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    1. City = Oldsmar
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    255 Pine Avenue N
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    Details for 255 Pine Avenue N, OLDSMAR, FL 34677
    Commercial
    1. Price: $3,749,900.00
    2. Price sqft: $216.87 / sqft
    3. Days On Market: 343
    4. Bldg sqft: 17291
    5. Acreage: 2.51 acres
    6. Pool: No
    7. Waterfront: Yes
    8. Wateraccess: Yes
    9. Waterfront Type: Pond
    10. Year Built: 2002
    MLS#: TB8391758
    1. County: PINELLAS
    2. City: OLDSMAR
    3. Zipcode: 34677
    4. Subdivision: Cypress Lakes Corporate Center
    5. Provided by: PROTECH COMMERCIAL REALTY, LLC
    6. mfrmls
    7. DMCA Notice
    Discover an exceptional opportunity to own or lease a premier Class B freestanding office condo building at 255 Pine Ave N, Oldsmar, FL 34677. Spanning 17,291 square feet, this meticulously maintained
    Listing Details and 76 Additional Pictures
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    3825 Shore Boulevard
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    Details for 3825 Shore Boulevard, OLDSMAR, FL 34677
    Land
    1. Price: $1,800,000.00
    2. Previous Price: $1,950,000
    3. Last Price Change: 06/21/25
    4. Days On Market: 443
    5. Acreage: 1.20 acres
    6. Pool: No
    7. Waterfront: Yes
    8. Wateraccess: Yes
    9. Waterfront Type: Bay/Harbor
    10. Year Built: Not Available
    MLS#: TB8352067
    1. County: PINELLAS
    2. City: OLDSMAR
    3. Zipcode: 34677
    4. Subdivision: West Oldsmar Sec 1
    5. Provided by: ARCHER REALTY
    6. mfrmls
    7. DMCA Notice
    3 LOTS on the WATER in OLDSMAR> Whether youre building family homes or a stylish retreat, this property will exceed any buyers expectations. Difficult to find situated on the upper crest of Old Tam
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    325 Mears Boulevard 100
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    Details for 325 Mears Boulevard 100, OLDSMAR, FL 34677
    Commercial
    1. Price: $1,750,000.00
    2. Price sqft: $286.89 / sqft
    3. Previous Price: $1,860,000
    4. Last Price Change: 12/29/25
    5. Days On Market: 274
    6. Bldg sqft: 6100
    7. Acreage: 0.43 acres
    8. Pool: No
    9. Waterfront: No
    10. Year Built: 1997
    MLS#: W7877969
    1. County: PINELLAS
    2. City: OLDSMAR
    3. Zipcode: 34677
    4. Subdivision: Mears Commerce Center Ph 2b
    5. Provided by: VIP EXECUTIVE REALTY LLC
    6. mfrmls
    7. DMCA Notice
    Enhanced Flex Space in Prime Oldsmar Location with $300,000+ in Upgrades. Ideal for Investors or Home Service Business Owners. Discover this fully renovated flex industrial/office property in the
    Listing Details and 39 Additional Pictures
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    3684 Tampa Road 101
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    Details for 3684 Tampa Road 101, OLDSMAR, FL 34677
    Commercial
    1. Price: $1,500,000.00
    2. Price sqft: $389.61 / sqft
    3. Previous Price: $1,795,000
    4. Last Price Change: 05/05/26
    5. Days On Market: 158
    6. Bldg sqft: 3850
    7. Acreage: 0.00 acres
    8. Pool: No
    9. Waterfront: No
    10. Year Built: 2004
    MLS#: TB8452564
    1. County: PINELLAS
    2. City: OLDSMAR
    3. Zipcode: 34677
    4. Subdivision: Boston City Plaza Bus Condo
    5. Provided by: GULF PROPERTY MANAGEMENT LLC
    6. mfrmls
    7. DMCA Notice
    Huge business condo for sale! Amazing traffic count on Tampa Road for premium exposure. Would make a great retail storefront, office or medical office. Heavy traffic count from Tampa Rd makes this l
    Listing Details and 27 Additional Pictures
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    50 Willowood Lane
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    Details for 50 Willowood Lane, OLDSMAR, FL 34677
    Single Family
    1. Price: $1,499,900.00
    2. Price sqft: $212.36 / sqft
    3. Days On Market: 84
    4. Bedrooms: 5
    5. Baths: 4
    6. Garage / Parking Spaces: 3
    7. Bldg sqft: 7063
    8. Acreage: 1.40 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 1987
    MLS#: TB8475420
    1. County: PINELLAS
    2. City: OLDSMAR
    3. Zipcode: 34677
    4. Subdivision: Deerpath
    5. Elementary School: Cypress Woods
    6. Middle School: Carwise
    7. High School: East Lake
    8. Provided by: REAL BROKER, LLC
    9. mfrmls
    10. DMCA Notice
    Tucked away on a quiet lane in the highly desirable East Lake Woodlands community, this beautifully updated residence at 50 Willowood Ln offers exceptional space, flexibility, and privacyperfect for t
    Listing Details and 83 Additional Pictures
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    200 State Street E
