Oldsmar, FL Homes

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  /91

  $999,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  1598 Lockmeade Place, Oldsmar, FL 34677

  Under contract-accepting backup offers. Exquisite Estate Home in the Prestigious Aberdeen Enclave of East Lake Woodlands...Located within the highly sought-after, gated community of East Lake Woodlands and the exclusive Aberdeen enclave, this beautifully appointed residence offers refined living in one of the area’s most desirable neighborhoods. Positioned on an oversized 0.33-acre cul-de-sac

  Nancy Leslie RE/MAX REALTEC GROUP INC

  1598 Lockmeade Place, Oldsmar, FL 34677
• 

  

  /2

  $458,000 Sold Oct 15, 2025

  1390 River Oaks Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Below List Price
  • $252/SF
  • 14 Days On Market

  Current Estimated Value $474,638

  Last Listing Agent Alex Stavro BHHS FLORIDA PROPERTIES GROUP

  1390 River Oaks Ct, Oldsmar, FL 34677
• 

  

  

  /21

  Est $217,766 Not Listed For Sale

  144 Lakeview Way Unit 60, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Built 1980

  144 Lakeview Way Unit 60, Oldsmar, FL 34677

  Last Sold Summary

  • 23% Below List Price
  • $258/SF
  • 14 Days On Market

  • Last Sold Price $282,000
  • Aug 16, 2023

  Last Listing Agent Sam Callahan LPT REALTY, LLC
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  /37

  $224,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft

  427 Pelican Dr S, Oldsmar, FL 34677

  Under contract-accepting backup offers. Beautifully Updated & Move-In Ready in Gull-Aire Village. This spacious 2-bed, 2-bath manufactured home offers 1,239 sq ft of air-conditioned living, including a newly enclosed Florida Room (2022). Enjoy an open floor plan with high ceilings, stylish VINYL PLANK flooring (2021), and Brand-New Stainless Steel Appliances with a double oven (2024). Major

  Andrea Bladt Knudsen CHARLES RUTENBERG REALTY INC

  427 Pelican Dr S, Oldsmar, FL 34677
• 

  

  /2

  $340,000 Sold Oct 16, 2025

  102 Brent Cir, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 1,834 Sq Ft
  • Built 2003

  Last Sold Summary

  • 23% Below List Price
  • $185/SF
  • 206 Days On Market

  Current Estimated Value $402,271

  Last Listing Agent Mark Longenecker FUTURE HOME REALTY INC

  102 Brent Cir, Oldsmar, FL 34677
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  /6

  Not Listed For Sale

  505 Saint Petersburg Dr W, Oldsmar, FL 34677

  • 2 Beds
  • Built 1956

  505 Saint Petersburg Dr W, Oldsmar, FL 34677

  Last Sold Summary

  • $416/SF
  • 24 Days On Market

  • Last Sold Price $483,000
  • Aug 15, 2023

  Last Listing Agent Fonda Dillard BHHS FLORIDA PROPERTIES GROUP
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  /38

  $175,000 Pending

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

  106 Pine Ct Unit 346, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Enjoy easy Florida living in this beautifully updated 2-bedroom, 2-bath second-floor condo in the heart of Oldsmar. The home features luxury flooring throughout, a new HVAC system, and a comfortable open layout designed for both relaxing and entertaining. Step onto your private balcony overlooking peaceful green space — the perfect spot for morning

  Patrick Massey MARK SPAIN REAL ESTATE

  106 Pine Ct Unit 346, Oldsmar, FL 34677
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  /2

  $388,000 Sold Aug 29, 2025

  1710 Sunset Wind Loop, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $206/SF
  • 20 Days On Market

  Current Estimated Value $399,560

  Last Listing Agent Whitney Cook KELLER WILLIAMS REALTY- PALM H

  1710 Sunset Wind Loop, Oldsmar, FL 34677
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  /43

  Not Listed For Sale

  490 Trout Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,031 Sq Ft
  • Built 1993

  490 Trout Ln, Oldsmar, FL 34677

  Last Sold Summary

  • $218/SF
  • 22 Days On Market

  • Last Sold Price $225,000
  • May 23, 2024

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP
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  /53

  $279,900

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

  235 Woods Landing Trail, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Move-in ready and tucked inside one of Oldsmar’s most established gated communities, East Lake Woodlands, this single story townhome offers low-maintenance living and peaceful pond views. . The kitchen features updated cabinetry, crisp white quartz countertops (2025), stainless steel appliances, and a dining area that flows seamlessly into the

  Kelsi Ward SOUTHERN LIFE REALTY

  235 Woods Landing Trail, Oldsmar, FL 34677
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  /2

  $144,000 Sold Feb 19, 2026

  115 Palmetto Ct Unit 115, Oldsmar, FL 34677

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

  Last Sold Summary

  • 18% Below List Price
  • $137/SF
  • 131 Days On Market

  Current Estimated Value $151,427

  Last Listing Agent Janet Lopez TAYLORMADE PROPERTIES, INC.

