Central Chesapeake Real Estate

Welcome to Central Chesapeake, Virginia, a vibrant and charming community that perfectly blends suburban tranquility with urban convenience. Nestled in the heart of Chesapeake, this area boasts a rich tapestry of history, culture, and outdoor beauty, making it an ideal place for families, young professionals, and retirees alike.

Central Chesapeake is renowned for its lush parks, scenic waterways, and friendly neighborhoods. Residents enjoy easy access to the stunning Great Dismal Swamp National Wildlife Refuge, where nature lovers can explore miles of trails, observe diverse wildlife, and partake in kayaking adventures. The city’s commitment to green spaces is evident in its well-maintained parks, such as the popular Chesapeake City Park, which features playgrounds, picnic areas, and sports facilities.

The community is also home to a variety of shopping, dining, and entertainment options. From local boutiques to major retail centers, Central Chesapeake offers a delightful shopping experience. Food enthusiasts will appreciate the eclectic mix of restaurants, ranging from cozy cafes to upscale dining, showcasing the region's culinary diversity.

Central Chesapeake is well-connected, with convenient access to major highways and proximity to Norfolk and Virginia Beach, making it easy for residents to commute or explore nearby attractions. The local school system is highly regarded, providing quality education and a wealth of extracurricular activities for students.

Whether you’re looking for a peaceful retreat or an active lifestyle, Central Chesapeake is a place where community spirit thrives and opportunities abound. Come discover your new home in this enchanting corner of Virginia!

Newest Listings in Central Chesapeake

$375,000

4 Beds ⋅ 3 Baths ⋅ 10652948 MLS

Welcome to this charming Chesapeake home, thoughtfully refreshed and ready for you to move right in. Recent updates include water-resistant LVP flooring, plush new carpet, and fresh touch-ups throughout for a clean, modern feel. Conveniently located and well maintained, it's the perfect place to settle in and enjoy. Enjoy living spaces and a practical layout near shopping and bases. Please contact the Listing Agent for the showing schedule; the home is occupied and owner requires proper notice.

1431 Oliver Avenue, Central Chesapeake

$300,000

4 Beds ⋅ 2 Baths ⋅ 10653273 MLS

Welcome to Crestwood Gardens in Chesapeake! This beautifully updated, turn-key home offers modern style, comfort, and functionality in an established NO HOA neighborhood. Enjoy fresh paint, plush new carpeting, and durable luxury vinyl plank flooring throughout. The remodeled kitchen features soft-close shaker cabinets, quartz counter-tops, stainless steel appliances, and a custom tile back-splash. The spacious primary suite includes a private en-suite bath. Major updates include a new roof, new windows, and updated plumbing and electrical for added peace of mind. Outside, enjoy a large detached garage offering excellent space for parking, storage, hobbies, or a workshop. Located in the Great Bridge High School district with quick access to interstates, shopping, and dining. Perfect for first-time buyers, down-sizers, or anyone seeking an affordable, move-in-ready Chesapeake home!

1325 Great Bridge Boulevard, Central Chesapeake

$499,900

5 Beds ⋅ 3 Baths ⋅ 10653261 MLS

BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 3705 Davis Avenue, where modern design and the ease of new construction come together in an established community. Offering approximately 2,550 square feet, this spacious home features 5 bedrooms, 3 full baths, and a thoughtfully designed open floor plan with flexibility for today's lifestyle. A standout feature is the oversized first-floor bedroom with direct access to a full bath, also conveniently accessible from the hallway. This versatile space is ideal for multigenerational living, an in-law suite, overnight guests, a private home office, or anyone seeking comfortable first-floor accommodations. Davis offers the opportunity to enjoy a fresh, modern home without giving up the character and convenience of an established neighborhood.

3705 Davis Avenue, Central Chesapeake

$345,000

3 Beds ⋅ 1.1 Baths ⋅ 10653235 MLS

Welcome home to this well-maintained 3-bedroom, 1.5-bath ranch located in an established neighborhood with convenient access to major military bases, shopping, dining, and interstate access. Inside, you’ll find beautifully refinished hardwood floors, a recently updated kitchen with new cabinets and countertops, newer HVAC, newer roof, and updated dishwasher. The bonus room just off the kitchen creates a flexible layout great for entertaining, a playroom, office, or additional living space. Step outside to enjoy the backyard deck, great for gatherings and relaxing evenings. A large detached garage with an attached shed area provides abundant storage and workspace options. Solar panels can be paid off at closing with a full price offer, helping offset monthly electric costs. Home and appliances convey as-is. Schedule your private showing today!

815 Rutledge Road, Central Chesapeake

$265,000

3 Beds ⋅ 1.1 Baths ⋅ 10653172 MLS

Make this your first stop! This well-maintained 3-bedroom, 1.5-bath ranch in Norfolk Highlands offers the convenience of single-level living and the peace of mind that comes with major recent updates. The kitchen was remodeled in 2024, both bathrooms were remodeled in 2025, the HVAC system was replaced in 2024, and the gutters were upgraded in 2025. Pride of ownership is evident throughout, making this home truly move-in ready. The attached garage provides additional storage and convenience, while clear termite and moisture reports are already available for buyers. Conveniently located near shopping, dining, major interstates, and military installations, this home combines comfort, updates, and an unbeatable central location!

