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$825,000
4 Beds ⋅ 3.1 Baths ⋅ 10648270 MLS
Beautiful custom home on 3 Acres that backs up to woods! Two Primary Suites, one downstairs and one upstairs each with their own full bath! Amazing custom Kitchen with loads of storage, Pantry, plenty of counter space, center island, brand new cabinets, granite and Stainless Steel Appliances! Dual zoned central Heat/AC. Move in ready! Located in the Grassfield School district! Completely remodeled and waiting for you, be sure to come check this one out first!No HOA, bring your horses, chickens and goats!

2239 Benefit Road, South Chesapeake
$269,900
3 Beds ⋅ 1 Baths ⋅ 10648228 MLS
Ready for you to move right in! This fully refreshed 3 bed, 1 bath home has all the big-ticket updates already done for you. Brand-new flooring throughout (July 2026), fresh interior paint (2025), and new siding (2025) give it a clean, updated feel from the moment you walk in, while the roof on both the home and the detached garage was replaced just 4 years ago. Out back is where this property really stands out: a 16x24 detached garage with electric and attic storage makes an ideal workshop, hobby space, or overflow storage, and TWO additional carports mean covered parking for multiple vehicles, a boat, or a trailer. If you've been looking for a truly move-in-ready home with serious garage and parking space, 809 Clay Avenue delivers. Call to schedule your showing today!

809 Clay Avenue, South Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10648189 MLS
Location, layout, and convenience! This Greenbrier condo checks all the boxes! This 2-bedroom, 2-bath home offers a unique two-level floor plan with an en-suite bedroom on each floor, giving you flexibility and privacy that’s hard to find. The downstairs suite is perfect for guests or convenient one-level living, while the upstairs suite offers its own private retreat. Reserved parking space #9 conveys, with the opportunity to purchase an additional space. And the location? Just minutes from the YMCA, shopping, restaurants, and all the everyday conveniences Greenbrier has to offer. Whether you're looking for a low-maintenance home, a smart investment, or a place that simply makes life a little easier, this one is worth a look!

1001 Saint Andrews Way Unit A, South Chesapeake
$639,900
4 Beds ⋅ 3 Baths ⋅ 10648148 MLS
The Marigold is a thoughtfully designed rear-load home that blends convenience, elegance, and flexible living. With 2,703 square feet, this home offers four bedrooms to fit your needs. Upon entry, a dining area leads you into the upgraded gourmet kitchen and open great room. Enjoy a first floor owner's suite with tray ceilings, a spacious walk-in closet, and a upgraded deluxe spa-inspired bath. The first floor also includes a secondary bedroom, full bath, and laundry room for added convenience. Upstairs, You'll also find 2 additional bedrooms, a hall bath, and a versatile bonus room ready to become whatever you need most.

1949 Paw Paw Place, West Chesapeake
$499,900
4 Beds ⋅ 2 Baths ⋅ 10648141 MLS
Welcome to this charming brick-front ranch offering 3 bedrooms plus a spacious room over the garage that can serve as a fourth bedroom, home office, hobby room, or flexible living space. Situated on .93 acre lot, this property provides an expansive backyard with plenty of room to enjoy outdoor activities, gardening, or simple relaxing. Unwind on the inviting fromt porch or entertainonthe large composite back deck overlooking the generous outdoor space. Inside, the open-concept kitchen and family room create a comfortabler gathering area, while the formal living and dining rooms provide additional space for entertaining or everyday living,. The attached garage is equipped with a mini-split system, offering year-round comfort and added versatility for a workshop, home gym, studio, or other uses. Extended driveway allows for extra parking, with its spacious layout, flexible living areas, and expansive lot, this home offers a wonderful blend of comfort, functionality, and outdoor enjoyment.

940 Saddlerbrook Trail Road, South Chesapeake
$309,000
3 Beds ⋅ 2 Baths ⋅ 10648150 MLS
The living is easy in this adorable 3-bedroom 2-bath ranch in popular Portlock Terrace! Situated on a quiet little street, on a lovely lot, with a detached 2 Car Garage PLUS 2 driveways. Easy flow floor plan includes a spacious light-filled living room, generous dining area and a cook's kitchen that offers plenty of counter & cabinet space. Retreat to the primary bedroom with en suite bath, walk-in closet AND a bonus closet. Soak up the outdoors in your big beautiful fenced backyard with two tiered decking...perfect for entertaining. New carpet and fresh paint. Ideal location convenient to the interstate. Don't miss!

