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$589,900
2 Beds ⋅ 2 Baths ⋅ 22603808 MLS
Waterfront botanical garden retreat. Come experience the true peace of nature all around you in this very private lakefront home. Four total lots being sold together make for a very private space. Imagine the possibilities within this delightful property. Wonderful open floor plan welcomes you with its first-floor kitchen/dining and living room as well as two bedrooms and a bath. Enjoy the wood burning fireplace as you marvel at the amazing sunsets with your ample water views. Large deck for summer dining. Good size sleeping loft for the overflow of guests. Walkout Basement is finished with an additional bedroom, half bath and family room. Great walkout patio that leads right down to the pond and dock. Enjoy the amazing flowering trees and perennial. Pick your own blueberries from the garden. Watch the wildlife as you relax or take a kayak over to the sandy beach. Property is close to all major highways for easy commute. Just a short ride to the Cape Cod Canal, Onset, and Scusset beaches! Easy access to the Cape Cod Bridges or downtown Plymouth. Truly the perfect location! Motivated sellers! Bring offers! Motivated sellers! Bring offers!

7 Cranberry Road, Plymouth

Listing courtesy of Listing Agent: Judy M Chauvin (jchauvin@comcast.net) from Listing Office: Cape Landing Real Estate.
$761,900
2 Beds ⋅ 3 Baths ⋅ 73560086 MLS
NEW CONSTRUCTION – Ready for October delivery! Brand New Floor Plans at Symington Woods. The beautifully designed "Tidewater" floor plan features an open-concept 1st floor layout perfect for modern living. The spacious kitchen offers a large pantry and a seamless flow into the dining and living areas, ideal for entertaining. Step out from the living room onto a private deck with peaceful treetop views. With 3 spacious bedrooms and 2.5 baths, this home combines style, comfort, and functionality. Tons of storage in the unfinished walk-out basement or huge potential for more living space! Don’t miss the opportunity to own this exceptional new construction home with a one year builder warranty. Proudly built by Whitman Homes.

14 Snapdragon, Plymouth

Listing courtesy of Listing Agent: Timothy Porter from Listing Office: East Bay View Realty LLC.
$589,900
2 Beds ⋅ 2 Baths ⋅ 73560076 MLS
Waterfront botanical garden retreat. Come experience the true peace of nature all around you in this very private lakefront home. Four total lots being sold together make for a very private space. Imagine the possibilities within this delightful property. Wonderful open floor plan welcomes you with its first-floor kitchen/dining and living room as well as two bedrooms and a bath. Enjoy the wood burning fireplace as you marvel at the amazing sunsets with your ample water views. Large deck for summer dining. Good size sleeping loft for the overflow of guests. Walkout Basement is finished with an additional bedroom, half bath and family room. Great walkout patio that leads right down to the pond and dock. Enjoy the amazing flowering trees and perennial. Pick your own blueberries from the garden. Watch the wildlife as you relax or take a kayak over to the sandy beach. Property is close to all major highways for easy commute. Just a short ride to the Cape Cod Canal, Onset, and Scusset beaches! Easy access to the Cape Cod Bridges or downtown Plymouth. Truly the perfect location! Motivated sellers! Bring offers!

7 Cranberry Road, Plymouth

Listing courtesy of Listing Agent: Judith Chauvin from Listing Office: Cape Landing Real Estate.
$549,000
3 Beds ⋅ 2 Baths ⋅ 73560058 MLS
Tucked away on a peaceful cul-de-sac, this beautifully maintained Cape offers the perfect blend of comfort, privacy, and an unbeatable Plymouth lifestyle. Nestled on nearly a half-acre of professionally landscaped grounds, this 3-bedroom, 1.5-bath home welcomes you with warm hardwood floors, a spacious open-concept living area highlighted by soaring ceilings, exposed beams, and a cozy fireplace. The finished lower level provides flexible living space ideal for a family room, home office, gym, or playroom, while the bright, functional layout makes everyday living and entertaining effortless.Step outside to your own backyard retreat, where a spacious deck overlooks the expansive yard featuring mature landscaping, an above-ground pool, and plenty of room for summer barbecues, gardening, pets, or simply relaxing in your private outdoor oasis. Location is where this home truly shines. Just minutes from White Horse Beach, The Pinehills, and Route 3, you'll enjoy easy access to Cape Cod, Boston, and beyond. Spend weekends exploring historic downtown Plymouth's waterfront, restaurants, boutiques, breweries, and cultural attractions, all just a short drive away. Golf enthusiasts will appreciate nearby courses, while shopping, dining, and everyday conveniences are all within easy reach. Offering the tranquility of a quiet neighborhood with exceptional access to everything the South Shore has to offer. Don't miss this awesome opportunity!

