Barnstable County, MA Real Estate | Barnstable County, MA 6+ Bedrooms Homes for Sale

Set in the heart of Hyannis Port with commanding views of the harbor and Nantucket Sound, this magnificent shingle-style residence offers Cape Cod living at its finest. Boasting an unrivaled location just a stone's throw from the beach and yacht club, a spacious wraparound porch welcomes you on approach, ideal for entertaining or relaxing amidst gentle sea breezes and a breathtaking backdrop. Inside, the gracious layout balances scale and intimacy, with mesmerizing views from nearly every room and thoughtful details including hardwood floors, beamed ceilings, and multiple fireplaces. The eat-in kitchen is appointed with stainless steel appliances and a walk-in pantry, and connects seamlessly to the adjacent formal dining room. Seven bedrooms and four-and-a-half baths provide comfort throughout, including a private wing above the attached two-car garage with three bedrooms and a large bonus room. A rare and exceptional opportunity within the Hyannis Port Civic Association and steps from everything the village has to offer, this iconic residence is ready to be reimagined and enjoyed for years to come.

172 Irving Avenue, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$4,852,000

6 Beds ⋅ 6 Baths ⋅ 73578019 MLS

Perched high above town on a quiet street, this newly built 4,400± sq. ft. home offers an exceptional blend of space, craftsmanship, and energy efficiency. The main residence features 4 bedrooms and 3.5 baths, filled with natural light and designed for comfortable everyday living and entertaining. A bright and spacious 2-bedroom, 2-bath accessory dwelling unit (ADU) with a private entrance occupies the lower level, providing excellent potential for guest accommodations, multi-generational living, or year-round rental income. Set on over one-third of an acre, the property offers multiple decks, mature landscaping, and seasonal harbor views. The thoughtfully designed floor plan includes a premium kitchen with stainless steel appliances, white oak flooring throughout, a gas fireplace, and expansive living spaces. The top-floor retreat features a private deck, steam shower, and dry sauna, ideal as a luxurious primary suite or private getaway. Built with quality and efficiency in mind, the home includes 2x6 construction, spray-foam insulation, advanced heat-pump heating and cooling systems, on-demand hot water, solar-ready wiring, and upgraded electrical capacity throughout.Additional features include extensive custom masonry with fieldstone retaining walls, bluestone stairs, perimeter paver walkways, a Kohler high-capacity propane generator, and a 500-gallon propane tank.With exceptional construction, flexible living arrangements, and premium amenities throughout, this is a rare opportunity to own a brand new home offering comfort, efficiency, and lasting value.

8A Willow Drive, Provincetown

Listing courtesy of Listing Agent: Gabby Hanna from Listing Office: Gibson Sotheby's International Realty.

$2,950,000

7 Beds ⋅ 7 Baths ⋅ 73577319 MLS

Van Rensselaer's Restaurant & Staff Housing offers investors a rare convergence of irreplaceable positioning and structural operating advantages on Cape Cod's Outer Cape. Set on 1.52 acres directly opposite Marconi Beach and The National Seashore, the property occupies prime ground, drawing on pass-through demand from an estimated 250,000 annual visitors to one of the region's most visited shorelines. The offering includes 150+ licensed seats across indoor dining, a full raw bar, and three distinct outdoor areas, backed by full liquor, entertainment, and catering licenses — a bundled licensing package rarely available independently in this market. Just as significant are the 70-80 on-site parking spaces. A separately deeded seven-room staff housing unit further distinguishes this asset. Physical infrastructure includes a full commercial kitchen, private septic and well systems, and a whole-building backup generator. Brought to market after 52 years of continuous, single-family ownership, this is a well-maintained, thoughtfully positioned asset — real estate, licensing, and housing assembled as a complete operating platform for its next owner.

1019 Us-6, Wellfleet

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

$950,000

6 Beds ⋅ 3 Baths ⋅ 73576510 MLS

RARE Turnkey 3-family on Private road- completely renovated in 2025- city sewer, exceptional investment perfect for investor seeking strong year-round and summer rental, or owner-occupied looking to live in one unit and have two units pay the mortgage. Opportunity in the heart of Hyannis, close to Main st, Hospital, Hyannis Harbor, ferries to Nantucket, this charming 3- family home, situated on a newly paved road market by stone pilar, has been kept in a verry good standard, update entry porches, cobblestone edging, pea-stone off street parking for 8 cars, low maintenance landscaping. Ideal unit mix for maxima rental versatility. This type of property doesn't come in the market very often. sold as a bundle with a single-family MLS73576508

10 Stuart St, Barnstable

Listing courtesy of Listing Agent: Mario Neno from Listing Office: Mega Realty Services.

$925,000

6 Beds ⋅ 3 Baths ⋅ 73574871 MLS

Welcome to 3 Wellfield Road in Forestdale a beautifully maintained three-bedroom, three-full-bath Cape-style home with an attached two-car garage, set on a manicured landscaped lot in a sought-after Sandwich neighborhood. Designed for comfortable Cape Cod living, the bright and airy open-concept floor plan offers generously sized rooms for gathering, working, and relaxing. Flexible living options include a primary en suite on either the first or second floor, plus a dedicated office and bonus room. Enjoy a wood-burning fireplace, newly installed skylights, a roof updated two years ago. The wonderfully private backyard is an outdoor retreat featuring maintenance-free decking, a Jacuzzi hot tub, and an outdoor shower. With exceptional curb appeal, versatile living space, and desirable indoor-outdoor amenities, this home is truly a must-see!

3 Wellfield Rd, Sandwich

Listing courtesy of Listing Agent: Laurie-Ann Webster from Listing Office: Today Real Estate, Inc..

$1,250,000

6 Beds ⋅ 5 Baths ⋅ 73572197 MLS

Dreaming of a Harwich home perfect for entertaining? Make it a reality with this delightful six-bedroom home less than one-half mile from your neighborhood beach on Nantucket Sound. Gather around the fireplace in the family room that adjoins the kitchen/dining area, or relax in the tranquil living room, also with a fireplace and built-in bookcases and a cozy bay window with window seat. One of the six bedrooms is used as a bright, spacious office/den complete with a wet bar and built-in wine cooler. Two first-floor bedrooms and a full bath on the first floor offer easy living, while two more bedrooms and a bath on the second floor provide additional space. An attached guest suite, complete with kitchenette, living area, and bedroom and full bath, offer one many possibilities. The spacious, fenced backyard provides abundant space for entertaining and games. The brick patio provides more room for hosting get-togethers. A first floor laundry and ample off-street parking make for convenient daily living. The Title V septic has passed for a six-bedroom home. This home is being sold partially furnished, making it easy to move right in and begin enjoying your Cape Cod dream.

93 Grey Neck Rd, Harwich

Listing courtesy of Listing Agent: Falconio Jones Team from Listing Office: Kinlin Grover Compass.

