2,114

Osteen, FL Homes

Section Image 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

    (321) 472-5710

    171 River Oaks Dr, Osteen, FL 32764
  • /16

    $1,999 Per Month

    • 3 Beds
    • 2 Baths
    • 1,555 Sq Ft
    • House for Rent

    4036 Tug Hl Ln, Osteen, FL 32764

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2143.90. That covers your base rent, $1999.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 382-3428

    4036 Tug Hl Ln, Osteen, FL 32764
  • /2

    $670,000

    Sold Feb 18, 2026

    600 Tabatha Dr, Osteen, FL 32764

    • 3 Beds
    • 2 Baths
    • 1,857 Sq Ft
    • Built 1992

    Last Sold Summary

    • 8% Below List Price
    • $361/SF
    • 84 Days On Market

    Current Estimated Value $668,096

    Last Listing Agent Taylor Bustillo LIVELY REAL ESTATE

    600 Tabatha Dr, Osteen, FL 32764
    • /2

      Est $149,062

      Not Listed For Sale

      903 Blue Heron Blvd, Osteen, FL 32764

      • 2 Beds
      • 2 Baths
      • 1,038 Sq Ft
      • Built 1983
      903 Blue Heron Blvd, Osteen, FL 32764

      Last Sold Summary

      • 99 Days On Market

  • /46

    $449,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1501 Ashby Creek Rd, Osteen, FL 32764

    TRUE OUTDOOR LIVING, 25 SECLUDED ACRES, 4 CAR DETACHED GARAGE, PRIVATE POND, SOLAR (fully paid), 2 SHOOTING RANGES, CREEK,STAR GAZING IS A+Enter through a gated entrance and follow the winding scenic gravel drive to your home, perfectly positioned high and dry on a hill with a large front deck overlooking the private pond, acreage and creek running along the western edge of the

    Agent Photo

    Carolyn Evans

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 252-7171

    1501 Ashby Creek Rd, Osteen, FL 32764
  • /9

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 430 Sq Ft
    • House for Rent

    4109 Tug Hill Ln, Osteen, FL 32764

    **One-bedroom apartment for rent in Osteen!** Built in 2021, this well-maintained unit features a spacious family room, full kitchen, in-unit laundry room, private entrance, and dedicated driveway parking. Rent includes all utilities—water, electricity, heating, and air conditioning—making budgeting simple and convenient. Enjoy all your housing expenses in one monthly payment for only **$1,300

    Betty Rebolledo Castro QUANTUM REAL ESTATE GROUP

    4109 Tug Hill Ln, Osteen, FL 32764
  • /2

    $660,000

    Sold Nov 25, 2025

    445 Pleasant Oaks Trail, Osteen, FL 32764

    • 5 Beds
    • 2.5 Baths
    • 2,695 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Above List Price
    • $245/SF
    • 4 Days On Market

    Current Estimated Value $674,715

    Last Listing Agent Ciarra Groom DJ & LINDSEY REAL ESTATE

    445 Pleasant Oaks Trail, Osteen, FL 32764
    • /2

      Est $358,954

      Not Listed For Sale

      345 Black Lake Rd, Osteen, FL 32764

      • Built 2016
      345 Black Lake Rd, Osteen, FL 32764

      Last Sold Summary

      • 45 Days On Market

  • /52

    $199,000

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,084 Sq Ft

    70 & 71 Eagle Point S, Osteen, FL 32764

    KOVE ESTATES - 55+ ACTIVE COMMUNITY - WATERFRONT & AFFORDABLE - DOUBLE WATERFRONT LOT- Perfect for the active retiree as a primary or second home. The gated community features a 9-hole golf course, two swimming pools, shuffleboard courts, pickleball courts, and two active clubhouses with regularly planned neighborhood events. Bring your RV & boat and park on your extra drive or in the special RV

    Agent Photo

    Carolyn Evans

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 510-8703

    70 & 71 Eagle Point S, Osteen, FL 32764
  • /8

    $1,080 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    1521 Peach Crk Dr Unit 1521B, Osteen, FL 32764

