Isle of Wight, VA Real Estate Search

Isle of Wight, VA 5 Bedroom Properties for Sale

Our website features the best real estate search for 5 bedroom properties available in Isle of Wight, 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 Isle of Wight, VA real estate market? Sign up for a  Isle of Wight, 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 Isle of Wight, VA 5 Bedroom Properties for Sale

$1,199,000
5 Beds 3.1 Baths 10648292 MLS
Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage and 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills the spacious living areas, while warm finishes and thoughtful updates create an inviting feel throughout. The kitchen is complemented by a butler pantry with granite countertop, cabinetry and additional storage, adding function for everyday living and entertaining. The rare dual-primary layout offers one suite on each level, both with private ensuite baths—ideal for multigenerational living, extended guests or added privacy. The main-level primary has been refreshed with new flooring, paint, lighting and hardware. Upstairs, the second primary features a showstopping spa-inspired ensuite with an oversized wet room, rainfall shower, body jets, two-person soaking tub, porcelain tile and polished marble mosaic. All 3.5 bathrooms have been updated with fresh flooring, lighting, paint, mirrors and hardware. Outside, enjoy a nearly wraparound front porch, expansive 20x40 composite deck, outdoor kitchen setup, custom fire pit, fruit trees, grape vines and 28+ acres to explore. Proven deer and turkey hunting is literally steps from your back door, with private shooting and archery areas already in place. The detached 4-car garage provides exceptional storage, while the 20x30 workshop features concrete flooring, lighting and its own electrical panel. Additional improvements include 33 solar panels (to be paid off with acceptable offer), Level 2 EV charger, major electrical upgrades, crawlspace encapsulation, updated HVAC and a private well with NO monthly water bill. A rare combination of acreage, recreation, extensive improvements and flexible living in Southern Chesapeake. See attached Feature & Upgrade Sheet for even more! Make this an easy day and stop here first!

509 Ballahack Road, South Chesapeake

$935,000
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

$714,900
5 Beds 4.1 Baths 10647894 MLS
Welcome to Founders Pointe, a prestigious waterfront community located along Ragged Island Creek and Batten Bay, with access leading out to the James River. This two-time award-winning community was featured in Homearama in 2010 and the 2016 Parade of Homes. Set back from the road, 128 Liberty Way offers an inviting sense of privacy, with a backyard adjacent to a conservation area where natural views and occasional wildlife enhance the setting. Designed by Frank Betz & Associates and built by Emerson Builders, this Iverson model combines thoughtful design with a spacious, livable floor plan. Upon entry, a dramatic wall of floor-to-ceiling windows rises more than 20 feet along the rear of the home, creating a bright, welcoming first impression. This 2,953-square-foot home features a two-car garage, five bedrooms, including a first-floor bedroom with a full bath, and an additional half bath, and four bedrooms upstairs, three with full baths. From the foyer, the formal living area is positioned to the left, while the formal dining room is positioned to the right. A butler’s pantry and wet bar connect the dining room to the open kitchen and family room, which features a gas log fireplace. Recent updates include new fixtures throughout, along with new kitchen countertops and new appliances, including a gas range. The encapsulated crawlspace has been continuously maintained under a moisture and termite service contract. The backyard is enclosed with wrought-iron fencing, and the new deck features durable TREX composite construction.

128 Liberty Way, Isle of Wight - North

$599,000
5 Beds 2.1 Baths 10647672 MLS
Situated at the end of a Kingsmill cul-de-sac on a flat lot, this 4-bedroom, 2.5-bath Colonial offers space, character, and a setting that’s hard to replicate. Surrounded by mature trees and landscaping, the property provides both privacy and a peaceful natural backdrop, while being just seconds from Kingsmill’s top-tier amenities. Inside, the home features a traditional layout with generous room sizes and a natural flow between living spaces. Hardwood flooring runs throughout much of the main level, complemented by detailed trim work, chair rail, wainscoting, and beamed ceilings accented with colonial-style crown molding. The formal living and dining rooms offer flexibility for entertaining or everyday use, while the family room centers around a wood-burning fireplace with built-in cabinetry, creating a comfortable gathering space. A bonus feature; the fireplace is already plumbed and is gas log ready if desired. The kitchen is well laid out with lower white shaker cabinetry, granite countertops, and a functional design that opens to the breakfast area. Large windows throughout the home bring in natural light and provide views of the surrounding trees, along with clear sightlines to the backyard. Upstairs, the primary suite is spacious and includes a en-suite bath, while the additional bedrooms are well-sized and offer flexibility for family, guests, or office needs. The finished room over the garage adds even more versatility—ideal for a playroom, office, or bonus space. One of the standout features of this home is the combination of a manageable footprint with a flat, usable lot—something not often found in Kingsmill. The screened porch overlooks the backyard and creates a quiet space to relax. The yard offers a balance of space and natural privacy, along with a detached storage building and fenced area for added functionality. If you’re looking for a classic Colonial with a functional floor plan and an exceptional lot, this home is a great opportunity to move right in or update over time to match your vision. Some photos are virtually staged as labeled.

109 Daingerfield Road, James City Co Lower

$609,900
5 Beds 3.1 Baths 10647491 MLS
RECENT REPLACEMENTS: roof, HVAC, water heater, windows, flooring, lighting, elect outlets & switches. ADDITIONAL FEATURES: Three (3) HVAC systems. Chair height toilets in every bathroom. 2 shallow wells for outdoor watering. Storage Shed with matching roof & siding. Tool Shed with 100-AMP elect, A/C, matching roof & siding. Koi pond with fountain. Generator hook-ups. SECOND FLOOR: PRIMARY BEDROOM with LVP flooring, Ensuite with tiled shower, jetted tub, walk-in closet, tiled floor. 2 BEDROOMS with lighted closet, ceiling fan, LVP flooring. FROG with vaulted ceiling, double door lighted closet, ceiling fan, carpet, eves storage. HALLWAY open to Foyer with full bath, laundry room, tiled flooring. FIRST FLOOR: LIVING ROOM with tray ceiling, crown molding, 6’ tall windows, laminate flooring. DINING ROOM with custom ceiling, crown & chair rail molding, laminate flooring, beveled glass pocket door. KITCHEN with 42” tall cabinets, gas range, large fireclay sink, combo microwave-convection oven, custom LED lighting, pantry, tiled floor, crown & chair rail molding. HALF BATH with lighted mirror, pocket door. FOYER with wood staircase, 18’ high ceiling, stained glass windows. HALLWAY with coat closet and Garage access. LOWER LEVEL: DEN: with gas fireplace, 6' tall windows, laminate flooring. IN-LAW-SUITE with kitchenette, walk-in closet, laundry, step-in shower, bathroom, LVP flooring. HALLWAY with 2 exterior exits. GROUND LEVEL: 2 CAR GARAGE with deep sink and epoxy floor covering. 2 SHEDs. Concrete patio & walkways throughout. 20,000 gallon saltwater pool with heat-pump, 2 variable speed pumps (filter & waterfall), swim-clear cartridge filter, WiFi controller, 9’ turbo-twister waterslide, 5’ tall waterfall / jump rocks, decorative metal fence around pool patio with safety gates. Fenced garden with enriched soil (50' x 20').

4413 Foxwood Place, Northeast Suffolk

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.