Oldsmar, FL Homes

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  $599,999

  • 4 Beds
  • 3 Baths
  • 2,492 Sq Ft

  4858 Augusta Ave, Oldsmar, FL 34677

  Welcome to this beautifully appointed residence located in one of the area’s most sought-after golf course communities. Designed for everyday comfort, this home showcases expansive living spaces, curb appealSome photos have been virtually staged to help you envision the full potential of each room.Step inside to discover bright, open-concept living with generous room sizes, ideal for

  Andrew Kapinos COLDWELL BANKER REALTY

  4858 Augusta Ave, Oldsmar, FL 34677
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  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 2,109 Sq Ft
  • House for Rent

  314 Fountainview Cir, Oldsmar, FL 34677

  Charming Oldsmar home with an open floor plan and peaceful water and conservation views. The spacious kitchen overlooks the living and dining areas, creating a bright and inviting space. The split-bedroom layout features a large primary suite with private bath on one side of the home, and two additional bedrooms with a full bath on the other.The garage has been converted into a storage

  Michele Ranjbar COLDWELL BANKER REALTY

  314 Fountainview Cir, Oldsmar, FL 34677
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  /2

  $1,224,900 Sold Apr 30, 2025

  610 Shore Dr E, Oldsmar, FL 34677

  • 3 Beds
  • 4 Baths
  • 2,102 Sq Ft
  • Built 1981

  Last Sold Summary

  • 8% Below List Price
  • $583/SF
  • 10 Days On Market

  Current Estimated Value $1,212,607

  Last Listing Agent Albie Kissner TODAYS REALTY

  610 Shore Dr E, Oldsmar, FL 34677
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  /46

  Est $798,625 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,452 Sq Ft

  Unlisted Address

  Unlisted Address
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  /79

  $759,900

  • 4 Beds
  • 2.5 Baths
  • 2,814 Sq Ft

  1384 Forestedge Blvd, Oldsmar, FL 34677

  Stunning 4BR/2.5BA pool home on an oversized lot in the gated East Lake Woodlands – Aberdeen community. This airy single-story residence offers over 2,800 sq ft with soaring ceilings, open floorplan, and abundant natural light. The spacious primary suite features private access to the patio, and in the bathroom you will find a walk-in closet, dual vanities, beautiful clawfoot tub, and separate

  Jim Steele BHHS FLORIDA PROPERTIES GROUP

  1384 Forestedge Blvd, Oldsmar, FL 34677
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  /7

  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Condo for Rent

  144 Cypress Ln, Oldsmar, FL 34677

  This Condo is a second floor unit loacted in Gated Community of East Lake Woodlands.. Cypress Estates One - New Carpet and Fresh Paint - This unit comes with water/sewer/trash, basic cable and basic internet. One space under carport. Open floor plan with Split bedroom layout, good closet space, screened Lanai - use of washer/dryer located in closet on Lanai. Near Beautiful Clearwater Beaches,

  Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

  144 Cypress Ln, Oldsmar, FL 34677
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  /2

  $400,000 Sold Dec 12, 2025

  1292 Clays Trail Unit 1404, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 1993

  Last Sold Summary

  • 11% Below List Price
  • $148/SF
  • 96 Days On Market

  Last Listing Agent Roger Fruits HOMEFRONT REALTY

  1292 Clays Trail Unit 1404, Oldsmar, FL 34677
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  /37

  Est $208,409 Not Listed For Sale

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

  129 E Cypress Ct Unit 129, Oldsmar, FL 34677

  129 E Cypress Ct Unit 129, Oldsmar, FL 34677
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  /58

  $337,500 Pending

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

  150 Poole Place, Oldsmar, FL 34677

  From the moment you arrive at this East Lake Woodlands villa, it feels like you’ve stepped into the lifestyle you’ve always imagined. Tucked behind the gates of one of Tampa Bay’s most coveted golf communities and perched along the 15th hole of the South Course, this fully renovated 4-bedroom, 2-bath home tells a story of comfort, elegance, and everyday ease. Open the door and you’re greeted by

  Kristin Hallamek ENGEL & VOLKERS BELLEAIR

  150 Poole Place, Oldsmar, FL 34677
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  /18

  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  208 Cypress Ct Unit 208, Oldsmar, FL 34677

  Fantastic 2br/2ba FURNISHED/YEARLY condo in East Lake Woodlands Cypress in Oldsmar! Gated community with guard gate. 2nd floor no elevator. Sorry no pets. Available Now with HOA approval. Enjoy Florida's lifestyle living at its best. Home is fully equipped with full size bed and queen size bed. Open floor plan with natural lighting has a dining room/living room combo which opens to wall of

