Oldsmar, FL Homes

• 

  

  /2

  $276,000

  Sold Mar 24, 2026

  248 Hemingway Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $254/SF
  • 22 Days On Market

  Current Estimated Value $275,502

  Last Listing Agent Lessie Reyes DALTON WADE INC

  248 Hemingway Dr, Oldsmar, FL 34677
• 

  

  

  /35

  Not Listed For Sale

  312 Snook Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,324 Sq Ft
  • Built 1980

  312 Snook Ct, Oldsmar, FL 34677

  Last Sold Summary

  • 72 Days On Market
• 

  

  

  /53

  $279,900

  $35K PRICE DROP Pending

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

  235 Woods Landing Trail, Oldsmar, FL 34677

  Under contract-accepting backup offers. 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

  Kelsi Ward SOUTHERN LIFE REALTY

  235 Woods Landing Trail, 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 $479,390

  Last Listing Agent Alex Stavro BHHS FLORIDA PROPERTIES GROUP

  1390 River Oaks Ct, Oldsmar, FL 34677
• 

  

  /2

  Est $145,636

  Not Listed For Sale

  124 Loblolly Ct Unit C, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft
  • Built 1986

  124 Loblolly Ct Unit C, Oldsmar, FL 34677

  Last Sold Summary

  • 142 Days On Market
• 

  

  /36

  $198,500

  $6K PRICE DROP

  • 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
• 

  /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 $410,630

  Last Listing Agent Mark Longenecker FUTURE HOME REALTY INC

  102 Brent Cir, Oldsmar, FL 34677
• 

  

  /28

  Est $345,964

  Not Listed For Sale

  851 Aurora Way, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,365 Sq Ft
  • Built 2017

  851 Aurora Way, Oldsmar, FL 34677

  Last Sold Summary

  • 38 Days On Market
• 

  

  /45

  $480,000

  $40K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,598 Sq Ft

  408 Lakeview Dr, Oldsmar, FL 34677

  Price Reduced - This lakefront, pool home overlooks stunning sunsets and a wooded conservation area. The entire back of the house is screen enclosed, giving you plenty of space to relax or entertain while enjoying the wildlife, sunsets and sparkling lake. The beautiful pool and attached hot tub are heated for year round enjoyment. Inside are lake views in almost every room! The home has 76' water

  Stephen Hachey FLAT FEE MLS REALTY

  408 Lakeview Dr, Oldsmar, FL 34677
• 

  /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 $403,603

  Last Listing Agent Whitney Cook KELLER WILLIAMS REALTY- PALM HARBOR

  1710 Sunset Wind Loop, Oldsmar, FL 34677
• 

  

  /43

  Est $331,828

  Not Listed For Sale

  640 Jetstar Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,264 Sq Ft
  • Built 2016

  640 Jetstar Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 85 Days On Market
• 

  

  /24

  $349,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft

  1707 Ironwood Ct W, Oldsmar, FL 34677

  Beautiful 2/2 home with garage, Florida room, & large fenced in yard. Tiled & hardwood flooring throughout. Newly updated, this immaculate home is 100% move-in ready. Features include new roof (2022), new AC handler (2024, HVAC system upgraded with new ductwork & redesigned airflow routing, including ceiling-mounted allowing best ventilation), brand new kitchen appliances, washer & dryer, & water

  Joshua Kelley Open to Close Realty

  1707 Ironwood Ct W, Oldsmar, FL 34677
• 

  /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 $150,157

  Last Listing Agent Janet Lopez TAYLORMADE PROPERTIES, INC.

