Oldsmar, FL Homes

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  /2

  $220,000

  Sold May 28, 2026

  507 Shore Dr E, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 1,237 Sq Ft
  • Built 1972

  Last Sold Summary

  • 8% Below List Price
  • $178/SF
  • 12 Days On Market

  Current Estimated Value $239,880

  Last Listing Agent Chris Stivers ENGEL & VOLKERS BELLEAIR

  507 Shore Dr E, Oldsmar, FL 34677
• 

  

  /2

  Est $249,639

  Not Listed For Sale

  360 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1997

  360 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 85 Days On Market
• 

  

  

  /11

  $450,000

  $49K PRICE DROP

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

  116 Brent Cir, Oldsmar, FL 34677

  Elevated Gated Community. WATERFRONT 3 bedrooms, 3 full baths plus a tandem 2-3 car garage with sliders to a first, second and third floor patios, the patios overlook the dock and boat slip that come with the townhome. The kitchen is open to the dining and family rooms. One bedroom and full bath is located on the main level, while the master suite, and the 3rd bedroom both with full bathrooms are

  Michele Miklinski CHARLES RUTENBERG REALTY INC

  116 Brent Cir, Oldsmar, FL 34677
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  /2

  $145,500

  Sold Sep 30, 2025

  125 Dolphin Dr S, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1980

  Last Sold Summary

  • 27% Below List Price
  • $120/SF
  • 156 Days On Market

  Last Listing Agent Aaron Mighty MIGHTY REALTY INC

  125 Dolphin Dr S, Oldsmar, FL 34677
• 

  

  /2

  Est $246,264

  Not Listed For Sale

  380 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1997

  380 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 23 Days On Market
• 

  

  /37

  $345,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft

  611 Tangerine Dr, Oldsmar, FL 34677

  $5,000 seller credit offered to buyers!!Welcome to 611 Tangerine Drive a well-maintained 3-bedroom, 2-bathroom home located in one of Oldsmar’s most desirable and centrally located communities. Featuring a highly sought-after split floor plan, spacious living areas, and major system upgrades already completed, this home offers the perfect combination of comfort, functionality, and opportunity for

  Sid Vehabovic AMERICAN HERITAGE REALTY, INC.

  611 Tangerine Dr, Oldsmar, FL 34677
• 

  /2

  $268,000

  Sold Jan 20, 2026

  207 Clays Trail Unit 207, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,237 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $217/SF
  • 28 Days On Market

  Current Estimated Value $264,889

  Last Listing Agent Karen Roeding CHARLES RUTENBERG REALTY INC

  207 Clays Trail Unit 207, Oldsmar, FL 34677
• 

  

  /34

  Est $255,822

  Not Listed For Sale

  406 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1997

  406 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 12 Days On Market
• 

  

  /31

  $199,000

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft

  108 Woodlands Ct Unit 108, Oldsmar, FL 34677

  This adorable 2nd floor, 2 bedroom, 2 bathroom condo in the guarded/gated community of East Lake Woodlands! An open and airy front balcony welcomes you in to the unit. NO REAR NEIGHBORS! Just views of the lovely back yard wooded area and daily deer sightings from your 2nd balcony which is private and screened-in! A big picture window, recessed lighting, solid wood cabinets and tiled backsplash

  Jo Walker COASTAL PROPERTIES GROUP INTERNATIONAL

  108 Woodlands Ct Unit 108, Oldsmar, FL 34677
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  /2

  $1,185,000

  Sold Apr 24, 2026

  372 Coco Plum Ct, Oldsmar, FL 34677

  • 5 Beds
  • 4 Baths
  • 3,945 Sq Ft
  • Built 2013

  Last Sold Summary

  • 14% Below List Price
  • $300/SF
  • 90 Days On Market

  Current Estimated Value $1,239,972

  Last Listing Agent Stephen Gay SMITH & ASSOCIATES REAL ESTATE

  372 Coco Plum Ct, Oldsmar, FL 34677
• 

  /2

  Est $241,853

  Not Listed For Sale

  369 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1997

  369 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 179 Days On Market
• 

  

  /25

  $180,000

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

  207 Cypress Ln, Oldsmar, FL 34677

  First-floor 2-bedroom, 2-bathroom condo located in the East Lake Woodlands community in Oldsmar. This pet-friendly unit offers a peaceful pond view and a comfortable, functional layout. The living room and kitchen feature updated luxury vinyl flooring, creating a clean and cohesive living space. The primary bedroom includes two walk-in closets, private access to the enclosed Florida room, and an

  Scott Mayhew RE/MAX CHAMPIONS

  207 Cypress Ln, Oldsmar, FL 34677
• 

  /2

  $330,000

  Sold Jul 28, 2025

  1308 Syrah Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft
  • Built 2017

  Last Sold Summary

  • 16% Below List Price
  • $216/SF
  • 124 Days On Market

  Current Estimated Value $335,196

  Last Listing Agent Whitnee Suarez FUTURE HOME REALTY INC

  1308 Syrah Dr, Oldsmar, FL 34677
• 

  

