39

Homes for Sale in 02653

Section Image Section Image
  • 17 Kings Way, Orleans, MA 02653
    17 Kings Way, Orleans, MA 02653
    17 Kings Way, Orleans, MA 02653
    /31

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    17 Kings Way, Orleans, MA 02653

    Tucked away on a quiet street, this hidden gem offers the perfect blend of comfort, privacy, and convenience. Ideally located close to Orleans Center shopping, restaurants, and boutiques, and just a short distance to Rock Harbor, the property is well suited for a full-time residence, weekend retreat, or investment opportunity. The home is move in ready and newly painted interiors and exteriors.

    Chris Rhinesmith Compass Massachusetts, LLC

    17 Kings Way, Orleans, MA 02653
  • 14 Bambi Way, Orleans, MA 02653
    14 Bambi Way, Orleans, MA 02653
    14 Bambi Way, 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 10 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, first-floor

    Eric Ehnstrom Compass

    14 Bambi Way, Orleans, MA 02653
  • 43 Old Duck Hole Rd, Orleans, MA 02653
    43 Old Duck Hole Rd, Orleans, MA 02653
    43 Old Duck Hole Rd, Orleans, MA 02653
    /92

    $2,395,000

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    43 Old Duck Hole Rd, Orleans, MA 02653

    This singularly superb East Orleans waterfront residence represents the epitome of Cape Cod seaside living. An elevated acre with breathtaking views over Pochet Inlet to The Atlanticprovides a remarkable setting. Extensive lawns wander to the water's edge, a perfect vantage for world-class bird watching. Stands of native cedars and lovingly curated English-style gardensoffer outdoor enjoyment and

    Jeff Cusack Cove Road Real Estate

    43 Old Duck Hole Rd, Orleans, MA 02653
  • 22 Karen Way, Orleans, MA 02653
    22 Karen Way, Orleans, MA 02653
    22 Karen Way, Orleans, MA 02653
    /45

    $995,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,506 Sq Ft

    22 Karen Way, Orleans, MA 02653

    Welcome to 22 Karen Way in the heart of East Orleans--an impeccably maintained and beautifully appointed home offering 2,506 square feet of thoughtfully designed living space. Designed for comfort and convenience, this home features desirable one-floor living with a first-floor primary suite and laundry. With four bedrooms and three full bathrooms, the flexible layout easily accommodates family,

    Agent Photo

    Kerrin LaFrance

    Kinlin Grover Compass

    (508) 905-5776

    22 Karen Way, Orleans, MA 02653
  • 42 Old Colony Way Unit 29, Orleans, MA 02653
    42 Old Colony Way Unit 29, Orleans, MA 02653
    42 Old Colony Way Unit 29, Orleans, MA 02653
    /18

    $475,000 Open Sun 11:30AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    42 Old Colony Way Unit 29, Orleans, MA 02653

    Welcome to Orleans! This wonderfully renovated Cape Cod Condo is located in the heart of prime attractions and offers a spacious layout consisting of 3 beds and 2 baths. This top floor living space offers an outdoor balcony area with storage, tastefully modernized interior, primary bath with en-suite, in-unit washer and dryer hookups, private parking, entry area storage and more! Conveniently

    Derek Tiago RE/MAX Vantage

    42 Old Colony Way Unit 29, Orleans, MA 02653
  • 31 Chase Ln, Orleans, MA 02653
    31 Chase Ln, Orleans, MA 02653
    31 Chase Ln, Orleans, MA 02653
    /40

    $975,000

    • 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
  • 46 Freeman Ln, Orleans, MA 02653
    46 Freeman Ln, Orleans, MA 02653
    46 Freeman Ln, Orleans, MA 02653
    /72

    $2,995,000

    • 5 Beds
    • 3.5 Baths
    • 3,630 Sq Ft

    46 Freeman Ln, Orleans, MA 02653

    WATERFRONT with deepwater access from Rachel Cove - a protected and picturesque bay off Town Cove. This lovely, expansive Cape was built in 1995 on a private, bucolic 1.23 acre lot and has been lovingly maintained by the original family. Large, welcoming foyer features raised-panel wainscoting, and warm, maple flooring which continues throughout the main living area. Transom windows maximize the

