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

$6,995,000

901 GOLFVIEW TER, WINTER PARK, FL 32789

5 Beds 5.5 Baths 5,479 Sq.Ft.

$6,900,000

1260 ALABAMA DR, WINTER PARK, FL 32789

6 Beds 6 Baths 6,396 Sq.Ft.

$6,195,000

698 N NEW YORK AVE, WINTER PARK, FL 32789

5 Beds 5.5 Baths 5,096 Sq.Ft.

$6,000,000

1571 WOODLAND AVE, WINTER PARK, FL 32789

5 Beds 7 Baths 7,397 Sq.Ft.

$5,999,990

2661 VIA TUSCANY, WINTER PARK, FL 32789

4 Beds 4.5 Baths 3,880 Sq.Ft.

$5,600,000

2228 AZALEA PL, WINTER PARK, FL 32789

5 Beds 5.5 Baths 5,152 Sq.Ft.

$5,500,000

1166 PALMER AVE, WINTER PARK, FL 32789

5 Beds 6 Baths 5,181 Sq.Ft.

$5,195,900

825 PALMER AVE, WINTER PARK, FL 32789

5 Beds 6 Baths 5,122 Sq.Ft.

$4,700,000

231 CHELTON CIR, WINTER PARK, FL 32789

4 Beds 6 Baths 5,550 Sq.Ft.

$4,500,000

503 N INTERLACHEN AVE, WINTER PARK, FL 32789

$4,400,000

702 VIA BELLA, WINTER PARK, FL 32789

4 Beds 5.5 Baths 3,720 Sq.Ft.

$4,350,000

857 BROCK ST, WINTER PARK, FL 32789

5 Beds 5.5 Baths 4,827 Sq.Ft.

$4,325,000

250 W READING WAY, WINTER PARK, FL 32789

5 Beds 4.5 Baths 4,853 Sq.Ft.

$3,995,000

1441 CARDINAL CT, WINTER PARK, FL 32789

4 Beds 5.5 Baths 4,066 Sq.Ft.

$3,950,000

540 N PENNSYLVANIA AVE, WINTER PARK, FL 32789

4 Beds 2 Baths 1,652 Sq.Ft.

$3,890,000

620 VIRGINIA DR, WINTER PARK, FL 32789

6 Beds 5 Baths 4,677 Sq.Ft.

$3,695,999

1742 TEMPLE DR, WINTER PARK, FL 32789

4 Beds 5 Baths 3,658 Sq.Ft.

$3,695,000

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

3 Beds 4 Baths 3,878 Sq.Ft.

$3,600,000

276 DETMAR DR, WINTER PARK, FL 32789

4 Beds 5 Baths 4,202 Sq.Ft.

$3,600,000

207 E KINGS WAY, WINTER PARK, FL 32789

5 Beds 4.5 Baths 3,719 Sq.Ft.

$3,500,000

2240 VENETIAN WAY, WINTER PARK, FL 32789

4 Beds 3.5 Baths 4,036 Sq.Ft.

$3,495,000

662 GRANVILLE DRIVE, WINTER PARK, FL 32789

5 Beds 5.5 Baths 4,478 Sq.Ft.

$3,395,000

160 W ROCKWOOD WAY, WINTER PARK, FL 32789

5 Beds 5.5 Baths 4,015 Sq.Ft.

$3,300,000

1627 MIZELL AVE, WINTER PARK, FL 32789

5 Beds 5.5 Baths 3,421 Sq.Ft.

$3,275,000

1581 FOREST AVE, WINTER PARK, FL 32789

4 Beds 5 Baths 4,683 Sq.Ft.

$3,265,000

1761 LEGION DR, WINTER PARK, FL 32789

5 Beds 5.5 Baths 4,949 Sq.Ft.

$3,250,000

2823 PARKLAND CIRCLE, WINTER PARK, FL 32789

5 Beds 6 Baths 4,459 Sq.Ft.

$3,195,000

2119 HOWARD DR, WINTER PARK, FL 32789

5 Beds 5.5 Baths 4,139 Sq.Ft.

$3,150,000

125 S INTERLACHEN AVE #2, WINTER PARK, FL 32789

3 Beds 4 Baths 3,244 Sq.Ft.

$3,075,000

1821 ENGLEWOOD RD, WINTER PARK, FL 32789

5 Beds 5.5 Baths 3,863 Sq.Ft.

$2,995,000

1836 WHITEHALL DR, WINTER PARK, FL 32789

5 Beds 6.5 Baths 4,168 Sq.Ft.

$2,990,000

532 LANGHOLM DR, WINTER PARK, FL 32789

5 Beds 4.5 Baths 4,050 Sq.Ft.

$2,725,000

1773 WALNUT AVE, WINTER PARK, FL 32789

5 Beds 4.5 Baths 3,784 Sq.Ft.

