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3629 Kathys Way, South Chesapeake
$625,000
5 Beds ⋅ 2.1 Baths ⋅ 10655447 MLS
Welcome to this beautifully updated 4-bedroom, 2.5-bath home with TWO additional flex rooms, offering 2,731 square feet of living space in the sought-after Brooks Run community! Featuring a timeless combination of brick and vinyl siding, this meticulously maintained home delivers exceptional curb appeal with professionally landscaped grounds and a host of impressive upgrades. Come tour the inside and discover fresh paint, new carpeting, and luxury vinyl plank flooring throughout the first floor. The spacious kitchen features a gas cooktop, upgraded appliances, tile backsplash, and abundant natural light. An extensive trim package adds architectural character throughout the home. Upstairs, the oversized primary suite offers a custom tile shower and luxurious soaking tub. Two versatile flex rooms provide endless possibilities for a home office, media room, playroom, or additional living space. Outside, enjoy beautifully maintained landscaping, added concrete, and a spacious backyard complete with a hot tub. The attractive brick-front exterior and attached 3-car garage complete this exceptional property. Outdoor enthusiasts will appreciate the remarkable location through your backyard gate and access the Great Dismal Swamp trail system, including the Portsmouth Trailhead and Black Bear Trail! Enjoy nature hiking, wildlife viewing, and seasonal hunting where permitted and subject to applicable regulations. A rare opportunity to enjoy a beautifully upgraded home with the natural beauty of the Great Dismal Swamp practically in your backyard. Appliance package conveys!

3629 Kathys Way, South Chesapeake

737 Willow Oak Drive, South Chesapeake
$560,000
4 Beds ⋅ 2 Baths ⋅ 10656926 MLS
This one checks ALL the boxes! Immaculate, beautifully updated, and exceptionally well maintained, this 4 bedroom, 2 bath Chesapeake home truly stands out. The remodeled kitchen features stainless steel appliances, a gas range and hood, beautiful countertops and backsplash, abundant cabinetry, eat-in space, and a custom butler’s pantry. Recessed lighting throughout enhances the bright, modern feel, while the inviting living room showcases beautiful hardwood floors, a large cozy fireplace, and abundant natural light. The separate dining room is ideal for everyday meals and entertaining. The primary suite features an impressive custom designed en-suite bathroom with gorgeous custom cabinetry, double vanity, and an oversized walk-in shower. Outside, enjoy a large, beautifully manicured backyard and expansive deck. An attached garage plus an impressive, detached 2 story garage provides exceptional space for vehicles, hobbies, storage, or a workshop. This home truly has it all!

737 Willow Oak Drive, South Chesapeake

424 Pines Of Warrick Drive, South Chesapeake
$530,000
4 Beds ⋅ 2.1 Baths ⋅ 10656970 MLS
Welcome to this exceptional Pines of Warrick residence in sought-after Great Bridge, where timeless elegance meets thoughtful modern updates. This beautifully maintained 4-bedroom, 2.5-bath home offers gracious living spaces, impressive room sizes, and a long list of improvements that make this home truly special. The renovated kitchen is a standout, featuring gorgeous custom high-end cabinetry, granite countertops, a stunning beveled ceramic subway tile backsplash, and a charming breakfast nook. Rich hardwood floors, crown moulding, and classic architectural details add warmth and sophistication throughout. The formal dining room and private library/office with French doors offer elegant spaces for entertaining or working from home. The inviting family room centers around a wood-burning fireplace (gas line remains if desired) and flows naturally into the sunroom, creating a wonderful connection to the spacious deck and large fenced backyard. The first-floor primary suite offers double closets and a beautifully remodeled en-suite bath, while the generously sized secondary bedrooms provide plenty of flexibility. Upstairs, the finished room over the garage with custom built-ins offers endless possibilities as a media room, 4th bedroom, playroom, office, or hobby space. Extensive recent improvements include TWO new zoned HVAC heat pump systems, inside and out (March 2025), a condensate drain pump with alarm (April 2025), and significant crawlspace improvements including a new vapor barrier, dehumidifier, lighting, extended access door, and sump system to divert gutter, HVAC condensate, and dehumidifier drains (2020). Additional updates include a new garage door and opener (2021) and newer dishwasher. Meticulously cared for and thoughtfully updated, this is a home that offers both character and peace of mind in one of Chesapeake's most desirable communities. Come see it for yourself—you won't want to miss this one!

