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22 Pauline St. Unit 3, Winthrop
$399,900
1 Beds ⋅ 1 Baths ⋅ 73568569 MLS ⋅ ['Pauline Place'] BLDG.
Visit our open house on Sunday, Nov 1 from 11:30 AM to 1:00 P.M at 22 Pauline St. Winthrop and enter to win a FREE RAFFLE for gift cards to one of 4 local Winthrop Restaurants. There will be four winners with each winner receiving one gift card.Disappointed about high mortgage rates? No need to be disappointed! Pauline Place is offering 4.125% mortgage rates that will save buyers thousands of dollars in mortgage payments. Call for details.WINTHROP BY THE SEA IS CALLING! Welcome to Pauline Place at Winthrop Center, a brand-new boutique community perfectly positioned right on the bus line for a quick connection to the T and into Boston. Imagine being the very first person to live in one of these high-end, one-bedroom condos. With five distinct units to choose from, you’ll find gorgeous, color-coordinated kitchens and baths that truly wow. The kitchens are a chef’s dream, featuring sleek LG stainless steel appliances, crisp quartz countertops, stylish shaker cabinets with modern black hardware, and luxury vinyl flooring that ties the whole aesthetic together. The upscale baths, finished with striking tile and glass, feel like a private spa retreat.Every room feels bright and airy thanks to Pella windows that invite the sunlight to pour in. You’ll stay perfectly comfortable year-round with high-efficiency Mitsubishi heating and cooling, and the convenience of in-unit laundry and off-street parking makes daily life a breeze.Step outside and you’re just moments away from local restaurants and shopping. Living here means embracing the best of Winthrop—beaches, boating, marinas, yacht clubs, a golf course, and miles of scenic seaside paths for biking and exploring. ITS A STUNNING PALCE TO CALL HOME AND BEST OF ALL YOU CAN OWN THIS LIFESTYLE FOR LESS THAN THE COST OF RENTING!

22 Pauline St. Unit 3, Winthrop

Listing courtesy of Listing Agent: Highland Group from Listing Office: Compass.
189 Shirley St Unit 1, Winthrop
$723,999
3 Beds ⋅ 3 Baths ⋅ 73566786 MLS
**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

Listing courtesy of Listing Agent: Living Coastal Group-Greater Boston & Northshore from Listing Office: Real Broker MA, LLC.
1 Seal Harbor Rd Unit 413, Winthrop
$529,999
2 Beds ⋅ 2 Baths ⋅ 73564816 MLS ⋅ ['Seal Harbor'] BLDG.
Welcome to coastal living at its finest at the highly desirable Seal Harbor One. Perched on the fourth floor, this spacious and thoughtfully designed 2-bedroom, 2-bath residence offers an ideal layout with private bedroom suites, each featuring its own full bathroom and generous walk-in closet. Set on a stunning peninsula surrounded by the Atlantic Ocean, Seal Harbor offers a truly unique lifestyle where beautiful grounds, ocean breezes, and even visiting seals create a peaceful everyday retreat. Enjoy resort-style amenities including an outdoor pool complete with kitchen and bbqs, on-site concierge, basement gym & exercise room with sauna, a lobby card room, a Penthouse Clubroom and meeting space complete with kitchen, extra cage storage, jogging trails, gazebo, beach, extra surface parking for guests, and the convenience of underground garage parking so you can stay protected from the elements year-round. Your monthly fee includes water, sewer, master insurance, maintenance of exterior, road, and landscaping; snow removal, refuse removal, and a professional management company. Cose to shops, restaurants, public transportation, Winthrop beach, Deer Island walking and bike paths. Take MBTA transit from Orient Heights or drive to Logan Airport and downtown Boston. This is a rare combination of ocean views, garage parking, and full-service amenities. Whether you are relaxing at home or enjoying the breathtaking waterfront surroundings, this is seaside condominium living at its best.

