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Oldsmar Homes for Sale

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  • /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

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    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (813) 797-4705

    380 Wellington Ave, Oldsmar, FL 34677
  • /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,

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    Don Moore

    KELLER WILLIAMS REALTY- PALM H

    (813) 946-6323

    632 Lake Cypress Cir, 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

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    John Stivey

    PEOPLE FIRST REAL ESTATE LLC.

    (813) 590-5183

    301 1/2 Shore Dr E, 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

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    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (656) 221-1408

    316 Shore Dr E, 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!

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    Mandy Cassiano

    KELLER WILLIAMS SOUTH SHORE

    (656) 226-3572

    273 Countryside Key Blvd, 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

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    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (656) 219-4022

    112 Brent Cir, 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

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    Jay Powell

    KELLER WILLIAMS TAMPA CENTRAL

    (813) 642-7756

    406 Shore Dr W, 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
  • /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
  • /43

    $509,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,990 Sq Ft

    1765 Oak Pond Ct, Oldsmar, FL 34677

    Welcome home to this exquisite three-bedroom/two-bathroom home located in the highly sought-after community of East Lake Oaks. Pride of ownership is evident throughout this immaculately maintained home with many upgrades including high ceilings throughout, wood cabinets, extra-large screened lanai, private fenced backyard, open kitchen to large great room, spacious master suite, new appliances,

    Bill Christopoulos SEAN DANIEL GALARIS

    1765 Oak Pond Ct, Oldsmar, FL 34677
  • /50

    $480,000

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    1710 Hibiscus Cir N, Oldsmar, FL 34677

    Welcome Home to Your Florida Oasis! Step into this stunning 3-bedroom, 2-bath pool home located in the highly sought-after Harbor Palms community! This beautiful home offers the perfect blend of comfort and style with a spacious great room floor plan featuring a wood-burning fireplace—ideal for cozy family evenings or entertaining guests. The updated kitchen overlooks your sparkling private pool,

    Karen Smith COLDWELL BANKER REALTY

    1710 Hibiscus Cir N, Oldsmar, FL 34677
  • /18

    $569,000

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft

    818 Satinleaf Ave, Oldsmar, FL 34677

    Welcome to The Manors of Forest Lakes – Oldsmar’s Best-Kept Secret!Discover this stunning 3-bedroom, 2-bath, 2-car garage pool home nestled on a beautifully landscaped quarter-acre lot. With its perfect blend of style, comfort, and functionality, this home checks all the boxes for Florida living!From the moment you arrive, the home's great curb appeal invites you to see the inside of this gem.

    Dennis White ALEXANDROS REAL ESTATE GROUP

    818 Satinleaf Ave, Oldsmar, FL 34677
  • /22

    $580,000

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft

    819 Satinleaf Ave, Oldsmar, FL 34677

    This Oldsmar home - Manors of Forest Lakes Phase 2 is a split bedroom 3 bedroom 2 bath home is tucked away at the end of a cul-de-sac and on a desirable federal preserve bird sanctuary where deer, turkey, raccoons and birds visit you sometimes daily. The pride of ownership shines through in this home. The house has Brazilian Cherry engineered hardwood floors in the dining and living rooms. The

    Wayne Barnes KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

    819 Satinleaf Ave, Oldsmar, FL 34677
  • /48

    $565,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,623 Sq Ft

    315 Oakwood Blvd, Oldsmar, FL 34677

    THE HOME WAS NOT FLOODED IN THE STORMS! This move-in-ready, fully renovated home features four bedrooms and two bathrooms and is located in the historic Oldsmar area, just a short walk or golf cart ride from the waterfront parks of Tampa Bay. Situated on a large, quiet corner lot, the property includes an oversized two-car garage with an attached workshop, perfect for expansions or hobbies.

