South Chesapeake VA Historical Real Estate, Homes for Sale

WELCOME TO THIS BEAUTIFUL HOME, WHETHER YOUR LOOKING FOR YOUR FIRST HOME OR DOWNSIZING THIS PROPERTY SITUATED IN THE WELL KEPT NEIGHBORHOOD OF DEEP CREEK. SET ON A HUGE LOT WITH DETACHED PRIVATECY FENCED PATIO FOR RELAXING AND AN OVERSIZED GARAAGE/WORK SHOP WITH GARAGE DOOR OPENER. THE HOME ALSO OFFERS SPACIOUS LIVING ROOM AND A BEAUTIFUL KITCHEN THAT HAS BEEN RECENTLY RENOVATED. FRIG, RANGE, NEWER WASHER AND DRYER MATCHING SET CONVEY. REPLACEMENT WINDOWS, 3 YEAR OLD ROOF AND TERMTE LETTER PPROVIDED. TAKE A LOOK AND END YOUR SEARCH!

2312 Ferndale Road, South Chesapeake

$365,000

3 Beds ⋅ 1 Baths ⋅ 10645994 MLS

944 Bells Mill Road, South Chesapeake

$550,000

3 Beds ⋅ 2.1 Baths ⋅ 10645963 MLS

Wonderful opportunity to get 4+ acres in high rated schools. HUGE outbuilding with 3 bays garage bays, powered, multi-level, for storage and recreational activities. Home sold as is. Part of an estate. Seller to do no repairs.

2323 Herring Ditch Road, South Chesapeake

$420,000

4 Beds ⋅ 3 Baths ⋅ 10645787 MLS

Welcome to 601 Hopewell Drive, a spacious 4-bedroom, 3-full-bath home situated on a desirable corner lot in deep creak area of Chesapeake. Fresh paint throughout creates a bright, refreshed interior that is ready for its next owner. The flexible floor plan offers plenty of room for everyday living, entertaining, a home office, or guest accommodations. Accessibility features throughout the property provide added convenience and functionality for a variety of needs. Outside, the corner lot offers generous yard space, while the above-ground pool with attached deck right off the back of the house creates the perfect setting for relaxing, entertaining, and enjoying warm summer days. With three full bathrooms, multiple living possibilities, and thoughtful accessibility options, this home offers comfort and versatility inside and out.

601 Hopewell Drive, South Chesapeake

$479,900

4 Beds ⋅ 2 Baths ⋅ 10645772 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. 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 Dr Drive, South Chesapeake

$289,000

3 Beds ⋅ 2 Baths ⋅ 10645401 MLS

Welcome to this inviting open concept home tucked away at the end of a quiet cul-de-sac. The spacious layout features a gourmet kitchen with granite countertops, an island range hood, and luxury vinyl plank flooring. The primary bedroom includes a custom closet with built-in shelving and drawers for added organization. Enjoy the large backyard with a covered patio, perfect for relaxing or entertaining. Conveniently located just minutes from shopping, dining, and major roadways, this home offers comfort, style, and an ideal location. Inspections for information purposes only, no out of pocket expenses to seller.

2709 Whitestone Avenue, South Chesapeake

$765,000

5 Beds ⋅ 2.1 Baths ⋅ 10645076 MLS

Why wait on new construction when this one's already done? This home was taken all the way down to the foundation and completely rebuilt and expanded — outside of one corner of the home everything here is new. Home inspection is complete, every item addressed, so you can move in with genuine peace of mind. Tucked away on a quiet country road in Chesapeake and surrounded by 3 peaceful acres of mature trees, this modern farmhouse ranch offers the privacy and charm buyers dream about. Huge wraparound-feel porches front and back give you outdoor living space to spare, and the wide-open yard makes this property feel like a true retreat. Inside, gorgeous LVP flooring flows throughout, while the spacious living area with a stunning brick fireplace creates a warm gathering space. The farmhouse-inspired kitchen features white cabinetry, an oversized island with bar seating, and ample storage. Bedrooms are thoughtfully spaced for added privacy, while the hall bath offers a double vanity, step-in shower, and beautiful natural light. The primary suite feels like its own getaway, with private porch access, dual closets, and a spa-style bath featuring a floor-to-ceiling marble-tiled shower. A detached storage shed conveys, and the sprawling backyard offers endless possibilities — gardening, entertaining, or future additions. All the character of country living, with the peace of mind of a brand new home. Welcome home.

1629 Shillelagh Road, South Chesapeake

$305,000

2 Beds ⋅ 1 Baths ⋅ 10644942 MLS

Welcome home to this charming all brick ranch nestled in Brentwood Estates neighborhood. This well-maintained home offers the perfect combination of classic charm and thoughtful updates making it truly move-in ready. Inside you will find a beautifully updated bathroom. The kitchen provides abundant cabinetry, and the dining room has been enhanced with new windows, elegant chandelier creating a nice setting for family dinners. All appliances convey. Enjoy peace of mind with updated roof, windows (2017), along with a brand-new sidewalk, garage floor and driveway offering exceptional curb appeal. Step outside to a large, fully fenced backyard complete with a covered deck, an ideal space for relaxing, grilling and entertaining family & friends.

