Homes for Sale in 22727

• 

  

  

  /73

  $535,000

  • 3 Beds
  • 3 Baths
  • 3,512 Sq Ft

  104 Half Penny Ln, Madison, VA 22727

  Welcome to this beautifully maintained home in the desirable Malvern of Madison community, where comfort, privacy, and flexible living come together on over 3 scenic acres with a wide relaxing creek. Easy commuting to Charlottesville while living the rural lifestyle. Offering more than 3,500 square feet of finished living space, this exceptionally clean home features 3 spacious bedrooms and 3

  

  Julie Garrett

  Rappahannock Real Estate, LLC.

  104 Half Penny Ln, Madison, VA 22727
• 

  

  

  /33

  $205,000

  Open Sun 12PM - 2PM $5K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  5560 W Hoover Rd, Reva, VA 22735

  AUCTION TERMS: Sold via online auction on the listing brokerage's website. List price does not reflect final sale price. Sold as-is, where-is. 10% buyer's premium added to high bid. Sale subject to seller confirmation. Auction ends July 31 @ 2PM. Visit listing company website for full terms. 3± Acres • Ranch Home • Oversized Detached Garage — Reva, Madison County, VA Charming, move-in-ready ranch

  

  Tim Dudley

  Dudley Resources

  5560 W Hoover Rd, Reva, VA 22735
• 

  

  

  /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.

  

  Julie Garrett

  Rappahannock Real Estate, LLC.

  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

  

  Julie Garrett

  Rappahannock Real Estate, LLC.

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

  

  

  /22

  $285,000

  $14K PRICE DROP

  • Land
  • 10 Acres
  • $28,500 per Acre

  0 Goods Ln, Madison, VA 22727

  Located in beautiful Madison County — an incredible opportunity to own approximately 10 acres of beautifully maintained open pasture, wooded border, meandering streams 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

  

  Julie Garrett

  Rappahannock Real Estate, LLC.

  0 Goods Ln, Madison, VA 22727
• 

  

  /37

  $415,000

  $20K 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 Madisons 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 and

  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
• 

  

  /18

  $1,200,000

  • Land
  • 114.9 Acres
  • $10,444 per Acre

  00 TBD W Hoover Rd, Madison, VA 22727

  This property has a new entrance. There is so much to offer here. Come to Madison County, start your Organic Farm. Make this your own sanctuary, your own peace and quiet. This property has been untouched for many years. It is in a very sought out area of Madison County, with great access for commute to Northern Virginia, Charlottesville and the Shenandoah Valley. It boasts beautiful views and

  sharon rock CENTURY 21 New Millennium

  00 TBD W Hoover Rd, Madison, VA 22727
• 

  

  /28

  $299,900

  $30K PRICE DROP

  • Land
  • 10 Acres
  • $29,990 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
• 

  

  /23

  $286,000

  • 2 Beds
  • 1.5 Baths
  • 874 Sq Ft

  221 S Honeysuckle Ln, Madison, VA 22727

  Escape to the tranquility of one of Madison County's hidden gems (WhiteOakLake). Nestled in the foothills of Virginia's Blue Ridge Mountains, this charming unfurnished home provides an exceptional blend of natural beauty, privacy, and recreation. Enjoy living in a peaceful community centered around a quiet electric-motor-only lake. Wake up to stunning water views, spend your days fishing,

  Steven Koleno BEYCOME BROKERAGE REALTY LLC

  221 S Honeysuckle Ln, Madison, VA 22727
• 

  

  /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
• 

  

  /18

  $299,000

  • Land
  • 10 Acres
  • $29,900 per Acre

  LOT 2 S F T Valley Rd, Madison, VA 22727

  Amazing Opportunity to own 10 acres on Scenic Byway 231!! Perc approved for a 4 bedroom conventional septic. Level building spot about half way up the mountain. Beautiful views from this parcel. Seasonal creek. Lots of wildlife.

  Dana Williams EXP Realty, LLC

  LOT 2 S F T Valley Rd, Madison, VA 22727
• 

  

  /46

  $674,900

  • 4 Beds
  • 4 Baths
  • 2,991 Sq Ft

  1515 Desert Rd, Reva, VA 22735

  Whole House Generator! Welcome home to your own private retreat in the heart of Reva. Set on 3 peaceful acres surrounded by mature trees and picturesque countryside, this property offers the perfect balance of privacy, comfort, and outdoor living. From the moment you arrive, you'll appreciate the inviting covered front porch that wraps around to an expansive covered deck, creating the ideal space

  Kerry Shannon Pearson Smith Realty, LLC

  1515 Desert Rd, Reva, VA 22735
• 

  

