Shepherdsville, KY Homes

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  /7

  $168,500

  Sold Feb 27, 2026

  Lot 2 Mt Eden Dr, Shepherdsville, KY 40165

  • Land
  • 10.79 Acres
  • $15,616 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 30 Days On Market

  Last Listing Agent Presley Baker Knob & Key Realty, LLC

  Lot 2 Mt Eden Dr, Shepherdsville, KY 40165
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  /79

  Est $589,875

  Not Listed For Sale

  347 Nightingale Way, Shepherdsville, KY 40165

  • 3 Beds
  • 3.5 Baths
  • 3,376 Sq Ft
  • Built 2001

  347 Nightingale Way, Shepherdsville, KY 40165

  Last Sold Summary

  • 1% Below List Price
  • $176/SF
  • 4 Days On Market

  • Last Sold Price $595,000
  • Feb 18, 2025

  Last Listing Agent Tracy French RE/MAX
• 

  

  /2

  $175,000

  Pending

  • Land
  • 66.72 Acres
  • $2,623 per Acre

  0 Trappers Rd, Shepherdsville, KY 40165

  Motivated seller! Bring all reasonable offers to settle the sellers estate! Approximately 67.5 wooded acres in Bullitt Co with the potential for some marketable timber! If you are looking for hunting property then this is it!!! The land has been platted out for potential development. There are 22 individual lots that are being sold altogether or it can all be consolidated back into one large

  Jamie Reading 85W Real Estate

  0 Trappers Rd, Shepherdsville, KY 40165
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  /61

  $575,000

  Sold Apr 03, 2026

  328 Stoneyridge Wynde, Shepherdsville, KY 40165

  • 4 Beds
  • 3 Baths
  • 3,767 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $153/SF
  • 8 Days On Market

  Current Estimated Value $591,228

  Last Listing Agent Mare Muccigrosso Knob & Key Realty, LLC

  328 Stoneyridge Wynde, Shepherdsville, KY 40165
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  /44

  Est $412,544

  Not Listed For Sale

  183 Nightingale Way, Shepherdsville, KY 40165

  • 4 Beds
  • 3 Baths
  • 2,650 Sq Ft
  • Built 2000

  183 Nightingale Way, Shepherdsville, KY 40165

  Last Sold Summary

  • 6% Above List Price
  • $147/SF
  • 6 Days On Market

  • Last Sold Price $390,000
  • May 23, 2024

  Last Listing Agent Dawn Cook Coldwell Banker McMahan
• 

  

  /25

  $235,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,143 Sq Ft

  187 Drake Dr, Shepherdsville, KY 40165

  Move-in ready and thoughtfully cared for, this 3-bedroom, 2-bath home offers the kind of updates buyers are looking for. Owned by just one owner, it has been consistently maintained with major improvements already completed, including a new HVAC system (2026), roof (2023), water heater (2023), and all new windows installed in 2024 with a lifetime transferable warranty. Inside, the kitchen stands

  Cindy Webb Red Edge Realty

  187 Drake Dr, Shepherdsville, KY 40165
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  /117

  $485,000

  Sold Oct 03, 2025

  2787 Raymond Rd, Shepherdsville, KY 40165

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $251/SF
  • 8 Days On Market

  Current Estimated Value $484,677

  Last Listing Agent Tracy Renfro GreenTree Real Estate Services

  2787 Raymond Rd, Shepherdsville, KY 40165
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  /38

  Est $350,603

  Not Listed For Sale

  4809 Highway 44 E, Shepherdsville, KY 40165

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 2000

  4809 Highway 44 E, Shepherdsville, KY 40165

  Last Sold Summary

  • 12% Above List Price
  • $184/SF
  • 6 Days On Market

  • Last Sold Price $312,000
  • May 17, 2024

  Last Listing Agent Jamie Reading 85W Real Estate
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  /64

