Oldsmar, FL Homes

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  $245,000

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

  273 Countryside Key Blvd, Oldsmar, FL 34677

  Welcome home to this beautifully maintained MOVE-IN READY 2-bedroom, 2.5-bath townhome in the desirable gated community of Countryside Key! With 1,110 sq. ft. of comfortable living space plus an enclosed 75 sq. ft. patio, this home offers both style and practicality—perfect for today’s busy lifestyle. Step inside to find tile flooring throughout the main level and luxury vinyl plank upstairs—no

  Sharanne Rothenbucher KELLER WILLIAMS TAMPA PROP.

  273 Countryside Key Blvd, Oldsmar, FL 34677
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  $1,795 per month

  • 3 Beds
  • 1 Bath
  • 961 Sq Ft
  • House for Rent

  107 Bayside Blvd, Oldsmar, FL 34677

  All Bridge Homes listings are pet-friendly and offer easy self-tours. Schedule your today!Transparent Pricing: Base Rent $1766.00 plus $29 RBP totals, $1795.00Move-In Special: $1766 off Rent if Move in before 2/28/2026Are you searching for a spacious, updated home in a convenient Oldsmar location? If so, you'll want to check out 107 Bayside Blvd - a

  107 Bayside Blvd, Oldsmar, FL 34677
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  $321,000 Sold May 29, 2025

  636 Timber Bay Cir E, Oldsmar, FL 34677

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $347/SF
  • 16 Days On Market

  Current Estimated Value $318,896

  Last Listing Agent Amanda Lebiszczak CHARLES RUTENBERG REALTY INC

  636 Timber Bay Cir E, Oldsmar, FL 34677
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  /9

  Est $319,177 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1927 Peppertree Dr, Oldsmar, FL 34677

  1927 Peppertree Dr, Oldsmar, FL 34677
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  $545,000

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

  163 Brent Cir, Oldsmar, FL 34677

  ** Deeded Boat Slip with Lift **Nestled in a serene, small gated community, this exquisite waterfront townhouse offers the perfect blend of luxury and tranquility. Located in the heart of Oldsmar, this home is a boater's paradise, complete with a deeded boat slip with a newer lift, for direct access to the pristine waters of Old Tampa Bay. Take the bike trail to Safety Harbor - or follow along

  Shana Story COMPASS FLORIDA LLC

  163 Brent Cir, Oldsmar, FL 34677
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  $1,850 per month

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

  416 Meadow Ln, Oldsmar, FL 34677

  This beautifully updated second floor unit in the highly sought after gated community of East Lake Woodlands is move in ready. Recent improvements include fresh interior paint, shaker style wood kitchen cabinets with beautiful granite countertops, chrome finishings, white tile backsplash, all NEW stainless-steel appliances and recessed lighting. The split floor plan includes all NEW Luxury Vinyl

  Sandra Harris PREFERRED REALTY GROUP, LLC

  416 Meadow Ln, Oldsmar, FL 34677
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  $335,000 Sold Jan 15, 2026

  303 Shore Dr W, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,106 Sq Ft
  • Built 1959

  Last Sold Summary

  • 8% Below List Price
  • $303/SF
  • 162 Days On Market

  Last Listing Agent Ena Ebanks FUTURE HOME REALTY INC

  303 Shore Dr W, Oldsmar, FL 34677
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,226 Sq Ft

  144 Blue Marlin Dr, Oldsmar, FL 34677

  144 Blue Marlin Dr, Oldsmar, FL 34677
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  /50

  $522,000 Pending

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

  581 Longwood Ct, Oldsmar, FL 34677

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this completely remodeled 3-bedroom, 2-bath single-family smart home located in the heart of Oldsmar, Florida. Every detail has been thoughtfully updated to combine modern style, comfort, and cutting-edge technology. The open-concept floor plan features a bright and inviting living space with luxury

  Bill Yingling, Pa LPT REALTY, LLC

  581 Longwood Ct, Oldsmar, FL 34677
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  /17

  $1,850 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  403 Cedar Ridge Ct, Oldsmar, FL 34677

  Property Id: 1112777This beautifully maintained 2-bedroom, 2-bath villa offers 1,200 sq. ft. of comfortable living in the desirable Forest Lakes community. Enjoy laminate flooring throughout, vaulted ceilings, a spacious primary bedroom, and the convenience of an in-unit washer and dryer.Relax on the screened back porch or take advantage of the private driveway with additional

