86

East Orleans, MA Homes for Sale

Section Image Section Image
  • 60 Smith Heights Way, Eastham, MA 02642
    60 Smith Heights Way, Eastham, MA 02642
    60 Smith Heights Way, Eastham, MA 02642
    /70

    $1,725,000

    $475K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,129 Sq Ft

    60 Smith Heights Way, Eastham, MA 02642

    There are houses on the Cape, and then there are homes that quietly become part of your story. Set privately above a quiet Eastham cove, this cliffside waterfront opens across three levels around one mesmerizing view. Light shifts across the water, shorebirds trace the tide line, and every season keeps the view alive. At low tide, the cove draws neighbors out with rakes for oysters and clams, the

    Agent Photo

    Eric Rollo

    The Agency Boston

    60 Smith Heights Way, Eastham, MA 02642
  • 149 Monument Rd, Orleans, MA 02653
    149 Monument Rd, Orleans, MA 02653
    149 Monument Rd, Orleans, MA 02653
    /27

    $595,000

    • Land
    • 30,927 Sq Ft
    • $838,028 per Acre

    149 Monument Rd, Orleans, MA 02653

    Build your Cape Cod dream home on this scenic and buildable parcel overlooking the sparkling waters of Pilgrim Lake, a picturesque 39-acre freshwater kettle pond. Offering a rare combination of natural beauty, privacy, and potential, this exceptional homesite captures tranquil water views and the quintessential charm of Cape Cod living. Whether you envision a year-round residence or a seasonal

    Agent Photo

    Kerrin LaFrance

    Kinlin Grover Compass

    149 Monument Rd, Orleans, MA 02653
  • 54 Old Colony Way Unit U, Orleans, MA 02653
    54 Old Colony Way Unit U, Orleans, MA 02653
    54 Old Colony Way Unit U, Orleans, MA 02653
    /14

    $315,000

    • 1 Bed
    • 1 Bath
    • 801 Sq Ft

    54 Old Colony Way Unit U, Orleans, MA 02653

    Overlooking Cape Cod Rail Trail. Thoughtfully appointed 1 BR, 801 sf of comfortable, single level living. Open, spacious LR & Din Area with slider to 13' deck. Lge bedrm fits king size bed with walk-in closet & access to deck. Remodeled bath showcases enlarged shower & excellent lighting. In unit stackable washer/dryer in hallway closet. 3rd flr with elevator access. Assigned parking immediately

    Agent Photo

    Bob Sheldon

    RE/MAX Real Estate Center

    54 Old Colony Way Unit U, Orleans, MA 02653
  • 390 Brackett Rd, Eastham, MA 02642
    390 Brackett Rd, Eastham, MA 02642
    390 Brackett Rd, Eastham, MA 02642
    /50

    $849,000

    $48K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,009 Sq Ft

    390 Brackett Rd, Eastham, MA 02642

    A truly one-of-a-kind Contemporary Cape on a half-acre lot in Eastham. Whether you are looking for your dream year-round home, a Cape Cod summer getaway, or a savvy investment property, this 5-bedroom, 3-bathroom residence offers incredible flexibility and undeniable character.This home's unique architecture features a glass-lined second floor that floods the interior with all-day natural

    Agent Photo

    Bob Sheldon

    RE/MAX Real Estate Center

    390 Brackett Rd, Eastham, MA 02642
  • 3 Baywood Dr, Orleans, MA 02653
    3 Baywood Dr, Orleans, MA 02653
    3 Baywood Dr, Orleans, MA 02653
    /42

    $1,500,000

    $95K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,432 Sq Ft

    3 Baywood Dr, Orleans, MA 02653

    Exceptional craftsmanship, forward-thinking efficiency, & a premier Orleans location come together just ½ mile from Pleasant Bay. Built by renowned Cape Associates, this beautifully maintained 3-bedroom, 3-bath home offers approximately 2,432 sq. ft. across three thoughtfully designed levels. The open main living area features a spacious living room, dining area, & well-appointed kitchen that

