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$1,195,000
2 Beds 3 Baths 26010195 MLS
Experience elevated living at its finest in downtown's newest 36-unit condominium project, The Vine. This collection of one- and two-bedroom residences showcases thoughtfully designed interiors with refined finishes from floor to ceiling, creating a seamless blend of style and comfort. Each residence features a private balcony with city views, while community amenities include a rooftop pool and access to The Vine Club, offering an elevated social and leisure experience. Residents also enjoy concierge services, including a doorman, along with a professionally managed program for short-term rental opportunities. Ideally positioned in the heart of downtown Lexington, The Vine offers close proximity to Rupp Arena, the University of Kentucky, local dining, nightlife, and everyday conveniences. Imagine starting your mornings with coffee at a nearby café and ending your evenings taking in the energy of the city, all just steps from your front door. This is more than a residence; it is a lifestyle.

106 W Vine St Unit 609, Lexington

$5,500,000
7 Beds 6 Baths 26011667 MLS
Set on approximately 66 acres in Fayette County, Pelphrey Estate is a private luxury estate offering 9,769 square feet, 7 bedrooms, 6 full baths, extensive renovations, and exceptional versatility just minutes from Lexington. Originally inspired by West Coast Mediterranean architecture, the residence was designed with grand scale, soaring ceilings, detailed millwork, multiple fireplaces, and expansive views of the surrounding countryside. The layout offers a combination of formal and casual living spaces, private suites, office space, guest accommodations, and flexible living options throughout the home. The main level features a formal living room centered around a custom floor-to-ceiling fireplace constructed from coal with gas logs, an extensively renovated chef's kitchen, custom wet bar designed for entertaining, and a spacious den featuring a woodburning Buck Stove. The kitchen is truly the showpiece of the home where no detail was overlooked, featuring custom soft-close cabinetry, Calcutta Gold quartz countertops and full backsplash, oversized waterfall island, Wolf commercial range with double ovens, Sub-Zero side-by-side refrigerator, porcelain farmhouse sink, custom vent hood, premium fixtures, and designer finishes throughout. The main floor also includes two additional bedrooms and another renovated full bath. One of the home's two primary suites is located on the first floor and features a completely remodeled ensuite with double vanities, soaking tub, and custom tile walk-in shower. Upstairs, the show-stopping main primary suite offers an extraordinary amount of space with cedar-lined closets, vanity area, private sitting/flex space with fireplace, and a luxury ensuite featuring a soaking tub, 65-inch television, double vanities, quartz countertops, bidet toilet, and oversized custom tile walk-in shower with double shower heads. The upper level also includes two additional oversized bedrooms with renovated ensuite baths, another bedroom without an ensuite, laundry area, and a flex room ideal for office space or additional living area. Outdoor living spaces were extensively updated with a newly constructed fiberglass pool, stamped concrete entertaining areas, rebuilt stucco privacy walls, renovated pool house, landscaping improvements, upgraded drainage systems, and a custom gas fire pit overlooking the pool area. A 5-car garage offers four traditional garage bays, while the additional bay has been converted into a weight room. A convenient full bath located directly off the garage provides ideal access for pool guests. Additional improvements include five new heat pump systems, updated plumbing and electrical systems, new flooring throughout much of the home, fresh interior and exterior paint, custom iron entry doors, new lighting, insulation, and extensive mechanical updates. The property also includes a 5-stall barn, fenced acreage, a separate 3-bedroom, 2 full bath guest house with additional flex space, and 22 office spaces previously utilized for mortgage and title operations, creating unique opportunities for private estate living, business use, or multi-generational functionality. Formerly home to a 5/8-mile training track where successful racehorses trained, the farm carries a unique connection to Kentucky horse country. Pelphrey Estate offers a rare opportunity to own a renovated luxury estate with acreage, privacy, guest accommodations, extensive infrastructure, and exceptional flexibility in one of Fayette County's most desirable settings, conveniently located near the interstate, Hamburg conveniences, as well as Winchester.

