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$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.
$238,177
2 Beds ⋅ 2 Baths ⋅ 73544414 MLS
DEED RESTRICTED AFFORDABLE SALE! APPLICATIONS ARE ACCEPTED ON A FIRST-COME, FIRST-SERVED BASIS. Welcome to 18 West Road in Orleans, a wonderful 62+ active living community with many amenities and a great location. This two bedroom, two bathroom home on the third floor has a brand new refrigerator and washer and dryer, in addition to a parking space, storage space, concierge services, and more! The condo fee covers so much: Heat, Water, Basic Cable, Electricity, Master Insurance, Elevator, Landscaping, Snow Removal, Exercise Room, Extra Storage, and Refuse Removal. If you are looking for a great home on the Cape in a 62+ community, look no further! Subject to application & lottery process. Income Limits Apply: 1 Person: $79,100 2 Person: $90,400 3 Person: $101,700; Asset Limit of $275,000. Must be owner occupied. Buyer must either be a first time homebuyer or have sold their current home before closing.

18 West Rd Unit 309, Orleans

Listing courtesy of Listing Agent: David Gasser from Listing Office: CHAPA Portfolio Realty LLC.
$1,800,000
73543533 MLS
Located in a highly accessible area of Orleans, this exceptional commercial property offers robust industrial capacity combined with professional office amenities. Ideal for large-scale storage, manufacturing, or service operations.Core Workspace--Currently utilized for secure boat storage, the property is designed for efficiency and scale, featuring high ceilings and substantial size.Two Large Service Bays: High doors provide easy ingress/egress for large vehicles and equipment.Dedicated Workshop: Separate area perfect for production, repair, or project space.Offices & Amenities: Comfortable office spaces for meetings and administration, plus 1.5 bathrooms. Logistics & Potential--Logistics are streamlined with ample internal storage complemented by plenty of exterior parking ensuring maximum flexibility for fleet management and equipment staging. This is the ideal location that offers multiple opportunities and ready for it's new owner.

9 Rayber Road, Orleans

Listing courtesy of Listing Agent: Cape Cod Power of Two from Listing Office: Compass.
$3,995,000
4 Beds ⋅ 5 Baths ⋅ 73539001 MLS
Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and coastal recreation. A long private driveway delivers you into a world apart. The contemporary home centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are immersed in the waterscape, anchored by a two-story fireplace. A sunroom captures the shoreline's quieter side, and the finished lower level offers room to expand. Four bedrooms include a primary suite with its own deck and bath. Outside, grounds rich with coastal plantings lead to a fenced yard and wooden stairs to a private beach on Little Pleasant Bay. Generational. Irreplaceable. Quintessential Cape Cod!

22 Blake Ln, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$499,000
73506548 MLS
Located on a beautiful cul-de-sac surrounded by quintessential Cape Cod homes, this rare panhandle lot sits waiting for your Cape Cod dream home. Lot is offered with engineering, bulding plans and permits in place. Skymeadow Drive is a wonderful, lovingly maintained neighborhood just minutes away from Skaket Beach and Cape Cod Bay. Walking, biking, close to Orleans village center-this area provides everything you need. Easy access into lot. More details upon request.

17 Sky Meadow Drive, Orleans

Listing courtesy of Listing Agent: Robin Thayer from Listing Office: Gibson Sotheby's International Realty.
$2,750,000
4 Beds ⋅ 3 Baths ⋅ 73506450 MLS
Exceptional marshfront home offering expansive views of Cape Cod Bay in Orleans. Set on 1.12 private acres, this spacious 4-bedroom, 3.5-bath home captures the beauty of the Cape with sweeping marsh vistas and ever-changing coastal light. The thoughtfully designed layout provides generous living spaces ideal for relaxing or entertaining, with large windows that frame the natural surroundings. The living area flows to an outdoor deck--the tranquil waterfront setting. The home offers comfortable accommodations across multiple levels, including a finished lower level and separate apartment above the garage providing privacy for family and guests. With a strong rental history, this property presents an excellent opportunity for investment, seasonal enjoyment, or year-round living. Rare combination of acreage, marshfront setting, and breathtaking views of Cape Cod Bay.

28 Mallard Dr, Orleans

Listing courtesy of Listing Agent: Sandra Milano from Listing Office: REMAX Executive Realty.
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 73505446 MLS
Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is bathed in light from ever-changing ocean and marsh views. A neighborhood path runs through the Orleans Conservation Trust and leads right to Nauset Beach. Around the corner, there is ORV North Beach private access exclusively for Orleans residents. Priscilla Beach is close by, lending itself to relaxing by the calm waters of Nauset Estuary, and is very popular for Kayaking and birdwatching in the sheltered marshes. This is beach living without the worry of storms and waves.

