17,769

East Orleans, MA Homes

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  • /52

    $1,900,000 Pending

    • 7 Beds
    • 8 Baths
    • 3,234 Sq Ft

    216 Main St, Orleans, MA 2653

    Now's your chance to own one of East Orleans' most iconic properties!Once home to the beloved Kadee's Lobster & Clam Bar, a bustling fish market, a welcoming gift shop, and the ever-popular Apple Grove Mini Golf, this unforgettable property is ready for its next chapter. At the heart of it all is the original family home, which later became Kadee's Gray Elephant Inn, offering classic Cape charm

    Jen Whitaker Gibson Sotheby's International Realty

    216 Main St, Orleans, MA 2653
  • /40

    $1,130,000 Sold Oct 10, 2025

    5 Wesquansett Rd, Orleans, MA 02653

    • 3 Beds
    • 2.5 Baths
    • 2,276 Sq Ft
    • Built 1977

    Last Sold Summary

    • 3% Above List Price
    • $496/SF
    • 7 Days On Market

    Current Estimated Value $1,125,058

    Last Listing Agent Joe Luciano RE/MAX Bentley's

    5 Wesquansett Rd, Orleans, MA 02653
    • /99

      Est $2,522,743 Not Listed For Sale

      24 Collins Ln, Orleans, MA 02653

      • 5 Beds
      • 5 Baths
      • 3,494 Sq Ft
      • Built 2002
      24 Collins Ln, Orleans, MA 02653

      Last Sold Summary

      • 5% Below List Price
      • $761/SF
      • 30 Days On Market

      Last Sold Price $2,660,000

      Last Listing Agent Jeff Cusack Cove Road Real Estate

  • /37

    $720,000

    • 3 Beds
    • 2 Baths
    • 1,459 Sq Ft

    65 Cestaro Way, Eastham, MA 02642

    A classic Cape Cod gem! The combination of beadboard wainscoting, bunged hardwood floors, and a Gambrel roofline give this ''Sandcastle'' that quintessential coastal character that's becoming harder to find in its original state. Here's a quick breakdown of what makes this home a standout opportunity:Location: Prime Oceanside Eastham. Being near the National Seashore and bike paths means you're

    Amy Marseglia William Raveis Real Estate & Home Services

    65 Cestaro Way, Eastham, MA 02642
  • /96

    $885,000 Sold Aug 15, 2025

    115 Kingsbury Beach Rd, Eastham, MA 02642

    • 3 Beds
    • 3 Baths
    • 2,489 Sq Ft
    • Built 1964

    Last Sold Summary

    • 1% Below List Price
    • $356/SF
    • 31 Days On Market

    Current Estimated Value $877,601

    Last Listing Agent Jeff Cusack Cove Road Real Estate

    115 Kingsbury Beach Rd, Eastham, MA 02642
    • /42

      Est $898,594 Not Listed For Sale

      136 Main St, Orleans, MA 02653

      • 4 Beds
      • 2 Baths
      • 1,572 Sq Ft
      • Built 1850
      136 Main St, Orleans, MA 02653

      Last Sold Summary

      • 1% Above List Price
      • $566/SF
      • 58 Days On Market

      Last Sold Price $889,500

      Last Listing Agent Day - Logan Group Kinlin Grover Compass

  • /30

    $979,900 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,102 Sq Ft

    2 Reilly Run, Orleans, MA 02653

    Back on Market - Last Opportunity in This Community! BRAND NEW construction featuring 3 bedrooms, 3.5 baths, 1-car attached garage, and a full basement in this condominium community of just 9 detached units.This home is 100% complete and move-in ready, showcasing high-end finishes, professional interior design, and thoughtfully designed living spaces throughout. Enjoy beautiful landscaping and a

