South Chesapeake Homes with City View

Welcome to South Chesapeake, a charming city located in the heart of Virginia. This vibrant city is nestled in Chesapeake County, offering residents a perfect blend of urban convenience and suburban tranquility.

One of the most sought-after features of homes in South Chesapeake is the breathtaking city views they offer. Imagine waking up to panoramic vistas of the city skyline, with twinkling lights and bustling streets right outside your window. Homes with city views in South Chesapeake provide a unique opportunity to experience the beauty and energy of urban living from the comfort of your own home.

Whether you're looking for a cozy condo with a balcony overlooking the city or a spacious family home with expansive windows showcasing the skyline, South Chesapeake has a range of options to suit your preferences. Enjoy the convenience of city living while still being surrounded by parks, green spaces, and a strong sense of community.

With a thriving real estate market and a variety of homes with city views available, South Chesapeake offers the perfect setting for your next chapter. Explore the possibilities that this dynamic city has to offer and find your dream home with a view that will take your breath away.

Newest South Chesapeake Homes with City View

$430,000

3 Beds ⋅ 2.1 Baths ⋅ 10647306 MLS

Welcome to this beautifully maintained open-concept home in the heart of Greenbrier! This move-in-ready home offers a spacious layout with separate living and dining rooms, plus a warm family room that opens to the updated kitchen—perfect for everyday living and entertaining.Recent 2025 updates include a new HVAC system, granite countertops throughout, LED recessed lighting, upgraded ceiling fans, updated bathroom fixtures, and a stylish subway tile backsplash. The washer and dryer were replaced in 2021.Enjoy a private backyard oasis and the convenience of low-maintenance living with a Master Association Policy. The Master Association Policy covers roof and fencing repairs/replacement, lawn maintenance, exterior painting, gutter cleaning and power washing annually, Don't miss out this gem is priced to sell !!!

808 Monroe Court, Chesapeake

$459,999

4 Beds ⋅ 3 Baths ⋅ 10647060 MLS

Welcome home to this beautifully maintained luxury end unit townhome in the highly sought after Great Bridge School District! Less than seven years old, this move in ready home offers stylish, low-maintenance living with thoughtful upgrades throughout. Enjoy luxury laminate plank flooring throughout the entire home, smart switches compatible with Alexa, and an upgraded custom walk in closet in the spacious primary suite. The gourmet kitchen features granite countertops, a large island, upgraded cabinetry, refrigerator only 6 months old and a flat top stove. Soaring 9-foot ceilings, multiple walk-in closets, a spacious laundry room, garage, driveway, and covered front porch add to the home's appeal. The HOA handles yard maintenance, giving you more time to enjoy nearby shopping, dining, entertainment, and quick highway access. Schedule your private showing today!

300 Sikeston Lane, Chesapeake

$390,000

3 Beds ⋅ 2 Baths ⋅ 10646455 MLS

Beautifully reimagined ranch home with designer-inspired finishes throughout! Offering 1,482 square feet, this exceptional residence features 3 bedrooms, 2 beautifully updated baths, and a versatile bonus room ideal for a home office, playroom, guest space, or hobby room. The stunning kitchen showcases new custom-style cabinetry, elegant granite countertops, and brand-new stainless steel appliances, including a dishwasher, range, microwave, and disposal. Matching granite countertops extend into the bathrooms, which have been tastefully renovated with stylish new tile finishes. Additional upgrades include a new roof, new windows, new HVAC system, new water heater, new interior doors, fresh interior paint, and new flooring throughout. Blending timeless style with modern updates, this turnkey home offers comfort, quality, and exceptional value. Don't miss out, schedule your showing today!

716 Baywood Trail, Chesapeake

$430,000

4 Beds ⋅ 2.1 Baths ⋅ 10646343 MLS

Opportunity awaits at 1929 Shepherds Gate, where spacious living, a large corner lot and a convenient Chesapeake location come together! This 4-bedroom, 2.5-bath home offers classic brick curb appeal and an attached garage. Inside, enjoy a bright, open living and dining area with hardwood flooring and crown molding. The kitchen features abundant cabinetry, granite countertops, stainless steel appliances, recessed lighting and plenty of workspace. A separate family room provides additional living space with a cozy fireplace and direct access to the backyard. Upstairs, the generously sized primary bedroom includes a private bath with a walk-in shower. Three additional bedrooms offer flexibility for guests, a home office or playroom. Outside, the fully fenced backyard features a large patio and storage shed, creating an excellent setting for relaxing, entertaining or outdoor activities. Conveniently located near Greenbrier shopping, restaurants, schools, interstate access and Chesapeake attractions. Bring your personal style and make this wonderful home your own!

1929 Shepherds Gate, Chesapeake

$579,900

4 Beds ⋅ 2.1 Baths ⋅ 10646647 MLS

Beautiful 4 bdrm 2.5 bath home located in Great Bridge. This home has a attached garage and a huge 728 sqft detached garage with additional living space above the Det. garage. The living space just needs some finishing touches to make move in ready! The main house has a large kitchen with brand new guartz counter tops . This home has newer windows, roof, HVAC and has been professionally cleaned. This home offers plenty of parking and a nicely landscaped yard. Call me today for a private tour to see this wonderful well cared for home!

