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$565,000
5 Beds ⋅ 2.1 Baths ⋅ 10646268 MLS
Welcome to this charming 5-bedroom home, perfectly situated in a wonderful, established neighborhood in Chesapeake. If you appreciate a home with character and room to grow, this is the perfect canvas for your vision. The heart of the home features a kitchen designed for those who love to cook, offering an abundance of counter and cabinet space, plus the convenience of a double oven. You’ll love spending quiet evenings by one of the two cozy fireplaces or unwinding on the beautiful, screened-in porch that overlooks a private, tree-lined backyard. With spacious bedrooms throughout, this home offers plenty of room for everyone to enjoy. Bring your personal touch and make this well-loved house your own!

2949 Prince Of Wales Drive, Chesapeake
$315,000
3 Beds ⋅ 1.1 Baths ⋅ 10645375 MLS
This well-maintained home offers peace of mind with numerous updates completed over the years. According to the seller, replacement windows were installed in 2006, followed by a new HVAC system and roof in approximately 2009. The home also features a newer washer and dryer (2016), stove (2020), water heater (2021), and refrigerator (2024). Most recently, the kitchen was refreshed in 2025 with beautiful new cabinets and countertops, creating a bright, modern space that's perfect for everyday living and entertaining. With so many major improvements already completed, this home is ready for its next owner to move in and enjoy.

4213 Valencia Road, Chesapeake
$1,195,000
4 Beds ⋅ 4.1 Baths ⋅ 10644941 MLS
Dreaming of a Serene Country Retreat just minutes from the city? YOU FOUND IT! A Rare Jewel! Horse Lover's Dream! Almost 9 ac Family Sanctuary. Elegant Custom Built, 4 Ensuite BRs & 1/2 Bath home w/an amazing 10' x 50' front porch! Lovely entry foyer opens to Great Room w/cathedral ceiling, hand scraped engineered flooring & wood burning fireplace framed w/bookshelf cabinetry. 1st Floor Primary BR boasts expansive Bath w/2 Separate Granite Vanities, jetted tub, separate shower & Grand Walk-In Closet. PBR Plantation Shutters reveal peaceful views of property! 10 ft ceilings down & 9 ft up. Kitchen w/granite counters, 2 large pantries, ample cabinetry & generous eat-in area. Formal Dining Room for festive gatherings. Upstairs reveals open sitting area w/chandelier. Expansive FROG-4th Bedroom. 3 Covered porches. 3 Car Garage, Spacious 2 Stall Stable, Large Storage Barn, approx 30' x 20' IG Pool w/stamped concrete surround. Fruit trees & acreage for hobby farming. Don't miss this one!

377 Homestead Road, Chesapeake
$542,000
5 Beds ⋅ 2.1 Baths ⋅ 10644796 MLS
Large Home 3300 sq ft in Western Branch area of Chesapeake 5 Bedrooms, Large Family room with wood burning fireplace. Gas Water Heater & Gas Heat, Large Fenced Yard w/10X10 Shed; Roof 2014 (50 year architectural) Well, Sprinkler System Front Yard. Large Kitchen with Island & Walk in pantry. Large Primary Ensuite with walk in Closets; Dual sinks. Seller Offering CCA or Rate Buy Down with Full Price offer

3025 Crossings Drive, Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10644750 MLS
Beautifully renovated and move-in ready, this spacious 4-bedroom, 2.5-bath home offers approximately 2,621 square feet, including an addition that provides extra living space. The open and inviting main level features fresh luxury vinyl plank flooring, updated lighting, and a bright sunroom. The updated kitchen offers granite countertops, stainless steel appliances, and attractive cabinetry. Upstairs, you’ll find four comfortably sized bedrooms with new carpeting and updated bathrooms featuring modern ceramic tile. The home is equipped with gas heat and central air conditioning on the first floor and a heat pump serving the second floor. Additional features include an attached garage, a generous lot, and a roof replaced approximately in 2021. Conveniently located in Western Branch near shopping, dining, schools, and major roadways with access throughout Hampton Roads. Schedule your showing and see all this home has to offer.

