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$575,000
5 Beds 2 Baths 10646017 MLS
FRESH EGGS, BIG FREEDOM, ENDLESS POTENTIAL in Chesapeake's desirable Blackwater area! Welcome to your private sanctuary—the ultimate lifestyle upgrade. Picture sipping morning coffee while collecting farm-fresh eggs from your backyard chickens, surrounded by peaceful green space. Enjoy pure, independent water from your premium 600+ ft Certified Artesian well, complete with a double tank water softener and an energy-efficient tankless electric water heater. Dream big with future-proof infrastructure: an oversized septic system is already in place to support an ADU, multi-generational living, or rental income. Built for comfort and efficiency, this ultimate hobbyist setup includes a premium dual-fuel HVAC and a sub-panel wired for a generator. Whether you envision a luxury guest cottage, a workshop, or an expanded country compound, the foundation is completely set. Schedule your tour today!

1336 Blackwater Road, South Chesapeake

$710,000
3 Beds 2.1 Baths 10645216 MLS
Welcome to the peaceful country lifestyle you've been searching for! Situated on approx. 3 ac in the sought-after Hickory area of Chesapeake, this beautiful property offers a superb combination of space, comfort, and freedom, with NO HOA. Inside, you'll find numerous updates, including brand-new carpet & dehumidifier, newer engineered hardwood flooring, granite countertops, HVAC, roof, vapor barrier, & an updated garage floor, providing peace of mind for years to come. Go outside & enjoy endless possibilities with room for gardening, entertaining, recreation, or storing your RV, boat, & other outdoor toys. Experience the serenity of country living while remaining just minutes from shopping, dining, major highways, and all that Chesapeake has to offer.

1221 Sanderson Road, South Chesapeake

$609,900
4 Beds 3.1 Baths 10644569 MLS
100% move-in ready in the Grassfield school district! This open floor plan offers quality finishes throughout. Hardwood flooring runs throughout the main living areas. The first-floor office/study has direct access to the wraparound front porch. The family room opens to the dining area and spacious kitchen featuring granite countertops, white soft-close cabinets, a large island, stainless steel appliances, and a walk-in pantry. Enjoy the private, fully fenced backyard with a custom paver patio. The room over the garage is a private guest suite with a full bath and separate access from the foyer. Upstairs also offers a loft, 2 spacious bedrooms, and the primary suite with a large walk-in closet, soaking tub, oversized tiled shower with custom glass enclosure, and private water closet. No HOA. Convenient to schools, shopping, dining, and major commuter routes.

1933 Reefwood Road, South Chesapeake

$565,000
4 Beds 3 Baths 10644284 MLS
Immaculate, move-in ready 4BR/3BA ranch nestled on a quiet cul-de-sac offers a perfect blend of comfort & functionality with an open floor plan and easy one level living! Rare in-law suite is great for multigenerational living, guests, or private home office. Spacious living area opens to kitchen with large island and new appliances! Primary Bedroom offers walk-in closet, ensuite with double sinks with shower & soaking tub! Relaxing screen porch overlooks peaceful, private backyard & patio is ready for summer cookouts! Peace of mind with upgraded appliances, water heater, and HVAC components being replaced within past 3 years! Pride of ownership shines throughout! Outside bonus features extended parking pad for RV, boats, etc...Combining immaculate condition, flexible living spaces, and desirable private setting, this beauty is a rare find! Conveniently located minutes to 664 for easy access to all of Hampton Roads with nearby dining, shopping, Western Branch schools!

1217 Willow Lakes Court, West Chesapeake

$916,000
3 Beds 2.1 Baths 10643968 MLS
HURRY; THIS HOME WON’T LAST!!! If you are looking for privacy this single family home situated on a spacious 1-acre lot with “no” HOA fee & convenient interstate access is for you!!! The attention to detail & custom upgrades are simply “impeccable”! Home features double door front entrance, 3 bedrooms including that much sought after “first floor primary” with a luxurious spa inspired bath, custom closet, 2 & 1/2 baths, family room with gas fireplace, gourmet kitchen with upgraded “GE Cafe” appliances, loads of custom cabinetry, huge kitchen island, custom trim work though-out, upgraded flooring, enhanced lighting & plumbing fixtures, mudroom with customized storage, large loft with window nook, extra large rear “screened” in covered porch & 2 car side load garage! This amazing home on this incredible lot is a true must see!!!

