24

Oldsmar, FL Homes for Sale under $500,000

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  • /45

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    2313 Sunset Wind Loop, Oldsmar, FL 34677

    Experience coastal luxury and step into a lifestyle of refinement in this stunning 3-bedroom, 2.5-bath, 2 car garage townhome, nestled within the impressive gated waterfront enclave of Bayside Terrace! Curb appeal draws you into an open-concept layout designed for seamless entertaining with 10’ ceilings and beautiful tile flooring. The gourmet kitchen is a showstopper, featuring tons of cabinets,

    Agent Photo

    Nicole DiSabato Harmon

    RE/MAX REALTEC GROUP INC

    (656) 218-7331

    2313 Sunset Wind Loop, Oldsmar, FL 34677
  • /68

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 2,122 Sq Ft

    301 Tavernier Dr, Oldsmar, FL 34677

    Welcome to comfortable Florida living in the heart of Oldsmar. This beautifully maintained 3 bedroom, 2.5 bathroom home offers a bright, open layout filled with natural light and an inviting sense of space.The main living area features high ceilings and abundant sunlight, creating an airy and welcoming atmosphere. The thoughtfully designed floor plan flows seamlessly for everyday living and

    Agent Photo

    Cyndi Olmstead

    CONCI, REALTORS

    (656) 213-0148

    301 Tavernier Dr, Oldsmar, FL 34677
  • /48

    $499,000

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

    112 Brent Cir, Oldsmar, FL 34677

    PRICE IMPROVEMENT! LUXURY MEETS UNBEATABLE VALUE. Skip the rehab and move right in to the most updated waterfront townhome in the gated community of Seaside Estates. This beautifully maintained three-story home radiates pride of ownership and offers three bedrooms, three bathrooms, and over 1,800 square feet of thoughtfully designed living space. Premium features include IMPACT WINDOWS, IMPACT

    Agent Photo

    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (656) 249-8460

    112 Brent Cir, Oldsmar, FL 34677
  • /48

    $450,000

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

    100 Kilsythe St, Oldsmar, FL 34677

    Tucked along picturesque Shore Drive E near the bay, this beautifully remodeled 3-bedroom, 3-bathroom concrete block home offers a great combination of space, updates, and relaxed Florida living. Set on an oversized, pie-shaped lot of just over a quarter acre, there’s plenty of room for outdoor entertaining, recreation, and golf cart living in this charming coastal pocket of Oldsmar. No HOA or

    Christine Bogdanovic SMITH & ASSOCIATES REAL ESTATE

    100 Kilsythe St, Oldsmar, FL 34677
  • /44

    $489,000

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft

    435 Lakeview Dr, Oldsmar, FL 34677

    Welcome to Forest Lakes and this beautifully appointed, immaculately maintained 3-bedroom, 2-bath, 2-car garage home offering 1,569 square feet of living space. Nestled in an exceptional school district, this home has been lovingly cared for and is truly immaculate. It features soaring vaulted ceilings, a cozy fireplace, and French doors leading to a large backyard retreat. The gorgeous kitchen

    Kim Krenek COLDWELL BANKER REALTY

    435 Lakeview Dr, Oldsmar, FL 34677
  • /52

    $484,900

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft

    405 Shore Dr E, Oldsmar, FL 34677

    Welcome to this beautifully updated 3-bedroom, 2-bath pool home with water views, located in one of the area’s most desirable waterfront communities! This home has been thoughtfully renovated and fully repaired following the recent storm, with all work completed with proper county permits—offering peace of mind and true move-in-ready confidence. Step inside to find a modern, open feel with

    Eddie Fernandes LPT REALTY, LLC

    405 Shore Dr E, Oldsmar, FL 34677
  • /20

    $409,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 1,712 Sq Ft

    800 Saint Petersburg Dr W, Oldsmar, FL 34677

    Completely Renovated Oldsmar Home on Oversized Fenced Lot – Move-In Ready! Welcome to this beautifully updated home located in the City of Oldsmar, situated on a generously sized, fully fenced lot with an expansive backyard—perfect for entertaining, pets, or future outdoor enhancements. This turnkey property has been fully renovated from top to bottom, offering modern finishes and a flexible

    Stephanie Brubaker TAM BAY REALTY LLC

    800 Saint Petersburg Dr W, Oldsmar, FL 34677
  • /48

    $409,999

    • 3 Beds
    • 2 Baths
    • 1,952 Sq Ft

    600 S Woodlands Dr, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. This beautifully updated 3-bedroom, 2-bath attached villa style home is nestled in the highly sought-after Eastlake Woodlands community, offering serene preserve views in the front from your private fenced in patio and peaceful wooded and golf course views in the back. The home features a carport with a storage closet and a thoughtfully designed

