luxury real estate for sale Midway, United States

Welcome to 602 Trinity Lane in the desirable Legends Subdivision of Versailles! This beautifully landscaped home offers over 2,400 square feet of thoughtfully designed living space, featuring 4 bedrooms and 3 full baths, including 3 bedrooms on the main level. The open-concept floor plan features a bright great room with custom built-ins, custom blinds, and abundant natural light. The kitchen boasts quartz countertops, a large hidden walk-in pantry, and plenty of space for entertaining. The spacious primary suite includes a tiled walk-in shower, soaking tub, double quartz vanity, and walk-in closet. A dedicated office, a large utility room with a sink and drop zone, and ample storage add everyday convenience. Upstairs, you'll find a private fourth bedroom with an en-suite bath and walk-in closet -- ideal for guests or a second primary suite. Enjoy both covered front and back porches overlooking the fenced backyard. This move-in-ready home combines modern finished, functional living spaces, and a fantastic location.

Prepare to be inspired by this beautiful, Craftsman-style ranch that flawlessly combines exceptional curb appeal with upscale interior finishes. The Elliott plan built by Creative Home Builders. Nestled in the highly desirable Rose Ridge neighborhood of Versailles, this gorgeous 3-bedroom, 2-bathroom home welcomes you with an expansive covered front porch that sets a warm, inviting tone before you even step inside. Once through the door, you will immediately notice the seamless, sun-drenched open layout highlighted by rich hardwood flooring that flows beautifully throughout the main living areas under soaring ceilings dressed in elite architectural trim. ELITE ARCHITECTURAL DETAIL: The main living spaces are defined by a level of custom woodwork and ceiling detail rarely found in single-level living. A dramatic coffered ceiling anchors the spacious great room, creating an airy yet intimate gathering space centered around the focal fireplace. The formal dining room serves as an elegant backdrop for entertaining, highlighted by classic wainscoting and a deep tray ceiling—a premium design choice that is mirrored by a matching tray ceiling in the private primary suite. A CHEF'S DREAM KITCHEN: At the heart of the home is a brilliantly designed gourmet kitchen that prioritizes both daily functionality and large-scale hosting. Anchored by premium granite countertops and sleek cabinetry, the expansive space features a rare and highly functional two-island layout. This configuration provides the ultimate setup, allowing for dedicated meal preparation and cleanup on one side while offering a generous breakfast bar, serving hub, and secondary social island on the other for guests to gather. PRIVATE BACKYARD OASIS: The floor plan offers an ideal split-bedroom configuration, ensuring a peaceful, private retreat for the primary bedroom suite, complete with its own private bath and generous walk-in storage. Outdoor entertaining is entirely effortless on the massive rear deck, featuring a thoughtful, partially covered design built for dining alfresco in the shade or grilling under the stars. The true crown jewel of this outdoor space is the premium lot positioning: the backyard backs up entirely to a private, protected wooded area that cannot be developed, ensuring permanent privacy, quiet serenity, and beautiful tree-lined views forever. Modern convenience extends straight into the attached garage, which comes fully equipped with an installed EV charging station, making the home perfectly tailored for today's electric vehicle standards and eliminating any future installation hassle. Attic access from the garage with lots of room for storage. Combining the timeless Craftsman style, tech-ready upgrades and single-level convenience, this exceptional Versailles property is entirely turn-key and ready for its next chapter.

Welcome to 944 Winding Oak Trail, a charming ranch-style home in the heart of Masterson Station, offering comfort, simplicity, and easy everyday living. The single-level layout provides an effortless flow for relaxing or gathering, paired with well-proportioned bedrooms and practical storage throughout. Outside, the partially fenced yard creates a potential private space for pets, play, or unwinding at the end of the day. With quick access to Masterson Station Park, neighborhood trails, and the conveniences of Citation and Georgetown Road, this home delivers a balanced lifestyle in one of Lexington's most accessible corridors.