  115 Palmetto Ct Unit 115, Oldsmar, FL 34677
• 

  

  /18

  Est $369,346 Not Listed For Sale

  1110 Vineyard Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft
  • Built 2018

  1110 Vineyard Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 10% Below List Price
  • $269/SF
  • 25 Days On Market

  • Last Sold Price $410,000
  • Aug 03, 2023

  Last Listing Agent Joann Hartung EXP REALTY LLC
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  /36

  $204,500

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  130 Woodlake Wynde Unit 36, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Must See!! Beautifully renovated 2-bedroom, 2-bath residence offering 924 square feet of thoughtfully designed living space. This liight and inviting condo showcases a custom solid wood kitchen, stainless steel and white appliances, vaulted ceilings with widows that invite an abundance of light, sleek luxury vinyl flooring, fresh interior paint.

  Rachel Mascara COLDWELL BANKER REALTY

  130 Woodlake Wynde Unit 36, Oldsmar, FL 34677
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  /2

  $258,000 Sold Mar 11, 2026

  208 Caryl Way Unit 8, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $200/SF
  • 21 Days On Market

  Current Estimated Value $270,902

  Last Listing Agent Rachel Friesema BHHS FLORIDA PROPERTIES GROUP

  208 Caryl Way Unit 8, Oldsmar, FL 34677
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  /2

  Est $206,984 Not Listed For Sale

  222 Nina Way Unit 222, Oldsmar, FL 34677

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

  222 Nina Way Unit 222, Oldsmar, FL 34677

  Last Sold Summary

  • 17% Below List Price
  • $228/SF
  • 104 Days On Market

  • Last Sold Price $249,000
  • Aug 30, 2024

  Last Listing Agent Denise Dorris COASTAL PROPERTIES GROUP INTERNATIONAL
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  /13

  $158,000

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

  106 Lakeside Ct, Oldsmar, FL 34677

  Great Value!! This Condo is located within the Gated community of East Lake Woodlands. This unit is on the second floor and features an eat in kitchen, living/dining room with sliders out to the screened lanai, split bedroom plan, the primary suite has a walk-in closet, a secondary closet and a linen closet. The primary bath has a step in shower. The guest suite has a bath off the hallway. The

  Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

  106 Lakeside Ct, Oldsmar, FL 34677
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  /2

  $409,900 Sold Sep 03, 2025

  1910 Montego Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $313/SF
  • 31 Days On Market

  Current Estimated Value $404,275

  Last Listing Agent Tanner Tillung EXP REALTY LLC

  1910 Montego Ct, Oldsmar, FL 34677
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  /43

  Not Listed For Sale

  500 Cobia Way, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1997

  500 Cobia Way, Oldsmar, FL 34677

  Last Sold Summary

  • $196/SF
  • 65 Days On Market

  • Last Sold Price $290,000
  • Aug 21, 2023

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP
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  /22

  $1,000,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,890 Sq Ft

  400 Shore Dr E, Oldsmar, FL 34677

  Under contract-accepting backup offers. The Ultimate Waterfront Canvas: 150ft of Panoramic Bay Frontage. Secure a legacy-grade homesite on one of the most expansive waterfront lots in Oldsmar. Situated on almost 3⁄4 acre on the prettiest street in Oldsmar, 400 Shore Drive E offers a rare 150 feet of direct, unobstructed frontage on Safety Harbor. This is a premier opportunity for a visionary

  Crystal Tipton KELLER WILLIAMS TAMPA PROP.

  400 Shore Dr E, Oldsmar, FL 34677
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  /2

  $638,000 Sold Jul 16, 2025

  4761 Stoneview Cir, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,082 Sq Ft
  • Built 1994

  Last Sold Summary

  • 5% Below List Price
  • $306/SF
  • 47 Days On Market

  Current Estimated Value $640,821

  Last Listing Agent Stacy Naumann-Hair BHHS FLORIDA PROPERTIES GROUP

  4761 Stoneview Cir, Oldsmar, FL 34677
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  /41

  Not Listed For Sale

  98 Dolphin Dr N, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • Built 1984

  98 Dolphin Dr N, Oldsmar, FL 34677

  Last Sold Summary

  • $161/SF
  • 37 Days On Market

  • Last Sold Price $200,000
  • Sep 08, 2023

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP
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  /46

