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$1,825,000
26004750 MLS
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

$924,500
5 Beds 5 Baths 26015186 MLS
Absolute Auction Live On-Site Saturday, August 8th, 2026. Doors will Open at 9:00 am. Bidding will begin at 10:00 am. Selling to the Highest Bidder Regardless of Listing Price. Offers Prior to Auction Will NOT be Entertained. Please visit www.bluegrassauction.com for Complete Terms & Conditions, Bidder & Agent Registration Forms. Don't miss this Rare Opportunity to Own this Original R. B. Isenhour Mid-Century Modern Lake Side Home. Nestled back in the Trees with Amazing Views of the Lake from Nearly Every Room. Featuring Vast Open Rooms, 5 Spacious Bedrooms with Hard Wood Under Carpet in 3 Bedrooms, 4.5 Baths, Lakeside Lanai with Wet Bar & Half Bath. This home also boasts a Generac Natural Gas Back Up Generator System. Original Blueprints, Landscape Prints, & More will be Provided to the Winning Bidder at Closing. This is an Absolute Must See Home!!!! Book Your Showing Today. Chuck McKee Auctioneer.

2049 Lakeside Dr, Lexington

$947,900
5 Beds 4 Baths 26015945 MLS
Enjoy this impeccably maintained Jimmy Nash built home in the sought-after Still Meadows neighborhood. Strong curb appeal welcomes you into a dramatic two-story foyer with soaring ceilings and detailed crown molding throughout the main living areas. The spacious family room features a fireplace and is flanked by a formal dining room and a well-appointed kitchen with a private den and comfortable eat-in area, complete with a stone fireplace and access to a partially screened two-story Trex deck, ideal for indoor-outdoor living. The kitchen offers a generous island, granite countertops, and excellent workspace for everyday living and entertaining. The first floor also includes a desirable primary suite featuring a spa-like bath with granite counters, ceramic tile tub and shower, and a large walk-in closet. Upstairs you will find three nicely sized bedrooms and a full bath. The finished walkout basement showcases stone arched details, rich coffered ceilings, and an impressive service bar. Additional lower level spaces include a fifth bedroom, full bath, exercise room, and a flexible area for recreation or hobbies. Outdoor living is a standout with a custom kitchen featuring a built-in gas grill and a separate wood-burning fireplace with chimney, all overlooking a flat, private backyard. This property also features fresh paint and new carpeting throughout. Conveniently located near Hamburg and surrounding amenities, this home offers space, function, and thoughtful design throughout.

3661 Horsemint Trl, Lexington

$509,000
3 Beds 3 Baths 26005663 MLS
This home has been lovingly renovated to bring modern convenience to its next owner while preserving the charm of yester-year. It features 3 bedrooms, 2.5 baths, large kitchen and adjacent flex room with matching floor to ceiling cabinetry that could serve as a mud room, pantry, or drop zone. Additionally, the living room and dining room are open and airy with the refinished original hardwood floors. All new wiring, lighting, plumbing, HVAC, water heater, roof, gutters, insulated windows, tile floors in bathrooms and kitchen, new bathrooms, new kitchen and appliances, paint and more all ready to welcome you. Close to downtown, Jefferson Street corridor, NOLI, shopping, restaurants, arts, entertainment and more. A downtown gem waiting for you to see.

615 Bellaire Ave, Lexington

$325,000
26003466 MLS
For SALE or LEASE Very convenient location near I75 and I64 and visible from Man-of-War. Looking for a professional, move in ready office space in one of Lexington's most convenient locations? This office condo is perfect for small businesses, medical/wellness professionals, or anyone ready to elevate their work environment.  Why You'll Love It: • Prime Lexington location with easy access for clients • Professional setting without the high overhead • Great layout for private meetings or focused work • Perfect for owners or tenants looking for a long term home base Whether you're expanding, downsizing, or stepping out of the home office, Unit 55 offers the flexibility and professionalism your business deserves.

513 Darby Creek Rd Unit 55, Lexington

$8,500,000
5 Beds 3 Baths 25504784 MLS
Significant Price Reduction! Marlendale Farm, under the ownership of the same family since 1825, andd available for purchase for the first time! The farm consists of over 197 acres in two tracts in one the most sought after locations in Lexington, Ky, adjacent to Fasig-Tipton Co., 3 miles to the Ky Horse Park, 1/2 mile to I-75, 1 mile to the Marriott Griffin Gate Resort. The property has been a successful Horse farm for decades, with amenities that include; 32 stalls in 3 barns, a 3500 sqft brick residence, 2 employee residences, plank fences, paved roadways, and city water throughout all fields and paddocks. Other property amenities include a 10 bent tobacco/hay barn, nearly 50 acres of undisturbed pasture land on the east side, and importantly, an owned access lane to Iron Works Pike. The brick residence, built in 1965 is erected around and part of the original log cabin of the original owners of the property and is suitably charming. The residence encompasses 5 bedrooms 3 full baths, living room, dining room, along with an apartment over the 2 car garage. Marlendale Farm presents a generational opportunity to purchase 197 acres of great land in a truly spectacular location. Private, confidential showings available.

