67

Orleans, MA Homes for Sale

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  • 40 Toms Hollow Ln, Orleans, MA 02662
    40 Toms Hollow Ln, Orleans, MA 02662
    40 Toms Hollow Ln, Orleans, MA 02662
    /42

    $5,900,000

    • 6 Beds
    • 6.5 Baths
    • 4,000 Sq Ft

    40 Toms Hollow Ln, Orleans, MA 02662

    A rare offering on the shores of Little Pleasant Bay, 40 Tom's Hollow is a generational waterfront estate encompassing nearly four acres of bucolic landscape with an expansive shoreline, private sandy beach, and iconic boathouse. A winding drive leads through a serene coastal setting to a timeless center-entrance Colonial, where soaring ceilings and panoramic bay views set the tone. The

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    40 Toms Hollow Ln, Orleans, MA 02662
  • 30 Deer Run, Orleans, MA 02653
    30 Deer Run, Orleans, MA 02653
    30 Deer Run, Orleans, MA 02653
    /35

    $5,750,000

    • 5 Beds
    • 6.5 Baths
    • 6,021 Sq Ft

    30 Deer Run, Orleans, MA 02653

    Stunning Salt Waterfront Estate on the Mill Pond with panoramic views to Roberts Cove & Nauset Harbor to the Light House & beyond!Superior quality throughout this 5 bedroom 5 1/2 bath home. Great privacy & beautiful easy to care for landscaping. Wonderful open sunny rooms & great flow. Large gourmet kitchen & formal dining room. Beautiful Great Room with a fireplace wall, sliders & a French door

    Nikki Carter William Raveis Real Estate & Home Services

    30 Deer Run, Orleans, MA 02653
  • 13 Vernon Rd, Orleans, MA 2653
    13 Vernon Rd, Orleans, MA 2653
    13 Vernon Rd, Orleans, MA 2653
    /30

    $925,000 Open Sun 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 836 Sq Ft

    13 Vernon Rd, Orleans, MA 2653

    This could be your East Orleans getaway with room to expand when you are ready. Built in 2019. This comfortable well appointed home is move in ready. Walk to Roberts Cove and Mill Pond in minutes. Deeded rights to bathing beach with possible mooring with Harbor Master approval. You will love the privacy in this quiet shore side neighborhood. If you need more space in the future this lot is

    Paul Bryant Nauset Real Estate

    13 Vernon Rd, Orleans, MA 2653
  • 10 Landers Ln, Orleans, MA 2653
    10 Landers Ln, Orleans, MA 2653
    10 Landers Ln, Orleans, MA 2653
    /3

    $1,200,000

    • Land
    • 1.67 Acres
    • $718,563 per Acre

    10 Landers Ln, Orleans, MA 2653

    East Orleans-BUILDING LOT - 1.67-acre site offering a private setting with great proximity to Nauset Beach and East Orleans village. Discover the coastal charm in picturesque East Orleans, Cape Cod. The 1.67-acre site offers many possible building options- see site plan attached.

    LUXRECapeCod Gibson Sotheby's International Realty

    10 Landers Ln, Orleans, MA 2653
  • 8 Monomoy Ln, Orleans, MA 02653
    8 Monomoy Ln, Orleans, MA 02653
    8 Monomoy Ln, Orleans, MA 02653
    /7

    $1,250,000

    • Land
    • 0.98 Acre
    • $1,275,510 per Acre

    8 Monomoy Ln, Orleans, MA 02653

    Orleans- BUILDING LOT Discover the coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each lot is thoughtfully positioned on spacious lots to ensure maximum privacy. The developer has carefully transplanted existing trees from the site, creating the ambiance of an established, mature neighborhood. The location offers great proximity to Portanimicut Landing

    LUXRECapeCod Gibson Sotheby's International Realty

    8 Monomoy Ln, Orleans, MA 02653
  • 6 Monomoy Ln, Orleans, MA 02653
    6 Monomoy Ln, Orleans, MA 02653
    6 Monomoy Ln, Orleans, MA 02653
    /7

    $1,250,000

    • Land
    • 0.99 Acre
    • $1,262,626 per Acre

    6 Monomoy Ln, Orleans, MA 02653

    Orleans- BUILDING LOT Discover the coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each lot is thoughtfully positioned on spacious lots to ensure maximum privacy. The developer has carefully transplanted existing trees from the site, creating the ambiance of an established, mature neighborhood. The location offers great proximity to Portanimicut Landing