  $340,000 Pending

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

  904 Vineyard Ln, Oldsmar, FL 34677

  Under contract-accepting backup offers. Private Preserve Views | Move-In Ready | Optional Turnkey Furnished.Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the gated Tuscany Woods Preserve community. Built in 2017, this newer construction home offers a rare combination of privacy, low-maintenance living, and a peaceful natural setting.The open-concept layout is

  Piotr Gawienczuk RE/MAX ACTION FIRST OF FLORIDA

  904 Vineyard Ln, Oldsmar, FL 34677
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  /2

  $248,000 Sold Jun 02, 2025

  442 Country Club Dr, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1959

  Last Sold Summary

  • 24% Below List Price
  • $207/SF
  • 91 Days On Market

  Current Estimated Value $254,525

  Last Listing Agent Tia Ricker DALTON WADE INC

  442 Country Club Dr, Oldsmar, FL 34677
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  /17

  Not Listed For Sale

  0 St Petersburg Dr Unit MFRU8202338, Oldsmar, FL 34677

  0 St Petersburg Dr Unit MFRU8202338, Oldsmar, FL 34677

  Last Sold Summary

  • 87 Days On Market

  • Last Sold Price $150,000
  • Sep 14, 2023

  Last Listing Agent Dani Achim PLATINUM DOLPHIN REALTY
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  /40

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft

  40 Sylvia Place, Oldsmar, FL 34677

  Welcome to this exceptional 3-bedroom villa located in the fabulous East Lake Woodlands community. This villa is move-in ready and offers a split bedroom floor plan, making it ideal for comfort and convenience. Enjoy a relaxing water view from the rear of the home, perfect for peaceful contemplation. The open floor plan features wood-look tile throughout the living spaces, creating a warm and

  Cathy McCarthy RE/MAX REALTEC GROUP INC

  40 Sylvia Place, Oldsmar, FL 34677
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  /2

  $325,000 Sold Mar 13, 2026

  3164 Duane Ave, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,044 Sq Ft
  • Built 1992

  Last Sold Summary

  • 10% Below List Price
  • $311/SF
  • 185 Days On Market

  Current Estimated Value $315,096

  Last Listing Agent Valeria Aliaga NETWORTH REALTY OF TAMPA, LLC

  3164 Duane Ave, Oldsmar, FL 34677
• 

  

  /34

  Est $363,196 Not Listed For Sale

  209 Cutlass Way, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,392 Sq Ft
  • Built 2016

  209 Cutlass Way, Oldsmar, FL 34677

  Last Sold Summary

  • 3% Below List Price
  • $269/SF
  • 1 Day On Market

  • Last Sold Price $375,000
  • Jun 20, 2023

  Last Listing Agent Kevin Welland LUXURY & BEACH REALTY INC
• 

  

  /46

  $725,000

  • 4 Beds
  • 3 Baths
  • 2,512 Sq Ft

  2272 Warwick Dr, Oldsmar, FL 34677

  Welcome to 2272 Warwick Drive—where timeless elegance meets effortless Florida living. This well-maintained one-story home offers four spacious bedrooms, three full baths, a sparkling screened-in pool and a three-car garage. From the moment you arrive, stately columns and a grand double-door entry set the tone for what’s inside—soaring volume ceilings and an open, light-filled layout designed for

  Marcy Daniels COLDWELL BANKER REALTY

  2272 Warwick Dr, Oldsmar, FL 34677
• 

  /2

  $725,000 Sold Oct 27, 2025

  130 Water Oak Way, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,630 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $276/SF
  • 222 Days On Market

  Current Estimated Value $725,031

  Last Listing Agent Marie-Pierre Cederman CEDERMAN PROPERTIES

  130 Water Oak Way, Oldsmar, FL 34677
• 

  

  /55

  Est $506,293 Not Listed For Sale

  2214 Sunset Wind Loop, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft
  • Built 2019

  2214 Sunset Wind Loop, Oldsmar, FL 34677

  Last Sold Summary

  • 8% Below List Price
  • $247/SF
  • 47 Days On Market

  • Last Sold Price $550,000
  • Jul 07, 2023

  Last Listing Agent Kevin McCullough MCCULLOUGH & ASSOC REALTY INC
• 

  

  /70

  $390,000 Open Sun 11:30AM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,233 Sq Ft

  2009 Peppertree Ct, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Motivated seller!!! Tucked away on a cul-de-sac, this beautifully maintained single-family home offers comfort, space, and thoughtful upgrades perfect for modern family living. Featuring 3 spacious bedrooms and 2 full bathrooms which one has a jacuzzi, the home boasts an open-concept living and dining area filled with natural light—ideal for both

