Jessamine County Homes with Garage Faces Side Parking Features

Jessamine County Homes with Garage Faces Side Parking Features

Welcome to Jessamine County, Kentucky—a hidden gem that beautifully blends small-town charm with modern amenities. Nestled just south of Lexington, Jessamine County boasts a rich history, stunning landscapes, and a vibrant community spirit. With its rolling hills, picturesque farms, and serene lakes, this area is perfect for those seeking a peaceful lifestyle without sacrificing convenience.

One of the standout features of homes in Jessamine County is the availability of properties with side-facing garages. This thoughtful design not only enhances the curb appeal of your home but also maximizes your driveway space, providing ample room for parking and outdoor activities. Imagine pulling into your driveway and being greeted by a welcoming façade that showcases your home’s unique character while keeping your vehicles neatly tucked away.

Residents of Jessamine County enjoy a variety of recreational activities, from hiking and fishing in local parks to exploring charming downtown Nicholasville, where you’ll find delightful shops and eateries. The community is also known for its excellent schools, making it an ideal place for families to grow and thrive.

Whether you’re a first-time homebuyer or looking to upgrade, Jessamine County offers a diverse selection of homes that cater to every lifestyle. With side-facing garage options, you can enjoy the practicality of easy access while maintaining the aesthetic appeal of your property. Discover the perfect home in Jessamine County, where comfort meets convenience, and community thrives. Come experience the charm of this beautiful region today!

Newest Jessamine County Homes with Garage Faces Side Parking Features

241 Madison Ave, Nicholasville
$642,000
4 Beds ⋅ 3 Baths ⋅ 26029969 MLS
Luxury and cozy come together brilliantly in this new Barrios Homes design. The kitchen is the masterpiece of the home. Crafted with quartz countertops, soft close cabinetry, a custom range hood, walk-in pantry and an entertainment size island. The main level includes a beautiful primary ensuite offering privacy and convenience, along with an additional guest bedroom and full bathroom. Upstairs, you'll find two more generously sized bedrooms, a full bathroom, and a large bonus room--perfect for a home office, playroom, media room, or additional guest space. The heart of the home is highlighted by soaring vaulted ceilings, an impressive stone fireplace, and an abundance of natural light, creating a bright and inviting atmosphere. High-end finishes and carefully selected details add style and character throughout the home. Outdoor living is just as inviting with covered porches that provide the perfect place to relax, entertain, or enjoy the peaceful surroundings. A spacious 3-car garage with additional storage space provides plenty of room for vehicles, recreational equipment, and more. You'll never want for more storage. The walk-in attic is floored for all your heirlooms and treasures. With new construction, a versatile floor plan, beautiful architectural details, and a desirable Nicholasville location, this Halfhill home is an opportunity you won't want to miss.

241 Madison Ave, Nicholasville
136 Paddock Dr, Nicholasville
$895,000
4 Beds ⋅ 4 Baths ⋅ 26029815 MLS
Spacious 4BR/3.5BA home offering 4,140 sq ft on 2 acres in Paddock Subdivision in Nicholasville\! A welcoming foyer opens to formal living and dining rooms, perfect for entertaining. The family room features a fireplace with gas logs and flows seamlessly into the kitchen, complete with a natural gas cooktop, large pantry, and spacious island. The primary suite offers an updated ensuite bath, walk-in closet, and plush carpeting. Additional bedrooms are carpeted, bathrooms feature tile flooring, and hardwood floors extend throughout the remaining living areas. Additional highlights include a large utility room, 3-car garage, whole-house generator, and separate HVAC systems for upstairs and downstairs. Enjoy generous living spaces, thoughtful features, and room to spread out both indoors and out in the desirable Paddock Subdivision!

