Caroline County, VA Real Estate Search

Caroline County, VA Recently Sold Homes

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Newest Caroline County, VA Recently Sold Homes for Sale

222 S 3rd St, Denton
$249,000
3 Beds ⋅ 2 Baths
Discover the timeless appeal of this classic Cape Cod, ideally situated just moments from the heart of historic Denton. Lovingly maintained over the years, this three-bedroom, two-bath home offers enduring character, thoughtful updates, and an exceptional backyard retreat rarely found at this price point. The inviting floor plan is filled with natural light and includes comfortable gathering spaces, while the rear Florida room provides the perfect vantage point for overlooking the backyard. Step outside to discover your own private oasis featuring an in-ground swimming pool, expansive concrete patio, covered entertaining area, fenced yard, and pool house with electricity—an ideal setting for summer entertaining, weekend relaxation, and creating lasting memories with family and friends. Significant improvements reflect years of attentive ownership and include replacement siding and many replacement windows in 2011, a new roof installed in 2021, and a regularly maintained heating system. The pool is open and operational, allowing the next owner to enjoy one of the property's signature amenities from day one. Located just minutes from Denton's charming historic downtown, you'll enjoy easy access to locally owned restaurants, shopping, medical services, parks, and community events. Convenient access to Routes 404 and 50 makes commuting to Easton, Annapolis, Dover, and the Delaware beaches practical while allowing you to enjoy the relaxed lifestyle and small-town charm of Maryland's Eastern Shore. Whether you're searching for a place to call home or an opportunity to personalize a property with lasting appeal, this well-cared-for Cape Cod offers comfort, character, and exceptional outdoor living in a convenient in-town location. Estate sale. Property is being sold strictly "As Is, Where Is"

222 S 3rd St, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

13023 Stonewall Jackson Rd, Woodford
$995,000
6 Beds ⋅ 5 Baths
Assumable VA Loan 3.375% for qualified buyers, current balance is approximately $549,000. Sitting on nearly 30 Acres in beautiful Caroline County, 3 finished levels await in this well appointed and meticulously maintained 2006 built Colonial. 25k in recent upgrades mean new LVP flooring through majority of basement and a New 3.5 ton RUUD Seer-2 Heat pump/AC. With an attached oversized 2 car garage, additional 3 bay workshop with 7,000 lb lift and 200 amp service, 50 amp RV hookup, and further storage sheds for all the extra toys! From the grand front porch you'll witness the hummingbirds at work or wrap up your days star gazing from the front lawn. Across the threshold an inviting 2 story foyer with charming slate floors and a well appointed main floor master means no steps up or down stairs after long days in the garden. The large Master suite boasts double walk in closets, jetted soaker tub, walk in shower and abundant light throughout. The kitchen at the heart of the main floor features unique marble countertops complementing the slate floors surrounding. Formal dining room to the one side, breakfast nook and bar seating to the left and easy access to the large deck overlooking trees and trails. Conveniently just inside the garage entrance are the large powder room and laundry room with abundant cabinet space. The family room with pellet stove insert allows for the warmth without the mess. The grand staircase within the 2 story foyer take us to the 2nd level landing and further well appointed bedrooms. Flexible floor plan with multiple bonus rooms, this home shows as 6-bedroom configuration, with 4.5 baths; septic perc approved for 4 bedrooms. Upstairs includes an au pair suite and attached bath with both soaker tub and walk in shower. The 3 additional bedrooms and full bath overlook the properties huge deck or surrounding grounds. Tons of storage throughout the home with multiple attic areas and tons of closet space on all 3 floors. Fully finished basement includes media room with Projector equipment conveying, an amazing space for a pool table, bar, or whatever you desire. Not one but TWO walkouts to the rear of property for outdoor entertaining, fireside gatherings or a stroll down established trails through the rolling acreage under a mature tree canopy. The outdoors is appreciated from every angle here with an enormous front porch, large rear deck, shaded under deck area ready for your swinging chairs and accessible from the 2 basement walkouts. Lot is devisable, check with Caroline County for approval of any intended land uses. Tax record does not reflect correct square footage of over 5400. Close proximity to downtown Fredericksburg and the convenience of 95 access mean local attractions are all at your reach. Room to roam indoors and out, versatility for all the hobbyists in your household and NO HOA. This is the place for those desiring proximity to the perks of the Fredericksburg region while still maintaining access to the nature and space of the countryside. Privacy and versatility without sacrificing proximity.

