Chesapeake Homes with Gazebo Exterior features

Welcome to Chesapeake, Virginia – a hidden gem nestled in the heart of Hampton Roads. Known for its rich history, vibrant community, and stunning natural landscapes, Chesapeake offers a unique blend of urban convenience and suburban charm. With over 22 miles of scenic waterways, residents can enjoy a plethora of outdoor activities, from kayaking to fishing, all while basking in the beauty of lush parks and nature reserves. The city's commitment to preserving its green spaces makes it a haven for families and nature enthusiasts alike.

One of the standout features of homes in Chesapeake is their enchanting gazebos. Imagine stepping into your backyard and being greeted by a beautifully crafted gazebo, a perfect spot for morning coffee or evening gatherings with loved ones. These charming structures not only enhance the aesthetic appeal of your property but also provide a serene retreat to unwind and connect with nature. Whether you’re hosting a summer barbecue or enjoying a quiet afternoon with a good book, a gazebo adds an element of tranquility and elegance to your outdoor space.

Chesapeake's real estate market boasts a diverse range of homes, many of which feature these delightful gazebos. With various styles and sizes available, you can find the perfect home that suits your lifestyle and taste. Embrace the charm of Chesapeake, where community spirit thrives, and your dream home with a gazebo awaits. Experience the best of Virginia living in a city that offers both comfort and adventure at every turn.

Newest Chesapeake Homes with Gazebo Exterior features

$670,000

5 Beds ⋅ 3 Baths ⋅ 10647695 MLS

Welcome to this beautifully maintained, one-owner custom home tucked away on a quiet cul-de-sac lot with breathtaking landscaping and water access. Situated on approximately .75 acres, this quality-built brick home offers 5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath for guests, multigenerational living, or a home office. The oversized finished room over the garage provides endless flexibility as a potential 6th bedroom, media room, playroom, or gym. Inside, you’ll find spacious rooms, abundant storage, and exceptional craftsmanship throughout, all reflecting the pride and care of the original owners who built the home. Outside, enjoy stunning mature landscaping, stone walkways, colorful flowering shrubs, and a peaceful backyard setting along a scenic creek that leads directly to the river. A rare opportunity to own a truly special property in an established neighborhood.

3012 Golden Hind Road Road, Chesapeake

$599,000

4 Beds ⋅ 3.1 Baths ⋅ 10647537 MLS

This beautifully maintained ranch-style home offers an inviting blend of comfort, style, and functionality. The spacious open layout is filled with abundant natural light and enhanced by plantation blinds, decorative doors, recessed lighting, and a tasteful combination of LVP flooring and carpet throughout. The open kitchen provides ample cabinetry, generous storage, a large pantry, and elegant granite countertops. The luxurious primary suite features a beautiful tray ceiling, dual vanities, a separate stand-up shower, and a large jetted tub for added relaxation. Situated on a desirable corner lot, the expansive yard is great for summer and fall entertaining. An extended driveway, ample parking for up to 6 vehicles, and a wide street add everyday convenience. There is an unfinished detached hobby space that is ready for whatever your imagination desires. The large utility shed allows ample space for storing outside lawn equipment. A custom grill awning and a huge gazebo, complete with TV, is like your own personal oasis right at home. Warm, welcoming, and thoughtfully designed, this home is truly a must-see.

513 Corlew Court, Chesapeake

$660,000

5 Beds ⋅ 2.1 Baths ⋅ 10647099 MLS

Welcome to 2317 Angler Lane, a well-maintained home in a sought-after Chesapeake area with convenient access to shopping, dining, and major roadways. Recent updates include new vinyl front stairs (2026), an extended driveway (2024), vinyl fencing (2024), pool house (2022), water heater (2020), roof (2019), and HVAC systems (2018). The outdoor setup is a standout with a screened-in porch, in-ground pool, and approximately 250 sq. ft. detached pool house with heating and air conditioning and a full bathroom. Speakers are located in both the living room and pool house. With plenty of space to relax, entertain, and enjoy the backyard, this home offers a hard-to-find combination of indoor and outdoor living. Make sure to check out the virtual tour.

