Jessamine County Homes with Driveway Parking Features

Jessamine County Homes with Driveway Parking Features

Welcome to Jessamine County, Kentucky—a hidden gem nestled in the heart of the Bluegrass region. Known for its picturesque landscapes, rich history, and vibrant community, Jessamine County offers a unique blend of small-town charm and modern conveniences. With its rolling hills, lush pastures, and beautiful horse farms, this area is a haven for nature lovers and outdoor enthusiasts alike.

Home to the charming town of Nicholasville, Jessamine County boasts a variety of local shops, restaurants, and recreational activities that cater to all lifestyles. The county is conveniently located just a short drive from Lexington, allowing residents to enjoy the best of both worlds—peaceful suburban living with easy access to urban amenities.

When it comes to housing, Jessamine County has a diverse array of options, particularly for those seeking homes with driveway parking features. Imagine coming home to a beautiful property where you can easily park your vehicles right at your doorstep. Driveway parking not only adds convenience but also enhances the overall appeal of your home, making it an ideal choice for families, professionals, and anyone who values ease of access.

Whether you’re looking for a cozy starter home, a spacious family residence, or a charming cottage, Jessamine County has something for everyone. With its welcoming community, stunning scenery, and practical amenities, this county is more than just a place to live—it’s a place to call home. Explore the possibilities and discover why Jessamine County is the perfect backdrop for your next chapter!

Newest Jessamine County Homes with Driveway Parking Features

200 Maple Lawn Cir, Nicholasville
$849,900
3 Beds ⋅ 3 Baths ⋅ 26030129 MLS
This home doesn't just welcome you in--it draws you in. Set on just over an acre beside the neighborhood water feature, this stunning one-level retreat delivers a quiet, intoxicating kind of luxury where everything feels slower, softer, and more intentional. With over 2,700 square feet under roof, space unfolds effortlessly, inviting you to relax and linger. The split-bedroom design creates privacy where it matters, featuring three bedrooms plus a flex room that adapts beautifully as a fourth bedroom, office, playroom, or formal dining space. The open-concept living area is the heart of the home--perfect for late nights, low lighting, good music, and conversations that stretch on without ever checking the clock. The primary suite is pure escape. Tucked away and quietly indulgent, it offers a spa-inspired ensuite bathroom, a huge walk-in closet, and a private deck made for slow mornings and even slower evenings. Step outside, breathe deep, and let the stillness wrap around you--the water nearby, the air calm, the world just far enough away. A side-entry garage keeps the focus on the home's clean lines and peaceful setting. This is the kind of place where you pour a drink, step outside barefoot, and realize... you're exactly where you're meant to be. Calm, confident, and undeniably alluring--this home is a whole mood.

200 Maple Lawn Cir, Nicholasville
225 Cannonball Dr, Nicholasville
$309,500
3 Beds ⋅ 2 Baths ⋅ 26030120 MLS
Welcome to 225 Cannonball Drive in Nicholasville! This well-maintained 3-bedroom, 2 full bath home offers a comfortable layout, thoughtful updates, and a backyard you'll love spending time in! Inside, you'll find great natural light, black kitchen appliances, and plenty of storage throughout. The spacious primary suite features a walk-in closet and private bath with a jetted tub, walk-in tile shower, and updated tile in 2026. Two additional hall closets provide even more convenient storage. The current owners have made several improvements, including a new HVAC system in 2024, new carpet in 2025, and a new dishwasher and garbage disposal in 2026. Additional updates include a new crawlspace vapor barrier and insulation in 2026, along with improvements to the garage door hardware. Step outside to a fully privacy-fenced backyard featuring an above-ground pool surrounded by a spacious deck, perfect for summer afternoons and entertaining friends and family. Recent improvements include updated pool pipes and electrical cords, new gates on the pool deck, replaced fence gates, and extended fencing along the right side of the property. There's also a backyard storage shed and plenty of room to enjoy the outdoor space beyond the pool. With an inviting layout, numerous recent improvements, and a backyard ready for making memories, 225 Cannonball Drive has so much to offer. Come see it for yourself!