2680 Newtown Pike, Lexington

$1,595,000
2 Beds 3 Baths 26014766 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 training 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

$510,000
4 Beds 3 Baths 26014517 MLS
Soaring ceilings, timeless finishes, and room to grow all come together in this Blackford home with a full unfinished basement already framed for future expansion. Situated in one of Lexington's desirable east side neighborhoods, this two-story home offers a thoughtful layout with spaces designed for both everyday living and entertaining. The main level features hardwood flooring throughout much of the home, a dedicated office, and a dramatic two-story living room highlighted by a stunning stone fireplace that creates a beautiful focal point while also serving the kitchen on the opposite side. The first-floor primary suite offers a relaxing retreat with a whirlpool tub and walk-in closet. Upstairs, you'll find three bedrooms with brand-new carpet throughout, providing fresh, move-in-ready comfort. Step outside to the covered deck, where the peaceful setting creates an oasis-like atmosphere and a covered patio below, offering multiple outdoor spaces to relax or gather with family and friends. Downstairs, the unfinished walkout basement presents incredible possibilities. Already framed for a large living area, full bath, and two additional bedrooms, the groundwork has been laid for future expansion. Conveniently located near Hamburg, I-75, shopping, dining, and everyday amenities, this home offers the rare combination of architectural character, outdoor living, and unfinished potential that is increasingly difficult to find.

3349 Hibernia Pass, Lexington

$1,174,000
4 Beds 3 Baths 26010371 MLS
Where classic Chevy Chase charm and sophisticated elegance meet! Welcome to 325 Cassidy Avenue in the heart of Lexington. Nestled in a longstanding favorite neighborhood, this prime location offers unparalleled convenience within New Circle Rd, moments from downtown Lexington, the University of Kentucky, Arboretum and many local favorite restaurant & shopping destinations. Elegantly appointed with timeless finishes, this home had a renovation completed in 2024 with stunning details and thoughtful functionality. 4 Bedrooms and 3 full baths, gourmet kitchen, covered porch with copper roof, new 2 car garage with automatic gate, new concrete driveway and unfinished basement. Every inch of this home reflects meticulous planning and design. As if designed for the pages of Architectural Digest, this beautiful home must be seen to truly appreciate the thoughtful design. Come discover the exceptional details and soothing, neutral color palette. The breathtaking chef's kitchen with Viking gas range and Fisher &Paykel appliances including an integrated refrigerator and custom stainless-steel hood. This kitchen is an extraordinary space that comes together with a symphony of granite and marble countertops and backsplash, custom inset cabinets with fluted glass panels and solid brass hardware and stunning limestone flooring. Take note of the custom millwork, along with stained "select" red oak throughout, along with gorgeous tile in the 3 full baths. The living room provides a fully functional woodburing fireplace (rebuilt by Barnhill) that flows into the open dining area providing for entertaining needs or the ease of everyday living. With 3 additional bedrooms with custom closets, this floorplan provides ample living space and unlimited flexibility ideal for hobbies, fitness, or creative pursuits. The primary suite is a retreat with walk-in closet adorned with leather tile flooring and spa-like bathroom featuring large double bowl vanity, heated tile floors, full tile surround glass shower and a generous bank of cabinetry. The skylights added during this renovation provide lovely natural light. Relaxing under the covered porch with copper standing seem roof, TimberTech decking, and patio created with compacted granite, with privacy wood fence framed by lush landscaping served by automatic irrigation create a private sanctuary. The laundry room is appointed with additional cabinetry, folding area & GE Washer and dryer that conveys. No details were overlooked in this home - copper gutters and downspouts, new roof, windows, zoned HVAC, complete electrical plan, luxurious light fixtures, gas tankless water heater and plumbing systems - all while keeping with careful restoration of historic features. This truly exceptional home reflects smart design, luxury, and astonishing details throughout. A must-see for the most discerning buyer!

