Homes for Sale near Monticello High School

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  /45

  $760,000

  • 4 Beds
  • 4 Baths
  • 3,263 Sq Ft

  125 Vincennes Rd, Charlottesville, VA 22911

  Located in the desirable Key West community, this charming Dutch Colonial home sits on an elevated lot and offers 4 bedrooms, 2 full baths, and 2.5 baths. The home has been thoughtfully maintained and enhanced over the years to provide additional living space and improved functionality. One of the most significant improvements was the expansion of the primary suite, which included additional

  

  Peter Cathcart

  STEVENS & COMPANY-CHARLOTTESVILLE

  (434) 623-9654

  125 Vincennes Rd, Charlottesville, VA 22911
• 

  Explore Monticello High School

• 

  

  

  /22

  $219,500

  • 2 Beds
  • 2 Baths
  • 940 Sq Ft

  1252 Villa Ln Unit F, Charlottesville, VA 22903

  Welcome to this beautifully positioned top-floor 2-bedroom, 2-bath condo offering the perfect blend of comfort and convenience. Filled with natural light, this inviting home overlooks the community tennis courts and pool, with stunning mountain views creating a peaceful backdrop.The spacious layout features an open living and dining area, ideal for relaxing or entertaining. Enjoy morning coffee

  

  PATTI ROWE

  LONG & FOSTER - GLENMORE

  (434) 362-5734

  1252 Villa Ln Unit F, Charlottesville, VA 22903
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  /72

  $1,075,000

  • 3 Beds
  • 3.5 Baths
  • 5,277 Sq Ft

  2629 Ducks Lake Ridge, Scottsville, VA 24590

  Custom-built and lovingly maintained, this immaculate home sits on 21 serene acres with 4 acres cleared, and the rest blanketed in mature hardwoods — just 25 minutes from Charlottesville. With access to Ducks Lake (13.8 acres), outdoor living here is truly a lifestyle.Rich hardwood floors flow through the main living areas, anchored by a stunning floor-to-ceiling stone fireplace. The gourmet

  

  Errin Kardos-Searcy

  STORY HOUSE REAL ESTATE

  (434) 623-9472

  2629 Ducks Lake Ridge, Scottsville, VA 24590
• 

  

  

  /19

  $245,000

  • 4 Beds
  • 4 Baths
  • 1,450 Sq Ft

  235 Yellowstone Dr Unit 102, Charlottesville, VA 22903

  $31,000+ annual rental income. Fully leased through July 2027. Day-one cash flow. No-step 4BR/4BA condo in gated Eagles Landing. One of Charlottesville's most amenity-rich communities, convenient to UVA, PVCC, and the broader corridor. Well-maintained with a fully equipped kitchen, in-unit laundry, and a bonus storage room right next door. Windows replaced 2021. HOA covers the heavy lifting: Ting

  

  SOPHIE LIN

  LONG & FOSTER - CHARLOTTESVILLE

  (434) 331-8981

  235 Yellowstone Dr Unit 102, Charlottesville, VA 22903
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  /64

  $330,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  7081 Secretarys Sand Rd, Schuyler, VA 22969

  Nicely updated ranch style home on 2 acres in Southern Albemarle. Enjoy country living with an easy commute to Charlottesville. Recently updated kitchen, baths, windows, and siding. Basement level is mostly finished with the potential to make a great family room, rec room, home office, etc. The yard is large enough for a garden or fenced area, mature fruit trees dot the yard. Lovely, covered

  

  Sam Acord

  FREEDOM REALTY GROUP LLC

  (434) 302-9451

  7081 Secretarys Sand Rd, Schuyler, VA 22969
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  /2

  $438,236

  New Construction $6K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,872 Sq Ft

  3067 Horizon Rd, Charlottesville, VA 22902

  

  Atlantic Builders

  Builder

  3067 Horizon Rd, Charlottesville, VA 22902
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  /32

  $245,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 881 Sq Ft

  270 Riverbend Dr Unit 1C, Charlottesville, VA 22911

  One of the best locations in Riverbend! Condo is sited to enjoy privacy since it backs up to the woods and even has some winter river views from kitchen and dining; perched above the Rivanna River and walking trails with great walkability for groceries and dining too. First floor condo with stepless entry and ample parking in close proximity. This is also the largest 1Br floor plan with generous

  

  MARLO ALLEN

  MOUNTAIN AREA NEST REALTY

  (434) 602-6554

  270 Riverbend Dr Unit 1C, Charlottesville, VA 22911
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  /29

  $500,000

  $25K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,273 Sq Ft

  1680 Delphi Dr, Charlottesville, VA 22911

  Modern, energy-efficient living in desirable Cascadia! Built in 2020, this stylish townhome offers low-maintenance living with thoughtful upgrades throughout. Enjoy gorgeous Blue Ridge Mountain sunset views and a bright, open layout designed for today’s lifestyle. The home features durable flooring throughout with absolutely no carpet, creating a clean and contemporary feel on every level. The