8897 Rockwell Rd, Lexington

$1,595,000
2 Beds 3 Baths 26014762 MLS
Set on approximately 5 acres, this equestrian property offers the perfect blend of functionality and location—just minutes from downtown Lexington and the Kentucky Horse Park. Thoughtfully designed for the dedicated equestrian, the farm features a premium 120' x 200' GGT footing arena complete with irrigation. The property also boasts 10-matted stalls with beautiful new stall fronts, a separate barn bathroom, laundry room, and a stylish temperature controlled tackroom. The charming 2-bedroom, 1.5-bath. residence offers comfortable living with a full basement that presents excellent potential for additional finished space—perfect for expanding your living area, creating a home office, or adding guest accommodations. A new septic has recently been installed along with new water heater (both 2024) and the entire house has new plumbing. Whether you're seeking a private equestrian facility or a refined hobby farm in the heart of horse country, this property offers an exceptional blend of convenience, quality, and opportunity in one of Kentucky's most coveted locations.

166 Swigert Ave, Lexington

$1,750,000
26008596 MLS
We are pleased to present an exceptional opportunity to purchase or lease a premier creative office building in the heart of Downtown Lexington. Located at 146 E. Third Street, this property showcases a remarkable historic renovation that blends timeless architectural character with modern design and functionality. Originally constructed in 1840, the two-story building offers appx. 6,848 SF above grade plus an additional 410 SF of finished lower-level space, ideal for storage or supplemental workspace. Upon entry, the first floor greets visitors with original hardwood floors, exposed brick, and contemporary finishes. Highlights include a distinguished boardroom with folding privacy doors, granite counters, and a fireplace that flows seamlessly into a spacious library featuring custom maple cabinetry and quartz countertops. A tiled kitchenette with dishwasher, two restrooms (including a full bath with shower), and direct access to a flexible garage space with a drive-in door further enhance the main level. An elevator and steel-wrapped open stairwell with expansive windows provide convenience and natural light throughout. The second floor is equally impressive, offering vaulted ceilings with exposed joists, generous open work areas with hardwood floors, and abundant daylight. A private sundeck with custom railing offers striking views of the Lexington skyline. Meticulously renovated in 2015, the property features a new roof, HVAC systems, windows, elevator, and porous concrete parking surface. On-site parking includes six dedicated spaces, with ample additional surface parking available nearby. This one-of-a-kind office environment combines historic charm, modern amenities, and a prime location--an unparalleled opportunity for businesses seeking a distinctive Downtown Lexington address. Layout: The first floor offers warm reception space leading into open conference room with large attached library/seating area, large bathroom with shower and expansive flex warehouse that could be easily converted to additional office space. The second floor offers large open workspaces, additional bathroom, and wonderfully lit breezeway leading to the rooftop deck. Meticulously Remodeled: The building underwent a complete renovation in 2015, adding modern touches while preserving many of the original architectural finishes. Upgrades include all new mechanical systems, a new roof, new windows, new rear staircase and an elevator. Move-In Ready: The building is suitable for a number of professional users and is move in ready. The workable layout also offers flexibility for minor modifications if needed. Location: The property is located in the heart of Downtown Lexington surrounded by an abundance of retail, restaurants, and more

146 E Third St, Lexington

$2,323,000
5 Beds 4 Baths 26008568 MLS
If you're looking for legacy, luxury, and grand proportions, Highland Hall has it all--without the need for renovations. Located on a gated 5-acre estate near Lexington's Richmond Road corridor, Highland Hall was built by the son and namesake of Kentucky's very first Governor, Isaac Shelby. The estate has been meticulously restored to retain its historic features while creating a fully modernized, turn-key experience. This 6,800+/- sqft Greek Revival masterpiece was originally built in 1855 and now features a brand-new 2026 roof, all-new plumbing, updated 2-tank septic, and 400-amp electrical. Climate control is handled by a 3-unit geothermal HVAC system (8 GeoWells) and an additional heat pump for the first-floor primary suite. Enjoy all-new Anderson Pro Series windows, fresh premium paint, a Lutron system, original hand-milled heart pine floors, and custom walnut trim. The grand interiors flow to a private, fenced rear yard with a 2024 hot tub, outdoor shower, and a pond. This home has mastered the concept of intimate spaces specifically curated for daily living alongside grand spaces for lavish entertaining. Professionally redesigned since its history as a Decorators Showcase Home. Prequalified credentials required. **Furnishings priced upon request. Excludes any artwork collection**

