Osterville Homes with Cape Style

Welcome to Osterville, a picturesque village nestled in the heart of Barnstable, Massachusetts. Known for its charming coastal charm and rich history, Osterville is a haven for those seeking a tranquil lifestyle surrounded by natural beauty. With its stunning beaches, quaint shops, and delectable dining options, this vibrant community offers a perfect blend of relaxation and recreation.

Osterville boasts an array of Cape-style homes that reflect the region's classic New England architecture. These homes are characterized by their steep roofs, dormer windows, and inviting front porches, exuding a timeless appeal that captures the essence of coastal living. Many of these residences are surrounded by lush gardens and mature trees, creating an idyllic setting for families and retirees alike.

Living in Osterville means you’re never far from the water. Residents enjoy easy access to beautiful beaches such as Dowses Beach and Osterville Bay, perfect for swimming, sailing, and soaking up the sun. The village also features a vibrant arts scene, with local galleries and cultural events that celebrate the area's heritage.

For those who appreciate outdoor activities, Osterville offers plenty of options, from scenic walking trails to golf courses that cater to all skill levels. The community is also known for its friendly atmosphere, making it easy to connect with neighbors and create lasting friendships.

If you’re searching for a serene escape with a touch of elegance, Osterville's Cape-style homes provide the ideal backdrop for a fulfilling life by the sea. Explore this enchanting village and discover the charm that awaits you in Osterville, MA.

Newest Osterville Homes with Cape Style

$3,390,000

3 Beds ⋅ 5 Baths ⋅ 73592048 MLS

Set within Osterville's coveted Seapuit neighborhood, this magnificent home combines architectural pedigree with exceptional quality and craftsmanship on a sprawling two acres of park-like grounds. Upon approach, stone entry pillars give way to a winding driveway lined with mature trees and plantings that create total privacy as the residence comes into view. Designed by renowned architect Doreve Nicholaeff and built by Sylvia & Sylvia, the home showcases meticulous attention to detail from the moment one enters the impressive foyer, with its soaring ceilings and an elegant curved staircase. Thoughtfully proportioned living spaces cater to both casual living and grand entertaining, while a state-of-the-art Savant home automation system ensures the utmost comfort and convenience. Oversized windows and French doors line the back of the home, allowing natural light to pour in throughout while providing a seamless connection to a covered wooden deck. The first-floor primary suite encompasses an entire wing of the home with a sumptuous bathroom, two walk-in closets, and direct access to the outdoors.On the second level, two en suite bedrooms enjoy access to a spacious deck overlooking the scenic grounds, offering well-appointed accommodations for all. The finished lower level provides flexible recreational space, configured as a media room and home gym, complete with a full bath. Additional highlights include an attached two-car garage and a four-bedroom septic system. Located minutes from everything Osterville has to offer, this extraordinary estate home is ready to be enjoyed.

140 Seapuit Road, Barnstable

$15,850,000

8 Beds ⋅ 9 Baths ⋅ 73585729 MLS

Set on 2.35 beautifully landscaped acres along Eel River, this exceptional Osterville waterfront estate enjoys western exposure, sweeping water views, and a substantial deep-water dock with direct access to Nantucket Sound. The setting is defined by an extraordinary combination of privacy, scale, and waterfront amenities, creating a rare sense of arrival and an exceptional connection to the water. The six-bedroom main residence offers approximately 7,000 square feet of living space, with a gracious floor plan designed to take full advantage of the setting. From the grand foyer, panoramic water views immediately draw the eye through the home and toward the expansive grounds and waterfront beyond. The main level offers generous living and entertaining spaces, while the second floor features a spacious primary suite with fireplace, walk-in closet, and private bath, along with five additional bedrooms. The lower level includes a recreation room, exercise room, and abundant storage, with an attached two-car garage. The waterfront grounds are the centerpiece of the property. An expansive pool, glass-enclosed pool house, and substantial deep-water dock create an exceptional setting for summer living, boating, and entertaining. The western exposure brings beautiful afternoon and evening light across the water, while the location provides direct access to Nantucket Sound. A separate two-bedroom carriage house with attached two-car garage and private patio provides comfortable accommodations for guests and extended family. Osterville Village, with its high-end shops and refined dining, is close at hand, as are the area’s renowned golf clubs. With its extraordinary acreage, western water views, deep-water access, pool, guest accommodations, and exceptional privacy, this is a waterfront estate of uncommon scale and presence. 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.