$2,700,000

648 WORTHINGTON DR, WINTER PARK, FL 32789

5 Beds 4.5 Baths 3,588 Sq.Ft.

$2,695,000

660 W MORSE BLVD, WINTER PARK, FL 32789

3 Beds 3.5 Baths 3,286 Sq.Ft.

$2,625,000

413 W MORSE BLVD, WINTER PARK, FL 32789

3 Beds 3.5 Baths 3,048 Sq.Ft.

$2,549,000

1823 SUNSET DR, WINTER PARK, FL 32789

5 Beds 4.5 Baths 3,479 Sq.Ft.

$2,500,000

450 LAKEWOOD DR, WINTER PARK, FL 32789

5 Beds 5 Baths 4,572 Sq.Ft.

$2,500,000

1477 W FAIRBANKS AVE, WINTER PARK, FL 32789

$2,475,000

311 E MORSE BLVD #1-5, WINTER PARK, FL 32789

3 Beds 3 Baths 2,316 Sq.Ft.

$2,350,000

200 S INTERLACHEN AVE #350, WINTER PARK, FL 32789

3 Beds 3.5 Baths 3,110 Sq.Ft.

$2,300,000

938 ENCLAVE PL, WINTER PARK, FL 32792

5 Beds 4.5 Baths 3,865 Sq.Ft.

$2,299,000

1840 LAUREL RD, WINTER PARK, FL 32789

5 Beds 5 Baths 2,868 Sq.Ft.

$2,275,000

930 ENCLAVE PL, WINTER PARK, FL 32792

5 Beds 4.5 Baths 3,813 Sq.Ft.

$2,195,000

1271 PALMER AVE, WINTER PARK, FL 32789

4 Beds 4.5 Baths 2,850 Sq.Ft.

$2,190,000

1803 BARKER DR, WINTER PARK, FL 32789

4 Beds 3 Baths 3,463 Sq.Ft.

$2,125,000

918 ENCLAVE PL, WINTER PARK, FL 32792

5 Beds 4.5 Baths 3,713 Sq.Ft.

$2,100,000

2036 VIA TUSCANY, WINTER PARK, FL 32789

$2,095,000

555 E LAKE SUE AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 3,776 Sq.Ft.

$2,089,000

1951 WINTER PARK RD, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,479 Sq.Ft.

$2,070,000

914 ENCLAVE PL, WINTER PARK, FL 32792

5 Beds 4.5 Baths 3,617 Sq.Ft.

$2,050,000

240 N PHELPS AVE, WINTER PARK, FL 32789

5 Beds 4.5 Baths 2,889 Sq.Ft.

$1,995,000

2007 EDWIN BLVD, WINTER PARK, FL 32792

4 Beds 3.5 Baths 3,314 Sq.Ft.

$1,995,000

1415 GROVE TER, WINTER PARK, FL 32789

$1,950,000

751 PANSY AVE, WINTER PARK, FL 32789

3 Beds 3.5 Baths 2,703 Sq.Ft.

$1,950,000

513 DUNRAVEN DR, WINTER PARK, FL 32792

5 Beds 4.5 Baths 3,560 Sq.Ft.

$1,925,000

2260 MULBRY DR, WINTER PARK, FL 32789

5 Beds 4 Baths 3,246 Sq.Ft.

$1,890,000

2614 PARKLAND DR, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,307 Sq.Ft.

$1,875,000

922 N PENNSYLVANIA AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 3,440 Sq.Ft.

$1,829,000

1550 PALM AVE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 2,706 Sq.Ft.

$1,800,000

281 BREWER AVE, WINTER PARK, FL 32789

5 Beds 4.5 Baths 4,029 Sq.Ft.

$1,775,000

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

3 Beds 3.5 Baths 3,112 Sq.Ft.

$1,750,000

1840 ANZLE AVE, WINTER PARK, FL 32789

4 Beds 2.5 Baths 2,350 Sq.Ft.

$1,750,000

1750 CAROLLEE LANE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,249 Sq.Ft.

$1,725,000

1840 BRYAN AVE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,727 Sq.Ft.

$1,699,900

2613 LAFAYETTE AVE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 2,661 Sq.Ft.

$1,699,000

