200 total properties
View 1820 GLENCOE ROAD Winter Park, FL MLS# O6317785
  • New Construction with Virtual Tour
1 of 75
$3,825,000
5

Beds

5.2

Baths

4,055

Sq.Ft.

1820 GLENCOE ROAD

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 207 E KINGS WAY Winter Park, FL MLS# O6337304
  • New Construction with Virtual Tour
1 of 3
$3,650,000
5

Beds

4.1

Baths

3,719

Sq.Ft.

207 E KINGS WAY

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1742 TEMPLE DRIVE Winter Park, FL MLS# O6320054
$3,600,000
4

Beds

5.0

Baths

3,658

Sq.Ft.

1742 TEMPLE DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 516 HENKEL CIRCLE Winter Park, FL MLS# O6355103
  • Virtual Tour
1 of 47
$3,499,000
5

Beds

6.0

Baths

4,143

Sq.Ft.

516 HENKEL CIRCLE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1910 GLENCOE ROAD Winter Park, FL MLS# O6294091
  • New Construction
1 of 12
$3,490,000
4

Beds

4.2

Baths

4,205

Sq.Ft.

1910 GLENCOE ROAD

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1761 LEGION DRIVE Winter Park, FL MLS# O6302616
  • Virtual Tour
1 of 44
$3,399,999
5

Beds

5.1

Baths

4,955

Sq.Ft.

1761 LEGION DRIVE

Winter Park, FL

Courtesy of SCANLON REALTY GROUP LLC
View 1821 ENGLEWOOD ROAD Winter Park, FL MLS# O6345085
  • New Construction with Virtual Tour
1 of 36
$3,295,000
5

Beds

5.1

Baths

3,863

Sq.Ft.

1821 ENGLEWOOD ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 473 FLETCHER PLACE Winter Park, FL MLS# O6357810
  • Virtual Tour
1 of 50
$3,250,000
5

Beds

5.1

Baths

4,296

Sq.Ft.

473 FLETCHER PLACE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 457 E NEW ENGLAND AVENUE Winter Park, FL MLS# O6345511
$3,100,000
5

Beds

4.1

Baths

3,847

Sq.Ft.

457 E NEW ENGLAND AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1494 WESTCHESTER AVENUE Winter Park, FL MLS# O6363530
  • New Construction with Virtual Tour
1 of 16
$2,990,000
5

Beds

4.1

Baths

3,711

Sq.Ft.

1494 WESTCHESTER AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 541 W CANTON AVENUE Winter Park, FL MLS# O6307816
  • New Construction with Virtual Tour
1 of 49
$2,935,000
4

Beds

3.1

Baths

3,553

Sq.Ft.

541 W CANTON AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1401 GREEN COVE ROAD Winter Park, FL MLS# O6358093
  • Virtual Tour
1 of 58
$2,900,000
3

Beds

4.3

Baths

5,483

Sq.Ft.

1401 GREEN COVE ROAD

Winter Park, FL

Courtesy of ANCHOR REAL ESTATE
View 2503 VERSAILLES AVENUE Winter Park, FL MLS# O6365961
  • Recently Listed with Virtual Tour
1 of 53
$2,775,000
5

Beds

5.0

Baths

4,026

Sq.Ft.

2503 VERSAILLES AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 426 WORTHINGTON DRIVE Winter Park, FL MLS# O6360737
  • New Construction with Virtual Tour
1 of 14
$2,679,000
5

Beds

4.1

Baths

3,520

Sq.Ft.

426 WORTHINGTON DRIVE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 560 COUNTRY CLUB DRIVE Winter Park, FL MLS# O6367721
$2,599,000
6

Beds

5.2

Baths

3,946

Sq.Ft.

560 COUNTRY CLUB DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 185 SYLVAN BOULEVARD Winter Park, FL MLS# O6304627
  • New Construction with Virtual Tour
1 of 10
$2,590,000
4

Beds

4.1

Baths

3,138

Sq.Ft.

185 SYLVAN BOULEVARD

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2550 VENETIAN WAY Winter Park, FL MLS# O6258445
  • Virtual Tour
1 of 34
$2,499,000
4

Beds

3.2

Baths

4,875

Sq.Ft.

2550 VENETIAN WAY

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2812 MULFORD AVENUE Winter Park, FL MLS# O6354293
$2,495,000
5

Beds

5.1

Baths

3,656

Sq.Ft.

2812 MULFORD AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 2361 MULBRY DRIVE Winter Park, FL MLS# O6364508
  • Recently Listed
1 of 3
$2,395,000
4

Beds

4.0

Baths

3,111

Sq.Ft.

2361 MULBRY DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2412 CHANTILLY AVENUE Winter Park, FL MLS# O6360088
  • New Construction with Virtual Tour
1 of 48
$2,350,000
5

Beds

6.1

Baths

4,506

Sq.Ft.

2412 CHANTILLY AVENUE

Winter Park, FL

Courtesy of THE AGENCY ORLANDO

Information deemed reliable but not guaranteed.

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Data is updated as of 12/25/2025.