Chesapeake VA Homes for Sale

Welcome to Chesapeake, Virginia—a vibrant city that beautifully blends the charm of Southern living with modern conveniences. Nestled in the heart of Hampton Roads, Chesapeake boasts a rich history, diverse communities, and stunning natural landscapes. With over 22 miles of scenic waterways, lush parks, and an abundance of outdoor recreational activities, it’s no wonder that families, professionals, and retirees alike are drawn to this picturesque locale.

Chesapeake is known for its excellent schools, making it a prime destination for families seeking a nurturing environment for their children. The city is also home to a thriving economy, with numerous employment opportunities in sectors such as healthcare, education, and technology. Whether you’re commuting to nearby Norfolk or enjoying a weekend at the beautiful Chesapeake City Park, you’ll find that convenience and quality of life go hand in hand here.

For those looking to make Chesapeake their home, the real estate market offers a diverse array of options. From charming historic homes and spacious single-family residences to modern townhouses and waterfront properties, there’s something to suit every taste and budget. With homes for sale in various neighborhoods, you can find the perfect fit for your lifestyle—whether you desire a tranquil retreat or a bustling community atmosphere.

Explore the possibilities of homeownership in Chesapeake, VA, and discover a place where community spirit, natural beauty, and a wealth of amenities come together. Your dream home awaits in this delightful city!

Newest Chesapeake VA Homes for Sale

$385,000

4 Beds ⋅ 2.1 Baths ⋅ 10649918 MLS

Welcome to Turtle Dove Ct a hidden gem offering modern construction, functional design, and exceptional convenience. This meticulously maintained 4-bedroom home features nearly 2,000 sqft of comfortable living space, an open-concept main level, spacious bedrooms, and a serene cul-de-sac setting. Located minutes from Greenbrier, Norfolk, and major commuter routes.

813 Turtle Dove Court, Central Chesapeake

$2,495,000

6 Beds ⋅ 7.1 Baths ⋅ 10649916 MLS

Waterfront Estate situated on 2+ acres, designed for luxurious waterfront living, direct access to the Chesapeake Bay, and multigenerational flexibility. This stunning gated estate offers expansive gathering spaces with waterfront views, and elevator that services the garage to the 2nd floor for effortless access. The 1st-floor Primary Suite is a private retreat featuring a spa-inspired bath, dual walk-in closets, sitting area, and connecting outdoor covered patio. Additional bedrooms all en suites with walk-in closets. Detached 6-car garage with apartment for extended family, guests, or independent living. Outdoor amenities include a saltwater pool, fire pit, expansive terraces & gathering spaces to watch the boat go by, a true boater's paradise with premier boating facilities 2-30K lifts + 1- 20 K lift & jet ski lift, multiple floating docks, and 5 FT at low tide. The amenities for this home are extensive; include a media room, climate-controlled detached 6+ car garage, central vac and more; inquire for a full list. Call today to schedule your private tour.

4112 Mingo Trail, Central Chesapeake

$440,000

4 Beds ⋅ 2 Baths ⋅ 10649889 MLS

Welcome home to this classic 4 bedroom, 2 bath brick home offering timeless character and plenty of space to enjoy inside and out. A charming side porch adds to the home’s inviting appeal, while the spacious backyard is made for warm-weather living with a large in-ground pool and plenty of room to relax or entertain. An additional detached brick building, formerly used as a garage, offers flexible bonus space and includes a full bathroom and kitchenette. Use it as a workshop, home office, pool house, hobby space, or additional storage. The possibilities are yours. With its classic brick exterior, great outdoor spaces, and versatile detached building, this property offers a combination of character, function, and potential.

2213 Wildwood Road, South Chesapeake

$726,960

4 Beds ⋅ 4 Baths ⋅ 10649866 MLS

Under Construction Feb 2027 Delivery - 4 BR each with generous ensuite. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers' kitchen - Quartz counters, custom backsplash, Matte-finish GE Cafe appliance package, and custom range hood. Extensive upgraded HW flooring & 10' ceilings midlevel, HUGE 2nd floor Screened Porch with composite decking overlooks estuary rear yard. True entertainers' home! Stunning primary bedroom with gorgeous views, egrets, and serene trees swaying in the breeze. The spa-like primary suite boasts a freestanding tub, zero-entry tiled shower, and 12' Quartz vanity. Exterior black windows and black gutters. Custom Paver driveway and extensive landscaping. Breathe in the fresh air and NO HOA!

