Oldsmar, FL Homes

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  /2

  Est $385,203 Not Listed For Sale

  60 Ashley Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1981

  60 Ashley Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 4% Below List Price
  • $217/SF
  • 71 Days On Market

  Last Sold Price $402,000

  Last Listing Agent Yanya McReynolds PEOPLE'S TRUST REALTY
• 

  

  

  /21

  $270,000

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  123 Dolphin Dr S, Oldsmar, FL 34677

  Beautiful remodeled home. Move in ready. Plantation shutters thoughout. All new porcelain tile, new appliances. Freshly painted inside and out. Tiled kitchen with open shelving with large corner windows that allow for the light to fill the room. Spacious living and dinning room with a open floor plan. Primary bedroom has adjoining ensuite with bay windows and walkin closet. Guest Bedroom is also

  Ruthann Underwood PAM RYAN REALTY INC

  123 Dolphin Dr S, Oldsmar, FL 34677
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  /2

  $145,000 Sold Dec 15, 2025

  500 Federal St, Oldsmar, FL 34677

  • Land
  • 0.34 Acre
  • $426,471 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 7 Days On Market

  Current Estimated Value $177,535

  Last Listing Agent Jessica Scialletti URBAN REAL ESTATE US

  500 Federal St, Oldsmar, FL 34677
• 

  

  

  /56

  Est $326,142 Not Listed For Sale

  50 Ashley Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft
  • Built 1981

  50 Ashley Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 13% Below List Price
  • $215/SF
  • 2 Days On Market

  Last Sold Price $375,000

  Last Listing Agent William Lagattolla ONE PROPERTIES INTL PLLC
• 

  

  

  /42

  $810,000

  • 6 Beds
  • 6 Baths
  • 3,468 Sq Ft

  1713 Azalea Ct Unit A, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Turn-key, fully updated triplex offering 3,468 square feet (actual). The property features three identical townhome-style units, each with 2 bedrooms and 1.5 bathrooms. Current owner has completed extensive updates including granite kitchens, new flooring, and renovated bathrooms. No HOA. All units feature private fenced yards, the property remained

  Rachael Han-Ong EXP REALTY LLC

  1713 Azalea Ct Unit A, Oldsmar, FL 34677
• 

  /2

  $432,000 Sold Sep 24, 2025

  1630 Gray Bark Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $318/SF
  • 6 Days On Market

  Current Estimated Value $440,424

  Last Listing Agent Amy Denham COASTAL PROPERTIES GROUP INTERNATIONAL

  1630 Gray Bark Dr, Oldsmar, FL 34677
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  /45

  Est $283,902 Not Listed For Sale

  230 Balsam Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1981

  230 Balsam Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 8% Below List Price
  • $200/SF
  • 18 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Matthew Lipinczyk AGILE GROUP REALTY
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  /48

  $369,900

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

  1712 Azalea Ct Unit A, Oldsmar, FL 34677

  Welcome to 1712 Azalea Court A in the heart of Oldsmar — a hidden gem just minutes from world-class beaches, top-rated golf courses, and some of the best attractions Tampa Bay has! This beautifully maintained home offers the perfect blend of comfort and convenience, nestled on a quiet cul-de-sac with no rear neighbors. Whether you’re looking for a full-time residence, vacation home, or

  Bert Calebro CALEBRO & ASSOCIATES

  1712 Azalea Ct Unit A, Oldsmar, FL 34677
• 

  /2

  $359,000 Sold Jun 27, 2025

  405 Pine Ave S, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,175 Sq Ft
  • Built 1973

  Last Sold Summary

  • 12% Below List Price
  • $306/SF
  • 129 Days On Market

  Current Estimated Value $339,788

  Last Listing Agent Yordanka Henson VITA LUXURY REALTY LLC

  405 Pine Ave S, Oldsmar, FL 34677
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  /39

  Est $330,131 Not Listed For Sale

  210 Balsam Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,795 Sq Ft
  • Built 1981

  210 Balsam Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 10% Below List Price
  • $203/SF
  • 12 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Matt Generose THE SOMERDAY GROUP PL
• 

  

