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Luxury Homes for Sale in Chesapeake, VA

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  • /25

    $670,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,167 Sq Ft

    1008 Fairway Dr, Chesapeake, VA 23320

    Spectacular custom brick home located on the 14th tee of the Greenbrier County Club golf course. Bright interior with lots of windows! Recent updates include granite countertops, tile backsplash, farmhouse sink, painted cabinets, stainless appliances, laminate flooring, and more. Flowing floor plan, spacious rooms on both levels. Huge kitchen with a breakfast area and center island. Two zone

    Kirk Nelson Wainwright Real Estate

    1008 Fairway Dr, Chesapeake, VA 23320
  • /16

    $669,990 New Construction

    • 4 Beds
    • 2 Baths
    • 2,250 Sq Ft

    DENTON Plan at Riverview Landing, Chesapeake, VA 23322

    Welcome to the Denton, a beautifully designed 2,250 sq ft single-story home offering a modern open-concept living space with luxury finishes throughout. Perfect for those seeking one-level living, this home features a spacious living room, which opens to a dining area and a kitchen with a large center island, ideal for cooking and entertaining. The large primary suite is a true retreat, offering

    D.R. Horton Builder
    985 Intracoastal Way Unit 36204032, Chesapeake, VA 23322
  • /3

    $669,900

    • Land
    • 97.9 Acres
    • $6,843 per Acre

    2237 Shillelagh Rd, Chesapeake, VA 23323

    Vacant Land on Shillelagh Rd in a country setting that spans over 97.9 acres. Building on the property is used for the Hunt Club. Great location and School District. Quick access to Dominion Blvd to the I-64 to Downtown Norfolk, NPN, Hampton, and the MM-Tunnel and Military Bases. Go south to Benefit Rd and a short drive to the Outer Banks to NC and Virginia Beach Oceanfront or the Chesapeake Bay.

    Corinne Zedd The Real Estate Group

    2237 Shillelagh Rd, Chesapeake, VA 23323
  • /30

    $669,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,652 Sq Ft

    The Everett Plan at Crestfield at Centerville, Chesapeake, VA 23320

    The Everett floor plan is an elegant two-story home encompassing approximately 2,652 square feet of meticulously designed living space. It features 4 generously sized bedrooms and 2.5 beautifully appointed bathrooms. The main level boasts an expansive, open-concept layout with soaring 9-foot ceilings throughout the entire home, creating a bright and airy atmosphere. The heart of the home is the

    Dragas Companies Builder
    2050 Elbow Rd Unit 36486434, Chesapeake, VA 23320
  • /33

    $669,720 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,652 Sq Ft

    701 Crestfield Dr, Chesapeake, VA 23320

    For a limited time: take $15K off he base price when using seller's preferred lender for financing, listed price reflects incentive, see agent for details. The Everett floor plan is an elegant two-story home encompassing approximately 2,652 square feet of meticulously designed living space located on a corner lot on the woods. The main level boasts an open-concept layout with soaring 9-foot

    Dragas Companies Builder
    701 Crestfield Dr, Chesapeake, VA 23320
  • /36

    $669,000

    • 5 Beds
    • 3 Baths
    • 2,930 Sq Ft

    441 Chandler Dr, Chesapeake, VA 23322

    This is the one to see $40K kit. w/waterfall quartz counters, soft close cab. all 2023, ss appliances and new LVT flooring dwn, new carpet up, Quartz FP front & crown dwn, New sliding glass door to SR, $30K in windows 2023, multi use insulated shed with mini split, new HW heater, new light fixtures, new add driveway 2023, garage door, attic stairs, toilet in hall, outlet & light switches to

    Ronna Thomas World Class Realty

    441 Chandler Dr, Chesapeake, VA 23322
  • /50

    $669,000

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    3307 Dodd Dr, Chesapeake, VA 23323

