom single, has a little bit of everything to make this a sought after place to live. Starting w/ the quiet, tucked off of Court Road location, you'll enjoy the rear deck for summer entertaining, modern cook's kitchen w/s/s appliances, 3/4 bathroom, dining room w/ custom millwork & window seat, living room w/ a newer gas fireplace insert & french doors leading to a front sunroom/study. Up to the second floor you'll find three bedrooms w/ closets & a full bathroom. Need more space, there is a finished room in the basement w/ a 1/2 bath. The unfinished part of the basement has great storage along w/a washer & dryer. Off street parking for two cars & there are three sheds for storage located off the front brick patio area. This home is not on a huge lot BUT it has a lot to offer.

9 Albert Avenue, Winthrop

$595,000
2 Beds 2 Baths SOLD Status 73338316 MLS 1,230 SqFt.
Embrace coastal living in this spacious 2-bedroom, 2-bath condo on the 1st floor at Seal Harbor 1, offering a perfect blend of modern amenities and small-town charm. Wake up to stunning ocean views from your private patio, ideal for enjoying your morning coffee or unwinding after a long day. This open-concept unit is a canvas for your personal touch, with generous space and natural light throughout. The meticulously updated front lobby with 24-hour concierge service adds an extra layer of convenience, while underground parking ensures you never have to worry about finding a spot. The complex boasts a range of resort-style amenities, including an in-ground pool, exercise room, and tennis courts. Explore nearby cafes, restaurants, or take advantage of the MBTA for an easy commute to Boston. Immerse yourself in Winthrop’s coastal lifestyle, with beautiful beaches, a golf course, yacht clubs, and a wealth of outdoor activities right at your doorstep.

1 Seal Harbor Rd Unit 104, Winthrop

$635,000
2 Beds 1 Baths SOLD Status 73338005 MLS 968 SqFt.
Charming 2-bedroom, 1-bath home in the sought-after Cottage Park area of Winthrop! Cozy new front porch leads you into an inviting living room w/ gleaming HW floors & plenty of natural light. The dining room, featuring a custom built-in china cabinet w/ 3 drawers for add'l storage, flows seamlessly into the kitchen w/ ample cabinet space, tile flooring & a breakfast bar. Enjoy new SS smart appliances & the new glass slider w/ internal blinds that opens to your private backyard & patio area. Upstairs, both bedrooms are equipped w/ vaulted ceilings, HW floors, skylights & spacious closets. The updated full bath boasts a skylight, gorgeous tile flooring & a beautifully tiled shower & oversized newly resurfaced. Lower level provides extra storage & laundry for added convenience. Fenced-in yard perfect for outdoor relaxation. Located just minutes from Winthrop Golf Club, Winthrop Center, the ocean, this home offers the perfect combination of modern amenities, comfort & convenience!

31 River Road, Winthrop

$825,000
2 Beds 2 Baths SOLD Status 73335480 MLS 1,972 SqFt.
Coming Soon! Experience waterfront luxury living within this stunning residence offering stunning south facing views of the waterfront, marina and Boston skyline! Unit 405 is perfectly located within the building and spans 1972 square feet providing an abundance of space for comfortable living and entertaining. Offering two bedrooms and two bathrooms, features include a gas fireplace, master bath with double sink and jacuzzi tub. There are three walk-in closets offering exceptional storage space for the concerned downsizer or hobbyist!. The second bedroom can also be set up as a perfect home office with guest bed for the many visitors you will have if you live here! There are two parking spaces in the underground, heated garage. The condominium offers residents a private fitness center and conference room for work meetings or social gatherings. A private marina on-site gives the new owner an opportunity to obtain a slip for their yacht!

550 Pleasant St Unit 405, Winthrop

$705,000
3 Beds 2 Baths SOLD Status 73336131 MLS 1,679 SqFt.
Fall in love with this stunning 3-bed, 2-bath multi-level condo! The main level boasts an open-concept living space with a bright and sunny living room with water views. The modern kitchen is equipped with Quartz countertops, stainless steel appliances, a gas range, and a breakfast bar, seamlessly flowing into the dining area—ideal for entertaining. Two well-appointed bedrooms, each with ample closet space, a full bathroom, and convenient in-unit laundry complete this floor. Upstairs, retreat to the expansive primary suite, featuring a private en-suite with dual vanities, a large walk-in closet, and city/water views. Additional private storage located in the basement and 2 deeded parking spots in driveway! Beyond the beauty of this exceptional condo, you'll appreciate the prime Winthrop location. Just minutes from Donovan Beach, local restaurants, parks, and shops. Orient Heights T Station on MBTA blue line just a mile away making commuting to Boston a breeze.

