Jessamine Homes with Driveway Parking Features

Jessamine Homes with Driveway Parking Features

Welcome to Jessamine County, Kentucky, a hidden gem that beautifully marries small-town charm with modern convenience. Nestled in the heart of the Bluegrass region, Jessamine County boasts a rich history, lush landscapes, and a vibrant community spirit. With its picturesque parks, top-rated schools, and a variety of local businesses, it's no wonder that this area is becoming a sought-after destination for families and professionals alike.

One of the standout features of homes in Jessamine County is the abundance of properties equipped with driveway parking. Imagine coming home after a long day and effortlessly pulling into your own private driveway, providing you with easy access and peace of mind. Driveway parking not only enhances the convenience of daily living but also adds an extra layer of security for your vehicles. Whether you have a family with multiple cars or simply appreciate the luxury of dedicated parking space, homes in this area cater to your needs.

The real estate market in Jessamine County offers a diverse range of homes, from charming historic houses to modern new builds, all featuring the desirable driveway parking feature. This makes it easier to host family gatherings or entertain friends without the hassle of street parking.

Explore the beauty and convenience of Jessamine County, where the perfect home awaits you, complete with the modern amenities you desire. Discover your dream home today, and experience the welcoming community and stunning landscapes that make this county truly special!

Newest Jessamine Homes with Driveway Parking Features

$1,575,000
4 Beds 6 Baths 26020236 MLS
Welcome to this exceptional Central Kentucky retreat where luxury, thoughtful design, and peaceful country living come together on just over 5 picturesque acres in Jessamine County. This stunning ranch home is filled with carefully selected upgrades and custom touches, offering both elevated style and comfortable everyday living. At the heart of this home, the beautifully designed kitchen is truly a showstopper, featuring custom cabinetry, an expansive island, statement lighting, and high-end finishes—perfect for gathering, entertaining, and making everyday moments feel special. Thoughtful details continue throughout, with the spa-like primary bathroom that brings the outisde in, to the 2 additional en suite bedrooms in the basement (2 additional bedrooms in basement without a window making 6 total beds), creating a home that feels polished, inviting, and unlike anything else. Step outside and discover your own private resort. The sparkling saltwater pool is surrounded by beautifully designed outdoor spaces and complemented by a stylish pool house, creating the perfect setting for summer entertaining, relaxing weekends, or enjoying peaceful evenings overlooking the property. A huge newer built barn/workshop provides incredible flexibility for hobbies, projects, equipment, storage, or additional workspace, which is also plumbed for you to add a half bath. Enjoy the privacy and open space of country living without sacrificing convenience. Ideally located approximately 18 minutes from the Nicholasville Road corridor, 15 minutes from Palomar's shopping and dining, and with easy access to Blue Grass Airport, this property offers the best of all worlds. (Versailles mailing address but Jessamine Co. Schools-and 2 miles just past Champions Trace Golf Course)

109 Stirling Ln, Versailles

$899,900
4 Beds 4 Baths 26020202 MLS
Classic Colonial living on five scenic acres overlooking High Point Golf Course. Perfectly positioned just minutes from Lexington and directly across from world-renowned Taylor Made Farm, this beautifully renovated home has everything you've been looking for. Inside, nearly every room has been thoughtfully updated. The well appointed kitchen showcases quartz countertops with a waterfall edge, refinished cabinetry, new appliances, and custom built-in seating. The family room, with vaulted ceilings, dining room, office, powder room, and laundry room with drop zone complete the main living area. Upstairs, the completely reimagined primary suite features a spa-inspired bath with custom vanities, quartz countertops, a freestanding soaking tub, oversized tiled shower with dual shower heads, and designer finishes throughout. Two other bedrooms, with custom built-ins and generous closets, share an updated Jack and Jill bathroom. The finished walkout basement offers exceptional versatility with a fourth bedroom, updated full bath, and generous living and entertaining space. Step outside to enjoy all seasons on the expansive new deck featuring a screened porch with metal roof, infrared heater, and panoramic golf course views. Major improvements also include a new roof and gutters (2023), HVAC (2024), garage doors, front entry doors, whole-home water filtration and softening system, fresh landscaping, and expanded driveway. Golf enthusiasts will appreciate being a short walk or golf cart ride away from the clubhouse of Thoroughbred Golf Club, featuring brand new Trackman Simulator rooms and a full service restaurant, The Barn. Offering the best of both worlds - peaceful country living with Lexington just minutes away - this truly move-in-ready home is a rare opportunity!

1020 High Point Dr, Nicholasville

$1,375,000
4 Beds 4 Baths 26020099 MLS
Set on a private one-acre lot adorned with beautiful, mature trees, this exceptional custom home, one owner home offers privacy, space, and timeless elegance in a Jessamine County golf course setting. A majestic drive welcomes you to the property, creating a striking first impression and a true sense of arrival. Situated on Hole 7, the home is spacious, refined, and thoughtfully designed for both everyday comfort and upscale entertaining. The primary suite is a serene retreat featuring a large, luxurious bath with heated floors. Three additional bedrooms, 4.5 baths, nicely sized closets and generous living spaces provide room for family and guests alike. The home showcases a custom kitchen with Viking professional stainless steel appliances. The butler's pantry is complete with a glass refrigerator, dishwasher and ice machine and there is a wet bar with built-ins and wine cooler. A beautifully appointed office with exquisite trim work, tray ceilings, and lovely chandelier is an ideal place for work or study. A large bonus room and finished space above the garage add flexibility for recreation, guests, or a private retreat. Partially finished basement has a gas fireplace, bar area, half bath, a 100" TV and large home gym. There is plenty of additional storage space in an unfinished area as well. Car enthusiasts and hobbyists will appreciate the 4.5 garage spaces, offering exceptional storage and functionality. The layout flows effortlessly, making the home equally suited for relaxed living or hosting on a grand scale. The resort-style outdoor living area is a true sanctuary, featuring a 20 X 40' salt pool, firepit, covered entertaining space with a television, and a dedicated pool half bath, all surrounded by mature trees that provide privacy, shade, and a tranquil natural backdrop—perfect for both lively gatherings and peaceful evenings overlooking the golf course. While undeniably a luxury home, it is also perfectly suited for children, offering expansive indoor and outdoor spaces to play, gather, and grow—making it as comfortable for family life as it is impressive for entertaining. Located near one of the region's most prestigious and picturesque horse farm, this property offers the serenity of country living while remaining just approximately 9 minutes from Tates Creek Road and Man O' War Boulevard, providing quick access to shopping, dining, and everyday conveniences. A rare opportunity to own a home that blends luxury craftsmanship, natural beauty, family-friendly design, privacy, and prime location in the heart of the Bluegrass.

1056 High Point Dr, Nicholasville

$1,995,500
5 Beds 6 Baths 26020008 MLS
Discover exceptional craftsmanship in this newest estate by Mike Kerwin Homes, beautifully situated on a one-acre in the rolling hills of Vine Grove, surrounded by more than 200 acres of pristine green space. Thoughtfully designed and masterfully built, this exceptional new plan brings together the most sought-after features from Mike Kerwin's latest custom homes—blending timeless quality with inspired, modern living. Inside, the open-concept floor plan is perfect for entertaining with a chef's kitchen, accented in quartz and Kitchen Concept cabinetry, flowing seamlessly into the great room and complemented by a fully equipped scullery pantry—perfect for housing everything from your pasta maker to sous vide machine. Dining is next level with the dedicated bourbon wet bar, complete with a stunning quartz backsplash with glass shelving designed for memorable evenings with friends. Peak into the powder room to see the hand painted walls that will impress. The luxurious primary suite offers a serene retreat, while a private second-story in-law suite ensures comfort for extended family. The finished walkout basement expands your living space with a wet bar, recreation room, and an additional bedroom and bath—ideal for guests or a nanny suite. Outdoor living is just as impressive. The covered back porch, featuring a masonry fireplace and cathedral bead board ceiling, opens to an adjacent patio overlooking breathtaking views of rolling green space and farmland—an idyllic backdrop for year-round enjoyment. For outdoor enthusiasts and hobbyists alike, the oversized three-car garage includes an auxiliary door for easy access, plus a thoughtfully designed drop zone just inside to keep daily life organized. This is more than a home—it's a statement of craftsmanship, comfort, and Kentucky beauty. You won't be surprised this is a First Prize winner in the Grand Tour of Homes.

128 Doe Vly, Nicholasville

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