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914 Jennings Ln, South Chesapeake
$525,900
4 Beds ⋅ 3.1 Baths ⋅ 10629487 MLS
Fall delivery! Inquire about our 5.375 conventional interest rate! Modern Mood with UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed in this home. 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!

914 Jennings Ln, South Chesapeake

912 Jennings Ln, 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

1016 Briars Landing, South Chesapeake
$524,900
3 Beds ⋅ 2.1 Baths ⋅ 10643243 MLS
Beautifully maintained 55+ condominium in the desirable Greenbrier area. Built by Stephen Alexander Homes, this elegant residence blends historically inspired architecture with timeless craftsmanship, featuring 10-foot ceilings, transom windows, custom crown moulding and trim work, and hardwood floors. Offering 3 bedrooms plus a spacious room over the garage, this home provides exceptional flexibility for guests, hobbies, or a home office. The gourmet kitchen with double ovens is designed for everyday living and entertaining. An interior private elevator provides effortless access to both levels. Additional features include an attached two car garage with overhead storage and utility sink, brand-new dual-zone HVAC, a Rinnai tankless water heater, and a freshly painted exterior. Relax on the spacious front porch or entertain on the private tiled patio with a SunSetter retractable awning. Whole-house audio and family room surround sound add comfort and ambiance throughout. Move in ready!

1016 Briars Landing, South Chesapeake

3209 Dodd Drive, South Chesapeake
$524,500
4 Beds ⋅ 3 Baths ⋅ 10644867 MLS
Welcome home to this beautiful Craftsman-style ranch in highly desirable Culpepper Landing! This spacious 4-bedroom, 3-bath home offers approximately 2,380 square feet of thoughtfully designed living space with an open floor plan, soaring 10-foot ceilings, hardwood floors, upgraded trim, and surround sound in the living room. The gourmet kitchen features granite countertops, custom cabinetry, a large center island with bar seating, and ample storage—perfect for large families or entertaining. The first-floor primary suite offers a tray ceiling, walk-in closet, and an ensuite bath with double vanities, a garden tub, and a tiled walk-in shower. A finished room over the garage with a full bath and walk-in closet provides the perfect guest suite, home office, or flex space. Enjoy relaxing on the inviting front and side porches or entertaining on the rear deck. Additional features include a two-car attached garage, sprinkler system, and garage door opener with a transferable warranty and MyQ smart access for convenient remote operation and secure package delivery. Inground Sprinkler System has recently been inspected, a new back flow preventer was added and sprinkler heads relocated to accommodate a future fence. Interior professionally painted, new easy open window blinds installed thoughout w/4 yr warranty (2025). Located across from the neighborhood dog park, Culpepper Landing offers outstanding amenities including a clubhouse, community pool, fitness center, playgrounds, and walking trails, all with convenient access to shopping, dining, military bases, and major interstates.

3209 Dodd Drive, South Chesapeake

813 Woodrow Court, South Chesapeake
$520,000
4 Beds ⋅ 2 Baths ⋅ 10646823 MLS
Welcome to your oasis in Great Bridge, a beautifully maintained home tucked away on a quiet cul-de-sac in one of Chesapeake?s most desirable communities. This spacious property offers comfortable living with bright, inviting interiors, a functional floor plan, and generous living spaces perfect for everyday life and entertaining. Step outside to your private backyard oasis featuring an in-ground pool, ideal for relaxing or hosting family and friends. In addition to the attached garage, a second detached garage provides exceptional space for vehicles, a workshop, hobbies, or extra storage. Situated on a cul-de-sac and conveniently located near top-rated schools, shopping, dining, parks, and major commuter routes, this home offers the perfect combination of privacy, functionality, and convenience.

813 Woodrow Court, South Chesapeake

1070 Mesa Loop, South Chesapeake
$501,763
4 Beds ⋅ 3.1 Baths ⋅ 10631709 MLS
Ready Now: Luxury End Unit townhome condo w/rear load 2 car garage. Luxury LVP floor in select living areas, 2nd floor: Kitchen GE Cafe Matt Black appliances including refrigerator, center island w/shiplap, living room linear fireplace w/shiplap, pantry, living area w/Office/flex room, 1st floorbr/flex room, hall bath & mudroom. 3rd floor Primary w/ceramic shower-2 shower heads, dual sinks, 2 closets, 2 br's - jack & jill bath, linen closet, laundry. Quartz tops kitchen & all baths, covered entry, fenced front yard w/gate to multi trail, 2nd floor Deck off dining area. Wood shelving all closets. Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board. 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, guest parking, multipurpose trails with lake and fountain. Only 56 homes. Central Greenbrier location.

