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$450,000
4 Beds ⋅ 2.1 Baths ⋅ 10653149 MLS
Welcome home to Greenbrier! This beautifully maintained, move in ready home is tucked away on a desirable cul-de-sac in the heart of Chesapeake. Featuring numerous recent updates, you can move in with confidence and enjoy! The kitchen was updated in 2023 with new cabinets, countertops, and appliances. All bathrooms were refreshed in 2024 with new vanities, sinks, tubs, toilets, flooring, and paint. Major updates include a roof (2017), fence (2021), HVAC furnace (2025), condenser(2026), and water heater (2026). The first floor offers a spacious foyer, open living and dining areas, plus flexible bonus space great for a home office or playroom. Upstairs features a large primary suite with private bath and walk-in closet, three additional bedrooms, and a spacious shared bath. Conveniently located near Greenbrier shopping, dining, interstates, and local attractions. Don't miss your opportunity to make this home yours!

1914 Keeter Run, South Chesapeake
$360,000
3 Beds ⋅ 2.1 Baths ⋅ 10652752 MLS
This home has been well cared for. It's light and bright with a large back patio. Large family room with a gas fireplace has a semi-open concept with dining & kitchen connected and a 1/2 bath. 3 bedrooms upstairs with 2 baths and laundry are located upstairs. Garage. Large patio. Condo amenities include the pool, clubhouse, water, trash pick-up, roof, and front yard ground maintenance. The roof and HVAC are 2 years new. Pull down attic stairs located in the single car garage. No through way traffic. All appliances convey. 2 parking spaces in driveway.

1486 Otterbourne Circle, South Chesapeake
$499,900
5 Beds ⋅ 3 Baths ⋅ 10653261 MLS
BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 3705 Davis Avenue, where modern design and the ease of new construction come together in an established community. Offering approximately 2,550 square feet, this spacious home features 5 bedrooms, 3 full baths, and a thoughtfully designed open floor plan with flexibility for today's lifestyle. A standout feature is the oversized first-floor bedroom with direct access to a full bath, also conveniently accessible from the hallway. This versatile space is ideal for multigenerational living, an in-law suite, overnight guests, a private home office, or anyone seeking comfortable first-floor accommodations. Davis offers the opportunity to enjoy a fresh, modern home without giving up the character and convenience of an established neighborhood.

3705 Davis Avenue, Central Chesapeake
$264,700
2 Beds ⋅ 1.1 Baths ⋅ 10653128 MLS
Location! Location! Ready to move in for someone who will really take care of the property. Brick front, end unit townhome, located in the heart of Greenbrier just minutes to shops, restaurants, mall (incl proposed Costco), banks, groceries, City Park, Sams club, I-64, Outlet mall, Naval bases, etc. Whether you are a 1st time buyer or downsizing, you will be spoiled with the conveniences around you. Good size bedrooms. New Roof, 2yrs old Washer & Dryer, Wood & Ceramic flooring, Double SS kitchen sink. Fenced in backyard with a storage shed. Great starter home!

923 Ketch Court, South Chesapeake
$265,000
3 Beds ⋅ 1.1 Baths ⋅ 10653172 MLS
Make this your first stop! This well-maintained 3-bedroom, 1.5-bath ranch in Norfolk Highlands offers the convenience of single-level living and the peace of mind that comes with major recent updates. The kitchen was remodeled in 2024, both bathrooms were remodeled in 2025, the HVAC system was replaced in 2024, and the gutters were upgraded in 2025. Pride of ownership is evident throughout, making this home truly move-in ready. The attached garage provides additional storage and convenience, while clear termite and moisture reports are already available for buyers. Conveniently located near shopping, dining, major interstates, and military installations, this home combines comfort, updates, and an unbeatable central location!

638 Milby Drive, Central Chesapeake
$290,000
3 Beds ⋅ 2.1 Baths ⋅ 10653125 MLS
Short sale — offer accepted and currently pending lender approval.

526 Windward Drive Drive, South Chesapeake
$269,900
3 Beds ⋅ 1.1 Baths ⋅ 10653121 MLS
Welcome home to this 3-bedroom, 1.5-bath home featuring a spacious living room with a fireplace, stainless steel appliances, and a kitchen with abundant cabinet storage. Three bedrooms and a full bath are located upstairs, with a convenient half bath on the main level. Enjoy the fully fenced backyard w/ storage, and the added value of a new HVAC system to be installed prior to closing. Conveniently located with easy access to shopping, dining, and everyday amenities.

