Madison, VA Homes

/31
$525,000
- 3 Beds
- 2.5 Baths
- 1,760 Sq Ft
2909 Twymans Mill Rd, Madison, VA 22727

NEW PRICE REDUCTION! This peaceful retreat is waiting for YOU!! Welcome to this 3-bedroom, 2.5-bathroom home located on 3.65 acres in Madison County. Built in 2022, it offers over 2,592 square feet of finished & unfinished living space on a level lot with mature trees. The property includes an open floor plan kitchen with granite countertops and a new, large deck suitable for outdoor use. There

MICHELLE GREGORY HOWARD HANNA ROY WHEELER REALTY - CHARLOTTESVILLE

2909 Twymans Mill Rd, Madison, VA 22727
/42
$1,650 per month
- 4 Beds
- 2.5 Baths
- 2,145 Sq Ft
- House for Rent
792 Willis Rd, Madison, VA 22727

This rental home is on a working farm with the livestock yard adjacent to this home. Owner brings cattle in 2-4 times a week for a couple hours and sends cattle out about every 30-60 days. Calves weaned in the livestock yard a few times a year. There will be cow sounds. 4-over-4 Cape Cod home with two heat pumps (2020 install). 3-4 bedrooms upstairs along with a full bath and sitting room.

Thomas Zakielarz EXP Realty, LLC

792 Willis Rd, Madison, VA 22727
/62
$464,900 Sold Jul 31, 2025
- 1,288 Sq Ft
- $361/SF
- 32 Days On Market
- 3 Beds
- 2 Baths
- Built 2022
2905 Twymans Mill Rd, Madison, VA 22727

Discover this meticulously maintained ranch-style home set on 3.81 acres in Madison County. Spanning 1,288 square feet, the residence features three bedrooms and two full bathrooms. The interior is adorned with luxury vinyl plank flooring throughout the kitchen, living areas, and bathrooms, while the bedrooms are carpeted. The kitchen offers a picturesque view of the backyard and is equipped with

Bailey Ciufo Keller Williams Capital Properties

2905 Twymans Mill Rd, Madison, VA 22727

/2
Est $740,153 Not Listed For Sale
- 4 Beds
- 5 Baths
- 4,262 Sq Ft
192 Courthouse Mountain Ln, Madison, VA 22727

192 Courthouse Mountain Ln, Madison, VA 22727

/30
$449,000
- 3 Beds
- 3 Baths
- 2,186 Sq Ft
336 Blankenbaker Rd, Madison, VA 22727

Inviting 3 Bedroom Home With Mountain Views in Beautiful Madison County - Just 2 Miles From Town! Looking for a home that's got space, views, and a great location? Welcome to this wonderfully maintained 3/4 bedroom, 3 full bath split foyer home offering the perfect blend of comfort, style, and convenience! With a sturdy metal roof, warm wood floors throughout, and plenty of natural light, this

Carl Broyles Montague, Miller & Company

336 Blankenbaker Rd, Madison, VA 22727
/17
$135,000 Sold Jul 18, 2025
- Land
- 5 Acres
- $24,725 per Acre
- 15 Days On Market
0 Lillards Ford Rd Unit VAMA2002294, Madison, VA 22727

Tucked away off Lillards Ford Road, this 5.46± acre lot offers the ideal blend of privacy, natural beauty, and everyday convenience. Recently surveyed with clearly marked boundaries, the property is approved for a 4-bedroom conventional septic system and already has a Land Use Permit issued by VDOT—making your path to building even smoother. With no HOA or restrictive covenants, you’ll enjoy the

Dillon Pierson Whitetail Properties Real Estate, LLC

0 Lillards Ford Rd Unit VAMA2002294, Madison, VA 22727

/49
Est $438,034 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,913 Sq Ft
518 Laurel Dr, Madison, VA 22727

518 Laurel Dr, Madison, VA 22727

/49
$489,900
- 4 Beds
- 2.5 Baths
- 1,856 Sq Ft
319 Fox Hunters Ln, Madison, VA 22727

Charming Colonial on 3.74 Acres in Quiet Fox Ridge NeighborhoodTucked away in the peaceful Fox Ridge community of Madison County, this classic Colonial-style home offers a perfect blend of country charm and family-friendly features. With 4 bedrooms and 2.5 baths, including a convenient main-level bedroom, the layout is ideal for flexible living. The inviting open-concept living and dining

Julie Garrett Rappahannock Real Estate, LLC.

