26

Oldsmar, FL Homes for Sale under $800,000

Section Image Section Image
  • /100

    $625,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,258 Sq Ft

    138 Brent Cir, Oldsmar, FL 34677

    Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This

    Agent Photo

    Kathy Grams

    COASTAL PROPERTIES GROUP INTERNATIONAL

    138 Brent Cir, Oldsmar, FL 34677
  • /37

    $739,000

    $76K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,922 Sq Ft

    470 Hickorynut Ave, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. NEW PRICE. SERIOUS VALUE. Located inside the highly desirable gated community of Ardea / East Lake Woodlands, this spacious 4-bedroom, 2.5-bath residence offers an expansive 2,922 sq ft of living space on an oversized lot with peaceful water views.Step inside to soaring ceilings and an open, light-filled floor plan designed for both everyday

    Lou Tutko PARADISE LIFE REALTY

    470 Hickorynut Ave, Oldsmar, FL 34677
  • /62

    $725,000

    $124K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,711 Sq Ft

    402 Shore Dr W, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. PRICE ADJUSTMENT August 30th $33k below Zestimate. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style

    Mike Sanders HOMES BY SANDERS REALTY

    402 Shore Dr W, Oldsmar, FL 34677
  • /34

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    601 Shore Dr E, Oldsmar, FL 34677

    Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the heart of Oldsmar, offering 1,856 square feet of thoughtfully designed living space on an oversized 0.41-acre lot. Featuring a spacious floor plan with a Florida room and dedicated home office, this property provides the perfect blend of comfort and modern upgrades. This home has been extensively upgraded for peace of mind,

    Jeffrey Borham EXP REALTY LLC

    601 Shore Dr E, Oldsmar, FL 34677
  • /62

    $558,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    392 Tavernier Cir, Oldsmar, FL 34677

    BRAND NEW ROOF BEING INSTALLED. Welcome Home to this highly sought-after and well established community of The Fountains At Cypress Lakes. MOVE IN READY! Offering Privacy, serenity, and modern upgrades, this residence is a rare find. Enjoy peaceful comfortable living on the expansive screened in lanai and pool overlooking lush landscaping and stone walk-ways, towering trees, Pond, and

    Jean Rodgers RE/MAX ELITE REALTY

    392 Tavernier Cir, Oldsmar, FL 34677
  • /2

    $600,000

    $850K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft

    200 Lee St, Oldsmar, FL 34677

    This tenant occupied house can be combined for a price of $1,200,000 with the contiguous property for sale at 200 State St E. consisting of an office building and a vacant lot. Both properties have a total of 33,806 sf (MOL) land with 350 ft frontage on State St E. Both properties have an Oldsmar TCCN zoning designation (Town Center Commercial Neighborhood District). A unique and prime

    Victor Suhweil IDEAL REALTY ADVISORS, LLC

    200 Lee St, Oldsmar, FL 34677
  • /43

    $545,000

    $180K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,791 Sq Ft

    140 Brent Cir, Oldsmar, FL 34677

    Seller Motivated! Asking price is under last appraisal value. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common

    Nicci Meyer, PA FLORIDA REALTY INVESTMENTS

    140 Brent Cir, Oldsmar, FL 34677
  • /68

    $799,000

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

    1730 Captiva Dr, Oldsmar, FL 34677

    Virtually Staged. A must-see former model home in the gated Cross Pointe neighborhood of East Lake Woodlands, a premier country club community with abundant green space & optional membership amenities. This 4-bedroom, 3-bath home offers a private backyard retreat with a beautiful Pebble Tec pool & new pool cage screening, creating a perfect setting for relaxing or entertaining outdoors. The

    Cathy McCarthy RE/MAX REALTEC GROUP INC

    1730 Captiva Dr, Oldsmar, FL 34677
  • /20

    $500,000

    • Land
    • 14,810 Sq Ft
    • $1,470,588 per Acre

    311 Washington Ave, Oldsmar, FL 34677

    Virtually Staged. DOUBLE LOT!!! Rare opportunity to own a fantastic piece of land in the heart of Oldsmar, Florida! This versatile property offers subdivision potential, allowing the parcel to be divided and sold individually—ideal for builders, investors, or buyers looking to create custom homes in a growing and highly desirable area.Located near top-rated local schools, this property places

    Stacey Ward KELLER WILLIAMS REALTY- PALM HARBOR

    311 Washington Ave, Oldsmar, FL 34677
  • /58

    $524,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,844 Sq Ft

    1795 Bayhill Dr, Oldsmar, FL 34677

    This unique home exudes character and is located on a peaceful conservation lot with no rear neighbors situated within the secure, gated community of East Lake Woodlands! The minute you step inside this charming home, you'll be captivated with impressive design features such as stone accents, glass block, mirrored walls and doors that display vibrant color prints contributing to the home’s style

