South Shore Waterfront Homes For Sale

MLS Number 73556365

• Residential
• Bedrooms 5
• Bathroom 3
• Square Feet 3,090

Need Land? Great Lot! Great Property with great opportunities. Great location for your Family business within walking distance to the Sagamore bridge.This unique property is Zoned for Mixed-Use for potential expansion and an ADU!!This lovingly cared for home has yesteryear charm with modern day amenities.It is in beautiful condition. House and detached oversized 2 car garage sits on a 1.17 acre lot. In the early 1900's this home was'The Old Gurney Store'...a mom and pop grocery store. The family lived in the rest of the space which is a 5 bedroom, 2.5 bath home. Also on the 1st floor is the kitchen, dining room, living room, sun room, half bath. The second floor offers 3 bedrooms, 2 baths and a home office or studio. The third floor has 2 more bedrooms. There is a lot of storage in the house. Polished wood floors, double kitchen cast iron sink, built in cabinets and shelves, beamed ceilings.Newer Oil tank,200 amp Electrical and Newer Boiler!

Listed by Team Pace of Keller Williams Realty

MLS Number 73557429

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 2,368
• High School Orrhs

Rare opportunity to own a one-of-a-kind waterfront compound on Aucoot Cove, offering 72 ft of ocean frontage, beautifully curated gardens, and an enchanting collection of buildings on a private 0.76-acre lot near the end of scenic Aucoot Rd. The property includes a meticulously maintained 3-bedroom, 2-bath home with water views, a detached two-car garage with workshop and storage space, and two charming barns, each with its own distinct character; one currently serves as a home office and music studio while also providing comfortable overflow space for overnight guests. Together, the barns offer exceptional flexibility for creative pursuits, remote work, hobbies, or additional gathering space. Inside, the home welcomes you with a bright entry that opens to an airy living, dining, and kitchen area where expansive windows frame picturesque views of the Cove. Gleaming hardwood floors, thoughtful finishes, and abundant natural light create a warm, inviting atmosphere throughout. A sliding door leads to a stone patio with outdoor dining space surrounded by mature landscaping and a tranquil water feature. The recently renovated kitchen is a perfect example of thoughtful design, featuring custom cabinetry, quartz countertops, warm finishes, and an efficient layout that maximizes both beauty and function. The main level continues into a cozy den anchored by a wood stove, ideal for cooler months, and a beautiful home office that also functions as the home's third bedroom. A full bath, laundry area, and convenient mudroom-style back entry complete the first floor. Upstairs, you'll find two additional bedrooms, including the serene primary suite with a private balcony looking down to Aucoot Cove. The second full bath pairs timeless character with modern comfort, featuring a freestanding soaking tub, separate shower, original millwork, and leaded glass windows. Modern conveniences include energy-efficient mini-split heating and cooling, an automatic generator, and an EV charging station. Stretching from Aucoot Rd to the shoreline, the property offers a private path leading to the waterfront, where a firepit, kayak rack, and direct water access allow you to fully embrace the coastal lifestyle. This is more than a home-it's a place with personality, creativity, and soul. If you're looking for something truly distinctive rather than ordinary, this exceptional waterfront retreat may be exactly what you've been waiting for.

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

MLS Number 73557021

• Residential
• Bedrooms 3
• Bathroom 1
• Square Feet 994

Opportunity awaits on the shores of Long Pond in South Yarmouth! Set on a .31-acre lot with peaceful pond views, this 3-bedroom, 1-bath ranch offers the perfect opportunity to create your Cape Cod dream home. The main level features hardwood flooring throughout and a living room with direct access to a spacious deck overlooking the water-ideal for relaxing, entertaining, and enjoying the tranquil waterfront setting. The walk-out lower level provides additional finished living space with endless possibilities. A detached one-car garage and storage shed offer added convenience for vehicles, tools, and recreational equipment. Enjoy kayaking, paddleboarding, canoeing, or swimming right from your backyard (no beach). Conveniently located near south side beaches, the Cape Cod Rail Trail, shopping, restaurants, and all that the Mid-Cape has to offer. This home needs updating and TLC, but the waterfront location and potential make it a special opportunity.

Listed by Patrick J. Foran of Foran Realty,Inc.

MLS Number 73552468

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,851

Welcome to your riverside retreat! This turnkey home boasts plenty of space to enjoy. On the upper level you have an open floorplan with the living room and kitchen to entertain guests and a dedicated dining room for sit-down meals. The main bedroom includes a walk-in closet, and the new washer and dryer are in the hall for easy access. The lower level has three additional spaces that can be used as bedrooms, offices, workout areas, or gathering spaces. Moving outside, you have a heated sun room and more outer deck space from which to enjoy trees and view the Concord River. A large enclosed yard is perfect for privacy for cookouts and space for pets to roam. Two sheds round out the outdoor work/storage space. Also, there is a bonus enclosed storage room under the house. Imagine sipping tea on the deck, hopping into a kayak off the dock, living the landscaping dream on the large lot, or just relaxing in the central AC. Plus, the commuter rail and highway can get you around quickly.

