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$410,000
3 Beds ⋅ 2 Baths ⋅ 10643754 MLS
Nestled in Oak Grove Meadows, this beautifully maintained, single-owner gem offers 3 bedrooms, 2 full bathrooms, and an unbeatable central location just minutes from the Chesapeake Expressway and endless dining and shopping. You are also uniquely positioned just a stone's throw from 51 acres of peaceful nature trails at the Chesapeake Arboretum. Step inside to find a completely turn-key home where all the big-ticket items are already done, boasting brand-new windows and carpet, durable 2-year-old Pergo laminate flooring, a 2022 HVAC, a 2019 tankless water heater, and a 2016 roof. The 2024 kitchen remodel features new cabinets and countertops. You will love the gorgeous, built-in sunroom that was part of the original home's construction and not a later addition. Outside, the property continues to impress with a fully fenced backyard perfect for relaxing and an oversized driveway with an abundance of parking for family and friends. This beautifully updated home is truly a rare find!

209 Rose Ash Way, South Chesapeake
$440,000
6 Beds ⋅ 3 Baths ⋅ 10643653 MLS
15K INSTANT EQUITY!!!!!!! A peaceful neighborhood in the Deep Creek area of Chesapeake with close water views and wooded scenery. This home is one of the largest homes, in the neighborhood, spacious bedrooms 6 & 3 full bathrooms. This home features a modern open layout with generous living areas and a well-appointed kitchen open for entertaining. 3 first-floor bedrooms and 1 full bath provide ideal flexibility for guests or multi-generational living while the other 3 to include the Primary bedroom on the second floor. The home has a new LVP life proof floors, New paint, New carpet, New two car driveway with a wrap around sidewalk and a generous size yard for gathering a outdoor activities. Flood Insurance of 880 yearly (Never floods) SOME CLOSING COST ASSISTANCE AVAILABLE.

421 Plummer Drive, South Chesapeake
$444,000
3 Beds ⋅ 2.1 Baths ⋅ 10643564 MLS
Welcome to your golfer’s paradise on the 14th hole of Greenbrier Country Club! Meticulously updated, this stunning home blends modern elegance with everyday comfort. Come into a breathtaking living area showcasing soaring cathedral ceilings, high-end LVP flooring, and massive, picturesque windows that bathe the space in natural light while framing panoramic fairway views. Retreat to the first-floor primary suite—a true sanctuary beautifully reimagined with contemporary, spa-like finishes. Enjoy the lifestyle in the heart of Chesapeake, conveniently located just minutes from premier dining and shopping. Don't miss this rare opportunity to live on the green! Seller offering a $2,500 appliance credit.

927 Thatcher Way, South Chesapeake
$429,900
4 Beds ⋅ 2 Baths ⋅ 10643538 MLS
Welcome home to this charming brick ranch near Summit Pointe in Chesapeake, Virginia.Brick ranch near Summit Pointe! The heart of the home is the inviting country kitchen, equipped with stainless steel appliances and plenty of space for gathering with family and friends. The standout feature is the oversized primary suite, providing a private retreat with room for a sitting area, home office, or workout space! The huge backyard features a 2-year-old above-ground saltwater pool surrounded by a wraparound deck with recess lighting, creating the ideal setting for cookouts, entertaining, and relaxing weekends at home. Spacious floor plan featuring a welcoming living room and cozy den, both complete with fireplaces, perfect for relaxing on cool winter evenings. Upgrades for peace of mind include newer paint, newer windows, newer stainless steel appliances, newer vapor barrier, newer drain line, newer roof, newer ceiling fans and 200 amp electric panel. Call today to view!

224 Essex Drive, South Chesapeake
$439,900
4 Beds ⋅ 2.1 Baths ⋅ 10643438 MLS
Welcome home to this beautifully updated 4-bedroom, 2.5-bath home offering comfort, style, and peace of mind! The inviting floor plan is perfect for everyday living and entertaining, featuring a spacious living area with an electric fireplace and an updated kitchen with an oversized quartz island, new sink, faucet, and dishwasher. Enjoy the large privacy-fenced backyard with a Leonard metal storage shed. Recent updates include professionally painted interior and garage, new front and garage entry doors, updated primary bath vanity and toilet, new primary bedroom ceiling fan, all-new CO2 and smoke detectors, and a 50-gallon water heater. Major improvements include a new roof (2020) and replacement windows (2021). See attached list for additional updates. All appliances convey. Truly move-in ready!

