Chesapeake Homes with Deck Exterior features

Welcome to Chesapeake, Virginia – a hidden gem nestled in the heart of Hampton Roads! Known for its picturesque landscapes and vibrant community, Chesapeake offers an idyllic blend of suburban charm and urban convenience. With its rich history, diverse culture, and abundance of parks and waterways, this city is perfect for families, professionals, and outdoor enthusiasts alike.

Chesapeake is renowned for its extensive outdoor recreational opportunities, including the scenic Great Dismal Swamp National Wildlife Refuge and numerous parks that offer hiking, biking, and fishing. The city's waterways, including the Elizabeth River and the Intracoastal Waterway, provide ample opportunities for boating and kayaking, making it a paradise for water lovers.

When it comes to finding your dream home in Chesapeake, you'll be delighted by the variety of properties available. Many homes feature stunning deck exteriors, perfect for enjoying the beautiful Virginia weather. Imagine sipping your morning coffee or hosting summer barbecues on your spacious deck, surrounded by lush greenery and the sounds of nature. Whether you prefer a cozy single-family home or a modern townhouse, Chesapeake's real estate market has something for everyone.

With its strong sense of community, excellent schools, and convenient access to major highways and nearby cities, Chesapeake is not just a place to live; it's a place to thrive. Explore the charming neighborhoods and discover the perfect home with a deck that invites you to relax and unwind. Your Chesapeake adventure awaits!

Newest Chesapeake Homes with Deck Exterior features

$459,900

4 Beds ⋅ 2 Baths ⋅ 10656377 MLS

Welcome to this spacious 4-bed, 2-bath home situated on a beautiful half-acre lot in the heart of Great Bridge! Offering a flexible floor plan, this home features 2 oversized living areas, 2 spacious primary bedrooms, & 2 additional bedrooms—ideal for multigenerational living, a home office, playroom, or the potential for a 5th bedroom. Updates include fresh interior paint, new flooring, restored hardwood floors, & renovated bathrooms. The updated kitchen offers new countertops, ample cabinet space, & a cozy breakfast nook. Step outside to the covered deck overlooking the expansive backyard, providing plenty of room for entertainment, gardening, pets, or future outdoor additions. With no HOA, you’ll also enjoy plenty of space to park your RV or boat on the property. Located in the highly desirable Great Bridge school district, you’ll enjoy the convenience of being just minutes from shopping, restaurants, & everyday amenities. Don’t miss this rare opportunity to own a move-in-ready home with space, flexibility, & an unbeatable location. Schedule your showing today!

145 Hurdle Drive, Chesapeake

$939,500

4 Beds ⋅ 3.1 Baths ⋅ 10655807 MLS

Tucked away on more than three private acres is the kind of place you imagine when you picture escaping from it all. A long paved driveway welcomes you in, opening to an expansive stamped-concrete parking area and a charming custom-built home surrounded by woods, open fields, and room to simply breathe. Step inside and soaring 10-foot ceilings and an open, airy floor plan immediately make the home feel special. At the heart of it all is a large eat-in kitchen with a center island and breakfast bar—the kind of kitchen made for slow mornings, late-night conversations, and everything in between. A separate additional formal dining room offers the freedom to curate whatever space fits your life, whether that's a beautiful dining area, home office, private library overflowing with your favorite novels, or something entirely your own. There are two en-suite bedrooms, generously sized upstairs bedrooms filled with natural light, abundant storage, and a spacious primary suite with an oversized bathroom and walk-in closet. But outside is where this property truly begins to feel like its own little world. Wander onto the sprawling deck and look out over peaceful woods and open fields. Follow the property beyond the house and you'll find that this over three acre property line is FULLY FENCED behind the house. Fenced areas in both the front and back, ready for horses, stocked with coops, and multiple outbuildings waiting to become whatever you dream up. Bring the horses. Raise goats. Keep chickens and rabbits. Turn an outbuilding into a workshop, art studio, hobby space, or your own quiet hideaway. There are acres to explore, spaces to create, animals to care for, sunsets to watch, and enough privacy to make the rest of the world feel wonderfully far away. It feels like the countryside. It feels like an escape. It feels like your own little storybook world. And somehow, dining, shopping, and everyday conveniences are still just a short drive away. More than three acres. Endless possibilities. One truly magical place to call home.

