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$500,000
4 Beds 2.1 Baths 10646861 MLS
This beautifully maintained home that offers the look and feel of new construction. . . without the wait! Thoughtfully upgraded with custom finishes throughout, this home perfectly blends modern style with everyday comfort. Step inside to discover an open, light-filled floor plan featuring a stunning custom accent wall that adds warmth and character to the main living space. The spacious kitchen flows seamlessly into the dining and living areas for entertaining or spending time with family. Retreat to the generously sized bedrooms, each offering plenty of space for relaxation, a home office, or growing families. The primary suite provides a peaceful escape with exceptional closet space and a well-appointed ensuite bath. Conveniently located near shopping, dining, schools, and major highways. Schedule your private showing today!

539 Schaefer Avenue, West Chesapeake

$574,900
4 Beds 2.1 Baths 10646764 MLS
Meticulously maintained by its original owner, this 4-bedroom home offers a spacious, thoughtfully designed layout with an extended living room, formal dining room, and a versatile bonus area that can serve as a home office, playroom, gym, or flex space. The kitchen features newer appliances, while additional updates include a tankless water heater, updated HVAC system, and recently painted exterior. The garage has been upgraded with durable speckled flooring and built-in storage for added organization. Step outside to enjoy the in-ground pool, installed three years ago, a storage shed, and a backyard that backs to a wooded area, providing a natural backdrop and added privacy. Tucked away in the Western Branch area, the neighborhood offers connections to adjacent communities with opportunities for walking, running, biking, and golf cart access. Conveniently located near shopping, dining, major highways, military installations and hospitals.

4721 Lake Shore Drive, West Chesapeake

$825,000
5 Beds 2.1 Baths 10646792 MLS
Space to gather, land to enjoy, and a separate apartment for the people who matter most. Nearly 3,900 square feet in the main home, 3 private acres, a detached three-car garage, and an approximately 1,000-square-foot apartment above it. This sprawling ranch offers four first-floor bedrooms, including the spacious primary suite with dual closets, beautifully refinished hardwoods, fresh paint, updated lighting, newer roof, new carpet and an expansive kitchen with gas cooking and newer appliances. A finished bonus room upstairs serves as the fifth bedroom or flexible space for guests, hobbies, or a quiet retreat. An enormous walk-in attic provides rare expansion potential, with room to add finished living space for an even more complete upstairs retreat. Enjoy the new Trex deck and peaceful backyard with room to entertain, garden, play, and bring your horses-picture them grazing outside your kitchen window while your coffee brews. Dreaming of an inground pool and backyard oasis? There is room for that too. Need space for your in-laws? Above the detached garage, the separately metered apartment includes its own bedroom, full bath, kitchen, living area, and laundry, creating true independent space for extended family, guests, a studio, or private home office. The apartment is not counted in sq ft/bedroom/bath count in this listing. Well and septic mean no monthly city water or sewer bill. Located in Riverwood, a quiet acreage community known for spacious homesites, mature trees, room for horses, and a neighborhood boat launch for enjoying nearby waterways. Enjoy the space and privacy of South Chesapeake in the Grassfield school district. Come see the lifestyle you have been searching for.

3700 Riverwood Crescent, South Chesapeake

$720,000
5 Beds 3 Baths 10646838 MLS
Model Home to Be Built - James II Model at Riverview Landing by Wetherington Homes. This thoughtfully designed floor plan offers an Owner's Suite, two additional bedrooms, and a utility room conveniently located on the first floor. Buyers may select their lot and personalize available design options. The home includes a variety of well-appointed features designed to support modern living. The community offers eight floor plan options along with multiple exterior elevations that highlight architectural detail and curb appeal. Contact us today for additional information, to join the VIP interest list, and to schedule an appointment. Discover the opportunity to build in this thriving new community in Chesapeake!

