Oldsmar, FL Homes

• 

  

  /2

  Est $777,658 Not Listed For Sale

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

  310 Jefferson Ave S, Oldsmar, FL 34677

  310 Jefferson Ave S, Oldsmar, FL 34677
• 

  

  

  /48

  $264,500

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  121 Dolphin Dr S, Oldsmar, FL 34677

  This meticulously maintained Florida home with a coastal vibe awaits you in centrally located Oldsmar, Florida! Tucked in a quiet corner of Gull-Aire Village you can sit on your tranquil, oversized side-patio surrounded by magnificent palm trees and lush landscaping. This beautiful 2 bedroom/2 bathroom, move-in ready home features luxury vinyl plank flooring, crown molding, upgraded

  Anne Hode AH REALTY SERVICES, LLC

  121 Dolphin Dr S, Oldsmar, FL 34677
• 

  

  /2

  $200,000 Sold Sep 18, 2025

  128 Nancy Dr Unit 128, Oldsmar, FL 34677

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

  Last Sold Summary

  • 20% Below List Price
  • $183/SF
  • 181 Days On Market

  Current Estimated Value $197,547

  Last Listing Agent Lyn DeBoer RE/MAX REALTEC GROUP INC

  128 Nancy Dr Unit 128, Oldsmar, FL 34677
• 

  

  

  /48

  Est $211,838 Not Listed For Sale

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

  209 Mary Dr Unit 7, Oldsmar, FL 34677

  209 Mary Dr Unit 7, Oldsmar, FL 34677
• 

  

  

  /42

  $545,000 Open Sun 12AM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft

  4874 Westchester Ct, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to Kingsmill at East Lake Woodlands - one of Oldsmar’s most distinguished gated communities, where refined living meets the tranquility of nature. Situated in the charm of mature landscapes, protected preserves and two renowned golf courses, East Lake Woodlands offers residents a lifestyle defined by privacy, leisure and timeless

  Alecia Savas COLDWELL BANKER REALTY

  4874 Westchester Ct, Oldsmar, FL 34677
• 

  /2

  $610,000 Sold Aug 15, 2025

  495 Palmdale Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 2,313 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Below List Price
  • $264/SF
  • 65 Days On Market

  Current Estimated Value $613,274

  Last Listing Agent Cyndi Olmstead CONCI, REALTORS

  495 Palmdale Dr, Oldsmar, FL 34677
• 

  /2

  Not Listed For Sale

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

  230 Tarpon Ln, Oldsmar, FL 34677

  230 Tarpon Ln, Oldsmar, FL 34677
• 

  

  /56

  $449,000

  • 4 Beds
  • 2 Baths
  • 1,993 Sq Ft

  505 Oakwood Blvd, Oldsmar, FL 34677

  Welcome to this CHARMING HOME tucked away on a quiet, divided street in BEAUTIFUL DOWNTOWN OLDSMAR—just steps from the waterfront parks, walking and biking trails, and peaceful picnic areas that make this neighborhood so special. Situated on an EXTRA-LARGE 100x150 LOT, this nearly 2,000 SQ FT home offers both space and character, with a long list of MAJOR UPDATES: a NEWER ROOF (2017), TWO BRAND

  Amanda Lebiszczak CHARLES RUTENBERG REALTY INC

  505 Oakwood Blvd, Oldsmar, FL 34677
• 

  /2

  $227,360 Sold Dec 05, 2025

  2002 Montego Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft
  • Built 1984

  Last Sold Summary

  • 14% Below List Price
  • $199/SF
  • 58 Days On Market

  Last Listing Agent Thomas Byrnes EXP REALTY LLC

  2002 Montego Ct, Oldsmar, FL 34677
• 

  

  /39

  Est $243,394 Not Listed For Sale

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

  210 Caryl Way Unit 10, Oldsmar, FL 34677

  210 Caryl Way Unit 10, Oldsmar, FL 34677
• 

  

