Refine Search
Map
Sort by
1108 Rockland Court, South Chesapeake
$570,000
4 Beds ⋅ 2.1 Baths ⋅ 10624828 MLS
Welcome to this beautiful 4-bedroom, 2.5-bath home located in the highly sought-after Great Bridge school district. Situated on a quiet cul-de-sac, this home offers a spacious and functional layout with generous living areas suited for everyday living. The back yard features a in-ground pool and hot tub perfect for entertaining. Don’t miss the chance to make this exceptional property your own. All new SMART kitchen appliances (2025). New LVP Flooring downstairs (2026).

1108 Rockland Court, South Chesapeake
502 Willow Bend Drive, South Chesapeake
$430,000
4 Beds ⋅ 2 Baths ⋅ 10624476 MLS
Welcome to this beautifully updated 4-bedroom ranch in desirable Mill Creek! A charming covered front porch welcomes you as you enter into the foyer, where the first bedroom to the left offers the perfect space for a home office or guest room. The spacious living room features a vaulted ceiling, cozy gas fireplace, and gorgeous wood flooring. The updated kitchen boasts granite countertops and an open layout to the living and dining areas. The primary suite is generously sized and includes a stunning, fully remodeled bathroom with an impressive oversized shower. Down the hall is another large bedroom and a beautiful updated bathroom. Venture outside to your own private backyard retreat! Enjoy gatherings on the large deck, relax under the gazebo, or take advantage of the extra-large concrete patio. The above-ground pool features a new liner and pump. The wooded backyard provides serene views and backs to the US Army Corps of Engineers property along the Dismal Swamp Canal.

502 Willow Bend Drive, South Chesapeake
503 Miami Dr, South Chesapeake
$532,000
4 Beds ⋅ 2.1 Baths ⋅ 10624687 MLS
Spacious, well-cared-for home in the sought-after Grassfield High School district, ready for a new owner to experience this wonderful property and make new memories! Enjoy a huge yard with plenty of space for outdoor activities, including a spacious deck with hard-wired Bose speakers—perfect for summer barbecues and pool parties. The inside of the home boasts tons of square footage and lots of great light. Major updates include a high-efficiency 3-zone HVAC system (with a dedicated zone for upstairs, downstairs, and the primary bedroom!) and gas furnace (2023), newer water heater (2025), newer washer and dryer, new microwave (2026), updated kitchen, and updated exterior siding. Pool is drained and can be refreshed with a new liner/cover or can be removed with a reasonable offer. Priced to help the next owner make it their own! Flood insurance priced at $1,147/year through a local insurance broker.

503 Miami Dr, 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
404 George Washington Highway N, South Chesapeake
$225,000
3 Beds ⋅ 2 Baths ⋅ 10624064 MLS
Newly renovated home features an open-concept layout with luxury vinyl plank flooring in the main living areas and in the bedrooms. The kitchen has been updated with new cabinetry and both bathrooms include new vanities, modern tile work, and updated fixtures. This property is move-in ready and situated near major transit routes and local amenities.

404 George Washington Highway N, South Chesapeake
2736 Horseshoe Drive, South Chesapeake
$450,000
3 Beds ⋅ 2 Baths ⋅ 10624046 MLS
Welcome to this beautiful 3-bed, 2-bath home in Chesapeake, located in a peaceful neighborhood known for its high-rated schools and strong sense of community. Home is well-maintained and offers both comfort and character, making it an ideal place to call home. Inside, you’ll find a warm and inviting living space highlighted by a wood-burning fireplace, perfect for relaxing evenings. The dining room features a stunning ceiling craftsmanship, adding unique architectural charm and a beautiful setting for gatherings. The home also includes several updates. The roof was replaced in ‘20, the HVAC system was updated in ‘21, and LG appliances were installed in ‘22, offering both style and reliability in the kitchen. Step outside to enjoy the fenced backyard, providing privacy and plenty of space for entertaining, pets, or outdoor activities. With its thoughtful updates, distinctive interior details, this home combines comfort, style, and convenience in one exceptional property.

2736 Horseshoe Drive, South Chesapeake
469 E Lake Circle, South Chesapeake
$268,000
3 Beds ⋅ 2 Baths ⋅ 10623193 MLS
Charming condo with a waterview! Newer flooring, newer roof, well maintained HVAC per Owner. Spacious living room with higher ceilings. Both first floor and second floor bedrooms. Fully AS-IS though minimal work required.

