South Chesapeake VA Real Estate, Homes with Pool for Sale

Welcome home to 2209 Beeblossom Lane located in the sought-after Grassfield High School well-known for its STEM Academy! Built in 2016, this move-in ready 5-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and energy efficiency. Inside, you’ll find wood flooring, a kitchen with sunny eat in nook open to a den w/ cozy gas fireplace ready for the Fall& Winter holidays. Enjoy living , dining & extra office flex space room , ideal for entertaining or everyday living. The expansive primary suite is a true retreat, featuring a dual-entry oversized walk-in closet and a private en suite bath complete with a soaking tub and separate shower. Upstairs, the dedicated theater room with a big-screen setup is ready for unforgettable movie nights, game days, or family gatherings. Step outside to your own backyard oasis! Relax or entertain around the inground saltwater pool, all within a fully fenced backyard designed for privacy and fun. Additional highlights include a Rinnai tankless water heater and paid-off solar panels, providing energy savings and peace of mind. Dominion Meadows offers planned community events throughout the year, scenic sidewalks, & beautiful fountains that make every stroll through the neighborhood enjoyable. Convenient to interstates to bases, shopping , dining & more. Schedule a showing today & start making new memories in your new home!

2209 Beeblossom Lane, South Chesapeake

$749,990

5 Beds ⋅ 3 Baths ⋅ 10638479 MLS

Welcome to 708 Denham Arch in Chesapeake, located in the highly sought-after Hickory School District! This beautifully maintained home offers an impressive list of updates and features that are hard to find in today's market. The spacious kitchen is the heart of the home, featuring white cabinetry, granite countertops and backsplash, a large center island, two spacious pantry's abundant prep space, and a built-in desk area for organizing daily life. The entire first floor boasts durable laminate flooring, creating a seamless and modern look throughout. The family room is warm and inviting with a stunning tiled fireplace and gas insert, home warranty. A full bath on the first floor includes a comfort-height vanity, while comfort-height toilets can be found throughout the home. Upstairs, the generously sized bedrooms offer plenty of natural light and comfortable living space. The primary suite is a true retreat featuring peaceful pond views, waterproof laminate flooring, a beautifully tiled shower, jetted tub, comfort-height vanity with granite countertop, and ample space to unwind. Step outside to enjoy the composite low-maintenance deck with vinyl rails and posts overlooking the backyard oasis. The inground pool features a new liner (2026), 8-foot deep end, 3-foot shallow end, and a pool pump replaced in 2025. Additional updates include a roof replaced in 2019 and water heater in 2023. An irrigation system helps maintain the landscaping, while the 8x10 shed provides additional storage. One of the home's most unique features is the convenient second-floor laundry chute leading directly to the laundry room. With exceptional updates, thoughtful upgrades, pond views, and resort-style outdoor living, this home truly stands out. Opportunities like this don't come along often—don't let this one slip away!

708 Denham Arch, South Chesapeake

$580,000

4 Beds ⋅ 3.1 Baths ⋅ 10638478 MLS

Spacious Huntington Woods Home with Pool! Located in the desirable Huntington Woods neighborhood, this expansive home offers over 3,500 square feet of living space and endless potential. Featuring vaulted ceilings, generous living areas, and a two-car garage, there is plenty of room to spread out and make this home your own.Step outside to enjoy the large in-ground pool, perfect for relaxing, entertaining, and making the most of warm summer days. Conveniently situated just minutes from Greenbrier Country Club, you'll enjoy easy access to golf, dining, shopping, and more. With its spacious layout, sought-after location, and opportunity to add your personal touch, this Huntington Woods property is ready for its next owner. Don't miss your chance to call it home!

1340 Danielle Court, South Chesapeake

$490,000

4 Beds ⋅ 3 Baths ⋅ 10638311 MLS

This beautifully updated brick ranch offers four spacious bedrooms and three full bathrooms. The kitchen has an abundant amount of cabinetry and nice granite countertops with a deep sink. This home features brand-new carpet in all bedrooms and new LVP flooring in the main living areas, creating a modern and move-in-ready feel.The expansive floor plan includes a huge sunroom filled with natural light, perfect for relaxing, entertaining, or enjoying views of the backyard year-round. Step outside to your private oasis featuring an in-ground saltwater pool, a brand-new deck, and a new wooden privacy fence which is ideal for summer gatherings and outdoor enjoyment.Situated on a generous half-acre lot, this property also offers abundant driveway parking and a two-car garage, providing plenty of space for vehicles, boats, or recreational equipment. With its desirable updates, spacious layout, and outstanding outdoor amenities, this Chesapeake gem is ready to welcome its next owner.

