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713 Norman Way, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10624197 MLS
Move-in ready 4-bedroom, 2.5-bath home offering 2,700 sq ft of thoughtfully designed living space. A versatile flex room with French doors works well as a formal living room or home office. The kitchen features SS appliances, tile flooring, and breakfast nook, with a separate dining room nearby. Hardwood floors highlight the dining room, office, and family room, which also includes a wood-burning fireplace. Outdoor features include a vinyl privacy-fenced backyard, above-ground pool with durable Trex deck, and a storage shed with power and A/C. The six-zone whole-yard sprinkler system operates via Wi-Fi and well water. Additional highlights include a 2-car garage with finished floors, encapsulated crawl space with lighting and dehumidifier, dual HVAC systems, plus a split unit for the ROG. This home is ready for you to move in and start making memories!

713 Norman Way, South Chesapeake
1717 Orchard Way, South Chesapeake
$288,000
3 Beds ⋅ 2 Baths ⋅ 10626941 MLS
Beautifully Renovated Condo - Looks like New! 3 Bedrooms with First Floor Primary Bedroom! Eat-In Kitchen with New Appliances, huge breakfast bar, large great room w/Cathedral Ceilings & Fireplace. Spacious Bedrooms and Screened in Porch! Windows on Order!

1717 Orchard Way, South Chesapeake
648 Rutherford Drive, South Chesapeake
$480,000
4 Beds ⋅ 2.1 Baths ⋅ 10625019 MLS
This Gorgeous 4-bedroom Colonial Home with its Private Backyard is Looking For its Next Owner. You'll Love the Flowing Floorplan with the Eat-In Kitchen, Formal Dining Room, Primary Bedroom with Two Closets, and the Spacious Living Room with Wood-Burning Fireplace. Relax or Entertain on Your Large Backyard Deck with Lake Access to Fish or Kayak. Hickory Schools with No HOA. Tucked-Away, Quiet Neighborhood yet Centrally Located for Access to Bases, Shopping, Schools, Parks, Entertainment and More. Call Now for Your Personal Tour!

648 Rutherford Drive, South Chesapeake
416 Middleton Way, South Chesapeake
$695,000
5 Beds ⋅ 3.1 Baths ⋅ 10617440 MLS
$100,945 in upgrades (see attachment). Practically new, built in 2024 and ideally situated on one of the community’s scenic lakes, this impressive 5-bedroom home offers space, style, and modern comfort. Enjoy dual owner’s suites—one on the main level and one upstairs—each featuring tiled showers and quartz vanity tops. The open-concept living area showcases a spacious kitchen with quartz countertops, a large island, soft-close drawers, and stainless steel appliances, perfect for everyday living and entertaining. Additional highlights include 9’ ceilings, LVP flooring, walk-in closets with wood shelving, a 2-car garage, and a fenced backyard. Residents enjoy front yard ground maintenance plus exceptional amenities: community center with kitchen and great room, resort-style pool with outdoor kitchen and cabana, 24/7 fitness center, playground, trails, and five community lakes.

416 Middleton Way, South Chesapeake
509 Head Of River Road, South Chesapeake
$520,000
4 Beds ⋅ 3 Baths ⋅ 10612668 MLS
Welcome home to the heart of Hickory! This stunning, fully remodeled home perfectly blends country charm with modern elegance. Featuring 4 spacious bedrooms, 3 beautifully updated bathrooms, and sitting on 1.5 serene acres, this home offers the ideal balance of privacy and convenience. Inside, you’ll love the brand-new LVP flooring, stylish tile showers, granite countertops, and wet bar—all thoughtfully chosen to complement the open, inviting layout. Step outside to enjoy the peaceful surroundings from the wide front porch, host gatherings on the large back deck, or savor quiet mornings on the private deck. Move-in ready and designed for everyday comfort, this home is a rare find in one of Chesapeake’s most desirable areas. Experience space, style, and serenity—welcome home!