12 Windswept Lane, Orleans

Listing courtesy of Listing Agent: Jeffrey Marcus from Listing Office: Corcoran Property Advisors.
$1,350,000
73502928 MLS
This stately Orleans landmark offers an ideal in-town location with high visibility and multi-use as apartments and retail space. This sale is for land and building only; not a business. The prime retail space overlooks busy Route 28 at the front for fabulous exposure and pretty Town Cove at the rear. The retail space is entered at street level with ample (15 space) parking, office and break room areas. There are 2 upstairs apartments for nice rental income - one unit is 2-bdrms and the other is 1-bdrm; both with water views. The walk-out lower level offers about 600 additional sqft of office or storage space. This prime, central location, versatile use and large square footage building presents a wonderful opportunity for business owners and investors!

21 S Orleans Rd, Orleans

Listing courtesy of Listing Agent: Tracey Oringer from Listing Office: Kinlin Grover Compass.
$3,300,000
73503035 MLS
Rare Opportunity: Established Restaurant & Commercial Real Estate PackageSeize the opportunity to own both a thriving business and its underlying real estate in the heart of Orleans. This offering includes the well-established Bangkok Thai Cuisine business and its 4,156 SF commercial condominium. Fully equipped with a spacious dining room, bar, sun-filled atrium seating, and a large commercial kitchen, the property is designed for efficient, high-volume operations.Located in the high-traffic General Business (GB) zone, this property offers the ultimate stability for a restaurateur or investor. Proven revenue and SBA financable. Own both dirt and business, eliminate rent and secure your place in the Cape Cod dining market.

46 Route 6a Unit 48, Orleans

Listing courtesy of Listing Agent: John DeLellis from Listing Office: Keller Williams Realty.
$4,295,000
5 Beds ⋅ 6 Baths ⋅ 73494776 MLS
Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and your own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, a hot tub, and a large deck for gatherings or peaceful enjoyment. A must-see if you are a boater, looking for a great investment, or want to enjoy summers on the Cape with your family and friends.

36 Areys Lane, Orleans

Listing courtesy of Listing Agent: The Eva Scott Group from Listing Office: Gibson Sotheby's International Realty.
$949,000
4 Beds ⋅ 2 Baths ⋅ 73493548 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.
$3,975,000
73493120 MLS
Oracle Square represents a rare investment opportunity in the heart of the Lower Cape. This landmark mixed-use property with significant frontage on Route 6A, named after the historic Cape Cod Oracle, serves as a vibrant focal point for village life in Orleans.Spanning a 1.42-acre parcel, the property offers a robust combination of residential stability and commercial vitality.The property is anchored by the well-known Emack & Bolio's Ice Cream, a staple destination for both the local community and the seasonal tourist population. The remaining ten commercial spaces house a variety of established retail and service businesses, ensuring a resilient and diversified income stream.Situated in the heart of Orleans, the property offers unparalleled access to the Cape's most sought-after amenities:• Village Life• The Cape Cod Rail Trail• Natural Beauty

80-82 Cranberry Highway, Orleans

Listing courtesy of Listing Agent: Michael Valentine from Listing Office: Premier Commercial.
$7,995,000
5 Beds ⋅ 7 Baths ⋅ 73493011 MLS
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.

77 Towhee Lane, Orleans

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,149,000
4 Beds ⋅ 3 Baths ⋅ 73491792 MLS
A local gem, this property invites you to embrace the quintessential Cape Cod lifestyle. Tucked back from the road, it features an expansive front yard, a detached barn, and a main house surrounded by a large private, level backyard--perfect for outdoor gatherings or exploring nearby conservation trails. Inside, sunlight floods through windows and skylights, illuminating beautiful wide-planked wood floors that radiate timeless charm. The kitchen opens to a cozy sitting area, ideal for conversations as meals are prepared, while the dining room with backyard views and slider access is made for entertaining. A spacious living room with a fireplace and adjacent bedroom and full bathroom offer comfort and convenience. Upstairs, there are two bedrooms, an office (via a back staircase), and a balcony that places you in a peaceful natural setting. Need more space? The newly constructed post-and-beam barn with garage offers potential guest accommodation. A separate shed provides extra storage.

332 S Orleans Road, Orleans

Listing courtesy of Listing Agent: Sandra Tanco from Listing Office: Kinlin Grover Compass.
$1,399,000
73484130 MLS
Located in the center of town on busy Main Street. A large 3,595 square foot commercial condo. Currently being used as office space, boasting 8 enclosed office rooms, a 10 desk bull-pen, large front reception area on Main Street, a conference room, and two other additional areas with 4+ desks. Two bathrooms, a kitchen, and a full basement are included as well. Main Street frontage and a rear entrance with a very large parking lot shared with restaurants, gifts shops, clothing boutiques, art galleries, hair salon, and a massage parlor. Tenants in place. Do not approach tenants and employees, showings by appointment only.

