Jennings Farm Drive, Middleburg, FL

Everything we know about Jennings Farm Drive 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.

51 homes sit on Jennings Farm Drive in Middleburg, FL (ZIP 32068), built 2024–2027, a typical 2,754 sq ft with 4 bedrooms. 4 are for sale right now from $529,990 to $599,990. 25 closed in the last 12 months at a median of $529,900. Homes that sold since 2023 went for a median $527,445.

For sale on Jennings Farm Drive now

2381 Jennings Farm Drive, home for sale on Jennings Farm Drive
$599,990
4 bd · 4 ba · 3,285 sq ft · built 2026
2381 Jennings Farm Drive
Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC
2469 Jennings Farm Drive, home for sale on Jennings Farm Drive
$569,990
5 bd · 3.5 ba · 2,956 sq ft · built 2026
2469 Jennings Farm Drive
Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC
2385 Jennings Farm Drive, home for sale on Jennings Farm Drive
$559,990
5 bd · 4 ba · 2,728 sq ft · built 2026
2385 Jennings Farm Drive
Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC
2491 Jennings Farm Drive, home for sale on Jennings Farm Drive
$529,990
4 bd · 3 ba · 2,493 sq ft · built 2026
2491 Jennings Farm Drive
Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC

Recent sales on Jennings Farm Drive

AddressSoldClosedBeds / bathsSq ft
2418 Jennings Farm Drive$415,0002026-09-114 / 3.02,190
2418 Jennings Farm Drive$415,0002026-09-114 / 3.02,190
2377 Jennings Farm Drive$585,0002026-06-265 / 4.03,285
2377 Jennings Farm Drive$585,0002026-06-265 / 4.03,285
2343 Jennings Farm Drive$560,8392026-06-255 / 4.02,881
2343 Jennings Farm Drive$560,8392026-06-255 / 4.02,881
2402 Jennings Farm Drive$543,9902026-06-114 / 4.03,174
2402 Jennings Farm Drive$543,9902026-06-114 / 4.03,174
2498 Jennings Farm Drive$542,2842026-06-094 / 3.02,289
2498 Jennings Farm Drive$542,2842026-06-094 / 3.02,289
2337 Jennings Farm Drive$600,0002026-05-285 / 3.53,518
2475 Jennings Farm Drive$421,9902026-05-273 / 2.02,213
2487 Jennings Farm Drive$415,0002026-05-215 / 3.02,289
2412 Jennings Farm Drive$499,9902026-04-224 / 3.02,493
2481 Jennings Farm Drive$419,9902026-04-134 / 3.02,190
2332 Jennings Farm Drive$439,9902026-03-204 / 2.02,213
2454 Jennings Farm Drive$550,9902026-03-174 / 3.02,754
2466 Jennings Farm Drive$529,9002026-01-303 / 3.02,754
2436 Jennings Farm Drive$519,9902026-01-305 / 4.02,681
2342 Jennings Farm Drive$499,9902025-12-125 / 4.02,681
2460 Jennings Farm Drive$572,2082025-12-125 / 4.03,285
2206 Jennings Farm Drive$599,9902025-12-014 / 3.02,493
2243 Jennings Farm Drive$464,9902025-11-135 / 3.02,213
2470 Jennings Farm Drive$499,9902025-10-064 / 3.02,493
2272 Jennings Farm Drive$499,9902025-09-236 / 4.02,681

The homes on Jennings Farm Drive

51 single-family. Built by decade: 2020s 51.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
2418 Jennings Farm Drive$415,0002026-09-1120262,190
2377 Jennings Farm Drive$585,0002026-06-2620263,285
2343 Jennings Farm Drive$560,8392026-06-2520262,881
2402 Jennings Farm Drive$543,9902026-06-1120253,174
2498 Jennings Farm Drive$542,2842026-06-0920262,289
2337 Jennings Farm Drive$600,0002026-05-2820263,518
2475 Jennings Farm Drive$421,9902026-05-2720262,213
2487 Jennings Farm Drive$415,0002026-05-2120252,289
2412 Jennings Farm Drive$499,9902026-04-2220252,493
2481 Jennings Farm Drive$419,9902026-04-1320252,190
2332 Jennings Farm Drive$439,9902026-03-2020252,213
2454 Jennings Farm Drive$550,9902026-03-1720262,754
2466 Jennings Farm Drive$529,9002026-01-3020252,754
2436 Jennings Farm Drive$519,9902026-01-3020252,681
2342 Jennings Farm Drive$499,9902025-12-1220252,681
2460 Jennings Farm Drive$572,2082025-12-1220253,285
2206 Jennings Farm Drive$599,9902025-12-0120252,493
2243 Jennings Farm Drive$464,9902025-11-1320252,213
2470 Jennings Farm Drive$499,9902025-10-0620252,493
2272 Jennings Farm Drive$499,9902025-09-2320242,681

Communities along Jennings Farm Drive

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.

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Common questions

How many homes are on Jennings Farm Drive in Middleburg?

51 homes in the parcel and MLS record, built between 2024 and 2027.

Are there homes for sale on Jennings Farm Drive?

4 listed right now, from $529,990.

What do homes on Jennings Farm Drive sell for?

The median closing over the last 12 months was $529,900.