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    1. *40 Hour Work Week*
    2. *Ambitious Real Estate Agent Wanted NOW*
    3. *Your Referrals Help The Kids
    4. Join Us Agents
    5. Local Real Estate Information
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  • Buyer
    1. All Listings
    2. Featured Listings
    3. Sold Listings
    4. 50 Homes For 50 Fallen
    5. 10 Best Buy Hotlist
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    9. Ask a Real Estate Expert
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    11. Buy With Zero Down
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    14. Fixer Uppers: Myths and Facts
    15. Foreclosures Hotlist
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    19. Homes with Pools Hotlist
    20. Hotlist of Upscale Homes
    21. Mortgage Pre-Approval
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    24. Multiple Listing
    25. New Homes vs Resale
    26. No Money Down Hotlist
    27. Open House
    28. Our Homes for Sale
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    31. Save Thousands
    32. Stop Paying Rent
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    34. VIP INSIDER ACCESS
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    1. Sell My Home
    2. Home Estimate
    3. 10 Questions Agents Hate
    4. 27 Seller Tips
    5. Avoid Legal Mistakes
    6. Avoid these mistakes
    7. Become a VIP Seller
    8. Buy This Home Ill Buy Yours
    9. Cash For your Home
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    14. Getting Best Price
    15. Get the Price You Want
    16. Guaranteed Offer
    17. How to Sell a Home that Didnt Sell
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    21. Pass Your Inspection
    22. Why Didnt My Home Sell
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358 Properties

358 Properties Available In Windermere

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  • Beds (Most)
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FL >Windermere >
Market Insights
13786 SUMMER HARBOR COURT, Windermere, FL 34786
1/2 2

$3,500

Active

Single Family Home

4 Beds 3 Baths 2,236 SqFt

13786 SUMMER HARBOR COURT, Windermere, FL 34786

Welcome to Summerport Trail community of Windermere, nightly Disney fireworks display from your front porch. Spacious la...

Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

Stellar MLS
7728 MOSER AVE, Windermere, FL 34786
1/21 21

$2,500

Active

Townhouse

3 Beds 3 Baths 1,644 SqFt

7728 MOSER AVE, Windermere, FL 34786

This beautiful 3-bedroom 2.5 bath townhouse with 2 car garage is an END UNIT located at a desirable community, Berkshire...

Listed by FLORIDA REALTY INVESTMENTS

Stellar MLS
8424 LAKE BURDEN CIR, Windermere, FL 34786
1/94 94

$1,650,000

Active

Single Family Home

5 Beds 4 Baths 3,810 SqFt

8424 LAKE BURDEN CIR, Windermere, FL 34786

Keene's Pointe is more than a neighborhood; it's a lifestyle. This 24-hour attended, gated community in Windermere is ho...

Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY

Stellar MLS
9353 GOTHA RD, Windermere, FL 34786
1/54 54

$1,199,000

Active

Single Family Home

4 Beds 4 Baths 3,042 SqFt

9353 GOTHA RD, Windermere, FL 34786

Rare Opportunity…1+ Acre…Courtyard Design… Fully Updated Pool Home. This distinctive U-shaped pool home features a 2000 ...

Listed by REAL LIVING R E SOLUTIONS

Stellar MLS
7620 SUTHERTON LN, Windermere, FL 34786
1/23 23

$2,600

Active

Townhouse

3 Beds 3 Baths 1,480 SqFt

7620 SUTHERTON LN, Windermere, FL 34786

Welcome to this beautiful, pristine 3 Bedrooms, 2.5 Bathrooms townhouse facing a park and enjoying pond views at the end...

Listed by UNIONE REALTY INC

Stellar MLS
7552 LAKE ALBERT DR, Windermere, FL 34786

$4,000

Active

Single Family Home

5 Beds 4 Baths 3,406 SqFt

7552 LAKE ALBERT DR, Windermere, FL 34786

More pics to come; will be updated tomorrow. <br>Available JULY 15, 2025! <br>Schedule a showing this awesome 5 bedroom...

