Contact Frank Filippelli
Contacting Frank Filippelli
  • All fields are required.
Schedule A Showing
Schedule a Showing.
  • All fields are required.
Check this box to Register with us:
Submit an Offer Now!
Submit an Offer Now!
All fields are required.
Print Flyer
2029 Winding Oaks Drive, PALM HARBOR, FL 34683
  1. Image 1 of 24 For 2029 Winding Oaks Drive
  2. Image 2 of 24 For 2029 Winding Oaks Drive
  3. Image 3 of 24 For 2029 Winding Oaks Drive
  4. Image 4 of 24 For 2029 Winding Oaks Drive
  5. Image 5 of 24 For 2029 Winding Oaks Drive
  6. Image 6 of 24 For 2029 Winding Oaks Drive
  7. Image 7 of 24 For 2029 Winding Oaks Drive
  8. Image 8 of 24 For 2029 Winding Oaks Drive
  9. Image 9 of 24 For 2029 Winding Oaks Drive
  10. Image 10 of 24 For 2029 Winding Oaks Drive
  11. Image 11 of 24 For 2029 Winding Oaks Drive
  12. Image 12 of 24 For 2029 Winding Oaks Drive
  13. Image 13 of 24 For 2029 Winding Oaks Drive
  14. Image 14 of 24 For 2029 Winding Oaks Drive
  15. Image 15 of 24 For 2029 Winding Oaks Drive
  16. Image 16 of 24 For 2029 Winding Oaks Drive
  17. Image 17 of 24 For 2029 Winding Oaks Drive
  18. Image 18 of 24 For 2029 Winding Oaks Drive
  19. Image 19 of 24 For 2029 Winding Oaks Drive
  20. Image 20 of 24 For 2029 Winding Oaks Drive
  21. Image 21 of 24 For 2029 Winding Oaks Drive
  22. Image 22 of 24 For 2029 Winding Oaks Drive
  23. Image 23 of 24 For 2029 Winding Oaks Drive
  24. Image 24 of 24 For 2029 Winding Oaks Drive
Property Photos
2029 Winding Oaks Drive
Image Gallery
Would you like to sell your home before you purchase this one?
Priced at Only: $500,000
For more Information Call:
Address: 2029 Winding Oaks Drive, PALM HARBOR, FL 34683
Property Location and Similar Properties
All
Similar
  1. Image 1 of 24 For 2029 Winding Oaks Drive
  2. Image 2 of 24 For 2029 Winding Oaks Drive
  3. Image 3 of 24 For 2029 Winding Oaks Drive
  4. Image 4 of 24 For 2029 Winding Oaks Drive
  5. Image 5 of 24 For 2029 Winding Oaks Drive
  6. Image 6 of 24 For 2029 Winding Oaks Drive
  7. Image 7 of 24 For 2029 Winding Oaks Drive
  8. Image 8 of 24 For 2029 Winding Oaks Drive
  9. Image 9 of 24 For 2029 Winding Oaks Drive
  10. Image 10 of 24 For 2029 Winding Oaks Drive
  11. Image 11 of 24 For 2029 Winding Oaks Drive
  12. Image 12 of 24 For 2029 Winding Oaks Drive
  13. Image 13 of 24 For 2029 Winding Oaks Drive
  14. Image 14 of 24 For 2029 Winding Oaks Drive
  15. Image 15 of 24 For 2029 Winding Oaks Drive
  16. Image 16 of 24 For 2029 Winding Oaks Drive
  17. Image 17 of 24 For 2029 Winding Oaks Drive
  18. Image 18 of 24 For 2029 Winding Oaks Drive
  19. Image 19 of 24 For 2029 Winding Oaks Drive
  20. Image 20 of 24 For 2029 Winding Oaks Drive
  21. Image 21 of 24 For 2029 Winding Oaks Drive
  22. Image 22 of 24 For 2029 Winding Oaks Drive
  23. Image 23 of 24 For 2029 Winding Oaks Drive
  24. Image 24 of 24 For 2029 Winding Oaks Drive
Request More Information
  • All fields are required.
Virtual Tour
Reduced
More Like This
  • MLS#: TB8369232 ( Residential )
  • Street Address: 2029 Winding Oaks Drive
  • Viewed: 5
  • Price: $500,000
  • Price sqft: $199
  • Waterfront: No
  • Year Built: 1978
  • Bldg sqft: 2512
  • Bedrooms: 3
  • Total Baths: 2
  • Full Baths: 2
  • Garage / Parking Spaces: 2
  • Days On Market: 50
  • Additional Information
  • Geolocation: 28.0557 / -82.7482
  • County: PINELLAS
  • City: PALM HARBOR
  • Zipcode: 34683
  • Subdivision: Spanish Oaks
  • Elementary School: Lake St George Elementary PN
  • Middle School: Palm Harbor Middle PN
  • High School: Palm Harbor Univ High PN
  • Provided by: KELLER WILLIAMS REALTY- PALM H
  • Contact: Gary Ubaldini
  • 727-772-0772
  • mfrmls
  • DMCA Notice
  • Description
    PRICE REDUCED! RARE POOL HOME OPPORTUNITY in Palm Harbor! Welcome to 2029 Winding Oaks Dr a spacious 3 bedroom, 2 bath, 2 car garage gem tucked away on an oversized .29 acre lot in one of Palm Harbors most sought after, tree lined neighborhoods, SPANISH OAKS. Currently zoned for TOP RATED schools LSG Elementary, Palm Harbor Middle, and the renowned Palm Harbor University High School this home offers the perfect mix of location, lifestyle, and potential. With a split floorplan offering ideal privacy for, this 1,860 sq ft home is filled with natural light thanks to multiple sliders that frame views of lush greenery, space and your private pool oasis. The layout is perfect for both entertaining and everyday living, with spacious rooms and great flow. Peace of mind comes easy here the roof was replaced in 2021, AC in 2020, water heater in 2023, and the exterior was freshly painted in 2025. Even better, the home comes with an updated 4 point inspection, so you can move forward with confidence for insurabilility. Priced so the next owner can bring their personal style, updates and BUILD INSTANT EQUITY, this is a rare find at this price point in this neighborhood! Youll love living minutes from the vibrant charm of Downtown Palm Harbor, the quaint shops and breweries of Downtown Dunedin, and the white sands of Honeymoon Island.Homes like this dont last long especially with this lot size, location, schools, and a pool! Act fast and make this house your home!
Payment Calculator
  •   Principal & Interest -
  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
  •   Mortgage Insurance-
  •   Monthly -
Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors
  • Fencing: Fenced
  • Flooring: Carpet, Laminate
  • Living Area: 1860.00
  • Roof: Shingle
School Information
  • High School: Palm Harbor Univ High-PN
  • Middle School: Palm Harbor Middle-PN
  • School Elementary: Lake St George Elementary-PN
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
Eco-Communities
  • Pool Features: In Ground, Screen Enclosure
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air
  • Heating: Central
  • Pets Allowed: Yes
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected
Finance and Tax Information
  • Home Owners Association Fee: 180.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2024
Other Features
  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Association Name: Spanish Oaks Homeowner Association
  • Country: US
  • Interior Features: Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Thermostat, Walk-In Closet(s)
  • Legal Description: SPANISH OAKS BLK A, W 89.5 FT LOT 7
  • Levels: One
  • Area Major: 34683 - Palm Harbor
  • Occupant Type: Owner
  • Parcel Number: 13-28-15-84573-001-0070
  • Possession: Close Of Escrow
  • Zoning Code: R-2
Similar Properties

