Simpsonville, KY Homes

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  /116

  $3,300,000

  • 5 Beds
  • 7 Baths
  • 6,580 Sq Ft

  411 Paddock Ln, Simpsonville, KY 40067

  Welcome to Cabin Chase Farm, a rare 59± acre luxury equestrian estate in the heart of Shelby County horse country in Simpsonville, KY. This exceptional property blends historic charm with modern luxury, centered around a beautifully preserved 1800s log cabin incorporated into a stunning 5-bedroom, 7-bath estate home. Vaulted living spaces, expansive windows, and a chef's kitchen designed for

  Jennifer Channell Weichert Realtors-H. Barry Smith Co.

  411 Paddock Ln, Simpsonville, KY 40067
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  /22

  $1,300 - $1,450 per month

  Cardinal Ridge Apartments

  2 Beds

  1350 Evergreen Way, Simpsonville, KY 40067

  Cardinal Ridge Apartments in Simpsonville Kentucky is located less than 5 minutes from I-64; with a short commute to Shelbyville, or other major cities like Louisville or Frankfort. The apartment community is conveniently surrounded by local boutiques, parks, places of worship, schools, The Outlet Shoppes of the Bluegrass, University of Louisville Golf Club, and the Simpsonville Police Station.

  1350 Evergreen Way, Simpsonville, KY 40067
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  /47

  $465,000 Sold Sep 10, 2025

  6183 Fisherville Rd, Simpsonville, KY 40067

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Below List Price
  • $266/SF
  • 30 Days On Market

  Current Estimated Value $455,410

  Last Listing Agent Travis Adkinson Covenant Realty LLC

  6183 Fisherville Rd, Simpsonville, KY 40067
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  /53

  Est $875,658 Not Listed For Sale

  180 Paddock Ln, Simpsonville, KY 40067

  • 3 Beds
  • 3.5 Baths
  • 3,883 Sq Ft
  • Built 1982

  180 Paddock Ln, Simpsonville, KY 40067

  Last Sold Summary

  • 3% Below List Price
  • $232/SF
  • 101 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Kristin Hoch Weichert Realtors-ABG
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  /58

  $1,725,000

  • 5 Beds
  • 5 Baths
  • 4,731 Sq Ft

  2259 Taylor Wood Rd, Simpsonville, KY 40067

  Welcome to 2259 Taylor Wood Road in Simpsonville, Kentucky. This stunning custom home sits on 6 private acres with no HOA, offering the perfect blend of luxury, privacy, and space in the heart of Shelby County. Built in 2023, this home features 4,731 square feet above grade with 5 bedrooms, a bonus room, 3 full bathrooms and 2 half baths. From the moment you step inside you will notice the

  Sam Stone Lenihan Sotheby's Int'l Realty

  2259 Taylor Wood Rd, Simpsonville, KY 40067
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  /20

  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 903 Sq Ft
  • House for Rent

  506 Jurich Ct Unit 506, Simpsonville, KY 40067

  Completely renovated gorgeous first floor unit in the prestigious Cardinal Club. 2 Large Bedrooms and 2 Full Bathrooms.Lots of windows providing natural light. Living room with gas fireplace. New Luxury LVP flooring throughout. Neutral new paint. New kitchen cabinetry, new stainless kitchen appliances. Primary suite features a walk in shower and extra large walk in closet. New washer and dryer

  Teresa Barnes Abbot Realty & Auction

  506 Jurich Ct Unit 506, Simpsonville, KY 40067
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  /2

  $48,451 Sold Sep 12, 2025

  Lot 9 Greens Dr, Simpsonville, KY 40067

  • Land
  • 0.13 Acre
  • $372,700 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 249 Days On Market

  Last Listing Agent Kelli Jordan Phillips Finely Crafted Realty LLC

  Lot 9 Greens Dr, Simpsonville, KY 40067
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  /33

  Not Listed For Sale

  1180 Greens Dr, Simpsonville, KY 40067

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 2024

  1180 Greens Dr, Simpsonville, KY 40067

  Last Sold Summary

  • $296/SF
  • 81 Days On Market

  Last Sold Price $449,450

  Last Listing Agent Kelli Jordan Phillips Finely Crafted Realty LLC
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  /68

