10,815

Oldsmar, FL Homes

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  • /40

    $350,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,338 Sq Ft

    629 Bay Lake Trail, Oldsmar, FL 34677

    Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Located in a desirable, golf-cart-friendlycommunity with no HOA or CDD fees, this move-in-ready home remained HIGH & DRY during recent storms with no flood damageand includes attached insurance quotes for added peace of mind. Inside, you'll find fresh interior paint,

    Agent Photo

    Heather Stotts LLC

    RE/MAX COLLECTIVE

    629 Bay Lake Trail, Oldsmar, FL 34677
  • /28

    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,054 Sq Ft
    • Condo for Rent

    207 Palmetto Ct, Oldsmar, FL 34677

    Updated 2-Bedroom, 2-Bath Ground Floor Condo with Patio in Gated East Lake Woodlands! This beautifully updated 2-bedroom, 2-bath condo is located in the desirable gated community of East Lake Woodlands. Featuring newer HVAC and a hot water heater (just 3 years old), this home offers modern comfort with luxury vinyl flooring throughout, including the screened lanai. The open-concept great room

    Agent Photo

    Nicole DiSabato Harmon

    RE/MAX REALTEC GROUP INC

    207 Palmetto Ct, 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 $781,349

    Last Listing Agent Joannie Bruns BHHS FLORIDA PROPERTIES GROUP

    1566 Huntleigh Ct, Oldsmar, FL 34677
    • /2

      Est $394,328

      Not Listed For Sale

      611 Limetree Dr, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,372 Sq Ft
      • Built 1980
      611 Limetree Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 22 Days On Market

  • /70

    $400,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    619 Timber Bay Cir E, Oldsmar, FL 34677

    Under contract-accepting backup offers. Former AirBNB is move in ready for Investor or Primary Home Owners! Smart buyers, take note: this move-in ready 3BR/2BA pool home has been thoughtfully updated: fresh interior and exterior paint (2026), a brand-new electrical panel (2026), hurricane-rated windows (2021), replaced ductwork (2021), gutters (2022), and an HVAC system (2018) maintained on a

    Agent Photo

    Colette Hughes

    REAL BROKER, LLC

    619 Timber Bay Cir E, Oldsmar, FL 34677
  • /25

    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

    $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 $951,253

    Last Listing Agent Darlene Davenport COMPASS FLORIDA LLC

    219 Washington Ave, Oldsmar, FL 34677
    • /2

      Est $215,903

      Not Listed For Sale

      135 Nina Way Unit 35, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,094 Sq Ft
      • Built 1979
      135 Nina Way Unit 35, Oldsmar, FL 34677

      Last Sold Summary

      • 15 Days On Market

  • /42

    $1,155,000

    $145K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    380 Wellington Ave, Oldsmar, FL 34677

    PRICE REDUCTION! Now priced below value, this is your chance to own this incredible Key West style pool home on an oversized conservation lot in highly desirable Oldsmar. Located on a cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to forested conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the

    Agent Photo

    James Wheeler

    CHARLES RUTENBERG REALTY INC

    380 Wellington Ave, Oldsmar, FL 34677
  • /23

    Starting at $1,274 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

    $540,000

    Sold Feb 13, 2026

    581 Longwood Ct, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $347/SF
    • 3 Days On Market

    Current Estimated Value $531,130

    Last Listing Agent Bill Yingling, Pa LPT REALTY, LLC

    581 Longwood Ct, Oldsmar, FL 34677
    • /2

      Est $543,575

      Not Listed For Sale

      2001 Palm Key Ave, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,928 Sq Ft
      • Built 2018
      2001 Palm Key Ave, Oldsmar, FL 34677

      Last Sold Summary

      • 217 Days On Market

  • /100

    $899,999

    $19K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 3,140 Sq Ft

    1471 Briargrove Way, Oldsmar, FL 34677

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Live the Florida Lifestyle in Aberdeen at East Lake WoodlandsImagine waking up each morning in a home that feels like a private resort — where soaring ceilings, warm natural light, and thoughtful design greet you at every turn. This elegant Arthur Rutenberg-built executive home in the gated enclave of

