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      Chatham MA Waterfront Properties

      Find the latest waterfront properties for sale in Chatham, MA with Buyer Brokers of Cape Cod. Save your favorite listings to your account. If you don't have an account with us, you can register here. You'll be able to keep track of your saved listings and when new properties match your search criteria.

      Be sure to contact us to schedule a showing for any listing below or if you have any questions about the Cape Cod real estate marker.

      301 Whidah Road Chatham MA 02650

      Chatham, MA301 Whidah Road

      Price$14,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22402425

      • Residential
      • Bedrooms 5
      • Bathroom 7
      • Square Feet 7,259
      • Parking Spaces 5

      Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and moor your boat out in front of your home. Designed by renown Salt Architecture, the residence seamlessly blends Cape Cod design with a modern aesthetic elevating seaside living to a level all its own. Using the finest of building materials, attention to detail and the quality of craftsmanship is evident throughout. From the design-inspired interior to the outdoor patio, and heated pool and spa area, nothing is overlooked in this seaside beauty. A tour of the home starts in the front entryway where guests are greeted with striking views of the water, a grand staircase, and a welcoming sitting area. Floor to ceiling windows draw you into the living room that features an exquisitely designed gas fireplace and rock mantel serving as the focal point of the room. On your way to the kitchen, you'll pass an extended wet bar centrally located to the living, dining, kitchen, and patio areas giving the space a friendly indoor/outdoor vibe when entertaining. Walking through this space and approaching the kitchen you'll understand the value of masterful building design. The scale and proportion of the combined kitchen and dining area are perfect as one blends perfectly with the other. A nearby three-season room with gas stove adds another space to enjoy the views and watch the boats go by. Heading from the kitchen towards the side entrance you pass the laundry area, mudroom with cubbies, a half bath, and a door that leads out to a deck where you'll find a BBQ grill area customized for the home. A private primary suite is located on the West side of the home, set apart from the main living areas. This suite has a private office overlooking the water, and a spa-like private bath and its own outdoor shower providing the ideal alfresco experience. The grand staircase is one of the home's focal points and stands as a work of art extending to all 3 levels. An expansive second floor landing greets you at the top of the stairs giving a bird's eye view to the living room below. 3 bedrooms are located on this level, with 2 having spa-like private baths and the other being a fun bunkroom for kids. You'll also discover a comfortable reading nook, laundry and a family room with its own private deck overlooking the pool and having panoramic views of the water and shoreline. The lower level is designed as the ideal recreation space for both adults and children. Here you'll enjoy a nautical themed bar and half-kitchen, exercise room, glass enclosed climate-controlled wine cellar, full bath, a custom-built pool table, and a comfortable entertainment space with a media area, perfect for movie nights. The residence comes complete with a detached 2 car garage with a private suite above having its own bedroom, bath, wet bar, and laundry. With sustainability in mind during the design process, the home features triple glazed doors and windows, Savant Smart System, radiant heat in the bedrooms and baths, all-electric mechanical systems, above code R values with continuous exterior insulation, locally sourced wood flooring and ceilings, a separate well for irrigation, and a generator for Key Systems. With 5 bedrooms, 6.5 baths, spanning over 7,000 SF of living space, and set on 2.18 acres, this home is truly the epitome of coastal living. We encourage a tour through our photo collection to see more of this remarkable residence. A picture is worth a thousand words.

      Listed by Doug Grattan of Christie's International Real Estate Atlantic Brokerage

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      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      113 Seapine Road Chatham MA 02650

      Chatham, MA113 Seapine Road

      Price$9,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22500816

      • Residential
      • Bedrooms 4
      • Bathroom 6
      • Square Feet 5,850

      Designed by the award-winning architectural firm Polhemus Savery DaSilva, this waterfront masterpiece has been refined with elevated finishes by renowned designer Lisa Tharp. Set on Crows Pond, the open-concept main level showcases breathtaking water views from the stunning chef's kitchen and great room with open dining area, all seamlessly flowing to a screened porch, expansive stone patio, infinity pool, and deck--a front-row seat to 4th of July fireworks, Coffered ceilings, custom built-ins, monochrome palettes, and striking light fixtures add to the home's sophisticated aesthetic. A private first-floor guest suite offers a serene retreat with its own patio and spa-like bath, while the upper level features a primary suite, a water-view bedroom, a charming children's room, and a central loft. The lower level is designed for entertaining, complete with a bunk room, full bath, game room, media area, and direct access to the outdoor shower. This turnkey resort-style retreat offers the best of coastal luxury, with thoughtfully designed indoor and outdoor spaces, ample room for guests, and unparalleled amenities for effortless entertaining.

