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144 N Broadway, Lexington
$5,700,000
26011350 MLS ⋅ ACTIVE Status
Introducing a stunning, four-story mixed-use architectural gem positioned in the absolute heart of downtown Lexington. This premier property offers an unparalleled live-work-play dynamic, crowned by exclusive ground-floor prestige and exceptional upper-level versatility. The Ground Floor: Home to an ultra-exclusive, private club featuring an intimate atmosphere, high-end finishes. Floor 2 Flooded with natural light, these expansive floors offer flexible layouts perfect for high-end boutique offices, or creative studio spaces overlooking the vibrant cityscape. Floor 3-4 5 luxury Air B&B units. Once outside and you are seconds away from Lexington's finest dining, bourbon bars, and cultural landmarks. With its irreplaceable location, distinct historic-meets-modern character, and diverse income streams, this building is a trophy asset for the discerning investor.

144 N Broadway, Lexington
277 E High St, Lexington
$3,790,000
26029225 MLS ⋅ ACTIVE Status
Highly Visible Downtown Office Space or amazing redevelopment opportunity. Position your brand at the center of it all. This iconic office building offers a rare combination of high-profile visibility and unparalleled convenience in the heart of downtown Lexington.Designed for firms that value both prestige and practicality, this property ensures your team and your clients are always exactly where they need to be. Situated on a high-traffic corridor, the building's striking architecture provides a 'billboard effect' for your business, capturing the attention of thousands of commuters and pedestrians daily. Onsite Private Parking: Say goodbye to the downtown 'parking hunt.' This building features a dedicated onsite parking lot, providing seamless access for employees and a premium, stress-free experience for visiting clients.Walkable Urban Lifestyle: Step out the front door and into Lexington's vibrant core. You are minutes away from the District Courts, City Hall, and the city's finest dining, coffee shops, and banks. Building consists of 24 offices 8 half baths, 2 break areas, 1 training room, Server Room, File room, 2 copy rooms and a reception area. Don't miss the opportunity to occupy one of the most recognizable professional hubs in Central Kentucky. Whether you are a growing tech firm, an established law practice, or a creative agency, this building offers the identity and infrastructure required for your next chapter of growth.

277 E High St, Lexington
250 E Short St, Lexington
$1,895,000
26015715 MLS ⋅ 8,102 SqFt. ⋅ ACTIVE Status
Renovated in 2018, 250 E. Short Street offers modern interior finishes in a great downtown location. The entry way is a split level with glass and wood beams. The space has beautiful hardwood flooring, tall ceilings and large windows which provides ample natural lighting. Investment Opportunity - Downtown Lexington: Located in the heart of downtown Lexington, 250 East Short Street presents an exceptional opportunity for investors seeking a high-quality, income-producing asset in a premier location. The building underwent a complete renovation in 2018 by the current owner and stands as one of the most attractive and well-maintained properties in the downtown market. Over the past year, portions of the building have been further improved and customized to accommodate the specific needs of its three current tenants, enhancing both functionality and tenant satisfaction. The property also features a dedicated parking lot on the west side of the building, providing nine reserved parking spaces for tenants and their clients—a valuable amenity in the downtown area. Currently fully occupied by three tenants, this multi-tenant investment offers stable cash flow and delivers an attractive 6.7% capitalization rate, making it an outstanding opportunity for investors seeking strong returns and long-term value appreciation. Property Highlights: -This building offers prime Downtown Lexington location -Fully renovated in 2018, with some additional tenant-specific improvements completed within the past year -With three established tenants, this investment generates income from day one -Nine reserved on-site parking spaces -Well-maintained, turnkey investment opportunity with a 6.7% CAP Rate

