10,689

Oldsmar, FL Homes

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  • /52

    $349,700

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft

    206 Bedford St, Oldsmar, FL 34677

    Virtually Staged. Short Sale. BANKRUPTCY PROPERTY - AND THE PRICE IS PRE-APPROVED! This beautifully updated, single-level home offers a smart, open layout with 3 bedrooms, 2 full baths, and a 2-car garage, designed for both everyday living and easy entertaining. Completely renovated in 2022, the interior has been thoughtfully updated and modernized.The main living area features high ceilings

    Agent Photo

    Tanja Cisliek

    FUTURE HOME REALTY INC

    206 Bedford St, Oldsmar, FL 34677
  • /27

    Starting at $1,225 Per Month

    • 1 - 3 Beds

    100 Old Village Way, Oldsmar, FL 34677

    Welcome to Aventine at Forest Lakes! Inside your new pet-friendly one, two, or three-bedroom apartment for rent, you'll find everything you need for comfortable and convenient apartment living in Oldsmar, Florida. Each apartment comes with a fully-equipped kitchen, screened-in patios/balconies, plenty of closet space, air conditioning, and washer/dryer hookups for your convenience and comfort. At

    Aventine at Forest Lakes Apartment Homes

    100 Old Village Way, Oldsmar, FL 34677
  • /2

    $400,000

    Sold Jul 21, 2026

    619 Timber Bay Cir E, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1983

    Last Sold Summary

    • $325/SF
    • 1 Day On Market

    Current Estimated Value $394,071

    Last Listing Agent Colette Hughes REAL BROKER, LLC

    619 Timber Bay Cir E, Oldsmar, FL 34677
    • /2

      Est $403,658

      Not Listed For Sale

      1800 Mapleleaf Blvd, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,686 Sq Ft
      • Built 1974
      1800 Mapleleaf Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Heather Viviano RE/MAX REALTEC GROUP INC

  • /44

    $749,900

    $49K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,309 Sq Ft

    137 Brent Cir, Oldsmar, FL 34677

    Under contract-accepting backup offers. Set within a gated, waterfront community in Oldsmar, this expansive townhouse at 137 Brent Circle offers a rare combination of space, thoughtful upgrades, and true Florida coastal living, complete with your own private, recently upgraded boat slip just steps out the back door. Featuring 3 bedrooms, 2 bathrooms, and approximately 2,300 square feet, this is

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    137 Brent Cir, Oldsmar, FL 34677
  • /23

    Starting at $1,319 Per Month

    • 1 - 3 Beds

    150 East Lake Club Dr, Oldsmar, FL 34677

    East Lake Club Apartments is a place you can really call home. From the time you walk in for a tour until the day you move out we strive to make you feel comfortable and happy. Our gated community is located in the heart of Oldsmar, just minuets away from everything you need. Please feel free to give us a call, or stop by in person for more information on our property. We look forward to meeting

    East Lake Club Apartments

    150 East Lake Club Dr, Oldsmar, FL 34677
  • /2

    $770,000

    Sold Mar 27, 2026

    1566 Huntleigh Ct, Oldsmar, FL 34677

    • 4 Beds
    • 2 Baths
    • 2,652 Sq Ft
    • Built 1990

    Last Sold Summary

    • 4% Below List Price
    • $290/SF
    • 6 Days On Market

    Current Estimated Value $797,718

    Last Listing Agent Joannie Bruns BHHS FLORIDA PROPERTIES GROUP

    1566 Huntleigh Ct, Oldsmar, FL 34677
    • /2

      Est $287,382

      Not Listed For Sale

      1808 Elmwood Dr, Oldsmar, FL 34677

      • 2 Beds
      • 1 Bath
      • 1,140 Sq Ft
      • Built 1972
      1808 Elmwood Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 11 Days On Market

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

  • /52

    $369,999

    $75K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    370 S Woodlands Dr, Oldsmar, FL 34677

