7,289

Orleans, MA Homes

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  • /51

    $2,495,000

    $500K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,710 Sq Ft

    4 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.

    4 Monomoy Ln, Orleans, MA 02653
  • /38

    $600,000

    Sold Jul 24, 2026

    23 Nickerson Rd, Orleans, MA 02653

    • 2 Beds
    • 2 Baths
    • 1,662 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Below List Price
    • $361/SF
    • 16 Days On Market

    Current Estimated Value $640,181

    Last Listing Agent Leighton Team Keller Williams Realty

    23 Nickerson Rd, Orleans, MA 02653
    • /29

      Est $974,060

      Not Listed For Sale

      169 Monument Rd, Orleans, MA 02653

      • 2 Beds
      • 2 Baths
      • 1,075 Sq Ft
      • Built 1956
      169 Monument Rd, Orleans, MA 02653

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Nancy Griffin Gibson Sotheby's International Realty

  • /42

    $4,295,000

    $200K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 4,316 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 your 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
  • /80

    $1,950,000

    Sold Jul 01, 2026

    47 Daleys Terrace, Orleans, MA 02653

    • 4 Beds
    • 3.5 Baths
    • 2,973 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Above List Price
    • $656/SF
    • 357 Days On Market

    Last Listing Agent Anne Farley Poyant Cove Road Real Estate

    47 Daleys Terrace, Orleans, MA 02653
    • /66

      Est $1,715,865

      Not Listed For Sale

      3 Pilgrim Lake Terrace, Orleans, MA 02653

      • 4 Beds
      • 3.5 Baths
      • 3,158 Sq Ft
      • Built 1982
      3 Pilgrim Lake Terrace, Orleans, MA 02653

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Lisa Adams Orleans Village Properties, LLC

  • /93

    $1,000,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,087 Sq Ft

    75 Uncle Israel Rd, Orleans, MA 02653

    Everything you've been looking for and more can be found in this magazine-worthy home. Quintessential Cape Cod at its finest, this beautifully appointed residence offers a light-filled, open floor plan in highly desirable South Orleans.Hardwood floors flow throughout, complemented by a timeless neutral color palette. The updated kitchen and baths blend style and functionality, while the

    Daneen Law Gibson Sotheby's International Realty

    75 Uncle Israel Rd, Orleans, MA 02653
  • /22

    $333,000

    Sold Jun 17, 2026

    190 Massachusetts 6a Unit 12D, Orleans, MA 02653

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Above List Price
    • $444/SF
    • 13 Days On Market

    Last Listing Agent Kirsten Johnston Gibson Sotheby's International Realty

    190 Massachusetts 6a Unit 12D, Orleans, MA 02653
    • /47

      Est $1,929,597

      Not Listed For Sale

      20 Pilgrim Lake Terrace, Orleans, MA 02653

      • 4 Beds
      • 3.5 Baths
      • 3,236 Sq Ft
      • Built 1983
      20 Pilgrim Lake Terrace, Orleans, MA 02653

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Team Van Ness Kinlin Grover Compass

  • /62

    $709,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,780 Sq Ft

    20 Freedom Trail Unit 20, Orleans, MA 02653

    Privately sited at The Oaks of Orleans is this tastefully updated and lovingly maintained townhouse with three levels of living space. The entrance is graced with a landscaped patio for relaxing with your morning coffee. The first level features an inviting living room with wood-burning fireplace, half bath, open kitchen with quartz counters and island that includes a JennAir grilling station,

    Reita Donaldson Kinlin Grover Compass

    20 Freedom Trail Unit 20, Orleans, MA 02653
  • /20

    $660,000

    Sold May 26, 2026

    19 Monument Rd, Orleans, MA 02653

    • 4 Beds
    • 2 Baths
    • 2,068 Sq Ft
    • Built 1826

    Last Sold Summary

    • 26% Below List Price
    • $319/SF
    • 114 Days On Market

    Current Estimated Value $832,355

    Last Listing Agent Eileen Loranger RE/MAX Executive Realty

    19 Monument Rd, Orleans, MA 02653
    • /37

      Est $506,669

      Not Listed For Sale

      310 S Orleans Rd Unit 3, Orleans, MA 02653

      • 3 Beds
      • 1 Bath
      • 692 Sq Ft
      • Built 1971
      310 S Orleans Rd Unit 3, Orleans, MA 02653

