Winter Park

View Winter Park houses for sale with the award-winning 5-star real estate team in Suzanne and Chad Team

Active Listings Pending & Sold(Past 6 Months)

Winter Park

View Winter Park homes for sale with the award-winning 5-star real estate team in Suzanne and Chad Team

Nestled in the heart of the Sunshine State, Winter Park, FL, is a hidden gem waiting to be explored. From its charming tree-lined streets to its vibrant cultural scene, this enchanting city is a dream come true for both residents and newcomers. Renowned for its welcoming and tight-knit community. Whether you're an artist, entrepreneur, or family looking for a safe haven, this neighborhood has something for everyone. The streets exude a quaint, small-town feel while offering all the amenities of a bustling city. Winter Park boasts a diverse range of real estate options. Historic bungalows exude character, while modern condos and luxury estates provide contemporary comfort. The housing market caters to various budgets, ensuring you'll find your ideal home here.

Winter Park Active Listings

Price

Living Area

$8,500,000

2661 VIA TUSCANY, WINTER PARK, FL 32789

4 Beds 5 Baths 4,564 Sq.Ft.

$8,500,000

1112 PRESERVE POINT DR, WINTER PARK, FL 32789

5 Beds 6 Baths 6,502 Sq.Ft.

$6,500,000

887 GEORGIA AVE, WINTER PARK, FL 32789

6 Beds 6 Baths 5,759 Sq.Ft.

$6,200,000

1400 ALABAMA DR, WINTER PARK, FL 32789

5 Beds 9 Baths 7,916 Sq.Ft.

$5,950,000

1181 VIA CAPRI, WINTER PARK, FL 32789

5 Beds 6 Baths 4,448 Sq.Ft.

$5,950,000

2211 AZALEA PL, WINTER PARK, FL 32789

5 Beds 7 Baths 7,278 Sq.Ft.

$5,800,000

1221 RICHMOND RD, WINTER PARK, FL 32789

5 Beds 6 Baths 5,164 Sq.Ft.

$5,549,000

698 N NEW YORK AVE, WINTER PARK, FL 32789

5 Beds 6 Baths 5,096 Sq.Ft.

$4,999,000

503 N INTERLACHEN AVE, WINTER PARK, FL 32789

$4,995,000

1760 VIA VENETIA, WINTER PARK, FL 32789

4 Beds 7 Baths 6,242 Sq.Ft.

$4,950,000

1660 PALMER AVE, WINTER PARK, FL 32789

5 Beds 7 Baths 6,406 Sq.Ft.

$4,750,000

1150 VIA SALERNO, WINTER PARK, FL 32789

4 Beds 6 Baths 3,850 Sq.Ft.

$4,650,000

1161 VALENCIA AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 4,181 Sq.Ft.

$4,395,000

1840 W FAWSETT RD, WINTER PARK, FL 32789

5 Beds 5 Baths 4,129 Sq.Ft.

$4,250,000

1120 PALMER AVE, WINTER PARK, FL 32789

3 Beds 4 Baths 3,413 Sq.Ft.

$3,975,000

1581 FOREST AVE, WINTER PARK, FL 32789

4 Beds 6 Baths 4,683 Sq.Ft.

$3,960,000

ALOMA AVE, WINTER PARK, FL 32789

$3,899,000

1742 TEMPLE DR, WINTER PARK, FL 32789

4 Beds 5 Baths 3,658 Sq.Ft.

$3,895,000

1820 GLENCOE RD, WINTER PARK, FL 32789

5 Beds 7 Baths 4,055 Sq.Ft.

$3,595,000

2171 FORREST RD, WINTER PARK, FL 32789

5 Beds 6 Baths 4,565 Sq.Ft.

$3,499,999

1761 LEGION DR, WINTER PARK, FL 32789

5 Beds 6 Baths 4,955 Sq.Ft.

$3,499,500

1391 RICHMOND RD, WINTER PARK, FL 32789

4 Beds 6 Baths 4,635 Sq.Ft.

$3,490,000

1910 GLENCOE RD, WINTER PARK, FL 32789

4 Beds 6 Baths 4,205 Sq.Ft.

$3,295,000

532 WORTHINGTON DR, WINTER PARK, FL 32789

5 Beds 6 Baths 3,974 Sq.Ft.

$3,150,000

541 W CANTON AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 3,553 Sq.Ft.

$2,999,000

575 PALMER AVE, WINTER PARK, FL 32789

