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$50,000
10650255 MLS
This 40’ x 105’ cleared corner lot offers an excellent opportunity to build your dream home in the desirable Deep Creek area of Chesapeake. Zoned R6, the property has access to city utilities at the street. No HOA! Ideally located near major highways and interstate access, as well as shopping, restaurants, and schools, this lot provides easy access to everything Chesapeake has to offer. Don’t miss this opportunity!

29 Gale Avenue, South Chesapeake
$245,000
3 Beds ⋅ 1 Baths ⋅ 10649808 MLS
Selling AS-IS. Needs Work/Rehab. Cash Or Hard Money Financing. Clear T&M Reports From Priority Pest

3609 Parr Lane, 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
$575,000
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
$384,900
3 Beds ⋅ 2.1 Baths ⋅ 10647937 MLS
You can be enjoying a great lifestyle when you decide to move to this townhouse/condo, convenient to stores, restaurants and interstates. Beautiful, sunny and inviting throughout. As soon as you walk in you will find engineered hardwood flooring, a cute sitting area and 1/2 bath. As you continue into your home you have a large dining area adjacent to the open kitchen with tile floors, and large island for extra seating. Your living room has built-in cabinet by the gas fireplace. Upstairs Is the laundry area, large primary with ensuite, hall bathroom and 2 additional bedrooms.

521 Abelia Way, South Chesapeake
$520,000
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
$399,999
4 Beds ⋅ 2 Baths ⋅ 10646242 MLS

2604 Elkhart Street, South Chesapeake
$550,000
3 Beds ⋅ 2.1 Baths ⋅ 10645963 MLS
Wonderful opportunity to get 4+ acres in high rated schools. HUGE outbuilding with 3 bays garage bays, powered, multi-level, for storage and recreational activities. Home sold as is. Part of an estate. Seller to do no repairs.

2323 Herring Ditch Road, South Chesapeake
$510,000
4 Beds ⋅ 2.1 Baths ⋅ 10645829 MLS
WELCOME HOME! Tucked away on a quiet cul de sac and set on nearly an acre backing to peaceful woods, this beautifully maintained home offers the perfect blend of privacy, outdoor living, and everyday convenience. Whether you’re enjoying your morning coffee in the screened gazebo or entertaining family and friends, you’ll appreciate the peaceful setting this property provides. Inside, you’ll find stainless steel appliances, a spacious walk in pantry, a cozy gas fireplace, and thoughtful updates throughout, including a new roof installed in 2024. A transferable 2-10 Home Warranty provides added peace of mind for the next owner. Conveniently located near Interstate 64, Route 17, shopping, dining, and major military installations throughout Hampton Roads, this home offers the ideal balance of tranquility and accessibility. Don’t miss your opportunity to make this exceptional property your next home. Schedule your private showing today!

104 Bishops Court, South Chesapeake
$289,000
3 Beds ⋅ 2 Baths ⋅ 10645401 MLS
Welcome to this inviting open concept home tucked away at the end of a quiet cul-de-sac. The spacious layout features a gourmet kitchen with granite countertops, an island range hood, and luxury vinyl plank flooring. The primary bedroom includes a custom closet with built-in shelving and drawers for added organization. Enjoy the large backyard with a covered patio, perfect for relaxing or entertaining. Conveniently located just minutes from shopping, dining, and major roadways, this home offers comfort, style, and an ideal location. Inspections for information purposes only, no out of pocket expenses to seller.

2709 Whitestone Avenue, South Chesapeake
$325,000
3 Beds ⋅ 1.1 Baths ⋅ 10644798 MLS
Own A Piece Of "Country Living" In "The City!" Original Farmhouse Type Home Situated On Approx. 2 Acres - Very Unusual Lot! Really Private Setting! Home Needs Renovating...Has Lots Of Potential! Located Off Shell Rd. (Firman St) With Flag Driveway To Back Of Properties. HVAC System 2 Years Old, Roof Approx 16 Years Old, 3 Bedrooms, 1 Bathroom Upstairs, Half Bath Downstairs. Good Sized Kitchen With Real Knotty Pine Cedar Cabinets! Laundry Room Off Kitchen. French Doors Into Living Room And Columns Into Dining Room. Original Hardwood Floors Downstairs. Just A Charming House...Needs Renovation! Huge "Pie Shape" Additional Lot...All On One Deed. Interested In Building Another Dwelling? Look Up The New Senate Bill 531 Which Requires All Localities To Allow Assessory Dwelling Units (ADVs) "By Right" In Single Family Residential Zones...It Might Apply! Buyer Would Do Their Own Due Diligence On This Property.

