11

Osteen, FL Homes for Sale under $1,000,000

Section Image Section Image
  • /44

    $975,000

    • 3 Beds
    • 3 Baths
    • 2,250 Sq Ft

    171 River Oaks Dr, Osteen, FL 32764

    LISTED BELOW APPRAISED VALUE!!! Luxury country living awaits on 5 pristine acres in this newly built modern farmhouse barndominium featuring 3 bedrooms, 3 bathrooms, an office, and 2,250 sq ft of finished living space. The property also includes a 2,000 sq ft drive-thru shop plus 2,250 sq ft of unfinished upstairs space ready for expansion. A gated entrance leads to 3 fully fenced acres ideal for

    Agent Photo

    Gernelle Bokuniewicz

    Lively Real Estate

    171 River Oaks Dr, Osteen, FL 32764
  • /34

    $800,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,112 Sq Ft

    326 Enterprise Osteen Rd, Osteen, FL 32764

    Set on over 4 fully usable acres in Osteen, this custom-built estate offers a rare combination of privacy, space, and long-term potential that’s nearly impossible to replicate today. This 4-bedroom, 3-bathroom home spans over 3,100 square feet of living space, designed with functionality and scale in mind. From the moment you pull in, you feel the separation—no tight subdivisions, no HOA, just

    Jon Grimstad CENTURY 21 MCBRIDE REALTY GROUP

    326 Enterprise Osteen Rd, Osteen, FL 32764
  • /57

    $950,000

    • 6 Beds
    • 4 Baths
    • 3,155 Sq Ft

    539 Tabatha Dr, Osteen, FL 32764

    Private 10-acre estate in Osteen built for space, strength, and flexibility. This impressive 3-story residence features durable red iron construction, allowing for incredible interior freedom since there are no traditional load-bearing interior walls. Reconfigure, open up, or redesign the layout as your needs change. Enjoy a fully screened wraparound porch, brand-new electric entry gate,

    Brandon Kephart LPT REALTY LLC

    539 Tabatha Dr, Osteen, FL 32764
  • /21

    $995,000

    • Land
    • 2.47 Acres
    • $402,834 per Acre

    135 11th Ave, Osteen, FL 32764

    Prime opportunity to secure 2.47 acres of high-visibility land along SR 415 in rapidly growing Osteen. This high and dry, fully cleared parcel offers exceptional frontage on a main thoroughfare, making it ideal for a wide range of commercial or residential investment possibilities. Positioned in an area experiencing significant retail and residential expansion, the property benefits from strong

    Lauren Szesnat PRATT REALTY INC

    135 11th Ave, Osteen, FL 32764
  • /2

    $899,000

    $76K PRICE DROP
    • Land
    • 4.67 Acres
    • $192,505 per Acre

    350 State Route 415, Osteen, FL 32764

    4.67 acres zoned commercial. Partially cleared. Flood Zone Code: X. 715 +/- feet of frontage on State Road 415, averaging around 26,500 traffic units a day. Dedicated turn lane, curb-cut and sidewalks already in place.

    Paul Daniel Long Xcellence

    350 State Route 415, Osteen, FL 32764
  • /42

    $829,900

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,085 Sq Ft

    1005 Whispering Creek Way, Osteen, FL 32764

    Welcome to your private country retreat in desirable Osteen! Nestled on over 10.66 acres, this spacious 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and peaceful rural living. Step inside to discover a thoughtfully designed split-bedroom floor plan featuring a formal living room, a spacious family room, and a dedicated dining area—ideal for both everyday living

    Nicola Hughes HUGHES HOMES REALTY

    1005 Whispering Creek Way, Osteen, FL 32764
  • /2

    $749,000

    $1K PRICE DROP
    • Land
    • 28.19 Acres
    • $26,570 per Acre

    0 Maytown Osteen Rd Unit 1222438, Osteen, FL 32764

    28.19 acres (1215 x 1014) zoned A-1. Flood Zone Code: X

    Paul Daniel Long Xcellence

    0 Maytown Osteen Rd Unit 1222438, Osteen, FL 32764
  • /42

    $765,000

    $110K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft

    155 11th Ave, Osteen, FL 32764

    Spectacular Opportunity — Live, Work & Play on 1.6 Acres! Step into the epitome of Florida living with this beautifully maintained brick 3BR/2BA ranch, offering 1,665 sq. ft. of comfort and style on a sprawling, landscaped property. Designed with a split floor plan, this home blends privacy and functionality, creating the perfect setting for family and entertaining. The grounds are equally

    Derrick Thomas PORZIG REALTY

    155 11th Ave, Osteen, FL 32764
  • /29

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 2,654 Sq Ft

    445 S State Road 415, Osteen, FL 32764

    Exceptional 5+ acre property located just off SR-415 with excellent access and strong potential for agricultural, residential, or business use. The ranch-style home features a downstairs primary suite, two stone fireplaces, laminate flooring, an open-concept living and kitchen area, an upstairs overlook to the dining space, a downstairs office, an oversized laundry room, and both front and back

    Maximiliano Capuzzi IAD REAL ESTATE

    445 S State Road 415, Osteen, FL 32764
  • /5

    $795,000

    $100K PRICE DROP
    • Land
    • 4.58 Acres
    • $173,581 per Acre

    101 Collins Rd, Osteen, FL 32764

    4.58 acres of VACANT LAND for sale in Osteen, FL. Portion of site is enclosed with a chain link fence and double gate for entry. 1,800sf of paved pad located within fenced portion. Power is already available at the site. Sewer access along SR-415. Site is positioned within the Osteen Local Plan and with a Tech Center Future Land Use designation. Municipality has expressed interest in a variety of

    Bill Miller RE/MAX CENTRAL REALTY

    101 Collins Rd, Osteen, FL 32764
  • /2

    $749,000

    • Land
    • 29.45 Acres
    • $25,433 per Acre

    0 Osteen Maytown Rd Unit MFRO6375555, Osteen, FL 32764

    TRANSFERABLE SURVEY INCLUDED 29.5+/- acres (997 x 1287) zoned A-1. Flood Zone Code: X. Topography Maps available upon request.

    Ryan Long XCELLENCE

    0 Osteen Maytown Rd Unit MFRO6375555, Osteen, FL 32764

Home Price Trends

Median Sale Price
$320,490
Median Single Family Sale Price
$352,500
Median Townhouse Sale Price
$307,490
Median 2 Bedroom Sale Price
$262,600
Median 1 Bedroom Sale Price
$365,000
Average Price Per Sq Ft
$237
Number of Homes for Sale
21
Last 12 months Home Sales
43
Months of Supply
5.90
Median List Price
$350,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
44%
How to Buy a Home How to Finance a Home How to Sell a Home