29

Oldsmar, FL Homes for Sale under $500,000

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  • /43

    $425,000

    • 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
  • /62

    $450,000

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

    1292 Clays Trail Unit 1404, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Welcome to Laurel Oaks in the sought after East Lake Woodlands Country Club, and make this spacious and beautifully updated 3-bedroom, 2.5-bath, 1 car garage two-story townhome your new home. Perfectly blending comfort, style, and functionality, the heart of the home is the modern kitchen featuring stainless steel appliances, granite countertops,

    Roger Fruits HOMEFRONT REALTY

    1292 Clays Trail Unit 1404, Oldsmar, FL 34677
  • /26

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    3087 Duane Ave, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Welcome to this charming three-bedroom, two-bathroom home in the heart of Oldsmar, offering modern updates, energy efficiency, and plenty of outdoor space. Set on a spacious .3-acre fenced and gated lot, this property is perfect for those who love both comfort and functionality. Major updates include a 2022 metal roof, 2024 AC and water heater, and

    Robert Paolini EXP REALTY LLC

    3087 Duane Ave, Oldsmar, FL 34677
  • /38

    $469,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    887 Lucas Ln, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Tucked away in the gated community of Hunters Trail at East Lake Woodlands, this villa offers an upgraded living experience in one of Oldsmar’s most desirable golf course neighborhoods. The 3-bedroom, 2-bath layout feels open and inviting, with every room refreshed for today’s lifestyle- from the sleek luxury vinyl floors and updated kitchen

    Marianne Knowles LIPPLY REAL ESTATE

    887 Lucas Ln, Oldsmar, FL 34677
  • /70

    $450,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    311 Shore Dr E, Oldsmar, FL 34677

    ** FINANCING SPECIAL ** WITH OUR APPROVED LENDER, SELLER AND LENDER WILL COVER BUYER CLOSING COSTS AND BUY DOWN THE INTEREST RATE (2% lower than market rate available) ALSO THE SELLERS will contribute by covering your Flood Insurance for 7 months! Waterfront Luxury Meets Complete Modern Renovation in this Gem in East Lake High School Zone! Imagine living where the world comes to vacation!

    Maria Crespo EXP REALTY LLC

    311 Shore Dr E, Oldsmar, FL 34677
  • /10

    $449,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    347 Country Club Dr, Oldsmar, FL 34677

    "Move-In Ready"... Beautifully and Completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with

    Frank Fundora PEOPLE'S CHOICE REALTY SVC LLC

    347 Country Club Dr, Oldsmar, FL 34677
  • /24

    $445,000

    • 3 Beds
    • 3 Baths
    • 2,094 Sq Ft

    210 Lee St, Oldsmar, FL 34677

    PERFECT FOR ENTERTAINING!!! Beautiful 2000+ sq/ft, 3 bedroom, 3 bathroom, pool home in the heart of Oldsmar. This house has tons of upgrades including a newer roof, A/C, and solar panels (all installed in 2020), as well as a complete cosmetic make over with a beautiful new kitchen and 3 updated bathrooms. The main living area of this home features a large dining area, a beautiful brand new

    Kevin Schulz BHHS FLORIDA PROPERTIES GROUP

    210 Lee St, Oldsmar, FL 34677
  • /67

    $450,000

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

    303 National Orange Ave, Oldsmar, FL 34677

    PRICE ADJUSTMENT ON THIS WONDERFUL HOME! 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

    Ginger Tatarzewski FUTURE HOME REALTY INC

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

    $465,000

    • 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. And step outside to your beautiful private pool including a fully screened, brick patio for enjoying sunny Florida days. BRAND NEW HURRICANE RATED WINDOWS 2024 (front windows replaced with hurricane windows in 2022) and HURRICANE RATED SLIDING DOORS (2024).AC (2025). This area has all "A" RATED SCHOOLS! Located Centrally in North

    Gilbert Hernandez HOMETRUST REALTY GROUP

    321 Shore Dr E, Oldsmar, FL 34677
  • /3

    $500,000

    • Land
    • 0.55 Acre
    • $909,091 per Acre

    300 Douglas Rd W, Oldsmar, FL 34677

    Manufactured home on lot. Please contact listing agent with questions

    Shantrice Tinson LPT REALTY, LLC

    300 Douglas Rd W, Oldsmar, FL 34677
  • /84

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft

    646 Timber Bay Cir W, Oldsmar, FL 34677

    LOVE WHERE YOU LIVE - ONE STORY POOL HOME! Welcome to this MOVE IN READY 3 bedroom, 2 remodeled bathroom, 2 car attached garage split floor plan featuring 1554 ft.2 located in the beautiful City of Oldsmar. This home will not disappoint. It is the perfect blend of comfort and Florida living. Just inside the front door is the living room highlighted with plantation shutters and tile floors that

