30 - Shelby County Homes with Detached Parking

30 - Shelby County Homes with Detached Parking

Welcome to Shelby County, Kentucky, a charming region that beautifully blends rural tranquility with modern conveniences. Nestled just east of Louisville, Shelby County boasts a rich history, vibrant community spirit, and stunning landscapes that make it an ideal place to call home. With its picturesque horse farms, lush green fields, and serene lakes, this area offers a peaceful escape from the hustle and bustle of city life while still providing easy access to urban amenities.

For those seeking a new home in Shelby County, you’ll be delighted to discover a variety of properties that cater to diverse lifestyles. One of the standout features of many homes in this region is the availability of detached parking. Imagine the convenience of having a spacious garage or carport just steps away from your front door, providing not only shelter for your vehicles but also additional storage space for tools, outdoor gear, or recreational equipment.

Whether you’re a growing family needing extra room for cars and hobbies, or a retiree looking for a low-maintenance lifestyle with easy access to the great outdoors, Shelby County has something for everyone. The community is known for its friendly neighbors, excellent schools, and a plethora of recreational opportunities, from hiking trails to local parks.

In Shelby County, you can enjoy a perfect blend of comfort and convenience, all while relishing the charm of small-town living. Explore the homes with detached parking available in this picturesque region and find your dream property today!

Newest 30 - Shelby County Homes with Detached Parking

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

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

1615 Harrington Mill Rd, Shelbyville
$2,950,000
3 Beds ⋅ 3 Baths ⋅ 1731382 MLS
Historic horse farm, located in the heart of Saddlebred country, and minutes from downtown Shelbyville features a beautifully renovated brick Federal style estate and superb equestrian horse facility. Built circa 1850, this home features modern updated amenities yet retains the charm of the age. Features include original hardwood flooring, six fireplaces, Living and Dining rooms with beautiful pocket doors, an expansive Foyer, and fabulous chandeliers in every room. The remodeled kitchen includes custom birchwood cabinetry, Dacor gas oven, warming drawer, and Butlers pantry with a wine cooler and ice maker. The second floor Primary suite features a large dressing room, remodeled bathroom with heated floors and steam shower, a sleeping porch, office, laundry and linen closets. There are 2 additional expansive bedrooms with a remodeled bathroom. Other features of the home include original windows with new storms and plantation shutters, a spacious elevator, updated plumbing and electrical, 2 HVAC systems, and a Trex deck off the remodeled kitchen. The 4 car garage, built in 2005, contains 3 bays for cars along with a 4th bay for equipment. The Barn has 20 stalls with an attached indoor arena and lounge with a viewing window. The property includes an additional outdoor riding ring, 2 spring fed ponds, 2 large run-in sheds, 2 porches, and a stunning large portico. The main entrance is gated for additional security and privacy.

1615 Harrington Mill Rd, Shelbyville

689 Graefenburg Rd, Waddy
$245,000
3 Beds ⋅ 1 Baths ⋅ 1728523 MLS
Welcome to 689 Graefenburg Road, where a classic Cape Cod sits beside the creek on a quiet stretch of road that used to be US 60, before the highway was rebuilt and moved up the hill. The traffic went with it. What stayed behind is a peaceful country road through Graefenburg, one of Shelby County's oldest settlements, with Waddy, Shelbyville, and Frankfort all an easy drive away. This home has been owned by the same family since the 1970s, and that kind of steady care shows. The big-ticket items are already done: new roof and siding in 2012, replacement windows in 2015, a new furnace in 2020, and the air conditioner replaced in 2012. The bathroom was updated with a walk-in shower in 2023. A B-Dry waterproofing system protects the basement, so the lower level stays dry and usable year-round. Inside, you get the layout Cape Cods are loved for. The main floor offers about 1,100 square feet with the living room, kitchen, and a bedroom all close at hand. Upstairs, roughly 670 more square feet of dormered space holds two additional bedrooms, with the sloped ceilings and tucked-away corners that give an older home its character. The 1,100-square-foot basement adds room for storage, hobbies, or a workshop and includes a buck stove, and the detached garage keeps the cars and the mower out of the weather. Outside, the creek sets the pace. It's the kind of setting where evenings slow down and the yard has room for a garden, a firepit, or just a chair in the shade. Public water is already in place. Graefenburg sits just west of the Franklin County line, about 12 miles east of downtown Shelbyville and a few minutes from I-64 at the Waddy exit. That puts Frankfort within an easy commute and Louisville or Lexington each under an hour, while you come home to a road where the neighbors still wave. Older homes with this much history, this many updates, and a creek out back are hard to find at this price. Schedule your showing today. Year built is an estimate. Home is located near the creek; buyer to verify flood zone status, and flood insurance may be required by a lender.

689 Graefenburg Rd, Waddy

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