Winter Park Homes for Sale

$11,900,000

Virtual Tour

1120 Preserve Point Dr, Winter Park, FL 32789

11,255 SqFt

7 Beds | 11 Baths

ACTIVE

$10,999,999

Virtual Tour

2660 Via Tuscany, Winter Park, FL 32789

4,564 SqFt

4 Beds | 5 Baths

ACTIVE

$9,995,000

Virtual Tour

2040 Venetian Way, Winter Park, FL 32789

8,082 SqFt

6 Beds | 8 Baths

PENDING

$6,975,000

Virtual Tour

654 W Morse Blvd, Winter Park, FL 32789

8,752 SqFt

5 Beds | 8 Baths

ACTIVE

$6,950,000

Virtual Tour

1400 Alabama Dr, Winter Park, FL 32789

7,916 SqFt

5 Beds | 9 Baths

ACTIVE

$6,250,000

Virtual Tour

541 Virginia Dr, Winter Park, FL 32789

4,725 SqFt

4 Beds | 4 Baths

ACTIVE

$5,695,000

Virtual Tour

210 Chelton Cir, Winter Park, FL 32789

5,264 SqFt

5 Beds | 6 Baths

ACTIVE

$5,400,000

Virtual Tour

2228 Azalea Pl, Winter Park, FL 32789

5,072 SqFt

5 Beds | 6 Baths

ACTIVE

$4,985,000

2161 Sharon Rd, Winter Park, FL 32789

6,338 SqFt

5 Beds | 7 Baths

ACTIVE

$4,500,000

Virtual Tour

421 Lakewood Dr, Winter Park, FL 32789

5,847 SqFt

5 Beds | 9 Baths

PENDING

$4,100,000

Virtual Tour

1751 Glencoe Rd, Winter Park, FL 32789

4,520 SqFt

5 Beds | 6 Baths

ACTIVE

$3,995,000

Virtual Tour

1341 College Pt, Winter Park, FL 32789

4,279 SqFt

4 Beds | 4 Baths

ACTIVE

$3,950,000

Virtual Tour

850 Georgia Ave, Winter Park, FL 32789

4,627 SqFt

3 Beds | 6 Baths

ACTIVE

$3,695,000

Virtual Tour

466 Misty Ln, Winter Park, FL 32789

3,928 SqFt

4 Beds | 5 Baths

PENDING

$3,499,000

Virtual Tour

2810 Lake Howell Ln, Winter Park, FL 32792

4,900 SqFt

7 Beds | 5 Baths

PENDING

$3,490,000

1821 Summerland Ave, Winter Park, FL 32789

5,097 SqFt

5 Beds | 5 Baths

PENDING

$3,295,000

Virtual Tour

1730 Winchester Dr, Winter Park, FL 32789

4,080 SqFt

5 Beds | 6 Baths

ACTIVE

$3,225,000

Virtual Tour

1618 Holts Grove Cir, Winter Park, FL 32789

4,807 SqFt

5 Beds | 8 Baths

PENDING

$2,999,999

Virtual Tour

585 Via Lugano, Winter Park, FL 32789

4,390 SqFt

5 Beds | 4 Baths

PENDING

$2,795,000

Virtual Tour

1450 Mizell Ave, Winter Park, FL 32789

4,487 SqFt

5 Beds | 7 Baths

PENDING

$2,650,000

Virtual Tour

1010 N Pennsylvania Ave, Winter Park, FL 32789

4,074 SqFt

4 Beds | 5 Baths

ACTIVE

$2,599,000

Virtual Tour

1215 Via Salerno, Winter Park, FL 32789

3,648 SqFt

4 Beds | 5 Baths

PENDING

$2,495,000

2412 Chantilly Ave, Winter Park, FL 32789

4,500 SqFt

5 Beds | 7 Baths

ACTIVE

$2,399,000

Virtual Tour

2522 Lafayette Ave, Winter Park, FL 32789

3,399 SqFt

4 Beds | 4 Baths

ACTIVE

$2,300,000

Virtual Tour

1032 Early Ave, Winter Park, FL 32789

