73

Orleans, MA Homes for Sale

Section Image
  • /62

    $1,875,000

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    3 Bramblewood Ln, Orleans, MA 02653

    A long, winding driveway leads you to this secluded 4.32 acre sanctuary, where a park-like setting unfolds, highlighted by mature trees, perennial gardens, and scenic pond views. Enjoy unparalleled privacy and bucolic charm at this rare opportunity offered in sought-after East Orleans.Designed for both comfortable living and effortless entertainment, this 3-bedroom, 2.5-bathroom home boasts an

    Peg LoPresto William Raveis Real Estate & Home Services

    3 Bramblewood Ln, Orleans, MA 02653
  • /22

    $299,000

    • 1 Bed
    • 1 Bath
    • 868 Sq Ft

    42 Old Colony Way Unit 6, Orleans, MA 02653

    Seller incentive and great opportunity to own in Orleans! This is a great first floor, bright, sun filled 1 bedroom 1 bath unit with your own private patio. Largest model of 1 bedroom units in Old Colony Village. Lots of great updates include: Coretec LVP flooring, hydronic baseboard heaters, Corian kitchen counters, updated bathroom, newer slider, newer dishwasher, and much more. Convenient in

    Kevin Austin William Raveis Real Estate & Home Services

    42 Old Colony Way Unit 6, Orleans, MA 02653
  • /30

    $278,000

    • 1 Bed
    • 1 Bath
    • 788 Sq Ft

    24 Old Colony Way Unit 23, Orleans, MA 02653

    Located in and overlooking the heart of Orleans, this third floor condo has everything you could possibly need! Conveniently located close to some of the towns best restaurants and beaches and shops, it also has the Cape Cod Rail Trail in the backyard. Experience the Orleans farmers market and the unique artists cottages right across the street. This 1 bed 1 bath unit has been meticulously

    Sydney Wacht Greer Real Estate, LLC

    24 Old Colony Way Unit 23, Orleans, MA 02653
  • /42

    $5,900,000

    • 6 Beds
    • 6.5 Baths
    • 4,000 Sq Ft

    40 Toms Hollow Ln, Orleans, MA 02662

    A rare offering on the shores of Little Pleasant Bay, 40 Tom's Hollow is a generational waterfront estate encompassing nearly four acres of bucolic landscape with an expansive shoreline, private sandy beach, and iconic boathouse. A winding drive leads through a serene coastal setting to a timeless center-entrance Colonial, where soaring ceilings and panoramic bay views set the tone. The

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    40 Toms Hollow Ln, Orleans, MA 02662
  • /35

    $5,750,000

    • 5 Beds
    • 6.5 Baths
    • 6,021 Sq Ft

    30 Deer Run, Orleans, MA 02653

    Stunning Salt Waterfront Estate on the Mill Pond with panoramic views to Roberts Cove & Nauset Harbor to the Light House & beyond!Superior quality throughout this 5 bedroom 5 1/2 bath home. Great privacy & beautiful easy to care for landscaping. Wonderful open sunny rooms & great flow. Large gourmet kitchen & formal dining room. Beautiful Great Room with a fireplace wall, sliders & a French door

    Nikki Carter William Raveis Real Estate & Home Services

    30 Deer Run, Orleans, MA 02653
  • /41

    $1,590,000

    • 3 Beds
    • 2.5 Baths
    • 1,925 Sq Ft

    17 Pendleton Dr, Orleans, MA 2653

    This masterfully reimagined home blends classic charm with artisan craftsmanship. Thoughtfully transformed by its owners and local master craftsmen, this ''cottage by the sea'' is a rare find, offering custom details at every turn. The living room features reclaimed 125-year-old wood from a local Masonic Temple, a wood-burning fireplace with a raised hearth, a custom bay window with built-in

    Brett Holmes Compass

    17 Pendleton Dr, Orleans, MA 2653
  • /3

    $1,200,000

    • Land
    • 1.67 Acres
    • $718,563 per Acre

    10 Landers Ln, Orleans, MA 2653

    East Orleans-BUILDING LOT - 1.67-acre site offering a private setting with great proximity to Nauset Beach and East Orleans village. Discover the coastal charm in picturesque East Orleans, Cape Cod. The 1.67-acre site offers many possible building options- see site plan attached.

