South Chatham MA Real Estate & Homes for Sale

WATERFRONT. DEEPWATER DOCK. DEVELOPMENT POTENTIAL Sail/power to Nantucket Sound from your private, licensed dock w/ 7-foot depth at low tide. Set on the Herring River south of Lower County Road, the 2-lot property offers safe harbor & immediate boating access to the open ocean. Dock & floats are substantial, well-maintained & accommodate multiple craft including a 35-foot sailing or power yacht. Comprising two discrete lots, the property offers myriad development opportunities including building expansion, new construction, guest house, swimming pool & more; a new 6-bedroom septic systems has been designed and permitted. The upper lot hosts a well-maintained 4BR Cape w/ great water views & rental history. The undeveloped waterfront lot is beautiful, level, sunny and open...a magical setting for games, picnics, clambakes & cookouts. Set in a quiet, private neighborhood close to Nantucket Sound beaches (Belmont & Pleasant Road beaches are less than .7mi away. Move-in ready, turnkey.

LOCATION! Live in the heart of Chatham Village! Enjoy this four bedroom five and half bath residence exuding charm and providing a perfect Cape Cod lifestyle with Chatham's restaurants, boutiques and Oyster Pond Beach moments away. The home is characterized by its timeless Greek Revival architecture, red cedar roof and intricate outdoor stonework. The open layout floor plan flows from the foyer to a living room with a gas fireplace and adjoining dining room with a first floor full bath and leads to a custom kitchen half bath and laundry. The second level accommodates three ensuite bedrooms with walk in closets. The primary suite affords privacy to one side and the other two bedrooms share a balcony overlooking the town and its quintessential church steeple. The lower level living area accommodates the fourth bedroom, a full bath, home office, exercise room and and access to a private brick patio. Ideal Rental Investment.

Nestled amidst picturesque estates, this meticulously crafted home is the epitome of coastal living on Morris Island, one of the most coveted Cape Cod locations.The home defines unrivaled exclusivity. Embrace the serenity of the surroundings & the meticulously landscaped 1.15 acres.Lush greenery, vibrant flora & raised irrigated beds offer a tranquil escape.Entertain in style around the luxurious pergola, expansive bluestone patio or simply unwind in the cocktail pool.Inside is a residence of elegance and sophistication.Every moment over 3 floors exudes quality craftsmanship and impeccable attention to detail. The main floor primary suite features a newly renovated ensuite bathroom and the year round sun-room has an impressive wood-burning fireplace.The current owners have completed extensive and thoughtful improvements to the physical property inside and out. As a member the Quitnessett Assoc.you will have deeded access to multiple beach areas. Your Chatham dream is waiting for you.

New Construction - Move In this June. Custom builder Sears Point Residential is building another stunning Chatham home. This in-town 4 bedroom, 3 full and 2 half baths, 3,298 sq ft home includes a finished lower level and exquisite outdoor living space with a plunge pool. This brand-new home will be move-in ready for mid-summer 2024. The hub of the first floor is defined by a chef's kitchen with a six-burner range, built-in refrigerator and a large center island with Quartz countertops, open floor-plan dining, living room with a gas fireplace and den all with high ceilings, stunning wide plank Hickory floors, custom woodwork throughout, a generator and a one car garage. All four bedrooms are on the second floor including two en-suite primary bedrooms. The bright and sunny lower level is highlighted by a family room, a recreation room with a wet bar, and a den. The house is a short walk to the Chatham Anglers baseball games and all of downtown Chatham's charming shops and restaurants.

Stage Harbor Waterfront- Classic Cape style fully renovated 4 bedroom, 4 1/2 bath home in impeccable condition with breathtaking views that extend the length of Stage Harbor to the Lighthouse at Hardings Beach and beyond to Nantucket Sound. The sunsets don't get any better than from this outstanding location. Moor your boat right in front of this property (with Chatham Harbormaster approval). Cook your lobsters in the gourmet kitchen while your guests entertain themselves on the large deck overlooking the fabulous views. The home layout is extremely conducive to entertaining and offers so many options for you and your family. Being sold mostly furnished and the home is meticulously decorated- Don't miss this opportunity to have it all!

