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

$500,000

5 Beds ⋅ 3 Baths ⋅ 10646864 MLS

Charming & lovingly updated farmhouse in heart of Deep Creek on 1.2 acres includes all modern conveniences while respecting historic heritage w/features like original hardwood floors, crown molding, chair railing w/both welcoming front porch & screen porch. Beautiful kitchen w/SS appliances, granite counters, peninsula w/gas range, prep sink, SS wine fridge, oversized breakfast bar & pendent lighting. Bright & airy upstairs w/3 beds 2 w/walk-in closets, linen closet & updated hall bath w/beaded board wainscoting. 4th bed downstairs w/ensuite bath. Fantastic laundry room w/cabinetry, counter space, shelving & utility sink. Updates include: newer HVAC, ductwork & insulation, hardy plank siding & vinyl replacement windows. Spacious backyard 2 sheds & irrigation. Detached garage boasts almost 1500 sq feet split between the 2 levels. Upstairs living area has a full bedroom, bathroom and bonus closet/storage area. Great for your guests!

3248 Galberry Road, South Chesapeake

$519,900

5 Beds ⋅ 2.1 Baths ⋅ 10647023 MLS

Beautiful 5-bedroom brick colonial in sought-after Brittany Woods, perfectly situated on a quiet cul-de-sac. This well maintained one owner home features a granite kitchen with island, eat in area, and stainless steel appliances, plus a bright year round sunroom and cozy office/loft. Updated baths include Corian countertops, and the primary bath offers duals sinks and is enhanced with a ceiling heater for added comfort on cold winter nights. Laundry room with W/D. The primary bedroom also boasts a large walk-in closet. A spacious family room has a natural gas fireplace and built-ins with gleaming hardwood floors in the living room, dining room, and foyer. Major updates include a 2021 gas furnace with 5 ton 17 SEER AC and new ductwork, 2025 exterior paint, 2023 refrigerator, newer Pella windows, and LeafGuard® gutters. Large backyard ideal for entertaining. Convenient to shopping, fine dining, medical facilities, shipyards, Portsmouth Naval Hospital, and interstates. A must-see home!

3017 Lord Bradford Court, West Chesapeake

$765,000

5 Beds ⋅ 3 Baths ⋅ 10646970 MLS

Welcome to this beautifully updated 5-bedroom, 3-bath brick ranch tucked away on a quiet cul-de-sac in sought-after Emerald Lakes. Offering approximately 3,200 square feet, this home features a bright open-concept design with soaring cathedral ceilings, Brazilian walnut floors, custom trim, wainscoting, wood ceiling beams, and extensive upgrades throughout. The remodeled kitchen boasts quartz countertops, custom range hood, newer appliances, subway tile backsplash, and overlooks the spacious living area with gas fireplace and striking wood accent wall. The first-floor primary suite offers private patio access, a cedar-lined walk-in closet, jetted tub, separate shower, and dual vanities. The finished FROG with full bath is ideal as a guest suite, media room, or fifth bedroom. Additional highlights include a 3-year-old HVAC, 2018 water heater, rebuilt rear stairs (2026), irrigation system, custom landscaping, in-wall surround sound, oversized driveway, no HOA, and a private fenced backyard.

1204 Lingale Court, South Chesapeake

$599,900

5 Beds ⋅ 3 Baths ⋅ 10646979 MLS

Tired of expensive water and sewer bills, HOA restrictions, or dealing with the stress and cost of a fixer upper? Then this brand new home is exactly what you have been waiting for. Welcome to this stunning 2,600 sq. ft. open concept residence built by local award winning builder. Featuring 5 spacious bedrooms, including a first floor bedroom great for guests or multi generational living, and 3 full baths with upscale designer finishes throughout. Enjoy luxury features including granite countertops, ceramic tile, luxury vinyl plank flooring, a cozy fireplace, and a beautiful standalone soaking tub. With NO HOA, this property is superb for boat owners, campers, trailers, or anyone wanting freedom and flexibility without extra fees or restrictions. Located in a highly sought school district with flexible spaces wonderful for entertaining and everyday living. Everything is brand new, offering peace of mind and low maintenance living.

789 Caddie Street, South Chesapeake

$635,000

5 Beds ⋅ 3.1 Baths ⋅ 10646909 MLS

Spacious Western Branch home offering 3,643 sq. ft. of versatile living space! This 4-bedroom home is currently being utilized as a 6-bedroom residence and features a large layout, bar, laundry room, room over the garage, two car garage, and plenty of driveway parking. Nestled in a beautiful, established neighborhood near the water, this property offers exceptional flexibility for growing households, multigenerational living, guests, or home office needs. Don't miss the opportunity to own a spacious home in one of Chesapeake's desirable communities!

2860 Greenview Road, West Chesapeake

$659,900

5 Beds ⋅ 3.1 Baths ⋅ 10646835 MLS

If you've been searching for a spacious, move-in-ready home with a private in-law suite on a large lot in the heart of Chesapeake, your search is over! This one-of-a-kind property offers the blend of comfort, flexibility, and space. The traditional in-law suite features its own multiple entrances, full kitchen, living room with a cozy gas fireplace, recently remodeled bathroom, bedroom, and dedicated laundry area—use for multi-generational living or extended guests. Step outside to a large backyard for relaxing or entertaining, complete with a recently built gazebo with electricity and a storage shed for all your gardening and outdoor needs. Located in a neighborhood with sought-after schools, you'll enjoy convenient access to shopping, dining, parks, and more. Don't miss this rare opportunity to make this exceptional Chesapeake home yours!