  $1,625,000

  • 4 Beds
  • 3.5 Baths
  • 4,155 Sq Ft

  1599 Taylor Wood Rd, Simpsonville, KY 40067

  Peace & tranquility await you at this private 10-acre country estate! At Walnut Hill, you'll discover groves of trees, rolling fields, ponds and Kentucky black board fences that create this one-of-a kind property. Located near the charming town of Simpsonville, this stellar property is mere minutes from restaurants, cafes, boutiques & The Outlets of the Bluegrass. Enter through the stately gate

  Laura Grubb Semonin Realtors

  1599 Taylor Wood Rd, Simpsonville, KY 40067
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  /16

  $2,305 per month

  • 3 Beds
  • 3 Baths
  • 2,445 Sq Ft
  • House for Rent

  1206 Evergreen Way, Simpsonville, KY 40067

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

  1206 Evergreen Way, Simpsonville, KY 40067
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  /50

  $355,000 Sold Apr 03, 2025

  1617 Boxwood Ridge Ct, Simpsonville, KY 40067

  • 3 Beds
  • 3 Baths
  • 2,456 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Above List Price
  • $145/SF
  • 4 Days On Market

  Current Estimated Value $360,680

  Last Listing Agent Susan Smith Homepage Realty

  1617 Boxwood Ridge Ct, Simpsonville, KY 40067
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  /99

  Est $3,956,998 Not Listed For Sale

  1150 Conner Station Rd, Simpsonville, KY 40067

  • 4 Beds
  • 5.5 Baths
  • 8,200 Sq Ft
  • Built 1979

  1150 Conner Station Rd, Simpsonville, KY 40067

  Last Sold Summary

  • 8% Below List Price
  • $524/SF
  • 239 Days On Market

  Last Sold Price $4,300,000

  Last Listing Agent Tom Biederman Biederman Real Estate
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  /101

  $1,490,000

  • 3 Beds
  • 4 Baths
  • 3,815 Sq Ft

  4199 Webb Rd, Simpsonville, KY 40067

  Welcome to 4199 Webb Road! 20 Acre Gated Fully Fenced Equestrian Farm. This very well maintained 3 Bedroom/4 Full Bath Home Features Expansive Porches, Huge Screened Back Porch And A Fabulous In-Ground Heated Pool Overlooking A Beautiful Lake! 7 Stall Barn (Very Functional) With Hay Storage For Approximately 300 Bale Of Hay. 3 Pastures, 4 Run In Sheds and Outdoor Nelson Waterers. This Property Is

  Teresa Barnes Abbot Realty & Auction

  4199 Webb Rd, Simpsonville, KY 40067
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  /28

  $2,895 per month

  • 3 Beds
  • 3.5 Baths
  • 3,005 Sq Ft
  • House for Rent

  207 Lakeshore Dr, Simpsonville, KY 40067

  3 BEDROOM, 3.5 BATH, LOG HOME IN SIMPSONVILLE. 3,005 SQ. FT., FIRST FLOOR PRIMARY BEDROOM SUITE W/PRIMARY BATHROOM, 2 BEDROOMS & BATH UPSTAIRS, LIVING ROOM HAS STONE FIREPLACE, STAINLESS STEEL REFRIGERATOR, STOVE, DISHWASHER, MICROWAVE, PARTIALLY FIN. BASEMENT W/HALF BATH, COVERED FRONT PORCH, STORAGE SHED, 2 CAR ATT. GARAGE, ON 1.03 ACRES. TRASH PICKUP AND LAWN CARE INCLUDED.

  Deanna Abell Century 21 -Dick Vreeland & Associates

  207 Lakeshore Dr, Simpsonville, KY 40067
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  /51

  $287,500 Sold Mar 06, 2026

  1410 Maple Ridge Ct, Simpsonville, KY 40067

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Below List Price
  • $182/SF
  • 1 Day On Market