    Agent Photo

    David Timmons

    KELLER WILLIAMS REALTY- PALM HARBOR

    1471 Briargrove Way, Oldsmar, FL 34677
  • /20

    $2,250 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Townhouse for Rent

    1713 Azalea Ct, Oldsmar, FL 34677

    Property Id: 2619286Welcome to this beautifully updated 2-bedroom, 1.5-bath townhome offering the perfect combination of modern upgrades, comfortable living, and exceptional outdoor space. Inside, you’ll find luxury vinyl plank flooring throughout the living areas and bedrooms, a bright open-concept layout, and an updated full bathroom featuring a stylish gray vanity with marble-look

    1713 Azalea Ct, 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 $566,092

    Last Listing Agent Cyndi Olmstead CONCI, REALTORS

    301 Tavernier Dr, Oldsmar, FL 34677
    • /2

      Est $756,506

      Not Listed For Sale

      587 Lakewood Dr, Oldsmar, FL 34677

      • 4 Beds
      • 3 Baths
      • 3,524 Sq Ft
      • Built 2001
      587 Lakewood Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 98 Days On Market

  • /46

    $249,000

    $40K 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
  • /19

    $2,495 Per Month

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

    116 Dolphin Dr S, Oldsmar, FL 34677

    Property Id: 217872455+ COMMUNITY!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

    116 Dolphin Dr S, 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 $584,082

    Last Listing Agent Claudia Tweed COLDWELL BANKER REALTY

    1462 Woodstream Dr, Oldsmar, FL 34677
    • /2

      Est $606,212

      Not Listed For Sale

      375 Holly Hill Rd, Oldsmar, FL 34677

      • 3 Beds
      • 3 Baths
      • 2,049 Sq Ft
      • Built 1977
      375 Holly Hill Rd, Oldsmar, FL 34677

      Last Sold Summary

      • 86 Days On Market

  • /41

    $350,000

    • 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
  • /8

    $1,000 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2007 Mandalay Ct, Oldsmar, FL 34677

    Property Id: 2565778Welcome to your peaceful home base in Oldsmar, FL! Perfect for traveling professionals, digital nomads, or anyone seeking affordable co-living, this modern home offers a private, lockable bedroom with a private bathroom and access to well-kept shared common areas. Enjoy easy access to Tampa, Clearwater, shopping, dining, and major highways, while still having a quiet

    2007 Mandalay Ct, 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 $262,470

    Last Listing Agent Ashley Gajdosz KELLER WILLIAMS TAMPA PROPERTIES

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

      Est $661,049

      Not Listed For Sale

      1632 Gray Bark Dr, Oldsmar, FL 34677

      • 4 Beds
      • 3 Baths
      • 2,805 Sq Ft
      • Built 1997
      1632 Gray Bark Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 36 Days On Market

  • /46

    $224,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 984 Sq Ft

    276 Pelican Dr N, Oldsmar, FL 34677

    Welcome to effortless Florida living in this beautifully updated, move-in-ready 2-bedroom, 2-bath home located in one of Oldsmar’s most desirable 55+ active adult communities. From the moment you arrive, the pride of ownership is clear. Charming curb appeal, an oversized screened front porch, and a meticulously maintained exterior create the perfect first impression and set the tone for the easy,

    Agent Photo

    Carmine Petruzziello

    THE SOMERDAY GROUP PL

    276 Pelican Dr N, Oldsmar, FL 34677
  • /18

    $1,750

    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

    $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 $504,250

    Last Listing Agent Brittany Cheek COLDWELL BANKER REALTY

    850 Christina Cir, Oldsmar, FL 34677
    • /2

      Est $359,462

      Not Listed For Sale

      608 Cabernet Way, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,773 Sq Ft
      • Built 2015
      608 Cabernet Way, Oldsmar, FL 34677

      Last Sold Summary

      • 9 Days On Market

  • /100

    $725,000

    Open Sat 12PM - 3PM
    • 4 Beds
    • 3 Baths
    • 2,258 Sq Ft

    138 Brent Cir, Oldsmar, FL 34677

    Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This

    Agent Photo

    Kathy Grams

    COASTAL PROPERTIES GROUP INTERNATIONAL

    138 Brent Cir, Oldsmar, FL 34677
  • /21

    $2,149

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 1,312 Sq Ft
    • Townhouse for Rent

