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204 Henry Jefferson Way, South Chesapeake
$709,990
4 Beds ⋅ 3 Baths ⋅ 10655470 MLS
The Savannah offers a well-designed floor plan with a spacious great room centrally located, creating a natural flow into the kitchen and dining area—great for everyday living and gatherings. The home features four generously sized bedrooms, including an owner’s suite positioned at the rear of the home for added privacy. The owner’s suite includes direct access to the covered porch and two large closets. A flexible space just off the foyer provides versatility for use as a home office, additional living area, or formal dining space, depending on your needs. The second floor includes an additional bedroom, a full bath, and a loft area, offering extra living options for guests or multi-functional use. Thoughtful layout and functional spaces make the Savannah a comfortable and adaptable home.

204 Henry Jefferson Way, South Chesapeake

3221 Stefanie Court, South Chesapeake
$380,000
4 Beds ⋅ 3 Baths ⋅ 10655445 MLS
Experience the easy charm of Strawberry Acres! This 4-bedroom, 3-bath offers a desirable first-floor primary suite with a private bath, plus two additional bedrooms and a full bath on the main level. The finished room over the garage provides a private retreat with its own full bathroom, ideal for guests, multigenerational living, a home office, or bonus space. The fully finished garage adds versatility for hobbies, storage, or a workshop. Outside, enjoy a large yard with plenty of room for entertaining, gardening, play, or simply relaxing in a peaceful setting. Located near schools, parks, shopping, dining, and with quick access to I-64, this home offers the combination of convenience and everyday comfort. Seller is offering a flooring allowance with an acceptable offer, giving buyers the opportunity to personalize the home to their taste. Don't miss this exceptional opportunity to own a home that combines space, flexibility, and location at an affordable price right in Chesapeake!

3221 Stefanie Court, South Chesapeake

3240 Morningside Drive, West Chesapeake
$550,000
3 Beds ⋅ 2.1 Baths ⋅ 10655418 MLS
Welcome to this charming 2-story Colonial nestled in the heart of Western Branch! This 3 bedroom, 2.5 bath home offers comfortable living with a finished room over the garage that provides versatile space for an office, hobby room, or additional living area. The temperature-controlled all-season sunroom is a wonderful spot to relax and enjoy the changing seasons. Over the past 10 years, the owners have made numerous updates throughout the home, including improvements to the kitchen, bathrooms and more. Outside, enjoy the convenience of an in-ground sprinkler system and a full -yard electric fence. Ideally located near interstate access, shopping, dining, and everyday conveniences, this home offers both comfort and functionality in Western Branch location.

3240 Morningside Drive, West Chesapeake

1345 Oak Ridge Drive, South Chesapeake
$629,900
4 Beds ⋅ 2 Baths ⋅ 10655393 MLS
Welcome home to this charming 4-bedroom, 2-bath brick ranch nestled on 4.22 wooded acres at the end of a quiet cul-de-sac. Inside, you'll find a warm and inviting layout featuring a family room with a wood-burning fireplace, formal living and dining rooms, granite countertops, and beautifully updated primary and hall bathrooms. Step outside to relax on the new composite deck (2024), gather around the fire pit, or enjoy the peaceful wooded surroundings. The property also includes a detached 2-car garage with a finished studio apartment and full bath, plus a whole-house generator and water softener for added convenience. Offering space, privacy, and versatile living, this property is ready to welcome you home!

1345 Oak Ridge Drive, South Chesapeake

3605 Mostiler Place, South Chesapeake
$399,900
4 Beds ⋅ 2 Baths ⋅ 10655390 MLS
Beautiful 4-bedroom, 2-bath home tucked away on a quiet dead-end street in Chesapeake! Situated on an exceptionally large lot surrounded by mature trees, this home offers space, privacy, and plenty of possibilities. Inside you'll find spacious bedrooms, fresh paint, new flooring, updated ceiling fans and fixtures, along with newer siding and windows. One of the standout features is the impressive detached two-story garage/workshop—perfect for a workshop, home gym, office, recreational equipment, or additional storage, with incredible potential for future use. Enjoy a large backyard with plenty of room for entertaining, pets, gardening, or simply relaxing outdoors. Conveniently located near shopping, dining, parks, and everyday necessities. A unique property with tons of potential and room to make it your own!

