| 1 | 31:57.00 | Weini KelatiThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 2 | 32:11.00 | Ednah KurgatThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 3 | 32:31.00 | Biruktayit DegefaThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 4 | 32:56.00 | Emma Grace HurleyThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 5 | 32:57.00 | Kasandra ParkerThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 6 | 33:02.00 | Amanda VestriThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 7 | 33:03.00 | Steph BruceThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 8 | 33:12.00 | Lesley BoydThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 9 | 33:13.00 | Jeralyn PoeThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 10 | 33:15.00 | Eva JessThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 11 | 33:31.00 | Anne-Marie BlaneyThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 12 | 33:36.00 | Jessica Gockley-DayThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 13 | 33:50.00 | Sophia KingThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 14 | 33:51.70 | Fantu Zewude JifarShelter Island 10K Run Walk | Shelter Island 10K Run Walk | 2023 |
| 15 | 33:58.00 | Regan RomeThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 16 | 34:00.00 | Grace MooreThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 17 | 34:06.00 | Mackenna Curtis-CollinsThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 18 | 34:08.00 | Sara LopezThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 19 | 34:18.00 | Amanda BeachThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 20 | 34:23.66 | Angie RafterShelter Island 10K Run/Walk | Shelter Island 10K Run/Walk | 2024 |
| 21 | 34:24.64 | Amelework BoshoShelter Island 10K Run/Walk | Shelter Island 10K Run/Walk | 2024 |
| 22 | 34:35.00 | Annika UrbanThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 23 | 34:37.00 | Kassie ParkerThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 24 | 35:05.00 | Zariel MacChiaThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 25 | 35:09.00 | Kathryn MunksThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 26 | 35:09.00 | Colbi BorlandThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 27 | 35:16.00 | Lianne FarberThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 28 | 35:19.00 | Jessica DonohueThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 29 | 35:31.44 | Ava D'AngeloDirty Sock 10K | Dirty Sock 10K | 2024 |
| 30 | 35:34.60 | Erin GregoireShelter Island 10K Run/Walk | Shelter Island 10K Run/Walk | 2024 |
| 31 | 36:08.00 | Annika KronmanThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 32 | 36:13.12 | Cara UdvadiaShelter Island 10K Run Walk | Shelter Island 10K Run Walk | 2023 |
| 33 | 36:22.00 | Penelope GreeneThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 34 | 36:25.00 | Samantha DropThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 35 | 36:27.00 | Elizabeth CaldwellThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 36 | 36:38.00 | Paola RamosThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 37 | 36:39.00 | Sarah HiggensThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 38 | 36:42.10 | Theresa McCabeUSATF Long Island Aspire 10K Run/Walk | USATF Long Island Aspire 10K Run/Walk | 2022 |
| 39 | 36:43.00 | Stephanie PopovitchThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 40 | 36:49.56 | Kira GarryMontauk | Montauk | 2012 |
| 41 | 36:56 | Christina DerosaSound to Bay 10K | Sound to Bay 10K | 2009 |
| 42 | 36:58.00 | Windsor ArdnerThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 43 | 37:01 | Kathryn MartinThe Fifth Spound To Bay Fireman's 10K | The Fifth Spound To Bay Fireman's 10K | 2003 |
| 44 | 37:01.7 | Victoria Kornieva-RobitailleLong Beach Turkey Trot 10K | Long Beach Turkey Trot 10K | 2019 |
| 45 | 37:02 | Barbara GubbinsDan's Papers Potatohampton 10K | Dan's Papers Potatohampton 10K | 2002 |
| 46 | 37:06.34 | Marta MekonenShelter Island 10K Run/Walk | Shelter Island 10K Run/Walk | 2024 |
| 47 | 37:07.74 | Meseret Desalegn YrdawShelter Island 10K Run Walk | Shelter Island 10K Run Walk | 2023 |
| 48 | 37:10 | Nadegda SandrkinaDan's Papers Potatohampton 10K | Dan's Papers Potatohampton 10K | 2002 |
| 49 | 37:12.37 | Jessica ScheriffDirty Sock 10K Run | Dirty Sock 10K Run | 2018 |
| 50 | 37:14 | Heather WilliamsYes 10K | Yes 10K | 2010 |
| 51 | 37:26.00 | Laura BarrecaThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 52 | 37:27.77 | Leigh Anne SharekShelter Island 10K Run/Walk | Shelter Island 10K Run/Walk | 2024 |