  $535,000

  • 3 Beds
  • 2.5 Baths
  • 3,534 Sq Ft

  442 Clarks Ln, Shepherdsville, KY 40165

  Rare find! Welcome home to this beautiful ranch-style home perfectly situated on 9.33 picturesque acres, offering an exceptional blend of comfort, space, and privacy. The scenic, park-like driveway winds through the woods and opens to an expansive front yard where you'll immediately notice the stunning views from the large covered wraparound front porch. Inside, the spacious great room features

  Melody Von Vreckin Semonin Realtors

  442 Clarks Ln, Shepherdsville, KY 40165
• 

  

  /21

  $235,748

  Sold Mar 13, 2026

  241 Northview Dr, Shepherdsville, KY 40165

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $157/SF
  • 66 Days On Market

  Current Estimated Value $236,787

  Last Listing Agent Pamela Colvin Integrity Group REALTORS

  241 Northview Dr, Shepherdsville, KY 40165
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  /68

  Est $376,058

  Not Listed For Sale

  5081 Highway 44 E, Shepherdsville, KY 40165

  • 3 Beds
  • 2.5 Baths
  • 2,661 Sq Ft
  • Built 1970

  5081 Highway 44 E, Shepherdsville, KY 40165

  Last Sold Summary

  • 39% Above List Price
  • $101/SF
  • 1 Day On Market

  • Last Sold Price $270,000
  • May 16, 2023

  Last Listing Agent Amanda Midkiff Reserve Realty Group
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  /55

  $525,000

  • 5 Beds
  • 3 Baths
  • 3,240 Sq Ft

  757 Peaceful Way, Shepherdsville, KY 40165

  Welcome home to Peaceful Valley —where space, comfort, and scenic beauty come together to check every box on your list! Nestled on 4.74 beautiful acres, this 5-bedroom, 3-full bath home offers over 3,200 square feet of thoughtfully designed living space. Step inside to find a spacious kitchen and dining space, perfect for both everyday living and entertaining creating a warm and inviting

  Amanda Mohr RE/MAX Empire

  757 Peaceful Way, Shepherdsville, KY 40165
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  /34

  $235,000

  Sold Aug 01, 2025

  128 Clover Cove Ct, Shepherdsville, KY 40165

  • 3 Beds
  • 2.5 Baths
  • 1,450 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $162/SF
  • 1 Day On Market

  Current Estimated Value $238,056

  Last Listing Agent Kyle Roth EXP Realty LLC

  128 Clover Cove Ct, Shepherdsville, KY 40165
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  /28

  Est $324,749

  Not Listed For Sale

  105 Grindstone Dr, Shepherdsville, KY 40165

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1983

  105 Grindstone Dr, Shepherdsville, KY 40165

  Last Sold Summary

  • 17% Above List Price
  • $197/SF
  • 15 Days On Market

  • Last Sold Price $277,000
  • Nov 07, 2023

  Last Listing Agent Amy Willoughby Presley Realty
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  /80

  $725,000

  $45K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 4,975 Sq Ft

  243 Kool Springs Dr, Shepherdsville, KY 40165

  Endless Possibilities set on 6 scenic acres just minutes from Bernheim Forest and iconic bourbon destinations like Jim Beam Distillery & Barn and other stops along the Kentucky Bourbon Trail. This brick colonial style estate offers a rare blend of character, space, and opportunity. With a little love and vision, this property could become something truly extraordinary.Inside, the main living

  Christy Webster United Real Estate Louisville

  243 Kool Springs Dr, Shepherdsville, KY 40165
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  /49

  $293,900

  Sold Mar 16, 2026

  308 River Edge Dr, Shepherdsville, KY 40165

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Above List Price
  • $186/SF
  • 2 Days On Market

  Current Estimated Value $295,049

  Last Listing Agent Jeremy Koonce Front Runner Real Estate

  308 River Edge Dr, Shepherdsville, KY 40165
• 

  

  /22

  Est $382,096

  Not Listed For Sale

  114 Grindstone Dr, Shepherdsville, KY 40165

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1986

  114 Grindstone Dr, Shepherdsville, KY 40165

  Last Sold Summary

  • 9% Above List Price
  • $216/SF
  • 53 Days On Market

  • Last Sold Price $350,000
  • Jan 12, 2024

  Last Listing Agent Kay Cummins-Maum PR Realty Group, LLC
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  /57

