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66 Tides End Ln, Orleans
$3,999,999
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.

17 Gosnold Road, Orleans
$3,495,000
6 Beds ⋅ 5 Baths ⋅ 73535155 MLS
A rare opportunity to own an ocean view home in the exclusive Pochet Association.This quality-built post-and-beam home features soaring ceilings & expansive walls of glass that fill the home with natural light. Designed for comfortable coastal living, the spacious six-bedroom residence features an open floor plan, thoughtfully positioned decks, and views of the Atlantic. Private access to Nauset Beach (one of Cape Cod's finest ocean beaches) is a 10-minute walk from the property via the association bridge and boardwalk -- perfect for swimming, surfing, walking, surfcasting, or simply enjoying a day by the sea. A town landing on Pochet Inlet is located minutes away in the association for boating in Pleasant Bay. Situated on a large, private lot, the beautifully landscaped grounds are enhanced by specimen trees, shrubs, and gardens, creating a private and tranquil setting. A detached garage with ample bonus space & full bath above offers exceptional flexibility with overflow space for guests, home office, or creative pursuits. With some updates & town approvals, it could potentially become a rental or ADU. Ideally located near the charming village of East Orleans with its acclaimed restaurants, galleries, and shops, this exceptional property offers an opportunity to live the Cape Cod lifestyle at its very best.

17 Gosnold Road, Orleans

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

58 Keziahs Ln, Orleans
$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.

216 Main St, Orleans
$1,900,000
7 Beds ⋅ 8 Baths ⋅ 73325781 MLS
Now's your chance to own one of East Orleans' most iconic properties! Once home to the beloved Kadee's Lobster & Clam Bar, a bustling fish market, a welcoming gift shop, and the ever-popular Apple Grove Mini Golf, this unforgettable property is ready for its next chapter. At the heart of it all is the original family home, which later became Kadee's Gray Elephant Inn, offering classic Cape charm with a storybook past. Spanning 1.79 acres across three parcels—212, 214, and 216 Main Street—the property currently features a main building divided into seven apartments. Any plans to maintain the apartments will require town approval. Town sewer is at the street and expected to be ready for tie-in by January 2026. Whether you're looking to revive a treasured local landmark or bring a fresh new vision to life—think hospitality, housing, or something wonderfully unexpected—this prime East Orleans location offers high visibility, ample on-site parking (a rare gem!).

216 Main St, Orleans

Listing courtesy of Listing Agent: Whitaker Group Cape Cod from Listing Office: Gibson Sotheby's International Realty.

75 Uncle Israel Rd, Orleans
$1,000,000
3 Beds ⋅ 2 Baths ⋅ 73560292 MLS
Everything you've been looking for and more can be found in this magazine-worthy home. Quintessential Cape Cod at its finest, this beautifully appointed residence offers a light-filled, open floor plan in highly desirable South Orleans. Hardwood floors flow throughout, complemented by a timeless neutral color palette. The updated kitchen and baths blend style and functionality, while the spacious primary suite offers a private en suite bath. Beautiful moldings, quality craftsmanship, and thoughtful details are evident in every room. Recent improvements include a Pine Harbor shed, enhanced landscaping, a redesigned mudroom area, and a finished lower level that adds more than 600 square feet of versatile living space. Outside, the private backyard is a true oasis, featuring lush blooming hydrangeas, mature plantings, an expansive deck, fire pit, surround sound, and a classic outdoor shower, perfect for relaxing or entertaining after a day at the beach. Meticulously maintained and tastefully updated, there's nothing to do but move in and start enjoying the Cape Cod lifestyle.

75 Uncle Israel Rd, Orleans

Listing courtesy of Listing Agent: Daneen Law from Listing Office: Gibson Sotheby's International Realty.

18 West Rd, Orleans
$425,000
2 Beds ⋅ 2 Baths ⋅ 73582682 MLS
Independent Living at Its Finest! Enjoy carefree, maintenance-free living in this wonderful 62+ community, featuring around-the-clock concierge service and an impressive array of amenities. This spacious unit offers two generously sized bedrooms and two full bathrooms, with convenient laundry located in the guest bath. The full kitchen features beautiful Quartz countertops and a newer dishwasher. The inviting living room includes a gas fireplace, creating the perfect ambiance for relaxing or entertaining. Step outside onto the lovely balcony, where you can enjoy peaceful views of birds, flowers, and the surrounding natural landscape. The professionally landscaped grounds offer plenty of opportunities to enjoy the outdoors, including a wooded walking trail and a paved path around the property—perfect for walking, exercise, and fresh air. Residents also enjoy an impressive selection of common amenities, including a kitchen serving coffee and muffins daily, solarium, dining rooms, comfortable living room, handsome library, and a double-sided gas fireplace. Additional amenities include an outdoor patio with grill, fitness room, garage, storage area, and a guest suite for visitors.

18 West Rd, Orleans

Listing courtesy of Listing Agent: James C. Van Ness from Listing Office: Kinlin Grover Compass.

319 S Orleans Rd Unit 2, Orleans
$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.

18 West Rd Unit 309, Orleans
$238,177
2 Beds ⋅ 2 Baths ⋅ 73544414 MLS
DEED RESTRICTED AFFORDABLE SALE! APPLICATIONS ARE ACCEPTED ON A FIRST-COME, FIRST-SERVED BASIS. INCOME AND ASSET LIMITS WAIVED. 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 process. 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.

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