    2012 Homearama Showcase Home! Through the front door is the great room with floor to ceiling flagstone fireplace. To the right is the primary bedroom and ensuite bath with double vanity, walk-in closet, and custom cabinetry. Toward the back of the home you will find a gourmet kitchen with gas cooktop island and gorgeous contrasting granite colors. Room to entertain with bar countertop facing

    Kyle Willis Triumph Realty Group LLC

    3307 Dodd Dr, Chesapeake, VA 23323
  • /48

    $665,000

    • 5 Beds
    • 2.5 Baths
    • 2,812 Sq Ft

    607 Rockies Ct, Chesapeake, VA 23320

    Step inside this gorgeous & meticulously maintained 5 bedroom home in sought after 23320 area of Chesapeake w tons of extras!!! Real hardwood flooring throughout, open concept & flexible floorplan to work with your lifestyle. Downstairs offers formal dining room, huge kitchen w double pantry & breakfast nook, family room + bonus room perfect for game room/ home office/ craft room. etc. Located in

    Denise Cowan Iron Valley Real Est Norfolk

    607 Rockies Ct, Chesapeake, VA 23320
  • /38

    $664,900

    • 5 Beds
    • 3 Baths
    • 2,500 Sq Ft

    2116 Cedar Rd, Chesapeake, VA 23323

    Rare find on Cedar Road! This multi-generational 5-bed, 3-bath home features two primary bedrooms one downstairs and a larger one upstairs deal for multigenerational, extended family or flexible living. The Open Living Format seamlessly connects the kitchen, dining, and great room for effortless entertaining. Enjoy LVP flooring, quartz counters, tile backsplash, pendant lighting, and a

    Marc Hrisko EXP Realty LLC

    2116 Cedar Rd, Chesapeake, VA 23323
  • /45

    $660,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 2 Baths
    • 2,863 Sq Ft

    732 Washington Dr, Chesapeake, VA 23322

    Gorgeous open floor custom built ranch w/twelve ft ceilings in family & dining room, nine ft ceilings in bedrooms.Finished room over garage can serve as 4th bedroom or bonus room. Enjoy kitchen w/granite countertop, bar seatingarea, stainless steel energy efficient appliances, custom cabinets, w/recessed lights; Opens to large breakfast nookoverlooking a tranquil country backyard.

    Agent Photo

    Carmen Anthony

    BHHS RW Towne Realty

    (757) 231-3239

    732 Washington Dr, Chesapeake, VA 23322
  • /50

    $660,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 3 Baths
    • 3,017 Sq Ft

    104 Bella Dr, Chesapeake, VA 23322

    Welcome to this stunning 4 BR, 3 BA plus loft home in popular Viridian Reserve w/custom upgrades. 1st flr BR w/private entrance is perfect for guests or in-laws. 1st flr full BA. Mudroom w/built-in bench & shelving. New carpet & fresh paint 2026. Impressive chef's kitchen w/granite counters, stainless appliances, tall wood cabinets & center island plus pantry & eat-in area. Kitchen opens to LR

    Terry Stevens Wainwright Real Estate

    104 Bella Dr, Chesapeake, VA 23322
  • /27

    $660,000

    • 4 Beds
    • 2.5 Baths
    • 2,681 Sq Ft

    700 Angel Wing Dr, Chesapeake, VA 23323

    Welcome to highly sought after Dominion Meadows in the Grassfield area of Chesapeake. First time offered by the original owner, this beautifully maintained home sits on a premium corner lot backing into a park and wood preserve. This spacious four bedroom 2 1/2 bath home features an open concept floor plan filled with natural light and hardwood flooring throughout the first floor. The private,

    Tammy Busche Long & Foster Real Estate Inc.

