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2152 Edwin Drive, South Chesapeake
$506,990
2 Beds ⋅ 2 Baths ⋅ 10657553 MLS
The Asheville, one of our quad-style homes, features two bedrooms and 2 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Photos and renderings are from builder's library, actual finishes and features may vary.

2152 Edwin Drive, South Chesapeake

530 San Pedro Drive, South Chesapeake
$670,000
4 Beds ⋅ 3 Baths ⋅ 10657170 MLS
Welcome to Las Gaviotas, where golf course living meets your own backyard oasis! This sprawling 4-bedroom brick ranch offers beautiful golf course and water views, impressive vaulted ceilings, exposed beams, and a stunning two sided fireplace connecting the great room and sunroom. The beautifully renovated kitchen features a large center island and gas cooktop, while the spacious primary suite offers peaceful views and a luxurious bath. Step outside to your private retreat featuring an inground pool with updated liner, hot tub, gorgeous new paver patio, and outdoor gas kitchen for entertaining! Additional highlights include updated bathrooms, kitchen, expansive laundry room, new fixtures, Updated Flooring and Paint, HVAC (2024), roof (2019), and new water heater. Seller to provide a clear termite and moisture letter. A rare opportunity to enjoy single level living, incredible outdoor entertaining, and scenic surroundings!

530 San Pedro 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

900 Koonce Lane, South Chesapeake
$595,900
3 Beds ⋅ 3.1 Baths ⋅ 10657182 MLS
TO BE BUILT - Dreamy Augusta Cottage by coveted local builder w/unmatched architectural detail, from custom arches to soaring 10’ ceilings & stunning hardwood floors. Open-concept blends easy living with beauty. French doors open to private courtyard & patio. Chef’s kitchen w/oversized island, Quartz counters & Custom range hood w/drawer GE Cafe microwave. Generous 1st-floor BR w/ensuite bath offers flexible living. Mudroom, powder room & convent access to finished 2-car garage. Upstairs, sun-filled BR3 features walk-in closet and Loft (or opt BR4) adapts to your needs. Jack/Jill dual bath and bright oversized laundry room. Private Primary retreat boasts spa bath w/ dual sinks, garden tub, SPA tiled shower & super-sized 10x13 walk-in closet w/ dual storage 5x10 areas. Professionally managed grounds offer low-maintenance living. Luxury, comfort & lifestyle in one exceptional home. Design meeting to make finish selection at builder showroom to customize your style.

900 Koonce Lane, South Chesapeake

901 Summerfield Crescent, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10657121 MLS
Fully updated and move-in ready, this spacious 4-bedroom (potentially 5), 2.5-bath home offers plenty of room to spread out! The downstairs primary suite is a true retreat, featuring a generous bedroom and ensuite designed to feel like your own private escape. Double vanity, jetted tub, separate stand-alone shower & toilet room and huge walk-in closet! The remodeled kitchen shines with brand-new cabinets, new granite countertops, and stainless-steel appliances, while fresh paint, new carpet, and all-new fixtures throughout give the entire home a clean, modern feel. Upstairs, you’ll find three additional bedrooms plus a versatile loft space that could easily be converted into a 5th bedroom, home office, playroom, or flex space. With updates throughout and a functional layout, this home offers space and flexibility. This corner lot condo provides low maintenance living with the space and privacy of a single-family home. Located nearby shopping, dining, great schools, major roadways & everyday conveniences, you’ll have everything you need just minutes from home!

901 Summerfield Crescent, 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

203 Hessian Loop, South Chesapeake
$948,000
5 Beds ⋅ 3 Baths ⋅ 10657075 MLS
Welcome to Woodford Estates! This stunning home is like new construction built in 2025, loaded with upgrades & thoughtful details throughout. The gorgeous open-concept living, kitchen, and dining area features an extended kitchen with quartz countertops that flow seamlessly into the backsplash, additional cabinetry, and beautiful tilework. The spacious living room boasts a fireplace flanked by custom built-ins. A first-floor bedroom and beautifully appointed full bathroom offer added flexibility. Upstairs, the impressive primary suite features a luxurious five-piece bath and an enormous walk-in closet with shelving. Three additional generously sized bedrooms and a full bathroom with en-suite access from one bedroom complete the second floor. Outside, enjoy the peaceful, fully fenced backyard featuring a spacious stamped concrete patio, built-in fire pit, and tranquil wooded views. Great for entertaining or relaxing in your own private retreat! Desirable schools, easy access to the highway & absolutely turn key- must see this one today!