Refined living matches effortless convenience at The Silks Club, an exceptional 55+ gated community in Lexington, KY. This beautifully appointed three-level townhome is offered fully furnished with designer-quality pieces, providing a completely turnkey experience. High ceilings and wide-plank wood floors set the tone throughout the home. The main level's open living area is anchored by a striking floor-to-ceiling statement fireplace. The kitchen makes a bold impression with a massive waterfall-edge island and a full suite of premium Signature Kitchen Suite appliances. Offering the ultimate convenience of single-floor living, the main level also features the first of two luxurious primary suites. Ascend to the second floor to find the ultimate executive work-from-home experience in a glass-framed office complete with an adjacent wet bar. This level hosts a grand second primary suite, a luxurious retreat boasting a standout walk-in closet with premium custom built-ins and integrated laundry. Its spa-caliber bath is a showstopper, featuring a gorgeous floating double vanity, modern brass fixtures, and a dedicated wet room housing the separate shower and soaking tub. Descend the sleek metal and wood staircase to discover a lower level that serves as the ultimate entertainment lounge. This expansive space features a custom VIP-style wet bar with glass shelving, dark cabinetry, and an integrated beverage fridge. The open floor plan effortlessly accommodates a billiards area and a game table, all centered around a second stunning stacked-stone fireplace with a modern linear firebox and natural wood mantle. Just off the lounge is the home's dedicated gym, a private sauna and bathroom. Step outside to a private deck to unwind around a cozy fire pit table and mounted outdoor TV. A built-in gas grill with beverage refrigerator completes the outdoor experience. Adding to the effortless lifestyle is a two-car attached private garage. Located just minutes from Keeneland, Bluegrass Airport, and major corridors, this is lock-and-leave luxury at its absolute finest.

Welcome home to this well-maintained brick ranch nestled in the heart of Gardenside! Built in 1960, this charming home offers 3 bedrooms, 1.5 baths, and a functional floor plan filled with warmth and character. The spacious eat-in kitchen provides plenty of room for everyday dining, while the partially finished basement adds valuable living space with a comfortable family room and dedicated office, perfect for working from home, hobbies, or entertaining. Outside, enjoy morning coffee on the inviting covered front porch or unwind on the private covered rear patio overlooking the backyard. Car enthusiasts, hobbyists, and DIYers will appreciate the detached two-car garage complete with an attached workshop. Conveniently located close to downtown Lexington, parks, shopping, dining, and all that Gardenside has to offer, this lovingly cared for, move-in ready home presents a wonderful opportunity to make it your own.

Discover this inviting third-floor condominium with vaulted ceilings creating a bright, open, and airy atmosphere. This Sheridan model features 2 bedrooms, 2 bathrooms, and a versatile flex room perfect for a home office or den. The main living areas showcase elegant newer carpet throughout. Beautifully maintained and only used seasonally, this condo boasts numerous updates, including: New water heater (2024) Roof replacement by HOA (2023), quartz countertops in the kitchen, and an assigned parking space as close as one can desire, along with nearby guest spaces. Residents enjoy access to community amenities such as a fitness center, pool, and also located to nearby Legacy Trail. Convenience is at your doorstep with a new Publix, Kroger, dining options, and shopping nearby. Plus, the location offers easy access to I-75, downtown Lexington, Georgetown, New Circle Road, and the Kentucky Horse Park.

Rare opportunity to acquire two fully renovated four-plexes at 1041 & 1043 Cross Keys Road ? sold together only, will not be divided. Eight units total, all currently occupied by long-term tenants with an exceptional payment history. Properties feature hardwood floors throughout, updated kitchens, central HVAC, garage parking with washer/dryer hookups in every unit, and marble window sills. Seller has maintained both buildings meticulously since a complete renovation in 2015, including full electrical rewire, new plumbing fixtures, all new appliances, and central air added to all units. Rents are currently below market, offering immediate upside for a new owner. In close proximity to James Lane Allen Elementary, Wolf Run Park, Kroger, and Gardenside Shopping Center. Do not disturb tenants. All inquiries to listing agent.

