5,930

Oldsmar Homes

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  • /36

    $579,000

    • 4 Beds
    • 2 Baths
    • 1,906 Sq Ft

    632 Lake Cypress Cir, Oldsmar, FL 34677

    Florida Pool Home!Welcome to your bright and sunny oasis featuring an oversized private backyard with a bonus grill and a brick-paved sun patio. This large corner lot boasts recently added vinyl fencing for added privacy. Enjoy cool breezes from Lake Cypress on your shaded screened patio. Located in Oldsmar, Florida, this home is centrally positioned among new neighborhoods, businesses, shopping,

    Agent Photo

    Don Moore

    KELLER WILLIAMS REALTY- PALM H

    (813) 946-6323

    632 Lake Cypress Cir, Oldsmar, FL 34677
  • /23

    $1,649 per month

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

    138 Hunter Lake Dr Unit d, Oldsmar, FL 34677

    Great Location, condo is located in Gardens of Forest Lake, a peaceful community nestled in the heart of Oldsmar. Freshly painted 2-bedroom, 2-full bathroom, new laminate flooring in living room, bedrooms, and hallway. Nice size fully equipped kitchen. The large primary bedroom features a walk-in closet, en suite bathroom and a view of the water right when you look out the window. The sliding

    Sheila O'Neill

    QUARTZ MANAGEMENT

    (813) 723-3964

    138 Hunter Lake Dr Unit d, Oldsmar, FL 34677
  • /2

    $1,224,900 Sold Apr 30, 2025

    • 2,102 Sq Ft
    • $583/SF
    • 10 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1981

    610 Shore Dr E, Oldsmar, FL 34677

    WELCOME TO YOUR DREAM HOME WHERE THE KEY WEST LIFESTYLE MEETS SERENE WATERFRONT LIVING! NESTLED DIRECTLY ON 90FT OF OLD TAMPA BAY THIS STUNNING 3-BEDROOM, MULTI-LEVEL SPLIT STILT HOME OFFERS THE ULTIMATE BLEND OF MODERN STYLE AND RELAXED TROPICAL CHARM. WITH 2,102 SQ FT OF OPEN FLOOR PLAN LIVING SPACE, THIS RESIDENCE IS PERFECT FOR THOSE SEEKING COMFORT AND ADVENTURE. THE MASTERFUL DESIGN EXTENDS

    Albie Kissner TODAYS REALTY

    610 Shore Dr E, Oldsmar, FL 34677
    • /55

      Est $1,014,686 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,021 Sq Ft

      500 Shore Dr E, Oldsmar, FL 34677

      500 Shore Dr E, Oldsmar, FL 34677
  • /34

    $595,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,901 Sq Ft

    301 1/2 Shore Dr E, Oldsmar, FL 34677

    A Magnificent Home in Oldsmar FL with SPECTACULAR WATER VIEWS!!This lovely home is one of the most unique properties for sale in Oldsmar FL, offering unobstructed views of Tampa Bay and picture-perfect sunsets. Elevated 14.5 feet above ground, this property was thoughtfully designed with no worries. Oldsmar real estate like this is hard to come by. The home has been retrofitted to withstand the

    Agent Photo

    John Stivey

    PEOPLE FIRST REAL ESTATE LLC.

    (813) 590-5183

    301 1/2 Shore Dr E, Oldsmar, FL 34677
  • /26

    $1,504 - $1,929 per month

    Aventine at Forest Lakes Apartment Homes

    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

    100 Old Village Way, Oldsmar, FL 34677
  • /2

    $581,000 Sold Apr 30, 2025

    • 1,881 Sq Ft
    • $309/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1997

    381 Tavernier Cir, Oldsmar, FL 34677

    THIS METICULOUSLY MAINTAINED, 1881 SQUARE FEET, SINGLE-STORY, POOL HOME FEATURES 4 BEDROOMS, 2 FULL BATHROOMS, AND 2 CAR GARAGE WITH TONS OF UPGRADES, AND IS MOVE IN READY! SPARKLING 48X24 CERAMIC TILES THROUGHOUT THE HOUSE PRESENT A LUXURIOUS IMPRESSION THE MOMENT YOU ENTER THE HOUSE! SPLIT FLOOR PLAN WITH HIGH CEILINGS IN THE LIVING AREA MAKES THIS HOME LIGHT AND BRIGHT. UPGRADES INCLUDE IMPACT

