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$725,000
2 Beds ⋅ 3 Baths ⋅ 73561911 MLS
Tucked away on a quiet street. The location matches the street name. This Milton style floor plan is single family attached home located in the fabulous 55+ Great Island neighborhood in the award winning Pinehills. Distinguished dining room with crown molding and picture frame wainscoting sets the stage for casual meals with family or perhaps a more formal affair where the evening calls for dinner by candlelight. Gas fireplace in your adjacent living room could also add to the ambience of the dinner party. Living room with plenty of room for all on movie night. Delightful eat in kitchen with big window, beautiful kitchen cabinets and granite counter tops. First floor office/den, first floor laundry and first floor 1/2 bath. Primary ensuite with double vanity, soaking tub and step in shower with private loo. Second floor with ensuite guest bedroom and bath with large family room and enough space for additional office if needed. Overlook Clubhouse offers an indoor pool, tennis/pickle ball, water aerobics and more. Dedicated activity director.

6 Autumn Glen, Plymouth

Listing courtesy of Listing Agent: Pinehills Resale team from Listing Office: Pinehills Brokerage Services LLC.
$499,900
5 Beds ⋅ 4 Baths ⋅ 5104384 MLS
Exceptional Living & Investment Opportunity at the Foothills of the White Mountains Welcome to a truly versatile property where comfort, lifestyle, and opportunity come together. This impressive 3-bedroom, 3-bathroom home is ideally situated in a vibrant college town at the foothills of New Hampshire’s breathtaking White Mountains, offering the perfect blend of everyday convenience and four-season recreation. The thoughtfully designed lower level features a 2-bedroom, 1-bathroom accessory dwelling unit (ADU), creating an exceptional opportunity for additional rental income, multigenerational living, an in-law suite, private guest accommodations, or a dedicated space for extended stays. With a total of 5 bedrooms and 4 baths across the main residence and ADU, the possibilities are extensive. Enjoy easy access to local amenities, dining, education, and entertainment, while being just a short drive from some of New Hampshire’s premier hiking, skiing, snowmobiling, and outdoor adventures. Whether you're seeking a distinctive primary residence, a property with income-producing potential, or a home designed to accommodate multiple generations, this property delivers the flexibility and lifestyle you've been looking for. A rare opportunity to own a property that works as beautifully as it lives. Some photos are vitually staged and clearly marked as such.

9 Hilltop Dr, Plymouth

Listing courtesy of Judith Richard from Perfect Choice Properties, Inc.. ()
$729,000
2 Beds ⋅ 3 Baths ⋅ 73561744 MLS ⋅ ["Winslowe's View At The Pinehills"] BLDG.
Private & gorgeous end unit "Q" style townhouse condo in the Winslowe's View community at The Pinehills. This home has an enchanting courtyard that leads into the entry of the home which has a cathedral living room with gas fireplace and hardwood floors. The transom windows and slider go out to the private deck and backyard. There is a dining room with bow windows and hardwood flooring. From there enter into the kitchen with upgraded cabinets and countertops, stainless steel appliances, an eat in area and sitting room to relax. The primary suite is located on the first floor with 2 large closets and ensuite with bath, shower and double vanity. The loft on the second floor is a great place for an office. The second floor also offers a guest bedroom and full bath that make a wonderful area for guests when they visit along with an additional room for crafts or hobbies. Plenty of storage in the lower level. HOA includes pool, tennis, pickle ball, exercise, all exterior maintenance, snow and trash removal and an abundance of clubs and activities. Come see this impeccable home!

96 Bradstreete Crossing Unit 96, Plymouth

Listing courtesy of Listing Agent: Pinehills Resale team from Listing Office: Pinehills Brokerage Services LLC.
$499,900
3 Beds ⋅ 2 Baths ⋅ 73561651 MLS
This Lovely condo sits on private wooded 2.5 acres a Rare find for Condo Living. Minutes to Highway, Shopping, Sagamore Bridge, Scusset Beach, Restaurants etc. Condo Conversion paperwork is in near completion with final survey underway, documents will be recorded at closing.NO CONDO FEES!! This beautiful Unit has 3 Spacious Bedrooms, Updated Kitchen and Bathrooms, stainless steel appliances, newly refinished flooring, Fireplace, full basement with laundry and generator hookup. Enjoy the peaceful wooded views and tranquility of nature.

