The median home value in Osterville, MA is $1,055,000.
The national median home value is $338,100.
The average price of homes sold in Osterville, MA is $1,055,000.
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!
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), freshly painted interior, renovated bathrooms, and new flooring throughout. Enjoy the comfort of gas heat and updated lighting. The large 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!
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. 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, a fully equipped gym, and a recreation room provide endless options for family fun and fitness. With the added convenience of a short distance to Osterville village for shopping and dining.
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.
Investors take note!!! 3BR 2BA 2 car garage, almost half acre fenced in private yard great for entertaining! Current tenant (family member) has 11 months left on lease and will finish out lease. Home located on private cul-de-sac, kitchen renovated in 2012; new cabinets, counters and tile floor. Dining area with sliders to deck. Huge finished lower level for game room or second den. Spacious 2 car garage with storage for all your toys. Newer heating system and water tank.
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!
Cape Cod living at it's finest in this luxurious, beautifully renovated home! Whether for your family's enjoyment or as an investment, this property will surpass your expectations. This stunning property boasts abundant natural light, a captivating double-sided fireplace, and sleek Thor professional stainless steel appliances in the chefs kitchen. Revel in the open, flexible floor plan featuring vaulted ceilings, quartz countertops, gorgeous flooring, and farmhouse style bathrooms. The beautiful tile accents add a touch of elegance. Step outside to discover a new Trex deck, patio with a cozy fire pit, an outdoor shower, and even space for a stunning pool on the expansive grounds. Enjoy deeded rights to Sam's Pond on over 5 acres of land, and minutes to the beach! With a full basement, two-car garage, and a new driveway with cobblestone edging, this home offers both storage and convenience. An exceptional property in quality and value. This home is truly an oasis of luxury and comfort!
Experience coastal luxury on a sun-drenched day, where shimmering water creates an enchanting ambiance. Nestled on 2.3+ acres along prestigious Sea View Avenue, this Osterville estate, built in 1929, is steeped in history and charm. Once cherished by the Crane Family, known for supplying 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, with a butler's pantry and bar area, leads to a mudroom. There is a first-floor bedroom option, half bathroom, and a sunroom with access to the Gunite pool, hot tub, and pool house. The second floor offers five bedrooms, including two en-suites, and two additional full bathrooms. Minutes from Osterville village, this iconic home is a once-in-a-lifetime opportunity to own a piece of history.
Gorgeous and completely renovated! Beautiful two bedroom condo in Tower Hill's Village Square South. Completely updated in 2022 to feature a brand new, open kitchen with Quartz countertops, new cabinetry, and a convenient kitchen island with seating. Luxury vinyl flooring throughout the unit enhances coastal-inspired design choices. Two full bathrooms each showcase shiplap-adorned walls, new vanities, and tasteful subway tile showers (with the primary bath containing a shower/tub combo). This is a corner unit with plenty of natural light and a private deck overlooking the picturesque courtyard. Additional upgrades include all new windows, new light fixtures throughout, built-in closet system, and all new baseboard heaters. Central AC for additional relief during hot weather. Enjoy comfort and style all within the heart of Osterville Village. Unit 1D is a must-see!
“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 .83 acres across the way—ideal for a garage, guest house or whatever your imagination desires. With both parcels, you have the ability to create the perfect backdrop for cherished memories, celebrated milestones, and a rejuvenated spirit. Please verify information.
Step into refined luxury with this exceptional residence featuring water views of North Bay. On an elevated 1.12-acre lot with mature landscaping, this home exudes curb appeal and features high-end renovations. The kitchen features an island with a breakfast bar, pantry, dining area and a wet bar. The magnificent family room features cathedral ceilings, expansive windows and a gas fireplace. The formal living room offers a gas fireplace and French doors opening to the front and rear patios. A formal dining room overlooks the lush backyard and inground pool. The 1st-floor primary suite is complete with water views, a walk-in closet and full bathroom. Upstairs, 3 bedrooms and a home office complete the living spaces. Outside, enjoy water views of the Bay from the front patio or relax in the private backyard with a sparkling inground pool. The private guest house offers a living room with kitchenette and secluded patio, as well as a first-floor bedroom and a second-floor bedroom suite
“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. Open to the shores of Nantucket Sound in Wianno on Cape Cod this 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 perfect for cooking up memories as cuisine, and know all is well in your world. There are memories to be made, milestones to celebrate and feelings to restore. Please verify all information contained herein.