509 Head Of River Road, South Chesapeake
8 Shillelagh Road, South Chesapeake
$299,000
10568909 MLS
Discover this attractive parcel of land in Chesapeake’s desirable Grassfield area, offering an excellent opportunity to build a custom home. The property is surrounded by mature trees and natural scenery, providing a quiet, private setting while remaining conveniently close to shopping, dining, and interstate access. A new Publix is located just five minutes away, and the property is zoned for the highly regarded Grassfield High School district. Priced below assessed value, this parcel combines privacy, convenience, and long-term value in a sought-after community. An ideal setting for those seeking a peaceful environment without sacrificing accessibility. Come take a walk. Do diligence.

8 Shillelagh Road, South Chesapeake
340 Middle Oaks Drive, South Chesapeake
$302,000
2 Beds ⋅ 2.1 Baths ⋅ 10632339 MLS
340 Middle Oaks Drive offers a functional layout and move-in ready condition in the desirable Great Bridge area, known for its convenient access to shopping, dining, and everyday amenities and sought after schools. This townhome features two bedrooms, each with ensuite baths, plus an additional 1st floor half bath, approximately 1,250 square feet, and a manageable yard with two storage sheds. Recent updates include new LVP flooring downstairs, brand-new carpet upstairs, fresh paint throughout including ceilings, walls, and trim, and a brand-new water heater. The kitchen offers white shaker cabinets, trendy butcher block countertops, and newer stainless steel appliances. Open dining and living areas provide a flexible layout suited for a variety of needs. Conveniently located near major roadways for easy commuting. Well suited for a first time buyer or downsizer ready for a low maintenance lifestyle. Just move in, settle in, and enjoy.

340 Middle Oaks Drive, South Chesapeake
718 Creekwood Drive, South Chesapeake
$560,000
4 Beds ⋅ 3 Baths ⋅ 10632273 MLS
Beautifully maintained home in the desirable Grassfield area of Chesapeake, tucked away on a quiet street with added privacy, as no home can be built next to it! This move-in ready property features a rare first-floor bedroom and full bath, ideal for guests or multi-generational living. Enjoy newer flooring throughout, updated kitchen countertops, and a well-appointed kitchen with appliances including a stove & dishwasher (2020), plus a new kitchen refrigerator (2025) and microwave (2026). The spacious primary suite offers a cozy fireplace and a beautiful bathroom. Additional highlights include a whole-house water softener, HVAC under annual maintenance, and thoughtful exterior upgrades like a covered back deck, French drain, and a new fence (2023). This home blends comfort, function, and peace of mind and is ready for its next owner!

718 Creekwood Drive, South Chesapeake
813 Mullen Road Unit A, South Chesapeake
$315,000
3 Beds ⋅ 2 Baths ⋅ 10631072 MLS
Charming 3-bedroom, 2-bath cottage-style ranch in a central location with easy access to the interstate, shopping, and dining. This beautifully updated home has been thoughtfully remodeled within the past year, featuring a new HVAC system, roof, flooring, windows, and a fully renovated kitchen with modern appliances. Step outside to enjoy a spacious, private backyard enclosed by a brand-new wood fence—perfect for relaxing or entertaining guests.

813 Mullen Road Unit A, South Chesapeake
1412 Gunston Court, South Chesapeake
$865,000
5 Beds ⋅ 3.1 Baths ⋅ 10628231 MLS
Amazing Family Pool Home in Cahoon Plantation, All Brick w/ vinyl trim on a cul-de-sack. Large first floor primary, Huge Kitchen with Island and a butlers pantry, newer appliances, large pantry and separate Mud room. Great Room with gas fireplace and soaring ceilings, and additional Keeping Room with another gas fireplace. Upstairs is three additional bedrooms, two baths and a large finished room over the garage that could be a bedroom or additional family room. Amazing closets and storage, Beautiful salt water pool with stamped concrete and a diving board. This home is zoned for Grassfield HS, Great Bridge Middle, and Cedar Road Elementary. Conveniently located near highway 64 for a quick commute.

