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812 Gloss Street, South Chesapeake
$460,000
4 Beds ⋅ 2 Baths ⋅ 10637927 MLS
This well maintained 4 bedroom (FROG is 4th), 2 bath home will not disappoint. With a custom gourmet kitchen featuring granite counters, soft close cabinets, GE matte gray appliances, updated light fixtures, and a large eat in area. LVP flooring throughout, updated hall bath, newer replacement vinyl windows, Furnace replaced in 2023. The deck has been updated with pergola, for great outdoor space. Brand new fence, and updated shed with new siding and roof. The seller is offering a 1 year home warranty with AHS. Will need to rent back after closing.

812 Gloss Street, South Chesapeake
1616 Whittamore Road, South Chesapeake
$460,000
4 Beds ⋅ 2.1 Baths ⋅ 10633922 MLS
Enjoy the peaceful feel of country living without sacrificing city convenience. Tucked away in a quiet setting yet minutes from shopping, dining, and major routes, this home offers the space and lifestyle you’ve been looking for. Located in the highly desired Hickory School district near Battlefield Golf Club and Fentress Airfield. The open layout features spacious living and dining areas flowing into a large kitchen with granite countertops and stainless steel appliances. The primary suite offers a large bedroom, walk-in closet, and bath with double sinks, jetted tub, and separate shower. Secondary bedrooms are generously sized with walk-in closets. Enjoy the large fenced backyard complete with a playset that conveys and spacious shed, perfect for entertaining, relaxing evenings, pets, and play.

1616 Whittamore Road, South Chesapeake
305 Plummer Drive, South Chesapeake
$460,000
4 Beds ⋅ 3 Baths ⋅ 10632717 MLS
Welcome to this beautifully maintained all-brick ranch nestled on a quiet cul-de-sac in desirable Deep Creek community. This spacious home offers 4 bedrooms and 3 full bathrooms, providing plenty of room for comfortable living. It features an updated kitchen, modern appliances and ample space for cooking and gathering. Enjoy the stunning heated and cooled sunroom—the perfect year-round space. Outdoor living shines with a large deck ideal with retractable awning for entertaining, a generously sized shed for additional storage, and direct access to a peaceful creek, creating a serene backyard retreat. The property is beautifully landscaped and equipped with in-ground sprinklers to keep everything lush and green. Located in a quiet, established neighborhood, this home is a must-see!

305 Plummer Drive, South Chesapeake
409 Heartfield Drive, South Chesapeake
$460,000
3 Beds ⋅ 2.1 Baths ⋅ 10629659 MLS
Welcome to this beautifully updated end-unit condo offering comfort, space, and convenience! Freshly painted throughout, this home features a desirable first-floor primary suite with dual vanities, a walk-in shower, and an oversized walk-in closet. The kitchen offers abundant cabinetry, stainless steel appliances, a large island, and pantry storage. Enjoy the private, fenced-in back patio—perfect for relaxing or entertaining. The home also features great storage, including a walk-in attic. Upstairs includes two additional bedrooms and a full bath, ideal for guests or flex space. Community amenities include a pool, playground, beautiful landscaping upkeep and more! Conveniently located near shopping, dining, and easy access to NC and the OBX!

409 Heartfield Drive, South Chesapeake
427 Life Tree Trail, South Chesapeake
$460,000
3 Beds ⋅ 3.1 Baths ⋅ 10619830 MLS
STUNNING end-unit townhouse-design condominium in Grassfield. First floor living area is perfect flex space and includes full bath and drop zone next to the garage. Sleek gourmet kitchen with huge island opens to spacious family room with beautiful built-ins. Primary bedroom has custom accent wall and two walk-in closets. Spa-like primary bath has custom tile and double vanity. So many custom features, including quartz counters, tankless water heater, custom woodwork and trim, custom blinds throughout, paver landscaping, garage door opener, under cabinet lighting and epoxy garage flooring. Community offers dog park, playground, pavilion, pond and many community activities.

427 Life Tree Trail, South Chesapeake
208 Old Drive, South Chesapeake
$459,999
3 Beds ⋅ 3 Baths ⋅ 10628054 MLS
Beautifully updated ranch home located in the heart of Great Bridge! This 3-bedroom, 3-full-bath home has been completely refreshed with a brand-new roof, new windows, fresh paint, and new LVP flooring and carpet throughout. The updated kitchen features new appliances and modern finishes, making it move-in ready from day one. Situated on a spacious .40-acre lot, the home offers a huge, fully fenced backyard—perfect for entertaining, pets, or enjoying outdoor living. Conveniently located near shopping, dining, and top-rated schools, this home combines quality updates with an unbeatable location. A must-see!

