West Chesapeake Homes under $750,000

Welcome to West Chesapeake, Virginia – a hidden gem nestled in the heart of Chesapeake County. Known for its picturesque landscapes and vibrant community spirit, West Chesapeake offers a perfect blend of suburban charm and urban convenience. With its lush parks, scenic waterways, and friendly neighborhoods, it’s no wonder that families and professionals alike are drawn to this inviting area.

West Chesapeake boasts a diverse range of homes, making it an ideal location for those seeking affordability without compromising on quality. In this thriving community, you can find a variety of charming properties priced under $750,000. Whether you’re looking for a cozy single-family home, a modern townhouse, or a spacious property with a backyard oasis, West Chesapeake has something to meet every lifestyle and budget.

Residents enjoy easy access to local amenities, including top-rated schools, shopping centers, and recreational facilities. The city is also known for its rich history and cultural attractions, with numerous festivals and events that bring the community together throughout the year. Outdoor enthusiasts will appreciate the nearby parks and nature trails, perfect for weekend adventures or leisurely strolls.

With its welcoming atmosphere and affordable housing options, West Chesapeake is more than just a place to live; it’s a community where you can truly thrive. Discover your dream home today and experience all that this charming Virginia city has to offer!

Newest West Chesapeake Homes under $750,000

$370,000

3 Beds ⋅ 2 Baths ⋅ 10656177 MLS

Welcome home to this beautifully updated and well kept 3 bedroom, 2 bath home tucked away on a quiet dead end street in a welcoming, close knit community. Step inside to find an updated, spacious kitchen with plenty of room for cooking, entertaining, and everyday living. The primary suite offers a private retreat featuring a large en suite bathroom with a double vanity sink, Jacuzzi tub, separate shower, and walk in closet. Outside, enjoy a fully fenced backyard with plenty of space to relax, entertain, or play. A two car garage provides additional parking and storage. With modern updates throughout, generous living spaces, and a peaceful neighborhood setting, this home is truly move-in ready and waiting for its next owner.

5008 James Street, Chesapeake

$575,000

4 Beds ⋅ 3 Baths ⋅ 10656145 MLS

WESTERN BRANCH HOME WITH A DETACHED 2-CAR GARAGE, SPACIOUS FENCED YARD, AND FLEXIBLE LIVING SPACE! Welcome to 2044 Columbo Avenue, set on a generous .34-acre lot in Chesapeake’s Western Branch area. This well-maintained home is an excellent fit for buyers who need room for vehicles, tools, hobbies, storage, a home business setup, or recreational equipment. In addition to the attached 1-car garage, the property offers an oversized detached 2-car garage with a finished second floor. Built approximately 2009, it includes insulation, drywall, electrical, and a Wi-Fi-controlled mini-split HVAC system—ideal for a workshop, office, studio, recreation room, hobby space, or conditioned storage. Inside, the kitchen features granite countertops, black stainless appliances, a breakfast bar, and an open connection to the great room for easy everyday living and entertaining. A formal dining room, first-floor flex room, full bath, and enlarged laundry room add valuable versatility. Upstairs, the spacious FROG serves as the fourth bedroom with a full bath nearby, while the primary suite includes a refreshed bath. Recent improvements include a Trane dual-zone Wi-Fi HVAC system approximately four months old, vinyl siding, metal exterior wrap, newer front and sliding rear doors, screened porch, LVP/laminate flooring, rear windows, and gutters. Natural gas serves the heat and hot water. Enjoy the large fenced backyard with a deck, screened porch/patio, and hot tub—plenty of room to relax, entertain, play, garden, or let pets roam. Seller is replacing carpet before closing.Convenient to I-664, military installations, tunnels, shopping, dining, and destinations throughout Hampton Roads.

2044 Columbo Avenue, Chesapeake

$310,000

3 Beds ⋅ 1 Baths ⋅ 10655713 MLS

Welcome home to this cute little ranch that perfectly blends comfort, charm, and convenience! This move-in-ready home offers easy one-level living with a welcoming layout and a warm, inviting feel throughout. Whether you're a first-time buyer, downsizing, or simply looking for a home that's easy to love and easy to maintain, this one is worth a look.Enjoy the convenience of being just minutes from major highways, making commuting and getting around Hampton Roads a breeze. When it's time to slow down and enjoy the outdoors, you'll appreciate having a beautiful nearby park and walking areas close to home. It's the perfect setting for an evening stroll, morning walk, or simply enjoying some fresh air.

