$691,370Average Value$471Average Price per Sq Ft15Homes For Sale
Coastal living in the heart of Winthrop
Part of a peninsula town on the Atlantic Coast that sits about 6 miles east of downtown Boston, Downtown Winthrop is outlined by pristine ocean shores, docks and marinas, creating a community that's oriented by its coastal lifestyle. Nautical homes with ocean views and properties within minutes of the beach are prime attractions for homebuyers, and the town’s proximity to Boston is convenient for commuters. “Lots of people come to town looking for waterfront properties,” says Elizabeth Ferrara, local Realtor and partner at Cottage Hill Real Estate with 13 years of experience. “Winthrop has lots of sailing programs and many marinas and beaches; it has a nice beach town feel here.”
Large homes are found along the coast, waterfront of Downtown Winthrop.
There is no shortage of placing to launch your boat in Downtown Winthrop.
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Historic waterfront homes in Downtown Winthrop
Peaceful beach cottages, Cape Cods and colonial-inspired homes sit close together on Downtown Winthrop’s established streets. Single-family houses are often alongside multi-family properties, condos and some multi-use or commercial storefronts. While some homes can date from the early 1800s to the present day, most properties were built between the 1850s and 1950s. Lot sizes usually fall between 3,000 and 7,000 square feet, with occasional waterfront estates having over three-quarter acres of yard space. “There are lots of condo conversions here from multi-family properties,” Ferrara says. “Single-family homes go between $700,000 to $1.2 million, and multi-families can go from $600,000 to $1.1 million. Waterfront properties are definitely priced higher, but they are still really hard to come by.” Condos typically start at $300,000 and can fetch $800,000 if they offer ocean views. Homebuyers may be required to purchase flood insurance for properties in designated flood zones.
Colonial style homes can be found throughout Downtown Winthrop.
Smaller homes are also found throughout Downtown Winthrop.
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From yacht clubs to public parks
As a coastal community, downtown Winthrop is surrounded by beaches, marinas and yacht clubs. Residents are often out walking along the shores of Donovan’s Beach or Winthrop Beach while watching planes flying in and out of Logan International Airport. In the warmer seasons, after people go boating and sailing, they usually park their boats at one of the many marinas in town. Yacht clubs such as Winthrop Yacht Club and Pleasant Park Yacht Club not only serve as social venues for community members, but also offer activities such as youth and adult sailing instructions and programs. Winthrop Golf Club opened in 1917, featuring a nine-hole course that’s open to the public on Mondays. Community events such as the local farmers market take place at Ingleside Park, which also has a skate park, tennis courts and a baseball field. Fort Banks Elementary School has a soccer field often used for games and practices.
Winthrop Beach is known for it's proximity to Boston but also for being a warm coastal town.
Locals can walk through the Nerio pathway as they enjoy the sunset falling on Belle Isle Marsh Marine Ecology Park.
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Historic waterfront restaurants that anchor the community
Belle Isle Seafood is a popular waterfront restaurant with classic New England fare. People can enjoy fresh seafood entrees while watching planes take off against the Boston skyline. The Winthrop Arms Hotel and Restaurant is a historic hallmark that overlooks the Atlantic Ocean. “The place dates back to 1916,” Ferrara says. “When you step inside you feel like you are going back in time. It was beautifully renovated recently, and people from all over come to Winthrop specifically to see this establishment.” The restaurant is known for its signature chicken pot pie and other American dishes. For fine dining, Vuolo's is an independent Italian eatery with a cosmopolitan atmosphere, and Nick’s Place is the area’s staple pizzeria. For groceries, Winthrop Market Place sits in the center of the community on Revere Street. About 2 miles north in Revere, The Shops at Suffolk Downs is a shopping mall home to Target, Stop & Shop, local businesses and chain restaurants.
Nick's Place in Winthrop has some of the best sandwiches in town.
Grab some dinner with friends at Belle Isle Seafood in Downtown Winthrop.
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Winthrop Public Schools
The community is served by Winthrop Public Schools, which has an overall B Niche grade and a student-teacher ratio of 13-to-1. Young learners may begin schooling at the A-minus rated William P. Gorman Fort Banks Elementary School, which serves students from prekindergarten to second grade. The B-minus rated Arthur T. Cummings Elementary School is for students in grades three to five. Winthrop Middle School and Winthrop High School both score a B and are rated by Niche as the No. 11 best public middle and high school in Suffolk County. “Most public schools here are brand new schools built in the last 20 years with state-of-the-art classrooms,” Ferrara says. “It’s a small town, so the class sizes are also small.”
