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14 School St, Falmouth
$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.
50 Coastline Drive, Mashpee
$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: .
12 Vanduzer Rd Unit 8, Barnstable
$725,000
3 Beds ⋅ 2 Baths ⋅ 73516551 MLS ⋅ ['Cape Cod Village Association'] BLDG.
Spectacular Views & Beautiful Sunsets. Nestled in a tranquil and serene enclave, this seasonal gem offers spectacular views of Cape Cod Bay, making it a rare find. Discover the charm of Barnstable's best-kept secret, featuring two floors with three spacious bedrooms--one on the first floor and two on the second. The cozy living area and one and a half baths provide ample comfort for your stay. This property is being sold turnkey, fully furnished, and boasts a fantastic rental history, making it a perfect investment opportunity. Step outside to a large deck, ideal for soaking in the breathtaking scenery and inhaling the refreshing salt air. With your very own private beach, this property is an idyllic retreat for those seeking relaxation and the beauty of coastal living. Don't miss the chance to experience this unique opportunity!

12 Vanduzer Rd Unit 8, Barnstable

Listing courtesy of Listing Agent: Tara Costa from Listing Office: Today Real Estate, Inc..
336 Stage Island Rd, Chatham
$2,699,000
3 Beds ⋅ 3 Baths ⋅ 73513527 MLS
Stage Island is among the most exclusive addresses on Cape Cod — a private enclave of fewer than 40 homes where properties rarely change hands and waterfront offerings are nearly nonexistent. When one does surface, it commands attention. This is that moment. Set on 1.07 waterfront acres, sweeping marsh and water views, breathtaking sunsets, and abundant conservation land define a setting that is truly generational. Marsh-front access invites kayaking and quiet recreation, while wildlife and natural beauty frame everyday life. The 3-bedroom, 2,200+ SF contemporary residence is thoughtfully sited and bathed in natural light, anchored by a wall of windows and doors with 270-degree views. The private primary suite offers its own deck and a soaking tub with waterfront views — an orientation that simply cannot be improved upon. Outside, gardens, patios, and decks create multiple zones for alfresco dining, yard games, and summers well spent. A setting this rare does not come twice!

336 Stage Island Rd, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
70 Judges Way, Chatham
$5,450,000
5 Beds ⋅ 5 Baths ⋅ 73506909 MLS
Experience refined coastal living in this fully renovated waterfront, water view estate on the Oyster River in Chatham. Encompassing over 4,000 sqft, this exceptional 5-bedroom, 4-1/2 bath residence blends timeless elegance & luxurious touches throughout. Soaring cathedral ceilings & thoughtfully designed custom built-ins create a sense of openness and sophistication. A first-floor primary suite offers a private retreat w/tranquil water views, private bath & walk-in-closet. Four additional water view bedrooms provide comfort and flexibility for guests. A walk-out lower level expands living space with an entertainment room and full bath. New HVAC w/natural gas heat, Central A/C, outside shower, well-irrigation, spacious deck, yard with pool potential, and private stairs to the water. Beautifully sited on 1.83 acres of pastoral grounds, you'll enjoy over 230 feet of frontage on one of the most desirable boating waterways in Chatham PLUS deeded rights to a boat house steps away!

70 Judges Way, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
162 Main St, Barnstable
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 73506902 MLS
New Driveway Entrance and front yard redesigned!!!! Fall in love the moment you step inside this beautifully renovated home that feels brand new in every way. Sunlight fills the space throughout the day, drawing your eye to tranquil pond views and the surrounding natural beauty that create an immediate sense of calm and privacy. Thoughtfully redesigned with modern amenities, this home offers effortless living both indoors and out. Imagine preparing meals in the outdoor kitchen while overlooking the water, or starting your day in the main-level bedroom with peaceful pond views before stepping onto the deck with your morning coffee. Tucked into a serene setting, yet just minutes to the boutiques, restaurants, coffee shops, and ice cream spots of Osterville Village. Enjoy easy access to all of Barnstable’s beautiful beaches, with iconic Dowses Beach only minutes away. A private retreat that perfectly blends nature, comfort, and location. Pictures show virtual staging.

