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    1. *40 Hour Work Week*
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  • Buyer
    1. All Listings
    2. Featured Listings
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    25. New Homes vs Resale
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    1. Sell My Home
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    21. Pass Your Inspection
    22. Why Didnt My Home Sell
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40 Properties

40 Properties Available In 34786

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  • Beds (Most)
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FL >34786 >
Market Insights
2046 WESTOVER RESERVE BLVD, Windermere, FL 34786
1/36 36

$969,900

Open Sat 1PM-4PM

Single Family Home

5 Beds 4 Baths 3,516 SqFt

2046 WESTOVER RESERVE BLVD, Windermere, FL 34786

Welcome to luxury living in the distinguished, gated community of Westover Reserve in Windermere. This custom-built esta...

Listed by RE/MAX 200 REALTY

Stellar MLS
11091 BAGLEY ALY, Windermere, FL 34786
1/47 47

$544,900

Open Sat 11AM-2PM

Single Family Home

4 Beds 3 Baths 2,222 SqFt

11091 BAGLEY ALY, Windermere, FL 34786

Located in one of Central Florida's most desirable zip codes, 11091 Bagley Aly is a beautifully updated and move-in-read...

Listed by WRA BUSINESS & REAL ESTATE

Stellar MLS
4813 RIVER GEM AVE, Windermere, FL 34786
1/36 36

$539,000

Open Sat 12PM-3PM

Single Family Home

3 Beds 2 Baths 2,085 SqFt

4813 RIVER GEM AVE, Windermere, FL 34786

Fall in Love with this Windermere Charmer! <br> <br>From the shaded front porch swing nestled beneath mature trees to t...

Listed by RE/MAX SELECT GROUP

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

$979,500

Open Sat 2PM-6PM

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
6799 HELMSLEY CIR, Windermere, FL 34786
3D

$774,000

Open Sun 1PM-4PM

Single Family Home

4 Beds 4 Baths 2,876 SqFt

6799 HELMSLEY CIR, Windermere, FL 34786

Price Reduced – Motivated Seller! Welcome to 6799 Helmsley Circle, a stunning 4-bedroom, 3.5-bathroom home in the charmi...

Listed by KARDOSH REALTY

Stellar MLS
13422 EXBURY LN, Windermere, FL 34786
1/46 46

$568,000

Open Sat 12PM-4PM

Single Family Home

4 Beds 4 Baths 2,745 SqFt

13422 EXBURY LN, Windermere, FL 34786

Welcome home! Ideal for investors or homeowners seeking value in Windermere—recent updates include new luxury vinyl flo...

Listed by REALTY TECH INC

Stellar MLS
2931 SUNBITTERN CT, Windermere, FL 34786
1/60 60

$1,492,500

Open Sat 12PM-3PM

Single Family Home

4 Beds 3 Baths 4,018 SqFt

2931 SUNBITTERN CT, Windermere, FL 34786

This custom built estate home in a gated private cul de sac is walking distance to Windermere Elementary. The home is n...

Listed by KELLER WILLIAMS CLASSIC

Stellar MLS
3428 CHAINE DU LAC BLVD, Windermere, FL 34786
1/88 88

$4,299,000

Price Dropped by $101K

Single Family Home

5 Beds 7 Baths 6,196 SqFt

3428 CHAINE DU LAC BLVD, Windermere, FL 34786

From the moment you arrive, this home makes a statement. Meticulous architectural details like rafter tails, handcrafted...

Listed by CORCORAN PREMIER REALTY

Stellar MLS
6149 BLAKEFORD DR, Windermere, FL 34786
1/91 91

$1,999,000

Price Dropped by $96K

Single Family Home

5 Beds 6 Baths 4,351 SqFt

6149 BLAKEFORD DR, Windermere, FL 34786

Experience luxury, comfort, and timeless design in this spacious 5-bedroom, 5.5-bathroom pool home with an office, game ...

Listed by CORCORAN PREMIER REALTY

Stellar MLS
12976 BORLAND ST, Windermere, FL 34786
1/22 22

$2,600

Active

Townhouse

3 Beds 3 Baths 1,325 SqFt

12976 BORLAND ST, Windermere, FL 34786

You have to see this spacious 3-bedroom, 2.5-bathroom, 2-car garage townhouse in a great community in Windermere. This h...

Listed by LA ROSA REALTY LLC

Stellar MLS
4326 ISABELLA CIR, Windermere, FL 34786
1/16 16

$13,500

Price Dropped by $2K

Single Family Home

5 Beds 6 Baths 5,507 SqFt

4326 ISABELLA CIR, Windermere, FL 34786

Welcome to Windermere!! The designer-decorated Villa Milano model home presents the utmost in luxury at the exclusive an...

Listed by SAND DOLLAR REALTY GROUP INC

Stellar MLS
10631 VILLAGE LAKE RD, Windermere, FL 34786
1/38 38

$470,000

Price Dropped by $20K

Townhouse

4 Beds 4 Baths 1,834 SqFt

10631 VILLAGE LAKE RD, Windermere, FL 34786

Nestled in the heart of the enchanting Windermere area, this stunning four-bedroom, three-and-a-half-bathroom end-unit t...

