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$369,900
5 Beds 3 Baths 1725182 MLS
Better than new with a thoughtfully enhanced custom floor plan! Designed with more living space than similar models, this home offers an expanded layout that provides a larger kitchen and an impressive primary suite you'll love. The open-concept first floor is ideal for both everyday living and entertaining. The beautifully appointed kitchen features a large center island, granite countertops, abundant cabinetry, and a large pantry, with a conveniently located laundry room just steps away. The dining area is filled with natural light and opens through sliding doors to a screened porch overlooking the beautifully landscaped, fully fenced backyard. The living room flows seamlessly from the kitchen, while a private office or optional 5th bedroom, foyer, and powder room complete the 1st floor. Upstairs, you'll find a cozy second living area, a king-sized primary suite with ample space to unwind, three additional generously sized bedrooms, and a full bath. Conveniently located with easy access to downtown Shelbyville and the expressway, this exceptional home offers the perfect combination of space, comfort, and value. Priced to sell—schedule your private showing today!

1070 Stratton Way, Shelbyville

$2,950,000
4 Beds 5 Baths 1722813 MLS
Turning off Chesterfield Way onto the newly sealed blacktop driveway, the pace of life immediately begins to slow. The drive winds through rolling pasture, four-board fencing, and across a picturesque tree-lined stream before arriving at the iron entrance gates. Beyond them, mature trees frame both sides of the lane, creating a beautiful approach that feels like a welcome home every time you arrive. This is more than a home it's a private estate encompassing over 43 acres of peaceful Western Shelby County countryside, where open pasture, eleven acres of mature timber, a winding creek with natural stone banks, a tranquil pond, and miles of natural beauty create a setting that feels far removed from the everyday. Ten acres of woods have recently been cleared and mulched, making it easy to explore the property, enjoy the creek, or simply take in the privacy, all while being just five minutes from Simpsonville and only twenty minutes from Louisville. Meticulously maintained, the home blends timeless design with thoughtful updates. The soaring two-story great room is filled with natural light, while new Andersen doors open to a covered porch and a recently built deck overlooking the backyard. The kitchen has been refreshed with countertops, a backsplash, and a gas cooktop supplied by a newly installed gas line, creating a space equally suited for everyday meals or entertaining a full house. The first-floor primary suite serves as a private retreat with bay windows overlooking the backyard, engineered wood flooring, motorized blinds, a spa-inspired bath, and a dressing room centered around a custom island. Upstairs are two additional bedrooms and a loft, while the finished walkout basement offers a spacious family room, wet bar, game room with pool table, fitness room, and a fourth bedroom tucked behind sliding barn doors. French doors lead directly to the backyard, seamlessly connecting indoor and outdoor living. The outdoor amenities rival those of a private resort. The in-ground pool features a tanning shelf and four elegant fountains, while the nearby timber pavilion with its impressive stone fireplace provides the perfect gathering place long after the sun goes down. Guests can enjoy complete privacy in the carriage house, which includes a one-bedroom apartment with its own kitchen, bathroom, laundry, and covered veranda. Attached is a 43-foot climate-controlled show garage with durable polyurea flooring. The property also includes a 36x60 tool shed, farm and 4-board fencing, and deed restrictions that allow horses and barns. Major improvements have already been completed, including geothermal heating with a new exchanger and coils, a 2019 roof, new windows and Andersen doors, resurfaced pool deck and porches, a repaved entrance and driveway, an 18-foot automatic front gate with a sensor, and a pond aerator. Public water, septic service, and no HOA dues complete this truly exceptional property. Plat and restrictions are attached.