    Rose Brown FUTURE HOME REALTY INC

    1795 Bayhill Dr, Oldsmar, FL 34677
  • /57

    $669,000

    • 4 Beds
    • 2 Baths
    • 2,318 Sq Ft

    10 Arbor Ln, Oldsmar, FL 34677

    Beautiful 4-bedroom, 2-bathroom pool home on a corner lot with views of the 5th hole in East Lake Woodlands. Offering a desirable split-bedroom floor plan, open living areas, and a screened pool and spa, this home combines comfort, functionality, and an exceptional golf course setting. Inside, you'll find a spacious split-bedroom floor plan featuring vaulted ceilings, exposed wood beams, and an

    Julio Morales KELLER WILLIAMS REALTY- PALM HARBOR

    10 Arbor Ln, Oldsmar, FL 34677
  • /30

    $539,900

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,143 Sq Ft

    423 Cypress View Dr, Oldsmar, FL 34677

    Location! Homes in this quiet community sell quickly. 2,143 sf two story with Florida room and awesome view of the huge pond on a cul-de-sac. Roof only 3 years old. House has updated white shaker cabinet kitchen with marble-look composite countertops and backsplash, updated flooring and fresh paint throughout. Updated owner’s bathroom shower enclosure, double vanity, and garden tub. Stainless

    James Maiorano MARK SPAIN REAL ESTATE

    423 Cypress View Dr, Oldsmar, FL 34677
  • /65

    $800,000

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,058 Sq Ft

    743 Wellington Ct, Oldsmar, FL 34677

    Welcome to luxury living in the highly sought-after Wellington Estates community of Oldsmar. This stunning ENERGY STAR® certified residence offers over 3,000 square feet of thoughtfully designed living space featuring 4 bedrooms, a private den/office, 3.5 bathrooms, and an expansive bonus room that can easily serve as a media room, game room, home gym, or fourth bedroom. The home also includes a

    Tanner Tillung EXP REALTY LLC

    743 Wellington Ct, Oldsmar, FL 34677
  • /53

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,069 Sq Ft

    416 Cypress View Dr, Oldsmar, FL 34677

    Welcome home to this impeccably cared-for 4-bedroom, 2-bath, 2-car garage home tucked into a quiet Oldsmar neighborhood on a beautiful pond and conservation lot. Enjoy peaceful water views and the relaxing sound of the fountain from your backyard, while still being right in the middle of everything Tampa Bay has to offer.Inside, wood-look plank tile flows throughout the entire home, and

    Jenny Neumeyer KELLER WILLIAMS REALTY- PALM HARBOR

    416 Cypress View Dr, Oldsmar, FL 34677
  • /66

    $619,990

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,061 Sq Ft

    190 Water Oak Way, Oldsmar, FL 34677

    Experience the perfect blend of elegance, comfort, and breathtaking views in this exceptional home located in the highly desirable Woodland Estates within the gated community of East Lake Woodlands. Overlooking a serene pond and the 8th hole of the South Golf Course, this stunning residence offers the lifestyle you've always dreamed of.Step through the impressive double-door entry into a

    Leticia Dos Santos EXP Realty LLC

    190 Water Oak Way, Oldsmar, FL 34677
  • /37

    $629,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,984 Sq Ft

    859 Inverry Dr, Oldsmar, FL 34677

    Welcome to 859 Inverry Drive in the highly sought-after East Lake Woodlands community of Oldsmar! Beautifully renovated from top to bottom, this exceptional pool home combines modern updates, timeless style, and Florida living at its finest.From the moment you arrive, you'll be captivated by the home's exceptional curb appeal, mature landscaping, and inviting presence. Step inside to

    Judson VanWorp BHHS FLORIDA PROPERTIES GROUP

    859 Inverry Dr, Oldsmar, FL 34677
  • /55

    $599,000

    $31K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,423 Sq Ft

    380 Rosalind Ln, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Welcome to your private retreat in the gated community of Bay Arbor! Major Upgrades Include: New Roof (2022), New AC (2026), New Hurricane impact Windows and Doors (2024), New Screen Patio Screen Enclosure (2024), and much more! Nestled on a spacious wooded homesite, this beautifully maintained two-story home offers over 3,000 square feet of

    Mark Fazzini RE/MAX REALTEC GROUP INC

    380 Rosalind Ln, Oldsmar, FL 34677
  • /15

    $599,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,324 Sq Ft

    1745 Oak Pond Ct, Oldsmar, FL 34677

    Welcome to 1745 Oak Pond Court!Welcome to 1745 Oak Pond Court, a beautiful home located in the sought-after East Lake Oaks community. Situated on a quiet street with a premium lot, this home offers comfort, style, and numerous recent upgrades.The interior and exterior have been freshly painted, and the screened lanai has been recently updated. Some major updates include a new

    Stephen Hachey FLAT FEE MLS REALTY

    1745 Oak Pond Ct, Oldsmar, FL 34677
  • /59

    $549,998

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft

    1469 Riverdale Dr, Oldsmar, FL 34677

    PRICED TO SELL!!! Welcome to your dream home nestled in the coveted Cross Creek of Eastlake Woodlands, where tranquil living meets modern convenience! This charming 3-bedroom, 2-bathroom house is a true gem, boasting stunning water views that will take your breath away.As you step inside, you’ll be greeted by tall, soaring ceilings and a light-filled living space that seamlessly blends modern

