Orleans, MA

As the year-round commercial and retail hub for most Outer Cape communities, Orleans, Massachusetts is the past outpost of bustling activity as the journey to the end of this peninsula begins.

Nestled between spectacular Nauset Beach on the Atlantic and tranquil Skaket Beach on Cape Cod Bay, Orleans offers something for everyone. In the quaint town center, enjoy shopping and gallery hopping, and dine on fresh local seafood. In our historic district explore museums and take in live theater performances. And in the natural beauty of its shores and forests, discover the perfect spot for a wide range of outdoor sports including fishing, boating, swimming, biking and just plain relaxing in the clean, fresh air!

For more info on Orleans MA real estate, contact Shoreland Realty Group.  Register with our site to stay up-to-date on your favorite Orleans Massachusetts home listings.  

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77 Towhee Lane Orleans MA 02653

Orleans, MA77 Towhee Lane

Price$10,995,000

Est. Mortgage: $/month

MLS Number 22403397

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7,372
  • Town Orleans

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 features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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71 Towhee Lane Orleans MA 02653

Orleans, MA71 Towhee Lane

Price$10,750,000

Est. Mortgage: $/month

MLS Number 22404581

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 7,539
  • Town Orleans

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 sweeping water views through sliding glass doors that line the waterside of the home. The adjacent gourmet kitchen is a chef's dream with a Wolf range, Sub-Zero refrigerator, granite countertops, and a butler's pantry. Just outside, the pool and spa area provides a resort-like setting, complete with a cabana featuring a kitchenette, bathroom, and outdoor shower. A secluded first-floor primary suite offers total comfort and convenience, boasting a large walk-in closet and luxurious bathroom. On the second level, three well-appointed bedroom suites all enjoy bay views. The walkout lower level is perfect for relaxing after a day on the water, finished with an entertainment area, kitchenette, and full bathroom. Ideal for boating and fishing enthusiasts, the newly renovated boathouse on Pleasant Bay includes a kitchenette, living room, bathroom, and large deck with stairs to the water. Additional highlights include a three-car garage with a guest apartment above. Ready to be enjoyed, this one-of-a-kind estate delivers Cape Cod living at its finest, located minutes from Wequassett Resort, Eastward Ho!, and everything else the area has to offer. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

Listed by Paul E Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties

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$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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64 Pershing Lane Orleans MA 02653

Orleans, MA64 Pershing Lane

Price$6,999,990

Est. Mortgage: $/month

MLS Number 22405726

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 5,800
  • Town Orleans

Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay is now under construction. 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. The coffered ceiling great room features walls of windows and access to the classic screened porch. The hand-crafted luxury kitchen is replete with features including a butler's pantry and a 14' custom island that seats eight. Extensive fenestration ushers in light and captures deep views. Ornate millwork and custom finishes adorn every room. The 2nd floor, accessible by stairs or an elevator, offers three guest suites plus an elegant primary bedroom wing and a fireplaced family room, both with dramatic views. The lower level provides media, exercise and additional sleeping space. The waterside outdoor area includes a saltwater gunnite pool, gas firepit, expansive granite patio and stairs to water's edge for swimming, kayaking and mooring access.

Listed by Jeffrey E Cusack of Cove Road Real Estate

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$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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44 Tonset Road Orleans MA 02653

Orleans, MA44 Tonset Road

Price$5,000,000

Est. Mortgage: $/month

MLS Number 22404490

  • Residential
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 5,170
  • Parking Spaces 8

Experience the pinnacle of sophistication with this exquisite new build by Eastward Companies. 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 kitchen flows into a spacious living area with a gas fireplace, built-in bookcases, and a light-filled dining room. The principal suite offers serenity and calming vistas, while the second floor includes three bedrooms with private baths and a cozy family room with a fireplace. The walk-out lower level provides additional finished space and a full bath. Outdoors, a heated salt water gunite pool and elegant hardscaping create a luxurious retreat. With preferred gas heat, central AC, and an attached two-car garage, this nearly 2-acre property is a rare gem in coveted East Orleans. Tax assessment is for the lot only.

Listed by Peg LoPresto of William Raveis Real Estate & Home Services

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%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10 Landers Lane Orleans MA 02653

Orleans, MA10 Landers Lane

Price$4,995,000

Est. Mortgage: $/month

MLS Number 22405259

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,250
  • Parking Spaces 4

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 and entertainment. A versatile walk-out lower level, designed with high ceiling height and plenty of natural light. The space comes pre-plumbed for an additional bathroom and wet bar, providing a perfect opportunity to create an entertainment area.

