West Chesapeake Homes under $300,000

Welcome to West Chesapeake, Virginia—a hidden gem nestled in the heart of Chesapeake County. This vibrant city is known for its beautiful landscapes, friendly neighborhoods, and a rich tapestry of culture and community. With its convenient access to major highways and proximity to the bustling cities of Norfolk and Virginia Beach, West Chesapeake offers the perfect blend of suburban tranquility and urban excitement.

One of the most appealing aspects of West Chesapeake is its diverse real estate market, particularly for those seeking affordable housing options. Here, you can find charming homes under $300,000 that cater to a variety of lifestyles. Whether you're a first-time homebuyer, a growing family, or looking to downsize, West Chesapeake has something for everyone.

Imagine coming home to a cozy abode featuring spacious backyards, modern amenities, and the warmth of a close-knit community. Many of these homes boast unique character and are situated in neighborhoods that encourage outdoor activities, family gatherings, and friendly interactions with neighbors. Plus, with excellent schools, parks, and recreational facilities nearby, it’s easy to see why families are drawn to this area.

West Chesapeake is not just about affordable living; it’s about embracing a lifestyle filled with opportunities. From local dining hotspots to community events, there’s always something happening. So why wait? Discover your dream home in West Chesapeake today and experience the charm and convenience this delightful city has to offer!

Newest West Chesapeake Homes under $300,000

3616 Clover Meadows Drive, West Chesapeake

$155,000

2 Beds ⋅ 1 Baths ⋅ 10657048 MLS

Welcome home to this quiet end-unit condo in the heart of Western Branch! This property includes beautiful luxury vinyl plank flooring, a newer washer and drier, and a fully equipped kitchen with gorgeous cabinets and granite countertops. Condo fees cover trash, ground maintenance, landscaping, exterior siding and more! Easily accessible to all military bases & move-in ready! Don't miss this one, schedule your showing today and make this home yours!

3616 Clover Meadows Drive, West Chesapeake

$185,000

2 Beds ⋅ 1.1 Baths ⋅ 10656762 MLS

Calling all investors, renovators, and DIYers! Opportunity awaits at 3212 Clover Road East in Chesapeake! This 2-bedroom, 1 full bath, 1 half bath property offers plenty of potential for an investor, renovator, or buyer ready to make it their own. The home features a functional floor plan, an eat-in kitchen with ample cabinetry and countertop space, and two bedrooms upstairs. Conveniently located in the Western Branch area of Chesapeake with access to nearby shopping, dining, and major roadways. Property is being sold strictly AS-IS. Seller will make no repairs. Bring your vision and explore the possibilities this property has to offer.

3212 Clover Road E, West Chesapeake

$249,000

2 Beds ⋅ 1.1 Baths ⋅ 10656791 MLS

4402 Dartmoor Court, West Chesapeake

$199,900

3 Beds ⋅ 1 Baths ⋅ 10655489 MLS

Rare package deal opportunity in highly sought-after Western Branch! This move-in ready 3-bedroom ranch sits on a quiet street. The home has new paint, new floors, new A/C & heat systems, new wrap around porch, newer appliances and windows. The large rear yard and side lot provide an abundance of space for storing an RV, boat, or multiple extra cars. Nestled in a quiet neighborhood just minutes from local shopping, parks, schools, and military bases. No HOA. Additional lot next door can be purchased as well at 4999 Clifton St.

5001 Clifton Street, West Chesapeake

$145,000

2 Beds ⋅ 2 Baths ⋅ 10655093 MLS

Get the movers ready! 2-bedroom, 2-bath condo in a highly desired location with easy access to I-664 for a quick commute. Conveniently located near shopping, grocery stores, restaurants, and everyday amenities. Fresh paint and new carpet throughout create a bright, welcoming atmosphere. The spacious living area features a cozy wood-burning fireplace, perfect for relaxing evenings at home. Exceptionally clean!! Enjoy affordable low-maintenance living in a location that puts everything within reach. A wonderful opportunity for first-time buyers, downsizers, or anyone seeking comfort, convenience, and value.