2308 MULBRY DR, WINTER PARK, FL 32789

4 Beds 3.5 Baths 2,530 Sq.Ft.

$1,699,000

2343 VERSAILLES AVE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,307 Sq.Ft.

$1,625,000

2407 LAFAYETTE AVE, WINTER PARK, FL 32789

5 Beds 4.5 Baths 3,133 Sq.Ft.

$1,600,000

250 KILLARNEY, WINTER PARK, FL 32789

4 Beds 3.5 Baths 2,568 Sq.Ft.

$1,600,000

2207 KINDEL AVE, WINTER PARK, FL 32789

3 Beds 2.5 Baths 2,733 Sq.Ft.

$1,600,000

723 SYMONDS AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 3,065 Sq.Ft.

$1,599,000

1864 GRINNELL TER, WINTER PARK, FL 32789

5 Beds 3.5 Baths 3,028 Sq.Ft.

$1,599,000

533 COUNTRY CLUB DR, WINTER PARK, FL 32789

4 Beds 3.5 Baths 2,942 Sq.Ft.

$1,598,000

2430 CHANTILLY AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 2,916 Sq.Ft.

$1,595,000

1113 VIA DEL MAR, WINTER PARK, FL 32789

$1,550,000

901 ENCLAVE PL, WINTER PARK, FL 32792

4 Beds 3.5 Baths 2,738 Sq.Ft.

$1,550,000

905 ENCLAVE PL, WINTER PARK, FL 32792

4 Beds 3.5 Baths 2,756 Sq.Ft.

$1,499,000

641 NORTHWOOD CIRCLE, WINTER PARK, FL 32789

3 Beds 4 Baths 2,756 Sq.Ft.

$1,498,000

1841 LAKE SPIER DRIVE, WINTER PARK, FL 32789

3 Beds 4 Baths 2,467 Sq.Ft.

$1,495,000

1570 PALMER AVE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,048 Sq.Ft.

$1,495,000

462 W LYMAN AVE, WINTER PARK, FL 32789

3 Beds 2.5 Baths 1,944 Sq.Ft.

$1,495,000

446 MELROSE AVE, WINTER PARK, FL 32789

4 Beds 2 Baths 2,640 Sq.Ft.

$1,450,000

100 S VIRGINIA AVE #201, WINTER PARK, FL 32789

3 Beds 3 Baths 2,756 Sq.Ft.

$1,449,000

777 HALIFAX AVE, WINTER PARK, FL 32792

5 Beds 4.5 Baths 3,109 Sq.Ft.

$1,449,000

150 E READING WAY, WINTER PARK, FL 32789

3 Beds 2.5 Baths 2,080 Sq.Ft.

$1,420,000

328 W MORSE BLVD #105, WINTER PARK, FL 32789

$1,399,000

512 W SWOOPE AVE, WINTER PARK, FL 32789

3 Beds 2.5 Baths 2,585 Sq.Ft.

$1,380,000

1751 GOODRICH AVE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 2,170 Sq.Ft.

$1,379,000

330 W MORSE BLVD #104, WINTER PARK, FL 32789

$1,369,000

1473 BERKSHIRE AVE, WINTER PARK, FL 32789

5 Beds 4 Baths 2,446 Sq.Ft.

$1,350,000

1320 ORCHID AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 2,998 Sq.Ft.

$1,300,000

504 W SWOOPE AVE, WINTER PARK, FL 32789

3 Beds 2.5 Baths 2,563 Sq.Ft.

$1,299,000

102 BELL PL, WINTER PARK, FL 32792

4 Beds 3.5 Baths 2,459 Sq.Ft.

$1,295,000

720 PANSY AVE, WINTER PARK, FL 32789

3 Beds 4 Baths 2,191 Sq.Ft.

$1,275,000

240 KILLARNEY DR, WINTER PARK, FL 32789

3 Beds 2.5 Baths 1,329 Sq.Ft.

$1,250,000

2015 SUMMERFIELD RD, WINTER PARK, FL 32792

4 Beds 4 Baths 3,024 Sq.Ft.

$1,250,000

230 KILLARNEY DR, WINTER PARK, FL 32789

4 Beds 1 Bath 1,260 Sq.Ft.

$1,250,000

120 BROADVIEW AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,747 Sq.Ft.

Winter Park Pending & Sold (Past 6 Months)