    Sarah Dacey Champion Realty Group, LLC

    2 Reilly Run, Orleans, MA 02653
  • /42

    $1,500,000 Sold Oct 14, 2025

    625 Bridge Rd, Eastham, MA 02642

    • 4 Beds
    • 3 Baths
    • 3,302 Sq Ft
    • Built 1977

    Last Sold Summary

    • 6% Below List Price
    • $454/SF
    • 80 Days On Market

    Current Estimated Value $1,465,746

    Last Listing Agent Daniel Neske William Raveis Real Estate & Homes Services

    625 Bridge Rd, Eastham, MA 02642
    • /46

      Est $870,381 Not Listed For Sale

      103 Main St, Orleans, MA 02653

      • 4 Beds
      • 2 Baths
      • 2,151 Sq Ft
      • Built 1925
      103 Main St, Orleans, MA 02653

      Last Sold Summary

      • 12% Above List Price
      • $360/SF
      • 80 Days On Market

      Last Sold Price $775,000

      Last Listing Agent Candis Parry Keller Williams Realty

  • /43

    $615,000

    • 2 Beds
    • 1.5 Baths
    • 996 Sq Ft

    527 S Orleans Rd, Brewster, MA 02631

    Just 0.7 miles to South Orleans Beach and close to Nauset Beach, this well-situated home offers privacy, convenience, and a setting that puts some of the Lower Cape's best outdoor amenities close at hand. Set on a large corner lot near the Brewster-Orleans line and accessed from Timberlane Drive, the property is tucked behind a natural screen of trees, creating a peaceful feel. The living room

    INSPIRE Team Keller Williams Realty

    527 S Orleans Rd, Brewster, MA 02631
  • /42

    $875,000 Sold Nov 24, 2025

    30 Grannys Ln, Orleans, MA 02653

    • 2 Beds
    • 2 Baths
    • 1,637 Sq Ft
    • Built 1971

    Last Sold Summary

    • 12% Below List Price
    • $535/SF
    • 144 Days On Market

    Current Estimated Value $853,356

    Last Listing Agent Christine Altneu Berkshire Hathaway HomeServices Robert Paul Properties

    30 Grannys Ln, Orleans, MA 02653
    • /36

      Est $886,262 Not Listed For Sale

      102 Main St, Orleans, MA 02653

      • 4 Beds
      • 1.5 Baths
      • 1,582 Sq Ft
      • Built 1840
      102 Main St, Orleans, MA 02653

      Last Sold Summary

      • 14% Above List Price
      • $493/SF
      • 65 Days On Market

      Last Sold Price $780,000

      Last Listing Agent Amanda Smith Christie's International Real Estate Atlantic Brokerage

  • /45

    $1,250,000

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

    181 Rock Harbor Rd, Orleans, MA 02653

    Overlooking Rock Harbor Creek, this home offers a front row seat to the continuous, ever-changing show of nature within a marsh. Osprey, blue heron and snowy egrets are among the many stars that grace this tidal scene--viewed from the wrap around deck, family room, dining room and primary suite. Set above the reaches of high tide, this 2 bedroom home lives larger with finished spaces in the

    Laura Clements Cove Road Real Estate

    181 Rock Harbor Rd, Orleans, MA 02653
  • /42

    $714,900 Sold May 09, 2025

    9 Sand Hill Ln, Orleans, MA 02653

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Below List Price
    • $411/SF
    • 23 Days On Market

    Last Listing Agent The Jorie Fleming Group Compass

    9 Sand Hill Ln, Orleans, MA 02653
    • /59

      Est $1,458,242 Not Listed For Sale

      82 Main St, Orleans, MA 02653

      • 5 Beds
      • 2.5 Baths
      • 2,891 Sq Ft
      • Built 1830
      82 Main St, Orleans, MA 02653

