Chesapeake VA County Real Estate

Welcome to Chesapeake, Virginia – a hidden gem nestled in the heart of Hampton Roads! Known for its rich history, diverse culture, and stunning natural beauty, Chesapeake offers a unique blend of suburban charm and urban convenience, making it an ideal place to call home.

Spanning over 350 square miles, Chesapeake is the second-largest city in Virginia by land area, boasting an impressive array of parks, waterways, and wildlife. The city is renowned for its extensive network of trails and outdoor recreational opportunities, including the picturesque Great Dismal Swamp National Wildlife Refuge, where residents can enjoy hiking, birdwatching, and kayaking in a serene setting.

Chesapeake's vibrant community is complemented by a strong economy, excellent schools, and a variety of shopping and dining options. The city’s neighborhoods cater to all lifestyles, from family-friendly communities to quiet, serene retreats. Whether you’re looking for a cozy single-family home or a modern townhouse, Chesapeake has something to suit every taste and budget.

For those who appreciate a strong sense of community, Chesapeake hosts numerous events throughout the year, including the popular Chesapeake Jubilee and various farmers' markets, fostering connections among residents and celebrating local culture.

With its strategic location, residents enjoy easy access to nearby cities like Norfolk and Virginia Beach, while still relishing the tranquility of suburban life. Whether you are a first-time homebuyer, a growing family, or looking to retire, Chesapeake, VA, is the perfect place to start your next chapter. Come discover the warmth and charm of this remarkable city!

Newest Listings in Chesapeake VA County

MM Bellhaven-Multi-Gen, South Chesapeake

$800,000

5 Beds ⋅ 3.1 Baths ⋅ 10659297 MLS

Master Model- To Be Built- Bellhaven Multi-Gen by Wetherington Homes. This thoughtfully desinged floor plan offers flexible living spaces to suit a variety of needs. A private suite includes its own living area, optional kitchenette, private bath, washer/dryer hookup, and dedicated garage bay- ideal for extended stays, guests, or additional workspace. The open-concept main living area features modern finishes and functional design thoughout. Located in the desirable Hickory area of Southern Chesapeake with convenient access to shopping, dining, and major roadways. Contact our Sales Counselor today to schedule your appointment or for additional information.

MM Bellhaven-Multi-Gen, South Chesapeake

$735,000

5 Beds ⋅ 4 Baths ⋅ 10659285 MLS

Welcome to Bell Manor Estates. This all brick traditional two story home offers 4,524 square feet of beautifully maintained living space. The updated eat in kitchen features abundant cabinetry, a center island, granite countertops, stainless steel appliances, a gas cooktop, and microwave and wall ovens. The first floor suite includes a large closet, private bath, and separate vanity area. Upstairs, a second living area with a full bath is ideal for entertaining, plus two additional bedrooms. The primary suite has a cathedral ceiling and spa-like bath walk in shower with double sinks and a walk in closets. sitting area. Out side, enjoy a covered porch with awning, deck, screened porch, and a detached two car garage with upstairs storage and inground sprinkler system. A whole house backup generator adds peace of mind, vinyl fence 2026. This well kept home is ready for its next chapter. There is so much more to see! Schedule a private tour today!

4509 Winnie Drive, West Chesapeake

$600,000

4 Beds ⋅ 2.1 Baths ⋅ 10659247 MLS

Welcome home to this stunning like new construction in the highly sought-after Great Bridge School District. Move in ready and thoughtfully designed. This beautiful home offers the freedom of no HOA and the modern finishes today's buyers are looking for. Step inside to discover a bright, open concept floor plan perfectly designed for both everyday living and entertaining. This spacious first floor office provides an ideal work from home space or a flex room to fit your needs and lifestyle. The gourmet kitchen is sure to impress with elegant quartz countertops, a classic subway tile backsplash, white shaker cabinetry and a full stainless steel appliance package. Throughout the home, crown molding adds a touch of sophistication, while the energy efficient tankless water heater provides modern convivence. Retreat outdoors to enjoy the large, fences backyard. Perfect for pets, play or relaxing. Make this home yours today!VA assumable loan at 6.12% with Entitlement substitution.

