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852 Dawson Circle, South Chesapeake
$780,000
5 Beds ⋅ 4 Baths ⋅ 10635990 MLS
Luxury living at its finest! This beautiful home offers over 3,700 sqft of thoughtfully designed living space featuring 5 bedrooms and 4 full baths. The private first-floor ensuite is perfect for guests or multigenerational living. Upstairs, you’ll find 4 additional bedrooms, including a stunning primary suite featuring a spa-like bath and a large walk-in closet. 3 of the secondary bedrooms also include walk-in closets, along with a convenient Jack-and-Jill bath layout.Designed for entertaining and everyday living, this home boasts top-of-the-line appliances, expansive living areas, and a beautiful sunroom overlooking the oversized, fenced backyard, patio and a relaxing hot tub. The charming wraparound porch adds an incredible curb appeal to this beautiful home. The floor plan offers versatility and functionality throughout, with flexible spaces you are sure to appreciate. A truly exceptional property you do not want to miss.

852 Dawson Circle, South Chesapeake
424 Rebel Road, South Chesapeake
$550,000
4 Beds ⋅ 3 Baths ⋅ 10636707 MLS
VERY NICE HOME IN LOVELY NEIGHBORHOOD. ALL BRICK 4BR 3 BATH RANCH, ON 1/2 ACRE LOT, HRDWD FLRS, FROG IS 4TH BR, BR'S HAVE CARPET REPLACED IN '20, NICE SUNROOM AND LRG COMP DECK W/GAS HOOKUP. SS APPLIANCES IN KIT, BATHS HAVE BEEN UPDATED. AC, CRAWL SPACE WORK AND NEW ELECT PANEL IN '26, NEWER GAR DR OPENER, DISHWASHER, FANS, AND FAUCETS. HOT TUB WORKS, CONVEYS "AS-IS". CHECK OUT THE HIGH RANKING SCHOOL DISTRICT, HOME IS IN A GREAT LOCATION. CLOSE TO RESTAURANTS, ENTERTAINMENT AND HIGHWAYS. GREAT BRIDGE HAS ALWAYS BEEN A SOUGHT AFTER AREA TO LIVE IN.

424 Rebel Road, South Chesapeake
424 Rose Garden Ln, South Chesapeake
$474,000
4 Beds ⋅ 2.1 Baths ⋅ 10636652 MLS
Nestled in the charming Rose Garden Estates, this beautiful 4-bedroom, 2.5-bath home, built in 2012, offers privacy and space. Backing to lush shrubs, you'll enjoy a peaceful backyard. The home features a large open-concept floor plan, with beautiful flooring and a cozy fireplace great for relaxing. The spacious kitchen boasts granite countertops and stainless steel appliances, plus a large 2-car garage for all your storage needs. The luxurious master suite features a beautiful walk-in closet, a sizable tub, a separate shower, and a double-bowl vanity—perfect for your daily retreat

424 Rose Garden Ln, South Chesapeake
201 Andiron Arch, South Chesapeake
$545,000
5 Beds ⋅ 2.1 Baths ⋅ 10635829 MLS
Welcome to this beautifully maintained home on a spacious corner lot backing directly to a city park, offering the perfect blend of privacy, outdoor space, and neighborhood charm. Chosen by the current owners for its ideal setting and room for kids to play, this home offers both comfort and functionality throughout. Inside, you’ll find a large kitchen with plenty of space for gathering and entertaining, along with a dedicated office and formal dining room for added flexibility. Several bedrooms are generously sized, including the oversized room across from the primary suite, previously used as a playroom. Located in the highly sought-after Grassfield High School district, residents also enjoy HOA amenities including a community pool and rentable clubhouse for events and gatherings. Thoughtful updates over the years make this home move-in ready and easy to enjoy from day one

