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Waterfront Homes for Sale in Orleans, MA

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  • 4 Monomoy Ln, Orleans, MA 02653
    4 Monomoy Ln, Orleans, MA 02653
    4 Monomoy Ln, Orleans, MA 02653
    /42

    $2,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    4 Monomoy Ln, Orleans, MA 02653

    Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

    LuxRECapeCod Group Gibson Sotheby's International Realty

    4 Monomoy Ln, Orleans, MA 02653
  • 36 Old Colony Way Unit 21, Orleans, MA 02653
    36 Old Colony Way Unit 21, Orleans, MA 02653
    36 Old Colony Way Unit 21, Orleans, MA 02653
    /25

    $379,000

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    36 Old Colony Way Unit 21, Orleans, MA 02653

    Light and bright 2 bedroom/2 bath end unit located on the top floor for quiet privacy with an elevator for easy access. This beautiful condo offers one-floor living with many improvements added in 2024 including: appliances, granite counters, new luxury vinyl flooring, freshly painted, new slider, central AC, thermostats, plumbing fixtures, toilets. The 8' sliding door lets light stream into the

    Dee Higgins Gibson Sotheby's International Realty

    36 Old Colony Way Unit 21, Orleans, MA 02653
  • 59 Bridge Rd, Orleans, MA 02653
    59 Bridge Rd, Orleans, MA 02653
    59 Bridge Rd, Orleans, MA 02653
    /60

    $759,900

    • 2 Beds
    • 2 Baths
    • 1,546 Sq Ft

    59 Bridge Rd, Orleans, MA 02653

    Perched above the marsh along Rock Harbor Creek, this classic Cape Cod home offers sweeping marsh views and a rare opportunity in a coveted Orleans location. Set on 1.17 acres, the property features 2 bedrooms, 2 full baths, and 1,546 sq ft of living space ready for updates and personal vision. Enjoy the beauty of coastal living along scenic Bridge Road, just moments from Rock Harbor, Cape Cod

    Jodi Redd Bass River Properties

    59 Bridge Rd, Orleans, MA 02653
  • 14 Bambi Way, Orleans, MA 02653
    14 Bambi Way, Orleans, MA 02653
    14 Bambi Way, Orleans, MA 02653
    /42

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 2,817 Sq Ft

    14 Bambi Way, Orleans, MA 02653

    Set at the peaceful end of a cul-de-sac and bordered by 10 acres of conservation land, this Cape Cod retreat offers rare privacy and serenity, with Pleasant Bay just around the corner. The main home features three bedrooms and two and a half baths, with a vaulted kitchen and dining area, den with gas stove, living room with Rumford fireplace, vaulted sitting room opening to the patio, first-floor

    Eric Ehnstrom Compass

    14 Bambi Way, Orleans, MA 02653
  • 42 Old Colony Way Unit 15, Orleans, MA 02653
    42 Old Colony Way Unit 15, Orleans, MA 02653
    42 Old Colony Way Unit 15, Orleans, MA 02653
    /32

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    42 Old Colony Way Unit 15, Orleans, MA 02653

    Embrace easy living at Old Colony Condominiums in the heart of Orleans! This spacious 2-bedroom, 2-bathroom end unit is more than a home—it's a gateway to the vibrant lifestyle Orleans has to offer. Step inside to discover a warm and inviting living space complete with a cozy fireplace, generously sized bedrooms and convenient in-unit laundry. Sip your morning coffee on your private balcony.

    Angela Stevenson Compass

    42 Old Colony Way Unit 15, Orleans, MA 02653
  • 54 Old Colony Way Unit G, Orleans, MA 02653
    54 Old Colony Way Unit G, Orleans, MA 02653
    54 Old Colony Way Unit G, Orleans, MA 02653
    /26

    $369,000

    • 2 Beds
    • 2 Baths
    • 1,244 Sq Ft

    54 Old Colony Way Unit G, Orleans, MA 02653

    Spacious 2-bedroom, 2-bath end unit in the desirable Standish Building at Old Colony Village, set away from the main road for added peace and privacy. The Cape Cod Rail Trail is just across the driveway, with the pool and clubhouse nearby. The open floor plan features a large living room flowing into a bright dining area with two walls of windows. The fully applianced kitchen includes a

    Dee Higgins Gibson Sotheby's International Realty

    54 Old Colony Way Unit G, Orleans, MA 02653
  • 42 Old Colony Way Unit 29, Orleans, MA 02653
    42 Old Colony Way Unit 29, Orleans, MA 02653
    42 Old Colony Way Unit 29, Orleans, MA 02653
    /18

