Chesapeake VA Real Estate Search

Chesapeake VA 5 Bedroom Properties for Sale

Our website features the best real estate search for 5 bedroom properties available in Chesapeake VA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Chesapeake VA real estate market? Sign up for a  Chesapeake VA Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Chesapeake VA 5 Bedroom Properties for Sale

$894,595
5 Beds 3 Baths 10643669 MLS
Fair warning: Your guests may start inviting themselves over. Welcome to the Whitehurst by Kirbor Homes—a home that's equal parts stylish, spacious, and dangerously comfortable. Once you move in, don't be surprised if everyone suddenly volunteers your house for every birthday, football Sunday, and holiday gathering. The heart of the home is the incredible chef-inspired kitchen, complete with our upgraded Chef's Appliance Package, an oversized island, and enough counter space to pretend you're on a cooking show (or just unpack takeout in style). The open-concept layout keeps everyone connected, whether you're entertaining a crowd or trying to keep an eye on whoever keeps sneaking cookies before dinner. Designed with convenient first-floor living, the private primary suite is your personal escape after a long day, featuring a spa-like bathroom and a spacious walk-in closet that's ready for everything from everyday essentials to those online shopping "must-haves." Two additional bedrooms offer space for family and friends, while the upstairs bonus room can transform into whatever life calls for—a movie lounge, game room, home office, fitness studio, or the ultimate hideaway when you need a little peace and quiet. Out back, the covered porch is practically begging for morning coffee, summer cookouts, and evenings where you swear you'll only sit outside for five minutes...until it's dark. Every inch of the Whitehurst showcases the quality craftsmanship and thoughtful details Kirbor Homes is known for, blending comfort, flexibility, and timeless design into a home you'll love coming back to every day. So go ahead, schedule your private tour or Design Center appointment today. Just don't blame us when your friends start referring to your house as "the gathering place." Builder contract required. Ask about available lender incentives!

2857 Raccoon Trail, South Chesapeake

$997,724
5 Beds 4.1 Baths 10643679 MLS
Some homes simply check the boxes. The Miles by Kirbor Homes is designed to exceed expectations. Thoughtfully crafted for the way you live today, this home combines stylish finishes, functional spaces, and everyday comfort in all the right places. The heart of the home is the beautifully designed kitchen, where morning coffee turns into family dinners, holiday traditions, and conversations that linger long after the meal is over. Featuring our upgraded Chef's Appliance Package, a spacious center island, abundant cabinetry, and an open flow into the dining area and Great Room, this space was made for gathering, whether you're entertaining a crowd or enjoying a quiet night at home. When it's time to unwind, head to the spacious primary suite featuring a walk-in closet that's practically the size of a bedroom and a spa-inspired bath that makes every day feel a little more like a vacation. Additional bedrooms and versatile living spaces provide endless opportunities for a home office, playroom, fitness room, media lounge, or whatever your lifestyle calls for next. Step outside to the covered rear porch and imagine weekend cookouts, evenings under the stars, or slow Sunday afternoons where the only thing on your schedule is deciding whether to refill your coffee or fire up the grill. Built with the exceptional craftsmanship and attention to detail Kirbor Homes is known for, the Miles offers the perfect blend of style, flexibility, and livability. This isn't just another floor plan: it's the one you'll find yourself measuring every other home against. Schedule an appointment at our design center today and discover why the Miles just feels like home. Builder contract required. Ask about available lender incentives!

1533 Sanderson Road, South Chesapeake

$749,900
5 Beds 3 Baths 10637123 MLS
Welcome to 404 Vespasian Circle, a stunning all-brick home located in the highly sought-after Hickory School District in Chesapeake, VA. Offering over 3,400 square feet of living space, this spacious 5-bedroom, 3-bath home combines comfort, functionality, and timeless appeal in one of Chesapeake's most desirable neighborhoods. Step inside to discover beautiful hardwood floors, abundant natural light, soaring ceilings, and an inviting floor plan designed for both everyday living and entertaining. The spacious living room with fireplace flows seamlessly into the kitchen and dining areas, creating the perfect gathering space for family and friends. The kitchen offers ample cabinet and counter space, making meal preparation and entertaining effortless. One of the home's most desirable features is the first-floor bedroom and full bath, ideal for guests, multigenerational living, a home office, or flexible living arrangements. Upstairs, the expansive primary suite provides a private retreat with generous closet space and a spacious en-suite bath. Additional bedrooms offer plenty of room for family, guests, remote work, or hobbies. Situated on a large .35-acre lot, this property provides space to relax, entertain, garden, or simply enjoy outdoor living. The attached garage adds convenience and additional storage. Conveniently located near shopping, dining, parks, golf courses, major commuter routes, and military installations throughout Hampton Roads, this home is perfect for those seeking both tranquility and accessibility. Whether you're searching for a Chesapeake VA home for sale, relocating to the area, or looking for a property within the coveted Hickory schools, this home checks all the boxes. Rare opportunity to own a spacious, move-in-ready home in one of Chesapeake's premier communities. Schedule your private tour today and experience everything 404 Vespasian Circle has to offer.

404 Vespasian Circle, 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.