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$345,000
3 Beds 2.1 Baths 10651317 MLS
Welcome to 1561 Rollesby Way! This well-appointed 3-bedroom, 2.5-bathroom home offers a spacious and functional layout in the desirable Greenbrier area of Chesapeake. The first-floor primary suite features a large walk-in closet & private bathroom for added convenience. The kitchen offers stainless steel appliances, ample cabinetry, & a convenient bar overlooking the dining area. The living room provides a comfortable gathering space with a sliding glass door leading to the fenced-in backyard & patio, great for relaxing or entertaining. A first-floor half bath is conveniently located for guests. Upstairs, you’ll find two additional bedrooms, both featuring walk-in closets, along with a full bathroom & a versatile bonus room that would make an ideal home office, reading room, or flex space. Condo dues include access to the community pool, ground maintenance, trash pickup, & water service. Conveniently located in Greenbrier with easy access to shopping, dining, & entertainment.

1561 Rollesby Way, South Chesapeake

$440,000
4 Beds 3 Baths 10651253 MLS
Welcome home to this beautiful property ideally situated on corner lot. 4 spacious bdrms. One downstairs bedroom w/ large walk-in closet and full bath access perfect for in-law or guest suite. Primary suite offers walk-in closet, jetted tub and double vanity. Upstairs laundry with cabinetry and laundry workspace. Kitchen with breakfast bar, pantry, double oven, and newer refrigerator, microwave and dishwasher. Go outside onto the Lanai w/ceiling and beautiful maturing landscaping. Low maintenance exterior with all wrapped exterior and gutter guards. The standout feature is the detached garage w/ recently installed attached 16x20 carport and expanded driveway-A true hobbyist or RV owners dream. Garage is wired with its own 100amp panel accommodating both 30 and 50 amp connections. Garage is heated and cooled by an installed window unit and pull down access to extra attic storage. A true must see.

1332 Hazel Avenue, Central Chesapeake

$309,900
3 Beds 2.1 Baths 10651219 MLS
Looking for low-maintenance living without giving up space? This 3-bedroom, 2.5-bath condo in the heart of Greenbrier has plenty to offer! The bright living area features great natural light, while the spacious kitchen provides plenty of cabinet and counter space, a walk-in pantry, and an easy flow into the dining area. A first-floor bedroom gives you options for guests, an office, or additional living space. Go outside to your private fenced patio for morning coffee, grilling, or relaxing. Upstairs are two spacious bedrooms, each with a private bath and walk-in closet. The primary bath includes a soaking tub and separate shower. Even laundry gets an upgrade with a second-floor laundry room and utility sink! Community amenities include a pool, yard maintenance, trash pickup, sewer, and water. Within close proximity to Greenbrier shopping, dining, and interstates.

1519 Rollesby Way, South Chesapeake

$450,000
4 Beds 2.1 Baths 10650893 MLS
Welcome to 3632 Davis Avenue, where comfortable living meets a backyard made for enjoying! This four bedroom, two and a half bath home has so much to offer. Come inside to a welcoming living room with a fireplace that adds warmth and character to the space. LVP flooring provides a fresh, updated feel, while the kitchen features an island and eat in area, great for everything from morning coffee to gathering around for a meal. The spacious primary suite offers a large walk in closet and private bath. All bathrooms have been updated, adding a fresh, modern touch throughout the home. Go outside and discover a backyard made for making the most of sunny days! Take a dip in the in ground pool, enjoy the diving board, or spend the afternoon relaxing on the large deck. A storage shed provides extra space for outdoor essentials, and the one car garage adds convenience. Whether you're enjoying a cozy evening by the fireplace or a sunny afternoon by the pool, 3632 Davis Avenue offers inviting spaces inside and out. Come see everything this home has to offer!

3632 Davis Ave, Central Chesapeake

$633,105
4 Beds 2.1 Baths 10650669 MLS
Q1 2027 Delivery. Elegant two-story home with approx. 2,652 square feet of meticulously designed living space. The main level boasts an open-concept layout with soaring 9-foot ceilings throughout. The heart of the home is the large kitchen, equipped w/tons of storage & countertops for meal prep & entertaining. A flex space on the first floor provides versatility for a home office, playroom, or den, catering to your household's needs. Upstairs, 4 spacious bedrooms ensure comfort for everyone & the large, upstairs laundry room simplifies household chores. Fenced back yard with large patio, backing mature tree line. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before 1st visit or 1st communication with listing agent & Agent must accompany Buyer on 1st visit, see agent for details. Photos & video are of other Everett's completed, not actual home, finishes vary.