This 4-bedroom, 3.5-bath home in South Frankfort offers the perfect blend of character and modern convenience. Situated on a corner lot adjacent to Dolly Graham Park, it provides easy access to the splash pad and additional city-owned green space directly across the street. The two-story floor plan showcases beautiful hardwood floors, high ceilings, exposed brick, and accent lighting throughout. The first-floor primary suite features a decorative fireplace, a spacious walk-in closet, and an en-suite bath with tile finishes. The kitchen is equipped with stainless steel Maytag appliances, granite countertops, and ceramic tile flooring. Upstairs, you'll find a second primary suite, two additional bedrooms, and another full bathroom, providing ample space for family or guests. The extensive 2019 renovation included a new roof, vinyl siding, windows, HVAC systems, plumbing, electrical, a new garage door, a new deck, chimney removal, and more—all completed with the proper permits and inspections. A detached garage is prepped for electric service, and an attached storage shed provides additional storage. Centrally located in the heart of Frankfort with easy access to the Capital, restaurants, shopping, and the popular Bourbon Trail!

THE ESTATE & VINEYARD AT BLUEGRASS TRACE , Offered at $4,950,000 , 50 +/- Acres A rare legacy acquisition positioning the pinnacle of Bluegrass commercial real estate alongside a world-class, fully operational enterprise. Situated along Kentucky's historic Bourbon Trail corridor, this magnificent 50-acre estate represents the ultimate convergence of premium hospitality tourism, commercial agribusiness, and estate-scale viticulture. Engineered for an immediate, seamless transition of ownership, this turn-key destination offers substantial brand equity and an advanced direct-to-consumer infrastructure. STRATEGIC GOLDEN TRIANGLE LOCATION: The property commands an unrivaled position within the highly coveted Golden Triangle of the Bluegrass—perfectly anchored between premier bourbon distilleries, Blue Grass Airport, and the legendary Keeneland Race Course. This micro-location serves as an elite gateway to international horse enthusiasts and high-net-worth equestrian clientele flying into the region, providing an immediate, built-in audience for upscale private tastings, luxury event venue bookings, and high-tier hospitality tourism. IP & ESTABLISHED RECURRING REVENUE: A phenomenal driver of immediate, predictable cash flow is the property's thriving direct-to-consumer framework. The sale features established brand assets allowing the next steward to immediately capitalize on active revenue, including an active Wine Club membership base with recurring purchase history, alongside two (2) Trademarked Wine Labels complete with distinctive brand identities and proprietary wine recipes. PRODUCTION INFRASTRUCTURE & ASSETS: A self-sustaining, turn-key wine production engine. The expansive 50+/-acre footprint features 17 acres strictly dedicated to mature, premium vines on professionally engineered trellis systems. The sale includes all industrial-grade processing machinery required to manage the entire lifecycle on-site: a Mechanical Harvester, a Custom Grape Press, advanced crushing/de-stemming equipment, and an Automated Bottling Machine. Crucially, the price also includes all existing bottled wine inventory, oak aging barrels, and bulk fermentation tank inventory, protecting product aging cycles and enabling immediate retail revenue. COMPREHENSIVE 4-BUILDING COMPOUND: Masterfully arranged to optimize guest experiences and estate logistics: (1) Main Building (11,265 SF) featuring a premium tasting room, customer lounge, upscale indoor/outdoor entertaining spaces, and private executive offices/owner's suite with vaulted ceilings. (2) High-capacity covered Wedding & Event Pavilion (3,700 SF) framing panoramic valley views. (3) Dedicated, climate-controlled Bottled & Boxed Wine Storage Facility (2,720 SF). (4) Substantial Farm & Equipment building (3,402 SF) to secure advanced viticulture machinery out of sight from guests. With all machinery, active liquid stock, wine club revenue, trademarks, and high-end infrastructure included, there is zero down-time required. Secure a premier commercial engine uniquely positioned at the epicenter of Bluegrass tourism and agribusiness.

Discover downtown living at 103 Watson Court. Tucked away on a peaceful street, this stunning 2-bedroom, 2.5-bath home showcases hardwood flooring throughout, tasteful updates, and timeless finishes. Designed with both comfort and functionality in mind, this home offers an inviting atmosphere perfect for families or anyone looking to enjoy the charm of downtown Frankfort. Enjoy being just a short walk from your favorite local restaurants, shops, and the Kentucky State Capitol, while still coming home to the quiet comfort of this desirable location.

