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Oakpark, VA Homes for Sale

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  • /22

    $285,000

    $14K PRICE DROP
    • Land
    • 10 Acres
    • $28,500 per Acre

    0 Goods Ln, Madison, VA 22727

    Coming Soon in beautiful Madison County — an incredible opportunity to own approximately 10 acres of beautifully maintained open pasture and endless potential on a private road. Recently perked for conventional septic. Currently awaiting final division approval, this picturesque property offers a gorgeous homesite setting with the perfect blend of open space and scenic countryside charm. Another

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    (540) 502-4724

    0 Goods Ln, Madison, VA 22727
  • /60

    $399,900

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,756 Sq Ft

    40 John Tucker Rd, Madison, VA 22727

    Huge price reduction! What an absolute steal! Why settle for a home that needs work when you can have one that's already been renovated from top to bottom? Situated on a beautiful 2-acre lot in Madison County, this move-in ready home offers the perfect blend of modern updates, privacy, and outdoor space. Enjoy peaceful wooded views, room for pets and gardening, and the freedom that comes with

    Agent Photo

    Heather Skowronsky

    Samson Properties

    (540) 518-0210

    40 John Tucker Rd, Madison, VA 22727
  • /19

    $300,000

    $15K PRICE DROP
    • Land
    • 12.5 Acres
    • $24,000 per Acre

    0 John Tucker Unit VAMA2002750, Madison, VA 22727

    Coming Soon in beautiful Madison County — an incredible opportunity to own approximately 12.5 acres of beautifully maintained open pasture and endless potential. Recently perked for conventional septic. Currently awaiting final division approval, this picturesque property offers a gorgeous homesite setting with the perfect blend of open space and scenic countryside charm. Another 10 acre lot

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    (540) 495-1565

    0 John Tucker Unit VAMA2002750, Madison, VA 22727
  • /60

    $799,000

    • 4 Beds
    • 3 Baths
    • 3,546 Sq Ft

    64 Rolling Green Ln, Brightwood, VA 22715

    Nestled on 3 beautifully landscaped acres in the established Rolling Green neighborhood of Brightwood, this stunning traditional contemporary home offers the perfect blend of elegance, comfort, and convenience in Madison County, Virginia.Impeccably maintained, this spacious residence features 4 generously sized bedrooms and 3 full bathrooms, including a main-level primary suite and an

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    (540) 726-6380

    64 Rolling Green Ln, Brightwood, VA 22715
  • /72

    $559,900

    • 3 Beds
    • 3 Baths
    • 3,408 Sq Ft

    1522 Meander Run Rd, Locust Dale, VA 22948

    Welcome to the perfect blend of modern comfort and peaceful country living. Set on 5 private acres, this beautifully maintained 3-bedroom, 3-bath home offers space, flexibility, and a long list of brand-new upgrades designed for today’s lifestyle.Enjoy true peace of mind with major updates already complete, including a brand-new HVAC system, stove, dishwasher, refrigerator, and carpet—making

    Agent Photo

    Melissa Martin

    CENTURY 21 New Millennium

    (540) 426-0495

    1522 Meander Run Rd, Locust Dale, VA 22948
  • /17

    $1,100,000

    $100K PRICE DROP
    • Land
    • 7.8 Acres
    • $141,026 per Acre

    TBD Seminole Trail, Madison, VA 22727

    Prime 7.8-Acre Development Opportunity in the Heart of Madison County Exceptional location fronting busy Route 29 with additional right-of-way access off Main Street. This 7.8-acre parcel is zoned R1 (Low Density Residential) and offers an outstanding opportunity for residential development or potential civic use. The land is undeveloped and features a mostly level topography—ideal for building.

