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5037 Annapolis Drive, West Chesapeake
$579,000
4 Beds ⋅ 2 Baths ⋅ 10660299 MLS
Enjoy sought-after ranch-style living in this like-new, two-year-old Dogwood model in Estates at Joliff Landing! Located in Chesapeake's Western Branch area, this popular floor plan offers the convenience of first-floor living, with every room except the finished room over the garage on the main level. Two bedroom suites provide added flexibility, including one with a dual-entry bathroom accessible from the hallway. The upstairs bonus room offers space for a home office, media room, or guest retreat. Step outside to an oversized, fenced backyard with wooded views, a storage shed, and plenty of room to relax or entertain. Community amenities include a clubhouse, fitness room, playgrounds, and pool. Convenient to shopping, dining, military bases, and major interstates, this beautifully maintained home combines like-new appeal with an established neighborhood setting.

5037 Annapolis Drive, West Chesapeake

1620 Sandy Pines Way, West Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10659944 MLS
OVER AN ACRE IN SANDY PINES—FULLY ENCLOSED BY A NEWER WOOD FENCE! Set on an expansive lot of approximately 1.10 acres, with newer wood fencing enclosing the entire property, this traditional two story home offers a standout amount of outdoor space. With approximately 1,628 square feet, 3 bedrooms, and 2.5 baths, the home pairs a generous setting with a practical layout. Enjoy a wood burning fireplace, a kitchen with a breakfast area and pantry, and a primary bedroom with an en suite bath. Walk in closets, walk in attic space, and an attached one car garage provide convenient storage. Situated on a cul-de-sac with driveway parking and 2 storage sheds, this property offers space inside and out, with the impressive fenced lot taking center stage!

1620 Sandy Pines Way, West Chesapeake

3145 Bomar Drive, West Chesapeake
$339,900
3 Beds ⋅ 2 Baths ⋅ 10660133 MLS
Welcome to this beautifully updated, move-in-ready Western Branch ranch! Designed for effortless one-level living, this home features a bright open floor plan with a warm, inviting layout that flows seamlessly from room to room. At the heart of the home is a modern kitchen beautifully equipped with stunning granite countertops and sleek stainless steel appliances, making it perfect for both daily living and effortless entertaining. Step outside to find a large, fully fenced backyard that offers excellent privacy and space for pets, play, or weekend gatherings. Parking is a breeze with the attached one-car garage and a spacious driveway that easily accommodates multiple vehicles. Location is everything, and this home delivers. You will enjoy the ultimate convenience of being just minutes from major highways, making your daily commute and getting around Hampton Roads a total breeze. When it is time to slow down, a beautiful nearby park and scenic walking areas are just moments away, while excellent local dining, shopping, and entertainment are always within easy reach.

3145 Bomar Drive, West Chesapeake

2227 Sanibel Lane, West Chesapeake
$589,000
5 Beds ⋅ 3.1 Baths ⋅ 10660049 MLS
Don't miss out on this stunning 2025-built end unit in Jolliff Landing is a showstopper! Featuring 5 bedrooms, 3.5 baths, a first-floor office, and a second-floor loft/bonus room, this home delivers space, style, and versatility! The open floor plan, abundance of natural light, modern finishes, and over $30K in upgrades create an undeniable wow factor! The resort-style community amenities are equally impressive, featuring a swimming pool, fitness center, community center, bark park, playground, sports field, bike paths, water features, gathering spaces, and tree-lined sidewalks! Conveniently located in Western Branch near shopping, dining, and I-664. Nearly new, loaded with upgrades, and move-in ready! Why settle for ordinary when extraordinary is waiting? Schedule your private showing today!

2227 Sanibel Lane, West Chesapeake

3153 Trumpet Road, West Chesapeake
$400,000
5 Beds ⋅ 3 Baths ⋅ 10659818 MLS
Discover the possibilities with this Chesapeake home offering versatile living spaces and plenty of potential! Featuring an in-law suite that provides additional flexibility for guests, extended stays, or a private retreat, this property offers a functional layout with room to make it your own. Solar panels provide an added energy-efficient feature. Conveniently located near shopping, dining, parks, and major commuter routes, this home offers easy access to everything Hampton Roads has to offer. Whether you're looking to personalize your next home or explore investment opportunities, this property is full of possibilities. Property is being sold AS-IS, with the seller to make no repairs. Schedule your showing today!

