Oldsmar, FL Homes

• 

  

  /2

  Est $236,803

  Not Listed For Sale

  233 Countryside Key Blvd, Oldsmar, FL 34677

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

  233 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 68 Days On Market
• 

  

  

  /47

  $329,000

  $19K PRICE INCREASE Pending

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  627 Timber Bay Cir W, Oldsmar, FL 34677

  Under contract-accepting backup offers. Pond View!!! Charming 3 bed / 2 bath ranch-style home (1,274 sq ft) in a peaceful, family-friendly neighborhood. Built in 1984, this light-filled residence offers a comfortable, single-level floor plan ideal for everyday living and easy entertaining. Enjoy serene pond views from the private backyard — a perfect quiet oasis for morning coffee or safe outdoor

  Christopher Nelson MILLENNIAL REALTY & PROPERTY MGMT.

  627 Timber Bay Cir W, Oldsmar, FL 34677
• 

  

  /2

  $335,000

  Sold Jul 02, 2025

  1703 Ironwood Ct E, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1973

  Last Sold Summary

  • $315/SF
  • 0 Days On Market

  Current Estimated Value $333,134

  Last Listing Agent Alejandro Vazquez AVENUE HOMES LLC

  1703 Ironwood Ct E, Oldsmar, FL 34677
• 

  

  

  /23

  Est $247,705

  Not Listed For Sale

  253 Countryside Key Blvd, Oldsmar, FL 34677

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

  253 Countryside Key Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • 65 Days On Market
• 

  

  

  /7

  $335,000

  $40K PRICE DROP

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

  602 Bay Lake Trail, Oldsmar, FL 34677

  EXCELLENT VALUE - LOCATION - LOCATION - LOCATION – 3 BEDROOM, 2 BATH, 2 CAR GARAGE, SINGLE STORY POOL HOME WITH DECK AND LAKE! Located in the beautiful City of Oldsmar. This home will not disappoint. It is the perfect blend of comfort and Florida living. The primary suite is huge for this square footage with room for a king size bed, a ceiling fan, a large walk-in closet and an en-suite bath

  Sandra Santos Garbutt BRAINARD REALTY

  602 Bay Lake Trail, Oldsmar, FL 34677
• 

  /2

  $435,000

  Sold Mar 30, 2026

  321 Shore Dr E, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,523 Sq Ft
  • Built 1960

  Last Sold Summary

  • 13% Below List Price
  • $286/SF
  • 56 Days On Market

  Current Estimated Value $428,851

  Last Listing Agent Raimundo Barbara UNLIMITED GROUP REALTY

  321 Shore Dr E, Oldsmar, FL 34677
• 

  

  /36

  Est $342,671

  Not Listed For Sale

  432 Evergreen Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 1979

  432 Evergreen Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 9 Days On Market
• 

  

  /58

  $240,000

  Pending

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

  382 Countryside Key Blvd, Oldsmar, FL 34677

  Under contract-accepting backup offers. Spectacular carefree living... Welcome to the gated community of Countryside Key. This lovely 2 story waterfront townhome perfectly combines luxury, style and functionality. This home offers 2 bedrooms, 1.5 baths with just over 1,100 sq ft of fine Florida living. The modern open floor plan is ideal for family gatherings and entertaining. The main living

  Nancy Leslie RE/MAX REALTEC GROUP INC

  382 Countryside Key Blvd, Oldsmar, FL 34677
• 

  /2

  $460,000

  Sold Jun 30, 2025

  1609 Shady Oaks Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1997

  Last Sold Summary

  • 12% Below List Price
  • $291/SF
  • 117 Days On Market

  Current Estimated Value $475,970

  Last Listing Agent Jill Majewski HOMEFRONT REALTY

  1609 Shady Oaks Dr, Oldsmar, FL 34677
• 

  

  /45

  Est $374,720

  Not Listed For Sale

  610 Limetree Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 1980

  610 Limetree Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 103 Days On Market
• 

  

