Winter Park | undefined

Winter Park, FL
Purchase
House+3 more
Price
Bed/Bath
Sqft
Dates
Filters
Save

Listings

147 results

1-100 of 147

Sort

1-100 of 147

$893,000

Address Not Shown
Winter Park, FL 32789

295 sqft
5 beds
3 baths
0.2 acres
#S5130768

Listed Yesterday at 5:02PM

$575,000

1123 FAIRWAY DRIVE
Winter Park, FL 32792

2,753 sqft
3 beds
2 baths
0.25 acres
#S5131718

Listed Friday at 11:19PM

$210,000

2500 LEE RD #219
Winter Park, FL 32789

851 sqft
2 beds
1 bath
0.08 acres
#O6332524

Listed Friday at 10:44PM

$415,000

259 BLOSSOM LANE
Winter Park, FL 32789

1,759 sqft
3 beds
2 baths
0.19 acres
#O6330586

Listed Friday at 8:24PM

Open House Aug 3rd 1pm-3:30pm

$5,549,000

698 NEW YORK AVENUE
Winter Park, FL 32789

6,382 sqft
5 beds
5.5 baths
0.16 acres
#O6318156

Listed Friday at 7:29PM

$1,695,000

101 S NEW YORK AVENUE #313
Winter Park, FL 32789

3,147 sqft
3 beds
3.5 baths
2.25 acres
#O6331560

Listed Friday at 6:35PM

Open House Aug 3rd 2pm-4pm

$699,000

1037 VIRGINIA AVENUE
Winter Park, FL 32789

1,101 sqft
3 beds
1 bath
0.15 acres
#O6332142

Listed Friday at 5:36PM

Open House Aug 2nd 12pm-2pm

$495,000

2821 CHANTILLY AVENUE
Winter Park, FL 32789

1,931 sqft
3 beds
2 baths
0.76 acres
#O6331877

Listed Friday at 11:19AM

$2,199,999

1752 CHESTNUT AVENUE
Winter Park, FL 32789

4,286 sqft
4 beds
4.5 baths
0.22 acres
#O6331369

Listed Thursday at 8:50PM

Open House Aug 2nd 12pm-2pm

$6,500,000

887 GEORGIA AVENUE
Winter Park, FL 32789

6,758 sqft
6 beds
5.5 baths
1.07 acres
#O6331715

Listed Thursday at 6:04PM

$2,495,000

1554 LAKE KNOWLES CIRCLE
Winter Park, FL 32789

4,067 sqft
3 beds
3.5 baths
0.32 acres
#O6331334

Listed Wednesday at 2:25PM

$850,000

1421 SUNSET DRIVE
Winter Park, FL 32789

1,930 sqft
3 beds
3.5 baths
0.13 acres
#O6330762

Listed Wednesday at 11:35AM

$4,995,000

1760 VIA VENETIA
Winter Park, FL 32789

9,065 sqft
4 beds
5.5 baths
0.42 acres
#O6330261

Listed Tuesday at 10:13PM

$450,000

524 BYRON ROAD
Winter Park, FL 32792

1,469 sqft
3 beds
2 baths
0.19 acres
#O6329111

Listed Tuesday at 8:14PM

$137,000

1000 S SEMORAN BOULEVARD #716
Winter Park, FL 32792

796 sqft
1 bed
1 bath
0.02 acres
#O6329763

$995,000

208 BREWER AVENUE
Winter Park, FL 32789

3,275 sqft
4 beds
3.5 baths
0.34 acres
#O6330008

Price Reduced by 5.24%

$479,000

130 KILLARNEY BAY COURT #5-3
Winter Park, FL 32789

1,736 sqft
2 beds
2.5 baths
0.11 acres
#O6329395

Open House Aug 2nd 11am-1pm

$679,900

1640 CYPRESS POINT LANE
Winter Park, FL 32792

2,134 sqft
3 beds
2 baths
0.35 acres
#O6327831

Price Reduced by 4.9%

$825,000

2128 SYCAMORE DRIVE
Winter Park, FL 32789

2,000 sqft
3 beds
2 baths
0.23 acres
#L4948316

Price Reduced by 3.57%

Open House Aug 2nd 11am-3pm

$690,000

1620 HOWELL BRANCH ROAD
Winter Park, FL 32789

1,984 sqft
3 beds
4 baths
0.23 acres
#O6326651

Price Reduced by 1.43%

$679,000

618 BLAIRSHIRE CIRCLE
Winter Park, FL 32792

