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Daren Bailey

Daren Bailey
Real Estate Agent (Broker)
Crestwood KY

Broker (KY: 195679)

30 years experience

REALTOR® 9 Active Listings Serves Oldham County, KY
View on Realtor.com

Contact Information

Brokerage
Coldwell Banker McMahan Co

Office Website
Office Address
6402 Railroad Ave
Crestwood, KY  40014
(Oldham County)
Office Phone
502-241-5707
Office Fax
Mobile
502-807-5648
Email
dare********@**************.com
Show Email for $5

Service Areas

Orchard Grass: KY Ballardsville: KY Crestwood: KY Orchard Grass Hills: KY Buckner: KY Goshen: KY La Grange: KY Louisville Metro: KY Pewee Valley: KY Harrods Creek: KY River Bluff: KY Prospect: KY Douglass Hills: KY Blue Ridge Manor: KY Wildwood: KY Moorland: KY Sycamore: KY Meadowbrook Farm: KY Middletown: KY Anchorage: KY Jeffersontown: KY Lyndon: KY Ten Broeck: KY Barbourmeade: KY Langdon Place: KY Rolling Hills: KY Murray Hill: KY Green Spring: KY Spring Valley: KY Manor Creek: KY Creekside: KY Hills Dales: KY Meadow Vale: KY Broeck Pointe: KY Old Brownsboro Place: KY Hickory Hill: KY Fincastle: KY Hills and Dales: KY Brownsboro Farm: KY Worthington Hills: KY Eastwood: KY Coldstream: KY Woodland Hills: KY St. Regis Park: KY Lincolnshire: KY Meadowview Estates: KY Louisville: KY Houston Acres: KY Hurstbourne Acres: KY Cambridge: KY St. Matthews: KY Strathmoor Manor: KY Seneca Gardens: KY Kingsley: KY Wellington: KY Strathmoor Village: KY Mockingbird Valley: KY Rolling Fields: KY Rolling Field: KY Windy Hills: KY Brownsboro Village: KY Beechwood Village: KY Bellewood: KY Maryhill Estates: KY Richlawn: KY Northfield: KY Druid Hills: KY Norbourne Estates: KY Woodlawn Park: KY Riverwood: KY Indian Hills: KY

About Daren Bailey

With a deep-rooted connection to Oldham County and East Louisville, this agent brings a wealth of local knowledge to their real estate practice. Having navigated the educational landscape through elementary, middle, and high schools in the area, their family has fully embraced the vibrant community and its diverse activities. They are passionate about the unique opportunities that Oldham County and the greater Louisville area provide, making them an invaluable resource for clients seeking to explore this desirable region.

Oldham County, KY Real Estate Market Analysis (Single Family Homes)

$551,108
Avg. Listing Price
From Daren's portfolio
3.7 / 2.9
Avg. Beds/Baths
Typical property size
2,668 sf
Avg. Square Footage
Interior living space
240
Active Listings
Current inventory

Oldham County, Kentucky represents one of the most affluent and rapidly evolving real estate markets in the Louisville metropolitan region. This scenic county, anchored by cities like LaGrange, Crestwood, Pewee Valley, and Buckner, has transformed from rural farmland into a premier destination for upscale residential development. The market's proximity to Louisville, combined with its rolling hills and historic charm, creates a unique dynamic where luxury homes and equestrian properties command premium prices.

With 132 total actively licensed agents serving the area, Oldham County maintains a surprisingly intimate real estate community despite its growing prominence. What's particularly noteworthy is that all 132 agents have established email communications, indicating a tech-savvy professional network that embraces modern marketing and client communication strategies. This digital connectivity reflects the county's sophisticated buyer demographic and the agents' commitment to serving discerning clientele.

Major Oldham County, Kentucky Real Estate Markets

LaGrange serves as the county seat and primary commercial hub, featuring a mix of historic downtown properties and newer suburban developments. Crestwood has emerged as a hotspot for executive homes and gated communities, while Pewee Valley maintains its reputation as one of Kentucky's most prestigious addresses, with Victorian-era estates and custom-built luxury homes. Buckner and Prospect round out the major markets, offering everything from starter homes to sprawling estates on multi-acre lots.