  /23

  Est $243,367

  Not Listed For Sale

  423 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 1.5 Baths
  • 1,105 Sq Ft
  • Built 1998

  423 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 18 Days On Market
• 

  

  /28

  $320,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  1705 Ironwood Ct E, Oldsmar, FL 34677

  Welcome to this beautifully renovated 2-bedroom, 2-bathroom home—perfect for first-time buyers or those looking to downsize without sacrificing comfort. The stunning kitchen, remodeled last year, features elegant quartz countertops and new stainless steel appliances, creating a modern and inviting space for cooking and entertaining. Just off the kitchen, you'll find a very spacious area that can

  Aned Pantoja KELLER WILLIAMS TAMPA PROPERTIES

  1705 Ironwood Ct E, Oldsmar, FL 34677
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  /2

  $450,000

  Sold Dec 15, 2025

  887 Lucas Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 1990

  Last Sold Summary

  • 4% Below List Price
  • $280/SF
  • 63 Days On Market

  Current Estimated Value $437,579

  Last Listing Agent Marianne Knowles REAL BROKER, LLC

  887 Lucas Ln, Oldsmar, FL 34677
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  /2

  Est $235,849

  Not Listed For Sale

  441 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1998

  441 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 35 Days On Market
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  /100

  $1,124,900

  $225K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,945 Sq Ft

  165 Mobbly Bay Dr, Oldsmar, FL 34677

  Wow!! Picture perfect model home located in the exclusive gated community of ‘Estuary of Mobbly Bay’. This home boasts 5 large bedrooms, plus a den/office, plus an upstairs bonus room, 4 full baths and a 3-car garage... Nearly 4,000 sq.ft. of grandeur! The moment you walk through the commanding solid wood front door you are greeted to excellence!!! A true “family home” with separate formal living

  Nancy Leslie RE/MAX REALTEC GROUP INC

  165 Mobbly Bay Dr, Oldsmar, FL 34677
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  /2

  $299,999

  Sold Jun 02, 2026

  105 Kilsythe St, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $290/SF
  • 1 Day On Market

  Current Estimated Value $340,571

  Last Listing Agent Dave Maks FLORIDA EXECUTIVE REALTY

  105 Kilsythe St, Oldsmar, FL 34677
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  /52

  Est $253,181

  Not Listed For Sale

  324 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1996

  324 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 21 Days On Market
• 

  

  /30

  $240,900

  $17K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  209 Corkwood Ln, Oldsmar, FL 34677

  Amazing 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

  209 Corkwood Ln, Oldsmar, FL 34677
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  /2

  $179,000

  Sold May 15, 2026

  107 Mary Dr Unit 107, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Below List Price
  • $164/SF
  • 105 Days On Market

  Last Listing Agent Rachel Friesema BHHS FLORIDA PROPERTIES GROUP

  107 Mary Dr Unit 107, Oldsmar, FL 34677
• 

  /2

  Est $250,281

  Not Listed For Sale

  314 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1996

  314 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 13 Days On Market
• 

  

  /48

  $428,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,855 Sq Ft

  1815 Driftwood Cir S, Oldsmar, FL 34677

  This beautifully remodeled three-bedroom, two-bath home is perfectly located in Oldsmar at the top of Tampa Bay. Completely updated from top to bottom, it features a stunning new kitchen with stainless steel appliances, soft-close cabinetry, leather-finished quartz countertops, and a cozy breakfast nook. One of the standout features is how all three bedrooms are nicely separated for added

  Dean Glicos SNAP REALTY LLC

  1815 Driftwood Cir S, Oldsmar, FL 34677
• 

  /2

  $419,900

  Sold Apr 30, 2026

  433 Tangerine Dr, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 1,498 Sq Ft
  • Built 1980

  Last Sold Summary

  • $280/SF
  • 186 Days On Market

  Current Estimated Value $403,009

  Last Listing Agent Esther Fleitas Padron HOME PRIME REALTY LLC

  433 Tangerine Dr, Oldsmar, FL 34677
• 

  

  /35

  Est $236,939

  Not Listed For Sale

  319 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 1.5 Baths
  • 1,105 Sq Ft
  • Built 1996

  319 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 49 Days On Market
• 

  

  /56

  $700,000

  $150K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,695 Sq Ft

  436 Lafayette Blvd, Oldsmar, FL 34677

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Must see this 4 bedroom/2.5 bath home with almost 2700 Sq/Ft on one of the highest/majestic lots in downtown Oldsmar! Relax by the wood fireplace with your family in the comfortable living room! Entertain guests, make a fire-pit area, or start your own garden in the expansive backyard with Lanai! Lot is almost

  Dillon Currier CHARLES RUTENBERG REALTY INC

  436 Lafayette Blvd, Oldsmar, FL 34677
• 

  /2

  $267,000

  Sold Mar 11, 2026

  315 Woods Landing Trail, Oldsmar, FL 34677

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

  Last Sold Summary

  • 17% Below List Price
  • $222/SF
  • 128 Days On Market

  Current Estimated Value $269,307

  Last Listing Agent Shannon Perrott MIHARA & ASSOCIATES INC.

