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$464,900
3 Beds 2.1 Baths 10648866 MLS
Experience low-maintenance living at its finest in this beautifully appointed home in the heart of Chesapeake. Built in 2019, this 3-bed, 2.5-bath residence offers a modern, open-concept design w/stylish finishes and thoughtful details throughout. The spacious main living area flows seamlessly into a well-designed kitchen. A first-floor primary suite provides comfort and convenience, while additional bedrooms offer flexibility for guests, a home office, or hobbies. Enjoy the ease of a low-maintenance lifestyle with community amenities that elevate everyday living, all in a sought-after location near shopping, dining, and top conveniences. This is the perfect blend of comfort, style, and simplicity, great for those ready to enjoy more and maintain less.

419 Heartfield Drive, South Chesapeake

$400,000
3 Beds 2.1 Baths 10649257 MLS
Welcome to 1715 Woodmill Drive, where the front yard takes care of itself. The association maintains the front landscaping, leaving the backyard yours to shape however you like, whether that's a garden, a grill setup, or a quiet spot to unwind.Three bedrooms plus a loft give you room to spread out, with the loft ready to work as an office, a reading nook, with built in cabintes. Recent updates include new flooring throughout, fresh paint, new fixtures, and a new vanity in the primary bath, along with a curbless walk-in shower that brings a clean, modern look and everyday ease. The open flow from kitchen to living makes hosting simple, whether it's a full dinner or a quiet evening at home.Minutes to shopping, dining, and I-264. Schedule your showing today.

1715 Woodmill Street, South Chesapeake

$524,900
4 Beds 2.1 Baths 10649243 MLS
2% ($10,500) Closing Cost Assistance Being Offered. Welcome to this beautifully maintained 4 bedroom, 2 and a half bath, all-brick ranch in the Grassfield School District of Chesapeake. This home features updated eat-in kitchen to include granite counter tops, stainless steel appliances (KitchenAid Refrigerator), gas range, shaker cabinets, and fresh paint. Enjoy an open layout with a very spacious great room, vaulted ceilings and a gas fireplace. French doors offer privacy to the formal dining, living room/office. Stunning bamboo floors throughout the kitchen and living areas. The large finished bedroom over the garage offers new LVP flooring, lighting, shelving, built in reading nook or can be used as a bed. Major system upgrades include TRANE HVAC system installed in 2021 with duct work replaced and system zoned in 2025. RainSoft reverse osmosis, enclosed crawl space with dehumidifier, insulated garage doors, updated vents and a newer gas water heater. Half bath located next to the mudroom/laundry room, washer & dryer to convey. New carpet in all main floor bedrooms. Enjoy outdoor living on your covered front porch or in your private fenced in backyard and deck. Expansive attic space for storage and extended driveway for additional parking. A truly move-in-ready Chesapeake home, minutes to shopping, dining, and interstate access. Please ask for the detailed upgrade list of extensive repairs and improvements. The home has been meticulously maintained with major system updates throughout.

817 Doe Run Drive, South Chesapeake

$899,999
4 Beds 3.1 Baths 10648971 MLS
Picture yourself on this idyllic front porch with your favorite rocking chairs! This gorgeous Cape Cod home sits on a peaceful 3.12-acre lot with picturesque curb appeal. At 3,381 square feet, this turnkey home is clean with fresh updates! The backyard is a total dream with a sparkling inground pool, fenced backyard + barn/workshop with a lean-to. Striking open concept features vaulted ceilings, crown molding, French doors, neutral hues & wood floors! Gourmet kitchen offers stainless steel appliances, kitchen island, breakfast bar & pantry! Head outside from the kitchen into the screened back porch to relax in the gorgeous green views. The thoughtful floor plan offers 4 bedrooms + an office with unique room selections: mother-in-law suite + a FROG + a sitting room in the Primary bedroom! Updates: 2024 Saltwater pool with heater, decking & child-safe fencing, 2026 Roof replacement w/warranty, 2023 Water Heater, 2021/2016 HVAC, Primary BR carpet, gas fireplace & freshly painted spaces!

