South Chesapeake VA Historical Real Estate, Homes for Sale

Investor Special! Brick ranch in Chesapeake featuring 3 bedrooms, 1 bathroom, a detached garage/workshop, and a spacious yard. This property is being sold as-is and offers plenty of potential for renovation and customization. Bring your vision and transform this property into a great investment or personal home!

504 Plummer Drive, South Chesapeake

$369,900

4 Beds ⋅ 2 Baths ⋅ 10659368 MLS

Welcome to 1108 Sword Dr, a beautifully updated 4-bedroom, 2-bath ranch-style home offering approximately 1,800 sqft of comfortable single-level living in Chesapeake, VA. Freshly painted throughout, this move-in-ready home features a bright, open-concept floor plan with LVP flooring throughout the main living areas, carpeted bedrooms, and updated light fixtures. The kitchen features granite countertops, stainless steel appliances, and an open layout that flows seamlessly into the living and dining areas. Both bathrooms have been updated, adding to the home’s fresh, modern feel. Additional improvements include a new roof. Step outside to a large, fully fenced backyard with plenty of space for entertaining, pets, play, gardening, or simply relaxing outdoors. If you’re searching for a move-in-ready 4-bedroom ranch home for sale in Chesapeake, Virginia with approx. 1,800 sqft an open floor plan, modern updates, and a spacious fenced backyard, 1108 Sword Dr is one you’ll want to see!

1108 Sword Drive, South Chesapeake

$350,000

3 Beds ⋅ 2 Baths ⋅ 10659089 MLS

Don't miss out on this nice spacious ranch with lots of natural light! Features include a large bright sunroom, a spacious converted garage that could be used as 4th bedroom/office/den, etc., a large primary bedroom with 2 closets & full bath, tile floors in kitchen, baths, sunroom & utility room and a fully fenced-in back yard. Convenient location to I-64 & I-264. Come make it yours today!

3085 Kenelm Drive, South Chesapeake

$350,000

4 Beds ⋅ 2 Baths ⋅ 10659049 MLS

Tucked away in an established Deep Creek neighborhood, this charming brick ranch offers comfort, space, and endless potential! Situated on a spacious corner lot just shy of half an acre, this 4-bedroom, 2-bath home features beautiful wood and LVP flooring, two remodeled bathrooms, and a brand-new privacy fence, perfect for enjoying the expansive backyard. Even better, the big-ticket updates have already been taken care of, including a new HVAC system in 2025 and a newer roof and gutters installed in 2022! With many of the major expenses already behind you, this home is ready for its next owner to add their personal touches and truly make it their own. Don't miss the opportunity to enjoy single-level living, a generous lot, and the charm of an established neighborhood! Location is convenient to the interstate, bases, shopping, dining and more!! Property is being sold AS-IS seller to make no repairs.

3532 Parr Lane, South Chesapeake

$325,000

2 Beds ⋅ 1 Baths ⋅ 10658693 MLS

1849 Cedar Road, South Chesapeake

$300,000

2 Beds ⋅ 1 Baths ⋅ 10658774 MLS

Discover 1.5 acres in the heart of Great Bridge, offering a country feel with everyday conveniences nearby. Explore the possibilities of renovating the existing home or starting fresh with a new home designed around your vision. The spacious parcel offers potential for a new residence and large detached workshop, subject to zoning, septic requirements and necessary approvals. Served by city water and a septic system, the property is conveniently located near Great Bridge Elementary, Middle and High schools. Enjoy the space and setting of acreage while remaining close to shopping, dining and local amenities. Property is being sold strictly as-is; the seller will make no repairs.

1153 Waters Road, South Chesapeake

$345,000

5 Beds ⋅ 2 Baths ⋅ 10658681 MLS

Discover the potential in this 5-bedroom, 2- bathroom ranch nested on New Mill Creek. This home features tons of updates throughout, providing a great head start while leaving room for your personal cosmetic touches. Head outback to the large lot, where natural scenery creates a peaceful backdrop for everyday living. Flood insurance is required.

1753 Burson Drive, South Chesapeake

$418,899

4 Beds ⋅ 2 Baths ⋅ 10658565 MLS

Charming brick home with plenty of character, versatile living spaces, and a backyard made for entertaining! Offering 4 bedrooms and 2 full baths, this home features hardwood floors, a cozy gas fireplace, and a first-floor bedroom for added flexibility. The upper level provides additional bedrooms with their own unique character. Enjoy outdoor living on the screened porch or deck overlooking the fenced backyard and in-ground swimming pool. A detached brick building with its own kitchenette and full bathroom offers additional possibilities for a hobby space, workshop, or poolside entertaining. Situated on approximately a quarter-acre lot with no HOA, this property offers a wonderful combination of indoor and outdoor space, distinctive features, and the opportunity to make it your own! Opportunity for up to $3500 lender credit with use of preferred lender.

