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      Chatham MA Homes for Sale

      Find the latest homes 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

      {$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.

      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

      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.

      30 Fairway Drive Chatham MA 02633

      Chatham, MA30 Fairway Drive

      Price$7,495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22404578

      • Residential
      • Bedrooms 5
      • Bathroom 8
      • Square Feet 6,128

      This architectural masterpiece perched above Chatham Seaside Links in a highly coveted Village enclave offers an incredible array of breathtaking vistas with easterly views of Chatham Harbor. The five bedroom home embodies elegant coastal style with showpiece finishes, custom detailing and countless amenities. The foyer with soaring ceilings discloses a great room with grand windows, fireplace, an exquisite kitchen with top-line appliances, extraordinary marble surfaces, and stylish pantry. There is a dining room, first floor ensuite bedroom, mudroom with laundry and half bath. Above the primary suite with a stone clad fireplace exudes elegance and has access to a private balcony and deck for ultimate views and access to a dreamy widow's walk. There are three additional bedrooms and a sumptuous conservatory with luxurious amenities including built-in coffee bar. Arguably one of the most impressive entertainment rooms houses the lower level with a nautically inspired bar with every amenities possible, exercise room , studio, half bath, and laundry -all open harmoniously to the spectacular pool, outdoor kitchen, artisan gardens and magical stone shower.

      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.

      150-154 Cross Street Chatham MA 02633

      Chatham, MA150-154 Cross Street

      Price$7,250,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22107120

      • Residential
      • Bedrooms 10
      • Bathroom 10
      • Square Feet 8,000
      • Parking Spaces 15

      Beautiful Chatham Georgian estate on 1.3 acres within walking distance to the center of town, Oyster Pond beach and all the amenities Chatham has to offer. Spectacular sunset views of the Oyster Pond, rolling lawns, bluestone patios and specimen landscaping surround this magnificent estate in the heart of downtown. Comprised of 10 bedrooms, 7 fireplaces, 7 full and 3 half baths, elevator and approximately 8000 square feet of living space on 3 main levels, with a grand main foyer and cantilevered staircase. The lower level includes a speakeasy bar and playroom. North and south wings of this single family home provide separate quarters for guests or family-each with 3 bedrooms, living areas and kitchens. A Chatham landmark, ''The Beechwood'' reflects unparalleled architectural detail, craftsmanship and timeless charm-perfect for large family gatherings of multiple generations under one roof.

      Listed by John C Ricotta and Timothy P Bailey of John C Ricotta & Assoc.

      {$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.

      114 Cranberry Lane Chatham MA 02650

      Chatham, MA114 Cranberry Lane

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

      Est. Mortgage: $/month

      MLS Number 22405341

      • Residential
      • Bedrooms 7
      • Bathroom 9
      • Square Feet 7,111

      Sited on a picturesque lane in a coveted North Chatham location, this custom estate home with deeded access to a private sandy beach on Pleasant Bay is being offered fully furnished and turn key!! Featuring the absolute best of coastal Cape Cod living, the 5+ bedroom Main House and 2 bedroom Guest House are like new, having been further improved and maintained to exacting standards. Thoughtfully designed floor plans with spacious interiors, superior craftsmanship, and timeless architectural finishes can be found throughout, while meticulous landscaping across 1.4 acres rivals that of a five-star resort. A spectacular poolside sanctuary features a hot tub, outdoor fireplace, fire pit, kitchen with pizza oven, outdoor speakers and multiple seating areas ideal for entertaining. Additional amenities include a lower-level gym, home theater, bonus rooms, garage parking for 3 cars, and a whole-house generator. This rarely available Chatham retreat is a pleasure to show, by appointment only.

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

      {$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.

