Search Homes | Dwight A. McDonald | Dwight A. McDonald

Winter Park, FL
Status
Structure
Price
Bed/Bath
Sqft
Dates
Filters
Save

Listings

278 results

1-100 of 278

1-100 of 278

$1,295,000

1611 CHESTNUT AVENUE
Winter Park, FL 32789

3,316 sqft
4 beds
4 baths
0.17 acres
#O6281275

Listed Yesterday at 12:44PM

$15,000

2024 LAKE DRIVE
Winter Park, FL 32789

5,551 sqft
3 beds
5 baths
0.39 acres
#O6281163

Listed Yesterday at 12:03PM

$1,675,000

607 ELLEN DRIVE
Winter Park, FL 32789

3,670 sqft
4 beds
4 baths
0.14 acres
#TB8350945

Listed Yesterday at 10:11AM

$800,000

1655 SUNNYSIDE DRIVE
Maitland, FL 32751

1,766 sqft
3 beds
2 baths
0.17 acres
#OM695232

Listed Friday at 5:57PM

Open House Feb 16th 3pm-5pm

$819,000

625 BRECHIN DRIVE
Winter Park, FL 32792

2,424 sqft
3 beds
2 baths
0.21 acres
#O6280564

Listed Friday at 4:30PM

Open House Feb 16th 2pm-4pm

$795,000

1037 N VIRGINIA AVENUE
Winter Park, FL 32789

1,101 sqft
3 beds
1 bath
0.15 acres
#O6279572

Listed Friday at 12:16PM

Open House Feb 16th 2pm-4pm

$1,195,000

1690 ONECO AVENUE
Winter Park, FL 32789

3,568 sqft
4 beds
3 baths
0.23 acres
#O6279805

Listed Friday at 11:31AM

$1,595,000

335 BELOIT AVENUE
Winter Park, FL 32789

3,118 sqft
3 beds
2 baths
0.2 acres
#O6280834

Listed Friday at 11:31AM

Open House Feb 15th 1pm-4pm

$799,900

731 MIDGET DRIVE
Winter Park, FL 32789

1,417 sqft
2 beds
1 bath
0.19 acres
#O6232383

Listed Friday at 9:27AM

$399,900

350 KILLARNEY BAY COURT #5
Winter Park, FL 32789

1,428 sqft
2 beds
2.5 baths
0.13 acres
#O6279997

Listed Thursday at 5:25PM

$949,900

533 BALMORAL ROAD
Winter Park, FL 32789

2,880 sqft
3 beds
3 baths
0.26 acres
#O6280397

Listed Thursday at 1:16PM

Open House Feb 16th 1pm-3pm

$1,250,000

1585 CHESTNUT AVENUE
Winter Park, FL 32789

2,631 sqft
4 beds
2.5 baths
0.17 acres
#O6280166

Listed Thursday at 11:41AM

$725,000

100 S INTERLACHEN AVENUE #111
Winter Park, FL 32789

901 sqft
2 beds
2 baths
0.02 acres
#O6279777

Listed Thursday at 11:08AM

Open House Feb 18th 4pm-6pm

$159,000

1695 LEE ROAD #B109
Winter Park, FL 32789

638 sqft
1 bed
1 bath
0.41 acres
#O6280513

Listed Thursday at 1:33AM

$2,395,000

2412 CHANTILLY AVENUE
Winter Park, FL 32789

5,196 sqft
5 beds
6.5 baths
0.27 acres
#O6278049

Listed Wednesday at 3:22PM

Open House Feb 16th 12pm-3pm

$1,990,000

681 BALMORAL ROAD
Winter Park, FL 32789

1.14 acres
#O6273618

Listed Tuesday at 4:07PM

$225,000

700 MELROSE AVENUE #K32
Winter Park, FL 32789

772 sqft
1 bed
1 bath
0.12 acres
#O6226689

Listed Tuesday at 12:08PM

$2,200,000

1446 BERKSHIRE AVENUE
Winter Park, FL 32789

7,963 sqft
5 beds
6 baths
0.45 acres
#O6275533

Listed Monday at 9:42PM

$2,750

1913 N PARK AVENUE
Winter Park, FL 32789

1,500 sqft
3 beds
2 baths
0.17 acres
#A4639927

Listed Monday at 1:10PM

$280,000

255 SANDLEWOOD TRAIL #4
Winter Park, FL 32789

1,120 sqft
2 beds
2.5 baths
0.01 acres
#R4908763

Listed Sunday at 6:50PM

$695,000

