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128 Doe Vly, Nicholasville
$1,995,500
5 Beds ⋅ 6 Baths ⋅ 26020008 MLS ⋅ 5,768 SqFt. ⋅ ACTIVE Status
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

404 E Ridge Dr, Nicholasville
$310,000
4 Beds ⋅ 3 Baths ⋅ 26019901 MLS ⋅ 2,246 SqFt. ⋅ ACTIVE Status
Offering more than 2,200 square feet, this spacious Southbrook home combines standout curb appeal with a comfortable, connected layout. The main level flows easily between the living, dining and kitchen areas, making it well suited for both everyday life and entertaining. New vinyl flooring gives the space a fresh, updated feel, while the kitchen features stainless steel appliances and a newer dishwasher. Upstairs, you'll find all four bedrooms, including a generously sized primary suite with a walk-in closet, plus three additional bedrooms with flexibility for family, guests or a home office. Outside, enjoy a newly replaced upper deck overlooking the privacy-fenced backyard—an inviting space to relax, play or gather. Additional storage, an attached two-car garage and main-level laundry add everyday convenience. Recent improvements also include a rebuilt HVAC system, offering added peace of mind. Located in Nicholasville's established Southbrook neighborhood with convenient access to shopping, dining and Lexington, 404 E Ridge Drive offers the space, updates and functionality that can be difficult to find at this price point.

404 E Ridge Dr, Nicholasville

105 Restk Ct, Nicholasville
$199,900
3 Beds ⋅ 1 Baths ⋅ 26019869 MLS ⋅ 1,298 SqFt. ⋅ ACTIVE Status
MOTIVATED SELLER - BRING OFFERS! This charming and updated 1950s home offers a great blend of character, comfort, and convenience. Located on a peaceful deadend street with minimal traffic, the setting feels quiet and welcoming. The home features a remodeled kitchen, new LVP waterproof flooring, new carpet, new vinyl siding, new windows, and refreshed interior spaces that maintain the warmth of the original design. A large, floored attic provides excellent storage, and the spacious privacyfenced backyard offers plenty of room for outdoor enjoyment, pets, gardening, or relaxing in a private setting. The location is a standout feature—just two blocks from Rock Fence Park, within walking distance of the elementary school, and close enough to stroll to downtown shops and local restaurants. This moveinready home is ideal for anyone who appreciates classic charm, thoughtful updates, and a convenient neighborhood setting.

105 Restk Ct, Nicholasville

1730 Woods Rd, Nicholasville
$739,000
3 Beds ⋅ 2 Baths ⋅ 26019682 MLS ⋅ 2,405 SqFt. ⋅ ACTIVE Status
Experience refined country living on approximately 5 picturesque acres in one of Jessamine County's most desirable areas. Surrounded by beautiful farms and rolling countryside, this stately Bedford stone residence offers 3 bedrooms, 2 bathrooms, a sun-filled sunroom, and an unfinished basement providing exceptional potential for future living space, a wine cellar, home gym, or additional storage. Equestrian and agricultural amenities include two fenced pastures, an impressive barn with stalls, multiple storage buildings, and a detached garage perfectly suited for horses, livestock, equipment, or a private hobby farm. Public water is available in the area; however, the property currently enjoys crystal-clear water from a 68-foot well. Ideally located near Champion Trace Golf Club and just minutes from Lexington, Versailles, and Nicholasville, this exceptional property offers the rare opportunity to enjoy peaceful, private country living without sacrificing convenience. Create your own elegant equestrian retreat, luxury mini farm, or timeless Kentucky estate. Bedford stone homes are classic homes built with (or faced in) Indiana limestone, commonly called Bedford stone because it comes from the quarries around Bedford, Indiana. This durable limestone became extremely popular throughout Kentucky and the Midwest from the 1940s through the 1970s. They are known for: * Thick limestone exterior that is exceptionally durable and can last for generations. * Excellent curb appeal with a timeless, stately appearance. * Superior fire resistance and low exterior maintenance. * Ranch-style, split-level, and traditional two-story designs are the most common.

