Jefferson County IN Homes for Sale

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  /79

  $479,900

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  8813 W 750 N, Commiskey, IN 47227

  Located off the main road, this 37-acre property offers a combination of residential living and recreational land use with a high level of privacy. The 3-bedroom, 2-bathroom home contains approx. 2,040 square feet of interior living space and features an open floor plan that lends to an efficient heating plan. A wood-burning stove serves as a central heat source, supported by an electric furnace.

  

  Brad Garrison

  Whitetail Properties

  (812) 995-5352

  8813 W 750 N, Commiskey, IN 47227
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  /80

  $300,000

  • 4 Beds
  • 2 Baths
  • 2,154 Sq Ft

  8273 Indiana 56, Madison, IN 47250

  Location is key, and this property sits between two of the "Best Small Midwest Towns in America," according to USA Today. Conveniently located between Madison and Vevay, this versatile 10 acre tract offers a mix of residential, recreational, and small business potential. The parcel features about 1,100 feet of State Road 56 frontage and roughly 100 feet on E Splinter Ridge Road. A paved road that

  

  Brad Garrison

  Whitetail Properties

  (812) 561-6963

  8273 Indiana 56, Madison, IN 47250
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  /102

  $445,000

  • 3 Beds
  • 2 Baths
  • 2,548 Sq Ft

  2973 North1250 W, Deputy, IN 47230

  Located in the rural community of Deputy, Indiana, this property offers a residential home with multiple acreage options to accommodate a range of buyer preferences. This specific offering includes approximately 2.75 acres and features a well-maintained home, functional improvements, and a scenic setting with a half-acre pond. Per GIS, the home offers over 2,500 square feet of living space and

  

  Brad Garrison

  Whitetail Properties Real Estate

  (317) 701-8655

  2973 North1250 W, Deputy, IN 47230
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  /105

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2973 N 1250 W, Deputy, IN 47230

  Located in the rural community of Deputy, Indiana, this property offers a residential home with multiple acreage options to accommodate a range of buyer preferences. This specific offering includes approximately 4.5 acres and features a well-maintained home, functional improvements, and a scenic setting with a half-acre pond. Per GIS, the home offers over 2,500 square feet of living space and

  

  Brad Garrison

  Whitetail Properties

  (812) 489-9780

  2973 N 1250 W, Deputy, IN 47230
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  /93

  $300,000

  • 4 Beds
  • 2 Baths
  • 2,154 Sq Ft

  8273 State Road 56, Madison, IN 47250

  Location is key, and this property sits between two of the Best Small Midwest Towns in America, according to USA Today. Conveniently located between Madison and Vevay, this versatile 10 acre tract offers a mix of residential, recreational, and small business potential. The parcel features approximately 1,100 feet of State Road 56 frontage and about 100+ feet of frontage on E Splinter Ridge Road.

  

  Brad Garrison

  Whitetail Properties Real Estate

  (317) 701-8655

  8273 State Road 56, Madison, IN 47250
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  /2

  $459,000

  • 1 Bed
  • 1 Bath
  • 1,300 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

  Trueblood Real Estate Kentucky

  (812) 541-3763

  2945 N Greenbrier Rd, Madison, IN 47250
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  /104

  $445,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2973 N 1250 W, Deputy, IN 47230

  Located in the rural community of Deputy, Indiana, this property offers a residential home with multiple acreage options to accommodate a range of buyer preferences. This specific offering includes approximately 2.75 acres and features a well-maintained home, functional improvements, and a scenic setting with a half-acre pond. Per GIS, the home offers over 2,500 square feet of living space and

  

  Brad Garrison

  Whitetail Properties

  (812) 721-4446

  2973 N 1250 W, Deputy, IN 47230
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  /104

  $510,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2973 N 1250 W, Deputy, IN 47230

  Located in the rural community of Deputy, Indiana, this property offers a residential home with multiple acreage options to accommodate a range of buyer preferences. This specific offering includes approximately 10 acres and features a well-maintained home, functional improvements, and a scenic setting with a half-acre pond. Per GIS, the home offers over 2,500 square feet of living space and

  

  Brad Garrison

  Whitetail Properties

  (812) 613-2804

  2973 N 1250 W, Deputy, IN 47230
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  /44

  $247,500

  • Land
  • 18.23 Acres
  • $13,577 per Acre

  3500 E Lemon Rd, Madison, IN 47250

  Beautiful weekend retreat with a fully usable cabin. This great weekend getaway is perfect for a family camp or the annual deer camp. The off-grid cabin is powered by a generator with inverter/charger battery backup, composting toilet, woodburning stove, mini split AC/heat unit and a 100-gallon cistern tank for water. The property has a nice entrance with a gravel lane and parking. The terrain

