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645 S Orleans Road

Orleans, Massachusetts, 02653, United States

7Bedroom(s)
6.5Bathroom(s)
3,549Sqft
For the first time in generations, this extraordinary Pleasant Bay compound—featuring the iconic Topside main residence and the charming two-bedroom Boathouse—is offered as a rare legacy estate. With a deep-water dock, moorings, and direct bay access, it delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation.
$3,495,000

645 S Orleans Road

Orleans, Massachusetts, 02653, United States
7Bedroom(s)
6.5Bathroom(s)
3,549Sqft
For the first time in generations, this extraordinary Pleasant Bay compound—featuring the iconic Topside main residence and the charming two-bedroom Boathouse—is offered as a rare legacy estate. With a deep-water dock, moorings, and direct bay access, it delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation.
$3,495,000

645 S Orleans Road

Orleans, Massachusetts, 02653, United States
7Bedroom(s)
6.5Bathroom(s)
$3,495,000

46 Freeman Lane

Orleans, Massachusetts, 02653, United States

5Bedroom(s)
3.5Bathroom(s)
3,630Sqft
WATERFRONT on Rachel Cove with deepwater access! This lovely, expansive Cape on a private 1.23 acre lot has been lovingly maintained by the original family. The welcoming foyer features raised-panel wainscoting and warm, maple flooring that continues throughout the main living area.
$3,199,000

46 Freeman Lane

Orleans, Massachusetts, 02653, United States
5Bedroom(s)
3.5Bathroom(s)
3,630Sqft
WATERFRONT on Rachel Cove with deepwater access! This lovely, expansive Cape on a private 1.23 acre lot has been lovingly maintained by the original family. The welcoming foyer features raised-panel wainscoting and warm, maple flooring that continues throughout the main living area.
$3,199,000

46 Freeman Lane

Orleans, Massachusetts, 02653, United States
5Bedroom(s)
3.5Bathroom(s)
$3,199,000

46 Freeman Lane

Orleans, Massachusetts, 02653, United States

5Bedroom(s)
3.5Bathroom(s)
3,630Sqft
WATERFRONT with deepwater access from Rachel Cove - a protected and picturesque bay off Town Cove. This lovely, expansive Cape was built in 1995 on a private, bucolic 1.23 acre lot and has been lovingly maintained ever since by the original family. Large, welcoming foyer features raised-panel wainscoting, and warm, maple flooring which continues throughout the main living area.
$3,199,000

46 Freeman Lane

Orleans, Massachusetts, 02653, United States
5Bedroom(s)
3.5Bathroom(s)
3,630Sqft
WATERFRONT with deepwater access from Rachel Cove - a protected and picturesque bay off Town Cove. This lovely, expansive Cape was built in 1995 on a private, bucolic 1.23 acre lot and has been lovingly maintained ever since by the original family. Large, welcoming foyer features raised-panel wainscoting, and warm, maple flooring which continues throughout the main living area.
$3,199,000

46 Freeman Lane

Orleans, Massachusetts, 02653, United States
5Bedroom(s)
3.5Bathroom(s)
$3,199,000

18 Hopkins Way

Truro, Massachusetts, 02652, United States

2Bedroom(s)
2Bathroom(s)
1,584Sqft
This classic Cape-style home is tucked away on a private road in one of North Truros most cherished oceanside neighborhoods. Enjoy a short drive to the ocean beaches and easy access to the bay side without having to travel on Route 6.
$899,000

18 Hopkins Way

Truro, Massachusetts, 02652, United States
2Bedroom(s)
2Bathroom(s)
1,584Sqft
This classic Cape-style home is tucked away on a private road in one of North Truros most cherished oceanside neighborhoods. Enjoy a short drive to the ocean beaches and easy access to the bay side without having to travel on Route 6.
$899,000