469 E Lake Circle, 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
813 Bellingham Drive, South Chesapeake
$480,000
3 Beds ⋅ 2 Baths ⋅ 10618438 MLS
Like new construction! This gorgeous home sitting on 0.70 acres of land has been fully renovated from top to bottom, as soon as you step in you will be welcomed by a beautiful foyer area that will allow you to see the unique open space floor concept. The kithen with brand new cabinets, granite counter tops and top of the line stainless steel appliances has ample storage space and an island IDEAL for entertaining. with 3 beds and 2 baths this home has everything you need. Brand new roof, new HVAC system, new windows, new siding. This renovation left no detail to spare. Both bathrooms fully updated with modern touches and all brand new light fixtures throughout the home. HURRY! Brand new driveway done!

813 Bellingham Drive, South Chesapeake
808 Greenfield Lane, South Chesapeake
$950,000
6 Beds ⋅ 3.1 Baths ⋅ 10617215 MLS
Stunning custom-built home offering luxury indoor-outdoor living. Features a fully customized interior with high-end finishes throughout. The resort-style backyard includes a saltwater pool with tanning ledge, spa w/flush line, custom outdoor kitchen w/refrigerator, pizza over & gas line grill, Fire-Pit Entertainment area, professional landscaping & lighting, screened porch and automated sprinkler system—ideal for entertaining or relaxing. Meticulously designed and beautifully maintained, this exceptional property delivers comfort, style, and functionality in a truly turnkey setting.

808 Greenfield Lane, South Chesapeake
2216 Edwin Drive, South Chesapeake
$559,990
3 Beds ⋅ 3 Baths ⋅ 10603361 MLS
MOVE-IN READY New Construction! Welcome to Retreat at Edinburgh - Chesapeake’s premier 55+ low-maintenance community, where luxury townhomes and villas are nestled amid fine dining, shopping, and lush parks. Discover The Charleston, a spacious 3-bedroom, 3-bath home featuring first-floor living, a modern gourmet kitchen, vaulted ceilings, and a cozy fireplace. Enjoy resort-style amenities including a brand new clubhouse, pool, walking paths, and a community garden. Experience comfort, style, and an active lifestyle in a vibrant, coastal city -your perfect move-in ready home awaits! Closing cost assistance with use of preferred lender!

2216 Edwin Drive, South Chesapeake
2312 Willow Point Arch, South Chesapeake
$250,000
2 Beds ⋅ 2 Baths ⋅ 10624732 MLS
This is a pristine 2 bedroom, 2 bath condo all on the 2nd level. It offers natural light but they have very nice blinds already in place should you want to keep the sun out at times. Carpeted stairs. The living area features gleaming lvp flooring and the baths are ceramic tile. Off the dining area, there is a balcony type porch to sit on and put your favorite plants out etc. It also has a storage shed. The completely renovated kitchen boasts new cabinetry, granite countertops, appliances, bar with stools. We have full appliance package , including washer/dryer, gas fireplace, 2 skylights with blinds and more! All appliances work as intended and convey as- is. This one in sought out Riverwalk won't last.

2312 Willow Point Arch, South Chesapeake
329 Middleton Way, South Chesapeake
$540,000
3 Beds ⋅ 2.1 Baths ⋅ 10624355 MLS
Best value in this fun, amenity-packed neighborhood! With a resort-style community center full of activities, you may find there's no reason to leave, as everything you want to do is right here. This super chic 3BD, 2.5BA home blends style and function perfectly. The entire downstairs features brand-new LVP flooring, and the spacious kitchen offers a HUGE pantry and an oversized island that naturally becomes the gathering spot (because everyone ends up in the kitchen anyway). Natural light pours throughout the home, and custom plantation shutters give you privacy whenever you want it. At the end of the day, escape to the enormous spa-like owner's suite with soaking tub, separate shower, and a fully customized walk-in closet that might finally solve your storage problems. This isn't just a home, it's a lifestyle. And if you must leave, you're conveniently located to everything you will need or want.

329 Middleton Way, South Chesapeake
836 Wickford Drive, South Chesapeake
$230,000
2 Beds ⋅ 2 Baths ⋅ 10624291 MLS
Affordable well maintained townhome in Chesapeake. NO HOA! New LVP flooring through downstairs. Spacious floor plan features first floor bedroom with full bath, Loft/Bedroom upstairs with full bathroom. Kitchen is large and ready to get to cooking! Family room is spacious and has built-in bookcases. Newer back wood deck is ready for the upcoming beautiful spring days. Hurry to see this home before it is gone.

