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$290,000
3 Beds 2 Baths 10635969 MLS
Welcome to this beautifully updated condo offering space, style, and an unbeatable location! The large family room has soaring cathedral ceilings and a cozy gas fireplace w/ a shiplap accent wall. The updated kitchen features brass fixtures, ss appliances, quartz countertops, tile backsplash, pantry storage, and island seating that overlooks the dining area. One of the best features of the home is the accessibility of the first floor laundry and bedroom. The downstairs includes a full bathroom with double vanity sinks, jacuzzi tub, and walk-in shower and flows through to the primary bedroom with a walk-in closet. Upstairs include 2 large bedrooms, both with walk-in closets, and the secondary primary with cathedral ceilings and a private bath. Relax year-round in the heated and cooled sunroom, or enjoy the covered front porch with open green space behind you for added privacy. The community includes a pool, ground maintenance, and trash pickup. Plus, Only minutes away from Greenbrier City Park, Greenbrier Mall, Kempsville Crossing, tons of shopping, restaurants, breweries, and more!

1623 Orchard Grove Drive, South Chesapeake

$390,000
3 Beds 2.1 Baths 10635810 MLS
The Mendelssohn lower-level features 2-car garage & massive rec room w/ access to private back yard that backs up to woods! Nest thermostat & wi-fi enabled garage opener! The main living level kitchen includes granite island, dining area, pantry & access to 8'x18' composite deck. The kitchen opens onto a bright/airy living room w/ a conveniently placed powder room. Upstairs are 2 guest bedrooms w/ ample closet space, a hall bath & convenient 2nd floor laundry room along with the generous owner’s bedroom which features a tray ceiling & walk in closet. A separate owner’s bath features a double-bowl vanity & oversized shower. No flood insurance required. A private marina club, docks, boat tie-off. POOL, CLUBHOUSE, FITNESS CENTER, PLAYGROUND & DOG PARK.

1013 Stern Way, South Chesapeake

$429,900
3 Beds 2.1 Baths 10635265 MLS
Welcome to easy, low-maintenance living in this beautifully appointed 3-bedroom, 2.5-bath condo located in a desirable 55+ community. Designed with comfort and convenience in mind, this home features an open, light-filled floor plan with an abundance of natural light throughout. The spacious main-level primary suite offers the ease of first-floor living, while engineered hardwood flooring adds warmth and elegance to the main living areas. The kitchen is equipped with stainless steel appliances, hard-surface countertops, and ample cabinetry, making it both stylish and functional for everyday living and entertaining. Additional highlights include a two-car garage with a durable epoxy-coated floor, generous secondary bedrooms, and thoughtfully designed living spaces that provide flexibility for guests, hobbies, or a home office. Enjoy the relaxed lifestyle and amenities of this welcoming 55+ community, where comfort, quality, and convenience come together.

1525 Scoonie Pointe Drive, South Chesapeake

$444,000
3 Beds 3.1 Baths 10635214 MLS
VA Assumable- 3% Welcome to The Reserve at Grassfield, located in the highly sought-after Grassfield School District! This beautifully maintained townhouse offers 3 spacious bedrooms, 3.5 bathrooms, and a versatile flex space great for a home office, guest room, or additional living area. The open-concept living and dining area flows seamlessly into a professionally designed kitchen featuring granite countertops, stainless steel appliances, and an impressive 11-foot island with abundant storage. Additional upgrades include a renovated pantry and an epoxied garage floor, adding both style and functionality. Situated on a quiet cul-de-sac and conveniently next to the bus stop. This property is also one of few that have its own fenced in yard. The Reserve at Grassfield is packed with neighborhood amenities including a covered pavilion with grill, scenic pond, dog park, fitness park, and playground.

451 Asuza Street, South Chesapeake

$415,000
3 Beds 2.1 Baths 10633355 MLS
Welcome to 910 Adventure Way, nestled in the Bryan’s Cove Community and perched alongside Deep Creek and the Elizabeth River. This inviting home offers the perfect blend of comfort, style, & functionality within a friendly community atmosphere. Fresh interior finishes, & spacious living areas create a warm & welcoming atmosphere throughout. The main level features formal living & dining rooms, plus a stunning kitchen with granite countertops, Gas Range and stainless-steel GE appliances. Enjoy relaxing on the screened-in porch overlooking an outdoor living area for gathering and entertaining. Downstairs also features the spacious Primary Suite flowing into the stylish Ensuite with double sinks and generous walk-in closet. Upstairs boasts two bedrooms with a spacious Finished Room over the Garage with walk-in closet. Solar Panels to be paid off at closing, new paint throughout living area and New Carpet installed June 2026 Reach out to the Listing Agent for a Private Showing.

