Orleans Real Estate

Welcome to Orleans, Massachusetts – a picturesque gem nestled in the heart of Cape Cod. Known for its stunning coastal landscapes and charming New England allure, Orleans offers a unique blend of natural beauty, rich history, and vibrant community life. With its pristine beaches, such as Nauset Beach and Skaket Beach, residents and visitors alike revel in the sun-soaked shores and breathtaking sunsets that define this coastal paradise.

Orleans boasts a variety of outdoor activities, making it a haven for nature enthusiasts. Explore the scenic trails of the Cape Cod National Seashore, or take a leisurely stroll along the tranquil waters of the Orleans Town Cove. The region is also renowned for its excellent fishing, boating, and kayaking opportunities, providing endless adventures for those who love the great outdoors.

The town's charming downtown area features a delightful mix of boutique shops, art galleries, and local eateries, where you can savor the flavors of fresh seafood and farm-to-table cuisine. Orleans is not just a destination; it’s a community that celebrates its rich maritime heritage, with events and festivals that bring residents together throughout the year.

Families will appreciate the quality of life in Orleans, with top-rated schools and a welcoming atmosphere. Whether you’re seeking a seasonal retreat or a year-round residence, Orleans offers a peaceful, family-friendly environment that feels like home. Discover the beauty and charm of Orleans, where every day is a celebration of coastal living at its finest. Come explore your future in this enchanting town!

Newest Listings in Orleans

$969,000

3 Beds ⋅ 2 Baths ⋅ 22603529 MLS

Welcome to 28 Greymoor Way in the heart of East Orleans, Ideally situated on a quiet cul-de-sac just a 1/2 mile from Nauset Beach. Whether you are looking to spend your days relaxing on one of Cape Cod's most iconic beaches or exploring the dunes with your ORV this location offers the very best of coastal living. Set on .46 acre lot this 3 bedroom 2 bath 1,730 sq foot home provides convenient access to shopping, restaurants, golf and highway access while maintaining the privacy and tranquility that makes East Orleans so desirable. A standout feature is the detached barn, complete with artists studio and additional storage offering endless possibilities. Preserve it as a creative retreat, transform it into a yoga studio or fitness studio, or explore as a potential (ADU), subject to local approvals. This property is being offered ''as is'' , presents and exceptional opportunity for the next owner to reimagine and personalize a special Cape Cod retreat. Bring your vision and create a home that will be enjoyed for generations. Septic inspection has failed and buyer is to assume ...

28 Greymoor Way, Orleans

$2,235,000

4 Beds ⋅ 4 Baths ⋅ 22603497 MLS

FIRST offering. Beautifully crafted, impeccably maintained custom-built residence is privately sited on 1.11 acres in a coveted neighborhood near Pleasant Bay, conservation trails, & just minutes from both Orleans and Chatham village centers. Home offers spacious 1st floor primary suite, generously sized living spaces, private guest suite, oversized garage, and exceptional quality throughout. Timeless design with an outstanding location make this a property not to miss. Improvements just completed in preparation for its debut. Professional photography & additional details coming soon.

2 Huckleberry Drive, Orleans

$2,395,000

4 Beds ⋅ 4 Baths ⋅ 22603423 MLS

Nestled in one of East Orleans' most sought-after neighborhoods, this exceptional property offers a rare combination of privacy, nearly an acre of beautifully maintained grounds, and coveted deeded rights providing access to the waters of Pleasant Bay. Whether launching a kayak, canoe, or rowboat, accessing a mooring (subject to Orleans Harbormaster approval), or simply enjoying life by the water, this is Cape Cod living at its finest.Designed for both relaxed coastal living and effortless entertaining, the residence offers approximately 3,700 square feet of thoughtfully designed living space, including four bedrooms, three full baths, one half bath, and a spacious laundry room. The thoughtfully designed floor plan features a private bedroom wing on the main level, separate from the primary living spaces, while a private guest suite above the attached two-car garage offers an ideal retreat for family and guests.Enjoy the ease of one-floor living with generously proportioned rooms, including a beautiful step-down living room with a wood-burning fireplace, a cozy family room with a gas fireplace and custom built-ins, and a bright, inviting sunroom overlooking the private backyard