2521 Southern Pines Drive, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10643082 MLS
Welcome to this spacious 3-bedroom, 2.5-bath home offering over 1,900 square feet of comfortable living in the heart of Chesapeake's desirable Greenbrier area. The thoughtfully designed floor plan features generous living spaces, a welcoming great room with a fireplace, and an updated kitchen with beautiful quartz countertops that continue into the bathrooms for a cohesive, modern look. Step outside to enjoy the stamped concrete patio, added in 2021, providing the perfect space for relaxing or entertaining. Additional updates include a new HVAC system (2018), refrigerator (2024), and dryer (2026), offering peace of mind for years to come. Conveniently located within driving distance of shopping, dining, parks, Greenbrier's business district, major interstates, and military bases, this well-maintained home is ready for its next owner.

640 Sweet Leaf Place, South Chesapeake
$479,000
4 Beds ⋅ 2 Baths ⋅ 10642873 MLS
Tucked away on a quiet wooded cul-de-sac in Brandermill, this quality-built 4-bedroom, 2-bath home blends timeless charm with modern updates. New Architectural roof, new beautifully renovated bathrooms, new kitchen countertops, newer LVP flooring. Centrally located dining area creates the warm, functional heart of the home. A spacious sun-filled addition with cathedral ceiling opens to the perfect patio gathering area for cookouts and a large backyard made for entertaining, yard games and having fun with family and friends. Unwind on the spacious shaded front porch and soak in the peaceful surroundings. This home has been thoughtfully maintained, a genuine gem offering comfort, character and is convenient to schools, shopping, dining and everyday essentials. Sparkling with style and ready to welcome you home!

804 Greenspring Court, South Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10642834 MLS
This home is a Wellspring gem with valuable upgrades. The front lawn and spacious 2 car garage create a warm and inviting first impression. Inside, the thoughtfully designed first floor offers multiple living spaces including a formal living room, dining room, eat in kitchen and cozy den featuring a gas fireplace. A convenient half bath makes everyday living and entertaining a breeze. Upstairs has four generously sized bedrooms including a primary suite with vaulted ceilings. Throughout the home, you'll appreciate having no carpet and LVP in every bedroom. The deck right outside the patio door is superb for hosting, overlooking an expansive newly fenced backyard with endless possibilities for play, gardening, pets or outdoor gatherings. A storage shed provides additional space for tools and equipment. TESLA EV charger conveys. Loan is assumable.

405 S Monterey Drive, South Chesapeake
$469,000
4 Beds ⋅ 3.1 Baths ⋅ 10642809 MLS
Enjoy receiving the $41,000 equity Right Away as the recent appraisal value being $510,000.Very clean and well-maintained home just waiting for the right buyer. THIS IS PRE-APPROVED SHORT SALE SO THE BANK GUARENTEES TO ACCEPT THIS PRICE so it can be a quick and easy short sale.Selling As Is, this being short sale.Seller has the Clear Termite Letter.

1803 Honey Milk Road, South Chesapeake
$459,900
3 Beds ⋅ 2 Baths ⋅ 10642749 MLS
Welcome to this lovingly maintained, one-owner ranch-style home nestled on 3 private acres. This well-built residence has been meticulously cared for and is ready for its next chapter — offering the perfect canvas for cosmetic updates to make it entirely your own. The open, manageable layout is ideal for those seeking single-level living with room to breathe. A standout feature is the oversized detached 2-car garage/workshop, perfect for hobbyists, car enthusiasts, or anyone needing serious storage and workspace. The expansive acreage provides privacy and tranquility rarely found at this price point, with mature surroundings that create a true retreat from the everyday. Whether you are looking to personalize a solidly built home or simply enjoy the peace and space this property offers, the opportunity here is undeniable. Priced to reflect its cosmetic potential while honoring the exceptional care this home has received throughout its single ownership.