2048 Charwood Drive, South Chesapeake

$275,000
3 Beds 2 Baths 10650616 MLS
Welcome home to this beautifully updated 3-bedroom, 2-bath home, completely renovated in 2022! Thoughtfully refreshed from top to bottom, this move-in-ready gem offers a stylish, modern feel with updates designed for comfortable everyday living. The beautifully updated kitchen features crisp cabinetry, sleek countertops, stainless steel appliances, and plenty of space for cooking and gathering. All three bedrooms are bright and inviting, while both updated bathrooms offer fresh, modern finishes. With the major renovations already completed, you can simply move in and enjoy! Conveniently located near shopping, dining, schools, and major interstates, this home offers the perfect combination of comfort, style, and convenience. Whether you're entertaining, relaxing, or making new memories, this one is ready to welcome you home.

1940 Woodgate Arch Unit A, South Chesapeake

$688,900
5 Beds 3 Baths 10650242 MLS
Proudly offered by its original owner, this beautifully maintained 5-bedroom, 3 bathroom home is a rare opportunity in one of the area's most desired neighborhoods. The thoughtfully designed floor plan features a spacious downstairs bedroom and full bath, ideal for guest or multi-generational living along with a Great room, well-appointed kitchen, dining room, and flex room. Upstairs you will find 4 additional generous sized bedrooms, including the primary suite with a beautifully updated bathroom and large closet. Enjoy gathering with family and friends in the inviting family room complete with a built-in bar. Start your mornings on the welcoming front porch and unwind in the evenings on the spacious back patio, perfect for outdoor dining, entertaining, or simply relaxing. Find out why Warrington Hall is one of the most desired communities with all of its amenities including: pool, playgrounds, ball fields, and tennis courts.

816 Poquoson Crossing, South Chesapeake

$399,500
4 Beds 3.1 Baths 10649784 MLS
Welcome to this spacious 4-bedroom, 3.5-bath home in Chesapeake! The updated kitchen features shaker-style cabinetry, stainless steel appliances, granite countertops, and a center island with bar seating. The kitchen opens into the dining and living areas, creating a comfortable space for everyday living and entertaining. The foyer offers convenient storage and drop zone. The downstairs features two bedrooms, including one with an ensuite bathroom, plus a half bath and laundry room. Upstairs are two additional bedrooms, including another ensuite, along with a full hall bathroom. Outside, enjoy a large fully fenced backyard with privacy fencing, multiple decks, an above-ground pool, and a storage shed. Great location with convenient access to shopping, dining, schools, and major roadways.

1129 Hazel Avenue, Central Chesapeake

$629,900
4 Beds 2.1 Baths 10650131 MLS
Welcome to 1004 Fairway Drive, where thoughtful updates, great outdoor space, and a golf course backdrop come together! Inside, you’ll find engineered hardwood flooring and a beautifully renovated kitchen completed in 2024, including updated appliances, plenty of storage, and not one—but two pantries. The primary bath features a tiled shower for an updated, polished feel.Step outside to an iron-fenced backyard that backs directly to the golf course, giving you a beautiful view and an open feel beyond the yard. An irrigation system powered by its own well makes keeping the landscaping looking its best a breeze, while the storage shed adds even more functionality.And don’t overlook the garage! At approximately 460 square feet, this heated and cooled space offers so much more than parking—whether you need a workshop, home gym, hobby space, or simply want comfortable year-round storage. With major updates already completed and a location that’s hard to beat welcome to your new home!

1004 Fairway Drive, South Chesapeake

$385,000
3 Beds 2.1 Baths 10650106 MLS
Welcome to this well-maintained 3-bedroom, 2.5-bath home in the desirable Warrington Hall community of Chesapeake. Offering approximately 1,776 square feet across two levels, this home features a comfortable and functional floor plan. The first floor offers spacious living and dining areas, a kitchen, and convenient half bath. Upstairs you'll find three bedrooms and two full baths, with brand-new carpet throughout the entire upper level. Additional features include an attached finished garage, forced-air heating and cooling, brick exterior, asphalt hip roof, open porch, and unfinished attic for added storage. Enjoy the convenience and low-maintenance lifestyle of attached-home living in a well-established Chesapeake community. Move-in ready and waiting for its next owner!

