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57 Properties Available

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240 N PHELPS AVE, Winter Park, FL 32789
Open Sat 1PM-3PM

$1,999,900

240 N PHELPS AVE, Winter Park, FL 32789

5 Beds5 Baths2,889 SqFt

Listed by Nick McKee KELLER WILLIAMS WINTER PARK

Stellar MLS
1821 ENGLEWOOD RD, Winter Park, FL 32789
Open Sat 12PM-2PM

$2,950,000

1821 ENGLEWOOD RD, Winter Park, FL 32789

5 Beds6 Baths3,863 SqFt

Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
220 KILLARNEY BAY CT #6-2, Winter Park, FL 32789
3D
Coming Soon

$339,000

220 KILLARNEY BAY CT #6-2, Winter Park, FL 32789

2 Beds2 Baths1,140 SqFt

Listed by Cindy Gold COLDWELL BANKER REALTY

Stellar MLS
1111 WASHINGTON AVE #3, Winter Park, FL 32789
Active

$1,495

1111 WASHINGTON AVE #3, Winter Park, FL 32789

2 Beds2 Baths1,084 SqFt

Listed by Amy Spano WILSON MANAGEMENT GROUP

Stellar MLS
1415 HARMON AVE, Winter Park, FL 32789
3D
Active

$3,400

1415 HARMON AVE, Winter Park, FL 32789

3 Beds3 Baths1,753 SqFt

Listed by Lukasz Sokolowski HOST MANAGEMENT GROUP LLC

Stellar MLS
310 GRANADA DR, Winter Park, FL 32789
Active

$325,000

310 GRANADA DR, Winter Park, FL 32789

3 Beds2 Baths1,344 SqFt

Listed by Milton James COLDWELL BANKER REALTY

Stellar MLS
100 S INTERLACHEN AVE #401, Winter Park, FL 32789
Active

$825,000

100 S INTERLACHEN AVE #401, Winter Park, FL 32789

3 Beds2 Baths1,639 SqFt

Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES

Stellar MLS
307 SANDLEWOOD TRL, Winter Park, FL 32789
Active

$1,850

307 SANDLEWOOD TRL, Winter Park, FL 32789

2 Beds3 Baths960 SqFt

Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

Stellar MLS
712 BAFFIE AVE, Winter Park, FL 32789
Active

$419,900

712 BAFFIE AVE, Winter Park, FL 32789

3 Beds1 Bath1,304 SqFt

Listed by George Bateman, III RP INVESTMENT REALTY LLC

Stellar MLS
698 N NEW YORK AVE, Winter Park, FL 32789
Active

$5,995,000

698 N NEW YORK AVE, Winter Park, FL 32789

5 Beds6 Baths5,096 SqFt

Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
1660 ORANGE AVE, Winter Park, FL 32789
Active

$449,900

1660 ORANGE AVE, Winter Park, FL 32789

3 Beds2 Baths1,614 SqFt

Listed by Gaby Murillo EXP REALTY LLC

Stellar MLS
440 CLARENDON AVE, Winter Park, FL 32789
Active

$7,995

440 CLARENDON AVE, Winter Park, FL 32789

4 Beds4 Baths3,184 SqFt

Listed by Meg Dolan FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1742 TEMPLE DR, Winter Park, FL 32789
Active

$3,545,995

1742 TEMPLE DR, Winter Park, FL 32789

4 Beds5 Baths3,658 SqFt

Listed by Mark Anthony Buot ROI AVE LLC

Stellar MLS
901 GOLFVIEW TER, Winter Park, FL 32789
Active

$6,795,000

901 GOLFVIEW TER, Winter Park, FL 32789

5 Beds6 Baths5,479 SqFt

Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
250 CAROLINA AVE #202, Winter Park, FL 32789
Active

$649,000

250 CAROLINA AVE #202, Winter Park, FL 32789

3 Beds2 Baths1,450 SqFt

Listed by Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1271 PALMER AVE, Winter Park, FL 32789
Active

$2,125,000

1271 PALMER AVE, Winter Park, FL 32789

4 Beds5 Baths2,850 SqFt

Listed by JR Keelin KELLY PRICE & COMPANY LLC

Stellar MLS
2661 VIA TUSCANY, Winter Park, FL 32789
Active

$5,500,000

2661 VIA TUSCANY, Winter Park, FL 32789

4 Beds5 Baths3,880 SqFt

Listed by Nohora Gomez COLDWELL BANKER REALTY

Stellar MLS
660 OSCEOLA AVE #101, Winter Park, FL 32789
Active

$8,500

660 OSCEOLA AVE #101, Winter Park, FL 32789

3 Beds4 Baths2,714 SqFt

Listed by Jennifer King CORCORAN PREMIER REALTY

Stellar MLS
1220 HOWELL BRANCH RD, Winter Park, FL 32789
Active

$950,000

1220 HOWELL BRANCH RD, Winter Park, FL 32789

3 Beds2 Baths1,487 SqFt

Listed by Fook Snipper PARK PLACE REAL ESTATE

Stellar MLS
471 HOLT AVE, Winter Park, FL 32789
Active

$925,000

471 HOLT AVE, Winter Park, FL 32789

4 Beds3 Baths2,528 SqFt

Listed by Tina Bollet FLORIDA HOME TEAM REALTY LLC

Stellar MLS
2207 KINDEL AVE, Winter Park, FL 32789
Active

$1,575,000

2207 KINDEL AVE, Winter Park, FL 32789

3 Beds3 Baths2,733 SqFt

Listed by Sandra Velasquez THE SIMON SIMAAN GROUP

Stellar MLS
751 PANSY AVE, Winter Park, FL 32789
Active

$1,875,000

751 PANSY AVE, Winter Park, FL 32789

3 Beds4 Baths2,703 SqFt

Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

Stellar MLS
450 W CANTON AVE, Winter Park, FL 32789
Active

$3,000

450 W CANTON AVE, Winter Park, FL 32789

3 Beds2 Baths1,782 SqFt

Listed by Kelly Price KELLY PRICE & COMPANY LLC

Stellar MLS
1250 S DENNING DR #Unit 233, Winter Park, FL 32789
Active

$242,500

1250 S DENNING DR #Unit 233, Winter Park, FL 32789

2 Beds2 Baths913 SqFt

Listed by Samuel Kingsford STOCKWORTH REALTY GROUP

Stellar MLS
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Duskie Smith
License ID: BK3293785
+1(813) 562-1233
duskielove@gmail.com
1400 S International Pkwy, Lake Mary, FL 32746, USA

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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.

TREC Consumer Protection Notice

TREC Information About Brokerage Services

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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

default

Get My App

Duskie Smith
License ID: BK3293785
+1(813) 562-1233
duskielove@gmail.com
1400 S International Pkwy, Lake Mary, FL 32746, USA

  • Home
  • Buy
    1. All Listings
    2. Featured Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Sold Listings
  • Connect
    1. Contact Us
  • DOWN PAYMENT ASSISTANCE
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.

TREC Consumer Protection Notice

TREC Information About Brokerage Services

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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