Refine Search
Sort by
2213 Wildwood Road, South Chesapeake
$429,900
4 Beds ⋅ 2 Baths ⋅ 10649889 MLS
Welcome home to this classic 4 bedroom, 2 bath brick home offering timeless character and plenty of space to enjoy inside and out. A charming side porch adds to the home’s inviting appeal, while the spacious backyard is made for warm-weather living with a large in-ground pool and plenty of room to relax or entertain. An additional detached brick building, formerly used as a garage, offers flexible bonus space and includes a full bathroom and kitchenette. Use it as a workshop, home office, pool house, hobby space, or additional storage. The possibilities are yours. With its classic brick exterior, great outdoor spaces, and versatile detached building, this property offers a combination of character, function, and potential.

2213 Wildwood Road, South Chesapeake

265 Jarvis Road, South Chesapeake
$495,000
5 Beds ⋅ 3 Baths ⋅ 10649531 MLS
Welcome home to this beautifully designed 5-bedroom, 3-bath home offering the perfect blend of style, space, and functionality. Elegant molding welcomes you into the foyer, setting the tone for the thoughtful details throughout. A main-level bedroom and full bath provide wonderful flexibility for guests, a home office, or multigenerational living. The spacious eat-in kitchen features 42-inch cabinetry, a center island with pendant lighting, and plenty of room for gathering and entertaining. Upstairs, retreat to the generous primary suite with a large walk-in closet, double vanities, and an impressive shower with dual shower heads. Spacious secondary bedrooms and a hall bath with double vanities and built-in shelving offer room for everyone. Even the everyday spaces shine with a dedicated laundry room featuring a folding table and a mudroom with custom built-ins for added organization. Outside, enjoy a backyard with stone pavers, perfect for relaxing, grilling, and entertaining.

265 Jarvis Road, South Chesapeake

2154 Edwin Drive, South Chesapeake
$577,740
3 Beds ⋅ 3 Baths ⋅ 10649722 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a beautiful kitchen with quartz countertops and stainless steel appliances, and a versatile morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more -all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Incentives available with use of preferred lender. Photos are to be used as an example and do not represent exact listings selections.

2154 Edwin Drive, South Chesapeake

3120 Deans Court, West Chesapeake
$580,000
4 Beds ⋅ 3 Baths ⋅ 10649657 MLS
Beautiful, solid, all brick 2 story home sitting on a quiet cul-de-sac lot with almost half an acre. $5,000 cosmetic or closing cost allowance with full price offer. This well maintained home offers 3,444 sq. feet with 4 bedrooms and 3 full baths. Enter a large foyer that flows into a dining room, family room and gorgeous living room with built in bookshelves, pocket doors, fireplace & cathedral ceilings looking into an upstairs loft area. Circle into a large kitchen with breakfast area that leads to a 4 seasons sunroom where you can listen to baseball games over the summer. Enjoy FIRST FLOOR LIVING in a massive primary bedroom and second spacious bedroom with hallway full bath. Windows galore allowing natural light throughout the home. Downstairs laundry room. Upstairs, a spacious 3rd bedroom with full bath, walk-in closet and loft area. 4th oversized bedroom over the garage feels a separate, private oasis. Newer fully fenced backyard with above ground salt water pool. 2 car garage, whole house backup generator, tankless water heater and storage shed. Well irrigation system conveys "as is". Fresh paint within the last few years. Minutes from all Western Branch Schools, baseball field, interstate and military bases.

3120 Deans Court, West Chesapeake

4215 Surf Avenue, Central Chesapeake
$489,900
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

1916 Orangewood Road, South Chesapeake
$565,000
4 Beds ⋅ 2.1 Baths ⋅ 10649467 MLS
Located in the highly sought-after Grassfield School District, this spacious home offers over 2,400 square feet of comfortable living space with 4 bedrooms, a dedicated study, and 2.5 bathrooms. The thoughtfully designed floor plan features a bright and inviting sunroom sitting area just off the kitchen. Continue outside to enjoy the large backyard, offering plenty of room for gardening, pets, or future entertaining. Recent updates provide added value and peace of mind, including a new hot water heater (2026), new air conditioner condenser (2025), new living room carpet (2026), updated downstairs toilet (2026), and new primary bathroom faucets (2026). Outdoor improvements include a back patio (2020), new back porch (2023), and new front porch/deck stairs (2024), creating welcoming spaces to enjoy both the front and backyard.