486 Chesterfield Way, Simpsonville

$499,000
4 Beds 4 Baths 1725142 MLS
Wow Factors galore! New hardwood floors, an inground pool, covered rear porch, updated fencing and lots of comfy spaces to enjoy life at home! In the summer there's the backyard pool, the playground in the front circle and the golf course bordering the neighborhood. On a snowy winter day there's beautiful views out of every window and sledding at your doorstep. It's a sledders dream! A fun hill but not too tall to climb back up multiple times. There's nothing like having a sledding hill in the front yard. You're always close enough to come in for some hot chocolate. The first floor has beautiful hardwood floors throughout. There's an office with French Doors for privacy, a formal dining room for special occasions and a great kitchen with a dining area opening to the Great Room. The whole family enjoys gathering for meals and movies. Togetherness is cherished and this home offers so many opportunities for sharing meals, swimming, breezy evenings on the covered porch and shared spaces to watch movies, play games and enjoy being together. The second floor offers all the bedrooms which allows for privacy. The primary suite is spacious and offers built in cabinetry, a large tub for soaking and enough space to offer a get away from the hustle and bustle. Three additional bedrooms are generous in size and allow large families or guests to spread out. The lower level is a great space to huddle up for games, movies and just being together. The laundry, a half bath and storage complete the space. In every season this home has something to love! Purchase before the end of summer and enjoy the backyard retreat. A heated pool offers a lifestyle that is the envy of many. The covered patio has a new black fence to keep young children safe from the pool. It's just an added layer of safety for adults to relax. Memories are definitely made in this home! Now available for a new family to enjoy.

810 Abingdon Cir, Shelbyville

$675,000
2 Beds 3 Baths 1725141 MLS
Here it the one You have been Looking For! Peace and Seclusion on a 22+ Acre property with lake Frontage on Trailwood Lake! 15 minutes from I-64 Exit 43 or Exit 35. 1st floor features of this immaculate Log home Feature a Magnificent Great Room with Fireplace, a Spacious Country Kitchen, Dining area, a Large Primary Bedroom Suite w/Master Bath & Large Walk-in closet & a 1/2 bath off the Great Room. The 2nd floor features a spacious 2nd Bedroom, a 2nd Full Bath & a large Loft Area overlooking the Great Room below. The Unfinished Basement has a rough in bath, Laundry and Room for expansion. Exterior features include a covered wrap around porch, a Large Barn & Private access to a large Lake (Trailwood Lake). If you're looking for Seclusion this is it! Call Now for your Private Viewing

1404 Catwalk Rd, Bagdad

$421,880
4 Beds 3 Baths 1725107 MLS
Special interest rate programs available with seller's preferred lender! This brand new construction home has plenty of space to entertain with a kitchen island made for gatherings and an open concept design. The kitchen features premium cabinets, quartz countertops, and stainless steel appliances including a gas range. The mudroom entry, located adjacent to the garage, helps keep you organized. The private den on the first floor makes a great home office. Decorative stair spindles lead upstairs to the loft space- great as a playroom or entertaining space! The primary suite features a large closet, and the primary bath offers a tiled walk-in shower, quartz countertops, and a private water closet. The walkout basement has a bathroom rough-in, which paves the way for you to finish the space however you'd like! The backyard deck and patio make for a great outdoor lounge area. Warranties included. Some model photos shown.

266 Ardmore Crossing Dr, Shelbyville

$345,000
4 Beds 3 Baths 1724986 MLS
Built in 2024 and located in a highly desirable school district, this move-in ready home offers modern finishes, a functional layout, and valuable upgrades already in place. Situated in a newer, sidewalk-lined neighborhood with convenient access to shopping, dining, and the interstate, you'll enjoy both comfort and convenience every day. A flexible bonus room provides endless possibilities as a home office, playroom, or formal dining room. The open-concept living area creates the perfect setting for everyday living & entertaining, while a conveniently located half bath on the main level adds extra convenience for guests. Upstairs you will find 4 spacious bedrooms and 2 full bathrooms, including an oversized primary suite that offers an an oversized primary suite that offers a peaceful retreat at the end of the day. The spacious en suite bath and upgraded walk-in closet provide both comfort and organization. Step outside to enjoy one of the home's standout features a private, fully fenced backyard on a corner lot, designed for relaxing and entertaining. The extended concrete patio offers plenty of room for outdoor entertainment, while the tree-lined backdrop creates a peaceful setting. This home offers the best of both worlds, the benefits of newer construction with valuable upgrades already completed for you. Modern, functional, & ready for its next owners, this is one you won't want to miss. Schedule your private showing today!