100 S INTERLACHEN AVENUE #203
Winter Park, FL 32789

1,267 sqft
2 beds
2 baths
0.03 acres
#O6277423

$1,295,000

1932 TEMPLE DRIVE
Winter Park, FL 32789

2,924 sqft
3 beds
2.5 baths
0.24 acres
#O6278588

$260,000

2500 LEE ROAD #202
Winter Park, FL 32789

956 sqft
2 beds
2 baths
#O6277579

$449,000

176 BALFOUR DRIVE #4
Winter Park, FL 32792

1,800 sqft
3 beds
2.5 baths
1.26 acres
#O6278385

$675,000

2976 SAINT GEORGE STREET
Orlando, FL 32814

2,043 sqft
3 beds
2 baths
0.08 acres
#O6278392

$315,000

311 SANDLEWOOD TRAIL #4
Winter Park, FL 32789

980 sqft
2 beds
2.5 baths
0.29 acres
#O6278389

$3,500

2201 WOODCREST DRIVE
Winter Park, FL 32792

2,395 sqft
3 beds
2 baths
0.25 acres
#O6270857

$699,900

1806 MONDRIAN CIRCLE
Winter Park, FL 32789

2,772 sqft
3 beds
3.5 baths
0.04 acres
#O6277810

$1,400,000

1213 RICHMOND ROAD
Winter Park, FL 32789

0.21 acres
#O6277905

$247,500

1500 GAY ROAD #10C
Winter Park, FL 32789

1,026 sqft
2 beds
2 baths
0.05 acres
#O6278065

Open House Feb 16th 2pm-5pm

$3,400

1850 WHITEHALL DRIVE
Winter Park, FL 32789

2,286 sqft
3 beds
2 baths
0.28 acres
#O6277639

$1,950,000

622 PENN PLACE
Winter Park, FL 32789

3,665 sqft
3 beds
3.5 baths
0.21 acres
#TB8346569

$3,295,000

100 E ROCKWOOD WAY
Winter Park, FL 32789

5,520 sqft
4 beds
5.5 baths
0.28 acres
#O6276192

$925,000

1762 MONDRIAN CIRCLE
Winter Park, FL 32789

3,619 sqft
3 beds
3.5 baths
0.04 acres
#O6276921

Open House Feb 16th 2pm-4pm

$550,000

535 N INTERLACHEN AVENUE #203
Winter Park, FL 32789

986 sqft
2 beds
2 baths
0.61 acres
#O6276980

$1,495

1300 INDIANA AVENUE #B
Winter Park, FL 32789

613 sqft
1 bed
1.5 baths
0.11 acres
#O6277326

$3,650

2177 LAKE DRIVE
Winter Park, FL 32789

2,430 sqft
3 beds
2 baths
0.34 acres
#O6273767

$1,977,000

1340 CHESTNUT AVENUE
Winter Park, FL 32789

4,864 sqft
6 beds
5.5 baths
0.25 acres
#O6176048

$3,130,000

210 E LAKE SUE AVENUE
Winter Park, FL 32789

5,188 sqft
5 beds
5.5 baths
0.27 acres
#O6272327

$1,995,000

817 ANTONETTE AVENUE
Winter Park, FL 32789

4,696 sqft
4 beds
3 baths
0.2 acres
#O6276468

$5,500

437 N CAPEN AVENUE
Winter Park, FL 32789

2,948 sqft
3 beds
2.5 baths
0.1 acres
#O6275062

$2,119,000

785 N PHELPS AVENUE
Winter Park, FL 32789

3,941 sqft
5 beds
4.5 baths
0.2 acres
#O6275847

$2,279,000

141 OAKWOOD WAY
Winter Park, FL 32789

5,514 sqft
5 beds
4 baths
0.26 acres
#O6276417

$779,000

1823 SUNSET DRIVE
Winter Park, FL 32789

3,098 sqft
2 beds
2.5 baths
0.22 acres
#A4638625

$3,250,000

1900 W FAWSETT ROAD
Winter Park, FL 32789

7,204 sqft
4 beds
4.5 baths
1.1 acres
#O6251960

$1,625,000

1650 LAKEHURST AVENUE
Winter Park, FL 32789

5,155 sqft
4 beds
4 baths
0.38 acres
#O6225250

Price Reduced by 4.13%

$2,100,000

140 DANA WAY
Winter Park, FL 32789

5,043 sqft
3 beds
2.5 baths
0.26 acres
#O6276596

$3,000

1905 SUMMERFIELD ROAD
Winter Park, FL 32792

1,754 sqft
3 beds
2 baths
0.24 acres
#S5119757

$2,200

469 SHOREVIEW AVENUE