  115 Palmetto Ct Unit 115, Oldsmar, FL 34677
• 

  /2

  Est $171,607

  Not Listed For Sale

  114 Meadow Ln Unit 114, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 879 Sq Ft
  • Built 1985

  114 Meadow Ln Unit 114, Oldsmar, FL 34677

  Last Sold Summary

  • 3 Days On Market
• 

  

  /13

  $158,000

  $31K PRICE DROP

  • 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
• 

  /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 $256,145

  Last Listing Agent Rachel Friesema BHHS FLORIDA PROPERTIES GROUP

  208 Caryl Way Unit 8, Oldsmar, FL 34677
• 

  /2

  Est $170,806

  Not Listed For Sale

  208 Nina Way Unit 208, Oldsmar, FL 34677

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

  208 Nina Way Unit 208, Oldsmar, FL 34677

  Last Sold Summary

  • 117 Days On Market
• 

  

  /55

  $469,900

  $59K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  3071 Huron Ave, Oldsmar, FL 34677

  Must see this amazing home in one of Oldsmar's best kept secret neighborhoods on the sparkling shores of Old Tampa Bay! This 3-bedroom, 2.5-bath multi-level designed home has been FULLY RENOVATED with real class blending coastal charm with PRISTINE UPDATES in every room. Above the Oversized 2-car garage, get ready to be impressed by the high ceilings, all NEW WINDOWS, DOORS & light filled living

  Diana Beattie CHARLES RUTENBERG REALTY INC

  3071 Huron Ave, Oldsmar, FL 34677
• 

  /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 $409,859

  Last Listing Agent Tanner Tillung EXP REALTY LLC

  1910 Montego Ct, Oldsmar, FL 34677
• 

  

  /66

  Est $527,340

  Not Listed For Sale

  125 Brent Cir, Oldsmar, FL 34677

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

  125 Brent Cir, Oldsmar, FL 34677

  Last Sold Summary

  • 48 Days On Market
• 

  

  /37

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,984 Sq Ft

  859 Inverry Dr, Oldsmar, FL 34677

  Welcome to 859 Inverry Drive in the highly sought-after East Lake Woodlands community of Oldsmar! Beautifully renovated from top to bottom, this exceptional pool home combines modern updates, timeless style, and Florida living at its finest. From the moment you arrive, you'll be captivated by the home's exceptional curb appeal, mature landscaping, and inviting presence. Step inside to discover a

  Judson VanWorp BHHS FLORIDA PROPERTIES GROUP

  859 Inverry Dr, Oldsmar, FL 34677
• 

  /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 $646,669

  Last Listing Agent Stacy Naumann-Hair BHHS FLORIDA PROPERTIES GROUP

  4761 Stoneview Cir, Oldsmar, FL 34677
• 

  /2

  Est $355,889

  Not Listed For Sale

  202 Cabernet Way, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,773 Sq Ft
  • Built 2015

  202 Cabernet Way, Oldsmar, FL 34677

  Last Sold Summary

  • 35 Days On Market
• 

  

  /47

  $699,900

  $25K PRICE DROP Pending

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

  2272 Warwick Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. 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

  Marcy Daniels COLDWELL BANKER REALTY

  2272 Warwick Dr, Oldsmar, FL 34677
• 

  /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 $311,318

  Last Listing Agent Valeria Aliaga NETWORTH REALTY OF TAMPA, LLC

  3164 Duane Ave, Oldsmar, FL 34677
• 

  /2

  Est $299,380

  Not Listed For Sale

  1706 Azalea Ct Unit A, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,360 Sq Ft
  • Built 1973

  1706 Azalea Ct Unit A, Oldsmar, FL 34677

  Last Sold Summary

  • 114 Days On Market
• 

  

  /70

  $390,000

  • 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
• 

  /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 $729,484

  Last Listing Agent Marie-Pierre Cederman CEDERMAN PROPERTIES

  130 Water Oak Way, Oldsmar, FL 34677
• 

  /2

  Est $739,527

  Not Listed For Sale

  310 Jefferson Ave S, Oldsmar, FL 34677

  • 4 Beds
  • 2.5 Baths
  • 2,655 Sq Ft
  • Built 2022

  310 Jefferson Ave S, Oldsmar, FL 34677

  Last Sold Summary

  • 5 Days On Market
• 

  

  /18

  $499,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,080 Sq Ft

  213 Arlington Ave E, Oldsmar, FL 34677

  Under contract-accepting backup offers. Unique opportunity, priced to sell! Well-maintained property with a screened pool under $500K in Oldsmar, featuring 2 separate lots with different parcel IDs, each with close to or more than 0.3 acres, offering endless possibilities.