1860 Blackwell Rd, Shelbyville

$230,000
3 Beds 1 Baths 1724595 MLS
Beautifully updated and move in ready, this charming all brick ranch offers the perfect combination of modern finishes, comfortable living spaces, and an exceptional backyard. From the moment you arrive, you'll appreciate the curb appeal, mature landscaping, and inviting front entrance. The interior features luxury vinyl plank flooring, a spacious living room highlighted by a custom wood accent wall, and an updated kitchen with white cabinetry, stainless steel appliances, subway tile backsplash, and abundant counter space. The renovated bathroom and stylish finishes throughout make this home truly turnkey. Outside, the oversized backyard steals the show. Whether you're entertaining friends around the fire pit under the pergola, grilling on the patio, or simply enjoying the peaceful setting , there's plenty of room to spread out and enjoy. With mature trees, a fenced yard, and space for kids, pets, or future additions, this outdoor area offers endless possibilities. This is the kind of home that's been well cared for, thoughtfully updated, and ready for its next owners.

2181 Waddy Rd, Waddy

$389,900
4 Beds 3 Baths 1724484 MLS
Move right in-no waiting to build! Welcome home to this beautifully upgraded 4-bedroom, 2.5-bath home in the highly sought-after Ardmore Crossing community. Designed for both everyday living and entertaining, the open-concept floor plan features a spacious kitchen with abundant cabinetry, generous counter space, and plenty of storage, all flowing seamlessly into the inviting living and dining areas. Upstairs, you'll find a versatile loft, brand-new carpet throughout the second floor, and a private primary retreat featuring an upgraded en-suite bath and two oversized custom walk-in closets. Step outside to the large patio, perfect for relaxing or hosting family and friends. Enjoy immediate occupancy in a walkable neighborhood just minutes from highways, schools, restaurants & entertainment.

163 Ardmore Crossing Dr, Shelbyville

$200,000
3 Beds 1 Baths 1724451 MLS
Move-in ready 3-bedroom, 1-bath ranch situated on a spacious corner lot in Shelbyville! Recent updates include a new roof (2023), a beautifully remodeled bathroom (2026), new butcher block countertops, new kitchen sink, and fresh paint throughout much of the home. Beautiful hardwood floors extend through much of the living area, while the spacious kitchen offers abundant cabinet storage and an adjoining dining area. Outside, enjoy a spacious backyard featuring a privacy fence along one side, mature trees, established landscaping, a storage shed, and plenty of room for entertaining, pets, gardening, or play. An attached carport provides covered parking and additional convenience. Conveniently located just minutes from downtown Shelbyville, shopping, restaurants, schools, parks, and I-64, this home offers the perfect combination of updates, comfort, and convenience. Schedule your private showing today!

1740 Cherry Ln, Shelbyville

$299,900
3 Beds 2 Baths 1724295 MLS
Looking for the perfect size patio home? Here it is! Located in the popular Dogwood Trace neighborhood, which is a 55 and over age restricted community, this home features a split floor plan, vaulted ceilings and gorgeous sunrooom. Upon entry, there is a sitting room/office space that could be used as a formal dining room that looks out to the front yard. Two bedrooms and a full bath sits on the east side of the house. The Kitchen offers a dining area that comfortably sits 6 but also features bar seating. The Living Room is spacious and has a gas fireplace. The Primary Bedroom suite has a fantastic large closet and spacious primary bath with walk in shower. Enjoy watching the bunnies and birds in this wonderful sunroom. This one has all the bells and whistles, and even a dinner bell that adorns the park-like landscaping.

36 Trace Ln, Shelbyville

$539,000
3 Beds 3 Baths 1724183 MLS
PROPOSED NEW CONSTRUCTION! Don't miss this exceptional opportunity to build your dream home. Nestled on a quiet dead-end street with minimum traffic, this rare 1/3 acre lot offers the perfect combination of privacy, convenience and timeless design. This elegant cape cod style brick home features 4 bedrooms and 2.5 bathrooms with over 2300 sf and a 2 car garage, thoughtfully designed with modern living in mind. Enjoy an ideal location just minutes from schools, shopping, restaurants and easy access to I-64. The property already includes a newly poured concrete driveway, approximately 100 ft long, 14.5 wide and over 6" thick, adding durability and exceptional value before construction even begins. One of the greatest advantages of purchasing early is the opportunity to personalize your new home. Buyers will work with the builder to select finishes throughout the construction process and will receive allowances for flooring, lighting, and paint colors, allowing you to create a home that reflects your own style and preferences. This is a rare chance to own a beautiful custom home in a peaceful setting while enjoying all the conveniences of Shelbyville. Secure your lot and make your dream home a reality.