  /9

  $149,000

  • Land
  • 5.5 Acres
  • $27,091 per Acre

  0 Jacks Shop Unit VAMA2002528, Madison, VA 22727

  Ready to Build Your Dream Home in Breathtaking Madison County? Here you can have a gorgeous, all-wooded 5.5 acre lot offering privacy yet convenience, over 300 feet of frontage on a paved, state-maintained road, winter mountain views from your elevated home-site (potential all year round with selective clearing), and just a short distance to the beautiful Rapidan River! Property was previously

  Carl Broyles Montague, Miller & Company

  0 Jacks Shop Unit VAMA2002528, Madison, VA 22727
• 

  

  /8

  $165,000

  $24K PRICE DROP

  • Land
  • 5.1 Acres
  • $32,353 per Acre

  TBD Duet Rd, Madison, VA 22727

  Welcome to Life out here in a very popular area in Madison County! Where the solitude is so loud, you hear the birds sing, watch the wildlife roam on your very own private wooded lot. This lot is full of Mature Trees that boasts a nice year-round flowing stream. This all-road frontage lot is a completed buildable lot. Recently perc approved and just awaiting your dream home.

  sharon rock CENTURY 21 New Millennium

  TBD Duet Rd, Madison, VA 22727
• 

  

  /69

  $495,000

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  2303 W Hoover Rd, Haywood, VA 22722

  Recently renovated with the intention of being a forever home, this charming 1940s farmhouse was lovingly transformed while preserving the character, warmth, and timeless appeal that make it so special. Each project was completed with quality, durability, and longevity in mind. With 1,144 square feet, the home offers just enough space to get away to the extraordinarily scenic countryside of

  Robin Garbe Century 21 Redwood Realty

  2303 W Hoover Rd, Haywood, VA 22722
• 

  

  /18

  $309,000

  • Land
  • 10.34 Acres
  • $29,884 per Acre

  LOT 1 S F T Valley Rd, Madison, VA 22727

  Absolutely breathtaking lot on Scenic Highway 231!!!!!! Entrance is in place and approved by VDOT. 4 bedroom perc site approximately half way up the mountain on a lovely flat knoll. Almost 180 degrees of Mountain Views from the building spot. Wildlife trails everywhere! This is a rare opportunity!!!

  Dana Williams EXP Realty, LLC

  LOT 1 S F T Valley Rd, Madison, VA 22727
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  /136

  $5,850,000

  • 3 Beds
  • 2 Baths
  • 3,023 Sq Ft

  1830 Thrift Rd, Madison, VA 22727

  Woodbourne Estate, circa 1810, is a National and Virginia registered historic landmark set on 53 acres in Madison County, less than 90 miles from Washington, D.C. Nestled in the foothills of the Blue Ridge Mountains, the property combines two extraordinary elements: the award-winning Bald Top Brewing Company and the beautifully restored Woodbourne Manor. Together they create a rare chance to

  Daniel Langberg Virginia Estates, Inc.

  1830 Thrift Rd, Madison, VA 22727
• 

  

  /9

  $249,900

  Coming Soon

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft

  258 Laurel Dr, Madison, VA 22727

  Escape to your own slice of nature in this cozy 1-bedroom, 1-bath cottage tucked away on 4.1 wooded acres, with Garth Run access on the back of the property. Inside, the home offers warm, natural charm with wood cabinetry and butcher block countertops in the kitchen, complemented by newer stainless steel appliances that bring a modern touch to the classic cottage feel. Recent updates include a

  Carrie Brown Montague, Miller & Company

  258 Laurel Dr, Madison, VA 22727
• 

  

  /45

  $3,400,000

  • 5 Beds
  • 3 Baths
  • 2,760 Sq Ft

  3111 S Seminole Trail, Madison, VA 22727

  Beautiful 115± acre countryside property in Madison County offering open fields, established fencing and a peaceful rural setting ideal for horses, farming or a private country estate. The land features multiple paddocks, run-in sheds, and a charming brick manager’s residence, providing immediate usability while allowing flexibility for future improvements. The gently rolling acreage offers

  Sharon Merrick HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

  3111 S Seminole Trail, Madison, VA 22727
• 

  

  /18

  $350,000

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,502 Sq Ft

  399 Shelby Rd, Madison, VA 22727

  This newly renovated 3-bed, 2-bath home in Madison County makes it easy to picture your life here, waking up to panoramic mountain views, sipping coffee on your deck, and coming back to a space that feels warm and effortless. Inside, the granite countertops and luxury vinyl plank flooring throughout add a clean, modern feel that’s both beautiful and practical for everyday living. The open layout

  Ryan Dickerson Samson Properties

  399 Shelby Rd, Madison, VA 22727
• 

  

  /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
• 

  

  /3

  $312,000

  $40K PRICE INCREASE

  • Land
  • 2.83 Acres
  • $110,247 per Acre

  0 Seminole Trail Unit VAMA108074, Madison, VA 22727

  Commercial Opportunity adjoining Madison Plaza Food Lion Center. Exceptionally well located land parcels with public utilities available. Development plan has all the approvals for a business park with future uses including restaurants, office, retail and service businesses. The property is located at a traffic light across US 29 from the Madison County High School and the southern crossover.

