Jessamine County Homes with Exterior Entry Basement

Jessamine County Homes with Exterior Entry Basement

Welcome to Jessamine County, Kentucky, a hidden gem nestled in the heart of the Bluegrass region. Known for its picturesque landscapes and friendly communities, Jessamine County offers a perfect blend of rural charm and suburban convenience. With its rolling hills, serene lakes, and vibrant local culture, this county is an ideal place for families, retirees, and anyone seeking a tranquil yet engaging lifestyle.

One of the standout features of homes in this area is the availability of properties with exterior entry basements. These homes not only provide additional living space but also offer a unique blend of functionality and versatility. Whether you envision a cozy guest suite, a lively entertainment area, or a peaceful home office, an exterior entry basement can cater to your needs. Imagine hosting gatherings with friends and family, where they can easily access the basement without disrupting the main living area.

Jessamine County boasts a rich history, with charming small towns like Nicholasville and Wilmore, which are filled with local shops, restaurants, and parks. Residents enjoy a strong sense of community, with numerous events and activities throughout the year, from farmers' markets to seasonal festivals. Plus, with easy access to nearby Lexington, you can enjoy the perks of city life while retreating to the peaceful surroundings of Jessamine County.

If you’re searching for a home that combines practicality and charm, look no further than the beautiful houses with exterior entry basements in Jessamine County. Here, you’ll find not just a house, but a place to create lasting memories. Come explore the possibilities today!

Newest Jessamine County Homes with Exterior Entry Basement

1603 West Ln, Nicholasville
$985,000
4 Beds ⋅ 4 Baths ⋅ 26027951 MLS
1603 West Lane presents a rare opportunity to own a private 32-acre retreat in the heart of Jessamine County. Tucked away in a peaceful country setting, this property combines open space, water views, and the comfort of a spacious home... offering the kind of lifestyle that's increasingly hard to find in Central Kentucky. Inside, the home features just under 4,000 square feet with 4 bedrooms and 3.5 bathrooms, designed to accommodate both everyday living and easy entertaining. Generous living areas provide room to spread out, while the layout supports flexibility for family, guests, or multi-purpose use. Outdoors, the acreage is the true standout. Rolling land, a pond, barn, and endless potential for recreation, livestock, gardening, or simply enjoying the quiet of your own private escape. All of this while still maintaining convenient access to Nicholasville, Lexington, and nearby city amenities, making it the ideal balance of country living without compromise. Don't miss this opportunity!

1603 West Ln, Nicholasville
136 Lake Country Rd, Nicholasville
$535,000
3 Beds ⋅ 3 Baths ⋅ 26027903 MLS
Absolute Auction Live On-Site Saturday, November 21st at 10:00 am. Selling to the Highest Bidder Regardless of Listing Price. Offers Prior to Auction Will Not be Entertained. Inspections Welcome Prior to Auction Day. Please Visit www.Bluegrassauction.com for Complete Terms & Conditions, Bidder & Agent Registration Forms. A Fabulous Opportunity to own this Sprawling Ranch Home Nestled on 5 Beautiful Acres. Enjoy peaceful rural living with the convenience of being just minutes from town. This lovely ranch home with finished basement offers 3 spacious bedrooms, 3 bathrooms, main level laundry room, dining room, dine-in kitchen, a large den with fireplace, formal living room, Large screened in rear deck/porch overlooking fields and trees. The basement offers a generous home office, full bath, family room with fireplace and access to attached double garage with additional laundry. Home Updates Include: New Roof 2023, New HVAC System 2023 & New Gutters & Downspouts 2024. Located behind the home is a very generous, detached garage/workshop and large field with back tree line. Don't Hesitate....Book Your Showing Today!! Chuck McKee - Auctioneer.

136 Lake Country Rd, Nicholasville
125 Doe Vly, Lexington
$1,599,000
4 Beds ⋅ 5 Baths ⋅ 26026523 MLS
Welcome to 125 Doe Valley, where luxury living meets sweeping farmland views in Vine Grove! Currently under construction just across the Fayette County line in Nicholasville, this stunning new home offers over 3,500 square feet of finished living space, a three-car garage, and a full unfinished walkout basement with room for future expansion. Thoughtfully designed with four bedrooms, each featuring a dedicated bathroom and walk-in closet, the home includes a first-floor primary suite and luxury finishes throughout. Customization options are still available, offering the opportunity to make this home your own. Stunning views of protected farmland create a scenic backdrop, while Brannon Crossing and Tates Creek Centre are less than 10 minutes away. An exceptional opportunity to enjoy new construction, beautiful surroundings, and convenient access to Lexington.