424 Pines Of Warrick Drive, South Chesapeake

720 Baywood Trail, South Chesapeake
$450,000
4 Beds ⋅ 2 Baths ⋅ 10656886 MLS
Opportunity knocks for this completely updated 4 BR, 2 bath brick ranch w/ 1-car garage in Oak Manor! Stunning all new kitchen features tons of solid wood cabinets with soft close doors and drawers, lots of granite counters with 8' long bar and all new stainless-steel appliances! All new primary bath with LVP floors, double sink vanity with soft close doors and drawers, tile shower with glass door enclosure, elongated toilet & black fixtures! All new hall bath with LVP floors, 48" vanity with soft close doors and drawers, elongated toilet, white tub & brushed nickel fixtures! Open floor plan with wood burning fireplace, new luxury vinyl plank (LVP) floors throughout living areas and new carpet in all bedrooms! New paint throughout home interior and exterior and large freshly painted deck! New 40-year lifetime architectural shingle roof, new energy efficient windows, new exterior and interior doors, newer HVAC heat pump system (2020) and newer electric water heater (2020)!

720 Baywood Trail, South Chesapeake

1311 Perry Street, South Chesapeake
$299,900
3 Beds ⋅ 2 Baths ⋅ 10656850 MLS
Completely transformed from top to bottom, this stunning ranch offers an exceptionally open floor plan and extensive updates inside and out! The foyer, living room, dining room, and kitchen flow seamlessly together, creating an ideal space for everyday living and entertaining. The remodeled kitchen features new cabinetry, granite countertops, stainless steel appliances, updated lighting, and finishes. Both bathrooms are fully renovated, with new flooring/carpet, fresh paint, light fixtures, hardware and switches throughout. The oversized primary suite offers an impressive private retreat. Major updates include a new roof, windows, 200-amp electrical panel/service, upgraded electrical, and new kitchen/HVAC circuits. Outside, enjoy a new front door and sliding glass door leading to a huge backyard. The detached 2 car garage has a new garage door and offers space for vehicles, storage or a workshop. This home is truly move-in ready!

1311 Perry Street, South Chesapeake

138 W Royce Drive, South Chesapeake
$399,900
3 Beds ⋅ 2 Baths ⋅ 10656700 MLS
Find out how the seller can reduce your monthly payments on an accepted offer! Welcome to this beautifully renovated 3-bedroom, 2-bath brick ranch in the heart of Great Bridge! Located in the established Castlewood Terrace neighborhood, this charming home offers comfortable single-level living with modern updates throughout. The updated kitchen features granite countertops, a spacious center island, soft-close cabinetry, and new stainless steel appliances. Both full bathrooms have been beautifully renovated with custom tile surrounds and modern finishes. Additional updates include new windows, luxury vinyl plank flooring, new carpet, fresh interior paint, new doors and trim, updated light fixtures, fresh exterior paint, and a newer roof. An attached one-car garage provides additional storage and convenience, while the spacious front deck offers the perfect spot to relax and enjoy the outdoors. Conveniently located near shopping, dining, parks, and everything Great Bridge has to offer.

138 W Royce Drive, South Chesapeake

408 Currituck Drive, South Chesapeake
$529,900
4 Beds ⋅ 2.1 Baths ⋅ 10656729 MLS
Welcome to 408 Currituck Dr! This former model home has been beautifully refreshed with fresh paint and new flooring throughout, creating a bright, move-in-ready feel. The updated kitchen features a WiFi-enabled stove and opens to comfortable living spaces, including a family room with a wood-burning fireplace. The spacious primary suite offers two walk-in closets, while the FROG provides flexible space for a home office, media room, or additional living area. Step outside to the low-maintenance Trex deck and backyard, offering plenty of space for outdoor entertaining, cookouts, or simply relaxing and spending time together. A shed with electricity adds extra functionality. New gutters were installed in 2026, with replacement windows and floored attic space providing additional value and storage.

