Carlisle Heights Real Estate

Carlisle Heights Real Estate

Welcome to Carlisle Heights, a charming subdivision nestled in the heart of Winchester, Virginia. This picturesque community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Carlisle Heights is characterized by its beautifully landscaped streets, friendly neighbors, and a strong sense of community. The subdivision features a variety of well-appointed homes, each with unique architectural styles and modern amenities. Whether you’re looking for a cozy single-family home or a spacious multi-level residence, Carlisle Heights has something to suit every taste and budget.

One of the standout features of living in Carlisle Heights is its prime location. Situated in Frederick County, residents enjoy easy access to the vibrant downtown area of Winchester, where you can explore a delightful mix of boutique shops, local eateries, and cultural attractions. Outdoor enthusiasts will appreciate the nearby parks and recreational areas, perfect for hiking, biking, and family picnics.

Education is a top priority in this community, with highly-rated schools serving the area, ensuring that your children receive a quality education. Additionally, the subdivision is conveniently located near major highways, making commuting to neighboring cities and towns a breeze.

With its welcoming atmosphere and convenient amenities, Carlisle Heights is more than just a place to live; it’s a place to call home. Experience the charm of this delightful subdivision and discover why so many people are proud to be a part of the Carlisle Heights community!

Newest Listings in Carlisle Heights

$400,000
4 Beds ⋅ 2 Baths ⋅ VAFV2043986 MLS
***Listing Agent Will be Hosting an Open House to the Public on Saturday 8-15-2026 from 1-4PM*** Conveniently Located Near Major Commuter Routes, Schools & Shopping Centers This Home Provides an Incredible Opportunity to Secure a Well-Priced Turn-Key 4 Bedroom 2 Bathroom Split Foyer Situated on a Private Lot Backing to Trees in Sought After Carlisle Heights Subdivision! The Sellers Addressed ALL of the Major Buyer Concerns in Preparing This Home to List Including a Brand-New HVAC System, Recently Replaced Roof, Stainless Kitchen Appliances, Granite Counter Tops, Ceramic Tile Backsplash & Main Level LVP Flooring! Custom Walk-Out Level Recreation Room, 4th Bedroom, Utility/Laundry Room, and Oversized Garage!

116 Charlton Rd, Winchester
$384,000
3 Beds ⋅ 2 Baths ⋅ VAFV2042688 MLS
This is the one you’ve been waiting for — a beautifully maintained ranch‑style home with thoughtful updates and a bright, comfortable layout throughout. A newer roof, updated HVAC, and fresh carpet provide peace of mind and move‑in readiness from day one. The primary ensuite serves as a true retreat, featuring a spa‑like bath and a walk‑in closet. Two additional bedrooms offer flexible living options with well‑planned closet storage. The large family room flows into the dining area, creating an open, welcoming space filled with natural light. Step outside to a level yard perfect for everyday enjoyment, complete with a storage shed for added convenience. The location is ideal for commuters, with quick access to Route 7, Route 50, and other major routes. Historic downtown Winchester, nearby schools, and shopping are all just minutes away. Don’t miss the chance to make this home yours

103 Elaine Drive, Winchester
$415,000
4 Beds ⋅ 3 Baths ⋅ VAFV2042768 MLS
NEW PRICE! Welcome to 101 Charlton Road, a charming 4-bedroom, 2.5-bath Cape Cod situated on a desirable corner lot. This well-maintained home features a main-level primary suite and beautiful hardwood floors throughout the main living areas. The spacious kitchen is equipped with stainless steel appliances, a center island, breakfast nook, and flows seamlessly into the separate dining room and inviting living room, perfect for everyday living and entertaining. Upstairs, you'll find three additional bedrooms, 1.5 baths, and the convenience of an upper-level laundry room. Enjoy outdoor living in the fenced backyard complete with a storage shed, rear deck, and plenty of space for pets, gardening, or gatherings. Relax on the welcoming covered front porch and enjoy the convenience of being just minutes from Historic Old Town Winchester, Shenandoah University, Winchester Medical Center, shopping, dining, local wineries, parks, and easy access to Routes 7, 50, and I-81 for commuting. All sizes are approximate.

101 Charlton Rd, Winchester
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