6 Beds 5 Baths 4,767 Sq.Ft.

$2,950,000

1020 MAYFIELD AVE, WINTER PARK, FL 32789

4 Beds 3 Baths 2,663 Sq.Ft.

$2,900,000

1401 GREEN COVE RD, WINTER PARK, FL 32789

4 Beds 7 Baths 5,416 Sq.Ft.

$2,895,000

1074 MCKEAN CIRCLE, WINTER PARK, FL 32789

4 Beds 3 Baths 3,258 Sq.Ft.

$2,800,000

1341 PLACE PICARDY, WINTER PARK, FL 32789

5 Beds 6 Baths 4,469 Sq.Ft.

$2,795,000

700 JACKSON AVE, WINTER PARK, FL 32789

$2,790,000

1860 VIA CONTESSA, WINTER PARK, FL 32789

8 Beds 6 Baths 7,000 Sq.Ft.

$2,749,000

140 E MORSE BLVD #J, WINTER PARK, FL 32789

3 Beds 3 Baths 2,143 Sq.Ft.

$2,699,000

2550 VENETIAN WAY, WINTER PARK, FL 32789

4 Beds 5 Baths 4,875 Sq.Ft.

$2,590,000

185 SYLVAN BLVD, WINTER PARK, FL 32789

4 Beds 5 Baths 3,138 Sq.Ft.

$2,500,000

450 LAKEWOOD DR, WINTER PARK, FL 32789

5 Beds 6 Baths 4,676 Sq.Ft.

$2,497,000

1781 PINE AVE, WINTER PARK, FL 32789

5 Beds 5 Baths 3,882 Sq.Ft.

$2,490,000

1602 ALABAMA DR #PH404, WINTER PARK, FL 32789

3 Beds 4 Baths 2,709 Sq.Ft.

$2,455,000

521 S PHELPS AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 3,883 Sq.Ft.

$2,389,000

2412 CHANTILLY AVE, WINTER PARK, FL 32789

5 Beds 7 Baths 4,506 Sq.Ft.

$2,369,000

715 VIA BELLA, WINTER PARK, FL 32789

5 Beds 4 Baths 4,328 Sq.Ft.

$2,299,000

922 N PENNSYLVANIA AVE, WINTER PARK, FL 32789

3 Beds 4 Baths 3,440 Sq.Ft.

$2,295,000

1760 BRYAN AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 3,005 Sq.Ft.

$2,270,000

2522 LAFAYETTE AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 3,399 Sq.Ft.

$2,199,999

1752 CHESTNUT AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 3,314 Sq.Ft.

$2,150,000

1560 WOODLAND AVE, WINTER PARK, FL 32789

5 Beds 5 Baths 3,851 Sq.Ft.

$2,149,000

1710 ONECO AVE, WINTER PARK, FL 32789

5 Beds 5 Baths 3,174 Sq.Ft.

$2,119,000

785 N PHELPS AVE, WINTER PARK, FL 32789

5 Beds 4 Baths 2,964 Sq.Ft.

$2,100,000

2614 PARKLAND DR, WINTER PARK, FL 32789

4 Beds 4 Baths 3,307 Sq.Ft.

$2,095,000

1361 PALMER AVE., WINTER PARK, FL 32789

5 Beds 4 Baths 3,558 Sq.Ft.

$2,070,000

2234 VIA LUNA, WINTER PARK, FL 32789

6 Beds 4 Baths 3,554 Sq.Ft.

$1,999,500

1840 BRYAN AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 3,727 Sq.Ft.

$1,999,000

633 BALMORAL RD, WINTER PARK, FL 32789

4 Beds 3 Baths 2,674 Sq.Ft.

$1,976,000

617 WORTHINGTON DR, WINTER PARK, FL 32789

5 Beds 5 Baths 3,533 Sq.Ft.

$1,899,900

1521 CHESTNUT AVE, WINTER PARK, FL 32789

4 Beds 3 Baths 2,843 Sq.Ft.

$1,888,000

2407 LAFAYETTE AVE, WINTER PARK, FL 32789

5 Beds 5 Baths 3,133 Sq.Ft.

$1,800,000

2260 MULBRY DR, WINTER PARK, FL 32789

5 Beds 4 Baths 3,246 Sq.Ft.

$1,759,000

1660 WALNUT AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 2,172 Sq.Ft.

$1,750,000

446 ALBERTA DR, WINTER PARK, FL 32789

4 Beds 3 Baths 3,263 Sq.Ft.

$1,700,000

1270 ARLINGTON PL, WINTER PARK, FL 32789

3 Beds 4 Baths 2,964 Sq.Ft.

$1,695,000

2379 FORREST RD, WINTER PARK, FL 32789

$1,690,000

141 W LAKE SUE AVE, WINTER PARK, FL 32789

2 Beds 1 Bath 1,559 Sq.Ft.

$1,660,000

1350 LYNDALE BLVD, WINTER PARK, FL 32789

4 Beds 5 Baths 3,478 Sq.Ft.

$1,650,000

101 S NEW YORK AVE #311, WINTER PARK, FL 32789

