Chesapeake VA Homes with Well Exterior features

Welcome to Chesapeake, Virginia, a vibrant county nestled in the heart of the state. Chesapeake offers a perfect blend of urban amenities and natural beauty, making it an ideal place to call home.

If you're looking for homes with well exterior features, Chesapeake has a plethora of options to choose from. From charming cottages with well-manicured gardens to modern homes with spacious yards, you'll find the perfect property that suits your taste.

Imagine coming home to a picturesque house with a well-maintained exterior, where you can relax and unwind after a long day. Whether you prefer a cozy porch to enjoy your morning coffee or a backyard oasis for entertaining guests, Chesapeake has it all.

With its convenient location, excellent schools, and friendly community, Chesapeake is the perfect place to settle down and create lasting memories. Explore the diverse real estate options in Chesapeake, and find your dream home with well exterior features today.

Newest Chesapeake VA Homes with Well Exterior features

$998,895

5 Beds ⋅ 3.1 Baths ⋅ 10652907 MLS

Experience luxury living in this one-of-a-kind Chesapeake retreat, nestled on a 3-acre lot in the Grassfield School District. This custom-built home blends modern comfort with timeless charm, offering an open-concept first floor design for today's lifestyle. The spacious family room flows seamlessly into the remodeled 2024 kitchen, with direct access to the back deck for everyday relaxation or entertaining guests. Choose between two generous primary suites. First floor primary suite features a gas fireplace, dual closets, and a sitting/office area. Second floor primary suite privately located above 3-car garage, offering separation from the additional upstairs bedrooms. Enjoy abundant space for hobbies and storage with two powered sheds, plus peace of mind from the new encapsulated crawl space with vapor barrier. Major upgrades, including the roof, HVAC, and kitchen in 2024, ensures comfort and efficiency for years to come. This exceptional property delivers a rare combination of privacy, space, and freedom with no HOA restrictions, making it a true Chesapeake gem.

1910 Hallmark Way, South Chesapeake

$747,995

5 Beds ⋅ 3 Baths ⋅ 10651967 MLS

Gorgeous 2 story Home situated on a private and lushly landscaped lot in the Etheridge Lakes neighborhood in Southern Chesapeake. Step into the elegant 2 story foyer and be amazed by the beautiful details throughout this spacious home that has been well maintained and lovingly cared for by the original owners. The vaulted Family Room opens to the large and updated Eat in Kitchen and both offer perfect views of the privacy fenced backyard oasis boasting a stunning and resort style saltwater pool with waterfall and stamped concrete surround, deck, storage shed, and outdoor shower. Additional Details: 1st floor Bedroom and full bath, Primary Suite with walk in closet and updated full bath, Formal Dining Room, new LVP flooring on 1st floor, nice sized bedrooms with ceiling fans, dual staircases, FROG is 5th bedroom, 2nd floor Laundry Room, freshly painted interior, newer carpeting, zoned HVAC, well/sprinkler system, 2 car sideload garage, gutter system, and more! Attends Hickory schools.

1052 Stockleybridge Drive, South Chesapeake

$574,900

4 Beds ⋅ 2.1 Baths ⋅ 10653018 MLS

Located in Oak Bridge Forest, this 4-bedroom, 2.5-bath home offers a spacious layout, an oversized 2-car garage, and a large backyard made for enjoying the outdoors. Inside, a two-story foyer welcomes you into a light-filled floor plan featuring new laminate flooring, installed in 2025, throughout most of the home. The custom-designed kitchen received a complete makeover in 2025 and opens to the family room, creating an easy flow for everyday living and entertaining. Upstairs, the spacious primary suite features a private bath with a double vanity, walk-in shower, and jetted tub, with three additional bedrooms and a second full bath completing the level. Out back, mature landscaping and trees surround an in-ground pool with a new liner installed in 2024 and new pool heater added in 2025. A Trex deck provides additional space to relax or entertain. Additional features include a tankless water heater, sprinkler system, smart-home capabilities, Ring doorbell and exterior security cameras, plus an Invisible Fence encompassing the front and backyard. No HOA! With generous indoor and outdoor space, thoughtful updates, and a backyard ready for pool days and entertaining, this Oak Bridge Forest home has plenty to offer. Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

733 Dissdale Lane, South Chesapeake

$399,000

3 Beds ⋅ 2 Baths ⋅ 10652696 MLS

A Beloved Western Branch Gem! Welcome to one of Western Branch’s most cherished neighborhoods, where many homeowners have proudly called this community home for 55+ years! This spacious brick rancher offers an inviting open floor plan, multiple flexible living spaces, and a peaceful cul-de-sac location. Step outside to enjoy the huge, private backyard, surrounded by mature trees providing wonderful shade and privacy, plus a brand-new deck perfect for relaxing or entertaining. Ideally located just minutes from Hampton Roads military bases, tunnels, bridges, shopping, dining, entertainment, doctors, and hospitals, this home puts convenience at your fingertips. Recent updates include new carpet (2023), new roof (2023), remodeled hall bath (2018), and HVAC (2016). Don’t miss your opportunity to own this wonderful home in a truly special neighborhood!

