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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

217 Maggie Bell Ln., South Chesapeake
$619,900
4 Beds ⋅ 2.1 Baths ⋅ 10657959 MLS
To Be Built - Primrose Plan with first floor Primary BR and 3 BRs up! GPS 369 Scotland Ln. Chesapeake OPEN S/S 1-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with a charming full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living and entertaining with open layout connects the family room, dining area, and dreamy chef’s kitchen featuring oversized quartz island, custom hood and designer finishes,. The first-floor primary suite offers a custom walk-in closet, spa-like bath with quartz dual vanity, tiled shower, and private laundry. Upstairs 3 spacious bedrooms, tons of storage & 2nd laundry room (may add 3rd opt Full Bath). Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

217 Maggie Bell Ln., South Chesapeake

604 Old Fields Arch, South Chesapeake
$384,900
2 Beds ⋅ 2.1 Baths ⋅ 10657776 MLS
Welcome home to 604 Old Fields Arch, where classic brick curb appeal, mature landscaping and a flexible, light-filled floor plan come together in one of Chesapeake's most convenient settings. Step inside to a dramatic living room with soaring ceilings, oversized windows and a fireplace that anchors the space. The open layout flows easily from living to dining to kitchen, so it works just as well for quiet weeknights as it does for a house full of guests. The kitchen has generous cabinetry, plenty of prep space and a breakfast bar for casual meals. Upstairs, a spacious loft adds the bonus space today's buyers want. Use it as a second family room, home office, playroom, gym or media lounge. The primary suite is a true retreat, with a well-appointed bath featuring a double vanity, a separate shower and ample storage. The secondary bedrooms are comfortably sized with room to grow. Out back, a private patio is ready for grilling, outdoor dining or unwinding at the end of the day, and the low-maintenance exterior means more time enjoying your home and less time on upkeep. Bonus: with a full-price accepted offer, the buyer picks new countertops from three designer options: Giallo Ornamental granite, Steel Gray granite or Noble Pro Frost quartz. Minutes from shopping, dining and major commuter routes, 604 Old Fields Arch is ready for its next chapter. Schedule your private tour today.

604 Old Fields Arch, South Chesapeake

1108 Cumberland Court, South Chesapeake
$600,000
4 Beds ⋅ 3 Baths ⋅ 10657974 MLS
Welcome to 1108 Cumberland Ct, a beautifully staged Chesapeake home with a pool and a fenced backyard made for entertaining. Inside, enjoy bamboo flooring and premium crown molding throughout the main level. The kitchen features granite counters, tiled backsplash, a pocket door, a gas range (2022), a 2024 dishwasher, and whole-house plus reverse-osmosis water filtration. A full downstairs bath with a walk-in shower adds convenience, and the wood-burning fireplace is perfect for cool evenings. Major updates include roof and skylights (2015), gas furnace and A/C (2017), front windows (2020), and an encapsulated crawl space with new vapor barrier (2022). Walk-in attic, garage shelving, and comfort-height toilets. Open house Saturday, 10/17. Schedule your showing today!

1108 Cumberland 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

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

916 Jennings Ln, South Chesapeake
$545,900
3 Beds ⋅ 3.1 Baths ⋅ 10657409 MLS
Be Home for Holidays! $12,500 to spend as you wish*! MODEL 910 Bernard Ln. Built by award-winning builder. End home with Mid-Century Coastal finishes! Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First &Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom and bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

916 Jennings Ln, South Chesapeake

381 Scotland Lane, South Chesapeake
$613,900
3 Beds ⋅ 2.1 Baths ⋅ 10657357 MLS
To Be Built - MODEL 369 Scotland Ln. nestled in Greenbrier, Joseph’s Meadow built by renowned builder. The Lily Cottage welcomes you w/ full front porch, airy 10-foot ceilings, & beautiful hardwood floors throughout first floor. Designed for everyday living & entertaining, the open-concept layout seamlessly connects living room, dining area, & stunning chef’s kitchen w/ Cotton White 42" cabinets, 9-foot quartz island, custom hood, and oversized walk-in pantry. Mudroom and powder room conveniently tucked by 2-car garage. Upstairs, a sun-filled loft, bath dual sinks and separate tub/shower room, 3 spacious bedrooms and a large laundry room provide exceptional functionality. Private primary suite offers a custom walk-in closet and tiled spa bath w/ quartz countertops, dual vanities, freestanding tub, tiled shower, and private water closet. Easy living with professionally managed grounds ensures low-maintenance living, making your dream truly a haven.

