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Modern Luxury Meets Coastal Charm in Orleans, Cape CodWelcome to an exclusive enclave of four newly constructed luxury homes in the heart of South Orleans, where timeless coastal charm meets sophisticated modern design. Nestled in a picturesque setting, each residence in this subdivision offers refined elegance, premium finishes, and a private pool--creating a sanctuary perfect for both relaxation and entertaining.Designed with versatility in mind, the home features a spacious walk-out lower level boasting high ceilings and abundant natural light. The finished walk-out lower level offers additional bathroom and wet bar, for the ultimate entertainment hub.Set on a generously sized lot this home is thoughtfully positioned to maximize privacy. Mature trees, carefully transplanted from the site, lend the neighborhood a beautifully established ambiance, enhancing the sense of serenity and seclusion.Ideally located near Portanimicut Landing, with easy access to Pleasant Bay, and just moments from the new Greenbelt Gateway, this setting offers the best of Cape Cod's natural beauty and outdoor recreation.
…By Gibson Sotheby's International Realty
Nestled beneath magnificent trees that are part of the property's original landscape design, this charming three-bedroom home enjoys a coveted East Orleans location just moments from Nauset Beach and adjacent to the sought-after Pochet area. Brick and stone pathways wind through beautifully established grounds to brick patios that create distinct outdoor gathering spaces, where ocean breezes filter through the canopy above. From here, enjoy leisurely walks or bike rides to Nauset Beach--less than a mile away--to greet the sunrise, stroll the shoreline, or simply listen to the rhythm of the Atlantic.Inside, the home exudes sunshine, with a welcoming living room that flows into a kitchen and dining area, featuring granite countertops and Wolf and Sub-Zero appliances. Three bedrooms and two baths are conveniently located on the main level, including a beautifully appointed marble primary bath. Generous attic space offers exciting potential for future expansion and customization. Ideally situated near East Orleans Village, you'll enjoy easy access to local shops, restaurants, boating, and all the natural beauty that makes this corner of Cape Cod so special.
…By Gibson Sotheby's International Realty
Turnkey and fully furnished, this 2-bedroom, 1-bath top floor corner unit is ready for summer occupancy. Features include vaulted ceilings in the living room and kitchen, creating a bright and spacious feel and the convenience of having an in-unit washer and dryer. The building has recently undergone extensive exterior renovations, including new siding, roof, trim,front door, and AZEK decking and handrails. Ideally situated near restaurants, shopping, the Cape Cod Rail Trail, and less than 2 miles from Skaket Beach, this home offers the perfect blend of comfort and convenience.Buyer/Agent to verify all information.(Agent/Owner)
…By Gibson Sotheby's International Realty
Welcome to this classic Cape-style home now featuring a spring price improvement, a perfect opportunity to make your move this season and be in for the summer! Designed with a flexible and functional layout, the home offers 2,092 sq ft of versatile living space in the main residence.First floor living includes a spacious primary en suite bedroom, a second bedroom, a shared bath with convenient laundry, plus a bright kitchen, dining area, and comfortable living room.Upstairs, you'll find two additional bedrooms and a full shared bath, providing ample space for family and guests. A walk-out lower level adds 758 more sq ft of flexibility. The property also includes an attached two-car garage with a one-bedroom apartment above, ideal for in-law accommodations, guest space, or potential rental income. Move-in ready with room to personalize, this home presents a fantastic opportunity to add your own style and build equity.Located just around the bend from scenic Bakers Pond,you'll enjoy a peaceful setting w/easy access to outdoor recreation . Garage sits on lot 69 and that will be combined with lot 67 at closing. Buyers/agents to verify details. Some photos are virtually staged
…By Gibson Sotheby's International Realty
Discover the opportunity to enjoy your dream Cape Cod home in the heart of Orleans. Perfectly positioned near downtown shops, the Cape Cod Rail Trail, and beautiful Skaket & Nauset Beach, this charming one-owner home offers location, potential, and value in one of Orleans' most desirable areas.This 1,200 square foot home is full of classic Cape charm, featuring a cozy living room with cathedral ceilings and fireplace, an open kitchen and dining area with slider leading to the deck and patio, and the ease of first-floor living with a bedroom, full bath, and laundry all on the main level. Upstairs are two additional bedrooms and a second full bath, while the lower level offers bonus living space ideal for overflow guests, a family room, or home office.While this year-round home is ready for your personal touches, improvements include natural gas heat, a new septic system (2026), newer roof (2015), irrigation, and the quintessential Cape Cod outdoor shower. Set on a beautiful lot in a prime Orleans location, this is a wonderful opportunity to bring your vision and style to a classic Cape Cod home.
