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609 Fairfield Drive, South Chesapeake
$879,900
4 Beds ⋅ 2.1 Baths ⋅ 10654253 MLS
$10,000 towards buyer's choice of closing costs, rate buy-down or personalizing the home! The perfect farmhouse that’s a mix of privacy and closeness to local amenities. Sitting on approx 3 acres in Albemarle Farms, this home offers the updates you've been looking for. Step inside to a bright, welcoming interior with engineered hardwood floors, fresh paint throughout, new trim, and a beautifully updated kitchen. Completed in 2025, the kitchen features all-new cabinetry, quartz countertops, a large island, white stone backsplash, new appliances, and a new sink and faucet. Just beyond, the great room is centered around a new stone fireplace and mantle, while the 4-season room offers a flexible space to relax, work, or enjoy views of the property. Upstairs, the primary suite features a soaking tub and walk-in shower, with two additional bedrooms and bonus space offering plenty of flexibility. Major improvements include new heating and cooling units, new ductwork upstairs and downstairs, a new tankless water heater, and new downstairs subfloor. Outside is where this property really shines, with a saltwater in-ground pool, expansive deck, covered rear porch, circular driveway, and plenty of room to enjoy the wooded setting. An oversized garage with a finished room above adds even more usable space. Located in the Hickory school district with no HOA, this is a home with room to settle in, spread out, and enjoy both indoors and out. Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

609 Fairfield Drive, South Chesapeake

402 Undershot Court, South Chesapeake
$565,000
5 Beds ⋅ 2.1 Baths ⋅ 10654262 MLS
Charming, Spacious and Functional Living throughout this ultimate retreat in the heart of Grassfield! Nestled in a quiet cul-de-sac in the highly sought-after Sawyers Mill community, this expansive 5-bedroom, 2.5-bath home features vaulted ceilings with a bright open floor plan. New light fixtures, New Ceiling Fans, New Vanity, New Flooring & Carpet, Fresh Paint. The Wide open kitchen is equipped w/ granite countertops, SS appliances, kitchen island and new tile backsplash. Step through the relaxing sunroom onto a sprawling backyard deck serving as an outdoor oasis designed for grand-scale entertaining. First Floor Bedroom or Office with Primary bedroom featuring tray ceilings, big walk-in closet, a large & elegantly designed en-suite bathroom. Located near shopping, dining, and major commuter routes. This home offers interior comfort, plenty of outdoor entertaining space, privacy, modern updates, & community. Large Open Floor Plan and Completely Move-In Ready...This is a must see!

402 Undershot Court, South Chesapeake

1733 Head Of River Road, South Chesapeake
$839,900
4 Beds ⋅ 3 Baths ⋅ 10654135 MLS
Interior pics coming!! Welcome to the Hickory lifestyle, where space, privacy, & possibilities come together on 3 acres! This 4-bedroom, 3-bath home offers 2,912 square feet of comfortable living space & plenty of room to enjoy the outdoors. The kitchen features granite countertops & opens to the family room, creating an easy gathering space for everyday life. A formal living room & additional space provide room for an office, playroom, library, or whatever fits your needs. Upstairs, all four bedrooms are generously sized, including a spacious primary suite with a large bathroom featuring a separate walk-in shower & soaking tub & 2 walk-in closets! Outside, the in-ground pool sets the stage for relaxing afternoons at home. And with 3 acres to call your own, there’s room to dream—whether that means a vegetable garden, chickens, outdoor hobbies, or simply enjoying the extra elbow room that makes Hickory living so desirable. Come see all this home & its expansive setting has to offer!

1733 Head Of River Road, South Chesapeake

1085 Bells Mill Road, South Chesapeake
$420,000
4 Beds ⋅ 2 Baths ⋅ 10653838 MLS
Welcome home to 1085 Bell Mill Rd.! This beautifully refreshed 4-bedroom, 2-bath Chesapeake home is move-in ready and filled with features you'll love. Fresh paint throughout creates a bright, inviting feel, while the updated kitchen and bathrooms add a modern touch. The cozy gas fireplace creates the perfect gathering spot in the living area. Step outside to enjoy the backyard, complete with established blueberry bushes and apple trees - a wonderful bonus for enjoying fresh fruit right at home. With comfortable living spaces, thoughtful updates, and a convenient Chesapeake location, this home offers the perfect blend of charm, functionality, and everyday living. Come see all this home has to offer!

