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4640 Ballahack Road, South Chesapeake
$589,900
3 Beds ⋅ 2.1 Baths ⋅ 10657850 MLS
Welcome home to this well-built, lovingly maintained brick ranch framed by mature trees, dogwoods, boxwoods and elephant ear plants that offer beautiful summer shade on 1.67+ acre lot. A charming front porch with newer brick flooring and stately columns sets the tone. Inside, enjoy updated flooring throughout, an updated primary bath and a stunning French country kitchen, remodeled floor to ceiling, expanded into the den with extra cabinetry (wine, & dish cabinet and bench) and a breakfast area. The bright FROG offers flexible space for a home theater, hobby room, playroom or 4th guest bedroom with access to a huge floored and lighted attic. Relax on the screened porch with its "pet and kid friendly" brick base, gather on the paver patio or unwind by the fire pit. Custom Shutters offer evening privacy. A garden for homegrown produce, detached lighted garage with large workshop. French drain system, multiple parking spots and freshly painted trim complete this inviting home!

4640 Ballahack Road, South Chesapeake

2022 Weber Avenue, Central Chesapeake
$360,000
3 Beds ⋅ 2.1 Baths ⋅ 10657937 MLS
Make this your first stop! This beautifully maintained 3-bedroom, 2.5-bath home is move-in ready and has been exceptionally cared for by its owners. Fresh paint throughout and well-kept LVP flooring create a clean, inviting feel from the moment you walk in. The open-concept kitchen flows seamlessly into the living spaces, making it perfect for everyday living and entertaining. Modern touches include LED lighting throughout, a NEST smart thermostat, and a NEST doorbell camera system for added convenience and peace of mind. Step outside to the fenced backyard, an ideal space for relaxing, entertaining, or enjoying a summer evening with friends and family. Conveniently located near shopping, dining, major interstates, and everyday amenities, this home offers the perfect combination of comfort, technology, and location.

2022 Weber Avenue, Central Chesapeake

217 Maggie Bell Ln., South Chesapeake
$619,900
4 Beds ⋅ 2.1 Baths ⋅ 10657959 MLS
To Be Built - Primrose Plan with first floor Primary BR and 3 BRs up! GPS 369 Scotland Ln. Chesapeake OPEN S/S 1-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with a charming full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living and entertaining with open layout connects the family room, dining area, and dreamy chef’s kitchen featuring oversized quartz island, custom hood and designer finishes,. The first-floor primary suite offers a custom walk-in closet, spa-like bath with quartz dual vanity, tiled shower, and private laundry. Upstairs 3 spacious bedrooms, tons of storage & 2nd laundry room (may add 3rd opt Full Bath). Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

217 Maggie Bell Ln., South Chesapeake

1266 Auburn Hill Drive, South Chesapeake
$725,000
5 Beds ⋅ 3 Baths ⋅ 10657857 MLS
Experience refined comfort in sought-after Albemarle River! Tucked away on a beautiful corner lot yet near I-64, shopping, dining, & all Greenbrier has to offer, this exceptional one-owner Craftsman home has been meticulously maintained. Beautiful Craftsman trim, columns on front porch, hardwood floors, & an inviting open floor plan create a warm, elegant feel. The kitchen features Cortez countertops and stainless-steel appliances. The expanded primary suite offers a custom dream closet & spa-inspired bath with dual vanities, walk-in shower, & oversized soaking tub. The FROG offers flexible space for a 4th bedroom, office, or media room. Step outside to your private backyard oasis with a sparkling heated saltwater in-ground pool, & plenty of room to entertain. Beautifully cared for and move-in ready, this is the one you've been waiting for!

1266 Auburn Hill Drive, South Chesapeake

844 Greenfield Lane, South Chesapeake
$950,000
6 Beds ⋅ 5.1 Baths ⋅ 10658157 MLS
All-brick home offering over 5,000 sq. ft. of versatile living space and exceptional indoor–outdoor amenities. With 6 bedrooms, 5.5 bathrooms, and an additional first-floor flex room perfect as a 7th bedroom, home office, or formal living area, this home adapts beautifully to your lifestyle. Five of the bedrooms include private en-suite bathrooms, giving everyone their own comfortable retreat. A bright, oversized sunroom—equipped with heating and cooling but not included in the home’s total square footage—adds even more year-round living space. Step outside to your own backyard oasis. Brick pool house with heating/cooling + full bathroom. In-ground saltwater pool with a new liner ( installed 2025). Hot tub for 6. Expansive patio area for entertaining and relaxing. The property also features a three-car garage plus a half-circle driveway providing abundant parking for guests. freshly painted, new carpets, refinished wood floors. Interior pics virtually staged.

