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Homes For Sale in Wesley Chapel 33544 - 146 homes

33544 zip code is located in Pasco County, Florida. Find homes for sale in Wesley Chapel 33544 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Wesley Chapel 33544 homes for sale.

Location: Wesley Chapel , 33544

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  • 27236 HOLLYBROOK TRL, WESLEY CHAPEL, FL 33544

    $520,000Listed 06/23/2026 3:34PM   MLS ID: TB8522497

    For Sale TB8522497 - 27236 HOLLYBROOK TRL, WESLEY CHAPEL, FL 33544 15 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2233
       Built: 2003
    Monthly Fee: $87
       Tax: $6,545 (2025)
    Community: Union Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,482 (change assumption)
    Mortgage ($2,849) + Fees ($87) + Taxes in 2025 ($545)


    Taxes:$6,545

    Elementary School: Veterans Elementary School

    High School: Cypress Creek High-PO

    Tax Year: 2025

    Middle School: Cypress Creek Middle School


  • 8512 ORCHARD GRASS ST, WESLEY CHAPEL, FL 33544

    $415,000243 Days on yellowkey   MLS ID: TB8439738

    REDUCED by $9,900 (2.3%) on 06/23/2026

    For Sale TB8439738 - 8512 ORCHARD GRASS ST, WESLEY CHAPEL, FL 33544 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2043
       Built: 2021
    Monthly Fee: $69
       Tax: $3,611 (2024)
    Community: Park Mdws Ph 1
    Single Family


    Estimated Monthly Payment: $2,644 (change assumption)
    Mortgage ($2,274) + Fees ($69) + Taxes in 2024 ($301)


    Taxes:$3,611

    Elementary School: Quail Hollow Elementary-PO

    High School: Cypress Creek High-PO

    Tax Year: 2024

    Middle School: Cypress Creek Middle School


  • 8308 GREENWAY AVE, WESLEY CHAPEL, FL 33544

    $549,9906 Days on yellowkey   MLS ID: TB8520227

    For Sale TB8520227 - 8308 GREENWAY AVE, WESLEY CHAPEL, FL 33544 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2409
       Built: 2023
    Monthly Fee: $86
       Tax: $6,673 (2025)
    Community: Park Mdws Ph 2
    Single Family


    Estimated Monthly Payment: $3,656 (change assumption)
    Mortgage ($3,014) + Fees ($86) + Taxes in 2025 ($556)


    Taxes:$6,673

    Elementary School: Quail Hollow Elementary-PO

    High School: Cypress Creek High-PO

    Tax Year: 2025

    Middle School: Cypress Creek Middle School


  • 1737 VIRGINIA WILLOW DR, WESLEY CHAPEL, FL 33544

    $885,00078 Days on yellowkey   MLS ID: TB8494199

    5 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $25,000 (2.7%) on 05/27/2026

    For Sale TB8494199 - 1737 VIRGINIA WILLOW DR, WESLEY CHAPEL, FL 33544 96 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3707
       Built: 2015
    Monthly Fee: $133
       Tax: $11,110 (2025)
    Community: Arbor Woods/Northwood Ph 2
    Single Family


    Estimated Monthly Payment: $5,908 (change assumption)
    Mortgage ($4,849) + Fees ($133) + Taxes in 2025 ($926)


    Taxes:$11,110

    Elementary School: Denham Oaks Elementary-PO

    High School: Wiregrass Ranch High-PO

    Tax Year: 2025

    Middle School: John Long Middle-PO


  • 3227 WATERMARK DR, WESLEY CHAPEL, FL 33544

    $750,00034 Days on yellowkey   MLS ID: TB8510937

    For Sale TB8510937 - 3227 WATERMARK DR, WESLEY CHAPEL, FL 33544 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2870
       Built: 2012
    Monthly Fee: $11
       Tax: $3,677 (2025)
    Community: Seven Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,427 (change assumption)
    Mortgage ($4,109) + Fees ($11) + Taxes in 2025 ($306)


    Taxes:$3,677

    Elementary School: Seven Oaks Elementary-PO

    High School: Cypress Creek High-PO

    Tax Year: 2025

    Middle School: Cypress Creek Middle School


  • 27335 ROSELING CT, WESLEY CHAPEL, FL 33544

    $835,0007 Days on yellowkey   MLS ID: TB8519196

    0 Days Off yellowkey (back on 6/23/2026)

    For Sale TB8519196 - 27335 ROSELING CT, WESLEY CHAPEL, FL 33544 84 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3622
       Built: 2007
    Monthly Fee: $160
       Tax: $10,738 (2025)
    Community: Seven Oaks Prcl S-4A/S-4B/S-5B
    Single Family


    Estimated Monthly Payment: $5,630 (change assumption)
    Mortgage ($4,575) + Fees ($160) + Taxes in 2025 ($895)


    Taxes:$10,738

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9020 SHENANDOAH RUN, WESLEY CHAPEL, FL 33544

