Sotheby's International Realty - Osterville Brokerage
851 Main Street, 02655 Osterville (United States)
Listings of the agency
Listings for sale: 1 to 20 / 26
- 24
House with terrace 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.
…$599,0003bedrooms2bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
- 44Video
House with garden 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.
…$958,5003bedrooms3bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
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House with garden and terrace Sandwich (United States)
Private Setting in One of Sandwich's Premier Neighborhoods! Welcome to 15 Sheep Pasture Way, a beautifully maintained 4-bedroom, 2.5-bath residence offering approximately 3,000 square feet of refined living space in a highly desirable Sandwich neighborhood. The spacious floor plan showcases generous living areas, comfortable bedrooms, and abundant natural light throughout. The main floor features a beautifully updated kitchen, dining and living room with sliding glass doors out to the back deck. Two of the bedrooms are upstairs, the other two on the finished lower level - perfect for extended families and/or those seeking an in-law setup! For car enthusiasts, hobbyists, or additional storage, the property features a two-car attached garage along with a unique bonus attached rear garage, creating endless possibilities. Part of the Great Hills Homeowners' Association, the neighborhood features walking trails through conservation land, tennis, basketball, and a new pickle ball court! Perfectly positioned at the end of a quiet cul-de-sac, this exceptional property offers an ideal balance of privacy and community. Living in style in Sandwich! *Passing Title 5 for 4-bedroom septic*
…$824,5004bedrooms3bathroomsland 0.3haBy Sotheby's International Realty - Osterville Brokerage
- 39
Seaside house with pool and garden Orleans (United States)
Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is bathed in light from ever-changing ocean and marsh views. A neighborhood path runs through the Orleans Conservation Trust and leads right to Nauset Beach. Around the corner, there is ORV North Beach private access exclusively for Orleans residents. Priscilla Beach is close by, lending itself to relaxing by the calm waters of Nauset Estuary, and is very popular for Kayaking and birdwatching in the sheltered marshes. This is beach living without the worry of storms and waves.
…$4,300,0004bedrooms5bathroomsland 0.5haBy Sotheby's International Realty - Osterville Brokerage
- 48Video
House with pool and garden Marstons Mills (United States)
There are three things you almost never find together in a Cape Cod waterfront property: complete privacy, commanding water views, and a deep-water dock. 282 Baxter Neck Road has all three—and then some. Set high on nearly an acre overlooking Prince Cove, this 4,575-square-foot Cape-style residence takes full advantage of its elevated setting. Soaring ceilings and dramatic two-story windows fill the home with water, sky and changing light. You will enjoy a deep connection to the Cove below and the possibilities of the waters beyond. With four bedrooms, four full and two half baths, the home offers generous spaces for family and guests while maintaining a comfortable Cape Cod character. A first-floor primary suite, Brazilian cherry floors, well-equipped kitchen and butler's pantry add to the appeal. Outside, established landscaping and a sparkling, heated gunite pool create a private setting for summer afternoons and evenings. At the water's edge is a heavy-timber deep-water dock extending into the protected waters of Prince Cove. A pedestal supplies fresh water and both 50- and 30-amp power, Private docks of this caliber are increasingly difficult to find-- and even more difficult to replicate. For the boater, it means no separation between home and the water. Step aboard and go, Nantucket Sound, the Islands and waters beyond are calling. The most compelling waterfront properties are defined by qualities that cannot easily be recreated. Privacy. Elevation. Commanding views. And deep-water access from your own backyard. That is what makes 282 Baxter Neck Road special. Please verify all information contained herein.
…$4,400,0004bedrooms6bathroomsland 0.4haBy Sotheby's International Realty - Osterville Brokerage
- 43Video
House with garden and terrace 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!
…$879,0003bedrooms2bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
- 8
House with terrace Osterville (United States)
Located in the heart of Wianno, this exceptional new construction home offers the ultimate Cape Cod lifestyle-just moments to the village and beach. Blending classic Cape architecture with modern luxury, this home is designed for everyday living and effortless entertaining. Exquisite millwork, high ceilings, white oak floors, beautifully appointed built-ins, marble throughout, Marvin windows and doors -it's the finishes that set this home apart. The foyer opens to a gourmet kitchen with generous island, custom cabinetry, pantry, and Sub-Zero refrigerator. The light-filled living and dining spaces flow seamlessly to a beautifully landscaped private yard with ipe deck, creating an inviting setting for indoor-outdoor living. An adjoining bar enhances the home's effortless entertaining appeal, while the main level ensuite is perfect for guest or office space. Upstairs, the layout includes three additional bedrooms, luxurious bathrooms, a built-in reading bench, laundry room, and a grand family room with vaulted ceilings perfect for movie night or relaxed evenings in. The spacious primary suite with large walk-in closet and ensuite bathroom feels like a private oasis. Outside, an outdoor shower and intimate fire pit area complete this exceptional coastal retreat. Photos are renderings and closely represent the finished home. Construction is nearing completion. Buyers and agents to verify all information herein.