2317 Angler Lane, Chesapeake

$1,175,000

5 Beds ⋅ 3 Baths ⋅ 10646791 MLS

Rare opportunity to own a Chesapeake equestrian property offering the perfect blend of refined country living and modern convenience. This exceptional home offers 5 bedrooms, 3 full bathrooms, 3,046 square feet, and an additional 712 square feet of living space in a true in-law suite with private entrance. Equestrian enthusiasts will appreciate three fenced pastures, a riding ring with light, the run-in shed, and a three-stall stable with tack room, while the outdoor enthusiast will love the large garden, the raised garden beds, the blueberry and raspberry bushes, the gazebo, and the picturesque koi pond with fountain. Inside, the living room with beautiful stone mantle and pellet stove is open to the updated kitchen featuring gorgeous, leathered granite countertops, a large island, and an eat-in area with additional cabinetry. The spacious primary suite offers beautiful property views and includes a walk-in closet and luxurious bath with double quartz shower and dual sinks. Additional highlights include wood floors throughout, an office with French doors, a fantastic screened-in porch and a deck, a 2-car attached garage, a 3-car detached garage, a new well, reverse osmosis water system, generator hook-up, and a 400-gallon propane tank. The best of country living without sacrificing modern convenience, this country retreat is designed for both comfortable living and equestrian enjoyment.

2000 Long Ridge Road, Chesapeake

$599,000

4 Beds ⋅ 2 Baths ⋅ 10646894 MLS

This is the one you’ve been waiting for! Beautifully updated & filled w/ character, this 2,800-square-foot ranch delivers 4 bedrooms, 2 baths and an incredible blend of indoor comfort & outdoor resort-style living. Covered front porch welcomes you to a light-filled interior where floor-to-ceiling windows surround the sunroom, while the family room showcases a fireplace, built-in bookcase & extensive molding. The spacious primary suite offers walk-in closets plus a versatile sitting area perfect for a home office, reading retreat or private escape. Outside, prepare to be wowed! The expansive backyard is your own private oasis with a 26,000-gallon saltwater pool (new pump 2025, salt cell 2026), deck, gazebo, fire pit, hammocks, pool house, sheds, fish pond with fountain, weeping willow, mature Japanese maple, peach tree and lush gardens. Smart-home features and Wi-Fi irrigation add modern ease. Finished room over garage, expansive attic, numerous updates & low traffic dead-end street.

318 Rio Drive, Chesapeake

$674,900

5 Beds ⋅ 3.1 Baths ⋅ 10646835 MLS

If you've been searching for a spacious, move-in-ready home with a private in-law suite on a large lot in the heart of Chesapeake, your search is over! This one-of-a-kind property offers the blend of comfort, flexibility, and space. The traditional in-law suite features its own multiple entrances, full kitchen, living room with a cozy gas fireplace, recently remodeled bathroom, bedroom, and dedicated laundry area—use for multi-generational living or extended guests. Step outside to a large backyard for relaxing or entertaining, complete with a recently built gazebo with electricity and a storage shed for all your gardening and outdoor needs. Located in a neighborhood with sought-after schools, you'll enjoy convenient access to shopping, dining, parks, and more. Don't miss this rare opportunity to make this exceptional Chesapeake home yours!

1307 Channing Way, Chesapeake

$549,000

3 Beds ⋅ 2 Baths ⋅ 10646565 MLS

Welcome to 1928 Centerville Turnpike in the highly sought-after Hickory School District. Set on 3 acres, this 3-bedroom, 2-bath home offers 1,688 square feet of comfortable living. Enjoy the ideal balance of privacy and convenience with ample space for gardening, recreation, animals, or future expansion. There is also a barn and a work shop equip with electricity. The property provides a peaceful rural setting while still being just minutes from shopping, dining, and major commuter routes. Updates-Renovated kitchen with NEW appliances , NEW roof, New AC, Septic 4years, generator 7 years.