1412 Gunston Court, South Chesapeake
2017 Iowa Street, South Chesapeake
$350,000
4 Beds ⋅ 2 Baths ⋅ 10628781 MLS
Nicely updated and well-maintained home sitting on more than 1/2 an acre gives you plenty of room to spread out for day to day living and provides a great setting for entertaining. Newer roof, siding, AC unit, flooring and granite countertops all updated in 2020. Relax in the open floorplan and use the 4 bedrooms as your needs dictate (room over the garage is 4th bedroom). One car attached garage, a carport and plenty of parking in the driveway makes room for friends and family alike! Don't delay! You're going to love living here!

2017 Iowa Street, South Chesapeake
1639 Clearwater Lane, South Chesapeake
$740,000
5 Beds ⋅ 3 Baths ⋅ 10627842 MLS
This home is the entertainers dream! Beautiful in ground saltwater pool with new concrete sitting area. Screened porch off of back of home. Very large downstairs bedroom and full bath. NEW LVP flooring throughout downstairs and new carpet in 4 bedrooms. Open concept living & kitchen with dining room & flex room for living or office. FROG is massive. Large 2nd floor laundry, walk-in attic and pull-down steps for storage galore. 2-car attached garage and back storage shed. Home warranty to convey to new owners.

1639 Clearwater Lane, South Chesapeake
1256 Kingsway Drive, South Chesapeake
$417,900
3 Beds ⋅ 2 Baths ⋅ 10632172 MLS
Welcome to 1256 Kingsway Drive, Brick Ranch tucked into one of Greenbrier’s most convenient and sought-after locations. Set on a generous .455-acre lot, this home blends timeless character, creating a property that feels both welcoming and practical. Original hardwood flooring flowing through the main living area, adding warmth and authenticity the moment you enter. The home offers 3 bedrooms and 2 full baths, a large family room, dining room and living room. Improvements including a new roof and gutters (2025) and a new concrete driveway that enhances curb appeal and durability. Car enthusiasts, hobbyists, or anyone needing extra storage will appreciate the rare combination of a 2-car attached garage plus a detached garage with electric a perfect workshop, studio, or project space. Outdoors, the expansive yard offers room to garden, play, entertain, or simply enjoy the privacy and space that’s increasingly hard to find. Close to Interstate, shopping, restaurants and medical facilities

1256 Kingsway Drive, South Chesapeake
204 Outlaw Street, South Chesapeake
$388,000
3 Beds ⋅ 2.1 Baths ⋅ 10631961 MLS
Welcome home to this inviting 3-bedroom, 2.5-bath property in Chesapeake, featuring gorgeous wood floors throughout the main level and plenty of natural light. The layout offers comfortable everyday living with a spacious loft and all bedrooms located upstairs, complete with carpet for added comfort. Spacious, fully fenced backyard with a large deck perfect for entertaining, relaxing, or enjoying time outdoors. A great combination of space, functionality, and charm.

204 Outlaw Street, South Chesapeake
5125 Ballahack Road, South Chesapeake
$520,000
5 Beds ⋅ 2 Baths ⋅ 10631550 MLS
Looking for acreage in Chesapeake? No HOA! Welcome home to 5125 Ballack Rd! nearly 4 acres of farm life waiting for you! Complete with a pasture for animals. This 5 bedroom, 2 bath farmhouse has lots of updates, and a large primary suite! Schedule a tour today!

5125 Ballahack Road, South Chesapeake
1253 Kingsway Drive, South Chesapeake
$365,000
3 Beds ⋅ 2 Baths ⋅ 10631488 MLS
Beautiful 1800 sqft 3 beds 2 baths rancher nestled in the heart of Essex Meadows! This charming home sits on one of the larger lots in the neighborhood and features generously sized bedrooms, a spacious kitchen great for gatherings with an open layout, and a thoughtful layout with great flow. Asapcious backyard with a spacious composite deck. Located just minutes from shops, schools, and parks, this home offers both comfort and convenience.