2,420 sqft
3 beds
3 baths
0.23 acres
#O6328772

Price Reduced by 2.99%

$750,000

2478 WHITEHALL CIRCLE
Winter Park, FL 32792

3,074 sqft
3 beds
2 baths
0.27 acres
#O6328694

Open House Aug 2nd 11am-2pm

$845,000

734 MARYLAND AVE
Winter Park, FL 32789

1,598 sqft
2 beds
2 baths
0.15 acres
#O6326369

$1,100,000

512 CLARENDON AVENUE
Winter Park, FL 32789

3,238 sqft
4 beds
3.5 baths
0.13 acres
#O6323281

$279,000

1920 WOODCREST DRIVE #15
Winter Park, FL 32792

1,010 sqft
2 beds
2 baths
0.81 acres
#O6325960

Price Reduced by 2.11%

$1,750,000

1270 ARLINGTON PLACE
Winter Park, FL 32789

3,422 sqft
3 beds
4 baths
0.15 acres
#O6324320

$169,900

1695 LEE ROAD #D116
Winter Park, FL 32789

1,149 sqft
3 beds
2 baths
0.41 acres
#S5130337

Price Reduced by 0.06%

$765,000

620 DARCEY DR
Winter Park, FL 32792

3,240 sqft
4 beds
2 baths
0.22 acres
#O6324428

Price Reduced by 1.29%

Open House Aug 3rd 1pm-4pm

$399,000

311 E MORSE BOULEVARD #7-5
Winter Park, FL 32789

482 sqft
1 bed
1 bath
2.77 acres
#O6308664

Price Reduced by 4.77%

$799,000

100 S INTERLACHEN AVENUE #204D
Winter Park, FL 32789

1,227 sqft
2 beds
2 baths
0.03 acres
#O6323374

Price Reduced by 4.88%

Open House Aug 2nd 1pm-4pm

$795,000

770 W WEBSTER AVENUE
Winter Park, FL 32789

1,386 sqft
4 beds
2 baths
0.17 acres
#O6323574

Price Reduced by 0.63%

$1,375,000

2015 SUMMERFIELD ROAD
Winter Park, FL 32792

4,165 sqft
4 beds
4 baths
0.25 acres
#O6323573

Price Reduced by 3.51%

$949,900

2823 WRIGHT AVENUE
Winter Park, FL 32789

1,978 sqft
3 beds
2 baths
0.54 acres
#O6323468

$4,750,000

1150 VIA SALERNO
Winter Park, FL 32789

4,386 sqft
4 beds
5.5 baths
0.21 acres
#O6321143

$3,899,000

1742 TEMPLE DRIVE
Winter Park, FL 32789

4,176 sqft
4 beds
5 baths
0.25 acres
#O6320054

Price Reduced by 1.91%

$410,000

240 KILLARNEY BAY COURT #4
Winter Park, FL 32789

1,536 sqft
2 beds
2.5 baths
0.11 acres
#O6321287

Price Reduced by 4.43%

$174,900

200 ST ANDREWS BOULEVARD #601
Winter Park, FL 32792

727 sqft
1 bed
1 bath
19.03 acres
#O6319141

$1,976,000

617 WORTHINGTON DRIVE
Winter Park, FL 32789

4,908 sqft
5 beds
4.5 baths
0.23 acres
#O6320955

$6,180,000

2211 AZALEA PLACE
Winter Park, FL 32789

9,166 sqft
5 beds
6.5 baths
0.69 acres
#O6319674

Open House Aug 2nd 1pm-3pm

$3,895,000

1820 GLENCOE ROAD
Winter Park, FL 32789

5,152 sqft
5 beds
6 baths
0.27 acres
#O6317785

Open House Aug 3rd 11am-1pm

$1,575,000

1473 BERKSHIRE AVENUE
Winter Park, FL 32789

3,639 sqft
5 beds
4 baths
0.45 acres
#O6320741

$1,695,000

1780 MIZELL AVE.
Winter Park, FL 32789

3,683 sqft
4 beds
4 baths
0.17 acres
#O6319166

Price Reduced by 5.57%

Open House Aug 2nd 11am-1pm

$575,000

212 BLOSSOM LANE
Winter Park, FL 32789

2,317 sqft
3 beds
2 baths
0.27 acres
#G5098632

$1,675,000

1350 LYNDALE BOULEVARD
Winter Park, FL 32789

4,421 sqft
4 beds
4 baths
0.23 acres
#O6320326

$649,900

1926 NATALEN ROAD