| 53 | 37:31.00 | Aileen BarryThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 54 | 37:39.29 | Lena EdelsteinUSATF Long Island Aspire 10K Run/Walk | USATF Long Island Aspire 10K Run/Walk | 2022 |
| 55 | 37:41.00 | Kathleen MccareyThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 56 | 37:47 | Tara FarrulYes for LI2Day | Yes for LI2Day | 2011 |
| 57 | 37:47.00 | Jacqueline TierneyThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 58 | 38:04.93 | Alyssa KnottBabylon Village Classic 10K Dirty Sock Run | Babylon Village Classic 10K Dirty Sock Run | 2017 |
| 59 | 38:10.00 | Cristin Delaney-GuilleThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 60 | 38:14.00 | Marissa CossaroThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 61 | 38:15.00 | Marcie HoganThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 62 | 38:17.95 | Fiona McLoughlinNYS Parks Summer Race Series #2 - Sunken Meadow State Park 10K | NYS Parks Summer Race Series #2 - Sunken Meadow State Park 10K | 2026 |
| 63 | 38:21.00 | Michelle MurrayThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 64 | 38:24.97 | Tsegereda Ayela GirmaShelter Island 10K Run Walk | Shelter Island 10K Run Walk | 2023 |
| 65 | 38:27.39 | Victoria RobitailleUSATF Long Island Aspire 10K Run/Walk | USATF Long Island Aspire 10K Run/Walk | 2022 |
| 66 | 38:28.00 | Colleen BuckleyThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 67 | 38:38 | Kathleen Callahan-FodorThe Sound To Bay Fireman's 10K | The Sound To Bay Fireman's 10K | 2000 |
| 68 | 38:39 | Renee RosenDan's Papers Potatohampton 10K | Dan's Papers Potatohampton 10K | 2002 |
| 69 | 38:43.00 | Lianne PaganoThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 70 | 38:44.00 | Ana NielsenThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 71 | 38:45.00 | Simone WeinmannThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 72 | 38:55.00 | Michele WalkerThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 73 | 38:56 | Susan SkidmoreThe Fifth Spound To Bay Fireman's 10K | The Fifth Spound To Bay Fireman's 10K | 2003 |
| 74 | 39:07.21 | Katie McGrathNYS Parks Summer Run Series - Sunken Meadow | NYS Parks Summer Run Series - Sunken Meadow | 2019 |
| 75 | 39:11.00 | Erin EiversThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 76 | 39:20 | Laura BrownYes 10K | Yes 10K | 2010 |
| 77 | 39:21.49 | Jane VongvorachotiAspire 10K | Aspire 10K | 2025 |
| 78 | 39:22 | Hope KrauseRun for Ron 10K | Run for Ron 10K | 2010 |
| 79 | 39:33.00 | Lejla BorciloThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 80 | 39:36 | Judi CasselThe Great Bonac 10K Foot Race | The Great Bonac 10K Foot Race | 2002 |
| 81 | 39:37 | Heather WrightYes 10K | Yes 10K | 2010 |
| 82 | 39:37.72 | Jaclyn GalleryDirty Sock 10K Run | Dirty Sock 10K Run | 2018 |
| 83 | 39:38.00 | Lisa ArgastThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 84 | 39:44.61 | Meseret Desale YrdawShelter Island 10K Run/Walk | Shelter Island 10K Run/Walk | 2024 |
| 85 | 39:52 | Bea PetersonFlying Point 10K | Flying Point 10K | 2008 |
| 86 | 39:58.00 | Alexandra RussoThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 87 | 40:03 | Karen AmatoDan's Papers Potatohampton 10K | Dan's Papers Potatohampton 10K | 2002 |
| 88 | 40:08.00 | Lauren HoffmanThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 89 | 40:10.00 | Maria WilliamsThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 90 | 40:12 | Una BroderickJamesport FD Sound to Bay 10K | Jamesport FD Sound to Bay 10K | 2011 |
| 91 | 40:14.00 | Kathleen CervoThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 92 | 40:19.19 | Katherine VogelShelter Island 10K Run/Walk | Shelter Island 10K Run/Walk | 2024 |
| 93 | 40:22.00 | Lizmarie SanchezThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 94 | 40:24.32 | Payton MaddaloniShelter Island 10K Run/Walk | Shelter Island 10K Run/Walk | 2024 |
| 95 | 40:26.00 | Yulian ZhaThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 96 | 40:26.41 | Vivien LimShelter Island 10K Run Walk | Shelter Island 10K Run Walk | 2023 |
| 97 | 40:27.00 | Dana BuonavitaThe Great Cow Harbor 10K | The Great Cow Harbor 10K | 2025 |
| 98 | 40:32.00 | Jordan PearsonThe Great Cow Harbor 10K Run | The Great Cow Harbor 10K Run | 2023 |
| 99 | 40:34.50 | Katherine JonasShelter Island 10K Run Walk | Shelter Island 10K Run Walk | 2023 |
| 100 | 40:36.45 | Ali Caruana10K Dirty Sock Run | 10K Dirty Sock Run | 2021 |
