About 586 Middletown Road
A rare chance to claim your own private sanctuary in Colchester. Set on over 23 acres and bordered by more than 85 acres of preserved town and state land, this remarkable property offers unmatched privacy and a deep connection to nature. Nearly two miles of groomed trails wind through the grounds, ideal for biking, hiking, and exploring, alongside a fishing pond, brook, and natural waterfall. A dedicated shooting range with berm and a stunning antique post-and-beam barn elevate the retreat into something truly extraordinary. Originally built around 1880 as a 30x24 carriage shed, the barn has been thoughtfully repurposed and modernized while honoring its heritage. The restoration preserved original oak and chestnut beams with mortise-and-tenon joinery, seamlessly blending them with today's design and construction. Over two years were devoted to bringing this vision to life, including curated antiques that remain with the property. Conceived as a timeless family gathering place, the retreat embodies enduring charm and effortless seclusion. Whether hosting friends, enjoying the trails, or simply unwinding in complete privacy, this one-of-a-kind estate invites you to create lasting memories in a setting like no other.
Features of 586 Middletown Road
| MLS® # | 24114090 |
|---|---|
| Price | $625,000 |
| Square Footage | 1,488 |
| Acres | 23.90 |
| Type | Single Family For Sale |
| Style | Barn, Other |
| Status | Closed |
Community Information
| Address | 586 Middletown Road |
|---|---|
| Area | N/A |
| City | Colchester |
| County | New London |
| State | Connecticut |
| Zip Code | 06415 |
Amenities
| Features | Extra Insulation |
|---|---|
| Parking Spaces | 20 |
| Parking | Driveway |
| Is Waterfront | No |
| Waterfront | Walk to Water |
| Has Pool | No |
Interior
| Interior Features | Open Floor Plan |
|---|---|
| Appliances | Microwave, Refrigerator |
| Heating | Wood/Coal Stove, Wood |
| Cooling | None |
| Fireplace | Yes |
| # of Fireplaces | 1 |
Exterior
| Exterior | Wood |
|---|---|
| Exterior Features | Shed |
| Lot Description | Secluded, Some Wetlands, Treed, Farm Land |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Per Board of Ed |
Additional Information
| Date Listed | August 18th, 2025 |
|---|---|
| Days on Market | 63 |
| Zoning | RU |
| RE / Bank Owned | No |