Winthrop Homes for Sale

Welcome to Winthrop, Massachusetts – a hidden gem nestled along the picturesque coastline of Suffolk County. Just a stone’s throw from the bustling city of Boston, Winthrop offers a unique blend of small-town charm and urban convenience. With its stunning waterfront views, sandy beaches, and vibrant community, it’s no wonder why so many are drawn to this delightful town.

Winthrop is rich in history and character, featuring tree-lined streets, quaint shops, and a variety of local eateries that cater to every palate. The town’s strong sense of community is evident in its numerous parks, recreational facilities, and annual events, making it an ideal place for families and individuals alike. Whether you’re taking a leisurely stroll along the beach or enjoying a sunset at one of the local parks, Winthrop is a place where you can truly unwind.

For those considering a move, the real estate market in Winthrop is thriving. Homes for sale range from charming single-family residences to modern condos with breathtaking ocean views. Many properties boast unique architectural features and spacious layouts, perfect for families or anyone looking to settle down in a welcoming environment. With competitive pricing and a variety of options, finding your dream home in Winthrop is an exciting journey.

Embrace the coastal lifestyle and explore the homes for sale in Winthrop, MA. This vibrant town is not just a place to live; it’s a place to thrive. Come and discover why Winthrop is the perfect place to call home!

Newest Winthrop Homes for Sale

$977,700

3 Beds ⋅ 3 Baths ⋅ 73552912 MLS

Location, location, location! Welcome to 211 Grovers Avenue, perfectly situated in the highly sought-after ocean community of Winthrop Highlands. This iconic brick-front Cape Cod sits on a 5,227 sq. ft. lot and radiates timeless character. Inside, you'll find an inviting living room featuring elegant tray ceilings and a warm fireplace. The home offers 3 bedrooms and 2.5 bathrooms, with incredible potential for expansion—the finished basement could easily become a teen suite, family room, or even an income-generating apartment. Outside, enjoy the coastal lifestyle with a great back deck, an attached garage, and a driveway, all just steps from the ocean. PRIVATE SHOWINGS START 8/7 through 8/9 PLEASE TEXT OR EMAIL LISTING AGENT

211 Grovers Ave, Winthrop

Listing courtesy of Listing Agent: Concetta Cicolini from Listing Office: Lamacchia Realty, Inc..

$2,380,000

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.

$950,000

3 Beds ⋅ 3 Baths ⋅ 73550478 MLS

OPEN HOUSE CANCELED! Welcome to the Highlands, where coastal living meets modern comfort. This beautifully maintained single-family offers water views, thoughtfully updated living spaces, and the flexibility today's buyers desire. The sun-filled main level features gleaming hardwood floors throughout, an upgraded kitchen, and an open layout that flows seamlessly to the spacious rear deck overlooking the fenced backyard with a private hot tub—perfect for entertaining or relaxing. Upstairs, the spacious primary suite offers a generous walk-in closet, while two additional bedrooms provide comfortable accommodations. The finished lower level provides versatile bonus living space ideal for a family room, home office, gym, or guest suite. Enjoy the best of indoor-outdoor living with inviting spaces designed for both everyday comfort and effortless entertaining. Just moments from the beach, this move-in-ready home combines modern updates, flexible living space, and an exceptional location.

50 Floyd St, Winthrop

Listing courtesy of Listing Agent: Leighann Eruzione from Listing Office: Bowdoin Real Estate Partners.

$899,900

4 Beds ⋅ 2 Baths ⋅ 73550227 MLS

If you've been waiting for the perfect opportunity to live near the ocean - this is it! Located between Winthrop Harbor and Winthrop Beach, with literal steps to the ocean in either direction, this beautiful, completely renovated single family home offers 4 bedrooms, 2 baths, an updated kitchen, hardwood floors, central air and much more! Great back yard, off-street parking and a beautiful wrap-around front porch with water views that New Englanders dream of. Incredible location - just steps to Winthrop Beach and Winthrop Landing with water ferry access to Downtown Boston. Close to restaurants, parks, shops, multiple yacht clubs, public transportation and much more. Minutes to Boston, Logan Airport and points north. Don't miss this amazing opportunity to find your seaside home this summer.

69 Crystal Cove Avenue, Winthrop

Listing courtesy of Listing Agent: Edward Deveau from Listing Office: Century 21 Mario Real Estate.

$729,900

4 Beds ⋅ 2 Baths ⋅ 73548082 MLS

Cape-style home in Point Shirley, steps from the beach and within Winthrop's most walkable stretch of coastline. Built in 1900 and updated with a remodeled kitchen featuring granite counters and recessed lighting, plus a remodeled full bath with a tiled tub and shower. Original hardwood floors run through the main level and all four bedrooms, paired with bay windows that bring in natural light and water views. The main level includes a living room with a fireplace, a formal dining room, and a sunroom that opens to a screened porch. Central air and forced air heat keep the home comfortable year-round. A full basement with sump pump offers storage and utility space, and a paved driveway provides two off-street parking spaces. Ocean views and public beach access nearby. 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.

