Refine Search
Sort by
$374,900
4 Beds 2 Baths 10643554 MLS
Welcome home to this charming four-bedroom ranch featuring a spacious, open floor plan designed for comfortable living. The inviting living room is anchored by a classic brick fireplace and flows seamlessly into the dining area and kitchen, complete with a cozy breakfast nook. An oversized utility room provides additional storage and everyday convenience. The home offers four generously sized bedrooms, including a primary suite with a private ensuite bathroom. Outside, enjoy the deck and patio overlooking the large backyard. The detached garage is accompanied by a substantial bonus room, creating endless possibilities for a workshop, hobby space, home gym, recreation room, studio, or additional storage. With its functional layout and versatile spaces, this home offers wonderful opportunities both inside and out

905 Shillelagh Road, 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

$700,000
4 Beds 3 Baths 10643450 MLS
Welcome to this beautiful 4-bedroom, 3-bath home nestled on just over 3 acres in the highly sought-after Grassfield area of Chesapeake. Tucked away in a community with no HOA, this property offers the perfect blend of privacy and convenience. Relax on the spacious front porch. Inside, find soaring ceilings that create an open, airy feel in the living room. The home features a water filtration system, a beautifully renovated primary bath, and a huge flex room over the garage ideal for a media room, home office, gym, or guest space. Out back, enjoy your own private retreat with a patio and swimming pool, perfect for entertaining or unwinding after a long day. With generous indoor and outdoor living spaces, this property offers the lifestyle you've been looking for in one of Chesapeake's most desirable locations.

1116 Tundrah Court, South Chesapeake

$510,000
4 Beds 2.1 Baths 10643453 MLS
This beautifully maintained and tastefully designed 4 bedroom home in the highly sought after community of Culpepper Landing is waiting for you to call it home! At only 11 years old, it offers the peace of mind of low maintenance on your high ticket items such as HVAC, roof and windows. Not to mention, fresh paint floor to ceiling throughout, year old flooring on stairs and upstairs, the spacious front porch, dual walk-in closets in the primary bedroom and the perfect open concept downstairs living space with ample natural light and 9' ceilings. The 4th Bedroom on the main level is the perfect flex space, ideal for a home office, playroom or guest room! The golf-cart friendly community offers low maintenance living with exceptional neighborhood amenities, including a community pool, clubhouse, fitness center, playground and even a dog park! An additional benefit, a brand new elementary school is scheduled to open in 2027, tucked right inside of the neighborhood! Truly move in ready, this home offers comfort, style and convenience!

513 Simpson Lane, 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

$374,900
4 Beds 2 Baths 10643138 MLS
Wonderfully updated and absolutely meticulously maintained and spotless ranch style home with 4 bedrooms 2 baths a 2 car DETACHED GARAGE in this lovely Chesapeake waterfront neighborhood! Modest sized home that comes to life with an open concept lover's dream!! This is the perfect house for entertaining! Sprawl out on the kitchen island and enjoy hosting- make sure to invite all your friends; the driveway and backyard can hold just about anyone and anything! Exclusive access to a public boat ramp—perfect for weekend adventures on the water!! Enjoy the convenience of a dedicated laundry room, and take full advantage of the expansive, fully fenced backyard—perfect for pets, play, and outdoor gatherings. Everything in the home has been updated in the last few years. Roof, hvac, water heater, flooring, kitchen, bathrooms and all new appliances. It’s all virtually new. All that’s missing is YOU!