772 Shell Road, South Chesapeake
$380,000
5 Beds ⋅ 3.1 Baths ⋅ 10644206 MLS
This unique property offers a main home and a separate second residence, creating flexibility that's hard to find. Whether you're looking for multigenerational living, a private in-law suite, rental income, guest accommodations, or space to run a home-based business (where permitted), this property adapts to your lifestyle. The main home features 3 bedrooms and 2.5 baths, while the second home offers 2 bedrooms and 1 bath. Two detached garages provide excellent space for workshops, hobbies, storage, vehicles, or equipment, and two sheds add even more functionality. Enjoy a deck for one home, a patio for the other, separate electric meters, ample parking, and room to spread out.

1417 Gust Lane, South Chesapeake
$399,990
3 Beds ⋅ 2 Baths ⋅ 10643999 MLS
Welcome to this charming 3-bedroom, 2-bath Cape Cod nestled on 1.4 private acres in the Deep Creek area of Chesapeake! This property offers the perfect blend of peaceful outdoor living and everyday convenience. Enjoy gardening in the fenced garden, unwind in the wooded backyard, or take advantage of easy access to the nearby Portsmouth Ditch Trail for walking, biking, and outdoor recreation. Inside, you’ll find a warm and inviting layout with classic Cape Cod character and plenty of space to make your own. Whether you’re looking for room to spread out, enjoy nature, or simply escape the hustle while staying close to shopping, dining, and major commuting routes, this home checks all the boxes. Don’t miss this unique opportunity to own your own slice of Deep Creek!

3433 Martin Johnson Road, South Chesapeake
$360,000
2 Beds ⋅ 1 Baths ⋅ 10644104 MLS
Opportunity awaits in desirable Deep Creek! Charming one-level home AND 1,440 sq ft detached garage. Located on over 1.3 acres, this charming bungalow is ready for you to call it home. Charming original wood flooring throughout the spacious living area. Eat-in kitchen with solid wood cabinetry, offering plenty of storage space. Granite counters & stone backsplash. The two bedrooms offer solid hardwood flooring and ample closet space. Conveniently located shared hall bath. Bonus space off the kitchen would be great for a home office. Bright sunroom allows an abundance of natural light and offers a great space for a third bedroom. Detached garage of your dreams offers plenty of opportunity for car enthusiasts, entrepreneurs, rental income, and much more. With over 500ft of road frontage. Call today to seize the opportunity!

3124 Old Mill Road, South Chesapeake
$647,499
5 Beds ⋅ 3 Baths ⋅ 10643675 MLS
Rare find on Cedar Road! This multi-generational 5-bed, 3-bath home features two primary bedrooms one downstairs and a larger one upstairs deal for multigenerational, extended family or flexible living. The Open Living Format seamlessly connects the kitchen, dining, and great room for effortless entertaining. Enjoy LVP flooring, quartz counters, tile backsplash, pendant lighting, and a first-floor bedroom with full bath. Set on 2.5 acres with a wooded backyard, it offers a true mini wilderness escape while still near to everything. The upstairs primary suite includes a garden tub, tile shower, and generous closet space. Modern finishes, private acreage, and a two-car garage make this a standout home that will not last!

2116 Cedar Road, South Chesapeake
$524,900
3 Beds ⋅ 2 Baths ⋅ 10642197 MLS
Situated on 5 acres in Chesapeake's Grassfield High School district, this move-in-ready 3-bed, 2-bath home features a 720 sq. ft. detached, fully powered workshop—great for a contractor or hobbyist. Located near Deep Creek Park and the Dismal Swamp Canal Trail, enjoy peaceful surroundings, deer sightings, and views of sailboats on the Intracoastal Waterway. A 2012 renovation opened the layout, updated the kitchen and baths, and added central duct HVAC. Recent improvements include a new 3-ton heat pump (2023), whole-house paint (2024), new carpet (2025), and new utility room vinyl flooring, plus upgraded electrical, plumbing, and replacement windows. Outdoors features a fenced yard with mature fruit and fig trees throughout the property. Motivated seller facing an unexpected military relocation (PCS). Contact agent for more information!