3 Beds 4 Baths 3,112 Sq.Ft.

$1,649,900

1780 MIZELL AVE., WINTER PARK, FL 32789

4 Beds 4 Baths 2,743 Sq.Ft.

MLS® TB8350945

$1,644,900

607 ELLEN DR, WINTER PARK, FL 32789

4 Beds 5 Baths 2,812 Sq.Ft.

$1,595,000

1831 MIZELL AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 3,204 Sq.Ft.

$1,585,000

1450 GLENCOE RD, WINTER PARK, FL 32789

4 Beds 3 Baths 2,662 Sq.Ft.

MLS® TB8388549

$1,514,950

952 MOSS LN, WINTER PARK, FL 32789

4 Beds 4 Baths 3,474 Sq.Ft.

$1,475,000

690 OSCEOLA AVE #604, WINTER PARK, FL 32789

3 Beds 3 Baths 2,128 Sq.Ft.

$1,449,000

1429 CHAPMAN CIR, WINTER PARK, FL 32789

4 Beds 4 Baths 3,116 Sq.Ft.

$1,449,000

1644 HIBISCUS AVE, WINTER PARK, FL 32789

3 Beds 3 Baths 2,145 Sq.Ft.

$1,445,000

1741 PALMER AVE, WINTER PARK, FL 32789

3 Beds 3 Baths 2,351 Sq.Ft.

MLS® TB8395492

$1,425,000

2401 LAFAYETTE AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 3,349 Sq.Ft.

$1,390,000

525 LAKEVIEW AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 3,253 Sq.Ft.

$1,390,000

501 LAKEVIEW AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 3,253 Sq.Ft.

$1,375,000

2015 SUMMERFIELD RD, WINTER PARK, FL 32792

4 Beds 4 Baths 3,024 Sq.Ft.

$1,300,000

1756 HOLLYWOOD AVE, WINTER PARK, FL 32789

$1,300,000

800 HAMILTON PLACE CT, WINTER PARK, FL 32789

3 Beds 4 Baths 3,363 Sq.Ft.

$1,299,900

1785 HOLLYWOOD AVE, WINTER PARK, FL 32789

3 Beds 3 Baths 2,242 Sq.Ft.

$1,299,000

1600 BARCELONA WAY, WINTER PARK, FL 32789

4 Beds 4 Baths 3,014 Sq.Ft.

$1,295,000

2105 FOSGATE DR, WINTER PARK, FL 32789

5 Beds 4 Baths 3,068 Sq.Ft.

$1,295,000

1701 PALMER AVE, WINTER PARK, FL 32789

4 Beds 3 Baths 2,841 Sq.Ft.

MLS® TB8344918

$1,290,000

1400 S PENNSYLVANIA AVE, WINTER PARK, FL 32789

4 Beds 3 Baths 2,310 Sq.Ft.

$1,285,000

1981 BLUE RIDGE RD, WINTER PARK, FL 32789

4 Beds 2 Baths 2,750 Sq.Ft.

$1,275,000

726 and 720 N PENNSYLVANIA AVE, WINTER PARK, FL 32789

6 Beds 4 Baths 2,284 Sq.Ft.

$1,275,000

726/720 N PENNSYLVANIA AVE, WINTER PARK, FL 32789

6 Beds 4 Baths 2,284 Sq.Ft.

MLS® TB8397345

$1,200,000

1807 MAGNOLIA AVE, WINTER PARK, FL 32789

5 Beds 3 Baths 2,618 Sq.Ft.

$1,200,000

1341 LYNDALE BLVD, WINTER PARK, FL 32789

4 Beds 3 Baths 2,388 Sq.Ft.

$1,200,000

100 S INTERLACHEN AVE #404, WINTER PARK, FL 32789

2 Beds 2 Baths 1,220 Sq.Ft.

$1,199,000

2525 VENETIAN WAY, WINTER PARK, FL 32789

3 Beds 3 Baths 1,993 Sq.Ft.

$1,095,000

2607 LAFAYETTE AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 2,770 Sq.Ft.

$1,050,000

512 CLARENDON AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 2,826 Sq.Ft.

$1,050,000

632 COUNTRY CLUB DR, WINTER PARK, FL 32789

3 Beds 2 Baths 2,342 Sq.Ft.

$995,000

2260 HAWICK LN, WINTER PARK, FL 32792

2 Beds 2 Baths 1,374 Sq.Ft.

$990,000

208 BREWER AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 2,173 Sq.Ft.

$975,000

913 MOSS LN, WINTER PARK, FL 32789

3 Beds 2 Baths 1,887 Sq.Ft.

$960,000

250 CORTLAND AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 2,114 Sq.Ft.

$950,000

915 GARDEN DR, WINTER PARK, FL 32789

3 Beds 3 Baths 2,456 Sq.Ft.

Winter Park Pending & Sold (Past 6 Months)

