Recently Sold Osteen, FL Homes

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  $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

  Last Listing Agent Ciarra Groom DJ & LINDSEY REAL ESTATE

  445 Pleasant Oaks Trail, Osteen, FL 32764
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  $345,000 Sold Apr 14, 2025

  2037 Freemark St, Osteen, FL 32764

  • 3 Beds
  • 2 Baths
  • 1,561 Sq Ft
  • Built 2023

  Last Sold Summary

  • 1% Below List Price
  • $221/SF
  • 66 Days On Market

  Current Estimated Value $351,960

  Last Listing Agent Adalis Chamorro CHARLES RUTENBERG REALTY ORLANDO

  2037 Freemark St, Osteen, FL 32764
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  $90,540 Sold May 08, 2025

  201 Meadow Lark Dr, Osteen, FL 32764

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Below List Price
  • $94/SF
  • 28 Days On Market

  Current Estimated Value $112,700

  Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

  201 Meadow Lark Dr, Osteen, FL 32764
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  $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

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

  1123 Lemon Bluff Rd, Osteen, FL 32764
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  $50,000 Sold Jan 07, 2026

  558 N State Road 415, Osteen, FL 32764

  • Land
  • 0.58 Acre
  • $86,207 per Acre

  Last Sold Summary

  • 49% Below List Price
  • 312 Days On Market

  Last Listing Agent Chris Pixley ENGEL & VOLKERS NEW SMYRNA

  558 N State Road 415, Osteen, FL 32764
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  $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

  Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

  804 Swallow Ln, Osteen, FL 32764
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  $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
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  $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 $145,033

  Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

  427 Sandpiper Ln, Osteen, FL 32764
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  $375,000 Sold Mar 19, 2025

  515 Cypress Isles Rd, Osteen, FL 32764

  • Land
  • 10.6 Acres
  • $35,377 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 211 Days On Market

  Current Estimated Value $384,946

  Last Listing Agent Carl Vasile EXIT REAL ESTATE PROPERTY SOL

  515 Cypress Isles Rd, Osteen, FL 32764
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  $850,000 Sold Feb 25, 2025

  1220 Flowing Creek Way, Osteen, FL 32764

  • 7 Beds
  • 4.5 Baths
  • 4,125 Sq Ft
  • Built 2008

  Last Sold Summary

  • $206/SF
  • 178 Days On Market

  Current Estimated Value $879,455

  Last Listing Agent Hannah Harp 1st Class Real Estate Reagan Realty

  1220 Flowing Creek Way, Osteen, FL 32764
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  $145,000 Sold Dec 16, 2025

  934 Blue Heron Blvd, Osteen, FL 32764

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $108/SF
  • 71 Days On Market

  Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

  934 Blue Heron Blvd, Osteen, FL 32764
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  $187,500 Sold Mar 21, 2025

  818 Swallow Ln, Osteen, FL 32764

  • 2 Beds
  • 2 Baths
  • 1,484 Sq Ft
  • Built 1983

  Last Sold Summary

  • 4% Below List Price
  • $126/SF
  • 4 Days On Market

  Current Estimated Value $190,473

  Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

  818 Swallow Ln, Osteen, FL 32764
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  $389,000 Sold Mar 05, 2025

  1289 Tall Pines Dr, Osteen, FL 32764

  • Land
  • 11.57 Acres
  • $33,621 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 13 Days On Market

  Current Estimated Value $385,018

  Last Listing Agent Kim Laney FLORIDA REALTY INVESTMENTS

  1289 Tall Pines Dr, Osteen, FL 32764
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  $590,000 Sold Apr 25, 2025

  355 Braddock Ave, Osteen, FL 32764

  • 4 Beds
  • 3 Baths
  • 2,247 Sq Ft
  • Built 2002

  Last Sold Summary

  • $263/SF
  • 2 Days On Market

  Current Estimated Value $613,233

  Last Listing Agent Jennifer Rivera KELLER WILLIAMS RLTY NEW TAMPA

  355 Braddock Ave, Osteen, FL 32764
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  $572,500 Sold Sep 09, 2025

  396 Uranus Trail, Osteen, FL 32764

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $318/SF
  • 39 Days On Market

  Current Estimated Value $587,884

  Last Listing Agent Maureen Kemp KEMP REALTY GROUP

  396 Uranus Trail, Osteen, FL 32764
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  $63,000 Sold Apr 22, 2025

  507 Osteen Maytown Rd, Osteen, FL 32764

  • Land
  • 0.48 Acre
  • $131,250 per Acre

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $240,466

  Last Listing Agent J. Todd Swann SWANN REAL ESTATE INC

  507 Osteen Maytown Rd, Osteen, FL 32764
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  $110,500 Sold Apr 14, 2025