  403 Cedar Ridge Ct, Oldsmar, FL 34677
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  $700,000 Sold Mar 03, 2025

  4754 Stoneview Cir, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 2,166 Sq Ft
  • Built 1993

  Last Sold Summary

  • $323/SF
  • 2 Days On Market

  Current Estimated Value $693,289

  Last Listing Agent Claudia Tweed COLDWELL BANKER REALTY

  4754 Stoneview Cir, Oldsmar, FL 34677
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  /36

  Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 3,123 Sq Ft

  8523 La Isla Dr, Kissimmee, FL 34747

  8523 La Isla Dr, Kissimmee, FL 34747
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  /43

  $629,900

  • 2 Beds
  • 2 Baths
  • 2,232 Sq Ft

  1462 Woodstream Dr, Oldsmar, FL 34677

  Welcome to 1462 Woodstream Drive, located on a Premium Lot with Gorgeous, Serene Views of Water and Conservation in the highly sought-after Gated Golf Community of East Lake Woodlands. This Beautifully Updated residence offers Privacy, Tranquility and a Low-Maintenance Lifestyle, all just steps from a Sparkling Community Pool and Spa. And the owner had no issues with the 2 hurricanes in 2025.

  Claudia Tweed COLDWELL BANKER REALTY

  1462 Woodstream Dr, Oldsmar, FL 34677
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  $2,050 per month

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Townhouse for Rent

  20 Emerald Bay Dr, Oldsmar, FL 34677

  Updated, 3/2 Townhouse in Oldsmar available for now! Master bedroom downstairs, 2 bedrooms upstairs. 2 parking spaces under carport come with the unit. Located on a pond, with dock in back. Newly painted, dark wood like ceramic tile flooring downstairs. New carpet on stairs and entire 2nd floor. Beautiful water view from master bedroom.Washer and dryer included.Small pets (under 20 lbs) allowed

  Jeff Hall LISA HALL REALTY, INC

  20 Emerald Bay Dr, Oldsmar, FL 34677
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  /2

  $385,000 Sold Sep 16, 2025

  60 Woodridge Cir Unit 1, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,883 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Below List Price
  • $204/SF
  • 98 Days On Market

  Current Estimated Value $375,104

  Last Listing Agent June Connell COMPASS FLORIDA LLC

  60 Woodridge Cir Unit 1, Oldsmar, FL 34677
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  /43

  Est $528,100 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,996 Sq Ft

  342 Fountainview Cir, Oldsmar, FL 34677

  342 Fountainview Cir, Oldsmar, FL 34677
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  /20

  $225,000

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

  113 Nina Way, Oldsmar, FL 34677

  Here is your opportunity to purchase a great condo in the popular East lake Woodlands development. This beautiful 2 bedroom, 2 full bath condo has plentiful closet space, the primary bedroom has 3! Unit has its own washer and dryer located in the enclosed porch just off the living room. All furniture is included! Both bathrooms have been remodeled along with the kitchen. The kitchen has quartz

  Joseph Courey BRICK HOUSE REALTY SERVICES

  113 Nina Way, Oldsmar, FL 34677
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  /18

  $1,850 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  3069 Huron Ave, Oldsmar, FL 34677

  Stilt Triplex Large end unit 2/BR 2/BA Immaculate condition (Oldsmar)A quiet country-like setting, one block from the bay access to fishing. Ceramic tile floor, luxury tile planks in the bedrooms, appliance: fridge, glass top stove, dishwasher, washer/dryer connection. Ceiling fan in each room, mini blinds, private deck, 10X12 storage bin, 2 parking spaces reserved for you, No Pets, No

  3069 Huron Ave, Oldsmar, FL 34677
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  $560,000 Sold Aug 01, 2025

  611 Shore Dr E, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1979

  Last Sold Summary

  • $259/SF
  • 29 Days On Market

  Current Estimated Value $560,590

  Last Listing Agent Lisa Carroll MIHARA & ASSOCIATES INC.