  315 Woods Landing Trail, Oldsmar, FL 34677
• 

  /2

  Est $247,989

  Not Listed For Sale

  325 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 1.5 Baths
  • 1,105 Sq Ft
  • Built 1996

  325 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 137 Days On Market
• 

  

  /37

  $414,900

  • 2 Beds
  • 2 Baths
  • 1,590 Sq Ft

  360 S Woodlands Dr, Oldsmar, FL 34677

  Welcome to 360 S Woodlands Drive, a beautifully renovated 2-bedroom, 2-bath patio home nestled within the prestigious gated community of East Lake Woodlands in Oldsmar. Offering 24-hour guarded security and a maintenance-free lifestyle, this move-in ready residence combines modern upgrades with exceptional privacy and comfort. NEW ROOF + FLAT ROOF (2025)! NEW AC (2025)! Extensively updated

  Mark Fazzini RE/MAX REALTEC GROUP INC

  360 S Woodlands Dr, Oldsmar, FL 34677
• 

  /2

  $220,000

  Sold Mar 04, 2026

  477 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 1.5 Baths
  • 1,105 Sq Ft
  • Built 1995

  Last Sold Summary

  • 12% Below List Price
  • $199/SF
  • 22 Days On Market

  Current Estimated Value $222,873

  Last Listing Agent Stephanie Berry CENTURY 21 BEGGINS

  477 Countryside Key Blvd, Oldsmar, FL 34677
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  /41

  Est $248,296

  Not Listed For Sale

  345 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,141 Sq Ft
  • Built 1997

  345 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 1 Day On Market
• 

  

  /46

  $149,900

  Pending

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

  125 Cypress Ln, Oldsmar, FL 34677

  Under contract-accepting backup offers. Virtually Staged. Move in ready & the LOWEST priced condominium on the market in East Lake Woodlands! This first floor home has just been refreshed & looks fabulous & neutral! Enjoy your kitchen with solid surface countertops, a large sink & newer faucet, stainless steel appliances, under cabinet lighting and lovely modern style cabinets PLUS a large pantry

  Cathy McCarthy RE/MAX REALTEC GROUP INC

  125 Cypress Ln, 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 $314,378

  Last Listing Agent Hendrina Callejas Interinvestments Realty, Inc.

  300 State St E Unit 326, Oldsmar, FL 34677
• 

  

  /27

  Est $247,496

  Not Listed For Sale

  216 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1995

  216 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 9 Days On Market
• 

  

  /52

  $249,000

  • 2 Beds
  • 2 Baths
  • 1,671 Sq Ft

  428 Pelican Dr S, Oldsmar, FL 34677

  Just listed in the 55+ Gull-Aire Village: This spacious 1993 Jacobsen home offers 1,671 square feet of living space in a quiet setting. Upon entry, you will find a large veranda room featuring a built-in wet bar and custom storage. Abundant windows keep the interior bright, while cathedral ceilings add to the sense of openness. The sizable indoor laundry area includes a built-in counter, making

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  428 Pelican Dr S, Oldsmar, FL 34677
• 

  /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 $234,048

  Last Listing Agent Mashonda Smith CORCORAN DWELLINGS

  120 Edgewood Ct, Oldsmar, FL 34677
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  /34

  Est $247,434

  Not Listed For Sale

  213 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft
  • Built 1995

  213 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 2 Days On Market
• 

  

  /54

  $269,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,253 Sq Ft

  417 Dolphin Dr S, Oldsmar, FL 34677

  Welcome to this beautifully renovated home in the desirable 55+ Gull-Aire Village, where comfort, style, and convenience seamlessly come together. Step inside to discover luxury vinyl flooring throughout, a modern kitchen featuring elegant Shaker cabinetry, granite countertops, a convenient pot filler, premium stainless-steel appliances, smooth ceilings, and five-inch baseboards. The custom

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  417 Dolphin Dr S, Oldsmar, FL 34677
• 

  /2

  $400,000

  Sold Apr 08, 2026

  318 Country Club Dr, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Below List Price
  • $270/SF
  • 65 Days On Market

  Current Estimated Value $391,450

  Last Listing Agent Eleydi Alvarez Lopez SELLING USA, LLC

  318 Country Club Dr, Oldsmar, FL 34677

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