Winter Park, FL 32789

2,478 sqft
3 beds
1.5 baths
0.17 acres
#MFRO6276696

$1,950,000

1470 PLACE PICARDY
Winter Park, FL 32789

5,138 sqft
5 beds
5 baths
0.32 acres
#O6275888

$2,599

156 OAK GROVE ROAD
Winter Park, FL 32789

1,500 sqft
3 beds
2.5 baths
0.14 acres
#O6273106

Price Reduced by 3.71%

$1,380,000

1400 S PENNSYLVANIA AVENUE
Winter Park, FL 32789

2,706 sqft
4 beds
3 baths
0.29 acres
#MFRTB8344918

$408,500

942 HANOVER AVENUE
Winter Park, FL 32789

1,604 sqft
2 beds
2 baths
0.17 acres
#TB8344901

Price Reduced by 2.39%

Open House Feb 23rd 12pm-3pm

$399,000

1930 ALBERT LEE PARKWAY
Winter Park, FL 32789

1,808 sqft
2 beds
2 baths
0.17 acres
#O6276171

Open House Feb 15th 2pm-4pm

$1,190,000

1885 TEMPLE DRIVE
Winter Park, FL 32789

4,493 sqft
4 beds
3.5 baths
0.24 acres
#O6258468

$295,000

2419 GALLERY VIEW DRIVE #10
Winter Park, FL 32792

1,117 sqft
2 beds
2 baths
1.72 acres
#O6275332

$1,795

851 MILES AVENUE #2
Winter Park, FL 32789

808 sqft
2 beds
1 bath
0.13 acres
#O6271080

$1,845

1000 S SEMORAN BOULEVARD #S
Winter Park, FL 32792

1,357 sqft
3 beds
2 baths
6.04 acres
#MFRO6275894

$2,195

1137 OAKS BOULEVARD
Winter Park, FL 32789

1,149 sqft
2 beds
1.5 baths
0.15 acres
#O6275854

Price Reduced by 4.36%

$1,095,000

100 S VIRGINIA AVENUE #401
Winter Park, FL 32789

2,615 sqft
3 beds
3 baths
0.46 acres
#MFRO6275603

$2,400

1258 MICHIGAN AVENUE
Winter Park, FL 32789

2,661 sqft
2 beds
2 baths
0.2 acres
#MFRO6275765

$1,299,990

2258 E HOWARD DRIVE
Winter Park, FL 32789

3,637 sqft
4 beds
3 baths
0.32 acres
#S5118820

Open House Feb 16th 12pm-3pm

$475,000

1937 ELAND AVENUE
Winter Park, FL 32789

1,936 sqft
3 beds
2 baths
0.19 acres
#O6273477

Open House Feb 16th 2pm-4pm

$1,759,000

1660 WALNUT AVENUE
Winter Park, FL 32789

3,281 sqft
4 beds
3.5 baths
0.15 acres
#MFRO6275164

$795,000

607 DUNBLANE DRIVE
Winter Park, FL 32792

2,846 sqft
4 beds
2.5 baths
0.21 acres
#O6273641

$315,000

700 MELROSE AVE #A 22
Winter Park, FL 32789

1,200 sqft
2 beds
2 baths
0.03 acres
#O6275033

Open House Feb 16th 1pm-3pm

$1,500,000

747 MCINTYRE AVENUE
Winter Park, FL 32789

0.41 acres
#MFRO6274682

$1,500,000

747 MCINTYRE AVENUE
Winter Park, FL 32789

2,054 sqft
3 beds
2 baths
0.41 acres
#MFRO6274646

$1,750

1271 MILLER AVENUE
Winter Park, FL 32789

2,090 sqft
1 bed
1 bath
0.23 acres
#O6274969

$1,595

2500 LEE ROAD #S
Winter Park, FL 32789

851 sqft
2 beds
1 bath
0.1 acres
#MFRO6274792

$579,000

1424 CAVENDISH ROAD
Winter Park, FL 32789

1,399 sqft
2 beds
1 bath
0.17 acres
#O6272801

Price Reduced by 1.7%

$2,995,000

1400 PLACE PICARDY
Winter Park, FL 32789

5,958 sqft
5 beds
5.5 baths
0.33 acres
#O6265769

$629,000

631 CALLAHAN STREET
Winter Park, FL 32789

1,763 sqft
3 beds
2 baths
0.14 acres
#O6274344

Price Reduced by 0.16%

Open House Feb 16th 11am-2pm

$1,599,900

1417 MILLER AVENUE
Winter Park, FL 32789

3,969 sqft
5 beds
4 baths
0.22 acres
#O6271186

$290,000

255 SANDLEWOOD TRAIL #4