308 Mapleshore Drive, South Chesapeake

$1,695,000

5 Beds ⋅ 3.2 Baths ⋅ 10637839 MLS

Set within the sought-after Woodards Mill “loop,” this beautiful landscaped property blends impressive living with peaceful privacy just minutes from everyday conveniences. Originally built in 1984 and fully reimagined beginning in 2001 by professional contractors, the home has been thoughtfully expanded to over 6,000 square feet of refined, comfortable living space. Every addition and update was meticulously planned and expertly executed. The heart of the home features an expansive family and entertainment room overlooking a spacious blue stone lanai. A stunning all brick sunroom adds warmth while the main level offers a generous primary suite along with three additional bedrooms (one used as home office.) Upstairs, a private second primary suite provides an ideal retreat for guests or multi generational living. Outdoor enjoy a true gardeners paradise with mature hydrangeas, peonies, irises and much more. The fenced saltwater pool with new liner offers both relaxation and peace of mind. Life on the loop brings a unique sense of community, known for its annual parades from Jingle Bell and Horse Parade to July 4th to the famous Halloween Parade. As an added everyday convenience enjoy school bus pick up and drop at the home. This home is not like any others sold in this neighborhood, a must see.

517 Woodards Ford Road, South Chesapeake

$525,000

4 Beds ⋅ 2 Baths ⋅ 10637966 MLS

WOW! This backyard is an entertainer's dream! From the spacious vaulted den to the relaxing screened-in porch, you'll enjoy an incredible amount of living and entertaining space both inside and out, with .56 of an acre. The above-ground pool, partially recessed into the ground and only three years old, provides the look and feel of an inground pool without the added expense. The beautiful curb appeal sets the tone for this charming all-brick ranch. Inside, you'll find hardwood flooring throughout the main living areas, vinyl replacement windows, and a brand-new water heater. Don't miss this opportunity to own a home with great bones, fantastic outdoor living spaces, and room to make it your own! You can keep the dining room now set up as an office, including furniture, or convert back.

1103 Northmoor Court, South Chesapeake

$759,900

5 Beds ⋅ 3 Baths ⋅ 10637949 MLS

Welcome home! Large 5 bed, 3 full bath home tucked away in a quiet cul-da-sac in the Etheridge Lakes Community / Hickory School district! NO HOA fees! This home features a back yard oasis, fully fenced with a salt water in-ground pool and covered porch, large paver patio, hot tub, fire pit and well irrigation system to keep your grass lush and green! Inside features an open concept kitchen and large family room, 1st floor bed w/ full bath and formal dining. Upgrades include 2-Zone HVAC system (1st fl 2020, 2nd fl 2023), 2025 carpet replacement, 2021 pool liner replacement. Home also includes hardwired security system and surround sound system. Gas appliances include furnace and hot water heater. Book your tour and make this home yours!!

824 Sparks Trace, South Chesapeake

$712,900

5 Beds ⋅ 3.1 Baths ⋅ 10637525 MLS

Rare attached private in-law suite with a full kitchen! Need multi generational living, it truly doesn't get better than this one! Welcome to this beautifully updated home in the heart of Great Bridge, offering a blend of space, comfort, and versatility. Located on a private lot with wooded views in the desirable Stonegate neighborhood. This exceptional home offers a spacious 4-bedroom, 2.5-bath main residence, plus an additional 500-square-foot attached guest suite featuring 1 bedroom and 1 full bath making the home a total of 5 bedrooms and 3.5 baths. What truly sets this property apart is the fully attached private in-law/guest suite An added 500 square feet of living space unlike anything else currently on the market. Designed for independence and comfort, this exceptional suite features its own HVAC system, full kitchen with granite counters, stainless steel appliances, living room, separate stackable washer and dryer, spacious bedroom, and full bath with a large walk-in shower. With a separate entrance and direct access to the patio and pool area, it offers endless possibilities for multi-generational living, extended family, home office or whatever your current needs are. Inside the main home, you'll find updated finishes, LVP flooring, newer carpet, newly installed wine fridge, granite counters, a gas fireplace. and a freshly updated primary bath featuring a brand new vanity with double sinks, lighting, granite counters, freestanding soaking tub, and a beautiful separate shower. Step outside to your own backyard oasis featuring a sparkling saltwater pool, expansive backyard, private wooded view, full vinyl fence, designed for easy outdoor living and entertaining. Exterior features also include an in-ground sprinkler system and concrete patio improvements. Combining modern updates, exceptional outdoor living, and a one-of-a-kind in-law suite, this Chesapeake home offers a level of flexibility and value that is truly hard to find.