910 Adventure Way, South Chesapeake

$494,500
3 Beds 2 Baths 10633690 MLS
Welcome to The Retreat at Greenbrier in Chesapeake, a 55+ community! This beautiful home offers incredible value with a fresh, move-in-ready feel, featuring new Coretec tiles in the kitchen and a desirable first-floor primary suite, spacious en-suite bath, and large walk-in closets. Tons of natural light with an easy, level floor plan provides comfortable accessibility and everyday convenience. Located in a sought-after community with wonderful amenities, residents enjoy a pool, clubhouse, billiards room, fitness/cardio area, scenic ponds with beautiful fountains, and a welcoming neighborhood atmosphere. The home also offers great entertaining space, a covered porch area, and an attached garage. Upstairs, the flexible bonus space is ideal for a home office, guest bedroom, hobby room, or quiet retreat. A fantastic opportunity in a well-loved Chesapeake community, comfortable, convenient, and ready to enjoy!

1431 Thistlewood Lane, South Chesapeake

$569,990
3 Beds 3 Baths 10633649 MLS
JUNE MOVE-IN! 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.

2215 Edwin Drive, South Chesapeake

$695,351
3 Beds 2 Baths 10633226 MLS
The Squire offers a living experience centered on ease, elegance, and flexibility. The main-level primary suite provides a peaceful escape, thoughtfully positioned and enhanced by a spa-inspired bathroom and a generously sized walk-in closet. Flowing from room to room, the home’s open layout creates a natural sense of connection. The great room, filled with natural light, opens seamlessly to a well-appointed kitchen designed to handle both everyday meals and special occasions with equal ease. With the option for 3 to 5 bedrooms—including a dedicated study or home office—The Squire adapts effortlessly to your needs, whether you're growing, hosting, or simply enjoying quiet moments at home. Ask about available Trusted Lender Incentives to make this home yours. Call today to make an appointment at our design center.

MM Fields At Taft (Squire A-5) Road, South Chesapeake

$769,900
3 Beds 2.1 Baths 10633234 MLS
In The Kentland, every day unfolds in a home designed for both comfort and connection. The primary suite offers a retreat, where natural light and generous proportions create a relaxing escape from the pace of daily life. Thoughtful architectural details, including elevated ceilings, add depth and character throughout. The main living area is designed with versatility in mind, bringing together the great room, kitchen, and breakfast space into one cohesive environment. Whether preparing meals, entertaining guests, or enjoying a quiet night in, this central space easily adapts to your needs. On the main level, two secondary bedrooms provide flexibility for guests or family members. Upstairs, a spacious loft expands the home’s possibilities—designed for a home office, creative studio, or entertainment space tailored to your lifestyle. Design center appointments available now! Trusted lender incentives available.

MM Taft (Kentland B-1) Road, South Chesapeake

$287,500
3 Beds 2 Baths 10633000 MLS
Enjoy low-maintenance living at Harbor Watch in Great Bridge. This well-maintained third-floor condo with elevator access offers 3 bedrooms, 2 baths, and 1,764 sq ft of comfortable living space. The open-concept layout connects the kitchen, dining, and living areas, with sliding glass doors leading to a private balcony and filling the home with natural light. The spacious primary suite includes a walk-in closet and en-suite bath with double vanity, soaking tub, and separate shower. Community amenities feature a pool and clubhouse, while the HOA covers exterior maintenance, roof, insurance, water, sewer, trash, and grounds care. Conveniently located near shopping, dining, parks, and major commuter routes. **BONUS** Seller will pay 5 months of condo fees on an acceptable offer.

