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$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

$410,000
3 Beds 2 Baths 10653003 MLS
Welcome to this well-maintained 3-bedroom, 2-bath ranch home in the gorgeous Riverwalk community! Proudly offered by its original owner, this charming one-story home offers 1,600 square feet of comfortable living with the convenience of a first-floor primary bedroom. The inviting layout provides plenty of space for everyday living, entertaining, or simply relaxing at home. Step outside to enjoy the back deck and create your own peaceful outdoor retreat. Riverwalk residents enjoy fantastic amenities including a clubhouse, swimming pool, playgrounds, tennis courts, scenic trails, and a boat ramp and dock with access to the Elizabeth River. Conveniently located to access bases, beaches, dining, entertainment, restaurants, shopping, and more. Well cared for and ready for its next chapter—come see all this wonderful home and community have to offer. Call now for your personal tour.

435 Supplejack Court, South 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

$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

$337,000
3 Beds 2 Baths 10651901 MLS
Wake up to peaceful water views right from your bedroom! This spacious, well-maintained 3-bedroom, 2-bath condo offers 1,762 square feet per MLS of comfortable, single-level living and low-maintenance convenience. Featuring luxury vinyl plank flooring in the living areas. Large windows and a sliding glass door bring in plenty of natural light. The kitchen offers abundant cabinet space, newer stainless steel appliances, including a wine fridge, and a convenient pantry. The spacious primary suite features a walk-in closet, linen closet, and private bath with a double vanity, soaking tub, and separate stand-up shower. Additional features include newer windows and a sliding glass door, ceramic tile, carpeting, and plenty of storage throughout. Amenities include a pool and clubhouse. Association services also include dock maintenance, water, sewer, and trash.

5 Harbor Watch Drive Unit 405, 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

$629,999
4 Beds 2.1 Baths 10652753 MLS
This is the kind of home that makes you want to unpack and stay awhile! Conveniently located for access to major Hampton Roads military installations, commuter routes, shopping, and dining, this beautifully maintained property in the highly sought Fieldstone neighborhood of Chesapeake offers 2,559 sq ft of living space, 4 bedrooms, and 2.5 baths. Brand new LVP flooring on the main level and fresh carpet upstairs create an inviting, move-in-ready feel. The open kitchen features granite countertops, abundant cabinetry, and pantry storage, flowing seamlessly into the living and dining areas with a cozy gas fireplace. A dedicated first-floor office adds exceptional flexibility for remote work, study, or hobbies. Upstairs, spacious bedrooms include a generous primary suite with a private bath and walk-in closet. Outside, enjoy a fully fenced backyard and patio, wonderful for outdoor relaxation and summer gatherings. Some photos were virtually staged using AI.

1808 Ashlar Lane, 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

$608,900
3 Beds 2.1 Baths 10652577 MLS
Visit SITE: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with an inviting full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. First-floor primary suite with custom walk-in closet and spa bath with quartz dual vanity, tiled shower, and private laundry.Designed for easy living and entertaining with open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, and designer finishes. Upstairs two spacious bedrooms, tons of storage and 2nd laundry room and Opt. for 4th BR/Loft and/or add'l full bath. Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

213 Maggie Bell Ln., South Chesapeake

$735,000
3 Beds 2 Baths 10652410 MLS
Welcome to 1836 Bancroft! Immaculate, barely lived-in, and loaded with upgrades, this home truly feels brand new. Thoughtful improvements throughout make it as functional as it is beautiful. The open and inviting interior features ceiling fans in every room, including remote-controlled fans in the primary bedroom and living room, plus a spacious flex room offering endless possibilities as a home office, playroom, media room, or potential 4th bedroom. The home is exceptionally well-equipped for modern living, with Ethernet connections in every room and a central Ethernet relay in the coat closet, upgraded HDMI and cable connections in the living room, and prewiring for an electric vehicle. Smart-home conveniences continue with a Kwikset electronic lock, Wi-Fi connected refrigerator and dishwasher, and a Wi-Fi capable all-in-one washer/dryer. The kitchen features exterior-vented cooking ventilation, while both bathrooms have grab bars and walk-in showers—including the second full bath. A tankless water heater adds efficiency and convenience. Endless natural light, no short in thanks to the LARGE oversized sliding door installed off of the living room. Outside, enjoy a very spacious screened-in back porch perfect for relaxing or entertaining, a rear gas connection ready for your outdoor cooking setup, and an installed sprinkler system to help keep the yard looking its best. Meticulously maintained and thoughtfully upgraded from top to bottom, 1836 Bancroft offers the rare opportunity to enjoy the feel of a brand-new home without waiting for new construction. Simply move in and enjoy!

