South Shore Waterfront Homes For Sale

MLS Number 73437589

• Residential
• Bedrooms 1
• Bathroom 1
• Square Feet 350

Rare opportunity to own one of the few waterfront cottages in the highly sought-after Sun Retreats Peters Pond-a premier gated, seasonal resort community open end of April, through end of October. This charming and fully furnished cottage offers the perfect Cape Cod getaway, located directly on the shores of beautiful, spring-fed Peters Pond. The cottage offers 1 bedroom, 1 full bathroom, a full kitchen, double-sided gas fireplace, and a fun loft area! Offered turn-key, this property comes fully furnished as seen here, as well as with four kayaks, a new gas grill, and a new porch set. A golf cart is negotiable. Enjoy your morning coffee with water views and spend your days exploring everything this vibrant community has to offer. Fees include: Taxes, cable, trash, and water.

Listed by Keralyn Houde of Lamacchia Realty,Inc.

MLS Number 73432224

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 2,257

PRIVATE OCEAN BEACH ACCESS + DIRECT FRONTAGE ON SHIP POND! Enjoy a rare coastal offering with exclusive access to a private ocean beach, direct pond frontage, and your own private dock-a truly exceptional lifestyle setting. Recently updated with new windows, brand-new Garapa wood decking, and a fully renovated kitchen, this home blends timeless coastal design with modern comfort. This sun-filled interiors feature a wall of windows with sweeping water views from nearly every room, along with hardwood floors, a cozy fireplace, and an open, inviting floor plan. A 2+ car garage provides convenience, and the versatile 3rd-floor loft is ideal for a studio, home office, or guest space. Step outside to upper and lower decks overlooking the water and a lush yard perfect for savoring the rhythms of coastal living.

Listed by Christine Silva of William Raveis R.E. & Homes Services

MLS Number 73434698

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 3,867
• High School Nauset Regional

Own a coveted East Orleans property with a private deep-water dock on a sprawling 2.62 acres, just 2.6 miles from Nauset Beach. This estate, surrounded by water, features rolling meadows and mature trees. The 3,867 sq ft residence blends timeless charm with modern comforts. Located on Lucy's Point Peninsula, it's perfect for a family compound or riverfront retreat. Inside, enjoy wide plank pine floors, decorative fireplaces, and historic moldings. The layout offers open spaces and privacy, with four bedrooms, three bathrooms, and diverse living areas. The primary ensuite is a private wing with a sitting area and walk-in closet. The kitchen setup is ideal for culinary creativity. Entertain or relax in the nostalgic ambiance. A newer roof, heating, and AC ensure comfort. Outdoors, a versatile barn/boathouse offers recreational possibilities. Whether seeking tranquility or lively gatherings, 66 Tides End Lane welcomes you with grace and beauty.

Listed by Cape Cod Power of Two of Compass

MLS Number 73433217

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 2,491

A contemporary masterpiece of industrial elegance, this custom-built residence envelops you in warmth, sophistication, and effortless comfort. A true Architectural Gem on the Child's River, it offers direct water access to Waquoit Bay and a coveted lifestyle within the exclusive River's Edge Association. Designed for refined living, the flowing open floor plan blends striking modern design with low-maintenance luxury. Walls of custom windows frame serene natural vistas, while natural light transitions throughout. Enjoy association amenities including two private boat docks, tennis/pickleball courts. Indulge, relax and unwind in your private hot tub or stroll the scenic path to the river's edge. Every finish reflects meticulous craftsmanship and timeless elegance. Completed in 2022, this 3-bed, 3-bath home offers 2,500 sq ft of light-filled living space, blending industrial and contemporary aesthetics with energy efficiency. Chefs kitchen, oversized 2 garage and EV ready and more.

Listed by Cheryl Ferrara of Sotheby's International Realty

MLS Number 73430073

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 8,033
• High School Westwood High

Nestled on 7.4 private acres abutting Hale Reservation, this recently renovated 8,000+ SF home blends luxury, comfort, and exceptional outdoor living in one of Westwood's most sought-after neighborhoods. Thoughtfully designed for both entertaining and everyday living, the home offers 5 bedrooms, all with ensuite baths, plus 3 additional half baths. Sunlit interiors include a grand foyer, elegant formal living and dining rooms, and a chef's kitchen opening to a spacious family room. The serene primary suite features a spa-like bath, dual closets, and sitting area. Outside, enjoy beautifully landscaped grounds, a peaceful pond, resort-style pool and cabana, plus a synthetic ice hockey practice area in the barn. Set back on a long private drive, this exceptional property offers the perfect balance of privacy, open space, and neighborhood living, while remaining convenient to Boston, top schools, and major commuter routes.

