10,765

Oldsmar, FL Homes

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  • /43

    $395,000

    • 4 Beds
    • 2 Baths
    • 2,420 Sq Ft

    416 Woodward Ave, Oldsmar, FL 34677

    Welcome to 416 Woodward ave., sitting on a half-acre double lot on the corner of Shore drive and Woodward ave. This 2,420 sq. ft. property includes four bedrooms and two bathrooms. The backyard is designed for entertaining with a large pool and spa, stone pavers, and a grotto-style setting surrounded by mature landscaping. The location is quiet and peaceful with no through traffic, while still

    Agent Photo

    John Blaeser

    BHHS FLORIDA PROPERTIES GROUP

    (656) 236-2567

    416 Woodward Ave, Oldsmar, FL 34677
  • /21

    $1,800 per month

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

    510 Meadow Ln Unit 510, Oldsmar, FL 34677

    Updated 2nd-Floor Condo in The Meadows of the gated East Lake Woodlands Country Club Community. Beautifully updated second-floor condo. Open living/dining area with breakfast bar into eat-in kitchen, with newer stainless appliances, upgraded modern wooden cabinets and granite counters. New carpet throughout. Split-bedroom plan with the primary suite featuring two walk-in closets, spacious linen

    Sandra Harris PREFERRED REALTY GROUP, LLC

    510 Meadow Ln Unit 510, Oldsmar, FL 34677
  • /2

    $380,000 Sold Oct 22, 2025

    • 1,402 Sq Ft
    • $271/SF
    • 118 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    1700 Ironwood Ct E, Oldsmar, FL 34677

    MAKE AN OFFER WEEKEND! SELLER IS LOOKING AT ALL OFFERS... Beautifully Remodeled 3-Bedroom, 2-Bath Home with Pool on a Corner Lot in Harbor Palms Located in the highly desirable Harbor Palms community, this beautifully remodeled 3-bedroom, 2-bathroom home sits on a spacious corner lot and offers a perfect blend of modern upgrades, comfort, and convenience. The open-concept living and dining area

    Keyanna Jacobs JACOBS REALTY GROUP LLC

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

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft

      249 Pelican Dr N, Oldsmar, FL 34677

      249 Pelican Dr N, Oldsmar, FL 34677
  • /47

    $715,000

    • 5 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    602 Dartmouth Ave E, Oldsmar, FL 34677

    PRICE IMPROVEMENT! Welcome to this spacious 5 bedroom, 3.5 bathroom home offering nearly 3,000 square feet of living space in the heart of highly desirable Oldsmar. Built in 2007, this contemporary two-story residence combines modern updates with timeless design, all just minutes from waterfront parks, trails, playgrounds, sports courts, dog parks, a fishing pier, and a public boat ramp. The

    Agent Photo

    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (656) 216-2592

    602 Dartmouth Ave E, Oldsmar, FL 34677
  • /13

    $3,395 per month

    • 4 Beds
    • 2 Baths
    • 2,352 Sq Ft
    • House for Rent

    475 Forest Park Rd, 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 $3659.90. That covers your base rent, $3395.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    475 Forest Park Rd, Oldsmar, FL 34677
  • /2

    $240,000 Sold Oct 20, 2025

    • 1,110 Sq Ft
    • $216/SF
    • 31 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1997

    467 Countryside Key Blvd, Oldsmar, FL 34677

    PRICE IMPROVEMENT - Motivated seller! Move-in ready 2BR/2.5BA townhome in gated Countryside Key with a wonderfully updated kitchen in 2024 open layout, and screened patio overlooking the pond. This townhome has been meticulously kept by it's current owner, making it truly move-in ready. Both bedrooms upstairs feature en-suite baths and plenty of closet space. HOA fee of only $433/month covers

    Owen Cascio REAL PROPERTY MANAGEMENT SUNSHINE CITY

    467 Countryside Key Blvd, Oldsmar, FL 34677
    • /46

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      154 Gull Aire Blvd, Oldsmar, FL 34677

