Waterfront homes for sale & real estate in South Orleans, MA

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645 S Orleans Rd, Orleans, MA 02653

ABOUT THIS HOME
Waterfront Home for sale in South Orleans, MA:
''Topside'' is a rare offering in an iconic waterfront setting, showcasing unparalleled 270-degree vistas of Pleasant Bay. Designed with distinctive charm, the upper-level bunk room opens to a deck reminiscent of a ship, granting sweeping views across the water to Eastward Ho, Chatham Yacht Club, and the Atlantic beyond. This enchanting home features 5 bedrooms, 4.5 baths, and thoughtfully designed spaces, both indoors and out, perfect for entertaining or quiet reflection by the water. With private access to a dock, mooring, and stairs leading to the bay, this property invites a lifestyle of coastal serenity. A proposed condominium plan, currently in progress, envisions shared parking, comm

$2,995,000

5 beds4.5 baths2,877 sq ft

645 S Orleans Rd, Orleans, MA 02653

0.25 acre lot • Car-dependent

645 S Orleans Unit Main House, Orleans, MA 02653

ABOUT THIS HOME
Waterfront Home for sale in South Orleans, MA:
"Topside" is a rare offering in an iconic waterfront setting, showcasing unparalleled 270-degree vistas of Little Pleasant Bay. Designed with distinctive charm, the upper-level bunk room opens to a deck reminiscent of a ship, granting sweeping views across the water to Eastward Ho, Chatham Yacht Club, and the Atlantic beyond. This enchanting home features 5 bedrooms, 4.5 baths, and thoughtfully designed spaces, both indoors and out, perfect for entertaining or quiet reflection by the water. With private access to a dock, mooring, and stairs leading to the bay, this property invites a lifestyle of coastal serenity. A proposed condominium plan, currently in progress, envisions share

$2,995,000

5 beds4.5 baths2,877 sq ft

645 S Orleans Unit Main House, Orleans, MA 02653

Car-dependent

71 Towhee Ln, Orleans, MA 02653

ABOUT THIS HOME
Waterfront Home for sale in South Orleans, MA:
Extraordinary new construction on sought-after Pleasant Bay. This rare opportunity features a five-bedroom residence with a swimming pool, boathouse, deeded beach access, and rights to a private mooring. Showcasing unsurpassed quality and craftsmanship, the open-concept living and dining area flows into the gourmet kitchen with top-of-the-line appliances. Sliding glass doors open to the pool and spa area, complete with a cabana and sweeping views. A secluded first-floor primary suite offers total comfort and convenience, boasting a large walk-in closet and luxurious bathroom. On the second level, three well-appointed bedroom suites all enjoy bay views. Additional highlights include a finish

$10,750,000

5 beds7 baths7,539 sq ft

71 Towhee Ln, Orleans, MA 02653

1.2 acre lot • 3 garage spots • Car-dependent

32 Forest Way, Orleans, MA 02653

ABOUT THIS HOME
Waterfront Home for sale in South Orleans, MA:
Meticulously renovated and move-in ready home. well-maintained gardens & a charming front porch. Step inside to the brand-new open kitchen/dining area, featuring top tier Thermador appliances, a ventless propane fireplace, beautiful hardwood floors, a spacious living room, a half bath w/ laundry, and a primary suite complete w/ vestibule, radiant floors, and a custom walk-in closet. The second floor offers two large bedrooms w/ extensive closets, a full bath w/ a shower & tub. The lower level is perfect for entertaining, w/ a second kitchen, ventless propane fireplace, a 2nd laundry room. The dining space & living room provide a seamless transition to the stunning backyard

$2,699,000

3 beds3.5 baths3,628 sq ft

32 Forest Way, Orleans, MA 02653

1.52 acre lot • 2 garage spots • Pool

507 S South Orleans Rd, Orleans, MA 02653

ABOUT THIS HOME
Waterfront Home for sale in South Orleans, MA:
Pond-front with dock. Totally gutted down to the studs, this completely renovated home is sure to dazzle. Brand new hardwood floors, Anderson windows and Velux skylights with solar-powered blinds are only the beginning. New KitchenAid stainless steel appliances and Cambria quartz counter tops with full-height backsplash sparkle. First floor bath also contains a GE All-In-One washer/dryer. Updated insulation throughout for heating/cooling efficiency and has been included in all interior walls for soundproofing. The retractable central vacuum reaches all areas of the first and second floors. Heat is provided by a new boiler and features tankless hot water. A whole-house generator keeps power

$1,350,000

3 beds2 baths1,436 sq ft

507 S South Orleans Rd, Orleans, MA 02653

0.92 acre lot • 2 garage spots • Car-dependent

77 Towhee Ln, Orleans, MA 02653

ABOUT THIS HOME
Waterfront Home for sale in South Orleans, MA:
Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes

$10,995,000

5 beds6.5 baths7,372 sq ft

77 Towhee Ln, Orleans, MA 02653

2.5 acre lot • 3 garage spots • Car-dependent

193 Quanset Rd, Orleans, MA 02653

ABOUT THIS HOME
Waterfront Home for sale in South Orleans, MA:
Wake up to breathtaking water views from almost every room! As you walk in you will be greeted by cathedral-beamed ceilings & brass inlay Brazilian cherry floors. French doors in the breakfast nook open onto a sprawling teak deck. Cozy up by the wood-burning fireplace in the sunken living room or gather for formal dinners in the elegant dining room with a wet bar. The kitchen is a chef's dream, featuring Italian tile countertops & terracotta floors. Viking appliances and a Sub-Zero refrigerator. Relax and reconnect with nature on the multi-level decks, all with water views. The two-car garage features a bonus room above currently being used as a home gym. Additional features inc

$3,099,999

4 beds3 baths3,843 sq ft

193 Quanset Rd, Orleans, MA 02653

1.25 acre lot • 2 garage spots • Car-dependent

74-75 Viking Rd, Orleans, MA 02653

ABOUT THIS HOME
Waterfront Home for sale in South Orleans, MA:
Experience unparalleled tranquility at this legacy waterfront estate. Spanning two lots and seven acres, once part of the classic sailing camp Camp Viking, this exquisite private property is nestled in a serene and picturesque setting, offering multiple residences, a private dock, a boathouse, and a tennis/pickleball court. 995 feet of pristine beach frontage along Little Pleasant Bay and the Namequoit River, you'll enjoy excellent boating opportunities or simply a peaceful day on the beach. The primary residence features single-floor living with an open floor plan that exudes classic elegance, with fantastic indoor and outdoor areas for entertaining. Meticulously maintained, the estate inc

$10,900,000

8 beds6.5 baths6,597 sq ft

74-75 Viking Rd, Orleans, MA 02653

7 acre lot • Garage • Car-dependent

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64 Pershing Ln, Orleans, MA 02653

NEW CONSTRUCTION

ABOUT THIS HOME
Waterfront Home for sale in South Orleans, MA:
Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay is now under construction. Eastward Companies, synonymous with Lower Cape luxury homebuilding, has exquisitely designed this 5800 sq ft shingle-style masterpiece to showcase their coastal aesthetic in a fantastic saltwater setting. The covered entry porch beckons to the main floor which is entirely dedicated to gathering and enjoyment. The coffered ceiling great room features walls of windows and access to the classic screened porch. The hand-crafted luxury kitchen is replete with features including a butler's pantry and a 14' custom island that seats eight. Extensive fenestration ushers in light and capt

$6,999,990

5 beds6.5 baths5,800 sq ft

64 Pershing Ln, Orleans, MA 02653

1.4 acre lot • 3 garage spots • Pool

36 Areys Ln, Orleans, MA 02653

ABOUT THIS HOME
Waterfront Home for sale in South Orleans, MA:
Welcome to 'Summer Salt, ' a stunning retreat at 36 Arey's Lane in Orleans, where luxury meets coastal living and old Cape Cod charm. This exquisite home features five spacious bedrooms and five elegant bathrooms, perfect for family gatherings or entertaining guests. Enjoy your private oasis with an in-ground pool, outdoor shower, and dock with a mooring, providing deep-water access to the picturesque Pleasant Bay and pristine barrier beaches. The heart of the home is the gourmet eat-in kitchen, boasting high-end finishes and ample space for culinary creativity. A lofted deck invites you to soak in breathtaking views of the renowned Areys Pond, famous for crafting the iconic 'Cat Boat. ' Ne

$4,800,000

5 beds5 baths4,316 sq ft

36 Areys Ln, Orleans, MA 02653

1.13 acre lot • Pool • Car-dependent

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Mon Dec 16 2024. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2024 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Waterfront Homes for Sale in South Orleans

There are currently 8 waterfront homes for sale in South Orleans at a median listing price of $2.72M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Orleans stay on the market for 95 days and receive 2 offers. Popular neighborhoods include North Orleans, East Orleans, South Brewster, Lower Cape, and East Brewster. This map is refreshed with the newest listings in South Orleans every 15 minutes.

In the past month, 2 homes have been sold in South Orleans. In addition to houses in South Orleans, there were also 2 condos, 0 townhouses, and 1 multi-family unit for sale in South Orleans last month. Find your dream home in South Orleans using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in South Orleans are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Orleans. If you're looking to sell your home in the South Orleans area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Orleans with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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