    700 Angel Wing Dr, Chesapeake, VA 23323
  • 653 Chesapeake Dr, Chesapeake, VA 23320

    $659,780 New Construction

    • 5 Beds
    • 3 Baths
    • 3,089 Sq Ft

    653 Chesapeake Dr, Chesapeake, VA 23320

    The Hawthorne floor plan is the epitome of flexibility and spacious living, making it the largest and most adaptable two-story home at Crestfield. Encompassing an impressive 3,089 square feet, this residence offers 5 bedrooms, including dual owners suitesone conveniently located on each flooralong with 3.5 elegantly appointed baths. The open-concept living area is designed for modern lifestyles,

    Dragas Companies Builder
    653 Chesapeake Dr, Chesapeake, VA 23320
  • /50

    $659,000

    • 4 Beds
    • 2.5 Baths
    • 3,728 Sq Ft

    524 Warrick Rd, Chesapeake, VA 23322

    Spacious and beautifully appointed, this 4-bedroom, 3,728 sq ft home in the Great Bridge School District offers comfort and style in every room. Enjoy stunning beautiful countertops in the kitchen, generous living spaces, and a layout perfect for both everyday living and entertaining. Relax on the inviting screened porch, ideal for morning coffee or evening unwinding. Located in a desirable

    Nikki Johnson Own Real Estate LLC

    524 Warrick Rd, Chesapeake, VA 23322
  • /49

    $659,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    1808 Ashlar Ln, Chesapeake, VA 23320

    Just what you’ve been looking for! This bright and airy home features an open-concept layout with brand new high-end LVP flooring throughout the downstairs and new carpet installed throughout the upstairs. The spacious kitchen is equipped with granite countertops and offers ample room for both everyday living and entertaining. The natural flow between living spaces creates a comfortable and

    Bernard Harrell Bunch Real Estate Inc.

    1808 Ashlar Ln, Chesapeake, VA 23320
  • /50

    $655,000

    • 5 Beds
    • 3 Baths
    • 3,065 Sq Ft

    312 Wildlife Trace, Chesapeake, VA 23320

    WOW, THIS IS IT! A stunning home w/southern charm in the beautiful Preserve on the Elizabeth River. The welcoming front porch calls for you to sit and enjoy the quiet of the open green space. Inside, you find a well appointed home with a large eat in kitchen perfect for family gatherings offering timeless warm maple cabinets, flowing granite counters, an island for prep, a gas stove & stainless

    Christy Talbert Aweigh Real Estate VB

    312 Wildlife Trace, Chesapeake, VA 23320
  • /50

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 3,041 Sq Ft

    706 Tannahill Ct, Chesapeake, VA 23322

    Welcome to Briarwood, one of the highly sought-after and well-established neighborhoods in the heart of Great Bridge! This beautifully maintained 3,000 square foot all-brick ranch offers the perfect blend of space, privacy, and location. Tucked away in a quiet cul-de-sac, this rare opportunity provides peaceful living while being just minutes from Great Bridge shopping, restaurants, grocery

    David Allison Atlantic Sothebys Int'l Realty

    706 Tannahill Ct, Chesapeake, VA 23322
  • /48

    $650,000 Open Sat 12PM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,747 Sq Ft

    804 Evelyn Way, Chesapeake, VA 23322

    Stunning 5-bedroom, 3-bath home located in the heart of Chesapeake—truly move-in ready and loaded with upgrades! The first floor features beautiful LVP flooring throughout, a formal dining room, & a spacious eat-in kitchen with stainless steel appliances that opens seamlessly to the living room—perfect for everyday living and entertaining. A first-floor bedroom provides flexibility for guests or

    Melissa Humpert RE/MAX Alliance

    804 Evelyn Way, Chesapeake, VA 23322
  • /36

    $650,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3 Baths
    • 2,800 Sq Ft

    225 Creston Ct, Chesapeake, VA 23323

    Welcome home to your private retreat—where comfort, space, and thoughtful design come together beautifully. Tucked away on a quiet cul-de-sac, this stunning home invites you to unwind the moment you step inside.The oversized great room, adorned with coffered ceilings and a cozy gas fireplace, flows effortlessly into the gourmet chef's kitchen. Enjoy preparing meals around the large granite