201 Andiron Arch, South Chesapeake
941 Painted Lady Place, South Chesapeake
$644,900
4 Beds ⋅ 2.1 Baths ⋅ 10634473 MLS
This home shows pride of ownership located in sought after Grassfield area! This spacious 4 bedroom, 2.5 bath home offers an open & inviting layout filled w/ natural light. The first floor features an eat in kitchen open to the living room, formal dining area, guest half bath, & a flexible sitting room can be used for a home office, playroom, or study. Upstairs you'll find a large primary suite with tray ceilings, a custom walk in closet, and beautifully updated shower, and 3 additional bedrooms and convenient second floor laundry. Enjoy the benefit of solar panels that will be paid off at closing, helping keep utility costs low while you enjoy all this home has to offer. Step outside to your private backyard oasis featuring an inground saltwater pool, patio & oversized lot backing to woods. Updates include kitchen appliances 2024-2025, pool pump & filter 2022, salt cell 2025, pool light & diving board 2026, carpet 2021, well & sprinkler system, 3rd driveway & backyard walkway 2022

941 Painted Lady Place, South Chesapeake
2213 Springdale Road, South Chesapeake
$319,900
3 Beds ⋅ 1 Baths ⋅ 10634003 MLS
REMODELED, NEW TILE IN BATHROOM, NEW BATHROOM VANITY, NEW GRANITE KITCHEN COUNTER TOPS, NEW FLOORS, NEW FIXTURE LIGHTS AND MUCH MORE.

2213 Springdale Road, South Chesapeake
331 Appaloosa Trail, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10632128 MLS
Welcome home to a home where comfort, style, and space come together beautifully! This charming 4-bedroom, 2.5-bath home has been thoughtfully updated with brand new flooring and stunning granite countertops, creating a fresh, modern feel throughout. Step inside to find a warm and inviting layout. The spacious kitchen flows effortlessly into the main living areas, making it easy to gather with family and friends. Upstairs, you’ll find generously sized bedrooms, including a relaxing primary suite designed for comfort at the end of the day. Out back, enjoy your own private retreat with a large fenced-in backyard. This home truly checks all the boxes. Don’t miss your opportunity to make it yours—schedule your private showing today!

331 Appaloosa Trail, South Chesapeake
503 Esterview Lane, South Chesapeake
$540,000
3 Beds ⋅ 2.1 Baths ⋅ 10630875 MLS
Fresh, updated, and completely move-in ready in Westfield at Hickory Manor—this 3 bedroom, 2.5 bath home built in 2020 offers a bright, open layout with modern finishes, fresh paint throughout, and thoughtful updates that stand out from the moment you walk in. The spacious living area is filled with natural light and flows seamlessly into the kitchen, featuring ample cabinet space, a pantry, and plenty of room for everyday living and entertaining. The primary suite offers a comfortable retreat with a walk-in closet and private bath, while two additional bedrooms provide flexibility for guests, a home office, or additional living space. Step outside to enjoy the patio space along with the convenience of an attached garage, all within a community that offers a clubhouse, fitness center, playgrounds, and walking trails close to shopping, dining, and major roadways. Don’t miss your chance, ask for our video tour or schedule your in-person showing today before it’s gone.

503 Esterview Lane, South Chesapeake
2469 Leytonstone Drive Unit 106, West Chesapeake
$227,000
2 Beds ⋅ 2 Baths ⋅ 10630188 MLS
Welcome to beautiful Kings Pointe ! Just a convenient quick walk from an assigned parking space through a covered breezeway to open-concept living with 9 foot ceilings & newer LVP flooring (2023). Enjoy the refreshing community swimming pool this summer and take advantage of grilling with friends on the pool deck. Located in the Western Branch area of Chesapeake near restaurants and shops - plus easy access to I-664. Vacant and move-in ready !

2469 Leytonstone Drive Unit 106, West Chesapeake
616 Appaloosa Trail, South Chesapeake
$306,500
4 Beds ⋅ 2 Baths ⋅ 10629952 MLS
Easy Fixer Upper. Very Nice 1-Level Ranch Home with ROG and Attached Garage. 4 bedrooms and 2 full baths. HVAC 2018 and roof in 2018. Great Backyard. PRICED BELOW MARKET VALUE. . **Perfect for Handyman, Investor or Landlord. **Selling As-Is. No Contingencies. Cash Preferred.

