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

$2,795,000

3 Beds ⋅ 2 Baths ⋅ 73570685 MLS

Waterfront with a dock on Town Cove in Orleans! This well built meticulously maintained 3 bedroom 2 bath Cape has sweeping water views from every room! With high ceilings and oversized windows the water view commands attention; meanwhile the rear deck and patio encourage outdoor living. The detached garage with loft is a good spot for future expansion. This house has been beautifully cared for. All the important updates are done. The back yard has room for a pool. The septic is in the front yard and has been recently replaced. There is a generator and central AC. This home has room all the way around for expansion. Dock is private and yes a boat can be tied up to it; the water is approx 2.5 to 3 feet at dead low tide. Owned by the same family for the past 50 years; opportunities like this don't come along often. Come see this beautiful spot!

21 Ruggles, Orleans

Listing courtesy of Listing Agent: Beth Ryan from Listing Office: Compass.

$1,949,000

73573543 MLS

One of the best properties of the Lower and Outer Cape housing 3 businesses in one of the best locations on the Lower and Outer Cape. Two of these businesses with extraordinary and unlimited upside potential are included in the purchase price. They are the the famous Trees Gallery and The Photo, Art and Framing Shop. The third business is a very reputable, successful and well established business that will continue to lease from the owner. This is really and extraordinary opportunity for the right person who will be able to take this property and businesses to an extraordinary level. The owners may consider helping with the financing for a period of time for a qualified buyer. Get in touch to learn more about this extra ordinary opportunity.

60 Ma-6a, Orleans

Listing courtesy of Listing Agent: Nat Santoro from Listing Office: Kinlin Grover Compass Commercial.

$555,000

2 Beds ⋅ 1 Baths ⋅ 73573378 MLS

What a fabulous location - just a ½ mile to Town and a mile to Rock Harbor! This charming 2-bdrm bungalow captures the quintessential character of old Cape Cod featuring an original craftsman style interior. The sunny living room showcases a bank of windows, hardwood floors and opens to a spacious front deck - perfect for relaxing and watching the world go by! The comfy dining room offers hardwood and built-ins while the sizeable kitchen is complimented with a spacious pantry. Two bdrms and a full bath complete the main level. The full, dry basement and attic provide abundant storage while the pretty, mature yard offers plenty of space for gardening and outdoor enjoyment. A new 3-bdrm septic is currently being installed. A great opportunity to give this property your own personal touches.

43 Namskaket Rd, Orleans

Listing courtesy of Listing Agent: Tracey Oringer from Listing Office: Kinlin Grover Compass.

$3,395,000

4 Beds ⋅ 3 Baths ⋅ 73571797 MLS

Nestled on a spectacular 1.63-acre waterfront lot overlooking the serene waters of Rachel Cove, this exceptional property offers a rare combination of privacy, natural beauty, & extraordinary expansion potential. The beautifully sunlit custom home is situated in one of Orleans' most sought-after areas & is complemented by previously approved plans for a pool & guest house, which have since expired but may be resubmitted subject to current approvals & building requirements. Adding to its remarkable appeal, the sale includes an adjoining 1.78-acre waterfront parcel featuring approximately 335 ft of water frontage, creating a breathtaking estate setting with endless possibilities. Expand the existing residence to add additional bedrooms & living space, create a luxurious outdoor entertainment oasis w/ an expansive pool & patio area, & construct a substantial guest house to accommodate family & friends. Kayak directly from your property through Rachel's Cove to Nauset Harbor & the Outer Beach, dig a bucket of clams or simply relax & enjoy your own waterfront paradise. The property's natural landscape presents an exciting opportunity to collaborate with Conservation on the removal of invasive species, potentially opening up even more magnificent views across Rachel's Cove. With nearly 3.4 acres of combined waterfront land, this is a rare and truly unique opportunity.

6-12 Snow Way, Orleans

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

$315,000

1 Beds ⋅ 1 Baths ⋅ 73561879 MLS ⋅ ['Old Colony'] BLDG.

Overlooking Cape Cod Rail Trail. Thoughtfully appointed 1 BR, 801 sf of comfortable, single level living. Open, spacious LR & Din Area with slider to 13' deck. Lge bedrm fits king size bed with walk-in closet & access to deck. Remodeled bath showcases enlarged shower & excellent lighting. In unit stackable washer/dryer in hallway closet. 3rd flr with elevator access. Assigned parking immediately adjacent to the bldg. Positioned at rear of complex offering quiet setting removed from the bustle of Orleans Center...just 5-10 min walk to shops & dining. Professionally managed with monthly association fee of $453/mo. Pool and Clubhouse just steps away. Tastefully decorated and offered fully furnished with limited exclusions.

54 Old Colony Way Unit U, Orleans

Listing courtesy of Listing Agent: Robert Sheldon from Listing Office: RE/MAX Real Estate Center.

