Oldsmar, FL Homes

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  $735,000 Sold Dec 16, 2025

  3765 Shore Blvd, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft
  • Built 1980

  Last Sold Summary

  • 14% Below List Price
  • $395/SF
  • 89 Days On Market

  Last Listing Agent Charlie Reynoso UNIQUE PROPERTY SERVICES

  3765 Shore Blvd, Oldsmar, FL 34677
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  /2

  Est $262,307 Not Listed For Sale

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

  314 Countryside Key Blvd, Oldsmar, FL 34677

  314 Countryside Key Blvd, Oldsmar, FL 34677
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  /55

  $674,000

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

  2005 Palm Key Ave, Oldsmar, FL 34677

  Welcome to 2005 Palm Key Avenue, a standout builder model waterfront townhome offering 4 bedrooms, 3 full bathrooms, and a 2-car garage in the highly desirable, gated Bayside Terrace community. This home delivers the ultimate “lock-and-leave” lifestyle with an HOA that covers cable, internet, water, trash, roof replacement, exterior maintenance, landscaping, and secure gated entry—making

  Chelsey Bender MOMENTUM REALTY - GAINESVILLE

  2005 Palm Key Ave, Oldsmar, FL 34677
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  $667,000 Sold Jun 02, 2025

  390 Rosalind Ln, Oldsmar, FL 34677

  • 4 Beds
  • 2.5 Baths
  • 2,423 Sq Ft
  • Built 2001

  Last Sold Summary

  • $275/SF
  • 31 Days On Market

  Current Estimated Value $668,018

  Last Listing Agent Michele Morris COASTAL PROPERTIES GROUP INTERNATIONAL

  390 Rosalind Ln, Oldsmar, FL 34677
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  /35

  Est $243,773 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,105 Sq Ft

  319 Countryside Key Blvd, Oldsmar, FL 34677

  319 Countryside Key Blvd, Oldsmar, FL 34677
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  $160,000

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  134 Sycamore Ln Unit H, Oldsmar, FL 34677

  This beautifully maintained 2 bedroom, 2 bath condo in fantastic Gardens of Forest lakes, offers perfect blend of comfort and convenience. As you step inside, you will be greeted by an open floor plan that seamlessly connects the living and kitchen areas. Kitchen features granite countertops, wood cabinets. The dining area opens to a charming balcony overlooking trees and it is perfect for

  Tatiana Russu FUTURE HOME REALTY INC

  134 Sycamore Ln Unit H, Oldsmar, FL 34677
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  /41

  $229,900 Sold Mar 07, 2025

  229 Cypress Ln Unit 229, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $218/SF
  • 12 Days On Market

  Current Estimated Value $219,261

  Last Listing Agent Mark Fazzini RE/MAX REALTEC GROUP INC

  229 Cypress Ln Unit 229, Oldsmar, FL 34677
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  /2

  Est $271,405 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,105 Sq Ft

  325 Countryside Key Blvd, Oldsmar, FL 34677

  325 Countryside Key Blvd, Oldsmar, FL 34677
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  /51

  $260,000 Pending

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

  50 Ingrid Place, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome to Eastlake Woodlands, a stunning golf community nestled in a serene and picturesque setting. This beautiful 2 Bedroom/ 2 Bath split floor plan condo boasts elegant wood floors and breathtaking views of the of the conservation pond from your back porch. Just a few of the recent updates include brand New Roof, Newer AC, Newer Water Heater, almost new

  Jessica Patriarch MIHARA & ASSOCIATES INC.

  50 Ingrid Place, Oldsmar, FL 34677
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  $550,000 Sold Oct 10, 2025

  1640 Gray Bark Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,927 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $285/SF
  • 4 Days On Market

  Current Estimated Value $548,921

  Last Listing Agent Maria Hourdas KELLER WILLIAMS REALTY- PALM H

  1640 Gray Bark Dr, Oldsmar, FL 34677
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  /41

  Est $252,710 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,141 Sq Ft

  345 Countryside Key Blvd, Oldsmar, FL 34677

  345 Countryside Key Blvd, Oldsmar, FL 34677
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  /28

  $319,999

  • 3 Beds
  • 2 Baths
  • 1,255 Sq Ft

  163 Dolphin Dr E, Oldsmar, FL 34677

  Presenting a stunningly renovated beauty in Gull-Aire Village, a sought after 55+ golf cart and pet-friendly community on the north shores of Tampa Bay! If you're searching for your piece of Floridian paradise where no expense was spared for modernized living, then look no further! This wide open floor plan home will be sure to impress with EXQUISITE UPDATES and tons of fun bells and whistles.