225 Cannonball Dr, Nicholasville
117 Bass Pond Glen Dr, Nicholasville
$274,900
3 Beds ⋅ 2 Baths ⋅ 26030080 MLS
Great centrally located ranch only 15-20 minutes to Lexington and close to many amenities! This lovely three bedroom home offers many terrific features and a fully fenced backyard. This home offers a nice floor plan with an open kitchen/living space/dining area boasting vaulted ceilings. In addition, this property offers a large master suite w/ full bath/dual closets, two generous sized guest bedrooms, laundry closet and full guest bathroom. Other features include an attached two-car garage with ample storage space, updated 3.5-ton heat pump, fresh paint throughout, updated range and a covered front porch. Schedule your showing today before it is too late!!

117 Bass Pond Glen Dr, Nicholasville
113 Preston Pl, Nicholasville
$324,500
3 Beds ⋅ 2 Baths ⋅ 26029979 MLS
Well maintained Ranch featuring 3 bedrooms, 2 full bathrooms, 2 car garage, spacious kitchen with vaulted ceilings, granite countertops and stainless steel appliances, large open great room, 2 generous guest suites, large primary owner suite with walk in shower, covered porch overlooking large rear yard.

113 Preston Pl, Nicholasville
125 Robert Rd, Nicholasville
$247,500
3 Beds ⋅ 2 Baths ⋅ 26029601 MLS
Move-in ready! This inviting 3-bedroom, 2-bath home features an open floor plan with vaulted ceilings with updates throughout, including the kitchen, bathrooms, and flooring. Enjoy a comfortable, functional layout that blends modern touches with everyday living. Step outside to the fenced backyard, perfect for pets, outdoor activities, or relaxing in your own private space. The expanded back patio offers plenty of room for entertaining, summer cookouts, or unwinding outdoors. Major updates include roof, HVAC system (with UV lighting), and water heater—all less than five years old! Whether you're a first-time homebuyer or looking to downsize, this home is a fantastic opportunity. Schedule your showing today!

125 Robert Rd, Nicholasville
2045 Sugar Creek Pike, Nicholasville
$374,500
4 Beds ⋅ 3 Baths ⋅ 26029977 MLS
The charm of a countryside cabin, with the convenience of everyday living just minutes away. Nestled on 1.9 acres, this unique three-level home offers a peaceful creekside setting less than 10 minutes from the nearest grocery store. With distinctive architecture, abundant natural light, multiple outdoor living spaces, and surprises around nearly every corner, this is anything but your ordinary property! The home's thoughtfully arranged layout features three bedrooms and two full bathrooms on the first level, while the second floor serves as the heart of the home. Here, a spacious living room with a wood-burning fireplace flows into the adjoining dining area and kitchen. Open shelving, warm cabin-inspired character, and an abundance of windows create an inviting atmosphere that brings the surrounding landscape into nearly every room. Outdoor living is truly something special here! On one side of the second level, a beautiful, newly constructed screened porch with tile flooring provides a generous indoor/outdoor space for relaxing and entertaining. While on the opposite side, a fully finished, window-lined enclosed porch overlooks the creek, offering another inviting space to enjoy the scenery year-round. Doors on either side of that space lead to elevated decks with balcony-style walkways, including one that wraps around toward the backyard fire pit area. Another convenient exterior storage room just off the kitchen adds even more functionality. Upstairs, the third level offers a versatile bonus bedroom currently used as a home office (no closet in this room). Whether you envision a creative studio, reading retreat, guest quarters, or additional flex room, this unique space offers endless possibilities, complete with its own sliding door to a private balcony overlooking the creek. And just when you think you've seen it all, there's one more surprise! The spacious first-floor utility room offers laundry facilities and generous storage, but tucked behind what appears to be an ordinary canning shelf is a hidden door leading to additional cellar space! Secret room for the win!! This unexpected bonus area provides substantial storage and a tucked in hideaway during inclement weather. Outside, a retaining wall constructed in 2022 enhances the front approach, while attractive wire-and-wood fencing encloses the front yard without obstructing views of the home. The gated entrance, generous driveway, creekside surroundings, and nearly two acres of land complete this distinctive property. If you've been dreaming of a cabin-inspired home with room to breathe, scenic views, inviting outdoor spaces, six miles from the local vineyard, and the convenience of nearby amenities, this Sugar Creek retreat offers a rare opportunity to enjoy them all!