Details for 320 Crosswinds Drive, PALM HARBOR, FL 34683
$575,000.00 ($194.78 / sqft )

320 Crosswinds Drive Virtual Tour Reduced More Like This

Wow!! Stunning 4 bedroom 3 bath 3+ car tandem garage pool/spa home designed with flexible space for home office, airbnb with separate living areas! Enjoy the private tropical landscaped oasis in t

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 3
  3. Approx. 2952 sqft
  1. MLSID: TB8381235
  2. Provided by CHARLES RUTENBERG REALTY INC
  3. Contact Julie Peluso
  4. mfrmls
  5. DMCA Notice
40 Pictures and Information
Details for 512 Oceanview Avenue, PALM HARBOR, FL 34683
$519,900.00 ($134.34 / sqft )

512 Oceanview Avenue Virtual Tour More Like This

Welcome to this spacious 3 bedroom, 2.5 bathroom home that offers over 2,500 sq ft of living space in the desirable Crystal Beach community of Palm Harbor. Zoned for excellent schools and situated onl

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 3870 sqft
  1. MLSID: TB8349139
  2. Provided by EXP REALTY LLC
  3. Contact Jeffrey Borham, PA
  4. mfrmls
  5. DMCA Notice
40 Pictures and Information
Details for 394 Ulelah Avenue, PALM HARBOR, FL 34683
$570,000.00 ($191.08 / sqft )

394 Ulelah Avenue More Like This

Welcome to your very own coastal retreat nestled in the highly desirable and charming Crystal Beach community! This 4 bedroom, 3 bathroom, pool home offers the perfect blend of luxury, comfort, and en

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 3
  3. Approx. 2983 sqft
  1. MLSID: TB8333162
  2. Provided by COASTAL PROPERTIES GROUP INTERNATIONAL
  3. Contact Christina Devine
  4. mfrmls
  5. DMCA Notice
52 Pictures and Information
Details for 856 Wisconsin Avenue, PALM HARBOR, FL 34683
$559,900.00 ($221.30 / sqft )

856 Wisconsin Avenue Virtual Tour More Like This

Rare find! Elevated cape cod style home in highly desirable palm harbor. You'll love this well maintained 3 bedroom, 2. 5 bathroom 2 car garage home. Living area had no flood damage from recent hurric