1229 Waters Road, South Chesapeake

$776,315

4 Beds ⋅ 3.1 Baths ⋅ 10659277 MLS

Somerset ranch with FROG. Fenced backyard includes large patio for outdoor entertaining and backs mature tree line! Experience the perfect blend of modern design & customizable luxury. The Owner’s Retreat is a sanctuary at the rear of the home featuring a massive walk-in closet & a spa-inspired bath with a soaking tub & separate shower. The heart of the home boasts a chef-inspired kitchen with a generous island, flowing seamlessly into the main living areas. A front-of-house flex room serves as a formal dining room or a home office. Enhance your hosting with the optional butler’s pantry! Buyer must register agent on or before 1st visit or 1st substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of a completed home, finishes, elevation & upgrades may vary. Seller to pay up to $10,000 closing cost assistance when using Seller's preferred lender for financing, see agent for details.

2044 Charwood Drive, South Chesapeake

$745,425

5 Beds ⋅ 3.1 Baths ⋅ 10659276 MLS

10,000 square foot lot, ready early 2027, still time to customize. The Hawthorne floor plan offers flexibility & spacious living, making it the largest & most adaptable 2-story home at Crestfield. With an impressive 3,089 square feet, this open-concept home offers 5 bedrooms, including dual owner’s suites & 3.5 baths. The kitchen features quartz countertops, stainless steel appliances, and a generously sized island for seating & casual dining. Both levels boast 9-foot ceilings, enhancing the sense of space & light throughout the home. The front porch invites you to relax & enjoy the neighborhood, & the 2-car garage provides ample storage and parking. Fenced yard. Seller to pay up to $10K closing cost assistance when preferred lender is used for financing, see agent for details. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & Video are of previously built home for illustrative purposes, finishes & upgrades will vary in home to be built.

2039 Charwood Drive, South Chesapeake

$765,425

5 Beds ⋅ 3.1 Baths ⋅ 10659274 MLS

Location backing mature tree line, ready early 2027, still time to customize. The Hawthorne floor plan offers flexibility & spacious living, making it the largest & most adaptable 2-story home at Crestfield. With an impressive 3,089 square feet, this open-concept home offers 5 bedrooms, including dual owner’s suites & 3.5 baths. The kitchen features quartz countertops, stainless steel appliances, and a generously sized island for seating & casual dining. Both levels boast 9-foot ceilings, enhancing the sense of space & light throughout the home. The front porch invites you to relax & enjoy the neighborhood, & the 2-car garage provides ample storage and parking. Fenced yard. Seller to pay up to $10K closing cost assistance when preferred lender is used for financing, see agent for details. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & Video are of previously built home for illustrative purposes, finishes & upgrades will vary in home to be built.

2032 Charwood Drive, South Chesapeake

$395,000

3 Beds ⋅ 1.1 Baths ⋅ 10659264 MLS

Welcome to 4009 Santa Maria Drive in the Chadswyck section of Western Branch! Before entering this adorable, move-in-ready brick ranch, take a minute to relax on the large front porch. This home has a bright layout featuring beautiful original hardwood floors across the living room, dining room, and 3 bedrooms and brand-new LVP flooring in the kitchen, bonus room, and utility room. Off the kitchen, step into a lovely screened-in back porch that overlooks the expansive, fenced backyard—perfect for outdoor entertaining! An oversized, matching 2-car detached brick garage offers exceptional storage or workshop space. There is plenty of parking with the double driveway. Enjoy complete peace of mind with a new HVAC system (which transferable warranty). Prime location near shopping, dining, entertainment, and interstates. Zoned for Chittum Elementary, Jolliff Middle, and Western Branch High!

