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Simpsonville, KY Homes for Sale

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  • /4

    $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
  • /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
  • /59

    $949,750

    $40K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,897 Sq Ft

    1948 Todds Point Rd, Simpsonville, KY 40067

    Welcome to a rare opportunity in the heart of Simpsonville — a fully renovated estate property offering over 4,500+ finished square feet, a separate-entry lower-level living space, and a 1,800 sq ft insulated pole barn with office, plumbing, and HVAC — all situated on a beautifully improved, private homesite. This home has undergone an extensive top-to-bottom renovation, blending modern design

    Melinda Spencer Move With Me Realty

    1948 Todds Point Rd, Simpsonville, KY 40067
  • /61

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,458 Sq Ft

    401 Old Stone Dr, Simpsonville, KY 40067

    Tucked away in the lush Shelby County countryside is this beautiful gem with 5 bedrooms, 4 1/2 baths, finished basement with family room and extra bonus rooms. There is space for everyone to spread out. The beautiful updated kitchen flows into a comfortable sunroom, perfect for relaxing with morning coffee. Enjoy the peace and quiet in this serene setting all with lower electric bills from

    Shelly Gardner Keller Williams Collective

    401 Old Stone Dr, Simpsonville, KY 40067
  • /50

    $424,950

    • 3 Beds
    • 2.5 Baths
    • 1,935 Sq Ft

    1146 Greens Dr, Simpsonville, KY 40067

    Find your way to Villas at Cardinal Club with this 1.5 story new construction home by Key Homes LLC! Home is complete & move-in ready. This 3 bedroom, 2.5 bath plan features a seamless open living, dining and kitchen space that boasts tons of windows and natural light. The primary bedroom is located on the first floor, as well as the laundry room and large mud area, plus a convenient half bath.

    Kelli Jordan Phillips Finely Crafted Realty LLC

    1146 Greens Dr, Simpsonville, KY 40067
  • /44

    $279,900

    • 2 Beds
    • 1.5 Baths
    • 1,134 Sq Ft

    801 Garden Pointe Dr, Simpsonville, KY 40067

    Beautifully Updated Patio Home With Garage In The Gardens Of Station Pointe - Wonderful Low-Maintenance Living In The Heart of Simpsonville! Remodeled Kitchen With White & Gray Cabinetry With Quartz Countertops & Backsplash And Upgraded Stainless Steel Appliances. Luxury Vinyl Plank Flooring Throughout ~ No Carpet. Spacious Living Room Plus A Sunroom Off The Kitchen With Peaceful Wooded Views &

    Amy Pruitt Real Broker, LLC

    801 Garden Pointe Dr, Simpsonville, KY 40067
  • /88

    $1,325,000

    $74K PRICE DROP
    • 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,

    Shawn Willard Weichert Realtors-H. Barry Smith Co.

    1219 Taylor Wood Rd, Simpsonville, KY 40067
  • /20

    $200,000

    $10K PRICE DROP
    • Land
    • 5.33 Acres
    • $37,523 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
  • /83

    $1,950,000

    $250K PRICE DROP
    • 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
  • /50

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    4111 Countryside Dr, Simpsonville, KY 40067

    Very nice home in a nice, quiet neighborhood. One block off of US60. Cul-de-sac location in fast growing Simpsonville. Well maintained home with very little exterior maintenance. Well kept lot with nice landscaping. Recently updated Kitchen and bath. Tray ceilings in dining area and family room. Recessed lighting and track lighting. A flowing floor plan. Second story could be easily finished for

    Tom Hardesty Coldwell Banker Larry Rogers

    4111 Countryside Dr, Simpsonville, KY 40067
  • /84

    $1,197,500

    $53K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,015 Sq Ft

    1799 Veechdale Rd, Simpsonville, KY 40067

    Welcome to a truly exceptional 5.07 acre estate offering space, versatility, & endless possibilities in the heart of Shelby County. Nestled in Simpsonville just minutes from the Outlet Shoppes, downtown Shelbyville, & everyday conveniences, this unique estate is designed for the way people live today, whether that means multigenerational living, working from home, or pursuing your passion for

