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3241 Yellow Pine Crescent, West Chesapeake
$220,000
2 Beds ⋅ 1.1 Baths ⋅ 10651019 MLS
Welcome to 3241 Yellow Pine Crescent in Chesapeake! This well maintained home sits on a desirable corner lot and features a private driveway, offering added convenience. The home has been freshly painted and features newer carpet, creating a clean and inviting feel throughout. Major updates include a roof that is approximately 2 years old and an HVAC system approximately 6 years old. Enjoy a spacious layout with plenty of room to live, relax, and entertain, along with a great outdoor space. Conveniently located near shopping, dining, Western Branch schools, parks, and major roadways. Best of all, there are NO HOA FEES, giving you more freedom and fewer monthly expenses. Don't miss the opportunity to make this Chesapeake home yours!

3241 Yellow Pine Crescent, West Chesapeake
3106 Barred Owl Lane, South Chesapeake
$295,000
2 Beds ⋅ 2.1 Baths ⋅ 10650116 MLS
Welcome to this beautiful, meticulously maintained end-unit condo in the highly sought-after Culpepper Landing community! Updated lighting and fresh paint throughout. Offering privacy, abundant natural light, and a spacious feel. Enjoy an open layout with generously sized living spaces and low maintenance living. Enjoy the resort style amenities of the pool and fitness center! Conveniently located near shopping, dining, and major commuter routes, this end-unit gem offers the lifestyle you've been looking for. Don't miss your opportunity to make it yours! Ask about our lender paid 1yr rate buydown and 1yr home warranty. ***Some rooms are virtually staged.

3106 Barred Owl Lane, South Chesapeake
1800 Spar Street, West Chesapeake
$324,900
3 Beds ⋅ 2 Baths ⋅ 10649499 MLS
Charming three bedroom ranch with thoughtful updates throughout. New windows bring an abundance of natural light into the home, while fresh paint, new laminate and carpet flooring and new lighting create a bright, refreshed feel. The welcoming floor plan includes a sizable living room and dining area. The updated kitchen is sure to impress with all new granite countertops, stainless steel appliances and sleek cabinetry. The primary bedroom features a large walk-in closet and an updated ensuite bathroom. The additional bedrooms are also well sized, and the second bathroom has been tastefully updated. Sliding glass doors lead to the backyard, where a large deck provides plenty of space for outdoor entertaining and enjoyment. Schedule your private tour today!

1800 Spar Street, West Chesapeake
3114 Joseph Avenue, Central Chesapeake
$285,000
3 Beds ⋅ 1 Baths ⋅ 10649224 MLS
Welcome home! This wonderfully laid-out home offers a comfortable floor plan with a spacious kitchen and inviting living room, providing plenty of room for everyday living and entertaining. Enjoy the privacy of a fully fenced backyard, perfect for outdoor activities, pets, or relaxing. The large detached garage/workshop offers excellent space for storage, hobbies, projects, or additional workspace. Conveniently located in a quiet neighborhood close to shopping, military bases, major highways, and everyday amenities. A great opportunity to make this home your own!

3114 Joseph Avenue, Central Chesapeake
210 Dunn Street, South Chesapeake
$445,000
4 Beds ⋅ 2.1 Baths ⋅ 10648911 MLS
Welcome home to this spacious 4 bedroom home offering over 2,400 sq ft of living space and an impressive list of recent updates! The refreshed kitchen features quartz countertops, a farmhouse sink, updated fixtures and LVP flooring that now flows into the dining room. Enjoy newer carpet, blinds throughout, updated ceiling fans and refreshed bathrooms, including new fixtures, lighting, shower door, toilets and vanity. The versatile floor plan offers multiple living spaces, including a playroom/flex space, plus a 2 car garage. Outside, the fully fenced backyard has been enhanced with a new shed, pavers, landscaping, lawn edging and a sidewalk connecting the front yard to the back deck. Move in ready with space, function and updates already in place!

