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A secluded treasure nestled on a private island. In the 1950s, Paul Mellon, heir to the famous banking family that established the National Gallery of Art in Washington D.C., and his wife Bunny chose this setting for a summer retreat. They created a home of elegance, comfort and great beauty, where they entertained world leaders, movie stars and industrialists. Bunny shaped the gardens and landscape, creating an exquisite blend of native plantings and trees.The 7,300-square-foot main house is integrated into the land, with its eight bedrooms offering views of either the sea or the gardens. Natural pathways wind through the property, connecting the main house to cottages--including a former art studio converted into a private suite--and lead to a beach house, where the Mellons hosted President John F. Kennedy and Jacqueline.With over five hundred feet of waterfront, a private dock, and access to a private island, now serving as a protected bird sanctuary, this is an island haven like no other.

8 Beds ⋅ 9 Baths ⋅ 22502840 MLS

A secluded treasure nestled on a private island. In the 1950s, Paul Mellon, heir to the famous banking family that established the National Gallery of Art in Washington D.C., and his wife Bunny chose this setting for a summer retreat. They created a home of elegance, comfort and great beauty, where they entertained world leaders, movie stars and industrialists. Bunny shaped the gardens and landscape, creating an exquisite blend of native plantings and trees.The 7,300-square-foot main house is integrated into the land, with its eight bedrooms offering views of either the sea or the gardens. Natural pathways wind through the property, connecting the main house to cottages--including a former art studio converted into a private suite--and lead to a beach house, where the Mellons hosted President John F. Kennedy and Jacqueline.With over five hundred feet of waterfront, a private dock, and access to a private island, now serving as a protected bird sanctuary, this is an island haven like no other.

17 Indian Trail, Osterville

Listing courtesy of Listing Agent: Kelly Crosby (kcrosby@landvest.com) from Listing Office: LandVest, Inc..

Listing sold by from LandVest, Inc.

$11,500,000

Perched on a bluff overlooking Nantucket Sound, this extraordinary waterfront estate is a masterwork of coastal architecture designed to deliver the best of Cape Cod living. Set on nearly 2 acres in Cotuit Village, the property boasts sweeping panoramic views and a private sandy beach. Located minutes from everything the area has to offer, yet a world apart, this world-class setting enjoys the atmosphere of a private seaside resort.Inside, a grand rotunda foyer with a crystal chandelier leads to a soaring great room where white columns frame breathtaking water views. The heart of the home is a spectacular solarium finished with a series of magnificent arched windows and a whitewashed coffered ceiling. A thoughtful floor plan features a first-floor primary suite and multiple guest suites, ideally designed to accommodate multi-generational living. The grounds are equally spectacular, featuring a private tennis court and a path to a picturesque sandy beach. This legacy estate offers a rare blend of elegance and tranquility, where the land and sea meet in perfect harmony.

5 Beds ⋅ 8 Baths ⋅ 22600440 MLS

Perched on a bluff overlooking Nantucket Sound, this extraordinary waterfront estate is a masterwork of coastal architecture designed to deliver the best of Cape Cod living. Set on nearly 2 acres in Cotuit Village, the property boasts sweeping panoramic views and a private sandy beach. Located minutes from everything the area has to offer, yet a world apart, this world-class setting enjoys the atmosphere of a private seaside resort.Inside, a grand rotunda foyer with a crystal chandelier leads to a soaring great room where white columns frame breathtaking water views. The heart of the home is a spectacular solarium finished with a series of magnificent arched windows and a whitewashed coffered ceiling. A thoughtful floor plan features a first-floor primary suite and multiple guest suites, ideally designed to accommodate multi-generational living. The grounds are equally spectacular, featuring a private tennis court and a path to a picturesque sandy beach. This legacy estate offers a rare blend of elegance and tranquility, where the land and sea meet in perfect harmony.

1412 Main Street, Cotuit

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from cci.unknownoffice

$10,500,000

Overlooking the shimmering waters of Nantucket Sound, this extraordinary Wianno estate offers an unparalleled blend of elegance, privacy, and coastal charm. With its own private sandy beach and panoramic ocean views, this is a rare opportunity to own a legacy property, along Sea View Avenue, in one of Cape Cod's most coveted enclaves. Surrounded by lush, professionally landscaped gardens, the residence is a contemporary interpretation of classic shingle-style architecture, thoughtfully designed by the acclaimed firm PSD. The home's open floor plan seamlessly integrates refined formal spaces with relaxed gathering areas--perfect for both sophisticated entertaining and fun family events. Inside, bespoke millwork, soaring ceilings, and dramatic architectural details define the living spaces, while expansive walls of glass frame breathtaking vistas of sky and sea. Each room is a celebration of light, luxury, and craftsmanship! A charming two bedroom two bathroom guest house, with its own deck and water views, provides the perfect retreat for visiting friends or family.This is a fabulous opportunity to own a gracious Osterville estate and turn dreams into reality!

6 Beds ⋅ 7 Baths ⋅ 22503232 MLS

Overlooking the shimmering waters of Nantucket Sound, this extraordinary Wianno estate offers an unparalleled blend of elegance, privacy, and coastal charm. With its own private sandy beach and panoramic ocean views, this is a rare opportunity to own a legacy property, along Sea View Avenue, in one of Cape Cod's most coveted enclaves. Surrounded by lush, professionally landscaped gardens, the residence is a contemporary interpretation of classic shingle-style architecture, thoughtfully designed by the acclaimed firm PSD. The home's open floor plan seamlessly integrates refined formal spaces with relaxed gathering areas--perfect for both sophisticated entertaining and fun family events. Inside, bespoke millwork, soaring ceilings, and dramatic architectural details define the living spaces, while expansive walls of glass frame breathtaking vistas of sky and sea. Each room is a celebration of light, luxury, and craftsmanship! A charming two bedroom two bathroom guest house, with its own deck and water views, provides the perfect retreat for visiting friends or family.This is a fabulous opportunity to own a gracious Osterville estate and turn dreams into reality!

391 Sea View Avenue, Osterville

Listing courtesy of Listing Agent: Gene Orloff (gene.orloff@sothebyshomes.com) from Listing Office: Sotheby's International Realty.

Listing sold by from Berkshire Hathaway HomeServices Robert Paul Properties

$7,500,000

One of the last great undeveloped estate parcels on Cape Cod, this remarkable 6.94-acre waterfront property offers a rare opportunity to create a generational compound in an ultra-prime setting. Dramatically improved over the last year with major site work done by Polhemus Savery DaSilva, including extensive vista pruning, coastal bank stabilization, and a new set of Ipe stairs leading to 200 feet of sandy beach on Cotuit Bay, this extraordinary opportunity to bring your dream home to life awaits. A long, tree-lined drive leads to a picturesque bluff with level ground and wide open panoramas of the bay, Oyster Harbors, and Nantucket Sound beyond. Extensive acreage presents endless opportunities to develop on a grand or intimate scale and accommodate myriad lifestyle amenities. Located a short stroll along the beach from Cotuit Village, yet a world apart, this world-class estate setting is a blank canvas offering total privacy amidst an unsurpassed backdrop.

22504565 MLS

One of the last great undeveloped estate parcels on Cape Cod, this remarkable 6.94-acre waterfront property offers a rare opportunity to create a generational compound in an ultra-prime setting. Dramatically improved over the last year with major site work done by Polhemus Savery DaSilva, including extensive vista pruning, coastal bank stabilization, and a new set of Ipe stairs leading to 200 feet of sandy beach on Cotuit Bay, this extraordinary opportunity to bring your dream home to life awaits. A long, tree-lined drive leads to a picturesque bluff with level ground and wide open panoramas of the bay, Oyster Harbors, and Nantucket Sound beyond. Extensive acreage presents endless opportunities to develop on a grand or intimate scale and accommodate myriad lifestyle amenities. Located a short stroll along the beach from Cotuit Village, yet a world apart, this world-class estate setting is a blank canvas offering total privacy amidst an unsurpassed backdrop.

