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1916 Orangewood Road, South Chesapeake
$549,900
4 Beds ⋅ 2.1 Baths ⋅ 10649467 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 stairs (2024), creating welcoming spaces to enjoy both the front and backyard.

1916 Orangewood Road, South Chesapeake

609 Howelsen Court, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10649294 MLS
Tucked away on a cul-de-sac in desirable Elbow Estates, this beautifully maintained home offers the perfect combination of modern style, exceptional space and a floor plan made for everyday living and entertaining. Built in 2017, the home features a bright, open-concept main living area with fresh neutral paint, sleek contemporary fixtures and an effortless flow between the kitchen, dining and living spaces. Upstairs, generously sized bedrooms offer plenty of room, but the true showstopper is the oversized primary suite. A striking tray ceiling adds architectural interest, while two closets provide exceptional storage. The expansive primary bath feels like a private retreat with a large tiled jetted tub and separate tiled shower. Outside, the spacious backyard offers plenty of room for entertaining, play or relaxing, all surrounded by a high-quality vinyl privacy fence added in 2022. A two-car garage provides additional parking and storage. With modern finishes, oversized rooms and a fantastic cul-de-sac setting, this Elbow Estates home is one you don’t want to miss.

609 Howelsen Court, South Chesapeake

613 Corapeake Drive, South Chesapeake
$599,500
4 Beds ⋅ 2.1 Baths ⋅ 10649324 MLS
Beautifully maintained 4 bedroom, 2.5 bathroom colonial home located in the desirable Albemarle West neighborhood and the sought-after Hickory school district. This home is great for both everyday living and entertaining, with a formal living and dining room, spacious eat-in kitchen, and a large family room with a wood burning fireplace and built-in shelving. There are dual staircases with one in the kitchen leading up to the versatile, finished room over the garage which can be used as a 4th bedroom, playroom, guest space or an additional entertaining area. There is even extra room for an office or study area. All the bedrooms are spacious and there is ample storage throughout the home, including 2 pantries in the kitchen and 2 walk-in bedroom closets. The expansive screened porch adds extra usable space to the home and would be great for dining in the warmer months or just relaxing with a cup of morning coffee. The deck leads to a gorgeous, landscaped yard and is a peaceful retreat. Major updates already done in 2026 to include all new: HVAC and air handler, deck, quartz countertops in the kitchen, and garage door opener. The kitchen and bathrooms have all been freshly painted. Convenient to shopping, restaurants and the 168 bypass. Make this one your first stop!

613 Corapeake Drive, South Chesapeake

2808 Willows Arch, South Chesapeake
$469,900
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

1044 Olmstead Street, South Chesapeake
$544,900
4 Beds ⋅ 3.1 Baths ⋅ 10648745 MLS
Welcome to 1044 Olmstead St in Chesapeake! This almost new home was built in 2022 & still feels like new! Featuring 4 bedrooms, 3.5 bathrooms spread out over 2337sq ft. Entering into the home from your covered front porch you will be greeted by natural sunlight beaming into the foyer. A home office/flex space is on the left & a half bath & laundry room on the right. Proceeding to the rear of the home you will walk into the open floor plan style kitchen w/a large island w/ seating for 4, stainless appliances & granite tops. With no walls separating the kitchen, living room, & formal dining room spending quality time w/ friends & family is easy in this space. Upstairs you will find all 4 bedrooms to be good sized with the primary bedroom being oversized w/a large walk-in closet, an en-suite bathroom w/ soaking tub, a separate shower area, & double sinks. The room over the garage is the 4th bedroom & has its own separate entrance w/a dedicated full bathroom. Call to schedule your showing!

1044 Olmstead Street, South Chesapeake

934 Ferryman Quay, 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

1 Sandy Point Lane Unit 216, South Chesapeake
$295,000
3 Beds ⋅ 2 Baths ⋅ 10648784 MLS
Welcome to easy, low maintenance living at 1 Sandy Point Lane #216! This beautifully refreshed condo offers an open layout, fresh paint, and a 2025 kitchen remodel that brings a modern feel to the heart of the home. Major systems are already in place with a 2019 HVAC and 2021 water heater, giving you added peace of mind. The main living space has been freshly painted in a neutral color, ready for your personal touch! The HOA takes care of the details that make condo living truly convenient, including building and grounds maintenance, roof, master insurance, water, sewage, biweekly trash pickup, and 2 assigned parking spaces. Residents also enjoy an impressive array of community amenities, including a pool, picnic area, gazebo, and 1,700 square foot clubhouse available for both private gatherings and community events. With thoughtful updates, a desirable open-concept design, and amenities that simplify everyday living, this is a home that lets you spend less time on maintenance and more time enjoying the lifestyle.