616 Appaloosa Trail, South Chesapeake
1729 Ark Royal Road, South Chesapeake
$380,000
3 Beds ⋅ 2.1 Baths ⋅ 10627700 MLS
Stunning tri-level townhome-style condo in the highly desirable Bryan’s Cove waterfront community in Grassfield. The main living level offers an open-concept layout with LVP flooring, seamlessly connecting the kitchen, dining, and living areas—perfect for entertaining. The kitchen features stainless steel appliances, island, and easy access to the deck, along with a convenient powder room. Upstairs, the spacious primary suite includes a walk-in closet and private bath, plus two additional bedrooms, a full hall bath, and a laundry area. Enjoy resort-style living with community amenities including a pool, clubhouse, fitness center, dog parks, playgrounds, and private beach access.

1729 Ark Royal Road, South Chesapeake
304 Quail Meadow Drive, South Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10625715 MLS
Charming 3 bedroom, 2 full bathroom ranch-style home situated on a generous 0.288-acre lot, offering over 1,400 square feet of living space in Chesapeake. This home features a functional single-level layout, an attached garage, and a spacious yard perfect for outdoor enjoyment, gardening, or future enhancements. Some TLC is needed, making it ideal for investors, renovators, or anyone eager to build equity and customize a home to their taste. This property is full of promise, don’t miss the chance to make it your own! Call today for more information and to schedule your tour!

304 Quail Meadow Drive, South Chesapeake
3216 Farange Drive, South Chesapeake
$535,000
4 Beds ⋅ 2.1 Baths ⋅ 10624338 MLS
$10,000 IN CLOSING COST ASSISTANCE OFFERED... use it to lower your rate or your cash to close. The spacious front porch overlooking the neighborhood park welcomes you to this beautiful home. Inside, tall ceilings and natural light create a bright, open feel with a layout designed for both everyday living and gathering. The kitchen flows into the main living area, while formal living and dining spaces offer flexibility for offices or additional living. Upstairs, four bedrooms include a spacious primary suite with two walk-in closets and a soaking tub. The large room over the garage adds versatility for a guest space, playroom, or media room. With new HVAC, new carpet, and access to neighborhood amenities, this home offers comfort, flexibility, and a setting that stands out.

3216 Farange Drive, South Chesapeake
4936 Apricot Way, West Chesapeake
$387,900
3 Beds ⋅ 2.1 Baths ⋅ 10619178 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake

4936 Apricot Way, West Chesapeake
301 Lomond Loop Unit 24, South Chesapeake
$912,971
2 Beds ⋅ 2 Baths ⋅ 10561975 MLS
Located in the highly desired Edinburgh neighborhood in Chesapeake, Tara Preston Homes presents an exquisite newly constructed 55+ Custom single family home. Although this new construction has not been built yet, it allows you the freedom to tailor exterior selections, paint colors, cabinets, countertops, and flooring to your taste. Boasting two spacious bedrooms and two full baths, this luxurious home is 2,005 sq. ft. Revel in the tranquilityof a tucked away neighborhood while still enjoying the convenience of shopping, dining, and easy Chesapeake Bypass access just minutes away. Lawn and flowerbed maintenance with irrigation and community common area with large gazebo and fire pit included with HOA dues. Only awaiting a 6 month build time. 1 year builder warranty and 5 year structural warranty included. Welcome home to The Cottages at Edinburgh.

