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Chatham, MA
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$25,000,000

97 Tilipi Run Chatham, MA 02633
6 Beds 10,974 Sq. Ft
6 Full Baths 4 Half Baths
Courtesy Of Pine Acres Realty
MLS# 21306159
PROPERTY DESCRIPTION: 
Boasting one of the most spectacular properties on the Cape Cod shoreline, this shingle-clad home is poised on 1.9 acres and majestically resides over the Atlantic Ocean, Monomoy Islands and Nantucket Sound. With 10,974 square feet of living space spanning three levels, the six bedroom estate has simply breathtaking views, manicured grounds and a glorious stone pool pavilion. The enchanting home is designed with a circular motif and gleams of pure elegance and includes multiple family gathering rooms, a banquet size dining room, chef's kitchen, 11 seat theater, an opulent wine cave and a circular one bedroom carriage house for guests or staff. A Creston smart home system controls security, electronic gate, lighting, audio, and driveway and pool heat with a touch of a button. This idyllic property is incomparable on Cape Cod.
FEATURES:
Age: 1-5 Years Old
Amenities: Deck, Porch, Patio, Wet Bar, Basement, Pool, Water Front
Appliances: Dishwasher, Dryer, Freezer, Microwave, Refrigerator, Refrigerator - Wine Storage
Architecture Style: Other
Cooling System: Central A/C
Floor Covering: Hardwood
Heating Fuel: Electric
Heating System: Radiant
Lot Size: 1.9 Acres
Parking Type: Garage - Attached, Garage - Detached
Rooms: Basement, Bedroom, Dining Room, Family Room, Full Bath, Game Room, Half Bath, Kitchen, Living Room, Media Room
View Type: Water

$8,795,000

96 Tilipi Run Chatham, MA 02633
6 Beds 9,700 Sq. Ft
7 Full Baths 2 Half Baths
Courtesy Of Pine Acres Realty
MLS# 21200173
PROPERTY DESCRIPTION: 
An impeccable Morris Island property, this grand shingle-style home offers unparalleled views of the Atlantic and Monomoy islands. Offering architectural sophistication and elegant craftsmanship, this six bedroom, eight baths home spans almost 10,000 S.F. over three levels. Completed in 2009, the main entrance features a foyer leading to the main living space and adjoining hallway with elevator. The main level includes an elegant en suite master bedroom, living room, dining room and luxury chef's kitchen, all with panoramic views. The expansive second level offers five additional en suite bedrooms, multiple balconies and sweeping views throughout. The lower level boasts a plethora of stunning living spaces that completes this superlative property. Meticulous attention to detail is shown in every aspect of this home's exceptional design.
FEATURES:
Age: 6-10 Years Old
Amenities: Deck, Lawn, Basement
Architecture Style: Other
Cooling System: Central A/C
Floor Covering: Tile, Wood
Lot Size: 1.88 Acres
Parking Type: Driveway, Garage
Rooms: Basement, Bedroom, Dining Room, Family Room, Full Bath, Half Bath, Kitchen, Living Room
View Type: Water

$7,995,000

75 Tilipi Run Chatham, MA 02633
6 Beds 6,043 Sq. Ft
4 Full Baths 2 Half Baths
Courtesy Of Pine Acres Realty
MLS# 21309377
PROPERTY DESCRIPTION: 
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 experience. Commanding views from nearly every room, this six bedroom, four full and two half bath home has excellent flow and generously proportioned rooms. The finest artisan fixtures and custom craftsmanship are seen throughout. Highlights include a magnificent great room with stone and wood architectural touches, a gourmand's kitchen, a magnificent first floor master suite, billiard room, & a lower level filled with every amenity imaginable. Beautifully landscaped with lawns and lovely gardens, this is one of Chatham's finest properties.
FEATURES:
Age: 11-20 Years Old
Amenities: Porch, Patio, Wet Bar, Basement, Garden, Water Front
Appliances: Dishwasher, Dryer, Microwave, Range - Gas, Refrigerator, Refrigerator - Wine Storage, Vacuum System, Washer
Architecture Style: Other
Cooling System: Central A/C
Floor Covering: Hardwood
Heating Fuel: Electric
Heating System: Radiant
Lot Size: 1.45 Acres
Parking Type: Driveway, Garage - Attached, Heated, Open
Rooms: Basement, Bedroom, Den, Dining Room, Family Room, Full Bath, Half Bath, Kitchen, Living Room, Recreational Room
View Type: Water
NEWLY LISTED

