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Oldsmar, FL Houses for Sale

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  • /42

    $1,155,000

    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    380 Wellington Ave, Oldsmar, FL 34677

    PRICE REDUCTION! Now priced below value, this is your chance to own this incredible Key West style pool home on an oversized conservation lot in highly desirable Oldsmar. Located on a cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to forested conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the

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    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (813) 797-4705

    380 Wellington Ave, Oldsmar, FL 34677
  • /52

    $397,399

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    370 S Woodlands Dr, Oldsmar, FL 34677

    Virtually Staged some photos. Price Reduction!! 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 Community of East Lake Woodlands. This meticulously maintained

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    Michele Davis

    27NORTH REALTY

    (813) 536-4186

    370 S Woodlands Dr, Oldsmar, FL 34677
  • /100

    $919,000

    • 5 Beds
    • 3.5 Baths
    • 3,140 Sq Ft

    1471 Briargrove Way, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Live the Florida Lifestyle in Aberdeen at East Lake WoodlandsImagine waking up each morning in a home that feels like a private resort — where soaring ceilings, warm natural light, and thoughtful design greet you at every turn. This elegant Arthur Rutenberg-built executive home in the gated enclave of Aberdeen at East Lake Woodlands isn't just a

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    Eric Timmons

    KELLER WILLIAMS REALTY- PALM H

    (656) 208-2355

    1471 Briargrove Way, Oldsmar, FL 34677
  • /34

    $1,469,999

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft

    316 Shore Dr E, Oldsmar, FL 34677

    Wake up to million-dollar views, and unwind with spectacular sunsets - this is the waterfront lifestyle you've been waiting for. This updated 4-bedroom, 3-bath pool home sits directly on Tampa Bay on an oversized lot along iconic Shore Drive in Oldsmar. Enjoy panoramic water views across the Bay from a home that's high and dry - built on an elevated slab that has never flooded, eliminating the

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    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (656) 231-5358

    316 Shore Dr E, Oldsmar, FL 34677
  • /37

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 2,922 Sq Ft

    470 Hickorynut Ave, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Located inside the highly desirable gated community of 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 living and entertaining. The home

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    Lou Tutko

    PARADISE LIFE REALTY

    (656) 269-4739

    470 Hickorynut Ave, Oldsmar, FL 34677
  • /35

    $1,199,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    401 Park Blvd, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Experience the perfect blend of luxury and location at 401 Park Blvd, Oldsmar. This brand-new 2025 custom home combines hurricane-resilient construction with modern elegance—all just minutes from Tampa’s vibrant downtown, world-class beaches, and waterfront parks. Set on a quiet street in the beautiful

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    Jessica Scialletti

    URBAN REAL ESTATE US

    (656) 206-4011

    401 Park Blvd, Oldsmar, FL 34677
  • /53

    $1,280,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,961 Sq Ft

    506 Federal St, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Under Construction. This stunning new three-story residence by Danva Construction perfectly blends modern luxury with resilient, high-end design. Located at 504 Federal Street in the desirable waterfront community of Oldsmar, this home is built for peace of mind with a solid concrete block structure, pilings, impact-resistant windows, and a durable

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    Jessica Scialletti

    URBAN REAL ESTATE US

    (656) 267-6332

    506 Federal St, Oldsmar, FL 34677
  • /91

    $2,199,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,890 Sq Ft

    3420 Channelside Ct, Safety Harbor, FL 34695

    Under Construction. FEBRUARY UPDATE: Completion is right around the corner so dont wait on this one !!! Your Waterfront Oasis Awaits in Safety Harbor!The future of luxury coastal living is taking shape! Construction is progressing beautifully, offering a rare window to personalize your dream home before it's gone. Flooring installation, Frosted Interior Doors, 8 inch Baseboards all

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    Curt Chandler

    IMPACT REALTY TAMPA BAY

    (727) 208-5710

    3420 Channelside Ct, Safety Harbor, FL 34695
  • /37

    $649,999 Open Sat 11AM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,147 Sq Ft

    20 Fernbrook Rd, Oldsmar, FL 34677

    Tucked inside the 24-hour gated community of East Lake Woodlands, this beautifully maintained waterfront pool home welcomes you with undeniable curb appeal and a sense of arrival. A stamped concrete driveway accented with brick pavers and a charming brick walkway guide you to the inviting front entry, where a glass-insert front door with sidelights creates a light-filled first impression. Framed

    Raymond Mihara MIHARA & ASSOCIATES INC.