2917 Buskey Road, South Chesapeake

$475,000
4 Beds 3.1 Baths 10649056 MLS
This home packs a punch with over 2,600 square feet of living space situated on nearly half an acre! Updated throughout, this spacious home features 4 bedrooms & 3 full bathrooms, including two private ensuites. The 1st primary ensuite has a walk-in closet, a tiled shower with dual showerheads & oversized vanity. The 2nd primary bedroom has been divided to make a 5th bedroom; both are generously sized. The kitchen is equipped with newer appliances (2025). The flexible floor plan also offers a versatile office or craft room/flex space. Enjoy the covered patio leading to the large, fully fenced backyard with a chicken coop already in place, perfect for those ready to embrace a bit of country living . The 2-car attached garage and extended driveway provides plenty of parking and additional storage. With generous living space, multiple ensuite bedrooms, thoughtful updates, and a versatile layout, this move-in-ready home has so much to offer!

429 Dupont Street, South Chesapeake

$479,900
4 Beds 2.1 Baths 10648837 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home on a desirable corner lot in a sought-after, sold-out Chesapeake neighborhood. Tucked away on a quiet cul-de-sac, this home offers a spacious contemporary floor plan perfect for everyday living & entertaining. The main level features a formal living room, dining room, den, & open kitchen with stainless steel appliances and a bright sunroom. The spacious primary suite offers beautiful skylights, abundant natural light, & a private en-suite bath with a relaxing soaking tub. Enjoy outdoor living on the large deck overlooking the expansive backyard, perfect for gatherings, grilling, or relaxing. With generous living spaces, a functional layout, & a prime location, this home is a wonderful opportunity to own in an established neighborhood with No POA & minutes from everything!

2808 Willows Arch, South Chesapeake

$800,000
5 Beds 3 Baths 10648827 MLS
Beautiful brick home in the desirable Greystone Community! This spacious home features a formal living room, dining room, two-story great room with a double-sided fireplace shared with the sunroom, and a main-level primary suite with a large ensuite bath and walk-in closet. An additional first-floor bedroom is currently used as an office, with three more bedrooms upstairs. The kitchen offers an island gas cooktop, double ovens, a microwave, and pantry. Enjoy the fenced backyard with an updated deck overlooking protected, unbuildable woodlands for added privacy. Recent updates: HVAC and furnace (2021), whole-house generator (2021), windows replaced (2022), exterior trim painted (2025), new gas cook top to be installed (2026)

917 Redleafe Circle, South Chesapeake

$580,000
4 Beds 2.1 Baths 10648376 MLS
Beautifully maintained and move-in ready, this immaculate 4-bedroom, 2.5-bath home offers 2,668 sq. ft. in the sought-after Grassfield school district. The spacious floor plan features a formal dining room, flexible office or additional living space, and an inviting family room with fireplace and custom built-ins. The family room flows into the updated eat-in kitchen, creating an open, comfortable space for everyday living and entertaining. Updated bathrooms, beautiful hardwood floors and thoughtful details throughout reflect the exceptional care this home has received. Step outside to your own backyard retreat featuring an in-ground saltwater pool perfect for relaxing, entertaining and enjoying warm summer days.

2129 Chesterfield Loop, South Chesapeake

$495,900
4 Beds 2 Baths 10648870 MLS
Tucked away in the established Deep Creek Landing community, this custom built Cape Cod offers wooded water views and the privacy so many buyers are seeking. The original owner took great care in crafting this home, with great attention to detail. A first floor primary bedroom adds convenience, while two generous upstairs bedrooms each feature large walk-in closets plus ample storage in the eaves. A finished room over the garage provides flexible space for a fourth bedroom, home office, or rec room. The attached one car garage adds ease of access. Generator, sprinkler system, and a whole house fan add peace of mind and comfort year round. This home carries all of its original character, making it a wonderful opportunity for a buyer ready to refresh and personalize. Enjoy the wooded backdrop and the quiet of this beloved neighborhood while being minutes from I-64, shopping, schools, and military bases.

