Oldsmar, FL Homes

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  /53

  $649,900 Pending

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

  1120 Hunters Place, Oldsmar, FL 34677

  Under contract-accepting backup offers. Look forward to coming home! Live on a quiet street in Eastlake Woodlands with a great pond view. Located in Hunter’s Crossing, with three bedrooms, 2 baths, solar heated pool and 3 car garage. Entertain in the formal living and dining rooms, or casually outside on the expansive pavered deck. The screen enclosed swimming pool has a covered lanai, spa and

  Debra Gross BHHS FLORIDA PROPERTIES GROUP

  1120 Hunters Place, Oldsmar, FL 34677
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  /2

  $385,000 Sold Feb 20, 2025

  1916 Peppertree Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,294 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $298/SF
  • 27 Days On Market

  Current Estimated Value $380,420

  Last Listing Agent Jamie Devine Brown RE/MAX ALLIANCE GROUP

  1916 Peppertree Dr, Oldsmar, FL 34677
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  /2

  Est $357,778 Not Listed For Sale

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

  80 Tads Trail, Oldsmar, FL 34677

  80 Tads Trail, Oldsmar, FL 34677
• 

  

  

  /11

  $170,000 Pending

  • Land
  • 0.26 Acre
  • $653,846 per Acre

  502 Devonshire St, Oldsmar, FL 34677

  Under contract-accepting backup offers. Discover the perfect opportunity to build your dream home or investment property on this prime vacant lot, conveniently located in Oldsmar! Zoned for residential. Don’t miss out on this opportunity in a high-demand area!

  Jeffrey Gould JEFFREY GOULD REAL ESTATE LLC

  502 Devonshire St, Oldsmar, FL 34677
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  /2

  $178,000 Sold Mar 31, 2025

  104 Meadow Ln Unit 104, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 879 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Below List Price
  • $203/SF
  • 8 Days On Market

  Current Estimated Value $186,038

  Last Listing Agent Kimberly Monday FUTURE HOME REALTY INC

  104 Meadow Ln Unit 104, Oldsmar, FL 34677
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  /29

  Est $295,999 Not Listed For Sale

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

  50 Tads Trail, Oldsmar, FL 34677

  50 Tads Trail, Oldsmar, FL 34677
• 

  

  /40

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  83 Pelican Dr N, Oldsmar, FL 34677

  Discover exceptional value in Gull-Aire Village, a vibrant 55+ community, with this meticulously maintained home ready for its next owner. Move right in! this sale includes all furnishings and contents, including a 60-inch TV, for a seamless transition. Enjoy peace of mind with a host of recent upgrades: In March of 2024 a brand-new shingle roof, 11 new hurricane windows, and 11 new solar panels

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  83 Pelican Dr N, Oldsmar, FL 34677
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  /2

  $505,000 Sold May 12, 2025

  102 Shore Dr W, Oldsmar, FL 34677

  • 5 Beds
  • 4 Baths
  • 2,530 Sq Ft
  • Built 1969

  Last Sold Summary

  • 29% Below List Price
  • $200/SF
  • 204 Days On Market

  Current Estimated Value $554,037

  Last Listing Agent Vincent Gepp COLDWELL BANKER REALTY

  102 Shore Dr W, Oldsmar, FL 34677
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  /38

  Est $297,851 Not Listed For Sale

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

  20 Tads Trail, Oldsmar, FL 34677

  20 Tads Trail, Oldsmar, FL 34677
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  /88

  $1,425,000

  • 4 Beds
  • 3 Baths
  • 3,850 Sq Ft

  2151 Diamond Ct, Oldsmar, FL 34677

  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 stunning water and conservation views and a thoughtfully designed 3-way split floor plan with a dedicated front office.From the moment you step inside, you’ll notice the meticulous attention to