    Fantastic 1 Bedroom & 1 Bathroom Apartment*** Available 07/06/26***Property is Located at 1521 Peach Creek Drive Unit #B, Osteen, FL 32764Limited-time offer! Enjoy $150 off the base rent of $1,230 during months 2, 3, and 4 — advertised rent reflects this temporary discount.Fully Equipped Kitchen with Stainless Steel Appliances, Granite CountertopsTile & Carpet ThroughoutWasher

    1521 Peach Crk Dr Unit 1521B, Osteen, FL 32764
  • /10

    $317,990

    Sold Mar 25, 2026

    559 Remick St, Osteen, FL 32764

    • 4 Beds
    • 2.5 Baths
    • 1,758 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $181/SF
    • 7 Days On Market

    Current Estimated Value $223,000

    D.R. Horton Vineland Reserve

    559 Remick St, Osteen, FL 32764
    • /39

      Est $84,876

      Not Listed For Sale

      95 Eagle Point S, Osteen, FL 32764

      • 1 Bed
      • 1 Bath
      • 572 Sq Ft
      • Built 1991
      95 Eagle Point S, Osteen, FL 32764

      Last Sold Summary

      • 94 Days On Market

  • /8

    $75,000

    • Land
    • 1.04 Acres
    • $72,115 per Acre

    728 Osteen Maytown Rd, Osteen, FL 32764

    Rare opportunity to purchase a mulitple parcel land package in growing Osteen, FL totaling approximately 1.041 acres. This assemblage includes parcels on Osteen Maytown Rd, CR 4164, and Eucalyptus/Paper Ln within the Aurora Heights area. With direct access to a paved road, but will require a non-conforming lot letter in order to build. Future development will require well and septic. This is a

    Agent Photo

    Walter Borgen

    RE/MAX Signature

    (321) 475-7254

    728 Osteen Maytown Rd, Osteen, FL 32764
  • /9

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    Unlisted Address

    1/1 Like new, gated community, independent unit attached to a single family home, totally independent, space for 1 car in the drive way

    Juan Rubio REALTY ONE GROUP EVOLUTION

    Unlisted Address
  • /2

    $320,000

    Sold Jun 03, 2026

    1539 Peach Creek Dr, Osteen, FL 32764

    • 3 Beds
    • 2 Baths
    • 1,330 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $241/SF
    • 102 Days On Market

    Current Estimated Value $324,831

    Last Listing Agent Gregory Roberts LPT REALTY LLC

    1539 Peach Creek Dr, Osteen, FL 32764
    • /2

      Est $161,000

      Not Listed For Sale

      316 Lakeview Dr, Osteen, FL 32764

      • 2 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1976
      316 Lakeview Dr, Osteen, FL 32764

      Last Sold Summary

      • 5 Days On Market

  • /22

    $174,900

    $23K PRICE DROP
    • Land
    • 30.37 Acres
    • $5,759 per Acre

    0 No Name Unit MFRO6366643, Osteen, FL 32764

    Have you ever wanted to own your own private island? Now is your chance. This 30 acre +/- island in the middle of the St John's river is yours for the taking. 100% wetland this island can never be developed. Located directly across from the Mullet Lake Park public boat ramp providing easy access to the island. What fun you could have taking your boat out to your own private island? Think of all

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    (321) 467-7075

    0 No Name Unit MFRO6366643, Osteen, FL 32764
  • /2

    $380,000

    Sold Dec 12, 2025

    1123 Lemon Bluff Rd, Osteen, FL 32764

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Built 1959

    Last Sold Summary

    • $475/SF

    Current Estimated Value $379,657

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    1123 Lemon Bluff Rd, Osteen, FL 32764
    • /2

      Not Listed For Sale

      1180 Flowing Creek Way, Osteen, FL 32764

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft
      • Built 1995
      1180 Flowing Creek Way, Osteen, FL 32764

