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5101 James Street, West Chesapeake
$520,000
4 Beds ⋅ 3 Baths ⋅ 10649093 MLS
Fully Renovated 2750 Sq Ft Home on 3 Lots. Welcome to a truly exceptional home that has been fully renovated & offers space, flexibility, & value that are hard to find! Situated on an impressive 3 lots, this 2750 SQFT home provides an abundance of outdoor space & endless possibilities. Inside, you’ll find two primary bedrooms en suite & a family room on each level, plus two more bedrooms, offering incredible flexibility for multi-generational living, guests, entertaining, or simply spreading out & enjoying your own space. The renovations include a completely renovated kitchen with beautiful quartz countertops, two new HVAC units, all-new windows, brand-new LVP flooring on the first level, new carpet on the second level, fresh interior paint, all-new light fixtures & ceiling fans throughout, new vanities & a new deck for outdoor enjoyment. With major updates already completed, this home is truly move-in ready. Three lots, two primary bedrooms, two family rooms, & extensive renovations—this is a rare opportunity you won’t want to miss! Some photos are AI enhanced.

5101 James Street, West Chesapeake

903 Railroad Avenue, Central Chesapeake
$439,000
5 Beds ⋅ 2.1 Baths ⋅ 10649127 MLS
Seller will pay up to $12,000 for CLOSING COST to be used at buyer's discretion using our preferred lender and our attorney; 16 new homes! Stunning New Construction! Welcome to this beautiful 5-bedroom, 2.5-bath home offering 1,862 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Appliance package includes Stainless Steel refrigerator, dishwasher, gas stove and microwave. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Upgraded cabinets throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience—don't miss your chance to own it in the heart of Chesapeake!

903 Railroad Avenue, Central Chesapeake

2808 Willows Arch, South Chesapeake
$469,900
4 Beds ⋅ 2.1 Baths ⋅ 10648837 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home on a desirable corner lot in a sought-after, sold-out Chesapeake neighborhood. Tucked away on a quiet cul-de-sac, this home offers a spacious contemporary floor plan perfect for everyday living & entertaining. The main level features a formal living room, dining room, den, & open kitchen with stainless steel appliances and a bright sunroom. The spacious primary suite offers beautiful skylights, abundant natural light, & a private en-suite bath with a relaxing soaking tub. Enjoy outdoor living on the large deck overlooking the expansive backyard, perfect for gatherings, grilling, or relaxing. With generous living spaces, a functional layout, & a prime location, this home is a wonderful opportunity to own in an established neighborhood with No POA & minutes from everything!

2808 Willows Arch, South Chesapeake

1320 Bainbridge Boulevard, Central Chesapeake
$499,900
4 Beds ⋅ 3 Baths ⋅ 10647982 MLS
READY NOW, NEW CONSTRUCTION Welcome home to this beautifully designed 4-bedroom, 3-bath residence offering modern style and exceptional comfort. The open-concept floor plan features 9-foot ceilings, a spacious family room with a cozy gas fireplace, and a stunning kitchen with granite countertops, stainless steel appliances, and abundant cabinet space. A first-floor bedroom with a full bath is ideal for guests or multi-generational living. The luxurious primary suite offers an oversized tiled shower, double vanity, and a large walk-in closet. Generous secondary bedrooms, ample storage, pull-down attic access to a full attic, Energy Star double-pane windows, and extensive insulation provide year-round efficiency and comfort. Completing this exceptional home is a detached 2-car garage with electricity and plenty of additional storage.

1320 Bainbridge Boulevard, Central Chesapeake

4141 3rd Street, Central Chesapeake
$319,600
3 Beds ⋅ 2 Baths ⋅ 10649060 MLS
Beautifully renovated 3-bedroom, 2-bath contemporary ranch with 1,200 sq. ft. of comfortable living space. The interior features LVP flooring throughout the main living areas and plush carpet in the bedrooms. Recent updates include a new roof, kitchen, and baths. Newer water heater and and HVAC (5 years). The kitchen combines style and function with quartz countertops, stainless steel appliances, and white shaker soft-close cabinets and drawers. Both full bathrooms feature elegant tile and quartz-top vanities for a clean, modern look. The primary suite, complete with a private en-suite bathroom. A large backyard with room to back your boat or RV into, spacious workshop/shed with power and two utility sheds ( both conveys as-is). With its blend of charm, modern updates, and practical space, this home is a standout opportunity for a growing family. CLOSING COST ASSISTANCE AVAILABLE!

