14

Orleans, MA Homes for Sale with Acreage

Section Image
  • /90

    $2,595,000

    Open Sun 10AM - 12PM $300K PRICE DROP
    • 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 Gibson Sotheby's International Realty

    343 Tonset Rd, Orleans, MA 02653
  • /92

    $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 will be completed for Summer 2026. 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 beckons

    Jeff Cusack Cove Road Real Estate

    63 Kescayogansett Rd, Orleans, MA 02653
  • /51

    $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
  • /40

    $4,400,000

    Open Sat 10AM - 12PM
    • 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
  • /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
  • /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
  • /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
  • /37

    $1,199,000

    Open Sun 11:30AM - 1PM $126K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,560 Sq Ft

    67 Bakers Pond Rd, Orleans, MA 02653

    Welcome to this classic Cape-style home now featuring a spring price improvement, a perfect opportunity to make your move this season and be in for the summer! Designed with a flexible and functional layout, the home offers 2,092 sq ft of versatile living space in the main residence. First floor living includes a spacious primary en suite bedroom, a second bedroom, a shared bath with convenient

    Kirsten Johnston Gibson Sotheby's International Realty

    67 Bakers Pond 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
  • /90

    $895,000

    • 4 Beds
    • 3 Baths
    • 2,460 Sq Ft

    56 Locust Rd, Orleans, MA 02653

    Waterfront contemporary on Cedar Pond. Enjoy elevated views of the pond, the abundant wildlife and beautiful sunsets from this true 1967 contemporary. Cedar Pond is a rich bird habitat with ospreys, swans, ducks and many others making it their home. Spacious, airy and solidly built, this architecturally intriguing 4 bedroom, 3 bath presents a perfect canvas to realize your vision for your Cape

    Jeff Cusack Cove Road Real Estate

    56 Locust Rd, Orleans, MA 02653
  • /92

    $9,200,000

    • 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
  • /16

    $899,900

    • Land
    • 1.43 Acres
    • $629,301 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 and

    Ashley Stucenski Orleans Village Properties, LLC

    110 Beach Rd, Orleans, MA 2653
  • /22

    $600,000

    • Land
    • 1.24 Acres
    • $483,871 per Acre

    17 Skymeadow Dr, Orleans, MA 02653

    Located on a beautiful cul-de-sac surrounded by quintessential Cape Cod homes, this rare panhandle lot sits waiting for your Cape Cod dream home. Lot is offered with engineering, bulding plans and permits in place. Skymeadow Drive is a wonderful, lovingly maintained neighborhood just minutes away from Skaket Beach and Cape Cod Bay. Walking, biking, close to Orleans village center-this area

    Robin Thayer Gibson Sotheby's International Realty

    17 Skymeadow Dr, Orleans, MA 02653
  • /69

    $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 Trends in Orleans, MA

Housing Trends

Median Sale Price
$930,000
Median Single Family Sale Price
$1,312,500
Median 2 Bedroom Sale Price
$410,000
Median 1 Bedroom Sale Price
$280,000
Average Price Per Sq Ft
$614
Number of Homes for Sale
36
Last 12 months Home Sales
183
Months of Supply
2.40
Median List Price
$1,185,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-13%
How to Buy a Home How to Finance a Home How to Sell a Home