…By Gibson Sotheby's International Realty
Tucked away on a private lane in desirable East Orleans, this charming Cape Cod style residence is being offered for the very first time by its original owners. Thoughtfully designed and lovingly maintained, this special home offers the perfect blend of timeless character, comfortable living, and an exceptional location close to everything Orleans has to offer. Inside, the inviting open-concept kitchen features updated cabinetry, stone countertops, and seamless flow into the cozy family room and dining area an ideal setting for both everyday living and entertaining. A warm fireplace anchors the family room, creating a welcoming atmosphere year round. The first floor primary suite provides ease and privacy, complete with a beautifully updated bath featuring a tiled walk in shower and spacious walk in closet. A formal living room with custom built-ins and an additional fireplace adds charm and versatility to the home's thoughtful layout. Upstairs, you'll find two generously sized bedrooms and a full bath, offering comfortable accommodations for family and guests alike. The finished lower level provides additional living space perfect for a media room or office. or overflow guests. Additional highlights include a two car garage with bonus space above, offering endless possibilities for a studio or workshop. Outside, the beautifully landscaped yard and charming brick patio create the perfect backdrop for relaxing summer evenings and outdoor gatherings. Enjoy the best of Cape Cod living with nearby access to Asa's Landing for launching your boat or kayaks, plus Nauset Beach just a short drive away. From boating and beach days to dining and shopping in downtown Orleans, this is a rare opportunity to create lasting Cape Cod memories in an exceptional East Orleans setting.
…By Sotheby’s International Realty – Sandwich Brokerage
East Orleans - Set on 2.3 private acres framed by classic stone walls and close proximity to the water with winter peeks, this rare multi-home compound offers exceptional charm and versatility.The main residence provides nearly 3,500 square feet of inviting single-level living, featuring 8 rooms, 3 bedrooms, 2.5 baths, and an oversized 868-square-foot two-car garage--ideal for comfortable year-round living or extended family gatherings.The second residence, rich in history and character, offers 1,133 square feet with 3 bedrooms and 1 bath. Originally built in 1812 by Joshua Crosby, who commanded a quarterdeck gun aboard the historic frigate USS Constitution, the home reflects the enduring heritage of old Cape Cod.A detached one-car barn adds further functionality and storage. The surrounding neighborhood exudes a timeless Cape Cod ambiance, with a beautiful Tonset Road landing just around the bend, perfect for enjoying coastal living.
…By Gibson Sotheby's International Realty
Located on a beautiful cul-de-sac surrounded by quintessential Cape Cod homes, this rare panhandle lot sits waiting for your Cape Cod dream home. Lot is offered with engineering, bulding plans and permits in place. Skymeadow Drive is a wonderful, lovingly maintained neighborhood just minutes away from Skaket Beach and Cape Cod Bay. Walking, biking, close to Orleans village center-this area provides everything you need. Easy access into lot. More details upon request.
