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1530 Jolliff Road, West Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10653544 MLS
Ready Soon! Your New Home in Western Branch! Exceptional new construction on a spacious half-acre lot, thoughtfully designed for modern living and outdoor enjoyment. This open-concept floor plan features a desirable first-floor guest suite with a private bath and walk-in closet. The chef-inspired kitchen showcases granite countertops, custom cabinetry, stainless steel appliances, and designer lighting. Luxury vinyl plank flooring flows throughout the first floor and all bathrooms. Enjoy a covered front porch, two-car garage, and rear patio overlooking your private backyard, with plenty of space to add a pool and create your own outdoor oasis. Quality craftsmanship and thoughtful design come together in this highly desirable Western Branch location. Completion in Fall 2026. Don't miss the opportunity to make this exceptional new home yours!

1530 Jolliff Road, West Chesapeake

424 Pines Of Warrick Drive, South Chesapeake
$535,000
4 Beds ⋅ 2.1 Baths ⋅ 10653596 MLS
Welcome to an exceptional Pines of Warrick residence in sought-after Great Bridge, where timeless elegance meets thoughtful modern updates. This beautifully maintained 4-bedroom, 2.5-bath home offers gracious living spaces, impressive room sizes, and a long list of improvements that make this home truly special. The renovated kitchen is a standout, featuring gorgeous custom high-end cabinetry, granite countertops, a stunning beveled ceramic subway tile backsplash, and a charming breakfast nook. Rich hardwood floors, crown moulding, and classic architectural details add warmth and sophistication throughout. The formal dining room and private library/office with French doors offer elegant spaces for entertaining or working from home. The inviting family room centers around a wood-burning fireplace (gas line remains if desired) and flows naturally into the sunroom, creating a wonderful connection to the spacious deck and large fenced backyard. The first-floor primary suite offers double closets and a beautifully remodeled en-suite bath, while the generously sized secondary bedrooms provide plenty of flexibility. Upstairs, the finished room over the garage with custom built-ins offers endless possibilities as a media room, 4th bedroom, playroom, office, or hobby space. Extensive recent improvements include TWO new zoned HVAC heat pump systems, inside and out (March 2025), a condensate drain pump with alarm (April 2025), and significant crawlspace improvements including a new vapor barrier, dehumidifier, lighting, extended access door, and sump system to divert gutter, HVAC condensate, and dehumidifier drains (2020). Additional updates include a new garage door and opener (2021) and newer dishwasher. Meticulously cared for and thoughtfully updated, this is a home that offers both character and peace of mind in one of Chesapeake's most desirable communities. Come see it for yourself—you won't want to miss this one!

424 Pines Of Warrick Drive, South Chesapeake

1307 Perry Street, Central Chesapeake
$252,000
4 Beds ⋅ 2 Baths ⋅ 10653579 MLS
Spacious 4-bedroom, 1.5-bath home in the heart of South Norfolk offering over 1,600 sq ft of living space on a 0.23-acre lot. Property needs some updating and TLC but presents tremendous potential for investors or buyers looking to build equity. Bring your vision and really make this home shine! Conveniently located near dining, shopping, the interstate, and more! Call today for more information and to schedule your tour! Case #544-246191 IE (Insurable with escrow) Subject to Appraisal. Property is Owned by the US Dept. of HUD. Seller makes no representations or warranties as to the property condition. HUD Homes are Sold "AS IS". Equal Housing Opportunity. Seller may contribute up to 3% for buyers closing costs upon, upon bid submission.

1307 Perry Street, Central Chesapeake

1604 Myrtle Avenue, Central Chesapeake
$339,000
4 Beds ⋅ 2 Baths ⋅ 10653422 MLS
Welcome to 1604 Myrtle Ave! This updated home offers a fresh, move-in-ready interior with thoughtful improvements throughout. The kitchen features granite countertops and new appliances, providing a clean and functional space for everyday living and entertaining. Updated bathrooms and refreshed flooring throughout add to the home's modern appeal. A converted garage provides additional versatile living space that can accommodate a variety of uses. Step outside to a spacious backyard offering plenty of room for outdoor activities, entertaining, gardening, or creating your own outdoor retreat. Conveniently located in Chesapeake with access to shopping, dining, major roadways, and area amenities. Schedule your private showing today!