  Micaela Morenz, PA BLAKE REAL ESTATE INC

  163 Dolphin Dr E, Oldsmar, FL 34677
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  $965,000 Sold Jun 11, 2025

  20 Willowwood Ln Unit 1, Oldsmar, FL 34677

  • 4 Beds
  • 3.5 Baths
  • 3,867 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Below List Price
  • $250/SF
  • 16 Days On Market

  Current Estimated Value $997,872

  Last Listing Agent Marni Smith KELLER WILLIAMS REALTY- PALM H

  20 Willowwood Ln Unit 1, Oldsmar, FL 34677
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  /27

  Est $258,026 Not Listed For Sale

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

  216 Countryside Key Blvd, Oldsmar, FL 34677

  216 Countryside Key Blvd, Oldsmar, FL 34677
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  /14

  $235,000

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft

  62 Emerald Bay Dr, Oldsmar, FL 34677

  Heart of Oldsmar convenient to restaurants, shopping and Tampa. 2 Story, 2 Bedroom / 2.5 Bathroom Townhome in Oldsmar, AC 7/23, newer luxury vinyl flooring and newer paint.

  Lin Huang CHARLES RUTENBERG REALTY INC

  62 Emerald Bay Dr, Oldsmar, FL 34677
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  /2

  $315,000 Sold Apr 30, 2025

  50 Gretchen Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft
  • Built 1982

  Last Sold Summary

  • 7% Below List Price
  • $218/SF
  • 41 Days On Market

  Current Estimated Value $313,536

  Last Listing Agent Cathy McCarthy RE/MAX REALTEC GROUP INC

  50 Gretchen Ct, Oldsmar, FL 34677
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  /33

  Est $270,730 Not Listed For Sale

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

  242 Countryside Key Blvd, Oldsmar, FL 34677

  242 Countryside Key Blvd, Oldsmar, FL 34677
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  /15

  $225,000

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

  244 Countryside Key Blvd, Oldsmar, FL 34677

  Cozy 2-Bedroom, 2.5-Bath Townhome in the heart of Oldsmar. Brand new fresh carpets. The monthly HOA fees cover a wide range of services, including water, sewer, trash, cable, wifi, community pool, lawn and landscaping, roof maintenance and replacement, exterior pest control, and exterior building maintenance. Enjoy the convenience of being just minutes from the shopping, dining, a movie theater,

  Lin Huang CHARLES RUTENBERG REALTY INC

  244 Countryside Key Blvd, Oldsmar, FL 34677
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  $398,000 Sold May 13, 2025

  2113 Sunset Wind Loop, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft
  • Built 2019

  Last Sold Summary

  • 12% Below List Price
  • $239/SF
  • 148 Days On Market

  Current Estimated Value $400,394

  Last Listing Agent Keith Gordon ALTRU REALTY

  2113 Sunset Wind Loop, Oldsmar, FL 34677
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  Est $255,474 Not Listed For Sale

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

  213 Countryside Key Blvd, Oldsmar, FL 34677

  213 Countryside Key Blvd, Oldsmar, FL 34677
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  /49

  $393,000

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

  1102 Vineyard Ln, Oldsmar, FL 34677

  Location, Location, Location! Welcome to this well-maintained, newer-construction end-unit townhouse located in the quiet, gated community of Tuscany Woods, built in 2018. Backing directly to the scenic Brooker Creek Preserve, this home offers privacy and tranquil views rarely found. This light and bright home features 3 bedrooms, 2.5 bathrooms, and a 1-car garage. The open-concept main level

