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$969,000
3 Beds ⋅ 2 Baths ⋅ 22603529 MLS
Welcome to 28 Greymoor Way in the heart of East Orleans, Ideally situated on a quiet cul-de-sac just a 1/2 mile from Nauset Beach. Whether you are looking to spend your days relaxing on one of Cape Cod's most iconic beaches or exploring the dunes with your ORV this location offers the very best of coastal living. Set on .46 acre lot this 3 bedroom 2 bath 1,730 sq foot home provides convenient access to shopping, restaurants, golf and highway access while maintaining the privacy and tranquility that makes East Orleans so desirable. A standout feature is the detached barn, complete with artists studio and additional storage offering endless possibilities. Preserve it as a creative retreat, transform it into a yoga studio or fitness studio, or explore as a potential (ADU), subject to local approvals. This property is being offered ''as is'' , presents and exceptional opportunity for the next owner to reimagine and personalize a special Cape Cod retreat. Bring your vision and create a home that will be enjoyed for generations. Septic inspection has failed and buyer is to assume ...

28 Greymoor Way, Orleans
$2,235,000
4 Beds ⋅ 4 Baths ⋅ 22603497 MLS
FIRST offering. 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, generously sized living spaces, private guest suite, oversized garage, and exceptional quality throughout. Timeless design with an outstanding location make this a property not to miss. Improvements just completed in preparation for its debut. Professional photography & additional details coming soon.

2 Huckleberry Drive, Orleans
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 22603423 MLS
Nestled in one of East Orleans' most sought-after neighborhoods, this exceptional property offers a rare combination of privacy, nearly an acre of beautifully maintained grounds, and coveted deeded rights providing access to the waters of Pleasant Bay. Whether launching a kayak, canoe, or rowboat, accessing a mooring (subject to Orleans Harbormaster approval), or simply enjoying life by the water, this is Cape Cod living at its finest.Designed for both relaxed coastal living and effortless entertaining, the residence offers approximately 3,700 square feet of thoughtfully designed living space, including four bedrooms, three full baths, one half bath, and a spacious laundry room. The thoughtfully designed floor plan features a private bedroom wing on the main level, separate from the primary living spaces, while a private guest suite above the attached two-car garage offers an ideal retreat for family and guests.Enjoy the ease of one-floor living with generously proportioned rooms, including a beautiful step-down living room with a wood-burning fireplace, a cozy family room with a gas fireplace and custom built-ins, and a bright, inviting sunroom overlooking the private backyard

15 Hayward Lane, Orleans
$1,775,000
3 Beds ⋅ 3 Baths ⋅ 22603350 MLS
Beautiful Waterviews: Experience the quintessential Cape Cod lifestyle in this beautifully renovated antique home, where timelesscharm meets modern comfort. The updated kitchen and beautifully remodeled baths blend seamlessly withthe home's original character, while stunning fir floors add warmth and elegance throughout.Enjoy picturesque views of sparkling, saltwater Paw Wah Pond and Pleasant Bay beyond. Designed for bothrelaxation and entertaining, the home features a spectacular great room perfect for gatherings, awelcoming front porch, and a private patio overlooking the natural surroundings.Set at the end of quiet Namequoit Road, this exceptional property is surrounded by conservation land andnatural beauty, with walking trails leading to the beach just steps away. Additional highlights include adetached one-car garage, storage shed, outdoor shower, fire pit, and the peaceful privacy that makes this atruly special Cape Cod retreat.

152 Namequoit Road, Orleans
$1,995,000
3 Beds ⋅ 4 Baths ⋅ 22603243 MLS
Experience the best of East Orleans living, just 1.7 miles from Nauset Beach. Nestled in the sought-after Briarwood neighborhood, known for its picturesque cherry tree-lined streets and no through traffic, this beautifully renovated coastal retreat offers the perfect blend of luxury and investment potential. With over $485,000 in recent improvements, the home features a stunning new chef's kitchen with Thermador appliances, hardwood floors throughout, renovated baths including a new first-floor primary bath, first-floor laundry, finished lower level with full bath, recreation space and mini-split, plus an additional mini-split in the bonus room over the garage. Outside, enjoy a private backyard oasis with a new heated saltwater pool and hot tub/spa, professional landscaping, irrigation, white privacy fence, outdoor shower and oversized shed. With over $139,000 in gross Summer 2026 rental income already booked, this turnkey East Orleans home is ready to enjoy. Furnishings are negotiable.