    Tammy Ramsey Segrest Flaherty Realtors LLC

    1799 Veechdale Rd, Simpsonville, KY 40067
  • /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
  • /112

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 4,138 Sq Ft

    361 Webb Rd, Simpsonville, KY 40067

    If you have ever dreamed about living in a large, open and luxurious home in the rolling hills of Shelby County with an 11-mile drive to Middletown, then this is a home you must see! Accessing the property from Webb Rd, you will first notice the inviting circular drive. Walking into the foyer with barrel ceiling, attention to detail will be obvious - gorgeous red oak hardwoods with detailed

    Steve Moorhead United Real Estate Louisville

    361 Webb Rd, Simpsonville, KY 40067
  • /32

    $220,000

    • 2 Beds
    • 1.5 Baths
    • 1,052 Sq Ft

    864 Garden Pointe Dr, Simpsonville, KY 40067

    Beautifully maintained, move-in ready patio home offering comfort and convenience. This desirable end unit is filled with natural light thanks to additional windows and an open, airy feel. Updates include newer windows and flooring for a fresh, modern touch. The relaxing primary suite offers a walk-in shower. The inviting sunroom features a cozy fireplace, perfect for relaxing or entertaining

    Melanie Jones Keller Williams Collective

    864 Garden Pointe Dr, Simpsonville, KY 40067
  • /33

    $222,500

    • 2 Beds
    • 2 Baths
    • 903 Sq Ft

    450 Dean Taylor Ct, Simpsonville, KY 40067

    Welcome to easy, low-maintenance living in Simpsonville! This charming 2-bedroom, 2 full bathroom home offers the convenience of single-level living with a layout designed for both comfort and functionality. Start inside to find a bright, open living space perfect for relaxing or entertaining. The split-bedroom floor plan provides added privacy, while both bedrooms offer ample space and storage.

    Kiley Jones RE/MAX Premier Properties

    450 Dean Taylor Ct, Simpsonville, KY 40067
  • /66

    $925,000

    $25K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,250 Sq Ft

    451 Todd Dr, Simpsonville, KY 40067

    *NEW PRICE* Welcome to a truly extraordinary estate in Simpsonville, KY where luxury, space, and timeless elegance come together on more than 5 breathtaking acres. From the moment you arrive, the grand scale and stunning curb appeal make an unforgettable impression. This custom home was designed for those who appreciate refined living, exceptional entertaining spaces, and the flexibility for

    Rhonda Roberts Keller Williams Collective

    451 Todd Dr, Simpsonville, KY 40067
  • /101

    $1,250,000

    $350K PRICE DROP
    • 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
  • /26

    $210,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,134 Sq Ft

    832 Garden Pointe Dr, Simpsonville, KY 40067

    Welcome to easy, low- maintenance living in the heart of Simpsonville! This beautifully located condo offers the perfect blend of comfort, convenience and lifestyle. Enjoy quick access to I 64 making commuting to Louisville a breeze while still enjoying the charm of a quieter community. Just minutes away you'll find endless shopping opportunities at The Outlet Shoppes of the Bluegrass along with

    Myrna Downing Keller Williams Bluegrass Realty

    832 Garden Pointe Dr, Simpsonville, KY 40067
  • /61

    $415,000

    $14K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,339 Sq Ft

    174 Lincoln Station Dr, Simpsonville, KY 40067

    Welcome home to 174 Lincoln Station Dr. This beautiful cape code is ready for you to call it home. This home has 4 bedrooms and 4.5 bathrooms. This home has a fully finished walk out basement with an additional family room, game room or flex space. It also has an additional room that could be used as an office or guest space. The vaulted ceiling in the great room brings in amazing light. The

    Lori Pennington Exclusively Yours, REALTORS

    174 Lincoln Station Dr, Simpsonville, KY 40067
  • /61

    $699,000

    $50K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 4,812 Sq Ft

    1065 Champions Cir, Simpsonville, KY 40067

    Welcome to 1065 Champions Cir in the prestigious Cardinal Club at the University of Louisville Golf Club. This fully remodeled all-brick ranch sits on the 10th green and offers an open, light-filled layout with stunning golf course views throughout. Featuring 5 spacious bedrooms and 3 full bathrooms, this home combines luxury, comfort, and functionality. The finished walkout basement boasts tall

    Daniel Marrese Greystone Realtors

    1065 Champions Cir, Simpsonville, KY 40067
  • /68

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 3,925 Sq Ft

    209 Champions Way, Simpsonville, KY 40067

    Ideally located between Louisville and Lexington, Simpsonville combines small-town charm with convenient access to shopping, dining, and I-64. Nestled in the heart of Kentucky's renowned horse country, you'll enjoy scenic rolling landscapes, beautiful horse farms, and a peaceful setting just minutes from modern conveniences. Situated in the highly desirable Cardinal Club Estates Golf Community,

    Margo Whisman Weichert Realtors-H. Barry Smith Co.

