Section Image

Explore Similar Houses Within 10 Miles of Canaan, IN

  • /55

    $325,000

    • 4 Beds
    • 5 Baths
    • 3,716 Sq Ft

    422 E 2nd St, Madison, IN 47250

    Endless Possibilities in the Heart of Historic Downtown Madison! This versatile 4 unit, 2 story building is a rare opportunity for investors or visionary homeowners. Currently configured as four apartment units, the property offers a range of options—maintain it as a 4 unit rental, reimagine it as three apartments and two efficiencies, convert it into two charming single-family homes, or create a

    Jim Pruett

    422 E 2nd St, Madison, IN 47250
  • /50

    $339,000

    • 3 Beds
    • 1.5 Baths
    • 2,112 Sq Ft

    309 Jefferson St, Madison, IN 47250

    Located in the vibrant heart of downtown Madison, this 3 bedroom, 1.5 bath brick two-story offers charm, flexibility, and investment potential. The spacious living room and formal dining room with wood floors create a warm and inviting atmosphere, while the enclosed back patio provides privacy. Upstairs features three bedrooms, family room, and a full bath/utility. Currently set up as an

    Jim Pruett EXP Realty LLC

    309 Jefferson St, Madison, IN 47250
  • /31

    $289,900

    • 3 Beds
    • 2 Baths
    • 2,094 Sq Ft

    371 Maplewood Ct, Madison, IN 47250

    Welcome to 371 Maplewood Ct, a well-maintained brick ranch in desirable Brentwood Estates, Madison, IN. This move-in ready home features a spacious open floor plan, ideal for entertaining or quiet evenings. The living room offers a stone fireplace with ventless gas logs, and the kitchen includes ample counter space, a breakfast bar, and built-in desk. Enjoy generous storage, a two-car garage, and

    Zach Fry

    371 Maplewood Ct, Madison, IN 47250
  • /28

    $339,900

    • 3 Beds
    • 1.5 Baths
    • 1,988 Sq Ft

    213 E 4th St, Madison, IN 47250

    Gorgeous and charming home that is move in ready. Home is lot. No yard to maintain and more time to travel, do hobbies. Great location to shopping in downtown shops Enter vestibule and come inside to large entry. Large LR and formal DR with dec. f/p and buit in cupboard. Cherry cabinets in K with granite counters,slow close cabinets,built in and w/i pantries. Water softner is rented through

    David Jenkins

    213 E 4th St, Madison, IN 47250
  • /14

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,496 Sq Ft

    2018 Michigan Rd, Madison, IN 47250

    Beautiful 2-bedroom, 2 bath home with Golf Course frontage. One car attached garage with 3 additional storage barns-15x18, 14x16, and 12x26. Nice deck looking over the golf course.

    Keith Mahoney Century 21 River Valley

    2018 Michigan Rd, Madison, IN 47250
  • /39

    $369,000

    • 3 Beds
    • 2.5 Baths
    • 1,968 Sq Ft

    1003 East St, Madison, IN 47250

    Welcome home to your stunning I-house/Federal Vernacular style home! Step into this remodeled 1840 home. Timelessness can meet contemporary, and this is well exhibited here. On a generous sized lot, the home offers ample outdoor space for gardening, entertaining, or simply enjoying the beauty of nature. Walking in, you’ll appreciate the spaciousness of the tall ceilings and natural light. Updates

    Jessica Butler

    1003 East St, Madison, IN 47250
  • /34

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 1,648 Sq Ft

    307 Westwood Ln, Madison, IN 47250

    Nestled in the peaceful surroundings of Autumnwood Estates, this charming three-bedroom, two-and-a-half-bath home epitomizes comfort and contemporary living. Ideally situated at two cul-de-sac areas, it offers an inviting facade framed by awakening landscaping that hints at the warmth within. Step inside to discover a spacious, traditional, and airy layout. Enjoy having your hearth, benches, and

    Jessica Butler

    307 Westwood Ln, Madison, IN 47250
  • /31

    $299,900

    • 4 Beds
    • 2 Baths
    • 2,168 Sq Ft

    216 Hillcrest Dr, Madison, IN 47250

    Homes like this don't come on the market very often. Schedule your showing while you still can! This all brick 4 bedroom/2 full bath features newer flooring throughout most of the home. The covered front porch is a perfect place to sit and rest. The 4-season room in the rear of the home adds additional room for entertaining or growing your favorite plants. Newer HVAC system, deck & shed, front

