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210 Dunn Street, South Chesapeake
$445,000
4 Beds ⋅ 2.1 Baths ⋅ 10648911 MLS
Welcome home to this spacious 4 bedroom home offering over 2,400 sq ft of living space and an impressive list of recent updates! The refreshed kitchen features quartz countertops, a farmhouse sink, updated fixtures and LVP flooring that now flows into the dining room. Enjoy newer carpet, blinds throughout, updated ceiling fans and refreshed bathrooms, including new fixtures, lighting, shower door, toilets and vanity. The versatile floor plan offers multiple living spaces, including a playroom/flex space, plus a 2 car garage. Outside, the fully fenced backyard has been enhanced with a new shed, pavers, landscaping, lawn edging and a sidewalk connecting the front yard to the back deck. Move in ready with space, function and updates already in place!

210 Dunn Street, South Chesapeake

701 Rapidan River Court Unit A, South Chesapeake
$230,000
2 Beds ⋅ 2 Baths ⋅ 10645622 MLS
Welcome home to this beautifully updated 2 bedroom, 2 bath condo in the desirable Riverwalk community! Featuring fresh paint throughout, newer luxury vinyl plank flooring, stylish new cabinetry, and updated countertops, this home is move-in ready. The kitchen is complete with stainless steel appliances, offering both modern style and functionality. Enjoy low-maintenance living with condo fees that include water, sewer, and access to fantastic community amenities, including a clubhouse, swimming pool, and playgrounds. Conveniently located near shopping, dining, and entertainment, this is an excellent opportunity for first-time buyers, downsizers, or anyone looking for easy, affordable living. Schedule your private showing today!

701 Rapidan River Court Unit A, South Chesapeake

733 Dissdale Lane, South Chesapeake
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10653018 MLS
Located in Oak Bridge Forest, this 4-bedroom, 2.5-bath home offers a spacious layout, an oversized 2-car garage, and a large backyard made for enjoying the outdoors. Inside, a two-story foyer welcomes you into a light-filled floor plan featuring new laminate flooring, installed in 2025, throughout most of the home. The custom-designed kitchen received a complete makeover in 2025 and opens to the family room, creating an easy flow for everyday living and entertaining. Upstairs, the spacious primary suite features a private bath with a double vanity, walk-in shower, and jetted tub, with three additional bedrooms and a second full bath completing the level. Out back, mature landscaping and trees surround an in-ground pool with a new liner installed in 2024 and new pool heater added in 2025. A Trex deck provides additional space to relax or entertain. Additional features include a tankless water heater, sprinkler system, smart-home capabilities, Ring doorbell and exterior security cameras, plus an Invisible Fence encompassing the front and backyard. No HOA! With generous indoor and outdoor space, thoughtful updates, and a backyard ready for pool days and entertaining, this Oak Bridge Forest home has plenty to offer. Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

733 Dissdale Lane, South Chesapeake

3404 Louise James Court, South Chesapeake
$577,500
5 Beds ⋅ 2.1 Baths ⋅ 10652067 MLS
Special Buyer Bonus: Use our preferred lender and get your Home Inspection and Appraisal PAID FOR! Welcome home! Tucked away on a quiet cul-de-sac in desirable Miller's Run, this move-in-ready property welcomes you with a brand-new, rot-proof PVC front porch and brand new flooring throughout. Inside, enjoy an inviting kitchen equipped with updated appliances—including a new cooktop and dishwasher—plus a generous primary suite along designed for everyday comfort. Step out back to your private summer oasis! The spacious yard features an in-ground pool converted to saltwater in 2024 with updated equipment. The rear deck was extensively rebuilt with pressure-treated lumber. The seller will paint or stain it in your choice of color at closing! Schedule your private tour today and start packing!

