The median home value in Osterville, MA is $700,000.
The national median home value is $338,100.
The average price of homes sold in Osterville, MA is $700,000.
Osterville real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Osterville real estate agent to arrange a tour today!
Courtesy: Today Real Estate
508-398-0600
Osterville 3BR 2BA spacious ranch w/ 2Car garage. Move -in ready Dec 1st! Situated on a private cul-de-sac, almost a half acre of fenced-in yard. 2012 kitchen and bath reno still looks great! Open dining area with sliders to the deck perfect for summer grilling and relaxing. Back inside, you'll love the oversize living room with fireplace, built -in bookshelves and lovely hardwood floors (throughout most of the house!). Down the hall is a full size bath, followed by two good size bedrooms. At the opposite end of the house is the primary suite with it's own bath and shower. Downstairs you'll find an office with great natural light, an enclosed laundry room, and a huge playroom/game room/den. An enclosed storage area contains the new heating/hot water system and some extra space. Top this off with a massive 2 car garage and this place can't be beat! Most windows have been replaced as well. Don't wait! Move right in!
Courtesy: EXIT Cape Realty
508-499-2200
Picture Perfect Cape in Osterville!This well-maintained home is ready for new owners just in time for the holidays! With 3 bedrooms and 2 full baths, this property sits on over half an acre and features a full walkout basement, offering the potential to add another 750 sq ft of living space.Recent updates include a new septic system (2022), insulation (2022), furnace (2014) roof (2011), Pella windows throughout (2011) fence (2021), new slider in walkout (2021) freshly painted interior, renovated bathrooms (2024) , and new flooring throughout (2024). Enjoy the comfort of gas heat and updated lighting. The oversized deck overlooks a wooded lot, while the fenced yard includes a wood swing set and firepit--perfect for outdoor living!Tucked away on a private dead-end road, centrally located minutes to Hyannis, Mashpee commons and Osterville center. Come make Osterville home!
Courtesy: LandVest, Inc.
617-723-1800
Nestled just beyond the heart of Osterville village, this estate offers a family retreat like no other. Spanning 3.4 private acres, the home --recently spotlighted by The Wall Street Journal-- boasts over 8,000 sq.ft. of thoughtfully designed living space with fully updated systems in pristine condition. The outdoor amenities are unparalleled, featuring a pool with a charming pool house that offers two bedrooms and a kitchenette, a pickleball court, and a bocce court. Perfect for both intimate gatherings and grand-scale entertaining, the home's interior features two elegant living rooms, an inviting eat-in kitchen, and seamless access to the patio--complete with a hot tub for year-round relaxation. The main floor also hosts the luxurious primary suite, offering a serene retreat. Upstairs, four additional bedrooms and a recreation room provide endless options for family fun. The residence also caters to collectors with a discreetly located basement, accessible via a private outdoor drive-in entrance.
Courtesy: Sotheby's International Realty
508-428-9115
Surprise after delightful surprise unfolds in this pristine Osterville sanctuary, just steps from the Village center and one mile to Dowse's Beach. Enjoy inside/outside living at its best, as ample gathering and getaway spaces blend seamlessly in a cohesive coastal vibe. Sparkling pool with two cabana houses, expansive patios, stone pizza oven, outdoor fireplace and grill create distinct entertaining hubs. Relax on your covered porch or light-flooded 3-season room, pop to the beach or Village, and return home for a swim, outdoor shower and al fresco dinner. After winding down on the deck or by the living room fireplace, retire for the night anticipating another sublime casual seaside day. Buyers and agents please verify all herein.
Courtesy: Griffin Realty Group
508-420-8800
Discover the potential of this delightful two-bedroom, one-bath cottage nestled in the vibrant Osterville Village. With 560 square feet of cozy living space on a manageable 0.1-acre lot, this home invites your creativity and vision to transform it into your dream retreat. Enjoy the convenience of being just a short stroll away from an array of charming shops, restaurants, and the local library, making everyday life a breeze. For those who love the outdoors, Crosby Boatyard, Dowes Beach, and Wianno Golf Course are all just a quick drive away, offering endless opportunities for recreation and relaxation. Don't miss your chance to own a piece of Osterville--this cottage is brimming with possibilities and awaits your personal touch!
