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.

< 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 Price

Advanced Search Market Reports Home Value Connect

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

$524,900

4 Beds ⋅ 2.1 Baths ⋅ 10653645 MLS

Well-maintained 4-bedroom home featuring an open floor plan and beautiful hardwood flooring throughout the main living areas. The spacious kitchen offers 42-inch cabinetry, granite countertops, a center island, stainless steel appliances, and plenty of workspace for everyday living and entertaining. Generously sized bedrooms include a spacious primary suite with a private bath and jetted tub. The open layout provides a comfortable flow between the kitchen and living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, recreation, or relaxing. Located in the Hickory school district and built in 2011, this home offers a great combination of space, style, and functionality.

1221 Rosebud Lane, South Chesapeake

$624,900

4 Beds ⋅ 2.1 Baths ⋅ 10653639 MLS

Welcome home to this spacious, beautiful 4-bedroom, 2.5-bath home in sought-after Peyton Estates, offering nearly 2,800 square feet of comfortable living space on a generously sized lot. Inside, you’ll find plenty of room to spread out, including inviting living spaces and a cozy fireplace. A whole-house water filtration system adds an extra level of everyday comfort and convenience. The attached garage provides practical storage and parking, while the rear deck is a great place to relax, entertain, or enjoy the backyard. Tucked into an established Chesapeake neighborhood with convenient access to Greenbrier shopping, dining, interstates, and more, this home offers the space, location, and flexibility today’s buyers are looking for. Come see all it has to offer!

316 Janes Way, South Chesapeake

$585,000

4 Beds ⋅ 3 Baths ⋅ 10653614 MLS

Welcome to this spacious 4-bedroom, 3-bath home featuring a bright and open floor plan designed for comfortable living and entertaining. The beautiful kitchen offers abundant cabinet space, stainless steel appliances, granite countertops, and a large center island perfect for gatherings. The first floor includes a generous family room, office area, and additional living space, providing flexibility for work and relaxation. Upstairs you’ll find 4 generously sized bedrooms with ample closet space. The primary suite features both a walk-in closet and an additional closet, along with a private bath with dual vanities, tub and nice size shower. Freshly painted, new carpet and new refrigerator. Step outside to enjoy the patio and nice size yard for your entertainment and outdoor activities. Located in the desirable Western Branch area, this home provides comfort, space, and a peaceful community setting.

3303 Arboretum Trl, West Chesapeake

$599,900

4 Beds ⋅ 2.1 Baths ⋅ 10653544 MLS

Ready Soon! Your New Home in Western Branch! Exceptional new construction on a spacious half-acre lot, thoughtfully designed for modern living and outdoor enjoyment. This open-concept floor plan features a desirable first-floor guest suite with a private bath and walk-in closet. The chef-inspired kitchen showcases granite countertops, custom cabinetry, stainless steel appliances, and designer lighting. Luxury vinyl plank flooring flows throughout the first floor and all bathrooms. Enjoy a covered front porch, two-car garage, and rear patio overlooking your private backyard, with plenty of space to add a pool and create your own outdoor oasis. Quality craftsmanship and thoughtful design come together in this highly desirable Western Branch location. Completion in Fall 2026. Don't miss the opportunity to make this exceptional new home yours!

1530 Jolliff Road, West Chesapeake

$535,000

4 Beds ⋅ 2.1 Baths ⋅ 10653596 MLS

Welcome to an exceptional Pines of Warrick residence in sought-after Great Bridge, where timeless elegance meets thoughtful modern updates. This beautifully maintained 4-bedroom, 2.5-bath home offers gracious living spaces, impressive room sizes, and a long list of improvements that make this home truly special. The renovated kitchen is a standout, featuring gorgeous custom high-end cabinetry, granite countertops, a stunning beveled ceramic subway tile backsplash, and a charming breakfast nook. Rich hardwood floors, crown moulding, and classic architectural details add warmth and sophistication throughout. The formal dining room and private library/office with French doors offer elegant spaces for entertaining or working from home. The inviting family room centers around a wood-burning fireplace (gas line remains if desired) and flows naturally into the sunroom, creating a wonderful connection to the spacious deck and large fenced backyard. The first-floor primary suite offers double closets and a beautifully remodeled en-suite bath, while the generously sized secondary bedrooms provide plenty of flexibility. Upstairs, the finished room over the garage with custom built-ins offers endless possibilities as a media room, 4th bedroom, playroom, office, or hobby space. Extensive recent improvements include TWO new zoned HVAC heat pump systems, inside and out (March 2025), a condensate drain pump with alarm (April 2025), and significant crawlspace improvements including a new vapor barrier, dehumidifier, lighting, extended access door, and sump system to divert gutter, HVAC condensate, and dehumidifier drains (2020). Additional updates include a new garage door and opener (2021) and newer dishwasher. Meticulously cared for and thoughtfully updated, this is a home that offers both character and peace of mind in one of Chesapeake's most desirable communities. Come see it for yourself—you won't want to miss this one!

