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East Orleans, MA Homes for Sale

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  • 236 Freemans Way, Brewster, MA 02631
    236 Freemans Way, Brewster, MA 02631
    236 Freemans Way, Brewster, MA 02631
    /24

    $599,000

    Open House 5/24 $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    236 Freemans Way, Brewster, MA 02631

    Discover one of Brewster's most affordable single-family opportunities at 236 Freemans Way, a charming and lovingly maintained 3-bedroom, 2-bathroom home located just moments from the Captains Golf Course and the Cape Cod Rail Trail. Offering incredible value, the property features a 4-bedroom septic system, providing a path for future expansion and equity growth. This is an ideal opportunity for

    Agent Photo

    Jessica Larsen

    Keller Williams Realty

    (508) 719-6654

    236 Freemans Way, Brewster, MA 02631
  • 60 Smith Heights Way, Eastham, MA 02642
    60 Smith Heights Way, Eastham, MA 02642
    60 Smith Heights Way, Eastham, MA 02642
    /70

    $1,850,000

    $350K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,129 Sq Ft

    60 Smith Heights Way, Eastham, MA 02642

    Enjoy coffee and the sunrise on the back porch overlooking the water, or evening sunset refreshments on the screened-in porch. Head down the stairs to the water and dip your toes in the water or the sand. One bedroom on the upper level with an additional loft space and a full bathroom, with beautiful custom built-ins perfect for your home library, with amazing water views. The main level is

    Agent Photo

    Eric Rollo

    The Agency Boston

    (508) 682-4898

    60 Smith Heights Way, Eastham, MA 02642
  • 65 Whitney Rd, Eastham, MA 02642
    65 Whitney Rd, Eastham, MA 02642
    65 Whitney Rd, Eastham, MA 02642
    /41

    $895,000

    Open Sat 2PM - 3:30PM
    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    65 Whitney Rd, Eastham, MA 02642

    This pristine 3-bedroom Cape offers a bright, open first-floor layout designed for easy Cape Cod living. The spacious living room flows seamlessly into the dining area and kitchen, featuring gleaming hardwood floors, a wood-burning fireplace, and sliding doors leading out to the rear deck -- perfect for relaxing or entertaining.The first floor also includes a generously sized primary bedroom and

    Agent Photo

    Bob Sheldon

    RE/MAX Real Estate Center

    (508) 401-8180

    65 Whitney Rd, Eastham, MA 02642
  • 600 Kingsbury Beach Rd, Eastham, MA 02642
    600 Kingsbury Beach Rd, Eastham, MA 02642
    600 Kingsbury Beach Rd, Eastham, MA 02642
    /29

    $1,100,000

    • 6 Beds
    • 4 Baths
    • 2,940 Sq Ft

    600 Kingsbury Beach Rd, Eastham, MA 02642

    We have a well-maintained duplex property on a 3/4 acre level lot, just up the road from Kingsbury Beach. Each side has over 1300 sqft, 3 bedrooms, and 1.5 baths. This has been a great income property, with over $5300 income per month. Tenants through 2028.

    Agent Photo

    Bob Sheldon

    RE/MAX Real Estate Center

    (508) 388-6918

    600 Kingsbury Beach Rd, Eastham, MA 02642
  • 90 Whitney Rd, Eastham, MA 02642
    90 Whitney Rd, Eastham, MA 02642
    90 Whitney Rd, Eastham, MA 02642
    /44

    $850,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    90 Whitney Rd, Eastham, MA 02642

    This well-maintained and thoughtfully updated 3+ bedroom Cape is ideally situated at the end of a quiet cul-de-sac, offering both privacy and charm. The main level features an updated kitchen, a spacious living room with a cozy gas fireplace, a dedicated home office, and a convenient first-floor bedroom. Upstairs, you'll find two generously sized bedrooms. Being sold mostly furnished

    Agent Photo

    Bob Sheldon

    RE/MAX Real Estate Center

    (508) 978-6812

    90 Whitney Rd, Eastham, MA 02642
  • 1690 Herring Brook Rd, Eastham, MA 02642
    1690 Herring Brook Rd, Eastham, MA 02642
    1690 Herring Brook Rd, Eastham, MA 02642
    /14