141 Eel River Rd, Barnstable

$2,825,000

4 Beds ⋅ 4 Baths ⋅ 73577150 MLS

Perfectly situated within a 5-minute drive of the beach, Main Street Osterville shopping and restaurants, and Route 28, which opens all of the Cape to exploration and fun, this gracious 4-bed, 4-bath home offers a peaceful retreat where timeless coastal charm meets effortless outdoor living. Set among mature trees and beautifully groomed landscaping, the wooded setting creates privacy and a sense of escape, while the inviting deck and three-season screened porch extend the living space into nature. Inside, glowing hardwood floors and abundant windows fill the home with warmth and natural light. Soaring ceilings and beautiful exposed beams add a sense of grandeur, while multiple fireplaces, framed by timeless brick and distinctive wood mantels, create cozy gathering spaces throughout. The expansive kitchen shines with polished granite countertops, bright white cabinetry, stainless steel appliances, including a double oven and gas range, blending beautifully with the home’s classic character.And every bathroom is truly amazing, with beautiful finishes and a polished, inviting feel. The extraordinary primary bedroom is a true sanctuary, with abundant windows creating an atmosphere that feels both grand and intimate. The spa-like primary bath features a dual vanity, separate garden tub, and beautiful finishes, offering a serene place to begin and end the day. Outside, a paver patio surrounds the sparkling swimming pool and outdoor BBQ, creating a private setting made for long sunny afternoons and evenings gathered with friends. Add to this the huge, partially finished basement and garage to provide abundant storage and flexibility. A home where sunlight, greenery, and Cape Cod ease come together beautifully. Come view today!

55 Seapuit Rd, Barnstable

$1,299,900

3 Beds ⋅ 3 Baths ⋅ 73571509 MLS

Set in desirable Osterville, 30 Deerfield Road is a beautifully reimagined three-bedroom, three-bath residence offering effortless coastal living just minutes from the beach. Recently transformed through a comprehensive interior and exterior renovation, the home blends timeless Cape Cod character with fresh, sophisticated finishes and modern comfort. The thoughtfully designed layout is highlighted by a desirable first-floor primary suite, complete with direct access to a private screened-in porch, an inviting retreat for morning coffee or relaxed summer evenings. At the heart of the home, an entirely new kitchen opens to the main living space, with a quartz-topped island and counter seating, an induction range, a beverage fridge, and an unlacquered brass faucet set at a window overlooking the yard. Generous open living and entertaining spaces flow seamlessly to the outdoors, where a spacious deck, paver patio, and classic outdoor shower create the perfect setting for life by the coast. Upstairs, two well-appointed bedrooms are joined by a versatile bonus room, ideal as a guest space or home office, along with a large full bath and a dedicated laundry room. An attached two-car garage and driveway provide ample parking, while the full walkout basement offers extra storage and the potential to be finished in the future for additional space. All of the major systems are new as well, including a natural gas Navien HydroAir boiler with on-demand tankless hot water, brand new central AC, plumbing, and updated 200-amp electrical. Exterior updates include a new asphalt roof, updated siding and trim, and select new windows and doors. With multiple indoor-outdoor living spaces, the home is equally suited for year-round living, weekend escapes, or memorable summers with family and friends. Ideally located just a few minutes from both Dowse's and Craigville beaches and within easy reach of Osterville Village, this turnkey property captures the relaxed elegance and lifestyle that make Cape Cod so special.

30 Deerfield Rd, Barnstable

$18,500,000

7 Beds ⋅ 11 Baths ⋅ 73563501 MLS

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

47 Sunset Point, Barnstable

$4,695,000

5 Beds ⋅ 7 Baths ⋅ 73542127 MLS

Welcome to the beautiful village of Osterville on Cape Cod located in the heart of town, close to many stores & restaurants & only 1 mile to Dowses Beach. This newly built home was custom designed by Barnstable Harbor Builders including many high end features such as: quartz counters, Thermador appliances, red oak HW floors & custom trim detail, beadboard ceilings, & crown molding. The home is positioned seamlessly on a large .52 acre lot with a spacious back yard, a brand new vinyl saltwater pool, outdoor shower, a screened in porch, large patio area, & an outdoor pool cabana w/ a bathroom. This home is perfect for those special summer nights on Cape Cod sitting by the pool and relaxing. Each bedroom includes it's own full bathroom including the 1st floor primary suite bedroom. A few other features added by the builder: a whole house generator, gas fireplace, irrigation system, & a 1-year builder warranty as well. Come see your dream home today before it's too late!