  $450,000

  Pre-Foreclosure

  • 4 Beds
  • 4 Baths
  • 3,167 Sq Ft

  364 Fairview Ln, Shepherdsville, KY 40165

  ACCEPTED OFFER - AWAITING THIRD PARTY APPROVAL. Welcome to Country Living at Its Best! Nestled on nearly 2 acres along Floyd's Fork, this beautiful creek stone ranch offers over 3,000 sq ft of living space. The heart of the home is the expansive kitchen with a large island, double pantries, and hardwood floors. A spacious great room with gas fireplace and skylight creates a warm, inviting

  Maranda Richmond First Saturday Real Estate

  364 Fairview Ln, Shepherdsville, KY 40165
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  /33

  $329,990

  Sold Dec 15, 2025

  511 Mud Hen Dr, Shepherdsville, KY 40165

  • 3 Beds
  • 2 Baths
  • 2,256 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $146/SF
  • 28 Days On Market

  Fischer Homes Maple Street Collection in Sanctuary at Mallard Lake

  511 Mud Hen Dr, Shepherdsville, KY 40165
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  /54

  Est $370,347

  Not Listed For Sale

  208 Lazy River Dr, Shepherdsville, KY 40165

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • Built 1990

  208 Lazy River Dr, Shepherdsville, KY 40165

  Last Sold Summary

  • 13% Above List Price
  • $174/SF
  • 0 Days On Market

  • Last Sold Price $328,000
  • Apr 05, 2024

  Last Listing Agent Thomas Chamberlain TC Realty
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  /62

  $514,900

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,963 Sq Ft

  227 Summers Cabin Ln, Shepherdsville, KY 40165

  Built in 2018 and originally serving as the model home for Fischer Homes, this 2-story home located in desirable Summers Cabin at Oakwood subdivision has been lovingly maintained by its first owner, who purchased it in 2025. Boasting 2,963 sf of thoughtfully planned living space with 4 bedrooms and 2.5 baths. The main level features a private study with double doors just off the entry perfect for

  Rhonda Spencer Schuler Bauer Real Estate Services ERA Powered

  227 Summers Cabin Ln, Shepherdsville, KY 40165
• 

  

  /23

  $405,000

  Sold Aug 08, 2025

  484 Meadowland Trail, Shepherdsville, KY 40165

  • 3 Beds
  • 2 Baths
  • 1,821 Sq Ft
  • Built 2001

  Last Sold Summary

  • $222/SF
  • 33 Days On Market

  Current Estimated Value $412,711

  Last Listing Agent Pamela Colvin Integrity Group REALTORS

  484 Meadowland Trail, Shepherdsville, KY 40165
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  /33

  Est $266,860

  Not Listed For Sale

  248 Davids Ln, Shepherdsville, KY 40165

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1995

  248 Davids Ln, Shepherdsville, KY 40165

  Last Sold Summary

  • 7% Above List Price
  • $227/SF
  • 0 Days On Market

  • Last Sold Price $249,900
  • Aug 16, 2024

  Last Listing Agent Tracy French RE/MAX
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  /45

  $279,900

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  429 Tyler Pkwy, Shepherdsville, KY 40165

  Welcome to 429 Tyler Parkway! This beautifully updated home offers a spacious 1,650 sq. ft. floor plan featuring 3 bedrooms, 2.5 bathrooms, and multiple flexible living spaces designed for everyday comfort and entertaining. The large open living room is filled with wonderful natural sunlight, creating a warm and inviting atmosphere throughout the home. Recent updates include stylish LVP flooring,

  Nick Novak Knob & Key Realty, LLC

  429 Tyler Pkwy, Shepherdsville, KY 40165
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  /71

  $365,000

  Sold Jul 21, 2025

  398 Birchwood Dr, Shepherdsville, KY 40165

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Below List Price
  • $198/SF

