Culpepper Landing Real Estate

Welcome to Culpepper Landing, a charming subdivision nestled in the heart of South Chesapeake, Virginia. This vibrant community offers a perfect blend of suburban tranquility and modern conveniences, making it an ideal place for families, young professionals, and retirees alike.

Culpepper Landing boasts beautifully designed homes that reflect a variety of architectural styles, ensuring that there's something for everyone. From cozy single-family residences to spacious townhomes, the neighborhood is thoughtfully laid out, promoting a sense of community while providing ample privacy. Lush landscaping and well-maintained streets enhance the neighborhood's appeal, inviting residents to enjoy leisurely strolls or bike rides.

One of the standout features of Culpepper Landing is its commitment to outdoor living. Residents can take advantage of numerous parks and green spaces, perfect for picnics, playdates, or simply unwinding in nature. The community also offers walking trails that meander through scenic areas, encouraging an active lifestyle amidst the beautiful Virginia landscape.

Convenience is at your fingertips in Culpepper Landing, with easy access to major highways, shopping centers, and dining options. The nearby Greenbrier area offers a wealth of retail stores, restaurants, and entertainment venues, ensuring that you’re never far from what you need. Families will appreciate the highly-rated schools in the Chesapeake Public School system, which are just a stone's throw away.

Whether you're looking for a peaceful retreat or a lively community atmosphere, Culpepper Landing in South Chesapeake, VA, is the perfect place to call home. Discover the charm and comfort of this wonderful neighborhood today!

Newest Listings in Culpepper Landing

$565,000

4 Beds ⋅ 3.1 Baths ⋅ 10650738 MLS

Welcome to this well-maintained 3-story home in the highly desirable Culpepper Landing community. This property offers exceptional space and a layout designed for various lifestyles.The interior features an open floor plan with abundant natural light and original builder upgrades. With 4 bedrooms and 3.5 baths, the home includes a private third-floor suite with a full bath, providing a flexible space for a home office or guest quarters. Located in Culpepper Landing, the neighborhood offers resort-style amenities, walking paths, and a welcoming community atmosphere. If you are looking for a home that provides both flexibility and an excellent location, this is one worth stepping inside.

708 Canoe St, South Chesapeake

$594,757

4 Beds ⋅ 3.1 Baths ⋅ 10650309 MLS

This beautifully maintained 4-bedroom, 3.5-bath home offers generous space for the whole family - including a second bedroom with its own En suite, perfect for guests or multi-generational living. The primary suite easily accommodates a king size bed, includes his and her closets for effortless organization, and a jetted tub for some needed relaxation. Recent updates include a newer HVAC system (Fall 2021) for year-round peace of mind. Enjoy movie nights with home theater wiring already in place in both the family room and loft. Outside, the well-maintained yard shines - and the private landscape well keeps your greenery lush and your flowers blooming - while saving on water bills. Still need space? You’ll love the extra storage tucked in the attic, garage, and under the stairs. Additionally, the garage has a side entrance and a convenient utility sink. The Culpepper Landing community enjoys its own swimming pool and clubhouse, a dog park, and multiple playgrounds.

3136 Sybilla Street, South Chesapeake

$549,900

4 Beds ⋅ 3.1 Baths ⋅ 10648745 MLS

Welcome to 1044 Olmstead St in Chesapeake! This almost new home was built in 2022 & still feels like new! Featuring 4 bedrooms, 3.5 bathrooms spread out over 2337sq ft. Entering into the home from your covered front porch you will be greeted by natural sunlight beaming into the foyer. A home office/flex space is on the left & a half bath & laundry room on the right. Proceeding to the rear of the home you will walk into the open floor plan style kitchen w/a large island w/ seating for 4, stainless appliances & granite tops. With no walls separating the kitchen, living room, & formal dining room spending quality time w/ friends & family is easy in this space. Upstairs you will find all 4 bedrooms to be good sized with the primary bedroom being oversized w/a large walk-in closet, an en-suite bathroom w/ soaking tub, a separate shower area, & double sinks. The room over the garage is the 4th bedroom & has its own separate entrance w/a dedicated full bathroom. Call to schedule your showing!