  /77

  $399,000

  Open Sat 12PM - 3PM $20K PRICE DROP

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

  106 Brent Cir Unit 2, Oldsmar, FL 34677

  NEW PRICE!!! Enjoy all the features this home has to offer at a more attractive price. The perfect opportunity for buyers ready to make a move! Welcome to this stunning gated luxury townhome in the highly sought-after waterfront community of Seaside Estates! This beautifully maintained residence offers an exceptional blend of comfort, style, and coastal living. The open-concept main level

  Magdalena Paszkowski HOMEFRONT REALTY

  106 Brent Cir Unit 2, Oldsmar, FL 34677
• 

  /2

  $349,000

  Sold Sep 05, 2025

  503 Tangerine Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft
  • Built 1980

  Last Sold Summary

  • 17% Below List Price
  • $227/SF
  • 102 Days On Market

  Current Estimated Value $362,715

  Last Listing Agent Gouzel Kash KASH REALTY

  503 Tangerine Dr, Oldsmar, FL 34677
• 

  

  /28

  Est $372,385

  Not Listed For Sale

  600 Tangerine Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1979

  600 Tangerine Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 9 Days On Market
• 

  

  /42

  $484,700

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  317 Shore Dr E, Oldsmar, FL 34677

  STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground

  Charles Kelly ADAMS, CAMERON & CO., REALTORS

  317 Shore Dr E, Oldsmar, FL 34677
• 

  /2

  $735,000

  Sold Dec 16, 2025

  3765 Shore Blvd, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft
  • Built 1980

  Last Sold Summary

  • 14% Below List Price
  • $395/SF
  • 89 Days On Market

  Last Listing Agent Charlie Reynoso UNIQUE PROPERTY SERVICES

  3765 Shore Blvd, Oldsmar, FL 34677
• 

  

  /32

  Est $358,829

  Not Listed For Sale

  429 Tangerine Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,154 Sq Ft
  • Built 1980

  429 Tangerine Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 3 Days On Market
• 

  

  /100

  $1,224,900

  Pending

  • 5 Beds
  • 4 Baths
  • 3,941 Sq Ft

  105 Mobbly Bay Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. Discover an extraordinary tropical sanctuary within the exclusive gated enclave of The Estuary of Mobbly Bay, where timeless elegance meets the serenity of Florida coastal living. Surrounded by lush professional landscaping & stunning custom architecture, this exceptional turn-key executive residence offers an elevated lifestyle designed for luxurious

  Jason Bandy, Mr. CHARLES RUTENBERG REALTY INC

  105 Mobbly Bay Dr, Oldsmar, FL 34677
• 

  /2

  $550,000

  Sold Oct 10, 2025

  1640 Gray Bark Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,927 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $285/SF
  • 4 Days On Market

  Current Estimated Value $557,140

  Last Listing Agent Maria Hourdas KELLER WILLIAMS REALTY- PALM HARBOR

  1640 Gray Bark Dr, Oldsmar, FL 34677
• 

  /2

  Est $346,586

  Not Listed For Sale

  1814 Greenwood Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1973

  1814 Greenwood Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 79 Days On Market
• 

  

  /33

  $224,900

  $30K PRICE DROP

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

  240 Cypress Ln Unit 240, Oldsmar, FL 34677

  Welcome to 240 Cypress Lane in Oldsmar, where effortless Florida living meets refined, turnkey luxury with tranquil water views and a premier golf lifestyle just moments away. This fully furnished, completely renovated second-floor residence offers the perfect blend of comfort, style, and security, high and dry with no flood insurance required. Step inside to a bright, open-concept layout