1085 Bells Mill Road, South Chesapeake

1816 Sunsprite Loop, South Chesapeake
$599,900
6 Beds ⋅ 3 Baths ⋅ 10654192 MLS
DON'T NEED 6 BEDROOMS? Think flexibility! NOW $599,000! Use all 6 bedrooms or create the office, guest room, fitness space or playroom you've been looking for. The first floor offers a bedroom, adjacent flex room and modified curb less shower—great for guests or anyone who prefers fewer stairs. Neutral décor, 9' ceilings, hardwood floors, crown molding and a huge FROG. Spacious primary suite with hardwood floors and two walk-in closets, plus second-floor laundry. Outside, enjoy a large fenced backyard with room for a pool, detached shed, private well for lawn irrigation and attached 2-car garage. Meticulously maintained with annual HVAC, tankless water heater and crawl-space service contracts. Seller to provide termite/moisture letter. Convenient to Millville Rd. and Veterans Bridge

1816 Sunsprite Loop, South Chesapeake

601 Lord Byron Court, South Chesapeake
$385,000
3 Beds ⋅ 2.1 Baths ⋅ 10653788 MLS
Welcome home to this stunning 3-bedroom, 2.5-bathroom gem nestled in one of Chesapeake's most serene and desirable neighborhoods. The main level boasts a bright and cozy living room that flows seamlessly into a stylish kitchen, making everyday living and entertaining a breeze. Upstairs, you will find spacious, private bedrooms and well-appointed bathrooms. Outside is a generous backyard that serves as your own private oasis, perfect for hosting weekend gatherings, gardening, or relaxing in the sun. Situated in a peaceful community just minutes from local shopping, dining, schools, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this house your home sweet home! Schedule your private tour today! Listing photos contain virtually staged media.

601 Lord Byron Court, South Chesapeake

403 Caravelle Court N, South Chesapeake
$474,900
4 Beds ⋅ 2 Baths ⋅ 10654137 MLS
Charming ranch with large backyard and pool! Enjoy the welcoming front porch before heading inside to the thoughtfully updated interior, where fresh paint and beautiful new LVP flooring create a bright, inviting atmosphere. New carpet in the room above the garage adds comfort and versatility to the home's flexible living space. Designed for both everyday living and effortless entertaining, the home features a living room, dining room, and a cozy family room accented by wood beams and a fireplace. At the heart of the home, the eat-in kitchen offers all new sleek cabinetry, granite countertops, and stainless steel appliances. Four spacious bedrooms provide comfortable accommodations, while both full bathrooms have been refreshed with stylish new vanities. Outside, you're sure to enjoy the fully fenced backyard featuring a spacious deck overlooking the swimming pool creating an inviting setting for relaxing, entertaining, or enjoying warm summer days. Two storage sheds provide additional room for lawn equipment, tools, or hobbies, while the attached garage adds everyday convenience and extra storage.

403 Caravelle Court N, South Chesapeake

704 Woodcott Drive, South Chesapeake
$565,000
3 Beds ⋅ 2.1 Baths ⋅ 10654136 MLS
Welcome home to 704 Woodcott Drive. This beautifully refreshed 4 bedroom 2 1/2 bath home is full natural light and lovingly updates. The bright, inviting interior features new LVP flooring, new carpet, and fresh paint throughout, giving the home a beautiful, fresh feel. The updated kitchen is great for gatherings, with quartz countertops, stainless steel appliances, and a gorgeous double sided fireplace shared with the living room. The loft can be used as a flex room, office or media room. Enjoy the barbecues on the back deck overlooking the huge backyard. Make this the perfect spot to enjoy cozy evenings or entertaining family and friends. Seller to offer buyer 2/1 rate buy down as well as a new driveway with full price offer.