1007 River Birch Court, South Chesapeake
$374,900
3 Beds ⋅ 2.1 Baths ⋅ 10653094 MLS
Welcome home to this beautifully maintained townhome in the heart of Greenbrier! Built in 2020, this newer home offers modern comfort in a convenient Chesapeake location. Enjoy quick access to the interstate, with shopping, dining, entertainment, and everyday essentials all less than 10 minutes away. Outdoor enthusiasts will appreciate being just a five-minute walk from Indian River Park, where miles of scenic trails provide the perfect setting for walking, biking, and exploring nature. With its newer construction, desirable location, and easy access to everything Greenbrier has to offer, this townhome is ready to welcome its next owner!

2429 Fieldsway Drive, Central Chesapeake
$327,000
4 Beds ⋅ 1 Baths ⋅ 10653029 MLS
Corner-lot 3–4 bedroom home on 0.25 acres featuring a horseshoe driveway plus a paved drive leading to an oversized detached garage. Flexible bonus room; office, playroom, or guest space. Recent updates include newer windows, 2025 roof, 2024 flooring, and 2025 HVAC service. Open floor plan connecting the kitchen, dining area, breakfast bar, and living room. Large dedicated laundry room conveniently located off the kitchen. Outdoor living includes a welcoming front porch, private back patio, and additional side patio off the detached garage. The 696 sq. ft. detached garage offers exceptional parking, workshop potential, and storage. Move-in ready—schedule your showing today. (Some photos virtually staged.)

1505 Sparrow Road, Central Chesapeake
$629,000
4 Beds ⋅ 3 Baths ⋅ 10652961 MLS
$10K DECORATING ALLOWANC ON FPO. WATERFRONT LIVING IN SOUGHT-AFTER HUNNINGDON LAKES! THIS BEAUTIFULLY MAINTAINED RANCH OFFERS 4 BEDROOMS, 3 FULL BATHS, FORMAL LIVING AND DINING ROOMS, A SPACIOUS FAMILY ROOM, 2 FIREPLACES, CATHEDRAL CEILINGS, AND 3 SKYLIGHTS THAT FILL THE HOME WITH NATURAL LIGHT. THE UPDATED INTERIOR FEATURES NEW FLOORING, REPLACEMENT WINDOWS, CUSTOM MOSAIC-STYLE KITCHEN CABINET DOORS, AND AN ENCAPSULATED CRAWL SPACE. THE FIRST FLOOR PRIMARY SUITE PROVIDE COMFORT AND CONVENIENCE. ENJOY YEAR-ROUND COMFORT, WITH 4 SEPARATE HVAC ZONES. STEP OUTSIDE TO YOUR PRIVATE LAKESIDE RETREAT WITH A LARGE DECK, PATIO, TRANQUIL 2-TIER WATERFALL KOI POND WITH KOI FISH, AND PEACEFUL WATER VIEWS. YOU CAN EVEN FISH FROM YOUR OWN YARD! A BRAND-NEW EMBANKMENT OFFERS LASTING SHORELINE PROTECTION. ADDITIONAL FEATURES INCLUDE 2 STORAGE SHEDS AND A TRANSFERABLE TERMINIX WARRANTY. PERFECT HOME TO LIVE, ENTERTAIN, UNWIND, AND ENJOY THE WATERFRONT LIFESTYLE RIGHT FROM YOUR BACKYARD!

1104 Copper Stone Circle Circle, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10652794 MLS
Welcome to Coleman Farms! This bright and inviting 3-bedroom, 2.5 bath home features a very open living concept with seamless flow between kitchen, living and dining areas. The kitchen offers granite countertops, large pantry, stainless steel appliances and a new dishwasher. Upstairs you'll find 3 spacious bedrooms, including a comfortable primary suite with private bath, plus a convenient laundry room with new washer and dryer. Additional features include custom blinds throughout the home. Enjoy a private patio that backs up to the woods, offering a quiet, peaceful setting. The 2 car garage provides additional storage and parking. The driveway accommodates 2 additional vehicles, plus ample visitor parking. Coleman Farms is a private, tucked-away community that features a clubhouse, fitness center, and pool. Conveniently located near shopping, entertainment and major highways. Super clean and move in ready!

