Chesapeake Homes with Cul-De-Sac Exterior features

Welcome to Chesapeake, Virginia – a charming city that beautifully blends suburban tranquility with urban convenience. Nestled in the heart of Hampton Roads, Chesapeake is celebrated for its lush landscapes, rich history, and vibrant community spirit. With its scenic waterways, expansive parks, and friendly neighborhoods, Chesapeake offers a quality of life that is hard to match.

One of the most sought-after features in Chesapeake’s real estate market is the allure of homes situated in peaceful cul-de-sac locations. These properties not only provide a sense of privacy and serenity but also foster a close-knit community atmosphere. Imagine your children playing safely in the street, while neighbors gather for friendly chats or weekend barbecues. Cul-de-sac homes often boast spacious yards, making them perfect for outdoor activities and family gatherings.

Chesapeake’s homes with cul-de-sac exterior features are designed with family living in mind. Many of these properties offer modern amenities, open floor plans, and beautiful landscaping, creating inviting spaces for both relaxation and entertainment. Whether you’re looking for a cozy single-family home or a sprawling estate, the cul-de-sac neighborhoods in Chesapeake provide a unique blend of comfort and charm.

With easy access to major highways, shopping centers, and recreational facilities, living in a cul-de-sac in Chesapeake means you can enjoy the best of both worlds – a peaceful retreat and the convenience of city life. Come explore the welcoming neighborhoods of Chesapeake, where your dream home awaits in the perfect cul-de-sac setting!

Newest Chesapeake Homes with Cul-De-Sac Exterior features

$675,000

5 Beds ⋅ 3 Baths ⋅ 10647378 MLS

Meticulously maintained 5-bedroom, 3-bath home in sought-after Las Gaviotas offering over 3,000 sq ft of bright, open living space with water views. Flexible layout includes 1st floor bedroom and bath, huge FROG can be bedroom, office, flex space. 2 Bathrooms feature updated Onyx showers for a modern touch. Enjoy a private, wooded backyard overlooking the canal—perfect for relaxing or entertaining. Ample storage throughout. A whole-house generator provides peace of mind, and no flood insurance is required. Community includes a pool, clubhouse, and golf - pool and golf have optional membership. Don’t miss this exceptional cul-de-sac opportunity!

504 Aguila Court, Chesapeake

$405,000

4 Beds ⋅ 2 Baths ⋅ 10647166 MLS

If you're looking for a move-in-ready home in a desirable neighborhood that offers both style and peace of mind, you’ve found it. Meticulously maintained and showcasing true pride of ownership, this home was fully renovated in 2024 with a stunning modern kitchen and updated bathrooms, featuring quartz countertops, luxury vinyl plank flooring, stylish fixtures, and a screened porch perfect for relaxing or entertaining. Major systems have also been updated, with the roof, windows, tankless water heater, and HVAC all just two years old…allowing you to move in with confidence and enjoy your new home for years to come.

904 Levee Lane, Chesapeake

$575,000

4 Beds ⋅ 2.1 Baths ⋅ 10647147 MLS

Welcome to this beautifully updated home featuring a spacious yard and a sparkling saltwater pool, for relaxing or entertaining. Inside, you'll find freshly refinished hardwood floors, fresh interior paint, and a stunning new light fixture that adds a modern touch. The kitchen boasts custom cabinetry, while the bathrooms have been updated with new vanities. Major improvements include a new HVAC system (2025), a new fence (2024), and a tankless water heater for added efficiency. Additional features include a whole-house water filtration system, offering comfort and peace of mind. This move-in-ready home combines timeless charm with thoughtful upgrades inside and out.