  Bill Gentry Jefferson Land & Realty, Inc.

  0 Seminole Trail Unit VAMA108074, Madison, VA 22727
• 

  

  /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
• 

  

  /12

  $715,000

  • Land
  • 42 Acres
  • $17,024 per Acre

  TM 39-31&33b Thrift Rd, Madison, VA 22727

  "White Oak Run" - this is one of the most stunning land parcels in Central Virginia. Long State road frontage, with elevated building site, looking at the Blue Ridge and Old Rag Mountain. 42+ Acres that are in land use taxation. Soil evaluation for a four bedroom septic. Land is in predominantly mature hardwoods, and approximately eleven acres open. Several springs feed White Oak Run. New access

  Bill Gentry JEFFERSON LAND & REALTY

  TM 39-31&33b Thrift Rd, Madison, VA 22727
• 

  

  /54

  $325,000

  $75K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,486 Sq Ft

  453 Lost Valley Rd, Madison, VA 22727

  Mountain views, fresh air, and space to make it your own!Perched on a mountaintop in a private community with very few neighbors, this 3-bedroom, 2-bath home offers the kind of peace and scenery that is hard to find. Surrounded by trees and natural beauty, the setting invites hiking, wildlife watching, and quiet mornings with coffee on the deck.Inside, the home features soaring ceilings,

  Chris Craddock EXP Realty, LLC

  453 Lost Valley Rd, 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
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  /42

  $495,900

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,320 Sq Ft

  136 Wolftown Hood Rd, Hood, VA 22723

  Escape to your own private retreat in the heart of Madison County. Nestled on just over 8 mostly wooded acres, this charming cottage offers the perfect blend of rustic character and natural beauty. Wake up to breathtaking views of the Conway River, then spend your days enjoying your own private river access, complete with a recently cleared beach area perfect for soaking in the peaceful

  136 Wolftown Hood Rd, Hood, VA 22723
• 

  

  /65

  $478,900

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,912 Sq Ft

  1388 Novum Church Rd, Reva, VA 22735

  WELCOME HOME!!! Turn-Key Rambler on 3 Private Acres with Stunning Upgrades! Welcome home to this beautifully maintained 2006-built rambler offering approximately 2,912 sq ft of comfortable living space on a spacious 3.06-acre lot. Tucked away on a quiet private road in Reva, this 3/4-bedroom, 3-bath single-level home boasts peaceful pastoral views and mountain vistas just across the

  Jake McNemar RE/MAX Gateway

  1388 Novum Church Rd, Reva, VA 22735
• 

  

  /28

  $479,000

  $71K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1823 Desert Rd, Reva, VA 22735

  Welcome to your mountain retreat on Desert Road. Built in 2024, this thoughtfully designed home was intentionally positioned to capture breathtaking mountain views on clear days while offering the privacy and peace that make it the perfect escape from busy life. Whether you are looking for a full-time residence, weekend getaway, or an investment opportunity, this property offers incredible

  Japreshia Terrell Wolford And Associates Realty LLC

  1823 Desert Rd, Reva, VA 22735
• 

  

  /36

  $699,000

  • Land
  • 29.52 Acres
  • $23,679 per Acre

  0 Hurt Hollow Rd, Banco, VA 22711

  Amazing opportunity to own 29.5 Acres in Madison County near the Shenandoah National Park! This property offers multiple elevated building sites with potential views of Double Top Mountain! There is a creek meandering along the bottom of the property. Trails are already in place to take a walk and enjoy everything nature has to offer! Plenty of wildlife!

  Dana Williams EXP Realty, LLC

  0 Hurt Hollow Rd, Banco, VA 22711
• 

  

  /3

  $411,500

  • Land
  • 3.74 Acres
  • $110,027 per Acre

  0 Seminole Trail Unit VAMA108070, Madison, VA 22727

  Commercial Opportunity adjoining Madison Plaza Food Lion Center. Exceptionally well located land parcels with public utilities available. Development plan has all the approvals for a business park with future uses including restaurants, office, retail and service businesses. The property is located at a traffic light across US 29 from the Madison County High School and the southern crossover.

