30

Oldsmar Homes under $400,000

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  • /51

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,686 Sq Ft

    1800 Mapleleaf Blvd, Oldsmar, FL 34677

    Move-In Ready & Packed with Upgrades! This beautifully updated 3-bedroom, 2-bathroom home offers modern living with style and function. Featuring a split floor plan with luxury vinyl plank flooring throughout, the home boasts a brand-new kitchen complete with quartz countertops, modern cabinetry, stylish backsplash, and stainless steel appliances—all open to the living and dining areas for

    Heather Viviano RE/MAX REALTEC GROUP INC

    1800 Mapleleaf Blvd, Oldsmar, FL 34677
  • /16

    $399,900

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

    1701 Hibiscus Cir S, Oldsmar, FL 34677

    Discover this charming single-story 3-bedroom, 3-bath home featuring a spacious open floor plan and fresh interior paint throughout. The kitchen seamlessly flows into the inviting family living space and is equipped with stainless steel appliances, including a microwave, range, and dishwasher—perfect for entertaining or everyday living. Enjoy the comfort and versatility of the enclosed back

    Robert Jones OFFERPAD BROKERAGE FL, LLC

    1701 Hibiscus Cir S, Oldsmar, FL 34677
  • /50

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 1,442 Sq Ft

    503 Chestnut St S, Oldsmar, FL 34677

    OPPORTUNITY KNOCKS In this POTENTIAL-FILLED 4 BEDROOM 2.5 BATH- PRIME TAMPA BAY LOCATION!Rare opportunity in sought-after Tampa Bay location just ONE BLOCK from beautiful waterfront and R.E. Olds Park! This spacious multi-level home offers tremendous potential for the right buyer with vision. Featuring four bedrooms, 2.5 baths, and an impressive 3-car garage with workshop space, this

    Jodi Avery KELLER WILLIAMS REALTY- PALM H

    503 Chestnut St S, Oldsmar, FL 34677
  • /46

    $389,900

    • 4 Beds
    • 2 Baths
    • 1,288 Sq Ft

    324 Country Club Dr, Oldsmar, FL 34677

    Home Renovated to Perfection!**Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity.- **4 spacious rooms**: Ideal for the comfort of the whole family.- **2 completely renovated bathrooms**: With modern and elegant finishes.- **Large kitchen**: With new

    Aime Alfonso FRIENDS REALTY LLC

    324 Country Club Dr, Oldsmar, FL 34677
  • /43

    $373,000

    • 3 Beds
    • 2 Baths
    • 1,539 Sq Ft

    503 Tangerine Dr, Oldsmar, FL 34677

    PRICED TO SELL!!! THIS HOUSE STOOD STRONG! WAS NOT DAMAGED DURING HURRICANE! NO WATER INTRUSION! Discover this lovely, freshly painted, 3-bedroom, 2-bath home in the beautiful city of Oldsmar. Situated on a quiet street in a great neighborhood with NO HOA or CDD, this home has something to offer to any type of buyer whether you are looking to invest, downsizing or buying your first home. Through

    Gouzel Kash KASH REALTY

    503 Tangerine Dr, Oldsmar, FL 34677
  • /60

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft

    403 Saint Petersburg Dr W, Oldsmar, FL 34677

    LOCATION LOCATION LOCATION----OWNER SAYS !NEW ROOF POSSIBLE AT CLOSING---- 3 BED 2 BATH. HOME CLOSE TO EVERYTHING INCLUDING BEACHES, RESTAURANTS, PARKS, AIRPORTS, SHOPPING. THIS 3 BED 2 BATH HOME HAS A FULLY OPEN FLOOR PLAN MODERN LIGHTING THROUGHOUT. HUGE CENTER ISLAND. KITCHEN COMPLETE WITH ALL STAINLESS STEEL APPLIANCES. COOKTOP STOVE. OVERHEAD VENTING ABOVE ISLAND. OUTSIDE BOASTS SCREENED