109 Ballahack Road, South Chesapeake

$650,000
4 Beds 3.1 Baths 10642922 MLS
Exceptional home in the Chesapeake countryside of Beaver Meadows in the Hickory school zone! Just over 8 years new! This Modern Farmhouse has 4 bedrooms, 3.5 baths with an open layout and is well loved! Bright & airy 1st level boasts flowing LVP flooring throughout the foyer, dining room, front sitting room/office, family room with gas fireplace, powder room, and gorgeous eat-in kitchen with breakfast bar and large walk-in pantry! A 1st floor en-suite bedroom is perfect for a teen, MIL, or private office! The 2nd level hosts 3 bedrooms, including a spacious primary bedroom with an en-suite bath featuring a shower, soaking tub, dual sink vanity, and huge walk-in closet. The 2nd-floor laundry room is dreamy! Modern fixtures, ceiling fans, and canned lighting throughout! That must-have front porch and back deck provide plenty of fresh air opportunities to enjoy sunsets and all that nature provides! Bring your chickens and make this your home!

1125 Beaver Dam Road, South Chesapeake

$1,069,417
5 Beds 4 Baths 10643118 MLS
The Rivermont is where everyday living feels just a little more special. Designed with comfort, style, and connection in mind, this thoughtfully crafted home offers the perfect spaces to gather, relax, and make lasting memories. At the heart of the home, the chef-inspired kitchen flows effortlessly into the spacious dining area and inviting great room, creating the ideal setting for everything from Sunday brunches to holiday celebrations. Just beyond, step onto the covered rear porch—your new favorite spot for morning coffee, evening cocktails, or cheering on a summer thunderstorm from the comfort of home. The vaulted first-floor primary suite provides a peaceful retreat, while generously sized secondary bedrooms and flexible living spaces offer room for family, guests, hobbies, or a home office. Every detail reflects the quality craftsmanship and thoughtful design Kirbor Homes is known for. Located in the desirable Sanderson Estates, you'll enjoy spacious homesites and the perfect blend of peaceful surroundings with convenient access to shopping, dining, recreation, and major commuting routes. Whether you're hosting family dinners, relaxing on the porch, or simply enjoying the comfort of a brand-new home, the Rivermont is designed for the moments that matter most. Come see why this could be the perfect place to call home! Contact LA to schedule an appointment at our design center today! Builder Contract. Ask about our current incentives!

2861 Raccoon Trail, South Chesapeake

$559,900
4 Beds 2.1 Baths 10643811 MLS
Welcome to this spacious, thoughtfully designed home offering generous living areas and a floor plan that blends comfort with functionality. Several updates have already been completed, while some needed cosmetic enhancements, provide an excellent opportunity to add your own style and value. Priced to reflect these improvements, this home is an exceptional opportunity. The expansive backyard is a true retreat, featuring beautiful mature trees, a sparkling in-ground saltwater pool, and a spacious deck perfect for entertaining or unwinding. Situated on a large lot with a two-car garage, this property offers the ideal combination of space, privacy, and potential. Conveniently located in the sought after Hickory school district and near shopping, dining, and major commuter routes, this is a home you'll want to experience in person. Brand new HVAC; ROOF, trim, soffit and gutters less than 2 years old.

1505 Hilltop Drive, South Chesapeake

$988,613
4 Beds 3.1 Baths 10643550 MLS
CURRENTLY IN FOUNDATION! STILL TIME TO PERSONALIZE THE FINISHES IN YOUR DREAM HOME! Meet the Holden by Kirbor Homes! A home that checks all the boxes and then a few you didn't even know you wanted! From the moment you step inside, you'll love the bright, open layout that's designed for everything from holiday gatherings to cozy movie nights. The chef-inspired kitchen is the true heart of the home, featuring a spacious island where everyone naturally gather, plenty of cabinet space, and an easy flow into the dining area and Great Room. Whether you're hosting friends or enjoying a quiet morning with coffee, this home is designed to make every day feel a little more special. When it's time to unwind, head on over to the first-floor primary suite, complete with a spa-like bath and generous walk-in closet. Need a home office, playroom, or hobby space? You've got that, too! Upstairs, you'll find spacious secondary bedrooms and a versatile loft that's ready to become your game room, media room, fitness space, or whatever best fits your lifestyle. If you've been searching for a home that's equal parts stylish, functional, and welcoming, you've just found it. Come see why the Holden feels like home the moment you walk through the door. Builder contract required. Reach out today to schedule an appointment at our Design Center and experience the beautiful finishes and thoughtful selections that have been chosen for this home. Ask about current builder incentives and available opportunities to make this dream home yours!

