27

Orleans, MA Homes for Sale with Garage

Section Image Section Image
  • 58 Keziahs Ln, Orleans, MA 02653
    58 Keziahs Ln, Orleans, MA 02653
    58 Keziahs Ln, 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

    Agent Photo

    Rebecca Pistone

    Christie's Int'l RE Atlantic Brokerage

    58 Keziahs Ln, Orleans, MA 02653
  • 9 Fox Ridge Dr, Orleans, MA 02653
    9 Fox Ridge Dr, Orleans, MA 02653
    9 Fox Ridge Dr, Orleans, MA 02653
    /50

    $1,995,000

    Coming Soon
    • 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
  • 21 Pleasant View Dr, Orleans, MA 2653
    21 Pleasant View Dr, Orleans, MA 2653
    21 Pleasant View Dr, Orleans, MA 2653
    /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
  • 67 Bakers Pond Rd, Orleans, MA 02653
    67 Bakers Pond Rd, Orleans, MA 02653
    67 Bakers Pond Rd, Orleans, MA 02653
    /40

    $1,135,000

    $190K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,560 Sq Ft

    67 Bakers Pond Rd, Orleans, MA 02653

    Welcome to this classic Cape-style home,ideally located just around the bend from Bakers Pond.Now offered at a new price,this is an excellent opportunity to make your move and enjoy the remainder of summer in a desirable setting.Designed with a flexible and functional layout,the main residence offers 2,092 sq ft of versatile living space.The first floor features a spacious primary en suite

    Kirsten Johnston Gibson Sotheby's International Realty

    67 Bakers Pond Rd, Orleans, MA 02653
  • 332 S Orleans Rd, Orleans, MA 02653
    332 S Orleans Rd, Orleans, MA 02653
    332 S Orleans Rd, 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 wide-planked wood

    Sandra Tanco Kinlin Grover Compass

    332 S Orleans Rd, Orleans, MA 02653
  • 63 Kescayogansett Rd, Orleans, MA 02653
    63 Kescayogansett Rd, Orleans, MA 02653
    63 Kescayogansett Rd, Orleans, MA 02653
    /95

    $4,799,999

    New Construction
    • 5 Beds
    • 8 Baths
    • 5,700 Sq Ft

    63 Kescayogansett Rd, Orleans, MA 02653

    This magnificent new Eastward home in Orleans' beloved Mayflower Point Association is nearly complete 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
  • 18 West Rd Unit 309, Orleans, MA 02653
    18 West Rd Unit 309, Orleans, MA 02653
    18 West Rd Unit 309, Orleans, MA 02653
    /12

    $238,177

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

    18 West Rd Unit 309, Orleans, MA 02653

    DEED RESTRICTED AFFORDABLE SALE! APPLICATION DEADLINE JULY 7th at 5 pm. 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! The condo fee covers so

    David Gasser CHAPA Portfolio Realty LLC

    18 West Rd Unit 309, Orleans, MA 02653
  • 9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, Orleans, MA 02653
    /26

    $1,474,000

    $76K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,825 Sq Ft

    9 Honeysuckle Ln, Orleans, MA 02653

    Rarely available, this renovated 2023 four-bedroom home is tucked away on a quiet road shared by just six properties, offering a rare blend of privacy and an exceptional location just steps from Skaket Beach.The thoughtfully designed reverse floor plan is ideal for coastal living, with four spacious bedrooms on the main level and a light-filled upper level designed for gathering. The open

    Liz Holguin Classic Cape Real Estate, LLC

    9 Honeysuckle Ln, Orleans, MA 02653
  • 9 Packet Landing, Orleans, MA 02653
    9 Packet Landing, Orleans, MA 02653
    9 Packet Landing, Orleans, MA 02653
    /80

    $1,549,000

    • 4 Beds
    • 2.5 Baths
    • 3,036 Sq Ft

    9 Packet Landing, Orleans, MA 02653

    Come see this SPECTACULAR and beautifully updated home situated on nearly an acre in one of East Orleans' most desirable neighborhoods. Ideally located just moments from Nauset Beach and around the corner from River Road Town Landing, this property offers the perfect blend of privacy, comfort, and Cape Cod charm. Inside, an expansive floor plan provides inviting spaces for every occasion, from

