Lakeside Realty Windermere Inc.
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Recent Sold
  • Rent
    1. Rental Listings
  • About
    1. My Team
    2. About Us
    3. Contact Us
    4. Reviews
  • Market Snapshot
Register
/
Sign In
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
    Beds Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Baths Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
  • List
  • Mixed
  • Map
City: Winter Park, FL
Open House
Map
21 Properties Available

21 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
1261 MICHIGAN AVE, Winter Park, FL 32789
1/42
Open Sun 12PM-2PM

$650,000

3 Beds3 Baths1,798 SqFt

1261 MICHIGAN AVE, Winter Park, FL 32789

Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES

Stellar MLS
2168 RIDGE DR, Winter Park, FL 32792
1/27
Open 11/4 5PM-7PM

$365,000

3 Beds2 Baths1,208 SqFt

2168 RIDGE DR, Winter Park, FL 32792

Listed by Uwem Akpan CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
7463 CANFORD CT #15, Winter Park, FL 32792
1/44
Open Sat 11AM-2PM

$270,000

3 Beds3 Baths1,580 SqFt

7463 CANFORD CT #15, Winter Park, FL 32792

Listed by Maria Santana EXP REALTY LLC

Stellar MLS
1825 WHITEHALL DR, Winter Park, FL 32789
1/98
Open Sat 12PM-4PM

$3,195,000

4 Beds6 Baths4,311 SqFt

1825 WHITEHALL DR, Winter Park, FL 32789

Listed by Ahmad Hassan, PA COMPASS FLORIDA LLC

Stellar MLS
1740 PURITAN AVE, Winter Park, FL 32792
1/16
Open Sat 12PM-3PM

$314,000

3 Beds2 Baths1,229 SqFt

1740 PURITAN AVE, Winter Park, FL 32792

Listed by Brenda Brooks KELLER WILLIAMS REALTY SMART 1

Stellar MLS
1751 GLENCOE RD, Winter Park, FL 32789
1/67
Open Sat 12PM-2PM

$3,390,000

5 Beds7 Baths4,520 SqFt

1751 GLENCOE RD, Winter Park, FL 32789

Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC

Stellar MLS
1760 OAKHURST AVE, Winter Park, FL 32789
1/41
Open Sat 1PM-4PM
3D

$2,500,000

5 Beds5 Baths3,700 SqFt

1760 OAKHURST AVE, Winter Park, FL 32789

Listed by Sylvester Harding SIERRA REALTY GROUP LLC

Stellar MLS
1737 INDIANA AVE, Winter Park, FL 32789
1/38
Open 11/15 12PM-4PM

$1,399,900

4 Beds4 Baths2,984 SqFt

1737 INDIANA AVE, Winter Park, FL 32789

Listed by Tori Nguyen LOKATION

Stellar MLS
2823 PARKLAND CIRCLE, Winter Park, FL 32789
1/46
Open Sat 12PM-2PM

$3,250,000

5 Beds6 Baths4,459 SqFt

2823 PARKLAND CIRCLE, Winter Park, FL 32789

Listed by Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
2067 POINCIANA RD, Winter Park, FL 32792
1/90
Open Sat 11AM-1PM
3D