Price

Living Area

MLS® A11257070

$398,000

635 Huntington Avenue 2, Winter Park, FL 32789

2 Beds 2.5 Baths 1,204 Sq.Ft.

$684,000

865 S PENNSYLVANIA AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,407 Sq.Ft.

$735,000

640 DUNBLANE DR, WINTER PARK, FL 32792

3 Beds 3 Baths 2,209 Sq.Ft.

$300,000

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

2 Beds 2 Baths 1,160 Sq.Ft.

$780,000

3039 TEMPLE TRL, WINTER PARK, FL 32789

4 Beds 2 Baths 2,070 Sq.Ft.

$765,000

1717 GOLFSIDE DR, WINTER PARK, FL 32792

4 Beds 2 Baths 2,020 Sq.Ft.

$3,217,500

1106 PALMER AVE, WINTER PARK, FL 32789

4 Beds 5.5 Baths 6,256 Sq.Ft.

$1,200,000

1780 MONDRIAN CIR, WINTER PARK, FL 32789

3 Beds 3.5 Baths 2,310 Sq.Ft.

$925,000

1651 WESTCHESTER AVE, WINTER PARK, FL 32789

3 Beds 2.5 Baths 2,426 Sq.Ft.

MLS® A11546288

$1,535,000

1016 Tuscany Place, Winter Park, FL 32789

5 Beds 3 Baths 3,300 Sq.Ft.

$500,000

1319 ORCHID AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,668 Sq.Ft.

$475,000

1417 MILLER AVE, WINTER PARK, FL 32789

$675,000

225 SYLVAN BLVD, WINTER PARK, FL 32789

2 Beds 2 Baths 1,623 Sq.Ft.

$615,000

670 OSCEOLA AVE #670, WINTER PARK, FL 32789

2 Beds 2.5 Baths 1,300 Sq.Ft.

$245,000

200 SAINT ANDREWS BLVD #3106, WINTER PARK, FL 32792

2 Beds 1.5 Baths 1,219 Sq.Ft.

$1,750,000

643 PANSY AVE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,228 Sq.Ft.

$4,330,000

1157 TOM GURNEY DR, WINTER PARK, FL 32789

5 Beds 5.5 Baths 5,527 Sq.Ft.

$2,350,000

903 VIA LOMBARDY, WINTER PARK, FL 32789

$1,080,000

1718 DEMETREE DR, WINTER PARK, FL 32789

4 Beds 2.5 Baths 2,752 Sq.Ft.

$520,000

100 S INTERLACHEN AVE #410, WINTER PARK, FL 32789

2 Beds 1 Bath 901 Sq.Ft.

$2,699,999

1737 LOOKOUT LANDING CIR, WINTER PARK, FL 32789

5 Beds 5.5 Baths 5,066 Sq.Ft.

$372,500

700 MELROSE AVE #H 3, WINTER PARK, FL 32789

2 Beds 2 Baths 1,074 Sq.Ft.

$1,725,000

331 E READING WAY, WINTER PARK, FL 32789

4 Beds 4.5 Baths 3,361 Sq.Ft.

$606,000

1580 CHESTNUT AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,482 Sq.Ft.

$425,000

1312 S PENNSYLVANIA AVE #1, WINTER PARK, FL 32789

1 Bed 1 Bath 864 Sq.Ft.

$950,000

2421 MANDAN TRL, WINTER PARK, FL 32789

3 Beds 3 Baths 2,310 Sq.Ft.

$1,575,000

1009 S PENNSYLVANIA AVE, WINTER PARK, FL 32789

4 Beds 3 Baths 3,023 Sq.Ft.

$665,000

756 FRIAR RD #13, WINTER PARK, FL 32792

4 Beds 2 Baths 2,518 Sq.Ft.

$1,075,000

449 SEYMOUR AVE, WINTER PARK, FL 32789

3 Beds 2.5 Baths 2,051 Sq.Ft.

$540,000

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

2 Beds 2 Baths 1,143 Sq.Ft.

$872,500

922 GARDEN DR, WINTER PARK, FL 32789

3 Beds 3 Baths 2,131 Sq.Ft.

$3,850,000

1229 VIA DEL MAR, WINTER PARK, FL 32789

5 Beds 5.5 Baths 4,596 Sq.Ft.

$825,000

608 BALMORAL RD, WINTER PARK, FL 32789

4 Beds 2 Baths 2,105 Sq.Ft.

$190,000

851 MILES AVE #3, WINTER PARK, FL 32789