162 Main St, Barnstable

Listing courtesy of Listing Agent: Kimberly Gazal Santos from Listing Office: Property Cape Cod.
16 Salt Marsh Road, Sandwich
$3,550,000
4 Beds ⋅ 5 Baths ⋅ 73504333 MLS
Perched directly on the dunes of East Sandwich, this striking residence enjoys a sandy beach on Cape Cod Bay as its backyard. Offered turn-key and fully furnished, the architectural heart of the home is a double-height great room with a wall of glass framing panoramic water views, wide plank oak floors, and a Town & Country gas fireplace. The open layout flows into a gourmet kitchen featuring custom black walnut cabinetry, natural quartz countertops, and professional-grade appliances. The first-floor primary suite provides a spa-like retreat with a hammered nickel soaking tub and Carrara marble, while three additional upstairs bedrooms also feature en suite marble baths. High-end details abound, from the mezzanine’s stainless steel cable railings and California Closets to the natural cedar roof with copper flashing. Outside, a sprawling deck with private stairs leads through the dunes to the sand, providing the perfect vantage point to watch the tide cross the iconic Sandwich flats.

16 Salt Marsh Road, Sandwich

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
381 Commercial Street Unit Unit 5, Provincetown
$819,900
1 Beds ⋅ 1 Baths ⋅ 73503919 MLS ⋅ ['Bull Ring Wharf'] BLDG.
Unit 5 at Bull Ring Wharf is the kind of place that makes people cancel their return flights. Professionally and impeccably designed, this waterfront studio with sleeping loft defies easy category - cozy yet grand, private yet inviting. Soaring vaulted ceilings, hand-hewn beams, lacquered hardwood floors, and Ann Sacks tile in the kitchen and bath. A kitchen that would make Epicurus blush - Miele propane range with vented hood, Fisher & Paykel dishwasher, Scotsman ice maker, Perlick undercounter refrigerator and freezer, Waterworks brass fixtures, and quartz countertops. Wood-burning fireplace. Opening skylight in the bath. Harbor views, a deck just outside your door, and two common beach decks with lounges and grills just off the beach. Condo fee covers heat, hot water, wireless, and propane. Parking and storage included. Weekly rentals allowed, pets welcome for owners. A waterfront home you could only find in the oldest continuous art colony in the country - Provincetown.

381 Commercial Street Unit Unit 5, Provincetown

Listing courtesy of Listing Agent: Nathan Butera from Listing Office: Gibson Sotheby's International Realty.
359 Santuit Road, Barnstable
$3,695,000
4 Beds ⋅ 6 Baths ⋅ 73503222 MLS
Perched above Shoestring Bay, this magnificent waterfront compound provides a rare combination of natural beauty and modern luxury. Designed to deliver an unmatched lifestyle, the property features a private dock that gives access to endless water activities. Thoughtful details are found throughout the residence, from the gourmet kitchen with a Wolf range and granite countertops to the first-floor primary suite with a fireplace and sliding glass doors that frame breathtaking water views. On the second level, two well-appointed bedrooms each have private balconies and their own full bathrooms. A gracious sitting room enjoys access to a spacious third balcony, while a separate in-law suite above the attached 3-car garage is complete with a kitchenette. A detached garage offers additional storage and endless opportunities with unfinished space above. Located minutes from the village center, Willowbend, and Mashpee Commons, this spectacular waterfront home awaits its next chapter.

359 Santuit Road, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
142 Greely Ave, Barnstable
$6,500,000
4 Beds ⋅ 5 Baths ⋅ 73502888 MLS
Direct waterfront offering in West Hyannisport with 100 feet of private sandy beach along Nantucket Sound. Set on approximately 0.94 acres on a quiet, private lane, this four-bedroom residence offers a compelling combination of privacy, scale, and immediate water access - an increasingly limited opportunity along this coastline with sandy beach stretching as far as the eye can see. Designed for relaxed coastal living, the home features generous living spaces, a deck off the main living area, and a private deck off the upstairs bedroom suite, each oriented to capture open water views, prevailing southwest breezes, and notable sunset vistas. Multiple bedrooms and flexible living areas provide ample room for guests, while thoughtful infrastructure, including multi-zone climate control and EV charging, supports year-round use. Additional highlights include an attached two car garage, outdoor shower, and a walk-out finished lower level. Capture this rare offering within close proximity to both Osterville and Centerville villages, where dining, shopping, and daily conveniences remain just minutes away. 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.

