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823 Rivanna River Reach, South Chesapeake
$216,860
2 Beds ⋅ 2 Baths ⋅ 10600156 MLS
Welcome to this home featuring 1 bedroom and full bathroom upstairs with a loft, and a full bedroom and bathroom downstairs. As an end unit, it includes a large concrete patio with shade. Cathedral ceilings with lots of natural light. HUD Case# 541-733417 IE (Insured Escrow), Seller makes no representations or warranties as to property condition. HUD Homes are Sold “As-Is”. Built prior to 1978, lead based paint may potentially exist. Equal Housing Opportunity. Seller may contribute up to 3% for buyer’s closing costs, upon buyer request. Make sure to ask about the 3D True Immersive Virtual Tour. This technology allows you to literally experience the home on any mobile device, laptop or desktop. You can measure rooms, view 3D dollhouse, view exterior, and interior and so much more. Check it out today!

823 Rivanna River Reach, South Chesapeake
317 Wimbledon Chase Unit F, South Chesapeake
$215,000
2 Beds ⋅ 2 Baths ⋅ 10632911 MLS
Welcome to this beautiful 2BR/2BA well maintained and updated second story condo in the highly desirable Wimbledon Chase community, just minutes from Chesapeake General Hospital. Located in a highly sought after community, this unit overlooks the pond with a beautiful fountain with serene views and the community pool. Enjoy resort-style amenities, including a sparkling in-ground pool, lake with a fountain, benches, and beautifully maintained grounds. The spacious 1 level, 2nd floor condo features an open concept layout with newer LVP flooring and paint throughout the house. The vaulted ceiling in the living space opens and brightens the living area, great for entertaining. The spacious primary bedroom suite has its own bathroom, linen closet, and large closets. Step outside to your private balcony, just off the dining area, to relax and enjoy the outdoors. This home offers low maintenance living in a highly convenient location.

317 Wimbledon Chase Unit F, South Chesapeake
701 Meherrin River Court Unit D, South Chesapeake
$215,000
2 Beds ⋅ 2 Baths ⋅ 10628262 MLS
Experience effortless living in this meticulously maintained 2BR, 2BA home in Chesapeake’s sought-after Riverwalk. This 989 sq ft unit features an open-concept layout and floor-to-ceiling windows leading to a private balcony with recently refinished wood and dedicated storage. Move in with total peace of mind—the HVAC was replaced in March 2026. The interior boasts clean carpeting, an updated kitchen, and included major appliances. As a non-smoker’s unit, it is exceptionally well-kept and offers ample storage. Enjoy a low-maintenance lifestyle where the condo association handles the roof, water, trash, and landscaping. Dues also grant access to the community pool and a dedicated parking space. Location: Just miles from Greenbrier’s shopping and dining. Launch your kayak at the nearby Elizabeth River or enjoy a seamless, no-toll commute to downtown Norfolk, local military bases, and the airport. Truly move-in ready!

701 Meherrin River Court Unit D, South Chesapeake
964 Saint Andrews Reach Unit B, South Chesapeake
$212,500
1 Beds ⋅ 1 Baths ⋅ 10638379 MLS
Tucked away in the sought-after Saint Andrews Condos of Greenbrier, this inviting 1-bedroom, 2-story home with a loft blends comfort, style, and convenience. Set back from the street for added privacy and just moments from the golf course and everyday amenities, it’s an easy fit for low-maintenance living.Step inside to a bright, airy first floor with a vaulted ceiling opening to the loft, creating a spacious, contemporary feel. The refreshed kitchen makes meal prep a pleasure, while the upstairs primary suite offers a true retreat with its own full bath, a separate vanity area, and an in-unit laundry nook for effortless routines.Fresh paint throughout gives the home a crisp, move-in-ready finish. Condo fees cover water, sewer, and trash—so you can spend more time enjoying the neighborhood and less time on chores. A smart, stylish choice in a prime Greenbrier location.

964 Saint Andrews Reach Unit B, South Chesapeake
1709 Rock Bridge Mews Unit B, South Chesapeake
$210,000
2 Beds ⋅ 1 Baths ⋅ 10645553 MLS
Welcome home to the heart of Greenbrier! This charming and stylish 2-bedroom, 1-bath second-floor condo in the desirable Heather Pointe Condominiums offers the perfect combination of comfort, convenience, and updates. Conveniently located behind Greenbrier Mall, you'll enjoy easy access to shopping, dining, entertainment, and major interstates. The beautifully remodeled kitchen (2021) features granite countertops, upgraded soft-close cabinets, ceramic tile backsplash and flooring, stainless steel Whirlpool refrigerator, microwave, dishwasher, and a new electric range (2026). All appliances, including the washer and dryer, convey. Relax by the cozy gas fireplace in the spacious living room or enjoy your private balcony. New carpet throughout the home makes this condo move-in ready. Don't miss this wonderful opportunity—schedule your private showing today!

