Orleans Luxury Homes $1M+

Discover luxury homes in Orleans, a beautiful oceanside and bayside town on Cape Cod. Look through a variety of current real estate, listed from $1M, in this beautiful location. Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for. Save your favorites when you register with us today, and get notifications when similar properties are posted. Contact us for more information and to set up a showing for any listing below.

30 Childs Homestead Road Orleans MA 02653

Orleans, MA30 Childs Homestead Road

Price$1,799,900

Est. Mortgage: $/month

MLS Number 22304043

  • Residential
  • Parking Spaces 5
  • Half Baths 1
  • Bathrooms Total Decimal 3.5
  • Full Bath 3

With a completion date for Spring of 2024, Eastward Companies has a new construction project underway in Orleans. This classic 2,836 sf. home, designed by architect Karen Kempton, features an easy-living floor plan suitable for today's discerning buyer. The open concept design brings the kitchen, dining, and living room together creating an inviting area for all to enjoy. The vaulted ceiling, gas fireplace and custom built-ins add to the allure of this space. A bright and pleasant sun-room with a beamed ceiling and sky light is just off the dining area, providing additional room to spread out and relax. Completing the first floor is a primary en-suite bedroom with tiled shower, double vanity and walk-in closet, pantry, laundry room, powder room, and ample closets. The second floor consists of a landing overlooking the living area, a home office or bonus room, a bedroom with plenty of closet space and a full bath. A third bedroom with its own separate stairway and full bath is over the garage, a private spot ideal for guests. A spacious walkout basement provides opportunity for extra living space. This new home has central air conditioning, gas heat, 1 car garage. Please note there is room for a pool on the property.

Listed by Doug Grattan and Andrew Grattan of Christie's International Real Estate Atlantic Brokerage

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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14 Countryside Drive Orleans MA 02653

Orleans, MA14 Countryside Drive

Price$3,895,000

Est. Mortgage: $/month

MLS Number 22303861

  • Residential
  • Bathrooms Total Decimal 4.5
  • Bedrooms 5
  • Half Baths 1
  • Bathroom 5

This exceptional East Orleans home with stunning easterly views of the Atlantic is situated moments to Nauset Beach and the Village. The sundrenched interiors are brimming with custom architectural details, nautical accents and countless distinctive features. The home delivers sophisticated comfort for an ultimate family lifestyle with its three level upside down floor plan. The vista-filled main level boasts a dramatic family room with stone fireplace, dining area and a well appointed chef's kitchen with ample amenities and french door access to a view facing deck and a picturesque pool and Koi pond below all surrounded by mature and flowering plantings. An ensuite multi-use entertainment room with radiant heat, home office(5th BR) and powder room complete the main floor. The top level accommodates the primary suite and what is arguably the best place to watch sunrises, listen to the surf and capture a glimpse of Nauset and Chatham Light. Designed as a haven for solitude, there are two sitting rooms, a gas fireplace, laundry, w/i closet and deck. The lower level has three bedrooms, one with a stone gas fireplace, two full baths and second laundry. Impressive offering! l

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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32 High Tide Lane Orleans MA 02653

Orleans, MA32 High Tide Lane

Price$1,700,000

Est. Mortgage: $/month

MLS Number 22303658

  • Residential
  • Bathrooms Total Decimal 2.5
  • Half Baths 1
  • Bathroom 3
  • Bedrooms 3

Deeded water access with views of Meetinghouse Pond AND in the village of East Orleans.Safe Harbor - as the name suggests, this home is a safe harbor perched on a hill with stunning views of Meetinghouse Pond and marina. The heart of the home is a spacious eat-in kitchen adorned with a large center island - the perfect hub for culinary creativity and family gatherings . Hardwood floors guide your way to a gracious living room, complete with a wood-burning fireplace. Embrace relaxation in the expansive family room or lush back yard equipped with an outdoor shower and garden shed. Morning coffee or afternoon cocktails should be enjoyed on the front deck to get a glimpse of the boats coming in and out of the marina. With a design that seamlessly marries convenience and style, this home offers a two-car garage tucked beneath, accessible via a convenient circular driveway. The lower level reveals versatile finished space - a canvas awaiting your personal touch. Don't miss your chance to claim this slice of paradise, perfectly situated in East Orleans' vibrant village.