Open House:
Sunday, 11/10 11:00-1:00PM
Experience luxury and comfort in this exceptional Cape Cod home nestled on a meticulously landscaped 1.3-acre private lot, just minutes from private and public beaches in a charming Cape Cod village.This exquisite residence offers approximately 4,500 sq. ft. of open-concept living space, featuring four spacious bedrooms, each with a private bath. The first-floor primary suite includes dual vanities, a soaking tub, a tiled shower and a walk-in closet with a washer & dryer. The home boasts elegant living areas, formal living and dining, a family room with a gas fireplace, and a sunroom overlooking a tranquil Koi pond and home office. The custom gourmet kitchen is perfect for entertaining, with two dishwashers, a gas range, and a cozy breakfast nook. Step outside to a private, fenced backyard with a composite deck, patio, and an Olympic-size gunite pool complete with lights, heat, and a spa. Additional bonus space includes a large room over the garage with a private entrance and bath.
Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Set on a beautifully landscaped 2.4-acre lot, this stunning residence features 8,000 square feet of meticulously crafted living space. The grand interiors seamlessly blend with the exquisitely landscaped outdoor spaces, featuring an inground pool, hot tub, pool house, and a substantial private deep water dock. Upon entering, the grand foyer leads you into the magnificent great room with a 2-story custom fireplace. The generous floor plan also features a refined library, formal dining room, a gourmet kitchen and a home theatre room. The 6 ensuite bedrooms include a 1st-floor suite and a lavish primary suite with a luxurious bathroom, walk in closets and a private waterside deck. Additional highlights include a private guest suite above the 3-car garage and an entertainment room with a balcony on the 3rd level highlighted by breathtaking sunsets.
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
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!
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 galley kitchen with generous cabinet and counter space flows smoothly to the dining area. The light filled primary bedroom includes a large en suite bath with ample closet space and double sinks as a bonus. A large second bedroom, full guest bath and laundry area complete the living space. Recent renovations include new air conditioning system and window replacement.
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.
High on a hill overlooking the verdant rolling landscape of one of Donald Ross’s most famous golf courses this property encompasses the best of Cape Cod. Designed by the iconic architectural firm of Royal Barry Wills, this home was built to the highest standards by the area’s leading builder. First floor primary suite. Five bedrooms in total, three with ensuite baths and a separate connected two-bedroom apartment with its own kitchenette, living room and full bath. A butler’s pantry, laundry, and full bath just off the kitchen. The custom wine cellar in the basement is ready for your collection! Five working fireplaces. Closets and storage space abound including an expansive cedar closet. The original Smallbone kitchen has been updated with the latest appliances. Indoor living areas open to awning protected outdoor spaces. The pool, hot tub and view will simply take your breath away. This site's elevation creates movie-set views yet provides complete privacy and tranquility.
Open House:
Saturday, 11/9 10:00-12:00PM
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 and a full bathroom 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, fire pit and detached two car climate controlled garage.
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 "new" private dock offering direct access to Nantucket Sound. Plus, Osterville Village is just a short distance away, offering excellent shopping and dining options.
Presenting the quintessential Cape Cod retreat with dazzling views of Nantucket Sound and a private sandy beach. Built in 1930, the residence showcases Old World craftsmanship and original 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 overlooking the ocean. The all-white kitchen is complete with a pantry, breakfast bar, and direct access to the swimming pool and patio area. A first-floor primary suite boasts breathtaking ocean views, while an en suite guest bedroom completes the main level. The second floor features 4 bedrooms and 2 full bathrooms, ensuring ample space for family and friends. Additional highlights include a 2-car garage, verdant grounds, and multiple outdoor seating areas. Located minutes from Wianno, Oyster Harbors, the village center, and everything else Osterville has to offer.
Next to conservation land, this home on Coleman Pond offers tranquil water views from almost every room. Set on a .91-acre lot that gently slopes down to the water, this is a nature lover's paradise, with pond views from 2 decks - perfect for coffee or evening cocktails. Consider the possibilities with a few updates: refresh the bathrooms and lower level to give it a fresh look, and explore the possibility of adding an ADU (with town approval) to turn it into an income property. The primary bedroom, with a walk-in closet and stack laundry has a sitting area with a picture window. The lower level includes 2 more bedrooms, full bath, family room with access to the lower deck and more laundry. Key features are a gas fireplace, generator, fenced yard area, and a detached oversized 1-car garage. Close to the Village for shopping, restaurants, coffee shops, bakeries. Proximity to Dowses Beach, Joshua’s Pond, a wildlife sanctuary and more beaches offers more opportunities for outdoor fun.
Located in the desirable Wianno in Osterville surrounded by luxurios 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 Guinite 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
Cape Cod Colonial on a private cul-de-sac with it's own private garden oasis while being just minutes from the beaches, dining and shopping.Many updates such as new roofing, siding, windows,doors and paint have been done while keeping some of it's true original wood flooring, stairs and beam ceilings. The second floor boasts 3 bedrooms and 2 bonus rooms to both extra space, office space and/or extra privacy along with a full basement to make your very own. You'll find the first floor perfect for entertaining throughout any season especially throughout the chilly holidays with an adorned fireplace in the living room. So many ways to make this your own. Agents come bring your buyers!!!
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.