Chesapeake Real Estate

Welcome to Chesapeake, Virginia, a vibrant city that beautifully blends the charm of suburban living with the excitement of urban convenience. Nestled in the heart of Hampton Roads, Chesapeake is known for its picturesque landscapes, rich history, and thriving community spirit. With over 350 miles of waterways, this city is a paradise for outdoor enthusiasts, offering ample opportunities for boating, fishing, and kayaking.

Chesapeake boasts a diverse range of neighborhoods, each with its unique character and appeal. From the serene, tree-lined streets of Great Bridge to the bustling energy of Greenbrier, there’s a perfect home waiting for everyone. Families will appreciate the top-rated schools and numerous parks, while professionals will enjoy easy access to major highways and employment centers.

One of Chesapeake's standout features is its commitment to preserving natural beauty. The city is home to several parks and nature reserves, including the stunning Great Dismal Swamp National Wildlife Refuge, where visitors can explore trails, observe local wildlife, and connect with nature.

Culturally rich and community-oriented, Chesapeake hosts various events throughout the year, from farmers' markets to art festivals, fostering a strong sense of belonging among residents. The local dining scene is equally impressive, featuring everything from cozy cafes to fine dining establishments, ensuring that every palate is catered to.

In Chesapeake, you’ll find not just a place to live, but a community to thrive in. Whether you’re looking for a peaceful retreat or an active lifestyle, Chesapeake, VA, offers the perfect backdrop for your next chapter. Come discover the charm of Chesapeake—your new home awaits!

Newest Listings in Chesapeake

$515,000

3 Beds ⋅ 3 Baths ⋅ CVR-2620547 MLS

Welcome to this beautifully appointed townhome in Eagle Pointe, a gated community in Chesapeake's Great Bridge area known for its resort-style amenities. This 3-bedroom, 3-bath home offers 2,339 square feet of thoughtfully designed living space, including a first-floor bedroom suite that works equally well as a guest room or home office, plus a second master suite upstairs. The open floor plan features soaring ceilings in the family room, centered around a cozy gas fireplace, and flows into an eat-in kitchen appointed with maple cabinetry and stainless steel appliances (less than 2 years old). A sunroom and bonus room add flexible space for relaxing or entertaining, while ample storage throughout keeps everyday life organized. Ideally located near I-64, area shopping, dining, and military installations, this Eagle Pointe gem is a rare find. Schedule your private tour today!

1407 Hawick Terrace, Chesapeake

$850,000

4 Beds ⋅ 4 Baths ⋅ CVR-2619771 MLS

Own your personal oasis on the waterfront. Solid brick model home built by a Homearama builder on quiet cul-de-sac in a sought-after neighborhood. Original owners have lovingly cared for this lovely custom-built home. Experience true luxury with real-hardwood floors in study, living room and dining room. Stunning beamed coffered ceiling in large room; multiple rooms with elegant tiered tray ceilings; custom plaster ceilings with lovely swirl and over-lapping arc designs rarely found in new construction. Wonderful wood trim with eye-catching picture-frame inserts blends in beautifully throughout the home. Private office/study with built-in cabinets and shelving for displaying your books and treasured items. Wide double staircase allows easy access form both the front and rear of home. This home features a spacious gourmet kitchen with lovely custom wood cabinets – perfect for entertaining and gatherings. A cozy kitchen dining area, large dining room, and equally-large living room complement this home’s ability to host these celebration events. Expansive deck lets the entertainment continue outside with a wonderful backyard perfect for family activities. Well-maintained landscaping with numerous trees, shrubs, and other flowering flora species provide lots of color throughout the spring into early summer. Backyard extends to Drum Point Creek (feeds into the Elizabeth River) – several blue stone pathways lead the way to your encounter with plenty of native flora and wildlife visitors enjoy nature as your neighbor. Large primary bedroom with primary bathroom and large walk-in closet. Separate private suite over garage with ensuite bathroom. Two additional substantial bedrooms upstairs and one full bathroom upstairs. Laundry room with built-in custom storage cabinets. New roof in 2022; aluminum trim over exterior wood-work, upgraded windows; Leaf Guard gutter system; enclosed crawl-space w/ humidity control (dehumidifier); and yard irrigation system greatly reduce the home’s exterior maintenance.

