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$950,000
4 Beds 2 Baths 73538886 MLS
Welcome to Winter Street...truly one of the prettiest locations in-town Plymouth has to offer...and then there is “Breezeworth”...a Queen Ann Colonial Revival home offering 4 bedrooms, 2 baths, living room, family room, library, totally updated kitchen and dining room and 1st floor separate laundry room. This home is truly a rare find with majestic views of Plymouth Bay and Long Beach, radiant colors at sunset and refreshing ocean breezes from the spacious wrap around porch. The comfortable and private screened porch off the dining room offers a peaceful retreat to enjoy a morning breakfast or evening cocktail. Walk to nearby Stephens Field offering tennis & pickle ball courts, waterfront access for small boats & other recreational amenities, the marina, Plymouth Yacht Club, Plymouth Rock and bustling Main Street with so many shops and restaurants to choose from! This home really has it all...impeccably maintained...nothing to do but move in and start enjoying all it has to offer!

5 Winter St, Plymouth

Listing courtesy of Listing Agent: Jean Sweeney from Listing Office: Conway - Plymouth.

$879,900
4 Beds 2 Baths 73537577 MLS
Just steps from a private neighborhood beach in desirable Manomet Bluffs, this beautifully maintained home offers timeless character, quality craftsmanship, and thoughtful updates throughout. The remodeled custom quarter-sawn oak kitchen features a tin ceiling, integrated appliances, and an impressive 10' x 6' walk-in pantry. A charming dining room opens to an oversized covered porch, creating the perfect space for relaxing or entertaining.The welcoming two-story foyer showcases a grand staircase, while the sun-filled living room features a cozy fireplace. Additional highlights include a first-floor laundry room and a walk-up attic with a new whole-house fan.The professionally landscaped grounds are designed for year-round enjoyment, featuring mature gardens, irrigation, landscape lighting, and a cedar raised-bed garden with arbor. Two versatile outbuildings include a spacious garden shed with covered porch and a climate-controlled workshop with French doors and a 50-amp subpanel.

802 State Rd, Plymouth

Listing courtesy of Listing Agent: The Welch and LaBrecque Team from Listing Office: Compass.

$899,900
4 Beds 5 Baths 73536669 MLS
One of the most beautiful homes in the Ponds of Plymouth. Built in 1987 and extensively renovated in 2004, this must-see home features central air, cedar shingles, a new roof, and an impressive 2,000+ sq. ft. addition. Highlights include a dramatic two-story entry, two-car garage, sun-filled entertainment room with wet bar and half bath, and a spacious primary suite with soaking tub, tiled shower, heated floor, walk-in closet, and adjoining office. The home also offers an additional 3 bedrooms, 1.5 baths making a total of 4 bedrooms, 2 full & 2 half baths. 2nd floor laundry room with sink. The open floor plan is filled with natural light, featuring an expanded dining room with custom built-in hutch & a gourmet kitchen with granite countertops and a Wolf dual-fuel 6-burner stove. Enjoy the private backyard with deck, hot tub, gazebo, shed, and patio. Finished basement adds extra living space. Private community pond & on-site daycare nearby. Private well with town water hookup available.

35 Raymond Road, Plymouth

Listing courtesy of Listing Agent: Kathie Palm from Listing Office: eXp Realty LLC.

$3,900,000
4 Beds 4 Baths 73536484 MLS
Perched on approximately 2 private acres overlooking Cape Cod Bay, this exceptional custom-built MacKenzie Brothers residence offers panoramic water views stretching to Provincetown on clear days. Designed to capture breathtaking sunrises & sunsets, this luxury retreat blends timeless craftsmanship with modern convenience. Features include cherry hardwood floors, radiant heat, marble & stone baths, & a chef’s kitchen with Brazilian granite, Thermador appliances, walk-in pantry, & a stunning handcrafted Santorini tile mural. The four-season sunroom showcases endless bay views, while resort-style amenities include an in-ground pool, hot tub, multi-mode infrared sauna, raised garden beds, & beautifully manicured grounds. A private path leads to a private Beach, offering effortless access to the shoreline & coastal lifestyle. Highlights include 3-car garage, 2 driveways, tiled lower level, solar panels, smart home technology/security systems. This property is an extraordinary sanctuary.