    Chan'tiss Daniels Swell Realty Co

    225 Creston Ct, Chesapeake, VA 23323
  • /31

    $650,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,020 Sq Ft

    908 Wheatfield Way, Chesapeake, VA 23320

    Welcome to this beautifully maintained home ideally positioned along the protected Chesapeake Arboretum, offering 48 acres of scenic trails, natural beauty, and peaceful backyard views. Thoughtful updates include hardwood stairs, Anderson windows on the east side, gutter guards, and a new water heater, along with a roof (2012), 3-zone HVAC (2010), and luxury vinyl plank/carpet (2018). The

    Melissa Zendrosky Prodigy Realty

    908 Wheatfield Way, Chesapeake, VA 23320
  • /34

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    913 Montebello Cir, Chesapeake, VA 23322

    Welcome home to this stunning 3,000 sqft all-brick house offering timeless charm and exceptional space. Featuring 4 bedrooms and 2.5 baths, this home makes a lasting impression with classic wood spiral staircase and beautiful custom trim work throughout. Rich wood flooring flows seamlessly across the home, complementing a spacious kitchen with abundant counter space - perfect for cooking and

    Paul Tatum Atlantic Sothebys Int'l Realty

    913 Montebello Cir, Chesapeake, VA 23322
  • /50

    $649,500

    • 4 Beds
    • 2.5 Baths
    • 2,874 Sq Ft

    200 Pine Island Quay, Chesapeake, VA 23322

    Move-in ready in the Grassfield school district! This 4-bedroom, 2.5-bath home sits on a cul-de-sac and features an open floor plan with the primary bedroom + flex bonus room on the first floor. Upstairs, is an open loft and walk-in attic, offering great extra living and storage space. Recent updates include a refreshed, fully remodeled kitchen in 2020, primary bathroom in 2022, and LVP flooring

    Tracy Thayer Own Real Estate LLC

    200 Pine Island Quay, Chesapeake, VA 23322
  • /16

    $648,990 Open Sat 12PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,423 Sq Ft

    209 Tinker St, Chesapeake, VA 23322

    Come see why families are calling Patriots Ridge home! The Columbia single-family home is just as inviting as it is functional. Discover a magnificently spacious floor plan with custom flex areas. The welcoming family room effortlessly flows into the gourmet kitchen and dining area, so you never miss a moment. Add a covered porch for those warm summer nights and use the family entry to control

    Jennifer Lovell BHHS RW Towne Realty

    209 Tinker St, Chesapeake, VA 23322
  • /50

    $645,900

    • 5 Beds
    • 2.5 Baths
    • 3,374 Sq Ft

    1501 James Landing, Chesapeake, VA 23321

    This beautiful two-story brick home is perfectly situated on a corner cul-de-sac lot, Major updates provide peace of mind, a new roof 2025 with a transferable warranty, HVAC system 2023. Beautiful hardwood floors, The kitchen with granite, an island, SS appliances, and a breakfast nook with access to the deck and fenced backyard. The great room offers a fireplace, Upstairs the spacious primary

    Holly Long The Real Estate Group

    1501 James Landing, Chesapeake, VA 23321
  • /50

    $645,000

    • 4 Beds
    • 3 Baths
    • 3,183 Sq Ft

    528 Belem Dr, Chesapeake, VA 23322

    Welcome to Las Gaviotas in South Chesapeake, where golf course views, cul-de-sac living, and custom details come together in all the best ways. Sitting at the end of a quiet street overlooking the wooded backdrop and the 7th hole, this home offers the kind of setting people wait years for. The gorgeous kitchen features tons of countertop space, a huge island with room for everyone to gather, and

    Betsy Thompson The Agency

    528 Belem Dr, Chesapeake, VA 23322
  • /50

    $640,000

    • 5 Beds
    • 2.5 Baths
    • 2,695 Sq Ft

    1185 Bells Mill Rd, Chesapeake, VA 23322

    Stunning newer home built in 2023 with beautiful open floor plan, LVP flooring through all living areas and bathrooms. Hardwood on stairs. Lots of kitchen cabinets and countertop space. All appliances convey. Large kitchen with eat in area and spacious center island. This home was designed with luxury, comfort, and open living as key concepts. This home includes a walk in pantry, flex space on