…By Gibson Sotheby's International Realty
Enjoy carefree living close to all Orleans has to offer in this elegant, 62+ independent living community. This 3rd Floor corner end unit features a bright open and spacious floor plan with 2 bedrooms and 2 full baths, full size kitchen, dining room with extra windows, living room with large outdoor balcony. Primary bedroom has 2 closets & a private bath with walk-in shower. Guest bedroom or family room features 2 walls of custom built-in shelving/cabinets. Brand new carpeting throughout. Monthly fee includes: 24/7 concierge, security, utilities-including gas heat, A/C, basic cable, electric, water; trash removal, repair & maintenance of the unit including major appliances & windows, exterior maintenance, garage parking & interior storage unit. Optional gourmet meals prepared by a private chef & served in the formal dining room; or order meals brought to your door. Common areas: kitchen & sunny solarium where residents enjoy gathering for morning coffee, a library, large living room w/fireplace, exercise room & visitor's suite for extra overnight guests.
…By Gibson Sotheby's International Realty
In a bucolic setting on a quiet lane in South Orleans, this charming three bedroom shingled house awaits a buyer with vision and enthusiasm. Set a top a hill on over half an acre this house boasts a layout for easy one floor living. The terraced walkway to the front door gives an opportunity for an enchanting garden. A lower level garage, fireplace, and full basement are attractive features. Located between Pleasant Bay and downtown Orleans, this property is offered at a very reasonable price, with plentiful options in this desired location.
…By Gibson Sotheby's International Realty
This impeccable waterfront home is defined by its exceptional setting and thoughtful design. Panoramic views across Mill Pond to Nauset Beach and beyond, visible from every primary living space. A private path leads to the water, offering mooring potential just offshore and direct access to the open ocean.The foyer opens to a cathedral-ceiling living room with lofted overlook, all oriented to capture the view. The open layout flows through the dining area and kitchen, with sliders to a wraparound deck for effortless outdoor living. A wood-burning fireplace anchors the den off the kitchen.Kitchen features cherry cabinetry, center island, and adjacent mudroom/laundry connecting to a side deck, stone patio, and outdoor shower. The first-floor primary suite offers water views, walk-in closet, ensuite bath, and private deck.Above the two-car garage, a private guest suite with full bath and separate entrance provides ideal additional space. The walk-out lower level includes a wet bar, finished living area with views, guest room/office, cedar closet, and plumbing for a future bath.Future expansion and pool potential.
…By Gibson Sotheby's International Realty
Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and you own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, hot tub, and large deck for gatherings or peaceful enjoyment. A must see if you are a boater, looking for a great investment, or want to enjoy summers on the Cape with your family and friends.
…By Gibson Sotheby's International Realty
Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square feet of living space unfolds with a comfortable and natural flow. Hardwood floors, exposed beams, fireplaces, and generous gathering spaces create a welcoming environment for everyday living. A flexible fifth room within the home can be privately sectioned off and features its own exterior entrance, full bathroom, and kitchenette. The home has been carefully maintained and thoughtfully updated, including a generator for year-round living. Finished space above the carriage house provides additional options for work or hobbies. Located just moments from Pleasant Bay. This property offers convenient access to many of the Lower Cape's most loved destinations while maintaining a peaceful residential setting.
…By Gibson Sotheby's International Realty
Now's your chance to own one of East Orleans' most iconic properties!Once home to the beloved Kadee's Lobster & Clam Bar, a bustling fish market, a welcoming gift shop, and the ever-popular Apple Grove Mini Golf, this unforgettable property is ready for its next chapter. At the heart of it all is the original family home, which later became Kadee's Gray Elephant Inn, offering classic Cape charm with a storybook past. Spanning 1.79 acres across three parcels--212, 214, and 216 Main Street--the property currently features a main building divided into seven apartments. Any plans to maintain the apartments will require town approval. Town sewer is at the street and expected to be ready for tie-in by January 2026.Whether you're looking to revive a treasured local landmark or bring a fresh new vision to life--think hospitality, housing, or something wonderfully unexpected--this prime East Orleans location offers high visibility, ample on-site parking (a rare gem!).Opportunities like this don't come around often!Please reference commercial listing MLS#22500108 that complements this listing. Seller open to Buyer concessions
…By Gibson Sotheby's International Realty
Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height and plenty of natural light. The space comes pre-plumbed for an additional bathroom and wet bar, providing a perfect opportunity to create an entertainment area. Each property is thoughtfully positioned on spacious lots to ensure maximum privacy. the developer has carefully transplanted existing trees from the site, creating the ambiance of an established, mature neighborhood. The location offers great proximity to Portanimicut Landing with access to Pleasant Bay, and the new Greenbelt Gateway.Ready for delivery in June 2025, these homes provide a rare opportunity to enjoy Cape Cod living at its finest. Don't miss your chance to own a piece of paradise!
