Crestwood, KY Homes

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  /5

  $219,900 Sold Oct 31, 2025

  4514 Timothy Way, Crestwood, KY 40014

  • 3 Beds
  • 1 Bath
  • 1,014 Sq Ft
  • Built 1976

  Last Sold Summary

  • $217/SF
  • 2 Days On Market

  Last Listing Agent Walt Schumm RE/MAX Real Estate Champions

  4514 Timothy Way, Crestwood, KY 40014
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  /33

  Est $596,381 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,324 Sq Ft

  1600 Whittaker Rd, Crestwood, KY 40014

  1600 Whittaker Rd, Crestwood, KY 40014
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  /2

  $90,000

  • Land
  • 0.47 Acre
  • $191,489 per Acre

  6125 Winkler Rd, Crestwood, KY 40014

  CHOOSE FROM CUL-DE-SAC, WALK-OUT, PARK AND WOODED HOME SITES FROM $90,000 - $124,900. JUST 3.5 MILES TO PADDOCK SHOPS AND THE GENE SYNDER FREEWAY

  Michael Logsdon RE/MAX Real Estate Champions

  6125 Winkler Rd, Crestwood, KY 40014
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  /54

  $650,000 Sold Aug 29, 2025

  4610 Sams Ct, Crestwood, KY 40014

  • 5 Beds
  • 3.5 Baths
  • 3,830 Sq Ft
  • Built 2023

  Last Sold Summary

  • $170/SF
  • 51 Days On Market

  Current Estimated Value $659,375

  Last Listing Agent Sandie Davis United Real Estate Louisville

  4610 Sams Ct, Crestwood, KY 40014
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  /8

  Est $588,248 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,869 Sq Ft

  6310 Fible Ln, Crestwood, KY 40014

  6310 Fible Ln, Crestwood, KY 40014
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  /30

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,671 Sq Ft

  9209 Foxtail Ct, Crestwood, KY 40014

  Nestled in the heart of Crestwood, this classic bi-level offers both charm and function in one of Oldham County's most desirable locations. With a newer roof (2024) and a newly added privacy fence, this property is move-in ready for your enjoyment. Inside, you'll find an open floor plan with a spacious living room & a bright kitchen that flows naturally into dining & features plenty of natural

  Kyle Elmore White Picket Real Estate

  9209 Foxtail Ct, Crestwood, KY 40014
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  /2

  $995,000 Sold Aug 25, 2025

  7482 Edith Way, Crestwood, KY 40014

  • 5 Beds
  • 4.5 Baths
  • 5,562 Sq Ft
  • Built 2021

  Last Sold Summary

  • $179/SF

  Current Estimated Value $998,662

  Last Listing Agent Melissa Pawley RE/MAX Properties East

  7482 Edith Way, Crestwood, KY 40014
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  /35

  Est $565,925 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,691 Sq Ft

  6103 Fible Ln, Crestwood, KY 40014

  6103 Fible Ln, Crestwood, KY 40014
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  /4

  $630,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,246 Sq Ft

  7505 Commonwealth Dr, Crestwood, KY 40014

  Sold when listed, buyer/buyers agent to verify all sq footage.

  Mindy Parrish Coldwell Banker McMahan

  7505 Commonwealth Dr, Crestwood, KY 40014
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  /75

  $655,000 Sold Oct 28, 2025

  4107 Bent Ridge Ct, Crestwood, KY 40014

  • 4 Beds
  • 3.5 Baths
  • 3,276 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Above List Price
  • $200/SF
  • 4 Days On Market

  Last Listing Agent James Lawson DRK

  4107 Bent Ridge Ct, Crestwood, KY 40014
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  /58

  Est $595,352 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,252 Sq Ft

  5700 Fible Ln, Crestwood, KY 40014

  5700 Fible Ln, Crestwood, KY 40014
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  /2

  $300,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,529 Sq Ft

  3020 Lincoln Trail, Crestwood, KY 40014

  Endless Potential on Over an Acre in a Prime Location!Welcome to this rare opportunity to own a property in an amazing, highly desirable area, set on over one acre of land. Offeringspace, privacy, and endless possibilities, this home is perfect for buyers looking to customize and add their own personal touch.The residence features a solid layout and great bones, ready for cosmetic

