Name: 55 Winterset Drive, Chatham, Massachusetts, 02633
SKU: 6170921
Price: 2295000 USD
Availability: InStock
Rating: 5 (1 reviews)

For Sale

$2,295,000

55 Winterset Drive

4 0.0 Sf: 4072 Yr: 1970 Acres: 1.890

Welcome to your dream retreat at 55 Winterset Drive in Great Hill Estates, one of Chatham's most desirable neighborhoods. This custom built 4 bedroom, 3.5 bath home offers 4000 sq ft of warm &...

Ad # 6170921

For Sale

$2,150,000

73 Tern Lane

3 0.0 Sf: 2964 Yr: 1968 Acres: 0.540

Luxurious, Wequaquet Lake living is found here, in this completely renovated contemporary home ready to be enjoyed immediately. The large lot and nearly 3000sqft home have been transformed into a...

Ad # 6311655

For Sale

$1,969,000

26 A Stonebridge Way

4 3.0 Sf: 3462 Yr: 2015 Acres: 56.000

Melissa DiMassimo melissa STONE HOUSE PROPERTIES, LLC

Ad # 6586408

For Sale

$1,910,000

142 Monument Road

4 0.0 Sf: 2565 Yr: 1820 Acres: 1.050

Orleans Jewel with Private tennis court- This lovingly restored, meticulously maintained 1820 property sits perfectly located between two fresh water ponds and a saltwater inlet. Capturing filtered...

Ad # 6289363

For Sale

$1,895,000

788 Main St

5 5.0 Sf: 6044 Yr: 2025 Acres: 0.610

Enjoy the holidays in this brand-new 5+ bedroom, 4.5 bath home sits directly on Lake Boon. 3 Levels of luxury living. The bright, sunny floor plan boasts a large fireplaced family room with detailed...

Ad # 6646921

For Sale

$1,850,000

7 Vinland Drive

3 3.0 Sf: 2735 Yr: 2025 Acres: 0.270

Cape Cod new construction with access to Nantucket Sound & the Atlantic Ocean. Welcome to all Cape Cod has to offer, with breathtaking views of the water, Mayfair Marina & spectacular sunsets. This...

Ad # 6249746

For Sale

$1,825,000

410 Blueberry Pond Drive

3 3.0 Sf: 2471 Yr: 2023 Acres: 1.150

Completed in 2023, this newly built, fully electric home blends elevated design, sustainable living, and timeless Cape Cod charm. Set on 1.15 acres across two parcels (and surrounded by conservation)...

Ad # 6353032

For Sale

$1,795,000

786 Main St

5 6.0 Sf: 5761 Yr: 2025 Acres: 1.060

A new and improved price!* Brand new WATERFRONT 5+ bedroom, 5+ bath, country farmhouse sitting directly on the shores of Lake Boon near the Stow/Sudbury town lines. Fish and boat right from your...

Ad # 6410071

For Sale

$1,700,000

29 Summerwind Lane

3 0.0 Sf: 3733 Yr: 2023 Acres: 1.000

Welcome to a place where elegance & tranquility intertwine and get ready to embrace your coastal chapter. Located on one of West Barnstable's most peaceful pockets, tucked on a cul-de-sac on an acre...

Ad # 6294433

For Sale

$1,650,000

207 Horizon Drive

4 4.0 Sf: 2843 Yr: 1976 Acres: 0.540

Perched high on a private lot in one of Chatham's most sought-after locations, this stunning residence offers over 2,800 sq. ft. of well-designed living space. Featuring 4 spacious bedrooms and 2.5...

Ad # 6607714

For Sale

$1,499,000

0 Off Canoe Landing

3 1.0 Sf: 709 Yr: 1930 Acres: 14.000

First time on the market in nearly 100 years. This 1930's cabin is located within the ''pine hills'' community. Located on 14 acres with frontage on Great Island Pond. This 3 bedroom 1/2 bath cabin...

Ad # 6278153

For Sale

$1,499,000

25 Mill Pond Way

3 3.0 Sf: 4157 Yr: 1987 Acres: 0.990

Custom built water front home. Priced to sell. This home couldnt be built for this price. Home is very deceiving from the outside. Its much larger than it looks. Home features large first floor...