  /27

  $173,000

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

  129 Cypress Ct Unit 129, Oldsmar, FL 34677

  Welcome to 129 Cypress Court, a beautifully renovated first-floor condo located in the highly coveted Cypress Estates section of the gated golf community East Lake Woodlands Country Club. This immaculate 2-bedroom, 2-bathroom home offers a perfect combination of comfort, modern updates, and a low-maintenance lifestyle in one of Oldsmar’s most desirable neighborhoods. Enjoy peace of mind with

  Thomas Byrnes EXP REALTY LLC

  129 Cypress Ct Unit 129, Oldsmar, FL 34677
• 

  /2

  $1,155,000 Sold Aug 15, 2025

  4962 Turtle Creek Trail, Oldsmar, FL 34677

  • 5 Beds
  • 3 Baths
  • 3,555 Sq Ft
  • Built 1994

  Last Sold Summary

  • 8% Below List Price
  • $325/SF
  • 62 Days On Market

  Current Estimated Value $1,142,311

  Last Listing Agent Michele Ranjbar COLDWELL BANKER REALTY

  4962 Turtle Creek Trail, Oldsmar, FL 34677
• 

  

  /40

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft

  117 Dolphin Dr S, Oldsmar, FL 34677

  117 Dolphin Dr S, Oldsmar, FL 34677
• 

  

  /31

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  1820 Driftwood Cir N, Oldsmar, FL 34677

  WONDERFUL 3-BEDROOM, 2-BATH SCREENED POOL HOME PRICED IN THE 300s, LOCATED IN THE DESIRABLE HARBOR PALMS SUBDIVISION. THE HOME FEATURES AN EXCELLENT SPLIT-BEDROOM FLOOR PLAN, A SPACIOUS LIVING ROOM, A COMFORTABLE FAMILY ROOM, AND GENEROUSLY SIZED BEDROOMS. ENJOY A SCREENED-IN POOL AND AN OVERSIZED ONE-CAR GARAGE.RECENT UPDATES INCLUDE A NEW A/C (2022), NEW ELECTRICAL PANEL (2023), AND A ROOF

  Frank Acerra SELECT PROPERTIES INC

  1820 Driftwood Cir N, Oldsmar, FL 34677
• 

  /2

  $384,900 Sold Apr 04, 2025

  120 Kay Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft
  • Built 1982

  Last Sold Summary

  • 1% Below List Price
  • $266/SF
  • 6 Days On Market

  Current Estimated Value $374,764

  Last Listing Agent Cathy McCarthy RE/MAX REALTEC GROUP INC

  120 Kay Ct, Oldsmar, FL 34677
• 

  

  /45

  Est $545,210 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  8001 Palm Key Ave, Oldsmar, FL 34677

  8001 Palm Key Ave, Oldsmar, FL 34677
• 

  

  /55

  $619,700 Pending

  • 3 Beds
  • 2 Baths
  • 1,886 Sq Ft

  5163 Pinnacle Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. *Located in X Flood zone with no flood insurance required!* Welcome to 5163 Pinnacle Drive, a beautifully maintained home in the highly sought-after gated golf community of East Lake Woodlands. This 3BR/2BA residence features a desirable split floor plan, high ceilings, ceramic tile throughout (no carpet), and an open, bright layout ideal for everyday

  Heather Viviano RE/MAX REALTEC GROUP INC

  5163 Pinnacle Dr, Oldsmar, FL 34677
• 

  /2

  $245,000 Sold Feb 25, 2025

  64 Pelican Dr S, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Below List Price
  • $165/SF
  • 35 Days On Market

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  64 Pelican Dr S, Oldsmar, FL 34677
• 

  /2

  Est $720,780 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,970 Sq Ft

  203 Dunkirk Rd, Oldsmar, FL 34677

  203 Dunkirk Rd, Oldsmar, FL 34677
• 

  

  /100

  $1,324,900

  • 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 full 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
• 

  /2

  $300,000 Sold Dec 23, 2024

  300 State St E Unit 329, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Below List Price
  • $309/SF
  • 98 Days On Market