    $459,900

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    42 Old Colony Way Unit 29, Orleans, MA 02653

    Welcome to Orleans! This wonderfully renovated Cape Cod Condo is located in the heart of prime attractions and offers a spacious layout consisting of 3 beds and 2 baths. This top floor living space offers an outdoor balcony area with storage, tastefully modernized interior, primary bath with en-suite, in-unit washer and dryer hookups, private parking, entry area storage and more! Conveniently

    Derek Tiago RE/MAX Vantage

    42 Old Colony Way Unit 29, Orleans, MA 02653
  • 63 Briar Spring Rd, Orleans, MA 02653
    63 Briar Spring Rd, Orleans, MA 02653
    63 Briar Spring Rd, Orleans, MA 02653
    /37

    $2,100,000 Open Sat 11AM - 1PM

    • 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
  • 9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, Orleans, MA 02653
    /24

    $1,499,000

    • 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
  • 64 Pershing Ln, Orleans, MA 02653
    64 Pershing Ln, Orleans, MA 02653
    64 Pershing Ln, Orleans, MA 02653
    /100

    $6,250,000 New Construction

    • 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
  • 34 Lake Dr, Orleans, MA 02653
    34 Lake Dr, Orleans, MA 02653
    34 Lake Dr, Orleans, MA 02653
    /34

    $2,095,000

    • 4 Beds
    • 4 Baths
    • 4,067 Sq Ft

    34 Lake Dr, Orleans, MA 02653

    Set within the coveted Quanset Harbor Club, this oversized Cape sits at the end of a long private drive framed by mature plantings and tranquil pond views. Neighborhood amenities include a private Pleasant Bay beach with dock, kayak rack, and mooring field, plus access to conservation land and scenic hiking trails. The classic white exterior with blue shutters evokes timeless Cape Cod charm,

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    34 Lake Dr, Orleans, MA 02653
  • 31 Chase Ln, Orleans, MA 02653
    31 Chase Ln, Orleans, MA 02653
    31 Chase Ln, Orleans, MA 02653
    /40

    $899,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft

    31 Chase Ln, Orleans, MA 02653

    Turnkey, fully renovated home ideally located on a quiet dead-end street near Skaket Beach, with easy access to the Cape Cod Rail Trail. This move-in-ready property offers modern systems, quality finishes, and easy Cape Cod living. Extensive interior renovation includes a brand-new kitchen with real wood cabinetry, quartz countertops, and high-end fixtures, three full tiled bathrooms, all-new

    The Jorie Fleming Group Compass

    31 Chase Ln, Orleans, MA 02653
  • 645 S Orleans Rd, Orleans, MA 02653
    645 S Orleans Rd, Orleans, MA 02653
    645 S Orleans Rd, Orleans, MA 02653
    /42

    $2,700,000

    • 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
  • 32 Areys Ln, Orleans, MA 02653
    32 Areys Ln, Orleans, MA 02653
    32 Areys Ln, Orleans, MA 02653
    /88

    $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
  • 2 Monomoy Ln, Orleans, MA 02653
    2 Monomoy Ln, Orleans, MA 02653
    2 Monomoy Ln, Orleans, MA 02653
    /41

    $2,795,000

    • 4 Beds
    • 3.5 Baths
    • 5,035 Sq Ft

    2 Monomoy Ln, Orleans, MA 02653

    Modern Luxury Meets Coastal Charm in Orleans, Cape Cod Welcome to an exclusive enclave of four newly constructed luxury homes in the heart of South Orleans, where timeless coastal charm meets sophisticated modern design. Nestled in a picturesque setting, each residence in this subdivision offers refined elegance, premium finishes, and a private pool—creating a sanctuary perfect for both

    LuxRECapeCod Group Gibson Sotheby's International Realty

    2 Monomoy Ln, Orleans, MA 02653
  • 6 Monomoy Ln, Orleans, MA 02653
    6 Monomoy Ln, Orleans, MA 02653
    6 Monomoy Ln, Orleans, MA 02653
    /40

    $3,295,000

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    6 Monomoy Ln, Orleans, MA 02653

    Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

    LuxRECapeCod Group Gibson Sotheby's International Realty

    6 Monomoy Ln, Orleans, MA 02653
  • 34 Sky Meadow Dr, Orleans, MA 2653
    34 Sky Meadow Dr, Orleans, MA 2653
    34 Sky Meadow Dr, Orleans, MA 2653
    /10