18 Arlington Ct, Shelbyville

$550,000
25508505 MLS
A rare opportunity to own a **22± acre building lot** in one of Shelbyville's most desirable neighborhoods, located in the same subdivision as **Weissinger Golf Course**. Whether you're looking to build your dream home, create a private estate, or invest in a premier piece of land, this beautiful property offers the perfect blend of privacy, space, and convenience. With 22± acres, you'll have plenty of room to bring your vision to life while enjoying a peaceful setting just minutes from golf, shopping, dining, and everything Shelbyville has to offer. **Now offered at just $550,000**, this is an incredible value for a property of this size and location. Opportunities like this are becoming increasingly hard to find.

Lot 72 Weissinger, Shelbyville

$499,000
4 Beds 3 Baths 1724139 MLS
Welcome home to 401 Seneca Drive, a charming all-brick home located in the desirable Town & Country subdivision, just minutes from the Shelbyville Country Club. This well-maintained home offers 4 bedrooms, 2.5 bathrooms, and a thoughtful floor plan designed for comfortable everyday living. The main level features a welcoming foyer, spacious family room, formal dining room, eat-in kitchen, convenient laundry room, half bath, and a private primary suite with its own full bath. Upstairs, you'll find three additional bedrooms and a full bathroom, providing plenty of space for family, guests, or a home office. The finished basement adds valuable living space and includes an attached lower-level garage, offering flexibility for recreation, hobbies, or storage. Step outside to enjoy the new deck overlooking a generously sized yard—perfect for entertaining, relaxing, or outdoor activities. With its classic curb appeal, spacious layout, and sought-after location, this home offers the perfect combination of charm, comfort, and convenience. Schedule your private showing today!

401 Seneca Rd, Shelbyville

$435,600
3 Beds 3 Baths 1724079 MLS
This brand-new home is situated on a homesite backing up to green space, making the backyard deck a perfect outdoor oasis! You will love watching the leaves change colors from your backyard. This home features a private den on the first floor- a perfect home office or play room! The large windows in the gathering room bring in the natural light! The kitchen is great for hosting gatherings, with the large island and a spacious pantry. Kitchen includes a stainless steel gas range, microwave, and dishwasher. Adjacent to the garage is the mudroom with built-in pocket office- this space is tucked away and helps keep you organized! You will love the large upstairs loft. The primary bath features a walk-in tiled shower with frameless shower door, double sinks, and quartz counters. If you need more storage space in your life, this closet is for you! Premium finishes include: luxury vinyl plank flooring, decorative stair spindles, quartz countertops, tile shower walls in primary bath, and more. The walkout basement is ready for you to design it how you like- it features a rough-in for a full bathroom, making it easy to add a bathroom, bedroom, and/or entertaining space later on! Warranties included. Special interest rate programs available with seller's preferred lender! Some model photos shown.

1020 Dry Run Ct, Shelbyville

$624,900
4 Beds 4 Baths 26019451 MLS
Set on 1.87 private acres in Bagdad, this fully renovated 1940s farmhouse pairs historic character with a complete modern update, ready for its next owner. The two-story home offers 4 bedrooms and 3.5 baths, with a covered front porch overlooking the farm across the street. Inside, the kitchen anchors the main living space with a breakfast island, custom cabinetry, and black hardware, opening to a bright dining and living area with high ceilings and natural light throughout. The primary suite offers a true retreat, with a spa-style ensuite featuring a soaking tub, walk-in shower with dual shower heads, and double vanity. The two-car garage was thoughtfully converted into a versatile bonus room, ideal as a media room, home office, gym, or playroom, but can easily be converted back to a garage. The backyard is built for everyday living, with a private hot tub, a grilling deck and outdoor dining, and a fire pit area. The unfinished basement adds valuable extra storage. Located just minutes from Shelbyville and Frankfort, it is centrally positioned between Louisville and Lexington. This move-in-ready farmhouse offers space, quality, and a rare setting.