2213 Wildwood Road, South Chesapeake

$350,000

3 Beds ⋅ 2 Baths ⋅ 10658571 MLS

Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in a sought-after Chesapeake neighborhood! Offering peace of mind and modern comfort, this home features a brand-new roof, siding, HVAC system, water heater, and windows—giving you the major updates you want without the worry of costly replacements.Inside, you’ll find a comfortable and inviting layout with plenty of natural light and space for everyday living and entertaining. The spacious bedrooms and two full bathrooms provide flexibility.Situated in a desirable Chesapeake location close to shopping, dining, schools, parks, and major roadways, this move-in-ready home is an excellent opportunity for buyers looking for convenience, updates, and value. Don’t miss your chance to make this beautifully refreshed home yours!

303 Diamond Avenue, South Chesapeake

$329,900

3 Beds ⋅ 1.1 Baths ⋅ 10658506 MLS

Welcome home to this inviting 3-bedroom, 1.5-bath ranch nestled in an established neighborhood! This home offers a functional layout and features designed for comfortable everyday living. The eat-in kitchen boasts stainless steel appliances, ample cabinetry, and plenty of counter space. Enjoy the spacious backyard with a privacy fence. Additional features include architectural roof shingles, updated windows, a heat pump HVAC system, a newer electric water heater, and off-street parking. The seller will provide clear TMI report. Some photos have been virtually staged. Don’t miss the opportunity to make this home your own!

3057 Kenelm Drive, South Chesapeake

1329 George Washington Highway N, South Chesapeake

$315,000

3 Beds ⋅ 2 Baths ⋅ 10657422 MLS

This 3-bedroom, 2-bath Chesapeake home sits on nearly half an acre with a large detached garage, ample parking, and an easy-access driveway. Inside, enjoy brand-new carpet, renovated bathrooms, and updated appliances. With plenty of room for vehicles, hobbies, storage, and outdoor living, this property offers space and flexibility that can be hard to find.

1329 George Washington Highway N, South Chesapeake

$419,900

5 Beds ⋅ 2.1 Baths ⋅ 10658338 MLS

One of a Kind in Geneva Shores! Prepare to be surprised by just how much space this unique home has to offer! The owner added a custom-designed second floor, creating additional living space and flexible options to accommodate your needs through the years and generations to come. Full of character and nostalgic charm, this cozy home is tucked alongside a canal that leads to deep-water access on the Elizabeth River. Whether you dream of kayaking, cruising in your Jon boat, fishing close to home, or simply enjoying the peaceful waterfront surroundings, this property offers a wonderful opportunity to embrace life on the water. And there’s even more to love! Just one street away, you’ll find the Elizabeth River Park VDWR Boat Ramp, providing convenient access for your boating adventures. The home has central vacuum. A unique home, a waterfront setting, and endless possibilities! This is an estate sale....All of the furniture and accessories will be removed by November. Property is being sold AS IS HOME INSPECTION IS FOR INFORMATIONAL PURPOSES ONLY

2013 Athens Court, South Chesapeake

$515,000

3 Beds ⋅ 2.1 Baths ⋅ 10658229 MLS

Welcome to this well-built modernized jewel of a home! Hardwood floors throughout, brand new air handler (2025), granite countertops w/ stainless steel appliances, gas range, dishwasher, and Bosch refrigerator (2026). Home to be freshly painted throughout, new light fixtures and newer fans. Primary bathroom is being updated to a walk-in shower and tile being replaced in kitchen, hall bath, and foyer. Conveniently located near the interstate, shopping, restaurants, parks and rec, and more, this home offers a great combo of an unbeatable location, updates, and comfort. Schedule your private showing today! Owner agent.

1217 Spruce Lane, South Chesapeake

$499,000

3 Beds ⋅ 2.1 Baths ⋅ 10658040 MLS

Welcome home to this renovated, turnkey retreat in southern Chesapeake's sought-after 23322 zip code. Nestled along peaceful Long Ridge Road, this property offers the best of both worlds: scenic, country-style tranquility with quick access to the conveniences of Great Bridge and Hickory, top-rated schools, and nearby waterways. Inside, enjoy 3 spacious bedrooms and 2.5 stylishly refreshed baths. The bright interior showcases fresh neutral paint, durable luxury vinyl plank flooring, and plush new carpet. The redesigned kitchen features crisp new cabinetry, gorgeous countertops, and modern finishes, while every bathroom has been upgraded with chic new vanities. Major systems are fully addressed with a brand-new septic system installed in May 2026 for ultimate peace of mind. A perfect blend of worry-free rural charm and contemporary living!

941 Long Ridge Road, South Chesapeake

$259,900

2 Beds ⋅ 1 Baths ⋅ 10657727 MLS

MUST SEE! Beautiful move-in ready home with fantastic updates, including a new roof, siding, flooring, appliances, fresh paint, and more. Features spacious bedrooms, an open-concept layout, and a great kitchen. Situated on a large lot (nearly 6,800 sq. ft.) with a massive backyard offering endless possibilities. Conveniently located near shopping, dining, military bases, and the airport. Schedule your private tour today!

