Chatham, MA Real Estate Search

Chatham, MA Homes between $1,500,000 and $2,000,000 for Sale

Our website features the best real estate search for homes between $1,500,000 and $2,000,000 available in Chatham, MA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Chatham, MA Homes between $1,500,000 and $2,000,000 for Sale

$1,795,000
3 Beds ⋅ 3 Baths ⋅ 73569230 MLS
Steps from Cockle Cove Beach! This gorgeous, pristine 3-bedroom, 3-bathroom home offers the perfect blend of modern updates and beachside living. Located just steps from Cockle Cove Beach and right across the street from the Taylors Pond dock, this spotless property is completely move-in ready. Kitchen & Baths have been beautifully remodeled within the past few years. Walls were opened up to create a bright, seamless flow and allow winter views of Taylors Pond from the kitchen, dining area and the fire placed living room. Generous living spaces feature three distinct family areas to gather, relax, and entertain. A lower-level family room features its own full bathroom. It is the perfect escape for rainy days. Three Full Baths easily accommodate a house full of family and weekend guests. Beautiful, established gardens offer incredible curb appeal and are easy to maintain. The absolute best part of this home is where it sits. Walk right over to Cockle Cove Beach for or launch your kayak or paddle board in Taylors Pond and paddle to Nantucket Sound. Many other important updates and renovations have been completed by the current owners.

23 Taylors Pond Rd, Chatham

Listing courtesy of Listing Agent: Kathleen Phelan from Listing Office: Compass.
$1,950,000
4 Beds ⋅ 3 Baths ⋅ 73567876 MLS
Reaching into the ocean, the road to Chatham follows a path carved by memory, a line etched straight through the geography of the heart. At 4 Williams Way, that coastal journey finds its destination. Tucked away on a five-home cul-de-sac, this 1.5 acre Contemporary Cape Cod offers sanctuary in a prime location, just minutes to downtown Chatham and 1.7 miles to Cockle Cove Beach, all while being sheltered from peak summer traffic. Spanning 2,198 interior square feet, this 4 bedroom, 2.5 bath home marries classic coastal architecture with refined single-level living. The open-concept living area is anchored by a light-filled chef's kitchen featuring a spacious quartz-clad island with seating for four. The primary bedroom suite offers dual walk-in closets and an en-suite bathroom complete with soaker tub and tiled shower. The centerpiece of the property is a dramatic and private outdoor living room. Sheltered beneath a beadboard soffit ceiling, this open-air retreat invites you to settle in with friends and family, light the logs in the Cambridge ledgestone fireplace, and play home movies on the custom inset TV. Beyond the canopy, the patio opens completely to the sky; from there, cross the lawn to the fenced vegetable garden for homegrown ingredients, or head to the detached shed to chart your next project. Back inside, the second floor hosts three additional bedrooms and a full bath. Main floor laundry is smartly located in the half bath. The attached one car garage offers walk-up storage above for seasonal gear and long-term organization. Follow your heart to Chatham and let the salt air settle—4 Williams Way is your canvas for reconnection. All parties to verify information contained herein.

4 Williams Way, Chatham

Listing courtesy of Listing Agent: Erin Terkelsen from Listing Office: LPT Realty, LLC.
$1,695,000
2 Beds ⋅ 4 Baths ⋅ 73561031 MLS
Discover coastal living in this custom-built 2015 contemporary Cape, just 3/10 mile from Forest Beach in desirable South Chatham. Approximately 2,300 sq. ft. includes 2 spacious en-suite bedrooms with walk-in closets, 3½ baths and extra space in the finished basement with full bath. The open floor plan features 8-10' ceilings, abundant natural light, and white oak floors. The kitchen opens to the dining and living areas with a gas fireplace. Amenities include Anderson Stormwatch windows, gas heat, central air and underground utilities provide year-round comfort. The finished lower level offers a Jacuzzi bath, antique pine bar, and pool table. Quality construction includes double-dipped cedar shingles, Azak trim and decking, heavy-duty asphalt roof, and three porches (two covered). This south-facing lot offers close proximity to Nantucket Sound. Close to Forest Beach, post office, restaurants, package store, and Cape Cod Rail Trail, this beautifully crafted home offers exceptional quality, comfort and a location in one of South Chatham's most desirable neighborhoods.

43 Tobey Turtle, Chatham

Listing courtesy of Listing Agent: Timothy Bailey from Listing Office: John C. Ricotta & Associates, Inc..
$1,795,000
2 Beds ⋅ 2 Baths ⋅ 73561027 MLS
Experience the ultimate waterfront lifestyle in this lovely coastal retreat. Perfectly positioned on the edge of Frost Fish Creek, this charming home captures picturesque water views and is thoughtfully designed for effortless indoor-outdoor living. Enjoy direct tidal access to one of Cape Cod's most treasured waterways. Secure a private mooring and launch your kayak, paddleboard, or boat right from your backyard. Meander through scenic Frost Fish Creek into Ryder's Cove and the sparkling waters of Pleasant Bay, where endless opportunities for boating, sailing, fishing, shellfishing, and exploring pristine beaches await. Continue beyond to discover one of New England's most spectacular estuaries and its gateway to the Atlantic Ocean. The expansive rear deck provides the perfect setting for entertaining guests or simply relaxing beneath the stars while taking in the peaceful waterfront setting and ever-changing coastal views.Buyer is responsible for the design and installation of a septic system. Septic engineering is currently underway to determine whether the property will support a two- or three-bedroom septic system.

71 Rowland Drive, Chatham

Listing courtesy of Listing Agent: Dawn Marie Boynton from Listing Office: .
$1,899,000
3 Beds ⋅ 3 Baths ⋅ 73519558 MLS
Unique post-and-beam masterpiece, blending rustic character with modern comfort. This dramatic home showcases soaring cathedral ceilings, exposed timber framing, and an open lofted design with stained glass windows, creating an impressive sense of space and light. Rich wood details and crisp white walls create a timeless balance of warmth, craftsmanship, and coastal elegance. Thoughtfully designed for gathering, relaxing, and entertaining, this one-of-a-kind property offers the charm of a custom retreat with the functionality of today’s living. Ideally located close to beaches, shopping and restaurants. With deeded rights to the private beach just steps away, a beautiful landing to launch your kayaks. This is a truly distinctive home with architectural character, inviting spaces, and an unforgettable sense of place. (Moorings should be available on Taylor's Pond with a relatively short waitlist, check with the Harbormaster!)

70 Uncle Deane's Rd, Chatham

Listing courtesy of Listing Agent: Patrick Davison from Listing Office: .
$1,650,000
1 Baths ⋅ 73258353 MLS
Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport. One bay has a gas heater and the second floor is ready to be finished. Lots of possibilities - documents attached include Gb3 standard permitted uses section 3.4 and Appendix 1 ''Schedule of Use Regulations'', floor plans, and septic site plan. Great opportunities-previously a builders work shop and warehouse for storing automobiles, boats, vintage motorcycles etc. The solar panels are owned. Please verify all information contained herein. Don't miss this special property!

231 Crowell Road, Chatham

Listing courtesy of Listing Agent: Judith Smith from Listing Office: John C. Ricotta & Associates, Inc..
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