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$290,000
3 Beds ⋅ 2 Baths ⋅ 10650500 MLS
Welcome home to this charming 1,224-square-foot home with a comfortable layout and plenty to offer. Inside, you'll find an updated kitchen and bathrooms, inviting living spaces, and a home that's been freshly cleaned and is ready for its next chapter. A little fresh paint gives the new owner an easy opportunity to add their own style. Outside, enjoy a manageable yard and convenient driveway parking. Whether you're buying your first home, downsizing, or looking for an investment, this one is worth a look!

2502 Livesay Road, South Chesapeake
$799,900
4 Beds ⋅ 2.1 Baths ⋅ 10650499 MLS
The Aspen Barndominium! Customize this 4b/ 2.5b barndo with your style, colors and finishes with the builder. Stunning Covered Front Porch leads to the Open Great Room designed with 18ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen with Stainless Steel Appliances, granite counters, tile backsplash, and walk-in pantry. Large Primary with huge walk-in closet and Spa-like Bathroom. Large laundry room, mudroom with lots of storage space and wash area. Bedrooms 2, 3, 4 share a bathroom with rec/bonus space. Best spot may just be the huge covered back porch with lovely nature views and access from the kitchen great room. Pics of previously built Aspen and may show upgrades. Listing price includes Turn-Key Cost to build with a Construction Loan including cost of Land, Well, Septic, and Land Development.

2907 Seven Eleven Road, South Chesapeake
$329,900
4 Beds ⋅ 2 Baths ⋅ 10650493 MLS
Beautifully renovated 4-bedroom, 2-bath home in desirable Western Branch! The gorgeous new kitchen features soft-close cabinetry, granite countertops, stainless steel appliances and recessed lighting. Both bathrooms have been beautifully updated, along with new flooring, fresh paint, fixtures and finishes throughout. Major improvements include a NEW roof, NEW windows, NEW HVAC system with NEW ductwork, and NEW water heater—giving buyers the best of both a stylish renovation and extensively updated major systems. Detached garage offers additional storage or flex space. Conveniently located in the sought-after Western Branch school district with easy access to interstates, military bases, shopping and dining. Move-in ready with the big-ticket updates already done!

1628 Gaff Road, West Chesapeake
$755,166
3 Beds ⋅ 2.1 Baths ⋅ 10650490 MLS
Welcome home to the Reba floor plan by Kirbor Homes, situated on a picturesque 1+ acre cul-de-sac lot in Sanderson Estates! This 3-bedroom home offers a tranquil backdrop featuring scenic views of a neighboring pond and mature trees. Inside, enjoy a functional design complete with a spacious main-level layout with a spacious kitchen, breakfast area, and great room, along with an oversized 2-car garage with plenty of extra storage space. Low-maintenance living is made simple with a low HOA dedicated solely to community amenity maintenance. Great location just minutes from shopping, restaurants, and easy access to roadways to all areas of Coastal VA and NC. Serene views and room to spread out—schedule your consultation today to personalize your home details!

MM Raccoon (Reba On 16-3) Trail, South Chesapeake
$275,000
3 Beds ⋅ 2 Baths ⋅ 10650488 MLS
Fantastic opportunity for Investors, or anyone looking to expand their real estate portfolio. This charming home features three generously sized bedrooms and two full bathrooms, offering a functional layout with plenty of potential. This home is being sold AS IS. The Seller and the Listing Firm make no representations or warranties regarding the condition of the property or any improvements thereon.

3019 Roundtable Drive, South Chesapeake
$380,000
4 Beds ⋅ 2 Baths ⋅ 10650484 MLS
Move-in ready and beautifully refreshed! This vacant 4-bedroom Chesapeake home has been thoughtfully updated from top to bottom, featuring a new roof (2025), HVAC (2026), water heater (2021), new LVP flooring, new carpet in all four bedrooms, renovated bathrooms, new kitchen appliances and custom cabinetry, new interior and exterior doors, updated GFCI outlets in the kitchen and bathrooms, and new light fixtures throughout. Enjoy the added curb appeal of a freshly repaved driveway and new framing around the left front window. Inside, a newly installed decorative TV wall with backlighting creates a stylish focal point for entertaining and relaxing. Located in the convenient Western Branch area, you're close to shopping, dining, recreation, schools, and major Hampton Roads routes. With major updates already completed and easy showings available, this home is ready for you to move in and make it yours! Schedule your showing today?this one is ready to impress