1044 Olmstead Street, South Chesapeake

$372,700

3 Beds ⋅ 2.1 Baths ⋅ 10647714 MLS

Welcome to 3127 Patrick Henry Drive, a beautifully maintained townhome nestled in the highly desirable Culpepper Landing community of Chesapeake. Offering 1,831 square feet of thoughtfully designed living space, this immaculate home features 3 spacious bedrooms, 2.5 baths, and stylish updates throughout. The open-concept floor plan provides comfortable everyday living while offering plenty of room for entertaining. Beyond the home itself, Culpepper Landing is one of Chesapeake's premier planned communities, offering an exceptional lifestyle with resort-style amenities. Residents enjoy a community clubhouse, swimming pool, fitness center, playgrounds, nature and biking trails and more! If you've been searching for a turnkey home in one of Chesapeake's most sought-after neighborhoods, this is one you won't want to miss!

3127 Patrick Henry Drive, South Chesapeake

$379,900

3 Beds ⋅ 2.2 Baths ⋅ 10647229 MLS

Don't miss the chance to visit this beautiful well kept 3 bedroom townhome that offers a water view. This end unit shows like new with a first floor room that could be used as an office space or game room along with half bath. The main floor has a spacious open concept with a balcony off of the kitchen area. This townhome is apart of a fantastic community that offers great amenities, including a Clubhouse with an exercise room, Community Pool, Playgrounds, a Dog Park, Walking Trails, and Common Area Maintenance. HOA fees are due quarterly. This home won't disappoint. Seller willing to offer up to 3% CCA with full price offer.

655 Mill Creek Parkway, South Chesapeake

$540,000

4 Beds ⋅ 2.1 Baths ⋅ 10646728 MLS

Beautifully updated and move-in ready, this home offers the perfect blend of comfort, style, and community. Recent improvements include luxury vinyl plank flooring throughout, a beautifully renovated primary bath with a spacious walk-in shower, and the addition of a fourth bedroom for added flexibility. Outside, the large backyard is framed by mature weeping willow trees, creating a peaceful retreat on a quiet side street. Beyond your front door, enjoy a lifestyle that’s hard to find—golf cart rides to the clubhouse, afternoons at the resort-style pool, workouts in the fitness center, visits to the dog parks and playgrounds, and a calendar full of neighborhood events including community picnics, book club, cigar & bourbon nights, festive holiday celebrations, and the beloved Christmas golf cart parade. Experience everything this vibrant, close-knit community has to offer in sought-after Culpepper Landing.

3145 Codorus Street, South Chesapeake

$299,900

2 Beds ⋅ 2.1 Baths ⋅ 10645835 MLS

Meticulously maintained 2-bedroom, 2.5-bath condo with newer HVAC and LVP flooring on the main level. Spacious floor plan with tons of natural light, bonus room/office and 2 Primaries with en-suite baths. Enjoy an olympic sized pool, dog park, playgrounds, community center, and lake, all just minutes from shopping, dining, and interstate access. Don't miss this opportunity to live in a well-maintained home in a vibrant community!

502 Hermit Thrush Way, South Chesapeake

$550,000

4 Beds ⋅ 3 Baths ⋅ 10644867 MLS

Welcome home to this beautiful Craftsman-style ranch in highly desirable Culpepper Landing! This spacious 4-bedroom, 3-bath home offers approximately 2,380 square feet of thoughtfully designed living space with an open floor plan, soaring 10-foot ceilings, hardwood floors, upgraded trim, and surround sound in the living room. The gourmet kitchen features granite countertops, custom cabinetry, a large center island with bar seating, and ample storage—perfect for large families or entertaining. The first-floor primary suite offers a tray ceiling, walk-in closet, and an ensuite bath with double vanities, a garden tub, and a tiled walk-in shower. A finished room over the garage with a full bath and walk-in closet provides the perfect guest suite, home office, or flex space. Enjoy relaxing on the inviting front and side porches or entertaining on the rear deck. Additional features include a two-car attached garage, sprinkler system, and garage door opener with a transferable warranty and MyQ smart access for convenient remote operation and secure package delivery. Inground Sprinkler System has recently been inspected, a new back flow preventer was added and sprinkler heads relocated to accommodate a future fence. Interior professionally painted, new easy open window blinds installed thoughout w/4 yr warranty (2025). Located across from the neighborhood dog park, Culpepper Landing offers outstanding amenities including a clubhouse, community pool, fitness center, playgrounds, and walking trails, all with convenient access to shopping, dining, military bases, and major interstates.

3209 Dodd Drive, South Chesapeake

$244,000

2 Beds ⋅ 2.1 Baths ⋅ 10629194 MLS

PRICED 30,000 under market for a fast sale. We are PACKED AND READY TO GO. Generous paint and flooring allowance with full price offer! Make it YOURS. Who says "there are not any deals" THIS is a deal with walk in equity, seller must relocate!

523 Nesbit Drive Unit 101, 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.