15 Hayward Lane, Orleans

$279,500

22603412 MLS

Ten Yen represents an established sushi & bar restaurant operation strategically positioned in the heart of Orleans. This premium dining establishment has developed a distinguished reputation as a leading sushi destination on Cape Cod, serving both the local community and the region's substantial visitor market. .Operational Infrastructure: Open-concept dining room accommodating 20 guests, licensed to seat 40 guests. Full-service bar with integrated seating Complete commercial kitchen facilities Dedicated food preparation area On-site storage capabilities Ample public parking availabilityThis turnkey opportunity offers an incoming owner the ability to acquire a fully operational restaurant with proven market acceptance & comprehensive infrastructure. The combination of prime location, operational excellence, and market reputation positions this establishment as a premier acquisition opportunity in the Cape Cod dining market.Make your Cape Cod dream a Reality in 2026.

56 Main Street, Orleans

$1,775,000

3 Beds ⋅ 3 Baths ⋅ 22603350 MLS

Beautiful Waterviews: Experience the quintessential Cape Cod lifestyle in this beautifully renovated antique home, where timelesscharm meets modern comfort. The updated kitchen and beautifully remodeled baths blend seamlessly withthe home's original character, while stunning fir floors add warmth and elegance throughout.Enjoy picturesque views of sparkling, saltwater Paw Wah Pond and Pleasant Bay beyond. Designed for bothrelaxation and entertaining, the home features a spectacular great room perfect for gatherings, awelcoming front porch, and a private patio overlooking the natural surroundings.Set at the end of quiet Namequoit Road, this exceptional property is surrounded by conservation land andnatural beauty, with walking trails leading to the beach just steps away. Additional highlights include adetached one-car garage, storage shed, outdoor shower, fire pit, and the peaceful privacy that makes this atruly special Cape Cod retreat.

152 Namequoit Road, Orleans

$2,500

22603318 MLS

139 Route 6A in Orleans offers 1,250 SF of functional office-style space in a well-recognized Route 6A building with strong local visibility, classic Cape Cod curb appeal, and a peaceful rear setting overlooking Boland Pond. The space is well-suited for professional office, consulting, wellness, creative, service-based, or boutique commercial use. The property combines a highly accessible Orleans location with a comfortable interior layout featuring reception space, open work areas, private rooms, hardwood flooring, natural light, and flexible areas for staff, clients, or customer-facing operations.

139 Massachusetts 6a, Orleans

$1,995,000

3 Beds ⋅ 4 Baths ⋅ 22603243 MLS

Experience the best of East Orleans living, just 1.7 miles from Nauset Beach. Nestled in the sought-after Briarwood neighborhood, known for its picturesque cherry tree-lined streets and no through traffic, this beautifully renovated coastal retreat offers the perfect blend of luxury and investment potential. With over $485,000 in recent improvements, the home features a stunning new chef's kitchen with Thermador appliances, hardwood floors throughout, renovated baths including a new first-floor primary bath, first-floor laundry, finished lower level with full bath, recreation space and mini-split, plus an additional mini-split in the bonus room over the garage. Outside, enjoy a private backyard oasis with a new heated saltwater pool and hot tub/spa, professional landscaping, irrigation, white privacy fence, outdoor shower and oversized shed. With over $139,000 in gross Summer 2026 rental income already booked, this turnkey East Orleans home is ready to enjoy. Furnishings are negotiable.

9 Fox Ridge Drive, Orleans

$1,800,000

22603211 MLS

Prime Commercial/Industrial Flex Space~Unlock the potential of this exceptionally maintained commercial property located in a highly accessible area of Orleans. Perfectly situated for businesses requiring robust storage, manufacturing, or service operations, this facility offers a rare combination of industrial capacity and professional office amenities. Versatile and Expansive Workspace~This property is designed for efficiency and scale, currently utilized for secure boat storage--a testament to its substantial size and high ceiling clearance.Dual Service Bays: Benefit from two large service bays (40x60) with high doors (14x14), providing easy ingress/egress for large vehicles, equipment, or extensive inventory.Dedicated Workshop: A separate workshop area offers the perfect environment for production, repair, or dedicated project space.Professional Offices: Transition effortlessly from the shop floor to client meetings with dedicated, comfortable office spaces.Amenities: The building includes 1.5 bathrooms for staff and customer convenience. Washer and dryer available.Superior Storage~Logistics are streamlined with abundant space both inside