319 Fox Hunters Ln, Madison, VA 22727
/33
$535,000 Sold Jul 18, 2025
- 2,237 Sq Ft
- $239/SF
- 3 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2000
1215 Kinderhook Rd, Madison, VA 22727

Tucked away on a quiet, scenic road in beautiful Madison County, 1215 Kinderhook Road welcomes you with warmth, charm, and all the comforts of home. This sweet country property is the perfect place to slow down and savor peaceful living. The home offers three bedrooms and two and a half bathrooms with a bonus office room that could easily be a 4th bedroom. The home is thoughtfully laid out to

Adam Beroza Cheri Woodard Realty

1215 Kinderhook Rd, Madison, VA 22727

/2
Est $270,572 Not Listed For Sale
- 4 Beds
- 1 Bath
- 960 Sq Ft
108 Resettlement Ct, Madison, VA 22727

108 Resettlement Ct, Madison, VA 22727

/57
$425,000
- 3 Beds
- 1 Bath
- 1,024 Sq Ft
1195 Quaker Run Rd, Madison, VA 22727

An Incredible Opportunity Awaits at Creekside Cottage! Whether you're looking for that mountainside getaway or an established income producing Airbnb, this gorgeous, fully furnished turn-key home on 10+ acres has you covered. Immerse yourself in this completely and thoughtfully renovated home, boasting 3 bedrooms and a tasteful full bath, updated kitchen and dining, family room with stone

Kelly Thornton Long & Foster Real Estate, Inc.

1195 Quaker Run Rd, Madison, VA 22727
/45
$399,000 Sold Jul 17, 2025
- 1,288 Sq Ft
- $310/SF
- 23 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2022
166 John Tucker Rd, Madison, VA 22727

Welcome Home!! This gorgeous new property invites you to settle in, while established landscaping and gardens engulf you in vacation vibes as you relax on the deck and take in nature's peaceful environment. Your own OASIS just miles from Orange and Madison, and 15 miles from Culpeper. Every convenience of shopping, dining, wineries and antiquing are at your fingertips. Greet the sunrise over

Rebecca Oherron Samson Properties

166 John Tucker Rd, Madison, VA 22727

/28
Est $426,929 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 2,197 Sq Ft
1972 Twymans Mill Rd, Madison, VA 22727

1972 Twymans Mill Rd, Madison, VA 22727

/13
$459,750 New Construction
- 4 Beds
- 3 Baths
- 2,236 Sq Ft
1078 Fishback Rd, Madison, VA 22727

PUBLIC OPEN HOUSE SUNDAY 7/20 (2-4PM)! TALK ABOUT BANG FOR THE BUCK!! OVER 2230 SQUARE FEET OF LIVING SPACE WITH 3 FINISHED LEVELS in this gorgeous and spacious quality Ronald Frazier-built home. Lovely 2+ acre lot with NO HOA, COVENANTS OR RESTRICTIONS is minutes from the Town of Madison. This 4 bedroom/3 bath home has many upgrades including stainless appliances, electric range, granite

Mike Butters EXP Realty, LLC

1078 Fishback Rd, Madison, VA 22727
/27
$50,000 Sold Jul 02, 2025
- Land
- 1.25 Acres
- $40,000 per Acre
- 6 Days On Market
0 Horn Hollow Ln Unit 665596, Madison, VA 22727

