Refine Search
Sort by
700 Remington Drive, South Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10629893 MLS
Fully renovated and move-in ready, this stunning home blends modern updates with everyday comfort in a highly sought-after neighborhood. Redesigned kitchen is a true chef’s delight, featuring abundant storage, stylish finishes, open-concept layout that flows seamlessly into the main living space. Elegant LVP flooring throughout, a cozy fireplace, and a bright, inviting interior filled with natural light. All bathrooms have been thoughtfully updated, with the primary bath showcasing a luxurious standalone soaking tub for a spa-like retreat. Major systems have been upgraded for peace of mind: roof, HVAC, and water heater are all less than 3 years old, and windows are approximately 7 years old. Outside, the extended driveway provides ample space, ideal for RV or additional parking. A detached shed conveys as-is for added storage. Ideally located near highways, top-rated schools, parks, shopping, and dining, this home offers both convenience and lifestyle. Hurry will go fast.

700 Remington Drive, South Chesapeake

420 Cobblewood Bend, South Chesapeake
$269,999
2 Beds ⋅ 1 Baths ⋅ 10629358 MLS
Welcome home! Beautifully updated 2-bedrooms, 1-full bath located in desirable Cobblewood community! New roof 2024, new HVAC 2024, new water heater 2024, fresh interior paint, new solar panel 2024 loan to be paid off by seller at closing a tremendous amount of savings in your electric bill! This well maintained home offers comfortable living with a functional layout, spacious bedrooms and plenty of natural light throughout. Enjoy a spacious backyard great for entertaining, featuring a firepit and plenty of room to relax. Property also includes a remodeled detached shed currently being used as an additional bedroom/bonus space. (not included in finished square footage). Great opportunity for a first time homebuyer looking for extra flex space and outdoor living. Schedule your showing today before it's gone! No HOA.

420 Cobblewood Bend, South Chesapeake

825 Loblolly Court, South Chesapeake
$545,000
4 Beds ⋅ 2 Baths ⋅ 10628521 MLS
Crafted with forever-home intention and workmanship, where refined design and quiet luxury unfold in every detail. This is not just a Great Bridge ranch, it’s THE Great Bridge Ranch! This home has been thoughtfully reimagined with uncompromising quality - all new windows, new kitchen, new bathrooms, new exterior doors, even new ductwork - No expense was spared, and no detail was overlooked. At its heart, the kitchen invites both gathering and indulgence, featuring custom soft-close cabinetry, gleaming quartz counters, and a suite of GE Café appliances. Top-tier LVP flooring flow seamlessly, complemented by new plush bedroom carpets and elegant ceramic baths, each fully reimagined, even the bedroom closets, each with their own custom closet system. Out back a private sanctuary awaits: an expansive paver patio, covered gazebo, new workshop with full electrical, and a vinyl privacy fence create an atmosphere made for slow mornings and enchanting evenings. Welcome to your forever home!

825 Loblolly Court, South Chesapeake

1014 Weeping Willow Drive, South Chesapeake
$529,900
4 Beds ⋅ 2 Baths ⋅ 10628591 MLS
Wonderful lovingly cared for 4br/2ba brick ranch in the sought after Hickory School District. Established neighborhood with low turnover, huge eat-in updated kitchen w/stainless steel appliances and gas stove, cathedral ceiling in large great room w/gas fp, updated baths, FROG is 4th BR, lots of walk-in floored attic storage, laminate flooring throughout. Beautifully landscaped with lots of shrubs and flowers. Welcome to the backyard oasis with summer vibes written all over it! Fenced backyard, extensive patio, and 18' above ground pool. The 20 x 24 detached garage with porch and attic, complete with a sink, lots of outlets, and 50 amp hookup your for RV/camper with extra concrete for up to 36' rv parking. Move-in ready! Owner is Agent.

1014 Weeping Willow Drive, South Chesapeake

420 Las Gaviotas Boulevard, South Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10628020 MLS
The living is easy in this beautiful 4 bedroom home in highly sought Las Gaviotas! This popular floor plan has great flow and offers formal living & dining rooms. The cook will love the large, light & bright, eat-in kitchen with pantry, granite countertops, gorgeous tiled backsplash, stainless appliances including gas range with double ovens. The spacious family room is sure to be the hub of this home with a charming decorative fireplace and easy access to the outdoors. Retreat to your primary bedroom suite with his & hers walk-in closets and double sink vanity in the primary bath. Enjoy the serene park-like setting of your big backyard overlooking the 17th & 18th holes of the Chesapeake Golf Club. The pergola covered deck and patio are perfect for entertaining. Lovely neutral decor throughout. Don't miss!