9 Rayber Road, Orleans

$1,595,000

3 Beds ⋅ 3 Baths ⋅ 22603208 MLS

Exceptional craftsmanship, forward-thinking efficiency, & a premier Orleans location come together just 1/2 mile from Pleasant Bay. Built by renowned Cape Associates, this beautifully maintained 3-bedroom, 3-bath home offers approximately 2,432 sq. ft. across three thoughtfully designed levels. The open main living area features a spacious living room, dining area, & well-appointed kitchen that flows to an expansive deck overlooking the private yard. Upstairs, the primary suite includes a walk-in closet, private balcony, & en suite bath, with two additional bedrooms and a full bath nearby. The lower level adds flexible space for a media room, office, gym, or guests. Set on over 3/4 acre with professional landscaping, a stone patio, and multiple outdoor living areas, the home is ideal for entertaining or relaxing after a day by the bay. A 5-kW solar array, solar hot water, spray foam insulation, HRV ventilation, MERV 16 filtration, Energy Star lighting, sustainable materials, & a HERS Index of 28 deliver exceptional comfort and remarkably low operating costs. Gold-certified and in excellent condition, this is a rare Orleans offering where quality, location, & efficiency align.

3 Baywood Drive, Orleans

$949,000

3 Beds ⋅ 3 Baths ⋅ 22603079 MLS

Experience the quintessential Cape Cod lifestyle in this beautifully maintained 2005-built home, perfectly positioned in the desirable Orleans Village. Whether you are looking for the vibrant energy of Main Street in the summer or the peaceful serenity of the off-season, this home puts you exactly where you want to be. Ideally located just a short drive from the iconic Nauset Beach, this property is a gateway to the best of the Cape--from swimming and kayaking to scenic biking trails. Inside, the home is flooded with natural light from every angle. The open-concept design flows seamlessly from the kitchen and dining area to the living room, anchored by a cozy fireplace for those cool coastal evenings. The layout is perfect for entertaining, with a private deck overlooking a spacious backyard for summer grilling. Practicality meets comfort with a versatile finished basement offering extra space for guests, a convenient main-level laundry, and three full baths. Additionally, this home is fully prepared for the town sewer connection (Phase 2), Home also features a finished basement for guest quaters. The home also has room for expansion for large addition or pool and guest house.

189 Main Street, Orleans

$1,049,000

3 Beds ⋅ 2 Baths ⋅ 22602994 MLS

This beautiful Cape-style home provides a perfect balance of modern luxury and tranquil Cape Cod living. Situated on nearly an acre of land, the property boasts views of Lily's Pond with direct water access right from your own expansive backyard.Completely gutted to the studs in 2024 and meticulously renovated, the home blends high-end, designer finishes with everyday coastal conveniences, making it an ideal year-round residence or a worry-free summer escape.Key Features & Amenities:Inviting Open-Concept Interior. The main living spaces feature beautiful solid wood beams, new hardwood flooring, Andersen 400-series windows, a cozy wood-burning fireplace, and Velux skylights equipped with solar-powered shades.Designer Kitchen: Fully upgraded with new KitchenAid stainless steel appliances, premium Cambria quartz countertops, and a striking full-height quartz backsplash.Thoughtful Conveniences: Features an integrated central vacuum system with a retractable hide-a-hose reaching both floors, and a dedicated first-floor bath that includes a GE all-in-one washer and dryer.Mechanical & Efficiency Upgrades: Soundproofed and insulated interior walls ensure comfort and privacy. Enjoy the comfort of mini-split cooling, high-efficiency boiler with a tankless hot water system, private septic system, town water, and a whole-house (minus the stove) backup generator. The Ultimate Backyard: Walk out across a spacious yard that rolls gently down to the water's edge. Enjoy tranquil days spent paddle boarding, kayaking, rowing, and canoeing right on Lily's Pond.

507 S Orleans Road, Orleans

$595,000

22602962 MLS

Build your Cape Cod dream home on this scenic and buildable parcel overlooking the sparkling waters of Pilgrim Lake, a picturesque 39-acre freshwater kettle pond. Offering a rare combination of natural beauty, privacy, and potential, this exceptional homesite captures tranquil water views and the quintessential charm of Cape Cod living. Whether you envision a year-round residence or a seasonal retreat, the setting provides a peaceful backdrop surrounded by native landscapes, abundant wildlife, and easy access to nearby beaches, conservation trails, and village amenities. An uncommon opportunity to create a custom home in one of Cape Cod's most serene and sought-after environments.

149 Monument Road, Orleans

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