Courtesy: Kinlin Grover Compass
508-420-1130
Experience the epitome of coastal luxury on a sun-drenched day, where the shimmering water creates an enchanting ambiance. Nestled on over 2.3 acres along the prestigious Sea View Avenue, this extraordinary Osterville estate, built in 1929, is steeped in history and charm. Once cherished by the Crane Family, renowned for supplying the special paper for the U.S. dollar, this home has been lovingly enjoyed since its purchase in 2000. Step inside to discover breathtaking views of Nantucket Sound and 170 feet of pristine, sandy beach. The first floor features a spacious living area and a cozy den/dining room, both with wood-burning fireplaces. The kitchen, complete with a butler's pantry and bar area, leads to a mudroom providing additional storage. There is a first-floor bedroom option, half bathroom, and front to back sunroom with access to the serene Gunite pool equipped with a hot tub and pool house with full bathroom. The second floor offers five bedrooms, including two en-suites, and an additional two full bathrooms, providing plenty of space for family and guests. Additional highlights include wide pine floors throughout, detached carriage house with a finished room, walkout basement, and 7-bedroom septic system. Located just minutes from Osterville village, this iconic home represents a once-in-a-lifetime opportunity to own a piece of history and coastal elegance. Don't miss the chance to make this timeless estate your own.
Courtesy: Sotheby's International Realty
508-428-9115
''In its proper season, every door is unlocked, every window wide open.'' At 265 Sea View Avenue in Wianno, these words George Howe Colt beautifully captures, come to life. Indeed, this stunning shingled masterpiece greets you with over 200 feet of pristine shoreline along Nantucket Sound, inviting you to embrace the carefree spirit of summer.With shoes long forgotten, step off the covered porch and onto lush lawns, a sun-drenched seaside deck, and soft sands. The 4,200 square foot home boasts seven bedrooms, inviting gathering spaces and a gourmet kitchen where culinary memories await. Each window frames breathtaking views, creating a seamless connection to the impossibly blue sky above.Additionally, the property includes .82 acres across the way--ideal for a garage, guest house or whatever your imagination desires. With both parcels, you have the opportunity to create the perfect backdrop for cherished memories, celebrated milestones, and a rejuvenated spirit.265 Sea View Avenue is not just a home; it's the ultimate coastal escape. Contact us to arrange your private tour and discover the magic for yourself. Please verify all information provided.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Step into refined luxury with this exceptional water view residence featuring beautiful views of North Bay and nestled within the gated community of Oyster Harbors. Situated on an elevated 1.12-acre lot with mature, meticulously maintained landscaping, this exquisite home exudes curb appeal and features high-end renovations throughout. The heart of the home is the sophisticated kitchen, designed for both beauty and function, featuring a center island with a breakfast bar, custom built-in pantry shelving, and a stylish wet bar. Adjacent is the sunlit dining area that flows seamlessly into a magnificent family room, where cathedral ceilings soar above, and a gas fireplace warms the space. Expansive windows frame the serene water views of the Bay, bringing the outdoors in.The formal front-to-back living room, with its elegant gas fireplace and French doors opening to both the front and rear patios, offers the perfect retreat for relaxation or entertaining. A separate formal dining room overlooks the lushly landscaped backyard and inviting inground pool, creating an idyllic backdrop for intimate gatherings. The first-floor primary suite is a haven of comfort and convenience, complete with water views, a spacious walk-in closet and custom bathroom. Upstairs, three additional well-appointed bedrooms and a home office provide flexibility and luxurious living. Outside, indulge in the ever-changing water views of the Bay from the front patio or relax in the seclusion of the private backyard oasis, where a sparkling inground pool invites you to unwind. Completing this fabulous estate is a privately set guest house, offering a charming living room and kitchenette, bathed in natural light from the secluded patio. The guest house also features a first-floor bedroom with built-in bunk beds and a generously sized second-floor bedroom suite. Additional property features include a detached one-car garage, storage shed, a generator, and multiple seating areas designed to capture the beauty of the surrounding landscape. This classic estate combines ultimate privacy with the convenience of being just moments away from the village of Osterville, known for its pristine beaches, boutique shopping, and fine dining. 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.
