64

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
    /42

    $2,000,000

    • 3 Beds
    • 2 Baths
    • 2,129 Sq Ft

    60 Smith Heights Way, Eastham, MA 02642

    Enjoy morning coffee and sunrise views from the back porch overlooking the water, or evening refreshments on the screened-in porch. Head down the stairs to dip your toes in the bay. Upstairs, you’ll find a bedroom, full bath, and loft with custom built-ins ideal for a home library—plus incredible water views. The open-concept main level is perfect for entertaining, with a laundry room, primary

    Agent Photo

    Eric Rollo

    The Agency Boston

    (508) 682-4898

    60 Smith Heights Way, Eastham, MA 02642
  • 600 Kingsbury Beach Rd, Eastham, MA 02642
    600 Kingsbury Beach Rd, Eastham, MA 02642
    600 Kingsbury Beach Rd, Eastham, MA 02642
    /29

    $1,100,000

    • 6 Beds
    • 4 Baths
    • 2,940 Sq Ft

    600 Kingsbury Beach Rd, Eastham, MA 02642

    We have a well-maintained duplex property on a 3/4 acre level lot, just up the road from Kingsbury Beach. Each side has over 1300 sqft, 3 bedrooms, and 1.5 baths. This has been a great income property, with over $5300 income per month. Tenants through 2028.

    Agent Photo

    Bob Sheldon

    RE/MAX Real Estate Center

    (508) 388-6918

    600 Kingsbury Beach Rd, Eastham, MA 02642
  • 343 Tonset Rd, Orleans, MA 02653
    343 Tonset Rd, Orleans, MA 02653
    343 Tonset Rd, Orleans, MA 02653
    /89

    $2,795,000

    • 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
  • 236 Freemans Way, Brewster, MA 02631
    236 Freemans Way, Brewster, MA 02631
    236 Freemans Way, Brewster, MA 02631
    /24

    $610,000

    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    236 Freemans Way, Brewster, MA 02631

    Discover one of Brewster's most affordable single-family opportunities at 236 Freemans Way, a charming and lovingly maintained 3-bedroom, 2-bathroom home located just moments from the Captains Golf Course and the Cape Cod Rail Trail. Offering incredible value, the property features a 4-bedroom septic system, providing a path for future expansion and equity growth. This is an ideal opportunity for

    Jessica Larsen Keller Williams Realty

    236 Freemans Way, Brewster, MA 02631
  • 3098 State Hwy, Eastham, MA 02642
    3098 State Hwy, Eastham, MA 02642
    3098 State Hwy, Eastham, MA 02642
    /13

    $849,900

    • 4 Beds
    • 2 Baths
    • 1,387 Sq Ft

    3098 State Hwy, Eastham, MA 02642

    Lovely 4 bedroom home conveniently located in Wellfleet minutes to town and beaches.Home has new paved drivewayNew Oak hardwood floors on second floor and first floor bedrooms.Refinished deckReady for the 2026 seasonHome can be sold fully furnished.

    Shane Hoctor Copper Cod Real Estate

    3098 State Hwy, Eastham, MA 02642
  • 100 Fletcher Ln Unit C, Brewster, MA 02631
    100 Fletcher Ln Unit C, Brewster, MA 02631
    100 Fletcher Ln Unit C, Brewster, MA 02631
    /25

    $295,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    100 Fletcher Ln Unit C, Brewster, MA 02631

    Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living. This updated and fully renovated lower level condo with a bright, open-concept layout and with a private patio that opens up to a grassy area overlooking the Ocean Edge Golf Course. The renovated kitchen features quartz countertops, stainless steel appliances, and contemporary

    Leighton Team Keller Williams Realty

    100 Fletcher Ln Unit C, Brewster, MA 02631
  • 62 Fletcher Ln Unit G, Brewster, MA 02631
    62 Fletcher Ln Unit G, Brewster, MA 02631
    62 Fletcher Ln Unit G, Brewster, MA 02631
    /30

