Osterville Homes for Sale

Osterville Homes for Sale

Welcome to Osterville, a delightful village nestled within the charming town of Barnstable, Massachusetts. Renowned for its picturesque landscapes and coastal allure, Osterville offers a unique blend of small-town charm and upscale living. This idyllic community is perfectly situated on Cape Cod, providing residents with easy access to stunning beaches, vibrant marinas, and a plethora of outdoor activities.

As you explore Osterville, you'll discover a rich history that dates back to the 17th century, evident in its quaint streets lined with historic homes and local boutiques. The village boasts a warm, welcoming atmosphere, making it an ideal place to raise a family, retire, or simply enjoy a serene lifestyle. Nature enthusiasts will appreciate the nearby Dowses Beach, where you can soak up the sun, take leisurely strolls, or indulge in water sports.

For those looking to make Osterville their home, the real estate market offers a variety of options that cater to diverse tastes and budgets. From charming Cape Cod cottages to luxurious waterfront estates, there is a home for every lifestyle. The properties for sale in Osterville not only showcase exquisite architecture but also provide breathtaking views and access to the vibrant community that surrounds them.

Whether you're seeking a peaceful retreat or a lively neighborhood, Osterville has something to offer everyone. With its stunning scenery, rich history, and a strong sense of community, Osterville is truly a hidden gem on Cape Cod. Explore our listings today and discover your dream home in this enchanting village!

Newest Osterville Homes for Sale

$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: .
$1,195,000
2 Beds ⋅ 2 Baths ⋅ 73551581 MLS
Beautifully situated on 0.51 private wooded acres, this peaceful ranch-style 2-bed, 2-bath, 1,418 sq ft home (with an additional 732 sqft of finished basement) blends quiet retreat with everyday convenience. Within a 10-minute walk of the village with shopping and restaurants, Joshua's Pond and beach, and parks, while less than a 10-minute drive from golfing and Dowses Beach. Inside, natural light pours through expansive windows and French doors, illuminating glowing hardwood floors, soaring ceilings, and exposed beams that lend warmth and character. The inviting kitchen features warm wood cabinetry, while spacious bedrooms provide peaceful places to unwind. The newly finished lower level adds 732 sqft of versatile living space. New exterior trim enhances the home. Outside, the private wooded setting surrounds the expansive deck with peaceful views and gentle breezes, creating a secluded escape. A home where nature, light, and timeless charm come together effortlessly. Come view today!

5 Hinckley Circle, Barnstable

Listing courtesy of Listing Agent: Danny Griffin from Listing Office: Griffin Realty Group.
$749,900
3 Beds ⋅ 2 Baths ⋅ 73548407 MLS
Move-in ready and offered for the first time in generations, this charming one-level ranch is ideally located in the heart of Osterville Village. Just 1.5 miles to beautiful Dowses Beach, an 8-minute drive to sought-after Craigville Beach, and only 0.4 miles to the crystal-clear waters of Joshua Pond. This inviting “Cape Cod Escape” features 3 bedrooms and 1.5 baths, offering easy single-floor living. Recent updates include fresh interior paint, beautifully refinished hardwood floors with a fresh stain and polyurethane finish, and a brand-new kitchen floor, making this home ready for its next owner to enjoy from day one. Experience the best of Cape Cod living with charming village shops, restaurants, and coastal attractions just moments away.

84 Hinckley Cir, Barnstable

Listing courtesy of Listing Agent: Chelsea McLaughlin from Listing Office: RE/MAX Legacy.
$1,300,000
3 Beds ⋅ 4 Baths ⋅ 73546631 MLS
Offered for the first time! Radiating curb appeal, this home has been lovingly maintained by the same owners since it was built nearly 50 years ago. Set on a double lot, the landscaping shines in every season! Inside, the welcoming main entry leads to a spacious sitting room with bay window, opening into an elegant dining room. The bright kitchen features a skylight, peninsula and wet bar and opens into the living room with beamed ceilings, fireplace and built-in bookshelf. A highlight of the living space is a sun room with vaulted ceiling and window seat. A separate wing of the main floor has 2 bedrooms, an office and 2 full bathrooms. The main level is rounded out by a third full bathroom and laundry closet. Upstairs, there is a massive 3rd bedroom with full bathroom and its own office. All this in a private neighborhood minutes from Osterville Village. New central AC, Generator, irrigation, a shed, composite deck and two car garage.. come see why this home was worth holding on to