135 Putnam Avenue (Land), Cotuit

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from cci.unknownoffice

$7,500,000

At the western end of Osterville's legendary Sea View Avenue--a road many believe is one of the most beautiful and valuable on all of Cape Cod reveals a property that transcends the idea of a residence. On over one acre of sweeping, tree-lined greensward with glimpses of West Bay shimmering in the distance, here is a residence that is not simply lived in, but experienced.Accessed by a winding drive of hand-laid paver stones with more than 6,342 square feet of living space, this Merle Thorpe designed home is a masterpiece of craftsmanship from a bygone era. Every lovingly maintained detail speaks to a time when artistry, skill, and pride shaped construction: mahogany windows and doors, wide-plank quarter-sawn oak floors, artisan cabinetry and moldings and graceful curved walls and rooflines that play against the endless blue of Cape Cod skies. It is at once a home and a work of art--a sculpture you inhabit, revealing new secrets and surprises with every visit. The accommodations are generous: seven bedrooms in the main house, and a generously oversized bespoke 1,000+- square foot one-bedroom guest suite with full bath, Pullman refreshment bar and laundry room above the three-car garage complete with radiant heated floors. Even the practical details carry refinement, from a dedicated trash room with an automatic air-venting system to carefully considered storage and systems. The partially finished terrace level offers a bedroom, full bath, laundry room, an additional washing room and space for your imagination to run wild. Outside, the grounds invite leisure and celebration. A 50-foot gunite pool with auto-cover is framed by a stone terrace shaded by Japanese maplesan idyllic setting for alfresco dining on summer evenings, where the sound of waves rolling onto the shore drifts from across the avenue. Ownership here includes something rare: deeded rights to a private pristine Nantucket Sound beach, just steps away, and access to Eel River, perfect for launching kayaks and paddleboards. Welcome to 850 Sea View Avenue, more than a residence; it is a legacy. Built with unmatched skill and devotion, it offers its next steward more than shelter. It is a place where cherished memories are ingrained against a backdrop of beauty and heritage and where every wall, every curve and every view reveal a story of timeless artistry. Please verify all information contained herein.

8 Beds ⋅ 9 Baths ⋅ 22504438 MLS

At the western end of Osterville's legendary Sea View Avenue--a road many believe is one of the most beautiful and valuable on all of Cape Cod reveals a property that transcends the idea of a residence. On over one acre of sweeping, tree-lined greensward with glimpses of West Bay shimmering in the distance, here is a residence that is not simply lived in, but experienced.Accessed by a winding drive of hand-laid paver stones with more than 6,342 square feet of living space, this Merle Thorpe designed home is a masterpiece of craftsmanship from a bygone era. Every lovingly maintained detail speaks to a time when artistry, skill, and pride shaped construction: mahogany windows and doors, wide-plank quarter-sawn oak floors, artisan cabinetry and moldings and graceful curved walls and rooflines that play against the endless blue of Cape Cod skies. It is at once a home and a work of art--a sculpture you inhabit, revealing new secrets and surprises with every visit. The accommodations are generous: seven bedrooms in the main house, and a generously oversized bespoke 1,000+- square foot one-bedroom guest suite with full bath, Pullman refreshment bar and laundry room above the three-car garage complete with radiant heated floors. Even the practical details carry refinement, from a dedicated trash room with an automatic air-venting system to carefully considered storage and systems. The partially finished terrace level offers a bedroom, full bath, laundry room, an additional washing room and space for your imagination to run wild. Outside, the grounds invite leisure and celebration. A 50-foot gunite pool with auto-cover is framed by a stone terrace shaded by Japanese maplesan idyllic setting for alfresco dining on summer evenings, where the sound of waves rolling onto the shore drifts from across the avenue. Ownership here includes something rare: deeded rights to a private pristine Nantucket Sound beach, just steps away, and access to Eel River, perfect for launching kayaks and paddleboards. Welcome to 850 Sea View Avenue, more than a residence; it is a legacy. Built with unmatched skill and devotion, it offers its next steward more than shelter. It is a place where cherished memories are ingrained against a backdrop of beauty and heritage and where every wall, every curve and every view reveal a story of timeless artistry. Please verify all information contained herein.

850 Sea View Avenue, Osterville

Listing courtesy of Listing Agent: John B Cotton, Jr (jack.cotton@sir.com) from Listing Office: Sotheby's International Realty.

Listing sold by from cci.unknownoffice

$6,900,000

Built in 2023, this exquisite waterfront estate features a rare blend of modern luxury and serene natural beauty in a private resort-like setting. From the deep-water dock on Prince Cove to meticulously sourced materials and finishes throughout the residence, every detail was carefully conceived to deliver Cape Cod living at its finest. Designed to embrace outdoor living and entertaining, summer days can be spent gathered around the swimming pool on expansive seaside terraces, complete with an outdoor kitchen and fire pit. Inside, the heart of the home features an open layout with soaring ceilings, a grand stone fireplace, and stunning water views. Glass doors seamlessly connect indoor and outdoor spaces, while the adjacent kitchen boasts a suite of state-of-the-art appliances. A first-floor primary suite offers the utmost convenience and comfort with two walk-in closets, a fireplace, and a luxurious bathroom. Five well-appointed bedrooms on the second level provide refined accommodations for family and guests. On the finished lower level, an spacious recreation room is ideal for movie and game nights, equipped with a wet bar and walkout access to a private covered porch. This inimitable waterfront estate presents an unsurpassed combination of quality and privacy in a coveted setting, just minutes from everything the area has to offer.

6 Beds ⋅ 7 Baths ⋅ 22600817 MLS

Built in 2023, this exquisite waterfront estate features a rare blend of modern luxury and serene natural beauty in a private resort-like setting. From the deep-water dock on Prince Cove to meticulously sourced materials and finishes throughout the residence, every detail was carefully conceived to deliver Cape Cod living at its finest. Designed to embrace outdoor living and entertaining, summer days can be spent gathered around the swimming pool on expansive seaside terraces, complete with an outdoor kitchen and fire pit. Inside, the heart of the home features an open layout with soaring ceilings, a grand stone fireplace, and stunning water views. Glass doors seamlessly connect indoor and outdoor spaces, while the adjacent kitchen boasts a suite of state-of-the-art appliances. A first-floor primary suite offers the utmost convenience and comfort with two walk-in closets, a fireplace, and a luxurious bathroom. Five well-appointed bedrooms on the second level provide refined accommodations for family and guests. On the finished lower level, an spacious recreation room is ideal for movie and game nights, equipped with a wet bar and walkout access to a private covered porch. This inimitable waterfront estate presents an unsurpassed combination of quality and privacy in a coveted setting, just minutes from everything the area has to offer.

240 Baxters Neck Road, Marstons Mills

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from Berkshire Hathaway HomeServices Robert Paul Properties

$5,800,000

Presenting the quintessential Cape Cod beach home on sought-after Sea View Avenue. This classic waterfront residence enjoys unobstructed views of Nantucket Sound with a picture-perfect sandy beach. The six-bedroom home showcases Old World craftsmanship and original period details throughout, including wide heart pine plank floors and paneling. At the heart of the home, a spacious living room with beamed ceilings, built-in bookshelves, and a fireplace gives way to a magnificent sunroom with a wet bar, where days can be spent soaking up the brilliant backdrop. The all-white kitchen offers convenience and functionality, with a pantry, breakfast bar, and access to a glorious swimming pool and patio area through sliding glass doors. A first-floor primary suite boasts breathtaking ocean views that set the stage each morning, while an en suite guest bedroom completes the main level. The second floor features four bedrooms and two full bathrooms, ensuring ample space for family and friends. Additional highlights include a two-car garage, verdant grounds, and multiple outdoor seating areas to bask in an unsurpassed setting. Located minutes from Wianno, Oyster Harbors, the village center, and everything else Osterville has to offer, this iconic beach home delivers an extraordinary lifestyle waiting to be enjoyed.

6 Beds ⋅ 6 Baths ⋅ 22504164 MLS

Presenting the quintessential Cape Cod beach home on sought-after Sea View Avenue. This classic waterfront residence enjoys unobstructed views of Nantucket Sound with a picture-perfect sandy beach. The six-bedroom home showcases Old World craftsmanship and original period details throughout, including wide heart pine plank floors and paneling. At the heart of the home, a spacious living room with beamed ceilings, built-in bookshelves, and a fireplace gives way to a magnificent sunroom with a wet bar, where days can be spent soaking up the brilliant backdrop. The all-white kitchen offers convenience and functionality, with a pantry, breakfast bar, and access to a glorious swimming pool and patio area through sliding glass doors. A first-floor primary suite boasts breathtaking ocean views that set the stage each morning, while an en suite guest bedroom completes the main level. The second floor features four bedrooms and two full bathrooms, ensuring ample space for family and friends. Additional highlights include a two-car garage, verdant grounds, and multiple outdoor seating areas to bask in an unsurpassed setting. Located minutes from Wianno, Oyster Harbors, the village center, and everything else Osterville has to offer, this iconic beach home delivers an extraordinary lifestyle waiting to be enjoyed.

