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1540 Eldwick Drive #307, South Chesapeake
$325,130
2 Beds ⋅ 2 Baths ⋅ 10659135 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Rowen model is a corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #307, South Chesapeake

1540 Eldwick Drive #206, South Chesapeake
$295,130
2 Beds ⋅ 2 Baths ⋅ 10659134 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #206, South Chesapeake

1540 Eldwick Drive #104, South Chesapeake
$320,130
2 Beds ⋅ 2 Baths ⋅ 10659133 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #104, South Chesapeake

428 San Roman Drive, South Chesapeake
$330,000
3 Beds ⋅ 2.1 Baths ⋅ 10659091 MLS
Welcome to Las Gaviotas! This spacious 3-bedroom townhome in the desirable Grassfield High School district offers a wonderful combination of space, functionality, and valuable updates. Major improvements include a new roof, energy efficient windows, sliding glass door and exterior doors in 2022 along with new appliances in 2024, fresh paint and new carpet. The kitchen offers ample space for everyday cooking and dining, while 2 generously sized upstairs bedrooms each feature their own private full bathroom. Go outside to enjoy the large backyard ,perfect for relaxing, entertaining or fishing in the lake. With its spacious layout and important updates already completed this home offers an opportunity to make it your own!

428 San Roman Drive, South Chesapeake

1217 Club House Drive, South Chesapeake
$600,000
4 Beds ⋅ 2.1 Baths ⋅ 10658962 MLS
Las Gaviotas has the name recognition. This Colonial has the character to back it up. Set in one of Chesapeake’s most iconic, sought-after neighborhoods, the traditional exterior opens to an interior that feels bright, fresh, and full of personality. Natural light pours through large windows, playing across light-toned LVP flooring and freshly painted rooms. Updated lighting gives the spaces a current feel while the classic Colonial details retain their charm. The kitchen makes an impression with tall white cabinetry, granite countertops, and newer appliances, while the eat-in area and separate dining room give each occasion its own space. There’s a dedicated office, too, with plantation shutters that add a tailored finish. The living room has a character all its own, centered around a wood-burning fireplace and framed by more plantation shutters. Just beyond, the screened porch provides a natural transition to the deck, where an outdoor sauna adds a feature you don’t find every day. The smaller details are worth noticing, too: a surprise nook tucked beneath the stairs, generously sized bedrooms, and double doors that make the entrance to the primary bedroom feel a little more special. Throughout the home, traditional character meets a refreshed interior without losing the details that give this Colonial its charm. Recent window replacements, an updated water heater, and refreshed paint and lighting bring substance to the improvements. A two-car garage and extended driveway add the practical space to go with it. The neighborhood may be what first draws your attention, but the way this Colonial unfolds from sun-filled rooms to that unexpected outdoor retreat is what makes it memorable.

1217 Club House Drive, South Chesapeake

707 River Gate Court, South Chesapeake
$674,900
5 Beds ⋅ 2.1 Baths ⋅ 10658800 MLS
Convenient location. 20 min to Downtown Norfolk. 35 min to NAS Oceana, Dam Neck & beaches. 20 min to Norfolk Int Airport. Over 10 grocery stores in a 5 mile radius. 5 min to Hickory H.S., 1 of the BEST in Hampton Roads. Easy access to Chesapeake Bypass, I-64, I-264, & I-464. This property is a gardener's dream sequenced for near year round color. Back yard oasis includes a hot tub, goldfish pond and six foot privacy fence. Two patios are connected by a master-crafted paver walk-way. Oversized garden shed helps keep garage clutter free. In ground sprinkler system fed by well water to keep watering cost low. Two outdoor water taps fed by the well & two additional taps fed by city water. Tank-less water heater provides endless hot water. The oversized Primary Bedroom includes two walk in closets. One large walk-in closet features two side cubby units for storage. The other walk-in closet is medium sized with plenty of storage space. Washer & dryer are on the second floor for convenience to bedrooms. Some photos are AI-virtually staged.

