Homes for Sale $300K to $500K in Middleburg, FL

This page tracks every Middleburg listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.

222 homes listed between $300,000 and $500,000 are for sale or pending in Middleburg, FL today across 62 communities. The median asking price is $373,500, from $300,000 to $499,999. Listings in Middleburg without that feature have a median of $274,000. Most listings right now: Jennings Farm (26), Black Creek Park (16), Murray Farms (12). Updated September 11, 2026 from the MLS.

Middleburg homes $300K–$500K by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale. The 60 communities with the most homes $300K–$500K listed are tabled; the rest follow.

CommunityHomes $300K–$500KNew buildMedian listFrom
Jennings Farm2624$420,995$359,900
Black Creek Park162$367,000$307,900
Murray Farms1212$379,000$324,000
Pine Ridge120$378,950$325,000
Double Branch1110$404,490$357,000
Greyhawk100$349,950$310,000
Azalea Ridge90$335,000$320,000
Middleburg61$375,000$329,900
Coppergate50$325,000$300,000
Cameron Oaks50$319,000$300,000
Glen Laurel50$310,000$304,900
The Ravines40$429,500$330,000
Kindle Wood40$375,000$359,900
Orange Park South40$347,400$300,000
Eagle Landing30$425,000$390,000
Ravines30$399,500$345,000
Villages Of Fireside30$395,000$369,000
Laurel Oaks30$355,000$336,000
Southampton30$327,500$300,000
Ridaught Landing30$320,000$310,000
Jacksonville South30$315,000$314,900
Doctors Landing20$470,000$445,000
Foxmeadow20$454,450$449,000
Clay Hill20$432,500$405,000
Tara Farms20$430,000$415,000
Two Creeks20$413,500$330,000
Linda Lakes20$395,000$390,000
Longleaf Ranch20$374,950$310,000
Angora Bay20$372,450$359,900
Duckwater Woods20$351,500$328,000
Brannan Mill Plantation20$350,000$300,000
Barrington Estates20$335,950$326,900
Pinewood Place20$317,500$300,000
Whisper Creek20$317,000$307,000
District at Oakleaf Village22$307,990$304,990
Baxley Hideaway20$300,000$300,000
Pine Hill Acres10$499,900$499,900
Clay10$495,000$495,000
Twin Creeks10$480,000$480,000
Deer Park Estates10$445,000$445,000
Duck Pond10$444,998$444,998
Longleaf Ranch10$439,900$439,900
Fox Meadow10$439,000$439,000
West Big Branch10$434,700$434,700
Trail Ridge10$433,750$433,750
Gin House Landing10$399,990$399,990
Honeysuckle Hill10$387,100$387,100
Eagle Glen10$385,000$385,000
The Glades10$368,900$368,900
Mcrae Landing10$365,000$365,000
Sherwood Lakes10$360,000$360,000
Gnann & Canova10$359,900$359,900
Captiva10$353,500$353,500
Tara10$347,000$347,000
Spencer Trails10$344,900$344,900
Retreat10$339,000$339,000
Greyhawk10$330,000$330,000
Doctors Inlet Reserve10$329,000$329,000
Greyhawk Landing10$327,000$327,000
Ravines Crossing10$326,000$326,000

Also with homes $300K–$500K for sale

Where this band sits in the market

The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.

Questions to ask about any listing in this band

What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.

Common questions

How many homes listed between $300,000 and $500,000 are for sale in Middleburg?
As of September 11, 2026, 222 Middleburg, FL listings whose MLS record reports an asking price between $300,000 and $500,000 are active or pending, across 62 communities. The count updates with every MLS refresh.
What do homes $300K–$500K cost in Middleburg?
The median asking price today is $373,500, with listings from $300,000 to $499,999. Middleburg listings without that feature have a median of $274,000.
Which Middleburg community has the most homes $300K–$500K for sale?
Jennings Farm has the most right now (26), followed by Black Creek Park (16), Murray Farms (12), Pine Ridge (12).
What is the monthly payment on a $400,000 home?
At today’s rates with 20% down, principal and interest on a $400,000 purchase runs roughly $2,000–$2,300 a month before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator turns them into one monthly figure.

Keep exploring Middleburg

Live data: realMLS, Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Middleburg, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listing data courtesy of realMLS (Northeast Florida Multiple Listing Service). IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Listings courtesy of Stellar MLS as distributed by MLS GRID.

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