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.
For sale
$400,000
4044 Hillside Dr, Lexington, KY 40514
3beds
1,730sqft
Single Family Residence
Built in 1990
9,365 Square Feet Lot
$385,700 Zestimate®
$231/sqft
$-- HOA
What's special
Clean contemporary feelUpdated stylishWarmth and characterThoughtfully updated throughoutGenerous corner lotOutdoor space
- 7 days
- 845
- 53
Zillow last checked:
Listing updated:
Listed by:
Brandon L Hedinger 859-509-8315,
Keller Williams Bluegrass Realty
Source: Imagine MLS,MLS#: 26027889
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: First
Bedroom 1
- Level: First
Bathroom 1
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Utility room
- Level: First
Heating
- Forced Air, Natural Gas
Cooling
- Electric, Heat Pump
Appliances
- Included: Dishwasher, Microwave, Refrigerator, Range
- Laundry: Electric Dryer Hookup, Washer Hookup
Features
- Eat-in Kitchen, Walk-In Closet(s), Ceiling Fan(s)
- Flooring: Carpet, Tile
- Doors: Storm Door(s)
- Windows: Insulated Windows, Blinds
- Basement: Crawl Space
- Number of fireplaces: 1
- Fireplace features: Factory Built, Living Room
Interior area
- Total structure area: 1,730
- Total interior livable area: 1,730 sqft
- Finished area above ground: 1,730
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Attached Garage, Garage Door Opener, Garage Faces Rear, Garage Faces Side
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
- Fencing: Privacy,Wood
Lot
- Size: 9,365 Square Feet
Details
- Parcel number: 20089520
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Brick Veneer, Vinyl Siding
- Foundation: Block
- Roof: Shingle
Condition
- Year built: 1990
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Natural Gas Connected, Underground Utilities
Community & HOA
Community
- Features: Park, Pool
- Subdivision: Wyndham Hills
HOA
- Has HOA: No
Location
- Region: Lexington
Financial & listing details
- Price per square foot: $231/sqft
- Tax assessed value: $210,300
- Annual tax amount: $2,308
- Date on market: 10/8/2026
Estimated market value
$385,700
$366,000 - $405,000
$2,018/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/8/2026 | Listed for sale | $400,000+239.4%$231/sqft |
Source:  Imagine MLS #26027889 Report a problem | ||
| 9/14/2010 | Sold | $117,855-18.7%$68/sqft |
Source: Public Record Report a problem | ||
| 8/27/2010 | Listed for sale | $145,000-5%$84/sqft |
Source: RE/MAX Elite Lexington #1004346 Report a problem | ||
| 6/2/2010 | Listing removed | $152,700$88/sqft |
Source: RE/MAX Elite Lexington #1004346 Report a problem | ||
| 3/6/2010 | Listed for sale | $152,700-4.5%$88/sqft |
Source: RE/MAX Elite Lexington #1004346 Report a problem | ||
| 8/24/2007 | Sold | $159,900+6.7%$92/sqft |
Source:  Imagine MLS #724015 Report a problem | ||
| 12/30/2005 | Sold | $149,900+26.5%$87/sqft |
Source: Imagine MLS #518752 Report a problem | ||
| 1/2/2001 | Sold | $118,500$68/sqft |
Source: Imagine MLS #2009070 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,308 +5% | $210,300 +5% |
| 2024 | $2,198 | $200,300 |
| 2023 | $2,198 -3.3% | $200,300 |
| 2022 | $2,273 | $200,300 |
| 2021 | $2,273 +20.6% | $200,300 +20.6% |
| 2020 | $1,885 | $166,100 |
| 2019 | $1,885 | $166,100 |
| 2018 | $1,885 +5.6% | $166,100 |
| 2017 | $1,785 +14.4% | $166,100 +14.6% |
| 2015 | $1,561 | $145,000 |
| 2014 | $1,561 | $145,000 |
| 2012 | $1,561 | $145,000 |
| 2011 | -- | -- |
| 2010 | -- | -- |
| 2009 | -- | -- |
| 2008 | -- | $159,900 |
| 2006 | -- | -- |
| 2005 | -- | -- |
| 2004 | -- | -- |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 40514
Nearby schools
Schools provided by the listing agent
- Elementary: Wellington
- Middle: Jessie Clark
- High: Lafayette
Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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