$2,100,000

6 Beds ⋅ 6 Baths ⋅ 73571930 MLS

Set in the heart of downtown Falmouth, this landmark six-bedroom, six-bath antique Colonial offers over 4,000 sq ft in a location that is hard to match. Enjoy direct access to Main Street's shops and restaurants, with Falmouth Village Green, Highfield Hall & Gardens, beaches, the Shining Sea Bikeway, marinas and ferry service nearby. Zoned for both residential and commercial use, the property offers exceptional flexibility in one of Falmouth's most visible locations. Inside, a striking "Good Morning" staircase, hardwood floors, high ceilings, French doors, detailed millwork and oversized windows showcase the home's character. The main level offers generous gathering spaces, fireplace, dining area, kitchen with breakfast area, parlor with bar, office/library/bedroom, full bath and dedicated laundry room. Upstairs are five spacious bedrooms, four with their own full baths. A welcoming front porch, granite walkway and expansive private backyard complement the home. Ample parking and a two-car garage with loft add versatility to this distinctive Main Street property, ideally positioned to enjoy all that Falmouth has to offer! Passing Title V in hand for 8 bedrooms!!

1 Main St, Falmouth

Listing courtesy of Listing Agent: Pamela Heylin from Listing Office: .

$4,440,000

10 Beds ⋅ 10 Baths ⋅ 73571905 MLS

Court Street has long been known to mark the dividing line where the center ends and the West End begins. At its rise stands the Revere Guest House, an award-winning Provincetown inn shaped by nearly two centuries of life by the sea. Built circa 1830 as a sea captain's home, 14 Court Street carries its history quietly, with the scale, irregularities and intimate details of a place assembled through time rather than conceived all at once. Today, ten rooms unfold throughout the property alongside private living quarters. A brick courtyard gathers around a fire pit, while gardens, porches and a separate breakfast cottage create spaces to discover. For more than half a century, the Revere has welcomed travelers through its doors. Commercial Street and the harbor are moments away, yet the property sits above the movement of town, with water views that offer a quiet reminder of its connection to the sea. Few properties can tell the story of Provincetown without saying very much at all. 14 Court Street has been doing so for nearly two hundred years. The Revere Guest House now awaits its next chapter.

14 Court Street, Provincetown

Listing courtesy of Listing Agent: Thomas Andrews from Listing Office: Gibson Sotheby's International Realty.

$1,500,000

13 Beds ⋅ 13 Baths ⋅ 73571757 MLS

Sweeping Majestic Views of Scorton Creek Marsh from all over this 12 unit Motel. Owners Quarters with views, Rooms with views, Landscaped area with views ...

578 Route 6a, Sandwich

Listing courtesy of Listing Agent: Charles Carey from Listing Office: Carey Commerical, Inc..

$6,950,000

6 Beds ⋅ 8 Baths ⋅ 73571737 MLS

Situated on a bluff overlooking Prince Cove, this exceptional waterfront estate presents a rare combination of natural beauty, modern luxury, and total privacy in an unmatched setting. Meticulously designed and cared for, the property delivers Cape Cod living at its finest with a private dock, resort-style swimming pool, and extensive outdoor living spaces surrounded by water views and lush plantings. Upon approach, a winding drive gives way to manicured grounds as the stately residence comes into view. Inside, the home offers a light-filled open layout showcasing detailed millwork, custom trim, and high-end finishes throughout. The main living spaces emphasize indoor-outdoor living with floor-to-ceiling glass doors that capture breathtaking views and seamlessly open to an expansive deck overlooking the water that spans the length of the home. The eat-in chef's kitchen is ideal for entertaining on any scale with professional-grade appliances, granite countertops, and custom cabinetry. Ensuring the utmost comfort and convenience, the first-floor primary suite comprises an entire wing, complete with a wood-paneled office, two walk-in closets, a sumptuous bathroom, and direct access to the waterside deck. On the second level, three en suite bedrooms provide well-appointed accommodations for all. The walkout lower level features two additional en suite bedrooms, as well as a recreation area and fitness room. Whether spending sun-splashed days relaxing by the pool or boating from the protected waters of Prince Cove to Nantucket Sound, this exquisitely designed estate delivers an unsurpassed lifestyle in one of Cape Cod's most sought-after communities.

16 Cove Point Lane, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$3,399,000

6 Beds ⋅ 5 Baths ⋅ 73571186 MLS

Experience exceptional waterfront living on Long Pond in this spectacular 6-bedroom, 5-bath estate offering over 5000 sq. ft. of beautifully designed living space with panoramic water views. Thoughtfully crafted for both elegant entertaining and comfortable everyday living, the home features soaring ceilings, walls of glass, multiple fireplaces, and an open floor plan filled with natural light. The chef's kitchen flows seamlessly into spacious living and dining areas, all capturing breathtaking pond views. The luxurious first-floor primary suite offers a spa-inspired bath, walk-in closets, and stunning water vistas. The upper level provides generous guest accommodations, while the finished walk-out lower level includes a spacious family and game room, private guest suite, and full bath. Outside, enjoy expansive decks, a screened porch, beautifully landscaped grounds, a 3-car garage, private dock on Long Pond, and exclusive access to a beautiful private sandy beach on Sheep Pond. Ideally located near Cape Cod Bay beaches, Chatham, and the Cape Cod Rail Trail, this is a rare opportunity to own one of Cape Cod's premier waterfront properties.

674 Crowells Bog Rd, Brewster

Listing courtesy of Listing Agent: Natalia Weiner from Listing Office: Gibson Sotheby's International Realty.

$2,795,000

7 Beds ⋅ 5 Baths ⋅ 73562873 MLS

Experience the timeless beauty of Cape Cod from this exceptional waterfront residence, gracefully positioned on a coveted lot along Bass River. Offering more than 5,400 square feet of living space, including a fully finished walk-out lower level, this expansive 7-bedroom, 4.5-bath home is designed for comfortable living, effortless entertaining, and unforgettable gatherings. From the moment you arrive at this coveted setting in the Grand Cove neighborhood, it will make a lasting impression. The home offers beautiful sweeping water views providing a stunning backdrop, while spectacular sunsets transform the water and sky into a nightly masterpiece. Whether enjoying morning coffee on the deck or entertaining guests as the sun slips below the horizon, the waterfront setting is truly extraordinary. A primary first-floor bedroom with water views features a private bath and two closets including a walk-in. There is an additional bedroom on the first floor, with four bedrooms on the second floor and a 7th bedroom in the finished, walk-out lower level adding exceptional flexibility, ideal for guest quarters, overflow for summer visitors, or potential ADU . The four-season sunroom captures the beauty of the surrounding landscape and tranquility of the water setting. Adjacent to the sunroom is a living room featuring hardwood floors and a wood-burning fireplace creating the perfect gathering spot on cool evenings. The outdoor shower makes returning from the beach effortless, while the generous two-car garage provides ample room for vehicles, bikes, kayaks, and all the essentials of coastal living. A generator provides an additional measure of comfort and peace of mind. Ideally located, this home offers convenient access to both Nantucket Sound and Cape Cod Bay beaches, as well as an array of dining, shopping, recreation, and local amenities. With a neighborhood boat launch, Bass River is right at your doorstep — inviting you to explore the waterways and embrace the quintessential Cape Cod lifestyle. A rare combination of impressive scale, waterfront beauty, exceptional location, and timeless coastal appeal, this remarkable Bass River property offers an extraordinary opportunity to own a piece of Cape Cod.