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    (540) 870-5863

    TBD Seminole Trail, Madison, VA 22727
  • /14

    $695,000

    $74K PRICE DROP
    • Land
    • 6.3 Acres
    • $110,317 per Acre

    0 Main St N Unit VAMA2002288, Madison, VA 22719

    6.3 Acres of Prime B1 Commercial Land in the Town of Madison Incredible opportunity to own 6.3 acres of commercially zoned land in the heart of Madison County, offered in two parcels—5.8 acres and 0.5 acres. With direct frontage on Main Street and additional secondary access between the Rescue Squad and Madison Plumbing & Electric, this property offers excellent visibility and accessibility for a

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    (540) 202-2159

    0 Main St N Unit VAMA2002288, Madison, VA 22719
  • /68

    $415,000

    $34K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,744 Sq Ft

    319 N Main St, Madison, VA 22727

    Circa 1840 | A Timeless Madison Treasure Step back in time and own a remarkable piece of Madison’s history. Constructed around 1840 by John Richard Gooding and proudly featured in The Historic Homes of Madison, this well-maintained Colonial residence pre-dates the Civil War and is rich with architectural character and enduring charm. From the moment you arrive, the classic columned front porch

    Kelly Duckett-Corbin RE/MAX Gateway

    319 N Main St, Madison, VA 22727
  • /6

    $1,450,000

    • Land
    • 244 Acres
    • $5,943 per Acre

    0 Mount Zion Church Rd Unit 27296213, Madison, VA 22727

    244.34 acres located in Madison County, VA . Beautiful rolling farm land surronded by multiple streams with abudant wildlife. Mix of wooded (mature hardwoods and planted pines) and open pasture. Currently used for cattle. Great location for homesite, farm, or recreational land. - Fully fenced - 200 Amp electrical service on site- Multiple home sites with interior roadsystem in

    Peter Vick

    0 Mount Zion Church Rd Unit 27296213, Madison, VA 22727
  • /28

    $330,000

    • Land
    • 10 Acres
    • $33,000 per Acre

    0 Elly Rd Unit 674426, Aroda, VA 22709

    Private 10-acre wooded parcel in the quiet Aroda area of Madison County. Gently rolling terrain with mature woods and a small stream through the lot. Survey completed with proposed septic drainfield location identified, and property corners and drainfield area are clearly marked. Access via a shared private driveway serving several nearby properties, with a power line along one side of the

    Tom Woolfolk KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

    0 Elly Rd Unit 674426, Aroda, VA 22709
  • /8

    $89,900

    $5K PRICE DROP
    • Land
    • 1 Acre
    • $89,900 per Acre

    0 Main St, Madison, VA 22727

    In-town lot, Gravity flow septic system approved, wooded, shared driveway with 1 other lot.

    Bonnie Coffey Samson Properties

    0 Main St, Madison, VA 22727
  • /2

    $1,500,000

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft

    4408 N Seminole Trail, Brightwood, VA 22715

    Mike Jamil Smart Realty, LLC

    4408 N Seminole Trail, Brightwood, VA 22715
  • /7

    $155,000

    • Land
    • 4.21 Acres
    • $36,852 per Acre

    3575 Orange Rd, Aroda, VA 22709

    #72040-Here's your chance to build your dream home in beautiful Madison County ! This 4+ acre parcel features 2024 soil work, with a proposed well and drain field already in place. The gently rolling, mostly open lot offers plenty of space to create the homesite and yard you've envisioned. Conveniently set back off Route 230, the property provides a peaceful, neighborly setting while still

    Bear Davidson United Country Virginia Realty

    3575 Orange Rd, Aroda, VA 22709
  • /3

    $375,000

    • Land
    • 31.41 Acres
    • $11,939 per Acre

    0 Tanners Unit VAMA2002612, Orange, VA 22960

    30+ Acres of Opportunity in Madison County – Across from Woodberry Forest School! Discover the perfect place to create your forever homestead with these 2combined parcels totaling approximately 31.4 acres in the heart of Madison County. Mostly wooded and full of natural beauty, this land offers privacy, tranquility, and space to roam. Located directly across from Woodberry Forest School, this