208 Old Drive, South Chesapeake
2813 Meadow Wood E Drive, West Chesapeake
$459,900
4 Beds ⋅ 2.1 Baths ⋅ 10648877 MLS
Welcome home to this 4-bedroom home in a sought-after neighborhood! This property offers plenty of space and versatility, including a detached suite with an additional bedroom and full bathroom, ideal for guests, a home office, or multigenerational living. Additional highlights include a sunroom, plantation shutters, fully finished FROG, and spacious 2.5-car garage. Recent updates include new gutters, newly insulated attic, and a new garage water heater, along with a newer HVAC system, dishwasher, and main-house water heater. Enjoy neighborhood pool access with no HOA, plus nearby nature trails and boat launch access. Conveniently located near sought-after schools, shopping, dining, and more! Easy to show, Easy to LOVE!

2813 Meadow Wood E Drive, West Chesapeake
3600 Martin Johnson Road Unit RD, South Chesapeake
$459,900
3 Beds ⋅ 2 Baths ⋅ 10642749 MLS
Welcome to this lovingly maintained, one-owner ranch-style home nestled on 3 private acres. This well-built residence has been meticulously cared for and is ready for its next chapter — offering the perfect canvas for cosmetic updates to make it entirely your own. The open, manageable layout is ideal for those seeking single-level living with room to breathe. A standout feature is the oversized detached 2-car garage/workshop, perfect for hobbyists, car enthusiasts, or anyone needing serious storage and workspace. The expansive acreage provides privacy and tranquility rarely found at this price point, with mature surroundings that create a true retreat from the everyday. Whether you are looking to personalize a solidly built home or simply enjoy the peace and space this property offers, the opportunity here is undeniable. Priced to reflect its cosmetic potential while honoring the exceptional care this home has received throughout its single ownership.

3600 Martin Johnson Road Unit RD, South Chesapeake
929 Thatcher Way, South Chesapeake
$458,000
4 Beds ⋅ 2.1 Baths ⋅ 10631726 MLS
Welcome home! Spacious and well-maintained 4-bedroom, 2.5-bathroom single-family home offering over 2,100 sq ft of living space in the heart of Chesapeake. Situated on a 0.136-acre lot, this property provides a great balance of indoor and outdoor living. Generously sized bedrooms, functional layout, and ample natural light throughout make this home ideal for both everyday living and entertaining. The attached garage allows for additional parking or storage! A wonderful opportunity to own a home with space, versatility, and charm. Conveniently located near dining, shopping, and more! Call today for more information and to schedule your tour!

929 Thatcher Way, South Chesapeake
4910 Apricot Way, West Chesapeake
$456,900
3 Beds ⋅ 3.1 Baths ⋅ 10641194 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake.

4910 Apricot Way, West Chesapeake
513 Eldridge Lane, South Chesapeake
$456,000
3 Beds ⋅ 2.1 Baths ⋅ 10638615 MLS
Enjoy low-maintenance living in this spacious 3-bedroom, 2.5-bath townhouse with over 2,000 square feet of living space. Located in the desirable Grassfield School District. Built just 3 years ago and meticulously maintained, this home features a first-floor primary suite with a large walk-in closet, an open floor plan, LVP flooring, granite countertops, two pantries, and a convenient first-floor laundry room. Upstairs offers two spacious bedrooms, each with a walk-in closet, plus a loft and flex/storage room. Backing to a wooded common area, the community also offers walking trails, a dog park, pavilion, splash pad, and playground. Items to convey: Washer, Dryer, Garage Freezer. Conveniently located near shopping, dining, and everyday amenities.

513 Eldridge Lane, South Chesapeake
1009 Priscilla Lane, South Chesapeake
$456,000
4 Beds ⋅ 2 Baths ⋅ 10630833 MLS
Welcome to this charming 4-bedroom, 2-bath home located in one of the area’s most sought-after neighborhood Hickory, known for its top-rated schools and unbeatable community feel. Situated on a spacious corner lot, this property offers both privacy and room to grow. While the home carries a bit of its original character, it has been thoughtfully maintained and updated where it matters most. Major systems provide peace of mind, newer HVAC and water heater, this home also includes a JES-encapsulated crawl space, humidity control, and dehumidifier/maintenance system an incredible added value for long term comfort and protection. Step outside to enjoy a fully fenced yard with garden beds ready for planting, a chicken coop for those seeking a homestead touch, and mature fig, persimmon, and crabapple trees ready for the next owner to enjoy. Now it is your turn to own a well loved home in an amazing neighborhood with space, functionality, and endless potential to settle.