$548,000

4 Beds2 Baths2,352 SqFt

2067 POINCIANA RD, Winter Park, FL 32792

Listed by Brandon Williams WATSON REALTY CORP

Stellar MLS
2322 WOODCREST DR, Winter Park, FL 32792
1/28
Open Sat 12PM-2PM

$650,000

4 Beds2 Baths1,650 SqFt

2322 WOODCREST DR, Winter Park, FL 32792

Listed by Jill Healey KELLER WILLIAMS WINTER PARK

Stellar MLS
555 E LAKE SUE AVE, Winter Park, FL 32789
1/96
Open Sun 1PM-3PM

$2,000,000

4 Beds4 Baths3,776 SqFt

555 E LAKE SUE AVE, Winter Park, FL 32789

Listed by Claudia Davidson KELLER WILLIAMS WINTER PARK

Stellar MLS
533 COUNTRY CLUB DR, Winter Park, FL 32789
1/31
Open Fri 3PM-6PM

$1,599,000

4 Beds4 Baths2,942 SqFt

533 COUNTRY CLUB DR, Winter Park, FL 32789

Listed by Jill Healey KELLER WILLIAMS WINTER PARK

Stellar MLS
2572 FIFESHIRE DR, Winter Park, FL 32792
1/47
Open 11/15 1PM-4PM
3D

$875,000

4 Beds3 Baths2,578 SqFt

2572 FIFESHIRE DR, Winter Park, FL 32792

Listed by MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
2215 WOODCREST DR, Winter Park, FL 32792
1/41
Open Sat 1PM-3PM
3D

$637,500

4 Beds2 Baths1,688 SqFt

2215 WOODCREST DR, Winter Park, FL 32792

Listed by Shari Klafter KELLER WILLIAMS WINTER PARK

Stellar MLS
618 BLAIRSHIRE CIR, Winter Park, FL 32792
1/64
Open Thu 11AM-2PM

$875,000

4 Beds3 Baths1,876 SqFt

618 BLAIRSHIRE CIR, Winter Park, FL 32792

Listed by Ken Pozek REAL BROKER, LLC

Stellar MLS
2207 KINDEL AVE, Winter Park, FL 32789
1/47
Open Sun 12PM-2PM

$1,575,000

3 Beds3 Baths2,733 SqFt

2207 KINDEL AVE, Winter Park, FL 32789

Listed by Sandra Velasquez THE SIMON SIMAAN GROUP

Stellar MLS
276 DETMAR DR, Winter Park, FL 32789
1/81
Open Sat 12PM-3PM
3D

$3,600,000

4 Beds5 Baths4,202 SqFt

276 DETMAR DR, Winter Park, FL 32789

Listed by Melanie Johnston CALL IT CLOSED INTL REALTY

Stellar MLS
2703 TIERRA CIR, Winter Park, FL 32792
1/54
Open Thu 4PM-7PM
3D

$449,000

3 Beds2 Baths1,737 SqFt

2703 TIERRA CIR, Winter Park, FL 32792

Listed by Tony Ubaldini EXP REALTY LLC

Stellar MLS
101 S NEW YORK AVE #311, Winter Park, FL 32789
1/39
Open Sun 2PM-4PM

$1,775,000

3 Beds4 Baths3,112 SqFt

101 S NEW YORK AVE #311, Winter Park, FL 32789

Listed by Tiffany Grindstaff KELLY PRICE & COMPANY LLC

Stellar MLS
630 KILLARNEY BAY CT #3, Winter Park, FL 32789
1/55
Open Sat 11AM-2PM

$449,900

2 Beds3 Baths1,428 SqFt

630 KILLARNEY BAY CT #3, Winter Park, FL 32789

Listed by Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

Stellar MLS
  • 1

explore listings

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
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.
Lakeside Logo 2019 WHITE
Lakeside Realty Windermere Inc.
Francisco Orchilles
+1(407) 925-4552
frank@orchillesrealtygroup.com
430 Main St, Windermere, FL 34786, USA

Get My App

  • Home
  • Rent
    1. Rental Listings
  • Buy
    1. All Listings
    2. Featured Listings
  • About
    1. My Team
    2. About Us
    3. Contact Us
    4. Reviews
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Recent Sold
  • Market Snapshot

Powered by Lofty Inc. Copyright 2026. 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.
Lakeside Logo 2019 WHITE
Lakeside Realty Windermere Inc.
Francisco Orchilles
+1(407) 925-4552
frank@orchillesrealtygroup.com
430 Main St, Windermere, FL 34786, USA

Get My App

  • Home
  • Rent
    1. Rental Listings
  • Buy
    1. All Listings
    2. Featured Listings
  • About
    1. My Team
    2. About Us
    3. Contact Us
    4. Reviews
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Recent Sold
  • Market Snapshot

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

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