1149 Beaver Dam Road, Chesapeake

$685,000

6 Beds ⋅ 3 Baths ⋅ 10655966 MLS

See this one first! Don’t miss this immaculate 6-bedroom, 3-full-bath home in the sought-after Forest Lakes community. Even better, the seller is offering a $20,000 credit for the buyer to use toward closing costs or a rate buy-down! This spacious, beautifully maintained home is packed with updates and features inside and out. Step inside to fresh paint throughout and beautifully refinished hardwood floors. The kitchen features newer stainless steel appliances, pull-out cabinet drawers, and a walk-in pantry. Custom closet built-ins provide excellent organization, while the large laundry room offers a sink, cabinetry, and plenty of additional storage. Need even more space? The huge walk-in attic provides an abundance of storage. Additional upgrades and features include HVAC systems replaced in 2020 and 2021, a whole-home purifier and diffuser connected to the HVAC system, a primary bathroom ceiling heater, surround-sound speakers in the living room, and an ultra-quiet garage door opener. Step outside to a huge fenced backyard situated on one of the largest lots in Forest Lakes, offering plenty of room to entertain, play, or simply relax. Enjoy the screened porch, newer composite decking, outdoor speakers, plant watering system, and storage shed. With 6 bedrooms, 3 full bathrooms, generous living space, extensive updates, an incredible backyard, and a $20,000 seller credit, this Forest Lakes home checks all the boxes. Schedule your private showing today!

817 Maple Forest Court, Chesapeake

$825,000

6 Beds ⋅ 3 Baths ⋅ 10656228 MLS

Welcome to the desirable neighborhood of Ravenna, located in the sought-after Hickory high district. This 6 bdrm, 3 bath home is located on a .46 acre cul-de-sac lot. The backyard is truly huge w/ample room for a pool. It is overlooked by a 450 sf 2 level deck & backs to a natural wooded area for great privacy & includes several fruit trees. The kitchen has been updated w/granite countertopss, upgraded Samsung appliances, ceramic tile flooring. It also includes an abundance of custom maple cabinets, a large center island, pantry & tiled backsplash. It overlooks a huge FR with matching built-bookcases & gas FP. There are beautiful, true hardwood floors in the LR, DR, FR, foyer & back hallway. The large primary suite upstairs is served by 2 walk-in closets & an impressive primary bath including double sink vanity, jetted tub & separate shower. 1 bedroom (16 x 14) is downstairs & next to the full downstairs bath in the back hall. A fully finished sunroom, is adjacent to the breakfast area.

1503 Theodora Court, Chesapeake

$545,000

4 Beds ⋅ 3.1 Baths ⋅ 10656134 MLS

Waterfront living awaits in this spacious 4-bedroom, 2.5-bath home offering room, comfort, and thoughtful updates throughout. The main level features beautiful porcelain tile flooring and a welcoming family room with a fireplace converted to gas. The eat-in kitchen offers abundant cabinetry and plenty of space for everyday living and entertaining. Generously sized bedrooms include two primary suites, updated baths with newly tiled shower, a large walk-in closet, and a private deck off one of the bedrooms overlooking the waterfront setting. Additional highlights include new carpet, updated vinyl siding, a new storage shed, large deck for summer living, new dock to fish off of and extended concrete parking with a 50-amp RV hookup. Every detail has been thoughtfully maintained, making this home truly move-in ready. A rare opportunity to enjoy waterfront living, don't wait on this one!

