Homes for Sale in Chesapeake, VA Between $450,000 to $500,000

Welcome to your dedicated resource for Homes for Sale Between $450,000 to $500,000 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 properties currently available between $450,000 to $500,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Chesapeake, VA Homes for Sale Between $450,000 to $500,000

$535,000

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

$684,900

5 Beds ⋅ 3.1 Baths ⋅ 10646804 MLS

Better than new!! Built in 2022 this stunning 5 bedroom, 3.5 bath single-family condo offers modern living with an open-concept design perfect for every day living and entertaining. The first floor features a beautiful & spacious kitchen overlooking the dining area and great room with cozy fireplace, plus a large second primary suite with a private full bath, a convenient guest half bath, and both front and screened rear porches. Relax while enjoying peaceful pond sounds and views with a beautiful fountain from your fenced backyard/large screened porch. Upstairs you'll find the luxurious primary suite with a spa-like bath and oversized walk in closet, three additional bedrooms, another full bath, and a laundry room with utility sink. A two car garage and pre wiring for a hot tub add even more value. Assoc dues include front lawn mowing and flower bed maintenance. Ideally located near shopping, dining, interstate access, and highly sought after schools. Move in ready!

1920 Briton Lane, South Chesapeake

$775,000

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

$609,000

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

$599,000

4 Beds ⋅ 2 Baths ⋅ 10646894 MLS

This is the one you’ve been waiting for! Beautifully updated & filled w/ character, this 2,800-square-foot ranch delivers 4 bedrooms, 2 baths and an incredible blend of indoor comfort & outdoor resort-style living. Covered front porch welcomes you to a light-filled interior where floor-to-ceiling windows surround the sunroom, while the family room showcases a fireplace, built-in bookcase & extensive molding. The spacious primary suite offers walk-in closets plus a versatile sitting area perfect for a home office, reading retreat or private escape. Outside, prepare to be wowed! The expansive backyard is your own private oasis with a 26,000-gallon saltwater pool (new pump 2025, salt cell 2026), deck, gazebo, fire pit, hammocks, pool house, sheds, fish pond with fountain, weeping willow, mature Japanese maple, peach tree and lush gardens. Smart-home features and Wi-Fi irrigation add modern ease. Finished room over garage, expansive attic, numerous updates & low traffic dead-end street.

318 Rio Drive, South Chesapeake

$599,000

4 Beds ⋅ 2.1 Baths ⋅ 10646504 MLS

Welcome to this beautifully maintained 4-bed, 2.5-bath home tucked away on a quiet cul-de-sac in the desirable Waterstone community of Western Branch. This home combines thoughtful updates with exceptional outdoor living. The backyard is your own private retreat, featuring a sparkling in-ground pool with concrete surround —ideal for relaxing or entertaining all summer long. The fully irrigated yard is supported by a new well and controls, helping keep the landscaping lush while reducing water costs. Inside, you'll find granite countertops, stainless appliances, new range, and spacious living and dining areas designed for everyday comfort. Major improvements provide peace of mind, including carpets, hardwood in den, paved driveway, Leafguard Gutters, well and irrigation system, newer composite decking and rails, professionally restored crawlspace with new Insulation, vapor barrier, and sand, and newer pool filter and cover. Located in the sought-after Chittum school district of Western Branch, Waterstone offers an exceptional neighborhood lifestyle with scenic walking trails that connect directly to Western Branch Park, providing convenient access to playgrounds, athletic fields, tennis and pickleball courts, disc golf, and miles of outdoor recreation just minutes from your doorstep. With convenient access to shopping, dining, military bases, and major commuter routes, this move-in-ready home offers the perfect blend of comfort, functionality, and outdoor enjoyment. Schedule your private showing today!

4709 Feldspar Quay, West 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

$540,000

4 Beds ⋅ 2.1 Baths ⋅ 10646908 MLS

Beautifully updated 2-story traditional home tucked away on a quiet cul-de-sac in Chesapeake's desirable Greenbrier area! This move-in-ready home offers 4 bedrooms, 2.5 bathrooms, and an attached 2-car garage. The main level features formal living and dining rooms, a spacious family room, half bath, utility/laundry room, and an inviting kitchen with a Butler's pantry. Laminate flooring flows through the living, dining, and family rooms, while new tile flooring enhances the kitchen, bathrooms, and laundry room. Fresh interior paint throughout and brand-new carpeting upstairs provide a modern, refreshed feel. The spacious primary suite includes a walk-in closet and private ensuite bath. Conveniently located just minutes from Greenbrier Mall, shopping, dining, Chesapeake City Park, the Chesapeake Arboretum, and major commuter routes including I-64, I-464, and Route 168. Don't miss this exceptional opportunity!