3404 Louise James Court, South Chesapeake

517 New Zealand Reach, South Chesapeake
$879,000
4 Beds ⋅ 3 Baths ⋅ 10650413 MLS
Nestled on a quiet cul-de-sac lot on 3 private acres in one of South Chesapeake's most coveted neighborhoods, this 4-bedroom, 3-bath home offers timeless luxury and exceptional craftsmanship. The main level features a 2-story foyer, formal dining room, dedicated office, fully renovated full bath with flex room for a possible 1st-floor bedroom or in-law suite. A beautiful new kitchen with amazing quartzite countertops, Viking appliances , and a handmade Shaws fireclay sink opens to a large sunlit living room & sunroom. Upstairs, the primary suite features a walk-in closet and a stunning Carrara marble bath. Three additional bedrooms, a fully renovated hall bath, and a massive bonus room over the garage offer flexible room for a possible 5th bedroom or media space. Notable upgrades include new carpet up/new wide plank oak floor down, all bath & kitchen fixtures by Lefroy Brooks/Perrin & Rowe, custom blinds, geothermal HVAC 2023. Full update list in photos & uploaded to MLS.

517 New Zealand Reach, South Chesapeake

462 Weeping Cedar Trail, South Chesapeake
$455,000
4 Beds ⋅ 2.1 Baths ⋅ 10650088 MLS
Welcome home to Hillside Landing in South Chesapeake! This inviting two-story home offers a cozy, functional layout with thoughtful updates throughout. Step inside to find new LVP flooring and a bright eat-in kitchen featuring granite countertops, a natural stone stacked marble mosaic backsplash, touchless kitchen faucet, brand-new appliances, and plenty of natural light. The living area offers a warm place to unwind with a gas fireplace and built-in bookshelves adding both character and functionality. Upstairs, you’ll find comfortable carpeted bedrooms, conveniently located laundry, and a spacious primary suite with a private bathroom featuring a step-in shower with attractive tile surround. Additional improvements include updated lighting, HVAC, and a new door. Outside, the large backyard provides plenty of room for entertaining, relaxing, or enjoying the peaceful views of the neighborhood pond. A spacious red storage shed offers additional room for lawn equipment, tools, and more. Complete with a two-car garage and a roof replaced in 2015, this Hillside Landing home combines comfortable living, useful updates, and a beautiful waterfront backdrop in South Chesapeake. Schedule your tour today!

462 Weeping Cedar Trail, South Chesapeake

419 Heartfield Drive, South Chesapeake
$455,000
3 Beds ⋅ 2.1 Baths ⋅ 10648866 MLS
Experience low-maintenance living at its finest in this beautifully appointed home in the heart of Chesapeake. Built in 2019, this 3-bed, 2.5-bath residence offers a modern, open-concept design w/stylish finishes and thoughtful details throughout. The spacious main living area flows seamlessly into a well-designed kitchen. A first-floor primary suite provides comfort and convenience, while additional bedrooms offer flexibility for guests, a home office, or hobbies. Enjoy the ease of a low-maintenance lifestyle with community amenities that elevate everyday living, all in a sought-after location near shopping, dining, and top conveniences. This is the perfect blend of comfort, style, and simplicity, great for those ready to enjoy more and maintain less.

419 Heartfield Drive, South Chesapeake

1555 Rollesby Way Unit 5, South Chesapeake
$315,000
3 Beds ⋅ 2.1 Baths ⋅ 10647123 MLS
Welcome home to this charming 3 bedroom, 2.5 bath condo in the heart of Greenbrier, offering the perfect blend of comfort, convenience, and low maintenance living. The thoughtfully designed floor plan features a first floor bedroom and half bath, potentially for guests, a home office, or flexible living. The spacious kitchen is equipped with granite countertops, rich cherry wood cabinetry, abundant counter space, and a breakfast bar that's for everyday living or entertaining. Upstairs, both bedrooms offer private en suites and walk in closets. The primary suite features a relaxing Jacuzzi style soaking tub, a separate shower, and plenty of space to unwind. An upstairs laundry room, complete with the washer and dryer, adds everyday convenience. Step outside to your private patio with an attached storage unit, providing additional space for your outdoor essentials. The condo association covers water, trash, landscaping, access to the community pool, and individual roof maintenance, making homeownership even easier. Conveniently located just minutes from Greenbrier Mall, golf courses, shopping, dining, schools, and major interstates, this move in ready home offers the ideal combination of location, comfort, and carefree living. Schedule your private tour today!