3600 Martin Johnson Road Unit RD, South Chesapeake
$425,000
4 Beds ⋅ 2 Baths ⋅ 10642702 MLS
Pride of ownership shines throughout this beautifully maintained 4-bedroom, 2-bath ranch nestled on a corner lot in the desirable Clearfield community. From the moment you arrive, you'll be welcomed by impeccable curb appeal, lush landscaping, and vibrant flower beds that create a beautiful first impression. Inside, you'll find over 2,100 square feet of comfortable living space featuring a cathedral ceiling, a cozy gas fireplace, a spacious primary suite with a private bath, and a finished room over the garage that offers endless possibilities as a home office, playroom, or flex space. Relax on the covered rear deck, enjoy the privacy-fenced backyard, and appreciate the convenience of the attached 2-car garage. No HOA! Conveniently located near shopping, dining, schools, and major commuter routes. This lovingly cared-for home is ready to welcome its next owners.

500 N Hills Drive, South Chesapeake
$455,000
3 Beds ⋅ 2.1 Baths ⋅ 10642666 MLS
Beautiful 3 bedroom 2.5 bath home in the desirable Grassfield area of Chesapeake. This home offers a spacious layout with plenty of room for everyday living and entertaining. The kitchen has lots of cabinet and counter space and opens to the dining and living areas. The primary bedroom features a private bath and a walk-in closet. Roof replaced in 2017, windows replaced in 2021 and HVAC in 2025 for added peace of mind. Step outside to a fenced backyard that's great for kids, pets, or weekend cookouts. Conveniently located near Grassfield schools, shopping, restaurants, and interstate access. Move in ready and waiting for its new owners!

440 Fleming Circle, South Chesapeake
$499,000
4 Beds ⋅ 2.1 Baths ⋅ 10642093 MLS
This beautiful home features a spacious floor plan designed for comfortable everyday living and effortless entertaining. The main level showcases an updated kitchen, beautiful hardwood floors in the main living areas, a tiled hallway, powder room, kitchen, and an oversized laundry room for added convenience. Upstairs, you'll find four generously sized bedrooms. The finished room over the garage offers exceptional flexibility and can easily serve as a fourth bedroom, game room, media room, home office, or playroom to suit your needs. Step outside to a large, fully fenced backyard featuring an expansive deck that's perfect for cookouts, outdoor dining, and entertaining. With plenty of room for kids and pets to play, this backyard is the ideal setting for relaxing, gathering with friends, and creating lasting memories.Centrally located, this home is just minutes from Greenbrier Mall, major interstates, Chesapeake Regional Medical Center, shopping, dining, and everyday conveniences. Combining space, versatility, and an unbeatable location, this move-in ready home is ready to welcome its next owners. Schedule your private tour today!

1028 Austin Drive, South Chesapeake
$487,500
5 Beds ⋅ 2.1 Baths ⋅ 10642464 MLS
Lakefront 5 bedroom home in Grassfield High and Middle School District! Fully updated $60k of premium upgrades intended for a forever home! Quiet, sought-after neighborhood. Just minutes from shopping and interstate. Large property features a 30-yrnew architectural roof, all-new hardwood floors, and a new driveway. Interior boasts an office, formal dining, eat-in-kitchen with a new refrigerator, and a family room with a fireplace. Enjoy a Master bath upgrade ($30k) and pristine Trex deck in the large, fenced-in backyard.

517 Whisper Walk, South Chesapeake
$450,000
10642036 MLS
Build-ready townhome development opportunity in Chesapeake! This 0.558-acre parcel is approved for 5 townhome units and offers a rare chance to step into an already entitled project. Zoned R-TH-1 with plans and approvals in place, saving valuable time and development costs. Appraisal, site plans, and renderings available. Great location with strong resale potential and easy access to major commuter routes.

2610 Elkhart Street, South Chesapeake
$465,000
3 Beds ⋅ 4 Baths ⋅ 10642281 MLS
BRING ALL OFFERS! ROOF IS APPROXIMATELY 4 YEARS OLD, NEW LVP FLOORING. PROPERTY SOLD STRICTLY "AS IS, WHERE IS". THE SELLER ACQUIRED THROUGH INHERITANCE AND HAS NO KNOWLEDGE OF THE CONDITION. SELLER MAKES NO WARRANTIES, REPRESENTATIONS OR GUARANTEES, EXPRESSED OR IMPLIED REGARDING WELL, SEPTIC SYSTEM OR PROPERTY IMPROVEMENTS. BUYERS SHOULD CONDUCT INSPECTIONS AND DUE DILIGENCE. .75 ACRE LOT. SELLER TO DO NO REPAIRS!

