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Homes for Sale Near Chiles Middle in Oviedo - 19 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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  • 2371 PINEBROOK CT, OVIEDO, FL 32766

    $499,000Listed 04/02/2026 11:44AM   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


  • 1116 PARKER CANAL CT, OVIEDO, FL 32765

    $485,00043 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


  • 3720 VALLEY OAKS CT, OVIEDO, FL 32766

    $619,000155 Days on yellowkey   MLS ID: O6355707

    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


  • 2522 DOUBLE TREE PL, OVIEDO, FL 32765

    $720,00029 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
    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


  • 2685 REGAL PINE TRL, OVIEDO, FL 32766

    $800,0001 Day 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


  • 261 MILL SLOUGH RD, OVIEDO, FL 32766

    $634,90057 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


  • 3335 RED ASH CIR, OVIEDO, FL 32766

    $875,00024 Days on yellowkey   MLS ID: O6389162

    REDUCED by $25,000 (2.8%) on 04/01/2026

    For Sale O6389162 - 3335 RED ASH CIR, OVIEDO, FL 32766 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2965
       Built: 2001
    Monthly Fee: $96
       Tax: $6,434 (2024)
    Community: Live Oak Reserve Unit One
    Single Family


    Estimated Monthly Payment: $5,427 (change assumption)
    Mortgage ($4,794) + Fees ($96) + Taxes in 2024 ($536)


    Taxes:$6,434

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1010 BRIELLE AVE, OVIEDO, FL 32765

    $434,5003 Days on yellowkey   MLS ID: O6395123

    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


  • 1050 DISHMAN LOOP, OVIEDO, FL 32765

    $395,0003 Days on yellowkey   MLS ID: O6394133

    For Sale O6394133 - 1050 DISHMAN LOOP, OVIEDO, FL 32765 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1474
       Built: 1987
    Monthly Fee: $18
       Tax: $5,136 (2024)
    Community: Alafaya Woods Ph 08
    Single Family


    Estimated Monthly Payment: $2,610 (change assumption)
    Mortgage ($2,164) + Fees ($18) + Taxes in 2024 ($428)


    Taxes:$5,136

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1002 BECKSTROM DR, OVIEDO, FL 32765

    $515,000149 Days on yellowkey   MLS ID: O6358369

    REDUCED by $5,000 (1.0%) on 03/31/2026

    For Sale O6358369 - 1002 BECKSTROM DR, OVIEDO, FL 32765 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2047
       Built: 1990
    Monthly Fee: $18
       Tax: $2,080 (2024)
    Community: Alafaya Woods Ph 10
    Single Family


    Estimated Monthly Payment: $3,013 (change assumption)
    Mortgage ($2,822) + Fees ($18) + Taxes in 2024 ($173)


    Taxes:$2,080

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 3245 UPLAND PT, OVIEDO, FL 32765

    $1,070,000130 Days on yellowkey   MLS ID: O6361154

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6361154 - 3245 UPLAND PT, OVIEDO, FL 32765 40 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3843
       Built: 2022
    Monthly Fee: $137
       Tax: $9,138 (2024)
    Community: Hideaway Cove At Oviedo Ph 3
    Single Family


    Estimated Monthly Payment: $6,761 (change assumption)
    Mortgage ($5,863) + Fees ($137) + Taxes in 2024 ($761)


    Taxes:$9,138

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 3511 HOLLOW OAK RUN, OVIEDO, FL 32766

    $765,0008 Days on yellowkey   MLS ID: O6392818

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

    Bed: 5   Bath: 3.0
    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: $5,200 (change assumption)
    Mortgage ($4,192) + Fees ($98) + Taxes in 2025 ($910)


    Taxes:$10,921

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 2585 TURTLEHEAD CV, OVIEDO, FL 32766

    $669,90015 Days on yellowkey   MLS ID: O6389192

    1 Days Off yellowkey (back on 3/31/2026)

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

    Bed: 4   Bath: 3.0
    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


  • 1996 MAGIES CT, OVIEDO, FL 32766

    $535,0007 Days on yellowkey   MLS ID: O6393611

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale O6393611 - 1996 MAGIES CT, OVIEDO, FL 32766 44 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2063
       Built: 1993
    Monthly Fee: $16
       Tax: $4,984 (2025)
    Community: Riverside At Twin Rivers
    Single Family


    Estimated Monthly Payment: $3,363 (change assumption)
    Mortgage ($2,931) + Fees ($16) + Taxes in 2025 ($415)


    Taxes:$4,984

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1030 CATFISH CREEK CT, OVIEDO, FL 32765

    $619,90046 Days on yellowkey   MLS ID: O6373809

    For Sale O6373809 - 1030 CATFISH CREEK CT, OVIEDO, FL 32765 38 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2198
       Built: 1991
    Monthly Fee: $20
       Tax: $7,536 (2025)
    Community: Twin Rivers
    Single Family


    Estimated Monthly Payment: $4,045 (change assumption)
    Mortgage ($3,397) + Fees ($20) + Taxes in 2025 ($628)


    Taxes:$7,536

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1041 DEES DR, OVIEDO, FL 32765

    $385,00030 Days on yellowkey   MLS ID: O6387276

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

    Bed: 3   Bath: 2.0
    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


  • 4016 SAFFLOWER TER, OVIEDO, FL 32766

    $975,00015 Days on yellowkey   MLS ID: O6391267

    0 Days Off yellowkey (back on 3/29/2026)

    For Sale O6391267 - 4016 SAFFLOWER TER, OVIEDO, FL 32766 74 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 4319
       Built: 2005
    Monthly Fee: $117
       Tax: $6,712 (2025)
    Community: Sanctuary Ph 2 Villages 7
    Single Family


    Estimated Monthly Payment: $6,019 (change assumption)
    Mortgage ($5,342) + Fees ($117) + Taxes in 2025 ($559)


    Taxes:$6,712

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1024 ALPUG AVE, OVIEDO, FL 32765

    $359,00091 Days on yellowkey   MLS ID: O6370474

    0 Days Off yellowkey (back on 3/27/2026)

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

    Bed: 3   Bath: 2.0
    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


  • 1033 BRIELLE AVE, OVIEDO, FL 32765

    $414,000177 Days on yellowkey   MLS ID: O6350487

    0 Days Off yellowkey (back on 3/2/2026)

    For Sale O6350487 - 1033 BRIELLE AVE, OVIEDO, FL 32765 53 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1989
       Built: 1990
    Monthly Fee: $18
       Tax: $4,934 (2024)
    Community: Alafaya Woods Ph 15
    Single Family


    Estimated Monthly Payment: $2,698 (change assumption)
    Mortgage ($2,268) + Fees ($18) + Taxes in 2024 ($411)


    Taxes:$4,934

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2024

    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.