Refine Search
Sort by
$600,000
3 Beds 2 Baths SOLD Status 73292670 MLS 1,258 SqFt.
New to the market - a very affordable single family home in the desirable Town of Winthrop. This 3 bedroom, 1.5 bath home is located on a 6,600+ square foot lot and offers plenty of off-street parking with a detached 2 car garage and long driveway. The home, owned by the same family for generations, is well kept and move in ready - just waiting your personal touches and updates. Large eat-in kitchen with a pantry, classic dining room with built-in cabinetry and hanging chandelier - sun-lit living room complete with hardwood floors. Half bath on 1st floor offers laundry - could possibly be converted to a full bath. Basement had been partially finished at one time. Very large lot - perfect for an addition or potential development opportunities. Great location with easy access to public transportation, steps to town center, restaurants, beaches and more! Minutes to Downtown Boston and Logan International Airport. Perfect opportunity for first time buyers! Easy to show.

42 Centre Street, Winthrop

$804,000
4 Beds 3 Baths SOLD Status 73292308 MLS 2,266 SqFt.
Welcome to 9 Dolphin Ave. at Winthrop Beach! This "move in ready" stunning seaside Colonial offers 8 rooms, including 3-4 bedrooms and 2.5 bathrooms. Recent updates include the kitchen, bathrooms, high-efficiency heating, solar panels (no electric bill), and a new roof, along with a sprinklered yard. Lots of windows invite in natural lighting. The oak wood floors are stunning! The first floor features an inviting bay-windowed living room, elegant dining room, modern kitchen with granite and stainless steel, a half bath and a heated mudroom/den that leads to a deck then to a beautiful yard. Upstairs, you'll find 2-3 bedrooms or 2 bedrooms plus a study with a full bath, and a private ensuite bedroom on the third floor. The finished basement provides extra space for a family room or office. Enjoy the expansive rear deck and beautifully landscaped, fenced yard with a stone patio and trellis, perfect for relaxation and entertaining.This is a home for a lifetime!

9 Dolphin Ave., Winthrop

$750,000
2 Beds 2 Baths SOLD Status 73290052 MLS 2,224 SqFt.
Stunningly renovated seaside home equipped w/ sophisticated Smart wired technology throughout! This exquisite home features 2+ bedrms, 2 baths (one w/ floating vanity and custom glass walk in shower). Gorgeous kit has Quartz countertops, breakfast area, SS high efficiency appliances & tile floor. Liv rm greets you with a sleek shiplap accent wall, floating TV cabinet, oak flrs, high ceilings w/ recessed lighting. Large primary bedrm has ocean views, double closets w/ built in shelves & drawers. Numerous storage spaces, trendy barn doors, dry bar w/ granite counter, built in Kitchen Aid ice maker, beverage & wine coolers, built in wine rack, 2 Bosch dishwashers (one on ea level), office and lg.laundry room! Smart features include wired ring entry cameras, dimmable lights and Bali shades-manual or automated, Honeywell Home T10 Pro Smart Thermostat, Rain Bird ESP-Me Smart 4 zone irrigation system. Second bedrm w slider leads to a beautiful backyard retreat w/deck and Sunsetter awning

41 Hawthorn Ave., Winthrop

$825,000
6 Beds 2 Baths SOLD Status 73289537 MLS 2,720 SqFt.
Charming Traditional 2-Family Home with Ocean Views. Discover the endless potential of this substantial two-family home, perfectly situated just yards away from Winthrop Beach. Each apartment features spacious 3-4 bedroom layouts, providing ample space for families or tenants. Enjoy ocean views from the front porches, adding a touch of serenity to your daily life. While the home will benefit from updates, the fundamentals are solid. Both gas heating and hot water systems have been recently updated, and the windows have been replaced for enhanced energy efficiency. The property also boasts a lovely yard, ideal for outdoor activities or relaxation.This versatile property is perfect for an owner-occupant looking for rental income, an investor seeking a valuable addition to their portfolio, or a condo developer envisioning a new project. Don't miss out on this exceptional opportunity! ALL OFFERS MUST BE SUBMITTED BY 10 AM ON SEPT. 16

