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$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
$998,000
2 Beds ⋅ 4 Baths ⋅ 73559281 MLS
PRIVATE "BEACH FRONT" HOME located on beautiful Great Herring Pond. Walk-out the front door onto your own private beach w/ a permitted dock & permitted water deck. No stairs to navigate, just a beautiful sandy shore. This immaculate home offers versatility w/ an ADU unit on the 1st floor w/ private entrance ~ large screened porch ~ bedroom, ~ laundry ~ living/dining room ~ kitchen ~ 3/4 bath. The 2nd & 3rd floors offer primary bedroom ~ den ~ office ~ 2 full & 1 half baths ~ laundry ~ open floor plan ~ great room w/ cathedral ceiling ~ dining area & fully equipped kitchen, as well as a large private deck overlooking 100+ acres of undisturbed land & unobscured views of the pond. This home has it all! Fresh paint inside & out ~ each floor has an adjustable thermostat ~ whole house generator ~ high speed internet ~ outdoor shower w/ hot & cold water ~ large storage shed ~ 6 zone sprinkler system & sweeping views of Great Herring Pond from all 3 floors! There is water & power on the water deck. 2 tandem kayaks, PFDs, docks, outdoor furniture & grill to stay for immediate summer fun! All this and less than 4 miles from Scusset Beach and the Cape Cod Canal. Come take a look ~ you won't be disappointed!

197 Roxy Cahoon Rd, Plymouth
$949,000
2 Beds ⋅ 3 Baths ⋅ 73559147 MLS
Experience luxury coastal living in this exceptional turnkey, end-unit, townhome overlooking picturesque Plymouth Harbor. Thoughtfully updated, this residence offers timeless elegance, modern upgrades, and breathtaking ocean views from every level. Recent improvements include new flooring, electrical and plumbing updates, a redesigned stairwell, updated fixtures, new water heater, and a new garage door. The entry level features a spacious guest bedroom, full bath, laundry room, one-car garage, and a cozy gas fireplace with access to a private outdoor deck. Upstairs, the open-concept main level is designed for effortless entertaining. The chef's kitchen offers abundant cabinetry, expansive counter space, double ovens, and an oversized breakfast bar. The adjoining dining area flows into the impressive living room featuring a gas fireplace, wet bar, and sliders leading to a spectacular harbor-facing deck complete with an electric fireplace and TV mount.The private primary suite occupies the upper level and offers a spacious bedroom, double closets, walk-in dressing room, and spa-inspired bath with double vanity, soaking tub, spacious walk-in shower, and mini refrigerator. Enjoy your private balcony while taking in panoramic harbor views and unforgettable sunsets. Just steps from downtown Plymouth's waterfront, restaurants, shops, marina, parks, beaches, and historic attractions. This move-in ready home offers an unparalleled lifestyle in one of the area's most desirable locations.

50 Union Street Unit 50, Plymouth
$949,000
2 Beds ⋅ 2 Baths ⋅ 73559145 MLS
Nestled along the tranquil Eel River in Plymouth’s highly sought-after Chiltonville neighborhood, this beautifully updated contemporary ranch embodies the best of sophisticated one-level living. Thoughtfully renovated with timeless style and quality craftsmanship, this exceptional residence offers two bedrooms and two full baths, blending comfort, functionality, and refined design in an idyllic waterfront setting. The heart of the home is a breathtaking cathedral-ceiling newly remolded (2026) kitchen where exposed beams and a dramatic floor-to-ceiling white brick wood-burning fireplace create a striking architectural centerpiece in the spacious living room with walls of windows to enjoy the natural light. The adjacent dining room with closet and French doors is perfect flex space. Beautifully refinished hardwood flooring flows throughout the light-filled living spaces, while the open-concept design captures peaceful views of the surrounding landscape. A beautifully crafted three-season room with custom molding and bead board ceiling provides a private retreat, while an expansive porch and oversized deck with a custom retractable awning invite effortless indoor-outdoor living. Outside, a sparkling in-ground pool with surrounding patios & storage shed overlooks a sweeping rolling lawn that gently extends to the Eel River, creating a private setting for entertaining or quiet relaxation.Additional highlights include a two-car garage under and a Title V-approved four-bedroom septic system, providing outstanding potential for a future addition or accessory dwelling unit (ADU), subject to local approvals. The lower level has a heated private office area or play room. Offering contemporary flair, exceptional outdoor amenities, waterfront beauty with the ever changing season and room to grow, this remarkable Chiltonville property is just minutes from Plymouth’s historic waterfront, beaches, shopping, restaurants, golf, and commuter routes.