Courtesy: Sotheby's International Realty
508-428-9115
''In its proper season, every door is unlocked, every window wide open. People, too, are more open in summer, moving through the house and each other's lives as freely as the wind. Their schools and offices are distant, their guard is down, their feet are bare,'' writes George Howe Colt. A more lovely door to be unlocked is nearly impossible to find than at 265 Sea View Avenue in Wianno, Osterville on Cape Cod. Open to the shores of Nantucket Sound, this shingled masterpiece offers a magnificent view splayed before you from over 200 feet of shoreline. With shoes a distant memory, step off the covered porch and, feel the lawn, the salt-smoothed seaside deck and finally, the sand. Look back at this 4,028 square foot home framed against an impossibly blue sky with seven bedrooms, multiple gathering areas and a kitchen as perfect for cooking up memories as cuisine, and know all is well in your world. An expansive seaside lawn offers endless possibilities for gatherings, games, tents or even a pool. There are memories to be made, milestones to celebrate, feelings and souls to restore from this ultimate coastal escape. Call to arrange an in-person visit. Please verify all information.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Located in the village of Osterville and set on an expansive and beautifully landscaped 2.4-acre lot, this stunning residence features over 8,000 square feet of meticulously crafted living space with rich details, modern comforts and extraordinary views. The grand interiors seamlessly blend with the exquisitely landscaped outdoor spaces, featuring an inground pool, hot tub, spacious pool house, and a substantial private deep-water dock.Upon entering the home, the grand foyer leads you into the magnificent great room with a two-story custom fireplace, where panoramic vistas of the water and breathtaking sunsets set the scene for unforgettable family gatherings as well as effortless entertaining. The generous floor plan also features a refined library, formal dining room, a gourmet kitchen with center island, custom cabinetry and top-of-the-line appliances and a state-of-the-art home theatre. The six ensuite bedrooms include a first-floor suite with French doors leading to the back yard and a lavish primary suite with a luxurious bathroom, two walk-in closets and a private deck overlooking the water. Enhanced with modern conveniences such as a Sonos whole-house sound system and a 9-zone Hydro air system, every detail has been carefully planned and implemented. Additional highlights include a private guest suite above the attached 3-car garage and a sprawling entertainment room with a balcony on the third level highlighted by western exposure to experience breathtaking sunsets. Located just minutes from the upscale boutiques and renowned dining of Osterville village, this extraordinary property offers a lifestyle of unparalleled elegance and tranquility by the sea. 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.
Courtesy: The Foley Company
508-685-8928
Welcome to this beautifully renovated 3- bedroom, 2-bathroom home that blends modern elegance with timeless comfort. The heart of the home is a stunning kitchen featuring a large, custom quartz island, perfect for meal prep, entertaining, and casual dining; new sleek cabinetry and glass doors that seamlessly open to a large patio- perfect for indoor- outdoor living and entertaining. The spacious, fenced-in level yard offers plenty of room for outdoor activities, gardening, the addition of a pool or expansion. Each of the bathrooms exude a spa-like ambiance, with high end fixtures and finishes that provide a luxurious retreat within your own home.Don't miss the opportunity to own this turnkey home where all the hard work has been done for you. Move in and start enjoying your dream home today!PLEASE SEE DOCUMENTS FOR DRAWINGS OF POSSIBLE EXPANSION
Courtesy: Frank A Sullivan Real Estate
508-428-4400
Picturesque cottage condo in the heart of Osterville Village! Offered for sale separately or together with attached unit 5A, this Aunt Tempy's unit was been meticulously renovated in 2021 to match its counterpart Unit 5A. Updates include: central AC, new flooring, Quartz countertops, stainless appliances, updated electrical, and more. The front patio enclosed by a white picket fence offers a quiet place to enjoy the views of scenic Parker Road. Purchase 5B and 5A separately, or together. If you choose the latter, you can take advantage of the connecting doorway through the bedrooms, which will be closed up if purchased separately. This property is a MUST-see!
Courtesy: William Raveis Real Estate & Home Services
508-563-5100
Enjoy in-town living with all that Osterville has to offer at your front door. Whether looking for a pied-a-terre or a full-time residence, this first-floor ranch style 2 bed/2bath end unit WITH GARAGE in the desirable Osterville Village condominium complex could be the answer! This light and bright unit offers a slate entry and hardwood floors throughout the living and dining areas. The living room has built-in storage units surrounding the oversized window, a wood burning fireplace for cool evenings and sliders to a private patio for your personal enjoyment. Entertaining is a breeze! The kitchen with generous cabinet and counter space flows smoothly to the dining area. New SS appliances were recently installed. The light filled primary bedroom includes a large en suite bath with ample closet space and double sinks. A generous second bedroom, full guest bath and laundry area complete the living space. Recent renovations include new air conditioning system, appliances and window replacement. Close to dining, shopping, the beach and so much more...don't miss this gem!
