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Homes for Sale Near Chiles Middle in Oviedo - 27 homes

Chiles Middle is an Middle School in Seminole County. Find homes for sale close to Chiles Middle. Our REALTORS® can assist you in your search for Chiles Middle, Oviedo nearby homes.

Location: Oviedo

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  • 1018 POND APPLE CT, OVIEDO, FL 32765

    $410,00074 Days on yellowkey   MLS ID: O6376881

    For Sale O6376881 - 1018 POND APPLE CT, OVIEDO, FL 32765 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1529
       Built: 1988
    Monthly Fee: $18
       Tax: $5,238 (2025)
    Community: Alafaya Woods Ph 21
    Single Family


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($2,247) + Fees ($18) + Taxes in 2025 ($437)


    Taxes:$5,238

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 3511 HOLLOW OAK RUN, OVIEDO, FL 32766

    $750,00015 Days on yellowkey   MLS ID: O6392818

    REDUCED by $15,000 (2.0%) on 04/08/2026

    For Sale O6392818 - 3511 HOLLOW OAK RUN, OVIEDO, FL 32766 69 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2965
       Built: 2003
    Monthly Fee: $98
       Tax: $10,921 (2025)
    Community: Live Oak Reserve Unit Two
    Single Family


    Estimated Monthly Payment: $5,118 (change assumption)
    Mortgage ($4,109) + Fees ($98) + Taxes in 2025 ($910)


    Taxes:$10,921

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1041 DEES DR, OVIEDO, FL 32765

    $385,00037 Days on yellowkey   MLS ID: O6387276

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale O6387276 - 1041 DEES DR, OVIEDO, FL 32765 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1518
       Built: 1987
    Monthly Fee: $18
       Tax: $5,214 (2024)
    Community: Alafaya Woods Ph 5
    Single Family


    Estimated Monthly Payment: $2,562 (change assumption)
    Mortgage ($2,110) + Fees ($18) + Taxes in 2024 ($435)


    Taxes:$5,214

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 2676 ESTUARY LOOP, OVIEDO, FL 32765

    $1,025,0003 Days on yellowkey   MLS ID: O6395396

    For Sale O6395396 - 2676 ESTUARY LOOP, OVIEDO, FL 32765 92 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3833
       Built: 2021
    Monthly Fee: $137
       Tax: $9,036 (2024)
    Community: Hideaway Cove At Oviedo Ph 3
    Single Family


    Estimated Monthly Payment: $6,506 (change assumption)
    Mortgage ($5,616) + Fees ($137) + Taxes in 2024 ($753)


    Taxes:$9,036

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 2260 COOLBROOK CT, OVIEDO, FL 32766

    $490,00053 Days on yellowkey   MLS ID: O6383018

    0 Days Off yellowkey (back on 3/12/2026)

    For Sale O6383018 - 2260 COOLBROOK CT, OVIEDO, FL 32766 40 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 1998
    Monthly Fee: $17
       Tax: $2,690 (2025)
    Community: Riverside At Twin Rivers Un 3C
    Single Family


    Estimated Monthly Payment: $2,926 (change assumption)
    Mortgage ($2,685) + Fees ($17) + Taxes in 2025 ($224)


    Taxes:$2,690

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1040 BIG OAKS BLVD, OVIEDO, FL 32765

    $585,000333 Days on yellowkey   MLS ID: O6307449

    1 Days Off yellowkey (back on 4/7/2026)

    For Sale O6307449 - 1040 BIG OAKS BLVD, OVIEDO, FL 32765 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2310
       Built: 1988
    Monthly Fee: $20
       Tax: $4,002 (2024)
    Community: 1040 Big Oaks Blvd, Oviedo, Fl 32765 Is Big Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,559 (change assumption)
    Mortgage ($3,205) + Fees ($20) + Taxes in 2024 ($334)


    Taxes:$4,002

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 2585 TURTLEHEAD CV, OVIEDO, FL 32766

