South Shore Waterfront Homes For Sale

MLS Number 73570402

• Residential
• Bedrooms 2
• Bathroom 1
• Square Feet 1,069

Rare opportunity on Long Pond! This beautifully rebuilt seasonal waterfront home offers more than 50 feet of direct frontage with a private boat ramp, dock and mooring on Massachusetts' largest fully recreational pond. Thoughtfully rebuilt in 2025 to take advantage of the incredible water views, the home features a bright open floor plan, gorgeous kitchen with granite countertops, stainless steel appliances and large center island, gas fireplace, first-floor laundry, heat/AC, Rinnai on-demand hot water, plus newer roof, windows and siding. With Long Pond truly in your backyard, launch from your private boat ramp, head out from the dock, or spend the day boating, fishing, kayaking and swimming. A waterside patio with stone walls offers the perfect spot to relax and take in the views, while a deeded garage bay across the street provides additional storage. Don't miss this rare opportunity to own direct waterfront on Long Pond!

Listed by Derrick Goldsmith of Sold By Gold LLC

MLS Number 73570275

• Residential
• Bedrooms 3
• Bathroom 4
• Square Feet 3,441

Situated along the peaceful shores of the Oyster Pond River, this stunning seaside home effortlessly blends classic New England architecture with modern luxury. Arriving along a gravel driveway bordered by blooming hydrangeas and mature trees, the residence makes an immediate impression with crisp white columns and a bluestone walkway. Inside, light-filled interiors showcase clean architectural lines, light wood floors, and custom built-ins. At the heart of the home lies a soaring vaulted great room anchored by a large stone fireplace, framed by double-height windows and glass French doors that capture panoramic water views.Designed for effortless entertaining and everyday comfort, the main level flows between open gathering areas and quiet retreats. The eat-in chef's kitchen features custom cabinetry and professional-grade appliances, including a Sub-Zero refrigerator, double ovens, and a Thermador range. Adjoining the kitchen, the formal dining room serves as a centerpiece for hosting, complete with built-in display shelving and a cozy window seat, illuminated by a custom glass pendant light fixture suspended from a recessed ceiling. A first-floor en suite bedroom completes the main level, providing refined accommodations for guests or family. On the second level, a light-filled den is equipped with a wet bar, a built-in alcove day bed, and a private balcony overlooking the water. The primary suite serves as a true sanctuary, complete with vaulted ceilings, expansive windows framing water views, and a contemporary fireplace. The spa-like primary bath boasts a deep soaking tub with a wood surround, a glass shower with textured wall tiling, dual-sink vanities with under-cabinet lighting, and connects to a spacious walk-in closet. The lower level offers endless possibilities with a stone fireplace, built-in workstations, additional guest space, and a fully appointed bath with a deep soaking tub. Outside, multi-tiered outdoor spaces - including covered decking, a stone patio, and manicured lawns running down toward the water's edge - offer front-row seats to Chatham's iconic maritime landscape. Whether setting off by kayak for a day on the water or enjoying al fresco entertaining amidst unsurpassed natural beauty, this property represents coastal Cape Cod living at its absolute finest.

Listed by Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties, Matthew De Groot of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73570045

• Residential
• Bedrooms 1
• Bathroom 1
• Square Feet 630
• High School Whitman Hanson

Welcome to your own little slice of heaven on beautiful Maquan Pond! Tucked away on the water, this absolutely charming 1-bedroom bungalow may be just 630 sq. ft., but it is filled with character, warmth and an incredible year-round waterfront lifestyle. Whether you're looking for a cozy year-round home or a peaceful weekend retreat, this special property is all about slowing down and enjoying life by the water.Step inside and you'll immediately feel the charm. Vaulted tongue-and-groove ceilings add warmth and character to both the kitchen and living room, while the living room offers wonderful upper storage and a cozy wood stove that the sellers have enjoyed as an efficient way to keep the home warm throughout the colder months. The kitchen features tile flooring, granite countertops and stainless steel appliances. The full bath includes tile flooring, a marble-top vanity, tub with tiled surround and a convenient laundry area.Sliders lead to the wood deck overlooking Maquan Pond, where beautiful water views become part of everyday life. Two older wooden docks provide direct access to the pond-spend summer days swimming, fishing from your dock, kayaking, canoeing or paddleboarding, then come home and enjoy the outdoor shower surrounded by nature. With Camp Kiwanee across the pond, the setting captures everything there is to love about waterfront living.The home has also benefited from numerous improvements, including the roof and granite countertops in 2020; laundry room, carpeting, plumbing fixtures and high-efficiency propane wall furnace in 2021; refinished hardwood floors and new wood-stove hearth in 2022; bathroom window, exterior painting and pond-side exterior shingles in 2025; and hydroseeded lawn in 2026. Additional improvements include a newer water heater warrantied until 2030, sliding door, woodshed and power and Ethernet added to the shed. Some homes offer space. Others offer a feeling. This one offers a way of life-morning coffee overlooking the pond, summer days spent on the water, quiet moments surrounded by nature and cozy evenings by the wood stove. A rare opportunity to own a truly special waterfront retreat where the beauty of Maquan Pond is part of your everyday story. OFFER DEADLINE WED 9/9/26 AT 5PM