836 Wickford Drive, South Chesapeake
217 Cedar Road, South Chesapeake
$450,000
3 Beds ⋅ 2 Baths ⋅ 10623732 MLS
Welcome to 217 Cedar Road in Chesapeake, a charming brick ranch offering comfort, convenience, and a unique location along one of the city’s most recognizable routes. This 3-bedroom, 2-bath home offers approximately 2,066 square feet of living space. Inside, you’ll find an inviting eat-in kitchen, spacious living areas, and a screened-in porch great for relaxing or entertaining. The large yard features an in-ground pool and detached garage, creating versatile outdoor living opportunities. Located with easy access to local amenities, shopping, and major roadways, this home blends everyday functionality with a special Chesapeake tradition right outside your door. Schedule your private tour today.

217 Cedar Road, South Chesapeake
900 Lee Shore Court, South Chesapeake
$538,097
4 Beds ⋅ 2.1 Baths ⋅ 10623854 MLS
Beautifully maintained original-owner home located in the highly desirable Greenbrier area near Chesapeake City Park. This 4-bedroom, 2.5-bath residence offers 2226 sq. ft. of comfortable living space with thoughtful updates throughout. The kitchen was renovated approximately five years ago, along with updates to the primary bath. Major systems have been well maintained, including HVAC (approx. 10 years), windows (approx. 10 years), roof (approx. 15 years), and water heater (approx. 3 years). The inviting main living area features a cozy fireplace, while the spacious 2-car garage is equipped with a mini-split system, an insulated garage door, and a built—in workbench for projects, hobbies, or additional functional space. Situated on a spacious corner lot yard, this home combines location, comfort, and pride of ownership in one of Chesapeake’s most sought-after communities, with some furniture for sale.

900 Lee Shore Court, South Chesapeake
2029 Carolina Road, South Chesapeake
$677,000
3 Beds ⋅ 2.1 Baths ⋅ 10622637 MLS
This modern style Cape Cod/ Farmhouse, sits on 3 acres & is ready for new owners to make it their dream home. 2 sizable bedrooms and shared hall bath upstairs. Primary + gorgeous en suite bath with dual sink granite vanity, large tile shower and designer built-ins, all on first floor. PLUS a finished room over the garage as a flex room. First floor hardwood flooring, in foyer, living, dining, and bedroom. Granite counters in the kitchen, and stainless & black appliances. Tons of storage and cabinets. Eat in kitchen area opens to the screened in back porch. The detached 2 story garage is a hobbyist's dream with electric and tons of space above and below. Attached 2 car side load garage. Don't miss this opportunity to live in a beautiful home on lots of land!

2029 Carolina Road, South Chesapeake
635 Shadow Brooke Drive, South Chesapeake
$560,000
4 Beds ⋅ 3 Baths ⋅ 10620302 MLS
Space, flexibility & opportunity in sought-after Greenbrier. This 3,019 sq ft brick split-level ranch offers 4 bedrooms and 3 full baths with a layout designed for real life. The main-level primary suite provides privacy, while two additional bedrooms are positioned on the opposite side of the home. Upstairs, the finished room over the garage with its own bath is great for guests, a media room, home office or multigenerational living. A gas fireplace anchors the living space, and the deck extends entertaining outdoors. Located near a neighborhood park and near Greenbrier shopping, dining, and major conveniences. Roof replaced: 2018. 1st-level HVAC: 2021. The home needs cosmetic updates and is priced accordingly, creating an opportunity to personalize and build equity in one of Chesapeake's most established areas. Qualified buyers may explore assumption of an existing VA loan, a rare financing advantage in today's market.

635 Shadow Brooke Drive, South Chesapeake
1918 Mccoy Rd, South Chesapeake
$805,115
4 Beds ⋅ 4 Baths ⋅ 10612653 MLS
STUNNING Inventory Home with Early Spring 2026 delivery by award-winning builder! This 4-bedroom beauty offers ensuite baths for all, upscale finishes throughout, and light-filled living spaces with oversized windows. Entertainers kitchen - Quartz counters, custom backsplash, GE Café appliances, soft-close cabinetry, and a custom range hood. Enjoy 10' ceilings on the midlevel, an impressive stair tower with oak treads, and extensive hardwood flooring. The HUGE screened porch with composite decking overlooks waterfront with serene tree-lined views. The spa-like primary suite boasts a freestanding tub, zero-entry tiled shower, and 10' Quartz vanity. Striking exterior features include black windows, corbels and gutters, Heritage custom garage door, paver driveway, and lush landscaping. No HOA—just fresh air and luxury living!