    Keith Neeley EXP Realty, LLC

    0 Tanners Unit VAMA2002612, Orange, VA 22960
  • /28

    $330,000

    • Land
    • 10 Acres
    • $33,000 per Acre

    0 Elly Rd Unit 50 81, Aroda, VA 22709

    Private 10-acre wooded parcel in the quiet Aroda area of Madison County. Gently rolling terrain with mature woods and a small stream through the lot. Survey completed with proposed septic drainfield location identified, and property corners and drainfield area are clearly marked. Access via a shared private driveway serving several nearby properties, with a power line along one side of the

    Tom Woolfolk KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

    0 Elly Rd Unit 50 81, Aroda, VA 22709
  • /16

    $264,900

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    114 Marshall Rd, Madison, VA 22727

    Ranch style home in Madison County VA. This home features 3 bedrooms, 1 bath, an eat-in kitchen, laundry closet, a storage building and a portable carport. The nearly level .65-acre lot makes for a great yard.

    Cindy Whitelock Massanutten Realty

    114 Marshall Rd, Madison, VA 22727
  • /20

    $129,000

    • 3 Beds
    • 1 Bath

    TBD Mount Pisgah Church Dr, Orange, VA 22960

    Looking for a project - this is a fixer upper or a demo to salvage the log walls and stone fireplace for accent features in a new home! Seller financing available with good credit and 20% down. This old house is on a 2.3 acre wooded lot with some extras included: survey completed, electric line services the house area, well on site, and an existing septic that would need a soil engineer to

    Cinthia Thornhill CENTURY 21 New Millennium

    TBD Mount Pisgah Church Dr, Orange, VA 22960
  • /14

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    5878 N Seminole Trail, Brightwood, VA 22715

    Welcome to this beautifully maintained move-in ready one-story home on 1.52 acres in Brightwood, VA with no HOA! Completely remodeled in 2020, this updated 3-bedroom, 2-bath home features new bedroom flooring, decorative concrete patios in the front and back perfect for outdoor entertaining, and a storage shed. Enjoy peaceful country living with mountain views with easy access to Route 29, just

    Pilar Galdamez Wolford And Associates Realty LLC

    5878 N Seminole Trail, Brightwood, VA 22715
  • /18

    $2,472,000

    • Land
    • 23.09 Acres
    • $107,059 per Acre

    0 Main St N Unit VAMA2002616, Madison, VA 22719

    Discover an exceptional opportunity to acquire three contiguous land parcels totaling 23.103 acres in a highly desirable location between N. Main Street and Business Route 29 in Madison VA. Offering a rare combination of Business (B1) and Residential (R1) zoning, this property provides outstanding flexibility for commercial development, residential housing, or a mixed‐use project.Parcel 1 –

    Kim Gallihugh CENTURY 21 New Millennium

    0 Main St N Unit VAMA2002616, Madison, VA 22719
  • /12

    $120,000

    • Land
    • 3.07 Acres
    • $39,088 per Acre

    0 Malvern Dr Unit VAMA2002738, Madison, VA 22727

    Large, open and buildable lot in Malvern of Madison awaits your builder--or we will introduce you to one. This 3.07-acre lot lies right on Malvern Drive just past the entry to Malvern of Madison community. The well-established and friendly community boasts a clubhouse, recreational lake, outdoor pool and play area for children. The lot has been perc'd and the septic designer is ready to submit a

    Timothy Murphy RE/MAX Distinctive Real Estate, Inc.

    0 Malvern Dr Unit VAMA2002738, Madison, VA 22727
  • /6

    $1,450,000

    $400K PRICE DROP
    • Land
    • 244.34 Acres
    • $5,934 per Acre

    0 Mount Zion Church Rd Unit 2604632, Madison, VA 22727

    244.34 acres located in Madison County, VA• 200 Amp electrical service on site• Multiple home sites• Interior road system in place• Property subject to nutrient credit and streamrestoration easements• 91.4 acres in the nutrient credit easement- plantedin loblolly pines in 2023• Great recreation land with abundant wildlife Includes 4 tax