WHS's core values are Perseverance, Respect, Intelligence, Determination, and Excellence.
Winthrop Middle School has an overall grade of B on Niche.
William P. Gorman/Fort Banks Elementary School has an overall rating of A- on Niche.
The Arthur T Cummings School has an overall grade of B- on Niche.
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Century-old traditions in Winthrop
There are many community events in Winthrop, including an Independence Day celebration featuring The Horrible’s Parade, a long-held tradition for over 140 years. The town also has an annual Strawberry Festival that dates back to 1912. Highlighting the signature strawberry shortcake, the event includes free tours of the Deane Winthrop House Barn, raffles, live performances, family friendly activities and strawberry daiquiris for adults. Additional events include a lighting ceremony for winter holidays and waterfront concerts such as Music on the Landing.
Pick up some jewelry for the perfect gift at the annual Christmas Fair in Downtown Winthrop.
Downtown Winthrop is a great area to go fishing or boating nearly any time of the year.
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Transit options for access to Boston
Winthrop sits adjacent to Boston Logan International Airport, which is often an easy 4-mile drive for residents when they need to travel by air. The town is also about 6 miles east of downtown Boston, which can be accessed via Massachusetts Route 1A. Commuters can also head to nearby Orient Heights for the MBTA T subway lines, or opt for the ferry service at Winthrop Landing between May and October. “Winthrop’s proximity to the city attracts many people,” Ferrara says. “People can get to Boston without ever touching the highway.” Paul Revere Transportation, subsidized by the MBTA, also operates several bus routes in Winthrop. MGH-Revere HealthCare Center, a general hospital in Revere, is 3 miles north.
Commuting to and from Winthrop is a breeze on the Blue Line.
Orient Heights is a nearby train station with lots of bus options for Winthrop residents.
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Downtown Winthrop Demographics and Home Trends
On average, homes in Downtown Winthrop, Winthrop sell after 38 days on the market compared to the national average of 55 days. The median sale price for homes in Downtown Winthrop, Winthrop over the last 12 months is $610,000, down 3% from the median home sale price over the previous 12 months.
Excellent opportunity to own a well-maintained 2-family property in the highly desirable seaside community of Winthrop! Perfect for investors, owner-occupants or multi-generational living, this spacious property offers two large units featuring 3 bedrooms,1 full bathroom, hardwood floors, generous living areas and a bonus office room! Separate utilities and washer/dryer hookups add convenience
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.
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 beautiful white kitchen with modern
Welcome home to this pristine and exceptionally well-kept two-bedroom, one-bath condominium in the heart of Winthrop’s vibrant 02152 community. This inviting home offers comfortable living along with private outdoor space—perfect for relaxing, entertaining, or enjoying coastal breezes. Conveniently located with easy access to Orient Heights, major highways, Logan Airport, and downtown Boston. The
With modern qualities and the charm and character of a classic home, this two bedroom, one bath condo in an ultra convenient Winthrop location is a true hidden gem. Tucked away from the street and perched on the top floor, this spacious and breezy condo offers an updated kitchen with brand new stainless steel appliances, completely refurbished hardwood floors throughout, Harvey windows, private
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
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
Welcome to Summit View Condominiums. This sunfilled 1 bedroom unit , with private deck with magnificent views overlooking the town of Winthrop. Great neighborhood, steps to the beach, 1 min to bus stop, minutes to Orient heights t-station and just minutes to downtown Boston and easy access to the North Shore. OVERSIZED 1 bedroom, plenty of storage and closet space, walk in cedar closet, separate
Welcome to this inviting 2-bed, 1-bath second floor garden-style condo at Lincoln Place Condominium, a stunning brownstone in the heart of Winthrop. Blending historic character with modern updates, this sun-filled unit features upgraded vinyl flooring, plantation shutters in the kitchen, and a recently reglazed bath tub. The spacious living room showcases a beautiful bay window with views of
The Dovetail GroupeXp Realty LLC - Corporate Office
