Sotheby's International Realty - Osterville Brokerage
851 Main Street, 02655 Osterville (United States)
Listings of the agency
Listings for sale: 1 to 20 / 31
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House Osterville (United States)
Beautifully renovated and thoughtfully designed by an Osterville builder, this custom ranch offers the ease of one-level living with the elevated finishes of a designer home including 3 beds with a large master suite and 3 full baths each one has its own unique design. The light-filled interior features a cathedral shiplap ceiling, Phillip Jeffries wallcoverings, extensive marble, custom cabinetry and a stunning kitchen appointed with premium Viking and Miele appliances. Marble finishes continue throughout the beautifully designed baths. The walk-out lower level adds valuable bonus living space, ideal for a family room, home office, gym or guest area along with a 3 season screened in porch. Fresh cottage-inspired details and a sophisticated coastal palette complete the transformation. For buyers seeking a move-in-ready Osterville home, renovated ranch, first-floor living or the feel of new construction, 31 Jason's Lane delivers timeless Cape Cod style with a designer's touch.
…$959,0003bedrooms3bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
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House with garden Sandwich (United States)
For nearly three centuries, Uplands has been a setting for remarkable stories. Now it is ready for you to live your story. Dating to circa 1740, Uplands is one of Sandwich Village's treasured historic estates, set on nearly four acres of rolling lawns, specimen trees, a picturesque pond and charming carriage house. It is a rare opportunity to make your own history in a place with a remarkable past. Inside, nearly three centuries of architectural character have been thoughtfully preserved and expanded for modern living. Historic details remain throughout, including a working beehive oven and the rare possibility of open-hearth cooking—touchstones to another era that today create memorable experiences for family and friends. But Uplands is much more than a historic house. It is a home for all seasons—magical at Christmas, unforgettable at Thanksgiving, beautiful on a summer afternoon, and somehow capable of making an ordinary Tuesday evening feel special. Gracious rooms, expansive grounds and timeless character create the kind of setting that becomes part of a family's story. Uplands isn't simply a place to live. It's a place to build a life—and add your chapter to nearly 300 years of history. Please verify all information contained herein.
…$2,795,0005bedrooms7bathroomsland 1.5haBy Sotheby's International Realty - Osterville Brokerage
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House Osterville (United States)
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.
…$1,895,0004bedrooms3bathroomsland 0.7haBy Sotheby's International Realty - Osterville Brokerage
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House with pool Plymouth (United States)
Once a Pinehills model home, this exceptional custom-built home showcases the outstanding craftsmanship of Kistler & Knapp Builders. Offering nearly 6,000 sq. ft., the property features a main residence and private guest house connected by a heated floating bridge, ideal for extended family or multigenerational use. Two beautifully appointed kitchens with Wolf and Sub-Zero appliances, custom cabinetry, soaring ceilings, abundant natural light, and two fieldstone fireplaces (one gas, one wood-burning) create warm, inviting spaces for everyday living and entertaining. The finished lower level includes a media room, bonus room, cedar closet, and flexible recreation space. Beautifully landscaped grounds offer a welcoming front porch, expansive deck with fire pit, bluestone patio, koi pond and an outdoor kitchen. Enjoy the exceptional lifestyle of The Pinehills, with championship golf, scenic walking trails, restaurants, shops, and a vibrant community just moments from your door.
…$1,949,0003bedrooms6bathroomsland 0.2haBy Sotheby's International Realty - Osterville Brokerage
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House Cotuit (United States)
The rarest opportunities in Cotuit begin with a location that can never be duplicated. Set on approximately .32 acres along Ocean View Avenue, one of Cotuit's most coveted addresses, this antique residence offers a rare opportunity just steps from the sandy shoreline of Cotuit Bay. Originally part of the historic Pines Hotel, the circa 1842 home is woven into the fabric of old Cotuit—a reminder of an earlier Cape Cod, when summers were simpler and life in the village followed the rhythms of the water. Today, its greatest assets are those that cannot be recreated: location, proximity to the bay, and an enduring sense of place. Nearly 2,000 square feet includes three bedrooms, three baths and multiple living areas, surrounded by a wonderfully private and peaceful yard. Just a short stroll away, where Cross Street meets the bay, a quiet stretch of sugar-sand beach opens onto the calm, protected waters of Cotuit Bay. Morning light shimmers across the water; evening brings reflected sunsets and the unmistakable feeling of summer in Cotuit. As seasons change, the views remain although with the crystal clarity of autumn and winter light. The house itself invites imagination. Restore its antique character or reimagine it for the next generation... possibility abounds. You cannot recreate Ocean View Avenue, Cotuit Bay or a setting that has defined the village for nearly two centuries. Come see the possibilities at 120 Ocean View Avenue. Please verify all information contained herein.