704 Woodcott Drive, South Chesapeake

900 Golden Cypress Court, South Chesapeake
$425,000
5 Beds ⋅ 2 Baths ⋅ 10653879 MLS
Tucked at the end of a quiet cul-de-sac in the heart of Greenbrier, one of Chesapeake’s most desirable areas, with easy interstate access to everything! Situated on a large 11,327 sq ft lot, this home features a fenced backyard, large shed, firepit, front & rear decks, mature cypress tree & Japanese maple. Inside offers an open-concept layout, luxury vinyl tile, built-in entertainment cabinet & spacious primary bedroom (15’3”x19’) with large walk-in closet. Kitchen features double oven, new 36” SS gas cooktop, glass electric cooktop, new SS refrigerator & dishwasher. Updates include new roof, siding, carpet, blinds & 3/4-glass front door. Additional features include 2 hotel-style shower valves, 2 commercial thermostats, hot water recirculating pump & laundry room with deep sink. Heated & cooled 2-car garage includes workbench & extensive cabinetry, plus 4 off-street parking spaces and a beautifully landscaped yard.

900 Golden Cypress Court, South Chesapeake

415 Prince Phillip Court, South Chesapeake
$409,000
3 Beds ⋅ 2.1 Baths ⋅ 10654072 MLS
Welcome to this spacious 3-bedroom, 2.5-bath split-level condo in a great Chesapeake location near Oak Grove Park, the hospital, shopping, and interstate access. The mid-level foyer leads to the lower level, featuring a comfortable sitting room with a fireplace, access to the back deck and fenced backyard, a utility closet, two bedrooms with large closets, full hall bathroom, and access to the attached 2-car garage with a convenient garage door opener. Upstairs, the updated kitchen offers stainless steel appliances, a pantry, bar, and breakfast area with bench seating, along with a fireplace and built-in storage. The upper-level living room provides additional space for relaxing or entertaining. The spacious primary suite features a walk-in closet and ensuite bathroom with a granite vanity, built-in makeup table, jetted tub, separate shower, and water closet.

415 Prince Phillip Court, South Chesapeake

302 Honey Locust Way Way, South Chesapeake
$650,000
4 Beds ⋅ 2.2 Baths ⋅ 10653782 MLS
Former Home-A-Rama award-winning home with character you simply don't find every day. Tucked away on a .43-acre cul-de-sac lot, this 3-story Victorian-style home offers approximately 3,100 sq. ft. of living space and a wrap-around porch. Inside you'll find hardwood floors, generous living and dining spaces, custom details, two fireplaces and two staircases. The gourmet kitchen features quartz countertops, black stainless appliances, custom cabinetry, island and pantry. Spacious bedrooms lead to an impressive primary suite with walk-in closet, ensuite bath and fireplace. A third-level bonus space offers flexibility for an office, study or workout room. Outside, an in-ground saltwater pool, multi-level deck, gazebo, fire pit and expansive backyard create a setting for entertaining or relaxing. A truly unique home ready for its next chapter!

302 Honey Locust Way Way, South Chesapeake

808 Bay Laurel Court, South Chesapeake
$634,000
4 Beds ⋅ 3.1 Baths ⋅ 10653860 MLS
Welcome home to this beautiful brick home, ideally situated on a large corner lot in a cul-de-sac in Chesapeake’s desirable Cedarwood community. Offering more than 3,000 square feet, this move-in-ready home features an open, light-filled floor plan with tall ceilings and gorgeous wood flooring. The spacious kitchen flows seamlessly into the living area, creating the perfect setting for entertaining. Relax beside the wood-burning fireplace surrounded by charming built-in shelving, or enjoy the backyard with its generous deck, gazebo and delightful garden house. Two primary bedrooms with private full baths provide wonderful flexibility for guests or multigenerational living. Other highlights include updated bathrooms, upgraded windows and architectural shingles. New refrigerator installed in 2026. All appliances convey. A two-car attached garage and additional street parking, conveniently located near shopping, dining and sought-after Chesapeake schools. Schedule your private tour today!