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Laura Haddad William Raveis Real Estate & Home Services

  • /27

    $1,900,000

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

    88 Massachusetts 6a, Orleans, MA 02653

    A rare 5+ unit, multi-building opportunity in the heart of Orleans Village Center — three parcels sold together, offering both immediate income and flexible upside. #88 is a 2-bedroom, 1-bath home with a detached two-car garage (unfinished bonus space above) and a 520 sq. ft. foundation ready for new construction. #86A holds three one-bedroom rental units, and #86B offers first-floor office

    Sharon Kingman Dixon William Raveis Real Estate & Homes Services

    88 Massachusetts 6a, Orleans, MA 02653
  • /70

    $1,860,000

    Sold Oct 15, 2025

    15 Tanglewood Terrace, Orleans, MA 02653

    • 4 Beds
    • 2.5 Baths
    • 3,197 Sq Ft
    • Built 1992

    Last Sold Summary

    • 15% Below List Price
    • $582/SF
    • 127 Days On Market

    Current Estimated Value $1,907,052

    Last Listing Agent Lisa Adams Orleans Village Properties, LLC

    15 Tanglewood Terrace, Orleans, MA 02653
    • /24

      Est $431,874

      Not Listed For Sale

      310 S Orleans Rd Unit 2, Orleans, MA 02653

      • 2 Beds
      • 1 Bath
      • 572 Sq Ft
      • Built 1965
      310 S Orleans Rd Unit 2, Orleans, MA 02653

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent The Jorie Fleming Group Compass Massachusetts, LLC

  • /23

    $159,900

    Pending
    • 1 Bed
    • 1 Bath
    • 310 Sq Ft

    13 S Orleans Rd Unit 41, Orleans, MA 02653

    This is not your typical condo. Located directly on Town Cove, this individually owned unit at The Cove offers a truly hands-off Cape Cod investment. The property is professionally operated motel-style by full-time staff, meaning no bookings to manage, tenants to deal with, maintenance calls or late-night issues. Owners receive their share of proceeds via monthly direct deposit based on The

    Ronald Ruggiero Keller Williams Realty

    13 S Orleans Rd Unit 41, Orleans, MA 02653
  • /21

    $5,450,000

    Sold Jan 23, 2026

    63 Field Rd, Orleans, MA 02653

    • 4 Beds
    • 4 Baths
    • 2,413 Sq Ft
    • Built 1940

    Last Sold Summary

    • 22% Below List Price
    • $2,259/SF
    • 171 Days On Market

    Last Listing Agent Brian Dougherty Corcoran Property Advisors

    63 Field Rd, Orleans, MA 02653
    • /33

      Est $569,715

      Not Listed For Sale

      2 Flax Pond Rd, Orleans, MA 02653

      • 2 Beds
      • 1 Bath
      • 1,286 Sq Ft
      • Built 1983
      2 Flax Pond Rd, Orleans, MA 02653

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Marirose Lynch RE/MAX Long Point

  • /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
  • /6

    $765,000

    Sold Nov 07, 2025

    60 Gibson Rd, Orleans, MA 2653

    • Land
    • 38,332 Sq Ft
    • $869,318 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 101 Days On Market

    Current Estimated Value $815,000

    Last Listing Agent Dawn Lee Gibson Sotheby's International Realty

    60 Gibson Rd, Orleans, MA 2653
    • /34

      Est $1,245,501

      Not Listed For Sale

      32 Hinkle Ln, Orleans, MA 02653

      • 3 Beds
      • 3 Baths
      • 2,058 Sq Ft
      • Built 1986
      32 Hinkle Ln, Orleans, MA 02653