61 Clifford Rd, Plymouth
$559,000
3 Beds ⋅ 2 Baths ⋅ 73559091 MLS
Back on market, buyer’s financing fell through! This turn-key, updated 1,768-square-foot split-level home in Plymouth features a level, fully fenced-in backyard. The interior includes brand-new flooring and fresh paint throughout. The layout begins on the first level, which features a spacious, standalone family room anchored by a brick accent wall and a cozy gas stove fireplace insert. Just a few steps up, the second level boasts an eat-in kitchen complete with wood cabinetry, granite countertops, and stainless steel appliances. From the kitchen, step out onto a massive rear deck with built-in bench seating that overlooks the private, fenced yard. This second floor also includes a comfortable bedroom and a full bathroom. Just four steps above that, the private primary bedroom suite sits over the garage, highlighting soaring vaulted ceilings, a ceiling fan, and French doors that open to a charming Juliet balcony.The finished basement tier below provides excellent privacy, offering a third bedroom with a double closet and its own private en-suite bathroom. Just outside this bedroom, a nicely finished foyer houses the laundry room and a walkout door to the backyard. Additional property highlights include a brand-new certified Title 5 private septic system, a tankless natural gas hot water heater, town water, and an attached two-car garage. This move-in-ready property perfectly combines privacy, modern upgrades, and local convenience.

14 Milford St, Plymouth
$1,049,000
3 Beds ⋅ 3 Baths ⋅ 73558855 MLS
One of the final WInchester homes at Owls Nest. Move in late winter 2027. This brand new two story Winchester style home features three bedrooms, three bathrooms and a bright unfinished walkout basement. From the two story foyer to the large kitchen with center 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. 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 closets. Also located on the main level, a secondary bedroom, private office, and laundry. The second floor features privacy for guests with an additional bedroom, bathroom, and loft. Located within walking distance to the community clubhouse and pool.

16 Owls Nest Unit 7, Plymouth
$410,000
2 Beds ⋅ 2 Baths ⋅ 73558735 MLS ⋅ ['White Cliffs Country Club'] BLDG.
Wow, what a value, you'll love this 2bdrm - 1.5-bath condo nestled beautifully within the SPECTACULAR, OCEANFRONT White Cliffs Country Club! Enjoy peace of mind with a newer kitchen with gorgeous white quartz countertops, stainless steel appliances, updated baths and newer HVAC! You'll love this location with a private setting offering a serene back patio and golf course views, perfect for relaxing or entertaining. Indulge in top-notch amenities: unlimited golf on a meticulously maintained course, Har-Tru tennis courts, a newly updated exercise facility, and a four-season mineral water swimming pool (under construction). Direct access to a spectacular beach lets you soak in the beauty of Cape Cod Bay—where you can order umbrella drinks and lunch and have them delivered to you on the beach! White Cliffs is a vibrant, active community hosting social events from golf and tennis tournaments to dances and wine pairing dinners. Savor dining alfresco as you overlook the breathtaking bay. Experience the best of coastal living and resort-style luxury at White Cliff's! One of the BEST KEPT SECRETS on the SOUTH SHORE! Live the Good LIFE!

6 Westcliff Dr. Unit Golfview, Plymouth
$629,000
3 Beds ⋅ 2 Baths ⋅ 73558728 MLS
The home you have been waiting for! Do not miss this bright and airy 3 Bed 1.5 Bath, Single Family in the much sought after Kingsbridge Shores community of Plymouth. This charming home is move-in ready and has loads of upside potential. The house sits on roughly a 1/2 acre, setback off the street with a lengthy driveway to comfortably provide up to 6 parking spaces and surrounded by lush woods to offer great privacy. The first floor of the house offers a large living room, separate dining area, spacious kitchen, half bath, and access to both a large farmer's porch and a deck off the the dining area. The living room has a gas fireplace and the kitchen boasts granite counters and stainless appliances. Upstairs you have three spacious bedrooms and a full bathroom, including the primary bedroom with vaulted ceilings that offer a dramatic oversized feel to the room. There is a full, walk-out basement with great ceiling height as well as a large walk-up attic with a staircase from the second floor. Both of these areas offer wonderful potential for expanding the living space. Playrooms, extra bedroom, work-from-home space, artist workshop, gym, etc. Additional bonus features include a patio/grilling area off the side of the house and an outdoor shower in the rear. Property has a passing Title V in hand. New roof installed in 2026. Navien tankless HW system and kitchen updated in 2018. As part of Kingsbridge Shores, this house offers access to a private beach parking lot with direct beach access. The location also offers easy access to the highway (Rt 3 and 6), Cape Cod, loads of commerce, and is ideal for the golf enthusiast - surrounded by numerous courses.

29 Colt Lane, Plymouth
$2,195,000
3 Beds ⋅ 5 Baths ⋅ 73558612 MLS
Not all luxury homes are created equal. Designed for those who appreciate exceptional craftsmanship, timeless design, and complete privacy, this custom-built residence at 12 Talcott Pines is a rare offering in The Pinehills. Set on a private wooded homesite abutting conservation land, this exceptional home blends elegant architecture with today’s most desirable luxury amenities.A spectacular chef’s kitchen showcases premium Thermador appliances, inset cabinetry, and stunning quartzite countertops, flowing seamlessly into beautifully designed living spaces highlighted by a coffered family room, custom millwork, built-ins, and a dedicated home office. The luxurious first-floor primary suite offers spa-inspired comfort with a quartzite bath, Toto bidet, and private Azek outdoor shower. Upstairs, inviting guest suites and a spacious bonus room provide exceptional flexibility. Designed for effortless indoor-outdoor living, the enclosed three-season porch features porcelain tile flooring, a fireplace, and a vinyl window system, opening to beautifully landscaped grounds with bluestone walkways, custom stone walls, and a gas grill hookup .Quality construction includes Hardie Plank siding, Azek trim and decking, Andersen windows and sliders, an epoxy garage floor, and expanded-width stair treads for enhanced comfort. Modern efficiency and convenience are found throughout with owned solar panels, a Generac whole-house generator, two tankless water heaters with recirculation lines, Aprilaire humidification, Honeywell smart thermostats, Rachio smart irrigation, SimpliSafe security, remote-controlled shades, and a Level 2 electric vehicle charging outlet.Enjoy The Pinehills lifestyle with championship golf, walking trails, restaurants, shopping, and resort-style amenities, all just minutes from historic downtown Plymouth, beautiful beaches and ponds, and a short drive to Cape Cod. This is luxury living at its finest!

12 Talcott Pines, Plymouth
$429,900
2 Beds ⋅ 2 Baths ⋅ 73555991 MLS ⋅ ['White Cliffs'] BLDG.
The one you were waiting for! New Lennox (26k) HVAC system, new leaf guard gutters, custom built ins surrounding fireplace, custom ceiling fans, updated kitchen and baths... no detail overlooked! White Cliffs offers ocean side clubhouse, elevator to beach, golf, tennis, swimming pool (currently being renovated), and MORE! Bright flowers surrounding entry porch. Step out door by dining area into rear yard with private paved patio. Two generous sized bedrooms, full bath with extra large, deep soaking tub connecting directly to main bedroom, Main bedroom has roomy double closets. All closets feature closet storage systems. This unit has it all...just unpack and enjoy all this seaside gated community offers. Appointments being scheduled, CALL NOW to book a time to view your next home!

