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4504 Greendell Road, West Chesapeake
$335,000
3 Beds ⋅ 1.1 Baths ⋅ 10654025 MLS
Make this your first stop! This beautifully maintained brick ranch in Western Branch offers the perfect combination of comfort, functionality, and outdoor living. Featuring 3 bedrooms, 1.5 bathrooms, spacious living areas, and a well-appointed kitchen, this home is move-in ready and has been exceptionally cared for by its owners. The open layout creates a great flow for everyday living and entertaining, while the large family room provides plenty of space to gather with family and friends. Major improvements include an encapsulated crawl space, whole-house generator system, and a backyard oasis complete with an above-ground pool. The oversized backyard offers plenty of room to relax, entertain, or enjoy outdoor activities. With pride of ownership evident throughout and desirable features that are hard to find, this is a home you'll want to see in person!

4504 Greendell Road, West 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

1115 Killington Arch, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10653708 MLS
End-unit townhouse in Greenbrier with a peaceful pond view right in your backyard-no neighbors behind you! This home has 3 bedrooms, 2.5 baths, plus a versatile loft that works as an office, 4th bedroom, or hangout space. The kitchen features butcher block countertops & stainless steel appliances. The primary bedroom is generously sized with plenty of room to spread out. Being an end unit means extra privacy, more natural light, and fewer shared walls than a typical interior unit. Outside, it's quiet and low-key with lakes and a playground to enjoy. Located in the heart of Greenbrier East with quick access to major highways, you are just minutes away from everything Hampton Roads has to offer, including military bases, shopping, dining, beaches, and parks.

1115 Killington Arch, South Chesapeake

1307 Perry Street, Central Chesapeake
$252,000
4 Beds ⋅ 2 Baths ⋅ 10653579 MLS
Spacious 4-bedroom, 1.5-bath home in the heart of South Norfolk offering over 1,600 sq ft of living space on a 0.23-acre lot. Property needs some updating and TLC but presents tremendous potential for investors or buyers looking to build equity. Bring your vision and really make this home shine! Conveniently located near dining, shopping, the interstate, and more! Call today for more information and to schedule your tour! Case #544-246191 IE (Insurable with escrow) Subject to Appraisal. Property is Owned by the US Dept. of HUD. Seller makes no representations or warranties as to the property condition. HUD Homes are Sold "AS IS". Equal Housing Opportunity. Seller may contribute up to 3% for buyers closing costs upon, upon bid submission.

1307 Perry Street, Central Chesapeake

815 Rutledge Road, 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

700 Nottoway River Court Unit D, South Chesapeake
$265,000
2 Beds ⋅ 2 Baths ⋅ 10653023 MLS
Welcome to this spacious and comfortable condo located in the desirable Riverwalk neighborhood. This home offers plenty of room to spread out and entertain. With both bedrooms connected to their own en suites you can enjoy both privacy and convenience. Upstairs includes a versatile loft area leading into the primary bedroom; providing additional space for a home office, reading area, or flex space. With new upgrades like the Heat Pump (2021) and the Roof (2025, by the association) you can have the peace of mind that you're in a good space. Outside, a cute private patio provides a pleasant spot to relax and enjoy some fresh air. The condo association gives low-maintenance living by covering the siding and roof, water and sewage, trash pickup, while maintaining the pool, clubhouse, and public spaces! With large living areas, a functional multi-level floor plan, and important updates, this condo is ready for its next owner! Setup a tour and make it you!

700 Nottoway River Court Unit D, South Chesapeake

1505 Sparrow Road, 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

1013 Saint Andrews Way Unit C, South Chesapeake
$220,000
2 Beds ⋅ 2 Baths ⋅ 10652873 MLS
This 2-bedroom, 2-bath condominium is located in Chesapeake’s desirable Greenbrier area. The home features new interior paint, new windows, new doors, and new carpet throughout, creating a clean and comfortable setting for everyday living, entertaining, or working from home.Enjoy living near the golf course while remaining close to Greenbrier Mall, Summit Pointe, Chesapeake Regional Medical Center, Norfolk International Airport, and the Port of Virginia terminals. The location also offers convenient access to Norfolk Naval Shipyard, Naval Station Norfolk, Naval Air Station Oceana, Joint Expeditionary Base Little Creek–Fort Story, Naval Support Activity Hampton Roads, U.S. Coast Guard Base Portsmouth, and Naval Medical Center Portsmouth.With shopping, dining, entertainment, and major highways nearby, many of Hampton Roads’ popular destinations are within easy reach. Schedule your showing today!

1013 Saint Andrews Way Unit C, South Chesapeake

5 Harbor Watch Drive Unit 405, South Chesapeake
$310,000
3 Beds ⋅ 2 Baths ⋅ 10651901 MLS
Adventure awaits right outside your door! Imagine starting your morning fishing from the dock, spending the afternoon kayaking or boating along the waterways, and ending the day with a waterfront picnic as the sun goes down. With deep-water access, every day offers a new opportunity to explore, unwind, and enjoy life on the water! Gather with friends at the community picnic area, cool off in the pool, or relax at the clubhouse. When the adventures are over, retreat to your spacious, well-maintained 3-bedroom, 2-bath condo offering 1,762 sq. ft. (per MLS) of comfortable, single-level living. Enjoy peaceful water views from your bedroom, abundant natural light, an updated kitchen with stainless steel appliances and wine fridge, and a generous primary suite. Association services include dock maintenance, water, sewer, and trash. Less maintenance, more adventure! Whether you're casting a line, paddling the waterways, or simply soaking up the scenery, this is waterfront living at its best!

5 Harbor Watch Drive Unit 405, South 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

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

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

1509 Waitsel Drive Unit 206, South Chesapeake
$345,000
2 Beds ⋅ 2 Baths ⋅ 10650907 MLS
Welcome home to this beautiful, like-new condo in the heart of Chesapeake! Built just 2 years ago, this home offers modern finishes, an open layout, and low-maintenance living.The open-concept floor plan connects the kitchen, dining, and living areas, creating a great space for everyday living or entertaining. The kitchen features quartz countertops, stainless steel appliances, upgraded cabinetry, and a large island with plenty of room for seating. LVP flooring, updated lighting, and plenty of natural light give the home a bright, welcoming feel throughout.The spacious primary suite offers a private retreat with a beautifully finished ensuite bath and generous closet space. Conveniently located near shopping, dining, and major interstates, you’ll have easy access to everything Chesapeake and Hampton Roads have to offer.Move-in ready, only 2 years old, and beautifully maintained—this is one you’ll want to see!

1509 Waitsel Drive Unit 206, 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.