408 Currituck Drive, South Chesapeake

343 Ewell Lane, South Chesapeake
$724,900
5 Beds ⋅ 3.1 Baths ⋅ 10656577 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

833 Kemp Meadow Drive, South Chesapeake
$540,000
4 Beds ⋅ 2.1 Baths ⋅ 10654833 MLS
Beautifully updated and move-in ready 4-bedroom, 2.5-bath home in desirable Kemp Crossing! Situated on a spacious corner lot with a huge 2-car garage, this home offers an impressive list of recent upgrades, including new Heating & Cooling units, new electric fireplace, and new LVP flooring throughout the kitchen, family room, hallway, and bathrooms (2025). The renovated kitchen features new countertops, backsplash tile, cabinet hardware, a breakfast area with bay window, peninsula bar, and stainless-steel appliances. The family room showcases an inviting electric fireplace with built-in shelving, while plantation shutters add style to both the kitchen and family room. Both bathrooms have been beautifully refreshed with new bathtubs, quartz vanity tops, and faucets. Fresh interior and exterior paint complete the updated look. Additional 2022 improvements include the water heater, blinds, screen doors, light fixtures, and garbage disposal. Spacious, stylish, and thoughtfully updated, this home offers comfort, functionality, and exceptional curb appeal in a sought-after Chesapeake location. Home is convenient to Military bases, hospital, shopping, restaurants and highways. Don’t miss this one!

833 Kemp Meadow Drive, South Chesapeake

809 Leleon Court, South Chesapeake
$750,000
4 Beds ⋅ 2.2 Baths ⋅ 10656562 MLS
Welcome to the ultimate Entertainer’s Dream - the Hangout House everyone will want to call home! Centrally located in the sought-after Hickory school district, this beautifully updated 4-bedroom, 2-story home literally has it all. Inside, enjoy a custom bar, remodeled kitchen with under cabinet lighting, custom cabinetry, granite countertops, 6 burner gas stove, large pantry with barn door, updated baths, Closet Maid designed closet, climate-controlled sunroom, full home Sonos surround sound system, plantation blinds, hardwood floors, central vacuum, tankless water heater, and an incredible theater room with all equipment conveying. Step outside to your own private resort featuring an inground pool, professional-grade artificial turf 2-hole putting green, covered outdoor bar with storage and half bath, covered deck, tree house, irrigation system, and powered storage shed with lights and thermostatic fan. Professionally landscaped and designed for unforgettable gatherings, movie nights, pool days and endless fun—this is the Dream Home you never have to leave! No HOA, Numerous Items to Convey including 10 professionally mounted TVs- Ask Your Agent for the Feature List and Come LOVE where You Live in Hickory!

809 Leleon Court, South Chesapeake

920 Covenant Way, South Chesapeake
$669,000
5 Beds ⋅ 3 Baths ⋅ 10656320 MLS
Beautifully cared for and truly move in ready, this nearly 3,000 sf home sits at the end of a quiet cul de sac with exceptional outdoor living space. Built in 2017 and lovingly maintained, it offers 5 bedrooms, 3 full baths and plenty of space for everyone. The open living room, kitchen with gas range and eat in area flow effortlessly into a beautiful formal dining room and a flex bonus space perfect for an office, den or playroom. A first floor bedroom with full bath is perfect for hosting guests or multigenerational living. Upstairs, find a spacious primary suite, 3 additional bedrooms, full bath and laundry. A benched drop zone sits off the side load garage with extended concrete. Outside find a standout backyard – fenced in, mature landscaping, covered patio, custom stamped concrete areas, above ground pool with deck, playset and trampoline – ideal for relaxing, entertaining and making memories. Immaculate and in sought-after school district. The school bus stop is conveniently located in the cul de sac for this home. This home is a must see!