2209 Wildwood Road, South Chesapeake

$499,900

3 Beds ⋅ 2.1 Baths ⋅ 10644718 MLS

Amazing property in the heart of Hickory. Home is dated before 1850, that is when they started record keeping! 3 beds up with 2 baths, and 1/2 bath down. 2 wood burning fireplaces. Owner willing to make minor repairs with acceptable offer. Large barn/garage, that was a former auto-mechanic shop! Large, covered deck with additional open-air deck. All appliances convey. Must see to appreciate the size.

3248 Battlefield Boulevard S, South Chesapeake

$325,000

3 Beds ⋅ 1.1 Baths ⋅ 10644798 MLS

Own A Piece Of "Country Living" In "The City!" Original Farmhouse Type Home Situated On Approx. 2 Acres - Very Unusual Lot! Really Private Setting! Home Needs Renovating...Has Lots Of Potential! Located Off Shell Rd. (Firman St) With Flag Driveway To Back Of Properties. HVAC System 2 Years Old, Roof Approx 16 Years Old, 3 Bedrooms, 1 Bathroom Upstairs, Half Bath Downstairs. Good Sized Kitchen With Real Knotty Pine Cedar Cabinets! Laundry Room Off Kitchen. French Doors Into Living Room And Columns Into Dining Room. Original Hardwood Floors Downstairs. Just A Charming House...Needs Renovation! Huge "Pie Shape" Additional Lot...All On One Deed. Interested In Building Another Dwelling? Look Up The New Senate Bill 531 Which Requires All Localities To Allow Assessory Dwelling Units (ADVs) "By Right" In Single Family Residential Zones...It Might Apply! Buyer Would Do Their Own Due Diligence On This Property.

772 Shell Road, South Chesapeake

$325,000

3 Beds ⋅ 1 Baths ⋅ 10644687 MLS

Own the end of the street! Tucked away in Deep Creek, this rare 7 parcel package spans both sides of Girard Avenue and offers a surprising sense of privacy within an established Chesapeake neighborhood. This residential listing represents 2 of the 7 parcels and includes the existing home, which conveys strictly as is. The remaining 5 parcels are offered through the coordinated land listing referenced as 2004 Girard Avenue, with all 7 sold together as one package. Altogether, the property offers approximately 2.59 acres of R10 zoned land and room to imagine something bigger. Create a starter homestead, explore a shared living concept with room for more than one generation to call home together, take on your next rehab or investment project, hold the property for the future or bring an entirely new vision to life. Any proposed use is subject to zoning and required approvals. The end of Girard Avenue is ready for its next chapter!

2008 Girard Avenue, South Chesapeake

$440,000

3 Beds ⋅ 2 Baths ⋅ 10644688 MLS

Well maintained older all brick home with all of the charm. Pavers on driveway. House shows much larger than listed square footage. Sprawling deck. Partially fenced back yard. 3 bedrooms and 2 full baths, 2-car garage, two large living areas, kitchen, & dining. Hardwood floors in bedrooms, dining, and front room, the kitchen has vinyl flooring, back family room carpet. Baseboard natural gas steam heat & A/C is on heat pump, gas tankless water heater, gas logs in fireplace. Appliances work but sold as is. Home has been a rental.

208 Woodford Drive, South Chesapeake

$415,000

3 Beds ⋅ 1.1 Baths ⋅ 10644736 MLS

Beautifully updated, this spacious home features an open-concept floor plan ideal for everyday living and entertaining. The remodeled kitchen offers quartz countertops, custom soft-close cabinetry, an 8-foot island, pantry, and matching Frigidaire Professional appliances. Recessed lighting flows throughout the kitchen, dining room, and living room with a wood-burning fireplace. Additional features include large bedrooms, updated bathrooms, a dedicated office, and a heated and cooled laundry/flex space plus an additional breezeway. Major updates include new siding in 2026, HVAC and ductwork in 2025, garage doors and openers in 2025, updated electrical and plumbing, refinished hardwood and LVP flooring, and most replacement windows. Situated on approximately .75 acre with two driveways, a front porch, fenced backyard, large deck, and in-ground pool with a 2022 liner. The roof roughly 10 years young.