175 Hickory Hill Circle, Barnstable

Listing courtesy of Listing Agent: Michelle Curran from Listing Office: Coastal Real Estate Advisors, LLC.
$8,625,000
7 Beds ⋅ 8 Baths ⋅ 73543017 MLS
Legacy estate set prominently on one of the highest Osterville bluffs delivers classic waterfront expectations with a superior dock and substantial dynamic views from the Vineyard to Hyannisport. The grand yesteryear home constructed in 1920 conveys the qualities of that oceanfront era, with higher ceilings, multiple great rooms, and the character of hidden porches, exclusive balconies, and romantic patios. Curving stone walls, terraced rock feature gardens, and stone patios complement the entire grounds. Across the river from your 200 feet of waterfront is Long Beach, a pristine barrier stretch of powdery white sand and privacy. The dock enjoys some of the deepest water of any house on this stretch, allowing for multiple boats and other recreational craft. The quaint conclusion to this fairytale setting is a larger detached apartment over the garage. The square footage of 9,011, seven bedrooms and seven-and-a-half bathrooms speak for themselves. This treasure is waiting for you.

63 Main Street, Barnstable

Listing courtesy of Listing Agent: Christa Zevitas from Listing Office: .
$4,995,000
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.
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 73539620 MLS
Osterville Oasis! Tucked away at the end of a quiet, tree-lined lane, this beautifully renovated Cape-style home offers the perfect blend of classic charm with modern updates in highly desirable Oyster Hills West. The first floor features a spacious Primary Suite with a private bath, overlooking a lushly landscaped, private backyard. The inviting Living Room showcases custom built-ins and a striking Gas Fireplace, flowing seamlessly into a lovely Porch-an ideal spot to enjoy morning coffee while taking in the peaceful surroundings. The oversized dining area highlights upgraded Andersen windows installed throughout the home in 2019, bringing abundant natural light. A renovated Granite Kitchen, 1st-Floor Laundry, and Powder Room provide complete 1st-floor living potential. Upstairs, you'll find three generously sized Bedrooms, one including an En-Suite half Bath, plus an additional full Bathroom A partially finished Lower Level with two Cedar Closets offers valuable bonus space.Must see!

18 Calico Lane, Barnstable

Listing courtesy of Listing Agent: Chuck Tuttle from Listing Office: William Raveis R.E. & Home Services.
$764,000
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.
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 73531658 MLS
In Osterville, certain streets make the most of Village living. Starboard Lane, winding along the western shore of the Bumps River, is among the village’s most coveted addresses. Known for gracious homes with exceptional privacy on large parcels, the convenience to the heart of Osterville is a huge plus. 420 Starboard Lane captures the Village vibe wonderfully. Set on 1.68 acres, this four-bedroom 2,636 square foot residence offers an exceptional kitchen, generous gathering spaces, may recent updates, and the flexibility that make for easy coastal living. A detached two-car garage with unfinished space above presents intriguing possibilities for expansion. Private. Prestigious. Perfectly located. A rare chance to claim your place in one of Osterville’s most sought-after enclaves.Opportunity like this rarely lingers.Please verify all information contained herein.

420 Starboard Lane, Barnstable

Listing courtesy of Listing Agent: Jack Cotton from Listing Office: Sotheby's International Realty.
$11,950,000
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: .
$5,950,000
5 Beds ⋅ 8 Baths ⋅ 73525098 MLS
Overlooking the golf course within the coveted gated community of Oyster Harbors, this exceptional residence combines timeless design with modern comforts in a beautifully crafted coastal setting. The home is defined by generous proportions, abundant natural light, and refined architectural detail throughout. The kitchen is tailored for both everyday living and entertaining, offering high-end appliances, expansive stone countertops, and a custom mahogany butler's pantry that provides additional prep and serving space. A secluded primary suite enjoys its own dedicated wing on the first floor, complete with a luxurious bathroom, two walk-in closets, and French doors that open to a private patio overlooking the swimming pool and gardens. Outdoor amenities take full advantage of the serene setting, with covered porches and a Gunite pool with limestone surround, all positioned to capture views of the 14th fairway. Ownership includes deeded beach access and passenger dock rights.

179 Pineleigh Path, 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.
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