125 Doe Vly, Lexington
201 Appaloosa Trl, Wilmore
$1,685,000
3 Beds ⋅ 4 Baths ⋅ 26026018 MLS
Experience luxury country living in this striking, brand-new custom home situated on five scenic Bluegrass Kentucky acres. Boasting approximately 4,000 square feet and three master suites on the main first floor, plus another 4000 sf of unfinished walkout basement and a 500 sf bonus room above the garage, this thoughtfully designed residence combines an open, upscale floor plan with the privacy and beauty of the Kentucky countryside. The exterior showcases light brick and stone, dramatic black-and-white architectural accents, a three-car side-entry garage, a circular front walkway feature, and an impressive, curved concrete driveway. Inside, the first-floor primary suite, spacious gathering areas, cozy gas fireplace, and carefully selected premium finishes create a comfortable yet refined setting. A walkout lower level and covered upper and lower outdoor-living spaces provide exceptional opportunities for relaxing and entertaining while enjoying calm and serene surrounding views. Final interior finish work, grading, and landscaping are currently underway. The five-acre setting offers room to enjoy the outdoors, with horses, farm animals, and outbuildings permitted. Public water, underground electric, and fiber-optic service add modern comfort and convenience. Peaceful and private, yet conveniently connected to Wilmore, Nicholasville and Lexington via US 68, this distinctive luxury estate delivers space, style and country living without sacrificing accessibility. The list of details is so long that we can't include everything here. Breathtaking views of the Kentucky countryside all around. Don't miss this one-of-a-kind gem. Call now for more details; you still could be able to pick your finishes!

201 Appaloosa Trl, Wilmore
221 Doe Run Rd, Nicholasville
$1,356,000
3 Beds ⋅ 4 Baths ⋅ 26025661 MLS
Proposed new construction by Steven Poor Custom Homes in beautiful and convenient Vine Grove on a scenic 1 acre lot. Great split bedroom ranch design with 10'and 12' ceilings, full unfinished basement, 3 car garage and premium features throughout. Open to building your plan at this time!

221 Doe Run Rd, Nicholasville
202 The Backstretch, Nicholasville
$1,625,000
5 Beds ⋅ 5 Baths ⋅ 26024599 MLS
Live where the golf cart becomes your second car! This exceptional home in highly sought-after Equestrian Estates offers more than 5,000 square feet of finished living space on 1.13 acres, with beautiful views of the surrounding farmland. The open floor plan offers first-floor living, including a spacious primary suite spanning the entire left side of the home with two walk-in closets. Five total bedrooms provide plenty of space, while a flexible main-level room can be used as a home office or formal dining room. The finished walk-out lower level features a large family room, two of the bedrooms, 1.5 baths, and a kitchenette—perfect for guests, entertaining, or multigenerational living. Enjoy outdoor living with four separate covered patios located along the back and side of the home. A front-facing garage, spacious circle drive, and convenient drive-through garage add both curb appeal and functionality. And the location is hard to beat! Take a short golf cart ride to Keene Trace Golf Club, offering an 18-hole golf course, par-3 course, resort-style pool, fitness facilities, and upscale dining and bar options. Luxury, space, convenience, and the golf-cart lifestyle—all in one exceptional Equestrian Estates home. Garage orientation was reversed from last time the house was listed. Seller added a circle drive with front entry. New sod where old side driveway was located is being installed 9/8/2026 and the garage doors are being installed on 9/9/2026. Sellers/Builder are Licensed KY Broker/Realtors.

202 The Backstretch, Nicholasville
103 Hidden Meadow Ln, Nicholasville
$995,000
5 Beds ⋅ 3 Baths ⋅ 26024294 MLS
Incredible New Price Due to Relocation- Refined Country Living in Holloway Estates. Beautifully situated on a one-acre corner lot bordered along the side and rear by deed-restricted farmland, this custom five-bedroom home offers an exceptional combination of privacy, space, and timeless views. From lush pastures and mature trees to breathtaking sunsets, the setting is truly something special—best enjoyed from the expansive vaulted covered deck. Thoughtfully refreshed with new interior paint, lighting, kitchen appliances, and updated landscaping, the home is beautifully presented and move-in ready. Inside, the main level features a spacious kitchen with stainless appliances, designer countertops and a large hidden pantry, along with a striking stone fireplace and generous living spaces designed for both everyday comfort and entertaining. A main-level guest suite with full bath provides flexibility for visitors or multigenerational living, while the formal dining room can easily transition to a private home office, as its currently functioning. A mudroom, dedicated laundry room with utility sink, geothermal system, and large three-car garage complete the main level. Upstairs, the impressive primary suite offers a large walk-in closet, private bath and stunning views, accompanied by three additional bedrooms and another full bath. The full unfinished walkout basement presents an incredible opportunity to create additional living, entertaining, fitness, or recreational space tailored to your lifestyle. Basement has several rooms framed out including a dedicated bathroom that is stubbed out and ready to finish, completed the home would total over 5,100 finished square feet. Offering the serenity of the countryside with the comfort and sophistication of a custom home, this special Holloway Estates property delivers room to breathe, beautiful views, and a setting that's increasingly hard to find.