Just under 26 +/- acres located in Versailles, this unique tract offers a rare blend of seclusion, natural beauty, and development potential. The property borders Grier's Creek and the Kentucky River, creating a scenic and peaceful setting with abundant wildlife and mature landscape features. A portion of the land has been surveyed, with the 100-year floodplain clearly identified and recorded at the courthouse. A designated building area has already been cleared and lies outside of the floodplain, offering a ready-to-build homesite. Utilities including water and electric are located just across the road for convenient access, though none are currently on site. The property includes gate to a gravel driveway, a small pond, a beautiful poplar thicket, and a mix of open and wooded ground. Approximately 1-2 acres are cleared for potential crop or pasture use, while roughly 5 acres remain in untouched natural state. A successful perc test has been completed for septic approval. Zoned as a conservation area, this tract offers privacy, natural character, and multiple possibilities for a future homesite or recreational retreat. Schedule your showing today!

Designed by architect Lynn Pedigo, exquisitely appointed by Carol Gullett, and masterfully built by Atchison Heller, this extraordinary estate blurs the line between architecture and art. Every space has been thoughtfully composed so that the ceiling—not the walls—defines each room, creating an uninterrupted flow while giving every gathering place its own identity. It is a home that must be experienced to appreciate the remarkable craftsmanship, thoughtful engineering, and design. From the moment you enter beneath the illuminated domed ceiling and intricate five-species hardwood inlay, every detail reflects a level of design and execution rarely available at any price. Backlit onyx, hammered copper, artisan woodwork, museum-quality finishes, custom millwork, hand-selected materials, and integrated smart home technology combine to create a residence that is both timeless and unforgettable. Outside, the experience continues with a resort-caliber saltwater pool and overflowing spa, an extraordinary cabana finished with reclaimed barnwood from the builder's family farm, outdoor kitchen, projection screen, custom landscaping that offers seasonal color throughout the year, and elegant lighting that transforms evenings into unforgettable gatherings. This is a home was conceived without compromise—where every ceiling is a masterpiece, every room has its own identity, and every detail reflects an investment in excellence rarely found at any price. What's more, it is located across from Central Kentuckys rolling horse country and only minutes to University of Kentucky and downtown Lexington.

Welcome to 515 Woodbine Drive! This spacious 3-bedroom, 2-bath home offers over 2,000 square feet in desirable Lafayette Subdivision. The main level features a primary suite with new carpet, an updated bath with granite countertops, a living room with fireplace, formal dining room, and a kitchen with granite countertops that opens to large great room with custom-built-ins and exposed wood beams. Upstairs are two additional bedrooms and a full bath. The finished lower level includes a rec room, home office, utility room and plenty of storage. Enjoy the backyard with a relaxing patio, perfect for entertaining or unwinding after long days.

Turn-key four-plex income property in one of downtown Lexington's most sought-after locations—the thriving Jefferson Corridor, surrounded by recently completed high-end developments. This investment opportunity is currently fully leased, generating over $50,000 in annual rental income with low maintenance requirements. Major system upgrades include high-efficiency heating and cooling, along with updated electrical that is separately metered completed in 2021—offering flexibility for potential individual unit sale. While preserving its original charm featuring vaulted ceilings, beautiful hardwood floors, and classic window moldings. Residents have in-unit washer and dryer and a private fenced backyard with community firepit. Additional highlights include on-site garage parking with extra parking available. Ideally located with short distance to the University of Kentucky, Rupp Arena, Transylvania University, as well as popular dining and entertainment destinations such.

Wind Haven was designed for comfort and entertaining. This magnificent 6 bedroom, 4 full bath home resting on an acre of land with a beautiful lush greenscape in the rear for serenity and privacy. This fabulous home offers an expansive, exquisite gourmet kitchen, 2 fireplaces, 3 car garage and finished basement. The primary suite is cavernous as one would expect in a home as lovely as this home is. There is a bedroom and full bath on the first floor, a spacious wet bar for game day gatherings, updated bathrooms, large walk in closets and many other favorite design features found in homes of the highest quality. Wind Haven has so much to offer, this is one you won't want to miss!