…By Gibson Sotheby's International Realty
Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height and plenty of natural light. The space comes pre-plumbed for an additional bathroom and wet bar, providing a perfect opportunity to create an entertainment area. Each property is thoughtfully positioned on spacious lots to ensure maximum privacy. the developer has carefully transplanted existing trees from the site, creating the ambiance of an established, mature neighborhood. The location offers great proximity to Portanimicut Landing with access to Pleasant Bay, and the new Greenbelt Gateway.Ready for delivery in June 2025, these homes provide a rare opportunity to enjoy Cape Cod living at its finest. Don't miss your chance to own a piece of paradise!
…By Gibson Sotheby's International Realty
Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height and plenty of natural light. The space comes pre-plumbed for an additional bathroom and wet bar, providing a perfect opportunity to create an entertainment area. Each property is thoughtfully positioned on spacious lots to ensure maximum privacy. the developer has carefully transplanted existing trees from the site, creating the ambiance of an established, mature neighborhood. The location offers great proximity to Portanimicut Landing with access to Pleasant Bay, and the new Greenbelt Gateway.Ready for delivery in June 2025, these homes provide a rare opportunity to enjoy Cape Cod living at its finest. Don't miss your chance to own a piece of paradise!
…By Gibson Sotheby's International Realty
Rare offering on picturesque Paw Wah Pond. A 3/4 acre salt waterfront parcel with direct access to Paw Wah and onto Little Pleasant Bay and the Atlantic beyond. A wonderful area of Orleans full of conservation and walking trails. Also, convenient to all the amenities. Engineer plans attached to listing.
…By Gibson Sotheby's International Realty
Meticulously maintained inside and out, the Mayo-Keene House (circa 1834) has been lovingly preserved while thoughtfully expanded & updated with every modern feature. Offering over 4,000 square feet of finished living space, this expansive 3-bedroom, 5.5-bath residence seamlessly blends historic character with today's quality craftsmanship.Inside, generous living areas allow everyone to enjoy their own space and privacy. A chef's kitchen featuring a Wolf gas range, dual Wolf ovens, two islands, built-in beverage refrigerator drawers, and custom cabinetry--perfect for cooking and entertaining alike.Enjoy radiant floor heating in all five bathrooms and the inviting four-season sunroom, where you can take in tranquil views of Rock Harbor and Rock Harbor Creek. Just a short stroll out of the driveway brings you to Dyer Prince Beach, where you can experience the beauty of Cape Cod Bay, or launch your boat nearby at the Eastham side of Rock Harbor.Whether enjoyed year-round, as a summer retreat, or a holiday gathering, this timeless home is truly turn-key -- offering classic Cape Cod charm with all the ease of modern living. Seller welcomes offers with requests for buyer concessions
…By Gibson Sotheby's International Realty
Meticulously maintained inside and out, the Mayo-Keene House (circa 1834) has been lovingly preserved while thoughtfully expanded & updated with every modern feature. Offering over 4,000 square feet of finished living space, this expansive 3-bedroom, 5.5-bath residence seamlessly blends historic character with today's quality craftsmanship.Inside, generous living areas allow everyone to enjoy their own space and privacy. A chef's kitchen featuring a Wolf gas range, dual Wolf ovens, two islands, built-in beverage refrigerator drawers, and custom cabinetry--perfect for cooking and entertaining alike.Enjoy radiant floor heating in all five bathrooms and the inviting four-season sunroom, where you can take in tranquil views of Rock Harbor and Rock Harbor Creek. Just a short stroll out of the driveway brings you to Dyer Prince Beach, where you can experience the beauty of Cape Cod Bay, or launch your boat nearby at the Eastham side of Rock Harbor.Whether enjoyed year-round, as a summer retreat, or a holiday gathering, this timeless home is truly turn-key -- offering classic Cape Cod charm with all the ease of modern living. Seller welcomes offers with requests for buyer concessions