4219 Foxxglen Run, Chesapeake

$660,000

5 Beds ⋅ 3 Baths ⋅ CVR-2619327 MLS

Nearly 3,500 square feet with a backyard built for entertaining, and one of the best values in Chesapeake’s sought-after Centerville Commons. Flexible living meets resort-style outdoor living. Freshly updated with new paint and flooring, this move-in ready home offers 5 spacious bedrooms, a finished bonus room, a bright sunroom, and multiple flex spaces that easily adapt to today’s lifestyle. Whether you need a home office, playroom, fitness room, guest space, or hobby area, this home gives you the flexibility to make it your own. The backyard is the true showstopper. Spend your summers enjoying the saltwater kidney pool, relax under the gazebo, entertain on the expansive concrete patio, or create the perfect workshop, studio, or entertaining space in the 10x10 pool house with electricity. This is the kind of backyard that turns weekends into staycations. Additional features include an encapsulated crawlspace, tankless water heater, surround sound in the living room, home security system, finished garage with epoxy flooring and overhead storage, plus expanded driveway parking. Conveniently located in the heart of Chesapeake, you’ll enjoy easy access to Greenbrier shopping and dining, parks, major commuter routes, military installations, and everything Hampton Roads has to offer. Move-in ready, thoughtfully updated, and priced to sell! Don’t miss your opportunity to make this exceptional property your next home.

1617 Banff Court, Chesapeake

$190,000

2 Beds ⋅ 3 Baths ⋅ CVR-2619195 MLS

Unlock incredible potential with this two-bedroom, two-bathroom condo, offering a fantastic blank canvas for investors, flippers, or homeowners looking to customize their own space. The main living area features a bright, open-concept layout with wood floors, a cozy fireplace, and sliding glass doors that open to a private patio. The adjacent kitchen features white cabinetry and a convenient breakfast bar that overlooks the dining and living spaces, creating a great flow for daily living and entertaining. Upstairs, the home offers two bedrooms, including a spacious primary suite complete with a walk-in closet and an en-suite vanity area. While the property requires cosmetic updates and repairs throughout—including new flooring, fresh paint, and bathroom updates—it presents the perfect opportunity to build immediate equity. Bring your vision and design ideas to transform this property into a modern personal retreat or a highly profitable addition to your portfolio! Residents will enjoy low-maintenance living with HOA dues that cover community pool and clubhouse access, ground maintenance, and trash pickup.

747 Ridge Circle, Chesapeake

$275,000

3 Beds ⋅ 2 Baths ⋅ CVR-2619100 MLS

Welcome to 3136 Joseph Ave, a charming single-level home offering 3 bedrooms, 2 full bathrooms, and 1,374 square feet of comfortable living space in Chesapeake's established South Norfolk community. This well-maintained ranch features a functional floor plan designed for both everyday living and entertaining. The spacious living areas flow seamlessly into the kitchen and dining space, while the primary suite offers the convenience of a private full bath. Situated on a corner lot, the property also includes a detached garage, providing additional storage, workshop space, or covered parking. Conveniently located near shopping, dining, schools, parks, major highways, military installations, and Downtown Norfolk, this home offers an excellent combination of comfort, convenience, and accessibility. Whether you're a first-time homebuyer, downsizing, or looking to expand your investment portfolio, this is an opportunity you won't want to miss. Schedule your private showing today!