    John Fountain DALTON WADE INC

    403 Saint Petersburg Dr W, Oldsmar, FL 34677
  • /54

    $380,000

    • 3 Beds
    • 2 Baths
    • 1,374 Sq Ft

    204 Shore Dr W, Oldsmar, FL 34677

    **NEW PRICE!**Prime Oldsmar Location! This 3-bedroom, 2-bath, 1-car garage home sits on a spacious quarter-acre corner lot directly across from scenic R.E. Olds Park, offering water views, walking trails, playgrounds, fishing pier, picnic shelters, volleyball court, amphitheater, lots of events, and dog area. With a smart split-bedroom layout, this home features generous room sizes, a primary

    Connie Dichtas COLDWELL BANKER REALTY

    204 Shore Dr W, Oldsmar, FL 34677
  • /33

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    602 Timber Bay Cir W, Oldsmar, FL 34677

    Welcome to this Charming 3-bedroom / 2-bathroom / 2-Car Garage, Located in the Highly Desirable City of Oldsmar. As you step inside, you'll be greeted by a spacious open concept family room and dining room, creating a bright and inviting atmosphere. The kitchen, is appointed with Shaker Style Cabinets, Granite Counters, and Stainless Steel conveniently situated off the dining room, offers a

    Khristian Marcotrigiano 54 REALTY LLC

    602 Timber Bay Cir W, Oldsmar, FL 34677
  • /48

    $369,900

    • 2 Beds
    • 2.5 Baths
    • 1,360 Sq Ft

    1712 Azalea Ct Unit A, Oldsmar, FL 34677

    Welcome to 1712 Azalea Court A in the heart of Oldsmar — a hidden gem just minutes from world-class beaches, top-rated golf courses, and some of the best attractions Tampa Bay has! This beautifully maintained home offers the perfect blend of comfort and convenience, nestled on a quiet cul-de-sac with no rear neighbors. Whether you’re looking for a full-time residence, vacation home, or

    Bert Calebro CALEBRO & ASSOCIATES

    1712 Azalea Ct Unit A, Oldsmar, FL 34677
  • /38

    $339,900

    • 2 Beds
    • 2 Baths
    • 1,187 Sq Ft

    1712 Azalea Ct Unit B, Oldsmar, FL 34677

    Welcome to 1712 Azalea Court B in the heart of Oldsmar — a hidden gem just minutes from world-class beaches, top-rated golf courses, and some of the best attractions Tampa Bay has! This beautifully maintained home offers the perfect blend of comfort and convenience, nestled on a quiet cul-de-sac with no rear neighbors. Whether you’re looking for a full-time residence, vacation home, or

    Bert Calebro CALEBRO & ASSOCIATES

    1712 Azalea Ct Unit B, Oldsmar, FL 34677
  • /5

    $345,000

    • 2 Beds
    • 2 Baths
    • 1,166 Sq Ft

    402 Evergreen Dr, Oldsmar, FL 34677

    NO HOA or CDD. Park your boat and have room for guests because this property has 2 driveways! Ample 2 Car Garage can hold a full sized truck plus an automobile. Inside this well Maintained 2BR 2Bath residence, you'll find two master suites with walk-in closets. The bedrooms are split by a huge gathering room with dining room and kitchen and patio only steps away. AC new in 2023, new vanities

    Lauren Bishop KEYSTONE ARBOR REALTY FL LLC

    402 Evergreen Dr, Oldsmar, FL 34677
  • /22

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft

    106 Cutlass Way, Oldsmar, FL 34677

    Fully updated and move-in ready 3-bedroom, 2.5-bath townhome in highly desirable Hayes Park Village. Built in 2016, this home offers modern finishes throughout, including luxury plank vinyl flooring, updated bathrooms, granite countertops, stainless steel appliances, and wood cabinetry. Crown molding adds an elegant touch to the downstairs living area, while modern lighting and ceiling fans are

