Explore Chesapeake, VA Homes for Sale Between $350,000 to $400,000

Homes for Sale in Chesapeake, VA Between $350,000 to $400,000

Welcome to your dedicated resource for Homes for Sale Between $350,000 to $400,000 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 $350,000 to $400,000 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 $350,000 to $400,000

$545,900
3 Beds ⋅ 3.1 Baths ⋅ 10637715 MLS
First Time Buyer 5.75 rate, low down, NO PMI! End Unit Fall delivery! Modern Design UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom with ensuite bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

908 Jennings Ln, South Chesapeake
$743,425
4 Beds ⋅ 3.1 Baths ⋅ 10637705 MLS
Beautiful lot backing to mature tree line. Experience the perfect blend of comfort and functionality in this versatile ranch home. The heart of the residence features an expansive open-concept living area, overlooking the kitchen with oversized island. Retreat to the spacious owner’s suite, a private sanctuary complete with a generous walk-in closet & a spa-like ensuite featuring a soaking tub & separate walk-in shower. Two additional bedrooms offer flexibility for guests or a home office. A large finished room over garage adds a 4th bedroom & full bath, included in list price, plus attic storage. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before first visit or first communication w/ listing agent & Agent must accompany Buyer on 1st visit, see Listing agent for details. Photos & Video are of previously built homes, finishes vary.

2052 Charwood Drive, South Chesapeake
$1,500,000
10637558 MLS
"BUSINESS ONLY FOR SALE" Please do not disturb customers and employees. Great location. Positive cashflow. PRICE INCLUDES INVENTORY. TURN KEY OPERATION.

3116 Western Branch Boulevard, West Chesapeake
$415,000
4 Beds ⋅ 2.1 Baths ⋅ 10637465 MLS
NEWER HVAC, UPDATED KITCHEN, NEW PLUMBING, EV CHARGING STATION! And the YARD!! Welcome Home to 909 Portland Street in Chesapeake! This spacious and beautifully maintained brick ranch offers a blend of comfort, updates, and location. Featuring 4 bedrooms and 2.5 bathrooms, this home boasts large bedrooms and a functional layout designed for everyday living. Recent improvements include new hardwood flooring, new carpet, a new HVAC system, fresh paint throughout, and all new plumbing, making this home truly move-in ready. The attached garage and two separate driveways provide plenty of parking and convenience. Step outside to enjoy a large, shaded backyard, imagined for relaxing, entertaining, or enjoying quiet evenings outdoors. Located in a quiet neighborhood near the naval base, this home offers both tranquility and accessibility. With its thoughtful updates, spacious design, and beautiful outdoor space, 909 Portland Street is truly a must-see.

909 Portland Street, Central Chesapeake
$545,900
4 Beds ⋅ 2.1 Baths ⋅ 10637350 MLS
The beautiful 4 bdrm Buxton model features a downstairs primary bedroom! Throughout this charming, tree-lined neighborhood are an assortment of exceptional amenities including a resort-style pool, community trails, pocket parks & plazas w/ outdoor seating, a playground, natural preservation areas & state-of-the-art clubhouse w/ kitchen, conference room, & fitness center. This homes gourmet kitchen features an upgraded appliance package, including gas range, upgraded granite countertop, & glass subway tile backsplash. 9 foot ceilings on both 1st & 2nd levels & durable LVP flooring in select areas of 1st level. The primary bdrm, w/ lighted tray ceiling, has an en-suite that includes double vanity w/ granite tops, a soaking tub, & 5' glass-enclosed shower. Gas heat & tankless hot water heater.

5025 Duxbury Road, West Chesapeake
$449,900
4 Beds ⋅ 2 Baths ⋅ 10637343 MLS
Welcome home to this beautifully maintained 4-bedroom property in the heart of Great Bridge! Pride of ownership is evident throughout, with numerous updates and upgrades completed over the years. The spacious primary suite features a private full bath, while the inviting living room offers a cozy fireplace framed by custom built-in cabinets, creating the perfect gathering space. The versatile room over the garage serves as a fourth bedroom, home office, media room, or additional living area to fit your needs. Step outside to a large deck overlooking an expansive .37-acre fenced backyard with privacy fencing—ideal for entertaining, pets, gardening, or relaxing outdoors. Conveniently located in the Hickory School District and near shopping, dining, entertainment, parks, and commuter routes, this move-in-ready Great Bridge home combines comfort, space, and location. Don't miss this exceptional opportunity!

540 Aylesbury Drive, South Chesapeake
$618,000
4 Beds ⋅ 3 Baths ⋅ 10637261 MLS
Welcome to 336 Spice Bush in Chesapeake, VA! This stately two-story brick home offers classic curb appeal, a two-car garage, beautiful landscaping, and a spacious yard in a desirable location near Greenbrier. Inside, you’ll find bright living spaces with hardwood flooring, detailed trim, and comfortable flow for everyday living and entertaining. The family room features a cozy brick fireplace and opens to the screened porch, creating a relaxing indoor-outdoor retreat. The updated kitchen is a standout with white cabinetry, granite countertops, stainless steel appliances, subway tile backsplash, recessed lighting, and an island with prep space. A formal dining room and flexible living/office area provide room for gatherings, work, or hobbies. Upstairs, spacious bedrooms include a primary suite with updated bath featuring a soaking tub, separate shower, and stylish vanity. Enjoy the screened porch overlooking the large backyard, great for relaxing, play, pets, gardening, or entertaining.

