West Chesapeake Homes for Sale

Welcome to West Chesapeake, Virginia, a hidden gem nestled in the heart of Chesapeake County. Known for its picturesque landscapes and friendly community, West Chesapeake is a vibrant blend of suburban charm and urban convenience. This thriving area offers residents a unique lifestyle, with easy access to lush parks, scenic waterways, and a plethora of shopping and dining options.

West Chesapeake is characterized by its beautiful neighborhoods, featuring a mix of modern homes and classic architecture. Whether you're searching for a cozy single-family home, a spacious townhouse, or a luxurious waterfront property, the real estate market here has something to suit every taste and budget. With homes for sale that boast contemporary designs, energy-efficient features, and well-manicured lawns, you’ll find the perfect place to call home in this welcoming community.

Families will appreciate the quality schools and recreational facilities nearby, ensuring that children have access to excellent education and plenty of outdoor activities. The area is also known for its strong sense of community, with annual events and local gatherings that bring residents together.

With its ideal location, West Chesapeake offers easy commuting options to nearby cities, making it perfect for professionals seeking a peaceful retreat after a busy day. Explore the homes for sale in West Chesapeake today and discover the perfect blend of comfort, community, and convenience that awaits you in this charming Virginia city. Your dream home is just a visit away!

Newest West Chesapeake Homes for Sale

$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. Convenient to I-664, military installations, tunnels, shopping, dining, and destinations throughout Hampton Roads.

2044 Columbo Avenue, West 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, West 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, West 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, 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

$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, West 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, West Chesapeake

$250,000

3 Beds ⋅ 1 Baths ⋅ 10655369 MLS

This Charming Western Branch home sits on a 1 acre lot in a prime location.**Being sold 50K below assessment in "as is" condition!**Many renovation possibilities**Ask about the possibility for the existing home to become an ADU after July 2027 allowing for a new home to be built on the same lot, per city zoning restriction**Newer HVAC**spacious den**nice 1990s kitchen remodel**love 320 sq ft. garage "workshop"**wood stove in lovely fireplace**Investors welcomed to turn this property into something special**more pics coming soon!

2521 Denning Lane, West Chesapeake

2821 Meadow Wood Dr E Drive, West 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, West 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, West Chesapeake

2449 Deerfield Crescent, West Chesapeake

$385,000

4 Beds ⋅ 2 Baths ⋅ 10655136 MLS

Welcome to 2449 Deerfield Crescent, a well maintained, 4 bed, 2 bath brick home offering a great layout both inside and out! This ranch style home features a primary ensuite, freshly painted interior, stainless steel appliances and more! Enjoy a large privacy fenced backyard, attached 1 car garage, plus a spacious detached 2 car garage perfect for extra storage, a workshop, or additional vehicles! The home is also equipped with Leaf-Filter gutters, providing added convenience and helping keep the gutters clear of debris. Conveniently located near shopping, dining, entertainment, and everyday essentials, this home offers the perfect combination of comfort, space, and convenience. Don't miss the opportunity to make this home your own!

2449 Deerfield Crescent, West Chesapeake

$649,900

4 Beds ⋅ 2.1 Baths ⋅ 10655107 MLS

The beautiful 4 bdrm Camellia model has a projected delivery date of Nov 2026. 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 kitchen features upgraded granite countertops, subway tile backsplash, & an appliance package complete w/ gas range! Crown molding & durable luxury vinyl plank throughout 1st level. Gas fireplace w/ granite surround & walk-in attic featuring ample storage space. Primary bdrm w/ lighted tray ceiling & WIC, features an en-suite that includes a double vanity, soaking tub, & 5' shower. Enjoy water views from the spacious backyard! Gas heat & tankless hot water heater. CALL FOR FINANCING SPECIALS!

2217 Nantucket Avenue, 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.