Winter Park, FL 32792

2,653 sqft
3 beds
2 baths
0.22 acres
#O6317801

Price Reduced by 1.52%

Open House Aug 2nd 12:30pm-3:30pm

$1,750,000

446 ALBERTA DRIVE
Winter Park, FL 32789

4,076 sqft
4 beds
2.5 baths
0.35 acres
#O6319233

Price Reduced by 4.11%

Open House Aug 2nd 12pm-2pm

$499,999

1924 SUMMERFIELD ROAD
Winter Park, FL 32792

2,111 sqft
3 beds
2 baths
0.24 acres
#O6319490

Price Reduced by 2.91%

$3,499,999

1761 LEGION DRIVE
Winter Park, FL 32789

6,297 sqft
5 beds
5.5 baths
0.39 acres
#O6302616

Price Reduced by 1.27%

$365,000

260 KILLARNEY BAY COURT #6-6
Winter Park, FL 32789

1,140 sqft
2 beds
1 bath
0.11 acres
#O6317332

Price Reduced by 2.67%

$2,599,000

1781 PINE AVENUE
Winter Park, FL 32789

4,847 sqft
5 beds
4.5 baths
0.24 acres
#O6314404

Price Reduced by 3.74%

$1,470,000

2401 LAFAYETTE AVENUE
Winter Park, FL 32789

4,831 sqft
4 beds
3.5 baths
0.22 acres
#TB8395492

Price Reduced by 1.41%

$2,749,000

140 E MORSE BOULEVARD #J
Winter Park, FL 32789

2,143 sqft
3 beds
3 baths
#O6314856

$130,000

1000 S SEMORAN BOULEVARD #415
Winter Park, FL 32792

735 sqft
1 bed
1 bath
6.04 acres
#MFRO6316826

Price Reduced by 2.55%

$195,000

1000 S SEMORAN BOULEVARD #604
Winter Park, FL 32792

1,049 sqft
2 beds
2 baths
0.02 acres
#O6316635

$2,299,000

922 N PENNSYLVANIA AVENUE
Winter Park, FL 32789

4,288 sqft
3 beds
4 baths
0.17 acres
#O6316029

Price Reduced by 4.17%

Open House Aug 2nd 1pm-3pm

$200,000

2500 LEE ROAD #243
Winter Park, FL 32789

645 sqft
1 bed
1 bath
0.05 acres
#O6315656

$599,000

151 ORLANDO AVENUE #212
Winter Park, FL 32789

1,875 sqft
3 beds
2 baths
0.28 acres
#O6314915

Price Reduced by 1.8%

$3,190,000

1820 ENGLEWOOD ROAD
Winter Park, FL 32789

4,968 sqft
5 beds
5.5 baths
0.25 acres
#O6314354

Price Reduced by 3.33%

$159,900

1000 S SEMORAN BOULEVARD #608
Winter Park, FL 32792

1,049 sqft
2 beds
2 baths
6.04 acres
#O6315008

Price Reduced by 5.38%

$900,000

1018 TURNER ROAD
Winter Park, FL 32789

2,504 sqft
4 beds
2 baths
0.49 acres
#O6314546

Price Reduced by 4.26%

$635,000

1507 GOLFSIDE DRIVE
Winter Park, FL 32792

2,950 sqft
4 beds
2 baths
0.21 acres
#O6314735

Price Reduced by 2.31%

$1,095,000

2607 LAFAYETTE AVENUE
Winter Park, FL 32789

3,884 sqft
4 beds
3.5 baths
0.18 acres
#O6314734

Price Reduced by 7.2%

$335,000

700 MELROSE AVE #C22
Winter Park, FL 32789

1,448 sqft
3 beds
2.5 baths
0.04 acres
#O6314337

Price Reduced by 5.63%

Open House Aug 3rd 1pm-3pm

$750,000

676 DUNBLANE DRIVE
Winter Park, FL 32792

9,340 sqft
3 beds
2 baths
0.21 acres
#O6314037

Price Reduced by 6.13%

Open House Aug 2nd 11am-2pm

$1,395,000

1420 PALMER AVENUE
Winter Park, FL 32789

3,491 sqft
4 beds
3.5 baths
0.26 acres
#O6313031

Price Reduced by 3.79%

Open House Aug 2nd 12pm-2pm

$8,500,000

1112 PRESERVE POINT DRIVE
Winter Park, FL 32789

9,159 sqft
5 beds
6 baths
1.94 acres
#MFRO6312768

$3,975,000

1581 FOREST AVENUE