1005 Elco Street, Central Chesapeake
$238,900
3 Beds ⋅ 2 Baths ⋅ 10647761 MLS
Discover the perfect blend of modern updates and prime location in this spacious 3-bedroom, 2-bath home, fully remodeled in 2024. Enjoy the luxury of renovated bathrooms and luxury vinyl flooring throughout the entire first floor. The home features a reserved parking spot right at your front door for added convenience. Nestled in the heart of Greenbrier, this home offers unparalleled convenience. You'll have easy access to the interstate and Virginia Beach, with easy access to local amenities. It's a short distance to the YMCA, Greenbrier Middle School, and City Park. This beautifully updated home is a dream for those seeking comfort and convenience in a vibrant community.

928 Saint Andrews Reach Unit A, South Chesapeake
$399,900
3 Beds ⋅ 1.1 Baths ⋅ 10647071 MLS
Charming Brick Ranch in the Heart of West Chesapeake! This adorable 3-bedroom 1.5 bath ranch-style home sits on a spacious .39-acre lot and is move-in ready! Enjoy a freshly painted interior, new flooring & more. The home features a formal living room and dining room, a cozy wood burning fireplace. Additional highlights a detached oversized garage- great for a workshop, extra storage, or hobby’s space. Located in the established Chadswyck Terrace West neighborhood with easy access to shopping, dining, and major routes. No HOA! Don’t miss this gem-schedule your showing today!

2168 Armada Drive, West Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10648047 MLS
One owner condo - shows like a model - professionally decorated - updates include flooring - kitchen - baths - systems - so well cared for - maintained - Cul-de-sac that borders the golf course - no thru traffic - duplex style condo with a garage and driveway parking - In the heart of Greenbrier on the 11th green of the Greenbrier Golf Course - wooded view out the back of the fenced in yard.

1016 Winged Foot Court Court Unit B, South Chesapeake
$664,900
4 Beds ⋅ 2.1 Baths ⋅ 10648058 MLS
Welcome to luxury living in the heart of Chesapeake! This stunning all-brick 2-story home offers over 3,000 square feet of beautifully designed living space featuring 4 spacious bedrooms and 2.5 bathrooms. Step inside to elegant marble flooring throughout the downstairs along with modern fixtures that create a sleek and upscale feel. Sitting on an impressive 1.14-acre lot, this property is built for both comfort and entertaining with a heated in-ground pool and hot tub perfect for relaxing year-round. Spacious rooms, timeless curb appeal, and a private setting make this home truly one of a kind. Seller will have house freshly painted (one color of buyer's choosing) and replace with new carpet (color of buyer's choosing) prior to closing with full price offer. Don't miss your opportunity to own this exceptional Chesapeake property. Schedule your private showing today before it’s SOLD!

748 Greenwing Drive, South Chesapeake
$275,000
2 Beds ⋅ 2 Baths ⋅ 10647569 MLS
Welcome home to easy living and modern comfort! This home features two spacious bedrooms, each with its own private en-suite bath, including one thoughtfully renovated for enhanced accessibility. Also, there is a third floor flex room with balcony! The open-concept living and dining area is filled with natural light, highlighted by soaring vaulted ceilings and a gas fireplace that creates the perfect gathering space. Step onto the private balcony overlooking the peaceful marsh, where abundant wildlife and tranquil views provide a serene backdrop and exceptional privacy. Enjoy year-round comfort and energy efficiency with a newer HVAC system. Residents also have access to outstanding community amenities, including a swimming pool, tennis courts, and a playground. If you’ve been searching for a low-maintenance lifestyle in a peaceful setting, this is the home you’ve been waiting for. Schedule your private showing today or view the virtual tour! Virtually staged.