808 Bay Laurel Court, South Chesapeake

1741 Taft Road, South Chesapeake
$999,999
4 Beds ⋅ 2.1 Baths ⋅ 10653479 MLS
Three wooded acres. A saltwater pool. Five garage bays. Room for the boat, RV and workshop. And no HOA. 1741 Taft Road offers a combination that’s increasingly hard to find in Southern Chesapeake. The approx. 3,700-sq.-ft. home features 4 bedrooms, 2.5 baths and a welcoming wraparound porch. Inside, the kitchen is equipped with matte white Café appliances including a gas range, while the spacious living room centers around a wood-burning fireplace. Upstairs are 4 generously sized bedrooms, including a primary suite with 2 walk-in closets. A finished third floor adds 2 large bonus rooms, creating flexible space for a nursery, home office, gym, studio or private retreat. Outside, an approx. 32,000-gallon saltwater pool and composite deck anchor the backyard, with major pool components updated in 2025–26. A heated 2-car attached garage is joined by a 3-bay detached garage/workshop with propane heat plus mini-split heating and cooling. Covered paved storage accommodates a boat, camper or RV, with a pole barn and additional storage shed adding even more versatility. The acreage continues beyond the rear gate into the woods, where walking trails extend the ways to enjoy the property. Extensive paved parking and a private setting complete a property that offers breathing room without giving up convenient access to Chesapeake.

1741 Taft Road, South Chesapeake

224 Northview Drive, South Chesapeake
$485,000
3 Beds ⋅ 2.1 Baths ⋅ 10653649 MLS
Welcome to 224 Northview Drive in Chesapeake, VA where pride of ownership is evident from the moment you arrive. Thoughtful updates, beautifully maintained spaces, and inviting indoor and outdoor areas make this home truly stand out. Inside, enjoy hardwood floors throughout the main living areas and bedrooms, along with a renovated kitchen featuring LVP flooring, Corian countertops, and stainless steel appliances. Both the main bathroom and en suite bathroom have been fully renovated with natural stone flooring, custom tile details, updated vanities, and premium finishes. Bedroom closets feature IKEA BOAXEL organization systems, and updated ceiling fans throughout add to the refreshed feel of the home. Outside, the upgrades continue with a custom two-level composite deck with low-voltage lighting, a large pea gravel patio and walkways, Wellis London spa, gazebo with swing, powered 10' x 14' shed with loft and workbench, privacy fencing, and a separate gated dog or play area. Mature trees, Japanese maples, azaleas, rhododendrons, and other established landscaping create a peaceful, wooded setting with plenty of character. The front exterior features a custom brick mailbox, brick hardscaping, fresh mulch, accent landscaping, and a double-width driveway with parking for up to five vehicles. Located in the Great Bridge school district and just minutes from shopping, restaurants, and everyday conveniences, this home offers a great blend of privacy and accessibility. If you’ve been searching for a well maintained home in Chesapeake, VA with upgrades throughout, hardwood floors, renovated kitchen and bathrooms, natural stone bathroom flooring, a large composite deck, hot tub, powered shed, privacy fenced backyard, mature landscaping, and generous parking, 224 Northview Drive is one to see.

224 Northview Drive, South Chesapeake

316 Janes Way, South Chesapeake
$624,900
4 Beds ⋅ 2.1 Baths ⋅ 10653639 MLS
Welcome home to this spacious, beautiful 4-bedroom, 2.5-bath home in sought-after Peyton Estates, offering nearly 2,800 square feet of comfortable living space on a generously sized lot. Inside, you’ll find plenty of room to spread out, including inviting living spaces and a cozy fireplace. A whole-house water filtration system adds an extra level of everyday comfort and convenience. The attached garage provides practical storage and parking, while the rear deck is a great place to relax, entertain, or enjoy the backyard. Tucked into an established Chesapeake neighborhood with convenient access to Greenbrier shopping, dining, interstates, and more, this home offers the space, location, and flexibility today’s buyers are looking for. Come see all it has to offer!

