Explore Chesapeake, VA Homes for Sale Between $400,000 to $450,000

Homes for Sale in Chesapeake, VA Between $400,000 to $450,000

Welcome to your dedicated resource for Homes for Sale Between $400,000 to $450,000 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 $400,000 to $450,000 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 $400,000 to $450,000

1108 Cumberland Court, South Chesapeake
$600,000
4 Beds ⋅ 3 Baths ⋅ 10657974 MLS
Welcome to 1108 Cumberland Ct, a beautifully staged Chesapeake home with a pool and a fenced backyard made for entertaining. Inside, enjoy bamboo flooring and premium crown molding throughout the main level. The kitchen features granite counters, tiled backsplash, a pocket door, a gas range (2022), a 2024 dishwasher, and whole-house plus reverse-osmosis water filtration. A full downstairs bath with a walk-in shower adds convenience, and the wood-burning fireplace is perfect for cool evenings. Major updates include roof and skylights (2015), gas furnace and A/C (2017), front windows (2020), and an encapsulated crawl space with new vapor barrier (2022). Walk-in attic, garage shelving, and comfort-height toilets. Open house Saturday, 10/17. Schedule your showing today!

1108 Cumberland Court, South Chesapeake
821 Redleafe Circle, South Chesapeake
$980,000
6 Beds ⋅ 4 Baths ⋅ 10657839 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
2004 Acentala Quay, West Chesapeake
$575,000
5 Beds ⋅ 3.1 Baths ⋅ 10657811 MLS
Soaring cathedral ceilings, an updated kitchen, and a first-floor suite that feels almost like its own wing give this Waterstone home plenty to remember. The main living area feels open and connected, with a gas fireplace creating a natural focal point and cathedral ceilings adding volume overhead. The kitchen has been refreshed with painted white cabinetry, dark gray quartz countertops, a tile backsplash, black finishes, and newer appliances for a clean, current look. One of the home’s biggest standouts is the expansive first-floor suite, complete with private exterior access, a large closet, and its own sitting area. The scale and separation make it feel more like a private retreat than just another room. LVP flooring, newer carpet, and updated windows continue throughout the home. Above the two-car garage, another spacious living area with cathedral ceilings and LVP flooring adds even more flexibility for an office, media room, playroom, or additional living space. A partially encapsulated crawlspace with a high-quality dehumidifier is another meaningful improvement already in place. Outside, the back porch overlooks a large fenced yard with plenty of usable green space, while the two-car garage and generous driveway add everyday function. Waterstone offers a community pond for kayaking, canoeing, paddle boarding, and fishing, along with neighborhood trail access connecting directly to Western Branch Park and Western Branch Community Center. With substantial living space, thoughtful updates, and two areas that give you real flexibility beyond the main living spaces, this home has more depth than the photos first let on.

2004 Acentala Quay, West Chesapeake
810 Hedgerow Court, South Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10657871 MLS
Well maintained all brick home with 2-car side loading garage, long driveway, 1/3 acre beautifully landscaped lot, situated on a cul-de-sac in Great Bridge. Open floor plan features huge kitchen with quartz countertops and overlooks fam room. FR has wood burning FP which is also plumbed for gas. In addition to the 5 bedrooms on 2nd floor, there is a 6th bedroom/office with adjacent full bathroom on 1st floor. Recent updates include 2nd floor 3 ton HVAC (Sept 2026), new carpets (Sept 2026), windows, roof, water heater, garage door, leaf filter gutters, more. Award winning Cheshire Forest community amenities include clubhouse, pool, tennis/pickle ball courts, parks and playgrounds. Screened porch with concrete floor overlooks the beautiful backyard. Seller to provide clear Termite/Moisture letters and 1 year home warranty.

