7,405

Orleans, MA Homes

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  • /53

    $1,260,000 Sold Oct 17, 2025

    • 1,968 Sq Ft
    • $640/SF
    • 26 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    11 Cedar Land Rd, Orleans, MA 02653

    Coastal Charm just half a mile from the rolling surf of the iconic Nauset Beach, this enchanting 3-bedroom, 2.5-bath home offers the perfect blend of comfort, character, and Cape Cod ease. A breezy covered front porch welcomes you home, while the spacious screened-in retreat sets the tone for slow afternoons and salt-kissed evenings. There's even a charming East facing deck just for two on the

    Dee Sullivan Christie's International Real Estate Atlantic Brokerage

    11 Cedar Land Rd, Orleans, MA 02653
    • /39

      Est $811,657 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,547 Sq Ft

      457 S Orleans Rd, Orleans, MA 02653

      457 S Orleans Rd, Orleans, MA 02653
  • /57

    $3,495,000

    • 7 Beds
    • 6.5 Baths
    • 3,548 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 waterfront estate. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation potential. Both homes

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    645 S Orleans Rd, Orleans, MA 02653
  • /56

    $1,250,000 Sold Oct 17, 2025

    • 2,079 Sq Ft
    • $601/SF
    • 30 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1974

    241 Tonset Rd, Orleans, MA 02653

    Nestled in a lovely private & wooded lot, and abutting conservation, this enchanting 3/4 reproduction Cape offers the perfect blend of classic New England architecture & secluded tranquility. Surrounded by lush woodlands and abutting acres of protected conservation land, the property enjoys a rare sense of privacy and connection to nature. It is also close to Town Cove and offers easy

    Dee Sullivan Christie's International Real Estate Atlantic Brokerage

    241 Tonset Rd, Orleans, MA 02653
    • /26

      Est $620,064 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 936 Sq Ft

      24 Lowell Dr, Orleans, MA 02653

      24 Lowell Dr, Orleans, MA 02653
  • /67

    $1,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    2 Little Cove Ln, Orleans, MA 02653

    Welcome to your private backyard oasis just 1.8 miles from Nauset Beach! This beautiful home blends luxury, comfort, and style with a distinctive floor plan designed for both entertaining and relaxation.The heart of the home is the spacious, light-filled kitchen, complete with top-of-the-line appliances, a large island, and abundant lighting--perfect for gathering with family and friends. The

    Susan Sullivan Realty Consultants of Cape Cod

    2 Little Cove Ln, Orleans, MA 02653
  • /65

    $1,800,000 Sold Oct 17, 2025

    • 2,586 Sq Ft
    • $696/SF
    • 55 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1976

    42 Towhee Ln, Orleans, MA 02653

    Towhee Lane is one of Orleans' most coveted addresses - an exclusive enclave nestled into the curve of Pleasant Bay, with gracious homes and direct access to one of the Cape's most scenic stretches of shoreline. Tucked into nearly an acre of mature landscaping, this sprawling Royal Barry Wills-designed home offers rare privacy and an unbeatable location for summer or year-round living. Just

    Sarah Keith eXp Realty, LLC

    42 Towhee Ln, Orleans, MA 02653
    • /13

      Est $669,560 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,120 Sq Ft

      30 Lowell Dr, Orleans, MA 02653

      30 Lowell Dr, Orleans, MA 02653
  • /62

    $1,650,000

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    3 Bramblewood Ln, Orleans, MA 02653

    A long, winding driveway leads you to this secluded 4.32 acre sanctuary, where a park-like setting unfolds, highlighted by mature trees, perennial gardens, and scenic pond views. Enjoy unparalleled privacy and bucolic charm at this rare opportunity offered in sought-after East Orleans.Designed for both comfortable living and effortless entertainment, this 3-bedroom, 2.5-bathroom home boasts an

    Peg LoPresto William Raveis Real Estate & Home Services

    3 Bramblewood Ln, Orleans, MA 02653
  • /99

    $2,800,000 Sold Oct 16, 2025

    • 4,250 Sq Ft
    • $659/SF
    • 217 Days On Market
    • 3 Beds
    • 5.5 Baths
    • Built 2025

    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
    • /38

      Est $668,457 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,359 Sq Ft

      34 Lowell Dr, Orleans, MA 02653

      34 Lowell Dr, Orleans, MA 02653
  • /74

    $3,199,000

    • 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
  • /74

    $1,860,000 Sold Oct 15, 2025

    • 3,197 Sq Ft
    • $582/SF
    • 127 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1992