    $799,900

    • Land
    • 0.95 Acre
    • $842,000 per Acre

    34 Sky Meadow Dr, Orleans, MA 2653

    Build your Cape Cod dream home on this .95± acre lot located on a quiet cul-de-sac in an established Orleans neighborhood. Verified as buildable per the Town of Orleans Zoning Department, this property offers a rare opportunity to create a custom residence in a desirable Lower Cape location. Buyer to perform all due diligence. Enjoy close proximity to Nauset Beach (approximately 3 miles) with its

    Bryan Quinlan Real Broker MA, LLC

    34 Sky Meadow Dr, Orleans, MA 2653
  • 8 Monomoy Ln, Orleans, MA 02653
    8 Monomoy Ln, Orleans, MA 02653
    8 Monomoy Ln, Orleans, MA 02653
    /20

    $3,595,000

    • 4 Beds
    • 3.5 Baths
    • 4,250 Sq Ft

    8 Monomoy Ln, Orleans, MA 02653

    Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

    LuxRECapeCod Group Gibson Sotheby's International Realty

    8 Monomoy Ln, Orleans, MA 02653
  • 18 West Rd Unit 307, Orleans, MA 02653
    18 West Rd Unit 307, Orleans, MA 02653
    18 West Rd Unit 307, Orleans, MA 02653
    /31

    $545,000

    • 2 Beds
    • 2 Baths
    • 1,623 Sq Ft

    18 West Rd Unit 307, Orleans, MA 02653

    Elegant 62+ independent living community in Orleans. This 3rd Floor corner end unit features a bright open & spacious floor plan with 2 bedrooms & 2 full baths, full size kitchen, dining room with extra windows, living room with large outdoor balcony. Primary bedroom has 2 closets & a private bath with walk-in shower. Guest bedroom or family room features 2 walls of custom built-in

    Dee Higgins Gibson Sotheby's International Realty

    18 West Rd Unit 307, Orleans, MA 02653
  • 15 Morgans Way, Orleans, MA 2653
    15 Morgans Way, Orleans, MA 2653
    15 Morgans Way, Orleans, MA 2653
    /42

    $1,750,000

    • 3 Beds
    • 2.5 Baths
    • 2,513 Sq Ft

    15 Morgans Way, Orleans, MA 2653

    This newer home checks all the boxes! The 1st-flr primary bedroom suite with a walk-in closet and en suite bath with walk-in shower and double sink. The great room offers an open plan blending the kitchen, dining, and living areas. Enjoy vaulted ceilings, a palladium window, built-ins, wide oak floors, and a cozy gas fireplace. The kitchen is a chef's delight, boasting a large island with

    Amy Harbeck Kinlin Grover Compass

    15 Morgans Way, Orleans, MA 2653
  • 67 Bakers Pond Rd, Orleans, MA 02653
    67 Bakers Pond Rd, Orleans, MA 02653
    67 Bakers Pond Rd, Orleans, MA 02653
    /33

    $1,325,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 4 Baths
    • 2,560 Sq Ft

    67 Bakers Pond Rd, Orleans, MA 02653

    Classic Cape-style home offering 2,092 sq ft of living space in the main house with a flexible and functional floor plan. The traditional Cape layout includes comfortable living areas and a finished walk-out lower level, perfect for extended living, recreation space, a home office, or guest use. The main floor features a primary en suite bedroom, along with a second bedroom, shared bath with

    Kirsten Johnston Gibson Sotheby's International Realty

    67 Bakers Pond Rd, Orleans, MA 02653
  • 507 S Orleans Rd, Orleans, MA 02653
    507 S Orleans Rd, Orleans, MA 02653
    507 S Orleans Rd, Orleans, MA 02653
    /41

    $1,050,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    507 S Orleans Rd, Orleans, MA 02653

    Discover pond-front living on nearly an acre. Completely renovated in 2024, this home blends high-end finishes, perfect as a year-round residence or your Orleans summer escape.Step inside to an inviting open-concept interior featuring solid wood beams, new hardwood floors, Andersen 400 series windows, and wood-burning fireplace. The designer kitchen impresses with all-new KitchenAid stainless

    Dolores Alberti Gibson Sotheby's International Realty

    507 S Orleans Rd, Orleans, MA 02653
  • 89 Rock Harbor Rd, Orleans, MA 02653
    89 Rock Harbor Rd, Orleans, MA 02653
    89 Rock Harbor Rd, Orleans, MA 02653
    /39