  Current Estimated Value $287,213

  Last Listing Agent Scott Radcliff RE/MAX Premier Properties

  1410 Maple Ridge Ct, Simpsonville, KY 40067
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  /41

  Est $480,337 Not Listed For Sale

  221 Old Veechdale Rd, Simpsonville, KY 40067

  • 3 Beds
  • 2.5 Baths
  • 2,766 Sq Ft
  • Built 1974

  221 Old Veechdale Rd, Simpsonville, KY 40067

  Last Sold Summary

  • 15% Above List Price
  • $151/SF
  • 3 Days On Market

  Last Sold Price $418,000

  Last Listing Agent Travis Adkinson Covenant Realty LLC
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  /49

  $895,000

  • 5 Beds
  • 3 Baths
  • 4,055 Sq Ft

  328 Brooks Ln, Simpsonville, KY 40067

  Beautifully updated 5BR/3BA ranch on 5.33 acres with equestrian amenities! Main level offers 3 bedrooms; finished lower level features 2 bedrooms plus 2 flex rooms. Upgrades include new kitchen countertops, tile flooring, fridge & microwave, engineered hardwood and new carpet upstairs, new windows, front and back doors, Trex deck, new A/C, new septic lines & baffles, updated hardware, and fresh

  Meridith Hamilton Coldwell Banker McMahan

  328 Brooks Ln, Simpsonville, KY 40067
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  /27

  $280,000 Sold Sep 26, 2025

  1319 Oak Ridge Ct, Simpsonville, KY 40067

  • 3 Beds
  • 2 Baths
  • 1,247 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Above List Price
  • $225/SF
  • 2 Days On Market

  Current Estimated Value $271,810

  Last Listing Agent Maggie Terry Keller Williams Collective

  1319 Oak Ridge Ct, Simpsonville, KY 40067
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  /56

  Est $670,669 Not Listed For Sale

  1008 Champions Cir, Simpsonville, KY 40067

  • 5 Beds
  • 2.5 Baths
  • 3,352 Sq Ft
  • Built 2015

  1008 Champions Cir, Simpsonville, KY 40067

  Last Sold Summary

  • 9% Above List Price
  • $183/SF
  • 37 Days On Market

  Last Sold Price $615,000

  Last Listing Agent Josh Arthurs Semonin Realty
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  /2

  $429,950

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft

  1140 Greens Dr, Simpsonville, KY 40067

  The ideal low maintenance home in the most comfortable neighborhood in the area! This home has everything you need on the main level with primary suite and living areas. The secondary bedrooms and second full bath are all upstairs. The home will feature quartz countertops, luxury vinyl flooring, a GE appliance package, ceramic tile in bathrooms and beautiful trim work. This new build sits on the

  Kelli Jordan Phillips Finely Crafted Realty LLC

  1140 Greens Dr, Simpsonville, KY 40067
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  /2

  $229,900 Sold Aug 19, 2025

  844 Garden Pointe Dr, Simpsonville, KY 40067

  • 2 Beds
  • 1.5 Baths
  • 1,215 Sq Ft
  • Built 2015

  Last Sold Summary

  • $189/SF
  • 2 Days On Market

  Last Listing Agent Barry Webb EXP Realty LLC

  844 Garden Pointe Dr, Simpsonville, KY 40067
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  /67

  Est $898,503 Not Listed For Sale

  2673 Todds Point Rd, Simpsonville, KY 40067

  • 4 Beds
  • 3.5 Baths
  • 3,625 Sq Ft
  • Built 2001

  2673 Todds Point Rd, Simpsonville, KY 40067

  Last Sold Summary

  • 3% Above List Price
  • $241/SF
  • 0 Days On Market

  Last Sold Price $875,000

  Last Listing Agent Shawn Owens Beck Realty Group
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  /23

  $350,000

  • Land
  • 5.01 Acres
  • $69,860 per Acre

  2 Landspur Ct, Simpsonville, KY 40067

  In the heart of Simpsonville—where rolling landscapes meet refined living—this exceptional 5-acre tract offers the rare opportunity to create your dream estate in one of Shelby County's premier communities. Perfectly positioned off Connor Station Road, with nearly 300 feet of road frontage, the property is framed by mature tree lines and set along a quiet, picturesque street, blending privacy

  Patti Kavanaugh Semonin Realtors

  2 Landspur Ct, Simpsonville, KY 40067
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  /72

  $1,250,000 Sold Jun 26, 2025

  101 Deer Ridge Ct, Simpsonville, KY 40067

  • 5 Beds
  • 4.5 Baths
  • 6,375 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $196/SF
  • 52 Days On Market