2829 Forehand Drive, South Chesapeake

$315,000

4 Beds ⋅ 2 Baths ⋅ 10644591 MLS

Charming one-level brick ranch offering 4 bedrooms plus a versatile bonus 5th bedroom attached to primary suite, perfect for a nursery, home office, sitting room, or flex space. Two updated full bathrooms. Equipped with two central air systems to serve addition to property, both less than 6 years old. Newer kitchen with granite countertops, new dishwasher and newer big size washer and dryer. The spacious primary suite includes two oversized closets with built-in shelving and drawers, providing exceptional storage and organization. Step outside to a large private backyard with a wood privacy fence- ideal for entertaining, cookouts, or relaxing outdoors. Conveniently located near shopping, dining, and with easy access to major interstates.

2641 Gilmerton Road, South Chesapeake

$420,000

3 Beds ⋅ 2 Baths ⋅ 10644472 MLS

Experience the charm of country living without sacrificing convenience! Nestled in Chesapeake's highly desirable Grassfield area, this property offers the perfect blend of privacy, open space, and everyday comfort. Enjoy peaceful surroundings with room to relax, entertain, garden, or simply take in the natural beauty. The thoughtfully designed home features inviting living spaces filled with natural light and a layout that's great for both everyday living and special gatherings. Located just minutes from shopping, dining, schools, and major commuter routes, you'll loving having the best of both worlds-quiet rural living with city conveniences nearby. Whether you're looking for your forever home or your own private retreat, this is a rare opportunity you won't want to miss. Schedule your private tour today!

4321 Ballahack Road, South Chesapeake

$380,000

5 Beds ⋅ 3.1 Baths ⋅ 10644206 MLS

This unique property offers a main home and a separate second residence, creating flexibility that's hard to find. Whether you're looking for multigenerational living, a private in-law suite, rental income, guest accommodations, or space to run a home-based business (where permitted), this property adapts to your lifestyle. The main home features 3 bedrooms and 2.5 baths, while the second home offers 2 bedrooms and 1 bath. Two detached garages provide excellent space for workshops, hobbies, storage, vehicles, or equipment, and two sheds add even more functionality. Enjoy a deck for one home, a patio for the other, separate electric meters, ample parking, and room to spread out.

1417 Gust Lane, South Chesapeake

$399,990

3 Beds ⋅ 2 Baths ⋅ 10643999 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

$360,000

2 Beds ⋅ 1 Baths ⋅ 10644104 MLS

Opportunity awaits in desirable Deep Creek! Charming one-level home AND 1,440 sq ft detached garage. Located on over 1.3 acres, this charming bungalow is ready for you to call it home. Charming original wood flooring throughout the spacious living area. Eat-in kitchen with solid wood cabinetry, offering plenty of storage space. Granite counters & stone backsplash. The two bedrooms offer solid hardwood flooring and ample closet space. Conveniently located shared hall bath. Bonus space off the kitchen would be great for a home office. Bright sunroom allows an abundance of natural light and offers a great space for a third bedroom. Detached garage of your dreams offers plenty of opportunity for car enthusiasts, entrepreneurs, rental income, and much more. With over 500ft of road frontage. Call today to seize the opportunity!

3124 Old Mill Road, South Chesapeake

$265,000

2 Beds ⋅ 1 Baths ⋅ 10643751 MLS

Move-in ready and beautifully updated, this home offers the perfect blend of modern style and everyday functionality. Step inside to a bright, inviting interior featuring a beautifully renovated kitchen with soft-close shaker cabinetry, granite countertops, and brand-new stainless steel appliances—perfect for cooking, gathering, and entertaining. Outside, the spacious backyard provides plenty of room for pets, gardening, play, or weekend cookouts. An oversized detached garage/workshop offers exceptional space for storage, hobbies, or DIY projects. Major updates have already been done for you, including a new roof, HVAC, upgraded panel and windows. Situated in an established neighborhood, this home is conveniently located just minutes from shopping, dining, major highways, the shipyard, and military bases, making daily commuting a breeze. Combining comfort, convenience, and thoughtful updates, this is a home you won't want to miss!

2317 Wildwood Road, South Chesapeake

$440,000

6 Beds ⋅ 3 Baths ⋅ 10643653 MLS

A peaceful neighborhood in the Deep Creek area of Chesapeake with close water views and wooded scenery. This home is one of the largest homes, in the neighborhood, spacious bedrooms 6 & 3 full bathrooms. This home features a modern open layout with generous living areas and a well-appointed kitchen open for entertaining. 3 first-floor bedrooms and 1 full bath provide ideal flexibility for guests or multi-generational living while the other 3 to include the Primary bedroom on the second floor. The home has a new LVP life proof floors, New paint, New carpet, New two car driveway with a wrap around sidewalk and a generous size yard for gathering a outdoor activities. Flood Insurance of 880 yearly (Never floods)

