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1153 Waters Road, South Chesapeake
$300,000
2 Beds ⋅ 1 Baths ⋅ 10658774 MLS
Discover 1.5 acres in the heart of Great Bridge, offering a country feel with everyday conveniences nearby. Explore the possibilities of renovating the existing home or starting fresh with a new home designed around your vision. The spacious parcel offers potential for a new residence and large detached workshop, subject to zoning, septic requirements and necessary approvals. Served by city water and a septic system, the property is conveniently located near Great Bridge Elementary, Middle and High schools. Enjoy the space and setting of acreage while remaining close to shopping, dining and local amenities. Property is being sold strictly as-is; the seller will make no repairs.

1153 Waters Road, South Chesapeake
205 Thrasher Road, South Chesapeake
$299,999
3 Beds ⋅ 1.1 Baths ⋅ 10654604 MLS
Solid Bones. Endless Potential. Bring Your Vision. In the heart of Greenbrier. This all brick ranch with attached 1 car garage has a huge fenced back yard with large storage shed . Property has been very well maintained. Convenient to shopping, interstates, Hospital and restaurants. This is a rare chance to own a home with a strong, well-built structure and the freedom to make it your own. Great property for the investor, renovator, or hands-on buyer who can see what the home can become. Solid structure, a great foundation for a remodel. Needs vision and a little TLC. Room to build equity through updates. Sold strictly as-is, where-is. Seller makes no repairs or warranties. Buyers are encouraged to complete their own inspections and due diligence.

205 Thrasher Road, South Chesapeake
1519 Rollesby Way, South Chesapeake
$299,900
3 Beds ⋅ 2.1 Baths ⋅ 10651219 MLS
Looking for low-maintenance living without giving up space? This 3-bedroom, 2.5-bath condo in the heart of Greenbrier has plenty to offer! The bright living area features great natural light, while the spacious kitchen provides plenty of cabinet and counter space, a walk-in pantry, and an easy flow into the dining area. A first-floor bedroom gives you options for guests, an office, or additional living space. Go outside to your private fenced patio for morning coffee, grilling, or relaxing. Upstairs are two spacious bedrooms, each with a private bath and walk-in closet. The primary bath includes a soaking tub and separate shower. Even laundry gets an upgrade with a second-floor laundry room and utility sink! Community amenities include a pool, yard maintenance, trash pickup, sewer, and water. Within close proximity to Greenbrier shopping, dining, and interstates.

1519 Rollesby Way, South Chesapeake
1540 Eldwick Drive #206, South Chesapeake
$295,130
2 Beds ⋅ 2 Baths ⋅ 10659134 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #206, South Chesapeake
1540 Eldwick Drive #303, South Chesapeake
$295,130
2 Beds ⋅ 2 Baths ⋅ 10650606 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #303, South Chesapeake
1528 Hambledon Loop, South Chesapeake
$295,000
3 Beds ⋅ 2.1 Baths ⋅ 10656711 MLS
Welcome to 1528 Hambledon Loop, a desirable end-unit in Brighton Park at Greenbrier! This 3-bedroom, 2.5-bath home, 2 master bedrooms with ensuites offers a comfortable floor plan with the added privacy and natural light of an end-unit location. Recent updates include a NEW water heater, offering added peace of mind for the next homeowner. Enjoy the convenience of low-maintenance community living with access to neighborhood amenities, including 2 community pools. Ideally located in Chesapeake’s Greenbrier area, close to shopping, dining, entertainment and major roadways. Whether you're a first-time buyer, looking for additional space, or seeking a convenient Chesapeake location, this home is ready for its next owner. Schedule your showing today!

1528 Hambledon Loop, South Chesapeake
816 Shenandoah River Road, South Chesapeake
$295,000
2 Beds ⋅ 2 Baths ⋅ 10654480 MLS
Welcome to 816 Shenandoah River Road! Spacious 2 bedroom 2 bathroom condo tucked away in established Riverwalk! This move in ready home offers a cool modern feel with many updates throughout. Main living area welcomes you with fresh paint and LVP flooring. Kitchen has been updated to include custom cabinetry, quartz countertops and tile backsplash. One bedroom / bath occupy first floor and One bedroom / bathroom occupy second floor. Association is responsible for all exterior maintenance to include grounds and roof. Skylights were replaced in 2026. Enjoy all the riverwalk community has to offer, including Clubhouse, Pool, Tennis Courts, Boat Ramp, Playgrounds, Walking Trails and trash pickup.

