Chester VA Real Estate & Homes for Sale

Executive Home in the Heart of Chester - Private, Custom, Renovated Showplace. Freshly painted throughout the main and second levels, this stunning 3-story, 4,079 sq ft custom-built Wesley Burton home is nestled on a quiet dead-end street in Chester, offering 2.81 acres of privacy and charm. Featuring 5 bedrooms, 3.5 bathrooms, and 3 fireplaces (including one gas), this home blends timeless character with thoughtful updates throughout. The main level boasts formal living and dining rooms with hardwood floors, a welcoming foyer, a spacious family room with built-ins and a gas fireplace, and an oversized eat-in kitchen complete with a peninsula, tile backsplash, and pantry cabinet. A screened porch enhances the homes warmth and functionality. Upstairs, youll find four generously sized bedrooms, including a renovated primary suite featuring a wood-burning fireplace with a classic wood surround and dentil molding. The luxurious en suite includes a walk-in tile shower, double vanity, window for natural light, and an oversized walk-in closet-your perfect retreat. The walk-out English basement adds even more flexibility with a large rec room and wood-burning fireplace, a 5th bedroom or guest room, a full bathroom with walk-in tiled shower, a spacious utility room, and direct access to the back and side yards. Exterior highlights include a paved circular driveway, brick walkways, covered front stoop, patio, and fenced rear yard. You'll also enjoy two garages (20x40 with 10 doors and 20x24 with power), four sheds, a luxury chicken coop, fire pit, childrens playhouse, trampoline, and a ready-to-go playground. Recent upgrades include: roof (2020), windows (2016), exterior paint (2021), and fresh interior paint (2025). This home is a rare find-an elegant and private oasis that lives like a year-round vacation. Basement was used for investment purposes as a Short Term Rental and generated approximately $1500/month.

Southern Charm Like No Other! Make this Historic Landmark Your Own! The Clarke House is a beloved Chester landmark affectionately known by locals as "Big Yellow". This 1912 Gem was fully restored in 2018 with New Roofing, Electrical, Plumbing, and All . . . down to the studs! Pull up to this meticulously designed designated parking area and unwind for a few in the most inviting outside entertaining space before stepping onto your Georgian Style Front Porch! If the exterior wasn't enough, the Grand Foyer will most likely take your breath away with its Intellectual Design and Home Feel all wrapped into one! Gleaming Hardwoods, 10' Ceilings, and Custom Millwork lead you into a bevy of Traditional Living Areas! Curl up with your favorite in the Warm Living Area or prepared to Entertain at the Formal Dining Table surrounded by an abundance of the best reads most wouldn't think of! Guests will find a private half bath close by your convenient laundry area! The fully renovated kitchen screams slate flooring, stainless appliances, granite countertops, custom cabinets, and a to-die-for breakfast nook, with an ample pantry/storage area. The second level hosts four spacious bedrooms, including a gracious primary suite with a designer en suite bathroom and custom walk-in closets in the primary and guest rooms. A renovated full bathroom serves the remaining bedrooms. The third floor presents a versatile space, perfect for a playroom, craft room, or home gym. The lower level provides 400 additional square feet, excellent for storing! Outside, a new wrought iron fence enhances the curb appeal, while the backyard offers an entertainer's dream with a firepit and a charming she-shed/man-cave and outdoor solar shower.