2045 Sugar Creek Pike, Nicholasville
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
816 Hickory Hill Dr, Nicholasville
$205,000
3 Beds ⋅ 1 Baths ⋅ 26029920 MLS
All brick ranch with 3 bedrooms, 1 full bath, eat-in kitchen, and living room sitting on great 1/2 acre lot is ready for its new owner. Good potential with this house in a very convenient area of Nicholasville; close to the Bypass, schools, and grocery stores. Take advantage of this opportunity! Estate Sale, AS-IS.

816 Hickory Hill Dr, Nicholasville
105 Orange Blossom Dr, Nicholasville
$359,900
3 Beds ⋅ 3 Baths ⋅ 26029898 MLS
Welcome to 105 Orange Blossom Drive, a spacious and flexible ranch-style home in Nicholasville's Orchard neighborhood offering thoughtful updates, multiple living areas, and room to spread out. The main level features approximately 1,737 square feet of above-grade living space with a welcoming front foyer, an office/flex room, an updated kitchen with added cabinetry, appliances, and quartz countertops, plus an open dining area and additional flex space. Down the hall, you will find two bedrooms, a full bathroom, and a first-floor primary suite with a fully renovated private bath. The lower level adds approximately 1,300 square feet of additional basement/lower-level space and offers even more versatility with a separate rear entry, access from the two-car garage, a second kitchen area, separate laundry, a full bathroom, a large living room, and two bonus rooms currently used as bedrooms. Whether you need guest space, work-from-home areas, hobby rooms, recreation space, or multi-generational flexibility, this layout offers options that are hard to find at this price point. Recent improvements include a new roof, new windows, new gutters, new dual-fuel HVAC, updated kitchen finishes, and a renovated primary bath. Outside, the property offers generous parking, two sheds, and a porch off the dining area for enjoying the backyard. With three full bathrooms, multiple flex spaces, a two-car garage, approximately 1,737 square feet above grade, and approximately 1,300 square feet of additional basement/lower-level space, this home offers a strong combination of space, updates, and functionality in an established Nicholasville location close to local shops, restaurants, schools, and everyday conveniences.

105 Orange Blossom Dr, Nicholasville
117 Mcpeek Pl, Nicholasville
$312,900
4 Beds ⋅ 3 Baths ⋅ 26029843 MLS
Fall in love with this well-loved 4-bedroom, 2.5-bath home featuring an open floor plan and great natural light throughout! The inviting main floor is perfect for entertaining, relaxing, and gathering with family and friends, with plenty of room for seating and conversation. Upstairs, you'll find four nicely sized bedrooms, two full bathrooms, and fresh new carpet. The primary bedroom offers a walk-in closet and a private full bathroom. You'll also love the convenience of having the laundry room right on the second floor! Step outside to enjoy the fenced backyard, complete with a deck that leads to an oversized patio—perfect for outdoor entertaining, summer barbecues, or simply unwinding at the end of the day. With plenty of living space, abundant natural light, a functional layout, and a 2-car garage with extra storage potential, this home has so much to offer. Come see all the space, comfort, and possibilities this home has waiting for you!

117 Mcpeek Pl, Nicholasville
104 Appaloosa Trl, Wilmore
$1,475,000
3 Beds ⋅ 5 Baths ⋅ 26029819 MLS
One-of-a-kind, highly desirable modern country custom luxury one-story ranch with a full walkout basement, on magnificent 5 acres in a quiet and peaceful country setting, yet conveniently located minutes to Lexington and Nicholasville, near Harrodsburg Road for an easy, no-traffic commute to work, shopping, and services. Well-thought-out plan design features an abundance of natural light, boasting 10 to 22-foot-tall ceilings, 360-degree picturesque countryside views, a 3-master-suite concept with all bedrooms featuring full bathrooms and large walk-in closets, a large office/library room, custom design, and high-quality finishes, materials, and workmanship throughout. Oversized 3-car garage, 400 Amp electric service, Finnish sauna room with seating for 6, reinforced concrete shelter accessed from the basement, full brick veneer and foam wrap,- long list of upgraded features you must see for yourself! Beautiful new subdivision of Bluegrass Dreams allows outbuildings, horses, and farm animals, etc., see covenants for details. A couple of minutes to the quiet and cozy historic town of Wilmore, home of renowned Asbury College, minutes to the Kentucky River and Shaker Village; 10 minutes to Nicholasville, 15 minutes to Lexington. Do not miss a wonderful opportunity to own this beautiful home!

104 Appaloosa Trl, Wilmore
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
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