2,092

Osteen, FL Homes

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  • /44

    $949,999

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,250 Sq Ft

    171 River Oaks Dr, Osteen, FL 32764

    LISTED $148K BELOW APPRAISED VALUE!! Welcome to your ULTIMATE modern farmhouse dream—where luxury meets wide-open living on 5 PRISTINE ACRES! This newly built modern farmhouse is more than a home; it’s a lifestyle. This one-of-a-kind 3 bedroom, 3 bathroom PLUS an office offers the perfect blend of luxury, functionality, and open country living. With 2,250 square feet of beautifully finished

    Agent Photo

    Gernelle Bokuniewicz

    LIVELY REAL ESTATE

    171 River Oaks Dr, Osteen, FL 32764
  • /20

    $2,075 Per Month

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

    4072 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 $2219.90. That covers your base rent, $2075.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    4072 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 $684,758

    Last Listing Agent Taylor Bustillo LIVELY REAL ESTATE

    600 Tabatha Dr, Osteen, FL 32764
    • /2

      Not Listed For Sale

      155 Buckskin Ln, Osteen, FL 32764

      • 3 Beds
      • 3 Baths
      • 2,112 Sq Ft
      • Built 1987
      155 Buckskin Ln, Osteen, FL 32764

      Last Sold Summary

      • 3 Days On Market

  • /2

    $1,500,000

    • Land
    • 10 Acres
    • $150,000 per Acre

    0 6th Ave Unit MFRV4950440, Osteen, FL 32764

    Nestled in the unrestrictive community of Jackson Bay Estates in western Osteen, this expansive 10-acre vacant tract offers an incredible canvas to build your private estate or hobby farm. The sale includes two adjacent parcels sold together as one package deal (Alt Keys: 3366484 and 3366590), featuring 330 feet of road frontage along 6th Avenue.The property is covered in dense, native Florida

    Agent Photo

    Scott McGrath

    BUYING PARADISE LLC

    0 6th Ave Unit MFRV4950440, Osteen, FL 32764
  • /7

    $3,300 Per Month

    • 4 Beds
    • 3 Baths
    • 2,102 Sq Ft
    • House for Rent

    Unlisted Address

    Great house in great community, pool for residents, quiet area, in lawn apartment, like new!

    Juan Rubio REALTY ONE GROUP EVOLUTION

    Unlisted Address
  • /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 $673,782

    Last Listing Agent Ciarra Groom DJ & LINDSEY REAL ESTATE

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

      Est $83,570

      Not Listed For Sale

      928 Blue Heron Blvd, Osteen, FL 32764

      • 2 Beds
      • 2 Baths
      • 672 Sq Ft
      • Built 1976
      928 Blue Heron Blvd, Osteen, FL 32764

      Last Sold Summary

      • 321 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

    1501 Ashby Creek Rd, 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 $233,000

    D.R. Horton Vineland Reserve

    559 Remick St, Osteen, FL 32764
    • /2

      Est $73,313

      Not Listed For Sale

      114 Kove Blvd, Osteen, FL 32764

      • 1 Bed
      • 1 Bath
      • 456 Sq Ft
      • Built 1990
      114 Kove Blvd, Osteen, FL 32764

      Last Sold Summary

      • 129 Days On Market

  • /29

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,144 Sq Ft

    125 Longwood Dr, Osteen, FL 32764

    Modern construction, over half an acre, no HOA, and quality upgrades you don't often find in newer homes—welcome to this beautifully maintained 2022-built home in Osteen.Offering 4 bedrooms, 2.5 baths, and 2,118 square feet, this home was thoughtfully designed for comfortable everyday living and effortless entertaining. At the center of it all is a beautifully appointed kitchen featuring

    Agent Photo

    Sarah Doyer

    COLDWELL BANKER REALTY

    125 Longwood Dr, Osteen, FL 32764
  • /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 $322,127

    Last Listing Agent Gregory Roberts LPT REALTY LLC

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

      Est $156,564

      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

  • /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

    70 & 71 Eagle Point S, 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 $376,901

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

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

      Est $374,761

      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

  • /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

    0 No Name Unit MFRO6366643, 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 $50,453

    Last Listing Agent Chris Pixley ENGEL & VOLKERS NEW SMYRNA

    558 N State Road 415, Osteen, FL 32764
    • /39

      Est $86,262

      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

  • /46

    $352,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    144 11th Ave, Osteen, FL 32764

    **THIS HOME QUALIFIES FOR AN INTEREST RATE AS LOW AS 5.5% WITH A POTENTIAL MONTHLY SAVINGS OF UP TO $232/MTH** Welcome to a beautifully designed new construction home overlooking Lake Eulalia, featuring modern upgrades, spacious living areas, and serene water views. From the moment you enter, you’ll appreciate the attention to detail and thoughtful features throughout this exceptional property.