    The Bohman Hartung Group Gibson Sotheby's International Realty

    3 Baywood Dr, Orleans, MA 02653
  • 193 Wayside Dr, Brewster, MA 2631
    193 Wayside Dr, Brewster, MA 2631
    193 Wayside Dr, Brewster, MA 2631
    /31

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    193 Wayside Dr, Brewster, MA 2631

    Lovingly maintained by its original owner, this charming Cape-style home is nestled in a sought-after Brewster location and offers the perfect blend of comfort, privacy, and Cape Cod charm. Set on a peaceful, wooded lot, the home features a bright, open floor plan, a desirable first-floor bedroom, convenient first-floor laundry, a one-car garage, and the added peace of mind of a whole-house

    Deborah Martin Keller Williams Realty

    193 Wayside Dr, Brewster, MA 2631
  • 3837-3839 Main St, Brewster, MA 2631
    3837-3839 Main St, Brewster, MA 2631
    3837-3839 Main St, Brewster, MA 2631
    /50

    $799,000

    • 4 Beds
    • 4 Baths
    • 2,188 Sq Ft

    3837-3839 Main St, Brewster, MA 2631

    Just 1.3 miles to Crosby Landing beach and North of 6A, this duplex is a wonderful opportunity to begin or add to your investment portfolio, live in year-round or vacation to in the summer season. Conveniently located close to Orleans, shops, Rt. 6, Nickerson State Park and beaches.Each side has 2 bedrooms, 1 1/2 baths, it's own laundry, with central air and natural gas to boot. One side is

    Jessica Krikorian Classic Cape Real Estate, LLC

    3837-3839 Main St, Brewster, MA 2631
  • 70 Hay Rd, Eastham, MA 02642
    70 Hay Rd, Eastham, MA 02642
    70 Hay Rd, Eastham, MA 02642
    /18

    $279,800

    • 2 Beds
    • 1 Bath
    • 323 Sq Ft

    70 Hay Rd, Eastham, MA 02642

    Cape Cod charm meets opportunity! This adorable Eastham cottage is the perfect place to create your own Cape Cod getaway and summer memories. Enjoy the laid-back Cape lifestyle with beautiful beaches ,boating ,dining, and all that Eastham has to offer nearby. Charming, inviting and full of potential - this is one you'll want to see. Rarely does a cottage like this become available in such a

    Theodore Merritts LPT Realty, LLC

    70 Hay Rd, Eastham, MA 02642
  • 1065 Great Pond Rd, Eastham, MA 02642
    1065 Great Pond Rd, Eastham, MA 02642
    1065 Great Pond Rd, Eastham, MA 02642
    /23

    $495,000

    $54K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,016 Sq Ft

    1065 Great Pond Rd, Eastham, MA 02642

    Why is 1065 Great Pond Road still on the market? The answer is pretty simple. It was once a Cape Cod cottage, and then an addition was added and you guessed it -it now needs some elbow grease and updates. If you're okay with that, you may see what others have missed. This is a year-round home on a half-acre in Eastham with plenty of yard, room to explore the possibility of a garage, and a

    Marirose Lynch RE/MAX Long Point

    1065 Great Pond Rd, Eastham, MA 02642
  • 47 Bay View Dr, Brewster, MA 02631
    47 Bay View Dr, Brewster, MA 02631
    47 Bay View Dr, Brewster, MA 02631
    /69

    $2,400,000

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

    47 Bay View 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 Bay View Dr, Brewster, MA 02631
  • 163 Samoset Rd, Eastham, MA 02642
    163 Samoset Rd, Eastham, MA 02642
    163 Samoset Rd, Eastham, MA 02642
    /30

    $1,649,000

    $150K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 3,750 Sq Ft

    163 Samoset Rd, Eastham, MA 02642

    NEW CONSTRUCTION: This extraordinary masterpiece nestled in the heart of Eastham. This stunning 3,750 sq ft residence offers an unparalleled blend of refined luxury, coastal elegance, and an effortless indoor-outdoor lifestyle that defines the very best of Cape living. This is a rare opportunity to own a flawlessly crafted home in one of the Outer Cape's most sought-after locations.No detail has

