Jessamine Homes with Exterior Entry Basement

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

$1,498,000

4 Beds ⋅ 4 Baths ⋅ 26019589 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

$2,090,000

4 Beds ⋅ 5 Baths ⋅ 26018896 MLS

Experience timeless design and refined Kentucky living in Vine Grove, a beautiful new construction opportunity set on a one-acre lot surrounded by picturesque horse farm views. This thoughtfully designed home blends classic architecture with elevated modern function, featuring a stunning stone entry, warm wood front door, board-and-batten exterior accents, soft green shutters, and a charming French-inspired roofline. The main level offers an exceptional floor plan with a spacious living room, open kitchen, dining area, lounge, private office, mud room, laundry, and a beautifully appointed primary suite. The primary wing includes a generous bedroom, spa-inspired bath, large closet, shoe closet, and direct access to the laundry area. Additional main-level bedrooms and baths provide comfort and flexibility for family, guests, or work-from-home living. The plan also includes a four-car garage, motor court, and elegant porte-cochère, creating a grand arrival experience while adding everyday function. Thoughtful indoor-outdoor flow is designed for both daily living and entertaining. The lower level will be delivered unfinished, offering the future owner flexibility to finish the space at an additional expense based on their preferred design and lifestyle needs. See the floor plan for a sample lower-level layout. Potential options may include a family room, exercise room, safe room, fifth bedroom, full bath, storage, or custom entertaining space, subject to final design, pricing, and builder approval. Located in Vine Grove subdivision and surrounded by rolling horse farm views, this home offers the rare combination of luxury design, privacy, acreage, and convenience. A truly special opportunity to customize a beautiful home in a scenic Central Kentucky setting.

232 Doe Run Rd, Nicholasville

$600,000

4 Beds ⋅ 4 Baths ⋅ 26018900 MLS

ONLINE ONLY ABSOLUTE AUCTION!!! Online BIDDING ENDS Sunday, August 9, 2026 at 7:00PM. Terms & Conditions are as follows: As Is/Non-Contingent/10% earnest money deposit/30 day settlement/buyer's premium applies, see terms & conditions for details. Visit www.HalfhillAuctions.com for more information. Kristin Halfhill-Larimore, Principal Auctioneer, 859-333-1855. **Welcome to 1441 Newman Road, a spacious ranch-style home offering more than 4,000 square feet of finished living space in a beautiful setting surrounded by ±6 acres of greenspace. While the property carries a Lexington address, it is located in Jessamine County. The stone-accented home features 4 bedrooms, with the potential for a 5th bedroom, along with 3 full and 1 half baths. The finished, walk-out basement provides flexible living space for entertaining, recreation, guests, or a home office. Enjoy the outdoors from the large covered back porch overlooking the peaceful greenspace and in-ground pool. Additional amenities include an attached 2-car garage and a detached workshop, offering plenty of space for hobbies, storage, or projects. A rare opportunity to enjoy spacious living, versatile amenities, and a private setting in a convenient location**

1441 Newman Rd, Lexington

$430,000

3 Beds ⋅ 2 Baths ⋅ 26018471 MLS

One look and you'll see why this charming ranch with a walk-out basement in Wilmore's desirable Talbott Subdivision checks all the boxes. Tucked away on a quiet dead-end cul-de-sac just minutes from Asbury Seminary and Asbury University, this home offers the perfect blend of comfort, convenience, and curb appeal. From the inviting covered front porch to the mature landscaping, spacious fenced backyard, and brand-new wood deck, the outdoor spaces are made for relaxing and entertaining. Storage is abundant with a walk-in floored attic and additional basement storage. Inside, the open great room features soaring vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace that creates a warm, welcoming atmosphere. The walk-out basement expands your living space with a large family room, beautifully remodeled full bathroom, mudroom, and a versatile bonus room that's perfect for a home office, guest space, workout room, or quiet retreat. Commuters will appreciate being just 15 minutes from the Man o' War and Harrodsburg Road intersection, with most of the drive taking you along the scenic beauty of Harrodsburg Road. Enjoy peaceful small-town living without sacrificing easy access to Lexington's shopping, dining, and amenities.