6208 Old Richmond Rd, Lexington

$1,250,000
2 Beds 3 Baths 26010189 MLS
Experience elevated living at its finest in downtown's newest 36-unit condominium project, The Vine. This collection of one- and two-bedroom residences showcases thoughtfully designed interiors with refined finishes from floor to ceiling, creating a seamless blend of style and comfort. Each residence features a private balcony with city views, while community amenities include a rooftop pool and access to The Vine Club, offering an elevated social and leisure experience. Residents also enjoy concierge services, including a doorman, along with a professionally managed program for short-term rental opportunities. Ideally positioned in the heart of downtown Lexington, The Vine offers close proximity to Rupp Arena, the University of Kentucky, local dining, nightlife, and everyday conveniences. Imagine starting your mornings with coffee at a nearby café and ending your evenings taking in the energy of the city, all just steps from your front door. This is more than a residence; it is a lifestyle.

106 W Vine St Unit 603, Lexington

$1,755,000
4 Beds 3 Baths 26009387 MLS
Location, location, location--centrally located with easy access to I-75, shopping, restaurants, and downtown. 15.1 ± acre mini farm featuring a 2.5-acre stocked pond, gunite pool, and a five-bent tobacco barn converted into a six-stall horse barn (with hot/cold water supply, heated office, and tack room). 3,607 sq ft home built in 1953 and fully remodeled in 2016 with all-new electrical, plumbing, roof, appliances, and fixtures. Offers 4 bedrooms and 3 full baths (one bedroom converted to a large primary walk-in closet; easily converted back). Large, detached 3-car garage with updated Raynor garage doors. Primary bathroom features a large marble-tiled walk-in shower, wood tile flooring, double vanity, and infrared sauna. Expansive open kitchen with Sub-Zero refrigerator, Thermador gas range with double ovens, and large island with quartzite countertop. Oversized living room with custom barnwood built-in, wainscoting/shiplap, and adjacent storage room. Large first-floor laundry room with custom-designed double pantry closets. Generac whole-house generator. Unfinished basement with abundant storage space and gym/recreational area. Additional renovations in 2018 include a newly added automatic front entry gate with keypad and posts, as well as a Colorado-style outdoor patio with Trex decking and stone tiling. Property features V-mesh and four-board horse fencing throughout, along with multiple run-in sheds and equipment/livestock barns.

1830 Jacks Creek Pike, Lexington

$1,189,000
4 Beds 4 Baths 26009669 MLS
An incredible opportunity to own this captivating estate offering exceptional features, privacy, and breathtaking surroundings. As you enter through the gated driveway, you're immediately immersed in the resort-like ambiance of this remarkable property. The residence welcomes you with a spacious covered front porch and an inviting foyer that opens into a stunning Great Room, highlighted by soaring volume ceilings, abundant natural light, and seamless access to the expansive rear deck—perfect for entertaining or relaxing while taking in the views. The thoughtfully designed main level includes a luxurious primary suite featuring a spa-like bath, walk-in closet, and adjoining bonus room. The chef's kitchen is equally impressive, outfitted with high-end stainless appliances, a large island with Boos Block countertop, and a generous walk-in pantry/utility room. Upstairs, you'll find two guest bedrooms, each with private balconies, along with a full bath. The walkout lower level expands the living space with an additional guest bedroom and full bath, a cozy den, custom wet bar, bonus area, and access to the attached two-car garage. Complementing the home is a matching detached oversized three-car garage and second-level storage, providing ample space for vehicles, hobbies, or workshop needs. The professionally landscaped grounds are equally impressive, featuring custom stone walkways and steps, two screened porches, a covered pergola, fire pit area, and fenced yard—all designed to enhance the outdoor living experience. Situated on 10+ acres with breathtaking Kentucky River views near Raven Run Sanctuary, this property offers a rare blend of seclusion and convenience—just 15 minutes to Man O' War Boulevard and I-75. A truly exceptional offering—don't miss this rare opportunity.