MM James 2, South Chesapeake

$489,900
4 Beds 2.1 Baths 10646630 MLS
Beautiful, brick front, 4 bedroom home in sought after Greenbriar Estates. The newly renovated kitchen boasts SS appliances, new cabinets, Quartz counters with a large island that is open to the family room. Other features include an architectural roof, wood floors, HVAC and wood floors all replaced approximately 5 years ago! The large primary suite features a walk-in closet, dual sinks, a separate soaker tub, a skylight and a custom glass shower door. LOCATION-LOCATION! Less than 30 minutes to Naval Station Norfolk & little creek bases, as well as the Virginia Beach Oceanfront . Chesapeake City Park is at the end of the street, and Greenbriar Mall is just minutes away. Schedule your showing soon, this one won't last!

602 Windward Drive, South Chesapeake

$658,900
3 Beds 3.1 Baths 10646723 MLS
Move into THIS Model Home today with a 5.75 rate*! Less than year old and exceptional value with over $100,000 in upgrades. Professionally designed decorated showcase home by an award-winning builder blends elegance with modern comfort. Exceptional details include custom lighting throughout, designer wallpaper, culinary bars, white oak beams/shelves, and full Matte White GE Cafe appliance package w/Brushed Brass accents. French doors open to custom 12x30 paver and turf courtyard w/black fencing and landscaping. HW first floor, to include first floor BR with ensuite tiled shower, first-floor laundry for convenient one-level living (and full laundry up). Upstairs hardwood flooring Primary BR, hall and loft. Loft with custom bar for relaxing evenings. Stunning primary BR with 10'x13' custom walk-in closet and TWO 5' x '10' finished storage closets. Spa-inspired bath with 9' vanity, WOW shower, free-standing tub, all champagne ready. Professionally managed community. *Special loan programs

200 Traditions Way, South Chesapeake

$430,000
3 Beds 2.2 Baths 10646321 MLS
Built in 2022, this move-in-ready end-unit townhome in the sought-after Bryan's Cove community offers the perfect blend of modern design, comfort, and convenience. This three-story home features a flexible first-floor bonus room ideal for a home office, gym, or guest suite, plus an attached two-car garage. The open-concept main level is filled with natural light and showcases a gourmet kitchen with granite countertops, stainless steel appliances, a large center island, and an adjoining dining area with access to a private balcony—perfect for relaxing or entertaining. Upstairs, the spacious primary suite features a tray ceiling, walk-in closet, dual vanities, a soaking tub, and separate shower. Enjoy resort-style amenities including a clubhouse, fitness center, swimming pool, dog parks, playgrounds, pier, and docks. Conveniently located near shopping, dining, military bases, and major interstates, this low-maintenance townhome offers exceptional value and an unbeatable lifestyle.

1732 Defiance Drive, South Chesapeake

$599,900
4 Beds 2.1 Baths 10646724 MLS
Welcome to this beautiful move in ready Stephen Alexander home, nestled on a cul-de-sac lot in the highly sought-after Grassfield School District in Great Bridge. Enjoy relaxing on the charming front porch or entertaining on the spacious new deck. Inside, you'll find an open floor plan with hardwood floors, a family room with a gas fireplace, a spacious kitchen with a center island, a formal dining room, and a versatile bonus room perfect for a home office, playroom, or flex space. The oversized primary suite offers a private retreat with an en-suite bath, while the additional bedrooms provide plenty of room for family or guests. Updates include: Roof (2022), Windows (2019), Water Heater (2020), HVAC serviced (2026), gas fireplace serviced and kitchen appliances (2022). Conveniently located near shopping, dining, and interstates, this home offers the perfect blend of comfort, style, and location. Schedule your private tour today! Seller is offering 1 year home warranty. Assumable loan at 2.5% for qualified buyers, subject to lender approval.

1102 Watsons Glen Court, South Chesapeake

$345,900
3 Beds 2.1 Baths 10646754 MLS
Beautifully updated detached end-unit condo in the desirable River Breeze community! Enjoy the privacy and feel of a single-family home with the convenience of low-maintenance condo living. This move-in-ready home features a new roof (2026), luxury vinyl plank flooring (2026), fresh interior paint, and a new privacy fence. The open, bright interior offers a welcoming atmosphere with modern updates throughout, for everyday living and entertaining. The condo association covers ground maintenance, water, sewer, and trash service, providing exceptional value and convenience. Conveniently located near shopping, dining, schools, military bases, and major highways. Whether you’re a first-time buyer, downsizing, or looking for a low-maintenance lifestyle, this well-maintained home is ready for its next owner. Schedule your private showing today!