…$1,875,0003bedrooms3bathroomsland 1,295m²By Sotheby's International Realty - Osterville Brokerage
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House with garden West Barnstable (United States)
Is this premium West Barnstable neighborhood Cape Cod's best-kept secret? Create your own legacy property in this gracious 4-bedroom gambrel set in expansive private grounds and epitomizing classic Cape Cod. Thoughtful renovations preserve quintessential charm amid modern comfort. Southern white pine floors, high ceilings and large picture windows bring light and warmth throughout. Updates include stone countertops, s/s appliances, Bertrazzoni range, bathrooms, central air, new cedar siding and roof shingles, irrigation, generator, extensive landscaping and fencing. Lovely as-is, the level, spacious lot potentially offers room to expand, add a pool or ADU. Few know about this secluded walkable neighborhood moments to playground, the newly renovated Old Village Store, Barnstable Farm & Pet, Welden Library, and convenient to Sandy Neck Beach, scenic Route 6A and highway to Boston. Even fewer have the privilege to call it home. Buyers and agents please verify all herein.
…$1,000,0004bedrooms2bathroomsland 0.3haBy Sotheby's International Realty - Osterville Brokerage
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House Barnstable (United States)
Welcome to this inviting ranch-style residence nestled in a well-established Centerville neighborhood. Offering comfortable one-level living, this three-bedroom, two-bath home features a spacious and versatile floor plan with plenty of room for everyday living and entertaining.The heart of the home is the open kitchen and family room, creating a warm, connected space for gathering with family and friends. An additional living room with built in cabinets and separate dining room provides even more space for entertaining or relaxing. Beautiful hardwood floors run throughout the home, adding warmth and timeless appeal. The primary bedroom features a private ensuite bath, while two additional bedrooms offer space for family, guests, or a home office.A spacious three season room surrounded by sliding glass doors open to the Outside, .35-acre lot with a lovely yard and a fenced area that is ideal for a dog, play area, gardening, or outdoor activities.. Located a short distance from shopping, dining, and local beaches, and local highways this home is convenient to everything.you may need. this information is not warranted and should be verified by all buyers and agents.
…$725,0003bedrooms2bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
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House Barnstable (United States)
Welcome to this charming 2-bedroom half cape set on a beautiful, level .38-acre lot in Centerville. Offering a wonderful combination of comfort, privacy. This inviting home abuts more than 7 acres of conservation land, providing a peaceful surroundings and a sense of space that is hard to find. Filled with natural light this home has a large, updated kitchen offers plenty of room for cooking and gathering, with a comfortable eat-in dining area. The living room features built-in cabinetry and a fireplace, creating a warm and inviting space to relax. Two well-proportioned bedrooms showcase hardwood floors, complemented by a shared full bathroom.Step outside to enjoy the large deck and private yard, beautifully accented by established perennial flowers. The level lot offers plenty of room to enjoy the outdoors, while its generous size provides excellent potential for future expansion.A wonderful opportunity to enjoy the charm of a Cape-style home, a private setting, direct proximity to conservation land, a short distance from local beaches, restaurants, and shopping.
…$499,0002bedrooms1bathroomland 0.2haBy Sotheby's International Realty - Osterville Brokerage
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House Marstons Mills (United States)
Adorable Marstons Mills Ranch on Nearly an Acre- Privacy, Charm & Endless potential! Offered at $615,000 Must-see to appreciate! Located in the desirable village of Marstons Mills, MA. This move-in ready 2-bedroom ranch features a 3 BR septic system and sits on a beautiful, private .95-acre lot. A large bright and sunny 3-season room that is finished, fully insulated, and could easily accommodate baseboard heat for year-round use. Enjoy the perfect blend of classic Cape Cod charm, everyday convenience, and expansive outdoor space. Ideal for anyone seeking peace, privacy, and/or room to expand-whether you're dreaming of a horse barn or generous outdoor storage for a landscaping business. You'll be just minutes from Hamblin Pond, Olde Barnstable Fairgrounds Golf Course, Princess Cove Marina, and downtown Marstons Mills--plus a little over 3 miles to Dowses Beach. This home is the Cape Cod lifestyle (and lifestyle flexibility) you've been looking for!
…$615,0002bedrooms1bathroomland 0.4haBy Sotheby's International Realty - Osterville Brokerage
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House South Yarmouth (United States)
Don't miss this beautifully renovated 3 bedroom, 2 bath ranch located in the desirable Par Three Estates! This lovely home has a new roof, windows, hot air gas furnace, central air, hot water heater, kitchen, appliances, baths, flooring, lighting plus so much more!
