Osterville Homes with Beach Ownership(Public) Waterfront Features

Welcome to Osterville, a picturesque village nestled within the town of Barnstable, Massachusetts, where coastal charm meets timeless elegance. Known for its stunning waterfront views and serene atmosphere, Osterville is a hidden gem on Cape Cod that offers an exceptional lifestyle for those seeking both relaxation and adventure.

Osterville boasts a rich history and a vibrant community, making it a perfect place to call home. With its quaint shops, delightful restaurants, and local art galleries, the village is alive with character and charm. The stunning beaches, such as Dowses Beach and Osterville Bay, provide residents with ample opportunities for sunbathing, swimming, and sailing. Beach ownership here is a coveted feature, granting residents access to pristine stretches of sand and tranquil waters, perfect for a day of family fun or a peaceful evening stroll.

Homes in Osterville often feature breathtaking waterfront views and are designed to embrace the coastal lifestyle. Imagine waking up to the sound of gentle waves and the sight of boats gliding across the horizon. Many properties boast private docks, allowing for easy access to the ocean, while others offer expansive decks and patios perfect for entertaining or simply enjoying the beautiful sunsets.

In Osterville, you’re not just buying a home; you’re investing in a lifestyle that celebrates the beauty of nature and the warmth of community. Whether you’re looking for a year-round residence or a seasonal retreat, Osterville invites you to experience the best of Cape Cod living. Discover your dream home in this enchanting village today!

Newest Osterville Homes with Beach Ownership(Public) Waterfront Features

$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.

$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.

$599,900

2 Beds ⋅ 2 Baths ⋅ 73532078 MLS ⋅ ['Wianno Knoll'] BLDG.

Delightful first floor unit in sought after Osterville village location! Nestled in the heart of beautiful Osterville village and walking distance to Fancy's Market, Library, Church, Restaurants and Fabulous Boutique shops. Stroll to the resident only desirable Dowses beach too! This is a wonderful opportunity to live and enjoy one floor living where everything is at your fingertips......

727 Main Street Unit B1, Barnstable

Listing courtesy of Listing Agent: Gregory Nowak from Listing Office: Craigville Realty, Inc..

$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.

$689,000

2 Beds ⋅ 2 Baths ⋅ 73522563 MLS ⋅ ['Wianno Knoll'] BLDG.

Just in time for summer comes this bright, stylishly updated second-floor condo in a prime Osterville village setting. Thoughtfully renovated with wood floors and an open-concept floorplan, everything you need for effortless seaside living is here. The eat-in kitchen features stone countertops, stainless steel appliances, island and built-in banquette, with French doors opening to a charming Juliet balcony from which you can watch Osterville go by. Off the living areas are the spacious primary with ensuite bath, plus a large guest bedroom and second full bath. Brick fireplace, in-unit laundry closet , parking, plus ample storage. All these complete the easy living package. Seldom do Wianno Knoll residences become available: schedule your private showing today. Buyers and agents please verify all herein.

727 Main St Unit F3, Barnstable

Listing courtesy of Listing Agent: Debra Caney from Listing Office: Sotheby's International Realty.

$649,000

2 Beds ⋅ 2 Baths ⋅ 73513515 MLS

Incredible value at this new price in Osterville Heights! Move right into this sun-filled open-concept ranch with one-car garage and oversized shed, a private and spacious partially-fenced backyard with its park-like setting is perfect for adding a potential pool, enjoying outdoor games, barbecues, and relaxing with family and friends. New improvements include enhanced landscaping, fresh paint, Canadian white oak flooring throughout, three Rovsun mini-split A/C units, tile floors in both bathrooms, an Electrolux non-venting stackable washer/dryer in hallway full bath, vanity/toilet in second bedroom bath, and an electric heated fireplace in large bedroom. The full lower level as well as the generous backyard provides more options for additional living space. Perfectly suited as a year-round residence, vacation getaway or investment opportunity. Ideally located just minutes from Osterville Village, Dowses Beach, golf, boating, shopping, dining and many other premier local amenities!

55 Seth Goodspeed's Way, Barnstable

Listing courtesy of Listing Agent: Donna Christopher from Listing Office: Sotheby's International Realty.

$2,950,000

3 Beds ⋅ 3 Baths ⋅ 73513191 MLS

Located in the heart of Osterville - one of Cape Cod's most desirable seaside villages along Nantucket Sound - 12 Cockachoiset, known as the iconic ''Windmill House,'' offers a distinctive blend of coastal charm and architectural character. Recognized for its unique two-story windmill adorned with seaside murals, the home features a balcony with water views and serves as a memorable focal point of this special property. The main living spaces are designed for comfort and gathering, highlighted by a generous great room with a custom fireplace that opens to a covered patio and private side yard. A well-appointed kitchen adjoins the dining room, while the first floor also includes a bedroom with attached sitting room, laundry, and multiple inviting outdoor living areas. Upstairs, the primary suite is anchored by its own fireplace, private bath, and walk-in closet. An additional sitting room with balcony access and a third bedroom complete the second level, offering flexible space for guests and relaxation. Ideally located just moments from Osterville Village, this property enjoys close proximity to boutiques, dining, and nearby beaches, while also being near some of the area's most renowned marinas, including Nauticus Marina, Crosby Yacht Yard, and Oyster Harbors Marine - offering convenient access to premier boating and waterfront amenities. The adjacent property at 30 Cockachoiset Lane is also available for sale (MLS 22601972). Together, the properties offer a rare opportunity to create a side-by-side coastal compound, with a demonstrated history of significantly strong, high-value rentals and private gatherings. 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.

12 Cockachoiset Lane, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

$1,850,000

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: .

$1,695,000

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.

$1,500,000

3 Beds ⋅ 2 Baths ⋅ 73504595 MLS

A mid-19th-century Greek Revival, believed to be the birthplace of Captain William Bradford Parker and later home to Samuel Hallett — both tied to Osterville's historic maritime corridor along Main Street. The property reflects the success of maritime captains - there's a reason Osterville was once described as "a place where retired sea captains can live like gentlemen." You feel that here. The primary bedroom has been expanded to include a quiet alcove with a gas stove, an easy place to settle in on cooler days. The yard comes alive in season with mature plantings and a sense that it's been thoughtfully cared for. And it has — by the same owners since 1989. A short walk to quaint Osterville village, and a short drive to Dowses Beach and Joshua Pond for summer fun. Newer windows, original wide pine floors, 2 gas fireplaces, updated electrical, and a new gas heating system are already in place.A history worth inheriting and the charm from a more gracious era. This one needs to be seen.

955 Main Street, Barnstable

Listing courtesy of Listing Agent: Karen D. Lilly from Listing Office: Property Cape Cod.

Start Your Search

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.