4107 River Breeze Circle, West Chesapeake

$540,000
4 Beds 2.1 Baths 10646728 MLS
Beautifully updated and move-in ready, this home offers the perfect blend of comfort, style, and community. Recent improvements include luxury vinyl plank flooring throughout, a beautifully renovated primary bath with a spacious walk-in shower, and the addition of a fourth bedroom for added flexibility. Outside, the large backyard is framed by mature weeping willow trees, creating a peaceful retreat on a quiet side street. Beyond your front door, enjoy a lifestyle that’s hard to find—golf cart rides to the clubhouse, afternoons at the resort-style pool, workouts in the fitness center, visits to the dog parks and playgrounds, and a calendar full of neighborhood events including community picnics, book club, cigar & bourbon nights, festive holiday celebrations, and the beloved Christmas golf cart parade. Experience everything this vibrant, close-knit community has to offer in sought-after Culpepper Landing.

3145 Codorus Street, South Chesapeake

$769,740
5 Beds 4 Baths 10646721 MLS
Welcome to The Summit at Riverview Landing, where you’ll discover thoughtfully designed living space across 2 luxurious floors-perfect for families of every size. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the gourmet kitchen, featuring a large island, quartz countertops, soft-close cabinets, premium stainless steel appliances (including double ovens and a gas cooktop),and a walk-in pantry. Upstairs, unwind in your expansive owner’s suite with a huge closet, double vanities, a relaxing bathtub, and a separate shower, while three additional bedrooms, two full baths, a laundry room, and a loft provide ample space and flexibility. Enjoy a vibrant, amenity-rich community with walking trails and a fire pit, all within reach of Chesapeake’s scenic waterways, local festivals, and easy access to Virginia’s beaches and mountains-your ideal lifestyle begins here. Photos and renderings are from builder's library, actual finishes and features may vary.

321 Riverview Road, South Chesapeake

$430,000
3 Beds 2.1 Baths 10646317 MLS
Welcome home to this beautifully updated traditional home in the desirable Logans Mill community of Chesapeake! Offering 3 bedrooms, 2.5 bathrooms, and approximately 1,750 square feet, this move-in ready home features bamboo, ceramic, carpet, and LVP flooring, an inviting living space with a fireplace, and a spacious kitchen with Energy Star stainless steel appliances. Upstairs, the generous primary suite includes a walk-in closet and private ensuite bath, while two additional bedrooms provide plenty of space for family, guests, or a home office. Step outside to enjoy the fully fenced backyard with a deck, storage shed, and wooded backdrop for added privacy. Conveniently located near Greenbrier shopping, dining, parks, military bases, and major commuter routes, this home offers the perfect blend of comfort and convenience.

1913 Shepherds Gate, South Chesapeake

$625,000
4 Beds 2.1 Baths 10646683 MLS
Nestled in one of the area's most desirable neighborhoods, this stunning home offers over 3000 sq ft of beautifully designed living space. Step inside to an inviting floor plan featuring a spacious living room with soaring cathedral ceilings and a gorgeous stone fireplace. The large eat in kitchen flows seamlessly to the living area with ample cabinetry, a brand-new kitchen sink, plenty of space for entertaining. This spacious 4-bedroom home also features a versatile flex room off the foyer, great for a home office or den. Retreat to the expansive primary suite through French doors, where you will find a generous walk-in closet & a en-suite bath designed for comfort and relaxation. All new windows 2024 and a new HWH. Outside, you'll love the newer deck and fenced in yard. Cheshire Forest residents enjoy exceptional lifestyle amenities including a neighborhood pool, the flying fish swim team, clubhouse, playgrounds, tennis & pickleball courts, pond for fishing & scenic walking paths.

