Crooked Oak Cottages Real Estate

Welcome to Crooked Oak Cottages, a hidden gem nestled in the heart of Pawleys Island, South Carolina. This charming neighborhood offers a delightful blend of tranquility and coastal charm, making it the perfect haven for families, retirees, and anyone seeking a serene lifestyle near the beach.

Crooked Oak Cottages is characterized by its picturesque tree-lined streets, where the gentle rustle of oak leaves creates a soothing backdrop. The cottages themselves exude a warm and inviting atmosphere, showcasing classic Southern architecture with modern touches that cater to today’s lifestyle. Each home is designed to maximize comfort while maintaining a cozy, intimate feel.

The neighborhood is ideally situated just a short stroll from the pristine shores of Pawleys Island, where residents can enjoy sun-soaked days on the beach, fishing, or simply taking in the stunning sunsets over the Atlantic Ocean. With a rich history and vibrant local culture, Pawleys Island offers an array of dining, shopping, and recreational opportunities. From delightful seafood shacks to upscale restaurants, the culinary scene is sure to satisfy every palate.

Nature lovers will appreciate the nearby parks and nature reserves, providing ample opportunities for hiking, biking, and exploring the breathtaking Lowcountry landscape. Crooked Oak Cottages is also conveniently located near top-rated schools, making it an excellent choice for families.

Whether you’re looking for a vacation home or a permanent residence, Crooked Oak Cottages is a welcoming community that embodies the essence of coastal living. Discover the charm of Pawleys Island and make this enchanting neighborhood your new home!

Newest Listings in Crooked Oak Cottages

$405,000

3 Beds ⋅ 2 Baths ⋅ 2623457 MLS

Less than one mile from the beach, this fully furnished 3-bedroom, 2-bath raised-style beach home offers an easy way to enjoy the Pawleys Island lifestyle. Nestled within Crooked Oak Cottages, a quiet community of just 21 residential units, this home is well suited for full-time living or use as a second home at the beach. The ground level features a large screened-in porch that creates an inviting additional space for relaxing or entertaining. Three separate storage areas provide plenty of room for bicycles, beach gear, golf cart accessories, and more. Laundry hookups are available on both levels, giving you the flexibility to place a washer and dryer upstairs, downstairs, or in both locations. Upstairs, you’ll find three bedrooms and two full bathrooms, along with all-new LVP flooring throughout, a recently repainted interior, and plantation shutters that add a classic coastal touch. Hop on the golf cart for an easy ride to the beach, nearby restaurants, shopping, and local favorites. With its convenient location, quiet community setting, and thoughtful updates, this Crooked Oak Cottages home is a great opportunity to enjoy coastal living in Pawleys Island.

40 Wallys Way Unit 9, Pawleys Island

Listing courtesy of Listing Agent: Jerry String () from Listing Office: Realty ONE Group DocksideSouth.

$415,000

4 Beds ⋅ 2 Baths ⋅ 2612713 MLS

Tucked away on a quiet cul-de-sac in the heart of Pawleys Island, 76 Wallys Way offers the perfect blend of Lowcountry charm and modern coastal living with a serene environment and gentle sea breezes. This home provides a peaceful retreat while keeping you just minutes from award-winning golf, boutique shopping, and the pristine beaches and rivers that make Pawleys Island so beloved. You can golf cart to the Litchfield Beach access that is only 1.4 miles away. Step inside to an inviting, light-filled interior designed for comfort and easy living. The open-concept layout creates a seamless flow between the main living area, dining space, and kitchen — ideal for entertaining or relaxing after a day on the water. Large windows bring in natural light and frame views of the outdoor surroundings. A studio below has endless possibilities and is perfect for a bedroom or office. It shows like an individual raised beach house; not a typical townhouse look or vibes. With its quiet location, coastal character, and proximity to everything the South Strand has to offer, 76 Wallys Way is a rare opportunity to own a slice of Pawleys Island serenity. This one is just minutes from Brookgreen Gardens, Huntington Beach State Park, Litchfield beaches, Pawleys Island proper, local shops, Murrells Inlet Marsh Walk and so much more. Whether you're looking for a full-time residence or a second home, this address delivers the relaxed coastal lifestyle Pawleys Island is known for. Enjoy morning coffee on the porch, bike rides, and evenings spent under the Carolina sky.

76 Wallys Way Unit 4, Pawleys Island

Listing courtesy of Listing Agent: Denise Talbert () from Listing Office: Peace Sotheby's Intl Realty PI.

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Provided courtesy of The Coastal Carolinas Association of REALTORS®. Information Deemed Reliable but Not Guaranteed. Copyright 2026 of the Coastal Carolinas Association of REALTORS® MLS. All rights reserved. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.