316 Janes Way, South Chesapeake

424 Pines Of Warrick Drive, South Chesapeake
$535,000
4 Beds ⋅ 2.1 Baths ⋅ 10653596 MLS
Welcome to an exceptional Pines of Warrick residence in sought-after Great Bridge, where timeless elegance meets thoughtful modern updates. This beautifully maintained 4-bedroom, 2.5-bath home offers gracious living spaces, impressive room sizes, and a long list of improvements that make this home truly special. The renovated kitchen is a standout, featuring gorgeous custom high-end cabinetry, granite countertops, a stunning beveled ceramic subway tile backsplash, and a charming breakfast nook. Rich hardwood floors, crown moulding, and classic architectural details add warmth and sophistication throughout. The formal dining room and private library/office with French doors offer elegant spaces for entertaining or working from home. The inviting family room centers around a wood-burning fireplace (gas line remains if desired) and flows naturally into the sunroom, creating a wonderful connection to the spacious deck and large fenced backyard. The first-floor primary suite offers double closets and a beautifully remodeled en-suite bath, while the generously sized secondary bedrooms provide plenty of flexibility. Upstairs, the finished room over the garage with custom built-ins offers endless possibilities as a media room, 4th bedroom, playroom, office, or hobby space. Extensive recent improvements include TWO new zoned HVAC heat pump systems, inside and out (March 2025), a condensate drain pump with alarm (April 2025), and significant crawlspace improvements including a new vapor barrier, dehumidifier, lighting, extended access door, and sump system to divert gutter, HVAC condensate, and dehumidifier drains (2020). Additional updates include a new garage door and opener (2021) and newer dishwasher. Meticulously cared for and thoughtfully updated, this is a home that offers both character and peace of mind in one of Chesapeake's most desirable communities. Come see it for yourself—you won't want to miss this one!

424 Pines Of Warrick Drive, South Chesapeake

1505 Hilltop Drive, South Chesapeake
$539,900
4 Beds ⋅ 2.1 Baths ⋅ 10653218 MLS
Welcome to this spacious, thoughtfully designed home offering generous living areas and a floor plan that blends comfort with functionality. Several updates have already been completed, to include: HVAC, roof, house trim, soffit, & gutter system, electric stove, carpet/LVT flooring, some interior paint, new pool salt system & Dolphin pool vacuum. The expansive backyard is a true retreat, featuring beautiful mature trees, a sparkling in-ground saltwater pool, and a spacious deck perfect for entertaining or unwinding. Situated on a large lot with a two-car garage, this property offers the ideal combination of space, privacy, and potential. Conveniently located in the sought after Hickory school district and near shopping, dining, and major commuter routes, this is a home you'll want to experience in person.

1505 Hilltop Drive, South Chesapeake

804 Wakedale Arch, South Chesapeake
$719,900
5 Beds ⋅ 4 Baths ⋅ 10653264 MLS
Nestled on a cul-de-sac in Saddle Ridge Estates with NO HOA, 804 Wakedale Arch offers 3,720 square feet of spacious living with five bedrooms and four full baths. New hardwood floors, new carpet, and fresh paint throughout make this home move-in ready. An expansive sunroom just off the eat-in kitchen provides additional space for entertaining or relaxing. The generously sized primary suite features a sitting area, walk-in closet, and private bath with dual vanities, a separate shower, and soaking tub. A first-floor bedroom and full bath offer flexibility for guests or multigenerational living. Enjoy practical extras, including ample built-in garage shelving and a backyard shed with electricity. Space, comfort, and convenience come together in this beautifully refreshed home!

804 Wakedale Arch, South Chesapeake

2329 Centerville Turnpike S, South Chesapeake
$850,000
4 Beds ⋅ 3 Baths ⋅ 10653178 MLS
All brick ranch in the sought-after Hickory school district, set back from the road on almost 4 acres offering exceptional privacy, great curb appeal and mature plantings. This spacious home offers an open floor plan, 4 bedrooms, 3 full baths and an oversized 3 car attached garage. The kitchen features hardwood floors, walk-in pantry and a bay window in the breakfast area. Spacious family room with fireplace, plus formal living and dining rooms and a separate study/office. The primary suite features a jetted tub with skylights above, separate shower, double sinks and its own water heater. Enjoy the screened porch overlooking the expansive property. Additional features include a high crawl space, replacement windows and architectural roof replaced in 2015. A rare combination of acreage, privacy and space in Hickory!