    $350,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    62 Fletcher Ln Unit G, 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

    62 Fletcher Ln Unit G, Brewster, MA 02631
  • 42 Old Colony Way Unit 15, Orleans, MA 02653
    42 Old Colony Way Unit 15, Orleans, MA 02653
    42 Old Colony Way Unit 15, Orleans, MA 02653
    /29

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    42 Old Colony Way Unit 15, Orleans, MA 02653

    Embrace easy living at Old Colony Condominiums in the heart of Orleans! This spacious 2-bedroom, 2-bathroom end unit is more than a home--it's a gateway to the vibrant lifestyle Orleans has to offer. Step inside to discover a warm and inviting living space complete with a cozy fireplace, generously sized bedrooms and convenient in-unit laundry. Sip your morning coffee on your private balcony.

    Angela Stevenson Compass Massachusetts, LLC

    42 Old Colony Way Unit 15, Orleans, MA 02653
  • 36 Old Colony Way Unit 21, Orleans, MA 02653
    36 Old Colony Way Unit 21, Orleans, MA 02653
    36 Old Colony Way Unit 21, Orleans, MA 02653
    /25

    $379,000

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    36 Old Colony Way Unit 21, Orleans, MA 02653

    Light and bright 2 bedroom/2 bath end unit located on the top floor for quiet privacy, with an elevator for easy access. This beautiful condo offers one-floor living with many improvements added in 2024 including: appliances, granite counters, new luxury vinyl flooring, freshly painted, new slider, central AC, thermostats, plumbing fixtures, toilets. The 8' sliding door lets sunlight stream into

    Dee Higgins Gibson Sotheby's International Realty

    36 Old Colony Way Unit 21, Orleans, MA 02653
  • 67 Bakers Pond Rd, Orleans, MA 02653
    67 Bakers Pond Rd, Orleans, MA 02653
    67 Bakers Pond Rd, Orleans, MA 02653
    /33

    $1,325,000

    • 5 Beds
    • 4 Baths
    • 2,560 Sq Ft

    67 Bakers Pond Rd, Orleans, MA 02653

    Classic Cape-style home offering 2,092 sq ft of living space in the main house with a flexible and functional floor plan. The traditional Cape layout includes comfortable living areas and a finished walk-out lower level, perfect for extended living, recreation space, a home office, or guest use.The main floor features a primary en suite bedroom, along with a second bedroom, shared bath with

    Kirsten Johnston Gibson Sotheby's International Realty

    67 Bakers Pond Rd, Orleans, MA 02653
  • 59 Bridge Rd, Orleans, MA 02653
    59 Bridge Rd, Orleans, MA 02653
    59 Bridge Rd, Orleans, MA 02653
    /60

    $759,900

    • 2 Beds
    • 2 Baths
    • 1,546 Sq Ft

    59 Bridge Rd, Orleans, MA 02653

    Perched above the marsh along Rock Harbor Creek, this classic Cape Cod home offers sweeping marsh views and a rare opportunity in a coveted Orleans location. Set on 1.17 acres, the property features 2 bedrooms, 2 full baths, and 1,546 sq ft of living space ready for updates and personal vision. Enjoy the beauty of coastal living along scenic Bridge Road, just moments from Rock Harbor, Cape Cod

    Jodi Redd Bass River Properties

    59 Bridge Rd, Orleans, MA 02653
  • 14 Bambi Way, Orleans, MA 02653
    14 Bambi Way, Orleans, MA 02653
    14 Bambi Way, Orleans, MA 02653
    /42

    $1,395,000

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

    14 Bambi Way, Orleans, MA 02653

    Set at the peaceful end of a cul-de-sac and bordered by 10 acres of conservation land, this Cape Cod retreat offers rare privacy and serenity, with Pleasant Bay just around the corner. The main home features three bedrooms and two and a half baths, with a vaulted kitchen and dining area, den with gas stove, living room with Rumford fireplace, vaulted sitting room opening to the patio, first-floor

