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.

< Back to all Homes for Sale in Chesapeake, VA

Be the First to Know About New Chesapeake Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Chesapeake Real Estate Map Search

Search Chesapeake by Bedrooms

Advanced Search Market Reports Home Value Connect

All 5 Bedroom Homes for Sale in Chesapeake, VA

$435,000

5 Beds ⋅ 3.1 Baths ⋅ 10639654 MLS

Welcome to this spacious 5-bedroom, 3.5-bath home offering the size, features, and flexibility today’s buyers are looking for. With major items already in place, this property gives buyers the opportunity to add their own finishing touches while enjoying strong long-term value. The functional layout includes two ensuite bedrooms with private full bathrooms, two HVAC units for separate area comfort, a dedicated laundry room, and plenty of room for everyday living or entertaining. Outside, enjoy your own private pool, detached garage, and outdoor space made for relaxing or gathering. Conveniently located with easy access to major routes, shopping, dining, and local amenities, this home offers a rare combination of space, features, and opportunity.

316 Tudor Place, Central Chesapeake

$1,325,000

5 Beds ⋅ 3.1 Baths ⋅ 10639607 MLS

Rarely does a property offer this much space, flexibility and freedom. Situated on over 28 private acres in Chesapeake's desirable Hickory area, this one-of-a-kind property offers 3,677 square feet, 5 bedrooms and 3.5 baths. Inside, you'll find abundant natural light, spacious living areas, an open-concept layout, and warm, inviting finishes throughout. A rare feature, the home includes two primary suites, one on the main level and one upstairs, each with its own private ensuite bath, appealing for multigenerational living, extended guests, or added privacy. Outside, enjoy a wraparound-style porch extending along the front and sides of the home, an expansive composite deck, detached 4-car garage, professionally equipped workshop, private shooting and archery areas, fruit trees, grape vines, and endless opportunities for hunting, recreation, and outdoor living. Be sure to review the attached feature and upgrade sheet for additional highlights and improvements!

509 Ballahack Road, South Chesapeake

$669,000

5 Beds ⋅ 3 Baths ⋅ 10639638 MLS

Over 3,200 square feet of versatile living space in the heart of Riverbend community. Situated on an expansive 0.756-acre lot, this exceptional home provides the perfect blend of comfort, functionality, and flexibility for multigenerational living. The main level features 4 spacious bedrooms, including a beautifully updated primary suite w/ a custom-remodeled luxury bath. A flexible fourth bedroom located just off the kitchen offers excellent potential as a in-law suite, complete w/ a walk-in closet and convenient access to a full bath down the hall. Designed for both everyday living and entertaining, the expansive kitchen flows seamlessly into the inviting family room & features stainless steel appliances, granite countertops, and abundant workspace. Enjoy additional formal living & dining spaces that add charm and versatility to the home’s layout. Upstairs, a large 5th bonus bedroom over the garage provides endless possibilities for guest accommodations, a home office, media room, or playroom. With 3 full bathrooms, a spacious laundry room, & two-car garage, this home checks every box. Additionally the home offers a three-zone HVAC system, gas water heater replaced in 2021, newer gutters, and an electric fence for added convenience. Step outside to enjoy the expansive backyard featuring a charming tree house, creating the perfect outdoor retreat. A rare opportunity for a ranch in Riverbend offering space, flexibility, and exceptional value , all with NO HOA!

1432 Pine Grove Lane, West Chesapeake

$820,000

5 Beds ⋅ 4.1 Baths ⋅ 10639536 MLS

Well maintained and loved home nestled on a prime corner lot in the beautiful Riverwalk community, 700 Harbor Quay delivers nearly 5,000 square feet of refined living, where luxury and functionality come together effortlessly. Featuring 5 bedrooms, 4 full bathrooms, and 1 half bath. Designed for those who love to entertain, the expansive floor plan offers elegant gathering spaces, abundant natural light, and exceptional flow throughout. Whether hosting holiday celebrations, welcoming overnight guests, or simply enjoying everyday life, every detail of this home was thoughtfully crafted to accommodate it all. Roof replaced in 2021 and some windows have been updated. Encapsulated crawlspace. Beyond this front door awaits a lifestyle few communities can match. Residents enjoy access to resort-style amenities including a clubhouse, swimming pool, tennis courts, and close proximity to the beautiful Elizabeth River. Seller to provide a 1 year home warranty of buyer's choice up to $600. Seller to provide concession toward window upgrades with acceptable offer.

700 Harbor Quay, South Chesapeake

$599,500

5 Beds ⋅ 2.1 Baths ⋅ 10639614 MLS

Welcome to your new home! Tucked away on a quiet, private cul-de-sac in the highly desirable Miller's Run neighborhood, this beautiful property is completely move-in ready and waiting for its next chapter. Whether you love to entertain or simply want a private everyday retreat, this house delivers. The spacious backyard is a true summer paradise, featuring a gorgeous in-ground saltwater pool absolutely perfect for cooling off, relaxing, and making memories on hot days. Fresh & Modern Upgrades: Step inside to find brand new flooring throughout, giving the home a clean, updated feel from the moment you walk through the door. Outdoor Living Spaces: Enjoy your morning coffee on the brand new front porch and host weekend BBQs on the spacious, brand new backyard deck. Flexible Layout: With 5 total bedrooms, you have all the space you need. The convenient first-floor bedroom is easily adaptable and makes an ideal quiet home office or guest room. Schedule your private tour today!

