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$324,999
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

$800,000
5 Beds 3 Baths 10648827 MLS
Beautiful brick home in the desirable Greystone Community! This spacious home features a formal living room, dining room, two-story great room with a double-sided fireplace shared with the sunroom, and a main-level primary suite with a large ensuite bath and walk-in closet. An additional first-floor bedroom is currently used as an office, with three more bedrooms upstairs. The kitchen offers an island gas cooktop, double ovens, a microwave, and pantry. Enjoy the fenced backyard with an updated deck overlooking protected, unbuildable woodlands for added privacy. Recent updates: HVAC and furnace (2021), whole-house generator (2021), windows replaced (2022), exterior trim painted (2025), new gas cooktop to be installed and new roof (2026)

917 Redleafe Circle, South Chesapeake

$549,900
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

$475,000
4 Beds 2.1 Baths 10648957 MLS
Welcome to 3312 Rokeby Avenue, a beautifully maintained 4-bedroom, 2.5-bath home built in 2019. The thoughtfully designed floor plan provides spacious living and dining areas, generously sized bedrooms, and modern finishes throughout. A two-car garage and extended driveway provide space for up to four additional vehicles, a standout feature for households that need extra parking or love to entertain. Enjoy peaceful water views that create a relaxing backdrop to everyday living. Conveniently located in Chesapeake with easy access to shopping, dining, schools, and major roadways. With newer construction, generous parking, and an attractive price point, this home offers a wonderful combination of comfort, convenience, and value. Schedule your private showing today.

3312 Rokeby Avenue, Central Chesapeake

$635,000
5 Beds 3.1 Baths 10648556 MLS
Welcome to 1229 Priscilla Lane - a beautifully appointed 5-bedroom, 3.5-bath home offering exceptional space, comfort, and resort-style outdoor living in Chesapeake's desirable Hickory school district. From the moment you arrive, you'll appreciate the inviting presence and thoughtful design of this spacious residence. Inside, generous living areas provide plenty of room for both everyday living and entertaining, while five well-sized bedrooms offer flexibility for family, guests, a home office, or additional living space. The heart of the home flows effortlessly into the dining and gathering areas, creating a warm and welcoming environment for everything from quiet evenings at home to larger celebrations with family and friends. Step outside and discover your own private oasis. The sparkling swimming pool creates a true backyard retreat, perfect for summer entertaining, relaxing poolside, or making lasting memories with family and friends. The outdoor space provides the ideal extension of the home and a lifestyle that feels like a vacation without leaving your backyard.

1229 Priscilla Lane, South Chesapeake

$799,000
5 Beds 3 Baths 10648928 MLS
This exceptional, meticulously maintained home offers the feel of new construction with over $75,000 in upgrades and thoughtful owner enhancements. The customized gourmet kitchen features double ovens, a built-in microwave drawer, designer finishes, and a dry bar with beverage refrigerator—perfect for everyday living and entertaining. Upgrades continue throughout with custom window treatments, upgraded lighting, smart-home features, a reverse osmosis water system and more. A first-floor bedroom and full bath make it a perfect property for multi-generational living. Enjoy multiple outdoor spaces, including a welcoming front porch, screened-in porch and expansive patio. A wooded backdrop and full fencing create a private backyard retreat. Located on a quiet street yet just minutes from shopping, dining, and everyday conveniences, this beautifully custom home offers comfort, privacy, and elevated country living. Truly move-in ready and designed for both relaxed living and effortless entertaining.

633 Ambrose Street, South Chesapeake

$940,000
4 Beds 2.1 Baths 10649002 MLS
Welcome to 412 Woodards Ford Road, an incredible property tucked away in the peaceful Woodards Mill community. Set back along a long driveway and surrounded by mature trees, this home offers exceptional privacy, beautiful landscaping, and plenty of room to enjoy the outdoors. A charming front porch welcomes you inside, where spacious rooms, abundant windows, and natural light create a warm and inviting atmosphere. The open living area is highlighted by a stunning stone fireplace with a mantel, while multiple first-floor bedrooms offer flexibility for a variety of needs. The unique kitchen is full of character with beautiful wood ceilings, distressed white cabinetry, and plenty of natural light. Multiple access points lead to the back porch, patio, and four-season room featuring brick flooring and walls of windows. Step outside and enjoy a true backyard retreat surrounded by mature trees. The expansive porch offers plenty of space for entertaining, relaxing, and enjoying the peaceful setting, complete with a built-in hot tub. Upstairs, additional rooms provide even more flexible living space. A full detached garage adds incredible functionality with a working bathroom and a huge finished area above, great for storage, a hobby space, workshop, or additional flex space. With privacy, character, generous indoor and outdoor spaces, and a serene wooded setting, this Woodards Mill property is truly one of a kind!