2556 Fieldsway Drive, Central Chesapeake
$220,000
2 Beds ⋅ 2 Baths ⋅ 10652873 MLS
This 2-bedroom, 2-bath condominium is located in Chesapeake’s desirable Greenbrier area. The home features new interior paint, new windows, new doors, and new carpet throughout, creating a clean and comfortable setting for everyday living, entertaining, or working from home.Enjoy living near the golf course while remaining close to Greenbrier Mall, Summit Pointe, Chesapeake Regional Medical Center, Norfolk International Airport, and the Port of Virginia terminals. The location also offers convenient access to Norfolk Naval Shipyard, Naval Station Norfolk, Naval Air Station Oceana, Joint Expeditionary Base Little Creek–Fort Story, Naval Support Activity Hampton Roads, U.S. Coast Guard Base Portsmouth, and Naval Medical Center Portsmouth.With shopping, dining, entertainment, and major highways nearby, many of Hampton Roads’ popular destinations are within easy reach. Schedule your showing today!

1013 Saint Andrews Way Unit C, South Chesapeake
$304,000
2 Beds ⋅ 2.1 Baths ⋅ 10652872 MLS
Welcome to this charming 2-bedroom, 2.5-bath condo offering comfortable living with a peaceful pond-front setting! The first-floor primary bedroom features a spacious walk-in closet. Inside, you’ll find updated windows, beautiful Norman plantation shutters throughout, and easy-care LVP and ceramic tile flooring. Step outside and relax by the pond while enjoying views of the fountain and local wildlife. Additional features include two reserved parking spaces conveniently located directly in front of the condo. The roof, water heater, and refrigerator are approximately 5–6 years old. Washer and dryer convey as-is. A wonderful combination of comfort, convenience, and serene waterfront views!

504 Tunnel Ct Court, South Chesapeake
$350,000
3 Beds ⋅ 1.1 Baths ⋅ 10652815 MLS
Bring your vision and make this one yours! Located in Chesapeake’s convenient Greenbrier area, this 3-bedroom, 1.5-bath home offers the perfect blank slate for a first-time buyer, downsizer, or anyone ready to create a space that reflects their own style. With an additional flexible bonus room, 2-car garage, and nearly half-acre lot, there’s plenty of room to personalize and add value along the way. Enjoy the freedom to update at your own pace and turn this home into exactly what you want it to be. Conveniently located near shopping, dining, major interstates, military bases, and everyday essentials. 1020 Vanderploeg Dr. is full of potential and ready for its next chapter! OPEN HOUSE FRI. 5-7pm & Sat. 10am - 12pm.

1020 Vanderploeg Drive, South Chesapeake
$719,810
4 Beds ⋅ 3.1 Baths ⋅ 10652698 MLS
Beautiful lot backing to mature tree line. Experience the perfect blend of comfort and functionality in this versatile ranch home. The heart of the residence features an expansive open-concept living area, overlooking the kitchen with oversized island. Retreat to the spacious owner’s suite, a private sanctuary complete with a generous walk-in closet & a spa-like ensuite featuring a soaking tub & separate walk-in shower. Two additional bedrooms offer flexibility for guests or a home office. A large finished room over garage adds a 4th bedroom & full bath, included in list price, plus attic storage. 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 first visit or first communication w/ listing agent & Agent must accompany Buyer on 1st visit, see Listing agent for details. Photos & Video are of previously built homes, finishes vary.

2052 Charwood Drive, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10652632 MLS
Welcome to 712 Appalachian Court in Centerville Commons! Move right into this detached single-family home featuring a second-floor loft converted into a true, spacious 4th bedroom! Built in 2014, this 2,389 sq ft home perfectly pairs classic charm with an inviting, modern layout optimized for comfortable living and entertaining. Main Level Highlights: Step into a bright, open-concept floor plan with natural light, custom blinds, and wood/laminate flooring. The expansive living room offers a cozy electric fireplace, flowing into an updated kitchen with stainless steel appliances, modern tile backsplash, crisp cabinetry, large pantry, and sunlit breakfast area. Upper Level Retreats: Features 4 bedrooms, highlighted by the newly converted 4th bedroom and a primary suite with an en suite bath and large walk-in closet. Outdoor Living & Efficiency: Relax on the rear deck overlooking a fenced backyard with peaceful local farm views. Large modern playset is negotiable. Capital updates include a 2025 HVAC system, tankless water heater, smart home features, and energy-efficient window tinting. Attached 2-car garage is ideal for parking, storage, or a home gym. Centrally located near bases and interstates. Bonus: Seller's preferred lender is offering closing cost assistance if utilized—ask LA for details!