    LUXRECapeCod Gibson Sotheby's International Realty

    10 Landers Ln, Orleans, MA 2653
  • /7

    $1,250,000

    • Land
    • 0.98 Acre
    • $1,275,510 per Acre

    8 Monomoy Ln, Orleans, MA 02653

    Orleans- BUILDING LOT Discover the coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each lot is thoughtfully positioned on spacious lots to ensure maximum privacy. The developer has carefully transplanted existing trees from the site, creating the ambiance of an established, mature neighborhood. The location offers great proximity to Portanimicut Landing

    LUXRECapeCod Gibson Sotheby's International Realty

    8 Monomoy Ln, Orleans, MA 02653
  • /7

    $1,250,000

    • Land
    • 0.99 Acre
    • $1,262,626 per Acre

    6 Monomoy Ln, Orleans, MA 02653

    Orleans- BUILDING LOT Discover the coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each lot is thoughtfully positioned on spacious lots to ensure maximum privacy. The developer has carefully transplanted existing trees from the site, creating the ambiance of an established, mature neighborhood. The location offers great proximity to Portanimicut Landing

    LUXRECapeCod Gibson Sotheby's International Realty

    6 Monomoy Ln, Orleans, MA 02653
  • /74

    $3,299,000

    • 5 Beds
    • 3.5 Baths
    • 3,630 Sq Ft

    46 Freeman Ln, Orleans, MA 02653

    WATERFRONT with deepwater access from Rachel Cove - a protected and picturesque bay off Town Cove. This lovely, expansive Cape was built in 1995 on a private, bucolic 1.23 acre lot and has been lovingly maintained ever since by the original family. Large, welcoming foyer features raised-panel wainscoting, and warm, maple flooring which continues throughout the main living area. Transom windows

    Sarah Gammons - Ciampa Berkshire Hathaway HomeServices Robert Paul Properties

    46 Freeman Ln, Orleans, MA 02653
  • /52

    $1,900,000

    • 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
  • /23

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,414 Sq Ft

    6 Apple Way, Orleans, MA 02653

    From this .74 lot enjoy the setting of planted grasses and mature trees. Sit in the yard and enjoy the sunset. Only a 1/2 mile to Crystal Lake for great fresh water swimming and Pilgrim Lake is not too much farther away. This 2 bedroom home ( with 2 bedroom Title 5 system ) has been gutted allowing for a great opportunity to create a new space . Professionally designed plans and renderings

    Mary Lyttle Beach Road Properties

    6 Apple Way, Orleans, MA 02653
  • /20

    $550,000

    • Land
    • 0.75 Acre
    • $733,333 per Acre

    6 Apple Way, Orleans, MA 02653

    From this .74 lot enjoy the setting of planted grasses and mature trees. Sit in the yard and enjoy the sunset. Only a 1/2 mile to Crystal Lake for great fresh water swimming and Pilgrim Lake is not too much farther away. This 2 bedroom home ( with 2 bedroom Title 5 system ) has been gutted allowing for a great opportunity to create a new space . Professionally designed plans and renderings

    Mary Lyttle Beach Road Properties

    6 Apple Way, Orleans, MA 02653
  • /14

    $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
  • /16

    $3,595,000

    • 4 Beds
    • 3.5 Baths
    • 4,250 Sq Ft

    8 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

    8 Monomoy Ln, Orleans, MA 02653
  • /15

    $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
  • /55

    $10,250,000

    • 5 Beds
    • 8 Baths
    • 7,539 Sq Ft

    71 Towhee Ln, Orleans, MA 02653

    Extraordinary new construction on sought-after Pleasant Bay. This rare opportunity features a stunning five-bedroom residence with a swimming pool, boathouse, deeded beach access, and rights to a private mooring. Showcasing unsurpassed quality and craftsmanship, the open concept floor plan caters to modern living with a spacious living and dining area with coffered ceilings, a gas fireplace, and