    Rachel Mayhew RE/MAX CHAMPIONS

    106 Cutlass Way, Oldsmar, FL 34677
  • /27

    $369,000

    • Land
    • 0.91 Acre
    • $405,495 per Acre

    0 Strathmore Ave, Oldsmar, FL 34677

    Discover the potential of this rare, untouched piece of land located in the heart of charming Oldsmar. Whether you're planning to build your forever home or exploring investment opportunities—like developing rental properties—this lot offers incredible flexibility.With just under an acre to work with and no HOA restrictions, you're free to bring your vision to life without limitations. The

    Jurandir Alves ALIGN RIGHT REALTY CARROLLWOOD

    0 Strathmore Ave, Oldsmar, FL 34677
  • /36

    $314,900

    • 2 Beds
    • 2.5 Baths
    • 1,556 Sq Ft

    1809 Chinaberry Dr, Oldsmar, FL 34677

    Beautiful move-in ready home in the Heart of Oldsmar. Step inside and enjoy the pride of ownership and the Upgraded Wood Look Porcelain Plank Tile Floor that flows seamlessly throughout the entire home. The front sitting area has abundant natural light with a large front window. The functional open floor plan leads to the stylish galley kitchen featuring custom kitchen cabinets and granite

    Martha Loss RE/MAX COLLECTIVE

    1809 Chinaberry Dr, Oldsmar, FL 34677
  • /35

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,473 Sq Ft

    520 Canal Way, Oldsmar, FL 34677

    Welcome to 520 Canal Way in Gull-Aire Village, a welcoming 55+ golf cart and pet-friendly community in the heart of Oldsmar. This 3-bedroom, 2-bath home is situated on a serene canal view lot and offers the perfect blend of comfort, convenience, and Florida charm.Inside, you'll find a bright and spacious living area, a functional kitchen with plenty of cabinet space, and a screened Florida room

    Brian Baker REALTY ONE GROUP BEYOND

    520 Canal Way, Oldsmar, FL 34677
  • /41

    $339,999

    • 3 Beds
    • 2 Baths
    • 1,477 Sq Ft

    315 Shore Dr E, Oldsmar, FL 34677

    Cozy 3 Bedroom home sits across from the Picturesque view of Tampa Bay. This home has double paneled hurricane rated windows. A indoor laundry room. 3 sheds in the backyard, stone tile firepit, stone bench. 2 double gated entrances on each side of the house, for boats or trailers. Beautiful back yard patio with retractable awning. All the interior walls have been demoed mid way. City of

    Lynette Hensley CENTURY 21 COASTAL ALLIANCE

    315 Shore Dr E, Oldsmar, FL 34677
  • /24

    $359,900

    • 4 Beds
    • 2 Baths
    • 1,432 Sq Ft

    1915 Peppertree Dr, Oldsmar, FL 34677

    GREAT OLDSMAR HOME 4 BEDROOMS, 2 BATHROOMS, 2 CAR GARAGE FENCED IN BACK YARD. NO HOA AND NO FLOOD ZONE. UPDATED KITCHEN WITH GRANITE AND NEWER STAINLESS-STEEL APPLIANCES. GREAT SIZE MASTER BEDROOM WITH 2 CLOSETS AND ENSUITE BATH. LARGE FAMILY ROOM WITH HIGH CEILINGS AND LOTS OF NATURAL LIGHT LEADING OUTSIDE TO THE FENCED IN LARGE BACK YARD AREA. WONDERFUL NEIGHBORHOOD THAT IS CLOSE TO

    Richard Asmo FUTURE HOME REALTY INC

    1915 Peppertree Dr, Oldsmar, FL 34677
  • /25

    $380,000

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

    602 Cabernet Way, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Come see this beautiful well maintained home with gorgeous tile throughout the main floor. The well laid out kitchen is a cooks delight, boasting 42 inch cabinets all with a rich espresso finish, granite countertops, stainless steel GE appliances and a walk in pantry. Center Island with granite top provides extra space for meal prep when