816 Shenandoah River Road, South Chesapeake
1 Sandy Point Lane Unit 216, South Chesapeake
$295,000
3 Beds ⋅ 2 Baths ⋅ 10648784 MLS
Welcome to easy, low maintenance living at 1 Sandy Point Lane #216! This beautifully refreshed condo offers an open layout, fresh paint, and a 2025 kitchen remodel that brings a modern feel to the heart of the home. Major systems are already in place with a 2019 HVAC and 2021 water heater, giving you added peace of mind. The main living space has been freshly painted in a neutral color, ready for your personal touch! The HOA takes care of the details that make condo living truly convenient, including building and grounds maintenance, roof, master insurance, water, sewage, biweekly trash pickup, and 2 assigned parking spaces. Residents also enjoy an impressive array of community amenities, including a pool, picnic area, gazebo, and 1,700 square foot clubhouse available for both private gatherings and community events. With thoughtful updates, a desirable open-concept design, and amenities that simplify everyday living, this is a home that lets you spend less time on maintenance and more time enjoying the lifestyle.

1 Sandy Point Lane Unit 216, South Chesapeake
1313 Quail Creek Hollow Unit C, South Chesapeake
$294,900
2 Beds ⋅ 2.1 Baths ⋅ 10644570 MLS
Price Improvement! Take advantage of this exceptional value and add your personal touch with a few cosmetic updates. Private end-unit in desirable Greenbrier Fairways with a first-floor primary suite and spacious second bedroom. Versatile loft with closet overlooks the great room, great for an office, flex space, or potential third bedroom. Kitchen features ample cabinetry, pantry, and breakfast bar. Enjoy a backyard patio and attached storage shed. HVAC & roof (2019), flooring (2017), paint (2023). FHA/VA approved, pet-friendly (up to 35 lbs), and low condo fees. Move-in ready and well maintained! Perfect location to many corporate businesses including Dollar General corporate office, Chesapeake Regional Hospital. Great condo for traveling nurses, relocation for temps, investor for rental opportunity or for Buyer looking to pay less than rent!

1313 Quail Creek Hollow Unit C, South Chesapeake
2502 Livesay Road, South Chesapeake
$290,000
3 Beds ⋅ 2 Baths ⋅ 10650500 MLS
Welcome home to this charming 1,224-square-foot home with a comfortable layout and plenty to offer. Inside, you'll find an updated kitchen and bathrooms, inviting living spaces, and a home that's been freshly cleaned and is ready for its next chapter. A little fresh paint gives the new owner an easy opportunity to add their own style. Outside, enjoy a manageable yard and convenient driveway parking. Whether you're buying your first home, downsizing, or looking for an investment, this one is worth a look!

2502 Livesay Road, South Chesapeake
708 Nottaway Drive, South Chesapeake
$289,900
2 Beds ⋅ 2.1 Baths ⋅ 10657099 MLS
Welcome to this spacious townhouse in Chesapeake in a great location with NO HOA!! The bright kitchen features a butler's window to provide a convenient pass-through for serving between the kitchen and dining area. The living room opens from the dining room and features a wood-burning fireplace as a centerpiece. Sliding glass doors lead from the living room to the back patio and fenced yard. Upstairs, you'll find two large bedrooms, each with its own ensuite bathroom and plenty of closet space. The primary bedroom also features a second wood-burning fireplace, creating a comfortable space to relax. Conveniently located near shopping, dining, schools, and major roadways. Property updates include a new tank water heater (2022), downstairs flooring (2022), fresh carpet and paint (2026), updated kitchen and bathroom faucets (2026), and a new backyard fence (2026). Water heater warranty may convey.

708 Nottaway Drive, South Chesapeake
300 San Roman Drive, South Chesapeake
$289,900
2 Beds ⋅ 1.1 Baths ⋅ 10655553 MLS
Welcome to this beautifully refreshed 2-bedroom, 1.5-bath townhome tucked away on a quiet cul-de-sac in sought-after Las Gaviotas. Head inside to a spacious living area featuring a cozy brick fireplace and an inviting floor plan perfect for relaxing or entertaining. Recent updates include fresh paint, new flooring and carpet, updated full bath, new rear deck, front porch railing, sliding glass doors, gutters, and water heater. Energy-efficient windows and kitchen appliances were replaced in 2020. Upstairs offers two generously sized bedrooms, a dual-entry full bath, and large hall closet for extra storage. Enjoy a private fenced backyard and new deck, perfect for morning coffee, grilling, or unwinding. Conveniently located near shopping, dining, parks, interstates, Chesapeake City Hall, and Grassfield schools. Move-in ready and waiting for its new owner!

