Plymouth, MA Real Estate Search

Plymouth, MA 5 Bedroom Homes for Sale

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Newest Plymouth, MA 5 Bedroom Homes for Sale

53 Beaver Dam Rd, Plymouth
$699,000
5 Beds ⋅ 4 Baths ⋅ 73590084 MLS
Fantastic opportunity to own a spacious side-by-side two-family home in desirable Manomet, privately set back from the road on a large, level lot. Designed with privacy and flexibility in mind, each unit features its own separate driveway, basement, yard space, deck, and laundry hookups.Both units offer an inviting first-floor layout with an eat-in kitchen, comfortable living room, and half bath. Upstairs, one unit includes two bedrooms plus a home office, while the second offers three bedrooms, with a full bath in each unit.Additional features include low-maintenance vinyl siding, generous outdoor space, and excellent separation between the two residences. Conveniently located near The Pinehills, area beaches, shopping, pharmacies, highway access, and other local amenities.An excellent opportunity for an owner-occupant looking to offset expenses, an investor seeking strong rental potential, or those in need of a multi-generational living setup.

53 Beaver Dam Rd, Plymouth

Listing courtesy of Listing Agent: The D'Entremont Group from Listing Office: Keller Williams Realty Signature Properties.
8 Winter St, Plymouth
$1,180,000
5 Beds ⋅ 4 Baths ⋅ 73585350 MLS
Steeped in Plymouth history, 8 Winter Street is a remarkable historic residence offering a rare opportunity to own a treasured piece of New England's architectural heritage. Known as the Sgt. William Harlow Family Homestead, this distinctive gambrel-roofed Cape reflects generations of history, craftsmanship, and timeless character. Thoughtfully preserved and expanded over the centuries, including a substantial 19th-century addition, the home showcases exquisite period details throughout, including exposed wood beams, wide-plank wood flooring, and five fireplaces. Offering five bedrooms and 3.5 baths, including a first-floor primary suite, the home blends historic charm with modern conveniences, including an automatic gas generator. Listed on the National Register of Historic Places, this extraordinary property is situated on a .48-acre level lot in a desirable in-town location with ocean views, just a short stroll to Stevens Field Beach and Park, and minutes from Plymouth's historic waterfront, shops, and restaurants. A detached two-car carriage-style garage offers possible ADU potential, subject to approvals, while a separate outbuilding offers an inspiring setting for an art studio. A potting shed and gorgeous perennial gardens throughout the grounds create a gardener's dream. Town water , sewer and natural gas. A rare opportunity to embrace historic coastal New England living in the heart of Plymouth.

8 Winter St, Plymouth

Listing courtesy of Listing Agent: Lynne Morey from Listing Office: Coldwell Banker Realty - Plymouth.
7 Hibiscus Ln, Plymouth
$1,699,000
5 Beds ⋅ 5 Baths ⋅ 73582835 MLS
Set in one of Chiltonville’s most sought-after enclaves, this stately brick-front colonial offers a rare blend of elegance, privacy, and golf-course living. Nestled on a serene, tree-lined lot directly abutting the 13th green of Plymouth Country Club, the property delivers both prestige and peaceful natural surroundings. Adding to its charm and versatility, the property was formerly operated as a bed-and-breakfast, showcasing its welcoming layout and potential for future use. The bright and spacious lower level offers a versatile living area with a well-appointed kitchen featuring granite countertops, custom cabinetry, and abundant storage. Currently occupied by an excellent tenant, the space provides an attractive opportunity for rental income while also offering flexibility for extended living arrangements, a private guest area, home office, an in-law apt or additional recreational space.The home’s classic brick façade is enhanced by beautiful arched windows that bring character and abundant natural light throughout. The Great Room serves as the heart of the home, featuring a grand wood-burning fireplace and seamless flow into the spacious Kitchen, an ideal layout for entertaining and everyday living. A first-floor primary retreat adds convenience and flexibility, while rich African mahogany hardwood floors bring warmth, character, and craftsmanship across the main level. Upstairs, the home offers three well-proportioned bedrooms, including a Jack-and-Jill bathroom connecting two of the rooms. A loft area provides additional flexible living space, perfect for a reading nook, play area, or home office. Throughout the home, there is generous closets and storage space, adding practicality to its elegant design. Recent significant update includes newer cedar wood shingled roof consistent with its elegant design. Private road, not a drive by!

