Oldsmar, FL Homes

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  $259,900

  • 2 Beds
  • 2 Baths
  • 1,573 Sq Ft

  101 Dolphin Dr N, Oldsmar, FL 34677

  Welcome Home! Your move-in ready and partially furnished Florida retreat with a warm, contemporary flair awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home is situated on a rare DOUBLE LOT (7,854 sq. ft.), that YOU OWN offering privacy and flexibility. The open and inviting floor plan features cathedral ceilings and newer laminate flooring throughout the family room,

  Anne Hode AH REALTY SERVICES, LLC

  101 Dolphin Dr N, Oldsmar, FL 34677
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  $340,000 Sold Oct 16, 2025

  102 Brent Cir, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 1,834 Sq Ft
  • Built 2003

  Last Sold Summary

  • 23% Below List Price
  • $185/SF
  • 206 Days On Market

  Current Estimated Value $391,137

  Last Listing Agent Mark Longenecker FUTURE HOME REALTY INC

  102 Brent Cir, Oldsmar, FL 34677
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  419 Dolphin Dr S, Oldsmar, FL 34677

  419 Dolphin Dr S, Oldsmar, FL 34677
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  /48

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft

  138 Blue Marlin Dr, Oldsmar, FL 34677

  Opportunities like this rarely come along. Set on a true double lot, this 2016 Skyline home offers an exceptional combination of space, privacy, and quality upgrades that are nearly impossible to replicate. With 3 bedrooms, 2 bathrooms, a one-car garage, and a massive carport with workshop, this property delivers flexibility and functionality rarely found in the community. Inside, vaulted

  Mark Fazzini RE/MAX REALTEC GROUP INC

  138 Blue Marlin Dr, Oldsmar, FL 34677
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  $388,000 Sold Aug 29, 2025

  1710 Sunset Wind Loop, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $206/SF
  • 20 Days On Market

  Current Estimated Value $391,493

  Last Listing Agent Whitney Cook KELLER WILLIAMS REALTY- PALM H

  1710 Sunset Wind Loop, Oldsmar, FL 34677
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  /30

  Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,748 Sq Ft

  409 Pine Ave S, Oldsmar, FL 34677

  409 Pine Ave S, Oldsmar, FL 34677
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  /29

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  645 Timber Bay Cir E, Oldsmar, FL 34677

  2.875% Rate Assumable VA with Roam! Your Renovation Dream Home! This home is in the desirable Shoreview Subdivision situated on 1/3 of an acre of land. After necessary rehab this home will easily be the jewel of the subdivision located a short walking distance from Tampa Bay and Mobbly Beach Park!! The home is priced substantially below market value to attract CASH Buyers understanding the home

  Michael Eddings MARK SPAIN REAL ESTATE

  645 Timber Bay Cir E, Oldsmar, FL 34677
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  /2

  $409,900 Sold Sep 03, 2025

  1910 Montego Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $313/SF
  • 31 Days On Market

  Current Estimated Value $411,824

  Last Listing Agent Tanner Tillung EXP REALTY LLC

  1910 Montego Ct, Oldsmar, FL 34677
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  /26

  Est $412,947 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft

  1511 Sunset Wind Loop, Oldsmar, FL 34677

  1511 Sunset Wind Loop, Oldsmar, FL 34677
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  $185,000

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft

  120 Cypress Ln Unit 120, Oldsmar, FL 34677

  Experience quintessential Florida living in this beautifully updated, turnkey condo within the highly sought-after East Lake Woodlands community! This sun-drenched, second-floor condo offers 1,053 square feet of perfectly maintained living space, featuring 2 bedrooms and 2 bathrooms. Step inside to discover a home fully prepared for you. The beautiful kitchen is outfitted with premium quartz

  Erica Etjeke ENGEL & VOLKERS BELLEAIR

  120 Cypress Ln Unit 120, Oldsmar, FL 34677
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  /2

  $638,000 Sold Jul 16, 2025

  4761 Stoneview Cir, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,082 Sq Ft
  • Built 1994

  Last Sold Summary

  • 5% Below List Price
  • $306/SF
  • 47 Days On Market

  Current Estimated Value $634,703

  Last Listing Agent Stacy Naumann-Hair BHHS FLORIDA PROPERTIES GROUP

  4761 Stoneview Cir, Oldsmar, FL 34677
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  /38

  Est $336,426 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,387 Sq Ft

  1928 Sheffield Ct, Oldsmar, FL 34677

  1928 Sheffield Ct, Oldsmar, FL 34677
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  /50

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,547 Sq Ft

  311 Vista Cruiser Ln, Oldsmar, FL 34677

  This stunning 3-bedroom, 2.5-bath home offers the perfect blend of style, comfort, and peace of mind. Outfitted with hurricane shutters, impact windows, and a hurricane-rated garage door, the home ensures lasting security while sitting just moments from local fire stations for added reassurance. A brick-paved walkway and covered front porch create a warm welcome, leading into an inviting

  Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

  311 Vista Cruiser Ln, Oldsmar, FL 34677
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  /2

  $248,000 Sold Jun 02, 2025

  442 Country Club Dr, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1959

  Last Sold Summary

  • 24% Below List Price
  • $207/SF
  • 91 Days On Market

  Current Estimated Value $268,892

  Last Listing Agent Tia Ricker DALTON WADE INC

  442 Country Club Dr, Oldsmar, FL 34677
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  /25

  Est $224,056 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  131 Camille Ct Unit 7, Oldsmar, FL 34677

  131 Camille Ct Unit 7, Oldsmar, FL 34677
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  /63

  $215,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  113 Woodlake Wynde Unit 19, Oldsmar, FL 34677

  Looking for a 2 bedroom 2 bath 1st floor end unit condo? Well your search is over. Are you wanting a gated country club and golfing community with amenities galore? This is the property for you. From the moment you enter the gates of this Eastlake Woodland Woodlake Run community you will be met with beautiful landscaping, walking paths, golf courses and just an overall serene feeling. The condo

  Lilly Esposito CENTURY 21 RE CHAMPIONS

  113 Woodlake Wynde Unit 19, Oldsmar, FL 34677
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  /2

  $725,000 Sold Oct 27, 2025

  130 Water Oak Way, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,630 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $276/SF
  • 222 Days On Market

  Current Estimated Value $726,111

  Last Listing Agent Marie-Pierre Cederman CEDERMAN PROPERTIES

  130 Water Oak Way, Oldsmar, FL 34677
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  /82

  Est $565,491 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,587 Sq Ft

  2216 Sunset Wind Loop, Oldsmar, FL 34677

  2216 Sunset Wind Loop, Oldsmar, FL 34677
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  /89

  $799,000 Pending

  • 5 Beds
  • 3 Baths
  • 3,035 Sq Ft

  335 Palmdale Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. Step into timeless elegance and modern comfort in this exceptional luxury home in Oldsmar—now also available for lease at $5,700/month—where architectural detail and expansive living converge in a quiet, upscale setting. Located in the gated community of East Woodlands, this residence enjoys access to an array of resort-style amenities including pools,

  Troy Walseth KELLER WILLIAMS GULF BEACHES

  335 Palmdale Dr, Oldsmar, FL 34677
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  $251,000 Sold Apr 29, 2025

  619 Pelican Dr S, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 2003

  Last Sold Summary

  • 20% Below List Price
  • $154/SF
  • 123 Days On Market

  Last Listing Agent Sebrenna Walker SOUTHERN LIFE REALTY

  619 Pelican Dr S, Oldsmar, FL 34677
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  /37

  Est $523,708 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft

  1813 Sunset Wind Loop, Oldsmar, FL 34677

  1813 Sunset Wind Loop, Oldsmar, FL 34677
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  /33

  $310,000

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft

  20 Sylvia Place, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. PRICE REDUCED $10,000! MOVE-IN READY FLORIDA VILLA | 3 BEDROOMS + OFFICEJust $440/month HOA covers EVERYTHING: Roof, Lawn, Cable, Internet, Pest Control & More! This is the lock-and-leave Florida lifestyle you've been searching for—and it just became $10,000 more attainable. Discover this well maintained 3-bedroom, 2-bath villa PLUS dedicated

  Kera Arnone CHARLES RUTENBERG REALTY INC

  20 Sylvia Place, Oldsmar, FL 34677
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  /2

  $300,000 Sold Nov 13, 2025

  170 Ingrid Place, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft
  • Built 1978

  Last Sold Summary

  • 23% Below List Price
  • $171/SF
  • 192 Days On Market

  Last Listing Agent Kisha Linebaugh COMPASS FLORIDA LLC

  170 Ingrid Place, Oldsmar, FL 34677
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  /66

  Est $539,654 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,834 Sq Ft

  125 Brent Cir, Oldsmar, FL 34677

  125 Brent Cir, Oldsmar, FL 34677
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  /27

  $330,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft

  403 E Tuscan Ln E, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome home in Oldsmar, FL! This two-story 1,525 square foot townhouse, located in the HIGHLY-desirable gated community of "Tuscany Woods", was built in 2015 and has 3 bedrooms and 2.5 bathrooms. The first floor offers an open floor plan, which seamlessly connects the living, dining, and kitchen areas, making it an ideal space for entertaining friends or

  Kirk Ray Smith LA ROSA REALTY PRESTIGE

  403 E Tuscan Ln E, Oldsmar, FL 34677
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  /2

  $319,500 Sold Feb 25, 2025

  60 Morning Dove Place, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $303/SF
  • 23 Days On Market

  Current Estimated Value $316,883

  Last Listing Agent Rachel Friesema BHHS FLORIDA PROPERTIES GROUP

  60 Morning Dove Place, Oldsmar, FL 34677
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  /39

  Est $812,123 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,708 Sq Ft

  250 Lesley Ln, Oldsmar, FL 34677

  250 Lesley Ln, Oldsmar, FL 34677
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  /77

  $1,150,000

  • 5 Beds
  • 3 Baths
  • 3,390 Sq Ft

  85 Kelleys Trail, Oldsmar, FL 34677

  Spectacular Golf Course Living in Eastlake Woodlands!Enjoy privacy, elegance, and breathtaking golf course views in this beautifully appointed 5-bedroom, 3-bath, 3-car garage home backing to the Ardea Country Club North Course Signature Hole #10 in the gated community of Eastlake Woodlands. A former model home, this residence welcomes you with a grand marble foyer and sweeping views of the