421 Plummer Drive, South Chesapeake

$374,900

4 Beds ⋅ 2 Baths ⋅ 10643554 MLS

Welcome home to this charming four-bedroom ranch featuring a spacious, open floor plan designed for comfortable living. The inviting living room is anchored by a classic brick fireplace and flows seamlessly into the dining area and kitchen, complete with a cozy breakfast nook. An oversized utility room provides additional storage and everyday convenience. The home offers four generously sized bedrooms, including a primary suite with a private ensuite bathroom. Outside, enjoy the deck and patio overlooking the large backyard. The detached garage is accompanied by a substantial bonus room, creating endless possibilities for a workshop, hobby space, home gym, recreation room, studio, or additional storage. With its functional layout and versatile spaces, this home offers wonderful opportunities both inside and out

905 Shillelagh Road, South Chesapeake

$429,900

4 Beds ⋅ 2 Baths ⋅ 10643538 MLS

Welcome home to this charming brick ranch near Summit Pointe in Chesapeake, Virginia.Brick ranch near Summit Pointe! The heart of the home is the inviting country kitchen, equipped with stainless steel appliances and plenty of space for gathering with family and friends. The standout feature is the oversized primary suite, providing a private retreat with room for a sitting area, home office, or workout space! The huge backyard features a 2-year-old above-ground saltwater pool surrounded by a wraparound deck with recess lighting, creating the ideal setting for cookouts, entertaining, and relaxing weekends at home. Spacious floor plan featuring a welcoming living room and cozy den, both complete with fireplaces, perfect for relaxing on cool winter evenings. Upgrades for peace of mind include newer paint, newer windows, newer stainless steel appliances, newer vapor barrier, newer drain line, newer roof, newer ceiling fans and 200 amp electric panel. Call today to view!

224 Essex Drive, South Chesapeake

$374,900

4 Beds ⋅ 2 Baths ⋅ 10643138 MLS

Wonderfully updated and absolutely meticulously maintained and spotless ranch style home with 4 bedrooms 2 baths a 2 car DETACHED GARAGE in this lovely Chesapeake waterfront neighborhood! Modest sized home that comes to life with an open concept lover's dream!! This is the perfect house for entertaining! Sprawl out on the kitchen island and enjoy hosting- make sure to invite all your friends; the driveway and backyard can hold just about anyone and anything! Exclusive access to a public boat ramp—perfect for weekend adventures on the water!! Enjoy the convenience of a dedicated laundry room, and take full advantage of the expansive, fully fenced backyard—perfect for pets, play, and outdoor gatherings. Everything in the home has been updated in the last few years. Roof, hvac, water heater, flooring, kitchen, bathrooms and all new appliances. It’s all virtually new. All that’s missing is YOU!

1089 Saint Julian Drive, South Chesapeake

$250,000

3 Beds ⋅ 1 Baths ⋅ 10642992 MLS

Charming ranch nestled on a spacious lot in Chesapeake! This 3 bedroom, 1 bath home offers a warm and inviting layout that’s ready for you to make your own. Enjoy the convenience of a detached two-car garage, plenty of driveway parking, and a large yard with endless possibilities for entertaining, gardening, or simply relaxing. There’s even room to park your boat, RV, trailer, or recreational toys! Whether you’re a first-time homebuyer, downsizing, or looking for a property with space to spread out, this home offers the perfect blend of comfort, functionality, and outdoor living. Conveniently located with easy access to shopping, dining, schools, and major highways, this is one you won’t want to miss! * Some photos are virtually enhanced or staged*

2420 Payne Road, South Chesapeake

$615,000

3 Beds ⋅ 3 Baths ⋅ 10643157 MLS

This beautifully updated brick home combines comfort, functionality, and style with flexible spaces designed for modern living. At the heart of the home, the stunning kitchen features a custom island perfect for gathering, entertaining, and everyday life. Spacious bedrooms, versatile living areas, and an expansive sunroom provide plenty of room to spread out, with ideal spaces for a home office, virtual learning, hobbies, or creative pursuits. A true standout feature is the oversized two-car garage/workshop, complete with a full bath and approximately 780 square feet of unfinished space above—offering endless possibilities for guest accommodations, a studio, home gym, office, or additional storage. Step outside to enjoy beautifully landscaped grounds, custom decking, and an inviting patio designed for entertaining. A charming custom she-shed adds even more versatility, along with an additional flex space inside the home. Thoughtful updates throughout and adaptable spaces are a win!

103 Ashley Road, South Chesapeake

$580,000

4 Beds ⋅ 3 Baths ⋅ 10642916 MLS

Retreat to the expansive second-level primary suite, featuring a private sunroom, spacious loft, luxurious garden tub, separate tiled shower, and beautiful cherry hardwood flooring. The main level offers three additional bedrooms, two full bathrooms, and a generous sunroom complete with a built-in bar—perfect for entertaining or relaxing. Enjoy 3.16 acres of peaceful outdoor living, featuring a barn, chicken coop, and storage shed, offering endless possibilities for hobbies, animals, or gardening. Major updates provide peace of mind, including a new roof (2017), two-zone HVAC system (2020), and water heater (2023). Fresh interior paint throughout and brand-new downstairs carpet make this home truly move-in ready. Welcome Home!