9 Clare Rd, Plymouth

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

$784,900
4 Beds 3 Baths 73534188 MLS
Welcome to Shallow Pond Estates, one of the area's most desirable neighborhoods, where comfort, space, and thoughtful updates come together in this beautifully maintained Saltbox-style home. Designed for today's lifestyle, this 4-bedroom, 2.5-bath home offers a flexible floor plan with room to grow, work, and entertain. At the heart of the home is the renovated kitchen featuring a large center island, farmhouse sink, double ovens, stainless steel appliances, hardwood flooring, and a dedicated coffee bar. The adjoining dining area showcases vaulted ceilings and opens to the deck overlooking a level, private backyard, creating an ideal setting for gatherings both indoors and out. The spacious front-to-back family room is warm and inviting with hardwood flooring and a wood-burning fireplace. An additional first-floor room provides endless possibilities as a home office, playroom, guest room, or den. A convenient first-floor laundry area and half bath complete the main level. Upstairs, the generous primary suite offers a walk-in closet and a private bath with an upgraded tiled shower. Two additional oversized bedrooms with double closets share a full bath, providing comfortable accommodations for family or guests. Major improvements provide peace of mind, including a freshly painted exterior, extensive hardscaping, a 2023 roof, a 2026 oil tank, mini split system, irrigation, and a brand-NEW 4-bedroom septic system to be installed before closing. If you've been searching for a move-in ready home in an established neighborhood with flexible living space, quality updates, and exceptional value, this is one you won't want to miss.

105 Shallow Pond Ln, Plymouth

Listing courtesy of Listing Agent: The Anchor Team from Listing Office: Jane Coit Real Estate, Inc..

$599,000
4 Beds 2 Baths 73532023 MLS
DIRECT WATERFRONT with a private dock on beautiful White Island Pond! This home offers incredible potential and a setting that's hard to match. A brand-new septic system has been installed, providing parking for 10 vehicles. The open floor plan is designed to showcase the stunning water views, with the kitchen flowing into the living room and sliding glass doors overlooking the pond. The main level features 2 bedrooms and a full bath, while the walkout lower level offers 2 additional bedrooms, a bathroom, and access to a deck overlooking the water. At the shoreline, enjoy your private dock and a storage shed for boating and outdoor gear. Whether you're looking for a year-round residence, vacation getaway, or renovation opportunity, this waterfront property offers breathtaking scenery and the chance to create your dream retreat on White Island Pond.

207 Sandy Beach Road, Plymouth

Listing courtesy of Listing Agent: Kerrin Rowley from Listing Office: Coldwell Banker Realty - Hingham.

$2,700,000
4 Beds 3 Baths 73527399 MLS
Set at the end of a private dead-end road in Plymouth, 141 Stage Point Road offers a rare coastal setting with privacy, scale, and water views on both sides. Sited on nearly two acres, the property enjoys ocean views to the front and a peaceful pond backdrop to the rear, with a wraparound porch, inground pool, basketball court, landscaped grounds, and generous outdoor space. Inside, the 25x25 great room captures the ocean view through a full wall of sliding glass doors and is anchored by a stone fireplace. The first floor also includes a spacious kitchen, dining room, family room, and a large ocean-facing room with potential for a future first-floor primary suite or flexible living space. Upstairs are four bedrooms and two full baths. A partially finished lower level adds additional space for recreation, office, media, or overflow. Detached heated three-car garage, whole-house generator, central heat, central air, private well and septic. Title V passed. NEW septic ( 2026)

141 Stage Point Rd, Plymouth

Listing courtesy of Listing Agent: Susana Murphy from Listing Office: ALANTE Real Estate.

$675,000
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

Listing courtesy of Listing Agent: Sandrine Brennan from Listing Office: William Raveis R.E. & Homes Services.

