16

Waterfront Homes for Sale in Orleans, MA

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  • /27

    $595,000

    • Land
    • 30,927 Sq Ft
    • $838,028 per Acre

    149 Monument Rd, Orleans, MA 02653

    Build your Cape Cod dream home on this scenic and buildable parcel overlooking the sparkling waters of Pilgrim Lake, a picturesque 39-acre freshwater kettle pond. Offering a rare combination of natural beauty, privacy, and potential, this exceptional homesite captures tranquil water views and the quintessential charm of Cape Cod living. Whether you envision a year-round residence or a seasonal

    Agent Photo

    Kerrin LaFrance

    Kinlin Grover Compass

    149 Monument Rd, Orleans, MA 02653
  • /75

    $3,250,000

    • 5 Beds
    • 5 Baths
    • 4,064 Sq Ft

    58 Keziahs Ln, Orleans, MA 02653

    Let your Cape Cod story begin at ''Fields Cove'' - an extraordinary waterfront retreat where sweeping views of Frost Fish Cove, surrounding conservation land, ever-changing tidal waters, abundant wildlife, and spectacular light create one of Orleans' most captivating settings. Tucked away on nearly two private acres, Fields Cove offers a rare opportunity to own a destination estate - yet moments

    Cape Island Estates Christie's Int'l RE Atlantic Brokerage

    58 Keziahs Ln, Orleans, MA 02653
  • /37

    $2,100,000

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft

    63 Briar Spring Rd, Orleans, MA 02653

    A waterfront gem, where your back yard meets the water's edge in Orleans' coveted Briar Springs neighborhood, is 63 Briar Spring offering three levels of thoughtfully designed rooms with panoramic views of Pochet inlet, Pochet Island and Nauset Beach at every floor. The lower-level features two light-filled waterfront walkout bedrooms to include the ensuite primary flanked by a guest room and

    Jon Clark Nauset Management

    63 Briar Spring Rd, Orleans, MA 02653
  • /51

    $4,495,000

    • 5 Beds
    • 6 Baths
    • 4,317 Sq Ft

    36 Areys Ln, Orleans, MA 02653

    Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and you own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater

    Eva Scott Gibson Sotheby's International Realty

    36 Areys Ln, Orleans, MA 02653
  • /42

    $3,495,000

    Open Sat 3PM - 5PM
    • 6 Beds
    • 5 Baths
    • 3,820 Sq Ft

    17 Gosnold Rd, Orleans, MA 02653

    A rare opportunity to own a home in the exclusive Pochet Association. This quality-built Acorn contemporary, constructed by Cape Associates, beautifully embodies New England modernism with its striking post-and-beam architecture, soaring ceilings, and expansive walls of glass that fill the home with natural light. Designed for comfortable coastal living, the spacious six-bedroom residence

    Alberti Team Gibson Sotheby's International Realty

    17 Gosnold Rd, Orleans, MA 02653
  • /24

    $1,474,000

    $76K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft

    9 Honeysuckle Ln, Orleans, MA 02653

    Nestled on a quiet road shared by only six homes, this beautifully renovated 2024 property offers the perfect mix of privacy, comfort, and coastal charm. Just a short stroll from Skaket Beach, it’s a place where you can unwind, soak in the sunsets, and enjoy the best of Orleans living.The thoughtfully designed reverse floor plan places four comfortable bedrooms with plenty of storage on the main

    Liz Holguin Classic Cape Real Estate, LLC

    9 Honeysuckle Ln, Orleans, MA 02653
  • /92

    $7,995,000

    $1M PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 7,372 Sq Ft

    77 Towhee Ln, Orleans, MA 02653

    LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound

    Chris Rhinesmith Compass Massachusetts, LLC

    77 Towhee Ln, Orleans, MA 02653
  • /100

    $6,250,000

    New Construction $750K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 5,800 Sq Ft

    64 Pershing Ln, Orleans, MA 02653

    Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay. Eastward Companies, synonymous with Lower Cape luxury homebuilding, has exquisitely designed this 5800 sq ft shingle-style masterpiece to showcase their coastal aesthetic in a fantastic saltwater setting. The covered entry porch beckons to the main floor which is entirely dedicated to gathering and enjoyment.