413 Woodards Ford Road, South Chesapeake

$585,000
5 Beds 3.1 Baths 10648854 MLS
Welcome to 2004 Acentala Quay, a spacious 5-bedroom, 3.5-bath home offering 3,076 square feet in Chesapeake’s sought-after Waterstone community. Step inside to an inviting foyer, soaring cathedral ceilings and an open floor plan with flexible living spaces. The main living area features a cozy gas fireplace, while the beautifully updated kitchen showcases freshly painted white cabinetry, dark gray quartz countertops, a tile backsplash, high-end black finishes and newer appliances. Stylish LVP flooring and newer carpet flow throughout the home, and updated windows add to its move-in-ready appeal. The spacious room over the two-car garage features LVP flooring and cathedral ceilings, making it ideal as a fifth bedroom, playroom, home office or additional living area. Additional improvements include a fully encapsulated crawlspace with a high-quality dehumidifier, a fenced backyard and a washer and dryer installed in 2023. Outside, relax on the back porch overlooking the large yard with lush green grass. The two-car garage and generous driveway provide plenty of parking. Located in the desirable Chittum school district of Western Branch, Waterstone is known for its tree-lined streets, welcoming atmosphere and community pond, where residents can kayak, canoe, paddle board or fish right in their own neighborhood. The established community also hosts a variety of fun social events throughout the year. Scenic neighborhood walking trails—and a convenient entrance shortcut—connect residents directly to Western Branch Park and Western Branch Community Center. Enjoy easy access to playgrounds, basketball and tennis courts, pickleball courts, a multi-use gymnasium, disc golf, softball and soccer fields, nature trails and abundant recreational opportunities just minutes from your doorstep. With convenient access to shopping, dining, military bases and major commuter routes, this beautifully updated home offers an exceptional blend of space, comfort, functionality and outdoor enjoyment.

2004 Acentala Quay, West Chesapeake

$530,000
4 Beds 2.1 Baths 10648404 MLS
Welcome home to this beautifully maintained 2018-built residence tucked away in the desirable Homestead subdivision! Offering 4 spacious bedrooms, 2.5 baths, and custom upgraded finishes throughout, this home combines modern style with everyday functionality. The thoughtfully designed floor plan features generously sized bedrooms, an upstairs laundry room for added convenience, and a spacious primary suite complete with a large walk-in closet. Whether you?re entertaining or simply enjoying a quiet evening at home, you?ll love relaxing on the expansive custom patio overlooking the backyard. Conveniently located just minutes from schools, shopping, dining, and major highways, this home offers the perfect blend of comfort, convenience, and quality. Don?t miss your opportunity to make this one yours!

508 Schaefer Avenue, West Chesapeake

$529,900
4 Beds 2.1 Baths 10648991 MLS
The beautiful 4 bdrm Buxton model 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

$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

$395,000
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

$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

$469,000
4 Beds 2.1 Baths 10648877 MLS
Welcome home to this 4-bedroom home in a sought-after neighborhood! This property offers plenty of space and versatility, including a detached suite with an additional bedroom and full bathroom, ideal for guests, a home office, or multigenerational living. Additional highlights include a sunroom, plantation shutters, fully finished FROG, and spacious 2.5-car garage. Recent updates include new gutters, newly insulated attic, and a new garage water heater, along with a newer HVAC system, dishwasher, and main-house water heater. Enjoy neighborhood pool access with no HOA, plus nearby nature trails and boat launch access. Conveniently located near sought-after schools, shopping, dining, and more! Easy to show, Easy to LOVE!

2813 Meadow Wood E Drive, West Chesapeake

$584,900
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

$612,500
4 Beds 2.1 Baths 10648755 MLS
To Be Built - Financing 5.75 rate, NO PMI! Joseph’s Meadow MODEL GPS 369 Scotland Ln. Chesapeake. Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage welcomes you w/ a full front porch, airy 10-foot ceilings and hardwood floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, and stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, and HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail takes you to FOUR bedrooms with hall bath w/dual sinks, private tub/shower and water closet. HUGE laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower, & private water closet. Easy living w/ professionally managed grounds ensures low-maintenance living, making your dream truly peaceful haven.