…$3,375,0004bedrooms4bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
- 36
House with garden and terrace South Yarmouth (United States)
Cape Cod living doesn't get much better than this. Completely renovated from top to bottom, this exceptional coastal retreat captures beautiful views of Crowell Pond from nearly every room. At the heart of the home, a spectacular open living space invites everyone to gather around the oversized kitchen island, relax by the fireplace, or enjoy dinner framed by water views. Large windows in every room fill the home with natural light, highlighting the just-refinished hardwood floors. Step outside to the expansive deck, where a built-in grill and island set the stage for unforgettable summer evenings. The first-floor primary suite adds comfort and convenience. Start the morning with coffee overlooking the water, play a few sets of tennis, then grab your beach chairs and stroll across the street to Smugglers Beach—or enjoy the soft white sands of South Middle Beach, less than 0.3 miles away. Beautifully renovated and wonderfully situated, this is Cape Cod living at its best. Central AC throughout. Designed and approved plans are attached for an enlarged 2-car garage and primary bedroom suite.
…$2,200,0004bedrooms3bathroomsland 0.4haBy Sotheby's International Realty - Osterville Brokerage
- 11
House with garden and terrace Chatham (United States)
Discover the essence of Cape Cod living at this waterfront retreat on Stage Harbor. Tucked away on a quiet lane yet close to Chatham Village, the property offers sweeping views with ever-changing tidal scenery, birdlife, and spectacular sunsets. The home features a welcoming coastal vibe with sun-filled living spaces, while outdoor areas are ideal for entertaining or quiet reflection. A firepit sets the stage for summer evenings, the perfect way to end the day toasting marshmallows. Whether enjoyed as a seasonal getaway or a year-round residence, 20 Cedar Swamp Lane captures the very best of Chatham. Buyers and agents, please verify all herein.
…$995,0002bedrooms1bathroomland 0.2haBy Sotheby's International Realty - Osterville Brokerage
- 32
Apartment Osterville (United States)
Monthly condo fee includes heat, hot water and electricity! This charmer offers contemporary style in a compact space, featuring a first-floor bedroom, full bath, and loft accessed by a distinctive spiral staircase. A private patio provides a great spot to relax and enjoy the outdoors. A fresh coat of paint and a few personal touches will bring out its full potential. Community amenities include a swimming pool and three coin-operated laundry rooms. Conveniently located just off Route 28, with easy access to Osterville Village, Hyannis, and Mashpee Commons. A delightful opportunity to create your own Cape Cod getaway! Buyers and agents, to verify all information contained herein. Taxes may vary depending on residency status
…$299,9001bedroom1bathroomBy Sotheby's International Realty - Osterville Brokerage
- 40
House with garden and terrace 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 HVAC 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.
…$629,9002bedrooms2bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
- 35
House with garden and terrace 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.
…$699,0003bedrooms2bathroomsland 0.1haBy Sotheby's International Realty - Osterville Brokerage
- 50Video
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 with garden and terrace Osterville (United States)
The right address can give you the best of both worlds—privacy at home and Village life just minutes away. Osterville's Starboard Lane, winding along the western shore of the Bumps River, is one of those special places. Known for gracious homes, substantial parcels, and a wonderfully private setting, it remains one of the Village's most desirable enclaves. Set on 1.68 acres, 420 Starboard Lane offers four bedrooms and 2,636 square feet of comfortable living space, with high ceilings, generous gathering areas, and a floor plan well suited to relaxed Cape Cod living. A detached two-car garage with unfinished space above adds another dimension, offering intriguing possibilities for the future. Here, there is room to breathe without giving up the restaurants, shops, beaches, and everyday pleasures that make Osterville so appealing. Private. Prestigious. Close to everything that matters. Opportunities to own this much land in such a desirable Osterville setting don't come along often. Please verify all information contained herein.
…$1,895,0004bedrooms3bathroomsland 0.7haBy Sotheby's International Realty - Osterville Brokerage
- 45Video
House with pool and garden 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 with garden 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
- 46
House with terrace 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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Contemporary house with garden and terrace 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
- 42
House with terrace 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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