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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

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. This home also has an assumable VA mortgage at 4.9% interest for a VA eligible buyer! Perfect opportunity for owning a home in Chesapeake that meets all of your space needs, enjoying self sufficiency and all the convenience that Chesepeake has to offer.

101 Stadium Drive, South 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

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

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

2609 Mossgate Court, South Chesapeake
$399,900
4 Beds ⋅ 2.1 Baths ⋅ 10652642 MLS
Opportunity knocks in Chesapeake! This property offers a chance to create something truly special in a desirable location. Bring your vision and your renovation plans to unlock the full potential of this home. The expansive lot is a standout feature, providing an abundance of space and endless possibilities for outdoor living, entertaining, gardening, recreation, or future improvements. Whether you're an investor searching for your next project or a buyer looking to build equity and make a home your own, this property is ready for its next chapter. Conveniently located near shopping, dining, schools, parks, major roadways, and everything Chesapeake has to offer. Properties with this much potential and land don't come around every day. Come see the possibilities for yourself! Schedule your showing today!

2609 Mossgate Court, South Chesapeake

1004 Cedar Tree Court, South Chesapeake
$679,580
4 Beds ⋅ 3 Baths ⋅ 10655160 MLS
Welcome to the Whitehurst model in Cedar Manor! Currently under construction with an estimated Spring 2027 completion, this stunning 2-story transitional floor plan offers 3,054 square feet of thoughtfully designed living space on a generous 0.68-acre corner lot with serene pond views. Featuring 4 or 5 spacious bedrooms, 3 full baths, and a desirable main-floor layout, this home boasts a primary bedroom suite on the first level complete with a spacious ensuite and walk-in closet. The light-filled interior includes a foyer, natural gas fireplace, open breakfast area, dedicated office/study or 5th bedroom, utility room with main-floor laundry, and a walk-in attic for abundant storage. Energy efficient features included a tankless gas water heater and radiant barrier. Enjoy cul-de-sac living conveniently near to top-rated Grassfield schools. Take advantage of seller incentives available when using the trusted lender. Contact us for full details, floor plans, and construction updates! Pictures from prior build. We have this floor plan to walk in another community!

1004 Cedar Tree Court, South Chesapeake

1540 Eldwick Drive #202, South Chesapeake
$300,130
2 Beds ⋅ 2 Baths ⋅ 10655131 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, listed price reflects $10K incentive taken off price of home, see agent for details. Our Rowen model is a corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #202, South Chesapeake

552 Saddlehorn Drive, South Chesapeake
$575,000
3 Beds ⋅ 2 Baths ⋅ 10654878 MLS
Set on approximately 1.5 beautiful acres, this well-maintained brick ranch offers comfortable living with room to enjoy the outdoors, pursue hobbies, and make it your own. Priced $10k under recent appraised value of $585k! Closing cost assistance and/or interest-rate buydown are negotiable with acceptable offer. Inside you’ll find 3 bedrooms and 2 full baths, custom closet systems, a thoughtfully designed kitchen with a large island and abundant cabinet storage, and a newly renovated mudroom/laundry room! A climate-controlled two-story attached 2-car garage/workshop provides space for vehicles, projects, and hobbies, with upstairs flex space for more options. Step outside and the property truly comes to life. Entertain, relax or just enjoy the privacy of your own space on the new deck. A raised bed garden, chicken run, grape arbors, barn, and storage shed add character and functionality. Located in desirable Hickory School District, just 20 minutes from Redmill and Landstown commons!

552 Saddlehorn Drive, South Chesapeake

302 Fairfax Terrace, South Chesapeake
$300,000
3 Beds ⋅ 2.1 Baths ⋅ 10654893 MLS
Largest floor plan in the neighborhood! Lovingly maintained and thoughtfully updated, this spacious brick townhome is tucked away on a quiet cul-de-sac in the heart of Chesapeake. Enjoy a private, fully fenced backyard with no homes directly behind you and no HOA. Inside, you’ll find fresh paint, new carpet and flooring, updated bathrooms, new fixtures and hardware, and gleaming hardwood floors. The brand-new kitchen features granite countertops, stainless-steel appliances, a gas range, and full-size refrigerator. A wood-burning fireplace adds warmth and character, while abundant natural light fills the home. Plenty of indoor and outdoor storage provides added convenience. With a low-maintenance brick exterior, spacious floor plan, thoughtful updates, and a private backyard, this home is truly move-in ready. Pride of ownership is evident throughout—come see it today!

302 Fairfax Terrace, South Chesapeake

1013 Baydon Lane, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10654935 MLS
Extremely well maintained home featuring a standout family room addition w/ floor to ceiling windows, vaulted ceilings, & a gas stove that creates a warm setting for winter days. This space overlooks the beautiful yard, established gardens, & a soothing water feature, offering a seamless connection to the outdoors. The living room includes a coved ceiling and a gas fireplace, with Brazilian walnut floors extending through to all bedrooms, the guest bath, and the primary bath. The eat in kitchen offers ceramic tile flooring and quartz countertops. The updated hallway bath serves two additional bedrooms. The primary bedroom includes a walk in closet, updated ensuite bath, and a flexible bonus space suitable for an office, nursery, or second closet. Outdoor highlights include a newer Trex deck with direct access to the newer hot tub, perennial landscaping that returns each year, and a private yard designed for relaxation. Updates include HVAC (2021) and a mini split in the FROG (2020).

