Chatham Walk to Water

Dreaming of cool summer breezes and sunshine? Discover homes a walk to water in Chatham, a picturesque beachside town on Cape Cod, MA. Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for. Save your favorites when you register with us today, and get notifications when similar properties are posted. Contact us for more information and to set up a showing for any listing below.

301 Whidah Road Chatham MA 02650

North Chatham, MA301 Whidah Road

Price$14,950,000

Est. Mortgage: $/month

MLS Number 22402425

  • Residential
  • Parking Spaces 5
  • Bathroom 7
  • Bathrooms Total Decimal 6.5
  • Bedrooms 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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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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113 Seapine Road Chatham MA 02650

North Chatham, MA113 Seapine Road

Price$9,950,000

Est. Mortgage: $/month

MLS Number 22500816

  • Residential
  • Bathroom 6
  • Bathrooms Total Decimal 5.5
  • Bedrooms 4
  • Full Bath 5

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

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$
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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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30 Indian Trail Chatham MA 02633

Chatham, MA30 Indian Trail

Price$4,695,000

Est. Mortgage: $/month

MLS Number 22402957

  • Residential
  • Bathroom 3
  • Bathrooms Total Decimal 3
  • Bedrooms 3
  • Full Bath 3

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

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$
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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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290 Old Comers Road Chatham MA 02633

Chatham, MA290 Old Comers Road

Price$3,250,000

Est. Mortgage: $/month

MLS Number 22500405

  • Residential
  • Parking Spaces 6
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 4

''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

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$
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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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450 Old Harbor Road Chatham MA 02650

North Chatham, MA450 Old Harbor Road

Price$1,799,000

Est. Mortgage: $/month

MLS Number 22403274

  • Residential
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 2
  • Full Bath 2

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Bettys Path Chatham MA 02633

Chatham, MA9 Bettys Path

Price$1,700,000

Est. Mortgage: $/month

Open House

MLS Number 22500895

  • Residential
  • Next Open House: Sat 03/22 1:30 pm. to 3:00 pm.
  • Parking Spaces 8
  • Bathroom 2
  • Bathrooms Total Decimal 2

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

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$
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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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552 Orleans Road Chatham MA 02650

North Chatham, MA552 Orleans Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 22500715

  • Residential
  • Parking Spaces 2
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 3

Chatham's Best-Priced Waterfront Home! Enjoy lovely views of Frost Fish Creek from this charming North Chatham residence, offering three bedrooms and three beautifully remodeled bathrooms. Whether you're looking for a serene getaway or a year-round retreat, this home delivers coastal comfort and modern updates. Step into the spacious great room with exposed beams and a cozy wood-burning fireplace, perfect for relaxing after a day by the water. The adjoining kitchen and dining area boast a granite peninsula, a brand-new refrigerator, and seamless access to the waterside decka"ideal for morning coffee or sunset gatherings. All bedrooms are conveniently located on the main level, featuring hardwood floors. The newly renovated lower level offers a generous living space, a walk-in laundry room with a sink, and direct outdoor access. Recent upgrades include a reshingled exterior, a new Generac generator, a heat pump, new interior doors, and updated flooring in the primary suite, among many other enhancements. Located near Jackknife Beach and just a short drive to both Chatham Village and Orleans, this home provides a prime waterfront lifestyle at an unbeatable value.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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558 Fox Hill Road Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$1,469,000

Est. Mortgage: $/month

MLS Number 22404430

  • Residential
  • Bathroom 10
  • Bathrooms Total Decimal 8
  • Bedrooms 5
  • Full Bath 6

New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Set on 2.74 acres, Fox Hill offers a private sanctuary with 11,000 square feet of sophisticated coastal luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private boat dock. The open, airy living room has a stone fireplace and window seats, and offers vast water views. More views are served up in the chef's kitchen, which features a Wolf gas range, a large island with seating, and doors to an expansive deck overlooking Crows Pond. A cased opening from the kitchen leads to the formal dining room with traditional raised panel walls and a butler's pantry with a wet bar. The three-level home includes a quiet office area for work, a lower-level gym for working out, and an outdoor pool and indoor sauna for pure relaxation. An elevator makes it easy to move between floors. The lower level also has a guest suite with a full kitchen and living room. The home, close to Lighthouse Beach, comes fully furnished and professionally decorated.

Listed by John dePreaux and Brian W Dougherty of Corcoran Property Advisors

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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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 Chatelain Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Chatelain Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated March 20, 2025 4:21 AM EDT. All properties are subject to prior sale, changes, or withdrawal.

Chatelain Real Estate 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.