    LUXRECapeCod Gibson Sotheby's International Realty

    6 Monomoy Ln, Orleans, MA 02653
  • 507 S Orleans Rd, Orleans, MA 02653
    507 S Orleans Rd, Orleans, MA 02653
    507 S Orleans Rd, Orleans, MA 02653
    /78

    $1,280,507

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

    507 S Orleans Rd, Orleans, MA 02653

    Sitting on almost an acre on Lily Pond, its a place you will want to be for the summer. A complete interior renovation took place in 2024. Walk through the door to feel the charm of the solid wood beams, sparkling hardwood floors, floor to ceiling wood burning fireplace and all brand new stainless kitchen appliances. All countertops in the kitchen and baths are Cambria, a stain and scratch

    Darci Sequin Gibson Sotheby's International Realty

    507 S Orleans Rd, Orleans, MA 02653
  • 46 Freeman Ln, Orleans, MA 02653
    46 Freeman Ln, Orleans, MA 02653
    46 Freeman Ln, Orleans, MA 02653
    /73

    $3,499,000

    • 5 Beds
    • 3.5 Baths
    • 3,630 Sq Ft

    46 Freeman Ln, Orleans, MA 02653

    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. Transom windows

    Sarah Gammons - Ciampa Berkshire Hathaway HomeServices Robert Paul Properties

    46 Freeman Ln, Orleans, MA 02653
  • 110 Beach Rd, Orleans, MA 2653
    110 Beach Rd, Orleans, MA 2653
    110 Beach Rd, Orleans, MA 2653
    /16

    $959,900

    • Land
    • 0.98 Acre
    • $979,490 per Acre

    110 Beach Rd, Orleans, MA 2653

    Don't miss this FABULOUS opportunity! Buildable One-Acre Lot Near Nauset Beach!Rare opportunity to build your dream home in East Orleans on this beautiful 1-acre lot, central to town and less than 1 mile from Nauset Beach! Enjoy gorgeous sunsets overlooking mature landscaping designed by Wilkinson Ecological. Seller has had perk tests successfully completed. Underground natural gas, electric

    Ashley Stucenski Orleans Village Properties, LLC

    110 Beach Rd, Orleans, MA 2653
  • 6 Apple Way, Orleans, MA 02653
    6 Apple Way, Orleans, MA 02653
    6 Apple Way, Orleans, MA 02653
    /23

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,414 Sq Ft

    6 Apple Way, Orleans, MA 02653

    Beautiful .74 acre lot with deeded access to The River for your kayaking and boating adventures*. Enjoy gorgeous sunrises and sunsets overlooking meadows and mature trees. Only a 1/2 mile to Crystal Lake. Existing 2 bedroom home has been fully gutted into an amazing open floor plan that creates a great canvas for your dream home. Professionally designed plans and renderings for a 2 bedroom home

    Mary Lyttle Beach Road Properties

    6 Apple Way, Orleans, MA 02653
  • 6 Apple Way, Orleans, MA 02653
    6 Apple Way, Orleans, MA 02653
    6 Apple Way, Orleans, MA 02653
    /20

    $550,000

    • Land
    • 0.75 Acre
    • $733,333 per Acre

    6 Apple Way, Orleans, MA 02653

    Beautiful .74 acre lot with deeded access to The River for your kayaking and boating adventures*. Enjoy gorgeous sunrises and sunsets overlooking meadows and mature trees. Only a 1/2 mile to Crystal Lake. Existing 2 bedroom home has been fully gutted into an amazing open floor plan that creates a great canvas for your dream home. Professionally designed plans and renderings for a 2 bedroom home

    Mary Lyttle Beach Road Properties

    6 Apple Way, Orleans, MA 02653
  • 8 Rock Harbor Rd, Orleans, MA 02653
    8 Rock Harbor Rd, Orleans, MA 02653
    8 Rock Harbor Rd, Orleans, MA 02653
    /61

    $719,000

    • 2 Beds
    • 1 Bath
    • 1,320 Sq Ft

    8 Rock Harbor Rd, Orleans, MA 02653

    Welcome to 8 Rock Harbor Rd., Orleans! This delightful 2-bedroom, 1-bathroom home spans two spacious floors with hardwood floors on the first level. Lower level has 3 rooms and a bathroom. Passing title V in hand for a 3 bedroom system. All New Windows installed last month. Some TLC is needed but the open floor plan provides a great canvas on which to create your dream home. Set on nearly an

    John Fallon LAER Realty Partners

    8 Rock Harbor Rd, Orleans, MA 02653
  • 6 Monomoy Ln, Orleans, MA 02653
    6 Monomoy Ln, Orleans, MA 02653
    6 Monomoy Ln, Orleans, MA 02653
    /14

