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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
    6. Our Team
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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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    8. 9 Common Buyer Traps
    9. Ask a Real Estate Expert
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    13. Exclusive Fixer Upper Hotlist
    14. Fixer Uppers: Myths and Facts
    15. Foreclosures Hotlist
    16. Get New Listings
    17. Home Warranty
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    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
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    30. Save $5000 Guaranteed
    31. Save Thousands
    32. Stop Paying Rent
    33. Sunday Tour of Homes
    34. VIP INSIDER ACCESS
  • 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
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    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
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    21. Pass Your Inspection
    22. Why Didnt My Home Sell
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359 Properties

359 Properties Available In Windermere

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FL >Windermere >
Market Insights
13125 CASABELLA DR, Windermere, FL 34786
1/87 87

$4,030,000

Price Dropped by $170K

Single Family Home

5 Beds 6 Baths 7,561 SqFt

13125 CASABELLA DR, Windermere, FL 34786

Welcome to Your Fully Automated Home in Casabella at Windermere <br>Introducing a spectacular 7,561 sq. ft. estate home ...

Listed by ON ME REALTY

Stellar MLS
8724 PEACHTREE PARK CT, Windermere, FL 34786
1/72 72

$970,000

Price Dropped by $9K

Single Family Home

4 Beds 4 Baths 3,315 SqFt

8724 PEACHTREE PARK CT, Windermere, FL 34786

Windermere's Peachtree Park is a charming enclave of just 28 homes, uniquely situated directly across the street from Wa...

Listed by VITORIA REALTY CORPORATION

Stellar MLS
9056 WOODBREEZE BLVD, Windermere, FL 34786
1/61 61

$580,000

Price Dropped by $15K

Single Family Home

4 Beds 2 Baths 2,063 SqFt

9056 WOODBREEZE BLVD, Windermere, FL 34786

Welcome to 9056 Woodbreeze Blvd, a remarkable 4-bedroom, 2-bathroom home with a 2-car garage, nestled in the serene Silv...

Listed by RE/MAX 200 REALTY

Stellar MLS
12755 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
1/49 49

$815,000

Active

Single Family Home

4 Beds 4 Baths 3,064 SqFt

12755 WESTSIDE VILLAGE LOOP, Windermere, FL 34786

Come check this 4 bedroom 3.5 bath house with tile roof and the big porch at the front and the dining room and the livi...

Listed by NUMBER 1 BROKER, LLC

Stellar MLS
7180 BEEK ST, Windermere, FL 34786
1/25 25

$819,900

Active

Single Family Home

6 Beds 4 Baths 3,648 SqFt

7180 BEEK ST, Windermere, FL 34786

Spacious 6-Bedroom Home Just Minutes from Disney! Discover the perfect blend of space, comfort, and convenience in this ...

Listed by FOLIO REALTY LLC

Stellar MLS
10577 DOWN LAKEVIEW CIR, Windermere, FL 34786
1/100 100

$3,750,000

Active

Single Family Home

4 Beds 4 Baths 5,273 SqFt

10577 DOWN LAKEVIEW CIR, Windermere, FL 34786

This exceptional lakefront home is located on The Butler Chain of Lakes with 137 feet of pristine shoreline and is situa...

Listed by THE SIMON SIMAAN GROUP

Stellar MLS
6036 GREATWATER DR, Windermere, FL 34786
1/53 53

$12,500

Active

Single Family Home

4 Beds 5 Baths 4,013 SqFt

6036 GREATWATER DR, Windermere, FL 34786

One or more photo(s) has been virtually staged. Welcome to Keene's Pointe! Discover the charm of this custom-built hom...

Listed by KEENE'S POINTE REALTY

Stellar MLS
6137 GROSVENOR SHORE DR, Windermere, FL 34786
1/59 59

$9,500,000

Active

Single Family Home

6 Beds 9 Baths 9,571 SqFt

6137 GROSVENOR SHORE DR, Windermere, FL 34786

Experience luxury lakefront living on a grand scale in this custom-built Modern Mediterranean estate on Lake Tibet, part...

Listed by PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
4301 DOWN POINT LN, Windermere, FL 34786
1/85 85

$3,499,000

Price Dropped by $126K

Single Family Home

5 Beds 4 Baths 6,834 SqFt

4301 DOWN POINT LN, Windermere, FL 34786

PRICE IMPROVEMENT *** Up to $25,000 in Buyer Closing Cost CREDIT Available with Preferred Lender! *** Inquire for furthe...

Listed by BHHS FLORIDA REALTY

Stellar MLS
1424 KELSO BLVD, Windermere, FL 34786
1/89 89

$1,749,900

Price Dropped by $45K

Single Family Home

4 Beds 3 Baths 3,104 SqFt

1424 KELSO BLVD, Windermere, FL 34786

Welcome to 1424 Kelso Boulevard, a stunning luxury waterfront estate that seamlessly blends elegance and modern comfort....

Listed by RE/MAX PRIME PROPERTIES

Stellar MLS
11446 JASPER KAY TERRACE #202, Windermere, FL 34786
1/26 26

$298,000

Price Dropped by $12K

Condo

2 Beds 2 Baths 1,161 SqFt

11446 JASPER KAY TERRACE #202, Windermere, FL 34786

Welcome to your dream condo in the serene Lakeside community of Windermere, FL! This charming 2-bedroom, 2-bathroom resi...

Listed by IRM INVEST., REAL EST.& MGMT.

