10,688

Oldsmar, FL Homes

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  • /29

    $369,000

    $6K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,430 Sq Ft

    604 Limetree Dr, Oldsmar, FL 34677

    This beautifully updated home in Oldsmar is a rare gem! Originally a 2-bedroom, 2-bath, the garage has been fully permitted and converted into a third bedroom and bath with its own shower. Both main bedrooms offer spacious walk-in closets and private exterior doors ideal for a mother-in-law suite or rental income. The home boasts laminate wood floors throughout, a modern kitchen with granite

    Agent Photo

    Sully Del Valle

    JUPITER PROPERTIES, INC

    604 Limetree Dr, Oldsmar, FL 34677
  • /24

    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 915 Sq Ft
    • Condo for Rent

    134 Sycamore Ln Unit F, Oldsmar, FL 34677

    Welcome to this charming first-floor condominium nestled in the desirable Gardens of Forest Lakes in the heart of Oldsmar. Offering 2 spacious bedrooms and 2 full bathrooms, this well-maintained home combines comfort, convenience, and low-maintenance living. Step inside to a bright and inviting living and dining area where natural light pours in through sliding glass doors, creating an open and

    Dyan Pithers COLDWELL BANKER REALTY

    134 Sycamore Ln Unit F, 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 $245,189

    Last Listing Agent Sunny Alexander RED SASH REALTY LLC

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

      Est $680,524

      Not Listed For Sale

      5156 Pinnacle Dr, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,972 Sq Ft
      • Built 1994
      5156 Pinnacle Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Angie Clark WIKLE INCORPORATED

  • /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
  • /20

    $2,145 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,366 Sq Ft
    • House for Rent

    300 State St E, Oldsmar, FL 34677

    Welcome to this exceptional 2-bedroom, 2.5-bath townhome-style condo residence in the sought-after Galleria at 300 State Street, offering an elevated lifestyle in the heart of downtown Oldsmar. Perched on the top (third) floor with convenient elevator access, this distinctive two-story unit features 2 spacious separate en-suite bedrooms on the upper level, creating the perfect balance of privacy

    300 State St E, 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 $815,226

    Last Listing Agent Damary Rios KELLER WILLIAMS REALTY- PALM HARBOR

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

      Est $941,226

      Not Listed For Sale

      520 Lafayette Blvd, Oldsmar, FL 34677

      • 4 Beds
      • 3 Baths
      • 3,125 Sq Ft
      • Built 1989
      520 Lafayette Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Kelly Mothershead Timmons KELLER WILLIAMS REALTY- PALM HARBOR

  • /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
  • /19

    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 915 Sq Ft
    • Condo for Rent

    130 Sabal Ct Unit H, Oldsmar, FL 34677

    WELCOME HOME TO THIS BEAUTIFULLY MAINTAINED 2-BEDROOM, 2-BATH CORNER UNIT LOCATED ON THHE 2ND FLOOR IN THE HIGHLY DESIRABLE FOREST LAKES COMMUNITY OF OLDSMAR. THISS BRIGHT AND SPACIOUS RESIDENCE FEATURES A FUNCTIONAL SPLIT-BEDROOM FLOOR PLAN, A LARGE WALK-IN CLOSET, AND A PRIVATE BALCONY PERFECT FOR ENJOYING YOUR MORNING COFFEE OR RELAZING AFTER A LONG DAY. CONVENIENTLY SITUATED WITH EASY ACCESS

