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2112 Christopher Drive, West Chesapeake
$245,000
2 Beds ⋅ 2 Baths ⋅ 10653328 MLS
Waterfront brick ranch a tidal canal that leads to the Elizabeth River. The kitchen opens to a spacious family room, with two large bedrooms and two full bathrooms. Oversized attached garage with carport, plus a detached single- ar garage. Flood insurance is not required. Property needs repairs and is being sold strictly AS-IS. Great opportunity for an investor or buyer looking to renovate and make it their own

2112 Christopher Drive, West Chesapeake
1486 Otterbourne Circle, South Chesapeake
$360,000
3 Beds ⋅ 2.1 Baths ⋅ 10652752 MLS
This home has been well cared for. It's light and bright with a large back patio. Large family room with a gas fireplace has a semi-open concept with dining & kitchen connected and a 1/2 bath. 3 bedrooms upstairs with 2 baths and laundry are located upstairs. Garage. Large patio. Condo amenities include the pool, clubhouse, water, trash pick-up, roof, and front yard ground maintenance. The roof and HVAC are 2 years new. Pull down attic stairs located in the single car garage. No through way traffic. All appliances convey. 2 parking spaces in driveway.

1486 Otterbourne Circle, South Chesapeake
3705 Davis Avenue, Central Chesapeake
$499,900
5 Beds ⋅ 3 Baths ⋅ 10653261 MLS
BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 3705 Davis Avenue, where modern design and the ease of new construction come together in an established community. Offering approximately 2,550 square feet, this spacious home features 5 bedrooms, 3 full baths, and a thoughtfully designed open floor plan with flexibility for today's lifestyle. A standout feature is the oversized first-floor bedroom with direct access to a full bath, also conveniently accessible from the hallway. This versatile space is ideal for multigenerational living, an in-law suite, overnight guests, a private home office, or anyone seeking comfortable first-floor accommodations. Davis offers the opportunity to enjoy a fresh, modern home without giving up the character and convenience of an established neighborhood.

3705 Davis Avenue, 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
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
4009 1st Street, Central Chesapeake
$375,000
4 Beds ⋅ 3 Baths ⋅ 10653176 MLS
Welcome home to this beautifully updated two-story home offering the perfect blend of comfort, style, and functionality. As you enter, you'll find a convenient first-floor bedroom and full bathroom, ideal for guests, multi-generational living, or a private home office. The heart of the home features an open-concept layout where the living room, dining area, and kitchen flow seamlessly together beneath soaring 9-foot ceilings with recessed lighting throughout, creating a bright and inviting space for everyday living and entertaining. The kitchen provides easy access to the fully fenced backyard, making outdoor gatherings a breeze. You'll also love the oversized shed/workshop, offering endless possibilities for storage, hobbies, or a dedicated workspace. Upstairs, you'll find two additional secondary bedrooms along with a spacious primary ensuite designed for comfort and privacy. Fresh paint and NEW flooring completed in 2026 give the home a modern, move-in-ready feel, while the NEWER HVAC system (2022) and NEW maintenance-free metal-wrapped roofing trim (2026) provide added peace of mind. Conveniently located near shopping, dining, schools, and major interstates, this home is ready for its next owner. Virtually staged. Schedule your private tour today!

4009 1st Street, Central Chesapeake
313 Holyoke Lane, South Chesapeake
$283,999
2 Beds ⋅ 2.1 Baths ⋅ 10653079 MLS
Turnkey Luxury in Oakbrooke Crossing – Fully Updated & Pre-Inspected!Welcome to this beautifully updated 2-bedroom, 2.5-bathroom townhome-style condo in desirable Oakbrooke Crossing! This move-in-ready home features brand-new LVP flooring, fresh neutral paint, and an updated kitchen with laminate countertops, breakfast bar, and stainless steel appliances. Upstairs, you’ll find two spacious primary suites, each with its own private en-suite bathroom great for guests, roommates, or a home office. Enjoy added peace of mind with a brand-new water heater (2024), recently serviced HVAC, and a professional pre-inspection with the report available upon request.Conveniently located in the heart of Chesapeake, just minutes from Greenbrier shopping, dining, business centers, and interstate access. The low-maintenance condo lifestyle includes ground maintenance, trash service, and community upkeep. Ready for you! Schedule your showing today!