1089 Saint Julian Drive, South Chesapeake

$1,104,938
4 Beds 3.1 Baths 10643126 MLS
Warning: You may never want to leave home! Welcome to the Buena Vista by Kirbor Homes, where every room is designed to make everyday life feel a little more extraordinary. Whether you're hosting the holidays, cheering on your favorite team, or simply enjoying a quiet evening in, this home is ready for it all. The show-stopping kitchen is sure to become everyone's favorite gathering spot, featuring our upgraded Chef's Appliance Package, an oversized island, and plenty of room for everything from charcuterie boards to cookie decorating marathons. The open-concept layout keeps the conversation flowing from the kitchen to the dining area and great room, so no one ever misses out on the fun. When it's time to recharge, the luxurious first-floor primary suite offers the perfect escape, while the additional bedrooms and flexible living spaces provide endless possibilities for guests, hobbies, a home office, or that home gym you've been promising yourself. Step outside to the covered rear porch and imagine slow mornings with coffee, backyard cookouts, or winding down with a glass of wine as the sun sets. Located in the desirable Sanderson Estates, the Buena Vista pairs spacious homesites with the quality craftsmanship and thoughtful details Kirbor Homes is known for. This isn't just another new construction home—it's the kind of place where memories are made, traditions begin, and you'll happily volunteer to host every family gathering. Schedule your tour or Design Center appointment today and see why the Buena Vista might just ruin every other floor plan for you. Builder contract. Ask about available lender incentives!

2801 Raccoon Trail, South Chesapeake

$585,000
4 Beds 2.1 Baths 10643196 MLS
Welcome to this one of a kind custom all brick home designed for buyers who appreciate true craftmanship, architectural character, and timeless traditional design. Offering nearly 3000 sqft, 4 bedrooms and 2.5 baths, this home showcases features rarely found in newer construction, including a stunning wood spiral staircase, custom millwork, rich hardwood flooring, and 3 fireplaces that bring warmth and character throughout. This is not a builder grade flip or cookie cutter renovation, but a home built with quality, detail, and lasting charm. Outside, enjoy a private backyard retreat with a saltwater inground pool. Ideally located near local bases, shopping, dining, and major interstates, this is a rare opportunity to own a home with true character and lasting value.

913 Montebello Circle, South Chesapeake

$605,000
4 Beds 2.1 Baths 10642996 MLS
Welcome to luxury, low-maintenance living in the highly sought-after Westfield at Hickory Manor! This beautifully upgraded Galloway Model, built in 2018, offers 2,059 sq ft of stylish, thoughtfully designed living space with quality finishes throughout. The open-concept layout is superb for everyday living and entertaining, featuring spacious, light-filled rooms, an upgraded kitchen, a private primary suite, and flexible additional bedrooms. Enjoy resort-style amenities including a pool, 24-hr fitness center, clubhouse/community center, and playgrounds. Located in the sought-after Hickory School District with easy access to shopping, dining, military bases, major interstates, and more, this move-in ready home offers comfort, convenience, and lifestyle. Schedule your private showing today!

508 Cavendish Way, South Chesapeake

$729,000
4 Beds 2.1 Baths 10643077 MLS
Sitting on just under 1 ACRE escape to your own private retreat in the heart of Hickory! Nestled on a peaceful wooded setting, this beautifully maintained home offers the perfect blend of space, comfort and modern updates. Inside, you'll find souring ceilings, abundant natural light, and inviting living spaces designed for both relaxing and entertaining. Enjoy the tranquility of country style living while still being conveniently located near shopping, dining, and sought after schools. Major system updates provide peace of mind including updated heat pump, septic improvements, well and water filtration updates, gutter systems enhancements, oversized shed, extended driveway offering ample space for boat or RV storage, and a generator hookup. This property combines rural charm with everyday practicality. Whether you're hosting guests, enjoying quiet mornings outdoors, or simply looking for more privacy and space, this property offers a rare opportunity to enjoy the best of Chesapeake.