    Lisa Loveland Keller Williams Realty Boston-Metro | South End

    163 Samoset Rd, Eastham, MA 02642
  • 21 S Orleans Rd, Orleans, MA 02653
    21 S Orleans Rd, Orleans, MA 02653
    21 S Orleans Rd, Orleans, MA 02653
    /32

    $1,350,000

    • 5 Beds
    • 3.5 Baths
    • 4,416 Sq Ft

    21 S Orleans Rd, Orleans, MA 02653

    This stately Orleans landmark offers an ideal in-town location with high visibility and multi-use as apartments and retail space. This sale is for land and building only; not a business. The prime retail space overlooks busy Route 28 at the front for fabulous exposure and pretty Town Cove at the rear. The retail space is entered at street level with ample (15 space) parking, office and break room

    Tracey Oringer Kinlin Grover Compass

    21 S Orleans Rd, Orleans, MA 02653
  • 2 Monomoy Ln, Orleans, MA 02653
    2 Monomoy Ln, Orleans, MA 02653
    2 Monomoy Ln, Orleans, MA 02653
    /73

    $2,895,000

    New Construction Open Sun 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
  • 435 Herring Brook Rd, Eastham, MA 02642
    435 Herring Brook Rd, Eastham, MA 02642
    435 Herring Brook Rd, Eastham, MA 02642
    /44

    $2,249,000

    • 4 Beds
    • 4.5 Baths
    • 2,817 Sq Ft

    435 Herring Brook Rd, Eastham, MA 02642

    Set on 1.53 acres to the backdrop of marshlands, First Encounter Beach and famous Eastham sunsets, 435 Herring Brook Rd offers an open concept with thoughtfully designed interior and exterior gathering spaces that transition seamlessly. Four ensuite bedrooms, dispersed over two levels amongst a deceptively large 2,817 sf, offer first floor living and quite retreats. Be it a five minute stroll to

    Jon Clark Nauset Management

    435 Herring Brook Rd, Eastham, MA 02642
  • 81 Fletcher Ln Unit I, Brewster, MA 02631
    81 Fletcher Ln Unit I, Brewster, MA 02631
    81 Fletcher Ln Unit I, Brewster, MA 02631
    /16

    $325,000

    Open Sun 10AM - 12PM
    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    81 Fletcher Ln Unit I, Brewster, MA 02631

    Sought after Corner Unit with one-level living in this beautifully renovated first-floor condo at sought-after Ocean Edge Resort. No stairs to navigate to get to this unit. This light-filled 1-bedroom, 1-bath home offers an open-concept design with a seamless, modern feel. The updated kitchen features quartz countertops, stainless steel appliances, stylish cabinetry, and contemporary lighting. A

    Leighton Team Keller Williams Realty

    81 Fletcher Ln Unit I, Brewster, MA 02631
  • 102 Fletcher Ln Unit H, Brewster, MA 02631
    102 Fletcher Ln Unit H, Brewster, MA 02631
    102 Fletcher Ln Unit H, Brewster, MA 02631
    /34

    $355,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    102 Fletcher Ln Unit H, Brewster, MA 02631

    Beautifully updated and move-in ready, this top-floor 1-bed, 1-bath condo in the desirable Ocean Edge Resort community offers the perfect blend of style and comfort. Soaring cathedral ceilings and an open layout create a bright, airy atmosphere, while the private balcony provides sweeping views of the Nicklaus Design Golf Course. Recent renovations include a brand-new kitchen with modern

    Leighton Team Keller Williams Realty

    102 Fletcher Ln Unit H, Brewster, MA 02631
  • 15 Hayward Ln, Orleans, MA 2653
    15 Hayward Ln, Orleans, MA 2653
    15 Hayward Ln, Orleans, MA 2653
    /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
  • 5 Weir Rd, Eastham, MA 02642
    5 Weir Rd, Eastham, MA 02642
    5 Weir Rd, Eastham, MA 02642
    /42