810 Hedgerow Court, South Chesapeake
938 Olmstead Street, South Chesapeake
$630,000
5 Beds ⋅ 3.1 Baths ⋅ 10657755 MLS
Gorgeous & 4-years-young in community-friendly Culpepper Landing with scenic outdoor areas, clubhouse & pool! Huge open & bright floor plan enhanced by classic neutral décor. Enjoy flexible living spaces great for home office, study, dining room or homeschool station. Dreamy kitchen with an abundance of cabinetry, counter space & massive breakfast bar great for gathering & entertaining. Inviting family room sits at the heart of the home & opens to covered porch overlooking fenced backyard. Extra highlights include a convenient mudroom, organization area & finished room over the garage with full bath offering endless possibilities for a guest suite, media room or private retreat. With 5 bedrooms & 3.5 bathrooms, there's plenty of room for everyone to spread out. Elegant primary suite features exercise area, walk-in closet, dual-sink vanity & oversized shower with double shower heads. This is the Total Package & Across the street from brand NEW elementary school opening 2027-2028.

938 Olmstead Street, South Chesapeake
806 Crosswood Court, South Chesapeake
$650,000
4 Beds ⋅ 2.1 Baths ⋅ 10657605 MLS
Welcome home to sought after Etheridge Lakes! Nestled at the end of a cul-de-sac, this move in ready home in the Hickory school district has it all! Newer LVP flooring on first floor, granite counters, SS appliances, breakfast area, formal living and dining and sunroom overlooking the large backyard. The primary bedroom has an additional flex room - perfect as an office, nursery, exercise or sitting room. Primary bath recently updated, driveway extended, 30-amp electric added for RV, all surrounded by a white picket fence! See this one first!

806 Crosswood Court, South Chesapeake
1324 Cambridge Way, South Chesapeake
$615,000
3 Beds ⋅ 2.1 Baths ⋅ 10657862 MLS
Welcome to this truly custom-built home in the highly desirable Hunningdon Woods neighborhood nestled in the heart of Greenbrier! Situated on a beautiful corner lot, this charming home offers a wonderful blend of comfort, character, and thoughtful design. The inviting living area flows into a lovely eat-in kitchen, creating the perfect setting for everyday living and entertaining. The spacious first-floor primary suite offers comfort and convenience, while the generously sized other bedrooms provide plenty of room for family or guests. Enjoy relaxing on the screened porch overlooking a beautifully landscaped yard filled with absolutely stunning array of blooming perennials that provide color and beauty throughout the seasons. Complete with a side-load garage, this special home offers timeless appeal. A wonderful opportunity to make this exceptional property your own.

1324 Cambridge Way, South Chesapeake
2711 Lake Drummond Cswy, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10657073 MLS
** INCREDIBLE OPPORTUNITY ** An exceptional combination of space, privacy and versatility awaits on nearly 4 acres with this beautifully refreshed 4-bedroom, 2.5-bath home! Has the following FEATURES: Freshly Painted throughout, Large Family Room with a Wood Burning Fireplace, New LVP Flooring, Great Kitchen with a Full Stainless Steel Appliance Package, wrap around bar and Eat-In Breakfast Area, Formal Dining Room and MORE!! Additional HIGHLIGHTS: 4 comfortable Bedrooms along with a LARGE FROG (Finished Room Over Garage) that offers exceptional versatility as possible media or recreation room, home office, playroom, hobby space, guest area or whatever best suits your needs, 2 Car Attached Garage, generous rear deck provides an ideal setting for morning coffee, afternoon relaxation or memorable gatherings with family and friends. Step outside and discover the true appeal of this expansive nearly 4-acre property. There's plenty of room to enjoy the peaceful surroundings, entertain outdoors, garden, play, accommodate pets or simply relax and enjoy the privacy and freedom that come with owning a larger homesite. With its beautiful setting, spacious living areas and nearly 4 acres of land, this is a rare and truly special opportunity that offers the space, flexibility and lifestyle you've been looking for!