4-6 Palmyra Street Unit 2, Winthrop

$845,000
5 Beds 2 Baths SOLD Status 73335748 MLS 2,910 SqFt.
Welcome to 19 Johnson Ave, one of the most coveted streets in Winthrop and in the desirable neighborhood of “Cottage Park”. This property presents an incredible opportunity and endless possibilities for customization. The home offers four levels of living, 5 bedrooms, 2 baths, completely finished lower level, marble fireplace, off-street parking, ocean views and much more! As you explore this sizable home, you'll appreciate the potential it holds. The generously sized bedrooms all have individual mini split a/c units and hardwood floors. A sunroom off the kitchen overlooks an in-ground gunite pool and fenced in backyard. The location is steps to the Cottage Park Yacht Club and minutes to Downtown Boston via the Winthrop Ferry. This delightful seaside community is home to seven beaches and only 6 miles from Boston.

19 Johnson Ave, Winthrop

$680,000
3 Beds 2 Baths SOLD Status 73332216 MLS 1,355 SqFt.
Are you looking for a Bi-level condo with unobstructed Waterfront OCEAN VIEWS into downtown Boston? Look no further, because 620 Shirley Street Unit #3 in Winthrop will be sure to check every single box you're looking for. This 2022 New Construction west facing, spacious, waterfront property boasts 2 levels of living that floods with natural light during the day with breathtaking sunsets over the city. The attention to detail throughout this unit makes it truly unique from any other build on the market. This unit comes equipped with 2 decks perfect for entertaining and summer BBQs, light wash hardwood oak flooring, accent walls throughout, Central A/C & Heating, 3 skylights on the upper level that flood the space with natural light, Washer + Dryer in unit, 3 spacious bedrooms with plenty of storage, storage space in the basement, Deeded Off-Street Parking, White quartz kitchen and 2 full bathrooms with matte gold finishes. This property won't last, be sure to make it to the open house!

620 Shirley Unit 3, Winthrop

$522,500
1 Beds 1 Baths SOLD Status 73330959 MLS 890 SqFt.
Discover your new home in the luxurious Seal Harbor III high-rise.This newly updated 1-bedroom, 1-bathroom condo offers a modern and inviting space with stunning views of the pool and the Atlantic Ocean. Step into a sleek, stylish interior featuring recessed lighting, brand-new flooring, and all-new appliances. With upgraded storm windows and a new HVAC system, comfort and efficiency are a priority. Seal Harbor III is renowned for its incredible amenities and meticulously maintained grounds. Enjoy peace of mind with 24-hour concierge service, stay active with access to both indoor and outdoor pools, a well-equipped gym, tennis court and a beautiful clubroom for entertaining. Underground garage parking keeps you out of the elements year-round.Experience luxury living by the ocean in the 02152 zip code—schedule your showing today and make this gorgeous condo your own.

3 Seal Harbor Rd Unit 234, Winthrop

$675,000
3 Beds 2 Baths SOLD Status 73330699 MLS 1,415 SqFt.
Wake up to the soothing sounds of the ocean in this stunning 3-bedroom, 2-bathroom condo, just steps from Winthrop Beach! If you've wanted to stop renting & live by the water, this fully renovated 2022 home is the perfect fit. Bathed in natural sunlight, the thoughtfully designed layout offers a spacious primary suite, two generously sized additional bedrooms, and sleek contemporary finishes throughout. The kitchen features black appliances & gold finishes on black cabinets & the open-concept living area flows seamlessly onto your private deck, perfect for morning coffee or evening drinks. The unit also has plenty of off street parking and enough room for guests during beach days. Nestled in a quiet seaside neighborhood of Winthrop, yet just minutes from Boston, Logan airport, and the Blue line, this home is ideal for commuters and beach lovers alike. Don't miss the chance to make this coastal retreat yours.

19 Neptune Ave Unit 2, Winthrop

$490,000
3 Beds 1 Baths SOLD Status 73330342 MLS 1,270 SqFt.
Back on market due to buyer financing. Charming light filled 3 bedroom condo steps to Winthrop Beach offers coastal living at its finest. Well thought-out layout maximizes comfort and functionality. The open living/dining rooms are bright and inviting with ample space for relaxing or entertaining. Each of the 3 bedrooms are generously sized perfect for family, guests or a home office. Large windows in every room fill the space with natural light. A large kitchen with quartzite counters and stainless appliances, convenient in-unit laundry tucked in a spacious nook and full bath make for perfect convenience. Also private front and back balconies as well as one off street parking spot! This condos unbeatable location puts you a short walk from beaches, schools and dining! Winthrop's convenience to Boston is a commuters dream! First time home buyers, downsizers or those looking for the perfect beachside retreat, this checks all the boxes!