1005 Bluebird Drive, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10642085 MLS
Tucked at the end of a quiet neighborhood in the heart of Greenbrier, this home offers the perfect blend of privacy and convenience. The kitchen shines with granite countertops and stainless steel appliances, while updated bathrooms and refreshed fixtures throughout add a modern touch. Beautiful new LVP flooring flows throughout the main level, and the spacious primary suite features a private full bath. A fully fenced backyard backing to walking paths — complete with a deck and large storage shed. Smart home upgrades convey, including a Ring Camera, Ecobee thermostat, and Tesla charger! Community sidewalks make spending time outdoors easy, with playgrounds, the library, and everyday conveniences nearby. Commuters will love the quick access to military installations, top schools, major interstates, and an abundance of shopping, dining, parks, and entertainment within minutes!

1001 S Scarlet Oak Court, South Chesapeake
$424,900
3 Beds ⋅ 1.1 Baths ⋅ 10642146 MLS
Welcome home to this three bedroom two-story home located in the highly sought-after Hickory School District! Relax and unwind on the inviting covered front porch before heading inside to discover this spacious property with a two-car garage, durable laminate/LVP flooring throughout the downstairs, and a large pantry offering plenty of storage. Enjoy outdoor living on the expansive deck overlooking the fully fenced backyard with a privacy wood fence—perfect for entertaining, pets, or relaxing evenings at home. Conveniently located near shopping, dining, and major commuter routes, this home offers comfort, functionality, and an excellent location. Don’t miss this opportunity!

1128 Priscilla Lane, South Chesapeake
$484,900
4 Beds ⋅ 2.1 Baths ⋅ 10642066 MLS
Don't miss out on this beautiful well kept all brick 4 bed 2.5 bath home in Greenbrier school district. New carpet on stairs, New deck and updated primary bathroom, updated gas fireplace and surround. New garage door openers, new ceiling fans throughout, washer, dryer and refrigerator all convey. Large kitchen w/stainless appliances, lots of cabinets and pantry for plenty of storage. Family room offers a cozy feel with a gas fireplace, gorgeous bamboo floors and French doors that lead out to the new deck overlooking the massive fenced back yard with storage shed. Huge FROG as 4TH bedroom or great playroom!! Near dining, shopping, schools, interstate...

517 Three Oaks Drive, South Chesapeake
$470,000
4 Beds ⋅ 2.1 Baths ⋅ 10642136 MLS
Nestled on a spacious, landscaped corner lot in sought-after Cedar Crossing, this updated detached condo blends comfort, style, and convenience. Offering approx 2,100 sq ft, this 4-bedroom, 2.5-bath home features a spacious, light-filled floor plan w/ vaulted ceilings, crown molding, a cozy wood-burning fireplace, granite countertops, stainless steel appliances, and abundant natural light. Recent updates include luxury vinyl plank flooring throughout the living room, den, & dining room, fresh interior paint, new carpet, updated bathrooms, new wood blinds, & a new refrigerator. Garage improvements include overhead storage racks & a new garage door motor. Head outside to a private backyard, great for relaxing or entertaining. Enjoy low-maintenance living w/ exceptional community amenities, including a pool, tennis courts, & playgrounds. Conveniently located near shopping, dining, interstates, & military bases, this move-in ready home is one you won't want to miss!

500 Landmark Court, South Chesapeake
$449,000
4 Beds ⋅ 2.1 Baths ⋅ 10641959 MLS
Discover timeless charm in this beautiful, traditional home located in the heart of Chesapeake. Featuring 4 bedrooms, 2.5 bathrooms, and a spacious two-story layout, this home includes a bedroom with its own en suite bath, making it great for guests or added privacy. Gather around the cozy fireplace on cool evenings, or enjoy casual meals in the bright breakfast area. Step outside to a fully fenced backyard, great for entertaining, pets, or relaxing outdoors. Recent upgrades, including new siding and roof (2021) and a remodeled primary bathroom (2025), enhance both the home's beauty and value. An attached garage and attic complete this exceptional property. Don't miss your opportunity to make this Chesapeake gem your own!