Listed by METRO CITY REALTY

Stellar MLS
8623 VIA TRIESTE DR, Windermere, FL 34786
1/35 35

$3,300

Active

Townhouse

4 Beds 4 Baths 2,464 SqFt

8623 VIA TRIESTE DR, Windermere, FL 34786

Available now for quick move-in. Charming corner townhome with 4 bedrooms, 3.5 bath and a loft area. Rent INCLUDES utili...

Listed by THE REAL ESTATE COLLECTION LLC

Stellar MLS
8752 LOOKOUT POINTE DR, Windermere, FL 34786
1/59 59

$929,000

Active

Single Family Home

4 Beds 4 Baths 3,270 SqFt

8752 LOOKOUT POINTE DR, Windermere, FL 34786

Experience the enchantment of a luxurious lifestyle with a home that offers elegance, comfort, and a touch of magic. Wel...

Listed by LA ROSA REALTY PREMIER LLC

Stellar MLS
8402 LAKE BURDEN CIR, Windermere, FL 34786
1/50 50

$13,000

Active

Single Family Home

5 Beds 7 Baths 6,248 SqFt

8402 LAKE BURDEN CIR, Windermere, FL 34786

Experience luxury waterfront living in the prestigious gated community of Keene's Pointe. This custom estate offers over...

Listed by COMPASS FLORIDA LLC

Stellar MLS
7229 SUNNY MEADOW ALY, Windermere, FL 34786
1/27 27

$3,150

Active

Single Family Home

4 Beds 3 Baths 2,365 SqFt

7229 SUNNY MEADOW ALY, Windermere, FL 34786

Spacious single house in heart of Windermere! Perfect location! Graded school zone. No houses on the front. 4 Bedroom an...

Listed by KYLIN REALTY LLC

Stellar MLS
7401 LEIGHSIDE DR, Windermere, FL 34786
1/41 41

$2,850

Active

Townhouse

3 Beds 3 Baths 1,881 SqFt

7401 LEIGHSIDE DR, Windermere, FL 34786

Spacious 3-Bedroom Townhome with Private Courtyard & Resort-Style Amenities!!! <br> <br>Don't miss this beautifully main...

Listed by MCO REALTY

Stellar MLS
11333 CAMDEN PARK DR, Windermere, FL 34786
1/57 57

$1,475,000

Price Dropped by $20K

Single Family Home

5 Beds 5 Baths 3,449 SqFt

11333 CAMDEN PARK DR, Windermere, FL 34786

One or more photo(s) has been virtually staged. Nestled within highly sought after guard gated community, this exception...

Listed by KARDOSH REALTY

Stellar MLS
11837 CAVE RUN AVE, Windermere, FL 34786
1/44 44

$764,999

Price Dropped by $24K

Single Family Home

4 Beds 4 Baths 3,407 SqFt

11837 CAVE RUN AVE, Windermere, FL 34786

Rare Opportunity in Windermere Trails! <br> <br>Welcome to this beautiful residence in the highly sought-after Windermer...

Listed by US SQUARE REAL ESTATE

Stellar MLS
3417 BAY MEADOW CT, Windermere, FL 34786
1/50 50

$1,580,000

Price Dropped by $20K

Single Family Home

4 Beds 4 Baths 2,681 SqFt

3417 BAY MEADOW CT, Windermere, FL 34786

Fully renovated modern residence on a spacious 1-acre lot, featuring a brand-new contemporary kitchen with custom cabine...

Listed by ON ME REALTY

Stellar MLS
6905 CUCAMELON CT, Windermere, FL 34786
1/63 63

$1,090,000

Active

Single Family Home

5 Beds 4 Baths 3,232 SqFt

6905 CUCAMELON CT, Windermere, FL 34786

*** WELCOME HOME TO THE BEST LOT IN THE NEIGHBORHOOD, NESTLED BETWEEN LAKES, PONDS AND NATURE. THIS SOPHISTICATED, IMMAC...

Listed by AGENT TRUST REALTY CORPORATION

Stellar MLS
12884 PENSHURST LN, Windermere, FL 34786
1/28 28

$599,000

Active

Single Family Home

4 Beds 3 Baths 2,574 SqFt

12884 PENSHURST LN, Windermere, FL 34786

BRAND NEW ROOF! Freshly painted with brand-new flooring throughout, this beautifully maintained single-story home is the...