2116 Sanderson Road, South Chesapeake

$255,000
2 Beds 2.1 Baths 10643204 MLS
Located in the Riverwalk section of Chesapeake, this corner unit offers added privacy and a great position tucked toward the backside of the building. Enjoy a quiet serene lifestyle. The functional floor plan provides comfortable everyday living. 2 Bedrooms on the 2nd floor along with 2 Full-Baths with a convenient powder room on the 1st floor. Generous closet space and plenty of storage throughout. A private, new fully fenced patio provides a great space to relax or unwind. Additional highlights include an HVAC system replacement (2025), stove and microwave (2025) and two reserved parking spaces right out front. Just minutes from major interstates, shopping, dining, hospitals and everyday conveniences. Vacant and move-in ready,

1002 Willow Green Court, 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

$549,500
3 Beds 2 Baths 10642197 MLS
Calling all homesteaders! Looking for space to work, build, or spread out in the Grassfield school district? This 5-acre Chesapeake property is built for it. The 720 sq. ft. detached garage runs on full electric — great for a contractor, tradesman, hobbyist, or anyone needing a real workshop, equipment storage, or room for the toys. Easy road frontage means simple access for trucks, trailers, and equipment. The move-in-ready 3-bed, 2-bath home means no work waiting on you: 2023 heat pump, 2024 whole-house professional paint, and new 2025 carpet. Inside you'll find an open kitchen with wood cabinets and breakfast nook, a spacious sunroom, and a large mudroom. Outside: fenced backyard, mature fruit and fig trees, and wildlife right off the Dismal Swamp Canal Trail. minutes from Deep Creek Park. Rare acreage, real workspace, and a home that's ready now. Seller facing unexpected military move. Highly motivated seller. Recently sold comparable properties have sold for $645k. Contact an agent today for a private showig!

317 George Washington Highway S, South Chesapeake

$515,000
4 Beds 2.1 Baths 10641783 MLS
WELCOME HOME TO THIS BEAUTIFULLY UPDATED WATERFRONT PROPERTY TUCKED AWAY ON A QUIET CULDESAC. RECENT UPDATES INCLUDE LVP FLOORS, SOLID OAK STAIRS, FRESH PAINT THROUGHOUT. NEW 6 BURNER GAS RANGE WITH BEAUTIFUL HAND MADE BUTCHER BLOCK COUNTERS SURROUNDING. NEWER GAS FIREPLACE COMPONENTS, WATER FILTRATION SYSTEM AND RECENTLY SERVICED HVAC. BACKYARD FEATURES AN ABOVE GROUND POOL WITH POOL HOUSE AND ALL EQUIPMENT, SWINGSET, GORGEOUS RAISED FLOWER BEDS, BEAUTIFUL FRUIT TREES AND OWNERS HAVE CAUGHT 5 POUND BASS RIGHT FROM THEIR BACK YARD. EASY ACCESS TO PLUMBING COMPONENTS MAKES FOR EASY MAINTENANCE. THIS HOUSE IS MOVE IN READY WITH SO MANY GREAT FEATURES. MOTORCYCLE PAD AND COVER CONVEY AS WELL AS SOME FURNITURE.

801 Winter King Court, South Chesapeake

$974,500
4 Beds 3.1 Baths 10641558 MLS
Grace, Beauty, Functionality, Beautiful private location (acreage on a cul de sac), only 10 lots on clear land bordered by mature trees as a backdrop. The primary bath is oppulant includes over sized vanity, soaking tub, large tile shower and including an extra large closet. There's a second en suite on the first floor along with a flex room. Amazing storage over the THREE car garage with room for EVERYTHING. Newest feature is a "butlers kitchen" complete with full sink tucked just behind the well equiped main kitchen. Two additional large bedrooms upstairs. Covered rear porch with an amazing view! You couldn't ask for more. This semi custom building package is hard to beat! We have additional lots and plans available. This will be the last acreage neighborhood to be appproved within the city. No main road lots here! If you are looking for new construction it's a definite "MUST SEE"! Ponds, wildflower field, private walking trail and more add up to an exceptional "positive vibe" . No upgrades needed, come see! Preferred lender incentives

