Homes for Sale near Monticello High School

/75
$4,250,000

$245K PRICE DROP
- 5 Beds
- 6.5 Baths
- 7,839 Sq Ft
2687 Milton Farm, Charlottesville, VA 22902

Just 10 minutes from Charlottesville, Milton Farm spans 54 acres of rolling countryside with a well-designed estate and exceptional amenities. The nearly 8,000 sq. ft. main residence includes five bedrooms, six baths, and generous indoor and outdoor living spaces. The pool, hot tub, and pool house offer a perfect space for entertaining, complemented by expansive patios and landscaped grounds.

Murdoch Matheson FRANK HARDY SOTHEBY'S INTERNATIONAL REALTY

2687 Milton Farm, Charlottesville, VA 22902
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/70
$3,750,000
- 4 Beds
- 4.5 Baths
- 9,668 Sq Ft
268 Springdale Dr, Keswick, VA 22947

A 100-acre estate on the edge of Charlottesville in the heart of protected Keswick, Springdale is a true opportunity to own a beautifulprivate farm across Keswick Hall and minutes to downtown Charlottesville. The 6,241 square foot, well maintained residence sits perched on an elevatedsite overlooking a beautiful pond and the surrounding countryside. The mostly open, fenced property with stable,

Mr. Justin Wiley Corcoran Wiley

268 Springdale Dr, Keswick, VA 22947
/32
$8,750,000

New Construction
- 2 Beds
- 1 Bath
3612 County Road 620, Scottsville, VA 24590

Here is a singularly exceptional sanctuary of rare scale and convenience mins E of Charlottesville and UVa. The immediate neighbors are Thomas Jeffersons Monticello, President James Monroes Highland (Ash Lawn), and historic Morven, ca. 1821, owned by the UVa Foundation. Rooks Ford Farm has recently witnessed a stunning restoration under well-informed, exemplary land stewardship creating

Joe Samuels JOS. T. SAMUELS, INC.

3612 County Road 620, Scottsville, VA 24590
/2
$395,000

$55K PRICE DROP
- Land
- 26.44 Acres
- $14,939 per Acre
Winsome Orchard Ln, North Garden, VA 22959

An elevated Bundoran Farm lot with a level homesite located among a mature stand of hardwoods with pastoral winter views across the farm'sbucolic rolling hills. At the foot of Tom Mountain, this parcel is conveniently located to one of the best trails of the farms 14 acres trail system. A strong well and mostof the driveway (community maintained) are already in place giving a buyer a head start

Peter Wiley Corcoran Wiley

Winsome Orchard Ln, North Garden, VA 22959
/23
$1,195,000
- 4 Beds
- 3 Baths
- 2,780 Sq Ft
21 Acres Tbb Coles Rolling Rd, Scottsville, VA 24590

A classic 4 BR Virginia farmhouse TO BE BUILT on 21 acres with pastoral views, and privacy-enhancing hardwood forests - surrounded by Southern Albemarle's top equestrian farms & estates in conservation easement. Under 25 mins to UVA and downtown Cville. Main level guest bedroom with full bath offers flex space for study. A generous primary suite + 2 addl bedrooms/bath upstairs. Abundant

Rebecca White LORING WOODRIFF REAL ESTATE ASSOCIATES

21 Acres Tbb Coles Rolling Rd, Scottsville, VA 24590
/75
$4,350,000
- 7 Beds
- 7 Baths
- 10,802 Sq Ft
1636 Milton Rd, Charlottesville, VA 22902

Situated along the border of Thomas Jefferson's Monticello plantation, this extraordinary 69 acre estate offers a rare combination of historic surroundings, luxury living, and premier equestrian amenities just 15 minutes from downtown Charlottesville. Consisting of three separate parcels, the property presents exceptional flexibility for future development and investment potential. The

KYLE WATERS WHITETAIL PROPERTIES REAL ESTATE

1636 Milton Rd, Charlottesville, VA 22902
/42
$2,200,000
- Land
- 155 Acres
- $14,194 per Acre
0 Laird Ln, North Garden, VA 22959

Rare opportunity to own a 155-acre small farm in beautiful North Garden, Virginia.Located approximately 20 minutes from Charlottesville, this small farm is tucked away at the very end of a quiet road looking south over the North Garden Valley. The roughly 35 cleared acres have a small livestock operation with a small house, a large barn, beautiful garden, and several other structures. This

Casey Reynolds National Land Realty

0 Laird Ln, North Garden, VA 22959
/2
$159,900
- Land
- 22 Acres
- $7,268 per Acre
0 Green Creek Rd Unit 28793160, Schuyler, VA 22969

22 acres wooded acres about 19 miles from Charlottesville, 10 miles from Scottsville. Owner financing available. See website for terms.