1730 Woods Rd, Nicholasville

151 Pearl Ln, Nicholasville
$1,699,900
5 Beds ⋅ 6 Baths ⋅ 26019640 MLS ⋅ 7,077 SqFt. ⋅ ACTIVE Status
Rare opportunity to purchase a large ranch with a basement on 5 acres and within 10 minutes of Man O' War Blvd!! This lovely ranch has been recently updated and offers tons of upgrades. The first floor greets you with a nice large open living area w/ Great Room, Kitchen, Dining Room and Living Room. In addition, the first floor offers a huge master suite that boasts a renovated bathroom with tile shower/dual vanities/custom WIC and soaking tub, two guest bedrooms (both have their own bathrooms connected), rec room on the rear of the home and walk in laundry room w/ custom cabinetry!! Need more space? This property has it all with a full finished basement that offers a gigantic family room w/ gas fireplace/custom ceiling, second kitchen w/ full complement of appliances, 2nd laundry room, two guest bedrooms w/ full baths connected, cedar storage closet, rec/bonus room, recently added 1/2 bath and storage/mechanical room. This property has tons of nice outdoor space including multiple waterfalls, updated trex deck, covered patio, stocked pond and expansive landscaping/brick fences and stone retaining walls. Other upgrades/updates include: recently updated heating/cooling, new paint throughout, new windows throughout, updated exterior/interior railing, new garage doors/openers, some updated lighting and plumbing, new flooring throughout, new fridge/ice maker in main kitchen and recently painted exterior brick among many others. The property has many upgraded features including heated floors, two koi ponds, solid core doors, granite window ledges, irrigation system with Well water, three gas fireplaces, two tankless water heaters, basement kitchen and an oversized three car garage. Schedule your showing today and experience luxury at its finest in one of Nicholasville's most desirable subdivisions at Emerald Estates.

151 Pearl Ln, Nicholasville

2419 Shun Pike, Nicholasville
$799,900
4 Beds ⋅ 4 Baths ⋅ 26019626 MLS ⋅ 4,508 SqFt. ⋅ ACTIVE Status
Hobby Farm on 5± Acres | Privacy, Charm & Modern Updates Welcome to 2419 Shun Pike, a stunning French Country brick colonial nestled on approximately 5 picturesque acres in an exceptional location. Offering timeless curb appeal, quality craftsmanship, and thoughtfully updated interiors, this one-of-a-kind property is the perfect blend of classic elegance and comfortable country living. Inside, you'll find 4 spacious bedrooms, (an office that coud be used as a 5th bedroom) including 2 spacious ensuite bedrooms, 4 full bathrooms, 2 inviting living areas on the main level, 2 laundry rooms, and an expansive sunroom filled with natural light. The beautifully renovated kitchen features quartz countertops, custom cabinetry, stainless steel appliances, a huge center island and is designed for both everyday living and entertaining. Recent improvements include new flooring, updated lighting and ceiling fans throughout, fresh landscaping, electrical outlets/covers, Radon mitigation system installed and a newly constructed one-car garage completed in 2025. Outside, the property truly shines. The fully functional barn is ideal for a hobby farm, horses, livestock, or equipment storage, while the impressive 5-car detached garage offers abundant space for vehicles, recreational toys, or workshop needs. And as a bonus you can cool off, relax and take in the views from the above ground pool. Set back from the road for exceptional privacy, this beautiful property offers the tranquility of country living with the convenience of shopping, dining, and everyday amenities just minutes away. Whether you're dreaming of a hobby farm, need room to spread out, or simply want a beautifully updated home on acreage, 2419 Shun Pike is a rare opportunity you won't want to miss. Pool can be removed at buyers request.