    $670,0001 Day on yellowkey   MLS ID: TB8521153

    For Sale TB8521153 - 9020 SHENANDOAH RUN, WESLEY CHAPEL, FL 33544 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2402
       Built: 2000
    Monthly Fee: $95
       Tax: $9,104 (2025)
    Community: Homesteads Saddlewood
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,525 (change assumption)
    Mortgage ($3,671) + Fees ($95) + Taxes in 2025 ($759)


    Taxes:$9,104

    Elementary School: Quail Hollow Elementary-PO

    High School: Cypress Creek High-PO

    Tax Year: 2025

    Middle School: Cypress Creek Middle School


  • 26611 CHIMNEY SPIRE LN, WESLEY CHAPEL, FL 33544

    $275,000100 Days on yellowkey   MLS ID: TB8486987

    For Sale TB8486987 - 26611 CHIMNEY SPIRE LN, WESLEY CHAPEL, FL 33544 31 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1588
       Built: 2005
    Monthly Fee: $430
       Tax: $4,314 (2025)
    Community: Bay At Cypress Creek
    Townhouse


    Estimated Monthly Payment: $2,296 (change assumption)
    Mortgage ($1,507) + Fees ($430) + Taxes in 2025 ($359)


    Taxes:$4,314

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 27416 BREAKERS DR, WESLEY CHAPEL, FL 33544

    $570,000182 Days on yellowkey   MLS ID: TB8458657

    REDUCED by $19,900 (3.4%) on 04/29/2026

    For Sale TB8458657 - 27416 BREAKERS DR, WESLEY CHAPEL, FL 33544 50 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 1995
    Monthly Fee: $13
       Tax: $8,838 (2025)
    Community: Northwood
    Single Family


    Estimated Monthly Payment: $3,873 (change assumption)
    Mortgage ($3,123) + Fees ($13) + Taxes in 2025 ($737)


    Taxes:$8,838

    Elementary School: Denham Oaks Elementary-PO

    High School: Wiregrass Ranch High-PO

    Tax Year: 2025

    Middle School: John Long Middle-PO


  • 27221 SEA BREEZE WAY, WESLEY CHAPEL, FL 33544

    $565,00026 Days on yellowkey   MLS ID: TB8511930

    For Sale TB8511930 - 27221 SEA BREEZE WAY, WESLEY CHAPEL, FL 33544 36 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3243
       Built: 1996
    Monthly Fee: $13
       Tax: $7,846 (2025)
    Community: Northwood
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,763 (change assumption)
    Mortgage ($3,096) + Fees ($13) + Taxes in 2025 ($654)


    Taxes:$7,846

    Elementary School: Denham Oaks Elementary-PO

    High School: Wiregrass Ranch High-PO

    Tax Year: 2025

    Middle School: John Long Middle-PO


  • 6431 GENTLE BEN CIR, WESLEY CHAPEL, FL 33544

    $325,000319 Days on yellowkey   MLS ID: TB8414086

    REDUCED by $20,000 (5.8%) on 06/18/2026

    For Sale TB8414086 - 6431 GENTLE BEN CIR, WESLEY CHAPEL, FL 33544 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1638
       Built: 2003
    Monthly Fee: $160
       Tax: $5,023 (2024)
    Community: Fairways Quail Hollow Ph 02
    Single Family


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,781) + Fees ($160) + Taxes in 2024 ($419)


    Taxes:$5,023

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 27708 SANTA ANITA BLVD, WESLEY CHAPEL, FL 33544

    $875,0006 Days on yellowkey   MLS ID: TB8519886

    For Sale TB8519886 - 27708 SANTA ANITA BLVD, WESLEY CHAPEL, FL 33544 83 photos

    Bed: 3   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 3431
       Built: 2002
    Monthly Fee: $95
       Tax: $8,287 (2025)
    Community: Homesteads Saddlewood Ph 02
    Single Family


    Estimated Monthly Payment: $5,580 (change assumption)
    Mortgage ($4,794) + Fees ($95) + Taxes in 2025 ($691)


    Taxes:$8,287

    Elementary School: Quail Hollow Elementary-PO

    High School: Cypress Creek High-PO

    Tax Year: 2025

    Middle School: Cypress Creek Middle School


  • 5240 GATO DEL SOL CIR, WESLEY CHAPEL, FL 33544

    $315,0003 Days on yellowkey   MLS ID: TB8521589

    For Sale TB8521589 - 5240 GATO DEL SOL CIR, WESLEY CHAPEL, FL 33544 45 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1438
       Built: 2001
    Monthly Fee: $285
       Tax: $2,587 (2025)
    Community: Lexington Oaks Village 25 26
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,227 (change assumption)
    Mortgage ($1,726) + Fees ($285) + Taxes in 2025 ($216)


    Taxes:$2,587

    Elementary School: Veterans Elementary School

    High School: Cypress Creek High-PO

    Tax Year: 2025

    Middle School: Cypress Creek Middle School


  • 26527 CASTLEVIEW WAY, WESLEY CHAPEL, FL 33544

    $265,00075 Days on yellowkey   MLS ID: TB8494929

    1 Days Off yellowkey (back on 6/21/2026)

    REDUCED by $13,000 (4.7%) on 05/22/2026

    For Sale TB8494929 - 26527 CASTLEVIEW WAY, WESLEY CHAPEL, FL 33544 45 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1545
       Built: 2005
    Monthly Fee: $430
       Tax: $3,562 (2025)
    Community: Bay At Cypress Creek
    Townhouse