      Listed by Chris Rhinesmith of Compass Massachusetts,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      13 Captain Knowles Way Chatham MA 02633

      Chatham, MA13 Captain Knowles Way

      Price$6,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22501075

      • Residential
      • Bedrooms 5
      • Bathroom 7
      • Square Feet 5,700

      Experience the perfect blend of luxury, privacy, and convenience in this exceptional new construction by Minglewood Homes, just moments from downtown Chatham. Situated on a 1.34-acre waterfront lot along the Oyster River, this exquisitely designed home features an open-concept layout, high-end finishes, and impeccable craftsmanship throughout.Designed for both comfort and entertaining, the home offers five spacious bedrooms, each with a private en suite bathroom, plus two additional half baths. Two elegant living rooms provide versatile spaces for relaxation, while the formal dining room sets the stage for memorable gatherings. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, custom cabinetry, and exquisite finishes. A dedicated home office and two well-appointed laundry areas add to the home's thoughtful design.Outside is your private waterfront retreat, complete with a beautiful pool and direct deep-water access to the Oyster River, perfect for boating and water activities. This rare opportunity to own a brand-new luxury home in one of Chatham's most coveted locations offers refined elegance and serene coastal living.

      Listed by Mina O'Keefe of Gibson Sotheby's International Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      4 Ministers Lane Chatham MA 02650

      Chatham, MA4 Ministers Lane

      Price$6,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22501085

      • Residential
      • Bedrooms 5
      • Bathroom 7
      • Square Feet 5,143

      This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth of picturesque vistas of Chatham's coastline and stretches of North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows that unveil the majestic sea backdrop. A grand family room with fireplace assures large-scale entertaining while the nearby wood paneled ensuite study delivers coziness and privacy. The main floor is complete with a fully equipped chef's kitchen that leads to a separate second floor ensuite bedroom above the garage. The main stairway leads to a magnificent master suite, a third en suite bedroom and a bookshelves sitting area. The lower level features two more ensuite bedrooms facing the sea. The grounds are mesmerizing with mature trees, native plants and paths to the sea.

      Listed by Chris Rhinesmith of Compass Massachusetts,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      372 Fox Hill Road Chatham MA 02633

      Chatham, MA372 Fox Hill Road

      Price$5,500,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22500675

      • Residential
      • Bedrooms 2
      • Bathroom 2
      • Square Feet 2,214

      Overlooking beautiful Crows Pond, this exquisite property has a myriad of opportunities with a six bedroom septic, conceptual building plans for a four bedroom main house and an existing two bedroom, two bath waterfront home that feels like a private sanctuary exuding a perfect blend of luxury living with an elegant coastal charm. Located on 1.8 acres across from Eastward Ho Country Club. The home highlights custom craftsmanship and detailed finishes and provides ample space for intimate or large gatherings with generously proportioned indoor and outdoor living spaces. The great room with gas fireplace and dining area are view-filled and adjoin a sunroom with a wood burning fireplace, walls of windows and access to a patio. The kitchen has all the amenities as well as a sitting area that opens to a patio with a firepit. The bedrooms afford privacy with a first floor primary suite and a second level sitting room and en suite bedroom-all with water vistas. This home is a perfect Chatham retreat, but can also provide an exceptional palate to create a custom compound or family property for generations to come.

      Listed by Chris Rhinesmith of Compass Massachusetts,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      30 Indian Trail Chatham MA 02633