Listed by KELLER WILLIAMS ADVANTAGE REALTY

Stellar MLS
8500 IRON MOUNTAIN TRL, Windermere, FL 34786
1/40 40

$483,500

Price Dropped by $6K

Townhouse

3 Beds 3 Baths 1,818 SqFt

8500 IRON MOUNTAIN TRL, Windermere, FL 34786

Step into this beautifully updated 3-bedroom, 2.5-bath townhome with a dedicated home office, nestled in the highly desi...

Listed by EXP REALTY LLC

Stellar MLS
7252 BACKWOODS TRL, Windermere, FL 34786
1/18 18

$3,625

Active

Single Family Home

4 Beds 3 Baths 2,214 SqFt

7252 BACKWOODS TRL, Windermere, FL 34786

Home at the Ashton Park of Windermere community, 4 bedroom 3 full bath, spacious kitchen with all new stainless steel ap...

Listed by REALSOURCE PROPERTY MANGNT LLC

Stellar MLS
8619 DANFORTH DR, Windermere, FL 34786
1/14 14

$1,995

Active

Single Family Home

2 Beds 3 Baths 1,480 SqFt

8619 DANFORTH DR, Windermere, FL 34786

LAKES OF WINDERMERE - LAKE REAMS TOWNHOMES Spacious, Lovely 2 bed 2.5 bath townhome in desirable Windermere community, L...

Listed by RE/MAX 200 REALTY

Stellar MLS
9648 WEATHERSTONE, Windermere, FL 34786
1/99 99

$2,900,000

Price Dropped by $50K

Single Family Home

7 Beds 4 Baths 4,482 SqFt

9648 WEATHERSTONE, Windermere, FL 34786

Welcome to this exceptional lakefront estate in the exclusive gated community of Weatherstone, ideally situated on the s...

Listed by ERA GRIZZARD REAL ESTATE

Stellar MLS
6808 DUNCASTER ST, Windermere, FL 34786
1/20 20

$2,750

Active

Single Family Home

3 Beds 2 Baths 2,094 SqFt

6808 DUNCASTER ST, Windermere, FL 34786

3 Bedroom 2 Bath home with Tile flooring in kitchen, bath rooms and hallways, wood floor in Dining room & living room, b...

Listed by KELTY REALTY LLC

Stellar MLS
11222 RAPALLO LN, Windermere, FL 34786
1/58 58

$699,800

Price Dropped by $9K

Single Family Home

4 Beds 2 Baths 2,350 SqFt

11222 RAPALLO LN, Windermere, FL 34786

2025 aesthetic inside and out. You will love this east-facing and tucked-away, private, fully fenced tropical court lot ...

Listed by HOME & FAMILY RE & PROP. MGMT

Stellar MLS
12724 BIDEFORD AVE, Windermere, FL 34786
1/33 33

$645,000

Price Dropped by $14K

Single Family Home

4 Beds 4 Baths 3,072 SqFt

12724 BIDEFORD AVE, Windermere, FL 34786

OWNER MOTIVATED! Bring all Offers! Price adjustment just Activated.Easy Show! Welcome to this tree-lined community, La...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
2540 HEMPEL COVE CT, Windermere, FL 34786
1/81 81

$1,369,900

Price Dropped by $29K

Single Family Home

5 Beds 3 Baths 3,356 SqFt

2540 HEMPEL COVE CT, Windermere, FL 34786

Stunning Renovation on 1 Acre in Lake Down Cove. Located at the end of a quiet cul-de-sac, this beautifully renovated ho...

Listed by FOLIO REALTY LLC

Stellar MLS
11019 KENTMERE CT, Windermere, FL 34786
1/57 57

$1,799,000

Price Dropped by $76K

Single Family Home

4 Beds 4 Baths 3,813 SqFt

11019 KENTMERE CT, Windermere, FL 34786

Privately nestled at the end of a cul-de-sac in the prestigious 24-hour guard-gated community of The Reserve at Lake But...

Listed by COMPASS FLORIDA LLC

Stellar MLS
8448 GREENBANK BLVD, Windermere, FL 34786
1/45 45

$669,000

Price Dropped by $18K

Single Family Home

4 Beds 4 Baths 2,612 SqFt

8448 GREENBANK BLVD, Windermere, FL 34786

Beautifully Renovated Home in Gated Preserve at Lakes of Windermere. Backing to Conservation – Minutes from Disney! <br...

Listed by RE/MAX PRIME PROPERTIES

Stellar MLS
7340 YODER ST, Windermere, FL 34786
1/23 23

$2,700

Active

Townhouse

3 Beds 3 Baths 1,490 SqFt

7340 YODER ST, Windermere, FL 34786

Charming Townhouse for Rent in Windermere's Sought-After Lake Burden Community! <br>Welcome home to this beautifully upd...

Listed by CREEGAN GROUP

Stellar MLS
8643 COVENTRY PARK WAY, Windermere, FL 34786
1/35 35

$469,000

Pending

Townhouse

3 Beds 3 Baths 1,760 SqFt

8643 COVENTRY PARK WAY, Windermere, FL 34786

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully upda...

Listed by COLDWELL BANKER REALTY

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.