    $500,000

    • 3 Beds
    • 2 Baths

    1690 Herring Brook Rd, Eastham, MA 02642

    This is a parcel with 2 cottages - a 2 bedroom Cape-style cottage and a 1 bedroom ranch style cottage. Both are in need of serious renovation. Perfect as an investment property that can be condo-ized and the units sold/rented separately. The 0.59 acre property is level and located adjacent to Wiley Park (and Great Pond) and just a modest walk to Kingsbury Beach. Being sold As-Is. Use caution when

    Agent Photo

    Bob Sheldon

    RE/MAX Real Estate Center

    (508) 684-2133

    1690 Herring Brook Rd, Eastham, MA 02642
  • 588 S Orleans Rd, Orleans, MA 02653
    588 S Orleans Rd, Orleans, MA 02653
    588 S Orleans Rd, Orleans, MA 02653
    /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
  • 343 Tonset Rd, Orleans, MA 02653
    343 Tonset Rd, Orleans, MA 02653
    343 Tonset Rd, Orleans, MA 02653
    /90

    $2,595,000

    Open Sat 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
  • 410 Blueberry Pond Dr, Brewster, MA 02631
    410 Blueberry Pond Dr, Brewster, MA 02631
    410 Blueberry Pond Dr, Brewster, MA 02631
    /62

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,471 Sq Ft

    410 Blueberry Pond Dr, Brewster, MA 02631

    Completed in 2023, this newly built, fully electric home blends elevated design, sustainable living, and timeless Cape Cod charm. Set on 1.15 acres across two parcels (and surrounded by conservation) with private access to Blueberry Pond, the residence offers ~2,400 sq ft across three thoughtfully designed levels. The home was designed with a primary suite on each of the main levels, offering

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    410 Blueberry Pond Dr, Brewster, MA 02631
  • 2 Monomoy Ln, Orleans, MA 02653
    2 Monomoy Ln, Orleans, MA 02653
    2 Monomoy Ln, Orleans, MA 02653
    /67

    $2,795,000

    Open Sat 10AM - 12PM
    • 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
  • 9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, Orleans, MA 02653
    9 Honeysuckle Ln, 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
  • 558 Fox Hill Rd, Chatham, MA 02633
    558 Fox Hill Rd, Chatham, MA 02633
    558 Fox Hill Rd, Chatham, MA 02633
    /39

    $1,469,000

    • 5 Beds
    • 10 Baths
    • 11,000 Sq Ft

    558 Fox Hill Rd, Chatham, MA 02633

    Co-ownership opportunity. Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a

    Brian Dougherty Corcoran Property Advisors

    558 Fox Hill Rd, Chatham, MA 02633
  • 102 Fletcher Ln Unit H, Brewster, MA 02631
    102 Fletcher Ln Unit H, Brewster, MA 02631
    102 Fletcher Ln Unit H, Brewster, MA 02631
    /28

    $355,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    102 Fletcher Ln Unit H, Brewster, MA 02631

    Beautifully updated and move-in ready, this top-floor 1-bed, 1-bath condo in the desirable Ocean Edge Resort community offers the perfect blend of style and comfort. Soaring cathedral ceilings and an open layout create a bright, airy atmosphere, while the private balcony provides sweeping views of the Nicklaus Design Golf Course. Recent renovations include a brand-new kitchen with modern

    Leighton Team Keller Williams Realty

    102 Fletcher Ln Unit H, Brewster, MA 02631
  • 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 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
  • 77 Chilton Ln Unit 77, Brewster, MA 02631
    77 Chilton Ln Unit 77, Brewster, MA 02631
    77 Chilton Ln Unit 77, Brewster, MA 02631
    /42

    $450,000

    Open Sat 12PM - 2PM
    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    77 Chilton Ln Unit 77, Brewster, MA 02631