1740 Land Of Promise Rd Road, South Chesapeake

$949,608
4 Beds 3.1 Baths 10643106 MLS
Welcome to the Kentland by Kirbor Homes; where your Pinterest board finally gets to come to life! Designed for the way you really live, this home offers the perfect blend of style, comfort, and flexibility. With a luxurious first-floor primary suite, spacious open-concept living, and room to spread out upstairs, there's a place for everyone (and everything). The chef-inspired kitchen is ready for everything from holiday feasts to takeout nights, featuring our upgraded Chef's Appliance Package, a large center island, and plenty of space to gather. The great room is designed for game nights, movie marathons, or simply relaxing after a long day. Located in the sought-after Sanderson Estates, you'll enjoy spacious homesites, beautiful surroundings, and the quality craftsmanship Kirbor Homes is known for. Whether you're entertaining friends, hosting family, or just enjoying a quiet morning coffee on the porch, the Kentland is ready to fit your lifestyle. Come see why your next chapter deserves a home this fun to live in! Contact Listing Agent to schedule a tour or appointmnet at our design center today! Builder contract. Ask about Lender incentives!

1516 Cedarville Court, 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

$540,000
4 Beds 2 Baths 10642998 MLS
Welcome to 233 Downing Drive, where everyday living feels easy, comfortable, and connected. Set in Chesapeake’s Tunbridge Station, this 4-bedroom, 2-bath home offers approximately 2,046 square feet with an open floor plan designed for gathering, relaxing, and enjoying time at home. Start your mornings in the bright all-season room, host dinner with room to spread out, then step outside to your own backyard retreat. The above-ground pool is surrounded by Trex decking, creating the perfect setting for summer afternoons, weekend cookouts, and unwinding with friends. When the day slows down, the hot tub conveys and is ready for quiet evenings under the stars. The detached workshop with power gives you space for projects, storage, hobbies, or tools. Inside, enjoy a first-floor bedroom and full bath, updated kitchen, refreshed baths, walk-in attic, pantry, and flexible spaces. With a fenced backyard, attached 2-car garage, and thoughtful updates, this home is ready for its next chapter.

233 Downing Drive, South Chesapeake

$580,000
4 Beds 3 Baths 10642916 MLS
Retreat to the expansive second-level primary suite, featuring a private sunroom, spacious loft, luxurious garden tub, separate tiled shower, and beautiful cherry hardwood flooring. The main level offers three additional bedrooms, two full bathrooms, and a generous sunroom complete with a built-in bar—perfect for entertaining or relaxing. Enjoy 3.16 acres of peaceful outdoor living, featuring a barn, chicken coop, and storage shed, offering endless possibilities for hobbies, animals, or gardening. Major updates provide peace of mind, including a new roof (2017), two-zone HVAC system (2020), and water heater (2023). Fresh interior paint throughout and brand-new downstairs carpet make this home truly move-in ready. Welcome Home!

2600 Saint Brides Road W, 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

$550,000
4 Beds 2 Baths 10642398 MLS
Welcome to 529 Royal Grant Drive in the desirable Cheshire Meadows area of Chesapeake. This well-maintained 4-bedroom, 2-bath ranch offers approximately 2,064 square feet of living space with a comfortable layout, office/study, finished room over the garage, and attached 2-car garage. The updated kitchen features granite countertops and stainless appliances, along with cathedral ceilings, skylights, a wood-burning fireplace, updated bath tile and fixtures, new interior paint, updated exterior vinyl trim, new exterior doors, and a new garage door and opener. The backyard is perfect for relaxing or entertaining with a deck, patio, privacy fence, storage shed, and salt system in-ground pool with new liner. Conveniently located near Great Bridge schools, shopping, restaurants, and commuter routes. A wonderful opportunity in a sought-after Chesapeake location. Listed at $550,000.

529 Royal Grant Drive, South Chesapeake

$1,750,000
4 Beds 4 Baths 10642797 MLS
Set at the end of a quiet Hunters Ridge cul-de-sac, this custom brick estate rests on three private, gated acres, held by a single owner since its 2006 build. Beyond its 5,707 square feet of main finished living space, the home offers approximately 1,800 additional square feet of year-round conditioned space. A two-story foyer with a curved staircase opens to formal rooms and a two-story great room with a see-through gas fireplace. The island kitchen features granite, stainless, and a wet bar. The primary suite is a private retreat with a tray ceiling and a spa bath with a soaking tub. A temperature-controlled pool room, a rarity in Hunters Ridge, holds a heated pool beneath vaulted, skylit ceilings for year-round swimming and entertaining. A detached guest suite of about 715 finished square feet adds a kitchenette and full bath, ideal for extended family or long-term guests. A three-car garage, brick-pillar drive, pergola with hot tub, and patios complete the grounds.