      Chatham, MA30 Indian Trail

      Price$4,695,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22402957

      • Residential
      • Bedrooms 3
      • Bathroom 3
      • Square Feet 2,418

      Nestled in Hardings Beach Hills, Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, presents a stunning display of nature with its panoramic marsh and creek views. The architecture of this residence is a masterful fusion of classic Cape vernacular with modern inspiration, reflective of PSD's signature style. Unique design elements and extraordinary millwork details, like the curve of the living room fireplace mantle wall with v-groove paneling that extends through to the dining room impart a symmetry and flow throughout the open main level. Views of the marsh, creek and surrounding landscape are offered from every window yet the focus of this extraordinary home is the two story dining room and open reading nook above, illuminated by a dramatic wall of windows overlooking the marsh. The adjoining chef's kitchen offers full amenities and casual bar seating. The main level is complete with a sunny bedroom/study, full bath and multi-use mudroom. The serene primary bedroom has a gas fireplace surrounded by built-in bookshelves and window seat, and the ensuite bath is accented with a custom, stained glass window, designed by the architect, that allows light to pass through from the stair hall - just one of the many special touches. The upstairs guest bedroom has high ceilings and a window niche that can accommodate a table or desk. The walk-out lower level offers additional living space with more views of the marsh and includes a laundry room with abundant storage, built in bookshelves, and plenty of room for family activities. Additionally, the lower level offers adjoining unfinished space if expansion is desired. The stunning marsh and creekfront setting is augmented by mature plantings, natural stonework, generous outdoor deck space and a grilling patio with a picturesque pergola. This coastal home is part of the Bucks Creek Association, which offers a private community picnic area and dock for launching kayaks for leisurely excursions through the marsh and beyond to Nantucket Sound.

      Listed by Chris Rhinesmith of Compass Massachusetts,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      79 Barcliff Avenue Chatham MA 02633

      Chatham, MA79 Barcliff Avenue

      Price$4,599,900The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22500922

      • Residential
      • Bedrooms 3
      • Bathroom 5
      • Square Feet 3,724
      • Parking Spaces 7

      A property of this caliber rarely comes on the market in such a prime location. This custom-crafted residence, built in 2007, has undergone numerous updates and improvements over the years, ensuring it remains fresh and current. Overlooking Black Pond with views of Chatham Harbor and the Atlantic, this expansive home features three levels of living space. The main floor includes an open concept living room with hickory floors, a beamed ceiling, and a gas fireplace. The large chef's kitchen boasts a substantial island and a separate dining area. There's also a cozy den with a wood-burning fireplace, a laundry room, a powder room, and a screened-in three-season room with brick floors. A home office with a built-in desk overlooks the backyard and Black Pond. The first-floor primary bedroom offers a walk-in closet, a full bath, and access to the exterior deck. On the second floor, you'll find another ensuite bedroom featuring a large soaking tub and generous closet space, along with a deck that overlooks the water. This level also includes a cozy loft/sitting area, a full bath, and another large bedroom. The expansive lower-level walkout basement features a large family room, a half bath, two spacious exercise rooms, and plenty of storage. The exterior of the home is equally impressive, with extensive decks that include a pergola, patios, an outdoor shower, a fenced yard, garden area, irrigation, and a natural gas generator.

      Listed by Doug Grattan of Christie's International Real Estate Atlantic Brokerage

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      290 Old Comers Road Chatham MA 02633

      Chatham, MA290 Old Comers Road

      Price$3,250,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22500405

      • Residential
      • Bedrooms 4
      • Bathroom 5
      • Square Feet 3,603
      • Parking Spaces 6

      ''On Pink Wink Pond'' embodies the essence of Cape Cod in this remarkable estate. A startling entrance of Belgian blocks with carriage lighted and stone pillars greets the visitor. Ascending a few steps to the farmers porch and upon entry, an illuminated tile mural of Pink Wink Pond establishes this home's attention to artistic detail. The grand two-story windowed great room is surrounded by crystal blue shiplap and offers a gas fireplace. Sub-Zero and Wolf appliances are features of the chef's kitchen. A main floor bedroom suite with marble steam shower and soaking tub sparkle with shiny nickel fittings. Half bath with laundry, ample closets, and media room completes the main level. Sliding doors lead to a broad wraparound awning deck. Perched just next to the pond, ''The Nest'' provides the perfect spot to enjoy a quiet moment. The second floor provides luxury comfort with two en-suite bedrooms, one with a balcony and a home office. The guest quarters offer privacy one can only hope to find. A whole house generator, radiant heated floors, Navien on-demand water heaters, and a well for irrigation complete this engineering masterpiece. This Estate property is pure perfection

      Listed by Catherine Baran of Berkshire Hathaway HomeServices Robert Paul Properties

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      0 Crows Pond Road Chatham MA 02633

      Chatham, MA0 Crows Pond Road

      Price$2,499,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22404821

      • Land
      • Acreage 2.46

      2.46 acre waterfront lot in Chatham with 220 feet of frontage directly on salt water Crow's Pond. Land is set on a bluff and has direct water access to Ryders Cove, Pleasant Bay, Chatham Harbor and the Atlantic Ocean. Near Eastward Ho! Country Club. Paved driveway has been installed and there is town water already on the property. Custom build the home of your dreams. Site plan and covenants are attached to this listing. Please call to tour the property.