4712 White Owl Crescent, Chesapeake

$285,000

3 Beds ⋅ 1.1 Baths ⋅ 10647127 MLS

Super convenient Chesapeake & Greenbrier location. Three bedrooms 1.5 baths plus a separate dressing area in master bedroom includes a 3rd sink. Spacious kitchen with nice counter space, all appliances, and a big front bay window. Schedule an easy showing today. 2-private parking spaces and a cul-de-sac location with no through traffic. BRAND NEW COSTCO is coming to Greenbrier Mall. Easy commute all military bases & downtown Norfolk shipyards. Easy access to beachfront and Greenbrier restaurants, shopping, NFCU & banks. YMCA includes swimming pool and activities. Buyer has ability to pick replacement carpeting. HOA approves - backyard fencing can be painted by seller. Newer heat pump unit for heating and cooling with Coolant 410A. HVAC under yearly inspection program. Seller provides Termite/Moisture clearance via Hampton Roads Warranty Program. No flood insurance required. Trash & Recycle cans provided.

1218 Cedar Mill Square, Chesapeake

$535,000

5 Beds ⋅ 2.1 Baths ⋅ 10647023 MLS

Beautiful 5-bedroom brick colonial in sought-after Brittany Woods, perfectly situated on a quiet cul-de-sac. This well maintained one owner home features a granite kitchen with island, eat in area, and stainless steel appliances, plus a bright year round sunroom and cozy office/loft. Updated baths include Corian countertops, and the primary bath offers duals sinks and is enhanced with a ceiling heater for added comfort on cold winter nights. Laundry room with W/D. The primary bedroom also boasts a large walk-in closet. A spacious family room has a natural gas fireplace and built-ins with gleaming hardwood floors in the living room, dining room, and foyer. Major updates include a 2021 gas furnace with 5 ton 17 SEER AC and new ductwork, 2025 exterior paint, 2023 refrigerator, newer Pella windows, and LeafGuard® gutters. Large backyard ideal for entertaining. Convenient to shopping, fine dining, medical facilities, shipyards, Portsmouth Naval Hospital, and interstates. A must-see home!

3017 Lord Bradford Court, Chesapeake

$775,000

5 Beds ⋅ 3 Baths ⋅ 10646970 MLS

Welcome to this beautifully updated 5-bedroom, 3-bath brick ranch tucked away on a quiet cul-de-sac in sought-after Emerald Lakes. Offering approximately 3,200 square feet, this home features a bright open-concept design with soaring cathedral ceilings, Brazilian walnut floors, custom trim, wainscoting, wood ceiling beams, and extensive upgrades throughout. The remodeled kitchen boasts quartz countertops, custom range hood, newer appliances, subway tile backsplash, and overlooks the spacious living area with gas fireplace and striking wood accent wall. The first-floor primary suite offers private patio access, a cedar-lined walk-in closet, jetted tub, separate shower, and dual vanities. The finished FROG with full bath is ideal as a guest suite, media room, or fifth bedroom. Additional highlights include a 3-year-old HVAC, 2018 water heater, rebuilt rear stairs (2026), irrigation system, custom landscaping, in-wall surround sound, oversized driveway, no HOA, and a private fenced backyard.

1204 Lingale Court, Chesapeake

$599,000

4 Beds ⋅ 2.1 Baths ⋅ 10646504 MLS

Welcome to this beautifully maintained 4-bed, 2.5-bath home tucked away on a quiet cul-de-sac in the desirable Waterstone community of Western Branch. This home combines thoughtful updates with exceptional outdoor living. The backyard is your own private retreat, featuring a sparkling in-ground pool with concrete surround —ideal for relaxing or entertaining all summer long. The fully irrigated yard is supported by a new well and controls, helping keep the landscaping lush while reducing water costs. Inside, you'll find granite countertops, stainless appliances, new range, and spacious living and dining areas designed for everyday comfort. Major improvements provide peace of mind, including carpets, hardwood in den, concrete driveway, Leafguard Gutters, well and irrigation system, newer composite decking and rails, professionally restored crawlspace with new Insulation, vapor barrier, and sand, and newer pool filter and cover. Located in the sought-after Chittum school district of Western Branch, Waterstone offers an exceptional neighborhood lifestyle with scenic walking trails that connect directly to Western Branch Park, providing convenient access to playgrounds, athletic fields, tennis and pickleball courts, disc golf, and miles of outdoor recreation just minutes from your doorstep. With convenient access to shopping, dining, military bases, and major commuter routes, this move-in-ready home offers the perfect blend of comfort, functionality, and outdoor enjoyment. Schedule your private showing today!