313 Holyoke Lane, South 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
2615 Cedar Road, South Chesapeake
$408,000
4 Beds ⋅ 2 Baths ⋅ 10653157 MLS
Renovated over the past few years, this beautifully kept brick ranch home is ready to welcome its next owners! Inside, the kitchen offers a fresh, modern feel with crisp white shaker cabinets, gleaming granite countertops, and newer stainless-steel appliances that make every day cooking a pleasure. Enjoy the charm of the hardwood floors, and other cozy features throughout this home as you add your own touch of decor! Before entering your backyard, enter into your fully screened and covered sunroom from your back door, enjoying the sounds and peace of your backyard. The adjoining fully enclosed sunroom provides a bright, inviting space for relaxing or entertaining, while the large backyard offers plenty of room for gatherings, play, or quiet evenings outdoors. Recent updates - including a newer installed roof and windows (2022), new front fencing (2025) newly remodeled bathroom showers (2024), and newly encapsulated crawl space by JES (2025), and for added peace of mind and long-term value with transferrable warranties! This charming home is truly move-in ready. Schedule your showing today!

2615 Cedar Road, South Chesapeake
5341 Libertyville Rd, South Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10652746 MLS
Welcome home to an unparalleled narrative of comfort in this prime Chesapeake real estate sanctuary. Fully dialed-in for its next owner, this 3-bedroom, 2-bathroom single-story home showcases an inviting open concept layout. The primary suite serves as a quiet retreat with a custom-tiled shower, while the gourmet kitchen shines with granite surfaces and custom cabinetry. Complete with a generous backyard and storage shed, commuters will love the quick highway access! Ask about the potential VA loan assumption at a 5.1% interest rate! Available to a qualified buyer, subject to lender/servicer approval and applicable VA requirements.

5341 Libertyville Rd, South Chesapeake
526 Windward Drive Drive, South Chesapeake
$290,000
3 Beds ⋅ 2.1 Baths ⋅ 10653125 MLS
Short sale — offer accepted and currently pending lender approval.

526 Windward Drive Drive, South Chesapeake
2429 Fieldsway Drive, Central Chesapeake
$364,900
3 Beds ⋅ 2.1 Baths ⋅ 10653094 MLS
Welcome home to this beautifully maintained townhome in the heart of Greenbrier! Built in 2020, this newer home offers modern comfort in a convenient Chesapeake location. Enjoy quick access to the interstate, with shopping, dining, entertainment, and everyday essentials all less than 10 minutes away. Outdoor enthusiasts will appreciate being just a five-minute walk from Indian River Park, where miles of scenic trails provide the perfect setting for walking, biking, and exploring nature. With its newer construction, desirable location, and easy access to everything Greenbrier has to offer, this townhome is ready to welcome its next owner!

2429 Fieldsway Drive, Central 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
2556 Fieldsway Drive, Central Chesapeake
$415,900
3 Beds ⋅ 2.1 Baths ⋅ 10652794 MLS
Welcome to Coleman Farms! This bright and inviting 3-bedroom, 2.5 bath home features a very open living concept with seamless flow between kitchen, living and dining areas. The kitchen offers granite countertops, large pantry, stainless steel appliances and a new dishwasher. Upstairs you'll find 3 spacious bedrooms, including a comfortable primary suite with private bath, plus a convenient laundry room with new washer and dryer. Additional features include custom blinds throughout the home. Enjoy a private patio that backs up to the woods, offering a quiet, peaceful setting. The 2 car garage provides additional storage and parking. The driveway accommodates 2 additional vehicles, plus ample visitor parking. Coleman Farms is a private, tucked-away community that features a clubhouse, fitness center, and pool. Conveniently located near shopping, entertainment and major highways. Super clean and move in ready!