    Nancy Sobeck F.C. Tucker/Scott Lynch Group

    216 Hillcrest Dr, Madison, IN 47250
  • /48

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 1,542 Sq Ft

    627 Walnut St, Madison, IN 47250

    Own a piece of history with this remarkable property, the Archibald Taylor residence in Historic Madison. Built in 1844 to1845 this residence stands as a testament to the area's rich heritage. Located in the historic Georgetown district, it was a significant part of Madison's Underground Railroad as Archibald Taylor was a conductor, offering refuge to those seeking freedom. The neighborhood,

    Jim Pruett EXP Realty LLC

    627 Walnut St, Madison, IN 47250
  • /30

    $294,900

    • 3 Beds
    • 1.5 Baths
    • 1,644 Sq Ft

    2425 Cedarwood Dr, Madison, IN 47250

    This house is remarkable. Very clean and spacious. 3 bedroom, 1.5 bath in a convenient hilltop location. New roof in 2020. Solid wood doors throughout. This house is well taken care of and updated. Attached garage. Must See! Full Bath has been completely remodeled.

    Amy Hopwood-Ralston Coldwell Banker Harrell & Asso

    2425 Cedarwood Dr, Madison, IN 47250
  • /25

    $274,900

    • 3 Beds
    • 2 Baths
    • 1,828 Sq Ft

    191 S Birch St, Hanover, IN 47243

    This charming 3 bedroom 2 full bath home offers the perfect blend of comfort and functionality. Featuring a spacious living area that flows seamlessly into the kitchen and dining spaces. Its ideal for both everyday living and entertaining. The bonus room provides endless possibilities whether you need a home office, playroom, or extra guest space. The pool is perfect for relaxation or hosting

    Stephanie Brawner Coldwell Banker Harrell & Asso

    191 S Birch St, Hanover, IN 47243
  • /23

    $275,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    525 West St, Madison, IN 47250

    Wonderful opportunity to purchase a completely remodeled home in the heart of downtown Madison's historic district. The location is just a brief 3 block walk to Main St that was granted the 2024 Great American Main St Award. The renovation was completed with new high end finishings but you can still feel the historic charm throughout the home. There are 2 bedrooms and 2 bathrooms. The kitchen

    Marla Brennan

    525 West St, Madison, IN 47250
  • /20

    $275,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    523 West St, Madison, IN 47250

    Wonderful opportunity to purchase a completely remodeled home in the heart of downtown Madison's historic district. The location is just a brief 3 block walk to Main St that was granted the 2024 Great American Main St Award. The renovation was completed with new high end finishings but you can still feel the historic charm throughout the home. There are 2 bedrooms and 2 bathrooms. The kitchen

    Marla Brennan

    523 West St, Madison, IN 47250
  • /63

    $309,900

    • 5 Beds
    • 2.5 Baths
    • 2,718 Sq Ft

    720 Montclair St, Madison, IN 47250

    Situated in a prime hilltop location near schools, shopping, and amenities, this 5-bedroom, 2.5-bath home sits on nearly an acre of land, offering plenty of space inside and out. The recently updated kitchen features an open-concept design that flows into the living and dining areas, making it perfect for entertaining. A partially finished basement provides extra living space and comes with a

    Austin Ketcham

    720 Montclair St, Madison, IN 47250
  • /20

    $252,000

    • 5 Beds
    • 1 Bath
    • 2,736 Sq Ft

    121 Wray St, Madison, IN 47250

    Uniquely tucked away at the end of a 12’ winding easement yet only minutes to Sunrise Golf Course & all amenities Madison has to offer.Abundance of potential awaits your loving touch. 2-Story ceiling enhances the charm of the Great Room with Spacious Dining Area & Pellet Stove. 2nd Story Loft overlooks the Great Room. Amazing living area w/total of 5 BR’s, Office, Den, Kitchen, Hall Pantry &

    Deborah Hardy Century 21 River Valley

    121 Wray St, Madison, IN 47250
  • /17

    $209,900

    • 3 Beds
    • 2 Baths
    • 1,092 Sq Ft

    132 Hillcrest Dr, Madison, IN 47250

    This well-maintained 3-bedroom, 2-bathroom brick home offers 1,092 square feet of comfortable living space in a quiet, established subdivision. Featuring a functional layout with spacious rooms, this home is ideal for families, first-time buyers, or anyone looking for a cozy, low-maintenance property.Enjoy peace of mind with a newer roof and the convenience of being just minutes from local

    Scott Lynch F.C. Tucker/Scott Lynch Group

    132 Hillcrest Dr, Madison, IN 47250
  • /41

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,784 Sq Ft

    2421 Cypress St, Madison, IN 47250

    WELCOME HOME to this Beautiful single-story home in a quiet Madison neighborhood near Clifty Falls! This 3-bedroom home offers an additional non-conforming bedroom/office, 1.5 remodeled baths, and an oversized family room with built-ins, electric fireplace, laminate flooring, and French doors. Enjoy hardwood floors in the bedrooms and dining room, plus a spacious eat-in kitchen with pantry and