1916 Orangewood Road, South Chesapeake

5132 Charlotte Street, West Chesapeake
$479,500
4 Beds ⋅ 2.1 Baths ⋅ 10649469 MLS
Built in 2018, NO HOA, Convenient access to major interstates, shopping, dining & more. Beautifully maintained 4bed/2.5 bath home offering modern comfort, thoughtful upgrades, an open layout designed for everyday living and entertaining. Spacious kitchen features granite countertops, stainless steel appliances, generous cabinetry & large center island overlooking the main living area. Newly added wood flooring and fresh paint provide a polished, updated feel. Upstairs you'll find a generous primary suite with an ensuite bath and ample closet space. Three additional bedrooms provide flexibility for family, guests, a home office or hobbies. Energy conscious features include solar panels with a straight forward lease transfer process and no transfer fee along with an EV charger in the 2 car garage - great for today's modern living.

5132 Charlotte Street, West Chesapeake

609 Howelsen Court, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10649294 MLS
Tucked away on a cul-de-sac in desirable Elbow Estates, this beautifully maintained home offers the perfect combination of modern style, exceptional space and a floor plan made for everyday living and entertaining. Built in 2017, the home features a bright, open-concept main living area with fresh neutral paint, sleek contemporary fixtures and an effortless flow between the kitchen, dining and living spaces. Upstairs, generously sized bedrooms offer plenty of room, but the true showstopper is the oversized primary suite. A striking tray ceiling adds architectural interest, while two closets provide exceptional storage. The expansive primary bath feels like a private retreat with a large tiled jetted tub and separate tiled shower. Outside, the spacious backyard offers plenty of room for entertaining, play or relaxing, all surrounded by a high-quality vinyl privacy fence added in 2022. A two-car garage provides additional parking and storage. With modern finishes, oversized rooms and a fantastic cul-de-sac setting, this Elbow Estates home is one you don’t want to miss.

609 Howelsen Court, South Chesapeake

1601 Lilac Avenue, Central Chesapeake
$419,000
4 Beds ⋅ 2 Baths ⋅ 10648578 MLS
Charming Cape Cod situated on a desirable corner lot in Norfolk Highlands! This 4-bedroom, 2 full bath home offers a fresh, move-in-ready feel with newly painted interiors and new carpet throughout. The renovated kitchen provides an updated and inviting space for everyday living and entertaining. The spacious bedroom count offers flexibility for guests, a home office, or additional living needs. Outside, enjoy the low maintenance, (fiberglass, no liner) salt water in-ground pool and backyard, great to relax and entertain during the warmer months. A nice storage shed provides convenient space for tools, lawn equipment, pool supplies, and more. It is located 20 minutes from the naval base & less than 10 minutes from the shipyard. With its combination of updates, comfortable living space, corner-lot location, and great outdoor amenities, this home is ready for its next owner!

1601 Lilac Avenue, Central Chesapeake

1415 Willow Avenue, Central Chesapeake
$382,500
4 Beds ⋅ 3 Baths ⋅ 10649375 MLS
Welcome to this fantastic opportunity in the desirable Norfolk Highlands neighborhood! This versatile property features a spacious 3-bedroom, 2-bath main home plus a detached studio-style in-law suite complete with its own kitchen, full bath, and a new mini split system (2024)for heating and cooling great for multigenerational living, guests, or a private office. Enjoy a fully fenced backyard great for entertaining, pets, or relaxing outdoors. Two powered storage sheds provide ample space for storage, hobbies, or a workshop. Updates include a new HVAC system (2016) and new roofs on both the main home and detached suite (2016), offering added peace of mind. Conveniently located near shopping, dining, schools, and major commuter routes, this unique property offers flexibility, comfort, and value. Schedule your private showing today!