93 Cove Rd, Dennis

Listing courtesy of Listing Agent: Martha Knapp from Listing Office: Christie's International Real Estate Atlantic Brokerage.

$5,995,000

6 Beds ⋅ 8 Baths ⋅ 73569689 MLS

Tucked away in the quintessential village of Cummaquid, this extraordinary coastal estate presents a rare fusion of classic New England architecture, fine interior craftsmanship, and sweeping natural beauty. The property enjoys total privacy and directly borders the pristine tidal flats and walking trails of the Mass Audubon Long Pasture Wildlife Sanctuary. Sweeping views stretch endlessly across lush salt marshes toward Barnstable Harbor, osprey nesting platforms, and the distant dunes of Sandy Neck, offering a living landscape that changes dramatically with the light and seasons. A sense of arrival unfolds at the gated entrance, where double wooden gates set between stone pillars open to a winding drive and motor court. Classic shingles, coastal periwinkle blue shutters, and an attached four-bay garage establish an immediate sense of refined luxury. An expansive stone terrace caters to outdoor living with a built-in barbecue, fire pit, and a shaded pergola for outdoor dining. A rolling lawn gives way to the heated swimming pool and cabana, where days can be spent in a resort-like setting amidst breathtaking water views. Inside, light-flooded spaces with vaulted ceilings and walls of windows invite the surrounding natural landscape into every room. The dramatic main living area showcases wide-plank wood floors, a wall of windows facing the scenic water views, custom cobalt blue media cabinetry, and an artisan compass rose wood floor inlay. Adjacent to the formal dining room, the chef's kitchen boasts stone countertops, a spacious island, and an integrated coffee station. A first-floor primary suite serves as a tranquil private retreat, featuring a fireplace and private French doors to the grounds. It is paired with a showroom-quality walk-in dressing room with an expansive center island and glass-front wardrobe. Well-appointed bedroom suites offer refined accommodations for family and guests throughout the home. Combining absolute privacy, exceptional resort amenities, and an unbeatable setting in historic Cummaquid, this home captures the essence of classic Cape Cod living.

186 Stoney Cove Lane, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$18,500,000

7 Beds ⋅ 11 Baths ⋅ 73563501 MLS

Exquisite waterfront estate in the gated enclave of Oyster Harbors, one of Cape Cod's most sought-after communities. Located minutes from everything Osterville has to offer, yet a world apart, the property represents a rare and extraordinary opportunity to own a generational compound in an inimitable setting. Ideally positioned to capture dramatic sunsets over Cotuit Bay and Nantucket Sound beyond, the estate features a stunning main residence, a two-bedroom guest cottage, a swimming pool, private dock, and beach. A wooded drive gives way to manicured grounds of nearly two acres, transporting one to a private seaside resort as the ocean comes into view. Inside, an open layout caters to modern living with an eat-in chef's kitchen equipped with professional-grade appliances, seamlessly blending with a fireplaced living area. Oversized windows and glass doors line the waterside of the home, framing spectacular vistas and effortlessly connecting to the outdoors where a covered wooden deck invites al fresco dining and entertaining. Elevated quality and craftsmanship are found throughout, from rich hardwood floors to custom built-ins and crown moldings.The expansive primary suite encompasses an entire wing of the home with a private balcony overlooking the water, a sumptuous bathroom with a built-in soaking tub, and two walk-in closets. Four well-appointed en suite bedrooms complete the second level, offering refined accommodations for family and friends. Designed to embrace outdoor living, the resort-inspired pool and terrace are the perfect gathering place for summer days, complete with an outdoor kitchen and cabana. A rolling lawn leads to the water, where the private dock offers endless possibilities for days spent on the ocean. Additional highlights include a sports court and a car barn that's sure to please the discerning automotive enthusiast. A rare combination of luxury, privacy, and natural beauty, this one-of-a-kind estate is ready to be enjoyed.

47 Sunset Point, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$12,900,000

6 Beds ⋅ 10 Baths ⋅ 73560074 MLS

12 Foxcroft Lane | East SandwichA once-in-a-generation waterfront estate, 12 Foxcroft Lane represents the pinnacle of Cape Cod coastal luxury. Set on beautifully manicured grounds with sweeping lawns, a pristine private sandy beach, and panoramic views of Cape Cod Bay from Plymouth to Provincetown, this extraordinary 16,000± sq. ft. residence offers six bedrooms and ten baths designed for generations to enjoy.Light-filled living spaces flow seamlessly to exceptional outdoor entertaining areas, while the chef's kitchen opens to an inviting family room anchored by a magnificent stone fireplace - the heart of the home, where stories are shared, celebrations unfold, and a lifetime of memories begin. The luxurious first-floor primary suite is a private retreat with breathtaking views. World-class amenities include a private theater, professional fitness center, resort-style infinity pool, poolside cabana, putting green, and a private boardwalk leading directly to the beach.More than a home,12 Foxcroft Lane is a legacy estate--an irreplaceable waterfront sanctuary offering unmatched privacy, extraordinary craftsmanship, and one of the finest beachfront settings on the Eastern Seaboard

12 Foxcroft Ln, Sandwich

Listing courtesy of Listing Agent: Michael Harney from Listing Office: Sotheby's International Realty.

