Homes for Sale Under $300K in Osteen, FL

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

16 homes listed under $300,000 are for sale or pending in Osteen, FL today across 3 communities. The median asking price is $140,950, from $49,900 to $299,987. Listings in Osteen without that feature have a median of $349,900. Most listings right now: Kove Estates Coop (14), Vineland Reserve (1), Brooke Place Unrec (1). Updated September 11, 2026 from the MLS.

Osteen homes under $300K by community

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

Community	Homes Under $300K	New build	Median list	From
Kove Estates Coop	14	1	$133,450	$49,900
Vineland Reserve	1	1	$299,987	$299,987
Brooke Place Unrec	1	0	$160,000	$160,000

What under $300,000 buys and what to check

In this price band the differences between listings are usually age, size and condition rather than location alone, so read each listing’s year built, square footage and property type (a condo or manufactured home and a single-family home can sit at the same price with very different monthly costs). Budget the full monthly number, not the price: taxes, insurance, and HOA or CDD fees are all on each listing page, and our true cost of ownership calculator puts them into one figure. Insurance quotes on older roofs and older electrical can change which of two similar homes is actually cheaper.

Questions to ask about any listing in this band

How old is the roof, and will insurers write it? Is there a four-point inspection on file? What did the seller pay for insurance last year? In a condo, what are the dues, is there a special assessment or milestone inspection pending, and what do the reserves look like? Is the price a recent reduction, and how long has it been listed? A local agent who works the area will know which communities in this band have the fewest surprises at inspection.

Common questions

How many homes listed under $300,000 are for sale in Osteen?

As of September 11, 2026, 16 Osteen, FL listings whose MLS record reports an asking price under $300,000 are active or pending, across 3 communities. The count updates with every MLS refresh.

What do homes under $300K cost in Osteen?

The median asking price today is $140,950, with listings from $49,900 to $299,987. Osteen listings without that feature have a median of $349,900.

Which Osteen community has the most homes under $300K for sale?

Kove Estates Coop has the most right now (14), followed by Vineland Reserve (1), Brooke Place Unrec (1).

What is the monthly payment on a home under $300,000?

At today’s rates with 20% down, principal and interest on a $300,000 purchase runs in the $1,500–$1,700 a month range before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator linked above turns them into one monthly number.

Keep exploring Osteen

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

Listings courtesy of Stellar MLS as distributed by MLS GRID.