210 Dunn Street, South Chesapeake
701 Rapidan River Court Unit A, South Chesapeake
$230,000
2 Beds ⋅ 2 Baths ⋅ 10645622 MLS
Welcome home to this beautifully updated 2 bedroom, 2 bath condo in the desirable Riverwalk community! Featuring fresh paint throughout, newer luxury vinyl plank flooring, stylish new cabinetry, and updated countertops, this home is move-in ready. The kitchen is complete with stainless steel appliances, offering both modern style and functionality. Enjoy low-maintenance living with condo fees that include water, sewer, and access to fantastic community amenities, including a clubhouse, swimming pool, and playgrounds. Conveniently located near shopping, dining, and entertainment, this is an excellent opportunity for first-time buyers, downsizers, or anyone looking for easy, affordable living. Schedule your private showing today!

701 Rapidan River Court Unit A, South Chesapeake
4000 Wyant Court, West Chesapeake
$485,000
6 Beds ⋅ 4 Baths ⋅ 10632780 MLS
Looking for space? This is the home for you. Entertaining? This home is for you. Tranquility? This home is for you. This home has has 2 primary bedrooms and an in-law suite. The main bedroom is 24X30. Huge backyard and near bases, shopping and restaurants. Pool table, riding lawn mower, and horseshoe convey with the home. Brand new HVAC and furnace.

4000 Wyant Court, West Chesapeake
1657 Tiller Lane, West Chesapeake
$295,000
3 Beds ⋅ 2 Baths ⋅ 10654326 MLS
Opportunity in Chesapeake! This 3 Bed, 2 Bath home offers potential for buyers looking to personalize a property or investors considering their next project. The home features a functional layout, an attached one-car garage for additional parking or storage, and the opportunity to update and improve to suit your vision. Conveniently located near shopping, dining, and major roadways. Some photos have been AI generated to help show case the homes full potential.

1657 Tiller Lane, West Chesapeake
733 Dissdale Lane, South Chesapeake
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10653018 MLS
Located in Oak Bridge Forest, this 4-bedroom, 2.5-bath home offers a spacious layout, an oversized 2-car garage, and a large backyard made for enjoying the outdoors. Inside, a two-story foyer welcomes you into a light-filled floor plan featuring new laminate flooring, installed in 2025, throughout most of the home. The custom-designed kitchen received a complete makeover in 2025 and opens to the family room, creating an easy flow for everyday living and entertaining. Upstairs, the spacious primary suite features a private bath with a double vanity, walk-in shower, and jetted tub, with three additional bedrooms and a second full bath completing the level. Out back, mature landscaping and trees surround an in-ground pool with a new liner installed in 2024 and new pool heater added in 2025. A Trex deck provides additional space to relax or entertain. Additional features include a tankless water heater, sprinkler system, smart-home capabilities, Ring doorbell and exterior security cameras, plus an Invisible Fence encompassing the front and backyard. No HOA! With generous indoor and outdoor space, thoughtful updates, and a backyard ready for pool days and entertaining, this Oak Bridge Forest home has plenty to offer. Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

733 Dissdale Lane, South Chesapeake
1423 Rodgers Street, Central Chesapeake
$252,247
2 Beds ⋅ 1 Baths ⋅ 10652612 MLS
Welcome to the historic district of South Norfolk! This beautifully updated and well maintained bungalow blends modern amenities with original charm and character. The kitchen shines with high-end granite countertops, custom cabinetry, stainless steel appliances, and ample storage. Enjoy a spacious, open living area with original hardwood floors throughout, generously sized bedrooms, and a refreshed bathroom featuring stylish tile finishes. The sizable backyard is ideal for enjoying the outdoors, relaxing, or entertaining guests. The detached garage has all new electrical and offers excellent space for a workshop or additional storage. Don’t miss the expansive attic, or the nearby park! Conveniently located near interstates and military bases.

1423 Rodgers Street, Central Chesapeake
1602 Shell Road, South Chesapeake
$279,500
3 Beds ⋅ 2.1 Baths ⋅ 10652535 MLS
Welcome to this 3 Bed, 2.5 bath home in Chesapeake! Offering a functional layout with plenty of space throughout, this home provides flexibility for everyday living and entertaining. Enjoy comfortable living areas, well-sized bedrooms, and the convenience of two full baths plus a half bath and an attached 1 car garage. Conveniently located with access to shopping, dining, and major roadways. Some photos have been AI generated to help show case the homes true potential.