Unit #400 at Center Court Condominiums offers a rare opportunity to own one of the most private and desirable units in the building. Located on the 4th floor as a top-floor end unit, this 2-bedroom, 2-bath condo overlooks Bolivar Street and features great natural light, attractive views, and an exceptionally functional layout. Thanks to its premium corner location, Unit 400 is one of the quietest residences in the building, offering added privacy and minimal neighboring traffic. Perfect for students, this condo is just steps from the University of Kentucky campus, making it incredibly convenient for getting to classes, dining, sporting events, and everything campus life has to offer.

Tucked into one of Lexington's most walkable blocks, this extraordinary loft-style residence began life as the historic Bluegrass Cigar Flats and was thoughtfully converted to residential use in mid 2000's. The result is a rare blend of urban character and refined design — a soaring open floor plan, original brickwork, reclaimed wood floors throughout, clever hidden doors, and custom built-ins, bookshelves, and storage at every turn. At its heart is a showstopping kitchen: polished concrete countertops, a Wolf gas range, dual dishwashers, Sub-Zero refrigeration, wine cooler, beverage refrigerator, and freezer drawers, anchored by an enormous butler's pantry. Spa-inspired marble baths feature Waterworks fixtures, and a generous family room invites you to gather and unwind. Currently styled as a private speakeasy for the seller's personal use, the home is ready to return to full-time residential living with purely cosmetic updates — a blank canvas with serious soul. Walk to the University of Kentucky, downtown restaurants, and shops, and enjoy a location that's convenient to absolutely everything. Loft living with this much history, craftsmanship, and location simply doesn't come along often. This one's a must-see.

Step into timeless elegance with this magnificent Victorian Mansion where classic architectural charm meets modern comfort. Showcasing exquisite architectural details, soaring ceilings, intricate woodwork and grand living spaces. This exceptional 4 bedroom residence offers a rare opportunity to own. a true showcase. Situated on a one acre lot in prestigious Lakes At Equestrian Estates. Thoughtfully designed floor plan features generously sized bedrooms (2 en suite), elegant entertaining spaces and picturesque views of surrounding grounds. This remarkable estate offers the perfect blend of historic character and modern-day living. WHERE ELEGANCE, REFINED LIVING AND COUNTRYSIDE TRANQUILITY COME TOGETHER.

Discover modern living in this beautifully crafted new construction Craftsman-style shotgun home in downtown Lexington. Offering 3 bedrooms, 2.5 bathrooms, and approximately 1,000 square feet, this thoughtfully designed home features the convenience of a first-floor bedroom and a full bath on the main level. The open-concept living area flows into a stunning kitchen with custom cabinetry, quartz countertops, stainless steel appliances, designer lighting, and stylish finishes. Upstairs, you'll find two additional bedrooms, a full bath, a half bath, and a dedicated utility closet for added convenience. Every bathroom showcases unique designer tile, wallpaper, and upscale fixtures. Located just minutes from Transylvania University, the University of Kentucky, restaurants, breweries, shopping, and downtown entertainment, this home offers exceptional craftsmanship, efficient design, and low-maintenance living with distinctive style.

Welcome to 1368 Keene South Elkhorn, a rare opportunity to own a truly turn key 20 acre horse farm! Conveniently located near Versailles and Lexington, it has been home to multiple stakes winners and Arkansas and Kentucky Derby contenders! Located at the end of a quiet country lane, you'll appreciate the curb appeal of the home from the second you drive up. Step on to the wrap around porch and enter in to the airy two story foyer. To your left, you'll find the poplar paneled study with built-ins and fireplace. To your right, the spacious formal living room opens to the formal dining room. The kitchen boasts reclaimed hardwood floors from Hamburg Place, two refrigerators, walk in pantry, two sinks, breakfast nook, massive center island with cooktop and an Aga stove. A lovely screened porch, half bath and laundry room are off the kitchen. The first floor primary suite is generously sized and offers an en-suite bath and walk-in closet. Upstairs, you will find two large bedrooms, each with en-suite bathrooms and walk-in closets. The lower level features a bar area, theater room, sauna, guest quarters, spa like bathroom, home gym, office and plenty of storage space. The two car detached garage is at the rear of the home and has a staircase leading to storage above. There is also a 16x16 heated and cooled dog kennel building behind the garage. The 12 stall Amish built metal barn with 40x40 arena offers a tack room, tankless water heater, 2 wash/grooming stalls, hay loft and covered concrete pad for equipment storage. Other outdoor features include 7 paddocks, new 4 board fencing, recently paved driveway, Varnan waterers, and a small vineyard with multiple fruit trees including apple, pear, pawpaw, peaches, figs, apricots and plums. You'll love the location, just minutes from grocery stores, restaurants and Keeneland, and close to prestigious farms like Darley, Shadwell and Mill Ridge.