    Lisa Adams Orleans Village Properties, LLC

    9 Packet Landing, Orleans, MA 02653
  • 181 Rock Harbor Rd, Orleans, MA 02653
    181 Rock Harbor Rd, Orleans, MA 02653
    181 Rock Harbor Rd, Orleans, MA 02653
    /56

    $999,000

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

    181 Rock Harbor Rd, Orleans, MA 02653

    ONE OF ORLEANS MOST SPECTACULAR MARSH SETTINGS. Set above the ever-changing beauty of Rock Harbor Creek, this exceptional property captures panoramic views that transform with every season. From sunrise to sunsets, enjoy a front-row seat to osprey, great blue herons and abundant wildlife from nearly every room. Just moments from Rock Harbor, enjoy evening walks on the tidal flats, the charter

    Pam Wise Compass Massachusetts, LLC

    181 Rock Harbor Rd, Orleans, MA 02653
  • 38 Shorewood Dr, Orleans, MA 02653
    38 Shorewood Dr, Orleans, MA 02653
    38 Shorewood Dr, Orleans, MA 02653
    /39

    $885,000

    • 3 Beds
    • 3 Baths
    • 1,908 Sq Ft

    38 Shorewood Dr, Orleans, MA 02653

    This lovely 3-bdrm plus office, 3 full bath Cape is set on an elevated lot with deeded rights to Bakers Pond! The 1st floor offers LR with gas FP, remodeled kitchen and dining area, hall bath with laundry, family room with slider to screened porch and large primary suite with cathedral ceilings and back deck access. 2nd floor has 2-bdrms, office with skylights and full bath. The home was

    Tracey Oringer Kinlin Grover Compass

    38 Shorewood Dr, Orleans, MA 02653
  • 12 Windswept Ln, Orleans, MA 2653
    12 Windswept Ln, Orleans, MA 2653
    12 Windswept Ln, Orleans, MA 2653
    /40

    $4,300,000

    Open Sat 10AM - 12PM $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
  • 17 Gosnold Rd, Orleans, MA 02653
    17 Gosnold Rd, Orleans, MA 02653
    17 Gosnold Rd, Orleans, MA 02653
    /53

    $3,495,000

    • 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 features

    Dolores Alberti Gibson Sotheby's International Realty

    17 Gosnold Rd, Orleans, MA 02653
  • 77 Towhee Ln, Orleans, MA 02653
    77 Towhee Ln, Orleans, MA 02653
    77 Towhee 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
  • 64 Pershing Ln, Orleans, MA 02653
    64 Pershing Ln, Orleans, MA 02653
    64 Pershing 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
  • 23 Portanimicut Rd, Orleans, MA 02653
    23 Portanimicut Rd, Orleans, MA 02653
    23 Portanimicut Rd, Orleans, MA 02653
    /65

    $900,000

    Open Fri 3PM - 5PM
    • 3 Beds
    • 2 Baths
    • 1,635 Sq Ft

    23 Portanimicut Rd, Orleans, MA 02653

    Tucked away in a private setting near Pleasant Bay, this charming Saltbox is beautifully renovated and move-in ready! The heart of the home is the inviting great room with vaulted ceilings and warm pine floors anchored by a cozy wood-burning fireplace. Sunlight pours through a large bay window, illuminating a space designed for both relaxation and effortless entertaining. The kitchen renovation

    Amy Harbeck Kinlin Grover Compass

    23 Portanimicut 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
    /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
  • 22 Blake Ln, Orleans, MA 02653
    22 Blake Ln, Orleans, MA 02653
    22 Blake Ln, 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
  • 28 Mallard Dr, Orleans, MA 02653
    28 Mallard Dr, Orleans, MA 02653
    28 Mallard Dr, 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
  • 88 Massachusetts 6a, Orleans, MA 02653
    88 Massachusetts 6a, Orleans, MA 02653
    88 Massachusetts 6a, Orleans, MA 02653
    /27

    $1,900,000

    • 6 Beds
    • 6.5 Baths
    • 3,843 Sq Ft

    88 Massachusetts 6a, Orleans, MA 02653

    Selling as one unit: 3 parcels of improved land in the center of Orleans, Village Center District. The property consists of #88: a 2-bedroom one bath 1,400 square foot single family home with a detached two car garage with unfinished space above, and a 520 square foot foundation with no building added. #86A: a 1,494 square foot building with 3 one-bedroom rental units, and #86B: a 949 square foot