2432 Youngman Road, South Chesapeake

$324,999

2 Beds ⋅ 1 Baths ⋅ 10657263 MLS

This 3 acre lot is great for your dream home! It can not be subdivided. Lot is established and has privacy for you and your animals. It has a huge 2 story, detached, approx. 4 car garage that has its own well and electricity. It has over 530 feet of road frontage, facing a pristine, stunning horse farm. The home that is on the property is fully gutted and can be torn down or remodeled and added on, to make your perfect home. The property is being sold as-is, as well as the septic and well is as-is. Call today for your private showing, this one will not last long!

3365 Benefit Road, South Chesapeake

937 Mount Pleasant Road, South Chesapeake

$420,000

3 Beds ⋅ 2 Baths ⋅ 10657273 MLS

Welcome home to this move in ready, updated brick ranch situated on a spacious 2/3-acre lot in the heart of Chesapeake. Offering classic curb appeal and room to breathe, this home also boasts new paint & flooring throughout, all new kitchen cabinets, granite & appliances with breakfast bar. Large family room w loads of natural sunlight add to the functional, single-level layout designed for comfortable everyday living. The generous yard provides endless possibilities—perfect for outdoor entertaining, gardening, play, or future expansion. All new windows & garage door. Mature surroundings and ample space create a peaceful setting while still being just minutes from shopping, dining, schools, and major roadways.This home offers a rare opportunity to enjoy privacy, space, and convenience all in one. Properties with this much land in such a desirable location don’t come along often—don’t miss it.

937 Mount Pleasant Road, South Chesapeake

$735,000

5 Beds ⋅ 2.1 Baths ⋅ 10656950 MLS

Why wait on new construction when so much of the work here is already done? Set on three private acres in Grassfield, this modern farmhouse has been completely reworked inside and out, and a detached garage plus whole-house filtration system will both be installed prior to closing. The kitchen centers the main living space with an oversized island and bar, white cabinetry, and a clean, current finish. The renovation continues throughout with new windows, upgraded Hardie Plank siding, a new roof, new water heater, and two new heat pumps with dual-zone HVAC. The primary suite features private porch access, dual closets, and a spa-style bath with a floor-to-ceiling marble-tiled shower. Mature trees and a classic brick fireplace add character against the newer finishes and major system updates. With three acres, a full renovation, major systems already replaced, and a detached garage being completed before closing, this is the kind of property that gives you the space, finish, and function buyers rarely find all in one place.

1629 Shillelagh Road, South Chesapeake

540 Fernwood Farms Road, South Chesapeake

$99,000

2 Beds ⋅ 1 Baths ⋅ 10656859 MLS

Total assessed value $237,400, lot dimensions 170x265, 1 acre, 2/1 bath 740 sq ft.

540 Fernwood Farms Road, South Chesapeake

$299,900

3 Beds ⋅ 2 Baths ⋅ 10656850 MLS

Completely transformed from top to bottom, this stunning ranch offers an exceptionally open floor plan and extensive updates inside and out! The foyer, living room, dining room, and kitchen flow seamlessly together, creating an ideal space for everyday living and entertaining. The remodeled kitchen features new cabinetry, granite countertops, stainless steel appliances, updated lighting, and finishes. Both bathrooms are fully renovated, with new flooring/carpet, fresh paint, light fixtures, hardware and switches throughout. The oversized primary suite offers an impressive private retreat. Major updates include a new roof, windows, 200-amp electrical panel/service, upgraded electrical, and new kitchen/HVAC circuits. Outside, enjoy a new front door and sliding glass door leading to a huge backyard. The detached 2 car garage has a new garage door and offers space for vehicles, storage or a workshop. This home is truly move-in ready!

1311 Perry Street, South Chesapeake

$399,900

3 Beds ⋅ 2 Baths ⋅ 10656700 MLS

Find out how the seller can reduce your monthly payments on an accepted offer! Welcome to this beautifully renovated 3-bedroom, 2-bath brick ranch in the heart of Great Bridge! Located in the established Castlewood Terrace neighborhood, this charming home offers comfortable single-level living with modern updates throughout. The updated kitchen features granite countertops, a spacious center island, soft-close cabinetry, and new stainless steel appliances. Both full bathrooms have been beautifully renovated with custom tile surrounds and modern finishes. Additional updates include new windows, luxury vinyl plank flooring, new carpet, fresh interior paint, new doors and trim, updated light fixtures, fresh exterior paint, and a newer roof. An attached one-car garage provides additional storage and convenience, while the spacious front deck offers the perfect spot to relax and enjoy the outdoors. Conveniently located near shopping, dining, parks, and everything Great Bridge has to offer.