451 Seahorse Run, South Chesapeake
$455,000
3 Beds ⋅ 2.1 Baths ⋅ 10647905 MLS
Built in 2021, this beautifully designed townhouse-style condo offers 2,234 square feet of thoughtfully designed living space, featuring an open floor plan and a desirable first-floor primary suite. The spacious great room with soaring ceilings flows seamlessly into the kitchen, complete with granite countertops, stainless steel appliances, a pantry, peninsula seating, and an adjoining dining area. The primary suite features a generous walk-in closet and an en-suite bath with a double vanity and oversized shower. Upstairs, you'll find two spacious bedrooms, a full bath, a loft overlooking the great room, and an unfinished storage room for abundant storage. Additional highlights include a two-car attached garage, large laundry room, and tankless water heater. A private rear patio provides the perfect spot to relax and unwind. Enjoy low-maintenance living with resort-style amenities including a clubhouse, pool, dock, playgrounds, private beach, and ground maintenance, all within the highly sought-after Grassfield school district.

1758 Barkadeer Cove, South Chesapeake
$330,000
4 Beds ⋅ 1.1 Baths ⋅ 10647753 MLS
Enjoy the best of both worlds with this charming brick rancher offering country living in the heart of the city! Gleaming hardwood floors and abundant natural light create a warm, inviting atmosphere throughout. The eat-in kitchen features stainless steel appliances and flows into the spacious family room with recessed lighting—perfect for everyday living and entertaining. The primary suite includes a convenient half bath, while the oversized laundry room provides plenty of storage and workspace. Come outside to a large fenced backyard with endless possibilities, including room for an addition, gardening, or creating your own mini homestead. Bring your chickens, ducks, dogs, and other animals—there's plenty of space to enjoy the country lifestyle without sacrificing city convenience!

805 Portland Street, Central Chesapeake
$599,900
4 Beds ⋅ 3 Baths ⋅ 10647880 MLS
This beautiful 4 bdrm Carter model has a projected delivery date of Oct '26! Throughout this charming, tree-lined neighborhood are an assortment of exceptional amenities, including a resort-style pool, community trails, pocket parks & plazas w/ outdoor seating, a playground, natural preservation areas, & state-of-the-art clubhouse w/ kitchen, conference room, & fitness center. This homes kitchen will feature upgraded granite countertops, glass subway tile backsplash, soft-close drawers, & appliance pkg w/ gas range! Durable luxury vinyl plank flooring & crown molding throughout 1st level. 9' ceilings on both levels! Primary bdrm w/ lighted tray ceiling & en-suite featuring double granite vanity, soaking tub, & 5' shower. Enjoy water views from the spacious backyard! Gas heat!

2215 Nantucket Avenue, West Chesapeake
$460,000
4 Beds ⋅ 2.1 Baths ⋅ 10647834 MLS
This beautiful spacious 4 bedroom home has soaring ceilings and a very open and inviting layout. The large private backyard and deck create the perfect setting for entertaining, relaxing, or enjoying outdoor living. The garage retains its original concrete floor and has not been converted to living space, easy to restore to a traditional garage door if desired. Conveniently located with quick access to I-264 and I-64 for easy commutes. A combination of generous living space, outdoor privacy, and commuter convenience.

1316 Hawthorne Drive, Central Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10647636 MLS
Step into this Bentley Model with 4-bedrooms, 2.5-bath, 2,456 sqft offering modern living with community amenities buyers love. With a welcoming foyer entry leading to an open kitchen with mudroom & pantry, spacious dining area, and bright living room it's perfect for everyday comfort. Upstairs features all four bedrooms, including a generous primary suite with a custom walk-in closet system and convenient second-floor laundry. The fenced backyard provides great outdoor space for relaxing or entertaining, a blank slate ready for dream inspiration. Create your own private oasis with room for a pool, patio seating, or BBQ station. Solar panels convey at closing providing year-round savings at no cost to you! The front yard is professionally landscaped by the HOA, ensuring a polished curb appeal. This amenity rich Hickory Manor community with access to the clubhouse, pool, fitness center, playground, and scenic neighborhood spaces is the "one". Schedule your showing today!

