Winter Springs, FL Price Reductions
A price reduction is the clearest signal a seller sends: the first number did not work. This tracker lists every Winter Springs listing that lowered its asking price, updated nightly from the live MLS record — the old price, the new price, the size of the cut and how long the home has been on the market — so buyers can see where sellers are moving and sellers can see what their competition just did.
13 homes for sale in Winter Springs, FL cut their asking price in the last 7 days and 15 in the last 30, out of 98 active listings (13% reduced at least once this month). The median reduction is 2.0% ($5,000). The largest cut this week was $80,000 on 864 Bentley Green Circle in Bentley Club At Bentley Green ($879,000 → $799,000).
Latest price reductions in Winter Springs
| Listing | Community | Was | Now | Cut | DOM |
|---|---|---|---|---|---|
| 744 Barrington Circle Sep 25 · 3 bd · 2 ba · 1,658 sf | — | $425,000 | $409,000 | −3.8% | 20 |
| 248 Huntridge Way Sep 25 · 4 bd · 3 ba · 2,840 sf | — | $644,900 | $629,900 | −2.3% | 30 |
| 709 Sailfish Road Sep 25 · 3 bd · 2 ba · 1,737 sf | — | $392,500 | $387,500 | −1.3% | 280 |
| 156 Seville Chase Drive Sep 25 · 4 bd · 3 ba · 2,509 sf | Seville Chase | $649,000 | $647,500 | −0.2% | 156 |
| 864 Bentley Green Circle Sep 24 · 4 bd · 3 ba · 2,272 sf | Bentley Club At Bentley Green | $879,000 | $799,000 | −9.1% | 13 |
| 506 Club Drive Sep 24 · 2 bd · 2 ba · 1,002 sf | Cypress Club | $215,000 | $199,000 | −7.4% | 307 |
| 1714 Fox Glen Court Sep 23 · 3 bd · 2 ba · 1,484 sf | Fox Glen At Chelsea Parc Tuscawilla | $439,000 | $429,000 | −2.3% | 19 |
| 605 Casa Park Court #H Sep 23 · 2 bd · 2.5 ba · 1,156 sf | — | $229,000 | $225,000 | −1.7% | 83 |
| 498 Green Spring Cir Sep 22 · 2 bd · 1.5 ba · 1,363 sf | — | $249,000 | $244,000 | −2.0% | 96 |
| 227 Mcleods Way Sep 19 · 3 bd · 3.5 ba · 1,872 sf | Jesups Reserve Townhomes | $392,500 | $390,000 | −0.6% | 54 |
| 864 Bentley Green Circle Sep 18 · 4 bd · 3 ba · 2,272 sf | Bentley Club At Bentley Green | $930,000 | $879,000 | −5.5% | 13 |
| 1714 Fox Glen Court Sep 18 · 3 bd · 2 ba · 1,484 sf | Fox Glen At Chelsea Parc Tuscawilla | $449,000 | $439,000 | −2.2% | 19 |
| 335 Kirkcaldy Drive Sep 18 · 3 bd · 2 ba · 1,178 sf | Highland Village | $329,900 | $324,900 | −1.5% | 135 |
| 662 Nighthawk Circle Sep 17 · 3 bd · 3 ba · 1,583 sf | Greenspointe | $374,900 | $374,400 | −0.1% | 37 |
| 717 Adidas Road Sep 16 · 2 bd · 2 ba · 1,812 sf | Wedgewood Tennis Villas | $419,900 | $414,900 | −1.2% | 88 |
Biggest cuts this week
| Listing | Community | Was | Now | Cut | DOM |
|---|---|---|---|---|---|
| 864 Bentley Green Circle Sep 24 · 4 bd · 3 ba · 2,272 sf | Bentley Club At Bentley Green | $879,000 | $799,000 | −9.1% | 13 |
| 864 Bentley Green Circle Sep 18 · 4 bd · 3 ba · 2,272 sf | Bentley Club At Bentley Green | $930,000 | $879,000 | −5.5% | 13 |
| 744 Barrington Circle Sep 25 · 3 bd · 2 ba · 1,658 sf | — | $425,000 | $409,000 | −3.8% | 20 |
| 506 Club Drive Sep 24 · 2 bd · 2 ba · 1,002 sf | Cypress Club | $215,000 | $199,000 | −7.4% | 307 |
| 248 Huntridge Way Sep 25 · 4 bd · 3 ba · 2,840 sf | — | $644,900 | $629,900 | −2.3% | 30 |
| 1714 Fox Glen Court Sep 18 · 3 bd · 2 ba · 1,484 sf | Fox Glen At Chelsea Parc Tuscawilla | $449,000 | $439,000 | −2.2% | 19 |
| 1714 Fox Glen Court Sep 23 · 3 bd · 2 ba · 1,484 sf | Fox Glen At Chelsea Parc Tuscawilla | $439,000 | $429,000 | −2.3% | 19 |
| 498 Green Spring Cir Sep 22 · 2 bd · 1.5 ba · 1,363 sf | — | $249,000 | $244,000 | −2.0% | 96 |
| 709 Sailfish Road Sep 25 · 3 bd · 2 ba · 1,737 sf | — | $392,500 | $387,500 | −1.3% | 280 |
| 335 Kirkcaldy Drive Sep 18 · 3 bd · 2 ba · 1,178 sf | Highland Village | $329,900 | $324,900 | −1.5% | 135 |
Communities with the most reductions (30 days)
| Community | City | Reductions | Median cut |
|---|---|---|---|
| Bentley Club At Bentley Green | Winter Springs | 2 | −7.3% |
| Fox Glen At Chelsea Parc Tuscawilla | Winter Springs | 2 | −2.3% |
How to read this
Reductions are detected by comparing each listing’s asking price night over night in the MLS feed; a listing appears once per cut, and the share reduced counts each listing once. Relists at a new price under a new MLS number are not matched. Prices are asking prices. Source: live MLS feeds compiled by Momentum Research, updated September 25, 2026.