  Jenney Martin Perez Americus Realty Group

  3020 Lincoln Trail, Crestwood, KY 40014
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  /47

  $625,000 Sold May 20, 2025

  4640 Grand Dell Dr, Crestwood, KY 40014

  • 3 Beds
  • 2 Baths
  • 2,873 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Below List Price
  • $218/SF
  • 30 Days On Market

  Current Estimated Value $636,224

  Last Listing Agent Daren Bailey Coldwell Banker McMahan

  4640 Grand Dell Dr, Crestwood, KY 40014
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  /59

  Est $741,583 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,450 Sq Ft

  1407 Robertson Dr, Crestwood, KY 40014

  1407 Robertson Dr, Crestwood, KY 40014
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  /62

  $639,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,412 Sq Ft

  6714 Hypoint Ridge Rd, Crestwood, KY 40014

  Nestled at the end of a peaceful cul-de-sac in the serene Caymont Spring neighborhood, this delightful two-story residence offers a perfect blend of comfort and style. As you step inside, you'll be greeted by gleaming hardwood floors that extend throughout the main level. To the front of the home, you'll find a versatile office space, ideal for work or study. The heart of the home features a

  Daniel Perkins Keller Williams Collective

  6714 Hypoint Ridge Rd, Crestwood, KY 40014
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  /83

  $425,000 Sold Sep 19, 2025

  4700 Lost Valley Dr, Crestwood, KY 40014

  • 3 Beds
  • 2 Baths
  • 2,996 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Below List Price
  • $142/SF
  • 45 Days On Market

  Current Estimated Value $427,022

  Last Listing Agent Laci Gillespie United Real Estate Louisville

  4700 Lost Valley Dr, Crestwood, KY 40014
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  /51

  Est $487,845 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,857 Sq Ft

  1401 Robertson Dr, Crestwood, KY 40014

  1401 Robertson Dr, Crestwood, KY 40014
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  /2

  $124,900

  • Land
  • 0.77 Acre
  • $162,208 per Acre

  6109 Winkler Rd, Crestwood, KY 40014

  BRIAR HILL ESTATES, CHOOSE FROM WALK-OUT, CUL-DE-SAC, PARK AND WOODED HOME SITES FROM $90,000 TO $124,900. JUST 3.5 MILES FROM THE PADDOCK SHOPS AND GENE SYNDER FREEWAY

  Michael Logsdon RE/MAX Real Estate Champions

  6109 Winkler Rd, Crestwood, KY 40014
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  /20

  $425,000 Sold Jun 13, 2025

  3833 Barbara Ann Blvd, Crestwood, KY 40014

  • 4 Beds
  • 3 Baths
  • 3,054 Sq Ft
  • Built 1990

  Last Sold Summary

  • 8% Below List Price
  • $139/SF
  • 8 Days On Market

  Current Estimated Value $442,664

  Last Listing Agent Richard Bingham The West Group REALTORS

  3833 Barbara Ann Blvd, Crestwood, KY 40014
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  /36

  Est $383,771 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,026 Sq Ft

  5326 Brookswood Rd, Crestwood, KY 40014

  5326 Brookswood Rd, Crestwood, KY 40014
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  /29

  $1,125,000

  • 4 Beds
  • 3.5 Baths
  • 3,335 Sq Ft

  6308 Brentwood Dr, Crestwood, KY 40014

  Fabulous 4-Bedrrom 3.5 Bath NEW home sitting on a spacious 1+ acre lot. This great Chris Carey built home has just been finished and is ready to move into. The open floor plan home features a huge Great room with fireplace and volume ceiling that opens up to a wonderful top of the line custom Kitchen with beautiful cabinets, quartz counter tops, stainless steel appliances, a large eating area and

