The five highest-priced home sales reported in the Lexington metro area for the week ending October 18, 2026, totaled $7.55 million. One was in Versailles, in Woodford County, and the other four were in Lexington: homes in the Lakewood, Fairway and Chevy Chase neighborhoods and a condominium downtown. Four of the five were single-family homes.
No. 1 — $1,850,000 · 1460 Shannon Run Rd, Versailles, Kentucky
The week’s top sale was a horse property on 12.40 acres along Shannon Run Road in Versailles, which sold for $1,850,000. The land is cleared, fenced and gated. Keeneland and Bluegrass Airport are less than 10 minutes away, and the Kesmarc equine rehabilitation center is one mile from the property.
The working heart of the place is a heated training barn with 10 stalls. It has a wash rack, Nelson waterers, a tack room, storage for feed and hay, and two indoor round pens. Out in the open there is a working arena and a third round pen, along with a storage shed and a shavings bin. Other outbuildings stand on the property as well.
The two-story Traditional home, built in 1997, has four bedrooms, four full baths and a half bath, and 4,645 square feet, the most living area of the five. Hardwood floors run throughout. The updated kitchen opens to a hearth room with a gas fireplace, and the living and dining areas take in views to the east and west. The primary suite is on the main floor, with a dressing room, walk-in closets and a bath that has a soaking tub, a steam shower and a heated floor. The second floor has two more bedrooms, a full bath and a sitting area. Wraparound porches built with Trex look out over the gardens and toward a neighboring horse farm. The home also has an attached three-car garage and an unfinished walkout basement. The property last sold in 2016 for $690,000.
Teresa K Barnes of Abbot Realty & Auction was the listing agent for the week’s highest-priced sale.
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No. 2 — $1,820,000 · 1436 Lakewood Dr, Lexington, Kentucky
At this ranch in Lakewood, a barrel-vaulted ceiling starts outside on the front porch, continues through the foyer and ends in the kitchen, where it is lined in wood. The one-story home, built in 1952, sold for $1,820,000. It has four bedrooms, three full baths and a half bath, and 3,952 square feet on a 0.37-acre lot.
The open living and dining areas have hardwood floors, detailed millwork and a coffered ceiling with built-in lighting. A walk-in wine room sits just off the dining room. The kitchen has a large island, marble countertops, Monogram appliances and a built-in ice maker. Accordion-folding doors open the main living area to a covered patio with a vaulted wood ceiling and retractable screens. Past the patio is a heated saltwater pool with decking and mature landscaping, and a large fenced lawn adds more room outside.
The primary suite has a tray ceiling, dual vanities, an oversized walk-in shower and two walk-in closets. The finished lower level adds a kitchenette, a fitness room and several more rooms that could serve as offices or guest space. The home has an attached two-car garage, and the neighborhood is convenient to the University of Kentucky, downtown Lexington, hospitals and restaurants. The property last sold in 2016 for $525,000.
The home went under contract the day it was listed and sold for $20,000 above its $1.8 million asking price. Rusty Underwood of Christies International Real Estate Bluegrass was the listing agent, and Whitney W Durham of Bluegrass Sotheby’s International Realty represented the buyer.
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No. 3 — $1,502,500 · 229 Kingsway Dr, Lexington, Kentucky
Built in 1931, the Dutch colonial at 229 Kingsway Drive in Fairway is the oldest home in this Top 5, and it has been renovated from top to bottom. It sold for $1,502,500. The exterior is stone and wood siding, and the 8,712-square-foot lot is shaded by many trees.
The home has four bedrooms, three full baths and a half bath, and 4,110 square feet. An addition created the primary suite, which has two walk-in closets and a bath with heated travertine floors, marble vanities and a soaking tub. The kitchen has quartzite countertops, custom cabinetry and two dishwashers. Wood-burning masonry fireplaces warm both the living room and the family room, and custom built-ins appear in those rooms, in the bedrooms and in the partially finished basement. Behind the home, a gated rear yard sits within professionally landscaped grounds, and a detached two-car garage is on the lot. The property last sold in 2001 for $385,000.
Erica L Clay Kinkead of Team Pannell Real Estate listed the home, which went under contract 25 days after it came on the market. Emily Miller of Bluegrass Sotheby’s International Realty represented the buyer.
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No. 4 — $1,250,000 · 106 W Vine St #803, Lexington, Kentucky
The newest home in the group is a downtown Lexington condominium on West Vine Street, built in 2025, which sold for $1,250,000. The unit has two bedrooms, two full baths and 1,452 square feet, with wood floors, an entrance foyer, an eat-in kitchen and a walk-in closet. It comes with an attached two-car garage, and residents have a community pool and security.
John Schroeder of Rector Hayden Realtors was the listing agent, and Cathy May of LexRealty represented the buyer. Rector Hayden Realtors listed two of this week’s Top 5 sales, this one and the home on Cassidy Avenue in Chevy Chase.
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No. 5 — $1,129,000 · 325 Cassidy Ave, Lexington, Kentucky
A renovation completed in 2024 remade this 1946 home on Cassidy Avenue in Chevy Chase, inside New Circle Road and near downtown Lexington, the University of Kentucky and the Arboretum. It sold for $1,129,000. The home has four bedrooms, three full baths and 2,081 square feet on a 7,318-square-foot lot.
The kitchen was the centerpiece of the work. It has a Viking gas range, Fisher & Paykel appliances with an integrated refrigerator, a custom stainless-steel hood, granite and marble countertops, and custom inset cabinets with fluted glass panels and solid brass hardware, all over a limestone floor. Stained red oak floors and custom millwork run through the rest of the home. The living room has a wood-burning fireplace, rebuilt by Barnhill, and opens to the dining area. Skylights added in the renovation bring daylight inside.
In the primary suite, the walk-in closet has a leather tile floor, and the bath has heated tile floors, a large double vanity and a fully tiled glass shower. Outside, a covered porch with a standing-seam copper roof and TimberTech decking leads to a patio of compacted granite, enclosed by a wood privacy fence and irrigated landscaping. A new detached two-car garage with an automatic gate and an unfinished basement round out the property. It last sold in 2022 for $560,000.
Laura Hayden of Rector Hayden Realtors was the listing agent, and Bart Vaughn of American Realty Group represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 18, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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