5 Bedroom Homes for Sale in Chesapeake, VA

Welcome to your dedicated resource for 5 bedroom homes for sale in Chesapeake, VA. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Chesapeake, VA agent, Barn Door Homes specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Chesapeake, VA

$495,000

5 Beds ⋅ 3 Baths ⋅ 10649531 MLS

Welcome home to this beautifully designed 5-bedroom, 3-bath home offering the perfect blend of style, space, and functionality. Elegant molding welcomes you into the foyer, setting the tone for the thoughtful details throughout. A main-level bedroom and full bath provide wonderful flexibility for guests, a home office, or multigenerational living. The spacious eat-in kitchen features 42-inch cabinetry, a center island with pendant lighting, and plenty of room for gathering and entertaining. Upstairs, retreat to the generous primary suite with a large walk-in closet, double vanities, and an impressive shower with dual shower heads. Spacious secondary bedrooms and a hall bath with double vanities and built-in shelving offer room for everyone. Even the everyday spaces shine with a dedicated laundry room featuring a folding table and a mudroom with custom built-ins for added organization. Outside, enjoy a backyard with stone pavers, perfect for relaxing, grilling, and entertaining.

265 Jarvis Road, South Chesapeake

$995,000

5 Beds ⋅ 3.1 Baths ⋅ 10649252 MLS

Some homes simply stand apart. Behind the beautiful grounds awaits a property that is anything but ordinary. Set on over 3 manicured acres, the home impresses from the moment you enter with hardwood floors, soaring ceilings, wrought iron railings & a dramatic two-story family room anchored by a Travertine fireplace. The completely renovated gourmet kitchen is equally stunning. A luxurious first-floor primary suite offers a spa-inspired bath, dual custom closets & private office overlooking the backyard. Upstairs, discover three additional bedrooms, a massive family room & flex space. Outside feels like a private resort with an EZ Breeze sun porch, saltwater pool, expansive Trex decking, fire pit & gorgeous mature landscaping. Impeccably cared for & thoughtfully updated throughout this is a home with far more to discover- it's one that truly needs to be experienced! This is a home with far more to discover - it's one that truly needs to be experienced. Grassfield School District.

2044 Hallmark Way, South Chesapeake

$685,000

5 Beds ⋅ 3 Baths ⋅ 10649624 MLS

Wake up to peaceful pond views from your private back deck in this immaculate 5-bedroom, 3-bath Etheridge Lakes retreat! Tucked away at the end of a quiet cul-de-sac, this 3,300+ square foot home delivers an exceptional blend of space, functionality, and scenic waterfront views designed for modern living. The highly flexible floor plan features a sought-after first-floor bedroom and full bath, great for long-term guests, multigenerational living, a private main-level office, or a quiet hobby space. Designed with everyday life in mind, the main level offers effortless flow across multiple living areas. Host holiday dinners in the formal dining room, work in peace from the separate front study, or gather in the sunlit breakfast nook for casual mornings. The spacious family room serves as the cozy heart of the home, anchored by a gas fireplace and bathed in natural light. At the center of it all sits the open kitchen with extensive counter space, and abundant cabinetry, making meal prep and hosting a breeze. And don’t miss the huge walk-in pantry. Upstairs, escape to the expansive primary suite, a true owner's sanctuary complete with a generous walk-in closet and a private ensuite bath featuring dual sinks and plenty of room to unwind. Three additional oversized bedrooms upstairs offer maximum versatility for family, guest rooms, remote work, or creative setups. Step outside to your private rear deck, where serene water views create a tranquil backdrop for morning coffee, weekend barbecues, or relaxing sunset drinks. Complete with an attached garage and an unbeatable location near top-rated Chesapeake schools, local parks, shopping, dining, and major commuter routes, this property offers the space and lifestyle buyers have been searching for. Schedule your private tour today to experience everything Etheridge Lakes has to offer!

