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2711 Lake Drummond Cswy, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10657073 MLS
** INCREDIBLE OPPORTUNITY ** An exceptional combination of space, privacy and versatility awaits on nearly 4 acres with this beautifully refreshed 4-bedroom, 2.5-bath home! Has the following FEATURES: Freshly Painted throughout, Large Family Room with a Wood Burning Fireplace, New LVP Flooring, Great Kitchen with a Full Stainless Steel Appliance Package, wrap around bar and Eat-In Breakfast Area, Formal Dining Room and MORE!! Additional HIGHLIGHTS: 4 comfortable Bedrooms along with a LARGE FROG (Finished Room Over Garage) that offers exceptional versatility as possible media or recreation room, home office, playroom, hobby space, guest area or whatever best suits your needs, 2 Car Attached Garage, generous rear deck provides an ideal setting for morning coffee, afternoon relaxation or memorable gatherings with family and friends. Step outside and discover the true appeal of this expansive nearly 4-acre property. There's plenty of room to enjoy the peaceful surroundings, entertain outdoors, garden, play, accommodate pets or simply relax and enjoy the privacy and freedom that come with owning a larger homesite. With its beautiful setting, spacious living areas and nearly 4 acres of land, this is a rare and truly special opportunity that offers the space, flexibility and lifestyle you've been looking for!

2711 Lake Drummond Cswy, South Chesapeake

2112 Willow Point Arch, South Chesapeake
$240,000
2 Beds ⋅ 2 Baths ⋅ 10657769 MLS
Move-in ready 2-bedroom, 2-bath condo with spacious loft in the sought-after Riverwalk community! Freshly painted throughout with a new water heater and HVAC replaced in 2018. Bright, open floor plan features a kitchen overlooking the dining and living areas, creating a comfortable space for everyday living and entertaining. Generous first-floor bedroom offers a walk-in closet and direct access to a full bathroom. Upstairs features a versatile loft with built-ins and a spacious primary suite with ample closet space and private bath. Enjoy your own fenced front patio and additional storage shed. Conveniently located near shopping, restaurants, major highways, and military installations throughout Hampton Roads. Low-maintenance living, thoughtful updates, and an excellent location make this condo a fantastic opportunity. Schedule your showing now.

2112 Willow Point Arch, South Chesapeake

443 Supplejack Court, South Chesapeake
$489,900
4 Beds ⋅ 2 Baths ⋅ 10657404 MLS
Welcome to sought-after Riverwalk! This beautifully maintained 4-bedroom, 2-bath ranch sits on a desirable corner lot with great curb appeal. The freshly painted interior offers an inviting floor plan, vaulted ceilings, updated lighting, luxury vinyl plank flooring, and thoughtful custom touches, including enhanced closet space and added shelving. The kitchen features quartz countertops, stainless steel appliances, and two pantries. A versatile 4th bedroom/FROG above the 2-car garage offers flexible space for guests, an office, or hobbies. Enjoy the beautifully landscaped backyard with a deck and paver patio, perfect for outdoor entertaining. Riverwalk amenities include a clubhouse, pool, dock, boat ramp, playground, trails, tennis and pickleball courts, plus seasonal concerts and food trucks. Discover the charm, convenience, and lifestyle that make Riverwalk a wonderful place to call home!

443 Supplejack Court, South Chesapeake

3616 Riverwood Crescent, South Chesapeake
$750,000
4 Beds ⋅ 3 Baths ⋅ 10657714 MLS
COUNTRY LIVING AT ITS BEST!Imagine sipping your morning coffee while deer graze in your backyard! This incredible 3-acre property in desirable Hickory/Grassfield offers privacy, space, and endless possibilities!2,200 sq ft home with 4 bedrooms and 3 fully renovated bathrooms, a cozy wood-burning fireplace, new waterproof laminate flooring throughout, and a 2-car attached garage.The 1,500 sq ft workshop features a vehicle lift — perfect for car enthusiasts, hobbies, or business needs!Enjoy one of the largest above-ground pools available, extensive decking, and a recently repaired and painted shed.Additional features include newer HVAC and appliances, an excellent water softener, and a sealed crawlspace with dehumidifier and warranty.Not in a designated flood zone!Three acres, a spacious workshop, and your own private backyard oasis in the sought-after Hickory/Grassfield school district!Country charm, modern comforts, and room to live your way!