  Rachel Friesema BHHS FLORIDA PROPERTIES GROUP

  85 Kelleys Trail, Oldsmar, FL 34677
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  /2

  $247,000 Sold Dec 17, 2025

  250 Woods Landing Trail, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1984

  Last Sold Summary

  • 12% Below List Price
  • $206/SF
  • 115 Days On Market

  Last Listing Agent Sheila Calistri COMPASS FLORIDA LLC

  250 Woods Landing Trail, Oldsmar, FL 34677
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  /2

  Est $364,681 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,773 Sq Ft

  202 Cabernet Way, Oldsmar, FL 34677

  202 Cabernet Way, Oldsmar, FL 34677
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  /50

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  3087 Duane Ave, Oldsmar, FL 34677

  HIGH AND DRY! THIS HOME NEVER FLOODED! Welcome to this charming, move-in-ready home offering comfort, style, and peace of mind in one of West Oldsmar’s most desirable neighborhoods. Situated on nearly one-third of an acre, this property combines privacy, efficiency, and thoughtful design — perfect for those seeking both space and convenience. Enjoy ultra-low electric bills with solar panels that

  Yhotzmine Fields BHHS FLORIDA PROPERTIES GROUP

  3087 Duane Ave, Oldsmar, FL 34677
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  /2

  $1,285,000 Sold Nov 25, 2025

  60 Stanton Cir, Oldsmar, FL 34677

  • 5 Beds
  • 5 Baths
  • 4,378 Sq Ft
  • Built 1990

  Last Sold Summary

  • 24% Below List Price
  • $294/SF
  • 34 Days On Market

  Last Listing Agent Nicholas Buchanan SMITH & ASSOCIATES REAL ESTATE

  60 Stanton Cir, Oldsmar, FL 34677
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  /37

  Est $580,252 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  3677 Shore Blvd, Oldsmar, FL 34677

  3677 Shore Blvd, Oldsmar, FL 34677
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  /3

  $499,000

  • 3 Beds
  • 3 Baths
  • 1,834 Sq Ft

  116 Brent Cir, Oldsmar, FL 34677

  Elevated Gated Community. WATERFRONT 3 bedrooms, 3 full baths plus a tandem 2-3 car garage with sliders to a first, second and third floor patios, the patios overlook the dock and boat slip that come with the townhome. The kitchen is open to the dining and family rooms. One bedroom and full bath is located on the main level, while the master suite, and the 3rd bedroom both with full bathrooms are

  Michele Miklinski CHARLES RUTENBERG REALTY INC

  116 Brent Cir, Oldsmar, FL 34677
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  /2

  $580,000 Sold Nov 10, 2025

  523 Cypress View Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 2,353 Sq Ft
  • Built 1998

  Last Sold Summary

  • 11% Below List Price
  • $246/SF
  • 61 Days On Market

  Last Listing Agent Courtney Kaplan PRESCHOOL BUSINESS SOLUTIONS

  523 Cypress View Dr, Oldsmar, FL 34677
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  /2

  Est $273,815 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,360 Sq Ft

  1706 Azalea Ct Unit A, Oldsmar, FL 34677

  1706 Azalea Ct Unit A, Oldsmar, FL 34677
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  /32

  $229,500

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  148 Douglas Rd W Unit C, Oldsmar, FL 34677

  Move- in ready 2-bedroom 2 bath town home in Oldsmar Fl. 2 parking spots available low HOA at $87.00 per month. Easy leasing Ergo Friendly fenced back yard and porch area. Brand new roof, hot water tanks 2025, various new windows replaced 2025. All brand-new flooring, kitchen and 2 bathrooms granite counters completed in 2025. Inside laundry. All appliances remain with sale. Completely remodeled

  Robert VanPamelen ARCHWATER REALTY LLC

  148 Douglas Rd W Unit C, Oldsmar, FL 34677
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  /2

  $205,000 Sold Jun 30, 2025

  233 Tarpon Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1983

  Last Sold Summary

  • 13% Below List Price
  • $161/SF
  • 134 Days On Market

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  233 Tarpon Ln, Oldsmar, FL 34677
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  /2

  Est $806,223 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,655 Sq Ft

  310 Jefferson Ave S, Oldsmar, FL 34677

  310 Jefferson Ave S, Oldsmar, FL 34677
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  /48

  $259,900

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  121 Dolphin Dr S, Oldsmar, FL 34677

  This meticulously maintained Florida home with a coastal vibe awaits you in centrally located Oldsmar! Tucked in a quiet corner of Gull-Aire Village you can relax on your tranquil, oversized side-patio surrounded by magnificent palm trees and lush landscaping. This beautiful furnished, move-in ready 2 bedroom/2 bathroom home features luxury vinyl plank flooring, crown molding, upgraded doors and

  Anne Hode AH REALTY SERVICES, LLC

  121 Dolphin Dr S, Oldsmar, FL 34677

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