  Nick Wimperis LPT REALTY, LLC

  240 Cypress Ln Unit 240, Oldsmar, FL 34677
• 

  /2

  $365,000

  Sold Apr 30, 2026

  1802 Forest Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,607 Sq Ft
  • Built 1973

  Last Sold Summary

  • 8% Below List Price
  • $227/SF
  • 130 Days On Market

  Current Estimated Value $369,356

  Last Listing Agent Jeff Jones MARK SPAIN REAL ESTATE

  1802 Forest Dr, Oldsmar, FL 34677
• 

  /2

  Est $315,155

  Not Listed For Sale

  1803 Forest Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 966 Sq Ft
  • Built 1973

  1803 Forest Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 4 Days On Market
• 

  

  /22

  $197,990

  $37K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 879 Sq Ft

  409 Meadow Ln Unit 77, Oldsmar, FL 34677

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this exquisite and meticulously maintained 2-bedroom, 2-bathroom ground floor condo, situated within the highly sought-after gated community of East Lake Woodlands. This charming home is move-in ready, offering a range of delightful features to complement a comfortable and upscale lifestyle. Step

  John Pestalozzi Jr WESTWARD REAL ESTATE

  409 Meadow Ln Unit 77, Oldsmar, FL 34677
• 

  /2

  $705,000

  Sold Aug 13, 2025

  170 Greenhaven Cir, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 2,346 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $301/SF
  • 158 Days On Market

  Current Estimated Value $714,308

  Last Listing Agent Jeffrey Borham EXP REALTY LLC

  170 Greenhaven Cir, Oldsmar, FL 34677
• 

  

  /41

  Est $348,531

  Not Listed For Sale

  1811 Elmwood Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,293 Sq Ft
  • Built 1973

  1811 Elmwood Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 5 Days On Market
• 

  

  /15

  $399,900

  Pending

  • 4 Beds
  • 4 Baths
  • 1,940 Sq Ft

  3664 Meriden Ave, Oldsmar, FL 34677

  Under contract-accepting backup offers. Prime income-producing duplex in Oldsmar offering strong returns and true turnkey condition. This fully renovated property at 3664 Meriden Ave features two 2-bedroom, 2-bath units, each extensively upgraded with modern, low-maintenance finishes designed to attract and retain quality tenants. Both units have been remodeled from top to bottom, minimizing

  Robert Bello DALTON WADE INC

  3664 Meriden Ave, Oldsmar, FL 34677
• 

  /2

  $460,000

  Sold Jun 22, 2026

  948 Lucas Ln, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • Built 1990

  Last Sold Summary

  • 11% Below List Price
  • $273/SF
  • 103 Days On Market

  Current Estimated Value $486,324

  Last Listing Agent Rebecca Norton COLDWELL BANKER REALTY

  948 Lucas Ln, Oldsmar, FL 34677
• 

  /2

  Est $372,711

  Not Listed For Sale

  608 Lemonwood Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft
  • Built 1973

  608 Lemonwood Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 11 Days On Market
• 

  

  /65

  $695,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,379 Sq Ft

  1007 State St E, Oldsmar, FL 34677

  Under contract-accepting backup offers. Tucked away beneath majestic oak trees on over an acre of lush Florida landscape, this one-of-a-kind Oldsmar estate offers the perfect blend of privacy, space, and convenience. If you've been searching for a private pool home with acreage, no HOA, room for all your toys, and a true Florida lifestyle, you've found it. Bring your boat, RV, camper, kayaks,

  Courtney Stein KELLER WILLIAMS ST PETE REALTY

  1007 State St E, Oldsmar, FL 34677
• 

  /2

  $270,000

  Sold Aug 06, 2025

  1808 Elmwood Dr, Oldsmar, FL 34677

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1972

  Last Sold Summary

  • $237/SF
  • 11 Days On Market

  Current Estimated Value $283,400

  Last Listing Agent Chuck Coit, Jr AMERICAN HERITAGE REALTY, INC.

