38

Homes for Sale in 02653

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  • /44

    $1,595,000

    • 3 Beds
    • 2.5 Baths
    • 2,841 Sq Ft

    588 S Orleans Rd, Orleans, MA 02653

    Lush lawns and hydrangeas flanking a winding seashell driveway create a storybook entrance to a peaceful Cape Cod estate tucked away on 1.57 acres. Welcome to Sea La Vie, where life gently unfolds by Pleasant Bay. Sailing, boating and idyllic days on the water are just moments away. Bring fresh clams and oysters home and entertain effortlessly from a private backyard patio with an outdoor

    Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    588 S Orleans Rd, Orleans, MA 02653
  • /90

    $2,595,000

    Open Sun 10AM - 12PM $300K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 4,676 Sq Ft

    343 Tonset Rd, Orleans, MA 02653

    East Orleans - Set on 2.3 private acres framed by classic stone walls and close proximity to the water with winter peeks, this rare multi-home compound offers exceptional charm and versatility.The main residence provides nearly 3,500 square feet of inviting single-level living, featuring 8 rooms, 3 bedrooms, 2.5 baths, and an oversized 868-square-foot two-car garage--ideal for comfortable

    LUXRECapeCod Gibson Sotheby's International Realty

    343 Tonset Rd, Orleans, MA 02653
  • /19

    $4,250,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,546 Sq Ft

    21 Pleasant View Dr, Orleans, MA 2653

    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

    Jeff Cusack Cove Road Real Estate

    21 Pleasant View Dr, Orleans, MA 2653
  • /67

    $2,795,000

    • 4 Beds
    • 3.5 Baths
    • 5,035 Sq Ft

    2 Monomoy Ln, Orleans, MA 02653

    Modern Luxury Meets Coastal Charm in Orleans, Cape CodWelcome to an exclusive enclave of four newly constructed luxury homes in the heart of South Orleans, where timeless coastal charm meets sophisticated modern design. Nestled in a picturesque setting, each residence in this subdivision offers refined elegance, premium finishes, and a private pool--creating a sanctuary perfect for both

    LUXRECapeCod Gibson Sotheby's International Realty

    2 Monomoy Ln, Orleans, MA 02653
  • /92

    $4,799,999

    New Construction
    • 5 Beds
    • 8 Baths
    • 5,700 Sq Ft

    63 Kescayogansett Rd, Orleans, MA 02653

    This magnificent new Eastward home in Orleans' beloved Mayflower Point Association will be completed for Summer 2026. 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

    Jeff Cusack Cove Road Real Estate

    63 Kescayogansett Rd, Orleans, MA 02653
  • /41

    $2,100,000

    • 3 Beds
    • 3.5 Baths
    • 2,691 Sq Ft

    16 Carlton Rd, Orleans, MA 02653

    Enjoy the best of Cape Cod summer living at this inviting Orleans getaway, just a 5-minute walk to a private beach and dock on Little Pleasant Bay. This 3-bedroom, 3.5-bath home offers generous living space, including a bonus TV room perfect for relaxing after a day by the water. The main living area features a working fireplace, creating a cozy gathering spot for cooler evenings. Step outside to

    Dodge Tucker

    16 Carlton Rd, Orleans, MA 02653
  • /37

    $2,100,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft

    63 Briar Spring Rd, Orleans, MA 02653

    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

    Jon Clark Nauset Management

    63 Briar Spring Rd, Orleans, MA 02653
  • /43

    $2,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    4 Monomoy Ln, Orleans, MA 02653

    Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

    LUXRECapeCod Gibson Sotheby's International Realty

    4 Monomoy Ln, Orleans, MA 02653
  • /42

    $2,700,000

    $1M PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 3,549 Sq Ft

    645 S Orleans Rd, Orleans, MA 02653

    For the first time in generations, this extraordinary Pleasant Bay compound—featuring the iconic "Topside" main residence and the charming two-bedroom "Boathouse"—is offered as a rare legacy estate. With a deep-water dock, moorings, and direct bay access, it delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy 270-degree views across the water to

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    645 S Orleans Rd, Orleans, MA 02653
  • /42