608 September Lane, South Chesapeake

$875,000

5 Beds ⋅ 3 Baths ⋅ 10637102 MLS

Rare find in Carriage House Estates in the sought-after Hickory school district! This custom all-brick 5 bedroom, 3 bath home in a quiet cul-de-sac offers space, privacy, and retreat-style living. Tucked away on over an acre, the property extends well beyond the fence. Enjoy an in-ground pool, screened back porch, raised garden, chicken coop, and room to entertain, garden, play, or unwind. The floor plan features a spacious first-floor primary suite with his and her closets and a reading nook, plus an additional first-floor bedroom or office, generous living areas, spacious kitchen, amazing storage, media room with projector to convey, climate-controlled attic storage, and whole-house water filtration. Attached 2-car garage, extended driveway area for RV parking, plus detached 2-car carriage house-style garage with second floor and full HVAC offer flexibility for storage, hobbies, office, gym or future flexible use. Convenient to major routes, schools, and shopping. Zero-turn mower to convey.

605 Oxbow Court, South Chesapeake

$1,650,000

4 Beds ⋅ 3.1 Baths ⋅ 10636693 MLS

Welcome to your dream escape — a stunning, brand new 2025 modern farmhouse nestled on 25.9 breathtaking acres in the heart of Hickory! From the moment you arrive, this 3,876 sq ft masterpiece captivates with its crisp white exterior, soaring cathedral ceilings, and gorgeous open-concept layout designed for both everyday living and unforgettable entertaining. The chef's kitchen is an absolute showstopper, featuring white cabinetry, a hooded range, and charming farmhouse finishes that perfectly blend style with function. Light brown LVP flows throughout the main level, adding warmth and elegance to every room. The oversized 3+ car garage is equipped with an EV charging station and a fully finished room above with a full bath — great for guests, a home office, or a private retreat. Step outside to your own private oasis where a sparkling saltwater heated pool and expansive deck await, with endless possibilities to add an outdoor kitchen, bar, and lounge. Horse lovers and hobby farmers, this one's for you — horses are welcome and the land is ready to bring your vision to life, with soybean fields already in place. A geo-thermal HVAC system, water softener, rainwater harvesting, and well water make this estate as efficient as it is beautiful. This is more than a home — it's a lifestyle. Don't miss your chance to own this rare, one-of-a-kind property!

1200 Beaver Dam Road, South Chesapeake

$539,900

4 Beds ⋅ 2.1 Baths ⋅ 10636555 MLS

Some houses make you feel like a guest. This one makes you never want to leave. Spread across two spacious stories in one of Chesapeake's most sought-after communities, this home was built for people who actually use their space — whether that's splashing in the private pool on a Virginia summer afternoon, hosting a backyard cookout on the deck, or just enjoying the rare luxury of a completely fenced yard where nobody can see in. Inside, the layout flows the way life actually does: room to cook, room to gather, room to disappear into your own corner. Four generous bedrooms upstairs mean everyone has their own space. The half-bath on the main level keeps guests out of your business. And the attached 2-car garage means no fighting for the driveway. This is the kind of house that sells itself — the only question is whether someone else will schedule a tour before you do.