2711 Lake Drummond Cswy, South Chesapeake
628 Gladesdale Drive, South Chesapeake
$499,900
4 Beds ⋅ 2 Baths ⋅ 10657378 MLS
Well maintained all brick ranch on a large .34 acre corner lot in the Hickory School District . Enter the large greatroom through foyer which opens to formal dining room. Greatroom features chairrail, wainscoating, exposed beams, built in bookcase and masonry wood burning fireplace.Kitchen has been updated with new cabinet faces, countertops and laminate floors; all appliances convey. Primary bath updated with new vanity, toilet and has tile floor. Hall bath updated with new toilet. Laundry closet convenietly off eat-in area in kitchen. Large frog has plenty of head space and large closet; partially floored walk in attic. HVAC, hot water heater newer, encapsulated crawl with dehumidifier. Large deck off greatroom. No neighborhood fees.

628 Gladesdale Drive, South Chesapeake
616 Rutherford Drive, South Chesapeake
$549,900
3 Beds ⋅ 1.1 Baths ⋅ 10657745 MLS
Well-maintained, move-in-ready brick ranch in an established neighborhood with wide sidewalks! Features attractive LVP flooring throughout, three bedrooms, and a primary suite with a walk-in closet. Enjoy the gas log fireplace and additional storage with floored attic space. The converted attached garage is currently equipped as a beauty salon with styling station, shampoo sink, built-in cabinetry, and laundry area. A bright 20' x 20' sunroom with three walls of casement windows overlooks the backyard. Outdoor amenities include a 20' x 20' composite deck, fenced yard, and a 20' x 40' in-ground pool with cover. The detached three-bay garage includes power, workbenches, and pull-down access to a large, floored attic. A rare combination of comfort, functionality, and exceptional indoor and outdoor living space.

616 Rutherford Drive, South Chesapeake
443 Supplejack Court, South Chesapeake
$484,000
4 Beds ⋅ 2 Baths ⋅ 10657404 MLS
Welcome to sought-after Riverwalk! This beautifully maintained 4-bedroom, 2-bath ranch sits on a desirable corner lot with great curb appeal. The freshly painted interior offers an inviting floor plan, vaulted ceilings, updated lighting, luxury vinyl plank flooring, and thoughtful custom touches, including enhanced closet space and added shelving. The kitchen features quartz countertops, stainless steel appliances, and two pantries. A versatile 4th bedroom/FROG above the 2-car garage offers flexible space for guests, an office, or hobbies. Enjoy the beautifully landscaped backyard with a deck and paver patio, perfect for outdoor entertaining. Riverwalk amenities include a clubhouse, pool, dock, boat ramp, playground, trails, tennis and pickleball courts, plus seasonal concerts and food trucks. Discover the charm, convenience, and lifestyle that make Riverwalk a wonderful place to call home!

443 Supplejack Court, South Chesapeake
1268 Kidbrooke Street, South Chesapeake
$885,990
6 Beds ⋅ 5 Baths ⋅ 10657735 MLS
QUICK MOVE-IN! Welcome to the Summit floor plan, a spacious and thoughtfully designed home offering exceptional living space across three finished levels. The main level features a private first-floor bedroom with full bath, plus a versatile office or formal dining room. At the heart of the home, the upgraded kitchen showcases an oversized island, premium quartz countertops, soft-close cabinetry, walk-in pantry, and stainless-steel appliances, including a wall oven with built-in microwave and gas cooktop. The kitchen flows seamlessly into the inviting great room, complete with a gas fireplace. Upstairs, retreat to the luxurious owner’s suite featuring a huge walk-in closet, dual vanities, relaxing soaking tub, and separate shower. Three additional spacious bedrooms, two full baths, a convenient laundry room, and an open loft provide plenty of flexible space. The finished basement adds even more possibilities with a recreation room, media room, and additional bedroom suite. Enjoy a welcoming community complete with walking trails and a fire pit. Incredible incentives with use of preferred lender! Photos and renderings are from the builder’s library; actual finishes and features may vary.

1268 Kidbrooke Street, 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.

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