Luxury Homes for Sale in Plymouth, MA

MLS Number 73585350

• Residential
• Next Open House: Sat 10/3 2:00 pm. to 4:00 pm.
• Bedrooms 5
• Bathroom 4
• Square Feet 3,336

Steeped in Plymouth history, 8 Winter Street is a remarkable historic residence offering a rare opportunity to own a treasured piece of New England's architectural heritage. Known as the Sgt. William Harlow Family Homestead, this distinctive gambrel-roofed Cape reflects generations of history, craftsmanship, and timeless character. Thoughtfully preserved and expanded over the centuries, including a substantial 19th-century addition, the home showcases exquisite period details throughout, including exposed wood beams, wide-plank wood flooring, and five fireplaces. Offering five bedrooms and 3.5 baths, including a first-floor primary suite, the home blends historic charm with modern conveniences, including an automatic gas generator. Listed on the National Register of Historic Places, this extraordinary property is situated on a .48-acre level lot in a desirable in-town location with ocean views, just a short stroll to Stevens Field Beach and Park, and minutes from Plymouth's historic waterfront, shops, and restaurants. A detached two-car carriage-style garage offers possible ADU potential, subject to approvals, while a separate outbuilding offers an inspiring setting for an art studio. A potting shed and gorgeous perennial gardens throughout the grounds create a gardener's dream. Town water , sewer and natural gas. A rare opportunity to embrace historic coastal New England living in the heart of Plymouth.

Listed by Lynne Morey of Coldwell Banker Realty - Plymouth

MLS Number 73582352

• Residential
• Next Open House: Sat 10/3 12:00 pm. to 2:00 pm.
• Bedrooms 3
• Bathroom 3
• Square Feet 2,362

Welcome to modern luxury in Chiltonville's coveted Beech Tree Estates. Tucked away on a quiet cul-de-sac, this stunning 5 year young 3-bed, 2.5-bath home perfectly balances a fresh modern farmhouse aesthetic with timeless classic design. Meticulously crafted with high-end custom upgrades, this turn-key property offers a low-maintenance sanctuary tailored for effortless daily living and grand-scale entertaining. Guests are welcomed through one of the home's two front doors-the side entrance serves as the primary point of entry, featuring a striking entryway accent wall, convenient coat hooks, and a dedicated coat closet. This functional foyer leads seamlessly into an expansive, sun-drenched open living pavilion. Aspiring chefs will love the spectacular custom kitchen, featuring premium appliances, sleek subway tile accents, a dedicated pot-filler, a massive center island, and a walk-in pantry. This magnificent culinary space flows into the dining area and a vaulted living room centered around a cozy gas fireplace with custom built-ins and oversized windows. Tucked away on the main level, the private first-floor primary suite serves as a peaceful sanctuary, complete with two walk-in closets and a beautifully appointed en-suite bathroom showcasing dual vanities, modern granite finishes, and premium hardware. Finishing the main level is a dedicated home office behind classic French doors, offering a quiet workspace, a bright half bath, and a laundry room with its own storage. Upstairs, the second floor provides an ideal layout for family or guests, featuring two additional spacious bedrooms-including one with its own large walk-in closet-and a second full bathroom. Outside, relax on the welcoming covered front porch or the back deck nestled among pristine landscaping and perfect for outdoor dining. Practical details abound, including an attached garage and a whole-house generator for absolute peace of mind. Beyond your property lines lies an unmatched lifestyle. Stroll down the street to the historic Bramhall's Country Store for fresh local produce and seasonal treats. Enjoy a movie night out at nearby Plimoth Pawtuxet or take advantage of being just less than 2 miles from Plymouth Beach. With downtown Plymouth's historic dining and waterfront just three miles away, golf courses and nature trails around the corner, and effortless proximity to highway commuter routes, this location truly offers the very best of New England living.

Listed by Michelle Koppang of RE/MAX Real Estate Center

MLS Number 73584866

• Residential
• Next Open House: Sat 10/3 11:00 am. to 1:00 pm.
• Bedrooms 3
• Bathroom 4
• Square Feet 3,435

Nestled in the coveted Manters Point neighborhood with water on both sides, this exceptional home offers the ease of one-level living in a peaceful, private coastal setting. Glimpses of Plymouth Bay in the summer open to broader water views in the winter, while sea breezes and the sound of the surf invite you to slow down and enjoy the coastal lifestyle. Tucked behind a tall hedge, the property feels like a private retreat where mornings begin with coffee on the screened porch, days are spent at the nearby beach, afternoons are spent tending the gardens and evenings invite easy entertaining with family and friends. A short stroll to the Eel River Beach Club, Plymouth Long Beach and iconic Sandy's, the location offers the very best of coastal Plymouth. Sidewalks lead to historic downtown restaurants and shops, bringing the best of Plymouth within easy reach while preserving the quiet charm that makes Manters Point so special. Filled with natural light, the home blends comfort and convenience with first-floor laundry, central air, an irrigation system and a new roof. The versatile lower level offers a private office with a separate entrance, ideal for working from home or welcoming clients, along with additional finished space perfect for guests, a gym, hobby room or whatever best suits your lifestyle. A passing Title V is already in hand for added peace of mind. Known for its privacy, peaceful surroundings and close-knit coastal character, Manters Point remains one of Plymouth's most exclusive and cherished neighborhoods. Opportunities to own here are exceptionally rare.