424 Pines Of Warrick Drive, South Chesapeake

$675,000

10653549 MLS

Great and rare opportunity in the southern countryside of Chesapeake. 42.4 acres with about 28 acres cleared and ready for your custom home in a quiet country atmosphere. This property is great for that custom home you have been waiting to build. It would also make a nice horse farm or the family compound you have been dreaming of. To the rear is 14 acres of tall timber and borders 1,000 acres of the Nature Conservancy. Cornland Park, a municipal property, is the neighbor to the west with beautiful tall timber also. Sit on your back porch and watch the wildlife. Road front of this property is zoned R-15s which may present opportunity for an additional building lot and also the possibility for "cluster" development as well. 339 feet of total road frontage. Grassfield and Owens school districts. Only minutes from schools, shopping, restaurants, banks, and a Hospital. Convenient to all of Hampton Roads.

42.4 Acres Benefit Road, South Chesapeake

$525,900

4 Beds ⋅ 3.1 Baths ⋅ 10653474 MLS

First Time Buyer 5.75 rate, low down, NO PMI! - Choose your look! - UPGRADES GALORE! Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Two bedrooms, hall bath, and laundry room complete the third flr. First floor bedroom with ENSUITE bath! Oversized 10'x19' covered porch with Trex decking, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance..ready for easy living! Legacy is waiting for you!

905 Bernard Lane, South Chesapeake

$570,000

4 Beds ⋅ 2.1 Baths ⋅ 10653514 MLS

*Former Model Home*This beautiful 4 bdrm Avon A w/ extended front porch is FULL OF UPGRADES! Throughout this charming, tree-lined neighborhood are an assortment of exceptional amenities, including a resort-style pool, community trails, dog park, pocket parks & plazas w/ outdoor seating, a playground, natural preservation areas & state-of-the-art clubhouse w/ kitchen, conference room, & fitness center. This homes kitchen features upgraded quartz tops & glass subway tile backsplash, & upgraded apps, including gas range & fridge! Crown molding, cased windows & openings, & beautiful HW flooring throughout 1st level. 9 foot ceilings on both levels. Primary suite w/ lighted tray ceiling & WIC, features an ensuite w/ double quartz vanity, tiled floor, soaking tub, & 5' shower. 1st floor flex room! Tankless hot water heater, fireplace, & gas heat! Wrap-around front porch!

5004 Cape May Loop, West Chesapeake

$549,900

4 Beds ⋅ 3 Baths ⋅ 10653411 MLS

Beautifully maintained 4-bedroom, 3-full-bath home offering an open, spacious floor plan with 9-foot ceilings and hardwood flooring. The inviting kitchen features stainless steel appliances, bar seating, and flows seamlessly into the living area. The main level includes the primary suite plus two additional bedrooms. Upstairs, a private fourth bedroom with its own full bath provides wonderful flexibility for guests, a home office, or additional living space. Relax on the covered front porch or back deck. NEW HVAC in 2025! Neighborhood amenities include a clubhouse, pool, two playgrounds, dog park, and four fishing ponds. A brand-new elementary school is being built within the neighborhood and is scheduled to open next school year. VA assumable loan at 5.625%, subject to lender/VA approval and buyer qualification.

3240 Conservancy Drive, South Chesapeake

$575,000

5 Beds ⋅ 3 Baths ⋅ 10653391 MLS

Gorgeous, like-new home built in 2016 offering over 2,400 sq ft of living space. A first-floor bedroom and full bath make this layout great for guests, a home office, or an in-law suite.The gourmet kitchen is made for entertaining, featuring granite countertops, stainless steel appliances, and a gas range. Step outside to a fenced backyard backing to peaceful wooded views; great for morning coffee or quiet evenings.With modern finishes throughout and minimal need for updates, this home is truly move-in ready and packed with value!

1201 Richwood Avenue, South Chesapeake

$544,900

4 Beds ⋅ 3 Baths ⋅ 10653325 MLS

A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 4 bedrooms including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

2213 Wilmington Avenue, West Chesapeake

$639,900

4 Beds ⋅ 2.1 Baths ⋅ 10653324 MLS

Located in the highly coveted Grassfield High School District, this beautifully maintained 2021-built home offers modern style, thoughtful design, and plenty of natural light. The bright, open floor plan features hardwood floors throughout the entire first floor and a desirable downstairs in-law suite and finished back room. The chef’s kitchen is the heart of the home, showcasing quartz countertops, a gas range, and a deep island providing generous seating and additional prep space. The primary bath continues the elevated finishes with quartz countertops, dual shower heads, and beautiful upgraded tile. A first-floor laundry room adds everyday convenience, while the spacious all-seasons screened-in porch creates the space to relax or entertain year-round. With its inviting layout, quality finishes, and abundance of natural light, this home offers the perfect blend of comfort and style. HUGE Inlaw suite as well for people looking.

2065 Shipyard Road, South Chesapeake

Start Your Search

Prev
1
2
3
...
36
of 36
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.