1096 Long Pond Rd Unit B, Plymouth

Listing courtesy of Listing Agent: Sally King from Listing Office: Options 153, Mullen & Partners.
$499,900
3 Beds ⋅ 2 Baths ⋅ 73561652 MLS
This Lovely condo sits on private wooded 2.5 Acres a Rare find the Condo Living. Minutes to Highway, Shopping, Sagamore Bridge, Scusset Beach, Restaurants etc. Condo Conversion paperwork is in near completion with final survey underway, documents will be recorded at closing. NO CONDO FEES!! This great unit has 3 Spacious Bedrooms, Updated Kitchen and Bathrooms, stainless steel appliances, newly refinished flooring, Fireplace, full basement with laundry and generator hookup. Enjoy the peaceful wooded views and tranquility of nature.

1096 Long Pond Rd Unit A, Plymouth

Listing courtesy of Listing Agent: Sally King from Listing Office: Options 153, Mullen & Partners.
$785,000
2 Beds ⋅ 2 Baths ⋅ 73561355 MLS ⋅ ['Winslowes View In The Pinehills'] BLDG.
Patio stone in your courtyard was chosen because it changes color to sea green when it rains, with garden lights at night and a sun umbrella. Perfection and playfulness is what makes this R style floor plan so remarkable. The first umbrella is in your private flower gardened courtyard, a quiet place for early morning coffee. Step inside to beautiful hard wood floors with two bedrooms on the first floor. Located in the Winslowes View neighborhood in the award-winning Pinehills. Updated kitchen cabinets, new silestone countertops, glass tile backsplash, pull-outs in every cabinet. This home has been thoughtfully designed with carefully made choices that make for an incredible home. New navy carpet in your beautiful primary bedroom with vaulted ceiling and feature wall with bead board. Incredible walk-in closet, up-dated step-in shower and double vanities. Walk-out lower level has been updated with new LVP flooring and recessed lights. There are sliding glass doors and double windows that allow for natural light. A barn door leads to an amazing workout room with mirrors and TV. Roughed in plumbing in place for lower level toilet if needed. Bring the outdoors in by opening patio doors and stepping out onto your beautiful 28” mahogany Azek deck. Umbrellas bring sun and shade to your private wooded views. Enjoy summer breezes, then relax and watch the sun set to the west over the treetops.

78 Holbeck Corner Unit 78, Plymouth

Listing courtesy of Listing Agent: Pinehills Resale team from Listing Office: Pinehills Brokerage Services LLC.
$1,075,000
3 Beds ⋅ 3 Baths ⋅ 73561329 MLS
Welcome to 51 Forest Edge, ideally situated in one of The Pinehills’ most desirable neighborhoods, where beautifully landscaped streets, miles of scenic walking trails, and an exceptional sense of community create a lifestyle unlike any other. Just one mile from the Village Green, this beautifully designed 3-bedroom, 3-bath home offers the perfect blend of comfort, privacy, and effortless first-floor living. Step inside to a bright, open floor plan highlighted by hardwood floors, impressive 11’ ceilings, a center fireplace, custom built-ins, and a wall of windows overlooking peaceful, wooded views. The elegant dining area flows seamlessly into the well-appointed kitchen featuring quality appliances and a spacious center island—perfect for gathering and entertaining. The first-floor primary suite offers a private retreat with en-suite bath and two walk-in closets. A second main-level bedroom provides wonderful flexibility for guests, a den, or home office. The professionally finished walk-out lower level seamlessly expands the living space with a generous family room, third bedroom, full bath, office, workout area, and wet bar—ideal for extended family, overnight guests or simply additional space to relax and entertain. Outdoor living is equally inviting with a welcoming covered front porch, expansive composite deck, and private fenced backyard surrounded by natural beauty. Enjoy the convenience of being within walking distance to the Stonebridge Club with its pool, tennis courts, and clubhouses, while The Pinehills Village Green, restaurants, shops, golf, and miles of trails are just minutes away. Easy access to Route 3, historic downtown Plymouth, beaches, and Cape Cod completes the package. 51 Forest Edge offers the space, privacy, flexibility, and lifestyle that make The Pinehills such an extraordinary place to come home to!