    Richard Forgione COLDWELL BANKER REALTY

    602 Cabernet Way, Oldsmar, FL 34677
  • /40

    $390,000

    • 5 Beds
    • 4 Baths
    • 2,572 Sq Ft

    613 Chestnut St, Oldsmar, FL 34677

    **NEW PRICE!**Great Location! HUGE LOT! Fixer-upper with Lots of Potential! 3 Living Spaces - Income Producing Property. The Second Floor is the Main House with 3 Bedrooms and 2 Baths. The First Floor Can Be Used as Two Rentals or multi-generational living. Can Be Used As a Short Term Rental. This Property is with Beautiful Views of The Park and Tampa Bay from The Front Upstairs Balcony.

    Connie Dichtas COLDWELL BANKER REALTY

    613 Chestnut St, Oldsmar, FL 34677
  • /9

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft

    1809 Driftwood Cir N, Oldsmar, FL 34677

    Take a look today and see if this will be your new home! Step inside to find 3 bedrooms, 2 baths, a separate dining room, a large kitchen, and new flooring, situated on a nice fenced yard. Buyer to verify all room sizes and leasing restrictions.

    William Stover AROUND THE BAY REALTY

    1809 Driftwood Cir N, Oldsmar, FL 34677
  • /27

    $389,000

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

    1010 Mango Ct, Oldsmar, FL 34677

    Welcome to Bayside Terrace, a prestigious gated waterfront community offering Key West-style living near the iconic Safety Harbor Bridge This serene neighborhood is designed for relaxation and coastal luxury, with amenities that create the ultimate retreat. Inside your home, this delightful 3 bedroom, 2.5 bath 1 car townhome offers modern elegance. Features include plantation shutters, sleek

    Rene Mailaender RE/MAX REALTEC GROUP INC

    1010 Mango Ct, Oldsmar, FL 34677
  • /40

    $329,000

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    337 Shore Dr E, Oldsmar, FL 34677

    Charming 3-Bedroom Home with Modern Updates & Prime LocationNestled in the heart of historic Oldsmar, this delightful 3-bedroom, 2-bath home sits just across from the picturesque Tampa Bay. Enjoy peace of mind with HURRICANE RATED WINDOWS THROUGHOUT, , a BRAND NEW A/C (2024), and MODERNIZED KITCHEN (2025) featuring ALL NEW APPLIANCES, CABINETS and GARBAGE DISPOSAL. The home also boasts a

    Ginger Tatarzewski FUTURE HOME REALTY INC

    337 Shore Dr E, Oldsmar, FL 34677
  • /25

    $369,999

    • 3 Beds
    • 2 Baths
    • 1,255 Sq Ft

    163 Dolphin Dr E, Oldsmar, FL 34677

    Presenting a stunningly renovated beauty in Gull-Aire Village, a sought after 55+ golf cart and pet-friendly community on the north shores of Tampa Bay! If you're searching for your piece of Floridian paradise where no expense was spared for modernized living, then look no further! This wide open floor plan home will be sure to impress with EXQUISITE UPDATES and tons of fun bells and whistles.

    Micaela Morenz, PA BLAKE REAL ESTATE INC

    163 Dolphin Dr E, Oldsmar, FL 34677
  • /11

    $350,000

    • Land
    • 0.35 Acre
    • $1,000,000 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

    John Blaeser BHHS FLORIDA PROPERTIES GROUP

    505 Federal St, Oldsmar, FL 34677
  • /57

    $371,000

    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    284 Hemingway Dr, Oldsmar, FL 34677