Overlooking beautiful Crows Pond, this exquisite property offers a myriad of opportunities with a 6 BR septic and conceptual plans for a 4 BR residence, an existing two bedroom, two bath home that feels like a private sanctuary and exudes a perfect blend of luxury living with an elegant coastal charm. Located on 1.8 acres across from Eastward Ho Country Club, the property offers a multitude of expansion opportunities. 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 room are view-filled and adjoin a sunroom with a wood burning fireplace. The kitchen has all the amenities as well as a sitting area that opens to a patio with a fire pit. 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.

YOUR NEW HOME IS READY!!! Custom Contemporary Home completed in July of 2023 awaits you! Privacy, luxury, and nature's beauty abounds at this unique 1.21 acre oasis that abuts Harwich Conversation Land. Step inside and be delighted by the stylish sleek modern design, high end amenities, attention to detail, and spacious layout. Custom kitchen, top of the line appliances, large island, custom dining area that extends to a light filled living room. Primary bedroom with Medical Grade Wet/Dry Sauna, full bath, two walk in closets, with access to the rear deck. 2 additional bedrooms with shared full bathroom, laundry and powder room complete the main floor. The lower level boosts 2 large additional living spaces, a meditation room, state of the art fitness room, full bathroom, and large finished utility and storage space. The fenced in yard, salt water heated pool, large rear deck complete with a retractable LED lighted awning creates a divine outdoor space to be enjoyed year round.

Sitting on 1.74 acres, ideally situated close to both town and the Atlantic, this truly unique and meticulously maintained Chatham compound offers a variety of possibilities. Whether you're looking for an investment property, a retirement home, a second home, or the potential for expansion, this property has it all. The main house features 4 bedrooms and 4.5 bathrooms. Two of the bedrooms are first-floor primary bedrooms. A large, recently upgraded kitchen opens to a lovely patio fitted with an awning. One of the highlights of this property is the unique Pilot House with its circular design and window-lined walls. Enjoy breathtaking views of the sprawling lawn and Black Pond from many rooms in the house. In addition to the main house, there is a charming guest cottage with 3 bedrooms and a recently renovated full bath, sitting area, and updated kitchen. The property also has a 1-bed carriage house. All information deemed reliable and to be confirmed.

PRICE REDUCTION $126K! Rental unicorn, designer masterpiece, offered fully furnished! This amazing central location in North Chatham is just steps away from lovely Cow Yard Beach and a short walk to the Fish Pier, Chatham Bars Inn and A's field. Stroll into town for dining, shopping, parades or band concerts. This 3,428 square foot home is the perfect balance of indoor/outdoor open concept living and versatile private spaces. Let the dogs play freely in the privacy of your perfectly landscaped fenced-in backyard. The thoughtfully planned design includes a commanding open concept kitchen, a stylish dining room and large living room. The house was completely renovated in 2020 including new kitchen, appliances, hardwood floors, 1,200' finished walk-out lower level with lots of bonus space with media room, full bath, wet bar and cocktail fridge. The new utilities including 2 new furnaces and central AC units and talkless hot water. The home features a 2-car garage and large first floor mas

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 home, close to Lighthouse Beach, comes fully furnished and decorated.

Water views of the North cut in North Chatham, walk to town and beach. This timeless residence was renovated by Rick Roy construction. Open floor plan living combines with 4 Bedrooms, 3.5 baths, an office and a music room to offer all the space you would wish for in this iconic location in North Chatham. The chefs kitchen boasts a 48 inch Wolf range along with an island that can seat a crowd! The fire-placed great room enhanced by numerous built-ins is a gracious entertaining space. The primary bedroom is flanked with book shelves, an ensuite bath, walk in closet and a balcony with water views. A home office has a beautiful view of the front gardens.The yard is a master gardeners delight. Planted with hydrangeas, roses and perennials it puts on a show and surrounds the outdoor patio with color. Want to watch for whale spouts? Come up to the widows walk for a birds eye view of the North cut and the Atlantic ocean beyond. There is a fully finished lower level. Room for pool.