84 Westcliff Unit 84, Plymouth
$889,900
4 Beds ⋅ 3 Baths ⋅ 73557805 MLS
New construction-foundation in and ready to go. Perfect family home with spacious open design 1st floor and 4 bedrooms 2nd floor. Relax in the private wooded setting of your newly built home by Premier South Shore Builder Eric Pontiff at Redbrook's newest neighborhood The Preserve on the Agawam. Our homes combine traditional New England style with contemporary living offering classic lines, open floor plans & superior quality for easy living. Enjoy all the amenities of new construction with kitchen/dining area open to living room w/gas fireplace, large mudroom w/separate entry. Step outside to the pet friendly walking trails along scenic cranberry bogs or walk to the Village Green to the YMCA . Nearby schools, beaches, ponds, golf. Easy access to Rte 3 & the Cape. Reserve this home currently under construction. Choose some upgrades -$10,000 Options Credit when you sign P&S by August 31.

18 Preservation Way, Plymouth
$599,000
3 Beds ⋅ 2 Baths ⋅ 73557748 MLS
Come discover the allure of 73 Raymond Rd, a 1987 Colonial-style single-family residence in the sought after neighborhood of THE PONDS OF PLYMOUTH. With 1789 square feet of inviting, open living space, this property is just waiting for your personal touches. The kitchen is equipped with newer stainless steel appliances, providing a functional and contemporary space for your culinary pursuits. Just off the kitchen is a lovely dining room and a front to back Living room that is spacious and inviting.The 2nd level features a large, bright primary bedroom with walk-in closet and dressing area. The other two bedrooms have double closets and plenty of windows to let in the beautiful, natural light. Outside, a large deck extends the living space, perfect for outdoor gatherings, complemented by a fire pit that invites evenings under the stars. This property offers a thoughtful layout- with a little TLC you can create an ideal setting for your next chapter.

73 Raymond Rd, Plymouth
$1,049,000
2 Beds ⋅ 3 Baths ⋅ 73557554 MLS ⋅ ['Saltash At Chiltonville'] BLDG.
Saltash at Chiltonville, situated on 25 wooded acres deed-restricted for no future development, is an exceptional 55 + neighborhood of only 48 duplex condos constructed reminiscent of the area’s quintessential historic homes. The architect reimagined four classic Chiltonville homes - the Greek Revival, Cottage, Half Cape & Half Colonial ranging from 2300 to 2700 sq ft (plus additional bonus rooms) with 2 car garages & full basements. First floor owner's suites, private yards & patios, clubhouse, pool, fitness center & pet friendly. Saltash was conceptualized, designed & constructed with a Net Zero goal in mind. All the amenities you expect along with the finest details & craftsmanship you deserve. Residents may enjoy reduced energy cost, natural wildlife, mature trees & surrounding native plantings. Near Downtown / waterfront, beaches, and area golf. Saltash & Plymouth have everything you need to live your life to the fullest. Lot 19 is a Half Colonial with a walk out lower level. Model homes ready to preview. 50% SOLD

46 Sandwich Road Unit 19, Plymouth
$555,000
2 Beds ⋅ 3 Baths ⋅ 73557392 MLS ⋅ ['The Highlands At Ocean Point'] BLDG.
Beautiful townhouse with direct, private access to the sandy shore of White Horse Beach! Perched high on Manomet Point, the Highlands at Ocean Point offer a bird’s-eye view of the coastline, with breathtaking vistas of Cape Cod Bay and Scokes Pond. Residents enjoy an array of amenities, including an inground swimming pool, tennis and pickleball courts, clubhouse, and private walkway to the beach, making this one of the area’s most sought-after communities. Stylishly updated and impeccably maintained, this turnkey townhouse features custom cabinetry, granite countertops, and stainless-steel KitchenAid appliances. Large windows fill the inviting living space with natural light and beautifully highlight the gleaming hardwood floors. Step outside to the private rear deck, where views of the ocean and Scokes Pond create the perfect setting to relax with a good book or unwind at the end of the day. Upstairs, two spacious bedrooms capture stunning water views.The primary ensuite features a spa-like bath with a tiled shower, double vanity, and heated towel warmers. Ample closet space throughout the home is complemented by a large, dedicated storage room on the lower level. This exceptional property offers the perfect blend of carefree living, modern updates, and amenities. Just minutes from area shops, restaurants, historic attractions, marinas, golf courses, and downtown Plymouth with its fabulous dining and nightlife. Nothing to do but move in and enjoy the area!