13023 Stonewall Jackson Rd, Woodford

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Q Real Estate, LLC.

22088 Landora Bridge Rd, Ruther Glen
$625,000
4 Beds ⋅ 4 Baths
3.25% Assumable VA loan!! If you've been dreaming of space, privacy, and a home that is truly move-in ready, this one deserves a spot at the top of your list. Situated on 2.35 wooded acres just minutes from I-95, this beautiful property offers the perfect blend of peaceful country living and commuter convenience, complete with high-speed fiber optic internet. The welcoming front porch sets the tone for what's inside. The main level features hardwood floors and tile throughout, and a spacious, functional floor plan. The open-concept kitchen flows seamlessly into the massive family room with a gas fireplace, creating the ideal gathering space for everyday living and entertaining. The kitchen has been upgraded with brand-new, top-of-the-line GE Café Series appliances. A formal dining room and a flexible front room provide options for a home office, sitting room, or additional living space. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a tray ceiling, dual walk-in closets, and a private bath featuring a soaking tub and separate walk-in shower. The upper-level laundry room includes a new high-end front-load washer and dryer, making everyday chores a little easier. The finished walk up basement offers incredible versatility with a recreation room, full bathroom, custom built-in bar with sink, full-size refrigerator, and a fifth room that could be used as a gym or bedroom (not to code). Whether you're hosting game day gatherings, creating the ultimate entertainment space, or accommodating guests or multigenerational living, this lower level delivers. Additional highlights include over 4,000 finished square feet, a brand-new storage shed, newly installed (and owned) propane tanks, a whole-house Generac generator, spacious rooms throughout, and a private backyard that backs to trees, creating your own rural oasis. Enjoy the tranquility of country living without sacrificing convenience—this exceptional home offers the best of both worlds.

22088 Landora Bridge Rd, Ruther Glen

Listing courtesy of River Fox Realty, LLC. Contact:

Selling Office: Non Subscribing Office.

225 S 2nd St, Denton
$410,000
5 Beds ⋅ 3 Baths
Welcome to one of Denton's most charming historic homes, where timeless Victorian architecture, thoughtful updates, and small-town living come together beautifully. Situated on a picturesque corner lot in Denton's historic district, this lovingly maintained five-bedroom home offers more than 2,300 square feet of character-filled living space, abundant natural light, original architectural details, and inviting indoor and outdoor gathering spaces. The gracious covered front portico, mature landscaping, fenced yard, covered side deck, and expansive rear deck create wonderful spaces for relaxing, entertaining, gardening, and enjoying Eastern Shore living. Located within walking distance of downtown Denton's shops, restaurants, community events, and everyday conveniences, the home offers both charm and convenience. The third floor provides flexible bonus space ideal for a home office, studio, reading retreat, playroom, guest overflow, or additional storage. Surrounded by views of a beautiful mature oak tree, the space has a cozy treehouse feel that makes it especially appealing as a creative workspace or remote-work retreat. While the third floor is not connected to the home's central HVAC system, it has been comfortably used year-round with supplemental heating and cooling units. Thoughtful updates help provide peace of mind while preserving the home's historic character, including a 2018 roof, updated electrical panel, Whirlpool range (2019), refrigerator (2017), microwave (2025), Frigidaire Gallery dishwasher with new plumbing and electrical installation (2025), HVAC air handler (2012), and water heater (2011). Perfectly positioned to enjoy the best of the Eastern Shore, the home is approximately 20 minutes to Easton, 50 minutes to Annapolis, 1 hour to Rehoboth Beach, and 90 minutes to Ocean City. This is more than a house—it is a home with warmth, history, character, and heart, offering a lifestyle that blends historic beauty with everyday livability.

225 S 2nd St, Denton

Listing courtesy of Redfin Corp. Contact:

Selling Office: Rosendale Realty.