1918 Mccoy Rd, South Chesapeake
1301 Sebastian Court, South Chesapeake
$776,883
4 Beds ⋅ 2.1 Baths ⋅ 10599962 MLS
Hurry final phase in fast selling new home community off Johnstown Rd in Great Bridge school district. Offering lots backing up to conserved open space. 1st floor Primary Suite w/ extensive standard features including loft, open concept floor plan and over sized family room w/gas fireplace, bench w/cubbies, large center island, and flex room to name a few. Many flexible optional layouts up to 6 bedroom & 5.5 baths, 2nd floor owner's suite, fully equipped media room, sun room, covered patio and more to suit many lifestyles and remote work from home. $7500 closing cost assistance with Seller's trusted lender. Let's merge imaginations!

1301 Sebastian Court, South Chesapeake
804 Amberline Drive, South Chesapeake
$650,000
4 Beds ⋅ 2.1 Baths ⋅ 10624914 MLS
Prepare to fall in love with this wonderful, well-maintained home located on a quiet cul-de-sac! Spacious formal dining, living and family room. Beautiful updated kitchen with 4 ovens! Downstairs office/study, perfect for an additional bedroom. Primary bedroom has an additional room, perfect for a sitting room, nursery, office, gym, and so much more! Large primary bath with separate sinks, shower and jetted tub. Generously sized bedrooms. Crawlspace encapsulated with dehumidifier. 220 amp plug in garage. Separate outdoor Jacuzzi room with 220 amp and endless possibilities! Incredible home improvements throughout. Entirely too many to list here! Excellent location and schools!

804 Amberline Drive, South Chesapeake
917 Ferryman Quay, South Chesapeake
$440,000
4 Beds ⋅ 2.1 Baths ⋅ 10624786 MLS
Tucked away on a quiet cul-de-sac in an established neighborhood in Chesapeake, this charming two-story home offers 4 bedrooms, 2.5 bathrooms, & a 2-car garage with a comfortable layout designed for everyday living. Recent updates include new carpeting and fresh interior paint in select areas, providing a refreshed feel while still allowing room to add your own personal touches. Fresh landscaping and mulch enhance the curb appeal, with hydrangeas ready to bloom & add seasonal color. The private backyard features two raised garden beds ready for planting, along with established raspberry & blueberry bushes, making it a perfect space for gardening, relaxing, or enjoying the outdoors. A wonderful opportunity to own a well-maintained home in a peaceful cul-de-sac setting. ~Water heater & roof 2021, HVAC 2017, appliances April/2025

917 Ferryman Quay, South Chesapeake
3144 Gaston Drive, South Chesapeake
$385,000
4 Beds ⋅ 2 Baths ⋅ 10624525 MLS
Welcome home to this fully renovated 4-bedroom, 2-bath ranch in Chesapeake’s Deep Creek area! Every detail has been refreshed to make this home truly move-in ready, including a new roof, LVP flooring and carpet throughout, fresh paint inside and out, and beautifully updated bathrooms and kitchen, including new SS appliances and quartz countertops. The spacious backyard is ready for summer fun with an in-ground pool featuring a new liner and pump, refinished concrete surrounding the pool, and a new sliding glass door for easy access from inside. If you’ve been looking for ranch style living with modern updates and a backyard made for entertaining, this one is a must-see.

3144 Gaston Drive, South Chesapeake
460 San Roman Drive, South Chesapeake
$290,000
2 Beds ⋅ 2 Baths ⋅ 10624695 MLS
Lovely all one level living. 2 beds and 2 baths brick townhome in the heart of Great Bridge/Grassfield. Open Concept Living and Kitchen area. Kitchen has a bay window for an eating area. Lots of storage. Lots of natural light. Seller replaced vinyl siding 2 years ago on the back of the house, replaced sliding door and entry door. The back patio has a water view. It is very peaceful out there.

460 San Roman Drive, South Chesapeake
1309 Quail Creek Hollow Unit C, South Chesapeake
$295,000
3 Beds ⋅ 2.1 Baths ⋅ 10624529 MLS
Welcome to 1309 Quail Creek Hollow, Unit C—a well-maintained home offering comfort, function and convenience. Recent updates include new HVAC (2019), Water Heater (2020), W/D (2020), tastefully updated primary bath (2024) and new patio door (2025). The kitchen features SS appliances, granite counters, pantry and versatile bar ideal for serving or 2-top dining. A spacious 1st-floor Bedroom allows true one-level living and includes double closets, a walk-in closet, vaulted ceiling and abundant storage. Additional highlights include a 1st-floor powder room, handicap-accessible features (entry ramp and grab bars) and excellent storage/workshop/garage-type space. Parking is a breeze with a long driveway for 2–3 vehicles plus ample nearby guest parking. Conveniently located just minutes from bases, interstates, dining, shopping and all the best of Hampton Roads.

