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Madison, VA Homes for Sale

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  • /19

    $315,000

    • Land
    • 12.5 Acres
    • $25,200 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
  • /17

    $1,179,000

    $21K PRICE DROP
    • Land
    • 7.8 Acres
    • $151,154 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

    $719,000

    $50K PRICE DROP
    • Land
    • 6.3 Acres
    • $114,127 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
  • /22

    $299,000

    • Land
    • 10 Acres
    • $29,900 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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

    $369,500

    $15K 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
  • /41

    $375,000

    $25K 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
  • /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
  • /44

    $384,000

    $11K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,280 Sq Ft

    1173 Aylor Rd, Madison, VA 22727

    Charming single-family home situated on 2.09 scenic acres in beautiful Madison County. This spacious residence offers 4 bedrooms and 3 full baths, featuring both a comfortable living room and a separate family room—perfect for everyday living and entertaining. The owner’s suite includes a private sitting area, creating a relaxing retreat within the home. Recent updates include a new kitchen floor

    Audrey Badgett ASSIST2SELL - FIRST RATE REALTY, INC.

    1173 Aylor Rd, Madison, VA 22727
  • /47

    $650,000

    • 4 Beds
    • 3 Baths
    • 3,080 Sq Ft

    205 N Main St, Madison, VA 22727

    Welcome to this rare 1836 Federal-style home set in Virginia’s scenic countryside, with sweeping Blue Ridge Mountain views.Listed on the Virginia Landmarks Register and located in a National Register Historic District, this beautifully restored 4BR/3BA home blends historic character with modern updates. Original details like wide-plank hardwood floors, high ceilings, and four fireplaces (two

    Harry Hasbun Keller Williams Realty/Lee Beaver & Assoc.

    205 N Main St, 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
  • /40

    $415,000

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

    898 Seville Rd, Madison, VA 22727

    Welcome home to 898 Seville- the modern homestead starter kit for someone ready to put down roots in Madison County! Built in 2022 and lovingly maintained by its original owner, this nearly new home sits on 3 acres just off Route 29, ideally positioned between Culpeper and Charlottesville and only minutes from the Greene County line.Step inside to discover an inviting open-concept floor plan

    Brittany Smyth Piedmont Fine Properties

    898 Seville Rd, Madison, VA 22727
  • /3

    $135,000

    • Land
    • 3 Acres
    • $45,000 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
  • /2

    $499,000

    Coming Soon
    • 3 Beds
    • 2 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
  • /34

    $795,000

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 2,816 Sq Ft

    99 Bluff Mountain Rd, Madison, VA 22727

    Available for showings starting July 23rd! Tucked away in the beautiful Graves Mill Valley of Madison County, this private 7.5-acre retreat offers breathtaking views of rolling farmland and the Blue Ridge Mountains. A short distance to Shenandoah National Park and the Rapidan Wildlife Management Area, the property is perfectly positioned for outdoor enthusiasts who enjoy hiking, wildlife, fly

    Gayle Harvey Gayle Harvey Real Estate Inc

    99 Bluff Mountain Rd, Madison, VA 22727
  • /50

    $465,000

    • 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. Very accessible to Madison and US Highway 29, the house boasts valuable main floor living with primary bed and bathroom on the main level. A spacious galley kitchen, traditional living and dining

    Janis Murphy RE/MAX Distinctive Real Estate, Inc.

    359 Malvern Dr, Madison, VA 22727
  • /5

    $75,000

    • Land
    • 1.76 Acres
    • $42,614 per Acre

    0 Poor House Rd Unit VAMA2002480, Madison, VA 22727

    1.759 Acres in Beautiful Madison County! Has been perc tested for a 3 bedroom conventional and brand new survey! Great Lot near Syria and Shenandoah National Park, near Graves Mtn Lodge and several breweries/wineries.

    Dana Williams EXP Realty, LLC

    0 Poor House Rd Unit VAMA2002480, Madison, VA 22727

Frequently Asked Questions

What are the most popular zip codes in Madison, VA?
The most popular zip codes in Madison, VA include 22727, 22719, 22715, 22738 and 22709.
What are the most popular neighborhoods near Madison, VA?
The most popular neighborhoods near Madison, VA are Ruckersville, Twin Lakes, Northeast Charlottesville, Earlysville and Piney Mountain.
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