10,689

Oldsmar, FL Homes

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  • /55

    $279,900

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft

    75 Poole Place, Oldsmar, FL 34677

    Tucked within the gated community of East Lake Woodlands, this beautifully refreshed 2-Bedroom, 2-Bath End unit Villa offers the perfect blend of low-maintenance living and Florida lifestyle appeal. Boasting amazing walk-up curb appeal, this move-in ready home welcomes you in with fresh paint throughout and updated fixtures at every turn. Inside, the thoughtful split floor plan offers privacy and

    Mark Fazzini RE/MAX REALTEC GROUP INC

    75 Poole Place, Oldsmar, FL 34677
  • /20

    $1,800 Per Month

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

    111 E Cypress Ct, Oldsmar, FL 34677

    Available August through December 30th. Cypress Estates of East Lake Woodlands Country Club Community This two-bedroom, two-bathroom condo on the first floor has eat-in kitchen, screen enclosed patio and split bedroom plan. Livingroom/dining room combination with leather furniture, dining table close to open kitchen and enclosed patio where washer and dryer are located in closet. Queen bed in

    Sandra Harris PREFERRED REALTY GROUP, LLC

    111 E Cypress Ct, Oldsmar, FL 34677
  • /2

    $680,000

    Sold Jul 01, 2026

    1384 Forestedge Blvd, Oldsmar, FL 34677

    • 4 Beds
    • 2.5 Baths
    • 2,814 Sq Ft
    • Built 1991

    Last Sold Summary

    • 9% Below List Price
    • $242/SF
    • 57 Days On Market

    Current Estimated Value $709,320

    Last Listing Agent Kerri Rodriguez COMPASS FLORIDA LLC

    1384 Forestedge Blvd, Oldsmar, FL 34677
    • /9

      Est $347,543

      Not Listed For Sale

      1927 Peppertree Dr, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 1981
      1927 Peppertree Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  • /17

    $270,000

    $15K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,550 Sq Ft

    20 Sylvia Place, Oldsmar, FL 34677

    Stunning Golf Community Living in East Lake Woodlands! Discover the perfect blend of elegance and comfort in this beautiful home located at 20 Sylva Place. Nestled in a premier gated community, this residence features a bright, open floor plan designed for modern living. Highlights include a spacious kitchen with premium finishes, a private master retreat, and expansive windows that invite

    Yamil Winn YOUR HOME SOLD GUARANTEED REALTY

    20 Sylvia Place, Oldsmar, FL 34677
  • /16

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft
    • Condo for Rent

    244 Cypress Ln Unit 244, Oldsmar, FL 34677

    2nd Floor Condo with Lake View in Cypress Estates of gated East Lake Woodlands......... Comfortable lifestyle in this second-floor condo with wonderful pond view of 2-acre lake in Cypress Estates of East Lake Woodlands Country Club Community. Walk into living room/dining room combination with sliders out to screen enclosed lanai overlooking pond. Spacious kitchen with breakfast bar to living

    Sandra Harris PREFERRED REALTY GROUP, LLC

    244 Cypress Ln Unit 244, Oldsmar, FL 34677
  • /2

    $487,500

    Sold Apr 27, 2026

    509 Lakeview Dr, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Below List Price
    • $285/SF
    • 8 Days On Market

    Current Estimated Value $487,194

    Last Listing Agent Nancy Leslie RE/MAX REALTEC GROUP INC

    509 Lakeview Dr, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      64 Pelican Dr S, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,484 Sq Ft
      • Built 1993
      64 Pelican Dr S, Oldsmar, FL 34677

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /50

    $225,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    149 Lakeside Dr, Oldsmar, FL 34677

    Under contract-accepting backup offers. Enjoy a maintenance-free Florida lifestyle in this coveted first-floor end unit in the desirable gated golf community of East Lake Woodlands, known for its beauty and natural wildlife! As one of the larger condos with 1,149 sq feet, it is freshly painted and is ready for a new owner to make it your own. As you enter, you'll notice a light and bright

    Andrea Zahn BHHS FLORIDA PROPERTIES GROUP

    149 Lakeside Dr, Oldsmar, FL 34677
  • /10

    $1,700 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,296 Sq Ft
    • Townhouse for Rent

    152 Douglas Rd W Unit B, Oldsmar, FL 34677

    Remodel 2 bedroom 1 1/2 bathroom townhouse for rent. Great Oldsmar location. Owner requires First, Last and $1,250 security deposit and there is no exception.