136 Paddock Dr, Nicholasville
2109 Chrisman Mill Rd, Nicholasville
$1,495,000
6 Beds ⋅ 6 Baths ⋅ 26028791 MLS
Set on 5 beautiful acres in Jessamine County, this brand-new home, built in 2026, offers the perfect blend of contemporary and traditional design. Experience the privacy and tranquility of country living with convenient access to Lexington and Central Kentucky. This stunning two-story residence pairs a striking brick exterior with over 6,000 finished square feet of thoughtfully designed living space. No detail has been overlooked. From the striking exterior to the meticulously designed interior, this home showcases exceptional craftsmanship, timeless architecture, and sophisticated modern finishes. Beautiful white pine hardwood flooring, elegant arched openings, extensive custom millwork, decorative wainscoting, detailed trim, and designer lighting create an impressive atmosphere throughout. A long driveway leads to a covered front porch and an inviting foyer, where soaring ceilings, elegant chandeliers, and abundant natural light set the tone. There are 10 ft ceilings the 1st and 2nd floor and 9 ft ceiling in the lower level. The main level offers elegant formal spaces featuring custom wainscoting and beautiful architectural woodwork. The living room showcases a gorgeous stacked-stone gas-log fireplace with custom accents. Enjoy a chef's kitchen complete with an oversized island, gas range, double ovens, and an eat-in breakfast area. Don't miss the ceiling-height cabinetry and additional lighting. Coffee and beverage bar with sink off the kitchen with additional storage close by. A convenient butler's pantry with a sink and additional dishwasher. Nearby mudroom drop zone makes everyday living effortless while maintaining an elegant atmosphere. The first-floor primary suite is a true retreat, featuring a spa-inspired bathroom with a freestanding soaking tub, tiled shower, and generous walk-in closet. Ease of access to the deck from the primary bedroom and home office flex space. Both a half bath and laundry on the 1st floor. Upstairs, an exceptionally spacious bonus room accompanies three additional bedrooms and two and a half bathrooms. This oversized recreation room is perfect for a pool table, movie room (with the nearby media closet), or entertaining, with a conveniently located half bath. The finished walk-out lower level features its own kitchen and wet bar with third dishwasher, a large recreation area, two additional bedrooms with egress windows, and a bathroom. This versatile space is ideal for guests, entertaining, a workout room or a potential in-law suite. Outdoors, enjoy a covered patio with beautiful ceiling, deck, front porch, and sweeping rural views. Attached three-car side-entry garage. -Construction Quality, Energy Efficiency & Everyday Comfort- Beyond the impressive architectural details and luxury finishes, this home incorporates a number of construction and mechanical features designed to enhance comfort, functionality, and long-term enjoyment. Additional insulation and air-sealing measures were incorporated into the exterior wall construction, including flash-foam insulation at key framing and sheathing connections to help minimize unwanted airflow and pest intrusion. Sound-dampening insulation was also installed in selected interior walls and floor assemblies, including areas adjoining bedrooms, bathrooms, and shared living spaces. These thoughtful construction details help reduce sound transmission and create a more comfortable indoor environment. A whole-home mechanical ventilation system provides controlled fresh-air exchange, while additional humidity-management equipment supports indoor comfort. The home also features a whole-house hot-water recirculation system designed to reduce the wait for hot water at fixtures throughout the residence. Three large-capacity water heaters serve the property, providing substantial hot-water capacity for a home of this size. Be sure to view the Video Tour, Virtual Floorplan Tour and Home Details sheet.

