Oldsmar, FL Homes

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  /39

  Est $264,881 Not Listed For Sale

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

  254 Countryside Key Blvd, Oldsmar, FL 34677

  254 Countryside Key Blvd, Oldsmar, FL 34677
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  /80

  $1,425,000

  • 5 Beds
  • 4 Baths
  • 4,144 Sq Ft

  4954 Turtle Creek Trail, Oldsmar, FL 34677

  Welcome to this exceptional Costanza custom-built home, perfectly situated on over one acre of private conservation land in the prestigious gated community of East Lake Woodlands. This residence beautifully combines luxury, privacy, and nature, offering the ideal Florida lifestyle. From the moment you enter through the leaded-glass double doors, you’ll be impressed by the soaring ceilings, open

  Carol Conologue KELLER WILLIAMS REALTY- PALM H

  4954 Turtle Creek Trail, 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 $226,069

  Last Listing Agent Mark Fazzini RE/MAX REALTEC GROUP INC

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

  Est $262,529 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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  /54

  $199,900

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

  204 Mary Dr, Oldsmar, FL 34677

  An absolute must see!! Beautifully maintained 2 bedroom, 2 bath condo nestled in sought after East Lake Woodlands! Second floor unit offers light, bright spacious living. The home boasts a modern kitchen with updated real wood cabinetry, granite counters and high end appliances. A convenient breakfast bar opens the kitchen to the living area offering optimal entertaining space! Fabulous updated

  Nancy Leslie RE/MAX REALTEC GROUP INC

  204 Mary Dr, Oldsmar, FL 34677
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  /2

  $215,000 Sold Jan 21, 2025

  248 Cypress Ln, Oldsmar, FL 34677

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

  Last Sold Summary

  • 4% Below List Price
  • $204/SF
  • 52 Days On Market

  Current Estimated Value $213,421

  Last Listing Agent John Rurkowski EXP REALTY LLC

  248 Cypress Ln, Oldsmar, FL 34677
• 

  

  /35

  Est $253,406 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
• 

  

  /45

  $215,900

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

  472 Trout Ln, Oldsmar, FL 34677

  Gull-Aire Village. 55+ community. Welcome to this 1998 Jacobsen home, built to newer standards and offering the perfect blend of comfort and convenience. This spacious residence features a desirable split floor plan with three bedrooms, providing ample privacy for family or guests. The chef’s kitchen is a true highlight, boasting high-quality Kraft Maid Cabinetry with custom pull-outs for

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  472 Trout Ln, Oldsmar, FL 34677
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  /2

  $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 $1,008,986

  Last Listing Agent Marni Smith KELLER WILLIAMS REALTY- PALM H

  20 Willowwood Ln Unit 1, Oldsmar, FL 34677
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  /41

  Est $260,164 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
• 

  

  /31

  $223,500

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  129 Woodlake Wynde Unit 129, Oldsmar, FL 34677

  Welcome to Your New Home in East Lake Woodlands! Discover comfort, functionality, and Florida living in this spacious 2-bedroom, 2-bath condo located in the highly sought-after, gated community of East Lake Woodlands.The inviting primary suite features both a walk-in closet and an additional closet, along with a private ensuite bath featuring a tub/shower combination. Step directly onto the

  Liliana Rincon BILTMORE GROUP INC

  129 Woodlake Wynde Unit 129, 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 $315,918

  Last Listing Agent Cathy McCarthy RE/MAX REALTEC GROUP INC

  50 Gretchen Ct, Oldsmar, FL 34677
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  /27

  Est $260,087 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
• 

  

  /30

  $669,000

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

  4007 Palm Key Ave, Oldsmar, FL 34677

  Very affordable flood insurance! Less than $800 per year, which is transferable to the new owner! Living the Florida dream starts here! The moment you walk in, you will experience the coastal luxury this townhome has to offer. From the soaring ceilings to the open floor plan with a state-of-the-art kitchen. Enjoy amazing water views from the screened-in porch that will have you living the good

  JACOB GROSS CHARLES RUTENBERG REALTY INC

  4007 Palm Key Ave, Oldsmar, FL 34677
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  /2

  $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 $402,549

  Last Listing Agent Keith Gordon ALTRU REALTY

  2113 Sunset Wind Loop, Oldsmar, FL 34677
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  /33

  Est $268,525 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
• 

  

  /28

  $279,999 Pending

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

  2004 Sheffield Ct, Oldsmar, FL 34677

  Under contract-accepting backup offers. GREAT LOCATION! Completely remodeled with the WOW factor. This must see two-bedroom 2 bath villa with no carpet is the perfect home for relaxing or everyday living. No expense spared with completely updated kitchen with SS appliances, granite countertops, soft close cabinets with roll outs, under cabinet lighting, larger counter space with extra cabinets

  Sue Lashley Thomas KELLER WILLIAMS SOUTH TAMPA

  2004 Sheffield Ct, Oldsmar, FL 34677
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  /2

  $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 $996,881

  Last Listing Agent Martha Thorn COLDWELL BANKER REALTY

  4944 Silverthorne Ct, Oldsmar, FL 34677
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  /34

  Est $258,477 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
• 

  

  /35

  $199,999

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

  281 Cypress Ln, Oldsmar, FL 34677

  Charming First Floor Condo in East Lake Woodlands Discover carefree living in this beautifully updated first-floor condo, nestled in the gated East Lake Woodlands Country Club within the serene Cypress Estates II. This inviting home boasts stunning views of lush greenery, creating a peaceful retreat with a private backyard oasis. Key Features: New in 2025: Sleek tile flooring throughout and a

