Chesapeake VA Homes with Well Exterior features

Welcome to Chesapeake, Virginia – a hidden gem nestled in the heart of the Hampton Roads region. This vibrant city is known for its stunning natural beauty, rich history, and a strong sense of community. With its lush landscapes, expansive parks, and a network of serene waterways, Chesapeake offers residents an idyllic setting that perfectly balances suburban charm with urban convenience.

Chesapeake is renowned for its diverse housing options, and one of the standout features of many homes in the area is their well-designed exteriors. Imagine stepping into your dream home with beautiful curb appeal, where meticulously maintained gardens and inviting porches create a warm welcome. Many properties boast classic architectural styles, with brick facades, charming shutters, and spacious driveways that enhance the overall aesthetic.

The exterior features of homes in Chesapeake often include spacious patios and decks, perfect for entertaining or unwinding after a long day. With the region's mild climate, residents can enjoy outdoor living year-round, whether it’s hosting summer barbecues or sipping coffee on a crisp autumn morning.

In addition to its beautiful homes, Chesapeake is home to excellent schools, a variety of shopping and dining options, and a wealth of recreational activities, from boating to hiking. With its friendly neighborhoods and strong community spirit, Chesapeake is not just a place to live; it’s a place to thrive. Explore the possibilities of making this charming city your home, where every day feels like a retreat!

Newest Chesapeake VA Homes with Well Exterior features

$269,900

3 Beds ⋅ 1 Baths ⋅ 10648228 MLS

Ready for you to move right in! This fully refreshed 3 bed, 1 bath home has all the big-ticket updates already done for you. Brand-new flooring throughout (July 2026), fresh interior paint (2025), and new siding (2025) give it a clean, updated feel from the moment you walk in, while the roof on both the home and the detached garage was replaced just 4 years ago. Out back is where this property really stands out: a 16x24 detached garage with electric and attic storage makes an ideal workshop, hobby space, or overflow storage, and TWO additional carports mean covered parking for multiple vehicles, a boat, or a trailer. If you've been looking for a truly move-in-ready home with serious garage and parking space, 809 Clay Avenue delivers. Call to schedule your showing today!

809 Clay Avenue, South Chesapeake

$500,000

4 Beds ⋅ 2.1 Baths ⋅ 10648263 MLS

Stunning waterfront views! Spacious Brick front ranch with a new kitchen, quartz countertops, new stainless appliances, slow close cabinets, large island and 42" upper cabinets. Eat in kitchen with bay windows overlooking the lake! Large family room, LVP flooring and an oversized deck with an awning. Sits on over 1/4-acre with a 2-car garage and a recent solar panel installation. There is structural termite and moisture damage in the crawl space and the home. Only CASH offers will be considered. Buyer must assume the solar panel loan, approx. $35,000. 19 years @ $150.00 a month. Electric bills as low as $10.00 a month.

1121 Copper Stone Circle, South Chesapeake

$950,000

5 Beds ⋅ 3 Baths ⋅ 10648261 MLS

Welcome to your private 3.25-acre country oasis, where luxury finishes, heavy-duty infrastructure, and absolute peace of mind converge. This beautifully updated single-story home offers an open-concept layout and highly functional spaces, making it a rare market find. INTERIOR HIGHLIGHTS Step inside to a bright, airy open floor plan where the living and dining areas flow seamlessly into the chef-inspired kitchen. The kitchen is outfitted with premium Cambria countertops for unmatched durability and sleek modern style. The primary suite serves as a spa-like retreat, boasting natural quartzite surfaces, a deep jetted soaking tub, and a massive 4x4 walk-in shower. Upstairs, a versatile finished room over the garage (FROG) and a charming attic dormer offer excellent bonus spaces for a home office, media room, gym, or guest quarters. OUTDOOR LIVING & ENTERTAINING Embrace the scenic acreage from your choice of outdoor living areas. Relax on the welcoming covered front porch, or host unforgettable gatherings on the expansive rear covered patio. The outdoor living experience is anchored by a fully equipped outdoor kitchen, great for weekend barbecues and dining al fresco while overlooking your sprawling, private acreage. THE ULTIMATE DETACHED WORKSHOP A true standout feature is the massive 2,200 sq. ft. detached workshop. This incredible building is fully powered and completely climate-controlled with heating and cooling, making it an ideal setup for a home business, car enthusiast, hobbyist, or extensive machinery storage. PREMIUM SYSTEMS & INFRASTRUCTURE No expense was spared on the home's mechanics and structural integrity: * Power Security: Whole-home generator supported by a recently added 500-gallon propane tank. * Efficiency: All-new energy-efficient windows and updated insulation throughout. * Roof & Plumbing: Roof is approx. 4 years young. All plumbing has been fully updated with zero cast iron. * Utilities: Tankless water heater for endless hot water; septic system recently serviced. Welcome Home.