5 Harbor Watch Drive Unit 419, South Chesapeake

$440,500
3 Beds 2.1 Baths 10632508 MLS
This one truly stands apart! Beautiful end-unit opportunity in Bryan’s Cove—. Built in 2022 and nearly backed to the woods, this home offers privacy, natural light, and a prime location within the community. This home shines with abundant light, new window treatments, gorgeous waterproof, scratch-resistant LVP (installed 9 months ago). The primary suite boasts a custom closet system and a beautifully updated bath with new flooring, double vanity, lighting, and fixtures. All baths include linen closets. Additional highlights, tankless water heater (recently serviced), 2-car garage, private balcony, ample storage in attic and garage closet, and LG washer/dryer (less than 1 year old) to convey. Fully vinyl fenced yard. Extra guest parking just steps away. Enjoy resort-style amenities to include a pool, clubhouse, fitness center, parks, dog park, private beach, pier, and boat dock. Grassfield schools and so much more. 2% CCA assistance available on an acceptable offer.

959 Gabion Way, South Chesapeake

$470,000
3 Beds 2 Baths 10631816 MLS
Welcome to 152 Mann Drive in the heart of Great Bridge! This well-built brick ranch offers the perfect blend of charm and modern updates. Nearly every major improvement was completed in 2023, including luxury vinyl plank flooring, a fully updated kitchen, renovated bathrooms, HVAC system, and roof—giving you peace of mind for years to come. You’ll appreciate the seamless flow of the floor plan, designed for both everyday living and easy entertaining. Just off the kitchen, a cozy wood-burning fireplace creates a warm and inviting ambiance—perfect for relaxing evenings at home. With solid construction, stylish updates, and plenty of potential to make it your own, this is one you won’t want to miss!

152 Mann Drive, South Chesapeake

$475,000
3 Beds 3 Baths 10630716 MLS
Welcome to The Retreat at Edinburgh, a sought-after 55+ community offering low-maintenance living with exceptional amenities. This beautifully upgraded home features soaring ceilings, abundant natural light, and a spacious open-concept layout. The kitchen is a showstopper with quartz countertops, soft-close shaker cabinetry, stainless steel appliances, and a gas range, flowing seamlessly into a sun-filled dining area and inviting living room with a cozy fireplace and vaulted ceilings. The first-floor primary suite boasts a tray ceiling, oversized walk-in closet, and spa-inspired bath with dual vanities, quartz counters, and a tiled shower with frameless glass. Two additional bedrooms with access to a dual vanity hall bath and a versatile loft with a full bathroom provide flexible living space. Enjoy resort-style amenities including a clubhouse, pool, fitness center, and beautifully maintained grounds. A two car garage adds storage and convenience. Don't miss out on this gorgeous home!

2136 Edwin Drive, South Chesapeake

$479,972
3 Beds 2.1 Baths 10630789 MLS
Move right in to this beautifully maintained home, built in 2016 and perfectly situated on over 3/4 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. NEW PAINT and CARPET, Seller to Provide 5 K CLOSING COST ASSISTANCE on a full price offer when using the Seller's Attorney for closing.

1121 Kinderly Lane, South Chesapeake

$499,900
3 Beds 2.1 Baths 10630399 MLS
Welcome to 1601 Mary Lou Ln! Step into effortless living with this beautifully upgraded home designed for both comfort and style. The highly desirable spacious first floor owners retreat boasts a well-appointed en-suite bath and generous walk-in closet space. The heart of the home showcases an open concept layout, seamlessly connecting the living, dining, and kitchen areas-great for entertaining or everyday living. The kitchen is loaded with upgrades, including modern finishes, premium cabinetry, and sleek quartz countertops. Upstairs, you will find a versatile loft area, along with 2 additional bedrooms, a full bathroom and an office/flex space. This home is move-in ready! Cardinal Meadows offers a pavilion area with built in grill, splash pad and playground.

1601 Mary Lou Lane, South Chesapeake

$317,000
3 Beds 1.1 Baths 10630259 MLS
Beautifully and fully remodeled ranch-style home offered by the original owners. Located in a quiet, well-established neighborhood and conveniently close to shopping, dining, and amenities. This three-bedroom, two-and-a-half-bath home features a spacious layout with numerous updates throughout and all new appliances.Enjoy a large backyard ideal for outdoor living and gatherings, along with a sizable storage shed. The garage includes built-in shelving for organization and can be converted into a family room, den, or office space if desired. Accessibility features include a well-maintained wheelchair ramp and a walk-in shower.Move-in ready and thoughtfully updated. Come see all this home has to offer.