$7,500,000

74-77 Sears Point Rd Chatham, MA 02633
5 Beds 2,597 Sq. Ft
3 Full Baths 1 Half Bath
Courtesy Of Pine Acres Realty
MLS# 21407880
PROPERTY DESCRIPTION: 
This exceptional waterfront property offers arresting panoramas of Stage Harbor and beyond. Situated in one of Chatham's most private enclaves, the property is comprised of 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 spanning 2,500 s.f. and built in 1959 set back and elevated 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.
FEATURES:
Age: Over 50 Years Old
Amenities: Lawn, Patio, Basement, Water Front
Appliances: Dishwasher, Range - Gas, Refrigerator
Architecture Style: Colonial
Floor Covering: Hardwood, Tile
Lot Size: 6.63 Acres
Parking Type: Garage - Detached
Rooms: Basement, Bedroom, Dining Room, Full Bath, Half Bath, Kitchen, Living Room
View Type: Water

$4,500,000

180 Stage Island Rd Chatham, MA 02633
4 Beds 4,800 Sq. Ft
4 Full Baths 1 Half Bath
Courtesy Of Pine Acres Realty
MLS# 21406168
PROPERTY DESCRIPTION: 
One of the most stunning waterfront settings with a dock in Chatham, this incredible Cape home is front and center on Stage Island overlooking Stage Harbor. Well known for it's ever changing landscape of sailing and motor yachts, Stage Harbor evokes the truest sense of being on Cape Cod. Lovely four bedroom ,4.5 bath home nestled on a knoll and surrounded by mature coastal gardens, it offers dramatic views and open floor plan. Filled with light and spacious windows opening to the outside. First or second floor master suites, comfortable guest accommodations and recently finished walk out lower level with room for office, game room and gym, all with ceramic tile floors. Two oversized decks perfect for outdoor entertaining. Enjoy boating from your backyard from your own private dock. Association offers sandy beach on Chatham Harbor.
FEATURES:
Age: 21-30 Years Old
Amenities: Deck, Lawn, Basement, Water Front
Appliances: Dishwasher, Dryer - Gas, Range, Refrigerator, Vacuum System, Washer
Architecture Style: Other
Cooling System: Central A/C
Floor Covering: Carpet, Hardwood, Tile
Lot Size: 0.91 Acres
Parking Type: Garage - Attached
Rooms: Basement, Bedroom, Den, Dining Room, Family Room, Full Bath, Half Bath, Kitchen, Living Room, Recreational Room
View Type: Water

$3,295,000

373-375 Bridge St Chatham, MA 02633
7 Beds 5,110 Sq. Ft
6 Full Baths 1 Half Bath
Courtesy Of Pine Acres Realty
MLS# 21307281
PROPERTY DESCRIPTION: 
Significant price reduction! This beautiful compound is now a tremendous value. Just steps away from Lighthouse Beach in one of Chatham's most exclusive locations, this spectacular property is the ultimate family compound. Set within 2.2 acres, the estate comprises of two residences, and boasts privacy with conservation land in the rear. The main house is a five bedroom antique offering classic Cape Cod style with a generously sized living spaces and views of the Atlantic from above. In the rear is a regulation size tennis court. The two bedroom guest house built in 2003 offers striking spaces, three fireplaces, a first and second floor master suite, and an indoor lap pool in the lower level. This extraordinary property is a rare find and offers endless opportunities.
FEATURES:
Age: 11-20 Years Old
Amenities: Deck, Lawn, Basement, Pool, Mother In Law Suite, Sports Court, Garden
Architecture Style: Other
Cooling System: Central A/C
Floor Covering: Hardwood, Tile
Heating System: Hot Water
Lot Size: 2.21 Acres
Parking Type: Garage - Detached
Rooms: Basement, Bedroom, Dining Room, Family Room, Full Bath, Half Bath, In-Law Suite, Kitchen, Living Room, Sunroom
View Type: Water

$2,995,000

11 Library Ln Chatham, MA 02633
6 Beds 4,238 Sq. Ft
5 Full Baths 3 Half Baths
Courtesy Of Pine Acres Realty
MLS# 21208144
PROPERTY DESCRIPTION: 
One of a kind in town residence and winner of the 2008 Chatham Preservation Awards after being fully renovated in 2007. The main level of this beautiful Victorian residence features a fabulous chef's kitchen with top of the line appliances and finishes with dining area and family room, a dining room, living room, office/bedroom with a bathroom ensuite and two half baths. There are three more bedrooms and baths on the second floor plus a third floor bedroom with views of the Oyster Pond. Above the two car garage is the perfect guest suite with full bathroom ensuite. The lower level is mostly finished and beatifully appointed with a half bath and a wine cellar that is a collectors dream! An outdoor shower, irrigation and security system and pretty yard make this the ultimate in in-town living. Exellent seasonal rental history at $10k p/w
FEATURES:
Age: Over 50 Years Old
Amenities: Deck, Lawn, Porch, Pond, Basement
Architecture Style: Victorian
Cooling System: Central A/C
Floor Covering: Tile, Wood
Heating Fuel: Natural Gas
Lot Size: 0.31 Acres
Parking Type: Garage - Attached, Open
Rooms: Basement, Bedroom, Dining Room, Family Room, Full Bath, Half Bath, Kitchen, Living Room
View Type: Water