      Last Sold Summary

      • 161 Days On Market

  • /2

    $4,900

    $7K PRICE DROP
    • Land
    • 4,791 Sq Ft
    • $44,545 per Acre

    0 Osteen Maytown Rd Unit MFRO6309309, Osteen, FL 32764

    Discover this .11-acre parcel in the growing community of Osteen, Florida, perfectly positioned off Maytown Road for convenient access to local amenities. While currently landlocked, this property presents a fantastic long-term investment for future development or holding, ideal for savvy investors looking to capitalize on the area’s potential. A major bonus: this lot is not in a flood zone,

    Nicole Lane HUGHES HOMES REALTY

    0 Osteen Maytown Rd Unit MFRO6309309, Osteen, FL 32764
  • /2

    $50,000

    Sold Jan 07, 2026

    558 N State Road 415, Osteen, FL 32764

    • Land
    • 25,264 Sq Ft
    • $86,207 per Acre

    Last Sold Summary

    • 49% Below List Price
    • 312 Days On Market

    Current Estimated Value $49,893

    Last Listing Agent Chris Pixley ENGEL & VOLKERS NEW SMYRNA

    558 N State Road 415, Osteen, FL 32764
    • /13

      Est $82,668

      Not Listed For Sale

      113 Kove Blvd, Osteen, FL 32764

      • 1 Bed
      • 1 Bath
      • 404 Sq Ft
      • Built 1980
      113 Kove Blvd, Osteen, FL 32764

      Last Sold Summary

      • 79 Days On Market

  • /20

    $145,000

    $15K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    934 Blue Heron Blvd, Osteen, FL 32764

    One or more photo(s) has been virtually staged. WELCOME TO THE KOVE ESTATE 55+ CO-OP Community Resort Style Living at its finest, all the thrills without all the fuss. A premier 55+ community in Osteen. There is no lot rent, as a share in the community conveys with the sale. With a monthly cooperative fee of $281 which allows you to Enjoy Year Round 9 Hole Golf Corse, 2 pools, one heated, tennis

    Michelle Ingrassia LPT REALTY, LLC

    934 Blue Heron Blvd, Osteen, FL 32764
  • /2

    $130,000

    Sold Feb 02, 2026

    804 Swallow Ln, Osteen, FL 32764

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft
    • Built 1981

    Last Sold Summary

    • 5% Below List Price
    • $107/SF
    • 321 Days On Market

    Current Estimated Value $133,444

    Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

    804 Swallow Ln, Osteen, FL 32764
    • /2

      Est $146,856

      Not Listed For Sale

      943 Blue Heron Blvd, Osteen, FL 32764

      • 2 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1980
      943 Blue Heron Blvd, Osteen, FL 32764

      Last Sold Summary

      • 405 Days On Market

  • /35

    $699,999

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    723 River Run Rd, Osteen, FL 32764

    Discover exceptional country living on this 10-acre AG-zoned property in Osteen, FL featuring a modern 2018 block home with a 50-year metal roof and an impressive collection of outbuildings and improvements. Don't let the number throw you off. The 1,728 sq ft open-concept floor plan offers 3 bedrooms, 2 bathrooms, an office, walk-in master closet, walk-in pantry, and an indoor laundry room with

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    723 River Run Rd, Osteen, FL 32764
  • /2

    $285,000

    Sold Sep 23, 2025

    0 Dog Leg Trail, Osteen, FL 32764

    • Land
    • 10 Acres
    • $28,500 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 402 Days On Market

    Last Listing Agent Dave Parker PREMIUM PROPERTIES R.E SERVICE

    0 Dog Leg Trail, Osteen, FL 32764
    • /51

      Est $404,026

      Not Listed For Sale

      690 Lake Butler Ave, Osteen, FL 32764

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 1962
      690 Lake Butler Ave, Osteen, FL 32764

      Last Sold Summary

      • 10 Days On Market

  • /28

    $144,000

    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    807 Swallow Ln, Osteen, FL 32764

    RETIRE WITH CONFIDENCE!! Welcome to Kove Estate, a 55+ Co-Op community, a friendly active environment offering resort-style living in a gated Golf community. This home features 2 bedrooms, 2 bathrooms, Open kitchen, newer appliances, breakfast/dining bar leading to the family room perfect for enjoying your evening shows. Large gathering / sun room with tons of natural light perfect for a reading

