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    1. *40 Hour Work Week*
    2. *Ambitious Real Estate Agent Wanted NOW*
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    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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    9. Ask a Real Estate Expert
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    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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    1. Sell My Home
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    4. 27 Seller Tips
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    6. Avoid these mistakes
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    8. Buy This Home Ill Buy Yours
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    14. Getting Best Price
    15. Get the Price You Want
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    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
6832 THORNHILL CIR, Windermere, FL 34786
1/16 16

$759,500

Active

Single Family Home

4 Beds 4 Baths 2,820 SqFt

6832 THORNHILL CIR, Windermere, FL 34786

4 bed, 3.5 bath, 2,827 SF home in desirable Windermere Florida, minutes from Disney - see the fireworks from home !!! Ov...

Listed by HOMECOIN.COM

Stellar MLS
12335 CRUXBURY DR, Windermere, FL 34786
1/21 21

$399,999

Active

Townhouse

2 Beds 3 Baths 1,510 SqFt

12335 CRUXBURY DR, Windermere, FL 34786

Discover this spacious 3-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community known for its tr...

Listed by PREFERRED REAL ESTATE BROKERS

Stellar MLS
7282 BACKWOODS TRL, Windermere, FL 34786
1/43 43

$3,900

Active

Single Family Home

4 Beds 4 Baths 2,588 SqFt

7282 BACKWOODS TRL, Windermere, FL 34786

Welcome to the perfect home waiting for you in Windermere, FL! This FULLY furnished house features 4 bedrooms and 4 bath...

Listed by JOHN SILVA REALTY & ASSOCIATES

Stellar MLS
12868 HOLDENBURY LN, Windermere, FL 34786
1/53 53

$560,000

Price Dropped by $19K

Single Family Home

4 Beds 3 Baths 2,460 SqFt

12868 HOLDENBURY LN, Windermere, FL 34786

One or more photo(s) has been virtually staged. MOTIVATED SELLER ** SWIFT CLOSING AVAILABLE**Fall in love with this stun...

Listed by VISION HOME REAL ESTATE, LLC

Stellar MLS
8180 BOAT HOOK LOOP #310, Windermere, FL 34786
1/11 11

$2,300

Active

Condo

3 Beds 2 Baths 1,442 SqFt

8180 BOAT HOOK LOOP #310, Windermere, FL 34786

Great apartment for rent in the beautiful City of Windermere Orlando FL, 3 bedrooms 2 full Baths, corner unit on the fir...

Listed by TOP TEAM REALTY, LLC.

Stellar MLS
7462 BENTONSHIRE AVE, Windermere, FL 34786
1/66 66

$378,000

Price Dropped by $7K

Townhouse

3 Beds 3 Baths 1,480 SqFt

7462 BENTONSHIRE AVE, Windermere, FL 34786

Move in ready 3/2.5 Townhome in Windermere! New roof 2024. Rear entry 2 car garage. All stainless-steel fridge, stove, m...

Listed by FLORIDA REALTY INVESTMENTS

Stellar MLS
4224 CLARICE ESTATES DR, Windermere, FL 34786
1/63 63

$2,295,000

Price Dropped by $100K

Single Family Home

5 Beds 4 Baths 4,791 SqFt

4224 CLARICE ESTATES DR, Windermere, FL 34786

BELOW MARKET VALUE AND PRICED TO SELL... Welcome to The Estates at Lake Clarice Windermere's hidden gem. If your checkli...

Listed by FLORIDA GOLD REAL ESTATE LLC

Stellar MLS
Windermere, FL 34786
1/25 25

$2,700

Active

Townhouse

3 Beds 3 Baths 1,743 SqFt

Windermere, FL 34786

Spacious 3-Bedroom Townhouse Near Disney <br> <br>Discover this fantastic rental opportunity: a beautifully spacious 3-b...

Listed by MY REALTY GROUP, LLC.

Stellar MLS
12663 HAWKSTONE DR, Windermere, FL 34786
1/23 23

$1,799,000

Active

Single Family Home

5 Beds 4 Baths 4,000 SqFt

12663 HAWKSTONE DR, Windermere, FL 34786

Discover the only single-story lakefront home available under $2 million on the prestigious Lake Sawyer. This rare oppor...

Listed by KELLER WILLIAMS CLASSIC

Stellar MLS
4260 ISABELLA CIR, Windermere, FL 34786
1/64 64

$19,000

Active

Single Family Home

6 Beds 6 Baths 7,971 SqFt

4260 ISABELLA CIR, Windermere, FL 34786

One or more photo(s) has been virtually staged. Welcome to 4260 Isabella Circle, nestled in the heart of scenic Winderme...

Listed by SERHANT

Stellar MLS
5001 LATROBE DR, Windermere, FL 34786
1/39 39

$12,000

Active

Single Family Home

5 Beds 5 Baths 4,417 SqFt

5001 LATROBE DR, Windermere, FL 34786

Available for immediate occupancy. This beautiful, traditional five-bedroom pool home is on a quiet cul-de-sac in Islewo...

Listed by Q BOUTIQUE SPECIALTY REALTY INC

Stellar MLS
6047 BLAKEFORD DR, Windermere, FL 34786
1/30 30

$1,995,000

Active

Single Family Home

4 Beds 4 Baths 4,156 SqFt

6047 BLAKEFORD DR, Windermere, FL 34786

SPECTACULAR!! , completely remodeled , golf front home on much desired street in Keene's Pointe. <br>Featuring.. <br> ...