2 Beds 1 Bath 808 Sq.Ft.

$2,925,000

875 MILES AVE #4, WINTER PARK, FL 32789

18 Beds 18 Baths 1,852 Sq.Ft.

$1,510,000

425 SELKIRK DR, WINTER PARK, FL 32792

4 Beds 4.5 Baths 3,330 Sq.Ft.

$2,859,000

845 VIA LOMBARDY, WINTER PARK, FL 32789

5 Beds 5.5 Baths 4,654 Sq.Ft.

$4,100,000

1135 LAKEVIEW DR, WINTER PARK, FL 32789

5 Beds 4.5 Baths 5,681 Sq.Ft.

$656,000

1101 S PENNSYLVANIA AVE, WINTER PARK, FL 32789

4 Beds 2 Baths 1,474 Sq.Ft.

$445,000

1209 PARK GREEN PL, WINTER PARK, FL 32789

4 Beds 2 Baths 1,751 Sq.Ft.

$695,000

1802 MONDRIAN CIR, WINTER PARK, FL 32789

3 Beds 3.5 Baths 2,193 Sq.Ft.

$3,250,000

681 VIRGINIA DR, WINTER PARK, FL 32789

4 Beds 4 Baths 4,338 Sq.Ft.

$678,000

1421 WOODDALE AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,628 Sq.Ft.

$1,730,000

1350 PLACE VENDOME, WINTER PARK, FL 32789

4 Beds 3.5 Baths 4,049 Sq.Ft.

$980,000

1875 LAKE SPIER DR, WINTER PARK, FL 32789

3 Beds 2 Baths 1,366 Sq.Ft.

$1,446,000

1571 SUNSET DRIVE, WINTER PARK, FL 32789

4 Beds 4 Baths 2,700 Sq.Ft.

$1,579,000

1521 MAGNOLIA AVE, WINTER PARK, FL 32789

4 Beds 4 Baths 2,697 Sq.Ft.

$3,250,000

1141 WHITESELL DR, WINTER PARK, FL 32789

4 Beds 5 Baths 4,030 Sq.Ft.

$845,000

1423 WESTCHESTER AVE, WINTER PARK, FL 32789

2 Beds 2 Baths 1,700 Sq.Ft.

$2,600,000

1108 N NEW YORK AVE, WINTER PARK, FL 32789

5 Beds 4.5 Baths 3,576 Sq.Ft.

$1,295,000

1011 PALMER AVE, WINTER PARK, FL 32789

3 Beds 2.5 Baths 2,550 Sq.Ft.

$1,900,000

451 SHEPHERD AVE., WINTER PARK, FL 32789

5 Beds 4.5 Baths 4,312 Sq.Ft.

$493,000

1411 RIDGEWOOD AVE, WINTER PARK, FL 32789

2 Beds 1 Bath 1,000 Sq.Ft.

$730,700

1331 SUFFOLK RD, WINTER PARK, FL 32789

3 Beds 2 Baths 1,508 Sq.Ft.

$1,595,000

1250 VIA CAPRI, WINTER PARK, FL 32789

3 Beds 3 Baths 3,217 Sq.Ft.

$975,000

106 S INTERLACHEN AVE #316D, WINTER PARK, FL 32789

2 Beds 2 Baths 1,143 Sq.Ft.

$1,995,000

1941 ENGLEWOOD RD, WINTER PARK, FL 32789

4 Beds 5 Baths 4,112 Sq.Ft.

$1,140,000

1321 SUFFOLK ROAD, WINTER PARK, FL 32789

4 Beds 4 Baths 2,274 Sq.Ft.

$660,000

1336 GOLFSIDE DR, WINTER PARK, FL 32792

3 Beds 2 Baths 1,930 Sq.Ft.

$365,000

2345 ALBERT LEE PKWY, WINTER PARK, FL 32789

2 Beds 1.5 Baths 1,161 Sq.Ft.

$850,000

1808 MONDRIAN CIR, WINTER PARK, FL 32789

3 Beds 3.5 Baths 2,193 Sq.Ft.

$188,700

851 MILES AVE #4, WINTER PARK, FL 32789

2 Beds 1 Bath 808 Sq.Ft.

$1,825,000

2415 VERSAILLES AVE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,954 Sq.Ft.

$5,770,000

500 N INTERLACHEN AVE, WINTER PARK, FL 32789

4 Beds 4.5 Baths 4,581 Sq.Ft.

$515,000

1941 SUMMERFIELD RD, WINTER PARK, FL 32792

3 Beds 2 Baths 1,874 Sq.Ft.

$785,000

674 RANDY LN, WINTER PARK, FL 32789

3 Beds 2 Baths 2,449 Sq.Ft.

$3,400,000

465 GENIUS DR, WINTER PARK, FL 32789

5 Beds 6 Baths 6,215 Sq.Ft.

$689,000

1321 MAGNOLIA AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,610 Sq.Ft.