719 Lake Caroline Dr, Ruther Glen
$257,000
2 Beds ⋅ 1 Baths
Back on the market due to buyer financing falling through. Their loss is your opportunity. Nestled within the sought-after Lake Caroline community, this charming home offers something buyers are struggling to find today: affordability, functionality, and access to an incredible lifestyle. Step inside and you'll immediately notice how spacious the home feels. Warm hardwood floors flow throughout the main living areas, while natural light fills the space and creates an inviting atmosphere from the moment you walk through the door. An arched doorway adds character and architectural interest, setting this home apart from the ordinary. The living room offers a comfortable gathering space that feels open yet welcoming, making it equally suited for quiet evenings at home or entertaining family and friends. Just beyond, the kitchen provides ample cabinet storage, practical workspace, and an easy connection to the living areas that keeps everyone part of the conversation. With two bedrooms and one full bath, the layout is efficient, comfortable, and ideal for first-time buyers, downsizers, weekend lake enthusiasts, or anyone looking for a smart investment in a growing community. Outside, the oversized rear deck expands your living space and creates the perfect setting for morning coffee, summer cookouts, or relaxing evenings under the stars. Positioned on a corner lot, the property offers additional yard space, privacy, and room to enjoy the outdoors. But the real magic is the lifestyle that comes with Lake Caroline ownership. Residents enjoy private lake access, a sandy beach, swimming pool, basketball courts, playgrounds, picnic areas, and year-round recreational opportunities. Whether you're spending the day on the water, meeting neighbors at community events, or simply enjoying the peaceful surroundings, Lake Caroline offers far more than just a place to live. Homes at this price point with access to amenities like these are becoming increasingly difficult to find. If you've been waiting for an opportunity to enjoy lake community living without the waterfront price tag, this is one worth seeing. The previous buyer's financing fell through. The home did not. Now it's ready for its next owner.

719 Lake Caroline Dr, Ruther Glen

Listing courtesy of Lake Anna Island Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

313 Cannon Dr, Ruther Glen
$340,000
3 Beds ⋅ 3 Baths
Welcome to Lake Caroline! Situated on a large private lot within walking distance to the community boat docks, this spacious 3-bedroom, 3-bath split foyer offers a bright, open-concept layout with vaulted ceilings and an airy flow connecting the living room, dining area, and kitchen — creating an ideal space for both everyday living and entertaining. A cozy wood-burning fireplace anchors the main living area and adds warmth and character to the space. Freshly painted with brand new carpet throughout, the home also features updated lighting, door hardware, switches, and outlets — giving it a clean, refreshed, move-in ready feel while still allowing room for your own personal touches. The primary suite overlooks the rear deck and includes an oversized en-suite bath and generous closet space. Two additional light-filled bedrooms and a full hall bath complete the upper level. Downstairs, the lower level offers excellent flexibility with a large daylight recreation space, full bath, walk-out access to the side yard, laundry area, and entry to the attached 1-car garage — ideal for guests, hobbies, a home office, or additional living space. Outdoor living is a standout feature with a spacious rear deck and a beautiful vaulted screened porch perfect for relaxing or entertaining while enjoying the peaceful backyard setting. Located in the gated community of Lake Caroline, residents enjoy an impressive list of amenities including lake access, beaches, pool, boating, fishing, swimming, tennis courts, playgrounds, picnic areas, and walking trails — all conveniently located just minutes from I-95 for an easy commute north or south.

313 Cannon Dr, Ruther Glen

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: CENTURY 21 New Millennium.

