$615,000
$10K PRICE DROP
Under Contract
- 4 Beds
- 2 Baths
- 1,938 Sq Ft
355 Ventura Dr, Oldsmar, FL 34677
Robert Paolini EXP REALTY LLC
10,689
Oldsmar, FL Homes
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355 Ventura Dr, Oldsmar, FL 34677
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$1,800 Per Month
- 2 Beds
- 2 Baths
- 924 Sq Ft
- Condo for Rent
50 Woodlake Place Unit 50, Oldsmar, FL 34677
50 Woodlake Place Unit 50, Oldsmar, FL 34677Available August to December 27th, 2026. Welcome to Woodlake Run in the gated East Lake Woodlands Country Club community, where tranquil pond views and beautiful sunsets create the perfect Florida lifestyle. This first-floor condo offers a peaceful setting overlooking a scenic two-acre pond, with an oversized glass-enclosed lanai providing the ideal space to relax and enjoy the landscaped yard
Sandra Harris PREFERRED REALTY GROUP, LLC
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$478,000
Sold Dec 16, 2025317 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
Current Estimated Value $499,000
Last Listing Agent Dean Ribble RE/MAX REALTEC GROUP INC
317 Tavernier Dr, Oldsmar, FL 34677 -
Not Listed For Sale607 Canal Way, Oldsmar, FL 34677
- 3 Beds
- 2 Baths
- 1,483 Sq Ft
- Built 1998
Last Sold Summary
- 20 Days On Market
Last Listing Agent Renny Bryden CHARLES RUTENBERG REALTY INC
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$155,000
$19K PRICE DROP- 2 Beds
- 2 Baths
- 915 Sq Ft
124 Loblolly Ct Unit D, Oldsmar, FL 34677
124 Loblolly Ct Unit D, Oldsmar, FL 34677Meir Barack LYN PROPERTIES
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$2,000 Per Month
- 2 Beds
- 2 Baths
- 924 Sq Ft
- Condo for Rent
135 Woodlake Wynde Unit 135, Oldsmar, FL 34677
135 Woodlake Wynde Unit 135, Oldsmar, FL 34677Virtually Staged. Welcome Home to this first floor 2 bedroom, 2 bath condo in Woodlake Run in East Lake Woodlands. Large open living/dining area with sliders to screen in Lanai. Kitchen off of dining area with lots of cabinets and breakfast bar seating. Covered porch off of the kitchen with laundry closet & washer/dryer. Large Primary Bedroom with adjoining bath, step-in shower, 2 closets and a
Mark Fazzini RE/MAX REALTEC GROUP INC
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$155,000
Sold Dec 30, 2025210 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
Current Estimated Value $165,363
Last Listing Agent Jeffrey Borham EXP REALTY LLC
210 Martha Ln, Oldsmar, FL 34677 -
Not Listed For Sale
70 Pelican Dr E, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,341 Sq Ft
- Built 1987
Last Sold Summary
- 84 Days On Market
Last Listing Agent Amy Mills FUTURE HOME REALTY INC
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$425,000
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
80 Summerwinds Ln, Oldsmar, FL 34677
80 Summerwinds Ln, Oldsmar, FL 34677Bob McCaffery BHHS FLORIDA PROPERTIES GROUP
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$3,980 Per Month
- 4 Beds
- 2.5 Baths
- 2,730 Sq Ft
- House for Rent
300 Cypress Creek Cir, Oldsmar, FL 34677
300 Cypress Creek Cir, Oldsmar, FL 34677PRICE REDUCTION! Where else can you find a GREAT POOL HOME in sought-after EAST LAKE WOODLANDS GATED & GUARDED GOLF COURSE COMMUNITY??!! This lovely two-story pool home with 4 bedrooms (plus den & sunroom), 2.5 baths, and an XL 2-car garage sits on a nice corner lot with canal access. Thoughtfully designed for spacious, comfortable living and entertaining, it offers a large primary bedroom