  611 Shore Dr E, Oldsmar, FL 34677
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  Not Listed For Sale

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

  57 Pelican Dr S, Oldsmar, FL 34677

  57 Pelican Dr S, Oldsmar, FL 34677
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  $515,000

  • 3 Beds
  • 2 Baths
  • 1,486 Sq Ft

  850 Christina Cir, Oldsmar, FL 34677

  Tucked inside Bay’s End, a quiet coastal community in Oldsmar, this beautifully updated pool home sits on a generous 0.38-acre lot with lush curb appeal, winding sidewalks, fresh exterior paint, and mature landscaping that sets the tone the moment you arrive. Offering 3 bedrooms, 2 bathrooms, a 2-car garage, and a flexible bonus space that works perfectly as an office, den, playroom, or even a

  Brittany Cheek COLDWELL BANKER REALTY

  850 Christina Cir, Oldsmar, FL 34677
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  $2,100 per month

  • 2 Beds
  • 2.5 Baths
  • 1,422 Sq Ft
  • Condo for Rent

  300 State St E Unit 204, Oldsmar, FL 34677

  We have multiple units available for rent that are modern open floor plan 2 bedroom/2.5 bathroom condos. Two story townhouse style condos. First floor has full kitchen, dining area, washer/dryer, 1/2 bathroom, TV room and balcony. Second floor has two bedrooms with queen beds, walk in closets, shower/tubs in bathrooms. Secured building with elevator. Healthier Stay features: Units are regularly

  Yosvani Ledo PMI PINELLAS

  300 State St E Unit 204, Oldsmar, FL 34677
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  $478,000 Sold Dec 16, 2025

  317 Tavernier Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Below List Price
  • $273/SF
  • 57 Days On Market

  Last Listing Agent Dean Ribble RE/MAX REALTEC GROUP INC

  317 Tavernier Dr, Oldsmar, FL 34677
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  /47

  Est $157,127 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  128 Camphor Cir Unit B, Oldsmar, FL 34677

  128 Camphor Cir Unit B, Oldsmar, FL 34677
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  $519,900

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft

  501 Lakeview Dr, Oldsmar, FL 34677

  Location! Location! Location! This stunning pool home in the sought after community of Forest Lakes sits on an oversized corner lot and offers tranquil water and conservation views.; Move-in ready, delightfully updated home of nearly 1,700 sq.ft. features 3 bedrooms in a desirable split floorplan layout, 2 brilliantly renovated baths and an oversized 2 car garage. Enter thru the double leaded

  Nancy Leslie RE/MAX REALTEC GROUP INC

  501 Lakeview Dr, Oldsmar, FL 34677
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  $1,750 per month

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

  209 Cypress Ct Unit 121, Oldsmar, FL 34677

  Fantastic Beautifully Renovated first floor 2bed/2bath/ 1 CARPORT condo located in highly sought-after East Lake Woodlands Community!! This stunning condo has nicely updated modern kitchen, renovated bathrooms, luxury vinyl plank floors and tile floors in wet areas. Full size WASHER & DRYER are conveniently located in the utility closet off the Florida room/Lanai. This condominium offers comfort,

  Grace Omyla PROPERTY LEADERS RE INC

  209 Cypress Ct Unit 121, Oldsmar, FL 34677
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  $314,900 Sold Mar 20, 2025

  110 Woods Landing Trail, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1984

  Last Sold Summary

  • $262/SF
  • 3 Days On Market

  Current Estimated Value $315,583

  Last Listing Agent Michael Lopez EXP REALTY LLC

  110 Woods Landing Trail, Oldsmar, FL 34677
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  459 Pelican Dr S, Oldsmar, FL 34677

  459 Pelican Dr S, Oldsmar, FL 34677
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  /50

  $225,000 Pending

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

  149 Lakeside Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. Enjoy a maintenance-free Florida lifestyle in this coveted first-floor end unit in the desirable gated golf community of East Lake Woodlands, known for its beauty and natural wildlife! As one of the larger condos with 1,149 sq feet, it is freshly painted and is ready for a new owner to make it your own. As you enter, you'll notice a light and bright

  Andrea Zahn BHHS FLORIDA PROPERTIES GROUP

  149 Lakeside Dr, Oldsmar, FL 34677
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  /25

  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft
  • Condo for Rent

  120 Caryl Way, Oldsmar, FL 34677

  2-bedroom, 2-bath ground-floor condo in East Lake Woodlands, located in a private gated community with security. Inside, enjoy a light-filled open floor plan, inside laundry, and an updated kitchen with stainless steel appliances, including a new stove and microwave, quartz countertops, and an eat-in space. Primary bedroom with 3 walk in closets, en-suite bathroom with walk in jetted tub/shower