Stellar MLS
5067 LATROBE DR, Windermere, FL 34786
1/71 71

$2,840,000

Price Dropped by $9K

Single Family Home

5 Beds 8 Baths 6,219 SqFt

5067 LATROBE DR, Windermere, FL 34786

Set along the lush fairways of Isleworth's exclusive golf course, this Mediterranean-inspired villa blends timeless eleg...

Listed by BESPOKE REAL ESTATE

Stellar MLS
4279 ISABELLA CIR, Windermere, FL 34786
1/63 63

$2,299,000

Active

Single Family Home

5 Beds 5 Baths 4,345 SqFt

4279 ISABELLA CIR, Windermere, FL 34786

Welcome to 4279 Isabella Cir, Windermere, FL 34786. This 5-bedroom, 4/2-bathroom home has been completely remodeled and ...

Listed by JOHN SILVA REALTY & ASSOCIATES

Stellar MLS
12025 LAKE BUTLER BLVD, Windermere, FL 34786
1/11 11

$4,500

Active

Single Family Home

4 Beds 3 Baths 2,588 SqFt

12025 LAKE BUTLER BLVD, Windermere, FL 34786

Welcome to your 4-bedroom, 3-bathroom, three car garage sanctuary! As you open your beautiful door, expect to be wowed a...

Listed by MCO REALTY

Stellar MLS
13461 ZORI LN, Windermere, FL 34786
1/100 100

$3,999

Active

Single Family Home

4 Beds 3 Baths 3,114 SqFt

13461 ZORI LN, Windermere, FL 34786

THIS HOME JUST GOT A NEW FACE LIFT INSIDE. NEW PAINT,COUNTERTOP, LIGHTER FLOORING, CARPET IN THE THEATER ROOM AND MORE.T...

Listed by LA ROSA REALTY ORLANDO LLC

Stellar MLS
11314 LEDGEMENT LN, Windermere, FL 34786
1/42 42

$989,000

Price Dropped by $10K

Single Family Home

4 Beds 4 Baths 3,080 SqFt

11314 LEDGEMENT LN, Windermere, FL 34786

Nestled among the Butler chain of lakes, within Windermere's prestigious Glenmuir gated community, this stunning residen...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
225 MAGNOLIA ST, Windermere, FL 34786
1/86 86

$4,899,000

Active

Single Family Home

7 Beds 11 Baths 5,935 SqFt

225 MAGNOLIA ST, Windermere, FL 34786

LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWN <br>Unveiling a rare opportunity to own an architectural m...

Listed by COMPASS FLORIDA LLC

Stellar MLS
3120 DOWNS COVE RD, Windermere, FL 34786
1/47 47

$4,350,000

Active

Single Family Home

6 Beds 7 Baths 8,942 SqFt

3120 DOWNS COVE RD, Windermere, FL 34786

Stunning Butler Chain lakefront estate nestled on over 2 acres of meticulously manicured grounds that epitomizes the pin...

Listed by COMPASS FLORIDA LLC

Stellar MLS
12002 ANGLE POND AVE, Windermere, FL 34786
1/44 44

$1,200,000

Active

Single Family Home

6 Beds 5 Baths 4,457 SqFt

12002 ANGLE POND AVE, Windermere, FL 34786

Discover the elegance of this spacious residence situated on a premium corner lot within the highly sought-after Winderm...

Listed by ORLANDO ADVANTAGE REALTY INC

Stellar MLS
6799 HELMSLEY CIR, Windermere, FL 34786
3D

$748,000

Price Dropped by $12K

Single Family Home

4 Beds 4 Baths 2,876 SqFt

6799 HELMSLEY CIR, Windermere, FL 34786

Price to Sell! Imagine starting your mornings with a warm coffee on the front porch, surrounded by beautifully landscape...

Listed by KARDOSH REALTY

Stellar MLS
7407 RIPPLEPOINTE WAY, Windermere, FL 34786
1/17 17

$410,000

Active

Townhouse

3 Beds 3 Baths 1,720 SqFt

7407 RIPPLEPOINTE WAY, Windermere, FL 34786

Discover this beautiful 3-bedroom, 2.5-bath townhome in the desirable Lake Burden community of Windermere. This spacious...

Listed by ON ME REALTY

Stellar MLS
801 W 2ND AVE, Windermere, FL 34786
1/44 44

$4,395,000

Active

Single Family Home

5 Beds 7 Baths 5,639 SqFt

801 W 2ND AVE, Windermere, FL 34786

Experience the epitome of lakefront living on the Butler Chain of Lakes with this exceptional Windermere estate. On one ...

Listed by PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
1984 WINDERMERE RD, Windermere, FL 34786
1/60 60

$2,170,000

Active

Single Family Home

6 Beds 6 Baths 6,601 SqFt

1984 WINDERMERE RD, Windermere, FL 34786

Your private gated estate home awaits, now with a NEW ROOF installed in February 2025. Almost a full acre (.89) and NO H...

Listed by KELLER WILLIAMS WINTER PARK

Stellar MLS
7346 BRIGHTLAND ST, Windermere, FL 34786
1/13 13

$2,640

Active

Townhouse

3 Beds 3 Baths 1,667 SqFt

7346 BRIGHTLAND ST, Windermere, FL 34786

BEAUTIFUL TOWNHOME with A rated schools! Features 3 bedrooms,2.5 bathrooms & 2 car garage. Beautiful kitchen including g...

Listed by REALTY HUB

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.