  Michelle Johncola RE/MAX ELITE REALTY

  2151 Diamond Ct, Oldsmar, FL 34677
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  /2

  $402,000 Sold Feb 25, 2025

  60 Ashley Ln, Oldsmar, FL 34677

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

  Last Sold Summary

  • 10% Below List Price
  • $217/SF
  • 71 Days On Market

  Current Estimated Value $393,195

  Last Listing Agent Yanya McReynolds PEOPLE'S TRUST REALTY

  60 Ashley Ln, Oldsmar, FL 34677
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  /32

  Est $352,930 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,707 Sq Ft

  10 Tads Trail, Oldsmar, FL 34677

  10 Tads Trail, Oldsmar, FL 34677
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  /80

  $1,389,000

  • 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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  /52

  $310,000 Sold Aug 29, 2025

  300 State St E Unit 326, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,553 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $200/SF
  • 28 Days On Market

  Current Estimated Value $305,018

  Last Listing Agent Hendrina Callejas Goldpen Realty Group

  300 State St E Unit 326, Oldsmar, FL 34677
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  /35

  Est $259,451 Not Listed For Sale

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

  372 Countryside Key Blvd, Oldsmar, FL 34677

  372 Countryside Key Blvd, Oldsmar, FL 34677
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  /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

  $310,000 Sold Apr 25, 2025

  1803 Forest Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 966 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $321/SF
  • 4 Days On Market

  Current Estimated Value $307,536

  Last Listing Agent Ashley Gajdosz KELLER WILLIAMS TAMPA PROP.

  1803 Forest Dr, Oldsmar, FL 34677
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  /2

  Est $263,380 Not Listed For Sale

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

  360 Countryside Key Blvd, Oldsmar, FL 34677

  360 Countryside Key Blvd, Oldsmar, FL 34677
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  /41

  $559,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,959 Sq Ft

  4729 Pebble Brook Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover a rare opportunity to own a home offering Privacy and Preserve and Water Views in the highly sought-after Cross Creek subdivision of the Gated Golf Community of East Lake Woodlands - with the added benefit of being situated in the preferred Zone X with NO Flood Insurance required. This Owner had no

  Claudia Tweed COLDWELL BANKER REALTY

  4729 Pebble Brook Dr, Oldsmar, FL 34677
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  /2

  $550,000 Sold Jun 20, 2025

  2001 Palm Key Ave, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft
  • Built 2018

  Last Sold Summary

  • 8% Below List Price
  • $285/SF
  • 217 Days On Market

  Current Estimated Value $547,937

  Last Listing Agent Zorka Vlasik CHARLES RUTENBERG REALTY INC

  2001 Palm Key Ave, Oldsmar, FL 34677
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  /27

  Est $257,271 Not Listed For Sale

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

  382 Countryside Key Blvd, Oldsmar, FL 34677

  382 Countryside Key Blvd, Oldsmar, FL 34677
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  /31

  $218,000

  • 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

  $233,500 Sold Sep 19, 2025

  120 Edgewood Ct, Oldsmar, FL 34677

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

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 24 Days On Market

  Current Estimated Value $231,885

  Last Listing Agent Mashonda Smith CORCORAN DWELLINGS

  120 Edgewood Ct, Oldsmar, FL 34677
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  /2

  Est $256,091 Not Listed For Sale

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

  380 Countryside Key Blvd, Oldsmar, FL 34677

  380 Countryside Key Blvd, Oldsmar, FL 34677
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  /30

  $649,000

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

  4007 Palm Key Ave, Oldsmar, FL 34677

  Walk in the front door and look straight out to the water. Head out to the screened-in back porch to hang out and enjoy the views, from dolphins and mother duck with her ducklings, to the pink & orange glowing sunsets. This unit comes with floodplain X zoning tied to the title, which means you’re grandfathered in, and the cheap flood insurance is transferable to you (less than $800/yr.). Soaring