4156 Kentucky River Pkwy, Lexington

$2,795,000
5 Beds 7 Baths 26013465 MLS
A rare masterpiece of country elegance and modern luxury, this spectacular 10-acre estate offers unparalleled privacy just moments from the city. Designed for both grand-scale entertaining and serene daily living, the property features a resort-style custom pool, a tranquil zen garden with a koi pond, a custom playhouse, and a pristine pond complete with a newly installed fountain and a dedicated well pump to maintain perfect water levels. The expansive outdoor oasis is further elevated by updated custom pergolas, a brand-new fire pit, and a convenient outdoor shower. Inside, impeccable craftsmanship defines the 5-bedroom, 5-full, and 2-half-bath residence. The gourmet chef's kitchen is a culinary dream, boasting top-of-the-line appliances, endless workspace, and a massive walk-in pantry. The luxurious primary suite serves as a private sanctuary with panoramic nature views, bespoke custom closets, and a spa-like bath with a deep soaking tub. A collector's dream, the massive 8-door garage accommodates up to 15 vehicles and features a private home office above. Mechanically flawless, the estate includes freshly painted perimeter fencing and a reconnected full-property irrigation system with a new pond pump. The previous owner performed many high-end upgrades, including 3 geothermal HVAC units with UV light filters, a water pressure booster pump, enhanced foundation drainage, and full-house blown-in foam insulation for maximum energy efficiency.

601 Delong Rd, Lexington

$2,200,000
5 Beds 7 Baths 26007066 MLS
Experience unparalleled luxury in this exquisite English Manor, a Schaefer Homes masterpiece in the prestigious, gated Hartland Estates. The grand two-story entry, featuring a curved staircase and stone-with-wood-inlay flooring, sets a stately tone that continues throughout. While the home retains its magnificent original woodwork—including mahogany and knotty pine cabinetry, beams, and trusses—it has been thoughtfully elevated with a completely reimagined gourmet kitchen and a stunningly updated primary retreat. The lavish first-floor primary suite now boasts a modern, spa-like bath and vaulted sitting room with fireplace. The expansive floor plan includes six fireplaces, a walk-out basement with a pub-style bar, home theatre, and gym, all situated on a lush .67-acre lot. Modern efficiencies like geothermal HVAC and a 4-car garage complete this one-of-a-kind estate.

4848 Chelmsbury Ln, Lexington

$2,175,000
4 Beds 6 Baths 26013347 MLS
Experience elevated living in this custom-built home, completed in 2025 and thoughtfully designed from top to bottom. Offering approximately 4,953 square feet, this four-bedroom residence includes four full bathrooms and two half baths, with each bedroom featuring its own private full bath for added comfort and convenience. The all-brick and Hardie board exterior sets a timeless tone, while the interior showcases carefully selected finishes throughout. Two fireplaces, including a wood-burning option outdoors, create warm and inviting gathering spaces. The primary suite includes a walk-in closet with a dedicated space for a stackable washer and dryer, adding everyday functionality. The home is also equipped with a whole-house Generac generator and is wired for Sonos surround sound. The finished basement is designed for versatility and entertainment, featuring a kitchenette, a recreation room wired for televisions, and a dedicated fitness space with rubber flooring. A reinforced storm room with 12-inch concrete walls adds an extra layer of security. Two sump pumps, including one with a backup battery, provide additional peace of mind. Step outside to a covered back porch designed for entertaining and relaxation. The outdoor living space offers a seamless extension of the home's interior. A detached three-car garage includes epoxy flooring, with additional finished space above that has been floored and drywalled. Four additional driveway spaces ensure ample room for guests. Located in the 40502 area, this home offers convenient proximity to dining, shopping, and everyday amenities. Schedule your private showing to experience the craftsmanship, space, and thoughtful design this property has to offer.

