Plymouth Real Estate

Welcome to Plymouth, Massachusetts, a picturesque coastal town steeped in rich history and natural beauty. Known as "America's Hometown," Plymouth is where the Pilgrims first landed in 1620, making it a significant landmark in American history. Today, this charming town blends its storied past with modern living, offering a unique lifestyle that attracts residents and visitors alike.

Nestled along the scenic shores of Cape Cod Bay, Plymouth boasts stunning ocean views and an abundance of recreational opportunities. Whether you're strolling along the historic waterfront, exploring the iconic Plymouth Rock, or visiting the renowned Plimoth Patuxet Museums, there's always something to engage the curious mind. The vibrant downtown area is filled with delightful shops, artisanal eateries, and cozy cafes, making it the perfect place to unwind and soak in the local culture.

For nature lovers, Plymouth offers a wealth of outdoor activities. With beautiful beaches, lush parks, and hiking trails, residents can enjoy everything from swimming and fishing to kayaking and birdwatching. The nearby Myles Standish State Forest provides a serene escape with over 12,000 acres of woodlands and ponds, perfect for camping and hiking enthusiasts.

Education is a priority in Plymouth, with excellent public and private schools that cater to families. The community is known for its friendly atmosphere and strong sense of belonging, making it an ideal place to raise children or enjoy retirement.

Whether you're looking to buy your first home, invest in a vacation property, or find the perfect retirement retreat, Plymouth offers a diverse range of real estate options to suit every lifestyle. Come discover the charm of Plymouth, where history meets modern living in a breathtaking coastal setting!

Newest Listings in Plymouth

$895,000

4 Beds ⋅ 4 Baths ⋅ 22603564 MLS

Nestled in the sought-after Pine Hollow neighborhood in the Ponds of Plymouth near Little Herring Pond, this beautifully maintained 4 bedroom, 3.5 bath Colonial offers exceptional space, flexibility, and privacy. Backing to conservation land, the home features a spacious eat-in kitchen with center island, formal dining room with wainscoting, inviting family room with custom built-ins and gas fireplace, hardwood floors, and a first-floor office. Upstairs you'll find four generous bedrooms, including a spacious primary suite with walk-in closet, soaking tub, sitting area, and second-floor laundry. The finished lower level adds incredible versatility with a large recreation room, play area, bonus guest suite, full bath, and abundant storage. Outside, enjoy a private backyard with patio, fire pit, playset, and wooded backdrop. Two-car garage, central air, natural gas heat, and minutes to beaches, golf, shopping, dining, and scenic walking trails. Short drive to downtown Plymouth and easy highway access to Boston. Make this well maintained home yours!

34 Perseverance Path, Plymouth

$949,900

3 Beds ⋅ 4 Baths ⋅ 22603414 MLS

Step into a home that instantly feels warm, welcoming & timeless. Set on a 1.4 acre lot this beautifully maintained contemporary colonial offers the perfect blend of classic New England charm & comfortable everyday living. At the heart of the home is a stunning farmhouse style kitchen designed for gathering, entertaining & creating lasting memories. Rich, wide-plank pine floors flow seamlessly adding warmth & character, while an abundance of oversized windows fills the home with natural light, creating a inviting atmosphere that's rare to find in a traditional Colonial. Built in 1987 with exceptional detail & craftsmanship, this home has been lovingly maintained & reflects quality that stands the test of time. Generous living spaces & unique design make it truly special. If you're looking for a home with warmth & authenticity this home really delivers. Expansive corner lot offering plenty of privacy. This is the kind of comfort that makes you feel at home the moment you walk through the door. Adding to it's appeal: deeded access to a nearby pond, where you can launch a kayak & enjoy the tranquil surroundings! Full list of added features available upon request. Please ask for it!!

