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11 Tall Pines, Plymouth
$699,900
3 Beds ⋅ 2 Baths ⋅ 73568020 MLS
Looking for move-in ready? This is the home you've been searching for! This beautiful Colonial has been getting a makeover since 2018 and is ready for its next owner. The sun-drenched kitchen features quartz countertops, gleaming hardwood floors, and a wonderful view of the fully fenced backyard, where you can watch the kids or dogs play. Step right out onto the deck from the kitchen, making summer BBQs and entertaining a breeze. The attached garage offers convenient access to the home, while the kitchen flows into the dining and living rooms, creating a great space for gathering. A first-floor full bathroom and laundry room add everyday convenience, while three generously sized bedrooms are located upstairs. The partially finished basement offers additional flexible space, with a spotless utility/storage area and walkout access to the beautiful backyard. Also the owned solar panels are a major bonus, helping make the home nearly self-sufficient while putting money back in your pocket during the summer months when the system produces excess energy. Old school neighborhood feel where the basketball hoops are always in use and kids still play outside! Thoughtfully updated and ready to enjoy, this home is one you won't want to miss!

11 Tall Pines, Plymouth

73 Raymond Rd, Plymouth
$559,000
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

95 Little Herring Pond Rd, 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. 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 with hardwood floors. 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). Huge walk out basement with private entrance as well as sliders to patio and is rough plumbed for bath - Think In-Law Potential!! 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

24 Mayflower Drive, 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

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

23 Black Cat Rd, Plymouth
$749,900
3 Beds ⋅ 3 Baths ⋅ 73553885 MLS
Welcome to this Colonial nestled on a private wooded lot in one of Plymouth's desirable neighborhoods. This spacious home offers an open-concept floor plan with hardwood floors throughout the main level, a bright kitchen featuring granite countertops, a center island, and stainless steel appliances, flowing seamlessly into the inviting family room with a gas fireplace. A separate media room provides the perfect space for movie nights, gaming, or entertaining. Upstairs you'll find three generously sized bedrooms, including a spacious primary suite with a private bath. The full unfinished basement offers excellent storage and outstanding potential for future expansion. Additional features include central air, a two-car attached garage, and a private backyard oasis with a saltwater in-ground pool, deck, and mature landscaping. Conveniently located near shopping, dining, golf, Myles Standish State Forest, Plymouth's waterfront, beaches, and historic downtown.

23 Black Cat Rd, Plymouth

64 South Street, Plymouth
$649,000
3 Beds ⋅ 2 Baths ⋅ 73553297 MLS
Price Improvement! Step into the best of coastal living with this thoughtfully updated Antique colonial, ideally situated in an unbeatable neighborhood setting near downtown, beaches, and more. Perched just above a beloved local playground and park, this home puts community and nature right at your doorstep, offering the ultimate convenience for daily dog walks, outdoor recreation, and weekend leisure. Completely reimagined with careful attention to detail, the home showcases a stunning array of custom finishes throughout, including curated custom wallpaper, designer light fixtures, and timeless beadboard accents where classic charm seamlessly meets modern living. The warm and inviting kitchen features high-end Marmoleum flooring made from renewable and natural materials. Offering exceptional flexibility, the first floor includes a bright dining room, a welcoming living room, and a convenient bedroom and full bathroom that provide effortless single-level accessibility or a perfect home office setup. The second level hosts two bedrooms, each with generous closets, alongside an updated second full bathroom. Designed to maximize its abundant sunshine, the property is equipped with a Sun Run Solar system that generates significant credits to offset the electric bill. Outside, a generous long driveway, a one-car garage with a workshop area, and a flat grassy lawn create an ideal space for entertaining and everyday ease.

64 South Street, Plymouth

31 Cooke Road, Plymouth
$835,000
4 Beds ⋅ 3 Baths ⋅ 73547993 MLS
Welcome to this stately Colonial nestled in one of West Plymouth's most desirable neighborhoods! Offering 4 spacious bedrooms, a dedicated home office (or potential 5th bedroom), and 2.5 baths, this beautifully maintained home is ideal for today's growing family. Nearly every major improvement has been completed within the past 15 years, including the roof, windows, siding, furnace, and a brand-new septic system, providing peace of mind for years to come. Gorgeous hardwood flooring spans the first level, while the finished basement offers flexible space for a game room, home gym, or media room. Step outside to your own backyard oasis featuring a stunning in-ground pool with a new liner. The oversized 4-car garage and extra-long paved driveway extending behind the home provide exceptional space for contractors, car enthusiasts, boats, RVs, or all your recreational toys. A rare opportunity to own a move-in-ready home with space, updates, and endless possibilities!