439 Sea View Avenue, Osterville

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from cci.UnrepBuyer

$5,275,000

Designed by renowned architect Royal Barry Wills, this magnificent Oyster Harbors residence combines timeless elegance with a coveted resort lifestyle in one of Cape Cod's most sought-after communities. The stately white brick facade and lush plantings set the stage immediately upon approach, hinting at the inimitable architectural and design details throughout. Sophisticated yet refined interiors retain many original design elements by the late Richard FitzGerald and complement sweeping views of the Donald Ross-designed golf course that are captured from nearly every room. Across the first level, French doors seamlessly connect to multiple outdoor living areas, including a swimming pool, hot tub, brick patio, and expansive bluestone terrace overlooking the golf course. At the heart of the home, a Smallbone kitchen with a butler's pantry effortlessly flows into the adjacent sunroom, formal dining room, and living room. Offering the utmost privacy and convenience, the first-floor primary suite enjoys its own private patio, as well as a fireplace, walk-in closet, and luxurious bath. The second level includes two well-appointed bedrooms, an office, and two full baths. Perfect for staff or guests, an attached in-law suite above the garage provides two additional bedrooms with a kitchenette and living room. A true legacy property set behind the gates of Oyster Harbors, this extraordinary residence delivers the best of Cape Cod living.

5 Beds ⋅ 6 Baths ⋅ 22504570 MLS

Designed by renowned architect Royal Barry Wills, this magnificent Oyster Harbors residence combines timeless elegance with a coveted resort lifestyle in one of Cape Cod's most sought-after communities. The stately white brick facade and lush plantings set the stage immediately upon approach, hinting at the inimitable architectural and design details throughout. Sophisticated yet refined interiors retain many original design elements by the late Richard FitzGerald and complement sweeping views of the Donald Ross-designed golf course that are captured from nearly every room. Across the first level, French doors seamlessly connect to multiple outdoor living areas, including a swimming pool, hot tub, brick patio, and expansive bluestone terrace overlooking the golf course. At the heart of the home, a Smallbone kitchen with a butler's pantry effortlessly flows into the adjacent sunroom, formal dining room, and living room. Offering the utmost privacy and convenience, the first-floor primary suite enjoys its own private patio, as well as a fireplace, walk-in closet, and luxurious bath. The second level includes two well-appointed bedrooms, an office, and two full baths. Perfect for staff or guests, an attached in-law suite above the garage provides two additional bedrooms with a kitchenette and living room. A true legacy property set behind the gates of Oyster Harbors, this extraordinary residence delivers the best of Cape Cod living.

245 North Bay Road, Osterville

Listing courtesy of Listing Agent: Paul E Grover (pgrover@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from LandVest, Inc.

$4,950,000

Set in the heart of Cotuit Village, this iconic waterfront home features a significant deep-water dock and sandy beach on Cotuit Bay. An exceptional opportunity for boating enthusiasts, a recorded dock and dredging license allows for dredging to a depth of five feet below mean low water. The five-bedroom residence is ideally sited on a bluff with commanding views of Cotuit Bay and Nantucket Sound beyond, surrounded by vibrant gardens and manicured lawns. Inside, thoughtful details include vaulted ceilings, exposed beams, and expansive windows that frame the harbor from nearly every angle. An open layout connects living and dining spaces to a spacious deck and brick terrace, perfect for outdoor living and entertaining against a breathtaking backdrop. Located steps from all that Cotuit Village has to offer, this extraordinary property blends timeless charm with an unsurpassed lifestyle, creating the quintessential seaside retreat.

5 Beds ⋅ 3 Baths ⋅ 22504293 MLS

Set in the heart of Cotuit Village, this iconic waterfront home features a significant deep-water dock and sandy beach on Cotuit Bay. An exceptional opportunity for boating enthusiasts, a recorded dock and dredging license allows for dredging to a depth of five feet below mean low water. The five-bedroom residence is ideally sited on a bluff with commanding views of Cotuit Bay and Nantucket Sound beyond, surrounded by vibrant gardens and manicured lawns. Inside, thoughtful details include vaulted ceilings, exposed beams, and expansive windows that frame the harbor from nearly every angle. An open layout connects living and dining spaces to a spacious deck and brick terrace, perfect for outdoor living and entertaining against a breathtaking backdrop. Located steps from all that Cotuit Village has to offer, this extraordinary property blends timeless charm with an unsurpassed lifestyle, creating the quintessential seaside retreat.

916 Main Street, Cotuit

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from William Raveis Real Estate & Home Services

$4,650,000

Set on 3.4 acres of meticulously landscaped grounds in Osterville's coveted Seapuit neighborhood, this magnificent Colonial estate offers the best of modern living on a grand scale. The five-bedroom main residence showcases architectural splendor and attention to detail throughout, with seamless access to expansive outdoor living spaces. Rivaling a private resort, the grounds boast rolling lawns, a sports court, a dazzling swimming pool, and a poolside guest house with a kitchenette and two en suite bedrooms. On the main level of the home, an eat-in chef's kitchen opens to a stunning great room with a grand stone fireplace and glass doors that seamlessly connect to the pool area. The first-floor primary suite offers comfort and convenience with a sumptuous bathroom and access to a private patio overlooking the gardens. On the second level, four well-appointed guest bedrooms provide refined accommodations for family and guests, with additional bonus space for any occasion. Ideal for the car collector, the home is equipped with an attached three-car garage and drive-in lower level offering additional storage or a workspace. Located minutes from everything Osterville has to offer, this exceptional lifestyle property is ready to be enjoyed.

7 Beds ⋅ 9 Baths ⋅ 22601506 MLS

Set on 3.4 acres of meticulously landscaped grounds in Osterville's coveted Seapuit neighborhood, this magnificent Colonial estate offers the best of modern living on a grand scale. The five-bedroom main residence showcases architectural splendor and attention to detail throughout, with seamless access to expansive outdoor living spaces. Rivaling a private resort, the grounds boast rolling lawns, a sports court, a dazzling swimming pool, and a poolside guest house with a kitchenette and two en suite bedrooms. On the main level of the home, an eat-in chef's kitchen opens to a stunning great room with a grand stone fireplace and glass doors that seamlessly connect to the pool area. The first-floor primary suite offers comfort and convenience with a sumptuous bathroom and access to a private patio overlooking the gardens. On the second level, four well-appointed guest bedrooms provide refined accommodations for family and guests, with additional bonus space for any occasion. Ideal for the car collector, the home is equipped with an attached three-car garage and drive-in lower level offering additional storage or a workspace. Located minutes from everything Osterville has to offer, this exceptional lifestyle property is ready to be enjoyed.

44 Seapuit Road, Osterville

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from Frank A Sullivan Real Estate

$4,495,000

Located in the heart of Cotuit, 1045 Main Street is a thoughtfully renovated residence offering refined coastal living in one of Cape Cod's most sought-after enclaves. Blending modern updates with timeless village charm, this home delivers a rare balance of sophistication, comfort, and location.The interior has been elevated with quality finishes, updated systems, and a bright, open feel designed for today's lifestyle. Sun-filled living spaces flow seamlessly, creating an ideal setting for both relaxed everyday living and elevated entertaining.Just moments from the sandy shoreline of Loop Beach, the home also enjoys close proximity to Cotuit Harbor, boutique village amenities, and the cultural destination of the Cotuit Center for the Arts. Summer evenings bring the classic Cape Cod tradition of baseball at Lowell Park with the Cotuit Kettleers.Whether as a year-round residence or coastal retreat, 1045 Main Street offers turnkey living in a premier village setting--where renovation, location, and lifestyle come together seamlessly.