  Current Estimated Value $287,629

  Last Listing Agent Robert Demarest DALTON WADE INC

  300 State St E Unit 329, Oldsmar, FL 34677
• 

  

  /61

  Est $258,370 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  406 S Bayview Blvd Unit 3, Oldsmar, FL 34677

  406 S Bayview Blvd Unit 3, Oldsmar, FL 34677
• 

  

  /12

  $120,000

  • Land
  • 0.28 Acre
  • $428,571 per Acre

  0 Phoenix Ave Unit MFRS5121660, Oldsmar, FL 34677

  NICE WATERFRONT BUILDABLE LOT! LOCATED ON MOCCASIN CREEK WITH EASY ACCESS TO THE BAY! CREEK FRONTAGE IS 50 FEET! NO HOA! LOW TAXES! SHORT DISTANCE TO HONEYMOON ISLAND, PALM HARBOR, BEST GULF BEACHES, SHOPPING, RESTAURANTS & TAMPA INTERNATIONAL AIRPORT! PARTIALLY CLEARED! BUY TODAY AND BUILD AT ANY TIME!

  Yelena Kirichenko CHARLES RUTENBERG REALTY ORLANDO

  0 Phoenix Ave Unit MFRS5121660, Oldsmar, FL 34677
• 

  /2

  $280,000 Sold Mar 24, 2025

  508 Canal Way, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft
  • Built 1995

  Last Sold Summary

  • 10% Below List Price
  • $232/SF
  • 69 Days On Market

  Last Listing Agent Amy Mills FUTURE HOME REALTY INC

  508 Canal Way, Oldsmar, FL 34677
• 

  

  /21

  Est $160,111 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  123 Loblolly Ct Unit D, Oldsmar, FL 34677

  123 Loblolly Ct Unit D, Oldsmar, FL 34677
• 

  

  /49

  $234,900

  • 2 Beds
  • 2 Baths
  • 1,402 Sq Ft

  72 Pelican Dr E, Oldsmar, FL 34677

  Now available in Gull Aire Village is a well-maintained residence offering exceptional value in a tranquil environment. This spacious home spans 1,402 square feet and features a remodeled eat-in kitchen with modern stainless-steel appliances, as well as an interior laundry area for added convenience. Cathedral ceilings throughout provide an open and airy atmosphere. The primary suite includes a

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  72 Pelican Dr E, Oldsmar, FL 34677
• 

  /2

  $350,000 Sold Nov 25, 2025

  200 Gretchen Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft
  • Built 1982

  Last Sold Summary

  • 10% Below List Price
  • $242/SF
  • 118 Days On Market

  Last Listing Agent Mark Fazzini RE/MAX REALTEC GROUP INC

  200 Gretchen Ct, Oldsmar, FL 34677
• 

  /2

  Est $173,720 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  121 Loblolly Ct Unit A, Oldsmar, FL 34677

  121 Loblolly Ct Unit A, Oldsmar, FL 34677
• 

  

  /24

  $510,000

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

  115 Brent Cir, Oldsmar, FL 34677

  Interest rates are coming down - BUY NOW before property prices increase. Motivated Seller (Retired Real Estate professional) offering this 3 bedroom, 3-bathroom waterfront gem at a LOWER THAN AVERAGE PRICE in the esteemed gated community of Seaside Estates where a NEW MARINA is about to be developed at Jack Willys right next door. Enjoy breathtaking views of Old Tampa Bay with DEEDED BOAT DOCK

  Camilo Perez HOME SOLD REALTY LLC

  115 Brent Cir, Oldsmar, FL 34677
• 

  /2

  $278,000 Sold Oct 01, 2025

  610 Cobia Way, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $200/SF
  • 194 Days On Market

  Last Listing Agent Samantha Greene JAY ALAN REAL ESTATE

  610 Cobia Way, Oldsmar, FL 34677
• 

  

  /11

  Est $166,037 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  122 Loblolly Ct Unit E, Oldsmar, FL 34677

  122 Loblolly Ct Unit E, Oldsmar, FL 34677
• 

  