111 Locust St Unit 2, Winthrop

$765,000
3 Beds 3 Baths SOLD Status 73329865 MLS 2,112 SqFt.
Discover this vintage 1970s-style gem just a block from the ocean, perfectly situated in one of Winthrop's most sought-after neighborhoods. This inviting single-family home features three spacious bedrooms and two and a half baths, ideal for comfortable living. Step inside to find a blend of retro charm and modern convenience. The spacious mezzanine living room has soaring ceilings and is open to the home’s second level. The large, bright kitchen is perfect for family gatherings and connects to a comfortable dining area and a stylish sun porch. Enjoy the serenity of a lovely yard, perfect for outdoor entertaining or quiet afternoons.With nearby beaches, parks, and local shops, this home offers the best of coastal living. Don't miss your chance to own a piece of Winthrop's charm in a prime location. Schedule a showing today!

75 Sewall Ave, Winthrop

$650,000
3 Beds 2 Baths SOLD Status 73328896 MLS 1,363 SqFt.
Welcome to this beautifully updated single-family home in Winthrop’s desirable Point Shirley neighborhood. This coastal gem offers 3 spacious bedrooms and 2 full baths, one of which is handicap accessible for added convenience. Recent renovations include a brand-new kitchen with modern cabinets and updated appliances, perfect for culinary enthusiasts. The finished basement provides additional living space, ideal for a home office, playroom, or home gym. Outside, enjoy a large, open yard that’s ready for your landscaping dreams or outdoor gatherings. With two off-street parking spots in the driveway and a location just minutes from the beach, this home combines comfort, accessibility, and the joys of seaside living.

62 Otis St, Winthrop

$895,000
4 Beds 3 Baths SOLD Status 73328146 MLS 3,331 SqFt.
Beautiful Two Family Overlooking The Harbors, Sunsets And The Glamourous And Colorful City Lights Of Boston. This Spectacular Home Does Not Come Up Like This Very Often. Unit #1 Has 4 Good Size Rooms With A Large Bathroom And Private Laundry Space. Unit #2 Has Two Levels Of Living Space With Two Bedrooms And Its Own Laundry Area. Both Units Have Shining Hardwood Floors And Big Windows Throughout, Private Decks That Have Water, Sunsets And City Views, From Just About All 4 Sides Of The House. Lots Of Outdoor Space To Sit And Enjoy The Boats Sailing By You. Two Car Garage For Parking Or Storage. This Is A Great Property For An Investor Or Owner Occupant. Great Places To Swim Or Walk Into The Open Sunrise Or Sunsets. Amazing Location. It's A 20 Min Ride Into Boston With Winthrop's Commuter Boat, That's Literally Right Outside Your Door! It Is A Very Nice And Friendly Neighborhood, And A Boating Yacht Club And Golf Course For Your Entertainment.

63 Terrace Ave, Winthrop

$825,000
3 Beds 2 Baths SOLD Status 73327594 MLS 1,890 SqFt.
Welcome to 187 Winthrop Shore Drive, where the views don’t quit, no matter where you are—even from the kitchen. This 3-bed, 1.5-bath beachfront condo combines classic charm with modern updates. You’ll love the stunning woodwork throughout, adding so much character to the place. Original light fixtures and medallions have been revitalized to keep the charm alive, while the remodeled slate kitchen with black stainless KitchenAid appliances gives it a sleek, updated vibe. The bedrooms are a great size, the layout is smart with no wasted space, and there’s even a bonus office or play area for whatever you need. Laundry’s in the unit, so no extra trips, and those killer ocean views are everywhere you look. You also get extra basement storage and tandem parking for two cars. 2 Zones of hot water radiators in unit from newer Burnham tankless gas unit, 2023 hot water tank, and 4 mini-splits run the back up heat and A/C in the summer. If you are looking to live on the Ocean, this is the spot!

187 Winthrop Shore Dr Unit 2, Winthrop

$724,900
2 Beds 2 Baths SOLD Status 73324555 MLS 1,417 SqFt.
DON'T MISS OUT ON THIS AMAZING OPPORTUNITY IN WINTHROP'S SEAL HARBOR CONDOMINIUMS....... A SPACIOUS CORNER UNIT WITH A GREAT LAYOUT! This two bedroom two bath unit offers an open floor plan with a huge living room/dining room combo overlooking the ocean! A beautiful eat in kitchen with plenty of cabinets and lots of counter space, stainless steel appliances, recessed lighting and a dining area with an ocean view. The main bedroom suite has a full bath and more of those incredible ocean views! Stackable laundry in the unit, underground deeded parking, function room, storage, inground pool and patio area and extra outdoor parking. This is a must see, luxury living just minutes to Boston at a fraction of the cost of living in the city. LIVE AS IF YOU ARE ON VACATION!