5 Beds ⋅ 6 Baths ⋅ 22601569 MLS

Located in the heart of Cotuit, 1045 Main Street is a thoughtfully renovated residence offering refined coastal living in one of Cape Cod's most sought-after enclaves. Blending modern updates with timeless village charm, this home delivers a rare balance of sophistication, comfort, and location.The interior has been elevated with quality finishes, updated systems, and a bright, open feel designed for today's lifestyle. Sun-filled living spaces flow seamlessly, creating an ideal setting for both relaxed everyday living and elevated entertaining.Just moments from the sandy shoreline of Loop Beach, the home also enjoys close proximity to Cotuit Harbor, boutique village amenities, and the cultural destination of the Cotuit Center for the Arts. Summer evenings bring the classic Cape Cod tradition of baseball at Lowell Park with the Cotuit Kettleers.Whether as a year-round residence or coastal retreat, 1045 Main Street offers turnkey living in a premier village setting--where renovation, location, and lifestyle come together seamlessly.

1045 Main Street, Cotuit

Listing courtesy of Listing Agent: Riley A Blizard (Riley@APlaceOnCape.com) from Listing Office: Greer Real Estate, LLC.

Listing sold by from Greer Real Estate, LLC

$4,400,000

Little Island in Osterville on Cape Cod where the rhythms of the tide shape each day, there stands a home that feels like it's been waiting for you -- quietly, patiently, knowing you belong here.From the moment you step inside, the soaring two story ceilings lift your gaze toward light and space. Traditional shingle-style architecture and exquisite millwork evoke the craftsmanship of another era -- solid, enduring, timeless. Through broad windows, glimpses of West Bay shimmer like a promise, reminding you that the sea is always near. Indeed, your deeded rights to North Bay are just steps away.This is more than just a house on Cape Cod. Every day, every time you return, it is the experience of coming home.Set on 1.13 acres of park-like grounds framing a recently added in ground pool, this 6,700-square-foot masterpiece was designed not only for living but for belonging. It welcomes you with warmth and serenity, offering five bedrooms including a first-floor primary suite -- a sanctuary for rest and reflection.David Whyte wrote, ''There is no house like the house of belonging.'' At 405 Bridge, that idea comes alive. Each space seems to hold the quiet joy of arrival -- the peace of knowing you are home. As you cross the threshold, the feeling is unmistakable. You are embraced. You are welcomed. You are home. Please verify all information contained herein.

5 Beds ⋅ 7 Baths ⋅ 22505663 MLS

Little Island in Osterville on Cape Cod where the rhythms of the tide shape each day, there stands a home that feels like it's been waiting for you -- quietly, patiently, knowing you belong here.From the moment you step inside, the soaring two story ceilings lift your gaze toward light and space. Traditional shingle-style architecture and exquisite millwork evoke the craftsmanship of another era -- solid, enduring, timeless. Through broad windows, glimpses of West Bay shimmer like a promise, reminding you that the sea is always near. Indeed, your deeded rights to North Bay are just steps away.This is more than just a house on Cape Cod. Every day, every time you return, it is the experience of coming home.Set on 1.13 acres of park-like grounds framing a recently added in ground pool, this 6,700-square-foot masterpiece was designed not only for living but for belonging. It welcomes you with warmth and serenity, offering five bedrooms including a first-floor primary suite -- a sanctuary for rest and reflection.David Whyte wrote, ''There is no house like the house of belonging.'' At 405 Bridge, that idea comes alive. Each space seems to hold the quiet joy of arrival -- the peace of knowing you are home. As you cross the threshold, the feeling is unmistakable. You are embraced. You are welcomed. You are home. Please verify all information contained herein.

405 Bridge Street, Osterville

Listing courtesy of Listing Agent: John B Cotton, Jr (jack.cotton@sir.com) from Listing Office: Sotheby's International Realty.

Listing sold by from Frank A Sullivan Real Estate

$4,400,000

Nestled in Osterville's coveted Seapuit enclave, this EB Norris-built estate spans over two acres of serene privacy and limitless potential. From the rolling lawns and infinity pool to its deep-water access on Nantucket Sound, the property offers a rare coastal retreat. Soaring windows flood the interior with natural light, revealing mesmerizing, western-facing sunsets and layered views from every room. The flexible floor plan seamlessly integrates grand entertaining spaces with intimate corners, anchored by a luxurious first-floor primary suite for ultimate comfort. Whether you envision a multi-generational residence or simply desire room to expand, this oasis invites you to craft a lasting Cape Cod legacy.Located mere moments from Osterville's renowned Main Street, world-class golf, exclusive clubs, and pristine beaches, this estate transcends the ordinary, delivering an extraordinary lifestyle for discerning buyers seeking the very best of Cape Cod living.

5 Beds ⋅ 5 Baths ⋅ 22500167 MLS

Nestled in Osterville's coveted Seapuit enclave, this EB Norris-built estate spans over two acres of serene privacy and limitless potential. From the rolling lawns and infinity pool to its deep-water access on Nantucket Sound, the property offers a rare coastal retreat. Soaring windows flood the interior with natural light, revealing mesmerizing, western-facing sunsets and layered views from every room. The flexible floor plan seamlessly integrates grand entertaining spaces with intimate corners, anchored by a luxurious first-floor primary suite for ultimate comfort. Whether you envision a multi-generational residence or simply desire room to expand, this oasis invites you to craft a lasting Cape Cod legacy.Located mere moments from Osterville's renowned Main Street, world-class golf, exclusive clubs, and pristine beaches, this estate transcends the ordinary, delivering an extraordinary lifestyle for discerning buyers seeking the very best of Cape Cod living.

38 Beach Plum Hill Road, Osterville

Listing courtesy of Listing Agent: Guthrie Schofield Group (aschofield@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from Sotheby's International Realty

$4,200,000

A classic gambrel Cape Cod estate offering resort-style outdoor living, and deeded private beach, and mooring access, delivering scale, privacy, and coastal lifestyle without waterfront pricing. This home, built in 2023, features five-bedroom suites, including the Primary wing. Visible from multiple sliding glass doors and windows in the open floor plan is the salt-generated, heated pool with spa, & Cabana, with a kitchenette, grill area, and bathroom/shower beckoning you out to the private 2.24-acre yard. The floor plan flows from the custom kitchen through a dining area to the living room, with a stone surround on the gas fireplace. A wonderful surprise is the 3rd-floor family room with a half bath and snack station. Choice of 2 laundry rooms, a mudroom with a large pantry, and a half bath that gives access to the garage or a fenced area for your dogs. Take yourself to your private beach on Nantucket Sound, where you can moor your boat. Truly an exceptional property in Cotuit.

5 Beds ⋅ 9 Baths ⋅ 22503960 MLS

A classic gambrel Cape Cod estate offering resort-style outdoor living, and deeded private beach, and mooring access, delivering scale, privacy, and coastal lifestyle without waterfront pricing. This home, built in 2023, features five-bedroom suites, including the Primary wing. Visible from multiple sliding glass doors and windows in the open floor plan is the salt-generated, heated pool with spa, & Cabana, with a kitchenette, grill area, and bathroom/shower beckoning you out to the private 2.24-acre yard. The floor plan flows from the custom kitchen through a dining area to the living room, with a stone surround on the gas fireplace. A wonderful surprise is the 3rd-floor family room with a half bath and snack station. Choice of 2 laundry rooms, a mudroom with a large pantry, and a half bath that gives access to the garage or a fenced area for your dogs. Take yourself to your private beach on Nantucket Sound, where you can moor your boat. Truly an exceptional property in Cotuit.

444 Vineyard Road, Cotuit

Listing courtesy of Listing Agent: Kris Chalke (kris@krischalke.com) from Listing Office: William Raveis Real Estate & Home Services.

Listing sold by from cci.UnrepBuyer

$3,995,000

Perfectly sited in one of Osterville's most coveted Wianno locations, this exceptional property offers the ultimate Cape Cod lifestyle-just moments to the village, nearby to the farmers market, and close to Dowses Beach. Set across from the first hole of Wianno Golf Club, the home enjoys sweeping golf course views. Designed for both everyday living and effortless entertaining, it features a gracious, well-proportioned floor plan with defined yet connected living spaces. A stunning foyer draws your eye straight through to the backyard and pool terrace beyond. The first-floor primary suite is a serene retreat with a spacious bath and walk-in closet, while a screened porch off the kitchen and expansive front and rear porches invite outdoor living at every turn. The second floor offers additional bedrooms, office, sitting area, and laundry. The finished walkout lower level includes a family room, theater, bunk room, full bath, and radiant heat. A private pool house with two rooms, wetbar and full bath completes this architecturally striking, thoughtfully designed home. Buyers and agents please verify all herein.