300 San Roman Drive, South Chesapeake
1547 Orchard Grove Drive, South Chesapeake
$289,000
2 Beds ⋅ 2 Baths ⋅ 10654011 MLS
**SELLER OFFERING A 1-YEAR INTEREST RATE BUYDOWN!** Tucked away on a quiet street in Orchard Grove, this spacious 2-bedroom, 2-bath condo has more to offer than meets the eye! Soaring ceilings, skylights, and a gas fireplace make the living room feel bright, open, and inviting. The updated kitchen features new cabinets, quartz countertops, stainless steel appliances, and a dedicated coffee bar to start your mornings right! Need extra space? The upstairs loft offers endless possibilities for a home office, workout area, hobby room, or additional flex space. Enjoy the convenience of condo living with shopping, dining, military installations, and interstate access just minutes away. **Updated kitchen, flexible living space, and a seller-paid interest rate buydown. What's not to love? Schedule your showing today!**

1547 Orchard Grove Drive, South Chesapeake
1346 River Birch Run, South Chesapeake
$279,900
3 Beds ⋅ 1.1 Baths ⋅ 10645266 MLS
Do not miss this move-in-ready end-unit townhouse in the heart of Greenbrier! It offers 3 bedrooms, 1.5 baths, and 1,244 square feet. The kitchen, bathrooms, roof, and HVAC have all been updated within the past 5–7 years. All appliances convey. The home features an open layout, a spacious living room with a cozy fireplace, an updated kitchen, LVP flooring throughout the main level, and carpeting upstairs. Outside, enjoy a private, fully fenced backyard with a storage shed. Two assigned parking spaces add convenience. Located near Greenbrier’s shopping, restaurants, and major commuter routes. Schedule your showing today! Installation of New Tub is available if desired.

1346 River Birch Run, South Chesapeake
904 Brice Court, South Chesapeake
$274,900
10588694 MLS
You finally found a lot for sale in Great Bridge - in a subdivision - in a cul-de-sac-ready for your house to be platted - need a builder - no problem - got it covered yourself - no problem - give us a call - Great Bridge School District at every level -Whether you're an investor, builder, or future homeowner, this is a rare opportunity to secure a premium piece of land in a desirable neighborhood - ready for development—don’t miss out! This lot offers the perfect blend of privacy and community.

904 Brice Court, South Chesapeake
2524 S Battlefield Boulevard, South Chesapeake
$274,000
10638706 MLS
Excellent development opportunity in the Hickory area of Chesapeake. This mostly wooded parcel offers the opportunity to build a custom home in a well-established area with convenient access to shopping, dining, recreation, and major commuter routes. The residence originally built in 1957 was demolished and cleared in 2020. City water is available. Buyer to perform all due diligence regarding development potential, zoning, utilities, access, lot dimensions, and building requirements. Use caution when driving onto and walking the property due to overgrowth. Do not enter neighboring properties. Old and new surveys are available.

2524 S Battlefield Boulevard, South Chesapeake
22 AC Johnson Lane, South Chesapeake
$270,000
10657414 MLS
Seclusion starts with the land. Approximately 22.42 acres offer a wooded setting for those who value privacy and the opportunity to create something exceptional. A straight, 60 foot wide, flag-lot approach from Johnson Lane leads toward the larger acreage, where thoughtful planning and selective clearing could shape a custom homesite while preserving the surrounding trees. Imagine a home designed around your priorities, outdoor living framed by nature and the quiet distinction of a setting that feels entirely your own. The wide, cleared path along the south side extends to the rear, giving you a closer look at the landscape and its possibilities. With approximately 22.07 acres in Chesapeake, VA, and 0.35 acre in Moyock, NC, this lot brings together substantial acreage, wooded character and an inspiring canvas for your vision.

22 AC Johnson Lane, South Chesapeake
500 Judah Way Unit 123, South Chesapeake
$270,000
2 Beds ⋅ 2 Baths ⋅ 10656973 MLS
Tucked away in a private, gated enclave, this bright and modern condo offers peaceful, low-maintenance living with controlled entry and security! Elevator access to the 2nd floor. This unit has an open and spacious floor plan, updated kitchen, dining area, family room, two new balconies with two primary suites. Private first-floor storage room plus two reserved parking spaces. Condo fees include Fitness Center, Gathering Room with outdoor grill area, security, grounds maintenance and trash pickup. Private yet convenient in Greenbrier near Chesapeake City Park, shopping, dining and interstates. Schedule your private showing today!

