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

This page tracks every Callahan 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.

39 homes listed between $300,000 and $500,000 are for sale or pending in Callahan, FL today across 15 communities. The median asking price is $399,000, from $300,000 to $494,900. Listings in Callahan without that feature have a median of $299,450. Most listings right now: Callahan (8), Clear Lake Area (4), Sheffield Village (3). Updated October 2, 2026 from the MLS.

Live $300k–$500k homes in Callahan: the listings

18 active listings match today (51% of Callahan inventory), median asking $399,450, $221/sq ft, median 35 days on market. Photo cards link to the listing; refreshed nightly.

Newest $300k–$500k homes in Callahan

54207 Cravey Road, $300k–$500k for sale in Callahan
$300,000 New
3 bd · 2 ba · 1,152 sq ft · built 2001
54207 Cravey Road, 32011
Callahan Pines
Listing courtesy of KELLER WILLIAMS FIRST COAST REALTY
44326 Woodland Circle, $300k–$500k for sale in Callahan
$357,000
6 bd · 4 ba · 2,526 sq ft · built 1998
44326 Woodland Circle, 32011
Callahan Pines
Listing courtesy of FERNANDINA BEACH REALTY
35686 Quail Road, $300k–$500k for sale in Callahan
$494,900
4 bd · 2 ba · 2,008 sq ft · built 2009
35686 Quail Road, 32011
Callahan Pines
Listing courtesy of SALT HARBOR REAL ESTATE COMPANY LLC
450370 State Road 200, $300k–$500k for sale in Callahan
$350,000
3 bd · 1 ba · 1,092 sq ft · built 1963
450370 State Road 200, 32011
Listing courtesy of TRUDEALS REALTY CORP
54341 Plantation Road, $300k–$500k for sale in Callahan
$399,000
3 bd · 2 ba · 1,859 sq ft · built 1996
54341 Plantation Road, 32011
Callahan Pines
Listing courtesy of FERNANDINA BEACH REALTY
44191 Kingbird Drive, $300k–$500k for sale in Callahan
$399,900
6 bd · 4 ba · 3,072 sq ft · built 2007
44191 Kingbird Drive, 32011
Swallowfork Estates
Listing courtesy of ERA ONETEAM REALTY
451640 Old Dixie Highway, $300k–$500k for sale in Callahan
$449,000
3 bd · 2 ba · 1,842 sq ft · built 2025
451640 Old Dixie Highway, 32011
Listing courtesy of BERKSHIRE HATHAWAY HOME SERVICES HEYMANN WILLIAMS
451624 Old Dixie Highway, $300k–$500k for sale in Callahan
$449,000
4 bd · 2 ba · 1,831 sq ft · built 2025
451624 Old Dixie Highway, 32011
Listing courtesy of BERKSHIRE HATHAWAY HOME SERVICES HEYMANN WILLIAMS
451632 Old Dixie Highway, $300k–$500k for sale in Callahan
$409,900
3 bd · 2 ba · 1,592 sq ft · built 2025
451632 Old Dixie Highway, 32011
Listing courtesy of BERKSHIRE HATHAWAY HOME SERVICES HEYMANN WILLIAMS
451616 Old Dixie Highway, $300k–$500k for sale in Callahan
$409,900
3 bd · 2 ba · 1,592 sq ft · built 2025
451616 Old Dixie Highway, 32011
Listing courtesy of BERKSHIRE HATHAWAY HOME SERVICES HEYMANN WILLIAMS
45272 Eula B Road, $300k–$500k for sale in Callahan
$455,000
4 bd · 3 ba · 2,304 sq ft · built 1993
45272 Eula B Road, 32011
Callahan Pines
Listing courtesy of FREEDOM REALTY GROUP LLC
450402 Old Dixie Highway, $300k–$500k for sale in Callahan
$329,900
4 bd · 2 ba · 1,881 sq ft · built 2026
450402 Old Dixie Highway, 32011
Listing courtesy of REAL BROKER LLC
44286 Maplewood Court, $300k–$500k for sale in Callahan
$305,000
3 bd · 2 ba · 1,433 sq ft · built 2026
44286 Maplewood Court, 32011
Listing courtesy of BEYCOME OF FLORIDA LLC
43209 Keen Cemetery Road, $300k–$500k for sale in Callahan
$365,000
3 bd · 2 ba · 1,600 sq ft · built 1990
43209 Keen Cemetery Road, 32011
Listing courtesy of EXIT INSPIRED REAL ESTATE
45388 Dixie Avenue, $300k–$500k for sale in Callahan
$475,000
4 bd · 2 ba · 1,904 sq ft · built 1960
45388 Dixie Avenue, 32011
Callahan Pines
Listing courtesy of FERNANDINA BEACH REALTY
54198 Lawhon Road, $300k–$500k for sale in Callahan
$350,000
4 bd · 2.5 ba · 1,800 sq ft · built 1983
54198 Lawhon Road, 32011
Listing courtesy of REMI REALTY, LLC
43535 Freedom Drive, $300k–$500k for sale in Callahan
$400,000
3 bd · 3.5 ba · 2,672 sq ft · built 1976
43535 Freedom Drive, 32011
Listing courtesy of PRISTINE PROPERTIES OF FLORIDA LLC
45095 Dutton Way, $300k–$500k for sale in Callahan
$350,000
4 bd · 3 ba · 2,114 sq ft · built 2007
45095 Dutton Way, 32011
Amhurst Oaks
Listing courtesy of CB ISAAC REALTY

The most expensive $300k–$500k homes in Callahan

ListingAskingSq ftCommunity
35686 Quail Road$494,9002,008Callahan Pines
45388 Dixie Avenue$475,0001,904Callahan Pines
45272 Eula B Road$455,0002,304Callahan Pines
451640 Old Dixie Highway$449,0001,842—
451624 Old Dixie Highway$449,0001,831—
451632 Old Dixie Highway$409,9001,592—
451616 Old Dixie Highway$409,9001,592—
43535 Freedom Drive$400,0002,672—
44191 Kingbird Drive$399,9003,072Swallowfork Estates
54341 Plantation Road$399,0001,859Callahan Pines

$300K–$500K Homes by price

BandFor saleShare
$300K–$500K18100%

Callahan homes $300K–$500K by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityHomes $300K–$500KNew buildMedian listFrom
Callahan80$386,500$300,000
Clear Lake Area40$484,500$432,500
Sheffield Village30$390,000$345,000
Deerfield Acres21$448,950$412,900
Swallowfork Estates21$389,450$379,000
Woodland Estates21$352,500$305,000
Spring Lake Estates10$489,900$489,900
East Callahan10$489,000$489,000
Gray Gables10$475,000$475,000
Callahan Pines10$374,999$374,999
Amhurst Oaks10$350,000$350,000
Nassau Village10$350,000$350,000
Wilson & Ogilvie10$350,000$350,000
Nassau10$350,000$350,000
Lee Stoner Shores10$310,000$310,000

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 Callahan?
As of October 2, 2026, 39 Callahan, FL listings whose MLS record reports an asking price between $300,000 and $500,000 are active or pending, across 15 communities. The count updates with every MLS refresh.
What do homes $300K–$500K cost in Callahan?
The median asking price today is $399,000, with listings from $300,000 to $494,900. Callahan listings without that feature have a median of $299,450.
Which Callahan community has the most homes $300K–$500K for sale?
Callahan has the most right now (8), followed by Clear Lake Area (4), Sheffield Village (3), Deerfield Acres (2).
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 Callahan

Homes $300K–$500K in nearby Nassau County cities

Live data: realMLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Callahan, 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.

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