1908 Benefit Road, South Chesapeake

$315,000

2 Beds ⋅ 1 Baths ⋅ 10648165 MLS

Rare 1.54-acre homesite in a highly desirable Chesapeake location! The property includes an existing home and out buildings that convey as-is. Suitable for renovation. R-15S zoning and an outstanding location near Greenbrier, major highways, shopping, dining, and schools, this property offers endless possibilities for investment.

304 Centerville Turnpike N, South Chesapeake

$649,900

4 Beds ⋅ 2.1 Baths ⋅ 10647918 MLS

Discover elevated living in this exquisitely renovated 4-bedroom, 2.5-bath residence, perfectly situated in the highly coveted Hickory School District. Every detail has been thoughtfully reimagined, showcasing sophisticated designer finishes, fresh interior paint, gorgeous new flooring, a stunning chef-inspired kitchen, and beautifully renovated bathrooms, creating a truly turnkey home that effortlessly blends style and comfort. A dramatic two-story family room welcomes you with soaring ceilings and an abundance of natural light, creating an impressive yet inviting gathering space. The first-floor primary suite offers a luxurious private retreat with a vaulted ceiling and an elegant ensuite designed for relaxation. Spacious secondary bedrooms provide flexibility for family, guests, or a home office. Designed with entertaining in mind, the brand-new deck overlooks a generous backyard surrounded by mature trees that provide exceptional beauty, privacy, and shade. Whether hosting lively gatherings or enjoying a peaceful evening outdoors, this setting is sure to impress. Additional features include a spacious two-car garage and a unique opportunity for the buyer to personalize the finishing touch by selecting either a gas or electric range/oven to perfectly complement the beautifully appointed kitchen.

509 Fair Oak Drive, South Chesapeake

$630,500

5 Beds ⋅ 2.1 Baths ⋅ 10648099 MLS

Tucked away in Goose Creek Estates in Western Branch, this two-story home offers the space, character and quiet setting you've been looking for. Step inside to hardwood floors, abundant natural light and architectural details including columns, arched openings and crown molding. The main level offers multiple living and entertaining spaces, from the formal dining room to the comfortable family room with fireplace and a light-filled sunroom perfect for relaxing. The kitchen features granite countertops, stainless appliances, an island, plenty of cabinetry and a sunny breakfast area. Upstairs, the primary suite offers a private sitting area along with four additional bedrooms. Outside, enjoy the deck and fenced backyard on a corner cul-de-sac lot. A new roof in 2025 with transferable warranty and HVAC replaced in 2023 add peace of mind. A wonderful opportunity to call Western Branch home!

1501 James Landing, West Chesapeake

$664,900

4 Beds ⋅ 2.1 Baths ⋅ 10648058 MLS

Welcome to luxury living in the heart of Chesapeake! This stunning all-brick 2-story home offers over 3,000 square feet of beautifully designed living space featuring 4 spacious bedrooms and 2.5 bathrooms. Step inside to elegant marble flooring throughout the downstairs along with modern fixtures that create a sleek and upscale feel. Sitting on an impressive 1.14-acre lot, this property is built for both comfort and entertaining with a heated in-ground pool and hot tub perfect for relaxing year-round. Spacious rooms, timeless curb appeal, and a private setting make this home truly one of a kind. Seller will have house freshly painted (one color of buyer's choosing) and replace with new carpet (color of buyer's choosing) prior to closing with full price offer. Don't miss your opportunity to own this exceptional Chesapeake property. Schedule your private showing today before it’s SOLD!