142 Greely Ave, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
60 Perch Pond Way, Wellfleet
$495,000
73500034 MLS
f you've been waiting for the right spot to build on the ocean side of Route 6, this is one worth paying attention to. 60 Perch Pond Way sits on about 1.5 acres of wooded land, gently sloping to the southwest where it opens up to a quiet, picturesque pond. The setting feels tucked away, calm, and naturally private. The lot supports a five-bedroom home, and the positioning of the house site really enhances that sense of seclusion without sacrificing light or openness. A five-bedroom Title V has already been designed, and the well is installed, which takes a big step out of the building process. You also have the added benefit of back road access to everything Wellfleet is known for. Freshwater ponds, ocean beaches, and the trails of the Cape Cod National Seashore are all within easy reach, along with a quick drive into downtown. It's a rare opportunity to build in a setting that feels both private and connected to everything that makes Wellfleet so special.

60 Perch Pond Way, Wellfleet

Listing courtesy of Listing Agent: Elizabeth Holguin from Listing Office: Classic Cape Real Estate, LLC.
19 Walkerwoods Dr, Harwich
$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.
21 Green Acres Ln, Sandwich
$899,000
2 Beds ⋅ 1 Baths ⋅ 73498755 MLS
Private Beach • Waterfront • Renovated Yr-Round Home • Efficient Layout • Turnkey Tranquility At the end of a private half-mile paved drive, this fully renovated Cape Cod-style ranch offers rare privacy on a Great Pond--a crystal-clear, spring-fed 83-acre pond with fewer than a dozen homes on its shoreline. Enjoy your own sandy beach and stunning westerly sunsets from nearly every room. Set on almost 1/2 an acre, this yr-round home features a designer kitchen with quartz counters, SS professional appliances, and a dual-fuel range. The spa-style bath includes a 7-foot glass/tile shower with jets and a heated backlit mirror. Vaulted ceilings, reclaimed wood accents, & a wood stove create a cozy yet upscale vibe. Modern updates--new roof, siding, luxury vinyl floors, energy-efficient systems, and custom finishes--make this a low-maintenance retreat. With a walk-in closet, laundry room, and sweeping lake views, it's the perfect blend of comfort and elegance. A truly rare waterfront retreat

21 Green Acres Ln, Sandwich

Listing courtesy of Listing Agent: Kevin Cosgrove from Listing Office: Kinlin Grover Compass.
175 Cliff Road, Wellfleet
$995,000
2 Beds ⋅ 3 Baths ⋅ 73495805 MLS
Set above the Great Outer Beach and Atlantic Ocean, this unparalleled coastal home is where time stands still, and every moment is filled with awe. Enter the expansive ocean view deck and take in the vastness of the sea. Completely rebuilt in 2013, year-round jewel offers panoramic ocean views from every corner. Thoughtfully designed across three levels, each featuring a bedroom and bathroom, the main floor boasts a dining, living & kitchen area perfectly positioned to capture the waves' rhythm. Upstairs is the primary bedroom suite with a private bath and balcony, while the lower level offers relaxation with direct access to an outside shower and another set of indescribable vistas. Outside, decks and a gorgeous patio provide ideal spots for watching the most unforgettable sunrises. With private access to the beach, this property epitomizes the Cape Cod experience, offering endless seaside adventures within the pristine National Seashore. Solid rental history available. See 3D Tour &

175 Cliff Road, Wellfleet

Listing courtesy of Listing Agent: Iskren Georgiev from Listing Office: Gibson Sotheby's International Realty.
40 Triton Way, Mashpee
$6,850,000
5 Beds ⋅ 6 Baths ⋅ 73487652 MLS
Set high on a scenic bluff in New Seabury, this contemporary oceanfront estate pairs dramatic Nantucket Sound views with resort-style living. Expansive walls of glass frame the water from vaulted great rooms and intimate sitting areas alike. A sunlit gourmet kitchen opens to multiple dining spaces, while the ocean-view primary suite offers a private balcony. Highlights include a home theater, fitness room, and lower-level entertaining space with direct patio access. Outside, tiered ocean view decks, manicured lawns, and a private path with steps to the water create a seamless connection to the coast. Crafted with exceptional quality, this rare property is designed for both grand gatherings and casual living. Located minutes from New Seabury's five-star amenities, Mashpee Commons, and everything else the area has to offer!