9 Fox Ridge Drive, Orleans
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 22603208 MLS
Exceptional craftsmanship, forward-thinking efficiency, & a premier Orleans location come together just 1/2 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 3/4 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, & a HERS Index of 28 deliver exceptional comfort and remarkably low operating costs. Gold-certified and in excellent condition, this is a rare Orleans offering where quality, location, & efficiency align.

3 Baywood Drive, Orleans
$949,000
3 Beds ⋅ 3 Baths ⋅ 22603079 MLS
Experience the quintessential Cape Cod lifestyle in this beautifully maintained 2005-built home, perfectly positioned in the desirable 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 connection (Phase 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.

189 Main Street, Orleans
$1,049,000
3 Beds ⋅ 2 Baths ⋅ 22602994 MLS
This beautiful Cape-style home provides a perfect balance of modern luxury and tranquil Cape Cod living. Situated on nearly an acre of land, the property boasts views of Lily's Pond with direct water access right from your own expansive backyard.Completely gutted to the studs in 2024 and meticulously renovated, the home blends high-end, designer finishes with everyday coastal conveniences, making it an ideal year-round residence or a worry-free summer escape.Key Features & Amenities:Inviting Open-Concept Interior. The main living spaces feature beautiful solid wood beams, new hardwood flooring, Andersen 400-series windows, a cozy wood-burning fireplace, and Velux skylights equipped with solar-powered shades.Designer Kitchen: Fully upgraded with new KitchenAid stainless steel appliances, premium Cambria quartz countertops, and a striking full-height quartz backsplash.Thoughtful Conveniences: Features an integrated central vacuum system with a retractable hide-a-hose reaching both floors, and a dedicated first-floor bath that includes a GE all-in-one washer and dryer.Mechanical & Efficiency Upgrades: Soundproofed and insulated interior walls ensure comfort and privacy. Enjoy the comfort of mini-split cooling, high-efficiency boiler with a tankless hot water system, private septic system, town water, and a whole-house (minus the stove) backup generator. The Ultimate Backyard: Walk out across a spacious yard that rolls gently down to the water's edge. Enjoy tranquil days spent paddle boarding, kayaking, rowing, and canoeing right on Lily's Pond.

507 S Orleans Road, Orleans
$3,250,000
5 Beds ⋅ 5 Baths ⋅ 22602888 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 Lane, Orleans
$3,495,000
6 Beds ⋅ 5 Baths ⋅ 22602833 MLS
A rare opportunity to own a home in the exclusive Pochet Association. This quality-built Acorn contemporary, constructed by Cape Associates, beautifully embodies New England modernism with its striking post-and-beam architecture, soaring ceilings, and 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 distant ocean views. The beautifully landscaped grounds are enhanced by specimen trees, shrubs, and gardens, creating a private and tranquil setting.A detached garage with a two-room studio and bonus space offers exceptional flexibility for creative pursuits. Situated on a large, private lot, the property also includes deeded access to one of Cape Cod's finest beaches--perfect for surfing, swimming, or simply enjoying a day by the sea. 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 it's very best.

17 Gosnold Road, Orleans
$739,000
3 Beds ⋅ 2 Baths ⋅ 22602654 MLS
On a quiet dead end street close to downtown Orleans, sits this updated ranch style home on a large landscaped lot. There's even a back patio with electrical outlet ready for your outdoor kitchen! Stainless appliances, double pain windows and slider to the deck make this a low maintenance gem. Finished basement with an additional 600 sq. ft. of living space and full bath.New deck is being installed.