$3,950,000

4 Beds ⋅ 4 Baths ⋅ 73557823 MLS

46 Beach Road is a truly one-of-a-kind custom estate thoughtfully set back 400 feet from the road in a private setting where East meets West. Exceptional craftsmanship, sophisticated engineering, and timeless Japanese-inspired design melded with traditional Cape Cod character come together to create an extraordinary living experience. Thoughtfully built with uncompromising attention to detail, this remarkable property offers luxurious living across the main residence, a beautifully finished studio apartment, and an impressive two-story barn, all set within professionally landscaped grounds just moments from Orleans ocean and bay beaches, boating, village shopping, and fine dining. Designed to inspire a sense of calm and connection, the home blends natural materials, clean architectural lines, and carefully curated spaces that encourage both relaxation and effortless entertaining. Strand-woven bamboo flooring, radiant heated floors, custom built-ins, premium Andersen windows, recessed accent lighting, and a whole-house vacuum system reflect the home's exceptional quality throughout. At the heart of the residence is anextraordinary chef's kitchen featuring Sub- Zero refrigeration, Wolf appliances, Miele dishwasher, wine coolerand storage, and a striking custom glass-topped island breakfastarea. The full-sized slate patio is easily accessible from the kitchen as a natural overflow for entertaining. It has built in decking for seating as well as a natural gas hookup for a grill. The adjoining living spaces flow seamlessly while maintaining a warm, intimate atmosphere created through thoughtful lighting, custom millwork, and carefully framed views. One of the home's most distinctive features is its authentic Japanese tatami tea room, crafted with authentic Shoji screens, genuine rice straw mat flooring, handcrafted cherry wood details, a traditional tokonoma alcove featuring an imported tokobashira pole from Japan,staggered shelving, and an elegant custom table sourced from Japan. The space creates a peaceful focal point offering a quiet retreat for meditation, reading, conversation, or simply escaping the pace of everyday life or for serving cocktails before diner. In addition to the tea room, a tranquil interior Zen Garden illuminated by skylights welcomes you as you come through the front entrance. The primary suite continues the home's wellness-inspired design with a spa-quality Japanese bath featuring an open walk-in shower, BainUltra soaking tub,

46 Beach Rd, Orleans

Listing courtesy of Listing Agent: Sandra Milano from Listing Office: REMAX Executive Realty.

$2,999,999

5 Beds ⋅ 5 Baths ⋅ 73560573 MLS

Let your Cape Cod story begin at ''Fields Cove'' - an extraordinary waterfront retreat where sweeping views of Frost Fish Cove, surrounding conservation land, ever-changing tidal waters, abundant wildlife, and spectacular light create one of Orleans' most captivating settings. Tucked away on nearly two private acres, Fields Cove offers a rare opportunity to own a destination estate - yet moments from the best of Cape Cod. Fields Cove is a resort-like setting for your special Cape Cod experience. Lose track of time luxuriating in the waterfront heated pool and launching kayaks and paddle boards from your own private water access. Watch ospreys and herons glide overhead, see otters surface in the cove, and hear only birdsong from the property's many decks, patios, and landscaped gardens. As the tide ebbs and flows, enjoy views of boats sailing to Pleasant Bay. Each season paints a new coastal masterpiece outside your windows. Designed for large gatherings while still providing privacy, this home features multiple living areas, three primary suites, two kitchens, five full baths, and thoughtfully designed spaces where family and guests can celebrate together--or slip away with a favorite book and a view. Extensively renovated and improved, the residence blends Cape Cod charm with modern comfort and exceptional craftsmanship throughout.Whether envisioned as a multi-generational retreat, luxury vacation home, year-round residence, or investment property with an established rental history, Fields Cove offers a lifestyle rarely found on Cape Cod. Its unique blend of privacy, beauty, and tranquility has attracted admirers from around the world--including a Hollywood mega-star who chose Fields Cove for a private stay and left raving about the experience.If you venture beyond your sanctuary, you'll appreciate walkable access to Kent's Point Conservation Area, Namequoit Sailing Association, Crystal Lake, and Pleasant Bay, with beaches and landings for swimming, kayaking, paddle boarding, and boating in some of the Cape's most treasured natural landscapes. Fields Cove is where cherished memories are made and your Cape Cod dream can begin.

58 Keziahs Ln, Orleans

Listing courtesy of Listing Agent: Cape Island Estates Group from Listing Office: Christie's International Real Estate Atlantic Brokerage.

$1,699,000

5 Beds ⋅ 4 Baths ⋅ 73560125 MLS

Beautifully renovated inside and out! This home is the epitome of Cape Cod pride. Boasting five large bedrooms, three and a half baths, and the essential first-floor living. An extensive home renovation including, remodeling all bathrooms down to the studs, custom cabinetry throughout, all new windows and exterior doors, refinished hardwood floors, tastefully designed kitchen with quartzite countertops and stainless steel appliances. This house is also equipped with a new hot water heating system, central A/C, elegant front and back hardscaping, and hooked up to town water! A versatile location close to Sunken Meadow Beach, yet also an easy drive to Nauset Light Beach, one of Cape Cod's most famous ocean side beaches. A short distance to shopping, restaurants, the Cape Cod Rail Trail, the Wellfleet Drive-In Theatre, and more. So much value has been added to this property making it a top contender for those looking for a new Cape Cod residence, vacation home, or rental investment. The most valuable asset is peace-of-mind, come fall in love with this home and move right in!