18 Hopkins Way

Truro, Massachusetts, 02652, United States
2Bedroom(s)
2Bathroom(s)
$899,000

35A Higgins Hollow Road

Truro, Massachusetts, 02652, United States

Pristine and wooded, this 5.38-acre private lot crowns one of Truros highest points, offering sweeping vistas, distant water views, natural beauty, & exceptional privacy. Surrounded by the Cape Cod National Seashore, the site affords a unique & extraordinary setting for a legacy home or family compound. With 4 acres within the Seashore & 1.
$2,695,000

35A Higgins Hollow Road

Truro, Massachusetts, 02652, United States
Pristine and wooded, this 5.38-acre private lot crowns one of Truros highest points, offering sweeping vistas, distant water views, natural beauty, & exceptional privacy. Surrounded by the Cape Cod National Seashore, the site affords a unique & extraordinary setting for a legacy home or family compound. With 4 acres within the Seashore & 1.
$2,695,000

35A Higgins Hollow Road

Truro, Massachusetts, 02652, United States
$2,695,000

174 Seapine Road

Chatham, Barnstable, 02650, United States

4Bedroom(s)
3Bathroom(s)
Rarely available in Chathams coveted Harbor Coves, just steps from the private Association beach, this 4BR, 3.5BA residence has been completely reimagined top to bottom, inside and out. A sweeping circular drive welcomes you home to sunlit vaulted living spaces with high-end finishes that sparkle at every turn.
$3,600,000

174 Seapine Road

Chatham, Barnstable, 02650, United States
4Bedroom(s)
3Bathroom(s)
Rarely available in Chathams coveted Harbor Coves, just steps from the private Association beach, this 4BR, 3.5BA residence has been completely reimagined top to bottom, inside and out. A sweeping circular drive welcomes you home to sunlit vaulted living spaces with high-end finishes that sparkle at every turn.
$3,600,000

174 Seapine Road

Chatham, Barnstable, 02650, United States
4Bedroom(s)
3Bathroom(s)
$3,600,000

54 Rowland Drive

North Chatham, Massachusetts, 02650, United States

4Bedroom(s)
3Bathroom(s)
Discover coastal charm and scenic views of Ryders Cove from this spacious 4-bedroom, 3.5-bathroom home nestled in North Chatham. Deeded rights to the water, provide direct access for boating and water activities on this saltwater inlet leading to Pleasant Bay. Inside, hardwood floors and a spacious kitchen create a warm and inviting atmosphere.
$1,495,000

54 Rowland Drive

North Chatham, Massachusetts, 02650, United States
4Bedroom(s)
3Bathroom(s)
Discover coastal charm and scenic views of Ryders Cove from this spacious 4-bedroom, 3.5-bathroom home nestled in North Chatham. Deeded rights to the water, provide direct access for boating and water activities on this saltwater inlet leading to Pleasant Bay. Inside, hardwood floors and a spacious kitchen create a warm and inviting atmosphere.
$1,495,000

54 Rowland Drive

North Chatham, Massachusetts, 02650, United States
4Bedroom(s)
3Bathroom(s)
$1,495,000

450 Old Harbor Road

North Chatham, Massachusetts, 02650, United States

2Bedroom(s)
2Bathroom(s)
Once in a lifetime are you fortunate enough to be presented with an opportunity to own beachfront property! Waterfront Haven with Seawall Bulkhead & Stunning Views of Chatham Harbor. Experience the potential of this unique waterfront property nestled along Chatham Harbor.
$1,799,000

450 Old Harbor Road

North Chatham, Massachusetts, 02650, United States
2Bedroom(s)
2Bathroom(s)
Once in a lifetime are you fortunate enough to be presented with an opportunity to own beachfront property! Waterfront Haven with Seawall Bulkhead & Stunning Views of Chatham Harbor. Experience the potential of this unique waterfront property nestled along Chatham Harbor.
$1,799,000

450 Old Harbor Road

North Chatham, Massachusetts, 02650, United States
2Bedroom(s)
2Bathroom(s)
$1,799,000