3153 Trumpet Road, West Chesapeake

401 Truitt Road, West Chesapeake
$399,900
3 Beds ⋅ 2 Baths ⋅ 10659959 MLS
Enjoy a country feel on a 1.86-acre corner lot in Bowers Hill! This 3-bedroom, 2-bath ranch-style home offers approximately 1,659 square feet, a screened front porch, and a spacious kitchen with ample cabinetry and an island with cooktop and seating. A separate dining room, wood floors, first-floor primary bedroom with private bath, and utility room add to the layout. Upstairs space provides additional storage. Outside, you'll find mature trees, a detached one-car garage, separate storage shed, covered workspace, and a partially fenced side yard. The septic tank is approximately 2.5 years old. No HOA, with convenient access to I-664, I-64, and Route 58. Bring your ideas and make this property your own!

401 Truitt Road, West Chesapeake

4308 Galston Court, West Chesapeake
$545,000
4 Beds ⋅ 2.1 Baths ⋅ 10659816 MLS
Tucked away on a cul-de-sac in The Crossings at Western Branch, 4308 Galston Court is the perfect place to be home for the holidays! This move-in ready home offers an updated kitchen with quartz countertops, tile backsplash, and stainless appliances. The kitchen opens to a great room with plenty of natural light and a gas fireplace. The primary bedroom includes a beautifully renovated bathroom with an inviting, spa-like retreat, complete with a soaking tub and separate custom-tiled, glass enclosed shower. Three additional bedrooms each have plenty of natural light and closet space. The FROG (finished room over the garage), which opens to the main hall and has its own staircase, makes a great den, craft/hobby space, or playroom. The attached two-car garage features brand new doors and adds valuable parking, storage in professionally-installed cabinetry, or home gym space, complete with mini-split AC and heat. Out back, the fenced yard, two patios, and deck with a custom pergola create a great place for play, gardening, or relaxation. Two storage sheds, one complete with power, add storage space for lawn or sports equipment, holiday decorations, or private workshop. The home includes transferable lifetime warranty for windows.

4308 Galston Court, West Chesapeake

3901 Cannon Point Drive Drive, West Chesapeake
$445,000
3 Beds ⋅ 2 Baths ⋅ 10659719 MLS
Welcome to 3901 Cannon Point Drive, where timeless elegance meets modern comfort! This beautifully maintained 3-bedroom, 2-bath brick ranch offers 1,575 square feet of stylish single-level living on a gorgeous, landscaped corner lot in Western Branch. Step inside to discover gleaming hardwood floors, elegant plantation shutters throughout, and a stunning updated kitchen featuring quartz countertops, custom cabinetry, and newer appliances. Both bathrooms have been tastefully remodeled with beautiful tile finishes. Relax in the inviting den featuring a cozy gas fireplace and brand-new carpeting. Additional improvements include replacement windows, a newer roof, and a professionally inspected and sealed crawlspace. Outside, meticulous landscaping creates exceptional curb appeal and a picturesque setting. Combining classic charm, thoughtful upgrades, and undeniable pride of ownership, this Western Branch beauty is a must-see!

3901 Cannon Point Drive Drive, West Chesapeake

1822 Citrus Place, West Chesapeake
$569,490
5 Beds ⋅ 3.1 Baths ⋅ 10659437 MLS
The Poppy is a spacious open-concept home with a total of five bedrooms. When you enter from the covered front porch, you are led form the foyer to a vast great room, dining room and kitchen. While one bedroom and full bathroom is downstairs, upstairs you will find three additional bedrooms with another full bath equipped a double vanity. Continuing on the second floor is the owner's suite, with an option for tray ceilings, sinks on two separate vanities, and a large walk-in closet. The owner's bathroom has the option for a seat in the shower. The laundry room is conveniently located on the second floor. Directions: Portsmouth Blvd to Walker Lane, make left, then Left on Joliff Landing Road, Model is on Paw Paw place

1822 Citrus Place, West Chesapeake

3116 Dunworken Drive, West Chesapeake
$370,000
4 Beds ⋅ 2 Baths ⋅ 10659575 MLS
Move-in ready and beautifully refreshed! This vacant 4-bedroom Chesapeake home has been thoughtfully updated from top to bottom, featuring a new roof (2025), HVAC (2026), water heater (2021), new LVP flooring, new carpet in all four bedrooms, renovated bathrooms, new kitchen appliances and custom cabinetry, new interior and exterior doors, updated GFCI outlets in the kitchen and bathrooms, and new light fixtures throughout. Enjoy the added curb appeal of a freshly repaved driveway and new framing around the left front window. Inside, a newly installed decorative TV wall with backlighting creates a stylish focal point for entertaining and relaxing. Located in the convenient Western Branch area, you're close to shopping, dining, recreation, schools, and major Hampton Roads routes. With major updates already completed and easy showings available, this home is ready for you to move in and make it yours! Schedule your showing today?