    Joel Mistretta RE/MAX PREFERRED

    315 Oakwood Blvd, Oldsmar, FL 34677
  • /66

    $475,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,744 Sq Ft

    303 National Orange Ave, Oldsmar, FL 34677

    Updated and charming 3-bedroom homes in Oldsmar. This high and dry home is only steps away from beautiful community parks and features NEW ROOF (2022), NEWER AC (2019), updated kitchen and bathrooms with STAINLESS STEEL APPLIANCES, SOLID WOOD CABINETS, GRANITE COUNTERS, and separate LAUNDRY ROOM. Built-in bookcases in the living room add to the overall charm of the home. A large

    Ginger Tatarzewski FUTURE HOME REALTY INC

    303 National Orange Ave, Oldsmar, FL 34677
  • /48

    $479,000

    • 4 Beds
    • 2 Baths
    • 1,523 Sq Ft

    321 Shore Dr E, Oldsmar, FL 34677

    Welcome to this beautiful Home, fully remodeled ,4-bedroom, 2 bath . Step outside to discover your private , complete with a beautiful pool perfect for enjoying sunny Florida days. BRAND NEW HURRICANE RATED WINDOWS 2024 (front windows replaced with hurricane windows in 2022) and FOUR HURRICANE RATED SLIDERS (2024) look out over the pave red deck pool area. AC (2025). This area has all "A" RATED

    Gilbert Hernandez HOMETRUST REALTY GROUP

    321 Shore Dr E, Oldsmar, FL 34677
  • /41

    $400,000

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

    602 Cabernet Way, Oldsmar, FL 34677

    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 entertaining. Kitchen overlooks family room so you won't

    Richard Forgione COLDWELL BANKER REALTY

    602 Cabernet Way, Oldsmar, FL 34677
  • /54

    $450,000

    • 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 suite

    Connie Dichtas COLDWELL BANKER REALTY

    204 Shore Dr W, Oldsmar, FL 34677
  • /40

    $450,000

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

    613 Chestnut St, Oldsmar, FL 34677

    NEW PRICE! Great Location! 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. Over-Sized Lot Is .26

    Connie Dichtas COLDWELL BANKER REALTY

    613 Chestnut St, Oldsmar, FL 34677
  • /68

    $638,900

    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft

    209 Arlington Ave E, Oldsmar, FL 34677

    Stunning High & Dry 3-Bedroom, 2-Bath Pool Home!Oversized 69X195 Elevated Lot with Elevation of 11.18 . Welcome to your dream oasis! This beautiful high and dry 3-bedroom, 2-full bath home is the perfect blend of comfort, style, and outdoor living. Nestled in Oldsmar neighborhood, this property offers everything you need for a relaxed and enjoyable lifestyle.Key Features:•Spacious Living: Enjoy

    Mark Longenecker FUTURE HOME REALTY INC

    209 Arlington Ave E, Oldsmar, FL 34677
  • /58

    $460,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft

    510 Pine Ave S, Oldsmar, FL 34677

    HIGH and DRY Stilt home on lovely fenced lot in beautiful downtown area of Oldsmar. Clean and fresh home featuring PLANTATION SHUTTERS THROUGHOUT, ROOF 2013, LOCKABLE STORM SHUTTERS, NEW CHEFS KITCHEN SINK, FAUCET & HIGH POWERED SILENT GARBAGE DISPOSAL, newly PAINTED FRONT & BACK PORCHES with ACCESS to back porch from PRIMARY BEDROOM, HIGH-END FAN IN KITCHEN, FANS IN EVERY ROOM, WHOLE HOUSE

    Ginger Tatarzewski FUTURE HOME REALTY INC

    510 Pine Ave S, Oldsmar, FL 34677
  • /24

    $397,000

    • 3 Beds
    • 2.5 Baths
    • 1,525 Sq Ft

    906 Vineyard Ln, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. This home has a 2.8% FHA assumable mortgage rate, Elegant 3-Bed, 2.5-Bath Townhome in a Gated Community – Prime Oldsmar Location!Welcome to Vineyard Lane, where style, comfort, and security come together in this beautifully designed townhome. Located in a sought-after gated community, this 3-bedroom, 2.5-bath home offers an open-concept layout with