377 Scotland Lane, South Chesapeake

$649,900
4 Beds 2.1 Baths 10648747 MLS
Welcome home to this beautifully updated 3,392 sq. ft. residence situated on a spacious lot, offering the perfect blend of style, comfort, and functionality. Relax on the extended covered front porch before stepping inside to LVP flooring that flows throughout the main living areas. The versatile front flex room is ideal as a home office, library, or playroom, while the formal DR is great for gatherings. The spacious EIK features a peninsula with ample workspace and opens to the inviting family room with a gas fireplace and built-in shelving. A large bonus room with an electric fireplace and mini-split system offers endless possibilities as a second family room, sunroom, or billiards room. Enjoy outdoor living in the fenced backyard with a patio, hot tub, storage shed, and second-level deck. All 3 bathrooms have been tastefully updated with new vanities, trim details, flooring, toilets, and lighting, including dual vanities in the primary suite. Energy-saving solar panels.

912 Cantor Street, South Chesapeake

$613,900
3 Beds 2.1 Baths 10648705 MLS
To Be Built - Financing 5.75 rate, NO PMI! Nestled in Greenbrier, Joseph’s Meadow the newest community by renowned local builder. The Lily Cottage welcomes you w/ full front porch, airy 10-foot ceilings, & beautiful hardwood floors throughout first floor. Designed for everyday living & entertaining, the open-concept layout seamlessly connects living room, dining area, & stunning chef’s kitchen w/ Cotton White 42" cabinets, 9-foot quartz island, custom hood, and oversized walk-in pantry. Mudroom and powder room conveniently tucked by 2-car garage. Upstairs, a sun-filled loft, bath dual sinks and separate tub/shower room, 3 spacious bedrooms and a large laundry room provide exceptional functionality. Private primary suite offers a custom walk-in closet and tiled spa bath w/ quartz countertops, dual vanities, freestanding tub, tiled shower, and private water closet. Easy living with professionally managed grounds ensures low-maintenance living, making your dream truly a peaceful haven.

381 Scotland Lane, South Chesapeake

$395,000
3 Beds 2 Baths 10648416 MLS
Awesome Updated Brick Ranch In The Western Branch School District!! This Beautiful 3 Bedroom Is Move In Ready! Tons Of Upgrades Include New Roof, New Windows, New HVAC, New Hot Water Tank, New Garage Door And New Gutters…All In 2021!! The Kitchen Boasts Granite Countertops, Stainless Steel Appliances. Both Bathrooms Have Been Recently Remodeled And Are Great!! New LVP Flooring Throughout, New Ceiling Fans And Light Fixtures Throughout The Home. Other Features Include A Formal Living Room With Lovely Gas Fireplace With Decorative Mantle, Dining Room And Spacious Garage! This Home Is Close To Shopping, Schools, Churches And Interstate. Don’t Miss Seeing This Great Home In A Great School District! You’ll L-O-V-E The Very Large Fenced Backyard…Seller Has Removed Many Many Pine Trees To Enhance The Use Of The Yard.

2948 Tyre Neck Road, West Chesapeake

$290,000
3 Beds 1 Baths 10648672 MLS
Welcome to 3010 Menands Drive, a beautifully renovated gem in the heart of Chesapeake. This charming 3-bedroom, 1-bathroom home offers 950 square feet of thoughtfully updated living space—all at a price point that makes homeownership refreshingly attainable. Inside, discover a residence that feels brand new. The kitchen shines with new Harbour Town slow close cabinets and beautiful quartz countertops, fresh appliances, including a refrigerator, electric range, and dishwasher, ready for your culinary adventures. Fresh paint flows throughout, while updated with all new bathroom fixtures and modern lighting add contemporary polish to every room. A new back door leads you outside, where a backyard storage shed conveys as-is—perfect for tools, hobbies, or extra storage. The brand new, 30-year roof was replaced in July 2025, offering years of peace of mind. Location is everything, and this neighborhood delivers. Families will appreciate being just minutes from Indian River High School, while commuters enjoy easy access to nearby bus and train stations, including Ballentine Broad Creek Station. Daily errands are a breeze with grocery options close by, and outdoor enthusiasts can unwind at Poplar Hall Park, only a short drive away. This established community offers the perfect blend of convenience and comfort, placing you within reach of shopping, dining, and everything the greater Norfolk-Chesapeake area has to offer. Whether you're a first-time buyer, a growing family, or a savvy investor, this move-in-ready home represents exceptional value. Renovated throughout and priced to sell, 3010 Menands Drive won't last long. Don't miss your chance to own a turnkey home in one of Chesapeake's most accessible, quiet and welcoming neighborhoods. Schedule your showing today!

3010 Menands Drive, 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.