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    71 Towhee Ln, Orleans, MA 02653
  • /36

    $1,150,000

    • 3 Beds
    • 3 Baths
    • 2,377 Sq Ft

    102 Portanimicut Rd, Orleans, MA 02653

    Near the end of quintessential Portanimicut Road, in Orleans, is this unique house. Inside is the original antique homestead, an updated addition and a studio apartment over the garage to complete the package. The antique side was built in 1880's and could become a summer art studio or guest quarters. The main updated house has a living room, dining room, galley kitchen, and a bedroom with a

    Sarah Gammons - Ciampa Berkshire Hathaway HomeServices Robert Paul Properties

    102 Portanimicut Rd, Orleans, MA 02653
  • /27

    $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
  • /48

    $9,500,000

    • 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
  • /29

    $1,249,000 Open Sat 11AM - 1PM

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

    5 Reilly Run, Orleans, MA 02653

    Introducing a new 9-unit detached condominium community in Orleans on Cape Cod, offering move-in ready homes thoughtfully designed for easy living and including a first floor bedroom suite. Nestled in a quiet setting, this neighborhood provides direct access to the Cape Cod Rail Trail, providing effortless access to over 25 miles of scenic pathways and Main Street. Brand new, energy efficient

    Sarah Dacey Champion Realty Group, LLC

    5 Reilly Run, Orleans, MA 02653
  • /37

    $1,800,000 New Construction

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

    47 Daley Terrace, Orleans, MA 2653

    Picture yourself living in your brand-new luxurious, custom-built home meticulously crafted by the highly acclaimed Eastward Companies. Conveniently located in the center of Orleans, entertaining is effortless. Your captivating cathedral great room features exquisite millwork, a fireplaced living room, a kitchen island with a spacious dining area and an adjoining vaulted light-filled sunroom.

    Anne Farley Poyant Cove Road Real Estate

    47 Daley Terrace, Orleans, MA 2653
  • /99

    $2,800,000 New Construction

    • 3 Beds
    • 5.5 Baths
    • 4,250 Sq Ft

    9 Joy Ln, Orleans, MA 2653

    This luxurious, newly completed home by Eastward Companies enjoys a quiet setting on a lightly traveled road close to Crystal Lake. Form meets function at the highest level with every detail carefully curated and an exceptional degree of custom finish work. The cathedral great room is the hub of the home, it combines the Thermador-equipped kitchen with the fireplaced living room and a generous

    Jeff Cusack Cove Road Real Estate

    9 Joy Ln, Orleans, MA 2653
  • /99

    $6,999,990 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 is now complete for Summer 2025. 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

    Jeff Cusack Cove Road Real Estate

    64 Pershing Ln, Orleans, MA 02653
  • /16

    $4,995,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,250 Sq Ft

    10 Landers Ln, Orleans, MA 2653

    East Orleans-NEW CONSTRUCTION -4 bedroom, 3.5 bath and 3 car garage. Offering a private setting with great proximity to Nauset Beach and East Orleans village. Discover the perfect blend of modern luxury and coastal charm in picturesque East Orleans, Cape Cod. This newly constructed home offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation

    LUXRECapeCod Gibson Sotheby's International Realty

    10 Landers Ln, Orleans, MA 2653
  • /79

    $4,500,000 New Construction

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

    44 Tonset Rd, Orleans, MA 2653

    Experience the pinnacle of sophistication with this exquisite new build by Eastward Companies which will be ready for immediate occupancy. Tucked off Tonset Road and with frontage on Main Street, this elevated home boasts lovely marsh and Town Cove views as well as swimming, fishing, and boating. This superbly designed residence features an open floor plan ideal for entertaining. The upscale

    Peg LoPresto William Raveis Real Estate & Home Services

    44 Tonset Rd, Orleans, MA 2653
  • /3

    $319,900

    • Land
    • 0.44 Acre
    • $727,045 per Acre

    0 Pine Grove Rd Unit 22503517, Brewster, MA 02631

    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 1560 sqft single family ranch style home--no delays, no hassles, just close and start building. Located in a peaceful, well-established neighborhood, this lot offers the perfect blend of convenience and tranquility. A mile