844 Greenfield Lane, South Chesapeake

1403 Elder Avenue, Central Chesapeake
$450,000
5 Beds ⋅ 3 Baths ⋅ 10658123 MLS
Welcome home to this spacious 5-bedroom, 3-full-bath home in Chesapeake, offering a wonderful combination of comfort, functionality, and convenience. Built in 2006, this home features a versatile floor plan with a first-floor bedroom and an accessible full bathroom, providing flexibility for guests and multigenerational living. Fresh carpet and paint throughout give the home a refreshed feel. The HVAC system was replaced in 2017. Outside you can enjoy the spacious, fully fenced backyard, featuring a double gate that allows vehicle access. Conveniently located near area military bases, this home offers an appealing location for military personnel, commuters, and anyone looking to enjoy all that Chesapeake has to offer!

1403 Elder Avenue, Central Chesapeake

905 Railroad Avenue, Central Chesapeake
$399,900
3 Beds ⋅ 2.1 Baths ⋅ 10658090 MLS
Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney. Stunning New Construction! Welcome to this beautiful 3-bedroom, 2.5-bath home offering 1,654 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk-in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience. Don't miss your chance to own it in the heart of Chesapeake!

905 Railroad Avenue, Central Chesapeake

1805 Dockwood Trail, West Chesapeake
$380,000
3 Beds ⋅ 1.1 Baths ⋅ 10657429 MLS
Opportunity awaits in the desirable Western Branch area of Chesapeake! This 3-bedroom, 1.5-bath home is full of potential and ready for its next chapter. With solid bones and a little TLC, this property offers a wonderful opportunity to make it your own. The spacious family room leads to an impressive four-season room, providing additional space to relax, entertain, or simply enjoy the backyard views year-round. Situated on a generously sized lot, there's plenty of room to create your own outdoor retreat. Conveniently located near shopping, dining, and everyday amenities. Schools include Edwin W. Chittum Elementary, Jolliff Middle, and Western Branch High. Whether you're looking for a home to personalize or your next investment opportunity, bring your vision and discover the possibilities this property has to offer!

1805 Dockwood Trail, West Chesapeake

MM Evergreen, West Chesapeake
$554,900
4 Beds ⋅ 2.1 Baths ⋅ 10657893 MLS
Introducing The Evergreen by Wirth Living! Designed with comfort, style, and functionality in mind, The Evergreen offers a thoughtfully crafted two-story layout with spacious living areas and room for all. Featuring an open-concept great room and kitchen, a dedicated dining area, a private primary suite with two walk in closets, and a bonus bedroom upstairs with an option to add another full bathroom, this home blends everyday convenience with inviting spaces to gather and grow. A beautiful balance of modern living and timeless design, The Evergreen is ready to inspire your next chapter. The Estates at Jolliff Landing will be a charming neighborhood boasting single-family homes with covered porches, lush gathering spaces, an assortment of yard games, a playground, water features, a sports field, bike paths, a community center, a swimming pool, and a tree-lined sidewalks. Builder is offering partial CCA & $15,000 buyer incentive (see listing agent for details) when using one of our preferred lenders. Come visit our model home open daily from 12-5pm at 5023 Annapolis Drive.

MM Evergreen, West Chesapeake

216 Astra Lane, Central Chesapeake
$299,900
3 Beds ⋅ 2.1 Baths ⋅ 10657730 MLS
Enjoy low-maintenance luxury at Estella Villas! This beautifully kept townhome makes daily life simple with hard-surface flooring throughout the first floor and cozy carpet upstairs. The open-concept floor plan is perfect for hosting guests and spending time with family. A welcoming foyer upon entry sets this property apart from many modern builds. The home features high ceilings, and the kitchen overlooks the great room. On weekends, enjoy a barbecue on your private patio and embrace simple living without the stress of tedious yard work. Large bedrooms, granite countertops, master bedroom with en suite bathroom, double vanity sink, and walk-in closet. Conveniently located 12 minutes or less from downtown Norfolk, Greenbrier Mall. This one is stunning and upscale. Schedule your showing today!