4108 Wake Avenue, South Chesapeake

$641,045
3 Beds 3.1 Baths 10629473 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 1st floor blends Dining & Great Rm, w/French doors opening to private courtyard & patio, your outdoor oasis. Chef’s kitchen shines w/oversized island, Quartz counters & custom range hood. Generous 1st-floor BR w/en-suite bath offers flexible living. Versatile mudroom w/pantry, powder room & access to 2-car garage make everyday living effortless. Upstairs, sun-filled BR3 features walk-in closet, while BR4 (or loft) adapts to your needs. Also included are a shared dual bath & oversized laundry room. Private Primary retreat boasts spa bath w/ dual sinks, garden tub, large tiled shower & super-sized walk-in closet w/ dual storage areas. Professionally managed grounds offer low-maintenance living. Luxury, comfort & lifestyle in one exceptional home.

905 Calhoun Way, South Chesapeake

$888,597
3 Beds 2.1 Baths 10628911 MLS
NO HOA! Waking up in The Kentland every morning is an experience homeowners can cherish. As you step into the luxurious open-concept living area, the carefully curated interior design elements come to life, seamlessly blending modern aesthetics w/ timeless elegance. In the heart of the home lies the bustling kitchen—centered around the breakfast nook & the great room. The Kentland’s layout prioritizes both privacy & communal spaces. The primary suite is strategically placed on the opposite side of the home from all additional bedrooms, offering a retreat-like atmosphere for homeowners to enjoy. Entering through the room, you’re led to the generous primary bath where inside you’ll find a roomy closet, dual sinks and an optional bathtub with separate shower, ensuring both convenience & luxury. Kentland is ideal choice for those seeking a new home that truly reflects their lifestyle. Trusted Lender incentives available! Photos of past build showing upgrades!

MM Beaver Dam (Kentland B-1-2) Road, South Chesapeake

$570,740
3 Beds 3 Baths 10627394 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.

2206 Edwin Drive, South Chesapeake

$569,990
3 Beds 3 Baths 10627392 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.

2204 Edwin Drive, South Chesapeake

$476,000
3 Beds 2.1 Baths 10626439 MLS
Welcome to this well-maintained home located in a highly desirable area of Chesapeake! Positioned for convenience, enjoy being just minutes from shopping, dining, schools, parks, and everyday essentials while still nestled in a quiet, established neighborhood. Inside, you’ll find a spacious and functional layout with comfortable living areas for both relaxing and entertaining. Whether you’re a first-time buyer or looking to upgrade, this home offers the blend of comfort, location, and accessibility. Don’t miss your opportunity to own in a centrally located and sought-after area! HUD Case# 544-044775 IN (Insured). Seller makes no representations or warranties as to property condition. HUD Homes are Sold “As-Is”. Built prior to 1978, lead based paint may potentially exist. Equal Housing Opportunity. Seller may contribute up to 3% for buyer’s closing costs, upon buyer request. Virtual tour available!

707 Indian Cedar Drive, South Chesapeake

$525,900
3 Beds 3.1 Baths 10626930 MLS
Fall delivery! Time to select 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!

912 Jennings Ln, South Chesapeake

$866,900
3 Beds 2.1 Baths 10624906 MLS
Waking up in The Kentland every morning is an experience homeowners can cherish. As you step into the luxurious open-concept living area, the carefully curated interior design elements come to life. In the heart of the home lies the bustling kitchen—centered around the breakfast nook & great room. The primary suite is strategically placed on the opposite side of the home from all additional bedrooms, offering a retreat-like atmosphere for homeowners to enjoy. Entering through the room, you’re led to the generous primary bath where inside you’ll find a roomy closet, dual sinks and an optional bathtub with separate shower, ensuring both convenience & luxury. Kentland is a great choice for those seeking a new home that truly reflects their lifestyle. Trusted Lender incentives available! Photos of past build showing upgrades! HOA for trails and common area maintenance only. With city approval, RV's Detached garages, fence, and pools welcome! Alternate floor plans also available!

MM Racoon (Kentland Parcel 21 Homesite 2 ) Trail, 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.