934 Ferryman Quay, South Chesapeake

$613,900
3 Beds 2.1 Baths 10648705 MLS
To Be Built - Financing 5.75 rate, NO PMI! Nestled in Greenbrier, Joseph’s Meadow the newest community by renowned local builder. The Lily Cottage welcomes you w/ full front porch, airy 10-foot ceilings, & beautiful hardwood floors throughout first floor. Designed for everyday living & entertaining, the open-concept layout seamlessly connects living room, dining area, & stunning chef’s kitchen w/ Cotton White 42" cabinets, 9-foot quartz island, custom hood, and oversized walk-in pantry. Mudroom and powder room conveniently tucked by 2-car garage. Upstairs, a sun-filled loft, bath dual sinks and separate tub/shower room, 3 spacious bedrooms and a large laundry room provide exceptional functionality. Private primary suite offers a custom walk-in closet and tiled spa bath w/ quartz countertops, dual vanities, freestanding tub, tiled shower, and private water closet. Easy living with professionally managed grounds ensures low-maintenance living, making your dream truly a peaceful haven.

381 Scotland Lane, South Chesapeake

$799,000
4 Beds 3 Baths 10648602 MLS
Pristinely kept home on over 3 Acres located in the highly sought-after Hickory School District! This move-in-ready home has been meticulously cared for with major system upgrades including a 3- year old roof, all new siding, a rebuilt HVAC package unit with all new components, two water heaters, a whole-house generator and updated windows and gutters! The renovated kitchen (2017), main room refinished hardwood and recently updated Primary bedroom set this home apart! Enjoy outdoor living on the Trex decking and rest easy knowing the septic system was cleaned and pumped in January 2026. With extensive updates, exceptional maintenance, and a prime location in the Hickory area of Chesapeake, this home offers the perfect combination of comfort, efficiency, and long-term value with land to go with it! Come see your new home today!

2020 Sanderson Road, South Chesapeake

$310,000
2 Beds 2.1 Baths 10648551 MLS
Rare opportunity to own a well-maintained brick end unit townhome nestled on a quiet cul-de-sac with nearly an acre of land, no HOA fees, private dock and water access rights. This home features new carpet, fresh paint, new furnace, new gas logs, and countertops. This newly fenced back yard has a small shed and larger detached workshop with power! This private yard and large deck are great for relaxing and entertaining. Inside, you'll find 2 spacious bedrooms with ensuite bathrooms making it perfect for comfort and privacy. Large walk-in attic and utility closet with storage. With no HOA fees and a rare setting that allows for waterfront enjoyment and lots of outdoor space, you won't want to miss this one-of-a-kind opportunity! Inground sprinkler and well-As is! Schedule your showing today! Can close quickly.

314 Sussex Court, South Chesapeake

$425,900
3 Beds 2.1 Baths 10648576 MLS
Welcome to 458 Blue Beech Way! This spacious 3-bedroom, 2.5-bath home offers a flexible floor plan with two primary suites—one conveniently located on the first floor and another upstairs. The living area features a cozy gas fireplace, while the generous walk-in attic provides abundant storage and potential for additional finished living space, subject to buyer verification and applicable approvals. Enjoy the amenities of this desirable community, including three scenic lakes with fountains, a community pool and clubhouse. Conveniently located near shopping, dining, entertainment and major roadways. Offered at $425,900, this home offers comfort, flexibility and plenty of potential. Schedule your showing today