Ralph Toomey R.J. Toomey Real Estate, Inc.

0 Green Creek Rd Unit 28793160, Schuyler, VA 22969
/3
$150,000
- Land
- 21 Acres
- $7,143 per Acre
0 Secretarys Sand Rd Unit 26353430, Schuyler, VA 22969

21 wooded acres with Mountain Views, Stream. Parcel 1 Secretarys Ridge, Albemarle County, between Charlottesville and Scottsville. Owner financing available. Adjacent 21 acres also available (Lot 2) See seller website.

Ralph Toomey R.J. Toomey Real Estate, Inc.

0 Secretarys Sand Rd Unit 26353430, Schuyler, VA 22969
/20
$599,990

$45K PRICE DROP
- 5 Beds
- 3.5 Baths
- 3,186 Sq Ft
11 Butterfield Ln, Keswick, VA 22947

HOMESITE SPECIAL! $10,000 off a finished basement, FREE Homesite, and $15,000 toward closing costs for a limited time only! Welcome to refined living in one of Keswick’s most desirable communities, Rivanna Village, where thoughtful design meets the convenience of new construction. The Columbia, with a FINISHED Walk Out Basement, offers an open-concept layout perfect for everyday living and

Josh White STORY HOUSE REAL ESTATE

11 Butterfield Ln, Keswick, VA 22947
/71
$1,699,000
- 5 Beds
- 4.5 Baths
- 5,527 Sq Ft
5105 Blenheim Rd, Charlottesville, VA 22902

Stately 5BR/4.5BA estate on 25.67 private acres in The Farms at Turkey Run. This elegant all brick home offers warm hardwood floors, soaring ceilings in the great room, gourmet kitchen, and a flowing floor plan ideal for both everyday living and entertaining. The main-level primary suite is a true retreat featuring a large picture window, two walk-in closets, and an attached bath. Upstairs, a

Amanda Spigone KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

5105 Blenheim Rd, Charlottesville, VA 22902
/75
$4,950,000

$2M PRICE DROP
- 4 Beds
- 6 Baths
- 4,974 Sq Ft
2863 Palmer Dr, Keswick, VA 22947

Keswick Springs | Set on five acres blending manicured gardens with natural beauty in Keswick Estate just outside Charlottesville, this 4,900+ sq ft home offers 4 bedrooms and 4 full-plus-2 half baths, combining traditional Southern architecture with modern livability. Light-filled interiors include a refined dining room, library, chef’s kitchen with scullery and wet bar, and multiple spaces for

Murdoch Matheson FRANK HARDY SOTHEBY'S INTERNATIONAL REALTY

2863 Palmer Dr, Keswick, VA 22947
/17
$625,000
- 6 Beds
- 4 Baths
- 3,010 Sq Ft
6019 Mossy Rock Rd, Keswick, VA 22947

HOMESITE SPECIAL at Rivanna Village! Don't miss your chance to SAVE $65,000, including $50,000 incentives plus $15,000 toward closing costs, on our LAST home left with a DECEMBER 2026 DELIVERY. This popular Lehigh floorplan offers 6 bedrooms and 4 bathrooms, including a full bedroom, full bathroom and office on the main level, perfect for guests or multi-generational living. Even better, this

Josh White STORY HOUSE REAL ESTATE

6019 Mossy Rock Rd, Keswick, VA 22947
/23
Price To Be Determined

New Construction
- 4 Beds
- 3 Baths
- 2,797 Sq Ft
The Jefferson Plan at Breezy Hill, Keswick, VA 22947

Are you in search of the perfect family home that offers ample space and the potential for cherished memories? Look no further than the stunning Jefferson plan, a 2-story gem with 4 spacious bedrooms, 2.5 bathrooms, and a 2-car garage. This home has it all.As you move further into the heart of the home, you'll be charmed by the open-concept layout of the kitchen, breakfast area, and family