Listed by Jessica Tyler of Compass

MLS Number 73584827

• Residential
• Next Open House: Sat 10/3 11:00 am. to 1:00 pm.
• Bedrooms 5
• Bathroom 4
• Square Feet 3,308

Welcome to 101 Nautical Way! This gorgeous, meticulously maintained multi-generational home offers the perfect blend of modern luxury and versatile living. Nestled on a private 1.4-acre lot with classic rock walls and a fully fenced backyard, this property welcomes you with pristine landscaping and exceptional curb appeal. Step inside the main residence to find a bright, vaulted foyer leading to a modern chef's kitchen complete with quartz countertops, a gas convection oven with hood, a farmhouse sink, an oversized walk-in pantry, and a large center island. The casual dining area features a slider to the backyard, flowing seamlessly into the formal dining space and an expansive family room boasting vaulted ceilings, a shiplap accent wall, and a cozy gas fireplace. A dedicated private home office, a half bath, and a functional mudroom leading to the 2-car garage complete the main level.Timeless warm wood flooring carries you upstairs to the luxurious primary suite, which features a spacious bedroom, a walk-in closet, and a private bath with a custom tile walk-in shower. Three additional generously sized bedrooms, a full guest bath, and a dedicated second-floor laundry room round out this level. The lower level boasts a beautiful, fully permitted legal in-law apartment equipped with its own private driveway and separate entrance. This open-concept living space includes a fully equipped kitchen with quartz counters, a gas oven, and a center island open to the living area. Down the hall is a large bedroom with a walk-in closet, a full bath featuring a double vanity, a tile walk-in shower, and dedicated laundry. A flexible bonus room completes the lower level, making the ideal space for a home gym, secondary office, or extra storage. Complete with an oversized storage shed and two distinct driveways, this rare, turn-key property is a must-see. Schedule your private showing today!

Listed by The Anchor Team and Jennifer Bolle of Jane Coit Real Estate,Inc.

MLS Number 73583962

• Residential
• Next Open House: Sat 10/3 11:00 am. to 12:00 pm.
• Bedrooms 2
• Bathroom 3
• Square Feet 3,463

One of the unexpected things about this home is the finished lower level. It is incredible. Thoughtfully designed for the sports minded. The position of the T.V.'s allows maximum enjoyment to watch a variety of sports at the same time. - One T.V. with sectional seating and the other with a wine fridge and pub table. Dedicated craft room that allows you to quickly tidy up simply by closing the barn doors. Plenty of room for additional sleeping quarters. Large bathroom with sink cabinet and storage console from Restoration Hardware. Plenty of room to add a towel warmer. Upstairs starts with a 10 foot foyer with double tray ceiling and double crown molding. It is the popular Bay Hill floor plan in The Pinehills. Front of the house has a main floor bedroom and separate bathroom - laundry across the hall. Private first floor office. Kitchen, family room and dining area seamlessly flow together. It is the perfect open floor plan. Windows on either side of the fireplace and sliding glass doors and bank of windows capture all the natural light and views of mother nature that add to the tranquility. Board and Batton and Beadboard accent walls along with the Joanna Gaines shiplap wall paper creates the modern farm house feel effortlessly. Primary bedroom retreat has beadboard feature wall, tray ceiling, amazing walk in closet, double vanity, soaking tub and step in tiled shower. It is hard to describe all the layers of design and detail that brings this home to life. It needs to be experienced.

Listed by Pinehills Resale team and Stacy Gerry of Pinehills Brokerage Services LLC

MLS Number 73583726

• Residential
• Next Open House: Sat 10/3 2:30 pm. to 3:30 pm.
• Bedrooms 3
• Bathroom 3
• Square Feet 3,131

This TRADITION style floor plan by Toll Brothers is MOVE-READY located in the highly sought after and desirable Vista Point neighborhood, at the Pinehills. Ideal first floor living complete with two first floor bedrooms, first floor office, dining room, breakfast nook and screened porch and deck. The well-appointed kitchen includes upgraded white cabinetry, a huge center island with additional storage, granite counters and three beautiful pendant lights. Pantry and pull-out drawers. You are going to love cooking in this kitchen with the Thermador 5 burner counter top range and Thermador refrigerator. One reason that the open floor plan is so desirable is because in this one you get to spend time in your kitchen with the backdrop of the cozy fireplace. The breakfast nook has the morning light and opens to your layer of outdoor living which includes a fire pit. The primary bedroom with tray ceiling, crown molding, large walk-in closet with closet system. Primary bath has two separate sink areas vs a double vanity. Two new showerheads in your large luxury shower w/seat. The 2nd floor includes a spacious loft, 3rd bedroom, bath and plenty of closets. Morning sun off the back deck and sunsets from your front porch. Extended two car garage. Brand new water heater. HOA includes mowing/landscaping and snow removal. Will this be the year that you turn in your snow shovel? And if that isn't enough there is approximately 2,000 sq. ft. unfinished walkout basement, offering substantial storage and future finished-space potential. Whole house water filtration system by Spring Well. The Vista Point neighborhood has its own clubhouse with pool, gym, great room and more. The Stonebridge Club with clay tennis courts, outdoor pool with lap swimming is also included in the HOA. Can close quickly.