1009 Priscilla Lane, 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
3317 Dunedin Drive, West Chesapeake
$455,000
4 Beds ⋅ 2.1 Baths ⋅ 10648986 MLS
Welcome home to 3317 Dunedin Drive, a beautifully maintained 4-bedroom, 2.5-bathroom sanctuary with almost 2000 sq ft in the highly desirable Western Branch community of Chesapeake! Well-maintained home on a corner lot in Western Branch, Features almost 2000 sq. ft., updated galley kitchen with 42" wood cabinets, soft-close drawers, granite countertops, black stainless steel appliances, and a breakfast nook. Generous primary suite, spacious secondary bedrooms, and formal living/dining areas. The fully fenced yard is an outdoor dream with a patio, pergola, and a brand-new custom RV parking slab behind the fence. Attached 1-car garage with Tesla charger and expanded driveway. No HOA! Call today to schedule your private showing of this gem in Western Branch!

3317 Dunedin Drive, West Chesapeake
602 Windward Drive, South Chesapeake
$455,000
4 Beds ⋅ 2.1 Baths ⋅ 10646630 MLS
Beautiful, brick front, 4 bedroom home in sought after Greenbriar Estates. The newly renovated kitchen boasts SS appliances, new cabinets, Quartz counters with a large island that is open to the family room. Other features include an architectural roof, wood floors, HVAC and wood floors all replaced approximately 5 years ago! The large primary suite features a walk-in closet, dual sinks, a separate soaker tub, a skylight and a custom glass shower door. LOCATION-LOCATION! Less than 30 minutes to Naval Station Norfolk & little creek bases, as well as the Virginia Beach Oceanfront . Chesapeake City Park is at the end of the street, and Greenbriar Mall is just minutes away. Schedule your showing soon, this one won't last!

602 Windward Drive, South Chesapeake
903 Adventure Way, South Chesapeake
$455,000
3 Beds ⋅ 2.1 Baths ⋅ 10644927 MLS

903 Adventure Way, South Chesapeake
3205 Holly Ridge Drive, South Chesapeake
$455,000
4 Beds ⋅ 2.1 Baths ⋅ 10640543 MLS
Back on market through no fault of the seller. Welcome home to this fantastic 2-story home tucked away in the back of Mill Creek! Major updates have already been completed, including new LVP flooring, solid surface flooring throughout, custom bathrooms, aluminum-wrapped fascia, a new HVAC coil (2025), and 14 replacement windows with a transferable lifetime warranty from Better View Windows. The spacious floor plan offers a formal dining room, large family room, and an oversized FROG great for a playroom, home office, media room, or guest space. Retreat to the generous primary suite featuring a walk-in closet and beautifully updated bath. Make sure to check behind the mirror in the walk in closet for hidden storage! With plenty of room to grow, stylish updates, and endless possibilities to make it your own, this home is ready for its next chapter!

3205 Holly Ridge Drive, South Chesapeake
308 Cotton Mill Court, South Chesapeake
$455,000
4 Beds ⋅ 3 Baths ⋅ 10634973 MLS
Welcome to this beautifully updated 4 Bedroom, 3 Bathroom detached home in the sought after Old Mill Landing community of Deep Creek in Chesapeake. This property offers rare privacy along with a serene water view that sets the perfect backdrop for everyday living. Inside, you’ll find spacious, light-filled living areas, including two fireplaces adding warmth & charm. The updated kitchen with granite countertops & updated bathrooms blend modern convenience with timeless style. A versatile Florida room extends your living space year-round, opening to a large deck ideal for entertaining or simply enjoying the peaceful surroundings. The fenced yard is perfect for pets, gardening, or simply relaxing in your own space. Inside, the home offers generous bedrooms, refreshed bathrooms, & inviting living areas designed for comfort. All appliances convey! Custom plantation shutters throughout! This home blends privacy, charm, & convenience in one beautiful package!