52 Pebble Ave, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.

$899,900

3 Beds ⋅ 3 Baths ⋅ 73546996 MLS

PRIDE OF OWNERSHIP CAN BE YOURS.......METICULOUSLY CARED FOR AND READY FOR THE NEW OWNERS! Located in one of Winthrop's most desirable areas, this Center Entrance Colonial has Harwood oak floors and a bath on every level. A huge fireplaced living room, eat in kitchen with a slider and deck overlooking the enormous (pool size) yard with a garden area and lots of off street parking. The second level has 3 bedrooms and a full bath and laundry. The Main bedroom is King-sized! The Bonus Room in the basement is multi purposed with another full bath, exrta high ceilings, open floor plan and a direct walk out to the yard. Another separate basement area is a handy workshop/storage area. THIS COULD BE THE ONE! In Winthrop by the Sea boasting 2 beaches, new schools, 3 Yacht Clubs, a nine hole golf course and lots of Great Restaurants!

37 Loring Rd., Winthrop

Listing courtesy of Listing Agent: Sharon Tallent from Listing Office: Compass.

$1,480,000

4 Beds ⋅ 3 Baths ⋅ 73534719 MLS

Perched above the shoreline with sweeping, unobstructed water views toward Broad Sound and Revere Beach, this extensively reconstructed and thoughtfully expanded coastal home offers an exceptional combination of natural light, modern design, and quality craftsmanship. Recently completed following an extensive reconstruction and thoughtful expansion, the home features 4 bedrooms, 2.5 baths, central air, natural gas heat, a new HVAC system, new water heater, new kitchen, new baths, new flooring, new windows, new siding, new roof, and extensive improvements throughout. The open-concept layout is filled with natural light and showcases a beautifully appointed kitchen with custom cabinetry, quartz countertops, stainless steel appliances, a beverage refrigerator, and a large center island. Occupying the entire third level, the private primary suite offers breathtaking water views, a private balcony, a walk-in closet, and a spa-inspired bath. A rare opportunity to own a thoughtfully reimagined coastal home where panoramic water views, abundant natural light, and extensive recent reconstruction come together in one exceptional setting.

89R Upland, Winthrop

Listing courtesy of Listing Agent: David Cody from Listing Office: Orchard Park Realty.

$750,000

4 Beds ⋅ 3 Baths ⋅ 73534235 MLS

Steps from the shore, this corner lot offers coastal living w a wide, expansive front porch perfect for catching the harbor breeze or entertaining. This move-in ready home features 2,700 sq.ft. of spacious living and an unbeatable beachside location. The interior boasts hardwood floors throughout most of the home, featuring four bedrooms and 2.5 bathrooms. Additionally, a finished third floor offers a versatile space for a home office or yoga studio, while the finished lower level is perfect for a home gym . The airy first floor features 8' ceilings and a seamless flow between the fireplaced living and dining rooms. The kitchen comes fully equipped with granite countertops, and the upper levels offer bedrooms with select water views. The property includes a driveway and a one-car garage. It is ideally situated just steps from the beach, parks, dining, and the MBTA water shuttle, providing easy access to Boston's Waterfront, the Seaport, and Logan Airport. Minutes into Boston.

546 Shirley St, Winthrop

Listing courtesy of Listing Agent: Melissa Flamburis from Listing Office: Redfin Corp..

$855,000

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.

$779,000

3 Beds ⋅ 3 Baths ⋅ 73523728 MLS

Stunning 2022 rebuild—taken down to the original foundation and rebuilt with a fresh, nearly-new feel throughout! This townhome-style condo feels like a single-family, nearly 2,000 sq ft, featuring 3 beds, 3 full baths, private outdoor space, and 2-car parking. NO monthly condo or HOA fees; annual master insurance just $1,670. A standout alternative to East/South Boston with quick Downtown Boston access via MBTA and highways. Sun-filled main floor with open living/dining, stylish kitchen boasting high-end appliances, two-tone cabinetry, large island, plus deck access. Upstairs includes two bedrooms with a primary suite showcasing dramatic cathedral ceilings. Finished lower level ideal for media room, gym, or guest space. Near marinas, waterfront parks, transit, and dog-friendly Belle Isle Marsh. Special financing from SIRVA Mortgage.

55 Banks St Unit 2, Winthrop

Listing courtesy of Listing Agent: Cheng Liang from Listing Office: CWQ Realty Group LLC.

$1,899,000

4 Beds ⋅ 4 Baths ⋅ 73521657 MLS

Nestled on a peaceful street between the shoreline of Donovan's Beach and the green space of Ingleside Park, this beautifully renovated single-family home offers exceptional flexibility and comfort across multiple levels. Thoughtfully updated from the rooftop to the lower level, the home is truly move-in ready with modern finishes and inviting spaces throughout. Sun-filled interiors create the perfect balance of open gathering areas and quiet workspaces, while large windows bring in abundant natural light. Designed for both everyday living and entertaining, the layout provides versatility for a variety of lifestyles. Step outside to an incredible outdoor setting ideal for relaxing, dining, and enjoying every season. With coastal charm, nearby recreation, and turnkey convenience, this home presents a rare opportunity to enjoy the very best of Winthrop living.

70 Edgehill Rd, Winthrop

Listing courtesy of Listing Agent: Kelvin Peters from Listing Office: Redfin Corp..

$949,900

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.

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