2419 Shun Pike, Nicholasville

804 Shelburne Way, Nicholasville
$499,900
5 Beds ⋅ 3 Baths ⋅ 26019596 MLS ⋅ 2,808 SqFt. ⋅ ACTIVE Status
Better than new, this move-in ready home is packed with upgrades you won't find in many new builds. From the moment you step onto the inviting covered front porch and through the impressive glass front entry doors, you'll appreciate the thoughtful design and custom finishes throughout. The welcoming foyer features elegant custom millwork, a built-in mirror, designer wall sconces, and French doors leading into an office that create a stunning first impression. Just off the entry, you'll find an oversized coat. The heart of the home is the bright, open-concept kitchen featuring an oversized island, gas range, abundant cabinetry, a walk-in pantry, and a sunny dining area overlooking the living room. The family room offers a cozy gas fireplace flanked by custom built-in bookshelves, built-in Bluetooth speakers for seamless entertaining, and oversized windows that flood the space with natural light. Designed for flexibility, the main level includes a full bathroom and a first-floor bedroom, ideal for guests, second home office, or multigenerational living. Premium upgrades include a central vacuum system, tankless gas water heater, whole-home irrigation system with smart app controls, a convenient drop zone off the garage, illuminated stair lighting, and abundant storage throughout. Upstairs, retreat to the spacious primary suite through elegant French doors. The luxurious ensuite features dual vanities, a soaking tub, a large tiled shower, and an expansive walk-in closet. Three additional bedrooms share a well-appointed full bathroom, while the second-floor laundry room adds everyday convenience. Offering the convenience of exceptional storage, designer finishes, and modern smart-home features, this beautifully appointed Nicholasville home delivers the quality and upgrades today's buyers are looking for—without the wait of new construction.

804 Shelburne Way, Nicholasville

209 S 1st St, Nicholasville
$224,900
3 Beds ⋅ 3 Baths ⋅ 26018793 MLS ⋅ 2,941 SqFt. ⋅ ACTIVE Status
Looking for a multi-family investment property that achieves +1% rule? This cash flowing triplex at 209 South 1st Street offers an excellent chance to start or expand your investment portfolio. All three units are currently occupied by month-to-month tenants - who would like to remain in place, providing immediate rental income with future flexibility for the next owner. Electric billed separately for each unit. Professionally managed for the past two years, the property has been consistently maintained and presents a solid foundation for an investor looking to add value. Gross rents total $2725 monthly. Whether you're looking for a long-term hold, value-add project, or addition to an existing rental portfolio, this downtown location offers a consistent rental base due to convenience to shopping, dining, parks, and major commuter routes. Don't miss this chance to own a cash-flowing multifamily property with immediate income, upside potential, and attractive pricing. Inspections welcome, property being sold "AS IS." Cash & conventional offers preferred. 48 hr notice to show required for tenants. Listing agent has familial relationship with personal representative of the estate.

209 S 1st St, Nicholasville

504 Barberry Ln, Nicholasville
$365,000
4 Beds ⋅ 2 Baths ⋅ 26018833 MLS ⋅ 2,104 SqFt. ⋅ ACTIVE Status
Welcome to this beautifully renovated 4-bedroom, 2-bath ranch in the desirable Edgewood subdivision of Nicholasville. Thoughtfully updated from top to bottom, this home offers the feel of new construction with the charm of an established neighborhood. Inside, you'll find stylish new flooring, updated lighting, and modern ceiling fans throughout. The kitchen is a true highlight, featuring brand-new cabinetry, sleek appliances, and eye-catching blue accents that add just the right amount of character. Both bathrooms have been fully refreshed with contemporary vanities, mirrors, and lighting for a clean, polished look. The living room showcases a striking accent wall, creating a warm and inviting focal point. Outside, the oversized two-car garage and dual driveways provide plenty of space for extra parking—perfect for a boat, camper, or RV. Move-in ready and designed with both style and function in mind, this home is one you won't want to miss.