    15 Tanglewood Terrace, Orleans, MA 02653

    EAST ORLEANS- Spectacular in every way! Privately set on over an acre - this stunning home is one you don't want to miss. A fabulous floor plan, tons of light, generously sized rooms & finely crafted features create a wonderful space...and set the stage for gracious living. Whether you are enjoying morning coffee on the sun porch, planning dinner for a crowd or hosting neighbors for cards...this

    Lisa Adams Orleans Village Properties, LLC

    15 Tanglewood Terrace, Orleans, MA 02653
    • /43

      Est $1,142,357 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,900 Sq Ft

      17 Portanimicut Rd, Orleans, MA 02653

      17 Portanimicut Rd, Orleans, MA 02653
  • /52

    $1,900,000

    • 7 Beds
    • 8 Baths
    • 3,234 Sq Ft

    216 Main St, Orleans, MA 2653

    Now's your chance to own one of East Orleans' most iconic properties!Once home to the beloved Kadee's Lobster & Clam Bar, a bustling fish market, a welcoming gift shop, and the ever-popular Apple Grove Mini Golf, this unforgettable property is ready for its next chapter. At the heart of it all is the original family home, which later became Kadee's Gray Elephant Inn, offering classic Cape charm

    Jen Whitaker Gibson Sotheby's International Realty

    216 Main St, Orleans, MA 2653
  • /97

    $2,300,000 Sold Oct 14, 2025

    • 2,615 Sq Ft
    • $880/SF
    • 86 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1964

    136 Monument Rd, Orleans, MA 02653

    This classic Cape just 300 feet from the sandy beach at beloved Crystal Lake has been completely transformed by JC Donald Custom Building and Design. From its elevated setting this light-filled home overlooks a cranberry bog and offers peeks of Crystal Lake and Lonnie's Pond. There is nothing to do but move in and enjoy the lake or the new inground swimming pool and its expansive patio areas.

    Jeff Cusack Cove Road Real Estate

    136 Monument Rd, Orleans, MA 02653
    • /75

      Est $2,043,661 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,708 Sq Ft

      19 Richwood Farm Ln, Orleans, MA 02653

      19 Richwood Farm Ln, Orleans, MA 02653
  • /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
  • /41

    $1,245,000 Sold Oct 10, 2025

    • 1,958 Sq Ft
    • $636/SF
    • 4 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1972

    19 Ridgewood Rd, Orleans, MA 02653

    House Beautiful describes this stunning, newly updated unique post & beam home. This sunlit home with walls of windows, southern pine floors & spiral staircase, has custom built-ins & the highest quality designer details throughout.The main level features a high-end cook's kitchen, premium appliances, custom cabinetry & a sunny breakfast nook. The open living & dining area with cozy gas

    Alberti Team Gibson Sotheby's International Realty

    19 Ridgewood Rd, Orleans, MA 02653
    • /93

      Est $1,551,159 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,588 Sq Ft

      32 Ridgewood Rd, Orleans, MA 02653

      32 Ridgewood Rd, Orleans, MA 02653
  • /77

    $1,795,000 Pending

    • 2 Beds
    • 2 Baths
    • 2,802 Sq Ft

    34 Fox Ridge Dr, Orleans, MA 2653

    This 2014 classic cape occupies a beautifully hedged and fenced level lot in Briar Springs Hills, one of East Orleans' favorite addresses. Close to Nauset Beach and pedestrian-friendly, this is an area where morning walkers and joggers partake daily in the neighborhood's spring cherry blossoms, ocean breezes and traditional New England architecture. The home is only a dozen years old and shows

    Jeff Cusack Cove Road Real Estate

    34 Fox Ridge Dr, Orleans, MA 2653
  • /40

    $1,130,000 Sold Oct 10, 2025

    • 2,276 Sq Ft
    • $496/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1977

    5 Wesquansett Rd, Orleans, MA 02653

    Tucked in a quiet Orleans neighborhood just minutes from Pleasant Bay, this charming 3-bedroom, 2.5-bath Cape is made for relaxed Cape Cod living. The main level offers a flexible layout featuring a vaulted living room with exposed beams and a wood-burning fireplace, a skylit kitchen and dining area, and a first-floor primary suite with a walk-in closet and full bath. Upstairs, you’ll find two

