carohomesky.com Search Results

Location, Convenience & Charm in the Heart of Simpsonville! Welcome to 218 Rolling Ridge Way! This charming 3-bedroom, 2.5-bath traditional two-story home offers the perfect combination of comfort, convenience, and outdoor living! Located within walking distance of Simpsonville Park, you'll love being just minutes from I-64, the Outlet Shoppes of the Bluegrass, restaurants, grocery shopping, and more! Step outside and enjoy the beautiful backyard, complete with a full privacy fence and a brand-new poured concrete patio, perfect for entertaining, grilling, or simply relaxing in your own private outdoor space. Additional features include a double driveway offering extra parking and an attached one-car garage. Whether you're looking for your first home, your next home, or simply a great location, this Simpsonville gem has so much to offer! Don't miss your opportunity to call 218 Rolling Ridge Way Home!

3 Beds ⋅ 3 Baths ⋅ 1732651 MLS

Location, Convenience & Charm in the Heart of Simpsonville! Welcome to 218 Rolling Ridge Way! This charming 3-bedroom, 2.5-bath traditional two-story home offers the perfect combination of comfort, convenience, and outdoor living! Located within walking distance of Simpsonville Park, you'll love being just minutes from I-64, the Outlet Shoppes of the Bluegrass, restaurants, grocery shopping, and more! Step outside and enjoy the beautiful backyard, complete with a full privacy fence and a brand-new poured concrete patio, perfect for entertaining, grilling, or simply relaxing in your own private outdoor space. Additional features include a double driveway offering extra parking and an attached one-car garage. Whether you're looking for your first home, your next home, or simply a great location, this Simpsonville gem has so much to offer! Don't miss your opportunity to call 218 Rolling Ridge Way Home!

218 Rolling Ridge Way, Simpsonville

$1,550,000

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.

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

$329,900

**Assumable Loan** Interest rate of 2.875%!!! This home offers an Opportunity for an Assumable Loan. This Charming 2 Story Colonial-style home is a must-see and is 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.

3 Beds ⋅ 3 Baths ⋅ 1731750 MLS

**Assumable Loan** Interest rate of 2.875%!!! This home offers an Opportunity for an Assumable Loan. This Charming 2 Story Colonial-style home is a must-see and is 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

$349,900

Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch in the highly desirable Todd's Station subdivision in Simpsonville! Featuring a desirable split-bedroom floor plan, this home offers comfortable everyday living and an inviting space for entertaining. The open-concept design creates a seamless flow between the living, dining, and kitchen areas, with modern updates throughout. The kitchen features granite countertops, stainless steel appliances, and plenty of space for gathering. Both bathrooms have been tastefully updated, and luxury vinyl/tile flooring extends throughout the home for a stylish, low-maintenance finish. Step outside to enjoy the large deck overlooking the fenced backyard—perfect for morning coffee, outdoor entertaining, or simply relaxing. Residents also enjoy access to a neighborhood pool and playground, adding even more opportunities for outdoor fun and relaxation. A spacious two-car garage provides convenient parking and additional storage. Ideally located just minutes from charming downtown Simpsonville, where you'll find local restaurants, boutiques, and community favorites, while also offering easy access to I-64 and the Outlet Shoppes of the Bluegrass. This move-in-ready home combines modern comfort, a desirable floor plan, neighborhood amenities, and a convenient location in one of Simpsonville's sought-after communities!

3 Beds ⋅ 2 Baths ⋅ 1731312 MLS

Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch in the highly desirable Todd's Station subdivision in Simpsonville! Featuring a desirable split-bedroom floor plan, this home offers comfortable everyday living and an inviting space for entertaining. The open-concept design creates a seamless flow between the living, dining, and kitchen areas, with modern updates throughout. The kitchen features granite countertops, stainless steel appliances, and plenty of space for gathering. Both bathrooms have been tastefully updated, and luxury vinyl/tile flooring extends throughout the home for a stylish, low-maintenance finish. Step outside to enjoy the large deck overlooking the fenced backyard—perfect for morning coffee, outdoor entertaining, or simply relaxing. Residents also enjoy access to a neighborhood pool and playground, adding even more opportunities for outdoor fun and relaxation. A spacious two-car garage provides convenient parking and additional storage. Ideally located just minutes from charming downtown Simpsonville, where you'll find local restaurants, boutiques, and community favorites, while also offering easy access to I-64 and the Outlet Shoppes of the Bluegrass. This move-in-ready home combines modern comfort, a desirable floor plan, neighborhood amenities, and a convenient location in one of Simpsonville's sought-after communities!