2109 Chrisman Mill Rd, Nicholasville
104 Deerfield Cir, Nicholasville
$1,250,000
5 Beds ⋅ 5 Baths ⋅ 26028944 MLS
Tucked among the trees in sought-after Barkley Woods, this exceptional 1.5 story home on an acre blends luxury, comfort, and thoughtful design throughout. A soaring two-story foyer welcomes you, where stunning bamboo hardwood floors lead to an open-concept living space overlooking the private wooded backyard. The chef's kitchen features custom glazed cabinetry, bar top for 2, premium Electrolux Icon appliances, including a 66-inch refrigerator/freezer, gas cook top, range hood, and built in combo convection microwave/oven. Vaulted ceilings and shaker wall paneling complete the dining room. The first-floor primary suite offers private access to the covered deck and a spa-inspired bath with dual granite vanities, an oversized marble shower with dual shower head system with the best water pressure ever and toilet closet. A rare first-floor guest suite with a full bath adds flexibility for family and visitors. Additional bonus 1/2 bath. Upstairs, you'll find 3 bedrooms (2 with vaulted ceilings) a bonus room/possible 6th bedroom, office space, large walk in attic, and a Juliet balcony overlooking the great room. The beautifully remodeled walk-out basement is an entertainer's dream. Featuring a stoned, gas fireplace with wood mantle sourced from a KY barn from the 1800s, home theater area, full bath, and area to add a bar/kitchenette. A hidden bourbon-style room behind custom Murphy doors with rustic, barn wood shelving system is sure to excite. The large patio includes a stone retention wall, wood burning fireplace with the same beam mantle, and LED string lights. The bird watching is phenomenal!! Extra bonuses: pantry, aux garage, 2 car garage, double front door, large, covered front porch, foam insulation throughout, Arlo security cameras, roof and gutters 2023, laundry room, coat closet, custom switch plates, meticulously maintained, and on a cul-de-sac in a mature neighborhood complete with a walking trail and green space.

104 Deerfield Cir, Nicholasville
109 Maple Lawn Cir, Nicholasville
$800,000
4 Beds ⋅ 4 Baths ⋅ 26028886 MLS
Some homes are simply places to live. Others become part of your story. The Alexander was designed to be unforgettable. Imagine pulling into your driveway at the end of a long day, catching that first glimpse of your beautiful home, and feeling it every single time—that unmistakable sense of this is exactly where I belong. From its timeless architectural design and captivating curb appeal to its thoughtfully designed interiors, The Alexander is more than a house. It's the backdrop for the life you've always imagined. Step through the front door and discover a home that effortlessly balances elegance with the warmth of everyday living. A beautiful foyer sets the tone, while inviting living spaces create a sense of comfort and connection. The heart of the home is a stunning, open-concept great room and kitchen, where conversations linger around the island, laughter fills the air, and ordinary evenings become your favorite memories. Picture Sunday mornings with coffee brewing, sunlight streaming through the windows, and nowhere else you'd rather be. Imagine holidays filled with family, dinner parties that stretch late into the evening, and quiet nights spent enjoying the simple luxury of being home. The private primary suite offers a peaceful escape from the demands of the day, complete with a spacious walk-in closet and beautifully designed bath. Two additional main-level bedrooms provide comfortable spaces for family and guests, while an upstairs bonus room with its own bath offers endless possibilities—a private retreat, guest getaway, or space to make entirely your own. And when the day begins to slow, step outside to your covered patio. Imagine warm Kentucky evenings, the gentle sound of conversation, a glass of wine, and a sunset that reminds you why the little moments matter most. With its inviting front porch, dedicated dining space, convenient laundry room, generous garage, and thoughtful layout, every detail of The Alexander is designed to make life feel just a little more extraordinary. But perhaps the most beautiful part of The Alexander is that your story hasn't been written yet. Choose the finishes that speak to you. Create a kitchen that inspires you. Bring your vision, your personality, and your dreams to life in a home that feels unmistakably yours. Because building a home should be about more than selecting a floor plan. It should be about creating the place where birthdays are celebrated, traditions begin, memories are made, and life's most meaningful moments unfold. Don't just dream about the life you want to live. Build the home where it happens. The Alexander — Timeless beauty. Thoughtful design. A lifetime of memories waiting to begin. Your dream home is waiting to become your

