5314 High Crest Dr

Crestwood, KY
$ 738,900 Beds 6 Baths 4.5 Sq 5,782
Monthly Estimate* How much can I afford?

Welcome to your dream home in the highly sought-after Oldham County School District! Offering over 5,700 square feet of beautifully designed living space on a spacious 1.3-acre lot, this exceptional home offers the perfect blend of luxury, comfort, and functionality—with room for everyone and everything you need to live, work, & entertain with ease. Thoughtfully updated & truly move-in ready, this home features a new roof (2025), remodeled primary bathroom (2026), tankless water heater (2021), updated landscaping (2025), & modern light fixtures throughout (2024). Major updates have already been taken care of, allowing you to move in & enjoy the home from day one. Designed for both everyday living & entertaining, this spacious home features 6 bedrooms, all with walk-in closets, 4.5 bathroom a 3-car garage, and a finished walkout basement. With an abundance of living space, the flexible floor plan is ideal for growing families, multi-generational living, homeschooling, working from home, or hosting family and friends. The first-floor primary suite is a true retreat, featuring its own cozy fireplace and private sitting area—the perfect place to enjoy your morning coffee, curl up with a good book, or unwind at the end of the day. The remodeled primary bathroom adds an updated, spa-like touch to this already impressive private retreat. Step outside and enjoy the space and possibilities that come with 1.3 acres, offering plenty of room to relax, entertain, play, and make the property your own. Conveniently located with easy access to I-71, this home offers a peaceful setting while keeping you close to shopping, dining, parks, and everyday conveniences. It's a rare opportunity to own a home that truly offers space, flexibility, modern updates, and an unbeatable Oldham County location all in one. If you've been searching for a home where you can spread out, grow, entertain, and make memories for years to come, this one deserves a closer look. Schedule your private showing today and come see everything this exceptional home has to offer!

Active

  • Price
  • $ 738,900
  • City
  • Crestwood
  • Bedrooms
  • 6
  • Full Bathrooms
  • 4
  • County
  • Oldham
  • Half Bathrooms
  • 1
  • Area
  • Oldham County S-171
  • Lot Size
  • 1.39 Acres
  • Zip
  • 40014
  • Sqr Footage
  • 5,782
  • Year Built
  • 2006
  • Style
  • Traditional
  • MLS#
  • 1723044
Listed By: Homepage Realty
Data Source: Metro Search, Inc.

Features

General

Heating Forced Air,Natural Gas
Cooling Central Air
Utilities Fuel:Natural
Roof Shingle
HOA Fee 450
Garage Spaces 3
Architectural Style Traditional
Construction Materials Wood Frame,Brick Veneer
Year Built 2006
Stories Count 2
Property Subtype Single Family Residence
County Oldham
Property Type Residential
HOA true
Attached Garage true
Subdivision Name WOODS OF HILLVIEW
Garage Y/N true
Total Rooms 20
Full Baths 4
Status Active
Directions 22 DOWNTOWN CRESTWOOD, FIRST RIGHT PAST S. CAMDEN RD. INTO SUBDIVISION
City Crestwood
MLS Area 21-Oldham County S-171
Lot Size Units Acres
Lot Size Square Feet 60548
MLS Area Minor 21-Oldham County S-171
Standard Status Active
Tax Lot 25

Interior Features

Basement Walkout Finished
Total Fireplaces 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 3452
Half Baths 1
Total Bedrooms 6
Below Grade Finished Area 1700
LivingAreaSource Builder
Total Baths 5

Exterior Features

Fencing None
Parking Features Attached
Lot Features Cleared
Water Source Public
Lot Size Area 1.39
Foundation Details Poured Concrete
Building Area Total 3452
Lot Size Acres 1.39

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Shelbyville, KY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School
Middle School
High School Unknown High School

Price History

7/11/2026 Listed $750,000
7/20/2026 1% - $739,999
7/28/2026 Listed $739,000
8/11/2026 Listed $738,900

Property vs Zip Code Average in 40014

Price
AVG $690K
$740K
Year Built
AVG 1996
2006

5314 High Crest Dr Crestwood, KY is a Single Family Home for sale at $738900 with 5782 sqft and a lot size of 1.39 Acres Acre(s). 5314 High Crest Dr Crestwood has 6 bedrooms, 4 baths and was built in 2006. The property's zip code is 40014 which is in Crestwood, KY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.