Ad # 6467094

For Sale

$1,499,000

96 Pimlico Pond Road

3 2.0 Sf: 2364 Yr: 1981 Acres: 2.170

Nestled on 2.1 private acres with 225 feet of frontage on picturesque Mashpee-Wakeby Lake with private dock, this distinctive mini-estate offers the ideal year-round residence or serene getaway. The...

Ad # 6708955

For Sale

$1,495,000

2386 Pleasant Street

4 5.0 Sf: 5410 Yr: 2008 Acres: 3.800

Perched on 3.8 acres of direct waterfront, this magnificent home blends privacy, natural beauty and comfort! Soaring ceilings, panoramic vistas and open-concept layout radiate warmth and...

Ad # 6643275

For Sale

$1,495,000

3 Glenwood Lane

4 0.0 Sf: 3604 Yr: 1997 Acres: 0.510

This architecturally designed home is sited to blend with the landscape and capture pond views and the manicured golf course beyond. Walls of glass and seamless access to the outdoors from nearly...

Ad # 6663043

For Sale

$1,325,000

13 Harwich Pines

3 0.0 Sf: 2468 Yr: 2000 Acres: 0.310

Imagine a beautifully designed home just across the street from Long Pond, offering rights to a private neighborhood beach for swimming & kayaking. There are 2 moorings which are rotated among users...

Ad # 6611294

For Sale

$1,275,000

194 Killdeer Road

3 3.0 Sf: 1740 Yr: 2020 Acres: 0.137

NEW PRICE!!! Beautiful breathtaking western facing evening sunsets! All day gorgeous views is what you will experience as you look out at Webster lake from this amazing 5 year young ranch style...

Ad # 6195195

For Sale

$1,255,000

42 Cayuga

3 0.0 Sf: 1428 Yr: 1964 Acres: 1.070

A rare waterfront opportunity on Johns Pond in Mashpee.Discover an unparalleled opportunity to own over an acre of waterfront property with a private dock on the serene shores of Johns Pond! Spend...

Ad # 6696275

For Sale

$1,250,000

276 Great Barrington Rd

3 3.0 Sf: 2002 Yr: 1802 Acres: 51.460

Maureen White-Kirkby maureen BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Ad # 6621391

For Sale

$1,250,000

25 Dukes Brook Road

4 3.0 Sf: 4445 Yr: 1986 Acres: 6.100

Down at the end of a quiet cul-de-sac neighborhood you will find a hidden gem. The privately situated 4-5 bed house with stunning views from every window, also has an in-law apartment attached. This...

Ad # 6692073

Massachusetts Homes For Sale

55 Winterset Drive

4 0.0 Sf: 4072 Yr: 1970 Acres: 1.890

Welcome to your dream retreat at 55 Winterset Drive in Great Hill Estates, one of Chatham's most desirable neighborhoods. This custom built 4 bedroom, 3.5 bath home offers 4000 sq ft of warm &...

73 Tern Lane

3 0.0 Sf: 2964 Yr: 1968 Acres: 0.540

Luxurious, Wequaquet Lake living is found here, in this completely renovated contemporary home ready to be enjoyed immediately. The large lot and nearly 3000sqft home have been transformed into a...

26 A Stonebridge Way

4 3.0 Sf: 3462 Yr: 2015 Acres: 56.000

Melissa DiMassimo melissa STONE HOUSE PROPERTIES, LLC

142 Monument Road

4 0.0 Sf: 2565 Yr: 1820 Acres: 1.050

Orleans Jewel with Private tennis court- This lovingly restored, meticulously maintained 1820 property sits perfectly located between two fresh water ponds and a saltwater inlet. Capturing filtered...

788 Main St

5 5.0 Sf: 6044 Yr: 2025 Acres: 0.610

Enjoy the holidays in this brand-new 5+ bedroom, 4.5 bath home sits directly on Lake Boon. 3 Levels of luxury living. The bright, sunny floor plan boasts a large fireplaced family room with detailed...

