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

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.

$1,995,000

6 Beds ⋅ 5 Baths ⋅ 73556043 MLS

683 Main Street is a fully renovated 5-unit multifamily property in the heart of downtown Falmouth, delivered 100% vacant or tenanted. The building offers four mirrored 1-bedroom/1-bath units across the first and second floors, plus a spacious 2-bedroom/1-bath unit at the basement level — 3,697 SF gross building area. All new plumbing and electrical throughout, with shared laundry in the basement. Two second-floor units are Medium Income units, offering a hedge against vacancy backed by Falmouth's income-qualified tenant pool; the remaining three units are unrestricted market rate, well suited to long-term rental, short-term/Airbnb use, or seasonal and travel-nurse housing. Engineered and permitted plans for the 5-unit configuration are complete (Lala Associates Engineers LLC, Project #24161). Walkable to downtown Falmouth's shops, restaurants, and some of the Cape's most popular beaches.

683 Main St, Falmouth

Listing courtesy of Listing Agent: Cutter Luxe Team from Listing Office: Cutter Luxe Living LLC.

$1,399,000

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.

$2,000,000

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.

$750,000

6 Beds ⋅ 3 Baths ⋅ 73548816 MLS

Exceptional investment opportunity in the heart of Falmouth! This three-unit residential property offers 6 bedrooms, 3 full baths, and is situated on a generous ½-acre lot in a desirable area. Ample off-street parking for 4–6 vehicles, a spacious yard, and additional storage enhance the property’s appeal for owners and tenants alike. Ideally located just minutes from Falmouth Hospital, the Shining Sea Bikeway, Steamship Authority parking, public transportation, downtown shopping, restaurants, beaches, and major commuter routes. Whether you’re seeking a strong income-producing property, multi-generational living, or future investment potential, this versatile offering presents an outstanding opportunity in one of Cape Cod’s most sought-after locations.

355 Palmer Avenue, Falmouth

Listing courtesy of Listing Agent: O'Neill Group from Listing Office: .

$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: .

$16,500,000

6 Beds ⋅ 10 Baths ⋅ 73540259 MLS

Presenting an offering of rare distinction. Refined coastal living, classic architecture and impeccable craftsmanship blend to create a unique sense of privacy, elegance, and pleasure. Nestled upon the shores of iconic Bass River, bask in waterfront living in this exclusive legacy estate replete with exquisite gardens, spectacular pool and deep-water dock capable of accommodating a 90' yacht with additional space for two vessels. Beyond the gates, this private enclave encompasses a main house, carriage house, guest house and boathouse. The estate is set among lush plantings, intimate gardens, curated vistas, and secluded courtyards. The sun-drenched interiors boast a peaceful balance of function and modern refinement. Custom appointments, outstanding finishes and bespoke details, furnish exceptional continuity. A deep-water dock and elaborately designed pier, capable of welcoming a substantial yacht, offer direct access to Nantucket Sound and the Atlantic.

57 Uncle Barneys Rd, Dennis

Listing courtesy of Listing Agent: Paul McCormick from Listing Office: Gibson Sotheby's International Realty.

$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.

$3,495,000

6 Beds ⋅ 5 Baths ⋅ 73535155 MLS

A rare opportunity to own a home in the exclusive Pochet Association. This quality-built Acorn contemporary, constructed by Cape Associates, beautifully embodies New England modernism with its striking post-and-beam architecture, soaring ceilings, and expansive walls of glass that fill the home with natural light. Designed for comfortable coastal living, the spacious six-bedroom residence features an open floor plan, thoughtfully positioned decks, and distant ocean views. The beautifully landscaped grounds are enhanced by specimen trees, shrubs, and gardens, creating a private and tranquil setting. A detached garage with a two-room studio and bonus space offers exceptional flexibility for creative pursuits. Situated on a large, private lot, the property also includes deeded access to one of Cape Cod's finest beaches--perfect for surfing, swimming, or simply enjoying a day by the sea. Ideally located near the charming village of East Orleans.

17 Gosnold Road, Orleans

Listing courtesy of Listing Agent: Alberti Team from Listing Office: Gibson Sotheby's International Realty.

$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.

$11,950,000

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.

$3,795,000

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.

