Orleans Real Estate

Welcome to Orleans, Massachusetts—a picturesque gem nestled in the heart of Cape Cod. Known for its charming coastal beauty and vibrant community, Orleans offers a unique blend of small-town charm and modern amenities, making it an ideal place to call home.

Orleans is renowned for its stunning beaches, including Nauset Beach and Skaket Beach, where residents and visitors alike can soak up the sun, enjoy water sports, or simply take in breathtaking sunsets over the Atlantic Ocean. The town’s rich maritime history is reflected in its quaint downtown area, where you’ll find delightful shops, local eateries, and art galleries showcasing the work of talented local artists.

Nature enthusiasts will revel in the abundance of outdoor activities available in Orleans. The town is home to numerous hiking and biking trails, as well as the scenic Cape Cod Rail Trail, which winds through lush landscapes and offers a perfect way to explore the area’s natural beauty. For those who enjoy fishing, boating, or kayaking, the local waterways are a paradise waiting to be explored.

Orleans also boasts a strong sense of community, with year-round events and festivals that bring residents together. From farmers' markets to summer concerts, there’s always something happening in this vibrant town.

With its exceptional schools, family-friendly atmosphere, and a welcoming spirit, Orleans is more than just a place to live; it's a lifestyle. Whether you're looking to settle down in a cozy cottage or a luxurious waterfront home, Orleans has the perfect property waiting for you. Discover the charm of Orleans, where every day feels like a vacation!

Newest Listings in Orleans

$4,295,000

3 Beds ⋅ 4 Baths ⋅ 73594636 MLS

"I WANT A CAPE HOUSE THAT FEELS A WORLD AWAY. I want the driveway to wind through the trees, leave the road behind, and then there it is - our beautiful escape overlooking the water. I want to wake up to amazing views, head down to our own dock, and sail out along the River to Pleasant Bay. I want lazy afternoons on the deck, long summer dinners in a screened porch... and a massive outdoor fireplace for cool nights. And enough room for everyone to be together but without feeling crowded." And here it is. Set high on nearly an acre above saltwater Arey's Pond, this shingle-style home has the feel of a fine yacht, with dazzling views, open gathering spaces, cozy nooks, fir floors, four fireplaces, and a bridge-like upper-level walkway. Great for entertaining, the wet bar in the living room is the mainstay while a delicious meal comes together in the timeless chef's kitchen. Outside, bask in the freedom of your private dock, play some croquet on the back lawn, pick some blueberries for a home-made pie, and spend the evening on the screened porch. Three bedroom suites feel like their own retreats when the day is done. Once you're here, there's really nowhere else you need to be.

32 Areys Ln, Orleans

Listing courtesy of Listing Agent: Sarah Keith from Listing Office: eXp Realty LLC.

$1,600,000

4 Beds ⋅ 3 Baths ⋅ 73591454 MLS

Casual Elegance describes this stunning four bedroom sunlit home in move-in condition with many custom details. An open floorplan meant for entertaining, gleaming hardwood floors, cathedral ceiling living room with fireplace, updated kitchen and newer sunlit sunroom addition will be your favorite room, spacious 1st floor primary bedroom suite has a spa bath & walk-in closet. Privately located in an exceptional area of East Orleans across from conservation which will remain forever with access to acres of walking trails around ponds and natural woodlands. It is just a walk to the village of East Orleans for fine dining & shops and close proximity to Nauset ocean beach for swimming or just relaxing. Offering privacy, comfort and timeless style, this move-in ready residence will bring lasting family memories. Enjoy the Cape Life Style at it's very best in this exceptional home.

41 Captain Curtis Way, Orleans

Listing courtesy of Listing Agent: Alberti Team from Listing Office: Gibson Sotheby's International Realty.

$884,000

3 Beds ⋅ 2 Baths ⋅ 73591122 MLS

Rare multi-family gem in the center of Orleans. Completely renovated and structurally optimized, this legal three-family property offers an unbeatable footprint for rental income or dedicated employee housing. Enjoy total utility independence with separate metering, all-new electrical services, and modern heat pumps for year-round heating and cooling. The main building splits into two exceptional units: a grand two-bedroom lower unit with a cathedral family room and granite/stainless kitchen (delivered vacant), and a bright upper one-bedroom unit with soaring ceilings and private laundry. The additional 452 sq. ft., one-bedroom detached ADU features a kitchen, living room, in-unit laundry, bathroom, and a private deck. It presents a great rental opportunity for investors. Peace of mind comes built-in with a newer 4-bedroom Title V system and no town sewer connection requirements until fall 2029.

24 Old Tote Rd, Orleans

Listing courtesy of Listing Agent: John Mallard from Listing Office: Redfin Corp..

