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    1. Subdivision Like Harbour Oaks 2
    2. Listing Status = Active
    Details for 438 Harbour Oaks Pointe Drive, ORLANDO, FL 32809
    Single Family
    1. Price: $1,499,900.00
    2. Price sqft: $372.46 / sqft
    3. Previous Price: $1,625,000
    4. Last Price Change: 03/24/26
    5. Days On Market: 65
    6. Bedrooms: 5
    7. Baths: 4
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 4027
    10. Acreage: 0.35 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: Yes
    14. Wateraccess: Yes
    15. Waterfront Type: Canal Front,Lake Privileges
    16. Year Built: 2008
    MLS#: O6383658
    1. County: ORANGE
    2. City: ORLANDO
    3. Zipcode: 32809
    4. Subdivision: Harbour Oaks Pointe
    5. Provided by: THE AGENCY FL
    6. mfrmls
    7. DMCA Notice
    Experience waterfront living at its finest in this beautifully designed two story home built in 2008, perfectly positioned on a wide canal with direct access to the sought after Conway Chain of Lakes.
    Details for 2367 Harbour Oaks Drive, LONGBOAT KEY, FL 34228
    Single Family
    1. Price: $985,000.00
    2. Price sqft: $366.58 / sqft
    3. Previous Price: $999,500
    4. Last Price Change: 04/14/26
    5. Days On Market: 159
    6. Bedrooms: 3
    7. Baths: 3
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 2687
    10. Acreage: 0.12 acres
    11. Pool: No
    12. Community Pool: Yes
    13. Waterfront: No
    14. Year Built: 1986
    MLS#: A4670055
    1. County: MANATEE
    2. City: LONGBOAT KEY
    3. Zipcode: 34228
    4. Subdivision: Harbour Oaks 2
    5. Elementary School: Soutide
    6. Middle School: Booker
    7. High School: Booker
    8. Provided by: COLDWELL BANKER REALTY
    9. mfrmls
    10. DMCA Notice
    NEW PRICE: Lives like a single family home! This 3 bedroom, 2 1/2 bath villa with over 2,200 sq.ft and an attached 2 car garage offers all the privacy and convenience of a private home and all the con
    Details for 2326 Harbour Oaks Drive, LONGBOAT KEY, FL 34228
    Single Family
    1. Price: $915,000.00
    2. Price sqft: $325.86 / sqft
    3. Previous Price: $950,000
    4. Last Price Change: 04/16/26
    5. Days On Market: 73
    6. Bedrooms: 3
    7. Baths: 3
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 2808
    10. Acreage: 0.21 acres
    11. Pool: No
    12. Community Pool: Yes
    13. Waterfront: Yes
    14. Wateraccess: Yes
    15. Waterfront Type: Pond
    16. Year Built: 1986
    MLS#: A4683180
    1. County: MANATEE
    2. City: LONGBOAT KEY
    3. Zipcode: 34228
    4. Subdivision: Harbour Oaks 2
    5. Elementary School: Soutide
    6. Middle School: Booker
    7. High School: Booker
    8. Provided by: RE/MAX ALLIANCE GROUP
    9. mfrmls
    10. DMCA Notice
    A rarely available END UNIT villa is located on Longboat Key within the gated Bay Isles community, offering the opportunity to embrace true island living with expansive private terrace space and tran
    Details for 1710 Woodside Court, KISSIMMEE, FL 34744
    Single Family
    1. Price: $565,000.00
    2. Price sqft: $178.91 / sqft
    3. Previous Price: $519,900
    4. Last Price Change: 03/17/26
    5. Days On Market: 136
    6. Bedrooms: 4
    7. Baths: 2
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3158
    10. Acreage: 0.44 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 1980
    MLS#: O6369122
    1. County: OSCEOLA
    2. City: KISSIMMEE
    3. Zipcode: 34744
    4. Subdivision: Harbour Oaks
    5. Elementary School: Partin Settlement Elem
    6. Middle School: Neptune (
    7. High School: Osceola
    8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
    9. mfrmls
    10. DMCA Notice
    Back on the market with the Backyard renovation buyers asked for, you wont want to miss this. Completely transformed back yard oasis, this entire oversized .44 acre lots trees have been completely rem
    Details for 1495 Skyline Drive, KISSIMMEE, FL 34744
    Single Family
    1. Price: $494,900.00
    2. Price sqft: $162.80 / sqft
    3. Previous Price: $499,900
    4. Last Price Change: 05/02/26
    5. Days On Market: 63
    6. Bedrooms: 3
    7. Baths: 2
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3040
    10. Acreage: 0.37 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 1973
    MLS#: S5145209
    1. County: OSCEOLA
    2. City: KISSIMMEE
    3. Zipcode: 34744
    4. Subdivision: Harbour Oaks
    5. Elementary School: Partin Settlement Elem
    6. Middle School: Neptune (
    7. High School: Osceola
    8. Provided by: MACERA REALTY GROUP INC
    9. mfrmls
    10. DMCA Notice
    One or more photo(s) has been virtually staged. Seller assisting with buyer financing, 2/1 buydown on the interest rate! Welcome to this wonderful 3 bedroom, 2 bathroom completely renovated home offer
    Details for 2319 Harbour Oaks Drive, LONGBOAT KEY, FL 34228
    Rental
    1. Price: $12,500.00
    2. Bedrooms: 3
    3. Baths: 3
    4. Garage / Parking Spaces: 2
    5. Acreage: 0.14 acres
    6. Pool: Yes
    7. Community Pool: Yes
    8. Waterfront: No
    9. Year Built: 1986
    MLS#: A4151865
    1. County: MANATEE
    2. City: LONGBOAT KEY
    3. Zipcode: 34228
    4. Subdivision: Harbour Oaks
    5. Provided by: GULF COAST RENTAL HOMES&CONDOS
    6. mfrmls
    7. DMCA Notice
    SEASONAL: All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort style living positioned behind the guarded Harbourside gates of Bay Isles. This updated 3 bedr
    Details for Address Not Provided
    Rental
    1. Price: $12,000.00
    2. Price sqft: $4.11 / sqft
    3. Days On Market: 34
    4. Bedrooms: 3
    5. Baths: 3
    6. Garage / Parking Spaces: 1
    7. Bldg sqft: 2922
    8. Acreage: 0.15 acres
    9. Pool: No
    10. Community Pool: Yes
    11. Waterfront: No
    12. Year Built: 1986
    MLS#: A4688776
    1. County: MANATEE
    2. City: LONGBOAT KEY
    3. Zipcode: 34228
    4. Subdivision: Harbour Oaks 2
    5. Provided by: JENNETTE PROPERTIES INC
    6. mfrmls
    7. DMCA Notice
    Enjoy resort style living on prestigious Longboat Key in this completely updated and renovated 3 bedroom, 2.5 bathroom villa. Located in Harbour Circle, an enclave of 42 villas in the guard gated, mai
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