420 Las Gaviotas Boulevard, South Chesapeake

700 Lacy Oak Drive, South Chesapeake
$336,000
3 Beds ⋅ 2.1 Baths ⋅ 10626634 MLS
See Fireworks from this beautifully maintained, original owner, inviting home offers a flexible layout w/two primary suites. One on the first floor and another upstairs, both featuring tray ceilings. The first floor showcases attractive LVP flooring and a comfortable living space designed for everyday living and entertaining. Major update includes a full HVAC system replacement in 2025. Generously sized bedrooms provide plenty of space to relax. Enjoy the private, side fenced patio with a small storage shed, perfect for outdoor seating or extra storage. One assigned parking space is located directly in front of the unit, along with convenient guest parking. Ideally located in the heart of Greenbrier near Chesapeake City Park, shopping, restaurants, Town Center, hospitals, and major conveniences.

700 Lacy Oak Drive, South Chesapeake

1243 Kidbrooke Street, South Chesapeake
$688,000
4 Beds ⋅ 3 Baths ⋅ 10616455 MLS
Welcome to Riverview Landing in Chesapeake, VA, where the 2,748 sq ft Hadley model offers stylish living with open spaces, a functional kitchen featuring quartz countertops, stainless steel appliances, gas cooking, and a large center island, plus a bright sunroom, cozy gas fireplace, and a flexible room for a home office or playroom. This home includes a main-level guest suite, upstairs loft, luxurious primary suite with a spa-inspired bath and walk-in closet, two more bedrooms, and convenient laundry. Enjoy a vibrant community with walking trails and a fire pit, just minutes from beaches, festivals, and everything Virginia has to offer-making it the perfect place to live, relax, and entertain. Incentives with use of preferred lender!

1243 Kidbrooke Street, South Chesapeake

649 Crestfield Drive, South Chesapeake
$728,635
4 Beds ⋅ 3.1 Baths ⋅ 10615188 MLS
This versatile ranch offers 4 bedrooms to suit your lifestyle. The main level includes 3 bedrooms, with a spacious owner’s suite featuring a large walk-in closet, soaking tub, and separate walk-in shower. The open-concept living area has a generous kitchen with an oversized island for seating and casual dining. The space above the garage will be finished as a 4th bedroom suite with full bath. Fenced backyard backs to mature tree line with large rear patio. Seller offers up to $10,000 in closing cost assistance with preferred lender—ask agent for details. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. This home can be move-in ready in May! Photos & Video are of a previously completed home, finishes and upgrades vary.

649 Crestfield Drive, South Chesapeake

1111 Annie Olah Crescent, South Chesapeake
$767,000
4 Beds ⋅ 3.1 Baths ⋅ 10628755 MLS
Gorgeous home in sought after Olah’s Landing. This spacious property offers 4 bedrooms 3.5 baths, attached 3 car garage. The inviting family room features gas FP & is wired for surround sound, perfect for cozy nights in. FROG & dedicated first floor office provide flexible living & working space. The chef’s kitchen is a standout, complete w/stainless steel appliances, gas range, double ovens that are ideal for cooking & entertaining. An in-law suite w/private en-suite bath adds convenience for guests or multi-generational living. The primary suite includes his-&-hers closets, tray ceiling, dual vanities, & a luxurious tile shower. Two additional BRs share a Jack & Jill bath. Enjoy outdoor living in the fenced backyard that backs to a wooded greenbelt for added privacy. The yard features a covered patio, plus a pergola w/hot tub, creating an exceptional space for relaxation & entertaining. A sprinkler system & well help maintain the lawn with ease. Call today!

1111 Annie Olah Crescent, South Chesapeake

1026 Woodwind Way, South Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10626225 MLS
A great opportunity to call this well priced, well cared for all brick retreat in Kemp Woods your Home! Situated on a sizable cul-de-sac lot, 1026 Woodwind Way provides a great flow with 4 bedrooms, 2.5 baths and double staircases. A bright, welcoming 2-story foyer greets your guests and opens to both an office/music room and the formal dining room. The family room is the true heart and hearth of the home, opening seamlessly to the eat-in kitchen and out to the deck for easy indoor-outdoor living. The spacious kitchen includes stainless steel appliances, center island, custom countertops, backsplash and breakfast nook. The second level includes a primary suite with walk-in closets and a jetted tub, plus 3 additional bedrooms. A renovated hall bathroom, an abundance of storage, permanent attic stairs and a 2-car garage add everyday ease. The large, fenced backyard and storage shed handle the rest. Minutes to I-64, Bypass-168, Greenbrier dining, shopping, ice skating and more.

