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Chatham, Massachusetts: Country Homes, Houses, and Rural Real Estate

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$12,000,000 2.92 acres 7 Beds | 8 Baths | 6161 sqft
520 Shore Road, Chatham, MA 02633 - Barnstable County

2.92 acres Chatham, MA

Sand Bars, a spectacular waterfront estate, perched upon the coveted stretch of Shore Road is one of the most magnificent properties in Chatham. With 2.9 acres of privacy, it is the largest waterfront parcel on Shore Road offering stunning elevated views of Chatham Harbor, the Atlantic and panoramic vistas of Chatham's unrivaled shoreline. The layout comprises both traditional and contemporary design with a flowing layout and private living quarters that accommodates entertaining or compound living. The nine bedroom septic currently holds 7 bedrooms including a first floor master suite, 2 offices, a formal dining room, and great room with chef's kitchen. Notable highlights of this richly appointed estate include, a seaside gunite pool with
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$7,500,000 6.63 acres 5 Beds | 4 Baths | 2597 sqft
74-77 Sears Point Road, Chatham, MA 02633 - Barnstable County

6.63 acres Chatham, MA

This exceptional waterfront property offers arresting panoramas of Stage Harbor and beyond. Situated in one of Chatham's most private enclaves, the property is comprises two adjoining lots totaling 6.6 acres and 350 feet of water frontage. A long winding driveway and charming barn enhance the property's magical approach. Currently there is an existing five bedroom, three and half bath classic Cape Cod style residence built in 1959 spanning 2,500 s.f. sited on the property. This unbeatable setting offers exceptional potential to built a dramatic dream estate or to reinvent the old. Existing Polhemus Savery DaSilva architectural plans are available. Discover more about this spectacular property upon request.
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$3,995,000 2.74 acres 4 Beds | 4 Baths | 3400 sqft
558 Fox Hill Road, Chatham, MA 02633 - Barnstable County

2.74 acres Chatham, MA

The allure of this magnificent property is its supreme privacy, water access and natural setting. Nestled among the rolling hills of Eastward Ho, the estate commands 2.74 acres along Crows Pond. Combined with a deep water dock with capacity for two boats and a pool, the site demands a second to none Chatham lifestyle. The estate was built in 1977 with a contemporary flair and open layout. Sweeping windows and deck space bring the stunning views inward. Spanning three levels with four bedrooms, three and half baths, abundant storage and entertainment space, the home and its scenic grounds offer incredible potential and beckon a new era of grand living.
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$1,995,000 3.73 acres 3 Beds | 4 Baths | 2900 sqft
22 Captain Sears, Chatham, MA 02633 - Barnstable County

3.73 acres Chatham, MA

Private setting on 3+ acres with waterfront on the Oyster Pond with views back towards Chatham center. Further development and or additional bedroom potential with Town permitting. Lovely interior with views from most rooms, open living, dining and kitchen with vaulted and tray ceilings. Lower level is completely finished with full bath and walk-out.Direct water access to Oyster Pond. Short distance to two town landings one on Stage Harbor the other on Oyster River. New roof in 2015. Priced roughly $834,000.00 under assessed value.
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$1,800,000 3.3 acres 4 Beds | 3 Baths | 1349 sqft
45 Bridge Street, Chatham, MA 02633 - Barnstable County

3.3 acres Chatham, MA

Waterfront on Mitchell River with deep water access to Mill Pond, Stage Harbor, Nantucket Sound and beyond. 4 bedroom; 3 bath Cottage on three + acres with your own boat ramp (currently leased to Town of Chatham). Fabulous views of Mitchell River and The Mill Pond.
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$199,500 5 acres 2 Beds | 1 Bath | 364 sqft
1340 Main Street, Chatham, MA 02633 - Barnstable County

5 acres Chatham, MA

Adorable and affordable beach cottage is the answer to your dreams of owning your Cape Cod getaway, rental investment property or cottage for overflow guests. Located in Waterview Colony on White Pond in Chatham. 2 Bedrooms, 1 Bath and kitchen/dining/living area. The sunroom adds an additional 200 sf of living space. Sit on your patio after a day at the beach or the kids and adults can hang out in the association Lodge for some fun. This cottage is off the beaten path and sits on a pretty lot overlooking the beautiful grounds. Walk down to the private association beach on White Pond for the best fresh water swimming, fishing and kayaking. Condo fees are $75.00 per month. Two designated parking spaces. Owners are allowed leashed pets. Freshl