  Rob Haubry Geswein Farm & Land Realty, LLC

  3500 E Lemon Rd, Madison, IN 47250
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  /22

  $215,000

  • Land
  • 0.33 Acre
  • $651,515 per Acre

  14266 W Mulberry St, Deputy, IN 47230

  SINGLE_FAMILY - Deputy, INCopyright © 2026 Southern Indiana REALTORS Association. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

  Jessica Butler Legacy Land Use & Realty

  14266 W Mulberry St, Deputy, IN 47230
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  /21

  $390,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  113 Jefferson St, Madison, IN 47250

  I am pleased to present an exceptional investment opportunity featuring two successful, side-by-side Airbnb properties in the heart of downtown Madison, Indiana. These one-level homes are within walking distance of all downtown amenities and are being offered for sale separately, however the opportunity to purchase 2 successful Airbnb properties side-is-side is very rare!Key highlights of

  Jackie Armel Greene Coldwell Banker Harrell & Asso

  113 Jefferson St, Madison, IN 47250
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  /32

  $625,000

  • 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
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  /69

  $674,900

  • 3 Beds
  • 2 Baths
  • 2,618 Sq Ft

  11833 Indiana 56, Lexington, IN 47138

  PRIVATE & SERENE RETREAT just minutes from SCOTTSBRG and Madison! This sprawling RANCH offers over 2,600 SQ FT of FIRST FLOOR LIVING on 15+ ACRES of picturesque land. Step onto the FULL-WIDTH COVERED FRONT PORCH and into a breathtaking OPEN CONCEPT layout featuring HARDWOOD FLOORS and SOARING CEILINGS throughout the main living areas filled with natural light. The CHEF'S KITCHEN is a showstopper

  Andrea Bogdon Schuler Bauer Real Estate Services ERA Powered (N

  11833 Indiana 56, Lexington, IN 47138
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  /51

  $464,900

  • 4 Beds
  • 2 Baths
  • 2,144 Sq Ft

  10605 Indiana 56, Lexington, IN 47138

  Welcome to your peaceful countryside retreat! This beautifully maintained 4-bedroom, 2-bath ranch-style home offers 2,144 sq ft of comfortable living space on a sprawling 6.43-acre lot—perfect for anyone seeking privacy, space, and versatility. Step inside to find large bedrooms and a desirable split-bedroom floor plan that ensures comfort and privacy for all. The largest bedroom is currently

  Kelsey Shaw F.C. Tucker/Scott Lynch Group

  10605 Indiana 56, Lexington, IN 47138
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  /75

  $997,000

  • 2 Beds
  • 6 Baths
  • 12,936 Sq Ft

  217 E Main St, Madison, IN 47250

  Located in the heart of Madison's downtown historic district, this fully renovated Second Empire-style commercial building (circa 1871) blends timeless character with modern amenities. Positioned in Madison's up-and-coming wedding destination market, the property offers exceptional potential for a wedding venue, private events, retail, bar, restaurant, or mixed-use investment. The main level

  Scott Lynch F.C. Tucker Scott Lynch Group

  217 E Main St, Madison, IN 47250
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  /22

  $399,900

  • 6 Beds
  • 4 Baths
  • 1,950 Sq Ft

  117 Jefferson St, Madison, IN 47250

  I am pleased to present an exceptional investment opportunity featuring two successful, side-by-side Airbnb properties in the heart of downtown Madison, Indiana. These one-level homes are within walking distance of all downtown amenities and are being offered for sale separately, however the opportunity to purchase 2 successful Airbnb properties side-is-side is very rare!Key highlights of

  Jackie Armel Greene Coldwell Banker Harrell & Asso

  117 Jefferson St, Madison, IN 47250
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  /49

  $550,000

  • 5 Beds
  • 4 Baths
  • 4,296 Sq Ft

  416 E 2nd St, Madison, IN 47250

  HISTORIC COSTIGAN MASTERPIECE IN THE HEART OF DOWNTOWN MADISON! Step into a piece of history with this commanding 1851 Greek Revival home, attributed to renowned architect Francis Costigan. Located in Madison, Indiana’s treasured historic district, this remarkable 5-bedroom, 4-bath residence captures timeless elegance and architectural distinction. From the original iron balcony and graceful

  Scott Lynch F.C. Tucker/Scott Lynch Group

  416 E 2nd St, Madison, IN 47250
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  /43

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft

  2599 S College Hills Dr, Hanover, IN 47243

  Welcome to this meticulously maintained all-brick home in the highly sought-after College Hills neighborhood! The home has been thoughtfully updated and features a fully remodeled kitchen equipped with modern appliances, a stylish farmhouse sink, and a convenient pantry. The primary suite offers a private, renovated bathroom, while an additional updated hall bathroom serves the rest of the home.

