29

Orleans, MA Homes for Sale with Garage

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  • /73

    $2,895,000

    New Construction Open Sat 10AM - 12PM
    • 4 Beds
    • 4.5 Baths
    • 5,001 Sq Ft

    2 Monomoy Ln, Orleans, MA 02653

    Modern Luxury Meets Coastal Charm in Orleans, Cape CodDiscover an exclusive collection of four newly constructed luxury residences in the heart of South Orleans, where timeless Cape Cod charm blends seamlessly with sophisticated modern living. Thoughtfully designed with exceptional craftsmanship, premium finishes, and private in-ground pool, this distinctive home offers an unparalleled

    LUXRECapeCod LuxRECapeCod, Inc.

    2 Monomoy Ln, Orleans, MA 02653
  • /34

    $2,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,713 Sq Ft

    15 Hayward Ln, Orleans, MA 2653

    Nestled in one of East Orleans' most sought-after neighborhoods, this exceptional property offers a rare combination of privacy, nearly an acre of beautifully maintained grounds, and coveted deeded rights providing access to the waters of Pleasant Bay. Whether launching a kayak, canoe, or rowboat, accessing a mooring (subject to Orleans Harbormaster approval), or simply enjoying life by the

    Paul Borde Christie's International Real Estate Atlantic Brokerage

    15 Hayward Ln, Orleans, MA 2653
  • /12

    $238,177

    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft

    18 West Rd Unit 309, Orleans, MA 02653

    DEED RESTRICTED AFFORDABLE SALE! APPLICATIONS ARE ACCEPTED ON A FIRST-COME, FIRST-SERVED BASIS. Welcome to 18 West Road in Orleans, a wonderful 62+ active living community with many amenities and a great location. This two bedroom, two bathroom home on the third floor has a brand new refrigerator and washer and dryer, in addition to a parking space, storage space, concierge services, and more!

    David Gasser CHAPA Portfolio Realty LLC

    18 West Rd Unit 309, Orleans, MA 02653
  • /38

    $2,750,000

    $145K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,684 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 REMAX Executive Realty

    28 Mallard Dr, Orleans, MA 02653
  • /42

    $4,200,000

    Open Sat 11AM - 12:30PM $300K PRICE DROP
    • 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 grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and coastal recreation. A long private driveway delivers you into a world apart. The contemporary home centers on a

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    22 Blake Ln, Orleans, MA 02653
  • /26

    $699,000

    Open Sun 10AM - 12PM $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    17 Kings Way, Orleans, MA 02653

    On a quiet dead end street close to downtown Orleans, sits this updated ranch style home on a large landscaped lot. There's even a back patio with electrical outlet ready for your outdoor kitchen! Stainless appliances, double pain windows and slider to the deck make this a low maintenance gem. Finished basement with an additional 600 sq. ft. of living space and full bath.New deck is being

    Ken Hager Classic Cape Real Estate, LLC

    17 Kings Way, Orleans, MA 02653
  • /47

    $1,885,000

    $110K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,408 Sq Ft

    9 Fox Ridge Dr, Orleans, MA 02653

    Experience the best of East Orleans living, just 1.7 miles from Nauset Beach. Nestled in the sought-after Briarwood neighborhood, known for its picturesque cherry tree-lined streets and no through traffic, this beautifully renovated coastal retreat offers the perfect blend of luxury and investment potential.With over $485,000 in recent improvements, the home features a stunning new chef's

    Jennifer Holmes Beach Road Properties

    9 Fox Ridge Dr, Orleans, MA 02653
  • /42

    $1,149,000

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,939 Sq Ft

    332 S Orleans Rd, Orleans, MA 02653

    A local gem, this property invites you to embrace the quintessential Cape Cod lifestyle. Tucked backfrom the road, it features an expansive front yard, a detached barn, and a main house surrounded by alarge private, level backyard--perfect for outdoor gatherings or exploring nearby conservation trails.Inside, sunlight floods through windows and skylights, illuminating beautiful

    Sandra Tanco Kinlin Grover Compass

    332 S Orleans 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
  • /40

    $1,775,000

    • 3 Beds
    • 2.5 Baths
    • 2,011 Sq Ft

    152 Namequoit Rd, Orleans, MA 02653

    Beautiful Waterviews: Experience the quintessential Cape Cod lifestyle in this beautifully renovated antique home, where timeless charm meets modern comfort. The updated kitchen and beautifully remodeled baths blend seamlessly with the home's original character, while stunning fir floors add warmth and elegance throughout. Enjoy picturesque views of sparkling, saltwater Paw Wah Pond and Pleasant