614 Middleton Way, South Chesapeake
$349,900
3 Beds ⋅ 2.1 Baths ⋅ 10647836 MLS
Timeless character meets modern comfort in this beautifully updated 1915 South Norfolk home. A spacious wraparound porch sets a welcoming tone, while the light-filled, open-concept interior showcases an original staircase and updated finishes throughout. The custom kitchen features gray shaker cabinetry, soft-close doors and drawers, granite countertops, a large center island, stainless steel appliances, and distinctive lighting. The generous primary suite offers a private bath with dual sinks. Additional highlights include updated flooring, carpet, windows, doors, siding, and an HVAC system installed in 2021. Outside, enjoy a fenced backyard, side porch, and two-vehicle driveway. Move-in ready and filled with charm. Schedule your tour today!

1421 Chesapeake Avenue, Central Chesapeake
$689,900
5 Beds ⋅ 4 Baths ⋅ 10647806 MLS
OFFER ACCEPTED/ OPEN HOUSE 8/9 CANCELLED! Pool days, cozy nights by the fire, and room for everyone! Buyers will finally find the space they've been searching for at 604 Glasgow Street, offering over 3,400 square feet with 5 bedrooms and 4 full baths in beloved Cheshire Forest. Formal living and dining rooms lead to the heart of the home, where a timeless kitchen with cabinets for days opens to a spacious family room — great for hosting or simply gathering with family & friends. The first-floor bedroom and full bath is the answer for guests, multi-generational living, or a dreamy home office. Upstairs, the large primary suite is a true retreat, while the oversized FROG offers endless possibilities: fifth bedroom, media room, playroom — flex space galore! Out back, your own backyard oasis awaits: a large saltwater, in-ground pool, expansive (updated) tiered composite decking, and privacy for summer gatherings and quiet evenings alike. Cheshire Forest living is the cherry on top! A community pool with active swim team, tennis and pickleball courts, playgrounds, scenic ponds to fish in, walking paths, and year-round neighborhood events! All of this and still convenient to top-rated Great Bridge schools, local shopping, dining & the interstate.Thoughtfully designed with generous room sizes throughout, THIS is the one you’ve been waiting for!

604 Glasgow Street, South Chesapeake
$449,990
4 Beds ⋅ 3 Baths ⋅ 10646631 MLS
Welcome home to this luxurious 4-bed, 3 full bath home located in the highly sought-after Great Bridge school district. The open floorplan is enhanced by 9-foot ceilings on both levels, recessed lighting, and plenty of natural light. The kitchen serves as the heart of the home, offering a large island, quartz countertops, and stainless-steel appliances— for both entertaining and everyday living. Upstairs, enjoy freshly installed carpet throughout, convenient upstairs laundry room, and a spacious primary suite that features both a generous walk-in closet and spa-like bathroom complete with a soaking tub, oversized shower, and double vanity. Additional highlights include a covered porch, relaxing back patio, and attached garage with extra driveway parking. Conveniently situated near interstates, shopping, schools, and military bases, this home combines modern style with low-maintenance living—an ideal opportunity to own in one of Chesapeake’s most desirable communities!

301 Sikeston Lane, South Chesapeake
$630,000
4 Beds ⋅ 3 Baths ⋅ 10647334 MLS
Welcome to Beautiful Briarwood, located in the HEART of Great Bridge! This Elegant Brick Colonial is a MUST SEE! Home features 4 spacious bedrooms, 3 full baths, dual stair cases & two gas fireplaces. The 2-zone HVAC & gas water heater updated in 2026. Kitchen features Corian countertops & stainlesss Steel appliances. Enjoy the NEW deck, fenced in backyard, and low traffic cul-de-sac. Come connect your heart with this HOME!

708 Shadowfield Court, South Chesapeake
$614,900
5 Beds ⋅ 2.1 Baths ⋅ 10647269 MLS
Spacious and beautifully updated, this 2-story Chesapeake home offers 5 bedrooms, 2.5 bathrooms, and a versatile loft perfect for a home office, playroom, or media space. Situated on a desirable corner lot, enjoy outdoor living on the composite deck and added peace of mind with a backup generator. Conveniently located near shopping, parks, military bases, and major interstates, this home combines comfort, functionality, and an unbeatable location.