3116 Dunworken Drive, West Chesapeake

4509 Winnie Drive, West Chesapeake
$735,000
5 Beds ⋅ 4 Baths ⋅ 10659285 MLS
Welcome to Bell Manor Estates. This all brick traditional two story home offers 4,524 square feet of beautifully maintained living space. The updated eat in kitchen features abundant cabinetry, a center island, granite countertops, stainless steel appliances, a gas cooktop, and microwave and wall ovens. The first floor suite includes a large closet, private bath, and separate vanity area. Upstairs, a second living area with a full bath, entertaining, plus two additional bedrooms. The primary suite has a cathedral ceiling and spa-like bath walk in shower with double sinks and a walk in closets. sitting area. Out side, enjoy a covered porch with awning, deck, screened porch, and a detached two car garage with upstairs storage and inground sprinkler system. A whole house backup generator adds peace of mind, vinyl fence 2026. This well kept home is ready for its next chapter. There is so much more to see! Schedule a private tour today!

4509 Winnie Drive, West Chesapeake

4009 Santa Maria Drive, West Chesapeake
$395,000
3 Beds ⋅ 1.1 Baths ⋅ 10659264 MLS
Welcome to 4009 Santa Maria Drive in the Chadswyck section of Western Branch! Before entering this adorable, move-in-ready brick ranch, take a minute to relax on the large front porch. This home has a bright layout featuring beautiful original hardwood floors across the living room, dining room, and 3 bedrooms and brand-new LVP flooring in the kitchen, bonus room, and utility room. Off the kitchen, step into a lovely screened-in back porch that overlooks the expansive, fenced backyard—perfect for outdoor entertaining! An oversized, matching 2-car detached brick garage offers exceptional storage or workshop space. There is plenty of parking with the double driveway. Enjoy complete peace of mind with a new HVAC system (which transferable warranty). Prime location near shopping, dining, entertainment, and interstates. Zoned for Chittum Elementary, Jolliff Middle, and Western Branch High!

4009 Santa Maria Drive, West Chesapeake

4199 Taught Line Loop, West Chesapeake
$299,900
4 Beds ⋅ 2.1 Baths ⋅ 10655404 MLS
Opportunity awaits in Chesapeake at Goose Creek! This spacious 4-bedroom, 2.5-bath detached condo offers approximately 2,160 square feet of living space and the perfect opportunity to add your personal touches. The traditional two-story layout features a welcoming front porch, generous living areas, gas fireplace, breakfast area, and a primary bedroom with private bath and walk-in closet. Additional highlights include a two-car attached garage, rear patio, and privacy-fenced backyard. Bring your vision and choose the flooring, countertops, and finishing touches to make this home your own! Conveniently located near shopping, dining, and major roadways. Property is being sold AS-IS, WHERE-IS. Schedule your private showing today!

4199 Taught Line Loop, West Chesapeake

2408 Drum Creek Road, West Chesapeake
$299,000
3 Beds ⋅ 1.1 Baths ⋅ 10658963 MLS
Bring your vision to this brick ranch in the highly sought-after Western Branch school district! Set in a well-established neighborhood, this 3-bedroom, 1.5-bath home offers great bones, plenty of space, and the opportunity to make it your own. Looking for a home you can live in while fixing it up? Create your dream space at your own pace while adding personal touches and building equity. With an attached garage, detached garage, and shed, there's room for parking, storage, hobbies, or a workshop. The large yard offers space to garden, play, or enjoy the outdoors, and the roof is just 2 years old. Whether you're a buyer exploring a 203(k) renovation loan or an investor searching for your next rehab project, this property is full of possibilities. Reimagine the interior, refresh the finishes, and bring life to a home with potential. Don't miss the chance to create something special in an established setting. Bring your ideas and schedule your showing today! Property is being sold AS-IS.

2408 Drum Creek Road, West Chesapeake

3422 Anita Circle, West Chesapeake
$595,000
5 Beds ⋅ 3 Baths ⋅ 10658855 MLS
Welcome to this amazing all-brick home in sought after Western Branch! This home offers timeless charm and modern luxury. The heart of the home is a beautifully updated kitchen(new 2024) boasting Fantasy Brown granite countertops, white shaker cabinets, ceramic tile backsplash, a large center island, under cabinet lighting and more. Unwind in the inviting family room by the gorgeous brick fireplace, flanked by built-in glass-door lighted cabinets. Enjoy dual staircases, updated bathrooms, and whole-house water filtration and softening systems, a Texas sized primary bedroom, and the 5th bedroom could be media/game room. Head outside to your private oasis complete with an oversized Trex deck w/a retractable awning, hot tub, a charming trellis-covered patio, firepit area and a detached storage shed with electricity. New roof(2022), tankless water heater(2023), vapor barrier(2026) and so much more! Don't miss this incredible find! Some rooms virtually staged.

