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Homes Under $1.9M Price For Sale in Winter Park, FL | Page 2

363 Homes
 
3032 Antique Oaks Cir #145, Winter Park, FL 32792
  • $134,999
  • 1Bd
  • 1Ba
  • 749 Sq Ft
$5K
310 Granada Dr, Winter Park, FL 32789
  • $325,000
  • 3Bd
  • 2Ba
  • 1,344 Sq Ft
$25K
302 Lewfield Cir #302, Winter Park, FL 32792
  • $140,000
  • 1Bd
  • 1Ba
  • 678 Sq Ft
2052 Wood Thrush Ln, Winter Park, FL 32792
  • $900,000
  • 4Bd
  • 3Ba
  • 2,807 Sq Ft
100 S Interlachen Ave #401, Winter Park, FL 32789
  • $850,000
  • 3Bd
  • 2Ba
  • 1,639 Sq Ft
2500 Lee Rd #123, Winter Park, FL 32789
  • $169,900
  • 1Bd
  • 1Ba
  • 645 Sq Ft
188 Sandlewood #1, Winter Park, FL 32789
  • $290,000
  • 2Bd
  • 3Ba
  • 1,133 Sq Ft
712 Baffie Ave, Winter Park, FL 32789
  • $419,900
  • 3Bd
  • 1Ba
  • 1,304 Sq Ft
$5K
200 Saint Andrews Blvd #704, Winter Park, FL 32792
  • $159,000
  • 1Bd
  • 1Ba
  • 793 Sq Ft
870 N Phelps Ave, Winter Park, FL 32789
  • $850,000
  • 0.24 Acre
266 N Ranger Blvd, Winter Park, FL 32792
  • $724,900
  • 4Bd
  • 3Ba
  • 1,692 Sq Ft
7498 Aloma Pines Ct, Winter Park, FL 32792
  • $355,000
  • 3Bd
  • 3Ba
  • 1,872 Sq Ft
$9.9K
7786 Fox Knoll Pl, Winter Park, FL 32792
  • $398,000
  • 3Bd
  • 2Ba
  • 1,301 Sq Ft
$12.5K
1695 Lee Rd #C206, Winter Park, FL 32789
  • $140,000
  • 2Bd
  • 1Ba
  • 881 Sq Ft
1003 Golfside Dr, Winter Park, FL 32792
  • $759,900
  • 3Bd
  • 3Ba
  • 2,145 Sq Ft
$10K
173 Scottsdale Sq #173, Winter Park, FL 32792
  • $100,000
  • 1Bd
  • 1Ba
  • 785 Sq Ft
1250 S Denning Dr #119, Winter Park, FL 32789
  • $265,000
  • 2Bd
  • 2Ba
  • 908 Sq Ft
1660 Orange Ave, Winter Park, FL 32789
  • $479,900
  • 3Bd
  • 2Ba
  • 1,614 Sq Ft
2818 Ambergate Rd, Winter Park, FL 32792
  • $429,900
  • 3Bd
  • 2Ba
  • 1,398 Sq Ft
192 Balfour Dr #2, Winter Park, FL 32792
  • $319,000
  • 2Bd
  • 2Ba
  • 1,287 Sq Ft
100 S Virginia Ave #201, Winter Park, FL 32789
  • $1,450,000
  • 3Bd
  • 3Ba
  • 2,756 Sq Ft
2614 Parkland Dr, Winter Park, FL 32789
  • $1,890,000
  • 4Bd
  • 4Ba
  • 3,307 Sq Ft
1602 Alabama Dr #107, Winter Park, FL 32789
  • $1,150,000
  • 2Bd
  • 2Ba
  • 993 Sq Ft
7348 Grand Ave, Winter Park, FL 32792
  • $255,000
  • 3Bd
  • 2Ba
  • 1,509 Sq Ft
$30K
5303 Pine Lily Cir, Winter Park, FL 32792
  • $659,000
  • 3Bd
  • 2Ba
  • 2,265 Sq Ft
533 Country Club Dr, Winter Park, FL 32789
  • $1,599,000
  • 4Bd
  • 4Ba
  • 2,942 Sq Ft
120 Broadview Ave, Winter Park, FL 32789
  • $1,250,000