103 Hidden Meadow Ln, Nicholasville
101 Kensington Pl, Nicholasville
$1,455,000
4 Beds ⋅ 4 Baths ⋅ 26023720 MLS
Price Improvement!!!! Keeneland is finally running! You can win big at the track & also win big on your new home in the Bluegrass! 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
108 Peaceful Lndg, Wilmore
$1,235,000
4 Beds ⋅ 4 Baths ⋅ 26023022 MLS
Luxury meets peaceful country living in this exceptional custom-built home on a picturesque 1-acre lot in the sought-after Jewell Pointe community. Built in 2022, this thoughtfully designed residence offers over 4,500 square feet with the convenience of main-level living and upscale finishes throughout. The chef's kitchen features an oversized island that opens to the stunning vaulted great room filled with natural light. The spacious primary suite is a true retreat with a spa-inspired bath, soaking tub, oversized tiled shower, and dual walk-in closets. Upstairs, a finished loft provides flexible living space while an expansive floored attic offers endless possibilities for future expansion. The walkout basement includes a large recreation room, an additional bedroom, and abundant storage. Nearly 800 square feet of covered outdoor living space overlooks breathtaking farmland, creating the perfect setting for entertaining or relaxing. Enjoy the privacy and tranquility of country living while remaining just minutes from downtown Wilmore, Nicholasville, and Lexington. This one-of-a-kind property offers luxury, functionality, and unforgettable views.

108 Peaceful Lndg, Wilmore
501 Nottaway Dr, Nicholasville
$347,000
5 Beds ⋅ 2 Baths ⋅ 26022248 MLS
Priced below recent appraisal. ( Appraised for $355,000 on 9/10/26) Welcome to 501 Nottaway Drive in Nicholasville, Kentucky! This spacious all-brick ranch offers OVER 3,000 square feet of living space, featuring 5 bedrooms and 2 full bathrooms, including a recently added and beautifully updated primary bedroom suite. The newly renovated kitchen is sure to impress, featuring all-new cabinetry, beautiful granite countertops, and brand-new stainless steel appliances. The spacious kitchen provides plenty of room for cooking, gathering, and entertaining. The primary bedroom suite has been recently updated with fresh paint and all-new luxury vinyl plank flooring. The beautifully refreshed primary bathroom features a new shower, new sink, and new light fixtures, along with a spacious walk-in closet offering excellent storage. The inviting living area features a beautiful brick fireplace with a lovely electric insert, creating a warm and cozy focal point while providing the ambiance and convenience of an electric fireplace. With five bedrooms and a flexible floor plan, this home offers plenty of space for family, guests, a home office, hobbies, or additional living areas. Outside, enjoy a desirable corner lot with a nice, fully fenced backyard, offering plenty of room for pets, children, entertaining, gardening, or relaxing outdoors. Priced very competitively for a quick sale, and the motivated sellers are ready to make a deal! With this much space and so many updates, this house is sure to move quickly—don't miss it! Come see all that 501 Nottaway Drive has to offer. Don't miss your opportunity—come take a look and fall in love!

501 Nottaway Dr, Nicholasville
420 Krauss Dr, Nicholasville
$475,000
3 Beds ⋅ 3 Baths ⋅ 26022689 MLS
Welcome to this beautifully crafted new construction home, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept floor plan. With luxury finishes throughout, this home blends modern style, comfort, and functionality. The spacious main level features an inviting living room that flows seamlessly into the dining area and chef-inspired kitchen, guest bathroom, laundry, complete with quality finishes and plenty of space for entertaining. The primary suite provides a private retreat with a luxurious bath and walk-in closets. The finished walk-out basement expands the living space with an additional bedroom , full bathroom ,open great room—perfect for a media area, recreation room, home office, or entertaining. Step outside to enjoy the back patio and take in the lovely views overlooking peaceful green space. With its modern design, spacious living areas, luxury finishes, and desirable indoor-outdoor living, this exceptional new construction home is ready for its new owner!

420 Krauss Dr, Nicholasville
405 Lone Oak Rd, Wilmore
$900,000
4 Beds ⋅ 4 Baths ⋅ 26021069 MLS
Escape to the countryside in this immaculate 4-bedroom, 3.5-bath home that checks every box. Situated on over 11 acres of lush, secluded land, this property offers the maximum privacy your family craves. Inside, you'll find a freshly painted home featuring a stunning new kitchen remodel—a perfect space with granite counters and premium new appliances. There is plenty of space to host with the large breakfast area and formal dining room. Designed for year-round entertaining, the finished basement boasts a huge recreation room and wet bar, while the expansive covered porches offer the perfect spot to relax on your fully private lot. With a 1st-floor primary suite, three additional bedrooms, and a massive 3-car garage, there is room for everyone. A new roof in the last 4 years and a new HVAC system 7 months ago equal low maintenance for many years to come. Located only 7 minutes from Wilmore and 10 minutes from Nicholasville, this rare find offers a peaceful rural lifestyle without sacrificing proximity to town. The over 11 acre property features maximum privacy at the end of a dead end road, filled with beautiful wooded trails, access to jessamine creek and beautiful waterfalls. The property is filled with abundant wildlife, with deer and turkey frequently sighted out the back door.

405 Lone Oak Rd, Wilmore
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