    $4,999,000

    • 4 Beds
    • 3 Baths
    • 3,867 Sq Ft

    66 Tides End Ln, Orleans, MA 02653

    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

    Cape Cod Power of Two Compass

    66 Tides End Ln, Orleans, MA 02653
  • /35

    $2,300,000

    • 5 Beds
    • 5 Baths
    • 4,091 Sq Ft

    22 Winslow Dr, Orleans, MA 02653

    Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square

    Jen Whitaker Gibson Sotheby's International Realty

    22 Winslow Dr, Orleans, MA 02653
  • /48

    $1,175,000

    Open Sat 1:45PM - 2:45PM
    • 3 Beds
    • 2.5 Baths
    • 2,635 Sq Ft

    10 Hathorne Ln, Orleans, MA 02653

    Tucked away on a private lane in desirable East Orleans, this charming Cape Cod style residence is being offered for the very first time by its original owners. Thoughtfully designed and lovingly maintained, this special home offers the perfect blend of timeless character, comfortable living, and an exceptional location close to everything Orleans has to offer.Inside, the inviting open-concept

    Victoria Harrison Farr Sotheby's International Realty, Inc.

    10 Hathorne Ln, Orleans, MA 02653
  • /37

    $1,199,000

    Open Sun 11:30AM - 1PM $126K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,560 Sq Ft

    67 Bakers Pond Rd, Orleans, MA 02653

    Welcome to this classic Cape-style home now featuring a spring price improvement, a perfect opportunity to make your move this season and be in for the summer! Designed with a flexible and functional layout, the home offers 2,092 sq ft of versatile living space in the main residence. First floor living includes a spacious primary en suite bedroom, a second bedroom, a shared bath with convenient

    Kirsten Johnston Gibson Sotheby's International Realty

    67 Bakers Pond Rd, Orleans, MA 02653
  • /42

    $1,149,000

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,939 Sq Ft

    332 S Orleans Rd, Orleans, MA 02653

    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

    Sandra Tanco Kinlin Grover Compass

    332 S Orleans Rd, Orleans, MA 02653
  • /41

    $649,900

    • 2 Beds
    • 1 Bath
    • 987 Sq Ft

    26 Locust Rd, Orleans, MA 02653

    Cape Escape, Beautifully Updated & Ready to Enjoy. Located in sought-after Orleans, this inviting home offers an exceptional opportunity to enjoy the Cape lifestyle at an approachable price point. Inside, a light-filled open layout showcases a stylish granite kitchen, refreshed bath, and thoughtful updates throughout. Mini splits provide efficient year-round comfort, making this home as practical

    Kristin Duffy William Raveis RE & Home Services

    26 Locust Rd, Orleans, MA 02653
  • /26

    $1,499,000

    $51K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,825 Sq Ft

    9 Honeysuckle Ln, Orleans, MA 02653

    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

    Liz Holguin Classic Cape Real Estate, LLC

    9 Honeysuckle Ln, Orleans, MA 02653
  • /51

    $4,495,000

    • 5 Beds
    • 6 Baths
    • 4,317 Sq Ft

    36 Areys Ln, Orleans, MA 02653

    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

    Eva Scott Gibson Sotheby's International Realty

    36 Areys Ln, Orleans, MA 02653
  • /40

    $4,400,000

    • 4 Beds
    • 4.5 Baths
    • 4,311 Sq Ft

    12 Windswept Ln, Orleans, MA 2653

    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

    Jeffrey Marcus Corcoran Property Advisors

    12 Windswept Ln, Orleans, MA 2653
  • /42

    $999,000

    • 4 Beds
    • 2 Baths
    • 2,149 Sq Ft

    2 Shell Ln, Orleans, MA 02653

    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

    Leighton Team Keller Williams Realty

    2 Shell Ln, Orleans, MA 02653
  • /90

    $895,000

    • 4 Beds
    • 3 Baths
    • 2,460 Sq Ft

    56 Locust Rd, Orleans, MA 02653

    Waterfront contemporary on Cedar Pond. Enjoy elevated views of the pond, the abundant wildlife and beautiful sunsets from this true 1967 contemporary. Cedar Pond is a rich bird habitat with ospreys, swans, ducks and many others making it their home. Spacious, airy and solidly built, this architecturally intriguing 4 bedroom, 3 bath presents a perfect canvas to realize your vision for your Cape

    Jeff Cusack Cove Road Real Estate

    56 Locust Rd, Orleans, MA 02653
  • /39

    $3,295,000

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    6 Monomoy Ln, Orleans, MA 02653

    Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

    LUXRECapeCod Gibson Sotheby's International Realty

    6 Monomoy Ln, Orleans, MA 02653
  • /35

    $499,000

    Open Sun 12PM - 1:30PM $96K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,623 Sq Ft