7 Hibiscus Ln, Plymouth

Listing courtesy of Listing Agent: Sandrine Brennan from Listing Office: William Raveis R.E. & Homes Services.
23 Russell Mills Rd, Plymouth
$1,419,900
5 Beds ⋅ 5 Baths ⋅ 73582534 MLS
Opportunity to own a spacious Cape Cod-style home situated on an impressive 18.3-acre lot in Plymouth. Offering approximately 3,838 sq. ft. of living area, this property features 10 rooms, 5 bedrooms, 3 full baths, 2 half baths, 4 fireplaces and a 2-car attached garage. The home offers two levels of living space plus a full basement. The expansive acreage provides privacy and tremendous potential for buyers seeking substantial acreage and living space in Plymouth. Property is occupied. Please do not disturb occupants or approach the property. Property is being sold as-is. Buyer and buyer's agent to perform their own due diligence and verify all information.

23 Russell Mills Rd, Plymouth

Listing courtesy of Listing Agent: Carlos Feliciano from Listing Office: Vylla Home.
24 Mayflower Drive, Plymouth
$849,000
5 Beds ⋅ 3 Baths ⋅ 73559897 MLS
This is a single family home on public record.** Room to come together. Space to spread out. Private beach rights to Surfside Estates—and no HOA! Ask how eligible buyers could save over $700 per month on principal-and-interest payments during the first year with a 2-1 temporary mortgage buydown! Can't make the open house this weekend? NO PROBLEM, reach out to schedule a virtual tour today! This spacious coastal home offers approximately 3,450 square feet, 4-5 bedrooms, 3 full bathrooms, and a layout designed for multigenerational living. Two updated kitchens and multiple living areas provide flexibility for extended households, visiting guests, and everyday life, with space to gather while maintaining privacy.Enjoy water views from the primary suite, take in scenic bay views from the rooftop deck, or head to nearby Surfside Beach using your private beach rights. From morning coffee to evenings by the coast, this home offers more than space—it offers a lifestyle.Outside, a generous 0.43-acre lot features a fenced backyard, oversized storage shed, one-car garage, and ample off-street parking. A new septic system will be installed before closing.Looking for payment options? Ask your lender whether a 2-1 temporary mortgage buydown is available for your financing. Eligible arrangements can reduce your principal-and-interest payments during the first two years, with full note-rate payments beginning in year three. Availability, funding source, costs, and qualification requirements depend on the lender and loan program. Savings depend on loan amount, note rate, and program terms; payments increase in year two and reach the full note-rate payment in year three. Ask for the financing example, costs, and eligibility details.Discover the space, flexibility, and coastal setting of 24 Mayflower Drive.

24 Mayflower Drive, Plymouth

Listing courtesy of Listing Agent: Ricardo Real Estate Group from Listing Office: Keller Williams South Watuppa.
214 Sandwich St, Plymouth
$3,190,000
5 Beds ⋅ 4 Baths ⋅ 73559499 MLS
Waterfront Estate — 3 Acres, one mile from downtown Plymouth. This rare waterfront estate offers scale, privacy, and sweeping harbor views. The property features a 5,800 sq ft main home with a four-car garage, a 1,100 sq ft guest/pool house, a tennis court, and a swimming pool.The main residence has been stripped to the studs and reconfigured to maximize water views — offering a strong foundation for renovation or new construction. Recent lot line adjustments provide approximately 2 buildable acres. Additional features include gas heat, town water/sewer, and a fully permitted dock. With over 400 feet of waterfront between Boston and Cape Cod, this is a rare opportunity to create a premier South Shore estate.

214 Sandwich St, Plymouth

Listing courtesy of Listing Agent: Nick Rivers from Listing Office: Compass.
88 Early Red Circle, Plymouth
$849,000
5 Beds ⋅ 4 Baths ⋅ 73549622 MLS
Set back from the road on a private, wooded one-acre lot, this lovingly maintained Colonial is tucked within the sought-after Harrison Woods neighborhood, where approximately 72 acres of surrounding conservation land create a uniquely peaceful setting. Located on a quiet loop road with a strong sense of neighborhood connection, this home offers a rare combination of privacy and community. Enjoy morning coffee while watching deer pass through the winter landscape and hummingbirds visit the gardens each summer. Inside, the flexible five-bedroom, 3.5-bath floor plan provides generous space for work, guests, hobbies, and everyday living, while the updated composite deck and tranquil koi pond create a private backyard retreat. Ideally situated near walking trails, Morey's Pond for fishing and kayaking, Indian Brook Elementary School, and Route 3A, this special Harrison Woods property offers the perfect blend of nature, convenience, and neighborhood appeal.