This property sits on the corner of Aylor and Horn Hollow Lane where you will find yourself in a different world. The useable old Barn, the mountains, and rolling farmland surround the property. Bald eagles and wildlife abound, as do the historic old farms and civil war history. Hike into the Shenandoah from White Oak or Graves, and Old Rag is close too. Fly fish the Rose and Robinson Rivers

Fiona Tustian HOWARD HANNA ROY WHEELER REALTY - ZION CROSSROADS

0 Horn Hollow Ln Unit 665596, Madison, VA 22727

/8
Est $149,712 Not Listed For Sale
- 3 Beds
- 1 Bath
- 939 Sq Ft
248 Carpenters Mill Rd, Madison, VA 22727

248 Carpenters Mill Rd, Madison, VA 22727

/58
$419,000 Under Contract
- 3 Beds
- 2 Baths
- 2,184 Sq Ft
573 Liberty Ln, Madison, VA 22727

Welcome to this well-maintained 3-bedroom, 2-bath home nestled in the desirable Malvern of Madison community. Recent improvements make this home move-in ready, including beautifully refinished real hardwood floors and freshly painted interiors. Key updates include a new roof (2021), new water pump (2022), new hot water heater (2024), and new basement ductwork for heating and cooling. The main

Patti Lillard Montague, Miller & Company

573 Liberty Ln, Madison, VA 22727
/6
$419,000 Sold Jun 30, 2025
- 1,664 Sq Ft
- $252/SF
- 1 Day On Market
- 3 Beds
- 2 Baths
- Built 2025
661 Gibbs Rd, Madison, VA 22727

BRAND NEW HOME READY end of June with over 1644 sq ft and on 1.5 ac lot; 3BR; 2BA. The property has a pretty setting with pastoral views of the neighboring farm. Quality craftsmanship throughout with several upgrades: under cabinet lights, stainless appliances, quartz or similar countertops, tiled primary bath shower, 10'x 16' deck with steps to grade, 4 BR conventional septic and so on. Great

Cinthia Thornhill CENTURY 21 New Millennium

661 Gibbs Rd, Madison, VA 22727

/4
Est $297,778 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,008 Sq Ft
1926 Seville Rd, Madison, VA 22727

1926 Seville Rd, Madison, VA 22727

/75
$569,900 Under Contract
- 3 Beds
- 3 Baths
- 3,534 Sq Ft
279 Carriage Ln, Madison, VA 22727

Nestled on a private, dead-end street in the sought-after Malvern of Madison neighborhood, this stunning home offers the perfect blend of privacy, space, and community. Situated on a generous 3-acre lot, the property provides room to roam, relax, and enjoy nature—making it ideal for those seeking a peaceful retreat with room to grow.With over 3,500 sqft of finished living space, this

Julie Garrett Rappahannock Real Estate, LLC.

279 Carriage Ln, Madison, VA 22727
/6
$254,900 Sold Jun 30, 2025
- 784 Sq Ft
- $325/SF
- 3 Days On Market
- 2 Beds
- 1 Bath
- Built 1948
411 Resettlement Rd, Madison, VA 22727

Resettlement is a 2 bedroom 1 bath home located on half an acre on a paved state road in scenic Madison County. It has a new kitchen with solid plywood cabinets, granite countertops, and stainless steel appliances. The bathroom has a new tile tub surround and new vanity. The newly refinished hardwood floors and tile look lvp to complete the charm. The home has 2 heat pump minisplits for super

Norman Domingo XRealty.NET LLC

411 Resettlement Rd, Madison, VA 22727

/2
Est $740,858 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,852 Sq Ft
4024 Oak Park Rd, Madison, VA 22727

4024 Oak Park Rd, Madison, VA 22727

/45
$359,900
- 2 Beds
- 2 Baths
- 1,174 Sq Ft
115 S Honeysuckle Ln, Madison, VA 22727