Price

Living Area

$1,600,900

1602 HOLTS GRV, WINTER PARK, FL 32789

4 Beds 4,614 Sq.Ft.

$450,000

674 OSCEOLA AVE #674, WINTER PARK, FL 32789

2 Beds 1,300 Sq.Ft.

$1,075,000

336 HENKEL CIR, WINTER PARK, FL 32789

4 Beds 3,189 Sq.Ft.

$310,000

269 E CANTON AVE #269, WINTER PARK, FL 32789

2 Beds 1,040 Sq.Ft.

$585,000

351 SYLVAN DR, WINTER PARK, FL 32789

3 Beds 3,448 Sq.Ft.

$150,000

140 KILLARNEY BAY CT #4, WINTER PARK, FL 32789

2 Beds 1,536 Sq.Ft.

$825,000

1445 CHAPMAN CIR, WINTER PARK, FL 32789

5 Beds 3,705 Sq.Ft.

$110,000

1500 GAY RD #7A, WINTER PARK, FL 32789

2 Beds 1,026 Sq.Ft.

$241,000

690 OSCEOLA AVE #508, WINTER PARK, FL 32789

2 Beds 1,148 Sq.Ft.

MLS® NS1032372

$435,000

100 S Interlachen #502, WINTER PARK, FL 32789

2 Beds 1,147 Sq.Ft.

MLS® NS1032463

$489,500

1240 Park PointeLN, WINTER PARK, FL 32789

3 Beds 2,010 Sq.Ft.

$1,665,000

1597 OAKHURST AVE, WINTER PARK, FL 32789

4 Beds 4,410 Sq.Ft.

MLS® NS1036035

$421,000

100 S InterlachenAVE #303, WINTER PARK, FL 32789

2 Beds 1,143 Sq.Ft.

MLS® NS1039694

$175,000

260 Killarney BayCT #6-6, WINTER PARK, FL 32789

2 Beds 1,140 Sq.Ft.

MLS® NS1039227

$475,000

311 E MorseBLVD #3-2, WINTER PARK, FL 32789

2 Beds 1,682 Sq.Ft.

MLS® NS1041157

$135,000

851 MilesAVE #1, WINTER PARK, FL 32789

2 Beds 808 Sq.Ft.

MLS® NS1058813

$871,000

Call for Address

3 Beds 2,591 Sq.Ft.

MLS® NS1061319

$1,988,000

1000 AnchorageCT, WINTER PARK, FL 32789

6 Beds 6,014 Sq.Ft.

MLS® NS1065708

$645,500

635 maidenLN, WINTER PARK, FL 32789

2 Beds 1,860 Sq.Ft.

$1,300,000

301 BELOIT AVE, WINTER PARK, FL 32789

3 Beds 3 Baths 2,774 Sq.Ft.

MLS® NS1067626

$750,000

Call for Address

2 Beds 2 Baths 1,586 Sq.Ft.

$490,000

1402 INDIANA AVE, WINTER PARK, FL 32789

3 Beds 3 Baths 1,836 Sq.Ft.

MLS® NS1068055

$960,000

Call for Address

3 Beds 4 Baths 2,676 Sq.Ft.

$1,028,000

1930 FORREST RD, WINTER PARK, FL 32789

4 Beds 3 Baths 2,390 Sq.Ft.

$1,650,000

1333 MAYFIELD AVE, WINTER PARK, FL 32789

5 Beds 4 Baths 3,129 Sq.Ft.

$2,000,000

1215 VIA SALERNO, WINTER PARK, FL 32789

4 Beds 5 Baths 3,669 Sq.Ft.

$700,000

300 CAROLINA AVE #206, WINTER PARK, FL 32789

2 Beds 2 Baths 1,305 Sq.Ft.

$3,400,000

125 S INTERLACHEN AVE. #1, WINTER PARK, FL 32789

3 Beds 5 Baths 4,160 Sq.Ft.

$2,075,000

640 PENN PL, WINTER PARK, FL 32789

4 Beds 3 Baths 4,074 Sq.Ft.

$2,600,000