1253 Kingsway Drive, South Chesapeake
701 Sarasota Arch, South Chesapeake
$721,100
5 Beds ⋅ 3 Baths ⋅ 10631033 MLS
Immaculate RESORT LIFESTYLE home with in ground Agean built pool; in the highly sought-after Hickory area of Chesapeake! This 5-bedroom, 3 full bath home offers a flexible layout with a first-floor bedroom and full bath—great for guests or multi-generational living. Beautifully maintained featuring a full interior repaint, granite countertops, hardwood floors, ceramic-tiled bathrooms, and brand-new carpet throughout. Enjoy your private backyard retreat with a large deck, in-ground pool, and plenty of space for entertaining. A detached, conditioned workshop adds versatility for hobbies, storage, or a home business. Major updates include a 30-year architectural roof and HVAC systems installed in 2016, only 10 years old, plus a new water heater in 2025. Crawlspace under continuous service contract with new dehumidifier (2024). The in-ground pool has been professionally opened and closed each season since installation. Impeccable blend of comfort & and outdoor living—don’t miss it!

701 Sarasota Arch, South Chesapeake
1149 Edinburgh Parkway, South Chesapeake
$827,000
5 Beds ⋅ 3.1 Baths ⋅ 10630825 MLS
Crafted by renowned builder Stephen Alexander, this meticulously maintained home offers exceptional style and functionality. Featuring tall ceilings and abundant natural light, the open living space is anchored by a cozy fireplace with custom built-in shelving. The gourmet kitchen is a standout with an oversized quartz island, perfect for entertaining and everyday living. The downstairs includes private in-law quarters, ideal for guests or multi-generational living. Step outside to enjoy a beautifully designed paver patio and a fully equipped sprinkler system that keeps the landscaping lush year-round. This home blends thoughtful design with high-end finishes in every detail.

1149 Edinburgh Parkway, South Chesapeake
1037 Poquoson Crossing, South Chesapeake
$750,000
4 Beds ⋅ 3.1 Baths ⋅ 10628790 MLS
Welcome home to this beautifully updated property offering modern comfort and effortless style. The open-concept layout creates a bright, inviting flow perfect for both everyday living and entertaining. The fully renovated kitchen features quartz countertops, brand-new stainless steel appliances, and stylish finishes throughout. Fresh new carpet and completely updated bathrooms make this home truly move-in ready. Step outside to a beautifully landscaped, private lot that offers the perfect setting to relax or host gatherings. Located in a sought-after neighborhood packed with amenities, residents enjoy access to a community pool, basketball court, tennis courts, multiple parks, baseball and soccer fields, and scenic walking paths. A rare opportunity to enjoy updated living in a vibrant, amenity-rich community.

1037 Poquoson Crossing, South Chesapeake
2223 Summer Breeze Road, South Chesapeake
$705,000
5 Beds ⋅ 3.1 Baths ⋅ 10628504 MLS
The Palermo. Located in the highly sought-after Grassfield High School district, this beautifully updated home offers both convenience and luxury just minutes from I-64, I-464, Greenbrier, and Downtown Norfolk. Nestled on a private, wooded lot, the backyard is an entertainer’s dream featuring a lighted fence, expansive stone hardscaping, a gas fireplace, and a fully equipped outdoor kitchen with sink and bar seating. Inside, the home showcases a thoughtfully designed layout with a first-floor bedroom and private full bath, great for guests or multigenerational living. The upgraded kitchen boasts double ovens, an oversized island with counter-height seating, and an additional bar area along the sink. An extended rear addition creates a spacious breakfast area and an oversized family room, complemented by a stunning stone fireplace in the den and vaulted ceilings throughout. Upstairs, you’ll find five additional rooms, including the luxurious primary suite and a full media room.

2223 Summer Breeze Road, South Chesapeake
804 Erik Paul Drive, South Chesapeake
$465,000
4 Beds ⋅ 2 Baths ⋅ 10627082 MLS
Beautiful Brick ranch in sought-after school district! Well maintain 4 bedrooms and 2 full bathroomsthat host SS appliances, LVP flooring, fireplace and huge loft/bonus room. Ready to move in! A truly unique home in a highly desirable community—don’t miss this rare find.