1602 Shell Road, South Chesapeake
1726 English Avenue, Central Chesapeake
$335,000
3 Beds ⋅ 2 Baths ⋅ 10651950 MLS
Welcome home to this beautifully maintained 3-bedroom, 2-bath brick ranch, where classic character meets thoughtful modern updates! The remodeled eat-in kitchen features quartz countertops, brand-new stainless steel appliances, and soft-close cabinetry, creating a stylish and functional space for everyday living and entertaining. Cozy living room with a wood-burning fireplace and LVP flooring, offering the perfect space to relax and gather. Both bathrooms have been refreshed for added comfort and style. Stay cool in the summer and warm in the winer with a brand new HVAC system. Outside enjoy the fully fenced backyard, offering privacy and plenty of room for entertaining, children, or pets. A storage shed and attached garage provide excellent space for hobbies, projects, equipment, or additional storage. Lovingly maintained and truly move-in ready, this home is conveniently located in the desirable Indian River School District with easy access to shopping, dining, military installations, and major interstates. Enjoy a central Hampton Roads location that makes commuting throughout the area a breeze! Come see all this charming home has to offer!

1726 English Avenue, Central Chesapeake
3404 Louise James Court, South Chesapeake
$577,500
5 Beds ⋅ 2.1 Baths ⋅ 10652067 MLS
Special Buyer Bonus: Use our preferred lender and get your Home Inspection and Appraisal PAID FOR! Welcome home! Tucked away on a quiet cul-de-sac in desirable Miller's Run, this move-in-ready property welcomes you with a brand-new, rot-proof PVC front porch and brand new flooring throughout. Inside, enjoy an inviting kitchen equipped with updated appliances—including a new cooktop and dishwasher—plus a generous primary suite along designed for everyday comfort. Step out back to your private summer oasis! The spacious yard features an in-ground pool converted to saltwater in 2024 with updated equipment. The rear deck was extensively rebuilt with pressure-treated lumber. The seller will paint or stain it in your choice of color at closing! Schedule your private tour today and start packing!

3404 Louise James Court, South Chesapeake
1813 Candlelight Drive, Central Chesapeake
$280,000
3 Beds ⋅ 2.1 Baths ⋅ 10650752 MLS
Welcome to 1813 Candlelight Drive! This inviting home offers the perfect combination of comfort and and convenience. Step inside to a welcoming layout with plenty of room for everyday living and entertaining. Enjoy a spacious family room that flows into your eat in kitchen. Outside, enjoy your private backyard with room for grilling, pets or just relaxing. Conveniently located near shopping, dining, schools, and the highway. Whether you're a first time buyer, investor, or simply looking for a place to call home, Candlelight Drive is ready for its next chapter. Schedule your showing today!!

1813 Candlelight Drive, Central Chesapeake
517 New Zealand Reach, South Chesapeake
$879,000
4 Beds ⋅ 3 Baths ⋅ 10650413 MLS
Nestled on a quiet cul-de-sac lot on 3 private acres in one of South Chesapeake's most coveted neighborhoods, this 4-bedroom, 3-bath home offers timeless luxury and exceptional craftsmanship. The main level features a 2-story foyer, formal dining room, dedicated office, fully renovated full bath with flex room for a possible 1st-floor bedroom or in-law suite. A beautiful new kitchen with amazing quartzite countertops, Viking appliances , and a handmade Shaws fireclay sink opens to a large sunlit living room & sunroom. Upstairs, the primary suite features a walk-in closet and a stunning Carrara marble bath. Three additional bedrooms, a fully renovated hall bath, and a massive bonus room over the garage offer flexible room for a possible 5th bedroom or media space. Notable upgrades include new carpet up/new wide plank oak floor down, all bath & kitchen fixtures by Lefroy Brooks/Perrin & Rowe, custom blinds, geothermal HVAC 2023. Full update list in photos & uploaded to MLS.

