10,799

Oldsmar, FL Homes

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  • /37

    $459,900

    • 3 Beds
    • 2 Baths
    • 2,142 Sq Ft

    1811 Forest Dr, Oldsmar, FL 34677

    SELLERS ARE OFFERING $5000 CREDIT TOWARDS BUYER'S CLOSING COSTS AND ARE VERY MOTIVATED!!! Come enjoy your next recently updated pool home located in Oldsmar with an open living room and dining room that feature vinyl floors throughout the entire interior of the home! This home attributes natural light throughout the whole house and makes a perfect setup for a family and gatherings. Come see your

    Brian Mathay IMPACT REALTY TAMPA BAY

    1811 Forest Dr, Oldsmar, FL 34677
  • /20

    $1,900 Per Month

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

    111 E Cypress Ct, Oldsmar, FL 34677

    Off Season Condo Available May 1st 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

    Sandra Harris PREFERRED REALTY GROUP, LLC

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

    $167,000 Sold Jul 07, 2025

    413 Meadow Ln Unit 81, Oldsmar, FL 34677

    • 1 Bed
    • 1 Bath
    • 734 Sq Ft
    • Built 1985

    Last Sold Summary

    • 12% Below List Price
    • $228/SF
    • 40 Days On Market

    Current Estimated Value $153,898

    Last Listing Agent Elizabeth Hayes KELLER WILLIAMS REALTY- PALM H

    413 Meadow Ln Unit 81, Oldsmar, FL 34677
    • /2

      Est $141,067 Not Listed For Sale

      118 W Cypress Ct Unit 118, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,054 Sq Ft
      • Built 1980
      118 W Cypress Ct Unit 118, Oldsmar, FL 34677

      Last Sold Summary

      • 1% Above List Price
      • $133/SF
      • 3 Days On Market
      • Last Sold Price $140,000
      • Mar 04, 2025

      Last Listing Agent William Roberts, III RE/MAX

  • /74

    $499,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft

    501 Lakeview Dr, Oldsmar, FL 34677

    Under contract-accepting backup offers. Fabulous...Location! Location! Location! This stunning pool home in the sought after community of Forest Lakes sits on an oversized corner lot and offers tranquil water and conservation views.; Move-in ready, delightfully updated home of nearly 1,700 sq.ft. features 3 bedrooms in a desirable split floorplan layout, 2 brilliantly renovated baths and an

    Nancy Leslie RE/MAX REALTEC GROUP INC

    501 Lakeview Dr, Oldsmar, FL 34677
  • /16

    $2,000 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

    $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 $378,819

    Last Listing Agent Keyanna Jacobs JACOBS REALTY GROUP LLC

    1700 Ironwood Ct E, Oldsmar, FL 34677
    • /41

      Not Listed For Sale

      249 Pelican Dr N, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1980
      249 Pelican Dr N, Oldsmar, FL 34677

      Last Sold Summary

      • $188/SF
      • 1 Day On Market
      • Last Sold Price $225,000
      • Apr 28, 2023

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /59

    $720,000

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

    1384 Forestedge Blvd, Oldsmar, FL 34677

    Welcome to refined Florida living in the highly sought-after gated community of Aberdeen within East Lake Woodlands. This exceptional Arthur Rutenberg-built residence offers over 2,814 square feet of thoughtfully designed living space, perfectly positioned on an oversized lot with a private screened pool with lovely water feature. This freshly painted 4-bedroom, 2.5-bath split floor plan is

    Kerri Rodriguez COMPASS FLORIDA LLC

    1384 Forestedge Blvd, Oldsmar, FL 34677
  • /17

    $1,600 Per Month

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

    274 Cypress Ln Unit 46, Oldsmar, FL 34677

    Cute 2 bedroom 2 bathroom apartment on the second floor in the East Lake Woodlands with access to pools and privacy all in one with plenty of parking and located conveniently to East Lake and Tampa Rd. Guarded gate and key carded access, a private balcony that is screened in. Laundry machines in the unit and this unit actually has granite countertops and wooden cabinets along with nice flooring