    Sue Salm RE/MAX CHAMPIONS

    646 Timber Bay Cir W, Oldsmar, FL 34677
  • /54

    $489,900 Open Sat 12PM - 2PM

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

    2007 Palm Key Ave, Oldsmar, FL 34677

    Waterfront Living at Its Finest!Step into the pinnacle of waterfront living with this stunning 3-bedroom, 2.5-bath townhome overlooking the shimmering expanse of Tampa Bay. Built in 2018 and impeccably upgraded, this modern coastal retreat blends luxury, comfort, and high-end design within a beautiful gated community packed with resort-style amenities. Enter into a spacious open-concept

    Serina Konomos BHHS FLORIDA PROPERTIES GROUP

    2007 Palm Key Ave, Oldsmar, FL 34677
  • /61

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft

    603 Shore Dr E, Oldsmar, FL 34677

    This exceptional 3-bedroom, 2-bathroom pool home, nestled in the heart of Oldsmar and Tampa Bay, epitomizes the true Florida lifestyle and has been fully updated with a brand-new kitchen, completely renovated bathrooms, new AC system, fresh interior & exterior paint, and modern finishes throughout. Boasting an oversized driveway with room for RVs, boats, and multiple cars, the property offers a

    Warren Ring RE/MAX ALLIANCE GROUP

    603 Shore Dr E, Oldsmar, FL 34677
  • /32

    $425,000

    • 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 private garage, perfectly set 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 sunroom, expanding your living area

    Marcy Daniels COLDWELL BANKER REALTY

    271 Hemingway Dr, Oldsmar, FL 34677
  • /24

    $490,000

    • 3 Beds
    • 1 Bath
    • 1,308 Sq Ft

    501 Washington Ave, Oldsmar, FL 34677

    Charming Spanish-Style Home in Historic Oldsmar Welcome to 501 Washington Ave, a beautiful residence nestled in one of Oldsmar’s most historic neighborhoods. This unique property blends vintage character with modern comfort, offering timeless appeal and move-in convenience. Featuring authentic historic windows and classic Spanish-style architecture, this home radiates warmth and charm. The

    Tommie Everill Peacock BHHS FLORIDA PROPERTIES GROUP

    501 Washington Ave, Oldsmar, FL 34677
  • /67

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    4831 Pebble Brook Dr, Oldsmar, FL 34677

    Walk up as you take in the lush landscape and brick paved front porch; Step inside this lovely home in the highly sought-after East Lake Woodlands neighborhood of Cross Creek and be immediately impressed by its open and inviting layout. Interior highlights include light & bright kitchen with white raised-panel cabinetry, double stainless-steel sink, large pantry with built-in shelving, and cozy

    Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

    4831 Pebble Brook Dr, Oldsmar, FL 34677
  • /25

    $435,000

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

    1505 Sunset Wind Loop, Oldsmar, FL 34677

    Beautiful Key West style, Waterfront Gated Community of BAYSIDE TERRACE has RESORT STYLE AMENITIES including a dock (kayak or canoe launch area) to catch those rays or enjoy the amazing Florida sunsets. Waterside Infinity Heated Saltwater Pool with covered Pavilion overlooking calm Water Views, Cabana, Two BBQ Grills, Gas Fire-Pit, Fitness Center, Clubhouse and more! Upon entering this

    Steven Koleno BEYCOME OF FLORIDA LLC

    1505 Sunset Wind Loop, Oldsmar, FL 34677
  • /71

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    406 Jefferson Ave S, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. If you’ve been dreaming of that perfect blend of historic charm and modern updates... welcome home! This beautifully restored 1920s Craftsman-style home, situated on a 1/4 acre lot, in the heart of Oldsmar. Brings all the character you’re craving, without the hassle of a full renovation.Greeted by fresh exterior paint, updated landscaping,

    Kelsi Ward SOUTHERN LIFE REALTY

    406 Jefferson Ave S, Oldsmar, FL 34677
  • /29

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft

    333 Tavernier Dr, Oldsmar, FL 34677

    Discover your own slice of Florida paradise with this charming three-bedroom, two-bathroom home, perfectly situated in the highly sought-after community of The Fountains at Cypress Lakes in Oldsmar. Boasting a private, sparkling in-ground pool, this beautiful home is conveniently in walking distance of the local elementary school, and easy access to local shops, restaurants, local airports and

    Karen Daley SMITH & ASSOCIATES REAL ESTATE

    333 Tavernier Dr, Oldsmar, FL 34677
  • /46

    $499,990

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    317 Shore Dr E, Oldsmar, FL 34677

    Stunning Tampa Bay Views in Prime Oldsmar Location – Updated & Move-In Ready!Enjoy breathtaking views of Tampa Bay from this elevated single-family home, perfectly situated in one of Oldsmar’s most desirable neighborhoods. Just steps from waterfront parks and nature trails, this 3-bedroom, 2-bath split-level home offers the ideal combination of comfort, location, and peace of

    Charles Kelly ADAMS, CAMERON & CO., REALTORS

    317 Shore Dr E, Oldsmar, FL 34677
  • /19

    $419,000

    • 4 Beds
    • 2 Baths
    • 1,618 Sq Ft

    1814 Driftwood Cir S, Oldsmar, FL 34677

    Pride of Ownership best describes this 4 bedroom with Living room PLUS Family Room and HUGE backyard!!! A must see all 4 bedrooms are larger in size!BEST OF ALL FLOOD INSURANCE IS ASSUMABLE TO NEW OWNER FOR BIG SAVINGS and NO past hurricane damage. From the moment you approach this home you will notice the pride of ownership down to every detail from flooring to paint ,ceiling fans