517 New Zealand Reach, South Chesapeake
462 Weeping Cedar Trail, South Chesapeake
$455,000
4 Beds ⋅ 2.1 Baths ⋅ 10650088 MLS
Welcome home to Hillside Landing in South Chesapeake! This inviting two-story home offers a cozy, functional layout with thoughtful updates throughout. Step inside to find new LVP flooring and a bright eat-in kitchen featuring granite countertops, a natural stone stacked marble mosaic backsplash, touchless kitchen faucet, brand-new appliances, and plenty of natural light. The living area offers a warm place to unwind with a gas fireplace and built-in bookshelves adding both character and functionality. Upstairs, you’ll find comfortable carpeted bedrooms, conveniently located laundry, and a spacious primary suite with a private bathroom featuring a step-in shower with attractive tile surround. Additional improvements include updated lighting, HVAC, and a new door. Outside, the large backyard provides plenty of room for entertaining, relaxing, or enjoying the peaceful views of the neighborhood pond. A spacious red storage shed offers additional room for lawn equipment, tools, and more. Complete with a two-car garage and a roof replaced in 2015, this Hillside Landing home combines comfortable living, useful updates, and a beautiful waterfront backdrop in South Chesapeake. Schedule your tour today!

462 Weeping Cedar Trail, South Chesapeake
419 Heartfield Drive, South Chesapeake
$455,000
3 Beds ⋅ 2.1 Baths ⋅ 10648866 MLS
Experience low-maintenance living at its finest in this beautifully appointed home in the heart of Chesapeake. Built in 2019, this 3-bed, 2.5-bath residence offers a modern, open-concept design w/stylish finishes and thoughtful details throughout. The spacious main living area flows seamlessly into a well-designed kitchen. A first-floor primary suite provides comfort and convenience, while additional bedrooms offer flexibility for guests, a home office, or hobbies. Enjoy the ease of a low-maintenance lifestyle with community amenities that elevate everyday living, all in a sought-after location near shopping, dining, and top conveniences. This is the perfect blend of comfort, style, and simplicity, great for those ready to enjoy more and maintain less.

419 Heartfield Drive, South Chesapeake
3834 Whitechapel Arch, West Chesapeake
$305,000
3 Beds ⋅ 2.1 Baths ⋅ 10648858 MLS
Welcome home to this lovely, well-maintained 3 bedroom 2.5 bathroom townhome located in the heart of Western Branch! No HOA! Desirable school district! Freshly painted inside and out! New carpet on stairs! Primary suite features a walk-in closet! Loft area is ideal for a game room, fitness room or office! Screened-in patio is the perfect place for entertaining and relaxing! Centrally located for convenient access to Lilley Farms, North Suffolk, Downtown Norfolk, Historic Olde Towne Portsmouth, restaurants, shopping, entertainment, golf courses, medical facilities, military bases, colleges and more!

3834 Whitechapel Arch, West Chesapeake
1927 Candlelight Drive, Central Chesapeake
$282,000
2 Beds ⋅ 2.1 Baths ⋅ 10647354 MLS
Welcome to this immaculately maintained townhome with no HOA or condo fees! Offering two spacious bedrooms, each with it's own private en-suite full bathroom. Major updates including roof and HVAC system are both about 3 years old. This home features a spacious first floor with a kitchen and eat in area, a living room with a wood burning fireplace, a convenient half bath, and laundry. Sliding glass doors lead to the fully fenced backyard and attached storage shed. Upstairs offers two large bedrooms, each with it's own en-suite full bathroom. Two dedicated parking spaces. Schedule your private tour today!

1927 Candlelight Drive, Central Chesapeake
2625 Leytonstone Drive Unit 372, West Chesapeake
$305,000
2 Beds ⋅ 2.1 Baths ⋅ 10647227 MLS
Welcome home to this beautifully maintained condo offering the perfect blend of comfort, convenience, and low-maintenance living. The open-concept floor plan provides an inviting living space filled with natural light, while the well-appointed kitchen offers ample cabinetry. Enjoy the convenience of community amenities and a prime location close to shopping, dining, entertainment, military bases, and major interstates. Whether you’re a first-time buyer, downsizing, or looking for an investment opportunity, this condo is a must-see!

