30 - Shelby County Real Estate

30 - Shelby County Real Estate

Welcome to Shelby County, Kentucky! Nestled in the heart of the Bluegrass State, Shelby County offers a charming blend of small-town charm, scenic landscapes, and a rich historical heritage.

Located just east of Louisville, Shelby County is known for its picturesque countryside, rolling hills, and horse farms. The region is renowned for its equestrian culture and is home to several world-class horse breeding and training facilities. Visitors and residents alike can enjoy the beauty of the Kentucky countryside, whether it's taking a leisurely drive along the scenic byways or exploring the numerous hiking and biking trails.

Shelby County also boasts a vibrant community with a strong sense of pride and a welcoming spirit. The county seat, Shelbyville, is a charming town with a historic downtown district that is home to a variety of shops, restaurants, and cultural attractions. The annual Shelbyville Horse Show is a highlight of the summer, drawing visitors from near and far to witness the grace and elegance of the horses.

For those seeking a slower pace of life, Shelby County offers a range of residential options, from historic homes to modern subdivisions. Whether you're looking for a cozy cottage or a sprawling estate, there's something for everyone in this idyllic region.

With its natural beauty, rich history, and close-knit community, Shelby County is a wonderful place to call home. Come and discover all that this charming region has to offer!

Newest Listings in 30 - Shelby County

107 My Kentucky Rose Cir, Simpsonville
$1,550,000
5 Beds ⋅ 6 Baths ⋅ 1731826 MLS
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 warming drawer, dressing area, and double walk-in closets. The kitchen is a chef's dream, with Thermador gas cooktop and double ovens, Bosch dishwasher, and warming drawer. Upstairs is a large living room, 3 more bedrooms, all with walk-in closets, and two full baths. The basement features a large game and media room, a partial kitchen, bedroom, newly remodeled bath, and second laundry. Stepping outside onto one of the many patios, porches, or decks, you will find a private, lush oasis. The property has a 40,000 gallon heated salt water system pool with waterfall and stately terraced sundeck, a fully landscaped back yard, and a large garden with six Vego raised beds with drip irrigation. About one acre of the property is surrounded by four-board fencing with a sprinkler system. Additionally, the property includes extensive storage, a security system, 3 separate HVAC units (2 with humidifiers), and 2 water heaters. Adding even more versatility, there is a detached three-car garage connected by a covered breezeway, and an unfinished apartment/studio with a separate entrance is above the garage. There is also plenty of open, flat acreage for a barn to be built in the future, and the neighborhood features over 7 miles of horse trails. The current owners have treasured this home for 26 years, and their care and love is evident. This private estate is designed to create unforgettable memories and allow for effortless entertaining on any scale. It is perfectly positioned to capture the surrounding peace and beauty of the rolling countryside of Simpsonville, with breathtaking sunsets in a parklike setting.

107 My Kentucky Rose Cir, Simpsonville

220 Rolling Ridge Way, Simpsonville
$329,900
3 Beds ⋅ 3 Baths ⋅ 1731750 MLS
Welcome to 220 Rolling Ridge Way, a Charming 2 Story Colonial-style home situated on a corner lot with a white picket fence surrounding the Backyard. This Beautiful home features 3 Bedrooms, 2 full bathrooms upstairs, and 1 half bath on the first floor; an amazing fenced-in backyard with a large, freshly stained deck; a 1 Car Attached garage; and a double-wide driveway. As you step inside, you will find New LVP Flooring installed throughout the entire first floor in August 2026, freshly painted walls & trim on the first floor, built-in bookshelves, and an entertainment center. There is a Formal Dining Room just off the Living Room, with a lovely Bay Window that flows into the Kitchen, which features a New Refrigerator, New Microwave, 2 New Ceiling Lights, and a Newer Backsplash. The Laundry Room is also located just off the Kitchen. Upstairs, you will find 3 Bedrooms that all have New Carpet installed in August 2026, New LVP flooring in the Hallway and Primary Bathroom, a New Ceiling Fan in the front bedroom, freshly painted trim throughout the upstairs, a freshly painted vanity in the Primary Bathroom, a new light in the Primary Bathroom, and a New Light in the Full Hall Bathroom. Out back is your own outdoor Oasis with a Large Backyard, freshly stained deck, freshly painted white picket fence, mature trees, and an attached storage shed. There is plenty of space out back for a garden, a pool, and space for the kids and dogs to run around. This wonderful home is located only 1.5 miles from the Outlet Mall, only 1 mile from I-64, and 10 miles from the Gene Snyder. Also, Beckley Creek Park is only 10 miles away and features picnic areas, fishing lakes, farmers' markets, community gardens, and paved and natural-surface trails that wind along the creek. Come see this wonderful home today.