250 E Short St, Lexington
161 N Limestone, Lexington
$1,825,000
26004750 MLS ⋅ 7,343 SqFt. ⋅ ACTIVE Status
Rarely available downtown building with upscale renovations throughout. First Floor owner-occupied by Georgie's Social House with Lease back preference/potential for fresh 5-year term open closing. https://georgieslexington.com Second Floor on a recent Lease with 5-year term through October 2030 (Relix Bridal, Inc.): https://relixbridal.com Third floor offers common kitchenette and restrooms with individual office suites that historically lease for $750/month. Now vacant to accommodate new owner preference as it could be easily converted to a single office space for owner use, or for new single-tenant lease, or to continue as individual office suites which typically lease quickly. Complete renovations in 2020 included new roof, hardwood floors throughout, elevator (coded for private access), new lobby with mail room, 2 kitchenettes, 2 restrooms per floor, new HVAC systems, interior and exterior paint, handicap accessible ramp, and attractive and creative office look on floors 2 and 3 with exposed brick and open ceilings. Location Description: -Prime Downtown Location on popular N Limestone Street @ corner of Church Street -Across from the Courthouse, making it attractive to attorneys and various office users -Surrounded by downtown staple restaurants like Le Deauville, Corto Y Lima, Pearl's, Lussi Brown Coffee, Jack Brown's, and more Property Highlights: -A classic 3-story building with an elevator, this is one of the most historic buildings in Downtown Lexington -Opportunity for owner occupancy, or as investment opportunity given seller lease back potential + recent second floor lease on 5-year term, and potential for quick activiation of new office lease(s) on the third floor -This offering has been intentionally timed and structured to accommodate variety of Buyer preferences - from establishing new owner/use possibilities, buyer preferred tenancies, or toward furthering the existing seller tenancy opportunities

161 N Limestone, Lexington
106 W Vine St Unit 403, Lexington
$1,085,000
2 Beds ⋅ 2 Baths ⋅ 26027142 MLS ⋅ 1,452 SqFt. ⋅ ACTIVE Status
Experience luxury living at The Vine, downtown Lexington's newest boutique condominium designed for those who want more than just a place to live. With only one 2-bedroom residence currently move in ready, this sophisticated corner unit delivers a rare blend of style, comfort, and elevated luxury. Expansive windows flood the living spaces and bedrooms with natural light, while designer details that include, chef-worthy Sub-Zero and Wolf appliances, custom pantry, custom closets, designer wallpaper, window treatments, and private balcony add warmth and personality to the modern design. As an added plus, this unit is sold with 2 covered and designated parking spaces. Beyond your front door, The Vine HOA includes utilities for the condo as well as a social membership to The Vine Club offering resort-style amenities including the lounge, spa with cold plunge, sauna and hot tub, fine dining restaurant and the rooftop pool is almost complete. The Vine HOA concierge services includes a doorman, building security, plus a professional management group is already in place for short-term rental opportunities. Located steps from Rupp Arena, the University of Kentucky, restaurants, nightlife, and downtown entertainment, this is the kind of property that rarely becomes available. Luxury, convenience, and lifestyle all wrapped into one exceptional address.

106 W Vine St Unit 403, Lexington
106 W Vine St Unit 809, Lexington
$995,000
2 Beds ⋅ 2 Baths ⋅ 26026170 MLS ⋅ 1,092 SqFt. ⋅ ACTIVE Status
Experience elevated downtown living at The Vine. This residence offers thoughtfully selected finishes, a distinctive tray ceiling, a private balcony overlooking the city, and a location near the top of the building. The unit includes two parking spaces and is the only residence with an electric vehicle charger at one of its designated spaces. Residents enjoy access to a rooftop pool, The Vine Club, concierge service with a doorman, and management services for short-term rentals. A social membership to The Vine Club is also included. With close proximity to Rupp Arena, the University of Kentucky, restaurants, nightlife, and other downtown Lexington amenities, this residence offers a sophisticated blend of convenience, comfort, and city living.