    Michael Matthews REAL BROKER, LLC

    906 Vineyard Ln, Oldsmar, FL 34677
  • /27

    $399,000

    • 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
  • /49

    $450,000

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

    641 Bay Lake Trail, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Pool home with a lake view that did not flood nestled between the bustling metropolitan charm of Tampa and the world-renowned sugar-white sand beaches of the Gulf Coast, Oldsmar offers the perfect blend of convenience and tranquility. Each time you enter the neighborhood along Shore Dr., you're greeted by a peaceful view of Tampa Bay, setting the

    Heather Macneale HOFACKER & ASSOCIATES INC

    641 Bay Lake Trail, Oldsmar, FL 34677
  • /57

    $384,000

    • 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
  • /62

    $489,900

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    1609 Shady Oaks Dr, Oldsmar, FL 34677

    PRICE IMPROVEMENT, DON'T MISS OUT ON THIS ONE!!! Nestled in the beautiful, well-maintained community of East Lake Oaks, this charming 3 bedroom, 2 bathroom home offers both comfort & peace of mind. Remarkably, this home never lost power during either of the hurricanes in 2024, showcasing it's strong build & ideal location. Inside, you'll find a meticulously cared-for living space with modern

    Jill Majewski HOMEFRONT REALTY

    1609 Shady Oaks Dr, Oldsmar, FL 34677
  • /95

    $429,900

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

    1708 Sunset Wind Loop, Oldsmar, FL 34677

    Step into this immaculately maintained and freshly painted 3-bedroom, 2.5-bathroom townhome boasting 1,888 square feet of luxury living and top-tier builder upgrades in the exclusive gated waterfront community of Bayside Terrace on Old Tampa Bay. With its west-facing orientation, enjoy breathtaking sunsets from the infinity edge pool, community pier, and scenic outdoor recreational spaces. Enter

    Scarleth Johnson KELLER WILLIAMS REALTY- PALM H

    1708 Sunset Wind Loop, Oldsmar, FL 34677
  • /73

    $420,000

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

    102 Brent Cir, Oldsmar, FL 34677

    Seller Says Sell! We’ve just made a significant reduction in price, making this property more affordable than ever.To sweeten the deal, the seller is offering concessions to buyers! This includes options to:Buy Down Your Interest Rate: Lower your monthly payments and make homeownership more accessible.Assistance with Closing Costs: Get help with closing costs to ease your financial burden.With

    Mark Longenecker FUTURE HOME REALTY INC

    102 Brent Cir, Oldsmar, FL 34677
  • /26

    $449,900

    • 3 Beds
    • 3 Baths
    • 2,095 Sq Ft

    210 Lee St, Oldsmar, FL 34677

    Exceptional Value for Investors or Snowbirds! Discover this remarkable pool home in the heart of Oldsmar, where modern updates and timeless charm come together to create an unparalleled living experience. Priced below market value, this unfurnished property offers an incredible opportunity for savvy investors or snowbirds looking for a dream retreat in a desirable area with no HOA or CDD fees.

    Nathan Rance BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    210 Lee St, Oldsmar, FL 34677
  • /42

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,135 Sq Ft

    304 Tavernier Dr, Oldsmar, FL 34677

    Seller will consider offering closing costs or repair credits with acceptable terms.Welcome to your charming home in the peaceful Cypress Lakes community of Oldsmar! This delightful property offers 3 bedrooms, 2.5 bathrooms, and 2,135 square feet of comfortable living space. With a roof replaced in 2021 and new appliances, this home is move-in ready and full of potential.The first

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    304 Tavernier Dr, Oldsmar, FL 34677
  • /16

    $424,900

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

    2505 Arch Ave, Oldsmar, FL 34677

    Owner Financing is Available on this (Ormond Model) with all amenities in the Bayside Terrace waterfront gated community. This home has three bedrooms and 2.5 bathrooms, with w/a good-sized loft area upstairs that can be used as an office or second family room. The spacious kitchen is amazing, with an oversized kitchen island w/ breakfast bar, tons of storage w/42" upgraded cabinets, and

