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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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  • 3504 WADING HERON TER, OVIEDO, FL 32766

    $675,00022 Days on yellowkey   MLS ID: O6402972

    4 Days Off yellowkey (back on 5/9/2026)

    For Sale O6402972 - 3504 WADING HERON TER, OVIEDO, FL 32766 33 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2367
       Built: 2002
    Monthly Fee: $98
       Tax: $5,771 (2025)
    Community: Live Oak Reserve Unit One
    Single Family


    Estimated Monthly Payment: $4,277 (change assumption)
    Mortgage ($3,699) + Fees ($98) + Taxes in 2025 ($481)


    Taxes:$5,771

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1094 BRIELLE CT, OVIEDO, FL 32765

    $355,00032 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


  • 3335 RED ASH CIR, OVIEDO, FL 32766

    $850,00073 Days on yellowkey   MLS ID: O6389162

    REDUCED by $25,000 (2.9%) on 05/12/2026

    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: $5,290 (change assumption)
    Mortgage ($4,657) + Fees ($96) + Taxes in 2024 ($536)


    Taxes:$6,434

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 261 MILL SLOUGH RD, OVIEDO, FL 32766

    $600,000106 Days on yellowkey   MLS ID: O6379248

    0 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $29,900 (4.7%) on 05/07/2026

    For Sale O6379248 - 261 MILL SLOUGH RD, OVIEDO, FL 32766 62 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
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,646 (change assumption)
    Mortgage ($3,288) + Fees ($17) + Taxes in 2024 ($342)


    Taxes:$4,101

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 3511 HOLLOW OAK RUN, OVIEDO, FL 32766

    $750,00057 Days on yellowkey   MLS ID: O6392818

    0 Days Off yellowkey (back on 5/11/2026)

    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


  • 620 LAKE DR, OVIEDO, FL 32766

    $395,00028 Days on yellowkey   MLS ID: O6401724

    0 Days Off yellowkey (back on 5/9/2026)

    For Sale O6401724 - 620 LAKE DR, OVIEDO, FL 32766 36 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1389
       Built: 1961   Tax: $2,077 (2025)
    Community: North Chuluota Rep
    Single Family


    Estimated Monthly Payment: $2,337 (change assumption)
    Mortgage ($2,164) + Taxes in 2025 ($173)


    Taxes:$2,077

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1870 EMERALD GREEN CIR, OVIEDO, FL 32765

    $465,00022 Days on yellowkey   MLS ID: O6403079

    0 Days Off yellowkey (back on 5/9/2026)

    For Sale O6403079 - 1870 EMERALD GREEN CIR, OVIEDO, FL 32765 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1686
       Built: 1998
    Monthly Fee: $125
       Tax: $34 (2025)
    Community: Ekana Green
    Single Family


    Estimated Monthly Payment: $2,676 (change assumption)
    Mortgage ($2,548) + Fees ($125) + Taxes in 2025 ($3)


    Taxes:$34

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1026 WEAVER DR, OVIEDO, FL 32765

    $420,000127 Days on yellowkey   MLS ID: O6373730

    0 Days Off yellowkey (back on 5/8/2026)

    For Sale O6373730 - 1026 WEAVER DR, OVIEDO, FL 32765 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1713
       Built: 1986
    Monthly Fee: $18
       Tax: $4,211 (2024)
    Community: Alafaya Woods Ph 2
    Single Family


    Estimated Monthly Payment: $2,670 (change assumption)
    Mortgage ($2,301) + Fees ($18) + Taxes in 2024 ($351)


    Taxes:$4,211

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 2685 REGAL PINE TRL, OVIEDO, FL 32766

    $800,00051 Days on yellowkey   MLS ID: O6395305

    0 Days Off yellowkey (back on 5/7/2026)

    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


  • 1092 W RIVIERA BLVD, OVIEDO, FL 32765

    $519,00032 Days on yellowkey   MLS ID: O6400605

    REDUCED by $10,000 (1.9%) on 05/07/2026

    For Sale O6400605 - 1092 W RIVIERA BLVD, OVIEDO, FL 32765 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2111
       Built: 1989
    Monthly Fee: $20
       Tax: $6,063 (2025)
    Community: Twin Rivers Sec 4 Unit 2
    Single Family


    Estimated Monthly Payment: $3,369 (change assumption)
    Mortgage ($2,844) + Fees ($20) + Taxes in 2025 ($505)


    Taxes:$6,063

    Elementary School: Carillon Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 2585 TURTLEHEAD CV, OVIEDO, FL 32766

    $634,90064 Days on yellowkey   MLS ID: O6389192

    1 Days Off yellowkey (back on 5/7/2026)

    REDUCED by $35,000 (5.2%) on 04/20/2026

    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: $4,411 (change assumption)
    Mortgage ($3,479) + Fees ($117) + Taxes in 2025 ($815)