1928 Centerville Turnpike S, Chesapeake

$995,000

6 Beds ⋅ 4 Baths ⋅ 10645935 MLS

An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought- after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, Chesapeake

$510,000

4 Beds ⋅ 2.1 Baths ⋅ 10645829 MLS

WELCOME HOME! Tucked away on a quiet cul de sac and set on nearly an acre backing to peaceful woods, this beautifully maintained home offers the perfect blend of privacy, outdoor living, and everyday convenience. Whether you’re enjoying your morning coffee in the screened gazebo or entertaining family and friends, you’ll appreciate the peaceful setting this property provides. Inside, you’ll find stainless steel appliances, a spacious walk in pantry, a cozy gas fireplace, and thoughtful updates throughout, including a new roof installed in 2024. A transferable 2-10 Home Warranty provides added peace of mind for the next owner. Conveniently located near Interstate 64, Route 17, shopping, dining, and major military installations throughout Hampton Roads, this home offers the ideal balance of tranquility and accessibility. Don’t miss your opportunity to make this exceptional property your next home. Schedule your private showing today!

104 Bishops Court, Chesapeake

$535,000

4 Beds ⋅ 2 Baths ⋅ 10644832 MLS

Welcome home to this beautifully updated ranch in the desirable Crossings neighborhood of Western Branch! This move-in-ready home offers 4 bedrooms and 2 full baths, including a spacious first-floor primary suite with a renovated en-suite bath. The oversized FROG serves as a 4th bedroom, home office, gym, or media room. Freshly painted throughout, the home features soaring ceilings, an open foyer, formal living and dining rooms, new flooring, stylish fixtures, and a cozy gas fireplace. The updated kitchen boasts modern cabinetry, upgraded countertops, a breakfast area, coffee nook, and updated stainless steel appliances/gas range (2025). Relax in the fully fenced backyard featuring a deck, gazebo, rock garden, and peaceful sitting areas. Attached 2-car garage PLUS a detached 2-car garage/workshop. Schedule your private tour today! * Select photos have been virtually staged to show potential furniture layouts.

2927 Crossings Drive, Chesapeake

$479,900

4 Beds ⋅ 2 Baths ⋅ 10645772 MLS

Welcome to this spacious 4-bed, 2-bath home situated on a beautiful half-acre lot in the heart of Great Bridge! Offering a flexible floor plan, this home features 2 oversized living areas, 2 spacious primary bedrooms, & 2 additional bedrooms—ideal for multigenerational living, a home office, playroom, or the potential for a 5th bedroom. Updates include fresh interior paint, new flooring, restored hardwood floors, & renovated bathrooms. The updated kitchen offers new countertops, ample cabinet space, & a cozy breakfast nook. Step outside to the covered deck overlooking the expansive backyard, providing plenty of room for entertainment, gardening, pets, or future outdoor additions. Located in the highly desirable Great Bridge school district, you’ll enjoy the convenience of being just minutes from shopping, restaurants, & everyday amenities. Don’t miss this rare opportunity to own a move-in-ready home with space, flexibility, & an unbeatable location. Schedule your showing today!

145 Hurdle Dr Drive, Chesapeake

$635,000

5 Beds ⋅ 3.1 Baths ⋅ 10645747 MLS

Beautiful 5-bedroom, 3-bath home built in 2017 and thoughtfully upgraded, located on a private cul-de-sac with a large, vinyl privacy-fenced yard. Inside, the open floor plan features LVP flooring, a gas fireplace, and a seamless flow into the remodeled kitchen, complete with quartz countertops, custom cabinetry, under-cabinet lighting, and updated appliances (2024). The kitchen complimented with a built-in breakfast nook and custom pantry, while additional custom cabinetry enhances select bedrooms. The primary suite offers a stylishly renovated bath for a true retreat feel. Come outside to enjoy the spacious, private backyard, ideal for relaxing or entertaining with gazebo patio, playground, trampoline and kids pool. The home also includes a finished 3+ car garage with epoxy floors, overhead storage, and a 240V outlet for EV/RV/generator use. Additional features include pre-wired surround sound, Cat5/TV connections in all bedrooms, an irrigation well, attic fan.

3500 Kathys Way, Chesapeake

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