      Last Sold Summary

      • 5% Above List Price
      • $483/SF
      • 224 Days On Market

      Last Sold Price $1,395,000

      Last Listing Agent Rick Shechtman Kinlin Grover Compass

  • /3

    $288,900

    • Land
    • 0.44 Acre
    • $656,591 per Acre

    0 Pine Grove Rd Unit 22505629, Brewster, MA 02631

    Financing Available For This Land through preferred lender if buyer needs assistance!! This is a rare opportunity to own a fully approved, buildable lot on the border of Brewster & Orleans. This lot has had all engineering done to it, including approval for a single family ranch style home and septic system--no delays, no hassles, just close and start building.Buyer can choose to change style of

    Matthew Medeiros Millennium Realty Firm LLC

    0 Pine Grove Rd Unit 22505629, Brewster, MA 02631
  • /51

    $820,000 Sold Apr 01, 2026

    55 Grandfathers Way, Eastham, MA 02642

    • 2 Beds
    • 1.5 Baths
    • 2,192 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Below List Price
    • $374/SF
    • 58 Days On Market

    Current Estimated Value $821,980

    Last Listing Agent Jen Whitaker Gibson Sotheby's International Realty

    55 Grandfathers Way, Eastham, MA 02642
    • /29

      Est $382,731 Not Listed For Sale

      54 Old Colony Way Unit J, Orleans, MA 02653

      • 2 Beds
      • 2 Baths
      • 1,244 Sq Ft
      • Built 1971
      54 Old Colony Way Unit J, Orleans, MA 02653

      Last Sold Summary

      • 9% Above List Price
      • $281/SF
      • 4 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Adam Yorks Century 21 Tassinari & Assoc.

  • /9

    $459,000

    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft

    235 Old Chatham Rd, Brewster, MA 02631

    Property is being sold as-is.Three-bedroom home with potential to expand to up to five bedrooms. The property includes an existing well and electrical service already in place.Important: Do not attempt to enter the structure. Access will be provided to buyers and licensed contractors by appointment only and must be accompanied. Entry onto the property is at your own risk.Buyers and buyer's agents

    Isaac Sargent Christie's Int'l RE Atlantic Brokerage

    235 Old Chatham Rd, Brewster, MA 02631
  • /40

    $1,453,000 Sold Nov 06, 2025

    6 Sturbridge Dr, Orleans, MA 02653

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1975

    Last Sold Summary

    • 12% Above List Price
    • $605/SF
    • 9 Days On Market

    Current Estimated Value $1,402,689

    Last Listing Agent Sherrilynn Lombard New Homes Marketing, Inc.

    6 Sturbridge Dr, Orleans, MA 02653
    • /22

      Est $391,335 Not Listed For Sale

      24 Old Colony Way Unit 11, Orleans, MA 02653

      • 2 Beds
      • 2 Baths
      • 1,040 Sq Ft
      • Built 1971
      24 Old Colony Way Unit 11, Orleans, MA 02653

      Last Sold Summary

      • 2% Below List Price
      • $385/SF
      • 31 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Kimberly Blanc LPT Realty

  • /13

    $579,000 Pending

    • Land
    • 3.78 Acres
    • $153,175 per Acre

    32 Locust Rd, Orleans, MA 2653

    Cedar Pond Orleans. Nature enthusiasts and privacy seekers will enjoy this waterfront 3.78 ac. parcel where you can kayak or canoe or just enjoy wildlife. Its in-town location is ideal for enjoying walking, biking, restaurants, shopping, farmers' market etc. It has been in the same family for over a 100 yrs., unspoiled, tranquil and in a natural setting. Bike trail 2/10ths mile and Rock Harbor

    nadine magazu Kinlin Grover Compass

    32 Locust Rd, Orleans, MA 2653
  • /40

    $850,000 Sold Aug 14, 2025

    8 Beach Rd Unit 4, Orleans, MA 02653

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft
    • Built 1988

    Last Sold Summary

    • $618/SF
    • 4 Days On Market

    Current Estimated Value $833,480

    Last Listing Agent Alberti Team Gibson Sotheby's International Realty

    8 Beach Rd Unit 4, Orleans, MA 02653
    • /33

      Est $342,474 Not Listed For Sale

      24 Old Colony Way Unit 10, Orleans, MA 02653

      • 2 Beds
      • 2 Baths
      • 1,173 Sq Ft
      • Built 1971
      24 Old Colony Way Unit 10, Orleans, MA 02653