…By Gibson Sotheby's International Realty
Tucked away on more than 20 acres with breathtaking, panoramic views of Cape Cod Bay, this extraordinary Eastham estate presents a rare opportunity to own a true piece of Cape Cod history. Set in its own private world, this remarkable property embodies a timeless connection between heritage, nature, and coastal living. Originally constructed in 1780 and later relocated from Bridge Road, the home has a rich and storied past. For generations, it served as a beloved family retreat—a rustic hunting and fishing camp, a gathering place for simple pleasures, and a peaceful escape from the modern world. Known affectionately as “The House that Lives in Nature,” this special property continues to honor that legacy, seamlessly blending antique charm with the serenity of its stunning natural surroundings. The setting is nothing short of extraordinary. Encompassing 20.3 acres, including 16 acres preserved in conservation, the land offers unparalleled privacy and sweeping views that stretch across the bay to the distant horizon. Every moment here is shaped by the rhythm of the tides, the shifting light, and the ever-changing landscape of coastal Eastham. Whether enjoying morning coffee as the sun rises over the dunes, taking a contemplative walk along winding paths framed by mature trees, or watching vibrant sunsets melt into the water, this is a property that invites you to slow down, breathe deeply, and reconnect with nature in a way few homes can offer. The conservation land ensures that this serene environment will remain untouched, preserving both tranquility and natural beauty for generations to come. Inside, the home retains its authentic character, with period details that speak eloquently to its historic roots. The warmth of rich wood paneling, hand-hewn beams, and a central fireplace creates an atmosphere of comfort, nostalgia, and timeless craftsmanship. Each room feels intimate and inviting, offering glimpses into a bygone era when simplicity, quality, and a connection to the environment were paramount. The living room, in particular, captures the essence of this special setting, with expansive windows framing uninterrupted views of Cape Cod Bay—a living work of art that changes with the seasons, light, and tides. Every glance offers a new perspective, a new story, and a constant reminder of the extraordinary location and natural splendor surrounding the home. While steeped in history, the property also presents remarkable potential for the future. Whether preserved as a family retreat, thoughtfully restored as a historic residence, or reimagined to harmonize old and new, the possibilities are as boundless as the surrounding landscape. The land’s conservation component ensures that its privacy and beauty will endure, offering peace of mind, a sense of sanctuary, and an unparalleled connection to the Cape Cod environment. Located in one of Eastham’s most picturesque areas, this exceptional property offers seclusion while remaining conveniently close to the best of the Outer Cape. Enjoy easy access to the Cape Cod National Seashore, pristine beaches, scenic conservation trails, charming local shops, renowned restaurants, and the unique coastal culture that defines this cherished community. Whether envisioned as a year-round residence, seasonal retreat, or historic restoration project, this home offers an extraordinary opportunity to own not just a house, but a piece of Eastham’s living heritage. Truly one of a kind, this is more than a property—it is a place where history, nature, and possibility converge. From its origin as a humble seaside retreat to its role today as a treasured sanctuary, The House that Lives in Nature invites you to become part of its enduring story. With its expansive acreage, timeless character, and breathtaking panoramic water views, this Eastham estate stands as a singular offering on Cape Cod’s Bay side, ready to inspire its next chapter and captivate all who experience it.