3616 Riverwood Crescent, South Chesapeake

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

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

1427 Scoonie Pointe Drive, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10656820 MLS
Welcome to Eagle Pointe, where low-maintenance 55+ living meets an amenity-filled lifestyle! This spacious condo is priced with updates in mind, offering a great opportunity to add your own style and make it shine. The open floor plan features a sun-filled 1st-floor primary suite with dual closets, convenient 1st-floor laundry, pantry and oversized storage closet. Upstairs offers 2 additional bedrooms, full bath, versatile loft and walk-in attic. Outside, let the association handle the upkeep while you enjoy all this vibrant community has to offer! The Bay Club features indoor & outdoor pools, hot tub, fitness center, library, billiards, gathering spaces, gazebos, outdoor grills and a full social calendar. Bring your vision and discover the lifestyle waiting for you at Eagle Pointe!

1427 Scoonie Pointe Drive, 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

2203 Edwin Drive, South Chesapeake
$563,740
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

2213 Edwin Drive, South Chesapeake
$494,990
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

1149 Beaver Dam Road, South Chesapeake
$939,500
4 Beds ⋅ 3.1 Baths ⋅ 10655807 MLS
Tucked away on more than three private acres is the kind of place you imagine when you picture escaping from it all. A long paved driveway welcomes you in, opening to an expansive stamped-concrete parking area and a charming custom-built home surrounded by woods, open fields, and room to simply breathe. Step inside and soaring 10-foot ceilings and an open, airy floor plan immediately make the home feel special. At the heart of it all is a large eat-in kitchen with a center island and breakfast bar—the kind of kitchen made for slow mornings, late-night conversations, and everything in between. A separate additional formal dining room offers the freedom to curate whatever space fits your life, whether that's a beautiful dining area, home office, private library overflowing with your favorite novels, or something entirely your own. There are two en-suite bedrooms, generously sized upstairs bedrooms filled with natural light, abundant storage, and a spacious primary suite with an oversized bathroom and walk-in closet. But outside is where this property truly begins to feel like its own little world. Wander onto the sprawling deck and look out over peaceful woods and open fields. Follow the property beyond the house and you'll find that this over three acre property line is FULLY FENCED behind the house. Fenced areas in both the front and back, ready for horses, stocked with coops, and multiple outbuildings waiting to become whatever you dream up. Bring the horses. Raise goats. Keep chickens and rabbits. Turn an outbuilding into a workshop, art studio, hobby space, or your own quiet hideaway. There are acres to explore, spaces to create, animals to care for, sunsets to watch, and enough privacy to make the rest of the world feel wonderfully far away. It feels like the countryside. It feels like an escape. It feels like your own little storybook world. And somehow, dining, shopping, and everyday conveniences are still just a short drive away. More than three acres. Endless possibilities. One truly magical place to call home.

1149 Beaver Dam Road, South Chesapeake

1503 Theodora Court, South Chesapeake
$825,000
6 Beds ⋅ 3 Baths ⋅ 10656228 MLS
Welcome to the desirable neighborhood of Ravenna, located in the sought-after Hickory high district. This 6 bdrm, 3 bath home is located on a .46 acre cul-de-sac lot. The backyard is truly huge w/ample room for a pool. It is overlooked by a 450 sf 2 level deck & backs to a natural wooded area for great privacy & includes several fruit trees. The kitchen has been updated w/granite countertopss, upgraded Samsung appliances, ceramic tile flooring. It also includes an abundance of custom maple cabinets, a large center island, pantry & tiled backsplash. It overlooks a huge FR with matching built-bookcases & gas FP. There are beautiful, true hardwood floors in the LR, DR, FR, foyer & back hallway. The large primary suite upstairs is served by 2 walk-in closets & an impressive primary bath including double sink vanity, jetted tub & separate shower. 1 bedroom (16 x 14) is downstairs & next to the full downstairs bath in the back hall. A fully finished sunroom, is adjacent to the breakfast area.