2625 Leytonstone Drive Unit 372, West Chesapeake
1555 Rollesby Way Unit 5, South Chesapeake
$315,000
3 Beds ⋅ 2.1 Baths ⋅ 10647123 MLS
Welcome home to this charming 3 bedroom, 2.5 bath condo in the heart of Greenbrier, offering the perfect blend of comfort, convenience, and low maintenance living. The thoughtfully designed floor plan features a first floor bedroom and half bath, potentially for guests, a home office, or flexible living. The spacious kitchen is equipped with granite countertops, rich cherry wood cabinetry, abundant counter space, and a breakfast bar that's for everyday living or entertaining. Upstairs, both bedrooms offer private en suites and walk in closets. The primary suite features a relaxing Jacuzzi style soaking tub, a separate shower, and plenty of space to unwind. An upstairs laundry room, complete with the washer and dryer, adds everyday convenience. Step outside to your private patio with an attached storage unit, providing additional space for your outdoor essentials. The condo association covers water, trash, landscaping, access to the community pool, and individual roof maintenance, making homeownership even easier. Conveniently located just minutes from Greenbrier Mall, golf courses, shopping, dining, schools, and major interstates, this move in ready home offers the ideal combination of location, comfort, and carefree living. Schedule your private tour today!

1555 Rollesby Way Unit 5, South Chesapeake
1933 Reefwood Road, South Chesapeake
$610,000
4 Beds ⋅ 3.1 Baths ⋅ 10644569 MLS
100% move-in ready in the Grassfield school district! This open floor plan offers quality finishes throughout. Hardwood flooring runs throughout the main living areas. The first-floor office/study has direct access to the wraparound front porch. The family room opens to the dining area and spacious kitchen featuring granite countertops, white soft-close cabinets, a large island, stainless steel appliances, and a walk-in pantry. Enjoy the private, fully fenced backyard with a custom paver patio. The room over the garage is a private guest suite with a full bath and separate access from the foyer. Upstairs also offers a loft, 2 spacious bedrooms, and the primary suite with a large walk-in closet, soaking tub, oversized tiled shower with custom glass enclosure, and private water closet. No HOA. Convenient to schools, shopping, dining, and major commuter routes.

1933 Reefwood Road, South Chesapeake
143 Harbor Watch Drive, South Chesapeake
$350,000
3 Beds ⋅ 3 Baths ⋅ 10643626 MLS
Experience waterfront living at its finest in this well maintained and beautifully updated condo on the Elizabeth River. Featuring LVP flooring throughout, this residence offers a seamless blend of style and durability. The updated kitchen shines with quartz countertops and stainless steel appliances, flowing effortlessly into the living space anchored by a cozy gas fireplace. The oversized primary suite is a true retreat, complete with a stunning en-suite bath showcasing floor-to-ceiling tile, dual sinks, and a new vanity with updated countertops. Two additional baths have been fully renovated with modern finishes. Go outside to your covered rear deck and take in serene water views, perfect for relaxing or entertaining. Community amenities include a pool, boat slip access, clubhouse, and more, offering a lifestyle of comfort and convenience.

143 Harbor Watch Drive, South Chesapeake
74 Colonial Way, Central Chesapeake
$255,000
3 Beds ⋅ 1.1 Baths ⋅ 10642169 MLS
BEAUTIFUL ALL-BRICK END-UNIT TOWNHOME!Don't miss this exceptional opportunity to own this beautifully maintained all-brick end-unit townhome in a well-established neighborhood that truly reflects pride of ownership.Features include:Beautiful all-brick constructionDesirable end-unit locationNO HOA!Conveniently located near major interstates for an easy commuteMinutes from hospitals, shopping, dining, and everyday conveniencesTENANTS ON MONTH TO MONTH NO CURRENT LEASE/WOULD LIKE TO STAY