504 Barberry Ln, Nicholasville

111 Lone Oak Dr, Nicholasville
$474,900
4 Beds ⋅ 4 Baths ⋅ 26016052 MLS ⋅ 2,728 SqFt. ⋅ ACTIVE Status
Set in Nicholasville's established Lone Oak area, this spacious two-story home offers the kind of lot size, layout, and neighborhood setting that is hard to recreate. Sitting on approximately 0.60 acres with mature trees, a long driveway, and a moderately private backyard, the home has a quiet, established feel while still being close to Wilmore Road, downtown Nicholasville, Lexington, shopping, dining, and everyday conveniences. Inside, the home offers approximately 2,728 square feet with 4 bedrooms, 3.5 baths, multiple living areas, formal dining, an eat-in kitchen, and two fireplaces. The layout gives you a lot of flexibility, with a first-floor primary suite, an additional upstairs suite, and an upstairs office/flex room that offers potential for a 5th bedroom conversion. Traditional details like the hardwood entry, brick fireplaces, built-ins, and multiple gathering spaces give the home warmth and character, while the kitchen provides generous cabinet storage, counter space, and an eat-in dining area. The home also features a slightly larger/deeper two-car garage, a first-floor utility area, and useful everyday storage throughout. Outdoor living is another highlight, with a rear patio, covered patio area, partially fenced outdoor space, mature landscaping, and a backyard setting that feels tucked away without being isolated. The location is a standout, with nearby Lone Oak recreation amenities including the clubhouse, pool, driving range, pickleball courts, and park area, with pool access/passes available separately through Nicholasville-Jessamine County Parks & Recreation. Current school information reflects West Jessamine High School; school assignments and enrollment should be confirmed with Jessamine County Schools.

111 Lone Oak Dr, Nicholasville

113 Patchen Dr, Nicholasville
$359,900
3 Beds ⋅ 2 Baths ⋅ 26017832 MLS ⋅ 1,568 SqFt. ⋅ ACTIVE Status
Adorable Dougie Plan by KSW Homes! This thoughtfully designed home combines modern style with everyday comfort, offering 3 spacious bedrooms, 2 full bathrooms, and a fully insulated 2-car garage complete with openers and remotes. Step inside to a large living room that flows seamlessly into the inviting eat-in kitchen--perfect for entertaining or cozy family meals. The kitchen is a true highlight, featuring quartz countertops, a stylish tiled backsplash, abundant cabinetry with a pantry, and stainless steel appliances including a smooth-top range, range hood, microwave, and dishwasher. The extra-large covered rear porch overlooks a beautiful backyard, creating the perfect space for outdoor dining, relaxation, or gatherings with friends. The owner's suite offers a peaceful retreat with a spacious walk-in closet and a luxurious private bath complete with a tiled shower, oversized vanity with granite countertop and undermount sink, tiled flooring, elongated toilet, and a window that fills the space with natural light. Fully sodded yard. Additional features include: Dimensional shingles for added durability and curb appeal Vinyl single-hung windows with screens Vinyl soffits for low maintenance Concrete driveway All on one convenient level, this home is as charming as it is functional. Ideally located near the new bypass, US-27, and downtown Nicholasville, you'll enjoy quick access to shopping, dining, and everyday conveniences. This is truly a home where modern features meet easy living--don't miss your chance to make it yours!

113 Patchen Dr, Nicholasville

520 Cassity Way, Nicholasville
$3,400,000
6 Beds ⋅ 7 Baths ⋅ 25506210 MLS ⋅ 10,624 SqFt. ⋅ ACTIVE Status
A Timeless Castle Experience! Step into a masterpiece reminiscent of European chateaus with magnificent Gothic Revival and Renaissance influences. This exquisite brick and stone home, situated on 5 acres of land, is designed for those who appreciate artistry and elegance. The stunning 'Stone Serenity' room features a 24' tall turret, perfect for gatherings, complete with custom-built forged doors and intricate craftsmanship. The chef's kitchen boasts a double island with granite countertops and a unique pantry door, creating an ideal space for culinary adventures. Experience luxury in the primary suite, complete with a spacious walk-in closet and a spa-like bath featuring a walk-in shower, soaking tub, dual vanities, and direct patio access. Each guest bedroom offers its own private walk-in closet and full bath, ensuring comfort for all. The basement showcases stylish bourbon barrel decor leading to a vibrant game room and a stunning wine bar, perfect for entertaining. A home theater provides the ultimate movie experience. Additionally, a separate guest house offers versatility as a bedroom, office, or gym ideal for guests or a personal retreat. This property also includes a 1-acre wooded lot across the street from the house. Everything in this home reflects exquisite taste and style. Owner/Agent.