    Eric Ehnstrom Compass

    14 Bambi Way, Orleans, MA 02653
  • 2 Monomoy Ln, Orleans, MA 02653
    2 Monomoy Ln, Orleans, MA 02653
    2 Monomoy Ln, Orleans, MA 02653
    /67

    $2,795,000

    • 4 Beds
    • 3.5 Baths
    • 5,035 Sq Ft

    2 Monomoy Ln, Orleans, MA 02653

    Modern Luxury Meets Coastal Charm in Orleans, Cape CodWelcome to an exclusive enclave of four newly constructed luxury homes in the heart of South Orleans, where timeless coastal charm meets sophisticated modern design. Nestled in a picturesque setting, each residence in this subdivision offers refined elegance, premium finishes, and a private pool--creating a sanctuary perfect for both

    LUXRECapeCod Gibson Sotheby's International Realty

    2 Monomoy Ln, Orleans, MA 02653
  • 63 Kescayogansett Rd, Orleans, MA 02653
    63 Kescayogansett Rd, Orleans, MA 02653
    63 Kescayogansett 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
  • 40 Bayview Rd, Eastham, MA 02642
    40 Bayview Rd, Eastham, MA 02642
    40 Bayview Rd, Eastham, MA 02642
    /51

    $1,700,000

    • 4 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
  • 9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, Orleans, MA 02653
    /26

    $1,499,000

    • 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
  • 42 Old Colony Way Unit 29, Orleans, MA 02653
    42 Old Colony Way Unit 29, Orleans, MA 02653
    42 Old Colony Way Unit 29, Orleans, MA 02653
    /19

    $459,900

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    42 Old Colony Way Unit 29, Orleans, MA 02653

    Welcome to Orleans! This wonderfully renovated Cape Cod Condo is located in the heart of prime attractions and offers a spacious layout consisting of 3 beds and 2 baths. This top floor living space offers an outdoor balcony area with storage, tastefully modernized interior, primary bath with en-suite, in-unit washer and dryer hookups, private parking, entry area storage and more! Conveniently

    Eddie Lopez RE/MAX Vantage

    42 Old Colony Way Unit 29, Orleans, MA 02653
  • 63 Briar Spring Rd, Orleans, MA 02653
    63 Briar Spring Rd, Orleans, MA 02653
    63 Briar Spring Rd, Orleans, MA 02653
    /37

    $2,100,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft

    63 Briar Spring Rd, Orleans, MA 02653

    A waterfront gem, where your back yard meets the water's edge in Orleans' coveted Briar Springs neighborhood, is 63 Briar Spring offering three levels of thoughtfully designed rooms with panoramic views of Pochet inlet, Pochet Island and Nauset Beach at every floor. The lower-level features two light-filled waterfront walkout bedrooms to include the ensuite primary flanked by a guest room and

    Jon Clark Nauset Management

    63 Briar Spring Rd, Orleans, MA 02653
  • 0 Old Chatham Rd, Brewster, MA 02631
    0 Old Chatham Rd, Brewster, MA 02631
    0 Old Chatham Rd, Brewster, MA 02631
    /6

    $309,000

    • Land
    • 0.82 Acre
    • $376,829 per Acre

    0 Old Chatham Rd, Brewster, MA 02631

    Lot #33 cleared level lot at the end of a cul-de-sac abutting Ocean Edge golf course. Will support a 3 bedroom home. Buyer to verify information herein. Package deal if you buy lot and home at 235 Old Chatham rd. $725,000

    Isaac Sargent Christie's Int'l RE Atlantic Brokerage

    0 Old Chatham Rd, Brewster, MA 02631
  • 2 Shell Ln, Orleans, MA 02653
    2 Shell Ln, Orleans, MA 02653
    2 Shell Ln, Orleans, MA 02653
    /42