    Jeff Thompson ARBORS MANAGEMENT & REALTY

    130 Sabal Ct Unit H, Oldsmar, FL 34677
  • /2

    $1,075,000

    Sold Dec 09, 2025

    2019 Diamond Ct, Oldsmar, FL 34677

    • 4 Beds
    • 3 Baths
    • 3,502 Sq Ft
    • Built 1995

    Last Sold Summary

    • 7% Below List Price
    • $307/SF
    • 34 Days On Market

    Current Estimated Value $1,101,083

    Last Listing Agent Charlie Bodine REAL ESTATE FIRM OF FLORIDA, LLC

    2019 Diamond Ct, Oldsmar, FL 34677
    • /2

      Est $354,774

      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

      Last Listing Agent Michael Fieldson PALM COAST REALTY LLC

  • /31

    $199,900

    $49K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,054 Sq Ft

    117 E Cypress Ct Unit 117, Oldsmar, FL 34677

    **COME ON IN - MAKE YOURSELF AT HOME ** THE PRICE IS RIGHT!! ** Motivated Seller ** This 2 Bed 2 Bath GROUND FLOOR unit has been totally REMODELLED to an exceptionally high standard!! New Floors, New Bathrooms, New Windows, MOVE IN READY!! And what's more?? NOT OVERLOOKED at the rear!!! Enjoy your morning coffee or evening drink on the front enclosed patio or watch the wildlife from the rear

    Colleen Tuttle

    RE/MAX REALTEC GROUP INC

    117 E Cypress Ct Unit 117, Oldsmar, FL 34677
  • /24

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft
    • 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

    $359,000

    Sold Jul 27, 2026

    1924 Montego Ct, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • Built 1980

    Last Sold Summary

    • $283/SF
    • 22 Days On Market

    Current Estimated Value $358,397

    Last Listing Agent Shay Adelman RE/MAX REALTEC GROUP INC

    1924 Montego Ct, Oldsmar, FL 34677
    • /55

      Est $826,618

      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

      Last Listing Agent Alex Pinta COMPASS FLORIDA LLC

  • /85

    $1,225,000

    • 4 Beds
    • 3 Baths
    • 4,312 Sq Ft

    1404 E Lake Woodlands Pkwy, Oldsmar, FL 34677

    Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus rooms is located upstairs, providing added flexibility for multi-use living. Pool table will convey with the sale. The home features a solar-heated in-ground pool with a large pool deck, fully

    Agent Photo

    Cyndi Olmstead

    CONCI, REALTORS

    1404 E Lake Woodlands Pkwy, Oldsmar, FL 34677
  • /14

    $1,695 Per Month

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft
    • Condo for Rent

    328 Woodlake Wynde, Oldsmar, FL 34677

    Beautiful Second floor Condo in the sought after Gated community of East Lake Woodlands! Two bedrooms, two bathrooms features vaulted ceilings and an open floor plan with a spacious screen lanai overlooking a peaceful pond. New laminate wood flooring in main living areas & New Carpet in both bedrooms. The primary suite offers a walk-in closet & a private bath. There are Sliders off the living

    Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

    328 Woodlake Wynde, Oldsmar, FL 34677
  • /2

    $1,410,000

    Sold May 22, 2026

    316 Shore Dr E, Oldsmar, FL 34677

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft
    • Built 1975

    Last Sold Summary

    • 10% Below List Price
    • $565/SF
    • 275 Days On Market

    Current Estimated Value $1,358,442

    Last Listing Agent James Wheeler CHARLES RUTENBERG REALTY INC

    316 Shore Dr E, Oldsmar, FL 34677
    • /2

      Est $359,140

      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

      Last Listing Agent Dyan Pithers COLDWELL BANKER REALTY

  • /30

    $384,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,834 Sq Ft

    108 Brent Cir, Oldsmar, FL 34677

    Welcome to coastal lifestyle living in one of Oldsmar’s most desirable gated waterfront communities called Seaside Estates. This beautifully maintained home offers the perfect blend of comfort, convenience, and outdoor living just minutes from Tampa Bay. Step inside to an open-concept floor plan filled with natural light, high ceilings, and spacious living areas designed for both everyday living

    Agent Photo

    Bernie Lutz

    FUTURE HOME REALTY INC

    108 Brent Cir, Oldsmar, FL 34677
  • /25

    $1,700 Per Month

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

    20 Woodlake Place, Oldsmar, FL 34677

    Enjoy comfortable Florida living in this well-maintained second-floor, 2-bedroom, 2-bathroom corner unit located in a quiet, beautifully kept community. This bright and inviting condo features two screened, enclosed lanais, providing the perfect spaces to relax with your morning coffee or unwind in the evening while enjoying the fresh air. Ideally situated directly across from the community pool,