    Matthew Medeiros Millennium Realty Firm LLC

    0 Pine Grove Rd Unit 22503517, Brewster, MA 02631
  • /2

    $319,900

    • Land
    • 0.44 Acre
    • $727,045 per Acre

    0 Pine Grove Rd Unit 73397945, Brewster, MA 02631

    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 1560 sqft single family ranch style home—no delays, no hassles, just close and start building. Located in a peaceful, well-established neighborhood, this lot offers the perfect blend of convenience and tranquility. A mile

    Matthew Medeiros Millennium Realty Firm, LLC

    0 Pine Grove Rd Unit 73397945, Brewster, MA 02631
  • /24

    $699,900

    • 3 Beds
    • 1.5 Baths
    • 1,716 Sq Ft

    30 Pleasant Ct, Brewster, MA 02631

    ***PRICE REDUCTION*** Great buyer opportunity to own in a sought after location with potential for fantastic water views of Pleasant Bay and Nauset! What is a glimpse now could be so much more! 3-bedroom, 1 1/2 bathroom home in a sought after neighborhood, less than one mile to South Orleans Beach. First floor living with the bonus of a walk-out finished lower level- entertain guests while

    Jennifer Lepard Beach Road Properties

    30 Pleasant Ct, Brewster, MA 02631
  • /51

    $899,000

    • 2 Beds
    • 2 Baths
    • 2,024 Sq Ft

    33 Rogers Rd, Brewster, MA 02631

    This lovely and immaculate Cape checks all the boxes! 2 large and comfortable bedrooms upstairs plus a light-filled first floor office/swing room. Open concept kitchen/dining/living room perfect for entertaining, with separate formal living room for cozy gatherings. Direct access from the kitchen onto the large sunny mahogany deck overlooking the private fenced back yard tastefully landscaped

    Ned Chatelain Chatelain Real Estate

    33 Rogers Rd, Brewster, MA 02631
  • /41

    $789,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    204 Timberlane Dr, Brewster, MA 02631

    Enjoy single floor living at its best. This newly constructed 3 bedroom 2 bath ranch style home offers a comfortable and cozy living environment . This ranch offers a wide open floor plan, consisting of a living room, office and bonus room that can be used as a guest room. Tasteful flooring throughout and a well designed kitchen,dining room combo. This newly built home comes equipped with

    Matthew Medeiros Millennium Realty Firm, LLC

    204 Timberlane Dr, Brewster, MA 02631
  • /91

    $1,295,000

    • 8 Beds
    • 3 Baths
    • 3,602 Sq Ft

    20 Bridge Rd, Eastham, MA 02642

    Two homes on 3.27 acres on historic Bridge Rd, bordering Orleans/Eastham town line. The 6-bedroom main house built circa 1830, & the renovated 2 bedroom cottage are ideally located near two Cape Cod Bay beaches & the CC Bike Trail. The 2978 SF antique home has been added onto over the years including an open kitchen/dining area w/high ceilings, kitchen island, dbl oven, fireplace, wet bar & oak

    Dee Higgins Gibson Sotheby's International Realty

    20 Bridge Rd, Eastham, MA 02642
  • /8

    $756,300 Open House 8/29

    • 4 Beds
    • 2 Baths
    • 1,735 Sq Ft

    42 Dyer Prince Rd, Eastham, MA 02642

    Property is being offered via Real Estate Auction on Friday, September 5 at 11am on-site. The actual selling price will be determined auction day. List price/estimated value seen is set at the real estate tax assessment. Pre-auction offers must be presented on the auction P&S and are subject to seller confirmation. 10% Buyer's Premium applies. Trustee's AUCTION: 42, 40 & 0 Dyer Prince Rd, Eastham

    Justin Manning JJManning Auctioneers

    42 Dyer Prince Rd, Eastham, MA 02642

Showing Results 41 - 73, Page 2 of 2

How to Buy a Home How to Finance a Home How to Sell a Home