    Kevin McCullough MCCULLOUGH & ASSOC REALTY INC

    274 Cypress Ln Unit 46, 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 $478,789

    Last Listing Agent Serina Konomos BHHS FLORIDA PROPERTIES GROUP

    2007 Palm Key Ave, Oldsmar, FL 34677
    • /2

      Est $265,574 Not Listed For Sale

      1718 Azalea Ct Unit C, Oldsmar, FL 34677

      • 2 Beds
      • 2.5 Baths
      • 1,330 Sq Ft
      • Built 1977
      1718 Azalea Ct Unit C, Oldsmar, FL 34677

      Last Sold Summary

      • 6% Above List Price
      • $188/SF
      • 64 Days On Market
      • Last Sold Price $250,000
      • Jan 29, 2025

      Last Listing Agent Charlie Bodine RE/MAX

  • /77

    $575,000

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

    395 Wingate Cir, Oldsmar, FL 34677

    Lowest Listed Price Per Square Foot for this community. Picture Perfect Bay Arbor, a gated community. (Approved plans to extend fence in backyard) The School District zoned for this home has two A and one B+ rated schools and zoned for Palm Harbor University IB program. Just a mile walk or golf card ride through the community to just outside the gates brings you to the local First Watch, Beef O'

    Joseph Torres STOFEL & ASSOCIATES REALTY

    395 Wingate Cir, Oldsmar, FL 34677
  • /32

    $2,100 Per Month

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

    207 Woodlake Wynde Unit 207, Oldsmar, FL 34677

    Available May 1st through November 15th! 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 kitchen

    Sandra Harris PREFERRED REALTY GROUP, LLC

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

    $375,000 Sold Aug 21, 2025

    1010 Mango Ct, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 1,667 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $225/SF
    • 121 Days On Market

    Current Estimated Value $386,621

    Last Listing Agent Rene Mailaender RE/MAX REALTEC GROUP INC

    1010 Mango Ct, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      508 Canal Way, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,205 Sq Ft
      • Built 1995
      508 Canal Way, Oldsmar, FL 34677

      Last Sold Summary

      • $232/SF
      • 69 Days On Market
      • Last Sold Price $280,000
      • Mar 24, 2025

      Last Listing Agent Amy Mills FUTURE HOME REALTY INC

  • /40

    $475,000

    • 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
  • /10

    $1,795 Per Month

    • 3 Beds
    • 2 Baths
    • 1,079 Sq Ft
    • House for Rent

    3145 Huron Ave Unit B, Oldsmar, FL 34677

    Beautiful 3 bedroom 2 bathroom home located in Oldsmar minuted from Safety Harbor, Palm Harbor and Clearwater. Features brand new tile flooring through out, fresh interior paint, new kitchen counters, new bathroom vanities, new base boards, great location with easy access to Tampa. Must see

    Milad Aram Bonyar IMPERIAL ESTATES REALTY INC

    3145 Huron Ave Unit B, Oldsmar, FL 34677
  • /2

    $549,999 Sold Jun 12, 2025

    384 Tavernier Cir, Oldsmar, FL 34677

    • 4 Beds
    • 2 Baths
    • 1,801 Sq Ft
    • Built 1996

    Last Sold Summary

    • 7% Below List Price
    • $305/SF
    • 54 Days On Market

    Current Estimated Value $547,337

    Last Listing Agent Jennifer Pettersen ENGEL & VOLKERS BELLEAIR

    384 Tavernier Cir, Oldsmar, FL 34677
    • /46

      Not Listed For Sale

      154 Gull Aire Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1985
      154 Gull Aire Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • $166/SF
      • 26 Days On Market
      • Last Sold Price $159,000
      • Apr 18, 2024

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /82

    $515,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,428 Sq Ft

    1734 Mapleleaf Blvd, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome to 1734 Mapleleaf Boulevard, a beautifully maintained two-story home in the heart of Oldsmar offering the perfect blend of space, comfort, and peace of mind. With 4 generously sized bedrooms and 2.5 bathrooms, this home is designed for both everyday living and effortless entertaining. As you step through the elegant glass

    Ashley Mason LPT REALTY, LLC.