$599,999
4 Beds 2 Baths 73527336 MLS
Pride of ownership shines throughout this beautifully maintained split-level home, offering the perfect blend of comfort, functionality, and modern updates. Featuring 3 bedrooms with the potential for a 4th bedroom and 2 full bathrooms, this home provides a versatile floor plan designed to accommodate a variety of lifestyles. The bright and inviting main level showcases a newly renovated kitchen complete with all-new appliances, a stylish center island, and ample space for cooking, gathering, and entertaining. Downstairs, you'll find a spacious finished lower level that expands the home's living area and features a newly updated full bathroom, making it an ideal space for a family room, guest suite, home office, or recreation area. Step outside through the walk-out lower level to a private backyard retreat, perfect for entertaining, gardening, or simply enjoying the peaceful surroundings. Seconds away from Micajah Pond and walking trails makes this home a true must see!

18 Adams St, Plymouth

Listing courtesy of Listing Agent: Jeff Beaubrun from Listing Office: Southpaw Residential.

$1,275,000
4 Beds 5 Baths 73523788 MLS
Perched above White Horse Beach with sweeping views of the Atlantic, this home delivers the lifestyle buyers dream about. Designed to capture the horizon from every level, this home features soaring 10-foot ceilings on the first floor, filling the living space with light and enhancing the expansive water views on the levels above. Outdoor living is exceptional, with a farmer’s porch, beautiful stonework, a spacious patio, outdoor bar, and three separate decks, including one off the main level, a private deck off the primary suite, and a third-floor deck adjoining a bar and pool room with elevated panoramic views. The fully finished lower level offers flexible space for entertaining or extended stays, and your guests will thank you. The property is perfect for hosting summer gatherings or enjoying quiet mornings overlooking the Atlantic, this property offers a rare opportunity to own a true White Horse Beach retreat in one of Plymouth’s most sought-after seaside neighborhood.

11 Kevin Avenue, Plymouth

Listing courtesy of Listing Agent: Julie Gallant & Jack Murphy Team from Listing Office: Plymouth Village, Inc..

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

205 Taylor Avenue Unit A, Plymouth

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

$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

Listing courtesy of Listing Agent: John Callahan from Listing Office: Conway - Plymouth.

$920,000
4 Beds 3 Baths 73515254 MLS
Located in Plymouth's highly desirable Chiltonville Village, on a quiet peaceful road, sits this large magnificent 3-story colonial home, offering a private setting yet is only a short distance to downtown, Plymouth Beach, Bramhall's Country Store, Plimoth Patuxet & highway access. Enter through the foyer w/cathedral ceiling & grand staircase. 1st floor kitchen has cherry cabinets, granite countertops & stainless-steel appliances, breakfast bar, and is open to the family rm w/slider to outside deck. Deck also connects to the 4-season vaulted ceiling sunroom, making for easy entertaining. 1st floor continues w/ bedroom w/ a full bathrm, large living rm & dining rm. 2nd floor spacious master suite has cathedral ceilings, sitting rm w/double closets, walk-in closet, two vanities, jacuzzi tub, shower & fireplace. Two other bedrms and the laundry room complete the 2nd floor. 3rd floor bonus suite has bedrm or office, & storage. Relax & enjoy nature in the treehouse feeling of the back deck.

24 Winding Way, Plymouth

Listing courtesy of Listing Agent: Peter Keane from Listing Office: William Raveis R.E. & Homes Services.

$875,000
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

Listing courtesy of Listing Agent: Kathleen LaNatra from Listing Office: Coldwell Banker Realty - Plymouth.

$999,999
4 Beds 3 Baths 73517370 MLS
Welcome to 33 Seabiscuit Drive, a luxury new construction home in Plymouth offering privacy, modern finishes, and nearly an acre of wooded land. This Plymouth MA single-family home features an open-concept layout with wide-plank hardwood floors, oversized windows, abundant natural light, and a modern fireplace. The chef’s kitchen includes quartz countertops, custom cabinetry, stainless steel appliances, and a large center island perfect for entertaining. The spacious primary suite features a spa-inspired bathroom with a soaking tub, double vanity, and designer finishes. Located near golf courses, shopping, beaches, and major routes, this new construction home for sale in Plymouth MA delivers a peaceful coastal lifestyle with convenient access to Boston and Cape Cod—without the Cape traffic.