  Lisa Connors RENT SOLUTIONS

  208 Cypress Ct Unit 208, Oldsmar, FL 34677
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  /2

  $225,200 Sold Nov 03, 2025

  1711 Ironwood Ct E, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Built 1973

  Last Sold Summary

  • 17% Below List Price
  • $178/SF
  • 30 Days On Market

  Last Listing Agent Raquel Littlejohn MAINSTAY BROKERAGE LLC

  1711 Ironwood Ct E, Oldsmar, FL 34677
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  /2

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  373 Cobia Way, Oldsmar, FL 34677

  373 Cobia Way, Oldsmar, FL 34677
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  $615,000

  • 5 Beds
  • 2.5 Baths
  • 2,827 Sq Ft

  395 Wingate Cir, Oldsmar, FL 34677

  Picture Perfect Bay Arbor, a Gated Community in Oldsmar just off Tampa Rd. Enjoy the natural surroundings, abundant with wildlife and offering a Community Pool & Playground. Pull up to your double door 3 Car Garage and Paver Driveway with Paver Path to the front porch. The foyer immediately opens up to high ceilings, abundant with natural light. A first floor Laundry Room and oversized living

  Joseph Torres STOFEL & ASSOCIATES REALTY

  395 Wingate Cir, Oldsmar, FL 34677
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  /5

  $1,495 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  3648 Meriden Ave, Oldsmar, FL 34677

  CALL TODAY ABOUT OUR DECEMBER MOVE IN SPECIAL2 Bedroom, 1 1/2 bathroom apartment centrally located in Oldsmar, FL. Pet fees apply.

  Nabil Basta BASTA REALTY SOLUTIONS

  3648 Meriden Ave, Oldsmar, FL 34677
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  $180,000 Sold Oct 01, 2025

  108 Lakeview Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1980

  Last Sold Summary

  • 25% Below List Price
  • $157/SF
  • 147 Days On Market

  Last Listing Agent Dyan Pithers COLDWELL BANKER REALTY

  108 Lakeview Ct, Oldsmar, FL 34677
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  /35

  Est $187,958 Not Listed For Sale

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

  123 Cypress Ln Unit 123, Oldsmar, FL 34677

  123 Cypress Ln Unit 123, Oldsmar, FL 34677
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  /54

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  2007 Palm Key Ave, Oldsmar, FL 34677

  Waterfront Living at Its Finest!Step into the pinnacle of waterfront living with this stunning 3-bedroom, 2.5-bath townhome overlooking the shimmering expanse of Tampa Bay. Built in 2018 and impeccably upgraded, this modern coastal retreat blends luxury, comfort, and high-end design within a beautiful gated community packed with resort-style amenities. Enter into a spacious open-concept

  Serina Konomos BHHS FLORIDA PROPERTIES GROUP

  2007 Palm Key Ave, Oldsmar, FL 34677
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  /19

  $1,700 per month

  • 2 Beds
  • 2 Baths
  • 879 Sq Ft
  • Condo for Rent

  211 Meadow Ln, Oldsmar, FL 34677

  The Meadows in East Lake Woodlands provides open space and bright surroundings. 1st Floor, Split bedroom plan with walk in closets, Plantation shutters, Freshly Painted Interior and screened in Patio. Enjoy the Community pool. Perfectly located near premier Shopping, Dining, schools, parks, Beaches, and Tampa International Airport. Tenant pays water and electric. Basic cable is included as well

  Mark Fazzini RE/MAX REALTEC GROUP INC

  211 Meadow Ln, Oldsmar, FL 34677
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  /2

  $300,000 Sold Nov 18, 2025

  375 Woods Landing Trail, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,201 Sq Ft
  • Built 1984

  Last Sold Summary

  • $250/SF
  • 34 Days On Market

  Last Listing Agent Lawrence Malloy RE/MAX ALLIANCE GROUP

  375 Woods Landing Trail, Oldsmar, FL 34677
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  /8

  Est $379,493 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,446 Sq Ft

  311 Washington Ave, Oldsmar, FL 34677

  311 Washington Ave, Oldsmar, FL 34677
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  /15

  $185,900 Pending

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

  224 Cypress Ln Unit 224, Oldsmar, FL 34677

  Come and see this top floor unit where you will never hear footsteps again and has a direct view of the pond. Sit out on your screened balcony and enjoy the warm tropical breezes and enjoy your serene view of the wildlife. This unit is completely updated so you can move right in.