3404 Louise James Court, South Chesapeake

$500,000

5 Beds ⋅ 3.1 Baths ⋅ 10639341 MLS

Beautifully maintained brick ranch in the heart of Western Branch! Offering generous living spaces and a functional layout, this home is designed for both everyday comfort and effortless entertaining. Inside, you'll find a beautifully remodeled kitchen (2024) with ample cabinet space, including pantry storage and an appliance garage. Two living areas provide the flexibility for a playroom, formal living room, or an additional gathering space for entertaining. Outside is an entertainer's dream, featuring a cozy covered pavilion complete with electricity and internet access. Two sheds offer abundant storage, with the larger shed making the perfect home workshop. A roof that is only 5 years old provides added peace of mind and convenience. With its thoughtful updates and exceptional outdoor amenities, this home is the perfect blend of comfort and modern functionality.

3316 Mapleton Crescent, West Chesapeake

$763,990

6 Beds ⋅ 4.1 Baths ⋅ 10639573 MLS

Welcome to the Tillman at Riverview Landing! The spacious home includes 6 bedrooms, 4.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. Photos are from the builder's library, actual finishes and features may vary.

984 Intracoastal Way, South Chesapeake

$685,000

5 Beds ⋅ 3 Baths ⋅ 10639539 MLS

Pride of ownership shines throughout this beautifully maintained home located in the sought-after Riverwalk community in Chesapeake. The stunning remodeled kitchen features granite countertops, stainless steel appliances, a large center island, heated tile floors, and custom cabinetry designed to showcase every thoughtful detail. The spacious eat-in kitchen and bar-top seating area open seamlessly to the inviting family room with a cozy fireplace, creating the perfect space for entertaining and everyday living. The first floor offers a full bedroom and an updated full bathroom, ideal for guests or multi-generational living. Upstairs, you'll find a spacious primary suite complete with a beautifully renovated spa-like bathroom and a custom walk-in closet. Three additional bedrooms are located on the second level, including a versatile FROG that can serve as a fifth bedroom, home office, or recreation room. The hall bathroom was recently updated as well and features double vanities. Step outside to enjoy the large backyard, complete with a storage shed, patio with space for a fire pit, deck, and a wonderful screened-in detached gazebo for year-round outdoor enjoyment. Residents of Riverwalk enjoy exceptional neighborhood amenities, including walking trails, a community pool, dock, playground, and a popular summer swim team. This is a wonderful opportunity to own a meticulously cared-for home in one of Great Bridge area's most desirable communities.

813 Loch Island Drive, South Chesapeake

$794,740

5 Beds ⋅ 3.1 Baths ⋅ 10639533 MLS

The Tillman offers 3,226 sq. ft. of stylish and flexible living - great for multigenerational living! This spacious home includes 5 bedrooms, 3.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. Photos and renderings are from builder's library, actual finishes and features may vary.

911 Intracoastal Way, South Chesapeake

$1,150,000

6 Beds ⋅ 3.1 Baths ⋅ 10639257 MLS

Nestled in the heart of Great Bridge a fully remodeled home in a coveted 12 house cul de sac neighborhood. This custom built home redefines elevated living. The grand staircase entrance flows seamlessly into the dining and living spaces. The kitchen featuring a 12 foot quartz island and new stainless appliances is any chefs dream. The primary suite is a private retreat with spa-inspired bath featuring two walk in closets. Access the second living level from either of the two staircases. Home has five upstairs bedrooms and two full bathrooms. There is room for everyone. Parking is a breeze with the 3 car attached garage and extended driveway. Book your private showing today.

520 Youngstown Court, South Chesapeake

$910,000

5 Beds ⋅ 4 Baths ⋅ 10638532 MLS

Premium fountain-view homesite in the highly desirable Woodford Estates community! Located in the award-winning Hickory School District, this immaculate home, built in 2024 and completed in 2025, offers 5 bedrooms, 4 full baths, 3,393 square feet, and a 3-car garage. Thoughtfully designed with an open-concept layout, gourmet kitchen, spacious living areas, abundant natural light, and a first-floor bedroom with a full bath. Features include natural gas heating, HVAC, a tankless water heater, gas fireplace, and brick and fiber cement exterior. Enjoy peaceful fountain views from your backyard while benefiting from the quality and efficiency of newer construction. Move-in ready without the wait of building new!

150 Hessian Loop, South Chesapeake

$770,425

5 Beds ⋅ 3.1 Baths ⋅ 10639256 MLS

10,000 square foot lot, ready early 2027, still time to customize. The Hawthorne floor plan offers flexibility & spacious living, making it the largest & most adaptable 2-story home at Crestfield. With an impressive 3,089 square feet, this open-concept home offers 5 bedrooms, including dual owner’s suites & 3.5 baths. The kitchen features quartz countertops, stainless steel appliances, and a generously sized island for seating & casual dining. Both levels boast 9-foot ceilings, enhancing the sense of space & light throughout the home. The front porch invites you to relax & enjoy the neighborhood, & the 2-car garage provides ample storage and parking. Fenced yard. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & Video are of previously built home for illustrative purposes, finishes & upgrades will vary in home to be built.

2039 Charwood Drive, South Chesapeake

Start Your Search

Prev
1
...
8
9
10
...
14
of 14
Next

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.