203 Hessian Loop, South Chesapeake

709 Aguila Drive, South Chesapeake
$599,900
4 Beds ⋅ 3 Baths ⋅ 10656993 MLS
Stunning 4-bedroom home in the highly coveted Las Gaviotas community, overlooking the golf course. The spacious interior offers a comfortable blend of living and entertaining spaces, including a generous living room, dining room, and family room with a fireplace. At the heart of the home, the kitchen features ample cabinet and counter space, stainless steel appliances, and a breakfast area. Four spacious bedrooms and three full bathrooms include a primary suite with a walk-in closet and ensuite bath. Enjoy additional living and entertaining space in the sunroom or screened-in porch (added 2021) with views of the 40ft heated fiberglass in-ground pool ( added 2021). Other updates include: water heater (2022), HVAC upstairs zoned inside and out (2026), new carpet and mini split for FROG (2023), Bathrooms downstairs converted (2023).

709 Aguila Drive, 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

2448 Johnstown Road, South Chesapeake
$624,900
4 Beds ⋅ 2 Baths ⋅ 10657067 MLS
Enjoy the tranquility of this charming ranch nestled on a private lot spanning nearly 3 acres. The inviting floor plan welcomes you with a cozy living room featuring a fireplace and wet bar, creating a great space to relax or entertain. At the heart of the home, the kitchen is filled with natural light from two large windows and offers ample cabinet and counter space, along with stainless steel appliances. Just off the kitchen, the dining area allows for effortless gatherings and everyday living. The spacious primary suite provides a peaceful retreat with a large walk-in closet and private ensuite bathroom. The additional bedrooms are generously sized, offering flexibility for guests, or a home office. Outside, the expansive backyard and screened porch provide endless opportunities to enjoy the surrounding natural beauty and peaceful setting. Experience the best of country living with the convenience of a short commute to shopping, dining, and everyday amenities.

2448 Johnstown Road, South Chesapeake

1311 Piedmont Arch, South Chesapeake
$567,000
4 Beds ⋅ 2.1 Baths ⋅ 10656984 MLS
New & Valuable Upgrades! This well-maintained home offers peace of mind & energy efficiency with newer roof (2024), HVAC system (2024), and water heater (2021). Enjoy the added benefit of paid-off solar panels that lower monthly power bills, along with a private well and irrigation system. Security system, washer, and dryer convey with the home for added convenience. Seller is offering up to $7,000 toward buyer's closing costs with full price offer. Additional lender incentives are available with use of preferred lender. Conveniently located near shopping, dining, and everyday amenities, with easy interstate access for a smooth commute. Don't miss this opportunity to own a home with major systems already updated and valuable energy-saving features in place!

1311 Piedmont Arch, South Chesapeake

1629 Shillelagh Road, South Chesapeake
$735,000
5 Beds ⋅ 2.1 Baths ⋅ 10656950 MLS
Why wait on new construction when so much of the work here is already done? Set on three private acres in Grassfield, this modern farmhouse has been completely reworked inside and out, and a detached garage plus whole-house filtration system will both be installed prior to closing. The kitchen centers the main living space with an oversized island and bar, white cabinetry, and a clean, current finish. The renovation continues throughout with new windows, upgraded Hardie Plank siding, a new roof, new water heater, and two new heat pumps with dual-zone HVAC. The primary suite features private porch access, dual closets, and a spa-style bath with a floor-to-ceiling marble-tiled shower. Mature trees and a classic brick fireplace add character against the newer finishes and major system updates. With three acres, a full renovation, major systems already replaced, and a detached garage being completed before closing, this is the kind of property that gives you the space, finish, and function buyers rarely find all in one place.

1629 Shillelagh Road, South Chesapeake

3629 Kathys Way, South Chesapeake
$599,000
5 Beds ⋅ 2.1 Baths ⋅ 10655447 MLS
Welcome to this beautifully updated 4-bedroom, 2.5-bath home with TWO additional flex rooms, offering 2,731 square feet of living space in the sought-after Brooks Run community! Featuring a timeless combination of brick and vinyl siding, this meticulously maintained home delivers exceptional curb appeal with professionally landscaped grounds and a host of impressive upgrades. Come tour the inside and discover fresh paint, new carpeting, and luxury vinyl plank flooring throughout the first floor. The spacious kitchen features a gas cooktop, upgraded appliances, tile backsplash, and abundant natural light. An extensive trim package adds architectural character throughout the home. Upstairs, the oversized primary suite offers a custom tile shower and luxurious soaking tub. Two versatile flex rooms provide endless possibilities for a home office, media room, playroom, or additional living space. Outside, enjoy beautifully maintained landscaping, added concrete, and a spacious backyard complete with a hot tub. The attractive brick-front exterior and attached 3-car garage complete this exceptional property. Outdoor enthusiasts will appreciate the remarkable location through your backyard gate and access the Great Dismal Swamp trail system, including the Portsmouth Trailhead and Black Bear Trail! Enjoy nature hiking, wildlife viewing, and seasonal hunting where permitted and subject to applicable regulations. A rare opportunity to enjoy a beautifully upgraded home with the natural beauty of the Great Dismal Swamp practically in your backyard. Appliance package conveys!