1267 Scoville Rd, Lexington

$1,121,574
5 Beds 4 Baths 26006467 MLS
Under Construction. Current progress photos can be made available upon request. (8/21/26-construction update: Drywall Complete, Trim Phase). The Rochester offers a great first floor layout with a large family room opening to a spacious kitchen and breakfast area. Five bedrooms and four full baths are possible with this plan. The first floor includes a guest bedroom, full bath and coat closet, conveniently located off the entry hall, as well as a formal dining room. A u-shaped central stairway adds elegance to the plan. A mudroom with optional drop zone and walk-in pantry connects the garage to the kitchen. Upstairs are the primary suite, three bedrooms, a large loft, and utility room with folding counter. The luxurious primary bedroom suite is a spacious retreat, with a sitting area and a very large, divided walk-in closet. The primary bath features separate vanities, a fully tiled shower, and freestanding tub. An optional covered deck off the primary bedroom has been added to extend outdoor living space. Exterior details include a covered front porch, shake siding accents, and a multi-layer hip and gable roof design. Job# 78PB

749 Shady Cv, Lexington

$2,950,000
25503131 MLS
Excellent owner-occupant or investment opportunity in Lexington's desirable Beaumont Centre. 1020 Monarch Street is a well-maintained three-story professional office building containing approximately 22,536 square feet with elevator service and ample surface parking. The first floor is fully leased to two professional tenants providing stable income. The second floor features a large training room, open area for cubicles or workstations, three private offices, a large conference room, and a spacious break room. The third floor (7,632 RSF) offers 22 private offices, large and small conference rooms, two public restrooms plus one private restroom, a large break room, and a dedicated storage room. Located in the heart of Beaumont Centre near Harrodsburg Road, New Circle Road, and Man O' War Boulevard, the property is surrounded by restaurants, retail, and professional services. Offered at $2,950,000, this property provides flexibility for an owner-occupant to occupy the upper floors while benefiting from existing rental income on the first floor

1020 Monarch St, Lexington

$3,500,000
25505468 MLS
Turnkey Greenhouse Operation in Central Kentucky. Exceptional 28.96-acre agricultural property featuring 225,400± sq. ft. of modern greenhouses designed for high-efficiency and year-round cultivation. A premier opportunity for commercial vegetable, flower or specialty crop hydroponic/aquaponic producers, this property is fully equipped and ready for immediate operation. The sale includes all equipment, infrastructure, and environmental systems, providing a complete turnkey solution for consistent, high-quality production. Fertile Central Kentucky soils, ample water resources including a high volume well, and a favorable growing climate create an ideal foundation for sustained yields and long-term success. Whether expanding an existing enterprise or launching a new controlled-environment agriculture venture, this property offers the perfect combination of scale, technology, and proven productivity in one of Kentucky's most desirable growing regions.

4610 Hamilton Ln, Lexington

$1,799,000
6 Beds 5 Baths 26013074 MLS
Make your Bluegrass Dreams come true with this truly exquisite equestrian estate, just in time for Summer. The crown jewel of this lovely farm is a magnificent luxury home complete with a massive covered rear porch and first floor primary suite. This one checks all the boxes- including wainscoting in the dining room, custom ceiling, built-ins, and wood burning fireplace in the living room. The open kitchen has a full suite of stainless steel appliances, granite countertops, and maple cabinets. Endless entertainment awaits with the finished walkout basement that exits to an in-ground swimming saltwater pool. The open-concept basement has one bedroom, one full bathroom with marble floors and shower, a bonus room, even a storm shelter/panic room! Mechanically this home is very sound- complete with a radon system, two geothermal systems, two smart water heaters, and a roof replaced in 2022. This beautiful home is sitting on 10 coveted acres in Fayette county, with three paddocks and a four stall barn. Not to mention, a three car attached garage and hay shed. There are not many turn-key hobby farms like this available in Fayette County, so come see today to truly appreciate.

5121 Jacks Creek Pike, Lexington

$1,600,000
26004674 MLS
Farms of this size and in this location are an incredibly rare offering. Held by the same family since 1946, these 142+ acres of varied terrain rest at the end of Old Dry Branch Road. An ideal Fayette County address affords convenience (15 minutes to Man o' War Blvd.) while maintaining remarkable privacy and seclusion. The terrain includes open pasture, dense woods, and deep valleys with streams flowing to the Kentucky River. Native species and innumerable trees evoke early Kentucky, while two ponds contribute to the bucolic setting. Wildlife including bobcats, great blue heron, kingfishers, and peregrine falcons have often been spotted nearby. Ideally suited for outdoor pursuits, opportunities abound for hiking, hunting, fishing, trail riding, canoeing or kayaking. Long-admired for its natural beauty, the Kentucky River Palisades region of Fayette County is also home to Raven Run Nature Sanctuary, Floracliff Nature Sanctuary, and the new Kelley's Landing park. This 450-million-year-old ecosystem includes breathtaking limestone formations and numerous springs & caves. Note: the farm is not yet enrolled in the LFUCG PDR program or similar, which may offer additional value to a new owner. Call for specific details.