    Sharon Estep Schuler Bauer Real Estate Services ERA Powered (N

    2421 Cypress St, Madison, IN 47250
  • /53

    $449,000

    • 4 Beds
    • 2.5 Baths
    • 3,249 Sq Ft

    140 N Hereford Ln, Madison, IN 47250

    This is a generational opportunity!! This home is one of the most premier lots of Country Estates, on Hereford Lake. The parcel is 1.36 acres, and with a sweeping 360 panorama of lake frontage. The home itself is very large, and the meticulous care of her is evident by the remaining 1975 details. Updates include some replacement windows, and these have been chosen in the style of enhancing the

    Jessica Butler

    140 N Hereford Ln, Madison, IN 47250
  • /20

    $175,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    168 Sycamore Dr S, Hanover, IN 47243

    This is home! Whether you are in the market for an investment opportunity or your own new place, this one is EASY and MOVE-IN-READY! This home has 3 bedrooms and 1 full bathroom. The kitchen offers nearly new appliances. The HVAC is also within 2 years age. Updates include thermopane vinyl windows and vinyl plank flooring. There are neutral tones throughout the home, and this one is ready to go.

    Jessica Butler

    168 Sycamore Dr S, Hanover, IN 47243
  • /32

    $749,900

    • 4 Beds
    • 3.5 Baths
    • 4,720 Sq Ft

    2020 Michigan Rd, Madison, IN 47250

    Beautiful open floor plan home on Sunrise Golf Course with a full finished basement. All brick home with 4 bedrooms, 4 bathrooms, a fully finished basement, and a 2-car attached garage. Features include an Inground pool with a waterfall, hot tub, and a partially fenced-in area. Beautiful golf course views. Nicely Landscaped. Property is being split, and taxes are to be determined.

    Keith Mahoney Century 21 River Valley

    2020 Michigan Rd, Madison, IN 47250
  • /9

    $199,000

    • 5 Beds
    • 2 Baths
    • 2,500 Sq Ft

    822 Green Rd, Madison, IN 47250

    Large home with many options, located across from the Sports Complex on Madison’s hilltop. Large bedrooms with room to grow. Close to schools, shopping, and downtown. This property has many possibilities- come take a tour and put your imagination to work…investment property or family home. Updates include: New roof (2023), Floor joist repairs, new duct work, and new laminate flooring throughout.

    Candice Fulk McDole Century 21 River Valley

    822 Green Rd, Madison, IN 47250
  • /21

    $222,499

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    2707 Lanier Dr, Madison, IN 47250

    Don't miss this beautifully updated 3-bedroom, 1-bathroom home located in the sought-after Madison Indiana. Nestled on a large lot, this property offers the perfect blend of modern upgrades and ample outdoor spaceideal for entertaining, gardening, or future expansion. Inside, you'll find an open-concept living area with updated flooring, a remodeled kitchen, and a stylish bathroom with

    Ashley Bolser Lohmiller Real Estate

    2707 Lanier Dr, Madison, IN 47250
  • /23

    $219,900 Open Thu 4PM - 6PM

    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft

    1912 Strader St, Madison, IN 47250

    Home Sweet Home! This charming property is in immaculate condition and ready for its new owners. The home offers a convenient layout with a split-bedroom floor plan, open living space between the eat-in kitchen and the family room, a large laundry room off the master suite, and plenty of walk-in closet space for storage. Additional features include a covered front porch with vaulted shiplap

    Kelsey Shaw F.C. Tucker/Scott Lynch Group

    1912 Strader St, Madison, IN 47250
  • /34

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft

    300 Elmhurst Dr, Madison, IN 47250

    Beautifully updated all-brick 3 bed, 2 bath home on a corner lot! Features a new roof, gutters, A/C, and a stunning mahogany front door. Inside boasts an open floor plan with brand new red oak hardwood floors and a fully remodeled kitchen with custom cabinets, quartz countertops, and new appliances. Entertain with ease at the wet bar, complete with mini fridge and built-in ice maker. Stylishly