    $999,000 Open Fri 4PM - 6PM

    • 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
  • 15 Morgan's Way, Orleans, MA 02653
    15 Morgan's Way, Orleans, MA 02653
    15 Morgan's Way, Orleans, MA 02653
    /63

    $1,750,000

    • 4 Beds
    • 2.5 Baths
    • 2,513 Sq Ft

    15 Morgan's Way, Orleans, MA 02653

    Perched at the top of a private 1-acre lot, this newer home checks all of the boxes! The 1st floor primary bedroom suite features a walk-in closet and en suite bath with a walk-in shower and double sink vanity. The great room is the ultimate gathering place, with its open plan blending the kitchen, dining, and living areas. Enjoy vaulted ceilings, a palladium window, built-ins, wide oak floors,

    Amy Harbeck Kinlin Grover Compass

    15 Morgan's Way, Orleans, MA 02653
  • 558 Fox Hill Rd, Chatham, MA 02633
    558 Fox Hill Rd, Chatham, MA 02633
    558 Fox Hill Rd, Chatham, MA 02633
    /39

    $1,469,000

    • 5 Beds
    • 10 Baths
    • 11,000 Sq Ft

    558 Fox Hill Rd, Chatham, MA 02633

    Co-ownership opportunity. Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a

    Brian Dougherty Corcoran Property Advisors

    558 Fox Hill Rd, Chatham, MA 02633
  • 20 Kittiwake Ln, Eastham, MA 02642
    20 Kittiwake Ln, Eastham, MA 02642
    20 Kittiwake Ln, Eastham, MA 02642
    /75

    $1,998,000

    • 3 Beds
    • 3.5 Baths
    • 2,664 Sq Ft

    20 Kittiwake Ln, Eastham, MA 02642

    Spacious Waterfront Retreat with 3 Private Bedroom Suites with Shared Dock AccessThis beautifully designed home offers three private bedroom suites, each with its own en-suite bathroom, providing comfort and privacy for every guest. Tucked away in a secluded, tranquil setting, it's perfect for peaceful living or entertaining with ease.Inside, you'll find plenty of living space to relax or gather,

    Kimberley Vitale William Raveis Real Estate & Home Services

    20 Kittiwake Ln, Eastham, MA 02642
  • 81 Fletcher Ln Unit C, Brewster, MA 02631
    81 Fletcher Ln Unit C, Brewster, MA 02631
    81 Fletcher Ln Unit C, Brewster, MA 02631
    /26

    $335,000 Open Thu 1PM - 3PM

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    81 Fletcher Ln Unit C, Brewster, MA 02631

    Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living. This updated and fully renovated first-floor condo offers easy, stair-free living with a bright, open-concept layout and a private deck with serene views of the Nicklaus Design Golf Course. The renovated kitchen features quartz countertops, stainless steel appliances, and

    Leighton Team Keller Williams Realty

    81 Fletcher Ln Unit C, Brewster, MA 02631
  • 62 Fletcher Ln Unit N, Brewster, MA 02631
    62 Fletcher Ln Unit N, Brewster, MA 02631
    62 Fletcher Ln Unit N, Brewster, MA 02631
    /29

    $330,000

    • 1 Bed
    • 1 Bath
    • 589 Sq Ft

    62 Fletcher Ln Unit N, Brewster, MA 02631

    Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living. This updated and fully renovated top floor condo with cathedral ceilings, sky light and a bright, open-concept layout and with a private deck. The renovated kitchen features quartz countertops, stainless steel appliances, and contemporary cabinetry, while the updated bathroom

    Leighton Team Keller Williams Realty

    62 Fletcher Ln Unit N, Brewster, MA 02631
  • 10 Cartway N, Eastham, MA 2642
    10 Cartway N, Eastham, MA 2642
    10 Cartway N, Eastham, MA 2642
    /42

