Winthrop Highlands Homes under $1 million

Welcome to Winthrop Highlands, a hidden gem nestled in the charming town of Winthrop, Massachusetts. This picturesque neighborhood, located in Suffolk County, boasts stunning views of the Atlantic Ocean and is just a stone's throw away from the vibrant city of Boston. With its rich history, welcoming community, and proximity to beautiful beaches, Winthrop Highlands is the perfect place for families, young professionals, and retirees alike.

One of the most appealing aspects of Winthrop Highlands is its diverse selection of homes, particularly those priced under $1 million. Here, you can find an array of properties that cater to various tastes and lifestyles. From quaint single-family homes with character to modern condos with breathtaking ocean views, there’s something for everyone. Many of these homes feature charming architectural details, spacious yards, and easy access to local parks, making them ideal for outdoor enthusiasts and families with children.

In addition to its beautiful residences, Winthrop Highlands offers a strong sense of community. Residents enjoy a laid-back lifestyle, with friendly neighbors and a variety of local shops, cafes, and restaurants just minutes away. The area is well-served by public transportation, providing easy access to downtown Boston, where you can explore world-class dining, shopping, and entertainment.

Whether you're looking to settle down or invest in a vacation home, Winthrop Highlands presents an incredible opportunity to own a piece of this coastal paradise without breaking the bank. Come discover the charm and beauty of this delightful neighborhood—your dream home awaits!

Newest Winthrop Highlands Homes under $1 million

$699,999

2 Beds ⋅ 2 Baths ⋅ 73576630 MLS

Now is the moment to discover Seal Harbor, where a fresh energy is taking shape as amenity-rich spaces are reimagined, expansive common areas invite new possibilities, and beautifully renovated residences are bringing renewed vibrancy to a waterfront community that pairs generous living with exceptional access to the city and beyond. A dramatic price reduction makes this turnkey, penthouse-level corner residence an especially compelling opportunity, with sweeping Atlantic Ocean views, designer finishes, and a refined coastal sensibility throughout. Fully renovated in 2023, this sophisticated 2BR/2BA home is bathed in natural light from oversized windows and features a private top-floor balcony, white oak hardwood floors, a custom built-in window seat, and an elegant inlaid foyer illuminated by skylight and recessed lighting. The beautifully updated kitchen blends soapstone countertops, stainless steel appliances, a striking blue glass backsplash, and a sunlit breakfast nook, while the ocean-facing primary suite offers a serene retreat with a spa-inspired walk-in shower, custom vanity, and intricate tilework. The second bedroom features a brand-new custom walk-in closet and pocket-door access to a full bath, while the welcoming entry foyer includes a built-in bench and convenient laundry closet. Additional storage and deeded garage parking space D8 complete this polished, move-in-ready offering. Residents enjoy a resort-style collection of amenities including an in-ground pool, tennis courts, fitness center, sauna, game room, clubhouse, concierge, and security, all just moments from Winthrop Beach, marinas, dining, shopping, public transportation, and effortless connections to Boston and travel beyond.

1 Seal Harbor Unit 916, Winthrop

Listing courtesy of Listing Agent: Meg Grady from Listing Office: The Persac Group, LLC.

$549,999

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: Tammy Merk from Listing Office: Real Broker MA, LLC.

$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.

$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.

$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.

$615,000

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.......

1 Seal Harbor Rd Unit 815, Winthrop

Listing courtesy of Listing Agent: Peggie Gilbert from Listing Office: Coldwell Banker Peggy Carter Team.

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