Constructed by Eastward Companies in 2018, this stunning home is situated on a premium corner lot where you are just a short stroll to Chatham Bars Inn, Chatham Pier and Fish Market and town!The first-floor open concept features a large family room, formal dining room, gourmet kitchen with breakfast nook with sliding doors to an in-ground heated pool and spa - all ideal for outdoor entertaining. Ascend to the second floor to a large family room, office and four well-appointed en suite bedrooms. Additional amenities include a white stone driveway with abundant parking for family and friends, generator, irrigation, newly installed outdoor shower, two car attached garage, and meticulous landscaping with lighting.

The residence with 4 bedrooms, 2 baths and three levels of living space has had numerous upgrades. Located on a small side street with views of the Cape Cod National Golf Course. The property offers great proximity to Pleasant Bay, but also offers all that Brewster has to offer. Move in ready, layout offers plenty of living space for a large family. Join the Pleasant Bay Community Boating which is right at the end of the street.

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.

Welcome to your serene retreat nestled deep in the sought after Beechwood Landing neighborhood. Beechwood Landing homeowners have deeded rights to private Greenland Pond with its sandy beach, kayak racks and picnic areas, and also to Long Pond With its 60 foot deck, T dock, and mooring field for your boat. As you step inside you are welcomed into the main living space, adorned with exposed wooden beams and natural light. The open concept layout seamlessly transitions from the living area to the dining room and kitchen. A convenient laundry room and a large wood beamed Great Room adds to the functionality of the main level. On the first level, you will also find a versatile bedroom and a full bathroom, offering flexibility and convenience for guests or a home office. Venture upstairs to discover the primary suite, along with another bedroom and a full bathroom. Don't miss the opportunity to make this charming post and bam retreat your own!

Beautifully landscaped Adorable Cape with 7 rooms, 3 bedrooms, 2 full bathrooms located just a two minute walk to the Cape Cod Rail Trail ( biking, hiking, and walking) and two miles to the nearest beach. This updated Cape features open floor plan, hardwood flooring, GAS heat, CENTRAL AIR, deck, attached one car garage, first floor bedroom with full bathroom and two large bedrooms upstairs with sitting room/ office as well. Full basement offers great storage and can easily be finished. Newer heating system (2021), updated 200 amp electric (2020), newer roof (2014), newer hot water tank (2017) make this home MOVE-IN READY. Drive just minutes to 8 different ocean beaches to relax and live the life you've been waiting to live! Owner wants offers !!

Elegant 4-bedroom,4 bath Hip Roof Colonial home located in Harwich Port with nearby access to Brooks Road Beach on Nantucket Sound. Spacious throughout, the first floor includes a marvelous sun room, bedroom, full bath and a combination kitchen and family room with a separate living room and separate dining room. The second level features 3 bedrooms, 3 baths and a substantial great room with wet bar and direct access to a second level deck. The exterior includes professionally landscaped grounds, patio and an outdoor shower to use when returning from the nearby beach. Also nearby is Allen Harbor Marina and nearby access to down town Harwich Port. Ideal for gatherings of family and friends.

Come see this home boasting Cape Cod Charm, a beautifully landscaped yard and steps away from a private association beach on Nantucket Sound and a stroll to into Harwich Port for shopping and dining. This prime location provides direct access to 32 feet of frontage on Oyster Creek to launch your kayaks, paddleboards, and boats. With 4 bedrooms, including 2 on the first floor, there's ample space for guests. The second-floor primary bedroom features a private bath and sliders to an exterior balcony, a second guest room also boasts a private bath. The living room has beautiful wood beams, skylights, and a double-sided fireplace. The dining room features a large bay window and sliders out to the backyard deck. The kitchen, complete with cathedral ceilings, includes a charming breakfast nook. A spacious family room with a bathroom is built over the 2car garage. Wide plank pine floors flow throughout the home, creating a warm and inviting atmosphere.

Look no further! Ideally located close to town and beaches, this amazing Cape is turnkey ready! A perfect summer home, investment property, or all year-round home, this charmer is conveniently located to all that Harwich Port has to offer! Spacious and bright, this home features a beautifully updated kitchen with granite countertops, stainless appliances, 4 bedrooms, 3 gorgeous full bathrooms, a first-floor main bed with ensuite bathroom, an adorable bedroom with built-in bunkbeds, outdoor shower, irrigation system, fenced-in yard, air conditioning, newer windows, heating, and much more! Just a short distance to the beach, this home offers the perfect blend of convenience and luxury. Whether you're seeking a year-round residence or a summer haven by the sea, this Cape Cod retreat is not to be missed! Experience the new look and feel of coastal living!