2600 Saint Brides Road W, South Chesapeake

$135,000

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

$459,900

3 Beds ⋅ 2 Baths ⋅ 10642749 MLS

Welcome to this lovingly maintained, one-owner ranch-style home nestled on 3 private acres. This well-built residence has been meticulously cared for and is ready for its next chapter — offering the perfect canvas for cosmetic updates to make it entirely your own. The open, manageable layout is ideal for those seeking single-level living with room to breathe. A standout feature is the oversized detached 2-car garage/workshop, perfect for hobbyists, car enthusiasts, or anyone needing serious storage and workspace. The expansive acreage provides privacy and tranquility rarely found at this price point, with mature surroundings that create a true retreat from the everyday. Whether you are looking to personalize a solidly built home or simply enjoy the peace and space this property offers, the opportunity here is undeniable. Priced to reflect its cosmetic potential while honoring the exceptional care this home has received throughout its single ownership.

3600 Martin Johnson Road Unit RD, South Chesapeake

$775,000

5 Beds ⋅ 2.1 Baths ⋅ 10642786 MLS

One of a kind property in Hickory area of Chesapeake with 2 (YES TWO) SFH that are legally deeded, WATERFRONT (ocean access) ~3.5 ac lot, with no neighbors in sight! Main house is over 3,000 sqft 5/2.5. Smaller house about 1200 sqft, 2/. Both have newer systems and New Roofs. Each home has its own Septic/Well system & pumped in 2024-large house/2025-small house. Property backs to 60 ft of riverfront that leads through the sounds and into the ocean. The main farmhouse has modern amenities but the old charm and character with original hardwoods, curved arches and entry ways, Juliet Balcony overlooking estate, 3rd floor finished attic bonus room and solid walk down basement foundation that can be turned into a finished room or used for storage. This home is solid and well maintained, being sold as is, seller to make no repairs. Call today for your private showing!

112 Station Road, South Chesapeake

$889,000

3 Beds ⋅ 2 Baths ⋅ 10642255 MLS

If these walls could talk, they would tell you 175 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

$249,900

3 Beds ⋅ 1 Baths ⋅ 10642530 MLS

Beautifully maintained 3-bedroom, 1-bath brick home featuring refinished hardwood floors, fresh paint, and a new stove. Nestled among mature trees with a gorgeous lawn, this property also includes a detached garage and workshop, offering plenty of storage and workspace. Move-in ready and full of charm!

1003 White Pine Drive, South Chesapeake

$288,500

3 Beds ⋅ 1 Baths ⋅ 10642393 MLS

Cute 1 story cottage in the heart of Greenbrier Chesapeake on almost an acre of private wooded property. This charming 2 bedroom home with a bonus room that has been used as a 3rd bedroom (no closet). Bright and Airy vintage appeal. Galley Kitchen opens to dining room with arched opening to living room. Open concept with character. The property is zoned Industrial and the current legal use is residential (nonconforming-grandfathered) Buyers should independently verify requirements with the City of Chesapeake, for any plans for additions or redevelopment or converting to an Airbnb STR.

106 Greenbrier Road, South Chesapeake

$465,000

3 Beds ⋅ 4 Baths ⋅ 10642281 MLS

BRING ALL OFFERS! ROOF IS APPROXIMATELY 4 YEARS OLD, NEW LVP FLOORING. PROPERTY SOLD STRICTLY "AS IS, WHERE IS". THE SELLER ACQUIRED THROUGH INHERITANCE AND HAS NO KNOWLEDGE OF THE CONDITION. SELLER MAKES NO WARRANTIES, REPRESENTATIONS OR GUARANTEES, EXPRESSED OR IMPLIED REGARDING WELL, SEPTIC SYSTEM OR PROPERTY IMPROVEMENTS. BUYERS SHOULD CONDUCT INSPECTIONS AND DUE DILIGENCE. .75 ACRE LOT. SELLER TO DO NO REPAIRS!

1005 Bluebird Drive, South Chesapeake

$549,500

3 Beds ⋅ 2 Baths ⋅ 10642197 MLS

Calling all homesteaders! Looking for space to work, build, or spread out in the Grassfield school district? This 5-acre Chesapeake property is built for it. The 720 sq. ft. detached garage runs on full electric — great for a contractor, tradesman, hobbyist, or anyone needing a real workshop, equipment storage, or room for the toys. Easy road frontage means simple access for trucks, trailers, and equipment. The move-in-ready 3-bed, 2-bath home means no work waiting on you: 2023 heat pump, 2024 whole-house professional paint, and new 2025 carpet. Inside you'll find an open kitchen with wood cabinets and breakfast nook, a spacious sunroom, and a large mudroom. Outside: fenced backyard, mature fruit and fig trees, and wildlife right off the Dismal Swamp Canal Trail. minutes from Deep Creek Park. Rare acreage, real workspace, and a home that's ready now. Seller facing unexpected military move. Highly motivated seller. Recently sold comparable properties have sold for $645k. Contact an agent today for a private showig!