3116 Dunworken Drive, West Chesapeake
$879,000
4 Beds ⋅ 3 Baths ⋅ 10650413 MLS
Nestled on a quiet cul-de-sac lot on 3 private acres in one of South Chesapeake's most coveted neighborhoods, this 4-bedroom, 3-bath home offers timeless luxury and exceptional craftsmanship. The main level features a 2-story foyer, formal dining room, dedicated office, fully renovated full bath with flex room for a possible 1st-floor bedroom or in-law suite. A beautiful new kitchen with amazing quartzite countertops, Viking appliances , and a handmade Shaws fireclay sink opens to a large sunlit living room & sunroom. Upstairs, the primary suite features a walk-in closet and a stunning Carrara marble bath. Three additional bedrooms, a fully renovated hall bath, and a massive bonus room over the garage offer flexible room for a possible 5th bedroom or media space. Notable upgrades include new carpet up/new wide plank oak floor down, all bath & kitchen fixtures by Lefroy Brooks/Perrin & Rowe, custom blinds, geothermal HVAC 2023. Full update list in photos & uploaded to MLS.

517 New Zealand Reach, South Chesapeake
$400,000
3 Beds ⋅ 1.1 Baths ⋅ 10650403 MLS
Prime Commercial Potential! Located in the Fast-Growing Southwest Corner of Portsmouth Blvd. & Jolliff Rd. Corridor of Chesapeake across from The Grove At Western Branch & Amazon Processing Center. This Property has been Designated for Commercial Development, Additional Adjoining Acres Available Boarding Hotels, across from Lowes Home Improvement, Cracker Barrel, 7-11, Navy Federal, etc. Just Block from I-664 Interstate & Chesapeake Sq. Mall. Property is being Sold in "AS IS" Condition, Info is as per City Records; Value is in the Land

4908 Portsmouth Boulevard, West Chesapeake
$688,900
5 Beds ⋅ 3 Baths ⋅ 10650242 MLS
Proudly offered by its original owner, this beautifully maintained 5-bedroom, 3 bathroom home is a rare opportunity in one of the area's most desired neighborhoods. The thoughtfully designed floor plan features a spacious downstairs bedroom and full bath, ideal for guest or multi-generational living along with a Great room, well-appointed kitchen, dining room, and flex room. Upstairs you will find 4 additional generous sized bedrooms, including the primary suite with a beautifully updated bathroom and large closet. Enjoy gathering with family and friends in the inviting family room complete with a built-in bar. Start your mornings on the welcoming front porch and unwind in the evenings on the spacious back patio, perfect for outdoor dining, entertaining, or simply relaxing. Find out why Warrington Hall is one of the most desired communities with all of its amenities including: pool, playgrounds, ball fields, and tennis courts.

816 Poquoson Crossing, South Chesapeake
$195,000
3 Beds ⋅ 1 Baths ⋅ 10650346 MLS
Spacious 3 bedroom, 1 bath home located in Chesapeake offering great potential for investors or buyers looking to add their personal touch. Features include a spacious backyard, functional layout, and convenient access to shopping, dining, major roadways, and local amenities. Opportunity to renovate and customize to fit your vision

901 Page Court, South Chesapeake
$399,900
4 Beds ⋅ 2 Baths ⋅ 10650357 MLS
Fully remodeled in 2018. This contemporary open floor plan has 2 large living areas and 2677 sqft! Kitchen has tons of cabinets, lots of cabinet space and opens to a large living area. Huge primary first floor bedroom with walk in closet and extra large primary bath. Stainless appliances, recessed lighting, lvp flooring, hat pump 2018 walk in attic, oversized living area with contemporary fireplace, large pantry with barn doors, circular driveway, lots of curb appeal. Move in ready! Lots of room to unpack and relax.

2218 Vicker Avenue, Central Chesapeake
$470,000
4 Beds ⋅ 2 Baths ⋅ 10650269 MLS
Welcome to your new chapter, in this 4 bedroom, 2 bath ranch-style home situated on a massive 0.46 acre lot in the sought out Great Bridge school district. This move- in ready home has been freshly painted with new carpet and LVP flooring throughout. The room over the garage is massive and can serve as the 4th bedroom, man cave, home office or play room. Discover the perfect blend of comfort and space when you step in the open family room that has a wood burning fireplace and opens up to the huge kitchen that is full of natural lighting.The eat-in kitchen has a stainless steel stove, new stainless steel dishwasher, a nice size pantry and tons of natural light from the big Bay window. The master bedroom is huge with a large walk-in closet and a fully renovated bathroom with granite counter tops and all new fixtures. This home also features a 2 car garage with a new garage door and spacious driveway for your boat/ RV parking. We can't forget about the huge, privacy fenced in backyard with endless possibilities for your future cookouts, new pool or family gatherings. The well and shed convey as-is. Call today for your private showings!