325 Cassidy Ave, Lexington

$479,000
4 Beds 3 Baths 26008376 MLS
This cherished home is awaiting to be ushered into modern living with your touch! Situated in the sought out, well established Lans-Merik neighborhood, this ranch on a basement boasts a very spacious layout with endless opportunities. Along with the primary bedroom with ensuite bath, you will find 2 more bedrooms, a secondary full bathroom and ample living space with a living room, dining room, family room and large kitchen on the main level. The basement offers even more living and entertainment space with a large bedroom, full bathroom and expansive rec-room area with the second fireplace and pool table. Storage needs won't be a problem with the basement storage room, cedar closet and the extra large 2 car garage. To top it all off, there is a Generac Generator to keep your new home running despite any power outages.

3416 Pinas Bay Dr, Lexington

$369,900
4 Beds 2 Baths 26013994 MLS
Welcome home to S Eagle Creek Drive — where timeless craftsmanship, thoughtful updates, and your own backyard paradise come together! Situated on a desirable corner lot, this well-maintained home features custom kitchen solid oak cabinetry handcrafted by Jerel Hymore of Berea, offering quality and character rarely found today. Designed for both everyday living and entertaining, the home offers inviting gathering spaces, including a cozy fireplace with a Buck insert featuring a blower system capable of heating the entire home. The finished lower level adds additional living space complete with surround sound and an updated basement bathroom. Step outside and discover the ultimate private retreat! The spacious backyard was made for entertaining — enjoy summer days by the pool, relaxing evenings in the hot tub, gatherings around the beautiful stone patio, and your very own tiki bar that is hard wired and complete with a kegerator. Additional highlights include transferable lifetime windows, updated roof (2018), water heater (2020), newer garage concrete flooring (2021), cedar-lined storage closet, included appliances, sound systems, fireplace accessories, and even firewood ready for the next owner. A rare combination of character, comfort, and outdoor living — this home has been loved, maintained, and is ready for its next chapter!

391 S Eagle Creek Dr, Lexington

$230,000
3 Beds 2 Baths 26012906 MLS
Location, convenience, and low-maintenance living all come together in this desirable 3rd-floor corner unit! Situated in a peaceful setting, this well-designed apartment offers a spacious layout, a fully equipped kitchen, and a large primary suite featuring a walk-in closet. Enjoy your morning coffee or unwind after a long day on the private outdoor deck. The washer and dryer are included, along with designated parking spaces for added convenience. The HOA covers trash service, snow removal, and exterior grounds maintenance, making ownership easy and stress-free. Perfectly located just minutes from Rupp Arena, the Red Mile, downtown Lexington, and several local hospitals. University of Kentucky students and professionals will appreciate being within walking distance of the UK Medical, Pharmacy, and Dental Schools. Opportunities this close to campus are hard to find—don't miss your chance to own a well-maintained unit in an unbeatable location!

251 Simpson Ave Unit 319, Lexington

$698,900
4 Beds 3 Baths 26010060 MLS
Welcome to 2660 Idlewood Drive -- an elegant Firebrook Craftsman home that combines luxury, comfort, and flexibility. Tucked away at the end of a quiet cul-de-sac, this brick beauty makes a stunning first impression with a gracious covered front porch and arched entryway that set the tone for the refined craftsmanship found throughout. Inside, you'll find 4 spacious bedrooms, 2.5 bathrooms, and 2,712 square feet of beautifully designed living space -- plus a rare 900-square-foot walk-in attic that's already roughed in with HVAC ducts installed and plumbed for a full bath with the tub in place. It's the perfect setup for a future guest suite, in-law quarters, or bonus living area. The open-concept floor plan is ideal for both everyday living and entertaining. Enjoy two gas fireplaces -- one in the living room and one in the family room -- creating a warm, inviting atmosphere. The chef-inspired kitchen is the heart of the home, featuring quartz countertops, an upscale gas range, a baking station with a lowered counter, bar seating, and soft-close cabinetry with thoughtful additions such as two wine nooks, back lit glass front upper cabinets, a short-depth cabinet perfect for organizing cans and essentials, two pantries and a broom nook. The first-floor primary suite is a true retreat, complete with crown molding, double sinks, a jetted tub, a walk-in shower, and dual linen closets for extra storage. Upstairs, you'll find three generously sized bedrooms, a full bath, and a cozy reading nook -- each space designed with charming roof lines and generous closets that blend style and functionality. Additional highlights include a private main-floor office, a half bath, a laundry/utility room, and under-stair storage for added convenience. The two-car attached garage provides easy access and plenty of space for storage or a workshop setup. Step outside to the rear deck, perfect for grilling, relaxing, or hosting guests. The property is ideally located near Palomar Center, Harrodsburg Road, shopping, dining, and falls within the highly sought-after Dunbar High School district. This home blends modern design, everyday practicality, and future-ready flexibility -- all in one of Lexington's most desirable neighborhoods. Experience why so many people fall in love with Firebrook -- schedule your private showing today!