707 River Gate Court, South Chesapeake

1103 Old Vintage Road, South Chesapeake
$684,900
4 Beds ⋅ 2.1 Baths ⋅ 10658371 MLS
Elegant, all brick Transitional Ranch tucked away in the small neighborhood of Vintage Estates in the heart of Great Bridge. Well maintained and lovingly cared for by the original owner and situated on a large .80 acre wooded lot where you can enjoy the tranquil setting from the Screened Porch and the maintenance free deck. This Gem boasts many details including a stunning vaulted Great Room with doublesided gas fireplace that opens to the updated Eat in Kitchen with quartz counters and new stainless appliances. Add'l Features: Owner’s Suite with deep tray ceiling and large walk in closet and full bath, Formal Dining Room, nice sized secondary bedrooms, updated Hall and Half Baths, blinds throughout, 2 car garage with opener, and new wrought iron fencing. Finished Room over the Garage is 4th Bedroom or could be used as flex space such as an office, media room, or playroom! Conveniently located to interstate access, shopping, and dining. Attends Great Bridge schools.

1103 Old Vintage Road, South Chesapeake

1325 Debbs Lane, South Chesapeake
$420,000
4 Beds ⋅ 2.1 Baths ⋅ 10658609 MLS
Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the heart of Chesapeake's Greenbrier area. Enjoy fresh paint, new LVP flooring, and new carpet throughout. The spacious, open floor plain is great for entertaining, hosting gatherings, and everyday living. The generous kitchen features granite countertops and stainless-steel appliances, making meal preparation a pleasure. Head outdoors to your large paver patio and enjoy the privacy of a fenced backyard, desirable for relaxing or entertaining outdoors. The attached garage offers added convenience with a new garage door opener. Centrally located near military bases, beaches, medical facilities, shopping, restaurants, and major interstates, this home combines modern updates, comfortable living, and a convenient location! Don't miss the opportunity to make this wonderful home yours!

1325 Debbs Lane, South Chesapeake

514 Trellis Trail, South Chesapeake
$329,000
2 Beds ⋅ 2.1 Baths ⋅ 10658445 MLS
Come check out this Spacious 1,870-square-foot, 2-bedroom +1 bonus room townhome in a four-unit building. Peacefully set among trees, the home offers a feeling of privacy. The Grove at the Arboretum neighborhood (situated around Green Tree Road) sits directly adjacent to the arboretum grounds, making it a close distance of less than a half-mile away. A public nature site featuring shaded hardwood forest trails, demo gardens, an 18th-century farmhouse, and Camellia Cove. BRAND NEW air conditioning unit will keep you cool on hot summer days. The versatile first-floor office can easily serve as a third bedroom, guest room, or flex space. Beautiful wood floors throughout the lower level offer aesthetic appeal and simplify cleaning and maintenance. An oversized kitchen features a generous pantry, breakfast area, and plenty of cabinet space & counter seating. Sliding glass doors open to a private, fenced in patio, wonderful for relaxing or entertaining. Upstairs, you'll find two generously sized primary suites, each with its own private full bathroom, providing comfort and privacy for residents and guests alike. A spacious second floor laundry room includes washer and dryer hookups and a utility sink for added convenience. Community amenities include a sparkling swimming pool, grounds maintenance, trash pickup, and sewer, all included with the HOA. Ideally located in the sought-after Greenbrier area, with easy access to interstates 64/264/664/17, shopping centers/mall, and fantastic local dining. Quick move-in available, come see this beauty today! Also for rent $2500/Month, available now.

514 Trellis Trail, South Chesapeake

905 Camp Street, South Chesapeake
$599,000
4 Beds ⋅ 3.1 Baths ⋅ 10658354 MLS
A Community with year-round events, clubhouse, pool, playgrounds and a brand NEW school scheduled to open in 2027, that would be Culpepper Landing in Chesapeake! The BEST part is this like new home, built in 2021 & meticulously maintained! It offers 4 Bedrms, 3 1/2 Bath, almost 2,500 sqft of open, bright natural light, living space. A FROG that is private off of the kitchen w/its own full bath & walk-in closet, could be used as multi-generational liv'g as an In-law Suite, or flex space. A Large eat-in kitchen w/custom cabinets, an abundance of storage, granite counters, SS appliances, & an XL island perfect for a family & entertaining. Upstairs you'll find a large laundry room, primary bedroom w/tray ceiling, ensuite bath, & walk-in closet it truly is your own peaceful retreat. A 3rd full bath & 2 large bedrooms upstairs give you a very versatile layout. Relax in fenced in backyard, this home was designed for everyday living w/plenty of room to spread out! Min from shopping/interstates