317 George Washington Highway S, South Chesapeake

$394,000

3 Beds ⋅ 2 Baths ⋅ 10641722 MLS

Welcome to this charming 3-bedroom, 2-bath bungalow ranch style home nestled on a spacious .46 of an acre lot in the heart of Great Bridge! Offering approximately 1,288 square feet of comfortable living space, this well-maintained home combines timeless appeal with modern updates. The inviting kitchen features granite countertops, a convenient pantry, and a cozy breakfast area, creating an inviting space for everyday living. Enjoy your morning coffee on the welcoming front porch or entertain family and friends on the back deck overlooking the large, fully fenced backyard. A standout feature of this property is the large two-story detached workshop with electricity, great for hobbies, a home workshop, or additional storage needs. Supplemental concrete has also been poured to allow for more convenient SUV, boats or recreational vehicle parking. Conveniently located just minutes from shopping, dining, parks, Intra Coastal Waterway and everyday conveniences, this home offers the a balance of peaceful living and accessibility. Don't miss the opportunity to make this Great Bridge gem your next home! Call now before it is gone!

216 Marion Drive, South Chesapeake

$553,900

3 Beds ⋅ 3 Baths ⋅ 10641052 MLS

Enjoy peaceful country living on 1.77 acres in the highly sought-after Hickory School District! This charming 3-bedroom, 3-full-bath home offers plenty of space both inside and out, making it perfect for those seeking privacy, comfort, and room to roam.Step inside and discover a welcoming open layout designed for everyday living and entertaining. The spacious heated sunroom deck provides the perfect spot to relax year-round. Huge pantry storage room off kitchen to keep those grocerie store runs to a minimum. The expansive 1.77-acre lot includes a chicken coop, large detach garage, fenced area, carport, and open fields making this property ideal for hobby farmers, homesteaders, or anyone looking to embrace a more self-sufficient lifestyle. With plenty of room for gardening, recreation, and outdoor activities, the possibilities are endless. The back half of detached garage needs work, but has lots of potential for a nice workshop, game room, mancave, apartment, etc.

2420 Mount Pleasant Road, South Chesapeake

$319,900

3 Beds ⋅ 1 Baths ⋅ 10640991 MLS

Tucked away on a quiet, private street in the heart of Chesapeake, this adorable 3-bedroom, 1-bath home is the definition of move-in ready! With an updated kitchen, spacious backyard perfect for entertaining, kids, or pets, lots of parking space, and an unbeatable location just minutes from shopping, restaurants, military bases, and everything Great Bridge has to offer, this home checks all the boxes. Whether you're enjoying evenings around the grill, watching the pups play, or simply relaxing in your own backyard oasis, you'll love everything this home has to offer. Affordable, well maintained homes like this don't stay on the market long, schedule your showing today and make this one YOURS!!

113 Glovers Court, South Chesapeake

$270,000

2 Beds ⋅ 1 Baths ⋅ 10640829 MLS

Come see this charming and well-maintained brick ranch on a large lot in the idyllic neighborhood of Brentwood, where the homes are quaint and yards are well-established and inviting. Original hard wood floors throughout the living area and bedrooms, and tile in the kitchen and bath. This home has been thoughtfully updated to promote a clean living environment and protect the home: HVAC with UV light air purifier, tankless natural gas water heater, and whole house water filtration system are all approximately 4 years old. Roof is 7 years old. Kitchen was updated about 5 years ago with granite countertops and stainless-steel appliances (range is new). New walk-in shower installed about 3 years ago for ease, safety and an updated look. The interior of the home has also been freshly painted. The large back yard offers plenty of space for pets, entertaining, games and time around the fire pit. Large, detached garage with room for 1 car, storage for toys or for use as a workshop.

2204 Battery Park Road, South Chesapeake

$399,800

4 Beds ⋅ 2.1 Baths ⋅ 10640699 MLS

Welcome home to this beautiful 4 bedroom, 2.5 bath residence offering comfort, style, and functionality. The spacious primary suite features a spa-like bathroom complete with a double vanity sink, creating the perfect retreat. Enjoy cooking and gathering in the updated kitchen equipped with stainless steel appliances and ample space for entertaining. The open and inviting living area is ideal for hosting guests or spending quality time with family. A generously sized laundry room adds everyday convenience to this well-appointed home. Come tour before it's gone!

