# 4044 Hillside Drive, Lexington, KY 40514 > **TL;DR:** 3bd/2ba single family, $380,000 ($220/sqft), built 1990, 1,730 sqft. > Fireplace, A/C, 2-car garage. Est. $2,032/mo. Listed 21 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $380,000 | | Price/sqft | $220 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 1,730 | | Year Built | 1990 | | Lot Size | 9,365 sqft (0.21 acres) | | Stories | 1 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 21 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,921 | | Estimated Insurance | $111 | | **Total** | **$2,032** | ## Nearby Schools - **Elementary:** Wellington - **Middle:** Jessie Clark - **High:** Lafayette ## Key Amenities - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 1990 - 0.21 acre lot - Fireplace ## Description ### Agent Description Updated, stylish, and perfectly positioned on a desirable corner lot, 4044 Hillside is the kind of home that immediately catches your eye-and keeps you wanting more. Thoughtfully updated throughout, this home blends modern touches with everyday comfort, creating a space that feels fresh, inviting, and truly move-in ready. The corner-lot setting adds extra curb appeal, privacy, and outdoor space, giving you more room to enjoy both the home and the property. Inside, the updates create a clean, contemporary feel while maintaining the warmth and character that make this more than just a house. Whether you're entertaining friends, enjoying a quiet evening, or making memories with family, there's a wonderful sense of comfort throughout. And outside, the generous corner lot offers endless possibilities-from relaxing and entertaining to gardening, play, or simply enjoying the extra space. This is the kind of home that checks the boxes, stands out from the crowd, and makes you want to move right in. Don't miss your chance to make 4044 Hillside your next home. ## Location - **Address:** 4044 Hillside Drive, Lexington, KY 40514 - **County:** Fayette - **Neighborhood:** Wyndham Hills - **Coordinates:** 37.971578, -84.552624 - **Google Maps:** https://www.google.com/maps?q=37.971578,-84.552624 ## Listing Agent - **Name:** Brandon L Hedinger - **Brokerage:** Keller Williams Bluegrass Realty - **Broker Phone:** (859) 260-1444 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/4044-Hillside-Dr_Lexington_KY_40514_M45829-25878?f=listhub&s=LBARKY&m=26027889&c=propsimple) ## Photos ![4044 Hillside Drive - Photo 1](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3421618532r.jpg) ![4044 Hillside Drive - Photo 2](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f884942180r.jpg) ![4044 Hillside Drive - Photo 3](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f693039398r.jpg) ![4044 Hillside Drive - Photo 4](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f4091283561r.jpg) ![4044 Hillside Drive - Photo 5](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f1466916135r.jpg) ![4044 Hillside Drive - Photo 6](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3231282688r.jpg) ![4044 Hillside Drive - Photo 7](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f4117547882r.jpg) ![4044 Hillside Drive - Photo 8](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f438824130r.jpg) ![4044 Hillside Drive - Photo 9](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f474975630r.jpg) ![4044 Hillside Drive - Photo 10](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3724112010r.jpg) ![4044 Hillside Drive - Photo 11](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f2966888535r.jpg) ![4044 Hillside Drive - Photo 12](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3504118067r.jpg) ![4044 Hillside Drive - Photo 13](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f2230955628r.jpg) ![4044 Hillside Drive - Photo 14](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3601331665r.jpg) ![4044 Hillside Drive - Photo 15](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3031673149r.jpg) ![4044 Hillside Drive - Photo 16](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f1233963447r.jpg) ![4044 Hillside Drive - Photo 17](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3870330398r.jpg) ![4044 Hillside Drive - Photo 18](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f792825736r.jpg) ![4044 Hillside Drive - Photo 19](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3200657297r.jpg) ![4044 Hillside Drive - Photo 20](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f410659673r.jpg) ![4044 Hillside Drive - Photo 21](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3888580008r.jpg) ![4044 Hillside Drive - Photo 22](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3655022273r.jpg) ![4044 Hillside Drive - Photo 23](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f1898266098r.jpg) ![4044 Hillside Drive - Photo 24](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f3936830049r.jpg) ![4044 Hillside Drive - Photo 25](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f2766572088r.jpg) ![4044 Hillside Drive - Photo 26](http://lh.rdcpix.com/fcd75a97b21d2805c7642d7e51d035f0l-f159081048r.jpg) --- **MLS#:** 26027889 | **Updated:** 2026-10-27 **Source:** listhub *Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/4044-hillside-drive-lexington-ky-40514-e238f647ac8a4fac9e543475c6ee4ee2) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/4044-hillside-drive-lexington-ky-40514-e238f647ac8a4fac9e543475c6ee4ee2#listing", "url": "https://www.propertysimple.ai/listing/4044-hillside-drive-lexington-ky-40514-e238f647ac8a4fac9e543475c6ee4ee2", "name": "4044 Hillside Drive, Lexington, KY 40514", "description": "Updated, stylish, and perfectly positioned on a desirable corner lot, 4044 Hillside is the kind of home that immediately catches your eye-and keeps you wanting more. 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