Look no further - your rustic cabin awaits! This charming 2 bedroom, 2 bath home is nestled in the quiet White Oak Lake community, just steps away from waterfront access. The home features stainless steel appliances, exposed wooden beams, and a bonus room that can be used for additional living space. The property boasts a detached 1-car garage with a loft storage area, as well as a large

will Brown Montague, Miller & Company

115 S Honeysuckle Ln, Madison, VA 22727
/126
$965,000 Sold Jun 26, 2025
- 6,980 Sq Ft
- $138/SF
- 8 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1987
325 Oneals Rd, Madison, VA 22727

Welcome to this beautifully maintained English Tudor residence, ideally located in the heart of Madison, VA. Featuring 4 spacious bedrooms, 4.5 bathrooms, this home offers nearly 7,000 square feet of thoughtfully designed space across three finished levels.From the moment you arrive, the home’s timeless Tudor charm makes a lasting impression — steep gables, classic architectural lines, and

Patti Lillard Montague, Miller & Company

325 Oneals Rd, Madison, VA 22727

/31
Est $465,585 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,384 Sq Ft
29 Oaks Ln, Madison, VA 22727

29 Oaks Ln, Madison, VA 22727

/51
$824,900
- 4 Beds
- 2.5 Baths
- 3,767 Sq Ft
306 Gate Rd, Madison, VA 22727

Discover charm and quality in this custom-built Craftsman-style home, perfectly situated on 5 serene acres in desirable Madison County. This property offers 4 bedrooms and 2.5 baths, meticulously designed with attention to detail and high-end finishes throughout. Step inside to gleaming hardwood floors that flow seamlessly throughout the home. The kitchen features quartz and soapstone

Carrie Brown Montague, Miller & Company

306 Gate Rd, Madison, VA 22727
/12
$30,000 Sold Jun 24, 2025
- Land
- 2.49 Acres
- $12,048 per Acre
- 83 Days On Market
0 N Blue Ridge Turnpike Unit VAMA2002066, Madison, VA 22727

Wooded lot consisting of 2 parcels totaling 2.49 acres just north of the Town of Madison. Convenient location that is close to breweries, wineries, parks, and local eateries! Alternative septic system will be needed.

Cindy Reed EXP Realty, LLC

0 N Blue Ridge Turnpike Unit VAMA2002066, Madison, VA 22727

/55
Est $418,651 Not Listed For Sale
- 4 Beds
- 1 Bath
- 2,240 Sq Ft
3854 Oak Park Rd, Madison, VA 22727

3854 Oak Park Rd, Madison, VA 22727

/45
$3,900,000
- 5 Beds
- 3 Baths
- 2,760 Sq Ft
3111 S Seminole Trail, Madison, VA 22727

Prime 115-acre agricultural property with business potential along US29 growth corridor between Charlottesville and DC. Currently operates as horse farm with 7 fence paddocks w/water, several large run sheds, workshops, outbuildings, and a renovated brick manager's residence. A private gated entry with deceleration lane off US29 offers ease of access and privacy. The property is ideal for working

Sharon Merrick HOWARD HANNA ROY WHEELER REALTY - CHARLOTTESVILLE

3111 S Seminole Trail, Madison, VA 22727
/46
$508,000 Sold Jun 20, 2025
- 2,592 Sq Ft
- $196/SF
- 5 Days On Market
- 4 Beds
- 2 Baths
- Built 2022
1875 Oneals Rd, Madison, VA 22727

Beautiful --- Just like New- Almost 3 year old 4 Bedroom/3 bath home with the basement finished by the owner after the initial purchase from the builder. Established yard w/back yard fencing. The main level is an open plan Livingroom/ Dining/Kitchen and a vaulted ceiling. The kitchen is brightened with white cabinets, granite counters, a 6' island/breakfast bar, and stainless appliances. The

Patti Lillard Montague, Miller & Company

1875 Oneals Rd, Madison, VA 22727

/2
Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,052 Sq Ft
150 Mount Zion Church Rd, Madison, VA 22727

150 Mount Zion Church Rd, Madison, VA 22727

/14
$749,000
- Land
- 6 Acres
- $118,889 per Acre
0 Main St N Unit VAMA2002288, Madison, VA 22719

6.3 Acres of Prime B1 Commercial Land in the Town of MadisonIncredible 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

Julie Garrett Rappahannock Real Estate, LLC.