    1734 Mapleleaf Blvd, Oldsmar, FL 34677
  • /7

    $2,200 Per Month

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

    2012 Dover Ct, Oldsmar, FL 34677

    Check out this move-in ready furnished Villa. Ideal for a Small family or college student. 2 bed, 2 bath with a fireplace and a 1 car garage. The location is in a desirable area. The chef's kitchen boasts stainless steel appliances, custom countertops, a breakfast bar, and a large custom island. The back yard is fully fenced for entertaining or cooking out. Walk on down to Sheffield City Park

    Michelle Balderas DALTON WADE INC

    2012 Dover Ct, Oldsmar, FL 34677
  • /2

    $237,500 Sold Nov 14, 2025

    2000 Sheffield Ct, Oldsmar, FL 34677

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

    Last Sold Summary

    • 12% Below List Price
    • $183/SF
    • 56 Days On Market

    Current Estimated Value $241,825

    Last Listing Agent Sheri Ragsdale RAGSDALE RESIDENTIAL REALTY

    2000 Sheffield Ct, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      479 Trout Ln, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,394 Sq Ft
      • Built 1988
      479 Trout Ln, Oldsmar, FL 34677

      Last Sold Summary

      • $183/SF
      • 61 Days On Market
      • Last Sold Price $255,000
      • Jan 31, 2025

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /31

    $380,000

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft

    271 Hemingway Dr, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Welcome to this inviting 3-bedroom, 2.5-bath townhome with a private garage, perfectly set on a premier conservation lot, in the quaint Oldsmar community of Sun Ketch Townhomes of Cypress Lakes. Step inside to find brand-new luxury vinyl plank flooring and a bright, open layout. The spacious great room features sliding glass doors leading to a

    Marcy Daniels COLDWELL BANKER REALTY

    271 Hemingway Dr, Oldsmar, FL 34677
  • /32

    $2,500 Per Month

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

    40 Dale Place, Oldsmar, FL 34677

    Beautiful cluster home located in Quail Forest within the gated East Lake Woodlands Country Club community. This lovely end-unit villa welcomes you with an open floor plan, vaulted ceilings, and expansive clear-view windows that fill the spacious living area with natural light. The home features a separate dining room with sliding glass doors leading to the front open patio. The kitchen offers a

    Sandra Harris PREFERRED REALTY GROUP, LLC

    40 Dale Place, Oldsmar, FL 34677
  • /2

    $400,000 Sold Dec 12, 2025

    1292 Clays Trail Unit 1404, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft
    • Built 1993

    Last Sold Summary

    • 11% Below List Price
    • $148/SF
    • 96 Days On Market

    Current Estimated Value $398,840

    Last Listing Agent Roger Fruits HOMEFRONT REALTY

    1292 Clays Trail Unit 1404, Oldsmar, FL 34677
    • /9

      Est $344,771 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

      • 3% Below List Price
      • $319/SF
      • 83 Days On Market
      • Last Sold Price $354,900
      • May 09, 2024

      Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  • /58

    $535,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    513 Oakwood Blvd, Oldsmar, FL 34677

    Under contract-accepting backup offers. Welcome home to this beautifully remodeled 3-bedroom, 2-bath pool home in the heart of Oldsmar. Recently updated and truly move-in ready, this home offers modern finishes, comfortable living spaces, and an ideal location close to the waterfront. Step inside to an inviting open layout featuring new luxury vinyl flooring throughout and a beautifully updated