4709 Feldspar Quay, Chesapeake

$569,900

4 Beds ⋅ 2.1 Baths ⋅ 10646819 MLS

Welcome to this beautifully maintained 4 bedroom, 2 and a half bath, all-brick ranch in the Grassfield School District of Chesapeake. This home features updated eat-in kitchen to include granite counter tops, stainless steel appliances (KitchenAid Refrigerator), gas range, shaker cabinets, and fresh paint. Enjoy an open layout with a very spacious great room, vaulted ceilings and a gas fireplace. French doors offer privacy to the formal dining, living room/office. Stunning bamboo floors throughout the kitchen and living areas. The large finished bedroom over the garage offers new LVP flooring, lighting, shelving, built in reading nook or can be used as a bed. Major system upgrades include TRANE HVAC system installed in 2021 with duct work replaced and system zoned in 2025. RainSoft reverse osmosis, enclosed crawl space with dehumidifier, insulated garage doors, updated vents and a newer gas water heater. Half bath located next to the mudroom/laundry room, washer & dryer to convey. New carpet in all main floor bedrooms. Enjoy outdoor living on your covered front porch or in your private fenced in backyard and deck. Expansive attic space for storage and extended driveway for additional parking. A truly move-in-ready Chesapeake home, minutes to shopping, dining, and interstate access. Please ask for the detailed upgrade list of extensive repairs and improvements. The home has been meticulously maintained with major system updates throughout.

817 Doe Run 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

$520,000

4 Beds ⋅ 2 Baths ⋅ 10646823 MLS

Welcome to your oasis in Great Bridge, a beautifully maintained home tucked away on a quiet cul-de-sac in one of Chesapeake?s most desirable communities. This spacious property offers comfortable living with bright, inviting interiors, a functional floor plan, and generous living spaces perfect for everyday life and entertaining. Step outside to your private backyard oasis featuring an in-ground pool, ideal for relaxing or hosting family and friends. In addition to the attached garage, a second detached garage provides exceptional space for vehicles, a workshop, hobbies, or extra storage. Situated on a cul-de-sac and conveniently located near top-rated schools, shopping, dining, parks, and major commuter routes, this home offers the perfect combination of privacy, functionality, and convenience.

813 Woodrow Court, Chesapeake

$599,900

4 Beds ⋅ 2.1 Baths ⋅ 10646724 MLS

Welcome to this beautiful move in ready Stephen Alexander home, nestled on a cul-de-sac lot in the highly sought-after Grassfield School District in Great Bridge. Enjoy relaxing on the charming front porch or entertaining on the spacious new deck. Inside, you'll find an open floor plan with hardwood floors, a family room with a gas fireplace, a spacious kitchen with a center island, a formal dining room, and a versatile bonus room perfect for a home office, playroom, or flex space. The oversized primary suite offers a private retreat with an en-suite bath, while the additional bedrooms provide plenty of room for family or guests. Updates include: Roof (2022), Windows (2019), Water Heater (2020), HVAC serviced (2026), gas fireplace serviced and kitchen appliances (2022). Conveniently located near shopping, dining, and interstates, this home offers the perfect blend of comfort, style, and location. Schedule your private tour today! Seller is offering 1 year home warranty.

1102 Watsons Glen Court, Chesapeake

$799,990

5 Beds ⋅ 3.1 Baths ⋅ 10646719 MLS

Introducing the Tillman, a spacious home that offers both comfort and style. With 5 bedrooms, 3,5 bathrooms, and a 2-car garage. Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center island, ideal for meal prep or casual dining, and opens to a spacious family room, creating the perfect space for entertaining. A conveniently located powder room is just off the main hallway, adding to the home's functionality. The first floor also boasts a luxurious primary suite, providing a private retreat with a massive walk-in closet, a large double vanity, and a private water closet for ultimate convenience and privacy. Upstairs, you'll find four additional bedrooms. The second floor also features two bathrooms and a large loft area that could serve as a separate lounge, playroom, or additional living space. Photos and renderings are from builder's library, actual finishes and features may vary.

109 Lilypad Court, Chesapeake

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