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Thomas Murray Jack Gately Real Estate, LLC

  • /34

    $429,000

    $166K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,623 Sq Ft

    18 West Rd Unit 307, Orleans, MA 02653

    Elegant 62+ independent living community in Orleans. This 3rd Floor corner end unit features a bright open & spacious floor plan with 2 bedrooms & 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 family room features 2 walls of custom built-in

    Dee Higgins Gibson Sotheby's International Realty

    18 West Rd Unit 307, Orleans, MA 02653
  • /42

    $1,242,500

    Sold Jul 15, 2026

    14 Bambi Way, Orleans, MA 02653

    • 4 Beds
    • 3.5 Baths
    • 2,817 Sq Ft
    • Built 1986

    Last Sold Summary

    • 11% Below List Price
    • $441/SF
    • 46 Days On Market

    Current Estimated Value $1,316,992

    Last Listing Agent Eric Ehnstrom Compass

    14 Bambi Way, Orleans, MA 02653
    • /62

      Est $2,275,536

      Not Listed For Sale

      19 Weston Taylors Ln, Orleans, MA 02653

      • 4 Beds
      • 3.5 Baths
      • 2,988 Sq Ft
      • Built 1990
      19 Weston Taylors Ln, Orleans, MA 02653

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

  • /56

    $899,500

    $80K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,322 Sq Ft

    4 High Tide Ln, Orleans, MA 2653

    Deeded rights allow access to saltwater Meetinghouse Pond, with Pleasant Bay beyond, right down the lane from this property. The shared private path provides the ability to store kayaks and paddle boards, as well as the possibility of a mooring with permission from the Harbor Master. Charming and inviting, this 3-bedroom home is a welcoming retreat tucked away in the heart of East Orleans. The

    Peg LoPresto William Raveis Real Estate & Home Services

    4 High Tide Ln, Orleans, MA 2653
  • /41

    $629,900

    Sold Jul 09, 2026

    26 Locust Rd, Orleans, MA 02653

    • 2 Beds
    • 1 Bath
    • 987 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $638/SF
    • 39 Days On Market

    Current Estimated Value $631,230

    Last Listing Agent Kristin Duffy William Raveis R.E. & Home Services

    26 Locust Rd, Orleans, MA 02653
    • /34

      Est $782,145

      Not Listed For Sale

      170 Barley Neck Rd, Orleans, MA 02653

      • 2 Beds
      • 1 Bath
      • 1,030 Sq Ft
      • Built 1930
      170 Barley Neck Rd, Orleans, MA 02653

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Susie Bent Greer Real Estate, LLC

  • /14

    $329,900

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft

    190 Rt 6a Unit 4A, Orleans, MA 02653

    Summerset Condominiums first floor corner unit towards the back of the complex. Recently upgraded hardwood floors, new cabinets and appliances, new walk-in bath, paint etc. Conveniently located in town near shopping, dining, recreational areas and schools. Close to bike path and Skaket Beach, ponds, Nauset Beach, Nickerson State Park and conservation areas with easy highway access and near

    Roger McAdams Classic Cape Real Estate, LLC

    190 Rt 6a Unit 4A, Orleans, MA 02653
  • /79

    $3,999,999

    Sold Mar 26, 2026

    44 Tonset Rd, Orleans, MA 2653

    • 4 Beds
    • 7 Baths
    • 5,170 Sq Ft
    • Built 2025

    Last Sold Summary

    • 20% Below List Price
    • $774/SF
    • 515 Days On Market

    Current Estimated Value $3,684,198

    Last Listing Agent Peg LoPresto William Raveis Real Estate & Home Services

    44 Tonset Rd, Orleans, MA 2653
    • /2

      Est $2,213,989

      Not Listed For Sale

      157 Barley Neck Rd, Orleans, MA 02653

      • 3 Beds
      • 4 Baths
      • 2,565 Sq Ft
      • Built 1987
      157 Barley Neck Rd, Orleans, MA 02653