    $649,000

    $110K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft

    5 Weir Rd, Eastham, MA 02642

    Charming 2-bedroom ranch on a spacious 0.41-acre lot in desirable Eastham, just minutes from Thumpertown Beach. This bright, sunny home offers easy one-level living, ideal for year-round use or a Cape Cod retreat. The standout three-season sunroom features three new skylights, filling the space with natural light--perfect for relaxing or entertaining. A cozy living room with gas fireplace adds

    Team Brown Thomas D. Brown RE Associates

    5 Weir Rd, Eastham, MA 02642
  • 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! 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
  • 2000 Bridge Rd, Eastham, MA 02642
    2000 Bridge Rd, Eastham, MA 02642
    2000 Bridge Rd, Eastham, MA 02642
    /64

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,816 Sq Ft

    2000 Bridge Rd, Eastham, MA 02642

    Built and maintained by a respected local builder for his own family, this gracious 4-bedroom, 2.5-bath Cape with 2-car garage reflects the quality of construction, materials, and details throughout. Beautiful hardwood floors complement multiple living areas, including a spacious fireplaced living room with handsome wood-paneled accent wall and a separate family room. The kitchen features a gas

    Dee Higgins Gibson Sotheby's International Realty

    2000 Bridge Rd, Eastham, MA 02642
  • 319 S Orleans Rd Unit 2, Orleans, MA 02653
    319 S Orleans Rd Unit 2, Orleans, MA 02653
    319 S Orleans Rd Unit 2, Orleans, MA 02653
    /34

    $399,999

    Open Sun 10AM - 12PM $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 588 Sq Ft

    319 S Orleans Rd Unit 2, Orleans, MA 02653

    Nauset Village belongs to a quieter Cape Cod--a time of screen doors slapping shut, salt-crusted skin, and evenings measured by light turning amber over the pines. Arriving at Unit 2, affectionately known as ''East Watch,'' you sense an immediate shift in the air. Set where village life yields to the National Seashore, this 1935 cottage offers 588 square feet of remarkably finished space. The

    Erin Terkelsen LPT Realty, LLC

    319 S Orleans Rd Unit 2, Orleans, MA 02653
  • 4 Center Place Unit 11, Orleans, MA 02653
    4 Center Place Unit 11, Orleans, MA 02653
    4 Center Place Unit 11, Orleans, MA 02653
    /24

    $740,000

    $55K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,253 Sq Ft

    4 Center Place Unit 11, Orleans, MA 02653

    Tucked behind a fenced private patio & garden, this sun-filled END-unit condominium offers a peaceful outdoor sanctuary in the heart of Orleans.Thoughtfully designed to bring the outdoors in, large windows and French doors fill this 2-bedroom, 2-bath townhouse with natural light and garden views.The handsome kitchen features crisp white cabinetry, complemented by hardwood floors on the main floor

    Linda Whitcomb William Raveis Real Estate & Home Services

    4 Center Place Unit 11, Orleans, MA 02653
  • 28 Mallard Dr, Orleans, MA 02653
    28 Mallard Dr, Orleans, MA 02653
    28 Mallard Dr, Orleans, MA 02653
    /38

    $2,895,000

    • 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
  • 64 Tar Kiln Rd, Orleans, MA 02653
    64 Tar Kiln Rd, Orleans, MA 02653
    64 Tar Kiln Rd, Orleans, MA 02653
    /62

    $1,395,000

    • 3 Beds
    • 2 Baths
    • 1,962 Sq Ft

    64 Tar Kiln Rd, Orleans, MA 02653

    Completely renovated...Absolutely perfect! An impressive property offering timeless style and exceptional craftsmanship. This stunning 3 bed, 2 bath home offers the perfect blend of modern comfort and Cape Cod charm. Rich hardwood floors flow throughout the home, creating a warm and cohesive feel, while the beautifully updated kitchen featuring quartz counters, quality cabinetry, new appliances