    18 West Rd Unit 307, Orleans, MA 02653

    Enjoy carefree living close to all Orleans has to offer in this elegant, 62+ independent living community. This 3rd Floor corner end unit features a bright open and spacious floor plan with 2 bedrooms and 2 full baths, full size kitchen, dining room with extra windows, living room with large outdoor balcony. Primary bedroom has 2 closets & a private bath with walk-in shower. Guest bedroom or

    Dee Higgins Gibson Sotheby's International Realty

    18 West Rd Unit 307, Orleans, MA 02653
  • /92

    $9,200,000

    • 5 Beds
    • 6.5 Baths
    • 7,372 Sq Ft

    77 Towhee Ln, Orleans, MA 02653

    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

    Chris Rhinesmith Compass Massachusetts, LLC

    77 Towhee Ln, Orleans, MA 02653
  • /42

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 2,817 Sq Ft

    14 Bambi Way, Orleans, MA 02653

    Set at the peaceful end of a cul-de-sac and bordered by 9.5 acres of conservation land, this Cape Cod retreat offers rare privacy and serenity, with Pleasant Bay just around the corner. The main home features three bedrooms and two and a half baths, with a vaulted kitchen and dining area, den with gas stove, living room with Rumford fireplace, vaulted sitting room opening to the patio,

    Eric Ehnstrom Compass

    14 Bambi Way, Orleans, MA 02653
  • /16

    $899,900

    • Land
    • 1.43 Acres
    • $629,301 per Acre

    110 Beach Rd, Orleans, MA 2653

    Don't miss this FABULOUS opportunity! Buildable One-Acre Lot Near Nauset Beach!Rare opportunity to build your dream home in East Orleans on this beautiful 1-acre lot, central to town and less than 1 mile from Nauset Beach! Enjoy gorgeous sunsets overlooking mature landscaping designed by Wilkinson Ecological. Seller has had perk tests successfully completed. Underground natural gas, electric and

    Ashley Stucenski Orleans Village Properties, LLC

    110 Beach Rd, Orleans, MA 2653
  • /100

    $6,250,000

    New Construction $750K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 5,800 Sq Ft

    64 Pershing Ln, Orleans, MA 02653

    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.

    Jeff Cusack Cove Road Real Estate

    64 Pershing Ln, Orleans, MA 02653
  • /79

    $2,995,000

    • 5 Beds
    • 3.5 Baths
    • 4,381 Sq Ft

    7 Little Cove Ln, Orleans, MA 02653

    This impeccable waterfront home is defined by its exceptional setting and thoughtful design. Panoramic views across Mill Pond to Nauset Beach and beyond, visible from every primary living space. A private path leads to the water, offering mooring potential just offshore and direct access to the open ocean.The foyer opens to a cathedral-ceiling living room with lofted overlook, all oriented to

    Dawn Lee Gibson Sotheby's International Realty

    7 Little Cove Ln, Orleans, MA 02653
  • /40

    $899,000

    $76K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft

    31 Chase Ln, Orleans, MA 02653

    Turnkey, fully renovated home ideally located on a quiet dead-end street near Skaket Beach, with easy access to the Cape Cod Rail Trail. This move-in-ready property offers modern systems, quality finishes, and easy Cape Cod living. Extensive interior renovation includes a brand-new kitchen with real wood cabinetry, quartz countertops, and high-end fixtures, three full tiled bathrooms, all-new

    The Jorie Fleming Group Compass

    31 Chase Ln, Orleans, MA 02653
  • /54

    $379,000

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    42 Old Colony Way Unit 21, Orleans, MA 02653

    Located just 1.3 mi from pristine Skaket Beach on Cape Cod Bay is this light-filled 3rd floor, corner unit at Old Colony Village, accessable by elevator. The open living/dining area features a fireplace, new carpeting, and a large pantry closet. Sliders lead out to a private south-facing balcony that invites relaxation after a day of beaching or exploration. Offering 2 generous bedrooms and 2

    Reita Donaldson Kinlin Grover Compass

    42 Old Colony Way Unit 21, Orleans, MA 02653
  • /95

    $4,295,000

    • 3 Beds
    • 3.5 Baths
    • 4,222 Sq Ft

    32 Areys Ln, Orleans, MA 02653

    With a private dock on picturesque Arey's Pond - for two 25' boats and offering scenic, deepwater access to Pleasant Bay and the Atlantic beyond - this stunning salt-waterfront retreat is a boater's dream. Set high on nearly an acre, the winding drive reveals captivating views, privacy, and serenity. The lovely shingle-style home combines timeless natural materials, sublime craftsmanship, and

