South Chesapeake Homes with Well Exterior features

Welcome to South Chesapeake, Virginia—a charming gem nestled in the heart of Chesapeake County. Known for its picturesque landscapes and friendly community, South Chesapeake offers a delightful blend of suburban tranquility and vibrant city life. With its lush parks, scenic waterways, and rich history, this area is perfect for families, professionals, and retirees alike.

One of the standout features of homes in South Chesapeake is their captivating exteriors. Many properties boast well-maintained facades that reflect the region's unique architectural charm. From classic Colonial designs to modern ranch-style homes, the exterior features of these residences are both inviting and functional. Picture yourself unwinding on a spacious front porch, surrounded by beautifully landscaped gardens and mature trees that provide shade and privacy.

Many homes also feature spacious backyards, perfect for entertaining or enjoying quiet evenings under the stars. Outdoor living spaces often include decks, patios, or fire pits, allowing residents to fully embrace the Virginia climate. The well-planned neighborhoods of South Chesapeake are designed to foster community connections, with sidewalks and green spaces that invite leisurely strolls and friendly gatherings.

Living in South Chesapeake means having access to excellent schools, shopping, and recreational activities, all while enjoying the peacefulness of suburban life. Whether you’re searching for your first home or looking to settle down in a welcoming community, South Chesapeake offers a diverse array of properties that cater to every lifestyle. Come discover the charm of South Chesapeake, where your dream home awaits!

Newest South Chesapeake Homes with Well Exterior features

1309 Hunningdon Woods Boulevard, South Chesapeake

$625,000

4 Beds ⋅ 2.1 Baths ⋅ 10659488 MLS

A must to see this Distinct four bedroom, two and a half bath home, with sideloaded garage located at the end of a cul-de -sac in ] the destination neighborhood of Hunningdon Woods in Greenbrier. Formal dining room, parlor, living room. Lots of storage space with multiple pantries and linen closets. Laundry room located upstairs, updated bathrooms with updated walk-in shower in the primary bath, walk-in closet. Granite countertops in kitchen, primary bathroom. Whole house central vacuum, deep well irrigation system. Updates include :Dual AC/Gas furnace systems, replaced in 2013.Gas water heater replaced 2022.Deck overhauled in 2012.All new flooring, carpet, Pergo Laminate, LVP throughout.30 year architectural roof, installed 2007.Encapsulated crawlspace, with dehumidifier. House wired for Spectrum cable, and Verizon supported fiber optic capable. 6 Foot privacy fence.

1309 Hunningdon Woods Boulevard, South Chesapeake

$624,900

4 Beds ⋅ 2.1 Baths ⋅ 10658823 MLS

Prepare to fall in love with this well maintained home sitting on 1.63 acres. Viwinco impact-resistant windows with sound reduction, gas tankless water heater, gas grill hookup, new refrigerator, new water system and so much more! Spacious living space and generously sized bedrooms and bathrooms. 1,232-square-foot metal pole barn with 3 garage doors, a separate meter, multi 220 outlets, a heater, and an air compressor. It's perfect for someone who needs a separate workshop or storage for extra vehicles and boats. The possibilities are endless! Septic has been maintained regularly by R & K. Seller also has a netted batting cage available for installation! Convenient country living! Excellent school district!

408 Wenger Road, South Chesapeake

$350,000

4 Beds ⋅ 2 Baths ⋅ 10659049 MLS

Tucked away in an established Deep Creek neighborhood, this charming brick ranch offers comfort, space, and endless potential! Situated on a spacious corner lot just shy of half an acre, this 4-bedroom, 2-bath home features beautiful wood and LVP flooring, two remodeled bathrooms, and a brand-new privacy fence, perfect for enjoying the expansive backyard. Even better, the big-ticket updates have already been taken care of, including a new HVAC system in 2025 and a newer roof and gutters installed in 2022! With many of the major expenses already behind you, this home is ready for its next owner to add their personal touches and truly make it their own. Don't miss the opportunity to enjoy single-level living, a generous lot, and the charm of an established neighborhood! Location is convenient to the interstate, bases, shopping, dining and more!! Property is being sold AS-IS seller to make no repairs.

