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$1,549,900
4 Beds 5 Baths 26005530 MLS
Motivated sellers have already secured and closed on their next home, presenting an exceptional opportunity for buyers seeking a like-new luxury property today! Privacy, panoramic countryside views, and exceptional design define this 5800 square foot custom-built ranch on one acre in Vine Grove, ideally situated across from Talon Winery. Completed in 2023, the thoughtfully designed living space provides opportunity for both everyday comfort and entertaining, featuring a chef's kitchen with Wolf and Sub-Zero appliances, spacious open-concept living, a formal dining room, and a private primary suite with a fireplace, custom walk-in closet, and direct access to the laundry room. Two additional en-suite bedrooms on the main level provide comfort and flexibility for family or guests alike. The recently finished walkout basement includes a theater room, full bar, additional bedroom and bath, and flexible spaces for a gym, another bedroom, or recreation. Enjoy sweeping rural views from the expansive screened porch, while the three-car garage with EV charger adds modern convenience.

157 Doe Vly, Nicholasville

$242,500
3 Beds 2 Baths 26016173 MLS
Welcome home to this adorable, beautifully updated 3-bedroom, 2-bath ranch offering timeless character and exceptional storage. Original hardwood floors in excellent condition flow throughout much of the home, while the updated kitchen blends modern convenience with classic charm, featuring granite countertops, a tile backsplash, and the home's original wainscoting that has been lovingly preserved. Both bathrooms have been tastefully updated, and replacement windows provide added efficiency and comfort. The convenient main-level utility room includes the washer and dryer. Storage is abundant with an unfinished basement, an incredible floored attic with pull-down stairs, and multiple outbuildings. Outside, you'll find an attached carport with a storage shed, plus a second detached carport complete with a storage closet and workshop--perfect for hobbies, tools, or extra vehicles. Enjoy relaxing on the covered back patio or flat, partially fenced backyard. This move-in-ready home offers the perfect combination of character, updates, and functionality.

305 1/2 S 3rd St, Nicholasville

$314,000
3 Beds 2 Baths 26010355 MLS
*This home is located in a qualifying low-census tract and may be eligible for a $5,000 PNC Bank grant. Eligible buyers can use these funds toward their down payment and/or closing costs. Contact your lender or PNC Bank to determine eligibility and program requirements.* Beautifully updated and thoughtfully reimagined, this one-level all brick ranch offers the perfect blend of timeless charm and modern style in a well-established neighborhood. Situated on a large, flat lot, this home features numerous updates throughout including new windows, new flooring, fresh paint, elegant light fixtures, new interior doors, and beautifully renovated bathrooms with stylish new vanities and mirrors. The stunning kitchen is open, bright, and inviting with new white cabinetry, granite countertops, stainless steel appliances, and French doors leading to the spacious backyard. Just off the kitchen, the cozy fireplace creates the perfect atmosphere for relaxing evenings or intimate candlelit dinners. This versatile space can easily function as a dining room or second living area. There are 3 large bedrooms with new carpet, paint and fixtures. The primary bedroom features an ensuite. With its modern updates, functional layout, and expansive outdoor space, this move-in ready home delivers the feel of new construction while being nestled in an established neighborhood with mature surroundings and character.

105 Robin Rd, Nicholasville

$269,500
26000772 MLS
Lot#19: We can build for you or choose your own builder! 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!

409 Appaloosa Trl Unit Lot 19, Wilmore

$444,999
4 Beds 3 Baths 26003445 MLS
NEW CONSTRUCTION Move-in Ready!! The Abigail-Elevation B by James Monroe Homes. The award-winning Abigail plan offers exceptional flexibility for living, working, and relaxing. Just off the foyer, a spacious flex room provides the perfect setting for a home office, formal dining room, or additional sitting area. The well-appointed kitchen features a center island, double-door pantry closet, and stainless steel appliances. The first floor also includes a floating breakfast area and a convenient powder room. Upstairs, the primary suite boasts a generously sized walk-in closet. Three additional bedrooms, two full baths, and a dedicated laundry room complete the second level, offering both comfort and functionality. Optional features included are; A fourth bedroom, and Stone facade. Every James Monroe Home includes Connected Living features such as a Ring doorbell and chime, WiFi garage door opener, two smart switches, data hub, and WiFi thermostat. All homes also come with the Build With Confidence Promise. Special builder incentives available for a limited time! Seller will pay for buyers closing costs at time of closing, or 1% of contract price towards New Home Enhancements, or seller is offering a 2-1 temporary interest rate buydown with an accepted contract on or before September 7th, 2026. Inquire for complete details and eligibility requirements. Contact your New Home Consultant to begin your journey today!