7600 Old Dry Branch Rd, Lexington

$2,500,000
4 Beds 4 Baths 26010644 MLS
Nestled in the heart of historic Ashland Park, this 1925 residence stands as a rare example of timeless architecture paired with thoughtful modern refinement. A grand 12-foot-wide Palladian entry, framed by marble walls and sandstone columns, sets the tone the moment you arrive. The front terrace offers a gracious outdoor gathering space, with fan-lighted French doors that open directly into the dining room—an inviting flow that speaks to the home's original purpose: elegant entertaining. Inside, the scale is unmistakably classic. The 28-foot living room is anchored by an impressive Italian marble fireplace, a true statement piece imported from Italy, and tall windows that fill the room with natural light. A Palladian door leads seamlessly into the solarium, where a cast- iron working wall fountain adds charm and character few homes can claim. The remodeled and enlarged kitchen blends today's function with timeless style, offering custom cabinetry with glass-front doors, generous workspace, and an adjoining butler's pantry—ideal for hosting, staging, and everyday ease. The second level features four comfortable bedrooms and three baths, including access to a lovely screened sun porch that feels pulled from another era. The third floor provides excellent flex space—perfect for a home office, studio, or a teenager's retreat. Outside, the 2-car garage includes a finished room with a full bath, making it an excellent option for an office, art studio, or guest suite. A home of this quality, preserved and elevated over a century, rarely becomes available. It delivers heritage, craftsmanship, and livability in one of Lexington's most treasured neighborhoods. Ideally located minutes from downtown Lexington, Chevy Chase shopping, restaurants, and the University of KY.

1014 Richmond Rd, Lexington

$1,274,000
4 Beds 7 Baths 26003546 MLS
Welcome to this custom-built residence set on a beautifully landscaped corner lot backing to greenspace, offering added privacy and open views. With over 6,000 square feet of finished space, this home seamlessly blends indoor and outdoor living, highlighted by a heated in-ground saltwater pool designed for extended seasonal enjoyment. A wide front porch offers a warm welcome as you step through double doors into a grand two-story foyer. Just off the entry, the formal dining room is framed by elegant stone-stacked archways, and a versatile bonus room provides the perfect space for a home office or additional flex area. The great room features a fireplace, custom built-ins, and direct access to the screened porch, creating an ideal setting for entertaining and everyday living. The gourmet kitchen is equipped with a gas cooktop, wine refrigerator, and a generous island with breakfast area, and flows seamlessly into an inviting den with a vaulted wood ceiling and stone-stacked fireplace. A well-designed mudroom just off the kitchen serves as both a butler's pantry and laundry area, adding everyday function and convenience. The main-level primary suite offers a private retreat, complete with a sitting area and direct access to the pool. The ensuite bath features dual vanities, a jetted tub, spacious tiled walk-in shower, and a custom walk-in closet with built-ins. Upstairs, you'll find three additional bedrooms, each with its own private bath and walk-in closet, along with a flexible living space and easy access to the walk-in attic for excellent storage. The finished lower level is built for gathering, featuring a large recreation room with wet bar, media area with fireplace, ample space for a pool table, and extensive built-ins. This level also includes a full bath, abundant unfinished storage, and several finished bonus rooms well suited for a gym or a fifth guest bedroom. Outdoor living is equally impressive. The heated saltwater pool includes a waterfall feature and power cover, surrounded by a spacious patio, screened porch, and built-in grill. A dedicated pool house provides a convenient half bath and additional storage. An attached carport connects the main residence to both a golf cart garage and pool bath, while the side-entry two-car garage offers direct access to the kitchen for everyday ease. Geothermal HVAC delivers exceptional year-round efficiency, and a full irrigation system and anodized fencing complete the package. Conveniently located near Hamburg Pavilion with easy access to shopping, dining, and the interstate, this home combines space, function, and efficiency in one exceptional setting. Priced below appraised value, reflecting the quality and thoughtful design throughout.