4141 3rd Street, Central Chesapeake

1044 Olmstead Street, South Chesapeake
$544,900
4 Beds ⋅ 3.1 Baths ⋅ 10648745 MLS
Welcome to 1044 Olmstead St in Chesapeake! This almost new home was built in 2022 & still feels like new! Featuring 4 bedrooms, 3.5 bathrooms spread out over 2337sq ft. Entering into the home from your covered front porch you will be greeted by natural sunlight beaming into the foyer. A home office/flex space is on the left & a half bath & laundry room on the right. Proceeding to the rear of the home you will walk into the open floor plan style kitchen w/a large island w/ seating for 4, stainless appliances & granite tops. With no walls separating the kitchen, living room, & formal dining room spending quality time w/ friends & family is easy in this space. Upstairs you will find all 4 bedrooms to be good sized with the primary bedroom being oversized w/a large walk-in closet, an en-suite bathroom w/ soaking tub, a separate shower area, & double sinks. The room over the garage is the 4th bedroom & has its own separate entrance w/a dedicated full bathroom. Call to schedule your showing!

1044 Olmstead Street, South Chesapeake

2021 Guava Lane, West Chesapeake
$449,900
3 Beds ⋅ 3.1 Baths ⋅ 10649023 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level END UNIT Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, crown molding & soft-close drawers. Easily maintained & durable LVP flooring throughout 1st level & baths. Crown molding throughout 1st level. Lighted tray ceiling in primary suite & WIC. Double upgraded quartz vanity & 5' glass-enclosed shower in en-suite. Enjoy exceptional amenities, including a start-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment.

2021 Guava Lane, West Chesapeake

2004 Acentala Quay, West Chesapeake
$575,000
5 Beds ⋅ 3.1 Baths ⋅ 10648854 MLS
Truly spectacular and updates throughout. An inviting foyer opens to soaring cathedral ceilings and a flexible floor plan with room to spread out. The main living area centers on a gas fireplace, while the beautifully updated kitchen showcases updated cabinetry, new quartz countertops, new tile backsplash, high-end black finishes and newer appliances. New stylish LVP flooring and newer carpet flow throughout. The first-floor bedroom with en-suite is enormous, a true suite with private exterior access, a huge closet and a massive sitting room. Above the two-car garage, a spacious room with LVP flooring and cathedral ceilings works beautifully as a fifth bedroom, playroom, home office or additional living space. Improvements include a partially encapsulated crawlspace with a high-quality dehumidifier, a fenced backyard, and a washer and dryer installed in 2023. Outside, the back porch overlooks a large yard with lush green grass, and the two-car garage plus generous driveway provide plenty of parking. Waterstone is known for its tree-lined streets, welcoming atmosphere and community pond, where residents can kayak, canoe, paddle board or fish right in the neighborhood. The established community hosts social events throughout the year. Scenic walking trails and a convenient entrance shortcut connect directly to Western Branch Park and Western Branch Community Center, with playgrounds, basketball, tennis and pickleball courts, a multi-use gymnasium, disc golf, softball and soccer fields and nature trails just minutes away. Convenient to shopping, dining, military bases and major commuter routes.