  Current Estimated Value $1,254,882

  Last Listing Agent Brandon Cooper EXP Realty LLC

  101 Deer Ridge Ct, Simpsonville, KY 40067
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  /68

  Est $546,553 Not Listed For Sale

  410 Mahuron Rd, Simpsonville, KY 40067

  • 2 Beds
  • 1 Bath
  • 1,221 Sq Ft
  • Built 1997

  410 Mahuron Rd, Simpsonville, KY 40067

  Last Sold Summary

  • 21% Above List Price
  • $370/SF
  • 4 Days On Market

  Last Sold Price $452,000

  Last Listing Agent Cheryl Poore Weichert Realtors-H. Barry Smith Co.
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  /29

  $230,000

  • 2 Beds
  • 1.5 Baths
  • 1,165 Sq Ft

  828 Garden Pointe Dr, Simpsonville, KY 40067

  Immaculate patio home in the heart of Simpsonville offering one floor living with no steps. This home features a large Living Room that flows into the spacious eat-in Kitchen, a bright sunroom with fireplace overlooking a fenced in patio. You will love the large walk-in closet in the primary bedroom and a well sized second bedroom. Additional storage can be found in the floored, drywalled and

  Darlene Jones Abbot Realty & Auction

  828 Garden Pointe Dr, Simpsonville, KY 40067
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  /36

  $461,000 Sold Jul 22, 2025

  216 Champions Way, Simpsonville, KY 40067

  • 4 Beds
  • 4 Baths
  • 3,456 Sq Ft
  • Built 2007

  Last Sold Summary

  • 11% Below List Price
  • $133/SF
  • 58 Days On Market

  Current Estimated Value $479,865

  Last Listing Agent Lynette Masterson Keller Williams Collective

  216 Champions Way, Simpsonville, KY 40067
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  /26

  Est $274,769 Not Listed For Sale

  425 Old Veechdale Rd, Simpsonville, KY 40067

  • 3 Beds
  • 1.5 Baths
  • 1,432 Sq Ft
  • Built 1930

  425 Old Veechdale Rd, Simpsonville, KY 40067

  Last Sold Summary

  • 17% Above List Price
  • $164/SF
  • 0 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Jamie Wisley Homepage Realty
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  /4

  $195,000 Under Contract

  • Land
  • 5 Acres
  • $39,000 per Acre

  Lot #6 D I Cooper Ln, Simpsonville, KY 40067

  4 Board fencing on Road Frontage and left side and back with NO CLIMB fencing & top board. 12' gates with NO CLIMB mesh base. Perimeter fencing includes Lot #7. Driveway entrance only with rock installed at front. Stakes are back 1 ft inside property line

  Kimbra Paulley Exclusively Yours, REALTORS

  Lot #6 D I Cooper Ln, Simpsonville, KY 40067
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  /37

  $326,000 Sold May 02, 2025

  206 Rolling Ridge Way, Simpsonville, KY 40067

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft
  • Built 1988

  Last Sold Summary

  • $199/SF
  • 1 Day On Market

  Current Estimated Value $319,016

  Last Listing Agent Dale & Vickie Wesley RE/MAX Performance Realty

  206 Rolling Ridge Way, Simpsonville, KY 40067
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  /56

  Est $1,157,652 Not Listed For Sale

  283 Hunters Pointe Place, Simpsonville, KY 40067

  • 6 Beds
  • 4.5 Baths
  • 5,725 Sq Ft
  • Built 2001

  283 Hunters Pointe Place, Simpsonville, KY 40067

  Last Sold Summary

  • 1% Above List Price
  • $201/SF
  • 90 Days On Market

  Last Sold Price $1,150,000

  Last Listing Agent Aleksandra Dovedan Realty Advanced
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  /88

  $1,399,000

  • 4 Beds
  • 2 Baths
  • 2,625 Sq Ft

  1219 Taylor Wood Rd, Simpsonville, KY 40067

  Welcome to this extraordinary farm located in Simpsonville, Kentucky, offering over 10 acres of prime Kentucky Bluegrass land and an increasingly rare opportunity to own a turnkey equestrian property in one of the most sought-after horse regions in the country. This exceptional property seamlessly blends the timeless character of a 1938 farmhouse with thoughtfully curated modern upgrades,

  Jennifer Channell Weichert Realtors-H. Barry Smith Co.

  1219 Taylor Wood Rd, Simpsonville, KY 40067
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  /3

  $75,000 Sold Apr 08, 2025

  1210 Divot Way, Simpsonville, KY 40067

  • Land
  • 0.18 Acre
  • $416,667 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 3 Days On Market

  Last Listing Agent Kelli Jordan Phillips Finely Crafted Realty LLC

  1210 Divot Way, Simpsonville, KY 40067
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  /69

  Est $1,093,960 Not Listed For Sale

  584 Veechdale Rd, Simpsonville, KY 40067

  • 4 Beds
  • 3.5 Baths
  • 5,508 Sq Ft
  • Built 2004

  584 Veechdale Rd, Simpsonville, KY 40067

  Last Sold Summary

  • 4% Above List Price
  • $191/SF
  • 102 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Lee Murphy Torrey Smith Realty Co. LLC
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  /20

  $210,000

  • Land
  • 5.33 Acres
  • $39,400 per Acre

  Tract 1 Hunters Ln, Simpsonville, KY 40067

  Imagine waking up to wide-open skies and quiet countryside on your own 5.33 acres in Shelby County. This gorgeous vacant land is the perfect setting to build your dream home, with plenty of space for outdoor living, gardens, and privacy. Surrounded by natural beauty and peaceful surroundings, it's a rare opportunity to create the lifestyle you've always wanted, just the way you want it. Schedule

  Jenna Tracy Schuler Bauer Real Estate Services ERA Powered

  Tract 1 Hunters Ln, Simpsonville, KY 40067
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  /34

  $265,000 Sold Jul 22, 2025

  1315 Oak Ridge Ct, Simpsonville, KY 40067

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $213/SF
  • 10 Days On Market

  Current Estimated Value $260,732

  Last Listing Agent Wayne West The West Group REALTORS

  1315 Oak Ridge Ct, Simpsonville, KY 40067
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  /44

  Est $517,705 Not Listed For Sale

  1006 Champions Cir, Simpsonville, KY 40067

  • 4 Beds
  • 3 Baths
  • 3,026 Sq Ft
  • Built 2008

  1006 Champions Cir, Simpsonville, KY 40067

  Last Sold Summary

  • 17,157% Above List Price
  • $1/SF
  • 36 Days On Market

  Last Sold Price $3,000

  Last Listing Agent Kristin Jackson BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors
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  /83

  $1,990,000

  • 4 Beds
  • 3.5 Baths
  • 6,106 Sq Ft

  1058 Majestic Oaks Way, Simpsonville, KY 40067

  Welcome to 1058 Majestic Oaks Way in Majestic Oaks, the only gated community in Shelby County. Spanning nearly 8 acres of rolling countryside, this estate combines the elegance of Tuscan-inspired architecture with the relaxed beauty of Kentucky horse country. From the moment you arrive, the circular driveway makes a statement, leading to a residence where every detail has been thoughtfully

  Sam Stone Lenihan Sotheby's Int'l Realty

  1058 Majestic Oaks Way, Simpsonville, KY 40067
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  /29

  $214,000 Sold Aug 20, 2025

  835 Garden Pointe Dr, Simpsonville, KY 40067

  • 2 Beds
  • 1.5 Baths
  • 1,046 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $205/SF
  • 1 Day On Market

  Current Estimated Value $212,871

  Last Listing Agent Debbie Forman Forman, Jones & Associates REALTORS

  835 Garden Pointe Dr, Simpsonville, KY 40067
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  /74

  Est $772,240 Not Listed For Sale

  1005 Champions Cir, Simpsonville, KY 40067

  • 3 Beds
  • 3 Baths
  • 4,100 Sq Ft
  • Built 2005

  1005 Champions Cir, Simpsonville, KY 40067

  Last Sold Summary

  • 5% Above List Price
  • $180/SF
  • 46 Days On Market

  Last Sold Price $738,500

  Last Listing Agent Alex Doyle Torrey Smith Realty Co. LLC

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