138 W Royce Drive, South Chesapeake

$420,000

3 Beds ⋅ 2 Baths ⋅ 10656455 MLS

Tucked away on a quiet dead-end street, this beautifully updated 3-bedroom, 2-bath ranch offers peaceful water views and an inviting indoor-outdoor lifestyle. Enjoy an open, flexible floor plan, screened porch, oversized deck, and private fenced backyard great for relaxing, entertaining, kayaking, or simply enjoying the tranquil surroundings. Major updates include a NEW central HVAC system with new ductwork (2025), NEW kitchen appliances (2025), LVP flooring and fresh neutral paint.

668 Luther Street, South Chesapeake

$459,900

4 Beds ⋅ 2 Baths ⋅ 10656377 MLS

Welcome to this spacious 4-bed, 2-bath home situated on a beautiful half-acre lot in the heart of Great Bridge! Offering a flexible floor plan, this home features 2 oversized living areas, 2 spacious primary bedrooms, & 2 additional bedrooms—ideal for multigenerational living, a home office, playroom, or the potential for a 5th bedroom. Updates include fresh interior paint, new flooring, restored hardwood floors, & renovated bathrooms. The updated kitchen offers new countertops, ample cabinet space, & a cozy breakfast nook. Step outside to the covered deck overlooking the expansive backyard, providing plenty of room for entertainment, gardening, pets, or future outdoor additions. With no HOA, you’ll also enjoy plenty of space to park your RV or boat on the property. Located in the highly desirable Great Bridge school district, you’ll enjoy the convenience of being just minutes from shopping, restaurants, & everyday amenities. Don’t miss this rare opportunity to own a move-in-ready home with space, flexibility, & an unbeatable location. Schedule your showing today!

145 Hurdle Drive, South Chesapeake

729 Mount Pleasant Road, South Chesapeake

$465,000

3 Beds ⋅ 2 Baths ⋅ 10656198 MLS

Step into this beautifully maintained ranch-style home that blends comfort, convenience, and charm. Featuring updated bathrooms and a modern kitchen with stylish finishes, this home is ready for you to move right in. Enjoy the spacious large open yard perfect for gatherings, gardening, or simply relaxing surrounded by a newer upgraded wooden privacy fence for peace and seclusion. The screened-in porch offers a cozy spot to unwind year-round, while those who work from home or need a creative space, there is an outdoor office with electric and AC to ensure comfort and productivity. Schedule your showing today.

729 Mount Pleasant Road, South Chesapeake

317 George Washington Highway S, South Chesapeake

$524,900

3 Beds ⋅ 2 Baths ⋅ 10655769 MLS

Five acres. A powered detached workshop. Room to breathe, space to make your own. This updated Cape Cod offers the flexibility of acreage living in Chesapeake’s Grassfield area. The home features 3 bedrooms, 2 full baths and a first-floor bedroom and full bath. MLS square footage reflects 1,869 sq. ft. per tax records; a recent appraisal measured approximately 2,067 sq. ft.Updates include a renovated kitchen and baths, replacement windows, updated electrical and plumbing, a 2023 heat pump, 2024 whole-house paint and newer flooring. Beautiful hardwood floors, a fireplace, and generous mud/laundry space add function and character. The approx. 736 sq. ft. powered detached garage/workshop offers room for tools, projects, and storage. Gorgeous outdoors boast a fenced yard area, wooded acreage, mature fruit and fig trees, enclosed porch, deck and patio. City water/sewer add convenience. Recent appraisal at $600,000! Existing VA loan may be assumable, reach out to listing agent for more details.

317 George Washington Highway S, South Chesapeake

$419,900

3 Beds ⋅ 2 Baths ⋅ 10655782 MLS

Welcome to 109 Causeway Dr, a charming home nestled on a quiet street in the highly desirable Great Bridge area of Chesapeake! Enjoy major peace of mind with recent big-ticket upgrades, including a newly updated HVAC system, new water heaters, flooring throughout, and the electrical panel in the garage updated within the last 2 years. One of the standout features of this property is the HUGE backyard—providing an abundance of open space for entertaining, gardening, or play. Plus, there is ample parking and side access with more than enough space to park your large RV, boat, trailer, or multiple vehicles. Location is everything! Situated just off Battlefield Blvd, you are minutes away from top-rated Chesapeake public schools, local parks, waterways, and the Intracoastal Waterway. You'll love the convenience of quick access to everyday shopping, dining, medical facilities, and major highways for an easy commute throughout Hampton Roads.

