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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.
$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.
$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: .
$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.
$2,700,000
7 Beds ⋅ 7 Baths ⋅ 73373131 MLS
For the first time in generations, this landmark Pleasant Bay compound—anchored by the iconic "Topside" main residence and the charming two-bedroom "Boathouse"—is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. Thoughtfully sited by its original architect to capture the light and water at every turn, "Topside" offers 5 bedrooms and 4.5 baths with timeless coastal character and spaces designed for gathering, while the "Boathouse" sits just above the shoreline, featuring 2 bedrooms, 1 bathroom, and its own deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn offer a blend of intimacy and scale. With a strong rental history and potential for expansion or personalization, this is a lifestyle property that invites multigenerational living, savvy investment, or a private retreat. A once-in-a-lifetime opportunity to own one of Cape Cod's most storied, landmark waterfront settings.

645 S Orleans, Orleans

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

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