    Lisa Adams Orleans Village Properties, LLC

    64 Tar Kiln Rd, Orleans, MA 02653
  • 3 Howland Cir Unit 3, Brewster, MA 02631
    3 Howland Cir Unit 3, Brewster, MA 02631
    3 Howland Cir Unit 3, Brewster, MA 02631
    /28

    $579,000

    • 2 Beds
    • 1.5 Baths
    • 1,032 Sq Ft

    3 Howland Cir Unit 3, Brewster, MA 02631

    Welcome to this beautifully renovated condo in the highly desirable Howland Village at Ocean Edge Resort, where modern comfort meets the Cape Cod lifestyle. Completely renovated in 2021, this bright, move-in-ready home features an open-concept floor plan filled with natural light. The spacious living and dining areas flow into a designer kitchen with a large quartz island, premium appliances,

    David White OwnerEntry.com

    3 Howland Cir Unit 3, Brewster, MA 02631
  • 2 Shell Ln, Orleans, MA 02653
    2 Shell Ln, Orleans, MA 02653
    2 Shell Ln, Orleans, MA 02653
    /42

    $949,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,149 Sq Ft

    2 Shell Ln, Orleans, MA 02653

    North of 6A and tucked off Rock Harbor Road, this 4-bedroom, 2-bath home offers a classic Orleans setting just a half mile to Rock Harbor--spend your days on the beach, watch the fishing boats return, or take in the 4th of July fireworks. Offering 2,149 sq ft, the home features a spacious living area with wood-burning fireplace and an easy flow to a large deck, ideal for entertaining. A bright

    Leighton Team Keller Williams Realty

    2 Shell Ln, Orleans, MA 02653
  • 40 Bayview Rd, Eastham, MA 02642
    40 Bayview Rd, Eastham, MA 02642
    40 Bayview Rd, Eastham, MA 02642
    /47

    $1,000,000

    $700K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,345 Sq Ft

    40 Bayview Rd, Eastham, MA 02642

    Location, location, location! Unique two-unit property located just 0.1 mile from Boat Meadow Landing, featuring sunset views of Cape Cod Bay from the rooftop deck. Set on nearly half an acre, each unit offers two bedrooms, providing flexibility for extended family, rental income, or investment potential. The right side features the original home with updated kitchen and bath and a enclosed porch

    Deborah Kruzel Keller Williams Gateway Realty

    40 Bayview Rd, Eastham, MA 02642
  • 17 Skymeadow Dr, Orleans, MA 02653
    17 Skymeadow Dr, Orleans, MA 02653
    17 Skymeadow Dr, Orleans, MA 02653
    /20

    $499,000

    $101K PRICE DROP
    • Land
    • 1.24 Acres
    • $402,419 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
  • 3 Howland Cir Unit 3, Brewster, MA 02631
    3 Howland Cir Unit 3, Brewster, MA 02631
    3 Howland Cir Unit 3, Brewster, MA 02631
    /33

    $579,000

    • 2 Beds
    • 1.5 Baths
    • 1,032 Sq Ft

    3 Howland Cir Unit 3, Brewster, MA 02631

    Beautifully renovated condo in the highly desirable Howland Village at Ocean Edge Resort, where modern comfort meets the Cape Cod lifestyle. Completely renovated in 2021, this bright, move-in-ready home features an open-concept FL plan filled with natural light. The spacious living & dining areas flow into a designer kitchen with a large quartz island, premium appliances, illuminated cabinetry &

    David White OwnerEntry.com

    3 Howland Cir Unit 3, Brewster, MA 02631
  • 116 Kendrick Rd, Harwich, MA 02645
    116 Kendrick Rd, Harwich, MA 02645
    116 Kendrick Rd, Harwich, MA 02645
    /79