  Alfredo Leiva Basulto YANY REALTY LLC

  213 Arlington Ave E, Oldsmar, FL 34677
• 

  /2

  $365,000

  Sold May 20, 2026

  2208 Sunset Wind Loop, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft
  • Built 2019

  Last Sold Summary

  • 9% Below List Price
  • $219/SF
  • 167 Days On Market

  Current Estimated Value $369,295

  Last Listing Agent Yael Hatfield KELLER WILLIAMS TAMPA PROPERTIES

  2208 Sunset Wind Loop, Oldsmar, FL 34677
• 

  

  /48

  Est $203,804

  Not Listed For Sale

  209 Mary Dr Unit 7, Oldsmar, FL 34677

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

  209 Mary Dr Unit 7, Oldsmar, FL 34677

  Last Sold Summary

  • 38 Days On Market
• 

  

  /58

  $559,900

  $30K PRICE DROP Pending

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

  1637 Gray Bark Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. 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

  Lisa Hall LISA HALL REALTY, INC

  1637 Gray Bark Dr, Oldsmar, FL 34677
• 

  /2

  $419,900

  Sold May 08, 2026

  502 Timber Bay Cir E, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,658 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $253/SF
  • 61 Days On Market

  Current Estimated Value $418,764

  Last Listing Agent Taylor Cresswell SELLSTATE COASTAL REALTY

  502 Timber Bay Cir E, Oldsmar, FL 34677
• 

  /2

  Not Listed For Sale

  230 Tarpon Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Built 1989

  230 Tarpon Ln, Oldsmar, FL 34677

  Last Sold Summary

  • 163 Days On Market
• 

  

  /55

  $619,999

  Open Sun 12PM - 2PM $10K PRICE DROP

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

  380 Rosalind Ln, Oldsmar, FL 34677

  Virtually Staged. Welcome to your private retreat in the gated community of Bay Arbor! Nestled on a spacious wooded homesite, this beautifully maintained two-story home offers over 3,000 square feet of thoughtfully designed living space blending comfort, privacy, and everyday convenience. Porcelain tile and wood-like flooring throughout- no carpet. From the moment you step inside, you’re greeted

  Mark Fazzini RE/MAX REALTEC GROUP INC

  380 Rosalind Ln, Oldsmar, FL 34677
• 

  /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 $310,540

  Last Listing Agent Kisha Linebaugh COMPASS FLORIDA LLC

  170 Ingrid Place, Oldsmar, FL 34677
• 

  

  /39

  Est $234,773

  Not Listed For Sale

  210 Caryl Way Unit 10, Oldsmar, FL 34677

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

  210 Caryl Way Unit 10, Oldsmar, FL 34677

  Last Sold Summary

  • 117 Days On Market
• 

  

  /19

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,169 Sq Ft

  343 Shore Dr E, Oldsmar, FL 34677

  Some photos have be virtually staged. Beautifully renovated 3 bedroom 2 bath in desirable Oldsmar neighborhood. Spacious floorplan with a large living area at the front allows flexibily for furniture. The kitchen has a modern feel with and all appliances. Both baths have been tastefully upgraded in a contemporty style and home is move in ready. Convenient inside laudry room is a special feature.

  Jenny Meers MURRAY BELL REAL ESTATE LLC

  343 Shore Dr E, Oldsmar, FL 34677
• 

  /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 $254,477

  Last Listing Agent Sheila Calistri BHHS FLORIDA PROPERTIES GROUP

  250 Woods Landing Trail, Oldsmar, FL 34677

Showing Results 361 - 400, Page 10 of 18