    Ameer Lakhani PINNACLE REALTY GROUP

    381 Tavernier Cir, Oldsmar, FL 34677
    • /45

      Est $274,458 Not Listed For Sale

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

      317 Countryside Key Blvd, Oldsmar, FL 34677

      317 Countryside Key Blvd, Oldsmar, FL 34677
  • /45

    $1,599,000

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

    316 Shore Dr E, Oldsmar, FL 34677

    Improved Price! Move-In Ready! Updated waterfront pool home with 4 bedrooms and 3 full bathrooms on an ELEVATED SLAB THAT HAS NEVER FLOODED. High and dry, without stilts! Panoramic water views across Upper Tampa Bay on a spacious lot (100 ft wide x 200 ft deep) with a new sea wall. Inside, a welcoming foyer leads to the open concept living/dining area and beyond to incredible scenic views of the

    Agent Photo

    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (656) 221-1408

    316 Shore Dr E, Oldsmar, FL 34677
  • /34

    $1,700 per month

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

    139 Hunter Lake Dr Unit E, Oldsmar, FL 34677

    This lovely 2 bed, 2 bath first-floor condo is available for rent in the heart of Oldsmar! The condo boasts beautiful vinyl flooring throughout its modern interior, making it a great space to call home. With a washer and dryer connection conveniently located inside the home, you'll have all the amenities you need at your fingertips.You'll enjoy easy access to community amenities like

    Jason Adler EAGLE PREMIER REALTY LLC

    139 Hunter Lake Dr Unit E, Oldsmar, FL 34677
  • /2

    $251,000 Sold Apr 29, 2025

    • 1,628 Sq Ft
    • $154/SF
    • 123 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    619 Pelican Dr S, Oldsmar, FL 34677

    This meticulously maintained home is within the sought-after 55+, resident owned, Gull-Aire Village community conveniently located in the heart of Oldsmar! This spectacular 3-bedroom 2-bath home is situated on a pond front lot, tucked in the back of the neighborhood for added peace and serenity. As you enter, you are greeted by an open, airy space with high ceilings and lots of natural light. The

    Sebrenna Walker SOUTHERN LIFE REALTY

    619 Pelican Dr S, Oldsmar, FL 34677
    • /40

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,066 Sq Ft

      272 Pelican Dr N, Oldsmar, FL 34677

      272 Pelican Dr N, Oldsmar, FL 34677
  • /42

    $1,300,000

    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    380 Wellington Ave, Oldsmar, FL 34677

    Beautiful Key West style pool home in Oldsmar with an assumable government loan at just 2.75%! Located on a quiet cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the welcoming foyer to a soaring vaulted ceiling in the great room, which also

    Agent Photo

    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (813) 797-4705

    380 Wellington Ave, Oldsmar, FL 34677
  • /23

    $1,274 - $1,795 per month

    East Lake Club Apartments

    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

    150 East Lake Club Dr, Oldsmar, FL 34677
  • /2

    $310,000 Sold Apr 25, 2025

    • 966 Sq Ft
    • $321/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    1803 Forest Dr, Oldsmar, FL 34677

    Beautifully Remodeled Home in Harbor Palms – No HOA! Welcome to this professionally remodeled 2-bedroom, 2-bathroom home with a 1-car garage in the desirable Harbor Palms neighborhood of Oldsmar! With modern upgrades, a spacious fenced yard, and a prime location, this home is perfect for first-time buyers, downsizers, or investors.Step inside to a bright and airy living room, where a large front

    Ashley Gajdosz KELLER WILLIAMS TAMPA PROP.

    1803 Forest Dr, Oldsmar, FL 34677
    • /47

      Est $581,533 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,791 Sq Ft

      154 Brent Cir, Oldsmar, FL 34677

      154 Brent Cir, Oldsmar, FL 34677
  • /19

    $279,000

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

    273 Countryside Key Blvd, Oldsmar, FL 34677

    Welcome to this MOVE IN READY 2-bedroom, 2.5-bathroom townhome in the desirable gated community of Countryside Key. Offering 1,110 sq ft of thoughtfully designed living space—plus an additional 75 sq ft ib the enclosed patio—this two-story home combines comfort, functionality, and convenience. Inside, you’ll find tile flooring throughout the first floor and luxury vinyl plank upstairs—no carpet!

