427 houses for sale in Jolliff Woods

Welcome to Jolliff Woods! Lovingly maintained by its original owners, this inviting home offers comfort, space and flexibility. The first floor features a spacious living area, formal dining room and eat-in kitchen with abundant counter space and room to gather. Upstairs you'll find three bedrooms plus a versatile loft that can easily serve as a fourth bedroom, home office or flex space. Step outside to enjoy the large backyard with an exceptional deck that's great for entertaining or relaxing, plus a two-story shed offering exceptional space for hobbies and storage. Conveniently located near schools, shopping, dining and major routes, this well cared for home is ready for its next owners

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

Wonderful home located in the desirable Joliff Woods neighborhood. This 4 bedroom, 2.5 bath offers approx. 2,710 square feet of living space. Situated on a generous size corner lot. Screen Porch and rear yard is completely fenced. Seller took care of all the big ticket items. Downstairs hardwood floors have just been refinished. New Windows & Slider Doors 2020, Brand New Upstairs HVAC systems, All Exterior Composite Trim, Leaf Filter Gutter Guards, & more. Conveniently located with easy access to the Southside & Peninsula, military bases, shipyards, dining, and shopping

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Welcome home to this stunningly renovated farmhouse, where modern design meets classic charm in the heart of Chesapeake. Completely rebuilt from the studs up, this 3-bedroom, 3-bathroom gem offers 1,963 square feet of thoughtfully designed living space across two stories on 3/4th an acre. Step inside to an open-concept kitchen featuring striking black-and-white countertops, statement lighting, and modern farmhouse accents throughout. The main-level primary suite is a true retreat, boasting two generous closets and a spa-inspired bathroom with a sleek, step-in tiled shower. Sophisticated gray-toned flooring flows seamlessly throughout the home, adding warmth and cohesive style to every room. Outside, a detached garage provides excellent storage or workshop potential. Come make your dreams your reality! This one will not last long!

House sold As-Is Where Is. Seller to make no repairs. Perfect western branch location. Two living areas, two bonus rooms and open floor plan. Fenced yard and huge deck. Not Vacant, Notice Needed

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 overside 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!

Experience refined living in the sought after Western Branch area, where timeless design meets today's comfort. This well maintained 4-bedroom, 2.5-bath home offers over 2,500 Sqft of beautifully appointed living space with soaring cathedral ceilings that create an open, light-filled atmosphere from the moment you enter. Kitchen upgrades include granite countertops, and ample storage providing both style and functionality. The spacious primary suite serves as a private retreat, complete with a beautifully renovated bathroom. Step outside to your own backyard oasis, where a spacious deck and patio overlook a fully fenced enclosed yard, perfect for outdoor entertaining, or simply relaxing. Additional highlights include an attached two-car garage and a whole-home water filtration system. Conveniently located near I-664. Local shipyards, medical facilities, military bases, shopping and restaurants. Best of all, enjoy the freedom of no HOA!

Waterfront opportunity! Well-maintained home situated on a scenic waterfront lot in the desirable Western Branch area of Chesapeake. Enjoy peaceful water views from an enclosed porch, and a spacious backyard ideal for relaxing, entertaining, fishing, kayaking, or simply taking in the surroundings. Walk in basement and Attic with plenty of storage. Recent improvements and updates help make this home move-in ready while still offering buyers the opportunity to add their own personal touches. New Concrete Driveway, New Storage Shed & Dock, Resurfaced Wood Floors, and Remodeled Master Bath. Conveniently located near shopping, dining, bases, major highways, and all that Hampton Roads has to offer

In a quiet cul-de-sac, this brick-front home features high ceilings in the entryway, a formal living room, and family room. It also offers a two-car garage, a spacious yard, and a large storage shed with electricity. New HVAC installed in 2021

SPACIOUS TRADITIONAL with Fresh Paint & New Flooring Throughout, Updated Eat-In Kitchen with Stylish Shaker Style Cabinets, Quartz Countertops, & Stainless Steel Appliance Package. Formal Living & Dining Rooms + Family Room with Fireplace. 2nd Floor Primary Suite with Private Bath & Walk-In Closet, Large Finished Room over the Garage (4th Bedroom), Full Size Laundry/Mud Room with New Washer & Dryer. 2 Car Attached Garage, Oversized Driveway, & Private Backyard with Deck & Patio Space. Established Neighborhood Convenient to Shopping, Dining, & Easy Access to I-664, I-264, & I-64

Investor special! Lots of potential with this one! This spacious all brick ranch is situated in the Western Branch section of Chesapeake. This charming property offers the classic elegance of hardwood floors, providing a warm and inviting atmosphere. The nice-sized kitchen is great for cooking and entertaining, with plenty of space to prepare meals and store kitchen essentials

Welcome home to this beautifully updated 4-bedroom, 2-bath home offering 1,986 sq. Ft. in the highly sought-after Western Branch area! Step inside to a bright, inviting family room featuring cathedral ceilings that create an open and spacious feel. The refreshed interior showcases New flooring and Fresh paint throughout, along with NEW granite countertops in the kitchen and bathrooms. The private primary suite features a walk-in closet and upgraded bath, while the versatile room over the garage offers as a bedroom or flex space. Additional updates include ceiling fans in the bedrooms, NEW blinds, a NEW roof, NEW siding, and NEW Water heater. Step outside onto the NEW deck overlooking a spacious backyard—for entertaining, cookouts, or relaxing. Conveniently located near shopping, dining, major roadways, and Chesapeake schools. With extensive updates inside and out, this move-in-ready Western Branch home is one you don't want to miss!