3422 Anita Circle, West Chesapeake

3729 Hardwick Terrace, West Chesapeake
$479,000
6 Beds ⋅ 3 Baths ⋅ 10658690 MLS
Calling all investors, buyers ready to bring their vision to life. Welcome to 3729 Hardwick Terrace, offering over 3,400 square feet and 6 spacious bedrooms in a highly desirable neighborhood!With incredible potential and room to build equity, this home is the perfect opportunity for someone looking to make cosmetic updates and create something truly special. Several major improvements have already been taken care of, including an HVAC system approximately 5 years old, a roof replaced in 2015, and crawlspace encapsulation completed in 2026.Priced well below market value to reflect the cosmetic updates needed, this property offers a rare opportunity to secure substantial square footage in a sought-after area at an exceptional price.Bring your creativity, add your personal touches, and unlock the potential of this incredible home. Location, space, and opportunity — this one checks all three boxes!

3729 Hardwick Terrace, West Chesapeake

3536 Calverton Way, West Chesapeake
$489,900
4 Beds ⋅ 3 Baths ⋅ 10658503 MLS
Welcome to the sought-after Wellington neighborhood in Western Branch, Chesapeake! This charming brick rancher features laminate flooring, an updated kitchen with stainless steel appliances, and a finished room over the garage (FROG) with a mini-split added in 2024 perfect for an office, playroom, or guest retreat. The primary suite offers a tray ceiling, spacious walk-in closet, and walk-in shower. Relax on the screened porch overlooking the private, fenced backyard. Shenandoah plantation shutters and a southern sky-blue porch ceiling add Southern charm. Enjoy a two-car garage and NO HOA! Updates include leaf gutters (2023), HVAC (approx. 7 years old), water heater (2025), dishwasher (2026), sump pump, Aprilaire dehumidifier, and encapsulated crawlspace. Roof and garage door replaced in 2017. Comfort, flexibility, and a desirable location make this home a must see!

3536 Calverton Way, West Chesapeake

2168 Armada Drive E, West Chesapeake
$379,000
3 Beds ⋅ 1.1 Baths ⋅ 10658509 MLS
ASSUMABLE 3.625% FHA LOAN + $5,000 SELLER ASSISTANCE! Charming Brick Ranch in the Heart of West Chesapeake! This adorable 3-bedroom 1.5 bath ranch-style home sits on a spacious .39-acre lot and is move-in ready! BUYERS MAY ALSO BE ABLE TO ASSUME THE SELLER’S FHA LOAN AT A LOW 3.625% RATE-A RARE OPPORTUNITY FOR QUALIFIED BUYERS IN TODAY’S MARKET. A Enjoy a freshly painted interior, new flooring & more. The home features a formal living room and dining room, a cozy wood burning fireplace. Additional highlights a detached oversized garage- great for a workshop, extra storage, or hobby’s space. Located in the established Chadswyck Terrace West neighborhood with easy access to shopping, dining, and major routes. No HOA! Don’t miss this gem-schedule your showing today! Some photos have been virtually staged to showcase the home’s potential.

2168 Armada Drive E, West Chesapeake

4217 Coffman Boulevard, West Chesapeake
$320,000
3 Beds ⋅ 2 Baths ⋅ 10658481 MLS
Enjoy 1960s quality and charm. Built in 1964, this residence serves as a beautiful reminder of an era defined by solid construction and timeless style. The moment you enter, you are greeted by wooden floors that flow seamlessly throughout the main living areas, complemented by wood trim that lend a sense of warmth and character to every room. Enjoy modernized comfort of a newer HVAC system to keep things cool in the summer and a charming fireplace for winter ambiance. Settled on a sprawling half-acre lot, the massive yard provides a blank canvas for your outdoor dreams—whether that’s a professional-grade garden, a backyard oasis, or simply a safe space for play and relaxation. Schedule your private tour today to experience the detail in person!

4217 Coffman Boulevard, West Chesapeake

2220 Capri Circle, West Chesapeake
$425,000
4 Beds ⋅ 3 Baths ⋅ 10658268 MLS
Welcome home to this spacious brick ranch in a desirable Chesapeake neighborhood! Set on a corner lot with great curb appeal, this 4-bedroom, 3-bath home offers approximately 2,100 sq ft of living space-larger than most homes in the neighborhood. Enjoy a spacious living room with high ceilings, newer LVP flooring, and a gas fireplace framed by a beautiful exposed brick wall. Need extra space for hobbies, projects, or storage? The oversized 672 sq ft detached 2-car garage, carport, and storage shed deliver! A large covered porch is perfect for relaxing and entertaining. Many updates, including a newer roof with LeafGuard gutters, replacement windows, and HVAC replaced in 2019. Seller to provide a clear termite letter. Convenient to Chesapeake Square Mall, shopping, and interstate access, this home offers space, character, and convenience all in one! Make your appointment for a private tour today!

2220 Capri Circle, West 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.

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