  Current Estimated Value $375,628

  Last Listing Agent Jared Heinz Firm Foundation Real Estate Agency

  398 Birchwood Dr, Shepherdsville, KY 40165
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  /38

  Est $323,507

  Not Listed For Sale

  375 Dennis Dr, Shepherdsville, KY 40165

  • 4 Beds
  • 3 Baths
  • 2,016 Sq Ft
  • Built 1972

  375 Dennis Dr, Shepherdsville, KY 40165

  Last Sold Summary

  • 16% Above List Price
  • $139/SF
  • 0 Days On Market

  • Last Sold Price $280,000
  • May 15, 2024

  Last Listing Agent William Brooks EXP Realty LLC
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  /34

  $450,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,456 Sq Ft

  1944 N Preston Hwy, Shepherdsville, KY 40165

  Tucked away on 1.5 scenic acres, this unique A-frame retreat offers the perfect blend of character, privacy, and convenience. Surrounded by trees and featuring a beautiful private fish pond, the property creates a peaceful setting that has been deeply loved and thoughtfully enjoyed by its owner. Despite the tranquil feel, the home is centrally located between Hillview and Shepherdsville,

  James Denson 85W Real Estate

  1944 N Preston Hwy, Shepherdsville, KY 40165
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  /31

  $266,550

  Sold Feb 26, 2026

  271 Clear Lake Dr, Shepherdsville, KY 40165

  • 3 Beds
  • 2 Baths
  • 1,185 Sq Ft
  • Built 2002

  Last Sold Summary

  • 1% Below List Price
  • $225/SF
  • 3 Days On Market

  Current Estimated Value $265,383

  Last Listing Agent Ashley Burnett United Real Estate Louisville

  271 Clear Lake Dr, Shepherdsville, KY 40165
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  /106

  Est $475,883

  Not Listed For Sale

  542 Hillcreek Rd, Shepherdsville, KY 40165

  • 4 Beds
  • 2.5 Baths
  • 3,699 Sq Ft
  • Built 1975

  542 Hillcreek Rd, Shepherdsville, KY 40165

  Last Sold Summary

  • 15% Above List Price
  • $112/SF
  • 14 Days On Market

  • Last Sold Price $415,000
  • Dec 06, 2023

  Last Listing Agent Linda Gillock Homepage Realty
• 

  /2

  $95,000

  • Land
  • 1.24 Acres
  • $76,613 per Acre

  15 Cleveland Ct, Shepherdsville, KY 40165

  Don't miss your chance to own property in Wray Estates, a new 15-lot deed-restricted community. The development allows pole barns, with a few aesthetic standards to preserve the neighborhood's charm. Lot 15 offers 1.23 acres and is build-ready. Located in North Bullitt just off Zoneton Road (Hwy 1116), it's the perfect place to bring your vision to life.

  Maria Cruz EXP Realty LLC

  15 Cleveland Ct, Shepherdsville, KY 40165
• 

  

  /31

  $386,000

  Sold May 08, 2026

  301 Grand Ave, Shepherdsville, KY 40165

  • 3 Beds
  • 2.5 Baths
  • 4,000 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Above List Price
  • $96/SF
  • 11 Days On Market

  Current Estimated Value $377,329

  Last Listing Agent Sherry Bennett-Webb Bennett-Webb Realty

  301 Grand Ave, Shepherdsville, KY 40165
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  /47

  Est $480,905

  Not Listed For Sale

  170 Robin Ct, Shepherdsville, KY 40165

  • 3 Beds
  • 4 Baths
  • 2,550 Sq Ft
  • Built 2000

  170 Robin Ct, Shepherdsville, KY 40165

  Last Sold Summary

  • 11% Above List Price
  • $170/SF
  • 340 Days On Market

  • Last Sold Price $433,900
  • Jun 23, 2023

  Last Listing Agent Mary Jo Horton RE/MAX
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  /37