800 Crescent Trace, South Chesapeake

$675,000

5 Beds ⋅ 3 Baths ⋅ 10646827 MLS

Welcome to Viridian Reserve at Hickory, where comfort, space, and peaceful wooded views come together in one exceptional South Chesapeake home. From the moment you step inside, you'll be greeted by soaring cathedral ceilings, an inviting multi-landing staircase, and a warm, open layout designed for everyday living and entertaining. The spacious family room features a cozy gas fireplace, while the incredible kitchen is truly the heart of the home, offering beautiful wood cabinetry, an abundance of cabinet space, updated appliances, and a convenient wine/beverage refrigerator. The formal dining area provides plenty of room for gatherings, and the first floor also includes a private office, a bedroom, and a full bathroom, great for guests, multigenerational living, or working from home. Upstairs, the oversized primary suite is a true retreat with room for a sitting area, three closets, and a luxurious ensuite bath featuring granite countertops, dual vanities, a walk-in shower, private water closet, and an additional spacious walk-in closet. Outside, enjoy relaxing on the charming covered porch overlooking the large backyard with peaceful wooded views, with the option to easily screen it in for year-round enjoyment. The oversized two-car garage offers exceptional storage, a built-in workbench, and plenty of room for hobbies, while the extended driveway provides additional parking. Located in the highly desirable Hickory area, this home offers the perfect combination of space, functionality, and privacy.

308 Wisdom Path, South Chesapeake

$569,900

4 Beds ⋅ 2.1 Baths ⋅ 10646819 MLS

Welcome to this beautifully maintained 4 bedroom, 2 and a half bath, all-brick ranch in the Grassfield School District of Chesapeake. This home features updated eat-in kitchen to include granite counter tops, stainless steel appliances (KitchenAid Refrigerator), gas range, shaker cabinets, and fresh paint. Enjoy an open layout with a very spacious great room, vaulted ceilings and a gas fireplace. French doors offer privacy to the formal dining, living room/office. Stunning bamboo floors throughout the kitchen and living areas. The large finished bedroom over the garage offers new LVP flooring, lighting, shelving, built in reading nook or can be used as a bed. Major system upgrades include TRANE HVAC system installed in 2021 with duct work replaced and system zoned in 2025. RainSoft reverse osmosis, enclosed crawl space with dehumidifier, insulated garage doors, updated vents and a newer gas water heater. Half bath located next to the mudroom/laundry room, washer & dryer to convey. New carpet in all main floor bedrooms. Enjoy outdoor living on your covered front porch or in your private fenced in backyard and deck. Expansive attic space for storage and extended driveway for additional parking. A truly move-in-ready Chesapeake home, minutes to shopping, dining, and interstate access. Please ask for the detailed upgrade list of extensive repairs and improvements. The home has been meticulously maintained with major system updates throughout.

817 Doe Run Drive, South Chesapeake

$675,000

5 Beds ⋅ 3 Baths ⋅ 10646878 MLS

Welcome home to this spacious 5-bed, 3-bath home offering 3,842 sq ft of beautifully designed living space on a generous .84-acre lot. With multiple living areas, a HUGE bonus room over the garage, plus a formal living room, dining room, family room, and bright sunroom, there's plenty of space to spread out. The open kitchen flows seamlessly into the family room and sunroom. Upstairs, the spacious primary suite boasts a spa-like bath with a jetted tub, separate shower, and dual vanities. Brand-new carpet was installed upstairs. Step outside to your private backyard retreat featuring a Trex deck, outdoor kitchen, stamped concrete patio, and an expansive fenced yard with a newer vinyl privacy fence with four gates. A storage shed with power provides plenty of extra storage. Additional highlights include stunning curb appeal, a stamped concrete driveway, epoxy-coated garage floor, EV charger, and easy access to military bases, major highways, shopping, dining, and entertainment.

3204 Hearring Way, South Chesapeake

$674,900

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

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