17 Kings Way, Orleans
$849,000
3 Beds ⋅ 3 Baths ⋅ 22602510 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 Drive, Orleans
$839,900
4 Beds ⋅ 3 Baths ⋅ 22602136 MLS
Tucked away up a long winding driveway on a beautifully landscaped private lot, this spacious 4BR/3BA Colonial offers 3 levels of flexible living in a prime Orleans location close to everything. Enjoy easy access to Bakers Pond, Nickerson State Park, the bike trail, Skaket Beach, Nauset Beach, schools, shopping & dining. Surrounded by flowering trees, the terraced backyard features a patio & deck perfect for relaxing or entertaining. Inside, hardwood floors run throughout the main living area featuring an open kitchen with bar seating, dining area & living room with fireplace. The first-floor primary suite offers a walk-in closet & convenient laundry. Upstairs are two oversized front-to-back bedrooms, refreshed full bath & abundant storage. The finished walkout lower level adds incredible flexibility with a 4th bedroom, full bath, kitchenette, gym/living area, workshop space & utility room-ideal for guests, multigenerational living, hobbies or potential in-law setup. Recent updates include fresh paint, updated kitchen, flooring & baths, renovated lower level, mini splits, insulation, new hot water heater, railroad ties on the walkway & landscaping. A hidden gem in Orleans!

249 Route-6a, Orleans
$2,895,000
4 Beds ⋅ 4 Baths ⋅ 22601690 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 Drive, Orleans
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 22601640 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
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 22601200 MLS
This stunning new contemporary home by Eastward Companies is nearing completion. Designed to embrace the unique topography and natural setting, it overlooks a flourishing natural hollow. The three levels of living space offer immersive views of the surrounding native flora, further enhanced by a comprehensive natural landscape plan. Walls of south-facing windows and multiple decks offer quiet spaces and tranquil vistas. The great room encompasses the first floor, ideal for gatherings. The natural wood chef's kitchen is a striking complement to the sleek lines and kerfed windows of the living and dining space. Upstairs are two guest bedrooms and a stylish primary suite with fireplace and private deck. The fixtures, finishes and workmanship throughout are superb. The lower walkout level is for media, games, and access to the inground plunge pool with its private granite patio, outdoor shower and gas fire pit. Watch the stars or the amazing variety of birds and wildlife that visit. Coupled with a superb Briar Springs Hills address, an area loved by walkers for generations, this property presents the ultimate Cape retreat or year-round home.

21 Pleasant View Drive, Orleans
$4,495,000
5 Beds ⋅ 6 Baths ⋅ 22601109 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 you own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, hot tub, and 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
$949,000
4 Beds ⋅ 2 Baths ⋅ 22601075 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; engineering plans for a new system are in place. 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 Lane, Orleans
$7,995,000
5 Beds ⋅ 7 Baths ⋅ 22601038 MLS
LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // 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
$1,149,000
4 Beds ⋅ 3 Baths ⋅ 22600938 MLS
A local gem, this property invites you to embrace the quintessential Cape Cod lifestyle. Tucked backfrom the road, it features an expansive front yard, a detached barn, and a main house surrounded by alarge private, level backyard--perfect for outdoor gatherings or exploring nearby conservation trails.Inside, sunlight floods through windows and skylights, illuminating beautiful wide-planked wood floorsthat radiate timeless charm. The kitchen opens to a cozy sitting area, ideal for conversations as mealsare prepared, while the dining room with backyard views and slider access is made for entertaining. Aspacious living room with a fireplace and adjacent bedroom and full bathroom offer comfort andconvenience. Upstairs, there are two bedrooms, an office (via a back staircase), and a balcony thatplaces you in a peaceful natural setting. Need more space? The newly constructed post-and-beam barnwith garage offers potential guest accommodation. A separate shed provides additional storage.Minutes from Orleans' town center, shops, dining, and pristine beaches, this home is perfect as aprimary residence or as a seasonal retreat. Cape Cod living at its finest!

332 S Orleans Road, Orleans
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 22600698 MLS
A waterfront gem, where your back yard meets the water's edge in Orleans' coveted Briar Springs neighborhood, is 63 Briar Spring offering three levels of thoughtfully designed rooms with panoramic views of Pochet inlet, Pochet Island and Nauset Beach at every floor. The lower-level features two light-filled waterfront walkout bedrooms to include the ensuite primary flanked by a guest room and full common bathroom.The main living level features a thoughtfully designed open concept to include a soaring cathedral ceiling and gas fireplace. The kitchen offers Christopher Peacock custom cabinets, stainless-steel appliances and granite countertops. The dining area transitions to a wraparound deck set to the backdrop of sunrises and sunsets and a powder room completes the space. The versatile third level, left to the limits of your needs and imagination, currently serves as a quiet retreat. This top floor is equally conducive to a workout space, home office, or overflow space for guests. Outside, a classic Cape shed is the catch all for your extras. Sturdy steps lead to the water's edge to launch your kayak or paddleboard before washing away the day in your sizable outdoor shower.