    Enjoy views of Widger Hole Pond from the deck of this 2 bedroom, 2 bath second-floor condo at Ocean Edge. Offering 935 sq ft, the unit features engineered hardwood flooring throughout the living area, kitchen, and guest bath. The kitchen has been updated with newer cabinets, granite countertops, added cabinet and counter space, and stainless steel appliances. A central air system with heat pump

    Leighton Team Keller Williams Realty

    77 Chilton Ln Unit 77, Brewster, MA 02631
  • 655 Herring Brook Rd, Eastham, MA 02642
    655 Herring Brook Rd, Eastham, MA 02642
    655 Herring Brook Rd, Eastham, MA 02642
    /40

    $1,395,000

    Open Sat 11AM - 1PM $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,509 Sq Ft

    655 Herring Brook Rd, Eastham, MA 02642

    Overlooking an expansive salt marsh with views toward Cape Cod Bay, this contemporary Cape offers a front-row seat to one of the Outer Cape’s most captivating landscapes. Water views are enjoyed from every room as tides move through a natural marsh channel and light shifts across the grasses and sky, with the bay visible beyond. The wrap-around deck extends the living space outdoors—perfect for

    Lynn Van Norman Gibson Sotheby's International Realty

    655 Herring Brook Rd, Eastham, MA 02642
  • 42 Old Colony Way Unit 21, Orleans, MA 02653
    42 Old Colony Way Unit 21, Orleans, MA 02653
    42 Old Colony Way Unit 21, Orleans, MA 02653
    /54

    $379,000

    Open Sat 11AM - 1PM
    • 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
  • 4 Monomoy Ln, Orleans, MA 02653
    4 Monomoy Ln, Orleans, MA 02653
    4 Monomoy Ln, Orleans, MA 02653
    /43

    $2,995,000

    Open Sat 10AM - 12PM
    • 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
  • 102 Fletcher Ln Unit H, Brewster, MA 02631
    102 Fletcher Ln Unit H, Brewster, MA 02631
    102 Fletcher Ln Unit H, Brewster, MA 02631
    /26

    $355,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    102 Fletcher Ln Unit H, Brewster, MA 02631

    Beautifully updated and move-in ready, this top-floor 1-bed, 1-bath condo in the desirable Ocean Edge Resort community offers the perfect blend of style and comfort. Soaring cathedral ceilings and an open layout create a bright, airy atmosphere, while the private balcony provides sweeping views of the Nicklaus Design Golf Course. Recent renovations include a brand-new kitchen with modern

    Leighton Team Keller Williams Realty

    102 Fletcher Ln Unit H, Brewster, MA 02631
  • 22 Winslow Dr, Orleans, MA 02653
    22 Winslow Dr, Orleans, MA 02653
    22 Winslow Dr, 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
  • 385 Bridge Rd, Eastham, MA 02642
    385 Bridge Rd, Eastham, MA 02642
    385 Bridge Rd, Eastham, MA 02642
    /41

    $1,300,000

    • 4 Beds
    • 2 Baths
    • 2,316 Sq Ft

    385 Bridge Rd, Eastham, MA 02642

    Introducing 385 Bridge Road, an Eastham gem with endless possibilities for expansion, improvement, or for a new home on the included 1.4 acre lot. Maybe even a family compound. Ideally located just a short walk from Cape Cod Bay, and minutes to the National Seashore, Fort Hill and other Cape Cod landmarks, this inviting residence presents a rare opportunity to own a piece of history in move-in

    Stephen Laska RE/MAX Vision

    385 Bridge Rd, Eastham, MA 02642
  • 100 Fletcher Ln Unit G, Brewster, MA 02631
    100 Fletcher Ln Unit G, Brewster, MA 02631
    100 Fletcher Ln Unit G, Brewster, MA 02631
    /28

    $295,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    100 Fletcher Ln Unit G, Brewster, MA 02631

    Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living. This updated and fully renovated lower level condo with a bright, open-concept layout and with a private patio that opens up to a grassy area overlooking the Ocean Edge Golf Course. The renovated kitchen features quartz countertops, stainless steel appliances, and contemporary

    Leighton Team Keller Williams Realty

    100 Fletcher Ln Unit G, Brewster, MA 02631
  • 3098 State Hwy, Eastham, MA 02642
    3098 State Hwy, Eastham, MA 02642
    3098 State Hwy, Eastham, MA 02642
    /13

    $849,900

    • 4 Beds
    • 2 Baths
    • 1,387 Sq Ft

    3098 State Hwy, Eastham, MA 02642

    Lovely 4 bedroom home conveniently located in Wellfleet minutes to town and beaches.Home has new paved drivewayNew Oak hardwood floors on second floor and first floor bedrooms.Refinished deckReady for the 2026 seasonHome can be sold fully furnished.