Stanley Martin Builder

0 Breezy Hill Ln Unit 40372521, Keswick, VA 22947
/26
$499,950

$11K PRICE DROP
- 3 Beds
- 2 Baths
- 2,600 Sq Ft
3832 Buck Island Rd, Charlottesville, VA 22902

Welcome to 3832 Buck Island Rd - a true private retreat on 2.31 acres, just outside Charlottesville. Enjoy the ease of one-level living with abundant space to spread out and unwind. Step onto the front porch and into a bright, inviting home featuring a vaulted ceiling and plentiful natural light in the living room. The open-concept layout flows seamlessly into an eat-in kitchen with stainless

Andrew Smith Real Broker LLC

3832 Buck Island Rd, Charlottesville, VA 22902
/42
Price To Be Determined

New Construction
- 4 Beds
- 3.5 Baths
- 3,559 Sq Ft
The Fairhaven Plan at Breezy Hill, Keswick, VA 22947

Welcome to your dream home! This beautifully designed Fairhaven floor plan perfectly balances style and functionality. As you step inside, you'll find a spacious formal dining room, ideal for hosting dinner parties or enjoying family meals. The heart of the home is the stunning kitchen, featuring modern appliances, plenty of counter space, and a convenient breakfast bar. The kitchen seamlessly

Stanley Martin Builder

0 Breezy Hill Ln Unit 40785847, Keswick, VA 22947
/18
$1,899,000
- 5 Beds
- 4.5 Baths
- 4,691 Sq Ft
TBD Rolling Rd S, Scottsville, VA 24590

Welcome to your Dream Estate! This exceptional modern farmhouse offers the perfect blend of luxury, comfort, and peaceful country living. The beautifully designed kitchen features an expansive island, elegant finishes, and a functional layout that opens seamlessly to the spacious living and dining areas, creating an ideal space for entertaining and everyday living. Step outside to enjoy

MARK MACDONALD CORE REAL ESTATE PARTNERS LLC

TBD Rolling Rd S, Scottsville, VA 24590
/8
$475,900
- 4 Beds
- 3.5 Baths
- 1,894 Sq Ft
3053 Horizon Dr, Charlottesville, VA 22902

Dec/Jan Move-In – New Ashton End-Unit Townhome at Southwood! This beautifully designed Ashton townhome offers 1,894 sq. ft. with 4 bedrooms, 3.5 baths, and a 2-car garage. The open-concept layout features luxury vinyl plank (LVP) flooring throughout the main living areas and a modern kitchen with a large center island, granite countertops, and stainless steel appliances. An 8' x 18' rear deck

Chris Burns COLDWELL BANKER ELITE-RICHMOND

3053 Horizon Dr, Charlottesville, VA 22902
/2
$129,000
- Land
- 4.04 Acres
- $31,931 per Acre
TBD Albevanna Springs (Lot 3) Rd, Scottsville, VA 24590

Set on a quiet, country road in eastern Albemarle County, not far from the charming town of Scottsville, this 4-acre parcel provides a nice rural setting for your new home. The property is wooded with mixed hardwoods and pines. The parcel is not in a HOA and does not have any restrictions. Ample space for animals, gardening and other hobbies. Bring your floor plans or choose from one of ours. The

Ryan Sedwick Hometown Realty

TBD Albevanna Springs (Lot 3) Rd, Scottsville, VA 24590
/75
$1,395,000

$55K PRICE DROP
- 6 Beds
- 5 Baths
- 4,896 Sq Ft
3416 Carroll Creek Rd, Keswick, VA 22947

Custom built 6 bedroom / 5 bathroom home on a gorgeous, private homesite of over an acre with plenty of common area to the rear and a 21 acre parcel across the street makes this property feel like a "park like" setting with an easy walk or golf cart ride to all of the Glenmore amenities such as golf, tennis, pickle ball, fitness, swimming, clubhouse and more! Loaded with upgrades, this home is

Jeff Gaffney REAL ESTATE III, INC.

