$1,399,900
5 bd · 6 ba · 3,833 sqft
345 CYPRESS ISLES ROAD, OSTEEN, FL 32764
Osteen, FL Real Estate Guide
Osteen Market Snapshot
Every figure below is computed from closed MLS transactions in Osteen over the trailing twelve months — what buyers and tenants actually paid, not asking prices — and refreshes continuously.
40
Homes sold, last 12 months
$356K
Median sale price
$238
Median price per sqft
38 days
Median time on market
Homes Sold per Month
Median Sale Price per Month
Median Sale Price by Bedrooms
| Bedrooms | Sales | Median price |
|---|---|---|
| 1 bd | 3 | $345,000 |
| 2 bd | 5 | $262,600 |
| 3 bd | 17 | $352,500 |
| 4 bd | 14 | $359,500 |
Sales by Property Type
| Type | Sales | Median price |
|---|---|---|
| Single Family Residence | 26 | $370,500 |
| Manufactured Home | 7 | $359,000 |
| Townhouse | 5 | $305,490 |
| Mobile Home | 2 | $257,500 |
12-Month Sales Trend
| Month | Homes sold | Median price |
|---|---|---|
| Sep 2025 | 7 | $365,000 |
| Oct 2025 | 2 | $324,000 |
| Nov 2025 | 1 | $660,000 |
| Dec 2025 | 2 | $369,500 |
| Jan 2026 | 4 | $445,000 |
| Feb 2026 | 4 | $387,500 |
| Mar 2026 | 5 | $319,450 |
| Apr 2026 | 7 | $339,990 |
| May 2026 | 3 | $360,000 |
| Jun 2026 | 3 | $320,000 |
| Jul 2026 | 2 | $204,750 |
Buying a Home in Osteen
A smart Osteen purchase begins with knowing what moves its market. Use the bedroom and property-type tables above to benchmark the segment you're shopping, then open the live map search to see what's on the market right now — every listing links through to full photos, details and a direct line to a licensed Florida broker.
In Florida, a financed purchase generally closes in 30 to 45 days, while an all-cash deal can wrap in as little as two weeks. A condo adds a board-approval step, and anything near the water carries insurance questions worth pricing before you write an offer — both are routine parts of a Osteen transaction when you plan for them early.
Renting in Osteen
Rentals turn over faster than sales — a well-priced Osteen unit is often under lease within weeks, and most annual leases ask for first month, last month and a security deposit up front. The rent tables above show what tenants actually committed to by bedroom count over the past year, and the live rental search lists every home and condo on offer today.
Featured Listings in Osteen
See every home for sale →
$1,111,000
3 bd · 3 ba · 2,845 sqft
120 RAILROAD AVENUE, OSTEEN, FL 32764
$950,000
6 bd · 4 ba · 3,155 sqft
539 TABATHA DRIVE, OSTEEN, FL 32764
$949,999
3 bd · 3 ba · 2,250 sqft
171 RIVER OAKS DRIVE, OSTEEN, FL 32764
$829,900
4 bd · 3 ba · 2,085 sqft
1005 WHISPRING CREEK WAY, OSTEEN, FL 32764
$800,000
4 bd · 3 ba · 3,112 sqft
326 ENTERPRISE OSTEEN ROAD, OSTEEN, FL 32764
Osteen Real Estate FAQ
Is Osteen a good place to buy a home?
Let the figures on this page make the case for Osteen — real closed sales, the median sale price, and how long homes sat before selling over the trailing twelve months.
What is the median home price in Osteen?
The snapshot above reports the current 12-month median sale price for Osteen, together with price per square foot and medians split out by bedroom count and property type. Every figure is calculated from closed MLS sales and refreshed continuously — not lifted from a report that's already months old.
Condo or house in Osteen — which should I buy?
The property-type table above breaks Osteen sales into condos, single-family homes and townhomes, and shows where each segment's median landed over the past year. A condo brings monthly association dues and a board-approval step; a house carries its own insurance and upkeep. Each property type has its own live search page linked below.
Where can I see every home for sale in Osteen?
Open the Osteen map search — it shows every active MLS listing in the city, updated continuously, with the city boundary traced on the map and filters for property type, bedrooms and price.