    Peter Vick Commonwealth Residential Rlty

    0 Mount Zion Church Rd Unit 2604632, Madison, VA 22727
  • /74

    $460,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,660 Sq Ft

    24346 Oak Forest Dr, Rapidan, VA 22733

    Nestled on a private 1 acre lot in Culpeper with no HOA, this nearly 2,700 square foot home offers the perfect blend of space, comfort, and modern updates that today's buyers are searching for. From the moment you arrive, the paved driveway, detached one car garage, and well maintained exterior create an immediate sense of pride and curb appeal. Inside, the main level welcomes you with gleaming

    Zachary Gregor Samson Properties

    24346 Oak Forest Dr, Rapidan, VA 22733
  • /6

    $295,000

    • 3 Beds
    • 1 Bath
    • 1,550 Sq Ft

    219 Skyview Ln, Aroda, VA 22709

    Come see this 3 bedroom 1 bath home on 3 recently surveyed acres in beautiful Aroda in Madison County. It features hardwood floors, double pane windows, and a heat pump for efficient heating and cooling. The bathroom has a tub as well as a separate fiberglass shower. Washer and dryer hookups are conveniently located on the main floor and also in the basement. A turned metal roof along with the

    Norman Domingo XRealty.NET LLC

    219 Skyview Ln, Aroda, VA 22709
  • /13

    $612,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft

    LOT 1 Cedar Ridge Rd, Rapidan, VA 22733

    LOCATED MIDWAY BETWEEN CULPEPER COUNTY AND ORANGE COUNTY. TO BE BUILT ON A 3.36 ACRE LOT. NO HOA. - FLEXIBLE BUILDER ALLOWS CHANGES TO FLOOR PLANS. ADVERTISED MODEL IS THE CAROLINE MODEL WHICH IS TRIGON'S MOST POPULAR ONE LEVEL LIVING PLAN. THIS HOME OFFERS 3 BR'S, 2 BA'S, UNFINISHED BASEMENT, WITH RI PLUMBING FOR FUTURE EXPANSION, AND 2 CAR GARAGE. KITCHEN BOASTS GRANITE COUNTER TOPS, LARGE WALK

    Jim Cheatle CENTURY 21 New Millennium

    LOT 1 Cedar Ridge Rd, Rapidan, VA 22733
  • /39

    $435,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,928 Sq Ft

    328 John Weaver Dr, Brightwood, VA 22715

    Set on 2.69 usable acres in the heart of Madison County, this updated 1950s farmhouse offers the rare combination of country charm, practical infrastructure, and flexible outdoor utility. Whether you’re looking for garden space, room for animals, workshop space, or simply a quieter rural setting with more breathing room, this property provides a strong foundation without the burden of a large

    ROSS HARNESS LONG & FOSTER - CHARLOTTESVILLE

    328 John Weaver Dr, Brightwood, VA 22715
  • /79

    $499,999

    $30K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,035 Sq Ft

    7221 Crockett Ave, Rapidan, VA 22733

    Beautiful Colonial with Spacious Open Living, Beautiful Updates & Peaceful Country Setting! Perfectly perched on a large open lot surrounded by mature trees, this 3BR/3.5BA home offers the privacy, space, and serene rural lifestyle you’ve been dreaming of—all while being conveniently located just a short drive to Madison, Culpeper, and Orange. Step onto the inviting wraparound porch and into a

    Kelly Duckett-Corbin RE/MAX Gateway

    7221 Crockett Ave, Rapidan, VA 22733
  • /60

    $612,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,198 Sq Ft

    LOT 2 Cedar Ridge Rd, Rapidan, VA 22733

    PERFECT COLONIAL ON 3.02 ACRES-HOME IS "TO BE BUILT" PHOTOS SHOW OPTIONS THAT MAY NOT BE INCLUDED IN THE BASE PRICE. WE HAVE THIS FLOOR PLAN IN ANOTHER LOCATIONTO VIEW. - FLEXIBLE BUILDER ALLOWS CHANGES TO FLOOR PLANS. ADVERTISED MODEL IS THE SUSSEX WHICH OFFERS 4 BR'S AND 2.5 BA'S, FULL UNFINISHED BASEMENT WITH RI PLUMBING FOR FUTURE EXPANSION AND 2 CAR GARAGE. LARGE KITCHEN WITH GRANITE COUNTER