816 Haversham Close Unit 19, South Chesapeake

$429,999
3 Beds 2.1 Baths 10649872 MLS
Low-maintenance living awaits in this rare detached 3 BR, 2.5 BA Greenbrier condo. Enjoy a 2-car garage, fully fenced backyard, & primary en-suite and laundry on the first-floor. The open kitchen to main living area with gas fireplace. Additional flex room great for a home office, or media room. Recent 2025 updates include a new HVAC, granite counters with subway tile backsplash, LED recessed lighting, and more; washer/dryer replaced in 2021. Association handles exterior care; roof, siding, power washing, termite prevention, and front yard maintenance. Conveniently near Town Center, grocery stores, dining, parks, farmer markets & easy interstate access. This home blends convenience, comfort, and low-maintenance living beautifully.

808 Monroe Court, South Chesapeake

$397,000
3 Beds 2 Baths 10649551 MLS
Location, location, location! Just off Volvo Parkway, this meticulously maintained ranch offers exceptional convenience to interstates, Chesapeake, Virginia Beach, shopping, dining, and more. Featuring 3 bedrooms and 2 baths, this move-in-ready home boasts a newly renovated primary bath with custom tile shower, granite kitchen with stainless steel appliances, and a cozy great room with vaulted ceiling and wood-burning fireplace. Updates galore include roof and attic spray insulation (2026), garage door and opener (2025), washer (2024), dryer (2025), and fireplace inspection (2025). Enjoy outdoor living with a pool featuring a 2026 pump, liner, and cover, plus Trex decking, pavers, hardscaping, and artificial turf. Fresh paint and an expanded driveway complete this beautifully updated, centrally located home!

1456 Debbs Lane, South Chesapeake

$2,495,000
6 Beds 7.1 Baths 10649916 MLS
Waterfront Estate situated on 2+ acres, designed for luxurious waterfront living, direct access to the Chesapeake Bay, and multigenerational flexibility. This stunning gated estate offers expansive gathering spaces with waterfront views, and elevator that services the garage to the 2nd floor for effortless access. The 1st-floor Primary Suite is a private retreat featuring a spa-inspired bath, dual walk-in closets, sitting area, and connecting outdoor covered patio. Additional bedrooms all en suites with walk-in closets. Detached 6-car garage with apartment for extended family, guests, or independent living. Outdoor amenities include a saltwater pool, fire pit, expansive terraces & gathering spaces to watch the boat go by, a true boater's paradise with premier boating facilities 2-30K lifts + 1- 20 K lift & jet ski lift, multiple floating docks, and 5 FT at low tide. The amenities for this home are extensive; include a media room, climate-controlled detached 6+ car garage, central vac and more; inquire for a full list. Call today to schedule your private tour.

4112 Mingo Trail, Central Chesapeake

$765,000
4 Beds 4 Baths 10649884 MLS
Stunning all-brick former Homearama showcase home offering spacious living and endless potential! Designed with an open floor plan and soaring ceilings, the home features a chef's kitchen with two oversized granite islands, abundant workspace, and a wine cooler station. Enjoy a media room with wet bar, sunroom, glass-enclosed side porch, and first-floor study with custom built-ins. The spacious primary suite features a wraparound walk-in closet and all-marble bath. Additional highlights include marble foyer flooring, two ensuite bedrooms, newer HVAC systems, and generous living spaces. Enjoy community amenities including a pool, tennis courts, and children's playground, plus convenient access to shopping, dining, and interstates. Bring your vision and finishing touches to make this distinctive home your own! Seller is offering a closing cost credit with an acceptable offer!

700 Old Fields Arch, South Chesapeake

$489,900
5 Beds 3 Baths 10649524 MLS
BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 4215 Surf Avenue, where the benefits of new construction meet the charm of an established neighborhood. Offering approximately 2,550 square feet, 5 bedrooms and 3 full baths, this thoughtfully designed home provides space, flexibility, and an open floor plan that works for a variety of lifestyles. One of the standout features is the oversized first-floor bedroom with direct access to a full bath that also opens to the hallway—creating an excellent setup for guests, multigenerational living, an in-law suite, or anyone looking for convenient first-floor accommodations. Upstairs, you'll find the home's primary suite, along with additional generously sized bedrooms and plenty of room for everyone to spread out. Come make 4215 Surf Avenue home!