3418 Clover Road, West Chesapeake

4332 Hillingdon Bend Unit 206, West Chesapeake

$227,000

2 Beds ⋅ 2 Baths ⋅ 10653350 MLS

Welcome home! This beautiful residence features an open floor plan and soaring nine-foot ceilings. The layout includes two bedrooms and two full bathrooms, highlighted by a primary suite with dual closets. The kitchen is equipped with stainless steel appliances and ample cabinetry, flowing seamlessly into the main living and dining areas. Additional interior features include central air conditioning, forced air heating, and dedicated washer and dryer hookups. As part of a common-interest community, this property offers one assigned parking space and access to shared amenities, including a swimming pool, grounds maintenance, and trash removal. Conveniently located near major highways, military bases, local shipyards, and the retail options surrounding Chesapeake Square, this home is perfectly positioned. Call today to schedule your private showing!

4332 Hillingdon Bend Unit 206, West Chesapeake

$280,693

3 Beds ⋅ 1.1 Baths ⋅ 10654356 MLS

Solid rancher on a crawl space. Three bedrooms and one and a half baths. Newly installed vinyl plank flooring. Spacious living room. Eat in kitchen with solid wood cabinets and utility closet. Brick exterior with vinyl siding accents. Double paned windows. Fenced backyard. Driveway parking. Shed.

3228 Bangor Drive, West Chesapeake

$259,000

2 Beds ⋅ 2.1 Baths ⋅ 10653755 MLS

Short sale subject to lender approval. This home offers a functional first-floor layout with a spacious living room, dining area, kitchen, half bath, and a 12x14 bonus room that can serve as an office, playroom, game room, or potential third bedroom. The kitchen features Corian countertops, Frigidaire appliances, and a large walk-in pantry with ample shelving. Upstairs are two generously sized primary suites, a separate laundry room, and a flexible landing area. Fenced rear patio with storage shed. Enjoy peaceful pond views and neighborhood walking paths just beyond the backyard. Sale is subject to third-party/lender approval.

2453 Leytonstone Drive, West Chesapeake

$245,000

2 Beds ⋅ 2 Baths ⋅ 10653328 MLS

Waterfront brick ranch a tidal canal that leads to the Elizabeth River. The kitchen opens to a spacious family room, with two large bedrooms and two full bathrooms. Oversized attached garage with carport, plus a detached single- ar garage. Flood insurance is not required. Property needs repairs and is being sold strictly AS-IS. Great opportunity for an investor or buyer looking to renovate and make it their own

2112 Christopher Drive, West Chesapeake

$223,500

2 Beds ⋅ 1.1 Baths ⋅ 10652647 MLS

Cozy two-bedroom townhome end unit located in the heart of the sought-after Western Branch community. Featuring a bright living area, airy eat-in kitchen, two spacious bedrooms with jack & jill bathroom, inviting fireplace and ample fenced backyard. Close to I-664, shopping, Western Branch schools and all the conveniences Chesapeake's 23321 corridor has to offer. Affordable, low maintenance living in a fantastic location. New roof 2024.

3435 Bruin Drive, West Chesapeake

$275,000

3 Beds ⋅ 2 Baths ⋅ 10652244 MLS

REAL ESTATE AUCTION – PRICE SHOWN IS THE ADVERTISED STARTING BID, NOT THE SELLER’S RESERVE OR GUARANTEED SALE PRICE. This single-story brick ranch offers approximately 1,564 square feet with 3 bedrooms, 2 full bathrooms, an attached garage and a 0.332-acre lot. Live on-site auction Saturday, October 24, 2026, at 11:00 a.m. Reserve auction subject to seller confirmation. A 10% buyer’s premium will be added to the accepted high bid to determine the contract purchase price. Successful bidder must provide the required $10,000 deposit and close within 30 to 45 days. Property is offered as-is, where-is, with all faults and without financing, appraisal, inspection or other contingencies. Pre-auction traditional real estate offers may be considered until 48 hours before the live auction. Sealed absentee bidding is available under the published auction terms. Bidders must be registered by Thursday October 23, 2026 5pm. Buyers should complete all inspections, financing arrangements and due diligence before bidding. Auction documents are available through the listing agent.

2916 Mintwood Drive, West Chesapeake

$299,900

3 Beds ⋅ 2 Baths ⋅ 10652386 MLS

3536 Dunedin Drive, West 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.