  Bill Gentry Jefferson Land & Realty, Inc.

  0 Seminole Trail Unit VAMA108070, Madison, VA 22727
• 

  

  /50

  $4,450,000

  • 5 Beds
  • 6 Baths
  • 5,153 Sq Ft

  4578 Ruth Rd, Madison, VA 22727

  Set amidst 17 beautifully landscaped acres, Monte Ventoso is an extraordinary Italian-inspired villa offering the ambiance of a private Mediterranean retreat in the foothills of the Blue Ridge Mountains. Ideally positioned between Washington, D.C. and Charlottesville, VA, the estate combines exceptional privacy with convenient accessibility. A handcrafted fountain imported from Italy creates a

  COURT NEXSEN MCLEAN FAULCONER INC., REALTOR

  4578 Ruth Rd, Madison, VA 22727
• 

  

  /41

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  898 Seville Rd, Madison, VA 22727

  Welcome home to 898 Seville- Built in 2022 and lovingly maintained by the original owner, this nearly new home sits on 3 acres just off Route 29, ideally positioned between Culpeper and Charlottesville and mere minutes from the Greene County line. Enjoy the benefits of living so close to some of Virginia's most beloved small towns and all they have to offer!Step inside to discover an inviting

  Brittany Smyth Piedmont Fine Properties

  898 Seville Rd, Madison, VA 22727
• 

  

  /6

  $280,000

  • 7 Beds
  • 3.5 Baths
  • 4,506 Sq Ft

  975 Old Blue Ridge Turnpike, Madison, VA 22727

  7 bedroom 3.5 bath duplex fronting on the Robinson River in scenic Criglersville, Va in Madison County. The home boasts 4500 square feet and is divided into two units one being 3 bedrooms 1.5 baths and the other 4 bedrooms 2 baths. Both units have heat pumps for efficient heating and cooling, 200 amp electrical panels, and their own laundry room. Firefly high speed internet is installed and

  Norman Domingo XRealty.NET LLC

  975 Old Blue Ridge Turnpike, Madison, VA 22727
• 

  

  /3

  $125,000

  $10K PRICE DROP

  • Land
  • 3 Acres
  • $41,667 per Acre

  0 Tatum School Rd Unit VAMA2002608, Madison, VA 22727

  3-acre wooded lot located in close proximity to Route 15 and Route 29. Bring your builder and build your dream home tucked back on Tatums School Road in Madison. Enjoy pastoral views on the way to the property and a private setting. No covenants and restrictions. TM 65-26A.

  Carrie Brown Montague, Miller & Company

  0 Tatum School Rd Unit VAMA2002608, Madison, VA 22727
• 

  

  /56

  $725,000

  • 3 Beds
  • 3 Baths
  • 2,508 Sq Ft

  2411 Quaker Run Rd, Banco, VA 22711

  Rare opportunity to own a beautiful 3-bedroom, 3-bath mountain retreat surrounded by hundreds of acres of protected land, including Rapidan WMA and Shenandoah National Park. Conveniently located just minutes from Route 29, offering easy access to both Charlottesville and Washington, D.C., while maintaining the privacy and tranquility of a Blue Ridge mountain setting. Set against a backdrop of

  Sarah Pannill CENTURY 21 New Millennium

  2411 Quaker Run Rd, Banco, VA 22711
• 

  

  /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
• 

  

  /67

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  803 Weaver Hollow Rd, Banco, VA 22711

  Charming Country Retreat on Nearly 8 Acres — Peaceful Setting with Endless Potential! Nestled in the heart of the countryside yet conveniently located just a short drive to Madison, Culpeper, Graves Mountain Lodge, White Oak Canyon, Shenandoah National Park, the Rapidan River, and countless outdoor adventures, this solidly built one-level home offers the perfect blend of privacy, comfort, and

  Kelly Duckett-Corbin RE/MAX Gateway

  803 Weaver Hollow Rd, Banco, VA 22711
• 

  

  /129

  $875,000

  Open Sat 11AM - 1:30PM

  • 4 Beds
  • 3.5 Baths
  • 4,497 Sq Ft

  202 Innovation Ln, Madison, VA 22727

  Welcome home to this stunning brick, stone, and vinyl sided Colonial nestled on 3.86 picturesque acres in the heart of Madison County. Offering over-sized living spaces, timeless curb appeal, and endless possibilities, this exceptional property is the perfect blend of elegance, comfort, and country living. Inside, you'll find four spacious bedrooms and three full baths, with generous room sizes

  Brenda Payne Long & Foster Real Estate, Inc.

  202 Innovation Ln, Madison, VA 22727

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