    Marissa Barrett EXP REALTY LLC

    513 Oakwood Blvd, 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

    $195,000 Sold Mar 27, 2026

    2015 Sheffield Ct, Oldsmar, FL 34677

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

    Last Sold Summary

    • 11% Below List Price
    • $150/SF
    • 57 Days On Market

    Current Estimated Value $203,829

    Last Listing Agent Orlando Izquierdo Jr JAY ALAN REAL ESTATE

    2015 Sheffield Ct, 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

      • $165/SF
      • 35 Days On Market
      • Last Sold Price $245,000
      • Feb 25, 2025

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /57

    $660,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,311 Sq Ft

    405 Holly Hill Rd, Oldsmar, FL 34677

    Under contract-accepting backup offers. Welcome to your private retreat in the highly sought-after gated community of East Lake Woodlands in Oldsmar. This beautifully updated 3-bedroom, 2-bathroom home features a thoughtfully designed open split floor plan that provides both comfort and privacy. Step inside to a stunning living room with vaulted ceilings and exposed beams, creating a warm yet

    Jan Smith KELLER WILLIAMS REALTY- PALM H

    405 Holly Hill Rd, Oldsmar, FL 34677
  • /35

    $2,425 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,375 Sq Ft
    • House for Rent

    532 Jetstar Ln, Oldsmar, FL 34677

    AVAILABLE JUNE 1ST!! Beautiful 3 Bedroom, 2.5 Bath Home Available For Rent!! Newer construction built in 2020! The main living area is on the first floor and features an open-floor concept with a living room/dining room combo, kitchen, half-bath, and laundry closet. The kitchen boasts custom white cabinetry, granite countertops, stainless steel appliances, and a island that provides additional

    Angie Hill COASTAL PIONEER REALTY

    532 Jetstar Ln, Oldsmar, FL 34677
  • /2

    $169,000 Sold Dec 31, 2025

    224 Cypress Ln Unit 224, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft
    • Built 1980

    Last Sold Summary

    • 26% Below List Price
    • $160/SF
    • 236 Days On Market

    Current Estimated Value $172,900

    Last Listing Agent Thomas Varga REAL ESTATE FIRM OF FLORIDA, LLC

    224 Cypress Ln Unit 224, 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

      • $163/SF
      • 8 Days On Market
      • Last Sold Price $200,000
      • Sep 20, 2023

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  • /58

    $539,900

    • 2 Beds
    • 2 Baths
    • 1,844 Sq Ft

    1795 Bayhill Dr, Oldsmar, FL 34677

    This unique home exudes character and is located on a peaceful conservation lot with no rear neighbors situated within the secure, gated community of East Lake Woodlands! The minute you step inside this charming home, you'll be captivated with impressive design features such as stone accents, glass block, mirrored walls and doors that display vibrant color prints contributing to the home’s style

    Rose Brown FUTURE HOME REALTY INC

    1795 Bayhill Dr, Oldsmar, FL 34677
  • /10

    $1,650 Per Month

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

    212 Cypress Ln, Oldsmar, FL 34677

    This condo is located in the gated community of East Lake Woodlands. The property features a Newly renovated Kitchen with an open floor plan, split bedrooms, eat in kitchen. Primary bedroom has two walk-in closets, a linen closet and en suite bathroom with shower, a guest room with the bathroom steps away, a screened lanai includes a laundry closet with new washer dryer for tenant use. This condo

    Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

    212 Cypress Ln, Oldsmar, FL 34677
  • /2

    $225,200 Sold Nov 03, 2025

    1711 Ironwood Ct E, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Built 1973

    Last Sold Summary

    • 17% Below List Price
    • $178/SF
    • 30 Days On Market

    Current Estimated Value $238,390

    Last Listing Agent Raquel Littlejohn MAINSTAY BROKERAGE LLC

    1711 Ironwood Ct E, 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

      • $233/SF
      • 143 Days On Market
      • Last Sold Price $240,000
      • Mar 11, 2025

      Last Listing Agent Anne Hode AH REALTY SERVICES, LLC

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