1906 Mccoy Rd, South Chesapeake

$389,000

3 Beds ⋅ 1.1 Baths ⋅ 10649886 MLS

Charming and updated 3-bedroom, 1.5-bath ranch in the heart of Western Branch, just minutes from Chittum Elementary! The spacious, updated kitchen is designed for gathering, with plenty of room to cook, connect, and entertain. Relax on the screened-in porch overlooking the fenced backyard. A large detached garage and extra-wide driveway provide exceptional space for multiple vehicles, a boat, RV, storage, or hobbies. Conveniently located near shopping, dining, schools, and major roadways. A wonderful place to call home!

4208 Nina Drive, West Chesapeake

$425,000

3 Beds ⋅ 1.1 Baths ⋅ 10649793 MLS

Welcome to this charming 3-bedroom, 2-bath Colonial style home tucked away on a quiet cul-de-sac in Etheridge Manor! Full of character and warmth, this inviting home features exposed wood beams in the living room, a cozy fireplace, a sunny breakfast area, and new carpet throughout. Step outside onto the new deck, for morning coffee, weekend gatherings, or relaxing evenings. With its classic charm, peaceful setting, and welcoming neighborhood, this home is ready for new memories. Come see why this one is easy to love!

604 Winscott Court, South Chesapeake

$765,000

4 Beds ⋅ 4 Baths ⋅ 10649884 MLS

Stunning all-brick former Homearama showcase home offering spacious living and endless potential! Designed with an open floor plan and soaring ceilings, the home features a chef's kitchen with two oversized granite islands, abundant workspace, and a wine cooler station. Enjoy a media room with wet bar, sunroom, glass-enclosed side porch, and first-floor study with custom built-ins. The spacious primary suite features a wraparound walk-in closet and all-marble bath. Additional highlights include marble foyer flooring, two ensuite bedrooms, newer HVAC systems, and generous living spaces. Enjoy community amenities including a pool, tennis courts, and children's playground, plus convenient access to shopping, dining, and interstates. Bring your vision and finishing touches to make this distinctive home your own! Seller is offering a closing cost credit with an acceptable offer!

700 Old Fields Arch, South Chesapeake

$725,000

5 Beds ⋅ 3 Baths ⋅ 10649882 MLS

MM Ashbee at Riverview Landing - To Be Built. The Ashbee is a 5-bedroom home with a first-floor Owner’s Suite, four bedrooms and a loft upstairs. Open-concept kitchen with large island, high-end finishes, double ovens, pantry, and plenty of counter space. Features include first and second-floor laundry (or option to convert upstairs laundry to a full bath), mudroom, and optional rear covered porch. Standard features and design options available. Convenient to shopping, dining, healthcare, and major roadways

MM Ashbee, South Chesapeake

$839,540

6 Beds ⋅ 4.1 Baths ⋅ 10649851 MLS

Welcome to the Tillman at Riverview Landing! This Property is great for multigenerational families! This spacious home includes 6 bedrooms, 4.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy for guests, teens, or extended family. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. This house is complete with a FINISHED BASEMENT! Photos are from the builder's library, actual finishes and features may vary.

1228 Kidbrooke Street, South Chesapeake

$480,000

4 Beds ⋅ 2 Baths ⋅ 10649831 MLS

This beautifully updated 4-bedroom, 2-bath ranch in Chesapeake is one you’ll want to see first! Step inside to find a refreshed kitchen, spacious primary suite, inviting living room, and comfortable one-level living with plenty of space to make your own. There’s even a bonus room above the 2-car garage, perfect for a home office, playroom, media room, hobby space, or guest area! Outside, the gorgeous deck overlooks a peaceful backyard with beautiful water views, creating the perfect setting for morning coffee, evening get-togethers, or simply enjoying the scenery. With thoughtful updates, generous living spaces, a 2-car garage, bonus room, and tranquil water views, this home has the space, charm, and setting you’ve been looking for. Save yourself some time and put this one at the top of your list! Come see it for yourself!

757 Willow Bend Drive, South Chesapeake

$199,900

2 Beds ⋅ 1.1 Baths ⋅ 10649757 MLS

Charming, move-in ready bungalow nestled on an large 60 x 120 lot! Inside, you will find beautiful original hardwood floors flowing throughout a bright and welcoming layout. The property also features jack & jill 1/2 bath, a detached 1-car garage and includes all appliances conveying as-is. Ideally located for an easy commute, you are just minutes from major expressways, Greenbriar area, downtown Norfolk, Portsmouth, premier shopping, great restaurants, multiple vibrant city parks, local shipyards, and military bases. (photos edited by AI)

1804 Portlock Road, Central Chesapeake

$245,000

3 Beds ⋅ 1 Baths ⋅ 10649808 MLS

Selling AS-IS. Needs Work/Rehab. Cash Or Hard Money Financing. Clear T&M Reports From Priority Pest

3609 Parr 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.