748 Greenwing Drive, South Chesapeake

$330,000

4 Beds ⋅ 1.1 Baths ⋅ 10647753 MLS

Enjoy the best of both worlds with this charming brick rancher offering country living in the heart of the city! Gleaming hardwood floors and abundant natural light create a warm, inviting atmosphere throughout. The eat-in kitchen features stainless steel appliances and flows into the spacious family room with recessed lighting—perfect for everyday living and entertaining. The primary suite includes a convenient half bath, while the oversized laundry room provides plenty of storage and workspace. Come outside to a large fenced backyard with endless possibilities, including room for an addition, gardening, or creating your own mini homestead. Bring your chickens, ducks, dogs, and other animals—there's plenty of space to enjoy the country lifestyle without sacrificing city convenience!

805 Portland Street, Central Chesapeake

$670,000

5 Beds ⋅ 3 Baths ⋅ 10647695 MLS

Welcome to this beautifully maintained, one-owner custom home tucked away on a quiet cul-de-sac lot with breathtaking landscaping and water access. Situated on approximately .75 acres, this quality-built brick home offers 5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath for guests, multigenerational living, or a home office. The oversized finished room over the garage provides endless flexibility as a potential 6th bedroom, media room, playroom, or gym. Inside, you’ll find spacious rooms, abundant storage, and exceptional craftsmanship throughout, all reflecting the pride and care of the original owners who built the home. Outside, enjoy stunning mature landscaping, stone walkways, colorful flowering shrubs, and a peaceful backyard setting along a scenic creek that leads directly to the river. A rare opportunity to own a truly special property in an established neighborhood.

3012 Golden Hind Road, West Chesapeake

$1,200,000

4 Beds ⋅ 3.1 Baths ⋅ 10647623 MLS

Rare opportunity for true multi-generational living with exceptional flexibility, privacy, and space! This beautifully updated ranch offers one-level living with a finished room over attached 2-car garage, soaring ceilings, formal dining, first-floor laundry, and a luxury granite kitchen featuring KitchenAid appliances, built-in desk and a sun-filled eat-in. Relax year-round in the vaulted sunroom with a wood-burning fireplace or step outside to your private resort with a an inground saltwater pool, luxury landscaping, and expansive patio. The standout feature is the detached 3-car garage with a separate 3-bedroom, 1-bath apartment complete with kitchen, laundry, and private living space. Additional highlights include RV storage/hangar, workshop, Tesla charger, whole-house water filtration and softener, geothermal HVAC, encapsulated crawl space, buried drainage, sprinkler system, high-speed Cox WiFi, oversized walk-in attic, and extensive updates throughout.

1717 Long Ridge Road, South Chesapeake

$825,000

4 Beds ⋅ 4 Baths ⋅ 10647485 MLS

Welcome to this custom-built retreat situated on 5 acres in a highly desirable Grassfield school district. Thoughtfully designed this exceptional property offers generous indoor and outdoor space with features ideal for multigenerational living, entertaining, hobbies, and storage. The private in-law suite includes a kitchenette and its own screened porch, creating a welcoming space for guests or extended family. Upstairs, you’ll find two ensuite bedrooms, along with an additional bedroom that offers excellent potential as a theater room, home office, or flexible living space. Car enthusiasts, hobbyists, and those seeking extra workspace will appreciate the two-car attached garage, one-car detached garage with work area, and two storage sheds. From the inviting front porch—perfect for quiet mornings and scenic views—to the rear deck designed for gathering with family and friends, this one-of-a-kind property offers the space, privacy, and versatility today’s buyers are looking for.

1837 Benefit Road, South Chesapeake

$525,000

5 Beds ⋅ 3 Baths ⋅ 10646864 MLS

Charming & lovingly updated farmhouse in heart of Deep Creek on 1.2 acres includes all modern conveniences while respecting historic heritage w/features like original hardwood floors, crown molding, chair railing w/both welcoming front porch & screen porch. Beautiful kitchen w/SS appliances, granite counters, peninsula w/gas range, prep sink, SS wine fridge, oversized breakfast bar & pendent lighting. Bright & airy upstairs w/3 beds 2 w/walk-in closets, linen closet & updated hall bath w/beaded board wainscoting. 4th bed downstairs w/ensuite bath. Fantastic laundry room w/cabinetry, counter space, shelving & utility sink. Updates include: newer HVAC, ductwork & insulation, hardy plank siding & vinyl replacement windows. Spacious backyard 2 sheds & irrigation. Detached garage boasts almost 1500 sq feet split between the 2 levels. Upstairs living area has a full bedroom, bathroom and bonus closet/storage area. Great for your guests!

3248 Galberry Road, South Chesapeake

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