    Sarah Gammons - Ciampa Berkshire Hathaway HomeServices Robert Paul Properties

    46 Freeman Ln, Orleans, MA 02653
  • 63 Kescayogansett Rd, Orleans, MA 02653
    63 Kescayogansett Rd, Orleans, MA 02653
    63 Kescayogansett Rd, 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
  • 42 Old Colony Way Unit 15, Orleans, MA 02653
    42 Old Colony Way Unit 15, Orleans, MA 02653
    42 Old Colony Way Unit 15, Orleans, MA 02653
    /29

    $349,000

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

    42 Old Colony Way Unit 15, Orleans, MA 02653

    Embrace easy living at Old Colony Condominiums in the heart of Orleans! This spacious 2-bedroom, 2-bathroom end unit is more than a home--it's a gateway to the vibrant lifestyle Orleans has to offer. Step inside to discover a warm and inviting living space complete with a cozy fireplace, generously sized bedrooms and convenient in-unit laundry. Sip your morning coffee on your private balcony.

    Angela Stevenson Compass Massachusetts, LLC

    42 Old Colony Way Unit 15, Orleans, MA 02653
  • 181 Rock Harbor Rd, Orleans, MA 02653
    181 Rock Harbor Rd, Orleans, MA 02653
    181 Rock Harbor Rd, Orleans, MA 02653
    /44

    $1,250,000

    • 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
  • 18 West Rd Unit 202, Orleans, MA 02653
    18 West Rd Unit 202, Orleans, MA 02653
    18 West Rd Unit 202, Orleans, MA 02653
    /18

    $240,776

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft

    18 West Rd Unit 202, Orleans, MA 02653

    DEED RESTRICTED AFFORDABLE SALE! First come, first served applications now accepted! A wonderful opportunity exists for those over the age of 62 to move into a lovely 2-bedroom, 2-bath condo at Wise Living, a modern independent senior living community on West Street in Orleans. The second floor home features a private balcony and includes two parking spaces of which one is a garage. The property

    David Gasser CHAPA Portfolio Realty LLC

    18 West Rd Unit 202, Orleans, MA 02653
  • 78 Old Colony Way Unit 3, Orleans, MA 02653
    78 Old Colony Way Unit 3, Orleans, MA 02653
    78 Old Colony Way Unit 3, Orleans, MA 02653
    /24

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft

    78 Old Colony Way Unit 3, Orleans, MA 02653

    Welcome to the Danforth III building at the Old Colony Village. One of the more sought after units praised for its privacy and location. This unit is 1,082 square feet, all on the first floor with an open living/dining room concept, two spacious bedrooms with bright southern exposure, and a stacked laundry unit in the hall. A primary bedroom with two closets and an ensuite full bath. A spacious

    Matthew Burger Kinlin Grover Compass

    78 Old Colony Way Unit 3, Orleans, MA 02653
  • 19 Monument Rd, Orleans, MA 02653
    19 Monument Rd, Orleans, MA 02653
    19 Monument Rd, Orleans, MA 02653
    /22

    $775,000

    • 4 Beds
    • 2 Baths
    • 2,068 Sq Ft

    19 Monument Rd, Orleans, MA 02653

    Location, Location! Antique home with old fashioned pantry, wide pine floors, claw foot tub and many built ins are some of the charms that still remain. This house is a fixer upper. It is a short ride to Nauset Beach, Crystal Lake and downtown for summer fun. You don't want to miss out on this opportunity! This property is being sold 'As Is'.

    Eileen Loranger Bayside Realty Consultants

    19 Monument Rd, Orleans, MA 02653
  • 110 Beach Rd, Orleans, MA 2653
    110 Beach Rd, Orleans, MA 2653
    110 Beach Rd, Orleans, MA 2653
    /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
  • 343 Tonset Rd, Orleans, MA 02653
    343 Tonset Rd, Orleans, MA 02653
    343 Tonset Rd, Orleans, MA 02653
    /89

    $2,895,000 Open Sat 11AM - 1:30PM

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

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    507 S Orleans Rd, Orleans, MA 02653

    Discover pond-front living on nearly an acre. Completely renovated in 2024, this home blends high-end finishes, perfect as a year-round residence or your Orleans summer escape.Step inside to an inviting open-concept interior featuring solid wood beams, new hardwood floors, Andersen 400 series windows, and wood-burning fireplace. The designer kitchen impresses with all-new KitchenAid stainless