    20 Woodlake Place, Oldsmar, FL 34677
  • /2

    $175,000

    Sold Jan 05, 2026

    306 Martha Ln Unit 42, Oldsmar, FL 34677

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

    Last Sold Summary

    • 15% Below List Price
    • $160/SF
    • 185 Days On Market

    Current Estimated Value $179,977

    Last Listing Agent Steven Olandese RE/MAX CHAMPIONS

    306 Martha Ln Unit 42, Oldsmar, FL 34677
    • /2

      Est $323,550

      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

      Last Listing Agent Cabot Brown COMPASS FLORIDA LLC

  • /33

    $375,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,098 Sq Ft

    101 Bayside Blvd, Oldsmar, FL 34677

    Under contract-accepting backup offers. HOA-FREE & MOVE-IN READY IN FLOOD ZONE X! Welcome to this beautifully updated, concrete block gem in the Bayside Meadows neighborhood of Oldsmar. Offering the ultimate peace of mind, this 3-bedroom, 2-bathroom home features a NEW 2025 ROOF and NEW 2026 HURRICANE WINDOWS, plus it's high and dry with no flood insurance required. Step inside to an open-concept

    Agent Photo

    James Wheeler

    CHARLES RUTENBERG REALTY INC

    101 Bayside Blvd, Oldsmar, FL 34677
  • /9

    $1,850 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,224 Sq Ft
    • Townhouse for Rent

    132 Douglas Rd W Unit A, Oldsmar, FL 34677

    Oldsmar Townhome Opportunity!!! This is a 1224 Sq ft 2-bedroom 2.5-bathroom home that is available August. The family room Dinning room and Kitchen flooring is finished in ceramic tile and the staircase and bedrooms have carpeting. The back of home has a nice size screen room and attached laundry closet with washer dry hook ups and yard is fenced and private! This Oldsmar location is just minutes

    Roy Kulp CHARLES RUTENBERG REALTY INC

    132 Douglas Rd W Unit A, Oldsmar, FL 34677
  • /2

    $234,000

    Sold Jul 02, 2026

    388 Countryside Key Blvd, Oldsmar, FL 34677

    • 2 Beds
    • 1.5 Baths
    • 1,105 Sq Ft
    • Built 1997

    Last Sold Summary

    • 9% Below List Price
    • $212/SF
    • 63 Days On Market

    Current Estimated Value $245,291

    Last Listing Agent Kevin Baker TROPIC SHORES REALTY LLC

    388 Countryside Key Blvd, Oldsmar, FL 34677
    • /58

      Est $368,164

      Not Listed For Sale

      320 Vista Cruiser Ln, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,445 Sq Ft
      • Built 2016
      320 Vista Cruiser Ln, Oldsmar, FL 34677

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Shannon Minsch LPT REALTY, LLC

  • /52

    $299,900

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,170 Sq Ft

    2005 Hudson Ct, Oldsmar, FL 34677

    Your dream home in Bayside Meadows Oldsmar, Florida, offers a single-family home with 2 bedrooms plus a garage conversion that could function as a third bedroom with the addition of a closet. The home includes a dining area with French doors leading to a screened lanai, an indoor laundry area, ceramic tile flooring in the main living spaces, and carpet in the bedrooms. You’ll see ceiling fans in

    Agent Photo

    Gail Small

    FUTURE HOME REALTY INC

    2005 Hudson Ct, Oldsmar, FL 34677
  • /12

    $2,150 Per Month

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft
    • Condo for Rent

    212 Caryl Way Unit 212, Oldsmar, FL 34677

    Updated and fabulous 3 bedroom condo in guard gated East Lake Woodlands, treat yourself and your family to this wonderful condo and all the amenities that this upscale community offers. Spoil yourself with several different types of optional memberships available at Ardea Counrty Club or just enjoy living in such a beautiful location. Condo features updated kitchen, baths and new carpet. All ages

    Mark Clark RE/MAX REALTEC GROUP INC

    212 Caryl Way Unit 212, Oldsmar, FL 34677
  • /2

    $335,000

    Sold Jan 15, 2026

    303 Shore Dr W, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,106 Sq Ft
    • Built 1959

    Last Sold Summary

    • 8% Below List Price
    • $303/SF
    • 162 Days On Market

    Current Estimated Value $410,988

    Last Listing Agent Ena Ebanks FUTURE HOME REALTY INC

    303 Shore Dr W, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      148 Gull Aire Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1985
      148 Gull Aire Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Lance Willard CHARLES RUTENBERG REALTY INC

