18

5-Bedroom Homes for Sale in 29585

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  • /40

    $4,750,000

    • 5 Beds
    • 4.5 Baths
    • 4,982 Sq Ft

    288 Tipperary Place, Pawleys Island, SC 29585

    Escape to a truly exceptional Lowcountry retreat where privacy, elegance, and nature converge. Nestled behind a gas-lit entryway, this remarkable estate welcomes you with a meandering driveway that winds through more than two acres of impeccably landscaped grounds. The journey alone sets the tone—peaceful, private, and picturesque—culminating in breathtaking views of the marsh, winding creek, and

    Agent Photo

    Christy Whitlock

    ERA Wilder Realty Inc PI

    (843) 350-5360

    288 Tipperary Place, Pawleys Island, SC 29585
  • /40

    $924,617

    • 5 Beds
    • 5 Baths
    • 4,178 Sq Ft

    89 Cameron Ct, Pawleys Island, SC 29585

    olf Course Home in Pawleys Plantation – 5BR | 5BA | Gated Community Located in the gated golf community of Pawleys Plantation, this spacious custom-built home sits on a quiet cul-de-sac and offers panoramic views of the Jack Nicklaus Signature Golf Course. Set on a 0.60-acre lot, the property features five private en suite bedrooms, including two on the main level—ideal for multigenerational

    Francis Dominick Carolina Bays Real Estate

    89 Cameron Ct, Pawleys Island, SC 29585
  • /40

    $849,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,978 Sq Ft

    1464 Hawthorn Dr Unit LCC 16, Pawleys Island, SC 29585

    New construction. Just completed. Beautifully designed home on a large lot. Located on a pond with golf course views. Three bay garage, gas fireplace, quartz countertops, tray ceilings, open floor plan, generator connection, fiber cement siding are just a few of the items this home features.

    Carole Dodenhoff RESource One Real Estate, LLC

    1464 Hawthorn Dr Unit LCC 16, Pawleys Island, SC 29585
  • /40

    $2,950,000

    • 5 Beds
    • 4.5 Baths
    • 3,612 Sq Ft

    573 S Dunes Dr, Pawleys Island, SC 29585

    Timeless Coastal Design. Ocean Views. Elevated Everyday Living. This custom coastal residence is a study in thoughtful design, layered texture, and laid-back luxury—where every detail has been carefully curated to capture the beauty of seaside living while offering the comforts of a high-end retreat. Whether you envision it as your full-time residence, a vacation getaway, or a smart investment,

    Mariah Johnson CB Sea Coast Advantage PI

    573 S Dunes Dr, Pawleys Island, SC 29585
  • /40

    $1,750,000

    • 5 Beds
    • 5.5 Baths
    • 4,186 Sq Ft

    2382 Waverly Rd, Pawleys Island, SC 29585

    Welcome to 2382 Waverly Rd, a beautifully updated traditional home settled beneath majestic live oaks on a full acre in the desirable Waverly Creek community of Pawleys Island. With nearly 4,200 square feet of heated living space, this 5-bedroom, 5.5-bathroom residence is the perfect blend of timeless elegance and cutting-edge smart home convenience—offering you more than just a home, it’s a

    The Jamie Beard Team The Litchfield Company RE

    2382 Waverly Rd, Pawleys Island, SC 29585
  • /40

    $1,659,000

    • 5 Beds
    • 5.5 Baths
    • 5,189 Sq Ft

    509 Heston Point Dr, Pawleys Island, SC 29585

    Located in Oak Point Estates within Willbrook Plantation. 509 Heston Point is an estate home, nestled on 1.83 acres among a canopy of majestic live oak and 300 year old cypress trees draped with Spanish moss. BRAND NEW ROOF! This property exudes the timeless charm and tranquility of the low country. Situated on the banks of Oatland Creek which joins the ICW/River. Only a 5-10 min cruise to the

    Tyson Blount-Jones The Litchfield Company RE

    509 Heston Point Dr, Pawleys Island, SC 29585
  • /37

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

    341 Brickwell Ln, Pawleys Island, SC 29585

    Welcome to this stunning 5-bedroom, 4.5-bath home in the heart of Pawleys Island, SC! This home is perfectly situated on 2.56 acres in the sought after gated community The Reserve. You will be captivated as you enter the home by the open-concept that seamlessly blends elegance and comfort. The foyer and main living area have exposed cypress beams and the gourmet kitchen is a Chef's dream with

    Judy Connaughton BHHS Myrtle Beach Real Estate

    341 Brickwell Ln, Pawleys Island, SC 29585
  • /40

    $2,950,000

    • 10 Beds
    • 8 Baths
    • 4,976 Sq Ft

    496 Myrtle Ave Unit Ocean / Creek Front, Pawleys Island, SC 29585

    496 Myrtle Ave is an iconic family compound exemplifying all the best of the charm, beauty and amazing life style of Pawleys Island SC. Located in the Historic District of Pawleys Island, 496 Myrtle stretches across the width of the island and boasts two charming, classic Pawleys Island homes leveraging spectacular ocean front and creek front building sites. The homes are tied together by the

    Martin Phillips Properties Team CB Sea Coast Advantage PI

    496 Myrtle Ave Unit Ocean / Creek Front, Pawleys Island, SC 29585
  • /40

    $2,399,000

    • 6 Beds
    • 3 Baths
    • 2,636 Sq Ft

    766 Springs Ave Unit LAST RESORT, Pawleys Island, SC 29585

    LOWEST PRICED OCEANFRONT HOME IN PAWLEYS ISLAND OR LITCHFILED BEACH! The Last Resort has two beautifully distinct faces, the beachfront one that faces the sunrise over the ocean, and the creekfront one that faces the sunset over Pawleys Creek! This incredible home is the last home on the southern tip of Pawleys Island and is nestled between Pawleys Creek and the Atlantic Ocean. It is a fun house