1 Seal Harbor Rd Unit 413, Winthrop

Listing courtesy of Listing Agent: Living Coastal Group-Greater Boston & Northshore from Listing Office: Real Broker MA, LLC.
175 Shirley Street Unit 5, Winthrop
$335,000
2 Beds ⋅ 1 Baths ⋅ 73563869 MLS ⋅ ['Shirley Place Condominium'] BLDG.
If you are a beach person or enjoy a short commute to the city you've come to the right place. Take this opportunity to live in the perfect location at a price that is ideal. Your two bedroom one bath is the perfect size at just under 700 square feet with an additional 300 square feet in the attic that is deeded exclusively to you to use as you like. Enjoy fresh air on your roof deck or a view of the ocean down Neptune Ave. Hardwood floors, stainless appliances, recessed lights, newer kitchen and bath are just the beginning. Close to shopping, restaurants, library, book / coffee shops, golf, tennis, beach, conservation areas. Nearby bus to blue line / Orient Heights provides convenient access to Logan International Airport and surrounding communities, with Boston's downtown in 30 minutes.

175 Shirley Street Unit 5, Winthrop

Listing courtesy of Listing Agent: Living Coastal Group-Greater Boston & Northshore from Listing Office: Real Broker MA, LLC.
21 Hutchinson St Unit 2, Winthrop
$629,000
2 Beds ⋅ 3 Baths ⋅ 73563678 MLS ⋅ ['Hutchinson Street Condominiums'] BLDG.
Completely renovated to the core with quality craftsmanship throughout, this exceptional property blends modern sophistication with the relaxed coastal lifestyle that makes Winthrop so special. This beautifully finished two-level unit offers a bright, open layout designed for comfortable everyday living and easy entertaining. The main level features a gorgeous white kitchen with modern appliances, quartz countertops and backsplash, and crisp, timeless finishes that flows seamlessly into the living area. Also on this level, a generously sized bedroom offers a private ensuite bathroom with double vanity and bathtub, along with a spacious walk-in closet. A convenient guest half bath, high ceilings, hardwood flooring, and in-unit laundry add to the ease and functionality of the home. Upstairs, the impressive primary suite offers a generous retreat with an oversized private bathroom featuring a double vanity, beautifully tiled shower, and spacious walk-in closet. Outside, dedicated garage parking and an electric vehicle charging station make coming and going effortless. Located within walking distance of some of Winthrop’s favorite neighborhood spots for coffee, lunch, and dinner, this home also offers easy access to transportation and major routes into Boston and beyond. When it’s time to unwind, Winthrop Beach is just moments away, offering the perfect setting for a peaceful shoreline walk, a relaxing beach day, or simply enjoying the calming ocean breeze. Winthrop isn’t just a place to live—it’s a lifestyle. This is a rare opportunity to own a completely move-in-ready property that combines modern luxury, thoughtful design, and the relaxed coastal lifestyle so many dream of.

21 Hutchinson St Unit 2, Winthrop

Listing courtesy of Listing Agent: Atiyeh Cassidy from Listing Office: Blue Sky Realty.
12 Sewall Ave Unit 2B, Winthrop
$549,000
2 Beds ⋅ 2 Baths ⋅ 73563560 MLS ⋅ ['12 Sewall Ave Condominium'] BLDG.
Imagine coming home to the relaxed rhythm of coastal living, where the water is just moments away and the best of Winthrop is right outside your door. This beautifully renovated 2-bedroom, 2-bath condominium has been thoughtfully transformed into a stylish and welcoming retreat, offering partial water views and a fresh, move-in-ready interior. Enter to warm hardwood floors that flow throughout the home and a bright, inviting layout designed for both everyday living and entertaining. At the heart of the home, the updated kitchen pairs timeless style with modern convenience, featuring quartz countertops, custom cabinetry, and stainless steel appliances. Whether you’re enjoying a quiet morning, preparing dinner, or gathering with friends, the space feels both polished and comfortable. Two beautifully renovated bathrooms continue the home’s clean, contemporary aesthetic, while the two bedrooms offer flexibility for overnight guests, a home office, or additional living space. Private basement storage with direct access provides plenty of room for beach gear, bikes, and seasonal items, and a deeded parking space adds everyday ease. Beyond the front door, enjoy the charm and character that make Winthrop such a special place to live- from waterfront walks and days at the beach to neighborhood restaurants, local shops, and easy access to Boston. Beautifully updated and perfectly positioned to enjoy life by the coast, this is a home where you can settle in, slow down, and make the most of every season.