3605 Mostiler Place, South Chesapeake

245 Old Drive, South Chesapeake
$410,000
3 Beds ⋅ 1.1 Baths ⋅ 10655362 MLS
THE OPPORTUNITY YOU'VE BEEN WAITING FOR! If you've been searching for a well-maintained home with space, character and room to make it your own, this is definitely the one. Situated on an oversized corner lot, this 3 bd, 1.5 bth home offers approx 1629 sqft, beautiful hardwood floors, generous living spaces and a layout with plenty of possibilities. Large room off of living room with a closet that can easily be a 4th bedroom, home office, gym, in-law suite with it's own separate side entrance. Large screened in patio leads to a HUGE backyard that can be transformed into an oasis offering room to entertain, garden or just relax. Workshop-like attached shed and a detached shed. It's move in ready and can be customized over time. No trendy renovations. No inflated renovation price tag. Just a solid home in a great location with great bones and the opportunity to add your own style. Located within blocks to shopping centers, dining, hospitals and interstates. Come see today!

245 Old Drive, South Chesapeake

716 Tallahassee Drive, South Chesapeake
$545,000
4 Beds ⋅ 2.1 Baths ⋅ 10655350 MLS
Exceptional opportunity in the sought-after Etheridge Lakes community located in the highly desirable Hickory High School district! This well-maintained 4 Bedroom, 2.5 Bath home offers comfort, space, and peace of mind with a NEW ROOF installed in 2026. The home features a functional layout perfect for everyday living and entertaining, with spacious bedrooms and plenty of natural light throughout. Versatile room downstairs for office needs or additional living area. All appliances convey, making this home truly move-in ready. Fenced yard offering privacy, yard space for pets or entertaining. 3 TVS convey! Enjoy the benefits of a well-established neighborhood with NO HOA fees or restrictions. Conveniently located near shopping, dining, parks, and major commuting routes, this home combines value, location, and pride of ownership in one outstanding package

716 Tallahassee Drive, South Chesapeake

3433 Martin Johnson Road, South Chesapeake
$394,990
3 Beds ⋅ 2 Baths ⋅ 10655347 MLS
Welcome to this charming 3-bedroom, 2-bath Cape Cod nestled on 1.4 private acres in the Deep Creek area of Chesapeake! This property offers the perfect blend of peaceful outdoor living and everyday convenience. Enjoy gardening in the fenced garden, unwind in the wooded backyard, or take advantage of easy access to the nearby Portsmouth Ditch Trail for walking, biking, and outdoor recreation. Inside, you’ll find a warm and inviting layout with classic Cape Cod character and plenty of space to make your own. Whether you’re looking for room to spread out, enjoy nature, or simply escape the hustle while staying close to shopping, dining, and major commuting routes, this home checks all the boxes. Don’t miss this unique opportunity to own your own slice of Deep Creek!

3433 Martin Johnson Road, South Chesapeake

2821 Meadow Wood Dr E Drive, West Chesapeake
$425,000
3 Beds ⋅ 2 Baths ⋅ 10655209 MLS
Welcome home to this single-story masterpiece offering high-end designer finishes & modern elegance from top to bottom. Step inside to the seamless open flow accented by recessed lighting, modern light fixtures, stylish ceiling fans, & durable Luxury Vinyl Plank (LVP) flooring throughout the main living spaces. The chef-inspired kitchen features pristine quartz countertops, a custom tile backsplash, brand-new stainless steel appliances, & soft-close shaker cabinetry. Both bathrooms feature artistic custom tile work surrounding the tub & shower, elevated by high-end fixtures & vanity details. All 3 bedrooms feature fresh plush carpet for maximum comfort. Outdoors, enjoy an expansive, private backyard complete w/ a custom deck for entertaining, an extended driveway, & additional concrete pad—great for extra vehicle parking or outdoor storage setup. Located in a top-tier school district & just minutes from premier shopping, dining, & retail options. Nothing left to do but move right in!