  Irene Ocasio FLORIDA EXECUTIVE REALTY

  120 Caryl Way, Oldsmar, FL 34677
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  $155,000 Sold Dec 30, 2025

  210 Martha Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Built 1979

  Last Sold Summary

  • 31% Below List Price
  • $142/SF
  • 171 Days On Market

  Last Listing Agent Jeffrey Borham EXP REALTY LLC

  210 Martha Ln, Oldsmar, FL 34677
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  Est $601,069 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,022 Sq Ft

  801 Blandon Rd, Oldsmar, FL 34677

  801 Blandon Rd, Oldsmar, FL 34677
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  /35

  $199,000 Pending

  • 2 Beds
  • 2 Baths
  • 888 Sq Ft

  222 Woodlake Wynde Unit 22, Oldsmar, FL 34677

  Under contract-accepting backup offers. Step into this stylish condo featuring beautiful wood flooring, granite countertops, and classic wood cabinets. Cozy up to the electric fireplace or take in the must-see lake view right from your living space. Newer A/C 2024 to keep thigs cool, water heater 2010. Heated community pool just steps away. All of this just minutes from shopping, restaurants, and

  Rachel Mascara COLDWELL BANKER REALTY

  222 Woodlake Wynde Unit 22, Oldsmar, FL 34677
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  /13

  $1,795 per month

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

  247 Woodlake Wynde, Oldsmar, FL 34677

  This 2 bed 2 bath 1st floor condo is located in sought after Gated community of EAST LAKE WOODLANDS - You will find a Screened lanai overlooking the Lake & a screened lanai on front of unit lets in lots of natural light. All tile flooring, Split bedroom plan, kitchen opens to living room dining room with views of the lake! Washer/Dryer located in a closet on front screened lanai. 2 community

  Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

  247 Woodlake Wynde, Oldsmar, FL 34677
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  $1,237,500 Sold Sep 12, 2025

  4973 Turtle Creek Trail, Oldsmar, FL 34677

  • 5 Beds
  • 3 Baths
  • 3,636 Sq Ft
  • Built 1994

  Last Sold Summary

  • 8% Below List Price
  • $340/SF
  • 8 Days On Market

  Current Estimated Value $1,246,140

  Last Listing Agent Marya Morrison, MBA BELLE ISLE REALTY, LLC

  4973 Turtle Creek Trail, Oldsmar, FL 34677
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  Est $211,316 Not Listed For Sale

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

  316 Martha Ln, Oldsmar, FL 34677

  316 Martha Ln, Oldsmar, FL 34677
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  /25

  $210,000

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

  218 Caryl Way Unit 218, Oldsmar, FL 34677

  SELLER MOTIVATED!! Welcome home to this beautifully updated second-floor condo located within the highly sought-after East Lake Woodlands, a gated community known for its serene setting and resort-style lifestyle in Oldsmar. From the moment you step inside, you’ll appreciate the abundance of natural light that fills the space, creating a bright, airy, and inviting atmosphere throughout. This

  Brigjilda Gjekaj KELLER WILLIAMS REALTY- PALM H

  218 Caryl Way Unit 218, Oldsmar, FL 34677
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  /23

  $2,100 per month

  • 2 Beds
  • 2.5 Baths
  • 1,422 Sq Ft
  • Condo for Rent

  300 State St E Unit 206, Oldsmar, FL 34677

  Modern open floor plan Condo in the Oldsmar Galleria Town Center Lifestyle. Options: Furnished $2,300 and Unfurnished $2,100. As you walk into this 2 bedrooms 2.5 bath unit, Kitchen featuring granite countertops with a breakfast bar, plenty of modern solid wood cabinets. To your left is the in-house laundry room with plenty of space for a side by side system. As you proceed into the extra

  Yosvani Ledo PMI PINELLAS

  300 State St E Unit 206, Oldsmar, FL 34677
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  $275,000 Sold Jun 27, 2025

  2058 Sheffield Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1986

  Last Sold Summary

  • 15% Below List Price
  • $212/SF
  • 131 Days On Market

  Current Estimated Value $274,773

  Last Listing Agent Nikki Musgrave ENGEL & VOLKERS SOUTH TAMPA

  2058 Sheffield Ct, Oldsmar, FL 34677
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  /17

  Est $155,111 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  124 Loblolly Ct Unit G, Oldsmar, FL 34677

  124 Loblolly Ct Unit G, Oldsmar, FL 34677

Showing Results 81 - 120, Page 3 of 18