      154 Gull Aire Blvd, Oldsmar, FL 34677
  • /59

    $1,275,000

    • 4 Beds
    • 3.5 Baths
    • 3,745 Sq Ft

    1476 Briargrove Way, Oldsmar, FL 34677

    HUGE PRICE REDUCTION! Set within a private, gated enclave of Aberdeen within the confines of the exclusive Ardea Country Club, this Mediterranean-inspired pool home delivers resort-style living with all the security of a gated community. The home sits directly on the 17th tee box of the North Course, offering unobstructed golf views and lush green surroundings.From the moment you arrive, the

    Agent Photo

    Lou Tutko

    PARADISE LIFE REALTY

    (656) 218-8427

    1476 Briargrove Way, Oldsmar, FL 34677
  • /16

    $2,175 per month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • House for Rent

    20 Lake Ct, Oldsmar, FL 34677

    Beautifully Renovated Villa on Serene Pond in Quail Forest. Welcome to this stunningly updated 2-bedroom, 2-bath villa located in the desirable gated community of East Lake Woodlands. Enjoy peaceful pond views and a modern, comfortable lifestyle in this move-in-ready home. Inside, you’ll find tastefully renovated bathrooms and hard-surface flooring throughout. Both bedrooms provide private

    Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

    20 Lake Ct, Oldsmar, FL 34677
  • /2

    $246,000 Sold Oct 17, 2025

    • 1,339 Sq Ft
    • $184/SF
    • 73 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    75 Emerald Bay Dr, Oldsmar, FL 34677

    One or more photo(s) was virtually staged. Welcome to this bright and spacious 3 bedroom, 2.5 bath corner-unit townhome, with a prime location in the heart of Oldsmar. You’ll enjoy this beautiful and well-maintained community with a pool, surrounded by a ton of great amenities, and close to downtown Tampa and area beaches.Inside, the open-concept floorplan offers a light and airy feel

    Tabitha Clark EXP REALTY LLC

    75 Emerald Bay Dr, Oldsmar, FL 34677
    • /9

      Est $303,944 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,111 Sq Ft

      1927 Peppertree Dr, Oldsmar, FL 34677

      1927 Peppertree Dr, Oldsmar, FL 34677
  • /59

    $249,999

    • 2 Beds
    • 2.5 Baths
    • 1,285 Sq Ft

    1718 Azalea Ct Unit B, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. NO HOA! MARVELOUS WATER VIEW FROM YOUR BALCONY! Beautiful 2BR 2.5BA two-story townhouse in Oldsmar, FL. Master bedroom has French doors that open to a wonderful water view right in your backyard....enjoy the view of two lakes and a creek with stunning wildlife! Best of all, you get to rest assured that your property is high and dry, NO WATER

    Agent Photo

    Daniel Hut

    HUT REALTY, LLC

    (656) 231-5735

    1718 Azalea Ct Unit B, Oldsmar, FL 34677
  • /19

    $2,600 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

    $560,000 Sold Oct 17, 2025

    • 1,919 Sq Ft
    • $292/SF
    • 109 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1997

    1528 Riverdale Dr, Oldsmar, FL 34677

    New Price! A Lifestyle of Comfort, Convenience and Relaxation is yours with this beautiful home set in desirable Cross Creek in the Gated Golf Community of East Lake Woodlands. Enjoy the Spaciousness and Privacy of a single-family home with a 2-Car Garage but without the responsibilities of managing a yard or pool. It’s all handled by the HOA! Plus this property is Move-In Ready with Gleaming

    Claudia Tweed COLDWELL BANKER REALTY

    1528 Riverdale Dr, Oldsmar, FL 34677
    • /42

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,226 Sq Ft

      144 Blue Marlin Dr, Oldsmar, FL 34677

      144 Blue Marlin Dr, Oldsmar, FL 34677
  • /37

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,673 Sq Ft

    1801 Forest Dr Unit 3, Oldsmar, FL 34677

    Welcome to 1801 Forest Drive – Your Florida Retreat in the Heart of OldsmarStep into comfort and style with this beautifully maintained 3-bedroom, 2-bathroom single-family home located in one of Oldsmar’s most established and peaceful neighborhoods. Nestled on a generous corner lot, surrounded by mature trees and lush landscaping, this home offers a perfect blend of privacy, functionality,

