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 Featured Chatham MA Waterfront Homes
Chatham, MA $2,900,000   Virtual Tour Additional Photos
Waterfront on Oyster River in the desirable Stage Neck area. This 4 bedroom, 3.5 bath expanded Cape sits on 1.62 pastoral acres with water access for boating & the possibility of a future pool and/or tennis court. The open concept first floor features multiple living & dining rooms, a cook's kitche... More Detail

Chatham, MA $3,200,000   New Additional Photos
WATERFRONT with Sandy BEACH property with architectural plans by Karen Kempton and all hurdles overcome and permits available with Town of Chatham Boards to build a new 5600 square foot, 6 bedroom, 6 bath Cape Style home with pool and spa on a .74 acre lot. The property is being sold with the curren... More Detail

Chatham, MA $2,995,000   Virtual Tour Additional Photos
Surrounded by natural beauty, soft breezes and nestled on 5.3 acres of lush greenery with ocean views, sits a spacious 2 home contemporary designed estate located in one of Chatham's most secluded areas. Perched on a hill with views of the Atlantic Ocean this masterpiece offers premier indoor/outdo... More Detail

Chatham, MA $4,500,000   New Additional Photos
WATERFRONT on the Oyster Pond- A 1.5 acre spectacular property with a 2 bedroom home and the ability to a large Main house on this site as well. This property has been in the same family for 70 years and this parcel is the finest lot in the division of the property which is the last working Farm in ... More Detail

Chatham, MA $2,350,000   Price Change Virtual Tour Additional Photos
Sitting on a bluff overlooking Ryder's Cove this 2.219 acres parcel has direct frontage on Ryder's Cove with expansive yard which leaves room for guest house, tennis court or swimming pool. The main house has 4 bedrooms 4 full and 1 1/2 bath. Adjacent is a garage with apartment above with deck over ... More Detail

Chatham, MA $1,845,000   Additional Photos
Waterfont on Ryder's Cove with 1/3 dock ownership providing access to Pleasant Bay, Chatham Harbor, and Atlantic Ocean. Close to Jackknife and Crow's Pond town landings. The many windows filled with light, enhance salt water views from nearly every room. The finished walk out level has extra space f... More Detail

Chatham, MA $849,000   Additional Photos
Natural setting on Lover's Lake with views to fill your senses. Listed for the first time in 3 generations. Towering trees provide privacy for this pond front retreat with dock tucked away off a main road. Offering 3 bedrooms and 3 baths including generous size first floor master en-suite with slide... More Detail

Chatham, MA $2,495,000   Additional Photos
Located in Harbor Coves this Waterfront home on Ryder's Cove offers deepwater access for boating, fishing and clamming or walk via the private path to the association beach. This luxury home is truly elegant offering the perfect balance between formality and livability. The interior is enhanced with... More Detail

Chatham, MA $1,999,999   Price Change Additional Photos
Tucked away down a private lane close to renown Hardings Beach, sits this custom built waterfront Cape high on a bluff with amazing views of Oyster Pond River and out to Nantucket Sound! As you enter the front door, you walk into an open floor plan of stunning water views from just about every windo... More Detail

Chatham, MA $4,995,000   Additional Photos
This is an unprecedented opportunity to enjoy iconic Chatham views of Oyster Pond from every room in this luxurious waterfront home. Set in a coveted coastal enclave a short stroll to Chatham Village, the idyllic setting commands an acre of lush rolling lawns leading to the waterfront, picturesque g... More Detail

Chatham, MA $975,000   Virtual Tour Additional Photos
Enjoy amazing waterviews of Blue Pond & White Pond from this water front, custom built 3 bedroom, 3.5 bath Cape on a cul-de-sac, w/bike path access, & deeded rights to White Pond! Entertain in the expansive kitchen w/wet bar & island. The family room w/fireplace, cathedral ceilings, red birch moldin... More Detail

