2589 Leighswood Dr Winston Salem NC 27106 For Sale
Samuel Collins • October 24, 2025
4 Bedrooms, 2.5 Baths, Move-In Ready with Pool and Storage Shed

Fabulous & Well Maintained Traditional Home located in the sought after Cheslyn Neighborhood! This Home Offers Four bedrooms, Two and a half Bathrooms, Main Level Laundry Room, and Walk in Pantry! Tons of Natural Light with this Open Concept Home with plenty of Flex Space and Bonus loft area on the second story. The fully fenced in and private back yard is a perfect oasis for get togethers, play, hobby, or room for your furry friends to run around! Attached Two Car Garage with plenty of storage throughout the Home. Enjoy the above ground pool in the early spring & summertime! Shed (2022), Garden Beds, Washer/Dryer (2023), Above Ground Pool, & Fridge to Convey.
2589 Leighswood Dr Winston Salem NC 27106 Exterior Photos
2589 Leighswood Dr Winston Salem NC 27106 1st Floor Photos
2589 Leighswood Dr Winston Salem NC 27106 2nd Floor Photos
2589 Leighswood Dr Winston Salem NC 27106 Location Map
2589 Leighswood Dr Winston Salem NC 27106
Neighborhood Photos of Cheslyn
2589 Leighswood Dr Winston Salem NC 27106 Floor Plan
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Looking for privacy, seclusion, peace, & quiet? This fantastic home offers 5.2+/- private acres amongst a secluded neighborhood. Beautiful and low maintenance landscaping, impressive garden, three car garage, & large patio. Don't miss the spacious covered back deck off the kitchen perfect for bird watching, wildlife, or taking in the serene wooded area. This homes layout is very flexible and spacious over 4,000 sq ft. +/-. Grand 18 ft ceilings in the formal living room, a generous master suite w/ private balcony and updated tiled shower. The finished basement offers a work from home space, full bath, bonus room/play room that transitions to the lower level garage & oversized, well kept workshop. Extra parking pad that's perfect for parking a large RV, trucks, or farming equipment. While very private, only 30 minutes from High Point, Greensboro, & Winston Salem. In addition to Pilot Mountain State Park, Hanging Rock State Park, & Belews Lake. Photos coming soon!

Come visit this charming brick rancher tucked away with an inviting Bridge through the Laurels to the Upper Meadow on the backside of the Acreage. In this Private Oasis you will be greeted by Nature-filled days and Star-filled nights. Enjoy Birds, Wildlife and Creekside sounds from the Back Deck, Porch, or additional Deck across the Walking Bridge. Inside, you will find a Move-In Ready home with a Main-level Primary Suite. Recent flooring in kitchen living spaces and primary bedroom. Close to amenities and 15 minutes to downtown Winston Salem. Metal Roof, septic, basement Woodstove, and Sunny 1.5+/- Acreage is ready for a Garden that would be easy to take Off-Grid. The Unfinished Basement holds plenty of potential with nice ceiling height and a Locking Storage Room. Recent septic and home inspection (11/24). Our sellers life change could be the opportunity you're looking for! (Tax value from 2025 assessment value, rate and amount from 2024 and subject to change.)