  Debra Banks Waz FUTURE HOME REALTY

  1102 Vineyard Ln, Oldsmar, FL 34677
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  $965,000 Sold May 02, 2025

  4944 Silverthorne Ct, Oldsmar, FL 34677

  • 4 Beds
  • 3.5 Baths
  • 3,252 Sq Ft
  • Built 1991

  Last Sold Summary

  • 11% Below List Price
  • $297/SF
  • 161 Days On Market

  Current Estimated Value $991,178

  Last Listing Agent Martha Thorn COLDWELL BANKER REALTY

  4944 Silverthorne Ct, Oldsmar, FL 34677
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  /2

  Est $251,852 Not Listed For Sale

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

  233 Countryside Key Blvd, Oldsmar, FL 34677

  233 Countryside Key Blvd, Oldsmar, FL 34677
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  /31

  $249,000

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

  117 E Cypress Ct Unit 117, Oldsmar, FL 34677

  **COME ON IN - MAKE YOURSELF AT HOME ** This 2 Bed 2 Bath GROUND FLOOR unit has been totally REMODELLED to an exceptionally high standard!! New Floors, New Bathrooms, New Windows, MOVE IN READY!! And what's more?? NOT OVERLOOKED at the rear!!! Enjoy your morning coffee or evening drink on the front enclosed patio or watch the wildlife from the rear patio .. you have a choice!! Within easy walking

  Joanne Todd RE/MAX REALTEC GROUP INC

  117 E Cypress Ct Unit 117, Oldsmar, FL 34677
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  /2

  $705,000 Sold Aug 13, 2025

  170 Greenhaven Cir, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 2,346 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $301/SF
  • 158 Days On Market

  Current Estimated Value $711,196

  Last Listing Agent Jeffrey Borham EXP REALTY LLC

  170 Greenhaven Cir, Oldsmar, FL 34677
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  /23

  Est $248,684 Not Listed For Sale

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

  253 Countryside Key Blvd, Oldsmar, FL 34677

  253 Countryside Key Blvd, Oldsmar, FL 34677
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  /40

  $368,500 Pending

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft

  140 Dale Place, Oldsmar, FL 34677

  Under contract-accepting backup offers. TURN KEY VILLA perfect for Snow Birds, nestled in the GATED COMMUNITY of East Lake Woodlands! 3 BEDROOM 2 Bath END UNIT VILLA with GOLF COURSE VIEWS! BONUS SUN ROOM adds 290sqft for a total 1695sqft living! FURNISHED and completely MOVE-IN READY, including dishes, pots, pans, furniture, TVs, towels and beach chairs!! And it’s even in Zone X with NO FLOOD

  Brad Uline RE/MAX REALTEC GROUP INC

  140 Dale Place, Oldsmar, FL 34677
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  $2,375,000 Sold May 09, 2025

  3857 Shore Blvd, Oldsmar, FL 34677

  • 5 Beds
  • 4.5 Baths
  • 2,809 Sq Ft
  • Built 2002

  Last Sold Summary

  • $845/SF
  • 2 Days On Market

  Current Estimated Value $1,947,254

  Last Listing Agent Rene Mailaender RE/MAX REALTEC GROUP INC

  3857 Shore Blvd, Oldsmar, FL 34677
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  /36

  Est $312,443 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  432 Evergreen Dr, Oldsmar, FL 34677

  432 Evergreen Dr, Oldsmar, FL 34677
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  /68

  $1,175,000

  • 3 Beds
  • 2 Baths
  • 2,164 Sq Ft

  826 Christina Cir, Oldsmar, FL 34677

  Waterfront Beauty in Coveted East Lake Corridor – The Best Lot in this highly desired Community! Coastal Elegance on Upper Tampa Bay — this private waterfront retreat is back on the market and ready to impress. Set on the premier lot in the community, the home offers 165 feet of unobstructed bay frontage, unmatched privacy, and direct open-water access, creating a lifestyle that blends luxury,

  Lindsey Fowkes RE/MAX COLLECTIVE

  826 Christina Cir, Oldsmar, FL 34677
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  $460,000 Sold Mar 25, 2025

  412 Arlington Ave E, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,687 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $273/SF
  • 48 Days On Market

  Current Estimated Value $462,401

  Last Listing Agent Jennifer Messina KELLER WILLIAMS TAMPA PROP.

  412 Arlington Ave E, Oldsmar, FL 34677
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  /45

  Est $362,061 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  610 Limetree Dr, Oldsmar, FL 34677

  610 Limetree Dr, Oldsmar, FL 34677
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  $789,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,809 Sq Ft

  4969 Kilkenney Way, Oldsmar, FL 34677

  Under contract-accepting backup offers. "HOUSE BEAUTIFUL" Nestled in a Serene GATED Enclave "ABERDEEN" of ARDEA (Formerly Known as East Lake Woodlands Golf and Country Club!) From the Moment you Arrive, the Home's Curb Appeal is Undeniable! Pristine Manicured Landscaping and Graceful Palm Tree's Create a Peaceful Tropical Setting! Quality Built Classic Beauty Consists of 4 Bedrooms, 3 Bathrooms,

  Sandee Dillon-Mooney RE/MAX REALTEC GROUP INC

  4969 Kilkenney Way, Oldsmar, FL 34677
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  /2

  $270,000 Sold Aug 06, 2025

  1808 Elmwood Dr, Oldsmar, FL 34677

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1972

  Last Sold Summary

  • $237/SF
  • 11 Days On Market

  Current Estimated Value $272,494

  Last Listing Agent Chuck Coit, Jr CHARLES RUTENBERG REALTY INC

  1808 Elmwood Dr, Oldsmar, FL 34677
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  /28

  Est $341,472 Not Listed For Sale

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

  600 Tangerine Dr, Oldsmar, FL 34677

  600 Tangerine Dr, Oldsmar, FL 34677
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  /84

  $389,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  646 Timber Bay Cir W, Oldsmar, FL 34677

  Under contract-accepting backup offers. NEW PRICE - EXCELLENT VALUE - LOCATION - LOCATION - LOCATION - LOVE WHERE YOU LIVE - ONE STORY POOL HOME! Welcome to this MOVE IN READY 3 bedroom, 2 remodeled bathroom, 2 car attached garage split floor plan featuring 1554 ft.2 located in the beautiful City of Oldsmar. This home will not disappoint. It is the perfect blend of comfort and Florida living.

  Sue Salm RE/MAX CHAMPIONS

  646 Timber Bay Cir W, Oldsmar, FL 34677
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  /2

  $580,000 Sold Feb 07, 2025

  3098 Phoenix Ave, Oldsmar, FL 34677

  • 2 Beds
  • 1 Bath
  • 1,628 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Above List Price
  • $356/SF
  • 6 Days On Market

  Current Estimated Value $579,101

  Last Listing Agent Joe Carducci FUTURE HOME REALTY INC

  3098 Phoenix Ave, Oldsmar, FL 34677
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  /32

  Est $336,703 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,154 Sq Ft

  429 Tangerine Dr, Oldsmar, FL 34677

  429 Tangerine Dr, Oldsmar, FL 34677
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  /22

  $339,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,098 Sq Ft

  101 Bayside Blvd, Oldsmar, FL 34677

  Under contract-accepting backup offers. Beautifully updated 3 bedroom, 2 bathroom home in a fantastic central location! This move-in ready property features fresh paint and new luxury vinyl plank flooring throughout. Enjoy cooking in a brand new kitchen with stylish shaker cabinets offering lots of storage and brand new stainless steel appliances, perfect for everyday living and entertaining.

  Brian Kelly BAYSIDE PROPERTY MGMT. & REAL

  101 Bayside Blvd, Oldsmar, FL 34677
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  /2

  $180,000 Sold Jan 14, 2026

  211 Corkwood Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1984

  Last Sold Summary

  • 16% Below List Price
  • $200/SF
  • 17 Days On Market

  Last Listing Agent Kim Garrett CHARLES RUTENBERG REALTY INC

  211 Corkwood Ln, Oldsmar, FL 34677

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