    20 Fernbrook Rd, Oldsmar, FL 34677
  • /40

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,390 Sq Ft

    4922 Edgewater Ln, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Located in the highly desirable Worthington subdivision of the gated East Lake Woodlands Golf Course community, this spacious home offers 3-bedroom, 2.5-bath Pool home with a large loft and 2-car garage offers an exceptional layout and effortless indoor-outdoor living.From the moment you arrive, you’ll be impressed by the custom-designed Brazilian

    Eleni Sampson RE/MAX CHAMPIONS

    4922 Edgewater Ln, Oldsmar, FL 34677
  • /73

    $1,299,000

    • 4 Beds
    • 3 Baths
    • 2,624 Sq Ft

    375 Wellington Ave, Oldsmar, FL 34677

    Welcome to your modern dream home—completely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been thoughtfully curated and impeccably executed. The gourmet kitchen is a true showpiece, featuring full custom cabinetry with lighted drawers, newer appliances, and stunning high-end Essenza Quartzite

    Jenny Neumeyer KELLER WILLIAMS REALTY- PALM H

    375 Wellington Ave, Oldsmar, FL 34677
  • /41

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft

    413 Country Club Dr, Oldsmar, FL 34677

    Welcome to this stunning, fully renovated 3-bedroom, 2-bathroom waterfront home located in the highly desirable Oldsmar Country Club Estates. Situated on a spacious 0.21-acre lot with no HOA, this property offers a rare opportunity to enjoy true Florida living with direct water access. Follow the scenic water trail right from your backyard all the way out to Tampa Bay, making this a dream for

    Julian Jackson LOKATION

    413 Country Club Dr, Oldsmar, FL 34677
  • /27

    $199,999

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    412 Cedar Ridge Ct, Oldsmar, FL 34677

    Pet-Friendly Villa in Forest Lakes | 2 Bed, 2 Bath | Private Fenced Yard | Low HOA Welcome to this rare 2-bedroom, 2-bath villa in Forest Lakes offering maintenance-free living with a low $268/month HOA and NO pet restrictions—perfect for pet lovers! This 900 sq ft split floor plan features two primary suites, ideal for roommates, guests, or multi-generational living. The kitchen includes oak

    Kerin Clarkin AGILE GROUP REALTY

    412 Cedar Ridge Ct, Oldsmar, FL 34677
  • /47

    $689,000

    • 3 Beds
    • 2 Baths
    • 2,234 Sq Ft

    1502 Woodstream Dr, Oldsmar, FL 34677

    Welcome to this exceptional, move-in ready home in Cross Creek, located within the gated, golf community of East Lake Woodlands. Boasting a most desirable, one-story floor plan with 2,234 sq. ft. interior, this residence features 3 bedrooms plus an office or den, 2 full baths, and a spacious 2-car garage. Enjoy a great combination of low maintenance convenience and the privacy of a single family

    Claudia Tweed COLDWELL BANKER REALTY

    1502 Woodstream Dr, Oldsmar, FL 34677
  • /82

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,428 Sq Ft

    1734 Mapleleaf Blvd, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Welcome to 1734 Mapleleaf Boulevard, a beautifully maintained two-story home in the heart of Oldsmar offering the perfect blend of space, comfort, and peace of mind. With 4 generously sized bedrooms and 2.5 bathrooms, this home is designed for both everyday living and effortless entertaining. As you step through the elegant glass front door with

    Ashley Mason LPT REALTY, LLC.

    1734 Mapleleaf Blvd, Oldsmar, FL 34677
  • /17

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,341 Sq Ft

    807 Jacaranda Dr, Oldsmar, FL 34677

    Welcome to your next smart move in Oldsmar. This 3-bedroom, 2-bathroom home with a 2-car garage checks the boxes that matter, and leaves room for you to make it your own without paying someone else’s design bill. Inside, you’ll find a functional split floor plan with the kitchen and living room right where they should be, in the heart of the home. It’s the kind of layout that just makes sense for

    Quyen Trujillo FUTURE HOME REALTY INC

    807 Jacaranda Dr, Oldsmar, FL 34677
  • /40

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,385 Sq Ft

    40 Sylvia Place, Oldsmar, FL 34677

    Welcome to this exceptional 3-bedroom villa located in the fabulous East Lake Woodlands community. This villa is move-in ready and offers a split bedroom floor plan, making it ideal for comfort and convenience. Enjoy a relaxing water view from the rear of the home, perfect for peaceful contemplation. The open floor plan features wood-look tile throughout the living spaces, creating a warm and