    40 Emerald Bay Dr, Oldsmar, FL 34677

    Available July 1 Spacious 3-Bed/2.5-Bath Townhome in Oldsmar's Emerald Bay CommunityLive large for less. This full three-storey townhome offers more space, more storage, and more lifestyle than anything a 2-bedroom condo in the area can match at a comparable price.Features: New Roof, Newer HVAC unit, New Whirlpool Dishwasher and Washing machine.The Home : 1,300+ sq ft of

    40 Emerald Bay Dr, 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 $214,784

    Last Listing Agent Natalya Halprin CHARLES RUTENBERG REALTY INC

    2002 Sheffield Ct, Oldsmar, FL 34677
    • /55

      Est $854,009

      Not Listed For Sale

      500 Shore Dr E, Oldsmar, FL 34677

      • 4 Beds
      • 3 Baths
      • 2,021 Sq Ft
      • Built 1969
      500 Shore Dr E, Oldsmar, FL 34677

      Last Sold Summary

      • 107 Days On Market

  • /29

    $375,000

    • 3 Beds
    • 3 Baths
    • 1,430 Sq Ft

    604 Limetree Dr, Oldsmar, FL 34677

    Welcome to this spacious and versatile home situated on a generously sized lot with extra space between neighboring properties, offering privacy and comfort. With NO HOA and NO CDD fees, you’ll enjoy the freedom to bring your boat, RV, and recreational toys. The spacious driveway accommodates plenty of vehicles. Inside, the designed split floor plan features three bedrooms, each with its own

    Agent Photo

    Sully Del Valle

    JUPITER PROPERTIES, INC

    604 Limetree Dr, Oldsmar, FL 34677
  • /17

    $1,950 Per Month

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

    250 Woodlake Wynde Unit 250, Oldsmar, FL 34677

    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 kitchen area with stainless appliances.

    Sandra Harris PREFERRED REALTY GROUP, LLC

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

    $245,000

    Sold Dec 29, 2025

    421 Countryside Key Blvd, Oldsmar, FL 34677

    • 2 Beds
    • 2.5 Baths
    • 1,105 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Below List Price
    • $222/SF
    • 137 Days On Market

    Current Estimated Value $247,655

    Last Listing Agent Sunny Alexander RED SASH REALTY LLC

    421 Countryside Key Blvd, Oldsmar, FL 34677
    • /2

      Est $368,230

      Not Listed For Sale

      1408 Syrah Dr, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,773 Sq Ft
      • Built 2016
      1408 Syrah Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 124 Days On Market

  • /44

    $749,900

    Open Sat 12PM - 3PM $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,309 Sq Ft

    137 Brent Cir, Oldsmar, FL 34677

    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 one of the largest units in the

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    137 Brent Cir, Oldsmar, FL 34677
  • /36

    $2,100 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,421 Sq Ft
    • Spectacular 2/2.5 Condo in the Oldsmar Galleria Town Center Lifestyle

    300 State St E Unit 216, Oldsmar, FL 34677

    Modern open floor plan Condo in the Oldsmar Galleria Town Center Lifestyle. As you walk into this 2 bedrooms 2.5 bath unit, Kitchen featuring granite countertops with a breakfast bar, plenty of modern solid wood cabinets. To your left is the in-house laundry room with plenty of space for a side by side system. As you proceed into the extra spacious living room/dining room combo you will love the

    300 State St E Unit 216, Oldsmar, FL 34677
  • /2

    $826,000

    Sold May 08, 2026

    1499 E Lake Woodlands Pkwy, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 2,356 Sq Ft
    • Built 1993

    Last Sold Summary

    • $351/SF
    • 3 Days On Market

    Current Estimated Value $779,845

    Last Listing Agent Damary Rios KELLER WILLIAMS REALTY- PALM HARBOR

    1499 E Lake Woodlands Pkwy, Oldsmar, FL 34677
    • /2

      Est $327,901

      Not Listed For Sale

      206 Cabernet Way, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,525 Sq Ft
      • Built 2015
      206 Cabernet Way, Oldsmar, FL 34677

      Last Sold Summary

      • 34 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$393,000
Median Single Family Sale Price
$528,500
Median Townhouse Sale Price
$396,500
Median 2 Bedroom Sale Price
$224,900
Median 1 Bedroom Sale Price
$167,000
Average Price Per Sq Ft
$250
Number of Homes for Sale
161
Last 12 months Home Sales
400
Months of Supply
4.80
Median List Price
$405,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
2%
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