Gina Miles FLORIDA EXECUTIVE REALTY
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$1,237,500
Sold Sep 12, 20254973 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 $1,270,128
Last Listing Agent Marya Morrison, MBA BELLE ISLE REALTY, LLC
4973 Turtle Creek Trail, Oldsmar, FL 34677 -
Not Listed For Sale
86 Pelican Dr N, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 1984
Last Sold Summary
- 29 Days On Market
Last Listing Agent Jonathan Rivera SMITH & ASSOCIATES REAL ESTATE
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$157,000
$2K PRICE INCREASE- 2 Beds
- 2 Baths
- 915 Sq Ft
124 Loblolly Ct Unit H, Oldsmar, FL 34677
124 Loblolly Ct Unit H, Oldsmar, FL 34677Nikki Pagoria HOMESMART
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$2,000 Per Month
- 2 Beds
- 2 Baths
- 879 Sq Ft
- Condo for Rent
107 Windward Place Unit 7, Oldsmar, FL 34677
107 Windward Place Unit 7, Oldsmar, FL 34677Available June 1 though October 31. Rest and relaxation are the 'key' to this beautifully decorated first floor condo in The Meadows of gated East Lake Woodlands Country Club community. Tile flooring thru out the living area with comfortable setting to watch your flat screen tv or out to the glass enclosed lanai to enjoy your new book! Dining area to set up a more formal table or grab a bite in
Sandra Harris PREFERRED REALTY GROUP, LLC
-
$1,675,000
Sold May 14, 20265044 Kilkenney Ct, Oldsmar, FL 34677
- 4 Beds
- 5 Baths
- 4,554 Sq Ft
- Built 1995
Last Sold Summary
- 1% Below List Price
- $368/SF
- 0 Days On Market
Current Estimated Value $1,480,332
Last Listing Agent Claudia Tweed COLDWELL BANKER REALTY
5044 Kilkenney Ct, Oldsmar, FL 34677 -
Not Listed For Sale
452 Pompano Ct, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,269 Sq Ft
- Built 2005
Last Sold Summary
- 89 Days On Market
Last Listing Agent Crystal DiJoseph PINEYWOODS REALTY LLC
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$324,900
- 3 Beds
- 2 Baths
- 1,323 Sq Ft
413 Country Club Dr, Oldsmar, FL 34677
413 Country Club Dr, Oldsmar, FL 34677Steven Koleno BEYCOME OF FLORIDA LLC
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$1,795 Per Month
- 2 Beds
- 2 Baths
- 1,094 Sq Ft
- Condo for Rent
119 Lakeside Dr Unit 19, Oldsmar, FL 34677
119 Lakeside Dr Unit 19, Oldsmar, FL 34677Welcome home to this beautifully maintained pet friendly, 2-bedroom, 2-bathroom ground-floor condo offering the perfect combination of comfort, convenience, and scenic views. Enjoy peaceful pond frontage from your covered, screened walkout patio, creating the perfect space for morning coffee or evening relaxation. Inside, you'll find hard-surface flooring throughout, providing a clean, modern
Michael Madson LIPPLY REAL ESTATE
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$627,500
Sold Jul 24, 20264878 Sherbrook Dr, Oldsmar, FL 34677
- 4 Beds
- 3 Baths
- 2,730 Sq Ft
- Built 1993
Last Sold Summary
- 3% Below List Price
- $230/SF
- 10 Days On Market
Current Estimated Value $806,983
Last Listing Agent Vanessa Leonard KELLER WILLIAMS REALTY- PALM HARBOR
4878 Sherbrook Dr, Oldsmar, FL 34677 -
Not Listed For Sale
203 Dolphin Dr N, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1987
Last Sold Summary
- 204 Days On Market
Last Listing Agent Danielle Cockman KELLER WILLIAMS REALTY- PALM HARBOR
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$795,000