1070 Mesa Loop, South Chesapeake

3248 Galberry Road, South Chesapeake
$500,000
5 Beds ⋅ 3 Baths ⋅ 10646864 MLS
Charming & lovingly updated farmhouse in heart of Deep Creek on 1.2 acres includes all modern conveniences while respecting historic heritage w/features like original hardwood floors, crown molding, chair railing w/both welcoming front porch & screen porch. Beautiful kitchen w/SS appliances, granite counters, peninsula w/gas range, prep sink, SS wine fridge, oversized breakfast bar & pendent lighting. Bright & airy upstairs w/3 beds 2 w/walk-in closets, linen closet & updated hall bath w/beaded board wainscoting. 4th bed downstairs w/ensuite bath. Fantastic laundry room w/cabinetry, counter space, shelving & utility sink. Updates include: newer HVAC, ductwork & insulation, hardy plank siding & vinyl replacement windows. Spacious backyard 2 sheds & irrigation. Detached garage boasts almost 1500 sq feet split between the 2 levels. Upstairs living area has a full bedroom, bathroom and bonus closet/storage area. Great for your guests!

3248 Galberry Road, South Chesapeake

2200 Edwin Drive, South Chesapeake
$499,990
2 Beds ⋅ 2 Baths ⋅ 10627377 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. $10,000 closing cost incentive with use of preferred lender!

2200 Edwin Drive, South Chesapeake

120 Taxus Street, South Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10653931 MLS
Welcome to your dream Craftsman-style 4 bdrm 2 1/2 bath home w/a 2 car garage nestled in the heart of Chesapeake. This meticulously crafted residence offers a perfect blend of modern convenience & classic charm promising a lifestyle of comfort & sophistication. The heart of the home lies in the gourmet kitchen adorned w/luxurious granite countertops & equipped with stainless steel appliances. Whether you're whipping up a culinary masterpiece or enjoying a casual meal at the breakfast bar, this culinary haven is sure to inspire your inner chef. As you venture outdoors, discover & enjoy your own oasis in the backyard waiting for your personal touch. With its prime location in Chesapeake, you'll enjoy easy access to local amenities, schools & major thoroughfares, ensuring that every convenience is w/in reach. The lot is almost 9400 sq ft. Move-in-Ready today! Some staged photos from previous build.

120 Taxus Street, South Chesapeake

940 Saddleback Trail Road, South Chesapeake
$499,900
4 Beds ⋅ 2 Baths ⋅ 10648141 MLS
Welcome to this charming brick-front ranch offering 3 bedrooms plus a spacious room over the garage that can serve as a fourth bedroom, home office, hobby room, or flexible living space. Situated on .93 acre lot, this property provides an expansive backyard with plenty of room to enjoy outdoor activities, gardening, or simple relaxing. Unwind on the inviting fromt porch or entertainonthe large composite back deck overlooking the generous outdoor space. Inside, the open-concept kitchen and family room create a comfortabler gathering area, while the formal living and dining rooms provide additional space for entertaining or everyday living,. The attached garage is equipped with a mini-split system, offering year-round comfort and added versatility for a workshop, home gym, studio, or other uses. Extended driveway allows for extra parking, with its spacious layout, flexible living areas, and expansive lot, this home offers a wonderful blend of comfort, functionality, and outdoor enjoyment.

940 Saddleback Trail Road, South Chesapeake

1518 B Walnut Avenue, Central Chesapeake
$484,900
4 Beds ⋅ 2.1 Baths ⋅ 10647517 MLS
Welcome to your dream Craftsman-style 4 bedroom 2 1/2 bath home w/a 2 car garage nestled in the heart of Chesapeake. This meticulously crafted residence offers a perfect blend of modern convenience & classic charm promising a lifestyle of comfort & sophistication. The heart of the home lies in the gourmet kitchen adorned w/luxurious granite countertops & equipped with stainless steel appliances. Whether you're whipping up a culinary masterpiece or enjoying a casual meal at the breakfast bar, this culinary haven is sure to inspire your inner chef. As you venture outdoors, discover & enjoy your own oasis in the backyard waiting for your personal touch. With its prime location in Chesapeake, you'll enjoy easy access to local amenities, schools & major thoroughfares, ensuring that every convenience is w/in reach! Schedule your appt today to see this well built home! Photos are from previous build. LVP flooring will be installed throughout the 1st floor. Projected completion is October 2026.