$702,000

1612 NEOLA TRL, WINTER PARK, FL 32789

3 Beds 2.5 Baths 2,029 Sq.Ft.

$295,000

2427 GALLERY VIEW DR #7, WINTER PARK, FL 32792

2 Beds 2 Baths 1,004 Sq.Ft.

$1,325,000

1782 MONDRIAN CIR, WINTER PARK, FL 32789

3 Beds 3.5 Baths 2,377 Sq.Ft.

$440,000

2151 LOCH LOMOND DR, WINTER PARK, FL 32792

2 Beds 1 Bath 897 Sq.Ft.

$650,000

1906 SUMMERFIELD RD, WINTER PARK, FL 32792

3 Beds 2 Baths 1,642 Sq.Ft.

$405,000

2113 ALBERT LEE PKWY, WINTER PARK, FL 32789

2 Beds 2 Baths 1,365 Sq.Ft.

$423,750

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

2 Beds 2.5 Baths 1,214 Sq.Ft.

$499,000

1560 ONECO AVE, WINTER PARK, FL 32789

3 Beds 1.5 Baths 1,334 Sq.Ft.

$835,000

1820 MONDRIAN CIR, WINTER PARK, FL 32789

3 Beds 3.5 Baths 2,252 Sq.Ft.

$775,000

233 E CANTON AVE #233, WINTER PARK, FL 32789

2 Beds 3 Baths 1,773 Sq.Ft.

$590,000

1389 SAWGRASS CT, WINTER PARK, FL 32792

3 Beds 2 Baths 2,093 Sq.Ft.

$187,500

700 MELROSE AVE #G 34, WINTER PARK, FL 32789

1 Bath 624 Sq.Ft.

$1,665,000

501 COUNTRY CLUB DR, WINTER PARK, FL 32789

4 Beds 3.5 Baths 2,857 Sq.Ft.

$420,000

1830 ANZLE AVE, WINTER PARK, FL 32789

2 Beds 1 Bath 1,192 Sq.Ft.

$750,000

432 WORTHINGTON DR, WINTER PARK, FL 32789

$405,000

2609 MADELINE AVE, WINTER PARK, FL 32789

3 Beds 2 Baths 1,170 Sq.Ft.

$2,120,000

1616 HIBISCUS AVE, WINTER PARK, FL 32789

4 Beds 4.5 Baths 3,897 Sq.Ft.

$658,125

1086 AZALEA LN, WINTER PARK, FL 32789

3 Beds 2 Baths 1,785 Sq.Ft.

$650,000

411 GARFIELD AVE, WINTER PARK, FL 32789

2 Beds 2 Baths 912 Sq.Ft.

$1,475,000

3031 NORTHWOOD BLVD, WINTER PARK, FL 32789

4 Beds 4 Baths 2,978 Sq.Ft.

$3,450,000

318 GENIUS DR, WINTER PARK, FL 32789

5 Beds 6.5 Baths 6,223 Sq.Ft.

$1,499,000

1830 PINEVIEW CIR, WINTER PARK, FL 32792

4 Beds 3.5 Baths 2,843 Sq.Ft.

$1,600,000

1530 VIA TUSCANY, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,341 Sq.Ft.

$467,500

1001 MINNESOTA AVENUE, WINTER PARK, FL 32789

2 Beds 2 Baths 1,160 Sq.Ft.

$2,650,000

1421 PLACE PICARDY, WINTER PARK, FL 32789

5 Beds 5 Baths 4,882 Sq.Ft.

$1,920,500

401 W MORSE BLVD, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,328 Sq.Ft.

$250,000

700 MELROSE AVE, H 1 #H 1, WINTER PARK, FL 32789

1 Bed 1 Bath 810 Sq.Ft.

$237,000

200 SAINT ANDREWS BLVD #3006, WINTER PARK, FL 32792

2 Beds 1.5 Baths 1,266 Sq.Ft.

$1,990,000

455 N INTERLACHEN AVE, WINTER PARK, FL 32789

4 Beds 3.5 Baths 3,276 Sq.Ft.

$265,000

700 MELROSE AVE #M33, WINTER PARK, FL 32789

2 Beds 2 Baths 1,074 Sq.Ft.

$460,000

1402 BESSMOR RD, WINTER PARK, FL 32789

4 Beds 1 Bath 1,100 Sq.Ft.

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Discovering the Charm of Winter Park Living