1604 Myrtle Avenue, Central Chesapeake

2804 Meadow Wood Drive W, West Chesapeake
$450,000
4 Beds ⋅ 2.1 Baths ⋅ 10653521 MLS
Embrace timeless Colonial charm with beautifully updated spaces in this inviting home set on a spacious .75-acre corner lot. Inside, a warm and welcoming family room with a cozy fireplace creates the perfect gathering space, while the sunlit eat-in kitchen features granite countertops, a charming bay window, and new LVP flooring that continues into the laundry room. Enjoy the added value of two fully renovated bathrooms, thoughtfully updated with today’s style and comfort in mind. The spacious primary suite offers two walk-in closets and a private bath, creating a relaxing retreat at the end of the day. Host family and friends in the formal dining room, or unwind in the newly renovated sun porch overlooking the peaceful outdoor surroundings. A deck provides even more space to relax, entertain, or enjoy the .75-acre setting. A large side-load garage, additional parking, and a versatile shed/workshop offer plenty of room for storage, hobbies, or projects. An encapsulated crawl space and negotiable furnishings add even more convenience and value. Located in a peaceful community with easy access to shopping, dining, and major routes, this home blends classic character, modern updates, and everyday functionality. Schedule your tour today and see everything this special property has to offer.

2804 Meadow Wood Drive W, West Chesapeake

905 Bernard Lane, South Chesapeake
$525,900
4 Beds ⋅ 3.1 Baths ⋅ 10653474 MLS
$12,500 closing costs*, Low Loan Rate, No PMI! - Choose your look! - UPGRADES GALORE! Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Two bedrooms, hall bath, and laundry room complete the third flr. First floor bedroom with ENSUITE bath! Oversized 10'x19' covered porch with Trex decking, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance.. Ready for easy living! Legacy is waiting for you!

905 Bernard Lane, South Chesapeake

4704 Mahogany Run, West Chesapeake
$447,340
4 Beds ⋅ 3 Baths ⋅ 10653533 MLS
It's happening as you read this! The final building is under construction at The Retreat at Western Branch. This Lafayette is ready for you to personalize with your choice of finishes and options. Featuring a first-floor primary bedroom, huge island kitchen open to the great room, first-floor office or guest room with full bath, 2-car garage and covered porch. Upstairs you'll find a loft/sitting area plus two bedrooms with a shared bath. This low-maintenance 55+ community features a clubhouse, fitness center, billiards, pool, outdoor grilling area, dog park, community garden, and landscaped grounds. Buy now and make it yours by selecting your finishes and options during construction. Final price will be determined by buyer-selected options and upgrades.

4704 Mahogany Run, West Chesapeake

916 Redstart Avenue, Central Chesapeake
$360,000
3 Beds ⋅ 2 Baths ⋅ 10653529 MLS
Discover the charm of this mid-century Craftsman style home. This property showcases the allure of cottage living. The front room picture window allows natural light to fill the home enhancing the natural grain of the rustic hardwood floors and the dining room's elegant French doors with glass panels. All this connects seamlessly to the spacious kitchen adorned with granite countertops and the sunken den with its magnificent stairway leading to the primary suite. This home has seen numerous upgrades providing Peace of Mind and convenience. Water Heater 2016, Garage door 2018, HVAC Gaspack 2020, Laundry Room upgrade to PVC 2021, Roof 2024 with 15 sheets of new plywood in carport ceiling. Mini split in primary 2026. The Darling backyard has a covered picnic area and works perfectly with the carport for entertaining. Detach Garage has its own electrical system and is a blank palette to be designed as the new owner desires. It is strictly as is.

916 Redstart Avenue, Central Chesapeake

1128 Sir Galahad Drive, South Chesapeake
$357,000
3 Beds ⋅ 2.1 Baths ⋅ 10653187 MLS
PCS timing just right! Welcome to 1128 Sir Galahad Dr, an updated 3-bedroom, 3-bath Chesapeake home offering the flexibility, location, and lifestyle so many Hampton Roads buyers are looking for. Conveniently positioned near major commuter routes with easy access to Norfolk, Portsmouth, Virginia Beach, shopping, dining, and multiple military installations, this home makes getting around the region easy. Planning a PCS but not arriving until later this fall? This property offers a unique head start. Previously operated as a short-term rental and currently occupied by a long-term tenant through the end of November, the existing tenancy provides income in place during the transition and may help offset ownership costs before you’re ready to move in. It can also be a great fit for buyers looking for an approximately 60-day closing timeline. Inside, you’ll find an updated, move-in-ready interior with modern flooring, a refreshed kitchen featuring stainless steel appliances, generous cabinet and counter space, a fireplace, and comfortable living and dining areas. Large glass doors bring in natural light and lead directly to the backyard, creating an easy flow for everyday living and entertaining. The standout feature is your own in-ground pool! Whether you’re hosting friends, relaxing after work, or enjoying warm Hampton Roads days at home, the backyard adds a lifestyle feature that’s hard to beat. Whether you’re relocating to the area, planning ahead for your next move, or looking for a property with rental history and future flexibility, 1128 Sir Galahad Dr offers an uncommon combination of convenience, updates, rental potential, and a private pool. Secure your Chesapeake home now and make your move when the timing is right!