  /91

  $545,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,706 Sq Ft

  4777 Edge Park Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. Pinellas County's Popular Cross Creek within East Lake Woodlands Golf and Country Club Estates. Maintenance Free Living! Move In Ready! This updated home sits on an oversized lot, overlooks a beautiful pond with fountain, and is walking distance to the Heated Community Pool and Spa. A spacious open floor plan offers 2 bedrooms, 2 full baths, plus den/study,

  Sandra Harris PREFERRED REALTY GROUP, LLC

  4777 Edge Park Dr, Oldsmar, FL 34677
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  /2

  $246,000 Sold Oct 17, 2025

  75 Emerald Bay Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,339 Sq Ft
  • Built 2004

  Last Sold Summary

  • 9% Below List Price
  • $184/SF
  • 73 Days On Market

  Current Estimated Value $250,669

  Last Listing Agent Tabitha Clark EXP REALTY LLC

  75 Emerald Bay Dr, Oldsmar, FL 34677
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  /2

  Est $297,335 Not Listed For Sale

  60 Balsam Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1981

  60 Balsam Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 13% Below List Price
  • $272/SF
  • 60 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Jennifer Bilodeau LPT REALTY, LLC
• 

  

  /20

  $419,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 1,712 Sq Ft

  800 Saint Petersburg Dr W, Oldsmar, FL 34677

  Completely Renovated Oldsmar Home on Oversized Fenced Lot – Move-In Ready! Welcome to this beautifully updated home located in the City of Oldsmar, situated on a generously sized, fully fenced lot with an expansive backyard—perfect for entertaining, pets, or future outdoor enhancements. This turnkey property has been fully renovated from top to bottom, offering modern finishes and a flexible

  Stephanie Brubaker TAM BAY REALTY LLC

  800 Saint Petersburg Dr W, Oldsmar, FL 34677
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  /2

  $612,000 Sold Jan 13, 2026

  5163 Pinnacle Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,886 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Below List Price
  • $324/SF
  • 69 Days On Market

  Current Estimated Value $607,298

  Last Listing Agent Heather Viviano RE/MAX REALTEC GROUP INC

  5163 Pinnacle Dr, Oldsmar, FL 34677
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  /2

  Est $332,183 Not Listed For Sale

  190 Poole Place, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1979

  190 Poole Place, Oldsmar, FL 34677

  Last Sold Summary

  • 4% Below List Price
  • $221/SF
  • 60 Days On Market

  Last Sold Price $345,000

  Last Listing Agent Bill Lewis BHHS FLORIDA PROPERTIES GROUP
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  /38

  $185,000

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft

  219 Cypress Ct, Oldsmar, FL 34677

  Welcome to East Lake Woodlands – Cypress Estates, a gated golf course community offering maintenance-free Florida living. This updated ground-floor corner unit is move-in ready and perfectly positioned at the end of a quiet street for added privacy. This 2-bedroom, 2-bath condo features an open, airy floor plan with high ceilings and abundant natural light. Enjoy peaceful views from your

  Tara Cook ORANGE GROVE PROPERTY SOLUTIONS

  219 Cypress Ct, Oldsmar, FL 34677
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  /2

  $215,000 Sold Aug 29, 2025

  105 Woodlake Wynde, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 1983

  Last Sold Summary

  • 6% Below List Price
  • $233/SF
  • 81 Days On Market

  Current Estimated Value $209,145

  Last Listing Agent Frank Acerra SELECT PROPERTIES INC

  105 Woodlake Wynde, Oldsmar, FL 34677
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  /27

  Est $340,228 Not Listed For Sale

  160 Poole Place, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1979

  160 Poole Place, Oldsmar, FL 34677

  Last Sold Summary

  • 5% Below List Price
  • $232/SF
  • 6 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Deborah Cavaliere PREMIER PROPERTY SOLUTIONS
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  /55

  $748,000

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  10 Windrush Ct, Oldsmar, FL 34677

  Tucked away on a quiet cul-de-sac, this exceptional single-family residence sits on an oversized lot with tranquil pond views, offering a rare blend of privacy, elegance, and resort-style outdoor living. Designed for both relaxation and entertaining, the backyard retreat features an oversized heated swimming pool, expansive screened lanai, and a generous covered outdoor dining area just off the