  /100

  $749,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,642 Sq Ft

  1516 E Lake Woodlands Pkwy, Oldsmar, FL 34677

  WELCOME TO GREENHAVEN IN AN EXCLUSIVE GATED GOLF COURSE COMMUNITY OF EAST LAKE WOODLANDS. THIS HOME HAS A SPLIT-PLAN 4 BEDROOMS PLUS OFFICE, 3 BATHROOMS, 3 CAR GARAGE WITH POOL AND SPA BACKING TO OVERSIZED PRIVATE BACKYARD. DOUBLE LEADED GLASS DOORS WELCOMES YOU INTO THE FOYER WITH VIEWS OF THE BEAUTIFUL POOL AND SPA. EASY ACCESS OFFICE LOCATED OFF FOYER JUST OUTSIDE OF OWNER'S SUITE WHICH SITS

  Sam McLaughlin RE/MAX REALTEC GROUP INC

  1516 E Lake Woodlands Pkwy, Oldsmar, FL 34677
• 

  /2

  $260,000 Sold Jan 31, 2025

  525 Woods Landing Trail, Oldsmar, FL 34677

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

  Last Sold Summary

  • 5% Below List Price
  • $217/SF
  • 0 Days On Market

  Current Estimated Value $268,106

  Last Listing Agent Steve Doran COLDWELL BANKER REALTY

  525 Woods Landing Trail, Oldsmar, FL 34677
• 

  

  /29

  Est $524,691 Not Listed For Sale

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

  110 Brent Cir, Oldsmar, FL 34677

  110 Brent Cir, Oldsmar, FL 34677
• 

  

  /18

  $1,100,000

  • Land
  • 1.01 Acres
  • $1,089,109 per Acre

  421 Park Blvd, Oldsmar, FL 34677

  Seller financing available. Developers and investors: Washington Park Village, Oldsmar, is a 1.009 ACRE APPROVED PUD TO BUILD 13 TOWNHOMES. There is also the potential to build 5 SINGLE FAMILY HOMES, on fee simple lots. All utilities have been installed. Note there are 2 townhomes already built and sold on the site, (not included in the sale), but plans are. Your buyers can see what their

  Annemarie Wolfe DALTON WADE INC

  421 Park Blvd, Oldsmar, FL 34677
• 

  /2

  $240,000 Sold May 16, 2025

  343 Shore Dr E, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,169 Sq Ft
  • Built 1958

  Last Sold Summary

  • 13% Below List Price
  • $205/SF
  • 61 Days On Market

  Current Estimated Value $261,395

  Last Listing Agent Megan Weidenfeller CHARLES RUTENBERG REALTY INC

  343 Shore Dr E, Oldsmar, FL 34677
• 

  

  /50

  Est $342,527 Not Listed For Sale

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

  1703 Hibiscus Cir N, Oldsmar, FL 34677

  1703 Hibiscus Cir N, Oldsmar, FL 34677
• 

  

  /35

  $252,900

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  168 Manta Cir, Oldsmar, FL 34677

  Welcome Home! Your pristine, stylishly furnished/fully equipped Florida retreat situated on an oversized lot awaits you in the heart of Oldsmar, Florida. This beautifully updated 2-bedroom, 2-bathroom home offers an open layout with a spacious living room/dining area for entertaining or just relaxing. Features include newer high-quality laminate flooring in the kitchen, dining area and hallway,

  Anne Hode AH REALTY SERVICES, LLC

  168 Manta Cir, Oldsmar, FL 34677
• 

  /2

  $214,850 Sold Oct 30, 2025

  2052 Sheffield Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1986

  Last Sold Summary

  • 26% Below List Price
  • $166/SF
  • 217 Days On Market

  Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

  2052 Sheffield Ct, Oldsmar, FL 34677
• 

  

  /23

  Est $381,921 Not Listed For Sale

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

  709 Hibiscus Cir E, Oldsmar, FL 34677

  709 Hibiscus Cir E, Oldsmar, FL 34677

Showing Results 401 - 440, Page 11 of 18