Osterville Homes with Cape Style

Osterville Homes with Cape Style

Welcome to Osterville, a charming village nestled in the heart of Barnstable, Massachusetts. Renowned for its picturesque landscapes and serene coastal atmosphere, Osterville is a hidden gem that offers an idyllic lifestyle for those seeking a blend of relaxation and community spirit. With its rich history and vibrant local culture, residents enjoy the best of both worlds—tranquil living just a stone's throw away from bustling Cape Cod attractions.

Osterville boasts a stunning array of Cape-style homes that perfectly capture the essence of New England architecture. Characterized by their symmetrical design, steep roofs, and dormer windows, these homes exude timeless charm and warmth. Many of these residences are adorned with beautiful gardens and are often situated on tree-lined streets, creating a welcoming environment for families and retirees alike. The Cape Cod style is not just about aesthetics; it embodies a lifestyle that emphasizes comfort and connection to nature.

Living in Osterville means being surrounded by pristine beaches, scenic marinas, and lush parks, making it an outdoor enthusiast’s paradise. Whether you enjoy sailing, fishing, or simply taking leisurely strolls along the shore, the region offers countless opportunities to embrace the coastal lifestyle. Additionally, the vibrant local community hosts various events throughout the year, fostering a strong sense of belonging among residents.

If you’re searching for a home that combines classic charm with a vibrant community, Osterville’s Cape-style homes are the perfect choice. Discover the beauty of this enchanting village and let it become your new sanctuary.

Newest Osterville Homes with Cape Style

$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

Listing courtesy of Listing Agent: Danny Griffin from Listing Office: Griffin Realty Group.
$1,485,000
3 Beds ⋅ 3 Baths ⋅ 73571845 MLS
Beautifully renovated, 23 & 27 Swift Avenue is a rare two-parcel Osterville offering totaling approximately 1.11 acres, moments from Osterville Village. The charming 3-bedroom residence sits on approximately .66 acre and is conveyed with an adjoining approximately .45-acre parcel, creating exceptional privacy and intriguing future potential. Recent improvements include a new roof and brand-new 4-bedroom septic system. Sun-filled interiors feature warm wood floors, classic Cape character and a beautifully appointed kitchen flowing to the dining and family areas. A first-floor primary suite with renovated bath, separate living room and powder room complete the main level, with two bedrooms and full bath upstairs. Outdoors, enjoy expansive lawns, mature landscaping, oversized spa, outdoor shower and stone fire pit. A detached 2-car garage offers temperature/humidity controls and epoxy flooring. Additional parcel offers future possibilities, subject to approvals.

23-27 Swift Ave, Barnstable

Listing courtesy of Listing Agent: Livia Freitas Monteforte from Listing Office: Compass.
$1,349,900
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

Listing courtesy of Listing Agent: Garrett Hogan from Listing Office: Garland Group, LLC.
$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

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$4,950,000
5 Beds ⋅ 8 Baths ⋅ 73556306 MLS
Representing the pinnacle of coastal elegance, this extraordinary estate on Little Island offers a rare opportunity for a generational compound in mint condition and an unsurpassed location. Finished to the highest standards, the property features a spectacular five-bedroom main residence, a swimming pool, a pool house with kitchenette and full bath, and a detached three-car garage with a home gym above. In the main residence, timeless and sophisticated design is on display throughout, with custom millwork, designer wallpaper, soaring vaulted ceilings, and a smart home system that governs doors, locks, and hardware with effortless ease. Superlative craftsmanship and finishes define every room, from the chef's kitchen with professional grade appliances to the exquisitely appointed first-floor primary suite featuring custom-designed closets and a luxurious bathroom with a jetted Grohe shower system. Four additional bedrooms, including a second-floor primary suite, ensure refined accommodations for family and guests, while a finished lower level provides flexible bonus space. Set amidst park-like grounds with manicured landscaping, the backyard features multiple gathering spaces, including an expansive poolside terrace with a summer kitchen and fire pit. The stunning pool house caters to resort-style living and offers endless possibilities. Meticulously appointed with no detail overlooked, additional highlights include a whole-home generator, state-of-the-art security, and Lutron smart lighting. Minutes from everything Osterville has to offer, this exceptional family compound is ready to be enjoyed.

313 Bridge Street, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$4,795,000
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

Listing courtesy of Listing Agent: The Quirk Group from Listing Office: Coldwell Banker Realty - Boston.
$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

Listing courtesy of Listing Agent: Christine Case from Listing Office: C. Case Realty, LLC.
$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

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$7,500,000
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

Listing courtesy of Listing Agent: Chuck Tuttle from Listing Office: William Raveis R.E. & Home Services.
$1,750,000
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

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$1,675,000
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.
$875,000
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

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