    Agent Photo

    Debra Briscoe

    FINE PROPERTIES

    (813) 295-7960

    1801 Forest Dr Unit 3, Oldsmar, FL 34677
  • /16

    $1,600 per month

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

    140 Hunter Lake Dr Unit B, Oldsmar, FL 34677

    Welcome to The Gardens of Forest Lakes ~ This condo was just completely rebuilt and offers all of the comforts of home. Two bedroom, 2 bath with in unit laundry, a patio area and storage closet. It truly has all of your needs covered. Not to mention a fantastic location to get you to Tampa, Clearwater and Dunedin in a very short drive.

    Paula Brinson Yutzy VENIE BRINSON REAL ESTATE INC

    140 Hunter Lake Dr Unit B, Oldsmar, FL 34677
  • /2

    $344,000 Sold Oct 17, 2025

    • 2,700 Sq Ft
    • $127/SF
    • 145 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1991

    1171 Clays Trail, Oldsmar, FL 34677

    Welcome to your dream home! This spacious 3-bedroom, 2.5-bathroom townhouse offers an exceptional blend of luxury and carefree living. The living and dining room offer breathtaking water views on the main level as does the Master bedroom upstairs. The master features a fully screened in balcony making this unit perfect for those who appreciate natural beauty and tranquility. With over 2500 sqft

    Farzana Zalil CHARLES RUTENBERG REALTY ORLANDO

    1171 Clays Trail, Oldsmar, FL 34677
    • /36

      Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 3,123 Sq Ft

      8523 La Isla Dr, Kissimmee, FL 34747

      8523 La Isla Dr, Kissimmee, FL 34747
  • /52

    $429,999

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    370 S Woodlands Dr, Oldsmar, FL 34677

    Virtually Staged some photos. Price Reduction!! Seller offering a $5,000 credit towards buyers closing costs. 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

    Agent Photo

    Michele Davis

    ALIGN RIGHT REALTY SOUTH SHORE

    (813) 536-4186

    370 S Woodlands Dr, Oldsmar, FL 34677
  • /20

    $3,395 per month

    • 5 Beds
    • 3 Baths
    • 3,099 Sq Ft
    • House for Rent

    401 Ventura Dr, 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 $3659.90. That covers your base rent, $3395.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    401 Ventura Dr, Oldsmar, FL 34677
  • /2

    $200,000 Sold Oct 16, 2025

    • 1,296 Sq Ft
    • $154/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    2002 Sheffield Ct, Oldsmar, FL 34677

    This spacious and well-maintained 2 bedroom 2 bath end-unit Villa offers an exceptional floor plan, perfect for the active Florida lifestyle. The nearly 1,300 square-foot home features a large kitchen with ample cabinetry and a breakfast bar, seamlessly flowing into the family and dining areas with wood floors and sliders leading to a screened lanai. The Villa includes 6-panel interior doors,

    Natalya Halprin CHARLES RUTENBERG REALTY INC

    2002 Sheffield Ct, Oldsmar, FL 34677
    • /43

      Est $534,985 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,996 Sq Ft

      342 Fountainview Cir, Oldsmar, FL 34677

      342 Fountainview Cir, Oldsmar, FL 34677
  • /11

    $325,000

    • Land
    • 0.35 Acre
    • $928,571 per Acre

    505 Federal St, Oldsmar, FL 34677

    Home Sites Available in Oldsmar, FL! Own a piece of prime real estate in the highly sought-after location of downtown Oldsmar, FL located halfway between Tampa Bay and Pinellas county beaches. This home site offers a fantastic opportunity for investors and homeowners to build their dream residences in a desirable area on a quiet and peaceful dead end street. This oversized 100x150 home site is