$1,295,000

8 Beds ⋅ 9 Baths ⋅ 73556749 MLS

A rare opportunity to become the next steward of one of Barnstable Village's most iconic landmark properties. Set on more than an acre along historic Route 6A, this magnificent Queen Anne Victorian, originally built in 1853, has long been recognized for its distinctive architecture, rich history, and commanding presence beneath two magnificent protected historic beech trees that have become an enduring symbol of the village.Rich architectural details, stained glass windows, soaring ceilings, gracious living spaces, and timeless craftsmanship reflect an era when homes were built with artistry and permanence. Formerly the Beechwood Inn, the residence offers 13 rooms, including eight bedrooms and eight-and-one-half baths, creating exceptional flexibility for hosting family and guests, multigenerational living, reimagining its celebrated hospitality legacy, subject to all required approvals, or keeping a portion of the home as your own while continuing its current short-term rental use. While the property awaits its next chapter and thoughtful restoration, it presents an extraordinary opportunity to preserve and personalize one of Cape Cod's most significant village homes.The setting is equally compelling. From the front door, experience the timeless charm of Barnstable Village, where historic architecture, boutique shops, acclaimed restaurants, galleries, and Barnstable Harbor create one of Cape Cod's most coveted lifestyles. Spend mornings exploring the trails and shoreline of Mass Audubon's Long Pasture Wildlife Sanctuary, afternoons sailing from the harbor or relaxing at Millway Beach, and evenings enjoying sunsets at Gray's Beach Boardwalk or nearby Mayflower Beach. Golf, whale watching, and the cultural attractions of Cape Cod are all within easy reach.Properties of this stature are increasingly rare. Whether envisioned as a distinguished private estate or an opportunity to continue its legacy in a manner permitted by local regulations, this is a home where history, location, and lifestyle converge to create something truly exceptional.

2839 Main St, Barnstable

Listing courtesy of Listing Agent: The Mary Scimemi Team from Listing Office: Leading Edge Real Estate.

$1,299,000

6 Beds ⋅ 3 Baths ⋅ 73555500 MLS

A rare opportunity in Harwich Center! Set on approximately 1.5 acres, this one-of-a-kind property offers endless possibilities with a main home, a separate ADU with its own private driveway, and a detached mixed-use garage. With a total of 6 bedrooms, it's ideal for multigenerational living, extended family, or guests, while the ADU also provides excellent rental history. The detached garage offers incredible flexibility for a business, workshop, storage, hobby space, or additional rental opportunity, with plenty of room for vehicles, bikes, and tools. Outside, enjoy a beautifully landscaped backyard with multiple sheds ready to become a man cave, she shed, home bar, art studio, or your own private retreat around the fire pit. Properties offering this much space, versatility, and potential rarely come to market in Harwich Center. Don't miss your chance to make this truly unique property yours!

643 Main St, Harwich

Listing courtesy of Listing Agent: Richard J. Waystack from Listing Office: Keller Williams Realty.

$1,800,000

37 Beds ⋅ 29 Baths ⋅ 73552940 MLS

282 Barnstable Rd is a shovel-ready 29-unit approved development project in a prime Hyannis location. The project is located on a 0.51 acre site, in an Opportunity Zone. Building plans offer an ideal unit mix for the local renter population, consisting of (6) 1-bed, 1-bath, (15) 1-bed, 1-bath plus den/office, (7) 2-bed, 1-bath, (1) 2-bed, 1-bath plus den/office units. These plans offer distinguished Class A residences that remain cost effective. Frontage on Barnstable Rd offers direct access to 26-acre ‘The Landing at Hyannis’ retail epicenter, Cape Cod Mall, Cape Cod Airport, Main Street in Hyannis, Hyannis waterfront, and much more. **Email for a full offering memorandum**

282 Barnstable Rd, Barnstable

Listing courtesy of Listing Agent: Nicholaus Jasinski from Listing Office: Matthews Real Estate Investment Services, Inc..

$12,250,000

7 Beds ⋅ 9 Baths ⋅ 73551533 MLS

Perched within ''The Cliffs''--West Falmouth's most coveted private seaside enclave--this custom shingle-style estate offers over 11,000 square feet of exquisitely finished living space in pristine condition. From its elevated vantage overlooking Buzzards Bay, the residence commands panoramic water views toward the Elizabeth Islands and Vineyard Sound--permanently protected by a perpetual view easement, ensuring unobstructed western sunsets for generations. An opulent foyer with sweeping curved staircase opens to soaring volumes, rich hardwoods, and custom millwork throughout. Seven bedrooms, eight full and one half baths are arranged for privacy, while a formal dining room and multiple living areas open through French doors to landscaped grounds and four expansive decks. Recent improvements include a new roof and whole-house generator. Residents enjoy The Cliffs' private sandy association beach, minutes from West Falmouth Harbor, yacht clubs, golf, and the Shining Sea Bikeway.

39 Naushon S, Falmouth

Listing courtesy of Listing Agent: Diana Lucivero from Listing Office: Compass.

$3,750,000

6 Beds ⋅ 5 Baths ⋅ 73547903 MLS

RIDING LIGHTS, named for the navigation lights used to illuminate anchored vessels at night, is a rare waterfront offering in North Truro. This iconic 6-bedroom, 4.5-bath home, originally built in the 1920s and thoughtfully expanded over the years, blends historic character with an extraordinary coastal setting. Its distinctive stucco exterior and conical architectural design captured the attention of renowned artist Edward Hopper, who painted the home in the 1930s. The heavily vegetated dune face provides natural stability while enhancing privacy, and a private walkway leads to a pristine sandy beach. Enjoy sweeping views of Provincetown, Cape Cod Bay, the Sagamore Bridge, and the mainland beyond. A truly exceptional legacy property, RIDING LIGHTS offers the rare opportunity to own an important piece of Truro history and create cherished memories for generations to come

41 Pond Road, Truro

Listing courtesy of Listing Agent: Team Brown from Listing Office: Thomas D. Brown RE Associates.

$8,625,000

7 Beds ⋅ 8 Baths ⋅ 73543017 MLS

Legacy estate set prominently on one of the highest Osterville bluffs delivers classic waterfront expectations with a superior dock and substantial dynamic views from the Vineyard to Hyannisport. The grand yesteryear home constructed in 1920 conveys the qualities of that oceanfront era, with higher ceilings, multiple great rooms, and the character of hidden porches, exclusive balconies, and romantic patios. Curving stone walls, terraced rock feature gardens, and stone patios complement the entire grounds. Across the river from your 200 feet of waterfront is Long Beach, a pristine barrier stretch of powdery white sand and privacy. The dock enjoys some of the deepest water of any house on this stretch, allowing for multiple boats and other recreational craft. The quaint conclusion to this fairytale setting is a larger detached apartment over the garage. The square footage of 9,011, seven bedrooms and seven-and-a-half bathrooms speak for themselves. This treasure is waiting for you.

63 Main Street, Barnstable

Listing courtesy of Listing Agent: Christa Zevitas from Listing Office: .

$6,500,000

10 Beds ⋅ 10 Baths ⋅ 73535185 MLS

Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a ''speakeasy'', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. The property was divided into three townhouse residences, but has since been used as a single-family home. A rare chance to own one of Chatham's most iconic legacy properties.

150-154 Cross Street, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.