Winter Park, FL 32789

5,979 sqft
4 beds
5 baths
0.39 acres
#O6298754

Price Reduced by 4.79%

$874,900

251 GLENRIDGE WAY
Winter Park, FL 32789

1,836 sqft
3 beds
2.5 baths
0.25 acres
#O6312683

Price Reduced by 2.68%

$179,900

1250 S DENNING DRIVE #108
Winter Park, FL 32789

658 sqft
1 bed
1 bath
0.3 acres
#O6311862

Price Reduced by 3.28%

$332,000

184 SANDLEWOOD TRAIL #2
Winter Park, FL 32789

1,133 sqft
2 beds
2.5 baths
0.19 acres
#O6311365

Price Reduced by 2.92%

$299,999

151 N ORLANDO AVENUE #118
Winter Park, FL 32789

710 sqft
2 beds
1 bath
0.23 acres
#O6311340

$1,514,950

952 MOSS LANE
Winter Park, FL 32789

4,733 sqft
4 beds
3 baths
0.21 acres
#TB8388549

Price Reduced by 2.57%

$1,999,000

633 BALMORAL ROAD
Winter Park, FL 32789

3,837 sqft
4 beds
2.5 baths
0.59 acres
#O6308662

Price Reduced by 4.81%

$2,455,000

521 S PHELPS AVENUE
Winter Park, FL 32789

4,874 sqft
4 beds
4.5 baths
0.24 acres
#O6311128

$1,495,000

1741 PALMER AVENUE
Winter Park, FL 32789

3,822 sqft
3 beds
3 baths
0.3 acres
#O6310656

Price Reduced by 6.27%

$2,590,000

185 SYLVAN BOULEVARD
Winter Park, FL 32789

4,160 sqft
4 beds
4.5 baths
0.21 acres
#O6304627

$325,000

1308 S PENNSYLVANIA AVENUE #3
Winter Park, FL 32789

823 sqft
1 bed
1 bath
0.04 acres
#O6309737

Price Reduced by 7.09%

$244,999

200 SAINT ANDREWS BOULEVARD #3002
Winter Park, FL 32792

1,219 sqft
2 beds
1.5 baths
19.03 acres
#O6309831

Price Reduced by 5.73%

$1,899,900

1521 CHESTNUT AVENUE
Winter Park, FL 32789

3,703 sqft
4 beds
3 baths
0.17 acres
#A4651868

Price Reduced by 5%

$414,999

920 GLORIOSA AVENUE
Winter Park, FL 32789

1,685 sqft
3 beds
2 baths
0.19 acres
#O6308556

Price Reduced by 0%

$2,389,000

2412 CHANTILLY AVENUE
Winter Park, FL 32789

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

$2,900,000

1401 GREEN COVE ROAD
Winter Park, FL 32789

6,756 sqft
4 beds
5.5 baths
0.27 acres
#O6306675

Open House Aug 2nd 11am-2pm

$207,900

2500 LEE ROAD #134
Winter Park, FL 32789

645 sqft
1 bed
1 bath
#V4942639

Price Reduced by 0.95%

$999,000

913 MOSS LANE
Winter Park, FL 32789

1,887 sqft
3 beds
2 baths
0.19 acres
#O6307671

Price Reduced by 4.77%

$241,000

151 ORLANDO AVENUE #204
Winter Park, FL 32789

710 sqft
2 beds
1 bath
0.28 acres
#O6307468

Price Reduced by 1.63%

$564,900

100 S INTERLACHEN AVENUE #410F
Winter Park, FL 32789

901 sqft
2 beds
1 bath
0.02 acres
#O6303353

$1,999,500

1840 BRYAN AVENUE
Winter Park, FL 32789

4,665 sqft
4 beds
3.5 baths
0.29 acres
#O6304239

Price Reduced by 4.56%

$675,000

1399 ALOMA AVENUE
Winter Park, FL 32789

2,178 sqft
3 beds
2 baths
0.19 acres
#O6304495

Open House Aug 2nd 11am-1pm

$1,249,000

2525 VENETIAN WAY
Winter Park, FL 32789

2,714 sqft
3 beds
2.5 baths
0.23 acres
#O6304121

Price Reduced by 7.48%

$1,325,000

2105 FOSGATE DRIVE
Winter Park, FL 32789

3,787 sqft
5 beds
4 baths
0.27 acres
#O6303680

Price Reduced by 4.33%

$1,449,000