Listed by Christina L. Martinez of Real Broker MA,LLC

MLS Number 73569756

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 2,384

Privacy & nature surround this beautifully renovated & meticulously maintained 2,384 SF Cape in Deerfield Estates, set on nearly 2 acres with frontage on Tuckers Pond & close to the 800-acre Punkhorn Parklands. This stunning 3-BR, 3-BA home invites relaxation w/an open design, multiple living areas & bedrooms on opposite ends for extra privacy. Gleaming hardwood floors throughout. The chef's kitchen features a center island, custom cabinetry & walk-in pantry, with easy access from the 2-car garage. Walls of glass in the dining area frame the private yard & seasonal peeks of the pond. The lovely great room has abundant windows & a wall of custom built-ins, while the living room offers a cozy fireplace. Primary suite features a walk-in closet, new shower in 2025 & an office & laundry nearby. A secluded 2nd-floor wing offers 2 bedrooms, a bath & lg storage room. Back deck, outdoor shower & garden add to outdoor enjoyment. Many improvements have been made over the years; list is available. Central Air, mini split HVAC system & generator provide comfort & peace of mind. Close proximity to beaches, ponds & trails make this a rare chance to enjoy comfort & nature in a special location.

Listed by Dee Higgins of Gibson Sotheby's International Realty

MLS Number 73565688

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 2,850

Some properties simply cannot be recreated. Set on more than 1.3 acres along historic Old King's Highway, this distinctive four-bedroom antique offers a rare combination of Cape Cod character, a magnificent two-story barn, sandy frontage on Scargo Lake and a charming screened boathouse at the water's edge. Thoughtfully updated over time, the home blends original details, two staircases, unexpected nooks and two long enclosed porches with a beautifully renovated kitchen featuring a bank of windows overlooking the grounds and lake beyond. Follow the gently sloping path through the trees to clear water, a sandy shoreline and sweeping views toward Scargo Tower. Swim, kayak, paddleboard, fish or enjoy quiet mornings beside the lake. The property has also served as a successful seasonal retreat, recently renting for approximately $5,500 per week. The home may continue to evolve, but the acreage, lakefront setting, antique barn and magical boathouse are nearly impossible to duplicate.

Listed by Lisa Griffin of Gibson Sotheby's International Realty

MLS Number 73569680

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 2,402

Welcome to this private hidden gem, tucked away at the end of a long driveway and surrounded by a peaceful, secluded setting. This charming 4-bedroom, 2.5-bath Colonial offers the perfect blend of privacy, comfort, and timeless appeal. Enjoy the tranquility of your private setting with plenty of space to relax, play, and entertain. Conveniently located while still offering the feeling of a true retreat, this special property is a rare find for those seeking privacy without sacrificing comfort. Come discover all this hidden gem has to offer! More Photos coming.

Listed by Ellen Connelly of RE/MAX Real Estate Center

MLS Number 73569654

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 3,640

A rare oceanfront offering, this beautifully remodeled Nantucket-style Cape is privately positioned at the end of a cul-de-sac on a premier 1.05-acre lot-the largest oceanfront lot in Plymouth's Indian Brook Association. Set high on a thickly vegetated bluff above a seawall extending more than 1,000 feet along the shoreline, this secluded nine-room home offers extraordinary panoramic views across Cape Cod Bay. On clear days, the coastline can be seen all the way to Provincetown.Two spacious additions enhance the home's open, airy floor plan and capture sweeping water views from every room. The remodeled kitchen features abundant custom cabinetry, Fantasy Brown granite countertops with a full-height backsplash, a breakfast-bar peninsula, and a luxury Italian ZLINE range with an electric oven and gas cooktop. The kitchen flows naturally into the dining area and expansive main living space, creating a comfortable setting for everyday living and entertaining.Large, double, full-glass Andersen swing doors open the interior to an exceptional collection of oceanfront decks and patios. Outdoor amenities include both covered and open-air gathering areas, a metal-roofed shelter, a large pergola, a built-in natural-gas fire pit, and a piped natural-gas grill. Multiple outdoor seating and dining areas-accommodating Adirondack and rocking chairs, outdoor sofa and lounge chairs, dining furniture, and chaise lounges-provide numerous places to relax, entertain, and enjoy the salt air and ocean breeze.The spacious primary suite also opens directly through double glass doors to the deck and patio areas, offering elevated views of the brilliant blue waters of Cape Cod Bay. From the back of the home, enjoy unforgettable sunrises and moon-rises over the water; from the front, take in magnificent evening sunsets.Offering uncommon privacy, generous outdoor space, and dramatic ocean vistas, this exceptional waterfront property provides a peaceful retreat away from neighboring homes and urban noise. All of this is located less than an hour from Boston and approximately 30 minutes from downtown Hyannis-an ideal setting for enjoying both Plymouth and Cape Cod.