$5,900,000

6 Beds ⋅ 8 Baths ⋅ 73533378 MLS

The newest release within a private gated enclave in South Chatham's emerging luxury corridor, 50 Sylvan Way is a bespoke custom estate minutes from the Cape's most iconic downtowns, beaches, and dining, yet removed enough to feel like a world apart. Thirteen rooms across over 6000 square feet of living space sited on 1.635 bucolic acres. A first-floor primary wing. Three-car garage. Every bedroom ensuite. An open-concept great room with soaring ceilings anchors the floor-plan, while a fully finished basement provides a complete auxiliary level for guests and entertaining — a depth of program rarely found. Outside, a pool and integrated jacuzzi anchor the aquatic experience, framed by a dramatic firewall feature and wraparound deck purpose-built for outdoor living at scale. Constructed by R.A. Martin — among the most trusted names in Chatham construction — the property offers a rare opportunity to customize finishes to suit. A singular proposition in the Chatham marketplace!

50 Sylvan Way, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

$995,000

7 Beds ⋅ 4 Baths ⋅ 73532056 MLS

This good sized home was , completely remodeled in 2023 and is steps away from Main Street Hyannis, where all the action is after a fun day at the beach or the islands. With a few minutes walk you can be at the restaurants, shops, museums, outdoor dining, and music of Hyannis or the beautiful Hyannis Marina; and from there the high-speed ferries can take you to Martha’s Vineyard and Nantucket Islands in an hour. Veterans beach & Kalmus beach are 1.5- 2 miles away. Bus service is a few minutes by walking.. This house offers Kitchen,Dedicated workspace,Free parking on premises,TV,EV charger - level 2,Washer and dryer, air conditioning,Exterior security cameras on property. This house is being operated as a succesful and lucrative short term rental and will be ideal for an investor as a business venture.The property is managed as Lightkeeper's Abode.

251 South Street, Barnstable

Listing courtesy of Listing Agent: Vijoy Abraham from Listing Office: Abraham Realty.

$11,500,000

6 Beds ⋅ 8 Baths ⋅ 73531287 MLS

Newly constructed and ready to enjoy, this exceptional waterfront estate on the Bumps River represents the finest of Cape Cod living. Combining an unrivaled setting with state-of-the-art luxury, the property features a resort-like swimming pool and cabana, a boathouse with a float for non-motorized crafts, and a deeded beach lot on Long Beach. The open floor plan seamlessly flows from a fireplaced living room with coffered ceilings to a gourmet kitchen with a Sub-Zero refrigerator, Wolf range, and Danby natural stone counters. Glass doors line the waterside of the home, opening to an expansive Phoenician Buff stone terrace surrounding a Pebble Tec pool and spa. The first-floor primary boasts 2 walk-in closets and a luxurious bath with a freestanding soaking tub. Four en suite bedrooms, a family room, and an ipe deck occupy the second level, with bonus space above. A bedroom suite over the garage accommodates guests or staff. Located minutes from everything Osterville has to offer.

48 Starboard Lane, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$775,000

6 Beds ⋅ 2 Baths ⋅ 73528464 MLS

Experience the timeless charm of Olde Cape Cod in this 1875 North Eastham home, privately set on a generous lot just over a mile from Nauset Light Beach. With 6 bedrooms and 2 bathrooms, the home is currently arranged with two distinct living spaces, offering flexibility for owners and guests. Classic character, a peaceful setting, and a large yard create the feeling of a true Cape retreat. An outbuilding adds valuable space for storage, hobbies, bikes, beach gear, or future possibilities. Ideally located near the National Seashore, ocean, Cape Cod Rail Trail, conservation areas, and the best of the Outer Cape, this property offers a rare opportunity to own a piece of North Eastham history in a sought-after quiet location.

95 Queen Anne Dr, Eastham

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.

$5,650,000

6 Beds ⋅ 6 Baths ⋅ 73528133 MLS

Located within coveted Salten Point, this custom home captures sweeping views of Barnstable Harbor and Sandy Neck Beach. The open floor plan features mahogany millwork, walls of windows, and a living room with a grand stone fireplace and den. A chef’s kitchen boasts a marble island, Sub-Zero/Wolf appliances, and access to a screened-in dining porch. Outdoor amenities include a covered deck, pool, outdoor kitchen, and fire pit. An en suite guest bedroom completes the main level. Upstairs, the primary suite offers a private balcony, fireplace, and luxury bath with a soaking tub and walk-in shower, alongside three additional bedrooms (one en suite, two sharing a Jack-and-Jill bath). The lower level features built-in bunks, a TV area, and a fitness room. Equipped with a 2-car garage, top-of-the-line HVAC with air purification and dehumidification, and town sewer, the property includes deeded water access for swimming and kayaking, and is walking distance to Barnstable Village.

22 Kent Road, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$13,950,000

10 Beds ⋅ 9 Baths ⋅ 73527306 MLS

In the lovely enclaves of Cotuit, Ma, positioned on a high-elevation bluff along Oregon Point, sits this 3.10 acre, 400 ft ocean beachfront, beautiful property. Hosting a grandfathered footprint of multi-structures, this family compound offers additional space for pool, along with its existing infrastructures including; utilities, driveways, tennis court, beachfront accesses, and topographic foundations. Oregon point is a special place, and with its pristine shorelines along Nantucket Sound, this property is full of opportunities for you to add your custom renovations and more.

190 Vineyard Road, Barnstable

Listing courtesy of Listing Agent: George Moussa from Listing Office: LAER Realty Partners.

$3,195,000

8 Beds ⋅ 5 Baths ⋅ 73526630 MLS

Perfectly situated w/in walking distance to the beach & under a 10-min drive to shopping, restaurants, & Nantucket ferries, this classic Hyannis Port summer home offers 8 beds, 5 baths, & 3,559 sqft of timeless coastal charm. Held by the same family for over 80 years, this “King of the Hill” property enjoys a private setting w/ village views, sparkling Nantucket Sound vistas, glowing sunsets, & fabulous summer breezes. Just a short stroll to Eugenia Fortes Beach, Hyannis Port Golf Club & Yacht Club, w/Main St, ferries, & Hospital mins away. Inside, natural light pours through expansive windows onto hardwood floors & exposed-beam ceilings. Spacious living & dining rooms invite effortless entertaining, while the sunroom glows with soft southern light & water views beyond. Four levels of living, including a separate lower-level unit w/ 2nd kitchen, offer flexibility for guests or multi-generational living. Bedrooms provide peaceful retreats, while detached garage is ideal for boat storage

35 Grayton Ave, Barnstable

Listing courtesy of Listing Agent: Danny Griffin from Listing Office: Griffin Realty Group.

$2,150,000

6 Beds ⋅ 4 Baths ⋅ 73526463 MLS

424 & 426 Grand Ave are 2 separately deeded homes with beautiful views of Falmouth Harbor and Vineyard Sound being sold as a package. They share a driveway and a deck. They each have 2 beds, 1 bath on their main levels and each have 1 bed 1 bath in their walk out lower levels. This is an amazing opportunity for family, friends, or investors to buy a property in an area that rarely comes up for sale. All info is combined and the properties are now being offered separately so don't wait on these. Enjoy fireworks, road race, restaurants, ferry service to Martha's Vineyard, farmers markets, concerts, etc from this legacy location. Step inside this beautifully maintained property and unplug. Experience a real Cape Cod lifestyle this Summer!