109 Causeway Drive, South Chesapeake

2410 Centerville Turnpike, South Chesapeake

$879,000

3 Beds ⋅ 2 Baths ⋅ 10655763 MLS

If these walls could talk, they would tell you 176 years of stories. Rare pre-Civil War farmhouse charm meets modern comfort in this private retreat that feels like a vacation every day. This 2-story home is filled with character, featuring 4 fireplaces, gorgeous original hardwood floors, 10-foot ceilings, hand-sawed original moldings, intricate ceiling details, and antique lighting. The living room offers a cozy wood-burning stove, while the family room showcases coffered ceilings and original hardwood floors. The spacious primary suite stands out with a beautiful fireplace and a wall of built-in cabinetry offering storage rarely found in modern homes. Enjoy two laundry areas, including one in the ADU over the detached tandem 4-car garage, plus a flexible space for an office or mudroom off the back of the main house. Outside, unwind and entertain by the pool oasis, or sit on the 250 sqft covered porch. There is a huge new chicken coop (26), and 2 dog runs for that farm life as well as a shed (as is). The brick walkways are the original bricks from the chimney repurposed. Updates include painted kitchen cabinets/walls (26), sealed and painted metal roof with 20 year paint (26), new pool liner (25), encapsulated crawlspace with dehumidifier/support beams (25), 50-gallon hot water heater (25), HVAC, and ductwork (23), new steps and railing out to the pool (26), breaker upgrade to house (25) 2 solar systems one to the main house and one to the ADU/garage (23). More updates listed in agent remarks. Near Hickory schools, shopping, Bypass, and OBX. Come own a piece of history in Hickory!

2410 Centerville Turnpike, South Chesapeake

$435,000

3 Beds ⋅ 2 Baths ⋅ 10655721 MLS

Location, Location, Location, Welcome to the desirable Great Bridge area of Chesapeake! This beautifully updated 3-bedroom, 2-bath home offers approximately 1,700 square feet of comfortable living space, with many of the major projects already completed. Inside, enjoy an inviting layout featuring a remodeled kitchen, refreshed bathrooms, new dishwasher 2026, 2019 AC system, and new 2025 evaporator coil. The cozy fireplace and chimney have also been professionally maintained, ready to enjoy. Outside, your private backyard retreat awaits! The inground pool is great for relaxing and entertaining, while the detached workshop offers versatile space for hobbies, projects, storage, or gatherings. The fully fenced yard provides privacy and plenty of room to enjoy. The home has been thoughtfully maintained, including 6-inch commercial gutters and professionally leveled and graded ground for proper drainage. The major mature trees around the home have been removed, reducing the potential for damage from falling limbs during severe weather. Additional improvements include a 2014 roof on all structures, plus a vapor barrier and dehumidifier installed in the crawlspace in 2019. The major work has been done—just unpack and enjoy! Come see everything this well-maintained Great Bridge home has to offer and schedule your private tour today.

220 Marion Drive, South Chesapeake

$337,500

3 Beds ⋅ 1 Baths ⋅ 10655690 MLS

Own a piece of Chesapeake history! This charming Great Bridge Craftsman bungalow is documented by the Virginia DHR as Historic Resource #131-5027, dating to approx. 1915–1925. Full of warmth & character with beautiful wood floors, new LVP in the kitchen & laundry, fresh paint, updated fixtures, refreshed kitchen & bath, plus a versatile bonus room that can easily serve as an additional bedroom. Detached garage, spacious & a.36-acre lot. A rare blend of historic charm, modern touches & timeless character—ready to welcome you home!

944 Bells Mill Road, South Chesapeake

$410,000

3 Beds ⋅ 1.1 Baths ⋅ 10655362 MLS

THE OPPORTUNITY YOU'VE BEEN WAITING FOR! If you've been searching for a well-maintained home with space, character and room to make it your own, this is definitely the one. Situated on an oversized corner lot, this 3 bd, 1.5 bth home offers approx 1629 sqft, beautiful hardwood floors, generous living spaces and a layout with plenty of possibilities. Large room off of living room with a closet that can easily be a 4th bedroom, home office, gym, in-law suite with it's own separate side entrance. Large screened in patio leads to a HUGE backyard that can be transformed into an oasis offering room to entertain, garden or just relax. Workshop-like attached shed and a detached shed. It's move in ready and can be customized over time. No trendy renovations. No inflated renovation price tag. Just a solid home in a great location with great bones and the opportunity to add your own style. Located within blocks to shopping centers, dining, hospitals and interstates. Come see today!

245 Old Drive, South Chesapeake

3433 Martin Johnson Road, South Chesapeake

$385,000

3 Beds ⋅ 2 Baths ⋅ 10655347 MLS

Welcome to this charming 3-bedroom, 2-bath Cape Cod nestled on 1.4 private acres in the Deep Creek area of Chesapeake! This property offers the perfect blend of peaceful outdoor living and everyday convenience. Enjoy gardening in the fenced garden, unwind in the wooded backyard, or take advantage of easy access to the nearby Portsmouth Ditch Trail for walking, biking, and outdoor recreation. Inside, you’ll find a warm and inviting layout with classic Cape Cod character and plenty of space to make your own. Whether you’re looking for room to spread out, enjoy nature, or simply escape the hustle while staying close to shopping, dining, and major commuting routes, this home checks all the boxes. Don’t miss this unique opportunity to own your own slice of Deep Creek!