    Taxes:$9,783

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 3785 HAMMONDS FERRY CT, OVIEDO, FL 32766

    $664,00029 Days on yellowkey   MLS ID: O6401284

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale O6401284 - 3785 HAMMONDS FERRY CT, OVIEDO, FL 32766 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2141
       Built: 2004
    Monthly Fee: $117
       Tax: $6,934 (2024)
    Community: Sanctuary Ph 2 Village 10
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,333 (change assumption)
    Mortgage ($3,638) + Fees ($117) + Taxes in 2024 ($578)


    Taxes:$6,934

    Elementary School: Walker Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 3632 HOLLYWOOD PL, OVIEDO, FL 32766

    $649,90028 Days on yellowkey   MLS ID: O6401881

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale O6401881 - 3632 HOLLYWOOD PL, OVIEDO, FL 32766 52 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2465
       Built: 2005
    Monthly Fee: $98
       Tax: $4,954 (2024)
    Community: Live Oak Reserve Unit Three
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,072 (change assumption)
    Mortgage ($3,561) + Fees ($98) + Taxes in 2024 ($413)


    Taxes:$4,954

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1050 DISHMAN LOOP, OVIEDO, FL 32765

    $395,00052 Days on yellowkey   MLS ID: O6394133

    3 Days Off yellowkey (back on 5/4/2026)

    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
    Spa: No

    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


  • 1049 DISHMAN LOOP, OVIEDO, FL 32765

    $405,00023 Days on yellowkey   MLS ID: O6401736

    0 Days Off yellowkey (back on 5/3/2026)

    For Sale O6401736 - 1049 DISHMAN LOOP, OVIEDO, FL 32765 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1490
       Built: 1988
    Monthly Fee: $18
       Tax: $3,256 (2025)
    Community: Alafaya Woods Ph 08
    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,219) + Fees ($18) + Taxes in 2025 ($271)


    Taxes:$3,256

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Chiles Middle


  • 1027 HORNBEAM ST, OVIEDO, FL 32765

    $400,00037 Days on yellowkey   MLS ID: O6399444

    1 Days Off yellowkey (back on 5/1/2026)

    REDUCED by $10,000 (2.4%) on 04/27/2026

    For Sale O6399444 - 1027 HORNBEAM ST, OVIEDO, FL 32765 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1529
       Built: 1990
    Monthly Fee: $18
       Tax: $5,254 (2024)
    Community: Alafaya Woods Ph 21
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,192) + Fees ($18) + Taxes in 2024 ($438)


    Taxes:$5,254

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1007 CONLEY DR, OVIEDO, FL 32765

    $495,00035 Days on yellowkey   MLS ID: O6399412

    0 Days Off yellowkey (back on 4/30/2026)

    For Sale O6399412 - 1007 CONLEY DR, OVIEDO, FL 32765 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1727
       Built: 1987
    Monthly Fee: $19
       Tax: $1,922 (2024)
    Community: Alafaya Woods Ph 03
    Single Family


    Estimated Monthly Payment: $2,891 (change assumption)
    Mortgage ($2,712) + Fees ($19) + Taxes in 2024 ($160)


    Taxes:$1,922

    Elementary School: Stenstrom Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 2332 PINEBROOK CT, OVIEDO, FL 32766

    $550,00029 Days on yellowkey   MLS ID: O6401193

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale O6401193 - 2332 PINEBROOK CT, OVIEDO, FL 32766 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2375
       Built: 1991
    Monthly Fee: $17
       Tax: $2,922 (2024)
    Community: Riverside At Twin Rivers Un 2
    Single Family


    Estimated Monthly Payment: $3,274 (change assumption)
    Mortgage ($3,014) + Fees ($17) + Taxes in 2024 ($244)


    Taxes:$2,922

    Elementary School: Partin Elementary

    High School: Hagerty High

    Tax Year: 2024

    Middle School: Chiles Middle


  • 1040 BIG OAKS BLVD, OVIEDO, FL 32765

    $585,000375 Days on yellowkey   MLS ID: O6307449

    For Sale O6307449 - 1040 BIG OAKS BLVD, OVIEDO, FL 32765 26 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


  • 1032 BRIELLE AVE, OVIEDO, FL 32765

    $430,00032 Days on yellowkey   MLS ID: O6400789

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale O6400789 - 1032 BRIELLE AVE, OVIEDO, FL 32765 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 1990
    Monthly Fee: $15
       Tax: $2,727 (2024)
    Community: Alafaya Woods Ph 15
    Single Family


    Estimated Monthly Payment: $2,598 (change assumption)
    Mortgage ($2,356) + Fees ($15) + Taxes in 2024 ($227)


    Taxes:$2,727

    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.