424/426 Grand Ave, Falmouth

Listing courtesy of Listing Agent: Gina Palanza from Listing Office: Keller Williams Realty.

$4,995,000

10 Beds ⋅ 11 Baths ⋅ 73523970 MLS

The Aldrich House returns to Red Brook Harbor. Built in 1890 as a seaside retreat for Boston travelers arriving by train, the Cataumet landmark was fully restored in 2022 with all-new systems, whole-house generator, and an 18-bedroom Title V septic, the kind of permit Cape towns no longer issue. Across three stories, more than 7,000 SF of refined interior: an open great room with floor-to-ceiling stone fireplace, a chef's kitchen, original hardwood restored throughout, and wraparound porches that hold the harbor view. 10 en-suite bedrooms, each with private sitting room, kitchenette, independent climate control, and a balcony for Buzzards Bay sunsets. Outside, 1.84 manicured acres with in-ground pool, gazebo, and firepit. The home includes 3X Commercial Speed Queen dashers and dryers, and more. Family compound, private retreat, or boutique hospitality. Minutes from sandy beaches, Red Brook walking trails, the National Seashore, and the Islands ferries; and only 80 minutes from Boston.

48 Red Brook Harbor Rd, Bourne

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

$3,950,000

8 Beds ⋅ 4 Baths ⋅ 73523107 MLS

On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the1820s, this classic New England home spans three separate dwellings – each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance – and available for the first time in 70 years – this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community.

14 School St, Falmouth

Listing courtesy of Listing Agent: Susan Challenger from Listing Office: Sotheby's International Realty.

$1,195,000

6 Beds ⋅ 6 Baths ⋅ 73521529 MLS

Experience a rare fusion of Cape Cod heritage and modern opportunity at 162 Route 6A. Set on a "storybook" 0.66-acre lot in the heart of Yarmouth Port Village, this iconic 1730s Georgian Cape offers a majestic presence along the Old King's Highway. Enclosed by stone walls and lush gardens, the estate remains a private, serene sanctuary hidden from the world. Antique lovers will adore the main home’s preservation masterpiece featuring spacious rooms, 5 fireplaces, and a unique kitchen crafted from an 18th-century Nantucket post office. For savvy investors and multigenerational buyers, this property shines with incredible high-yield potential across three additional units: a private carriage house, a secondary apartment, and a studio. Perfect for an upscale family compound, premium rentals, or guest housing. Walk to fine dining, boutique shops, and the iconic Grays Beach boardwalk. Own a piece of history and a highly versatile asset for your portfolio.

162 Route 6a, Yarmouth

Listing courtesy of Listing Agent: Daniel Neske from Listing Office: William Raveis Real Estate & Homes Services.

$4,550,000

6 Beds ⋅ 7 Baths ⋅ 73521390 MLS

Beautifully built custom home in the coveted Sesuit Neck area of East Dennis, crafted for those who expect the exceptional. Every inch reflects uncompromising quality - from the elevated design to the premium materials - creating a residence that stands out as one of the area's finest. The sun filled open floor plan showcases an expansive living room with custom built-ins, elegant coffered ceilings, and a striking wood burning fireplace - an inviting centerpiece for gatherings. Throughout the home, rich wood floors set a warm, refined tone. A substantial first floor primary bedroom is enhanced by a private bath and walk in closet. The chef's kitchen is a true showpiece, featuring custom cabinetry, top tier Wolf appliances, and a generous center island designed for effortless cooking and entertaining. The second-floor features five well-appointed bedrooms, three full baths, and a versatile area currently used as a den. The finished lower level expands the home's living potential with an additional 1,842 sq. ft., offering a spacious family room and a full bath - perfect for guests, recreation, or a private retreat. The resort style backyard is a true private oasis, offering an expansive setting designed for unforgettable outdoor living. A sparkling inground pool anchors the space, complemented by a 384 sq. ft. cabana complete with a kitchenette and half bath - perfect for effortless poolside entertaining. The fire pit lounge, enclosed porch, and sweeping yard provide endless room for relaxation, recreation, and gatherings of any size. Just a short distance to Harborview Beach, Sesuit Harbor Marina, Dennis Yacht Club and of course the very popular Sesuit Harbor Café. This is truly an outstanding offering. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

10 Shiverick, Dennis

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

$7,250,000

6 Beds ⋅ 6 Baths ⋅ 73520863 MLS

This exquisite New Seabury home blends natural beauty with modern luxury. Perched to capture stunning Nantucket Sound views with a pristine sandy beach right outside, the property offers Cape Cod living at its finest. The open layout includes a gourmet kitchen with premium appliances, a quartz island, and custom cabinetry. A sunlit living room boasts soaring ceilings, a stone fireplace, and glass doors leading to an outdoor oasis. The serene primary suite features a spa-like marble bath, walk-in closet, and private deck with ocean views. The finished lower level provides flexible space for a media room, gym, or guests. Outdoors, enjoy a heated pool, bluestone patio, and lush landscaping—perfect for entertaining or unwinding. Approved permits are in place for an 1,800 sq. ft. guest house. With breathtaking views and direct beach access, this property epitomizes Cape Cod luxury.

50 Coastline Drive, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$1,290,000

6 Beds ⋅ 5 Baths ⋅ 73519010 MLS

East Dennis, one of the most desirable zip codes on Cape Cod. This large home is perfect for your large or growing family. This property is one of the few true ''two-family'' homes within this zip code--however, it is not your typical multi-family! The front house was just completely renovated by one of the finest construction companies in the Mid-Cape area and features a full basement with interior access. The two homes are connected by a heated breezeway, complete with a shared laundry area for both houses, offering added convenience and functionality. The back house features renovated bathrooms, spacious bedrooms, and an open-concept living, dining, and kitchen area with a vaulted ceiling and a beautiful deck. A new retaining wall was added in 2025, and there is a one-car garage with direct access into the basement of the second home. The yard consists of a beautifully maintained setting with a tranquil koi pond & a private space for dining and relaxing, complete with an irrigation

46 Monument View Rd, Dennis

Listing courtesy of Listing Agent: Susan Sullivan from Listing Office: Realty Consultants of Cape Cod.