638 Milby Drive, Central Chesapeake

$375,000

4 Beds ⋅ 3 Baths ⋅ 10653176 MLS

Welcome home to this beautifully updated two-story home offering the perfect blend of comfort, style, and functionality. As you enter, you'll find a convenient first-floor bedroom and full bathroom, ideal for guests, multi-generational living, or a private home office. The heart of the home features an open-concept layout where the living room, dining area, and kitchen flow seamlessly together beneath soaring 9-foot ceilings with recessed lighting throughout, creating a bright and inviting space for everyday living and entertaining. The kitchen provides easy access to the fully fenced backyard, making outdoor gatherings a breeze. You'll also love the oversized shed/workshop, offering endless possibilities for storage, hobbies, or a dedicated workspace. Upstairs, you'll find two additional secondary bedrooms along with a spacious primary ensuite designed for comfort and privacy. Fresh paint and NEW flooring completed in 2026 give the home a modern, move-in-ready feel, while the NEWER HVAC system (2022) and NEW maintenance-free metal-wrapped roofing trim (2026) provide added peace of mind. Conveniently located near shopping, dining, schools, and major interstates, this home is ready for its next owner. Virtually staged. Schedule your private tour today!

4009 1st Street, Central Chesapeake

$304,999

3 Beds ⋅ 1 Baths ⋅ 10653156 MLS

This beautifully updated property situated on a spacious corner lot of over a quarter acre in Chesapeake! Recent improvements completed in June 2026 include: a brand-new GAF architectural shingle roof, new gutters, Updated new LVP flooring, and fresh interior paint, giving this home a clean, modern feel and added peace of mind. The versatile FLEX room offers endless possibilities and can easily serve as a 4th bedroom, home office, playroom, or home workout space to fit your lifestyle. Step outside to your fully fenced backyard retreat, designed for both relaxation and entertaining. Enjoy summer days in the above-ground pool and unwind or host gatherings under the pergola on the patio while appreciating the privacy this backyard provides. Conveniently located near shopping, dining, schools, and major interstates, this move-in-ready home combines thoughtful updates, flexible living space, and exceptional outdoor setting you won't want to miss.

2801 Southport Ave., Central Chesapeake

$374,900

3 Beds ⋅ 2.1 Baths ⋅ 10653094 MLS

Welcome home to this beautifully maintained townhome in the heart of Greenbrier! Built in 2020, this newer home offers modern comfort in a convenient Chesapeake location. Enjoy quick access to the interstate, with shopping, dining, entertainment, and everyday essentials all less than 10 minutes away. Outdoor enthusiasts will appreciate being just a five-minute walk from Indian River Park, where miles of scenic trails provide the perfect setting for walking, biking, and exploring nature. With its newer construction, desirable location, and easy access to everything Greenbrier has to offer, this townhome is ready to welcome its next owner!

2429 Fieldsway Drive, Central Chesapeake

$327,000

4 Beds ⋅ 1 Baths ⋅ 10653029 MLS

Corner-lot 3–4 bedroom home on 0.25 acres featuring a horseshoe driveway plus a paved drive leading to an oversized detached garage. Flexible bonus room; office, playroom, or guest space. Recent updates include newer windows, 2025 roof, 2024 flooring, and 2025 HVAC service. Open floor plan connecting the kitchen, dining area, breakfast bar, and living room. Large dedicated laundry room conveniently located off the kitchen. Outdoor living includes a welcoming front porch, private back patio, and additional side patio off the detached garage. The 696 sq. ft. detached garage offers exceptional parking, workshop potential, and storage. Move-in ready—schedule your showing today. (Some photos virtually staged.)

1505 Sparrow Road, Central Chesapeake

$425,000

3 Beds ⋅ 2.1 Baths ⋅ 10652794 MLS

Welcome to Coleman Farms! This bright and inviting 3-bedroom, 2.5 bath home features a very open living concept with seamless flow between kitchen, living and dining areas. The kitchen offers granite countertops, large pantry, stainless steel appliances and a new dishwasher. Upstairs you'll find 3 spacious bedrooms, including a comfortable primary suite with private bath, plus a convenient laundry room with new washer and dryer. Additional features include custom blinds throughout the home. Enjoy a private patio that backs up to the woods, offering a quiet, peaceful setting. The 2 car garage provides additional storage and parking. The driveway accommodates 2 additional vehicles, plus ample visitor parking. Coleman Farms is a private, tucked-away community that features a clubhouse, fitness center, and pool. Conveniently located near shopping, entertainment and major highways. Super clean and move in ready!

2556 Fieldsway Drive, Central Chesapeake

$244,900

2 Beds ⋅ 1 Baths ⋅ 10652612 MLS

Welcome to the historic district of South Norfolk! This beautifully updated and well maintained bungalow blends modern amenities with original charm and character. The kitchen shines with high-end granite countertops, custom cabinetry, stainless steel appliances, and ample storage. Enjoy a spacious, open living area with original hardwood floors throughout, generously sized bedrooms, and a refreshed bathroom featuring stylish tile finishes. The sizable backyard is ideal for enjoying the outdoors, relaxing, or entertaining guests. The detached garage has all new electrical and offers excellent space for a workshop or additional storage. Don’t miss the expansive attic, or the nearby park! Conveniently located near interstates and military bases.

1423 Rodgers Street, Central Chesapeake

$225,000

3 Beds ⋅ 2 Baths ⋅ 10652708 MLS

NEW PLUSH CARPET THROUGHOUT. Open concept living room eat in kitchen with breakfast nook. 1st Floor Primary Bedroom with bathroom that opens to laundry room. 2 bedrooms upstairs with a full bath. 1 larger bedroom upstairs features a seating area that could be used as an office or additional multi use space. Large sheds in the back for storage. Covered front porch for relaxing on crisp fall days.

1310 Hoover Avenue, Central 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.