25 Highland Terr. Unit 2505, Plymouth
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 73557389 MLS
A distinguished custom-built New England-style home by Karbott Construction. Designed for those who appreciate a harmonious blend of privacy and accessibility. Featuring 4 well-appointed bedrooms, 2.5 baths, a grand owner's suite with a cathedral ceiling, 2nd-floor flex space, and hardwood floors. The first floor offers an abundance of natural light and an open yet defined layout, with a bright, spacious home office, family room, and formal dining room used as a den. All of this is situated on a double lot of 2.2 acres that adjoins David E. Alper Preserve with walking trails. Plenty of room for an ADU or a potential house lot (buyer to do due diligence). The back of the lot extends to Carter’s River, with access to 90-acre Little Herring Pond, or a stroll to Triangle Pond, both perfect for kayaking, skating & swimming. Fully recreational 376-acre Great Herring Pond is just down the street. Nature lovers' paradise. Fully landscaped front & back with rock walls & mature plantings, two connected deck areas, and a large, level, private backyard ideal for entertaining. Walk-out basement with private entrance; future expansion possibility. Two-car garage with EV charging station. Whole-house generator! Minutes to Cape Cod Canal, beaches, and area golf. We invite you to schedule your private viewing to fully appreciate the distinctive qualities of this remarkable property.

95 Little Herring Pond Rd, Plymouth
$750,000
2 Beds ⋅ 3 Baths ⋅ 73557250 MLS
Single family attached home located in the fabulous 55+ Great Island neighborhood in the award winning Pinehills.This home feels tucked away on a quiet street with a wooded view and yet is coveniently located within close proximity to all of the Great Island amenities. This Milton style floor plan is a home that offers the open concept living and private spaces —ensuring a flexible backdrop for your most private and sociable moments to comfortably unfold. First floor has the sought after primary suite with double vanity, a tub that the grandkids will love and a walk in closet. Also on the first floor is the office/library with built in bookcases as one of your private spaces. Kitchen with painted cabinets and cozy eat in area tucked away from the primary bedroom for those early risers. The screen porch is the perfect spot for your morning cup of coffee or your adult beverage in the evenning while you catch the summer breezes. Sweeping staircase to the second floor has the ideal, perfectly private spaces for your guest with their own ensuite and sitting area all their own. Clubhouse with indoor pool and jacuzzi, fitness center, billiards, card & craft rooms, great room w/ fireplace, ball room for fitness classes to entertainment. Walking trails, Outdoor tennis, Pickle Ball & Bocce. Access to Great Island Pond for kayaking.

7 White Trellis, Plymouth
$989,000
8 Beds ⋅ 5 Baths ⋅ 22603671 MLS
Premier Plymouth equestrian facility with exceptional opportunity to own a turnkey 5.5+-acre equestrian estate designed for the serious horse enthusiast, trainer, or boarding operation. This impressive property features an 18-stall horse barn complete with automatic waterers in every stall, individual turnouts, a heated tack room, wash area, huge loft and 1-bedroom, 1-bath apartment--ideal for an on-site manager, trainer, or guest accommodations. Ride year-round in the expansive 160' x 70' indoor riding arena, offering ample space for training, lessons, and conditioning regardless of the season. The thoughtfully designed facility provides everything needed for a professional or private equestrian operation. In addition there is an option to buy the 4 car garage with a charming 2-bedroom apartment above for an additional $689k. A truly one of a kind equestrian offering combining exceptional flexibility, and direct access to miles of riding trails in Myles Standish state forest! The income potential and possibilities are endless with this little slice of heaven yet close to everything that Plymouth has to offer!

