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3004 Kilbride Drive, Central Chesapeake
$290,000
3 Beds ⋅ 1 Baths ⋅ 10656626 MLS
A large detached garage with high ceilings and power sets this 3-bedroom, 1-bath home apart! Offering exceptional flexibility for parking, storage, a workshop, hobbies, or additional workspace, the garage is a standout feature you won’t want to miss. Inside, the kitchen featuring a double oven flows seamlessly into the living room, creating an inviting open layout that works well for everyday living and entertaining. The kitchen also has a separate gas cooktop and a functional design with great potential. Outside, enjoy the backyard deck, great for relaxing, grilling, or entertaining. With a combination of a spacious detached garage, open living area, gas cooking, and outdoor living space, this home offers features that make it stand out. Come see all this property has to offer and how close it is to key areas of Norfolk, Chesapeake, and Va. Beach!

3004 Kilbride Drive, Central Chesapeake
2426 Livesay Road, South Chesapeake
$290,000
4 Beds ⋅ 2 Baths ⋅ 10654129 MLS
Come see this updated 4 Bed, 2 Bath home in Chesapeake! Recent improvements include fresh paint throughout, new carpet, new LVP flooring, and a refreshed kitchen featuring new cabinets and appliances. Additional updates include a new HVAC system and new ductwork. Outside, enjoy a fully fenced backyard offering plenty of space for outdoor activities and entertaining. Some photos have been AI Generated to help show case the homes true potential.

2426 Livesay Road, South Chesapeake
1547 Orchard Grove Drive, South Chesapeake
$290,000
2 Beds ⋅ 2 Baths ⋅ 10654011 MLS
Welcome home to easy living in Orchard Grove! This spacious 2-bedroom, 2-bath condo offers a flexible layout designed for both everyday comfort and entertaining. Start your morning at the dedicated coffee bar before settling into the light-filled living room, where soaring ceilings and skylights create an open, airy feel. When the weather cools down, the gas fireplace makes the perfect spot to unwind. The updated kitchen features new cabinets, quartz countertops, stainless steel appliances, and plenty of space for preparing meals and gathering. Upstairs, the loft adds even more flexibility—create a home office, workout space, reading nook, hobby room, or explore modifications for an additional sleeping area. With two bedrooms and two full baths, there’s room to spread out while still enjoying the convenience of condo living. Orchard Grove puts shopping, dining, interstate access, military installations, and everyday conveniences nearby, making it easy to spend less time getting where you need to go and more time enjoying home.

1547 Orchard Grove Drive, 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 locationwith 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.

708 Nottaway Drive, South Chesapeake
718 Osborn Avenue, Central Chesapeake
$289,900
3 Beds ⋅ 1.1 Baths ⋅ 10656065 MLS
Don’t miss this charming brick starter home offering 3 bedrooms, 1.5 baths, and just under 1,200 sq. ft. The updated kitchen, newer roof, HVAC, and windows (all under 5 years old) provide peace of mind, while the fully fenced backyard offers plenty of space to relax or play. Conveniently located near interstates, military bases, shopping, and restaurants, and zoned for Indian River schools. A great opportunity to add your personal touches and make it your own!

718 Osborn Avenue, Central 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
405 Keith Court, Central Chesapeake
$289,900
3 Beds ⋅ 1 Baths ⋅ 10651997 MLS
Beautifully updated ranch home with open floor plan! New kitchen with soft close cabinets, new granite countertops and new stainless steel appliances! New LVP flooring in the main living areas and new carpeting the bedrooms! New fixtures and fresh paint throughout! New roof! Updated bathroom with tile! Good sized fenced in yard! Back corner of the yard backs up to Plymouth park which is just around the corner with some playground equipment and a walking path to get your steps in while the kids play! Closing cost assistance available with acceptable offer.

405 Keith Court, Central Chesapeake
1302 Portlock Road, Central Chesapeake
$289,900
3 Beds ⋅ 1 Baths ⋅ 10651587 MLS
Welcome to 1302 Portlock Road, where thoughtful updates and modern style come together to create a home that is truly ready to enjoy! From the moment you arrive, you’ll appreciate the fresh exterior paint, newer windows, and desirable corner-lot setting. Inside, the beautifully upgraded kitchen is sure to impress, featuring granite countertops, new cabinetry, and stainless-steel appliances, including a refrigerator, range, and microwave. The updated bathroom features attractive tiled walls, while new LVP flooring throughout provides a fresh, contemporary feel. The list of improvements continues with updated HVAC, water heater, smoke detectors, lighting fixtures, ceiling fans, interior door locks and hinges, plus fresh interior and exterior paint. These updates provide the perfect combination of style, comfort, and peace of mind. And there’s even more outside! The oversized storage shed with electrical offers an ideal space for a workshop, hobbies, projects, or additional storage. With extensive updates, modern finishes, a spacious corner lot, and a fantastic workshop/storage space, this home offers exceptional value and is ready for its next owner. Come see all that 1302 Portlock Road has to offer—you won’t want to miss this one!