    Shane Hoctor Copper Cod Real Estate

    3098 State Hwy, Eastham, MA 02642
  • 21 Pleasant View Dr, Orleans, MA 2653
    21 Pleasant View Dr, Orleans, MA 2653
    21 Pleasant View Dr, Orleans, MA 2653
    /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
  • 10 Hathorne Ln, Orleans, MA 02653
    10 Hathorne Ln, Orleans, MA 02653
    10 Hathorne Ln, 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
  • 84 Anchors Aweigh Rd, Brewster, MA 02631
    84 Anchors Aweigh Rd, Brewster, MA 02631
    84 Anchors Aweigh Rd, Brewster, MA 02631
    /50

    $1,095,000

    Open Sat 9:30AM - 11AM
    • 3 Beds
    • 2 Baths
    • 654 Sq Ft

    84 Anchors Aweigh Rd, Brewster, MA 02631

    If you like like Pina Coladas...Legend has it the dunes from Rupert Holmes famous song are merely 140 ~ some odd steps from the front door. The private beach with mooring potential certainly is.Anchors Aweigh Rd, a tasteful 3 BR / 2 BA waterview cottage blending original charm with modern conveniences: sunny deck, outdoor shower, rooftop solar (fully owned / no electric bill / currently earning

    Michael Fitzgibbons Property Partners Real Estate, LLC

    84 Anchors Aweigh Rd, Brewster, MA 02631
  • 67 Bakers Pond Rd, Orleans, MA 02653
    67 Bakers Pond Rd, Orleans, MA 02653
    67 Bakers Pond Rd, 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
  • 332 S Orleans Rd, Orleans, MA 02653
    332 S Orleans Rd, Orleans, MA 02653
    332 S Orleans 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
  • 26 Locust Rd, Orleans, MA 02653
    26 Locust Rd, Orleans, MA 02653
    26 Locust 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
  • 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
  • 40 Bayview Rd, Eastham, MA 02642
    40 Bayview Rd, Eastham, MA 02642
    40 Bayview Rd, Eastham, MA 02642
    /51

    $1,200,000

    $500K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,345 Sq Ft

    40 Bayview Rd, Eastham, MA 02642

    Location, location, location! Unique two-unit property located just 0.1 mile from Boat Meadow Landing, featuring sunset views of Cape Cod Bay from the rooftop deck. Set on nearly half an acre, each unit offers two bedrooms, providing flexibility for extended family, rental income, or investment potential. The right side features the original home with updated kitchen and bath and a enclosed porch

    Deborah Kruzel Keller Williams Gateway Realty

    40 Bayview Rd, Eastham, MA 02642
  • 5 Weir Rd, Eastham, MA 02642
    5 Weir Rd, Eastham, MA 02642
    5 Weir Rd, Eastham, MA 02642
    /42

    $759,000

    Open Sat 1PM - 3PM
    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft

    5 Weir Rd, Eastham, MA 02642

    Charming 2-bedroom ranch on a spacious 0.41-acre lot in desirable Eastham, just minutes from Thumpertown Beach. This bright, sunny home offers easy one-level living, ideal for year-round use or a Cape Cod retreat. The standout three-season sunroom features three new skylights, filling the space with natural light--perfect for relaxing or entertaining. A cozy living room with gas fireplace adds

    Team Brown Thomas D. Brown RE Associates

    5 Weir Rd, Eastham, MA 02642
  • 20 Priscilla Cir, Eastham, MA 02642
    20 Priscilla Cir, Eastham, MA 02642
    20 Priscilla Cir, Eastham, MA 02642
    /82