  1808 Elmwood Dr, Oldsmar, FL 34677
• 

  /2

  Est $370,732

  Not Listed For Sale

  602 Lemonwood Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1974

  602 Lemonwood Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 105 Days On Market
• 

  

  /17

  $264,900

  Pending

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft

  2029 Saginaw Ct, Oldsmar, FL 34677

  Under contract-accepting backup offers. Charming 2-bedroom, 2-bath villa with a 1-car garage in the desirable Eastlake/Oldsmar area, tucked away on a cul-de-sac just steps from the community pool. This home features an open, functional layout filled with natural light that creates a warm and welcoming feel. The kitchen offers granite countertops, breakfast bar seating, solid wood cabinets,

  Patti Morris FLORIDAS BEST HOMES REALTY LLC

  2029 Saginaw Ct, Oldsmar, FL 34677
• 

  /2

  $180,000

  Sold Jan 14, 2026

  211 Corkwood Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1984

  Last Sold Summary

  • 16% Below List Price
  • $200/SF
  • 17 Days On Market

  Current Estimated Value $190,762

  Last Listing Agent Kim Garrett CHARLES RUTENBERG REALTY INC

  211 Corkwood Ln, Oldsmar, FL 34677
• 

  

  /13

  Est $333,341

  Not Listed For Sale

  1822 Driftwood Cir S, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • Built 1973

  1822 Driftwood Cir S, Oldsmar, FL 34677

  Last Sold Summary

  • 21 Days On Market
• 

  

  /39

  $309,999

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  30 Aster Place, Oldsmar, FL 34677

  Welcome to the beautiful gated golf community of East Lake Woodlands. This gorgeous 2-bed, 2-bath villa has 1,250 sf of living space includes an open floor plan, split bedrooms (GREAT for that extra bit of privacy), living and dining rooms. Enjoy the serene outdoor patio, perfect for enjoying your morning coffee. The windows and new front sliders were installed a year ago. Both bathrooms have

  Karen Daley SMITH & ASSOCIATES REAL ESTATE

  30 Aster Place, Oldsmar, FL 34677
• 

  /2

  $475,000

  Sold Mar 20, 2026

  1727 Bayhill Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft
  • Built 1994

  Last Sold Summary

  • 3% Above List Price
  • $306/SF
  • 3 Days On Market

  Current Estimated Value $467,293

  Last Listing Agent Jamie Everett FUTURE HOME REALTY INC

  1727 Bayhill Dr, Oldsmar, FL 34677
• 

  

  /30

  Est $380,350

  Not Listed For Sale

  1818 Driftwood Cir S, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1972

  1818 Driftwood Cir S, Oldsmar, FL 34677

  Last Sold Summary

  • 2 Days On Market
• 

  

  /22

  $148,000

  $50K PRICE DROP

  • Land
  • 7,405 Sq Ft
  • $870,588 per Acre

  436 Country Club Dr, Oldsmar, FL 34677

  Prime vacant lot in the heart of Oldsmar, FL – an ideal location to build your dream home! This 0.17-acre homesite (75 x 100 ft) provides endless possibilities with paved road frontage. Nestled in the established Oldsmar Country Club Estates, the property is in a quiet neighborhood setting while being just minutes from all the conveniences of Tampa Bay.Conveniently located near top-rated

  Martha Lopez Alvarez LPT REALTY, LLC

  436 Country Club Dr, Oldsmar, FL 34677
• 

  /2

  $390,000

  Sold Jan 19, 2026

  1801 Forest Dr Unit 3, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft
  • Built 1974

  Last Sold Summary

  • 11% Below List Price
  • $233/SF
  • 202 Days On Market

  Current Estimated Value $387,446

  Last Listing Agent Debra Briscoe FINE PROPERTIES

  1801 Forest Dr Unit 3, Oldsmar, FL 34677
• 

  

  /28

  Est $430,497

  Not Listed For Sale

  510 Driftwood Cir W, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1973

  510 Driftwood Cir W, Oldsmar, FL 34677

  Last Sold Summary

  • 19 Days On Market

Showing Results 521 - 560, Page 14 of 18