2556 Fieldsway Drive, Central Chesapeake
1333 Boxwood Drive, South Chesapeake
$349,000
3 Beds ⋅ 1.1 Baths ⋅ 10652758 MLS
Have you been searching for a home with a large garage and a no-tree lot? This is it. The kitchen has been completely renovated with a new gas stove, dishwasher, and refrigerator. A new mini-split system keeps the sun-filled Florida room (with its wall of windows) comfortable year-round. The oversized garage is a standout - wired with a 240V outlet, cooled by a window AC unit, and offering plenty of room for whatever organizing system you need. A small outdoor shed keeps lawn equipment tucked away, and the carport is a nice bonus.

1333 Boxwood Drive, South 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
Wake up to peaceful water views right from your bedroom! This spacious, well-maintained 3-bedroom, 2-bath condo offers 1,762 square feet per MLS of comfortable, single-level living and low-maintenance convenience. Featuring luxury vinyl plank flooring in the living areas. Large windows and a sliding glass door bring in plenty of natural light. The kitchen offers abundant cabinet space, newer stainless steel appliances, including a wine fridge, and a convenient pantry. The spacious primary suite features a walk-in closet, linen closet, and private bath with a double vanity, soaking tub, and separate stand-up shower. Additional features include newer windows and a sliding glass door, ceramic tile, carpeting, and plenty of storage throughout. Amenities include a pool and clubhouse. Association services also include dock maintenance, water, sewer, and trash. Deeded Boat Slip negotiable with sale

5 Harbor Watch Drive Unit 405, South Chesapeake
3435 Bruin Drive, West Chesapeake
$223,500
2 Beds ⋅ 1.1 Baths ⋅ 10652647 MLS
Cozy two-bedroom townhome end unit located in the heart of the sought-after Western Branch community. Featuring a bright living area, airy eat-in kitchen, two spacious bedrooms with jack & jill bathroom, inviting fireplace and ample fenced backyard. Close to I-664, shopping, Western Branch schools and all the conveniences Chesapeake's 23321 corridor has to offer. Affordable, low maintenance living in a fantastic location. New roof 2024.

3435 Bruin Drive, West Chesapeake
620 Estates Way Unit 120, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10652230 MLS
Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available.

620 Estates Way Unit 120, South Chesapeake
152 Mann Drive, South Chesapeake
$460,000
3 Beds ⋅ 2 Baths ⋅ 10652558 MLS
Welcome to 152 Mann Drive in the heart of Great Bridge! This well-built brick ranch offers the perfect blend of charm and modern updates. Nearly every major improvement was completed in 2023, including luxury vinyl plank flooring, a fully updated kitchen, renovated bathrooms, HVAC system, and roof—giving you peace of mind for years to come. You’ll appreciate the seamless flow of the floor plan, designed for both everyday living and easy entertaining. Just off the kitchen, a cozy wood-burning fireplace creates a warm and inviting ambiance—perfect for relaxing evenings at home. With solid construction, stylish updates, and plenty of potential to make it your own, this is one you won’t want to miss!

152 Mann Drive, South Chesapeake
3004 Tyre Neck Road, West Chesapeake
$429,900
4 Beds ⋅ 2 Baths ⋅ 10652555 MLS
Welcome Home to this charming Ranch in the Western Branch section of Chesapeake! Newly poured concrete to create oversized driveway offer utmost convenience. Ideally situated at the entrance to Point Elizabeth and the Chesapeake public walking trail, this location is sure to impress! Enter into your inviting foyer which leads to your open concept living, dining, den and kitchen area. Newer LVP floors flow throughout and lead to your newly renovated kitchen with wood cabinets, quartz tops, and newer stainless appliances. Gas stove for the chef in the family! Other gas features include new tankless water heater, & heat. Kitchen leads to FROG serving as 4th bedroom, laundry, & garage. Opposite direction off foyer is large primary bedroom with large closet and ensuite bath. Two secondary bedrooms and hall bath complete this lovely layout. Backyard features in-ground pool, newer liner, and plenty of patio space and green space for entertaining needs. Newer windows, paid off solar offering bundles of savings, and newer mechanical components make this a slam dunk. Call this beauty Home Today!