1302 Portlock Road, Central Chesapeake
2917 Berkley Avenue, Central Chesapeake
$289,500
3 Beds ⋅ 1 Baths ⋅ 10652243 MLS
Charming 3-bedroom, 1-bath home offering comfortable living space on a nice sized lot. Fully RENOVATED...NEW GUTTERS, NEWER ROOF, NEW HVAC, NEW GAS WATER HEATER, NEW DRIVEWAY, Vinyl Windows. The floors are equipped with Water Proof Luxury Vinyl Plank Flooring and Plush Carpeting in the ample sized bedrooms. The Kitchen is stacked with QUARTZ COUNTERTOPS, BRAND NEW SOFT-CLOSE CABINETS & DRAWERS, Brand New STAINLESS STEEL APPLIANCES. Outside, you’ll find a partially fenced yard with plenty of potential for pets, gardening, or outdoor entertaining. Double-Wide Detached shed out back great for extra storage and a workshop. A great opportunity for first-time buyers or down-sizers. Move-in ready with stylish updates throughout and you can purchase with peace of mind. Don’t miss this unique opportunity. Some images have been virtually enhanced and/or AI-generated for illustrative purposes to highlight its potential. Schedule your showing today!

2917 Berkley Avenue, Central Chesapeake
322 Holyoke Lane, South Chesapeake
$287,000
2 Beds ⋅ 2.1 Baths ⋅ 10651614 MLS
Come fall in love with this beautiful move-in ready corner unit in sought-after Greenbrier. You will be impressed by this spacious & bright open-concept layout connecting the living & dining areas, the updated kitchen with granite countertops & SS appliances. Kitchen & half bath grouted tile. New flooring downstairs in 2025. Home features 2 large bedrooms with 2 full en-suite baths & 2 large walk-in closets. Enjoy private enclosed patio with additional storage. Appl. working, but convey "as is". Condo fees include inground pool, trails with park benches, water, sewer, trash, grounds maintenance & master insurance policy. Minutes from shopping, dining & entertainment. Easy access to VAB oceanfront. Schedule a tour today!

322 Holyoke Lane, South Chesapeake
1128 Decatur Street, Central Chesapeake
$285,000
3 Beds ⋅ 2.1 Baths ⋅ 10651557 MLS
Adorable 3 bedroom 2 1/2 bathroom 1500 square ft home in historic South Norfolk! This house features granite counter tops, luxury flooring, 2 year old roof, brand new HVAC system with all new duct work, fenced in backyard, cute front porch, handicap ramp in back and detached garage. All appliances convey and new home owner is welcome to keep all Roku TVs and freezer chest! Come and tour this cute bungalow and make it your own! Home is sold as is.

1128 Decatur Street, Central Chesapeake
3010 Menands Drive, Central Chesapeake
$285,000
3 Beds ⋅ 1 Baths ⋅ 10648672 MLS
Fully renovated 3-bedroom ranch — move-in ready, zero renovation timeline needed. Every major system and finish has been updated: a brand-new 30-year roof (July 2025), a completely reimagined kitchen with Harbour Town slow-close cabinetry, quartz countertops, and new stainless appliances (refrigerator, electric range, dishwasher), plus an all-new bathroom, fresh paint throughout, and modern lighting in every room. This 950-square-foot Plymouth Park home lives larger than its footprint thanks to a thoughtful, brand-new layout feel — nothing left to update, nothing left to guess about. Step outside to a fenced backyard and a storage shed that conveys as-is, ideal for tools, hobbies, or extra storage. Location seals the deal: minutes to Indian River High School, easy bus access, and just a couple of miles to the Ballentine/Broad Creek light rail station for an easy Norfolk commute. Grocery, shopping, and Poplar Hall Park are all close by. Whether you're a first-time buyer or an investor, this is a rare turnkey opportunity in one of Chesapeake's most accessible neighborhoods — roof, kitchen, bath, paint, and lighting are done. Schedule your showing today!