1709 Rock Bridge Mews Unit B, South Chesapeake
513 Saber Drive, South Chesapeake
$210,000
3 Beds ⋅ 2.1 Baths ⋅ 10621238 MLS
Investor Special in Wilson Heights of Great Bridge! Brick Ranch. Strictly As-Is sale. Seller to do Repairs. Condition of home is in poor condition. Cash or rehab financing only.

513 Saber Drive, South Chesapeake
802 Primrose Lane, South Chesapeake
$207,900
2 Beds ⋅ 2.1 Baths ⋅ 10644311 MLS
Welcome to easy living in the desirable Riverwalk community! This adorable 2-bedroom, 2.5-bath condo offers a bright, open floor plan with spacious bedrooms, each featuring its own private bath. Enjoy low-maintenance living with fantastic community amenities, including a pool, ground maintenance, playgrounds, and more. Conveniently located near Greenbrier shopping, dining, hospitals, and major interstates. Association covers the roof.

802 Primrose Lane, South Chesapeake
1605 Stone Moss Reach Unit B, South Chesapeake
$206,000
2 Beds ⋅ 2 Baths ⋅ 10624346 MLS
Updated first-floor condo featuring 2 bedrooms and 2 full bathrooms, including a primary suite with an ensuite bath. The home offers new LVP flooring throughout and fresh interior paint, creating a bright & refreshed living space. The kitchen has been updated w/new countertops and includes a breakfast bar for additional seating. A washer and dryer, both just 2 years old, convey with the property. The unit backs to a green space, providing a peaceful setting. The condo association handles ground maintenance & trash pick up, and the community also features a playground. Conveniently located near the shops and restaurants off Greenbrier, the interstate, and just minutes from Chesapeake City Park, offering trails, sports fields, and outdoor recreation. Welcome Home

1605 Stone Moss Reach Unit B, South Chesapeake
1601 Stone Moss Reach Unit C, South Chesapeake
$204,000
2 Beds ⋅ 1 Baths ⋅ 10627748 MLS
This is it! Move-in ready at a phenomenal price! Step into this second-level condo that features an open concept floorplan w/vaulted ceiling and a wood-burning fireplace. Kitchen has modern shaker cabinetry and stainless-steel appliances. Primary bedroom w/ample closet space and direct access to upgraded bath. Spare bedroom w/great closet space as well. All that's left to do is move in as everything has been renovated, including the HVAC system, in 2025. Condo association covers the exterior maintenance (association recently replaced the roof!), landscaping, and private trash collection. Located conveniently to shopping, major workplaces, and interstates. This one is ready for you to call home or add to your portfolio!

1601 Stone Moss Reach Unit C, South Chesapeake
Lot 5 Alexander Lane, South Chesapeake
$200,000
10625195 MLS
Vacant Lot Zoned for Single Family Dwelling, Off of Cedar Road in the desirable Bells Mills area of Chesapeake. Builders Hurry! Call Listing Agent. The size of Lot obtain from Tax Records.

Lot 5 Alexander Lane, South Chesapeake
327 Gainsborough Square, South Chesapeake
$198,500
2 Beds ⋅ 2 Baths ⋅ 10616995 MLS
Located In Desirable Wimbledon Chase Subdivision, This First-Floor Condo Is Near Chesapeake Regional Hospital and the Battlefield Blvd Area. There Is Direct Access To I-64, Yet Very Quiet and Private. Come See Your New Home Today.