    Nick Balow BALOW REALTY

    152 Douglas Rd W Unit B, Oldsmar, FL 34677
  • /2

    $333,000

    Sold Dec 26, 2025

    150 Poole Place, Oldsmar, FL 34677

    • 4 Beds
    • 2 Baths
    • 1,550 Sq Ft
    • Built 1979

    Last Sold Summary

    • 17% Below List Price
    • $215/SF
    • 124 Days On Market

    Current Estimated Value $337,981

    Last Listing Agent Kristin Hallamek ENGEL & VOLKERS BELLEAIR

    150 Poole Place, Oldsmar, FL 34677
    • /42

      Not Listed For Sale

      144 Blue Marlin Dr, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,226 Sq Ft
      • Built 1980
      144 Blue Marlin Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /23

    $229,500

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

    366 Countryside Key Blvd, Oldsmar, FL 34677

    Welcome to this 2-bedroom, 2.5-bath townhome located in the desirable gated community of Countryside Key in the heart of Oldsmar. This spacious floor plan features two primary suites upstairs, each with its own private bathroom, while the convenient half bath downstairs is perfect for guests. Enjoy an open living and dining area with plenty of natural light and a private screened patio ideal for

    Becki Joyal CENTURY 21 INTEGRA

    366 Countryside Key Blvd, Oldsmar, FL 34677
  • /32

    $1,600 Per Month

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

    207 Woodlake Wynde Unit 207, Oldsmar, FL 34677

    Available August through November 15th, 2026. Woodlake Run of gated East Lake Woodlands Country Club Community.......Beautiful sunsets over the pond in this first floor condo. Entrance foyer takes you to tiled living area with comfortable leather couch complete with electric reclining, remote mood lighting tv cabinet (with Roku and Spectrum cable) into dining area and breakfast bar to open

    Sandra Harris PREFERRED REALTY GROUP, LLC

    207 Woodlake Wynde Unit 207, Oldsmar, FL 34677
  • /2

    $745,000

    Sold Aug 21, 2025

    4749 Stoneview Cir, Oldsmar, FL 34677

    • 4 Beds
    • 3 Baths
    • 2,763 Sq Ft
    • Built 1993

    Last Sold Summary

    • 7% Below List Price
    • $270/SF
    • 87 Days On Market

    Current Estimated Value $776,004

    Last Listing Agent Jo Anne Locascio LANDSHARK REALTY

    4749 Stoneview Cir, Oldsmar, FL 34677
    • /55

      Not Listed For Sale

      291 Tarpon Ln, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,028 Sq Ft
      • Built 1993
      291 Tarpon Ln, Oldsmar, FL 34677

      Last Sold Summary

      • 143 Days On Market

      Last Listing Agent Anne Hode AH REALTY SERVICES, LLC

  • /63

    $216,000

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

    222 Caryl Way, Oldsmar, FL 34677

    Welcome home to this beautifully updated second-floor condo located in the highly sought-after, gated community of East Lake Woodlands with picturesque golf course views. Known for its peaceful surroundings and resort-style living, this community offers both comfort and convenience in an ideal setting.You are greeted by a new storm door before stepping inside to discover a bright and airy

    Karen Sewell CHARLES RUTENBERG REALTY INC

    222 Caryl Way, Oldsmar, FL 34677
  • /25

    $3,395 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,099 Sq Ft
    • House for Rent

    4906 Augusta Ave, Oldsmar, FL 34677

    Your dream rental just hit the market. Located inside the exclusive 24/7 gated community of Worthington at East Lake Woodlands, this beautifully maintained 3 bedroom, 2.5 bathroom two-story home is the total package. Soaring ceilings, an open floor plan, and a spacious first floor primary bedroom with French doors leading directly to the pool deck make this home truly one of a kind. The great

    Angel Bueno TREASURED HOME COLLECTION

    4906 Augusta Ave, Oldsmar, FL 34677
  • /2

    $189,000

    Sold Jan 12, 2026

    219 Caryl Way Unit 219, Oldsmar, FL 34677

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

    Last Sold Summary

    • 6% Below List Price
    • $173/SF
    • 13 Days On Market

    Current Estimated Value $191,097

    Last Listing Agent John Blaeser BHHS FLORIDA PROPERTIES GROUP

    219 Caryl Way Unit 219, Oldsmar, FL 34677
    • /36

      Not Listed For Sale

      8523 La Isla Dr, Kissimmee, FL 34747

      • 6 Beds
      • 5.5 Baths
      • 3,123 Sq Ft
      • Built 2003
      8523 La Isla Dr, Kissimmee, FL 34747

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Steve Silcock RE/MAX HERITAGE

  • /34

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    601 Shore Dr E, Oldsmar, FL 34677

    Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the heart of Oldsmar, offering 1,856 square feet of thoughtfully designed living space on an oversized 0.41-acre lot. Featuring a spacious floor plan with a Florida room and dedicated home office, this property provides the perfect blend of comfort and modern upgrades. This home has been extensively upgraded for peace of mind,

    Jeffrey Borham EXP REALTY LLC

    601 Shore Dr E, Oldsmar, FL 34677
  • /18

    $1,895 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,110 Sq Ft
    • Townhouse for Rent

    331 Countryside Key Blvd, Oldsmar, FL 34677

    Step into the perfect Florida lifestyle with this beautiful, sun-drenched 2-bedroom, 2 1/2 -bathroom condo located in the highly desirable Countryside Key community. From the moment you enter, you are greeted by an abundance of natural light that fills the spacious living area. The thoughtfully designed split level layout offers maximum privacy. The generous primary suite features a large closet,

    Michael Spithoyanis 1ST CLASS REAL ESTATE LLC

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

    $235,000

    Sold Dec 09, 2025

    367 Countryside Key Blvd, Oldsmar, FL 34677

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

    Last Sold Summary

    • 13% Below List Price
    • $213/SF
    • 135 Days On Market

    Current Estimated Value $240,391

    Last Listing Agent Stephanie Quarles BHHS FLORIDA PROPERTIES GROUP

    367 Countryside Key Blvd, Oldsmar, FL 34677
    • /43

      Est $541,767

      Not Listed For Sale

      342 Fountainview Cir, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,996 Sq Ft
      • Built 1995
      342 Fountainview Cir, Oldsmar, FL 34677

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Nancy Rivera FUTURE HOME REALTY INC

  • /17

    $379,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,622 Sq Ft

    1713 Mapleleaf Blvd, Oldsmar, FL 34677

    HOME FEATURES SPACIOUS OPEN FLOOR PLAN WITH SPLIT-BEDROOMS. COMPLETELY REMODELED KITCHEN, 2BATHS AND HOME SITS HIGH AND DRY. THIS 4-BEDROOM HOME HAS A TWO-CAR GARAGE AND INSIDE LAUNDRY. THIS HOME HAS NEVER FLOODED OR SUSTAINED ANY HURRICANE DAMAGE. THE KITCHEN IS THE CENTER OF THE HOME WITH WARM WOOD CABINETRY AND GORGEOUS GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, BEVERAGE/WINE FRIDGE,

    Sam McLaughlin RE/MAX REALTEC GROUP INC

    1713 Mapleleaf Blvd, Oldsmar, FL 34677
  • /68

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • House for Rent

    20 Evelyn Ct, Oldsmar, FL 34677

    Virtually Staged. Tucked within the gated community of East Lake Woodlands, this beautifully refreshed 2-bedroom, 2-bath villa offers the perfect blend of low-maintenance living and Florida lifestyle appeal. Inside, you’ll find an inviting open floor plan with split bedrooms for added privacy, fresh interior paint, and brand-new luxury vinyl plank flooring installed in May 2026. The spacious

    Dawn Bournand KELLER WILLIAMS ST PETE REALTY

    20 Evelyn Ct, Oldsmar, FL 34677
  • /2

    $150,000

    Sold Aug 05, 2026

    141 Lakeview Way, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,094 Sq Ft
    • Built 1980

    Last Sold Summary

    • 21% Below List Price
    • $137/SF
    • 104 Days On Market

    Current Estimated Value $171,280

    Last Listing Agent DOUGLAS BROWN EXP REALTY LLC

    141 Lakeview Way, Oldsmar, FL 34677
    • /34

      Not Listed For Sale

      57 Pelican Dr S, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1986
      57 Pelican Dr S, Oldsmar, FL 34677

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /62

    $558,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    392 Tavernier Cir, Oldsmar, FL 34677

    Welcome Home to this highly sought-after and well established community of The Fountains At Cypress Lakes. MOVE IN READY! Offering Privacy, serenity, and modern upgrades, this residence is a rare find. Enjoy peaceful comfortable living on the expansive screened in lanai and pool overlooking lush landscaping and stone walk-ways, towering trees, Pond, and Conservation area. Secluded Park-like

    Jean Rodgers RE/MAX ELITE REALTY

    392 Tavernier Cir, Oldsmar, FL 34677
  • /10

    $1,795 Per Month

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

    109 Meadow Ln, Oldsmar, FL 34677

    Available for Immediate Move-In! Enjoy easy, MAINTENANCE-FREE LIVING in this beautifully updated 1ST FLOOR 2 Bed/2 Bath condo located within the desirable gated community of East Lake Woodlands, adjacent the recently renovated Ardea Golf & Country Club. A RESERVED PARKING SPACE is conveniently located directly in front of the unit, and the PRIVATE REAR LANAI overlooks peaceful green space with no