1316 Oregon Crossing, Chesapeake

$489,900

4 Beds ⋅ 2 Baths ⋅ 10656242 MLS

Charming ranch with large backyard and pool! Enjoy the welcoming front porch before heading inside to the thoughtfully updated interior, where fresh paint and beautiful new LVP flooring create a bright, inviting atmosphere. New carpet in the room above the garage adds comfort and versatility to the home's flexible living space. Designed for both everyday living and effortless entertaining, the home features a living room, dining room, and a cozy family room accented by wood beams and a fireplace. At the heart of the home, the eat-in kitchen offers all new sleek cabinetry, granite countertops, and stainless steel appliances. Four spacious bedrooms provide comfortable accommodations, while both full bathrooms have been refreshed with stylish new vanities. Outside, you're sure to enjoy the fully fenced backyard featuring a spacious deck overlooking the swimming pool creating an inviting setting for relaxing, entertaining, or enjoying warm summer days. Two storage sheds provide additional room for lawn equipment, tools, or hobbies, while the attached garage adds everyday convenience and extra storage.

403 Caravelle Court N, Chesapeake

$1,650,000

5 Beds ⋅ 3.2 Baths ⋅ 10656180 MLS

Quiet Luxury. Architectural Artistry. This Custom Built Estate was designed not simply to be lived in, but to be experienced on 4 acres, 5,900 sqft (plus add'l 980 ROG). The dramatic, soaring ceilings & windows throughout a 2-story family rm w/stone fireplace, along w/every custom architectural detail make a statement of true Luxury. From the picturesque curb appeal to first floor Primary Suite & your own private spa, a cedar-lined wellness retreat w/hot tub. The expansive fl plan provides flexibility for formal gathering & relaxed everyday living. This home was thoughtfully designed, w/ 4 add'l spacious bedrms, generous living & entertainment areas, abundant nat'l light & craftsmanship throughout. New 6 burner-gas Wolf range in large kitchen, Trex board decking outside, endless possibilities to entertain & peace/privacy. An inground pool, pool house, pergola & plenty of open space. Large ROG is ready for you to make it your own movie/game room! Ask your agent for feature sheet!

3342 Martin Johnson Road, Chesapeake

$575,000

4 Beds ⋅ 3 Baths ⋅ 10656145 MLS

WESTERN BRANCH HOME WITH A DETACHED 2-CAR GARAGE, SPACIOUS FENCED YARD, AND FLEXIBLE LIVING SPACE! Welcome to 2044 Columbo Avenue, set on a generous .34-acre lot in Chesapeake’s Western Branch area. This well-maintained home is an excellent fit for buyers who need room for vehicles, tools, hobbies, storage, a home business setup, or recreational equipment. In addition to the attached 1-car garage, the property offers an oversized detached 2-car garage with a finished second floor. Built approximately 2009, it includes insulation, drywall, electrical, and a Wi-Fi-controlled mini-split HVAC system—ideal for a workshop, office, studio, recreation room, hobby space, or conditioned storage. Inside, the kitchen features granite countertops, black stainless appliances, a breakfast bar, and an open connection to the great room for easy everyday living and entertaining. A formal dining room, first-floor flex room, full bath, and enlarged laundry room add valuable versatility. Upstairs, the spacious FROG serves as the fourth bedroom with a full bath nearby, while the primary suite includes a refreshed bath. Recent improvements include a Trane dual-zone Wi-Fi HVAC system approximately four months old, vinyl siding, metal exterior wrap, newer front and sliding rear doors, screened porch, LVP/laminate flooring, rear windows, and gutters. Natural gas serves the heat and hot water. Enjoy the large fenced backyard with a deck, screened porch/patio, and hot tub—plenty of room to relax, entertain, play, garden, or let pets roam. Seller is replacing carpet before closing.Convenient to I-664, military installations, tunnels, shopping, dining, and destinations throughout Hampton Roads.