3271 Elmburg Rd, Bagdad

$525,000
3 Beds 2 Baths 1724013 MLS
Escape to peace & privacy of country living with this charming log cabin nestled on 8.268 picturesque acres. Desirable split-bedroom floorplan, this 3-bdrm, 2 full bath home offers warm rustic character paired with comfortable modern living. The interior showcases soaring wood ceilings, rich natural textures, & an open-concept living & dining area perfect for gathering & entertaining. Enjoy tranquil views from covered front porch overlooking the beautiful acreage. Equestrian enthusiasts will appreciate the outbuilding complete with horse stalls, offering endless possibilities for horses, hobbies, equipment storage, or workshop space. Surrounded by mature trees & open green space, this property is the perfect blend of seclusion, functionality, & rustic charm while still conveniently located

130 Marbrook Ln, Finchville

$775,000
3 Beds 2 Baths 1723960 MLS
OPEN HOUSE SUNDAY 8/16 1-4PM! TOTAL OF 3300 SQFT OF LIVING SPACE! With updated features, added amenities, and the land it sits on, there's none other like it! This home offers a sunroom on the backside of the home that leads out to a back deck with an overlooking view of the property. From the lower walkout door, you will find a hot tub room fit for your relaxation. There's also a potential for extra bedrooms in the basement. Sitting on 7 beautiful acres with plenty to do; fenced in back yard, fenced in land for your farming desires, half acre pond, area for gardening, the opportunities are endless! The land also includes a spacious 50x50 commercial barn with connected electricity fit for cars, equipment, or boat/RV storage. Also features a 55x53 tobacco barn with electricity.

2714 Pea Ridge Rd, Waddy

$985,000
4 Beds 2 Baths 1723903 MLS
This 4-bedroom, 2-bath historic farmhouse is situated on 5 scenic acres (with an additional adjoining 5-acre tract available for purchase and possible owner financing) in the heart of Simpsonville and offers a rare combination of residential comfort, equestrian functionality, income potential, and Kentucky character. The property includes two barns, seven fenced paddocks, a pond, a detached garage with a finished apartment, and picturesque views across the surrounding countryside. Built in 1938, the farmhouse blends timeless charm with thoughtful modern updates. Rich hardwood floors, elegant crown molding, two fireplaces, and an abundance of natural light create a warm and inviting atmosphere throughout the home. Large windows capture sweeping views of the pastures, pond, rolling landscape, and memorable Kentucky sunsets. The spacious kitchen offers stainless steel appliances, a beautiful bay window, generous workspace, and an open layout designed for both everyday living and entertaining. A classic front porch provides the perfect place to enjoy peaceful mornings, while the expansive screened-in covered rear deck overlooks the property and creates an ideal setting for relaxing, dining, or hosting guests. Designed with equestrian use in mind, the 13-stall main barn features 12-by-12 stalls, built-in hay racks, wide aisles, a dedicated wash area, and a well-appointed tack room. The farm also includes seven fenced paddocks with run-in sheds and automatic waterers, creating an efficient and functional setup for horses and livestock. Adding to the property's unique equestrian history, the farm was once home to the owner's beloved horse, a granddaughter of the legendary Secretariat. A second historic dairy barn adds even more versatility and future potential. Its size, setting, and distinctive character make it suitable for agricultural use, storage, a creative space, a private gathering venue, or a future event or wedding destination. The detached garage provides additional value with an oversized heated and cooled space below and a finished studio apartment above. The apartment includes a full bath and kitchenette, making it ideal for guests, extended family, farm staff, tenants, a private office, or potential rental income. Located just minutes from Interstate 64 and moments from the Simpsonville outlet mall, the property offers the peace and beauty of rural Kentucky without sacrificing convenience. Its central location between Louisville and Lexington also provides easy access to many of the region's premier equestrian destinations, including Churchill Downs, Keeneland, and the Kentucky Horse Park. The home, barns, pond, and approximately 5 acres are being offered together, with the additional adjoining 5-acre tract available separately. Contact the listing agents for details regarding purchase options and possible owner-financing terms. Opportunities offering this level of historic character, usable acreage, equestrian infrastructure, scenic beauty, income potential, and flexibility are increasingly difficult to find in Simpsonville.