Listed by Daneen Law of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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32 Toms Hollow Lane Orleans MA 02653

Orleans, MA32 Toms Hollow Lane

Price$2,500,000

Est. Mortgage: $/month

MLS Number 22303403

  • Residential
  • Bathrooms Total Decimal 2.5
  • Half Baths 1
  • Full Bath 2
  • Bathroom 3

Charming cozy home on three acres of waterfront on Little Pleasant Bay. Expansive views from your deck across a private sandy beach and out to the bay and ocean beyond. Terrific access for boating, sailing, and kayaking. The modest home has an open plan on the main level encompassing 1300+ sf. Fireplaced living room, dining, breakfast nook, and kitchen flow out to a spacious deck for grilling. Large bedroom with private bath and walk-in closet. In the finished walk-out basement you'll find an additional 1100+ sf with two beds, a full bath, and an additional living area. A delightful and simple Cape Cod getaway with some of the prettiest views you'll find. (Sale includes a 3 acre portion of the 4.1 acre property addressed as 32 Toms Hollow Lane, which 3 acre portion will be created by Approval Not Required Plan approved by the Orleans Planning Board prior to closing.)

Listed by Eric Ehnstrom of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 Ocean Road Orleans MA 02653

Orleans, MA6 Ocean Road

Price$1,895,000

Est. Mortgage: $/month

MLS Number 22303357

  • Residential
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 3
  • Full Bath 2

Nauset Heights is one of the most coveted areas on Cape Cod. This quiet enclave is nestled on a bluff between the Atlantic and Nauset Inlet, with multiple access points to each, including a private association stairway to legendary Nauset Beach and miles of National Seashore. In the Inlet you will find boating, paddleboarding, shell fishing, and sheltered beaches perfect for children. If you appreciate modern design, inspiring architecture that celebrates the landscape, and an incredible location, then this extraordinary Nauset Heights property is calling your name. The large private lot planted with flowering shrubs and fruit trees greets you and reveals itself as you experience the house. From the entry, you glimpse a soaring interplay of angles and light that draw you upward, with a few steps to a large primary bedroom featuring an ensuite bath and private deck. Continue up another half flight to a landing where a 2-story window frames the view of the rolling lawn and sky like a piece of art that changes from hour to hour, season to season. Another few strides lead you to the dramatic great room with over 180 degrees of windows offering peeks of ocean and wide vistas across the Heights and Nauset Marsh to the Eastham headlands, where Nauset Light winks at night. After a day at the beach, bask in the sea breezes, the sound of the waves, sit and read a book on the upper deck while the birds visit you. Surrounded by this natural beauty, the world is your oyster. Beloved and beautifully-maintained family home, first time on the market.

Listed by Sarah Keith of eXp Realty,LLC

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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539 S Orleans Road Orleans MA 02653

Orleans, MA539 S Orleans Road

Price$1,099,000

Est. Mortgage: $/month

MLS Number 22303450

  • Residential
  • Bedrooms 3
  • Full Bath 1
  • Bathroom 2
  • Bathrooms Total Decimal 1.5

Peaceful Paradise...This exquisite rambling 1/2 Cape was built as a stunning reproduction home with all of the charm and character of yesteryear and the important amenities and comforts of today. The Great room greets you with soaring ceilings, magnificent post and beam construction and a wonderful stone fireplace. Walls of glass, and multiple skylights usher in the natural light and offer beautiful views of the tranquil and serene setting. Wide pine floors, attractive built-ins and charming touches are evident throughout. An upscale country kitchen, impressive dining room, full bath and fireplaced bedroom round out the first floor. The second floor and finished walk out lower level offer additional bedrooms, home office and bonus living space for all. Surrounded by lush landscaping, a seasonal pond, gardens and impressive stonewalls, the backdrop is set for hours of fun and relaxation on the lovely patios and wraparound deck. Step inside this picture perfect property and enjoy the beauty of a well crafted home.