36-38 Hawthorn Ave., Winthrop

$825,000
5 Beds 3 Baths SOLD Status 73288054 MLS 2,212 SqFt.
Grand Victorian Legal Two-Family Home offering the perfect opportunity for owner-occupants or investors alike. With a strong rental history, this property has undergone extensive renovations, including a new roof, gas heating system and electrical upgrades. As you enter, you are greeted by the dramatic staircase and foyer. The main unit is de-leaded and features bi-level living with a large living room/dining room, 3 substantial bedrooms, 1.5 bathrooms and washer/dryer in unit. The second unit offers two bedrooms, fireplaced living room and yesteryear charm. Both units share a fenced in yard and have private back decks, gleaming hardwood floors, original detailed woodwork and are full of natural light and windows to take advantage of the ocean breeze. The basement is partially finished with kitchen and plumbing with possibility for additional unit or expanded first. Just steps from beautiful Winthrop Beach with convenient access to public transportation, schools, yacht clubs and mor

19 Moore St, Winthrop

$965,000
6 Beds 4 Baths SOLD Status 73286170 MLS 3,232 SqFt.
OPEN HOUSE CANCELED! Step into this inviting generational two-family home, where side-by-side units blend shared features with unique layouts, giving each one its own distinct character. Each unit offers 3 comfortable bedrooms and 1.5 baths, with a seamless flow from the bright living room through the dining area and into the well-appointed kitchen, where you’ll find a convenient first-floor half bath. Each home also has its own private basement, ideal for storage, laundry, or future expansion. Outdoors, both units feature separate back decks, creating private spaces for relaxation or entertaining, while a large, shared patio and expansive yard offer plenty of room for gatherings and outdoor fun. The property also includes a two-car garage and a long driveway, providing ample parking for residents and guests alike. Situated in a desirable location, this home is perfect for families or investors looking for a flexible living arrangement that blends privacy with shared outdoor amenities.

26 Centre St, Winthrop

$510,000
3 Beds 2 Baths SOLD Status 73284296 MLS 1,105 SqFt.
**OFFER ACCEPTED, OPEN HOUSE CANCELED** Charming coastal living just seconds from the beach! This lovely 3 bed, 1.5 bath single-family home offers over 1,000 sqft of space across two levels. This low-maintenance gem includes an updated kitchen with quartz countertops and charming details that bring a touch of the seaside into the home. The kitchen flows into a sunny dining area and a large living space, perfect for entertaining guests. Upstairs, you'll find 3 bedrooms along with a full bath, providing ample room and privacy. This home offers the convenience of off-street parking and on-site laundry for added ease and comfort. Located in desirable Winthrop, enjoy beachside living with close proximity to Boston and easy access to public transportation.

85 Beach Rd, Winthrop

$660,000
5 Beds 3 Baths SOLD Status 73283357 MLS 2,043 SqFt.
DIRECT WATERFRONT~Discover your very own coastal retreat within 440 Pleasant St. in Winthrop-By-The-Sea! Truly unique in design, this spacious five-bedroom, 1 Full/2 Half Bath GEM offers endless opportunities to create your dream home among the perfect blend of urban convenience & serene seaside living. While in need of updating throughout, this boater's haven BOASTS STUNNING VIEWS of the BOSTON SKYLINE, HARBOR & LOGAN AIRPORT & has la level/fenced yard with DIRECT ACCESS TO THE WATER making it the perfect potential spot to build a floating dock & enjoy Fall Firepits & Summer fun with Boston’s elaborate July 4th Fireworks you can see from the backyard, enclosed sunroom & outdoor deck! The short walk to public transportation, restaurants, shops & the beach makes this expansive “diamond in the rough” with breathtaking views & walk out basement a terrific prospect for a handy buyer. Don't miss the chance to transform this oceanfront property into your very own personal paradise!