51 Forest Edge, Plymouth

Listing courtesy of Listing Agent: Cheryl Phelan from Listing Office: Coldwell Banker Realty - Plymouth.
$875,000
3 Beds ⋅ 2 Baths ⋅ 73561262 MLS
Wake up to the deep blues of Plymouth Bay and end your days with the kind of golden-hour sunsets that take your breath away. Perched perfectly at 111 Rocky Hill Road, this beautiful ranch offers a front-row seat to the coast, with sweeping views stretching across Plymouth Long Beach all the way to Clark’s Island and Duxbury. Inside, the home blends comfort with smart, modern updates. The updated kitchen flows into a sun-drenched porch—the ultimate spot for your morning coffee or a quiet evening glass of wine. When the coastal breeze picks up, retreat to the cozy living room anchored by a warm fireplace. With a spacious primary suite, two inviting guest bedrooms, and heat and AC costs offset by solar, this home is as practical as it is picturesque. Whether you’re watching the ocean below or hosting friends for a sunset dinner, life here feels like a permanent vacation. This is coastal living at its most effortless minutes from Plymouth Beach, restaurants, and shopping.

111 Rocky Hill Road, Plymouth

Listing courtesy of Listing Agent: Shawn Costa from Listing Office: Compass.
$739,900
4 Beds ⋅ 2 Baths ⋅ 73561228 MLS
Fantastic opportunity to own an up/down 2 family home just a short walk from historic downtown Plymouth, the waterfront, 25+ restaurants, museums, shops, and performance venues. Whether you're looking for an investment property or the opportunity to owner-occupy while generating rental income, this property offers exceptional potential. Both unit interiors were completely renovated in 2024, featuring updated kitchens with new appliances, modern bathrooms, and refreshed bedrooms. Each unit offers two bedrooms, 4 rooms, and one full bath, while the second-floor unit also includes a three-season porch. Additional features include town water and sewer, natural gas heat with forced hot water, separate utilities, coin-operated laundry in the basement, designated off-street parking, a yard, and a storage shed. Currently occupied by tenants, this property provides immediate rental income. Conveniently located near Route 3 and the commuter rail for easy commuting.

43 Mayflower St, Plymouth

Listing courtesy of Listing Agent: Michael Cabral from Listing Office: Coldwell Banker Realty - Plymouth.
$950,000
4 Beds ⋅ 4 Baths ⋅ 5103924 MLS
Set high in Vermont’s green hills, this contemporary estate blends architectural sophistication with complete privacy on 20 pristine acres. Southern-facing glass, 18-foot timber-beamed ceilings, and frame-worthy views fill the home with natural light year-round. The sun-drenched great room features cathedral ceilings, rich wood accents, and a sleek Rais wood stove set on slate floors that store passive solar warmth. The open living and dining areas flow to a fully appointed kitchen with down-draft cooktop and direct deck access for effortless indoor-outdoor entertaining. The main-level primary suite offers vaulted ceilings, a dedicated wood stove, and a spa-like bath with whirlpool tub. Above, a dramatic loft walkway under skylights and a 32-foot illuminated cupola connects two serene bedrooms and a full bath. The finished lower level adds a flexible media lounge, office or 5th bedroom, half bath, laundry, and mudroom. Outdoor living shines with a 40-foot screened porch and sundeck overlooking wildflower fields, mature trees, walking trails, and natural streams. The property includes a separate 10-acre section previously perked for a 3-bedroom home - ideal for a guest house or future development. An oversized heated garage accommodates vehicles plus all your mountain gear. Located minutes from Okemo, Killington’s Skyeship Gondola, VAST trails, lakes, golf, and the amenities of Ludlow and Woodstock.

790 Chapman Rd, Plymouth

Listing courtesy of Jason Saphire from www.HomeZu.com. ()
$699,000
3 Beds ⋅ 3 Baths ⋅ 24197280 MLS
Beautifully crafted 1979 reproduction Colonial, authentically designed to capture the character and charm of an 1800s New England home, while offering modern comfort .Welcoming brick patio leads to the breezeway entrance, setting the tone for the character found throughout the home. Wide-board pine floors flow throughout, while the impressive center chimney features two fireplaces, one with a beehive oven, located in both the kitchen and den. The spacious eat-in kitchen opens to the dining area and is complemented by a large pantry and convenient main-level laundry. A cozy sitting room adds warmth and elegance. Upstairs, the wide pine floors continue into the generous primary suite featuring a walk-in closet and private full bath with a walk-in shower. Two additional bedrooms and a refreshed full bath complete the second floor. The walk-up attic provides excellent storage, while the finished lower level offers flexible living space perfect for a family room, game room, or man cave., theres even a dedicated woodworking area. An abundance of storage throughout the home . Step outside to the peaceful back porch overlooking your own private, park-like backyard. Gardeners will love the dedicated greenhouse area. An oversized two-car garage with loft, has plenty of room for extra vehicles, hobbies, and storage. Set on 5 picturesque acres surrounded by mature perennial gardens, this exceptional property offers a perfect blend of character, privacy and functionality.

