• Anna Shi
    Anna Shi
    License ID: SL3443257
  • +1(407) 216-1218 anna@homesbyannashi.com
Filters Reset
1 Filter
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
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Reset
3 Filters
3 Filters Applied

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
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Days On Site
Advanced
Less Than
Days
Unit Level

SqFt
Switch to Acre
Sqft
Sqft
Lot Size
Switch to Acre
Sqft
Sqft
Price per Sqft
Monthly HOA Fee
Year Built
Stories
Kitchens
Acres
Full Bathrooms
Half Bathrooms
Frontage
Tax Amount
Land Lease Fee
Keyword
Maintenance Fee
Assessed Value

Fireplace Number

Parking Space
Garage Space
Carport Spaces

Open House
Has Picture
New
Hot
Virtual Tour
3D Tour
Price Reduced
Save Search (4)
Save your search to get Alerts
225 Properties
Map

225 Featured Properties for Sale In Windermere

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
FL >Windermere >
Market Insights
  • 6208 WINTER GARDEN VINELAND RD, Windermere, FL 34786
    6 Beds8 Baths5,441 SqFt
    1/74 74
    Active

    $3,900,000

    6208 WINTER GARDEN VINELAND RD, Windermere, FL 34786

    Listed by WRA BUSINESS & REAL ESTATE

    Stellar MLS
  • 1433 WHITNEY ISLES DR, Windermere, FL 34786
    4 Beds4 Baths3,402 SqFt
    1/46 46
    Price Dropped by $4K

    $815,990

    1433 WHITNEY ISLES DR, Windermere, FL 34786

    Listed by PREFERRED RE BROKERS III

    Stellar MLS
  • 12815 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
    3 Beds3 Baths2,463 SqFt
    1/29 29
    Price Dropped by $9K

    $679,000

    12815 WESTSIDE VILLAGE LOOP, Windermere, FL 34786

    Listed by NUMBER 1 BROKER, LLC

    Stellar MLS
  • 6139 ANDREOZZI LN, Windermere, FL 34786
    4 Beds2 Baths2,555 SqFt
    3D
    Price Dropped by $15K

    $660,000

    6139 ANDREOZZI LN, Windermere, FL 34786

    Listed by THE SIMON SIMAAN GROUP

    Stellar MLS
  • 11021 HAWKSHEAD CT, Windermere, FL 34786
    5 Beds4 Baths3,557 SqFt
    1/18 18
    Price Dropped by $50K

    $1,375,000

    11021 HAWKSHEAD CT, Windermere, FL 34786

    Listed by ALL REAL ESTATE & INVESTMENTS

    Stellar MLS
  • 4819 ALEXANDRA GARDEN CT, Windermere, FL 34786
    4 Beds5 Baths3,745 SqFt
    1/44 44
    Active

    $3,200,000

    4819 ALEXANDRA GARDEN CT, Windermere, FL 34786

    Listed by ISLEWORTH REALTY LLC

    Stellar MLS
  • 7752 MOSER AVE, Windermere, FL 34786
    3 Beds3 Baths1,644 SqFt
    1/60 60
    Active

    $409,900

    7752 MOSER AVE, Windermere, FL 34786

    Listed by JAY WELLS REAL ESTATE INC

    Stellar MLS
  • 8259 MARITIME FLAG ST #4, Windermere, FL 34786
    3 Beds3 Baths1,460 SqFt
    1/34 34
    Active

    $345,000

    8259 MARITIME FLAG ST #4, Windermere, FL 34786

    Listed by REAL BROKER, LLC

    Stellar MLS
  • 1524 LAKE RHEA DR, Windermere, FL 34786
    7 Beds5 Baths4,940 SqFt
    1/73 73
    Price Dropped by $100K

    $1,596,027

    1524 LAKE RHEA DR, Windermere, FL 34786

    Listed by STOCKWORTH REALTY GROUP

    Stellar MLS
  • 11096 LEDGEMENT LN, Windermere, FL 34786
    5 Beds5 Baths3,285 SqFt
    3D
    Price Dropped by $25K

    $949,500

    11096 LEDGEMENT LN, Windermere, FL 34786

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 11922 ANGLE POND AVE, Windermere, FL 34786
    4 Beds4 Baths3,382 SqFt
    1/44 44
    Price Dropped by $15K

    $800,000

    11922 ANGLE POND AVE, Windermere, FL 34786

    Listed by HOMEVEST REALTY

    Stellar MLS
  • 11637 BRICKYARD POND LN, Windermere, FL 34786
    5 Beds6 Baths5,120 SqFt
    1/87 87
    Price Dropped by $110K

    $1,580,000

    11637 BRICKYARD POND LN, Windermere, FL 34786

    Listed by RE/MAX 200 REALTY

    Stellar MLS
  • 13254 PENSHURST LN, Windermere, FL 34786
    5 Beds4 Baths3,720 SqFt
    1/33 33
    Price Dropped by $20K