  Dawn Frye Keller Williams Realty-East

  2599 S College Hills Dr, Hanover, IN 47243
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  /26

  $349,900

  • 2 Beds
  • 1.5 Baths
  • 1,926 Sq Ft

  318 Walnut St, Madison, IN 47250

  Can be sold Turnkey Furnished!! Historic Federal-Style Home in the Heart of Downtown Madison. Step into timeless elegance w/this beautifully preserved home in a fabulous location! Thoughtfully updated while honoring its original character, this residence offers the perfect blend of historic charm & modern comfort. The main level features a welcoming living room & dining room, accented by hardwood

  Scott Lynch F.C. Tucker/Scott Lynch Group

  318 Walnut St, Madison, IN 47250
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  /49

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,774 Sq Ft

  712 E Main St, Madison, IN 47250

  This captivating stone residence, built in 1839, offers a whimsical blend of timeless elegance and modern comfort. Step through the beautiful Dutch door at the front stoop into a sanctuary rich with character and history. Original chestnut and old-growth pine flooring whisper stories of bygone eras throughout the home. The foyer offers an inviting transition, leading to the parlor and dining room

  Jessica Butler

  712 E Main St, Madison, IN 47250
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  /31

  $359,900

  • 4 Beds
  • 2.5 Baths
  • 2,124 Sq Ft

  4580 W Chain Mill Ct, Hanover, IN 47243

  Very nice 4 bedroom, 2.5 bath home on almost 3/4 of an acre, just minutes from Hanover College, golf course, and town. Located in an established neighborhood on a cul-de-sac. Enjoy the large screened-in porch with a park-like view. Many updates including roof, flooring, screens, and tub in 2023. This home has been well-taken care of - you must see it!!!

  JR Harrell Coldwell Banker Harrell & Asso

  4580 W Chain Mill Ct, Hanover, IN 47243
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  /17

  $379,900

  • 3 Beds
  • 3 Baths
  • 2,518 Sq Ft

  124 Cherry Trace, Madison, IN 47250

  Inviting 3-bedroom, 3-bath brick home located in one of Madison’s most desirable neighborhoods. The private backyard is an entertainer’s dream with an in-ground pool and slide, pool house, hot tub, and a 14x14 gazebo—all surrounded by professional landscaping. Inside, you’ll find hardwood floors throughout the main level, tile in the kitchen and baths, and a flexible main-level bedroom currently

  Patrick Lynch F.C. Tucker/Scott Lynch Group

  124 Cherry Trace, Madison, IN 47250
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  /40

  $399,900

  • 5 Beds
  • 3 Baths
  • 3,510 Sq Ft

  1421 Cherokee Ct, Madison, IN 47250

  Spacious 5-bedroom, 3-bath home offering comfort, space, and a peaceful setting. The open floor plan features vaulted ceilings, abundant natural light, and two cozy woodburning fireplaces. The kitchen includes granite countertops, a breakfast bar, and plenty of cabinet space for storage. Enjoy multiple living areas including a family room with built-in shelving and a finished basement with

  Nancy Sobeck F.C. Tucker/Scott Lynch Group

  1421 Cherokee Ct, Madison, IN 47250
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  /65

  $425,000

  • 4 Beds
  • 4 Baths
  • 2,782 Sq Ft

  321 E Main St, Hanover, IN 47243

  Foxworthy Hollow property, two and one half lots, bordering the west edge of Hanover College. Giving an opportunity for enjoying the picturesque campus, viewing the Ohio River at The Point and for taking in all cultural and sports activities at the college. The home was built in 1952 by a wood buyer and has views of the tree lined street from the north. Faces Foxworthy Hollow, a ravine that is a

  Brenda Eversole Century 21 River Valley

  321 E Main St, Hanover, IN 47243
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  /34

  $414,900

  • 3 Beds
  • 2 Baths
  • 1,127 Sq Ft

  128 West St, Madison, IN 47250

  An extremely rare 2 structure opportunity for OWNER-OCCUPANTS or for INVESTORS looking for an IMMEDIATE INCOME-PRODUCING property - proven AIRBNB GROSS INCOME OF OVER $69k FROM mid 2024-and all 2025 (financials available). The home has been maintained personally by local owners. FULLY FURNISHED with an acceptable offer. You can move right in or continue renting immediately! This beautifully