Listed by UNIONE REALTY INC

Stellar MLS
13252 VENNETTA WAY, Windermere, FL 34786
1/17 17

$559,000

Price Dropped by $20K

Single Family Home

4 Beds 4 Baths 2,413 SqFt

13252 VENNETTA WAY, Windermere, FL 34786

Looking to sell asap. Priced to move. This beautiful Windermere home has 4 bedroom and 3.5 baths, has granite and stai...

Listed by LPT REALTY, LLC

Stellar MLS
8192 BOAT HOOK LOOP #205, Windermere, FL 34786
1/24 24

$354,900

Active

Condo

3 Beds 2 Baths 1,455 SqFt

8192 BOAT HOOK LOOP #205, Windermere, FL 34786

Stunning 3-Bedroom Condo in Lakeside at Lakes of Windermere, FL <br> <br>Welcome to your dream home in the highly sought...

Listed by RE/MAX PRIME PROPERTIES

Stellar MLS
11754 WATERSTONE LOOP DR, Windermere, FL 34786
1/54 54

$1,400,000

Active

Single Family Home

4 Beds 3 Baths 3,049 SqFt

11754 WATERSTONE LOOP DR, Windermere, FL 34786

Exceptional single-story Silliman-built home in the 24-hour guard-gated community of Waterstone, adjacent to Windermere ...

Listed by STOCKWORTH REALTY GROUP

Stellar MLS
7971 BROFIELD AVE, Windermere, FL 34786
1/22 22

$749,900

Active

Single Family Home

4 Beds 4 Baths 2,805 SqFt

7971 BROFIELD AVE, Windermere, FL 34786

Move-in Ready, this 4 Bedroom, 3 ½ Bath, and 3-Car Garage located in the desired Windermere, Orlando area. This Beautifu...

Listed by AGENT TRUST REALTY CORPORATION

Stellar MLS
5130 SUN PALM DR, Windermere, FL 34786
1/31 31

$562,500

Price Dropped by $2K

Single Family Home

3 Beds 2 Baths 1,723 SqFt

5130 SUN PALM DR, Windermere, FL 34786

Welcome to 5130 Sun Palm Drive, located in the heart of WINDERMERE! This beautifully maintained 3-bedroom, 2-bath home o...

Listed by ROBERT SLACK LLC

Stellar MLS
12884 CALDERDALE AVE, Windermere, FL 34786
1/40 40

$390,000

Price Dropped by $9K

Townhouse

3 Beds 3 Baths 1,565 SqFt

12884 CALDERDALE AVE, Windermere, FL 34786

Stunning End Unit Townhome with Pond Views in Windermere! <br>Welcome to this beautifully maintained 3-bedroom, 2.5-bath...

Listed by RE/MAX PRIME PROPERTIES

Stellar MLS
5552 REMSEN CAY LN, Windermere, FL 34786
1/49 49

$1,280,000

Active

Single Family Home

4 Beds 4 Baths 3,633 SqFt

5552 REMSEN CAY LN, Windermere, FL 34786

LAKEFRONT!!! Gorgeous 4 BR, 3.5 BA TWO STORY, POOL HOME on a wide LAKEFRONT lot on LAKE Speer in WINDERMERE. The home ha...

Listed by JWJ REALTY LLC

Stellar MLS
11686 WATER RUN ALY, Windermere, FL 34786
1/24 24

$409,000

Active

Townhouse

3 Beds 3 Baths 1,584 SqFt

11686 WATER RUN ALY, Windermere, FL 34786

Located in the heart of Windermere, this 3-bedroom, 2.5-bath townhome blends modern comfort with everyday convenience, o...