609 Edgewood Arch, South Chesapeake

$430,000
4 Beds 2.1 Baths 10646343 MLS
Opportunity awaits at 1929 Shepherds Gate, where spacious living, a large corner lot and a convenient Chesapeake location come together! This 4-bedroom, 2.5-bath home offers classic brick curb appeal and an attached garage. Inside, enjoy a bright, open living and dining area with hardwood flooring and crown molding. The kitchen features abundant cabinetry, granite countertops, stainless steel appliances, recessed lighting and plenty of workspace. A separate family room provides additional living space with a cozy fireplace and direct access to the backyard. Upstairs, the generously sized primary bedroom includes a private bath with a walk-in shower. Three additional bedrooms offer flexibility for guests, a home office or playroom. Outside, the fully fenced backyard features a large patio and storage shed, creating an excellent setting for relaxing, entertaining or outdoor activities. Conveniently located near Greenbrier shopping, restaurants, schools, interstate access and Chesapeake attractions. Bring your personal style and make this wonderful home your own!

1929 Shepherds Gate, South Chesapeake

$310,000
3 Beds 2 Baths 10646639 MLS
Exceptional top-floor corner condo with a deeded boat slip complete with water and electricity, ideally located near the river for easy access to boating, fishing, kayaking, cruising. This 3-bedroom, 2-bath home offers a bright, open floor plan with a spacious kitchen overlooking the dining and living areas. Both bedrooms feature ensuite baths. The primary suite includes dual sinks and a large walk-in closet, while the second bedroom offers dual closets. French doors lead to the third bedroom, perfect as an office, den or guest room. Add'l features include a full laundry room, LVP and tile flooring throughout (no carpet), Andersen windows, Levolor retractable blinds, a private composite-deck balcony, elevator access, security system, and abundant storage. Enjoy the waterfront community with picnic/grilling areas and a swing overlooking the water, along with outdoor pool, clubhouse, gazebo, kayak storage. Move-in ready and waiting for your personal touch to make it truly your own.

4 Harbor Watch Drive Unit #520, South Chesapeake

$510,000
4 Beds 2.1 Baths 10646663 MLS
Better than new! Immaculately maintained 2019 home with beautiful water views! This meticulously maintained 4-bed, 2.5-bath home offers the perfect blend of style, comfort, and functionality. From the moment you arrive, you'll appreciate the pride of ownership and like-new condition throughout.The open-concept floor plan features spacious living areas filled with natural light, a beautifully appointed kitchen with modern finishes, and generous bedrooms designed for everyday living. The primary suite provides a relaxing retreat with a spa-like ensuite bath and ample closet space.Step outside to enjoy tranquil water views that create the perfect backdrop for morning coffee, evening sunsets, or entertaining family and friends. The backyard offers a peaceful outdoor setting while remaining conveniently located near shopping, dining, schools, military bases, and major interstates.Schedule your private showing today!

3312 Rokeby Avenue, Central Chesapeake

$719,900
5 Beds 3 Baths 10646613 MLS
Beautiful 5-bedroom, 3-bath home tucked away on a quiet cul-de-sac in the desirable Great Bridge area of Chesapeake. Built in 2018, this move-in ready home features an open-concept floor plan filled with natural light, a spacious living area, and a well-appointed kitchen that's perfect for entertaining. A first-floor bedroom and full bath offer flexibility for guests or a home office. Upstairs, the spacious primary suite provides a private retreat, along with generously sized secondary bedrooms. Situated on nearly half an acre, the backyard offers plenty of room to relax, play, or entertain. Conveniently located near shopping, dining, parks, and major commuter routes. Don't miss this exceptional opportunity—schedule your private tour today!

1021 Mimi Court, South Chesapeake

$734,900
5 Beds 3 Baths 10646525 MLS
There is not enough space to explain how wonderful this home is! A rare sense of privacy meets thoughtful luxury in this upgraded 2022 Grassfield home. Near the end of a cul-de-sac and bordered by protected wetlands and unbuildable parcels on both sides, the lot offers a wooded backdrop that is hard to replicate. The flexible 5-bedroom, 3-bath layout includes two primary suites, one on the first floor, PLUS an office/flex room AND loft-style second living area. Crown molding, hardwood stairs, custom window treatments, a gas fireplace, quartz countertops, stainless appliances, gas cooking, under-cabinet lighting, upstairs laundry, walk-in attic, tankless water heater, smart garage opener, security system, and a custom 36-foot patio add comfort and refinement. Trusted lender Steve Hawley, NMLS #1813927, with Southern Trust Mortgage, NMLS #2921, will provide a 1% lender-paid buydown on this listing. Ask the listing agent for details. Subject to borrower qualification and lender approval.

