Browse All Plymouth MA 5 Bedroom Properties for Sale

Gracefully poised along coveted Warren Avenue, this exquisitely renovated 1900 Queen Anne Shingle Style residence offers a rare blend of historic character and modern luxury—just moments from Plymouth Harbor, Long Beach, and all that downtown has to offer. Enjoy seasonal ocean and harbor views from the expansive front porch—perfectly suited for morning coffee or evening unwinding. Lovingly redesigned starting in 2023, the home was reimagined with the collaborations of Home Design Studio and Knox Interior; thoughtfully transforming its flow for modern living while preserving the architectural integrity and distinctive character of its origins. Rich in detail and exceptional craftsmanship, the residence spans over 4,600 square feet and features five bedrooms and four full baths, including two ensuite primary retreats—offering remarkable flexibility for multigenerational living, extended family, or hosting with ease. Sunlight streams through the home, illuminating custom millwork, built-ins, and carefully curated finishes throughout. At the heart of the home, the bespoke kitchen balances beautiful design with exceptional functionality, creating a natural gathering place for both everyday living and memorable entertaining. A first-floor bedroom blends seamlessly into the four season room, complemented by a full bath providing additional living flexibility, while the second floor primary suite is a sanctuary unto itself—an exquisitely appointed private oasis. The expansive Ipe deck becomes a natural extension of the home, thoughtfully arranged for outdoor living and entertaining with a spa, generous sectional seating, dining area, grilling space, and pergola. Sliding doors and additional access from the home create an effortless connection between indoors and out, while steps lead to the surrounding professionally kept grounds. A home where every detail has been intentional - offering timeless elegance, modern comfort, and the unmistakable character of quintessential New England coastal living. Be sure to watch the lifestyle video

65 Warren Ave, Plymouth

Listing courtesy of Listing Agent: Sheri Sibley from Listing Office: Engel & Volkers, South Shore.

$889,000

5 Beds ⋅ 3 Baths ⋅ 73559897 MLS

This is a single family home. HOWEVER, it is laid out perfectly for multigenerational living or side-by-side living. See floor plan in photos. Single family listing is MLS# 73556214 for additional info. No HOA fee, beach access, addition with home upgrades completed in 2008. Appraisal completed 7/6/26. Value was ABOVE current asking price. New septic at closing. Reach out with any questions.

24 Mayflower Drive, Plymouth

Listing courtesy of Listing Agent: Ricardo Real Estate Group from Listing Office: Keller Williams South Watuppa.

$3,290,000

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.

$868,000

5 Beds ⋅ 4 Baths ⋅ 73549622 MLS

Set back from the road for exceptional privacy, this lovingly maintained Colonial welcomes you with a charming farmer's porch, mature landscaping, perennial gardens, and a peaceful tree-lined setting. The versatile floor plan features five bedrooms and 3.5 baths, including four bedrooms on the second floor and one on the main level, along with first- and second-floor primary suite options, home office space, and generously sized rooms throughout. Highlights include a welcoming living room with a wood-burning fireplace and hardwood floors, a formal dining room, and a spacious kitchen with a bump-out dining area ideal for everyday meals and entertaining. Step outside to enjoy the private backyard oasis, complete with an updated composite deck overlooking the landscaped yard, where a serene koi pond enhances the zen-like atmosphere. Located in a desirable neighborhood with nearby walking trails and access to Morey's Pond for fishing and kayaking, plus convenient access to Route 3A.

88 Early Red Circle, Plymouth

Listing courtesy of Listing Agent: Shana Lundell from Listing Office: Coldwell Banker Realty - Plymouth.

$850,000

5 Beds ⋅ 3 Baths ⋅ 73548983 MLS

Located in Plymouth's thriving downtown district this property presents an excellent investment opportunity or owner-occupied option. Ideally situated just minutes from Route 3, downtown Plymouth's restaurants and shops, Nelson Memorial Park, the waterfront, and numerous local attractions, the location offers strong tenant appeal. The units have been thoughtfully updated in recent years and feature modern kitchens and bathrooms, recessed lighting, spacious bedrooms, tiled showers, and refinished wide pine hardwood floors. A full basement provides on-site laundry and additional storage, while the private driveway offers ample off-street parking. The spacious yard and storage shed add valuable outdoor amenities, making this a highly desirable property for both tenants and owners alike.