    Julie Perkins Swell Realty Co

    1185 Bells Mill Rd, Chesapeake, VA 23322
  • /35

    $640,000

    • 4 Beds
    • 2.5 Baths
    • 3,049 Sq Ft

    1305 Gable Way, Chesapeake, VA 23320

    Wonderful Mystique II model from builder, Bob Johnson on a large cul-de-sac lot in the Hunningdon Woods neighborhood. Many updates including 2 year old custom vinyl fencing, awesome 12' x 19' Four Season addition. Large primary bedroom and bath on the 1st floor. Three big bedrooms on the 2nd floor. NO HOA! Newer 12'x 19' Red barn with 2nd floor storage plus a 2nd 9'x12' storage unit. There is an

    Gerry Sessor A Better Way Realty Inc.

    1305 Gable Way, Chesapeake, VA 23320
  • /13

    $640,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    Pelican Plan, Chesapeake, VA 23323

    Builder Photo

    Classic Design Builders

    Builder

    805 Shell Rd Unit 37905445, Chesapeake, VA 23323
  • /49

    $639,000 New Construction

    • 5 Beds
    • 3 Baths
    • 2,600 Sq Ft

    789 Caddie St, Chesapeake, VA 23322

    Welcome home to this 2,600 sq. ft. open plan residence featuring 5 beds (one on the first floor), 3 full baths, and thoughtful designer finishes throughout. Built by local, award winning ARC BUILDERS, INC., this home offers high end upgrades including granite countertops, ceramic tile, LVP flooring, a cozy fireplace, and a standalone soaking tub. No HOA great for boat or camper owners. Located in

    Linda Jones BHHS RW Towne Realty

    789 Caddie St, Chesapeake, VA 23322
  • /50

    $639,000 New Construction

    • 5 Beds
    • 3 Baths
    • 2,600 Sq Ft

    785 Caddie St, Chesapeake, VA 23322

    Welcome home to this 2,600 sq. ft. open plan residence featuring 5 beds (one on the first floor), 3 full baths, and thoughtful designer finishes throughout. Built by local, award winning ARC BUILDERS, INC., this home offers high end upgrades including granite countertops, ceramic tile, LVP flooring, a cozy fireplace, and a standalone soaking tub. No HOA great for boat or camper owners. Located in

    Linda Jones BHHS RW Towne Realty

    785 Caddie St, Chesapeake, VA 23322
  • /44

    $635,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

    408 Mike Trail, Chesapeake, VA 23322

    Better than new and loaded with upgrades throughout, this stunning home blends luxury, comfort, and functionality. Beautiful hardwood floors flow throughout the downstairs, leading into a spacious open-concept layout designed for everyday living and entertaining. The kitchen and living spaces feature high-end finishes, gorgeous built-ins, and oversized rooms that make the home feel even larger

    Betsy Thompson The Agency

    408 Mike Trail, Chesapeake, VA 23322
  • /43

    $627,000

    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft

    1609 Burton Place, Chesapeake, VA 23322

    Nestled in an established and sought after neighborhood, this meticulously maintained home offers a perfect blend of comfort and elegance. Boasting 4 spacious bedrooms, 2.5 baths, this residence features mature landscaping and beautiful updates throughout. The kitchen is a chef's dream with quartz countertops, updated cabinetry and stylish backsplash. Enjoy the sunroom year-round, equipped with

    Cynthia Stafford Allison James Estates & Homes

    1609 Burton Place, Chesapeake, VA 23322
  • /43

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,838 Sq Ft

    920 Keeling Dr, Chesapeake, VA 23322

    Welcome home to sought after Cheshire Forest! This beautifully updated 4-bedroom, 3 bath home offers over 2800 sq ft of comfortable living with the perfect blend of modern upgrades and timeless charm. Step inside to cathedral ceilings in the foyer, French doors to the office, stunning wood floors throughout the downstairs, enhanced by updated lighting & ceiling fans that create a warm & inviting