12 Henry Drive, Plymouth

Listing courtesy of Listing Agent: Julie Gallant & Jack Murphy Team from Listing Office: Plymouth Village, Inc..
$819,000
4 Beds ⋅ 4 Baths ⋅ 73558546 MLS
ALL OFFERS DUE BY 9/15. An exciting price improvement! This fully renovated home in July 2026 from the studs in boasts 3,184 square-feet features 12 rooms, 6 bedrooms, 4 full bathrooms, 2 fireplaces and an oversized 3 car heated garage and new mini splits (54,000 BTUs). Private lower level with new kitchen, full bath with laundry, and two additional bedrooms per in-law or guest suite. This property is a must see nestled in a West Plymouth neighborhood. 4-bedroom new septic May 2026. Two new kitchens with granite countertops, four new bathrooms, all new flooring, new modern light fixtures, plumbing and paint. Exterior of home has maintenance free vinyl siding, newer windows and roof. Primary suit has a cathedral custom bathroom and three closets. Home offers a third cathedral living with soaring ceilings perfect for entertaining. This property is a unicorn and has tremendous value. Located minutes from route 3, Kingston MBTA train station, restaurants and downtown Plymouth.

34 Surrey Dr, Plymouth

Listing courtesy of Listing Agent: Lisa Berry from Listing Office: Simply Sell Realty.
$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.
$1,145,000
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

Listing courtesy of Listing Agent: Ann Peck from Listing Office: Mayflower Realty, Inc..
$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

Listing courtesy of Listing Agent: Lynne Morey from Listing Office: Coldwell Banker Realty - Plymouth.
$560,000
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

Listing courtesy of Listing Agent: Christopher Sheridan from Listing Office: Symmetry Realty.
$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

Listing courtesy of Listing Agent: Christine Sweeney from Listing Office: Toll Brothers Real Estate.
$1,290,000
5 Beds ⋅ 3 Baths ⋅ 5103229 MLS
Experience the best of mountain living at this exceptional custom residence in Hawk Resort, offered fully furnished for a turnkey opportunity. Set on 1.33 private acres with seasonal views of Lake Amherst and Okemo Mountain, this impeccably maintained home offers over 3,500 square feet of thoughtfully designed living space between Okemo's Jackson Gore Base and Killington's Skyship Gondola. Built with an uncompromising commitment to quality, craftsmanship, and energy efficiency, where exceptional construction extends beyond what meets the eye. Carefully engineered for Vermont's climate, every detail was carefully considered, from its superior mechanical systems and premium materials to the care and improvements that have kept the property in exceptional condition. The kitchen, dining area, and great room flow effortlessly together, making it the heart of the home and creating an inviting space where family and friends gather together. The home features soaring cathedral ceilings, expansive windows, and a dramatic floor-to-ceiling stone fireplace. The great room and primary bedroom provide access to the three-season porch and expansive composite deck, creating effortless indoor-outdoor living. The lower level is complete and features a walkout to a beautifully crafted paver patio, where you can enjoy the property's serene natural setting year-round. Offering five bedrooms, two full and one three quarter baths, a flexible floor plan includes a finished walkout lower level with a spacious family room, a recreation area, a dedicated office, and ample space for family and guests, and 5 zone heating and cooling on the main level . Meticulously landscaped grounds, a paved driveway, and an exceptional 34'x28' garage with extra-deep bays allowing room for vehicles, recreational equipment, a workshop, and extensive storage above. A rare offering where timeless craftsmanship, exceptional quality, and an unmatched mountain lifestyle come together in one remarkable property.

39 Snowy Owl Ln, Plymouth

Listing courtesy of Heidi Matusik from Ski Country Real Estate. ()
$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

Listing courtesy of Listing Agent: Matthew Petty from Listing Office: FRAME Residential.
$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

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

Listing courtesy of Listing Agent: Sue Meharg from Listing Office: E.J. Pontiff Properties.
$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

Listing courtesy of Listing Agent: Susan Kiefer from Listing Office: RE/MAX Real Estate Center.
$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

Listing courtesy of Listing Agent: Michele Monteiro from Listing Office: Keller Williams Elite.
$499,900
3 Beds ⋅ 3 Baths ⋅ 24194875 MLS
Escape the hustle and bustle take a look at this charming country contemporary in a beautiful private setting. The road dead ends into the forest with walking paths. The Livingroom is the focal point with high ceilings and a master crafted stone fireplace. Walk out the sliders to an expansive deck where you can sit on a lounge chair and enjoy the impressive country views. Kitchen with huge center bar opens into the living room. Plus you still can enjoy the formal dining room which has doors leading out to a comfy screened summer porch and open patio. Perfect house for entertaining! Primary bedroom has a full bath with walk in shower, his and her closets plus convenient laundry area. Second bedroom has the main bath close by. The huge Family room offers the perfect area for fun gatherings and entertaining. Off this room is the 3rd bedroom or private office plus 1/2 bath. There are 2 spacious garages, one has heat for working on your car. Natural stone walls adorn the front of this home which sets on a beautiful scenic 2.2 acre lot. There is a 640 sq ft barn on the property with 2 stalls for animals (town and neighbor approval needed) but can be used for storage etc. 2 year old roof on house and barn. 3 zone heat. 1485 Sq ft on first fl. 600 sq ft finished lower level. Total 2085 sq ft. The peacefulness is so relaxing. Come take a look.