    $669,90022 Days on yellowkey   MLS ID: O6389192

    For Sale O6389192 - 2585 TURTLEHEAD CV, OVIEDO, FL 32766 43 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2693
       Built: 2006
    Monthly Fee: $117
       Tax: $9,783 (2025)
    Community: Sanctuary Ph 2 Villages 2 & 4
    Single Family


    Estimated Monthly Payment: $4,603 (change assumption)
    Mortgage ($3,671) + Fees ($117) + Taxes in 2025 ($815)


    Taxes:$9,783

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 2770 REGAL PINE TRL, OVIEDO, FL 32766

    $699,90079 Days on yellowkey   MLS ID: O6371211

    1 Days Off yellowkey (back on 4/3/2026)

    For Sale O6371211 - 2770 REGAL PINE TRL, OVIEDO, FL 32766 41 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3676
       Built: 2005
    Monthly Fee: $98
       Tax: $12,545 (2025)
    Community: Live Oak Reserve Unit Three
    Single Family


    Estimated Monthly Payment: $4,978 (change assumption)
    Mortgage ($3,835) + Fees ($98) + Taxes in 2025 ($1,045)


    Taxes:$12,545

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1660 CRACKER CREEK CT, OVIEDO, FL 32765

    $475,00042 Days on yellowkey   MLS ID: O6385164

    For Sale O6385164 - 1660 CRACKER CREEK CT, OVIEDO, FL 32765 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1852
       Built: 1989
    Monthly Fee: $20
       Tax: $6,660 (2024)
    Community: Twin Rivers Sec 4 Unit 2
    Single Family


    Estimated Monthly Payment: $3,178 (change assumption)
    Mortgage ($2,603) + Fees ($20) + Taxes in 2024 ($555)


    Taxes:$6,660

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 2371 PINEBROOK CT, OVIEDO, FL 32766

    $499,0008 Days on yellowkey   MLS ID: O6395775

    For Sale O6395775 - 2371 PINEBROOK CT, OVIEDO, FL 32766 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 1993
    Monthly Fee: $20
       Tax: $6,235 (2025)
    Community: Riverside At Twin Rivers Un 2
    Single Family


    Estimated Monthly Payment: $3,274 (change assumption)
    Mortgage ($2,734) + Fees ($20) + Taxes in 2025 ($520)


    Taxes:$6,235

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 2522 DOUBLE TREE PL, OVIEDO, FL 32765

    $720,00036 Days on yellowkey   MLS ID: O6387035

    For Sale O6387035 - 2522 DOUBLE TREE PL, OVIEDO, FL 32765 61 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2972
       Built: 2004
    Monthly Fee: $98
       Tax: $6,822 (2025)
    Community: Live Oak Reserve Unit Three
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,612 (change assumption)
    Mortgage ($3,945) + Fees ($98) + Taxes in 2025 ($568)


    Taxes:$6,822

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1006 OHANLON CT, OVIEDO, FL 32765

    $439,9007 Days on yellowkey   MLS ID: O6395707

    1 Days Off yellowkey (back on 4/6/2026)

    For Sale O6395707 - 1006 OHANLON CT, OVIEDO, FL 32765 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1465
       Built: 1987
    Monthly Fee: $20
       Tax: $1,684 (2024)
    Community: Alafaya Woods Ph 09
    Single Family


    Estimated Monthly Payment: $2,571 (change assumption)
    Mortgage ($2,410) + Fees ($20) + Taxes in 2024 ($140)


    Taxes:$1,684

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1251 TWIN RIVERS BLVD, OVIEDO, FL 32766

    $500,00036 Days on yellowkey   MLS ID: O6382892

    1 Days Off yellowkey (back on 3/7/2026)

    For Sale O6382892 - 1251 TWIN RIVERS BLVD, OVIEDO, FL 32766 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 1994
    Monthly Fee: $17
       Tax: $2,617 (2024)
    Community: Riverside At Twin Rivers Un 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,975 (change assumption)
    Mortgage ($2,740) + Fees ($17) + Taxes in 2024 ($218)


    Taxes:$2,617

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 3720 VALLEY OAKS CT, OVIEDO, FL 32766