5 Beds ⋅ 5 Baths ⋅ 22601763 MLS

Perfectly sited in one of Osterville's most coveted Wianno locations, this exceptional property offers the ultimate Cape Cod lifestyle-just moments to the village, nearby to the farmers market, and close to Dowses Beach. Set across from the first hole of Wianno Golf Club, the home enjoys sweeping golf course views. Designed for both everyday living and effortless entertaining, it features a gracious, well-proportioned floor plan with defined yet connected living spaces. A stunning foyer draws your eye straight through to the backyard and pool terrace beyond. The first-floor primary suite is a serene retreat with a spacious bath and walk-in closet, while a screened porch off the kitchen and expansive front and rear porches invite outdoor living at every turn. The second floor offers additional bedrooms, office, sitting area, and laundry. The finished walkout lower level includes a family room, theater, bunk room, full bath, and radiant heat. A private pool house with two rooms, wetbar and full bath completes this architecturally striking, thoughtfully designed home. Buyers and agents please verify all herein.

268 Parker Road, Osterville

Listing courtesy of Listing Agent: Ellen Valentgas (ellen.valentgas@sir.com) from Listing Office: Sotheby's International Realty.

Listing sold by from Sotheby's International Realty

$3,350,000

Nestled within one of Cape Cod's most exclusive enclaves, this 2.27-acre parcel offers a rare chance to build your dream home in the coveted gated community of Oyster Harbors. This level lot offers an extraordinary setting with coveted southern exposure and potential water views--ideal for developing a multi-structure estate with a primary residence, guest accommodations, and resort-style outdoor amenities. Additional neighboring two-plus-acre parcels are also available for those seeking expanded grounds or compound potential.

22502538 MLS

Nestled within one of Cape Cod's most exclusive enclaves, this 2.27-acre parcel offers a rare chance to build your dream home in the coveted gated community of Oyster Harbors. This level lot offers an extraordinary setting with coveted southern exposure and potential water views--ideal for developing a multi-structure estate with a primary residence, guest accommodations, and resort-style outdoor amenities. Additional neighboring two-plus-acre parcels are also available for those seeking expanded grounds or compound potential.

21 Indian Trail, Osterville

Listing courtesy of Listing Agent: Robert B Kinlin (rkinlin@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from LandVest, Inc.

$3,250,000

A stunning private residence is now available for sale on a waterfront peninsula, surrounded by one of the largest lakes in the region. This property offers complete privacy on Lake Wequaquet in the Village of Centerville, Cape Cod. Key features include: A long private drive leading to a contemporary style home nestled among trees.- Sweeping 360-degree views of the lake, perfect for enjoying spectacular sunsets.- Three spacious bedrooms on the second floor, along with additional sleeping spaces in den/office areas and bonus rooms.- A four-season enclosed patio that allows for year-round enjoyment of the New England seasons and holidays with family and friends, all while taking in the breathtaking lake views.- An open floor plan on the first floor, ideal for entertaining and living.- A deck and dock that provide access to endless fun, along with a large yard perfect for outdoor activities and swimming from all sides of the property. The sale includes 0 Lakeside Drive West, a .13 acre parcel at the tip of the peninsula. This magical waterfront Cape Cod retreat offers a unique blend of tranquility and adventure, surrounded by water and abundant privacy.

3 Beds ⋅ 4 Baths ⋅ 22600056 MLS

A stunning private residence is now available for sale on a waterfront peninsula, surrounded by one of the largest lakes in the region. This property offers complete privacy on Lake Wequaquet in the Village of Centerville, Cape Cod. Key features include: A long private drive leading to a contemporary style home nestled among trees.- Sweeping 360-degree views of the lake, perfect for enjoying spectacular sunsets.- Three spacious bedrooms on the second floor, along with additional sleeping spaces in den/office areas and bonus rooms.- A four-season enclosed patio that allows for year-round enjoyment of the New England seasons and holidays with family and friends, all while taking in the breathtaking lake views.- An open floor plan on the first floor, ideal for entertaining and living.- A deck and dock that provide access to endless fun, along with a large yard perfect for outdoor activities and swimming from all sides of the property. The sale includes 0 Lakeside Drive West, a .13 acre parcel at the tip of the peninsula. This magical waterfront Cape Cod retreat offers a unique blend of tranquility and adventure, surrounded by water and abundant privacy.

481 Lakeside Drive, Centerville

Listing courtesy of Listing Agent: John E Ciluzzi (jciluzzi@premiercommercial.biz) from Listing Office: Premier Commercial.

Listing sold by from The Foley Company

$3,200,000

Just a mile from Dowses Beach and Osterville village center, this Cape-style home is all about effortless summer living--where days move easily from beach to backyard to evening gatherings with friends and family.A welcoming front porch leads into bright, open living spaces designed for comfort and connection. Directly off the main living and dining areas is a patio-bordered pool, creating a seamless indoor-outdoor flow that's perfect for entertaining or simply enjoying a quiet afternoon in the sun.The first-floor primary suite offers a private retreat, tucked away yet connected to the heart of the home. Upstairs, three ensuite bedrooms provide inviting spaces, while a separate family room creates the perfect setting for movie nights or relaxed evenings in.Whether you're biking to the village for coffee, heading to the beach, or staying home by the pool, everything about this home supports a relaxed, coastal lifestyle. A true Osterville retreat--designed for how you want to live.Buyers and agents please verify all herein.

4 Beds ⋅ 5 Baths ⋅ 22601054 MLS

Just a mile from Dowses Beach and Osterville village center, this Cape-style home is all about effortless summer living--where days move easily from beach to backyard to evening gatherings with friends and family.A welcoming front porch leads into bright, open living spaces designed for comfort and connection. Directly off the main living and dining areas is a patio-bordered pool, creating a seamless indoor-outdoor flow that's perfect for entertaining or simply enjoying a quiet afternoon in the sun.The first-floor primary suite offers a private retreat, tucked away yet connected to the heart of the home. Upstairs, three ensuite bedrooms provide inviting spaces, while a separate family room creates the perfect setting for movie nights or relaxed evenings in.Whether you're biking to the village for coffee, heading to the beach, or staying home by the pool, everything about this home supports a relaxed, coastal lifestyle. A true Osterville retreat--designed for how you want to live.Buyers and agents please verify all herein.

125 Wianno Circle, Osterville

Listing courtesy of Listing Agent: Ellen Valentgas (ellen.valentgas@sir.com) from Listing Office: Sotheby's International Realty.

Listing sold by from Frank A Sullivan Real Estate

$3,000,000

The quintessential Cape Cod summer awaits at this gracious Osterville home set on picturesque Little Island. Savor every minute of summer with deeded rights to North Bay, and enjoying your private, fully fenced back yard with lush professional landscaping, beautiful gunite pool, firepit and outdoor dining. An expansive main floor makes the most of gathering spaces and indoor-outdoor living, with its open-concept layout, direct access to deck and screened porch. Retreat to sanctuary in your first floor primary bedroom suite with substantial bath and walk-in closet, and a peaceful outlook over the garden. Four additional bedrooms plus a bonus room over the 2-car garage provide get-away spaces and ample room for family and visitors. Call to schedule your private showing today. Buyers and agents please verify all herein.

4 Beds ⋅ 4 Baths ⋅ 22504640 MLS

The quintessential Cape Cod summer awaits at this gracious Osterville home set on picturesque Little Island. Savor every minute of summer with deeded rights to North Bay, and enjoying your private, fully fenced back yard with lush professional landscaping, beautiful gunite pool, firepit and outdoor dining. An expansive main floor makes the most of gathering spaces and indoor-outdoor living, with its open-concept layout, direct access to deck and screened porch. Retreat to sanctuary in your first floor primary bedroom suite with substantial bath and walk-in closet, and a peaceful outlook over the garden. Four additional bedrooms plus a bonus room over the 2-car garage provide get-away spaces and ample room for family and visitors. Call to schedule your private showing today. Buyers and agents please verify all herein.

355 Bridge Street, Osterville

Listing courtesy of Listing Agent: Ellen Valentgas (ellen.valentgas@sir.com) from Listing Office: Sotheby's International Realty.