936 Saddleback Trail Road, South Chesapeake

$699,900

5 Beds ⋅ 2.1 Baths ⋅ 10636171 MLS

Discover your dream home in the heart of Great Bridge! Step into over 3,500 square feet of beautifully crafted living space featuring 5 spacious bedrooms and 2.5 baths, all designed with comfort and functionality in mind. Entertain and unwind in your own private backyard oasis. Host gatherings on the expansive deck that flows seamlessly to a custom paver patio surrounding the newer inground, gas-heated pool. With a huge backyard, you’ll have all the space you need to relax, play, and entertain. Inside, enjoy a bright open floor plan that makes everyday living effortless. Work from home with ease in the private downstairs office. The dual staircases provide convenient access upstairs, adding both style and practicality. Don’t miss your opportunity—schedule your private tour today and make this exceptional home yours!

820 Amberline Drive, South Chesapeake

$1,750,000

6 Beds ⋅ 5.2 Baths ⋅ 10634528 MLS

Experience luxury country living at its finest in the heart of Chesapeake. Situated on over 4 private acres with its own pond, this stunning all-brick estate offers over 6,000 sqft of refined living space with 6 bedrooms and 7 bathrooms, including 5 bedrooms with private full baths. Every bedroom features oversized closets large enough to rival bedrooms in many homes. The fully remodeled designer kitchen blends modern elegance with timeless charm, while grand Chandeliers create a breathtaking first impression. Step outside to your private resort featuring an inground heated pool, pool house with kitchenette and half bath, outdoor grilling area, and a custom Italian pizza oven perfect for entertaining. Attached double garage plus detached double garage with finished room above. Too many exceptional features to list-this is a property that truly must be seen in person to be fully appreciated.

1436 Paul Eason Drive, South Chesapeake

$698,000

4 Beds ⋅ 2.1 Baths ⋅ 10635037 MLS

Welcome to luxury living in the heart of Chesapeake! This stunning all-brick 2-story home offers over 3,000 square feet of beautifully designed living space featuring 4 spacious bedrooms and 2.5 bathrooms. Step inside to elegant marble flooring throughout the downstairs along with modern fixtures that create a sleek and upscale feel. Sitting on an impressive 1.14-acre lot, this property is built for both comfort and entertaining with a heated in-ground pool and hot tub perfect for relaxing year-round. Spacious rooms, timeless curb appeal, and a private setting make this home truly one of a kind. Seller will have house freshly painted (one color of buyer's choosing) and install new carpet (color of buyer's choosing) prior to closing with full price offer. Don't miss your opportunity to own this exceptional Chesapeake property — schedule your private showing today before it’s SOLD!

748 Greenwing Drive, South Chesapeake

$665,000

4 Beds ⋅ 2.1 Baths ⋅ 10634965 MLS

Welcome to one of Riverwalks finest victorian style homes. As a previous Homearama winner this property features 3 stories on almost a half acre of land with a salt water pool and wrap around porch. Featuring 4beds 2.5 baths with a 2 car garage.

302 Honey Locust Way, South Chesapeake

$1,550,000

5 Beds ⋅ 4.1 Baths ⋅ 10632068 MLS

Stunning property situated in the heart of Great Bridge on 3 acres! Brand new gourmet kitchen with 6 burner Cosmo range, additional prep sink, new top of the line appliances and custom cabinetry. All new paint, flooring and completely renovated baths and stairwells on first two primary living levels. Bonus third floor complete with full bath! HUGE primary suite complete with fireplace, fantastic walk-in closet and beautiful new bath. The detached 3.5 car garage includes a garage apartment with kitchenette and full bath. New windows, roof, gutters, soffits and pool liner. Absolutely amazing opportunity to secure this gorgeous, move-in ready property. Awesome enclosed patio with hot tub as well as an outdoor kitchen/bar area. This is an entertainer's dream! See it today before it is SOLD!

641 Ravenwoods Drive, South Chesapeake

$889,900

4 Beds ⋅ 3.1 Baths ⋅ 10631905 MLS

Welcome to your private farmette on 3.2 beautiful acres! Built in 2020 and zoned agricultural, this 4-bedroom, 3.5-bath home offers the perfect blend of modern comfort & country living — bring your horses, chickens, and more. Designed with a desirable split floor plan, the home features 9-foot ceilings, a vaulted living room ceiling, hardwood floors throughout, 36-inch wide door openings, and low-pile flooring for mobility ease. Enjoy peaceful views from the sunroom or relax under the covered patio awning overlooking the in-ground pool and incredible sunsets. A whole-home generator provides peace of mind, while the versatile room above the garage ,with private bathroom, could easily serve as a 5th bedroom, guest suite, or office. In addition to the attached garage, the property also includes a detached two-car garage for extra storage, hobbies, or workspace. A rare opportunity to enjoy newer construction, acreage, accessibility, and farm-style living all in one exceptional property.