106 W Vine St Unit 809, Lexington
350 New St, Lexington
$990,000
3 Beds ⋅ 4 Baths ⋅ 26008624 MLS ⋅ 3,320 SqFt. ⋅ ACTIVE Status
3.99% interest rate through owner financing is available to qualified buyers. Please inquire with listing agent for details. Located in the heart of Lexington, 350 New Street is a truly one-of-a-kind residence offering approximately 3320 square feet of thoughtfully curated living space. With 3 bedrooms, 2 full baths, and 2 half baths, this home seamlessly blends the historic charm of Gratz Park with modern conveniences such as an in-home elevator and luxury appliances. Upon arrival to this urban masterpiece, rich in character, you'll immediately admire the reclaimed North Carolina pine floors in the family room on the ground floor level. The owners have painstakingly prepared this space with special touches such as the distinctive equestrian-themed moulding in the office area, stunning cherry live-edge countertops from a tree on their former property in Maryland, and a custom horseshoe wine rack that conveys. The adjoining wet bar includes a convection microwave, under-counter refrigerator and small dishwasher for all the functionality you could want. Right outside the family room and truly dazzling is an absolutely stunning courtyard complete with abundant flower gardens, a center fountain and plenty of space to dine or throw the most impressive garden party. On the second floor you'll find a truly standout space, the library, featuring walnut paneling, custom blinds, and illuminated built-in bookcases and display cabinets—perfect for both quiet moments and entertaining. This area flows into the kitchen and main living area. The kitchen amplifies the gourmet experience with high-end appliances including a Sub-Zero refrigerator, Thermador gas cooktop, and Bosch dishwasher, offering flexibility for everyday living and hosting guests. Thoughtful details like pull-out pantry shelving, toe-kick drawers, and custom maple glazed cabinetry throughout reflect the home's exceptional design and detail. The half-bath features wallpaper with Gratz Park scenes and is custom to the house. On the third floor the fully renovated primary suite (circa 2015) is a private retreat, complete with a steam shower, heated bathroom floor, custom cabinetry, more than abundant closet storage, and an exceptional view of the courtyard. You can keep an eye on the iconic blue 5th/3rd building from your bedroom window. Two spacious additional bedrooms and a second full bath complete the third level. Fortunately for you, the owners have upgraded the elevator in 2025 with a $50,000 investment in state of the art technology and mechanics. At the top of the house, the spacious attic provides extensive storage space accessed by pull-down stairs and enhanced with a power lift for convenience in moving large or heavy objects. Outdoor living is a delight with an extended composite deck, commercial retractable awning, and custom stainless cable railing, as well as a charming courtyard fountain with remote-controlled bubbler. An irrigation system ensures the mature landscaping will thrive in all seasons! Additional highlights include a new-in-2025 electric water heater, updated electrical panel with whole-house surge protection, newer HVAC systems, and a recently replaced roof. The garage offers a workshop space, convertible refrigerator/freezer, and generous shelf storage, adding both functionality and convenience to this exceptional home. Don't miss the video included in this listing.

350 New St, Lexington
300 E Main St Unit 510-560, Lexington
$850,000
26014210 MLS ⋅ 9,717 SqFt. ⋅ ACTIVE Status
Position your business for long-term success with this rare opportunity to acquire an entire top-floor office portfolio at 300 East Main in the heart of downtown Lexington. Consisting of 9,717 square feet, the offering includes multiple office suites that can function seamlessly as a single headquarters for an owner-occupant or be divided into individual suites for investment or multi-tenant use. This portfolio offers privacy, flexibility, and expansive downtown views, creating an ideal environment for professional offices, medical users, creative firms, or regional headquarters. The adaptable layout allows buyers to customize the space to meet operational needs while also providing the potential for additional income through leasing individual suites or potential growth. Situated within walking distance to downtown restaurants, government offices, banking, and entertainment, this property combines convenience, visibility, and flexibility in one of Lexington's most established business corridors. Opportunities to control an entire floor in downtown Lexington are increasingly limited, making this a compelling option for both investors and owner-users seeking a strategic long-term asset. Located in the core of Downtown Lexington, 300 East Main offers immediate access to the city's central business district, government offices, financial institutions, restaurants, hotels, and entertainment venues. Positioned along East Main Street, Lexington's primary downtown corridor, the property benefits from excellent visibility, convenient connectivity, and a highly walkable urban environment. The location provides quick access to New Circle Road, Interstate 75, and Interstate 64, allowing efficient travel throughout Lexington and the surrounding Central Kentucky region. Nearby amenities include the Lexington Convention Center, Rupp Arena, and the growing collection of downtown dining, retail, and hospitality destinations that continue to drive investment and activity within the urban core. -Rare opportunity to acquire an entire top floor of office space in Downtown Lexington, KY offering a flexible floor plan. -8 parking spaces (3 covered and 5 surface spaces) with 4 additional visitor parking spaces. -20 private offices, large conference room, 2 kitchenettes, large private meeting room, and two large open workspaces.