804 Catrina Lane, South Chesapeake

$489,900

5 Beds ⋅ 3 Baths ⋅ 10649524 MLS

BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 4215 Surf Avenue, where the benefits of new construction meet the charm of an established neighborhood. Offering approximately 2,550 square feet, 5 bedrooms and 3 full baths, this thoughtfully designed home provides space, flexibility, and an open floor plan that works for a variety of lifestyles. One of the standout features is the oversized first-floor bedroom with direct access to a full bath that also opens to the hallway—creating an excellent setup for guests, multigenerational living, an in-law suite, or anyone looking for convenient first-floor accommodations. Upstairs, you'll find the home's primary suite, along with additional generously sized bedrooms and plenty of room for everyone to spread out. Come make 4215 Surf Avenue home!

4215 Surf Avenue, Central Chesapeake

$585,000

5 Beds ⋅ 2.1 Baths ⋅ 10648409 MLS

Welcome to 3410 Marla Court, tucked away on a quiet cul-de-sac in the sought-after Millers Run community of Chesapeake. Built in 2004, this beautifully maintained 5-bedroom, 2.5-bath home offers over 3,156 square feet of thoughtfully designed living space, combining generous room sizes with modern updates and a fantastic private setting. Brand new roof being installed 2026. Fresh paint with newer luxury vinyl plank flooring, the home features an inviting open floor plan that's for both everyday living and entertaining. The spacious family room flows seamlessly into the updated eat-in kitchen, offering abundant cabinetry, ample counter space, high-end stainless-steel appliances and plenty of room for family gatherings. A first-floor bedroom provides excellent flexibility as a guest room, home office, or playroom. Upstairs, the spacious primary suite features a walk-in closet and a private ensuite bath with dual vanities, while the updated hall bathroom has a new walk-in shower which adds a stylish touch for family and guests alike. A two-zone HVAC system helps keep the home comfortable year-round. Step outside to enjoy the screened-in porch overlooking a huge, fully fenced backyard that backs to peaceful woods, creating a private retreat for relaxing, entertaining, or letting children and pets play. Offering space, privacy, modern updates, and a desirable cul-de-sac location, this exceptional Millers Run home is ready to welcome its next owners.

3410 Marla Court, South Chesapeake

$675,000

5 Beds ⋅ 2.1 Baths ⋅ 10649105 MLS

Welcome home to this spacious property designed for comfortable living and effortless entertaining! Brand-new LVP flooring flows throughout the entire first floor, where an expansive living area offers plenty of room to gather. The well-appointed kitchen connects to a bright, versatile space that can serve as a sunroom, breakfast nook, or dining area. There is also a downstairs office off to the back the home. Step outside to your own backyard retreat featuring a paved patio, an in-ground fiberglass pool, and a charming gazebo area great for outdoor entertaining. The furnished pool house provides the perfect spot to relax and unwind after a summer day by the pool. Upstairs, the massive primary suite features a generous walk-in closet and a private bath with a walk-in shower, double vanity, and separate water closet. Additional bedrooms offer ample closet space, and the conveniently located upstairs laundry makes everyday routines easier. The home also delivers wonderful curb appeal, a large driveway with space for up to four vehicles, and an oversized two-car garage offering abundant storage. With flexible living spaces, impressive storage, and a backyard made for entertaining, this home has so much to offer!

1617 Banff Court, South Chesapeake

$449,000

5 Beds ⋅ 2.1 Baths ⋅ 10649127 MLS

Full appliance package (including washer/dryer & refrigerator) on all existing inventory! Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney; Stunning New Construction! Welcome to this beautiful 5-bedroom, 2.5-bath home offering 1,862 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience—don't miss your chance to own it in the heart of Chesapeake!

903 Railroad Avenue, Central Chesapeake

$800,000

5 Beds ⋅ 3 Baths ⋅ 10648827 MLS

Beautiful brick home in the desirable Greystone Community! This spacious home features a formal living room, dining room, two-story great room with a double-sided fireplace shared with the sunroom, and a main-level primary suite with a large ensuite bath and walk-in closet. An additional first-floor bedroom is currently used as an office, with three more bedrooms upstairs. The kitchen offers an island gas cooktop, double ovens, a microwave, and pantry. Enjoy the fenced backyard with an updated deck overlooking protected, unbuildable woodlands for added privacy. Recent updates: HVAC and furnace (2021), whole-house generator (2021), windows replaced (2022), exterior trim painted (2025), new gas cooktop to be installed and new roof to be replaced Sept 21st.(2026)