$2,949,000

16-36 Cahoon Rd 0 Brewster, MA 02633
9,700 Sq. Ft
Courtesy Of oldCape Sotheby's International Realty
MLS# 21304923
PROPERTY DESCRIPTION: 
Rare opportunity to acquire a premium three acre parcel with two grand homes plus a carriage garage affording in law quarters. Fronting on a lovely pond, adjoining the beach at Long Pond, these gracious offerings provide refined living in a retreat environment. The present owner rents both properties as vacation rentals and enjoys substantial repeat bookings. Both homes are impeccably maintained; one styled to recall a bygone era, the other more contemporary, each well-scaled and impressively appointed. Please Note ****Two adjoining properties in the same ownership are offered here as an assemblage. Land area, total rooms and assessments have been combined. There are limitations to the format provided by MLS for data entry in this case. More specific listing information for each property may be found at MLS #21304918 and #21304919. ]
FEATURES:
Age: 11-20 Years Old
Amenities: Deck, Lawn, Porch, Patio, Pond, Basement, Water Front, Cable Ready
Appliances: Dryer, Washer
Architecture Style: Other
Cooling System: Central A/C
Heating System: Hot Water
Lot Size: 3.05 Acres
Parking Type: Driveway, Garage - Attached, Garage - Detached, Heated
Roof Type: Asphalt
Rooms: Basement
View Type: Water

$2,895,000

459 Old Harbor Rd Chatham, MA 02633
4 Beds 3,300 Sq. Ft
4 Full Baths 1 Half Bath
Courtesy Of Pine Acres Realty
MLS# 21400874
PROPERTY DESCRIPTION: 
Panoramic views over Chatham Harbor from this North Chatham estate property with separate guest quarters and salt water pool. Offering private location yet a short hop to town and beach. Winning combination of classic 1747 Cape with new addition in 2013 creates the best of old and new. Filled with original details including wide width pine flooring, three fireplaces, built ins, and hardware, this home also offers central air, delightful new cooks kitchen with adjacent great room, first and second floor master suites and third two room guest bedroom and bath. Salt water pool with large patio overlooking Chatham Harbor and rolling lawns. Detached guest quarters include 594 s.f. bedroom, full bath and 20' x 13'first floor living room. Owner/Broker
FEATURES:
Age: Over 50 Years Old
Amenities: Lawn, Patio, Basement, Pool
Architecture Style: Other
Cooling System: Central A/C
Floor Covering: Carpet, Tile, Wood
Lot Size: 0.86 Acres
Parking Type: Garage - Detached
Rooms: Basement, Bedroom, Den, Full Bath, Half Bath, Office
View Type: Water

$2,649,000

85 Watch Hill Way Chatham, MA 02633
4 Beds 3,000 Sq. Ft
3 Full Baths 1 Half Bath
Courtesy Of Realty Executives Cape Cod
MLS# 21307276
PROPERTY DESCRIPTION: 
Stunning downtown Chatham location, with beautiful views of Chatham inlet, the Atlantic Ocean and the cottages/dunes of the National Seashore. Perfectly sited on Watch Hill knoll to take advantage of the ocean breeze, there are numerous decks on which to enjoy your choice of view; as well as sun or shade throughout the day; the highest deck having 360 views of the water and Chatham rooftops. Multiple levels of living space can accommodate a large family. This well built home has beautiful landscaping, a private brick patio and a path to the water's edge. The sqft does not include the walkout basement, or superb, private space over the double garage. Watch the boats come & go, or take a stroll down Chatham's Main Street. This is the perfect waterview, in town, location to enjoy everything that makes Chatham so exquisite
FEATURES:
Age: 31-40 Years Old
Amenities: Deck, Lawn, Patio, Basement, Garden
Appliances: Dishwasher, Dryer, Range - Electric, Refrigerator, Washer
Architecture Style: Other
Floor Covering: Carpet, Hardwood, Tile
Heating System: Hot Water
Lot Size: 0.4 Acres
Parking Type: Driveway, Garage - Attached, Paved or Surfaced
Rooms: Basement, Bedroom, Den, Dining Room, Family Room, Full Bath, Half Bath, Kitchen, Living Room, Loft, Studio
View Type: Water
1 | 2 | 3 | 411 Next

Chatham, MA Real Estate & Homes for Sale - 104 Listings Found

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