Listed by Donna Scott Group and Donna Scott of Coldwell Banker Realty - Wellesley

MLS Number 73429989

• Residential
• Bedrooms 4
• Bathroom 5
• Square Feet 3,427

A rare chance to own a waterfront address in Provincetown's busiest district. This offering brings together the well known Tin Pan Alley restaurant business and a harborfront building of 3,427 sq. ft. on a 3,255 sq. ft. lot. The street level is home to a well-equipped dining venue with a bar, entertainment space, and a commercial kitchen. Above, two floors provide a four-bedroom residence with sweeping views of the harbor. Located directly opposite Town Hall, the property sees unmatched visibility and foot traffic. Upgrades include new systems, windows, roof, and other key improvements. Offered with the Tin Pan Alley brand, equipment, and goodwill, the property presents multiple pathways-operate the business, create a live-work setting, or hold as an investment with strong rental appeal.

Listed by Iskren Georgiev of Gibson Sotheby's International Realty

MLS Number 73429465

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,339

Bring Your Boat, Your Vision, and Your Beach Towel!Rare opportunity to own a waterfront slice of paradise in Somerset. Perfectly positioned on the water with coveted deep-water access, this property is an absolute dream for boaters, jet skiers, and shore liners alike. Step out your back door to your own sandy beach area, perfect for launching a kayak or enjoying sunset views over the water.Inside, this home serves as the perfect starter canvas. While it could use a little love and cosmetic updating, the structural potential and unmatched location offer incredible sweat-equity upside - all while boasting ADU or Airbnb potential! Why pay premium prices for someone else's finishes when you can design your own coastal retreat from the ground up? Don't miss the chance to anchor yourself in one of Somerset's most scenic locations. Schedule your showing today and start living the waterfront lifestyle you've been dreaming of!

Listed by Jill Oliveira of Keller Williams South Watuppa

MLS Number 73428485

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 9,848
• High School Wellesley

Custom home on the Charles River. Incredible views of the river and conservation land beyond plus a dock for kayaks, paddleboards & small electric boats! 2006 new construction w/over 9000 sq ft of living space on 1.73 acres. Walk into dramatic great room w/ 2 story windows plus one of four fireplaces & custom window seat perfect for entertaining. NEWLY renovated white kitchen w/ center island, walk-in food pantry, desk, breakfast room filled w/more picture windows opens to family room w/ fireplace & wall to wall bookshelves. Home office and huge mudroom next to kitchen. Private study. First floor bedroom and bath. 24 by 20 music room/ library w/ fireplace completes the first floor. Main bedroom w/ balcony overlooking river, double walk-ins and spa-like bath & steam. 4 additional beds w/ large closets and 3 baths. Lower level perfect w/ playroom,media room, craft room & wine cellar. Special location close to Wellesley Center, Hunnewell and Dana Hall.

Listed by Melissa Dailey of Coldwell Banker Realty - Wellesley

MLS Number 73428063

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 2,129

There are houses on the Cape, and then there are homes that quietly become part of your story. Set privately above a quiet Eastham cove, this cliffside waterfront opens across three levels around one mesmerizing view. Light shifts across the water, shorebirds trace the tide line, and every season keeps the view alive. At low tide, the cove draws neighbors out with rakes for oysters and clams, the kind of rhythm that does not exist most places anymore. At night, moonlight pours through the skylights and you can spot shooting stars from the sofa. Morning coffee on the screened porch has only wind and water for company. A short set of stairs brings you to the shoreline: kayak from your own backyard, or watch the tide come in. First Encounter and Coast Guard beaches are five minutes away. The bones are solid. The views are irreplaceable. What is left is yours: your taste, your touches, your memories. A Cape waterfront ready for its next chapter, and the right person to make it theirs.

Listed by Eric Rollo of The Agency Boston

MLS Number 73423072

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 1,440

Experience the ultimate Cape Cod summer, where every day begins with breathtaking Bay views and ends with spectacular sunsets painting the sky. This stunning 4-bedroom beachfront retreat is summer living at its absolute finest. Completely renovated in 2025, it showcases beautiful craftsmanship, panoramic vistas from every room, and top-of-the-line Viking appliances. With a proven rental history and a loyal base of returning guests, this property truly has it all, whether you're seeking a smart investment or the summer sanctuary you've always dreamed of.

Listed by The Eva Scott Group and Daphne Lowe of Gibson Sotheby's International Realty

MLS Number 73419421

• Residential
• Bedrooms 2
• Bathroom 3
• Square Feet 1,850

Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future 4-bedroom main house w/swimming pool, allowing you to envision the next chapter of luxury living on Cape Cod. Whether you're looking to enjoy the existing home w/separate post & beam garage w/power & water, or build your dream estate, the possibilities are truly remarkable. Additional to the expansive waterfront, this property boasts access to an adjacent cove down a winding 10-foot path. The current home features wood floors, a 2-car garage, office & generous outdoor living areas. An expansive deck provides the perfect vantage point to take in the ever-changing coastal scenery & sea breezes.

Listed by Shane Masaschi of Compass