  Ola Lombardi CFRP REALTY LLC

  2009 Peppertree Ct, Oldsmar, FL 34677
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  /2

  $300,000 Sold Nov 13, 2025

  170 Ingrid Place, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft
  • Built 1978

  Last Sold Summary

  • 23% Below List Price
  • $171/SF
  • 192 Days On Market

  Current Estimated Value $302,850

  Last Listing Agent Kisha Linebaugh COMPASS FLORIDA LLC

  170 Ingrid Place, Oldsmar, FL 34677
• 

  

  /63

  Est $213,188 Not Listed For Sale

  150 Lakeview Way Unit 5, Oldsmar, FL 34677

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

  150 Lakeview Way Unit 5, Oldsmar, FL 34677

  Last Sold Summary

  • 14% Below List Price
  • $216/SF
  • 9 Days On Market

  • Last Sold Price $248,000
  • May 24, 2023

  Last Listing Agent Bob McCaffery BHHS FLORIDA PROPERTIES GROUP
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  /8

  $239,000 Pending

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

  507 Shore Dr E, Oldsmar, FL 34677

  Under contract-accepting backup offers. Don’t miss this exceptional opportunity to build your dream home on a spacious homesite with beautiful views of Tampa Bay. Situated on a generous, nearly 1/3-acre lot measuring approximately 75 x 175, this property is being offered at land value—perfect for new construction. Located on a street experiencing exciting growth, with several newly built homes

  Chris Stivers ENGEL & VOLKERS BELLEAIR

  507 Shore Dr E, Oldsmar, FL 34677
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  /2

  $247,000 Sold Dec 17, 2025

  250 Woods Landing Trail, Oldsmar, FL 34677

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

  Last Sold Summary

  • 12% Below List Price
  • $206/SF
  • 115 Days On Market

  Current Estimated Value $252,454

  Last Listing Agent Sheila Calistri BHHS FLORIDA PROPERTIES GROUP

  250 Woods Landing Trail, Oldsmar, FL 34677
• 

  

  /19

  Est $151,612 Not Listed For Sale

  130 Sabal Ct Unit D, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft
  • Built 1987

  130 Sabal Ct Unit D, Oldsmar, FL 34677

  Last Sold Summary

  • 21% Below List Price
  • $211/SF
  • 6 Days On Market

  • Last Sold Price $193,000
  • May 17, 2023

  Last Listing Agent Kevin Marrow DALTON WADE INC
• 

  

  /58

  $559,900

  • 4 Beds
  • 3 Baths
  • 2,146 Sq Ft

  1637 Gray Bark Dr, Oldsmar, FL 34677

  Beautifully maintained 4-bedroom, 3-bath, 2-story home with over 2,100 square feet of living space and a 2-car garage. The home features wood flooring throughout, tall ceilings, and a comfortable, open layout. The kitchen and bathrooms have been fully updated with modern finishes, quality cabinetry, and solid-surface countertops. Recent improvements include a roof replacement in 2022. The living

  Lisa Hall LISA HALL REALTY, INC

  1637 Gray Bark Dr, Oldsmar, FL 34677
• 

  /2

  $1,285,000 Sold Nov 25, 2025

  60 Stanton Cir, Oldsmar, FL 34677

  • 5 Beds
  • 5 Baths
  • 4,378 Sq Ft
  • Built 1990

  Last Sold Summary

  • 24% Below List Price
  • $294/SF
  • 34 Days On Market

  Current Estimated Value $1,296,123

  Last Listing Agent Nicholas Buchanan SMITH & ASSOCIATES REAL ESTATE

  60 Stanton Cir, Oldsmar, FL 34677
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  /6

  Not Listed For Sale

  0 Dartmouth Ave Unit U8194648, Oldsmar, FL 34677

  0 Dartmouth Ave Unit U8194648, Oldsmar, FL 34677

  Last Sold Summary

  • 125 Days On Market

  • Last Sold Price $125,000
  • Aug 24, 2023

  Last Listing Agent Wendy Hoffman SUNCOAST SHORES REALTY
• 

  

  /65

  $305,000 Pending

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

  105 Kilsythe St, Oldsmar, FL 34677

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. HIGH & DRY with no storm damage and NO HOA—this beautifully updated 3-bedroom, 2-bath Oldsmar gem delivers exceptional value, peace of mind and an unbeatable Florida lifestyle. Featuring an open great room plan ideal for entertaining, this move-in ready home showcases fresh interior and exterior paint, an

  Dave Maks FLORIDA EXECUTIVE REALTY

  105 Kilsythe St, Oldsmar, FL 34677

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