  Steve Canfield Canfield Realty Group, LLC

  6308 Brentwood Dr, Crestwood, KY 40014
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  /35

  $480,000 Sold Sep 17, 2025

  4013 Old Farm Dr, Crestwood, KY 40014

  • 4 Beds
  • 3.5 Baths
  • 2,793 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Below List Price
  • $172/SF
  • 20 Days On Market

  Current Estimated Value $491,238

  Last Listing Agent Maggie Terry Keller Williams Collective

  4013 Old Farm Dr, Crestwood, KY 40014
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  /39

  Est $400,341 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,169 Sq Ft

  5106 Brookswood Rd, Crestwood, KY 40014

  5106 Brookswood Rd, Crestwood, KY 40014
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  /58

  $1,650,000

  • 5 Beds
  • 4.5 Baths
  • 5,870 Sq Ft

  7203 Sunset Ln, Crestwood, KY 40014

  Stunning New Construction Home - Featured in Homearama 2025 Experience exceptional craftsmanship and timeless luxury in this brand-new custom-built masterpiece, proudly featured in Homearama 2025. Created by the award-winning team of Lisa Lynn Designs and Windmark Homes, this home is a rare blend of elegance, innovation, and thoughtful design. Nestled on a beautiful one-acre lot in the highly

  Mark Church The Breland Group

  7203 Sunset Ln, Crestwood, KY 40014
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  /34

  $450,900 Sold Oct 08, 2025

  9541 Poplar Hill Dr, Crestwood, KY 40014

  • 3 Beds
  • 3 Baths
  • 2,757 Sq Ft
  • Built 1997

  Last Sold Summary

  • $164/SF
  • 7 Days On Market

  Last Listing Agent John Wieland Coldwell Banker McMahan

  9541 Poplar Hill Dr, Crestwood, KY 40014
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  /50

  Est $523,143 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,079 Sq Ft

  1906 Brook Stone Ct, Crestwood, KY 40014

  1906 Brook Stone Ct, Crestwood, KY 40014
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  /86

  $327,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,735 Sq Ft

  4625 Heritage Manor, Crestwood, KY 40014

  Welcome to this Stunning 3-bedroom, 3-full bath patio home nestled in Crestwood. Priced below appraised value and with instant equity in mind for new owner, this condo offers tremendous value. Step into the spacious main level featuring a luxurious primary bedroom with an attached Master bath with Enormous walk-in closet. High ceilings with crown molding throughout lend elegance to every corner.

  Graham Goldsmith Metts Company REALTORS

  4625 Heritage Manor, Crestwood, KY 40014
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  /51

  $485,000 Sold Feb 14, 2025

  4216 Timothy Way, Crestwood, KY 40014

  • 4 Beds
  • 3 Baths
  • 2,435 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Above List Price
  • $199/SF
  • 10 Days On Market

  Current Estimated Value $534,206

  Last Listing Agent Teresa Morgan Semonin Realtors

  4216 Timothy Way, Crestwood, KY 40014
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  /53

  Est $438,136 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,856 Sq Ft

  1821 E Mount Zion Rd, Crestwood, KY 40014

  1821 E Mount Zion Rd, Crestwood, KY 40014
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  /48

  $489,000

  • 4 Beds
  • 3 Baths
  • 3,089 Sq Ft

  7001 Derby Dr, Crestwood, KY 40014

  This split-bedroom walkout ranch offers generous space on both levels. The kitchen features oak cabinetry, a peninsula, a second bar-top area, a nook, and a large pantry. The vaulted great room includes a fireplace with a custom mantle. The main bedroom has a vaulted ceiling, private bath, and walk-in closet. The finished walkout lower level adds a bar with an integrated aquarium, defined media