3532 Parr Lane, South Chesapeake

$749,900

4 Beds ⋅ 3.1 Baths ⋅ 10658718 MLS

Welcome to this luxurious property in Cahoon Plantation. You'll step inside & be captivated by the exquisite features this home has to offer. The recently renovated gourmet kitchen is a chef's delight, featuring granite countertops & beautiful, tiled flooring. The updated kitchen flows seamlessly into the open-concept living area, great for entertaining. The hardwood floors throughout add a touch of elegance to the space. A highlight of this home is the presence of two primary suites. The oversized doorways & rooms with handicap accessible showers make this home ready for everyone. Whether you need an extra bedroom for guests or need multi-generational living, this property offers flexibility to suit your lifestyle. The attention to detail is evident in this meticulously kept home. The spacious backyard w/cement patio is perfect to enjoy morning coffee & summer BBQs. Schedule a showing today and experience luxury living at its finest.

333 Greens Edge Drive, South Chesapeake

$674,900

5 Beds ⋅ 2.1 Baths ⋅ 10658800 MLS

Convenient location. 20 min to Downtown Norfolk. 35 min to NAS Oceana, Dam Neck & beaches. 20 min to Norfolk Int Airport. Over 10 grocery stores in a 5 mile radius. 5 min to Hickory H.S., 1 of the BEST in Hampton Roads. Easy access to Chesapeake Bypass, I-64, I-264, & I-464. This property is a gardener's dream sequenced for near year round color. Back yard oasis includes a hot tub, goldfish pond and six foot privacy fence. Two patios are connected by a master-crafted paver walk-way. Oversized garden shed helps keep garage clutter free. In ground sprinkler system fed by well water to keep watering cost low. Two outdoor water taps fed by the well & two additional taps fed by city water. Tank-less water heater provides endless hot water. The oversized Primary Bedroom includes two walk in closets. One large walk-in closet features two side cubby units for storage. The other walk-in closet is medium sized with plenty of storage space. Washer & dryer are on the second floor for convenience to bedrooms. Some photos are AI-virtually staged.

707 River Gate Court, South Chesapeake

$629,900

5 Beds ⋅ 3.1 Baths ⋅ 10658802 MLS

If you've been searching for a spacious, move-in-ready home with a private in-law suite on a large lot in the heart of Chesapeake, your search is over! This one-of-a-kind property offers the blend of comfort, flexibility, and space. The traditional in-law suite features its own multiple entrances, full kitchen, living room with a cozy gas fireplace, recently remodeled bathroom, bedroom, and dedicated laundry area—use for multi-generational living or extended guests. Step outside to a large backyard for relaxing or entertaining, complete with a recently built gazebo with electricity and a storage shed for all your gardening and outdoor needs. Located in a neighborhood with sought-after schools, you'll enjoy convenient access to shopping, dining, parks, and more. Don't miss this rare opportunity to make this exceptional Chesapeake home yours!

1307 Channing Way, South Chesapeake

$684,900

4 Beds ⋅ 2.1 Baths ⋅ 10658371 MLS

Elegant, all brick Transitional Ranch tucked away in the small neighborhood of Vintage Estates in the heart of Great Bridge. Well maintained and lovingly cared for by the original owner and situated on a large .80 acre wooded lot where you can enjoy the tranquil setting from the Screened Porch and the maintenance free deck. This Gem boasts many details including a stunning vaulted Great Room with doublesided gas fireplace that opens to the updated Eat in Kitchen with quartz counters and new stainless appliances. Add'l Features: Owner’s Suite with deep tray ceiling and large walk in closet and full bath, Formal Dining Room, nice sized secondary bedrooms, updated Hall and Half Baths, blinds throughout, 2 car garage with opener, and new wrought iron fencing. Finished Room over the Garage is 4th Bedroom or could be used as flex space such as an office, media room, or playroom! Conveniently located to interstate access, shopping, and dining. Attends Great Bridge schools.

1103 Old Vintage Road, South Chesapeake

$985,000

4 Beds ⋅ 3.1 Baths ⋅ 10658171 MLS

This is New Construction and Move-in Ready! Experience the a blend of luxury, space, and country charm in this stunning newly construction home situated on a picturesque 3-acre lot where horses are welcome. Offering approximately 2,957 square feet of thoughtfully designed living space, this two-story home features 4 spacious bedrooms, 3.5 baths, and an open-concept floor plan great for both everyday living and entertaining. Step inside through the impressive entry foyer and discover 9-foot ceilings on both the first and second floors, smooth drywall finishes, craftsman trim, and quality finishes throughout. The heart of the home is the expansive kitchen featuring granite countertops, a large center island, walk-in pantry complete with cabinetry and countertop workspace, breakfast nook, and seamless flow into the spacious family room with an inviting electric fireplace. A dining room, private office, and convenient mudroom provide additional flexibility for today's lifestyle. The luxurious first-floor primary suite offers generous walk-in closets and a spa-inspired bath with a double vanity, tile flooring, tiled shower, and linen closet. Upstairs, you'll find three oversized bedrooms with walk-in closets. The front bedroom includes a private bath, while the two rear bedrooms share a convenient Jack-and-Jill bath. A spacious loft/game room with durable LVP flooring creates a space for recreation, media, or a second living area. Built for comfort & efficiency, this home includes an elevated slab foundation, premium vinyl lap siding, architectural shingle roof, attached 2-car garage, upgraded carpet, dual-zone HVAC systems,4" submersible well, a high-efficiency 50-gallon heat pump water heater, conventional septic system, & pre-wiring for Ethernet and Wi-Fi. Relax on the front or rear concrete porches while enjoying peaceful country views, just minutes from shopping, dining, and everyday conveniences. This exceptional property offers the best of both worlds—modern amenities, quality craftsmanship, and the freedom of country living on your own 3-acre retreat.