3416 Carroll Creek Rd, Keswick, VA 22947
/10
$319,000
- Land
- 21 Acres
- $15,190 per Acre
Lot 5 Coles Rolling Rd, Scottsville, VA 24590

Homesite 5 - One of six private building parcels ranging from 4-22 acres surrounded by Southern Albemarle’s top equestrian farms & estates in conservation easement Less than 25 mins to UVA and downtown Cville. Located along a scenic, paved country road lined with mature hardwoods and classic black board fencing, this gently rolling 21-acre parcel offers 2 potential homesites. The primary building

Rebecca White LORING WOODRIFF REAL ESTATE ASSOCIATES

Lot 5 Coles Rolling Rd, Scottsville, VA 24590
/20
$215,000

$15K PRICE DROP
- 4 Beds
- 4 Baths
- 1,450 Sq Ft
195 Yellowstone Dr Unit 201, Charlottesville, VA 22903

Excellent investment opportunity! This 4-bedroom, 4-bath condo is already producing income with three bedrooms leased through June 2028, providing immediate cash flow and reduced leasing risk. The fourth bedroom offers additional income potential or flexibility for the next owner. Priced at just $215,000, this is the lowest-priced 4-bedroom unit currently available in Eagles Landing, making it an

Tara Savage KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

195 Yellowstone Dr Unit 201, Charlottesville, VA 22903
/61
$599,000

$26K PRICE DROP
- 4 Beds
- 2 Baths
- 2,152 Sq Ft
418 James River Rd, Scottsville, VA 24590

-Open House 8/1 11:00-1:00- This charming 1920s farmhouse offers a rare blend of privacy, versatility, and proximity to town. Set on 7.9 private acres across two parcels being sold together, the property is a homesteaders paradise —whether you envision a small farm, a peaceful retreat, or a future family compound. Equestrian and hobby farm enthusiasts will appreciate the 3-stall horse barn and

Clayton Butler THE HOGAN GROUP-CHARLOTTESVILLE

418 James River Rd, Scottsville, VA 24590
/50
$649,900

$25K PRICE DROP
- 4 Beds
- 3.5 Baths
- 2,990 Sq Ft
3719 Paradise Park Ln, Charlottesville, VA 22902

Welcome to 3719 Paradise Park in Southwood, a beautifully finished, Pearl-Certified GOLD, new-construction home built in late 2024 and lightly lived in by its current owners. Enjoy the ease of a nearly new home with thoughtful post-move-in upgrades already complete, including landscaping, window treatments throughout, and a lovely back patio designed for everyday outdoor living. Inside, the

Andrea Hubbell CORE REAL ESTATE PARTNERS LLC

3719 Paradise Park Ln, Charlottesville, VA 22902
/24
$449,900
- 3 Beds
- 2 Baths
- 1,566 Sq Ft
623 Poplar Spring Rd, Scottsville, VA 24590

Charming NEW Construction on nearly 3 ACRES! Nestled just outside the historic town of Scottsville, this beautiful home offers the perfect blend of function and modern convenience. Enjoy easy one-level living with three bedrooms, including a private primary suite and a 2 car garage. The kitchen features stainless steel appliances, gas cooktop, granite counters, white cabinetry, and an island.

ANGELA FINK KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

623 Poplar Spring Rd, Scottsville, VA 24590
/59
$2,795,000
- 4 Beds
- 7 Baths
- 9,897 Sq Ft
2330 Hyland Ridge Dr, Charlottesville, VA 22911

A RESIDENCE ENGINEERED FOR THE FUTURE, this spectacular modern home pairs striking architecture and quiet luxury with extraordinary technological sophistication. Soaring ceilings, expansive rooms, wide-plank hardwood floors, hand-selected European lighting and walls of glass capturing long Blue Ridge Mountain views create a dramatic first impression. Beneath the surface is an exceptional level of

Jim Faulconer MCLEAN FAULCONER INC., REALTOR

2330 Hyland Ridge Dr, Charlottesville, VA 22911
/66
$1,295,000

$55K PRICE DROP
- 5 Beds
- 4.5 Baths
- 5,213 Sq Ft
3161 Prestwick Place, Keswick, VA 22947

Prestwick Place is a home that embraces you from the moment you step onto its custom Brazilian Ipe front porch. Architecturally designed and built by Glenmore Select Builder Vito Cetta of WeatherHill Homes, this exceptional residence seamlessly blends timeless luxury with everyday functionality. Rich architectural details are showcased throughout all four levels, including graceful interior