Located in Western Branch, this spacious 4-bedroom, 3-bath brick home offers a flexible layout with inviting indoor and outdoor living spaces. Fresh new carpet complements the hardwood flooring found throughout much of the home. The kitchen features granite countertops, stainless steel appliances, and plenty of space for everyday living. A cozy fireplace anchors the main living area, with easy access to the expansive back deck for outdoor entertaining or relaxing. Upstairs, the primary suite features a walk-in closet and private bath with a jetted soaking tub and separate shower. With generous living spaces, three full bathrooms, and thoughtful updates throughout, this home is ready for its next chapter. Don’t miss it!

Space, style, and comfort come together at 2741 River Oaks Drive! Located in the desirable Taylorwood Estates community of Western Branch, this beautifully maintained 5-bedroom, 3-bath home offers approximately 3,500 square feet of versatile living space. The thoughtfully designed floor plan includes spacious living and dining areas, a bright kitchen with abundant cabinetry and workspace, and a first floor bedroom and a full bath—great for guests or multigenerational living. Upstairs, you'll find a spacious primary suite along with three additional bedrooms. Enjoy a fenced backyard great for entertaining, relaxing, or play. Conveniently located near shopping, dining, parks, schools, and major commuter routes. Don't miss the opportunity to make this exceptional home yours!

Premium location in one of Western Branch’s most sought-after neighborhoods & schools. Beautiful, manicured homes w/large lots & no homeowner’s association. Just minutes to 664 & ALL of Hampton Roads Military bases, shopping & entertainment and medical facilities. Step inside to a welcoming foyer that leads to a formal dining room, living room and a custom kitchen with an Island. The sunken den features a gas fireplace which exits to a multi-level deck for cookouts and entertaining. The upstairs features a primary suite for a private retreat with an en-suite bath, a large walk-in closet for keeping all your items organized, while two additional bedrooms (all with walk-in closets) provide versatility for guests or even a game (flex) room. In addition, a 4th bedroom is located over the 576 SQFT. Attached garage. New interior paint and carpet, move in ready

Meticulously maintained by its original owner, this 4-bedroom home offers a spacious, thoughtfully designed layout with an extended living room, formal dining room, and a versatile bonus area that can serve as a home office, playroom, gym, or flex space. The kitchen features newer appliances, while additional updates include a tankless water heater, updated HVAC system, and recently painted exterior. The garage has been upgraded with durable speckled flooring and built-in storage for added organization. Step outside to enjoy the in-ground pool, installed three years ago, a storage shed, and a backyard that backs to a wooded area, providing a natural backdrop and added privacy. Tucked away in the Western Branch area, the neighborhood offers connections to adjacent communities with opportunities for walking, running, biking, and golf cart access. Conveniently located near shopping, dining, major highways, military installations and hospitals

Beautifully renovated 5BR/3BA home offering over 3,100 sq ft on nearly half an acre in Western Branch! Thoughtfully updated throughout, this home combines modern finishes with an exceptionally spacious and versatile floor plan. The first floor offers generous living and entertaining spaces, a family room with fireplace, plus a bedroom and full bath for guests or multi-generational living. Upstairs you'll find spacious bedrooms and an impressive primary suite. Enjoy a large backyard with plenty of room to entertain, an oversized 2-car garage, a whole-home generator, and PAID-OFF SOLAR PANELS for added energy efficiency with no solar payment! With extensive renovations, abundant space, and a desirable Western Branch location, this move-in-ready home delivers the updates, size, and features today's buyers are looking for!

Come check out this diamond in the rough. House is in need of updating and priced accordingly. But the bones to the house are good. New roof (2023), 1 out of 2 ac units new (2025). (And the other ac unit has been recently serviced). Unique floor plan with an area that could serve as an in law suite, a quiet neighborhood and a good school system. Large corner lot. Close to shopping, food, and the interstate. PRIVATE BACKYARD with a deck and an additional storage shed

Charming home in Western Branch that needs at little TLC. This home offers a great opportunity for buyers looking to create a space that truly reflects their style and vision. The kitchen and bathrooms need to be updated, but this offers the perfect opportunity to add your personal touches and build equity along the way. Recent improvements include new interior paint throughout, LVP flooring in the main living areas, and new carpet in the bedrooms. With a little vision, creativity, and sweat equity, this home has the potential to become a beautiful and inviting space. Home comes with 1 year home warranty. Some Closing Costs Assistance Available