9 Riesling Road, Plymouth
$639,000
3 Beds ⋅ 3 Baths ⋅ 73556390 MLS
GPS 615 Wareham Rd., Plym....Welcome to Pond Walk A Newly Constructed community within walking distance to beautiful White Island Pond. The Plymouth is ready for occupancy. Featuring a functional layout with open floor plan flowing from living to dining to kitchen seamlessly. The kitchen is spacious with wood cabinets and crown to the ceiling, quartz counters, recessed lighting, an island for additional storage/ prep space and a pantry, Move into the eat in dining space great for all the casual meals, looking into the living rm it has huge windows for perfect lighting. The formal dining room could easily be used for an office or playroom as it is well connected to heart of the home. Laundry is on the first floor along with a half bath. Up the stairs is 3 spacious bedrooms with great closets. and 2 full bathrooms. The primary bedroom has a large walk-in closet and attached full bath. Going out back to a beautiful, landscaped yard and stone patio. Nothing left to do but move in.

5 Bumblebee Dr, Plymouth
$1,600,000
73556379 MLS
Premier Plymouth equestrian facility with exceptional opportunity to own a turnkey approx 6.5 acre equestrian estate designed for the serious horse enthusiast, trainer, or boarding operation. This impressive property features an 18-stall horse barn complete with automatic waterers in every stall, a heated tack room, wash area, huge loft, and a 1-bedroom, 1-bath apartment--ideal for an on-site manager, trainer, or guest accommodations. Ride year-round in the expansive 160' x 70' indoor riding arena, offering ample space for training, lessons, and conditioning regardless of the season. A 4 car garage carriage house with an updated 2 bedroom/1 bath apartment right next to the indoor for added convenience and overflow guests or income. The thoughtfully designed facility provides everything needed for a professional or private equestrian operation. A rare offering with incredible flexibility, buyers also have the option to purchase a 4,200± square foot 5 bedroom residence situated on an additional 10+ acres creating a premier equestrian compound. A truly one of a kind equestrian offering combining exceptional flexibility, and direct access to miles of Myles Standish state forest riding trails!

9 Riesling Rd, Plymouth
$989,000
73556380 MLS
Premier Plymouth equestrian facility with exceptional opportunity to own a turnkey 5.5+ acre equestrian estate designed for the serious horse enthusiast, trainer, or boarding operation. This impressive property features an 18-stall horse barn complete with automatic waterers in every stall, a heated tack room, wash area, huge loft, a 1-bedroom, 1-bath apartment--ideal for an on-site manager, trainer, or guest accommodations. Ride year-round in the expansive 160' x 70' indoor riding arena, offering ample space for training, lessons, and conditioning regardless of the season. The thoughtfully designed facility provides everything needed for a professional or private equestrian operation. A rare offering with incredible flexibility, buyers also have the option to purchase more acrage and buildings on the property creating a premier equestrian compound. The additional buildings includes a 4 car garage carriage house with updated 2 bedroom/1 bath apartment above on 1 acre and a stunning 4,200± square foot 5 bedroom residence situated on an additional 10+ acres. A truly one of a kind equestrian offering combining exceptional flexibility, and direct access to miles of riding trails into Myles Standish state forest! This has unlimited rental income and lots of possibilities!

9 Riesling, Plymouth
$1,065,000
3 Beds ⋅ 3 Baths ⋅ 73556262 MLS
Fabulous Bradford" style home nicely situated in a private neighborhood in The Pinehills. Beautifully landscaped yard. Freshly painted open floorplan with a living room, dine-in area, kitchen & family room with access to outdoor private backyard. Hardwood flooring throughout the main living areas of the home. Spectacular remodeled kitchen, with professional appliances and quartz countertops, opens to the family room with access to the new Azek deck. Amazing butler's pantry in between the kitchen and dining room. Primary suite with remodeled bathroom and heated floors plus 3 closets. Second floor with sizeable loft, 2 guest rooms and a full bath. Owned solar panels. No electricity bills! A generator for the whole house. New on demand hot water heater. Lower level framed and ready to finish. This home has it all. Close to Stonebridge Club pools, tennis courts, function rooms and exercise facility and an abundance of clubs to join. SHOWINGS START AT OPEN HOUSE ON 8/1 2:00-3:00.