4353 Shorewood Drive, West Chesapeake

$715,000

4 Beds ⋅ 3 Baths ⋅ 10652738 MLS

Wonderful home that owners have maintained in very good condition, located in cul-de-sac!4 Bedrooms, 3 Full baths, a downstairs bedroom is adjacent to a full bath. Beautiful sunroom with custom inlay tile, paver patio, kitchen with island, spacious main bedroom - full bath with dual sinks, soaking tub and walk-in shower. Large family room with natural gas fireplace, formal dining & living rooms, true 2 car garage, plenty of driveway space.Crawl space encapsulated w/dehumidifier.

812 Brookside Arch, South Chesapeake

$849,900

4 Beds ⋅ 3 Baths ⋅ 10652646 MLS

Dreaming of waterfront living? Welcome home to the Western Branch of the Elizabeth River, where mornings begin with water views, afternoons can be spent boating, fishing or kayaking, and evenings invite you to unwind by the river. Set on a picturesque, flat .80-acre lot, this expansive all-brick custom and oversize 2 car garage offers space, storage, charm and an exceptional setting for entertaining. The private pier was resurfaced last fall and provides convenient access toward the boating channel. Inside, custom details include solid doors, extensive trim and oversized rooms. Water views fill the rear of the home, including the family room with wood-burning fireplace and enclosed ceramic-tile sunroom. Flexible living includes a first-floor primary suite and three upstairs bedrooms with balcony access. Exceptional storage includes multiple walk-in attic spaces with future design potential. A whole-house generator adds peace of mind. Live, entertain and make memories on the water!

3808 Millgrove Court, West Chesapeake

$1,000,000

6 Beds ⋅ 3 Baths ⋅ 10652479 MLS

Open House Sat Sept 12 1-3pm. Modern Farmhouse Charm Meets Turnkey Living in Desirable Chesapeake! Discover the modern farmhouse you’ve been dreaming of, where peaceful country living meets thoughtful, top-to-bottom renovation. Set on serene acreage with panoramic wooded views. It embraces the natural surroundings. This beautifully refreshed home is ideal for extended family/multi generational living. Natural light fills the home, showcasing new flooring, fresh interior paint, updated lighting, and beautifully renovated bathrooms. The completely redesigned custom kitchen is the heart of the home, featuring quartz countertops, ceramic backsplash, abundant prep space, an inviting eat-in area and a KitchenAid appliance suite, ideal for everyday living and entertaining. The expansive living area offers plenty of room to gather, while the renovated wood-burning fireplace creates a cozy focal point with a new firebox, flue, chimney cap, and Buck Stove-style insert. Step onto the Trex deck with PVC railing and enjoy peaceful wooded views from the living space, primary suite or deck. The primary suite is a true retreat, featuring a custom-tiled shower with built-in bench and generous niche, deep soaking tub, double vanity and ceramic tile flooring. The expansive custom closet with built ins provides all the space you have been longing for. Additional improvements include an encapsulated crawlspace with dehumidifier, new septic system designed for 10 occupants, finished room over the garage with generous storage, updated downstairs ductwork, new interior and exterior doors and hardware, new lighting throughout, and a freshly graded crushed-aggregate driveway. The painted brick exterior adds a fresh, modern look while preserving brick’s timeless durability and character. Best of all, the home features a highly energy-efficient geothermal HVAC system. From the crawlspace to the exterior, virtually nothing has been overlooked. Renovated by New Again Houses VB. It offers the feel of quality new construction without sacrificing character, space or setting. See it today!

3132 Benefit Road, South Chesapeake

$749,000

5 Beds ⋅ 2.1 Baths ⋅ 10652400 MLS

Welcome to this spacious 5-bedroom home set on nearly half an acre in the Grassfield school district! Designed for comfortable everyday living and effortless entertaining, the light-filled layout features soaring ceilings and generous living spaces. Kitchen showcases granite countertops, abundant cabinetry, and stainless steel appliances, opening naturally to the main living areas. A first-floor bedroom offers flexibility for guests, a home office, or playroom. Upstairs, the expansive primary suite features a sitting area with fireplace, oversized walk-in closet, dual vanities, soaking tub, and tiled walk-in shower. Outside, enjoy a large deck, hot tub, and fully fenced backyard with plenty of room to gather, play, and unwind. An above-ground pool is currently in place for buyers who would like it, with removal also an option. Oversized two-car garage, ample driveway parking, and convenient access to shopping, dining, and major roadways complete this exceptional Chesapeake home.