1 Seal Harbor Road Unit 316, Winthrop

$960,000
5 Beds 2 Baths SOLD Status 73324552 MLS 3,749 SqFt.
Spectacular 2-Family Home Near the Ocean!Located in a fantastic neighborhood close to the ocean, this freshly updated 2-family home offers both charm and modern convenience. Recent updates include fresh paint, new windows, renovated kitchens, updated bathrooms, new floors, and appliances, plus a newer roof.The upper unit spans two floors, featuring a spacious living room, dining area, three bedrooms, and an additional bonus room. The lower unit is fully updated with two bedrooms and one bath, providing a cozy yet modern living space.Enjoy the big, fenced yard, perfect for entertaining. A new heating system and oil tank are being installed, and most bedrooms now feature new split systems for air conditioning and additional heating.Live in beautiful Winthrop, where proximity to Boston meets the serenity of oceanside living. This home is ideal for both investment or multi-generational living!

19 Oceanview Way, Winthrop

$734,000
3 Beds 1 Baths SOLD Status 73324510 MLS 2,105 SqFt.
Breathtaking Ocean Views! This exquisite second-floor condo offers sweeping water views and a sandy beach just steps from your door. Boasting over 2,000 square feet of luxurious single-level living, this 3 bedroom, 1 bathroom home is perfect for entertaining. The grand foyer welcomes you into the home, opening to the renovated Italian designer kitchen. A chef's dream, the kitchen features top-of-the-line appliances including two dishwashers, two sinks, a wine fridge, gas cooktop, and stunning marble countertops. The open floor plan creates a seamless flow for effortless gatherings. Enjoy morning coffee and evening sunsets in the enclosed sun room. Thoughtful details and character throughout, enhance the space. Additional highlights include 1 garage parking space and 1 tandem space, gas heat, basement storage, private washer/dryer and wood floors throughout. This is a must-see opportunity for those seeking a coastal lifestyle with convenient access to downtown Boston!

144 Winthrop Shore Dr Unit 2, Winthrop

$510,600
2 Beds 2 Baths SOLD Status 73323707 MLS 1,224 SqFt.
Experience the charm of this hilltop harbor view 2-bedroom, 1.5-bathroom single-family home with a contemporary touch. The open and airy great room is designed to uplift your spirits, featuring a cathedral ceiling adorned with wood beams, gleaming hardwood floors, and breathtaking ocean and harbor views. Step out onto the private deck directly off the great room for relaxation and uninterrupted views. The kitchen boasts recent updates, including glass-front maple cabinets, stone countertops, and a full suite of appliances. Both the full bath and the house's electrical panel are brand new, and the gas hot water heating system is only about three years old. Enjoy seaside living at Winthrop's Point Shirley without the need for flood insurance.

96 Undine Avenue, Winthrop

$392,000
2 Beds 1 Baths SOLD Status 73322508 MLS 989 SqFt.
This top-floor 2-bedroom, 1-bath unit offers an open living/dining area with sliders to a private balcony. The updated kitchen features granite countertops, and the spacious bedrooms are complemented by large full bath. Crown molding and custom-built shelving add charm to the living space. Situated in one of Governors Park’s desirable front buildings, this home comes with great amenities: in-building laundry, parking for two cars plus visitors, an in-ground pool, a gym, and a clubhouse. The condo fee includes heat and hot water for added convenience. Perfectly located near restaurants, parks, beaches, and public transportation, this professionally managed complex is just minutes from Boston and Logan Airport, making it ideal for commuters and city lovers alike.

700 Governors Unit 38, Winthrop

$550,000
1 Beds 2 Baths SOLD Status 73321924 MLS 1,106 SqFt.
Just Listed! Top-floor, private corner unit at the highly sought-after Seal Harbor 3. Enjoy stunning waterfront views from your spacious balcony, complemented by a rare adjacent deck—perfect for outdoor relaxation or entertaining. This 1+ bedroom unit features a versatile den or office, offering flexible living space. Don't miss out on this exceptional opportunity! Seal Harbor is a lifestyle which offers 24/7 concierge, outdoor heated pool, indoor rooftop lap pool, sundeck with Boston skyline views, fitness facility, sauna, tennis courts, billiard room, function rooms, additional storage and so much more. Winthrop By the Sea offers a wonderful sense of community, boating, swimming, fishing, nice local restaurants, golf course, seasonal ferry... Come SEA for yourself, you will not be disappointed. Seller welcomes offers with requests for buyer concessions.

3 Seal Harbor Unit 846, Winthrop

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