  Cathy Schoeppler UNITED REAL ESTATE SUNCOAST

  281 Cypress Ln, 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 $703,246

  Last Listing Agent Jeffrey Borham EXP REALTY LLC

  170 Greenhaven Cir, Oldsmar, FL 34677
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  /2

  Est $249,611 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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  /52

  $619,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,429 Sq Ft

  1627 Shady Oaks Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. PRICE IMPROVEMENT! A Cool Comfortable Retreat in East Lake Oaks!This 3-bedroom, 2.5-bath home has been lovingly cared for by its original owners and welcomes you with a calm, inviting atmosphere from the moment you walk in.The remodeled kitchen, with generous counter space and storage, flows naturally into the main living area and screened lanai,

  Lynda Ellinger BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  1627 Shady Oaks Dr, Oldsmar, FL 34677
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  /2

  $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 $1,943,664

  Last Listing Agent Rene Mailaender RE/MAX REALTEC GROUP INC

  3857 Shore Blvd, Oldsmar, FL 34677
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  /23

  Est $256,561 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
• 

  

  /50

  $225,900

  • 2 Beds
  • 2 Baths
  • 1,286 Sq Ft

  238 Pelican Dr N, Oldsmar, FL 34677

  This home is in highly desirable 55+ Gull-Aire Village! This beautifully updated Palm Harbor home boasts 1,286 square feet of comfortable living space with two generous bedrooms and two modern baths. The open floor plan is perfect for entertaining family and friends, while the freshly painted interior and brand-new luxury wide-width, high-traffic vinyl plank flooring with new baseboards add a

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  238 Pelican Dr N, Oldsmar, FL 34677
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  /2

  $255,000 Sold Jan 31, 2025

  479 Trout Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $183/SF
  • 61 Days On Market

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  479 Trout Ln, Oldsmar, FL 34677
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  /36

  Est $328,246 Not Listed For Sale

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

  432 Evergreen Dr, Oldsmar, FL 34677

  432 Evergreen Dr, Oldsmar, FL 34677
• 

  

  /24

  $428,000

  • 3 Beds
  • 2 Baths
  • 1,475 Sq Ft

  1806 Forest Dr Unit 3, Oldsmar, FL 34677

  Welcome to this beautifully remodeled home filled with natural light and modern charm. The open-concept floor plan features a spacious living area with brand new windows throughout the house, the new designed kitchen offers new cabinetry beautiful countertops, new stainless-steel appliances, and a breakfast bar the flows seamlessly into the dining and living spaces, interior laundry room with new

  mena reyes reyes RE/MAX REALTEC GROUP INC

  1806 Forest Dr Unit 3, Oldsmar, FL 34677
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  /2

  $500,000 Sold Jan 24, 2025

  1719 Mapleleaf Blvd, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft
  • Built 2001

  Last Sold Summary

  • 5% Below List Price
  • $245/SF
  • 64 Days On Market

  Current Estimated Value $507,704

  Last Listing Agent Dillon Eversole REALTY HUB

  1719 Mapleleaf Blvd, Oldsmar, FL 34677
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  /45

  Est $364,700 Not Listed For Sale

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

  610 Limetree Dr, Oldsmar, FL 34677

  610 Limetree Dr, Oldsmar, FL 34677
• 

  

  /29

  $176,500

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  468 Trout Ln, Oldsmar, FL 34677

  PRICE IMPROVEMENT! Welcome yourself home to Gull-Aire Village, a 55+ community that is Pet & Golf Cart friendly in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, which means you OWN the Land & Home. This home is one of the NEWER Models listed (2004) and is in Pristine condition! It is Priced to Sell and listed UNDER current market value for a quick, easy transaction. It boasts

  Lori Sarnese KELLER WILLIAMS TAMPA CENTRAL

  468 Trout Ln, Oldsmar, FL 34677
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  /2

  $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 $463,447

  Last Listing Agent Jennifer Messina KELLER WILLIAMS TAMPA PROP.

  412 Arlington Ave E, Oldsmar, FL 34677
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  /31

  Est $396,372 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft

  614 Limetree Dr, Oldsmar, FL 34677

  614 Limetree Dr, Oldsmar, FL 34677
• 

  

  /23

  $899,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  403 Park Blvd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to 403 Park Blvd, a brand-new 2025 luxury residence offering elevated one-level living in the heart of Tampa Bay. Set at a secure 12’ elevation and built with concrete block construction, full impact-rated windows & doors, spray foam insulation, this home delivers the peace of mind discerning buyers expect in Florida. Inside, you’ll find 10’

  Angela Bui REALTY ONE GROUP SUNSHINE

  403 Park Blvd, 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 $271,788

  Last Listing Agent Chuck Coit, Jr CHARLES RUTENBERG REALTY INC

  1808 Elmwood Dr, Oldsmar, FL 34677
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  /28

  Est $363,189 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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  /38

  $319,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  337 Shore Dr E, Oldsmar, FL 34677

  Under contract-accepting backup offers. Discover your opportunity in the heart of Oldsmar! 100% FINANCING FOR QUALIFIED BUYERS WITH OUR PREFERRED LENDER, WOW!! This renovated single family home is perfect for a first time buyer or seasonal resident looking to enjoy the COASTAL WATERFRONT LIFESTYLE. Nestled in a vibrant, golf-cart friendly community, this home is located directly across the street

  Darlene Davenport COMPASS FLORIDA LLC

  337 Shore Dr E, 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 $586,332

  Last Listing Agent Joe Carducci FUTURE HOME REALTY INC

  3098 Phoenix Ave, Oldsmar, FL 34677
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  /26

  Est $361,253 Not Listed For Sale

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

  605 Tangerine Dr, Oldsmar, FL 34677

  605 Tangerine Dr, Oldsmar, FL 34677

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