    Joe Luciano RE/MAX Bentley's

    5 Wesquansett Rd, Orleans, MA 02653
    • /36

      Est $935,125 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,646 Sq Ft

      11 Quanset Rd, Orleans, MA 02653

      11 Quanset Rd, Orleans, MA 02653
  • /36

    $1,650,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,247 Sq Ft

    131 Pochet Rd, Orleans, MA 02653

    Opportunity to own a renovated Dutch Colonial in the coveted Pochet Association, with private access to Nauset Beach South, as well as a town landing on Pochet Inlet and Pleasant Bay beyond. Set on .9 acres of land, this four-bedroom, three-bath home blends classic Cape charm with modern updates.The main level features an inviting entry hall, a sun-filled living room with fireplace, a large

    Chet Crabtree Christie's International Real Estate Atlantic Brokerage

    131 Pochet Rd, Orleans, MA 02653
  • /61

    $2,335,000 Sold Oct 10, 2025

    • 2,756 Sq Ft
    • $847/SF
    • 45 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1982

    4 Asas Landing, Orleans, MA 02653

    Elevated above the serene waters of Town Cove and adjacent to Asa's Landing, this Orleans property offers timeless appeal in one of the Cape's most coveted waterfront neighborhoods. The gracious 3-bedroom home is thoughtfully sited to capture unobstructed water views from every room, providing a backdrop of natural beauty throughout the seasons. A boat house, and two-car garage add both charm and

    Dawn Lee Gibson Sotheby's International Realty

    4 Asas Landing, Orleans, MA 02653
    • /81

      Est $1,592,713 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,311 Sq Ft

      9 Ridgewood Rd, Orleans, MA 02653

      9 Ridgewood Rd, Orleans, MA 02653
  • /40

    $1,595,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,509 Sq Ft

    24 Sparrowhawk Rd, Orleans, MA 02653

    Your day begins listening to the ocean calling as you take in the invigorating salt air and head off for an early morning walk over your nearby association footbridge to a gorgeous, almost deserted stretch of Nauset Beach. Afterwards, you gather outdoors for an alfresco lunch on your sundrenched backyard patio, surrounded by an expansive lawn, stunning flowering perennials and a privacy border of

    Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    24 Sparrowhawk Rd, Orleans, MA 02653
  • /25

    $950,000 Sold Oct 06, 2025

    • 760 Sq Ft
    • $1,250/SF
    • 112 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1961

    193 Skaket Beach Rd Unit 3BL, Orleans, MA 02653

    Wow! What a location! Beachfront on Skaket Beach~A rare find! Wake up to the sights and sounds of Cape Cod Bay in this charming two-bedroom, ground-floor end unit condo located in a four-unit beachfront building. Step right onto the sand from your wrap around deck and take in sweeping southwest-facing views over the gorgeous saltwater and sunsets over The Bay. This very special spot in the last

    Julia Ruffino Christie's International Real Estate Atlantic Brokerage

    193 Skaket Beach Rd Unit 3BL, Orleans, MA 02653
    • /42

      Est $1,462,147 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,107 Sq Ft

      89 Namequoit Rd, Orleans, MA 02653

      89 Namequoit Rd, Orleans, MA 02653
  • /37

    $650,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 1,089 Sq Ft

    222 S Orleans Rd Unit 1, Orleans, MA 02653

    Don’t miss this stunning, fully renovated home at Blair Cottage Condominiums! One of six free-standing homes set on 4.5 acres abutting 450 acres of serene watershed land, this property perfectly blends privacy and convenience. Completely remodeled by the current owner, this property offers an open-concept living area with a fireplaced living room, spacious dining area with room for a large table,

    Susan Sullivan Conway - Hingham

    222 S Orleans Rd Unit 1, Orleans, MA 02653
  • /30

    $260,000 Sold Sep 26, 2025

    • 788 Sq Ft
    • $330/SF
    • 151 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1971

    24 Old Colony Way Unit 23, Orleans, MA 02653

    Located in and overlooking the heart of Orleans, this third floor condo has everything you could possibly need! Conveniently located close to some of the towns best restaurants and beaches and shops, it also has the Cape Cod Rail Trail in the backyard. Experience the Orleans farmers market and the unique artists cottages right across the street. This 1 bed 1 bath unit has been meticulously

    Sydney Wacht Greer Real Estate, LLC

    24 Old Colony Way Unit 23, Orleans, MA 02653
    • /42

      Est $2,957,596 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,600 Sq Ft

      64 Namequoit Rd, Orleans, MA 02653

      64 Namequoit Rd, Orleans, MA 02653
  • /13

    $339,000

    • 2 Beds
    • 1 Bath
    • 751 Sq Ft

    190 Rt 6a Unit 8B, Orleans, MA 02653

    This 2-bedroom, 1 bath condo has been totally renovated inside and out. New kitchen has updated appliances, new cabinets, dishwasher, and a washer and dryer. The bathroom has been updated as well featuring new vanity, walk in shower with sliding glass doors, it is light and bright. The exterior of this condo has been completely renovated. This includes new roofs, windows, slider, storm door, AZEK

    James Mawn Beach Road Properties

    190 Rt 6a Unit 8B, Orleans, MA 02653
  • /36

    $955,000 Sold Sep 23, 2025

    • 1,976 Sq Ft
    • $483/SF
    • 40 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    15 Heritage Dr, Orleans, MA 02653

    This lovely property has timeless appeal with a classic colonial design and is ideal for year round living or a summer retreat. Nestled on a quiet treelined street in a desirable neighborhood in South Orleans you will fall in love with all its natural charm. Step inside and you are greeted by a sense of warmth into the sunlit foyer of this 4 bedroom 2 and a half bath home which sits gracefully

    Karen Maresca Today Real Estate

    15 Heritage Dr, Orleans, MA 02653
    • /37

      Est $531,274 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 756 Sq Ft

      319 S Orleans Rd Unit 1, Orleans, MA 02653

      319 S Orleans Rd Unit 1, Orleans, MA 02653
  • /13

    $349,999

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft

    190 Rt 6a Unit 8A, Orleans, MA 02653

    This 2-bedroom, 1 bath first floor light and bright unit is located in the heart of Summerset Condominiums. This unit is full of natural light with a great deck for grilling and entertaining. The exterior of this condo has been completely renovated. This includes new roofs, windows, storm door, siding, AZEK decking, and new handrails. Located walking distance to restaurants, shopping and 1.2

    James Mawn Beach Road Properties

    190 Rt 6a Unit 8A, Orleans, MA 02653
  • /35

    $769,900 Sold Sep 19, 2025

    • 1,498 Sq Ft
    • $514/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    49 Daley Terrace, Orleans, MA 02653

    Rare Orleans offering featuring a 3 bedroom and 2 full bath Cape style home, impeccably finished on the interior with oak flooring and beautiful wood finishes, boasting gas forced hot water heat, Mitsubishi mini-splits, updated galley kitchen with updated hickory cabinets and E-Z glide shelving, stainless steel appliances, cozy living room with classic wood burning fireplace and a tastefully

    John Strome Coldwell Banker Realty - Cotuit

    49 Daley Terrace, Orleans, MA 02653
    • /100

      Est $1,420,647 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 4,682 Sq Ft

      317 S Orleans Rd, Orleans, MA 02653

      317 S Orleans Rd, Orleans, MA 02653
  • /50

    $995,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,356 Sq Ft

    36 Tar Kiln Rd, Orleans, MA 02653

    Bring your vision to this 3-bedroom, 2,300+ sq. ft. Orleans home set on a generous private lot just a short walk to Pleasant Bay--perfect for kayaking, swimming, or relaxing on the shore. Offering both space and flexibility, this home is ready for updates yet already features an inviting open floor plan that blends comfort and charm.The expansive living, dining, and sunroom areas flow seamlessly

    Dolores Alberti Gibson Sotheby's International Realty

    36 Tar Kiln Rd, Orleans, MA 02653
  • /38

    $635,000 Sold Sep 19, 2025

    • 1,529 Sq Ft
    • $415/SF
    • 82 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1980

    27 Long View Dr, Orleans, MA 02653

    Here's your chance to buy a sweet deal in the heart of Orleans! Just under a mile from the picturesque Bakers Pond, this cozy 2-bedroom, 1.5-bath home is perfect whether you're starting out, looking for a second home, or planning retirement. Nestled on a level lot with a private backyard surrounded by mature, flowering trees, it's a spot that's just right for chilling or hosting friends. Inside,

    The Jorie Fleming Group Compass

    27 Long View Dr, Orleans, MA 02653

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