257 North St, Plymouth

Listing courtesy of Karrie Sharr from Showcase Realty, Inc.. (860) 480-5457 (860) 283-1298
$229,000
2 Beds ⋅ 1 Baths ⋅ 73560668 MLS ⋅ ['Pinehills Condo'] BLDG.
A WONDERFUL FIRST TIME HOMEBUYER OR INVESTMENT OPPORTUNITY. A GREAT LOCATION, CLOSE TO ALL PLYMOUTH HAS TO OFFER. CLOSE TO THE HIGHWAY FOR EASY ACCESS. YOU HAVE WHITE HORSE BEACH A COUPLE MILES DOWN THE STREET. THERE IS A NEW LAUNDRY BUILDING ON THE PREMISES. REMOLDED IN 2005. READY FOR YOU TO MOVE IN. WHY RENT WHEN YOU CAN OWN.

9 Tideview Path Unit 3, Plymouth

Listing courtesy of Listing Agent: Janis Gold from Listing Office: eXp Realty LLC.
$825,000
3 Beds ⋅ 4 Baths ⋅ 73560629 MLS
Welcome to 15 South View Way, a beautifully Valle-built ranch Aspend II within the Redbrook community. Designed for effortless single-level living, this home combines thoughtful features with a layout that flows naturally from one space to the next. Step through the main foyer to discover a versatile split-model floorplan. At the front of the home, two bright bedrooms share a full bath, offering a private setup that works perfectly for guests or a dedicated home office. A convenient powder room with a classic pedestal sink is tucked nearby, ideal for when you're hosting. The heart of the home is the expansive open-concept kitchen, featuring sleek granite countertops, stainless steel appliances, and ample cabinetry for all your storage needs. It overlooks a spacious living area anchored by a cozy gas fireplace and a bright dining space. Just off the dining area, the four-season room serves as a quiet getaway, offering views of the back deck and yard regardless of the weather. Retreat to the primary suite at the rear of the home, a generous space complete with dual closets and a large ensuite bathroom. If you're looking for even more room to spread out, the finished lower level provides a versatile secondary living area and an additional full bath. You are just moments away from the community’s amenities—enjoy a meal at the Black Lantern Tavern, grab a treat at Sweet Grace, or head over to the YMCA. This is not only a beautiful space, but an invitation to a new lifestyle. Come experience it for yourself!

15 Southview Way, Plymouth

Listing courtesy of Listing Agent: Shawn Costa from Listing Office: Compass.
$1,999,000
3 Beds ⋅ 5 Baths ⋅ 73560572 MLS
MacKenzie custom-built single-family home on double lot with views of Jones Pond (#8 hole) and walkable to the Village Green. Many unique features w/comforts galore. Three floors allow for everyday life, special guests and party time. Wood floors throughout and composite flooring on the finished lower level. Large windows throughout the home lets incredible light into every room. All white cabinets and appliances gives the large chef's kitchen a clean sleek appeal. 2 large guest rooms with individual en suites on the second level with a large loft gives you and your guests plenty of space to unwind.The main level is for enjoying your family and friends with a large living room and dining room adjacent. Plus a cozy breakfast nook. Two dishwashers makes any clean up easy. The primary bedroom with two walk-in closets allows for maximum comfort to the home's owners. The en suite is magnificent with a large shower, soaker tub and double sinks. The washer and dryer are housed on the first floor for easy access. A Four-Season room allows for true chill time. The outside large deck is yours for grilling along with a built in fire pit for stargazing nights, and cocktails. You'll hear the gentle tumble of the fountain on Jones Pond. The lower level has 2 large offices along with a billiards room. The main attraction in the lower level is a full bar with refrigerator, dishwasher and a large wine rack. Talk about Super Bowl parties- your home will be the place to be! Huge screen TV with plenty of seating for all is included. Lastly check out the utility room with racks that allows for incredible storage. You will fall in love with this house.