513 Telfyan Drive, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10647376 MLS
Welcome home to this spacious property located in a quiet neighborhood with only one entrance, offering a peaceful setting and minimal through traffic. Situated on a large lot, this home features generous living spaces, including a large family room, formal dining room, and a versatile living room that can also serve as a home office. The open kitchen offers a center island, built-in desk, and plenty of workspace, making it suitable for everyday living and entertaining. Upstairs, the oversized primary suite provides a relaxing retreat with a large garden tub, double-sink vanity, and ample space to unwind. Recent updates include newer laminate flooring throughout the first floor, newer carpet upstairs, and an HVAC system and roof that are approximately four years old. Step outside to enjoy the large screened-in porch overlooking the spacious backyard—suitable for relaxing, entertaining, or enjoying the outdoors.

4921 Clifton Street, West Chesapeake
$396,900
3 Beds ⋅ 2.1 Baths ⋅ 10647620 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This Laurel plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ soft-close cabinetry & drawers, upgraded granite countertops, & subway tile backsplash. Easily maintained & durable luxury vinyl plank flooring throughout the 1st level & secondary baths. Crown molding featured throughout 1st level. Lighted tray ceiling & WIC in primary, & en-suite w/ glass-enclosed shower & double upgraded granite vanity. Enjoy exceptional amenities, including state-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Model home located at 4968 Breck Lane.

2015 Guava Lane, West Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10647389 MLS
MUST SEE 4 BR, 2.5 BATH HOME IN SOUGHT AFTER ETHERIDGE LAKES NEIGHBORHOOD. HOME SITS ON A LGE FENCED YARD, W/2CAR GARAGE AND PLENTY OF DRIVEWAY SPACE. KIT UPDATES INCLUDE TOP OF THE LINE SS APPLIANCES, INDUCTION STOVE, NEW FLOORING & PAINT. LGE PBR WITH SITTING/FLEX RM, ENSUITE BATH HAS BIG CLOSET, DOUBLE SINKS, JETTED TUB & STANDUP SHOWER. NICE SIZE BR'S, ALOT OF STORAGE INCLUDING A WALK-IN AREA BEHIND BED IN PBR. SUNRM ADDED IN '22, WINDOWS '21, ROOF '20, HVAC '19, HTWTR TANK '23. CHECK OUT THE HIGHLY RATED SCHOOLS. HOUSE KEPT UNDER TERMITE/MOISTURE CONTRACT. TAKE A LOOK, YOU WILL LIKE WHAT YOU SEE. QUICK CLOSING

1805 Crestwynd Drive, South Chesapeake
$208,000
3 Beds ⋅ 1 Baths ⋅ 10647527 MLS
Brick ranch home with 3 bedrooms, 1 bath. Living room and dining room adjacent to kitchen. Convenient to interstates, shopping, entertainment and schools. Rooms are nicely sized and you have great sunlight throughout. 1 car attached garage, large yard.

1140 Woodland Terrace Drive, South Chesapeake
$359,900
4 Beds ⋅ 2.1 Baths ⋅ 10647401 MLS
Enjoy the ease of low-maintenance living without giving up the feel of a single-family home. This detached condo in River Breeze offers nearly 1,900 sq ft with a sought-after first-floor primary suite featuring a remodeled bath with oversized shower, walk-in closet, and new linen closet. The open-concept layout keeps the kitchen, dining, and family room connected for everyday living and entertaining. Granite countertops, custom blinds throughout, ample cabinetry, and a private fenced patio add to the home’s appeal. Upstairs you’ll find three additional bedrooms, a full bath, and a versatile loft. Extensive 2021 updates include quartz countertops, stainless appliances, LVP flooring, carpet, paint, lighting, plumbing fixtures, and garage door. HVAC (2019), wood privacy fence (2025), LeafGuard gutters (2026), and community amenities with convenient access to I-64 & I-264, shopping, dining, and military bases.