1 Sandy Point Lane Unit 216, South Chesapeake

908 Jennings Ln, South Chesapeake
$545,900
3 Beds ⋅ 3.1 Baths ⋅ 10648688 MLS
NOVEMBER MOVE IN - $12,500 closing costs*, Low Loan Rate, No PMI! End Unit! Modern Design UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom with ensuite bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

908 Jennings Ln, South Chesapeake

709 Crestfield Drive, South Chesapeake
$599,505
4 Beds ⋅ 2.1 Baths ⋅ 10648353 MLS
Being completed with flooring for quick delivery. Limited time incentive: $15K anyway allowance when using Seller's preferred lender for financing, see agent for details. Listed price reflects $15K incentive taken off price of home. This beautiful Wells plan is backing a mature tree line, featuring 4 spacious upstairs bedrooms, including an owner’s suite with a tiled shower and quartz double vanity. The bright, open kitchen boasts a large island, white shaker-style cabinets, quartz countertops, stainless steel appliances, and a generous pantry. The open-concept living area includes a gas fireplace and dining room. Enjoy an inviting front porch, a welcoming foyer with ample storage, and a fenced backyard with large patio. Additional highlights include a 2-car garage and custom wood shelving in large closets. Seller to pay up to $10k in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of previously completed home, finishes and upgrades vary.

709 Crestfield Drive, South Chesapeake

716 Hillwell Road Unit B, South Chesapeake
$380,000
3 Beds ⋅ 2 Baths ⋅ 10647804 MLS
You know that feeling when a house just makes sense? This one has it. Three bedrooms, two baths, and 1,356 square feet give you real room without a lot of upkeep. The LVP flooring is fresh, the windows are newer, and the kitchen has the space to actually cook and gather in. The cabinets were refinished and paired with butcher-block counters, and the lighting, trim, and fixtures have all been brought up to date. The bedrooms are comfortable and quiet, and one has a large closet you will be grateful for. Both baths are updated, with one done in full tile. What you do not see matters too. The HVAC and windows are newer, and the crawl space is fully encapsulated with a vapor barrier and spray foam, with a pest warranty behind it. It is also Verizon FIOS ready. And here is the part people love: it is a two-unit condo with no monthly condo fee. That is not easy to find. Easy living on day one. Come walk through and see how it feels.

716 Hillwell Road Unit B, South Chesapeake

1108 Shell Road, South Chesapeake
$563,000
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! *One year Choice home warranty, $5k lender credit with preferred lender Atlantic Bay, and CCA available with full priced offers*

1108 Shell Road, South Chesapeake

1758 Barkadeer Cove, South Chesapeake
$430,000
3 Beds ⋅ 2.1 Baths ⋅ 10647905 MLS
Built in 2021, this beautifully designed townhouse-style condo offers 2,234 square feet of thoughtfully designed living space, featuring an open floor plan and a desirable first-floor primary suite. The spacious great room with soaring ceilings flows seamlessly into the kitchen, complete with granite countertops, stainless steel appliances, a pantry, peninsula seating, and an adjoining dining area. The primary suite features a generous walk-in closet and an en-suite bath with a double vanity and oversized shower. Upstairs, you'll find two spacious bedrooms, a full bath, a loft overlooking the great room, and an unfinished storage room for abundant storage. Additional highlights include a two-car attached garage, large laundry room, and tankless water heater. A private rear patio provides the perfect spot to relax and unwind. Enjoy low-maintenance living with resort-style amenities including a clubhouse, pool, dock, playgrounds, private beach, and ground maintenance, all within the highly sought-after Grassfield school district.