Marina Ringstrom LONG & FOSTER - GLENMORE

3161 Prestwick Place, Keswick, VA 22947
/30
$1,295,000
- 4 Beds
- 2.5 Baths
- 2,016 Sq Ft
3595 Red Hill Rd, Charlottesville, VA 22903

Located in a beautiful part of Albemarle County, this spacious home sits on 40 acres, with 4 potential division rights. Privacy, mature hardwoods and only 10 minutes to Charlottesville. Residence offers covered front porch, large country kitchen with eat-in area, first floor primary with walk-in closet and spacious ensuite. On the second floor, you'll find a large, full hall bathroom plus three

Steve White MCLEAN FAULCONER INC., REALTOR

3595 Red Hill Rd, Charlottesville, VA 22903
/5
$249,900
- 4 Beds
- 4 Baths
- 1,450 Sq Ft
192 Yellowstone Dr Unit 308, Charlottesville, VA 22903

Ideally located in one of Charlottesville’s most desirable rental corridors, this well-maintained 4-bedroom, 4-bath condo offers true first-floor living with no steps—an increasingly rare feature for tenants. Just minutes from UVA, UVA Hospital, the JPA corridor, and I-64, the location is highly appealing to students, faculty, and medical professionals. Eagles Landing offers strong amenities

MATT CATHCART THE HOGAN GROUP-CHARLOTTESVILLE

192 Yellowstone Dr Unit 308, Charlottesville, VA 22903
/25
$2,750,000
- Land
- 583 Acres
- $4,717 per Acre
0 Garland Ln Unit 662742, Charlottesville, VA 22902

583-acres of spectacular land located less than 20 minutes south of Charlottesville. Several elevated building sites capture wide views of the surrounding mountains, Monticello, and the Rivanna Floodplain. The land is mostly wooded and comprised of mixed pine and hardwoods, with 60± open acres spread throughout. Private, yet accessible and convenient, Jefferson View Farm offers a unique

Alex Webel HALL AND HALL PARTNERS, LLP

0 Garland Ln Unit 662742, Charlottesville, VA 22902
/23
$1,195,000
- 4 Beds
- 3 Baths
- 2,780 Sq Ft
21 acres TBB Coles Rolling Rd, Scottsville, VA 24590

A classic 4 BR Virginia farmhouse TO BE BUILT on 21 acres with pastoral views, and privacy-enhancing hardwood forests – surrounded by Southern Albemarle’s top equestrian farms & estates in conservation easement. Under 25 mins to UVA and downtown Cville. Main level guest bedroom with full bath offers flex space for study. A generous primary suite + 2 addl bedrooms/bath upstairs. Abundant outdoor

Rebecca White LORING WOODRIFF REAL ESTATE ASSOCIATES

21 acres TBB Coles Rolling Rd, Scottsville, VA 24590
/16
$539,990
- 4 Beds
- 2.5 Baths
- 2,423 Sq Ft
8 Butterfield Ln, Keswick, VA 22947

Welcome to refined living in one of Keswick’s most desirable communities, Rivanna Village, where thoughtful design meets the convenience of new construction. The Columbia offers a beautifully crafted open-concept layout, perfect for both everyday living and effortless entertaining. At the heart of the home is a stunning designer kitchen featuring an expansive island, quartz countertops, abundant

Josh White STORY HOUSE REAL ESTATE

8 Butterfield Ln, Keswick, VA 22947
/7
$109,900

$55K PRICE DROP
- Land
- 11 Acres
- $9,991 per Acre
TBD-4 Toco Hill, North Garden, VA 22959

Lot 4 - Excellent location to build your dream home. Secluded wooded land, close to North Garden, Crossroads Inn , UVA, and Charlottesville. Many local wineries are nearby including Pippin Hill.

