Browse Homes for Sale in Winter Park FL

For Sale Recently Sold

1981 BLUE RIDGE ROAD, WINTER PARK, FL 32789

For Sale

1981 BLUE RIDGE ROAD WINTER PARK, FL 32789

$1,150,000

4 Beds 2 Baths 2,750 Sqft Listing No. O6402961 Property Type: House camera

Virtual Tour camera

(52)

Details

1287 VERDANT GLADE PLACE, WINTER PARK, FL 32792

For Sale

1287 VERDANT GLADE PLACE WINTER PARK, FL 32792

$847,000

4 Beds 3 | 1 Baths 3,020 Sqft Listing No. O6400331 Property Type: House camera

Virtual Tour camera

(50)

Details

For Sale

2959 UPPER PARK ROAD ORLANDO, FL 32814

$589,000

2 Beds 2 | 1 Baths 1,897 Sqft Listing No. O6412043 Property Type: Condo camera

Virtual Tour camera

(63)

Details

For Sale

3205 JOYANN STREET ORLANDO, FL 32810

$317,000

3 Beds 2 Baths 1,056 Sqft Listing No. O6388450 Property Type: House camera

Virtual Tour camera

(24)

Details

225 LEWFIELD CIRCLE #225, WINTER PARK, FL 32792

For Sale

225 LEWFIELD CIRCLE #225 WINTER PARK, FL 32792

$220,000

2 Beds 2 Baths 953 Sqft Listing No. O6314817 Property Type: Condo camera

Virtual Tour camera

(33)

Details

For Sale

570 MANOR ROAD MAITLAND, FL 32751

$12,500,000

6 Beds 7 | 3 Baths 11,668 Sqft Listing No. O6300040 Property Type: House camera

Virtual Tour camera

(99)

Details

1120 PRESERVE POINT DRIVE, WINTER PARK, FL 32789

For Sale

1120 PRESERVE POINT DRIVE WINTER PARK, FL 32789

$8,950,000

7 Beds 9 | 2 Baths 11,255 Sqft Listing No. O6350054 Property Type: House camera

Virtual Tour camera

(89)

Details

For Sale

40 PALMER AVENUE WINTER PARK, FL 32789

$6,950,000

5 Beds 5 | 1 Baths 5,905 Sqft Listing No. O6380444 Property Type: House camera

(17)

Details

1260 ALABAMA DRIVE, WINTER PARK, FL 32789

For Sale

Open House: Jun 7, 2026, 2:00 PM - 4:00 PM

1260 ALABAMA DRIVE WINTER PARK, FL 32789

$6,900,000

6 Beds 5 | 2 Baths 6,396 Sqft Listing No. O6387200 Property Type: House camera

(58)

Open House: Jun 7, 2026, 2:00 PM - 4:00 PM

Details

550 PALMER AVENUE, WINTER PARK, FL 32789

For Sale

550 PALMER AVENUE WINTER PARK, FL 32789

$6,495,000

5 Beds 6 | 1 Baths 5,939 Sqft Listing No. O6349188 Property Type: House camera

(76)

Details

1571 WOODLAND AVENUE, WINTER PARK, FL 32789

For Sale

1571 WOODLAND AVENUE WINTER PARK, FL 32789

$6,000,000

5 Beds 6 | 2 Baths 7,397 Sqft Listing No. O6411706 Property Type: House camera

Virtual Tour camera

(73)

Details

For Sale

1200 VIA SALERNO WINTER PARK, FL 32789

$5,995,000

5 Beds 5 | 1 Baths 5,476 Sqft Listing No. O6381761 Property Type: House camera

Virtual Tour camera

(47)

Details

2211 AZALEA PLACE, WINTER PARK, FL 32789

For Sale

2211 AZALEA PLACE WINTER PARK, FL 32789

$5,250,000

5 Beds 6 | 1 Baths 7,278 Sqft Listing No. O6319674 Property Type: House camera

Virtual Tour camera

(99)

Details

360 LAKE SEMINARY CIRCLE, MAITLAND, FL 32751

For Sale

360 LAKE SEMINARY CIRCLE MAITLAND, FL 32751

$4,999,000

5 Beds 6 | 2 Baths 6,466 Sqft Listing No. O6362152 Property Type: House camera

(5)