    Agent Photo

    John Blaeser

    BHHS FLORIDA PROPERTIES GROUP

    (813) 565-9394

    505 Federal St, Oldsmar, FL 34677
  • /53

    $2,000 per month

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

    226 Woodlake Wynde Unit 44, Oldsmar, FL 34677

    Welcome to East Lake Woodlands, where comfort meets sophistication in this beautifully renovated 2-bedroom, 2-bath upstairs condo. Step inside and enjoy two screened balconies offering peaceful views of lush trees, manicured landscaping, and local wildlife. The front balcony, just off the kitchen and guest room, is the perfect spot for your morning coffee. The second balcony, accessed from both

    Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

    226 Woodlake Wynde Unit 44, Oldsmar, FL 34677
  • /2

    $340,000 Sold Oct 16, 2025

    • 1,834 Sq Ft
    • $185/SF
    • 206 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2003

    102 Brent Cir, Oldsmar, FL 34677

    Huge Price Reduction immediate equity! Ready to move into. Seller Says Sell! Seller is Relocating. Best price for the money in Oldsmar Fl.Living space never effected by any storms and Flood Insurance only $1463. per year. Ready to move into. To sweeten the deal, the seller is offering concessions to buyers! This includes options to:Buy Down Your Interest Rate: Lower your monthly

    Mark Longenecker FUTURE HOME REALTY INC

    102 Brent Cir, Oldsmar, FL 34677
    • /34

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,248 Sq Ft

      57 Pelican Dr S, Oldsmar, FL 34677

      57 Pelican Dr S, Oldsmar, FL 34677
  • /53

    $355,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft

    440 Evergreen Dr, Oldsmar, FL 34677

    Under contract-accepting backup offers. Welcome to this charming 2-bedroom, 2-bath home with a 1-car garage and private pool, perfectly located in the heart of Oldsmar. Tucked away on a quiet street, this gem offers more than just a house, it’s a space that invites you to slow down and enjoy life. Step inside to an open living and dining area that flows into a bright, modern kitchen featuring

    Agent Photo

    Jasmin Gonzalez

    COLDWELL BANKER REALTY

    (656) 218-4543

    440 Evergreen Dr, Oldsmar, FL 34677
  • /20

    $4,055 per month

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft
    • Condo for Rent

    138 Cypress Ln Unit ID1254606P, Oldsmar, FL 34677

    Escape to this modern lakeside condo in Oldsmar, Florida, offering a perfect blend of comfort and convenience. Feel at home with air conditioning, a fully equipped kitchen, and a private patio or balcony. With two bedrooms and three beds, this condo is ideal for families. Experience a relaxing getaway with all the comforts of home, including wireless internet, a washer, and a dryer.Step

    138 Cypress Ln Unit ID1254606P, Oldsmar, FL 34677
  • /2

    $458,000 Sold Oct 15, 2025

    • 1,820 Sq Ft
    • $252/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    1390 River Oaks Ct, Oldsmar, FL 34677

    What a View! This 3 Bedrooms, 2 Full Baths, 2 Car Garage home is located in Cross Creek in East Lake Woodlands Community. Once you arrive you will notice the lush landscaping that brings you to the front door. As you enter there are soaring lace ceilings throughout and tile flooring in the foyer. Just off the foyer you have double door entry into the 3rd bedroom, den or office that already has

    Alex Stavro BHHS FLORIDA PROPERTIES GROUP

    1390 River Oaks Ct, Oldsmar, FL 34677
    • /47

      Est $163,395 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 915 Sq Ft

      128 Camphor Cir Unit B, Oldsmar, FL 34677

      128 Camphor Cir Unit B, Oldsmar, FL 34677
  • /54

    $640,000 Pre-Foreclosure

    • 4 Beds
    • 4 Baths
    • 2,848 Sq Ft

    316 Lafayette Blvd, Oldsmar, FL 34677

    Under contract-accepting backup offers. Live the ultimate Florida lifestyle in this spectacular Craftsman-style home in the heart of Oldsmar! Nestled in a golf cart-friendly community just blocks from waterfront parks, vibrant downtown shops, and scenic walking trails, this home blends classic charm with modern comfort. Built in 2006, the two-story residence boasts a dramatic living room with