900 Saddleback Trail Court, South Chesapeake
$570,000
4 Beds ⋅ 2.1 Baths ⋅ 10649934 MLS
Wonderful home located in the desirable Joliff Woods neighborhood. This 4 bedroom, 2.5 bath offers approx. 2,710 square feet of living space. Situated on a generous size corner lot. Screen Porch and rear yard is completely fenced. Seller took care of all the big ticket items. Downstairs hardwood floors have just been refinished. New Windows & Slider Doors 2020, Brand New Upstairs HVAC systems, All Exterior Composite Trim, Leaf Filter Gutter Guards, & more. Conveniently located with easy access to the Southside & Peninsula, military bases, shipyards, dining, and shopping.

4700 Harlequin Way, West Chesapeake
$594,757
4 Beds ⋅ 3.1 Baths ⋅ 10650309 MLS
This beautifully maintained 4-bedroom, 3.5-bath home offers generous space for the whole family - including a second bedroom with its own En suite, perfect for guests or multi-generational living. The primary suite easily accommodates a king size bed, includes his and her closets for effortless organization, and a jetted tub for some needed relaxation. Recent updates include a newer HVAC system (Fall 2021) for year-round peace of mind. Enjoy movie nights with home theater wiring already in place in both the family room and loft. Outside, the well-maintained yard shines - and the private landscape well keeps your greenery lush and your flowers blooming - while saving on water bills. Still need space? You’ll love the extra storage tucked in the attic, garage, and under the stairs. Additionally, the garage has a side entrance and a convenient utility sink. The Culpepper Landing community enjoys its own swimming pool and clubhouse, a dog park, and multiple playgrounds.

3136 Sybilla Street, South Chesapeake
$400,000
4 Beds ⋅ 3.1 Baths ⋅ 10649784 MLS
Welcome home to this inviting two-story home nestled in the heart of Chesapeake! Featuring 4 spacious bedrooms and 3.5 bathrooms, including a private en suite bedroom, this home offers plenty of room to spread out and feel right at home. The thoughtfully designed layout includes a pantry for extra storage and convenient pull-down attic stairs. Step outside and enjoy your own backyard retreat, complete with a fully fenced yard and above-ground pool—great for sunny days, entertaining, or simply relaxing at home. A Tesla charger adds an extra touch of modern convenience. With so much to offer inside and out, this Chesapeake gem is ready for its next chapter—come make it yours!

1129 Hazel Avenue, Central Chesapeake
$530,000
5 Beds ⋅ 2.1 Baths ⋅ 10649924 MLS
Make this your first stop! This spacious home sits in a sought-after area and offers an incredible amount of space for the price. Featuring a large custom kitchen, generous living areas, and a huge deck for entertaining, this home has plenty of room to make it your own. One of the larger homes in the area, it backs directly to a wooded portion of Oak Grove Lake Park, creating a private backyard setting with direct access to running and biking trails. With a fantastic location, tons of square footage, and endless potential, it's hard to find this much home at this price point.

1152 Crystalwood Circle, South Chesapeake
$320,000
4 Beds ⋅ 1.1 Baths ⋅ 10649849 MLS
Welcome home to this well-maintained 4-bedroom, 1.5-bath ranch in the heart of Chesapeake! This move-in ready home offers a updated bathroom, replacement windows, and an inviting layout perfect for everyday living. Major updates include HVAC approximately 5 years old, crawlspace repairs completed within the last 5 years, updated appliances. Enjoy the spacious fenced backyard featuring a deck added in 2021 and a detached 12’ x 24’ garage/workshop, ideal for hobbies, storage, or a home workshop. Conveniently located near shopping, dining, schools, and major interstates, this home is ready for its next owner. Don’t miss this opportunity—schedule your private showing today!