  Scott Lynch F.C. Tucker/Scott Lynch Group

  128 West St, Madison, IN 47250
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  /54

  $425,000

  • 4 Beds
  • 3.5 Baths
  • 3,240 Sq Ft

  5376 W Linda Ln, Hanover, IN 47243

  Welcome to this one-owner, custom-built, two-story home, perfectly positioned on the edge of the Butler Falls Golf Course. Thoughtfully designed and impeccably maintained, this property blends space, comfort, and character in a truly special setting. Inside, you’ll find 4 generously sized bedrooms with abundant closet space and 3.5 bathrooms, offering room for everyone. A convenient laundry chute

  Kelsey Shaw F.C. Tucker/Scott Lynch Group

  5376 W Linda Ln, Hanover, IN 47243
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  /38

  $429,900

  • 4 Beds
  • 4 Baths
  • 2,370 Sq Ft

  511 Miles Ridge Rd, Madison, IN 47250

  Located in a prime neighborhood on the Madison's Hilltop - just a golf cart ride away from Sunrise Golf Course or Historic Downtown Madison! This home is 4 bedroom with 2 full baths, 2 half baths and a great detached garage for vehicles, hobbies or storage. Improvements include: West Shore doors and windows with lifetime transferrable warranty, foundation repairs with lifetime transferrable

  Robin Mingione eXp Realty, LLC

  511 Miles Ridge Rd, Madison, IN 47250
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  /31

  $750,000

  • 1 Bed
  • 4 Baths
  • 4,030 Sq Ft

  313 E 1st St, Madison, IN 47250

  RESIDENCE AND TURNKEY BAR IN HISTORICAL DOWNTOWN MADISON. The song is true — sometimes you just want to be where everybody knows your name, and at 1st Street Saloon, it truly feels like home. Nestled in the heart of historic downtown Madison, this cozy and inviting bar is a hidden gem where both locals and visitors gather to relax, enjoy, and make memories. Inside you’ll find a warm, welcoming

  Scott Lynch F.C. Tucker/Scott Lynch Group

  313 E 1st St, Madison, IN 47250
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  /18

  $439,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  3833 W Deputy Pike Rd, Madison, IN 47250

  This gorgeous NEW BUILD is now ready for someone who appreciates quality and beauty.Nestled on a wooded lot of nearly an acre and a half, this home is located just five minutes from Madison’s hilltop. The exterior features earth-tone stone and matching front doors, providing a warm and inviting feel. Inside, the home offers an open floor plan and a stunning kitchen equipped with custom

  Jackie Armel Greene Coldwell Banker Harrell & Asso

  3833 W Deputy Pike Rd, Madison, IN 47250
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  /50

  $349,999

  • 3 Beds
  • 3 Baths
  • 3,312 Sq Ft

  302 Jefferson St, Madison, IN 47250

  This is an opportunity to have a corner mixed-use property in downtown Madison, Indiana, only two blocks from the Ohio River! This property offers over 1600 square feet of space, 3 full bathrooms, 3 bedrooms, an eat in kitchen, and other interpretive rooms! It can become the dreams you’ve had. For those who know Some Came Running, this property is Smitty’s Bar! This property has a secondary

  Jessica Butler

  302 Jefferson St, Madison, IN 47250
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  /43

  $399,000

  • 4 Beds
  • 2 Baths
  • 2,984 Sq Ft

  410 Mill St, Madison, IN 47250

  Beautiful, spacious, all brick 4 bedroom/2bth (almost 3,000 sq ft/ 2 level) and totally remodeled with amazing stain glass and custom/artistic tile work, laundry/exercise room, workshop, exceptional closet space (including giant walk-in), 4 decorative fireplaces, and meditation/quiet room. "Pull-down" large storage attic (with space to double the other half of the house). Purchased from the

  Scott Lynch F.C. Tucker/Scott Lynch Group

  410 Mill St, Madison, IN 47250
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  /43

  $859,900

  • 7 Beds
  • 4.5 Baths
  • 6,417 Sq Ft

  4466 N Sr 62, Madison, IN 47250

  Excited to share details regarding this exceptional property situated on over 5 acres just on the edge of town. Located only 2 miles from the hub of Madison's hilltop and minutes from vibrant downtown Madison—recently rated the #1 Best Small Town in the Midwest by USA Today—this home offers an incredible amount of space and versatility.The interior features a gorgeous custom kitchen designed

  Jackie Armel Greene Coldwell Banker Harrell & Asso

  4466 N Sr 62, Madison, IN 47250
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  /52

  $319,900

  • 3 Beds
  • 2 Baths
  • 2,220 Sq Ft

  10242 W Polk Rd, Lexington, IN 47138

  Discover the perfect blend of comfort and space with this charming 3 bedroom, 2 bath home situated on 2 picturesque acres. A welcoming covered front porch sets the tone for relaxation, while the circle drive offers both convenience and curb appeal. Step inside to find a bright and inviting layout, highlighted by a spacious main bedroom complete with its own full bath, providing a private retreat.