    Agent Photo

    Gernelle Bokuniewicz

    LIVELY REAL ESTATE

    144 11th Ave, 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 $133,654

    Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

    804 Swallow Ln, 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

  • /39

    $352,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    132 11th Ave, Osteen, FL 32764

    **THIS HOME QUALIFIES FOR AN INTEREST RATE AS LOW AS 5.5% WITH A POTENTIAL MONTHLY SAVINGS OF UP TO $232/MTH** Welcome to this BRAND-NEW construction home offering the perfect blend of modern design, quality craftsmanship, and peaceful lakefront living on Lake Eulalia. Tucked away on a quiet street, this exceptional 3-bedroom + flex room, 2-bath residence showcases high-end finishes, a

    Agent Photo

    Gernelle Bokuniewicz

    LIVELY REAL ESTATE

    132 11th Ave, 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
    • /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

  • /37

    $352,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    136 11th Ave, Osteen, FL 32764

    **THIS HOME QUALIFIES FOR AN INTEREST RATE AS LOW AS 5.5% WITH A POTENTIAL MONTHLY SAVINGS OF UP TO $232/MTH** Welcome to your BRAND-NEW lakeview dream home overlooking beautiful Lake Eulalia! Perfectly positioned on a quiet street, this stunning new construction offers the ideal blend of modern luxury, thoughtful design, and peaceful waterfront living. Inside, you'll find an open-concept split

    Agent Photo

    Gernelle Bokuniewicz

    LIVELY REAL ESTATE

    136 11th Ave, Osteen, FL 32764
  • /10

    $317,990

    Sold Jul 07, 2026

    535 Remick St, Osteen, FL 32764

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

    Move in Ready Sold Summary

    • $181/SF
    • 82 Days On Market

    D.R. Horton Vineland Reserve

    535 Remick St, Osteen, FL 32764
    • /13

      Est $84,734

      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

  • /34

    $352,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    140 11th Ave, Osteen, FL 32764

    **THIS HOME QUALIFIES FOR AN INTEREST RATE AS LOW AS 5.5% WITH A POTENTIAL MONTHLY SAVINGS OF UP TO $232/MTH** Welcome to this stunning brand-new construction home overlooking beautiful Lake Eulalia, where modern design meets peaceful lakeside living. Tucked away on a quiet street, this thoughtfully crafted 3-bedroom, 2-bath home with a versatile flex space offers the perfect combination of

    Agent Photo

    Gernelle Bokuniewicz

    LIVELY REAL ESTATE

    140 11th Ave, 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

      Est $150,832

      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

  • /66

    $599,000

    • 4 Beds
    • 2 Baths
    • 2,276 Sq Ft

    3040 Butler Ridge Rd, Deltona, FL 32738

    EXCEPTIONAL 4-BEDROOM HOME ON 2.5 ACRES! Discover this stunning property perfectly situated in a pristine acreage subdivision featuring paved roads and other upscale homes. Enjoy incredible curb appeal boasting a circular driveway, elegant brick and stucco exterior, and a large covered front porch entryway. Inside, the freshly painted interior features beautiful tile and wood laminate flooring

    lance McKinnon RE/MAX SIGNATURE

    3040 Butler Ridge Rd, Deltona, FL 32738
  • /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 $394,851

    Last Listing Agent Nahed Georgy COLDWELL BANKER REALTY

    175 Bull Run Ave, Osteen, FL 32764
    • /51

      Est $412,183

      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

  • /31

    $162,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    938 Blue Heron Blvd, Osteen, FL 32764

    WELCOME to 938 Blue Heron Blvd. Kove Estates a premier 55+ community in Osteen Fl. Updated Subfloors, New Flooring throughout, Freshly Painted interior, New Water Heater. Newer Windows, Large Kitchen with plenty of cabinet storage, Eat-in Breakfast space with built in Cabinets. Indoor Laundry Room/Office, Large Primary bedroom with walk-in Closet, Primary bathroom features dual vanity sinks,

    Michelle Ingrassia LPT REALTY, LLC

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

    $305,000

    Sold Mar 27, 2026

    1215 Tall Pines Dr, Osteen, FL 32764

    • Land
    • 11.29 Acres
    • $27,015 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 166 Days On Market

    Current Estimated Value $248,910

    Last Listing Agent Peter J Yates LPT REALTY LLC

    1215 Tall Pines Dr, Osteen, FL 32764
    • /17

      Est $281,834

      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

  • /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

    $339,990

    Sold Apr 13, 2026

    765 6th Ave, Osteen, FL 32764

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $209/SF
    • 34 Days On Market

    Current Estimated Value $340,629

    Last Listing Agent Christopher Soucy REALTY ONE GROUP MVP

    765 6th Ave, Osteen, FL 32764

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$320,490
Median Single Family Sale Price
$353,750
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
$236
Number of Homes for Sale
19
Last 12 months Home Sales
45
Months of Supply
5.10
Median List Price
$352,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
44%
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