  • /23

    $555,000

    Pending
    • 2 Beds
    • 1 Bath
    • 962 Sq Ft

    43 Namskaket Rd, Orleans, MA 02653

    What a fabulous location - just a ½ mile to Town and a mile to Rock Harbor! This charming 2-bdrm bungalow captures the quintessential character of old Cape Cod featuring an original craftsman style interior. The sunny living room showcases a bank of windows, hardwood floors and opens to a spacious front deck - perfect for relaxing and watching the world go by! The comfy dining room offers

    Tracey Oringer Kinlin Grover Compass

    43 Namskaket Rd, Orleans, MA 02653
  • /36

    $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 $1,412,290

    Last Listing Agent Sherrilynn Lombard New Homes Marketing, Inc.

    6 Sturbridge Dr, Orleans, MA 02653
    • /55

      Est $1,816,693

      Not Listed For Sale

      35 Pershing Ln, Orleans, MA 02653

      • 3 Beds
      • 2.5 Baths
      • 3,164 Sq Ft
      • Built 1998
      35 Pershing Ln, Orleans, MA 02653

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

  • /22

    $499,000

    $101K PRICE DROP
    • Land
    • 1.24 Acres
    • $402,419 per Acre

    17 Sky Meadow 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 Sky Meadow Dr, Orleans, MA 02653
  • /42

    $995,000

    Sold Dec 02, 2025

    5 Blackberry Ln, Orleans, MA 02653

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Below List Price
    • $670/SF
    • 26 Days On Market

    Current Estimated Value $1,003,693

    Last Listing Agent Pauline Teas William Raveis Real Estate & Home Services

    5 Blackberry Ln, Orleans, MA 02653
    • /22

      Est $2,615,809

      Not Listed For Sale

      40 Pershing Ln, Orleans, MA 02653

      • 3 Beds
      • 2.5 Baths
      • 2,560 Sq Ft
      • Built 1999
      40 Pershing Ln, Orleans, MA 02653

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Robert Wilkinson Christie's International Real Estate Atlantic Brokerage

  • /57

    $2,700,000

    $1M PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 3,548 Sq Ft

    645 S Orleans Rd, Orleans, MA 02653

    For the first time in generations, this landmark Pleasant Bay compound--anchored by the iconic ''Topside'' main residence and the charming two-bedroom ''Boathouse''--is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    645 S Orleans Rd, Orleans, MA 02653
  • /61

    $1,050,000

    Sold May 28, 2026

    75 Monument Rd, Orleans, MA 02653

    • 3 Beds
    • 2 Baths
    • 1,829 Sq Ft
    • Built 1960

    Last Sold Summary

    • $574/SF
    • 5 Days On Market

    Current Estimated Value $1,045,456

    Last Listing Agent Jeff Cusack Cove Road Real Estate

    75 Monument Rd, Orleans, MA 02653
    • /40

      Est $1,141,127

      Not Listed For Sale

      152 Monument Rd, Orleans, MA 02653

      • 3 Beds
      • 3 Baths
      • 2,108 Sq Ft
      • Built 1950
      152 Monument Rd, Orleans, MA 02653

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Jen Whitaker Gibson Sotheby's International Realty

  • /21

    $355,000

    $44K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 868 Sq Ft

    24 Old Colony Way Unit 19, Orleans, MA 02653

    This beautiful condo light and bright. There have been extensive renovations including bathroom, freshly painted walls and ceilings plus new carpeting throughout. Its is located in desirable Orleans and is what you've been waiting for as a permanent home or sweet getaway. Walk to the famous Chocolate Sparrow, Framers Market, Land Ho, Friends Market and so many more shops all within walking

    Noreen Kennedy Kennedy Real Estate

    24 Old Colony Way Unit 19, Orleans, MA 02653

Showing Results 121 - 160, Page 4 of 18

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