3433 Martin Johnson Road, South Chesapeake

$649,900

4 Beds ⋅ 3.1 Baths ⋅ 10655286 MLS

Welcome to your very own homesteader’s haven in the heart of Chesapeake! Tucked away on over an acre, this one-of-a-kind brick ranch offers a blend of modern comfort and timeless, back-to-the-land charm. Outside, you'll be greeted by a flourishing orchard with established fruit trees that provide a bounty through every season, blueberries, figs and plums for jam-making, crisp apples, cherries, peaches, pomegranates, and pecans for baking. Designed for self-sufficiency with two outbuildings, a 40’x45’ parking area ideal for your boat or RV, solar panels and a new roof provide energy savings. The fully finished converted garage for an in-law suite, playroom, fifth bedroom, business front, the choice is yours. If you’re dreaming of tending gardens and evenings under the trees enjoying the fruits of your own land, this property has it all. A true little piece of paradise, right in the city yet worlds away. This home also has an assumable VA mortgage at 4.9% interest for a VA eligible buyer! Perfect opportunity for owning a home in Chesapeake that meets all of your space needs, enjoying self sufficiency and all the convenience that Chesepeake has to offer.

101 Stadium Drive, South Chesapeake

$220,000

2 Beds ⋅ 1 Baths ⋅ 10655259 MLS

Welcome to this cozy 2 bedroom, 1 bathroom ranch home located in the heart of Deep Creek! This home offers a comfortable layout, an attached 1-car garage, and a spacious backyard with a privacy fence, providing plenty of room for outdoor enjoyment. The large detached shed/workshop offers additional storage and space for hobbies or projects. With its charming touches, great outdoor space, and convenient location near shopping, dining, and major roadways, this home is ready for its next owner to make it their own!

2704 George Dr Drive, South Chesapeake

$610,000

4 Beds ⋅ 2.1 Baths ⋅ 10654670 MLS

Gorgeous, well-maintained home in lovely established neighborhood is Great Bridge. Beautiful brick ranch with 4 bedrooms and 2.5 baths plus a newer SALT WATER POOL W/ DE FILTER. So many upgrades in this home - Kitchen remodeled 2025, Back yard patio added 2026, New Carpet 2025, Hot Water heater replaced 2025, Main bathroom and half bathroom remodeled. Garage converted professionaly making a large den. New Flooring in FROG. This house is set up for entertaining with a huge backyard, 2 sheds, pool area and seating area. Gorgeous fireplace and a beautiful sunroom overlooking the pool and yard. This one is a must see in Great Bridge school districts. Pride of ownership throughout.

203 Scarlett Drive, South Chesapeake

$299,999

3 Beds ⋅ 1.1 Baths ⋅ 10654604 MLS

Solid Bones. Endless Potential. Bring Your Vision. In the heart of Greenbrier. This all brick ranch with attached 1 car garage has a huge fenced back yard with large storage shed . Property has been very well maintained. Convenient to shopping, interstates, Hospital and restaurants. This is a rare chance to own a home with a strong, well-built structure and the freedom to make it your own. Great property for the investor, renovator, or hands-on buyer who can see what the home can become. Solid structure, a great foundation for a remodel. Needs vision and a little TLC. Room to build equity through updates. Sold strictly as-is, where-is. Seller makes no repairs or warranties. Buyers are encouraged to complete their own inspections and due diligence.

205 Thrasher Road, South Chesapeake

$325,000

3 Beds ⋅ 1.1 Baths ⋅ 10654363 MLS

Come tour this ranch home with beautiful hardwood floors and a functional living space. This property has a partially open floor plan with a versatile layout. The open room space can be used to entertain, as an office, or as spare living space. The backyard is large and wooded, offering a storage shed and plenty of space for gardening and entertaining. The dishwasher, water heater, and refrigerator are all new (2025) and convey with the property.

1025 Shore Road, South Chesapeake

1209 Sir Galahad Drive, South Chesapeake

$359,000

3 Beds ⋅ 2 Baths ⋅ 10654313 MLS

Welcome to 1209 Sir Galahad! This beautifully updated one-owner home offers a comfortable, inviting flow with plenty of natural light throughout. Recent improvements include new LVP flooring, fresh paint, updated light fixtures, and a completely renovated primary bathroom. The kitchen features all-new GE appliances, quartz countertops, and new soft-close cabinetry. Tucked away on a quiet street in a mature, established neighborhood with convenient access to the interstate, this home offers the perfect combination of thoughtful updates, comfort, and accessibility.

1209 Sir Galahad Drive, South Chesapeake

$400,000

4 Beds ⋅ 2 Baths ⋅ 10654279 MLS

Welcome home to peaceful country living on approximately 0.71 acres! This inviting ranch-style home offers 4 bedrooms and 2 full bathrooms, with fresh paint throughout, new LVP flooring, and new carpet making it move-in ready. The spacious living room features vaulted ceilings, while the kitchen opens to a cozy breakfast nook perfect for morning coffee or casual meals. Out back, enjoy a private yard surrounded by wooded views, an ideal setting for relaxing, entertaining, or simply enjoying a little extra peace and quiet. Tucked away in a country setting yet conveniently located just off Highway 17, this home gives you the best of both worlds: room to breathe with easy access to everything you need.