744 Helmsdale Way, South Chesapeake
$432,400
3 Beds ⋅ 3.1 Baths ⋅ 10641733 MLS
Now accepting presale reservations, pending state condo document approval. Estimated early 2027delivery. The Caldwell plan offers a first-floor bedroom suite with flex space and one-car garage. 2 spacious owner suites are on the 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $7,500 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $12,500 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

657 Allery Road, South Chesapeake
$437,400
2 Beds ⋅ 2.1 Baths ⋅ 10641732 MLS
Now accepting presale reservations, pending state condo document approval. Estimated Fall delivery. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $7,500 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $12,500 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

670 Allery Road, South Chesapeake
$427,400
2 Beds ⋅ 2.1 Baths ⋅ 10641729 MLS
Now accepting presale reservations, pending state condo document approval. Estimated Fall delivery. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $7,500 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $12,500 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

674 Allery Road, South Chesapeake
$499,500
3 Beds ⋅ 2 Baths ⋅ 10641496 MLS
Nestled in the heart of Great Bridge, this charming home has been lovingly maintained, thoughtfully updated, and freshly painted throughout including a newer roof, HVAC system, water heater, windows, and appliances, offering peace of mind for years to come. Inside, you'll find a spacious and private primary suite complete with its own en-suite bath and private deck. A bright, all-season sunroom overlooks the backyard and opens onto a newly installed patio, creating an ideal space for relaxing or entertaining. In addition to two secondary bedrooms, the home features a versatile private flex room that can easily serve as a home office, playroom, guest room, or fourth bedroom. With flexible living spaces and numerous updates, this adorable Great Bridge home offers comfort, functionality, and charm in a highly desirable location. Quick access to shopping, restaurants & interstates – also located in the Great Bridge HS, Great Bridge Middle and Butts Road Primary School districts!

452 Warhawks Road, South Chesapeake
$424,500
3 Beds ⋅ 2.1 Baths ⋅ 10641420 MLS
Well-maintained 3-bedroom, 2.5-bath home featuring new flooring in the kitchen and bathrooms. Major updates completed in 2018 include the roof, HVAC system, range, microwave, and dishwasher. The functional floor plan offers comfortable living spaces, while the attached 2-car garage and driveway provide ample parking and storage. With key improvements already completed, this home is ready for its next owner to enjoy. Schedule your showing today!

1313 Duchess Of York Quay, South Chesapeake
$499,700
4 Beds ⋅ 2.1 Baths ⋅ 10641441 MLS
Easy Fixer Upper. GREAT NEIGHBORHOOD and Great House/Bones. Priced well below market value! **Selling As-Is. No Contingencies. Cash Preferred. **Perfect for Handyman, Investor or Landlord.

1254 Winfall Drive, South Chesapeake
$425,000
4 Beds ⋅ 2.1 Baths ⋅ 10640779 MLS
Welcome home to Knells Ridge! This 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and convenience. Inside, you’ll find a functional layout designed for everyday living, while outside, the spacious backyard provides endless possibilities for entertaining, family gatherings, or simply relaxing after a long day. Conveniently located near shopping, dining, parks, schools, and major commuter routes, this property offers a wonderful opportunity to make it your own and create the home you’ve been dreaming of.

371 Knells Ridge Drive, South Chesapeake
$423,000
3 Beds ⋅ 2.1 Baths ⋅ 10641328 MLS
This end unit townhome has been meticulously cared for by the original owners since purchasing it new in 2023. From the welcoming foyer, LVP flooring throughout the 1st floor leads to a stunning great room, which flows nicely into the dinette and gourmet kitchen that provides abundant counter space for all your kitchen storage needs. Upstairs, 3 spacious bedrooms and 2 full bathrooms provide privacy and comfort. Your luxurious owner’s suite includes tray ceilings, a generous sized walk-in closet, a double vanity sink and large stand up shower. When you live in Cardinal Meadows, you’ll love the easy access to Route 17, Cedar Road, I-64 and I-464, not to mention being located right off Cahoon Parkway puts you just minutes away from all your shopping needs at Cahoon Commons.

1607 Songbird Lane, South Chesapeake
$425,000
10640862 MLS
Gorgeous 20+ acre site in the Hickory High School district. Just app 2.4mi from the high school, 4mi from Edinburgh, 7mi from the VA/NC line and 7.8mi from City Hall. Land is cleared with some ditching in place. No access without permission from Listing Agent.

20A Head Of River Road, 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.