    Agent Photo

    Mandy Cassiano

    KELLER WILLIAMS SOUTH SHORE

    (656) 226-3572

    273 Countryside Key Blvd, Oldsmar, FL 34677
  • /21

    $1,995 per month

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

    207 Corkwood Ln, Oldsmar, FL 34677

    Totally updated Oldsmar villa for rent. Two bedroom and two full baths, this villa is in perfect condition and ready to move right in. Great Oldsmar location, easy commutes in any direction, dining and shopping are right at your fingertips! This is a MUST SEE, beautiful luxury vinyl flooring and new kitchen and baths, BEAUTIFUL! Quartz countertops, stainless appliances and shaker cabinets,

    Lynda Kelly BAYSIDE PROPERTY MGMT. & REAL ESTATE SERVICES

    207 Corkwood Ln, Oldsmar, FL 34677
  • /2

    $715,000 Sold Apr 23, 2025

    • 2,580 Sq Ft
    • $277/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1992

    360 Wellington Ave, Oldsmar, FL 34677

    Among the mature trees on over an acre of natural Florida beauty, find your sanctuary from the rest of the world. But you don’t have to go far! In fact, you are minutes from the bay, excellent shopping, amazing dining, and two international airports. Bring your boat, camper, kayaks, workshop, tools, all your toys, because there is plenty of room and no CDDs or HOAs! A giant section of this

    Jackie Botet COASTAL PROPERTIES GROUP INTERNATIONAL

    360 Wellington Ave, Oldsmar, FL 34677
    • /46

      Est $392,121 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,773 Sq Ft

      502 Cabernet Way, Oldsmar, FL 34677

      502 Cabernet Way, Oldsmar, FL 34677
  • /47

    $559,000

    • 3 Beds
    • 3 Baths
    • 1,834 Sq Ft

    112 Brent Cir, Oldsmar, FL 34677

    Newly Improved Price on this Move-In Ready Townhouse! This beautifully updated waterfront home with deeded boat slip is located in the safe and picturesque golf cart community of Oldsmar. 3 bedrooms, 3 full bathrooms, and private garage with storage and 3-car tandem parking, in a gated community with pool, spa, and tennis courts, surrounded by Tampa Bay and charming Oldsmar. The open concept main

    Agent Photo

    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (656) 219-4022

    112 Brent Cir, Oldsmar, FL 34677
  • /25

    $1,700 per month

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

    127 Camphor Cir Unit A, Oldsmar, FL 34677

    127 Camphor Cir Unit A, Oldsmar, FL 34677
  • /2

    $423,000 Sold Apr 23, 2025

    • 1,794 Sq Ft
    • $236/SF
    • 130 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    508 Park Blvd, Oldsmar, FL 34677

    Lovely home in a park-like setting on ONE OF THE PREMIER STREETS in downtown Oldsmar. Three bedrooms, 2 baths. Home features BRAND NEW ROOF, NEW MICROWAVE, NEW GRANITE COUNTER, NEW HOT WATER HEATER, STAINLESS STEEL APPLIANCES, FIREPLACE, NEWLY REMODELED PRIMARY BATHROOM, NEW LIGHTING FIXTURES IN HALL BATH, NEW FIXTURES IN KITCHEN, CROWN MOLDING THROUGHOUT, NEW PAINT, NEW windows in living room,

    Ginger Tatarzewski FUTURE HOME REALTY INC

    508 Park Blvd, Oldsmar, FL 34677
    • /58

      Est $403,184 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,445 Sq Ft

      320 Vista Cruiser Ln, Oldsmar, FL 34677

      320 Vista Cruiser Ln, Oldsmar, FL 34677
  • /8

    $1,298,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,838 Sq Ft

    406 Shore Dr W, Oldsmar, FL 34677

    Under Construction. Coastal Elegance Meets Modern Comfort in Oldsmar, FLWelcome to 406 Shore Drive W., a stunning newly renovated 3-bedroom, 2-bathroom coastal retreat overlooking the breathtaking Old Tampa Bay. Elevated for both style and resilience, this home offers an unparalleled blend of modern finishes, airy open spaces, and serene waterfront views.Step inside to discover a

