Cheshire Forest Real Estate

Cheshire Forest Real Estate

Welcome to Cheshire Forest, a hidden gem nestled in the heart of South Chesapeake, Virginia. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal choice for families, professionals, and retirees alike.

Cheshire Forest is characterized by its beautifully landscaped streets, lined with mature trees and vibrant gardens. The community exudes a warm, welcoming atmosphere, where neighbors become friends and families thrive. With a variety of home styles, from modern single-family houses to cozy townhomes, there’s something to suit every taste and budget.

One of the standout features of Cheshire Forest is its commitment to outdoor living. Residents enjoy easy access to well-maintained parks and walking trails, perfect for leisurely strolls or energetic jogs. The nearby Chesapeake City Park offers additional recreational opportunities, including playgrounds, picnic areas, and sports facilities, ensuring that there’s always something fun to do just a stone's throw away.

Families will appreciate the highly-rated schools in the area, which are known for their dedicated staff and strong academic programs. Plus, with shopping, dining, and entertainment options just a short drive away, convenience is at your fingertips.

Cheshire Forest isn't just a place to live; it's a community where you can build lasting memories. Whether you’re sipping coffee on your front porch or enjoying a weekend barbecue with friends, this subdivision offers the perfect backdrop for your next chapter. Discover the charm of Cheshire Forest and make it your home today!

Newest Listings in Cheshire Forest

609 Edgewood Arch, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10660136 MLS
Nestled in one of the area's most desirable neighborhoods, this stunning home offers over 3000 sq ft of beautifully designed living space. Step inside to an inviting floor plan featuring a spacious living room with soaring cathedral ceilings and a gorgeous stone fireplace. The large eat in kitchen flows seamlessly to the living area with ample cabinetry, a brand-new kitchen sink, plenty of space for entertaining. This spacious 4-bedroom home also features a versatile flex room off the foyer, great for a home office or den. Retreat to the expansive primary suite through French doors, where you will find a generous walk-in closet & a en-suite bath designed for comfort and relaxation. All new windows 2024 and a new HWH. Outside, you'll love the newer deck and fenced in yard. Cheshire Forest residents enjoy exceptional lifestyle amenities including a neighborhood pool, the flying fish swim team, clubhouse, playgrounds, tennis & pickleball courts, pond for fishing & scenic walking paths.

609 Edgewood Arch, South Chesapeake
810 Hedgerow Court, South Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10657871 MLS
Well maintained all brick home with 2-car side loading garage, long driveway, 1/3 acre beautifully landscaped lot, situated on a cul-de-sac in Great Bridge. Open floor plan features huge kitchen with quartz countertops and overlooks fam room. FR has wood burning FP which is also plumbed for gas. In addition to the 5 bedrooms on 2nd floor, there is a 6th bedroom/office with adjacent full bathroom on 1st floor. Recent updates include 2nd floor 3 ton HVAC (Sept 2026), new carpets (Sept 2026), windows, roof, water heater, garage door, leaf filter gutters, more. Award winning Cheshire Forest community amenities include clubhouse, pool, tennis/pickle ball courts, parks and playgrounds. Screened porch with concrete floor overlooks the beautiful backyard. Seller to provide clear Termite/Moisture letters and 1 year home warranty.

810 Hedgerow Court, South Chesapeake
516 Ashforth Way, South Chesapeake
$675,000
5 Beds ⋅ 3.1 Baths ⋅ 10656044 MLS
Welcome in to this beautiful Great Bridge home! This spacious 5 bedroom, 3.5 bath home offers comfortable living in a neighborhood where location and lifestyle come together. Enjoy being just a short distance from the community pool, perfect for summer afternoons! Inside, the open kitchen flows seamlessly into the living area and features granite countertops, stainless appliances, a center island, and pantry. The cozy living room adds character with wood beams and a fireplace. The spacious primary suite offers a relaxing retreat with dual sinks, a soaking tub, and separate custom tile shower. Outside, enjoy a screened porch and concrete patio with fire pit that are perfect for entertaining or unwinding. Come see this one today!

516 Ashforth Way, South Chesapeake
801 Keeling Drive, South Chesapeake
$695,000
4 Beds ⋅ 3.1 Baths ⋅ 10656163 MLS
Your own private retreat in the heart of Cheshire Forest! This beautifully maintained 4 bedroom, 3.5 bath home offers over 3,100 sq ft with a floor plan made for everyday living and entertaining. Inside, enjoy gorgeous oak floors, an updated open concept kitchen, formal living and dining rooms, a sun-filled family room with fireplace, and a spacious primary suite with its own fireplace. Outside is where this home truly shines; take a dip in the heated in-ground pool, relax on the deck, or unwind in your private, fully fenced backyard. An impressive list of improvements includes a new pool liner (2025), upstairs A/C (2024), refinished hardwood floors, updated roof, gutters, garage door, HVAC, water heater and more. Two-car garage plus Cheshire Forest amenities including a clubhouse, community pool, playground and tennis courts. A rare combination of space, updates and resort-style living in Great Bridge!

801 Keeling Drive, South Chesapeake
641 Edgewood Arch, South Chesapeake
$525,000
4 Beds ⋅ 3.1 Baths ⋅ 10652602 MLS
This beautiful traditional style home nestled in the sought-after Cheshire Forest community of Chesapeake is ready for its next chapter. It offers comfortable living spaces inside and out. The family room is great for movie nights and entertaining, featuring a 120-inch projection screen and projector that conveys with the home. Go outside to enjoy your private screened-in porch, wonderful for morning coffee or relaxing evenings, with an attached trex deck offering even more space for gatherings to unwind. A new fence adds privacy to the backyard, while the partial house generator provides peace of mind. Living in Cheshire Forest means enjoying more than just a beautiful home. The community offers an impressive collection of amenities including a clubhouse, swimming pool, tennis courts and more. This property is more than a home, it's a community.

641 Edgewood Arch, South Chesapeake
608 Archer Court, South Chesapeake
$698,000
4 Beds ⋅ 2.1 Baths ⋅ 10648396 MLS
Welcome to sought-after Cheshire Forest! This beautifully maintained 4-bedroom, 2 and half bath home offers an open floor plan with a spacious family room flowing into a gourmet kitchen with breakfast nook. Rich acacia hardwood floors grace the first floor, complemented by ceramic tile in the kitchen and an elegant marble-tiled foyer. Escape to your private backyard oasis featuring an in-ground pool with a 2-year-old liner, Dolphin robotic cleaner, extensive decking, a fire pit, and rock landscaping around the pool for low-maintenance living—no mowing! A 135-ft. well adds convenience for irrigation. Enjoy outstanding HOA amenities, including an Olympic-size pool, clubhouse, two parks, pond for fishing, and home of the Flying Fish Swim Team. A rare opportunity in one of Chesapeake's premier neighborhoods!

608 Archer Court, South Chesapeake
746 Yorkshire Trail, South Chesapeake
$589,698
4 Beds ⋅ 2.1 Baths ⋅ 10646302 MLS
Beautifully maintained all-brick transitional corner lot in Great Bridge. 4 bedroom/2 bath. 1st floor MB with en suite. Open floor plan with huge kitchen and stainless steel appliances, breakfast area. Wood-burning fireplace for cozy evenings. Walk out of family room door onto a TREX deck and large backyard. Award winning Cheshire Forest community. Amenities include clubhouse, pool, tennis/pickleball court, parks and playground. Shed sold as-is.

746 Yorkshire Trail, South Chesapeake
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Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.

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