    $779,000

    13254 PENSHURST LN, Windermere, FL 34786

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 11520 VIA LUCERNA CIR, Windermere, FL 34786
    4 Beds2 Baths2,505 SqFt
    1/60 60
    Active

    $630,000

    11520 VIA LUCERNA CIR, Windermere, FL 34786

    Listed by REAL BROKER, LLC

    Stellar MLS
  • 8575 LOOKOUT POINTE DR, Windermere, FL 34786
    3 Beds3 Baths2,154 SqFt
    3D
    Price Dropped by $10K

    $539,900

    8575 LOOKOUT POINTE DR, Windermere, FL 34786

    Listed by THE REALTY MEDICS

    Stellar MLS
  • 1020 OAKDALE ST, Windermere, FL 34786
    5 Beds5 Baths3,994 SqFt
    1/13 13
    Active

    $2,200,000

    1020 OAKDALE ST, Windermere, FL 34786

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 11660 DELWICK DR, Windermere, FL 34786
    4 Beds5 Baths3,051 SqFt
    1/14 14
    Price Dropped by $20K

    $875,000

    11660 DELWICK DR, Windermere, FL 34786

    Listed by FATHOM REALTY FL LLC

    Stellar MLS
  • 14155 ANCILLA BLVD, Windermere, FL 34786
    3 Beds3 Baths1,629 SqFt
    1/55 55
    Active

    $415,000

    14155 ANCILLA BLVD, Windermere, FL 34786

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 11209 MACAW CT, Windermere, FL 34786
    5 Beds7 Baths6,105 SqFt
    1/56 56
    Active

    $2,895,000

    11209 MACAW CT, Windermere, FL 34786

    Listed by CORCORAN PREMIER REALTY

    Stellar MLS
  • 7135 HORIZON CIR, Windermere, FL 34786
    4 Beds4 Baths3,359 SqFt
    1/60 60
    Price Dropped by $55K

    $1,490,000

    7135 HORIZON CIR, Windermere, FL 34786

    Listed by THE BOSCH GROUP

    Stellar MLS
  • 6947 CUCAMELON CT, Windermere, FL 34786
    5 Beds6 Baths3,680 SqFt
    1/83 83
    Price Dropped by $24K

    $1,075,000

    6947 CUCAMELON CT, Windermere, FL 34786

    Listed by FLORIDA CONNEXION PROPERTIES

    Stellar MLS
  • 6926 CUCAMELON CT, Windermere, FL 34786
    5 Beds4 Baths2,872 SqFt
    1/70 70
    Price Dropped by $49K

    $949,000

    6926 CUCAMELON CT, Windermere, FL 34786

    Listed by CENTURY 21 CARIOTI

    Stellar MLS
  • 12023 GOLD CREEK TRL, Windermere, FL 34786
    7 Beds4 Baths3,928 SqFt
    1/54 54
    Active

    $1,200,000

    12023 GOLD CREEK TRL, Windermere, FL 34786

    Listed by KAZA REAL ESTATE LLC

    Stellar MLS
  • 10750 REAMS RD, Windermere, FL 34786
    3 Beds3 Baths1,826 SqFt
    1/46 46
    Active

    $530,000

    10750 REAMS RD, Windermere, FL 34786

    Listed by EXECUTIVE PROPERTIES

    Stellar MLS
  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 10

explore listings in Windermere

  • 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.

SITE MAP

      Home
      About
      Buy
      1. Orlando
      2. Windermere
      3. Winter Garden
      4. Clermont
      5. Lake Nona
      6. Ocoee
      7. Kissimmee
      8. Davenport
      9. Winter Park
      10. Oviedo
      11. Winter Springs
      12. Winter Haven
      13. Altamonte Springs
      Sell
      1. Home Valuation
      2. Sell My Home
      Resource
      1. Blog
      2. Market Snapshot
      3. Buyer Guide
      4. Calculator
      5. Affordability Calculator
      Contact
2

Homes by Anna | LPT Realty

Anna Shi License ID: SL3443257

+1(407) 216-1218 anna@homesbyannashi.com

6526 Old Brick Road Suite 120-117, Windermere, FL

Get My App

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.

SITE MAP

      Home
      About
      Buy
      1. Orlando
      2. Windermere
      3. Winter Garden
      4. Clermont
      5. Lake Nona
      6. Ocoee
      7. Kissimmee
      8. Davenport
      9. Winter Park
      10. Oviedo
      11. Winter Springs
      12. Winter Haven
      13. Altamonte Springs
      Sell
      1. Home Valuation
      2. Sell My Home
      Resource
      1. Blog
      2. Market Snapshot
      3. Buyer Guide
      4. Calculator
      5. Affordability Calculator
      Contact
2

Homes by Anna | LPT Realty

Anna Shi License ID: SL3443257

+1(407) 216-1218 anna@homesbyannashi.com

6526 Old Brick Road Suite 120-117, Windermere, FL

Get My App

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

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