Winter Park, FL 32789

1,120 sqft
2 beds
2.5 baths
0.01 acres
#R4908763

$420,000

1025 EARLY AVENUE
Winter Park, FL 32789

2,012 sqft
3 beds
2 baths
0.17 acres
#MFRO6273679

$725,000

350 CAROLINA AVENUE #301
Winter Park, FL 32789

1,544 sqft
2 beds
2 baths
0.3 acres
#O6273285

$649,000

2100 SUFFIELD DRIVE
Winter Park, FL 32792

2,560 sqft
3 beds
2.5 baths
0.42 acres
#MFRO6271064

$4,500,000

702 VIA BELLA
Winter Park, FL 32789

4,535 sqft
5 beds
5.5 baths
0.23 acres
#MFRO6273466

$1,950,000

313 SYLVAN DRIVE
Winter Park, FL 32789

0.37 acres
#MFRO6273464

$769,000

1375 SUFFOLK ROAD
Winter Park, FL 32789

2,548 sqft
4 beds
2.5 baths
0.16 acres
#O6273083

Price Reduced by 3.75%

$819,900

648 BRECHIN DRIVE
Winter Park, FL 32792

2,256 sqft
3 beds
2.5 baths
0.21 acres
#O6235113

Open House Feb 16th 12pm-3pm

$1,250,000

567 OSCEOLA AVENUE
Winter Park, FL 32789

3,973 sqft
4 beds
3.5 baths
0.16 acres
#O6270491

$144,900

1695 LEE ROAD #A209
Winter Park, FL 32789

638 sqft
1 bed
1 bath
0.41 acres
#MFRO6271289

$675,000

1037 FAIRWAY DRIVE
Winter Park, FL 32792

2,798 sqft
3 beds
3 baths
0.25 acres
#O6271235

Price Reduced by 3.43%

$2,495,000

1506 CHESTNUT AVE.
Winter Park, FL 32789

5,131 sqft
5 beds
5 baths
0.21 acres
#MFRO6272231

$545,000

525 S LAKEMONT AVENUE
Winter Park, FL 32792

9,166 sqft
3 beds
2 baths
0.21 acres
#O6271152

Price Reduced by 0.73%

$618,000

2127 LAKE DRIVE
Winter Park, FL 32789

1,732 sqft
3 beds
3 baths
0.32 acres
#MFRO6271936

$2,375,000

1522 LAKE KNOWLES CIRCLE
Winter Park, FL 32789

5,915 sqft
4 beds
3.5 baths
0.38 acres
#MFRO6271594

$715,000

958 DUNRAVEN DRIVE
Winter Park, FL 32792

2,520 sqft
4 beds
3 baths
0.21 acres
#MFRO6270141

$449,000

2007 NATALEN ROAD
Winter Park, FL 32792

2,350 sqft
3 beds
2 baths
0.22 acres
#MFRO6269037

$1,925,000

643 BALMORAL ROAD
Winter Park, FL 32789

0.71 acres
#O6271792

$520,000

311 E MORSE BOULEVARD #7-2
Winter Park, FL 32789

900 sqft
1 bed
1 bath
2.77 acres
#MFRO6222481

$399,999

690 OSCEOLA AVENUE #209
Winter Park, FL 32789

1,148 sqft
2 beds
2 baths
1.56 acres
#O6271165

$1,350

1695 LEE ROAD #A208
Winter Park, FL 32789

638 sqft
1 bed
1 bath
0.41 acres
#MFRO6270687

$515,000

229 S EDINBURGH DRIVE
Winter Park, FL 32792

0.19 acres
#O6271345

$2,400

1055 S KENTUCKY AVENUE #4
Winter Park, FL 32789

1,258 sqft
2 beds
2 baths
0.3 acres
#MFRR4908720

$2,400

1055 S KENTUCKY AVENUE #2
Winter Park, FL 32789

1,258 sqft
2 beds
2 baths
0.3 acres
#MFRR4908714

$2,600

1055 S KENTUCKY AVENUE #1
Winter Park, FL 32789

1,258 sqft
2 beds
2 baths
0.3 acres
#MFRR4908696

$1,800

2500 LEE ROAD #S
Winter Park, FL 32789

851 sqft
2 beds
1 bath
0.06 acres
#MFRO6271208

Price Reduced by 9.55%

1-100 of 278

Draw Shape

© 2025 INTL. REALTY PLUS-TAMPA BAY. All rights reserved.

Website built by CloseHack.

My Florida Regional MLS DBA Stellar MLS

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: Dwight A. McDonald