Details

643 N PARK AVENUE, WINTER PARK, FL 32789

For Sale

643 N PARK AVENUE WINTER PARK, FL 32789

$4,295,000

3 Beds 3 | 2 Baths 4,231 Sqft Listing No. O6403591 Property Type: Condo camera

Virtual Tour camera

(82)

Details

1441 CARDINAL COURT, WINTER PARK, FL 32789

For Sale

Open House: Jun 7, 2026, 12:00 PM - 2:00 PM

1441 CARDINAL COURT WINTER PARK, FL 32789

$4,285,000

4 Beds 5 | 1 Baths 4,066 Sqft Listing No. O6399395 Property Type: House camera

Virtual Tour camera

(85)

Open House: Jun 7, 2026, 12:00 PM - 2:00 PM

Details

141 W LAKE SUE AVENUE, WINTER PARK, FL 32789

For Sale

141 W LAKE SUE AVENUE WINTER PARK, FL 32789

$4,200,000

5 Beds 5 | 2 Baths 5,500 Sqft Listing No. O6406437 Property Type: House camera

Virtual Tour camera

(5)

Details

For Sale

Open House: Jun 7, 2026, 2:00 PM - 4:00 PM

1150 VIA SALERNO WINTER PARK, FL 32789

$4,195,000

4 Beds 5 | 1 Baths 3,850 Sqft Listing No. O6321143 Property Type: House camera

Virtual Tour camera

(62)

Open House: Jun 7, 2026, 2:00 PM - 4:00 PM

Details

1161 VALENCIA AVENUE, WINTER PARK, FL 32789

For Sale

1161 VALENCIA AVENUE WINTER PARK, FL 32789

$3,995,000

4 Beds 4 | 1 Baths 4,181 Sqft Listing No. O6330736 Property Type: House camera

Virtual Tour camera

(65)

Details

747 N LAKE SYBELIA DRIVE, MAITLAND, FL 32751

For Sale

747 N LAKE SYBELIA DRIVE MAITLAND, FL 32751

$3,895,000

4 Beds 4 | 1 Baths 5,347 Sqft Listing No. O6406879 Property Type: House camera

Virtual Tour camera

(37)

Details

For Sale

Open House: Jun 6, 2026, 10:00 AM - 1:00 PM

1782 PINE AVENUE WINTER PARK, FL 32789

$3,875,000

5 Beds 6 | 1 Baths 4,782 Sqft Listing No. O6389039 Property Type: House camera

(70)

Open House: Jun 6, 2026, 10:00 AM - 1:00 PM

Details

4649 NEW BROAD STREET, ORLANDO, FL 32814

For Sale

4649 NEW BROAD STREET ORLANDO, FL 32814

$3,650,000

5 Beds 4 | 3 Baths 5,411 Sqft Listing No. O6402857 Property Type: House camera

Virtual Tour camera

(70)

Details

For Sale

207 E KINGS WAY WINTER PARK, FL 32789

$3,650,000

5 Beds 4 | 1 Baths 3,719 Sqft Listing No. O6337304 Property Type: House camera

Virtual Tour camera

(6)

Details

2240 VENETIAN WAY, WINTER PARK, FL 32789

For Sale

2240 VENETIAN WAY WINTER PARK, FL 32789

$3,500,000

4 Beds 3 | 1 Baths 4,036 Sqft Listing No. O6413398 Property Type: House camera

Virtual Tour camera

(27)

Details

1981 BLUE RIDGE ROAD WINTER PARK, FL 32789

For Sale
$1,150,000
Beds 4 Baths 2 Sqft 2,750 Property Type House
- Virtual Tour
- (52)

1287 VERDANT GLADE PLACE WINTER PARK, FL 32792

For Sale
$847,000
Beds 4 Baths 3 | 1 Sqft 3,020 Property Type House
- Virtual Tour
- (50)

2959 UPPER PARK ROAD ORLANDO, FL 32814

For Sale
$589,000
Beds 2 Baths 2 | 1 Sqft 1,897 Property Type Condo
- Virtual Tour
- (63)

3205 JOYANN STREET ORLANDO, FL 32810

For Sale
$317,000
Beds 3 Baths 2 Sqft 1,056 Property Type House
- Virtual Tour
- (24)

225 LEWFIELD CIRCLE #225 WINTER PARK, FL 32792

For Sale
$220,000
Beds 2 Baths 2 Sqft 953 Property Type Condo
- Virtual Tour
- (33)

570 MANOR ROAD MAITLAND, FL 32751

For Sale
$12,500,000
Beds 6 Baths 7 | 3 Sqft 11,668 Property Type House
- Virtual Tour
- (99)

1120 PRESERVE POINT DRIVE WINTER PARK, FL 32789

For Sale
$8,950,000
Beds 7 Baths 9 | 2 Sqft 11,255 Property Type House
- Virtual Tour
- (89)

40 PALMER AVENUE WINTER PARK, FL 32789

For Sale
$6,950,000
Beds 5 Baths 5 | 1 Sqft 5,905 Property Type House
- (17)

1260 ALABAMA DRIVE WINTER PARK, FL 32789

For Sale
$6,900,000
Beds 6 Baths 5 | 2 Sqft 6,396 Property Type House
- (58)

Listing No. O6387200 Open House: Jun 7, 2026, 2:00 PM - 4:00 PM

550 PALMER AVENUE WINTER PARK, FL 32789

For Sale
$6,495,000
Beds 5 Baths 6 | 1 Sqft 5,939 Property Type House
- (76)

1571 WOODLAND AVENUE WINTER PARK, FL 32789

For Sale
$6,000,000
Beds 5 Baths 6 | 2 Sqft 7,397 Property Type House
- Virtual Tour
- (73)

1200 VIA SALERNO WINTER PARK, FL 32789

For Sale
$5,995,000
Beds 5 Baths 5 | 1 Sqft 5,476 Property Type House
- Virtual Tour
- (47)

2211 AZALEA PLACE WINTER PARK, FL 32789

For Sale
$5,250,000
Beds 5 Baths 6 | 1 Sqft 7,278 Property Type House
- Virtual Tour
- (99)

360 LAKE SEMINARY CIRCLE MAITLAND, FL 32751

For Sale
$4,999,000
Beds 5 Baths 6 | 2 Sqft 6,466 Property Type House
- (5)

643 N PARK AVENUE WINTER PARK, FL 32789

For Sale
$4,295,000
Beds 3 Baths 3 | 2 Sqft 4,231 Property Type Condo
- Virtual Tour
- (82)

1441 CARDINAL COURT WINTER PARK, FL 32789

For Sale
$4,285,000
Beds 4 Baths 5 | 1 Sqft 4,066 Property Type House
- Virtual Tour
- (85)

Listing No. O6399395 Open House: Jun 7, 2026, 12:00 PM - 2:00 PM

141 W LAKE SUE AVENUE WINTER PARK, FL 32789

For Sale
$4,200,000
Beds 5 Baths 5 | 2 Sqft 5,500 Property Type House
- Virtual Tour
- (5)

1150 VIA SALERNO WINTER PARK, FL 32789

For Sale
$4,195,000
Beds 4 Baths 5 | 1 Sqft 3,850 Property Type House
- Virtual Tour
- (62)

Listing No. O6321143 Open House: Jun 7, 2026, 2:00 PM - 4:00 PM

1161 VALENCIA AVENUE WINTER PARK, FL 32789

For Sale
$3,995,000
Beds 4 Baths 4 | 1 Sqft 4,181 Property Type House
- Virtual Tour
- (65)

747 N LAKE SYBELIA DRIVE MAITLAND, FL 32751

For Sale
$3,895,000
Beds 4 Baths 4 | 1 Sqft 5,347 Property Type House
- Virtual Tour
- (37)

1782 PINE AVENUE WINTER PARK, FL 32789

For Sale
$3,875,000
Beds 5 Baths 6 | 1 Sqft 4,782 Property Type House
- (70)

Listing No. O6389039 Open House: Jun 6, 2026, 10:00 AM - 1:00 PM

4649 NEW BROAD STREET ORLANDO, FL 32814

For Sale
$3,650,000
Beds 5 Baths 4 | 3 Sqft 5,411 Property Type House
- Virtual Tour
- (70)

207 E KINGS WAY WINTER PARK, FL 32789

For Sale
$3,650,000
Beds 5 Baths 4 | 1 Sqft 3,719 Property Type House
- Virtual Tour
- (6)

2240 VENETIAN WAY WINTER PARK, FL 32789

For Sale
$3,500,000
Beds 4 Baths 3 | 1 Sqft 4,036 Property Type House
- Virtual Tour
- (27)

For Sale

VIRTUAL TOUR

(52)

address

1981 BLUE RIDGE ROAD, WINTER PARK, FL 32789

price

$1,150,000

beds

4 4 Beds

baths

2 2 Baths

lot size

2,750 Sqft 2,750 Sqft

listing no.

O6402961 Listing No. O6402961

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (52)

For Sale

VIRTUAL TOUR

(50)

address

1287 VERDANT GLADE PLACE, WINTER PARK, FL 32792

price

$847,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

3,020 Sqft 3,020 Sqft

listing no.

O6400331 Listing No. O6400331

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (50)

For Sale

VIRTUAL TOUR

(63)

address

2959 UPPER PARK ROAD, ORLANDO, FL 32814

price

$589,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,897 Sqft 1,897 Sqft

listing no.

O6412043 Listing No. O6412043

property type

Condo Property Type: Condo

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (63)

For Sale

VIRTUAL TOUR

(24)

address

3205 JOYANN STREET, ORLANDO, FL 32810

price

$317,000

beds

3 3 Beds

baths

2 2 Baths

lot size

1,056 Sqft 1,056 Sqft

listing no.

O6388450 Listing No. O6388450

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (24)

For Sale

VIRTUAL TOUR

(33)

address

225 LEWFIELD CIRCLE #225, WINTER PARK, FL 32792

price

$220,000

beds

2 2 Beds

baths

2 2 Baths

lot size

953 Sqft 953 Sqft

listing no.

O6314817 Listing No. O6314817

property type

Condo Property Type: Condo

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (33)

For Sale

VIRTUAL TOUR

(99)

address

570 MANOR ROAD, MAITLAND, FL 32751

price

$12,500,000

beds

6 6 Beds

baths

7 | 3 7 | 3 Baths

lot size

11,668 Sqft 11,668 Sqft

listing no.

O6300040 Listing No. O6300040

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (99)

For Sale

VIRTUAL TOUR

(89)

address

1120 PRESERVE POINT DRIVE, WINTER PARK, FL 32789

price

$8,950,000

beds

7 7 Beds

baths

9 | 2 9 | 2 Baths

lot size

11,255 Sqft 11,255 Sqft

listing no.

O6350054 Listing No. O6350054

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (89)

For Sale

(17)

address

40 PALMER AVENUE, WINTER PARK, FL 32789

price

$6,950,000

beds

5 5 Beds

baths

5 | 1 5 | 1 Baths

lot size

5,905 Sqft 5,905 Sqft

listing no.

O6380444 Listing No. O6380444

property type

House Property Type: House

gallery photos

camera (17)

For Sale

(58)

address

1260 ALABAMA DRIVE, WINTER PARK, FL 32789

price

$6,900,000

beds

6 6 Beds

baths

5 | 2 5 | 2 Baths

lot size

6,396 Sqft 6,396 Sqft

listing no.

O6387200 Listing No. O6387200

property type

House Property Type: House

gallery photos

camera (58)

Open House: Jun 7, 2026, 2:00 PM - 4:00 PM

For Sale

(76)

address

550 PALMER AVENUE, WINTER PARK, FL 32789

price

$6,495,000

beds

5 5 Beds

baths

6 | 1 6 | 1 Baths

lot size

5,939 Sqft 5,939 Sqft

listing no.

O6349188 Listing No. O6349188

property type

House Property Type: House

gallery photos

camera (76)

For Sale

VIRTUAL TOUR

(73)

address

1571 WOODLAND AVENUE, WINTER PARK, FL 32789

price

$6,000,000

beds

5 5 Beds

baths

6 | 2 6 | 2 Baths

lot size

7,397 Sqft 7,397 Sqft

listing no.

O6411706 Listing No. O6411706

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (73)

For Sale

VIRTUAL TOUR

(47)

address

1200 VIA SALERNO, WINTER PARK, FL 32789

price

$5,995,000

beds

5 5 Beds

baths

5 | 1 5 | 1 Baths

lot size

5,476 Sqft 5,476 Sqft

listing no.

O6381761 Listing No. O6381761

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (47)

For Sale

VIRTUAL TOUR

(99)

address

2211 AZALEA PLACE, WINTER PARK, FL 32789

price

$5,250,000

beds

5 5 Beds

baths

6 | 1 6 | 1 Baths

lot size

7,278 Sqft 7,278 Sqft

listing no.