5144 Ballahack Road, South Chesapeake

$330,000

4 Beds ⋅ 2 Baths ⋅ 10654130 MLS

Experience total move-in readiness in this beautifully updated Chesapeake home! Featuring fresh paint and new flooring throughout, the bright interior flows into a modern kitchen equipped with shaker cabinets and stainless steel appliances. Bathrooms boast stylish tile updates, while peace of mind comes standard with a new roof, HVAC, some new windows and new water heater. There is also a bonus florida room and lovely front porch. Perfectly blending comfort and modern upgrades, this property is an absolute must-see today!

28 Hinton Avenue, South Chesapeake

$366,000

4 Beds ⋅ 2.1 Baths ⋅ 10653943 MLS

Welcome Home to Deep Creek! This beautifully renovated brick ranch offers 4 bedrooms, 2.5 baths, and an impressive list of brand-new updates. Step inside to discover brand-new gray carpet and luxury vinyl flooring throughout, complemented by fresh finishes that give the home a clean, modern feel. The updated kitchen features brand-new white cabinetry, a center island, granite countertops, and stainless steel appliances, creating a functional space for everyday living and entertaining. Both full bathrooms have been refreshed with brand-new ceramic marble tile in the showers for a polished, spa-inspired touch. And the updates continue beyond the interior! This home features a brand-new roof, HVAC system, and water heater, offering peace of mind for years to come. With two front and two back entry points, the layout also provides added flexibility for how you enter and use the home. Located in the desirable Deep Creek subdivision and just moments from the Gilmerton Bridge, this home offers convenient access to surrounding areas while providing the space and comfort of a brick ranch-style home. Four bedrooms. Two and a half baths. Brand-new major systems and finishes. Move-in ready. Come see all this home has to offer!

100 Alice Street, South Chesapeake

$259,900

4 Beds ⋅ 2 Baths ⋅ 10653670 MLS

Opportunity is knocking in Chesapeake! This fixer-upper is full of potential and ready for an investor, renovator, or buyer looking to create something special. With the right vision and improvements, this home could be transformed into an impressive primary residence, profitable investment, or standout renovation project. Whether you're looking for your next flip, rental, or a property you can customize from the ground up, this one offers the space and upside to make it happen. Bring your ideas, your contractor, and unlock the potential! Images have been digitally altered. Property will not pass traditional financing.

3105 Kenelm Drive, South Chesapeake

$370,000

4 Beds ⋅ 2.1 Baths ⋅ 10653901 MLS

Welcome to 1101 Gauntlet Drive in Chesapeake! This spacious 4-bedroom 2.5-bath home offers approximately 1,824 square feet of comfortable living space. Step inside to a freshly painted interior featuring luxury vinyl plank flooring and an inviting living room with a cozy fireplace. The kitchen features white cabinetry, stainless steel appliances, a farmhouse-style sink, and plenty of workspace. Enjoy additional living and entertaining space in the Florida room overlooking the backyard. Upstairs, you’ll find generously sized bedrooms with great natural light. Stop here first! This is a wonderful opportunity to make this Chesapeake home your own!

1101 Gauntlet Drive, South Chesapeake

$475,000

3 Beds ⋅ 2.1 Baths ⋅ 10653649 MLS

Priced $10,000 below a recent independent appraisal! Renovated brick ranch in the Great Bridge school district, in established Chesapeake Colony. Less than half a mile to Great Bridge Middle, about a mile to Great Bridge Primary and under 2 miles to Great Bridge High. This single-level 3-bedroom, 2.5-bath home offers 1,854 sq ft with hardwood floors, two wood-burning fireplaces and a renovated kitchen with Corian countertops, stainless steel appliances and LVP flooring. Both full bathrooms have been fully renovated with natural stone flooring, custom tile and updated vanities. System updates include roof (2010) HVAC (2010) and tankless water heater (2025). Natural gas, a generator hookup and an oversized attached garage add everyday convenience. The 0.34-acre lot is set among mature trees, Japanese maples and azaleas. Out back: a privacy-fenced yard with a two-level composite deck and low-voltage lighting, a Wellis hot tub, a gazebo with swing, a pea gravel patio, a separate gated dog run and a powered 10x14 shed with loft and workbench. Irrigation and a double-wide driveway with parking for five complete the package. Minutes to Great Bridge shopping, dining and Chesapeake Regional Medical Center.

