Chatham, MA

MLS Number 22200926

• Residential
• Bedrooms 7
• Bathroom 6
• Square Feet 7,200
• Parking Spaces 20

One of the finest oceanfront properties to exist in all of New England, ''High Scatteree'' sits proudly on nearly 3.7 acres and is sited to enjoy commanding water views. Behind tall and established hedges for the ultimate privacy, a winding gravel drive welcomes guests to the classic shingle style Main House which offers 7 bedrooms, 7 fireplaces and a thoughtful floor plan ideal for comfortable family living, or grand entertaining alike. Surrounded by meticulous lawns and gardens, a clay tennis court is found nestled on the park like grounds which include a personal arboretum of specimen trees. A 2 bedroom Guest House overlooks an award winning seaside rose garden, while steps to a private beach, deep water dock, and boathouse complement the property's many resort-like amenities. Updated and expanded several times by top builders and craftsmen, this once-in-a-lifetime property blends timeless architecture and current finishes with modern systems and infrastructure.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

MLS Number 22300106

• Residential
• Bedrooms 8
• Bathroom 6
• Square Feet 4,859
• Parking Spaces 15

Magnificent eight bedroom mansion from days gone by designed by Architect Edward Sears Read. Perched on a hill overlooking Chatham Harbor, North Beach, and the Atlantic Ocean beyond. Almost 300 feet of sandy private beach described by an article on CNN as ''one of the top 9 secret beaches in NORTH AMERICA''. Three acres of land has room for expansion, a guest house, a pool, and/or a tennis court with town approvals... A true forever, family compound within an easy walk to downtown Chatham or Chatham Bars Inn. Must see the whole property, inside and out, to fully appreciate the surroundings, the privacy of the three acres, the 300 feet of beach, the eight bedrooms, the six fireplaces, and the miles of views to the north, south, and east. And what a spectacular, one of a kind property owned by the same family since the 1940's. Opinion of some people in town is that this is the nicest property in Chatham......You decide......

Listed by John B Burke and Ward H Brown,III of William Raveis Real Estate & Home Services

MLS Number 22302404

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 7,700
• Parking Spaces 10

Absolute perfection at this stunning in-town compound featuring commanding water views over Oyster Pond! The result of a multi-year collaboration by top architects, designers and builders, this sophisticated and turn-key coastal offering seamlessly blends classic and contemporary elements to create a one-of-a-kind retreat. Walls of glass overlook expansive lawns and gardens, while sun-drenched living spaces set the stage for large scale entertaining, or relaxed everyday living, alike. Top of the line systems and amenities are found throughout the thoughtfully designed 5 bedroom main house, while a 3 story guest house provides additional accommodations overlooking the beautiful pool and spa. Immediate access to the beach, with a private association dock, and just steps to the restaurants, shops and galleries of Chatham's quintessential Main Street, this exclusive offering is a must see, by appointment only.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

MLS Number 22304495

• Residential
• Bedrooms 4
• Bathroom 8
• Square Feet 6,128
• Town Chatham

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 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 inviting alcove, and 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 two additional ensuite 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

MLS Number 22302289

• Residential
• Bedrooms 5
• Bathroom 5
• Square Feet 4,000
• Parking Spaces 8

A captivating coastal gem, nestled on the crest of Stage Island and surrounded by the scenic waters of Nantucket Sound, this picturesque setting offers a serene and idyllic backdrop for nature enthusiasts and beachgoers alike. This one of a kind private property provides a tranquil escape from the bustling mainland, making it a cherished destination for those seeking peace and natural beauty with its unspoiled landscapes, yet not far from downtown Chatham. Some of the best views of Stage Harbor and Nantucket Sound beyond, this is simply a remarkable spot. On a double lot this home was completely renovated in 2015 by Steven Nickerson and outfitted with all the modern amenities one could dream of. A true chef's kitchen, custom cabinetry throughout, hurricane rated windows, radiant heated floors, wireless control technology, Sonos, full house generator, and more. What more could you ask for...

Listed by Team Guthrie - Mabile of Berkshire Hathaway HomeServices Robert Paul Properties

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.

MLS Number 22303217

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

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

MLS Number 22304321

• Residential
• Bedrooms 9
• Bathroom 11
• Square Feet 6,688
• Parking Spaces 7

Landmark Main Street Chatham mid-19th century Victorian thoughtfully restored inside and out by renowned architects and builders Polhemus Savory DaSilva. The detailed restoration of this quintessential five bedroom Italianate included a new kitchen, plumbing, electrical system, air conditioning, rebuilding the four and half bathrooms, primary suites on both the first and second floors and outdoor patio with gas fire pit and Admiral Charles Rockwell's iconic eight sided shingled gazebo. In 2010, the Chatham Historical Society honored the work with its prestigious Chatham Preservation Award. This offering also includes an adjacent property highlighted by a renovated barn with a two car garage, extra storage, a gym, large recreation room with a deck and a full bath attached to a thoughtfully renovated four bedroom, 3.5 bath house with an updated kitchen, open floor plan, two en suite bedrooms with private bathrooms, gas fireplaces and screen porches, a home office and ample parking. The grounds are beautifully landscaped. Park your car and explore the nearby harbor, Lighthouse Beach, and Chatham's finest shops and restaurants.

Listed by The Bohman Hartung Group of Gibson Sotheby's International Realty

MLS Number 22302262

• Residential
• Bedrooms 5
• Bathroom 8
• Square Feet 5,519
• Parking Spaces 5

This exceptional 5 bedroom coastal retreat & boater's delight offers the best of waterfront living; complete with a private deep water dock on Ryder's Cove! Beautifully constructed by Eastward Homes, the home is nestled in a private cul-de-sac and positioned to provide stunning water views from nearly every room. Multiple living spaces inside and out, elegant first-floor primary suite, and 4 additional en-suite bedrooms. An expansive great room encompasses the living room, dining area, and gourmet kitchen, and leads to a water view bluestone patio. The finely-finished walk-out lower level offers a variety of uses and includes a full bath. Amenities include Hardwood floors, Central A/C, generator, 2 laundry rooms, irrigation, outside shower, on-demand hot water and much more to add to your ease of living. This picturesque North Chatham neighborhood is just 10 minutes to Town; with easy access to fine restaurants, shopping, beaches & surrounding towns. Ryder's Cove is a protected saltwater inlet that leads out to Pleasant Bay and the Atlantic ocean. 21 Captains Cove offers exclusive luxe living and phenomenal location for a premiere Chatham waterfront lifestyle!

Listed by Shane K Masaschi and Lori Jurkowski of Kinlin Grover Compass

MLS Number 22205347

• Residential
• Bedrooms 6
• Bathroom 5
• Square Feet 2,919
• Town Chatham

Perfectly sited on 1.4 acres directly on Oyster Pond River, this spectacular waterfront six bedroom property overlooks one of Chatham's most coveted vistas of the iconic Stage Harbor Lighthouse. From every vantage point, there are sweeping views of the waterfront with beautiful sunsets, swimming, clamming and relaxing at the beach right outside your door. Built in 1938, this property has been occupied by the same family for 70 years and opens the possibility to start a new family legacy in an unmatchable setting. Renovate or rebuild - the home is outside the flood zone. The current residence has a classic old fashion Cape Cod charm with some updates. This is a very special location with easy access to both the Atlantic Ocean and Nantucket Sound.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC