Chatham Real Estate, Homes and Condos for sale

All Chatham homes currently listed for sale in Chatham as of 05/21/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Chatham homes for sale or other Chatham real estate, please contact us and one of our knowledgeable Chatham REALTORS® would be pleased to assist you.


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$10,995,000
43 Morris Island Rd, Chatham MA 02633
5
BEDS
7
BATHS
5,100
SQFT
$2,156
$/SQFT
1.68
ACRES
2006
BUILT
"Imagine waking up to gentle sea breezes and sounds of the Atlantic in the air. This is the lifestyle you've been dreaming of. A Slice of Paradise... Unsurpassed panoramic views of the Atlantic Ocean and beyond. And only a short walk to the Outermost Harbor. This masterfully constructed compound is privately tucked away at the onset of Morris Island Road, and steps to downtown Chatham. This landmark waterfront residence enjoys acres of soft sandy beach; ideally elevated in this coveted neighborho"
$9,900,000
108 Shore Road, Chatham MA 02633
7
BEDS
8
BATHS
6,276
SQFT
$1,577
$/SQFT
1.62
ACRES
1920
BUILT
"Located on the Gold Coast of Chatham, you will benefit from the combination of essentially new construction with the style of a 1920's Colonial and an open concept contemporary interior. Elevated views of Chatham harbor and the Atlantic will wow your guests who will enjoy the privacy of the newly renovated 3 bedroom guest house with au pair quarters, while you escape to the seaside cabana with a good book and a bottle of wine. The residence includes 4 bedrooms, 4 full and 1 half baths, an office"
* LISTED OVER 120 DAYS 
$7,900,000
150-154 Cross Street, Chatham MA 02633
10
BEDS
10
BATHS
7,640
SQFT
$1,034
$/SQFT
1.30
ACRES
1948
BUILT
"MAGNIFICENT Georgian estate in heart of Chatham Village. Rolling lawns, specimen plantings, bluestone terraces & striking water views surround this residence, which echoes the glamour and grandeur of Newport mansions. With a brick-faced central structure flanked by two projecting wings to the north & south, the residence hosts more than 22 rooms including 10 bedrooms, 7 fireplaces, 7-1/2, 3 interior staircases & 7,500+ SF of finished living space on 4 levels. Each of 3 sections has private entri"
$5,495,000
28 Oyster Pond Ln, Chatham MA 02633
5
BEDS
8
BATHS
6,098
SQFT
$901
$/SQFT
1.44
ACRES
2018
BUILT
"Stunning architectural detail, the highest quality construction, and spectacular location combine for this exceptional Estate-like residence. An expansive granite patio surrounds a large, heated Gunite pool w/spa and adjacent pool house fully equipped with kitchenette and bath. The grand foyer with elegant Amish-built staircase greets your entry into this magnificent home, and discriminating Buyers will truly appreciate the thoughtfully-designed open floor plan. A gourmet dream kitchen w/center "
$4,850,000
19 Old Wharf Rd, Chatham MA 02650
4
BEDS
3
BATHS
1,820
SQFT
$2,665
$/SQFT
1.35
ACRES
1800
BUILT
"Imagine your view of Pleasant Bay, directly across from Chatham Inlet, to the Atlantic Ocean and a horizon as far as your eye can see... high enough for a fabulous view! Such is Spindrift, the perfect respite to replenish your soul, the ultimate North Chatham location, a circa 1803 Sea Captain's home overlooking spectacular Chatham Harbor. View ships from around the world sailing the Cape coastline, the Chatham fishing fleet going to sea, and pleasure boats out for a bountiful day of fishing. Wh"
$4,699,000
255 Seapine Rd, Chatham MA 02650
4
BEDS
5
BATHS
5,507
SQFT
$853
$/SQFT
1.29
ACRES
2000
BUILT
"Enjoy breathtaking views of Crows Pond from this impeccable & unique Timberframe home. This open-concept post & beam home has abundant natural light & water views from most of the first floor, including the first floor master suite with two walk-in closets. The family room, living room, and sitting area are situated around a spectacular 2-story stone fireplace & flow directly into the chef's kitchen with over-sized center island with separate pantry. The second floor includes 3 en-suite bedrooms"
* LISTED OVER 120 DAYS 
$4,500,000
617 Fox Hill Rd, Chatham MA 02633
4
BEDS
7
BATHS
7,722
SQFT
$583
$/SQFT
0.99
ACRES
2001
BUILT
"First time offering of this exceptional, custom-designed, palatial center-hall Colonial. This waterfront estate is set water's edge on Crow's Pond, abutting the famed Eastward Ho golf-course. Built in 2001, this home offers over 7,000 square feet of meticulously planned luxury living with attention to every detail. The exterior gardens were laid out and designed by a master gardener to be an outdoor oasis. The interior space is formal and luxurious while also comfortable. The spectacular water v"
$4,500,000
58 Pond Street, Chatham MA 02633
5
BEDS
5
BATHS
4,000
SQFT
$1,125
$/SQFT
0.36
ACRES
2007
BUILT
"A view with a house- Timeless design and fine craftsmanship, make this classic shingle style Cape Cod home a very unique retreat. With its beautiful beaches, abundance of outdoor opportunities, and small town charm, Chatham is one of the jewels in Cape Cods crown. Enjoy 500 feet of panoramic unobstructed western water views over the Oyster Pond- A momenys stroll to a sandy beach for fun in the sun, or use of Private Association dock for boating, kayaking, fishing, even harvest your own shellfish"
* LISTED OVER 120 DAYS 
$4,500,000
141 Cotchpinicut Road, Chatham MA 02650
8
BEDS
8
BATHS
4,193
SQFT
$1,073
$/SQFT
1.03
ACRES
1734
BUILT
"If you are looking for spectacular views, you will not want to miss this exceptional estate that sits high on a hill overlooking Pleasant Bay on coveted Cotchpinicut Road. With plenty of room for guests, you will be charmed by the ambiance of this circa 1740 home with all of the updates required for today's stylish living. It features eight bedrooms including an opulent master suite and seven and 1/2 baths, wide pine floor boards, original paneling in the older section, a large chef's kitchen, g"
* LISTED OVER 120 DAYS 
$4,200,000
166 Shore Rd, Chatham MA 02633
3
BEDS
4
BATHS
1,745
SQFT
$2,407
$/SQFT
1.12
ACRES
1940
BUILT
"Paradise is the only way to describe this remarkable waterfront property with private white soft and sandy beach. NOT in a flood zone. This stylish three bedroom, three bathroom beachfront home is simple perfection in every way. The floor plan is open and airy with custom features and design thoughtfully used throughout. The kitchen is a work of artistry and detail, perfect for entertaining. Every room in this home features unsurpassed views of Chatham Harbor and the open Atlantic. Imagine wakin"
$3,999,999
581 Shore, Chatham MA 02633
5
BEDS
7
BATHS
4,030
SQFT
$993
$/SQFT
0.50
ACRES
2018
BUILT
"A rare offering on Shore Road in Chatham. A brand new residence in one of Chatham's most desirable areas. This classic home will encompass over 4,000 sq. ft of living space and provide its owners with luxury modern conveniences including a swimming pool suitable for today's discerning buyer. This 5 bedroom, 6 bath home features an inviting open floor plan, great room, chef's kitchen with focus on a large center island, first floor master suite, and blue stone patio area ideal for outside enterta"
* LISTED OVER 120 DAYS 
$3,890,000
24 Andrew Mitchell Ln, Chatham MA 02650
6
BEDS
8
BATHS
5,700
SQFT
$682
$/SQFT
1.54
ACRES
2003
BUILT
"This stunning North Chatham estate was built by James Gable of Gable Building Corp. Sited on 1.54 acres of private grounds, this luxurious residence offers a stately 5,700 square foot main house, heated 2-car garage, beautifully appointed detached guest house over an additional 3-car garage, an in-ground heated pool with pool house, patio, multiple decks and deeded access to an association beach. The open concept first floor features multiple living & dining spaces, a cook's kitchen w/maple cabi"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,990,000 TO $3,890,000 
$3,600,000
34 Salt Marsh Way, Chatham MA 02650
4
BEDS
6
BATHS
7,940
SQFT
$453
$/SQFT
2.54
ACRES
2010
BUILT
"Price reduction for this amazing Magnificent Mid Century Modern architectural masterpiece that earns A+ for superlative unsurpassed craftsmanship. Commissioned by a lifelong observer of architecture, his vision for a contemporary glass box of comfort and serenity has been realized in this transparent building. With perfect siting on private 2.5 Acres, you are enveloped in 2 environments simultaneously; as the sun travels, it shines on the wild for breakfast and the cultivated for dinner. Extr"
* LISTED OVER 120 DAYS 
$3,499,900
185 Queen Anne, Chatham MA 02633
3
BEDS
6
BATHS
3,430
SQFT
$1,020
$/SQFT
0.34
ACRES
2018
BUILT
"A brand new 3,400 sq. ft. residence built by Eastward Companies located in desirable down town Chatham. You ll find quaint shops, restaurants and popular Oyster Pond Beach steps away. Construction starts soon providing time to customize and make it your own. This gracious home has been designed with an open floor plan suitable for today s style of living. The first floor features an impressive gourmet kitchen, spacious great room with gas fireplace, dining area, bright sunroom, covered porc"
* LISTED OVER 120 DAYS 
$3,495,000
789 Fox Hill Rd, Chatham MA 02633
3
BEDS
2
BATHS
1,275
SQFT
$2,741
$/SQFT
0.47
ACRES
1950
BUILT
"Breathtaking views of Bassing Harbor, Fox's Spit, Pleasant Bay & distant views of North Beach from this gorgeous private sandy beach on Bassing Harbor with access to Crow's Pond. Quintessential Cape Cod home, built in 1950 by the founder of the Camp Avalon Girl's Sailing Camp, is sweet, charming, and beautifully maintained and is located on a well treed 1/2 Acre sloping parcel. The front to back living room with fireplace & wood floors opens to a lovely enclosed porch with walls of windows, ligh"
* LISTED OVER 120 DAYS 
$3,100,000
17 Billings Road, Chatham MA 02633
4
BEDS
3
BATHS
3,000
SQFT
$1,033
$/SQFT
0.57
ACRES
1960
BUILT
"''BEST WATER VIEW IN CHATHAM..'' This unique four bedroom, three bath home is perched on a revetment protected lot overlooking Nantucket Sound in three directions. Private beach in front of the house and off to the west on a separate parcel included in this sale gives you your own sandy beach for swimming, boating, or just relaxing in the sun.. The home has been meticulously maintained over the last 37 years by this same family and has recently redone the kitchen, bathrooms, some windows, roof"
* LISTED OVER 120 DAYS 
$2,999,999
159 Seapine Road, Chatham MA 02650
5
BEDS
4
BATHS
2,978
SQFT
$1,007
$/SQFT
0.84
ACRES
1951
BUILT
"Enjoy a serene waterfront setting at this expanded renovated Cape perched directly on Crow's Pond with striking views from every room. Soft sandy beachfront access is right outside your door offering boating, fishing, clamming and mooring area. Rock revetment wall already in place. This 5 bedroom, 4 bath home with inviting floor plan features a fabulous tiled sunroom, remodeled kitchen & dining area, formal living room w/ fireplace. All with panoramic views and open to the 80-ft deck to take in "
* LISTED OVER 120 DAYS 
$2,995,000
257 Stage Harbor, Chatham MA 02633
4
BEDS
5
BATHS
4,820
SQFT
$621
$/SQFT
0.50
ACRES
2004
BUILT
"Fabulous Chatham near town location on the Loop.Built in 2004,this striking Captains Style home with architectural detail is generously sized and features a significant gathering room with a spacious gourmet kitchen, and breakfast area.This is accentuated with a giant fireplace and access to a seasonal comfortable screened porch. There are 4 bedrooms, including a very private master bedroom suite,that includes a sizable master bath with lots of extras including a heated tile floor. The other bed"
* LISTED OVER 120 DAYS 
$2,899,000
60 Robbins, Chatham MA 02650
3
BEDS
5
BATHS
5,350
SQFT
$542
$/SQFT
1.25
ACRES
2005
BUILT
"Waterfront home directly on Ryder's Cove in Chatham. Enjoy intriguing water views from most rooms, decks, and sprawling lawn at this casually elegant residence. Set on 1.25 acres at the end of a private way, this 5,300 sq. ft. home offers a comfortable floor plan and landscape that takes full advantage of the peaceful setting and views. The inviting entrance way provides a warm welcome to the first-floor which includes a relaxing living room with bar area, gloriously spacious chef's kitchen, din"
* NEW LISTING 
$2,795,000
26 Stage Harbor Road, Chatham MA 02633
4
BEDS
6
BATHS
4,000
SQFT
$699
$/SQFT
0.31
ACRES
2018
BUILT
"Picture yourself and loved ones spending time in this stylish, comfortable new home with deeded deep water dock and mooring rights at Oyster Pond. Open, spacious, soaring ceiling, sun drenched rooms, thoughtfully designed flow including two master suites. The second level offers even more flexible living spaces for a multi generational family to enjoy together or on their own for game time and reading. Sunny and private second floor deck overlooking the park and an enormous mahogany deck just"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,950,000 TO $2,795,000 
$2,750,000
68 Shell Dr, Chatham MA 02650
6
BEDS
5
BATHS
3,017
SQFT
$912
$/SQFT
2.76
ACRES
1880
BUILT
"This magnificent property boasts close to 3 acres of breathtaking, expansive views with deed beach rights directing abutting. The house is a rich history with he original cottage built for William Nickerson in 1700, main house added on in 1800 by Solomon Howes, and added onto and updated over the last 2 centuries. Completely comfortable living as all main systems updated in 2003. Unparalleled views of Pleasant Bay with Strong Island in the horizon. This is an ideal family compound opportuni"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,099,000 TO $2,750,000 
$2,495,000
279 Woodland Way, Chatham MA 02650
3
BEDS
6
BATHS
5,694
SQFT
$438
$/SQFT
0.59
ACRES
2005
BUILT
"Waterfront home on Ryder's Cove with deep water access for boating, fishing clamming, beautiful sunsets and the mooring area is right in front. Walk via the private path to the assoc. beach. This luxury home is truly elegant offering the perfect balance between formality and livability. The interior is enhanced with Brazilian cherry floors, custom cabinetry and beautiful mill-work. This amazing home features a first floor master suite and the living room is spacious and beautiful with a coffered"
* LISTED OVER 120 DAYS 
$2,490,000
63 Cross St, Chatham MA 02633
11
BEDS
11
BATHS
5,055
SQFT
$493
$/SQFT
0.52
ACRES
1877
BUILT
"Tucked away on a quiet street in an oasis of tranquility just steps to the Village and close to Oyster Pond Children's Beach and Lighthouse Beach. Now a family residence but once a bed and breakfast known as The Cyrus Kent House. Built in 1877 for a prominent sea captain.The main house, approximately 3855 s.f. has 8 bedrooms, with 6 fireplaces, and all with en suite baths. A gracious and sun-filled living room with marble fireplace and bay window, dining room, fire-placed family room, wood-panel"
$2,395,000
33 Dune Dr, Chatham MA 02633
5
BEDS
4
BATHS
4,568
SQFT
$524
$/SQFT
0.58
ACRES
1950
BUILT
"Incredible Chatham Harbor Side Dunes location with fabulous views & deeded path to Lighthouse Beach in front. Come home to this 12 room, custom 4568 SF, 5 BED/4BA Cape where the dunes and the ocean beckon you to unwind and stay forever. Flexible living space offers multi- generational options. 1st FL: Living room with fireplace, dining room, family room with fireplace, leading you to vaulted sun room to deck and patio. Kitchen/ breakfast room door to patio, very spacious Master Bed/ Bath and bu"
 
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