Middle Oaks Real Estate

Welcome to Middle Oaks, a charming subdivision nestled in the heart of South Chesapeake, Virginia. This picturesque community is a hidden gem, offering a perfect blend of suburban tranquility and modern conveniences. With its tree-lined streets and beautifully landscaped yards, Middle Oaks invites residents to enjoy a peaceful lifestyle while being just minutes away from the vibrant city life.

The neighborhood features a variety of well-designed homes that cater to diverse tastes and lifestyles, from cozy single-family residences to spacious family homes. Each property is thoughtfully constructed, showcasing a range of architectural styles and appealing curb appeal. Middle Oaks is not just a place to live; it’s a place to thrive, with a strong sense of community and friendly neighbors who make everyone feel welcome.

Residents of Middle Oaks benefit from easy access to a wealth of amenities. The nearby shopping centers offer a variety of retail options, dining experiences, and entertainment venues, ensuring that everything you need is just a short drive away. For those who appreciate outdoor activities, the area boasts numerous parks and recreational facilities, perfect for family outings or leisurely strolls.

Families will also appreciate the highly-rated schools in the region, providing quality education and a supportive environment for children. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Middle Oaks is an ideal choice that combines comfort, convenience, and community spirit. Come discover your new home in Middle Oaks, where every day feels like a retreat!

Newest Listings in Middle Oaks

$325,000

3 Beds ⋅ 2 Baths ⋅ 10648665 MLS

You’ve found it—very rare one-story end unit townhome. Enjoy the open kitchen and family room layout, along with a dishwasher (2023), refrigerator (2024), and stove (2025). Oversized primary bedroom with walk-in closet. The HVAC system has been well maintained, the interior freshly painted, and the carpet is brand new. Best of all, there are no association fees. Come see it today!

310 Faire Chase, South Chesapeake

$301,000

2 Beds ⋅ 2.1 Baths ⋅ 10648248 MLS

Welcome to your move-in ready townhome in the desirable Great Bridge Area. This well-maintained home offers a functional layout, sought after schools, NO HOA fees, new HVAC in 2025 and all new carpeting. Enjoy the spacious living room with a wood-burning fireplace to spend cozy evenings, or step outside to your fully fenced, private backyard with a storage area and firepit. Primary Bedroom with en suite is great for relaxing. Located with convenient access to shopping, dining, and everyday amenities, this home will not disappoint. Make this your first stop! Some photos are virtually staged to better visualize the space.

406 Middle Oaks Drive, South Chesapeake

$319,000

3 Beds ⋅ 2.1 Baths ⋅ 10647270 MLS

Updated and Move-In ready 3BR/2.5BA townhome in Great Bridge Area, in the HIGHLY RATED school district, with NO HOA Fees! RECENT UPDATES 2026: New HVAC, FULLY New Kitchen, Bathrooms, Flooring thoughout the house, Light Fixtures, Freshly Painted Walls & Ceilings, and so much more! House offers Open Concept layout with a lot of space and natural light. Gorgeous Eat-In Kitchen with New tall soft-close cabinets, New Granite Countertops, and New Stainless Steel Appliances; with a beautiful bay window and convenient long bar open to the dining room. Spacious Living room with wood-burning fireplace and access to the deck and your own backyard. Primary Bedroom Suite with walk-in closet, and remodeled own bathroom: new vanity with matching granite countertop, new toilet, and a shower. Two more bedrooms on the 2nd floor and hallway bathroom with new vanity, new toilet, and a bathtub. Large driveway for 2 cars parking; this house has everything you have been looking for! Convenient location, near shopping, dining, with easy highway access. Some photos were virtually staged or digitally enhanced for marketing purposes to help visualize the property’s potential. Schedule your showing today and make this house YOUR HOME!

362 Faire Chase, 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.