    Sharon Kingman Dixon William Raveis Real Estate & Homes Services

    88 Massachusetts 6a, Orleans, MA 02653
  • 18 West Rd Unit 303, Orleans, MA 02653
    18 West Rd Unit 303, Orleans, MA 02653
    18 West Rd Unit 303, Orleans, MA 02653
    /49

    $449,900

    • 2 Beds
    • 2 Baths
    • 1,262 Sq Ft

    18 West Rd Unit 303, Orleans, MA 02653

    Enjoy carefree retirement living in this spacious top-floor residence at 18 West, a welcoming 62+ community offering exceptional amenities and a convenient location. This beautifully updated condominium features a modern kitchen with granite countertops, classic white shaker-style cabinetry, and updated baths designed with timeless appeal.The generously sized living and dining rooms are ideal for

    Susan Baker Gibson Sotheby's International Realty

    18 West Rd Unit 303, Orleans, MA 02653
  • 66 Tides End Ln, Orleans, MA 02653
    66 Tides End Ln, Orleans, MA 02653
    66 Tides End Ln, 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
  • 22 Winslow Dr, Orleans, MA 02653
    22 Winslow Dr, Orleans, MA 02653
    22 Winslow Dr, 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
  • 60 Rock Harbor Rd, Orleans, MA 02653
    60 Rock Harbor Rd, Orleans, MA 02653
    60 Rock Harbor Rd, Orleans, MA 02653
    /37

    $1,749,900

    $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 2,951 Sq Ft

    60 Rock Harbor Rd, Orleans, MA 02653

    A turnkey investment opportunity in one of Cape Cod’s most sought-after vacation markets. This exceptional Orleans property blends historic charm, strong rental income, and lifestyle appeal. Located just .5 miles from Rock Harbor Beach, it offers easy access to boating, waterfront dining, and popular Cape attractions. Built in 1867 and moved to its current location with a full concrete foundation

    Deborah Salvatore Berkshire Hathaway Home Service New England Properties

    60 Rock Harbor Rd, Orleans, MA 02653
  • 27 S Orleans Rd, Orleans, MA 02653
    27 S Orleans Rd, Orleans, MA 02653
    27 S Orleans Rd, 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
  • 47 Bayview Dr, Brewster, MA 02631
    47 Bayview Dr, Brewster, MA 02631
    47 Bayview Dr, Brewster, MA 02631
    /69

    $2,400,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 4,212 Sq Ft

    47 Bayview Dr, Brewster, MA 02631

    This coastal contemporary cape style home by Eastward companies is one of a two lot Brewster subdivision close to beautiful Crosby Landing Beach, The Cape Cod Rail Trail and the Town of Orleans. Exceptional custom finish work enhances the superb floorplan and rich amenities. The cathedral great room incorporates the chef's kitchen with Thermador appliance package & 10' center island, fireplaced

    Jeff Cusack Cove Road Real Estate

    47 Bayview Dr, Brewster, MA 02631
  • 55 Bayview Dr, Brewster, MA 02631
    55 Bayview Dr, Brewster, MA 02631
    55 Bayview Dr, 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
Massachusetts Barnstable County Orleans

Homes for Sale with Garage in Orleans, MA

Home Prices in Orleans, MA

The median home sale price in Orleans, MA is $890,787, down 16% year-over-year. Homes in Orleans sell in 83 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$890,787
Median Single Family Sale Price
$1,250,000
Median 2 Bedroom Sale Price
$520,000
Median 1 Bedroom Sale Price
$280,000
Average Price Per Sq Ft
$609
Number of Homes for Sale
34
Last 12 months Home Sales
180
Months of Supply
2.30
Median List Price
$1,049,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-16%
How to Buy a Home How to Finance a Home How to Sell a Home

In Orleans, there are currently 27 homes for sale with a garage. Meeting the needs of buyers seeking secure parking and extra storage, these homes offer various garage options. Whether it's a property featuring a practical two-car garage or a larger residence with a sought-after three-car garage, these homes provide the convenience and flexibility desired by many homeowners. Additionally, some properties come with detached garages, offering ample space while ensuring privacy. Explore the selection of homes for sale with a garage in Orleans, MA and find the perfect place to call home.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group