1219 Taylor Wood Rd, Simpsonville

$360,000
5 Beds 2 Baths 1723891 MLS
Back on market due to change in buyers financing. Escape to the country on this beautiful 1.5-acre property in Shelby County—your gateway to the mini-farm lifestyle you've been dreaming of. This 5-bedroom, 2-full-bath split-level home offers plenty of room to spread out, inside and out. Two versatile outbuildings are ready for your workshop, hobby farm, livestock, or storage needs, while the durable metal roof means worry-free living for years to come. Bring your chickens, plant your garden, and enjoy wide-open space with room to grow. Best of all, it's priced below recent appraisal—a rare opportunity to build instant equity while embracing peaceful country living. Whether you're homesteading or just craving room to breathe, this one delivers. Come see the possibilities for yourself! There is a 48 hour active first right of refusal in place on this homebeing sold to settle an estate.

2164 Southville Pike, Shelbyville

$684,000
4 Beds 3 Baths 1723829 MLS
Stunning Shelbyville Ranch with Finished Basement & Backyard Oasis! Welcome home to 184 Cherokee Drive in Shelbyville, KY! This beautifully updated brick & stone ranch offers 4 bedrooms, 3 full baths, and 3,545 sq ft across two finished levels. The newly finished basement adds a spacious bedroom, full bath, rec room with cozy electric fireplace, and a versatile bonus/gym space. Upstairs features an open kitchen with granite island, stainless appliances, gas fireplace, and vaulted ceilings. Step outside to your backyard oasis: covered deck with ceiling fan & TV hookup, paver patio and a fully fenced yard backing to mature trees. Located minutes from downtown Shelbyville shopping and dining. Schedule your showing today!

184 Cherokee Dr, Shelbyville

$684,000
4 Beds 3 Baths 26019173 MLS
Stunning Shelbyville Ranch with Finished Basement & Backyard Oasis! Welcome home to 184 Cherokee Drive in Shelbyville, KY! This beautifully updated brick & stone ranch offers 4 bedrooms, 3 full baths, and 3,545 sq ft across two finished levels. The newly finished basement adds a spacious bedroom, full bath, rec room with cozy electric fireplace, and a versatile bonus/gym space. Upstairs features an open kitchen with granite island, stainless appliances, gas fireplace, and vaulted ceilings. Step outside to your backyard oasis: covered deck with ceiling fan & TV hookup, paver patio, and a fully fenced yard backing to mature trees. Located minutes from downtown Shelbyville shopping and dining. Schedule your showing today!

184 Cherokee Dr, Shelbyville

$785,000
2 Beds 1 Baths 1723664 MLS
TAKE NOTICE - New aggressive price adjustment! Are you ready to get away from a busy lifestyle for a while, slow down and appreciate nature? Kick back and enjoy a slow morning on the deck with your coffee and the wildlife wakes up around you. Here is your chance to own 78 acres of seclusion in the peace and quiet of country living in Shelby County. As you enter the property you'll drive over a beautiful creek. The property is mostly wooded with a few open fields. There are ravines and streams throughout. Nestled toward the top of the hill you have a wonderful log cabin. This is a lovely country setting with all the conveniences of home. This can easily be a full time residence or a weekend retreat. This property is in 4 separate tracts with a shared entrance. This cabin is 1.5 stories, 2 bedrooms, 1 bath on a basement with outside entrance. Inside has an open Kitchen and Family Rm with wood-burning stove. Kitchen has nice granite countertop, bar area for additional seating. A loft great for office or additional living space. Kitchen appliances and washer/dryer can remain. A metal 24x32 pole barn is also located on the property. All this and just 3 miles from Waddy/Peytona exit #43 on Bardstown Trail.

5191 Bardstown Trail, Waddy