    Streett Property Consultants Garden City Realty, Inc

    766 Springs Ave Unit LAST RESORT, Pawleys Island, SC 29585
  • /40

    $3,500,000

    • 5 Beds
    • 3.5 Baths
    • 2,121 Sq Ft

    206 Atlantic Ave, Pawleys Island, SC 29585

    Experience nearly a century of coastal charm in this magnificent 1935 oceanfront home, perfectly positioned on one of South Carolina's most beloved barrier islands. Tucked away from the road for ultimate privacy, this secluded retreat offers five bedrooms and three and a half bathrooms, providing an unparalleled combination of historic character, modern comfort, and breathtaking Atlantic Ocean

    Jimmy Smith James W Smith Real Estate Co

    206 Atlantic Ave, Pawleys Island, SC 29585
  • /39

    $1,125,000

    • 6 Beds
    • 3 Baths
    • 3,847 Sq Ft

    73 Windover Dr, Pawleys Island, SC 29585

    73 Windover Dr in North Litchfield Beach is a great beach house offering two different levels of a great beach experience. The main level is peaceful and freshly painted with 4 bedrooms, 2 baths, a big family room with gas fireplace, dining room, breakfast room, kitchen and sunroom with bar area. A large deck just off the family room is perfect for grilling or just enjoying a fun gathering

    Kat Loftus Peace Sotheby's Intl Realty PI

    73 Windover Dr, Pawleys Island, SC 29585
  • /36

    $949,900

    • 6 Beds
    • 5.5 Baths
    • 5,072 Sq Ft

    1176 Old Plantation Dr, Pawleys Island, SC 29585

    Welcome to this beautiful 6 bedroom 5 1/2 bath Low-Country style home nestled on a large 1 acre lot in the quaint voluntary HOA community of Hagley Estates. As you arrive at the property, you will note the majestic oak trees and spacious driveway with attached 4 car tandem garage and exterior carport for plenty of space to store your RV, boat, cars, etc. This home was constructed in the early

    Connor Callaway Callaway Estates

    1176 Old Plantation Dr, Pawleys Island, SC 29585
  • /40

    $1,450,000

    • 5 Beds
    • 5 Baths
    • 9,000 Sq Ft

    514 Blockade Dr, Pawleys Island, SC 29585

    Nestled on a double lot totaling over half an acre, this remarkable estate blends old-school Pawleys charm with modern convenience, offering a main residence, multiple guest units, and future development potential — all just a bike ride away from the beach, creek, restaurants, and everything Island life offers.Where Timeless Pawleys Charm Meets Modern Possibility Welcome to a true Pawleys Island

    Buffy Patterson ERA Wilder Realty Inc PI

    514 Blockade Dr, Pawleys Island, SC 29585
  • /38

    $1,599,000

    • 5 Beds
    • 7 Baths
    • 3,500 Sq Ft

    24 Jerry Ct, Pawleys Island, SC 29585

    Raised beach house tucked in cul-de-sac lot and just blocks to the beach. This feature rich home and design are perfect for the full time residents, second home owners, or a potential rental machine. Main floor offers two masters and share open concept kitchen great room with huge vaulted ceilings. Upstairs you will find two guest rooms and two more full baths. Ground floor has an amazing full

    Phillip Brady RE/MAX Executive

    24 Jerry Ct, Pawleys Island, SC 29585
  • /33

    $1,379,000

    • 5 Beds
    • 3.5 Baths
    • 3,502 Sq Ft

    166 Cayman Loop, Pawleys Island, SC 29585

    Waccamaw Trace in the coveted North Litchfield beach neighborhood is an ideal destination for your vacation or permanent home just steps from the neighborhood pool and a quick walk or bike ride from one of the most pristine beaches in the area! 166 Cayman Loop has plenty of room for family and friends with five bedrooms, three and one half baths, a large great room with vaulted cathedral ceilings

    Peace Groat Property Advisors Peace Sotheby's Intl Realty PI

    166 Cayman Loop, Pawleys Island, SC 29585
  • /40

    $950,000

    • 5 Beds
    • 3.5 Baths
    • 3,885 Sq Ft

    356 Chapman Loop, Pawleys Island, SC 29585

    A picture-perfect setting in the Prestigious Willbrook Plantation Community! Welcome to 356 Chapman Loop! This stunning brick home is nestled under magnificent century old live oak trees draped in Spanish moss while bestowing unpretentious southern elegance. Surrounded by an abundance of flowering hydrangeas, camellias, azaleas and a variety of additional plantings – the home also offers stunning

    Diane LaBaugh RE/MAX Executive

    356 Chapman Loop, Pawleys Island, SC 29585
  • /39

    $4,600,000

    • 5 Beds
    • 5.5 Baths
    • 3,900 Sq Ft

    1187 Norris Dr, Pawleys Island, SC 29585

    This fabulous property tucked away between the Ocean and creek, presents an opportunity to own a rare Ocean front property, whether for private use, or the prodigious rental program its a winner. Close to all the best Pawleys has to offer, this five bed five and a half bath home provides everything you could ask for in Ocean front living. No expense spared on a custom remodeling with over 1350

    David Moorhead Realty ONE Group DocksideSouth

    1187 Norris Dr, Pawleys Island, SC 29585
  • /8

    $1,250,000

    • 5 Beds
    • 3 Baths
    • 1,890 Sq Ft

    334 Norris Dr, Pawleys Island, SC 29585

    Deanna Coffey Assist2Sell-Coastal Carolina

    334 Norris Dr, Pawleys Island, SC 29585
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