12 Sewall Ave Unit 2B, Winthrop

Listing courtesy of Listing Agent: Leighann Eruzione from Listing Office: Bowdoin Real Estate Partners.
1 Seal Harbor Rd. Unit 615, Winthrop
$549,999
2 Beds ⋅ 2 Baths ⋅ 73561782 MLS ⋅ ['Seal Harbor'] BLDG.
PRICE IMPROVED + $5,000 SELLER CONCESSION! Now offered at $549,999 this waterfront condo at One Seal Harbor comes with $5,000 back to the buyer, to use however works best for you. Put it toward closing costs, buy down your interest rate to lower your monthly payment, take it as a $5,000 credit to repaint in your own colors, or use any combination of the three.Enjoy direct ocean views from this sixth-floor, 2-bedroom, 2-bath home with 1,203 square feet of single-level living. The open living and dining layout flows out to a private balcony overlooking the water. It's the perfect spot for morning coffee or watching the sunset. Brand-new hardwood floors run throughout, and you also get in-unit laundry and central heat and air.The unit comes with one garage parking space plus on-site storage. One Seal Harbor offers a resort-style lifestyle with a concierge, pool, tennis courts, fitness center, sauna and steam room, clubroom, and beach access. The condo fee of $879/month covers water, sewer, building insurance, landscaping, snow removal, and professional management.You're just minutes from Winthrop Beach and the Deer Island walking trails, with a quick drive to Logan Airport and downtown Boston. At the new price, with $5,000 in buyer flexibility, this is one of the best values on the Winthrop waterfront. Schedule your private showing today!Seller concession subject to lender approval and guidelines. Select photos have been digitally enhanced or virtually staged for illustrative purposes. Buyer to verify square footage and all information.Select photos have been digitally enhanced or virtually staged for illustrative purposes.

1 Seal Harbor Rd. Unit 615, Winthrop

Listing courtesy of Listing Agent: Kevin Chiles from Listing Office: Charlesgate Realty Group LLC.
3 Seal Harbor Rd Unit PH33, Winthrop
$1,230,000
3 Beds ⋅ 3 Baths ⋅ 73560746 MLS ⋅ ['Seal Harbor Condominiums'] BLDG.
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

Listing courtesy of Listing Agent: Cathie Curran from Listing Office: Charlesgate Realty Group, llc.
546 Shirley St, Winthrop
$765,000
4 Beds ⋅ 3 Baths ⋅ 73560385 MLS
This is your opportunity to own in beautiful Winthrop by the Sea at an incredible value! This spacious 4+ bedroom, 2.5-bath home offers the perfect blend of character, updates, and an unbeatable location. Relax on warm summer evenings from the inviting wraparound porch, or take a short stroll just one block to Winthrop Beach for sunrise walks and ocean breezes. Inside, you'll find oversized rooms, high ceilings, original hardwood floors, a renovated kitchen, spacious mudroom, and flexible living space, including two bonus rooms on the third floor and a partially finished basement with a bar, built-in shelving, and full bath. Major updates include the electrical system, gas furnace, water heater, most windows, allowing you to move in with confidence. A detached garage with electricity adds even more convenience. Just two blocks from a playground and basketball courts, walking distance to Winthrop's popular restaurants, coffee shops, breakfast spots, the Winthrop Yacht Club, and the seasonal Winthrop Ferry to Boston, this home offers the low-maintenance affordable coastal lifestyle you've been searching for. This is your chance to own a large single family in one of the most desirable seaside communities!