  

  Jessica Russo

  NEST REALTY GROUP

  (434) 661-5285

  1680 Delphi Dr, Charlottesville, VA 22911
• 

  

  /12

  $325,000

  • Land
  • 3.45 Acres
  • $94,203 per Acre

  0 Club Dr Unit 677561, Keswick, VA 22947

  Nestled in the Keswick Estate enclave and only 10 minutes to Charlottesville, this 3.45 acre wooded homesite offers an exceptional canvas for your dream retreat. Surrounded by rolling hills and historic Virginia farmland, the lot borders only one neighbor, with wooded green space on the western side that provides a rare sense of privacy. Just beyond your doorstep await world-class experiences:

  

  ALYSON SNIDER

  DONNA GOINGS REAL ESTATE LLC

  (434) 829-3278

  0 Club Dr Unit 677561, Keswick, VA 22947
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  /24

  $269,900

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  5435 Ames Gap Ln, Covesville, VA 22931

  This beautifully renovated rambler has been completely updated from top to bottom, offering modern comfort and move-in-ready convenience. Major improvements include a new roof, HVAC system, drywall, flooring, windows and plumbing. Fresh landscaping creates a welcoming first impression as you arrive. Inside, the light-filled living room provides a bright and inviting space. Fresh paint and LVP

  

  Lori Bales

  Keller Williams Realty

  (434) 303-4064

  5435 Ames Gap Ln, Covesville, VA 22931
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  /37

  $685,000

  $10K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,974 Sq Ft

  3178 Horizon Rd, Charlottesville, VA 22902

  With 4 bedrooms and 3.5 bathrooms, this nearly new residence blends modern comfort, functionality and access to the outdoors in one exceptional package. The main level showcases an open-concept kitchen designed for gathering and everyday living, complete with granite countertops, spacious island, stainless steel appliances and a generous pantry. Natural light flows effortlessly through the living

  

  Eddie Karoliussen

  FOUR CORNERS REAL ESTATE SOLUTIONS, LLC

  (434) 510-8179

  3178 Horizon Rd, Charlottesville, VA 22902
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  /61

  $1,500,000

  • 5 Beds
  • 4.5 Baths
  • 3,361 Sq Ft

  1961 Piper Way, Keswick, VA 22947

  2026 Renovated Classic Light-Filled Home — Available Immediately Located in the prestigious gated community of Glenmore, this beautifully renovated classic home offers exceptional living space, modern updates, and an outstanding location. The dramatic great room features a cathedral ceiling, a wall of windows that fills the home with natural light, and a cozy wood-burning fireplace. The

  

  PATTI ROWE

  LONG & FOSTER - GLENMORE

  (434) 337-3842

  1961 Piper Way, Keswick, VA 22947
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  /41

  $615,000

  • 3 Beds
  • 2.5 Baths
  • 2,465 Sq Ft

  1092 Wintergreen Ln, Charlottesville, VA 22903

  Tucked away on a quiet cul-de-sac in the Redfields neighborhood, this beautifully maintained home offers the perfect blend of comfort, privacy, and convenience. Situated on 0.28 acres, the property features three levels of living space with 3 bedrooms, 2.5 baths, and a functional floor plan designed for everyday living and entertaining. The main level welcomes you with a dramatic two-story living

  

  Eddie Karoliussen

  FOUR CORNERS REAL ESTATE SOLUTIONS, LLC

  (434) 448-9734

  1092 Wintergreen Ln, Charlottesville, VA 22903
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  /2

  $465,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,894 Sq Ft

  3069 Horizon Rd, Charlottesville, VA 22902

  

  Atlantic Builders

  Builder

  3069 Horizon Rd, Charlottesville, VA 22902
• 

  

  /12

  $325,000

  • Land
  • 3.45 Acres
  • $94,203 per Acre

  0 Club Dr Unit 15A & PARCEL B, Keswick, VA 22947

  Nestled in the Keswick Estate enclave and only 10 minutes to Charlottesville, this 3.45 acre wooded homesite offers an exceptional canvas for your dream retreat. Surrounded by rolling hills and historic Virginia farmland, the lot borders only one neighbor, with wooded green space on the western side that provides a rare sense of privacy. Just beyond your doorstep await world-class experiences:

  

  ALYSON SNIDER

  DONNA GOINGS REAL ESTATE LLC

  (434) 361-3442

  0 Club Dr Unit 15A & PARCEL B, Keswick, VA 22947
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  /3

  $419,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,917 Sq Ft

  Ashton Plan, Charlottesville, VA 22902

  