    Virtually Staged some photos. Price Reduction!! Attention all Golfers and Tennis players Dream in East Lake Woodlands that showcases 2 Championship 18 hold golf courses and 14 HAR-Tru tennis courts with no membership required!!.Newly remolded Patio Home with 2 bedroom 2 full bathroom with possible office/dining area in the Golf Course Community of East Lake Woodlands. This meticulously maintained

    Agent Photo

    Michele Davis

    27NORTH REALTY

    370 S Woodlands Dr, Oldsmar, FL 34677
  • /19

    $2,175 Per Month

    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft
    • House for Rent

    116 Dolphin Dr S, Oldsmar, FL 34677

    Property Id: 2178724 Enjoy coastal Florida living in this beautifully maintained 2BR/2BA home tucked into the serene Gull-Aire Village of Oldsmar. Featuring cathedral ceilings, plantation shutters, and an electric fireplace with custom built-ins, this home blends comfort and style. The updated kitchen offers stainless steel appliances, soft-close cabinetry, quartz countertops, and a pantry.

    116 Dolphin Dr S, Oldsmar, FL 34677
  • /2

    $152,500

    Sold Jul 02, 2026

    124 Cypress Ln Unit 124, Oldsmar, FL 34677

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

    Last Sold Summary

    • 4% Below List Price
    • $145/SF
    • 1 Day On Market

    Current Estimated Value $161,275

    Last Listing Agent Marianne Knowles REAL BROKER, LLC

    124 Cypress Ln Unit 124, Oldsmar, FL 34677
    • /2

      Est $667,344

      Not Listed For Sale

      10 Greenhaven Cir, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 2,452 Sq Ft
      • Built 1986
      10 Greenhaven Cir, Oldsmar, FL 34677

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Cyndi Olmstead CONCI, REALTORS

  • /84

    $1,100,000

    • 5 Beds
    • 3 Baths
    • 3,390 Sq Ft

    85 Kelleys Trail, Oldsmar, FL 34677

    Experience exceptional golf course living at Eastlake Woodlands, Premier Turtle Creek Subdivision, where privacy, sophistication, and stunning views of the Ardea Country Club North Course Signature Hole #10 await you in this stylish, previous model home 5-bedroom, 3-bath home with a 3-car garage. Set within a gated community, this former model residence greets you with an impressive marble foyer

    Agent Photo

    Andy Burwell

    BURWELL REAL ESTATE

    85 Kelleys Trail, Oldsmar, FL 34677
  • /16

    $2,545 Per Month

    • 3 Beds
    • 2 Baths
    • 1,398 Sq Ft
    • House for Rent

    603 Timber Bay Cir E, Oldsmar, FL 34677

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2689.90. That covers your base rent, $2545.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    603 Timber Bay Cir E, Oldsmar, FL 34677
  • /2

    $989,000

    Sold Sep 18, 2025

    219 Washington Ave, Oldsmar, FL 34677

    • 5 Beds
    • 3 Baths
    • 2,850 Sq Ft
    • Built 2021

    Last Sold Summary

    • $347/SF
    • 21 Days On Market

    Current Estimated Value $983,683

    Last Listing Agent Darlene Davenport COMPASS FLORIDA LLC

    219 Washington Ave, Oldsmar, FL 34677
    • /2

      Est $303,098

      Not Listed For Sale

      190 Dale Place, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,250 Sq Ft
      • Built 1982
      190 Dale Place, Oldsmar, FL 34677

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Cathy McCarthy RE/MAX REALTEC GROUP INC

  • /84

    $1,499,900

    • 6 Beds
    • 4.5 Baths
    • 4,475 Sq Ft

    50 Willowood Ln, Oldsmar, FL 34677

    Tucked away on a quiet cul-de-sac inside the gated East Lake Woodlands community, this 4,475-square-foot home offers something that's becoming increasingly difficult to find in Tampa Bay: **property and privacy.** Situated on 1.4 wooded acres with no rear neighbors, you'll enjoy peaceful conservation views from nearly every room, along with a 2,000-square-foot screened pool and outdoor