Listing sold by from Craigville Realty Co

$2,925,000

A Rare Opportunity in the Heart of Cape Cod. Perfect as a primary residence, seasonal getaway, or investment property, this custom designed 5 Bedroom, 5.5 Bath retreat is a rare find that offers space, sophistication, and income potential--all just minutes from sandy beaches, village shops, restaurants, and everything that makes Cape Cod living so sought-after.With almost 5,000 square feet of beautifully finished living space (inclusive of the lower level and 5 Star Airbnb Carriage House), exceptional attention to detail, and a location that strikes the perfect balance between privacy and convenience, this is more than a home--it's a lifestyle.

5 Beds ⋅ 6 Baths ⋅ 22504092 MLS

A Rare Opportunity in the Heart of Cape Cod. Perfect as a primary residence, seasonal getaway, or investment property, this custom designed 5 Bedroom, 5.5 Bath retreat is a rare find that offers space, sophistication, and income potential--all just minutes from sandy beaches, village shops, restaurants, and everything that makes Cape Cod living so sought-after.With almost 5,000 square feet of beautifully finished living space (inclusive of the lower level and 5 Star Airbnb Carriage House), exceptional attention to detail, and a location that strikes the perfect balance between privacy and convenience, this is more than a home--it's a lifestyle.

149 Old Stage Road, Centerville

Listing courtesy of Listing Agent: W&W Boston/Cape Cod Connection (joan.witter@compass.com) from Listing Office: Compass Massachusetts, LLC.

Listing sold by from Berkshire Hathaway HomeServices Robert Paul Properties

$2,795,000

Recently completed NEW CONSTRUCTION on the desirable Baxter Neck Rd. This Nantucket style Gambrel home is an exceptional property. The well thought out floor plan is perfect for every day living and entertaining. The high end kitchen featuring white cabinetry, quartz countertops, an oversized island and professional Thermador appliances flows seamlessly into the two story family room and dining area. The first floor primary suite is the perfect retreat for privacy and relaxation. The bathroom with a large tiled shower, stand alone tub, double vanity, separate water closet and a walk in closet will feel like you are in a spa. A home office, half bath and laundry room complete the first floor. The second floor features a second primary suite also including a large tiled shower, stand alone tub, double vanity and separate water closet. The vaulted ceilings in the bedroom and a shiplap feature wall give it an airy coastal feel. There are 2 additional large bedrooms with a jack and jill bathroom, a second laundry room and a finished bonus space above the garage ideal for a game room, kids play area or an additional family room. The large deck right off of the family room make the outside space a dream for entertaining. Need more room ? The basement with 11' ceilings could easily be finished off to include a golf simulator, a home theater, bar area, extra recreational space or even a home gym. This exceptional home is a must see with access to all of the many Barnstable beaches the location is perfect. Buyers and buyer's agents to verify all information herein.

4 Beds ⋅ 4 Baths ⋅ 22600607 MLS

Recently completed NEW CONSTRUCTION on the desirable Baxter Neck Rd. This Nantucket style Gambrel home is an exceptional property. The well thought out floor plan is perfect for every day living and entertaining. The high end kitchen featuring white cabinetry, quartz countertops, an oversized island and professional Thermador appliances flows seamlessly into the two story family room and dining area. The first floor primary suite is the perfect retreat for privacy and relaxation. The bathroom with a large tiled shower, stand alone tub, double vanity, separate water closet and a walk in closet will feel like you are in a spa. A home office, half bath and laundry room complete the first floor. The second floor features a second primary suite also including a large tiled shower, stand alone tub, double vanity and separate water closet. The vaulted ceilings in the bedroom and a shiplap feature wall give it an airy coastal feel. There are 2 additional large bedrooms with a jack and jill bathroom, a second laundry room and a finished bonus space above the garage ideal for a game room, kids play area or an additional family room. The large deck right off of the family room make the outside space a dream for entertaining. Need more room ? The basement with 11' ceilings could easily be finished off to include a golf simulator, a home theater, bar area, extra recreational space or even a home gym. This exceptional home is a must see with access to all of the many Barnstable beaches the location is perfect. Buyers and buyer's agents to verify all information herein.

165 Baxter Neck Road, Marstons Mills

Listing courtesy of Listing Agent: Elisabeth Ploszay (lissa.ploszay@saltregroup.com) from Listing Office: SALT Realty Group.

Listing sold by from Berkshire Hathaway HomeServices Robert Paul Properties

$2,700,000

A custom home in the quaint seaside Village of Osterville! Perfectly nestled alongside Crosby Boat Yard, Nauticus Marina, Oyster Harbors Marina, The Chart Room and well-known West Bay, you will find this top of line crafted 4 bedroom, 3.5 bathroom home. Hand-selected flooring and natural lighting fill the open-concept entertaining spaces and private rooms, creating an elevated living experience. Note-worthy features include a bright open-concept with tall ceilings and a vaulted living room, custom kitchen with chef's pantry, two separate en-suites, private home office, loft space for overflow, front porch, deck with automatic awning, a one car garage and a brand new inground pool with a wrap around stone patio. This home provides a haven for those looking to live life by the sea without relinquishing the convenience of access to Wianno Golf Club, Main Street shopping, plenty of dining options and the beautiful oceanside beaches. The home is ready for you to furnish with your own touches...the perfect Cape home you have been searching for!

4 Beds ⋅ 4 Baths ⋅ 22601599 MLS

A custom home in the quaint seaside Village of Osterville! Perfectly nestled alongside Crosby Boat Yard, Nauticus Marina, Oyster Harbors Marina, The Chart Room and well-known West Bay, you will find this top of line crafted 4 bedroom, 3.5 bathroom home. Hand-selected flooring and natural lighting fill the open-concept entertaining spaces and private rooms, creating an elevated living experience. Note-worthy features include a bright open-concept with tall ceilings and a vaulted living room, custom kitchen with chef's pantry, two separate en-suites, private home office, loft space for overflow, front porch, deck with automatic awning, a one car garage and a brand new inground pool with a wrap around stone patio. This home provides a haven for those looking to live life by the sea without relinquishing the convenience of access to Wianno Golf Club, Main Street shopping, plenty of dining options and the beautiful oceanside beaches. The home is ready for you to furnish with your own touches...the perfect Cape home you have been searching for!

21 Cockachoisett Lane, Osterville

Listing courtesy of Listing Agent: Cindy Houlihan (CHoulihan@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from Coldwell Banker Realty

$2,700,000

***OPEN HOUSE CANCELLED 4/4/26***Nestled near downtown Osterville with picturesque views and access to West Bay, this inviting home offers the perfect blend of location, charm, and opportunity. Tucked away on a private lane, this 3-bedroom, 3 full bath property presents a rare chance to own in one of Osterville's most sought-after areas. Set on a generous 0.87-acre lot, the home feels like your own private Cape Cod retreat. This beautiful property includes a footpath (easement) to West Bay to enjoy gorgeous sunsets all summer long. Inside, you'll find timeless character throughout, including wide pine floors, custom built-ins, and a warm, nostalgic ambiance that captures the essence of classic Cape living. There is an attached oversized 2-car garage with an additional storage space for your kayaks and canoes. Whether you're looking to enjoy it as-is or bring your vision to life, this property is full of possibilities in an unbeatable setting.

3 Beds ⋅ 3 Baths ⋅ 22600993 MLS

***OPEN HOUSE CANCELLED 4/4/26***Nestled near downtown Osterville with picturesque views and access to West Bay, this inviting home offers the perfect blend of location, charm, and opportunity. Tucked away on a private lane, this 3-bedroom, 3 full bath property presents a rare chance to own in one of Osterville's most sought-after areas. Set on a generous 0.87-acre lot, the home feels like your own private Cape Cod retreat. This beautiful property includes a footpath (easement) to West Bay to enjoy gorgeous sunsets all summer long. Inside, you'll find timeless character throughout, including wide pine floors, custom built-ins, and a warm, nostalgic ambiance that captures the essence of classic Cape living. There is an attached oversized 2-car garage with an additional storage space for your kayaks and canoes. Whether you're looking to enjoy it as-is or bring your vision to life, this property is full of possibilities in an unbeatable setting.

18 Winfield Lane, Osterville

Listing courtesy of Listing Agent: Nikki DeFrancesco (nikki@silverstonerg.com) from Listing Office: SilverStone Capeside Realty Group.