33 Seabiscuit Dr, Plymouth

Listing courtesy of Listing Agent: Kyle Zene-Moore from Listing Office: Zander Realty Group.

$1,200,000
4 Beds 3 Baths 73507590 MLS
Panoramic Ocean Views & Modern Coastal Living. Welcome to your dream coastal retreat! This completely renovated 4-bedroom, 2.5-bath home offers breathtaking ocean views from nearly every room, which must be seen in person to take in. Perched in Plymouth’s most sought-after neighborhoods, this property blends classic New England charm with contemporary finishes throughout. Step inside to find an open, airy layout filled with natural light. The brand-new kitchen features stainless steel appliances, quartz countertops, and custom cabinetry perfect for entertaining or quiet nights at home. Spacious bedrooms provide comfortable living, including a luxurious primary suite. Every detail, from flooring to fixtures, has been meticulously updated for style, comfort, and efficiency. Outside, enjoy coastal breezes and stunning sunsets from expansive decks. Don’t miss this rare opportunity to own a turnkey Oceanview home just minutes from historic downtown Plymouth , Perfect for Airbnb or Adu

106 Rocky Hill Rd, Plymouth

Listing courtesy of Listing Agent: Dream Team from Listing Office: Shore Real Estate LLC.

$1,100,000
4 Beds 3 Baths 73512792 MLS
Now offered at a lower price with even more recent updates! Historic charm meets modern improvements in a Downtown Plymouth location that’s hard to beat - just 0.2 miles from Main Street, in the heart of downtown. This distinctive home has been refreshed with refinished hardwood floors and an updated kitchen featuring quartz countertops, freshly painted cabinetry, a new gas range, new lighting, and an oversized island with seating. Additional exterior improvements include a new driveway, irrigation system, and fence. Original details include wide-plank floors, intricate trim, and multiple fireplaces. The flexible layout offers four bedrooms and 2.5 baths, including a first-floor primary suite with a full bathroom, a formal dining room, an executive office, first-floor laundry, and a bright living space with abundant natural light and a vaulted ceiling. Outside, enjoy a spacious brick patio, professional landscaping, a fenced-in yard, irrigation, and a new driveway providing off-street parking. A rare opportunity to own a beautifully updated historic home offering character, space, and exceptional walkability!

44 Russell St, Plymouth

Listing courtesy of Listing Agent: Patrick Ryan from Listing Office: Ryan Realty Group LLC.

$799,900
4 Beds 3 Baths 73512612 MLS
Set on 1.89 private acres in Pine Hollow at The Ponds of Plymouth, this updated 4-bedroom, 2.5-bath Colonial offers nearly 3,400 sq ft of living space, a 2-car garage, and a private backyard designed for outdoor living. Recent improvements include new first-floor flooring, new second-floor carpeting, fresh interior paint, new appliances, and a brand-new 4-bedroom septic system. The flexible layout includes spacious living areas, a fireplace, a family room, a dedicated home office, generous bedrooms, and a partially finished lower level for added space. Outside, enjoy a private backyard with a pool, gazebo, fire pit area, deck, shed, and fenced yard. Located near shopping, schools, conservation areas, local amenities, and commuter routes, this home offers space, updates, privacy, and lifestyle in an established Plymouth neighborhood.

671 Lunns Way, Plymouth

Listing courtesy of Listing Agent: Ellen Johnson from Listing Office: Coldwell Banker Realty - Plymouth.

$828,900
4 Beds 3 Baths 73510610 MLS
Established premiere neighborhood is the setting for this one owner, meticulously maintained home. The neighborhood features sidewalks, wide streets and is a great place to begin your next chapter. Water views from every room. 9’ ceilings on first floor w/ oversized transom windows brings nature & light inside. Multiple decks, hot tub & firepit. Kitchen features a newer double oven & induction cooktop. Cozy fireplaced family room & 1st floor office. Primary suite is MASSIVE w/ walk-in closet. 3 more bedrooms, laundry & another bath make up the 2nd floor. Walkout lower level is partially finished w/ many unique touches and offers great expansion opportunities. Tranquil pond views greet you every morning. Enjoy the firepit in the evening in privacy & splendor! Miles of walking trails right from your back yard.

