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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.

34 Nautical Way, Plymouth
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 73555510 MLS
FIRST OPEN HOUSE 8/16 11-1:30 34 Nautical Way in Plymouth’s highly sought-after Ship Pond Estates is ready for you to call home! This exceptional property delivers the perfect blend of comfortable indoor living and a thoughtfully designed outdoor living area. On the first floor, a huge eat-in kitchen opens seamlessly to the living room, creating an inviting space for everyday living and entertaining. The first floor also features a primary suite and a huge walk-in closet, complete with an attached bathroom. There is also an additional bathroom and dedicated laundry room! Upstairs, you’ll find three more large bedrooms and two full bathrooms, one of which is en-suite. Expansive additional living space above the garage offers an open area ideal for gathering with family and friends. Downstairs, the finished basement provides flexible living space perfect for a rec room, home gym, media space, or guest quarters—and it already features a built-in bar!Step outside to the property’s standout feature: a massive addition that includes a beautiful pool and dedicated pool house, creating your own private backyard oasis. Enjoy complete privacy and security with the fully fenced-in yard, supported by a professional retaining wall. A dedicated irrigation system keeps the landscaping lush and low-maintenance, while outdoor audio sets the perfect soundtrack for poolside entertaining. A whole-home generator provides reliable backup power and peace of mind year-round. Located just minutes from the ocean, this home offers coastal living at its finest with upgrades that truly set it apart. Don’t miss this rare opportunity!

34 Nautical Way, Plymouth

Listing courtesy of Listing Agent: Kyle Walker from Listing Office: RE/MAX Vantage.

11 Charlemont Rd Unit WINTER, Plymouth
$2,700
3 Beds ⋅ 4 Baths ⋅ 73555050 MLS
LUXURY WINTER RENTAL Available October 1, 2026 until May 15, 2027! Wonderful 9 room Victorian features 3 bedroom, 3 1/2 bath, separate living areas. Access to Priscilla Beach Association Beach. Fireplaced living room opens into Dining and Kitchen area with access to large deck. Bedroom and full bath (shower) completes first floor. Grand stairway leads to second Floor with 2 bedrooms, (one with ocean view), half bath and full bath (tub/shower). Roomy second family room, additional bath (shower), counter with farmhouse sink, refrigerator, laundry, and exterior access to patio on lowest level. Third floor's balcony with panoramic ocean views. Easy access to Route 3, Boston or Cape Cod. Tenant responsible for propane for heat, electric, snow removal. Landlord maintains lawn, lease includes wifi. Application must be submitted before any showings may be scheduled. Full credit report required for final approval. NO SMOKING and NO PETS please.

11 Charlemont Rd Unit WINTER, Plymouth

Listing courtesy of Listing Agent: Wendy Pomeroy from Listing Office: Plymouth Sails Realty, LLC.

76 Ellisville Green, Plymouth
$799,000
4 Beds ⋅ 4 Baths ⋅ 73554514 MLS
Welcome to 76 Ellisville Green, a beautifully maintained contemporary colonial set on a private 1.38-acre lot in one of Plymouth’s most desirable Cul d Sacs. With 4,254 sq ft, 4-bedroom septic, 3 bedrooms + multiple flex spaces, and 4 bathrooms, this home offers exceptional versatility for multi-generational living, work-from-home needs, or future bedroom expansion.The main level features a dramatic two-story family room with oversized windows, a spacious kitchen in excellent condition, formal dining room, and a large living room perfect for entertaining. A first-floor bath and multiple bonus rooms create ideal options for a guest suite or office.

76 Ellisville Green, Plymouth

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

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.

9 Clare Rd, Plymouth
$3,499,000
4 Beds ⋅ 4 Baths ⋅ 73536484 MLS
Perched on approximately 2 private acres overlooking Cape Cod Bay, this exceptional custom-built MacKenzie Brothers residence offers panoramic water views stretching to Provincetown on clear days. Designed to capture breathtaking sunrises & sunsets, this luxury retreat blends timeless craftsmanship with modern convenience. Features include cherry hardwood floors, radiant heat, marble & stone baths, & a chef’s kitchen with Brazilian granite, Thermador appliances, walk-in pantry, & a stunning handcrafted Santorini tile mural. The four-season sunroom showcases endless bay views, while resort-style amenities include an in-ground pool, hot tub, multi-mode infrared sauna, raised garden beds, & beautifully manicured grounds. A private path leads to a private Beach, offering effortless access to the shoreline & coastal lifestyle. Highlights include 3-car garage, 2 driveways, tiled lower level, solar panels, smart home technology/security systems. This property is an extraordinary sanctuary.

9 Clare Rd, Plymouth

Listing courtesy of Listing Agent: Selling South of Boston Team from Listing Office: Keller Williams Realty Colonial Partners.

48 Briarwood, Plymouth
$1,875,000
3 Beds ⋅ 4 Baths ⋅ 73526335 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

Listing courtesy of Listing Agent: Kim Sweeney from Listing Office: Engel & Volkers, South Shore.