    $1,080,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    20 Priscilla Cir, Eastham, MA 02642

    Perched on a gentle rise at the end of a quiet cul-de-sac, this captivating 3-bedroom, 2.5-bath Cape-style home is ideally located just 0.4 miles from First Encounter Beach. Thoughtfully updated in 2016, it combines modern enhancements with a relaxed, come-as-you-are livability. A stylish 12x12 kitchen with granite countertops and stainless steel appliances flows seamlessly into the expansive

    Doug Macomber Meadow Marsh Inc

    20 Priscilla Cir, Eastham, MA 02642
  • 101 Fletcher Ln Unit L, Brewster, MA 02631
    101 Fletcher Ln Unit L, Brewster, MA 02631
    101 Fletcher Ln Unit L, Brewster, MA 02631
    /24

    $315,000

    Open Sat 10AM - 11:30AM
    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    101 Fletcher Ln Unit L, Brewster, MA 02631

    Step into effortless one-level living in this beautifully renovated first-floor condo at sought-after Ocean Edge Resort. No stairs to navigate to get to this unit. This light-filled 1-bedroom, 1-bath home offers an open-concept design with a seamless, modern feel. The updated kitchen features quartz countertops, stainless steel appliances, stylish cabinetry, and contemporary lighting. A

    Leighton Team Keller Williams Realty

    101 Fletcher Ln Unit L, Brewster, MA 02631
  • 16 Carlton Rd, Orleans, MA 02653
    16 Carlton Rd, Orleans, MA 02653
    16 Carlton 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
  • 11 Chilton Ln, Brewster, MA 02631
    11 Chilton Ln, Brewster, MA 02631
    11 Chilton Ln, Brewster, MA 02631
    /25

    $425,000

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    11 Chilton Ln, Brewster, MA 02631

    Enjoy coastal living in this thoughtfully updated Ocean Edge condo, ready for summer enjoyment. Nestled in a quiet wooded setting just south of scenic 6A, this location offers easy access to the beautiful bayside beaches, the Cape Cod Rail Trail, local shopping, coffee shop and restaurants. Unpack and enjoy the already renovated space, which includes a brand new washer/dryer, wood floors

    Amanda Govoni William Raveis Real Estate & Homes Services

    11 Chilton Ln, Brewster, MA 02631
  • 63 Briar Spring Rd, Orleans, MA 02653
    63 Briar Spring Rd, Orleans, MA 02653
    63 Briar Spring Rd, Orleans, MA 02653
    /37

    $2,100,000

    • 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
  • 36 Areys Ln, Orleans, MA 02653
    36 Areys Ln, Orleans, MA 02653
    36 Areys 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
  • 1065 Great Pond Rd, Eastham, MA 02642
    1065 Great Pond Rd, Eastham, MA 02642
    1065 Great Pond Rd, Eastham, MA 02642
    /23

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,016 Sq Ft

    1065 Great Pond Rd, Eastham, MA 02642

    This charming Eastham home captures the spirit of Cape Cod living--a blend of classic cottage character and modern updates. The original cottage reflects the simple design common to Cape homes of its era, while a later addition enhances both space and functionality.The newer portion offers an inviting living area with a woodstove hook-up all on an foundation supporting the expanded space and

    Marirose Lynch RE/MAX Real Estate Center

    1065 Great Pond Rd, Eastham, MA 02642
  • 12 Windswept Ln, Orleans, MA 2653
    12 Windswept Ln, Orleans, MA 2653
    12 Windswept Ln, Orleans, MA 2653
    /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

Showing Results 1 - 40, Page 1 of 3

Massachusetts Barnstable County East Orleans

Real Estate & Homes for Sale in East Orleans, MA

Frequently Asked Questions

What are the most popular zip codes in East Orleans, MA?
The most popular zip codes in East Orleans, MA include 02653, 02642, 02631, 02633 and 02650.
What are the most popular neighborhoods near East Orleans, MA?
The most popular neighborhoods near East Orleans, MA are North Chatham, East Harwich, Chatham Village, West Chatham and South Chatham.
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