216 Astra Lane, Central Chesapeake

603 Oxbow Court, South Chesapeake
$850,000
5 Beds ⋅ 3 Baths ⋅ 10657808 MLS
This is the kind of Chesapeake home that feels substantial the second you walk in. Restored inside and out, it carries the scale and character of an established traditional home, with beautiful arched doorways, refinished hardwoods, fresh paint, new carpet, and thoughtful updates that make the entire house feel fresh again. The main level is generous without feeling disconnected. The kitchen sits between the formal dining room, the vast open living space, and the screened porch, making it the natural link between everyday living and entertaining. Ample white cabinetry wraps the room, while an oversized island, thick warm granite countertops, a ceramic Kohler sink, and new appliances give it both presence and function. From there, the screened porch opens to the rear deck and draws you straight out toward the pool. That backyard deserves its own moment. The in-ground pool sits within a wide paver surround and includes a diving board and built-in sitting ledge, all framed by decorative iron fencing. But the fence is not the end of the yard. The property continues beyond it with additional lawn space and an in-ground fire pit, giving the outdoor space far more depth than the pool area first reveals. Inside, nearly every turn brings another room with a purpose. A dedicated library adds character to the main level, while the separate billiard room creates another substantial place to gather. A first-floor bedroom sits near a modern updated full bath, and upstairs, a finished attic adds even more usable space with room for movies, games, hobbies, or whatever comes next. Then there is the primary suite, and it is genuinely oversized. Beyond the sleeping area is a separate sitting room, an enormous walk-in closet, and an ensuite with a jetted soaking tub and separate stand-up shower. Set in Carriage House Estates in Chesapeake’s 23322 with Hickory schools and a central location, this is a home where the size, flow, and character show up in all the right places—inside, outside, and in the spaces you do not expect until you are standing in them.

603 Oxbow Court, South Chesapeake

821 Redleafe Circle, South Chesapeake
$980,000
6 Beds ⋅ 4 Baths ⋅ 10657839 MLS
An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought-after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, South Chesapeake

938 Olmstead Street, South Chesapeake
$630,000
5 Beds ⋅ 3.1 Baths ⋅ 10657755 MLS
Gorgeous & 4-years-young in community-friendly Culpepper Landing with scenic outdoor areas, clubhouse & pool! Huge open & bright floor plan enhanced by classic neutral décor. Enjoy flexible living spaces great for home office, study, dining room or homeschool station. Dreamy kitchen with an abundance of cabinetry, counter space & massive breakfast bar great for gathering & entertaining. Inviting family room sits at the heart of the home & opens to covered porch overlooking fenced backyard. Extra highlights include a convenient mudroom, organization area & finished room over the garage with full bath offering endless possibilities for a guest suite, media room or private retreat. With 5 bedrooms & 3.5 bathrooms, there's plenty of room for everyone to spread out. Elegant primary suite features exercise area, walk-in closet, dual-sink vanity & oversized shower with double shower heads. This is the Total Package & Across the street from brand NEW elementary school opening 2027-2028.

938 Olmstead Street, South Chesapeake

616 Rutherford Drive, South Chesapeake
$549,900
3 Beds ⋅ 1.1 Baths ⋅ 10657745 MLS
Well-maintained, move-in-ready brick ranch in an established neighborhood with wide sidewalks! Features attractive LVP flooring throughout, three bedrooms, and a primary suite with a walk-in closet. Enjoy the gas log fireplace and additional storage with floored attic space. The converted attached garage is currently equipped as a beauty salon with styling station, shampoo sink, built-in cabinetry, and laundry area. A bright 20' x 20' sunroom with three walls of casement windows overlooks the backyard. Outdoor amenities include a 20' x 20' composite deck, fenced yard, and a 20' x 40' in-ground pool with cover. The detached three-bay garage includes power, workbenches, and pull-down access to a large, floored attic. A rare combination of comfort, functionality, and exceptional indoor and outdoor living space.

616 Rutherford Drive, South Chesapeake

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

443 Supplejack Court, South Chesapeake

4995 Boone Road, West Chesapeake
$329,900
2 Beds ⋅ 2.1 Baths ⋅ 10657742 MLS
Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, cabinet crown molding & soft-close drawers. Easily maintained & durable LVP flooring 1st level, baths, & laundry. Crown molding throughout entire 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ shower. Enjoy a view of the surrounding woods & exceptional community amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4995 Boone Road, West Chesapeake

2008 Pocaty Creek Lane, South Chesapeake
$889,500
4 Beds ⋅ 3.1 Baths ⋅ 10657656 MLS
Enjoy a slower pace of life as you relax on the front porch w/ morning coffee or watch loved ones play in the expansive yard. This beautifully remodeled farmhouse-style home sits on approx. 5.207 acres, extensively updated in 2021.Step inside to a dramatic 2-story foyer that opens to a spacious living area kitchen, dining, & family room, ideal for everyday living & entertaining. The 1st-floor primary suite offers comfort & convenience. Upstairs, you'll find a generous flex space perfect for a 2nd living area, home office, playroom, or gym. The 2nd level also features a second bedroom suite w/ private bath, plus 2 more bedrooms connected by a Jack/Jill bath. Abundant storage can be found throughout the home. The outdoor lifestyle is just as inviting. Spend your days fishing in your private pond, harvesting produce from the garden, or enjoying peaceful views of the neighboring horse farm from your kitchen window, at the end of the day, unwind by the pool.

