Chesapeake VA Homes with City View

Welcome to Chesapeake, Virginia, a vibrant city that perfectly blends the charm of suburban living with the excitement of urban amenities. Nestled in the heart of Hampton Roads, Chesapeake is known for its stunning natural beauty, featuring lush parks, serene waterways, and a rich tapestry of history. With a population of over 240,000 residents, this dynamic city offers a welcoming community atmosphere, making it an ideal place to call home.

One of the standout features of Chesapeake is its diverse array of homes, particularly those boasting breathtaking city views. Imagine waking up each morning to panoramic vistas of the skyline, where the sun sets in a blaze of colors over the horizon. Homes with city views in Chesapeake offer not only a visual feast but also a unique lifestyle, allowing residents to enjoy the hustle and bustle of city life while retreating to their tranquil abodes at the end of the day.

Chesapeake's real estate market is as diverse as its population, with properties ranging from charming single-family homes to luxurious waterfront estates. Many of these residences are strategically located to maximize those stunning views, providing the perfect backdrop for entertaining guests or simply enjoying a quiet evening at home.

In addition to its scenic offerings, Chesapeake is renowned for its top-rated schools, abundant recreational opportunities, and a strong sense of community. Whether you’re seeking a peaceful retreat or a lively neighborhood, Chesapeake, VA, has something for everyone. Discover your dream home with a city view today, and experience the best of both worlds in this captivating city!

Newest Chesapeake VA Homes with City View

$495,000

5 Beds ⋅ 3 Baths ⋅ 10649524 MLS

BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 4215 Surf Avenue, where the benefits of new construction meet the charm of an established neighborhood. Offering approximately 2,550 square feet, 5 bedrooms and 3 full baths, this thoughtfully designed home provides space, flexibility, and an open floor plan that works for a variety of lifestyles. One of the standout features is the oversized first-floor bedroom with direct access to a full bath that also opens to the hallway—creating an excellent setup for guests, multigenerational living, an in-law suite, or anyone looking for convenient first-floor accommodations. Upstairs, you'll find the home's primary suite, along with additional generously sized bedrooms and plenty of room for everyone to spread out. Come make 4215 Surf Avenue home!

4215 Surf Avenue, Central Chesapeake

$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

$749,900

4 Beds ⋅ 3.1 Baths ⋅ 10649237 MLS

Welcome to Riverwalk, a beautifully maintained community offering an exceptional blend of comfort, style, and amenities including a pool, tennis courts, and playground! This updated spacious home features an amazing first-floor primary suite and bath w/ 2 huge walk-in closets, soaring 9-foot ceilings, and a bright, inviting Florida room. The interior includes NEW paint throughout, NEW hardwood flooring in the den, NEW carpet upstairs, NEW bathrooms, and NEW light fixtures. The kitchen, primary bath, and half bath showcase beautiful custom cabinetry and quality finishes. With 4 bedrooms plus a FROG, there is plenty of space for guests, and work-from-home needs. Major HVAC systems replaced in 2017 and 2023. Dual staircases. Outside, enjoy the low-maintenance lifestyle of a tumbled-brick exterior and wrap, Trex deck, and a dedicated gas line for the grill—perfect for entertaining! It also features an encapsulated crawlspace w/2 dehumidifiers, providing added peace of mind. Just beautiful!

745 Seagrass Reach, 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 families 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

$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

$549,900

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

$150,000

2 Beds ⋅ 1.1 Baths ⋅ 10648959 MLS

Hurry to see this lovely 2 bedroom condo Townhouse in affordable Conrad Corners! This home was previously rehabbed with modern lighting and flooring. Featuring a living room, laundry closet, and dine-in kitchen with sliders out to your private fenced patio. 2 Primary bedrooms with a large closet, full hall bath, and large storage closet. Conveniently located to Bases, I-64, schools, shopping and more. Call your Realtor today to see!

2712 Conrad Avenue Unit 3, Central Chesapeake

$292,500

2 Beds ⋅ 2 Baths ⋅ 10648488 MLS

Welcome to this charming, centrally located home where modern updates meet comfortable living! Step inside to discover a beautifully updated kitchen featuring elegant quartz countertops, soft-close cabinetry, and brand-new stainless-steel appliances. Gorgeous LVP flooring, recessed lighting, and fresh new paint throughout create a bright, modern, and inviting atmosphere. Nice-sized backyard is perfect for gardening, entertaining, family gatherings and weekend cookouts. Whether you're a first-time homebuyer, looking to downsize, or ready to stop renting and start building equity, this home is a wonderful opportunity to make homeownership a reality. Come and see this lovely home and make it yours today!

2410 Payne Road, South Chesapeake

$390,000

3 Beds ⋅ 2.1 Baths ⋅ 10648235 MLS

The moment you walk through the door, you'll feel right at home. The spacious open layout is perfect for everyday living, whether you're enjoying a quiet evening or hosting friends and family. The thoughtfully designed primary suite offers a private retreat with a full bath and generous walk-in closet, while luxury vinyl plank flooring flows throughout the home. Recent improvements, including the 2023 addition, updated kitchen cabinetry, windows, electrical, heat pump, lighting and, fixtures, provide modern comfort and peace of mind. Outside, the fenced corner lot offers plenty of room to enjoy, with a deep driveway for ample parking. Located in an established Chesapeake neighborhood with convenient access to shopping, dining, parks, and major commuter routes, this home is one you'll want to experience in person before it's gone.

1324 Hawthorne Drive, Central Chesapeake

$249,000

3 Beds ⋅ 2 Baths ⋅ 10648064 MLS

Great opportunity to own a brick ranch in Chesapeake! This home features hardwood floors, a spacious front yard, and a fenced-in backyard. Includes a new refrigerator and new cabinets. This freshly painted property has some updates plus it has tons of potential—great for a first-time homebuyer or investor. Being sold as-is. Don’t miss your chance to make it your own!

608 Edinburg Avenue, Central Chesapeake

$794,900

6 Beds ⋅ 3 Baths ⋅ 10647933 MLS

Welcome to your home! Like new construction maticulously well maintained home sits on a quiet culdesac in the highly desired sought-after Great Bridge High School - Johnstown Estates. Featuring 6 bedrooms, 3 bathrooms with one bedroom downstairs. Magnificent well equipped gourmet kitchen with quartz counter tops, stainless steel appliances and large island that overlooks to spacious family room with gas fireplace. The upstairs primary suite offers a luxirious bathroom with double vanity and lard walk in closet. This home includes a 2 zone HVAC system and a tankless water heater for added effeciency. Gutters system and vinyl privacy fence. Conveniently located near shopping, restaurants, and highways.

1024 Loutro Court, South Chesapeake

$630,500

5 Beds ⋅ 2.1 Baths ⋅ 10648099 MLS

Tucked away in Goose Creek Estates in Western Branch, this two-story home offers the space, character and quiet setting you've been looking for. Step inside to hardwood floors, abundant natural light and architectural details including columns, arched openings and crown molding. The main level offers multiple living and entertaining spaces, from the formal dining room to the comfortable family room with fireplace and a light-filled sunroom perfect for relaxing. The kitchen features granite countertops, stainless appliances, an island, plenty of cabinetry and a sunny breakfast area. Upstairs, the primary suite offers a private sitting area along with four additional bedrooms. Outside, enjoy the deck and fenced backyard on a corner cul-de-sac lot. A new roof in 2025 with transferable warranty and HVAC replaced in 2023 add peace of mind. A wonderful opportunity to call Western Branch home!

1501 James Landing, West 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.