1555 Rollesby Way Unit 5, South Chesapeake

1933 Reefwood Road, South Chesapeake
$610,000
4 Beds ⋅ 3.1 Baths ⋅ 10644569 MLS
100% move-in ready in the Grassfield school district! This open floor plan offers quality finishes throughout. Hardwood flooring runs throughout the main living areas. The first-floor office/study has direct access to the wraparound front porch. The family room opens to the dining area and spacious kitchen featuring granite countertops, white soft-close cabinets, a large island, stainless steel appliances, and a walk-in pantry. Enjoy the private, fully fenced backyard with a custom paver patio. The room over the garage is a private guest suite with a full bath and separate access from the foyer. Upstairs also offers a loft, 2 spacious bedrooms, and the primary suite with a large walk-in closet, soaking tub, oversized tiled shower with custom glass enclosure, and private water closet. No HOA. Convenient to schools, shopping, dining, and major commuter routes.

1933 Reefwood Road, South Chesapeake

143 Harbor Watch Drive, South Chesapeake
$350,000
3 Beds ⋅ 3 Baths ⋅ 10643626 MLS
Experience waterfront living at its finest in this well maintained and beautifully updated condo on the Elizabeth River. Featuring LVP flooring throughout, this residence offers a seamless blend of style and durability. The updated kitchen shines with quartz countertops and stainless steel appliances, flowing effortlessly into the living space anchored by a cozy gas fireplace. The oversized primary suite is a true retreat, complete with a stunning en-suite bath showcasing floor-to-ceiling tile, dual sinks, and a new vanity with updated countertops. Two additional baths have been fully renovated with modern finishes. Go outside to your covered rear deck and take in serene water views, perfect for relaxing or entertaining. Community amenities include a pool, boat slip access, clubhouse, and more, offering a lifestyle of comfort and convenience.

143 Harbor Watch Drive, South Chesapeake

1301 Simon Drive, South Chesapeake
$1,000,000
6 Beds ⋅ 4.1 Baths ⋅ 10632029 MLS
Luxury Redefined at 1301 Simon Drive Experience the pinnacle of Chesapeake living in this custom 4,767 sq. ft. brick estate. Nestled on a spacious corner lot in Greenbrier, this 6-bed, 4.5-bath masterpiece blends timeless elegance with modern high-tech luxury. The Interior Experience: Chef’s Dream: Gourmet kitchen with high-end appliances and a sleek wet bar. Grand Design: Cathedral ceilings and a dramatic winding staircase. Your Private Oasis: Step outside to a brand-new, gorgeous pool oasis. Whether you're hosting a summer gala or a quiet evening by the water, this backyard is designed for pure relaxation. The Bells & Whistles: Oversized 3-car garage. Lavish primary suite with a champagne bubble spa-tub. Premium finishes throughout. 1301 Simon Drive | Luxury is in the details.

1301 Simon Drive, South Chesapeake

716 Crestfield Drive, South Chesapeake
$799,350
4 Beds ⋅ 3.1 Baths ⋅ 10614522 MLS
Somerset Ranch with 4th bedroom/FROG for that extra media room or guest suite. Experience the perfect blend of modern design & customizable luxury. The Owner’s Retreat is a sanctuary at the rear of the home featuring a massive walk-in closet & a spa-inspired bath with a soaking tub & separate shower. The heart of the home boasts a chef-inspired kitchen with a generous island, flowing seamlessly into the main living areas. A front-of-house flex room serves as a formal dining room or a quiet home office. Enhance your hosting with the optional butler’s pantry! Fenced backyard includes large patio for outdoor entertaining. Seller will pay up to $10,000 in closing costs with preferred lender—ask agent for details. Buyer must register agent on or before 1st visit or 1st substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of a completed home, finishes, elevation & upgrades may vary.