    Agent Photo

    Jodi Avery

    KELLER WILLIAMS REALTY- PALM H

    (813) 680-5091

    316 Lafayette Blvd, Oldsmar, FL 34677
  • /19

    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,298 Sq Ft
    • House for Rent

    1916 Sheffield Ct, Oldsmar, FL 34677

    AVAILABLE NOVEMBER 1ST! Charming 3 bedroom, 2 bath home for rent in Oldsmar! This home offers a split floor plan, vaulted ceilings, ceramic tile throughout, an updated kitchen with granite countertops, a one-car garage, and a washer and dryer. Enjoy the Florida weather from the screened-in lanai and fully fenced backyard. LOCATION! LOCATION! LOCATION! This property is in the heart of Tampa Bay.

    Angie Hill COASTAL PIONEER REALTY

    1916 Sheffield Ct, Oldsmar, FL 34677
  • /2

    $770,000 Sold Oct 15, 2025

    • 2,606 Sq Ft
    • $295/SF
    • 83 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1991

    1827 Foxboro Ct, Oldsmar, FL 34677

    Welcome to your dream home located on a cul-de-sac with only 4 homes in East Lake Woodlands. Built by high end builder, Nohl Crest homes and only ever having one owner! This impeccably maintained 4-bedroom, 3-bathroom residence offers the perfect blend of luxury, comfort, and privacy. Nestled on a serene private conservation lot, this stunning property features a **3-car garage**, **screened

    Emily Harkins FLORIDA EXECUTIVE REALTY

    1827 Foxboro Ct, Oldsmar, FL 34677
    • /36

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      459 Pelican Dr S, Oldsmar, FL 34677

      459 Pelican Dr S, Oldsmar, FL 34677
  • /34

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,002 Sq Ft

    643 Satinleaf Ave, Oldsmar, FL 34677

    Beautiful 4-Bedroom Home on Conservation Lot in Coveted East Lake Area.4 Bedrooms | 3 Bathrooms | Updated Interior | Top-Rated School District. Welcome to this beautifully maintained home located in a quiet cul-de-sac street in desirable Forest Lakes community of Oldsmar. Surrounded by lush conservation, this property offers the perfect blend of privacy, tranquility, and convenience. Step

    Agent Photo

    Keegan Siegfried

    LPT REALTY, LLC

    (656) 216-3536

    643 Satinleaf Ave, Oldsmar, FL 34677
  • /20

    $1,790 per month

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

    202 Corkwood Ln, Oldsmar, FL 34677

    Property Id: 1378683Welcome home to your very own oasis with a great central location! This charming 2 bed, 2 bath villa is ready for a new tenant! The updated kitchen offers stainless steel appliances with plenty of storage space & a pass-through that is open to the dining room/living room combination. Both bedrooms have brand new carpet. The bathooms have built in Bluetooth speakers.

    202 Corkwood Ln, Oldsmar, FL 34677
  • /2

    $635,000 Sold Oct 14, 2025

    • 1,943 Sq Ft
    • $327/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    455 Hickorynut Ave, Oldsmar, FL 34677

    Stunning Renovated 3-Bedroom 2 Bath-Two Car Garage in Oldsmar–Your Private SANCTUARY Awaits! This beautifully remodeled 3-bedroom, 2-bathroom gem is ideally situated in one of Oldsmar's most sought-after neighborhoods. Boasting 1,943 square feet of exquisitely designed living space, this property offers the perfect blend of comfort, style, and entertainment. At the heart of this home lies a

    Jared Davis SANCTUARY REAL ESTATE GROUP, LLC

    455 Hickorynut Ave, Oldsmar, FL 34677
    • /30

      Est $619,970 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,022 Sq Ft

      801 Blandon Rd, Oldsmar, FL 34677

      801 Blandon Rd, Oldsmar, FL 34677

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