712 Appalachian Court Court, South Chesapeake
$285,000
3 Beds ⋅ 2.1 Baths ⋅ 10652531 MLS
Welcome to this 3 Bed, 2.5 Bath townhome in Chesapeake featuring several recent improvements throughout. The interior has been refreshed with fresh paint, new LVP flooring, and new carpet. The kitchen features new cabinets, providing a fresh look and added functionality. Additional features include a new roof, a fireplace in the living area, and a fully fenced backyard offering additional outdoor space. W Some photos have been AI generated to help show case the homes true potential.

2001 Candlelight Drive, Central Chesapeake
$399,900
3 Beds ⋅ 2.1 Baths ⋅ 10652491 MLS
Welcome home to this beautifully appointed, thoughtfully designed townhome for effortless everyday living. The open floorplan invites connection - for entertaining friends and family or cozy nights in - while the large primary suite offers a retreat complete with a spacious walk-in closet and a luxurious soaking tub to relax and unwind. Say goodbye to weekend chores with low-maintenance living and enjoy the convenience of second-floor laundry right where you need it. A garage with automatic opener plus parking for up to three cars means you'll never circle the block again. Effortless style, smart design, and room to breathe - this townhouse has it all. Schedule your showing today!

1152 Chatham Lane Unit 14, South 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
$430,000
4 Beds ⋅ 2.1 Baths ⋅ 10652431 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath, 2,000 sq. ft. home in a desirable and centrally located area of Chesapeake. Built in 2018, this home offers a wonderful combination of modern updates, spacious living areas, and an inviting outdoor space. The impressive kitchen features tons of counter space, upgraded quartz countertops, a stylish tile backsplash, stainless steel appliances, all while opening seamlessly to the family room. The open-concept design makes this the space great for everyday living, entertaining, and gatherings. The spacious primary suite is a true retreat, featuring a custom ceiling, large walk-in closet, and ensuite bath with dual sinks, a separate shower, and soaking tub. The additional bedrooms are nicely sized and great closet space. You'll appreciate the many upgrades throughout, including custom modern light fixtures, a contemporary paint scheme, and upgraded finishes that give the home a fresh, stylish feel while maintaining its warmth and functionality. The backyard is ready for entertaining and enjoyment, featuring an extended patio, beautiful hardscape and softscape, and landscaped flower beds. There's plenty of room for kids and pets to play, as well as space to host gatherings, grill, relax, or simply enjoy the outdoors. Conveniently located in Chesapeake, this home offers easy access to shopping, dining, entertainment, schools, major roadways, and everyday conveniences.

2115 English Avenue, Central Chesapeake
$374,900
4 Beds ⋅ 2 Baths ⋅ 10652288 MLS
This beautiful ranch-style home offers an inviting open floor plan, renovated kitchen and bathrooms, and numerous recent updates like roof and HVAC system. Step outside and enjoy the brand-new deck with pergola, overlooking the spacious fenced backyard and above-ground pool—perfect for relaxing or entertaining. The spacious primary suite features a WIC and updated private bathroom. A finished room above the garage provides the flexibility for a fourth bedroom, home office, playroom, or bonus space, along with plenty of easily accessible attic storage. The renovated kitchen features new appliances and opens seamlessly into the main living areas. The home also offers a one-car garage and an abundance of driveway parking, with plenty of space to bring your RV. Located in a quiet, well-established neighborhood, this home is just minutes from Greenbrier, major highways, and military bases. With so many updates and desirable features, this home is truly move-in ready.