3629 Kathys Way, South Chesapeake

524 Linton Circle, South Chesapeake
$535,000
3 Beds ⋅ 3 Baths ⋅ 10656845 MLS
Welcome home to this highly sought-after Glasgow plan, ideally located across from the park in Eagle Pointe! Featuring a 1st-floor primary suite, 1st-floor guest room & a second primary suite upstairs, this flexible plan offers room for everyone. The Glasgow boasts the largest family room, kitchen & laundry room in Eagle Pointe! Enjoy a chef’s kitchen with a gas cooktop, wall oven, built-in microwave, center island, granite countertops & breakfast bar. Oversized laundry room features a closet & mud sink. Bright & sunny morning room opens to an oversized patio. The extended garage adds a bump-out for extra space. Abundant storage, including a walk-in storage/mechanical room. Eagle Pointe is Chesapeake’s premier 55+ community, with resort-style amenities at The Bay Club, including indoor & outdoor pools, a hot tub, a fitness center, billiards, a library, game rooms & more. Enjoy the Eagle Pointe lifestyle! Call today to schedule your personal tour. Some photos have been digitally staged.

524 Linton Circle, South Chesapeake

511 Eldridge Lane, South Chesapeake
$460,000
3 Beds ⋅ 2.1 Baths ⋅ 10656908 MLS
Welcome to this stunning, turn-key 2022-built condominium nestled in the desirable Deep Creek area of Chesapeake! Boasting nearly 2,300 sq. ft. of modern, open-concept living space, this meticulously maintained 3-bedroom, 2.5-bath home offers the perfect blend of style, comfort, and low-maintenance living. The spacious main level features a functional layout great for entertaining, complemented by high ceilings, abundant natural light, and a dedicated foyer entrance. A prime first-floor primary suite features a dual-vanity bath and expansive walk-in closet. Upstairs you will find a versatile loft, full bath, and two additional bedroom's each with its own walk-in closet. Enjoy top-tier community amenities including a pavilion, splash pad, dog park, playground, walking trails, and more. Conveniently located near Cahoon Parkway, Grassfield schools, shopping, and major interstates for an easy commute. Used only as a lightly lived-in second home, the property remains in virtually like-new condition. Don't miss out on making this gorgeous property your next home!

511 Eldridge Lane, South Chesapeake

3204 Eight Star Court, South Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10656875 MLS
Now This Is a Place You Can Call Home! This beautiful 4-bedroom, 2.5 bath home is nestled on a quiet cul de sac, offering space, comfort, and charm. Featuring a grand two-story foyer, hardwood flooring throughout the first floor, formal living and dining rooms, and a spacious gathering room with a cozy gas fireplace. The eat in kitchen boasts 42-inch cabinets, generous counter space, and a custom backsplash. Enjoy the large sunroom with vaulted ceilings, perfect for relaxing or entertaining. The spacious primary suite features a sitting area, walk in closet, double sink vanity, jetted tub, and separate shower. A huge backyard offers plenty of room for outdoor fun and gatherings, plus a storage shed. This home has it all! Schedule your showing today and make it yours!

3204 Eight Star Court, South Chesapeake

2203 Edwin Drive, South Chesapeake
$563,640
2 Beds ⋅ 3 Baths ⋅ 10656645 MLS
The Asheville, one of our quad-style homes, features two bedrooms, a large bonus room and 3 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2203 Edwin Drive, South Chesapeake

2226 Edwin Drive, South Chesapeake
$585,540
3 Beds ⋅ 3 Baths ⋅ 10656643 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2226 Edwin Drive, South Chesapeake

2213 Edwin Drive, South Chesapeake
$494,890
2 Beds ⋅ 2 Baths ⋅ 10656641 MLS
MOVE-IN READY! The Asheville, one of our quad-style homes, features two bedrooms and 2 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Incredible incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2213 Edwin Drive, South Chesapeake