2901 Fairfax Ln, Lexington

$6,500,000
26011350 MLS
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 or visionary owner-occupier.

144 N Broadway, Lexington

$1,755,000
4 Beds 3 Baths 26006673 MLS
Location, location, location—centrally located with easy access to I-75, shopping, restaurants, and downtown. 15.1 ± acre mini farm featuring a 2.5-acre stocked pond, gunite pool, and a five-bent tobacco barn converted into a six-stall horse barn (with hot/cold water supply, heated office, and tack room). 3,607 sq ft home built in 1953 and fully remodeled in 2016 with all-new electrical, plumbing, roof, appliances, and fixtures. Offers 4 bedrooms and 3 full baths (one bedroom converted to a large primary walk-in closet; easily converted back). Large, detached 3-car garage with updated Raynor garage doors. Primary bathroom features a large marble-tiled walk-in shower, wood tile flooring, double vanity, and infrared sauna. Expansive open kitchen with Sub-Zero refrigerator, Thermador gas range with double ovens, and large island with quartzite countertop. Oversized living room with custom barnwood built-in, wainscoting/shiplap, and adjacent storage room. Large first-floor laundry room with custom-designed double pantry closets. Generac whole-house generator. Unfinished basement with abundant storage space and gym/recreational area. Additional renovations in 2018 include a newly added automatic front entry gate with keypad and posts, as well as a Colorado-style outdoor patio with Trex decking and stone tiling. Property features V-mesh and four-board horse fencing throughout, along with multiple run-in sheds and equipment/livestock barns.

1830 Jacks Creek Pike, Lexington

$1,195,000
6 Beds 6 Baths 26012840 MLS
Welcome to this stunning newer-built home with a newly finished basement that added a little over 2,000 square feet to this beautiful home that's located in the desirable Peninsula Subdivision. Featuring 6 bedrooms and 6 bathrooms, this beautifully designed home offers spacious living areas, high-end finishes, and scenic lake views. As you enter, you'll immediately notice the soaring ceilings, elegant crown molding, and quality craftsmanship throughout. The gourmet kitchen is equipped with high-end appliances, granite countertops, and ample space for cooking and entertaining. The main floor also features a private guest bedroom with its own full bathroom, providing comfort and convenience for family and visitors. Upstairs, you'll find four bedrooms, including the expansive primary suite. The primary bedroom offers a peaceful retreat, while the adjoining bathroom features a soaking tub, separate walk-in shower, and views of the lake. Two bedrooms share a beautifully appointed Jack-and-Jill bathroom, while another bedroom enjoys lake views and has a full bathroom conveniently located just outside its door. The living room serves as a central gathering space with beautiful views of the lake. Step outside onto the covered back patio, the perfect place to enjoy your morning coffee, entertain guests, or simply relax while taking in the water view scenery. The newly finished walkout basement expands the home's living and entertainment space with beautiful decorative beams, a spacious gathering area, and a bar perfect for hosting friends and family. The lower level also includes a large bedroom overlooking the lake and a versatile bonus room that can be used for recreation, a home gym, media room, or additional living space. Combining luxury finishes, thoughtful design, and beautiful lake views, this exceptional Peninsula home offers the perfect setting for comfortable everyday living and unforgettable entertaining.