    $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 Gibson Sotheby's International Realty

    6 Monomoy Ln, Orleans, MA 02653
  • 8 Monomoy Ln, Orleans, MA 02653
    8 Monomoy Ln, Orleans, MA 02653
    8 Monomoy Ln, Orleans, MA 02653
    /16

    $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 Gibson Sotheby's International Realty

    8 Monomoy Ln, Orleans, MA 02653
  • 4 Monomoy Ln, Orleans, MA 02653
    4 Monomoy Ln, Orleans, MA 02653
    4 Monomoy Ln, Orleans, MA 02653
    /15

    $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 Gibson Sotheby's International Realty

    4 Monomoy Ln, Orleans, MA 02653
  • 71 Towhee Ln, Orleans, MA 02653
    71 Towhee Ln, Orleans, MA 02653
    71 Towhee Ln, Orleans, MA 02653
    /55

    $10,750,000

    • 5 Beds
    • 8 Baths
    • 7,539 Sq Ft

    71 Towhee Ln, Orleans, MA 02653

    Extraordinary new construction on sought-after Pleasant Bay. This rare opportunity features a stunning five-bedroom residence with a swimming pool, boathouse, deeded beach access, and rights to a private mooring. Showcasing unsurpassed quality and craftsmanship, the open concept floor plan caters to modern living with a spacious living and dining area with coffered ceilings, a gas fireplace, and

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    71 Towhee Ln, Orleans, MA 02653
  • 102 Portanimicut Rd, Orleans, MA 02653
    102 Portanimicut Rd, Orleans, MA 02653
    102 Portanimicut Rd, Orleans, MA 02653
    /36

    $1,193,000

    • 3 Beds
    • 3 Baths
    • 2,377 Sq Ft

    102 Portanimicut Rd, Orleans, MA 02653

    Near the end of quintessential Portanimicut Road, in Orleans, is this unique house. Inside is the original antique homestead, an updated addition and a studio apartment over the garage to complete the package. The antique side was built in 1880's and could become a summer art studio or guest quarters. The main updated house has a living room, dining room, galley kitchen, and a bedroom with a

    Sarah Gammons - Ciampa Berkshire Hathaway HomeServices Robert Paul Properties

    102 Portanimicut Rd, Orleans, MA 02653
  • 77 Towhee Ln, Orleans, MA 02653
    77 Towhee Ln, Orleans, MA 02653
    77 Towhee Ln, Orleans, MA 02653
    /48

    $9,995,000

    • 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
  • 47 Daley Terrace, Orleans, MA 2653
    47 Daley Terrace, Orleans, MA 2653
    47 Daley Terrace, Orleans, MA 2653
    /37

    $1,800,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,973 Sq Ft

    47 Daley Terrace, Orleans, MA 2653

    Picture yourself living in your brand-new luxurious, custom-built home meticulously crafted by the highly acclaimed Eastward Companies. Conveniently located in the center of Orleans, entertaining is effortless. Your captivating cathedral great room features exquisite millwork, a fireplaced living room, a kitchen island with a spacious dining area and an adjoining vaulted light-filled sunroom.

    Anne Farley Poyant Cove Road Real Estate

    47 Daley Terrace, Orleans, MA 2653
  • 9 Joy Ln, Orleans, MA 2653
    9 Joy Ln, Orleans, MA 2653
    9 Joy Ln, Orleans, MA 2653
    /99

    $2,999,999 New Construction

    • 3 Beds
    • 5.5 Baths
    • 4,250 Sq Ft

    9 Joy Ln, Orleans, MA 2653

    This luxurious, newly completed home by Eastward Companies enjoys a quiet setting on a lightly traveled road close to Crystal Lake. Form meets function at the highest level with every detail carefully curated and an exceptional degree of custom finish work. The cathedral great room is the hub of the home, it combines the Thermador-equipped kitchen with the fireplaced living room and a generous

    Jeff Cusack Cove Road Real Estate

    9 Joy Ln, Orleans, MA 2653
  • 64 Pershing Ln, Orleans, MA 02653
    64 Pershing Ln, Orleans, MA 02653
    64 Pershing Ln, Orleans, MA 02653
    /100

    $6,999,990 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 is now complete for Summer 2025. 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

    Jeff Cusack Cove Road Real Estate

    64 Pershing Ln, Orleans, MA 02653
  • 10 Landers Ln, Orleans, MA 2653
    10 Landers Ln, Orleans, MA 2653
    10 Landers Ln, Orleans, MA 2653
    /16