343 Ewell Lane, South Chesapeake
$724,777
5 Beds ⋅ 3.1 Baths ⋅ 10656577 MLS
The builder will help with the payments by providing a two one buy down. See features sheet & survey attached — you’ll be amazed by this NEW custom home by Overholt Contracting (40+ yrs)! Must see now: modern floorplan with 2 spacious primary suites (or use one as a game room), 4 large bedrooms, first-floor home office, high-end kitchen & baths with quartz, freestanding tub + tiled shower, smart-home Wi-Fi, and full landscaping with sod. Sited on almost 1/2 acre in Hickory (Chesapeake) on city/county septic & water — NO HOA, additional buildings allowed, room for pool, boat or RV. James Hardie siding, carriage garage door with glass, brushed concrete patio. Closing cost assistance available with preferred lender Wes Flowers, Southern Trust. Also see something you would love to have but it’s not here. Contact me and my builder will have his design team work on it. He is easy going and ready to make your new home all about you!!! You wont find another build of this quality at this amazing price.

343 Ewell Lane, South Chesapeake

809 Leleon Court, South Chesapeake
$740,000
4 Beds ⋅ 2.2 Baths ⋅ 10656562 MLS
Welcome to the ultimate Entertainer’s Dream - the Hangout House everyone will want to call home! Centrally located in the sought-after Hickory school district, this beautifully updated 4-bedroom, 2-story home literally has it all. Inside, enjoy a custom bar, remodeled kitchen with under cabinet lighting, custom cabinetry, granite countertops, 6 burner gas stove, large pantry with barn door, updated baths, Closet Maid designed closet, climate-controlled sunroom, full home Sonos surround sound system, plantation blinds, hardwood floors, central vacuum, tankless water heater, and an incredible theater room with all equipment conveying. Step outside to your own private resort featuring an inground pool, professional-grade artificial turf 2-hole putting green, covered outdoor bar with storage and half bath, covered deck, tree house, irrigation system, and powered storage shed with lights and thermostatic fan. Professionally landscaped and designed for unforgettable gatherings, movie nights, pool days and endless fun—this is the Dream Home you never have to leave! No HOA, Numerous Items to Convey including 10 professionally mounted TVs- Ask Your Agent for the Feature List and Come LOVE where You Live in Hickory! - VA Assumable Loan at 2.25% Available

809 Leleon Court, South Chesapeake

920 Covenant Way, South Chesapeake
$669,000
5 Beds ⋅ 3 Baths ⋅ 10656320 MLS
Beautifully cared for and truly move in ready, this nearly 3,000 sf home sits at the end of a quiet cul de sac with exceptional outdoor living space. Built in 2017 and lovingly maintained, it offers 5 bedrooms, 3 full baths and plenty of space for everyone. The open living room, kitchen with gas range and eat in area flow effortlessly into a beautiful formal dining room and a flex bonus space perfect for an office, den or playroom. A first floor bedroom with full bath is perfect for hosting guests or multigenerational living. Upstairs, find a spacious primary suite, 3 additional bedrooms, full bath and laundry. A benched drop zone sits off the side load garage with extended concrete. Outside find a standout backyard – fenced in, mature landscaping, covered patio, custom stamped concrete areas, above ground pool with deck, playset and trampoline – ideal for relaxing, entertaining and making memories. Immaculate and in sought-after school district. The school bus stop is conveniently located in the cul de sac for this home. Seller is willing to remove trampoline and closet built-ins in bedroom at buyer's request. Seller will provide 1 year home warranty with Choice in the amount of $660.00. This home is a must see!

920 Covenant Way, South Chesapeake

1021 Grantham Lane, South Chesapeake
$545,000
4 Beds ⋅ 2 Baths ⋅ 10656531 MLS
Loved by one owner for years, this meticulously maintained home in sought-after Etheridge Woods is competitively priced with some minor updating in mind — a rare opportunity to make it truly your own! Hardwood floors flow through the living room, dining room, primary bedroom, and family room, while granite counters shine in the kitchen and guest bath. The kitchen's breakfast area overlooks the backyard and opens to a spacious family room with vaulted ceilings and skylights, filling the space with natural light. Just off the family room, the FROG/4th bedroom offers flexible space for guests, a home office, or playroom. Enjoy a screened-in section of the front porch and a deck out back, perfect for entertaining. Zoned for Hickory/Butts Road schools and just minutes from major highways and shopping. Schedule your showing today!

1021 Grantham Lane, South Chesapeake

2224 Edwin Drive, South Chesapeake
$585,640
3 Beds ⋅ 3 Baths ⋅ 10656534 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2224 Edwin 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.

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