1026 Woodwind Way, South Chesapeake

417 Granada Drive, South Chesapeake
$527,500
4 Beds ⋅ 2.1 Baths ⋅ 10624615 MLS
Beautiful 4-bedroom, 2.5-bath brick ranch home located in the desirable Las Gaviotas neighborhood. This home features stunning LVP flooring throughout and a spacious primary bedroom with a walk-in closet. Recent updates include a brand-new roof and garage door (2026). Step outside and fall in love with the updated deck, complete with a ceiling fan and lighting under your covered porch, perfect for relaxing or entertaining while overlooking a private, wooded backyard along the Elizabeth River tidal canal. This home offers the perfect combination of comfort, updates, and peaceful outdoor living. NO FLOOD INSURANCE required! Encapsulated crawlspace with dehumidifier. Community amenities feature a pool, clubhouse, and golf course access; membership is required.

417 Granada Drive, South Chesapeake

2100 Saint Brides Road W, South Chesapeake
$1,125,000
5 Beds ⋅ 3 Baths ⋅ 10619785 MLS
If you’ve been waiting for a home that truly stands apart, this is it. Custom built and perfectly positioned on approximately 3.5 private acres, this property offers peaceful country living just minutes from Edinburgh, shopping, dining, and top-rated schools. Enjoy wide-open skies, stunning star-filled nights, and the privacy you’ve been searching for. Inside, the open floor plan is designed for comfortable living and effortless entertaining. The spacious primary suite is a true retreat, while generously sized secondary bedrooms provide room for everyone. A hidden bonus room adds unique character and charm. Step outside to your backyard oasis featuring a heated saltwater pool and screened porch—great for relaxing or hosting. With 3.5 acres, there’s room to add a detached garage, workshop, in-law suite, or even a pickleball court. Priced below two recent appraisals, this is exceptional value in a rare setting. Homes cared for at this level — in this location — rarely become available.

2100 Saint Brides Road W, South Chesapeake

526 San Pedro Drive, South Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10630387 MLS
Hurry to see this beautiful home located on the golf course in sought after Las Gaviotas. You will love the white updated eat in kitchen with stainless steel appliances, an island, generous cabinets, granite countertops and open to the den. This home has a formal foyer, office, dining room, den with lovely views and wood stove. The room over the garage is very large with high ceilings. 100% of this giant room is usable. Plus there is a spacious primary bedroom with a dream bathroom and large closet with a surpise inside. Enjoy the covered deck with space for your TV, a bump out to grill your dinners and not be under the covered area, the most fabulous tree house for the littles to enjoy. The deck is gated and the back yard fenced. All with shady views of the rolling golf course. Vinyl siding is insulation, Well pulp connected to sprinkler system, large garage that is painted and ready for you, and a real laundry room and not a laundry closet. Come take a look at your next home.

526 San Pedro Drive, South Chesapeake

401 Pelican Circle, South Chesapeake
$610,000
4 Beds ⋅ 2.1 Baths ⋅ 10630242 MLS
This meticulously maintained 4-bedroom, 2.5-bath home offers approximately 2,400 square feet of living space and is truly move-in ready. The open layout features a gorgeous kitchen with granite countertops, a family room with fireplace, formal dining room, and a formal living room. The spacious primary suite includes a beautifully updated bath with dual sinks and a large walk-in closet. Enjoy entertaining in the large backyard with an in-ground saltwater pool, a huge deck, and stunning landscaped grounds. So many upgrades have already been taken care of for the next homeowner, including new flooring (2019), new blinds (2020), and updated door hardware, switches, outlets, and ceiling fans (2021). Other notable updates: roof (2019), zoned HVAC (units replaced in 2015 and 2018 and serviced twice a year), water heater (2019), salt generator (2019), and more. Fantastic location close to shopping, dining, and highways.

401 Pelican Circle, South Chesapeake

1017 Winchester Way, South Chesapeake
$549,900
4 Beds ⋅ 2.1 Baths ⋅ 10629177 MLS
Welcome Home to your new palace in the serene neighborhood of Kemp Woods! This rare opportunity to own a One Owner, meticulously maintained all brick ranch in a highly sought after area of Chesapeake does not come around often. Enter inside to the foyer and great room that lead into a formal dining room on one side and a large living room ahead. The living room is adorned by a large brick gas log fireplace, skylights and cathedral ceilings. The large Kitchen offers stainless steel appliances and a breakfast area. Large Laundry room includes a deep sink and separate half bath. The primary bedroom and Ensuite is located at the back of the home for privacy. Two other spacious bedrooms and full bath complete the layout on the main level. The large fourth bedroom is located above the garage. Outside you will find lush landscaping, a massive backyard and rear wooden deck equipped with seating areas. Centrally located between 168 and Va. Beach makes this neighborhood even more desirable