113 Clearwater Dr, Nicholasville

$239,000
3 Beds 1 Baths 26015368 MLS
Welcome home to this beautifully updated three-bedroom, one bath brick ranch nestled in a quiet, established neighborhood in Nicholasville! This move in ready home features a new HVAC, fresh paint and new flooring throughout, creating a bright and inviting atmosphere. The completely refreshed kitchen boasts new cabinets, countertops and appliances, while the updated bathroom includes a stylish new vanity. Outside, you'll find a spacious backyard that's perfect for entertaining, gardening or simply relaxing. Conveniently located near shopping, dining, schools and commuter routes. this home offers the perfect combination of comfort, updates and location. Don't miss your opportunity to make this charming Nicholasville home yours!!

118 Kingsway Dr, Nicholasville

$1,695,000
4 Beds 5 Baths 26015193 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

555 Canvasback Dr Unit Lot A, Nicholasville

$299,000
2 Beds 2 Baths 26012584 MLS
Nestled within a highly desirable, close-knit 55+ community, this pristine, move-in-ready ranch-style condo offers the perfect blend of comfort, convenience, and charm. From the moment you step inside, you'll love the open, airy feel highlighted by a cozy fireplace in the spacious family room?the perfect anchor for relaxing evenings. This beautifully maintained home features two generous bedrooms and two full bathrooms, offering an ideal layout for effortless living. Step outside and enjoy the ultimate neighborhood perks; this unit is perfectly situated within short walking distance to the community clubhouse and sparkling pool. Complete with a spacious two-car garage for extra storage and convenience, and located just minutes from Nicholasville and Lexington's premier shopping and dining, this gem offers the care-free lifestyle you've been searching for. Schedule your private tour today before it's gone!

215 Churchill Xing, Nicholasville

$365,000
26010514 MLS
LOT 9: Welcome to The Sanctuary, a thoughtfully designed new construction community in Lexington offering a new standard of living centered around luxury, convenience, and natural beauty. The Sanctuary will feature a unique mix of luxury townhomes, garden homes, and spacious estate lots with built-to-suit opportunities available. At the heart of the development will be The Sanctuary Gardens, featuring walking paths, lush green space, water features, and peaceful gathering areas designed for relaxation and connection. Enjoy the rare combination of serene surroundings and prime convenience, located just 8 miles from Rupp Arena, 3 miles from Brannon Crossing, and 4.5 miles from The Summit at Fritz Farm. The development is situated across both Fayette County and Jessamine County lines, with portions located within each county jurisdiction. Neighborhood plat, design guidelines and deed restrictions available upon request.

5447 Tates Creek Rd Unit Lot 9, Nicholasville

$120,000
26016458 MLS
Welcome to Kellington Estates, an exclusive 18-lot community offering beautiful 1-acre homesites in Jessamine County. Just off US-68, you'll enjoy a quick drive to Lexington, Versailles, and nearby conveniences while coming home to the peaceful pace of the Kentucky countryside. A landscaped brick entrance, mature trees, classic four-plank fencing, and scenic farmland create a setting that feels distinctly Bluegrass. Whether it's morning coffee overlooking open fields, evenings spent watching the sunset, or room for kids and pets to play, Kellington Estates is designed for a slower, more connected way of life. Choose from thoughtfully designed ranch or two-story homes ranging from approximately 2,400 to 2,800 square feet, with brick, stone, or Hardie siding exteriors and basement, crawl space, or slab foundation options. If you're looking for space to breathe, beautiful views, and the freedom to build a home that fits your lifestyle, Kellington Estates is ready to welcome you home.

128 Lawson Rd Unit Lot # 22, Wilmore

$329,000
4 Beds 2 Baths 26004905 MLS
Hard to find custom built duplex includes brick exterior, walk out basement and each unit includes 1+ car oversized garage. This charming duplex features 2 spacious bedrooms and bathroom on each side. Each Living Room has door to private front entry of home and nice views of front yard. Eat in kitchen includes range, refrigerator and nice pantry. Washer and Dryer closet includes additional shelving for storage. Unfinished walk out basement is perfect for storage or could be finished to add additional square footage. 1 car oversized garage could potentially hold 1+ cars. This one family owned duplex is a perfect opportunity for a family who wants their own living space will having direct access to one another. Dimensional shingled roof. Do not miss this chance!