Aaron Manis SLOAN MANIS REAL ESTATE

TBD-4 Toco Hill, North Garden, VA 22959
/74
$1,475,000

$25K PRICE DROP
- 5 Beds
- 4.5 Baths
- 3,715 Sq Ft
100 Campbell Rd, Keswick, VA 22947

A DISTINCTIVE KESWICK ESTATE WITH 9.44 ACRES, EXCEPTIONAL AMENITIES, AND TIMELESS ELEGANCE. Set in the heart of Keswick just minutes from Pantops, Martha Jefferson, Charlottesville, and area wineries, Windsong offers privacy, space, and refined living. This 5-bedroom, 4.5-bath residence features three private bedroom suites, including a luxurious main-level primary suite with fireplace, dual

GARY PALMER TOWN REALTY

100 Campbell Rd, Keswick, VA 22947
/46
$265,000
- 3 Beds
- 2 Baths
- 1,740 Sq Ft
2021 Desoto Dr, Charlottesville, VA 22902

Income-qualified owner-occupants only; no investors. This is a resale of the leasehold interest and purchase of the improvements only through the Piedmont Community Land Trust (PCLT) affordable homeownership program. The PCLT model expands access to permanently affordable homeownership opportunities in the Charlottesville area. Conveniently located minutes from Downtown Charlottesville, with easy

Keith Smith YES REALTY PARTNERS

2021 Desoto Dr, Charlottesville, VA 22902
/38
$219,000
- 2 Beds
- 2 Baths
- 799 Sq Ft
192 Yellowstone Dr Unit 306, Charlottesville, VA 22903

Turnkey Charlottesville Income Property. Tenant In Place, Cash Flowing Day One!Outstanding Investment Opportunity in Eagles Landing with a High Demand of Occupancy with Resort style Amenities. Located only minutes from UVA and downtown Charlottesville. This third floor, 799 sq. ft. condo is fully occupied and generating immediate income, making it ideal for investors seeking reliable cash

Deanne Butler Hometown Realty

192 Yellowstone Dr Unit 306, Charlottesville, VA 22903
/16
$589,990
- 5 Beds
- 3.5 Baths
- 3,010 Sq Ft
72 Mossy Rock Rd, Keswick, VA 22947

Welcome to Rivanna Village! This to-be-built Lehigh floorplan offers a seamless blend of versatility and modern elegance, thoughtfully crafted for today’s lifestyle. The open-concept main level centers around a designer kitchen featuring quartz countertops, abundant cabinetry and an oversized island, and perfect gathering space that flows seamlessly into the family room. A flex room provides the

Josh White STORY HOUSE REAL ESTATE

72 Mossy Rock Rd, Keswick, VA 22947
/18
$109,000
- Land
- 2.72 Acres
- $40,074 per Acre
TBD Rockfish River Rd, Schuyler, VA 22969

A beautiful parcel on the market for the first time in over 50 years. With river frontage and road frontage, this property makes an excellent recreational lot or building lot subject to county approval. Easy electric access and a shared drive already cut in and graveled. Mostly cleared land with nice topography and with just enough tree line to retain privacy.

GREGOR LAWRENCE STEVENS & COMPANY-CHARLOTTESVILLE

TBD Rockfish River Rd, Schuyler, VA 22969
/29
$445,000
- 3 Beds
- 2.5 Baths
- 1,710 Sq Ft
1332 Stoney Ridge Rd, Charlottesville, VA 22902

Set in Stoney Ridge at Mill Creek, this thoughtfully improved 3BR/2.5BA home offers 1,710 finished sq ft, outdoor space, & a low-maintenance lifestyle just minutes from 5th Street Station, Wegmans, Biscuit Run Park, Downtown Charlottesville, UVA, & I-64. Hardwood floors, 9' ceilings, & a gas-log fireplace highlight the main level, where living & dining spaces flow to a bright kitchen with pantry

Kevin Holt NEST REALTY GROUP

1332 Stoney Ridge Rd, Charlottesville, VA 22902
/75
$2,375,000
- 7 Beds
- 9 Baths
- 6,503 Sq Ft
6634 Porters Rd, Esmont, VA 22937

Step back in time in this 1892 manor home on 22 rolling acres on the Monticello Wine Trail. Soft light pouring through tall windows welcomes you into the foyer with a wood burning fireplace. A sweeping staircase, a curved wooden handrail and carved balusters will guide your eyes upward to the soaring ceilings. This country estate currently operates as an established bed and breakfast with its own

DENISE RAMEY TEAM LONG & FOSTER - CHARLOTTESVILLE WEST

6634 Porters Rd, Esmont, VA 22937

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