    Christine Burgdorf Creed Realty

    920 Keeling Dr, Chesapeake, VA 23322
  • /36

    $625,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    3201 Hearring Way, Chesapeake, VA 23323

    OPEN HOUSE 5/9 11AM - 1PM, Welcome! Check out this 5 bed, 2.5 bath home in Olde Mill community! Some highlights include custom flooring, custom blinds, recessed lighting, spacious family room with natural gas fireplace. The eat-in kitchen features ss appliances, JennAir induction oven, granite counter tops, thoughtful layout with large center island, and dedicated coffee nook. First floor offers

    Karen Davis RE/MAX Allegiance

    3201 Hearring Way, Chesapeake, VA 23323
  • /50

    $625,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 2,828 Sq Ft

    516 Beecher Stowe St, Chesapeake, VA 23323

    Welcome to a home that blends timeless charm with thoughtful design and elegant detail. From the moment you arrive, the double front porches create a striking first impression Inviting you to slow down and enjoy the lifestyle this home offers.Inside, an open and light-filled floor plan showcases extensive trim work, custom built-ins, and architectural touches throughout. The main living area

    Kris Weaver Atlantic Sothebys Int'l Realty

    516 Beecher Stowe St, Chesapeake, VA 23323
  • /50

    $625,000

    • 5 Beds
    • 2.5 Baths
    • 3,296 Sq Ft

    2226 Harton Ln, Chesapeake, VA 23323

    Step inside and feel right at home in this move-in ready 5-bedroom, 2.5-bath home in the highly sought-after Grassfield area of Chesapeake, Known for it's top-rated schools. With brand new paint and brand new carpet, it's fresh, bright, and ready for it's next owners.The layout offers incredible flexibility with a downstairs office/den plus a heated and cooled sunroom, great as a flex space,

    Matthew Monaco BHHS RW Towne Realty

    2226 Harton Ln, Chesapeake, VA 23323
  • /32

    $619,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,224 Sq Ft

    TILLMAN Plan at Smith Farm, Suffolk, VA 23435

    Introducing the Tillman, a spacious 3,224+ sq. ft. home that offers both comfort and style. With 5 bedrooms, 3 bathrooms, and a 2-car garage, this home is perfect for families looking for ample space and modern living. Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center island,

    D.R. Horton Builder
    0 Eastport Rd Unit 36376046, Suffolk, VA 23435
  • /40

    $619,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,255 Sq Ft

    416 Brougham Ct, Chesapeake, VA 23322

    Tucked away on a quiet cul-de-sac in Great Bridge’s Foxgate Quarter, this home offers a rare 3.25% VA Assumable Loan (subject to lender approval) and the freedom of NO HOA! HOME HIGHLIGHTS: • Interior: Modern kitchen w/ Quartz counters & gas cooking. Features vaulted ceilings, skylights, and a massive walk-up attic for storage. • The "Everything" Garage: Finished w/ epoxy floors & dedicated

    Jason Saphire HomeZu.com of Virginia

    416 Brougham Ct, Chesapeake, VA 23322
  • /48

    $616,000

    • 4 Beds
    • 2.5 Baths
    • 3,050 Sq Ft

    1853 Rockwood Dr, Chesapeake, VA 23323

    Step into this beautiful home where rich hardwood floors warmly welcome you. The chef’s kitchen is a dream, featuring stainless steel appliances, 42-inch cabinets, quartz countertops, a large deep sink, two pantries, and a spacious island with bar seating—perfect for cooking and gathering. Cozy up in the family room by the fireplace or enjoy meals in the dining room with charming French doors.

    Steve Marable Iron Valley Real Estate HR

    1853 Rockwood Dr, Chesapeake, VA 23323

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