Listed by Christopher M. Noble of Mere-Stone Properties

MLS Number 73569496

• Residential
• Bedrooms 5
• Bathroom 3
• Square Feet 2,830
• High School Mashpee

Monomoscoy Island Waterfront Family Compound - Just renovated and updated in 2026, this boating paradise on Cape Cod offers direct saltwater frontage on Hamblin Pond with true ocean access and no bridges. Year-round licensed pier delivers 4 feet at mean low-ideal for deep-water boating. Open western exposure frames spectacular sunsets over open water.Two dwellings on one parcel sit 75 feet apart across a manicured lawn, creating the perfect private family compound. The main home's vaulted living room faces the water with tongue-and-groove ceiling, oak-wrapped beams, custom fireplace, and white oak mantle. Sliders open to the waterside deck. Premium seven-inch solid white oak floors upstairs, engineered white oak below, and new trim throughout.Chef's kitchen features full stone backsplash, two-inch white oak butcher-block island, and new quartz counters. Primary bath showcases White Rhino quartzite; baths have marble tile. Second dwelling fully refreshed with new counters, bath, and flooring.Waterside deck, stone wall, fire pit on the lawn, and just four steps to the beach. New Trex railings and 310 feet of engineered bulkhead. Radiant and baseboard heat plus whole-house humidifier for year-round comfort.This is a rare "generational "waterfront opportunity!

Listed by Mark Madigan of Compass

MLS Number 73569424

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 4,000

Experience the very best of Chatham living. Few properties offer this extraordinary combination of premium waterfront living and the ability to stroll to everything the historic village center has to offer. Set behind privacy fencing and mature plantings on Oyster Pond, this distinctive home sits steps from your private boat dock and steps from vibrant downtown Chatham. Walk to your morning coffee, acclaimed restaurants, luxury boutiques, fine galleries, the historic bandstand, parades and summer baseball games. Then return home to the water, step aboard your boat, and cruise through Stage Harbor to Nantucket Sound and beyond. The private pier and dock provide coveted tidal deep-water access, while stunning water views are enjoyed from nearly every room. The four-plus one bedroom residence spans three levels of exceptional water-view living with expansive windows, generous gathering spaces, a beautiful primary suite, separate guest quartiers and a rare six-car garage. Bring your vision to masterfully renovate the existing home or design an entirely new custom masterpiece. A truly unparalleled real estate opportunity.

Listed by Dawn Marie Boynton of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73569371

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 2,100
• High School Orrhs

EXTRAORDINARY 2.8-acre Mattapoisett harbor oceanfront setting with your own boardwalk and approximately 150 feet of private sandy beach. Direct waterfront and beachfront properties like this rarely become available. Wake each day to unobstructed views of Mattapoisett harbor and Buzzards Bay and enjoy the feeling of being on vacation year-round. This exceptional property offers a spectacular private setting for boating, swimming, kayaking, relaxing by the water, and enjoying the ever-changing coastal scenery. A picturesque boardwalk crosses the marsh to the beach, creating a unique connection to the surrounding natural beauty. Nature lovers will appreciate the peaceful privacy and abundant wildlife and marine life. The professionally maintained, fenced grounds also feature decking and a heated in-ground gunite pool-perfect for relaxing, entertaining, and enjoying life by the sea. The well-maintained home offers hardwood floors, a fireplaced living room, and a heated solarium/family room for year-round enjoyment. A two-car garage with a heated workshop and second-floor loft provides additional space for hobbies, projects, or storage. Don't miss this rare opportunity to own a comfortable 3-bedroom, 2-bath waterfront retreat offering an extraordinary private sandy beach, breathtaking harbor and Buzzards Bay views, a heated pool, and the very best of coastal living ideal for making years worth of lasting memories.

Listed by Christopher M. Demakis of Demakis Family Real Estate,Inc.

MLS Number 73569360

• Residential
• Bedrooms 2
• Bathroom 2
• Square Feet 1,272

Welcome home to this inviting 2-bedroom, 2-bath property offering water views and a flexible layout designed for both everyday living and entertaining. Step inside to find hardwood floors flowing through the main living areas and a comfortable living room highlighted by a fireplace. The spacious eat-in kitchen features updated cabinetry, quartz-style countertops, subway tile backsplash, ample storage and generous space for dining. One of the home's standout features is the sun-filled four-season room, surrounded by walls of windows and skylights that bring in an abundance of natural light while offering beautiful views toward the water-the perfect spot to relax, dine or entertain. Two bedrooms and two baths complete the main level. The finished lower level provides additional living space with a large recreation room, ideal for a family room, home gym, office or media room, while a separate utility area offers plenty of additional storage. Outside, mature trees and established landscaping create a private, peaceful setting. A wonderful opportunity to enjoy comfortable living with water views right outside your door!

Listed by Shauna Fanning of William Raveis R.E. & Home Services