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Homes for Sale Near Chiles Middle in Oviedo - 50 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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  • 1092 W RIVIERA BLVD, OVIEDO, FL 32765

    $519,000Listed 06/04/2026 11:30PM   MLS ID: O6414109

    For Sale O6414109 - 1092 W RIVIERA BLVD, OVIEDO, FL 32765 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2111
       Built: 1989
    Monthly Fee: $20
       Tax: $6,075 (2025)
    Community: Twin Rivers Sec 4 Unit 2
    Single Family


    Estimated Monthly Payment: $3,370 (change assumption)
    Mortgage ($2,844) + Fees ($20) + Taxes in 2025 ($506)


    Taxes:$6,075

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 2618 PEONY DR, OVIEDO, FL 32766

    $667,0001 Day on yellowkey   MLS ID: O6411379

    For Sale O6411379 - 2618 PEONY DR, OVIEDO, FL 32766 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3042
       Built: 2016
    Monthly Fee: $189
       Tax: $9,432 (2025)
    Community: Aulins Landing At Oviedo - Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,630 (change assumption)
    Mortgage ($3,655) + Fees ($189) + Taxes in 2025 ($786)


    Taxes:$9,432

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1024 MOCCASIN RUN RD, OVIEDO, FL 32765

    $495,000Listed 06/04/2026 3:03PM   MLS ID: O6413781

    For Sale O6413781 - 1024 MOCCASIN RUN RD, OVIEDO, FL 32765 40 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1830
       Built: 1991
    Monthly Fee: $20
       Tax: $2,357 (2025)
    Community: Twin Rivers Sec 3B Unit 1
    Single Family


    Estimated Monthly Payment: $2,929 (change assumption)
    Mortgage ($2,712) + Fees ($20) + Taxes in 2025 ($196)


    Taxes:$2,357

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 3540 DIAMOND LEAF LN, OVIEDO, FL 32766

    $912,000Listed 06/04/2026 11:53AM   MLS ID: O6412634

    For Sale O6412634 - 3540 DIAMOND LEAF LN, OVIEDO, FL 32766 54 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3592
       Built: 2003
    Monthly Fee: $98
       Tax: $6,633 (2025)
    Community: Live Oak Reserve Unit Two
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,648 (change assumption)
    Mortgage ($4,997) + Fees ($98) + Taxes in 2025 ($553)


    Taxes:$6,633

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 3335 RED ASH CIR, OVIEDO, FL 32766

    $800,00087 Days on yellowkey   MLS ID: O6389162

    REDUCED by $50,000 (5.9%) on 06/04/2026

    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: $5,016 (change assumption)
    Mortgage ($4,383) + Fees ($96) + Taxes in 2024 ($536)


    Taxes:$6,434

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 2886 SWEETSPIRE CIR, OVIEDO, FL 32766

    $575,0006 Days on yellowkey   MLS ID: O6411924

    REDUCED by $15,000 (2.5%) on 06/02/2026

    For Sale O6411924 - 2886 SWEETSPIRE CIR, OVIEDO, FL 32766 88 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1841
       Built: 2001
    Monthly Fee: $117
       Tax: $4,916 (2025)
    Community: Sanctuary Ph 1 Villages 1, 2 & 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,677 (change assumption)
    Mortgage ($3,151) + Fees ($117) + Taxes in 2025 ($410)


    Taxes:$4,916

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1939 S PRAIRIE DUNES CT, OVIEDO, FL 32765

    $709,0003 Days on yellowkey   MLS ID: TB8514859

    For Sale TB8514859 - 1939 S PRAIRIE DUNES CT, OVIEDO, FL 32765 50 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2931
       Built: 1993
    Monthly Fee: $20

    Community: Twin Rivers Sec 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,905 (change assumption)
    Mortgage ($3,885) + Fees ($20) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1083 BECKSTROM DR, OVIEDO, FL 32765

    $415,0004 Days on yellowkey   MLS ID: O6412746

    For Sale O6412746 - 1083 BECKSTROM DR, OVIEDO, FL 32765 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1646
       Built: 1989
    Monthly Fee: $18
       Tax: $4,725 (2025)
    Community: Alafaya Woods Ph 10
    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,274) + Fees ($18) + Taxes in 2025 ($394)


    Taxes:$4,725

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 000 LAKE MILLS RD, OVIEDO, FL 32766

    $4,995,00015 Days on yellowkey   MLS ID: O6409157

    For Sale O6409157 - 000 LAKE MILLS RD, OVIEDO, FL 32766 49 photos

    Bed: 6   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 5776
       Built: 2005   Tax: $30,391 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $29,902 (change assumption)
    Mortgage ($27,369) + Taxes in 2025 ($2,533)


    Taxes:$30,391

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1021 OLLIFF WAY, OVIEDO, FL 32765

    $410,0007 Days on yellowkey   MLS ID: O6410739

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

    For Sale O6410739 - 1021 OLLIFF WAY, OVIEDO, FL 32765 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1341
       Built: 1985
    Monthly Fee: $18
       Tax: $5,053 (2025)
    Community: Alafaya Woods Ph 01 Unit B
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,247) + Fees ($18) + Taxes in 2025 ($421)


    Taxes:$5,053

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 746 LAKE MILLS RD, OVIEDO, FL 32766