2004 Acentala Quay, West Chesapeake

5025 Duxbury Road, West Chesapeake
$529,900
4 Beds ⋅ 2.1 Baths ⋅ 10648991 MLS
The beautiful 4 bdrm Buxton model is MOVE-IN READY & features a 1st level primary bedroom! Throughout this charming, tree-lined neighborhood are an assortment of exceptional amenities including a resort-style pool, community trails, pocket parks & plazas w/ outdoor seating, a playground, natural preservation areas & state-of-the-art clubhouse w/ kitchen, conference room, & fitness center. This homes gourmet kitchen features an upgraded appliance package, including gas range, upgraded granite countertop, & glass subway tile backsplash. 9 foot ceilings on both 1st & 2nd levels & durable LVP flooring in select areas of 1st level. The primary bdrm, w/ lighted tray ceiling, has an en-suite that includes double vanity w/ granite tops, a soaking tub, & 5' glass-enclosed shower. Gas heat & tankless hot water heater.

5025 Duxbury Road, West Chesapeake

3820 Mcneal Avenue, Central Chesapeake
$382,000
3 Beds ⋅ 2 Baths ⋅ 10648733 MLS
Discover the perfect blend of comfort, convenience in this charming brick ranch situated on a spacious lot. Updates for peace of mind, this home features a new roof and gutters (2021), an upgraded Bosch HVAC system (2020), and a new water heater (2024). Enjoy added efficiency with a professionally encapsulated crawl space complete with a dehumidifier (2020), while beautiful hardwood floors enhance the bedrooms and hallway. The cozy wood-burning fireplace is equipped with an electric heat insert, providing warmth and ambiance year-round. Relax in the inviting four-season room, where you'll enjoy picturesque views of the expansive backyard and tranquil Indian River setting. Additional features include generator hook up for added security & convenience. Easy access to the interstate, beaches, shopping, dining, and more, this well-maintained home offers the perfect combination of updates w/ timeless charm.

3820 Mcneal Avenue, Central Chesapeake

934 Ferryman Quay, South Chesapeake
$495,900
4 Beds ⋅ 2 Baths ⋅ 10648870 MLS
Tucked away in the established Deep Creek Landing community, this custom built Cape Cod offers wooded water views and the privacy so many buyers are seeking. The original owner took great care in crafting this home, with great attention to detail. A first floor primary bedroom adds convenience, while two generous upstairs bedrooms each feature large walk-in closets plus ample storage in the eaves. A finished room over the garage provides flexible space for a fourth bedroom, home office, or rec room. The attached one car garage adds ease of access. Generator, sprinkler system, and a whole house fan add peace of mind and comfort year round. This home carries all of its original character, making it a wonderful opportunity for a buyer ready to refresh and personalize. Enjoy the wooded backdrop and the quiet of this beloved neighborhood while being minutes from I-64, shopping, schools, and military bases.

934 Ferryman Quay, South Chesapeake

2208 Wilmington Avenue, West Chesapeake
$599,900
5 Beds ⋅ 2.1 Baths ⋅ 10648848 MLS
A versatile floor plan with ample space for entertaining! The Palm offers 5 Bedrooms, 2.5 Baths, a large Family room, open to the kitchen, all BRs on the 2nd floor, large patio space for outdoor living. A desirable Primary Suite bath & walk-in closet. 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, a 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 doorstep in an exciting new homes community! The 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 12-5 pm at 5023 Annapolis Drive.

2208 Wilmington Avenue, West Chesapeake

1 Sandy Point Lane Unit 216, South Chesapeake
$295,000
3 Beds ⋅ 2 Baths ⋅ 10648784 MLS
Welcome to easy, low maintenance living at 1 Sandy Point Lane #216! This beautifully refreshed condo offers an open layout, fresh paint, and a 2025 kitchen remodel that brings a modern feel to the heart of the home. Major systems are already in place with a 2019 HVAC and 2021 water heater, giving you added peace of mind. The main living space has been freshly painted in a neutral color, ready for your personal touch! The HOA takes care of the details that make condo living truly convenient, including building and grounds maintenance, roof, master insurance, water, sewage, biweekly trash pickup, and 2 assigned parking spaces. Residents also enjoy an impressive array of community amenities, including a pool, picnic area, gazebo, and 1,700 square foot clubhouse available for both private gatherings and community events. With thoughtful updates, a desirable open-concept design, and amenities that simplify everyday living, this is a home that lets you spend less time on maintenance and more time enjoying the lifestyle.