31 Cooke Road, Plymouth

83 Hillside Dr, Plymouth
$649,900
3 Beds ⋅ 2 Baths ⋅ 73551050 MLS
NEW PRICE! PAID OFF SOLAR PANELS! Come check this out. Coastal living meets everyday comfort in this inviting 3-bedroom, 2-bath home just a short walk from a private beach. Thoughtfully designed with generous living spaces, a dedicated home office or bonus room, and a two-car garage, this home offers the flexibility today's buyers are looking for. The heart of the home features an open kitchen that flows seamlessly into the living and dining areas, while the expansive primary suite opens to a private balcony where you can enjoy beautiful ocean views and unforgettable sunsets. Whether you're entertaining on the oversized deck, taking an evening stroll to the beach, or simply relaxing with the ocean breeze, this home offers a lifestyle that's hard to find. Conveniently located near local restaurants, shopping, and commuter routes, it's the perfect place to enjoy the best of coastal New England living.

83 Hillside Dr, Plymouth

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

92 Herring Pond Rd, Plymouth
$839,000
3 Beds ⋅ 3 Baths ⋅ 73543565 MLS
Don't let the address fool you! This is a 5-home private side street w/ footpath to adjacent Kara Way nbhd. Two year young home w/ lots of upgrades on over 1.5 acres -- 2-story foyer, hardwood floors throughout, large, gorgeous kitchen w/ quartz counters, island, walk-in custom pantry, 2nd pantry closet, stainless appliances -- opens to separate dining area. Sliders lead to patio area & large, level back yard. Oversized 2-C garage w/ epoxy flrs & interior access to mudroom w/built-ins off kitchen area. Gas fireplace in living room with shiplap. Crown molding throughout 1st floor. Formal DR could be used as a den or office. 1st floor laundry in half bath wrapped in shiplap. Primary BR w/ vaulted shiplap ceiling, custom walk-in closet, fully tiled shower and double vanity. Second full bath w/ double vanity & two generous sized guest BR's complete the 2nd floor. Five homes share a wide private way w/ a walking path that leads to abutting neighborhood -- it's like living on a dead-end street. Property overlooks a rolling pasture; very private setting yet close to highway and Sagamore Bridge.

92 Herring Pond Rd, Plymouth

4 Kettle View, Plymouth
$1,949,000
3 Beds ⋅ 6 Baths ⋅ 73545481 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

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

64 Winthrop Rd, Plymouth
$649,000
4 Beds ⋅ 2 Baths ⋅ 73527373 MLS
Located in the sought-after seaside neighborhood of Manomet, this charming Colonial offers the perfect blend of coastal living and everyday comfort with private beach access just moments away. Featuring 4 bedrooms and 2 full baths, with the flexible first-floor 4th bedroom ideal for guests, or convenient single-level living options. Recent updates include a new roof, new AC, renovated bathrooms, new carpeting, a new Andersen front door and kitchen storm door. Enjoy outdoor living in the fenced backyard complete with a large deck and outdoor shower — perfect for rinsing off after a day at the beach, entertaining guests, or relaxing on warm summer evenings. Set within one of Manomet’s most desirable beach communities, whether you're searching for a year-round residence, a summer getaway, or an investment property, this home presents a rare opportunity to embrace the coastal lifestyle that makes Manomet so special.

64 Winthrop Rd, Plymouth

9 Hill Dale Rd, Plymouth
$849,000
4 Beds ⋅ 3 Baths ⋅ 73521790 MLS
PRICE REDUCTION.Nestled on a quaint cul-de-sac, this custom-built home provides both privacy and convenience that this historic town offers. This 9-room colonial provides a well-lit kitchen featuring cherry cabinetry, SS appliances, dining area and granite countertops. Adjacent is a fireplaced family room, shiplap walls and custom cabinets. A slider leads to the outside deck, firepit, patio and gardens. French doors open from the dining room with inlaid wood flooring to the living room w/ bay window, custom built-ins, fireplace and wet bar. A private office, 1/2 bath and foyer complete the 1st floor. Upstairs are 4 carpeted bedrooms and 2 bathrooms. The primary bedroom includes dormered window seats and 2 walk-in closets. The ensuite features a double vanity, shower and soaking tub. The lower level has a mudroom, laundry, storage room, 2 car garage and utility room. Efficient tankless oil burner for heat & HW. Brand new septic system, brand new furnace & 3 year old roof for buyer to enjoy! Come see!