    $949,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,591 Sq Ft

    89 Rock Harbor Rd, Orleans, MA 02653

    Classic Sears Roebuck Cottage expanded in 2003 and just 0.2 miles from Rock Harbor and a sandy bay beach. Charming two bed, two bath, 1591 sf home with a beautiful vaulted great room, screened front porch and bonus loft. First floor suite w/ private bath, two-car detached garage, outdoor shower. Enjoy the 4th of July fireworks display in the privacy of your back yard. Delight in the downtown

    Eric Ehnstrom Compass

    89 Rock Harbor Rd, Orleans, MA 02653
  • 17 Kings Way, Orleans, MA 02653
    17 Kings Way, Orleans, MA 02653
    17 Kings Way, Orleans, MA 02653
    /34

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    17 Kings Way, Orleans, MA 02653

    Tucked away on a quiet street, this hidden gem offers the perfect blend of comfort, privacy, and convenience. Ideally located close to Orleans Center shopping, restaurants, and boutiques, and just a short distance to Rock Harbor, the property is well suited for a full-time residence, weekend retreat, or investment opportunity. The home is move in ready and newly painted interiors and exteriors.

    Chris Rhinesmith Compass

    17 Kings Way, Orleans, MA 02653
  • 22 Winslow Dr, Orleans, MA 02653
    22 Winslow Dr, Orleans, MA 02653
    22 Winslow Dr, Orleans, MA 02653
    /35

    $2,300,000 Open House 4/04

    • 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
  • 181 Rock Harbor Rd, Orleans, MA 02653
    181 Rock Harbor Rd, Orleans, MA 02653
    181 Rock Harbor Rd, Orleans, MA 02653
    /45

    $1,250,000

    • 2 Beds
    • 3.5 Baths
    • 1,888 Sq Ft

    181 Rock Harbor Rd, Orleans, MA 02653

    Overlooking Rock Harbor Creek, this home offers a front row seat to the continuous, ever-changing show of nature within a marsh. Osprey, blue heron and snowy egrets are among the many stars that grace this tidal scene--viewed from the wrap around deck, family room, dining room and primary suite. Set above the reaches of high tide, this 2 bedroom home lives larger with finished spaces in the

    Laura Clements Cove Road Real Estate

    181 Rock Harbor Rd, Orleans, MA 02653
  • 6 Defiance Ln, Orleans, MA 02653
    6 Defiance Ln, Orleans, MA 02653
    6 Defiance Ln, Orleans, MA 02653
    /32

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,198 Sq Ft

    6 Defiance Ln, Orleans, MA 02653

    Homes this close to Rock Harbor rarely offer both privacy and future potential. Priced at $899,000, this two-bedroom Cape combines year-round livability, a fireplaced living room, and a generous lot with a passing 3-bedroom septic—an increasingly hard-to-find combination on the Lower Cape.

    Wendy Diehl William Raveis R.E. & Home Services

    6 Defiance Ln, Orleans, MA 02653
  • 343 Tonset Rd, Orleans, MA 02653
    343 Tonset Rd, Orleans, MA 02653
    343 Tonset Rd, Orleans, MA 02653
    /42

    $2,895,000

    • 6 Beds
    • 4 Baths
    • 4,676 Sq Ft

    343 Tonset Rd, Orleans, MA 02653

    East Orleans - Set on 2.3 private acres framed by classic stone walls and close proximity to the water with winter peeks, this rare multi-home compound offers exceptional charm and versatility. The main residence provides nearly 3,500 square feet of inviting single-level living, featuring 8 rooms, 3 bedrooms, 2.5 baths, and an oversized 868-square-foot two-car garage—ideal for comfortable

    LuxRECapeCod Group Gibson Sotheby's International Realty

    343 Tonset Rd, Orleans, MA 02653
Massachusetts Barnstable County Orleans

Real Estate & Homes for Sale in Orleans, MA

Home Trends in Orleans, MA

On average, homes in Orleans, MA sell after 70 days on the market compared to the national average of 55 days. The median sale price for homes in Orleans, MA over the last 12 months is $925,000, down 15% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$925,000
Median Single Family Sale Price
$1,230,000
Median 2 Bedroom Sale Price
$410,000
Median 1 Bedroom Sale Price
$277,500
Average Price Per Sq Ft
$599
Number of Homes for Sale
33
Last 12 months Home Sales
179
Months of Supply
2.20
Median List Price
$1,025,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-15%
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