440 Pleasant St Unit 440, Winthrop

$550,000
3 Beds 1 Baths SOLD Status 73282902 MLS 1,348 SqFt.
Don't miss this amazing opportunity to move into Winthrop at an unbeatable price! Nestled in a very quiet neighborhood, this charming single-family home offers three bedrooms and plenty of potential. Located just a couple of blocks from the beach, you'll enjoy the best of coastal living while being only minutes away from downtown Boston, Logan Airport, and the North Shore.This home features three off-street parking spots, ensuring convenience for you and your guests. Plus, with a golf course right around the corner, it's an ideal spot for those who love outdoor activities. Whether you're a first-time homebuyer or looking to downsize, this property could be the perfect starter home. Embrace the chance to live in a peaceful, friendly community with easy access to everything you need. Open House this Saturday & Sunday 11-1pm

64 Bates Ave, Winthrop

$975,000
3 Beds 2 Baths SOLD Status 73282591 MLS 2,000 SqFt.
Complete gut remodel interior and exterior. This home offers 3 spacious bedrooms and 2 luxurious bathrooms.A 160 sqft. finished bonus room in the basement. A custom dream kitchen awaits, equipped with stainless steel appliances, white shaker cabinets, a wine fridge, pot filler, and a large kitchen island. Off the kitchen, you’ll find a pantry and laundry room with plenty of storage. Main bedroom features 14' vaulted ceilings and an oversized balcony with panoramic views. Two additional bedrooms provide comfortable spaces for family or guests. The first-floor full bathroom adds convenience, and the second-floor bathroom offers a standup shower and soaking tub for ultimate relaxation. The living room boasts a shiplap accent wall with an electric fireplace.Outside, enjoy off street parking, a fully fenced backyard, patio, fire pit and outdoor shower.

11 Perkins Street, Winthrop

$450,000
1 Beds 1 Baths SOLD Status 73282324 MLS 700 SqFt.
Welcome to your dream retreat by the beach! This fully renovated one-bedroom condo offers a perfect blend of modern luxury and coastal charm. From the sleek stainless steel appliances to the elegant granite countertops and upgraded cabinets, every detail in the kitchen exudes sophistication. The addition of a kitchen island creates a central hub for gatherings, while in-unit laundry adds convenience to your daily routine. Step outside to your own private deck, or explore the shared yard just moments from the shore. With one-car deeded parking, extra private basement storage and a stone's throw from the MBTA bus stop, this unit offers both practicality and style. Unit 158 #1 is the final unit to be renovated in the association. This condo is your invitation to seaside living in style.

158 Shirley St Unit 1, Winthrop

$765,000
5 Beds 2 Baths SOLD Status 73282231 MLS 2,384 SqFt.
Welcome to 33-35 Seaview Ave, a property in the highly desirable Winthrop, MA. This coastal home, originally built as a two-family residence, is currently being used as a spacious single-family. Featuring 5 bedrooms, 2 bathrooms, and an expansive 2384 sq. ft. of living space, the property offers ample room for expanding families or generational living. The property boasts stunning views of Pico Beach, scenic Winthrop, and the iconic Boston skyline, making it a perfect haven for those who appreciate beautiful vistas. Additionally, this property is ideally located near the exciting Suffolk Downs development, offering a myriad of future amenities and opportunities. It is conveniently close to public transport via the Blue Line, providing easy access to downtown Boston. For those who prefer maritime travel, water ferries are nearby, offering a scenic and efficient commute. No parking issues here, with 6 off street spots for your cars, and 4 marinas for your boat.