3004 Tyre Neck Road, West Chesapeake
909 Portland Street, Central Chesapeake
$385,000
4 Beds ⋅ 2.1 Baths ⋅ 10652567 MLS
This all-brick ranch is just waiting for you to call it home! Featuring 4 bedrooms & 2.5 baths, this spacious home has been thoughtfully updated throughout the years. Major improvements include a roof and water heater updated in 2020, HVAC replaced in 2022 & windows approximately 12 years old. Inside, you’ll find a large kitchen with expansive countertops, stainless steel appliances, a formal dining room, and a generously sized living room complete with a cozy gas fireplace. Primary bedroom has a walk-in in closet while the other bedrooms are generous in size. The outdoor space is just as impressive! The back deck overlooks the large, fully fenced backyard. 2 concrete driveways offer plenty of parking & the 2nd driveway extends to a double gate into the backyard, providing convenient access for trailers, boats, recreational vehicles, or additional parking. Come see everything this home has to offer and make it yours! Some photos have been virtually staged.

909 Portland Street, Central Chesapeake
2001 Candlelight Drive, Central Chesapeake
$285,000
3 Beds ⋅ 2.1 Baths ⋅ 10652531 MLS
Welcome to this 3 Bed, 2.5 Bath townhome in Chesapeake featuring several recent improvements throughout. The interior has been refreshed with fresh paint, new LVP flooring, and new carpet. The kitchen features new cabinets, providing a fresh look and added functionality. Additional features include a new roof, a fireplace in the living area, and a fully fenced backyard offering additional outdoor space. W Some photos have been AI generated to help show case the homes true potential.

2001 Candlelight Drive, Central Chesapeake
1152 Chatham Lane Unit 14, South Chesapeake
$399,900
3 Beds ⋅ 2.1 Baths ⋅ 10652491 MLS
Welcome home to this beautifully appointed, thoughtfully designed townhome for effortless everyday living. The open floorplan invites connection - for entertaining friends and family or cozy nights in - while the large primary suite offers a retreat complete with a spacious walk-in closet and a luxurious soaking tub to relax and unwind. Say goodbye to weekend chores with low-maintenance living and enjoy the convenience of second-floor laundry right where you need it. A garage with automatic opener plus parking for up to three cars means you'll never circle the block again. Effortless style, smart design, and room to breathe - this townhouse has it all. Schedule your showing today!

1152 Chatham Lane Unit 14, South Chesapeake
2918 Berkley Avenue, Central Chesapeake
$249,000
3 Beds ⋅ 2 Baths ⋅ 10652470 MLS
Great opportunity to own a 3 bedroom/2 bath ranch fixer upper/investment property being sold as-is. Needs updates and some TLC. Make this one your own. Large front porch and fully fenced yard. Storage shed out back.

2918 Berkley 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. Public previews are scheduled for Saturday, September 19, and Saturday, October 10, at 11:00 a.m. 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
3536 Dunedin Drive, West Chesapeake
$299,900
3 Beds ⋅ 2 Baths ⋅ 10652386 MLS

3536 Dunedin Drive, West Chesapeake
661 Allery Road, South Chesapeake
$429,900
3 Beds ⋅ 2.1 Baths ⋅ 10652385 MLS
Now preselling by appointment. The Marlow plan offers three 3rd floor bedrooms with the option to add an additional 4th bedroom & full bath on 1st floor. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

661 Allery Road, South Chesapeake
649 Allery Road, South Chesapeake
$452,900
4 Beds ⋅ 3.1 Baths ⋅ 10652383 MLS
Now preselling by appointment. This Marlow plan includes our 4th bedroom & full bath on 1st floor already spec'd and included in price. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

649 Allery Road, South 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

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.