1503 Theodora Court, South Chesapeake

3342 Martin Johnson Road, South Chesapeake
$1,650,000
5 Beds ⋅ 3.2 Baths ⋅ 10656180 MLS
Quiet Luxury. Architectural Artistry. This Custom Built Estate was designed not simply to be lived in, but to be experienced on 4 acres, 5,900 sqft (plus add'l 980 ROG). The dramatic, soaring ceilings & windows throughout a 2-story family rm w/stone fireplace, along w/every custom architectural detail make a statement of true Luxury. From the picturesque curb appeal to first floor Primary Suite & your own private spa, a cedar-lined wellness retreat w/hot tub. The expansive fl plan provides flexibility for formal gathering & relaxed everyday living. This home was thoughtfully designed, w/ 4 add'l spacious bedrms, generous living & entertainment areas, abundant nat'l light & craftsmanship throughout. New 6 burner-gas Wolf range in large kitchen, Trex board decking outside, endless possibilities to entertain & peace/privacy. An inground pool, pool house, pergola & plenty of open space. Large ROG is ready for you to make it your own movie/game room! Ask your agent for feature sheet!

3342 Martin Johnson Road, South Chesapeake

1407 Hawick Terrace, South Chesapeake
$499,999
3 Beds ⋅ 3 Baths ⋅ 10656063 MLS
Welcome home to Chesapeake’s premier 55+ community! This move-in-ready home offers a fantastic and flexible floor plan featuring TWO spacious primary suites—one on each level—providing plenty of room for guests. The beautiful family room features soaring vaulted ceilings, luxury vinyl plank flooring, and a cozy gas fireplace. Just off the main living area is an additional first-floor flex space, perfect for a home office, reading room, or a relaxing spot to enjoy your morning coffee. The spacious eat-in kitchen features new stainless steel appliances and recessed lighting, while the formal dining room provides the perfect space for entertaining. The large first-floor primary suite offers a private bath with double vanity, separate shower, and oversized jetted tub. At the heart of the community is the Bay Club, featuring indoor and outdoor pools, hot tub, fitness center, billiards, library, game rooms, and so much more. Come experience resort-style living at Eagle Pointe!

1407 Hawick Terrace, South Chesapeake

1145 Sunlight Drive, South Chesapeake
$475,000
4 Beds ⋅ 2 Baths ⋅ 10655999 MLS
Escape to your own private waterfront retreat on nearly 1/2 acre in the sought-after Inland Colony community, where peaceful wooded surroundings and serene water views create the perfect connection to nature. This 2,494 sq. ft. home offers 4 bedrooms, 2 baths, a first-floor primary suite, detached ADU, 1-car garage, and private dock with access to the Intracoastal Waterway on the Elizabeth River. Enjoy the expansive deck overlooking the backyard and water or unwind on the screened porch off the primary suite. Fresh paint and new carpet enhance the bedrooms, while the spacious kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous prep space. French doors open from the dining room to the living area, creating an ideal layout for entertaining. The FROG with new carpet and large walk-in attic provide excellent flexibility and storage. Some photos may be virtually staged. Conveniently located near shopping, dining, top-rated schools, and interstate access while offering a true waterfront escape.

1145 Sunlight Drive, South Chesapeake

1103 Madison Lynn Way, South Chesapeake
$640,000
5 Beds ⋅ 2.1 Baths ⋅ 10655665 MLS
Buyer may receive a lender credit of up to 1.25% of the loan amount toward eligible closing costs with the use of the preferred lender. Great Bridge schools, no HOA, and a floor plan that gives you room to make it your own, 1103 Madison Lynn Way checks some hard-to-find boxes in Chesapeake. Located in Hanbury Manor, this spacious home offers approximately 2,557 square feet with four bedrooms upstairs plus a versatile fifth room on the first floor that can serve as a bedroom, home office, playroom, or flex space. The main level features an open layout with spacious living and dining areas and an updated kitchen with quartz countertops, stainless steel appliances, plenty of cabinetry, and LVP flooring. Upstairs, all four bedrooms are conveniently located together, including a spacious primary suite with cathedral ceilings, a walk-in closet, soaking tub, and separate shower. A dedicated upstairs laundry room with a utility sink adds even more convenience. Outside, enjoy a fully fenced backyard with a patio and storage shed, plus an attached two-car garage. Hanbury Manor offers an established neighborhood setting without the restrictions of an HOA, with quick access to Great Bridge schools, restaurants, shopping, interstates, and an easy commute to military bases throughout Hampton Roads. Space, flexibility, no HOA, and a Great Bridge location, this is one you’ll want to see.