920 Covenant Way, South Chesapeake

1021 Grantham Lane, South Chesapeake
$559,900
4 Beds ⋅ 2 Baths ⋅ 10656531 MLS
Loved by one owner for years, this meticulously maintained home in sought-after Etheridge Woods is competitively priced with some minor updating in mind — a rare opportunity to make it truly your own! Hardwood floors flow through the living room, dining room, primary bedroom, and family room, while granite counters shine in the kitchen and guest bath. The kitchen's breakfast area overlooks the backyard and opens to a spacious family room with vaulted ceilings and skylights, filling the space with natural light. Just off the family room, the FROG/4th bedroom offers flexible space for guests, a home office, or playroom. Enjoy a screened-in section of the front porch and a deck out back, perfect for entertaining. Zoned for Hickory/Butts Road schools and just minutes from major highways and shopping. Schedule your showing today!

1021 Grantham Lane, South Chesapeake

1149 Crystalwood Circle, South Chesapeake
$525,000
4 Beds ⋅ 2.1 Baths ⋅ 10656507 MLS
Welcome home to 1149 Crystalwood Circle! This inviting Chesapeake home has been thoughtfully cared for and updated over the years, offering the comfort of knowing many major improvements have already been completed. The electrical system was upgraded to 200-amp service in 2020, when the spacious 24' x 26' detached garage/workshop was added with its own 100-amp service. The HVAC received a new furnace and condenser in 2022, followed by a new washer and dryer in 2024 and a new water heater in 2025. In 2026, the home received a brand-new kitchen, new carpet, and a fully remediated crawl space with a new vapor barrier. With so much already done, there's more time to relax, enjoy your space, and make wonderful memories. Come see why this could be the one you've been waiting for!

1149 Crystalwood Circle, South Chesapeake

513 Telfyan Drive, South Chesapeake
$594,800
5 Beds ⋅ 2.1 Baths ⋅ 10656498 MLS
Discover the perfect blend of comfort, style, and convenience in this spacious, beautifully updated 2-story home tucked away in an intimate neighborhood of approximately 33 homes. Featuring 5 bedrooms, 2.5 bathrooms, and a desirable first-floor primary suite with stunning cathedral ceilings, this home offers a thoughtful layout designed to fit your lifestyle. Enjoy the flexibility of a spacious loft, ideal for a home office, media room, or additional living space. Step outside to relax or entertain on the composite deck, and enjoy added peace of mind with a whole-home backup generator. Situated on a desirable corner lot, this home offers the space and functionality you’ve been looking for, along with the added benefit of no flood insurance required. Conveniently located just a short drive from Greenbrier’s shopping, dining, and entertainment, with easy access to major highways and the natural beauty of Chesapeake Arboretum, this home makes everyday living a breeze. Space, style, convenience, and peace of mind—all in one exceptional home. Don’t miss your opportunity to make it yours!

513 Telfyan Drive, South Chesapeake

824 Heritage Point, South Chesapeake
$480,000
4 Beds ⋅ 2.1 Baths ⋅ 10656500 MLS
Beautiful Colonial-style home situated on a spacious 0.41 acre corner lot w/ deep water access, dock and bulkhead. This large yet cozy home offers 4 bedrooms and 2.5 bathrooms w/ blends of classic charm and comfy living. Enjoy family evenings by the fireplace and take advantage of the expansive backyard-perfect for entertaining, outdoor activities, or future enhancements. The large corner lot provides added privacy and curb appeal, while the storage shed and attached garage offers lots of extra space for tools and lawn equipment. A rare opportunity to own water front property w/ room to spread out, both inside and out right in the heart of the city. Close to shopping yet private for your family needs.

824 Heritage Point, South Chesapeake

516 Ashforth Way, South Chesapeake
$675,000
5 Beds ⋅ 3.1 Baths ⋅ 10656044 MLS
Welcome in to this beautiful Great Bridge home! This spacious 5 bedroom, 3.5 bath home offers comfortable living in a neighborhood where location and lifestyle come together. Enjoy being just a short distance from the community pool, perfect for summer afternoons! Inside, the open kitchen flows seamlessly into the living area and features granite countertops, stainless appliances, a center island, and pantry. The cozy living room adds character with wood beams and a fireplace. The spacious primary suite offers a relaxing retreat with dual sinks, a soaking tub, and separate custom tile shower. Outside, enjoy a screened porch and concrete patio with fire pit that are perfect for entertaining or unwinding. Come see this one today!