340 Gracie Road, Central Chesapeake
$285,000
3 Beds ⋅ 2 Baths ⋅ 10650160 MLS
Say hello to 1810 Martin Avenue!! This cute-as-a-button ranch in Chesapeake's Sheridan Heights is ready for its next chapter. This home was updated in 2024 with a new HVAC system, roof, hot water heater, kitchen counters, appliances, and more! Conveniently located near shopping, dining, and interstates, making for an easy commute.

1810 Martin Avenue, Central Chesapeake
$724,900
4 Beds ⋅ 2.1 Baths ⋅ 10650037 MLS
Resort-style living at the pinnacle of a premier Great Bridge cul-de-sac! This striking 3,600 sqft waterfront estate reveals a rare staycation lifestyle on a sprawling 0.68-acre lot. Step inside to an interior flooded with light, soaring ceilings, skylights, and a jaw-dropping stone fireplace. Over $60K was invested in seamless wood floors sweeping continuously across both levels. The main layout leads to a gourmet kitchen with white cabinets, quartz countertops, and a massive smart touchscreen refrigerator. Upstairs, a humongous primary suite awaits with a deep jacuzzi soaking tub. The backyard is a show-stopping private oasis on a tranquil pond: float in your 32K-gal saltwater pool with a brand-new liner, or entertain under the monumental 19x26 covered pavilion with dual refreshment fridges. End your nights stargazing in the brand-new 4-person hot tub. Absolute peace of mind with a brand-new architectural roof on the home and both storage workshops. Assumable 1.75% VA loan ($268K).

801 Aston Place, South Chesapeake
$379,000
4 Beds ⋅ 2.1 Baths ⋅ 10650302 MLS
Spacious 4-bedroom, 2.5-bath home in a convenient location with easy access to all of Hampton Roads. The updated kitchen features stainless steel appliances, shaker-style cabinets, granite countertops, and a walk-in pantry. The first floor also includes a dining room, living room, and bonus room that can be used as a second sitting area, home gym, playroom, or office. Upstairs, all four bedrooms are located together, including a primary suite with an updated ensuite bath and double-sink vanity. All bathrooms have been updated with tiled showers and modern finishes. Outside, enjoy a fenced backyard and back deck. Attached garage provides convenient parking and storage.

224 Dexter Street E, Central Chesapeake
$1,699,000
4 Beds ⋅ 3.1 Baths ⋅ 10649536 MLS
Rare luxury estate on 23.10 private acres in Chesapeake. This 3,224 sq ft, 4-bedroom custom home combines high-end finishes, acreage privacy, and a massive 30x80 climate-controlled detached building. Premium kitchen with 10-ft island, Electrolux refrigerator/freezer with trim kit, double wall oven with sous-vide, gas cooktop, microwave drawer, quartz surfaces, pot filler, and 45-inch sink. Primary suite features vaulted ceiling, Brazilian White Santorini leathered quartzite, freestanding Kohler tub, and oversized 6x4 tiled glass shower with rain, wall, handheld heads, and built-in ledge. Upgrades include Everlast siding, GAF Ultra HDZ roof, 2-zone dual-fuel Trane heat pumps, two Rinnai tankless water heaters, 1,000-gal propane tank, generator transfer setup for future Generac, black aluminum fencing, premium insulated cedar-tone garage doors, Ring security, French White Oak flooring, and wooded trails. Rare turnkey luxury with land, privacy, flexibility, and premium infrastructure.

3959 Bunch Walnuts Road, South Chesapeake
$350,000
4 Beds ⋅ 2.1 Baths ⋅ 10649850 MLS
Welcome to Dawnee Brooke Trail. This home is priced below market value. Needs TLC. Wonderful opportunity to renovate and make it your own. Similar type homes selling in the mid 400's. Sold As-Is.

1912 Dawnee Brook Trail, South Chesapeake
$649,900
4 Beds ⋅ 2.1 Baths ⋅ 10650131 MLS
Welcome to 1004 Fairway Drive, where thoughtful updates, great outdoor space, and a golf course backdrop come together! Inside, you’ll find engineered hardwood flooring and a beautifully renovated kitchen completed in 2024, including updated appliances, plenty of storage, and not one—but two pantries. The primary bath features a tiled shower for an updated, polished feel.Step outside to an iron-fenced backyard that backs directly to the golf course, giving you a beautiful view and an open feel beyond the yard. An irrigation system powered by its own well makes keeping the landscaping looking its best a breeze, while the storage shed adds even more functionality.And don’t overlook the garage! At approximately 460 square feet, this heated and cooled space offers so much more than parking—whether you need a workshop, home gym, hobby space, or simply want comfortable year-round storage. With major updates already completed and a location that’s hard to beat welcome to your new home!

