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$2,235,000
4 Beds ⋅ 4 Baths ⋅ 73552043 MLS
COMING SOON in South Orleans. Beautifully crafted, impeccably maintained custom-built residence is privately sited on 1.11 acres in a coveted neighborhood near Pleasant Bay, conservation trails, & just minutes from both Orleans and Chatham village centers. Home offers spacious 1st floor primary suite, generous kitchen/DR/LR, private guest suite, oversized garage, enormous unfinished basement, and exceptional quality throughout. Timeless design with an outstanding location make this a property not to be missed. Professional photography & additional details coming soon.

2 Huckleberry Dr, Orleans

Listing courtesy of Listing Agent: Frances Schofield from Listing Office: .
$949,000
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.
$1,595,000
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 Baywood Dr, Orleans

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.
$999,000
2 Beds ⋅ 4 Baths ⋅ 73544183 MLS
ONE OF ORLEANS' MOST SPECTACULAR MARSH SETTINGS. Perched above the ever-changing beauty of Rock Harbor Creek, this exceptional property showcases breathtaking panoramic marsh views that evolve with every season. From sunrise to unforgettable sunsets, enjoy a front-row seat to osprey, great blue herons, and abundant wildlife from nearly every room. Just moments from Rock Harbor, stroll the tidal flats, watch the charter fishing fleet return, or explore nearby Orleans Village. The flexible floor plan offers a first-floor bedroom suite, living room with fireplace, full bath, and a light-filled family room with wide pine floors and walls of windows opening to an expansive wraparound deck. Upstairs, the private primary suite enjoys commanding views, while the finished walkout lower level provides ideal guest or bonus space. Outside, a fenced yard features a koi pond, hot tub, detached garage, and shed. Cosmetic updates will make this irreplaceable setting your own. (Select Photos are AI)

181 Rock Harbor Road, Orleans

Listing courtesy of Listing Agent: Pam Wise from Listing Office: Compass.
$1,049,000
3 Beds ⋅ 2 Baths ⋅ 73539084 MLS
This turn-key Cape-style home sits on nearly an acre, offering direct backyard water access and beautiful pond views. Gutted to the studs and renovated in 2024, it perfectly balances high-end finishes with everyday coastal conveniences. Open concept with access to the wrap around deck from the kitchen and dining room. Solid wood beams, hardwood floors, Andersen 400 windows, wood fireplace for those chilly nights, Velux skylights with solar shades. KitchenAid stainless appliances, premium Cambria quartz counters, ample cabinet space, central vacuum (both floors) and a first-floor bath with a GE all-in-one washer/dryer. Soundproofed walls, mini-splits, high-efficiency boiler, tankless hot water, double-lined oil tank, town water, private septic, and whole-house backup generator (minus stove). The spacious walkout basement with ample light is ready for it to be finished. A sprawling lawn rolls down to the water's edge—perfect for kayaking, rowing, and paddle boarding on Lily's Pond.

507 S Orleans Road, Orleans

Listing courtesy of Listing Agent: Cape Cod Power of Two from Listing Office: Compass.
$849,000
3 Beds ⋅ 3 Baths ⋅ 73525861 MLS
This lovely 3-bdrm plus office, 3 full bath Cape is set on an elevated lot with deeded rights to Bakers Pond! The 1st floor offers LR with gas FP, remodeled kitchen and dining area, hall bath with laundry, family room with slider to screened porch and large primary suite with cathedral ceilings and back deck access. 2nd floor has 2-bdrms, office with skylights and full bath. The home was refreshed in 2012 with new roof, siding, Azek trim plus new 1-car garage and fabulous 3-season screened porch. Other stellar qualities are the updated kitchen, mini-splits 1st floor (2023), 10x10 shed, propane for new gas FP (2020) and gas stove, cement driveway, outdoor shower, fenced-in, level backyard and full, dry basement. This outstanding location offers hiking, biking, ponds and Nickerson State Park practically out the back door!

38 Shorewood Dr, Orleans

Listing courtesy of Listing Agent: Tracey Oringer from Listing Office: Kinlin Grover Compass.
$1,749,900
5 Beds ⋅ 5 Baths ⋅ 73510272 MLS
Just moments from Rock Harbor, this exceptional post-and-beam home blends timeless Cape Cod character with the comfort and flexibility today's buyers seek. Thoughtfully updated while preserving its historic charm, the home offers 5 bedrooms, 4.5 baths, inviting gathering spaces, exposed beams, wide-plank floors, and custom details throughout. The spacious kitchen and multiple living areas open to beautifully landscaped grounds featuring a tranquil koi pond and private outdoor spaces ideal for relaxing or entertaining. Whether you're looking for a year-round residence, a Cape Cod getaway, or a property with proven income potential, this home offers a rare combination of lifestyle and value. Enjoy easy access to Rock Harbor's celebrated sunsets, boating, beaches, bike trails, restaurants, and all that Orleans has to offer. Modern amenities, including solar panels and multiple heating zones, provide year-round comfort and efficiency. With an established short-term rental history generating approximately $100,000 annually, this turnkey property offers exceptional flexibility for personal enjoyment and investment. Experience the best of Cape Cod living in one of Orleans's most desirable locations.

60 Rock Harbor Rd, Orleans

Listing courtesy of Listing Agent: Deborah Salvatore from Listing Office: Berkshire Hathaway Home Service New England Properties.
$2,895,000
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.
$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.
$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.
$1,135,000
5 Beds ⋅ 4 Baths ⋅ 73483696 MLS
Welcome to this classic Cape-style home,ideally located just around the bend from Bakers Pond.Now offered at a new price,this is an excellent opportunity to make your move and enjoy the remainder of summer in a desirable setting.Designed with a flexible and functional layout,the main residence offers 2,092 sq ft of versatile living space.The first floor features a spacious primary en suite bedroom,a second bedroom,a 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 flexible space,perfect for a home office,recreation area,gym,or storage.A standout feature is the attached two-car garage with a one-bedroom apartment above,offering excellent potential for multigenerational living,guest accommodations,a private office,or possible rental income.Move-in ready with opportunities to

67-69 Bakers Pond Rd, Orleans

Listing courtesy of Listing Agent: Kirsten Johnston from Listing Office: Gibson Sotheby's International Realty.
$1,900,000
73474529 MLS
A rare 5+ unit, multi-building opportunity in the heart of Orleans Village Center — three parcels sold together, offering both immediate income and flexible upside. #88 is a 2-bedroom, 1-bath home with a detached two-car garage (unfinished bonus space above) and a 520 sq. ft. foundation ready for new construction. #86A holds three one-bedroom rental units, and #86B offers first-floor office space, a studio apartment above, and 342 sq. ft. of unfinished space to build out, plus a detached barn/garage. Currently occupied with long-term tenants at will; rents are below current market, offering upside for a new owner. The configuration suits a range of uses: workforce or employee housing for the Cape's tourism-driven economy, program or residential space for a school, nonprofit, or housing organization, or a value-add renovation play for short-term/vacation rental income (subject to local permitting). Set between Route 6A and the Cape Cod Rail Trail, walkable to downtown Orleans. Village Center's flexible zoning allows further expansion with town approval.

88 Route 6a, Orleans

Listing courtesy of Listing Agent: Sharon Dixon from Listing Office: William Raveis Real Estate & Homes Services.

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