2660 Idlewood Dr, Lexington

$749,000
8 Beds 4 Baths 26015659 MLS
An exceptional opportunity to acquire a turnkey portfolio of two neighboring, fully occupied historic duplexes in the heart of downtown Lexington. Originally built in the late 1800s and thoughtfully restored while preserving their historic character, these award-winning properties offer a total of four spacious 2-bedroom, 1-bath residences featuring tall ceilings, restored hardwood floors, updated kitchens and baths, and convenient off-street parking. The package includes a shared off-street parking lot serving both buildings, adding convenience for residents while enhancing the long-term value and functionality of the portfolio. Fully occupied and meticulously maintained, these neighboring duplexes seamlessly blend timeless architecture with modern updates and dependable income potential in one of Lexington's most desirable and walkable neighborhoods, just steps from downtown restaurants, entertainment, shopping, and local attractions. Ideal for investors seeking a stabilized, income-producing asset, this portfolio also presents an outstanding opportunity for an owner-occupant. Live in one unit while the remaining residences help offset your mortgage, create a multigenerational living arrangement, or capitalize on future rental upside. Whether maintained as a long-term cash-flow investment, repositioned through future rent optimization, or utilized as a premium house hack, the portfolio offers multiple value-creation strategies. Priced well below its 2025 appraised value, this offering provides the potential for immediate equity in addition to dependable cash flow and long-term appreciation. Opportunities to acquire two adjacent, Historic Preservation Award-winning duplexes with a shared parking lot in such a premier downtown location are exceptionally rare. This is a truly one-of-a-kind chance to own a landmark investment in one of Lexington's most sought-after neighborhoods.

148 152 E Fourth St, Lexington

$410,000
3 Beds 3 Baths 26014376 MLS
1 Year Home Warranty Included! Enjoy a peaceful water view from the comforts of your thoughtfully updated home in this conveniently located yet private retreat. This meticulously maintained, move-in ready home shows original owner care with numerous upgrades throughout. Relax at home while being just minutes away from major Central KY destinations. From the moment you walk in, you will see just how special this home is with its 9-foot ceilings & open layout. Brand new, wide-plank luxury vinyl connects the formal dining & living areas and leads to a well-appointed kitchen with a brand new convection range that will make entertaining in your expansive outdoor living spaces even easier. Step onto your large covered patio or elevated, composite deck overlooking the neighborhood-maintained pond & fountain while enjoying the privacy of your beautiful backyard with mature, lush landscaping & vinyl, low-maintenance fencing. Whether you are entertaining or just relaxing, you will enjoy yourself more with energy-efficient updates, & you will also certainly enjoy saving on your commute. Rare opportunity in Lexington!

257 Shoreside Dr, Lexington

$389,000
26011235 MLS
THE BEST WATER VIEW CLOSE TO THE GATED ENTRY IN GLENNLAKE ESTATES, Lexington READY NOW!! Perfectly situated 10 acres at the front of a prestigious, gated subdivision, this homesite offers breathtaking, panoramic views of your very own shimmering lake-where sunlight dances across the water by day and golden reflections of the sunset ripple into dusk. Whether you're sipping morning coffee or hosting evening gatherings, the water becomes a stunning natural centerpiece, offering serenity and spectacle in equal measure. Newly paved roads wind gently through the community, flanked by fresh fencing and thoughtfully designed common areas that enhance the charm and privacy of this peaceful, equestrian-style setting. It's a place where songbirds replace traffic, and every breeze whispers calm. Despite its tranquility, this location offers effortless access to all modern conveniences-truly the best of both worlds. Bring your own builder and vision to life, but rest assured: architectural harmony is preserved with HOA-approved plans that maintain the community's refined character. This is more than land. This is the canvas for your legacy-with water views that make it unforgettable

4540 Wilson Lake Ln, Lexington

$425,000
4 Beds 4 Baths 26010158 MLS
Find peace in one of Lexington's fastest-growing areas with the space, flexibility, and location today's buyers are searching for. This spacious 4 bedroom, 4 bath home in Masterson Station offers an open-concept layout designed for both everyday living and entertaining, featuring a large living area, breakfast bar, dining space, and seamless flow throughout the main level. A second living area off the entry creates the perfect flex space for a home office, playroom, sitting room, or study. The spacious primary suite includes an updated en-suite bath and walk-in closet. The finished walkout basement significantly expands the living space with endless options for movie nights, guests, hobbies, fitness, or game-day gatherings. Outside, enjoy a fenced backyard with room to relax, entertain, or play. Located within walking distance to Sandersville Elementary and just minutes from Downtown Lexington, the Kentucky Horse Park, I-64/I-75, shopping, dining, and New Circle Road, this home offers the combination of space, convenience, and lifestyle that continues to make Masterson Station one of Lexington's most desirable neighborhoods.

