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59 Herringbrook Way, Orleans
$1,539,000
3 Beds ⋅ 3 Baths ⋅ 73598040 MLS
Wake up to the water at Mayflower Point, where Pilgrim Lake sparkles just beyond your windows at 59 Herring Brook Way, a sun-filled 3-bedroom, 3-bath home on a full acre between Lonnie's Pond and Pilgrim Lake. With 2,660 square feet and a pond view to greet your morning coffee, this is the Cape Cod life you've been picturing. Single-level living comes easy: the primary suite with its own bath and the laundry are both on the main floor. Guests and family have plenty of room to spread out. When the weather calls, step out onto the ipe deck. This prized hardwood is known for its beauty and for standing up to salt air and Cape seasons. Below, a large walkout basement is ready for a workshop, plenty of storage, or finished living space. Love it as it is, or dream bigger. With an acre of land, a great layout, and an unbeatable setting. This home offers tons of potential for a fourth bedroom or grand remodel to create your ultimate Cape retreat. Deeded water rights through Mayflower Point. Home is equipped with Buderus water heater and Lochinvar boiler. Septic is a failed system, owner will provide engineered plan for a 4 bedroom, buyer will be responsible for installation.

59 Herringbrook Way, Orleans

Listing courtesy of Listing Agent: Jen Whitaker from Listing Office: Gibson Sotheby's International Realty.
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.
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.
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.
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.
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.
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.
22 Blake Ln, Orleans
$3,600,000
3 Beds ⋅ 4 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 manicured grounds, vaulted & eamed ceilings throughout the main level, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and endless coastal recreation. A long private driveway delivers you into a world apart. The contemporary home features over 3500 square feet of living space and 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 fully immersed in the surrounding waterscape and anchored by a two story fireplace. A sunroom captures the quieter, sheltered side of the shoreline, and the lower level offers room to expand living space. Four bedrooms include a private primary suite with its own deck and expansive bath. Outside, immaculate grounds give way to a fenced rear yard and a staircase descending to the waterfront -- where a private beach and Little Pleasant Bay await. Generational. Irreplaceable. Quintessential Cape Cod!

22 Blake Ln, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

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