  100 Kove Blvd, Osteen, FL 32764

  • 1 Bed
  • 2 Baths
  • 776 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Below List Price
  • $142/SF
  • 5 Days On Market

  Current Estimated Value $107,835

  Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

  100 Kove Blvd, Osteen, FL 32764
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  $495,000 Sold Jun 30, 2025

  1043 Lemon Bluff Rd, Osteen, FL 32764

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 1990

  Last Sold Summary

  • 26% Below List Price
  • $295/SF
  • 182 Days On Market

  Current Estimated Value $493,962

  Last Listing Agent karen bramlett CHARLES RUTENBERG REALTY ORLANDO

  1043 Lemon Bluff Rd, Osteen, FL 32764
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  $845,000 Sold Jun 27, 2025

  685 Enterprise Osteen Rd, Osteen, FL 32764

  • 3 Beds
  • 2 Baths
  • 2,330 Sq Ft
  • Built 1993

  Last Sold Summary

  • 12% Below List Price
  • $363/SF
  • 35 Days On Market

  Current Estimated Value $847,755

  Last Listing Agent Carolyn Evans CHARLES RUTENBERG REALTY ORLANDO

  685 Enterprise Osteen Rd, Osteen, FL 32764
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  $285,000 Sold Sep 29, 2025

  320 Oklahoma Ave, Osteen, FL 32764

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Below List Price
  • $214/SF
  • 19 Days On Market

  Current Estimated Value $298,450

  Last Listing Agent Kim Garcia KELLER WILLIAMS ADVANTAGE REALTY

  320 Oklahoma Ave, Osteen, FL 32764
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  $425,000 Sold Jul 07, 2025

  1324 Peach Creek Dr, Osteen, FL 32764

  • 4 Beds
  • 3 Baths
  • 2,102 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $202/SF
  • 59 Days On Market

  Current Estimated Value $435,203

  Last Listing Agent Michael Davis GREEN KEY REALTY LLC

  1324 Peach Creek Dr, Osteen, FL 32764
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  $89,000 Sold Feb 19, 2025

  128 Kove Blvd, Osteen, FL 32764

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1978

  Last Sold Summary

  • 17% Below List Price
  • $77/SF
  • 207 Days On Market

  Current Estimated Value $92,401

  Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

  128 Kove Blvd, Osteen, FL 32764
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  $290,000 Sold Oct 15, 2025

  825 Doe Dr E, Osteen, FL 32764

  • Land
  • 11.46 Acres
  • $25,305 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 4 Days On Market

  Current Estimated Value $295,912

  Last Listing Agent Ryan Long XCELLENCE REALTY INC.

  825 Doe Dr E, Osteen, FL 32764
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  $359,000 Sold Dec 03, 2025

  415 Gobblers Lodge Rd, Osteen, FL 32764

  • 4 Beds
  • 2 Baths
  • 1,782 Sq Ft
  • Built 1990

  Last Sold Summary

  • 10% Above List Price
  • $201/SF
  • 6 Days On Market

  Last Listing Agent Taylor Bustillo LIVELY REAL ESTATE

  415 Gobblers Lodge Rd, Osteen, FL 32764
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  $70,000 Sold Jul 25, 2025

  114 Kove Blvd, Osteen, FL 32764

  • 1 Bed
  • 1 Bath
  • 456 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $154/SF
  • 129 Days On Market

  Current Estimated Value $71,063

  Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

  114 Kove Blvd, Osteen, FL 32764
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  $359,990 Sold Feb 28, 2025

  1006 Peach Creek Dr, Osteen, FL 32764

  • 4 Beds
  • 2 Baths
  • 1,936 Sq Ft
  • Built 2024

  Last Sold Summary

  • 11% Below List Price
  • $186/SF
  • 86 Days On Market

  Current Estimated Value $373,722

  Last Listing Agent Ben Goldstein LENNAR REALTY

  1006 Peach Creek Dr, Osteen, FL 32764
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  $360,000 Sold Apr 28, 2025

  1025 Whispering Creek Way, Osteen, FL 32764

  • 5 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • Built 1995

  Last Sold Summary

  • 10% Below List Price
  • $212/SF
  • 147 Days On Market

  Current Estimated Value $371,740

  Last Listing Agent Tammi Pettis UNITED REAL ESTATE PREFERRED

  1025 Whispering Creek Way, Osteen, FL 32764
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  $235,000 Sold Apr 01, 2025

  1686 Oak View Farms Rd, Osteen, FL 32764

  • Land
  • 10 Acres
  • $23,500 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 37 Days On Market

  Current Estimated Value $238,057

  Last Listing Agent Julie Scott COLDWELL BANKER REALTY

  1686 Oak View Farms Rd, Osteen, FL 32764
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  $384,900 Sold Jul 31, 2025