2505 Sylvia Court, 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

$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

$535,000
4 Beds 2 Baths 10642565 MLS
Welcome to this charming brick-front ranch offering 3 bedrooms plus a spacious room over the garage that can serve as a fourth bedroom, home office, hobby room, or flexible living space. Situated on just under an acre, this property provides an expansive backyard with plenty of room to enjoy outdoor activities, gardening, or simply relaxing.Unwind on the inviting front porch or entertain on the large composite back deck overlooking the generous outdoor space. Inside, the open-concept kitchen and family room create a comfortable gathering area, while the formal living and dining rooms provide additional space for entertaining or everyday living. The attached garage is equipped with a mini-split system, offering year-round comfort and added versatility for a workshop, home gym, studio, or other uses. With its spacious layout, flexible living areas, and expansive lot, this home offers a wonderful blend of comfort, functionality, and outdoor enjoyment. 2024 Gutter shudder gutters, 2022 closed crawl dehumidification system/polly vapor barrier system. 2019 Trane a/c unit, upgraded w/trane clean air effects package w/reme halo bacteria eliminator & ac duct work. 2025 Landscape lighting.

940 Saddleback Trail, South Chesapeake

$630,000
4 Beds 2.1 Baths 10642546 MLS
Space, comfort, and quality updates come together in this 4-bedroom, 2.5-bath home in Upton Farms. A welcoming wraparound porch leads to an open floor plan with hardwood floors throughout the main living areas. The kitchen features granite countertops, stainless steel appliances, a large island, coffee bar area, bay window breakfast area, and backyard views from the sink. It opens to the spacious family room with a natural gas fireplace and abundant natural light. Upstairs offers a convenient laundry room and a beautifully renovated primary suite with marble tile, heated towel rack, and spa-inspired finishes. Enjoy outdoor living on the multi-level Trex deck with a pergola-covered saltwater hot tub, established herb and vegetable gardens, mature Japanese maples, and a rare Camellia. Come see why this home is one you’ll remember long after your visit.

923 Blackthorne Dr, South Chesapeake

$370,000
4 Beds 2.1 Baths 10642424 MLS
Welcome to this exceptional end-unit luxury townhome, original owner bought as the community's model home. Built in 2014 and thoughtfully upgraded throughout, Thomason Trail offers nearly 1,900 square feet of living space, combining timeless finishes with everyday comfort. You'll appreciate the warmth of rich hardwood flooring, abundant natural light, and the attention to detail that sets this home apart. The kitchen is designed to impress, featuring granite countertops, ample cabinetry, a pantry and an open layout that flows seamlessly into the main living and dining areas. All of the mechanicals have been recently updated to include hot water heater 2026. Ceiling fans in every room plus custom wood blinds provide both style, privacy and comfort. One of the home's most distinctive features is the versatile loft, complete with custom built in shelves. Minutes from Greenbrier for shopping and restaurants you won't want to miss this opportunity.

1601 Thomason Trail, South Chesapeake

$619,900
4 Beds 2.1 Baths 10641071 MLS
Welcome home to this stunning like new construction in the highly sought-after Great Bridge School District! Move-in ready and thoughtfully designed, this beautiful home offers the freedom of no HOA and all the modern finishes today's buyers are looking for.Step inside to discover a bright, open-concept floor plan perfect for both everyday living and entertaining. The spacious first-floor office provides an ideal work-from-home space or flex room to fit your lifestyle. The gourmet kitchen is sure to impress with elegant quartz countertops, a classic subway tile backsplash, white shaker cabinetry, and a full stainless steel appliance package.Throughout the home, crown molding adds a touch of sophistication, while the energy-efficient tankless water heater provides modern convenience. Retreat outdoors to enjoy the fully fenced backyard, perfect for pets, play, or relaxing evenings. Make this home yours today.

