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218 W Main St, Barnstable
$1,600,000
73433887 MLS
Now available: ±8,904 SF professional office building on a 1-acre lot in a high-visibility location on West Main Street. Zoned RB/HB, this three-level property offers flexibility for a range of business uses or redevelopment. Municipal utilities, a strong commercial corridor, and proximity to major Cape Cod routes make this a prime choice for owner-users or savvy investors looking for long-term upside.

218 W Main St, Barnstable

Listing courtesy of Listing Agent: Kevin A. Pepe from Listing Office: Commercial Realty Advisors, Inc..
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: .
440 Grand Island Dr, Barnstable
$7,250,000
7 Beds ⋅ 11 Baths ⋅ 73383981 MLS
Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning two-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. A gracious covered front porch welcomes you into a dramatic foyer, setting the tone for the refined interiors that follow. The main living spaces unfold in a thoughtfully designed layout that flows from formal living and family rooms to an elegant dining area with each space inviting connection, comfort, and celebration. At the heart of the home, the chef's kitchen is both striking and functional, anchored by dual oversized islands clad in premium granite, and accompanied by a fireside sitting room that beckons lingering conversation. Adjacent, the spectacular sunroom redefines indoor-outdoor living with a custom crafted bar and casual seating area at one end and a full second kitchen with custom built-in grill and dining area at the other, all enclosed by retractable screens for effortless seasonal enjoyment. Tucked away on the main level, the primary suite offers a private sanctuary, with its own fireplace, luxurious spa-like bath, and refined home office. The comfort and sophistication continue on the second level with four generously proportioned en-suite bedrooms and an inviting sitting room. Designed for comfort and connection, the finished lower level offers a wine cellar, media room, game room, and fitness space. This lavish interior flows effortlessly to an equally impressive exterior, where lush landscaping surrounds a resort-style pool framed by expansive lounging areas-perfect for everything from quiet afternoons to grand entertaining. Completing this offering is a beautiful two-bedroom guest house providing privacy and comfort for visiting guests. Set within a prestigious gated enclave with coveted beach and dock rights, this remarkable estate is the perfect fusion of architectural sophistication and everyday warmth - an extraordinary offering in one of Cape Cod's most prestigious settings. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

440 Grand Island Dr, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
30 Indian Trail, Barnstable
$3,250,000
73379754 MLS
A premier opportunity to build in the exclusive gated community of Oyster Harbors, set in the heart of coveted Osterville on Cape Cod's southern shore. This sprawling 2.45-acre level, wooded parcel offers a serene and private setting—an ideal canvas to craft the ultimate estate complete with a main home, guest house, pool, and pool house. Adjoining properties are also available, presenting an exceptional opportunity for a larger, private estate. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

30 Indian Trail, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
Lot 289 Seapuit River Road B, Barnstable
$3,000,000
73379752 MLS
A wonderful opportunity to build in a premier location within Oyster Harbors, a private gated golf community on Cape Cod's southern shore. Set in the desirable village of Osterville—home to some of the Cape's most prestigious estates—this 2.08-acre level, wooded lot offers the perfect backdrop for creating an exclusive and private retreat. For those seeking expanded grounds or multi-generational living, additional neighboring parcels are also available. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

Lot 289 Seapuit River Road B, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
Lot 290 0 Indian Trail, Barnstable
$3,125,000
73379753 MLS
Nestled within one of Cape Cod's most exclusive enclaves, this 2.01-acre parcel offers a rare chance to build in the coveted gated community of Oyster Harbors. Located in the village of Osterville, home to some of the region's most distinguished estates, this expansive lot offers an ideal canvas for creating your dream Cape retreat. Additional neighboring parcels offer the opportunity to expand your footprint within this exclusive enclave. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

Lot 290 0 Indian Trail, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
Lot 288 Seapuit River Rd A, Barnstable
$3,100,000
73379751 MLS
Located in the heart of Oyster Harbors - Cape Cod's premier golf community - this 2.3-acre lot presents an outstanding opportunity to create a legacy estate. Set within the highly sought after village of Osterville, known for its timeless charm and distinguished properties, this expansive parcel offers ample space to design a custom estate with room for a main house, guest, house, pool and pool house. For those seeking additional space or compound potential, abutting parcels may also be acquired. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

Lot 288 Seapuit River Rd A, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
35 Pleasant, Barnstable
$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..
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 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.

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