Listed by Pinehills Resale team and Stacy Gerry of Pinehills Brokerage Services LLC

MLS Number 73583674

• Residential
• Next Open House: Sat 10/3 2:00 pm. to 3:00 pm.
• Bedrooms 3
• Bathroom 4
• Square Feet 4,029

Spectacular custom Whitman home overlooking the Jones course in The Pinehills. Highly desired location within walking distance to Stonebridge Club, tennis, pool, Village Green, The Market, and post office, this exceptional home offers sophisticated living across three beautifully finished levels, including a walk-out lower level to the private rear yard. Newly remodeled and never occupied, the home showcases exceptional craftsmanship and thoughtful design throughout. The dream kitchen features quartz countertops, custom cabinetry, a 48” Wolf induction range, Fisher & Paykel dishwasher drawers, Rohl faucet, Shaws enamel double sink, and an enormous center island designed for entertaining. The first floor features an inviting foyer, sun-filled great room with a new high-end gas fireplace, custom built-ins, dramatic V-groove ceiling details, and a wall of windows overlooking the landscaped yard and 13th hole of the Jones Course. The generous primary suite offers two walk-in closets with custom built-ins and an elegant bath with separate shower and soaking tub. A formal dining room with custom V-groove tray ceiling, powder room, and newly remodeled laundry and mudroom complete the main level. Upstairs are two spacious guest bedrooms, a full bath, and a versatile loft. The finished lower level offers exceptional flexibility, with a home office or additional guest accommodations, plus an impressive bonus room featuring a new kitchenette and full bath with washer/dryer hookups-ideal for extended family, guests, or a private retreat. Two-car garage includes a private staircase providing direct access to the lower level. Additional highlights include a whole-home generator and a gardener's dream outdoor setting, with an enchanting private patio creating a secluded space for relaxing and entertaining surrounded by nature. Beautifully renovated, exceptionally appointed, and ideally positioned within The Pinehills-this is a truly special home.

Listed by Pinehills Resale team, Karin Lynne Cruz Bianchi and Susan Sorrento of Pinehills Brokerage Services LLC

MLS Number 73583120

• Residential
• Next Open House: Sat 10/3 11:30 am. to 1:00 pm.
• Bedrooms 3
• Bathroom 3
• Square Feet 2,600

Few waterfront settings compare to the beauty and tranquility of this exceptional home on pristine Great Herring Pond. Plymouth's largest fully recreational pond, this beautifully updated home offers spectacular west-facing views & unforgettable sunsets from its peaceful location at the end of a quiet cul-de-sac. With water views from every room, vaulted ceilings, expansive windows an open floor plan, the home was designed to embrace its incredible surroundings. Sliders on both levels open to the outdoors, capturing cool southwestern summer breezes off the pond & creating a wonderful connection between indoor & outdoor living. The upper level features a bright, inviting living room, while the lower-level family room offers additional space to gather, entertain or simply relax and enjoy the views. Luxury LVT flooring complements the home's fresh, updated feel, while renovated bathrooms feature ceramic tile flooring and a beautiful glass-enclosed shower. Additional updates include a new roof, stainless steel range & dishwasher, refrigerator & washer/dryer. Outdoor living is equally impressive with a spacious upper deck & beautifully designed multi-tier hardscape patio overlooking the water, the perfect setting for dining, entertaining or watching the sun set over the pond. Steps lead to the pond level and private dock, putting swimming, boating, fishing and year-round recreation right outside your door. The natural surroundings make this property even more special, with bald eagles, osprey, waterfowl & even the occasional otter adding to the ever-changing waterfront experience. From morning coffee overlooking the pond to afternoons on the water & spectacular sunsets, this is a home & lifestyle meant to be enjoyed. All the beauty, recreation & relaxed feel of Cape Cod waterfront living without ever crossing the bridge!

Listed by Susan Marshall and Jeannine Iozzo of Lamacchia Realty,Inc.

MLS Number 73583065

• Residential
• Next Open House: Sun 10/4 1:00 pm. to 3:00 pm.
• Bedrooms 7
• Bathroom 4
• Square Feet 3,364

This beautiful well maintained home has all the features you would want in a 7 bedroom home. It also has a large 2 bedroom in-law/adu apartment. The home is a 3 minute walk to beautiful Manomet Beach. Extensive features include a large above gound heated salt water pool, numerous multi level decks, a 6 person hot tub, out door shower, fenced in yard, whole house generator, 2 storage sheds, security system and much more. The beautiful very large living room has a gas fireplace, built in book shelves, and a bar. This home is in move in condition and ready for new occupants.

Listed by Larry Gay of RE/MAX Real Estate Center