1240 Bells Mill Road, South Chesapeake

$489,900

3 Beds ⋅ 2.1 Baths ⋅ 10640537 MLS

Absolutely Stunning! Location, Location, Location! Gorgeous 3 bed 2.5 bath home completely remodeled on beautiful lot with HUGE 700 sqft garage & workshop all in the heart of Great Bridge with super easy access to shopping, restaurants, beaches, interstates, & bases. Almost everything in the home has been redone including brand new kitchen with soft close, solid wood cabinets, granite and stainless appliances, all new baths with custom tile, vanities and granite. Brand new HVAC & water heater, newer roof and siding. All new drywall, plaster and custom paint. All new flooring & refinished original hardwood. All new lighting trim and hardware. Outside this property boasts a massive multi car garage & workshop with 3 large roll up garage doors and wood stove, huge driveway with plenty of parking. There is a large deck and patio area to finish however you like, along with rain water harvesting & a fully functional chicken coop. Way too much to list, an absolute MUST SEE! hurry won't last.

205 Fresno Drive, South Chesapeake

$434,900

4 Beds ⋅ 2 Baths ⋅ 10640383 MLS

Make this your first stop! This beautifully updated brick ranch in the desirable Oak Manor neighborhood was fully remodeled in 2022 and offers the perfect combination of style, space, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and an attached garage, this move-in-ready home has room for everyone. The thoughtful renovation included updated flooring, paint, lighting, and fixtures, creating a clean and modern feel throughout. In addition to the generous bedroom count, you'll find a dedicated office, a large bonus/rec room, and a workshop space—offering endless possibilities for working from home, hobbies, entertaining, or extra storage. Conveniently located near major highways, shopping, dining, and everyday amenities, this home delivers both comfort and convenience in one exceptional package!

624 Rock Drive, South Chesapeake

$235,000

2 Beds ⋅ 1 Baths ⋅ 10640300 MLS

Welcome to Loxley Garden in Chesapeake! This charming 2-bedroom, 1full bath ranch-style home is truly move-in-ready-- ALL the work has been done for you! Enjoy a brand new roof, a beautifully updated kitchen featuring new stainless steel appliances and a GAS stove, and a fully renovated bathroom. New LVP flooring runs throughout the main living areas, with fresh carpet in both bedrooms. Outside, you'll love the nice yard, large covered carport, a 1 car detached garage, and an additional freestanding storage shed. The fully fenced backyard offers privacy and plenty of space to enjoy. DO NOT miss this turnkey GEM!

2505 Lofurno Road, South Chesapeake

$393,900

3 Beds ⋅ 1 Baths ⋅ 10639906 MLS

Looking for space, privacy, and one-level living? Welcome to this move-in ready brick ranch nestled on nearly half an acre in Deep Creek. Inside you'll find beautiful original hardwood floors, an updated kitchen featuring quartz countertops and a butcher block island, plus a spacious flex room perfect for a family room, home office, or game room. Outside offers a detached two-car garage, storage shed, and plenty of room for gardening, entertaining, or simply enjoying peaceful country living. Conveniently located just minutes from shopping, dining, and major highways, this home combines the tranquility of rural living with everyday convenience.

3516 Parr Lane, South Chesapeake

$375,000

3 Beds ⋅ 1 Baths ⋅ 10639800 MLS

Welcome to 1073 Scenic Boulevard! This beautifully updated ranch-style home offers modern finishes, flexible living space, and a private setting on approximately .4 acres in the desirable Great Bridge area. Step inside to an open and inviting floor plan featuring updated flooring, fresh paint, modern fixtures, and a stunning kitchen w/ white shaker cabinetry, granite countertops, stainless steel appliances, and a large breakfast bar for entertaining. The spacious living and dining areas flow seamlessly together, creating a bright and comfortable atmosphere. The updated bathroom adds a fresh, contemporary touch, while the screened porch provides the perfect place to relax and enjoy the peaceful wooded backdrop. Outside, you'll find a detached garage with electricity, additional storage shed, ample parking, and a large backyard offering endless possibilities for recreation, gardening, or gatherings. Conveniently located near top-rated schools, shopping, dining, and more!

1073 Scenic Boulevard, South Chesapeake

$340,000

3 Beds ⋅ 2 Baths ⋅ 10639279 MLS

Wow! Come View this Gorgeous Brick Ranch on a Quarter Acre Waterfront Lot that Backs Up to Mains Creek Tributary. This 3 bedroom, 2 bathroom, "Two Owner" Home has been Loved for Decades and is Now Looking for its New Owner to Bring Vision and Create Memories. You'll Love the Open Kitchen and Living Room with its Cozy Wood-Burning Fireplace, the Quiet Cul-De-Sac Living, and the Spacious Fenced Backyard Surrounded by Natural Scenery. Hardwood Floors, Roof from 2020, HVAC from 2019, Water Heater from 2019, and Fence from 2024. Beautifully sequestered yet Conveniently Located for Quick Access to Bases, Entertainment, Restaurants, Schools, Shopping and More! Call Now for Your Personal Tour.