    $4,995,000 New Construction

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

    10 Landers Ln, Orleans, MA 2653

    East Orleans-NEW CONSTRUCTION -4 bedroom, 3.5 bath and 3 car garage. Offering a private setting with great proximity to Nauset Beach and East Orleans village. Discover the perfect blend of modern luxury and coastal charm in picturesque East Orleans, Cape Cod. This newly constructed home offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation

    LUXRECapeCod Gibson Sotheby's International Realty

    10 Landers Ln, Orleans, MA 2653
  • 44 Tonset Rd, Orleans, MA 2653
    44 Tonset Rd, Orleans, MA 2653
    44 Tonset Rd, Orleans, MA 2653
    /79

    $4,500,000 New Construction

    • 4 Beds
    • 7 Baths
    • 5,170 Sq Ft

    44 Tonset Rd, Orleans, MA 2653

    Experience the pinnacle of sophistication with this exquisite new build by Eastward Companies which will be ready for immediate occupancy. Tucked off Tonset Road and with frontage on Main Street, this elevated home boasts lovely marsh and Town Cove views as well as swimming, fishing, and boating. This superbly designed residence features an open floor plan ideal for entertaining. The upscale

    Peg LoPresto William Raveis Real Estate & Home Services

    44 Tonset Rd, Orleans, MA 2653
  • 30 Pleasant Ct, Brewster, MA 02631
    30 Pleasant Ct, Brewster, MA 02631
    30 Pleasant Ct, Brewster, MA 02631
    /28

    $775,000

    • 3 Beds
    • 1.5 Baths
    • 1,716 Sq Ft

    30 Pleasant Ct, Brewster, MA 02631

    RARE opportunity to own in a great location with potential for fantastic water views of Pleasant Bay and Nauset! What is a glimpse now could be so much more! 3-bedroom, 1 1/2 bathroom home in a sought after neighborhood, less than one mile to South Orleans Beach. First floor living with the bonus of a walk-out finished lower level- entertain guests while enjoying the outdoor shower and hot tub!

    Jennifer Lepard Beach Road Properties

    30 Pleasant Ct, Brewster, MA 02631
  • 33 Rogers Rd, Brewster, MA 02631
    33 Rogers Rd, Brewster, MA 02631
    33 Rogers Rd, Brewster, MA 02631
    /51

    $925,000

    • 2 Beds
    • 2 Baths
    • 2,024 Sq Ft

    33 Rogers Rd, Brewster, MA 02631

    This lovely and immaculate Cape checks all the boxes! 2 large and comfortable bedrooms upstairs plus a light-filled first floor office/swing room. Open concept kitchen/dining/living room perfect for entertaining, with separate formal living room for cozy gatherings. Direct access from the kitchen onto the large sunny mahogany deck overlooking the private fenced back yard tastefully landscaped

    Ned Chatelain Chatelain Real Estate

    33 Rogers Rd, Brewster, MA 02631
  • 204 Timberlane Dr, Brewster, MA 02631
    204 Timberlane Dr, Brewster, MA 02631
    204 Timberlane Dr, Brewster, MA 02631
    /39

    $824,900

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft

    204 Timberlane Dr, Brewster, MA 02631

    Enjoy single floor living at its best. This newly constructed 2 bedroom 2 bath ranch style home offers a comfortable and cozy living environment . This ranch offers a wide open floor plan, consisting of a living room, office and bonus room that can be used as a guest room. Tasteful flooring throughout and a well designed kitchen,dining room combo. This newly built home comes equipped with

    Matthew Medeiros Millennium Realty Firm, LLC

    204 Timberlane Dr, Brewster, MA 02631
  • 20 Bridge Rd, Eastham, MA 02642
    20 Bridge Rd, Eastham, MA 02642
    20 Bridge Rd, Eastham, MA 02642
    /84

    $1,345,000

    • 8 Beds
    • 3 Baths
    • 3,602 Sq Ft

    20 Bridge Rd, Eastham, MA 02642

    Two homes on 3.27 acres on historic Bridge Rd, bordering Orleans/Eastham town line. The 6-bedroom main house built circa 1830, & the renovated 2 bedroom cottage are ideally located near two Cape Cod Bay beaches & the CC Bike Trail. The 2978 SF antique home has been added onto over the years including an open kitchen/dining area w/high ceilings, kitchen island, dbl oven, fireplace, wet bar & oak

    Dee Higgins Gibson Sotheby's International Realty

    20 Bridge Rd, Eastham, MA 02642

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