Listed by Lisa Adams and Amber Dauphinais of Orleans Village Properties,LLC

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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184 Quanset Road Orleans MA 02653

Orleans, MA184 Quanset Road

Price$2,995,000

Est. Mortgage: $/month

MLS Number 22303283

  • Residential
  • Parking Spaces 6
  • Full Bath 4
  • Bathrooms Total Decimal 4.5
  • Bathroom 5

Beautifully sited on an elevated lot surrounded by Conservation, the arrival to this exceptional home is as captivating as it is impressive. This special residence was thoughtfully designed on the property to afford exquisite front and back gardens, a level yard w/ heated 18 x 44 Gunite pool, oversized 2-car garage, multiple decks & patios, and overlooking Quanset saltmarsh. Inside, this home is elegant yet comfortable, and the layout easily accommodates two or twenty! The kitchen is bright and well-equipped while the open floor plan offers room to spread out; making entertaining a breeze. Inviting living room w/soaring ceilings & triple sliders to the deck shares a see-through fireplace w/ the dining room. The first floor also features a delightful screened porch, office, and luxurious en-suite w/sliders to a private deck. Upstairs there are 4 bedrooms, two baths, and custom loft area. Nicely finished walk-out lower level offers additional 1180 sq feet w/media/game room, exercise room, 6th BR and full bath. Steps away from landing on Quanset Pond leading to Pleasant Bay. Don't miss this Orleans oasis and hidden jewel!

Listed by Lori Jurkowski of Kinlin Grover Compass

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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35 Brick Hill Road Orleans MA 02653

Orleans, MA35 Brick Hill Road

Price$1,650,000

Est. Mortgage: $/month

MLS Number 22303245

  • Residential
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 3
  • Full Bath 2

This is a must see in East Orleans. Located 1 mile from Nauset Beach, fronting Beach Road, this 1.56 acre lot sits on a country lane. The house is set back and private, ready for you to enjoy Cape Cod living. There is a first floor primary bedroom A welcoming entry way leads to the living areas. A large deck and patio area extend the full length of the house in the back. An ideal area to relax, unwind and enjoy the beautiful backyard. An outdoor shower makes for a perfect end to a wonderful Nauset Beach day. A unique feature is the 2 garage areas on the back side of the house. You can easily store and access beach and boating supplies, yard equipment and deck furnishings. There is a generator and an irrigation system. Perfect to keep everything handy to enjoy a Cape Cod summer. In addition, this is the perfect spot in East Orleans to live your Cape Cod dream. Come take a look at this warm, welcoming home today.

Listed by Mary A Lyttle of Beach Road Properties

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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16 Briar Spring Road Orleans MA 02653

Orleans, MA16 Briar Spring Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 22303041

  • Residential
  • Bedrooms 4
  • Full Bath 4
  • Bathroom 4
  • Bathrooms Total Decimal 4

This timeless 4 BR 4 BA Cape set on a level 3/4 acre is located in a wonderful neighborhood. The yard is stunning; with perennial gardens, hydrangeas & flowering shrubs, roses, and cedar trees. There's room for a pool in the enchanting back yard that also includes a gazebo & garden shed. This truly feels like unspoiled Cape Cod in a country setting, yet only a mile to Main Street in East Orleans and 2 miles to Nauset Beach. In 2016 this home was nicely updated with new kitchen, baths, A/C split systems, refinished floors and much more. There is a 2-room master en-suite, plus a guest en-suite on the first floor, and 2 more bedrooms & bath upstairs. Nice kitchen w/dining nook, plus lovely formal dining room w/bay window. Large living room w/fireplace and built-ins. Partial basement w/washer & dryer. Outside shower, and plenty of parking for friends and family. Would also make a super rental investment property. Don't miss this one-of-a-kind home in a magical setting!