317 George Washington Highway S, South Chesapeake
$450,000
4 Beds ⋅ 2 Baths ⋅ 10639396 MLS
Modern Design, Open Living & Exceptional Privacy in Deep Creek! This stunning, fully remodeled brick ranch is nestled on nearly one acre of private, tree-lined land in the heart of Deep Creek. Offering no HOA, no neighbors directly in front or behind, and a peaceful setting surrounded by nature, this home delivers the perfect blend of privacy, freedom, and modern luxury. Inside you'll immediately appreciate the open-concept floor plan, thoughtfully designed to create a seamless flow between the living, dining, and kitchen spaces. Expansive windows throughout the home fill the interior with an abundance of natural light, creating a bright, airy and welcoming atmosphere. Every detail has been carefully selected to reflect today's modern lifestyle. From the beautiful flooring & contemporary fixtures to the elegant finishes, the home showcases a level of craftsmanship and style that's sure to impress. Stunning kitchen serves as the centerpiece of the home, featuring quartz countertops, stainless steel appliances, custom sink, wine chiller, pantry, & spacious eat-at island, making it great for entertaining. Flexible layout offers 4 bedrooms, 2 beautifully updated bathrooms, & multiple living spaces, providing room for family, guests, a home office, or whatever fits your lifestyle. Modern conveniences including surround sound, a built-in tilting TV, and an electric fireplace enhance both comfort & functionality. Outside, the nearly 1-acre lot provides endless possibilities. Enjoy morning coffee on the deck, host gatherings with friends & family, or relax while taking in the peaceful surroundings. No HOA restrictions and exceptional privacy, you'll have the freedom to enjoy your property your way. Conveniently located near parks, schools, shopping, dining, hospitals, and the Great Dismal Swamp, this home offers the rare opportunity to enjoy modern living on a spacious lot without sacrificing convenience. Homes offering this much privacy, land, and modern updates at this price don't come along often. Priced to sell and ready for its next owner.

3154 Martin Johnson Road, South Chesapeake
$575,000
4 Beds ⋅ 2.1 Baths ⋅ 10635488 MLS
Newly Built 4 Bedroom 2 & 1/2 bath home! Featuring the top of the line finishes, including granite counters in the kitchen and baths, Stainless steel appliance package, stainless farmhouse sink, and electric fireplace. Lots of kitchen storage & work space with an island & butler's pantry. The primary suite has a tray ceiling, 2 walk-in closets, and an ensuite bath with a drop-in tub and a deluxe-sized shower. All rooms are generously sized with ample closet space throughout the home. Premium LVP on the first floor and carpet upstairs. You’ll also appreciate the large 2-car attached garage with an extra wide driveway and the included whole-house water treatment system. Make an appointment today! Owner Agent.

3620 Parr Lane, South Chesapeake
$400,000
10635445 MLS
Over 1 acre of commercially zoned land with strong road frontage and excellent visibility along George Washington Hwy and Canal Drive, situated in a high-traffic area. Zoned B-1, allowing for a rage of business and development uses. The site offers solid exposure for retail, service, or mixed-use potential. Priced below tax assessment, presenting an opportunity for investors or developers looking to establish a presence in a highly visible location. Seller financing available for a qualified buyer.

1200 George Washington Highway N, South Chesapeake
$1,700,000
10569030 MLS
12 ACRES Wooded Area

10+AC Yadkin Property I-64 Express Way Road, South Chesapeake
$3,537,900
10395092 MLS
Parcels B=6.71 acres, C + D=25.5 acres. Parcels B, C & D are all residential acreage with city sewer and water ready for you to build a beautiful new home on or possibly rezone for a different use. Seller may consider selling the parcels separately. Buyer to do due Diligence and Seller has no survey.

Lots Moses Grandy ( Par.B,C,D) Trail, South Chesapeake
$982,800
10395057 MLS
Parcel A- residential lot on the waterway. Condemned home & small cemetery on premises. 12.285 ac in the heart of grassfield, perfect for building a home on a 15,000 sq foot lot and have privacy all around you. Parcels B,C & D are also available

1928 Moses Grandy Trail, 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.