    Jarod Brewer RE/MAX ACTION FIRST OF FLORIDA

    600 S Woodlands Dr, Oldsmar, FL 34677
  • /70

    $485,000

    • 4 Beds
    • 2 Baths
    • 1,692 Sq Ft

    835 Christina Cir, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 2-bath pool home in the highly sought-after Bays End community of Oldsmar, a private neighborhood of just 53 homes where properties rarely come available. Perfectly positioned with only one neighboring home, this property offers exceptional privacy along with stunning water views and breathtaking

    Jonathan Hernandez COLDWELL BANKER REALTY

    835 Christina Cir, Oldsmar, FL 34677
  • /44

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft

    545 Lake Cypress Cir, Oldsmar, FL 34677

    Waterfront Elegance on Lake Cypress Circle that is waiting for you and Move In Ready!Welcome to this meticulously renovated 3-bedroom, 2-bathroom residence, where modern meets serene waterfront living. Located on a quiet street with low HOA fees and NO CDD, this turn-key home offers the perfect blend of style, comfort, and peace of mind. Modern Chef’s Kitchen! Cabinetry: Brand-new white

    Tamara Herz CITY BREEZE ACTION REALTY

    545 Lake Cypress Cir, Oldsmar, FL 34677
  • /40

    $475,000

    • 3 Beds
    • 3 Baths
    • 1,936 Sq Ft

    432 Country Club Dr, Oldsmar, FL 34677

    Tucked inside a quiet neighborhood, but only one street away from the magnificent Tampa bay, this 3-bedroom, 3 bath, income- producing residence offers nearly 2000 sf of living space and on a large -size lot with lots of matured trees. With the pool centered in the courtyard, and sliding doors around to maximize the view, this scene will recalibrate your mood every time you walk through it

    Phuong Nguyen CHARLES RUTENBERG REALTY INC

    432 Country Club Dr, Oldsmar, FL 34677
  • /55

    $469,900

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    387 Tavernier Cir, Oldsmar, FL 34677

    You've found your Florida dream home in the heart of Oldsmar. This spacious 1808 sq ft 3 bedroom 2 bath home offers many extras including a large primary bedroom suite with a bathroom that boasts a garden tub with a separate shower to relax at the end of a long day. The 2nd Bathroom is strategically located between Bedroom 2 and 3. The kitchen & both bathrooms have wooden cabinets with matching

    Alan Prather LPT REALTY, LLC

    387 Tavernier Cir, Oldsmar, FL 34677
  • /45

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,598 Sq Ft

    408 Lakeview Dr, Oldsmar, FL 34677

    Price Reduced - This lakefront, pool home overlooks stunning sunsets and a wooded conservation area. The entire back of the house is screen enclosed, giving you plenty of space to relax or entertain while enjoying the wildlife, sunsets and sparkling lake. The beautiful pool and attached hot tub are heated for year round enjoyment. Inside are lake views in almost every room! The home has 76' water

    Stephen Hachey FLAT FEE MLS REALTY

    408 Lakeview Dr, Oldsmar, FL 34677
  • /77

    $409,000

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

    106 Brent Cir Unit 2, Oldsmar, FL 34677

    PRICE ADJUSTMENT + MOVE-IN READY! Welcome to this stunning gated luxury townhome in the highly sought-after waterfront community of Seaside Estates! This beautifully maintained residence offers an exceptional blend of comfort, style, and coastal living. The open-concept main level features gorgeous bamboo hardwood flooring, a cozy fireplace, and a private balcony with scenic views, while the

    Magdalena Paszkowski HOMEFRONT REALTY

    106 Brent Cir Unit 2, Oldsmar, FL 34677
  • /80

    $429,000

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

    347 Country Club Dr, Oldsmar, FL 34677

    "Move-In Ready"... Freshly Painted and Beautifully 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

    Frank Fundora PEOPLE'S CHOICE REALTY SVC LLC

    347 Country Club Dr, Oldsmar, FL 34677
  • /74

    $499,900

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

    501 Lakeview Dr, Oldsmar, FL 34677

    Fabulous...Location! Location! Location! This stunning pool home in the sought after community of Forest Lakes sits on an oversized corner lot and offers tranquil water and conservation views.; Move-in ready, delightfully updated home of nearly 1,700 sq.ft. features 3 bedrooms in a desirable split floorplan layout, 2 brilliantly renovated baths and an oversized 2 car garage. Enter thru the double