1 Timberlane, Plymouth

$1,999,900

3 Beds ⋅ 6 Baths ⋅ 22603295 MLS

Once a Pinehills model home, this exceptional custom-built home showcases the outstanding craftsmanship of Kistler & Knapp Builders. Offering nearly 6,000 sq. ft., the property features a main residence and private guest house connected by a heated floating bridge, ideal for extended family or multigenerational use. Two beautifully appointed kitchens with Wolf and Sub-Zero appliances, custom cabinetry, soaring ceilings, abundant natural light, and two fieldstone fireplaces (one gas, one wood-burning) create warm, inviting spaces for everyday living and entertaining. The finished lower level includes a media room, bonus room, cedar closet, and flexible recreation space. Beautifully landscaped grounds offer a welcoming front porch, expansive deck with fire pit, bluestone patio, koi pond and an outdoor kitchen. Enjoy the exceptional lifestyle of The Pinehills, with championship golf, scenic walking trails, restaurants, shops, and a vibrant community just moments from your door.

4 Kettle View, Plymouth

$560,000

3 Beds ⋅ 3 Baths ⋅ 22603179 MLS

Some sunrises you drive to the beach. Some mornings you sit on the front porch with your coffee and let the morning come to you. Here, both are on the table. Whitehorse Beach is close enough to be part of your routine, not an occasion. So is downtown historic Plymouth - the waterfront, the restaurants, the kind of place that reminds you why you chose coastal Massachusetts in the first place. The Cape Cod Canal is 15 minutes south. Boston is about an hour north. You're not choosing between a life here and a life out there. You're choosing both. The townhouse itself is newer construction, lived-in and warm. Light moves through the open first floor the way it should. Out back, a private deck that earns its keep - lunch in the afternoon, wine for two as the day fades. The HOA handles the grounds, which means the lawn looks the way it does in the photos, and your weekends stay yours. The basement is unfinished and ready for your vision - gym, home office, extra bedroom, man cave, or simply storage. In a townhouse condominium, that kind of room to grow is rare. Low monthly fees make the whole equation work. More home, more location, more life - without the upkeep that gets in the way

49 Drum Drive, Plymouth

$1,950,000

3 Beds ⋅ 4 Baths ⋅ 22603146 MLS

From the moment you step through the door, sweeping views of the Jones Course immediately command your attention, setting the tone for a truly exceptional lifestyle. Uniquely customized, the home is tucked at the end of a quiet road overlooking the 9th green & surrounded by peaceful woodlands - offering a rare blend of privacy, luxury and refined recreational living. Step out your back door to the course, perfect your short game on the private putting green, or relax in the hot tub. Ideally located, the home is just a short stroll to the Club, Village Green, The Market, restaurants and services. The open-concept main level features a dramatic two-story family room, kitchen and dining area with expansive sliders opening to outdoor living. First-floor primary suite plus guest bedroom and full bath offer flexible one-level living, while the upper and lower levels provide ideal space for guests, entertaining or extended stays. This property delivers the very best of The Pinehills lifestyle

48 Briarwood, Plymouth

$3,995,000

5 Beds ⋅ 5 Baths ⋅ 22602802 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 Pine hills Golf Club and under four miles from historic downtown Plymouth, this sanctuary perfectly blends secluded natural luxury with everyday convenience.

140 Drew Road, Plymouth

$920,000

4 Beds ⋅ 3 Baths ⋅ 22602327 MLS

Located in Plymouth's highly desirable Chiltonville Village, on a quiet peaceful road, sits this large magnificent 3-story colonial home, offering a private setting yet is only a short distance to downtown, Plymouth Beach, Bramhall's Country Store, Plimoth Patuxet & highway access. Enter through the foyer w/cathedral ceiling & grand staircase. 1st floor kitchen has cherry cabinets, granite countertops & stainless-steel appliances, breakfast bar, and is open to the family rm w/slider to outside deck. Deck also connects to the 4-season vaulted ceiling sunroom, making for easy entertaining. 1st floor continues with large living rm, dining rm, bedrm & full bathrm. 2nd floor spacious master suite has cathedral ceilings, sitting rm w/double closets, walk-in closet, two vanities, jacuzzi tub, shower, and fireplace. Two other bedrms and the laundry room complete the 2nd floor. 3rd floor bonus suite has bedrm or office, & storage. Relax & enjoy nature in the treehouse feeling of the back deck.

24 Winding Way, 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

$1,000,000

22601568 MLS

Rare mixed-use opportunity in one of Downtown Plymouth's most desirable locations! This versatile property offers the unique ability to live and work in the heart of it all, just minutes to the waterfront, dining, shopping, and the vibrant energy of the downtown scene. The first floor has previously been used for a small business, featuring flexible space ideal for office, retail, or service use, complete with multiple baths for convenience. The second level offers four bedrooms and additional living space, providing great potential for owner-occupancy or rental income. Property includes 3 full baths and 2 half baths, efficient gas heat, and a full basement for storage. Enjoy a front row seat to Plymouth's iconic parade and year-round events. Street parking available. A rare chance to own a highly visible and adaptable property in an unbeatable location!

96 Court Street, Plymouth

$2,300,000

22601509 MLS

Prime opportunity in the heart of vibrant downtown Plymouth! This well-established restaurant space offers exceptional visibility along a high-traffic corridor surrounded by popular shops, dining, and year-round foot traffic. The inviting interior features a spacious dining room with warm finishes, ample seating, and a welcoming entry, ideal for a turnkey dining experience or reimagined concept. Large storefront windows provide natural light and strong street presence, while the layout supports efficient service flow. Positioned in a sought-after location just moments from the waterfront, public parking, and local attractions, this is a rare chance to own a prominent commercial space in one of Plymouth's most desirable business districts. Endless potential for restaurateurs or investors looking to capitalize on a thriving coastal market.

10-12 Court Street, Plymouth

$659,900

2 Beds ⋅ 2 Baths ⋅ 22601287 MLS

Price Improvement! A unique opportunity awaits at 76 Court Street, presenting a premium condominium residence that beautifully integrates established architecture with modern comfort. Located just one block from the scenic Plymouth waterfront, this prime location puts you steps away from boutique shopping, acclaimed dining, and iconic landmarks, offering an unmatched coastal lifestyle all within an easy commute to Boston and Cape Cod. The interior showcases stylish appeal with luxury vinyl plank flooring, a gourmet kitchen featuring sleek granite countertops and stainless steel appliances, and recessed overhead lighting throughout the space. Within this thoughtfully designed home, two tastefully appointed bedrooms provide tranquil environments for repose; the main bedroom offering a peaceful sanctuary including an en-suite full bathroom with double sink vanity. Meticulously maintained and truly move-in ready, this home features amenities including a fully equipped fitness center, a function room for gatherings, an outdoor grilling area, private locked storage room and two assigned parking spaces. Welcome home to The Residences at The Armory!

76 Court Street, Plymouth

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 22600759 MLS

Overlooking the 18th hole of the Jones Golf Course, this elegant 3-bedroom, 3-bath home sits in the highly sought-after Pinehills community. Built by Toll Brothers, a premier luxury homebuilder, the residence features soaring ceilings and expansive windows that flood the open floor plan with natural light and frame beautiful golf-course views.The chef's kitchen flows seamlessly into the living and dining areas, highlighted by a gas fireplace and a formal dining space ideal for entertaining. The first-floor primary suite offers a spa-like bath and generous closet space. Upstairs, a spacious loft provides flexible living options, complemented by ample storage throughout the home. A full basement offers exceptional expansion potential.Located just a short stroll from the Village Green, Mirbeau Inn & Spa, and the Village Sports Club, this home combines luxury with convenience. The property is in excellent condition and may be sold fully furnished. Stonebridge Club membership--featuring tennis, a pool, fitness facilities, and community activities--is included in the HOA. Measurements are approximate, Buyers and their agent are encouraged to verify all information contained within.

34 Briarwood, Plymouth

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