917 Redleafe Circle, South Chesapeake

$619,000

5 Beds ⋅ 3.1 Baths ⋅ 10648556 MLS

Welcome to 1229 Priscilla Lane - a beautifully appointed 5-bedroom, 3.5-bath home offering exceptional space, comfort, and resort-style outdoor living in Chesapeake's desirable Hickory school district. From the moment you arrive, you'll appreciate the inviting presence and thoughtful design of this spacious residence. Inside, generous living areas provide plenty of room for both everyday living and entertaining, while five well-sized bedrooms offer flexibility for family, guests, a home office, or additional living space. The heart of the home flows effortlessly into the dining and gathering areas, creating a warm and welcoming environment for everything from quiet evenings at home to larger celebrations with family and friends. Step outside and discover your own private oasis. The sparkling swimming pool creates a true backyard retreat, perfect for summer entertaining, relaxing poolside, or making lasting memories with family and friends. The outdoor space provides the ideal extension of the home and a lifestyle that feels like a vacation without leaving your backyard.

1229 Priscilla Lane, South Chesapeake

$789,900

5 Beds ⋅ 3 Baths ⋅ 10648928 MLS

NEW PRICE—NOW $789,900! $25K+ REDUCTION. Located in a welcoming, highly desirable community with NO HOA, this meticulously maintained home offers the feel of new construction with over $75,000 in thoughtful upgrades. The customized gourmet kitchen features double ovens, a built-in microwave drawer, designer finishes, and a dry bar with beverage refrigerator—great for gathering and entertaining. Custom window treatments, upgraded lighting, smart-home features, a reverse-osmosis water system, and more elevate everyday living. A first-floor bedroom and full bath offer flexibility. Relax on the inviting front porch, enjoy the screened-in porch, expansive patio, fully fenced yard, and peaceful wooded backdrop. Close to shopping, dining, and everyday conveniences, this truly move-in-ready home delivers the best of both worlds: a strong sense of community with privacy in your own backyard. Luxury country living at its finest!

633 Ambrose Street, South Chesapeake

$585,000

5 Beds ⋅ 3.1 Baths ⋅ 10648854 MLS

Truly spectacular and updates throughout. An inviting foyer opens to soaring cathedral ceilings and a flexible floor plan with room to spread out. The main living area centers on a gas fireplace, while the beautifully updated kitchen showcases updated cabinetry, new quartz countertops, new tile backsplash, high-end black finishes and newer appliances. New stylish LVP flooring and newer carpet flow throughout. The first-floor bedroom with en-suite is enormous, a true suite with private exterior access, a huge closet and a massive sitting room. Above the two-car garage, a spacious room with LVP flooring and cathedral ceilings works beautifully as a fifth bedroom, playroom, home office or additional living space. Improvements include a partially encapsulated crawlspace with a high-quality dehumidifier, a fenced backyard, and a washer and dryer installed in 2023. Outside, the back porch overlooks a large yard with lush green grass, and the two-car garage plus generous driveway provide plenty of parking. Waterstone is known for its tree-lined streets, welcoming atmosphere and community pond, where residents can kayak, canoe, paddle board or fish right in the neighborhood. The established community hosts social events throughout the year. Scenic walking trails and a convenient entrance shortcut connect directly to Western Branch Park and Western Branch Community Center, with playgrounds, basketball, tennis and pickleball courts, a multi-use gymnasium, disc golf, softball and soccer fields and nature trails just minutes away. Convenient to shopping, dining, military bases and major commuter routes.

2004 Acentala Quay, West Chesapeake

$584,900

5 Beds ⋅ 2.1 Baths ⋅ 10648848 MLS

A versatile floor plan with ample space for entertaining! The Palm offers 5 Bedrooms, 2.5 Baths, a large Family room, open to the kitchen, all BRs on the 2nd floor, large patio space for outdoor living. A desirable Primary Suite bath & walk-in closet. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your doorstep in an exciting new homes community! The builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details, as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5 pm at 5023 Annapolis Drive.

2208 Wilmington Avenue, West 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.