905 Washington Drive, South Chesapeake

$275,000

3 Beds ⋅ 2 Baths ⋅ 10652244 MLS

REAL ESTATE AUCTION – PRICE SHOWN IS THE ADVERTISED STARTING BID, NOT THE SELLER’S RESERVE OR GUARANTEED SALE PRICE. This single-story brick ranch offers approximately 1,564 square feet with 3 bedrooms, 2 full bathrooms, an attached garage and a 0.332-acre lot. Live on-site auction Saturday, October 24, 2026, at 11:00 a.m. Reserve auction subject to seller confirmation. A 10% buyer’s premium will be added to the accepted high bid to determine the contract purchase price. Successful bidder must provide the required $10,000 deposit and close within 30 to 45 days. Property is offered as-is, where-is, with all faults and without financing, appraisal, inspection or other contingencies. Pre-auction traditional real estate offers may be considered until 48 hours before the live auction. Sealed absentee bidding is available under the published auction terms. Public previews are scheduled for Saturday, September 19, and Saturday, October 10, at 11:00 a.m. Buyers should complete all inspections, financing arrangements and due diligence before bidding. Auction documents are available through the listing agent.

2916 Mintwood Drive, West Chesapeake

$534,900

4 Beds ⋅ 2.1 Baths ⋅ 10652341 MLS

One owner. 40+ Years of Care and Memories. Now it’s YOUR turn! This lovingly maintained 2,477 square foot Great Bridge Home offers 4 Bedrooms, 2 1/2 Baths & wonderfully distinctive architecture & floor plan. A true Sunken Living Room features a Soaring Brick Accent Wall & Wood Stove, while the oversized kitchen offers Abundant Cabinetry, Island & Sunny Bay Window dining area. Formal dining room, main-level Primary Suite + Additional 1st-floor Bedroom provide great flexibility. Upstairs, 2 Bedrooms share a Jack-and-Jill bath, plus an ENORMOUS Walk-in Attic provides exceptional storage & possibilities for future use! Enjoy a Corner lot, large Patio, Shed & 2-car Garage. Roof replaced 2022 and new water pump for geothermal HVAC installed 7/2026. All Great Bridge schools! A home with character and personality is a rare find in today’s “cookie cutter“ world. * Ask about the “secret hatch!” Bring your own vision to its classic spaces and make the next chapter yours!

716 Montebello Circle, South Chesapeake

$482,500

4 Beds ⋅ 2.1 Baths ⋅ 10651998 MLS

Welcome to 209 Springbrook Lane, nestled in Chesapeake’s established Wellspring community! This well-cared-for 4-bedroom, 2.5-bath home offers approximately 2,148 sq. ft. with a floor plan that flows effortlessly from room to room. The inviting living room features several windows providing plenty of natural light and flows into the adjoining dining room. The eat-in kitchen with bay windows offers an expansive view of the beautiful backyard and opens to a comfortable family room—perfect for everyday living. From the family room, step into the bonus enclosed sunroom with convenient access to the patio and backyard. Now, let’s talk about the lot—can you say gorgeous? Situated on approximately .34 acre, the property features mature trees and established landscaping, a welcoming covered front porch, expansive patio, fenced backyard, storage shed, and plenty of room to entertain, garden, or simply enjoy the outdoors.

209 Springbrook Lane, South Chesapeake

$619,000

4 Beds ⋅ 2.1 Baths ⋅ 10652285 MLS

Fantastic location close to shopping, major hwys primary and secondary schools and so much more! The already large/oversized primary suite has a large additional private flex room for office or nursery, workout room or whatever your heart desires. Complete with private bath and large walk in closet. For additional privacy the ancillary bedrooms are on the opposite side of the home. This home is a one owner former model home. New carpet just for you! The neighborhood is low turnover, well established and quiet. Beautiful foyer and open hall say "elegance" while having "cozy home" feel. 2 large sheds so you can park both cars in the garage. Smartly laid out with oversized rooms thru out. Separate zone HVAC for large sunroom with tile flooring. updated kitchen with abundant cabinets!

228 Country Club Boulevard, South 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.