1013 Baydon Lane, South Chesapeake

816 Great Marsh Avenue, South Chesapeake
$450,000
3 Beds ⋅ 2.1 Baths ⋅ 10654933 MLS
Nestled among mature trees in a sought-after, amenity-rich community, this charming brick end-unit blends warmth with everyday functionality. Step inside to freshly finished hardwood floors on the main level and an abundance of natural light that fills the home with a bright, welcoming feel. This home is like brand new. New paint throughout and every item on the home inspection has already been done. The kitchen offers generous counter space and flows seamlessly into the living and dining areas, great for everyday living or entertaining. Upstairs, you'll find brand-new carpet, generously sized bedrooms, a cozy reading nook, and a spacious primary suite featuring a soaking tub, step-in shower, and private water closet. Enjoy a peaceful, tucked-away setting just minutes from shopping, dining, and all the conveniences of this thriving area. The community itself is packed with perks: The HOA cover the exterior to include the roof, yard and exterior pressure wash, a large pool, basketball court, tennis/pickleball courts, soccer and volleyball fields, a dog park, scenic trails, and abundant green space. With charm, location, and lifestyle all in one, this home checks every box—schedule your private tour today!

816 Great Marsh Avenue, South Chesapeake

713 Tiffany Green Court, South Chesapeake
$419,800
4 Beds ⋅ 2.1 Baths ⋅ 10654900 MLS
Enjoy carefree luxury in this meticulously maintained end-unit condo. Concessions Galore and VA assumption available. This beautifully upgraded 4-bed, 2.5-bath home is completely move-in ready. Boasting premium finishes, the open layout features vaulted ceilings, elegant crown molding, and luxury vinyl flooring. Upgraded recessed and pendant lighting, along with modern fans, illuminate the main living space. The chef's kitchen was fully renovated in 2023 with contemporary cabinetry, granite countertops, and stainless steel appliances. The first-floor primary ensuite serves as a private retreat with custom built-ins, a walk-in closet, and a spa-like bath with a new light fixture and fan. Upstairs, a versatile bonus loft provides a great space for an office or media room, while two bedrooms share a dual-entry bath with double sinks for exceptional guest privacy. Rest easy knowing major systems are updated, including a water heater (2022) and HVAC (2024). This property offers a superb combination of space, style, and location.

713 Tiffany Green Court, South Chesapeake

708 Colony Drive, South Chesapeake
$465,000
4 Beds ⋅ 2 Baths ⋅ 10654846 MLS
Buyer may receive a lender credit of up to 1.25% of the loan amount toward eligible closing costs with the use of the sellers preferred lender. Hickory schools, no HOA, and a quiet Chesapeake neighborhood, 708 Colony Drive has a lot to love before you even step inside. This updated 4-bedroom, 2-bath home offers primarily one-level living with three bedrooms on the main floor and a true fourth bedroom with a closet above the garage. The open layout flows from the spacious living and dining areas into an updated kitchen featuring quartz countertops, brass fixtures, a large sink, stainless steel appliances, and modern finishes. Both bathrooms have also been beautifully updated with tile and fresh finishes throughout. Outside, enjoy a fully fenced backyard with a deck that’s perfect for entertaining, relaxing, or pets. An attached one-car garage, two-car driveway, and additional parking provide plenty of space. Located in an established, quiet neighborhood with no HOA and sought-after Hickory schools, this move-in-ready home offers the updates you want with the freedom and location that can be hard to find in Chesapeake.

708 Colony Drive, South Chesapeake

933 Brenner Road, South Chesapeake
$565,000
4 Beds ⋅ 2.1 Baths ⋅ 10654848 MLS
Built in 2024 and loaded with model home upgrades, this move in ready 4 bedroom, 2.5-bath home stands apart from the standard build. The open concept kitchen and living area showcases soft close cabinetry, stainless steel appliances, quartz countertops, and an oversized island: great for cooking, entertaining, and casual dining. Retreat to the spacious primary suite featuring a spa inspired bath with a soaking tub, double vanity, and beautifully upgraded custom shower. Additional features include an upstairs laundry room, tankless water heater, whole-home surge protection, two-car garage with EV charger, beautiful front porch, landscaped lot, and fully fenced backyard with white vinyl fencing. Conveniently located near shopping, dining, and major interstates. Make this your first stop! Easy to show, easy to love!

933 Brenner Road, South Chesapeake

1300 Oregon Crossing, South Chesapeake
$549,900
4 Beds ⋅ 2 Baths ⋅ 10654828 MLS
Remarkable brick ranch situated on a corner lot overlooking the community pond! Meticulously maintained and beautifully updated, this home offers exceptional style and comfort throughout. Recent improvements include gorgeous flooring, fresh paint, and updated fixtures that create a warm, inviting atmosphere. The spacious room over the garage serves as a fourth bedroom and offers additional space perfect for a home office, hobby room, or flex area. The well-appointed kitchen features gas appliances, while the cozy gas fireplace adds charm to the living space. Step outside to your private backyard retreat featuring a sparkling in-ground pool, captivating landscaping, and multiple deck areas designed for relaxing and entertaining. Every detail has been thoughtfully maintained, making this home truly move-in ready. A rare opportunity, don't sit on this one

1300 Oregon Crossing, South Chesapeake

2176 Edwin Drive, South Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10654824 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 beautiful 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 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.

2176 Edwin Drive, 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.