25 Painted Cottage, Plymouth

Listing courtesy of Listing Agent: Pinehills Resale team from Listing Office: Pinehills Brokerage Services LLC.
$999,000
2 Beds ⋅ 2 Baths ⋅ 73560561 MLS ⋅ ['Davis Manor'] BLDG.
Welcome to Davis Manor, one of Plymouth's premier 55+ luxury communities, ideally located where Plymouth Harbor meets the heart of historic Downtown Plymouth. Designed for those who embrace an active, social, and maintenance-free lifestyle, residents enjoy exceptional amenities including a beautifully appointed community room, fitness center, outdoor fire pit, elevator access, and professionally landscaped grounds—all just steps from waterfront dining, boutique shopping, the marina, live entertainment, and the rich history and charm that make Plymouth such a sought-after destination.This exceptional corner end-unit offers 1,744 sq. ft. of thoughtfully designed single-level living with beautiful harbor and ocean views. One of the community's most desirable floor plans, it is among the only residences featuring **two private patios**—one off the fireplaced living room and a second accessed from the spacious primary suite—creating seamless indoor-outdoor living. Oversized windows fill the open-concept floor plan with natural light, highlighting 9-foot ceilings, hardwood flooring, quartz countertops, stainless steel appliances, and upscale finishes throughout. Additional highlights include two deeded garage parking spaces with private storage. Whether enjoying coffee while watching boats in the harbor, gathering with neighbors around the fire pit, staying active in the fitness center, or strolling into downtown Plymouth for dinner and events, Davis Manor offers an unmatched blend of luxury, convenience, and vibrant coastal living.

134 Court St Unit 2, Plymouth

Listing courtesy of Listing Agent: Lynne Morey from Listing Office: Coldwell Banker Realty - Plymouth.
$300,000
3 Beds ⋅ 1 Baths ⋅ 24197436 MLS
Welcome to this charming raised ranch set on a generous, tree-lined 0.38-acre lot in the heart of Terryville, where space is the story inside and out. The sunlit main level features hardwood floors and a comfortable, easy-flow layout, including a nicely sized kitchen with a dining area that opens to a deck overlooking the pool. Two well-proportioned bedrooms and a full bath complete the main floor. Downstairs, the walk-out lower level is a standout: it has large, flexible space apready finished and more to make your own - the choice is yours. Outside, enjoy expansive front and back yards with plenty of room to relax, entertain, and gather around the above-ground pool, plus a handy storage shed. 5 year old roof and new heating system. Refrigerator, oven/range, washer, and dryer are all included. Ideally located just minutes from Route 6, shopping, and easy commuter access toward Bristol and Waterbury. Come experience the space for yourself.

30 Prospect Street Extension, Plymouth

Listing courtesy of Tracey Hollerbach from Coldwell Banker Realty. (860) 305-7993 (860) 231-2600
$499,900
3 Beds ⋅ 3 Baths ⋅ 24197477 MLS
Welcome to this beautifully crafted new construction home in the desirable Plymouth Lake community, offering modern design, quality finishes, and lake access just moments away. This thoughtfully designed residence features 3 bedrooms and 3 full bathrooms, including a spacious primary suite on the main level complete with a private en-suite bath and a generous walk-in closet. The open-concept main floor provides seamless flow between the living, dining, and kitchen areas-ideal for both everyday living and entertaining. The home is finished with wood flooring throughout, delivering warmth, durability, and a cohesive aesthetic across all living spaces. The property also includes a full basement with walkout sliders, offering excellent potential for future finishing, additional living space, or easy access to the backyard. Welcome to this beautifully crafted new construction home in the desirable Plymouth Lake community, offering modern design, quality finishes, and lake access just moments away.

24 W Lakeview Rd, Plymouth

Listing courtesy of Wallace Freitas from RE/MAX Precision Realty. (860) 553-4560 (860) 808-2000
$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.
$279,900
3 Beds ⋅ 2 Baths ⋅ 73560120 MLS
Space, sunlight, and an easy-flowing layout make living here easy-peasy! This bright and inviting 3-bedroom, 2-bath modular home welcomes you through a cheerful three-season room. The spacious living room flows seamlessly into the dining area and newly updated kitchen. The main bedroom is privately situated at one end of the home, with two additional bedrooms and a full bath at the other. A convenient laundry/utility room with its own exterior entrance is an added bonus. Enjoy three separate entrances, mature plantings, and a shed for your gardening tools. The monthly fee includes trash removal, snow plowing, taxes, shared well, septic, clubhouse access, and maintenance of common areas. Located in a desirable 55+ community and ready for a quick sale—come take a look!