300 E Main St Unit 510-560, Lexington
579 W Short St, Lexington
$800,000
3 Beds ⋅ 5 Baths ⋅ 26013475 MLS ⋅ 3,897 SqFt. ⋅ ACTIVE Status
Rare opportunity to own a piece of downtown Lexington history at 579 W Short Street. Ideally located in the heart of the city, this unique property places you within walking distance of Lexington's finest restaurants, shopping, entertainment, parks, and local attractions, offering the true downtown living experience. This three-story historic home is ready for its next chapter. The property has been extensively prepared for renovation, with much of the heavy lifting already completed, including updated electrical and plumbing systems, as well as excavation of the basement to create taller ceilings and expanded usable space. With the home gutted and ready for finishing, buyers have the unique opportunity to design and customize the interior to their own vision while preserving the character and charm of a historic downtown residence. Adding to the property's appeal is a detached two-car garage with a one-bedroom apartment above, offering excellent potential for rental income, guest quarters, a home office, or mother-in-law suite. With valuable yard space, off-street parking, income-producing possibilities, and an unbeatable downtown location, this is a rare chance to create a one-of-a-kind residence or investment property in one of Lexington's most sought-after areas. Bring your vision and transform this historic gem into something truly extraordinary.

579 W Short St, Lexington
514 W Short St Unit 101, Lexington
$795,000
2 Beds ⋅ 3 Baths ⋅ 26003648 MLS ⋅ 3,154 SqFt. ⋅ ACTIVE Status
One of the finest Condo's in the heart of downtown is capturing the eclectic vibe of the urban area with abundance of living & entertaining spaces just steps from Rupp Arena, the new Gatton Park, Fine Dining and much more! This beautifully updated residence offers inviting covered front entry with remote phantom screen, fabulous custom Chef's Kitchen, living room with soaring ceiling, built-ins w/ fireplace, 1st level Primary suite with laundry, walk in closet and luxury bathroom, half bath and large pantry, the second level offers home office, full custom bath, bedroom w/ loft and storage space, the lower level offers a paneled den with exceptional wine cellar and versatile spaces for storage, craft room & utility area. The large shared rear deck offers optimum space for morning coffee, evening cocktails & grilling. Adjacent climate-controlled garage with reserved space and additional guest parking makes this a desirable location. Don't miss this special opportunity.

514 W Short St Unit 101, Lexington
472 W Second St, Lexington
$765,000
4 Beds ⋅ 3 Baths ⋅ 26016618 MLS ⋅ 2,640 SqFt. ⋅ ACTIVE Status
LISTED BELOW APPRAISED VALUE!! Step into a piece of Lexington history where timeless architecture meets sophisticated modern living. Built in 1875 and inspired by the elegance of a mid-1700s Charleston, South Carolina residence, this remarkable 2,640-square-foot home is one of downtown's true architectural treasures. Completely renovated in 2017, every update was thoughtfully designed to preserve the home's irreplaceable character while seamlessly incorporating today's modern conveniences. Every room tells a story while providing the comfort and style today's buyers expect. To top it off LOCATION!!! Situated in one of downtown Lexington's most prestigious historic districts, you're just steps from everything that makes city living exceptional. Walk to Rupp Arena, acclaimed local restaurants, breweries, boutique shopping, coffee shops, entertainment, parks, and year-round events. Historic charm. Modern luxury. An unbeatable downtown lifestyle. Opportunities like this rarely come along.