104 Perseverance Path, Plymouth

Listing courtesy of Listing Agent: Evan Sobran from Listing Office: The Sobran Group.

$735,000
4 Beds 3 Baths 73509784 MLS
Motivated sellers! A small sought after West Plymouth neighborhood is where you'll find this spacious Colonial with a private setting that's waiting for your personal touch. The kitchen features stainless steel appliances, a pantry closet and plenty of counter space to pour out the breakfast cereal before school. The adjoining family room includes a slider leading to a huge newer composite deck w/stylish railings overlooking the private rear yard. A dining room, living room and half bath complete the first floor. Upstairs, the primary suite boasts cathedral ceiling w/2skylights, walk-in closet & bath with shower, two separate sinks, skylight and pocket door. Three additional bedrooms or use one as an in-home office or hobby room plus a full bath and pulldown attic stairs. Brand new septic system, newer windows, newer hardscape front walkway, 2 car attached garage, central air, front irrigation & more. Five minutes to highway, shopping, golf & historic town center.

36 Cooke Road, Plymouth

Listing courtesy of Listing Agent: Leon Lopes from Listing Office: Compass.

$879,000
4 Beds 2 Baths 73507929 MLS
Stunning 4-bedroom, 2-bath Colonial in a highly desirable location with deeded beach rights to Manomet Beach Shores—just a short walk to the sand. Proudly built and owned by one family, this beautifully updated home features a freshly painted interior and a blend of new and refinished hardwood flooring throughout, creating a warm, move-in-ready feel. Enjoy peace of mind with a furnace and hot water tank only two years old and a passing Title V. The spacious layout includes a two-car garage and offers excellent potential to expand with a walkout basement ready for additional living space. A rare opportunity to enjoy coastal living as your principal residence or the summer getaway for family and friends to enjoy.

10 Manomet Beach Blvd, Plymouth

Listing courtesy of Listing Agent: Brian Balestracci from Listing Office: Milestone Realty, Inc..

$1,875,000
4 Beds 4 Baths 73499532 MLS
Oceanview private estate perched above Cape Cod Bay, offering deeded sandy beach access—no stairs required. This Nantucket style masterpiece welcomes you with a grand two-story great room featuring a gas fireplace, custom built-ins, and expansive walls of glass capturing panoramic coastal views. French doors open to the spacious deck & hot tub, perfect for relaxation. The newly renovated chef’s kitchen is adorned with granite, high end appliances, breakfast bars flows into a sunlit dining area w/ pantry Hardwood floors guide you to a first-floor guest bedroom w/ adjacent full bath. Sunlit office, Bonus room above 2 car garage has a wet bar. Upstairs, the opulent primary suite includes a private balcony, spa bath, and walk-in closets. Two additional bedrooms share a full bathroom and an open office/library/ exercise room boast ocean vistas. The 3rd level flex space is s perfect artist loft, music room or 5th bedroom The walkout lower level offers a half bath, laundry & storage.

318 Center Hill Rd, Plymouth

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

$1,250,000
4 Beds 3 Baths 73440448 MLS
A captivating estate set atop a bluff with panoramic views of Cape Cod Bay. This stately Nantucket-style Colonial, built in 2002, spans three thoughtfully designed levels. A dramatic wraparound staircase anchors the sun-drenched interior, showcasing coastal finishes and refined craftsmanship throughout. The second level features the kitchen and main living area with soaring ceilings, expansive windows, and French doors opening to a mahogany deck. The third-floor loft offers a stunning balcony with breathtaking views. Beyond the home, the expansive lot presents an opportunity: potential subdivision may allow a second residence or garage with an in-law and the abutting property next door may also become available - creating a rare private compound or multigenerational retreat. An exceptional year-round home or coastal escape in one of the bay’s most desirable settings. Shown by appointment only.

31 Monisa Kay Drive, Plymouth

Listing courtesy of Listing Agent: Amanda Hodges from Listing Office: Lucido Real Estate, LLC.

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