    $3,995,00028 Days on yellowkey   MLS ID: O6405919

    REDUCED by $205,000 (4.9%) on 05/16/2026

    For Sale O6405919 - 746 LAKE MILLS RD, OVIEDO, FL 32766 55 photos

    Bed: 6   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 5776
       Built: 2005   Tax: $18,617 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $23,441 (change assumption)
    Mortgage ($21,890) + Taxes in 2025 ($1,551)


    Taxes:$18,617

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1016 GWYN CIR, OVIEDO, FL 32765

    $345,00022 Days on yellowkey   MLS ID: O6406833

    For Sale O6406833 - 1016 GWYN CIR, OVIEDO, FL 32765 40 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1144
       Built: 1985
    Monthly Fee: $25
       Tax: $1,171 (2024)
    Community: Alafaya Woods Ph 01 Unit B
    Single Family


    Estimated Monthly Payment: $2,013 (change assumption)
    Mortgage ($1,890) + Fees ($25) + Taxes in 2024 ($98)


    Taxes:$1,171

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1065 CALLA LILY CV, OVIEDO, FL 32766

    $850,00014 Days on yellowkey   MLS ID: O6409816

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

    For Sale O6409816 - 1065 CALLA LILY CV, OVIEDO, FL 32766 55 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3716
       Built: 2015
    Monthly Fee: $189
       Tax: $6,481 (2025)
    Community: Aulins Landing At Oviedo-Phase 1
    Single Family


    Estimated Monthly Payment: $5,386 (change assumption)
    Mortgage ($4,657) + Fees ($189) + Taxes in 2025 ($540)


    Taxes:$6,481

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • OVIEDO, FL 32765

    $410,0001 Day on yellowkey   MLS ID: O6413599

    For Sale O6413599 - OVIEDO, FL 32765 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1232
       Built: 1986
    Monthly Fee: $19
       Tax: $5,843 (2025)
    Community: Alafaya Woods Ph 04
    Single Family


    Estimated Monthly Payment: $2,752 (change assumption)
    Mortgage ($2,247) + Fees ($19) + Taxes in 2025 ($487)


    Taxes:$5,843

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 910 PARASOL PL, OVIEDO, FL 32766

    $649,90036 Days on yellowkey   MLS ID: O6402683

    For Sale O6402683 - 910 PARASOL PL, OVIEDO, FL 32766 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2663
       Built: 2003
    Monthly Fee: $117
       Tax: $5,685 (2024)
    Community: Sanctuary Ph 1 Village 6
    Single Family


    Estimated Monthly Payment: $4,152 (change assumption)
    Mortgage ($3,561) + Fees ($117) + Taxes in 2024 ($474)


    Taxes:$5,685

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1111 TWIN RIVERS BLVD, OVIEDO, FL 32766

    $450,00027 Days on yellowkey   MLS ID: O6404402

    3 Days Off yellowkey (back on 6/3/2026)

    For Sale O6404402 - 1111 TWIN RIVERS BLVD, OVIEDO, FL 32766 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 1993
    Monthly Fee: $17
       Tax: $6,451 (2025)
    Community: Riverside At Twin Rivers Un 1
    Single Family


    Estimated Monthly Payment: $3,020 (change assumption)
    Mortgage ($2,466) + Fees ($17) + Taxes in 2025 ($538)


    Taxes:$6,451

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 3197 HEIRLOOM ROSE PL, OVIEDO, FL 32766

    $1,050,00028 Days on yellowkey   MLS ID: O6405761

    REDUCED by $50,000 (4.5%) on 05/22/2026

    For Sale O6405761 - 3197 HEIRLOOM ROSE PL, OVIEDO, FL 32766 95 photos

    Bed: 5   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 4319
       Built: 2006
    Monthly Fee: $117
       Tax: $6,916 (2024)
    Community: Sanctuary Ph 2 Villages 2 & 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,447 (change assumption)
    Mortgage ($5,753) + Fees ($117) + Taxes in 2024 ($576)


    Taxes:$6,916

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1094 BRIELLE CT, OVIEDO, FL 32765

    $355,00046 Days on yellowkey   MLS ID: O6398020

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale O6398020 - 1094 BRIELLE CT, OVIEDO, FL 32765 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1333
       Built: 1994
    Monthly Fee: $18
       Tax: $4,971 (2025)
    Community: Alafaya Woods Ph 16
    Single Family


    Estimated Monthly Payment: $2,377 (change assumption)
    Mortgage ($1,945) + Fees ($18) + Taxes in 2025 ($414)


    Taxes:$4,971

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1022 SILCOX BRANCH CIR, OVIEDO, FL 32765

    $524,0004 Days on yellowkey   MLS ID: O6412203

    For Sale O6412203 - 1022 SILCOX BRANCH CIR, OVIEDO, FL 32765 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2355
       Built: 1989
    Monthly Fee: $20
       Tax: $3,873 (2025)
    Community: Twin Rivers Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,214 (change assumption)
    Mortgage ($2,871) + Fees ($20) + Taxes in 2025 ($323)


    Taxes:$3,873

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1002 BECKSTROM DR, OVIEDO, FL 32765

    $498,000212 Days on yellowkey   MLS ID: O6358369

    REDUCED by $5,000 (1.0%) on 06/01/2026

    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: $2,920 (change assumption)
    Mortgage ($2,729) + Fees ($18) + Taxes in 2024 ($173)


    Taxes:$2,080

    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.