Listed by LUXRECapeCod of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 Monomoy Lane Orleans MA 02653

Orleans, MA8 Monomoy Lane

Price$3,595,000

Est. Mortgage: $/month

MLS Number 22405262

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,250
  • Parking Spaces 2

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 and plenty of natural light. The space comes pre-plumbed for an additional bathroom and wet bar, providing a perfect opportunity to create an entertainment area. Each property 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 with access to Pleasant Bay, and the new Greenbelt Gateway.Ready for delivery in June 2025, these homes provide a rare opportunity to enjoy Cape Cod living at its finest. Don't miss your chance to own a piece of paradise!

Listed by LUXRECapeCod of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Monomoy Lane Orleans MA 02653

Orleans, MA6 Monomoy Lane

Price$3,295,000

Est. Mortgage: $/month

MLS Number 22405261

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,680
  • Parking Spaces 2

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 and plenty of natural light. The space comes pre-plumbed for an additional bathroom and wet bar, providing a perfect opportunity to create an entertainment area. Each property 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 with access to Pleasant Bay, and the new Greenbelt Gateway.Ready for delivery in June 2025, these homes provide a rare opportunity to enjoy Cape Cod living at its finest. Don't miss your chance to own a piece of paradise!

Listed by LUXRECapeCod of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

193 Quanset Road Orleans MA 02653

Orleans, MA193 Quanset Road

Price$3,099,999

Est. Mortgage: $/month

MLS Number 22402225

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,843
  • Town Orleans

Wake up to breathtaking saltwater water views from almost every room! With three finished floors, the living space flows seamlessly throughout. As you walk in you will be greeted by cathedral-beamed ceilings & brass inlay Brazilian cherry floors. French doors in the breakfast nook open onto a sprawling composite deck. Cozy up by the wood-burning fireplace in the sunken living room or gather for formal dinners in the elegant dining room with a wet bar. The kitchen is a chef's dream, featuring Italian tile countertops & terracotta floors. Viking appliances and a Sub-Zero refrigerator. Relax and reconnect with nature on the multi-level decks, all with water views. Immerse yourself in the beauty of the Atlantic Flyway, a haven for birdwatchers. Tranquility awaits in the airy primary suite, with a private deck, walk-in closet, and sitting area. The two-car garage features a bonus room above currently being used as a home gym. Additional features include - on-site boat storage, a custom teak outdoor shower, full house generator, bunk room, double washer & dryer, plenty of closets and storage, lush perennial landscaping with a sprinkler system, and captivating water or garden vistas from every window. With over 3,800 sq feet, there is a special place for everyone to enjoy. The house has been tastefully decorated and is being sold fully furnished. Don't miss this rare opportunity to own a piece of paradise. Must be seen to appreciate! Buyer Broker Compensation Offered.

Listed by Emma Jane J Proudfoot of William Raveis Real Estate & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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216 Main Street Orleans MA 02653

Orleans, MA216 Main Street

Price$3,000,000

Est. Mortgage: $/month

MLS Number 22500109

  • Residential
  • Bedrooms 3
  • Bathroom 7
  • Square Feet 3,234
  • Town Orleans

Own a piece of Cape Cod history! The iconic Kadee's property (212, 214, 216 Main St, East Orleans) offers 1.79 acres of prime village real estate. This historic site, once home to beloved businesses--a renowned lobster bar, charming mini-golf, and the historic Grey Elephant Inn--presents endless potential. The main building (4,510 sq ft + 2,880 sq ft decking) and adjacent parcels offer diverse redevelopment opportunities: retail, restaurants, residential, or a unique blend. Invest in more than bricks & mortar; invest in a Cape Cod legacy. Please reference commercial listing MLS#22500108 that complements this listing.

Listed by Whitaker Group Cape Cod of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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212 Main Street Orleans MA 02653

MLS Number 22500108

  • CommercialSale
  • Square Feet 4,887
  • Town Orleans

Own a piece of Cape Cod history! The iconic Kadee's property (212, 214, 216 Main St, East Orleans) offers 1.79 acres of prime village real estate. This historic site, once home to beloved businesses--a renowned lobster bar, charming mini-golf, and the historic Grey Elephant Inn--presents endless potential. The main building (4,510 sq ft + 2,880 sq ft decking) and adjacent parcels offer diverse redevelopment opportunities: retail, restaurants, residential, or a unique blend. Invest in more than bricks & mortar; invest in a Cape Cod legacy. Please reference commercial listing MLS#22500109 that complements this listing.

Listed by Whitaker Group Cape Cod of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Shoreland Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Shoreland Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated January 12, 2025 11:51 PM EST. All properties are subject to prior sale, changes, or withdrawal.

Shoreland Realty has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.