Courtesy: Sotheby's International Realty
508-428-9115
Osterville Village! Experience the best of coastal living in this beautifully updated ranch, nestled in the heart of Osterville Village. Step inside to discover a light-filled, open floor plan where a fully renovated kitchen with quartz countertops and stainless steel appliances awaits your culinary creativity. With two new bathrooms, updated electrical, plumbing, and new HVAC system, this home is truly move-in ready. Outside, the freshly landscaped yard, complete with a new rear patio, fire pit, and charming plantings, creates a perfect setting for outdoor entertaining. The large shed offers endless possibilities, from storage to a potential workshop or studio. Enjoy the convenience of walking to Osterville's charming shops, dining at local restaurants, and immersing yourself in the village's vibrant community life. A quick bike ride takes you to Dowses Beach or the boating haven of Crosby's Boat Yard. Don't miss the chance to make this Osterville gem your own and enjoy the quintessential Cape Cod lifestyle.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
This beautiful Osterville residence, meticulously renovated and in turn-key condition, features stunning landscaping and a private setting. The thoughtfully designed home combines quaint charm and modern conveniences. A well thought out floor plan, with the family room, spacious dining area, and fully equipped galley kitchen with modern appliances creates a cozy and functional space at the back of the house with access to a large and beautifully landscaped backyard. The living room, half bath, and primary suite on the first level with luxurious bath are perfect for relaxation and comfort. Two additional large bedrooms can be found on the second level providing excellent privacy and space for guests.Sited on a .66 acre lot, and being offered with the adjacent .45 acre lot, this combined acreage creates a stunning setting complete with multiple seating areas, new Swim Spa, outdoor shower, stone fire pit and detached two car garage with temperature and humidity controls and epoxy flooring. This property is in close proximity to Osterville's beaches, boutique shops and fine dining.
Courtesy: William Raveis Real Estate & Home Services
508-428-3320
Experience tranquility and charm on nearly two acres of prime Bumps River waterfront. Start your day with a peaceful sunrise from the back deck, coffee in hand, as you watch wildlife gracefully soar around you.Enjoy the ease of one-floor living with a thoughtfully designed floor plan that maximizes views from the kitchen, family room, living room, and primary bedroom, constantly reminding you why you chose this home. Ample space for entertaining both inside and out enhances the enjoyment of this serene setting.The lower walk-out level provides extra space for guests, storage, and even features an additional side garage perfect for your kayaks, paddle boards, or small boat. When you're ready for some beach time or a boating adventure, Dowses, Long, and Craigville Beaches are nearby, with your private ''new'' dock offering direct access to Nantucket Sound. Plus, Osterville Village is just a short distance away, offering excellent shopping and dining options. The dock has been replaced since the drone / photo shoot
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Presenting the quintessential Cape Cod beach home on sought-after Sea View Avenue. Available for the first time in over 60 years, this classic seaside residence enjoys unobstructed views of Nantucket Sound with a picture-perfect sandy beach. Built in 1930, the six-bedroom home showcases Old World craftsmanship and original period details throughout, including wide heart pine plank floors and paneling. At the heart of the home, a spacious living room with beamed ceilings, built-in bookshelves, and a fireplace gives way to a magnificent sunroom with a wet bar, where days can be spent soaking up the brilliant backdrop. The all-white kitchen offers convenience and functionality, with a pantry, breakfast bar, and access to a glorious swimming pool and patio area through sliding glass doors. A first-floor primary suite boasts breathtaking ocean views that set the stage each morning, while an en suite guest bedroom completes the main level. The second floor features four bedrooms and two full bathrooms, ensuring ample space for family and friends. Additional highlights include a two-car garage, verdant grounds, and multiple outdoor seating areas to bask in an unsurpassed setting. Located minutes from Wianno, Oyster Harbors, the village center, and everything else Osterville has to offer, this iconic beach home delivers an extraordinary lifestyle waiting to be enjoyed.
Courtesy: SMP Realty Development Co. LLC
508-364-2456
Located in the desirable Wianno in Osterville surrounded by luxurious homes, and walking distance to Wianno Golf course. This home has plenty of space for a large family or someone who likes to entertain. Home has three seperate wings for privacy. Some of the recent improvements include new kitchen with open concept. Two new stainless refrigerators and two dishwashers. Quartz countertops and updated bathrooms. Home is great for entertaining with outdoor kitchen, new Gunite and tile pool with hot tub, and fire pit for those cool summer nights. Property is currently used for vacation rentals. See remarks for showing availability
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Set on highly sought-after Garrison Lane, this extraordinary residence boasts one of the most desirable locations in Osterville with panoramic views of West Bay and Eel River. The property is a boater's paradise with a protected deep-water dock offering easy access to Nantucket Sound. Beautifully constructed with exquisite finishes, the five-bedroom home is positioned to provide stunning water views from nearly every room, with multiple outdoor living areas. A large great room with double-height ceilings sits at the center of the home, with an adjacent eat-in kitchen that opens to a waterside terrace. Comfort and convenience are afforded with expansive primary suites on both the first and second floors. Three additional guest bedrooms are located on the second floor, while the finished walkout basement provides flexible bonus space with a kitchenette and wet bar. Set amidst rolling lawns and manicured gardens, this magnificent estate is minutes from everything Osterville has to offer.