4009 Santa Maria Drive, West Chesapeake

$299,000

3 Beds ⋅ 2.1 Baths ⋅ 10659243 MLS

Fresh, bright and move-in ready! Welcome home to 720 Hunters Quay, a charming 3 bedroom, 2.5 bath brick-front townhome for sale in Chesapeake, VA with no HOA and nothing left to do but unpack. Out front, a classic brick facade, a welcoming front stoop and tidy landscaping deliver instant curb appeal. Inside, fresh neutral paint and durable luxury vinyl plank (LVP) flooring flow through the main level, giving this home a clean, modern feel you will love from the very first step. The updated kitchen is ready for anything, with crisp white shaker-style cabinets, sparkling granite countertops, a handy pantry and a full appliance package including the refrigerator, range, microwave and dishwasher. Host dinner in the separate dining room with chair-rail trim and a stylish chandelier, then gather around the wood-burning fireplace in the living room on cool Virginia evenings. Sliding glass doors open to a private, fully fenced backyard with a patio, made for grilling, gardening, morning coffee and room for pets to play. Upstairs, the spacious primary suite shines with a vaulted ceiling, ceiling fan, walk-in closet and its own private full bath with a granite vanity. Two more generous bedrooms with ceiling fans offer flexible space for guests, a home office, a gym or hobbies, and the hall bath features a fresh granite vanity too. A convenient main-level half bath, central air, natural gas heat and two off-street parking spaces plus street parking make everyday living easy. Tucked into the Hunters Glen community, you are just minutes from Oak Grove Lake Park, Greenbrier and Great Bridge shopping and dining, and quick commuter routes to I-64 and I-464. Updated townhomes at this price go fast in Chesapeake, so come see it today!

720 Hunters Quay, South Chesapeake

$650,000

5 Beds ⋅ 3 Baths ⋅ 10659213 MLS

Classic brick charm and generous living space make this 5-bedroom, 3-bath home a standout in the sought-after Great Bridge school district. Nestled on a quiet cul-de-sac, this well-maintained home sits on a large lot with room to spread out inside and out. Recent updates include new carpet, a new deck, and fresh paint, adding to its bright, welcoming feel. Spacious living areas and a functional layout accommodate everyday living and entertaining, while the deck offers a place for gatherings or quiet evenings outdoors. Move-in ready and conveniently located, come see the space and possibilities for yourself!

145 Sinclair Lane, South Chesapeake

$569,000

4 Beds ⋅ 2.1 Baths ⋅ 10659113 MLS

Don't miss this Lovely & Spacious 4 bedroom, 2 1/2 bath home in Sought After Foxgate Quarter in the heart of Great Bridge! Nestled at the end of a cul-de-sac, this home offers approx. 3000 sq ft living Space & gleaming Hardwood Floors on the main floor. Large kitchen features Granite Counters,Pantry, Center island & an Eat in Area that leads to the Den w/ a built-in Wetbar,Cozy gas fireplace & 1/2 bath for guests- great for Entertaining & Upcoming Holidays! Beautiful Screened Porch is perfect for sipping your morning coffee, relaxing after a long day, or get togethers! Upstairs,you will find plenty of space for everyone to spread out! The large Primary Suite w/ ample walk-in closet features a remodeled ensuite bathroom w/ Tile Shower & Double Sinks. 3 more bedrooms, a Hall bath w/tub&shower, & several storage areas complete the upstairs. Well Kept Backyard w/ Patio for grilling & Storage shed. Close to Interstates,Schools, Shopping, Dining& More. Come see & Make this house your Own!

401 Brougham Court, South Chesapeake

$400,000

10659203 MLS

5.1 AC Ranger Road, South Chesapeake

$425,000

5 Beds ⋅ 2.1 Baths ⋅ 10659140 MLS

Move-in ready home in the Deep Creek area featuring a new roof, new lower-level windows, new flooring, fresh interior paint, and a new privacy fence. The kitchen has been updated with new countertops and stainless-steel appliances. Bathrooms feature new vanities and light fixtures. Conveniently located near shopping, dining, and major commuter routes.

2725 Spinners Way, 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.

Chesapeake VA County Real Estate

Newest Listings in Chesapeake VA County

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