336 Spice Bush Court, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10637204 MLS
Welcome to this beautifully maintained open-concept home in the heart of Greenbrier! This move-in-ready home offers a spacious layout with separate living and dining rooms, plus a warm family room that opens to the updated kitchen—perfect for everyday living and entertaining. Recent 2025 updates include a new HVAC system, granite countertops throughout, LED recessed lighting, upgraded ceiling fans, updated bathroom fixtures, and a stylish subway tile backsplash. The washer and dryer were replaced in 2021. Enjoy a private backyard oasis and the convenience of low-maintenance living with a Master Association Policy. The Master Association Policy covers roof and fencing repairs/replacement, lawn maintenance, exterior painting, power washing, and more. Don't miss out this gem is priced to sell !!!

808 Monroe Court, South Chesapeake
$1,274,900
4 Beds ⋅ 4 Baths ⋅ 10637217 MLS
MOTIVATED SELLER!!! Welcome to 709 Forest Mills Road, a stunning private estate nestled on approximately three acres in Chesapeake's highly sought-after Hickory community. This exceptional custom-built residence offers over 5,300 square feet of thoughtfully designed living space, blending timeless elegance with everyday comfort. Featuring four spacious bedrooms and four full bathrooms, the home boasts generous living and entertaining areas, soaring ceilings, abundant natural light, and quality craftsmanship throughout. The expansive floor plan provides flexibility for both formal gatherings and relaxed family living. Outside, the beautifully maintained acreage offers a rare combination of privacy and open space, creating the perfect setting for outdoor entertaining, recreation, gardening, or simply enjoying peaceful country living. Mature landscaping and a picturesque setting enhance the property's impressive curb appeal. Located within the award-winning Hickory school district and just minutes from shopping, dining, and major commuter routes, this remarkable property delivers the ideal balance of luxury, convenience, and tranquility. Experience the space, privacy, and lifestyle that make 709 Forest Mills Road a truly exceptional place to call home.

709 Forest Mills Road, South Chesapeake
$589,900
4 Beds ⋅ 2.1 Baths ⋅ 10637132 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
$754,900
5 Beds ⋅ 3 Baths ⋅ 10637123 MLS
Welcome to 404 Vespasian Circle, a stunning all-brick home located in the highly sought-after Hickory School District in Chesapeake, VA. Offering over 3,400 square feet of living space, this spacious 5-bedroom, 3-bath home combines comfort, functionality, and timeless appeal in one of Chesapeake's most desirable neighborhoods. Step inside to discover beautiful hardwood floors, abundant natural light, soaring ceilings, and an inviting floor plan designed for both everyday living and entertaining. The spacious living room with fireplace flows seamlessly into the kitchen and dining areas, creating the perfect gathering space for family and friends. The kitchen offers ample cabinet and counter space, making meal preparation and entertaining effortless. One of the home's most desirable features is the first-floor bedroom and full bath, ideal for guests, multigenerational living, a home office, or flexible living arrangements. Upstairs, the expansive primary suite provides a private retreat with generous closet space and a spacious en-suite bath. Additional bedrooms offer plenty of room for family, guests, remote work, or hobbies. Situated on a large .35-acre lot, this property provides space to relax, entertain, garden, or simply enjoy outdoor living. The attached garage adds convenience and additional storage. Conveniently located near shopping, dining, parks, golf courses, major commuter routes, and military installations throughout Hampton Roads, this home is perfect for those seeking both tranquility and accessibility. Whether you're searching for a Chesapeake VA home for sale, relocating to the area, or looking for a property within the coveted Hickory schools, this home checks all the boxes. Rare opportunity to own a spacious, move-in-ready home in one of Chesapeake's premier communities. Schedule your private tour today and experience everything 404 Vespasian Circle has to offer.

404 Vespasian Circle, South Chesapeake
$629,000
5 Beds ⋅ 3 Baths ⋅ 10637068 MLS
Welcome home to this beautiful spacious 5-bed, 3-bath home. Enjoy formal dining off an open-concept chef's kitchen/living area. In the family room, you will enjoy surround sound and recessed HDMI ports for those IT enthusiasts. Upstairs you will find a large laundry room and 4 bedrooms. Fall in love with the upstairs Primary suite; two walk-in closets, dual sinks, freestanding tub, and a frameless glass walk-in tiled shower. You will not be disappointed when you enter the backyard finding it fully fenced, complete with a pergola over the back patio and an extended concrete walkway. You can call this HOME. Call and schedule a showing today. Sellers are preparing to move, so they may be packing.

219 Dunway Lane, 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.