458 Blue Beech Way, South Chesapeake

$499,900
4 Beds 2 Baths 10648425 MLS
Charming ranch with large backyard and pool! Enjoy the welcoming front porch before heading inside to the thoughtfully updated interior, where fresh paint and beautiful new LVP flooring create a bright, inviting atmosphere. New carpet in the room above the garage adds comfort and versatility to the home's flexible living space. Designed for both everyday living and effortless entertaining, the home features a living room, dining room, and a cozy family room accented by wood beams and a fireplace. At the heart of the home, the eat-in kitchen offers all new sleek cabinetry, granite countertops, and stainless steel appliances. Four spacious bedrooms provide comfortable accommodations, while both full bathrooms have been refreshed with stylish new vanities. Outside, you're sure to enjoy the fully fenced backyard featuring a spacious deck overlooking the swimming pool creating an inviting setting for relaxing, entertaining, or enjoying warm summer days. Two storage sheds provide additional room for lawn equipment, tools, or hobbies, while the attached garage adds everyday convenience and extra storage.

403 Caravelle Court N, South Chesapeake

$1,299,000
5 Beds 3.1 Baths 10648292 MLS
Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage and 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills the spacious living areas, while warm finishes and thoughtful updates create an inviting feel throughout. The kitchen is complemented by a butler pantry with granite countertop, cabinetry and additional storage, adding function for everyday living and entertaining. The rare dual-primary layout offers one suite on each level, both with private ensuite baths—ideal for multigenerational living, extended guests or added privacy. The main-level primary has been refreshed with new flooring, paint, lighting and hardware. Upstairs, the second primary features a showstopping spa-inspired ensuite with an oversized wet room, rainfall shower, body jets, two-person soaking tub, porcelain tile and polished marble mosaic. All 3.5 bathrooms have been updated with fresh flooring, lighting, paint, mirrors and hardware. Outside, enjoy a nearly wraparound front porch, expansive 20x40 composite deck, outdoor kitchen setup, custom fire pit, fruit trees, grape vines and 28+ acres to explore. Proven deer and turkey hunting is literally steps from your back door, with private shooting and archery areas already in place. The detached 4-car garage provides exceptional storage, while the 20x30 workshop features concrete flooring, lighting and its own electrical panel. Additional improvements include 33 solar panels (to be paid off with acceptable offer), Level 2 EV charger, major electrical upgrades, crawlspace encapsulation, updated HVAC and a private well with NO monthly water bill. A rare combination of acreage, recreation, extensive improvements and flexible living in Southern Chesapeake. See attached Feature & Upgrade Sheet for even more! Make this an easy day and stop here first!

509 Ballahack Road, South Chesapeake

$950,000
5 Beds 3 Baths 10648261 MLS
Welcome to your private 3.25-acre country oasis, where luxury finishes, heavy-duty infrastructure, and absolute peace of mind converge. This beautifully updated single-story home offers an open-concept layout and highly functional spaces, making it a rare market find. INTERIOR HIGHLIGHTS Step inside to a bright, airy open floor plan where the living and dining areas flow seamlessly into the chef-inspired kitchen. The kitchen is outfitted with premium Cambria countertops for unmatched durability and sleek modern style. The primary suite serves as a spa-like retreat, boasting natural quartzite surfaces, a deep jetted soaking tub, and a massive 4x4 walk-in shower. Upstairs, a versatile finished room over the garage (FROG) and a charming attic dormer offer excellent bonus spaces for a home office, media room, gym, or guest quarters. OUTDOOR LIVING & ENTERTAINING Embrace the scenic acreage from your choice of outdoor living areas. Relax on the welcoming covered front porch, or host unforgettable gatherings on the expansive rear covered patio. The outdoor living experience is anchored by a fully equipped outdoor kitchen, great for weekend barbecues and dining al fresco while overlooking your sprawling, private acreage. THE ULTIMATE DETACHED WORKSHOP A true standout feature is the massive 2,200 sq. ft. detached workshop. This incredible building is fully powered and completely climate-controlled with heating and cooling, making it an ideal setup for a home business, car enthusiast, hobbyist, or extensive machinery storage. PREMIUM SYSTEMS & INFRASTRUCTURE No expense was spared on the home's mechanics and structural integrity: * Power Security: Whole-home generator supported by a recently added 500-gallon propane tank. * Efficiency: All-new energy-efficient windows and updated insulation throughout. * Roof & Plumbing: Roof is approx. 4 years young. All plumbing has been fully updated with zero cast iron. * Utilities: Tankless water heater for endless hot water; septic system recently serviced. Welcome Home.