1 Sandy Point Lane Unit 216, South Chesapeake

130 Lenas Way, South Chesapeake
$537,900
3 Beds ⋅ 3.1 Baths ⋅ 10648704 MLS
Under Construction -$12,500 closing costs*, Low Loan Rate, NO PMI! Minutes to Greenbrier - Joseph’s Meadow Site: 369 Scotland Lane or TOUR MODEL HOME: 910 Bernard Ln. Open Sat/Sun 12-4 - Award-winning builder - Sophisticated Row homes with upgraded building package - Airy 10’ ceilings with 9’ lower and upper floors - Oversized windows - Extensive hardwood - First-floor bedroom w/ensuite bath - 10x20 Covered porch and front porch - Chef’s kitchen: 10’ island, quartz counters, Custom hood, GE Cafe appliance package - Luxurious primary retreat w/two custom closets - Spa bath oversized tiled shower, dual heads, large niche and Dual vanities - Large laundry room - Secondary petite suite w/huge closet and ensuite bath - Nat. Gas Tankless water heater - Finished insulated 2-car garage - Professional ground maintenance.

130 Lenas Way, South Chesapeake

916 Jennings Ln, South Chesapeake
$545,900
3 Beds ⋅ 3.1 Baths ⋅ 10648701 MLS
NOVEMBER MOVE IN - $12,500 closing costs*, Low Loan Rate, No PMI! End Unit! Mid-Century Coastal Design UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First &Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom and bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

916 Jennings Ln, South Chesapeake

3010 Menands Drive, Central Chesapeake
$285,000
3 Beds ⋅ 1 Baths ⋅ 10648672 MLS
Fully renovated 3-bedroom ranch — move-in ready, zero renovation timeline needed. Every major system and finish has been updated: a brand-new 30-year roof (July 2025), a completely reimagined kitchen with Harbour Town slow-close cabinetry, quartz countertops, and new stainless appliances (refrigerator, electric range, dishwasher), plus an all-new bathroom, fresh paint throughout, and modern lighting in every room. This 950-square-foot Plymouth Park home lives larger than its footprint thanks to a thoughtful, brand-new layout feel — nothing left to update, nothing left to guess about. Step outside to a fenced backyard and a storage shed that conveys as-is, ideal for tools, hobbies, or extra storage. Location seals the deal: minutes to Indian River High School, easy bus access, and just a couple of miles to the Ballentine/Broad Creek light rail station for an easy Norfolk commute. Grocery, shopping, and Poplar Hall Park are all close by. Whether you're a first-time buyer or an investor, this is a rare turnkey opportunity in one of Chesapeake's most accessible neighborhoods — roof, kitchen, bath, paint, and lighting are done. Schedule your showing today!

3010 Menands Drive, Central Chesapeake

908 Jennings Ln, South Chesapeake
$545,900
3 Beds ⋅ 3.1 Baths ⋅ 10648688 MLS
NOVEMBER MOVE IN - $12,500 closing costs*, Low Loan Rate, No PMI! End Unit! Modern Design UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom with ensuite bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

908 Jennings Ln, South Chesapeake

4376 Pickney Lane, Central Chesapeake
$315,000
3 Beds ⋅ 2.1 Baths ⋅ 10648661 MLS
MOVE-IN READY and packed with upgrades! Fresh paint and brand-new flooring throughout make this newer 3-story condo truly shine. this energy-efficient home offers modern style, low-maintenance living, and exceptional versatility. The open floor plan features high ceilings, recessed lighting, and surround sound speakers in the living room. The gourmet kitchen boasts a breakfast bar, tile backsplash, full appliance package, and access to a private balcony through sliding glass doors. The first-floor office/flex space provides the perfect home office, guest area, or optional 4th bedroom. Enjoy community pool access and professional management. Tankless gas water heater and gas heat add efficiency and convenience. Best of all, NO FLOOD INSURANCE REQUIRED!

4376 Pickney Lane, 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.