1741 Watershed Court, South Chesapeake

$335,000
3 Beds 2.1 Baths 10646628 MLS
Easy living awaits in this 3-bedroom, 2.5-bath condo in the heart of Greenbrier. The living room is filled with natural light and offers a warm, inviting feel from the moment you walk in. The large kitchen features plenty of cabinet and counter space, a walk-in pantry, and opens to the dining area, making everyday living and entertaining easy. A first-floor bedroom adds flexibility and convenience. Enjoy the private fenced patio, great for morning coffee, grilling, or relaxing outdoors. Upstairs, the primary suite offers a large walk-in closet and attached bath with a soaking tub and separate shower. The second upstairs bedroom also features an attached full bath and walk-in closet. A second-floor laundry room with sink adds extra convenience. Community amenities include a pool, yard maintenance, trash pickup, sewer and water. Conveniently located near shopping, dining, interstates, and more. Seller is offering closing costs assistance with an acceptable offer.

1523 Pucknall Drive, South Chesapeake

$995,000
6 Beds 4 Baths 10645935 MLS
An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought- after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, South Chesapeake

$425,000
3 Beds 2.1 Baths 10646473 MLS
Welcome to this beautifully maintained 3 bedroom, 2.5 bath home. Step inside to a bright, open floor plan featuring rich dark wood floors that flow throughout the main living areas. The stunning kitchen is designed to impress with custom cabinetry, upgraded appliances, and plenty of space for cooking and entertaining. The inviting great room is the heart of the home, complete with gas fireplace and custom built-in shelving, creating the perfect space to relax or gather with family and friends. Upstairs, you'll find spacious bedrooms, including a comfortable primary suite, offering room for everyone to spread out. Outside, enjoy your own private patio, ideal for morning coffee or simply unwinding after a long day. Residents enjoy fantastic community amenities, including a pool, clubhouse, and exterior grounds maintenance, allowing you to spend more time enjoying your home and less time on upkeep. BRAND NEW ROOF (July 2026). Don’t miss your opportunity to make this your next home!

515 Sweet Leaf Place, South Chesapeake

$359,800
4 Beds 2 Baths 10646508 MLS
Welcome home to this beautifully renovated ranch in the heart of Chesapeake! Situated on a spacious lot in the established Ind. River neighborhood, this move-in ready home has been completely transformed with stylish, modern finishes throughout. Offering 4 bedrooms and 2 full baths, the flexible floor plan provides plenty of space for family, guests, a home office, or multigenerational living. The stunning new kitchen features contemporary cabinetry, updated countertops, and stainless steel appliances, while both bathrooms have been tastefully remodeled. Enjoy new flooring, fresh paint, updated lighting, and countless upgrades that make this home feel like new. Outside, the large backyard offers endless possibilities for entertaining, gardening, or relaxing. Conveniently located near shopping, dining, interstates, military bases, and schools, this turnkey home is ready for its new owner. Don't miss this incredible opportunity to own a fully renovated home in a prime Chesapeake location.

