21

Madison, VA Houses for Sale

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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
  • /65

    $1,625,000

    • 3 Beds
    • 3 Baths
    • 3,802 Sq Ft

    3638 Oak Park Rd, Madison, VA 22727

    Enjoy your morning coffee from the expansive deck while watching your horses or livestock graze in the beautifully maintained pastures secured by three-board fencing, with the tops of the Blue Ridge Mountains in the distance. Set on 44± acres & bordered on 3 sides by meandering streams, the property offers exceptional privacy & is a nature lover's sanctuary, where you can watch the purple martins

    Gayle Harvey GAYLE HARVEY REAL ESTATE, INC

    3638 Oak Park 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 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
  • /50

    $534,000

    Open Sat 1PM - 3PM $5K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    60 Bee Gum Way, Madison, VA 22727

    Location Location! Private Subdivision on 3,03 acres on a corner lot beautifully lanscaped for privacy. Paved driveway leads you to Split level 3 Bedrooms 31/2 Bath Home with two Master Bedrooms. Fantastic Community amenities Club House, Pool, family visiting accomidations. As you enter Open to kitchen and dining off the right living room area. Opposite end you have 2 bedrooms and a office or

    Heather Parker Fairfax Realty 50/66 LLC

    60 Bee Gum Way, Madison, VA 22727
  • /51

    $519,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    240 Windmill Ln, Madison, VA 22727

    Welcome home to this beautifully crafted new construction offering 3 bedrooms, 2 full baths, and a full unfinished walkout basement with rough-in plumbing, providing endless potential for future living space, recreation room, &/or additional bedrooms (4 bedroom septic). Designed with both style and functionality in mind, this home features a desirable split-bedroom floor plan, luxury vinyl plank

    Carl Broyles Montague, Miller & Company

    240 Windmill Ln, 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
  • /46

    $674,900

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

    1515 Desert Rd, Madison, VA 22727

    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

    Kerry Shannon Pearson Smith Realty, LLC

    1515 Desert 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
  • /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
  • /57

    $600,000

    • 3 Beds
    • 3 Baths
    • 2,621 Sq Ft

    398 Ruth Hollow Fire Trail, Madison, VA 22727

    Set on 10.88 wooded acres just 7 miles from the Town of Madison, this move-in-ready 3BD/3BA home sits on an elevated, private lot and has been fully renovated. The main level offers approx. 1,700 finished sq ft, a 1,100+ sq ft finished walkout basement and a covered porch with wooded views. The ideal blend of privacy and convenience. Inside, the open layout includes a fully updated kitchen, new

    JENNIFER KIRBY MONTAGUE, MILLER & CO. - WESTFIELD

    398 Ruth Hollow Fire Trail, 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
  • /70

    $524,900

    • 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 over 7 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 functional,

    Philip Thornton Long & Foster Real Estate, Inc.

    359 Malvern Dr, 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
  • /69

    $675,000

    $15K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 4,544 Sq Ft

    66 Wrights Ln, Madison, VA 22727

    Escape to the peaceful beauty of Madison County with this beautifully maintained 3 bedroom, 3.5 bathroom ranch home nestled on nearly 5 private acres. Offering the convenience of one-level living plus a fully finished basement, this spacious home provides plenty of room for everyday living, entertaining, and relaxing. The thoughtfully designed floor plan features a welcoming living area with a

    Cindy Reed EXP Realty, LLC

    66 Wrights Ln, Madison, VA 22727
  • /132

    $875,000

    • 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

    Brenda Payne Long & Foster Real Estate, Inc.

    202 Innovation Ln, 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
  • /93

    $749,900

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

    1765 Oneals Rd, Madison, VA 22727

    Amazing Views-Amazing Home! Thoughtfully crafted, meticulously renovated and expanded in 2025/26, this amazing 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, offering 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
  • /4

    $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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