  Donna Nettestad RE/MAX ACTION FIRST OF FLORIDA

  10 Windrush Ct, Oldsmar, FL 34677
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  /2

  $350,000 Sold Sep 02, 2025

  284 Hemingway Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,604 Sq Ft
  • Built 1998

  Last Sold Summary

  • 10% Below List Price
  • $218/SF
  • 165 Days On Market

  Current Estimated Value $353,385

  Last Listing Agent James Mcpeak MCPEAK REALTY GROUP INC

  284 Hemingway Dr, Oldsmar, FL 34677
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  /45

  Est $341,077 Not Listed For Sale

  80 Poole Place, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1979

  80 Poole Place, Oldsmar, FL 34677

  Last Sold Summary

  • 15% Below List Price
  • $258/SF
  • 68 Days On Market

  Last Sold Price $399,900

  Last Listing Agent Jessica Carlson CENTURY 21 BEGGINS ENTERPRISES
• 

  

  /25

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft

  104 E Cypress Ct Unit 104, Oldsmar, FL 34677

  Located in East Lake Woodlands this quiet private second-story unit offers serene views overlooking the golf course and has a bright welcoming interior. Thoughtfully remodeled throughout, the home features abundant cabinet space, newer appliances, and major system upgrades including air conditioner and furnace. The unit has been tastefully finished with beautiful Florida-style decor, creating a

  Stephen Hachey FLAT FEE MLS REALTY

  104 E Cypress Ct Unit 104, Oldsmar, FL 34677
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  /2

  $220,000 Sold Mar 09, 2026

  72 Pelican Dr E, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,402 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $157/SF
  • 89 Days On Market

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  72 Pelican Dr E, Oldsmar, FL 34677
• 

  

  /27

  Est $271,757 Not Listed For Sale

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1978

  Unlisted Address

  Last Sold Summary

  • 3% Above List Price
  • $192/SF
  • 53 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Julia Brown INVESTMENT FLORIDA REALTY LLC
• 

  

  /30

  $535,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,686 Sq Ft

  339 Shore Dr E, Oldsmar, FL 34677

  Welcome home to this recently renovated property with a pool, situated across the street from Upper Tampa Bay. This residence boasts an open layout that seamlessly connects to the inviting pool area. The backyard, enclosed by durable vinyl fencing, offers a high level of privacy. Comprising three bedrooms and two baths, the third bedroom offers flexibility with its separate side door

  Eric Auciello MARK SPAIN REAL ESTATE

  339 Shore Dr E, Oldsmar, FL 34677
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  /2

  $741,500 Sold Sep 30, 2025

  4797 Stonebriar Dr, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,486 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Below List Price
  • $298/SF
  • 75 Days On Market

  Current Estimated Value $743,984

  Last Listing Agent Mark Fazzini RE/MAX REALTEC GROUP INC

  4797 Stonebriar Dr, Oldsmar, FL 34677
• 

  

  /26

  Est $297,599 Not Listed For Sale

  50 Sylvia Place, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1978

  50 Sylvia Place, Oldsmar, FL 34677

  Last Sold Summary

  • 12% Below List Price
  • $246/SF
  • 14 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Cathy McCarthy RE/MAX
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  /49

  $400,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft

  215 Lake Charles Ct, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome to this 3 bedroom, 2 bath, 1 car garage pool home tucked away on a quiet cul-de-sac in the Hamlets of Forest Lakes in Oldsmar. If outdoor living is high on your list, this home truly delivers. The private backyard retreat is the standout feature, offering a beautifully resurfaced PebbleTec pool surrounded by stone pavers, tropical landscaping, and a

  Kevin Welland LUXURY & BEACH REALTY INC

  215 Lake Charles Ct, Oldsmar, FL 34677
• 

  /2

  $471,852 Sold Feb 25, 2026

  115 Brent Cir, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 1,834 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $257/SF
  • 233 Days On Market