    Terry Cheatle CENTURY 21 New Millennium

    LOT 2 Cedar Ridge Rd, Rapidan, VA 22733
  • /44

    $499,000

    Open Thu 5PM - 7PM Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,404 Sq Ft

    14 Surrey Ct, Madison, VA 22727

    Kathy Campbell Kathy Jean Campbell

    14 Surrey Ct, Madison, VA 22727
  • /20

    $375,000

    $12K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 897 Sq Ft

    850 Oak Park Rd, Madison, VA 22727

    Enjoy your coffee with the sunrise on the back deck. Then take an afternoon break on the covered front porch to take in the peacefulness Madison county has to offer. Charming and cozy 2 bed 1.5 bath cottage in the foothills of Madison county. Conveniently located to Rt. 29. Everything in this house is brand new, Major rehab completed in 2026. All systems, alliances, electrical, plumbing, HVAC,

    Christopher Pierce MarketPlace REALTY

    850 Oak Park Rd, Madison, VA 22727
  • /47

    $525,000

    • 4 Beds
    • 3 Baths
    • 2,464 Sq Ft

    247 Bootons Ln, Orange, VA 22960

    Tucked into a beautifully wooded & private setting, 247 Bootons Lane offers the perfect combination of privacy, entertaining space, and everyday comfort. This spacious four-bedroom, three-bath home was designed for gathering, relaxing, and enjoying both indoor and outdoor living to the fullest. The property’s standout feature is undoubtedly the incredible outdoor entertaining setup. From the

    Amy Cherry Taylor Porch & Stable Realty, LLC

    247 Bootons Ln, Orange, VA 22960
  • /4

    $950,000

    • Land
    • 75.71 Acres
    • $12,548 per Acre

    0 Davis Ln, Aroda, VA 22709

    Beautiful wooded 75.71± acre tract located in Aroda in scenic Madison County. Currently being used as recreational and hunting property, this private parcel offers an excellent opportunity for outdoor enthusiasts, a weekend retreat, or a future homesite. The land is enrolled in Forestry Use for potential tax benefits. A stream and natural spring are located toward the rear of the property, adding

    Cindy Joskowiak NextHome Premier Properties & Estates

    0 Davis Ln, Aroda, VA 22709
  • /2

    $258,750

    • Land
    • 7.5 Acres
    • $34,500 per Acre

    0 Beahm Town Rd Unit VAMA2002440, Culpeper, VA 22701

    Your dream estate awaits! Two Lots are available!! Each of these stunning 7.5-acre parcels located in Madison County, VA, with a Culpeper address, is the perfect canvas for your custom home. With a peak elevation of 511 feet, you'll find multiple potential sites for incredible mountain views! These sites are approved for a 4-bedroom home, creating the ideal setting for a large, private

    Charles Dubissette Divine Fog Realty Capital Area LLC

    0 Beahm Town Rd Unit VAMA2002440, Culpeper, VA 22701
  • /15

    $575,000

    • Land
    • 64.11 Acres
    • $8,969 per Acre

    1 Louise Ln, Rapidan, VA 22733

    Nestled within a serene and secluded landscape, this expansive 64.11-acre lot offers a unique opportunity to create your dream retreat. Surrounded by trees and borders Crooked Run in a rural setting, this property is perfect for those seeking a peaceful escape from the hustle and bustle of everyday life. The absence of through traffic ensures a quiet environment, allowing you to fully immerse

    Cathy Marco Cowan Realty, Inc.