109 Maple Lawn Cir, Nicholasville
202 Canvasback Dr Unit Lot 73, Nicholasville
$1,695,000
4 Beds ⋅ 5 Baths ⋅ 26028797 MLS
PROPOSED New Construction Opportunity in Drakes Landing! This is your chance to be one of the final homeowners in the highly sought after and exclusive Drakes Landing neighborhood. The lucky buyer will have the first opportunity to choose from Madewell Homes' remaining lot selections in the final phase of this premier community and create a home designed specifically around their lifestyle. Madewell Homes is a fully custom home builder with a passion for bringing each client's vision to life. With a family-owned foundation and over 40 years of combined experience, their team works closely with homeowners through every step of the process to create a truly one of a kind home with exceptional craftsmanship, thoughtful design, and quality that stands the test of time. The possibilities are endless with a custom build -- from architectural details and finishes to layouts tailored for the way you live and entertain. Drakes Landing offers the perfect setting with its established charm, desirable location, and the rare opportunity to build in one of the area's most exclusive neighborhoods. Please note: Photos shown are from a previously completed Madewell Homes project in a similar neighborhood and are provided as examples of the builder's quality, craftsmanship, and design capabilities. Don't miss this rare opportunity to build your dream home in the final phase of Drakes Landing with one of the area's most trusted custom builders

202 Canvasback Dr Unit Lot 73, Nicholasville
218 Orchard Dr, Nicholasville
$269,900
3 Beds ⋅ 2 Baths ⋅ 26028683 MLS
Seller offering $5,000 credit towards rate buy-down or closing costs! This well-maintained home offers a wonderful combination of comfort, charm, and thoughtful updates throughout. Step inside to find inviting living spaces featuring fresh paint in the living room, kitchen, dining room, and one of the bedrooms. The kitchen is equipped with new appliances, while the remodeled primary bathroom has been updated to accommodate a walk-in Jacuzzi tub, offering a relaxing retreat right at home. Enjoy the outdoors with new front and back decking, a new front fence, and a new rear entry door and windows. Additional improvements include a waterproofed crawlspace, a recently inspected roof, and a fireplace that has been professionally inspected, with the chimney swept and fitted with a new cap. With numerous updates already completed, this home offers peace of mind and is ready for its next owners to make their own. Don't miss your opportunity to call this Nicholasville property home!

218 Orchard Dr, Nicholasville
101 Kensington Pl, Nicholasville
$1,455,000
4 Beds ⋅ 4 Baths ⋅ 26028635 MLS
The Willett of Kensington is an Award Winning Grand Tour of Homes property built by Mitch Canup Homes is now available for purchase. This stunning custom ranch seamlessly blends luxury, functionality, and resort-style living. From its beautifully curated interior finishes to the breathtaking backyard retreat, every detail has been thoughtfully designed to impress. Step outside and enjoy your own private oasis featuring a heated, saltwater pool with a splash pad/ tanning ledge and an automatic cover--perfect for effortless relaxation and entertaining with safety and security in mind. The oversized, vaulted 3-car garage offers incredible versatility, currently serving as an exceptional flex space complete with a wall-mounted basketball goal for year-round fun. With its extra ceiling height, the garage is also lift-ready, making it ideal for car enthusiasts. A rear glass garage door creates a seamless connection to the pool area, transforming the space into a unique indoor-outdoor entertainment hub with endless possibilities. The floor plan is nearly flawless! The Willett has great flow and no wasted space. The efficiency of this open concept split bedroom ranch is practical and impressive. The level of finish and craftsmanship is obvious! Appliances, Flooring, Lighting, Cabinetry and Countertops are all on point. The current owners not only finished the basement beautifully but they mirrored the main floor by using. the same high end finishes to create a space that is equally attractive and inviting. Please take a moment to watch the video that really does show off this amazing property. No fancy gimmicks or explosions needed to show off this show stopper. However, you really must see the home in person to truly appreciate all that it offers. Luxury, recreation, and thoughtful design come together in one remarkable property - welcome home to The Willett of Kensington.