112 A-B Meadowlark, Nicholasville

$120,000
26016453 MLS
Welcome to Kellington Estates, an exclusive 18-lot community offering beautiful 1-acre homesites in Jessamine County. Just off US-68, you'll enjoy a quick drive to Lexington, Versailles, and nearby conveniences while coming home to the peaceful pace of the Kentucky countryside. A landscaped brick entrance, mature trees, classic four-plank fencing, and scenic farmland create a setting that feels distinctly Bluegrass. Whether it's morning coffee overlooking open fields, evenings spent watching the sunset, or room for kids and pets to play, Kellington Estates is designed for a slower, more connected way of life. Choose from thoughtfully designed ranch or two-story homes ranging from approximately 2,400 to 2,800 square feet, with brick, stone, or Hardie siding exteriors and basement, crawl space, or slab foundation options. If you're looking for space to breathe, beautiful views, and the freedom to build a home that fits your lifestyle, Kellington Estates is ready to welcome you home.

133 Lawson Rd Unit Lot # 31, Wilmore

$1,945,000
4 Beds 5 Baths 26011927 MLS
Welcome to luxury living at its finest in Lafontaine Estates! Nestled on 1.75 acres of meticulously landscaped grounds, this stunning residence offers a rare blend of elegance and tranquility. With over 4900 sq ft of living space, this expansive home boasts 4 spacious bedrooms, each with its own en-suite bath, providing unparalleled comfort and privacy. Step inside to discover the grandeur of 12 ft ceilings and exquisite wainscoting throughout, creating an atmosphere of timeless sophistication. Entertain in style in the beautiful large kitchen with an open concept design, perfect for hosting gatherings with family and friends. Enjoy the serenity of the outdoors on the stone-covered patio, complete with a cozy outdoor fireplace, overlooking the lush greenery and scenic views of towering trees. The circular driveway and stone entrance provide a grand welcome, while the 4-car garage offers ample space for your vehicles and storage needs. Unleash your creativity in the full unfinished basement, with a walkout feature offering endless possibilities for customization. Plus, discover additional versatile spaces like the bonus room, ideal for a home office, gym, or media room.

100 Lafontaine Ct, Nicholasville

$365,000
26010516 MLS
LOT 10: Welcome to The Sanctuary, a thoughtfully designed new construction community in Lexington offering a new standard of living centered around luxury, convenience, and natural beauty. The Sanctuary will feature a unique mix of luxury townhomes, garden homes, and spacious estate lots with built-to-suit opportunities available. At the heart of the development will be The Sanctuary Gardens, featuring walking paths, lush green space, water features, and peaceful gathering areas designed for relaxation and connection. Enjoy the rare combination of serene surroundings and prime convenience, located just 8 miles from Rupp Arena, 3 miles from Brannon Crossing, and 4.5 miles from The Summit at Fritz Farm. The development is situated across both Fayette County and Jessamine County lines, with portions located within each county jurisdiction. Neighborhood plat, design guidelines and deed restrictions available upon request.

5447 Tates Creek Rd Unit Lot 10, Nicholasville

$249,500
26000947 MLS
Lot#11: We can build for you or choose your own builder! 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 Unit Lot 11, Wilmore

$279,900
2 Beds 2 Baths 26014743 MLS
Welcome to easy, maintenance-free living in one of Nicholasville's desirable 55+ communities. Perfectly positioned just minutes from downtown restaurants, local shops, and convenient access to the bypass, this beautifully updated condo offers the best of both worlds--city convenience with peaceful, quiet surroundings. Inside, you'll find a spacious two-bedroom layout featuring vaulted ceilings that create an open and airy feel, along with new luxury vinyl plank flooring throughout. The primary suite offers a comfortable retreat with a walk-in closet and private bath featuring a walk-in shower. Recent improvements provide peace of mind, including brand-new windows, storm door, microwave and furnace installed in 2025. The oversized two-car garage offers ample storage space, while the private patio with fresh landscaping creates the perfect spot to enjoy your morning coffee or unwind in the evening. Residents enjoy a low-maintenance lifestyle with close proximity to the community clubhouse with pool and community pond, making it easy to stay active, social, and connected. Whether you're downsizing or simply seeking a more carefree way of living, this move-in ready home delivers comfort, convenience, and community.

218 Churchill Xing, Nicholasville