28 Barnswallow, Plymouth
$869,000
4 Beds ⋅ 3 Baths ⋅ 73556214 MLS
Welcome to 24 Mayflower Drive, where coastal charm meets flexible living in one of Plymouth's most desirable seaside neighborhoods. Offering over 3,400 square feet of living space, this beautifully maintained 4 bedroom, 3 full bathroom home features a versatile layout with two updated kitchens, making it ideal for extended households, guests, or a variety of living arrangements. The spacious primary suite offers water views, while the rooftop deck provides the perfect place to relax and enjoy scenic views of the bay. Just a short stroll to Surfside Beach, this property is located in the sought-after Surfside Estates neighborhood with no homeowners association. Outside, you'll find a fenced backyard, an oversized shed (yes, that has water views too!), a one-car garage, and a generous lot with ample off-street parking. Combining exceptional space, flexibility, and a premier location, this is a rare opportunity to enjoy all that Plymouth's lifestyle has to offer.

24 Mayflower Drive, Plymouth
$1,950,000
3 Beds ⋅ 3 Baths ⋅ 73556046 MLS
Amazing 8 acre property in Chiltonville with views of the Gurnet lighthouse & the Atlantic Ocean from high atop Sandwhich Rd hill. This large contemporary boasts a spacious gourmet kitchen, high-end 6 burner stove, rotisserie, griddle, granite countertops, island seating, pantry, breakfast nook & stunning views out to the mahogany deck overlooking a private estate. Formal dining room, front to back living room & charming fireplace. Main bedroom suite, walk-in closet & private bath, 2 additional bedrooms & huge room over the garage. 1st floor laundry, freshly painted inside & out, irrigation, propane generator with auto back up, Seller owned solar panels, wood stove in basement, dog kennel, well water, new purifier, ductless mini splits AC & heat pump, security sys, vegetable garden, grapevine pergola, wooded trails, beautiful lawn & gardens, 2 car garage, overhead door for walkout basement. So much land to admire & wildlife for your family to enjoy. Don't miss this rare opportunity to own a piece of property this size in the heart of desirable Chiltonville. 2mi to Plymouth Beach, 4mi to downtown Plymouth, seconds to rte 3.

60R Sandwich Rd, Plymouth
$425,000
2 Beds ⋅ 1 Baths ⋅ 73555950 MLS
OPEN HOUSE SUN AND MON. Welcome to this beautifully updated 2-bedroom, 1-bath townhouse in one of Plymouth's most desirable locations! Just 10 minutes from Plymouth's beaches and historic waterfront, this move-in-ready home offers the perfect combination of modern upgrades, convenience, and future value.The renovated kitchen features new appliances and updated finishes, while major improvements throughout the home include a new roof, all new windows, new siding, and a newer gas heating system, providing comfort, efficiency, and peace of mind.A standout feature is the unfinished space already equipped with water supply and drain lines, offering an excellent opportunity for the new owner to add a half bathroom with permits. This value-added upgrade can enhance both everyday functionality and future resale value.Additional highlights include two spacious bedrooms, ample storage, gas heat, and two deeded parking spaces. Residents also enjoy access to outstanding community amenities, including a swimming pool, fitness room, and community clubhouse.Conveniently located near Plymouth Country Club, this home is just minutes from historic downtown Plymouth, Plymouth Harbor, Nelson Memorial Park Beach, shopping, restaurants, golf courses, walking trails, schools, and Route 3 for an easy commute to Boston or Cape Cod. Nearby conveniences include Colony Place shopping, grocery stores, medical facilities, and entertainment, making this an ideal location for year-round living or a weekend retreat.Whether you're a first-time homebuyer, downsizing, or looking for an investment in one of Plymouth's most sought-after areas, this beautifully updated townhouse offers exceptional value, low-maintenance living, and the opportunity to build additional equity. Don't miss your chance to make this wonderful home yours!

12 State Rd Unit 2E, 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
$3,895,000
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
$915,000
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
$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
$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
$1,875,000
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

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