    Agent Photo

    Melissa Pranzo

    REAL BROKER, LLC

    50 Willowood Ln, Oldsmar, FL 34677
  • /20

    $2,915 Per Month

    • 3 Beds
    • 1 Bath
    • 1,456 Sq Ft
    • House for Rent

    306 Park Blvd, Oldsmar, FL 34677

    SPLIT THE PAYMENT! Reserve your new home by paying 50% of your security deposit now, with the remaining balance due before move-in.FABULOUS PRIVATE POOL!Welcome to 306 Park Boulevard, a spacious 3-bedroom, 1-bathroom home offering 1,456 square feet of beautifully updated living space. The vibrant exterior features a wide driveway, and attached garage. Inside, an open-concept

    306 Park Blvd, Oldsmar, FL 34677
  • /2

    $452,000

    Sold May 27, 2026

    301 Tavernier Dr, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 2,122 Sq Ft
    • Built 1995

    Last Sold Summary

    • 3% Above List Price
    • $213/SF
    • 0 Days On Market

    Current Estimated Value $453,501

    Last Listing Agent Cyndi Olmstead CONCI, REALTORS

    301 Tavernier Dr, Oldsmar, FL 34677
    • /2

      Est $576,756

      Not Listed For Sale

      611 Shore Dr E, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 2,160 Sq Ft
      • Built 1979
      611 Shore Dr E, Oldsmar, FL 34677

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Lisa Carroll MIHARA & ASSOCIATES INC.

  • /67

    $1,055,000

    • 4 Beds
    • 3 Baths
    • 3,189 Sq Ft

    4931 Turtle Creek Trail, Oldsmar, FL 34677

    If you've been searching for a home that checks every box, this one is worth a serious look. Tucked inside the guard-gated East Lake Woodlands community — known for its canopied streets, two championship golf courses, pickle ball and tennis courts, and home to Ardea Country Club — this 4-bedroom, 3-bath pool home sits on nearly a full acre and has been genuinely well cared for. Equipped with a

    Agent Photo

    Cyndi Olmstead

    CONCI, REALTORS

    4931 Turtle Creek Trail, Oldsmar, FL 34677
  • /16

    $2,350

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft
    • Condo for Rent

    2004 Saginaw Ct Unit 2004 Saginaw Ct, Oldsmar, FL 34677

    Beautifully updated 2 Bedroom 2 Bathroom Villa in charming Bayside Meadows! The upgrades are endless, this is truly a 1 of a kind Villa! The kitchen comes equipped with designer quartz countertops and recently refinished cabinets. Newer stainless steel appliances include side-by-side fridge with bottom freezer, dishwasher & glass top range located in the island. Other kitchen features are deep

    2004 Saginaw Ct Unit 2004 Saginaw Ct, Oldsmar, FL 34677
  • /2

    $360,000

    Sold Jul 10, 2026

    629 Bay Lake Trail, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $269/SF
    • 4 Days On Market

    Current Estimated Value $349,880

    Last Listing Agent Heather Stotts LLC RE/MAX COLLECTIVE

    629 Bay Lake Trail, Oldsmar, FL 34677
    • /2

      Est $508,675

      Not Listed For Sale

      3143 Phoenix Ave, Oldsmar, FL 34677

      • 4 Beds
      • 2 Baths
      • 2,330 Sq Ft
      • Built 1972
      3143 Phoenix Ave, Oldsmar, FL 34677

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Romeo Nasellari CHARLES RUTENBERG REALTY INC

  • /33

    $190,000

    $90K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    145 Blue Marlin Dr, Oldsmar, FL 34677