Welcome to elevated downtown living at Main & Rose! Unit 307 offers the perfect blend of convenience, style, and lifestyle in one of Lexington's most desirable locations. This beautifully appointed 1 bedroom, 1 bathroom residence features stunning city views, modern finishes, and an unbeatable location just steps from Lexington's best dining, entertainment, shopping, and nightlife. Enjoy amenities rarely found in downtown living, including secure access, fitness facilities, resident spaces, and more. Whether you're looking for a low-maintenance home, a downtown retreat, or a premier investment opportunity, this unit delivers a truly unique living experience in the heart of Lexington.

Beautiful move in ready Wellington Chase top floor 2 Bedroom, 2 Bath condominium overlooking trees and the pool. Some of the features include vaulted ceilings, laminate flooring, an entry foyer, fully equipped kitchen with kitchen bar and new stainless appliances, a utility room including washer & dryer, open great room/dining room combination, home office with built-in bookcases, primary bedroom with walk-in closet and private bath with walk-in shower, second bedroom with shared bath. This home includes a separate attached garage with garage door opener, a dedicated parking space at the front door and exterior storage on the covered deck. The HOA fee covers the clubhouse, fitness center, pool, water, sewer, trash, exterior maintenance, exterior insurance, secure building access and your garage. This property is conveniently located near parks, shopping, Fayette Mall, restaurants, UK, Hospitals and more. The Wellington Chase community is known for its friendly atmosphere and well-maintained surroundings. Residents often engage in community events and leisure activities, fostering a sense of belonging and connection.

Experience the best of in-town living in this recently renovated 4-bedroom, 3-full-bath home situated in Downtown Lexington's vibrant East End neighborhood. This move-in-ready residence offers style, comfort, and an unbeatable location just steps from everything the city has to offer. Inside, the open floor plan creates an inviting flow designed for both everyday living and effortless entertaining. The light-filled living room connects seamlessly to the updated kitchen, where modern finishes and functional design make gathering with family and friends a pleasure. A first-floor primary suite, along with a second bedroom and full bath, provides ample space for family, guests, or roommates. Upstairs find 2 additional bedrooms, full bath and loft area. Step outside to your own private retreat—a fully fenced backyard with patio space perfect for morning coffee, weekend cookouts, or relaxing evenings under the stars. A newly built 2-car garage with storage above adds value and versatility, whether you need extra room for hobbies or seasonal décor. Convenient driveway access from Ohio Street makes coming and going a breeze. Enjoy being steps from Martine's Pastries, Lyric Theatre, popular restaurants, nightlife, and the energy of Downtown Lexington. This home combines beautifully updated indoor and outdoor spaces, generous garage capacity, and walkable convenience in a highly desirable setting.

Dreaming of more space, a great neighborhood, and a home ready for you to enjoy. This is it! Imagine enjoying your morning coffee in a sun-filled sunroom, hosting cookouts on your private patio, and relaxing by the neighborhood pool all summer long. This beautifully maintained 4-bedroom, 2.5-bath home in sought-after Copperfield offers the perfect blend of comfort, style, and convenience. With a new roof and HVAC (2025), the big-ticket updates are already done—giving you peace of mind for years to come. The open layout is perfect for family gatherings and entertaining, featuring a spacious kitchen with breakfast bar, a cozy family room with fireplace, formal living and dining rooms, and a bright sunroom that you'll never want to leave. Upstairs, the spacious primary suite is your own private retreat with an updated bathroom and generous closet space, plus three additional bedrooms for family, guests or a home office. Located just minutes from shopping, restaurants, and everything you need, this home offers the lifestyle you've been waiting for. *Some photos have been altered to show a fresh coat of paint.