546 Shirley St, Winthrop

Listing courtesy of Listing Agent: Christine D'Ambrosio from Listing Office: Bowdoin Real Estate Partners.
229 Washington Ave Unit 3A, Winthrop
$219,999
1 Beds ⋅ 1 Baths ⋅ 73560224 MLS
Enjoy coastal living in this charming waterfront condominium in Winthrop, offering the perfect balance of convenience and seaside lifestyle. Located just minutes from Boston Logan Airport and with easy access to public transportation including nearby bus routes, the Orient Heights MBTA station, and the East Boston ferry, this home is ideal for commuters seeking quick access to Boston while enjoying a quieter coastal setting.

229 Washington Ave Unit 3A, Winthrop

Listing courtesy of Listing Agent: Marcia De Paula from Listing Office: REMAX Executive Realty.
200 Main St Unit 1, Winthrop
$975,000
3 Beds ⋅ 3 Baths ⋅ 73557515 MLS
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

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
16 Billows Street Unit B, Winthrop
$499,000
2 Beds ⋅ 1 Baths ⋅ 73557185 MLS ⋅ ['Finlayson House On The Point Condominium'] BLDG.
This renovated 2-bedroom, 1-bath condo sits in the heart of Winthrop's Point Shirley, offering single-floor living with vaulted ceilings and skylights that give the space a brightness and openness rarely found at this price point. Natural light pours through every room throughout the day, flowing over hardwood floors that run wall to wall and tie the entire living space together seamlessly. Two private entrances add a level of independence and privacy that sets this home apart from typical condo living. The updated kitchen is well-equipped with gas cooking and stainless steel appliances, and the layout makes everyday living feel easy. In-unit washer/dryer and two off-street parking spots check the boxes that matter most to buyers in this market. Bonus: Private outdoor space add a layer or privacy most condos don't offer. Enjoy the best of coastal living, where the beach is just steps away & commuting to Boston is easy with quick access to the ferry, T stations, Rt. 1A, Logan Airport.

16 Billows Street Unit B, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
1 Seal Harbor Rd Unit 812, Winthrop
$485,000
1 Beds ⋅ 1 Baths ⋅ 73556652 MLS
Waterfront Living at Its Best! Enjoy breathtaking ocean views from this spacious 8th floor condominium offering 974 sq ft of comfortable living space. Relax on your private balcony overlooking the water, or good size bedroom including a large walk-in closet and a separate tub/shower room. This full service building offers outstanding amenities, including concierge service, an oceanside heated pool with BBQ areas, tennis courts, an exercise room, and a scenic walking path along the shoreline. One garage parking space is included. Ideally located walking distance to restaurants. Minutes to Boston and Logan. This is coastal living with unmatched convenience. A wonderful place to enjoy waterfront living. .

1 Seal Harbor Rd Unit 812, Winthrop

Listing courtesy of Listing Agent: Peggie Gilbert from Listing Office: Coldwell Banker Peggy Carter Team.
189 Shirley Unit 2, Winthrop
$600,000
3 Beds ⋅ 3 Baths ⋅ 73556640 MLS
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

Listing courtesy of Listing Agent: Doyle & Waldron Team from Listing Office: Coldwell Banker Realty - Easton.
3 Seal Harbor Unit 336, Winthrop
$789,900
2 Beds ⋅ 2 Baths ⋅ 73554136 MLS ⋅ ['Seal Harbor Three Condominium'] BLDG.
A rare offering at the prestigious Seal Harbor III, this exceptional corner residence captures breathtaking panoramic water views from an expansive, light filled interior and a private balcony - perfect for enjoying morning coffee, evening sunsets, or simply taking in the every changing waterfront scenery. Completely reimagined with a full gut reno in 2010, the home showcases timeless design, an open concept floor plan, and impeccable craftsmanship throughout. Thoughtfully curated with luxurious finishes and custom details, the residence is designed for both elegant entertaining and effortless everyday living. The spa-inspired primary bath features a steam shower, while the versatile second bedroom-equally suited as a den or private office-is enhanced by a striking custom leather accent wall. Seal Harbor III offers an unmatched lifestyle with exceptional amenities, including 24 hour concierge, deeded garage parking 2 spots tandem(D41T), outdoor/guest parking, heated indoor pool/hot tub, outdoor pool, storage closet, clubhouse, tennis courts and so much more.