1128 Sir Galahad Drive, South Chesapeake

1431 Oliver Avenue, Central Chesapeake
$375,000
4 Beds ⋅ 3 Baths ⋅ 10652948 MLS
Prepare to fall in love the moment you step through the front door! This beautifully updated 4-bedroom, 3-full-bathroom gem greets you with gorgeous new luxury vinyl plank flooring flowing seamlessly throughout the entire downstairs, creating a bright, sophisticated, and low-maintenance space from the moment you walk in. The heart of this home is its stunning open kitchen, thoughtfully designed with a stylish breakfast bar setup—perfect for casual morning coffee, homework sessions, or gathering with friends while you cook. The kitchen flows effortlessly into the large living room, creating an open-concept layout that's ideal for entertaining and everyday living alike. Whether hosting game night or relaxing after a long day, this spacious living area delivers comfort and style in equal measure. Upstairs, plush new carpet adds warmth underfoot, leading to four generously sized bedrooms. The showstopper is the expansive primary ensuite—a true private retreat featuring a large bedroom and beautifully appointed full bathroom. Even better, this home boasts not one but TWO ensuites, an incredibly rare find perfect for multigenerational living, guests, or a private teen suite! With three full bathrooms in total, busy mornings will be a breeze, and the home's fresh, modern updates mean you can move right in and start making memories. Location? It doesn't get better! Situated just minutes from the highway, your commute is effortless whether heading to work or one of the area's many military bases. Virginia Beach's stunning oceanfront is a short drive away, and you'll love the proximity to premier shopping centers, delicious dining, and endless entertainment options! Homes offering this winning combination of space, stylish updates, dual ensuites, and an unbeatable location don't last long. Whether you're a growing family, a military relocation, or searching for your forever home, this property checks every box. Schedule your private showing today—this one won't last!

1431 Oliver Avenue, Central Chesapeake

1914 Keeter Run, South Chesapeake
$440,000
4 Beds ⋅ 2.1 Baths ⋅ 10653149 MLS
Welcome home to Greenbrier! This beautifully maintained, move in ready home is tucked away on a desirable cul-de-sac in the heart of Chesapeake. Featuring numerous recent updates, you can move in with confidence and enjoy! The kitchen was updated in 2023 with new cabinets, countertops, and appliances. All bathrooms were refreshed in 2024 with new vanities, sinks, tubs, toilets, flooring, and paint. Major updates include a roof (2017), fence (2021), HVAC furnace (2025), condenser(2026), and water heater (2026). The first floor offers a spacious foyer, open living and dining areas, plus flexible bonus space great for a home office or playroom. Upstairs features a large primary suite with private bath and walk-in closet, three additional bedrooms, and a spacious shared bath. Conveniently located near Greenbrier shopping, dining, interstates, and local attractions. Don't miss your opportunity to make this home yours!

1914 Keeter Run, South Chesapeake

2213 Wilmington Avenue, West Chesapeake
$544,900
4 Beds ⋅ 3 Baths ⋅ 10653325 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 4 bedrooms including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

2213 Wilmington Avenue, West Chesapeake

4706 Mahogany Run, West Chesapeake
$457,195
4 Beds ⋅ 2.1 Baths ⋅ 10653338 MLS
Now is the time to bring your vision to life and build your very own Shenandoah! We've started construction on the final building in The Retreat at Western Branch. This light-filled end-unit offers an open-concept kitchen and great room, first-floor primary suite, office, laundry, two-car garage, and covered porch. Upstairs, you'll find a spacious loft, three guest bedrooms, and full bath. This low-maintenance community features a clubhouse, fitness center, billiards, pool, outdoor grilling area, dog park, community garden, and landscaped grounds. Buy now and make it yours by selecting your finishes and options during construction. Final price will be determined by buyer-selected options and upgrades.

4706 Mahogany Run, West Chesapeake

1505 Hilltop Drive, South Chesapeake
$539,900
4 Beds ⋅ 2.1 Baths ⋅ 10653218 MLS
Welcome to this spacious, thoughtfully designed home offering generous living areas and a floor plan that blends comfort with functionality. Several updates have already been completed, to include: HVAC, roof, house trim, soffit, & gutter system, electric stove, carpet/LVT flooring, some interior paint, new pool salt system & Dolphin pool vacuum. The expansive backyard is a true retreat, featuring beautiful mature trees, a sparkling in-ground saltwater pool, and a spacious deck perfect for entertaining or unwinding. Situated on a large lot with a two-car garage, this property offers the ideal combination of space, privacy, and potential. Conveniently located in the sought after Hickory school district and near shopping, dining, and major commuter routes, this is a home you'll want to experience in person.