2,894 SqFt

4 Beds | 3 Baths

ACTIVE

$2,225,000

2172 Temple Dr, Winter Park, FL 32789

3,467 SqFt

5 Beds | 4 Baths

PENDING

$2,190,000

Virtual Tour

2234 Via Luna, Winter Park, FL 32789

3,554 SqFt

6 Beds | 4 Baths

ACTIVE

$1,999,999

Virtual Tour

1970 Laurel Rd, Winter Park, FL 32789

3,440 SqFt

4 Beds | 4 Baths

ACTIVE

$1,999,993

Virtual Tour

1451 Lyndale Blvd, Winter Park, FL 32789

3,853 SqFt

6 Beds | 4 Baths

ACTIVE

$1,995,000

1660 Oneco Avenue, Winter Park, FL 32789

3,101 SqFt

4 Beds | 4 Baths

PENDING

$1,977,000

Virtual Tour

1340 Chestnut Ave, Winter Park, FL 32789

4,182 SqFt

6 Beds | 6 Baths

ACTIVE

$1,899,900

Virtual Tour

1764 Elizabeths Walk, Winter Park, FL 32789

3,989 SqFt

4 Beds | 4 Baths

ACTIVE

$1,895,000

Virtual Tour

1781 Goodrich Ave, Winter Park, FL 32789

2,701 SqFt

4 Beds | 4 Baths

ACTIVE

$1,895,000

Virtual Tour

2612 Parkland Dr, Winter Park, FL 32789

3,282 SqFt

4 Beds | 5 Baths

PENDING

$1,750,000

Virtual Tour

1350 Lyndale Blvd, Winter Park, FL 32789

3,478 SqFt

4 Beds | 5 Baths

ACTIVE

$1,695,000

Virtual Tour

1321 Lakeview Dr, Winter Park, FL 32789

4,287 SqFt

4 Beds | 4 Baths

PENDING

$1,600,000

Virtual Tour

281 Brewer Ave, Winter Park, FL 32789

4,029 SqFt

5 Beds | 5 Baths

PENDING

$1,575,000

Virtual Tour

627 Country Club Dr, Winter Park, FL 32789

2,858 SqFt

4 Beds | 4 Baths

PENDING

$1,550,000

Virtual Tour

1871 Taylor Ave, Winter Park, FL 32789

3,401 SqFt

4 Beds | 5 Baths

PENDING

$1,500,000

Virtual Tour

2015 Summerfield Rd, Winter Park, FL 32792

2,958 SqFt

4 Beds | 4 Baths

ACTIVE

$1,500,000

Virtual Tour

1458 Aloma Ave, Winter Park, FL 32789

3,446 SqFt

5 Beds | 4 Baths

PENDING

$1,499,000

Virtual Tour

513 Worthington Dr, Winter Park, FL 32789

3,112 SqFt

3 Beds | 4 Baths

PENDING

$1,495,000

Virtual Tour

907 Moss Ln, Winter Park, FL 32789

2,503 SqFt

3 Beds | 3 Baths

ACTIVE

$1,470,000

Virtual Tour

840 W Comstock Ave, Winter Park, FL 32789

2,350 SqFt

4 Beds | 4 Baths

ACTIVE

$1,450,000

Virtual Tour

632 Country Club Dr, Winter Park, FL 32789

2,342 SqFt

3 Beds | 2 Baths

ACTIVE

$1,379,900

26 Stymie Pl, Winter Park, FL 32789

3,252 SqFt

5 Beds | 5 Baths

PENDING

$1,299,000

Virtual Tour

7440 Aloma Ave, Winter Park, FL 32792

4,435 SqFt

5 Beds | 5 Baths

ACTIVE

$1,190,000

Virtual Tour

1885 Temple Dr, Winter Park, FL 32789

3,691 SqFt

4 Beds | 4 Baths

ACTIVE

$1,175,000

Virtual Tour

850 Juanita Rael, Winter Park, FL 32789

2,306 SqFt

4 Beds | 3 Baths

PENDING

$1,150,000

Virtual Tour

708 Balmoral Rd, Winter Park, FL 32789