$1,900,000

6 Beds ⋅ 7 Baths ⋅ 73524043 MLS

A rare 5+ unit, multi-building opportunity in the heart of Orleans Village Center — three parcels sold together, offering both immediate income and flexible upside. #88 is a 2-bedroom, 1-bath home with a detached two-car garage (unfinished bonus space above) and a 520 sq. ft. foundation ready for new construction. #86A holds three one-bedroom rental units, and #86B offers first-floor office space, a studio apartment above, and 342 sq. ft. of unfinished space to build out, plus a detached barn/garage. Currently occupied with long-term tenants at will; rents are below current market, offering upside for a new owner. The configuration suits a range of uses: workforce or employee housing for the Cape's tourism-driven economy, program or residential space for a school, nonprofit, or housing organization, or a value-add renovation play for short-term/vacation rental income (subject to local permitting). Set between Route 6A and the Cape Cod Rail Trail, walkable to downtown Orleans. Village Center's flexible zoning allows further expansion with town approval.

88 Route 6a, Orleans

Listing courtesy of Listing Agent: Sharon Dixon from Listing Office: William Raveis Real Estate & Homes Services.

$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: .

$7,500,000

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: .

$1,899,000

9 Beds ⋅ 9 Baths ⋅ 73515041 MLS

Just 800 feet from Keyes Memorial Beach and .7 sidewalked miles to Main Street Hyannis, 388 Sea Street is a rare coastal compound with scale, flexibility, and proven rental appeal. Set on .45 acres with two driveways and ample parking, the extensively renovated property offers approximately 4,525 sf, 9 bedrooms, and 8.5 baths across several distinct living areas: a 6 bedroom, 4.5 bath main home with an attached 2 bedroom, 2 bath guest suite, a private studio with bath, and a separate two-car garage with a 1 bedroom, 1 bath apartment above. Currently used as a successful blend of vacation and year-round rental housing, the property holds a Town of Barnstable lodging house license allowing up to 10 individual rental rooms and 20 people on site. Residential Congregate Housing zoning further supports potential inn, bed and breakfast, or flexible income-producing use. A compelling Hyannis offering near beach, downtown, harbor, ferries, restaurants, and Cape Cod summer energy.

388 Sea St, Barnstable

Listing courtesy of Listing Agent: Fisher and Marks from Listing Office: .

$7,450,000

6 Beds ⋅ 8 Baths ⋅ 73511490 MLS

Set on the sandy shores of Nantucket Sound, 120 Vineyard Road represents the pinnacle of coastal living with a private sandy beach in one of Cotuit's most sought-after locations. The 5-bedroom residence showcases superlative finishes with beamed ceilings, wainscoting and crown molding throughout. From the grand foyer to the chef's kitchen with breathtaking water views, each space was designed with intention. The fireplaced living room flows to a formal dining room and great room, while a first-floor en suite bedroom offers private guest accommodations. The primary suite is a sanctuary of luxury with a private deck, a lounge, walk-in closet, and a luxurious bathroom. Three additional en-suite bedrooms ensure comfort and convenience. A bluestone terrace provides the perfect backdrop for al fresco entertaining with a short path to the beach. A 3-car garage and a guest cottage complete this exceptional offering. A rare combination of privacy and modern luxury in an unrivaled location!

120 Vineyard Road, Barnstable

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

$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.

$2,075,000

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.

$2,075,000

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.

$1,799,000

9 Beds ⋅ 9 Baths ⋅ 73504088 MLS

Once known as the Mashantum House & later the award-winning Four Chimneys Inn, this 9 bedroom/9bath, single family home, dating back to 1820, is set back, north of 6A on 1.6 acres & is close to everything! Directly across from Scargo Lake's landing; .4 mil to Howe's St. Beach on the bay; .5 mil to Dennis Village & just over a mile to Sesuit Harbor. This 3-story Victorian is the perfect place to live your Cape Cod Dreams. It may need exterior paint, but don't let that fool you...A new state of the art, 6-zone, gas HVAC system was installed & the interior of the home was painted in 2019; the roof was replaced on the main portion of the home in 2018 & in 2010, the farmhouse kitchen was updated from floor joists & floors to new appliances. Full of history & charm,from the elegant first floor with soaring ceilings, to the cozy 3rd floor with skylights & views of the lake, this substantial property has the potential to be a real stunner. An amazing investment or family home! A Must see!

946 Route 6a, Dennis

Listing courtesy of Listing Agent: Jennifer Monac from Listing Office: Today Real Estate, Inc..