1205 Cutspring Road, Chesapeake

$849,900

5 Beds ⋅ 4.1 Baths ⋅ 10646141 MLS

Under Construction – Luxury New Construction with Timeless Coastal Farmhouse Style! This stunning 3-level home blends classic board-and-batten architecture, clean lines, black-framed windows, and thougthful accents to create exceptional appeal. Inside, an open-concept first floor is designed for modern living, featuring a spacious family room, dining area, and a designer kitchen with a large center island, custom cabinetry, and premium finishes. The second level offers four generously sized bedrooms, including an impressive owner's suite with a spa-inspired bath, plus two full bathrooms to comfortably accommodate family and guests. The third floor provides incredible flexibility with a spacious bonus room or fifth bedroom, a full bath, and convenient walk-in attic storage. With 5 bedrooms, 4.5 baths, thoughtful craftsmanship, and stylish finishes throughout, this exceptional new home offers the perfect blend of luxury, comfort, and functionality for today's lifestyle.

1833 Shillelagh Road, Chesapeake

$365,000

3 Beds ⋅ 1 Baths ⋅ 10645994 MLS

944 Bells Mill Road, Chesapeake

$225,000

2 Beds ⋅ 2 Baths ⋅ 10645008 MLS

Tranquil and serene condo living, welcome to this desirably located greenbriar community just a short walk to local dinning and shopping. This property also offers quick access to major interstate Hwy and just a few blocks over from Chesapeake General Hospital,

401 Bracknell Arch. Arch Unit F, Chesapeake

$265,000

3 Beds ⋅ 2.1 Baths ⋅ 10644970 MLS

Beautiful townhouse-style condo with attached 1- car garage! The open concept living space downstairs features 9-foot ceilings, new LVP flooring, and a gas fireplace. Packed with style, the kitchen with a two-tiered granite peninsula, beautiful cherry-stained cabinets, and stainless appliances is open to the dining area just off the living room. Carpeted stairs lead to the laundry closet with a washer and dryer to convey is central to the large bathroom with dual vanity sinks shared by the secondary bedrooms. Escape to the oversized primary bedroom with walk-in closets and 9-foot ceilings and tons of natural light. The oversized primary bathroom is complete with a jetted soaker tub and large vanity. Minutes from I-64, I-664, and shopping. Approximately 4 miles from Norfolk Shipyard.

909 Deep Creek Run, Chesapeake

$534,900

4 Beds ⋅ 2.1 Baths ⋅ 10644845 MLS

MOTIVATED SELLERS! * Price Reduced to $534,900 * PLUS, $5K Decorator's Allowance! Come Home SWEET Home to beautiful Chapel Hill Estates. This is an opportunity to live in this highly desirable location in the Hickory School District at an Affordable price... Four Bedrooms, 2 1/2 Baths exist in this 2,000+ square feet of Open Concept floor plan with 2-car garage. “Make it Your Own!” Generous Sellers offering $5,000 Decorator's Allowance to boot! Act fast, won't last!

1221 Rosebud Lane, Chesapeake

$594,900

4 Beds ⋅ 2.1 Baths ⋅ 10644498 MLS

Beautiful ranch-style home tucked away on a quiet cul-de-sac in Chesapeake’s Bayberry Forest! This spacious 4-bedroom, 2.5-bath home offers generous living areas, an attached 2-car garage and thoughtful updates throughout. The fenced backyard is made for relaxing or entertaining with a deck, storage shed and beautiful landscaping. Inside, enjoy a fully conditioned sunroom for year-round use, a finished room over the garage, large bedrooms with step-in showers in both bathrooms. Recent upgrades include a new HVAC system in 2024, new LVP flooring, an encapsulated crawl space and a whole-house generator for added peace of mind. The bright, open kitchen features an island with guest seating plus room for a table, while the formal dining room gives you extra space for gatherings. Between the inviting living room and comfortable den with gas fireplace, there is plenty of room to enjoy family and friends. Centrally located near shopping, dining, interstate 64 and bases.

1305 Forest Point Drive, Chesapeake

$315,000

4 Beds ⋅ 2 Baths ⋅ 10644591 MLS

Charming one-level brick ranch offering 4 bedrooms plus a versatile bonus 5th bedroom attached to primary suite, perfect for a nursery, home office, sitting room, or flex space. Two updated full bathrooms. Equipped with two central air systems to serve addition to property, both less than 6 years old. Newer kitchen with granite countertops, new dishwasher and newer big size washer and dryer. The spacious primary suite includes two oversized closets with built-in shelving and drawers, providing exceptional storage and organization. Step outside to a large private backyard with a wood privacy fence- ideal for entertaining, cookouts, or relaxing outdoors. Conveniently located near shopping, dining, and with easy access to major interstates.

2641 Gilmerton Road, Chesapeake

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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.