Chatham, MA $9,900,000   Virtual Tour Additional Photos
Situated in one of Chatham's most prestigious neighborhoods, this luxurious Morris Island residence is truly unique among waterfront properties. Perched high above the shoreline, with panoramic views of the Atlantic Ocean and Monomoy Islands, this world class home offers a magnificent living experie... More Detail

Chatham, MA $2,295,000   Virtual Tour Additional Photos
Direct waterfront on Frost Fish Creek in North Chatham, this three level nautical masterpiece offers privacy, stunning views, generous living spaces as well as boating and beach access. The property is impeccably designed with beach style accents such as a custom rope and mahogany stairway lined wit... More Detail

Chatham, MA $925,000   Additional Photos
This amazing Waterfront home dose not disappoint. From the minute you walk thru the door of this five bedroom three bath home you can see the attention to detail everywhere. The home is perched on the Monomoy River that leads out to Pleasant Bay bring your kayak and meander down the River to the Bay... More Detail

Chatham, MA $5,695,000   New Additional Photos
Designed and built by Polhemus Savery DaSilva, this impeccable waterfront property offers stunning views of Crows Pond in a coveted North Chatham setting. The shingle style residence features four bedrooms and five and a half baths with direct steps down to the beach. With abundant natural light and... More Detail

Chatham, MA $2,750,000   Additional Photos
WATERFRONT - First time Offered- Brand new construction right on Ryder's Cove in North Chatham. This 3 bedroom 3 1/2 bath home was just completed by Minglewood Homes and is ready for occupancy. Every attention to detail is in place here from beautiful wood floors, a chefs kitchen, and large open fam... More Detail

Chatham, MA $1,775,000   Price Change Additional Photos
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... More Detail

Chatham, MA $1,149,000   Virtual Tour Additional Photos
Just minutes to Chatham Village and steps to the Chatham bike path, this light-filled 3,328 s.f residence offers a spacious open floor plan, private outdoor living spaces with tranquil views of Perch Pond and a charming detached guest cottage built in 2010 in the rear. The main house layout has an o... More Detail

Chatham, MA $1,249,000   Price Change Additional Photos
Recently renovated water front home with panoramic salt water marsh, Oyster River and Stetson Cove vistas. There is a master suite on each floor, brand new kitchen which opens to large sunny deck and family room. The grounds feature custom gardens and plenty of green grass. Perched privately at the ... More Detail

Chatham, MA $4,995,000   Virtual Tour Additional Photos
Perched on Fox Hill Road overlooking Crow's Pond, this impressive home is a perfect blend of historic charm and modern seaside luxury. Built by Polhemus Savery DaSilva, the home is designed to maximize spectacular water views. Striking interior elements include stunning millwork, eye-catching wall p... More Detail

Chatham, MA $5,595,000   Virtual Tour Additional Photos
No sign... More Detail

Chatham, MA $3,595,000   Virtual Tour Additional Photos
Premier Waterfront Property on Crows Pond with private beach and dock. Exclusive location, privacy, high elevation, deep-water dockage, panoramic views and exceptional sunsets make this property one of Chatham's rarest opportunities. Recently renovated, this exquisite property provides breathtaking ... More Detail

Welcome to Schooner Properties

Specializing in Cape Cod Real Estate


We Are your number one source for finding homes in Chatham MA Real Estate, Brewster MA Real Estate, Orleans MA Real Estate, and other Cape Cod Towns.

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You can also find Single Family homes in Chatham MA, Single Family homes in Brewster MA, Single Family homes in Orleans MA, Multi Family homes in Chatham MA, Multi Family homes in Brewster MA, Multi Family homes in Orleans MA, Land in Chatham MA, Land in Brewster MA, Land in Orleans MA, and Condos in Chatham MA, Condos in Brewster MA, Condos in Orleans MA.

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Schooner Properties Inc.   Deirdre Conway
Schooner Properties Inc.
One Ellis Landing Road • Brewster, MA 02631 Map it
Direct: 508-945-1788 • Phone: 508-896-1788 
Fax: 800-978-5179

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