4020 Tucker Lane, South Chesapeake

$575,000
4 Beds 2.1 Baths 10641398 MLS
Welcome to Summer Park at Parkview! This spacious 4-bedroom, 2.5-bath home offers a bright, open layout with a soaring two-story foyer, 10-foot ceilings, and inviting living spaces designed for everyday comfort. The eat-in kitchen features stainless steel appliances, a center island, pantry, and opens seamlessly to the family room with a cozy propane fireplace. Upstairs, the spacious primary suite offers a vaulted ceiling, oversized walk-in closet, and an ensuite bath with dual vanities, a garden tub, and separate shower. Thoughtful updates include luxury vinyl plank flooring throughout the first floor and new stair carpeting (2024), newer refrigerator, dishwasher, and double oven, plus a brand-new high-lift garage door with LiftMaster wall-mounted opener installed in 2026. Step outside to enjoy the composite Trex deck overlooking the backyard, professionally designed landscaping with drainage improvements, and a 10x16 shed with electricity—perfect for storage, hobbies, or a future workshop. Located in the desirable Grassfield school district with neighborhood playgrounds, nearby parks, and convenient access to shopping, dining, and major roadways. Schedule your showing today! Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

1937 Flintshire Drive, South Chesapeake

$649,900
4 Beds 2.1 Baths 10641240 MLS
Welcome Home! A Stephen Alexander build where timeless design meets the comfort of everyday living. Tucked away on nearly half an acre in sought-after Grassfield, this beautifully cared-for home has been lovingly maintained by its original owners since day one. 4 spacious bedrooms, 2.5 baths, and nearly 3,200 sqft of inviting space with room for both quiet mornings and lively gatherings. The screened-in porch creates the perfect spot for coffee, conversations, and slow summer evenings. Outside, the backyard feels like a private escape, backing to peaceful woods with space to play, relax, and enjoy nature right at home. Homes this well cared for, in this setting, and with so much character are hard to find. Come see all that 2008 Burson Drive has to offer— a place designed not just to live, but to make memories!

2008 Burson Drive, South Chesapeake

$609,900
6 Beds 3 Baths 10641027 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 6 bedrooms including a large finished room over the garage. Family Room opens to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5:00 pm at 5023 Annapolis Drive.

2223 Hampton Roads Parkway, West Chesapeake

$1,257,400
5 Beds 4 Baths 10640535 MLS
Proposed To Be Built- Waterfront Custom Home Community Located on the Western Branch of the Elizabeth River! Beautiful Creek Front Large Lot. Home Features Hardie Plank Exterior w/ Stone Accents. A Large Covered Rear Porch/ Dining Area w/ Stamped Concrete. Open Airy Floor Plan w/ Gourmet Kitchen, a Large Center Island, 36" Gas Cooktop, 9' Ceilings First and Second Floors. First Floor Features Eng. Hardwood. First Floor Primary Bedroom w/ Luxury Bath and Freestanding Tub. Additional first floor Study/Bed Room w/ Full Bath, Spacious second floor with Two Bedrooms, Two Baths ( One En-Suite, One Hall Bath). Large Bonus Room, Step-up Game/Recreation Room over the Family Room features a Second Floor Balcony with a Beautiful Creek View! Yard Fully Sodded and Irrigated. Many Special Features Included. Sasser has been a member of the Southern Living Custom Builder Program for 30+ years and awarded SL Custom Builder of the Year. * If Financing Buyer to obtain a Custom to Permanent Loan.

2832 Martins Point Way, West Chesapeake

$489,900
3 Beds 2.1 Baths 10640537 MLS
Absolutely Stunning! Location, Location, Location! Gorgeous 3 bed 2.5 bath home completely remodeled on beautiful lot with HUGE 700 sqft garage & workshop all in the heart of Great Bridge with super easy access to shopping, restaurants, beaches, interstates, & bases. Almost everything in the home has been redone including brand new kitchen with soft close, solid wood cabinets, granite and stainless appliances, all new baths with custom tile, vanities and granite. Brand new HVAC & water heater, newer roof and siding. All new drywall, plaster and custom paint. All new flooring & refinished original hardwood. All new lighting trim and hardware. Outside this property boasts a massive multi car garage & workshop with 3 large roll up garage doors and wood stove, huge driveway with plenty of parking. There is a large deck and patio area to finish however you like, along with rain water harvesting & a fully functional chicken coop. Way too much to list, an absolute MUST SEE! hurry won't last.

205 Fresno Drive, South Chesapeake

$569,900
4 Beds 2.1 Baths 10638424 MLS
Located in the highly sought-after Grassfield School District, this spacious home offers over 2,400 square feet of comfortable living space with 4 bedrooms, a dedicated study, and 2.5 bathrooms. The thoughtfully designed floor plan features a bright and inviting sunroom sitting area just off the kitchen. Continue outside to enjoy the large backyard, offering plenty of room for gardening, pets, or future entertaining. Recent updates provide added value and peace of mind, including a new hot water heater (2026), new air conditioner condenser (2025), new living room carpet (2026), updated downstairs toilet (2026), and new primary bathroom faucets (2026). Outdoor improvements include a back patio (2020), new back porch (2023), and new front porch/deck steps (2024), creating welcoming spaces to enjoy both the front and backyard.