…By Gibson Sotheby's International Realty
Step back in time as you wind your way home along old Cape Cod roads, surrounded by ponds, marsh, and the quiet natural beauty of Eastham, to this rare marsh front Cape set above one of the Outer Cape's most captivating landscapes. Sweeping views toward Cape Cod Bay, shifting light across the marsh grasses, tidal movement through the natural channel, and wide coastal sky create a setting that feels peaceful, private, and unforgettable. Enjoy morning coffee, sunset drinks, and stargazing from the wraparound deck, with First Encounter Beach and the Cape Cod National Seashore nearby. Inside, light-filled spaces keep the landscape present in every season, with water views from every room. A first-floor bedroom opens directly to the deck, while the second-floor primary captures elevated marsh and bay views. Thoughtfully maintained and carefully updated over time, the home offers comfort, privacy, and a natural low-maintenance landscape that blends with its surroundings. Old Cape Cod at its best: salt air, open sky, changing tides, protected natural beauty, and a rare connection to nature. Large walk-out basement not counted in square footage. New Price-great weekend getaway or rental.
…By Gibson Sotheby's International Realty
Opportunities like this simply do not come along. For the first time in many years, a property within the private Ten Lot Association is available -- a chance to claim your place in one of Brewster's most coveted enclaves on the shores of Cape Cod Bay. Both 61 & 0 Bonnie Doone are being sold together to provide more opportunities for a Buyer. The property is offered with full transparency: the existing 3-bedroom home requires renovation or may be best suited for a complete rebuild. This is not a limitation -- it is an invitation. For the discerning buyer, it is a blank canvas within an irreplaceable setting, a chance to design and build the Cape Cod retreat you have always envisioned, on land that rarely changes hands. What truly distinguishes this offering is the opportunity for membership in the Ten Lot Association itself. As one of only a handful of property owners, you will enjoy exclusive access to a breathtaking private path leading directly to a secluded stretch of Cape Cod Bay beach and tennis court. Convenient to all the Brewster amenities, beaches, bike path, Nickerson State Park, and Orleans. Once you get to this piece of paradise, you will not want to leave!
…By Gibson Sotheby's International Realty
Step into a timeless Cape Gambrel built by family for family as the perfect retreat for making lasting memories. Whether it's lazy beach days, cozy afternoons with a book, or rainy-day puzzles, this home captures the essence of Cape Cod living. Idea in town location just a short distance from everything in Brewster! This property includes deeded beach rights and a rare 1/100 share of the highly sought-after Sea Pines Neighborhood Association Beach--widely regarded as one of the most beautiful bay beaches in the area. The home features 4 bedrooms and an open-concept living, kitchen, and dining area with two sliders opening to outside living areas!. A full basement provides additional space and flexibility. Outdoors, enjoy multiple seating areas, a deck, firepit, and two outdoor showers--a true Cape Cod luxury. Recent updates include: New windows and rear slider Durable Azek trim and new gutters; 45-year architectural roof shingles (installed Summer 2012) Natural gas furnace, central A/C, and newer appliances. On a private, level lot, this home offers a peaceful setting with gentle scenic proximity to the shores of Cape Cod Bay. Your own sandy toes and salty kisses can start now!
…By Gibson Sotheby's International Realty
Discover the opportunity to create your dream Cape Cod retreat in the heart of Brewster. Ideally located near charming village shops, the Cape Cod Rail Trail, Nickerson State Park, and Brewster's beloved bay beaches and freshwater ponds, this property offers the perfect combination of location, potential, and value.This inviting 1,200-square-foot home is filled with classic Cape Cod charm. The cozy living room features a fireplace, while the open kitchen and dining area flow seamlessly to a screened porch--an ideal spot for relaxing after a day at the beach. Designed for easy one-floor living, the home offers three bedrooms, two full baths, and laundry all on the main level.The finished lower level provides valuable bonus space, perfect for a family room, home office, recreation area, or overflow accommodations for guests. While the home is ready for your personal updates and design vision, several important improvements are already in place, including natural gas heat, a new septic system (2026), hot water heater (2023), irrigation, and the quintessential Cape Cod outdoor shower.Set on a beautiful lot in one of Brewster's most desirable locations, this year-round home presents exceptional opportunity to customize a property to your taste while enjoying everything that makes Cape Cod living so special.
…By Gibson Sotheby's International Realty
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