308 Cotton Mill Court, South Chesapeake
417 Saddle Court, South Chesapeake
$455,000
4 Beds ⋅ 2 Baths ⋅ 10633143 MLS
Positioned on half acre cul-de-sac lot in Elmwood Landing! This 4-bedroom, 2-bath ranch offers over 2,000 sq ft with a well-designed layout. Brick fireplace with built-ins anchors the main living space. Renovated primary bathroom with modern finishes. Walk-in attic offers exceptional storage and future potential. Spacious backyard with deck, great for entertaining! Roof replaced in 2022; new gutters in 2025. Schedule your showing today!

417 Saddle Court, South Chesapeake
544 Schaefer Avenue, West Chesapeake
$455,000
3 Beds ⋅ 2 Baths ⋅ 10629829 MLS
Welcome home to this beautifully maintained 3-bedroom, 2-bath ranch offering easy, one-level living with thoughtful upgrades throughout. The kitchen is designed to impress, featuring sleek granite countertops and convenient touchless under-cabinet lighting—great for both everyday living and entertaining. The spacious primary suite includes a walk-in closet, offering plenty of storage and functionality. Step outside to your spacious backyard that backs to peaceful woods, creating a serene setting with added privacy for relaxing evenings or hosting friends and family on the patio. The property also features an irrigation system, adding ease to outdoor maintenance. With its blend of modern features and inviting spaces, this home is truly move-in ready and waiting for its next owner to enjoy.

544 Schaefer Avenue, West Chesapeake
536 Cristfield Road, South Chesapeake
$454,500
3 Beds ⋅ 2.1 Baths ⋅ 10636127 MLS
If owning a stunning former model home, with all the bells and whistles, is on your radar.. Look no further! This gorgeous condo with a single family feel, is simply unmatched. Designed with all the contemporary touches, this one is ready for its next chapter. This home features a spacious kitchen with an extra-long island, with seating up to five! Charming living and dining room is open and airy, great for cozy movie nights and entertaining. Three spacious bedrooms, primary bedroom offers a spa like bathroom and walk in closest. Additional flex room downstairs with french doors, insure you don't have to sacrifice a bedroom for an office or gym! Mudroom outfitted with custom storage system. This home was also built with a fire suppression system throughout! The generous backyard is wonderful for gatherings or gardening. Tucked away, pristine community just minutes from Chesapeake Towne Center & Summit Point. Condo fee covers roof, ground maintenance, fence and pressure washing!

536 Cristfield Road, South Chesapeake
125 Millwood Avenue, South Chesapeake
$452,555
4 Beds ⋅ 2 Baths ⋅ 10634335 MLS
Beautifully maintained 4 bed, 2 bath home in Chesapeake featuring a spacious backyard, attached garage, detached garage, and greenhouse. Interior improvements include an updated kitchen, fresh paint, updated flooring, and new carpet throughout. Functional layout offers flexible living space with ample storage and outdoor possibilities. Conveniently located near shopping, dining, parks, and major commuter routes. Move in ready with a combination of indoor comfort and outdoor versatility. Some photos are AI generated to properties full potential.

125 Millwood Avenue, South Chesapeake
4165 Williamson Street, Central Chesapeake
$452,000
4 Beds ⋅ 2.1 Baths ⋅ 10626551 MLS
Experience refined living in this beautifully crafted new construction home designed with modern elegance and an open-concept layout. The gourmet kitchen features granite countertops, stainless steel appliances, and recessed lighting—for everyday living and effortless entertaining. A blend of laminate/LVP, ceramic, and plush carpet flooring enhances the home’s stylish appeal. The spacious owner’s suite serves as a private retreat, complete with a tray ceiling, walk-in closet, and spa-inspired bath with an oversized shower. Generously sized secondary bedrooms and a convenient second-floor laundry room add comfort and functionality. Enjoy premium upgrades, including a tankless water heater, high-efficiency gas furnace, and a fully fenced backyard for added privacy. Ideally located near shopping, dining, schools, and major interstate access, this home offers the perfect balance of luxury and convenience. Schedule your private tour today.