3938 River Breeze Circle, West Chesapeake
$315,000
3 Beds ⋅ 2.1 Baths ⋅ 10647260 MLS
Welcome home to this beautifully maintained 3-bedroom, 2.5 bath townhome offering over 1,600 square feet of comfortable living space—and no HOA! Pride of ownership shines throughout this move-in-ready home featuring an upstairs laundry for added convenience and a security system that's already wired and ready for activation. Major updates provide peace of mind, including a new roof (2016), kitchen appliances and refrigerator (2021), washer and dryer (2023), and water heater (2026). Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this well-cared-for home offers the perfect combination of comfort, value, and convenience.

703 Hunters Quay, South Chesapeake
$319,000
3 Beds ⋅ 2.1 Baths ⋅ 10647270 MLS
Updated and Move-In ready 3BR/2.5BA townhome in Great Bridge Area, in the HIGHLY RATED school district, with NO HOA Fees! RECENT UPDATES 2026: New HVAC, FULLY New Kitchen, Bathrooms, Flooring thoughout the house, Light Fixtures, Freshly Painted Walls & Ceilings, and so much more! House offers Open Concept layout with a lot of space and natural light. Gorgeous Eat-In Kitchen with New tall soft-close cabinets, New Granite Countertops, and New Stainless Steel Appliances; with a beautiful bay window and convenient long bar open to the dining room. Spacious Living room with wood-burning fireplace and access to the deck and your own backyard. Primary Bedroom Suite with walk-in closet, and remodeled own bathroom: new vanity with matching granite countertop, new toilet, and a shower. Two more bedrooms on the 2nd floor and hallway bathroom with new vanity, new toilet, and a bathtub. Large driveway for 2 cars parking; this house has everything you have been looking for! Convenient location, near shopping, dining, with easy highway access. Some photos were virtually staged or digitally enhanced for marketing purposes to help visualize the property’s potential. Schedule your showing today and make this house YOUR HOME!

362 Faire Chase, South Chesapeake
$414,900
3 Beds ⋅ 2.1 Baths ⋅ 10647138 MLS
Deceptively spacious! Beautifully renovated 3-bedroom, 2.5 bathroom brick ranch in a quiet centrally located Chesapeake neighborhood. Open floor plan w/ LVP flooring, carpeted bedrooms, & 2 inviting family rooms offering endless possibilities for entertaining or relaxing. Dedicated dining room provides a warm, defined space for gatherings. Kitchen completed w/ quartz countertops, stainless steel appliances, soft-close cabinets & drawers & a cozy breakfast nook. Primary bedroom is a private retreat w/ its own flex room great for a sitting area, office, or workout space. Enjoy two walk-in closets & a breathtaking ensuite bathroom designed like a luxury spa. This standout space features dual vanity sinks & an impressive 7' x 7' dual-head shower room transforming your daily routine into a rejuvenating experience. Secluded deck & private backyard for outdoor living. Property includes a two-level workshop, abundant storage & ample workspace for hobbies, projects, or equipment. Tour it today!

357 Dexter E Street, Central Chesapeake
$285,000
3 Beds ⋅ 1.1 Baths ⋅ 10647127 MLS
Super convenient Chesapeake/ Greenbrier location. Easy access, nice roads. Very nice neighborhoods, streets, parks & even lakes in area. Three bedrooms 1.5 baths plus a separate dressing area in master bedroom includes a 3rd sink & counter. Nice kitchen with counter space, all appliances, and a big front bay window. Buyer can pick carpet. Schedule an easy showing today. 2-private parking spaces and a cul-de-sac location with no through traffic. BRAND NEW COSTCO is coming to Greenbrier Mall. Easy commute all military bases & downtown Norfolk shipyards. Easy access to beachfront and Greenbrier restaurants, shopping, NFCU / banks. YMCA includes swimming pool and activities. Buyer has ability to pick replacement carpeting. HOA approves - backyard fencing CAN BE painted by seller. Newer heat pump unit for heating and cooling with Coolant 410A. Newer hot wtr. Greenbrier Mall Area is amazing! HVAC under yearly inspection program. Seller provides Termite/Moisture clearance via Hampton Roads Warranty Program. No flood insurance required. Aviation noise is non existent, very peaceful.

1218 Cedar Mill Square, 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.