    $619,000162 Days on yellowkey   MLS ID: O6355707

    0 Days Off yellowkey (back on 4/6/2026)

    REDUCED by $6,000 (1.0%) on 04/02/2026

    For Sale O6355707 - 3720 VALLEY OAKS CT, OVIEDO, FL 32766 65 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2561
       Built: 2007
    Monthly Fee: $98
       Tax: $3,822 (2024)
    Community: Live Oak Reserve
    Single Family


    Estimated Monthly Payment: $3,808 (change assumption)
    Mortgage ($3,392) + Fees ($98) + Taxes in 2024 ($318)


    Taxes:$3,822

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 261 MILL SLOUGH RD, OVIEDO, FL 32766

    $634,90064 Days on yellowkey   MLS ID: O6379248

    For Sale O6379248 - 261 MILL SLOUGH RD, OVIEDO, FL 32766 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 1994
    Monthly Fee: $17
       Tax: $4,101 (2024)
    Community: Riverside At Twin Rivers
    Single Family


    Estimated Monthly Payment: $3,838 (change assumption)
    Mortgage ($3,479) + Fees ($17) + Taxes in 2024 ($342)


    Taxes:$4,101

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1647 RIVEREDGE RD, OVIEDO, FL 32766

    $390,00031 Days on yellowkey   MLS ID: O6389107

    For Sale O6389107 - 1647 RIVEREDGE RD, OVIEDO, FL 32766 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1305
       Built: 1994
    Monthly Fee: $16
       Tax: $5,011 (2024)
    Community: Riverside At Twin Rivers Un 1
    Single Family


    Estimated Monthly Payment: $2,571 (change assumption)
    Mortgage ($2,137) + Fees ($16) + Taxes in 2024 ($418)


    Taxes:$5,011

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1010 BRIELLE AVE, OVIEDO, FL 32765

    $434,50010 Days on yellowkey   MLS ID: O6395123

    1 Days Off yellowkey (back on 4/3/2026)

    For Sale O6395123 - 1010 BRIELLE AVE, OVIEDO, FL 32765 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1618
       Built: 1989
    Monthly Fee: $18
       Tax: $5,568 (2025)
    Community: Alafaya Woods Ph 14
    Single Family


    Estimated Monthly Payment: $2,863 (change assumption)
    Mortgage ($2,381) + Fees ($18) + Taxes in 2025 ($464)


    Taxes:$5,568

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1024 ALPUG AVE, OVIEDO, FL 32765

    $359,00098 Days on yellowkey   MLS ID: O6370474

    For Sale O6370474 - 1024 ALPUG AVE, OVIEDO, FL 32765 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1231
       Built: 1988
    Monthly Fee: $18
       Tax: $4,512 (2024)
    Community: Alafaya Woods Ph 06
    Single Family


    Estimated Monthly Payment: $2,361 (change assumption)
    Mortgage ($1,967) + Fees ($18) + Taxes in 2024 ($376)


    Taxes:$4,512

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1116 PARKER CANAL CT, OVIEDO, FL 32765

    $485,00050 Days on yellowkey   MLS ID: O6383946

    1 Days Off yellowkey (back on 4/2/2026)

    For Sale O6383946 - 1116 PARKER CANAL CT, OVIEDO, FL 32765 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2090
       Built: 1992
    Monthly Fee: $20
       Tax: $3,967 (2025)
    Community: Twin Rivers Sec 3B Unit 2
    Single Family


    Estimated Monthly Payment: $3,008 (change assumption)
    Mortgage ($2,657) + Fees ($20) + Taxes in 2025 ($331)


    Taxes:$3,967

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 2685 REGAL PINE TRL, OVIEDO, FL 32766

    $800,0009 Days on yellowkey   MLS ID: O6395305

    For Sale O6395305 - 2685 REGAL PINE TRL, OVIEDO, FL 32766 51 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3421
       Built: 2005
    Monthly Fee: $98
       Tax: $5,528 (2025)
    Community: Live Oak Reserve
    Single Family


    Estimated Monthly Payment: $4,942 (change assumption)
    Mortgage ($4,383) + Fees ($98) + Taxes in 2025 ($461)


    Taxes:$5,528

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


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Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.