    $3,400,000

    • 5 Beds
    • 1 Bath
    • 1,904 Sq Ft

    10 Cartway N, Eastham, MA 2642

    Tucked away on 20.3 acres with sweeping views of Cape Cod Bay, this extraordinary property offers a rare blend of history, nature, and privacy. Originally built in 1780 and relocated from Bridge Road, this antique home—once a rustic hunting and fishing camp—has been in the same family for generations. Known as the ''House that Lives in Nature,'' it sits harmoniously within its surroundings, with

    Eva Scott Gibson Sotheby's International Realty

    10 Cartway N, Eastham, MA 2642
  • 6 Monomoy Ln, Orleans, MA 02653
    6 Monomoy Ln, Orleans, MA 02653
    6 Monomoy Ln, Orleans, MA 02653
    /39

    $3,295,000

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    6 Monomoy Ln, Orleans, MA 02653

    Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

    LUXRECapeCod Gibson Sotheby's International Realty

    6 Monomoy Ln, Orleans, MA 02653
  • 18 West Rd Unit 307, Orleans, MA 02653
    18 West Rd Unit 307, Orleans, MA 02653
    18 West Rd Unit 307, Orleans, MA 02653
    /31

    $545,000

    • 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
  • 77 Towhee Ln, Orleans, MA 02653
    77 Towhee Ln, Orleans, MA 02653
    77 Towhee Ln, Orleans, MA 02653
    /91

    $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
  • 330 Hay Rd, Eastham, MA 02642
    330 Hay Rd, Eastham, MA 02642
    330 Hay Rd, Eastham, MA 02642
    /29

    $836,000

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    330 Hay Rd, Eastham, MA 02642

    Welcome home to this charming Eastham property, perfectly set on .46 acres in a quiet neighborhood with easy access to the bike trail. Inside, you'll find a spacious, comfortable layout that's great for everyday living and entertaining. The first floor features a bright, open kitchen with a dining area and comfortable living space -- perfect for gathering and everyday comfort. Off the kitchen,

    Julia Maker John C Ricotta & Assoc.

    330 Hay Rd, Eastham, MA 02642
  • 106 Eaton Ln Unit 106E, Brewster, MA 02631
    106 Eaton Ln Unit 106E, Brewster, MA 02631
    106 Eaton Ln Unit 106E, Brewster, MA 02631
    /31

    $450,000

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    106 Eaton Ln Unit 106E, Brewster, MA 02631

    Welcome to resort-style living in the highly sought-after Ocean Edge Resort & Golf Club community. Experience the best of Cape Cod living in a location known for its natural beauty, coastal lifestyle & resort amenities. This unique property with it's peaceful setting has nearby access to beaches, bike trails, golf, dining and shopping. Whether you are searching for a year-round residence,

    Mary Yazbeck-Saliba Yazbeck Realty Group LLC

    106 Eaton Ln Unit 106E, Brewster, MA 02631
  • 110 Beach Rd, Orleans, MA 2653
    110 Beach Rd, Orleans, MA 2653
    110 Beach Rd, Orleans, MA 2653
    /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
  • 100 Fletcher Ln Unit C, Brewster, MA 02631
    100 Fletcher Ln Unit C, Brewster, MA 02631
    100 Fletcher Ln Unit C, Brewster, MA 02631
    /26

    $295,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    100 Fletcher Ln Unit C, Brewster, MA 02631

    Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living. This updated and fully renovated lower level condo with a bright, open-concept layout and with a private patio that opens up to a grassy area overlooking the Ocean Edge Golf Course. The renovated kitchen features quartz countertops, stainless steel appliances, and contemporary

    Leighton Team Keller Williams Realty

    100 Fletcher Ln Unit C, Brewster, MA 02631
  • 64 Pershing Ln, Orleans, MA 02653
    64 Pershing Ln, Orleans, MA 02653
    64 Pershing Ln, Orleans, MA 02653
    /100

    $6,250,000 New Construction

    • 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
  • 655 Herring Brook Rd, Eastham, MA 02642
    655 Herring Brook Rd, Eastham, MA 02642
    655 Herring Brook Rd, Eastham, MA 02642
    /40