4215 Surf Avenue, Central Chesapeake

$625,000
4 Beds 2.1 Baths 10649294 MLS
Tucked away on a cul-de-sac in desirable Elbow Estates, this beautifully maintained home offers the perfect combination of modern style, exceptional space and a floor plan made for everyday living and entertaining. Built in 2017, the home features a bright, open-concept main living area with fresh neutral paint, sleek contemporary fixtures and an effortless flow between the kitchen, dining and living spaces. Upstairs, generously sized bedrooms offer plenty of room, but the true showstopper is the oversized primary suite. A striking tray ceiling adds architectural interest, while two closets provide exceptional storage. The expansive primary bath feels like a private retreat with a large tiled jetted tub and separate tiled shower. Outside, the spacious backyard offers plenty of room for entertaining, play or relaxing, all surrounded by a high-quality vinyl privacy fence added in 2022. A two-car garage provides additional parking and storage. With modern finishes, oversized rooms and a fantastic cul-de-sac setting, this Elbow Estates home is one you don’t want to miss.

609 Howelsen Court, South Chesapeake

$419,000
4 Beds 2 Baths 10648578 MLS
Charming Cape Cod situated on a desirable corner lot in Norfolk Highlands! This 4-bedroom, 2 full bath home offers a fresh, move-in-ready feel with newly painted interiors and new carpet throughout. The renovated kitchen provides an updated and inviting space for everyday living and entertaining. The spacious bedroom count offers flexibility for guests, a home office, or additional living needs. Outside, enjoy the low maintenance, (fiberglass, no liner) salt water in-ground pool and backyard, great to relax and entertain during the warmer months. A nice storage shed provides convenient space for tools, lawn equipment, pool supplies, and more. It is located 20 minutes from the naval base & less than 10 minutes from the shipyard. With its combination of updates, comfortable living space, corner-lot location, and great outdoor amenities, this home is ready for its next owner!

1601 Lilac Avenue, Central Chesapeake

$394,000
4 Beds 3 Baths 10649375 MLS
Welcome to this fantastic opportunity in the desirable Norfolk Highlands neighborhood! This versatile property features a spacious 3-bedroom, 2-bath main home plus a detached studio-style in-law suite complete with its own kitchen, full bath, and a new mini split system (2024)for heating and cooling great for multigenerational living, guests, or a private office. Enjoy a fully fenced backyard great for entertaining, pets, or relaxing outdoors. Two powered storage sheds provide ample space for storage, hobbies, or a workshop. Updates include a new HVAC system (2016) and new roofs on both the main home and detached suite (2016), offering added peace of mind. Conveniently located near shopping, dining, schools, and major commuter routes, this unique property offers flexibility, comfort, and value. Schedule your private showing today!

1415 Willow Avenue, Central Chesapeake

$675,000
5 Beds 2.1 Baths 10649105 MLS
Welcome home to this spacious property designed for comfortable living and effortless entertaining! Brand-new LVP flooring flows throughout the entire first floor, where an expansive living area offers plenty of room to gather. The well-appointed kitchen connects to a bright, versatile space that can serve as a sunroom, breakfast nook, or dining area. There is also a downstairs office off to the back the home. Step outside to your own backyard retreat featuring a paved patio, an in-ground fiberglass pool, and a charming gazebo area great for outdoor entertaining. The furnished pool house provides the perfect spot to relax and unwind after a summer day by the pool. Upstairs, the massive primary suite features a generous walk-in closet and a private bath with a walk-in shower, double vanity, and separate water closet. Additional bedrooms offer ample closet space, and the conveniently located upstairs laundry makes everyday routines easier. The home also delivers wonderful curb appeal, a large driveway with space for up to four vehicles, and an oversized two-car garage offering abundant storage. With flexible living spaces, impressive storage, and a backyard made for entertaining, this home has so much to offer!

1617 Banff Court, South Chesapeake

$449,000
5 Beds 2.1 Baths 10649127 MLS
Full appliance package (including washer/dryer & refrigerator) on all existing inventory! Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney; 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. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. 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

$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

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.