Listed by COMPASS FLORIDA LLC

Stellar MLS
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Buy With Boland

Whitney Boland

+1(727) 657-1265 whitney@buywithboland.com

2234 Lithia Center Lane, Valrico, Florida, 33596, USA
    • Home
      Seller
      1. Sell My Home
      2. Home Estimate
      3. 10 Questions Agents Hate
      4. 27 Seller Tips
      5. Avoid Legal Mistakes
      6. Avoid these mistakes
      7. Become a VIP Seller
      8. Buy This Home Ill Buy Yours
      9. Cash For your Home
      10. Divorce
      11. Empty Nesting
      12. Find Out What This Home Is Sold For
      13. For Sale By Owner
      14. Getting Best Price
      15. Get the Price You Want
      16. Guaranteed Offer
      17. How to Sell a Home that Didnt Sell
      18. How to Sell Your Home for More
      19. Kids and Moving
      20. Pets and Moving
      21. Pass Your Inspection
      22. Why Didnt My Home Sell
    • General
      1. *40 Hour Work Week*
      2. *Ambitious Real Estate Agent Wanted NOW*
      3. *Your Referrals Help The Kids
      4. Join Us Agents
      5. Local Real Estate Information
      6. Our Team
      7. Refer a Friend
      8. Save on Expenses
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
      5. Blogs
    • Buyer
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. 50 Homes For 50 Fallen
      5. 10 Best Buy Hotlist
      6. 13 Extra Cost
      7. 6 Buyer Mistakes
      8. 9 Common Buyer Traps
      9. Ask a Real Estate Expert
      10. Best Financing Rate
      11. Buy With Zero Down
      12. First Time Buyer Hotlist
      13. Exclusive Fixer Upper Hotlist
      14. Fixer Uppers: Myths and Facts
      15. Foreclosures Hotlist
      16. Get New Listings
      17. Home Warranty
      18. Homes with Land Hotlist
      19. Homes with Pools Hotlist
      20. Hotlist of Upscale Homes
      21. Mortgage Pre-Approval
      22. Moving Company
      23. Moving Up
      24. Multiple Listing
      25. New Homes vs Resale
      26. No Money Down Hotlist
      27. Open House
      28. Our Homes for Sale
      29. Real Estate Lawyer
      30. Save $5000 Guaranteed
      31. Save Thousands
      32. Stop Paying Rent
      33. Sunday Tour of Homes
      34. VIP INSIDER ACCESS
      Market Snapshot

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 logo
Buy With Boland

Whitney Boland

+1(727) 657-1265 whitney@buywithboland.com

2234 Lithia Center Lane, Valrico, Florida, 33596, USA
    • Home
      Seller
      1. Sell My Home
      2. Home Estimate
      3. 10 Questions Agents Hate
      4. 27 Seller Tips
      5. Avoid Legal Mistakes
      6. Avoid these mistakes
      7. Become a VIP Seller
      8. Buy This Home Ill Buy Yours
      9. Cash For your Home
      10. Divorce
      11. Empty Nesting
      12. Find Out What This Home Is Sold For
      13. For Sale By Owner
      14. Getting Best Price
      15. Get the Price You Want
      16. Guaranteed Offer
      17. How to Sell a Home that Didnt Sell
      18. How to Sell Your Home for More
      19. Kids and Moving
      20. Pets and Moving
      21. Pass Your Inspection
      22. Why Didnt My Home Sell
    • General
      1. *40 Hour Work Week*
      2. *Ambitious Real Estate Agent Wanted NOW*
      3. *Your Referrals Help The Kids
      4. Join Us Agents
      5. Local Real Estate Information
      6. Our Team
      7. Refer a Friend
      8. Save on Expenses
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
      5. Blogs
    • Buyer
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. 50 Homes For 50 Fallen
      5. 10 Best Buy Hotlist
      6. 13 Extra Cost
      7. 6 Buyer Mistakes
      8. 9 Common Buyer Traps
      9. Ask a Real Estate Expert
      10. Best Financing Rate
      11. Buy With Zero Down
      12. First Time Buyer Hotlist
      13. Exclusive Fixer Upper Hotlist
      14. Fixer Uppers: Myths and Facts
      15. Foreclosures Hotlist
      16. Get New Listings
      17. Home Warranty
      18. Homes with Land Hotlist
      19. Homes with Pools Hotlist
      20. Hotlist of Upscale Homes
      21. Mortgage Pre-Approval
      22. Moving Company
      23. Moving Up
      24. Multiple Listing
      25. New Homes vs Resale
      26. No Money Down Hotlist
      27. Open House
      28. Our Homes for Sale
      29. Real Estate Lawyer
      30. Save $5000 Guaranteed
      31. Save Thousands
      32. Stop Paying Rent
      33. Sunday Tour of Homes
      34. VIP INSIDER ACCESS
      Market Snapshot

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.