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 2530 sqft
  1. MLSID: W7873912
  2. Provided by CHARLES RUTENBERG REALTY INC
  3. Contact Cori McNichols
  4. mfrmls
  5. DMCA Notice
50 Pictures and Information
Details for 1021 15th Street, PALM HARBOR, FL 34683
$469,900.00 ($173.27 / sqft )

1021 15th Street Virtual Tour Reduced More Like This

Special Offering in Old Palm Harbor Corner Lot with NO DEED RESTRICTIONS! Perfect Single Family Home with adjoining Mother in Law Suite OR Income Opportunity instead of mother in law arrangement. I

  1. Request Information
  1. Bedrooms: 2
  2. Baths: 3
  3. Approx. 2712 sqft
  1. MLSID: TB8385123
  2. Provided by RE/MAX REALTEC GROUP INC
  3. Contact Mark Ganier
  4. mfrmls
  5. DMCA Notice
34 Pictures and Information
Details for 939 Woodland Drive, PALM HARBOR, FL 34683
$579,900.00 ($196.64 / sqft )

939 Woodland Drive Virtual Tour Reduced More Like This

Welcome to your dream home! This stunning 4 bedroom, 3 bathroom residence has an open layout perfect for entertaining and relaxing, offering modern comforts and luxurious features. Recently remodeled

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 3
  3. Approx. 2949 sqft
  1. MLSID: W7870286
  2. Provided by HOUSEKEY REALTY & INVESTMENTS
  3. Contact Vincent Mistretta
  4. mfrmls
  5. DMCA Notice
41 Pictures and Information
Details for 1021 15th Street, Palm Harbor, FL 34683
$469,900.00 ($173.27 / sqft )

1021 15th Street Virtual Tour More Like This

Special Offering in Old Palm Harbor Corner Lot with NO DEED RESTRICTIONS! Perfect Single Family Home with adjoining Mother in Law Suite OR Income Opportunity instead of mother in law arrangement. I

  1. Request Information
  1. Bedrooms: 2
  2. Baths: 3
  3. Approx. 2712 sqft
  1. MLSID: TB8385123
  2. Provided by RE/MAX REALTEC GROUP INC
  3. Provided through
  4. DMCA Notice
34 Pictures and Information
Details for 939 Woodland Drive, Palm Harbor, FL 34683
$579,900.00 ($196.64 / sqft )

939 Woodland Drive Virtual Tour More Like This

Welcome to your dream home! This stunning 4 bedroom, 3 bathroom residence has an open layout perfect for entertaining and relaxing, offering modern comforts and luxurious features. Recently remodeled

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 3
  3. Approx. 2949 sqft
  1. MLSID: W7870286
  2. Provided by HOUSEKEY REALTY & INVESTMENTS
  3. Provided through
  4. DMCA Notice
41 Pictures and Information
Nearby Subdivisions
Arbor Chase   Autumn Woodsunit 1   Barrington Oaks West   Baywood Village   Baywood Village Sec 2   Baywood Village Sec 5   Beacon Groves   Blue Jay Woodlands Ph 2   Blue Jay Woodlands Ph 1   Burghstreamss Sub   Country Woods   Courtyards 1 At Gleneagles   Crystal Beach Estates   Crystal Beach Heights   Crystal Beach Rev   Daventry Square   Dove Hollow-unit Ii   Dove Hollowunit Ii   Eniswood   Estates At Eniswood   Forest Grove Ph I   Fox Chase Twnhms   Franklin Square East   Futrells Sub   Garlands The   Gleneagles   Gleneagles Cluster   Grand Bay Sub   Green Valley Estates   Green Valley Estates Unit Two   Hammocks The   Hammocks The Unit Iii   Harbor Lakes    Harbor Woods   Hidden Lake   Highlands Of Innisbrook   Hilltop Groves Estates   Honeymoon Ridge 1st Add   Indian Bluff Island   Indian Bluff Island 2nd Add   Indian Bluff Island 3rd Add   Indian Trails   Indian Trails Add   Innisbrook Prcl F   Klosterman Oaks Village   Kramer F A Sub   Lake Highlands Estates   Larocca Estates   Manning Oaks   Noell Heights   Not In Hernando   Orangepointe   Ozona Shores   Patty Ann Acres   Phillips Palm Harbor Grove   Silver Ridge   Spanish Oaks   St Joseph Sound Estates   Sutherland Shores   Sutherland Town Of   Sutherland Town Of Blk 117 Lot   Tampa Tarpon Spgs Land Co   Townhomes Of Westlake   Villas Of Beacon Groves   Wall Spgs   Waterford Crossing Ph I   Waterford Crossing Ph Ii   West Breeze Estates   Westlake Village   Westlake Village Pt Rep Blk 6   Westlake Village Sec Ii   Wexford Leas   Wexford Leas Unit 1   Wexford Leasunit 2a   Whisper Lake Sub  
Skip to Main Content
Headshot for Associate Frank Filippelli
  1. Frank Filippelli, Broker,CDPE,CRS,REALTOR ®
  2. Southern Realty Ent. Inc.
  3. Mobile: 407.448.1042
  4. frank4074481042@gmail.com