3136 Joseph Avenue, Chesapeake

$385,000

3 Beds ⋅ 2 Baths ⋅ CVR-2617275 MLS

Beautifully Updated Home in Georgetown East Welcome to this charming 3-bedroom, 3-bath single-family home offering 1,766 sq ft of comfortable, modern living. Thoughtfully updated throughout, this property features a remodeled kitchen with fresh finishes and a clean, contemporary feel — perfect for everyday cooking or entertaining. All bathrooms have been tastefully renovated, adding style and convenience to each level of the home. Brand-new flooring flows seamlessly through the living spaces, creating a bright, cohesive, move-in-ready interior. Nestled on a 0.26-acre lot in the desirable Georgetown East community, the home also offers an attached garage, a cozy fireplace, and a functional layout. With its combination of updates, space, and location near local schools and amenities, this property is an excellent opportunity for buyers seeking comfort and value in Chesapeake.

417 Crown Crescent, Chesapeake

$325,000

3 Beds ⋅ 2 Baths ⋅ CVR-2616663 MLS

Brick ranch, 3 bedrooms 1 1/2 baths. fresh pain throughout, newer flooring, new appliances. Large backyard. New HVAC.

1403 Algona Road, Chesapeake

$350,000

2 Beds ⋅ 2 Baths ⋅ CVR-2616657 MLS

Beautifully updated home in the desirable Greenbrier area! Features include a renovated kitchen with new appliances, updated baths, bright open living spaces, new flooring and great curb appeal. Enjoy a private backyard perfect for relaxing or entertaining. Conveniently located near Greenbrier Mall, shopping, dining, parks, and major highways. Move-in ready and in a sought-after school zone — schedule your showing today.

2112 Paramont Avenue, Chesapeake

$1,100,000

4 Beds ⋅ 4 Baths ⋅ CVR-2605550 MLS

Located in the highly desirable Edinburgh community of Chesapeake, this beautifully maintained home now features a recent price improvement along with a $20,000 closing cost assistance incentive, offering exceptional value in one of the area’s most sought-after neighborhoods. Situated on a premium corner lot with tranquil water views and access to a scenic walking trail around the lake, this property combines location, lifestyle, and flexibility. Featuring a spacious and versatile floor plan, the home is designed for both comfortable living and everyday functionality. The family room boasts soaring ceilings and abundant natural light, creating an inviting central gathering space. Defined living areas provide privacy and flexibility, ideal for today’s lifestyle needs. The first-floor primary suite offers convenience and privacy with direct patio access, perfect for enjoying peaceful water views. A full bath added in 2024 connects to a flexible first-floor living space, ideal for a guest suite, home office, or additional bedroom—an excellent option for multi-generational living or work-from-home needs. The home is equipped with surround sound throughout, custom window treatments that convey, and a whole-home surge protector. The kitchen includes double ovens, microwave, and vent hood installed in 2021, offering both functionality and modern convenience. Additional features include a capped crawl space, irrigation system, exterior flood lighting, and garbage disposal installed in 2025. Major system updates include a two-zone HVAC system and hot water heater installed in 2019, with HVAC recently serviced on 3/13/26. The home has been thoughtfully prepared for its next owners with fresh interior paint (Feb 2026), professional carpet cleaning and full home cleaning (Mar 2026), and fresh mulch (2026). A new Bosch refrigerator installed in May 2026 wood floor refinished May 2026. Garage floors resurfaced epoxy done June 12th.

1645 Falls Brook Run, Chesapeake

$45,000

CVR-2604205 MLS

Discover 2.15 acres of beautifully wooded residential land tucked away in the Deep Creek area of Chesapeake. This serene parcel offers a peaceful natural setting with mature trees for a long-term investment. The property is currently landlocked with no established road access, and buyers will need to explore access options independently. Property to be sold as-is where-is. Located near the Oak Manor and Woodlake Forest areas, this parcel provides a quiet country feel while still offering convenient proximity to Chesapeake amenities, major routes, shopping, and services. Whether you’re seeking a private retreat or a strategic land hold, this wooded acreage presents a unique opportunity in a desirable Deep Creek location.

000 Shell 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.