160 Quail Cover Lane, Orleans

Listing courtesy of Listing Agent: Matthew Burger from Listing Office: Kinlin Grover Compass.

$399,999

3 Beds ⋅ 1 Baths ⋅ 73555563 MLS ⋅ ['Nauset Village'] BLDG.

Nauset Village belongs to a quieter Cape Cod--a time of screen doors slapping shut, salt-crusted skin, and evenings measured by light turning amber over the pines. Arriving at Unit 2, affectionately known as ''East Watch,'' you sense an immediate shift in the air. Set where village life yields to the National Seashore, this 1935 cottage offers 588 square feet of remarkably finished space. The 3-bedroom layout is an uncommon find in Orleans, providing true flexibility and strong income potential. Full-size appliances--including an electric range, dishwasher, and stackable washer/dryer--add real-world comfort and value. Inside, cathedral ceilings and skylights flood the living space with light. 2023 windows protect from the elements while 2021 mini-splits keep summer nights cool. In the dining area, a fireplace was removed to make room for new sliders onto a private composite deck. Outside features include a paver patio, outdoor shower, new siding, shed, and a blue stone parking pad. Open April-October, come drop anchor where mornings bring first light over the ocean and evenings fade softly across the bay flats.

319 S Orleans Rd Unit 2, Orleans

Listing courtesy of Listing Agent: Erin Terkelsen from Listing Office: LPT Realty, LLC.

$2,125,000

4 Beds ⋅ 4 Baths ⋅ 73552043 MLS

Privately sited on a beautifully landscaped 1.11-acre corner lot in desirable South Orleans, this custom-built Cape offers timeless craftsmanship, exceptional privacy, & a remarkably flexible floor plan designed to adapt through every stage of life. Whether enjoyed as a weekend retreat today or a full-time residence in the years ahead, this is a home created for effortless entertaining, quiet retreat, & years of memorable gatherings. Built in 2002 & meticulously maintained by its original owners, the residence offers more than 3,200 square feet of thoughtfully designed living space, including 4BRs, 3 full & 1 half BAs, an oversized attached 2-car garage, & an expansive unfinished lower level offering outstanding potential for future recreation, fitness, hobbies, a workshop, or abundant storage, One of the home's most distinctive features is its private flex suite, accessible both through the main residence and its own entrance via the mudroom. Complete with a BR, living area, & full BA, this exceptionally versatile space is ideal for extended guests, multigenerational living, private home office, creative pursuits, or other evolving lifestyle needs. At the heart of the home, the dramatic living room is anchored by soaring coffered ceilings, custom built-ins, & gas fireplace, creating an inviting gathering space for everyday living & special occasions alike. An enclosed sunroom extends from both LR & private first-floor primary suite, opening onto an expansive terrace surrounded by mature gardens & thoughtfully designed outdoor living areas. The spacious eat-in kitchen features cherry cabinetry, granite countertops, generous pantry & laundry space, & easy access to the terrace, while a separate formal dining room provides an elegant setting for intimate dinners & festive celebrations.The 1st-floor primary suite offers the ease of single-level living, while 2 generously sized guest bedrooms upstairs share a Jack-&-Jill bath, providing comfort & privacy for visitors. Additional highlights include a new radiant heating system, multiple newer mini-split systems, outdoor shower, private irrigation well, & mature landscaping. Ideally located near Pleasant Bay, scenic walking trails, town landings, & destination shops & restaurants, the property offers a rare combination of privacy, flexibility, and enduring quality. Thoughtfully designed for the way people live today—& the lives they envision tomorrow—this home will serve beautifully for years to come.

2 Huckleberry Dr, Orleans

Listing courtesy of Listing Agent: Frances Schofield from Listing Office: .

$899,999

3 Beds ⋅ 3 Baths ⋅ 73552804 MLS

Experience the quintessential Cape Cod lifestyle in this beautifully maintained 2005-built home, perfectly positioned in the desirable East 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 connephase 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.Directions: rte 28 to rte 6A to Main St

189 Main, Orleans

Listing courtesy of Listing Agent: Sheri Valeri from Listing Office: Jack Conway Cape Cod - Sandwich.

$1,400,000

3 Beds ⋅ 3 Baths ⋅ 73546057 MLS

Exceptional craftsmanship, forward-thinking efficiency, & a premier Orleans location come together just ½ 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 ¾ 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.

3 Bay Wood Drive, Orleans

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

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