218 Victoria Dr, Ruther Glen
$368,900
3 Beds ⋅ 3 Baths
Back on the market with many updates! Welcome to lake community living at its best. Nestled on a corner lot in the sought-after gated community of Lake Land'Or, this well-loved 3-bedroom, 2.5-bath Colonial offers 2,438 sq ft of comfortable, move-in ready living — with the kind of everyday details that make a house truly feel like home. From the front porch, enjoy peaceful lake views that set the tone for the lifestyle this community delivers. Step inside to find luxury vinyl tile flowing throughout the entire home — stylish, durable, and effortless to maintain. The flexible front entry room is perfectly sized for a home office, study, or formal sitting area. Upstairs, three spacious bedrooms offer room for family and guests alike — and the washer and dryer are conveniently located on the bedroom level, so laundry stays where life happens. The attached two-car garage adds everyday storage and parking convenience. Outside, the large screened-in back porch with skylights is where warm-weather memories are made — whether you're watching birds at dusk or soaking in the breeze. When evening comes, the backyard fire pit is the perfect spot for music, conversation, and unwinding under the stars. Lake Land'Or is one of the region's most beloved gated lake communities — centered around a private 87-acre lake open to gas-powered boating, water skiing, kayaking, and fishing. Residents enjoy a swimming pool, tennis courts, clubhouse, fitness center, private beaches, pavilion, camping area, archery range, skeet/firing range, and more. With quick access to I-95, Ladysmith shopping, Fredericksburg, and Richmond, this is the rare address that delivers resort-style living without sacrificing convenience. 218 Victoria Drive isn't just a house — it's the lifestyle you've been looking for.

218 Victoria Dr, Ruther Glen

Listing courtesy of Ascendancy Realty LLC. Contact:

Selling Office: Real Broker, LLC.

13859 Farmer Dr, Woodford
$305,000
2 Beds ⋅ 1 Baths
BACK ON THE MARKET at NO FAULT to the seller. Classic Charm & Expansive Space in Woodford! Welcome to 13859 Farmers Dr., a delightful mid-century home that perfectly balances cozy interior living with an incredible outdoor footprint. Built in 1954, this residence offers a peaceful retreat in the Woodford region with plenty of room to grow. Inside, you'll find 1,268 sq. ft. of inviting, functional living space with 2 comfortable bedrooms, 1 full bathroom, and two separate living rooms that give everyone space to spread out. The large kitchen is made for gathering, and beautiful hardwood flooring runs throughout, adding a touch of timeless warmth and character. There's even a sunroom with real windows, not just screens, so you can enjoy the view in any season. Downstairs, the basement offers excellent versatility, perfect for a home workshop, hobby space, or extra storage. Step outside and the possibilities open right up. Situated on a 0.76-acre lot with mature landscaping, the home features a brand new deck, a charming fire pit area, and a 1-car garage. Whether you dream of a sprawling garden, a private play area, or future additions, there's room to make it happen. Best of all, you're just 10 minutes from historic Bowling Green and less than 30 minutes from Fredericksburg and the VRE. This is the kind of place that makes you want to stay awhile, catch up with friends, and sip your coffee a little slower.

13859 Farmer Dr, Woodford

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Coldwell Banker Elite.

7323 Legacy Ln, Ruther Glen
$478,000
5 Beds ⋅ 4 Baths
Welcome to 7323 Legacy Lane, a beautifully maintained 5-bedroom, 3.5-bath home nestled on a quiet cul-de-sac in the sought-after Pendleton Golf Community. Offering three finished levels of living space, this move-in ready home has been freshly painted and thoughtfully updated, including a stunning new primary bath shower. The open-concept main level is designed for both everyday living and entertaining, featuring a spacious family room with a cozy gas fireplace, a gourmet kitchen with granite countertops, stainless steel appliances, tile backsplash, abundant cabinetry, and a large pantry. Upstairs, the expansive primary suite offers dual closets, including a generous walk-in closet, and a beautifully updated bath. Four additional bedrooms provide flexibility for family, guests, home offices, or hobbies. The fully finished walk-out lower level offers immense additional living space—perfect for a recreation room, media area, fitness space, guest suite, or multi-generational living. Located less than 1.5 miles from I-95, Pendleton residents enjoy outstanding amenities including a championship golf course, walking trails, playgrounds, community green spaces, and a convenient location between Fredericksburg and Richmond. Enjoy the benefits of a well-established community while still feeling tucked away from the hustle and bustle. This immaculate home combines space, comfort, convenience, and lifestyle—schedule your showing today!

7323 Legacy Ln, Ruther Glen

Listing courtesy of Coldwell Banker Elite. Contact:

Selling Office: Town & Country Elite Realty, LLC..