    Leighton Team Keller Williams Realty

    152 Namequoit Rd, Orleans, MA 02653
  • /39

    $4,300,000

    $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,311 Sq Ft

    12 Windswept Ln, Orleans, MA 2653

    Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is

    Jeffrey Marcus Corcoran Property Advisors

    12 Windswept Ln, Orleans, MA 2653
  • /82

    $3,950,000

    • 4 Beds
    • 3.5 Baths
    • 4,710 Sq Ft

    46 Beach Rd, Orleans, MA 02653

    46 Beach Road is a truly one-of-a-kind custom estate thoughtfullyset back 400 feet from the road in a private setting where Eastmeets West. Exceptional craftsmanship, sophisticatedengineering, and timeless Japanese-inspired design melded withtraditional Cape Cod character come together to create anextraordinary living experience. Thoughtfully built withuncompromising

    Sandra Milano RE/MAX Executive Realty

    46 Beach Rd, Orleans, MA 02653
  • /42

    $7,995,000

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

    77 Towhee Ln, Orleans, MA 02653

    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 features 3 unique buildings. An approximately

    Chris Rhinesmith Compass

    77 Towhee Ln, Orleans, MA 02653
  • /65

    $2,235,000

    $40K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 3,217 Sq Ft

    2 Huckleberry Dr, Orleans, MA 02653

    Privately sited on a beautifully landscaped 1.11-acre corner lot in desirable South Orleans, this custom-built Cape offers timeless craftsmanship, exceptional privacy, and a remarkably flexible floor plan designed to adapt through every stage of life. Whether enjoyed as a weekend retreat today or a full-time residence in the years ahead, this is a home created for effortless entertaining, quiet

    Fran Schofield Berkshire Hathaway HomeServices Robert Paul Properties

    2 Huckleberry Dr, Orleans, MA 02653
  • /51

    $2,995,000

    Open Sat 10AM - 12PM
    • 4 Beds
    • 3.5 Baths
    • 3,710 Sq Ft

    4 Monomoy Ln, Orleans, MA 02653

    Modern Luxury Meets Coastal Charm in Orleans, Cape CodDiscover an exclusive collection of four newly constructed luxury residences in the heart of South Orleans, where timeless Cape Cod charm blends seamlessly with sophisticated modern living. Thoughtfully designed with exceptional craftsmanship, premium finishes, and private in-ground pool, this distinctive home offers an unparalleled

    LUXRECapeCod LuxRECapeCod, Inc.

    4 Monomoy Ln, Orleans, MA 02653
  • /19

    $4,250,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,546 Sq Ft

    21 Pleasant View Dr, Orleans, MA 2653

    This stunning new contemporary home by Eastward Companies is nearing completion. Designed to embrace the unique topography and natural setting, it overlooks a flourishing natural hollow. The three levels of living space offer immersive views of the surrounding native flora, further enhanced by a comprehensive natural landscape plan. Walls of south-facing windows and multiple decks offer quiet

    Jeff Cusack Cove Road Real Estate

    21 Pleasant View Dr, Orleans, MA 2653
  • /54

    $979,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 1.5 Baths
    • 1,322 Sq Ft

    4 High Tide Ln, Orleans, MA 2653

    Charming and inviting, this 3-bedroom home is a welcoming retreat tucked away on a quiet lane in the heart of East Orleans. The living room is filled with character, featuring a bay window, wood burning fireplace, and custom built-ins that create a comfortable space to gather. A second fireplace is tucked into a private bedroom, complete with a separate sitting area and additional built-ins.

    Peg LoPresto William Raveis Real Estate & Home Services

    4 High Tide Ln, Orleans, MA 2653
  • /37

    $455,000

    $140K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,623 Sq Ft

    18 West Rd Unit 307, Orleans, MA 02653

    Enjoy carefree living close to all Orleans has to offer in this elegant, 62+ independent living community. This 3rd Floor corner end unit features a bright open and spacious floor plan with 2 bedrooms and 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

    Dee Higgins Gibson Sotheby's International Realty

    18 West Rd Unit 307, Orleans, MA 02653
  • /47

    $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
  • /57

    $2,700,000

    $1M PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 3,548 Sq Ft

    645 S Orleans Rd, Orleans, MA 02653

    For the first time in generations, this landmark Pleasant Bay compound--anchored by the iconic ''Topside'' main residence and the charming two-bedroom ''Boathouse''--is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    645 S Orleans Rd, 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
  • /37