472 W Second St, Lexington
525 W Main St Unit 315, Lexington
$525,000
2 Beds ⋅ 2 Baths ⋅ 26027074 MLS ⋅ 1,318 SqFt. ⋅ ACTIVE Status

525 W Main St Unit 315, Lexington
345 W Vine St Unit 1806, Lexington
$475,000
2 Beds ⋅ 3 Baths ⋅ 26010811 MLS ⋅ 1,476 SqFt. ⋅ ACTIVE Status
Experience the height of downtown Lexington in this 18th floor condo located within the newly renovated Hilton hotel. This property combines the convenience of a downtown location with the potential for a full renovation to transform it into a one-of-a-kind luxury residence. Enjoy the luxury of all the Hilton amenities including access to the indoor pool, spa and state-of-the-rt fitness facility. This condo is perfectly positioned for those who want to be at the center of it all with direct pedway access to Central Bank Center and Rupp Arena. And you will be just steps away from top rated restaurants, shopping, The Lexington Opera House, library, parks and green spaces. Your signature home awaits in a building that defines the Lexington skyline.

345 W Vine St Unit 1806, Lexington
200 W 2nd St Unit 101, Lexington
$425,000
2 Beds ⋅ 2 Baths ⋅ 26023284 MLS ⋅ 1,160 SqFt. ⋅ ACTIVE Status
Welcome to Suite 101 at The Lofts at Gratz Park, a rare opportunity to enjoy true loft-style living in one of downtown Lexington's most desirable historic districts. Set within an intimate community of just eight residences, this beautifully renovated first-floor condo offers 1,160 square feet, two bedrooms and two full bathrooms, all just steps from the charm of Gratz Park and the best of downtown Lexington. Originally the building's model unit, Suite 101 blends historic character with stylish, contemporary finishes. Soaring 10-foot ceilings, exposed joists and ductwork, beautiful exposed brick, refinished hardwood floors and abundant natural light create the industrial-modern aesthetic that makes this home so distinctive. The completely renovated kitchen opens to the main living space and features stainless steel appliances, updated cabinetry and leathered granite countertops and backsplash. One of the home's most unique features is the automated glass and stainless-steel garage door separating the living area from the second bedroom/flex space. Open it to create an expansive loft-style living, office or entertaining space, or close it to define the second bedroom or guest space. Both full bathrooms have also been beautifully renovated with tiled showers and floors, upgraded vanities with granite countertops, updated fixtures and even Bluetooth speaker-equipped bathroom fans. Additional features include a ventless fireplace, custom closets, updated lighting and ceiling fans, an in-unit washer and dryer, newer water heater, closed-circuit video entry, keyless building access and private basement storage. One designated parking space included. Outside your door, enjoy one of Lexington's most walkable downtown locations, with restaurants, boutiques, arts, entertainment, the Lexington Opera House, Rupp Arena and beautiful Gratz Park all nearby. Historic character, modern design and an exceptional downtown lifestyle come together in this truly one-of-a-kind residence.