2,786 SqFt

4 Beds | 3 Baths

ACTIVE

$1,130,000

Virtual Tour

363 N Phelps Ave, Winter Park, FL 32789

2,871 SqFt

4 Beds | 3 Baths

PENDING

$1,075,000

Virtual Tour

345 Sylvan Blvd, Winter Park, FL 32789

2,011 SqFt

4 Beds | 3 Baths

PENDING

$950,000

Virtual Tour

241 W Lake Sue Ave, Winter Park, FL 32789

2,304 SqFt

3 Beds | 3 Baths

PENDING

$940,000

Virtual Tour

2050 Temple Dr W, Winter Park, FL 32789

1,449 SqFt

3 Beds | 1 Bath

PENDING

$889,000

Virtual Tour

2955 Lolissa Ln, Winter Park, FL 32789

3,902 SqFt

4 Beds | 3 Baths

ACTIVE

$849,000

Virtual Tour

744 London Rd, Winter Park, FL 32792

2,804 SqFt

5 Beds | 3 Baths

ACTIVE

$835,000

Virtual Tour

1316 Fountain Hills Ct, Winter Park, FL 32792

2,823 SqFt

4 Beds | 4 Baths

ACTIVE

$799,900

Virtual Tour

2804 Dike Rd, Winter Park, FL 32792

2,503 SqFt

4 Beds | 3 Baths

ACTIVE

$749,999

Virtual Tour

3136 Heartleaf Pl, Winter Park, FL 32792

2,717 SqFt

4 Beds | 4 Baths

ACTIVE

$749,900

Virtual Tour

2350 Sherbrooke Rd, Winter Park, FL 32792

2,200 SqFt

4 Beds | 3 Baths

PENDING

$699,495

Virtual Tour

1860 Linden Rd, Winter Park, FL 32792

1,820 SqFt

4 Beds | 2 Baths

ACTIVE

$675,000

Virtual Tour

417 Gilbert Rd, Winter Park, FL 32792

2,231 SqFt

4 Beds | 3 Baths

PENDING

$675,000

Virtual Tour

1333 Orchid Ave, Winter Park, FL 32789

1,631 SqFt

4 Beds | 3 Baths

ACTIVE

$639,900

2518 Sweetwater Trl, Winter Park, FL 32789

2,205 SqFt

4 Beds | 2 Baths

ACTIVE

$615,000

Virtual Tour

274 N Ranger Blvd, Winter Park, FL 32792

1,420 SqFt

3 Beds | 2 Baths

ACTIVE

$599,000

Virtual Tour

220 Blossom Ln, Winter Park, FL 32789

2,193 SqFt

3 Beds | 2 Baths

ACTIVE

$569,000

Virtual Tour

1712 Bomi Cir, Winter Park, FL 32792

2,012 SqFt

4 Beds | 2 Baths

ACTIVE

$562,000

5233 Lake Howell Rd, Winter Park, FL 32792

1,778 SqFt

4 Beds | 3 Baths

PENDING

$555,000

Virtual Tour

4026 Tenita Dr, Winter Park, FL 32792

2,122 SqFt

4 Beds | 2 Baths

ACTIVE

$550,000

Virtual Tour

2627 Ambergate Rd, Winter Park, FL 32792

1,805 SqFt

4 Beds | 3 Baths

ACTIVE

$545,000

Virtual Tour

2855 Lion Heart Rd, Winter Park, FL 32792

1,727 SqFt

3 Beds | 2 Baths

PENDING

$535,000

Virtual Tour

1417 Nottingham Dr, Winter Park, FL 32792

1,718 SqFt

3 Beds | 2 Baths

PENDING

$535,000

Virtual Tour

1422 Tierra Cir, Winter Park, FL 32792

1,827 SqFt

4 Beds | 2 Baths

ACTIVE

$535,000

Virtual Tour

4013 Quenita Dr, Winter Park, FL 32792

2,327 SqFt

4 Beds | 3 Baths

ACTIVE

$529,900

Virtual Tour

5400 Ferrol Dr, Winter Park, FL 32792

1,713 SqFt

