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    1. Subdivision Like Oakmont Village
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    5825 Trailwinds Dr 425
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    Details for 5825 Trailwinds Dr 425, FORT MYERS, FL 33907
    Single Family
    1. Price: $269,000.00
    2. Price sqft: $187.33 / sqft
    3. Bedrooms: 3
    4. Baths: 2
    5. Garage / Parking Spaces: 1
    6. Bldg sqft: 1436
    7. Acreage: 0.00 acres
    8. Pool: No
    9. Waterfront: Yes
    10. Wateraccess: Yes
    11. Waterfront Type: Lake
    12. Year Built: 1993
    MLS#: 2026001626
    1. County: LEE
    2. City: FORT MYERS
    3. Zipcode: 33907
    4. Subdivision: Oakmont Village
    5. Provided by: The Keyes Company
    6. Provided through
    7. DMCA Notice
    Sunset views set the tone for this beautifully maintained 3 bedroom, 2 bath condo located in a premier gated golf course community. Designed for both comfort and entertaining, this spacious residence
    Listing Details and 36 Additional Pictures
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    5805 Trailwinds Dr 314
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    Details for 5805 Trailwinds Dr 314, FORT MYERS, FL 33907
    Single Family
    1. Price: $239,900.00
    2. Price sqft: $167.18 / sqft
    3. Bedrooms: 2
    4. Baths: 2
    5. Garage / Parking Spaces: 1
    6. Bldg sqft: 1435
    7. Acreage: 0.20 acres
    8. Pool: No
    9. Waterfront: Yes
    10. Wateraccess: Yes
    11. Waterfront Type: Lake
    12. Year Built: 1994
    MLS#: 2026018493
    1. County: LEE
    2. City: FORT MYERS
    3. Zipcode: 33907
    4. Subdivision: Oakmont Village
    5. Provided by: Cypress Realty Inc.
    6. Provided through
    7. DMCA Notice
    Beautiful 2 BR + Den condo that has been totally updated. The home comes turnkey with newer furniture. Golf cart parking at your door. The lanai is glassed in and can be used as a breakfast room with
    Listing Details and 33 Additional Pictures
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    5805 Trailwinds Dr 326
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    Details for 5805 Trailwinds Dr 326, FORT MYERS, FL 33907
    Single Family
    1. Price: $219,000.00
    2. Price sqft: $159.85 / sqft
    3. Bedrooms: 2
    4. Baths: 2
    5. Garage / Parking Spaces: 1
    6. Bldg sqft: 1370
    7. Acreage: 0.00 acres
    8. Pool: No
    9. Waterfront: No
    10. Waterfront Type: None
    11. Year Built: 1994
    MLS#: 2026019974
    1. County: LEE
    2. City: FORT MYERS
    3. Zipcode: 33907
    4. Subdivision: Oakmont Village
    5. Provided by: Maxim LLC
    6. Provided through
    7. DMCA Notice
    PRICE IMPROVED & MOTIVATED! Secure a $10,000 Buyer Credit toward your closing costs! LEASE OPTION available ask Listing Agent for terms. Rare opportunity to own a stunningly upgraded end unit in the
    Listing Details and 46 Additional Pictures
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    5845 Trailwinds Dr 531
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    Details for 5845 Trailwinds Dr 531, FORT MYERS, FL 33907
    Single Family
    1. Price: $215,000.00
    2. Price sqft: $149.72 / sqft
    3. Previous Price: $225,000
    4. Last Price Change: 03/25/26
    5. Bedrooms: 3
    6. Baths: 2
    7. Garage / Parking Spaces: 1
    8. Bldg sqft: 1436
    9. Acreage: 0.19 acres
    10. Pool: No
    11. Waterfront: No
    12. Waterfront Type: None
    13. Year Built: 1992
    MLS#: 2025009145
    1. County: LEE
    2. City: FORT MYERS
    3. Zipcode: 33907
    4. Subdivision: Oakmont Village
    5. Provided by: Keller Williams Elite Realty 2
    6. Provided through
    7. DMCA Notice
    This turnkey, move in ready third floor condo in The Hideaway Country Club is a standout opportunitynow featuring a BRAND NEW AC (2026) with a 10 year warranty and NO ASSESSMENTS for added peace of mi
    Listing Details and 30 Additional Pictures
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    5765 Trailwinds Dr 115
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    Details for 5765 Trailwinds Dr 115, FORT MYERS, FL 33907
    Single Family
    1. Price: $199,999.00
    2. Price sqft: $139.28 / sqft
    3. Previous Price: $209,900
    4. Last Price Change: 04/30/26
    5. Bedrooms: 3
    6. Baths: 2
    7. Garage / Parking Spaces: 1
    8. Bldg sqft: 1436
    9. Acreage: 0.20 acres
    10. Pool: No
    11. Waterfront: No
    12. Waterfront Type: None
    13. Year Built: 1994
    MLS#: 225033939
    1. County: LEE
    2. City: FORT MYERS
    3. Zipcode: 33907
    4. Subdivision: Oakmont Village
    5. Provided by: Century 21 Allpoints Realty
    6. Provided through
    7. DMCA Notice
    ***new price***beautiful well sought after {d} unit... 3 bedroom. 2 bath condo... Oakmont/ground floor... Updated kitchen... Newer ac... New laminate flooring, new carpet in bedroom / with new bed...