  Jim Pruett EXP Realty LLC

  10242 W Polk Rd, Lexington, IN 47138
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  /3

  $269,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  152 Williamson Dr, Hanover, IN 47243

  QUALITY NEW CONSTRUCTION IN HANOVER, INDIANA BY PHILLIPS DEVELOPMENT INC. Jefferson County's newest subdivision - Three Bends is now OPEN. This home offers 1350 square feet of finished living space, featuring quality finishes and the exceptional craftsmanship you can count on from Phillips Development Inc. This beautiful floor plan consists of 3 bedrooms, 2 bathrooms, a 2-car attached garage and

  Scott Lynch F.C. Tucker/Scott Lynch Group

  152 Williamson Dr, Hanover, IN 47243
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  /27

  $99,900

  • 1 Bed
  • 1 Bath
  • 1,036 Sq Ft

  8273 E Doe Run Rd, Madison, IN 47250

  Tucked along the water at 8273 E Doe Run Rd, this rustic getaway offers an easy, low-maintenance retreat just minutes from historic downtown Madison. The home features an open living and kitchen area with breakfast bar, a comfortable bedroom, full bath, and laundry nook. An enclosed porch and covered deck overlook the trees and Indian Kentuck Creek, with a large backyard that leads right to the

  Thomas Gwinn

  8273 E Doe Run Rd, Madison, IN 47250
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  /6

  $84,900

  • Land
  • 3.5 Acres
  • $24,257 per Acre

  5127+Lot 3 W Interstate Block Rd, Brooksburg, IN 47250

  Prime acreage in a sought-out area of Jefferson County IN. Build your dream home here! Property listed in parcels of approx. 3.5 acres or purchased as a whole for $250,000

  Kelsey Shaw F.C. Tucker/Scott Lynch Group

  5127+Lot 3 W Interstate Block Rd, Brooksburg, IN 47250
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  /9

  $79,900

  • Land
  • 4.12 Acres
  • $19,393 per Acre

  685 S Grange Hall Rd, Hanover, IN 47243

  Are looking for just the right place to build your dream home and more! Look no further! This building site within the Town of Hanover limits is over 4 acres with R-1 zoning. Great location with endless possibilities! Hanover water on site, meter not set yet. **Seller is offering to pay for Buyer's Perk Test with an acceptable offer.**

  Becky Law

  685 S Grange Hall Rd, Hanover, IN 47243
• 

  

  /40

  $247,500

  • 0.5 Baths

  3500 Lemon Rd, Madison, IN 47250

  Beautiful weekend retreat with a fully usable cabin. This great weekend getaway is perfect for a family camp or the annual deer camp. The off-grid cabin is powered by a generator with inverter/charger battery backup, composting toilet, woodburning stove, mini split AC/heat unit and a 100-gallon cistern tank for water. The property has a nice entrance with a gravel lane and parking. The terrain

  Rob Haubry Geswein Farm & Land Realty

  3500 Lemon Rd, Madison, IN 47250
• 

  /2

  $20,000

  • Land
  • 0.38 Acre
  • $52,206 per Acre

  2173 S Tallman Dr, Hanover, IN 47243

  Discover the allure of this stunning property located on Spring Hills golf course. Surrounded by picturesque views and serene landscapes, this beautiful lot offers the perfect opportunity to build your dream home in a tranquil and idyllic setting. Don't miss out on this prime location that promises an exceptional lifestyle amidst the greens and fairways of Spring Hills golf course.

  Tony Bilz F.C. Tucker/Scott Lynch Group

  2173 S Tallman Dr, Hanover, IN 47243
• 

  

  /24

  $294,500

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  303 Golf Ridge Ln, Madison, IN 47250

  Charming Hilltop Ranch Home. Discover this move-in-ready 3-bedroom, 2-bath gem in the desirable Miles Ridge subdivision, nestled on a peaceful dead-end street. This well-maintained 1,560 sq ft ranch, sits on a spacious 0.32-acre fenced lot, offering privacy & room for outdoor enjoyment. Step inside to find a bright, open layout with updated laminate flooring throughout the living areas and tile

  Chris Powell

  303 Golf Ridge Ln, Madison, IN 47250

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