    Dolores Alberti Gibson Sotheby's International Realty

    507 S Orleans Rd, Orleans, MA 02653
  • 42 Old Colony Way Unit 14, Orleans, MA 02653
    42 Old Colony Way Unit 14, Orleans, MA 02653
    42 Old Colony Way Unit 14, Orleans, MA 02653
    /25

    $379,900

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    42 Old Colony Way Unit 14, Orleans, MA 02653

    Welcome to effortless Cape Cod living in this beautifully renovated 2BR/2 bath condo located in the highly desirable Old Colony Condominiums in the heart of Orleans. This move-in-ready unit features a brand-new kitchen with quartz countertops, stainless steel appliances, and modern finishes that flow seamlessly into the living space. Both bathrooms have been completely updated, and gorgeous Bruce

    Michael Lotane Today Real Estate

    42 Old Colony Way Unit 14, Orleans, MA 02653
  • 18 West Rd Unit 307, Orleans, MA 02653
    18 West Rd Unit 307, Orleans, MA 02653
    18 West Rd Unit 307, Orleans, MA 02653
    /31

    $545,000

    • 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
  • 9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, Orleans, MA 02653
    /26

    $1,499,000

    • 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
  • 15 Morgan's Way, Orleans, MA 02653
    15 Morgan's Way, Orleans, MA 02653
    15 Morgan's Way, Orleans, MA 02653
    /63

    $1,800,000

    • 3 Beds
    • 2.5 Baths
    • 2,513 Sq Ft

    15 Morgan's Way, Orleans, MA 02653

    Perched at the top of a private 1-acre lot, this newer home checks all of the boxes! The 1st floor primary bedroom suite features a walk-in closet and en suite bath with a walk-in shower and double sink vanity. The great room is the ultimate gathering place, with its open plan blending the kitchen, dining, and living areas. Enjoy vaulted ceilings, a palladium window, built-ins, wide oak floors,

    Amy Harbeck Kinlin Grover Compass

    15 Morgan's Way, Orleans, MA 02653
  • 15 Morgans Way, Orleans, MA 2653
    15 Morgans Way, Orleans, MA 2653
    15 Morgans Way, Orleans, MA 2653
    /42

    $1,800,000

    • 3 Beds
    • 2.5 Baths
    • 2,513 Sq Ft

    15 Morgans Way, Orleans, MA 2653

    This newer home checks all the boxes! The 1st-flr primary bedroom suite with a walk-in closet and en suite bath with walk-in shower and double sink. The great room offers an open plan blending the kitchen, dining, and living areas. Enjoy vaulted ceilings, a palladium window, built-ins, wide oak floors, and a cozy gas fireplace. The kitchen is a chef's delight, boasting a large island with

    Amy Harbeck Kinlin Grover Compass

    15 Morgans Way, Orleans, MA 2653
  • 34 Lake Dr, Orleans, MA 02653
    34 Lake Dr, Orleans, MA 02653
    34 Lake Dr, Orleans, MA 02653
    /83

    $2,250,000

    • 4 Beds
    • 4 Baths
    • 4,067 Sq Ft

    34 Lake Dr, Orleans, MA 02653

    Set within the coveted Quanset Harbor Club, this oversized Cape sits at the end of a long private drive framed by mature plantings and tranquil pond views. The neighborhood offers exceptional amenities, including a private Pleasant Bay beach with dock, kayak rack, and exclusive mooring field, along with direct access to conservation land and scenic hiking trails--an unmatched blend of recreation

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    34 Lake Dr, Orleans, MA 02653
  • 13 S Orleans Rd Unit 28, Orleans, MA 02653
    13 S Orleans Rd Unit 28, Orleans, MA 02653
    13 S Orleans Rd Unit 28, Orleans, MA 02653
    /24

    $115,000

    • 1 Bed
    • 1 Bath
    • 306 Sq Ft

    13 S Orleans Rd Unit 28, Orleans, MA 02653

    Exceptional waterfront investment in Orleans! This 1-bedroom, 1-bath condominium at The Cove provides sweeping Town Cove views and the ease of fully managed, hotel-style ownership. Designed for cash investors, the unit is not suited for year-round living but offers owners up to two discounted weeks annually, with rental income generated the remainder of the year. The Cove is professionally

    Barbara Francke Kinlin Grover Compass

    13 S Orleans Rd Unit 28, Orleans, MA 02653
  • 42 Old Colony Way Unit 30, Orleans, MA 02653
    42 Old Colony Way Unit 30, Orleans, MA 02653
    42 Old Colony Way Unit 30, Orleans, MA 02653
    /36