327 Gainsborough Square, South Chesapeake
2200 Rock Cliff Reach Unit D, South Chesapeake
$195,000
2 Beds ⋅ 1 Baths ⋅ 10623647 MLS
Adorable 2-Bedroom, 1-Bath Condo in the Heart of Greenbrier. All the appliances you need are included: newer refrigerator, stove, dishwasher, plus a convenient stackable washer/dryer so you can settle in right away. The galley-style kitchen is efficient and bright, featuring a two-sided breakfast bar that's perfect for quick meals, morning coffee, or chatting with friends while you cook. A spacious living/dining area with a cozy fireplace is great for entertaining. Located in the vibrant heart of Greenbrier, a safe, convenient, and growing area with tons of perks! Just minutes from shopping, dining, movies, and entertainment. Super easy access to I-64 and anywhere in Hampton Roads. This low-maintenance condo boasts a lifestyle that lets you enjoy your new home without worrying about yard work and maintenance and leaves all the time for things you love. Priced to welcome first-time buyers, it's a smart step onto the property ladder in one of Chesapeake's most desirable spots.

2200 Rock Cliff Reach Unit D, South Chesapeake
2201 Rock Cliff Reach Unit A, South Chesapeake
$190,000
2 Beds ⋅ 2 Baths ⋅ 10645158 MLS
You do not want to miss this stunning condo! It features fresh paint throughout, professionally cleaned carpets, and appliances, making it move-in ready. Nestled right in the heart of Greenbrier, this location offers ultimate convenience with quick access to a selection of entertainment, dining, and shopping. Don't wait schedule your tour today and see this property for yourself!

2201 Rock Cliff Reach Unit A, South Chesapeake
1706 Battlefield Boulevard S, South Chesapeake
$190,000
2 Beds ⋅ 1 Baths ⋅ 10634204 MLS
Investor special!! Tons of potential. High ARV. Property is sold as-is where is. Seller will make no repairs. Prime location near Edinburgh in Chesapeake. Large private lot off of the main street. 1 minute from Edinburgh shopping center. Less than a mile from Hickory High school.

1706 Battlefield Boulevard S, South Chesapeake
1068 Shillelagh Road, South Chesapeake
$180,000
2 Beds ⋅ 1 Baths ⋅ 10631936 MLS
BRING YOUR INVESTORS TO THIS ONE. TONS OF POTENTIAL. SELLING AS IS WHERE IS. SELLER MAKING NO REPRESENTATIONS OR WARRANTIES ON PROPERTY OR DWELLING.

1068 Shillelagh Road, South Chesapeake
1831 Land Of Promise Road, South Chesapeake
$176,151
3 Beds ⋅ 1.1 Baths ⋅ 10617231 MLS
Investor opportunity! 1831 Land of Promise Rd offers a chance to restore or reimagine this single-family home situated on a spacious, wooded lot in Chesapeake. Property is in need of some repairs and updates throughout and is being sold AS-IS, WHERE-IS. Cash or renovation financing recommended. Bring your vision and make this property your next project!

1831 Land Of Promise Road, South Chesapeake
2410 Payne Road, South Chesapeake
$175,000
2 Beds ⋅ 1 Baths ⋅ 10625523 MLS
Cute 2 Br, 1 bath with large fence yard and private wooded view! Priced below market due to needed repairs. Great opportunity for fix and rent. Features nice sized kitchen and great layout. Selling AS IS , Seller to make no repairs.

2410 Payne Road, South Chesapeake
941 Long Ridge Road, South Chesapeake
$175,000
2 Beds ⋅ 1 Baths ⋅ 10624045 MLS
Value is in the .3 acre lot in Hickory. Would make a nice lot to build on. Country living and sought after schools. Small house on property will not qualify for financing. Septic and well all work but convey as is/where is.

941 Long Ridge Road, South Chesapeake
901 King Arthur Drive, South Chesapeake
$175,000
3 Beds ⋅ 1 Baths ⋅ 10623678 MLS
Opportunity awaits with this 3-bedroom, 1-bath home offering 1,409 square feet of living space on a 0.206-acre lot. This property is in need of some TLC and presents great potential for investors, flippers, or buyers looking to renovate and add value. Conveniently located near shopping, highways, and more! Don't miss this one - call today for more information and to schedule your tour!

901 King Arthur Drive, South Chesapeake
2907 Seven Eleven Road, South Chesapeake
$170,000
10572124 MLS
Your Canvas Awaits in the Trees. Tucked in sought-after Pleasant Grove this rare three-acre wooded parcel offers the kind of privacy and potential that's becoming increasingly hard to find. Whether you're ready to break ground today or prefer to hold a premium piece of land until the time is right, this property adapts to your plans not the other way around. The site has been approved by the Health Department for a four-bedroom home, giving you the confidence to move forward with your custom build without the uncertainty. Bring your own builder and design a home that's truly yours from the footprint to the finishes. The mature wooded setting creates a natural buffer of seclusion, meaning your future home will feel like a retreat even as Chesapeake's amenities remain conveniently close. Privacy and community, all on one parcel. Pleasant Grove is known for its character and quality of life. Parcels of this size and caliber in this location rarely come to market — and for good reason.