  JACOB GROSS CHARLES RUTENBERG REALTY INC

  4007 Palm Key Ave, Oldsmar, FL 34677
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  /2

  $335,000 Sold Jul 02, 2025

  1703 Ironwood Ct E, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1973

  Last Sold Summary

  • $315/SF
  • 0 Days On Market

  Current Estimated Value $325,686

  Last Listing Agent Alejandro Vazquez AVENUE HOMES LLC

  1703 Ironwood Ct E, Oldsmar, FL 34677
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  /34

  Est $264,157 Not Listed For Sale

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

  406 Countryside Key Blvd, Oldsmar, FL 34677

  406 Countryside Key Blvd, Oldsmar, FL 34677
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  /36

  $388,000

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

  35 Pinewinds Blvd, Oldsmar, FL 34677

  VERY DESIRABLE GATED COMMUNITY OF EAST LAKE WOODLANDS, CORNER VILLA has VIEWS OF POND. Villa was BEAUTIFULLY REMODELED with NEWER WOOD CABINETS, and GRANITE COUNTER TOPS & NEWER APPLIANCES. LUXURY VINYL LAMINATE FLOORS throughout VILLA. Master Bedroom has A WALK-IN CLOSET with remodeled Master Suite BATHROOM. For Privacy there is a Split Bedroom Plan. Garage Conversion has a Flex Room for added

  Marie Becklund FUTURE HOME REALTY INC

  35 Pinewinds Blvd, Oldsmar, FL 34677
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  /2

  $610,000 Sold Jun 13, 2025

  40 Pine Lake Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 2,187 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Below List Price
  • $279/SF
  • 10 Days On Market

  Current Estimated Value $610,494

  Last Listing Agent Denise Dorris COASTAL PROPERTIES GROUP INTERNATIONAL

  40 Pine Lake Dr, Oldsmar, FL 34677
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  /2

  Est $253,853 Not Listed For Sale

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

  369 Countryside Key Blvd, Oldsmar, FL 34677

  369 Countryside Key Blvd, Oldsmar, FL 34677
• 

  

  /35

  $199,999 Pending

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

  281 Cypress Ln, Oldsmar, FL 34677

  Under contract-accepting backup offers. 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:

  Cathy Schoeppler UNITED REAL ESTATE SUNCOAST

  281 Cypress Ln, Oldsmar, FL 34677
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  /2

  $140,000 Sold Mar 04, 2025

  118 W Cypress Ct Unit 118, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $133/SF
  • 3 Days On Market

  Current Estimated Value $150,969

  Last Listing Agent William Roberts, III RE/MAX REALTEC GROUP INC

  118 W Cypress Ct Unit 118, Oldsmar, FL 34677
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  /23

  Est $248,275 Not Listed For Sale

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

  423 Countryside Key Blvd, Oldsmar, FL 34677

  423 Countryside Key Blvd, Oldsmar, FL 34677
• 

  

  /37

  $319,000

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

  405 Woods Landing Trail, Oldsmar, FL 34677

  New Year - New Home! Welcome to the coveted East Lake Woodlands Gated Community. One of the first things you will notice when you walk in the door is the views to the back, featuring woods, water, wildlife and serenity. This beautiful 2 bedroom 2.5 bath townhouse features a carport, outside storage shed and large enclosed Florida room that opens with sliding doors from living room. There is also

  Loren Roye THE KEYES COMPANY - SARASOTA

  405 Woods Landing Trail, Oldsmar, FL 34677
• 

  /2

  $460,000 Sold Jun 30, 2025

  1609 Shady Oaks Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1997

  Last Sold Summary

  • 12% Below List Price
  • $291/SF
  • 117 Days On Market

  Current Estimated Value $468,412

  Last Listing Agent Jill Majewski HOMEFRONT REALTY

  1609 Shady Oaks Dr, Oldsmar, FL 34677
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  /63

  Est $254,918 Not Listed For Sale

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

  431 Countryside Key Blvd, Oldsmar, FL 34677

  431 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

  $349,000 Sold Sep 05, 2025

  503 Tangerine Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft
  • Built 1980

  Last Sold Summary

  • 17% Below List Price
  • $227/SF
  • 102 Days On Market

  Current Estimated Value $351,970

  Last Listing Agent Gouzel Kash KASH REALTY

  503 Tangerine Dr, Oldsmar, FL 34677
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  /21

  Est $251,284 Not Listed For Sale

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

  451 Countryside Key Blvd, Oldsmar, FL 34677

  451 Countryside Key Blvd, 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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