    Cathy McCarthy RE/MAX REALTEC GROUP INC

    40 Sylvia Place, Oldsmar, FL 34677
  • /48

    $645,000

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    4766 Stoneview Cir, Oldsmar, FL 34677

    Welcome to an exceptional opportunity in the highly desirable Stonebriar enclave of East Lake Woodlands—where timeless design meets effortless Florida living. This impeccably maintained four-bedroom, two-bath pool home showcases true pride of ownership and offers a seamless blend of comfort, functionality, and style. From the moment you arrive, the home’s pristine condition and inviting curb

    Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

    4766 Stoneview Cir, Oldsmar, FL 34677
  • /20

    $689,900

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    4858 Augusta Ave, Oldsmar, FL 34677

    This is the kind of home buyers wait for—and then wish they had moved faster. Located inside the gated community of East Lake Woodlands, this standout property blends privacy, style, and value in a way that’s hard to beat. Tucked behind lush greenery with a private wooded backyard, it offers that peaceful, tucked-away feel—while still keeping you close to everything. Step inside and the energy

    Amy Hauser MIHARA & ASSOCIATES INC.

    4858 Augusta Ave, Oldsmar, FL 34677
  • /37

    $510,000

    • 3 Beds
    • 2 Baths
    • 2,142 Sq Ft

    1811 Forest Dr, Oldsmar, FL 34677

    Recently updated pool home located in Oldsmar with an open living room and dining room that feature vinyl floors thoughout the entire inside. Kitchen has stainless appliances, marble countertops, and a natural stone ledger backsplash. House has been recently painted along with a new A/C Unit installed in 2025. Roof and hot water heater were replaced in 2024. Close proximity to Sheffield Park and

    Brian Mathay IMPACT REALTY TAMPA BAY

    1811 Forest Dr, Oldsmar, FL 34677
  • /59

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 2,814 Sq Ft

    1384 Forestedge Blvd, Oldsmar, FL 34677

    Welcome to refined Florida living in the highly sought-after gated community of Aberdeen within East Lake Woodlands. This exceptional Arthur Rutenberg-built residence offers over 2,814 square feet of thoughtfully designed living space, perfectly positioned on an oversized lot with a private screened pool with lovely water feature. This freshly painted 4-bedroom, 2.5-bath split floor plan is

    Kerri Rodriguez COMPASS FLORIDA LLC

    1384 Forestedge Blvd, 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
  • /91

    $999,900

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    1598 Lockmeade Place, Oldsmar, FL 34677

    Exquisite Estate Home in the Prestigious Aberdeen Enclave of East Lake Woodlands...Located within the highly sought-after, gated community of East Lake Woodlands and the exclusive Aberdeen enclave, this beautifully appointed residence offers refined living in one of the area’s most desirable neighborhoods. Positioned on an oversized 0.33-acre cul-de-sac lot, this approximately 3,300-square-foot

    Nancy Leslie RE/MAX REALTEC GROUP INC

    1598 Lockmeade Place, Oldsmar, FL 34677
  • /30

    $380,000

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    1810 Driftwood Cir S, Oldsmar, FL 34677

    Rare opportunity with an assumable FHA loan—potential buyers can step into favorable financing, subject to lender approval.Great solid home in a well established family neighborhood. This 2 Bedroom 2 Bath, 2 car garage home easily converted Bonus room bedroom for a growing family or office. The large living room features an updated bay window and an elegant electric fireplace. There is also a

    Angelique Blake MARK SPAIN REAL ESTATE

    1810 Driftwood Cir S, Oldsmar, FL 34677
  • /36

    $314,900

    • 2 Beds
    • 2 Baths
    • 1,207 Sq Ft

    208 Hemingway Dr, Oldsmar, FL 34677

    This beautifully maintained end-unit villa offers the perfect combination of comfort, privacy, and modern upgrades along with water views from most rooms. Step inside to high-volume ceilings that create a bright and spacious atmosphere throughout. The home features all-new luxury flooring, giving every room a sleek and cohesive look.The thoughtful layout includes a separate living and dining

    Lisa Heberlein RE/MAX MARKETING SPECIALISTS

    208 Hemingway 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
  • /27

    $324,900

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    634 Timber Bay Cir W, Oldsmar, FL 34677

    Move-In Ready Oldsmar Home! Welcome to this 3-bedroom, 2-bath home home located in the heart of Oldsmar, offering easy access to Tampa, Clearwater, Safety Harbor, and surrounding areas. This move-in ready property combines comfort, convenience, and a great outdoor living space. Inside you'll find a functional layout featuring an interior laundry area with upgraded Washer and Dryer(2023). Other

    Catherine Katopis AMERICAN HERITAGE REALTY, INC.