381 Scotland Lane, South Chesapeake

377 Scotland Lane, South Chesapeake
$612,500
4 Beds ⋅ 2.1 Baths ⋅ 10657358 MLS
To Be Built - LOW Rate and NO PMI! Joseph’s Meadow MODEL GPS 369 Scotland Ln. Chesapeake. Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage welcomes you w/ a full front porch, airy 10-foot ceilings and hardwood floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, and stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, and HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail takes you to FOUR bedrooms with hall bath w/dual sinks, private tub/shower and water closet. BIG laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower & private water closet. Easy living w/ professionally managed grounds ensures low-maintenance living, making your dream truly peaceful haven.

377 Scotland Lane, South Chesapeake

130 Lenas Way, South Chesapeake
$537,900
3 Beds ⋅ 3.1 Baths ⋅ 10657359 MLS
STOP RENTING - move in January - Closing costs, Low Loan Rate, NO PMI*! Minutes to Greenbrier - Joseph’s Meadow Site: 369 Scotland Lane or TOUR MODEL HOME: 910 Bernard Ln. Open Sat/Sun 12-4 - Award-winning builder - Sophisticated Row homes with Modern finishes and bougie building package - Airy 10’ ceilings with 9’ lower and upper floors - Oversized windows - Extensive hardwood - First-floor bedroom w/ensuite bath - 10x20 Covered porch and front porch - Chef’s kitchen: 10’ island, quartz counters, Custom hood, GE Cafe appliance package - Luxurious primary retreat w/two custom closets - Spa bath oversized tiled shower, dual heads, large niche and Dual vanities - Large laundry room - Secondary petite suite w/huge closet and ensuite bath - Nat. Gas Tankless water heater - Finished insulated 2-car garage - Professional ground maintenance.

130 Lenas Way, South Chesapeake

1514 Orchard Grove Drive, South Chesapeake
$269,900
2 Beds ⋅ 2 Baths ⋅ 10657524 MLS
Welcome home to Orchard Grove Condominiums in Chesapeake! This spacious 2-bedroom, 2-bathroom condo offers a flexible floor plan with plenty of room to relax, entertain, work from home, and unwind, plus access to a community pool. Step inside to a bright and inviting living area, where a vaulted ceiling, fireplace, and abundant natural light create a welcoming place to gather or relax. The open layout flows into the dining area and kitchen, featuring generous cabinet and counter space, a full appliance package, and a breakfast bar for casual dining. The downstairs primary suite offers the convenience of main-level living with an ensuite bath featuring a soaking tub and separate shower. Upstairs, a second bedroom with its own full ensuite bath provides another private retreat. The open loft adds even more flexibility as a home office, reading nook, media area, or additional guest space. The enclosed sunroom offers another inviting bonus space for morning coffee, plants, reading, or simply relaxing. Additional storage adds everyday convenience. Located in Greenbrier, the home is conveniently situated near shopping, dining, Greenbrier Mall, and major highways, providing easy access throughout Chesapeake and Hampton Roads. Residents can also enjoy the Orchard Grove community pool. There is a lot to love about this home. Do not miss the opportunity to make this Orchard Grove condo your own!

1514 Orchard Grove Drive, South Chesapeake

1421 Gemstone Lane, South Chesapeake
$699,900
5 Beds ⋅ 3.1 Baths ⋅ 10657221 MLS
Private upstairs living quarters, a wooded backyard, & a flexible multigenerational layout define this inviting ranch-style home. The suite over the garage includes a bedroom, full bath, great RM, & large walk-in attic, offering a comfortable retreat with added independence for guests or extended household living. On the main level, the gourmet kitchen features abundant granite counter space, generous cabinetry, a pantry, S/S appliances, & a gas range. Vaulted ceilings enhance the bright, open great RM. The primary suite offers a spa-inspired bath with soaking tub, oversized tiled walk-in shower, double vanity, & spacious walk-in closet. Two additional bedrooms share a full bath. Relax on the screened porch & enjoy exceptional privacy surrounded by the wooded backyard. Designed for comfort, connection, & flexibility, this home adapts beautifully to the way you live.