220 Rolling Ridge Way, Simpsonville

1458 St Andrews Dr, Shelbyville
$589,900
4 Beds ⋅ 3 Baths ⋅ 1731564 MLS
Welcome to Brentwood, one of Shelby County's most sought after neighborhoods! Tucked away toward the back of this beautiful, established community, this spacious 4-bedroom, 3-full-bath home offers a wonderful sense of privacy and a peaceful setting away from the main neighborhood entrance. Located next to Shelbyville Country Club, and minutes from local schools, parks, and downtown Shelbyville, this property offers an incredible combination of location, comfort, and opportunity. With approximately 2,800 square feet of finished living space above grade, this home features a desirable main-level layout with a spacious family room, separate living room/library, large eat in kitchen, laundry room, and two bedrooms, including the primary suite. Upstairs, you'll find two additional generously sized bedrooms, a full bathroom, and convenient walk-in attic storage. Major updates have already been completed! Enjoy a brand-new roof, new HVAC system, beautiful new hardwood flooring throughout the main level, updated flooring in every bedroom, and fresh interior paint throughout the entire home. These improvements provide a fresh, modern feel while maintaining the character and charm of this established neighborhood. Need more room? The expansive 2,200-square-foot unfinished basement offers endless possibilities! Whether you envision additional living space, a home theater, recreation room, home gym, or simply an abundance of storage, the opportunity to make this space your own is already there. Outside, enjoy a beautiful lot offering privacy, mature surroundings, and plenty of room to relax. An oversized two-car garage provides additional convenience and storage. Homes in Brentwood are highly desirable, and opportunities to purchase in this established neighborhood don't come along every day. With its generous square footage, extensive updates, incredible basement potential, and attractive price point, this home offers a fantastic opportunity to enjoy everything Brentwood has to offer. Schedule your private showing today and discover the possibilities!

1458 St Andrews Dr, Shelbyville

2011 Anderson Ln, Shelbyville
$1,200,000
6 Beds ⋅ 4 Baths ⋅ 1731484 MLS
Some properties check a box or two. 2011 Anderson Lane checks all of them. Over 5,000 square feet of fully updated living, six bedrooms, four full baths, a finished walkout basement, an in-ground pool, a 50x30 pole barn, and five acres of rolling Shelby County views — this is the rare estate where you don't have to compromise. From the moment you pull up the driveway, the curb appeal lands: a brick-and-stone two-story with a covered front porch, mature landscaping, and privacy trees framing the lot. Inside, reclaimed wood ceilings run throughout the home — warm, characterful, and impossible to replicate — set against crisp white shiplap, wide-plank hardwood floors, and vaulted ceilings with exposed beams. The great room is the showstopper: a floor-to-ceiling stacked-stone fireplace with a wood-burning insert, flanked by arched windows, open to a chef's kitchen built for real cooking and real gatherings. An oversized island with quartz counters, white cabinetry to the ceiling, a farmhouse sink, range, double ovens, lantern pendant lighting, and a walk-in pantry make it as functional as it is beautiful. The adjacent dining area, wrapped in navy board-and-batten with those wood ceilings overhead, looks straight out to the countryside. The main-level primary suite is its own retreat — a coffered reclaimed-wood tray ceiling, private access to the covered deck, a spa-style bath with a large tiled walk-in shower and a double granite vanity, and an enormous custom walk-in closet. Additional bedrooms are generously sized, several with wood-plank ceilings, shiplap accents, and their own character. Step out to the massive covered deck — wood-plank ceiling, brick columns, cable railing, and a gas fire feature — overlooking the pool and some of the best views in the area. Below, the finished walkout basement lives like a second home: a huge open rec area, a home gym, an additional bedroom and full bath, and French doors opening right out to the pool and patio. Outside is a true entertainer's paradise. The in-ground pool is surrounded by paver patio and retaining walls, with a covered outdoor bar and seating area tucked beneath the deck and a fire pit alongside. Big-ticket updates — roof, HVAC, and kitchen — are already done, so you move in and enjoy. The 50x30 pole barn with electric handles the equipment, the toys, the workshop, or the hobby-farm plans. Acreage, a pool, a shop, over 5,000 finished square feet, fully updated, with views like these — properties combining all of it rarely come to market in Shelby County. Schedule your private showing today and experience everything 2011 Anderson Lane has to offer.

2011 Anderson Ln, Shelbyville

Start Your Search