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44 Properties

44 Properties Available

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250 CORTLAND AVE, Winter Park, FL 32789
Exclusive Listing
1/68 68
Active

$ 950,000

3 Beds2 Baths2,114 SqFt

250 CORTLAND AVE, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
640 ARJAY WAY, Winter Park, FL 32789
1/99 99
Open Thu 5:30PM-7:30PM

$ 2,150,000

5 Beds5 Baths3,930 SqFt

640 ARJAY WAY, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
263 BLOSSOM LN, Winter Park, FL 32789
1/19 19
Active

$ 2,150

2 Beds1 Bath1,076 SqFt

263 BLOSSOM LN, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
1860 VIA CONTESSA, Winter Park, FL 32789
1/90 90
Active

$ 16,550

8 Beds6 Baths7,000 SqFt

1860 VIA CONTESSA, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
255 STIRLING AVE, Winter Park, FL 32789
1/53 53
Pending

$ 3,100,000

4 Beds4 Baths3,635 SqFt

255 STIRLING AVE, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
2825 MULFORD AVE, Winter Park, FL 32789
1/32 32
Active

$ 675,000

2 Beds2 Baths1,249 SqFt

2825 MULFORD AVE, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
640 PARK AVE N #26, Winter Park, FL 32789
1/26 26
Active

$ 598,400

2 Beds2 Baths858 SqFt

640 PARK AVE N #26, Winter Park, FL 32789

Condo

Listed by

Stellar MLS
1278 S PENNSYLVANIA AVE #13, Winter Park, FL 32789
1/39 39
Active

$ 784,000

3 Beds3 Baths1,957 SqFt

1278 S PENNSYLVANIA AVE #13, Winter Park, FL 32789

Condo

Listed by

Stellar MLS
501 W CANTON AVE, Winter Park, FL 32789
1/29 29
Pending

$ 6,450

3 Beds3 Baths2,165 SqFt

501 W CANTON AVE, Winter Park, FL 32789

Townhouse

Listed by

Stellar MLS
1450 CHESTNUT AVE, Winter Park, FL 32789
1/39 39
Active

$ 1,095,000

3 Beds4 Baths1,942 SqFt

1450 CHESTNUT AVE, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
720 W WEBSTER AVE, Winter Park, FL 32789
1/22 22
Active

$ 575,000

3 Beds2 Baths1,356 SqFt

720 W WEBSTER AVE, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
1641 CHESTNUT AVE, Winter Park, FL 32789
1/15 15
Active

$ 3,495

3 Beds3 Baths1,750 SqFt

1641 CHESTNUT AVE, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
715 VIA BELLA, Winter Park, FL 32789
1/60 60
Active

$ 2,249,000

5 Beds4 Baths4,328 SqFt

715 VIA BELLA, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
250 Cortland AVE, Winter Park, FL 32789
1/72 72
Price Dropped by $5K

$ 950,000

3 Beds2 Baths2,114 SqFt

250 Cortland AVE, Winter Park, FL 32789

Single Family Home

Listed by EXP Realty, LLC

Space Coast Association of Realtors (Brevard MLS)
100 S INTERLACHEN AVE #404, Winter Park, FL 32789
1/52 52
Active

$ 1,195,000

2 Beds2 Baths1,220 SqFt

100 S INTERLACHEN AVE #404, Winter Park, FL 32789

Condo

Listed by

Stellar MLS
1161 VALENCIA AVE, Winter Park, FL 32789
1/66 66
Active

$ 4,595,000

4 Beds5 Baths4,181 SqFt

1161 VALENCIA AVE, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
915 GARDEN DR, Winter Park, FL 32789
3D
Active

$ 940,000

3 Beds3 Baths2,456 SqFt

915 GARDEN DR, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
675 OVERSPIN DR, Winter Park, FL 32789
1/32 32
Active

$ 815,000

4 Beds4 Baths3,062 SqFt

675 OVERSPIN DR, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
2843 RIDDLE DR, Winter Park, FL 32789
1/16 16
Active

$ 2,635

4 Beds3 Baths1,970 SqFt

2843 RIDDLE DR, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
1805 EDWIN BLVD, Winter Park, FL 32789
1/36 36
Active

$ 1,995

3 Beds1 Bath1,158 SqFt

1805 EDWIN BLVD, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
200 SANDLEWOOD TRL #4, Winter Park, FL 32789
1/19 19
Active

$ 1,875

2 Beds3 Baths1,133 SqFt

200 SANDLEWOOD TRL #4, Winter Park, FL 32789

Townhouse

Listed by

Stellar MLS
690 OSCEOLA AVE #407, Winter Park, FL 32789
1/30 30
Active

$ 2,100

1 Bed2 Baths915 SqFt

690 OSCEOLA AVE #407, Winter Park, FL 32789

Condo

Listed by

Stellar MLS
1288 MICHIGAN AVE, Winter Park, FL 32789
1/9 9
Active

$ 3,350

6 Beds3 Baths2,722 SqFt

1288 MICHIGAN AVE, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
240 ORANGE TERRACE DR, Winter Park, FL 32789
1/30 30
Active

$ 525,000

4 Beds2 Baths1,718 SqFt

240 ORANGE TERRACE DR, Winter Park, FL 32789

Single Family Home

Listed by

Stellar MLS
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LPT Realty

Michael Jackson, PLLC License ID: SL3568184

+1(407) 230-5678 mike@michaeljacksonhomes.com

1400 S International Parkway Suite 1020, Mary, FL, 32746

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lptrealty_powerpacks_logos_white_horizontal_primary
LPT Realty

Michael Jackson, PLLC License ID: SL3568184

+1(407) 230-5678 mike@michaeljacksonhomes.com

1400 S International Parkway Suite 1020, Mary, FL, 32746

    • Home
      Market Snapshot
      Calculator
    • Buy
      1. All Listings
      2. Featured Listings
      3. Calculator
      News
      Instant Home Valuation
    • Sell
      1. Sell My Home
      2. Instant Home Valuation
      3. Sold Listings
      Agent Profile
      Contact Us

Get My App

TREC Consumer Protection Notice

TREC Information About Brokerage Services

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.