    Estimated Monthly Payment: $2,179 (change assumption)
    Mortgage ($1,452) + Fees ($430) + Taxes in 2025 ($297)


    Taxes:$3,562

    Elementary School: Seven Oaks Elementary-PO

    High School: Cypress Creek High-PO

    Tax Year: 2025

    Middle School: Cypress Creek Middle School


  • 27205 HAWKS NEST CIR, WESLEY CHAPEL, FL 33544

    $484,00026 Days on yellowkey   MLS ID: TB8512012

    0 Days Off yellowkey (back on 6/21/2026)

    REDUCED by $15,000 (3.0%) on 06/10/2026

    For Sale TB8512012 - 27205 HAWKS NEST CIR, WESLEY CHAPEL, FL 33544 49 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2399
       Built: 2015
    Monthly Fee: $211
       Tax: $7,362 (2025)
    Community: Quail Woods Ph 2
    Single Family


    Estimated Monthly Payment: $3,476 (change assumption)
    Mortgage ($2,652) + Fees ($211) + Taxes in 2025 ($613)


    Taxes:$7,362

    Elementary School: Quail Hollow Elementary-PO

    High School: Cypress Creek High-PO

    Tax Year: 2025

    Middle School: Cypress Creek Middle School


  • 27642 PLEASURE RIDE LOOP, WESLEY CHAPEL, FL 33544

    $239,9994 Days on yellowkey   MLS ID: W7886922

    For Sale W7886922 - 27642 PLEASURE RIDE LOOP, WESLEY CHAPEL, FL 33544 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1513
       Built: 2005
    Monthly Fee: $426
       Tax: $4,498 (2025)
    Community: Saddle Crk Manor
    Townhouse


    Estimated Monthly Payment: $2,116 (change assumption)
    Mortgage ($1,315) + Fees ($426) + Taxes in 2025 ($375)


    Taxes:$4,498

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 28809 BENNINGTON DR, WESLEY CHAPEL, FL 33544

    $829,900223 Days on yellowkey   MLS ID: TB8447899

    0 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $5,000 (0.6%) on 05/21/2026

    For Sale TB8447899 - 28809 BENNINGTON DR, WESLEY CHAPEL, FL 33544 73 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 2924
       Built: 1999   Tax: $3,530 (2024)
    Community: Plantation Pines
    Single Family


    Estimated Monthly Payment: $4,841 (change assumption)
    Mortgage ($4,547) + Taxes in 2024 ($294)


    Taxes:$3,530

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 27509 EDENFIELD DR, WESLEY CHAPEL, FL 33544

    $449,00075 Days on yellowkey   MLS ID: W7884638

    REDUCED by $9,000 (2.0%) on 06/17/2026

    For Sale W7884638 - 27509 EDENFIELD DR, WESLEY CHAPEL, FL 33544 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2103
       Built: 2004
    Monthly Fee: $11
       Tax: $5,872 (2025)
    Community: Seven Oaks Prcl S-8B1
    Single Family


    Estimated Monthly Payment: $2,961 (change assumption)
    Mortgage ($2,460) + Fees ($11) + Taxes in 2025 ($489)


    Taxes:$5,872

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 27211 LIRIOPE CT, WESLEY CHAPEL, FL 33544

    $370,0007 Days on yellowkey   MLS ID: TB8519439

    For Sale TB8519439 - 27211 LIRIOPE CT, WESLEY CHAPEL, FL 33544 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2004
    Monthly Fee: $86
       Tax: $5,303 (2025)
    Community: Saddlebrook Village West
    Single Family


    Estimated Monthly Payment: $2,555 (change assumption)
    Mortgage ($2,027) + Fees ($86) + Taxes in 2025 ($442)


    Taxes:$5,303

    Elementary School: Veterans Elementary School

    High School: Cypress Creek High-PO

    Tax Year: 2025

    Middle School: Cypress Creek Middle School


  • 25946 RISEN STAR DR, WESLEY CHAPEL, FL 33544

    $465,00041 Days on yellowkey   MLS ID: TB8508403

    For Sale TB8508403 - 25946 RISEN STAR DR, WESLEY CHAPEL, FL 33544 55 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2534
       Built: 2003
    Monthly Fee: $8
       Tax: $2,212 (2025)
    Community: Lexington Oaks Villages 27A & 31
    Single Family


    Estimated Monthly Payment: $2,740 (change assumption)
    Mortgage ($2,548) + Fees ($8) + Taxes in 2025 ($184)


    Taxes:$2,212

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for 33544 Homes for Sale and Other Wesley Chapel Real Estate?

33544, Wesley Chapel home, townhome, condo, villa, and other listing rental data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in the 33544 zip code. You can use our website to view Multiple Listing Service (MLS) data on 33544, Wesley Chapel real estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our 33544, Wesley Chapel listings.



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.