    Dan Galati EXIT BAYSHORE REALTY

    109 Meadow Ln, Oldsmar, FL 34677
  • /2

    $545,000

    Sold Jul 24, 2026

    395 Wingate Cir, Oldsmar, FL 34677

    • 5 Beds
    • 2.5 Baths
    • 2,827 Sq Ft
    • Built 2001

    Last Sold Summary

    • 11% Below List Price
    • $193/SF
    • 215 Days On Market

    Current Estimated Value $583,845

    Last Listing Agent Joseph Torres STOFEL & ASSOCIATES REALTY

    395 Wingate Cir, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      275 Pelican Dr N, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,421 Sq Ft
      • Built 1994
      275 Pelican Dr N, Oldsmar, FL 34677

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Allen Selders MIAMI WATERFRONT REALTY

  • /24

    $349,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft

    1707 Ironwood Ct E, Oldsmar, FL 34677

    Beautiful 2/2 home with garage, Florida room, & large fenced in yard. Tiled & hardwood flooring throughout. Newly updated, this immaculate home is 100% move-in ready. Features include new roof (2022), new AC handler (2024, HVAC system upgraded with new ductwork & redesigned airflow routing, including ceiling-mounted allowing best ventilation), brand new kitchen appliances, washer & dryer, & water

    1707 Ironwood Ct E, Oldsmar, FL 34677
  • /25

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,445 Sq Ft
    • House for Rent

    70 Joanne Place, Oldsmar, FL 34677

    One story villa in Quail Forest of gated East Lake Woodlands Country Club community! Tiled entrance foyer takes you to the living area which has vaulted ceilings with clearview windows, wall to wall sliding glass doors out to the screen enclosed tiled lanai overlooking the canal. Comfortable leather furniture and flat screen tv in the living room, separate dining nook with breakfast bar into the

    Sandra Harris PREFERRED REALTY GROUP, LLC

    70 Joanne Place, Oldsmar, FL 34677
  • /2

    $380,000

    Sold Oct 22, 2025

    1700 Ironwood Ct E, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft
    • Built 1973

    Last Sold Summary

    • 9% Below List Price
    • $271/SF
    • 118 Days On Market

    Current Estimated Value $386,340

    Last Listing Agent Keyanna Jacobs JACOBS REALTY GROUP LLC

    1700 Ironwood Ct E, Oldsmar, FL 34677
    • /2

      Est $367,930

      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

      Last Listing Agent Jenifer Smith KELLER WILLIAMS REALTY- PALM HARBOR

  • /40

    $465,000

    $34K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,936 Sq Ft

    432 Country Club Dr, Oldsmar, FL 34677

    Tucked inside a quiet neighborhood, but only one street away from the magnificent Tampa bay, this 3-bedroom, 3 bath, income- producing residence offers nearly 2000 sf of living space and on a large -size lot with lots of matured trees. With the pool centered in the courtyard, and sliding doors around to maximize the view, this scene will recalibrate your mood every time you walk through it

    Phuong Nguyen CHARLES RUTENBERG REALTY INC

    432 Country Club Dr, Oldsmar, FL 34677
  • /13

    $1,444 Per Month

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

    135 Hunter Lake Dr Unit F, Oldsmar, FL 34677

    2BD/2BA Ground Floor Unit, Oldsmar! Welcome to Gardens of Forest Lake, a peaceful retreat nestled in the heart of Oldsmar, FL. This ground-floor 2-bedroom, 2-bathroom unit is available immediately and is offered as an annual, unfurnished rental. Inside, you'll find a bright and open living and dining area, featuring easy-to-maintain tile and vinyl flooring—no carpet in sight. The space is flooded

    Lisa Connors RENT SOLUTIONS

    135 Hunter Lake Dr Unit F, Oldsmar, FL 34677
  • /2

    $445,000

    Sold Mar 18, 2026

    2007 Palm Key Ave, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 1,888 Sq Ft
    • Built 2018

    Last Sold Summary

    • 9% Below List Price
    • $236/SF
    • 123 Days On Market

    Current Estimated Value $466,558

    Last Listing Agent Serina Konomos BHHS FLORIDA PROPERTIES GROUP

    2007 Palm Key Ave, Oldsmar, FL 34677
    • /17

      Est $150,562

      Not Listed For Sale

      124 Loblolly Ct Unit G, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 915 Sq Ft
      • Built 1986
      124 Loblolly Ct Unit G, Oldsmar, FL 34677

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Emily Alcantara EXP Realty LLC

Showing Results 121 - 160, Page 4 of 18

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