    $299,000

    • 1 Bed
    • 1 Bath
    • 868 Sq Ft

    42 Old Colony Way Unit 30, Orleans, MA 02653

    Situated in the vibrant heart of Orleans, you'll find yourself just steps away from an array of restaurants, boutiques, Gyms, Farmers market and shopping.The nearby artist studios provide a unique window into the region's thriving art scene, ensuring there's always something new and exciting to explore. For those who love cycling, the proximity to the bike path is a true highlight.This

    Agent Photo

    Kimberly Clark

    Bayside Realty Consultants

    (508) 625-9581

    42 Old Colony Way Unit 30, Orleans, MA 02653
  • 11 Little Marsh Ln, Orleans, MA 2653
    11 Little Marsh Ln, Orleans, MA 2653
    11 Little Marsh Ln, Orleans, MA 2653
    /31

    $2,499,000

    • 4 Beds
    • 2.5 Baths
    • 2,539 Sq Ft

    11 Little Marsh Ln, Orleans, MA 2653

    Set on the serene banks of the Namequoit River with 235' of frontage and dock, an inviting blend of light, space, and waterfront living. This 4-bedroom, 2.5-bath home captures the essence of Cape Cod with sun-filled interiors, thoughtful design, and multiple outdoor spaces designed for relaxation.Inside, natural light streams through expansive windows, highlighting the open floor plan and framing

    Ken Hager Classic Cape Real Estate, LLC

    11 Little Marsh Ln, Orleans, MA 2653
  • 95 S Orleans Rd, Orleans, MA 02653
    95 S Orleans Rd, Orleans, MA 02653
    95 S Orleans Rd, Orleans, MA 02653
    /40

    $799,000

    • 2 Beds
    • 1 Bath
    • 1,144 Sq Ft

    95 S Orleans Rd, Orleans, MA 02653

    Discover the timeless appeal of this move-in-ready Cape Cod ranch, perfectly blending classic charm with exciting potential for expansion. Set on a generous .8-acre lot, the property offers ample space for a pool, expanded outdoor living, or future projects that elevate your Cape lifestyle. With a 3-bed septic system already in place, it's primed for a by-right third-bedroom or the creation of a

    Kirsten Johnston Gibson Sotheby's International Realty

    95 S Orleans Rd, Orleans, MA 02653
  • 6 Defiance Ln, Orleans, MA 02653
    6 Defiance Ln, Orleans, MA 02653
    6 Defiance Ln, Orleans, MA 02653
    /34

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,198 Sq Ft

    6 Defiance Ln, Orleans, MA 02653

    Homes this close to Rock Harbor rarely offer both privacy and future potential. Priced at $899,000, this two-bedroom Cape combines year-round livability, a fireplaced living room, and a generous lot with a passing 3-bedroom septic--an increasingly hard-to-find combination on the Lower Cape.

    Wendy Diehl William Raveis Real Estate & Home Services

    6 Defiance Ln, Orleans, MA 02653
  • 36 Old Colony Way Unit 3022, Orleans, MA 02653
    36 Old Colony Way Unit 3022, Orleans, MA 02653
    36 Old Colony Way Unit 3022, Orleans, MA 02653
    /33

    $424,900 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    36 Old Colony Way Unit 3022, Orleans, MA 02653

    This is a wonderfully updated 2 Bedroom 2 Bath condo in the heart of Orleans. With laminate wood floors throughout, newer appliances, updated Kitchen cabinets, countertops & backsplash, new a/c, new hot water heater, in-unit washer and dryer, and a large, covered balcony, you will have no projects to take on as you sit back and enjoy this spectacular condo. The association Club House provides a

    Geoff Gengras William Raveis Real Estate & Home Services

    36 Old Colony Way Unit 3022, Orleans, MA 02653
  • 12 Phoebes Close, Orleans, MA 02653
    12 Phoebes Close, Orleans, MA 02653
    12 Phoebes Close, Orleans, MA 02653
    /48

    $1,499,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,431 Sq Ft

    12 Phoebes Close, Orleans, MA 02653

    A Hidden Gem Near Skaket BeachNestled at the end of a peaceful lane in Orleans, 12 Phoebe's Close offers a rare combination of privacy, charm, and convenience. Surrounded by stone walls, mature gardens, and visiting songbirds, this serene retreat feels worlds away yet sits less than a mile from Skaket Beach and downtown.The main level features an inviting open layout with a bright kitchen and

