Plymouth Homes with Cottage Style

Welcome to Plymouth, Massachusetts—a city where history meets coastal charm. Nestled on the stunning shores of Cape Cod Bay, Plymouth is not just the site of the Pilgrims’ first settlement; it’s a vibrant community that boasts a rich maritime heritage, picturesque landscapes, and an inviting atmosphere. With its beautiful beaches, lush parks, and a thriving downtown, Plymouth offers a perfect blend of tranquility and activity for families, retirees, and everyone in between.

As you explore this enchanting city, you’ll discover a delightful array of homes, particularly those with charming cottage-style architecture. These quaint residences exude warmth and character, often featuring inviting front porches, cozy nooks, and beautifully landscaped gardens. Cottage-style homes in Plymouth are perfect for those who appreciate a touch of whimsy combined with functionality. Whether you’re looking for a seaside retreat or a year-round residence, these homes provide a unique opportunity to embrace the coastal lifestyle.

Imagine sipping your morning coffee on a sun-drenched porch, surrounded by the gentle sounds of nature and the distant lull of ocean waves. With many cottage-style homes located just a stone's throw from the beach, you'll have easy access to all that Plymouth has to offer, from boating and fishing to exploring the historic sites that define this remarkable city.

In Plymouth, you’re not just buying a home; you’re investing in a lifestyle rich in culture, community, and coastal beauty. Come experience the charm of Plymouth and find your perfect cottage-style haven today!

Newest Plymouth Homes with Cottage Style

$165,000

1 Beds ⋅ 1 Baths ⋅ 73552847 MLS

Opportunity awaits with this 1-bedroom, 1-bath cottage located in an established neighborhood offering great potential for investors, contractors, or buyers looking for their next renovation project. This property is being sold strictly “as is, where is.” The condition of all systems is unknown, and no utilities are currently on at the property. Buyer is responsible for conducting and paying for all inspections, including but not limited to Title V requirements, smoke/carbon which shall be the sole responsibility of the buyer. Bring your vision and creativity to restore this home and unlock its possibilities. Conveniently located near local amenities, this property presents an excellent opportunity to build equity in a desirable setting. Will not meet most financing requirements. Seller has never occupied property. Per Sellers request property to be on the market for 10 days before offers will be reviewed. Seller is requesting up to 5 days to review all offers after the 10th day on the market. Buyer and Buyer's Agent must sign attached waiver prior to showing.

51 Cypress St, Plymouth

$450,000

3 Beds ⋅ 1 Baths ⋅ 73549423 MLS

Single level living in Plymouth! Move right in to this newly remodeled bungalow just 1/2 mile to Gibbs Beach and Buttermilk Bay. Featuring 3 bedrooms and 1 bath. New heating system, central air, roof and windows. Brand new kitchen and bath. Luxury vinyl plank flooring throughout. Modern vinyl board and batten siding. Enjoy the warm weather out on the sizeable back deck. Backyard is fenced on 3 sides. Brand new septic being installed. Tucked into a cute neighborhood, and just minutes away from shopping, restaurants, and highway access. Grass in photos has been digitally enhanced. Yard and driveway will be cleaned-up after new septic is installed.

56 Buzzards Bay Dr, Plymouth

$425,000

2 Beds ⋅ 1 Baths ⋅ 73548728 MLS

***Offer Deadline Monday, July 20th at 6:30 PM***. Welcome to your own waterfront retreat on the highly sought-after Great Herring Pond! This beautifully maintained cottage offers breathtaking lake views and an unbeatable lifestyle on one of the area's few ponds that allows both motorboats and jet skis. Filled with natural light from stunning skylights, this charming home has been lovingly cared for and is ready for its next chapter. Step outside onto the spacious deck and patio, or head down to the water where you'll find a newly custom built dock and a charming tiki hut—the perfect place to relax, entertain, or enjoy endless summer days on the lake. The home has passed Title V, offering added peace of mind. Whether you're searching for a year-round residence, a family vacation getaway, or an investment opportunity, this property offers exceptional potential. Experience spectacular water views, boating, fishing, and unforgettable memories.

21 Hillside Rd, Plymouth

$459,900

2 Beds ⋅ 2 Baths ⋅ 73522190 MLS

Your OASIS awaits! Welcome to this charming 2-bedroom,1.5-bath cottage-style escape featuring a kitchen with s/s appliances,the perfect island for entertaining, a spacious dining area, living room with vaulted ceilings, oversized walk-in closet, and a Zen Den loft designed for relaxation. Conveniently located near Rte 3 with DEEDED RIGHTS to beautiful HERRING POND,this special property offers year-round living, vacation vibes, and investment potential.TWO detached finished spaces provide flexible options for a home office, craft room, guest space, kids’ retreat, and more. One detached space offers approx.200 sq.ft. with a half bath, kitchenette, dining area, and electricity, while the second offers approx.100 sq.ft. Enjoy the extensive yard, perfect for gatherings or gardening. FULL basement and storage shed offer ample storage. Side deck,2023 on-demand water heater, new well pump system in 2026, Minisplit and PARKING for 10+ vehicles. Make every day a BEACH Day at this PEACEFUL HAVEN.

