53

Homes for Sale in 22727

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  • /73

    $535,000

    Open Sun 12PM - 3PM
    • 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

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    104 Half Penny Ln, Madison, VA 22727
  • /28

    $260,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    101 Middle River Ridg Rd, Stanardsville, VA 22973

    Middle River Retreat Cabin – Two Extra Lots & Welding Workshop Included Enjoy the peace and beauty of Middle River Retreat with this charming cabin getaway. Surrounded by nature and abundant wildlife, this property offers a relaxing mountain retreat. Included are two additional lots for added privacy or future possibilities, plus a spacious welding workshop for hobbies, storage, or projects.

    edwina hubbard Montague, Miller & Company

    101 Middle River Ridg Rd, Stanardsville, VA 22973
  • /33

    $200,000

    • 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

    Agent Photo

    Tim Dudley

    Dudley Resources

    5560 W Hoover Rd, Reva, VA 22735
  • /23

    $286,000

    • 2 Beds
    • 0.5 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 lakefront home provides an exceptional blend of natural beauty, privacy, and recreation. Enjoy waterfront living in a peaceful community centered around a quiet electric-motor-only lake. Wake up to stunning water views, spend your days

    Steven Koleno BEYCOME BROKERAGE REALTY LLC

    221 S Honeysuckle Ln, Madison, VA 22727
  • /18

    $100,000

    • 3 Beds
    • 2 Baths
    • 2,398 Sq Ft

    203 S Main St, Madison, VA 22727

    List price is starting bid only. Home will be sold at auction 8/4/2026 @ 10:30AM. Contact us or favorite real estate professional to view this home! Buying at auction is easy and transparent you can get financing!! 3 BR/2 BA home on .33 +/- acre corner lot in downtown Madison, VA -- Business zoning for potential live/work opportunity -- Public utilities -- Detached garage/shop -- Located on Main

    John Nicholls Nicholls Auction Marketing Group

    203 S Main St, Madison, VA 22727
  • /46

    $674,900

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

    1515 Desert Rd, Reva, VA 22735

    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 to relax, entertain,

    Kerry Shannon Pearson Smith Realty, LLC

    1515 Desert Rd, Reva, VA 22735
  • /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
  • /12

    $715,000

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

    TM 39-31&33b Thrift Rd Unit 31 & 33B, 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

    WILLIAM GENTRY JEFFERSON LAND & REALTY

    TM 39-31&33b Thrift Rd Unit 31 & 33B, Madison, VA 22727
  • /65

    $489,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 2,912 Sq Ft

    1388 Novum Church Rd, Reva, VA 22735

    *NOW! Get up to $2,500 with use of preferred lender for closing cost assistance or use funds for a rate buy-down (restrictions apply and not all will qualify, contact listing agent for details)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

    Jake McNemar RE/MAX Gateway

    1388 Novum Church Rd, Reva, VA 22735
  • /9

    $458,000

    • Land
    • 10.56 Acres
    • $43,371 per Acre

    48-13o,13v&13u Courthouse Mountain Rd Unit TM 48-13O, 48-13U &, Madison, VA 22727

    Three exceptionally well located land parcels along Courthouse Mountain Road; adjacent to the Town of Madison. The wooded parcels have soil evaluations for (3) bedroom septic systems. REC electric service available. All parcels are in hardwood timber and accessible from a private road (Toscana Lane). It is uncommon to have parcels with the feeling of privacy and yet within a two minute drive to

    WILLIAM GENTRY JEFFERSON LAND & REALTY

    48-13o,13v&13u Courthouse Mountain Rd Unit TM 48-13O, 48-13U &, Madison, VA 22727
  • /9

    $458,000

    • Land
    • 10.56 Acres
    • $43,371 per Acre

    48-13o,13v&13u Courthouse Mountain Rd, Madison, VA 22727

    Three exceptionally well located land parcels along Courthouse Mountain Road; adjacent to the Town of Madison. The wooded parcels have soil evaluations for (3) bedroom septic systems. REC electric service available. All parcels are in hardwood timber and accessible from a private road (Toscana Lane). It is uncommon to have parcels with the feeling of privacy and yet within a two minute drive to

    Bill Gentry JEFFERSON LAND & REALTY

    48-13o,13v&13u Courthouse Mountain Rd, Madison, VA 22727
  • /69

    $495,000

    Open Sat 1PM - 3:30PM
    • 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
  • /44

    $498,999

    • 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
  • /2

    $749,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    1765 Oneals Rd, Madison, VA 22727

    Coming soon to Madison County, this thoughtfully crafted and meticulously and uniquely renovated & updated 3-bedroom, 2-bath ranch-style home blends modern luxury with timeless country charm across 1,872 square feet of custom-designed main floor living space that offers a harmonious blend of luxury and comfort in a serene rural setting. The front concrete walkway and curved steps welcome you to

    Mr. Mike Butters EXP Realty, LLC

    1765 Oneals Rd, 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
  • /2

    $479,900

    New Construction Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    2974 Novum Rd, Reva, VA 22735

    Welcome to this charming 1,400 sq. ft. main-level living home, on 3 acres offering a peaceful pasture and wooded views. This beautifully built 3-bedroom, 2-bath combines comfort, style, and efficiency. Step inside to find luxury vinyl flooring throughout the main living areas, creating both durability and modern appeal. The open-concept layout provides a welcoming flow, ideal for everyday living

    Nicole Bolton Long & Foster Real Estate, Inc.

    2974 Novum Rd, Reva, VA 22735
  • /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
  • /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
  • /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
  • /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. Step inside to discover an inviting open-concept floor plan

    Brittany Smyth Piedmont Fine Properties

    898 Seville 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
  • /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

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    0 Goods Ln, Madison, VA 22727
  • /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.

    TBD Seminole Trail, 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
  • /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
  • /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
  • /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
  • /50

    $449,000

    $16K PRICE DROP
    • 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
  • /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

    $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
  • /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
  • /18

    $364,900

    $20K 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
  • /44

    $374,000

    $21K 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
  • /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
  • /28

    $299,900

    $30K PRICE DROP
    • Land
    • 10 Acres
    • $29,990 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
  • /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
  • /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
  • /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
  • /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

    $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

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