Discover Trailside Estates: Luxury Living Near Indian Hill, Loveland & Milford

There’s a new kind of luxury living taking shape on the eastern side of Cincinnati, one that blends space, nature, and unbeatable convenience. Trailside Estates, a soon-to-be signature community positioned along the edges of Indian Hill, Loveland, and Milford, offers a rare combination that local homebuyers haven’t seen in years: large, wooded lots, proximity to top schools, and quick access to the area’s most desirable amenities. 

What makes Trailside Estates truly stand out is its location. Residents will be just 10 minutes from downtown Montgomery, only seven minutes from historic Milford, and a remarkably quick two-minute drive to the Wards Corner exit on I-275. Indian Hill and Loveland are just a few minutes away, offering homeowners the charm, prestige, and amenities of these communities while still enjoying the privacy of a tucked-away neighborhood. It’s a location that feels peaceful and secluded, but still with the convenience of being close to everything. 

The land itself is part of the appeal. Trailside Estates offers lots ranging from half an acre to well over an acre, with many featuring wooded backdrops, walkout terrain, or open flat spaces ideal for a variety of home styles. Unlike teardown lots found in older neighborhoods, these properties come construction-ready with utilities in place, meaning buyers can build confidently, without the unknowns of renovating or replacing. 

Families will appreciate that the community falls within the highly regarded Milford Exempted Village School District, while still being conveniently close to some of Cincinnati’s top private schools. All Saints, CHCA, and Cincinnati Country Day are all within an easy drive, thanks to the community’s immediate access to I-275. Whether families prefer public or private, Trailside Estates provides access to an impressive range of options. 

Development is well underway, with lots expected to be delivered in early spring. Home construction will begin shortly after, with the first completed homes anticipated between late 2026 and early 2027. Early buyers will have the advantage of selecting from the widest variety of lots, shaping their custom home plans, and getting ahead of a community that is expected to grow quickly in demand. 

There’s even more to look forward to. Developers are currently working with neighboring landowners to explore a potential future connection to the area’s bike trail network. The possibility adds an exciting lifestyle element for residents who enjoy walking, running, or cycling, especially given the community’s natural surroundings and serene layout. 

Homes in Trailside Estates will start at approximately $1.2 million, reflecting the luxury design, high-quality construction, and acreage that the community offers. Trailside Estates isn’t simply another subdivision; it’s a thoughtful blend of location, luxury, and land. With its large lots, lush backdrop, and unmatched accessibility, it’s poised to become a destination for homeowners seeking the best of Cincinnati living: privacy without isolation, convenience without congestion, and a home that feels like it was designed just for them. 

Oyler Hines is Proud to Represent J&K Custom Homes

As one of Cincinnati’s premier luxury builders, J&K Custom Homes brings an unmatched level of craftsmanship, personalization, and care to Trailside Estates. J&K specializes in creating one-of-a-kind homes in exclusive neighborhoods throughout the region, designing each residence to complement its specific lot while capturing the homeowner’s unique vision.

From architectural style to interior finishes, J&K guides homeowners through every step of the selection process, partnering with top-tier suppliers to ensure every product and detail aligns with the homeowner’s needs and aesthetic.

You can build with J&K Custom Homes on lots 1, 14, 16, 18, or 19, securing a prime homesite paired with a premier builder committed to excellence.

Deposits are now being accepted! Secure your place in what will become one of the region’s most sought-after neighborhoods. 

Contact Mike Hines at [email protected] to start discussing your feature home today.