    Agent Photo

    Jay Powell

    KELLER WILLIAMS TAMPA CENTRAL

    (813) 642-7756

    406 Shore Dr W, Oldsmar, FL 34677
  • /18

    $1,900 per month

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

    152 Douglas Rd W Unit B, Oldsmar, FL 34677

    Location, Location, Location..Great Oldsmar Townhouse close to the beaches and Clearwater and St. Pete and also close to Tampa for a easy drive. This remodeled Townhome was new appliances, flooring for the new home feel. Extra storage for those who needs it. Large Utility room and even a private back yard. Both bedrooms are upstairs and a good size. All you have to do is bring your clothes

    Nick Balow BALOW REALTY

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

    $145,000 Sold Apr 22, 2025

    • 915 Sq Ft
    • $158/SF
    • 119 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    138 Hunter Lake Dr Unit F, Oldsmar, FL 34677

    Welcome to The Gardens of Forest Lakes in Oldsmar. Owner is motivated! You can rent upon purchase. The minimum lease period is 6 months. Desirable 2/2 first-floor end unit with assigned parking space. From the living room sliding glass doors go out to an open covered patio with a storage closet. Don't forget to enjoy the pond view across the way. Vinyl, bamboo, and tile flooring are featured

    Savannah Panagos BHHS FLORIDA PROPERTIES GROUP

    138 Hunter Lake Dr Unit F, Oldsmar, FL 34677
    • /44

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,090 Sq Ft

      116 Dolphin Dr S, Oldsmar, FL 34677

      116 Dolphin Dr S, Oldsmar, FL 34677
  • /75

    $415,000

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

    2013 Sunset Wind Loop, Oldsmar, FL 34677

    Welcome to the Gated Community at Bayside Terrace located in Oldsmar, FL! Built in 2019, This 3 bedroom 2 bathroom townhome boast 1,667sqft of living space, 1 car garage, community pool and the list goes on!! You are conveniently located right between Safety Harbor and Tampa with a quick drive for all of your shopping needs, restaurants, Tampa International Airport, St.Pete/Clearwater, Pinellas

    Daniel Murray THE SHOP REAL ESTATE CO.

    2013 Sunset Wind Loop, Oldsmar, FL 34677
  • /46

    $1,850 per month

    • 1 Bed
    • 1 Bath
    • 168 Sq Ft
    • House for Rent

    250 Strathmore Ave, Oldsmar, FL 34677

    Maven Mansion: Where Legends Live + Create?? Oldsmar, FL | ?? $1,850/mo | ?? Luxury Private Suite AvailableWelcome to Maven Mansion — the premier content house and event haven where high-end living meets high-impact creativity. This is more than a room — it’s your personal sanctuary and professional launchpad.?? The Suite Life Includes: ??? King or Queen

    250 Strathmore Ave, Oldsmar, FL 34677
  • /2

    $775,000 Sold Apr 21, 2025

    • Land
    • 0.64 Acre
    • $1,210,938 per Acre
    • 95 Days On Market

    710 Shore Dr E, Oldsmar, FL 34677

    Attention Investors and Buyers! If you're searching for the perfect waterfront lot, your opportunity has arrived. This property features a home that experienced first-floor water intrusion but comes with several impressive bonuses. Enjoy the convenience of an intact circular driveway, a stunning in-ground pool with surrounding pavers, a spillover spa, and fully operational pool equipment. The

    Donna Nettestad RE/MAX ACTION FIRST OF FLORIDA

    710 Shore Dr E, Oldsmar, FL 34677
    • /26

      Est $427,743 Not Listed For Sale

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

      1505 Sunset Wind Loop, Oldsmar, FL 34677

      1505 Sunset Wind Loop, Oldsmar, FL 34677
  • /35

    $475,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,056 Sq Ft

    3176 Duane Ave, Oldsmar, FL 34677

    Welcome to this spacious and inviting 4-bedroom, 2-bath home in desirable West Oldsmar! Boasting 2,056 sq ft of comfort, this residence features a thoughtfully designed split floor plan, fresh interior paint, and a grand kitchen perfect for everyday living or entertaining. Enjoy peace of mind with recent upgrades including a new roof (Nov 2023), fridge (July 2023), water heater (July 2023), and