1644 HIBISCUS AVENUE
Winter Park, FL 32789

3,497 sqft
3 beds
3 baths
0.36 acres
#O6302902

Price Reduced by 1.43%

$709,990

1655 SUNNYSIDE DRIVE
Maitland, FL 32751

1,766 sqft
3 beds
2 baths
0.17 acres
#O6302769

Price Reduced by 1.39%

$241,900

200 SAINT ANDREWS BOULEVARD #2306
Winter Park, FL 32792

987 sqft
2 beds
2 baths
#O6301808

Price Reduced by 3.2%

$149,000

1000 S SEMORAN BOULEVARD #408
Winter Park, FL 32792

776 sqft
1 bed
1 bath
6.04 acres
#R4909221

Price Reduced by 5.1%

$149,000

1000 S SEMORAN BOULEVARD #404
Winter Park, FL 32792

776 sqft
1 bed
1 bath
6.04 acres
#R4909220

Price Reduced by 5.1%

$149,000

1000 S SEMORAN BOULEVARD #306
Winter Park, FL 32792

796 sqft
1 bed
1 bath
#R4909222

Price Reduced by 5.1%

$185,000

1695 LEE ROAD #E215
Winter Park, FL 32789

1,149 sqft
3 beds
2 baths
0.41 acres
#S5125345

Price Reduced by 7.5%

$1,200,000

1341 LYNDALE BOULEVARD
Winter Park, FL 32789

3,020 sqft
4 beds
3 baths
0.16 acres
#O6299820

Price Reduced by 7.62%

$2,100,000

2614 PARKLAND DRIVE
Winter Park, FL 32789

4,610 sqft
4 beds
3.5 baths
0.23 acres
#O6301489

Price Reduced by 0.9%

$649,000

640 KILLARNEY BAY COURT #4
Winter Park, FL 32789

1,718 sqft
2 beds
2.5 baths
0.13 acres
#O6300075

Price Reduced by 1.52%

1-100 of 147

Search Map Area

Draw Shape

Show Places

Kathleen "Kate" Kennedy(845) 461-9889
kate@kateinrealestate.com
Copy Email

Home

Account

Login
Sign Up

© 2025 Imagine Properties. All rights reserved.

Website built by CloseHack!

Northwest Multiple Listing Service

The information contained in this listing has not been verified by Northwest Multiple Listing Service (NWMLS) - WA and should be verified by the buyer.

Based on information submitted to the MLS GRID as of 2025-06-17 21:38:30. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The database information herein is provided from and copyrighted by the Northwest Multiple Listing Service (NWMLS). NWMLS data may not be reproduced or redistributed and is only for people viewing this site. Listings that feature the "three tree" icon are provided courtesy of NWMLS. All information provided is deemed reliable but is not guaranteed and should be independently verified. All properties are subject to prior sale or withdrawal. All rights are reserved by copyright.

Copyright 2024 Northwest Multiple Listing Service. All rights reserved.

New Jersey Multiple Listing Service, Inc.

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than {realtor_group_name} are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 01/09/2023

2023 New Jersey Multiple Listing Service, Inc. All rights reserved.

Beaches MLS

© BEACHES MLS. All rights reserved. Information Deemed Reliable, but Not Guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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: {realtor_group_name}

OneKey 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.