Real Estate Investment Properties for Sale in Osteen, FL
Looking for investment property in Osteen, FL with high ROI ?
Explore a variety of short-term homes & houses in Osteen, FL. Invest wisely with VRBO & Osteen, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Osteen, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
538 MURRAY STREETOsteen, FLOver 8 Acres of Pure Osteen Paradise! Come enjoy this massive 4 bedroom 2 bath custom buil... |
4 beds | 2 baths | 2,236 sq.ft. |
$699,900 |
Airbnb cash on cash: 1.12%
|
723 RIVER RUN ROADOsteen, FLBuilt in 2018, this custom-designed 3-bedroom, 2-bathroom home set on a sprawling 10-acres... |
3 beds | 2 baths | 1,728 sq.ft. |
$799,000 |
Airbnb cash on cash: 2.08%
|
820 CHICKEN FARM ROADOsteen, FLLooking for country living? Here it is! This 5 beautiful acres in Osteen is a short drive ... |
1 beds | 1 baths | 184 sq.ft. |
$349,900 |
Airbnb cash on cash: -1.15%
|
66 EAGLE POINT SOsteen, FLWELCOME TO THE KOVE ESTATE 55+ CO-OP Community Resort Style Living at its finest, all the ... |
1 beds | 1 baths | 596 sq.ft. |
$99,000 |
Airbnb cash on cash: -1.28%
|
804 SWALLOW LANEOsteen, FLRETIRE WITH CONFIDENCE!! Welcome to Kove Estate, a 55+ Co-Op community, a friendly active ... |
2 beds | 2 baths | 1,220 sq.ft. |
$137,500 |
Airbnb cash on cash: 2.59%
|
919 BLUE HERON BOULEVARDOsteen, FLThe Kove Estates is a CO-OP, 55+ community offering a charming 2-bedroom, 2-bathroom home ... |
2 beds | 2 baths | 1,104 sq.ft. |
$143,000 |
Airbnb cash on cash: 1.28%
|
712 WHIPPOORWILL LANEOsteen, FLWelcome to Resort Style Living! KOVE ESTATE is a 55+ CO-OP Community offering Free 9 Hole ... |
2 beds | 2 baths | 1,056 sq.ft. |
$124,900 |
Airbnb cash on cash: 2.94%
|
79 EAGLE POINT SOsteen, FLWelcome to Kove Estates a 55+ gated and located between Orlando and New Smyrna Beach. This... |
2 beds | 1 baths | 526 sq.ft. |
$89,000 |
Airbnb cash on cash: 4.36%
|
315 Smith RoadOsteen, FLDiscover this beautiful 3BR, 2.5BA home offering over 1,700 sqft of comfortable living. Se... |
3 beds | N/A baths | 1,732 sq.ft. |
$725,000 |
Airbnb cash on cash: 2.65%
|
107 KOVE BOULEVARDOsteen, FLRETIRE WITH CONFIDENCE. HOA is LOW and includes Water/Sewer/Trash Pickup. Kove Estate is a... |
1 beds | 1 baths | 823 sq.ft. |
$139,900 |
Airbnb cash on cash: -0.96%
|
396 ENTERPRISE OSTEEN ROADOsteen, FLEnjoy some rural serenity on this 3.64 acre homestead that's between a Super Walmart and a... |
4 beds | 2 baths | 1,640 sq.ft. |
$495,000 |
Airbnb cash on cash: 2.8%
|
1000 PEACH CREEK DRIVEOsteen, FLWhy wait to build when you can own this like-new former model home in the quiet community ... |
4 beds | 3 baths | 2,211 sq.ft. |
$394,990 |
Airbnb cash on cash: 2.63%
|
205 MEADOW LARK DRIVEOsteen, FLSTOP THE CAR, THIS IS THE ONE! Fully Updated Top to Bottom, Inside and Out. Welcome to 205... |
2 beds | 2 baths | 1,080 sq.ft. |
$179,000 |
Airbnb cash on cash: 0.83%
|
513 FLAMINGO LANEOsteen, FL513 Flamingo is a must see. This Large 2 bedroom 2 bathroom home has been completely remod... |
2 beds | 2 baths | 1,690 sq.ft. |
$165,000 |
Airbnb cash on cash: 1.94%
|
155 11TH AVENUEOsteen, FLSpectacular Opportunity â Live, Work & Play on 1.6 Acres! Step into the epitome of Flori... |
3 beds | 2 baths | 1,665 sq.ft. |
$875,000 |
Airbnb cash on cash: 2.09%
|
924 BLUE HERON BOULEVARDOsteen, FLWelcome to Kove Estates.. Where do I begin with this HOME.. So many features, so little ti... |
3 beds | 2 baths | 2,182 sq.ft. |
$255,000 |
Airbnb cash on cash: 8.16%
|
904 BLUE HERON BOULEVARDOsteen, FLGREAT HOME! Welcome to KOVE ESTATES, a community that offers resort-style living, comfort,... |
2 beds | 2 baths | 1,260 sq.ft. |
$120,000 |
Airbnb cash on cash: 2.59%
|
934 BLUE HERON BOULEVARDOsteen, FLWELCOME TO THE KOVE ESTATE 55+ CO-OP Community Resort Style Living at its finest, all the ... |
2 beds | 2 baths | 1,344 sq.ft. |
$159,000 |
Airbnb cash on cash: 1.24%
|
2097 FREEMARK STREETOsteen, FLWelcome to 2097 Freemark Street in Osteenâa like-new 2023-built single-family home that ... |
4 beds | 2 baths | 1,950 sq.ft. |
$364,900 |
Airbnb cash on cash: 3.02%
|
600 TABATHA DRIVEOsteen, FLYour home search just came to a screeching halt! 11.48 fenced in acres tucked away on a pr... |
3 beds | 2 baths | 1,857 sq.ft. |
$730,000 |
Airbnb cash on cash: 2.58%
|
Real Estate investment in Osteen, FL
There are 20 properties for sale in the city of Osteen . The median list price in Osteen is $172,000 and the average price per square foot is $131. In October 2025, the average monthly cash on cash return in Osteen is 7.00%. The average monthly rental income in Osteen is $1,818.