1103 Madison Lynn Way, South Chesapeake

1204 Lingale Court, South Chesapeake
$749,000
5 Beds ⋅ 3 Baths ⋅ 10655942 MLS
Welcome to this beautifully updated 5-bedroom, 3-bath brick ranch tucked away on a quiet cul-de-sac in sought-after Emerald Lakes. Offering approximately 3,200 square feet, this home features a bright open-concept design with soaring cathedral ceilings, Brazilian walnut floors, custom trim, wainscoting, wood ceiling beams, and extensive upgrades throughout. The remodeled kitchen boasts quartz countertops, custom range hood, newer appliances, subway tile backsplash, and overlooks the spacious living area with gas fireplace and striking wood accent wall. The first-floor primary suite offers private patio access, a cedar-lined walk-in closet, jetted tub, separate shower, and dual vanities. The finished FROG with full bath is ideal as a guest suite, media room, or fifth bedroom. Additional highlights include a 3-year-old HVAC, 2018 water heater, rebuilt rear stairs (2026), irrigation system, custom landscaping, in-wall surround sound, oversized driveway, no HOA, and a private fenced backyard.

1204 Lingale Court, South Chesapeake

144 Downing Drive, South Chesapeake
$569,900
4 Beds ⋅ 3 Baths ⋅ 10655754 MLS
Going live on 10/8. Welcome to 144 Downing Drive in sought-after Hickory, Chesapeake! This spacious & well-maintained 4-bed, 3 full-bath, brick & vinyl ranch offers plenty of flexible living space on a .27-acre lot. The inviting great room features a vaulted ceiling & fireplace, while the spacious kitchen offers granite countertops, abundant cabinetry, stainless steel appliances, breakfast area, & bright sunroom. The finished room over the garage with a full bath offers excellent flexibility for an in-law suite, guest space, home office, or bonus room. Enjoy a fenced backyard built for entertaining with a deck & above-ground pool. Additional highlights include an attached 2-car garage & generous driveway parking space. Located in the desirable Tunbridge Station community with NO HOA and convenient access to Hickory schools, shopping, entertainment, dining, military bases, & major routes to get around Hampton Roads. Schedule your private showing today!

144 Downing Drive, South Chesapeake

518 Whisper Walk, South Chesapeake
$465,900
4 Beds ⋅ 2.1 Baths ⋅ 10655312 MLS
Welcome home to this beautifully maintained condominium in the highly sought-after Cedar Crossing community. This spacious open concept residence offers over 2,000 square feet of comfortable living space. Four bedrooms featuring a large primary bedroom suite on first level, with double vanity and large walk-in closet. Beautiful hardwood floors, and crown molding throughout. Tile in kitchen, bathrooms and mudroom. Enjoy the privacy of a fenced backyard with storage shed for additional equipment. Two car garage and driveway space. Neighborhood has a well-equipped playground, swimming pool, tennis court and clubhouse. Enjoy low-maintenance living in a vibrant community conveniently located near shopping, dining, schools, and major commuter routes.

518 Whisper Walk, South Chesapeake

1713 Sanderson Road, South Chesapeake
$1,300,000
4 Beds ⋅ 2.1 Baths ⋅ 10654856 MLS
Elegant custom details and room to live the life you’ve imagined! Sweeping down a long, paved driveway, this beautiful 4-bedroom home pairs comfortable country living with a thoughtfully arranged estate. Set on over 12 pristine acres in Chesapeake, zoned for Hickory schools, this property is a rare rural sanctuary. A wraparound porch welcomes you inside to 9' ceilings, 8' doors, and reclaimed knotty pine floors. The living room features a stone fireplace, opening to a bright kitchen with soft-close cabinets, Samsung Bespoke appliances, and butler’s pantry. Outside, enjoy a saltwater pool, fire pit, and private porches within a completely fenced in yard. The farm boasts a 6-stall barn with wash station, hot water, and mini-split, plus 5 watered pastures, 3 run-ins, and a 50x42 Morton building. An additional 1.5 acres offers potential for a riding arena or agriculture gardening, while a chicken coop, fruit trees, and berries complete the setting. Enjoy southern Chesapeake's rural character, with conveniences and Route 168 nearby.

1713 Sanderson 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.