  Thomas Varga REAL ESTATE FIRM OF FLORIDA, LLC

  224 Cypress Ln Unit 224, Oldsmar, FL 34677
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  /23

  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 975 Sq Ft
  • Townhouse for Rent

  3132 Saint Clair Ave Unit A, Oldsmar, FL 34677

  THIS UPGRADED UNIT IS READY FOR MOVE IN. THIS 2 BEDROOM 2 BATH FEATURES CERAMIC PLANK FLOORING THROUGHOUT THE UNIT. COMPLETELY RE-PAINTED INSIDE. BOTH BATHS AND KITCHEN HAS BEEN UPGRADED. ENCLOSED PORCH OFF OF THE LIVING ROOM. WASHER & DRYER HOOK-UPS FOR FULL SIZE UNITS. EXTRA LARGE FENCED IN BACK YARD. OLDSMAR LOCATION MAKES VERY EASY ACCESS TO TAMPA OR PINELLAS COUNTY. PET UNDER 50LBS OK. NO

  Jeff Thompson ARBORS MANAGEMENT & REALTY

  3132 Saint Clair Ave Unit A, Oldsmar, FL 34677
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  /2

  $187,000 Sold Dec 23, 2024

  276 Cypress Ln, Oldsmar, FL 34677

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

  Last Sold Summary

  • 2% Below List Price
  • $177/SF
  • 50 Days On Market

  Current Estimated Value $188,948

  Last Listing Agent Deana Auld KELLER WILLIAMS REALTY- PALM H

  276 Cypress Ln, Oldsmar, FL 34677
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  /59

  Est $311,333 Not Listed For Sale

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

  1106 Vineyard Ln, Oldsmar, FL 34677

  1106 Vineyard Ln, Oldsmar, FL 34677
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  /37

  $190,000 Pending

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

  2044 Sheffield Ct, Oldsmar, FL 34677

  Under contract-accepting backup offers. Short Sale. High and dry with NEW ROOF and NEW HVAC!! Welcome to this charming 2-bedroom, 2-bathroom single-family villa, offering a perfect blend of comfort and style. As you enter, you'll be greeted by volume ceilings that create an open, airy atmosphere throughout the home. The spacious kitchen features beautiful granite countertops and wood cabinets,

  Christopher Grasso BHHS FLORIDA PROPERTIES GROUP

  2044 Sheffield Ct, Oldsmar, FL 34677
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  /30

  $3,100 per month

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • House for Rent

  5107 Pinnacle Dr, Oldsmar, FL 34677

  Annual fully furnished rental home located in the Pinnacle area of the gated community of East Lake Woodlands Country Club! This inviting three bedroom home offers large scale comfort and charm within its efficient design. You will appreciate the many finer details, beautiful entrance foyer into the formal living room and dining area or just enjoy the open kitchen with pleasant eating nook and

  Becki Joyal CENTURY 21 INTEGRA

  5107 Pinnacle Dr, Oldsmar, FL 34677
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  $292,000 Sold Apr 03, 2025

  270 Pinewinds Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1987

  Last Sold Summary

  • 15% Below List Price
  • $221/SF
  • 105 Days On Market

  Current Estimated Value $298,941

  Last Listing Agent Judah Klein DAWN KLEINS REAL PROZ,INC

  270 Pinewinds Blvd, Oldsmar, FL 34677
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  /39

  Est $218,196 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  313 Woodlake Wynde Unit 3, Oldsmar, FL 34677

  313 Woodlake Wynde Unit 3, Oldsmar, FL 34677
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  $659,000 Open Sun 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,423 Sq Ft

  380 Rosalind Ln, Oldsmar, FL 34677

  Beautifully renovated 3-bedroom, 2.5-bath home located in a quiet gated community on a peaceful cul-de-sac street backing to a conservation area. This two-story residence features a spacious loft upstairs, perfect for an office or family room. The home boasts modern finishes, including porcelain tile throughout the main level and vinyl flooring on the second floor. The Roof was fully replaced in

  Mina Khalil FDI REALTY

  380 Rosalind Ln, Oldsmar, FL 34677
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  /12

  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  107 Cypress Ct Unit 2C, Oldsmar, FL 34677