516 Ashforth Way, South Chesapeake

1416 Woodside Court, South Chesapeake
$450,000
3 Beds ⋅ 2 Baths ⋅ 10655585 MLS
Welcome to 1416 Woodside Court, a charming Chesapeake ranch offering comfortable one-level living and a floor plan designed for everyday life and entertaining. The spacious eat-in kitchen features granite countertops and a large center island, while the inviting living area is anchored by a wood-burning fireplace. Three bedrooms, two full baths, and a two-car garage provide plenty of flexibility. Major updates include a new 30-year architectural roof and water heater, both replaced in 2025 as well as new flooring in the bedrooms. Outside, enjoy a large backyard with room to relax, play, garden, or entertain. Tucked away on a court yet conveniently located near interstate access, shopping, dining, and everyday amenities, this move-in-ready home combines thoughtful updates and welcoming spaces.

1416 Woodside Court, South Chesapeake

229 Fresno Drive, South Chesapeake
$500,000
4 Beds ⋅ 3 Baths ⋅ 10656410 MLS
This is one of those rare homes that truly supports multi gen or other uses. TRUE DETACHED in law suite with kitchenette full LARGE bath, living and bedroom, private access. The roof, paint, carpet dishwasher ALL NEW to get ready to SELL ! Just a little personalization and this could be your dream home. Its just waiting for you. Full brick, masonry fireplace, oversized deck, extra driveway and a covered parking area. City and Zillow records not reflective of the current dwelling. Three generous bedrooms plus room over the garage AND the suite make this home a winner for you! DONT DRIVE? NO PROBLEM! VERY NEAR ALL ANCILLARY SERVICES Extra nice YMCA with indoor and outdoor pool just a few short blocks. Physicians, groceries, dining and the highway system.

229 Fresno Drive, South Chesapeake

233 Old Drive, South Chesapeake
$625,000
5 Beds ⋅ 2.1 Baths ⋅ 10656430 MLS
Welcome to the one that checks all the boxes- space, style, in the heart of Great Bridge location, and a backyard you definitely don’t find every day! Built in 2020, this updated 5-bedroom, 2.5-bath home offers approximately 2,200 square feet and sits on nearly .40 acres in the sought-after Great Bridge school district. While the home may only be a few years old, the current owners didn’t stop with builder finishes, nearly every space has been thoughtfully refreshed with updated paint, upgraded light fixtures, and carefully chosen details throughout. Truly, no room has been left untouched! Step inside to a bright, welcoming floor plan with spacious kitchen features, granite countertops, stainless steel appliances, plenty of cabinetry, and a large island, all opening into the family room with fireplace and a separate dining area. 5 bedrooms located upstairs as well as a dedicated laundry room and spacious primary suite that offers its own private retreat and walk-in closet.

233 Old Drive, South Chesapeake

1910 Briton Lane, South Chesapeake
$610,000
4 Beds ⋅ 2.1 Baths ⋅ 10656415 MLS
BUY THIS AWESOME HOME, WE’LL BUY YOURS!* Discover elevated, low-maintenance living in sought-after Chesapeake 23322!! This impressive 4-bedroom, 2.5-bath residence offers 2,598 sq ft of beautifully designed living space with comfort and sophistication throughout. The showpiece is the exceptional 529 sq ft covered and screened outdoor retreat, finished with premium epoxy flooring and designed for elegant entertaining, alfresco dining, or peaceful relaxation. An additional patio, custom walkway, and professionally landscaped grounds enhance the home’s refined outdoor appeal. Enjoy a lock-and-leave lifestyle with HOA-maintained front landscaping and resort-style community amenities just moments away. Ideally situated near shopping, dining, parks, and major commuter routes, this exceptional home blends luxury, convenience, and effortless living.