4257 Meadow Wood Drive, Chesapeake
$224,000
2 Beds ⋅ 1.1 Baths ⋅ 10644391 MLS
Welcome home to this well-maintained 2-bedroom, 1.5-bath townhome nestled in the highly desirable Western Branch area of Chesapeake! Offering a low-maintenance lifestyle with no HOA fees, this home is an excellent opportunity for first-time homebuyers, those looking to downsize, or savvy investors seeking to add a solid rental property to their portfolio. Inside, you'll find a galley style kitchen with stainless steel appliances, LVP flooring, ceramic tile, and updated bathrooms. The fenced backyard provides space to relax, entertain, or enjoy your morning coffee, plus a storage shed for added convenience. Conveniently located near shopping, dining, top-rated schools, military bases, and major highways, this move-in ready home offers comfort, value, and an unbeatable location. Don't miss your chance to make it yours!

3204 Clover Road E, Chesapeake
$560,000
5 Beds ⋅ 3.1 Baths ⋅ 10642155 MLS
This beautiful home is perfect for multi-generational living, featuring 2 spacious primary suites—one located on the main level and another upstairs. The entertainer's kitchen is a standout, offering abundant granite countertop space, gas cooking, large pantry, and ample cabinetry for all your storage needs. Overlooks the family room and the expansive backyard. An additional flex room on the first floor provides endless possibilities such as a home office, fitness room, playroom, or hobby space. One of the largest lots in the neighborhood - more than one-third of an acre with a fully fenced backyard. The outdoor space is designed for everyday enjoyment, with patio pavers and room for a pool, garden, or play area. Other conveniences: Second floor laundry room. Two-car garage. Need to move before the new school year begins? We can make that happen!

2851 Crossings Drive, Chesapeake
$399,999
4 Beds ⋅ 2 Baths ⋅ 10643337 MLS
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.

2600 Janson Drive, Chesapeake
$775,000
4 Beds ⋅ 3 Baths ⋅ 10643343 MLS
Live the fresh life! Rarely does something this special come to market. Come see one of Western Branch's loveliest riverfront properties in an established neighborhood with no HOA. Designed for a lifetime of family fun and multigenerational living, this beautifully crafted 2-story on the Elizabeth River combines timeless elegance with all modern comforts. Through the soaring two-story foyer, you'll discover thoughtful details around every corner...signature hardwood floors, spa-like bathrooms, custom kitchen cabinetry, and more. A luxurious primary suite awaits you upstairs with its own balcony overlooking the pool. This lot has deep water access with beautiful views of the water. Relax in the saltwater pool during the hot summer days or relax in the hot tub for those cooler winter evenings. New roof (2025), water heater (2022), pool pump (2024), and salt cell (2026). A truly rare waterfront retreat.

3808 Stonebridge Landing, Chesapeake
$665,000
5 Beds ⋅ 3 Baths ⋅ 10641305 MLS
All-brick 5BR home with 3,466 SF on a cul-de-sac - no HOA. Rich hardwood floors flow through the main level and into the primary suite on the second, anchoring a home that balances timeless character with everyday livability. The Large Living areas open up to the expansive backyard featuring a covered outdoor kitchen, screened gazebo, and sprawling composite deck. Lovingly maintained by one owner since 2000 and move-in ready, this Chesapeake gem delivers the space, quality, and lifestyle. Large lot | No HOA | Pride of ownership | Move-in ready.

3932 Colony Pointe Drive, Chesapeake
$330,000
3 Beds ⋅ 1.1 Baths ⋅ 10640239 MLS
Beautifully renovated ranch in the heart of Western Branch! This move-in ready 3-bedroom, 1.5-bath home offers 1,352 square feet of updated living space with extensive improvements throughout. From the moment you arrive, you'll appreciate the care and attention that has gone into this home, including fresh interior paint, new luxury vinyl plank flooring and carpet, updated bathrooms, a renovated kitchen, new appliances, and a freshly re-screened porch. Step inside to discover inviting living spaces highlighted by a cozy wood-burning fireplace and a functional single-level layout designed for comfortable everyday living. The updated kitchen features modern finishes, new appliances, and plenty of space for cooking and gathering. Both bathrooms have been tastefully refreshed, creating a clean and stylish feel throughout the home. Major system updates provide additional peace of mind, including a roof replaced in 2015, HVAC system replaced in 2017, water heater replaced in 2021, and a fully fenced backyard added in 2021. Enjoy relaxing mornings or evening gatherings on the screened porch overlooking the private backyard. With plenty of room for pets, play, gardening, or entertaining, the outdoor space is ready to be enjoyed year-round. Conveniently located near shopping, dining, military bases, schools, and major interstates, this beautifully updated home offers the perfect blend of comfort, convenience, and value. Simply unpack and start enjoying everything this home has to offer. Schedule your private showing today!