    634 Timber Bay Cir W, Oldsmar, FL 34677
  • /20

    $409,000 Open House 4/19

    • 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

    $425,000

    • 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
  • /62

    $1,250,000

    • 4 Beds
    • 4.5 Baths
    • 3,993 Sq Ft

    2270 Christy Ln, Oldsmar, FL 34677

    Welcome to luxury living in the desirable Gated, Golf Community of East Lake Woodlands! This stunning home in Turtle Creek has a Premium Conservation Setting and features 4 Bedrooms plus Office/Den and Bonus Room, 4.5 Baths all on One-Story with the exception of the bonus room. Perfectly nestled on a picturesque Cul-de-Sac, tranquility and privacy are yours. Enjoy the best of both worlds with a

    Claudia Tweed COLDWELL BANKER REALTY

    2270 Christy Ln, Oldsmar, FL 34677
  • /33

    $380,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    1811 Driftwood Cir S Unit 2, Oldsmar, FL 34677

    Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Offering 1,248 sq ft of well-designed living space, this move-in-ready property features a functional layout, abundant natural light, and modern updates throughout. Enjoy spacious living and dining areas that flow seamlessly, perfect for both everyday living and entertaining. The kitchen offers ample cabinetry and

    Julio Vasquez CHARLES RUTENBERG REALTY INC

    1811 Driftwood Cir S Unit 2, Oldsmar, FL 34677
  • /62

    $849,000

    • 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. 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 backyard features a large inground pool with spa,

    Mike Sanders HOMES BY SANDERS REALTY

    402 Shore Dr W, Oldsmar, FL 34677
  • /89

    $1,055,000

    • 4 Beds
    • 3 Baths
    • 3,189 Sq Ft

    4931 Turtle Creek Trail, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Bring all offers!!! Welcome to this exceptional solar-powered luxury residence located in the East Lake Woodlands community, home to a beautiful This energy-efficient upgrade provides long-term savings while powering the entire home. This beautifully maintained 4-bedroom, 3-bathroom home with a 3-car garage offers the perfect combination of

    Jeff Jenq PEOPLE'S CHOICE REALTY SVC LLC

    4931 Turtle Creek Trail, Oldsmar, FL 34677
  • /23

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    201 Dunkirk Rd, Oldsmar, FL 34677

    Welcome to this beautifully updated Oldsmar property. 3 bedrooms and 2 bathrooms to accommodate the entire family or have your private office space. The kitchen is the center of this house, with plenty counter space and cabinets. Beautiful glass door cabinets buffet area for entertaining your guess while you prepare your meals. The master bedroom is a true retreat, with a soaking tub, separate

    Richard Lamp PEOPLE'S CHOICE REALTY SVC LLC

    201 Dunkirk Rd, Oldsmar, FL 34677
  • /40

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,938 Sq Ft

    4738 Pebble Brook Dr, Oldsmar, FL 34677

    Enjoy a Relaxing Lifestyle in the desirable Gated, Golf Community of East Lake Woodlands and the convenience of Less Maintenance responsibilities! This home provides Privacy and Stunning Water Views with a Large, Covered Screened Lanai to enjoy that morning cup of coffee or evening glass of wine. Plus it’s situated in the preferred Zone X so no flood insurance is required. An added bonus is the

    Claudia Tweed COLDWELL BANKER REALTY

    4738 Pebble Brook Dr, Oldsmar, FL 34677
  • /28

    $330,000

    • 2 Beds
    • 2 Baths
    • 1,206 Sq Ft

    1705 Ironwood Ct E, Oldsmar, FL 34677

    Welcome to this beautifully renovated 2-bedroom, 2-bathroom home—perfect for first-time buyers or those looking to downsize without sacrificing comfort. The stunning kitchen, remodeled last year, features elegant quartz countertops and new stainless steel appliances, creating a modern and inviting space for cooking and entertaining. Just off the kitchen, you'll find a very spacious area that can

    Aned Pantoja KELLER WILLIAMS TAMPA PROP.