Listed by Boris Yelin of Team Impressa LLC

MLS Number 73556542

• Residential
• Bedrooms 2
• Bathroom 3
• Square Feet 2,440
• High School Carver High School

Experience premier waterfront living in this Custom Contemporary Farmhouse Ranch perfectly situated on Sampson's Pond, featuring two bedrooms with two and half baths. This one of kind home combines timeless design with modern amenities, the thoughtfully designed open floor plan highlights stunning views, cathedral ceilings, along with the inviting floor to ceiling fireplace. The first floor offers single level living with a beautiful gourmet kitchen showcasing custom cabinetry, stainless steel appliances, two ovens, beverage refrigerator, the cabinetry and pantry provide ample storage, laundry is conveniently located in powder room, additionally the primary suite features a luxury ensuite. Enjoy the three-season porch with access to the expansive balcony while taking in the scenic views and peaceful setting. The lower level includes open area for family, a spacious second bedroom, walk-in closet and a designers dream bathroom. Step through the sliding glass doors with direct access to the pond where you can enjoy kayaking, boating, fishing, and year-round recreation from the shoreline or the FWM Aluminum Dock. This impressive custom home was built by Jim Stanne Builders and includes a three-bedroom septic system, the lower level offers versatile space that could easily be transformed to accommodate a third bedroom. The detached garage with second level provides additional storage or future workshop. Whether you are searching for a private waterfront retreat or the perfect home for hosting family and friends, this extraordinary property offers the best of luxury, comfort and outdoor living in an unforgettable setting.

Listed by Christine Lewis and Kathleen LaNatra of Coldwell Banker Realty - Plymouth

MLS Number 73556482

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 1,738

The SandBox, an icon of Shore Road, sits on one of the most coveted streets in America, steps from the Chatham Bars Inn - where waterfront estates are generational and cherished. Set on an over one-acre lot with immense private beachfront, the home reflects the architectural heritage of the setting, with classic cedar shake and shingle detailing throughout. A staircase framed by flowering landscaping leads to a bluestone patio and entertaining spaces over the beach, with a private trail to the water's edge -- one of the first points on the Eastern Seaboard to greet the sunrise each morning. Inside, a shiplap-clad great room opens the home for gathering, flowing into dining and kitchen areas with water views from every angle. The primary suite is a retreat framed by its own bay window, while well-appointed guest spaces offer comfort for family and friends. Extensively renovated, the home retains the craftsmanship of its original build - true, enduring Cape Cod character. This is where summers are made. Shore Road beachfront grows more coveted with time, and opportunities like this rarely surface - a chance to secure one of the most aspirational addresses on the entire East Coast.

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73556459

• Residential
• Bedrooms 4
• Bathroom 5
• Square Feet 4,689

Waterfront new construction in one of Chatham's most preeminent locations, minutes from town. This rare half-acre offering on Emery Pond is to be built by R.A. Martin, one of the Cape's premier builders, with select interior finishes and customizations still available to the right buyer. New construction of this scale is exceptionally rare on Cape Cod, offering the perfect mix of estate-level living and an in-town lifestyle, all with stunning water views. The finished residence offers approximately 4,689 square feet of considered living space across three thoughtfully composed levels, with 4 bedrooms and 4 full baths. Sunlit interiors flow effortlessly from kitchen to dining to generous entertaining spaces, opening to a screened porch and deck framing sweeping views of the pond. Outside, a waterfront pool anchors a true outdoor retreat -- a private, resort-style setting for gathering, moments from town. A primary suite anchors the upper level alongside an office and two additional bedrooms, while the lower level offers a fourth bedroom suite and a generous recreation room. A rare opportunity to build new construction with a coveted mix of setting, space, and location on Emery Pond.

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73555707

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 8,729
• High School Wellesley

Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add'l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

Listed by Christine Lawrence and Betsy Kessler of Rutledge Properties

MLS Number 73555357

• Residential
• Bedrooms 4
• Bathroom 4
• Square Feet 3,672

A rare two-property waterfront offering on Wequaquet Lake. Offered for the first time in decades, 34 & 35 Shirley Point Road combine to create an extraordinary approximately one-acre lakefront estate**, including the residence at 34 Shirley Point Road plus the adjacent vacant lot at 35 Shirley Point Road. Together, the properties offer 200'+ of waterfront within a protected cove, creating a level of privacy, land, and opportunity that is increasingly difficult to find on Cape Cod.Tucked beneath a mature canopy and designed to embrace its waterfront setting, the custom residence was rebuilt from the ground up and offers 3,500+ square feet across three levels with 4 bedrooms and 3 baths. Soaring windows capture sweeping lake views and fill the home with natural light, while the private primary suite features a Jacuzzi soaking tub and oversized spa-inspired tiled shower. A full walkout lower level, detached garage, workshop, abundant storage, and private dock complete the property.With two adjoining parcels, approximately one acre of land, and 200'+ of Wequaquet Lake frontage, 34 & 35 Shirley Point Road present a compelling opportunity to create a true Cape Cod legacy estate - one property to enjoy today, with additional land offering privacy and possibilities for the future.

Listed by James Andrea of Lamacchia Realty,Inc.