433 Lincoln Station Dr, Simpsonville

$375,000

Brand New Roof!! Looking for more room to spread out without giving up the spaces that bring everyone together? This 4-bedroom, 2.5-bath home in Todd's Station in Simpsonville offers a flexible layout, multiple living and entertaining spaces, a 2-car garage, and convenient access to I-64. A covered front porch welcomes you inside, where beautiful flooring carries through the main level. Just off the entry, the spacious dining room gives you room for holiday dinners, celebrations, or simply gathering around the table. At the heart of the home, the open great room brings the living room, kitchen, and dining area together, creating an easy flow for everyday life and entertaining. Just beyond, a vaulted sunroom adds the kind of flexible space that can change right along with you, whether it be a home office, playroom, game room, reading space, or additional place to relax. From the sunroom, step directly onto the large back deck, extending your living space outdoors with plenty of room for grilling, dining, entertaining, or unwinding at the end of the day. A half bath and laundry room conveniently located near the kitchen and 2-car garage complete your main level. Upstairs, the primary suite gives you a place to recharge with a spacious walk-in closet and ensuite bath featuring double sinks, a jetted tub, and separate shower. Three additional bedrooms and another full bath provide even more options for bedrooms, guests, hobbies, or work-from-home space. Located in Simpsonville's Todd's Station neighborhood, you're just minutes from I-64 and the Outlet Shoppes of the Bluegrass, making it easy to reach shopping, dining, and destinations throughout Shelby County and the Louisville area. If your next home needs to give you more space, more flexibility, and more ways to enjoy it, this one is ready to fit the way you live.

4 Beds ⋅ 3 Baths ⋅ 1728891 MLS

Brand New Roof!! Looking for more room to spread out without giving up the spaces that bring everyone together? This 4-bedroom, 2.5-bath home in Todd's Station in Simpsonville offers a flexible layout, multiple living and entertaining spaces, a 2-car garage, and convenient access to I-64. A covered front porch welcomes you inside, where beautiful flooring carries through the main level. Just off the entry, the spacious dining room gives you room for holiday dinners, celebrations, or simply gathering around the table. At the heart of the home, the open great room brings the living room, kitchen, and dining area together, creating an easy flow for everyday life and entertaining. Just beyond, a vaulted sunroom adds the kind of flexible space that can change right along with you, whether it be a home office, playroom, game room, reading space, or additional place to relax. From the sunroom, step directly onto the large back deck, extending your living space outdoors with plenty of room for grilling, dining, entertaining, or unwinding at the end of the day. A half bath and laundry room conveniently located near the kitchen and 2-car garage complete your main level. Upstairs, the primary suite gives you a place to recharge with a spacious walk-in closet and ensuite bath featuring double sinks, a jetted tub, and separate shower. Three additional bedrooms and another full bath provide even more options for bedrooms, guests, hobbies, or work-from-home space. Located in Simpsonville's Todd's Station neighborhood, you're just minutes from I-64 and the Outlet Shoppes of the Bluegrass, making it easy to reach shopping, dining, and destinations throughout Shelby County and the Louisville area. If your next home needs to give you more space, more flexibility, and more ways to enjoy it, this one is ready to fit the way you live.

140 Lincoln Station Dr, Simpsonville

$1,440,000

A truly one-of-a-kind property in Simpsonville. Set on 5 beautiful acres within Simpsonville's only gated community, this exceptional 5 bedroom, 5-bath home offers a rare combination of luxury, privacy, and country living. The property features an impressive ¾ of an acre established vineyard that has produced award-winning wine, making this estate truly special. 485 vines. Approximately 50% Noiret, 45% Vidal Blanc and 5% others. In addition to the vineyard, the grounds are dotted with a variety of mature fruit trees, creating a picturesque setting and an opportunity to enjoy your own harvest right at home. A brand- new barn adds incredible versatility to the property, providing space for equipment, hobbies, storage, or whatever your lifestyle requires. Inside the spacious home offers plenty of room for family and guests. The walk-out basement features a full kitchen, along with additional living space, making it ideal for entertaining, extended-stay guests, a private suite, or multi-generational living. There is a temperature controlled wine room in the basement, providing the ideal environment for storing and showcasing a collection. Additional features of the home include a whole house generator, and four working fireplaces. From the beautiful acreage and established vineyard to the new barn, direct access to scenic horse trails from the property, and thoughtfully designed living spaces, this property offers a lifestyle that is rarely found. Private, peaceful, and truly unique- this is Kentucky living at its finest.