…$949,0003bedrooms2bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
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House Osterville (United States)
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 set on a private and spacious partially-fenced park-like backyard perfect for adding a potential pool, outdoor entertaining, barbecues, lawn games and relaxing with family and friends. New improvements include enhanced landscaping, fresh paint, new Canadian white oak floors throughout, 3 new Rovsun mini-split A/C units, tile floors in bathrooms, a new Electrolux ventless stackable washer/dryer in hallway bath, new vanity/toilet in the second bath and an new electric heated fireplace in the spacious bedroom. The full lower level offers excellent expansion possibilities, while the generous backyard provides additional opportunities to create your ideal Cape Cod retreat. Whether you're looking for a year-round home, vacation getaway, or investment opportunity, this property checks all the boxes. Conveniently located just minutes from Osterville Village, Dowses Beach, golf, boating, shopping, dining, and other premier local amenities. A wonderful opportunity to enjoy the Cape Cod lifestyle in one of Osterville's coveted locations.
…$634,9002bedrooms2bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
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House Mashpee (United States)
Welcome to 114 Orchard Road, a recently updated home offering comfort, style, and easy Cape Cod living. This inviting property features a bright and welcoming layout with engineered floors, spacious living areas, and an effortless indoor-outdoor flow ideal for both year-round living and summer enjoyment. Recent improvements include a brand-new sprinkler system, new sod lawn, and beautiful granite steps that enhance the home's curb appeal. The kitchen opens nicely to the dining and living spaces, creating a warm and functional setting for entertaining. Conveniently located near Mashpee Commons, beaches, golf, restaurants, and conservation trails, this home offers easy access to everything the Upper Cape has to offer. Whether you are searching for a primary residence, vacation home, or investment opportunity, this property is a wonderful opportunity to enjoy the Cape Cod lifestyle. Buyers and agents please verify all herein.
…$595,0003bedrooms2bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
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House Mashpee (United States)
Welcome to this charming ranch-style home featuring an inviting open floor plan and comfortable living spaces. The main level offers an updated kitchen, a spacious living room with a gas fireplace, and a dining area with sliders leading to the back deck—perfect for relaxing or entertaining. Two bedrooms and a full bath complete the main level. The finished lower level provides additional living space, including a recreation/living area with a built-in bar, laundry area, one bedroom, and a full bath. Outside, enjoy the fenced-in backyard and private deck. A wonderful opportunity for first-time homebuyers, those looking to downsize, or anyone seeking a Cape Cod getaway. Conveniently located close to shopping, restaurants, and South Cape Beach.
…$649,0003bedrooms2bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
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House Barnstable (United States)
Two adjacent parcels totaling nearly one pond-front acre on beloved Long Pond! Start your day with coffee on the deck, looking out at the water - you'll be mesmerized by the tranquility. Spend your afternoons kayaking, sailing your Sunfish, or simply soaking in the lifestyle that makes Long Pond so amazingly special. #15 comprises the 3-bedroom, 2-bath home, ready to welcome its next chapter, set on .46 acres. #7 is a wooded lot, also .46-acres. This RARE opportunity awaits you!
…$1,350,0003bedrooms2bathroomsland 0.4haBy Sotheby's International Realty - Osterville Brokerage
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House with garden Bourne (United States)
Welcome to Gray Gables, one of Cape Cod's most treasured waterfront villages. Nestled along Bell Cove with front-row views of the Cape Cod Canal, this exceptional property offers a lifestyle that feels worlds away. The main residence has been completely renovated, while the guest cottage was taken down and rebuilt, with exceptional attention to detail in the construction, finishes, and landscape design. Views are enjoyed from nearly every room, creating a constant connection to the water, wildlife, and changing light. Outdoor spaces are beautifully planned for relaxing, entertaining, and taking in spectacular sunsets over the canal. Here, mornings begin with peaceful walks along the shoreline, watching osprey, herons, and migratory birds. Gray Gables is known for its welcoming community, neighborhood beach, Fourth of July celebrations, canal cruises, and rich history. More than a waterfront home, this is a place to create memories for generations. Buyers and agents are responsible for verifying all information herein.
…$2,995,0005bedrooms5bathroomsland 0.3haBy Sotheby's International Realty - Osterville Brokerage
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House Woods Hole (United States)
The best architecture doesn't compete with nature... It embraces it. At 78 Gardiner Road, walls of glass, expansive decks, and clean modern lines place the ever-changing waters of Buzzards Bay at center stage. Presiding over a rugged shoreline in one of Cape Cod's most intellectually and culturally rich communities, this restored waterfront residence captures the spirit of a remarkable era in architecture while providing an extraordinary setting for life today. Walls of glass frame endless water views. Clean lines and soaring ceilings dissolve the boundaries between indoors and out. Sunlight dances across the bay from morning until evening when sunsets astound. The rhythms of tide, wind, and sea become part of everyday life. This is not a home that competes with its surroundings... It is at one with them. A broad sweep of lawn gives way to a seating area overlooking a dramatic natural shoreline where weathered boulders, native vegetation, and the waters of Buzzards Bay create a landscape that changes by the hour and by the season. Morning coffee on the deck. Afternoon swims. Sailboats crossing the horizon. Winter storms rolling in from the west. Every day offers a different perspective. Inside, this four bedroom 3,700+ square foot home has been carefully restored to its original coolness. There are huge ocean front family rooms on each level, multiple other gathering areas for both larger and intimate. Please verify all information contained herein.