Listing sold by from Sotheby's International Realty

$2,700,000

Experience the pinnacle of lakefront living with this stunning new 4-bedroom, top-notch new construction, perfectly situated on the coveted Lake Wequaquet. Meticulously designed with high-end finishes, this Cape Cod masterpiece offers expansive lake views from nearly every room. The open-concept layout features a gourmet kitchen, soaring ceilings, and seamless indoor-outdoor flow to the large mahogany deck and lake.Outside, enjoy direct lake access with two private mahogany docks and a private boat ramp, ideal for boating, swimming, kayaking, or relaxing by the water. Whether you're entertaining guests or seeking a serene retreat, this rare opportunity blends luxury, comfort, and natural beauty in one extraordinary property.

4 Beds ⋅ 4 Baths ⋅ 22600742 MLS

Experience the pinnacle of lakefront living with this stunning new 4-bedroom, top-notch new construction, perfectly situated on the coveted Lake Wequaquet. Meticulously designed with high-end finishes, this Cape Cod masterpiece offers expansive lake views from nearly every room. The open-concept layout features a gourmet kitchen, soaring ceilings, and seamless indoor-outdoor flow to the large mahogany deck and lake.Outside, enjoy direct lake access with two private mahogany docks and a private boat ramp, ideal for boating, swimming, kayaking, or relaxing by the water. Whether you're entertaining guests or seeking a serene retreat, this rare opportunity blends luxury, comfort, and natural beauty in one extraordinary property.

159 Willow Run Drive, Centerville

Listing courtesy of Listing Agent: Tom P Foley (thefoleyco@comcast.net) from Listing Office: The Foley Company.

Listing sold by from Berkshire Hathaway HomeServices Robert Paul Properties

$2,675,000

Welcome to the Captain Richard Snow Handy Estate, Circa 1830. Classic sea side Colonial offers elegance on prestigious Oceanview Avenue steps to pristine Riley's Beach & Loop beach. Fondly known as the General Mather House, on the National Register of Historic Places. Rare legacy property being offered for the first time in nearly 90 years. Expansive rooms are designed for multi generational living for both family life and entertaining. Substantial addition was built to the rear in approximately 1917. On the second level you have plenty of room for guests with 5 bedrooms each offering easy access to 3 full baths. You'll love the original honey colored warm wide pine floors, custom paneling and the authentic 4 chimneys with 7 fireplaces, 3 are operational. Located on the first level where you will be relaxing with family and friends. Spacious kitchen w/ adjoining pantry & laundry room. Celebrating holidays will be special in the luxuriously large dining room, living room w/ built ins and parlor. Bonus family room with easy access to patio and screened porch for ocean breezes. Private 1/2 acre with rose Arbor, mature Holly and Linden trees. Buyer/agent to verify all information

5 Beds ⋅ 4 Baths ⋅ 22504970 MLS

Welcome to the Captain Richard Snow Handy Estate, Circa 1830. Classic sea side Colonial offers elegance on prestigious Oceanview Avenue steps to pristine Riley's Beach & Loop beach. Fondly known as the General Mather House, on the National Register of Historic Places. Rare legacy property being offered for the first time in nearly 90 years. Expansive rooms are designed for multi generational living for both family life and entertaining. Substantial addition was built to the rear in approximately 1917. On the second level you have plenty of room for guests with 5 bedrooms each offering easy access to 3 full baths. You'll love the original honey colored warm wide pine floors, custom paneling and the authentic 4 chimneys with 7 fireplaces, 3 are operational. Located on the first level where you will be relaxing with family and friends. Spacious kitchen w/ adjoining pantry & laundry room. Celebrating holidays will be special in the luxuriously large dining room, living room w/ built ins and parlor. Bonus family room with easy access to patio and screened porch for ocean breezes. Private 1/2 acre with rose Arbor, mature Holly and Linden trees. Buyer/agent to verify all information

188 Ocean View Avenue, Cotuit

Listing courtesy of Listing Agent: Adrienne G Siegel (Adrienne@strawberryhillre.com) from Listing Office: Strawberry Hill R E.

Listing sold by from Kinlin Grover Compass

$2,650,000

This stunning property at 58 Williams Path in West Barnstable offers breathtaking views of Great Marsh, Sandy Neck and Cape Cod Bay from every level . Step inside to a cathedral foyer with windows framing the views of the ocean as if they were hung works of art. Inside, the living room includes a cozy new gas fireplace, to the left you have large primary ensuite with a new private four-season porch . The kitchen shines with a gorgeous quartz countertops and newly refinished flooring . The partially finished basement is permitted for a legal AUD apartment which is now a spacious living area with a new kitchen, full bath, and flooring, along with walkout French doors to the new pool and pool deck area . For comfort, a new AC and heat pump system were installed on the second floor in January of 2025. The home is equipped with new blinds throughout, enhancing privacy and aesthetics. The professionally landscaped grounds feature a modernized irrigation system, including drip irrigation for plantings. This is the ultimate family compound with over 5000sqft of living space tucked up on the hill to ensure 360 degree views all year round and plenty of room for everyone.

5 Beds ⋅ 5 Baths ⋅ 22501636 MLS

This stunning property at 58 Williams Path in West Barnstable offers breathtaking views of Great Marsh, Sandy Neck and Cape Cod Bay from every level . Step inside to a cathedral foyer with windows framing the views of the ocean as if they were hung works of art. Inside, the living room includes a cozy new gas fireplace, to the left you have large primary ensuite with a new private four-season porch . The kitchen shines with a gorgeous quartz countertops and newly refinished flooring . The partially finished basement is permitted for a legal AUD apartment which is now a spacious living area with a new kitchen, full bath, and flooring, along with walkout French doors to the new pool and pool deck area . For comfort, a new AC and heat pump system were installed on the second floor in January of 2025. The home is equipped with new blinds throughout, enhancing privacy and aesthetics. The professionally landscaped grounds feature a modernized irrigation system, including drip irrigation for plantings. This is the ultimate family compound with over 5000sqft of living space tucked up on the hill to ensure 360 degree views all year round and plenty of room for everyone.

58 Williams Path, West Barnstable

Listing courtesy of Listing Agent: Lauren T Scioletti (lauren.scioletti@sir.com) from Listing Office: Sotheby's International Realty.

Listing sold by from Sotheby's International Realty

$2,643,000

Nestled on the enchanting Northside of Cape Cod, this beautiful 3 plus bedroom, 3-bath property is set on 2.5 acres, offering ever-changing views of the marshlands and the waters of Cape Cod Bay. A harmonious blend of classic Cape Cod charm and contemporary sophistication, this home's coastal-inspired design exudes both elegance and ease, creating a haven of tranquility. The heart of the residence is an open, light-filled floor plan thoughtfully crafted for effortless entertaining and everyday comfort. The first floor welcomes you with a warm, firelit living room, an inviting formal dining room, and a sun-soaked sunroom that frames picturesque views of lush gardens and serene waters. The chef's kitchen, a true centerpiece, showcases a central island, stainless steel appliances, a wet bar, and direct access to an expansive deck--perfect for al fresco dining or unwinding with a glass of wine as the sun sets. Convenience meets charm with a first-floor guest bedroom and a beautifully renovated full bath, offering flexibility for visitors or multigenerational living. Upstairs, the primary suite is a sanctuary unto itself, featuring panoramic views, a private dressing room, custom built-ins, and a generous walk-in closet. Two additional well-appointed bedrooms complete the second level, providing ample space for family or guests. The outdoor spaces are as captivating as the interiors, with meticulously landscaped grounds and vibrant flower fields. Whether enjoying peaceful mornings on the deck, enjoying the natural beauty of the surrounding marshes, or hosting memorable summer gatherings, this property epitomizes the timeless allure of Cape Cod.