1301 Sanderson Road, South Chesapeake

$549,500

5 Beds ⋅ 3 Baths ⋅ 10631480 MLS

This is one of those rare homes that truly supports multi gen or other uses. TRUE in law suite with kitchenette full LARGE bath, living and bedroom, private access. The roof, paint, carpet dishwasher ALL NEW to get ready to SELL ! Just a little personalization and this could be your dream home. Its just waiting for you. Full brick, masonary fireplace, oversized deck, extra driveway and a covered parking area. City and Zillow records not reflective of the current dwelling. Three generous bedrooms plus room over the garage AND the suite make this home a winner for you!

229 Fresno Drive, South Chesapeake

$860,000

5 Beds ⋅ 3.1 Baths ⋅ 10631244 MLS

Welcome to 501 Shadow Brooke Drive, an entertainer’s dream showing true pride of ownership throughout! This beautifully maintained home features a backyard oasis with a saltwater pool, waterfalls, outdoor kitchen, gas firepit, and hot tub. Inside offers a theater room and flexible rec space. The gourmet kitchen includes gas range, pot filler, dual dishwashers, double refrigerators, espresso maker, and high-end appliances, plus a large pantry and butler’s station with wine cooler. The spacious primary suite features tray ceilings, custom details, and two walk-in closets. The ensuite bath offers a soaking tub, dual vanities, and tiled shower. Detached garage with full bath offers great potential for guest or in-law space. Extensive hardscaping, paver driveway, and multi-zone HVAC complete this home.

501 Shadow Brooke Drive, South Chesapeake

$1,200,000

4 Beds ⋅ 3.1 Baths ⋅ 10630708 MLS

Back on market due to no fault of the sellers! Refined luxury in prestigious Edinburgh on a corner lot with striking brick and Hardie Plank exterior. Freshly painted and move-in ready with oak hardwood floors. Well designed floor plan offers four bedrooms plus office, including two ensuite bedrooms. Stunning renovated primary bath with spa-like finishes. Bright sunroom provides flexible living space. Enjoy your private saltwater inground pool, perfect for relaxing and entertaining. Features include newer Trane HVAC systems, tankless water heater with instant hot water, irrigation system, abundant storage, and three car garage. Take advantage of the neighborhood park with lakes, waterfall, and walking trails.

1625 Water View Circle, South Chesapeake

$1,980,000

5 Beds ⋅ 5.3 Baths ⋅ 10630815 MLS

Location is Key! Enjoy peaceful country living In the city. This centrally located Hampton Roads neighborhood is close to shopping, restaurants, and entertainment. A meticulously maintained stately brick home nestled in the heart of Edinburgh Meadows. You'll be proud to make this the home of your dreams! Upgrades throughout this 5650SF, 5BR. 5BA, 3 half baths turnkey home that is situated on .75 acre lot with a pond behind the back yard and an In-ground saltwater pool. The first floor primary suite includes a gorgeous and multi functional bathroom. The open floor concept, a generous yard with a pool house an extra large back porch with 5 ceiling fans, a half bath. and a gas fireplace combine to make this a perfect home for entertaining and family gatherings. This home has all the bells and whistles!

334 Scone Castle Loop, South Chesapeake

$2,298,777

7 Beds ⋅ 4.1 Baths ⋅ 10630637 MLS

Custom-built 7,559 sqft 3-story, 7BR/4.5BA home on a private cul-de-sac with stunning lake views in the desirable Edinburgh neighborhood. Designed for entertaining, it features 5 gas fireplaces, a bright 2-story living room with coffered ceilings and coffee bar, a formal dining room with a built-in bar, and a theater/family room with a large wet bar. Spacious kitchen with updated cabinets and a keeping room, mudroom, and 2 laundry rooms (1st & 2nd floor). The luxurious primary suite offers a private balcony with serene sunrise views over the lake. Second floor includes four additional bedrooms, one with its own sitting area and laundry. Expansive third floor with large closet and walk-in attic. Outdoor oasis includes a large inground pool, hot tub with pergola, screened porch, and covered patio. 3-car garage plus ample driveway and street parking. Some Updates include new flat roof (22), covered patio, new carpet upstairs and formal living room, and refinished hardwood floors.