1223 HARDING ST, WINTER PARK, FL 32789

4 Beds 6 Baths 4,309 Sq.Ft.

$2,940,000

1200 VIA SALERNO, WINTER PARK, FL 32789

5 Beds 6 Baths 5,476 Sq.Ft.

$1,945,000

1050 KEYES AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 3,473 Sq.Ft.

$1,100,000

911 HARMON AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 2,478 Sq.Ft.

$1,000,000

1400 LYNDALE BLVD, WINTER PARK, FL 32789

4 Beds 3 Baths 2,829 Sq.Ft.

$1,975,000

1303 GREEN COVE RD, WINTER PARK, FL 32789

5 Beds 4 Baths 3,956 Sq.Ft.

$1,580,000

1580 GROVE TERRACE, WINTER PARK, FL 32789

5 Beds 5 Baths 4,264 Sq.Ft.

$1,950,000

2011 N PARK AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 3,502 Sq.Ft.

MLS® NS1075090

$390,000

311 MorseBLVD #6-2, WINTER PARK, FL 32789

1 Bed 1 Bath 1,192 Sq.Ft.

$490,000

1202 FAIRWAY DR, WINTER PARK, FL 32792

3 Beds 2 Baths 1,286 Sq.Ft.

$1,190,000

617 BALMORAL RD, WINTER PARK, FL 32789

4 Beds 3 Baths 3,233 Sq.Ft.

$1,485,000

401 N INTERLACHEN AVE, WINTER PARK, FL 32789

3 Beds 3 Baths 1,903 Sq.Ft.

$1,700,000

1640 MAYFIELD AVE, WINTER PARK, FL 32789

3 Beds 3 Baths 2,907 Sq.Ft.

$1,368,000

1750 WINCHESTER DR, WINTER PARK, FL 32789

4 Beds 4 Baths 2,740 Sq.Ft.

$285,000

287 SANDLEWOOD TRL #4, WINTER PARK, FL 32789

2 Beds 3 Baths 960 Sq.Ft.

$407,500

1051 TURNER RD, WINTER PARK, FL 32789

3 Beds 2 Baths 1,364 Sq.Ft.

$805,000

1561 CHESTNUT AVE, WINTER PARK, FL 32789

$190,000

1250 S DENNING DR #107, WINTER PARK, FL 32789

1 Bed 1 Bath 658 Sq.Ft.

$1,500,000

1318 MORTON RD, WINTER PARK, FL 32789

4 Beds 4 Baths 2,579 Sq.Ft.

$935,000

1751 GLENCOE RD, WINTER PARK, FL 32789

3 Beds 2 Baths 1,828 Sq.Ft.

$5,500,000

1180 N PARK AVE, WINTER PARK, FL 32789

5 Beds 6 Baths 5,850 Sq.Ft.

$2,950,000

222 W ROCKWOOD WAY, WINTER PARK, FL 32789

5 Beds 7 Baths 5,475 Sq.Ft.

$770,000

1690 CYPRESS POINT LN, WINTER PARK, FL 32792

4 Beds 2 Baths 2,560 Sq.Ft.

$475,000

424 DUNRAVEN DR, WINTER PARK, FL 32792

3 Beds 2 Baths 1,383 Sq.Ft.

$300,000

520 KILLARNEY BAY CT #2, WINTER PARK, FL 32789

2 Beds 2 Baths 1,160 Sq.Ft.

$220,000

700 MELROSE AVE #L-33, WINTER PARK, FL 32789

1 Bed 1 Bath 917 Sq.Ft.

$582,000

2112 SYCAMORE DR, WINTER PARK, FL 32789

4 Beds 3 Baths 1,950 Sq.Ft.

$212,000

2500 LEE RD #233, WINTER PARK, FL 32789

1 Bed 1 Bath 645 Sq.Ft.

$679,900

1936 WHITEHALL DR, WINTER PARK, FL 32792

3 Beds 2 Baths 1,769 Sq.Ft.