83 Valley Road, Plymouth

$499,500

1 Beds ⋅ 1 Baths ⋅ 73513937 MLS

Oceanview recently renovated 720 sq ft cottage with modern light & bright interior that can remain or used for ADU / potential Inlaw situation perfect for multigenerational living. In 2024 the Cottage was completely gutted inside including ~ plumbing & electrical with 200 Amp service, all wall materials, floor covering & ceilings. Walls were removed to enlarge the ktichen & bedroom. Samsung appliances, Heating & cooling by Mitsubishi heat pump. Fiber optic internet, insulation, full basement w/ concrete floor. Engineering plans approved for a 5 bedroom septic system ( buyer responsibility ). Lot staked. Rare opportunity to build your dream home on this incredible .31 acre parcel of land with access from both Bay Shore & Tower roads offering views of Plymouth Bay, Perfectly located approx 40 miles from Boston, 20 minutes to the Cape Cod Canal. Short distance to Public Beaches / Area golf, Waterfront / Downtown where you can enjoy arts, history, fine dining & entertainment .

41 Bay Shore Dr, Plymouth

$975,000

2 Beds ⋅ 1 Baths ⋅ 73507909 MLS

These waterfront cottages are passed down through generations and rarely offered--here is your opportunity! A private, off-grid enclave accessible by 4WD or boat, Saquish offers unmatched seclusion. The open floor plan is ready for summer enjoyment, currently configured to sleep a large group. Updated roof, windows and siding. Tucked in the dunes, enjoy sweeping views, bay breezes, an oversized deck, and a second-floor balcony. This is a location defined by its rarity--where land narrows and the Atlantic surrounds you in a dynamic coastal landscape shaped by tides, light, and season. This location is where Plymouth, Cape Cod and Duxbury Bays all intersect. Wake to sunrise over the bay, spend your days with direct beach access, and end with unobstructed sunset skies. Whether a seasonal escape or legacy holding, this is a opportunity to own in one of the South Shore's most tightly held coastal settings. Short term rental potential. Ready to enjoy as is, but the possibilities are endless

Saquish Beach Blvd Unit 007, Plymouth

$989,000

2 Beds ⋅ 2 Baths ⋅ 73507825 MLS

One of few remaining homes at Owls Nest. The popular Lexington one level home features an open layout connecting the kitchen, casual dining, and great room, soaring 12' ceilings, a gas fireplace and sliding glass door leading to the deck and stairs to the rear yard. The generous primary bedroom suite includes a light filled bathroom with a large walk in shower, marble seat, dual sink vanity, and walk in closet. Guests will enjoy a secondary bedroom with a walk in closet and bathroom, this home also includes a flex room\den, dedicated work space, mud room and main floor laundry room. Additional features of this home include a bright unfinished walkout basement with a glass door leading to the rear yard. Work with our team of professionals to select from today's popular finishes, home automation, technology and outdoor living.

30 Loons Call Unit 113, Plymouth

$975,000

2 Beds ⋅ 1 Baths ⋅ 22601733 MLS

These waterfront cottages are passed down through generations and rarely offered--here is your opportunity! A private, off-grid enclave accessible by 4WD or boat, Saquish offers unmatched seclusion. The open floor plan is ready for summer enjoyment, currently configured to sleep a large group. Updated roof, windows, and siding. Tucked in the dunes, enjoy sweeping views, bay breezes, an oversized deck, and a second-floor balcony. This is a location defined by its rarity--where land narrows and the Atlantic surrounds you in a dynamic coastal landscape shaped by tides, light, and season. This location is where Plymouth, Cape Cod and Duxbury Bays all intersect!!! Wake to sunrise over the bay, spend your days with direct beach access, and end with unobstructed sunset skies. Whether a seasonal escape or legacy holding, this is a singular opportunity in one of the South Shore's most tightly held coastal settings. Short term rental potential. Ready to enjoy as is, but the possibilities are endless!

Saquish Beach Boulevard, Plymouth

$675,000

3 Beds ⋅ 1 Baths ⋅ 73496441 MLS

This 1930's cabin is located within the ''pine hills'' community. Located on 14 acres with frontage on Great Island Pond. This 3 bedroom 1/2 bath cabin has a fireplaced living room, porch facing the water and dock. Garage under can store your boat. This ''off the grid'' property is powered by Propane for the generator, stove and refrigerator. The generator powers the lights for the cabin and well water.

Off Canoe Landing, Plymouth

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