3010 Menands Drive, Central Chesapeake
4024 Oak Drive, West Chesapeake
$285,000
3 Beds ⋅ 1 Baths ⋅ 10647094 MLS
3 bedroom ranch in Western Branch ready to be updated into an amazing home!

4024 Oak Drive, West Chesapeake
2351 Old Greenbrier Road, Central Chesapeake
$285,000
2 Beds ⋅ 2.1 Baths ⋅ 10645264 MLS
This beautifully updated 2 bedroom, 2.5 baths, 2 story condo features 2 full primary ensuite bedrooms w/updated bathrooms including new sinks, counter, vanities, lighting, & toilets. In addition, brank new LPV flooring, new upgraded carpet 2nd floor, fresh paint throughout, new kitchen cabinets, new granite counters and new stainless-steel appliances create a clean and modern feel. There is a reserved parking spot plus plenty of visitor parking. Enjoy maintenance free living with condo fees, that include access to clubhouse, community pool maintenance & trash pickup. Convenient Greenbrier location near shopping, dining, easy I-64 access. This move-in ready home offers comfort and convenience and makes this home a must see!

2351 Old Greenbrier Road, Central Chesapeake
1810 Martin Avenue, Central Chesapeake
$284,900
3 Beds ⋅ 2 Baths ⋅ 10650160 MLS
Say hello to 1810 Martin Avenue!! This cute-as-a-button ranch in Chesapeake's Sheridan Heights is ready for its next chapter. This home was updated in 2024 with a new HVAC system, roof, hot water heater, kitchen counters, appliances, and more! Conveniently located near shopping, dining, and interstates, making for an easy commute. Some photos have been virtually staged to show the homes potential.

1810 Martin Avenue, Central Chesapeake
4210 Bainbridge Boulevard, Central Chesapeake
$284,800
3 Beds ⋅ 2 Baths ⋅ 10654894 MLS
Love the home, need a lower rate? A 5% rate may be possible with a seller-paid buydown, ask us how! Now offering CCA or Rate buy down up to $10k. Welcome to 4210 Bainbridge Boulevard! This charming 3-bedroom, 2-bath home offers 900 square feet of thoughtfully designed living space with a versatile front flex room—great for a home office, playroom, or cozy sitting area. Enjoy the convenience of living in Chesapeake without the close-neighbor feel of a traditional subdivision. The neighboring property at 4212 Bainbridge Boulevard is also available, creating a rare opportunity to purchase both homes—amazing for extended family, multigenerational living, or living in one home while renting the other. Don’t miss this unique and flexible opportunity!

4210 Bainbridge Boulevard, Central Chesapeake
2806 Baldwin Drive, West Chesapeake
$284,000
2 Beds ⋅ 2.1 Baths ⋅ 10643295 MLS
Located in one of the most private settings in The Woodlands, this condo offers a spacious, modern layout with wooded views and no buildings directly behind. The open first floor features a bright living area, dining space, and a well-equipped kitchen with abundant counter space, breakfast bar, stainless steel appliances, and a large pantry. Sliding doors open to a fenced patio with a storage shed, creating a private outdoor retreat. Upstairs, the flexible bonus room is ideal for a home office, media room, workout space, or guest area. Both primary suites include large closets. Condo fees cover the community pool, exterior maintenance, sewer, and trash pickup. Conveniently located just 0.3 miles from Russell Memorial Library.

2806 Baldwin Drive, West Chesapeake
1207 Kay Avenue, Central Chesapeake
$282,500
3 Beds ⋅ 1 Baths ⋅ 10654468 MLS
Charming well-built 3-bedroom home in Chesapeake. This property offers comfortable living spaces and plenty of natural sunlight. The owners have maintained this home with love and it shows. Original hardwood floors and pristine original tile in the bathroom make this home special. The large back yard and covered patio are perfect for entertaining. The long driveway and detached garage will accommodate all your parking needs. Call to schedule a viewing today.

1207 Kay Avenue, Central Chesapeake
3228 Bangor Drive, West Chesapeake
$280,693
3 Beds ⋅ 1.1 Baths ⋅ 10654356 MLS
Solid rancher on a crawl space. Three bedrooms and one and a half baths. Newly installed vinyl plank flooring. Spacious living room. Eat in kitchen with solid wood cabinets and utility closet. Brick exterior with vinyl siding accents. Double paned windows. Fenced backyard. Driveway parking. Shed.