      Last Sold Summary

      • 16% Above List Price
      • $251/SF
      • 9 Days On Market

      Last Sold Price $295,000

      Last Listing Agent David Michael Conway - Lakeville

  • /56

    $1,750,000 Pending

    • 5 Beds
    • 3 Baths
    • 3,397 Sq Ft

    25 Pleasant View Dr, Orleans, MA 02653

    Discover this spacious 5-bedroom, 3-bath Orleans home perfectly located at the end of a quiet cul-de-sac with direct access to Harvey's Pond. This property combines classic Cape Cod charm with modern updates and is ideal for buyers seeking a peaceful waterfront lifestyle on the Outer Cape.Step inside to find gleaming hardwood floors, a bright open floor plan, and sun-filled living spaces that

    Denise Kopasz Next Home Saltwinds Realty

    25 Pleasant View Dr, Orleans, MA 02653
  • /68

    $1,160,000 Sold Apr 04, 2025

    46 Keziahs Ln, Orleans, MA 02653

    • 3 Beds
    • 2.5 Baths
    • 1,993 Sq Ft
    • Built 1989

    Last Sold Summary

    • 11% Below List Price
    • $582/SF
    • 9 Days On Market

    Current Estimated Value $1,171,123

    Last Listing Agent Allison Beavan William Raveis Real Estate & Home Services

    46 Keziahs Ln, Orleans, MA 02653
    • /14

      Est $369,048 Not Listed For Sale

      24 Old Colony Way Unit 2, Orleans, MA 02653

      • 2 Beds
      • 2 Baths
      • 1,040 Sq Ft
      • Built 1971
      24 Old Colony Way Unit 2, Orleans, MA 02653

      Last Sold Summary

      • 19% Above List Price
      • $298/SF
      • 0 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Grace Watson Kinlin Grover Compass

  • /18

    $240,776

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft

    18 West Rd Unit 202, Orleans, MA 02653

    DEED RESTRICTED AFFORDABLE SALE! First come, first served applications now accepted! A wonderful opportunity exists for those over the age of 62 to move into a lovely 2-bedroom, 2-bath condo at Wise Living, a modern independent senior living community on West Street in Orleans. The second floor home features a private balcony and includes two parking spaces of which one is a garage. The property

    David Gasser CHAPA Portfolio Realty LLC

    18 West Rd Unit 202, Orleans, MA 02653
  • /43

    $1,750,000 Sold Jun 18, 2025

    20 Anson Hunter Ln, Orleans, MA 2653

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft
    • Built 1997

    Last Sold Summary

    • $863/SF
    • 4 Days On Market

    Current Estimated Value $1,745,834

    Last Listing Agent Dolores Alberti Gibson Sotheby's International Realty

    20 Anson Hunter Ln, Orleans, MA 2653
    • /32

      Est $278,861 Not Listed For Sale

      36 Old Colony Way Unit 23, Orleans, MA 02653

      • 1 Bed
      • 1 Bath
      • 788 Sq Ft
      • Built 1971
      36 Old Colony Way Unit 23, Orleans, MA 02653

      Last Sold Summary

      • 7% Above List Price
      • $330/SF
      • 27 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Timothy Scozzari Today Real Estate, Inc.