$1,550,000

6 Beds ⋅ 5 Baths ⋅ 73502104 MLS

Beautiful sprawling property featuring the historic Captain's House (1802), guest cottage, screen house, and lush mature gardens throughout. The impeccably preserved main house offers 8-foot ceilings, wide pine floors, a spacious living/dining area, Baker’s pantry, first-floor bedroom with en suite bath, separate kitchen with Santa Cecilia Light granite, built-ins, and a den. Minisplits (2019) and two stairways lead to four additional bedrooms and three baths.The bright, airy cottage includes cathedral ceilings, full kitchen, private yard, and attached workshop—ideal for rental or caretaker use. Additional highlights include a 2-car garage, abundant storage, full-house generator, owned solar panels, and koi pond.Located near North Truro center, bay and ocean beaches, and Provincetown, this private compound offers exceptional charm and versatility. New 6-bed septic installed! (2 images digitally contain enhanced grass.)

16 Shore Rd, Truro

Listing courtesy of Listing Agent: Melissa Yeaw from Listing Office: Berkshire Hathaway HomeService Robert Paul Properties.

$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.

$1,200,000

7 Beds ⋅ 3 Baths ⋅ 73493357 MLS

Buyers changed their plans and this prime property located in downtown Buzzards Bay is available to the wise investor. It has views of the railroad bridge and is a stones throw to the Cape Cod Canal. Currently there are 3 rental units and a 4th unit which is open to imagination. The town of Bourne has placed liberal zoning on the area of this property which allows for further development to the site. All units were remodeled to the studs in 2012 & 2013 and new electrical, plumbing, wall board and heating and hot water systems were installed. Most appliances will remain. Liberal Village zoning "may" permit adding additional units. This is an outstanding opportunity to be part of the thriving downtown of Buzzards Bay which is home to the Massachusetts Maritime Academy, the National Marine Life Center and many visitor attractions.

151 - 153 Main St, Bourne

Listing courtesy of Listing Agent: Ralph J. Grassia from Listing Office: Conway - Wareham.

$4,750,000

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.

$21,500,000

13 Beds ⋅ 14 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. This inimitable compound features a seven-bedroom main residence and a guest house with four bedrooms and two separate apartments with private entrance, providing refined accommodations for multi-generational living and staff. A once-in-a-lifetime opportunity, one of the most iconic estates on the Eastern Seaboard awaits its next chapter.

151 & 155 Irving Avenue, Barnstable

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

$10,900,000

7 Beds ⋅ 8 Baths ⋅ 73456699 MLS

Rocky Island offers old Cape charm with a modern stylish interpretation, fully renovated in 2014 with up-to-date systems, and winterized for off season enjoyment. Connected to the mainland by a wooden bridge, it provides the privacy and safety of a true island and the ease and accessibility of a mainland property. Sandy beachfront, seasonal deepwater dock, pool, and a pool house/garage. Wrap around covered porch for panoramic water views and sunsets. Seven bedrooms each with water views, seven full and one half baths, and three fireplaces. Potential for three additional bedrooms. Plenty of space inside and out on your own private island.

75 Winsor Road, Bourne

Listing courtesy of Listing Agent: G. Stewart Young from Listing Office: LandVest, Inc..

$4,249,000

6 Beds ⋅ 5 Baths ⋅ 73426596 MLS

WATERFRONT ESTATE – This rare Cape Cod retreat blends classic coastal architecture with modern refinement. Refreshed with new siding and a Red Cedar roof (August 2025), the home offers 6 bedrooms and 5 baths, a chef’s kitchen with Viking professional gas range, Sub-Zero refrigerator, and center island with prep sink flows seamlessly into the sun-filled living room, dining area, and waterfront sunroom. The main residence includes a 2-car garage and full basement, while a versatile guest house with its own 2-car garage and striking fieldstone fireplace invites endless possibilities as a one or two-bedroom retreat, artist’s studio, game room, or workshop. Set on 3.8 private acres, the estate features a heated in-ground pool, landscaped grounds, and direct access to tidal waters. More than a residence, it is a private Cape Cod sanctuary offering beauty, privacy, and an unparalleled coastal lifestyle. 2-Year Choice ULTIMATE Home Warranty included. Some photos virtually staged.

4390 Main, Barnstable

Listing courtesy of Listing Agent: Robert MacKinnon from Listing Office: eXp Realty LLC.

$7,750,000

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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