$1,251,000

215 OSCEOLA CT, WINTER PARK, FL 32789

4 Beds 3 Baths 2,011 Sq.Ft.

$2,200,000

1570 LAKEHURST AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 4,580 Sq.Ft.

$530,000

250 CAROLINA AVE #407, WINTER PARK, FL 32789

2 Beds 2 Baths 1,153 Sq.Ft.

$290,000

870 CARVER ST, WINTER PARK, FL 32789

3 Beds 1 Bath 1,064 Sq.Ft.

$1,850,000

765 VIA LOMBARDY, WINTER PARK, FL 32789

5 Beds 5 Baths 3,437 Sq.Ft.

$3,800,000

671 VIA LUGANO, WINTER PARK, FL 32789

6 Beds 9 Baths 7,048 Sq.Ft.

$625,000

2216 WOODCREST DR, WINTER PARK, FL 32792

3 Beds 2 Baths 1,608 Sq.Ft.

$2,750,000

1530 MAYFIELD AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 3,985 Sq.Ft.

$2,695,000

410 GENIUS DR, WINTER PARK, FL 32789

4 Beds 5 Baths 4,277 Sq.Ft.

$440,000

2335 MULBRY DR, WINTER PARK, FL 32789

2 Beds 1 Bath 1,013 Sq.Ft.

$1,250,000

315 E NEW ENGLAND AVE #23, WINTER PARK, FL 32789

2 Beds 2 Baths 1,599 Sq.Ft.

$3,500,000

466 HENKEL CIR, WINTER PARK, FL 32789

5 Beds 5 Baths 4,416 Sq.Ft.

$670,000

100 S INTERLACHEN AVE #506E, WINTER PARK, FL 32789

2 Beds 2 Baths 1,109 Sq.Ft.

$575,000

1741 WESTCHESTER AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,434 Sq.Ft.

$685,000

970 ARAGON AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,680 Sq.Ft.

$700,000

1725 WALNUT AVE, WINTER PARK, FL 32789

3 Beds 3 Baths 1,968 Sq.Ft.

$550,000

1735 GOLFSIDE DR, WINTER PARK, FL 32792

4 Beds 3 Baths 1,860 Sq.Ft.

$300,000

500 N PENNSYLVANIA AVE #F, WINTER PARK, FL 32789

2 Beds 1 Bath 709 Sq.Ft.

$1,250,000

1771 WINCHESTER DR, WINTER PARK, FL 32789

4 Beds 4 Baths 2,516 Sq.Ft.

$2,300,000

1730 GREENWICH AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 4,611 Sq.Ft.

$371,000

941 DUPONT AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,469 Sq.Ft.

$239,000

851 MILES AVE #28, WINTER PARK, FL 32789

2 Beds 1 Bath 808 Sq.Ft.

$780,000

3039 TEMPLE TRL, WINTER PARK, FL 32789

4 Beds 2 Baths 2,070 Sq.Ft.

$560,000

339 GROUSE CT, WINTER PARK, FL 32789

4 Beds 3 Baths 1,981 Sq.Ft.

$773,000

519 BRECHIN DR, WINTER PARK, FL 32792

4 Beds 4 Baths 2,208 Sq.Ft.

$2,200,000

1340 CHESTNUT AVE, WINTER PARK, FL 32789

6 Beds 6 Baths 4,182 Sq.Ft.

$505,000

2414 WHITEHALL CIR, WINTER PARK, FL 32792

3 Beds 2 Baths 1,623 Sq.Ft.

$1,995,000

2012 ARBOR PARK DR, WINTER PARK, FL 32789

4 Beds 4 Baths 3,660 Sq.Ft.

$370,000