    Carsha Strouse F.C. Tucker/Scott Lynch Group

    300 Elmhurst Dr, Madison, IN 47250
  • /14

    $199,900

    • 2 Beds
    • 1 Bath
    • 1,312 Sq Ft

    2110 Allen St, Madison, IN 47250

    **Charming Hilltop Retreat Awaits You!**Discover this 2-bedroom, 1-bathroom stone home, perfectly situated on a picturesque corner lot in the desirable Madison Hilltop area. With its stunning leaded glass front door and hardwood floors throughout, this residence exudes warmth and character.Enjoy the serenity of mature trees surrounding the property, offering privacy and a natural retreat. The

    Tony Bilz F.C. Tucker/Scott Lynch Group

    2110 Allen St, Madison, IN 47250
  • /35

    $449,900

    • 3 Beds
    • 3 Baths
    • 2,692 Sq Ft

    6692 N Sr 7, Madison, IN 47250

    Prepare to be captivated! Nestled on a sprawling, inviting landscape just shy of two acres, this immaculate 3-bedroom, 3-bathroom custom home offers an unparalleled living experience. Step inside and discover a dream kitchen, a culinary masterpiece boasting gleaming stainless steel appliances, a sprawling oversized island perfect for gatherings, a convenient warming drawer, a built-in TV for

    Jason Schafer Century 21 River Valley

    6692 N Sr 7, Madison, IN 47250
  • /16

    $199,900

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft

    3405 N Quail Dr, Madison, IN 47250

    Recently updated home sitting on a corner lot. Features 3 bedrooms, 1 bath with a deck overlooking a large backyard. All kitchen appliances remain, as well as the washer and dryer. The one-car garage has been converted into an additional living space.

    Keith Mahoney Century 21 River Valley

    3405 N Quail Dr, Madison, IN 47250
  • /11

    $149,900

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    1738 Bear St, Madison, IN 47250

    Cute as a button 2 bedroom 1 bath home on the hilltop. New roof in 2018, new HVAC & windows in 2023, nice size fenced backyard, and a newer 8x10 shed. Fridge and gas stove remain along with the washer & dryer. Home has a one car attached garage, great covered front porch to enjoy the evenings on and is close to Oak Hill Park, shopping, and Clifty Falls State Park.

    Jason Schafer Century 21 River Valley

    1738 Bear St, Madison, IN 47250
  • /10

    $239,900

    • 3 Beds
    • 2 Baths
    • 2,048 Sq Ft

    2517 Cedarwood Dr, Madison, IN 47250

    This 3 bedroom 2 full bath single story ranch home is situated in the heart of Madison's hilltop. The open floor-plan is inviting and offers separate entertaining areas with a true family room & a separate living room with both opening up into the eat-in kitchen. The stainless appliances you see in the kitchen convey with the home. The main bedroom has an on-suite bath with a whirlpool tub.

    Jason Schafer Century 21 River Valley

    2517 Cedarwood Dr, Madison, IN 47250
  • /17

    $239,900

    • 1 Bed
    • 1.5 Baths
    • 644 Sq Ft

    411 Gerry Ln, Madison, IN 47250

    Located in the heart of the Best Small Town in the Midwest, this totally furnished one-bedroom living over a two-car garage. Home is move-in ready, just bring your personal essentials. As you walk thru, everything you see will remain. (Don't forget to open the cabinets too) Besides the one bedroom the sofa is a queen sleeper. Perfect starter, week-end getaway or income producing rental in

    Brenda Eversole Century 21 River Valley

    411 Gerry Ln, Madison, IN 47250
  • /37

    $420,000

    • 2 Beds
    • 3 Baths
    • 1,484 Sq Ft

    427 Vine St, Madison, IN 47250

    Welcome to beautiful DOWNTOWN Madison! This well-kept home sits in an amazing location with immediate access to Main St. Plus, it is adjacent to John Paul Park allowing you to enjoy nature from your covered porch. Two bedrooms with a top-of-the-line galley kitchen featuring a butcher block countertop and space for a small table to enjoy your morning coffee. Bamboo flooring throughout the main

    Sarah Hollihan eXp Realty, LLC

    427 Vine St, Madison, IN 47250
  • /16

    $189,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    1507 Bear St, Madison, IN 47250

    Very clean 3BR 1 Full BA home with may updates. Corner lot and 1 car attached garage. Out building. All new flooring, new paint, new light fixtures. All new bathroom w/ new vanity, new toilet, and tub/shower surround. Nice K with lots of cherry cabinets. Roof approximately 12 years old.