3228 Bangor Drive, West Chesapeake
605 Wingfield Avenue, Central Chesapeake
$279,900
4 Beds ⋅ 1 Baths ⋅ 10655177 MLS
Welcome to this charming two-story Cape Cod offering 4 bedrooms and a spacious open floor plan designed for comfortable living. The home's inviting layout provides plenty of room for family gatherings and everyday enjoyment. Living room, dinning room, eat-in kitchen, 2 bedrooms on 1st floor and 2 bedrooms on 2nd floor. A full family bathroom serves the home, while the generous bedroom count offers flexibility for guests, a home office, or growing households. Newer water heater and windows have been replaced. This property is being sold as-is, and presents a great opportunity for homeowners or investors looking to add their personal touches and build equity.

605 Wingfield Avenue, Central 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
1321 Seaboard Avenue, Central Chesapeake
$275,000
4 Beds ⋅ 2 Baths ⋅ 10655376 MLS
Beautifully updated 4 bedroom, 2 bath home in Chesapeake! Spacious home that features modern updates throughout and offers easy access to nearby interstates for a quick commute. Don’t miss the amazing blend of style, comfort, and convenience!

1321 Seaboard Avenue, Central Chesapeake
2916 Mintwood Drive, West Chesapeake
$275,000
3 Beds ⋅ 2 Baths ⋅ 10652244 MLS
REAL ESTATE AUCTION – PRICE SHOWN IS THE ADVERTISED STARTING BID, NOT THE SELLER’S RESERVE OR GUARANTEED SALE PRICE. This single-story brick ranch offers approximately 1,564 square feet with 3 bedrooms, 2 full bathrooms, an attached garage and a 0.332-acre lot. Live on-site auction Saturday, October 24, 2026, at 11:00 a.m. Reserve auction subject to seller confirmation. A 10% buyer’s premium will be added to the accepted high bid to determine the contract purchase price. Successful bidder must provide the required $10,000 deposit and close within 30 to 45 days. Property is offered as-is, where-is, with all faults and without financing, appraisal, inspection or other contingencies. Pre-auction traditional real estate offers may be considered until 48 hours before the live auction. Sealed absentee bidding is available under the published auction terms. Bidders must be registered by Thursday October 23, 2026 5pm. Buyers should complete all inspections, financing arrangements and due diligence before bidding. Auction documents are available through the listing agent.

2916 Mintwood Drive, West Chesapeake
708 B Street, Central Chesapeake
$275,000
4 Beds ⋅ 1.1 Baths ⋅ 10651907 MLS
Updated 4-bedroom, 1.5-bath traditional two-story home featuring a welcoming front porch. Recent upgrades include a brand-new HVAC system with new ductwork, updated plumbing, and modernized electrical systems. The bathrooms have stylish tile finishes, a shower, and a tub. The stunning kitchen boasts granite countertops and stainless steel appliances. Convenient first-floor living includes a bedroom and bathroom.

708 B Street, Central Chesapeake
451 Seahorse Run, South Chesapeake
$275,000
2 Beds ⋅ 2 Baths ⋅ 10647569 MLS
Welcome home to easy living and modern comfort! This home features two spacious bedrooms, each with its own private en-suite bath, including one thoughtfully renovated for enhanced accessibility. Also, there is a third floor flex room with balcony! The open-concept living and dining area is filled with natural light, highlighted by soaring vaulted ceilings and a gas fireplace that creates the perfect gathering space. Step onto the private balcony overlooking the peaceful marsh, where abundant wildlife and tranquil views provide a serene backdrop and exceptional privacy. Enjoy year-round comfort and energy efficiency with a newer HVAC system. Residents also have access to outstanding community amenities, including a swimming pool, tennis courts, and a playground. If you’ve been searching for a low-maintenance lifestyle in a peaceful setting, this is the home you’ve been waiting for. Schedule your private showing today or view the virtual tour! Virtually staged.

451 Seahorse Run, South Chesapeake
4208 Bainbridge Boulevard, Central Chesapeake
$275,000
10620680 MLS
"Turnkey Commercial Property with Income producing opportunity!! Zoned B-3, this versatile property supports a wide range of commercial uses. Currently operating as a fitness studio, the space can easily be adapted to accommodate various business types. Extensively renovated and upgraded in 2024, this property standsout having a valid Certificate of Occupancy and is ADA compliant. Excellent road frontage provides strong visibility and is close to major highways for easy access to all of Hampton Roads. Features include front and rear entrances and ample paved off-street parking in both the front and rear of the building. Detached oversized garage with electricity offers additional storage or workspace. Garage conveys As Is. Month to month tenants in place, Rent rolls available upon request. Shown by appointment only."

4208 Bainbridge Boulevard, Central 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

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.