40 Triton Way, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
40 Harbor Road, Dennis
$3,950,000
4 Beds ⋅ 2 Baths ⋅ 73487626 MLS
Nestled in the dunes overlooking Sesuit Harbor, this jewel box beach house is available for the first time in nearly 70 years. From mornings spent sipping coffee on the roof deck with a gentle sea breeze to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. A gathering place for family and friends, the 4-bedroom beach house captures panoramic vistas throughout. Glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, this beloved property is ready to be reimagined and enjoyed for years to come.

40 Harbor Road, Dennis

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
102 Nashawena St, Falmouth
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 73484479 MLS
A rare opportunity to create your coastal sanctuary along the tranquil shores of Snug Harbor in West Falmouth. Set on nearly one acre of direct waterfront, this classic 1930 shingled residence captures sweeping harbor views and spectacular sunsets, with a private floating dock offering access to Buzzards Bay. Rich in character, the home features warm woodwork, hardwood floors, and inviting living spaces designed to embrace its picturesque setting. The main level offers a first-floor primary bedroom and comfortable gathering spaces, while upstairs features two additional bedrooms and a spacious family room with fireplace, wet bar, and expansive waterfront deck. Enjoy the home’s timeless charm or reimagine the property through thoughtful renovations or a custom transformation to suit your coastal lifestyle. With valuable dock rights in place, this exceptional setting offers endless possibilities. Just moments from Chapoquoit Beach, West Falmouth Village, and the scenic Shining Sea Bikeway.

102 Nashawena St, Falmouth

Listing courtesy of Listing Agent: Danielle Rokosz from Listing Office: Sotheby's International Realty.
41 Court St, Chatham
$2,295,000
3 Beds ⋅ 3 Baths ⋅ 73477537 MLS
Gracefully sited on edge of Frost Fish Creek, a conservation estuary, this custom built 3 bed,2.5 bath Cape is the essence of Cape Cod style. Sunlit wide pine floors & fine bespoke built-ins, accentuate timeless craftsmanship. Formal living room has grand wood-burning FP, open to elegant dining room & brick floored vaulted ceiling sun/great room with gas FP & wet bar for relaxed moments overlooking koi pond& garden.The chef's kitchen has granite countertops, a generous 6 seat center island, a cooking fireplace & skylit seating area, which flows to the tranquil stone patio for outdoor dining, BBQ.1st FL primary suite with sitting room and en suite bath. Plus lower level office 300 Sq ft, 2 car garage, AC, generator, gas heat, irrigation. Seller to install new 3 BED septic & new 2nd FL heating/AC system.. 2026 Frost Fish Crk Restoration project for tidal flow in progress.

41 Court St, Chatham

Listing courtesy of Listing Agent: The Nickerson Power Group from Listing Office: Compass.
126 Route 28, Harwich
$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.
78 Indian Trail, Chatham
$2,800,000
3 Beds ⋅ 2 Baths ⋅ 73457238 MLS
Professional photos coming soon! Just moments from Hardings Beach, this inviting three-bedroom, two-bath home offers the perfect coastal getaway. Enjoy the benefits of a sought-after association featuring a dock, kayak storage, and a lovely picnic area overlooking the water. Take in spectacular water views and unforgettable sunsets, with private stairs leading down to the water’s edge of Bucks Creek for easy access and serene enjoyment. Inside, the home is a pleasure to show, highlighted by a wonderful sunroom that captures the light and scenery year-round. A rare opportunity to enjoy Chatham living at its best. An abutting property, 92 Indian Trail, is available for $3,200,000.

78 Indian Trail, Chatham

Listing courtesy of Listing Agent: Judith Smith from Listing Office: John C. Ricotta & Associates, Inc..
92 Indian Trail, Chatham
$3,200,000
3 Beds ⋅ 3 Baths ⋅ 73457239 MLS
Professional photos coming soon! Discover the perfect coastal retreat on Bucks Creek, where sweeping water views and breathtaking sunsets set the backdrop for everyday living.This beautifully maintained home offers 3 bedrooms, 3 baths, and a dedicated office, providing flexible space for both relaxation and productivity. Located just moments from Hardings Beach, the property enjoys a coveted setting within a friendly association that features an association dock on Bucks Creek, complete with kayak storage and a picnic area—ideal for effortless days on the water. The home is enhanced by EV charging station and owned solar, offering exceptional energy efficiency and savings. Thoughtfully designed, light-filled, and meticulously cared for, it is truly a delight to show. Come experience the charm, serenity, and coastal lifestyle this Bucks Creek gem has to offer. An abutting property, 78 Indian Trail, is availbale for sale at $2,800,000.