2907 Seven Eleven Road, South Chesapeake
832 Oklahoma Drive, South Chesapeake
$169,900
10627942 MLS
Build your dream home on this beautiful cleared corner lot in the desirable Deep Creek area of Chesapeake! Just shy of 1/4 acre, this property is ready for construction with city water, sewer, power, and gas connections already available—saving you time and upfront costs. The lot offers great curb appeal and flexibility in design, highlighted by a stunning crepe myrtle that adds charm and character.Whether you’re a builder or future homeowner, this is a rare opportunity to secure a ready-to-build homesite in an established area with convenient access to shopping, dining, and major routes. Don’t miss your chance to bring your vision to life!

832 Oklahoma Drive, 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
124 Taxus Street, South Chesapeake
$160,500
3 Beds ⋅ 1 Baths ⋅ 10637011 MLS
Being sold as-is, where-is.

124 Taxus Street, South Chesapeake
808 State Street, South Chesapeake
$155,000
3 Beds ⋅ 2 Baths ⋅ 10621385 MLS
Charming one-story ranch situated on a desirable corner lot in Chesapeake! This 3-bedroom home offers easy single-level living with a functional layout designed for comfort and convenience. The spacious yard provides plenty of outdoor potential, while the detached 2-car garage could add exceptional value for parking, storage, hobbies, or workshop space. Enjoy the benefits of a corner lot with added privacy and curb appeal. Looking for your next home or a property with long-term potential? This opportunity offers versatility. Virtual tour available. HUD Case# 541-839174 IE (Insured Escrow). Seller makes no representations or warranties as to property condition. HUD Homes are Sold “As-Is”. Built prior to 1978, lead based paint may potentially exist. Equal Housing Opportunity. Seller may contribute up to 3% for buyer’s closing costs, upon buyer request. Don’t miss the chance to own this Chesapeake property with great features and endless possibilities-call for your private showing today!

808 State Street, South Chesapeake
413 George Washington Highway N, South Chesapeake
$151,600
2 Beds ⋅ 2 Baths ⋅ 10614432 MLS
Great starter home or ready for an investor! Schedule your showing today.

413 George Washington Highway N, South Chesapeake
921 Michael Drive, South Chesapeake
$150,000
10627263 MLS
city water connection on-site. buyer to do their own due diligence. House at 925 Michael Drive also for sale.

921 Michael Drive, South Chesapeake
1025 Calloway Avenue, South Chesapeake
$145,000
2 Beds ⋅ 1 Baths ⋅ 10642815 MLS
Investor Special! Selling completely “as is”. Seller to do NO repairs. All contents of house, attic and yard convey to buyer at closing. HVAC is approximately 10 years old. Roof is approximately 8 years old. Gas Water heater new in 2025. Floored attic space. Cash or Renovation Loans only. Buy it, renovate it (cost to renovate estimate approximately $50k) and live there! Or fix it and flip it and make some moola! Probable value after renovations $200k or more. Nice sized fenced yard. Many newer homes on the street. Buy it, renovate it and rent it out! Great income producing potential. Or, knock it down and build a whole new house! You decide! Priced well below city assessed value. Hurry! This one won’t last.

1025 Calloway Avenue, South Chesapeake
303 Diamond Avenue, South Chesapeake
$145,000
2 Beds ⋅ 1 Baths ⋅ 10626102 MLS
CASH BUYERS! Secure your next project in an exceptionally sought-after area! This 2-bedroom, 1-bathroom home at 303 Diamond Avenue is an investor's special, offering tremendous upside for a complete transformation. While it requires extensive renovation, its location guarantees desirability once restored. Don't miss the chance to create a showpiece in a fantastic community.

303 Diamond Avenue, South Chesapeake
1021 Roundtable Court, South Chesapeake
$140,000
3 Beds ⋅ 1 Baths ⋅ 10653906 MLS
Call Agent

1021 Roundtable Court, South Chesapeake
38 BLK Darden Street, South Chesapeake
$120,000
10635516 MLS
Three lots (38 BLK, 39 BLK & 40 BLK) must be sold together, $40k each.

38 BLK Darden Street, 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.