301 Lomond Loop Unit 24, South Chesapeake
444 Fleming Circle, South Chesapeake
$464,000
4 Beds ⋅ 3 Baths ⋅ 10639032 MLS
Welcome to this well-maintained Chesapeake home tucked away on a cul-de-sac! Offering approximately 2,100 square feet of living space, this versatile property features 4 bedrooms, 3 full bathrooms, and plenty of room to fit your lifestyle. Inside, you’ll find fresh paint, abundant storage, and a flexible floor plan that includes a flex room, formal dining room, and a family room. The spacious eat-in kitchen offers ample cabinetry and storage, making meal prep and entertaining a breeze. One of the home’s standout features is the converted garage, creating a large additional living area complete with a full bathroom. This versatile space could serve as a second primary suite, guest quarters, media room, playroom, or whatever best suits your needs. Situated on a generous 0.4-acre lot, the expansive backyard provides endless opportunities for outdoor entertaining, gardening, or simply relaxing. Conveniently located near shopping, dining, schools, and major commuting routes.

444 Fleming Circle, South Chesapeake
733 Whisper Walk, South Chesapeake
$330,000
3 Beds ⋅ 2.1 Baths ⋅ 10638717 MLS
Beautifully located on the lake, this home includes part of the lake within its property lines. There is a spacious 1st-floor primary suite with walk-in closet, sun-filled full bath, including a large jetted tub & separate shower. Two additional BRs & a full bath are found upstairs. The loft area is used as one of the two upstairs BRs which currently overlooks the great room below with its cathedral ceiling and wall of windows. The trex-style deck overlooks the beautiful lake and includes a nice awning for those sunny afternoons. Easy access to the bulkheaded lake affords great fishing. The lot is huge (over 1/4 AC) and extends well to the right beyond the wood fence in the backyard (see plat map in listing documents). Being sold AS IS, seller believes all mechanicals and basic structure to be in good condition, but there are cosmetic repairs needed and updates to the kitchen and baths which will bring its new owner greater value. Similar homes have sold for $385K and $406K.

733 Whisper Walk, South Chesapeake
908 Landing Creek Drive, South Chesapeake
$395,000
4 Beds ⋅ 2 Baths ⋅ 10638505 MLS
Welcome to Deep Creek Landing in Chesapeake! This 4-bedroom, 2-bath home offers flexible living spaces and thoughtful updates throughout. Features include a bright sunroom, a wood-burning fireplace, and a finished room over the garage (FROG) great for a variety of uses. The kitchen has been updated with modern appliances, and both bathrooms have been renovated. Enjoy the front porch and a layout that provides both comfort and functionality. Move-in ready and conveniently located, this home is a great opportunity to own in an established neighborhood. Some listing images contain AI generated virtual staging. Call or click today to schedule a showing!

908 Landing Creek Drive, South Chesapeake
3120 Joseph Avenue, Central Chesapeake
$280,000
4 Beds ⋅ 2 Baths ⋅ 10637310 MLS
WELCOME HOME TO THIS CHARMING RANCH STYLE RESIDENCE IN THE HEART OF CHESAPEAKE! THIS HOME OFFERS 4 BEDROOMS, 2 FULL BATHROOMS, AND 1,220 SQUARE FEET OF COMFORTABLE LIVING SPACE, IT IS THE PERFECT BLEND OF FUNCTIONALITY AND AFFORDABILITY. CALL TODAY TO SET UP A SHOWING. LAWN MOWER AND CAMPER DO NOT CONVEY.

3120 Joseph Avenue, Central Chesapeake
1440 New Mill Drive, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10636897 MLS
Gorgeous four bedroom home in the desirable Country Club Meadows community. Large windows throughout fill the home with natural light, creating a bright and inviting atmosphere. The main level offers a charming sitting area, a sunlit dining room, and a cozy living room with a fireplace. At the center of it all, the open kitchen features beautiful white cabinetry and stainless steel appliances. Upstairs, the primary suite includes a walk-in closet and a private ensuite bath, while three additional bedrooms are generously sized with ample closet space. Head outside to a spacious, fully fenced backyard featuring a covered patio and plenty of space for outdoor entertaining, gardening, or play. You'll also enjoy the attached garage providing additional storage and everyday convenience.