1908 Benefit Road, South Chesapeake

$535,000
3 Beds 2.1 Baths 10647647 MLS
Welcome home to easy, low-maintenance, luxury living in Eagle Pointe, Chesapeake’s premier 55+ community! This move-in-ready Hamilton plan features brand-new flooring, a new water heater, and TWO spacious primary suites - one on each level - perfect for guests or multi-generational living. The eat-in granite kitchen offers an island and stainless steel appliances and opens to a bright, sunny morning room. A formal dining room features a box-bay window and tray ceiling. The 1st-floor primary includes two closets, a ceramic shower, and a double vanity. Enjoy generous finished walk-in storage, too! At the heart of Eagle Pointe is the Bay Club with indoor & outdoor pools, hot tub, fitness center, billiards, library, game rooms, grand celebration room, catering kitchen, and so much more. Come experience the Eagle Pointe lifestyle! Call today to schedule your personal tour. Some pics digitally staged.

420 Dundee Lane, South Chesapeake

$729,900
4 Beds 3 Baths 10647939 MLS
A full acre, beautiful water views & nearly 3,000 sq ft—this one offers the space both inside AND out that's hard to find! Located in Etheridge Lakes on a large corner lot overlooking the neighborhood pond, this 4-bedroom, 3-bath home offers a flexible layout including a first-floor bedroom & full bath—ideal for guests, office or bonus space. The kitchen features granite countertops, SS appliances, abundant cabinetry & opens to the living room. Upstairs, the spacious primary suite includes a jetted tub & separate shower. But the backyard may just steal the show! Imagine evenings around the circle firepit overlooking the water, relaxing on the composite deck or paver patio, or simply enjoying the room a full acre gives you. Mature trees & peaceful pond views create a setting that feels like your own little retreat. If you've been searching for more space, a beautiful setting & a home that offers something a little different—come see this one!

1239 Pacels Way, South Chesapeake

$579,900
5 Beds 3 Baths 10647738 MLS
Welcome to the kind of home that feels good the moment you enter. Set on just over 2 peaceful acres, this 5-bed, 3-bath home offers the perfect blend of space, comfort, and modern style. Sunlight pours through the windows, filling every room with warmth, while the open layout creates an easy flow for everyday living and gathering with the people you love. The home features two spacious primary suites, one located on the first level, both with private baths and large closets, making it ideal for guests, or multigenerational living. You'll also love the luxury vinyl plank flooring, granite countertops, stainless steel appliances, and the beautiful laundry room! The backyard is just as inviting. Whether you're roasting marshmallows around the fire pit, spending summer afternoons in the saltwater pool, or simply enjoying the quiet views with your morning coffee, the backyard feels like your own private escape. Peaceful, welcoming, and full of room to grow!

1108 Shell Road, South Chesapeake

$599,000
4 Beds 3.1 Baths 10647537 MLS
This beautifully maintained ranch-style home offers an inviting blend of comfort, style, and functionality. The spacious open layout is filled with abundant natural light and enhanced by plantation blinds, decorative doors, recessed lighting, and a tasteful combination of LVP flooring and carpet throughout. The open kitchen provides ample cabinetry, generous storage, a large pantry, and elegant granite countertops. The luxurious primary suite features a beautiful tray ceiling, dual vanities, a separate stand-up shower, and a large jetted tub for added relaxation. Situated on a desirable corner lot, the expansive yard is great for summer and fall entertaining. An extended driveway, ample parking for up to 6 vehicles, and a wide street add everyday convenience. There is an unfinished detached hobby space that is ready for whatever your imagination desires. The large utility shed allows ample space for storing outside lawn equipment. A custom grill awning and a huge gazebo, complete with TV, is like your own personal oasis right at home. Warm, welcoming, and thoughtfully designed, this home is truly a must-see.