    Nancy Leslie RE/MAX REALTEC GROUP INC

    501 Lakeview Dr, Oldsmar, FL 34677
  • /50

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft

    948 Lucas Ln, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Welcome to a truly impressive home set in the East Lake Woodlands nature-filled, and amenity-rich golf community. Tucked away on a .25 ACRE corner lot in a NON-FLOOD zone, this beautiful property offers a peaceful setting, backyard PRIVACY, with POND VIEW right outside your oversized SCREENED-IN PATIO. The owner invested $60,000 in newer

    Rebecca Norton COLDWELL BANKER REALTY

    948 Lucas Ln, Oldsmar, FL 34677
  • /42

    $489,670

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

    317 Shore Dr E, Oldsmar, FL 34677

    STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground

    Charles Kelly ADAMS, CAMERON & CO., REALTORS

    317 Shore Dr E, Oldsmar, FL 34677
  • /20

    $500,000

    • Land
    • 0.34 Acre
    • $1,470,588 per Acre

    311 Washington Ave, Oldsmar, FL 34677

    One or more photo(s) has been 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

    Stacey Ward KELLER WILLIAMS REALTY- PALM H

    311 Washington Ave, Oldsmar, FL 34677
  • /11

    $485,000

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

    116 Brent Cir, Oldsmar, FL 34677

    Elevated Gated Community. WATERFRONT 3 bedrooms, 3 full baths plus a tandem 2-3 car garage with sliders to a first, second and third floor patios, the patios overlook the dock and boat slip that come with the townhome. The kitchen is open to the dining and family rooms. One bedroom and full bath is located on the main level, while the master suite, and the 3rd bedroom both with full bathrooms are

    Michele Miklinski CHARLES RUTENBERG REALTY INC

    116 Brent Cir, Oldsmar, FL 34677
  • /29

    $460,000

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

    440 Lakeview Dr, Oldsmar, FL 34677

    $15,000 PRICE IMPROVEMENT – SELLER MOTIVATED! Welcome to this beautiful lakefront 3-bedroom, 2-bath, 2-car garage home located in the highly sought-after Manors of Forest Lakes! Situated on a rare oversized lot with a HUGE yard, this property offers breathtaking, one-of-a-kind views of the lake and conservation area from nearly every room. Located in a non-flood zone with top-rated schools and a

    Nicole Smith-Pellegatti RMS ELITE PROPERTIES

    440 Lakeview Dr, Oldsmar, FL 34677
  • /24

    $418,000

    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft

    1806 Forest Dr Unit 3, Oldsmar, FL 34677

    Welcome to this beautifully remodeled home filled with natural light and modern charm. The open-concept floor plan features a spacious living area with brand new windows throughout the house, the new designed kitchen offers new cabinetry beautiful countertops, new stainless-steel appliances, and a breakfast bar the flows seamlessly into the dining and living spaces, interior laundry room with new

    mena reyes reyes RE/MAX REALTEC GROUP INC

    1806 Forest Dr Unit 3, Oldsmar, FL 34677
  • /43

    $459,000

    • 4 Beds
    • 2 Baths
    • 2,122 Sq Ft

    3073 Duane Ave, Oldsmar, FL 34677

    Located in a quiet and friendly Come and see this beautiful house with a lot of potential. No HOA ,It has a spacious master bedroom with an in-suite bathroom and a large walk-in closet. Outside, you’ll find a large detached porch with big storage, perfect for storing a golf cart, bikes, kayaks, or motorcycles—or transform it into two bedroom, gym, or office or a party place . The backyard is a

    Madelin Martinez S P O R T REALTY GROUP INC.

    3073 Duane Ave, Oldsmar, FL 34677
  • /68

    $499,000

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

    129 Brent Cir, Oldsmar, FL 34677

    HUGE PRICE IMPROVEMENT of $60k- WATERVIEWS from All 3 Floors, This UPDATED 3Bed 3Bath townhome is situated in the exclusive gated community of SEASIDE ESTATES in picturesque and historic Oldsmar. Nestled within a Townhome Complex of 67 units, this particular unit stands out as truly unique. The magnificent sunsets are breathtaking. The kitchen has STONE COUNTERTOPS, STAINLESS STEEL APPLIANCES,

    Ena Ebanks FUTURE HOME REALTY INC

    129 Brent Cir, Oldsmar, FL 34677

Home Trends in Oldsmar, FL

Housing Trends

Median Sale Price
$382,000
Median Single Family Sale Price
$520,000
Median Townhouse Sale Price
$387,500
Median 2 Bedroom Sale Price
$181,000
Median 1 Bedroom Sale Price
$167,000
Average Price Per Sq Ft
$249
Number of Homes for Sale
152
Last 12 months Home Sales
398
Months of Supply
4.60
Median List Price
$400,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-3%
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