716 Crestfield Drive, South Chesapeake

940 Sydenham Boulevard, South Chesapeake
$730,000
5 Beds ⋅ 3 Baths ⋅ 10651092 MLS
Welcome to this exceptional five bedroom residence in the desirable Etheridge Lakes community, where spacious interiors, abundant natural light, and serene lake views create an inviting retreat. Designed with both everyday living and entertaining in mind, the home features vaulted ceilings and a thoughtfully appointed layout with multiple spaces to gather and unwind. The home offers a dining room, sitting room, and comfortable living room anchored by a cozy fireplace and built in shelving. At the heart of the home, the spacious kitchen provides generous cabinetry and counter space, stainless steel appliances, and convenient counter seating. Five spacious bedrooms provide generous closet space, complemented by three full bathrooms. The screened porch, sunroom, patio, and expansive backyard overlook the lake, creating a beautiful backdrop for relaxing, gathering, and enjoying the home’s natural surroundings. Thoughtfully designed for both comfort and connection, this home offers a wonderful blend of beautiful views, and inviting spaces to enjoy throughout the seasons.

940 Sydenham Boulevard, South Chesapeake

917 Redleafe Circle, South Chesapeake
$788,000
5 Beds ⋅ 3 Baths ⋅ 10648827 MLS
Beautiful brick home in the desirable Greystone Community! This spacious home features a formal living room, dining room, two-story great room with a double-sided fireplace shared with the sunroom, and a main-level primary suite with a large ensuite bath and walk-in closet. An additional first-floor bedroom is currently used as an office, with three more bedrooms upstairs. The kitchen offers an island gas cooktop, double ovens, a microwave, and pantry. Enjoy the fenced backyard with an updated deck overlooking protected, unbuildable woodlands for added privacy. Recent updates: HVAC and furnace (2021), whole-house generator (2021), windows replaced (2022), exterior trim painted (2025), new gas cooktop to be installed and new roof to be replaced Sept 21st.(2026)

917 Redleafe Circle, South Chesapeake

514 Waters Road, South Chesapeake
$539,000
5 Beds ⋅ 3.1 Baths ⋅ 10647572 MLS
Welcome home to this beautifully updated 5-bedroom home, where thoughtful upgrades and spacious living come together perfectly. The heart of the home is the stunning kitchen featuring quartzite countertops, a Sub-Zero refrigerator, butler's pantry, and an open layout overlooking the dining area and expansive family room—great for entertaining and everyday living. A first-floor bedroom with its own private en-suite bath offers the perfect space for guests or multi-generational living. Upstairs, retreat to the impressive primary suite with vaulted ceilings, a generous sitting area, and a walk-in closet. Convenient second-floor laundry includes a granite folding counter for added functionality. Enjoy abundant parking with a half-moon driveway plus additional gravel parking. Generator conveys as-is; sellers have never used it. 1.5% closing cost assistance with a full priced offer!

514 Waters Road, South Chesapeake

1220 Kidbrooke Street, South Chesapeake
$863,589
6 Beds ⋅ 4.1 Baths ⋅ 10632716 MLS
Welcome to the Tillman at Riverview Landing! This property is great for multigenerational families! The spacious home includes 6 bedrooms, 4.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy for guests, teens, or extended family. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. This house is complete with a basement. Photos are from the builder's library, actual finishes and features may vary.

1220 Kidbrooke Street, South Chesapeake

910 Jennings Ln, South Chesapeake
$550,950
4 Beds ⋅ 3.1 Baths ⋅ 10617027 MLS
Fall delivery! CHOOSE your MOOD to style your home with UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed. 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 with ensuite 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!

910 Jennings Ln, South Chesapeake

3117 Kenelm Drive, South Chesapeake
$329,000
3 Beds ⋅ 2 Baths ⋅ 10652903 MLS
Welcome Home to Deep Creek! Don’t miss this charming and well-maintained 3-bedroom, 2-bath ranch-style home nestled in an established neighborhood. Offering approximately 1,388 square feet of comfortable living space, this home has plenty of room to live, work, and entertain. The home features a spacious living room and a versatile flex room that can easily be used as a home office, playroom, second living area, hobby space, or whatever best fits your lifestyle. The spacious bedrooms offer plenty of room for comfort, while the kitchen includes a convenient eat-in area perfect for everyday meals. Step outside to the huge, fully fenced backyard, offering plenty of space for entertaining, outdoor gatherings, pets, gardening (check out the fruit trees), or simply relaxing and enjoying the outdoors. With its flexible floor plan, spacious backyard, and convenient Deep Creek location, this home is ready for its next owner. Schedule your private showing today!