3116 Woodbaugh Drive, Chesapeake
$669,000
5 Beds ⋅ 3 Baths ⋅ 10639638 MLS
Over 3,200 square feet of versatile living space in the heart of Riverbend community. Situated on an expansive 0.756-acre lot, this exceptional home provides the perfect blend of comfort, functionality, and flexibility for multigenerational living. The main level features 4 spacious bedrooms, including a beautifully updated primary suite w/ a custom-remodeled luxury bath. A flexible fourth bedroom located just off the kitchen offers excellent potential as a in-law suite, complete w/ a walk-in closet and convenient access to a full bath down the hall. Designed for both everyday living and entertaining, the expansive kitchen flows seamlessly into the inviting family room & features stainless steel appliances, granite countertops, and abundant workspace. Enjoy additional formal living & dining spaces that add charm and versatility to the home’s layout. Upstairs, a large 5th bonus bedroom over the garage provides endless possibilities for guest accommodations, a home office, media room, or playroom. With 3 full bathrooms, a spacious laundry room, & two-car garage, this home checks every box. Additionally the home offers a three-zone HVAC system, gas water heater replaced in 2021, newer gutters, and an electric fence for added convenience. Step outside to enjoy the expansive backyard featuring a charming tree house, creating the perfect outdoor retreat. A rare opportunity for a ranch in Riverbend offering space, flexibility, and exceptional value , all with NO HOA!

1432 Pine Grove Lane, Chesapeake
$500,000
5 Beds ⋅ 3.1 Baths ⋅ 10639341 MLS
Beautifully maintained brick ranch in the heart of Western Branch! Offering generous living spaces and a functional layout, this home is designed for both everyday comfort and effortless entertaining. Inside, you'll find a beautifully remodeled kitchen (2024) with ample cabinet space, including pantry storage and an appliance garage. Two living areas provide the flexibility for a playroom, formal living room, or an additional gathering space for entertaining. Outside is an entertainer's dream, featuring a cozy covered pavilion complete with electricity and internet access. Two sheds offer abundant storage, with the larger shed making the perfect home workshop. A roof that is only 5 years old provides added peace of mind and convenience. With its thoughtful updates and exceptional outdoor amenities, this home is the perfect blend of comfort and modern functionality.

3316 Mapleton Crescent, Chesapeake
$239,000
2 Beds ⋅ 1.1 Baths ⋅ 10639570 MLS
Charming 2-story townhome offering 2 spacious bedrooms with potential for a 3rd, 1.5 baths, and a cozy den featuring a wood-burning fireplace. The kitchen is equipped with IKEA cabinetry, and all appliances convey. Enjoy outdoor living on the large deck and screened porch overlooking a private, bulkheaded backyard along a peaceful creek. Ample driveway parking. Ideal starter home conveniently located near local schools, parks, shopping, dining, and interstate access. Schedule your tour today!

4346 Stafford Drive, Chesapeake
$237,000
2 Beds ⋅ 1.1 Baths ⋅ 10639194 MLS
Opportunity to love this affordable updated 2-bedroom, 1.5 bath townhome in desirable Western Branch! Features an updated kitchen, updated baths, luxury vinyl plank flooring (LVP), HVAC and water heater all replaced within the last 5 years. Improvements also include energy efficient vinyl windows, 30-year architectural shingles, custom brick backyard with privacy fence and shed. Located at end of cul-de-sac with plenty of parking available. Seller to offer paint allowance.

