Nestled south of Route 28, this charming Osterville ranch offers a perfect blend of classic Cape Cod character & modern comfort. A private front patio welcomes you, providing an ideal spot for a pair of Adirondack chairs. The interior has been thoughtfully reimagined for contemporary living w/ a bright, open-concept layout. Cathedral ceilings, a skylight & sliders leading to a deck create a sun-drenched dining area and an inviting atmosphere. The kitchen features a central island that serves as a natural gathering spot before transitioning into the living room. Anchored by a fireplace, this central living space feels remarkably open & airy. The home includes 2 bedrooms, featuring a primary en-suite with brand-new carpeting flowing throughout. The living space extends to a walkout basement, providing a versatile layout that easily adapts to your specific needs. This lower level opens to a private, level yard, ensuring this Osterville gem is ready for you & its next chapter to begin.
Location, lifestyle, and flexibility come together in this spacious Cape-style home offering 7 rooms, 3 bedrooms, and 2 full baths, currently utilized as a 4-bedroom home. Choose between a first- or second-floor primary bedroom to suit your needs. The flexible layout is ideal for guests, a home office, or multigenerational living. The large level backyard offers space for entertaining, gardening, or relaxing, while two driveways provide ample parking. Enjoy easy access to some of the area's most popular destinations. Dowses Beach and Craigville Beach are both just 10 minutes away, while Joshua's Pond is only a 7-minute walk or 2-minute drive, offering swimming, kayaking, and paddleboarding. Osterville Village is just 3 minutes by car or a 20-minute walk, with charming shops, restaurants, cafés, and everyday conveniences. A wonderful opportunity to enjoy the Cape Cod lifestyle close to beaches, the village, and outdoor recreation.
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.
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!
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!
Discover your dream coastal retreat in the highly desirable Osterville/Barnstable area of Cape Cod. This stunning home features 3 bedrooms, 2.5 bathrooms, and a spacious layout designed for comfortable living and entertaining. Main level showcases beautiful hardwood flooring, abundant natural light, and a welcoming living room with soaring cathedral ceilings. Spiral staircase leads to the second-floor loft space, along with a second full bathroom and another room/den. Three bedrooms are conveniently located on the first floor, including the primary bedroom with an attached half bath. Full bathroom with tub/shower completes the main level. Outside, enjoy a private wooded yard, outdoor shower, attached garage, and additional parking in the paved driveway. In Barnstable, minutes from beaches, marinas, golf courses, Hyannis shopping and dining, Route 6, Cape Cod Gateway Airport, Dowses Beach, and all the coastal charm that makes Cape Cod one of the most sought-after destinations.
Offered for the first time in twenty-five years, this spacious two bedroom, two and one half bath condo at Fairways in Osterville village is perfect for summer or year-round living. The condo abuts the Wianno Golf course and offers three floors of living including basement storage and a detached one car garage.. The second floor includes a light-filled living room lined with windows,a gas fireplace, a screened porch with views of the 5th hole of Wianno Golf course, a large, bright dining room, kitchen,and a half bath with laundry. The third floor offers a spacious prmary bedroom with high ceiling, a private balcony with views and and an ensuite-bath. Stairs lead to a lovely office loft area facing the golf course. A second bedroom has a tray ceiling, full bath and closet. The condo is ideally located close to the village with restaurants, shops, marinas, library, churches and Dowses Beach.This is a wonderful opportunity to live and entertain close to the action of Osterville.
Courtesy: C. Case Realty, LLC
508-868-2105
Welcome to this 3 bedroom, 2 bath Cape-style home in the coastal village of Osterville, situated on a corner lot in a neighborhood setting. This property features new kitchen cabinets, new stainless appliances, backsplash and quartz countertops. A fireplace living room to enjoy on cool nights and a dining room with sliders to a spacious deck with a gas hookup for grilling, ideal for entertaining your guests. The first-floor primary bedroom and bath provide convenient one-level living, while the walkout lower level offers excellent potential for expansion, a home office or recreation space and includes French doors leading to a brick patio. An attached one-car garage adds storage and convenience. Enjoy the beach, 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.
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......
Welcome to 7 Bonnie Briar Lane in beautiful Osterville — a charming opportunity tucked within one of Cape Cod’s most sought-after neighborhoods. This inviting 3-bedroom home offers 1,144 square feet of comfortable living space, blending easy coastal living with everyday functionality. Ideally located just moments from pristine beaches, the village center, and local marinas, this property is perfect as a year-round residence or the ideal Cape escape.
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.
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.
Courtesy: Kinlin Grover Compass
508-362-2120
Nestled within the prestigious enclave of Seapuit, this architectural masterpiece represents a rare synergy of design and craftsmanship spanning over 5,000SF of meticulously curated space. A collaboration between renowned architect Doreve Nicholaeff & the master builders at Sylvia & Sylvia, the residence is an exercise in sophisticated coastal living. The home is set on a two-acre private oasis, featuring manicured grounds in a serene courtyard setting designed by the acclaimed David Hawk. The main level is anchored by a sumptuous primary suite boasting a state-of-the-art bathroom, a dedicated dressing room, and dual walk-in closets. Upstairs, two additional private suites offer refined accommodations for guests or family & the newly finished lower level extends the living space even further. Modern luxury is seamlessly integrated through a recently installed, whole-home Savant automation system, giving you effortless control over climate, lighting, and entertainment at the touch of a button. The heart of Osterville Village & the sands of Dowses Beach are just a few minutes away. This is more than a home; it's a legacy estate offering a lifestyle of unmatched privacy & convenience.