281 Squires Cir, Lexington

$1,264,000
5 Beds 5 Baths 26013298 MLS
Award-winning design, exceptional craftsmanship, and effortless livability come together in this remarkable custom residence. Built for its original owner and maintained with extraordinary care, the home spans three beautifully finished levels, each thoughtfully designed for both refined entertaining and comfortable everyday living. The main level makes an immediate impression with high ceilings, rich hardwoods, statement lighting, and an open layout filled with natural light. At the center of the home, the chef-worthy kitchen offers premium appliances, generous cabinetry, and an oversized island that invites guests to gather. The adjoining living room is anchored by a fireplace and opens to a covered deck with integrated audio and an additional fireplace, creating a seamless extension of the indoor living space in every season. Privately positioned on the main floor, the primary suite feels like a boutique retreat. Tray ceilings and a built-in reading nook add character, while the spa-inspired bath features dual vanities and access to two custom walk-in closets with tailored storage galore. Upstairs, an en-suite bedroom is complemented by two additional bedrooms connected by a Jack-and-Jill bath. A spacious bonus room provides flexibility for a playroom, studio, secondary office, or relaxed lounge. The walk-out lower level elevates entertaining to an entirely new level. Exposed brick, custom built-ins, and a fireplace lend warmth to the expansive gathering space, while a substantial pub-style bar and intimate speakeasy lounge create a memorable setting for hosting. A dedicated home theater with a 4K projection system and smart lighting delivers a true cinematic experience at home. This level also includes a full bath, a flexible guest room currently used as an office, and a charming built-in nook for pets. Outdoor living continues on the covered patio, where a fire pit and pergola provide a welcoming backdrop for quiet evenings and lively gatherings alike. Behind the scenes, the home is equally impressive. Professionally integrated technology controls lighting, security, entertainment, audio, and connectivity throughout all three levels, supported by wall-mounted tablets, a dedicated smart-home server, and wireless mesh internet. Plantation shutters, designer chandeliers, epoxy-finished garage floors, dual HVAC systems, and recently serviced mechanicals further enhance the property. A former Grand Tour of Homes winner, this residence offers the rare combination of architectural distinction, modern convenience, and true move-in-ready condition. Schedule a private showing today, it will not last long!

2605 Lucca Pl, Lexington

$1,195,000
2 Beds 2 Baths 26010983 MLS
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

$9,500,000
3 Beds 3 Baths 25506877 MLS
Indian Mound Farm, located on the corner of Russell Cave Road and Old Lemons Mill is one of the most iconic properties in Central Kentucky. The soils, the views and the history are simply legendary. This property includes over 9100 feet of manicured road frontage and is enclosed by excellent diamond mesh fencing throughout. While the farm is currently designed with over 9 large fields and 5 smaller paddocks for the raising and finishing of top-quality cattle, the possibilities for conversion to an equine nursery are tremendous. The land and soils are excellent, consisting entirely of federally rated Prime Farmland. Other amenities include 2 large feed barns, a barn dedicated to the working of cattle complete with individual pens, cattle chute with scales, an office and two bedroom apartment, 2 equipment storage barns, a large concrete pad and retention for compost operations and 2 nearly new 3 bedroom/2 bath employee residences. Indian Mound Farm represents spectacular opportunity for the future.

5335 Russell Cave Rd, Lexington

$1,825,000
4 Beds 6 Baths 26010477 MLS
Built in 2016, this exceptional contemporary ranch offers over 5,000 square feet, four bedrooms, six baths and a finished lower level in Lexington's coveted Ashland Park neighborhood. Thoughtfully designed with sophisticated finishes and abundant natural light, the home creates a seamless connection between its indoor and outdoor living spaces. An expansive covered terrace with an ipe wood ceiling opens naturally to the kitchen, dining and living areas, providing an impressive setting for entertaining. The kitchen combines style and function with European-inspired Mouser cabinetry, an oversized gathering island, high-end appliances and dramatic quartz surfaces extending to the ceiling. Oversized casement windows enhance the home's clean architectural lines and fill the open living areas with light. A sleek cantilevered quartz fireplace provides a striking focal point in the living room. The main-level primary suite offers generous proportions, a beautifully finished shower and a well-appointed walk-in closet. A second main-level bedroom with an ensuite bath provides added flexibility for guests or a home office. A laundry area and convenient drop zone complete the first floor. The finished lower level expands the home's entertaining and living space with a second gathering area, a full bar and multiple flexible rooms. Two additional bedrooms each feature an ensuite bath and walk-in closet, creating comfortable private accommodations for family and guests. With four ensuite bedrooms, designer finishes and a highly functional ranch-style layout, this distinctive residence presents a rare opportunity to enjoy contemporary living in one of Lexington's most established neighborhoods.

1897 Hart Rd, Lexington