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    Listing Details for 200 State Street E, OLDSMAR, FL 34677
    Commercial
    1. Price: $1,450,000.00
    2. Price sqft: $844.99 / sqft
    3. Days On Market: 3
    4. Bldg sqft: 1716
    5. Acreage: 0.42 acres
    6. Pool: No
    7. Waterfront: No
    8. Year Built: 1958
    MLS#: TB8504841
    1. County: PINELLAS
    2. City: OLDSMAR
    3. Zipcode: 34677
    4. Subdivision: Oldsmar Rev Map
    5. Provided by: IDEAL REALTY ADVISORS, LLC
    6. mfrmls
    7. DMCA Notice
    A unique prime development opportunity of a packaged listing consisting of 200 State St E & vacant lot and 200 Lee St with a zoning designation TCCN (Town Center Commercial Neighborhood District) loca
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    200 Lee Street
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    Listing Details for 200 Lee Street, OLDSMAR, FL 34677
    Single Family
    1. Price: $1,450,000.00
    2. Price sqft: $879.85 / sqft
    3. Days On Market: 3
    4. Bedrooms: 2
    5. Baths: 1
    6. Bldg sqft: 1648
    7. Acreage: 0.29 acres
    8. Pool: No
    9. Waterfront: No
    10. Year Built: 1957
    MLS#: TB8505047
    1. County: PINELLAS
    2. City: OLDSMAR
    3. Zipcode: 34677
    4. Subdivision: Oldsmar Rev Map
    5. Provided by: IDEAL REALTY ADVISORS, LLC
    6. mfrmls
    7. DMCA Notice
    This is a packaged listing with MLS #TB8504841 for sale & close together. Total land 33,806 sf. A unique prime development opportunity in the heart of The City of Oldsmar with a 350 ft frontage on St
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    2151 Diamond Court
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    Details for 2151 Diamond Court, OLDSMAR, FL 34677
    Single Family
    1. Price: $1,350,000.00
    2. Price sqft: $282.13 / sqft
    3. Previous Price: $1,389,000
    4. Last Price Change: 04/21/26
    5. Days On Market: 193
    6. Bedrooms: 4
    7. Baths: 3
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 4785
    10. Acreage: 0.38 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: Yes
    14. Wateraccess: Yes
    15. Waterfront Type: Pond
    16. Year Built: 1998
    MLS#: TB8440175
    1. County: PINELLAS
    2. City: OLDSMAR
    3. Zipcode: 34677
    4. Subdivision: Diamond Crest
    5. Elementary School: Cypress Woods
    6. Middle School: Carwise
    7. High School: East Lake
    8. Provided by: RE/MAX ELITE REALTY
    9. mfrmls
    10. DMCA Notice
    Welcome to 2151 diamond court ~ where luxury meets everyday comfort and style. This beautifully updated residence in the exclusive, gated community of diamond crest at east lake woodlands offers stunn
    Listing Details and 87 Additional Pictures
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    375 Wellington Avenue
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    Details for 375 Wellington Avenue, OLDSMAR, FL 34677
    Single Family
    1. Price: $1,299,000.00
    2. Price sqft: $256.62 / sqft
    3. Days On Market: 35
    4. Bedrooms: 4
    5. Baths: 3
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 5062
    8. Acreage: 1.01 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: No
    12. Year Built: 1993
    MLS#: TB8492687
    1. County: PINELLAS
    2. City: OLDSMAR
    3. Zipcode: 34677
    4. Subdivision: Country Club Add To Oldsmar Re
    5. Provided by: KELLER WILLIAMS REALTY- PALM H
    6. mfrmls
    7. DMCA Notice
    Welcome to your modern dream homecompletely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been tho
    Listing Details and 72 Additional Pictures
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    1404 East Lake Woodlands Parkway
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    Details for 1404 East Lake Woodlands Parkway, OLDSMAR, FL 34677
    Single Family
    1. Price: $1,225,000.00
    2. Price sqft: $231.18 / sqft
    3. Days On Market: 23
    4. Bedrooms: 4
    5. Baths: 3
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 5299
    8. Acreage: 0.89 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 1990
    MLS#: TB8496474
    1. County: PINELLAS
    2. City: OLDSMAR
    3. Zipcode: 34677
    4. Subdivision: Greenhaven
    5. Elementary School: Forest Lakes
    6. Middle School: Carwise
    7. High School: East Lake
    8. Provided by: CONCI, REALTORS
    9. mfrmls
    10. DMCA Notice
    Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus r
    Listing Details and 84 Additional Pictures
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    Equal Housing Opportunity
    Listings provided courtesy of The Hernando County Association of Realtors MLS.
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    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.
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    Datafeed Last updated on May 9, 2026 @ 12:00 am
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