    $1,099,000

    Open Sun 11AM - 12:30PM $226K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,560 Sq Ft

    67 Bakers Pond Rd, Orleans, MA 02653

    Welcome to this classic Cape-style home featuring a full 1-bedroom apartment above the garage—perfect for overflow guests, extended family, or rental income. The main residence offers 2,092 sq ft of flexible living space. The first floor includes a spacious primary en-suite bedroom, second bedroom, full bath with laundry, and bright kitchen, dining, and living areas ideal for everyday living and

    Kirsten Johnston Gibson Sotheby's International Realty

    67 Bakers Pond Rd, Orleans, MA 02653
  • /86

    $2,395,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,796 Sq Ft

    136 Monument Rd, Orleans, MA 02653

    Exquisite 2025 new construction w/abundant windows & energizing natural light. Just 300ft to Crystal Lake sandy beach, 450 ft to town boat launch on Lonnie's Pond w/ocean access. Close to downtown & the ocean, yet super private elevated setting next to a cranberry bog & nature, as if you had no neighbors. Immaculate swimming pool, patios, stone walls, new outdoor shower & hydrangea gardens. The

    Melanie Cauchon Melanie Cauchon Real Estate

    136 Monument Rd, Orleans, MA 02653
  • /42

    $4,499,000

    $500K PRICE DROP
    • 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
  • /68

    $2,999,999

    $250K PRICE DROP
    • 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 Group Christie's Int'l RE Atlantic Brokerage

    58 Keziahs Ln, Orleans, MA 02653
  • /98

    $4,799,999

    New Construction
    • 5 Beds
    • 8 Baths
    • 5,400 Sq Ft

    63 Kescayogansett Rd, Orleans, MA 02653

    This magnificent new Eastward home in Orleans' beloved Mayflower Point Association is newly completed and ready to occupy! Sited privately on 1.4 acres of gracious lawn enveloped by native flora, the home epitomizes Eastward's commitment to luxurious detail and a classic New England aesthetic. 5700 sq ft finished over three levels with multiple gathering spaces. The coffered-ceiling great room

    Jeff Cusack Cove Road Real Estate

    63 Kescayogansett Rd, Orleans, MA 02653
  • /49

    $3,495,000

    • 6 Beds
    • 5 Baths
    • 3,820 Sq Ft

    17 Gosnold Rd, Orleans, MA 02653

    A rare opportunity to own an ocean view home in the exclusive Pochet Association.This quality-built post-and-beam home features soaring ceilings & expansive walls of glass that fill the home with natural light. Designed for comfortable coastal living, the spacious six-bedroom residence features an open floor plan, thoughtfully positioned decks, and views of the Atlantic. Private access to

    Dolores Alberti Gibson Sotheby's International Realty

    17 Gosnold Rd, Orleans, MA 02653
  • /51

    $1,650,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 3 Baths
    • 3,322 Sq Ft

    80 Upland Cir, Brewster, MA 02631

    Nestled in Brewster's sought after Seaview neighborhood, this lovingly maintained one owner home offers comfort, privacy, and an exceptional location. Set on a private 1.86-acre lot with winter peeks of Namskaket Marsh, the home features 3 bedrooms, 3 baths, an open floor plan, a first-floor primary suite, first-floor laundry, and a separate dining room. The bonus room above the two-car garage

    Suzanne Newton Kinlin Grover Compass

    80 Upland Cir, Brewster, MA 02631
  • /70

    $2,400,000

    New Construction
    • 4 Beds
    • 5.5 Baths
    • 4,250 Sq Ft

    55 Bayview Dr, Brewster, MA 02631

    This luxurious, classic New England Cape-style home by Eastward Companies is one of a new two lot Brewster subdivision close to beautiful Crosby Beach, The Cape Cod Rail Trail and the Town of Orleans. Form meets function at the highest level with an exceptional degree of custom finish work. The cathedral great room is the home's hub, it combines the Thermador-equipped kitchen with the fireplaced

    Jeff Cusack Cove Road Real Estate

    55 Bayview Dr, Brewster, MA 02631

Home Price Trends

Median Sale Price
$941,250
Median Single Family Sale Price
$1,325,000
Median 2 Bedroom Sale Price
$540,000
Median 1 Bedroom Sale Price
$285,000
Average Price Per Sq Ft
$612
Number of Homes for Sale
33
Last 12 months Home Sales
160
Months of Supply
2.50
Median List Price
$1,175,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-10%
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