1630 Taft Road, South Chesapeake

$474,900

4 Beds ⋅ 2.1 Baths ⋅ 10658133 MLS

Welcome to this beautiful, well-maintained 4-bedroom, 2.5-bathroom home featuring fantastic waterfront. The private backyard features a large deck and a screened-in pergola, perfect for relaxing and entertaining. Key features of the property include Solid wood floors and fresh interior paint throughout. Quality Mr. Rogers windows, Granite countertops and custom tile work in the bathrooms, including a jetted bathtub. Ceiling fans and wall-mounted TVs in every bedroom, option to purchase high-quality bedroom furniture at a discounted price. Back-up generator and well sprinkler system. This home is conveniently located near shopping, dining, and everything Chesapeake has to offer. let me know if you would like to schedule a viewing or if you have any questions.

416 Mishannock Way, South Chesapeake

1924 Land Of Promise Road, South Chesapeake

$639,900

4 Beds ⋅ 2.1 Baths ⋅ 10657674 MLS

Welcome to peaceful country living without sacrificing convenience, this 4 bed 3 bath home is situated on 3 beautiful acres in the desirable Hickory area of Chesapeake. Enjoy the privacy and open space you’ve been looking for while remaining close to shopping, restaurants, and movies in the Edinburgh shopping area. Solar panels add significant savings on electricity bill every month and will be paid off by sellers at closing. Choose your own adventure, take route168 down to the Outer Banks in NC or go north to Virginia Beach. Get all of this with no HOA restrictions!!

1924 Land Of Promise Road, South Chesapeake

1266 Auburn Hill Drive, South Chesapeake

$725,000

5 Beds ⋅ 3 Baths ⋅ 10657857 MLS

Experience refined comfort in sought-after Albemarle River! Tucked away on a beautiful corner lot yet near I-64, shopping, dining, & all Greenbrier has to offer, this exceptional one-owner Craftsman home has been meticulously maintained. Beautiful Craftsman trim, columns on front porch, hardwood floors, & an inviting open floor plan create a warm, elegant feel. The kitchen features Cortez countertops and stainless-steel appliances. The expanded primary suite offers a custom dream closet & spa-inspired bath with dual vanities, walk-in shower, & oversized soaking tub. The FROG offers flexible space for a 4th bedroom, office, or media room. Step outside to your private backyard oasis with a sparkling heated saltwater in-ground pool, & plenty of room to entertain. Beautifully cared for and move-in ready, this is the one you've been waiting for!

1266 Auburn Hill Drive, South Chesapeake

$950,000

6 Beds ⋅ 5.1 Baths ⋅ 10658157 MLS

All-brick home offering over 5,000 sq. ft. of versatile living space and exceptional indoor–outdoor amenities. With 6 bedrooms, 5.5 bathrooms, and an additional first-floor flex room perfect as a 7th bedroom, home office, or formal living area, this home adapts beautifully to your lifestyle. Five of the bedrooms include private en-suite bathrooms, giving everyone their own comfortable retreat. A bright, oversized sunroom—equipped with heating and cooling but not included in the home’s total square footage—adds even more year-round living space. Step outside to your own backyard oasis. Brick pool house with heating/cooling + full bathroom. In-ground saltwater pool with a new liner ( installed 2025). Hot tub for 6. Expansive patio area for entertaining and relaxing. The property also features a three-car garage plus a half-circle driveway providing abundant parking for guests. freshly painted, new carpets, refinished wood floors. Interior pics virtually staged.

844 Greenfield Lane, South Chesapeake

Start Your Search

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.

South Chesapeake Homes with Well Exterior features

Newest South Chesapeake Homes with Well Exterior features

How much is your home worth?

How much is your home worth?