1017 Winchester Way, South Chesapeake

1449 Scoonie Pointe Drive, South Chesapeake
$475,000
3 Beds ⋅ 2.1 Baths ⋅ 10626787 MLS
Welcome to elegant living in this beautifully maintained 3-bedroom, one owner home offering 2200 sq ft in the highly desirable Eagle Pointe 55+ community. Step inside to find brand new luxury vinyl flooring throughout the main level, complemented by soaring cathedral ceilings that create an open and airy feel. The first-floor primary suite offers comfort and convenience, featuring new carpet and a private ensuite bath. Upstairs, you'll find two additional spacious bedrooms along with a bright and inviting loft, filled with natural light. Major updates include a brand-new energy efficient furnace and AC. Enjoy a true resort style lifestyle with access to The Eagle Pointe Bay Club amenities, including a social room, billiards room, library, catering kitchen, indoor & outdoor pools, a fitness center and a relaxing hot tub. This is low-maintenance living at its finest in a vibrant, amenity rich community. Come see for yourself- You won't want to leave.

1449 Scoonie Pointe Drive, South Chesapeake

1112 Turtle Rock Trce, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10628948 MLS
Corner lot living in the heart of Greenbrier! This 3-bedroom, 2.5-bath home offers a spacious and connected main level with LVP flooring throughout. The circular floor plan links the living room, dining area, kitchen, and den for easy everyday living and entertaining. The living room includes a wood-burning fireplace, while the kitchen features stainless steel appliances, an island with seating, generous counter space, and a dedicated coffee bar and wine rack area. A rear-facing window provides views of the fenced backyard with a paver patio. Upstairs, the primary suite includes an ensuite bath with a jetted tub and ceramic tile walk-in shower. Convenient access to Greenbrier City Park, shopping, dining, and interstates.

1112 Turtle Rock Trce, South Chesapeake

1955 Canning Pl, South Chesapeake
$435,000
3 Beds ⋅ 2.1 Baths ⋅ 10624944 MLS
Stunning, lakefront one owner and barely used luxury townhome in Hickory school district. Incredible community amenities include ponds and trails, an impressive clubhouse nearby with 24 hour gym access, pool, playground, outdoor grill area! You'll love the daily sunsets over the lake from your spacious rear patio. Tall ceilings, lvp flooring in living area that lets the natural light pour in. Gourmet kitchen with quartz tops, full stainless appliance package including gas range, large bar great for entertaining. Owners' suite boasts lake views and walk in closet along with ensuite bath with double vanity and shower with glass enclosure. Close to nature but easy access to shopping and dining at the same time. This is the lifestyle you've been looking for, welcome home!

1955 Canning Pl, South Chesapeake

1312 Bunker Ridge Arch Unit B, South Chesapeake
$315,000
3 Beds ⋅ 2 Baths ⋅ 10624415 MLS
Welcome home to your new condo in Greenbrier! Located just minutes from I-64, this single living level condo boasts 3 bedrooms and 2 full baths, including a primary suite with attached bathroom. You’ll love the cathedral ceilings and open living space that really take advantage of the expansive layout. The kitchen has seen plenty of updgrades including countertops, newer fridge, and high-end dishwasher. Enjoy the convenience of in-condo laundry with a full size washer and dryer hookup tucked just off the kitchen. With newer LVP flooring, a lovely electric fireplace, and tons of natural light from both the windows and skylights you’ll immediately feel the serenity of this end-unit condo. Don’t wait, schedule your private showing today!

1312 Bunker Ridge Arch Unit B, South Chesapeake

1049 Olmstead Street, South Chesapeake
$630,000
4 Beds ⋅ 3 Baths ⋅ 10628943 MLS
Looking for a home that feels brand new and professionally staged? This 2021 Hudson was upgraded with no expense spared, blending modern comforts w/ high-end luxuries. Step into the sun-filled foyer w/ soaring ceilings & to your left behind glass French doors, a magazine-worthy office w/ custom built-ins. Proceed into the vaulted, open-concept living area flowing into the dining area & chef’s kitchen with massive stone island, farmhouse sink, touch faucet, double oven, LG fridge & ample storage. Main-level guest bedroom w/ moody full bath offers convenience. Upstairs has a second large living area, size-able secondary bedrooms, a spa-like primary suite w/ dual showers & 2 custom walk-in closets. Picture coffee on the front porch swing & sunsets over the pond from the screened-in porch. Live the good life on 0.20 acres in Culpepper Landing w/ pool, clubhouse, playgrounds, dog park, year-round events & minutes to shopping, dining, golf, bases, I-64 & zoned for Deep Creek schools.

1049 Olmstead Street, 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.

Copyright 2026 NCRMLS. All rights reserved. North Carolina Regional Multiple Listing Service, (NCRMLS), provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. NCRMLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of NCRMLS.

How much is your home worth?

Get instant property value now!