9 Hill Dale Rd, Plymouth

83 Winding Way, Plymouth
$869,000
4 Beds ⋅ 3 Baths ⋅ 73520917 MLS
Bright and sunny Colonial located in one of Plymouth’s desirable neighborhoods, close to shopping, restaurants, highways, and everything this historic coastal town has to offer. This well-maintained 4-bedroom, 2.5-bath home features brand new flooring throughout and an inviting floor plan perfect for everyday living and entertaining. The stunning great room/family room offers cathedral ceilings with exposed beams and a cozy wood-burning stove. The spacious kitchen includes stainless steel appliances, while the convenience of first-floor laundry adds to the home’s functionality. Full basement offers endless possibilities for future finishing and abundant storage. Surrounded by mature plantings and set on a beautiful lot, this home combines comfort, charm, and location.

83 Winding Way, 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

60 Highland St, Plymouth
$775,000
4 Beds ⋅ 4 Baths ⋅ 5086844 MLS
A rare opportunity The Enoch Ward 1811 house offers almost 4000 sq ft of the perfect blend of historic and modern luxury living, bringing together the best of how things used to be made with today’s modern conveniences. Ideally located within walking distance to town, PSU, schools, and the hospital, this premier property sits on over an acre. Out back feels like a private sanctuary yet you can stroll downtown for a morning coffee. Enjoy quiet evenings soak in a salt water hot tube surrounded by gardens filled with perennials, or host gatherings in a home perfect for entertaining. This vintage home showcases authentic craftsmanship and rich materials throughout, from original fireplaces and warm wood floors to exquisite details that elevate every space. Thoughtfully updated, the home features a superbly appointed cook’s kitchen, a spacious great room, and a spa-like walk-in shower. The heated garage with an electric lift to the second floor will delight a wood worker. The gardener will enjoy the irrigation system with watering stanchions throughout the yard. A newly added in-law apartment provides flexibility and potential financial benefit. The whole house generator will keep everything functioning. The option to purchase furnishings further enhances this property’s appeal. Located near the White Mountains—for hiking, climbing, and skiing, and close to the Lakes Region, including Squam Lake for boating, fishing and swimming. Walk to the restaurants, theaters or just enjoy your cozy wood or gas stoves, sun room, decks and hot tub. This home offers a lifestyle that is as active or relaxed as you want. More than a home, it is a work of art, a place to experience refined living. Please review the photos, 3D virtual tour, disclosures, and 3 pages of upgrades, then schedule your private tour. With over an acre and 187' frontage possible extra lot?

60 Highland St, Plymouth

14 Pleasant St, Plymouth
$499,000
5 Beds ⋅ 2 Baths ⋅ 5084567 MLS
Assumable FHA loan at 3.5% on ~$254K, saving the buyer $466 per month, over $167,000 in interest over the life of the loan. This fully furnished, turnkey income-producing colonial sits right around the corner from Plymouth State University and the charming town center, nestled at the gateway to the White Mountains and Lakes Region. Currently operating as a proven student and young professional rental with an established rent roll, this expansive 5-bedroom, 2 full bath 1907 colonial offers 2,745 sq ft across three floors plus a 1,218 sq ft unfinished basement on 0.27 acres. Original coffered ceilings, corner fireplace, a light-filled sun-room and classic farmer's porch round out a property that is as livable as it is lucrative. Over $110,000 in documented capital improvements since 2022: full roof replacement; 200-amp panel upgrade; 36 new energy efficient windows; comprehensive kitchen remodel including new stainless appliances; two hyper heat pump systems; new water heater; two updated full bathrooms; refinished hardwood floors; fenced yard with patio and fire pit; newly paved driveway. A rare zoning advantage; grandfathered legal nonconforming use confirmed by FHA-certified appraiser and Plymouth Building Inspector in 2022. With a stabilized NOI of $66,300 and a 10.2% CAP rate, this home is priced $183K below the certified rebuild cost of $832K. The detached 3-car garage and unfinished basement each represent potential significant ADU conversion opportunities; with the ability to expand into a multi-unit income asset, subject to permitting. 1031 exchange and investor inquiries welcome.

14 Pleasant St, Plymouth

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