1518 B Walnut Avenue, Central Chesapeake

717 Treetop Lane, South Chesapeake
$480,000
4 Beds ⋅ 2.1 Baths ⋅ 10654173 MLS
Welcome to this beautiful one-owner ranch-style home featuring FIVE bedrooms, 2 1/2 baths and a 2-car garage. Situated on a cul de sac and in a neighborhood where homes rarely come on the market, this home is a real find! Enter via the spacious foyer, flanked by formal living and dining rooms, each boasting tray ceilings. Continue in and cozy up by a centrally-featured fireplace in the huge, open family rm, w/ full view of kitchen & large breakfast area. Brand new stainless steel appliances & new flooring are highlights of the kitchen, and brand new carpet runs through the entire downstairs. The en-suite primary lies on one side of the home with three bedrooms and full bath located on the other side. The room over the garage serves as the 5th bedroom. Entire home has been professionally painted & cleaned. Notes: new roof in 2020, extra replacement windows in storage, tons of garage cabinets, shed. Washer, dryer, well/pump work but convey AS IS. Location is so convenient to everything!

717 Treetop Lane, South Chesapeake

141 Marion Drive, South Chesapeake
$475,000
3 Beds ⋅ 2 Baths ⋅ 10655827 MLS
Turn-key & ready to enjoy! Backyard gatherings, room to spread out, & a place to call your own! This 3 bedroom, 2 bath home in Great Bridge has a lot to offer, inside & out. Situated on just shy of 1/2 acre, it features an open floor plan, office space, LVP flooring, brand new bedroom carpet, fresh paint throughout (even in the garage), remodeled baths, granite countertops & high-efficiency HVAC. The fenced backyard shines with a new wood privacy fence, above-ground pool, hot tub, fire pit & covered patio, making it a great spot to entertain or unwind. A front deck adds another place to relax. The detached metal building, approx. 1,000 sq. ft. with 2 roll-up doors, offers room for hobbies, projects, storage or a workspace. An attached 1-car garage & storage shed round out the package. Looking for a home with room to entertain, space for your hobbies & a backyard you'll actually use? This is the one!

141 Marion Drive, South Chesapeake

212 Sparrow Road, Central Chesapeake
$475,000
3 Beds ⋅ 2 Baths ⋅ 10654785 MLS
Nearly an acre (0.93) on a private lane shared with only three neighbors — cleared and open with a few large trees on one side, lush and natural down to the water on the other. This 1979 ranch was taken down to the studs in 2025: new insulation, drywall, LVP flooring, electrical, and HVAC, plus a reworked kitchen and primary suite. 3 bedrooms, 2 full baths, 1,848 sq ft (appraiser-measured). Backyard fades into marsh along the Indian River, with the appraiser's notes listing the view as residential/marsh. New range, dishwasher, and refrigerator; primary bath with double-sink vanity and Toto washlet; custom Elfa closets; upgraded fireplace. Upgraded ADT alarm, 2 Ring devices, up to 11 motion lights, and re-keyed locks. Central vacuum, 5 cedar-lined closets, cedar shed. 1-car garage plus 480 sf unfinished bonus room above.

212 Sparrow Road, Central Chesapeake

3312 Rokeby Avenue, Central Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10648957 MLS
Welcome to 3312 Rokeby Avenue, a beautifully maintained 4-bedroom, 2.5-bath home built in 2019. The thoughtfully designed floor plan provides spacious living and dining areas, generously sized bedrooms, and modern finishes throughout. A two-car garage and extended driveway provide space for up to four additional vehicles, a standout feature for households that need extra parking or love to entertain. Enjoy peaceful water views that create a relaxing backdrop to everyday living. Conveniently located in Chesapeake with easy access to shopping, dining, schools, and major roadways. With newer construction, generous parking, and an attractive price point, this home offers a wonderful combination of comfort, convenience, and value. Schedule your private showing today.

3312 Rokeby Avenue, Central Chesapeake

600 Pintail Lane Unit Ln, South Chesapeake
$465,000
4 Beds ⋅ 3 Baths ⋅ 10651313 MLS
Welcome home to this beautifully designed, all-brick retreat tucked away at the end of a quiet Deep Creek cul-de-sac. The heart of the home features an updated kitchen complete with sleek granite countertops, a premium Samsung appliance suite featuring a 5-burner gas range. Unwind in the fully modernized primary suite, which boasts a double-sink vanity and a walk-in shower equipped with a luxurious heated towel rack. Additional highlights include a large finished room over the garage (FROG), three full baths, a cozy wood-burning fireplace, and 2-inch faux wood blinds paired with energy-efficient replacement windows, and a whole-house vacuum system. Backing up to a fairly dense wooded lot, the spacious back deck and yard provide unmatched privacy, peace, and tranquility. Complete with a two-car garage and a dual-zone HVAC system, this move-in-ready gem truly has it all.