"Turntide" is a spectacular quintessential Cape Cod estate featuring elevated breathtaking panoramic vistas of Chatham Harbor and the Atlantic. From this magnificent 8 bed/5.5 bath mansion you will enjoy unsurpassed sunrises and romantic nights watching the moon rise over the outer beach. You will never want to leave. This timeless masterpiece by Architect Edward Sears Read demonstrates the beauty of classic custom architectural moldings, and graciously designed living spaces to accommodate every lifestyle. The 2.94 Acres of property with sweeping lawn to almost 300 ft of private sandy beach, offers endless possibilities for a pool, tennis court, or a guest house to expand this legacy property further...This is a once in a lifetime opportunity to own one of the finest iconic waterfront estates in Chatham. This North Chatham address is nearby Chatham center for dining & shopping, or Shore Rd, Chatham Bars Inn, the Fish Pier & the best that Chatham has to offer. Location! Location!

Modern elegance and unparalleled luxury encompass 146 Strong Island Road. Lavishly appointed details from floor to ceiling complement the water views. Wide plank flooring, custom high end cabinetry & built-ins, Thermador appliances, Quartz countertops, exquisite trim detail & coffered ceilings are a few of the details carefully selected to ensure a perfect blend of comfort and sophistication. Expansive open concept floor plan with well apportioned living and bedroom spaces. Each of the three bedrooms are complete with their own spacious en suite bathroom and walk in closets. The cedar shingle siding and roofing, IPE decking, veneered walls & foundation, natural gas fire pit, and heated salt water gunite pool & spa with pebble finish complement the home's contemporary allure. Experience living within one of North Chatham's most coveted neighborhoods, with association beaches on Pleasant Bay & Crows Pond, association dock. New construction sold furnished ready to enjoy this summer!

Overlooking Hinckley Pond, this luxurious home offers elegance and comfort. The landscaped yard welcomes you, providing ample parking and space for a boat/oversized vehicle. Once inside you are greeted by breathtaking views of the pond through expansive windows and lofty ceilings. Open-concept living room, kitchen, and dining area create an inviting space for gatherings, while the screened porch beckons for summer evenings. Enjoy the convenience of a walk-in pantry and a separate laundry room. The primary suite has picturesque views, private outdoor shower and bathroom. The main floor also features two guest bedrooms, one which is currently used as an exercise room. In the lower level, high ceilings frame a family room and guest room. Luxury finishes abound, including three garage bays, on-demand water heater, and a generator. Cozy up by the gas fireplace, or venture outdoors to the patio or descend to your private dock. An exceptional opportunity for those seeking a waterfront haven.

Crown Jewel of Pleasant Bay - Exquisitely designed and built by Eastward Homes, this upscale home has panoramic views of Pleasant Bay & ocean beyond. The superior coastal design & fine craftsmanship including extensive crown moldings, beadboard, & built-ins has cutting edge technology and creates a high degree of originality yet achieves a casual elegance. Walls of glass & multiple decks were designed to enjoy the breathtaking views from sunrise to sunset. The sunlit home has an open floor plan, consisting of a chef's dream kitchen, curved window-lit dining area, sunroom, great room w/ coffered ceiling, wet bar, built-in bookshelves, & gas fireplace. There's a large 1st floor primary suite with gas fireplace & spa bath. Two additional bedroom suites are on the 2nd floor w/ a family room & office plus another large bedroom & bath in the walk-out lower level, an exercise/game room & entertainment area.

This classic beach bungalow, nestled on a picturesque tree-lined street just one block from the coveted Pleasant Road Beach on Nantucket Sound, boasts three bedrooms, one full bath, and an abundance of coastal charm"ideal for summer getaways or as a quaint year-round haven. A delightful porch with jalousie windows makes for an excellent dining area, TV lounge, or game room. This charming retreat is within walking distance to all local amenities.

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. There are six en suite bedrooms with sweeing views over three levels with a spectacular master suite.