205 Taylor Avenue Unit A, Plymouth
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 73522115 MLS ⋅ ['Whip-Po-Will White Horse Beach'] BLDG.
Waterfront / Beachfront ~ Introducing Whip-Po-Will at White Horse Beach, an exclusive new coastal development by MEGRYCO, Inc., one of Plymouth’s premier luxury builders. Perfectly positioned along the shoreline, this limited offering of two oceanfront residences blends timeless New England architecture with elevated modern coastal design. Each home will feature 4 bedrooms and 3.5 baths, including two primary suites ( one on the 1st floor) thoughtfully planned for flexibility, privacy, and effortless seaside living. Classic white board-and-batten and clapboard siding, black architectural roofing, cable railings, and Azek mahogany-finish composite decking create a refined exterior built for the coastal elements. Inside, open-concept living spaces are designed to capture sweeping ocean views, natural light, and a clean, sophisticated beachside aesthetic with elevated finishes throughout. Full basements offer additional storage and future expansion potential. Completion anticipated Summer

205 Taylor Avenue Unit A, Plymouth

Listing courtesy of Listing Agent: Lynne Morey from Listing Office: Coldwell Banker Realty - Plymouth.

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.

42 Fairway Dr Unit Golfview, Plymouth
$750,000
3 Beds ⋅ 4 Baths ⋅ 73499647 MLS ⋅ ['White Cliffs Country Club'] BLDG.
**ROOM TO LIVE. SPACE TO GATHER. A LIFESTYLE TO LOVE.**There are homes that simply give you more—more space, more comfort, more ways to entertain and, at White Cliffs, an extraordinary lifestyle just outside your door. This spacious **3-bedroom, 3.5-bath Villa** offers all of that and more, beautifully positioned overlooking the **14th fairway with coveted western exposure and spectacular sunset views**. Step inside to a home that feels warm, inviting and wonderfully spacious. Recently painted interiors provide a fresh backdrop for gleaming hardwood floors, beautiful built-in bookcases and two gas fireplaces**, creating rooms with character and a sense of timeless comfort. The generous living areas are made for connection—whether it’s a quiet evening by the fire, cocktails with friends before dinner, or a house filled with family for the holidays. The main level offers an easy flow from room to room, with plenty of space for both casual living and more formal entertaining. Large windows invite natural light inside while framing the surrounding landscape and fairway beyond. As afternoon turns to evening, the home’s western exposure becomes something truly special. Pour a glass of wine, settle in and watch the sky transform as the sun sets over the course—one of those simple pleasures that never gets old.The **walk-out lower level is an exceptional extension of the home**. With impressive **9-foot ceilings**, a gas fireplace and direct access outdoors, it feels bright, open and completely connected to the rest of the living space. Imagine a fabulous family room, billiard area, media space, guest retreat—or all of the above. It’s the kind of space that allows everyone to spread out while still feeling together. And then there’s **White Cliffs Country Club**, where owning a home means becoming part of a lifestyle. Start the morning with a round of golf on a course overlooking **Cape Cod Bay**, meet friends for tennis on the Har-Tru courts, enjoy a workout, take a swim, or ride the funicular down to the private sandy beach for an afternoon by the water. When evening arrives, enjoy dinner overlooking the Bay, drinks with friends, or one of the many social events that bring this community together. Golf, tennis, beach days, dining, fitness, games, tournaments, dances and impromptu gatherings with neighbors who quickly become friends—White Cliffs offers countless ways to enjoy your days without ever having to leave home.

42 Fairway Dr Unit Golfview, Plymouth

Listing courtesy of Listing Agent: Mary Gugenheim from Listing Office: Coldwell Banker Realty - Plymouth.

73 Kestrel Heights Unit 50, Plymouth
$1,149,000
3 Beds ⋅ 4 Baths ⋅ 73493897 MLS
Last two story Winchester home at Owls Nest. This brand new two story Winchester style home features three bedrooms, four bathrooms and a bright finished walkout basement with a full bathroom. From the two story foyer to the large kitchen with a quartz island, open to the fireplaced great room which includes 18' ceilings, gas fireplace, hardwood flooring and expansive windows. Step through a glass door to the included deck with stairs to the rear yard and treed views beyond. The luxurious first floor primary bedroom suite includes a light filled bathroom with a large walk in shower, marble seat, dual sink vanity, linen and walk in closet. Also located on the main level, a secondary bedroom, private office, and laundry room. The second floor features privacy for guests with an additional bedroom, bathroom, finished storage room and loft. This home includes today's popular finishes, security, home automation and outdoor living design. Don't miss this spectacular home!

73 Kestrel Heights Unit 50, Plymouth

Listing courtesy of Listing Agent: Christine Sweeney from Listing Office: Toll Brothers Real Estate.

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.

15 Broadleaf Unit 0006, Plymouth
$1,039,000
2 Beds ⋅ 4 Baths ⋅ 73490453 MLS ⋅ ['Broadleaf'] BLDG.
Ideally located just steps from the Village Green, this move-in ready Hager plan offers an open-concept layout perfect for everyday living and entertaining. The spacious kitchen features abundant cabinetry, a walk-in pantry, and a large center island overlooking the great room. The sun-filled primary suite includes a generous walk-in closet and a luxurious en suite bath with an oversized shower. A versatile flex room, powder room, and conveniently tucked-away laundry complete the main level. Upstairs, you'll find an oversized loft, a secondary bedroom and full bath, plus a finished bonus room. The finished walkout basement provides additional living space, while the rear deck offers direct sunset views overlooking mature trees. Designer-selected finishes enhance every room. Residents enjoy access to the Stonebridge Club, featuring a clubhouse, pools, fitness center, and tennis courts. Move-In today!

15 Broadleaf Unit 0006, Plymouth

Listing courtesy of Listing Agent: Christine Sweeney from Listing Office: Toll Brothers Real Estate.

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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