1601 Water View Circle, South Chesapeake

$500,000

4 Beds ⋅ 2.1 Baths ⋅ 10626438 MLS

Opportunity awaits! Whether you're an investor, renovator, or buyer looking to build equity, this property offers incredible potential. With the right updates and vision, this home could truly shine again. Great for someone ready to renovate and make it their own or transform it into a great investment property. Bring your ideas and creativity, this is a chance to add value and create something special.

1028 Ramsgate Lane, South Chesapeake

$824,500

4 Beds ⋅ 2.1 Baths ⋅ 10626979 MLS

Come see this enchanting storybook house! Leave cookie cutter homes behind! Acreage right where you want it, convenient to everything. This home SCREAMS "HOME", exceptionally tranquil with many possibilities. ORIGINAL and BEAUTIFUL hardwood floors, very solid old school construction. Two very large bedrooms downstairs, 2 more upstairs. In ground pool with pool house just down a charming walkway with a pasture, a horse barn, separate work shop with loft above, massive outbuilding with workshop or garage attached. Interesting flex rooms/sun type rooms on the front and rear. Both are great for reading, art, home schooling, home office and more. They are very flexible rooms. HUGE walk in pantry that's actually a room! If you have been looking for an oasis that is traditional but not boring THIS IS IT. Topped off with in ground pool and pool bar with 1/2 bath! Just in time for summer.

1105 Waters Road, South Chesapeake

$1,325,000

5 Beds ⋅ 3.1 Baths ⋅ 10620633 MLS

Two homes. Endless possibilities. Tucked away on a 1.5-acre lot in the heart of Great Bridge, this rare property offers 5,633 SF across two beautifully updated homes great for multigenerational living, extended family, a home business, or potential rental income. The main home features 5 bedrooms, 3.5 baths, and a stunning kitchen with GE Café appliances, slate countertops, hand-painted cabinetry, reclaimed wood accents, and a custom bourbon bar great for entertaining. The detached guest house lives like its own residence with 2 bedrooms, 2 baths, an office, and a 2-car garage. Enjoy a backyard retreat with a 35,000-gallon saltwater pool, new decking, screened porch, and lush landscaping. Tankless water heaters and a whole-house generator add peace of mind. Located in the sought-after Great Bridge school district.

1149 Waters Road, South Chesapeake

$1,100,000

6 Beds ⋅ 3.1 Baths ⋅ 10618884 MLS

Stunning all white brick custom-built colonial on 3.3 acres picturesque in sought after West Landing Estates. Circular driveway. Huge 5533 sqft of living space; hardwood floors;6 bedrooms;3 full and 1 half baths;2-car attached side entry garage;upgraded kitchen with granite countertop, wall ovens and stainless steel appliances. 3 zones heating/air conditioning heat pumps (5 years young). 3-car detached garage with above office space and its own heating/cooling. Swimming pool. Dramatic two-story foyer with curved staircase. Huge ground level master bedroom with master bath. Huge deck with all brick cook-out. Well maintained and move in condition.

2325 Woodhurst Lane, South Chesapeake

$1,250,000

6 Beds ⋅ 5 Baths ⋅ 10611669 MLS

Welcome to this stunning 6-bedroom, 5-bath, 4,726 sq ft brick estate set on nearly 6 acres of serene countryside. This two-story residence offers an amazing blend of luxury, comfort, and functionality. Inside, you’ll find expansive living spaces, a well-appointed kitchen, and generously sized bedrooms designed for both privacy and togetherness. The home is ideal for entertaining, featuring an in-ground heated pool for year-round enjoyment. A land-mounted solar system adds modern efficiency, keeping energy costs low while supporting sustainable living. With plenty of room to spread out, both indoors and out, this property is a rare opportunity to enjoy refined living on a private, spacious retreat.

2700 Ballahack Road, South Chesapeake

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South Chesapeake Homes with Pool