1307 Channing Way, South Chesapeake

$720,000

5 Beds ⋅ 3 Baths ⋅ 10646838 MLS

Model Home to Be Built - James II Model at Riverview Landing by Wetherington Homes. This thoughtfully designed floor plan offers an Owner's Suite, two additional bedrooms, and a utility room conveniently located on the first floor. Buyers may select their lot and personalize available design options. The home includes a variety of well-appointed features designed to support modern living. The community offers eight floor plan options along with multiple exterior elevations that highlight architectural detail and curb appeal. Contact us today for additional information, to join the VIP interest list, and to schedule an appointment. Discover the opportunity to build in this thriving new community in Chesapeake!

MM James 2, South Chesapeake

$769,740

5 Beds ⋅ 4 Baths ⋅ 10646721 MLS

Welcome to The Summit at Riverview Landing, where you’ll discover thoughtfully designed living space across 2 luxurious floors-perfect for families of every size. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the gourmet kitchen, featuring a large island, quartz countertops, soft-close cabinets, premium stainless steel appliances (including double ovens and a gas cooktop),and a walk-in pantry. Upstairs, unwind in your expansive owner’s suite with a huge closet, double vanities, a relaxing bathtub, and a separate shower, while three additional bedrooms, two full baths, a laundry room, and a loft provide ample space and flexibility. Enjoy a vibrant, amenity-rich community with walking trails and a fire pit, all within reach of Chesapeake’s scenic waterways, local festivals, and easy access to Virginia’s beaches and mountains-your ideal lifestyle begins here. Photos and renderings are from builder's library, actual finishes and features may vary.

321 Riverview Road, South Chesapeake

$799,990

5 Beds ⋅ 3.1 Baths ⋅ 10646719 MLS

Introducing the Tillman, a spacious home that offers both comfort and style. With 5 bedrooms, 3,5 bathrooms, and a 2-car garage. Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center island, ideal for meal prep or casual dining, and opens to a spacious family room, creating the perfect space for entertaining. A conveniently located powder room is just off the main hallway, adding to the home's functionality. The first floor also boasts a luxurious primary suite, providing a private retreat with a massive walk-in closet, a large double vanity, and a private water closet for ultimate convenience and privacy. Upstairs, you'll find four additional bedrooms. The second floor also features two bathrooms and a large loft area that could serve as a separate lounge, playroom, or additional living space. Photos and renderings are from builder's library, actual finishes and features may vary.

109 Lilypad Court, South Chesapeake

$750,000

6 Beds ⋅ 3 Baths ⋅ 10646538 MLS

Spacious House with many gems. Master Bedroom has walk-in tub. Two sunrooms with 5 ft windows.Second level add on has two spacious rooms with extensive closet space and built in storage. Office/study. Family Room 15 x 15 . Two sunrooms. Kitchen has Island that seats six with built in storage beneath Detached garage with Apartment approximately 864 ft ready for occupancy. Carport, Storage barn with electricity 654ft. Hot tub for 6. Lots of space for lighting up the grill. Drive way willaccommodate several vehicles Many updates. Close to interstate 64, Military Bases, Hospital and Shopping.

245 Fernwood Farms Road, South Chesapeake

$995,000

6 Beds ⋅ 4 Baths ⋅ 10645935 MLS

An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought- after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, South Chesapeake

$699,000

5 Beds ⋅ 3 Baths ⋅ 10646148 MLS

OPEN HOUSE TODAY 12-2 pm.. Seller says SELL! Large price improvement on a sweet "Caramel Cottage" by Stephen Alexander — one of the most requested floor plans in Hanbury Woods, Great Bridge's most desirable community. All brand new carpet throughout.. This is your opportunity to get into a great neighborhood at a great price! This 5-bedroom, 3-bath home is built for the way you actually live: a first-floor bedroom and full bath for guests or multigenerational family, 10' ceilings, rich hardwood floors, and an open living area anchored by custom built-ins and a gas fireplace that makes the whole space feel like home the second you walk in. The kitchen is where this house sells itself — 42" white cabinetry, an oversized island, stainless appliances, and a walk-in pantry give you the room to cook, entertain, and gather people around you. Step outside to the three-season Eze-Breeze porch and a private backyard with a large paver patio, made for morning coffee, evening wine, and everything in between. Upstairs, the primary suite is a true retreat — spa-like bath, tiled shower, soaking tub, dual vanities, and a walk-in closet big enough for two. Two more bedrooms and a spacious media/flex room give the whole family room to spread out. Seller will be replacing all carpet this coming week! This is a premium, model at a price point that doesn't come around often. Add in top-rated neighborhood schools and easy access across all of Hampton Roads, and you've got the space, quality, and location today's buyers are chasing. Homes like this in Hanbury Woods move fast — schedule your showing before it's gone.

1153 Edinburgh Parkway, South 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.