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32 Areys Ln, 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.
41 Captain Curtis Way, Orleans
$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.
24 Old Tote Rd, Orleans
$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..
147 Harwich Rd, Orleans
$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.
9 Honeysuckle Ln, Orleans
$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..
42 Old Colony Way Unit 30, Orleans
$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.
73 S Orleans Rd, Orleans
$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.
110 Quanset Rd, Orleans
$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.
30 Chestnut Dr, Orleans
$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.
2 Shell Ln, Orleans
$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.
190 Route 6a Unit 4B, Orleans
$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.
7 Hofe Rd, Orleans
$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.
7 Carmen Ln, Orleans
$747,300
3 Beds ⋅ 2 Baths ⋅ 73580555 MLS
Exceptional Orleans opportunity for builders, developers or buyers seeking a property with significant potential. Set on a private, beautifully wooded 1.28-acre parcel, this property offers an existing 3-bedroom, 2-bath residence of approximately 2,005 square feet, a two-car garage and a spacious, level setting with mature trees. The existing Cape-style home offers considerable character, including wood floors throughout, exposed beams, a brick-surround wood-burning fireplace, soapstone kitchen sink and built-in shelving in the primary bedroom. A deck, fenced-in backyard and existing outdoor structure further enhance the property. The existing residence could be renovated, expanded or replaced, subject to Town of Orleans approvals, with potential for a 5-bedroom residence. The property's generous acreage, privacy and favorable setting provide an excellent foundation for creating a substantial new Cape Cod home or thoughtfully reimagining the existing property. Conveniently located near Nauset Beach, Crystal Lake, Kenrick Woods conservation trails and Arey's Pond, with the shops and restaurants of downtown Orleans nearby!

7 Carmen Ln, Orleans

Listing courtesy of Listing Agent: William Raye from Listing Office: Gibson Sotheby's International Realty.
9 Wesquansett Rd, Orleans
$825,000
4 Beds ⋅ 2 Baths ⋅ 73579821 MLS
NEW PRICE, NOW $125,000 BELOW ASSESSED VALUE! Priced now with future updates in mind, this is an exceptional opportunity to make South Orleans your own! This 4-bedroom, 2-bath Cape offers a wonderful combination of location, space, privacy, and potential. Situated on a spacious, private lot less than 1/2 mile from the town landing at Pah Wah Pond, with access to the beautiful waters of Pleasant Bay, the property offers a desirable setting with plenty of possibilities. Inside, generous living spaces include a newly enclosed porch overlooking the peaceful backyard and a partially finished lower level offering additional flexibility. A brand-new HVAC system installed this summer provides an important improvement already in place. While the interior would benefit from cosmetic updates, the attractive new price allows buyers to envision making those improvements to suit their own tastes and lifestyle. Whether you're searching for a year-round residence or Cape Cod retreat, this is an opportunity to create something special in a sought-after location. Bring your vision and discover the possibilities!

9 Wesquansett Rd, Orleans

Listing courtesy of Listing Agent: Sharon Mabile from Listing Office: .
190 Route 6a Unit 4A, Orleans
$329,900
2 Beds ⋅ 1 Baths ⋅ 73575868 MLS
Summerset Condominiums first floor corner unit towards the back of the complex. Recently upgraded hardwood floors, new cabinets and appliances, new walk-in bath, paint etc. Conveniently located in town near shopping, dining, recreational areas and schools. Close to bike path and Skaket Beach, ponds, Nauset Beach, Nickerson State Park and conservation areas with easy highway access and near medical facilities. This condo community is largely owner-occupied, rentals are allowed but no short-term rentals minimum 6 months.This condo community is largely owner-occupied rentals are allowed no short-term rentals Minium 6months.

190 Route 6a Unit 4A, Orleans

Listing courtesy of Listing Agent: Kenneth A. Hager from Listing Office: Classic Cape Real Estate, LLC.
5 Kidd Way, Orleans
$4,200,000
5 Beds ⋅ 5 Baths ⋅ 73570743 MLS
SET DIRECTLY on the Pleasant Bay estuary, 5 Kidd Way offers expansive water views, immediate deepwater boating access, and exceptional privacy on nearly 1.5 acres. This distinctive 5BR/5BA home spans three finished levels, with flexible living spaces designed to accommodate family and guests. The light-filled main level features open living and dining areas overlooking the water, a wood-burning fireplace, updated kitchen with quartz countertops and new appliances, and a spacious primary suite. Multi-level mahogany decks extend the living outdoors and provide an ideal setting for dining and entertaining. Additional bedroom suites and flexible spaces are located on the upper and lower levels, including private exterior access from the lower level. A separate heated and cooled guest cottage with full bath offers excellent possibilities for guests, a studio or home office, or potential ADU use. The 1.4+ acre setting provides room for a pool or additional accessory structure, subject to approvals. Enjoy private shoreline access for kayaking, paddleboarding, swimming, sailing, and boating. The existing deepwater mooring is available subject to Harbormaster approval.With a proven peak-season rental history approaching $100,000 per year, 5 Kidd Way offers an unusual combination of waterfront lifestyle, flexibility, and income potential—all just minutes from Orleans and Chatham. NOTE: A substantial addition and renovations have been completed at the property. These alterations are not yet reflected in public records, assessments, or estimated valuations.

5 Kidd Way, Orleans

Listing courtesy of Listing Agent: Frances Schofield from Listing Office: .
21 Ruggles, Orleans
$2,695,000
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.
60 Ma-6a, Orleans
$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.
6-12 Snow Way, Orleans
$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.
46 Beach Rd, Orleans
$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 Huckleberry Dr, Orleans
$1,875,000
4 Beds ⋅ 4 Baths ⋅ 73552043 MLS
NEW PRICE! Set 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: .
189 Main, Orleans
$879,999
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.
9 Rayber Road, Orleans
$1,599,000
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.
22 Blake Ln, Orleans
$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: .
17 Sky Meadow Drive, Orleans
$449,000
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.
21 S Orleans Rd, Orleans
$1,150,000
73502928 MLS
Priced well below assessed value! 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.
46 Route 6a Unit 48, Orleans
$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.
36 Areys Lane, Orleans
$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.
80-82 Cranberry Highway, Orleans
$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.
77 Towhee Lane, Orleans
$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.

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