3 Seal Harbor Unit 336, Winthrop

Listing courtesy of Listing Agent: Cathie Curran from Listing Office: Charlesgate Realty Group, llc.
174 Bartlett Road, Winthrop
$2,100,000
5 Beds ⋅ 6 Baths ⋅ 73550891 MLS
One of the most coveted locations in Winthrop, 174 Bartlett Rd is your dream costal retreat where luxury meets seaside living. Completely gut renovated, this exceptional home offers over 6,000 sq ft of beautifully designed living space across four expansive levels. The heart of the home is the stunning chefs kitchen with seamless oversized Brazilian Quartzite island surrounded by premium Sub-Zero, Wolf & Miele appliances, & a fully appointed entertaining bar. Anchored by a striking Valor fireplace, the two thoughtfully designed seating areas & expansive dining room create space for intimate or larger-scale entertaining. The Primary suite is a water view retreat with steam shower & BainUltra therapeutic soaking tub, dual walk-in closets, & private laundry. Welcome guests in the lower level suite, enjoy resort style yard with Gunite in-ground pool, basketball court & grilling island, or end days on the roof top deck with incredible views. This thoughtfully crafted home is unforgettable!

174 Bartlett Road, Winthrop

Listing courtesy of Listing Agent: Atiyeh Cassidy from Listing Office: Blue Sky Realty.
120 Hermon St, Winthrop
$740,000
6 Beds ⋅ 2 Baths ⋅ 73545756 MLS
Capitalize on the tremendous potential of this centrally located multi with a rare 10,000sqft lot located one block from Ingleside Park. The untouched backyard is ready for your ideas - transform it into additional garage parking, an outdoor oasis, or more. Complete with off-street parking for 2-3 cars and additional easy parking on this quiet side street. The first floor unit offers a large deck, two bedrooms, one full bath. The second floor bi-level unit has two beds downstairs with 2 beds upstairs, one full bath, and an extra rear sunroom. The building is equipped with separate electric and gas meters for each unit. Located just a few blocks away from Winthrop Center, Ingleside Park, and only one mile to the MBTA Blue Line direct to Logan airport and Boston.

120 Hermon St, Winthrop

Listing courtesy of Listing Agent: Steve Binder from Listing Office: Binder Residential.
496 Winthrop St, Winthrop
$635,000
3 Beds ⋅ 2 Baths ⋅ 73536296 MLS
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

Listing courtesy of Listing Agent: Angela Dello Russo from Listing Office: United Brokers.
1 Seal Harbor Rd Unit 815, Winthrop
$599,000
2 Beds ⋅ 2 Baths ⋅ 73535066 MLS ⋅ ['Seal Harbor'] BLDG.
Seal Harbor I Gorgeous ocean views from this sunny corner 8th-floor unit. Spacious living room with slider to a private balcony-This home features two comfortable bedrooms with large closets and beautiful views, a well-appointed kitchen with ample cabinetry and updated appliances, plus a newer washer/dryer. Enjoy resort-style amenities including an in-ground heated pool, fitness area, and a private walking path along the ocean. Winthrop offers miles of beaches, the Deer Island walking path, yacht clubs, golf, great restaurants, and easy access to Boston and Logan Airport. Includes underground parking space D11. If you love coastal living, you will love it here.......Minutes to Logan and Boston.