4316 Taylor Road, Chesapeake

$611,214

4 Beds ⋅ 2.1 Baths ⋅ 10655732 MLS

The Persimmon is a stunning two story floor plan featuring a first floor bedroom and optional full bath, great for guests or multi-generational living. A welcoming foyer opens into an open-concept design showcasing a well-appointed kitchen with eat-in are and a large center island for gatherings and everyday living. The kitchen flows seamlessly into the family room creating an inviting space for connection & comfort just steps away from your patio expanding your outdoor living & entertaining space. Upstairs you will find a spacious loft providing a setting for family entertaining or relaxation. This level also features a luxurious owner's suite with spa-like bath with dual sinks. A conveniently located laundry room and two additional bedrooms offer comfort and functionality for the entire household. Call to schedule your personal your.

1885 Paw Paw Place, Chesapeake

$489,000

4 Beds ⋅ 2.1 Baths ⋅ 10655779 MLS

This beautifully maintained home that offers the look and feel of new construction. . . without the wait! Thoughtfully upgraded with custom finishes throughout, this home perfectly blends modern style with everyday comfort. Step inside to discover an open, light-filled floor plan featuring a stunning custom accent wall that adds warmth and character to the main living space. The spacious kitchen flows seamlessly into the dining and living areas for entertaining or spending time with family. Retreat to the generously sized bedrooms, each offering plenty of space for relaxation, a home office, or growing families. The primary suite provides a peaceful escape with exceptional closet space and a well-appointed ensuite bath. Conveniently located near shopping, dining, schools, and major highways. Schedule your private showing today!

539 Schaefer Avenue, 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, Chesapeake

$564,900

4 Beds ⋅ 3 Baths ⋅ 10655464 MLS

Missed your chance at The Dogwood? Here's your second one. This popular floor plan is no longer offered new in Jolliff Landing, and this move-in-ready home is available now. Enjoy 4 bedrooms, 3 full baths, and two primary suites: a main-level primary bedroom and an upstairs FROG suite with its own full bath. The open-concept layout flows from kitchen to dining to living. Skip the construction wait and the builder upcharges. Everything is done. Just unpack. Clubhouse, pool, playgrounds, sports field, and sidewalks are all part of the community. You can't build this one here anymore, so don't wait on it. Book your showing today.

5103 Annapolis Drive, Chesapeake

$550,000

3 Beds ⋅ 2.1 Baths ⋅ 10655418 MLS

Welcome to this charming 2-story Colonial nestled in the heart of Western Branch! This 3 bedroom, 2.5 bath home offers comfortable living with a finished room over the garage that provides versatile space for an office, hobby room, or additional living area. The temperature-controlled all-season sunroom is a wonderful spot to relax and enjoy the changing seasons. Over the past 10 years, the owners have made numerous updates throughout the home, including improvements to the kitchen, bathrooms and more. Outside, enjoy the convenience of an in-ground sprinkler system and a full -yard electric fence. Ideally located near interstate access, shopping, dining, and everyday conveniences, this home offers both comfort and functionality in Western Branch location.

3240 Morningside Drive, Chesapeake

$425,000

3 Beds ⋅ 2 Baths ⋅ 10655209 MLS

Welcome home to this single-story masterpiece offering high-end designer finishes & modern elegance from top to bottom. Step inside to the seamless open flow accented by recessed lighting, modern light fixtures, stylish ceiling fans, & durable Luxury Vinyl Plank (LVP) flooring throughout the main living spaces. The chef-inspired kitchen features pristine quartz countertops, a custom tile backsplash, brand-new stainless steel appliances, & soft-close shaker cabinetry. Both bathrooms feature artistic custom tile work surrounding the tub & shower, elevated by high-end fixtures & vanity details. All 3 bedrooms feature fresh plush carpet for maximum comfort. Outdoors, enjoy an expansive, private backyard complete w/ a custom deck for entertaining, an extended driveway, & additional concrete pad—great for extra vehicle parking or outdoor storage setup. Located in a top-tier school district & just minutes from premier shopping, dining, & retail options. Nothing left to do but move right in!

2821 Meadow Wood Dr E Drive, Chesapeake

$359,900

4 Beds ⋅ 2 Baths ⋅ 10654830 MLS

Come check out this DIAMOND IN THE ROUGH. House is in need of updating and priced accordingly. But the BONES TO THE HOUSE ARE GOOD. NEW ROOF (2023), 1 out of 2 AC UNITS NEW (2025). (and the other AC unit has been RECENTLY SERVICED). Unique floor plan with an area that could serve as an IN LAW SUITE, a QUIET NEIGHBORHOOD and a GOOD SCHOOL SYSTEM. LARGE CORNER LOT. Close to shopping, food, and the interstate. PRIVATE BACKYARD with a deck and an additional storage shed.

2600 Janson Drive, 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

Start Your Search

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.