    Michelle Ingrassia LPT REALTY, LLC

    807 Swallow Ln, Osteen, FL 32764
  • /2

    $143,000

    Sold Jun 30, 2025

    427 Sandpiper Ln, Osteen, FL 32764

    • 2 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Built 1983

    Last Sold Summary

    • 10% Below List Price
    • $94/SF
    • 12 Days On Market

    Current Estimated Value $148,199

    Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

    427 Sandpiper Ln, Osteen, FL 32764
    • /17

      Est $278,285

      Not Listed For Sale

      1183 Flowing Creek Way, Osteen, FL 32764

      • 2 Beds
      • Built 1981
      1183 Flowing Creek Way, Osteen, FL 32764

      Last Sold Summary

      • 25 Days On Market

  • /41

    $1,489,000

    $110K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,833 Sq Ft

    345 Cypress Isles Rd, Osteen, FL 32764

    Nestled on over 10 sprawling Acres of pristine Florida landscape, this 2017-built architectural masterpiece offers an unparalleled blend of modern luxury and pastoral functionality within an exclusive gated enclave. Spanning 3,833 square feet of impeccably designed living space, the residence features five expansive bedroom suites and five and a half designer bathrooms, with large office/movie

    Brendan McGilvray LPT REALTY LLC

    345 Cypress Isles Rd, Osteen, FL 32764
  • /2

    $130,000

    Sold Mar 06, 2026

    000 Longwood Dr, Osteen, FL 32764

    • Land
    • 1.53 Acres
    • $84,967 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 63 Days On Market

    Last Listing Agent Jasmine Khrino YASMINE KHRINO

    000 Longwood Dr, Osteen, FL 32764
    • /2

      Not Listed For Sale

      0 Lake Harney Rd Unit MFRO6291190, Osteen, FL 32764

      0 Lake Harney Rd Unit MFRO6291190, Osteen, FL 32764

      Last Sold Summary

      • 50 Days On Market

  • /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
  • /10

    $319,990

    Sold Apr 30, 2026

    540 Remick St, Osteen, FL 32764

    • 4 Beds
    • 2.5 Baths
    • 1,758 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $182/SF
    • 8 Days On Market

    D.R. Horton Vineland Reserve

    540 Remick St, Osteen, FL 32764
    • /2

      Est $123,534

      Not Listed For Sale

      572 State Route 415, Osteen, FL 32764

      • 2 Beds
      • Built 1961
      572 State Route 415, Osteen, FL 32764

      Last Sold Summary

      • 24 Days On Market

  • /10

    $317,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    535 Remick St, Osteen, FL 32764

    The property is located at 535 REMICK ST-HOLD OSTEEN FL 32764 priced at 317990, the square foot and stories are 1758, 2.The number of bath is 2, halfbath is 1 there are 4 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    535 Remick St, Osteen, FL 32764
  • /2

    $395,000

    Sold Apr 24, 2026

    175 Bull Run Ave, Osteen, FL 32764

    • 2 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Below List Price
    • $290/SF
    • 39 Days On Market

    Current Estimated Value $392,093

    Last Listing Agent Nahed Georgy COLDWELL BANKER REALTY

    175 Bull Run Ave, Osteen, FL 32764
    • /2

      Est $116,312

      Not Listed For Sale

      201 Meadow Lark Dr, Osteen, FL 32764

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1982
      201 Meadow Lark Dr, Osteen, FL 32764

      Last Sold Summary

      • 28 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Prices in Osteen, FL

Home Price Trends

Median Sale Price
$323,500
Median Single Family Sale Price
$365,000
Median Townhouse Sale Price
$317,990
Median 2 Bedroom Sale Price
$262,600
Median 1 Bedroom Sale Price
$365,000
Average Price Per Sq Ft
$244
Number of Homes for Sale
15
Last 12 months Home Sales
45
Months of Supply
4.00
Median List Price
$357,500
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-5%
How to Buy a Home How to Finance a Home How to Sell a Home