1505 Hilltop Drive, South Chesapeake

3705 Davis Avenue, Central Chesapeake
$499,900
5 Beds ⋅ 3 Baths ⋅ 10653261 MLS
BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 3705 Davis Avenue, where modern design and the ease of new construction come together in an established community. Offering approximately 2,550 square feet, this spacious home features 5 bedrooms, 3 full baths, and a thoughtfully designed open floor plan with flexibility for today's lifestyle. A standout feature is the oversized first-floor bedroom with direct access to a full bath, also conveniently accessible from the hallway. This versatile space is ideal for multigenerational living, an in-law suite, overnight guests, a private home office, or anyone seeking comfortable first-floor accommodations. Davis offers the opportunity to enjoy a fresh, modern home without giving up the character and convenience of an established neighborhood.

3705 Davis Avenue, Central Chesapeake

906 Bernard Lane, South Chesapeake
$549,900
3 Beds ⋅ 3.1 Baths ⋅ 10653230 MLS
BETTER THAN NEW IN GREAT BRIDGE! This upgraded, move-in-ready condo offers approximately 2,228 square feet, 3 bedrooms, 3.5 bathrooms and a two-car garage. The open main level features upgraded flooring, crown molding, a fireplace and a gourmet kitchen with upgraded cabinetry, hard-surface countertops, an oversized island and upgraded appliances. The primary suite includes a walk-in closet and spa-inspired bathroom with dual vanities and a custom-tiled shower. Enjoy the screened balcony and owner-added upgrades, including a custom entry drop zone, redesigned laundry room, upgraded bar area, Murphy bed, PAX storage system, recessed lighting, Nest thermostats, Ring doorbell and garage-door opener. LOW $95 monthly condo fee with professionally maintained grounds, cabana, grilling area, fire pits and bocce ball. All the appeal of newer construction—with the upgrades already completed and no construction wait! Recently appraised at $570,000 and offered at $559,900!

906 Bernard Lane, South Chesapeake

815 Rutledge Road, Central Chesapeake
$345,000
3 Beds ⋅ 1.1 Baths ⋅ 10653235 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath ranch located in an established neighborhood with convenient access to major military bases, shopping, dining, and interstate access. Inside, you’ll find beautifully refinished hardwood floors, a recently updated kitchen with new cabinets and countertops, newer HVAC, newer roof, and updated dishwasher. The bonus room just off the kitchen creates a flexible layout great for entertaining, a playroom, office, or additional living space. Step outside to enjoy the backyard deck, great for gatherings and relaxing evenings. A large detached garage with an attached shed area provides abundant storage and workspace options. Solar panels can be paid off at closing with a full price offer, helping offset monthly electric costs. Home and appliances convey as-is. Schedule your private showing today!

815 Rutledge Road, Central Chesapeake

638 Milby Drive, Central Chesapeake
$265,000
3 Beds ⋅ 1.1 Baths ⋅ 10653172 MLS
Make this your first stop! This well-maintained 3-bedroom, 1.5-bath ranch in Norfolk Highlands offers the convenience of single-level living and the peace of mind that comes with major recent updates. The kitchen was remodeled in 2024, both bathrooms were remodeled in 2025, the HVAC system was replaced in 2024, and the gutters were upgraded in 2025. Pride of ownership is evident throughout, making this home truly move-in ready. The attached garage provides additional storage and convenience, while clear termite and moisture reports are already available for buyers. Conveniently located near shopping, dining, major interstates, and military installations, this home combines comfort, updates, and an unbeatable central location!

638 Milby Drive, Central Chesapeake

4009 1st Street, Central Chesapeake
$375,000
4 Beds ⋅ 3 Baths ⋅ 10653176 MLS
Welcome home to this beautifully updated two-story home offering the perfect blend of comfort, style, and functionality. As you enter, you'll find a convenient first-floor bedroom and full bathroom, ideal for guests, multi-generational living, or a private home office. The heart of the home features an open-concept layout where the living room, dining area, and kitchen flow seamlessly together beneath soaring 9-foot ceilings with recessed lighting throughout, creating a bright and inviting space for everyday living and entertaining. The kitchen provides easy access to the fully fenced backyard, making outdoor gatherings a breeze. You'll also love the oversized shed/workshop, offering endless possibilities for storage, hobbies, or a dedicated workspace. Upstairs, you'll find two additional secondary bedrooms along with a spacious primary ensuite designed for comfort and privacy. Fresh paint and NEW flooring completed in 2026 give the home a modern, move-in-ready feel, while the NEWER HVAC system (2022) and NEW maintenance-free metal-wrapped roofing trim (2026) provide added peace of mind. Conveniently located near shopping, dining, schools, and major interstates, this home is ready for its next owner. Virtually staged. Schedule your private tour today!

4009 1st Street, 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.