2329 Centerville Turnpike S, South Chesapeake

419 Granada Drive, South Chesapeake
$665,000
4 Beds ⋅ 3 Baths ⋅ 10652967 MLS
This home truly has it all! Welcome to this beautiful 4-bedroom, 3-full-bath home in the highly desirable Las Gaviotas golf course community. Offering 3,371 square feet of thoughtfully designed living space, this home immediately impresses with beautiful flooring and an inviting, open feel. Enjoy peaceful living along a quiet tidal creek from the Elizabeth River, where changing tides, abundant wildlife, and natural beauty create a truly serene backyard setting. Relax on the updated Trex deck and enjoy the peaceful views, or take in the scenery from the inviting sitting room just off the living room, where gorgeous windows bring the beauty of the outdoors inside. The flexible floor plan includes a first-floor bedroom, dedicated home office/gym, and an upstairs bonus room—providing plenty of space for guests, work, hobbies, or entertaining. Numerous recent updates provide peace of mind, including new ductwork in attic and crawlspace (2025), roof and skylight (2024), water heater (2024), Prodigy insulated siding, fascia and rain gutters (2024), Bosch BOVA upstairs HVAC system (2022), Trex decking (2023), first-floor LVP flooring (2021), and crawlspace dehumidifier (2026). With golf-course community living, a peaceful tidal-creek setting, abundant natural light, and an impressive list of updates, this is a home you won’t want to miss.

419 Granada Drive, South Chesapeake

1910 Hallmark Way, South Chesapeake
$998,895
5 Beds ⋅ 3.1 Baths ⋅ 10652907 MLS
Experience luxury living in this one-of-a-kind Chesapeake retreat, nestled on a 3-acre lot in the Grassfield School District. This custom-built home blends modern comfort with timeless charm, offering an open-concept first floor design for today's lifestyle. The spacious family room flows seamlessly into the remodeled 2024 kitchen, with direct access to the back deck for everyday relaxation or entertaining guests. Choose between two generous primary suites. First floor primary suite features a gas fireplace, dual closets, and a sitting/office area. Second floor primary suite privately located above 3-car garage, offering separation from the additional upstairs bedrooms. Enjoy abundant space for hobbies and storage with two powered sheds, plus peace of mind from the new encapsulated crawl space with vapor barrier. Major upgrades, including the roof, HVAC, and kitchen in 2024, ensures comfort and efficiency for years to come. This exceptional property delivers a rare combination of privacy, space, and freedom with no HOA restrictions, making it a true Chesapeake gem. **Bookshelves do not Convey**

1910 Hallmark Way, South Chesapeake

1052 Stockleybridge Drive, South Chesapeake
$725,000
5 Beds ⋅ 3 Baths ⋅ 10651967 MLS
Gorgeous 2 story Home situated on a private and lushly landscaped lot in the Etheridge Lakes neighborhood in Southern Chesapeake. Step into the elegant 2 story foyer and be amazed by the beautiful details throughout this spacious home that has been well maintained and lovingly cared for by the original owners. The vaulted Family Room opens to the large and updated Eat in Kitchen and both offer perfect views of the privacy fenced backyard oasis boasting a stunning and resort style saltwater pool with waterfall and stamped concrete surround, deck, storage shed, and outdoor shower. Additional Details: 1st floor Bedroom and full bath, Primary Suite with walk in closet and updated full bath, Formal Dining Room, new LVP flooring on 1st floor, nice sized bedrooms with ceiling fans, dual staircases, FROG is 5th bedroom, 2nd floor Laundry Room, freshly painted interior, newer carpeting, zoned HVAC, well/sprinkler system, 2 car sideload garage, gutter system, and more! Attends Hickory schools.

1052 Stockleybridge Drive, 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.