  155 Buckskin Ln, Osteen, FL 32764

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft
  • Built 1987

  Last Sold Summary

  • $182/SF
  • 3 Days On Market

  Current Estimated Value $392,233

  Last Listing Agent Leslie Kientzel EMPIRE NETWORK REALTY

  155 Buckskin Ln, Osteen, FL 32764
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  $350,000 Sold Sep 30, 2025

  372 Carpenter Ave, Osteen, FL 32764

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2010

  Last Sold Summary

  • 29% Below List Price
  • $269/SF
  • 123 Days On Market

  Current Estimated Value $384,486

  Last Listing Agent David Sanchez RE/MAX TOWN CENTRE

  372 Carpenter Ave, Osteen, FL 32764
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  $475,000 Sold Jan 13, 2026

  396 Enterprise Osteen Rd, Osteen, FL 32764

  • 4 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $290/SF
  • 125 Days On Market

  Last Listing Agent Joe Monaco, Jr. CHARLES RUTENBERG REALTY ORLANDO

  396 Enterprise Osteen Rd, Osteen, FL 32764
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  $78,000 Sold Jun 27, 2025

  204 Lake St, Osteen, FL 32764

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft
  • Built 1939

  Last Sold Summary

  • 578% Above List Price
  • $76/SF
  • 38 Days On Market

  Current Estimated Value $77,756

  Last Listing Agent James Krell LPT REALTY, LLC

  204 Lake St, Osteen, FL 32764
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  $365,000 Sold Sep 02, 2025

  460 Oak St, Osteen, FL 32764

  • 4 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • Built 1981

  Last Sold Summary

  • $217/SF
  • 0 Days On Market

  Current Estimated Value $373,282

  Last Listing Agent Kim Laney FLORIDA REALTY INVESTMENTS

  460 Oak St, Osteen, FL 32764
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  $545,000 Sold Sep 12, 2025

  750 Tabatha Dr, Osteen, FL 32764

  • 3 Beds
  • 2.5 Baths
  • 2,074 Sq Ft
  • Built 1987

  Last Sold Summary

  • 19% Below List Price
  • $263/SF
  • 41 Days On Market

  Current Estimated Value $587,337

  Last Listing Agent Taylor Bustillo LIVELY REAL ESTATE

  750 Tabatha Dr, Osteen, FL 32764
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  $90,000 Sold Oct 14, 2025

  601 Pelican Ln, Osteen, FL 32764

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1980

  Last Sold Summary

  • 22% Below List Price
  • $78/SF
  • 32 Days On Market

  Current Estimated Value $94,074

  Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

  601 Pelican Ln, Osteen, FL 32764
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  $480,000 Sold Jan 13, 2026

  1560 Saddle Run Dr, Osteen, FL 32764

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 2000

  Last Sold Summary

  • 2% Below List Price
  • $317/SF
  • 45 Days On Market

  Last Listing Agent Charles Marchese EASY STREET REALTY FLORIDA,INC

  1560 Saddle Run Dr, Osteen, FL 32764
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  $7,000 Sold Mar 21, 2025

  0 Tall Pine Dr Unit MFRO6213620, Osteen, FL 32764

  • Land
  • 1.41 Acres
  • $4,965 per Acre

  Last Sold Summary

  • 53% Below List Price
  • 257 Days On Market

  Current Estimated Value $29,736

  Last Listing Agent Nicola Hughes HUGHES HOMES REALTY

  0 Tall Pine Dr Unit MFRO6213620, Osteen, FL 32764
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  $901,500 Sold May 06, 2025

  529 Tabatha Dr, Osteen, FL 32764

  • 4 Beds
  • 2.5 Baths
  • 2,790 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $323/SF
  • 87 Days On Market

  Current Estimated Value $912,444

  Last Listing Agent Melissa Stalzer LPT REALTY, LLC

  529 Tabatha Dr, Osteen, FL 32764
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  $143,000 Sold Feb 19, 2025

  943 Blue Heron Blvd, Osteen, FL 32764

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1980

  Last Sold Summary

  • 11% Below List Price
  • $124/SF
  • 405 Days On Market

  Current Estimated Value $144,190

  Last Listing Agent Michelle Ingrassia LPT REALTY, LLC

  943 Blue Heron Blvd, Osteen, FL 32764
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  $415,000 Sold Jan 29, 2026

  530 Rebel Run, Osteen, FL 32764

  • 3 Beds
  • 2 Baths
  • 1,314 Sq Ft
  • Built 1974

  Last Sold Summary

  • 13% Below List Price
  • $316/SF
  • 26 Days On Market

  Last Listing Agent Gladisnell Akers EXP REALTY LLC

  530 Rebel Run, Osteen, FL 32764

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