All foreclosure & tax deed auctions in Winter Park, FL

Market score 67
Auctions next 90 days
378
Sold since Oct 1, 2026
198
Won by 3rd parties
16%
Median bid ÷ judgment
100%
FavoritePropertyTypeStatusJudgmentor opening bidEst. valueEquityDetails
Tue, Aug 151 sale
249 Lincolnshire RdWinter Park · Single Family · 4 bd · 3 ba · 2,029 sqft
AuctionCanceled$239K$539K
+$300K+56%
Tue, Sep 121 sale
1805 Alice AveWinter Park · Single Family · 2 bd · 1 ba · 934 sqft
AuctionCanceled$107K$396K
+$289K+73%
Tue, Oct 241 sale
690 Osceola Ave, Unit 210Winter Park · Condo · 1,148 sqft
AuctionSold$641K$430K
−$211K−49%
Thu, Nov 161 sale
1920 Woodcrest Dr, Unit 2Winter Park · Single Family · 3 bd · 2 ba · 1,504 sqft
AuctionSold$63K$175K
+$112K+64%
Wed, Feb 71 foreclosure
3327 Royal StWinter Park · Multi-Family · 6 bd · 4 ba · 2,358 sqft
ForeclosureCanceled$375K$365K
−$10K−3%
Tue, Feb 131 foreclosure
1816 Azalea AveWinter Park · Single Family · 3 bd · 2 ba · 1,584 sqft
ForeclosureCanceled$224K$530K
+$307K+58%
Wed, Apr 241 foreclosure
4080 Tenita DrWinter Park · Single Family · 2,104 sqft
ForeclosureCanceled$256K$500K
+$244K+49%
Tue, Apr 301 foreclosure
465 N Phelps AveWinter Park · Single Family · 1,016 sqft
ForeclosureBankruptcy$436K$634K
+$198K+31%
Fri, May 101 foreclosure
200 St Andrews BlvdWinter Park · Condo · 1,190 sqft
ForeclosureCanceled$11K$199K
+$189KSmall lien, check title
Tue, May 211 foreclosure
633 Balfour DrWinter Park · Single Family · 1,260 sqft
ForeclosureCanceled$41K$357K
+$316K+89%
Tue, Jun 41 foreclosure
1807 Magnolia AveWinter Park · Land
ForeclosureSold$178K$372K
+$195K+52%
Wed, Jun 51 foreclosure
151 N Orlando Ave, Unit 259Winter Park · Condo · 1 bd · 1 ba · 582 sqft
ForeclosureSold$152K$200K
+$48K+24%
Fri, Aug 231 foreclosure
2766 Cady WayWinter Park · Single Family · 1,617 sqft
ForeclosureResult unknown$85K$457K
+$372K+81%
Mon, Jan 261 foreclosure
3651 N Goldenrod Rd Unit B105Winter Park · Condo · 840 sqft
ForeclosureSold$103K$176K
+$73K+42%
Wed, Feb 41 foreclosure
639 Friar RdWinter Park · Single Family · 1,829 sqft
ForeclosureCanceled$274K$610K
+$336K+55%
Tue, Feb 101 foreclosure
3949 Cool Water CtWinter Park · Single Family · 1,979 sqft
ForeclosureResult unknown$551K$489K
−$62K−13%
Tue, Mar 171 foreclosure
2833 Bower RdWinter Park · Single Family · 4 bd · 2 ba · 1,595 sqft
ForeclosureResult unknown$95K$491K
+$396K+81%
Wed, Mar 251 foreclosure
207 Scottsdale SqWinter Park · Condo · 1 bd · 1 ba · 785 sqft
ForeclosureResult unknown$68K$70K
+$2K+2%
Tue, Apr 141 foreclosure
151 Orange AveWinter Park
ForeclosureResult unknown$27K$285K
+$258KSmall lien, check title
Thu, Oct 151 foreclosure · 2 tax deeds
2011 Cornell AveWinter Park · Single Family · 1,043 sqft
ForeclosureCanceled$410K$349K
−$61K−18%
2906 Sandwell DrWinter Park · Single Family · 2,149 sqft
Tax deedRedeemed$28K$540K
+$512K+95%
231 W Park AveWinter Park · Commercial · 1,200 sqft
Tax deedRedeemed$31K$788K
+$757K+96%
Wed, Oct 211 foreclosure
129 Cornwall RdWinter Park · Single Family · 1,477 sqft
ForeclosureCanceled$114K$451K
+$337K+75%
Thu, Oct 291 tax deed
233 W Park AveWinter Park · Commercial · 3,236 sqft
Tax deedRedeemed$66K$1.6M
+$1.5M+96%

Orange County auction market

Since Oct 1, 2026 · our continuous results history starts there, so every number below uses the same 6 weeks · as of Nov 9, 2026

HomeBadger market score

67/ 100

Deal flow
100
Competition
53
Discount
47
Liquidity
76
Equity
59

Ranked against other Florida counties with at least 15 sales in the window. 40 is the lowest, 100 the highest.

Upcoming, next 30 days
264
378 in 90 days
Median equity, upcoming
43%
value minus judgment, ÷ value
Sold at auction
198
of 426 decided
Sell-through rate
46%
sold ÷ decided
Sold to 3rd parties
16%
share of sales
Median judgment
$23K
or opening bid, decided sales
Winning bid ÷ judgment
100%
median, 3rd-party foreclosures
Winning bid ÷ value
63%
median, 3rd-party sales

Auction results by week

  • Sold
  • Canceled
  • Redeemed
  • Other
050100Oct 1Oct 5Oct 12Oct 19Oct 26Nov 2
Oct 1 – 4, 2026: 0 sold, 2 canceled, 0 redeemed; Oct 5 – 11, 2026: 18 sold, 32 canceled, 23 redeemed; Oct 12 – 18, 2026: 49 sold, 18 canceled, 22 redeemed; Oct 19 – 25, 2026: 41 sold, 16 canceled, 20 redeemed; Oct 26 – Nov 1, 2026: 49 sold, 19 canceled, 27 redeemed; Nov 2 – 8, 2026: 41 sold, 16 canceled, 20 redeemed

Share sold to 3rd-party bidders

0%50%100%Oct 1Oct 5Oct 12Oct 19Oct 26Nov 2

Median winning bid ÷ judgment, foreclosures

0%75%150%Oct 1Oct 5Oct 12Oct 19Oct 26Nov 2

Cities in Orange County

Upcoming sales by city. Sales outside city limits are only in the county total.