2044 Columbo Avenue, 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, Chesapeake

317 George Washington Highway S, Chesapeake

$524,900

3 Beds ⋅ 2 Baths ⋅ 10655769 MLS

Five acres. A powered detached workshop. Room to breathe, space to make your own. This updated Cape Cod offers the flexibility of acreage living in Chesapeake’s Grassfield area. The home features 3 bedrooms, 2 full baths and a first-floor bedroom and full bath. MLS square footage reflects 1,869 sq. ft. per tax records; a recent appraisal measured approximately 2,067 sq. ft.Updates include a renovated kitchen and baths, replacement windows, updated electrical and plumbing, a 2023 heat pump, 2024 whole-house paint and newer flooring. Beautiful hardwood floors, a fireplace, and generous mud/laundry space add function and character. The approx. 736 sq. ft. powered detached garage/workshop offers room for tools, projects, and storage. Gorgeous outdoors boast a fenced yard area, wooded acreage, mature fruit and fig trees, enclosed porch, deck and patio. City water/sewer add convenience. Recent appraisal at $600,000! Existing VA loan may be assumable, reach out to listing agent for more details.

317 George Washington Highway S, Chesapeake

$475,000

4 Beds ⋅ 2 Baths ⋅ 10655999 MLS

Escape to your own private waterfront retreat on nearly 1/2 acre in the sought-after Inland Colony community, where peaceful wooded surroundings and serene water views create the perfect connection to nature. This 2,494 sq. ft. home offers 4 bedrooms, 2 baths, a first-floor primary suite, detached ADU, 1-car garage, and private dock with access to the Intracoastal Waterway on the Elizabeth River. Enjoy the expansive deck overlooking the backyard and water or unwind on the screened porch off the primary suite. Fresh paint and new carpet enhance the bedrooms, while the spacious kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous prep space. French doors open from the dining room to the living area, creating an ideal layout for entertaining. The FROG with new carpet and large walk-in attic provide excellent flexibility and storage. Some photos may be virtually staged. Conveniently located near shopping, dining, top-rated schools, and interstate access while offering a true waterfront escape.

1145 Sunlight Drive, Chesapeake

$950,000

4 Beds ⋅ 3.1 Baths ⋅ 10655919 MLS

Your dream home awaits!! Craftsman bones, a custom remodel, and a horse barn out back: acreage living with refined character. Every inch of this home was designed by the sellers who were contractors with love over the years. Inside, coffered ceilings meet warm cedar and wood-plank ceilings, giving every room a crafted, finished feel, and Brazilian cherry hardwoods run underfoot toward a stone gas-log fireplace that anchors the living space. Floor-to-ceiling windows and skylights flood the home with light, while custom barn doors and Restoration Hardware fixtures make even the transitions between rooms feel intentional. The kitchen is built to gather around. An oversized honed granite island with a built-in microwave takes center stage, backed by custom cabinetry, an etched tile backsplash, a built-in pantry, newer appliances, and purified water at the sink. Next door, color-changing upper lighting lets the dining room shift from weeknight dinner to late-night celebration at the flip of a switch. The first-floor and second story primary suite comes with its own bath, the bathrooms have been updated throughout, and a sun room, bar and mudroom with drop zone give the layout room to breathe. Then step outside, where the property really shows off. A 40,000-gallon saltwater pool, 8 feet deep with a diving board and fountain, sits beside a koi pond and gazebo linked by brick walkways. Made for a party or a wedding. Beyond it, a fenced acre of pasture leads to a barn with two stalls, a wash stall, a brick-paved breezeway, tack room, and horses are allowed. Wrapped in Hardie plank and stone, heated and cooled by geothermal, and tucked into a wooded setting of nearly five acres neighboring Greenbrier Farms in the Hickory school zone. Morning coffee in the sun room, afternoons at the barn, evenings by the pool: this home makes every part of the day worth staying for. And let's talk privacy.

241 Sign Pine Road, Chesapeake

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