    David Jenkins

    1507 Bear St, Madison, IN 47250
  • /56

    $799,000

    • 4 Beds
    • 5 Baths
    • 4,625 Sq Ft

    1311 S Riverview Dr, Hanover, IN 47243

    Refined luxury with panoramic river views. This beautifully crafted custom quality home offers over 4,600 sq ft of elegant living space with sweeping views of the Ohio River from nearly every room. Built with quality, comfort, & entertaining in mind, this one-of-a-kind property is packed with charm, timeless details, & thoughtful design. Step inside to find hardwood floors, rich wood accents, &

    Scott Lynch F.C. Tucker/Scott Lynch Group

    1311 S Riverview Dr, Hanover, IN 47243
  • /11

    $189,900

    • 3 Beds
    • 1 Bath
    • 1,230 Sq Ft

    1624 Oak Hill Dr, Madison, IN 47250

    Move in ready 3 bedroom 1 bath home. Centrally located with 2 nice decks, a shed, and 1 car attached garage. Hardwood floors in all 3 bedrooms. This home is ready for you!!!

    JR Harrell Coldwell Banker Harrell & Asso

    1624 Oak Hill Dr, Madison, IN 47250
  • /18

    $239,900

    • 3 Beds
    • 2 Baths
    • 1,429 Sq Ft

    132 Maple St, Hanover, IN 47243

    Don’t miss this beautiful 3-bedroom, 2 full bath ranch style home. One owner, very well-maintained, open floor plan with split bedrooms. Updated lighting fixtures and luxury vinyl flooring throughout. Master bedroom with walk-in closet and attached bath with double sinks and a large shower. The beautiful kitchen is open to living and dining spaces. Washer and dryer included. Fenced backyard.

    Alisha Murphy Century 21 River Valley

    132 Maple St, Hanover, IN 47243
  • /20

    $219,900

    • 3 Beds
    • 3 Baths
    • 1,406 Sq Ft

    2115 Cragmont St, Madison, IN 47250

    Welcome to this inviting 3-bedroom, 1 full bath, 2 half-bath home, on Madison's hilltop. This 1,406 sq. ft. brick home offers a blend of classic charm and modern comfort. Cozy Den with a gas log fireplace – perfect for relaxing evenings. Spacious living room, sunroom & dining room for entertaining. Great Location! Close to local amenities, shopping, dining, and more. Don’t miss out on this

    Scott Lynch F.C. Tucker/Scott Lynch Group

    2115 Cragmont St, Madison, IN 47250
  • /74

    $500,000

    • 1 Bed
    • 1 Bath
    • 1,233 Sq Ft

    2945 N Greenbrier Rd, Madison, IN 47250

    If you’re looking for a ultimate log cabin retreat then look no more. Our cabin is a unique, small, authentic 19th century log home, nestled among cedar trees while overlooking a pond. The cabin offers the perfect retreat away from the hustle and bustle of everyday life. The log cabin has been completely restored with modern conveniences yet still retains all the rustic charm of an era gone by.

    Greg Taylor Semonin REALTORS

    2945 N Greenbrier Rd, Madison, IN 47250
  • /63

    $589,500

    • 4 Beds
    • 3.5 Baths
    • 3,351 Sq Ft

    2503 Poplar Ridge Ln, Madison, IN 47250

    Incredible 4-Bedroom with 2 yr old Inground Pool and Upgrades, including 4 yr old HVAC and new roof. Nestled on a serene cul-de-sac backing up to woods, 4-bedroom, 3.5-bath home and over an acre of privacy in one of the most highly sought-after neighborhoods. Main Level-Living room has vaulted ceiling adorned with beautiful beams and gas fireplace. Large kitchen, with quartz countertops,

    Missy Demaree Century 21 River Valley

    2503 Poplar Ridge Ln, Madison, IN 47250
  • /40

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    13873 Pleasant Grove Rd, Bennington, IN 47011

    Bring the outside in with this 2 year old 2 bed 2 bath bardo that is absolutely pristine inside and out. With large panoramic windows there is a view in every direction. The home features large front and rear covered stamped concrete porches, tankless water heat and custom touches throughout. The exterior features mature trees and newly planted privacy trees that are coming along. Store your toys

    Bradley Baldwin Rider Realty LLC

    13873 Pleasant Grove Rd, Bennington, IN 47011
  • /57

    $549,000

    • 5 Beds
    • 4.5 Baths
    • 4,539 Sq Ft

    514 Jefferson St, Madison, IN 47250

    Step into a serene blend of history and modern luxury with this remarkable Greek Revival residence, dating back to 1849, nestled in the heart of the #1 Small Town in the Midwest. This stunning property boasts an impressive layout featuring 4-5 spacious bedrooms and 5 elegant bathrooms, perfect for both daily living and entertaining.As you enter, you are greeted by a grand foyer with

    Jessica Butler

    514 Jefferson St, Madison, IN 47250
How to Buy a Home How to Finance a Home How to Sell a Home