    Jeff Cusack Cove Road Real Estate

    64 Pershing Ln, Orleans, MA 02653
  • /62

    $1,049,000

    • 3 Beds
    • 2 Baths
    • 1,478 Sq Ft

    507 S Orleans Rd, Orleans, MA 02653

    This beautiful Cape-style home provides a perfect balance of modern luxury and tranquil Cape Cod living. Situated on nearly an acre of land, the property boasts views of Lily's Pond with direct water access right from your own expansive backyard.Completely gutted to the studs in 2024 and meticulously renovated, the home blends high-end, designer finishes with everyday coastal conveniences, making

    Cape Cod Power of Two Compass

    507 S Orleans Rd, Orleans, MA 02653
  • /74

    $4,500,000

    • 4 Beds
    • 5 Baths
    • 3,556 Sq Ft

    22 Blake Ln, Orleans, MA 02653

    Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of manicured grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and endless coastal recreation. A long private driveway delivers you into a world apart. The contemporary home

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    22 Blake Ln, Orleans, MA 02653
  • /42

    $2,700,000

    $1M PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 3,549 Sq Ft

    645 S Orleans Rd, Orleans, MA 02653

    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. Both homes enjoy 270-degree views across the water to

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    645 S Orleans Rd, Orleans, MA 02653
  • /95

    $4,295,000

    • 3 Beds
    • 3.5 Baths
    • 4,222 Sq Ft

    32 Areys Ln, Orleans, MA 02653

    With a private dock on picturesque Arey's Pond - for two 25' boats and offering scenic, deepwater access to Pleasant Bay and the Atlantic beyond - this stunning salt-waterfront retreat is a boater's dream. Set high on nearly an acre, the winding drive reveals captivating views, privacy, and serenity. The lovely shingle-style home combines timeless natural materials, sublime craftsmanship, and

    Sarah Keith eXp Realty, LLC

    32 Areys Ln, Orleans, MA 02653
  • /71

    $2,895,000

    • 4 Beds
    • 3.5 Baths
    • 3,164 Sq Ft

    28 Mallard Dr, Orleans, MA 02653

    Exceptional marshfront home offering expansive views of Cape Cod Bay in Orleans. Set on 1.12 private acres, this spacious 4-bedroom, 3.5-bath home captures the beauty of the Cape with sweeping marsh vistas and ever-changing coastal light. The thoughtfully designed layout provides generous living spaces ideal for relaxing or entertaining, with large windows that frame the natural surroundings. The

    Sandra Milano RE/MAX Executive Realty

    28 Mallard Dr, Orleans, MA 02653
  • /42

    $4,999,000

    • 4 Beds
    • 3 Baths
    • 3,867 Sq Ft

    66 Tides End Ln, Orleans, MA 02653

    Own a coveted East Orleans property with a private deep-water dock on a sprawling 2.62 acres, just 2.6 miles from Nauset Beach. This estate, surrounded by water, features rolling meadows and mature trees. The 3,867 sq ft residence blends timeless charm with modern comforts. Located on Lucy's Point Peninsula, it's perfect for a family compound or riverfront retreat. Inside, enjoy wide plank pine

    Cape Cod Power of Two Compass

    66 Tides End Ln, Orleans, MA 02653
  • /57

    $2,150,000

    $150K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,091 Sq Ft

    22 Winslow Dr, Orleans, MA 02653

    Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square

    Jen Whitaker Gibson Sotheby's International Realty

    22 Winslow Dr, Orleans, MA 02653
  • /83

    $2,500,000

    • 4 Beds
    • 3 Baths
    • 2,544 Sq Ft

    27 S Orleans Rd, Orleans, MA 02653

    Tucked away in one of the area's most coveted in-town waterfront settings, this exceptional property offers the perfect blend of privacy, convenience, and coastal living. Thoughtfully maintained and beautifully positioned to capture stunning water views of Town Cove from nearly every room, the home features four bedrooms, three full baths, and a highly desirable floor plan designed for both

    Daneen Law Gibson Sotheby's International Realty

    27 S Orleans Rd, Orleans, MA 02653

Home Price Trends

Median Sale Price
$922,500
Median Single Family Sale Price
$1,245,000
Median 2 Bedroom Sale Price
$579,500
Median 1 Bedroom Sale Price
$280,000
Average Price Per Sq Ft
$619
Number of Homes for Sale
31
Last 12 months Home Sales
186
Months of Supply
2.00
Median List Price
$1,062,500
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-13%
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