1309 Quail Creek Hollow Unit C, South Chesapeake
1327 Laurel Ridge Lane, South Chesapeake
$865,000
5 Beds ⋅ 3 Baths ⋅ 10623723 MLS
This stunning waterfront home truly has it all! Beautifully maintained 5 bedroom brick ranch with over 3000 sq foot of living space, bright and spacious living room full of natural light with cathedral ceiling and Sony surround sound system. Full kitchen remodel in 2021, and an absolute dream backyard with brand new deck, salt water pool and peaceful, wood water front views. Water heater replaced in 2023, HVAC new in 2020, pool pump 20221, recently remodeled bathrooms. 80 inch tv and theatre chairs in room over garage to convey, as well as backyard patio furniture and firepit.

1327 Laurel Ridge Lane, South Chesapeake
1217 Welles Court, South Chesapeake
$357,000
3 Beds ⋅ 2.1 Baths ⋅ 10623728 MLS
Opportunity in Chesapeake’s sought-after Greenbrier area! This well-maintained home offers space, convenience, and excellent value near shopping, dining, and major highways. Inside, you’ll find three comfortable bedrooms and modern bathrooms, along with several interior improvements that enhance both style and functionality. Features include luxury vinyl plank flooring, updated kitchen countertops, & stainless steel appliances. The home offers inviting living spaces and a practical floor plan that works well for everyday living and entertaining. Priced competitively for the Greenbrier market and offering strong value in a desirable location. Property is being sold As-Is, Where-Is. Schedule your showing and come see the opportunity this home offers.

1217 Welles Court, South Chesapeake
1217 Cedar Mill Square, South Chesapeake
$285,000
3 Beds ⋅ 1.1 Baths ⋅ 10622882 MLS
Welcome HOME! This immaculate three bedroom townhouse features new carpet, fresh paint, and updated touches throughout! Eat-in kitchen with easy access to brick paver patio and privacy fenced backyard. Propane grill in place for grilling out.Laundry room/pantry with washer & dryer has shelves & cabinets for great storage! Primary bedroom has spacious walk-in closet. Room to park two vehicles at your front door.

1217 Cedar Mill Square, South Chesapeake
407 Pines Of Warrick Drive, South Chesapeake
$535,000
4 Beds ⋅ 2 Baths ⋅ 10620437 MLS
Timeless style meets modern amenities in this all-brick, single-level home located in the heart of Great Bridge, with no HOA! This four-bedroom home features a stunning cobblestone gas fireplace and vaulted ceilings in the main living area, which flows seamlessly into the upgraded eat-in kitchen - appointed with shaker cabinetry, stainless appliances, & elegant quartz countertops. The spacious primary suite offers a walk-in closet & a private en-suite bath. Three additional generously sized bedrooms provide flexible living space! The hall bath complements the primary bath with coordinating finishes, including brushed champagne fixtures & hardware. Situated on over 1/3 of an acre, the property provides ample yard space & an inviting front porch enhances the home’s curb appeal. A 720-square-foot detached garage w/an unfinished room above presents abundant potential for customization. Inquire about options to finish the space, request the feature sheet, & schedule your private tour today!

407 Pines Of Warrick Drive, South Chesapeake
1528 Plantation Lakes Circle, South Chesapeake
$507,000
4 Beds ⋅ 2.1 Baths ⋅ 10618810 MLS
*AMAZING* Space to grow, room to gather & a place to call home. Designed for Family Living with an easy, flowing layout suited for everyday life! Natural light fills the home, creating a bright & welcoming atmosphere. FEATURES: Situated on nearly a 1/4 Acre Lot w/Over 2,400 SF of Living Space, 4 Bedrooms, 2 Full & 1 Half Baths, Wonderful Kitchen with Granite, Backsplash, SS Appliance PKG & Eat-In Kitchen, LARGE Family RM w/cozy Fireplace, 2 Car Garage & MORE! ADD HIGHLIGHTS: Upstairs you find a Spacious Primary Suite w/Updated Bath, Shower & Walk-In-Closet, Bonus Room Over Garage is prime for a Playroom, Home Office or Guest Space. ALL Bathrooms were recently renovated, a LARGE Deck extends your living space outdoors for family cookouts / relaxing evenings. Located in the heart of Hampton Roads, easy access to top attractions across all 7 cities, Atlantic Ocean, Historic sites & cultural venues while enjoying the peace of a true neighborhood setting. A place to make lasting memories!

1528 Plantation Lakes Circle, 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.

How much is your home worth?

Get instant property value now!