Listed by Lori Jurkowski of Kinlin Grover Compass

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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84-82 Main Street Orleans MA 02653

Orleans, MA84-82 Main Street

Price$1,899,900

Est. Mortgage: $/month

MLS Number 22302877

  • Residential
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 5
  • Full Bath 2

From an exterior gander it's like you've stepped back in time to 1830 with this classic Antique Greek Revival. Looks may be deceiving here. There has been extensive restoration and new construction throughout this 5 bed/3 bth property, not an ounce of character was lost. The grace of King's Board flooring leads you through the many quaint rooms in the front of the house. The brand new kitchen and added family room will delight larger families or those who entertain. The primary suite sits atop a large private office/sitting room & modern bath. Large glass windows span out across the rear wall giving way to views over the Town Cove. This offering includes the main house #82 and the adjacent lot #84. Enjoy tranquility on the screened porch or back deck. Walk to Friend's Market, Snow Library, La Bella Vita Restaurant, Mahoney's Atlantic Grill and many other spots in this vibrant village. The charming location in downtown Orleans provides direct access to walks on Main Street's sidewalks. Spend your 4th of July enjoying the parade without getting in a car. Nauset and Skaket beaches are a quick five minute drive. The smell of salt air will remind you you're truly home on Cape Cod.

Listed by Andrea R Besse of Gibson Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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30 Hayward Lane Orleans MA 02653

Orleans, MA30 Hayward Lane

Price$6,299,000

Est. Mortgage: $/month

MLS Number 22302779

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 4
  • Full Bath 4

Waterfront in East Orleans! Welcome to the exquisite 30 Hayward Lane located in one of the most coveted neighborhoods on Barley Neck. Complete privacy on 1.9 acres with over 250 feet of waterfront on Little Pleasant Bay. This gracious residence boasts over 5200 sf of luxurious living space with multiple areas for entertaining all with commanding water views! The palatial first-floor primary bedroom has its own wing of the house including a sitting area with fireplace, office space and, of course, those mesmerizing water views! Amber colored wide-pine floors, beamed ceilings, cozy fireplaces and large bedrooms, the house is a welcome haven, warm as well as elegant.Take your boat for a day of fishing or exploring the islands in Pleasant Bay. Head out to the ocean for the big fish or whale watching, this location has access to the best water on the Cape. Talk to the Harbormaster because you won't have to wait for a mooring! Swim, kayak, paddle board or rake shellfish all from the private path to the water's edge. This property is the epitome of coastal living and a legacy to share with generations of family and friend

Listed by Leona W Bicker of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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32 Areys Lane Orleans MA 02653

Orleans, MA32 Areys Lane

Price$4,200,000

Est. Mortgage: $/month

MLS Number 22302640

  • Residential
  • Half Baths 1
  • Bathroom 4
  • Full Bath 3
  • Bathrooms Total Decimal 3.5

Custom built contemporary with stunning views of Areys Pond and Namequoit River. Open style living, vaulted ceilings, large windows and hardwood floors throughout. Unique architectural details and superb craftsmanship make this property both innovative yet classic. The 4,222 square feet of living space allows plenty of room to spread out! A beautiful chef's kitchen includes a Wolf range and SubZero refrigerator. Entertain with ease on the elevated, spacious deck and terraced patio, surrounded by gardens and mature plantings. Sip your morning coffee or a cocktail on the peaceful screened porch, which boasts a beautiful stone fireplace. Retreat to a large primary en-suite with vaulted ceilings, gas fireplace and water views, while 2 generous sized guest rooms offer privacy and exterior access on the lower level. Only steps away is deeded ownership in a private landing on Areys Pond - perfect for boating, fishing or kayaking to the Namequoit River. This home also features a private dock with deep water access to Little Pleasant Bay and the Atlantic Ocean. Nestled in the prestigious Mayflower Point neighborhood, this exclusive area of Orleans presents the best the Cape has to offer!

Listed by David J Dubuque of EXIT Cape Realty

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$
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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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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 Chatelain Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Chatelain Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated September 26, 2023 5:23 AM EDT. All properties are subject to prior sale, changes, or withdrawal.

Chatelain Real Estate 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.