1916 Orangewood Road, South Chesapeake

$1,695,000
5 Beds 3.2 Baths 10637839 MLS
Set within the sought-after Woodards Mill “loop,” this beautiful landscaped property blends impressive living with peaceful privacy just minutes from everyday conveniences. Originally built in 1984 and fully reimagined beginning in 2001 by professional contractors, the home has been thoughtfully expanded to over 6,000 square feet of refined, comfortable living space. Every addition and update was meticulously planned and expertly executed. The heart of the home features an expansive family and entertainment room overlooking a spacious blue stone lanai. A stunning all brick sunroom adds warmth while the main level offers a generous primary suite along with three additional bedrooms (one used as home office.) Upstairs, a private second primary suite provides an ideal retreat for guests or multi generational living. Outdoor enjoy a true gardeners paradise with mature hydrangeas, peonies, irises and much more. The fenced saltwater pool with new liner offers both relaxation and peace of mind. Life on the loop brings a unique sense of community, known for its annual parades from Jingle Bell and Horse Parade to July 4th to the famous Halloween Parade. As an added everyday convenience enjoy school bus pick up and drop at the home. This home is not like any others sold in this neighborhood, a must see.

517 Woodards Ford Road, South Chesapeake

$415,000
4 Beds 2.1 Baths 10637465 MLS
NEWER HVAC, UPDATED KITCHEN, NEW PLUMBING, EV CHARGING STATION! And the YARD!! Welcome Home to 909 Portland Street in Chesapeake! This spacious and beautifully maintained brick ranch offers a blend of comfort, updates, and location. Featuring 4 bedrooms and 2.5 bathrooms, this home boasts large bedrooms and a functional layout designed for everyday living. Recent improvements include new hardwood flooring, new carpet, a new HVAC system, fresh paint throughout, and all new plumbing, making this home truly move-in ready. The attached garage and two separate driveways provide plenty of parking and convenience. Step outside to enjoy a large, shaded backyard, imagined for relaxing, entertaining, or enjoying quiet evenings outdoors. Located in a quiet neighborhood near the naval base, this home offers both tranquility and accessibility. With its thoughtful updates, spacious design, and beautiful outdoor space, 909 Portland Street is truly a must-see.

909 Portland Street, Central Chesapeake

$565,000
4 Beds 4 Baths 10636627 MLS
Private 4-bedroom, 4-bath home on a wooded corner lot in Inland Colony with .96 acre! Walk into the open kitchen with white cabinets, breakfast area & attached sunroom. Large living room with fireplace with separate porch and entrance. 2 bedrooms with a shared hallway bath. Circle around into another open living space with built in shelves and vaulted ceiling, attached back porch, full bathroom and large utility room. Primary bedroom is upstairs w/balcony, walk in closet & full bath. Loads of windows and natural light from every side. Full In-law suite with living room, kitchen, fireplace, bedroom, full bath and separate entrance making it great for multi-generational living or guests. Large fully fenced backyard. 2023 roof. RV hookup. Leafguard on gutters. U-shaped driveway for multi-car parking. Two sheds with electric for extra storage. Conveniently located near top-rated schools, shopping, dining and nearby water access along the Elizabeth River. Seller is offering 2.75% VA assumption to VA buyers with substitution of eligibility.

1137 Inland Road, South Chesapeake

$615,000
4 Beds 2.1 Baths 10636808 MLS
This well-maintained home features hardwood floors throughout the main living areas. The kitchen includes stainless steel appliances, 42-inch cabinets, quartz countertops, a large deep sink, two pantries, and a spacious island with bar seating. The family room offers a fireplace, and the dining room features French doors. Upstairs, the primary suite includes a vaulted ceiling and private bath with dual sinks, a custom tiled shower, and a jetted tub. Three additional bedrooms, a full bath with dual vanities, and a laundry room complete the second floor. The sunroom overlooks the fenced backyard and extended patio, providing additional space for outdoor living and entertaining. Exterior recently repainted. Located in the Grassfield school district with convenient access to the expressway, shopping, and dining. One or more photos have been virtually staged.

1853 Rockwood 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.