    REMARKABLE VALUE - PRICED FOR IMMEDIATE SALE. LOWEST PRICE PER SQUARE FOOT. The Time is NOW to own your place in the Florida sun and get the MOST for your money. This contemporary residence offers the perfect blend of luxury and comfort, whether you're looking for a permanent home or a winter getaway. Enjoy modern conveniences like the island kitchen, vaulted ceilings, a front-loader full-size

    Agent Photo

    Jamie Everett

    FUTURE HOME REALTY INC

    145 Blue Marlin Dr, Oldsmar, FL 34677
  • /19

    $1,800

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    3069 Huron Ave Unit 3069, Oldsmar, FL 34677

    Stilt Triplex Large end unit 2/BR 2/BA Immaculate condition (Oldsmar)A quiet country-like setting, one block from the bay access to fishing. Ceramic tile floor, luxury tile planks in the bedrooms, appliance: fridge, glass top stove, dishwasher, washer/dryer connection. Ceiling fan in each room, mini blinds, private deck, 10X12 storage bin, 2 parking spaces reserved for you, No Pets, No

    3069 Huron Ave Unit 3069, Oldsmar, FL 34677
  • /2

    $585,000

    Sold Apr 17, 2026

    1462 Woodstream Dr, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 2,232 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Below List Price
    • $262/SF
    • 39 Days On Market

    Current Estimated Value $584,190

    Last Listing Agent Claudia Tweed COLDWELL BANKER REALTY

    1462 Woodstream Dr, Oldsmar, FL 34677
    • /2

      Est $376,050

      Not Listed For Sale

      630 Timber Bay Cir W, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 1985
      630 Timber Bay Cir W, Oldsmar, FL 34677

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Carole Jackson CHARLES RUTENBERG REALTY INC

  • /60

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,255 Sq Ft

    163 Dolphin Dr E, Oldsmar, FL 34677

    163 Dolphin Drive, Oldsmar, FLWelcome to one of the standout homes in Gull-Aire Village, Oldsmar's highly sought-after 55+ community. Situated on a desirable corner lot, this beautifully renovated 2-bedroom, 2-bathroom home combines modern style with comfortable, low-maintenance living.From the moment you arrive, you'll appreciate the spacious two-car carport, attractive curb appeal, and

    Agent Photo

    Cyndi Olmstead

    CONCI, REALTORS

    163 Dolphin Dr E, Oldsmar, FL 34677
  • /17

    $1,800 Per Month

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft
    • Property for Rent

    250 Woodlake Wynde Unit 250, Oldsmar, FL 34677

    Available August to December 28th, 2026. Woodlake Run of East Lake Woodlands Country Club Community...... Vacation in Florida in this second floor end unit condo with vaulted ceilings and wonderful view of pond. You will find livingroom/diningroom combination with vinyl plank flooring, wonderful leather couches, vaulted ceilings and sliders out to screen enclosed lanai. Breakfast bar to the

    Sandra Harris PREFERRED REALTY GROUP, LLC

    250 Woodlake Wynde Unit 250, Oldsmar, FL 34677
  • /2

    $270,000

    Sold Nov 25, 2025

    103 Lindsay Ln Unit 13, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Below List Price
    • $202/SF
    • 38 Days On Market

    Current Estimated Value $266,527

    Last Listing Agent Ashley Gajdosz KELLER WILLIAMS TAMPA PROPERTIES

    103 Lindsay Ln Unit 13, Oldsmar, FL 34677
    • /2

      Est $539,898

      Not Listed For Sale

      514 Cedar Woods Dr, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,688 Sq Ft
      • Built 1998
      514 Cedar Woods Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 129 Days On Market

      Last Listing Agent Caleb T Ritter 7TH AVE REALTY AND APPRAISAL

  • /46

    $238,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    120 Evelyn Ct, Oldsmar, FL 34677

    Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-after neighborhoods in Pinellas County and the Tampa Bay area. This home offers a wonderful opportunity for buyers seeking low-maintenance living in a prime Oldsmar location. This immaculate villa has been very well maintained