128 Main St, Preston
$435,000
3 Beds ⋅ 3 Baths
Blending warmth, character, and thoughtful updates, this beautifully maintained post-and-beam home offers a truly inviting living experience both inside and out. The spacious main level features all tile flooring, a huge living room anchored by a cozy wood stove, a flexible study/sitting room, and a charming 3-season room. The kitchen and dining combination creates an ideal gathering space with granite countertops, freshly painted cabinetry, and easy access to the mudroom/laundry area. Radiant heat serves as the primary heat source, adding efficient comfort throughout the home, while a convenient half bath completes the first floor. Upstairs, hardwood floors run throughout all three bedrooms, including a spacious primary suite with heated bathroom floors, soaking tub, and separate shower. The hall bath has been tastefully updated with a tile shower and upgraded vanity. Additional improvements include added insulation along the sides of the home, new drywall throughout, a metal roof, and a dry basement with French drain system, dehumidifier, and storage space. Outdoor living shines with a large wood porch overlooking the fenced backyard with mature native gardens.. A detached oversized two-car garage and additional rear parking via alley access provide plenty of space for vehicles, hobbies, or storage. This home combines timeless charm, functional updates, and exceptional comfort in a setting designed to enjoy year-round.

128 Main St, Preston

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Accurate Realty & Management LLC.

410 Roper Dr, Bowling Green
$475,000
4 Beds ⋅ 4 Baths
Welcome to a home where small-town living meets everyday comfort. Set within walking distance of downtown Bowling Green, this 4-bedroom, 3.5-bath residence offers over 4,000 square feet of well-maintained living space, including a first-floor primary suite and a fully finished basement that adapts to whatever life calls for. Stroll to Main Street for coffee, ice cream, local shops, and restaurants, or join the neighborhood for the Harvest Festival, the Christmas parade, and the changing seasons of fall color and spring blooms. This is the kind of community where neighbors look out for one another and kids run between yards until dark, a rare and genuine sense of belonging. Inside, large windows flood the home with natural light and frame the views: cotton-candy sunsets from the front, open sky and passing clouds from the living room, and clear stars by night. The main-level primary suite offers single-floor convenience, while the shrubs beneath the front windows host a returning bird's nest each spring. This home has been thoughtfully updated and meticulously maintained. Recent improvements include all-new flooring and carpet, updated lighting throughout, all-new appliances (washer and dryer included), professionally painted kitchen cabinets, a refreshed primary bath, a newer hot water heater, and recently serviced HVAC. It's move-in ready with the major items already handled. The fully finished basement is the home's standout feature and a true differentiator in this market. Over the years it has served as an in-law suite, a home gym, a game room, a gymnastics studio, and a homeschool classroom, proof of just how flexible the space can be for multigenerational living, work, or play. Step out to the deck, ideal for grilling and gathering, overlooking a yard built for backyard games and lasting memories. And the location can't be beat: peaceful and quiet, yet an easy drive to Richmond, Ashland, Doswell, Fredericksburg, and Dahlgren. Homes like this, genuine community, room to grow, and a location this convenient, don't come along often. Recent Updates & Improvements: 2024: New carpet throughout upstairs and basement, new garbage disposal, new primary bath shower enclosure 2023: All-new flooring, new kitchen cabinets (professionally painted), basement bathroom vanity, 3 of 4 toilets replaced, new hot water heater 2026: Both AC units serviced (May), kitchen and basement bathroom faucets replaced (June) Throughout: New lighting (main level and upstairs hallway), both ceiling fans, all appliances including washer and dryer, all-new smoke alarms 2019: Whole house painted. Come see why this is house is the one you've been wanting!

410 Roper Dr, Bowling Green

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Cornerstone Elite Properties, LLC..