1004 Fairway Drive, South Chesapeake
$565,000
4 Beds ⋅ 2.1 Baths ⋅ 10650235 MLS
Say hello to this meticulously maintained, one owner, 4 bedroom home in the heart of Great Bridge! From the minute come through the doors you can feel the love and memories in the walls. The kitchen offers plenty of storage, granite countertops, and a convenient eat in breakfast area overlooking your own backyard oasis perfect for entertaining! The backyard features a sparkling inground pool, spacious storage shed, and plenty of room for guests and even your furry companions to enjoy. Lovingly cared for by its original owners, this home is ready to welcome its next owners. Come make it your own and start creating memories that will last for years to come!

619 Bartell Drive, South Chesapeake
$300,000
3 Beds ⋅ 2.1 Baths ⋅ 10650175 MLS
This home features new carpet, has been freshly painted throughout and is located near shopping, dining, schools and parks. Schedule your showing today and see all this home has to offer!

1940 Martin Avenue, Central Chesapeake
$935,000
4 Beds ⋅ 3.1 Baths ⋅ 10650231 MLS
Prepare to be captivated! With a cool, contemporary flair and a spectacular waterfront setting, this one-of-a-kind residence is truly unlike anything else. Positioned on a coveted cul-de-sac with sweeping 270-degree views of the Western Branch of the Elizabeth River, this 4-bedroom, 3.5-bath contemporary home is an entertainer's dream and private retreat in one. With nearly 5,000 square feet of living space, soaring ceilings, expansive windows for tons of natural light, 3 fireplaces, high-end appliances, and a sauna-shower create an atmosphere of effortless sophistication. outside you will find expansive decks, lush landscaping, and an inground pool overlooking the river. Designed for unforgettable gatherings, sunset cocktails, or peaceful mornings by the water, this home is freshly painted inside and out, with a new 2026 architectural shingle roof and newer HVAC systems. systems. Highly desired schools. Must see property you will want to make your own!

3604 Harding Drive, West Chesapeake
$565,000
4 Beds ⋅ 3 Baths ⋅ 10650209 MLS
An incredible opportunity to own right in the heart of Great Bridge. This property has many standout features. Enjoy 300 amp service to the home and 50 amp service to the side driveway. Bring your recreation vehicles with ease! The luxury of two primary bedrooms, offering room for multigenerational living or a guest retreat. Check out the additional garage with endless possibilities. Workshop, mancave, home gym, extra storage. 2 Hot water heaters - 2018.2 driveways, far right 50 amp service. Home is wired for 300 amp service. Dehumidified & Vapor Barrier in crawl.2 year old gas pack. Exterior doors & Anderson sliding glass door - 2023A home offering this combination of space, flexibility, parking, and electrical capacity is a rare find.

213 Britwell Drive, South Chesapeake
$497,500
5 Beds ⋅ 3 Baths ⋅ 10650190 MLS

4624 Westborough Drive, West Chesapeake
$429,999
3 Beds ⋅ 2.1 Baths ⋅ 10649872 MLS
Low-maintenance living awaits in this rare detached 3 BR, 2.5 BA Greenbrier condo. Enjoy a 2-car garage, fully fenced backyard, & primary en-suite and laundry on the first-floor. The open kitchen to main living area with gas fireplace. Additional flex room great for a home office, or media room. Recent 2025 updates include a new HVAC, granite counters with subway tile backsplash, LED recessed lighting, and more; washer/dryer replaced in 2021. Association handles exterior care; roof, siding, power washing, termite prevention, and front yard maintenance. Conveniently near Town Center, grocery stores, dining, parks, farmer markets & easy interstate access. This home blends convenience, comfort, and low-maintenance living beautifully.

808 Monroe Court, South Chesapeake
$716,000
4 Beds ⋅ 3 Baths ⋅ 10650119 MLS
Welcome to Patriot’s Ridge! This beautiful Cumberland ranch offers 4 bedrooms, 3 full baths, and 2,289 sq ft of inviting living space. The open-concept layout features a spacious great room, well-appointed kitchen, dining area, and covered rear porch. The private owner’s suite includes two walk-in closets and porch access. Three additional bedrooms provide plenty of space for everyone. A wonderful home in a desirable community! Sought after Hickory School district!

104 Henry Jefferson Way, 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.