35 Seaview Ave, Winthrop

$643,000
3 Beds 2 Baths SOLD Status 73281871 MLS 1,496 SqFt.
Discover coastal living at 97 Triton Ave, a charming single-family residence in the beautiful seaside suburb of Winthrop! This 3 bedroom, 1.5 bath home offers stunning ocean views and glimpses of the Boston skyline. Situated just moments from Point Shirley Beach, Coughlin Park and local yacht clubs, this location is ideal for those who appreciate seaside serenity. Commuters will love the easy access to public transportation, major routes into Boston, and Logan Airport, making this home perfect for balancing work and leisure. You'll also find an office/den, a dining room, a two car driveway and an unfinished basement with endless potential. Step outside to enjoy a peaceful backyard with a deck, patio and a garden area! Modern amenities include stainless steel appliances, highlighted by a new smart fridge, ensuring convenience and style. Plus, there’s no need for flood insurance, offering peace of mind. Don’t miss this opportunity to own a piece of coastal paradise with city convenience!

97 Triton Ave, Winthrop

$825,000
4 Beds 3 Baths SOLD Status 73280733 MLS 3,922 SqFt.
Great opportunity to own a 2 family within a minute walk to Seashore of Winthrop Beach! Property features 2 units, with possibility of 3rd, Possible Condo Conversion, 1031 Exchange or an owner occupied Family home with rental income. There is a large garage and off street parking. The main second floor unit contains 3 bedrooms (possible 4th), good sized living and dining room. The first floor boasts two bedrooms. Newer roof & windows. Mostly all hardwood floors. Close to Boston by auto, the T or the town owned water shuttle. Enjoy Winthrop's miles of seaside walking and bicycling paths, yacht clubs and marinas. Lots of possibilities with this property. Don't miss taking a look. Quick closing is very possible.

11 Forrest, Winthrop

$915,000
3 Beds 2 Baths SOLD Status 73278924 MLS 2,600 SqFt.
Well appointed ocean front 2600 sf 2 story condo with high end finishes throughout including high ceilings, lots of light and closets, hwflrs, gas fireplace, ocean front decks off kitchen and primary bedroom. Wake with coffee with sweeping ocean views and vibrant sunrise. Lovely back yard with sun drenched garden and just steps down to the sea wall which will have you on the beach in 5 minutes. Great swimming, kayaking and other ocean activities. Near restaurants, yacht clubs, golf and ferry to Boston Primary bedroom has sitting area, walk-in closet patio doors to private deck & mini-split AC. Office could be 4th bedroom. Family room TV with bose surround sound & Main Bedroom TV stay. AC is in Main Bdrm. Attic is exclusive use to unit; Basement is exclusive use of other unit

211 Cliff Ave Unit 2, Winthrop

$466,000
3 Beds 1 Baths SOLD Status 73278832 MLS 1,361 SqFt.
Sun, sand, & plenty of space in Winthrop by the Sea!! This oversized top floor condo with 1300+ sq ft of living space is drenched with sunlight every time the sun rises just one block away at Winthrop Beach! The front to back living/dining room is a fantastic space for entertaining. Enjoy morning coffee or after dinner dessert on the expansive private front porch. The bright & spacious primary bedroom has 2 closets that have been configured to maximize storage, & with 2 additional comfortable bedrooms there is room for guests & a home office. The eat in kitchen is equipped with SS appliances, tile floor & a pantry with in unit laundry. The full bathroom has been tastefully renovated & offers radiant heat. Hardwood floors, columns, glass doors & a stained glass window are just some of the characteristics that highlight the pride of ownership & character of this unit. Winthrop's proximity to Boston, Logan Airport, the T, along with the small town feel make it an ideal place to buy a home

10 Beach Rd Unit 3, Winthrop

$535,000
2 Beds 2 Baths SOLD Status 73278449 MLS 1,228 SqFt.
Motivated seller has just reduced this well maintained condo located at 90 Terrace Avenue in the desirable seaside town of Winthrop! It features 2 bedrooms, 2 full baths and finished basement with in-unit laundry. Along with it's spectacular views, this location is walking distance to Winthrop and Yirrel Beaches, Point Shirley, Winthrop Yacht Club and just steps away from the Winthrop Ferry Terminal/Landing, which provides free additional off street parking. With a short ride to Boston, ferry service or bus to Orient Heights Blue Line MBTA train station, this location is a COMMUTER'S DREAM or work from home in your 3rd floor office with beautiful skyline and harbor views! Easy to show! Call/Text/Email listing agent John.