  • 3Bd
  • 2Ba
  • 1,747 Sq Ft
4260 Bear Gully Rd, Winter Park, FL 32792
  • $594,000
  • 4Bd
  • 4Ba
  • 2,322 Sq Ft
$5K
1306 S Pennsylvania Ave #5, Winter Park, FL 32789
  • $349,000
  • 2Bd
  • 1Ba
  • 830 Sq Ft
$10K
7453 Daniel Webster Dr #A5, Winter Park, FL 32792
  • $150,000
  • 2Bd
  • 2Ba
  • 1,063 Sq Ft
1517 Harmon Ave, Winter Park, FL 32789
  • $1,049,000
  • 4Bd
  • 4Ba
  • 2,135 Sq Ft
Open SAT 11-2
2463 Grand Teton Cir #2463, Winter Park, FL 32792
  • $249,000
  • 3Bd
  • 3Ba
  • 1,720 Sq Ft
5080 Seminole Ave, Winter Park, FL 32792
  • $299,900
  • 3Bd
  • 2Ba
  • 1,078 Sq Ft
250 Carolina Ave #202, Winter Park, FL 32789
  • $649,000
  • 3Bd
  • 2Ba
  • 1,450 Sq Ft
$50K
3334 Young St, Winter Park, FL 32792
  • $469,900
  • 3Bd
  • 2Ba
  • 1,706 Sq Ft
$5K
2572 Fifeshire Dr, Winter Park, FL 32792
  • $899,900
  • 4Bd
  • 3Ba
  • 2,578 Sq Ft
$25.1K
2215 Woodcrest Dr, Winter Park, FL 32792
  • $637,500
  • 4Bd
  • 2Ba
  • 1,688 Sq Ft
$37.5K
167 Jergo Rd, Winter Park, FL 32792
  • $530,000
  • 4Bd
  • 4Ba
  • 925 Sq Ft
3209 Heartwood Ave, Winter Park, FL 32792
  • $439,900
  • 4Bd
  • 2Ba
  • 1,627 Sq Ft
$10K
504 W Swoope Ave, Winter Park, FL 32789
  • $1,300,000
  • 3Bd
  • 3Ba
  • 2,563 Sq Ft
7560 Aloma Pines Ct, Winter Park, FL 32792
  • $355,000
  • 3Bd
  • 3Ba
  • 1,866 Sq Ft
$10K
618 Blairshire Cir, Winter Park, FL 32792
  • $875,000
  • 4Bd
  • 3Ba
  • 1,876 Sq Ft
$20K
2301 Conifer Ave, Winter Park, FL 32792
  • $405,000
  • 4Bd
  • 2Ba
  • 2,189 Sq Ft
$35K
913 Moss Ln, Winter Park, FL 32789
  • $950,000
  • 3Bd
  • 2Ba
  • 1,887 Sq Ft
786 W Canton Ave, Winter Park, FL 32789
  • $450,000
  • 0.11 Acre
2383 Sun Valley Cir #2383, Winter Park, FL 32792
  • $234,900
  • 2Bd
  • 2Ba
  • 1,295 Sq Ft
1431 Palm Ave, Winter Park, FL 32789
  • $799,999
  • 0.16 Acre
$25K
2410 Sherbrooke Rd, Winter Park, FL 32792
  • $769,000
  • 4Bd
  • 3Ba
  • 2,141 Sq Ft
$20K
7476 Woodburn Ct #38, Winter Park, FL 32792
  • $170,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
822 Symonds Ave, Winter Park, FL 32789
  • $599,999
  • 0.25 Acre
51 - 100 of 363 Homes for sale in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of October 2026
$599K
Avg. list price
$346/Sqft
Avg. price/sqft
445
Homes for sale
1,786 Sqft
Avg. home size
67 Days
Avg. days on market
Movoto makes it easy to track market trends in Winter Park, FL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winter Park, FL?
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