1 Seal Harbor Rd Unit 815, Winthrop

Listing courtesy of Listing Agent: Peggie Gilbert from Listing Office: Coldwell Banker Peggy Carter Team.
32 Irwin St, Winthrop
$1,049,900
6 Beds ⋅ 4 Baths ⋅ 73534385 MLS
Multi-family in Winthrop, MA with four apartments and an ocean view, within 1/10 mile of the beach. The mix is a 3-bedroom, 2-bedroom, 1-bedroom and studio, each with 1 full bath, totaling 2,949 sq ft. The third-floor 1-bedroom is leased at $1,500 per month and conveys. The first-floor 3-bedroom and second-floor 2-bedroom are delivered vacant at closing. The second-floor studio with sunroom is listed for rent at $1,700. Rents total $9,300 per month; three of four are projected. All rents include water; the studio and 1-bedroom also include heat, electricity and gas. Heat is gas hot water baseboard on 3 systems, with window AC and town water and sewer. The 1900 building has vinyl siding, an asphalt roof, LVP and hardwood floors, and an unfinished basement with exterior access. The 4,075 sq ft lot has 3 off-street parking spaces. The building department classifies it as 3 units and the assessor as 4; it is used as 4 units. Winthrop Golf Club, Shirley Street and Logan Airport are nearby.

32 Irwin St, Winthrop

Listing courtesy of Listing Agent: Michael Giannone from Listing Office: The Aland Realty Group LLC.
63-69 Putnam St, Winthrop
$2,250,000
16 Beds ⋅ 14 Baths ⋅ 73531829 MLS
DEVELOPMENT OPPORTUNITY WITH EXISTING MIXED USE PROPERTY GENERATING $71K NET ANNUAL INCOME.++A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building with podium parking beneath — all on one site steps from the harbor and in the middle of a quaint yet thriving downtown Winthrop. 5-10 min commute to Boston Logan Airport, quick access to the MBTA Blue Line and ferry access to downtown Boston. All dimensions, square footage, parking spaces and building plans are estimated and should be considered for marketing purposes only. Buyers to do all due diligence as this is a development opportunity.

63-69 Putnam St, Winthrop

Listing courtesy of Listing Agent: The Bill Butler Group from Listing Office: Leading Edge Real Estate.
11-13 Pauline St, Winthrop
$495,000
73530360 MLS
Priced to Sell! This is your opportunity to purchase a versatile 2 unit commercial building located in Metcalf Sq in the Central Business District. The CB district allows for many possibilities such as mixed use & retail/office, etc.. and is a blank canvas for any investor, business owner or developer to transform/redesign this property to suit their needs with loads of potential to increase revenue. Current use is Office space, featuring a 1st floor unit w/great exposure, full windows, open layout suitable for office or possible retail. The 2nd fl unit has character & is bright and sunny w/2 large open areas, vaulted ceilings, (2) private offices, loft area, kitchenette and a private enclosed porch. The front entry is warm & inviting with 2 common restrooms, a nice size yard and a full walkout basement. Winthrop is a wonderful place to open/relocate a business or to invest in. there is meter-less street parking & municipal lots nearby. Current Rents are below market value. U#1-owner occupied, U#2-TAW.

11-13 Pauline St, Winthrop

Listing courtesy of Listing Agent: Lisa Leonard from Listing Office: Century 21 Mario Real Estate.
66 Sunnyside Ave, Winthrop
$999,888
5 Beds ⋅ 2 Baths ⋅ 73529063 MLS
NEWLY PRICED! PRICED TO SELL! Rare waterfront two-family in Winthrop's sought-after Cottage Park neighborhood, offering stunning views of the Bay, Harbor, marsh, and ocean, a lifestyle feature you simply can't replicate at this price point. Built in 1920, this classic 2,635 sq ft two-story home sits on a 5,227 sq ft lot just steps from the beach. A perfect opportunity for first-time buyers or savvy investors. Unit 1 rents for $3,100/mo and Unit 2 for $4,000/mo, generating $85,200 in gross annual income with a net of $76,900. Five bedrooms, two full baths, and a versatile layout ideal for extended families. The property features an enclosed porch, deck, fenced yard, professional landscaping, and individually metered electric. Minutes from downtown Boston via Rt. 1A. Don't miss this opportunity; schedule your private showing today!