600 Pintail Lane Unit Ln, South Chesapeake

3405 Parr Lane, South Chesapeake
$465,000
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

462 Weeping Cedar Trail, South Chesapeake
$465,000
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
$464,900
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

4615 Longleaf Place, West Chesapeake
$457,195
4 Beds ⋅ 2.1 Baths ⋅ 10634599 MLS
Hurry! Under construction and ready for you to personalize interior selections! Located in The Retreat at Western Branch, a 55+ low-maintenance community. This light-filled Shenandoah is designed for everyday living and entertaining, featuring a kitchen that flows seamlessly into the great room. The first-floor includes a spacious primary suite, office, laundry room, and a two-car garage. The great room opens to a covered porch for additional outdoor living space. The 2nd floor offers a loft and three guest spaces. Live here and enjoy a clubhouse with billiards and a fitness center, pool, dog park, community garden, and beautifully landscaped grounds, all conveniently located near dining, shopping, and the interstate. Final price determined by buyer selected options.

4615 Longleaf Place, West Chesapeake

121 Causeway Drive, South Chesapeake
$454,900
4 Beds ⋅ 2.1 Baths ⋅ 10648686 MLS
Welcome to 121 Causeway Drive, a classic Great Bridge ranch situated on an oversized lot conveniently located beside shopping center. This property offers a 2-car attached and detached garage. The detached garage is great for someone looking for a workshop. This meticulously maintained and well cared for, one-owner custom-built ranch features 4 bedrooms, 2.5 bathrooms, spacious rooms with a walk-in primary closet, an updated kitchen and bathrooms with granite countertops, and a spacious unfinished room over the garage ready for storage or future expansion. Located on a quiet, dead-end street with friendly neighbors, this beautifully maintained home is a rare gem waiting for its new owner! Call today for your private showing.

121 Causeway Drive, South Chesapeake

3632 Davis Ave, Central Chesapeake
$450,000
4 Beds ⋅ 2.1 Baths ⋅ 10650893 MLS
Welcome to 3632 Davis Avenue, where comfortable living meets a backyard made for enjoying! This four bedroom, two and a half bath home has so much to offer. Come inside to a welcoming living room with a fireplace that adds warmth and character to the space. LVP flooring provides a fresh, updated feel, while the kitchen features an island and eat in area, great for everything from morning coffee to gathering around for a meal. The spacious primary suite offers a large walk in closet and private bath. All bathrooms have been updated, adding a fresh, modern touch throughout the home. Go outside and discover a backyard made for making the most of sunny days! Take a dip in the in ground pool, enjoy the diving board, or spend the afternoon relaxing on the large deck. A storage shed provides extra space for outdoor essentials, and the one car garage adds convenience. Whether you're enjoying a cozy evening by the fireplace or a sunny afternoon by the pool, 3632 Davis Avenue offers inviting spaces inside and out. Come see everything this home has to offer!

3632 Davis Ave, Central Chesapeake

4607 Longleaf Place, West Chesapeake
$449,900
3 Beds ⋅ 2.1 Baths ⋅ 10647748 MLS
Rain or shine, the screened porch is calling. This move-in ready end-unit Nansemond floorplan in The Retreat at Western Branch offers low-maintenance living with a first-floor primary suite, 2-car garage, open-concept layout, and abundant natural light. The kitchen features bar seating overlooking the living room with a cozy gas fireplace, plus a spacious walk-in pantry to keep everything organized. Your favorite spot just might be the screened, covered rear porch. Upstairs offers two additional bedrooms, a loft, guest bath, and walk-in attic. Resort-style amenities include a clubhouse, pool, outdoor kitchen, fire pit, billiards, fitness center, community garden, dog park, and beautifully landscaped grounds.

4607 Longleaf Place, West Chesapeake

433 Asuza Street, South Chesapeake
$449,500
3 Beds ⋅ 3.1 Baths ⋅ 10644557 MLS
Welcome to this stunning, like-new home in the highly sought-after Grassfield area of Chesapeake! Built in 2021, this beautifully maintained 3-bedroom, 3.5-bath home offers 2,140 sqft of thoughtfully designed living space filled with natural light. Step inside to charming hall tree built-ins, soaring cathedral ceilings, and an open-concept layout perfect for everyday living and entertaining. The spacious living room with a cozy fireplace flows into the modern kitchen featuring granite countertops, stainless steel appliances, gas cooking, a large island, and adjoining dining area. The primary suite offers two walk-in closets and a private bath with dual vanities. The third-floor bonus suite includes a bedroom, full bath, walk-in closet, and endless flexibility for guests, a home office, or media room. Complete with a charming white picket fence and located near shopping, dining, interstates, and top-rated Grassfield High School, this move-in-ready home is one you won't want to miss!

433 Asuza Street, 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.