4328 Fontana Avenue, Central Chesapeake

$750,000
5 Beds 3 Baths 10646148 MLS
Welcome home to this stunning Stephen Alexander "Caramel Cottage" in the highly sought-after Hanbury Woods — one of Great Bridge's most desirable communities. This 5-bedroom, 3-bath home checks every box: a first-floor bedroom and full bath perfect for guests or multigenerational living, 10' ceilings, rich hardwood floors, and an open-concept living area anchored by custom built-ins and a cozy gas fireplace. The chef's kitchen is the heart of the home — 42" white cabinetry, an oversized island, stainless appliances, and a walk-in pantry give you space to cook, entertain, and gather. Step out to the three-season Eze-Breeze porch and take in a private backyard with a large paver patio — your own retreat for morning coffee or evening wine. Upstairs, the primary suite is a true escape: spa-like bath, tiled shower, soaking tub, dual vanities, and a huge walk-in closet. Two more bedrooms and a spacious media/flex room round out the second floor, giving everyone room to spread out. This is a premium, highly requested model loaded with upgrades throughout — a rare find at this price point. Located in the heart of Great Bridge with top-rated schools and easy access across all of Hampton Roads, this home offers the space, quality, and location today's buyers are looking for. Homes like this in Hanbury Woods don't last — schedule your showing today

1153 Edinburgh Parkway, South Chesapeake

$520,000
4 Beds 3.1 Baths 10646463 MLS
If you’ve been searching for true peace and privacy without sacrificing convenience, this Grassfield gem is an absolute must-see. Set back from the street on a private driveway, the property opens up to nearly an acre of total solitude, completely enveloped by woods and lush mature greenery. Inside, fresh paint brings a bright, inviting energy to a floor plan built for real life. The layout is a rare find for multi-generational living, featuring two distinct main-level suites. The in-law wing includes its own living room, making it easy to use as a private apartment, a 5th bedroom, or a home office. The primary suite feels like a custom getaway with live-edge wood countertops, dual shower heads, and a custom walk-in closet system. Out back, the property turns into a full outdoor retreat featuring a storage shed, a chicken coop, separate hookups ready for a pool and hot tub, and a massive detached two-car workshop/garage complete with a carport and RV hookup. Welcome home!

891 Bells Mill Road, South Chesapeake

$435,000
3 Beds 2.1 Baths 10646107 MLS
The Welcome to your next home, where every day feels a little more special. Nestled in the highly sought-after Bryan's Cove community, this beautiful home offers more than just a place to live—it offers a lifestyle defined by comfort, convenience, and connection. Enjoy added privacy with a peaceful wooded backdrop and no rear neighbors. With a low condo fee, no flood insurance requirement, and zoning for the highly desirable Grassfield school district, this home truly checks all the boxes. Bryan's Cove is known for its scenic surroundings and exceptional amenities, offering the perfect blend of tranquility and everyday convenience. Residents enjoy access to a community dock, dog park, fitness center, clubhouse, and swimming pool. Nearby, you will find Publix, lots of other shopping and several restaurants, Tidewater Community College, and quick access to Interstates 64 and 264 makes commuting and daily errands effortless, while parks, recreation, and local attractions are all close by. Inside, you'll find a warm and inviting floor plan designed for both comfortable living and effortless entertaining. The spacious kitchen serves as the heart of the home, featuring a large center island with seating, abundant prep space, and a gas range that will delight home chefs. Every room has been thoughtfully designed to create a welcoming atmosphere where family and friends can gather and lasting memories can be made. Opportunities like this don't come along often. If you've been searching for a home in an exceptional community with outstanding amenities, top-rated schools, and a private, natural setting, this is one you won't want to miss. Schedule your private showing today and experience everything this remarkable home has to offer.

1741 Fortune Terrace, South Chesapeake

$725,000
5 Beds 3.1 Baths 10646366 MLS
See features sheet & survey attached — you’ll be amazed by this NEW custom home by Overholt Contracting (40+ yrs)! Must see now: modern floorplan with 2 spacious primary suites (or use one as a game room), 4 large bedrooms, first-floor home office, high-end kitchen & baths with quartz, freestanding tub + tiled shower, smart-home Wi-Fi, and full landscaping with sod. Sited on almost 1/2 acre in Hickory (Chesapeake) on city/county septic & water — NO HOA, additional buildings allowed, room for pool, boat or RV. James Hardie siding, carriage garage door with glass, brushed concrete patio. Closing cost assistance available with preferred lender Wes Flowers, Southern Trust. Also see something you would love to have but it’s not here. Contact me and my builder will have his design team work on it. He is easy going and ready to make your new home all about you!!! You wont find another build of this quality at this amazing price.

343 Ewell 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.