Courtesy: Kinlin Grover Compass
508-420-1130
Unique opportunity in the heart of Wianno. 150 Sea View Avenue, Osterville is welcoming and ready. Discover this iconic property and its resort style living. The home features 7 bedrooms, 5.5 baths, a spacious and elegant living room, a grand dining room, a classic well-appointed kitchen and superior craftsmanship inside and out. There are plenty of beautiful outdoor spaces, landscaped gardens and spectacular hydrangeas. A gracious wrap around porch; expansive granite patio; heated, saltwater, Gunite pool; spa with soothing waterfall; a cabana offering an outdoor chef's kitchen with top-of-the-line finishes and an additional bath. With its elegant interior and a casual seaside vibe, this is the epitome of a luxurious coastal lifestyle.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-945-5553
Nestled in the heart of Osterville's prestigious Seapuit community, this estate offers over 2 acres of unmatched privacy and exclusivity. With endless potential to expand, this oasis invites you to craft a multigenerational legacy.Constructed by the legendary EB Norris, the home is bathed in natural light through large windows, showcasing dimensional views from every room. Expansive western views capture stunning sunsets over the infinity pool, with rolling lawns stretching to the water's edge--a rare and captivating feature that offers deep water access to Nantucket Sound.The thoughtfully designed floor plan balances grand entertaining spaces with intimate pockets for relaxation, all anchored by a luxurious first-floor primary suite.Proximity to Osterville's famed Main Street, elite golf courses, exclusive clubs, and picturesque beaches enhances the appeal of this already extraordinary location. This is more than a home; it's a sanctuary for creating a lasting Cape Cod legacy.
Courtesy: Sotheby's International Realty
508-428-9115
Magnificent private shingle-style new construction home in Osterville's Seapuit area. Home has exquisite features both inside and out, including high-end fixtures, custom woodworking and cabinetry, gourmet kitchen with panoramic breakfast nook, media room, and elevator to all three stores are just to name a few. Landscaping with salt-water pool, pergola, patio, fireplace, outdoor kitchen and outdoor living areas complete this retreat for many years of enjoyment and life-long memories. Architectural plans of all three stories and landscaping are available in documents section of this listing. Pool house is not included in current pricing of which architectural plans and pricing are available upon request. Still an opportunity to include personal touches. All information to verified by buyer's agent.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Located a short stroll from Osterville Village, this shingle-style home showcases stunning architectural details and scenic views over Wianno Golf Course and Parker Pond. Exquisite craftsmanship is on full display throughout, from a spacious covered porch that greets visitors to a gourmet kitchen with honed granite countertops and cherry cabinetry. The first-floor primary suite includes a luxurious marble bathroom and secluded home office. On the second floor, an open family room is seamlessly connected to the outdoors with front and back decks, while offering the utmost convenience with a thoughtfully designed kitchenette. Two bedrooms and two bathrooms with rain showers complete the second floor. A lush and private backyard with a bluestone patio offers the perfect setting to embrace outdoor living. Additional highlights include a 275-bottle wine cellar with a EuroCave cooler and a serving island, an integrated Sonos Sound System throughout interior and exterior living spaces, and a four-car garage with a self-contained apartment above. Mere minutes from everything Osterville has to offer, this extraordinary residence delivers the quintessential Cape Cod lifestyle.
Courtesy: Radford Realty Group
508-681-3029
Looking for an off property garage or storage unit in Osterville? This Osterville Village condo garage may be just what you're looking for! This unit has 360 sq ft. according to town records. There is also another unit next to this (#17) that is for sale as well. A rare opportunity in the village for much needed space.
Courtesy: Radford Realty Group
508-681-3029
Looking for an off property garage or storage unit in Osterville? This Osterville Village condo garage may be just what you're looking for! This unit has 360 sq ft. according to town records. There is also another unit next to this (#18) that is for sale as well. A rare opportunity in the village for much needed space.