1421 Gemstone Lane, South Chesapeake

1508 Bayberry N Court, South Chesapeake
$455,000
3 Beds ⋅ 2 Baths ⋅ 10657060 MLS
Welcome home to this beautiful ranch tucked away on a quiet cul-de-sac in a desirable Chesapeake location! This well-maintained home offers comfortable one level living, a spacious lot, and a long list of recent updates. Inside, the home features updated bathrooms, new carpet in the living room, and a welcoming living space with a fireplace and large sliding glass doors overlooking the backyard. Major updates include a new AC unit (2021), new roof, soffit and gutters (2023), new siding (2025), front door (2026) and new crawlspace insulation (2026). The two-car garage provides ample storage. Ideally located near Greenbrier’s shopping, dining, entertainment and recreational amenities, with easy access to I-64, beaches and Naval bases. A peaceful cul-de-sac setting combined with a private backyard and convenient location makes this a home you won’t want to miss!

1508 Bayberry N Court, South Chesapeake

708 Nottaway Drive, South Chesapeake
$289,900
2 Beds ⋅ 2.1 Baths ⋅ 10657099 MLS
Welcome to this spacious townhouse in Chesapeake in a great location with NO HOA!! The bright kitchen features a butler's window to provide a convenient pass-through for serving between the kitchen and dining area. The living room opens from the dining room and features a wood-burning fireplace as a centerpiece. Sliding glass doors lead from the living room to the back patio and fenced yard. Upstairs, you'll find two large bedrooms, each with its own ensuite bathroom and plenty of closet space. The primary bedroom also features a second wood-burning fireplace, creating a comfortable space to relax. Conveniently located near shopping, dining, schools, and major roadways. Property updates include a new tank water heater (2022), downstairs flooring (2022), fresh carpet and paint (2026), updated kitchen and bathroom faucets (2026), and a new backyard fence (2026). Water heater warranty may convey.

708 Nottaway Drive, South Chesapeake

639 Appalachian Court, South Chesapeake
$649,920
4 Beds ⋅ 2.1 Baths ⋅ 10656977 MLS
Stunning 4-BR Home on Large Lake View Lot – No HOA! Experience modern living in this 4-bedroom, 2.5-bathroom gem located in the highly desirable Centerville Commons neighborhood. Combining exceptional curb appeal with an expansive layout, this property sits on an oversized lot offering rare privacy free of HOA rules. Main Level: A welcoming foyer leads to an elegant formal dining room features a sophisticated tray ceiling. Open-Concept Great Room: Bright and airy with massive windows, Luxury Vinyl Plank flooring, and a cozy gas fireplace. Chef’s Kitchen features crisp white cabinetry, stainless steel appliances, a pantry, an enormous quartz island over contrasting gray accent cabinets, sunlit in eat-in area with large windows overlooking the sweeping fenced backyard.2nd floor has a gorgeous staircase w/black spindles to the second floor. Spacious primary bedroom, ensuite has dual sinks, tile shower.3 other br's plus hall bath & Laundry room. New carpet.

639 Appalachian Court, South Chesapeake

1528 Hambledon Loop, South Chesapeake
$295,000
3 Beds ⋅ 2.1 Baths ⋅ 10656711 MLS
Welcome to 1528 Hambledon Loop, a desirable end-unit in Brighton Park at Greenbrier! This 3-bedroom, 2.5-bath home, 2 master bedrooms with ensuites offers a comfortable floor plan with the added privacy and natural light of an end-unit location. Recent updates include a NEW water heater, offering added peace of mind for the next homeowner. Enjoy the convenience of low-maintenance community living with access to neighborhood amenities, including 2 community pools. Ideally located in Chesapeake’s Greenbrier area, close to shopping, dining, entertainment and major roadways. Whether you're a first-time buyer, looking for additional space, or seeking a convenient Chesapeake location, this home is ready for its next owner. Schedule your showing today!