88 Early Red Circle, Plymouth

Listing courtesy of Listing Agent: Shana Lundell from Listing Office: Coldwell Banker Realty - Plymouth.
140 Drew Rd, Plymouth
$3,895,000
5 Beds ⋅ 5 Baths ⋅ 73532558 MLS
Experience unparalleled privacy in this gated, fully fenced 10-acre estate built in 2023, boasting over 600 feet of pristine water frontage on Great South Pond and abutting 40+ acres of protected conservation land with walking trails. Crafted with quality 2x6 framing, the main home features oak hardwood floors, quartz countertops, an open floor plan with a gas fireplace, a game room, and breathtaking views from every room. Enjoy a private sandy beach on crystal-clear, peaceful waters where gas-powered boats are restricted. A separate apartment above the three-car garage includes a full kitchen, bath, and laundry. Modern essentials include a generator, a Trex deck, and robust keypad security and video monitoring. An older waterfront guest cottage offers incredible potential. Located minutes from Pinehills Golf Club and under four miles from historic downtown Plymouth, this sanctuary perfectly blends secluded natural luxury with everyday convenience.

140 Drew Rd, Plymouth

Listing courtesy of Listing Agent: Mark Anderson from Listing Office: Redfin Corp..
16 Ellisville Rd, Plymouth
$810,000
5 Beds ⋅ 4 Baths ⋅ 73515895 MLS
Exceptional 5-bedroom, 3.5-bath Colonial nestled on a private 0.86-acre lot, offering the perfect blend of space, comfort, and style. A 2-car attached garage, oversized driveway, and abundant parking provide everyday convenience. Inside, you'll find an inviting open layout with hardwood floors, a beautifully appointed kitchen featuring granite countertops, island, and stainless steel appliances, a formal living room with fireplace, a tucked-away family room with wet bar, home office, and first-floor half bath. The second level offers four spacious bedrooms, including a serene primary suite with a custom tile shower and private bath. The expansive entire third-floor bedroom suite with its own full bath is ideal for guests, multigenerational living, or a private getaway. Relax in the fenced backyard with an oversized composite deck, all just minutes from beaches, Ellisville Harbor State Park, shopping, dining, and major highways. Welcome Home!

16 Ellisville Rd, Plymouth

Listing courtesy of Listing Agent: Jeffrey Monast from Listing Office: Conway - Wareham.
31 Ellisville Rd, Plymouth
$5,500
5 Beds ⋅ 4 Baths ⋅ 73491128 MLS
OFF SEASON RENTAL-AVAIL Oct 2026..Stunning oceanfront nestled on 1.5 acres of panoramic ocean views in Ellisville Harbor. Chef's kitchen, breakfast nook, dining room w/ gorgeous views of Cape Cod bay from every window! 4 beds, 3 baths, over 3,500 sf of versatile living space. A beautiful great room featuring beamed cathedral ceilings, double-sided gas fireplace, & sliders to the deck. The 2nd level boasts the primary suite & 2 additional bedrooms. Contemporary & sun-filled with a heated oceanside saltwater pool, hot tub & 2 decks perfect for entertaining. A walkout lower level office, family room & bedroom. Separate guest quarters over the 2 car garage available at an additional fee would total 5 bedrooms, 4 baths. Short stroll to Landing Way beach, minutes to Cape Cod Canal & area golfing. Tenant is responsible for all utilities, landscaping, pool maintenance, trash & snow removal. Owner pays water and taxes. Liability/content insurance policy required. First, last & security is due upon signing lease. Full app. package required. Pets negotiable. Guest quarters above garage is negotiable. $5500 per mo through March or April of 2027.

31 Ellisville Rd, Plymouth

Listing courtesy of Listing Agent: Margo Pisacano from Listing Office: Margo & Company.
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