  $359,900

  Open Sun 2PM - 4PM

  • 5 Beds
  • 3 Baths
  • 2,151 Sq Ft

  163B Villa Vista Dr, Shepherdsville, KY 40165

  Welcome to your dream home at 163 Villa Vista Dr UNIT D in the charming neighborhood of VILLAS AT GRAND OAK. This stunning Cape Cod style home boasts a spacious open floor plan, perfect for entertaining and creating memories with your loved ones. With 5 Large bedrooms and 3 bathrooms spread over 2151 square feet, there is plenty of room for everyone to have their own space. As you enter the main

  Jodi Lawson Real Estate Go To

  163B Villa Vista Dr, Shepherdsville, KY 40165
• 

  /2

  $68,000

  Sold Aug 18, 2025

  Lot 10 Oakwood Way, Shepherdsville, KY 40165

  • Land
  • 1 Acre
  • $68,000 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 14 Days On Market

  Last Listing Agent Maria Cruz EXP Realty LLC

  Lot 10 Oakwood Way, Shepherdsville, KY 40165
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  /51

  Est $474,609

  Not Listed For Sale

  210 E Millwater Falls, Shepherdsville, KY 40165

  • 3 Beds
  • 3 Baths
  • 2,790 Sq Ft
  • Built 2003

  210 E Millwater Falls, Shepherdsville, KY 40165

  Last Sold Summary

  • 8% Above List Price
  • $157/SF
  • 9 Days On Market

  • Last Sold Price $438,000
  • May 31, 2023

  Last Listing Agent Fred & Beverly Sapp BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors
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  /47

  $289,500

  $10K PRICE DROP Pending

  • 3 Beds
  • 1.5 Baths
  • 2,000 Sq Ft

  360 Pumpkin Rd, Shepherdsville, KY 40165

  Attention Investors!! Great ''bones'' in this Classic Bedford stone ranch, situated on almost 4 acres. Spacious family room offers a beautiful stone fireplace and a bay window. The kitchen provides abundant cabinet and counter space and opens to the dining area, where double doors lead to the rear patio—perfect for indoor-outdoor living. The primary bedroom features a second bay window and a full

  Trish Ford One Key Realty

  360 Pumpkin Rd, Shepherdsville, KY 40165
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  /76

  $315,000

  Sold Mar 02, 2026

  401 Bentwood Dr, Shepherdsville, KY 40165

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $218/SF
  • 16 Days On Market

  Current Estimated Value $316,129

  Last Listing Agent Veronica Brown RE/MAX Real Estate Champions

  401 Bentwood Dr, Shepherdsville, KY 40165
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  /54

  Est $434,845

  Not Listed For Sale

  253 E Millwater Falls, Shepherdsville, KY 40165

  • 3 Beds
  • 3 Baths
  • 2,735 Sq Ft
  • Built 2003

  253 E Millwater Falls, Shepherdsville, KY 40165

  Last Sold Summary

  • 11% Above List Price
  • $143/SF
  • 5 Days On Market

  • Last Sold Price $390,000
  • Jun 20, 2023

  Last Listing Agent Marilyn Cleland simpler.realestate
• 

  

  /20

  $219,900

  $220K PRICE INCREASE

  • 4 Beds
  • 1 Bath
  • 1,131 Sq Ft

  275 5th Ave, Shepherdsville, KY 40165

  Four bedrooms for the price of three!! Or if you need an office or playroom then here you have it!! This all brick home has it all- new paint and flooring throughout with new kitchen cabinets, granite countertops, backsplash, and yes all NEW kitchen appliances. The bathroom has new tub/shower combo, vanity, and tiled floor. ALL new lighting, ceiling fans , faucets and fixtures. The home has a

  Donna Thompson Team Thompson 1 Realty. LLC

  275 5th Ave, Shepherdsville, KY 40165
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  /68

  $449,000

  Sold Feb 27, 2026

  239 Village Circle Dr, Shepherdsville, KY 40165

  • 4 Beds
  • 3 Baths
  • 3,454 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $130/SF
  • 59 Days On Market

  Current Estimated Value $449,284

  Last Listing Agent Kelsey Reneau Red Edge Realty

  239 Village Circle Dr, Shepherdsville, KY 40165

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