$2,675,000

8 Beds ⋅ 7 Baths ⋅ 73508534 MLS

An exceptional Provincetown property on the market for the first time since 1964. With scale, versatility, and creative potential, this distinctive 8-room, 7-bath multi-unit property offers a rare opportunity to shape a signature Provincetown residence to your taste or unlock meaningful rental income. With its flexible configuration and generous footprint, the building invites renovation and reinvention- an appealing investment and a true blank canvas for your vision. The layout supports a wide range of possibilities, from income-producing units to compound living or a dramatic single-family conversion. Its south-facing facade brings in abundant natural light, while the coveted East End location places beaches, galleries, and town amenities within easy reach, enhancing both rental demand and long-term resale appeal. Ample parking and yard further expand the potential for outdoor living or future design plans.

216 Bradford St, Provincetown

Listing courtesy of Listing Agent: Susan McCabe from Listing Office: William Raveis Provincetown.

$1,995,000

7 Beds ⋅ 4 Baths ⋅ 73508004 MLS

Exceptional opportunity to own 3 updated, year-round homes on nearly 3 acres. Abutting the Coonamessett River, the property offers a tranquil, private setting, while still providing access to all Falmouth has to offer. The properties (main house and 2 cottages) are perfect as a family compound for multi-generational living or for income potential. Enjoy peaceful river views, your own cranberry bog, diverse wildlife, and grounds for relaxation and recreation. The light-filled main residence offers 3 bedrooms, 2 baths and a bonus room. Main level features updated kitchen and baths, cathedral ceilings, and a sunroom. French doors lead to a deck overlooking the river. Additional space is found in the finished lower level. Two wood stoves - one in each level - provide efficient supplemental heating, complemented by gas heat. Two independent, updated cottages, each with 2 bedrooms, are ideal for extended family, guests, or rental income. Septic updated in 2021. Truly a special opportunity!

17,17A,17B Cranberry Ln Unit 17,17A,17B, Falmouth

Listing courtesy of Listing Agent: Susan Challenger from Listing Office: Sotheby's International Realty.

$1,995,000

7 Beds ⋅ 4 Baths ⋅ 73504925 MLS

Exceptional opportunity to own 3 updated, year-round homes on nearly 3 acres. Abutting the Coonamessett River, the property offers a tranquil, private setting, while still providing access to all Falmouth has to offer. The properties (main house and 2 cottages) are perfect as a family compound for multi-generational living or for income potential. Enjoy peaceful river views, your own cranberry bog, diverse wildlife, and grounds for relaxation and recreation. The light-filled main residence offers 3 bedrooms, 2 baths and a bonus room. Main level features updated kitchen and baths, cathedral ceilings, and a sunroom. French doors lead to a deck overlooking the river. Additional space is found in the finished lower level. Two wood stoves - one in each level - provide efficient supplemental heating, complemented by gas heat. Two independent, updated cottages, each with 2 bedrooms, are ideal for extended family, guests, or rental income. Septic updated in 2021. Truly a special opportunity!

17,17A,17B Cranberry Ln Unit 17,17A,17B, Falmouth

Listing courtesy of Listing Agent: Susan Challenger from Listing Office: Sotheby's International Realty.

$1,095,000

7 Beds ⋅ 4 Baths ⋅ 73500376 MLS

The numbers work for this investment property. Three separate homes on one lot. Fully rented with yearly income over $82,000 with minimal expenses. Tenants are responsible for their utilities. The rear unit is brand new and cute as a button, the middle unit has been freshly painted and has new heat. The front unit has hardwood floors, updated kitchen, and many updates in 2020. Just around the corner from Sundae School, Wee Packet, La Scala, Seaview Park and great southside beaches, this is a great opportunity to own and earn from your Cape Cod property.

117 Depot St, Dennis

Listing courtesy of Listing Agent: Terri Gordon from Listing Office: Fathom Realty MA.

$6,488,000

7 Beds ⋅ 7 Baths ⋅ 73499989 MLS

Experience one of Cape Cod's most exceptional luxury estates, where private lakefront serenity meets effortless access to Nantucket Sound. Newly constructed in 2025 and offered fully furnished, this spectacular 6,700 sq. ft. residence is set on 2.52 secluded acres with 7 bedrooms, 6.5 baths, a heated pool, wine cellar, home theater, and 3-car garage. Walls of glass frame tranquil water views, while soaring ceilings, designer finishes, and a chef's kitchen create an extraordinary setting for entertaining and everyday living. Swim, kayak, paddleboard, or fish from your backyard, then keep your boat just minutes away at Ryder's Cove, Wychmere, or Saquatucket Harbors. Rarely does a home combine this level of privacy, luxury, recreation, and turnkey convenience. A true multigenerational retreat designed for unforgettable gatherings and the very best of Cape Cod living.

19 Walkerwoods Dr, Harwich

Listing courtesy of Listing Agent: Marirose Lynch from Listing Office: RE/MAX Real Estate Center.

$4,500,000

6 Beds ⋅ 7 Baths ⋅ 73479712 MLS

Set within a private gated enclave in South Chatham’s emerging luxury corridor, 48 Sylvan Way is a singular estate moments from the Cape’s most iconic downtowns, beaches, and dining. Encompassing 1.63 acres with exceptional usability and recreational, the property offers rare privacy and scale in one of Chatham’s most compelling settings. Spanning 5,700 square feet across twelve rooms, this bespoke new construction residence showcases custom craftsmanship and intentional design, conceived for refined, generational living. Three distinct bedroom wings provide comfort and separation, with each bedroom generously sized and ensuite. At its heart, a breathtaking great room anchored by a custom-designed kitchen rises to 23-foot shiplap ceilings with reclaimed beams and a fireplace, while an 18-foot wall of glass opens to the heated saltwater pool and patio for seamless indoor-outdoor living. A rare offering defined by craftsmanship and presence —modern Cape Cod estate living elevated.

48 Sylvan Way, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

$2,795,000

19 Beds ⋅ 28 Baths ⋅ 73461696 MLS

The property is situated on over 2.22 acres of waterfront property overlooking The Herring River. The site has two landing areas, with dockage potential, where easy access to Nantucket Sound can be found by traveling south on the river to open waters of The Sound via Kayak, Paddle Board, Canoe or the like. The land is improved by four buildings with 11,900 SF. The main building is 7,922 square feet and has a large restaurant space previously and spacious commercial kitchen area, three / four bedrooms, and five bathrooms. The previous restaurant had a capacity of around 375 persons based on municipal records. The Backhouse, which is located behind the Main Building has seven bedrooms and four bathrooms, living / dining rooms and deck overlooking the Herring River. The Side Cottage, located to the left of the Main House has four bedrooms, and two baths. There is also a large shed building to the rear of the property used for storage. Waterfront location, history, development potential, s

126 Route 28, Harwich

Listing courtesy of Listing Agent: Christopher Manning from Listing Office: William Raveis Real Estate & Homes Services.