224 Northview Drive, South Chesapeake

$725,000

5 Beds ⋅ 4 Baths ⋅ 10653705 MLS

3 acres! Farm animals allowed - horses, chickens, etc! Enjoy country living right in the heart of Great Bridge! This property offers a rare combination of space, privacy, and convenience. Inside, you’ll find a spacious, well-maintained home with a flexible floor plan. The eat-in kitchen features white cabinetry, generous workspace, and plenty of room for everyday meals and gatherings. The first floor offers a primary bedroom plus two additional bedrooms, a sunroom, and spacious rec room that could also serve as a den or office. Upstairs you will find two more bedrooms, a full bath, and a huge attic providing exceptional storage. A standout feature is the private in-law suite/apartment above the oversized attached garage. With its own separate entrance, this versatile space is ideal for extended family, guests, a private home office, or potential income-producing space. This is a 6th bedroom space so not in the 5 bedroom count. Outside is where this property really sets itself apart. With 3 acres and no HOA, you’ll have the freedom and space that can be hard to find in Great Bridge. There’s plenty of room for an RV, boat, trailers, recreational vehicles, and all your other toys. The oversized attached garage offers abundant storage, while multiple storage sheds provide even more room for lawn equipment and outdoor gear. A large detached workshop with electricity is perfect for hobbies, projects, equipment, or anyone needing a dedicated workspace. Whether you’re looking for multi-generational living, room for your hobbies and vehicles, additional storage, or simply more land and breathing room, this property offers so many possibilities. A unique opportunity to enjoy 3 acres and a true country-living feel without giving up the convenience of Great Bridge! Roof - 4 yrs old, HVAC - 2 yrs old. City sewer. Well has built in Kinecto Water Softener.

429 Warrick Road, South Chesapeake

1128 Sir Galahad Drive, South Chesapeake

$357,000

3 Beds ⋅ 2.1 Baths ⋅ 10653187 MLS

PCS timing just right! Welcome to 1128 Sir Galahad Dr, an updated 3-bedroom, 3-bath Chesapeake home offering the flexibility, location, and lifestyle so many Hampton Roads buyers are looking for. Conveniently positioned near major commuter routes with easy access to Norfolk, Portsmouth, Virginia Beach, shopping, dining, and multiple military installations, this home makes getting around the region easy. Planning a PCS but not arriving until later this fall? This property offers a unique head start. Previously operated as a short-term rental and currently occupied by a long-term tenant through the end of November, the existing tenancy provides income in place during the transition and may help offset ownership costs before you’re ready to move in. It can also be a great fit for buyers looking for an approximately 60-day closing timeline. Inside, you’ll find an updated, move-in-ready interior with modern flooring, a refreshed kitchen featuring stainless steel appliances, generous cabinet and counter space, a fireplace, and comfortable living and dining areas. Large glass doors bring in natural light and lead directly to the backyard, creating an easy flow for everyday living and entertaining. The standout feature is your own in-ground pool! Whether you’re hosting friends, relaxing after work, or enjoying warm Hampton Roads days at home, the backyard adds a lifestyle feature that’s hard to beat. Whether you’re relocating to the area, planning ahead for your next move, or looking for a property with rental history and future flexibility, 1128 Sir Galahad Dr offers an uncommon combination of convenience, updates, rental potential, and a private pool. Secure your Chesapeake home now and make your move when the timing is right!

1128 Sir Galahad Drive, South Chesapeake

$424,900

3 Beds ⋅ 2 Baths ⋅ 10653150 MLS

If you’re looking for a home that feels like a luxurious vacation retreat all year long, this is the one. Beautifully renovated inside and out, this home blends timeless traditional elegance with comfort and resort-style living. Inside, you’ll find two spacious living rooms, each with its own fireplace, creating warm and inviting spaces for relaxing or entertaining. The over sized primary bedroom is a private retreat, complete with a beautifully renovated, spa-inspired bathroom designed to make everyday life feel luxurious. Step outside into your own private backyard oasis, featuring a beautiful in-ground pool, covered pergolas, landscaped surroundings, and inviting outdoor living spaces where you can relax, entertain, and feel like you’re on vacation without leaving home. The property also features a two-car carport and a huge detached two-story workshop/flex storage building, offering exceptional additional space for storage, hobbies, projects, or more. This is more than a home, it's a lifestyle designed to enjoy every day. Extensive improvements completed in 2024 - 2025. A detailed Features & Upgrades, Conveyance/Exclusion, and Seller Information package available upon request. This home is a must-see in person contact your agent to schedule a private showing.

1100 Dane Street, South Chesapeake

$405,000

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

$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

$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

$309,000

3 Beds ⋅ 1.1 Baths ⋅ 10651407 MLS

Welcome to 424 Shell Rd, where warmth, versatility, and everyday comfort come together. Beautiful wood floors add timeless character, while the kitchen feels fresh with new LVT flooring and a freshly painted ceiling. A repaired crawlspace dehumidifier adds another thoughtful update, plus have peace of mind with all new electrical receptacles, new electrical panel, and new service line to the house + garage (10yr transferrable warranty). Start your mornings or unwind in the evenings on the spacious front porch, perfect for enjoying a cool breeze. A driveway and attached one-car garage provide everyday convenience, while the standout 480sqft detached two-car garage/workshop offers power and a window A/C unit—ideal for projects, hobbies, storage, or potential ADU conversion for multigenerational living, guest accommodations, or supplemental income. Full of character and possibilities, this Chesapeake home is ready for its next chapter.

424 Shell Road, South Chesapeake

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