66 Sunnyside Ave, Winthrop

Listing courtesy of Listing Agent: Mirna Monterrosa Orellana from Listing Office: COM-PRO Real Estate Services, Inc.
27 Billows St, Winthrop
$840,000
3 Beds ⋅ 3 Baths ⋅ 73526371 MLS
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

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
876 Shirley Street Unit 1, Winthrop
$795,999
4 Beds ⋅ 2 Baths ⋅ 73517107 MLS ⋅ ['Seabreeze Condominium'] BLDG.
Direct Ocean Front Living. Feel like you're on vacation every day! This spacious 2 level,7 room, 4 bed, 2 bath condo is located Directly on Yirrell Beach. The sand in your own back yard. Ocean breeze and sounds of the waves crashing onto the shore, are sure to relax you after a long day.Every day the the view is different. Featuring beautiful cherry hard wood floors, Family room, Formal dining room, ( Living room-could be master bedroom) the beautiful kitchen has cherry cabinets granite countertops, stainless appliances sliders to the large deck facing the sandy yard and Beach. This is one of a kind and Direct Ocean front living. All the rooms are large with plenty of character. Walk in closets and Laundry room make this for easy living. Bus line to the Blue line and Water shuttle into Boston is just a couple minutes away at the landing next to Winthrop yacht club. Marinas, shops and restaurants add to this great community. Don't miss out on this Opportunity to live Directly on a beach

876 Shirley Street Unit 1, Winthrop

Listing courtesy of Listing Agent: James Iannuzzi from Listing Office: Amo Realty - Boston City Properties.
43 Loring Rd, Winthrop
$919,900
3 Beds ⋅ 2 Baths ⋅ 73513222 MLS
Single Home, Great Location Great Shape Ready to Move In.

43 Loring Rd, Winthrop

Listing courtesy of Listing Agent: Jason Saphire from Listing Office: www.HomeZu.com.
51 Undine Ave, Winthrop
$659,799
3 Beds ⋅ 1 Baths ⋅ 73509184 MLS
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

Listing courtesy of Listing Agent: The Caceda Team from Listing Office: Coldwell Banker Realty - Lynnfield.
5 Oceanview St, Winthrop
$690,000
3 Beds ⋅ 3 Baths ⋅ 73503432 MLS
***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

Listing courtesy of Listing Agent: Nezihe Hewson from Listing Office: Mariano Smith & Co..
59 Putnam St, Winthrop
$345,000
2 Baths ⋅ 73500196 MLS
Sports Bar for Sale - located in Winthrop. All Licenses are up to date and fully transferable- Liquor license included. Fully equipped kitchen- 8 burner stove, pizza oven, flat grill, ice maker, double door freezers x2, double door fridges, new 3 mini split ACs, new inter counter dishwasher, new beer cooler26 outdoor seating, 75 indoor seating, 9 TVs, 2 bathrooms with handicap access. Ample parking in the lot - about 15 parking spots. Used as a Sports Bar and Function hall. Owner currently has 2 other businesses and looking to sell this one to focus on the others. Great investment opportunity with everything included. 9 year lease remaining (4 + 5 option) Rent- $5,200 (Gross Lease) ex utilities. Feel free to reach out for more info or if you’d like to view the establishment let me know to schedule a showing.

59 Putnam St, Winthrop

Listing courtesy of Listing Agent: Meriam Mehaya from Listing Office: Keller Williams Elite.
250 Washington Ave, Winthrop
$999,900
2 Baths ⋅ 73493587 MLS
2 BAY MECHANIC SHOP. Corner lot commercial building in a great location. Property features a two-bay garage with 2 lifts 15-foot ceilings, approximately 1,152 sq. ft. of interior space, office, and 2 half baths. FHA heating system with new motor and pump installed about 6 months ago. 200-amp circuit breakers. Rubber roof older. Situated on a 6,500 sq. ft. lot.Plot plan is attached. Many possible uses, including car lot, taxi stand or other business opportunities. Potential for future development may exist. Buyer & Buyer agent to do own due diligence.

250 Washington Ave, Winthrop

Listing courtesy of Listing Agent: Phil Consolo from Listing Office: Century 21 North East.

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