1229 Waters Road, South Chesapeake

$640,000
4 Beds 2.1 Baths 10641989 MLS
Welcome to the popular Wells Model in Hickory Manor, offering 4 bedrooms, 2.5 baths, and a versatile upstairs loft. This home features exceptional storage throughout, including a double-door pantry, hall closet, under-stair storage, two upstairs linen closets, and dual closets in the spacious primary suite. The oversized 8-foot-long island has quartz countertops, perfect for entertaining and everyday living. 9-foot ceilings throughout bring in abundant natural light, with unobstructed southern and western exposures. Upstairs, the primary suite offers double closets, dual vanities, a soaking tub, and a separate shower. Three additional bedrooms, a full bath, and a conveniently located laundry room complete the second floor. Additional features include a 50-amp outlet in the garage, ideal for EV charging. Hickory Manor is conveniently located near Edinburgh shopping in top-rated Hickory school district and provides neighborhood pool, clubhouse, fitness center, park, and lawn maintenance.

445 Middleton Way, South Chesapeake

$619,900
4 Beds 2.1 Baths 10642204 MLS
Built in 2018 and showing like new, this stunning 4-bedroom home is a must-see! Situated on a beautiful lot backing to a wooded area, the backyard is an entertainer’s dream, featuring a paver patio and an in-ground salt water pool for relaxing or hosting family and friends.The chef’s kitchen opens seamlessly to the spacious family room, creating an ideal layout for everyday living and entertaining. Custom built-ins add both style and functionality, while the mudroom/drop zone provides convenient organization.Upstairs, the versatile loft offers endless possibilities as a sitting area, playroom, home office, or media space. Generously sized bedrooms provide comfort for everyone, and additional features include a whole-house backup generator and a 3-car garage.Meticulously maintained and reflecting true pride of ownership, this exceptional home is ready for its next owners to enjoy.

3637 Kathys Way, South Chesapeake

$995,000
4 Beds 3.1 Baths 10641759 MLS
Experience the a blend of luxury, space, and country charm in this stunning 2026 new construction home situated on a picturesque 3-acre lot where horses are welcome. Offering approximately 2,957 square feet of thoughtfully designed living space, this two-story home features 4 spacious bedrooms, 3.5 baths, and an open-concept floor plan great for both everyday living and entertaining. Step inside through the impressive entry foyer and discover 9-foot ceilings on both the first and second floors, smooth drywall finishes, craftsman trim, and quality finishes throughout. The heart of the home is the expansive kitchen featuring granite countertops, a large center island, walk-in pantry complete with cabinetry and countertop workspace, breakfast nook, and seamless flow into the spacious family room with an inviting electric fireplace. A dining room, private office, and convenient mudroom provide additional flexibility for today's lifestyle. The luxurious first-floor primary suite offers generous walk-in closets and a spa-inspired bath with a double vanity, tile flooring, tiled shower, and linen closet. Upstairs, you'll find three oversized bedrooms, each with walk-in closets. The front bedroom includes its own private bath, while the two rear bedrooms share a convenient Jack-and-Jill bath. A spacious loft/game room with durable LVP flooring creates a space for recreation, media, or a second living area. Built for comfort and efficiency, this home includes an elevated slab foundation, premium vinyl lap siding, architectural shingle roof, attached two-car garage, dual-zone HVAC systems, a high-efficiency 50-gallon heat pump water heater, conventional septic system, and pre-wiring for Ethernet and Wi-Fi. Relax on the front or rear concrete porches while enjoying peaceful country views, all while being just minutes from shopping, dining, and everyday conveniences. This exceptional property offers the best of both worlds—modern amenities, quality craftsmanship, and the freedom of country living on your own 3-acre retreat.

1630 Taft 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.