  Spacious 1st-Floor Condo in Gated East Lake Woodlands – Water, Cable & More Included! 1051 sq ft, pet considered. Move right in to this bright, spacious 1st-floor condo located in the highly sought-after East Lake Woodlands — a beautiful gated golf course community surrounded by nature and convenience! Property Highlights: 1st floor unit with covered carport and screened lanai, Massive master

  Hannibal Shabo HANNIBAL SHABO REALTY

  107 Cypress Ct Unit 2C, Oldsmar, FL 34677
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  $384,500 Sold May 30, 2025

  1906 Castle Bay Ct, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 1984

  Last Sold Summary

  • 14% Below List Price
  • $273/SF
  • 140 Days On Market

  Current Estimated Value $385,172

  Last Listing Agent Matin Norozzy CHARLES RUTENBERG REALTY INC

  1906 Castle Bay Ct, Oldsmar, FL 34677
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  /45

  Est $198,452 Not Listed For Sale

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

  222 Cypress Ln Unit 222, Oldsmar, FL 34677

  222 Cypress Ln Unit 222, Oldsmar, FL 34677
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  /25

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  814 Satinleaf Ave, Oldsmar, FL 34677

  Nestled on a quiet cul-de-sac in the Manors of Forest Lakes, this charming single-family home features a desirable split floorplan with 3 bedrooms and 2 baths, including a spacious primary suite with a large walk-in closet and private ensuite bathroom. Fresh interior paint and brand-new luxury vinyl flooring create a clean, inviting feel throughout. A versatile bonus great room offers added

  Becki Joyal CENTURY 21 INTEGRA

  814 Satinleaf Ave, Oldsmar, FL 34677
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  /47

  $1,949 per month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  211 Pine Ct, Oldsmar, FL 34677

  2 bedroom, 2 bathroom 1st floor condo just steps from the community pool, available for rent! Vinyl plank flooring throughout the entire home – no carpet here! Living room/dining room combo with space for a cozy breakfast nook in the kitchen. The kitchen also boasts stainless steel appliances, gleaming quartz counters, and a pantry. Ceiling fans in the living room, patio, and both bedrooms. The

  Brittany Medina WEICHERT REALTORS EXCLUSIVE PROPERTIES

  211 Pine Ct, Oldsmar, FL 34677
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  $161,000 Sold Mar 28, 2025

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft
  • Built 1959

  Last Sold Summary

  • 84% Below List Price
  • $122/SF
  • 1 Day On Market

  Current Estimated Value $290,583

  Last Listing Agent Daniel Sefair SEFAIR INVESTMENTS INC

  Unlisted Address
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  /43

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  491 Trout Ln, Oldsmar, FL 34677

  491 Trout Ln, Oldsmar, FL 34677
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  $639,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,026 Sq Ft

  204 Bay Arbor Blvd, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome to your beautifully upgraded 3 bed / 2 bath / 2 car garage pool home, nestled on a rare 12,000+ sq ft (nearly a double lot) in the exclusive gated community of Bay Arbor! From the moment you arrive in the gated community of Bay Arbor, you’ll fall in love with this quiet, charming neighborhood tucked away from the bustle of city life. This

  Alison Connors RE/MAX ACTION FIRST OF FLORIDA

  204 Bay Arbor Blvd, Oldsmar, FL 34677
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  /48

  $1,640 per month

  • 2 Beds
  • 2 Baths
  • 982 Sq Ft
  • Condo for Rent

  208 Palmetto Ct Unit 208, Oldsmar, FL 34677

  This is the perfect East Lake Woodlands condo with 2BR/2BA/1 Carport, 982 sqft, 2nd floor unit. The kitchen features beautiful storage, a lazy susan, and all appliances. Tile flooring throughout the entire condo. Great bathrooms. The interior was just painted. There are two sets of sliding doors to access the lanai. The living room and the Master Bedroom open to a screened Lanai. The Master

  Bedsy Renwanz SANDPEAK REALTY

  208 Palmetto Ct Unit 208, Oldsmar, FL 34677
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  $1,250,000 Sold Aug 01, 2025

  1877 Muirfield Way, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 3,354 Sq Ft
  • Built 1994

  Last Sold Summary

  • $373/SF
  • 3 Days On Market

  Current Estimated Value $1,220,601

  Last Listing Agent Ivonne Alvarez REALNET BROKERAGE

  1877 Muirfield Way, Oldsmar, FL 34677
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  Est $224,392 Not Listed For Sale

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

  101 Lakeview Ct Unit 97, Oldsmar, FL 34677

  101 Lakeview Ct Unit 97, Oldsmar, FL 34677

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