74 Colonial Way, Central Chesapeake
1301 Simon Drive, South Chesapeake
$1,000,000
6 Beds ⋅ 4.1 Baths ⋅ 10632029 MLS
Luxury Redefined at 1301 Simon Drive Experience the pinnacle of Chesapeake living in this custom 4,767 sq. ft. brick estate. Nestled on a spacious corner lot in Greenbrier, this 6-bed, 4.5-bath masterpiece blends timeless elegance with modern high-tech luxury. The Interior Experience: Chef’s Dream: Gourmet kitchen with high-end appliances and a sleek wet bar. Grand Design: Cathedral ceilings and a dramatic winding staircase. Your Private Oasis: Step outside to a brand-new, gorgeous pool oasis. Whether you're hosting a summer gala or a quiet evening by the water, this backyard is designed for pure relaxation. The Bells & Whistles: Oversized 3-car garage. Lavish primary suite with a champagne bubble spa-tub. Premium finishes throughout. 1301 Simon Drive | Luxury is in the details.

1301 Simon Drive, South Chesapeake
225 Gertrude Street, South Chesapeake
$715,945
5 Beds ⋅ 3 Baths ⋅ 10630407 MLS
LEHIGH. SOLD. TBB.

225 Gertrude Street, South Chesapeake
716 Crestfield Drive, South Chesapeake
$799,350
4 Beds ⋅ 3.1 Baths ⋅ 10614522 MLS
Somerset Ranch with 4th bedroom/FROG for that extra media room or guest suite. Experience the perfect blend of modern design & customizable luxury. The Owner’s Retreat is a sanctuary at the rear of the home featuring a massive walk-in closet & a spa-inspired bath with a soaking tub & separate shower. The heart of the home boasts a chef-inspired kitchen with a generous island, flowing seamlessly into the main living areas. A front-of-house flex room serves as a formal dining room or a quiet home office. Enhance your hosting with the optional butler’s pantry! Fenced backyard includes large patio for outdoor entertaining. Seller will pay up to $10,000 in closing costs with preferred lender—ask agent for details. Buyer must register agent on or before 1st visit or 1st substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of a completed home, finishes, elevation & upgrades may vary.

716 Crestfield Drive, South Chesapeake
2509 Mayon Drive, Central Chesapeake
$140,000
3 Beds ⋅ 1 Baths ⋅ 10653948 MLS
Ready For A Project? Take over where someone left off! Interior 100% demoed and other work started. Handyman Special.100% AS-IS. ALL CASH ONLY and NO Contingencies. Will be on the market available for viewing for 7 days only. Great for a flip or rental too! Hurry and call your Realtor today to see and bring your contractor!

2509 Mayon Drive, Central Chesapeake
2415 Vincent Street, Central Chesapeake
$405,000
4 Beds ⋅ 2.1 Baths ⋅ 10652452 MLS
Spacious four bedroom home offering a welcoming floor plan and plenty of room for every day living and entertaining. The interior has been freshly painted and features new laminate, LVT, and carpet flooring throughout. The first floor offers a dining room, living room with fireplace, and kitchen, all flowing seamlessly from one space to the next. The kitchen provides ample cabinet and counter space along with new stainless steel appliances. The home boasts 4 well sized bedrooms including the primary with ensuite bathroom and walk-in closet. Outside, enjoy a large fenced backyard with room to relax, play, and entertain. Schedule your private tour today!

2415 Vincent Street, Central Chesapeake
3714 Whitechapel Arch, West Chesapeake
$300,000
2 Beds ⋅ 2.1 Baths ⋅ 10651749 MLS
Welcome to 3714 Whitechapel Arch! This move-in-ready townhouse features a new 2026 HVAC, tankless water heater, fresh paint throughout, cathedral ceilings, large closets, and an open floor plan. Enjoy the flexibility of two primary suites, each with an attached full bathroom: one upstairs and one downstairs. The upstairs also offers a versatile landing area. Additional features include an attached 1-car garage, driveway parking, and a fenced-in backyard. Space, convenience, and low-maintenance living! Conveniently located to shopping, dining, interstates, and entertainment! Come check it out today! Some photos have been virtually staged.

3714 Whitechapel Arch, 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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