22 Scudder Road, Barnstable

$724,000

3 Beds ⋅ 2 Baths ⋅ 73534191 MLS

Welcome to this beautifully updated 3-bedroom, 2-bath Cape-style home in the coastal village of Osterville. Situated on a large corner lot in a neighborhood setting, this property is move-in ready and features a brand-new kitchen, new stainless appliances, backsplash and granite countertops. A fireplace living room for cool nights and a dining room with sliders to a spacious deck ideal for entertaining your guests. The first-floor bedroom and full bath provide convenient one-level living, while the walkout lower level offers potential for expansion, a home office, or recreation space and includes French doors leading to a lovely stone patio area. An attached one car garage adds storage and convenience. Enjoy beach days, boating, shopping, and dining in this vibrant coastal village. Whether you're seeking a year-round residence, vacation getaway, or Cape Cod retreat, this well-appointed home offers the best of Osterville living.

114 King Arthur Dr, Barnstable

$11,500,000

6 Beds ⋅ 8 Baths ⋅ 73531287 MLS

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

48 Starboard Lane, Barnstable

$6,500,000

3 Beds ⋅ 6 Baths ⋅ 73520995 MLS

Nestled along the sparkling shores of North Bay in the heart of Osterville, this exceptional Waterfront Estate delivers timeless beauty and relaxed elegance. Wake each morning to sweeping water views and ocean breezes, step onto your boat from the Substantial Dock. Featuring a Primary Suite and Guest Suite both on the 1st Floor, the residence is thoughtfully designed to blend coastal charm with modern comfort, with sun-filled living spaces, expansive windows, and seamless indoor-outdoor flow perfect for entertaining or quiet seaside relaxation. Waterfront Chef's Kitchen with Cathedral Ceiling, Living Rooms, Dens, separate living quarters complete with a Kitchen over the 3-Bay Garage. Step outside to your private waterfront oasis, where launching a kayak at sunrise, enjoying afternoon boating on North Bay, or taking sunset walks with the dog, every day feels like a vacation. Located just moments from Osterville Village's boutiques, restaurants, and marinas.

46 Great Bay Rd, Barnstable

81 Osterville-West Barnstable Rd, Barnstable

$1,595,000

3 Beds ⋅ 3 Baths ⋅ 73512219 MLS

This elegant Cape-style residence offers a refined retreat on a sprawling, wooded lot near Osterville Village and Dowses Beach. Defined by bright, voluminous spaces, the home features a stately pillared portico, stone walkways, and classic shingle siding. Inside, the center hall layout leads to a grand living room with a two-story wall of windows and a Palladian arch. This flows into the dining room and a kitchen equipped with granite countertops, a cooktop island, and a sunny breakfast nook. The adjacent family room features custom built-ins and a brick fireplace. The first-flow primary suite serves as a sanctuary with a walk-in closet and en suite bathroom. Upstairs, a mezzanine gallery overlooks the living area, leading to two spacious guest bedrooms. Outside, an expansive rear deck with a vine-covered pergola overlooks the private lawn and an ornamental pond, creating the perfect setting for relaxation. Located minutes from everything Osterville has to offer!

81 Osterville-West Barnstable Rd, 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

$829,000

3 Beds ⋅ 2 Baths ⋅ 73492454 MLS

South of Route 28 in Osterville village, this inviting property offers an outstanding opportunity to secure your place in one of the area’s most desirable locations. Just 1 mile from Main Street, enjoy easy access to restaurants, shops, beaches, and everyday conveniences that make village living so special. Inside, the home features a bright living room with vaulted ceilings, a first-floor bedroom and full bathroom, plus an attached one-car garage. The existing layout provides comfortable living space, making the property well suited for both year-round and seasonal ownership. Outside, you’ll find a fully fenced backyard and a spacious deck. The property is included in the town sewer expansion, with connection anticipated around 2028 following completion of construction. Access to town sewer is a valuable benefit, offering added peace of mind and flexibility for future renovation or expansion.

5 Briar Patch Rd, Barnstable

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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.

Osterville Homes with Cape Style

Newest Osterville Homes with Cape Style

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