3 Beds ⋅ 3 Baths ⋅ 22601215 MLS

Nestled on the enchanting Northside of Cape Cod, this beautiful 3 plus bedroom, 3-bath property is set on 2.5 acres, offering ever-changing views of the marshlands and the waters of Cape Cod Bay. A harmonious blend of classic Cape Cod charm and contemporary sophistication, this home's coastal-inspired design exudes both elegance and ease, creating a haven of tranquility. The heart of the residence is an open, light-filled floor plan thoughtfully crafted for effortless entertaining and everyday comfort. The first floor welcomes you with a warm, firelit living room, an inviting formal dining room, and a sun-soaked sunroom that frames picturesque views of lush gardens and serene waters. The chef's kitchen, a true centerpiece, showcases a central island, stainless steel appliances, a wet bar, and direct access to an expansive deck--perfect for al fresco dining or unwinding with a glass of wine as the sun sets. Convenience meets charm with a first-floor guest bedroom and a beautifully renovated full bath, offering flexibility for visitors or multigenerational living. Upstairs, the primary suite is a sanctuary unto itself, featuring panoramic views, a private dressing room, custom built-ins, and a generous walk-in closet. Two additional well-appointed bedrooms complete the second level, providing ample space for family or guests. The outdoor spaces are as captivating as the interiors, with meticulously landscaped grounds and vibrant flower fields. Whether enjoying peaceful mornings on the deck, enjoying the natural beauty of the surrounding marshes, or hosting memorable summer gatherings, this property epitomizes the timeless allure of Cape Cod.

122 Stoney Cove Lane, Barnstable

Listing courtesy of Listing Agent: The Norton Team (nortonteam@compass.com) from Listing Office: Kinlin Grover Compass.

Listing sold by from Kinlin Grover Compass

$2,550,000

Designed by renowned architect Ivan Bereznicki for personal use, this elegant gambrel residence is just steps from vibrant Osterville Village. Positioned to capture natural light and meadow views, the home plays on architectural scale and heritage with high ceilings, oversized classical columns, and floor-to-ceiling windows. The main level features a sleek chef's kitchen with Miele and Viking appliances, a generous adjoining dining area and living room, and a cozy inset inglenook with a handcrafted stone fireplace. All main rooms open to outdoor living areas, including a grilling terrace and generous porch with retractable screens for al fresco entertaining and relaxing. Complete with a detached studio and barn/garage, this rare opportunity in the heart of the village is ready to be enjoyed.

4 Beds ⋅ 5 Baths ⋅ 22503765 MLS

Designed by renowned architect Ivan Bereznicki for personal use, this elegant gambrel residence is just steps from vibrant Osterville Village. Positioned to capture natural light and meadow views, the home plays on architectural scale and heritage with high ceilings, oversized classical columns, and floor-to-ceiling windows. The main level features a sleek chef's kitchen with Miele and Viking appliances, a generous adjoining dining area and living room, and a cozy inset inglenook with a handcrafted stone fireplace. All main rooms open to outdoor living areas, including a grilling terrace and generous porch with retractable screens for al fresco entertaining and relaxing. Complete with a detached studio and barn/garage, this rare opportunity in the heart of the village is ready to be enjoyed.

64 Bay Street, Osterville

Listing courtesy of Listing Agent: Paul E Grover (pgrover@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from Berkshire Hathaway HomeServices Robert Paul Properties

$2,487,500

Experience the epitome of bayside living at 98 Bunker Hill Road, nestled in Osterville's distinguished Seapuit neighborhood. Sitting peacefully on over 2 acres, this 4,715 sq. ft. estate offers five bedrooms, including three with ensuite baths, and a host of inviting spaces perfect for relaxation or entertaining. Exterior assets include an attached three car garage, an abundant backyard with a swimming pool and hot tub, and deeded rights to Dam Pond!The grand entryway leads to a soaring living room filled with natural light, featuring a striking floor-to-ceiling brick fireplace. The bright, modern kitchen is equipped with stainless steel appliances, a central island, and casual dining space, seamlessly connecting to the formal dining room and a dedicated laundry room.The spacious family room impresses with hardwood floors, high ceilings, custom built-ins, and a wood-burning stove framed by cozy bench seating. A wet bar elevates the space for hosting, while a versatile bonus room above serves as a playroom, gym, or billiards room.The home's opposite wing includes a cheerful office with a wood stove, a guest suite with a full bath, and the luxurious primary suite. This retreat features dual walk-in closets, an expansive bath with a jacuzzi tub and double vanity, and tranquil views of the pool. Upstairs, three additional bedrooms and two full baths offer privacy and comfort. The backyard is a summer oasis, with a sparkling pool, hot tub, outdoor shower, gas grill, and a sprawling patio ideal for entertaining or unwinding. If you're in the mood for a salt water swim or paddle, the property comes with deeded rights to Dam Pond, which connects to North Bay. Sophisticated yet inviting, this property delivers on every aspiration. Discover all it has to offer today! Note: Some images of the kitchen and primary bath are digital renderings of a potential renovation.

5 Beds ⋅ 5 Baths ⋅ 22500407 MLS

Experience the epitome of bayside living at 98 Bunker Hill Road, nestled in Osterville's distinguished Seapuit neighborhood. Sitting peacefully on over 2 acres, this 4,715 sq. ft. estate offers five bedrooms, including three with ensuite baths, and a host of inviting spaces perfect for relaxation or entertaining. Exterior assets include an attached three car garage, an abundant backyard with a swimming pool and hot tub, and deeded rights to Dam Pond!The grand entryway leads to a soaring living room filled with natural light, featuring a striking floor-to-ceiling brick fireplace. The bright, modern kitchen is equipped with stainless steel appliances, a central island, and casual dining space, seamlessly connecting to the formal dining room and a dedicated laundry room.The spacious family room impresses with hardwood floors, high ceilings, custom built-ins, and a wood-burning stove framed by cozy bench seating. A wet bar elevates the space for hosting, while a versatile bonus room above serves as a playroom, gym, or billiards room.The home's opposite wing includes a cheerful office with a wood stove, a guest suite with a full bath, and the luxurious primary suite. This retreat features dual walk-in closets, an expansive bath with a jacuzzi tub and double vanity, and tranquil views of the pool. Upstairs, three additional bedrooms and two full baths offer privacy and comfort. The backyard is a summer oasis, with a sparkling pool, hot tub, outdoor shower, gas grill, and a sprawling patio ideal for entertaining or unwinding. If you're in the mood for a salt water swim or paddle, the property comes with deeded rights to Dam Pond, which connects to North Bay. Sophisticated yet inviting, this property delivers on every aspiration. Discover all it has to offer today! Note: Some images of the kitchen and primary bath are digital renderings of a potential renovation.

98 Bunker Hill Road, Osterville

Listing courtesy of Listing Agent: Shaelyn Hegarty (shaelynhegarty@gmail.com) from Listing Office: Frank A Sullivan Real Estate.

Listing sold by from Sotheby's International Realty

$2,475,000

Located in the village of Marstons Mills, this exceptional home features four en suite bedrooms and a swimming pool on 1 acre of verdant grounds. Thoughtful details abound, from hardwood floors and cathedral ceilings to custom built-ins and an abundance of natural light pouring in from oversized windows. A fireplaced great room enjoys views of the pool area and backyard oasis, while the formal dining and sitting rooms provide elegant spaces for entertaining. At the heart of the home, the chef's kitchen boasts high-end appliances, granite countertops, an oversized island, and a sunlit breakfast nook overlooking the backyard. The first-floor primary suite is a private retreat with an office, spa-like bath, walk-in closet, and dressing room. Upstairs, three guest suites feature custom-tiled baths, while a private wing above the garage offers an expansive bonus space with endless possibilities. Set on a private acre with mature landscaping, a Gunite saltwater pool and spa, and a heated three-car garage, this home blends elegance, comfort, and functionality.

4 Beds ⋅ 6 Baths ⋅ 22504081 MLS

Located in the village of Marstons Mills, this exceptional home features four en suite bedrooms and a swimming pool on 1 acre of verdant grounds. Thoughtful details abound, from hardwood floors and cathedral ceilings to custom built-ins and an abundance of natural light pouring in from oversized windows. A fireplaced great room enjoys views of the pool area and backyard oasis, while the formal dining and sitting rooms provide elegant spaces for entertaining. At the heart of the home, the chef's kitchen boasts high-end appliances, granite countertops, an oversized island, and a sunlit breakfast nook overlooking the backyard. The first-floor primary suite is a private retreat with an office, spa-like bath, walk-in closet, and dressing room. Upstairs, three guest suites feature custom-tiled baths, while a private wing above the garage offers an expansive bonus space with endless possibilities. Set on a private acre with mature landscaping, a Gunite saltwater pool and spa, and a heated three-car garage, this home blends elegance, comfort, and functionality.

431 Baxters Neck Road, Marstons Mills

Listing courtesy of Listing Agent: Paul E Grover (pgrover@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Listing sold by from Kinlin Grover Compass

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