  Scott Hack Finish Line Realty LLC

  7001 Derby Dr, Crestwood, KY 40014
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  /47

  $299,900 Sold Feb 04, 2025

  7518 E Orchard Grass Blvd, Crestwood, KY 40014

  • 3 Beds
  • 2.5 Baths
  • 1,721 Sq Ft
  • Built 1973

  Last Sold Summary

  • $174/SF
  • 3 Days On Market

  Current Estimated Value $321,903

  Last Listing Agent Gordon Hettinger Kentucky Select Properties

  7518 E Orchard Grass Blvd, Crestwood, KY 40014
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  /9

  Est $547,060 Not Listed For Sale

  • 1 Bed

  1600 W Mount Zion Rd, Crestwood, KY 40014

  1600 W Mount Zion Rd, Crestwood, KY 40014
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  /38

  $535,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 3,350 Sq Ft

  7218 Sunset Ln, Crestwood, KY 40014

  REDUCED!!!! This spacious 5 Bedroom (possible 6th) 3 bath raised ranch features a front and back porch, a rear deck, attatched 3 car garage, and detached 3 car garage. with copious amounts of storage in the loft of the detatched garage and the lower level of the house leaves you with many options.AS IS

  Jim Henderson Henderson Realty Service LLC

  7218 Sunset Ln, Crestwood, KY 40014
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  /50

  $575,000 Sold Jan 31, 2025

  1901 Brooke Stone Ct, Crestwood, KY 40014

  • 4 Beds
  • 3 Baths
  • 3,170 Sq Ft
  • Built 2006

  Last Sold Summary

  • $181/SF
  • 18 Days On Market

  Current Estimated Value $612,681

  Last Listing Agent Jake Brady Nest Realty

  1901 Brooke Stone Ct, Crestwood, KY 40014
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  /59

  Est $973,372 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,801 Sq Ft

  6600 Payton Ln, Crestwood, KY 40014

  6600 Payton Ln, Crestwood, KY 40014
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  /54

  $774,900 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,027 Sq Ft

  7387 Grand Oaks Dr, Crestwood, KY 40014

  Welcome to 7387 Grand Oaks Dr, like-new 5-bedroom, 3.5-bath residence offers the perfect combination of high-end craftsmanship, thoughtful design, and natural beauty all set on a tranquil lot with wooded views in the back. This exceptional two-story home with a finished walkout basement has been meticulously maintained and upgraded throughout. From the elegant fixtures and rich flooring to the

  Debra Hissong Coldwell Banker McMahan

  7387 Grand Oaks Dr, Crestwood, KY 40014
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  /41

  $565,000 Sold Jul 28, 2025

  4424 Grand Cir, Crestwood, KY 40014

  • 5 Beds
  • 3 Baths
  • 3,869 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Above List Price
  • $146/SF
  • 5 Days On Market

  Current Estimated Value $569,417

  Last Listing Agent Gary Polsgrove United Real Estate Louisville

  4424 Grand Cir, Crestwood, KY 40014
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  /32

  Est $597,772 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,355 Sq Ft

  4480 Brittany Ln, Crestwood, KY 40014

  4480 Brittany Ln, Crestwood, KY 40014
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  /32

  $236,900

  • 2 Beds
  • 2 Baths
  • 1,507 Sq Ft

  6500 Matalin Place Unit 310, Crestwood, KY 40014

  Spacious 2BR + 1 Office Condo with Scenic Views in Madison Park - Crestwood's Premier Condo CommunityWelcome to 6500 Matalin Place Unit 310, an exceptional residence in the sought-after Madison Park Condominiums of Crestwood. Offering 1,507 sq. ft. - the largest floor plan in the entire community - this beautiful 2-bedroom, 2-bath home also includes a versatile office or flex room that can

  Mark Waggoner Semonin Realtors

  6500 Matalin Place Unit 310, Crestwood, KY 40014
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  /29

  $189,000 Sold Oct 29, 2025

  6700 Payton Ln, Crestwood, KY 40014

  • Land
  • 6.5 Acres
  • $29,077 per Acre

  Last Sold Summary

  • 18,899,900% Above List Price
  • 18 Days On Market

  Last Listing Agent Ronald Duke Kentucky Real Estate Sales and Finance

  6700 Payton Ln, Crestwood, KY 40014

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