    Sarah Keith eXp Realty, LLC

    32 Areys Ln, Orleans, MA 02653
  • /71

    $2,895,000

    • 4 Beds
    • 3.5 Baths
    • 3,164 Sq Ft

    28 Mallard Dr, Orleans, MA 02653

    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

    Sandra Milano RE/MAX Executive Realty

    28 Mallard Dr, Orleans, MA 02653
  • /22

    $600,000

    • Land
    • 1.24 Acres
    • $483,871 per Acre

    17 Skymeadow Dr, Orleans, MA 02653

    Located on a beautiful cul-de-sac surrounded by quintessential Cape Cod homes, this rare panhandle lot sits waiting for your Cape Cod dream home. Lot is offered with engineering, bulding plans and permits in place. Skymeadow Drive is a wonderful, lovingly maintained neighborhood just minutes away from Skaket Beach and Cape Cod Bay. Walking, biking, close to Orleans village center-this area

    Robin Thayer Gibson Sotheby's International Realty

    17 Skymeadow Dr, Orleans, MA 02653
  • /51

    $839,900

    Open Sun 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 2,406 Sq Ft

    249 Massachusetts 6a, Orleans, MA 02653

    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

    Rebecca Pistone Christie's Int'l RE Atlantic Brokerage

    249 Massachusetts 6a, Orleans, MA 02653
  • /32

    $1,350,000

    • 5 Beds
    • 3.5 Baths
    • 4,416 Sq Ft

    21 S Orleans Rd, Orleans, MA 02653

    This stately Orleans landmark offers an ideal in-town location with high visibility and multi-use - apartments and retail space. This sale is for land and building only; not a business (but seller is open to offers for inventory buy-out). The prime retail space overlooks busy Route 28 at the front for fabulous exposure and pretty Town Cove at the rear. The retail space is entered at street level

    Tracey Oringer Kinlin Grover Compass

    21 S Orleans Rd, Orleans, MA 02653
  • /20

    $3,595,000

    • 4 Beds
    • 3.5 Baths
    • 4,250 Sq Ft

    8 Monomoy Ln, Orleans, MA 02653

    Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

    LUXRECapeCod Gibson Sotheby's International Realty

    8 Monomoy Ln, Orleans, MA 02653
  • /49

    $1,099,000

    $151K PRICE DROP
    • 2 Beds
    • 3.5 Baths
    • 1,888 Sq Ft

    181 Rock Harbor Rd, Orleans, MA 02653

    Overlooking Rock Harbor Creek, this home offers a front row seat to the continuous, ever-changing show of nature within a marsh. Osprey, blue heron and snowy egrets are among the many stars that grace this tidal scene--viewed from the wrap around deck, family room, dining room and primary suite. Set above the reaches of high tide, this 2 bedroom home lives larger with finished spaces in the

    Laura Clements Cove Road Real Estate

    181 Rock Harbor Rd, Orleans, MA 02653
  • /37

    $1,800,000

    • 5 Beds
    • 4.5 Baths
    • 2,951 Sq Ft

    60 Rock Harbor Rd, Orleans, MA 02653

    Experience the best of Orleans living, with Rock Harbor Beach just 0.5 miles away & breathtaking sunsets, tidal flats, boating & coastal charm moments from your door. This 1867 post-and-beam Cape is an absolute entertainer’s dream, blending historic character, modern comfort & strong income potential with exceptional indoor & outdoor living space. Offering 5 bedrooms, 4.5 baths, nearly 3,000

    Deborah Salvatore Berkshire Hathaway Home Service New England Properties

    60 Rock Harbor Rd, Orleans, MA 02653
  • /43

    $585,000

    Open Sat 1:30PM - 3PM $30K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 996 Sq Ft

    527 S Orleans Rd, Brewster, MA 02631

    Just 0.7 miles to South Orleans Beach and close to Nauset Beach, this well-situated home offers privacy, convenience, and a setting that puts some of the Lower Cape's best outdoor amenities close at hand. Set on a large corner lot near the Brewster-Orleans line and accessed from Timberlane Drive, the property is tucked behind a natural screen of trees, creating a peaceful feel. The living room

    INSPIRE Team Keller Williams Realty

    527 S Orleans Rd, Brewster, MA 02631
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