    Leighton Team Keller Williams Realty

    12 Phoebes Close, Orleans, MA 02653
  • 47 Daley Terrace, Orleans, MA 2653
    47 Daley Terrace, Orleans, MA 2653
    47 Daley Terrace, Orleans, MA 2653
    /37

    $1,899,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,973 Sq Ft

    47 Daley Terrace, Orleans, MA 2653

    Picture yourself living in your brand-new luxurious, custom-built home meticulously crafted by the highly acclaimed Eastward Companies. Conveniently located in the center of Orleans, entertaining is effortless. Your captivating cathedral great room features exquisite millwork, a fireplaced living room, a kitchen island with a spacious dining area and an adjoining vaulted light-filled sunroom.

    Anne Farley Poyant Cove Road Real Estate

    47 Daley Terrace, Orleans, MA 2653
  • 18 West Rd Unit 315, Orleans, MA 02653
    18 West Rd Unit 315, Orleans, MA 02653
    18 West Rd Unit 315, Orleans, MA 02653
    /40

    $415,000 Open Sun 12PM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    18 West Rd Unit 315, Orleans, MA 02653

    Spacious 1,200 sq. ft. 2-bedroom, 2-bath residence located in the heart of downtown Orleans within a welcoming 62+ community designed for ease & comfort. Enjoy single-level living w/ a private covered back deck & a cozy gas fireplace that fills the home with warmth & charm. Monthly fees include covered garage parking, 24/7 concierge & security, heat & utilities, basic cable, trash removal,

    Amy Marseglia William Raveis Real Estate & Home Services

    18 West Rd Unit 315, Orleans, MA 02653
  • 645 S Orleans Rd, Orleans, MA 02653
    645 S Orleans Rd, Orleans, MA 02653
    645 S Orleans Rd, Orleans, MA 02653
    /57

    $2,700,000

    • 7 Beds
    • 6.5 Baths
    • 3,548 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 waterfront estate. 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 potential. Both homes

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    645 S Orleans Rd, Orleans, MA 02653
  • 32 Areys Ln, Orleans, MA 02653
    32 Areys Ln, Orleans, MA 02653
    32 Areys Ln, Orleans, MA 02653
    /88

    $4,295,000 Open Sat 12PM - 1:30PM

    • 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
  • 64 Pershing Ln, Orleans, MA 02653
    64 Pershing Ln, Orleans, MA 02653
    64 Pershing Ln, Orleans, MA 02653
    /100

    $6,250,000 Open Sun 10AM - 1PM

    • 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
  • 6 Monomoy Ln, Orleans, MA 02653
    6 Monomoy Ln, Orleans, MA 02653
    6 Monomoy Ln, Orleans, MA 02653
    /14

    $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
  • 4 Monomoy Ln, Orleans, MA 02653
    4 Monomoy Ln, Orleans, MA 02653
    4 Monomoy Ln, Orleans, MA 02653
    /15

    $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
  • 8 Monomoy Ln, Orleans, MA 02653
    8 Monomoy Ln, Orleans, MA 02653
    8 Monomoy Ln, Orleans, MA 02653
    /16

    $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
  • 44 Tonset Rd, Orleans, MA 2653
    44 Tonset Rd, Orleans, MA 2653
    44 Tonset Rd, Orleans, MA 2653
    /42

    $3,999,999

    • 4 Beds
    • 7 Baths
    • 5,170 Sq Ft

    44 Tonset Rd, Orleans, MA 2653

    Experience the pinnacle of sophistication with this exquisite new build by Eastward Companies. Tucked off Tonset Road and with frontage on Main Street, this elevated home boasts lovely marsh and Town Cove views as well as swimming, fishing, and boating. This superbly designed residence features an open floor plan ideal for entertaining. The upscale kitchen flows into a spacious living area with a

    Peg LoPresto William Raveis Harwich Port

    44 Tonset Rd, Orleans, MA 2653
  • 2 Monomoy Ln, Orleans, MA 02653
    2 Monomoy Ln, Orleans, MA 02653
    2 Monomoy Ln, Orleans, MA 02653
    /27

    $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
Massachusetts Barnstable County Orleans 02653

Real Estate & Homes for Sale in 02653

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group