    1705 Ironwood Ct E, Oldsmar, FL 34677
  • /56

    $800,000

    • 4 Beds
    • 3 Baths
    • 2,673 Sq Ft

    2159 Warwick Dr, Oldsmar, FL 34677

    It's time to buy in Eastlake Woodlands! Settle in to your dream home in the coveted subdivision of Warwick Hills within Eastlake Woodlands. Eastlake Woodlands is a renowned golf and tennis community that offers a full range of amenities for an additional membership including the fully remodeled Ardea Country Club, championship golf courses, tennis, pickle ball, resort style pools and more. This

    Cristina Lorenzo PALERMO REAL ESTATE PROF. INC.

    2159 Warwick Dr, Oldsmar, FL 34677
  • /93

    $669,900

    • 4 Beds
    • 2.5 Baths
    • 2,292 Sq Ft

    1418 Woodstream Dr Unit 1, Oldsmar, FL 34677

    It’s time to LEVEL UP your VIEW with this stunning 4 BEDROOM 2.5 BATH home overlooking serene WATER and CONSERVATION views in the prestigious, gated community of East Lake Woodlands. Water views greet you from the moment you drive up to this new two story masterpiece. Follow the lush landscape to a private entrance that leads you into the grand foyer of your new home. As soon as you enter, you’ll

    Dave Doherty TOM TUCKER REALTY

    1418 Woodstream Dr Unit 1, Oldsmar, FL 34677
  • /60

    $789,900

    • 4 Beds
    • 3 Baths
    • 3,098 Sq Ft

    35 Greenhaven Trail, Oldsmar, FL 34677

    Welcome to Greenhaven II, where this beautiful 12,000sqFt waterfront homesite create a serene setting within the desirable gated community of East Lake Woodlands. This spacious 4 bedroom, 3 bath residence offers 3,098 SqFt of living space with a 3 car garage on a Cul-De-Sac street, perfectly designed for comfortable living and effortless entertaining. Approaching the home welcoming double door

    George Hintenberger CHARLES RUTENBERG REALTY INC

    35 Greenhaven Trail, Oldsmar, FL 34677
  • /34

    $735,000

    • 3 Beds
    • 2 Baths
    • 2,429 Sq Ft

    204 Bengal Cir, Oldsmar, FL 34677

    Stunning custom home with luxury upgrades, thoughtful design, and handicap-friendly features throughout. Perfectly designed for entertaining, this home blends elegant finishes with comfortable indoor-outdoor living. A grand foyer welcomes you into the spacious great room where a wall of three-pane sliding glass doors fully tucks away, seamlessly connecting the living space to the covered patio

    Cynthia Weclew GILLEN & ASSOCIATES

    204 Bengal Cir, Oldsmar, FL 34677

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Why Live in Oldsmar

Oldsmar, Florida, is a small town between downtown Tampa and Clearwater, offering waterfront living in the heart of Tampa Bay. With a population of around 13,600, Oldsmar maintains a homey atmosphere while providing convenient access to nearby cities. The town boasts an impressive parks system, dedicating about 40% of its land to parks and preserves, including the ten-mile Oldsmar Trail that winds through eight parks, offering scenic views of marsh ecosystems and coastal landscapes. Notable parks include R.E. Olds Park, Veterans Memorial Park, and Mobbly Bayou Beach Park. The Oldsmar Flea Market, touted as the largest in the south, operates from Wednesday to Sunday, while annual events like Oldsmar Days and Nights and Oktoberfest bring the community together with live music and classic car shows.

Education in Oldsmar is served by Pinellas County Schools, recognized as the best school district in the Tampa area. Palm Harbor University High School, located eight miles northwest, is highly rated, particularly for its STEM programs. The town features a mix of housing styles, including ranch-style homes, craftsman builds, and luxurious waterfront condos. Real estate in Oldsmar typically sells quickly, with homes averaging 38 days on the market.

Local attractions include Tampa Bay Downs, a thoroughbred horse racing track, and HorsePower, a nonprofit farm and animal sanctuary. Empower Adventures Tampa Bay offers ziplining and aerial obstacle courses, while the Tampa Bay Skating Academy provides figure skating and hockey lessons. Oldsmar is safer than the national average, with low violent crime rates, though the southern part of town faces flood risks.

Home Trends in Oldsmar, FL

Housing Trends

Median Sale Price
$380,000
Median Single Family Sale Price
$525,000
Median Townhouse Sale Price
$387,500
Median 2 Bedroom Sale Price
$184,000
Median 1 Bedroom Sale Price
$167,000
Average Price Per Sq Ft
$248
Number of Homes for Sale
148
Last 12 months Home Sales
400
Months of Supply
4.40
Median List Price
$400,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-4%
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