…$6,000,0004bedrooms3bathroomsland 0.2haBy Sotheby's International Realty - Osterville Brokerage
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House Osterville (United States)
Exceptional 3-BR Family/Vacation Home in Osterville: Nestled in a well-maintained neighborhood in the desirable village of Osterville. This spacious and inviting 2116 sf 3 BR home would be an ideal primary residence or your Cape Cod getaway retreat. Beautiful hardwood floors throughout the main floor. Upstairs-2 spacious guest bedrooms and a loft/study room. This home features an impressive primary suite with a walk-in closet and ample storage. The backyard highlights a large deck perfect for outdoor living and entertaining. An attached 2 car (heated) garage. An unfinished basement with great ceiling height for excellent flexibility or future expansion. Nature lovers will appreciate the exceptional location. At the end of the cul-de-sac you're at The Skunknett River Wildlife Sanctuary. Explore 147 acres with marked trails, vernal pools and local wildlife right at your doorstep. Conveniently located 1.8 mi to the village, 3.2 mi to Dowses Beach, .03 to Cape Cod Academy. This home comes complete with a (Ruck) alternative/innovative septic system! A rare opportunity to enjoy peaceful living with nature, and the Cape Cod lifestyle we all enjoy!
…$990,0003bedrooms3bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
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House with garden West Yarmouth (United States)
Fabulous two-bedroom home in Swan Lake Shores! Very spacious inside, you'll find the layout highly desirable, as the living room flows into the kitchen. One bedroom faces front, and an oversize hallway brings you to the delightfully spacious bathroom and into the primary bedroom. This bedroom features sliding glass doors right out to the pergola-covered deck, where you can sit with your coffee and the listen to the sounds of the birds. And have an outdoor shower upon returning from a swim in nearby Swan Pond! The yard has been meticulously kept up, featuring lush plantings and sitting areas; truly making amazing use of the outside space. An irrigation system completes the package. With irrigation, an outdoor shower, and oh, yes, central AC, this home truly has it all!
…$543,0002bedrooms1bathroomland 0.1haBy Sotheby's International Realty - Osterville Brokerage
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House Osterville (United States)
One of the best values among homes for sale in Osterville! Welcome to 329 Swift Avenue, a turnkey Osterville home offered at $799,000 with an established rental history, a desirable walk-to-village location, and exceptional future potential. Set on approximately .3 acres, this charming Cape Cod property offers the space buyers are looking for, including a generous yard with potential for a pool, subject to permitting.Located just minutes from the heart of Osterville Village, this home puts shopping, dining, coffee, beaches and the best of the Cape Cod lifestyle within easy reach. Whether you are searching for a year-round Osterville home, Cape Cod summer house, second home, or investment property, 329 Swift Avenue offers a rare combination of location, value and versatility. The property is being offered turnkey, allowing a new owner to begin enjoying it immediately or continue taking advantage of its proven rental history. With its walkable Osterville location, oversized lot, rental income history and under a 1 million, this is an outstanding opportunity in one of Cape Cod's most sought-after villages. The first photo is a virtual rendering showcasing potential curb appeal improvements, including a new cottage-style front door, window boxes, and an additional window. Please note that the seller will not be performing any of this work.
…$799,0003bedrooms2bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
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House Cotuit (United States)
A rare find in the village of Cotuit with water views of Shoestring Bay in a quiet neighborhood. This home has an unparalleled living experience within its luxurious design and top-tier materials in great condition. The heart of this residence is undoubtedly the kitchen, where culinary dreams take shape amidst quartzite countertops, shaker cabinets accentuated by crown molding and a stylish backsplash; the large kitchen island presents an ideal space for meal preparation and casual dining, complemented by a kitchen bar, high-end range oven, high-end refrigerator and wine cooler. The living room provides a space to relax with its fireplace, crown molding, and vaulted ceiling. Step outside to discover an outdoor living space that seamlessly blends with the natural surroundings, complete with a porch, patio, pergola, and deck, all set against a backdrop of serene woods. This residence includes three full bathrooms, each designed with a tiled walk-in shower, a soaking tub and a steam. The property includes a two-car garage, providing secure parking and extra storage. Stepping onto the porch, you are greeted by a calming water and woods view, a private vista that brings gentle serenity. Expansive lower level with slider and large windows on 3 sides is waiting to be transformed into additional living space.
…$1,795,0003bedrooms3bathroomsland 0.2haBy Sotheby's International Realty - Osterville Brokerage
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