    209 Champions Way, Simpsonville, KY 40067
  • /125

    $1,650,000

    • 5 Beds
    • 6 Baths
    • 7,141 Sq Ft

    107 My Kentucky Rose Cir, Simpsonville, KY 40067

    A rare offering to own this spectacular country estate in the gated community of Majestic Oaks, featuring over 7,000 square feet of living space on 5 verdant acres. The first floor has soaring 10 foot and vaulted ceilings, 3 fireplaces, 2 staircases, and extensive custom woodwork and built-ins. The first floor primary suite is the epitome of luxury, with a steam shower, quartz counters, towel

    Julie Pogue Julie Pogue Properties

    107 My Kentucky Rose Cir, Simpsonville, KY 40067
  • /8

    $190,000

    • Land
    • 5.57 Acres
    • $34,111 per Acre

    - Lemasters Ln, Simpsonville, KY 40067

    Seller is motivated!!!This over 5 acre lot is in the center of horse country!!!! Located just minutes from Jefferson County and it's perfectly located to give you a short drives to town and shopping along with the privacy you may want for home. This Lot is Partially wooded off of Fisherville Rd to Lemaster Ln which is a dead end road. Absolutely No traffic!!!

    Tasha Wright Diamond Key REALTORS

    - Lemasters Ln, Simpsonville, KY 40067
  • /52

    $235,000

    • 2 Beds
    • 1.5 Baths
    • 1,113 Sq Ft

    824 Garden Pointe Dr, Simpsonville, KY 40067

    Welcome to this stunning two bedroom, one and a half bath corner unit, offering 1,113 square feet of comfortable living space. This Condo presents a rare opportunity with its conveniently located one-car garage, which features a brand-new automatic door opener for added ease. Step inside to find a beautifully remodeled bathroom complete with a walk-in shower, updated within the past six months.

    Gina Husband RE/MAX FIRST

    824 Garden Pointe Dr, Simpsonville, KY 40067
  • /84

    $1,125,000

    $75K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,625 Sq Ft

    1219A Taylor Wood Rd, Simpsonville, KY 40067

    Welcome to this extraordinary farm located in Simpsonville, Kentucky, offering just over 5 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,

    Shawn Willard Weichert Realtors-H. Barry Smith Co.

    1219A Taylor Wood Rd, Simpsonville, KY 40067
  • /50

    $1,900,000

    • 4 Beds
    • 3.5 Baths
    • 7,224 Sq Ft

    22 Timberwood Dr, Simpsonville, KY 40067

    Exceptional opportunity in desirable Timberwood Farms. Situated on 5.17 acres, this impressive property offers space, privacy, and a prime Simpsonville location with convenient access to I-64, Shelbyville, and Louisville.

    KRISTY GOOCH RE/MAX Elite Realty

    22 Timberwood Dr, Simpsonville, KY 40067
  • /24

    $325,000

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    310 E Main St, Simpsonville, KY 40067

    Built in 2022 in the heart of Simpsonville, this beautifully designed home sits on a quiet street with a wooded lot that offers both privacy and charm. This home is currently used as a furnished short term rental but would also be a great full time residence! Step inside to a completely open first floor where the living room, dining area, and kitchen flow seamlessly together - perfect for

    Ic Lenihan Sotheby's Int'l Realty

    310 E Main St, Simpsonville, KY 40067
  • /39

    $5,439,000

    • 4 Beds
    • 1.5 Baths
    • 1,966 Sq Ft

    4260 Fisherville Rd, Simpsonville, KY 40067

    Located just minutes away from Simpsonville and the Jefferson Co. line, this beautiful pristine farm offers all the amenities of country living along with the convenience of urban benefits. With almost 156 acres of rolling ground, there are limitless opportunities. The historic farm home features 4 BRs and 1.5 baths with almost all original hardwood flooring throughout. Spend the mornings and

    Steve Hornback Weichert Realtors-H. Barry Smith Co.