  Atlantic Builders

  Builder

  2205 Swallowtail Ln Unit 39388645, Charlottesville, VA 22902
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  /12

  $490,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft

  1087 Wintergreen Ln, Charlottesville, VA 22903

  OPEN HOUSE SATURDAY JUNE 13 FROM NOON UNTIL 2 PM! Enjoy convenient one-level living in this charming 3-bedroom, 2-bath home located in the desirable Redfields neighborhood. Situated on 0.22 acres at the end of a quiet cul-de-sac, this 1997-built home offers both privacy and comfort. The open floor plan features a spacious living room with cathedral ceilings and a beautiful stone gas fireplace,

  

  Eddie Karoliussen

  FOUR CORNERS REAL ESTATE SOLUTIONS, LLC

  (434) 597-3759

  1087 Wintergreen Ln, Charlottesville, VA 22903
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  /49

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,186 Sq Ft

  43 Creekside Cir, Charlottesville, VA 22902

  Nestled on a quiet cul-de-sac in Mill Creek Village, this tastefully updated one-level home offers the perfect blend of comfort, style, and low-maintenance living. Breathtaking Blue Ridge views make every day special. Whether it's drinks on the new front deck or relaxing on the incredible brick patio out back, one feels the great care taken by the current homeowner. Snow's Garden Center designed

  

  Doug McGowan

  RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  (434) 216-5194

  43 Creekside Cir, Charlottesville, VA 22902
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  /36

  $725,000

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

  6414 Jefferson Mill Rd, Scottsville, VA 24590

  Classic, colonial style Virginia home sitting on over 25 acres just south of Charlottesville, Virginia. This 3,000 square foot home was built in 2010 and has 5 bedrooms, 3.5 bathrooms, an attached 2 car garage, and a fully finished walkout basement. There are beautiful hardwood floors, conveying furniture if desired, high speed fiber internet, whole house Generac generator, and an elevated rear

  Kevin Reinemund THE TIMBERS GROUP

  6414 Jefferson Mill Rd, Scottsville, VA 24590
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  /31

  $589,900

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  22D Wardell Crest, Charlottesville, VA 22902

  To be built. Nestled near I-64, 5th Street Shopping Center, UVA, and Downtown Charlottesville, Southwood offers the best of both worlds—easy access to city life and the tranquility of suburban surroundings. The Meridian single family design features 3 bedrooms, 2.5 baths, and a versatile, open floorplan with a kitchen layout includes granite countertops, large island, maple cabinetry, and

  Greg Slater NEST REALTY GROUP

  22D Wardell Crest, Charlottesville, VA 22902
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  /30

  $484,900

  • 3 Beds
  • 2.5 Baths
  • 1,854 Sq Ft

  18A Wardell Crest, Charlottesville, VA 22902

  To be built. Deliveries Spring '27. Nestled near I-64, 5th Street Shopping Center, UVA, and Downtown Charlottesville, Southwood offers the best of both worlds—easy access to city life and the tranquility of suburban surroundings. END UNIT. On the entry level, you’ll find a 2-car garage and an included flex space that can be customized to fit your lifestyle—whether that’s a home office, guest

  Greg Slater NEST REALTY GROUP

  18A Wardell Crest, Charlottesville, VA 22902
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  /25

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  1250 Maple View Dr, Charlottesville, VA 22902

  Bright and sunny end-unit townhome in Charlottesville offering 3 bedrooms and 2 full baths in a well-kept community with lush green space. The main level features a bedroom and full bath, ideal for guests or flexible living. Galley kitchen with plenty of counter space and fresh white cabinets. Designated living room with fireplace. Separate dining room opens to a lovely sunroom with tile

  Matt White REDFIN CORPORATION

  1250 Maple View Dr, Charlottesville, VA 22902
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  /73

  $12,000,000

  • 9 Beds
  • 10 Baths
  • 12,000 Sq Ft

  6909 Blenheim Rd, Scottsville, VA 24590

  Welcome to River's Edge by the Mount Ida Reserve. This is an incredible, 430 acre property only 25 minutes from Charlottesville, Virginia. Truly a once in a lifetime opportunity that offers a wide range of options and rare investment opportunities if desired. Entering the property through a paved, private gated entrance lined with trees, you will shortly be met with sweeping pastoral

  Kevin Reinemund The Timbers Group

  6909 Blenheim Rd, Scottsville, VA 24590
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  /60

  $925,000

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

  6518 Jefferson Mill Rd, Scottsville, VA 24590

  Here is your opportunity to live on 25 acres just south of Charlottesville, Virginia. When reaching the private entrance to the property, you are met with sweeping pastoral and some mountain views overlooking the long, winding driveway. The house is tucked far from the road which adds to the privacy and secluded nature of this lot, and beautifully spaced trees are scattered throughout the