905 Camp Street, South Chesapeake

518 Silk Tree Lane, South Chesapeake
$449,900
3 Beds ⋅ 2.1 Baths ⋅ 10658185 MLS
See into unparalleled luxury at 518 Silk Tree Lane, nestled in the quaint, village-like community of North Trail in the highly sought-after Greenbrier area. This 2,366 square-foot masterpiece is completely turn-key. Absolutely no upgrades are needed here. Every high-end detail has already been meticulously curated for you. The stunning gourmet kitchen is a true showstopper, featuring custom cabinetry and countertops, stainless steel appliances from the Frigidaire Professional Series - double wall ovens, a gas range, microwave, wine refrigerator, and built-in ice maker. Porcelain flooring flows throughout the living room, dining area, and kitchen, while well-maintained carpeting adds warmth and comfort to the upstairs and bedrooms. The commitment to high-end living extends into the bathrooms, which have been transformed into private, spa-like retreats featuring breathtaking custom walk-in showers with artisan tile work and built-in bench seating. A cleverly crafted bonus office space is perfectly situated just at the top right of the staircase, offering an ideal, quiet sanctuary for remote work. Storage abounds with custom built-ins and a walk-in attic. Enjoy the spacious custom paver patio with views of the serene community pond and fountains. Additional highlights include three-zone HVAC, Rinnai tankless water heater, custom trim and moldings, Bose surround sound, Cox security wiring, and an EV charging station. Embrace the ultimate low-maintenance lifestyle. The comprehensive condo fee covers all exterior grounds maintenance and trash pickup. Conveniently located in the heart of Chesapeake. Truly a must-see!

518 Silk Tree Lane, South Chesapeake

4640 Ballahack Road, South Chesapeake
$589,900
3 Beds ⋅ 2.1 Baths ⋅ 10657850 MLS
Welcome home to this well-built, lovingly maintained brick ranch framed by mature trees, dogwoods, boxwoods and elephant ear plants that offer beautiful summer shade on 1.67+ acre lot. A charming front porch with newer brick flooring and stately columns sets the tone. Inside, enjoy updated flooring throughout, an updated primary bath and a stunning French country kitchen, remodeled floor to ceiling, expanded into the den with extra cabinetry (wine, & dish cabinet and bench) and a breakfast area. The bright FROG offers flexible space for a home theater, hobby room, playroom or 4th guest bedroom with access to a huge floored and lighted attic. Relax on the screened porch with its "pet and kid friendly" brick base, gather on the paver patio or unwind by the fire pit. Custom Shutters offer evening privacy. A garden for homegrown produce, detached lighted garage with large workshop. French drain system, multiple parking spots and freshly painted trim complete this inviting home!

4640 Ballahack Road, South Chesapeake

1505 Waitsel Drive Unit 306, South Chesapeake
$310,000
2 Beds ⋅ 2 Baths ⋅ 10658216 MLS
Enjoy the perfect blend of comfort, style, and low-maintenance living in this inviting third-floor Chesapeake condo with no neighbors above! Soaring ceilings, abundant natural light, and an open layout with LVP flooring in the living area create a bright and airy atmosphere. The spacious kitchen features quartz countertops, stainless steel appliances, and a breakfast bar that flows effortlessly into the main living area, great for everyday living or entertaining. The primary suite offers a relaxing retreat with a private bath and generous walk-in closet featuring custom wood shelving. Beyond your front door, enjoy a peaceful community pond with a walking loop and dedicated dog park. With water, sewer, trash pickup, and grounds maintenance included in the condo fees, there's more time to enjoy the things you love! Conveniently located near shopping, dining, and major commuter routes, this home offers an easygoing Chesapeake lifestyle!

1505 Waitsel Drive Unit 306, South Chesapeake

844 Greenfield Lane, South Chesapeake
$950,000
6 Beds ⋅ 5.1 Baths ⋅ 10658157 MLS
All-brick home offering over 5,000 sq. ft. of versatile living space and exceptional indoor–outdoor amenities. With 6 bedrooms, 5.5 bathrooms, and an additional first-floor flex room perfect as a 7th bedroom, home office, or formal living area, this home adapts beautifully to your lifestyle. Five of the bedrooms include private en-suite bathrooms, giving everyone their own comfortable retreat. A bright, oversized sunroom—equipped with heating and cooling but not included in the home’s total square footage—adds even more year-round living space. Step outside to your own backyard oasis. Brick pool house with heating/cooling + full bathroom. In-ground saltwater pool with a new liner ( installed 2025). Hot tub for 6. Expansive patio area for entertaining and relaxing. The property also features a three-car garage plus a half-circle driveway providing abundant parking for guests. freshly painted, new carpets, refinished wood floors. Interior pics virtually staged.