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    Address Not Provided
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    Single Family
    1. Price: $199,900.00
    2. Price sqft: $171.00 / sqft
    3. Previous Price: $219,900
    4. Last Price Change: 04/20/26
    5. Bedrooms: 3
    6. Baths: 2
    7. Garage / Parking Spaces: 1
    8. Bldg sqft: 1169
    9. Acreage: 0.20 acres
    10. Pool: No
    11. Community Pool: Yes
    12. Waterfront: No
    13. Waterfront Type: None
    14. Year Built: 1990
    MLS#: 224070205
    1. County: LEE
    2. City: FORT MYERS
    3. Zipcode: 33907
    4. Subdivision: Oakmont Village
    5. Provided by: Acheron Associates Inc.
    6. Provided through
    7. DMCA Notice
    this is a very desirable first floor unit in one of ft Myers most uniquely located gated golf course community. we have it all here tennis golf swimming dining you never have tp leave. dont miss thi
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    5905 Trailwinds Dr 816
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    Details for 5905 Trailwinds Dr 816, FORT MYERS, FL 33907
    Single Family
    1. Price: $179,900.00
    2. Price sqft: $135.26 / sqft
    3. Previous Price: $189,900
    4. Last Price Change: 03/23/26
    5. Bedrooms: 3
    6. Baths: 2
    7. Garage / Parking Spaces: 1
    8. Bldg sqft: 1330
    9. Acreage: 0.00 acres
    10. Pool: No
    11. Waterfront: Yes
    12. Wateraccess: Yes
    13. Waterfront Type: Lake
    14. Year Built: 1990
    MLS#: 2025005046
    1. County: LEE
    2. City: FORT MYERS
    3. Zipcode: 33907
    4. Subdivision: Oakmont Village
    5. Elementary School: PROXIMITY
    6. Middle School: PROXIITY
    7. High School: PROXIMITY
    8. Provided by: Keller Williams Realty Fort Myers and the Islands
    9. Provided through
    10. DMCA Notice
    Just Reduced!! Sellers are offering a $6,000 credit towards the Capital Contribution for the Hideaway!! Brand new Luxury Vinyl Flooring in the main living space and kitchen, just installed in January
    Listing Details and 31 Additional Pictures
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    5825 Trailwinds Dr 414
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    Details for 5825 Trailwinds Dr 414, FORT MYERS, FL 33907
    Single Family
    1. Price: $179,900.00
    2. Price sqft: $163.84 / sqft
    3. Bedrooms: 2
    4. Baths: 2
    5. Garage / Parking Spaces: 1
    6. Bldg sqft: 1098
    7. Acreage: 0.20 acres
    8. Pool: No
    9. Waterfront: Yes
    10. Wateraccess: Yes
    11. Waterfront Type: Lake
    12. Year Built: 1993
    MLS#: 2026008261
    1. County: LEE
    2. City: FORT MYERS
    3. Zipcode: 33907
    4. Subdivision: Oakmont Village
    5. Provided by: Cypress Realty Inc.
    6. Provided through
    7. DMCA Notice
    Welcome to The Hideaway Country Club, one of the best kept secrets, with a beautiful Golf Course, a beautiful Club House and Restaurant, Tennis Courts, beautiful Pools iwithin each community, and many
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    5785 Trailwinds Dr 222
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    Details for 5785 Trailwinds Dr 222, FORT MYERS, FL 33907
    Single Family
    1. Price: $175,000.00
    2. Price sqft: $131.48 / sqft
    3. Bedrooms: 3
    4. Baths: 2
    5. Garage / Parking Spaces: 1
    6. Bldg sqft: 1331
    7. Acreage: 0.20 acres
    8. Pool: No
    9. Waterfront: No
    10. Waterfront Type: None
    11. Year Built: 1994
    MLS#: 2026011949
    1. County: LEE
    2. City: FORT MYERS
    3. Zipcode: 33907
    4. Subdivision: Oakmont Village
    5. Provided by: Keller Williams Realty Fort Myers and the Islands
    6. Provided through
    7. DMCA Notice
    Welcome to Oakmont Village! This desirable 2nd floor condo at 15785 Trailwinds Drive #222 offers peaceful golf course views from your private screened balconyperfect for morning coffee or evening rela
    Listing Details and 43 Additional Pictures
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    5905 Trailwinds Dr 816
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    Details for 5905 Trailwinds Dr 816, FORT MYERS, FL 33907
    Rental
    1. Price: $2,000.00
    2. Price sqft: $1.50 / sqft
    3. Bedrooms: 3
    4. Baths: 2
    5. Garage / Parking Spaces: 1
    6. Bldg sqft: 1330
    7. Acreage: 0.00 acres
    8. Pool: No
    9. Waterfront: Yes
    10. Wateraccess: Yes
    11. Waterfront Type: Lake
    12. Year Built: 1990
    MLS#: 2026006932
    1. County: LEE
    2. City: FORT MYERS
    3. Zipcode: 33907
    4. Subdivision: Oakmont Village
    5. Elementary School: PROXIMITY
    6. Middle School: PROXIITY
    7. High School: PROXIMITY
    8. Provided by: Keller Williams Realty Fort Myers and the Islands
    9. Provided through
    10. DMCA Notice
    This beautifully furnished first floor end unit in Oakmont Village at The Hideaway Country Club offers comfortable, convenient living with serene lake and golf course views. Featuring 3 bedrooms and 2
    Listing Details and 37 Additional Pictures
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    Equal Housing Opportunity
    Listings provided courtesy of The Hernando County Association of Realtors MLS.
    Listing Data ©2026 REALTOR® Association of Citrus County
    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
    Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
    Datafeed Last updated on May 9, 2026 @ 12:00 am
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