1836 Bancroft Road, South 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

$287,000
2 Beds 2.1 Baths 10651614 MLS
Come fall in love with this beautiful move-in ready corner unit in sought-after Greenbrier. You will be impressed by this spacious & bright open-concept layout connecting the living & dining areas, the updated kitchen with granite countertops & SS appliances. Kitchen & half bath grouted tile. New flooring downstairs in 2025. Home features 2 large bedrooms with 2 full en-suite baths & 2 large walk-in closets. Enjoy private enclosed patio with additional storage. Appl. working, but convey "as is". Condo fees include inground pool, trails with park benches, water, sewer, trash, grounds maintenance & master insurance policy. Minutes from shopping, dining & entertainment. Easy access to VAB oceanfront. Schedule a tour today!

322 Holyoke Lane, South Chesapeake

$482,500
4 Beds 2.1 Baths 10651998 MLS
Welcome to 209 Springbrook Lane, nestled in Chesapeake’s established Wellspring community! This well-cared-for 4-bedroom, 2.5-bath home offers approximately 2,148 sq. ft. with a floor plan that flows effortlessly from room to room. The inviting living room features several windows providing plenty of natural light and flows into the adjoining dining room. The eat-in kitchen with bay windows offers an expansive view of the beautiful backyard and opens to a comfortable family room—perfect for everyday living. From the family room, step into the bonus enclosed sunroom with convenient access to the patio and backyard. Now, let’s talk about the lot—can you say gorgeous? Situated on approximately .34 acre, the property features mature trees and established landscaping, a welcoming covered front porch, expansive patio, fenced backyard, storage shed, and plenty of room to entertain, garden, or simply enjoy the outdoors.

209 Springbrook Lane, South Chesapeake

$345,000
2 Beds 2 Baths 10650907 MLS
Welcome home to this beautiful, like-new condo in the heart of Chesapeake! Built just 2 years ago, this home offers modern finishes, an open layout, and low-maintenance living.The open-concept floor plan connects the kitchen, dining, and living areas, creating a great space for everyday living or entertaining. The kitchen features quartz countertops, stainless steel appliances, upgraded cabinetry, and a large island with plenty of room for seating. LVP flooring, updated lighting, and plenty of natural light give the home a bright, welcoming feel throughout.The spacious primary suite offers a private retreat with a beautifully finished ensuite bath and generous closet space. Conveniently located near shopping, dining, and major interstates, you’ll have easy access to everything Chesapeake and Hampton Roads have to offer.Move-in ready, only 2 years old, and beautifully maintained—this is one you’ll want to see!

1509 Waitsel Drive Unit 206, 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

$430,000
5 Beds 2.1 Baths 10651839 MLS
Welcome to 320 Oak Lake Terrace. This beautifully updated 5-bedroom, 2.5-bathroom home offers approximately 2,300 square feet of living space. The move-in-ready interior features an open-concept layout, a custom upgraded kitchen, modern finishes, barn doors, and updated flooring throughout generous living areas. Upstairs includes a large primary suite with a walk-in closet and private en-suite bath, plus four additional bedrooms that may be used as guest rooms, an office, or flex space. Outside, the fully fenced backyard offers a brick patio and a shed for additional storage. Conveniently located minutes from Greenbrier and Battlefield shopping and dining, major interstates, and area military bases.

320 Oak Lake Terrace, South Chesapeake

$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

$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

$665,900
5 Beds 3.1 Baths 10651142 MLS
Financing opportunity 5.75 and 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 C welcomes you w/ a full front porch, airy 10-foot ceilings & HW floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, & stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, & HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail mid level with loft, 2 bedrooms + full bath -dual sinks, private tub/shower & 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. Third flr features 2 BR, Full bath, 2 walk in Attic storage! Easy living w/professionally managed grounds low-maintenance living, making easy living a reality!

389 Scotland Lane, South 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.