Barnstable County, MA Real Estate Search

Barnstable County, MA 5 Bedroom Homes for Sale

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Newest Barnstable County, MA 5 Bedroom Homes for Sale

205 Grand Ave, Falmouth
$2,400,000
5 Beds ⋅ 3 Baths ⋅ 73531991 MLS
A compelling opportunity to own in one of Falmouth’s most desirable coastal locations. Welcome to 205 Grand Avenue, where the best of Cape Cod living is right outside your door. Ideally positioned in sought-after Falmouth Heights, this distinctive property offers the location buyers dream about—close to the beach, harbor, restaurants, and all the energy of Falmouth’s vibrant seaside community. Enjoy morning walks along the shore, afternoons at the beach, and summer evenings taking in everything this iconic neighborhood has to offer. Whether envisioned as a year-round residence, Cape Cod retreat, or investment opportunity, 205 Grand Avenue offers exceptional versatility in a location that is increasingly difficult to replicate. Now offered at $2,400,000, this significant price adjustment creates a fresh opportunity for buyers who have been waiting for the right Falmouth Heights property. Come take another look—the value and possibilities may surprise you.

205 Grand Ave, Falmouth

Listing courtesy of Listing Agent: Annie Hart Cool from Listing Office: Sotheby's International Realty.
21 Mechanic Street, Provincetown
$2,249,000
5 Beds ⋅ 2 Baths ⋅ 73522164 MLS
Built in the mid-1800s and lovingly stewarded by the Cook family since 1945, this rare two-family home in Provincetown's sought-after West End is steeped in local history. Tucked away from the street's line of sight on all sides, it offers a rare combination of privacy and neighborhood rooftop views. Perched on a 6,000 sq ft lot, the home features two apartments, five bedrooms, and a spacious attic, with bay views from the second-floor unit and deck. The positioning of the house along one side of the lot allows for generous parking and a magnificent backyard full of possibilities. Moments away from everything the town has to offer. Property being sold as is.

21 Mechanic Street, Provincetown

Listing courtesy of Listing Agent: Iskren Georgiev from Listing Office: Gibson Sotheby's International Realty.
1331 Main St, Barnstable
$1,395,000
5 Beds ⋅ 2 Baths ⋅ 73507049 MLS
A classic example of one of Cotuit's "Mansard Ladies", located at 1331 Main St, across and just south of the Outlet from Loop Beach. Highly desirable village location, set on 1.25ac lot. Boasting 5BR, high ceilings, 2 fireplaces, wood floors, and spacious rooms, this home is full of character and is the perfect canvas for renovation and updating. Just steps to Loop beach and not much further south to Oregon Beach. The location is just as desirable as being the next steward of one of these Cotuit gems.

1331 Main St, Barnstable

Listing courtesy of Listing Agent: James E. Murphy from Listing Office: James E. Murphy.
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.
194 Center Street, Yarmouth
$1,800,000
5 Beds ⋅ 4 Baths ⋅ 73506899 MLS
Just moments from the quaint village of Yarmouth Port and beloved Gray’s Beach sits this timeless Circa 1850 Greek Revival home . Over time, it has been more than just a residence; it has been a place of gathering, of seasons changing, of stories unfolding within its walls. Set on approximately .82 acres, the residence offers over 4,000 square feet across three levels; host to 5 bedrooms and 3.5 baths, home office and a first floor primary. The six fireplaces, original clawfoot tubs, and beautifully preserved woodwork remain a part of the architectural soul of the home. Lovingly maintained and improved by the current stewards over the past 15 years, the home reflects a deep respect for its heritage while offering modern comforts. A large, character-rich barn stands as a nod to the property’s origins, while the gracious wrap-around porch invites relaxed coastal living. A rare opportunity to become a part of the story in one of Cape Cod's most cherished settings.

194 Center Street, Yarmouth

Listing courtesy of Listing Agent: Sheri Sibley from Listing Office: Engel & Volkers, South Shore.
5 High Ridge Road Extension, Truro
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 73498872 MLS
Stunning 5-bedroom Cape showcasing exceptional architectural detail and thoughtfully designed to maximize sweeping views of Cape Cod Bay and Provincetown in the distance. Located in Truro, one of the Outer Cape's most coveted and protected communities, the property sits minutes from both the Atlantic Ocean and Cape Cod Bay beaches. Set on over two beautifully landscaped acres, the property offers outstanding curb appeal with a circular driveway and professionally maintained grounds. The 2+ acre lot offers privacy, mature plantings, and room to expand, an increasingly rare find in an area where buildable land is nearly gone. At the heart of the home is an impressive living room featuring a floor-to-ceiling fireplace, cathedral ceiling, handsome built-ins, and hardwood floors. The first floor also includes a spacious eat-in kitchen, formal dining room, powder room, and a private primary suite with dual baths and walk-in closets.

5 High Ridge Road Extension, Truro

Listing courtesy of Listing Agent: Daneen Law from Listing Office: Gibson Sotheby's International Realty.
15 Windy Hill Way, Chatham
$5,850,000
5 Beds ⋅ 6 Baths ⋅ 73495151 MLS
This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous storage, and space for an 8-seat table by a picture window. The layout includes a family room with fireplace, living room with fireplace, and dining room. There is a finished basement with full bath adding flexibility and function. Upstairs are two ensuite bedrooms, plus three more bedrooms, two additional full baths and dedicated laundry room. You'll also find an office nook and access to a rooftop deck/widow's walk with water views. An attached two-car garage and deeded access to a quiet stretch of Stage Harbor Beach complete the home. Properties like this seldom come on the market.

15 Windy Hill Way, Chatham

Listing courtesy of Listing Agent: Timothy Bailey from Listing Office: John C. Ricotta & Associates, Inc..
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: .
67-69 Bakers Pond Rd, Orleans
$969,000
5 Beds ⋅ 4 Baths ⋅ 73483696 MLS
Welcome to this classic Cape-style home. The main residence offers 3,182 sq ft of flexible living space. The first floor includes a spacious primary en-suite bedroom, second bedroom, full bath with laundry, and bright kitchen, dining, and living areas ideal for everyday living and entertaining. Upstairs are two additional bedrooms and a shared full bath, providing plenty of room for family and guests. The walk-out lower level is perfect for a home office, recreation room, gym, or storage. In addition, there is a full 1-bedroom 468 sq ft apartment above the garage—perfect for overflow guests, extended family, or rental income. Move-in ready with opportunities to personalize and build equity, this home combines space, flexibility, and value in a sought-after location just around the bend from Bakers Pond. Lot 69 is combined with Lot 67. Buyers/agents to verify all information. Some photos virtually staged

67-69 Bakers Pond Rd, Orleans

Listing courtesy of Listing Agent: Kirsten Johnston from Listing Office: Gibson Sotheby's International Realty.
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.
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.
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: .
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