500 Judah Way Unit 123, South Chesapeake
1514 Orchard Grove Drive, South Chesapeake
$269,900
2 Beds ⋅ 2 Baths ⋅ 10657524 MLS
Welcome home to Orchard Grove Condominiums in Chesapeake! This spacious 2-bedroom, 2-bathroom condo offers a flexible floor plan with plenty of room to relax, entertain, work from home, and unwind, plus access to a community pool. Step inside to a bright and inviting living area, where a vaulted ceiling, fireplace, and abundant natural light create a welcoming place to gather or relax. The open layout flows into the dining area and kitchen, featuring generous cabinet and counter space, a full appliance package, and a breakfast bar for casual dining. The downstairs primary suite offers the convenience of main-level living with an ensuite bath featuring a soaking tub and separate shower. Upstairs, a second bedroom with its own full ensuite bath provides another private retreat. The open loft adds even more flexibility as a home office, reading nook, media area, or additional guest space. The enclosed sunroom offers another inviting bonus space for morning coffee, plants, reading, or simply relaxing. Additional storage adds everyday convenience. Located in Greenbrier, the home is conveniently situated near shopping, dining, Greenbrier Mall, and major highways, providing easy access throughout Chesapeake and Hampton Roads. Residents can also enjoy the Orchard Grove community pool. There is a lot to love about this home. Do not miss the opportunity to make this Orchard Grove condo your own!

1514 Orchard Grove Drive, South Chesapeake
1641 Orchard Grove Drive, South Chesapeake
$269,900
2 Beds ⋅ 2 Baths ⋅ 10645506 MLS
This fantastic move-in-ready condo has undergone numerous recent upgrades (too many to list).LVP flooring and carpet, fresh paint throughout. 1st floor features include a BR with an attached bath and soaring vaulted ceilings. Tucked away in a private area, this property backs up to a private grassy area. Community amenities include a pool.

1641 Orchard Grove Drive, South Chesapeake
1250 Corkwood Circle, South Chesapeake
$269,000
3 Beds ⋅ 2.1 Baths ⋅ 10649987 MLS
Move in condition Freshly painted. New carpets, flooring and kitchen cabinets. Close to interstate Close to Oak Grove Park

1250 Corkwood Circle, South Chesapeake
1063 Still Harbor Circle, South Chesapeake
$268,500
2 Beds ⋅ 1.1 Baths ⋅ 10648888 MLS
LOVELY TOWNHOUSE FRESHLY PAINTED. FEATURES 2 LARGE BEDROOMS. KITCHEN UPDATED, NEW STOVE, NEW HOOD, NEW DISHWASHER, NEW FANCY SINK WITH FAUCET AND EXTRAS. ELECTRIC HEAT PUMP -2023, NEW WATER HEATER. LAUNDDRY ON 2ND FLR. FENCED REAR YARD. CONVENIENT TO SHOPPING, DINING AND SCHOOLS, GREENBRIER MALL, UNIVERSITIES AND I64. MINUTES TO MILITARY BASES. LOW HOA FEES, NO CONDO FEES.

1063 Still Harbor Circle, South Chesapeake
1414 Loose Strife Place, South Chesapeake
$268,000
3 Beds ⋅ 2 Baths ⋅ 10654280 MLS
Experience airy, sun-drenched living in this beautifully updated two-story home. Enjoy an open living and dining space elevated by soaring ceilings, architectural skylights, and expansive windows that maximize natural light. Refreshed in 2026, the interior showcases brand-new flooring across both levelsfresh paint, and a new water heater. The fully serviced HVAC ensures year-round comfort. The sleek kitchen features premium granite countertops, stainless steel appliances, and a breakfast bar. A rare main-level bedroom and full bath offer ultimate flexibility. Upstairs, the primary retreat boasts vaulted ceilings, a walk-in closet, and an upgraded bath. Complete with clever storage and 2 assigned spaces, this home sits in a vibrant neighborhood featuring scenic ponds, green spaces, a pool, and a playground.

1414 Loose Strife Place, South Chesapeake
1974 Woodgate Arch, South Chesapeake
$267,500
2 Beds ⋅ 1.1 Baths ⋅ 10650836 MLS
Remodeled townhome around the corner from all your daily necessities including restaurants, shopping, interstate access and parks. New paint, new carpet, new LVP flooring, updated kitchen with new appliances, new light fixtures and hardware throughout, new bathrooms.