      Listed by Jen A Pappalardo of Christie's International Real Estate Atlantic Brokerage

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      2519 Main Street Chatham MA 02633

      Chatham, MA2519 Main Street

      Price$2,395,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22500731

      • Residential
      • Bedrooms 3
      • Bathroom 3
      • Square Feet 2,254

      Salt waterfront oasis ,sited down a long paved drive offers a year round Chatham paradise. Tastefully renovated 3BR 2.5 bath home offers a flexible floor plan with the addition of a second level media room with hickory floors and lower level overflow/office space. The main level boasts fine finishes and dramatic water views throughout the open floor plan. The living room has black walnut floors, gas fireplace and access to the expansive rear waterside deck. A delightful chef's kitchen with center island, induction stove, wet bar and dining area. All bedrooms are on the second floor including a primary with en suite bath and two closets with built ins. Two additional bedrooms share a full bath. Coastal gardens surround the home and a gentle rolling lawn leads to frontage on Taylor's , a saltwater pond with access to Nantucket Sound. Easy kayak launch with great calm water. An outer building with electricity offers a'' social shed'' with barn doors opening to patio and firepit. Tucked away for privacy but in close proximity to three popular Nantucket Sound Beaches, this home has it all.

      Listed by Lori L Fanning Smith of Compass Massachusetts,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      Do not fill in this field:

      Do not fill in this field:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      450 Old Harbor Road Chatham MA 02650

      Chatham, MA450 Old Harbor Road

      Price$1,799,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22403274

      • Residential
      • Bedrooms 2
      • Bathroom 3
      • Square Feet 1,510

      Once in a lifetime are you fortunate enough to be presented with an opportunity to own beachfront property! Waterfront Haven with Seawall Bulkhead & Stunning Views of Chatham Harbor. Experience the potential of this unique waterfront property nestled along Chatham Harbor. This two-bedroom, two and a half bath home features a private sandy beach with panoramic views out to the Atlantic Ocean. The prime location near Tern Island Beach offers unparalleled opportunities for enjoying water activities including sailing, boating and serene walks along the shore.This sunrise chaser's dream has a spacious interior featuring a great room with vaulted ceilings, eat in kitchen opening up to a brick beachfront patio and easy living master bedroom The second floor bedroom includes a private deck with sparkling ocean views. Transform this diamond-in-the-rough into your own coastal escape. Schedule your private viewing today to explore the potential of this stunning waterfront property.

      Listed by Barbara P Garside of eXp Realty,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      9 Bettys Path Chatham MA 02633

      Chatham, MA9 Bettys Path

      Price$1,700,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 22500895

      • Residential
      • Next Open House: Sat 03/29 11:00 am. to 12:30 pm.
      • Bedrooms 3
      • Bathroom 2
      • Square Feet 2,008

      Welcome to 9 Bettys Path, your private hideaway w/panoramic views of nature's finest artwork! This charming 3-bed, 2-bath home is nestled on a 1.8-acre lot, complete with a stunning kettle pond and a lush pastoral backdrop. Renovated in 2014, the home boasts a fresh roof and all the modern comforts. Step inside to find an inviting living room with a cozy fireplace, a dining room that opens onto a 16 x 16 deck perfect for morning coffee or evening stargazing. The kitchen is spacious and ready for your culinary adventures. The main floor also includes two comfortable bedrooms, a full bath, and a handy washer/dryer closet. Need more space? The den, with its amazing views, 1-car garage & the walk-up attic await your creative touch. The walk-out lower level boasts a comfortable finished space, perfect for an extra living area, a bedroom, plus a full bath and a utility area for storage. Outside, enjoy the luxury of an outdoor shower and a high-efficiency AC system to keep things cool. Dreaming of more? This property offers potential for a carriage home or ADU. Whether you're relaxing on the deck or exploring the village, this special oasis is ready to welcome you home!

      Listed by Shane K Masaschi of Kinlin Grover Compass

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.67% last updated on 2025-03-20

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Buyer Brokers of Cape Cod are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Buyer Brokers of Cape Cod shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

      This site was last updated March 25, 2025 11:51 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

      Buyer Brokers of Cape Cod has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.

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