    Susanne Jones REDFIN CORPORATION

    3176 Duane Ave, Oldsmar, FL 34677
  • /24

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 1,292 Sq Ft
    • House for Rent

    132 Arlington Ave W, Oldsmar, FL 34677

    Charming 1920's remodeled home with 2 large bedrooms, 1 bath, in the old town of Oldsmar. This home features a remodeled kitchen and bath, separate formal dining room, and large spacious living room with wood burning fireplace, wood and luxury vinyl floors. Stepping in to the home you have an extra room for office / tv or art room, a very bright and a well laid out floorplan. Extras off the

    Lisa Heberlein RE/MAX MARKETING SPECIALISTS

    132 Arlington Ave W, Oldsmar, FL 34677
  • /2

    $2,400,000 Sold Apr 17, 2025

    • 4,766 Sq Ft
    • $504/SF
    • 22 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2007

    416 Shore Dr E, Oldsmar, FL 34677

    Luxurious Waterfront Living with Unmatched Convenience.Indulge in the ultimate waterfront lifestyle with breathtaking west-facing views over Old Tampa Bay, where every evening offers a poolside seat to spectacular sunsets. This private resort-style retreat, meticulously maintained on nearly 3/4 acre lot, combines luxury, comfort, and convenience — all without the hassle of beach

    Patty Dykstra COLDWELL BANKER REALTY

    416 Shore Dr E, Oldsmar, FL 34677
    • /36

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,262 Sq Ft

      177 Dolphin Dr E, Oldsmar, FL 34677

      177 Dolphin Dr E, Oldsmar, FL 34677
  • /53

    $580,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    382 Tavernier Cir, Oldsmar, FL 34677

    Discover the perfect blend of comfort and luxury in this well appointed and beautifully remodeled 4-bedroom, 2-bathroom pool home nestled in the desirable community of The Fountains at Cypress Lakes. Step inside to be greeted by soaring ceilings and a large living space, leading seamlessly into an open floor plan designed for modern living. At the heart of the home, the updated kitchen impresses

    Linda Fleischer COLDWELL BANKER REALTY

    382 Tavernier Cir, Oldsmar, FL 34677
  • /46

    $1,850 per month

    • 1 Bed
    • 1 Bath
    • 168 Sq Ft
    • House for Rent

    250 Strathmore Ave, Oldsmar, FL 34677

    Maven Mansion: Where Legends Live + Create?? Oldsmar, FL | ?? $1,850/mo | ?? Luxury Private Suite AvailableWelcome to Maven Mansion — the premier content house and event haven where high-end living meets high-impact creativity. This is more than a room — it’s your personal sanctuary and professional launchpad.?? The Suite Life Includes: ??? King or Queen

    250 Strathmore Ave, Oldsmar, FL 34677
  • /2

    $545,000 Sold Apr 17, 2025

    • 1,621 Sq Ft
    • $336/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1993

    811 Christina Cir, Oldsmar, FL 34677

    Nestled in the highly sought-after and tranquil Bays End subdivision in Oldsmar, this exquisite three-bedroom, two-bathroom residence stands as a testament to both resilience and refined living, having remained untouched by the two hurricanes of 2024. The property is a true retreat, featuring a stunning screened-in saltwater pool that overlooks a picturesque pond and fountain, creating an idyllic

    Kathy Lorenti COLDWELL BANKER REALTY

    811 Christina Cir, Oldsmar, FL 34677
    • /15

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,386 Sq Ft

      450 Sailfish Blvd, Oldsmar, FL 34677

      450 Sailfish Blvd, Oldsmar, FL 34677

Showing Results 1 - 40, Page 1 of 18

Home Trends in Oldsmar, FL

Home Trends

Median Price (12 Mo)
$396,000
Median Single Family Price
$425,000
Median Townhouse Price
$424,900
Median 2 Bedroom Price
$179,900
Average Price Per Sq Ft
$262
Number of Homes for Sale
136
Last 12 months Home Sales
198
Months of Supply
8.20
Median List Price
$418,950
Median Discount From 1st List Price
5%
Median Home Sale Price YoY Change
4%
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