  • /37

    $739,000

    $76K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,922 Sq Ft

    470 Hickorynut Ave, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. NEW PRICE. SERIOUS VALUE. Located inside the highly desirable gated community of Ardea / East Lake Woodlands, this spacious 4-bedroom, 2.5-bath residence offers an expansive 2,922 sq ft of living space on an oversized lot with peaceful water views.Step inside to soaring ceilings and an open, light-filled floor plan designed for both everyday

    Lou Tutko PARADISE LIFE REALTY

    470 Hickorynut Ave, Oldsmar, FL 34677
  • /27

    $1,800 Per Month

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

    272 Woodlake Wynde Unit 272, Oldsmar, FL 34677

    Available August to December26th, 2026. Second floor end unit condo with pond view in Woodlake Run of East Lake Woodlands Country Club community.......this is an opportunity not to be missed in this second floor condo with vaulted ceilings and clear view windows overlooking the two acre lake! Livingroom/dining combination with sliders out to the fully enclosed lanai. Breakfast bar into kitchen

    Sandra Harris PREFERRED REALTY GROUP, LLC

    272 Woodlake Wynde Unit 272, Oldsmar, FL 34677
  • /2

    $385,000

    Sold Sep 16, 2025

    60 Woodridge Cir Unit 1, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,883 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Below List Price
    • $204/SF
    • 98 Days On Market

    Current Estimated Value $395,594

    Last Listing Agent June Connell COMPASS FLORIDA LLC

    60 Woodridge Cir Unit 1, Oldsmar, FL 34677
    • /2

      Est $176,752

      Not Listed For Sale

      144 Douglas Rd W Unit F, Oldsmar, FL 34677

      • 2 Beds
      • 1.5 Baths
      • 1,080 Sq Ft
      • Built 1985
      144 Douglas Rd W Unit F, Oldsmar, FL 34677

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Jordan Rogers DALTON WADE INC

  • /78

    $1,100,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    3858 Shore Blvd, Oldsmar, FL 34677

    Experience the laid back lifestyle of Oldsmar, a sought-after community nestled between the urban hubs of Tampa and Clearwater. This serene, waterfront property offers the perfect balance of peaceful living and convenient access to local attractions. Residents here enjoy a tranquil, private environment, starting mornings with fresh coastal breezes on a private porch or deck, and spending evenings

    Mark Yorke, LLC CHARLES RUTENBERG REALTY INC

    3858 Shore Blvd, Oldsmar, FL 34677
  • /37

    $1,800 Per Month

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

    50 Woodlake Place Unit 50, Oldsmar, FL 34677

    Available August to December 27th, 2026. Welcome to Woodlake Run in the gated East Lake Woodlands Country Club community, where tranquil pond views and beautiful sunsets create the perfect Florida lifestyle. This first-floor condo offers a peaceful setting overlooking a scenic two-acre pond, with an oversized glass-enclosed lanai providing the ideal space to relax and enjoy the landscaped yard

    Sandra Harris PREFERRED REALTY GROUP, LLC

    50 Woodlake Place Unit 50, Oldsmar, FL 34677
  • /2

    $585,000

    Sold Jun 10, 2026

    509 Cypress View Dr, Oldsmar, FL 34677

    • 4 Beds
    • 2 Baths
    • 2,084 Sq Ft
    • Built 1998

    Last Sold Summary

    • 10% Below List Price
    • $281/SF
    • 21 Days On Market

    Current Estimated Value $590,019

    Last Listing Agent Phyllis Clark FLORIDA HOME REALTY GROUP, LLC

    509 Cypress View Dr, Oldsmar, FL 34677
    • /2

      Est $441,833

      Not Listed For Sale

      1107 Mango Ct, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,928 Sq Ft
      • Built 2018
      1107 Mango Ct, Oldsmar, FL 34677

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Chase Clark HOMEPROP

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