1758 Barkadeer Cove, South Chesapeake

301 Sikeston Lane, South Chesapeake
$449,000
4 Beds ⋅ 3 Baths ⋅ 10646631 MLS
Welcome home to this luxurious 4-bed, 3 full bath home located in the highly sought-after Great Bridge school district. The open floorplan is enhanced by 9-foot ceilings on both levels, recessed lighting, and plenty of natural light. The kitchen serves as the heart of the home, offering a large island, quartz countertops, and stainless-steel appliances— for both entertaining and everyday living. Upstairs, enjoy freshly installed carpet throughout, convenient upstairs laundry room, and a spacious primary suite that features both a generous walk-in closet and spa-like bathroom complete with a soaking tub, oversized shower, and double vanity. Additional highlights include a covered porch, relaxing back patio, and attached garage with extra driveway parking. Conveniently situated near interstates, shopping, schools, and military bases, this home combines modern style with low-maintenance living—an ideal opportunity to own in one of Chesapeake’s most desirable communities!

301 Sikeston Lane, South Chesapeake

224 Springbrook Lane, South Chesapeake
$490,000
4 Beds ⋅ 2.1 Baths ⋅ 10647583 MLS
Back on the Market - Seller to pay towards buyers closing costs and to put $4000 in escrow for miscellaneous touchups! Freshly painted through out, New flooring downstairs, New carpet installed upstairs, Updated kitchen, new fixtures, new counter tops. This amazing home Sits on a large corner lot. Has a large Living space with fireplace. Huge Master bedroom with large walk-in closet. The other bedrooms are nice size. Nice size dining room, office space, Breakfast area. The sellers is getting ready to update the kitchen and install new kitchen counter tops. And installing a new pool liner next week. The pool pump is only a year old. The AC compressor is 2 years old. Has a large deck in back yard for entertaining. Backyard fenced in.

224 Springbrook Lane, South Chesapeake

716 Rapidan River Court Unit H, South Chesapeake
$235,000
2 Beds ⋅ 2 Baths ⋅ 10646952 MLS
Beautifully maintained 2 bedroom, 2 bath 1st floor condo is tucked away in Riverwalk, overlooking a peaceful wooded view. The updated kitchen features granite countertops, white cabinetry and stainless steel appliances, and opens seamlessly to the dining and living areas. Laminate flooring extends throughout the living room, dining area and hallway with carpet in both bedrooms. The spacious primary suite offers an updated en-suite bath with a dual vanity and walk-in shower. Relax on your private patio overlooking the trees...a serene setting to start and end your day. Enjoy low-maintenance living with the condo fee covering the roof, siding, water, sewer, trash pickup, landscaping and community pool. Conveniently located just minutes from interstates, shopping, restaurants, bases and River Crest Community Center.

716 Rapidan River Court Unit H, South Chesapeake

609 Edgewood Arch, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10646683 MLS
Nestled in one of the area's most desirable neighborhoods, this stunning home offers over 3000 sq ft of beautifully designed living space. Step inside to an inviting floor plan featuring a spacious living room with soaring cathedral ceilings and a gorgeous stone fireplace. The large eat in kitchen flows seamlessly to the living area with ample cabinetry, a brand-new kitchen sink, plenty of space for entertaining. This spacious 4-bedroom home also features a versatile flex room off the foyer, great for a home office or den. Retreat to the expansive primary suite through French doors, where you will find a generous walk-in closet & a en-suite bath designed for comfort and relaxation. All new windows 2024 and a new HWH. Outside, you'll love the newer deck and fenced in yard. Cheshire Forest residents enjoy exceptional lifestyle amenities including a neighborhood pool, the flying fish swim team, clubhouse, playgrounds, tennis & pickleball courts, pond for fishing & scenic walking paths.

609 Edgewood Arch, South Chesapeake

891 Bells Mill Road, South Chesapeake
$519,998
4 Beds ⋅ 3.1 Baths ⋅ 10646463 MLS
BACK ON MARKET DUE TO NO FAULT OF THE SELLER! If you’ve been searching for true peace and privacy without sacrificing convenience, this Grassfield gem is an absolute must-see. Set back from the street on a private driveway, the property opens up to nearly an acre of total solitude, completely enveloped by woods and lush mature greenery. Inside, fresh paint brings a bright, inviting energy to a floor plan built for real life. The layout is a rare find for multi-generational living, featuring two distinct main-level suites. The in-law wing includes its own living room, making it easy to use as a private apartment, a 5th bedroom, or a home office. The primary suite feels like a custom getaway with live-edge wood countertops, dual shower heads, and a custom walk-in closet system. Out back, the property turns into a full outdoor retreat featuring a storage shed, a chicken coop, separate hookups ready for a pool and hot tub, and a massive detached two-car workshop/garage complete with a carport and RV hookup. Welcome home!

891 Bells Mill 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.

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