    Mark Ganier RE/MAX REALTEC GROUP INC

    2505 Arch Ave, Oldsmar, FL 34677
  • /23

    $424,900

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

    2503 Arch Ave Unit 139W, Oldsmar, FL 34677

    The subject property is currently offered as an investment under an annual lease at $2,950.00 monthly as of March 01, 2025. The tenant is vetted and is a Class A professional credit tenant. Owner Financing is Available on this (Ormond Model) with all amenities in the Bayside Terrace waterfront gated community. This home has three bedrooms and 2.5 bathrooms, with w/a good-sized loft area upstairs

    Mark Ganier RE/MAX REALTEC GROUP INC

    2503 Arch Ave Unit 139W, Oldsmar, FL 34677
  • /95

    $950,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 3,125 Sq Ft

    520 Lafayette Blvd, Oldsmar, FL 34677

    Wow, this beautiful home comes with and additional building that could be a private Guest house! This home is a true gem that's sure to exceed your expectations! Nestled in a Beautifully landscaped lot adorned with lush trees, it offers a tranquil and serene atmosphere. The main house boasts four bedrooms, including a convenient downstairs bedroom, and three baths. A charming guest house,

    Kelly Mothershead KELLER WILLIAMS REALTY- PALM H

    520 Lafayette Blvd, Oldsmar, FL 34677
  • /66

    $1,399,000

    • 3 Beds
    • 2 Baths
    • 2,164 Sq Ft

    826 Christina Cir, Oldsmar, FL 34677

    Coastal Elegance on Upper Tampa Bay — A Private Waterfront RetreatTucked away in one of Pinellas County’s best-kept secrets, this extraordinary Oldsmar coastal residence offers a rare blend of privacy, luxury, open water access—AND a sense of community. Elevated nearly 10 feet above the waterline, this completely remodeled 3-bedroom, 2-bath coastal haven rests on a lush .36-acre lot with 165 feet

    Lindsey Fowkes RE/MAX COLLECTIVE

    826 Christina Cir, Oldsmar, FL 34677
  • /38

    $349,999 Open Sun 1PM - 3PM

    • 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
  • /17

    $349,500

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    608 Lemonwood Dr, Oldsmar, FL 34677

    Come check out this beautiful 3/2/1 in Oldsmar! Spacious and airy with a floorplan that allows you to customize to your liking! Floor to ceiling windows in living room and 2 sets of sling glass doors off the kitchen provide tons of natural light. Freshly painted interior with tile flooring throughout the main living areas and brand new carpet in bedrooms! Kitchen cabinets have been updated and

    Hilary Provost BRANDYWINE HOMES USA

    608 Lemonwood Dr, Oldsmar, FL 34677
  • /50

    $435,000

    • 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 property has

    Jodi Avery KELLER WILLIAMS REALTY- PALM H

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

    $405,000

    • 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
  • /35

    $245,000

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

    309 Countryside Key Blvd Unit 2, Oldsmar, FL 34677

    Imagine living in a gated townhome community where the reserves and HOA handle all the big items like roof, exterior painting and landscaping and you just work on relaxing, socializing and tennis. That is Countryside Key 2-story residences and this unit is available at an unbelievable price. We've left room in the margins for you to customize your flooring and inside decor to your choices of this

    Cheryl Franzese COASTAL PROPERTIES GROUP INTERNATIONAL

    309 Countryside Key Blvd Unit 2, Oldsmar, FL 34677
  • /63

    $640,000

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

    140 Brent Cir, Oldsmar, FL 34677

    Wake up every day to sweeping, unobstructed views of Old Tampa Bay on every floor in this stunning waterfront townhome, perfectly positioned in a quiet, gated community in the heart of Oldsmar. Complete with a deeded boat slip and 10,000 lb lift, this home was designed for anyone who loves being on the water. Whether you’re heading out for a sunset cruise or enjoying coffee on the deck with the