    $1,495,000

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

    655 Herring Brook Rd, Eastham, MA 02642

    Overlooking an expansive salt marsh with views toward Cape Cod Bay, this contemporary Cape offers a front-row seat to one of the Outer Cape’s most captivating landscapes. Water views are enjoyed from every room as tides move through a natural marsh channel and light shifts across the grasses and sky, with the bay visible beyond. The wrap-around deck extends the living space outdoors—perfect for

    Lynn Van Norman Gibson Sotheby's International Realty

    655 Herring Brook Rd, Eastham, MA 02642
  • 1061 State Hwy Unit 4, Eastham, MA 02642
    1061 State Hwy Unit 4, Eastham, MA 02642
    1061 State Hwy Unit 4, Eastham, MA 02642
    /27

    $275,000

    • 1 Bed
    • 1 Bath
    • 252 Sq Ft

    1061 State Hwy Unit 4, Eastham, MA 02642

    Step into your very own Cape Cod escape. This sun-filled studio condo blends seaside charm with easy living, just minutes from both bay and ocean beaches. Over the past few years, the cottage has been thoughtfully updated, including a renovated kitchen and bath, vinyl plank flooring, new outdoor shower, new appliances, a 40-gallon water heater, 100-amp electrical service, freshly painted

    Sherri Simms Christie's International Real Estate Atlantic Brokerage

    1061 State Hwy Unit 4, Eastham, MA 02642
  • 4 Monomoy Ln, Orleans, MA 02653
    4 Monomoy Ln, Orleans, MA 02653
    4 Monomoy Ln, Orleans, MA 02653
    /43

    $2,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    4 Monomoy Ln, Orleans, MA 02653

    Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

    LUXRECapeCod Gibson Sotheby's International Realty

    4 Monomoy Ln, Orleans, MA 02653
  • 21 Locust Rd Unit 21, Eastham, MA 02642
    21 Locust Rd Unit 21, Eastham, MA 02642
    21 Locust Rd Unit 21, Eastham, MA 02642
    /43

    $600,000

    • 2 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    21 Locust Rd Unit 21, Eastham, MA 02642

    This beautiful, three level year round condominium home with views over Eastham's Salt Pond offers immaculate, spacious and comfortable living in a central location with easy access to the bike trail, National Seashore, shopping and bay and ocean beaches. One half of a large duplex rebuilt in 2005, this newly listed unit offers carefree and pristine living space, with 2 private bedrooms on the

    The Pechukas Group Compass Massachusetts, LLC

    21 Locust Rd Unit 21, Eastham, MA 02642
  • 645 S Orleans Rd, Orleans, MA 02653
    645 S Orleans Rd, Orleans, MA 02653
    645 S Orleans Rd, Orleans, MA 02653
    /42

    $2,700,000

    • 7 Beds
    • 6.5 Baths
    • 3,549 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 estate. With a deep-water dock, moorings, and direct bay access, it delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy 270-degree views across the water to

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    645 S Orleans Rd, Orleans, MA 02653
  • 32 Areys Ln, Orleans, MA 02653
    32 Areys Ln, Orleans, MA 02653
    32 Areys Ln, Orleans, MA 02653
    /88

    $4,295,000

    • 3 Beds
    • 3.5 Baths
    • 4,222 Sq Ft

    32 Areys Ln, Orleans, MA 02653

    With a private dock on picturesque Arey's Pond - for two 25' boats and offering scenic, deepwater access to Pleasant Bay and the Atlantic beyond - this stunning salt-waterfront retreat is a boater's dream. Set high on nearly an acre, the winding drive reveals captivating views, privacy, and serenity. The lovely shingle-style home combines timeless natural materials, sublime craftsmanship, and

    Sarah Keith eXp Realty, LLC

    32 Areys Ln, Orleans, MA 02653

Showing Results 1 - 40, Page 1 of 2

Massachusetts Barnstable County East Orleans

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, 02633 and 02650.
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 Harwich Center.
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