804 Erik Paul Drive, South Chesapeake
621 Wickwood Drive, South Chesapeake
$732,000
5 Beds ⋅ 3 Baths ⋅ 10624206 MLS
Looking for a beautiful home with a pool? Welcome home to this stunning 5-bedroom, 3 full bath brick Colonial offering 3,850 SQFT of beautifully designed living space and exceptional features throughout. Gourmet kitchen, complete with luxury countertops, a huge island great for prepping dinner, an Electrolux convection stove with gas, stainless steel appliances, under-cabinet lighting, and spacious pantry. Sunroom filled with natural light and pool views. Family room w/gas fireplace. The primary suite is a true retreat featuring a stylish ensuite bath with double sinks, jetted tub, heated towel rack, and large walk-in shower. Additional highlights include a downstairs full bathroom with walk-in shower, a walk-in attic for storage, and more. Step outside to your own private oasis featuring a saltwater pool that is low maintenance. Large deck great for cookouts. This exceptional home offers the space, upgrades, and timeless charm you’ve been searching for. Call today to see it!

621 Wickwood Drive, South Chesapeake
2220 Battery Park Rd, South Chesapeake
$435,000
6 Beds ⋅ 2.1 Baths ⋅ 10623165 MLS
Hard to know where to start with this one! Large 1/3~ acre lot with extensively renovated 6 bedroom home with tons of room and style. Ample driveway includes new concrete that leads to over 700 sq ft of attached garage space. Awesome setup for workshop, cave, etc. All new interior cosmetics including lvp and carpet flooring, fresh paint and all new fixtures. Bathrooms completely remodeled. Gorgeous kitchen with quartz tops, full stainless appliance package. New electric fireplace in great room. 3 bedrooms including primary on the 1st floor and 3 bedrooms on the 2nd floor. Peace of mind with new HVAC, architectural roof, and water heater, the backup generator works but conveys as is. Windows not previously replaced are new. New deck in privacy fenced backyard that includes a storage shed. This is a truly unique home that you need to see to appreciate. This is a ton of house for the purchase price, c'mon!

2220 Battery Park Rd, South Chesapeake
1245 Taft Road, South Chesapeake
$720,000
4 Beds ⋅ 2.1 Baths ⋅ 10621090 MLS
Located in the sought-after Hickory area of Chesapeake, this 3,400+ sq ft brick ranch sits on 5 private acres and offers exceptional potential. Featuring 4 bedrooms, 2.5 baths, an open layout, spacious primary suite, large living areas, wood deck, and both a 2-car attached garage plus an additional 1-car detached garage, the property provides space, flexibility, and long-term value. Zoned A1 and surrounded by substantial acreage properties, this is an ideal opportunity to renovate, expand, or customize to your vision. Unfinished space allows for a possible additional bedroom or second primary suite with expanded bath and closet. A rare chance to create a standout estate in one of Chesapeake’s most desirable rural settings.

1245 Taft Road, South Chesapeake
3116 Ferncliff Court, South Chesapeake
$448,000
4 Beds ⋅ 3.1 Baths ⋅ 10587868 MLS
Welcome home!! This renovated unit is ready for a new owner. This beautiful 4 bedroom, 3.5 bathroom home is exactly what you've been looking for as it's nestled in a quiet cul-de-sac with a deck overlooking the creek. With new carpet, flooring, and pristinely painted walls and ceilings, two en-suites, a spacious laundry room and oversized garage. The property has ample living space on the first floor with a bonus room to serve as an office, playroom, or formal living room. Make this your first and last stop of the day!