    Phil Evans FUTURE HOME REALTY INC

    1469 Riverdale Dr, Oldsmar, FL 34677
  • /67

    $530,000

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

    158 Brent Cir, Oldsmar, FL 34677

    Endless sunsets create this picture-perfect location in Seaside Estates. Resting on the banks of Old Tampa Bay, where everyday living feels like a vacation. This townhome has 3 bedrooms, 3 bathrooms, and 1,834 square feet of thoughtfully designed living space. The main living level, high ceilings, skylights, and oversized windows frame breathtaking open-water views and unforgettable sunsets. A

    Sean Maher FLORIDA REAL ESTATE LIFESTYLES

    158 Brent Cir, Oldsmar, FL 34677
  • /46

    $514,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft

    854 Christina Cir, Oldsmar, FL 34677

    Priced to the Ridiculous!! Welcome to Bays End, a hidden gem community offering a peaceful setting with convenient access to everything the area has to offer. This well-maintained 3-bedroom, 2-bathroom home features a spacious and inviting layout. Enter to an open living room that flows into the dining area. The updated kitchen showcases beautiful cabinetry, generous storage, and plenty of

    Joseph Koebel RE/MAX REALTEC GROUP INC

    854 Christina Cir, Oldsmar, FL 34677
  • /60

    $729,900

    $55K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,652 Sq Ft

    4761 Stonebriar Dr, Oldsmar, FL 34677

    Motivated SELLER!! This is Florida luxury living at its finest in one of the area’s most desirable gated communities. Exclusive executive home located in the highly sought-after Stonebriar community within East Lake Woodlands, a desirable gated golf club community. Zoned for top-rated schools and ideally situated less than 30 minutes from Tampa International Airport and the area’s premier Gulf

    Nichole Gaytan PRIME INT'L REAL ESTATE GROUP

    4761 Stonebriar Dr, Oldsmar, FL 34677
  • /64

    $525,000

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

    119 Brent Cir, Oldsmar, FL 34677

    Are you dreaming of your own stylish urban OASIS surrounded by nature yet minutes from everywhere you want to be? Experience effortless coastal living in this exceptional waterfront townhome, perfectly designed for those who appreciate space, light and direct access to the water. Featuring two private boat slips, this residence offers a RARE opportunity to keep your vessels close and enjoy days

    Darren Booth COMPASS FLORIDA LLC

    119 Brent Cir, Oldsmar, FL 34677
  • /46

    $599,000

    • 4 Beds
    • 2 Baths
    • 2,211 Sq Ft

    550 Palmdale Dr, Oldsmar, FL 34677

    A True Find for exceptional living in the highly desirable Gated Golf Community of East Lake Woodlands! Perfectly positioned on a Private Golf Course Lot overlooking the 7th fairway of the South Course, this spacious 4-Bedroom, 2-Bath home with a Sparkling Pool and Spa offers more than 2,200 square feet of comfortable living, beautiful views and outstanding value in one of North Pinellas County’s

    Claudia Tweed COLDWELL BANKER REALTY

    550 Palmdale Dr, Oldsmar, FL 34677
  • /87

    $515,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    549 Longwood Cir, Oldsmar, FL 34677

    Welcome to your private retreat in the heart of Oldsmar. Located in the desirable Longwood community, this beautifully maintained home offers the perfect blend of comfort, charm, and Florida living. Surrounded by mature landscaping and peaceful streets, 549 Longwood Circle features spacious living areas, abundant natural light, and an inviting layout ideal for both entertaining and everyday

    Susan Kolesnikov REALTY ONE GROUP MVP

    549 Longwood Cir, Oldsmar, FL 34677
  • /75

    $719,000

    • 4 Beds
    • 2 Baths
    • 2,584 Sq Ft

    80 Foxfire Ln, Oldsmar, FL 34677

    Tucked away in the highly desirable gated community of East Lake Woodlands, this one-of-a-kind 4-bedroom, 2-bath waterfront retreat offers a rare opportunity to experience the timeless beauty of Old Florida. With an extraordinary 180-degree view of lush natural surroundings and a tranquil waterway, this private setting feels like a world of its own—where trees, abundant wildlife, and peaceful

    Stephanie Hensley RE/MAX REALTEC GROUP INC

    80 Foxfire Ln, Oldsmar, FL 34677

Home Price Trends

Median Sale Price
$382,000
Median Single Family Sale Price
$515,000
Median Townhouse Sale Price
$429,500
Median 2 Bedroom Sale Price
$218,000
Median 1 Bedroom Sale Price
$167,000
Average Price Per Sq Ft
$245
Number of Homes for Sale
144
Last 12 months Home Sales
384
Months of Supply
4.50
Median List Price
$399,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home