The county's real estate landscape extends beyond these primary cities to include numerous unincorporated communities and rural areas where horse farms, gentleman's farms, and custom estates dominate. These outlying areas often see the most dramatic price variations, with waterfront properties along the Ohio River commanding top dollar, while agricultural land continues to be converted into upscale residential subdivisions at a steady pace.

Market Dynamics and Geographic Complexity

Oldham County's real estate market operates on multiple tiers, creating complexity that requires specialized local knowledge. The luxury segment, particularly properties over $500,000, drives much of the market activity, with buyers often relocating from Louisville or other metropolitan areas seeking more space and privacy. Equestrian properties represent a unique niche, with facilities for horses and related amenities significantly impacting property values and marketing strategies.

Geographic factors play a crucial role in pricing and desirability, with elevation, views, and proximity to Louisville creating distinct micro-markets within the county. Properties with easy access to I-71 command premiums due to commuter convenience, while those offering privacy and acreage appeal to buyers seeking rural lifestyles. The county's strict zoning and development regulations help maintain property values but also create inventory constraints that keep the market competitive.

Why Businesses Need Oldham County, Kentucky Agent Contact Data

The concentrated network of 132 licensed agents with complete email accessibility presents valuable opportunities for service providers, lenders, and real estate technology companies. These agents handle high-value transactions and serve affluent clientele, making them attractive partners for luxury service providers, home improvement companies, and financial institutions specializing in jumbo mortgages and investment properties.

Given the agents' tech-forward approach and the market's sophisticated nature, businesses can leverage this contact data for targeted marketing campaigns, partnership development, and market research initiatives. The complete email coverage ensures efficient communication channels, while the manageable number of agents allows for personalized outreach strategies that can yield higher conversion rates than mass market approaches.

Current Property Listings

As of 2/17/2026, Daren Bailey has 9 properties for sale in Crestwood and surrounding areas.

$575,000

Listed 2026-02-14

16802 Polo Fields Ln
Louisville, KY  40245

Beds: 5.0
Baths: 3.5
Sq Ft: 4,133
Lot: 18,295 sf
Single Family Map
View Full Details

$225,000

Listed 2026-02-11

1305 Taxus Top Ln Unit 201
Louisville, KY  40243

Beds: 2.0
Baths: 2.0
Sq Ft: 1,393
Condos Map
View Full Details

$489,900

Listed 2025-11-19

409 Wood Springs Rd
La Grange, KY  40031

Beds: 3.0
Baths: 3.0
Sq Ft: 2,200
Lot: 13,504 sf
Single Family Map
View Full Details

$389,900

Listed 2026-01-20

5206 Arrowshire Dr
La Grange, KY  40031

Beds: 3.0
Baths: 2.5
Sq Ft: 2,231
Lot: 21,780 sf
Single Family Map
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$699,900

Listed 2026-01-05

4820 Stanley Farm Ct
La Grange, KY  40031

Beds: 5.0
Baths: 4.5
Sq Ft: 4,688
Lot: 37,026 sf
Single Family Map
View Full Details

$450,000

Listed 2025-11-07

7604 Briarwood Dr
Crestwood, KY  40014

Beds: 3.0
Baths: 2.0
Sq Ft: 2,942
Lot: 53,579 sf
Single Family Map
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$209,900

Listed 2025-09-15

6116 Goalby Dr
Louisville, KY  40258

Beds: 3.0
Baths: 2.5
Sq Ft: 1,589
Lot: 3,485 sf
Townhomes Map
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$250,000

Listed 2026-01-09

1005 E Mailback Way
Crestwood, KY  40014

Beds: 3.0
Baths: 1.0
Sq Ft: 1,005
Lot: 13,504 sf
Single Family Map
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$305,000

Listed 2025-11-14

1211 Royal Ave
La Grange, KY  40031

Beds: 3.0
Baths: 2.0
Sq Ft: 1,368
Lot: 7,405 sf
Single Family Map
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Current Property Rentals

Daren Bailey currently has no rental properties available in Crestwood and surrounding areas. Check back later.