Presenting a rare and extraordinary opportunity on exclusive West Bay. This exquisite waterfront estate features a four-bedroom main residence designed by Hutker Architects to showcase sweeping water views amidst inimitable quality and craftsmanship. Designed as a generational compound, the estate includes a three-bedroom guest house, a swimming pool, sandy beach, an outhaul mooring, and a dock for non-motorized crafts. Throughout the main living space, oversized windows frame breathtaking water views, while understated elegance defines the interiors, with beamed ceilings, wainscoting, and a double-sided stone fireplace. The chef's kitchen features professional-grade appliances, a breakfast bar, and pantry. The first-floor primary suite boasts a covered deck, a large walk-in closet, a private office, and a luxurious bathroom. Located on coveted Eel River Road, this magnificent estate is minutes from Wianno, Oyster Harbors, and the boutique shops and restaurants on Main Street.
Light, bright and located in a quiet neighborhood close to beaches and all that Osterville has to offer is this sparkling ranch. You will love the cathedral ceilings, hardwood floors and open floor plan. The primary is spacious with a great private bath. The lower level is completely finished with three rooms and a full bath. Perfect for overflow, an exercise room and a family room. This house is ideal for entertaining both inside and out with a spacious deck and private back yard. Don't miss this great house that is ready to go! Glare care on all windows. Buyer is encouraged to verify measurements as they are approximate.
Prime location on one of Cape Cod's most coveted roads, East Bay Road in Osterville. This beautiful home is rich with character, having been repurposed from a large carriage house. It boasts history and classic Cape Cod charm. Enter the home through the large living room and move into the kitchen equipped with a bright sunroom off to the right. An old horse stable has been fashioned into an office space that is located to the left of the kitchen, with an adjacent first-floor full bathroom. Upstairs are 4 bedrooms, two are en-suites. Downstairs a finished basement provides more living space and a laundry room and full bath. Outside, a detached 2-car garage provides space for your vehicles and a shed for storage. A beautiful fenced in side yard is ideal for summer gatherings, games or just relaxing. There is also an outdoor area out back for grilling and dining, as well as an outdoor shower, perfect after a day spent at the beach.
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.
Courtesy: Today Real Estate
508-888-8008
Well-maintained 2 bedroom, 1.5 bath ranch with a 1-car garage set on approximately .62 acres. Comfortable one-floor living with a practical layout, spacious yard, and plenty of room to enjoy the outdoors. Whether you're starting out, downsizing, or just looking for an easy-to-maintain home with some land, this property is worth a look. Convenient location with solid upkeep inside and out.
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.
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.
Nice New Price! Move right into this sweet sun-filled open-concept ranch with one-car garage and oversized shed in desirable Osterville Heights! The 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.
Located in the heart of Osterville, one of Cape Cod’s most sought-after seaside villages along Nantucket Sound, 12 Cockachoiset - known as the iconic “Windmill House” - blends coastal charm with distinctive architectural character. Recognized for its two-story windmill adorned with seaside murals, the home features water views from a private balcony and inviting indoor-outdoor living spaces throughout. The generous great room with custom fireplace opens to a covered patio and private yard, while the kitchen and dining areas are designed for comfortable gathering. The first floor also includes a bedroom suite with sitting room and laundry. Upstairs, the primary suite offers a fireplace, private bath, walk-in closet, and balcony access, alongside an additional bedroom and sitting room. Just moments from Osterville Village, beaches, boutiques, dining, and premier marinas. Adjacent property at 30 Cockachoiset Lane is also available for sale.
Defined by sweeping water views, expansive grounds, and exceptional outdoor living spaces, 30 Cockachoiset (“Dillon House”) offers a welcoming coastal retreat designed for gathering and entertaining. The open-concept main level features a well-equipped kitchen flowing into a sun-filled breakfast nook and sitting area surrounded by walls of windows overlooking the water. Additional highlights include a living room with fireplace, formal dining room with custom built-ins, screened sunroom, and a first-floor primary suite with fireplace, water views, walk-in closet, and spacious bath. Upstairs are three bedrooms, multiple decks with water vistas, and a third-floor bonus room for additional living or guests. A private family room with fireplace and full bath above the primary suite provides ideal guest accommodations. Moments from Osterville Village, beaches, waterfront dining, and premier marinas. Adjacent property at 12 Cockachoiset Lane is also for sale.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Defined by its water views, generous grounds, and multiple outdoor living spaces, 30 Cockachoiset (''Dillon House'') offers a welcoming coastal retreat designed for gathering, entertaining, and enjoying life by the water. The main level is thoughtfully designed with an open floor plan anchored by a well-equipped kitchen that flows seamlessly into a sun-filled breakfast nook and sitting area, framed by walls of windows overlooking the water. Additional highlights include a living room with fireplace, formal dining room with custom built-ins, and a screened sunroom that invites indoor-outdoor living. The first-floor primary suite offers a private retreat with its own fireplace, water views, walk-in closet, and a spacious bath. Upstairs, three bedrooms and multiple decks capture water vistas, while a third-floor bonus room provides flexible space for additional living or guests. A separate family room with fireplace and full bath, privately situated above the primary suite, offers an ideal accommodation for extended family or visitors. Ideally situated alongside some of Osterville's premier boating facilities-including Nauticus Marina, Crosby Yacht Yard, and Oyster Harbors Marine-this location is particularly appealing for boating enthusiasts, offering convenient access to full-service docking and care. Just moments from Osterville Village, beaches, and waterfront dining, the property captures the essence of Cape Cod living in a highly sought-after setting. Also available for sale is the abutting property at 12 Cockachoiset Lane (MLS 22601973), presenting a unique opportunity to establish a flexible coastal compound, with a proven track record of premium weekly rentals and hosting memorable private events.
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!
Osterville is located in Massachusetts. Osterville 02655 is more family-centric than the surrounding county with 22.82% of the households containing married families with children. The county average for households married with children is 19.97%.