4165 Williamson Street, Central Chesapeake
244 Kalmar Drive, South Chesapeake
$452,000
4 Beds ⋅ 3 Baths ⋅ 10625367 MLS
Welcome to this versatile 3-bedroom, 2-bath ranch in the desirable Greenbrier area! This well-maintained home offers comfortable single-level living with spacious bedrooms, a functional layout, and plenty of natural light throughout.A standout feature is the detached rear unit—complete with its own 1 bedroom, 1 bath, living room, and kitchen—perfect for multi-generational living, guests, or potential rental income.Enjoy a generous yard, ample parking, and a convenient location close to shopping, dining, and major commuter routes. Whether you’re looking for extra space or flexible living options, this property delivers both comfort and opportunity!

244 Kalmar Drive, South Chesapeake
4924 Apricot Way, West Chesapeake
$451,340
3 Beds ⋅ 3.1 Baths ⋅ 10624849 MLS
Late May delivery! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake

4924 Apricot Way, West Chesapeake
4605 Longleaf Place, West Chesapeake
$450,605
4 Beds ⋅ 3 Baths ⋅ 10644044 MLS
Toss the lawn mower! It's too hot for that. It's time for low-maintenance living and relaxing by the pool at The Retreat at Western Branch. This move-in ready, new construction Lafayette floor plan features a first-floor primary suite, a huge island kitchen open to the living room, and a first-floor office or guest room with a full bath. Upstairs you'll find a spacious loft plus two additional bedrooms with a shared bath, ideal for guests, hobbies, or flexible living. Covered porch with an extended patio and a 2-car garage. Resort-style amenities include a clubhouse, pool, outdoor kitchen, fire pit, billiards, fitness center, community garden, dog park, and beautifully landscaped grounds. Exceptional value, priced to move, and ready for immediate enjoyment.

4605 Longleaf Place, West Chesapeake
601 Vero Street, South Chesapeake
$450,100
4 Beds ⋅ 3.1 Baths ⋅ 10638401 MLS
Don't miss this Beautifully Upgraded 4-bedroom,3.5-bath stunning end-unit townhome designed for flexible living in sought-after Culpepper Landing! Custom woodwork & Built in Features throughout blend charm, storage, style, & function. Durable LVP flooring downstairs, creates a warm & inviting space for everyday living.Step outside to your fenced in Patio Oasis w/ ample lot &lush landscaping, gazebo, bar & grill area—perfect for cook outs, entertaining, play,or relaxing. 2 upstairs Primary Suites both w/ full baths offer options for multi-gen & Guests. A detached 2-car garage offers storage EV charger &upgraded electric.This vibrant neighborhood is known for its welcoming atmosphere where residents enjoy great amenities - a pool, gym & clubhouse & planned community events. Don’t miss this exceptional opportunity to own a home that truly stands out! 2 years young solar panels for energy savings to be paid off at closing! Convenient to interstates, shopping, dining & more!

601 Vero Street, 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
4013 Belvedere Drive, West Chesapeake
$450,000
3 Beds ⋅ 2 Baths ⋅ 10643820 MLS
Welcome home to this beautifully updated property where quality craftsmanship and pride of ownership shine throughout! The stunning custom kitchen features solid stone countertops, a large center island, custom cabinetry, and an incredible butler's pantry with abundant storage. Hardwood flooring flows through the main living areas with tile in the baths and laundry. Custom trim, window treatments, and designer finishes add timeless style. AC replaced in 2023 and water heater within the last 5 years. Both baths offer double-sink vanities with black granite countertops, and the primary bath features a luxurious quartz-lined walk-in shower. Enjoy a spacious fenced backyard with an expansive paver patio, fire pit, detached shed, and attic storage. The oversized paver driveway leads to a 2-car garage with custom cabinetry and premium floor coating. No HOA! Established tree-lined neighborhood with quick access to I-664, Suffolk, Newport News, and all of Hampton Roads. Truly move-in ready!

4013 Belvedere Drive, West Chesapeake
440 Fleming Circle, South Chesapeake
$450,000
3 Beds ⋅ 2.1 Baths ⋅ 10642666 MLS
Beautiful 3 bedroom 2.5 bath home in the desirable Grassfield area of Chesapeake. This home offers a spacious layout with plenty of room for everyday living and entertaining. The kitchen has lots of cabinet and counter space and opens to the dining and living areas. The primary bedroom features a private bath and a walk-in closet. Roof replaced in 2017, windows replaced in 2021 and HVAC in 2025 for added peace of mind. Step outside to a fenced backyard that's great for kids, pets, or weekend cookouts. Conveniently located near Grassfield schools, shopping, restaurants, and interstate access. Move in ready and waiting for its new owners!

440 Fleming Circle, 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.