2863 Our Tibbs Trl, Lexington

$489,900
4 Beds 4 Baths 26016148 MLS
Welcome home to this stunning property perfectly nestled on a quiet, low-traffic cul-de-sac. This spacious home blends functional modern updates with premium comfort, flowing beautifully with elegant hardwood and durable tile flooring throughout the main living areas. At the heart of the home is a gourmet kitchen featuring sleek granite countertops and a massive pantry that easily accommodates all your storage needs.The versatile layout offers four generous bedrooms, highlighted by two separate primary bedroom suites that are ideal for multi-generational living or guests. Enjoy the ultimate convenience of a primary suite located directly on the first floor. Fresh updates abound, including brand new, plush carpeting on the staircase and throughout all the bedrooms.The living space extends outdoors into a beautiful three-season enclosed room, which the current owners love and utilize all four seasons of the year. Step outside onto the spacious patio, which looks out over a partially fenced yard that balances privacy with room to entertain. This exceptional property truly offers the perfect combination of peace, privacy, and modern luxury.

3717 Saint Andrews Walk, Lexington

$186,500
1 Beds 1 Baths 26015291 MLS
Completely renovated and move-in ready, this stylish 1-bedroom, 1-bath condo offers an exceptional opportunity for investors, students, medical professionals, or anyone seeking a low-maintenance property in a prime location. Conveniently situated just minutes from the University of Kentucky campus and UK Medical Center, you'll enjoy easy access to shopping, dining, entertainment, and everyday conveniences. Inside, the updated interior features modern finishes throughout, creating a comfortable and welcoming living space. The kitchen comes fully equipped with all appliances, and a washer and dryer are included for added convenience. Off-street parking and pet-friendly accommodations add even more appeal. Currently operating as a successful mid-term rental with a lease generating $1,775 per month, this property presents immediate income potential. Whether you're looking to expand your investment portfolio or secure a turnkey property in a highly desirable area, this condo is a rare opportunity you won't want to miss. Schedule your showing today! Units 101 and 110 are also available

145 Virginia Ave Unit 102, Lexington

$595,000
5 Beds 3 Baths 26011929 MLS
Discover the perfect blend of scale, comfort, and potential in the heart of Lexington's 40509. This expansive property is designed for those who need room to grow and love to entertain. Boasting 5 generous bedrooms and a versatile second-floor loft, this home offers a layout that adapts to your lifestyle. Rest easy knowing the home is powered by an upgraded HVAC system and a second water heater, ensuring peak efficiency and endless hot water for a full household. Whether you need a dedicated home office, a playroom, or a quiet reading nook, the massive floor plan provides a sense of openness rarely found at this price point. Step through the breakfast room and into your own private oasis. The new, two-level Trex deck is a true showstopper. Enjoy your morning coffee or evening meals bug-free in the screened-in top portion, or head to the lower level for sun-drenched gatherings and summer BBQs. The massive unfinished walk-out basement is a blank canvas awaiting your vision. With a full bathroom rough-in already in place, it is primed for a guest suite, a home theater, or the ultimate man-cave; instantly adding equity and square footage to your investment.

1108 Kavenaugh Ln, Lexington

$594,000
6 Beds 2 Baths 26016208 MLS
ONLINE ONLY ABSOLUTE AUCTION!!! Online BIDDING ENDS Sunday, August 2, 2026 at 6:00PM. Terms & Conditions are as follows: As Is/Non-Contingent/10% earnest money deposit/30 day settlement/buyer's premium applies, see terms & conditions for details. Visit www.HalfhillAuctions.com for more information. Kristin Halfhill-Larimore, Principal Auctioneer, 859-333-1855. Amazing opportunity to bring your vision to life! This property has already been partially demoed, providing a head start on renovations and allowing for maximum design flexibility. Continue its current use as a multi-family property or transform it into a spacious single-family residence—the possibilities are endless. Whether you're an investor or a homeowner looking for a custom renovation project, this property offers exceptional potential. Property has a shared driveway.

33 Mentelle Park, Lexington