211 Court St, Plymouth

Listing courtesy of Listing Agent: Patrick Ryan from Listing Office: Ryan Realty Group LLC.

$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..

$689,000

5 Beds ⋅ 2 Baths ⋅ 73531723 MLS

Conveniently located just minutes from vibrant downtown Plymouth, this well-maintained two-family property offers flexibility for investors and owner-occupants. Each unit provides comfortable living space with separate entrances and strong rental potential.

42 Standish Ave, Plymouth

Listing courtesy of Listing Agent: Cara Williams from Listing Office: Compass.

$1,299,000

5 Beds ⋅ 4 Baths ⋅ 73530107 MLS

Set on 2.23 private acres w/stunning views from nearly every room, this pond front retreat offers the ultimate waterfront lifestyle. Enjoy swimming, fishing, kayaking, sailing, and paddle boarding on the beautiful 98-acre kettle pond, part of the Six Ponds Association, right from your private dock and swimming raft. Relax on 4 expansive decks overlooking the water and flower gardens. Enjoy the peach, pear, and apple fruit trees in the orchard on the hill. Extensively renovated in 2024, the home features cathedral ceilings, walls of glass, a great room with gas fireplace, chef’s kitchen with granite counters, stainless appliances, skylights with solar shades, and a spacious first-floor primary w/ensuite. The walk-out lower level offers 4 bedrooms/office space, family room, and 2 new full baths, perfect for entertaining. Additional highlights: new furnace systems, central air, sprinklers for flower beds, 3-car garage, and easy access to the highway, golf, dining, fitness, and shopping.

818 Long Pond Rd, Plymouth

Listing courtesy of Listing Agent: Cody Rohland from Listing Office: The Firm.

$1,375,000

5 Beds ⋅ 3 Baths ⋅ 73524516 MLS

Nestled in the heart of Plymouth’s highly sought-after Chiltonville neighborhood, 47 Clifford Road is a rare offering—an extraordinary circa-1750 riverfront estate that blends historic New England charm with modern comfort. This charming 5-bed, 2.5-bath Gambrel home features wide-pine floors, multiple fireplaces, and flexible living spaces filled with historic character. Set on 2.3+ acres enjoy serene views of the scenic Eel River, rolling lawns, mature plantings this property provides a rare blend of privacy and charm just minutes from downtown Plymouth, beaches, and Route 3 for easy commuting.A standout feature is the spacious detached multi-vehicle garage with a full second story—perfect for storage, a workshop, or future expansion. With 6+parking spaces and classic wood-shingle exterior, the property maintains its historic character while offering modern convenience.First showings Open house

47 Clifford Rd, Plymouth

Listing courtesy of Listing Agent: Tara Iula D'Angelo from Listing Office: Coldwell Banker Realty - Duxbury.

$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.

$2,995,000

5 Beds ⋅ 4 Baths ⋅ 73500481 MLS

Built in 1928 and beautifully preserved, 4 Priscilla Beach Road is an oceanfront gambrel home in one of Plymouth’s most coveted enclaves. With 5 bedrooms, 3.5 baths, and a walk-out finished lower level, this is a home built for timeless gatherings, strategic retreats, and year-round enjoyment. Imagine water views from nearly every room; evening rituals spent watching sweeping sunsets; and effortless access down the private staircase to the association’s sandy beach. A seawall frames your shore; and beyond being a spectacular year-round residence, it has a proven, high-yielding rental history, so for buyers seeking both personal use and income potential, this home delivers. This is more than an ocean view. It’s a legacy coastal home in a historic neighborhood, with rare beach access, a resilient rental record, and the prestige that comes from Plymouth’s elite waterfront row. Seize this opportunity to command a slice of one of New England’s most enduring shorelines.

4 Priscilla Beach, Plymouth

Listing courtesy of Listing Agent: Ashley Brennan from Listing Office: Gibson Sotheby's International Realty.

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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