3117 Kenelm Drive, South Chesapeake

3405 Parr Lane, South Chesapeake
$450,000
4 Beds ⋅ 2 Baths ⋅ 10650919 MLS
Looking for a lovingly maintained brick ranch where care is evident inside & out? This pristine 4-bedroom, 2-bath ranch blends timeless character with thoughtful updates & an open, functional layout. Feel the difference of real hardwood floors underfoot as you explore room to room. Recessed lighting, granite counters, a gas fireplace & new dishwasher add style & comfort. Storage? An expansive walk-in attic runs the full length of the house. Outside, professional landscaping & meticulous grounds reflect true pride of ownership. Improvements are too numerous to list, but highlights include replacement windows & siding, extensive vinyl & aluminum exterior wrapping, and seamless gutters with guards. And under the house? A new dehumidifier helps keep the crawl space crisp, clean & dry, with an annual termite contract in place. With Deep Creek continuing to grow & evolve, this is your chance to own an exceptional value, something long-lasting, well cared for & truly special!

3405 Parr Lane, South Chesapeake

3410 Marla Court, South Chesapeake
$590,000
5 Beds ⋅ 2.1 Baths ⋅ 10648409 MLS
Welcome to 3410 Marla Court, tucked away on a quiet cul-de-sac in the sought-after Millers Run community of Chesapeake. Built in 2004, this beautifully maintained 5-bedroom, 2.5-bath home offers over 3,156 square feet of thoughtfully designed living space, combining generous room sizes with modern updates and a fantastic private setting. Brand new roof being installed 2026. Fresh paint with newer luxury vinyl plank flooring, the home features an inviting open floor plan that's for both everyday living and entertaining. The spacious family room flows seamlessly into the updated eat-in kitchen, offering abundant cabinetry, ample counter space, high-end stainless-steel appliances and plenty of room for family gatherings. A first-floor bedroom provides excellent flexibility as a guest room, home office, or playroom. Upstairs, the spacious primary suite features a walk-in closet and a private ensuite bath with dual vanities, while the updated hall bathroom has a new walk-in shower which adds a stylish touch for family and guests alike. A two-zone HVAC system helps keep the home comfortable year-round. Step outside to enjoy the screened-in porch overlooking a huge, fully fenced backyard that backs to peaceful woods, creating a private retreat for relaxing, entertaining, or letting children and pets play. Offering space, privacy, modern updates, and a desirable cul-de-sac location, this exceptional Millers Run home is ready to welcome its next owners.

3410 Marla Court, South Chesapeake

2410 Payne Road, South Chesapeake
$292,500
2 Beds ⋅ 2 Baths ⋅ 10648488 MLS
Welcome to this charming, centrally located home where modern updates meet comfortable living! Step inside to discover a beautifully updated kitchen featuring elegant quartz countertops, soft-close cabinetry, and brand-new stainless-steel appliances. Gorgeous LVP flooring, recessed lighting, and fresh new paint throughout create a bright, modern, and inviting atmosphere. Nice-sized backyard is perfect for gardening, entertaining, family gatherings and weekend cookouts. Whether you're a first-time homebuyer, looking to downsize, or ready to stop renting and start building equity, this home is a wonderful opportunity to make homeownership a reality. Come and see this lovely home and make it yours today!

2410 Payne Road, South Chesapeake

1118 Fairway Drive, South Chesapeake
$657,000
5 Beds ⋅ 2.1 Baths ⋅ 10644518 MLS
Beautifully maintained 5-bedroom, 3,383-square-foot home offering peaceful golf course views in sought-after Wedgewood Estates. The thoughtfully designed floor plan features spacious living areas, an updated kitchen with a large center island, abundant cabinetry, and an open flow into the family room, creating a welcoming space for everyday living and entertaining. Large rear windows fill the home with natural light while overlooking the golf course and a beautiful wooded backdrop. Step outside to enjoy the screened porch and expansive patio, creating a private outdoor retreat. Thoughtfully maintained and exceptionally cared for, this home combines timeless character, quality updates, and outstanding curb appeal. Conveniently located in the heart of Greenbrier, just minutes from shopping, dining, parks, major highways, military installations, and healthcare, while offering the privacy and charm of one of Chesapeake's most desirable established neighborhoods.

1118 Fairway 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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