1415 Willow Avenue, Central Chesapeake

613 Corapeake Drive, 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 everyday living 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

5101 James Street, West Chesapeake
$520,000
4 Beds ⋅ 3 Baths ⋅ 10649093 MLS
Fully Renovated 2750 Sq Ft Home on 3 Lots. Welcome to a truly exceptional home that has been fully renovated & offers space, flexibility, & value that are hard to find! Situated on an impressive 3 lots, this 2750 SQFT home provides an abundance of outdoor space & endless possibilities. Inside, you’ll find two primary bedrooms en suite & a family room on each level, plus two more bedrooms, offering incredible flexibility for multi-generational living, guests, entertaining, or simply spreading out & enjoying your own space. The renovations include a completely renovated kitchen with beautiful quartz countertops, two new HVAC units, all-new windows, brand-new LVP flooring on the first level, new carpet on the second level, fresh interior paint, all-new light fixtures & ceiling fans throughout, new vanities & a new deck for outdoor enjoyment. With major updates already completed, this home is truly move-in ready. Three lots, two primary bedrooms, two family rooms, & extensive renovations—this is a rare opportunity you won’t want to miss! Some photos are AI enhanced.

5101 James Street, West Chesapeake

903 Railroad Avenue, Central Chesapeake
$439,000
5 Beds ⋅ 2.1 Baths ⋅ 10649127 MLS
Seller will pay up to $12,000 for CLOSING COST to be used at buyer's discretion using our preferred lender and our attorney; 16 new homes! Stunning New Construction! Welcome to this beautiful 5-bedroom, 2.5-bath home offering 1,862 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Appliance package includes Stainless Steel refrigerator, dishwasher, gas stove and microwave. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Upgraded cabinets throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience—don't miss your chance to own it in the heart of Chesapeake!

903 Railroad Avenue, Central Chesapeake

2808 Willows Arch, South Chesapeake
$469,900
4 Beds ⋅ 2.1 Baths ⋅ 10648837 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home on a desirable corner lot in a sought-after, sold-out Chesapeake neighborhood. Tucked away on a quiet cul-de-sac, this home offers a spacious contemporary floor plan perfect for everyday living & entertaining. The main level features a formal living room, dining room, den, & open kitchen with stainless steel appliances and a bright sunroom. The spacious primary suite offers beautiful skylights, abundant natural light, & a private en-suite bath with a relaxing soaking tub. Enjoy outdoor living on the large deck overlooking the expansive backyard, perfect for gatherings, grilling, or relaxing. With generous living spaces, a functional layout, & a prime location, this home is a wonderful opportunity to own in an established neighborhood with No POA & minutes from everything!

2808 Willows Arch, South Chesapeake

1320 Bainbridge Boulevard, Central Chesapeake
$499,900
4 Beds ⋅ 3 Baths ⋅ 10647982 MLS
READY NOW, NEW CONSTRUCTION Welcome home to this beautifully designed 4-bedroom, 3-bath residence offering modern style and exceptional comfort. The open-concept floor plan features 9-foot ceilings, a spacious family room with a cozy gas fireplace, and a stunning kitchen with granite countertops, stainless steel appliances, and abundant cabinet space. A first-floor bedroom with a full bath is ideal for guests or multi-generational living. The luxurious primary suite offers an oversized tiled shower, double vanity, and a large walk-in closet. Generous secondary bedrooms, ample storage, pull-down attic access to a full attic, Energy Star double-pane windows, and extensive insulation provide year-round efficiency and comfort. Completing this exceptional home is a detached 2-car garage with electricity and plenty of additional storage.

1320 Bainbridge Boulevard, Central Chesapeake

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.