Chestnut Grove Estates Homes for Sale

Welcome to Chestnut Grove Estates, a serene and inviting subdivision nestled in the heart of Winchester, Virginia. This charming community is a hidden gem in Frederick County, offering a perfect blend of suburban tranquility and convenient access to urban amenities. With its picturesque tree-lined streets, well-maintained parks, and friendly neighbors, Chestnut Grove Estates is an ideal place for families, retirees, and anyone seeking a welcoming environment to call home.

The homes for sale in Chestnut Grove Estates showcase a diverse array of architectural styles, ranging from classic colonial designs to modern craftsman homes. Each property is thoughtfully designed, featuring spacious interiors, contemporary finishes, and beautifully landscaped yards that provide a perfect backdrop for outdoor gatherings. Many homes boast open floor plans, gourmet kitchens, and luxurious master suites, catering to a variety of lifestyles and preferences.

Living in Chestnut Grove Estates means enjoying the best of both worlds—peaceful suburban living while being just a short drive away from the vibrant downtown Winchester area. Residents can easily access shopping, dining, and entertainment options, as well as top-rated schools and recreational facilities. The community is also conveniently located near major highways, making commutes to nearby cities a breeze.

If you’re searching for a place that combines comfort, community, and convenience, look no further than Chestnut Grove Estates. Explore the current homes for sale and discover your dream home in this delightful neighborhood today!

Newest Chestnut Grove Estates Homes for Sale

$439,900

3 Beds ⋅ 2 Baths

Charming 3-bedroom, 1.5-bath colonial home on 5 acres, with an additional 7 acres available. Nestled in nature, it features a detached 2-car garage with power and lights, run-in shed, large gazebo with a chandelier for evening ambiance, and a metal carport for 2 cars. Enjoy the outdoors from the spacious front porch. This home features 4 heat sources so each room will feel comfortable during those cold winter days and nights (propane furnace, mini-split, pellet stove, AND baseboard). The 2-car detached garage has an attached shed area as well as a covered open storage area. Despite having 1 bathroom upstairs, it would be very easy and cost effective to convert an area of the Primary Bedroom to your own personal ensuite! Move-in ready, solid-built home surrounded by nature - what more could you ask for? Located at the end of a private lane with no HOA. Perfect for country living!

170 Mountain View Ct, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475

$539,000

4 Beds ⋅ 3 Baths

Price Improvement . Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level with large pantry and large eat in kitchen with breakfast bar, granite countertops (new in Jan/Feb 2025) Family room formal dining room and living room (currently being used as a dining room) Large flat back yard with above ground pool with decking surround and pool house and BBQ deck for gathering. Pool house has electricity and TV connections . Carpet on Bedroom (new in Jan Feb 2025) level, Large Primary bedroom with ensuite bath with soaking tub and shower stall and double sink and walk in closet. hall bath has 2 sinks. all bedrooms have ceiling fans. Basement has a legal size bedroom rough in and a bath rough-in in the corner by the electric panels. Hot Water Heater replaced in 2024. Well Filter was installed in approx Sept 2025 (Lancaster Iron Filter Service) 2 car garage rear entry and inside entrance to the basement . two 200amp electric panels for plenty of expansion for electrical usage. AND house wired with CAT 5 wiring. Private Well, and Private Septic in Jan/Feb 2025 2 new Tanks , drain lines and Distribution Box Pool house has mini split for AC/Heat, mounted TV, Luxury Vinyl Plank flooring, 2 ceiling fans, Anderson wood windows double pane with a deck area for grilling, storage under pool house for equipment

3336 Hunting Ridge Rd, Winchester

Listing courtesy of Carter Real Estate, Inc.. Contact:

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