    4260 Fisherville Rd, Simpsonville, KY 40067
  • /29

    $230,000

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

    828 Garden Pointe Dr, Simpsonville, KY 40067

    Darlene Jones Abbot Realty & Auction

    828 Garden Pointe Dr, Simpsonville, KY 40067
  • /36

    $314,900

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,864 Sq Ft

    314 E Main St, Simpsonville, KY 40067

    Finding 4 true bedrooms and nearly 1,900 square feet in Simpsonville at this price point is getting harder to do, especially with updates already in place. Located in the heart of Simpsonville, this home offers a mix of character, space, and functionality and within walking distance to cafe's and the furture Simpsonville park. Inside, you'll find tall ceilings, large living spaces, updated

    Baird Dunsmore Torrey Smith Realty Co., LLC

    314 E Main St, Simpsonville, KY 40067
  • /67

    $14,000,000

    • 7 Beds
    • 3 Baths
    • 5,338 Sq Ft

    10053 Shelbyville Rd, Simpsonville, KY 40067

    A landmark Kentucky estate of extraordinary provenance, 10053 Shelbyville Road offers approximately 55 acres along one of the region's most coveted corridors near the Jefferson/Shelby County line. Built in the early 1800s, near the formation of the Commonwealth, the historic main residence is listed on the historic registry and is believed to be among the oldest homes in Kentucky, with the

    Bowin Tichenor Fathom Realty Ky LLC

    10053 Shelbyville Rd, Simpsonville, KY 40067

Why Live in Simpsonville

Simpsonville, KY, is a growing community situated between Louisville and Frankfort, known for its blend of rural and suburban living. The area is characterized by rolling Bluegrass hills and numerous equestrian facilities. Residential options range from newer subdivisions with Cape Cod and ranch-style homes to luxury properties in the Cardinal Club golf course community. Many homes feature spacious lots, with some properties spanning over five acres, catering to those seeking more space and horse-friendly environments. The local real estate market includes single-family homes, cottages, custom estates, condos, and townhouses, with prices varying based on property size and features.

Simpsonville offers a variety of local attractions and amenities. The central commercial district on Shelbyville Road includes unique dining options like Dos Mundos, a Peruvian and Asian fusion restaurant, and local businesses such as Weathered Oak Farms bakery and Brick and Mortar Boutique and Coffeehouse. The Outlet Shoppes of the Bluegrass provide access to national brands, while the Shelby County Flea Market features numerous vendors on weekends. For outdoor activities, Fred Wiche Park hosts farmers markets and a fall festival, while Simpsonville Park offers sports fields and a playground. The University of Louisville Golf Club provides golf, swimming, and clubhouse amenities.

Educational opportunities in Simpsonville include Simpsonville Elementary, which is highly rated within the Shelby County Public Schools district. The city is conveniently connected to major cities via Interstate 64, with both Louisville and Frankfort approximately 30 miles away. The proximity to Louisville Muhammad Ali International Airport ensures easy access to domestic flights.

Frequently Asked Questions

What is the average home price in Simpsonville, KY?
Homes for sale in Simpsonville, KY have an average home price of $523,678.
Are home prices dropping in Simpsonville?
Yes, home prices in Simpsonville are down 3% in the last 12 months.
How many homes have sold over the last 12 months in Simpsonville, KY?
63 homes have sold in Simpsonville, KY over the last 12 months.
What is the average household income in Simpsonville, KY?
The average household income in Simpsonville, KY is $108K.
What are the most popular zip codes in Simpsonville, KY?
The most popular zip codes in Simpsonville, KY include 40067, 40065, 40023, 40245 and 40022.
How much do you need to make to afford a house in Simpsonville?
The median home price in Simpsonville is $385,000. If you put a 20% down payment of $77,000 and had a 30-year fixed mortgage with an interest rate of 6.48%, your estimated principal and interest payment would be $1,940 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $83K a year to afford the median home price in Simpsonville. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Simpsonville is $108K.
How are the schools in Simpsonville, KY?
Simpsonville, KY has highly rated public and private schools. Some of the best schools in Simpsonville based on Niche Grades are Simpsonville Elementary School, Martha Layne Collins High School and Shelby County West Middle School. Browse all the schools in Simpsonville, KY to learn more.

Home Prices in Simpsonville, KY

Home Price Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$385,000
Median 2 Bedroom Sale Price
$222,500
Average Price Per Sq Ft
$201
Number of Homes for Sale
18
Last 12 months Home Sales
63
Months of Supply
3.40
Median List Price
$385,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
6%
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