7 Vinland Drive

3 3.0 Sf: 2735 Yr: 2025 Acres: 0.270

Cape Cod new construction with access to Nantucket Sound & the Atlantic Ocean. Welcome to all Cape Cod has to offer, with breathtaking views of the water, Mayfair Marina & spectacular sunsets. This...

410 Blueberry Pond Drive

3 3.0 Sf: 2471 Yr: 2023 Acres: 1.150

Completed in 2023, this newly built, fully electric home blends elevated design, sustainable living, and timeless Cape Cod charm. Set on 1.15 acres across two parcels (and surrounded by conservation)...

786 Main St

5 6.0 Sf: 5761 Yr: 2025 Acres: 1.060

A new and improved price!* Brand new WATERFRONT 5+ bedroom, 5+ bath, country farmhouse sitting directly on the shores of Lake Boon near the Stow/Sudbury town lines. Fish and boat right from your...

29 Summerwind Lane

3 0.0 Sf: 3733 Yr: 2023 Acres: 1.000

Welcome to a place where elegance & tranquility intertwine and get ready to embrace your coastal chapter. Located on one of West Barnstable's most peaceful pockets, tucked on a cul-de-sac on an acre...

207 Horizon Drive

4 4.0 Sf: 2843 Yr: 1976 Acres: 0.540

Perched high on a private lot in one of Chatham's most sought-after locations, this stunning residence offers over 2,800 sq. ft. of well-designed living space. Featuring 4 spacious bedrooms and 2.5...

0 Off Canoe Landing

3 1.0 Sf: 709 Yr: 1930 Acres: 14.000

First time on the market in nearly 100 years. This 1930's cabin is located within the ''pine hills'' community. Located on 14 acres with frontage on Great Island Pond. This 3 bedroom 1/2 bath cabin...

25 Mill Pond Way

3 3.0 Sf: 4157 Yr: 1987 Acres: 0.990

Custom built water front home. Priced to sell. This home couldnt be built for this price. Home is very deceiving from the outside. Its much larger than it looks. Home features large first floor...

96 Pimlico Pond Road

3 2.0 Sf: 2364 Yr: 1981 Acres: 2.170

Nestled on 2.1 private acres with 225 feet of frontage on picturesque Mashpee-Wakeby Lake with private dock, this distinctive mini-estate offers the ideal year-round residence or serene getaway. The...

2386 Pleasant Street

4 5.0 Sf: 5410 Yr: 2008 Acres: 3.800

Perched on 3.8 acres of direct waterfront, this magnificent home blends privacy, natural beauty and comfort! Soaring ceilings, panoramic vistas and open-concept layout radiate warmth and...

3 Glenwood Lane

4 0.0 Sf: 3604 Yr: 1997 Acres: 0.510

This architecturally designed home is sited to blend with the landscape and capture pond views and the manicured golf course beyond. Walls of glass and seamless access to the outdoors from nearly...

13 Harwich Pines

3 0.0 Sf: 2468 Yr: 2000 Acres: 0.310

Imagine a beautifully designed home just across the street from Long Pond, offering rights to a private neighborhood beach for swimming & kayaking. There are 2 moorings which are rotated among users...

194 Killdeer Road

3 3.0 Sf: 1740 Yr: 2020 Acres: 0.137

NEW PRICE!!! Beautiful breathtaking western facing evening sunsets! All day gorgeous views is what you will experience as you look out at Webster lake from this amazing 5 year young ranch style...

42 Cayuga

3 0.0 Sf: 1428 Yr: 1964 Acres: 1.070

A rare waterfront opportunity on Johns Pond in Mashpee.Discover an unparalleled opportunity to own over an acre of waterfront property with a private dock on the serene shores of Johns Pond! Spend...

276 Great Barrington Rd

3 3.0 Sf: 2002 Yr: 1802 Acres: 51.460

Maureen White-Kirkby maureen BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

25 Dukes Brook Road

4 3.0 Sf: 4445 Yr: 1986 Acres: 6.100

Down at the end of a quiet cul-de-sac neighborhood you will find a hidden gem. The privately situated 4-5 bed house with stunning views from every window, also has an in-law apartment attached. This...