$16,500,000

7 Beds ⋅ 8 Baths ⋅ 73457530 MLS

A rare and extraordinary offering, this iconic beachfront estate stands as one of the finest properties on all of Cape Cod. Located in the heart of Hyannis Port, the stately colonial residence is perfectly set on magnificent grounds designed by the Olmsted Brothers, with mature trees, manicured hedges, and rolling lawns that give way to 410' of pristine sandy beach. From every vantage point across the property, mesmerizing views of Nantucket Sound, Hyannis Port Harbor, and Great Island provide a backdrop of unsurpassed natural beauty. Immediately upon entering the residence, unobstructed vistas take center stage and continue throughout each room. Grand gathering spaces seamlessly connect to the outdoor living areas, with thoughtful proportions and scale for every occasion. The light-filled kitchen includes an informal breakfast area and direct access to the pool and waterside terrace. In the study and wet bar, rich millwork and exquisite craftsmanship lend a sense of warmth that carries into the formal dining room. A luxurious primary suite and six well-appointed guest bedrooms provide refined accommodations for all.This inimitable legacy estate is steps from the West Beach Club and Hyannis Port Yacht Club, with Cape Cod's best golf courses, deep-water marinas, Cape Cod Gateway Airport, and ferry service to Martha's Vineyard and Nantucket just minutes away. A once-in-a-lifetime opportunity, one of the most iconic estates on the Eastern Seaboard awaits its next chapter.

155 Irving Avenue, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$7,250,000

7 Beds ⋅ 11 Baths ⋅ 73383981 MLS

Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning two-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. A gracious covered front porch welcomes you into a dramatic foyer, setting the tone for the refined interiors that follow. The main living spaces unfold in a thoughtfully designed layout that flows from formal living and family rooms to an elegant dining area with each space inviting connection, comfort, and celebration. At the heart of the home, the chef's kitchen is both striking and functional, anchored by dual oversized islands clad in premium granite, and accompanied by a fireside sitting room that beckons lingering conversation. Adjacent, the spectacular sunroom redefines indoor-outdoor living with a custom crafted bar and casual seating area at one end and a full second kitchen with custom built-in grill and dining area at the other, all enclosed by retractable screens for effortless seasonal enjoyment. Tucked away on the main level, the primary suite offers a private sanctuary, with its own fireplace, luxurious spa-like bath, and refined home office. The comfort and sophistication continue on the second level with four generously proportioned en-suite bedrooms and an inviting sitting room. Designed for comfort and connection, the finished lower level offers a wine cellar, media room, game room, and fitness space. This lavish interior flows effortlessly to an equally impressive exterior, where lush landscaping surrounds a resort-style pool framed by expansive lounging areas-perfect for everything from quiet afternoons to grand entertaining. Completing this offering is a beautiful two-bedroom guest house providing privacy and comfort for visiting guests. Set within a prestigious gated enclave with coveted beach and dock rights, this remarkable estate is the perfect fusion of architectural sophistication and everyday warmth - an extraordinary offering in one of Cape Cod's most prestigious settings. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

440 Grand Island Dr, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

$4,499,000

8 Beds ⋅ 9 Baths ⋅ 73377530 MLS

Nestled in the heart of the West End, this historic 1847 Greek Revival Captain's Home is now available for purchase after 29 years under the same ownership. As one of the largest buildings in the neighborhood, the West End Inn serves primarily as a private residence but is also licensed as a B&B. The first floor was completely renovated in 2019. The property features three kitchens, a kitchenette, and four separate living quarters, each with private entrances. The light-filled, three-family layout offers potential to be converted into a substantial single-family home. There are nine bathrooms, eight bedrooms, two dens, two decks, two private garden spaces, and a beautifully appointed front yard. The top floor, with its large deck, provides water views and unobstructed vistas of Telegraph Hill and stunning sunsets. Parking is available for five or more cars, and beach access is directly across the street. Betterment paid in full.

44 Commercial Street, Provincetown

Listing courtesy of Listing Agent: Iskren Georgiev from Listing Office: Gibson Sotheby's International Realty.

$2,700,000

7 Beds ⋅ 7 Baths ⋅ 73373131 MLS

For the first time in generations, this landmark Pleasant Bay compound—anchored by the iconic "Topside" main residence and the charming two-bedroom "Boathouse"—is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. Thoughtfully sited by its original architect to capture the light and water at every turn, "Topside" offers 5 bedrooms and 4.5 baths with timeless coastal character and spaces designed for gathering, while the "Boathouse" sits just above the shoreline, featuring 2 bedrooms, 1 bathroom, and its own deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn offer a blend of intimacy and scale. With a strong rental history and potential for expansion or personalization, this is a lifestyle property that invites multigenerational living, savvy investment, or a private retreat. A once-in-a-lifetime opportunity to own one of Cape Cod's most storied, landmark waterfront settings.

645 S Orleans, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

$999,000

7 Beds ⋅ 5 Baths ⋅ 73306126 MLS

35 Pleasant Street in Hyannis is located in downtown Hyannis, 0.2 miles from Hyannis Harbor. Built in 1853, this seven bedroom home also has the original barn/stable on the property giving it a historic New England charm. With 0.27 acres of land, the property sites in the Downtown Village Zone allowing for personal home use or investment potential. Please schedule a walk through of the property.

35 Pleasant, Barnstable

Listing courtesy of Listing Agent: Charles Carey from Listing Office: Carey Commerical, Inc..

$9,950,000

6 Beds ⋅ 9 Baths ⋅ 73285680 MLS

Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Located in the village of Osterville and set on an expansive and beautifully landscaped 2.4-acre lot, this stunning residence features over 8,000 square feet of meticulously crafted living space with rich details, modern comforts and extraordinary views. The grand interiors seamlessly blend with the exquisitely landscaped outdoor spaces, featuring an inground pool, hot tub, spacious pool house, and a substantial private deep-water dock. Upon entering the home, the grand foyer leads you into the magnificent great room with a two-story custom fireplace, where panoramic vistas of the water and breathtaking sunsets set the scene for unforgettable family gatherings as well as effortless entertaining. The generous floor plan also features a refined library, formal dining room, a gourmet kitchen with center island, custom cabinetry and top-of-the-line appliances and a state-of-the-art home theatre. The six en-suite bedrooms include a first-floor suite with French doors leading to the back yard and a lavish primary suite with a luxurious bathroom, two walk-in closets and a private deck overlooking the water. Enhanced with modern conveniences such as a Sonos whole-house sound system and a 9-zone Hydro air system, every detail has been carefully planned and implemented. Additional highlights include a private guest suite above the attached 3-car garage and a sprawling entertainment room with a balcony on the third level highlighted by western exposure to experience breathtaking sunsets. Located just minutes from the upscale boutiques and renowned dining of Osterville village, this extraordinary property offers a lifestyle of unparalleled elegance and tranquility by the sea. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

501 Eel River Rd, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

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