Bright and updated 2-bedroom condo at Governors Park featuring an open floor plan, renovated kitchen with granite countertops and stainless steel appliances, and spacious bedrooms with ample closet space. Professionally managed complex offers on-site laundry, swimming pool, tennis courts, and off-street parking. Conveniently located near public transportation, Winthrop Beach, shopping, dining,
LAST STUDIO AVAILABLE! Discover effortless coastal living at Unit 304 at The Somerset, a boutique condominium community ideally located in the heart of Winthrop. This well-appointed studio offers a bright and airy open layout designed for both comfort and functionality, featuring a flexible bonus room with a sliding barn door ideal for a home office, guest room, or additional living space. The
Charlesgate New Development TeamCharlesgate Realty Group, llc
Winthrop, MA - Nice Two Bedrooms Ground Level Condo For Rent With Heat And Hot Water Included In The Rent. Available Now, 2026. FEATURES: Kitchen With Stainless Steel Appliances (Stove, Refrigerator, Dishwasher), Quartz Countertop; Ceramic Title And Pergo Hardwood Floors; Wall Air Conditioning; Coin-Op Laundry Facilities In The Building; Off-Street Parking For two Cars. This Condo Complex
Spacious 2-bedroom, 1-bath apartment with a versatile bonus room that can be used as a home office, den, or potential third bedroom. This well-maintained home features a bright and functional layout, hardwood floors, abundant natural light, and generous living space. Ideally located on a quiet residential street just minutes from Winthrop's beaches, restaurants, parks, shopping, public
Photos coming soon!Central AC & HeatPrivate laundry in basementModern Kitchen w/ all new stainless steel appliancesDishwasher & DisposalLarge open living room & dining room w/ wall mounted 70' smart TVSun room/ office nookPets are negotiableOff Street parking is negotiableBoston Pads is not responsible for any errors, omissions and change in price,
HEAT & WATER INCLUDED — Save Thousands on Winter Utilities!Newly renovated 3-level townhouse-style home just 6 miles from Boston! Spacious layout with a bathroom on every floor.Features:2 Bedrooms | 2.5 BathroomsFinished basement — great for office, gym, guest space, or additional living spaceHeat & water included2-car drivewayEV charging availableHuge
An oceanfront oasis just minutes from Boston. This fully renovated 800 sq. ft. private furnished walk-out apartment on the ground level of a 2 family owner occupied home in Winthrop, MA offers a rare combination of comfort, convenience, outdoor living, and true coastal lifestyle.The apartment is fully furnished and move-in ready with a full kitchen, seating for 4, full-size refrigerator,
Location, Location, Location- Welcome home to this conveniently located 3-bedroom, 1-bath apartment offering everyday accessibility and washer/dryer in the unit. Situated along a bus route with service to the MBTA Blue Line's Orient Heights Station, the airport is 22 min by bus/T, 33 min to Downtown Crossing. No car needed.Enjoy close proximity to grocery shopping, convenience stores,
This quiet condominium is in the Governor's Park complex in the north section of Winthrop. It features a large primary bedroom with a huge walk-in closet, a generous 2nd bedroom, a completely renovated full bathroom, and a kitchen with lots of cabinet space and all the amenities. New flooring and paint throughout. Card-operated laundry is available on the ground floor.The complex
Spacious 2-bedroom apartment outside of Winthrop Center. Close to everything. Bus stop at corner. Filled with sunshine, tall ceilings, hardwood floors, and plenty of closet space. Large eat-in kitchen, dining room, 2 mid-sized bedrooms, full bath, pantry and cozy foyer. Second floor apartment ready NOW. Utilities not included. No pets & no smoking. Lease is for 12 months (or more if desired) No
Experience the charm of Winthrop, MA in this recently remodeled 2-bedroom, 1-bathroom apartment. This stunning residence offers a modern and comfortable living space, complete with a fridge and dishwasher for your convenience. This apartment combines the best of modern living with the natural beauty of Winthrop, making it a perfect place to call home.
Welcome to comfortable coastal living at Governors Park — a desirable condominium community in Winthrop, located just across from Boston Harbor with convenient access to the city and local amenities. This rental feature: 2 Spacious bedrooms condo, ample living room, recently renovated modern kitchen with stainless steel appliances, fresh hardwood flooring throughout. Private balcony perfect for
$2550! Available SEPTEMBER 1! Spacious and sunny 1.5 bedroom 1bath apartment in beautiful Winthrop by the sea! Upon entry find an open living room or living and dining room with gorgeous character with wood beam and stone fireplace (non working). Eat in kitchen with dishwasher and gas cooking, ample storage space with large pantry closet. Large king sized master bedroom with ample closet space.
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