1522 Lilac 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
$429,900
3 Beds ⋅ 2.1 Baths ⋅ 10652385 MLS
Now preselling by appointment. The Marlow plan offers three 3rd floor bedrooms with the option to add an additional 4th bedroom & full bath on 1st floor. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

661 Allery Road, South Chesapeake
$452,900
4 Beds ⋅ 3.1 Baths ⋅ 10652383 MLS
Now preselling by appointment. This Marlow plan includes our 4th bedroom & full bath on 1st floor already spec'd and included in price. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

649 Allery Road, South Chesapeake
$289,900
3 Beds ⋅ 1 Baths ⋅ 10652243 MLS
Charming 3-bedroom, 1-bath home offering comfortable living space on a nice sized lot. Fully RENOVATED...NEW GUTTERS, NEWER ROOF, NEW HVAC, NEW GAS WATER HEATER, NEW DRIVEWAY, Vinyl Windows. The floors are equipped with Water Proof Luxury Vinyl Plank Flooring and Plush Carpeting in the ample sized bedrooms. The Kitchen is stacked with QUARTZ COUNTERTOPS, BRAND NEW SOFT-CLOSE CABINETS & DRAWERS, Brand New STAINLESS STEEL APPLIANCES. Outside, you’ll find a partially fenced yard with plenty of potential for pets, gardening, or outdoor entertaining. Double-Wide Detached shed out back great for extra storage and a workshop. A great opportunity for first-time buyers or down-sizers. Move-in ready with stylish updates throughout and you can purchase with peace of mind. Don’t miss this unique opportunity. Some images have been virtually enhanced and/or AI-generated for illustrative purposes to highlight its potential. Schedule your showing today!

2917 Berkley Avenue, Central Chesapeake
$399,999
3 Beds ⋅ 2.1 Baths ⋅ 10652128 MLS
Welcome home! This move-in ready townhome offers low-maintenance living in a convenient Chesapeake location near Greenbrier. Enjoy a fully renovated primary bath, a low-maintenance patio with AstroTurf, and community amenities including a pool and park. Conveniently located near shopping, dining, entertainment, and major roadways, this home offers the perfect blend of comfort, convenience, and easy living. Don't miss the opportunity to make this home your own!

1117 Winsford Lane, South Chesapeake
$703,705
4 Beds ⋅ 3.1 Baths ⋅ 10652119 MLS
Experience the perfect blend of comfort and functionality in this versatile ranch home. The heart of the residence features an expansive open-concept living area, overlooking the kitchen with oversized island. Retreat to the spacious owner’s suite, a private sanctuary complete with a generous walk-in closet & a spa-like ensuite featuring a soaking tub & separate walk-in shower. Two additional bedrooms offer flexibility for guests or a home office. A large finished room over garage adds a 4th bedroom & full bath, included in list price, plus attic storage. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Estimated March 2027 closing. Buyer must register agent on or before first visit or first communication w/ listing agent & Agent must accompany Buyer on 1st visit, see Listing agent for details. Photos & Video are of previously built homes, finishes vary.

2037 Charwood Drive, South Chesapeake
$225,000
2 Beds ⋅ 2.1 Baths ⋅ 10652060 MLS
Welcome home to this spacious end-unit townhouse in the heart of Greenbrier! With a little TLC, this home offers a wonderful opportunity to make it your own and build equity. The thoughtfully designed layout features two primary/master suites, a spacious great room, dining area, eat-in kitchen, first-floor half bath, and a large fenced-in backyard providing plenty of space for relaxing, entertaining, or enjoying the outdoors. Located near the shopping, dining, entertainment, and everyday conveniences Greenbrier has to offer. Come see the potential and envision your next chapter here!

1830 Candlelight Drive, Central Chesapeake
$290,000
3 Beds ⋅ 1 Baths ⋅ 10651997 MLS
Beautifully updated ranch home with open floor plan! New kitchen with soft close cabinets, new granite countertops and new stainless steel appliances! New LVP flooring in the main living areas and new carpeting the bedrooms! New fixtures and fresh paint throughout! New roof! Updated bathroom with tile! Good sized fenced in yard! Back corner of the yard backs up to Plymouth park which is just around the corner with some playground equipment and a walking path to get your steps in while the kids play!

405 Keith Court, Central Chesapeake
$220,000
3 Beds ⋅ 1 Baths ⋅ 10651828 MLS
Welcome to 2501 Harling Drive! Step inside this freshly painted 3-bedroom home, where beautiful new flooring flows throughout and creates a bright, polished, move-in-ready atmosphere. The eat-in kitchen offers a comfortable space for morning coffee, casual meals, and memorable gatherings. Set on a corner lot with landscaping, the property provides plenty of outdoor space to enjoy. Conveniently located near shopping, dining, schools, and major roadways, this home combines everyday comfort with easy access to everything you need—schedule your showing today!

2501 Harling 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.