  Kevin Reinemund THE TIMBERS GROUP

  6518 Jefferson Mill Rd, Scottsville, VA 24590
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  /21

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  35A Bethune St, Scottsville, VA 24590

  West Village offers thoughtfully designed single family homes in a welcoming neighborhood setting that blends comfort, connection, and everyday convenience. With inviting streetscapes, green spaces, and easy access to nearby amenities, West Village is designed for the way you live. The Meridian is a flexible and thoughtfully designed home that offers space to gather and room to grow. The main

  Greg Slater NEST REALTY GROUP

  35A Bethune St, Scottsville, VA 24590
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  /30

  $639,900

  • 3 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  22F Wardell Crest, Charlottesville, VA 22902

  To be built. Nestled near I-64, 5th Street Shopping Center, UVA, and Downtown Charlottesville, Southwood offers the best of both worlds—easy access to city life and the tranquility of suburban surroundings. The Amberwood offers a thoughtful balance of comfort, flexibility, and style. The inviting main level features a spacious great room with an optional fireplace, a modern kitchen with a large

  Greg Slater NEST REALTY GROUP

  22F Wardell Crest, Charlottesville, VA 22902
• 

  

  /24

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  21C Wardell Crest, Charlottesville, VA 22902

  To be built. The Meridian single family design features 3 bedrooms, 2.5 baths, and a versatile, open floorplan with a kitchen layout includes granite countertops, large island, maple cabinetry, and stainless-steel appliances. This home also offers additional choices including a covered or screened rear deck/patio. Upstairs, enjoy a spacious primary suite with private deck, walk-in closet, and

  Greg Slater NEST REALTY GROUP

  21C Wardell Crest, Charlottesville, VA 22902
• 

  

  /4

  $159,995

  • Land
  • 22 Acres
  • $7,272 per Acre

  0 Secretarys Sand Rd Unit 26941346, Schuyler, VA 22969

  22 wooded acres ranging from hilly to gently rolling to level land. Located about 20 miles South of Charlottesville VA. Owner financing available.

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

  0 Secretarys Sand Rd Unit 26941346, Schuyler, VA 22969
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  /75

  $4,495,000

  • 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
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  /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
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  /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
• 

  

  /4

  $169,995

  • Land
  • 22 Acres
  • $7,727 per Acre

  0 Green Creek Rd Unit 26363330, Schuyler, VA 22969

  22 wooded acres convenient to Charlottesville and Scottsville VA. Mountain Views, Stream. Owner financing available with $1,995 Down, $1,621.24 mo., 20yrs/10%apr See seller's website

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

  0 Green Creek Rd Unit 26363330, Schuyler, VA 22969
• 

  

  /86

  $4,475,000

  • Land
  • 42 Acres
  • $106,548 per Acre

  0 Shadwell Rd, Keswick, VA 22947

  This is an extremely rare opportunity to own over 42 acres in Keswick, Virginia. This property's coveted location combined with it's seclusion is unmatched.The land boasts multiple, beautiful building sites and private lake access with more than 1,300 ft of private lake frontage. A well maintained trail network winds throughout the property, leading you to an elevated observation area

  Kevin Reinemund The Timbers Group

  0 Shadwell Rd, Keswick, VA 22947
• 

  

  /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. See seller website.

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

  0 Secretarys Sand Rd Unit 26353430, Schuyler, VA 22969
• 

  

  /20

  $649,990

  New Construction Open Sat 12PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 3,186 Sq Ft

  12 Butterfield Ln, Keswick, VA 22947

  Welcome to Rivanna Village Single-Family, where elevated design meets luxurious living. The Columbia basement features an open-concept main level with a spacious great room, chef-inspired kitchen, flexible living space, and a generous owner?s suite, complemented by quartz countertops, designer cabinetry, and optional gas fireplace. The finished walkout basement adds valuable additional living

  Marjorie Adam BETTER HOMES & GARDENS R.E.-PATHWAYS

  12 Butterfield Ln, Keswick, VA 22947
• 

  

  /33

  $674,000

  • Land
  • 57.74 Acres
  • $11,673 per Acre

  TBA Old Green Mountain Rd Unit 500, Esmont, VA 22937

  Discover over 57 acres of unspoiled land in the heart of Southern Albemarle. This property offers a picturesque blend of mature hardwood forests and open, partially cleared areas with glimpses of the mountains in the distance. Hog Creek meanders through the property, enhancing its serene and natural setting. Whether you envision building your dream home, creating an outdoorsman?s retreat, or

  CRAIG SPICER KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

  TBA Old Green Mountain Rd Unit 500, Esmont, VA 22937

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