1974 Woodgate Arch, South Chesapeake
923 Ketch Court, South Chesapeake
$264,700
2 Beds ⋅ 1.1 Baths ⋅ 10653128 MLS
Location! Location! Ready to move in for someone who will really take care of the property. Brick front, end unit townhome, located in the heart of Greenbrier just minutes to shops, restaurants, mall (incl proposed Costco), banks, groceries, City Park, Sams club, I-64, Outlet mall, Naval bases, etc. Whether you are a 1st time buyer or downsizing, you will be spoiled with the conveniences around you. Good size bedrooms. New Roof, 2yrs old Washer & Dryer, Wood & Ceramic flooring, Double SS kitchen sink. Fenced in backyard with a storage shed. Great starter home!

923 Ketch Court, South Chesapeake
423 Seahorse Run, South Chesapeake
$262,500
2 Beds ⋅ 2.1 Baths ⋅ 10650478 MLS
PRICE REDUCED-WOW-Come see this beautiful 2 bedroom 2.5 bath condo in Mariner's Quay with 3rd floor loft and ready for you to move in-located in Riverwalk and near shopping and major routes. The eat-in kitchen is open with electric range, dishwasher and refrigerator. The primary bedroom is well proportioned with carpeting-the remaining bedroom is also good sized-bathrooms feature tub/shower combinations-the outdoor shed is there for extra storage. SOLD AS-IS, with no repairs by Seller. This property may qualify for Seller Financing (Vendee). If Property was built prior to 1978, Lead Based Paint Potentially Exists.

423 Seahorse Run, South Chesapeake
1021 Roundtable Court, South Chesapeake
$260,000
3 Beds ⋅ 1.1 Baths ⋅ 10657685 MLS
Welcome to 1021 Roundtable Court! This beautifully renovated, move-in-ready Chesapeake home offers modern upgrades, stylish finishes and exceptional convenience! Enjoy fresh interior paint, updated flooring, new lighting, updated trim and new blinds throughout. The refreshed kitchen features brand-new stainless steel appliances, including a refrigerator, electric range, microwave, and garbage disposal. Both bathrooms feature updated vanities, faucets, and fixtures. Additional improvements include new interior and exterior doors, storm doors, updated vinyl siding, exterior trim, and a replacement window. Enjoy modern technology with a smart ceiling fan that operates by remote or through a Wi-Fi-connected app. The washer and dryer also convey, making your move even easier! The roof and HVAC system were replaced approximately 10 years ago. With extensive interior and exterior improvements, this home offers the comfort, style, and convenience today’s buyers appreciate. This one is a gem - you don't want to miss out! Schedule your showing today!

1021 Roundtable Court, South Chesapeake
1769 Land Of Promise Road, South Chesapeake
$260,000
10655642 MLS
Lot is 25 cleared acres and located offroad. Easy access is by a recorded right of way. There is a crushed-asphalt path back to this lot and runs down the center of the 25 acres. The left side of the lot is longer than right side by 362'. Soybeans are currently growing. Do not drive on plants. The lot behind this one is also for sale, can be sold with or sold alone. Second parcel is directly behind this parcel and consists of 37.28 acres. Buyers must do their own due diligence, but it is the understanding of the sellers that one home may be built on each of the two lots. Recorded plat is available.

1769 Land Of Promise Road, South Chesapeake
2432 Youngman Road, South Chesapeake
$259,900
2 Beds ⋅ 1 Baths ⋅ 10657727 MLS
MUST SEE! Beautiful move-in ready home with fantastic updates, including a new roof, siding, flooring, appliances, fresh paint, and more. Features spacious bedrooms, an open-concept layout, and a great kitchen. Situated on a large lot (nearly 6,800 sq. ft.) with a massive backyard offering endless possibilities. Conveniently located near shopping, dining, military bases, and the airport. Schedule your private tour today!

2432 Youngman Road, South Chesapeake
708 Inlet Quay Unit B, South Chesapeake
$259,000
2 Beds ⋅ 2 Baths ⋅ 10630690 MLS
Well desired community. First Floor corner unit, move-in ready. Beautiful wood flooring, updated appliances, large primary bedroom with bathroom. Condo amenities include a pool, clubhouse, tennis courts and close to trails.

708 Inlet Quay Unit B, 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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