6 Headlands Dr, Plymouth

Listing courtesy of Listing Agent: Sandra Smith from Listing Office: Gibson Sotheby's International Realty.
$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..
$599,900
6 Beds ⋅ 2 Baths ⋅ 73560015 MLS
Exceptional opportunity to own a two-family in the heart of Plymouth! Ideally located just minutes from historic downtown, the waterfront, restaurants, shopping, parks, beaches, and major commuter routes, this versatile property offers exceptional potential for both investors and owner-occupants. The second-floor unit will be delivered vacant, providing the perfect opportunity for immediate occupancy or to secure a new tenant at current market rents. Each unit offers 3 bedrooms, with the potential for a 4th bedroom depending on the occupant's needs and preferred layout. Enjoy the convenience of off-street parking, a valuable amenity for both owners and tenants. Situated on a .17-acre lot, the property also offers potential for future basement expansion or an ADU (Accessory Dwelling Unit), subject to town approvals, creating additional value and flexibility. Each unit features a functional layout with spacious living areas, making this an ideal investment in one of Plymouth's most desirable locations. Whether you're looking to generate rental income, offset your mortgage by living in one unit while renting the other, or expand your investment portfolio, this property is one you won't want to miss! Join us for the Open House on Saturday, August 8, 2026, from 12:00 PM–2:00 PM!

18 Peck Ave, Plymouth

Listing courtesy of Listing Agent: Marie White from Listing Office: LAER Realty Partners.
$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.
$188,000
2 Beds ⋅ 1 Baths ⋅ 73559898 MLS ⋅ ['Pine Hills Village'] BLDG.
***NEW lower price! PLUS-Seller to pay HOA Fees through June 2027*** Looking to live in Plymouth? This garden style condo has 2 spacious bedrooms and a full bath and is an affordable entry in to the Plymouth market. A big plus is that the heat and hot water are included in the monthly HOA fee; a great feature for the owner occupying this unit or for potential renters if you choose to make this an investment property. The deeded parking spot is just outside your front door. Bathroom updates done in 2017 and the kitchen in 2023. The complex is set back from the main road and is conveniently located to so much of what Plymouth offers. Shopping, Route 3, and beautiful White Horse Beach are only minutes away. Plymouth Beach, the Waterfront, and Downtown are an easy ride up Route 3A. The unit is priced to provide the new owner the flexibility to make finishes, touch-ups, and cosmetic enhancements as they see fit.

8 Tideview Path Unit 7, Plymouth

Listing courtesy of Listing Agent: Charles Goonan from Listing Office: Jane Coit Real Estate, Inc..
$869,000
5 Beds ⋅ 3 Baths ⋅ 73559897 MLS
This is a single family home. HOWEVER, it is laid out perfectly for multigenerational living or side-by-side living. See floor plan in photos. Single family listing is MLS# 73556214 for additional info. No HOA fee, beach access, addition with home upgrades completed in 2008. Appraisal completed 7/6/26. Value was ABOVE current asking price. New septic at closing. Reach out with any questions.

24 Mayflower Drive, Plymouth

Listing courtesy of Listing Agent: Ricardo Real Estate Group from Listing Office: Keller Williams South Watuppa.
$225,000
2 Beds ⋅ 1 Baths ⋅ 73559507 MLS ⋅ ['Webster Place'] BLDG.
Enjoy affordable, low-maintenance living or a turnkey investment opportunity at Webster Place! This well-maintained 2-bedroom, second-floor condominium offers a bright, functional layout featuring an inviting living area, two generously sized bedrooms, updated flooring, and access to common yard space. Currently tenant-occupied with a lease in place, this property presents an excellent opportunity for investors seeking immediate rental income. The affordable condo fee includes water, sewer, master insurance, landscaping, snow removal, exterior maintenance, coin-op laundry facilities, and more, making ownership simple and cost-effective. Conveniently located on Route 3A, just minutes from Plymouth's beautiful beaches, shopping, restaurants, and major highways. Includes one deeded parking space plus guest parking.

681 State Rd Unit 10, Plymouth

Listing courtesy of Listing Agent: Amy DeFeo from Listing Office: Century 21 Tassinari & Assoc..
$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.
$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

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

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

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