2008 Pocaty Creek Lane, South Chesapeake

MM Bellhaven, South Chesapeake
$720,000
5 Beds ⋅ 2.1 Baths ⋅ 10657643 MLS
The Bellhaven at Riverview Landing by Wetherington Homes offers a flexible 4-5 bedroom floor plan with an open-concept layout designed for everyday living and entertaining. The kitchen flows seamlessly through the butler's pantry into the dining area, creating a functional and connected space. A thoughtfully curated list of standard features is included, along with optional upgrades to personalize the home. Choose your lot and design options. Enjoy a convenient, centrally located community with easy access to shopping, medical facilities, dining, major interstates, and area beaches. The property is situated in the Hickory school district, an ideal setting for those seeking accessibility and everyday convenience. Ask about our current incentives! Directions: Mt. Pleasant Rd. to Back Road to Intracoastal Way. Follow the Wetherington Homes signs.

MM Bellhaven, South Chesapeake

4993 Boone Road, West Chesapeake
$334,900
2 Beds ⋅ 2.1 Baths ⋅ 10657595 MLS
Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring 1st level, baths, & laundry. Crown molding throughout 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ glass-enclosed shower. Enjoy a view of the surrounding woods & exceptional community amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4993 Boone Road, West Chesapeake

381 Scotland Lane, South Chesapeake
$613,900
3 Beds ⋅ 2.1 Baths ⋅ 10657357 MLS
To Be Built - MODEL 369 Scotland Ln. nestled in Greenbrier, Joseph’s Meadow built by renowned builder. The Lily Cottage welcomes you w/ full front porch, airy 10-foot ceilings, & beautiful hardwood floors throughout first floor. Designed for everyday living & entertaining, the open-concept layout seamlessly connects living room, dining area, & stunning chef’s kitchen w/ Cotton White 42" cabinets, 9-foot quartz island, custom hood, and oversized walk-in pantry. Mudroom and powder room conveniently tucked by 2-car garage. Upstairs, a sun-filled loft, bath dual sinks and separate tub/shower room, 3 spacious bedrooms and a large laundry room provide exceptional functionality. Private primary suite offers a custom walk-in closet and tiled spa bath w/ quartz countertops, dual vanities, freestanding tub, tiled shower, and private water closet. Easy living with professionally managed grounds ensures low-maintenance living, making your dream truly a haven.

381 Scotland Lane, South Chesapeake

377 Scotland Lane, South Chesapeake
$612,500
4 Beds ⋅ 2.1 Baths ⋅ 10657358 MLS
To Be Built - LOW Rate and NO PMI! Joseph’s Meadow MODEL GPS 369 Scotland Ln. Chesapeake. Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage welcomes you w/ a full front porch, airy 10-foot ceilings and hardwood floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, and stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, and HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail takes you to FOUR bedrooms with hall bath w/dual sinks, private tub/shower and water closet. BIG laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower & private water closet. Easy living w/ professionally managed grounds ensures low-maintenance living, making your dream truly peaceful haven.

377 Scotland Lane, South Chesapeake

2416 Fieldsway Drive, Central Chesapeake
$390,000
3 Beds ⋅ 2.1 Baths ⋅ 10657521 MLS
Turnkey investment opportunity with immediate cash flow! Tenant in place through 08/31/2027 paying $2,700/month. Property is being sold subject to tenant rights. This beautiful, like-new upscale condo offers modern comfort and convenience in a desirable Chesapeake location, with easy access to I-64, shopping, dining, and area military installations. With an inviting open floor plan, a luxurious primary suite has a custom-built walk-in closet, a spacious pantry, and a private fenced backyard with patio, this home delivers style and functionality. Residents enjoy access to community amenities, including a clubhouse, fitness center, and swimming pool. An excellent investment opportunity with an existing tenant in place through August 31, 2027, currently paying $2,700 per month. Enjoy immediate rental income with the potential for future owner occupancy!

2416 Fieldsway Drive, Central Chesapeake

2207 Hampton Roads Parkway, West Chesapeake
$554,718
4 Beds ⋅ 2 Baths ⋅ 10657488 MLS
QUICK CLOSE AVAILABLE! This home is move-in ready and is waiting for your special touch to make it your very own home sweet home. A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch-style living with 4 bedrooms, including a large finished room over the garage. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your doorstep in an exciting new homes community! Builder is offering 3% CCA (See listing agent for details, as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5 pm at 5023 Annapolis Drive.

2207 Hampton Roads Parkway, West 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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