844 Greenfield Lane, South Chesapeake

614 Middleton Way, South Chesapeake
$589,000
4 Beds ⋅ 2.1 Baths ⋅ 10657970 MLS
Welcome home to Hickory Manor! This crisp, and move-in ready 4-bedroom, 2.5 bath, 2456 sqft property sits in the highly desirable Hickory school district delivering space, comfort, and community amenities buyers love. The inviting foyer entry leads into an open, light-filled main level featuring an inviting living room, spacious dining area, modern kitchen with pantry, and mudroom ideal for entertaining. Upstairs offers all four bedrooms, including a generous primary suite with a custom walk-in closet system and convenient second floor laundry. The fenced backyard provides a ideal outdoor retreat. Located in the amenity-rich Hickory Manor community with access to the clubhouse, pool, fitness center, and playground. With paid off Solar Panels and a transferable warranty, your dream home awaits offering long-term energy savings and peace of mind. Seller is offering closing cost assistance, making this an exceptional value you won't want to miss!

614 Middleton Way, South Chesapeake

603 Oxbow Court, South Chesapeake
$850,000
5 Beds ⋅ 3 Baths ⋅ 10657808 MLS
This is the kind of Chesapeake home that feels substantial the second you walk in. Restored inside and out, it carries the scale and character of an established traditional home, with beautiful arched doorways, refinished hardwoods, fresh paint, new carpet, and thoughtful updates that make the entire house feel fresh again. The main level is generous without feeling disconnected. The kitchen sits between the formal dining room, the vast open living space, and the screened porch, making it the natural link between everyday living and entertaining. Ample white cabinetry wraps the room, while an oversized island, thick warm granite countertops, a ceramic Kohler sink, and new appliances give it both presence and function. From there, the screened porch opens to the rear deck and draws you straight out toward the pool. That backyard deserves its own moment. The in-ground pool sits within a wide paver surround and includes a diving board and built-in sitting ledge, all framed by decorative iron fencing. But the fence is not the end of the yard. The property continues beyond it with additional lawn space and an in-ground fire pit, giving the outdoor space far more depth than the pool area first reveals. Inside, nearly every turn brings another room with a purpose. A dedicated library adds character to the main level, while the separate billiard room creates another substantial place to gather. A first-floor bedroom sits near a modern updated full bath, and upstairs, a finished attic adds even more usable space with room for movies, games, hobbies, or whatever comes next. Then there is the primary suite, and it is genuinely oversized. Beyond the sleeping area is a separate sitting room, an enormous walk-in closet, and an ensuite with a jetted soaking tub and separate stand-up shower. Set in Carriage House Estates in Chesapeake’s 23322 with Hickory schools and a central location, this is a home where the size, flow, and character show up in all the right places—inside, outside, and in the spaces you do not expect until you are standing in them.

603 Oxbow Court, South Chesapeake

821 Redleafe Circle, South Chesapeake
$980,000
6 Beds ⋅ 4 Baths ⋅ 10657839 MLS
An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought-after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, South Chesapeake

810 Hedgerow Court, South Chesapeake
$675,000
5 Beds ⋅ 3 Baths ⋅ 10657871 MLS
Well maintained all brick home with 2-car side loading garage, long driveway, 1/3 acre beautifully landscaped lot, situated on a cul-de-sac in Great Bridge. Open floor plan features huge kitchen with quartz countertops and overlooks fam room. FR has wood burning FP which is also plumbed for gas. In addition to the 5 bedrooms on 2nd floor, there is a 6th bedroom/office with adjacent full bathroom on 1st floor. Recent updates include 2nd floor 3 ton HVAC (Sept 2026), new carpets (Sept 2026), windows, roof, water heater, garage door, leaf filter gutters, more. Award winning Cheshire Forest community amenities include clubhouse, pool, tennis/pickle ball courts, parks and playgrounds. Screened porch with concrete floor overlooks the beautiful backyard. Seller to provide clear Termite/Moisture letters and 1 year home warranty.