      16 Seapine Road Chatham MA 02650

      Chatham, MA16 Seapine Road

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

      Est. Mortgage: $/month

      MLS Number 22403574

      • Residential
      • Bedrooms 5
      • Bathroom 7
      • Square Feet 6,508

      This exceptional custom residence currently under construction is situated in a prime North Chatham location with a nearby association beach. Seamlessly blending comfort and sophistication, the home spans three levels of generous open floor plan spaces and is located on over one acre. The main level interiors flow freely from foyer to a large great room with a living room, dining area and well appointed kitchen. There is a guest bedroom and ensuite bath, office, laundry and mudroom. Above is a luxurious primary suite with views of Crows Pond, Pleasant Bay, the Atlantic and beyond. There are two additional exquisite en-suite bedrooms, laundry and a loft area for entertaining. The lower level accommodates a family room, exercise room and bath. The 4 bedroom main house is complemented by a detached garage with one bedroom guest quarters above. Replete with statement touches throughout, this home is designed for both family life and easy entertaining with a spa-like pool with hot tub. This inviting home is impeccably designed and a rare Chatham find.

      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.

      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

      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.

      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

      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.

      335 Stage Island Road Chatham MA 02633

      Chatham, MA335 Stage Island Road

      Price$5,400,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22500388

      • Residential
      • Bedrooms 4
      • Bathroom 6
      • Square Feet 5,372
      • Parking Spaces 4

      Family-friendly home on Chatham's private Stage Island boasts captivating barrier beach and ocean views. This 10-room, 4-BR, 5.5-bath shingle-style home has 5,372 sf of living space designed for entertaining, indoors and out. The bright and airy 1st floor features a spacious great room with towering windows, a coffered ceiling, and Rumford fireplace. The kitchen boasts top-of-the-line appliances, a large center island, custom wet bar, and pantry. The 1st floor primary suite features a luxurious bathroom and a generous walk-in closet. French doors open to an oversized deck and a brand-new patio with a gas firepit and grill. There is ample room for a pool. Well-water irrigates the grounds. Anchoring the 2nd floor is an inviting family room with a gas fireplace and built-ins that opens to an expansive deck with Pleasant Bay, Outer Beach, and Atlantic Ocean views. Rounding out the 2nd floor is an upstairs primary suite with equally breathtaking vistas and two guest suites. A back staircase leads to a bonus room with a full bath above the 2-car garage, ideal for an office, gym, or overflow guests. Amenities include a whole house generator. Ownership includes deeded Stage Harbor access.

      Listed by The Bohman Hartung Group 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

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave 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.

      15 Bay Lane Chatham MA 02633

      Chatham, MA15 Bay Lane

      Price$4,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22500915

      • Residential
      • Bedrooms 4
      • Bathroom 5
      • Square Feet 5,371
      • Parking Spaces 3

      Nestled in an elevated position overlooking Chatham Seaside Links, this architectural masterpiece embodies classic coastal elegance. Just a stone's throw to Chatham's pristine beaches and the Village's renowned restaurants, the residence offers a private oasis. It is framed by masterful stonework, open-air living spaces, and artisanal native plantings--setting a captivating tone before you even step inside. The foyer sets the stage for the exceptional design that unfolds within. Built by Steven Nickerson, meticulous millwork, custom Kochman Reidt+Haigh cabinetry accentuating many spaces, and intricate architectural details are found throughout the home. The house boasts an extraordinary level of artistry and craftmanship. The main living room with fireplace is refined yet comfortable and flows seamlessly into an intimate sitting area, partitioned by a custom-built cabinet containing a motorized TV lift, creating multi-use spaces. Smart home technology enhances both functionality and ambiance throughout. (Cont.) The stunning chef's kitchen, anchored by a central island with a striking copper sink, connects to a formal dining room through a butler's pantry, creating a seamless space for entertaining. The home's thoughtful design embraces seamless indoor-outdoor living, with multiple open-air patio spaces designed for enjoyment throughout the day. With four beautifully appointed bedrooms, three on the upper level connected by a reading room, privacy is paramount. The first-floor guest suite offers a serene retreat, while the primary suite above boasts a breathtaking, light-filled bath with luxurious finishes. Two additional bedrooms share a well-appointed bath. One bedroom features custom-built trundle beds, an ideal children's hideaway. The one-of-a-kind lower level is an extension of the home's refined aesthetic and offers entertainment and productivity. This level is anchored by an entertainment room that seamlessly connects to an elegant home office, a billiards room, a multi-use wine and bar room, and a half bath. Custom built-ins, seamless wood floors, a serene color palette, and ambient lighting define this floor and the entire home. A rare opportunity to own a coastal sanctuary, where thoughtful design, craftsmanship, and an unparalleled location converge in perfect harmony.

      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.

      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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