    $1,549,000

    • 3 Beds
    • 2.5 Baths
    • 2,606 Sq Ft

    116 Kendrick Rd, Harwich, MA 02645

    This custom crafted, expertly maintained Greek Revival enjoys a quiet, peaceful setting and a great location. Kendrick Rd is a one minute drive to Wequasset Resort and home to the beautiful Pleasant Bay Woodlands conservation area just .2 miles up the street. Timeless architecture and tremendous curb appeal complement the home's modern floorplan and superb utility. The level of craftmanship is

    Jeff Cusack Cove Road Real Estate

    116 Kendrick Rd, Harwich, MA 02645
  • 120 Maria Rd, Eastham, MA 02642
    120 Maria Rd, Eastham, MA 02642
    120 Maria Rd, Eastham, MA 02642
    /59

    $2,100,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 4.5 Baths
    • 3,032 Sq Ft

    120 Maria Rd, Eastham, MA 02642

    Just .3 miles to Thumpertown Beach, this truly unique Eastham property offers the perfect blend of privacy, flexibility, and Cape Cod charm. Set on nearly an acre of beautifully landscaped grounds, this property offers incredible versatility for extended family, guests, rental potential, or simply enjoying plenty of space and privacy. The larger main house was completely renovated throughout in

    Sydney Wacht Greer Real Estate, LLC

    120 Maria Rd, Eastham, MA 02642
  • 19 Settlers Trace, Eastham, MA 02642
    19 Settlers Trace, Eastham, MA 02642
    19 Settlers Trace, Eastham, MA 02642
    /60

    $839,000

    • 3 Beds
    • 2 Baths
    • 1,334 Sq Ft

    19 Settlers Trace, Eastham, MA 02642

    Tucked back from the road amid lush plantings, including fig trees, this inviting home offers privacy and tranquility with easy access to all that Eastham has to offer. Set on a beautifully landscaped and hardscaped .52-acre lot, this thoughtfully updated 3-bedroom, 2-bath home blends Cape Cod charm with refined living. Inside, a living/dining area with fireplace flows to an updated kitchen with

    Sherri Simms Christie's International Real Estate Atlantic Brokerage

    19 Settlers Trace, Eastham, MA 02642
  • 17 Kings Way, Orleans, MA 02653
    17 Kings Way, Orleans, MA 02653
    17 Kings Way, Orleans, MA 02653
    /26

    $699,000

    $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
  • 9 Fox Ridge Dr, Orleans, MA 02653
    9 Fox Ridge Dr, Orleans, MA 02653
    9 Fox Ridge Dr, 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
  • 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

    Open Sun 11AM - 12:30PM $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
  • 9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, 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
  • 507 S Orleans Rd, Orleans, MA 02653
    507 S Orleans Rd, Orleans, MA 02653
    507 S Orleans Rd, Orleans, MA 02653
    /58

    $999,999

    $49K PRICE DROP
    • 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

    Cape Cod Power of Two Compass

    507 S Orleans Rd, Orleans, MA 02653
  • 152 Namequoit Rd, Orleans, MA 02653
    152 Namequoit Rd, Orleans, MA 02653
    152 Namequoit Rd, 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
  • 12 Windswept Ln, Orleans, MA 2653
    12 Windswept Ln, Orleans, MA 2653
    12 Windswept Ln, Orleans, MA 2653
    /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
  • 46 Beach Rd, Orleans, MA 02653
    46 Beach Rd, Orleans, MA 02653
    46 Beach Rd, Orleans, MA 02653
    /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

Showing Results 1 - 40, Page 1 of 3

Massachusetts Barnstable County

Real Estate & Homes for Sale in East Orleans, MA

Frequently Asked Questions

What are the most popular zip codes in East Orleans, MA?
The most popular zip codes in East Orleans, MA include 02653, 02642, 02631, 02645 and 02633.
What are the most popular neighborhoods near East Orleans, MA?
The most popular neighborhoods near East Orleans, MA are North Chatham, East Harwich, Chatham Village, West Chatham and South Chatham.
How to Buy a Home How to Finance a Home How to Sell a 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