$54K PRICE DROP- 4 Beds
- 2.5 Baths
- 1,711 Sq Ft
402 Shore Dr W, Oldsmar, FL 34677
402 Shore Dr W, Oldsmar, FL 34677Mike Sanders HOMES BY SANDERS REALTY
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$2,350 Per Month
- 4 Beds
- 2 Baths
- 1,410 Sq Ft
- House for Rent
1901 Castle Bay Ct, Oldsmar, FL 34677
1901 Castle Bay Ct, Oldsmar, FL 34677Spacious 4-Bedroom Home for Rent in the Heart of Oldsmar! Welcome home to this well-maintained 4-bedroom, 2-bathroom residence located on a quiet cul-de-sac in one of Oldsmar's most desirable neighborhoods. Offering a functional floor plan with plenty of living space, this home is perfect for families, professionals, or anyone looking to enjoy the best of the Tampa Bay area. Conveniently located
Marcos Reyes CHARLES RUTENBERG REALTY INC
-
$318,000
Sold Jun 30, 20261912 Cutty Bay Ct, Oldsmar, FL 34677
- 3 Beds
- 2 Baths
- 1,080 Sq Ft
- Built 1984
Last Sold Summary
- 2% Below List Price
- $294/SF
- 7 Days On Market
Current Estimated Value $323,187
Last Listing Agent Linda Caruso KELLER WILLIAMS REALTY- PALM HARBOR
1912 Cutty Bay Ct, Oldsmar, FL 34677 -
Est $164,723
Not Listed For Sale118 W Cypress Ct Unit 118, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,054 Sq Ft
- Built 1980
Last Sold Summary
- 3 Days On Market
Last Listing Agent William Roberts, III RE/MAX REALTEC GROUP INC
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$399,000
$11K PRICE DROP- 3 Beds
- 2 Baths
- 1,835 Sq Ft
208 Clays Trail, Oldsmar, FL 34677
208 Clays Trail, Oldsmar, FL 34677Alicia Maudlin CHARLES RUTENBERG REALTY INC
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$2,000 Per Month
- 2 Beds
- 2 Baths
- 924 Sq Ft
- Condo for Rent
336 Woodlake Wynde, Oldsmar, FL 34677
336 Woodlake Wynde, Oldsmar, FL 34677Call to see and Enjoy your Florida getaway in this beautifully furnished 2 bedroom, 2 bath upstairs rental featuring a fantastic lake view and peaceful surroundings. Relax with your morning coffee or unwind in the evening on the private screened-in patio overlooking the water. Another screened patio off the guest room for more fresh air. Ceiling fans throughout the home help keep everything cool
Fonda Dillard BHHS FLORIDA PROPERTIES GROUP
-
$492,000
Sold May 15, 2026501 Lakeview Dr, Oldsmar, FL 34677
- 3 Beds
- 2 Baths
- 1,667 Sq Ft
- Built 1983
Last Sold Summary
- 5% Below List Price
- $295/SF
- 82 Days On Market
Current Estimated Value $491,940
Last Listing Agent Nancy Leslie RE/MAX REALTEC GROUP INC
501 Lakeview Dr, Oldsmar, FL 34677 -
Est $266,287
Not Listed For Sale1718 Azalea Ct Unit C, Oldsmar, FL 34677
- 2 Beds
- 2.5 Baths
- 1,330 Sq Ft
- Built 1977
Last Sold Summary
- 64 Days On Market
Last Listing Agent Charlie Bodine REAL ESTATE FIRM OF FLORIDA, LLC
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$199,900
$25K PRICE DROP- 2 Beds
- 2 Baths
- 1,094 Sq Ft
113 Nina Way, Oldsmar, FL 34677
113 Nina Way, Oldsmar, FL 34677Joseph Courey BRICK HOUSE REALTY SERVICES
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$2,500 Per Month
- 2 Beds
- 2 Baths
- 1,626 Sq Ft
- Townhouse for Rent
112 Lindsay Ln, Oldsmar, FL 34677
112 Lindsay Ln, Oldsmar, FL 34677Call me today to book your short-term rental! in East Lake Woodlands. Thinking of moving to Florida? NOT AVAILABLE FEB TO APRIL 2027 Try before you buy with a short-term stay in beautiful East Lake Woodlands! This fully furnished 2-bedroom, 2-bath upstairs condo, complete with a loft that includes a trundle bed and/or space for a home office. Whether you're staying for a month or up to three