63 Briar Spring Road, Orleans
$1,135,000
5 Beds ⋅ 4 Baths ⋅ 22600625 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 personalize and build equity,this property combines space, flexibility and value in a sought-after location. Lot 69 is combined with 67.Buyers/agents to verify all information.Some photos virtually staged

67-69 Bakers Pond Road, Orleans
$4,799,999
5 Beds ⋅ 8 Baths ⋅ 22600174 MLS
This magnificent new Eastward home in Orleans' beloved Mayflower Point Association is newly completed and ready to occupy! Sited privately on 1.4 acres of gracious lawn enveloped by native flora, the home epitomizes Eastward's commitment to luxurious detail and a classic New England aesthetic. 5700 sq ft finished over three levels with multiple gathering spaces. The coffered-ceiling great room beckons family and friends to assemble in spacious comfort to cook, dine and congregate after a day spent poolside or boating on Pleasant Bay via one of the association's saltwater mooring fields. Complete Thermador custom chef's kitchen by Eastward in-house craftsmen features a butler's pantry, beverage center and wet bar. Completing the first floor is a traditional sunroom with beadboard ceiling, laundry and the elegantly appointed primary suite. Upstairs are a fireplaced family room, deck and 4 private bedroom suites. The finished walkout lower level has 9' ceilings, laundry, a full bath and myriad possibilities. Outdoor enjoyment on a resort level centers on the 40' gunite saltwater pool and spa. The patio area includes a fire pit and a charming pool house with 1/2 bath and covered porch. The home is under construction and will be delivered in time for Summer 2026. MLS photos are for a highly similar, recently completed home.

63 Kescayogansett Road, Orleans
$1,474,000
4 Beds ⋅ 2 Baths ⋅ 22505438 MLS
Rarely available, this renovated 2023 four-bedroom home is tucked away on a quiet road shared by just six properties, offering a rare blend of privacy and an exceptional location just steps from Skaket Beach.The thoughtfully designed reverse floor plan is ideal for coastal living, with four spacious bedrooms on the main level and a light-filled upper level designed for gathering. The open kitchen, dining, and living spaces are anchored by large west-facing windows that frame glowing sunsets, while the upper deck is perfectly positioned for outdoor living with elevated views of the yard--ideal for entertaining or unwinding on summer evenings.Beyond its undeniable lifestyle appeal, this property stands out as a compelling investment opportunity. A professional rental analysis supports the potential to generate $90,000+ in gross rental income during the peak vacation season alone, offering buyers flexibility for personal use, rental income, or both.Ideally located near the Cape Cod Rail Trail, Rock Harbor, Nauset Beach, and downtown Orleans, 9 Honeysuckle Lane delivers an exceptional combination of location, design, and income potential in a premier coastal setting.

9 Honeysuckle Lane, Orleans
$4,999,000
4 Beds ⋅ 3 Baths ⋅ 22504735 MLS
Here's your chance to own property in coveted East Orleans with a private deep-water dock, access to Meeting House Pond, Namequoit River, Little Pleasant Bay, Pleasant Bay and the Atlantic Beyond. Anchored on a sprawling 2.62 acres a mere 2.4 miles to world renowned, Nauset Beach, this stately property is graced by the embrace of water on three sides, showcases a rolling meadow of lawn space, and is punctuated by an artistic dappling of mature Oak, Maple, Beech and Cedar trees. The exquisite 3,867-square-foot residence is a testament to timeless charm, blending the allure of days gone by with the modern comforts that the discerning buyer has come to expect. This estate nestled on Lucy's Point Peninsula is an ideal tapestry for a family compound or serene river front getaway.Step inside to discover the warm glow of gorgeous wide plank pine floors, complemented by the charm of decorative fireplaces, expertly crafted moldings and built-ins that all evoke a feeling of historic relevance and a forgotten sense of hospitality. The floor plan is a good blend of open space and privacy. Featuring four spacious bedrooms, three well appointed bathrooms, and a diverse array of living areas for gatherings or a quiet place for solitude and reflection; there is something for everyone. The primary ensuite lives like its own private wing with a sitting area and large walk-in closet, while two separate flights of stairs lead up to the guest bedrooms and a shared bath. The kitchen area is composed of several separate rooms presenting an ideal set-up for storage, preparation, versatility, and creating culinary delights. Finally, completing the main floor there are myriad choices for entertaining, relaxing with a good book, or simply soaking in the nostalgia of this beautiful home. The property has been meticulously cared for and loved through the generations. With a newer roof, heating system, and AC units ensuring year-round comfort; this home is a harmonious blend of sophistication and comfort. Outdoors, the extensive property invites endless possibilities for leisure and recreation. A versatile boat house/barn, provides storage underneath and the ideal setting overlooking the entire property, for those raucous 4th of July parties or summer time family gatherings. Whether you seek a peaceful sanctuary or a lively gathering place, 66 Tides End Lane stands ready to welcome you with its unparalleled grace and beauty.