30 Bissell Rd, Plymouth

Listing courtesy of Paula Kendall from Country Manor Realty. (860) 559-9349 (860) 589-2100
$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

Listing courtesy of Listing Agent: Pinehills Resale team from Listing Office: Pinehills Brokerage Services LLC.
$450,000
3 Beds ⋅ 2 Baths ⋅ 5102572 MLS
Tucked away on a quiet road in Hawk Resort, this charming 3-bedroom, 2-bath mountain retreat offers privacy, warmth, and easy access to Vermont's best four-season recreation. Just under 1,300 square feet, the home is thoughtfully designed to make the most of its inviting spaces, with random-width pine floors, a classic fieldstone fireplace, and abundant windows that bring in natural light and views of the surrounding woods. The open living area flows to a spacious deck, creating the perfect setting for morning coffee, evening gatherings, or simply enjoying the peaceful natural surroundings. Ideally located halfway between Killington Resort and Okemo Mountain Resort, you'll enjoy convenient access to skiing, golf, hiking, mountain biking, and endless outdoor adventure. Nearby lakes offer swimming, kayaking, and fishing, while the charming village of Woodstock is just 30 minutes away for shopping, dining, and exploring. Showings start 8/4.

232 Soaring Hawk Rd, Plymouth

Listing courtesy of Debra Staniscia from Four Seasons Sotheby's Int'l Realty. (debra.staniscia@fourseasonssir.com)
$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

Listing courtesy of Listing Agent: Amanda L DeFazio (amanda.defazio@raveis.com) from Listing Office: William Raveis Real Estate & Home Services.
$625,000
3 Beds ⋅ 1 Baths ⋅ 24194576 MLS
WHAT IF HOME FELT LIKE YOUR OWN PRIVATE GETAWAY? Hidden among nearly 9.8 acres of beautiful CT countryside is a warm, updated three-bedroom home offering something increasingly difficult to find-privacy, nature, versatility and space to make your own. Inside, hardwood floors and fresh updates create an inviting atmosphere. The kitchen offers abundant cabinetry and stainless-steel appliances, while the remodeled bathroom, new furnace, newer roof and new upstairs carpeting make this home ready to enjoy. The floor plan includes one first-floor bedroom and two additional bedrooms upstairs, providing flexibility for today's changing lifestyles. Step outside and the possibilities expand dramatically. Explore your own wooded trails. Create beautiful gardens. Enjoy wildlife outside your window. Bring your outdoor hobbies. Dream about horses, a hobby farm or simply having almost ten acres where weekends can feel like a vacation. Need space for cars, tools, toys or projects? The oversized detached two-car garage with loft provides exceptional additional storage and workspace.

251 Wolcott Rd, Plymouth

Listing courtesy of Agnes Nawrocki from William Raveis Real Estate. (203) 641-8649 (203) 272-0001
$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

Listing courtesy of Listing Agent: Shellye Blake from Listing Office: Century 21 Tassinari Gold.
$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

Listing courtesy of Listing Agent: Pinehills Resale team from Listing Office: Pinehills Brokerage Services LLC.
$650,000
3 Beds ⋅ 2 Baths ⋅ 73556242 MLS
Welcome home to this beautifully updated 3-bedroom, 2-bath raised ranch nestled in one of West Plymouth's most sought-after neighborhoods! Combining modern updates with timeless comfort, this home is ready for you to move right in. From the moment you step inside, you'll appreciate the stylish luxury vinyl plank flooring that flows throughout the home and the beautifully remodeled bathroom. Energy-efficient mini-split systems provide year-round comfort while helping lower heating and cooling costs. One of the home's biggest upgrades is the brand-new 50-year architectural roof, giving you peace of mind for decades to come. Newer windows add to the home's efficiency and curb appeal. Step outside and discover your own backyard retreat! A huge deck provides the perfect space for summer barbecues, outdoor dining, or simply relaxing with family and friends. Cool off in the above-ground pool on warm New England days and enjoy the private outdoor space all season long. Need extra space? The detached 2-car garage offers electricity and attic storage—perfect for a workshop, hobbies, or all your seasonal gear. Whether you're entertaining on the expansive deck, enjoying the pool, or take advantage of everything Plymouth has to offer, this home checks all the boxes. Conveniently located just minutes from shopping, restaurants, schools, highways, and historic downtown Plymouth, you'll enjoy the perfect balance of neighborhood charm and everyday convenience.

23 High Pine Dr, Plymouth

Listing courtesy of Listing Agent: Brenda Sutherland from Listing Office: RE/MAX Real Estate Center.
$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

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

Listing courtesy of Listing Agent: Nathan Meyer from Listing Office: eXp Realty LLC.
$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.
$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

Listing courtesy of Listing Agent: Mark Anderson (mark.anderson@redfin.com) from Listing Office: Redfin Corporation.
$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

Listing courtesy of Listing Agent: Mary Wall (gildedgirlsgroup@gmail.com) from Listing Office: Beach Homes Realty, LLC.
$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

Listing courtesy of Listing Agent: Kerri L Wick (kerri.wick@sir.com) from Listing Office: Sotheby's International Realty.

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