5 Beds ⋅ 5 Baths ⋅ 1727770 MLS

A truly one-of-a-kind property in Simpsonville. Set on 5 beautiful acres within Simpsonville's only gated community, this exceptional 5 bedroom, 5-bath home offers a rare combination of luxury, privacy, and country living. The property features an impressive ¾ of an acre established vineyard that has produced award-winning wine, making this estate truly special. 485 vines. Approximately 50% Noiret, 45% Vidal Blanc and 5% others. In addition to the vineyard, the grounds are dotted with a variety of mature fruit trees, creating a picturesque setting and an opportunity to enjoy your own harvest right at home. A brand- new barn adds incredible versatility to the property, providing space for equipment, hobbies, storage, or whatever your lifestyle requires. Inside the spacious home offers plenty of room for family and guests. The walk-out basement features a full kitchen, along with additional living space, making it ideal for entertaining, extended-stay guests, a private suite, or multi-generational living. There is a temperature controlled wine room in the basement, providing the ideal environment for storing and showcasing a collection. Additional features of the home include a whole house generator, and four working fireplaces. From the beautiful acreage and established vineyard to the new barn, direct access to scenic horse trails from the property, and thoughtfully designed living spaces, this property offers a lifestyle that is rarely found. Private, peaceful, and truly unique- this is Kentucky living at its finest.

60 Lizas Cir, Simpsonville

$325,000

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 entertaining. The kitchen features custom wood cabinetry and granite countertops, while a half bath and mechanical closet complete the main level. Upstairs, you'll find two guest bedrooms, a full bathroom, convenient second-floor laundry, and a spacious primary suite with an en suite bath and two closets. Outside, enjoy a deck overlooking the backyard, creating the perfect space to relax or gather with friends and family.

3 Beds ⋅ 3 Baths ⋅ 1718653 MLS

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 entertaining. The kitchen features custom wood cabinetry and granite countertops, while a half bath and mechanical closet complete the main level. Upstairs, you'll find two guest bedrooms, a full bathroom, convenient second-floor laundry, and a spacious primary suite with an en suite bath and two closets. Outside, enjoy a deck overlooking the backyard, creating the perfect space to relax or gather with friends and family.

310 E Main St, Simpsonville

$999,999

Welcome home to this exceptional custom property nestled on 7.42 gorgeous acres in the lush green countryside of Shelby County, complete with a secluded solar panel garden . Enjoy lower electric bills while luxuriating in the comfort and functionality of this stunning home featuring 5 spacious bedrooms, 4.5 bathrooms, and room for everyone to spread out. The heart of the home is the beautifully updated kitchen, designed to impress with three ovens, two dishwashers, abundant cabinetry, and all appliances included—making it ideal for entertaining, holiday gatherings, or everyday living. Enjoy meals in the formal dining room or relax year-round in the bright and inviting sunroom overlooking the peaceful landscape. The first-floor primary suite offers a private retreat complete with a gorgeous ensuite bathroom, while hardwood floors, fresh paint, and thoughtful updates throughout create a move-in-ready experience. The finished walk-out basement provides incredible flexibility with the potential for a mother-in-law suite or separate apartment, featuring additional living space, a second laundry room, an office or bonus room, full bathroom, family room, and plenty of extra storage. Outside, the expansive acreage offers endless opportunities for recreation, gardening, or simply enjoying the beauty and privacy of country living. A solar panel system helps keep electric costs lower, adding energy efficiency and long-term savings to this remarkable property. With two laundry rooms, abundant storage, versatile living spaces, and breathtaking surroundings, this one-of-a-kind Shelby County home offers the perfect combination of elegance, practicality, and peaceful country living.

5 Beds ⋅ 5 Baths ⋅ 1717809 MLS

Welcome home to this exceptional custom property nestled on 7.42 gorgeous acres in the lush green countryside of Shelby County, complete with a secluded solar panel garden . Enjoy lower electric bills while luxuriating in the comfort and functionality of this stunning home featuring 5 spacious bedrooms, 4.5 bathrooms, and room for everyone to spread out. The heart of the home is the beautifully updated kitchen, designed to impress with three ovens, two dishwashers, abundant cabinetry, and all appliances included—making it ideal for entertaining, holiday gatherings, or everyday living. Enjoy meals in the formal dining room or relax year-round in the bright and inviting sunroom overlooking the peaceful landscape. The first-floor primary suite offers a private retreat complete with a gorgeous ensuite bathroom, while hardwood floors, fresh paint, and thoughtful updates throughout create a move-in-ready experience. The finished walk-out basement provides incredible flexibility with the potential for a mother-in-law suite or separate apartment, featuring additional living space, a second laundry room, an office or bonus room, full bathroom, family room, and plenty of extra storage. Outside, the expansive acreage offers endless opportunities for recreation, gardening, or simply enjoying the beauty and privacy of country living. A solar panel system helps keep electric costs lower, adding energy efficiency and long-term savings to this remarkable property. With two laundry rooms, abundant storage, versatile living spaces, and breathtaking surroundings, this one-of-a-kind Shelby County home offers the perfect combination of elegance, practicality, and peaceful country living.

401 Old Stone Dr, Simpsonville

How much is your home worth?

How much is your home worth?