$735,000

3 Beds ⋅ 2 Baths ⋅ 73591098 MLS

Here is your opportunity to break into the Orleans real estate market is here at 147 Harwich Road. This 3-bedroom, 2-bath home offers a versatile floor plan, comfortable living spaces, and a private backyard perfect for relaxing or entertaining. The kitchen, dining, and living areas feature hardwood floors and an easy flow for everyday living. A spacious first-floor bedroom with an adjoining sitting area offers flexibility for a private primary retreat, while two additional bedrooms are located upstairs. The finished walkout lower level provides valuable bonus space for a family room, home office, gym, or guest overflow. Enjoy outdoor living in the private backyard, with room for summer barbecues and gatherings. Whether you're searching for a year-round residence, Cape Cod vacation home, or investment opportunity, this Orleans property is your chance to make Cape Cod your own!

147 Harwich Rd, Orleans

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.

$1,299,000

4 Beds ⋅ 2 Baths ⋅ 73588623 MLS

Tucked away on a quiet, private lane just two-tenths of a mile from Skaket Beach, this four-bedroom, two-bath home was thoughtfully renovated in 2023 and captures the best of Cape Cod living. The upside-down layout places four comfortable bedrooms on the main floor, while the bright, open upper level brings the kitchen and living area together for easy gathering. New decks on both floors extend the living space outdoors, perfect for morning coffee or relaxed summer evenings. After a day at the beach, rinse off in the outdoor shower and unwind in the large, private backyard. It's just minutes from the Cape Cod Rail Trail, Rock Harbor, Nauset Beach, and the shops and restaurants of downtown Orleans. Sold fully furnished, minus a few personal items, so it's move-in and rental ready. A proven vacation rental earning $1,000-$1,250 per night, this home is both a wonderful personal retreat and a smart investment. Enjoy it yourself, rent it out, or do both!

9 Honeysuckle Ln, Orleans

Listing courtesy of Listing Agent: Michelle Ryan from Listing Office: Today Real Estate, Inc..

$314,900

1 Beds ⋅ 1 Baths ⋅ 73588190 MLS

Enjoy the best of Orleans from this beautifully remodeled third-floor condo, featuring a stunning new kitchen with quartz countertops and all new appliances, along with a newly renovated bathroom. The bright, open floor plan creates an inviting space, while newly installed air conditioning adds comfort. Accessible by elevator or stairs, this turnkey property is ready to enjoy. Just steps from restaurants, boutiques, gyms, shopping, and the farmers market, with nearby access to the Cape Cod Rail Trail and close proximity to Skaket and Rock Harbor beaches.

42 Old Colony Way Unit 30, Orleans

Listing courtesy of Listing Agent: Natalia Weiner from Listing Office: Gibson Sotheby's International Realty.

$895,000

7 Beds ⋅ 4 Baths ⋅ 73588103 MLS

Great opportunity in downtown Orleans! This prime investment property boasts a stellar rental history and puts you just moments from shopping, dining, the library, and a Landing on Town Cove. Also enjoy nearby Cape League Baseball games, soccer fields, and the new recreational park that will include basketball, tennis, and pickle ball courts as well as a playground! Popular Bay and ocean beaches as well as the Cape Cod Rail Trail are also not far from this central location. The expansive lawn is perfect for lawn games or winding down by the fire pit, plus there's ample parking for guests. So much room for everyone in this charming home—a 1st floor bedroom, 5 more bedrooms, an adorable playroom, 3 full renovated baths—one on each level, 2 very large dining areas, a kitchen with lots of counter space, living room, family room and a large storage area in the lower level, a deck, and best of all a relaxing front porch! Whether you are looking for a perfectly situated hub for all of your Cape Cod adventures or a lucrative investment, here is your chance to own in the heart of it all! Move-in ready! Buyers/agents to confirm all details.

73 S Orleans Rd, Orleans

Listing courtesy of Listing Agent: Amy Harbeck from Listing Office: Kinlin Grover Compass.

$1,200,000

3 Beds ⋅ 2 Baths ⋅ 73588050 MLS

With its distinctive proportions, inviting south-facing porch, and period detailing, this antique home has an unmistakable sense of character and presence. The L-shaped design and architectural details reflect the craftsmanship of another era, while later additions speak to the home's evolution over time. There is something especially appealing about a property that feels both rooted in its history and ready for its next chapter.Known as the Mayo Home, the property also reflects the area's longstanding connection to the water, including a sailing camp that once operated nearby. Set on generous grounds, the property offers a wonderful sense of space and privacy, with plenty of opportunity to enjoy both the land and the home's unique architectural character.Just beyond the property, Twinnings Pond Trail provides a nearby opportunity to explore the natural beauty of the area, while a public town landing just down the street offers convenient access to the water.A rare opportunity to own an antique home with architectural distinction, generous acreage, and a strong sense of place, this special property is ready to be thoughtfully enjoyed and carried forward for generations to come.

110 Quanset Rd, Orleans

Listing courtesy of Listing Agent: Hayley Nickerson from Listing Office: William Raveis Real Estate & Homes Services.