    Nicole Smith-Pellegatti RMS ELITE PROPERTIES

    1814 Driftwood Cir S, Oldsmar, FL 34677
  • /24

    $497,000

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

    115 Brent Cir, Oldsmar, FL 34677

    Interest rates are coming down - BUY NOW before property prices increase. Motivated Seller (Retired Real Estate professional) offering this 3 bedroom, 3-bathroom waterfront gem at a LOWER THAN AVERAGE PRICE in the esteemed gated community of Seaside Estates. Enjoy breathtaking views of Old Tampa Bay with DEEDED BOAT DOCK right outside your patio door. Step into this spacious 1,834 sq ft haven

    Camilo Perez HOME SOLD REALTY LLC

    115 Brent Cir, Oldsmar, FL 34677
  • /31

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    30 Tads Trail, Oldsmar, FL 34677

    Move in ready corner unit villa in desirable Eastlake woodlands gated community. All the work has been done for you with MANY upgrades including BRAND NEW kitchen, vinyl floors, plantation shutters, BOTH bathrooms completely redone, walls taken down to open the space up AND MORE! Enjoy pond view from large screened in lanai, grill out in vinyl fenced front patio just beyond the sliding doors of

    Sydney Klehm REAL BROKER, LLC

    30 Tads Trail, Oldsmar, FL 34677
  • /36

    $434,900

    • 4 Beds
    • 2 Baths
    • 1,658 Sq Ft

    502 Timber Bay Cir E, Oldsmar, FL 34677

    Welcome to this stunningly spacious and well-maintained pool home nestled in one of the most sought-after neighborhoods of Oldsmar! This home offers a perfect blend of comfort, style, and practicality, making it ideal for those looking for a peaceful retreat. The floor plan opens to a large living room that is filled with natural light, perfect for entertaining, while the modern kitchen boasts

    Taylor Cresswell SELLSTATE LEGACY REALTY

    502 Timber Bay Cir E, Oldsmar, FL 34677
  • /38

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    934 Lucas Ln, Oldsmar, FL 34677

    Location! Location! Lovely 3 bedroom 2 bath villa style single family home with atttached 2 car garage. Very well maintained community ideally located in the East Lake Woodlands, a large residential community which boasts top rated schools. Updated highly functional kitchen with eating area has wood cabinetry, solid surface counter tops and stainless steel appliances. Vaulted ceilings in the

    Michele Burns COLDWELL BANKER REALTY

    934 Lucas Ln, Oldsmar, FL 34677
  • /49

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft

    235 Woodridge Cir, Oldsmar, FL 34677

    Owner reduced for fast sale. Bring offers. Don't pass this up. Reduced for fast sale. BEAUTIFUL SECLUDED WOODRIDGE GREEN VILLA in East Lake Woodlands. This 3 bedroom END UNIT VILLA overlooking Golf Course and provides lots of privacy. Open and Spacious living. High vaulted towering ceilings and windows with lots of natural light beaming in all the rooms. Large kitchen with lots of

    Jean Rodgers RE/MAX ELITE REALTY

    235 Woodridge Cir, Oldsmar, FL 34677
  • /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

    Michele Davis ALIGN RIGHT REALTY SOUTH SHORE

    370 S Woodlands Dr, Oldsmar, FL 34677
  • /41

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 1,928 Sq Ft

    1608 Sunset Wind Loop, Oldsmar, FL 34677

    **This home has over $90,000 in upgrades and has experienced NO flooding or water issues ever!** Don’t miss this incredible opportunity—Situated on Old Tampa Bay, this waterfront and sought out gated community provides the best location for travel to Tampa, St Pete or our Gulf Beaches! Curb appeal draws you in, and once you step inside, you discover an open and inviting layout with high ceilings,

    Nicole DiSabato Harmon RE/MAX REALTEC GROUP INC

    1608 Sunset Wind Loop, Oldsmar, FL 34677
  • /12

    $419,000

    • 2 Beds
    • 2 Baths
    • 1,666 Sq Ft

    1404 Woodstream Dr, Oldsmar, FL 34677

    Significant Reduction of $28K. ...Great Value! Welcome to your dream home located in Cross Creek, a community within the Gates of East Lake Woodlands. We have a nice 2 bedroom, 2 bathroom + Den/home office. The Den/home office can easily be converted to a third bedroom. We have a very reasonable bid to make Den a 3rd bedroom. We can share that bid with a buyer if they choose to add a 3rd bedroom.

    Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

    1404 Woodstream Dr, Oldsmar, FL 34677

Home Trends in Oldsmar, FL

Housing Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$375,000
Median 2 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$259
Number of Homes for Sale
95
Last 12 months Home Sales
209
Months of Supply
5.50
Median List Price
$409,900
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-10%
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