1030 Mains Creek Road, South Chesapeake

$490,000

4 Beds ⋅ 3 Baths ⋅ 10638311 MLS

This beautifully updated brick ranch offers four spacious bedrooms and three full bathrooms. The kitchen has an abundant amount of cabinetry and nice granite countertops with a deep sink. This home features brand-new carpet in all bedrooms and new LVP flooring in the main living areas, creating a modern and move-in-ready feel.The expansive floor plan includes a huge sunroom filled with natural light, perfect for relaxing, entertaining, or enjoying views of the backyard year-round. Step outside to your private oasis featuring an in-ground saltwater pool, a brand-new deck, and a new wooden privacy fence which is ideal for summer gatherings and outdoor enjoyment.Situated on a generous half-acre lot, this property also offers abundant driveway parking and a two-car garage, providing plenty of space for vehicles, boats, or recreational equipment. With its desirable updates, spacious layout, and outstanding outdoor amenities, this Chesapeake gem is ready to welcome its next owner.

308 Mapleshore Drive, South Chesapeake

$649,900

6 Beds ⋅ 3.1 Baths ⋅ 10638082 MLS

This Six Bedroom, Three and a Half Bathroom, Near New Construction Ranch Home is Move In Ready for its Next Owner. Located on 1.53 Acres of Waterfront Land, it is Perfect for Multi-Generational Living, Having Two First Floor Bedrooms with Full Ensuite Baths. The Beautiful Primary Bedroom Features Double Sinks in the Bath, Tiled Shower, a Large Walk-In Closet, and Direct Access to the Back Deck. Spacious Kitchen with Plenty of Cabinets & Granite Countertops; Open Living Room Overlooking the Backyard; Finished Room Over the Garage for a Sixth Bedroom or Entertainment Room or... You'll Love the Tranquil Views of both Water and Woods. Relax on Your Dock and Entertain on Your Deck, or the Other Way Around. The Attached Three Car Garage Provides for Both Parking and Storage. Centrally Located for Quick Access to Schools, Shopping, Entertainment, Restaurants, Parks and More. Call Now for your Personal Tour!

3504 Old Mill Road, South Chesapeake

$325,000

3 Beds ⋅ 1.1 Baths ⋅ 10636470 MLS

Welcome to 1032 Valmire Drive. This ranch style home is in the heart of Chesapeake. Close proximity to plenty of shopping and dining. This home features 3 bedrooms, 1.5 Baths. Sunroom off the back of the house. HUGE .47 Acre yard, almost half acre. Plenty of space for all your backyard activities. Large deck.

1032 Valmire Drive, South Chesapeake

$565,000

4 Beds ⋅ 4 Baths ⋅ 10636627 MLS

Private 4-bedroom, 4-bath home on a wooded corner lot in Inland Colony with .96 acre! Walk into the open kitchen with white cabinets, breakfast area & attached sunroom. Large living room with fireplace with separate porch and entrance. 2 bedrooms with a shared hallway bath. Circle around into another open living space with built in shelves and vaulted ceiling, attached back porch, full bathroom and large utility room. Primary bedroom is upstairs w/balcony, walk in closet & full bath. Loads of windows and natural light from every side. Full In-law suite with living room, kitchen, fireplace, bedroom, full bath and separate entrance making it great for multi-generational living or guests. Large fully fenced backyard. 2023 roof. RV hookup. Leafguard on gutters. U-shaped driveway for multi-car parking. Two sheds with electric for extra storage. Conveniently located near top-rated schools, shopping, dining and nearby water access along the Elizabeth River. Seller is offering 2.75% VA assumption to VA buyers with substitution of eligibility.

1137 Inland Road, South Chesapeake

$349,000

3 Beds ⋅ 2 Baths ⋅ 10637273 MLS

Welcome to this beautifully updated, move-in-ready ranch home blending modern style with exceptional functionality. Step inside to find stunning new flooring, fresh paint, a brand-new water heater, and beautifully updated bathrooms with custom tile work. The gourmet kitchen is a chef’s dream, featuring white shaker cabinets, sleek stone countertops, and stainless steel appliances.Outside, the property sits on a spacious double lot featuring a unique detached screened patio, perfect for seasonal outdoor enjoyment. Car enthusiasts and mechanics will love the impressive 625-square-foot detached garage, complete with two brand-new doors. One door is oversized, and the reinforced concrete flooring is designed to handle heavy or oversized vehicles easily. An attached rear garden shed provides excellent extra storage. Parking is effortless with dual driveways, a circular drive, and a large carport. Schedule your showing today!

2241 Tennessee Drive, South Chesapeake

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