    This end-unit townhome offers a private, fenced backyard and picturesque pond views from the screened porch. The primary bedroom is conveniently located on the main floor and features a spacious walk-in closet, a double sink vanity, and a walk-in shower. Upstairs, two bedrooms are separated by a full bathroom.The kitchen boasts ample cabinet and counter space, complemented by newer quartz

    James Mcpeak MCPEAK REALTY GROUP INC

    284 Hemingway Dr, Oldsmar, FL 34677
  • /29

    $345,000

    • 3 Beds
    • 1 Bath
    • 1,583 Sq Ft

    415 Maplewood Cir, Oldsmar, FL 34677

    Are you looking for a fabulous home at the end of a cul-de-sac with a large fenced yard? This adorable Oldsmar 3 bedroom, 1 full bath home is ready for you to move in and make it your own! As you enter you find the open concept living and dining room combination and access to the largest bedroom to the left. You then continue into the kitchen with granite countertops and stainless steel

    Caitlin Jones DALTON WADE INC

    415 Maplewood Cir, Oldsmar, FL 34677
  • /30

    $329,900

    • Land
    • 0.53 Acre
    • $622,453 per Acre

    00 Phoenix Ave, Oldsmar, FL 34677

    Looking to build your dream home! Looking to build your Florida lifestyle! This enormous corner home site is where you begin! Over haf an acre, in an old-style Florida community in the heart of Oldsmar. Design, create and construct your custom home on this picturesque lot, add the perfect pool and still have plenty of room to play and enjoy the land. This opportunity is located across from the

    Nancy Leslie RE/MAX REALTEC GROUP INC

    00 Phoenix Ave, Oldsmar, FL 34677
  • /36

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    102 Shoreview Ln, Oldsmar, FL 34677

    No water damage! High & Dry!!!Charming 3-Bedroom Home with Pool on Corner Lot! Welcome to your dream home! This move-in ready 3-bedroom, 2-bathroom house is situated on a desirable corner lot, just a block away from Tampa Bay. Enjoy peace of mind with a new roof, new central heat and air system, and a new garage door. The modern kitchen boasts brand-new appliances, perfect for culinary

    Stephen Kepler ENGEL & VOLKERS BELLEAIR

    102 Shoreview Ln, Oldsmar, FL 34677
  • /13

    $399,000

    • Land
    • 1.16 Acres
    • $343,966 per Acre

    000 Strathmore Ave, Oldsmar, FL 34677

    This land can also be sold as a package deal with house and parcel next door, listing ID T3540379. Discover the perfect canvas for your dream estate on this rare and expansive vacant lot located in the heart of Oldsmar, FL. Nestled within a lush, wooded area, this extraordinary property spans over an acre of high and dry land, providing a serene and private setting for your custom-built luxury

    Audra Donaldson KELLER WILLIAMS SOUTH TAMPA

    000 Strathmore Ave, Oldsmar, FL 34677
  • /20

    $320,000

    • Land
    • 0.55 Acre
    • $581,818 per Acre

    0 St Petersburg Dr Unit U8068220, Oldsmar, FL 34677

    FANTASTIC NEW PRICE POINT!!! OUTSTANDING OPPORTUNITY FOR DEVELOPERS! Commercial acreage (0.55 acres) located in the TCCN district of growing downtown Oldsmar! Ground drainage already in place! One block from APPROVED new project of theater/convention space , retail and residential mixed use development that will be breaking ground soon! One block from the Galleria mixed use building and the

    Ginger Tatarzewski FUTURE HOME REALTY INC

    0 St Petersburg Dr Unit U8068220, Oldsmar, FL 34677

Home Trends in Oldsmar, FL

Housing Trends

Median Sale Price
$397,000
Median Single Family Sale Price
$439,000
Median Townhouse Sale Price
$415,000
Median 2 Bedroom Sale Price
$176,950
Average Price Per Sq Ft
$263
Number of Homes for Sale
112
Last 12 months Home Sales
203
Months of Supply
6.60
Median List Price
$425,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
2%
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