16 Balfour Lane

Mashpee, Massachusetts, 02649, United States

2Bedroom(s)
1.5Bathroom(s)
1,898Sqft
Welcome to 16 Balfour Lane!Set on a quiet street, this spacious home close to Wakeby Pond offers an inviting mix of comfort, function, and potential. The sun-filled main living and dining area features soaring vaulted ceilings, hardwood floors, a cozy gas fireplace, and built-in details that add character. A separate second living room offers space for gatherings or relaxation.
$634,900

16 Balfour Lane

Mashpee, Massachusetts, 02649, United States
2Bedroom(s)
1.5Bathroom(s)
1,898Sqft
Welcome to 16 Balfour Lane!Set on a quiet street, this spacious home close to Wakeby Pond offers an inviting mix of comfort, function, and potential. The sun-filled main living and dining area features soaring vaulted ceilings, hardwood floors, a cozy gas fireplace, and built-in details that add character. A separate second living room offers space for gatherings or relaxation.
$634,900

16 Balfour Lane

Mashpee, Massachusetts, 02649, United States
2Bedroom(s)
1.5Bathroom(s)
$634,900

42 Cayuga Rd

Mashpee, Massachusetts, 02649, United States

3Bedroom(s)
2.5Bathroom(s)
1,428Sqft
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 your days boating, fishing, or simply enjoying the tranquility of this idyllic setting from your very own private back yard.
$1,200,000

42 Cayuga Rd

Mashpee, Massachusetts, 02649, United States
3Bedroom(s)
2.5Bathroom(s)
1,428Sqft
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 your days boating, fishing, or simply enjoying the tranquility of this idyllic setting from your very own private back yard.
$1,200,000

42 Cayuga Rd

Mashpee, Massachusetts, 02649, United States
3Bedroom(s)
2.5Bathroom(s)
$1,200,000

55 Shoestring Bay Road

Mashpee, Massachusetts, 02649, United States

4Bedroom(s)
4.5Bathroom(s)
3,773Sqft
Experience the best of coastal living at this elegant retreat overlooking Shoestring Bay, set behind the gates at Willowbend. Thoughtfully designed to showcase sweeping water views, this custom built residence blends timeless craftsmanship with modern comfort. Sunlit interiors feature an open-concept layout, hardwood floors, and expansive windows framing the tranquil setting.
$3,250,000

55 Shoestring Bay Road

Mashpee, Massachusetts, 02649, United States
4Bedroom(s)
4.5Bathroom(s)
3,773Sqft
Experience the best of coastal living at this elegant retreat overlooking Shoestring Bay, set behind the gates at Willowbend. Thoughtfully designed to showcase sweeping water views, this custom built residence blends timeless craftsmanship with modern comfort. Sunlit interiors feature an open-concept layout, hardwood floors, and expansive windows framing the tranquil setting.
$3,250,000

55 Shoestring Bay Road

Mashpee, Massachusetts, 02649, United States
4Bedroom(s)
4.5Bathroom(s)
$3,250,000

20 Holly Road

Mashpee, Massachusetts, 02649, United States

3Bedroom(s)
2Bathroom(s)
2,165Sqft
Must see beautiful Cape Cod retreat in New Seabury, just .03 miles to the warm waters of Nantucket Sound and unforgettable sunsets! This spacious, open concept 3-bedroom, 2- full bath home features a finished basement, loft and over 2,100 sq. ft. of living space. Offered turnkey, its ready for immediate enjoyment or rental investment property.
$1,195,000

20 Holly Road

Mashpee, Massachusetts, 02649, United States
3Bedroom(s)
2Bathroom(s)
2,165Sqft
Must see beautiful Cape Cod retreat in New Seabury, just .03 miles to the warm waters of Nantucket Sound and unforgettable sunsets! This spacious, open concept 3-bedroom, 2- full bath home features a finished basement, loft and over 2,100 sq. ft. of living space. Offered turnkey, its ready for immediate enjoyment or rental investment property.
$1,195,000

20 Holly Road

Mashpee, Massachusetts, 02649, United States
3Bedroom(s)
2Bathroom(s)
$1,195,000
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