1910 Briton Lane, South Chesapeake

1237 Spruce Lane, South Chesapeake
$624,990
4 Beds ⋅ 2.1 Baths ⋅ 10656376 MLS
Seller is offering a $15,000 concession with a full price offer as Seller prefers to not do any additional improvements. This credit may be used at Buyers discretion towards closing costs, prepaids, fees and any buyer expenses or repairs. Stunning 4 bed 2 and a half bath custom-built home. Spacious bedrooms, upgraded kitchen with dual ovens and all newer appliances. Surround sound wired in the large family room. Newer flooring throughout. Custom built screened in back porch with a beautiful large yard. Relax on the front porch swing while overlooking the quiet cul de sac. Sought after neighborhood with the benefit of accessing major highways, bases & stores in minutes. Seller also providing a one year home warranty. Look at this one first! A beautiful place to come home!

1237 Spruce Lane, South Chesapeake

145 Hurdle Drive, South Chesapeake
$459,900
4 Beds ⋅ 2 Baths ⋅ 10656377 MLS
Welcome to this spacious 4-bed, 2-bath home situated on a beautiful half-acre lot in the heart of Great Bridge! Offering a flexible floor plan, this home features 2 oversized living areas, 2 spacious primary bedrooms, & 2 additional bedrooms—ideal for multigenerational living, a home office, playroom, or the potential for a 5th bedroom. Updates include fresh interior paint, new flooring, restored hardwood floors, & renovated bathrooms. The updated kitchen offers new countertops, ample cabinet space, & a cozy breakfast nook. Step outside to the covered deck overlooking the expansive backyard, providing plenty of room for entertainment, gardening, pets, or future outdoor additions. With no HOA, you’ll also enjoy plenty of space to park your RV or boat on the property. Located in the highly desirable Great Bridge school district, you’ll enjoy the convenience of being just minutes from shopping, restaurants, & everyday amenities. Don’t miss this rare opportunity to own a move-in-ready home with space, flexibility, & an unbeatable location. Schedule your showing today!

145 Hurdle Drive, South Chesapeake

1121 Kinderly Lane, South Chesapeake
$479,972
3 Beds ⋅ 2.1 Baths ⋅ 10656369 MLS
Move right in to this beautifully maintained home, built in 2016 and perfectly situated on over ¾ of an acre at the end of a quiet cul-de-sac. Designed with both comfort and entertaining in mind, this home features 9-foot ceilings, an open-concept floor plan, quartz countertops, and stainless steel appliances. Upstairs, you’ll find a convenient laundry room with washer and dryer that convey. The expansive backyard offers endless possibilities, with plenty of room to add a pool, garden, or outdoor living space—all enhanced by attractive fencing.Enjoy a tucked-away, private setting while still being just minutes from shopping, interstates, and military bases. This home truly offers the best of space, style, and location. Attractive financing using the Seller's preferred lender . Be sure to inquire.

1121 Kinderly Lane, South Chesapeake

525 Hanbury Road W, South Chesapeake
$604,900
4 Beds ⋅ 2.1 Baths ⋅ 10656333 MLS
Beautiful 4-bedroom, 2.5-bath ranch in the Great Bridge School District with a great layout and plenty of space to spread out! Start with the inviting covered front porch, then step inside to an open floor plan with 9-foot ceilings, gorgeous hardwood floors, and a gas fireplace in the family room. The spacious kitchen opens right into the family room and features granite countertops, stainless steel appliances, tons of cabinet and counter space, a breakfast bar, large pantry, under-cabinet lighting, and plenty of room for a kitchen table. The split-bedroom floor plan gives everyone a little extra privacy, with the primary suite on one side of the home and two additional bedrooms with a shared bath on the other. The 4th bedroom is the FROG and could easily be used as a home office, guest room, game room, media room, or whatever works best for you. There’s also convenient walk-in attic access right through the FROG closet for easy storage. The primary suite has a large walk-in closet and a spacious bath with dual sinks, an extra-long soaking tub, separate shower, private water closet, and plenty of storage. Out back, you’ll find a large yard and covered patio that’s perfect for relaxing, grilling, or entertaining. The garage also has a 240V plug for your EV charger already in place. Great layout, great location, and lots to love. Schedule your showing today!

525 Hanbury Road W, 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.

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