3116 Ferncliff Court, South Chesapeake
2049 Christian Avenue, South Chesapeake
$165,000
4 Beds ⋅ 2 Baths ⋅ 10632601 MLS
Unlock the potential of this Chesapeake property—an exceptional opportunity for investors, builders, or buyers ready to take on a project. Situated on a desirable corner lot and offering larger square footage than several nearby investor comps, this property presents strong upside potential and plenty of room for profit. Offered as-is, where-is, the seller will make no repairs. Whether you're planning a full renovation, repositioning for resale, redevelopment, or a buy-and-hold investment, the possibilities here are undeniable. With nearby development this area is experiencing continued growth, making this a prime opportunity for investors. Conveniently located with easy access to major routes, shopping, and dining, this property is priced with its condition in mind and ready for your vision. Excellent ROI opportunity—bring your plans and secure your next successful project.

2049 Christian Avenue, South Chesapeake
1442 Titchfield Drive, South Chesapeake
$280,000
2 Beds ⋅ 2.1 Baths ⋅ 10630053 MLS
Well-maintained condo ideally located just minutes from Greenbrier shopping, dining, and major interstates. This home features two spacious bedrooms, each with its own private en suite bath, offering comfort and privacy; perfect for roommates, guests, or family. The main level boasts a generous living area with an open layout, ideal for both relaxing and entertaining. Bright and inviting throughout, with ample storage and functional flow. Conveniently situated near retail, restaurants, and everyday amenities while maintaining a tucked-away feel. A great opportunity for low-maintenance living in a highly desirable location!

1442 Titchfield Drive, South Chesapeake
1906 Dawnee Brook Trail S, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10630246 MLS
Don't miss this beautifully maintained 3 bedroom, 2.5 bath home tucked away on a peaceful cul-de-sac in Chesapeake. Featuring two spacious living areas, this home offers plenty of room to relax and entertain. One living area boasts a cozy fireplace, built-in storage, and warm natural light. The updated kitchen is complete with stainless steel appliances, ample cabinetry, and generous counter space to make cooking and hosting effortless. Upstairs, you'll find a spacious primary bedroom with a private en suite and a large walk-in closet. Two additional well-sized bedrooms and a shared bathroom round out the top floor. Step outside to your inviting backyard with a deck, great for grilling during those nice weather days. HVAC was replaced in 2023 and the water heater was replaced in 2025. Conveniently located with easy access to shopping, dining, and nearby military bases, this house is waiting for its next owner to make it a home!

1906 Dawnee Brook Trail S, South Chesapeake
800 Dunwood Court, South Chesapeake
$715,000
6 Beds ⋅ 3.1 Baths ⋅ 10629492 MLS
Nestled on a quiet cul-de-sac in the highly sought-after Cheshire Forest, this exceptional brick residence offers 3,700 square feet of refined living with 6 bedrooms, including a FROG and finished third floor—perfectly designed for both everyday living and elevated entertaining. The main level showcases a spacious eat-in kitchen, elegant formal dining and living rooms, and a private office adorned with custom wood cabinetry and built-in desk. A luxurious first-floor primary suite features a walk-in closet, updated dual vanities, a soaking tub, and a beautifully tiled glass shower. Step outside to a private backyard oasis with serene wooded views and no rear neighbors—enjoy relaxing on the deck or screened porch, or gathering in the expansive yard. Complete with a 2-car garage and extended driveway for ample parking.

800 Dunwood Court, South Chesapeake
821 Saddleback Trail Road, South Chesapeake
$610,000
4 Beds ⋅ 2.1 Baths ⋅ 10628365 MLS
Stop scrolling—this is the one buyers wait for. Over $68,000 in recent upgrades already done for you. Brazilian cherry hardwood floors (2024), new second-floor carpet (2024), fresh interior and porch paint (2024), and modern lighting throughout. Fully renovated bathrooms (2025) feature a custom walk-in shower with bench and niche. The kitchen delivers with stainless steel smart appliances (2024) and a there's an upstairs remodeled laundry space (2024). Smart home features include thermostat and doorbell camera. Exterior upgrades include vinyl fence (2024), custom wood shutters (2024), new front and back doors (2024), landscaping with fire pit (2025), and epoxy garage floor (2024) with smart openers (2025). 30-year architectural roof (2022). Sq ft per seller is 2373. Move-in ready—no projects, just move in and win.

821 Saddleback Trail Road, South Chesapeake

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.

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