  • /6

    $280,000 Sold Aug 22, 2025

    0 Commons Way Unit 22502090, Brewster, MA 02631

    • Land
    • 0.58 Acre
    • $482,759 per Acre

    Last Sold Summary

    • 2% Above List Price
    • 1 Day On Market

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    0 Commons Way Unit 22502090, Brewster, MA 02631
    • /25

      Est $423,395 Not Listed For Sale

      36 Old Colony Way Unit 1, Orleans, MA 02653

      • 2 Beds
      • 2 Baths
      • 1,173 Sq Ft
      • Built 1971
      36 Old Colony Way Unit 1, Orleans, MA 02653

      Last Sold Summary

      • 3% Above List Price
      • $351/SF
      • 5 Days On Market

      Last Sold Price $412,000

      Last Listing Agent Barbara Francke Kinlin Grover Compass

  • /28

    $295,000 Sold Apr 09, 2025

    100 Fletcher Ln Unit B, Brewster, MA 02631

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $509/SF
    • 45 Days On Market

    Current Estimated Value $292,908

    Last Listing Agent Leighton Team Keller Williams Realty

    100 Fletcher Ln Unit B, Brewster, MA 02631
    • /22

      Est $301,219 Not Listed For Sale

      42 Old Colony Way Unit 23, Orleans, MA 02653

      • 1 Bed
      • 1 Bath
      • 788 Sq Ft
      • Built 1971
      42 Old Colony Way Unit 23, Orleans, MA 02653

      Last Sold Summary

      • 1% Below List Price
      • $387/SF
      • 2 Days On Market

      Last Sold Price $305,000

      Last Listing Agent Laurie Bailey-Gates Coldwell Banker Realty - Cotuit

  • /38

    $710,000 Sold Dec 05, 2025

    204 Timberlane Dr, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Below List Price
    • $455/SF
    • 4 Days On Market

    Last Listing Agent Matthew Medeiros Millennium Realty Firm LLC

    204 Timberlane Dr, Brewster, MA 02631
    • /31

      Est $337,136 Not Listed For Sale

      42 Old Colony Way Unit 22, Orleans, MA 02653

      • 2 Beds
      • 2 Baths
      • 1,040 Sq Ft
      • Built 1971
      42 Old Colony Way Unit 22, Orleans, MA 02653

      Last Sold Summary

      • 9% Above List Price
      • $296/SF
      • 15 Days On Market

      Last Sold Price $308,000

      Last Listing Agent Reita Donaldson Kinlin Grover Compass

  • /15

    $250,000 Sold Sep 16, 2025

    101 Fletcher Ln Unit G, Brewster, MA 02631

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft
    • Built 1987

    Last Sold Summary

    • 15% Below List Price
    • $432/SF
    • 93 Days On Market

    Current Estimated Value $256,184

    Last Listing Agent Sarah Harrington Kinlin Grover Compass

    101 Fletcher Ln Unit G, Brewster, MA 02631
    • /16

      Est $374,149 Not Listed For Sale

      42 Old Colony Way Unit 1, Orleans, MA 02653

      • 2 Beds
      • 2 Baths
      • 1,173 Sq Ft
      • Built 1971
      42 Old Colony Way Unit 1, Orleans, MA 02653

      Last Sold Summary

      • 16% Above List Price
      • $274/SF
      • 17 Days On Market

      Last Sold Price $321,500

      Last Listing Agent Chris Olson eXp Realty, LLC

  • /36

    $1,075,000 Sold Nov 20, 2025

    195 Ellis Landing Rd, Brewster, MA 02631

    • 2 Beds
    • 1 Bath
    • 828 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $1,298/SF
    • 19 Days On Market

    Current Estimated Value $1,100,819

    Last Listing Agent Tracey Oringer Kinlin Grover Compass

    195 Ellis Landing Rd, Brewster, MA 02631
    • /31

      Est $414,134 Not Listed For Sale

      78 Old Colony Way Unit 6, Orleans, MA 02653

      • 2 Beds
      • 2 Baths
      • 1,082 Sq Ft
      • Built 1971
      78 Old Colony Way Unit 6, Orleans, MA 02653

      Last Sold Summary

      • 6% Above List Price
      • $360/SF
      • 4 Days On Market

      Last Sold Price $390,000

      Last Listing Agent Amy Harbeck Kinlin Grover Compass

Showing Results 321 - 360, Page 9 of 18

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