1440 New Mill Drive, South Chesapeake
716 River Hollow Court, South Chesapeake
$650,000
5 Beds ⋅ 3 Baths ⋅ 10636740 MLS
WELCOME HOME! Check out this beautiful 5-bedroom, 3 full bath ranch tucked away on a cul-de-sac! This spacious home features an open floor plan with gorgeous hardwood floors, a cozy gas fireplace, a large kitchen with granite countertops, stainless steel appliances and pantry. The main level offers 4 bedrooms and 2 full baths, while the second floor includes an additional bedroom, loft, full bath and a sizable walk-in attic that provides abundant storage or the potential to be converted into additional living space — perfect for guests, a private retreat or multi-family living! Additional features include a 2-car garage, lawn irrigation/sprinkler system, surround sound in the living room and CAT 5 wiring. Enjoy the large backyard complete with a paver patio and firepit, ideal for entertaining. No HOA, POA or flood insurance required. Seller is offering 3.25% VA assumption to VA buyers with substitution of eligibility. Call now for your private tour!

716 River Hollow Court, South Chesapeake
1519 Rodgers Street, Central Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10635930 MLS
Welcome to this stunningly remodeled home in the heart of South Norfolk Historic District, where classic charm meets modern sophistication. Featuring 3 bedrooms and 2 fully updated bathrooms, this home offers comfort, style, and functionality at every turn. From the moment you enter, you'll appreciate the open feel and designer touches, tall shaker-style cabinetry, sleek quartz countertops, a large statement sink, stainless steel appliances, recessed lighting, and gorgeous luxury vinyl plank flooring that flows seamlessly throughout the home. The fully renovated bathrooms provide spa-like finishes, while the spacious, fully fenced backyard offers privacy and the perfect setting for entertaining or relaxing evenings outdoors. A detached garage adds both convenience and versatility. Meticulously maintained and thoughtfully updated, this home is truly turnkey. Simply move in and enjoy.

1519 Rodgers Street, Central Chesapeake
222 Sparrow Road, Central Chesapeake
$356,000
3 Beds ⋅ 1 Baths ⋅ 10635388 MLS
Tucked away on Sparrow Rd, this property offers nearly an acre of land with room to enjoy outdoor space and privacy. Recent updates include a new roof installed in July 2023 and a new washer machine added in 2026. Property currently has flood insurance approximately $700/yr and the policy is transferrable per the sellers. The property provides an opportunity for buyers looking for space, recent major improvements, and a quieter setting while still being within reach of surrounding amenities.

222 Sparrow Road, Central Chesapeake
230 Marina Reach, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10633810 MLS
Welcome to Riverwalk, nestled along the Southern Branch of the Elizabeth River, where residents enjoy a boat dock, clubhouse, swimming pool, tennis courts, biking trails, playgrounds and more. This beautiful all-brick ranch on a crawl space offers timeless charm and comfortable living. The kitchen features custom-built cherry wood cabinets and opens to a spacious great room with vaulted ceilings and a cozy gas fireplace. Step outside to a large deck flowing down to an expansive concrete patio with pergola, perfect for entertaining or relaxing outdoors. Well designed landscaping provides vibrant color year-round, creating a private backyard retreat. Come see if this exceptional house, paired with riverfront community amenities and endless fun in the sun, is the perfect place for you to call home.

230 Marina Reach, South Chesapeake
41 King George Quay, Central Chesapeake
$240,250
2 Beds ⋅ 2.1 Baths ⋅ 10633612 MLS
This 2 bedroom, 2.5 bathroom townhouse style home in Chesapeake is waiting for you! With nearly 1,300 square feet, this home is a blank slate to create your own wonderful space! The kitchen offers a eat-in area, and the living room is plenty spacious! Both bedrooms offer an en-suite bathroom. A great set up for everyday living or entertaining! Conveniently located near dining, shopping, the interstate, and more! Call today for more information and to schedule your tour!

