West Chesapeake Homes under $300,000

Welcome to West Chesapeake, Virginia, a hidden gem nestled within the vibrant city of Chesapeake! Known for its picturesque landscapes and welcoming community, West Chesapeake offers a perfect blend of suburban tranquility and urban convenience. With its rich history, diverse culture, and a plethora of outdoor activities, this area is ideal for families, young professionals, and retirees alike.

One of the standout features of West Chesapeake is its affordability, with homes available under $300,000. This makes it an attractive option for first-time homebuyers and those looking to invest in a thriving community without breaking the bank. The real estate market here boasts charming single-family homes, cozy townhouses, and quaint bungalows, each with its unique character and charm. Whether you’re searching for a starter home or a place to settle down, West Chesapeake has something to suit every taste and budget.

Residents of West Chesapeake enjoy easy access to a variety of amenities, including local parks, shopping centers, and dining options that cater to every palate. The area is also known for its excellent schools and family-friendly atmosphere, making it a prime location for raising children. With its close-knit community feel and an abundance of recreational opportunities, including nearby waterways and nature trails, West Chesapeake is the perfect place to call home.

Explore the possibilities of life in West Chesapeake, where affordable housing meets a vibrant lifestyle. Your dream home awaits!

Newest West Chesapeake Homes under $300,000

$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, Chesapeake

$150,000

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, Chesapeake

4332 Hillingdon Bend Unit 206, 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, 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, Chesapeake

$230,000

2 Beds ⋅ 1.1 Baths ⋅ 10653212 MLS

Welcome to this spacious 2-bedroom townhome in sought-after Western Branch with no HOA! The main level features a comfortable living area with a wood-burning fireplace, convenient half bath, and sliding glass doors leading to the back deck. The kitchen offers an eat-in dining area and includes a stainless steel appliances, disposal, and dishwasher. The washer and dryer are conveniently located on the main floor in the utility closet. Upstairs, the primary bedroom features a dual-entry ensuite bathroom with a large vanity and water closet with shower. Enjoy one of the largest fenced backyards in the neighborhood, with plenty of space for outdoor activities and entertaining. Great location with easy access to shopping, dining, major roads, and highly sought-after Western Branch schools.

3527 Radford Circle, Chesapeake

4332 Hillingdon Bend Unit 106, Chesapeake

$246,640

2 Beds ⋅ 2 Baths ⋅ 10653142 MLS

GET READY TO FALL IN LOVE WITH THIS BEAUTIFUL MOVE IN READY CONDO OFFERING THE PERFECT COMBINATION OF STYLE AND BEAUTY. STEP INSIDE AND YOU WILL BE WELCOMED BY A INVITING ATMOSPHERE WITH 10 FOOT CIELINGS. THOUGHTFULLY DESIGNED LIVING SPACE WITH CHARMING DETAILS FROM GRANITE IN THE KITCHEN TO TILE IN THE BATHS AND A MASTER BATH TO ROCK YOUR WORLD. DONT MISS THIS BEAUTIFUL GEM. ALL FURNITURE IS BEING SOLD AS WELL. MAKE AN OFFER.

4332 Hillingdon Bend Unit 106, 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, 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, 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. Public previews are scheduled for Saturday, September 19, and Saturday, October 10, at 11:00 a.m. Buyers should complete all inspections, financing arrangements and due diligence before bidding. Auction documents are available through the listing agent.

2916 Mintwood Drive, Chesapeake

$299,900

3 Beds ⋅ 2 Baths ⋅ 10652386 MLS

3536 Dunedin Drive, Chesapeake

$199,000

2 Beds ⋅ 1.1 Baths ⋅ 10652368 MLS

Welcome to this charming 2-bedroom, 1.5-bath townhome in the desirable Western Branch area of Chesapeake! This home offers a comfortable and functional layout with plenty of opportunity to add your own personal touches. Conveniently located near shopping, dining, schools, entertainment, and major roadways, making commuting throughout Hampton Roads easy. Whether you’re a first-time buyer, downsizing, or looking for an investment opportunity, this townhome is worth a look. Property is being sold AS-IS. Home inspection is welcome for informational purposes only. Fireplace and all appliances convey AS-IS. Seller will make no repairs.

3437 Bruin Drive, Chesapeake

$292,000

3 Beds ⋅ 3 Baths ⋅ 10651528 MLS

This like-new beauty is a rare find, featuring THREE en-suite bedrooms (one on the first floor, and two on the second floor) each with their own bathrooms and walk-in closets. There is an additional bonus/flex room upstairs as well- perfect for an office, media room, workout space, or just extra storage space. Downstairs boasts an open kitchen with a breakfast bar, recessed & pendant lighting and stainless steel appliances. The sliding doors lead to a fully fenced backyard with a patio and storage shed. With no water bill, lawns to mow, or exterior building maintenance, this is truly maintenance-free living. Just come home and relax, or sit by the pool. This home is located on a dead-end street, and convenient to interstates, library, Western Branch Park, shopping, restaurants, and more. Welcome home! Back on market due to no fault of the seller.

2454 Whitman Street, 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.