101 Kensington Pl, Nicholasville
259 Churchill Xing, Nicholasville
$320,000
2 Beds ⋅ 2 Baths ⋅ 26028507 MLS
Enjoy carefree, maintenance-free living in the desirable 55+ community of Churchill Crossing in Nicholasville! This inviting 2-bedroom, 2-bath condominium offers 1,594 square feet of comfortable living space, all conveniently situated on one level with no steps! The spacious open-concept floor plan features attractive luxury vinyl plank flooring and a large sunroom, perfect for enjoying your morning coffee, relaxing with a good book, or entertaining family and friends. Built in 2004, this home also features a convenient two-car garage. Residents enjoy access to a community swimming pool and clubhouse, providing wonderful opportunities for recreation and social gatherings. One of the biggest advantages of living at Churchill Crossing is the exceptional HOA coverage, which includes exterior maintenance, roof maintenance, lawn care, snow removal, water, sewer, and trash service. Say goodbye to the hassles of yard work and exterior upkeep and spend more time doing what you love! Whether you're looking to downsize without sacrificing comfort or simply enjoy a more relaxed lifestyle, this home offers the ideal combination of space, convenience, and low-maintenance living. One-level living, no steps, outstanding amenities, and fewer maintenance worries—welcome home to Churchill Crossing!

259 Churchill Xing, Nicholasville
1895 Clear Creek Rd, Nicholasville
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 26028309 MLS
Exceptional 24-acre equestrian property in Nicholasville offering the best of Bluegrass country living! The spacious, custom-built 3,295-square- foot home features 4 bedrooms, 2.5 baths, and a versatile first-floor office that could serve as a 5th bedroom. A lovely two-story foyer welcomes you into the home, with hard wood floors continuing into the dining room, accented by classic wainscoting. The family room's focal point is a stunning stacked-stone fireplace with gas logs and built-ins. The kitchen features Corian countertops, loads of cabinetry space, and newer stainless-steel appliances. The first- floor primary suite offers a private retreat with an en-suite bath featuring dua| vanities, a separate shower, and a relaxing jacuzzi tub. Three generously sized bedrooms and a full guest bath complete the second floor. Enjoy outdoor living from the covered porch and covered patio. Equestrian amenities include an impressive 10-stall barn with water and electricity, laundry room and feed room, fenced paddocks, and a picturesque pond. A 2-car attached garage, 2- car detached garage (both oversized), and covered 40' x 41' carport provide exceptional parking, storage, and space for farm equipment or trailers. A whole-house generator and lightning rods protection add peace of mind. With 24 acres offering endless possibilities for equestrian pursuits, farming, recreation, or simply enjoying the tranquility of the Kentucky countryside, this remarkable property is a rare opportunity near Nicholasville and Lexington!

1895 Clear Creek Rd, Nicholasville
100 Ava Ct, Wilmore
$1,599,999
3 Beds ⋅ 3 Baths ⋅ 26028300 MLS
Welcome to 100 Ava Court, a truly one-of-a-kind beauty where striking architectural details and warm wood accents set your new home apart from the others. Cascading ceiling heights add drama and character, while a dedicated office, den, music room, or library offers a unique space to suit your lifestyle. The showstopping kitchen features an oversized island, upscale appliances, and a full daylight walk-in pantry/scullery that combines style and functionality. Step outside to the massive covered back porch, complete with a fireplace, perfect for relaxing or entertaining while taking in the breathtaking sunsets that make Jessamine Creek Crossing so special. An unfinished basement, already plumbed for a full bath, offers endless possibilities for future expansion. A convenient side-entry three-car garage and thoughtfully designed drop zone add everyday practicality to this exceptional home. From its distinctive architectural features to its inviting indoor and outdoor living spaces, this is more than a house—it's a place to call home!

100 Ava Ct, Wilmore
610 Old Coach Rd, Nicholasville
$899,900
4 Beds ⋅ 3 Baths ⋅ 26028143 MLS
THE ADDRESS YOU WANT. THE SPACE YOU NEED, THE VALUE YOU DIDN'T EXPECT! Exceptional space with endless possibilities in this Clays Crossing stunner. This beautifully appointed ranch offers over 4200 square feet with a finished basement that delivers. The main level offers open concept layout, dream kitchen perfect for entertaining a large crowd, and three full bedrooms and two full bathrooms. The finished basement is multi-functional with spacious rooms with impressive amenities. Situated on approximately three quarters of an acre in a desirable location, this home truly has it all. Come and tour just how much home 610 Old Coach Road has to offer.

610 Old Coach Rd, Nicholasville
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