41 King George Quay, Central Chesapeake
1068 Shillelagh Road, South Chesapeake
$180,000
2 Beds ⋅ 1 Baths ⋅ 10631936 MLS
BRING YOUR INVESTORS TO THIS ONE. TONS OF POTENTIAL. SELLING AS IS WHERE IS. SELLER MAKING NO REPRESENTATIONS OR WARRANTIES ON PROPERTY OR DWELLING.

1068 Shillelagh Road, South Chesapeake
4210 Cornland Road, South Chesapeake
$610,500
2 Beds ⋅ 2 Baths ⋅ 10631611 MLS
Set on an expansive 7.86+/- acres in Chesapeake’s desirable Hickory area, this property offers a rare blend of privacy, open space, and rural charm. The nearly eight-acre setting features a mix of wooded and open land, creating a peaceful and versatile environment ideal for a private retreat, recreation, or future potential. The 2,088+/- sq ft home is complemented by a detached garage with FROG, and separate workshop, providing comfort and functionality in a spacious countryside setting. Property will be sold at Auction on 5/20/26 at 11:00 AM, list price is starting bid only, final selling price TBD at live auction, with online bidding available. Sold as-is; seller will make no repairs. Termite and moisture inspection and home inspection reports are provided on the auction house website for informational purposes only. Pre-auction offers considered. Public preview 5/16/26 at 10:00 AM (no reservation required). Bid, Win & Sell Confidently!

4210 Cornland Road, South Chesapeake
524 Warrick Road, South Chesapeake
$628,000
4 Beds ⋅ 2.1 Baths ⋅ 10631410 MLS
Spacious and beautifully appointed, this 4-bedroom, 3,728 sq ft home in the Great Bridge School District offers comfort and style in every room. Enjoy stunning beautiful countertops in the kitchen, generous living spaces, and a layout perfect for both everyday living and entertaining. Relax on the inviting screened porch, ideal for morning coffee or evening unwinding. Located in a desirable Chesapeake neighborhood close to shopping and dining, 524 Warrick Road is the perfect blend of convenience and charm.

524 Warrick Road, South Chesapeake
516 Beecher Stowe Street, South Chesapeake
$607,500
4 Beds ⋅ 2.1 Baths ⋅ 10630895 MLS
Welcome to a home that blends timeless charm with thoughtful design and elegant detail. From the moment you arrive, the double front porches create a striking first impression Inviting you to slow down and enjoy the lifestyle this home offers. Inside, an open and light-filled floor plan showcases extensive trim work, custom built-ins, and architectural touches throughout. The main living area features a coffered ceiling and gas fireplace, while the formal dining room and eat-in kitchen provide the perfect balance of entertaining and everyday living. A secondary living space with a full built-in bookcase offers flexibility for an office, library, or lounge. Upstairs, the expansive primary suite includes vaulted ceilings, a sitting area, dual vanities, soaking tub, separate shower, and walk-in closet. Enjoy a fenced backyard with patio, all in a community with pool, parks, and more.

516 Beecher Stowe Street, South Chesapeake
608 Ravenstone Drive, South Chesapeake
$510,000
4 Beds ⋅ 2 Baths ⋅ 10630541 MLS
Welcome to 608 Ravenstone Drive—nestled in one of Chesapeake’s most sought-after neighborhoods! This beautifully maintained home offers the perfect blend of comfort, style and location. Step inside to find a warm and inviting layout designed for both everyday living and entertaining. The spacious living areas flow effortlessly, creating a bright and airy feel throughout. Whether you’re hosting friends or enjoying a quiet evening at home, this property delivers the ideal setting. The kitchen serves as the heart of the home, offering ample cabinet and counter space, perfect for preparing meals and gathering with loved ones. Generously sized bedrooms provide comfort and privacy, while the primary suite offers a relaxing retreat after a long day. Outside, enjoy a well-maintained yard with plenty of space for outdoor living—ideal for morning coffee, evening unwinding or weekend get-togethers. This home offers convenience to shopping, dining, schools and major routes.

608 Ravenstone 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.

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