520 Cassity Way, Nicholasville

515 Pinoak Dr, Nicholasville
$316,900
4 Beds ⋅ 2 Baths ⋅ 26017351 MLS ⋅ 1,966 SqFt. ⋅ ACTIVE Status
Welcome home to this beautifully maintained 4-bedroom, 2-full-bath residence that combines modern updates with spacious living. The heart of the home features custom cabinetry and granite countertop, offering both style and functionality for everyday living. Enjoy peace of mind with numerous recent improvements, including a roof that's only 2 years old, replacement windows installed in 2020, brand-new gutters (2025), and a new stamped stone concrete front porch and concrete driveway (2025). The fully finished basement provides abundant additional living space, perfect for a family room, home office, recreation area, or guest accommodations. Outside, you'll find a large, fully fenced backyard with a chain-link fence—ideal for children, pets, gardening, or entertaining. Located in a quiet, established neighborhood, this home offers the perfect balance of tranquility and convenience, with restaurants, shopping, and everyday amenities just minutes away. Large 2 car detached brick garage and new stamped stone concrete front porch and large concrete driveway. With its generous living space and generous storage, quality updates, and excellent location, this move-in-ready home is one you won't want to miss!

515 Pinoak Dr, Nicholasville

5447 Tates Creek Rd Unit Lot 4, Nicholasville
$365,000
26010512 MLS ⋅ ACTIVE Status
LOT 4: 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 4, Nicholasville

5447 Tates Creek Rd Unit Lot 30, Nicholasville
$365,000
26012709 MLS ⋅ ACTIVE Status
Lot 30: 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 build-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.

5447 Tates Creek Rd Unit Lot 30, Nicholasville

7569 Harrodsburg Rd, Nicholasville
$2,000,000
26011754 MLS ⋅ ACTIVE Status
The 98.25 Acre McMillen Farm at Barkley Woods! The McMillen Farm offers an extraordinary opportunity to paddock your horses on level to gently rolling pastures while you enjoy awesome views. Within minutes of Bluegrass Field, Keeneland, and five golf courses. The McMillen Farm is in the heart of legendary Jessamine County. Located on historic Highway 68/Harrodsburg Road and surrounded by storied horse farms - Atlas Farm, the Ramsey Farm, famed Alma Hurst Stud and Spring Mint Farm, birthplace of 2006 Kentucky Derby winner Barbaro! The Barkley Woods dry-stack Kentucky limestone gatehouse provides a premier sense of arrival and entrance to the farm and Barkley Woods subdivision, the region's benchmark residential development. Don't miss the beautiful drone footage!

7569 Harrodsburg Rd, Nicholasville

5447 Tates Creek Road Gdn Unit Garden Lot 7, Nicholasville
$265,000
26011271 MLS ⋅ ACTIVE Status
GARDEN LOT 7: Welcome to The Sanctuary Garden Lots, a thoughtfully designed new construction community in Lexington offering a new standard of living centered around luxury, convenience, and natural beauty. These garden homes are the perfect blend of traditional homeownership with the benefits of maintenance-free, community-focused living. They're ideal for those who love having their own outdoor space, with each home including a charming yard and an optional private pool. Plus, you get easy access to all our community features. 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 Road Gdn Unit Garden Lot 7, Nicholasville

5447 Tates Creek Rd Unit Lot 3, Nicholasville
$365,000
26010330 MLS ⋅ ACTIVE Status
LOT 3: 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 3, Nicholasville

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