3 Beds | 2 Baths

ACTIVE

$499,000

Virtual Tour

215 E Canton Ave Unit 215, Winter Park, FL 32789

1,057 SqFt

2 Beds | 2 Baths

ACTIVE

$495,000

Virtual Tour

1926 Natalen Rd, Winter Park, FL 32792

1,369 SqFt

3 Beds | 2 Baths

PENDING

$488,000

Virtual Tour

7320 Fieldcrest Ave, Winter Park, FL 32792

1,919 SqFt

3 Beds | 2 Baths

ACTIVE

$485,000

1621 Puritan Ave, Winter Park, FL 32792

1,765 SqFt

4 Beds | 2 Baths

ACTIVE

$470,000

Virtual Tour

4444 Steed Ter, Winter Park, FL 32792

1,928 SqFt

4 Beds | 2 Baths

PENDING

$465,000

1566 Lawndale Cir, Winter Park, FL 32792

1,592 SqFt

3 Beds | 2 Baths

ACTIVE

$465,000

Virtual Tour

1860 Gladiolas Dr, Winter Park, FL 32792

1,653 SqFt

4 Beds | 2 Baths

ACTIVE

$459,900

Virtual Tour

3455 Athena Dr, Winter Park, FL 32792

2,161 SqFt

4 Beds | 2 Baths

ACTIVE

$449,000

Virtual Tour

2112 Staunton Ave, Winter Park, FL 32789

1,438 SqFt

3 Beds | 1 Bath

PENDING

$439,000

Virtual Tour

2189 Sussex Rd, Winter Park, FL 32792

1,776 SqFt

3 Beds | 3 Baths

ACTIVE

$435,000

Virtual Tour

3324 Alena Ct, Winter Park, FL 32792

1,873 SqFt

3 Beds | 2 Baths

PENDING

$430,000

Virtual Tour

3076 Crane Strand Dr, Winter Park, FL 32792

1,200 SqFt

3 Beds | 2 Baths

ACTIVE

$425,000

Virtual Tour

5201 Lake Howell Rd, Winter Park, FL 32792

1,346 SqFt

3 Beds | 2 Baths

PENDING

$420,000

Virtual Tour

1190 Village Forest Pl, Winter Park, FL 32792

1,525 SqFt

3 Beds | 3 Baths

PENDING

$409,900

Virtual Tour

3607 Datura Ct, Winter Park, FL 32792

1,380 SqFt

3 Beds | 2 Baths

ACTIVE

$399,900

5418 S Bracken Ct, Winter Park, FL 32792

1,301 SqFt

3 Beds | 2 Baths

ACTIVE

$398,900

Virtual Tour

5231 Ardmore Dr, Winter Park, FL 32792

1,645 SqFt

3 Beds | 2 Baths

PENDING

$384,400

Virtual Tour

740 #3 Killarney Bay Ct 7-3, Winter Park, FL 32789

1,536 SqFt

2 Beds | 3 Baths

ACTIVE

$245,000

Virtual Tour

1500 Gay Rd 7a, Winter Park, FL 32789

1,026 SqFt

2 Beds | 2 Baths

ACTIVE

$198,000

Virtual Tour

3651 N Goldenrod Rd E Unit 102, Winter Park, FL 32792

840 SqFt

2 Beds | 2 Baths

ACTIVE

$179,000

Virtual Tour

151 North Orlando Avenue Unit 142, Winter Park, FL 32789

582 SqFt

1 Bed | 1 Bath

PENDING

$135,000

Virtual Tour

126 Scottsdale Sq Unit 126, Winter Park, FL 32792

1,085 SqFt

2 Beds | 2 Baths

PENDING

$110,000

Virtual Tour

327 Scottsdale Sq Unit 327, Winter Park, FL 32792

756 SqFt

1 Bed | 1 Bath

ACTIVE

$100,000

Virtual Tour

2667 Fitzhugh Rd, Winter Park, FL 32792

2,812 SqFt

5 Beds | 3 Baths

ACTIVE

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