    1 Louise Ln, Rapidan, VA 22733
  • /50

    $465,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft

    359 Malvern Dr, Madison, VA 22727

    Welcome home to 359 Malvern Drive. This lovely home in the Malvern of Madison community offers the serenity of a four-acre, mostly wooded, private lot, yet in a vibrant community with many amenities, including a community pool and lake access. Very accessible to Madison and US Highway 29, the house boasts valuable main floor living with primary bed and bathroom on the entry level. A spacious

    Janis Murphy RE/MAX Distinctive Real Estate, Inc.

    359 Malvern Dr, Madison, VA 22727
  • /62

    $940,000

    • 4 Beds
    • 3.5 Baths
    • 5,110 Sq Ft

    295 Fairground Rd, Madison, VA 22727

    GAITED KNOLL — Exceptional equestrian estate on 11.8 scenic acres in Madison County, offering over 5,000 finished sq ft of beautifully renovated living space and outstanding horse facilities. The home features a vaulted great room with dramatic rock fireplace, gourmet kitchen, spacious dining area, rich wood flooring, and a luxurious owner's suite with an oversized walk-in closet and updated

    Julie Holbrook NEST REALTY GROUP

    295 Fairground Rd, Madison, VA 22727
  • /15

    $429,900

    • Land
    • 44.66 Acres
    • $9,626 per Acre

    Lot A Trasara Rd, Rapidan, VA 22733

    Price Improved! 44.66 Acres in Rapidan/Culpeper County — Big Land, Big Potential, and a Rare Chance to Create Your Own Rural Vision. This large acreage tract offers open pasture, wooded privacy, rolling countryside, scenic views, and long-term flexibility in beautiful Culpeper County. Whether you are looking for space to build, agricultural use, a private rural retreat, recreational land, or a

    Dianna Banks RE/MAX Gateway

    Lot A Trasara Rd, Rapidan, VA 22733
  • /14

    $159,000

    $40K PRICE DROP
    • Land
    • 3.65 Acres
    • $43,562 per Acre

    TM# 42-5 Thoroughfare Rd, Raccoon Ford, VA 22701

    Beautiful 3.65 Acre lot with a 4 bedroom perc site! Brand new survey! Mostly open, some woods and seasonal mountain view make this elevated building lot desirable! Road frontage on Thoroughfare Rd, VDOT has approved the new entrance, waiting on the paperwork. In less then 15 minutes you can be in Culpeper, Orange, or Madison! Ideal Location!

    Dana Williams EXP Realty, LLC

    TM# 42-5 Thoroughfare Rd, Raccoon Ford, VA 22701
  • /30

    $649,900

    • Land
    • 46.78 Acres
    • $13,893 per Acre

    TBD Orange Rd, Aroda, VA 22709

    Escape to the peace and beauty of Madison County with this stunning parcel offering the perfect opportunity to build your dream home, weekend retreat, or private getaway. Surrounded by picturesque countryside and mountain views, this property provides a serene setting with open space, mature trees, and the charm of rural Virginia living. Whether you envision a small farm, homestead, recreational

    Laurie Falk The Hogan Group Real Estate

    TBD Orange Rd, Aroda, VA 22709
  • /67

    $1,395,000

    $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,297 Sq Ft

    7793 White Oak Rd, Rapidan, VA 22733

    Exceptional custom property offering luxury upgrades, flexible use potential, and a truly unique lifestyle opportunity. Situated on nearly 10 acres, this extensively improved property offers endless possibilities for multigenerational living, entertaining, hobby farming, equestrian use, or creating a farmette. A standout feature is the custom brewery building and separate tasting room. Currently

    AMY MOON REAL BROKER, LLC

    7793 White Oak Rd, Rapidan, VA 22733

Frequently Asked Questions

What are the most popular zip codes in Oakpark, VA?
The most popular zip codes in Oakpark, VA include 22727, 22709, 22732, 22701 and 22715.
What are the most popular neighborhoods near Oakpark, VA?
The most popular neighborhoods near Oakpark, VA are Ruckersville, Twin Lakes, Northeast Charlottesville, Earlysville and Mountain View.
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