90 Terrace Ave Unit 1, Winthrop

$320,000
2 Beds 1 Baths SOLD Status 73277639 MLS 772 SqFt.
Do you want to live close enough to the city but still feel as though you are in a suburban town? Winthrop, MA is the spot for you! This affordability two-bedroom, garden level condominium is in the perfect location for you to have the best of both worlds. Winthrop, MA is a seaside community offering beautiful beaches, several yacht clubs, delicious dining options, coffee shops, shopping stores, a golf course, Pre-School, daycare, Elementary, and a brand-new Middle and High School. To get into downtown Boston, you just need to catch the #712 bus in front of the building on Revere St. - it will then bring you to Orient Heights Station and then in 6 miles you will be into the city by taking the blue line train. You do not want to miss this one!

1000 Governors Dr Unit 5, Winthrop

$1,100,000
8 Beds 2 Baths SOLD Status 73275280 MLS 2,936 SqFt.
Interior photos coming soon. This substantial 2 family duplex. 7/7 is a rare find in Winthrop. It's like having two single family homes. This property is very suitable for the owner occupant who wants privacy and where the rental side helps pay a substantial part of the mortgage, the investor where the rents pay the mortgage or the condo developer who will renovate and sell for profit. The units have been well maintained and offer 3 levels of living space with living room, dining room and kitchen on the first floors, three bedrooms and full bath on the second floor and one bedroom plus attic storage on the third floor. The gas utilities are all separate and the units come fully applianced and fully furnished if the buyer so chooses to keep the furniture. The exterior is low maintenance vinyl and the roof is only 15 years old. There is a very nice landscaped yard and 2 car garage. The opportunities are endless for this very special property.

257-259 Bowdoin St, Winthrop

$693,450
3 Beds 2 Baths SOLD Status 73273781 MLS 1,724 SqFt.
Experience luxury living and ocean breeze from this exquisite 3 bed, 2 bath located in the highly desirable Winthrop area. The elegant primary suite boasts a walk-in closet, full bath with a custom oversized tiled rain shower w/body jets, and floating double vanities! This custom townhome showcases exceptional craftsmanship, a sleek white and stainless kitchen w/quartz countertops, soft-close cupboards and a peninsula; all open to the dining and living area. Enjoy abundant natural light and the convenience of an in-unit laundry room, gas heat and central a/c. The property also features a spacious yard and ample parking. With easy access to highways, the airport, the Orient Heights T-Stop, and the ferry. This home is just minutes from downtown Boston and convenient to beaches, local shops, restaurants and parks. The property was fully remodeled and converted into a condo from the foundation up in 2020. Water-views from the front bedrooms and front balconies!

40 Seaview Avenue Unit 2, Winthrop

$1,284,900
4 Beds 3 Baths SOLD Status 73273611 MLS 2,226 SqFt.
Welcome to one of Winthrop's most sought after locations, Thornton Park! Quality and charm whisper their presence in this amazing 10 room, 4 BR, 2.5 BA late 1800 Victorian. The home is filled with detailed wood craftsmanship of times gone by. The grand staircase greets you in the formal reception room along with wood crafted crown moldings, ceiling medallions, wood beamed ceilings, French doors and unique antique oval windows. The inviting curved front veranda with glass enclosure is where you will sip your morning coffee and the private landscaped yard with in-ground pool and barn is where you will entertain family and friends. The basement is finished with kitchen and bath and yes, there is a wine cellar! The granite kitchen is skylighted and leads to a beautiful and spacious rear deck overlooking the gunite in-ground pool. The barn is amazing! The roof is new and the home recently painted. There is a huge attic with plumbing. This is not just a home but a. home for a lifetime!