$3,000,000

4 Beds ⋅ 4 Baths ⋅ 73587830 MLS

Set on two private acres in one of East Orleans' most coveted Barley Neck neighborhoods, 30 Chestnut Drive is an exceptional Cape Cod retreat where refined interiors, resort-style outdoor living, and deeded beach access come together beautifully. Designed for both effortless everyday living and memorable gatherings, the home features four bedrooms and 3.5 baths, including a luxurious first-floor primary suite. The open-concept floor plan is anchored by a beautifully appointed kitchen with a generous center island, high-end appliances, and a butler's pantry. The adjoining living room, with custom built-ins, a charming window seat, and wood-burning fireplace, offers a warm and inviting place to gather, while the four-season sunroom brings the outdoors in throughout the year. A spacious bonus room above the garage provides wonderful flexibility for overflow guests, a home office, or additional recreation space. Outside, the property is truly extraordinary. The pool area feels like a five-star private oasis, surrounded by mature landscaping and generous space for lounging, dining, and entertaining. A private path leads to the neighborhood's deeded beach, making days on the water an effortless part of life here. Adding even more possibility is a separate cottage with electricity and a full foundation, offering exciting potential for conversion to an accessory dwelling unit, subject to Town approvals. Private yet close to the beaches, boating, and village amenities that make East Orleans so special, 30 Chestnut Road offers the space, setting, amenities, and lifestyle today's discerning buyers seek. This is Cape Cod living at its finest..

30 Chestnut Dr, Orleans

Listing courtesy of Listing Agent: Daneen Law from Listing Office: Gibson Sotheby's International Realty.

$949,000

4 Beds ⋅ 2 Baths ⋅ 73587178 MLS

North of 6A and tucked off Rock Harbor Road, this 4-bedroom, 2-bath home offers a classic Orleans setting just a half mile to Rock Harbor--spend your days on the beach, watch the fishing boats return, or take in the 4th of July fireworks. Offering 2,149 sq ft, the home features a spacious living area with wood-burning fireplace and an easy flow to a large deck, ideal for entertaining. A bright 3-season porch adds flexible living space, while the walk-out lower level provides potential for additional finished square footage. Just a half mile to downtown Orleans--enjoy local restaurants, coffee at the Chocolate Sparrow, or access to the Cape Cod Rail Trail. Well-suited for year-round living, a summer getaway, or investment opportunity. Property is currently served by a cesspool. Seller to provide a credit to the buyer toward the installation of the updated septic system, based on the current quoted cost for installation.

2 Shell Ln, Orleans

Listing courtesy of Listing Agent: Leighton Team from Listing Office: Keller Williams Realty.

$326,000

2 Beds ⋅ 1 Baths ⋅ 73585336 MLS

Welcome to Unit 4B, located in Summerset Condos Orleans. Low maintenance living in one of Cape Cod's most desirable coastal towns. This first floor 2 bed unit sleeps 8 and is a perfect blend of comfort and convenience. Ideal for year-round living or a seasonal getaway. Fully furnished and includes high efficiency washer & dryer, barbecue, 4 beach chairs, beach cart, outdoor Crate & Barrel table & 4 poly resin chairs and sleeper sofa with upgraded mattress. Outside, enjoy the benefits of condo living with professionally maintained grounds and a peaceful setting. Worry free, the complex recently updated roof, siding, windows, trim, front door, railings and decking (Trex).Public water & sewer. Approximately a mile from Skaket Beach and moments away from Skaket Corners for shopping. The Cape Cod Rail Trail can be accessed via a path behind the complex. Central to Orleans Village, Nauset Beach, conservation trails, Nickerson State Park, and so much more. A wrap around porch with slider provides ample room for outdoor entertaining/dining and includes a storage container.

190 Route 6a Unit 4B, Orleans

Listing courtesy of Listing Agent: Brenda Bourne from Listing Office: Pleasant Bay Realty.

$1,800,000

4 Beds ⋅ 4 Baths ⋅ 73583172 MLS

Tucked away in a quiet, coveted Orleans neighborhood, this meticulously crafted 4-bedroom, 3.5-bath home, designed with exceptional attention to detail, is just a short stroll to Skaket Beach, providing neighborhood access and proximity to town shops and dining. The bright, open floor plan features a thoughtfully designed kitchen, a fireplaced living room, and a generous dining area ideal for family gatherings. A sun-drenched sitting room offers a welcoming retreat, while the finished lower level adds a family room, bonus room, and half bath with direct outdoor access. The attached two-car garage includes finished space and a bath above. Outdoors, two decks and a covered patio with a firepit and large-screen TV create an ideal entertaining space. Two versatile outbuildings (one heated) provide room for a studio, office, or workshop. Tastefully updated, this home reflects quality craftsmanship and invites easy Cape living with breathtaking sunsets on Skaket Beach.

7 Hofe Rd, Orleans

Listing courtesy of Listing Agent: Barbara Francke from Listing Office: Kinlin Grover Compass.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Orleans Real Estate

Newest Listings in Orleans

How much is your home worth?

How much is your home worth?