1528 Hambledon Loop, South Chesapeake

404 Tanners Green Court, South Chesapeake
$390,000
3 Beds ⋅ 2.1 Baths ⋅ 10656296 MLS
VA-assumable 3.75% interest rate for VA-eligible buyer! Location, space, and style? This Chesapeake home has all three! Conveniently located near the city's major shopping, it welcomes you with great curb appeal, an open two-story foyer, and beautiful wood floors downstairs. The kitchen shines with granite countertops, while brand-new carpet gives the upstairs a fresh feel. The spacious primary suite features cathedral ceilings and a roomy bath with a soaking tub and separate shower. Two additional generously sized bedrooms offer plenty of space. Out back, a vinyl-fenced yard and covered patio create the perfect spot to relax, entertain, or fire up the grill. Come see why this one feels like home! Some photos were AI-staged.

404 Tanners Green Court, South Chesapeake

1121 Kinderly Lane, South Chesapeake
$474,960
3 Beds ⋅ 2.1 Baths ⋅ 10656369 MLS
Move right in to this beautifully maintained home, built in 2016 and perfectly situated on over ¾ of an acre at the end of a quiet cul-de-sac. Designed with both comfort and entertaining in mind, this home features 9-foot ceilings, an open-concept floor plan, quartz countertops, and stainless steel appliances. Upstairs, you’ll find a convenient laundry room with washer and dryer that convey. The expansive backyard offers endless possibilities, with plenty of room to add a pool, garden, or outdoor living space—all enhanced by attractive fencing.Enjoy a tucked-away, private setting while still being just minutes from shopping, interstates, and military bases. This home truly offers the best of space, style, and location. Attractive financing using the Seller's preferred lender . Be sure to inquire.

1121 Kinderly Lane, South Chesapeake

1005 Winged Foot Court Unit B, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10656159 MLS
Welcome Home to this charming twin Home style Condo in Greenbrier's Fairways Villas. Tucked away in the cul-de-sac with garage, driveway, and communal parking, low maintenance living meets style and convenience. Enter into your inviting foyer greeted with LVP floors and neutral paint. Layout features large open concept great room and dining area. Eat-in kitchen is spacious with granite tops and stainless appliances. Access to one car garage and laundry off kitchen and half bath for the ultimate first floor layout. Second level features large primary bedroom with ensuite bath and walk in closet. Bedroom features natural light and vaulted ceilings. Two large spare bedrooms and hall bathroom complete this ideal layout. Large slider leads to rear deck which is large and tranquil backing up to golf course views. Newer HVAC & water heater 2021 and replacement windows. Call this Home Today!

1005 Winged Foot Court Unit B, South Chesapeake

1500 Coker Place, South Chesapeake
$650,000
5 Beds ⋅ 2.1 Baths ⋅ 10656054 MLS
Seller is Open to BUYING DOWN the buyers interest rate. Step inside to a huge, welcoming two-story foyer that sets the tone for this spacious, move-in-ready home. The kitchen steals the show, opening directly to the family room and featuring a huge center island with seating, built-in desk, butler’s pantry, oversized pantry, abundant cabinetry, under-cabinet lighting and a generous eat-in area—perfect for everyday living and entertaining. Just off the kitchen, a wood deck plus a concrete patio provide plenty of outdoor space for grilling, gathering and entertaining. Freshly and professionally painted with new carpet, this home also offers a 2024 roof and a clear termite and moisture letter. The family room features a gas fireplace, and every bedroom already has a ceiling fan. A Peloton bike is included, making it easy to fit a workout into your day without leaving home. Double doors welcome you into the huge primary suite with a tray ceiling and an amazing walk-in closet that wraps around the corner for even more storage than you expect! The ensuite bath features a jetted tub, separate shower and dual sinks. The hall bath also offers a soaker tub and dual vanities. Additional features include a gas water heater, dual-zone HVAC and Nest thermostat. Tucked into a cul-de-sac and conveniently located near Greenbrier shopping, dining, entertainment and interstate access. Get your showing scheduled today.

1500 Coker Place, 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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