52 Thornton Park, Winthrop

$850,000
5 Beds 2 Baths SOLD Status 73271047 MLS 2,220 SqFt.
Timeless 5-Bedroom Gem in Picturesque Winthrop By the Sea. Step into a world of classic elegance with this meticulously maintained 5-bedroom residence, nestled on a charming corner lot in the heart of Winthrop By the Sea. This home beautifully combines old-world charm with modern luxury, featuring three levels of thoughtfully designed living space perfect for extended family and guests. Experience the warmth and character of finely crafted woodwork throughout the home, complemented by elegant granite countertops and high-end appliances in the gourmet kitchen, including a Bosch dishwasher and a Wolf stove. The rich details and bespoke cabinetry showcase the craftsmanship that sets this home apart. Outside, the lush lawn, mature plantings, and manicured hedges create a serene garden oasis. Three separate decks offer ideal settings for summer barbecues, outdoor entertaining, or simply unwinding with a good book while soaking in the coastal breeze.

260 Bowdoin Street, Winthrop

$375,000
2 Beds 1 Baths SOLD Status 73268590 MLS 678 SqFt.
Welcome to 53 Trident Ave. #101. An affordable piece of property nestled in the picturesque seaside town of Winthrop. Situated just outside of Boston, and close to Logan Airport and new Suffolk Downs this charming first-floor condo offers the perfect blend of convenience, comfort, and charm. Located only a short stroll away from the sandy shores, this two-bedroom, one-bathroom unit is an ideal retreat for beach lovers and city commuters alike. The two bed one bath unit comes with many convenient amenities, heat is included in the condo fee, one off street deeded parking space, in unit laundry and extra storage This charming condo is perfect for those seeking a relaxed coastal lifestyle with easy access to all the amenities and attractions of nearby Boston.

53 Trident Ave Unit 101, Winthrop

$1,055,000
5 Beds 3 Baths SOLD Status 73266808 MLS 2,697 SqFt.
Unparalleled elegance and meticulous attention to detail abound this stunning single family home on one of the most coveted streets in Winthrop Highlands. Modern luxuries meet the timeless preservation of yesteryear in dramatic fashion from the moment you open the front door. The open foyer greets you with grandeur and sophistication. The gourmet white kitchen with quartz countertops, center island, double wall oven, beverage fridge, recessed lighting and designer fixtures exude style. Entertain seamlessly in the striking high ceiling dining room and traditional living room. Travel up the grand staircase to the second level consisting of four well-appointed bedrooms, a reading room and remodeled bathroom. An immense awestriking master suite with incredible ocean views and walk in dressing room is showcased on the third floor. Enjoy conveniences of air conditioning, fenced-in yard, 3 car garage, detailed exterior lighting, new roof and windows and more in picturesque Winthrop.

89 Cliff Ave, Winthrop

$622,500
4 Beds 1 Baths SOLD Status 73265715 MLS 1,410 SqFt.
This charming 4 bedroom/2 full bathroom residence has gone through lots of renovations over the years! The first floor features a living room, dining room, kitchen, two bedrooms, a full bathroom, a mud room and a home office so much needed for working from home these days! Upstairs, you will find two good size bedrooms and two closets in the hallway for extra storage. In the basement is a full bathroom, washer & dryer, and plenty of storage space. Hardwood floors, good size yard, improved landscaping. Great location! Amazing beaches, marinas, parks and restaurants! 10 minutes drive to Boston and Airport, a few minutes away from Orient Heights T-station, 3 minutes walk to the beautiful Belle Isle Marsh Reservation. Enjoy coastal living in the town of Winthrop just outside of Boston!!

65 Wilshire St, Winthrop

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.