933 HANOVER AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,248 Sq.Ft.

$1,784,000

550 LAKE FRONT BLVD, WINTER PARK, FL 32789

5 Beds 5 Baths 3,896 Sq.Ft.

$2,350,000

170 S PHELPS AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 4,288 Sq.Ft.

$2,240,000

1300 RAINTREE PL, WINTER PARK, FL 32789

5 Beds 5 Baths 4,295 Sq.Ft.

$679,000

674 OSCEOLA AVE #674, WINTER PARK, FL 32789

2 Beds 3 Baths 1,300 Sq.Ft.

$768,000

412 FLETCHER PL, WINTER PARK, FL 32789

3 Beds 4 Baths 3,146 Sq.Ft.

$4,500,000

460 VIRGINIA DR, WINTER PARK, FL 32789

5 Beds 7 Baths 4,809 Sq.Ft.

$1,000,000

1861 EDWIN BLVD, WINTER PARK, FL 32789

4 Beds 3 Baths 2,957 Sq.Ft.

$3,400,000

200 E ROCKWOOD WAY, WINTER PARK, FL 32789

5 Beds 5 Baths 4,178 Sq.Ft.

$595,000

1941 NATALEN RD, WINTER PARK, FL 32792

3 Beds 2 Baths 1,547 Sq.Ft.

$905,000

1500 HARRIS CIR, WINTER PARK, FL 32789

2 Beds 3 Baths 1,950 Sq.Ft.

$3,001,950

1290 N PARK AVE, WINTER PARK, FL 32789

3 Beds 4 Baths 2,623 Sq.Ft.

$965,000

648 DUNRAVEN DR, WINTER PARK, FL 32792

4 Beds 3 Baths 2,125 Sq.Ft.

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FAQs About Winter Park Homes For Sale

According to realtor.com, smaller homes in Winter Park typically cost around $200,000, but luxury lakefront estates or mansions in desirable neighbourhoods can cost well over $3 million.

The housing market in Winter Park is varied and includes new building in planned communities, luxury mansions on lakes, contemporary single-family houses, and historic bungalows.

Known for their charm, schools, and easy access to dining and shopping, popular neighbourhoods include Windsong, Baldwin Park, the historic downtown core, and the Winter Park Chain of Lakes.

Given its prime position close to Orlando, top-notch schools, and small selection of historic and waterfront properties, Winter Park real estate is indeed regarded as a wise investment.

Private parks, walking trails, golf courses, lakeside activities, and easy access to upscale dining options, boutique stores, and cultural attractions are all common features of Winter Park neighbourhoods.

Neighborhood Guide

Browse things to do, places to see, and landmarks to explore in Winter Park

A grand Georgian-style house with a fountain, a balcony, a front lawn, and a curved driveway lined with trees.

Winter Park

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