    Agent Photo

    Lance Willard

    CHARLES RUTENBERG REALTY INC

    120 Evelyn Ct, Oldsmar, FL 34677
  • /57

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    217 Woodlake Wynde, Oldsmar, FL 34677

    Beautiful Fully Furnished 2-Bedroom Condo in East Lake Woodlands | Woodlake RunWelcome to 217 Woodlake Wynde, a well-maintained, fully furnished 2-bedroom, 2-bath condo located in the desirable Woodlake Run community within East Lake Woodlands in Oldsmar. This home offers approximately 930 square feet of comfortable living space with a practical layout, natural light, and a peaceful

    217 Woodlake Wynde, Oldsmar, FL 34677
  • /2

    $499,999

    Sold May 04, 2026

    850 Christina Cir, Oldsmar, FL 34677

    • 4 Beds
    • 2 Baths
    • 1,486 Sq Ft
    • Built 1994

    Last Sold Summary

    • 3% Below List Price
    • $336/SF
    • 56 Days On Market

    Current Estimated Value $502,055

    Last Listing Agent Brittany Cheek COLDWELL BANKER REALTY

    850 Christina Cir, Oldsmar, FL 34677
    • /2

      Est $660,115

      Not Listed For Sale

      4736 Stonebriar Dr, Oldsmar, FL 34677

      • 4 Beds
      • 3 Baths
      • 2,040 Sq Ft
      • Built 1994
      4736 Stonebriar Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Claudia Tweed COLDWELL BANKER REALTY

  • /41

    $325,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,485 Sq Ft

    193 Blue Marlin Dr, Oldsmar, FL 34677

    Welcome to refined Florida living in this luxurious 3-bedroom, 3-bath split floor plan residence located in the highly desirable 55+ community of Gull-Aire Village. Thoughtfully upgraded with both style and function in mind, this move-in ready home offers a rare and versatile layout featuring TWO PRIVATE ENSUITES—perfect for hosting guests or creating dual primary retreats. The interior showcases

    Agent Photo

    Cyndi Olmstead

    CONCI, REALTORS

    193 Blue Marlin Dr, Oldsmar, FL 34677
  • /33

    $1,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Condo for Rent

    115 Lakeview Place Unit 115, Oldsmar, FL 34677

    This beautifully maintained, fully furnished, and freshly painted condo is move-in ready, offering a bright, open, and peaceful living environment in one of Oldsmar's most desirable guard-gated golf communities. Recently refreshed and professionally maintained, this home provides a clean, comfortable, and inviting space with abundant natural light and a spacious layout. Simply bring your personal

    Sibel Alpar KELLER WILLIAMS SUBURBAN TAMPA

    115 Lakeview Place Unit 115, Oldsmar, FL 34677
  • /2

    $200,000

    Sold Oct 16, 2025

    2002 Sheffield Ct, Oldsmar, FL 34677

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

    Last Sold Summary

    • 13% Below List Price
    • $154/SF
    • 38 Days On Market

    Current Estimated Value $213,711

    Last Listing Agent Natalya Halprin CHARLES RUTENBERG REALTY INC

    2002 Sheffield Ct, Oldsmar, FL 34677
    • /2

      Est $672,220

      Not Listed For Sale

      4769 Stoneview Cir, Oldsmar, FL 34677

      • 3 Beds
      • 3 Baths
      • 2,244 Sq Ft
      • Built 1994
      4769 Stoneview Cir, Oldsmar, FL 34677

      Last Sold Summary

      • 71 Days On Market

      Last Listing Agent Vanessa Leonard KELLER WILLIAMS REALTY- PALM HARBOR

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$389,000
Median Single Family Sale Price
$517,500
Median Townhouse Sale Price
$415,250
Median 2 Bedroom Sale Price
$224,900
Median 1 Bedroom Sale Price
$167,000
Average Price Per Sq Ft
$246
Number of Homes for Sale
139
Last 12 months Home Sales
395
Months of Supply
4.20
Median List Price
$400,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
1%
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