Whipoorwill Estates Real Estate

Welcome to Whipoorwill Estates, a hidden gem nestled in the heart of York, South Carolina! This charming subdivision is the perfect blend of serene living and modern convenience, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Whipoorwill Estates boasts beautifully landscaped properties, where nature’s beauty meets thoughtful design. The community is characterized by spacious lots that provide ample room for outdoor activities, allowing residents to enjoy the stunning South Carolina weather year-round. Picture yourself sipping coffee on your porch, surrounded by the gentle sounds of nature, as the morning sun filters through the trees.

Located just a stone’s throw from the vibrant downtown York, residents have easy access to a variety of shopping, dining, and entertainment options. The charming historic district offers delightful boutiques and local eateries, while larger retail centers are just a short drive away. For those who appreciate outdoor recreation, York County is home to numerous parks and trails, perfect for hiking, biking, and enjoying the great outdoors.

Families will appreciate the top-rated schools within the York School District, ensuring that children receive a quality education close to home. With a strong sense of community and friendly neighbors, Whipoorwill Estates is more than just a place to live; it’s a place to thrive.

Discover the tranquility and charm of Whipoorwill Estates, where your dream home awaits in the picturesque surroundings of York, SC. Embrace the lifestyle you’ve always wanted in this idyllic community!

Newest Listings in Whipoorwill Estates

$324,900

3 Beds ⋅ 2 Baths ⋅ 4398572 MLS

Welcome to this beautifully updated home! Step across the lovely covered front porch into this upgraded home with an open floorplan. Great room, dining area, and kitchen combined make a great space for entertaining. Kitchen has NEW SS appliances, NEW white shaker cabinets, Quartz counter-tops and sleek modern fixtures. Down the hall is the laundry closet with washer/dryer hookups with shelving. Primary bedroom has a great full bathroom with shower/tub combo, single quartz vanity, and GREAT walk-in closet. The two other bedrooms have great closets and the FULL guest bathroom has a single quartz vanity and shower/tub combo. The back deck is a great place to relax and enjoy the sights and sounds of the Carolina country. There is an outdoor storage closet on the house that is perfect for your lawn toys. The HUGE two-car detached garage has tons of space and potential PLUS the storage space on the back of the garage which is 213 SQFT is perfect for a workshop, fixing up vehicles, or any other storage or hobby space! Make it your own! Come see this home today!

2805 Chester Highway, York

$339,900

3 Beds ⋅ 2 Baths ⋅ 4356810 MLS

BACK ON MARKET AT NO FAULT OF THE SELLER! Charming 3-bedroom, 2-bath home on 1.33 acres featuring beautiful hardwood floors, fresh interior paint, and a welcoming rocking chair front porch. Situated on a level corner lot with a beautifully manicured yard, this property offers space, comfort, and functionality. Enjoy outdoor living with a screened back porch and deck overlooking the spacious yard. Additional features include a metal roof, a two-car carport, a detached one-car garage, a workshop, and a storage building, ideal for hobbies, storage, or extra workspace. Plenty of room for outdoor activities while still being convenient to York, McConnells, and Rock Hill for shopping, dining, and commuting. A wonderful opportunity to enjoy country living with modern conveniences nearby.

111 Flushing Drive, York

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .