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  1. Subdivision Like Harbour Oaks
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Details for 2323 Harbour Oaks Drive, LONGBOAT KEY, FL 34228
Single Family
  1. Price: $1,023,000.00
  2. Price sqft: $350.34 / sqft
  3. Previous Price: $1,097,000
  4. Last Price Change: 12/12/25
  5. Days On Market: 75
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2920
  10. Acreage: 0.19 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Pond
  16. Year Built: 1986
MLS#: A4671542
  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: MICHAEL SAUNDERS & COMPANY
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Welcome to 2323 Harbour Oaks Drive, a light filled villa with a wide open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous nat
Details for 2367 Harbour Oaks Drive, LONGBOAT KEY, FL 34228
Single Family
  1. Price: $999,500.00
  2. Price sqft: $371.98 / sqft
  3. Days On Market: 56
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2687
  8. Acreage: 0.12 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. 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
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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 convenience of
Details for 2195 Harbourside Drive 404, LONGBOAT KEY, FL 34228
Condominium
  1. Price: $924,900.00
  2. Price sqft: $355.73 / sqft
  3. Previous Price: $949,000
  4. Last Price Change: 11/21/25
  5. Days On Market: 377
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2600
  10. Acreage: 0.00 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 1984
MLS#: A4635715
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Harbour Oaks Ph I Ii
  5. Building: Harbour Oaks Ph I Ii
  6. Elementary School: Soutide
  7. Middle School: Pine View
  8. High School: Booker
  9. Provided by: MICHAEL SAUNDERS & COMPANY
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Discover this exquisitely renovated condo with high impact windows and sliders that lives like a single family home! This fully furnished 3 bedroom, 2 bath home in the friendly Harbour Oaks section o
Details for 1501 Grandview Boulevard, KISSIMMEE, FL 34744
Single Family
  1. Price: $610,000.00
  2. Price sqft: $173.99 / sqft
  3. Days On Market: 29
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3506
  8. Acreage: 0.77 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1979
MLS#: O6369640
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Harbour Oaks Sub
  5. Provided by: WRA BUSINESS & REAL ESTATE
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Beautifully upgraded home with a metal roof and resort style screened, heated pool featuring remote controlled lighting and an MX6 pool vacuum. The fully fenced yard offers a double gate for boat or t
Details for 1710 Woodside Court, KISSIMMEE, FL 34744
Single Family
  1. Price: $529,900.00
  2. Price sqft: $167.80 / sqft
  3. Previous Price: $539,900
  4. Last Price Change: 01/21/26
  5. Days On Market: 33
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3158
  10. Acreage: 0.40 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
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Welcome to 1710 Woodside Ctwhere timeless elegance meets modern comfort. Tucked away in the highly sought after Cross roads of Kings Highway and Neptune, The CDD free and a low HOA community of Harbo
Details for 1511 Grandview Boulevard, KISSIMMEE, FL 34744
Single Family
  1. Price: $515,000.00
  2. Price sqft: $259.97 / sqft
  3. Previous Price: $529,000
  4. Last Price Change: 12/05/25
  5. Days On Market: 144
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1981
  10. Acreage: 0.56 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1978
MLS#: O6341409
  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: STAR BAY REALTY CORP.
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Welcome to this beautifully remodeled 3 bedroom, 2.5 bathroom home located in the highly sought after Harbor Oaks community. From the moment you arrive, youll be impressed by the lush landscaping and
Details for 1575 Skyline Drive, KISSIMMEE, FL 34744
Single Family
  1. Price: $419,000.00
  2. Price sqft: $166.01 / sqft
  3. Days On Market: 61
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2524
  8. Acreage: 0.34 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1979
MLS#: S5138423
  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: NONA LEGACY POWERED BY LA ROSA
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Welcome to this charming single family home in the peaceful and highly desirable Harbour Oaks community. Surrounded by mature oak trees and in a quiet neighborhood, this home offers both comfort and c
Details for 1515 Bayshore Boulevard 33, DUNEDIN, FL 34698
Townhome
  1. Price: $314,900.00
  2. Price sqft: $251.92 / sqft
  3. Previous Price: $324,900
  4. Last Price Change: 01/03/26
  5. Days On Market: 132
  6. Bedrooms: 2
  7. Baths: 3
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1250
  10. Acreage: 0.00 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1982
MLS#: TB8427794
  1. County: PINELLAS
  2. City: DUNEDIN
  3. Zipcode: 34698
  4. Subdivision: Harbour Oaks Of Dunedin Condo
  5. Provided by: CHARLES RUTENBERG REALTY INC
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Youre going to love this RARELY AVAILABLE townhome in Harbour Oakes of Dunedin! Perfectly located on Bayshore Blvd, just steps from the gulf, walking distance to downtown Dunedin, directly on the Pine
Details for 1515 Bayshore Boulevard 34, DUNEDIN, FL 34698
Townhome
  1. Price: $279,000.00
  2. Price sqft: $223.20 / sqft
  3. Previous Price: $325,000
  4. Last Price Change: 11/20/25
  5. Days On Market: 118
  6. Bedrooms: 2
  7. Baths: 3
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1250
  10. Acreage: 0.00 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1982
MLS#: TB8432782
  1. County: PINELLAS
  2. City: DUNEDIN
  3. Zipcode: 34698
  4. Subdivision: Harbour Oaks Of Dunedin Condo
  5. Provided by: KATIE DUCHARME REALTY, LLC
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Beautifully Renovated Townhome in Harbour Oakes of Dunedin! NOT IN A FLOOD ZONE! Perfectly positioned on Bayshore Boulevard, this move in ready home offers the ultimate Dunedin lifestylejust steps fro
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
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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