92 Indian Trail, Chatham

Listing courtesy of Listing Agent: Judith Smith from Listing Office: John C. Ricotta & Associates, Inc..
40 Point Rd, Falmouth
$7,150,000
5 Beds ⋅ 6 Baths ⋅ 73442362 MLS
At the tip of a private peninsula, this exceptional Cape Cod estate embodies the essence of elegant coastal living. Set on 1.07 acres with sweeping views of Buzzards Bay, the residence combines timeless architecture, refined craftsmanship, and every amenity for a luxurious seaside lifestyle. Built by renowned Osterville builder Polhemus Savery, the home offers five en suite bedrooms, including a first-floor primary suite and three additional bedrooms upstairs, plus a separate guest or nanny suite above the garage—ideal for extended stays. A comfortable second-floor family room provides a casual space for gathering.The light-filled, south-facing living areas are designed to capture the beauty of Buzzards Bay. With roughly 250 feet of water frontage it is ideal for swimming, launching paddle boards and kayaks. Not to be missed!

40 Point Rd, Falmouth

Listing courtesy of Listing Agent: Kerrie Marzot from Listing Office: Sotheby's International Realty.
50 Rivers Edge Rd, Falmouth
$2,300,000
3 Beds ⋅ 3 Baths ⋅ 73433217 MLS
A contemporary masterpiece of industrial elegance, this custom-built residence envelops you in warmth, sophistication, and effortless comfort. A true Architectural Gem on the Child's River, it offers direct water access to Waquoit Bay and a coveted lifestyle within the exclusive River's Edge Association. Designed for refined living, the flowing open floor plan blends striking modern design with low-maintenance luxury. Walls of custom windows frame serene natural vistas, while natural light transitions throughout. Enjoy association amenities including two private boat docks, tennis/pickleball courts. Indulge, relax and unwind in your private hot tub or stroll the scenic path to the river's edge. Every finish reflects meticulous craftsmanship and timeless elegance. Completed in 2022, this 3-bed, 3-bath home offers 2,500 sq ft of light-filled living space, blending industrial and contemporary aesthetics with energy efficiency. Chefs kitchen, oversized 2 garage and EV ready and more.

50 Rivers Edge Rd, Falmouth

Listing courtesy of Listing Agent: Cheryl Ferrara from Listing Office: Sotheby's International Realty.
4390 Main, Barnstable
$3,398,900
5 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 5 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.
65 Harmes Way, Eastham
$2,250,000
4 Beds ⋅ 2 Baths ⋅ 73423072 MLS
Experience the ultimate Cape Cod summer, where every day begins with breathtaking Bay views and ends with spectacular sunsets painting the sky. This stunning 4-bedroom beachfront retreat is summer living at its absolute finest. Completely renovated in 2025, it showcases beautiful craftsmanship, panoramic vistas from every room, and top-of-the-line Viking appliances. With a proven rental history and a loyal base of returning guests, this property truly has it all, whether you're seeking a smart investment or the summer sanctuary you've always dreamed of.

65 Harmes Way, Eastham

Listing courtesy of Listing Agent: The Eva Scott Group from Listing Office: Gibson Sotheby's International Realty.
14 Indian Trail, Barnstable
$9,850,000
5 Beds ⋅ 5 Baths ⋅ 73395925 MLS
Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of coastal legacy. This waterfront estate offers 1.78 acres of private grounds, a beautifully preserved five-bedroom residence, and a substantial deep-water dock with direct access to Nantucket Sound—accommodating six or more vessels with ease. Inside, the home exudes understated charm with a seamless connection to outdoor living—screened porch, expansive deck, and water views from most rooms. A welcoming main-level primary suite with adjoining study anchors the floor plan, while the heart of the home features a stone fireplace, an open-concept kitchen, and a screened porch that opens to an expansive deck—perfect for entertaining or quiet reflection. Upstairs, guest bedrooms are enhanced by gracious proportions and stunning vistas. With additional buildable parcels from the same legacy estate also available, this is a rare opportunity to establish a private compound in one of New England's most exclusive waterfront enclaves. A sanctuary of coastal beauty and historic significance, all within the beloved village of Osterville - home to world-class golf, protected waters, and the timeless allure of Cape Cod. 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.

14 Indian Trail, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
645 S Orleans, Orleans
$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: .
501 Eel River Rd, Barnstable
$8,950,000
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: .

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

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