Fonda Dillard BHHS FLORIDA PROPERTIES GROUP
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$175,000
Sold Feb 25, 2026222 Woodlake Wynde Unit 22, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 888 Sq Ft
- Built 1984
Last Sold Summary
- 17% Below List Price
- $197/SF
- 38 Days On Market
Current Estimated Value $178,148
Last Listing Agent Rachel Mascara COLDWELL BANKER REALTY
222 Woodlake Wynde Unit 22, Oldsmar, FL 34677 -
Not Listed For Sale
508 Canal Way, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,205 Sq Ft
- Built 1995
Last Sold Summary
- 69 Days On Market
Last Listing Agent Amy Mills FUTURE HOME REALTY INC
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$179,950
- 2 Beds
- 2 Baths
- 879 Sq Ft
106 Windward Place, Oldsmar, FL 34677
106 Windward Place, Oldsmar, FL 34677Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC
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$1,595 Per Month
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
- Apartment for Rent
3149 Huron Ave, Oldsmar, FL 34677
3149 Huron Ave, Oldsmar, FL 346772 Poss 3 Bedroom, 2 Bathroom apartment centrally located in Oldsmar, FL. Close to Tampa Road, Shopping, Dining with an easy commute to Tampa. Pets welcome with fees. Call today about our move in specials!!!
Nabil Basta BASTA REALTY SOLUTIONS
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$190,000
Sold Dec 23, 2025117 Cypress Ct Unit 117, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,054 Sq Ft
- Built 1980
Last Sold Summary
- 27% Below List Price
- $180/SF
- 132 Days On Market
Last Listing Agent Marya Morrison, MBA BELLE ISLE REALTY, LLC
117 Cypress Ct Unit 117, Oldsmar, FL 34677 -
Not Listed For Sale
154 Gull Aire Blvd, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1985
Last Sold Summary
- 26 Days On Market
Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP
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$979,000
- 3 Beds
- 2.5 Baths
- 3,410 Sq Ft
4995 Camberley Ln, Oldsmar, FL 34677
4995 Camberley Ln, Oldsmar, FL 34677Claudia Tweed COLDWELL BANKER REALTY
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$1,900 Per Month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- House for Rent
209 Corkwood Ln, Oldsmar, FL 34677
209 Corkwood Ln, Oldsmar, FL 34677Amazing Location, Non-Flood Zone, Renovated, New kitchen, New Water heater, New Bathroom Vanity, New flooring, Quartz counter tops and new appliances and there is a Storage room next to the car port and a Privacy back yard area. Good location next to Walmart supercenter Oldsmar and a few minutes away to walk from supermarket Aldi. Great school district. Community has a pool, Tennis Courts,
Genci Shurdha CHARLES RUTENBERG REALTY INC
-
$500,000
Sold Feb 06, 20264858 Augusta Ave, Oldsmar, FL 34677
- 4 Beds
- 3 Baths
- 2,492 Sq Ft
- Built 1996
Last Sold Summary
- 17% Below List Price
- $201/SF
- 57 Days On Market
Current Estimated Value $655,185
Last Listing Agent Andrew Kapinos COLDWELL BANKER REALTY
4858 Augusta Ave, Oldsmar, FL 34677 -
Not Listed For Sale
479 Trout Ln, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,394 Sq Ft
- Built 1988
Last Sold Summary
- 61 Days On Market
Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP
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