The house at 415 Keene Manor Cir in Nicholasville was completed in 2020 along the fairways of Keene Trace Golf Club, and it carries five bedrooms, a reported 6,003 square feet and a walkout lower level holding a bar, a gym, a sauna and a temperature-controlled wine cellar. Its $2,800,000 closing led five reported home sales in the Lexington, Kentucky metro area for the week of September 21 through September 27, 2026, a group that came to $7.03 million.
The five sales span Keene Manor, Drakes Landing, Shadybrook, Homestead Estates and Trapp, reaching from Nicholasville and Lexington out to Versailles and Winchester. Build dates run from 1993 to 2026, and the group takes in a gated Lexington ranch, a new-construction house in Jessamine County and a wood cabin residence on 14.38 acres.
No. 1 — $2,800,000 · 415 Keene Manor Cir, Nicholasville, Kentucky
Golf-course frontage anchors the week’s largest reported transaction. The five-bedroom house at 415 Keene Manor Cir, in the Keene Manor neighborhood of Nicholasville, sold for $2,800,000 on September 22, 2026. Built in 2020, it has a reported 6,003 square feet. The property previously changed hands for $1,490,000 in 2020.
The main level opens under ten-foot great room ceilings, and the kitchen is built around a Wolf gas range and marble countertops. The finished walkout basement below holds a bar and lounge, a dedicated gym, a sauna and a temperature-controlled wine cellar, and it opens directly onto the pool deck.
Outside, a 16-by-42 gunite pool with a tanning ledge sits between two gas fire features, a fireplace at one end and a fire pit at the other, with a hot tub alongside. A separate pool house and office with covered deck stands off the main residence, and Brazilian hardwood decking looks out over the water toward the course. Listing materials also record a whole-house standby generator, smart-home technology, built-in irrigation and cedar shake siding.
Ken J Donworth of Bluegrass Sotheby’s International Realty was the listing agent. The sale ranked No. 1 in RealtyWire’s Lexington Metro Area Top 5 for the week, closed at its full asking price and went under contract 5 days after the current listing date. Donworth has two earlier appearances in RealtyWire’s Top 5 roundups for the metro. Corey Brown of The Brokerage represented the buyer.
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No. 2 — $1,385,000 · 108 Pintail Ct, Nicholasville, Kentucky
Miranda Hinchman and Tyler T Smith of Keller Williams Bluegrass Realty were the listing agents. The closing placed No. 2 in RealtyWire’s Lexington Metro Area Top 5 for the week, and the house closed at its full asking price after going under contract one day after the current listing date. The Prather Team of Keller Williams Bluegrass Realty represented the buyer.
A newly built house in the Drakes Landing subdivision traded at $1,385,000, with the transaction recorded September 23, 2026. The four-bedroom home at 108 Pintail Ct sits in Nicholasville near the Jessamine County-Fayette County line, off Clays Mill Extended, and was finished in 2026 with a reported 4,000 square feet.
A two-story foyer leads into an open kitchen, dining and living arrangement under high ceilings. The kitchen has quartz countertops, a tile backsplash, a custom range hood, a gas range, a commercial-size refrigerator and freezer, and a pantry with built-in wood shelving, while the dining area sits under a tray ceiling with wood trim detail.
The primary suite is on the first floor, under a tray ceiling, with double vanities, a freestanding soaking tub, a dual-head shower and motion-activated lighting beneath the cabinets and along the shower edge; a custom closet with built-ins and a bench adjoins it. Three more bedrooms are upstairs, one with its own full bath, and a finished flex room with built-in cabinetry sits above the garage. Wrought-iron railing and lighted stair treads run along the stairway, and a covered porch spans the rear of the house, which has a side-entry three-car garage.
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No. 3 — $1,115,000 · 3640 Barrow Wood Ln, Lexington, Kentucky
Betsy Givens of United Real Estate Bluegrass was the listing agent. Meredith S Walker of Bluegrass Sotheby’s International Realty represented the buyer.
Inside the gated Shadybrook community in Lexington, a ranch house at 3640 Barrow Wood Ln closed on September 25, 2026 for $1,115,000. The three-bedroom home was built in 1998, has a reported 3,457 square feet and includes a two-car side-entry attached garage. The property previously changed hands for $879,000 in 2014.
Hardwood floors run through much of the interior, which takes in an office, a living room, a dining room and a great room with a fireplace and access to the patio and pond. A three-season room adjoins the living room and kitchen, and the eat-in kitchen was laid out around storage and work surface. The primary suite has an extra-large bath with a bidet and a walk-in closet, and each additional bedroom has a private bath.
A large unfinished basement runs beneath the house. The landscaped grounds include a covered brick patio and a private rear yard. The sale stands at No. 3 among the Lexington metro area’s five highest reported closings for the week.
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No. 4 — $879,000 · 333 Foxtail Rd, Versailles, Kentucky
A 2006 house in the Homestead Estates neighborhood of Versailles sold for $879,000, the deal finalized September 24, 2026. The four-bedroom residence at 333 Foxtail Rd carries a reported 4,352 square feet and an oversized three-car garage. It previously changed hands for $475,000 in 2016.
The kitchen has been remodeled with Thermador and KitchenAid stainless steel appliances, and hardwood floors run through the main rooms, set off by custom wood interior shutters. The primary suite pairs a remodeled bath with a walk-in closet fitted with custom wood shelving, and the oversized bedroom includes a fireplace and a reading area, double crown molding and a tray ceiling with custom window treatments.
A patio sits behind the house for outdoor entertaining, and the roof shingles are new.
Brad Lawson of Show Place Realty was the listing agent. Ranked No. 4 for the week in the Lexington metro area, the house closed at its full asking price and went under contract 2 days after the current listing date. Kristine Cassata of Indigo & Co represented the buyer.
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No. 5 — $850,000 · 200 Old Log Lick Rd, Winchester, Kentucky
A gated 14.38-acre property in the Trapp area outside Winchester sold for $850,000 in a September 21, 2026 closing. The all-wood cabin residence at 200 Old Log Lick Rd was built in 1993 and has three bedrooms, two bathrooms and a reported 4,019 square feet, along with a bonus room usable as a fourth bedroom or home office. It previously changed hands for $247,000 in 2006.
Wood finishes carry through the interior, which includes a large sunroom and a screened back porch, and the kitchen has been remodeled with all-new appliances. Outbuildings and site features include a four-stall metal barn, a two-bay garage beneath the house, a three-bay detached garage, and an RV pad with full electric and water hookup.
The grounds hold an in-ground pool with concrete decking, a stocked pond and a seasonal stream along the boundary. The property sits about 15 minutes from downtown Winchester, roughly 25 minutes from Lexington and under 30 minutes from Red River Gorge, with Fox General Store less than a mile away.
Derek M Blankenship and Brad Smith of Keller Williams Commonwealth were the listing agents. The transaction holds the No. 5 position in RealtyWire’s Lexington Metro Area Top 5 for the week. Jordan James of Lifstyl Real Estate represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, September 27, 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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