66 Tides End Lane, Orleans
$2,700,000
7 Beds ⋅ 7 Baths ⋅ 22502226 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!

645 S Orleans Road, Orleans
$6,250,000
5 Beds ⋅ 8 Baths ⋅ 22405726 MLS
Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay. Eastward Companies, synonymous with Lower Cape luxury homebuilding, has exquisitely designed this 5800 sq ft shingle-style masterpiece to showcase their coastal aesthetic in a fantastic saltwater setting. The covered entry porch beckons to the main floor which is entirely dedicated to gathering and enjoyment. The coffered-ceiling great room features walls of windows and access to the classic porch w/retractable screens. The hand-crafted luxury kitchen is replete with features including a butler's pantry and a custom island that seats eight. Extensive fenestration ushers in light and captures deep views. Ornate millwork and finishes adorn every room. The 2nd floor, accessible by stairs or an elevator, offers three guest suites plus an elegant primary bedroom wing and a fireplaced family room, both with dramatic views. The lower level provides media, exercise and additional sleeping space. The waterside outdoor area includes a saltwater gunite pool, gas firepit, expansive granite patio and stairs to water's edge for swimming, kayaking and mooring access 64 Pershing Additional Features GENERAL: Cobbled parking area, 3 car garage with epoxy floor Security System 400 amp underground electrical service Pre-wiring 50Amp electric car charger Composite exterior trim and pre-dipped shingles for low maintenance Extensive hardscape includes waterside natural stone patio New private stairs to water's edge Mooring opportunity directly in front of the house Andersen 400 Series windows Red cedar roof shingles, copper valleys Irrigation system Heated, gunite saltwater pool with auto-cover and integrated spa Gas-fueled poolside stone fire pit Area-way access to finished walkout from pool area for pool traffic Covered porch with automated retractable screens HOUSE FEATURES: Elevator servicing all three floors 2 Navien on-demand hot water systems Central vac throughout (garage as well) Motion light sensors and shelving system in closets 6 zones heat and cooling, York 96% efficient furnace Honeywell Smart Thermostats 3 laundry rooms / facilities on each floor already equipped w/washers and dryers Thermador beverage coolers and serving stations on each floor Extensive programmable lighting throughout the home Great Room: Picture frame TV is not decorative, it remains with the home Character grade white oak flooring throughout the home Audio speakers gas fireplace w/remote, marble surround (2nd floor family room as well) 9' ceiling height, custom coffered Multi-zone Decora lighting Kitchen: Complete custom-built Eastward kitchen 19 foot African Mahogany custom island with seating for eight Wolf, Subzero, Cove appliance package (2 dishwashers), Thermador beverage refrigerators Complete butler pantry with full-sized refrigerator, sink, prep area Quartz surfaces Bedrooms: Primary bedroom has double walk-in closets. Primary bath has radiant floor heat, heated towel bar, soaking tub All bedrooms have en suite baths, closet systems End of hallway guest bath has radiant floor heat Upstairs family room has deck, glass railings, V-groove ceiling, bath access Pocket office upstairs Reading nook with bookcases Finished walkout: Luxury Vinyl Plank flooring, ideal for pool traffic. 9-foot poured foundation allows for high-ceilings in basement for gym equipment, media seating. Insulation between all floors for sound reduction

64 Pershing Lane, Orleans

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