513 Corlew Court, South Chesapeake

$1,200,000
4 Beds 3.1 Baths 10647623 MLS
Rare opportunity for true multi-generational living with exceptional flexibility, privacy, and space! This beautifully updated ranch offers one-level living with a finished room over attached 2-car garage, soaring ceilings, formal dining, first-floor laundry, and a luxury granite kitchen featuring KitchenAid appliances, built-in desk and a sun-filled eat-in. Relax year-round in the vaulted sunroom with a wood-burning fireplace or step outside to your private resort with a an inground saltwater pool, luxury landscaping, and expansive patio. The standout feature is the detached 3-car garage with a separate 3-bedroom, 1-bath apartment complete with kitchen, laundry, and private living space. Additional highlights include RV storage/hangar, workshop, Tesla charger, whole-house water filtration and softener, geothermal HVAC, encapsulated crawl space, buried drainage, sprinkler system, high-speed Cox WiFi, oversized walk-in attic, and extensive updates throughout.

1717 Long Ridge Road, South Chesapeake

$650,000
4 Beds 3 Baths 10647231 MLS
Welcome home to this beautifully updated all-brick detached condo tucked away in a quiet, peaceful community. Enjoy relaxing mornings on the inviting covered front porch with porch swing or covered rear porch and patio overlooking the beautifully maintained yard with extensive irrigation upgrades and lush landscaping throughout. Designed for easy living, this home offers mostly one-level living with a spacious room over the garage featuring its own en-suite bath. The luxurious remodeled kitchen opens seamlessly to the living area and boasts top-of-the-line stainless steel appliances, granite countertops, and a walk-in pantry. Engineered bamboo flooring, fresh paint, updated lighting and ceiling fans, plus a whole-home gas generator add comfort and peace of mind. A massive walk-in attic offers incredible storage or future expansion. HVAC replaced in 2020, and a tankless water heater was installed in 2023.

522 Bells Hollow Court, South Chesapeake

$604,900
3 Beds 2.1 Baths 10647287 MLS
To Be Built - Financing 5.75 rate, NO PMI! Nestled in Greenbrier, Joseph’s Meadow is the newest community by a renowned local builder. The Primrose Cottage welcomes you with a charming full front porch, soaring two-story family room, and beautiful Mohawk flooring throughout the main living areas. Designed for effortless living and entertaining, the open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, designer finishes, and mudroom. The first-floor primary suite offers a custom walk-in closet, spa-like bath with quartz dual vanity, tiled shower, and private laundry. Upstairs two spacious bedrooms, tons of storage and large laundry room. (Opt. to add 4th BR or Loft) Professionally managed grounds provide a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven. To be built to your specs from designer showroom. Intimate neighborhood with limited building opportunities.

MM Primrose A, South Chesapeake

$525,000
5 Beds 3 Baths 10646864 MLS
Charming & lovingly updated farmhouse in heart of Deep Creek on 1.2 acres includes all modern conveniences while respecting historic heritage w/features like original hardwood floors, crown molding, chair railing w/both welcoming front porch & screen porch. Beautiful kitchen w/SS appliances, granite counters, peninsula w/gas range, prep sink, SS wine fridge, oversized breakfast bar & pendent lighting. Bright & airy upstairs w/3 beds 2 w/walk-in closets, linen closet & updated hall bath w/beaded board wainscoting. 4th bed downstairs w/ensuite bath. Fantastic laundry room w/cabinetry, counter space, shelving & utility sink. Updates include: newer HVAC, ductwork & insulation, hardy plank siding & vinyl replacement windows. Spacious backyard 2 sheds & irrigation. Detached garage boasts almost 1500 sq feet split between the 2 levels. Upstairs living area has a full bedroom, bathroom and bonus closet/storage area. Great for your guests!

3248 Galberry 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.