3202 Clover Road E, Chesapeake
$439,900
4 Beds ⋅ 2 Baths ⋅ 10639152 MLS
Welcome Home to this charming Ranch in the Western Branch section of Chesapeake! Newly poured concrete to create oversized driveway offer utmost convenience. Ideally situated at the entrance to Point Elizabeth and the Chesapeake public walking trail, this location is sure to impress! Enter into your inviting foyer which leads to your open concept living, dining, den and kitchen area. Newer LVP floors flow throughout and lead to your newly renovated kitchen with wood cabinets, quartz tops, and newer stainless appliances. Gas stove for the chef in the family! Other gas features include new tankless water heater, & heat. Kitchen leads to FROG serving as 4th bedroom, laundry, & garage. Opposite direction off foyer is large primary bedroom with large closet and ensuite bath. Two secondary bedrooms and hall bath complete this lovely layout. Backyard features in-ground pool, newer liner, and plenty of patio space and green space for entertaining needs. Newer windows, paid off solar offering bundles of savings, and newer mechanical components make this a slam dunk. Call this beauty Home Today!

3004 Tyre Neck Road, Chesapeake
$509,900
4 Beds ⋅ 2.1 Baths ⋅ 10638582 MLS
This beautifully maintained four-bedroom home blends modern living with traditional style comfort. It features updated 2.5 bathrooms (2025), a new fireplace mantel, and sleek new LVP flooring that flows seamlessly throughout the main living areas. The updated kitchen offers both style and functionality while fresh paint throughout gives every room a bright, move-in-ready feel. Step outside to enjoy the brand-new backyard deck, perfect for relaxing or entertaining. Located close to highways, military bases, and shops - the only thing missing is you!

1204 Elverton Court, Chesapeake
$480,000
4 Beds ⋅ 2.1 Baths ⋅ 10636443 MLS
Welcome to Jolliff Woods in sought-after Western Branch! Lovingly maintained by the original owners since day one, home offers comfort, space, and timeless appeal. The first floor features an open living area which is great for everyday living and entertaining, along with a formal dining room and an eat-in kitchen with abundant counter space and room to gather. Upstairs, you'll find three spacious bedrooms and a loft which can double as a fourth bedroom. There is plenty of flexibility for family, guests, or home office needs. Step outside to enjoy the large backyard, spacious deck built for relaxing and entertaining, and a two-story storage shed providing exceptional storage and workspace. Conveniently located near schools, shopping, and major routes. This well-cared-for home is ready for its next owners!

1805 Blackhawk Place, Chesapeake
$239,900
2 Beds ⋅ 1.1 Baths ⋅ 10632694 MLS
Welcome to 4336 Stafford Drive! This beautifully updated home offers 1186 sq ft of comfortable living space with 2 bedrooms and 1.5 baths. Recent updates include NEW: HVAC; kitchen; vinyl floor, carpet, toilet, bath vanities with backsplash. Enjoy the convenience of front door parking and private fenced backyard. Located in desirable area in Chesapeake with easy access to shopping, schools, and interstate. This property combines comfort, style and location. Do not miss the chance to make it yours!

4336 Stafford Drive, Chesapeake
$525,000
5 Beds ⋅ 3 Baths ⋅ 10631735 MLS
Closing Costs Assistance. The Seller may accept an offer Contingent on the Buyer selling their home. Beautiful brick home built by the seller on a large cul-de-sac. Walking in this gorgeous home is breathtaking, Large Living room w/ nice size dining rm, the home was 4 large bedrooms & could have a 5th bedroom w/ the finished room over the garage, Very large kitchen w/breakfast rm, HUGE family room with high ceiling and a fireplace, enough space for a large family to get together, 3 full bathrooms, another large room with a fireplace, and sliding glass doors that go on to a large covered patio. House sits on a LARGE lot with a firepit in backyard. Home has a lot of space for a large family or a family that is moving in together it would be ideal. Lots of storage. Unfinished attic space but could be converted into more living space if needed. Near Shopping and Interstates. Driveway could hold 8 cars easily. Seller is willing to pay Closing costs for buyer.

4624 Westborough Drive, 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.