103 Hager Ct, Wilmore

$1,495,000

5 Beds ⋅ 5 Baths ⋅ 26001081 MLS

Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. There are plenty of choice for basement, view and privacy options. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!

305 Appaloosa Trl, Wilmore

$1,580,000

4 Beds ⋅ 6 Baths ⋅ 26008312 MLS

Location - Crazy convenient to ALL the things: Shopping, Dining, Movie Theaters, Medical & Dental, Recreation & more. Privacy Galore - the privacy & peacefulness is truly amazing. The treelined road of enchantment will deliver you to a magical place known as Tuscany Valle & yet only 5 minutes away from all of the above. Meticulous - the property has been unbelievably maintained...inside & out. An Entertainer's dream - this house was meant for hosting family & friends during all four seasons. The heated salt water pool with automatic cover, outside shower, decking & large covered rear & front porches will have you cool while having fun in the sun. The finish basement will allow you to host THE BEST holiday gatherings for making memories for years to come. First floor primary suite with sitting room. Oversized 3 Car Garage. Spacious guest rooms & ample baths. You won't be disappointed.

204 Porta Verde, Nicholasville

$875,000

3 Beds ⋅ 4 Baths ⋅ 26012726 MLS

A charming and truly exceptional retreat in Nicholasville and will be a great place to call home. On a total 3.75 picturesque acres, this stunning ranch on a full basement is a modern escape while remaining conveniently close to town. From the moment you step inside, the home makes a statement.Natuarul light and Kentucky sky. Every space has been thoughtfully done with a sophisticated design that blends contemporary elegance and livability. Show stopping kitchen is straight from the pages of a luxury design magazine, featuring custom cabinetry, Granite Counter tops and island, premium appliances, and expansive gathering spaces ideal for entertaining. The hardwood floors elevate rooms. Offering 3 bedrooms and 3 1/2 baths, the layout provides both comfort and flexibility. Spacious, first floor primary suite is a peaceful sanctuary, While the full basement opens endless possibilities for hobbies, work spaces,entertaining,or muli-generational living. Perfect for a studio A detached garage/workshop building adds functionality, outdoor living. Equally impressive with a patio designed to soak in the extraordinary scenery and sunsets.Elegant,private,and unforgettable-this is a once-in-a -lifetime opportunity to own a property that feels both luxurious and deeply connected to its natural surrondings.Inspections welcomed. Home is in Jessamine County. Please schedule a private showing today.

1224 Hall Rd, Nicholasville

$395,790

4 Beds ⋅ 3 Baths ⋅ 25015464 MLS

TRIM Stage. Check progress photos under Documents tab. Welcome to the Haywood Park, an exceptional two-story plan from the Trend Collection by Ball Homes, featuring a full walk-out basement for added space and versatility. As you enter, you'll be greeted by a flexible room ideal for a formal dining area or a cozy home office, offering plenty of possibilities. The heart of the home is an open-concept kitchen and family room, creating the perfect setting for both everyday living and entertaining. The family room boasts a charming gas fireplace, adding warmth and ambiance to the space. The well-appointed kitchen is a true highlight, complete with sleek granite countertops, a large island with room for casual dining, and top-tier stainless steel appliances, including a gas range, microwave, dishwasher, and refrigerator. A spacious walk-in pantry provides plenty of storage for all your culinary needs. Just off the kitchen, you'll find a 12'x12' covered deck, ideal for sipping your morning coffee or hosting evening gatherings. Upstairs, the serene primary suite offers a vaulted ceiling, generous closet space, and a luxurious walk-in shower. Three additional bedrooms share a well-designed hall bath, ensuring ample room for family or guests. This home is perfect for those seeking both functionality and style—don't miss your chance to make it yours! Job# 55AA