Listed by CORCORAN PREMIER REALTY

Stellar MLS
13519 BICTON LN, Windermere, FL 34786
3D

$745,000

Active

Single Family Home

4 Beds 4 Baths 2,745 SqFt

13519 BICTON LN, Windermere, FL 34786

Live Just Minutes from the Magic – Stunning 4-Bedroom Home in Gated Windermere Community. Welcome to 13519 Bicton Dr, a ...

Listed by DIAMOND REAL ESTATE GROUP

Stellar MLS
12679 CALDERDALE AVE, Windermere, FL 34786
1/29 29

$539,900

Price Dropped by $40K

Single Family Home

3 Beds 2 Baths 1,681 SqFt

12679 CALDERDALE AVE, Windermere, FL 34786

Seller is offering a $3,000 contribution toward the buyer's closing costs or interest rate buy-down. <br>Welcome to Wick...

Listed by FLORIDA CONNEXION PROPERTIES

Stellar MLS
1232 GLENHEATHER DR, Windermere, FL 34786
1/13 13

$6,900

Active

Single Family Home

5 Beds 6 Baths 3,607 SqFt

1232 GLENHEATHER DR, Windermere, FL 34786

Gorgeous home in a gated community. High ceilings and luxury vinyl planks all over the house. This house has two primary...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
12860 LAKE SAWYER LN, Windermere, FL 34786
1/50 50

$5,800

Active

Single Family Home

3 Beds 2 Baths 1,725 SqFt

12860 LAKE SAWYER LN, Windermere, FL 34786

Private LAKEFRONT estate home on that sits on almost 2 acres of land, gated for extreme privacy! Fully furnished with a...

Listed by CROWN REALTY COMPANY

Stellar MLS
12982 VENNETTA WAY, Windermere, FL 34786
1/21 21

$2,650

Active

Townhouse

3 Beds 3 Baths 2,299 SqFt

12982 VENNETTA WAY, Windermere, FL 34786

PERFECT LOCATION IN WINDERMERE! CORNER LOT! Well-maintained townhome with 3 bedroom, 2.5 bathroom, formal dinning, livin...

Listed by KYLIN REALTY LLC

Stellar MLS
11106 CONISTON WAY, Windermere, FL 34786
1/44 44

$2,625,000

Active

Single Family Home

5 Beds 7 Baths 5,934 SqFt

11106 CONISTON WAY, Windermere, FL 34786

A one-of-a-kind French Provincial estate, "The Monet," was crafted by Master Custom Builder Castleworks in 2008 and has ...

Listed by COMPASS FLORIDA LLC

Stellar MLS
11502 WATERSTONE LOOP DR, Windermere, FL 34786
1/79 79

$2,399,999

Active

Single Family Home

4 Beds 6 Baths 4,447 SqFt

11502 WATERSTONE LOOP DR, Windermere, FL 34786

THIS IS IT! THE RARE GEM YOU HAVE BEEN WAITING FOR! ALL BEDROOMS ARE ON FIRST FLOOR! COME TOUR THIS GUARD GATED MAJESTIC...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
11015 HAWKSHEAD CT, Windermere, FL 34786
1/90 90

$1,700,000

Active

Single Family Home

5 Beds 5 Baths 3,868 SqFt

11015 HAWKSHEAD CT, Windermere, FL 34786

Dream home in Windermere! Nestled inside the gates of the luxurious community of Reserve at Lake Sound. Move-in ready ho...

Listed by CENTURY 21 CARIOTI

Stellar MLS
11761 BELLA MILANO CT, Windermere, FL 34786
1/73 73

$889,900

Price Dropped by $10K

Single Family Home

5 Beds 5 Baths 2,844 SqFt

11761 BELLA MILANO CT, Windermere, FL 34786

One or more photo(s) has been virtually staged. Welcome to this beautifully renovated 5-bedroom, 4.5-bath home in the so...

Listed by PMI ORLANDO PARKS

Stellar MLS
9343 TIBET POINTE CIR, Windermere, FL 34786
1/98 98

$39,500

Active

Single Family Home

7 Beds 10 Baths 8,362 SqFt

9343 TIBET POINTE CIR, Windermere, FL 34786

Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home h...

Listed by LA ROSA REALTY LLC

Stellar MLS
2113 GROVE POINT LN, Windermere, FL 34786
1/26 26

$5,700

Active

Single Family Home

4 Beds 3 Baths 2,830 SqFt

2113 GROVE POINT LN, Windermere, FL 34786

Discover this stunning rental home located in the Waterford Pointe community on Lake Roberts. Enjoy exclusive access to ...

Listed by THE FLORIDA LOUNGE REALTY LLC

Stellar MLS
7214 TATTANT BLVD, Windermere, FL 34786
1/39 39

$685,000

Active

Single Family Home

4 Beds 2 Baths 2,211 SqFt

7214 TATTANT BLVD, Windermere, FL 34786

Beautiful 4 Bed / 2 Bath Pool Home in Windermere!?This move-in ready home features a private screened pool & spa with no...

Listed by ORLANDO BROTHERS REAL ESTATE 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.