32 Main Street, Orleans

Listing courtesy of Listing Agent: Nat Santoro from Listing Office: Kinlin Grover Compass Commercial.
$1,099,000
5 Beds ⋅ 4 Baths ⋅ 73483696 MLS
Welcome to this classic Cape-style home featuring a full 1-bedroom apartment above the garage—perfect for overflow guests, extended family, or rental income. The main residence offers 2,092 sq ft of flexible living space. The first floor includes a spacious primary en-suite bedroom, second bedroom, full bath with laundry, and bright kitchen, dining, and living areas ideal for everyday living and entertaining. Upstairs are two additional bedrooms and a shared full bath, providing plenty of room for family and guests. The walk-out lower level adds 758 sq ft of versatile space, perfect for a home office, recreation room, gym, or storage. Move-in ready with opportunities to personalize and build equity, this home combines space, flexibility, and value in a sought-after location just around the bend from Bakers Pond. Lot 69 is combined with Lot 67. Buyers/agents to verify all information. Some photos virtually staged.

67-69 Bakers Pond Rd, Orleans

Listing courtesy of Listing Agent: Kirsten Johnston from Listing Office: Gibson Sotheby's International Realty.
$429,000
2 Beds ⋅ 2 Baths ⋅ 73453928 MLS
Elegant 62+ independent living community in Orleans. This 3rd Floor corner end unit features a bright open & spacious floor plan with 2 bedrooms & 2 full baths, full size kitchen, dining room with extra windows, living room with large outdoor balcony. Primary bedroom has 2 closets & a private bath with walk-in shower. Guest bedroom or family room features 2 walls of custom built-in shelving/cabinets. Carpeting removed so new owners can add their choice of flooring. Monthly fee includes: 24/7 concierge, utilities-including gas heat, A/C, basic cable, electric, water; trash removal, repair & maintenance of the unit including major appliances & windows, exterior maintenance, garage parking & interior storage unit. Optional gourmet meals prepared by a private chef. Common areas: kitchen & sunny solarium where residents enjoy gathering for morning coffee, a library, large living room w/fireplace, exercise room & visitor's suite for extra overnight guests.

18 West Road Unit 307, Orleans

Listing courtesy of Listing Agent: Dee Higgins from Listing Office: Gibson Sotheby's International Realty.
$1,474,000
4 Beds ⋅ 2 Baths ⋅ 73451981 MLS
Nestled on a quiet road shared by only six homes, this beautifully renovated 2024 property offers the perfect mix of privacy, comfort, and coastal charm. Just a short stroll from Skaket Beach, it’s a place where you can unwind, soak in the sunsets, and enjoy the best of Orleans living.The thoughtfully designed reverse floor plan places four comfortable bedrooms with plenty of storage on the main level, while the bright and airy upstairs living space takes full advantage of the natural light. Large west-facing windows frame beautiful evening skies, and the open kitchen, dining, and living areas flow seamlessly to an expanded deck- deal for grilling, entertaining, or relaxing after a beach day.Located close to the Cape Cod Rail Trail, Rock Harbor, Nauset Beach, and the vibrant shops and restaurants of downtown Orleans, 9 Honeysuckle Lane is a true hidden gem- peaceful, convenient, and perfectly Cape Cod.

9 Honeysuckle Ln, Orleans

Listing courtesy of Listing Agent: Elizabeth Holguin from Listing Office: Classic Cape Real Estate, LLC.
$4,499,000
4 Beds ⋅ 3 Baths ⋅ 73434698 MLS
Own a coveted East Orleans property with a private deep-water dock on a sprawling 2.62 acres, just 2.6 miles from Nauset Beach. This estate, surrounded by water, features rolling meadows and mature trees. The 3,867 sq ft residence blends timeless charm with modern comforts. Located on Lucy's Point Peninsula, it's perfect for a family compound or riverfront retreat. Inside, enjoy wide plank pine floors, decorative fireplaces, and historic moldings. The layout offers open spaces and privacy, with four bedrooms, three bathrooms, and diverse living areas. The primary ensuite is a private wing with a sitting area and walk-in closet. The kitchen setup is ideal for culinary creativity. Entertain or relax in the nostalgic ambiance. A newer roof, heating, and AC ensure comfort. Outdoors, a versatile barn/boathouse offers recreational possibilities. Whether seeking tranquility or lively gatherings, 66 Tides End Lane welcomes you with grace and beauty.

66 Tides End Ln, Orleans

Listing courtesy of Listing Agent: Cape Cod Power of Two from Listing Office: Compass.

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