  Current Estimated Value $488,570

  Last Listing Agent Camilo Perez HOME SOLD REALTY LLC

  115 Brent Cir, Oldsmar, FL 34677
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  /33

  Est $295,770 Not Listed For Sale

  110 Ingrid Place, Oldsmar, FL 34677

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

  110 Ingrid Place, Oldsmar, FL 34677

  Last Sold Summary

  • 1% Below List Price
  • $171/SF
  • 64 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Rock Scaglione KELLER WILLIAMS SOUTH TAMPA
• 

  

  /62

  $1,250,000

  • 4 Beds
  • 4.5 Baths
  • 3,993 Sq Ft

  2270 Christy Ln, Oldsmar, FL 34677

  Welcome to luxury living in the desirable Gated, Golf Community of East Lake Woodlands! This stunning home in Turtle Creek has a Premium Conservation Setting and features 4 Bedrooms plus Office/Den and Bonus Room, 4.5 Baths all on One-Story with the exception of the bonus room. Perfectly nestled on a picturesque Cul-de-Sac, tranquility and privacy are yours. Enjoy the best of both worlds with a

  Claudia Tweed COLDWELL BANKER REALTY

  2270 Christy Ln, Oldsmar, FL 34677
• 

  /2

  $725,000 Sold Dec 19, 2025

  1516 E Lake Woodlands Pkwy, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,642 Sq Ft
  • Built 1993

  Last Sold Summary

  • 6% Below List Price
  • $274/SF
  • 171 Days On Market

  Current Estimated Value $754,839

  Last Listing Agent Sam McLaughlin RE/MAX REALTEC GROUP INC

  1516 E Lake Woodlands Pkwy, Oldsmar, FL 34677
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  /29

  Est $321,762 Not Listed For Sale

  420 S Woodlands Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,330 Sq Ft
  • Built 1979

  420 S Woodlands Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 19% Below List Price
  • $297/SF
  • 46 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Chase Crawford SPARROW KEY REALTY INC
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  /33

  $159,900

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft

  208 Cypress Ct, Oldsmar, FL 34677

  Relax and enjoy the serene views from your screened balcony/patio overlooking the natural setting with trees, wildlife and pond! This 2 Bedroom 2 Bath condo in the gated community of East Lake Woodlands in Cypress Estates III has an open Living Room/Dining Room area offering creative options for your furniture. The Kitchen includes a pantry closet and room for a small table and chairs. Primary

  Pamela Douberly KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

  208 Cypress Ct, Oldsmar, FL 34677
• 

  /2

  $255,000 Sold Oct 30, 2025

  70 Morning Dove Place Unit 1A, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 1985

  Last Sold Summary

  • 22% Below List Price
  • $191/SF
  • 115 Days On Market

  Current Estimated Value $271,073

  Last Listing Agent Ibadete Hasani CHARLES RUTENBERG REALTY INC

  70 Morning Dove Place Unit 1A, Oldsmar, FL 34677
• 

  

  /25

  Est $372,443 Not Listed For Sale

  330 S Woodlands Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 1979

  330 S Woodlands Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 8% Below List Price
  • $237/SF
  • 33 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Matthew Walker COLDWELL BANKER REALTY
• 

  

  /36

  $179,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft

  108 Lakeview Place Unit 108, Oldsmar, FL 34677

  Under contract-accepting backup offers. Discover the perfect blend of luxury and convenience in this beautifully updated second-floor condo, located in the prestigious guard-gated East Lake Woodlands golf community. Enjoy serene water views and modern upgrades, including luxury vinyl plank flooring, quartz kitchen countertops, and a fully remodeled master bath—ready for you to move in and start

  Mark Clark RE/MAX REALTEC GROUP INC

  108 Lakeview Place Unit 108, Oldsmar, FL 34677
• 

  /2

  $235,000 Sold Mar 19, 2026

  273 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Below List Price
  • $212/SF
  • 117 Days On Market

  Current Estimated Value $334,896

  Last Listing Agent Sharanne Rothenbucher KELLER WILLIAMS TAMPA PROP.

  273 Countryside Key Blvd, Oldsmar, FL 34677
• 

  /2

  Est $329,046 Not Listed For Sale

  340 Lisa Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft
  • Built 1978

  340 Lisa Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 2% Below List Price
  • $194/SF
  • 158 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Darlene Sheets FUTURE HOME REALTY INC

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