2821 Meadow Wood Dr E Drive, West Chesapeake

841 Woodstream Way, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10655291 MLS
Beautifully maintained, thoughtfully updated, and a backyard you'll want to spend all of your time in! Step inside to a welcoming foyer filled with natural light and discover this inviting 4 bedroom, 2.5 bathroom home in a sought-after neighborhood within the Hickory School District. Updates include Brazilian hardwood, upgraded pet protect carpet padding, PEX plumbing, electrical, solar power, and an electric fireplace with a gas hookup for conversion. With solar, the electric bill averages approximately $70/month. Outside, enjoy a private backyard oasis with manicured gardens, stonework, raised vegetable beds, blueberry bushes, apple trees and even an underground invisible fence! A fully insulated detached workshop with electricity and A/C offers flexible spaces for hobbies, projects, a studio, or workspace. Have instant hot water with top of the line Rinnai tankless water heater! HUGE corner lot! Meticulously maintained inside and out, this charming home is ready to be called home!

841 Woodstream Way, South Chesapeake

101 Stadium Drive, South Chesapeake
$649,900
4 Beds ⋅ 3.1 Baths ⋅ 10655286 MLS
Welcome to your very own homesteader’s haven in the heart of Chesapeake! Tucked away on over an acre, this one-of-a-kind brick ranch offers a blend of modern comfort and timeless, back-to-the-land charm. Outside, you'll be greeted by a flourishing orchard with established fruit trees that provide a bounty through every season, blueberries, figs and plums for jam-making, crisp apples, cherries, peaches, pomegranates, and pecans for baking. Designed for self-sufficiency with two outbuildings, a 40’x45’ parking area ideal for your boat or RV, solar panels and a new roof provide energy savings. The fully finished converted garage for an in-law suite, playroom, fifth bedroom, business front, the choice is yours. If you’re dreaming of tending gardens and evenings under the trees enjoying the fruits of your own land, this property has it all. A true little piece of paradise, right in the city yet worlds away.

101 Stadium Drive, South Chesapeake

609 Dupree Lane, Central Chesapeake
$350,000
3 Beds ⋅ 2.1 Baths ⋅ 10654902 MLS
Welcome to 609 Dupree Lane, a spacious 3-story end-unit townhome offering 3 bedrooms, 2.5 baths, and a thoughtfully designed layout. The first floor features a versatile flex room, ideal for a home office, den, fitness space, or additional living area. The main living level showcases new flooring, recessed lighting, and a generously sized kitchen featuring a large center island, pantry, and plenty of space for gathering and entertaining. Step outside to the second-floor balcony for additional outdoor living space. The spacious primary suite offers a walk-in closet and private bath with double bowl sinks. Additional highlights include new ceiling fans and an attached 2-car garage. Enjoy low-maintenance living with grounds upkeep included, along with community amenities featuring a clubhouse, pool, and playgrounds. A wonderful combination of space, style, and convenience in Chesapeake!

609 Dupree Lane, Central Chesapeake

2156 Edwin Drive, South Chesapeake
$577,740
3 Beds ⋅ 3 Baths ⋅ 10655240 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. Estimated Completion December 2026. Photos are to be used as an example and do not represent exact listings selections.

2156 Edwin Drive, South Chesapeake

2180 Edwin Drive, South Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10655238 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. Taxes are estimated and will be updated after county assessment.

2180 Edwin Drive, South Chesapeake

2184 Edwin Drive, South Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10655236 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. Taxes are estimated and will be updated after county assessment.