675 Welsh Dr, Ruther Glen
$355,000
4 Beds ⋅ 3 Baths
Completely renovated and thoughtfully improved from top to bottom, 675 Welsh Drive offers buyers the rare opportunity to move into a home where the major work has already been done. Recent improvements include all-new flooring throughout the home, a brand-new HVAC system, resurfaced rear deck, new exterior railing, new stainless steel microwave, stove, and dishwasher, plus a beautifully renovated lower-level full bathroom featuring a new shower, toilet, and flooring. To provide additional peace of mind, the sellers have also completed a pre-listing home inspection, allowing buyers to move forward with confidence knowing the home has already undergone a thorough evaluation and significant investment in its upkeep. Tucked within the gated community of Lake Land'Or and surrounded by mature trees, this beautifully updated home offers the perfect balance of privacy, flexibility, and access to an exceptional collection of community amenities. Inside, soaring vaulted ceilings, open sightlines, and a dramatic staircase create an immediate sense of space and openness. The living room serves as the heart of the home, offering a welcoming setting for both everyday living and entertaining. New flooring and fresh updates throughout create a move-in-ready feel that allows the next owner to simply unpack and enjoy. The kitchen has been refreshed with brand-new stainless steel appliances and opens conveniently to the main living areas, creating a comfortable flow for gatherings both large and small. One of the home's most impressive features is the fully finished lower level. Complete with a newly renovated full bathroom, generous living area, excellent storage, and direct access to both the garage and backyard, this level functions beautifully as a private guest suite, multi-generational living space, home office area, recreation room, or a combination of all four. The flexibility it offers is difficult to find in today's market. Outside, the private backyard is framed by mature trees that create a peaceful natural setting. The newly resurfaced rear deck provides the perfect place for morning coffee, outdoor dining, entertaining, or simply enjoying the wildlife and wooded views that the sellers have treasured over the years. Beneath the deck, additional space offers future potential for a patio or expanded outdoor living area. The oversized garage extends beyond simple vehicle storage and includes a dedicated workshop area, built-in workbench, shelving, and an additional refrigerator/freezer that conveys with the property. Combined with the long paved driveway and abundant storage throughout the home, functionality and practicality are woven into every aspect of the property. Beyond the home itself, Lake Land'Or offers a lifestyle many buyers dream about. Residents enjoy 24-hour security, multiple swimming pools, playgrounds, clubhouse facilities, beaches, lake access, and abundant opportunities to enjoy the outdoors. The combination of water, nature, mature landscaping, and established amenities creates a community that feels like a year-round retreat. With major systems updated, renovations completed, a pre-listing home inspection already performed, and a location that blends privacy with resort-style amenities, 675 Welsh Drive offers a truly turnkey opportunity within one of the area's most amenity-rich gated communities.

675 Welsh Dr, Ruther Glen

Listing courtesy of Porch & Stable Realty, LLC. Contact:

Selling Office: Belcher Real Estate, LLC..

155 Land Or Dr, Ruther Glen
$377,000
4 Beds ⋅ 4 Baths
Spacious Rancher on a Double Lot with Finished Basement & Workshop Garage! *NEW ROOF (April of 2026) + REDONE FRONT PORCH (April of 2026)* Welcome to this well-maintained ranch-style home situated on a generous double lot offering space, versatility, and plenty of parking. This property features a large garage complete with a workshop area and overhead storage, making it perfect for hobbyists, storage, or additional workspace. Inside, you’ll find a huge kitchen with newer appliances and updated light fixtures throughout the main level. The home also features a cozy propane fireplace that creates a warm and inviting living space. The primary suite offers excellent functionality with a custom master bathroom and a conveniently located laundry area, while an additional laundry setup is located in the basement for added flexibility. The finished basement provides incredible potential with an in-law suite setup, featuring a kitchenette, private entrance, and new flooring throughout most of the space—ideal for guests, extended family, or additional living space. Outdoor living is just as impressive with a large back deck accessible from both the kitchen and the primary bedroom, perfect for relaxing or entertaining. The newly updated front porch adds great curb appeal and a welcoming place to enjoy the outdoors. With a double lot, ample parking, and flexible living space, this home offers a rare combination of comfort, functionality, and room to grow. Residents enjoy an exceptional array of neighborhood amenities designed to support an active and engaging lifestyle. Community features include swimming pools, a fully equipped fitness center, basketball courts, tennis and pickleball courts, private boating docks, community beaches, and designated fishing areas. Additional amenities include multiple clubhouses, covered pavilions, a shooting range, archery range, and 24-hour security for added peace of mind. This amenity-rich community offers something for everyone.

155 Land Or Dr, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Blue Bee Property Management.

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