810 Hedgerow Court, South Chesapeake

1324 Cambridge Way, South Chesapeake
$615,000
3 Beds ⋅ 2.1 Baths ⋅ 10657862 MLS
Welcome to this truly custom-built home in the highly desirable Hunningdon Woods neighborhood nestled in the heart of Greenbrier! Situated on a beautiful corner lot, this charming home offers a wonderful blend of comfort, character, and thoughtful design. The inviting living area flows into a lovely eat-in kitchen, creating the perfect setting for everyday living and entertaining. The spacious first-floor primary suite offers comfort and convenience, while the generously sized other bedrooms provide plenty of room for family or guests. Enjoy relaxing on the screened porch overlooking a beautifully landscaped yard filled with absolutely stunning array of blooming perennials that provide color and beauty throughout the seasons. Complete with a side-load garage, this special home offers timeless appeal. A wonderful opportunity to make this exceptional property your own.

1324 Cambridge Way, South Chesapeake

628 Gladesdale Drive, South Chesapeake
$499,900
4 Beds ⋅ 2 Baths ⋅ 10657378 MLS
Well maintained all brick ranch on a large .34 acre corner lot in the Hickory School District . Enter the large greatroom through foyer which opens to formal dining room. Greatroom features chairrail, wainscoating, exposed beams, built in bookcase and masonry wood burning fireplace.Kitchen has been updated with new cabinet faces, countertops and laminate floors; all appliances convey. Primary bath updated with new vanity, toilet and has tile floor. Hall bath updated with new toilet. Laundry closet convenietly off eat-in area in kitchen. Large frog has plenty of head space and large closet; partially floored walk in attic. HVAC, hot water heater newer, encapsulated crawl with dehumidifier. Large deck off greatroom. No neighborhood fees.

628 Gladesdale Drive, South Chesapeake

616 Rutherford Drive, South Chesapeake
$549,900
3 Beds ⋅ 1.1 Baths ⋅ 10657745 MLS
Well-maintained, move-in-ready brick ranch in an established neighborhood with wide sidewalks! Features attractive LVP flooring throughout, three bedrooms, and a primary suite with a walk-in closet. Enjoy the gas log fireplace and additional storage with floored attic space. The converted attached garage is currently equipped as a beauty salon with styling station, shampoo sink, built-in cabinetry, and laundry area. A bright 20' x 20' sunroom with three walls of casement windows overlooks the backyard. Outdoor amenities include a 20' x 20' composite deck, fenced yard, and a 20' x 40' in-ground pool with cover. The detached three-bay garage includes power, workbenches, and pull-down access to a large, floored attic. A rare combination of comfort, functionality, and exceptional indoor and outdoor living space.

616 Rutherford Drive, South Chesapeake

509 Ballahack Road, South Chesapeake
$1,199,000
5 Beds ⋅ 3.1 Baths ⋅ 10657504 MLS
Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage & 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills the spacious living areas, while warm finishes and thoughtful updates create an inviting feel throughout. The kitchen is complemented by a butler pantry with granite countertop, cabinetry and additional storage, adding function for everyday living and entertaining. The rare dual-primary layout offers one suite on each level, both with private ensuite baths—ideal for multigenerational living, extended guests or added privacy. The main-level primary has been refreshed with new flooring, paint, lighting and hardware. Upstairs, the second primary features a showstopping spa-inspired ensuite with an oversized wet room, rainfall shower, body jets, two-person soaking tub, porcelain tile and polished marble mosaic. All 3.5 bathrooms have been updated with fresh flooring, lighting, paint, mirrors and hardware. Outside, enjoy a nearly wraparound front porch, expansive 20x40 composite deck, outdoor kitchen setup, custom fire pit, fruit trees, grape vines and 28+ acres to explore. Proven deer and turkey hunting is literally steps from your back door, with private shooting and archery areas already in place. The detached 4-car garage provides exceptional storage, while the 20x30 workshop features concrete flooring, lighting and its own electrical panel. Additional improvements include 33 solar panels, Level 2 EV charger, major electrical upgrades, crawlspace encapsulation, updated HVAC and a private well with NO monthly water bill. A rare combination of acreage, recreation, extensive improvements and flexible living in Southern Chesapeake. See attached Feature & Upgrade Sheet for even more! Some listing photographs have been staged by Artificial Intelligence.

509 Ballahack Road, 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.

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