Trail Ridge Road, Middleburg, FL
Everything we know about Trail Ridge Road in Middleburg: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.
81 homes sit on Trail Ridge Road in Middleburg, FL (ZIP 32068), built 1973–2017, a typical 2,093 sq ft with 4 bedrooms. 1 is for sale right now from $520,000. 7 closed in the last 12 months at a median of $360,000. Homes that sold since 2023 went for a median $354,995.
For sale on Trail Ridge Road now
Recent sales on Trail Ridge Road
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 3839 Trail Ridge Road | $500,000 | 2026-08-11 | 5 / 3.0 | 3,007 |
| 3839 Trail Ridge Road | $500,000 | 2026-08-11 | 5 / 3.0 | 3,007 |
| 4053 Trail Ridge Road | $360,000 | 2026-05-22 | 4 / 3.0 | 2,347 |
| 4053 Trail Ridge Road | $360,000 | 2026-05-22 | 4 / 3.0 | 2,347 |
| 4042 Trail Ridge Road | $365,000 | 2026-04-24 | 4 / 2.0 | 2,182 |
| 4045 Trail Ridge Road | $280,000 | 2026-01-22 | 4 / 2.0 | 1,845 |
| 4054 Trail Ridge Road | $275,000 | 2025-12-29 | 4 / 2.0 | 1,771 |
The homes on Trail Ridge Road
75 single-family, 6 condo/townhome/other. Built by decade: 1970s 5, 1980s 1, 1990s 1, 2000s 24, 2010s 50.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 3839 Trail Ridge Road | $500,000 | 2026-08-11 | 2013 | 3,007 |
| 4053 Trail Ridge Road | $360,000 | 2026-05-22 | 2008 | 2,347 |
| 4042 Trail Ridge Road | $365,000 | 2026-04-24 | 2011 | 2,182 |
| 4045 Trail Ridge Road | $280,000 | 2026-01-22 | 2011 | 1,845 |
| 4054 Trail Ridge Road | $275,000 | 2025-12-29 | 2010 | 1,771 |
| 3478 Trail Ridge Road | $330,000 | 2024-11-14 | 1978 | 1,748 |
| 4034 Trail Ridge Road | $315,000 | 2024-07-15 | 2008 | 1,716 |
| 4046 Trail Ridge Road Lot 19 Two Creeks | $325,000 | 2023-11-08 | 2010 | 1,741 |
| 3866 Trail Ridge Road | $380,000 | 2023-06-21 | 2014 | 2,560 |
| 4049 Trail Ridge Road | $365,000 | 2023-04-28 | 2011 | 2,309 |
| 3917 Trail Ridge Road | $462,500 | 2023-03-30 | 2014 | 2,971 |
| 3840 Trail Ridge Road | $349,990 | 2023-02-10 | 2014 | 1,889 |
| 4050 Trail Ridge Road | $379,900 | 2022-08-08 | 2008 | 1,718 |
| 3978 Trail Ridge Road | $396,900 | 2022-05-18 | 2008 | 2,005 |
| 3958 Trail Ridge Road | $430,000 | 2022-05-12 | 2012 | 2,293 |
| 3933 Trail Ridge Road | $466,250 | 2022-05-06 | 2008 | 2,680 |
| 4027 Trail Ridge Road | $339,000 | 2022-04-15 | 2013 | 1,798 |
| 4030 Trail Ridge Road Lot 23 Two Creeks | $332,500 | 2022-03-01 | 2010 | 1,845 |
| 3827 Trail Ridge Road | $325,000 | 2022-01-18 | 2008 | 1,748 |
| 3946 Trail Ridge Road | $475,000 | 2021-11-30 | 2012 | 3,684 |
Communities along Trail Ridge Road
- Two Creeks · 71 homes on the street
- Jacksonville South · 1 homes on the street
- Foxmeadow · 1 homes on the street
How to read this
Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of September 16, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 355 homes for sale in Middleburg, homes for sale in 32068.