16

Madison, VA Homes for Sale under $500,000

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  • /71

    $499,000

    $36K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,512 Sq Ft

    104 Half Penny Ln, Madison, VA 22727

    BRAND-NEW ROOF! Along with lots of other newer items including Well Pump, Gutters, Culligan Whole House Filter System and Paint. HVAC IS 2020. Discover the space, flexibility, and lifestyle offered by this beautifully maintained home on over 3 scenic acres in the desirable Malvern of Madison community.With more than 3,500 square feet of finished living space, 3 spacious bedrooms, and 3

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    104 Half Penny Ln, Madison, VA 22727
  • /22

    $285,000

    $14K PRICE DROP
    • Land
    • 10 Acres
    • $28,500 per Acre

    0 Goods Ln, Madison, VA 22727

    BEAUTIFUL 10-ACRE BUILDING LOT | MADISON COUNTY, VALocated in beautiful Madison County, this approximately 10-acre parcel offers an exceptional opportunity to build a custom home, create a small farmette, or secure a special piece of Virginia countryside.The property is currently a well-maintained hay field that has not been exposed to livestock or agricultural chemicals for at

    Agent Photo

    Julie Garrett

    Rappahannock Real Estate, LLC.

    0 Goods Ln, 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 TreasureStep 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

    Kelly Duckett-Corbin RE/MAX Gateway

    319 N Main St, Madison, VA 22727
  • /2

    $399,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    0 55b-1 Shelby Rd Unit VAMA2002922, Madison, VA 22727

    CONSTRUCTION STARTED!- MELBOURNE MODEL - LOT 55B-1 Located on 1.343 acres in beautiful Madison County. One level living with 3 bedrooms, 2 baths, and unfinished walk-out level basement with rough-in plumbing for future bath. The home includes granite countertops, stainless steel appliances, and LVP flooring throughout. Carpet in bedrooms. There is still time to make some selections! Call today

    Janet Holden CENTURY 21 New Millennium

    0 55b-1 Shelby Rd Unit VAMA2002922, 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
  • /64

    $489,000

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    2742 Twymans Mill Rd, Madison, VA 22727

    NEW CONSTRUCTION on 3.68 ACRES with NO HOA! Quality craftsmanship and thoughtful details set this one-level country home apart. Step inside to a bright, open floor plan where gleaming HARDWOOD FLOORS flow throughout the home and a dramatic VAULTED TONGUE-AND-GROOVE CEILING creates an impressive sense of warmth and space. A shiplap accent wall adds character to the open living area, while the

    Julie Holbrook NEST REALTY GROUP

    2742 Twymans Mill 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
  • /31

    $249,900

    • 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
  • /18

    $335,000

    $50K 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
  • /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
  • /57

    $424,900

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft

    359 Malvern Dr, Madison, VA 22727

    Quintessential Malvern! Do not miss this gorgeous light-filled gem in sought after Malvern. Situated on almost 4 acres, this architecturally interesting home is truly one of a kind! Nestled amongst the mature trees and landscaping, the property offers abundant privacy, yet this community is conveniently located a short distance from major commuter routes. Offering a traditional, though

    Philip Thornton Long & Foster Real Estate, Inc.

    359 Malvern Dr, 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
  • /9

    $379,500

    $79K PRICE DROP
    • Land
    • 10.56 Acres
    • $35,938 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
  • /44

    $479,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    2242 Shelby Rd, Madison, VA 22727

    Lovely Rancher with full finished basement. Nice size kitchen, Fireplace in the living room, Separate Dining rm, 2 bedrooms on the main level, 1 bedroom in the basement, 2 full baths, freshly painted upstairs interior. Roof replaced 4 years ago, Washer and Dryer fairly new conveys, HVAC replaced in 2025, Dbl Pane Tilt Windows, 3 Acres fully fenced with extensive landscaping. Walk-in gun safe in

    Bonnie Coffey Samson Properties

    2242 Shelby Rd, Madison, VA 22727
  • /2

    $399,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    0 Rd Unit VAMA2002926, Madison, VA 22727

    CONSTRUCTION STARTED!- MELBOURNE MODEL - 55-16A - Located on a 3 acre lot in beautiful Madison County. One level living with covered front porch, 3 bedrooms, 2 baths, and unfinished walk-out level basement with rough-in plumbing for future bath. The home includes granite countertops, stainless steel appliances, and LVP flooring throughout. Carpet in bedrooms. STILL TIME TO MAKE YOUR SELECTIONS!

    Janet Holden CENTURY 21 New Millennium

    0 Rd Unit VAMA2002926, Madison, VA 22727
  • /6

    $299,999

    • 3 Beds
    • 2 Baths
    • 930 Sq Ft

    193 Gate Rd, Madison, VA 22727

    Welcome to Gate Rd! This Cozy 3-bedroom, 1-bath home on a quiet country road in Madison County is waiting for you. With 930 sq ft it offers a functional layout with comfortable living spaces and good natural light. The home sits in a peaceful rural setting with room to enjoy the outdoors. Ideal for buyers seeking simplicity, affordability, or a manageable property in a convenient location.

    Japreshia Terrell Wolford And Associates Realty LLC

    193 Gate Rd, Madison, VA 22727
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