0 Main St N Unit VAMA2002288, Madison, VA 22719
/9
$600,602 Sold Jun 20, 2025
- 2,478 Sq Ft
- $242/SF
- 13 Days On Market
- 4 Beds
- 3 Baths
- Built 2025
43 Sheffield Way, Madison, VA 22727

We invite you to visit this property while there is still an opportunity to select colors and potentially implement upgrades, should you wish to do so. The main level comprises three bedrooms, two bathrooms, and a designated office space. The fourth bedroom and third bathroom are situated in the basement, which also features a small kitchenette. Furthermore, there is additional space in the

Janet Miller Century 21 Realty @ Home

43 Sheffield Way, Madison, VA 22727

/2
Est $500,976 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,334 Sq Ft
487 Old Forge Way, Madison, VA 22727

487 Old Forge Way, Madison, VA 22727

/17
$895,000
- Land
- 8 Acres
- $114,744 per Acre
TBD Seminole Trail, Madison, VA 22727

Prime 7.8-Acre Development Opportunity in the Heart of Madison CountyExceptional 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

Julie Garrett Rappahannock Real Estate, LLC.

TBD Seminole Trail, Madison, VA 22727
/57
$445,000 Sold Jun 17, 2025
- 1,984 Sq Ft
- $224/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 1891
3947 Hebron Valley Rd, Madison, VA 22727

BACK ON THE MARKET, LET OUR LOSS BE YOUR GAIN! SELLERS ARE MOTIVATED, ALL REASONABLE OFFERS WILL BE CONSIDERED! The sellers have done amazing work on updating and improving this beautiful home to include new HVAC (2021). All new windows, with the exception of dining room picture window and kitchen window (2021). Painted the entire home in fresh neutral tones, to include all walls, ceilings and

Karen Crowe Coldwell Banker Realty

3947 Hebron Valley Rd, Madison, VA 22727

/72
Est $454,000 Not Listed For Sale
- 4 Beds
- 3 Baths
- 4,022 Sq Ft
601 Old Forge Way, Madison, VA 22727

601 Old Forge Way, Madison, VA 22727

/72
$850,000
- 3 Beds
- 2 Baths
- 2,605 Sq Ft
2188 Seville Rd, Madison, VA 22727

Historic 1875 Brick Manor on Premier Horse Farm with Barns, Pastures & Scenic Setting. Step back in time with this stunning Civil War-era brick manor home, built in 1875 and nestled on a beautiful horse farm. Offering just over 2,500 sq ft of vintage charm, this 3-bedroom, 2-bath residence boasts a traditional floorplan with multiple sunrooms, two cozy fireplaces, and timeless architectural

Julie Garrett Rappahannock Real Estate, LLC.

2188 Seville Rd, Madison, VA 22727
/61
$480,000 Sold Jun 13, 2025
- 1,963 Sq Ft
- $245/SF
- 18 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1970
14 E Laurel Dr, Madison, VA 22727

This awesome rustic rural retreat home will delight you with warm interior wood, skylights and lots of windows for natural light. The first floor has a primary bedroom with full bath, walk-in closet with built-in shelves. The kitchen features a vaulted wooden ceiling, exposed beams, breakfast bar, granite counters, lots of cabinet storage, a new gourmet gas range, adjacent laundry room with

Debra Cash REAL ESTATE III, INC.

14 E Laurel Dr, Madison, VA 22727

/2
Est $457,346 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,832 Sq Ft
94 Anvil Ct, Madison, VA 22727

94 Anvil Ct, Madison, VA 22727

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