200 W 2nd St Unit 101, Lexington
541 W Short St Unit 3, Lexington
$399,000
2 Beds ⋅ 3 Baths ⋅ 26024986 MLS ⋅ 1,480 SqFt. ⋅ ACTIVE Status
Location, location, location! The "three L's" truly set this Opera House Square townhome apart. Ideally positioned in the heart of downtown Lexington, you're approximately 1.5 blocks from the new Gatton Park and just moments from Rupp Arena, restaurants, bars, hotels, the Farmers Market, the Opera House, and all the energy of downtown. Yet, with the neighboring church providing a welcome buffer from city activity, this gated community offers a surprising sense of separation and privacy. Inside, the spacious two-story layout offers an excellent foundation for buyers ready to make it their own. The main level features an expansive living room with a gas fireplace and built-in shelving, a dedicated dining area, kitchen with breakfast bar seating, and guest half-bath. Upstairs, the dual-suite design includes two bedrooms, each with a private attached bath, plus a convenient laundry nook. One of the property's standout features is the enclosed, open-air brick garden patio—a rare find among competing downtown properties and an inviting spot for outdoor dining, entertaining, gardening, or simply relaxing. An outdoor shed provides additional storage. Recent enhancements include updated light fixtures in the kitchen and baths, fresh interior paint, and newly drywalled living room accents. Concrete-block separation walls shared by only select units further enhance the feeling of privacy and quiet. With a great layout, exceptional downtown location, and hard-to-find private outdoor space, this property presents an exciting opportunity to renovate, customize, and create a downtown residence tailored to your style. The HOA is just $185, and the seller has already paid a $5,000 assessment, which the seller indicates is anticipated to cover association needs for approximately the next five years. Bring your vision and take advantage of an opportunity to make this ideally located downtown townhome your own.

541 W Short St Unit 3, Lexington
350 E Short St Unit 211, Lexington
$360,000
2 Beds ⋅ 2 Baths ⋅ 26027351 MLS ⋅ 1,068 SqFt. ⋅ ACTIVE Status
Improved price! Great opportunity to secure a turn-key condo in a highly sought-after Lexington neighborhood.This 2 bedroom 2 bath condo offers modern architectural bones with it's 11ft metal deck ceilings, open layout, ample bedroom sizes, and beautiful, sweeping natural light through the floor to ceiling window that frames the unit. This condo is perfect for those seeking a sophisticated primary residence or a refined, lock-and-leave lifestyle, the property features easy access to the rooftop patio, steps away from the elevator to the parking garage where you will have one numbered space and a parking sticker for a second vehicle on adjacent parking lot. Rest easy knowing that there is on-site management, a room designated for package delivery (no missed deliveries), and a fully equipped fitness center. Enjoy the absolute best of downtown Lexington living with numerous dining spots, parks, and shopping just outside your door.

350 E Short St Unit 211, Lexington
200 W Second St Unit 201, Lexington
$339,000
2 Beds ⋅ 2 Baths ⋅ 26019437 MLS ⋅ 1,075 SqFt. ⋅ ACTIVE Status
Welcome to Unit 201 at The Lofts at Gratz Park, where location isn't just a feature, it's the entire advantage. This 2-bed/2-bath modern industrial loft sits in the heart of historic Gratz Park, a National Register neighborhood with restored 19th-century character and active walkable streets. From your front door, Rupp Arena is an 11-minute walk, the UK Campus is 16 minutes on foot, and virtually everything that defines Lexington's downtown life - dining, nightlife, culture, shopping, and the Opera House falls within a 5-15 minute walk. Historic Gratz Park itself is steps away, offering green space and walking paths. The unit features an open-concept living and kitchen that flows seamlessly with tall ceilings and striking exposed brick throughout. Modern industrial finishes, large windows that flood the space with natural light, two spacious bedrooms, and two full baths tie the home together. Dedicated basement storage space provides practical convenience, and an interior elevator, a rare downtown amenity, makes daily living effortless. This expertly renovated loft building contains only 8 units total, avoiding the apartment complex feel while offering professional amenities including secure entry, building security cameras, closed-circuit video entry system, and keyless access. A private entry foyer adds privacy and character. 1 parking spot included in HOA fees through a city agreement with LexPark, an exceptional value for downtown living. Perfect for UK visitors, extended stays, downtown professionals, students, or anyone seeking true walkable urban living without compromise. This is downtown done right with character, convenience, and community all within walking distance.

200 W Second St Unit 201, Lexington

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