705 Anthony Dr, Nicholasville

$519,000

4 Beds ⋅ 4 Baths ⋅ 26013496 MLS

Tucked against a backdrop of peaceful green space and rolling Kentucky skies, this exceptional Burley Estates home offers the perfect blend of luxury, functionality, and future potential. Located just minutes from downtown Nicholasville, you'll enjoy the convenience of town while savoring the privacy and serenity that feels worlds away. From the moment you arrive, you'll appreciate why this home stands apart from new construction. Thoughtfully upgraded and meticulously maintained, it delivers the space today's buyers crave with the finishes they desire. The heart of the home is a beautifully appointed kitchen featuring granite countertops, stainless steel appliances, tile backsplash, center island, and abundant workspace for everything from weeknight dinners to holiday gatherings. The adjoining living room is filled with natural light and anchored by a gas fireplace with custom built-ins, creating a warm and inviting atmosphere. Rich hardwood flooring flows throughout the main level, while the first-floor primary suite provides a private retreat complete with spacious accommodations and spa-inspired comfort. Upstairs, you'll find generously sized secondary bedrooms and well-appointed baths, offering flexibility for family, guests, home offices, or hobbies. But the true opportunity lies below. The expansive walkout basement is already framed for possibility, featuring abundant windows, direct access to the backyard, rough-ins for a full bath and wet bar, and a large safe room. Imagine creating the ultimate entertainment destination with a game room, media lounge, and party space. Add a fifth bedroom with private ensuite for guests or multigenerational living, a dedicated fitness studio, home office, or hobby room—all while maintaining ample storage space. Few homes offer this much untapped equity and customization potential. Outside, enjoy morning coffee on the elevated deck overlooking green space, summer cookouts on the oversized patio, and plenty of room for pets, play, and outdoor enjoyment within the fully fenced backyard. Recent improvements provide peace of mind, including: • Two new water heaters (2025) • New convection oven (2025) • New garage door motor (2025) • Professionally tested radon system • Electrical inspection completed with recent upgrades • Tinted rear windows for enhanced energy efficiency and comfort • Basement rough-ins for future full bath and wet bar Homes offering this combination of location, square footage, updates, views, and unfinished walkout basement potential are increasingly difficult to find. Whether you're looking for room to grow, space to entertain, or an opportunity to create instant value through future basement finishing, 209 Angliana Drive delivers on every level. Move in now. Dream bigger later. And make this extraordinary home your own.

209 Angliana Dr, Nicholasville

$1,495,000

5 Beds ⋅ 6 Baths ⋅ 26000397 MLS

Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. There are plenty of choice for basement, view and privacy options. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!

202 Appaloosa Trl, Wilmore

$250,000

7 Beds ⋅ 6 Baths ⋅ 26013301 MLS

Calling all restoration enthusiasts, preservationists, and seasoned investors! Opportunities like this don't come around often. Situated on a generous 0.69-acre lot in the heart of Wilmore, this historic Colonial-style home is waiting for the right buyer to bring it back to life. This is not a cosmetic fixer-upper. The property requires extensive renovation and is best suited for those with the vision, resources, and expertise to undertake a significant restoration project. For the right person, however, the result could be extraordinary. Inside, you'll find over 6 bedrooms, 3 full bathrooms, 1 half bathroom, and an additional vanity room, along with a massive living room, spacious eat-in kitchen, abundant storage, original wood trim, historic architectural details, and multiple bedrooms featuring ensuite baths. A screened-in porch offers additional space to enjoy the property's peaceful setting. Adding to the property's appeal is a separate 1-bedroom, 1-bath dwelling located on the lot, providing additional possibilities for future use. Conveniently located near downtown Wilmore, Asbury University, and Asbury Theological Seminary, with easy access to Nicholasville and approximately 15 minutes from Lexington, this property combines small-town charm with accessibility. Whether your vision is restoring a grand historic residence, creating a multi-generational living arrangement, or undertaking a one-of-a-kind investment project, this property offers a rare opportunity to preserve a piece of Wilmore's history. Property is being sold as-is. Please allow 7 days to be listed before reviewing offers.

521 N Lexington Ave, Wilmore

Jessamine Homes with Exterior Entry Basement

Newest Jessamine Homes with Exterior Entry Basement