O6319674 Listing No. O6319674

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (99)

For Sale

(5)

address

360 LAKE SEMINARY CIRCLE, MAITLAND, FL 32751

price

$4,999,000

beds

5 5 Beds

baths

6 | 2 6 | 2 Baths

lot size

6,466 Sqft 6,466 Sqft

listing no.

O6362152 Listing No. O6362152

property type

House Property Type: House

gallery photos

camera (5)

For Sale

VIRTUAL TOUR

(82)

address

643 N PARK AVENUE, WINTER PARK, FL 32789

price

$4,295,000

beds

3 3 Beds

baths

3 | 2 3 | 2 Baths

lot size

4,231 Sqft 4,231 Sqft

listing no.

O6403591 Listing No. O6403591

property type

Condo Property Type: Condo

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (82)

For Sale

VIRTUAL TOUR

(85)

address

1441 CARDINAL COURT, WINTER PARK, FL 32789

price

$4,285,000

beds

4 4 Beds

baths

5 | 1 5 | 1 Baths

lot size

4,066 Sqft 4,066 Sqft

listing no.

O6399395 Listing No. O6399395

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (85)

Open House: Jun 7, 2026, 12:00 PM - 2:00 PM

For Sale

VIRTUAL TOUR

(5)

address

141 W LAKE SUE AVENUE, WINTER PARK, FL 32789

price

$4,200,000

beds

5 5 Beds

baths

5 | 2 5 | 2 Baths

lot size

5,500 Sqft 5,500 Sqft

listing no.

O6406437 Listing No. O6406437

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (5)

For Sale

VIRTUAL TOUR

(62)

address

1150 VIA SALERNO, WINTER PARK, FL 32789

price

$4,195,000

beds

4 4 Beds

baths

5 | 1 5 | 1 Baths

lot size

3,850 Sqft 3,850 Sqft

listing no.

O6321143 Listing No. O6321143

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (62)

Open House: Jun 7, 2026, 2:00 PM - 4:00 PM

For Sale

VIRTUAL TOUR

(65)

address

1161 VALENCIA AVENUE, WINTER PARK, FL 32789

price

$3,995,000

beds

4 4 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,181 Sqft 4,181 Sqft

listing no.

O6330736 Listing No. O6330736

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (65)

For Sale

VIRTUAL TOUR

(37)

address

747 N LAKE SYBELIA DRIVE, MAITLAND, FL 32751

price

$3,895,000

beds

4 4 Beds

baths

4 | 1 4 | 1 Baths

lot size

5,347 Sqft 5,347 Sqft

listing no.

O6406879 Listing No. O6406879

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (37)

For Sale

(70)

address

1782 PINE AVENUE, WINTER PARK, FL 32789

price

$3,875,000

beds

5 5 Beds

baths

6 | 1 6 | 1 Baths

lot size

4,782 Sqft 4,782 Sqft

listing no.

O6389039 Listing No. O6389039

property type

House Property Type: House

gallery photos

camera (70)

Open House: Jun 6, 2026, 10:00 AM - 1:00 PM

For Sale

VIRTUAL TOUR

(70)

address

4649 NEW BROAD STREET, ORLANDO, FL 32814

price

$3,650,000

beds

5 5 Beds

baths

4 | 3 4 | 3 Baths

lot size

5,411 Sqft 5,411 Sqft

listing no.

O6402857 Listing No. O6402857

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (70)

For Sale

VIRTUAL TOUR

(6)

address

207 E KINGS WAY, WINTER PARK, FL 32789

price

$3,650,000

beds

5 5 Beds

baths

4 | 1 4 | 1 Baths

lot size

3,719 Sqft 3,719 Sqft

listing no.

O6337304 Listing No. O6337304

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (6)

For Sale

VIRTUAL TOUR

(27)

address

2240 VENETIAN WAY, WINTER PARK, FL 32789

price

$3,500,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

4,036 Sqft 4,036 Sqft

listing no.

O6413398 Listing No. O6413398

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (27)

© 2026 Stellar MLS. All rights reserved.
The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Stellar (MFR) data last updated at June 5, 2026, 6:57 PM ET

Main Content

Winter Park/Maitland/Baldwin Park

Send Us A Message

Main Content

Winter Park/Maitland/Baldwin Park