2184 Edwin Drive, South Chesapeake

809 Chris Court, South Chesapeake
$722,000
5 Beds ⋅ 3 Baths ⋅ 10655212 MLS
Homes like this rarely come to market in sought-after Great Bridge. Set on a cul-de-sac, 809 Chris Court showcases vaulted ceilings, graceful archways, rich trim work, and a remarkable floor plan for entertaining and first-level living. At the heart of the home, the updated kitchen welcomes quiet mornings and memorable celebrations, flowing into a grand living room with a gas fireplace and inviting hearth, plus access to the Trex deck. A formal dining area awaits your gatherings. The main-level primary suite offers a private retreat with an en-suite bath, beautifully crafted walk-in shower, and walk-in closet. Five generously sized bedrooms, a dedicated office, abundant storage, a walk-up attic, and an oversized two-car garage ensure space is never in short supply. Outside, meticulous landscaping and a vinyl-fenced backyard complete the setting. With exceptional entertaining spaces, privacy, and a Great Bridge location, this is more than a home…it is the opportunity buyers wait for.

809 Chris Court, South Chesapeake

2182 Edwin Drive, South Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10655235 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. Taxes are estimated and will be updated after county assessment.

2182 Edwin Drive, South Chesapeake

911 Bainbridge Boulevard, Central Chesapeake
$529,000
4 Beds ⋅ 3 Baths ⋅ 10655168 MLS
NEW CONSTRUCTION Welcome home to this beautifully designed 4-bedroom, 3-bath residence offering modern style and exceptional comfort. The open-concept floor plan features 9-foot ceilings, a spacious family room with a cozy gas fireplace, and a stunning kitchen with granite countertops, stainless steel appliances, and abundant cabinet space. A first-floor bedroom with a full bath is ideal for guests or multi-generational living. The luxurious primary suite offers an oversized tiled shower, double vanity, and a large walk-in closet. Generous secondary bedrooms, ample storage, pull-down attic access to a full attic, Energy Star double-pane windows, and extensive insulation provide year-round efficiency and comfort. Completing this exceptional home is a detached 2-car garage with electricity and plenty of additional storage. Also has a rear alley entrance and a huge fenced backyard. Ready in less than 45 Days.

911 Bainbridge Boulevard, Central Chesapeake

708 Pebble Quay, South Chesapeake
$705,000
4 Beds ⋅ 3 Baths ⋅ 10655182 MLS
Unique custom built home on cul-de-sac with rare 3 car attached garage and extended driveway. This house was made for entertaining - 23' x 14' screened porch off family room for extended living space, along with a 22' x 20' pavilion - both with trek decking, finished wood ceilings, recessed lights and fans. Beautiful extensive landscaping with a stamped concrete walkway winding around house. Impressive 2 story entry has gorgeous chandelier. Dual staircases. Large kitchen includes granite counters, stainless steel appliances with gas stove, tons of cabinets and counterspace as well as deep pantry and eat-in nook. Formal living room and dining room with door leading to large front porch. First floor office in addition to 4 bedrooms upstairs. Full bathroom downstairs. Hardwood floors run through entire 1st floor. Primary bedroom includes corner gas fireplace, 13'x12.5' walk-in closet, and large bathroom with dual sinks and jetted tub . Laundry room has entire wall of cabinets with counter space and fold down ironing board. Lots of built in storage throughout, including a walk in climate controlled attic closet. The rare 3 car garage (owner actually has 4 cars in there!) is decked out for a car aficionado with LED lighting covering the ceiling and rubberized flooring. Additional outside shed. 16 hardwired cameras around exterior convey. Generator hook up in garage. Top of the line outside Charbroil kitchen conveys with acceptable full price offer. Neighborhood dock with boat ramp nearby. Very active River Walk Community Association centers around the beautiful clubhouse (which can be rented) and has a tennis/pickleball court w/pickleball league, garden club, swimming pool w/swim team, concerts in fall, food trucks and more, as well as parks and playgrounds. Tree lined walking paths wind through neighborhood along lakes with gazebos and fountains. Easy to hop on nearby Rt. 168 Chesapeake Expressway to easily get to any area of Hampton Roads.

708 Pebble Quay, 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.