    Mimi DeSetto COASTAL PROPERTIES GROUP INTERNATIONAL

    140 Brent Cir, Oldsmar, FL 34677

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About Oldsmar

Oldsmar is a well-established neighborhood centrally located between Clearwater and Tampa, known for its tight-knit community and slower pace of life. The area features a variety of independently owned small shops and restaurants, contributing to its hometown vibe. Spanning 10 square miles, Oldsmar includes 3 square miles of parks and trails, such as Harbor Palms Nature Park and R.E. Olds Park, which offer activities like kayaking, fishing, and playgrounds. The Oldsmar Sports Complex provides facilities for softball, soccer, and outdoor hockey, while the BMX track attracts competitive riders. Mobbly Bayou Preserve offers hiking, fishing, and zip-lining opportunities. Homes in Oldsmar range from ranch-style designs to Mediterranean-influenced architecture in planned subdivisions, with well-maintained lawns and a mix of bungalow and Craftsman influences. The neighborhood hosts annual events like Oldsmar Days and Nights and Celebrate Oldsmar, featuring live music, food vendors, and fireworks. Local dining options include Tampa Bay Brewing Company and Shaker & Peel, while grocery needs are met by Sunshine Food Mart, Publix, Walmart, and ALDI. Pinellas County Schools serve the area, with highly rated institutions such as Forest Lakes Elementary, Joseph L. Carwise Middle School, and East Lake High School. State Road 580 provides easy access to Tampa, 16 miles away, and Clearwater, just under 12 miles away. Mease Countryside Hospital is nearby, and Tampa International Airport is 11 miles from Oldsmar. The neighborhood is also home to Tampa Bay Downs, a thoroughbred horse racetrack that draws visitors for horse races, poker tournaments, and golf events.

Frequently Asked Questions

Is Oldsmar a good place to live?
Oldsmar is a good place to live. Oldsmar is considered car-dependent and somewhat bikeable. Oldsmar has 9 parks for recreational activities. It is fairly sparse in population with 3.1 people per acre and a median age of 43. The average household income is $98,306 which is above the national average. College graduates make up 35.4% of residents. A majority of residents in Oldsmar are home owners, with 27.7% of residents renting and 72.3% of residents owning their home. A local real estate agent serving Oldsmar can help you decide if this neighborhood is the right one for you. Learn more on our Oldsmar neighborhood guide.
Is Oldsmar, FL a safe neighborhood?
Oldsmar, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Oldsmar?
The median home price in Oldsmar is $419,450. If you put a 20% down payment of $83,900 and had a 30-year fixed mortgage with an interest rate of 6.76%, your estimated principal and interest payment would be $2,180 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $93K a year to afford the median home price in Oldsmar. The average household income in Oldsmar is $98K.
What are the best public schools in Oldsmar?
The best public schools that serve Oldsmar are:
What are the best private schools in Oldsmar?
The best private schools that serve Oldsmar are:
What are the most popular zip codes in Oldsmar, Oldsmar, FL?
The most popular zip codes in Oldsmar, Oldsmar, FL include 34638, 33708, 34698, 34652 and 34668.
What are the most popular neighborhoods near Oldsmar, Oldsmar, FL?
The most popular neighborhoods near Oldsmar, Oldsmar, FL are Amber Glades Estates, North Bay Hills, Forest Run Park, Countryside Woods and Countryside Northridge.

Home Trends in Oldsmar, FL

Home Trends

Median Price (12 Mo)
$397,000
Median Single Family Price
$425,000
Median Townhouse Price
$424,900
Median 2 Bedroom Price
$179,900
Average Price Per Sq Ft
$264
Number of Homes for Sale
135
Last 12 months Home Sales
199
Months of Supply
8.10
Median List Price
$419,450
Median Discount From 1st List Price
5%
Median Home Sale Price YoY Change
4%
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