Nestled just minutes north of downtown Orlando, Winter Park offers an upscale lifestyle defined by brick-lined streets, majestic canopy oak trees, and a rich cultural scene. Known as one of Central Florida's most desirable destinations, the area seamlessly blends historic European elegance with modern sophistication. Beyond its world-class dining, boutiques along Park Avenue, and scenic Chain of Lakes, buyers flock to the area to tour the finest Winter Park Homes For Sale.

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The Appeal of Winter Park Neighborhood Real Estate

Premier Waterfront & Luxury Enclaves: Neighborhoods like the Vias, Interlachen Avenue, and Windsong feature stunning custom estates with direct access to the Winter Park Chain of Lakes, offering private docks and sweeping water views.
Walkable Historic Districts: Communities surrounding Park Avenue, Hannibal Square, and Rollins College showcase charming 1920s Spanish Revival homes, Craftsman bungalows, and modern infill properties within steps of sidewalk cafes and galleries.
Family-Friendly Suburban Settings: Subdivisions such as Winter Park Pines and Brookshire Heights offer spacious mid-century homes, larger lot sizes, and direct access to top-rated public schools and neighborhood parks.

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Key Factors Driving the Local Housing Market

Unmatched Property Value Retention: Due to limited land availability and historic preservation efforts, local real estate consistently maintains strong appreciation and high market demand.
Exceptional Educational Options: The area is renowned for its academic excellence, boasting top-performing Orange County public schools as well as prestigious private institutions.
Diverse Real Estate Portfolio: Buyers exploring Winter Park Homes For Sale can choose from a broad mix of housing types, ranging from low-maintenance luxury condominiums near downtown to expansive lakefront compounds.

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Experiencing the Winter Park Lifestyle

Living in Winter Park means enjoying a weekly calendar filled with outdoor recreation, community events, and fine dining. Residents spend weekend mornings browsing the popular Saturday Farmers’ Market, kayaking through the Venetian-style canals of the local lakes, or viewing iconic Tiffany glass collections at the Charles Hosmer Morse Museum. With its vibrant arts scene, lush public parks, and warm community feel, the city provides a peaceful sanctuary without sacrificing proximity to Orlando's economic hubs.

Finding Your Ideal Place in Central Florida

Whether you are seeking a historic home with timeless character or a newly built waterfront retreat, Winter Park stands out as one of Florida’s most captivating markets. Exploring the current inventory of properties allows you to secure not just a home, but a refined living experience in the heart of Central Florida.

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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