Oldsmar, FL Homes for Sale

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  /52

  $369,999

  • 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

  

  Michele Davis

  27NORTH REALTY

  (813) 536-4186

  370 S Woodlands Dr, Oldsmar, FL 34677
• Explore Oldsmar

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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,

  

  Nicole DiSabato Harmon

  RE/MAX REALTEC GROUP INC

  (656) 218-7331

  2313 Sunset Wind Loop, Oldsmar, FL 34677
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  /85

  $1,225,000

  • 4 Beds
  • 3 Baths
  • 4,312 Sq Ft

  1404 E Lake Woodlands Pkwy, Oldsmar, FL 34677

  Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus rooms is located upstairs, providing added flexibility for multi-use living. Pool table will convey with the sale. The home features a solar-heated in-ground pool with a large pool deck, fully

  

  Cyndi Olmstead

  CONCI, REALTORS

  (656) 206-1669

  1404 E Lake Woodlands Pkwy, Oldsmar, FL 34677
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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

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (813) 797-4705

  380 Wellington Ave, Oldsmar, FL 34677
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  /100

  $899,999

  • 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

  

  David Timmons

  KELLER WILLIAMS REALTY- PALM H

  (656) 208-2355

  1471 Briargrove Way, Oldsmar, FL 34677
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  /46

  $289,000

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

  120 Evelyn Ct, Oldsmar, FL 34677

  Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-after neighborhoods in Pinellas County and the Tampa Bay area. This home offers a wonderful opportunity for buyers seeking low-maintenance living in a prime Oldsmar location. This immaculate villa has been very well maintained

  

  Lance Willard

  CHARLES RUTENBERG REALTY INC

  (656) 240-3259

  120 Evelyn Ct, Oldsmar, FL 34677
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  /29

  $375,000

  • 3 Beds
  • 3 Baths
  • 1,430 Sq Ft

  604 Limetree Dr, Oldsmar, FL 34677

  If you love the beauty of Florida’s outdoors, this home is a must-see. Just a short walk to Harbor Palms Nature Park, you will enjoy scenic biking and walking trails, fishing, manatee sightings, and plenty of space to relax with family and friends. NO HOA and NO CDD, so bring your toys. With no HOA restrictions and a large driveway that comfortably fits six cars, there is plenty of room for

  

  Sully Del Valle

  JUPITER PROPERTIES, INC

  (656) 232-2810

  604 Limetree Dr, Oldsmar, FL 34677
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  /39

  $199,900

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft

  98 Sugar Bear Dr Unit 57, Safety Harbor, FL 34695

  No rear neighbors. Backs up to Briar Creek and trees. This lovely home is in a great quiet location and allows a cat or a dog up to 25 pounds. It has newer windows, new HVAC Jan 20/2025, replaced subfloors and installed luxury vinyl, replaced electrical panel Jan 2026, repaired vapor barrier & plumbing underneath & raised HVAC ducts that were hanging down. A 4 Point Inspection was done Jan 2026

  

  Renny Bryden

  CHARLES RUTENBERG REALTY INC

  (727) 910-5894

  98 Sugar Bear Dr Unit 57, Safety Harbor, FL 34695
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  /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

  

  Lou Tutko

  PARADISE LIFE REALTY

  (656) 269-4739

  470 Hickorynut Ave, Oldsmar, FL 34677
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  /44

  $799,000

  • 3 Beds
  • 2 Baths
  • 2,309 Sq Ft

  137 Brent Cir, Oldsmar, FL 34677

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Set within a gated, waterfront community in Oldsmar, this expansive townhouse at 137 Brent Circle offers a rare combination of space, thoughtful upgrades, and true Florida coastal living, complete with your own private,

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (656) 236-1572

  137 Brent Cir, Oldsmar, FL 34677
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  /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

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 249-8460

  112 Brent Cir, Oldsmar, FL 34677
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  /68

  $1,075,000

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

  826 Christina Cir, Oldsmar, FL 34677

  Waterfront Beauty in Coveted East Lake Corridor – The Best Lot in this highly desired Community! Coastal Elegance on Upper Tampa Bay — this private waterfront retreat is back on the market and ready to impress. Set on the premier lot in the community, the home offers 165 feet of unobstructed bay frontage, unmatched privacy, and direct open-water access, creating a lifestyle that blends luxury,

  

  Lindsey Fowkes

  RE/MAX COLLECTIVE

  (656) 233-9903

  826 Christina Cir, Oldsmar, FL 34677
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  /2

  $350,000

  • 3 Beds
  • 3 Baths
  • 1,485 Sq Ft

  193 Blue Marlin Dr, Oldsmar, FL 34677

  Welcome to refined Florida living in this luxurious 3-bedroom, 3-bath residence located in the highly desirable 55+ community of Gull-Aire Village. Thoughtfully upgraded with both style and function in mind, this move-in ready home offers a rare and versatile layout featuring two private en-suite bedrooms—perfect for hosting guests or creating dual primary retreats. The interior showcases

  

  Cyndi Olmstead

  CONCI, REALTORS

  (656) 232-3320

  193 Blue Marlin Dr, Oldsmar, FL 34677
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  /16

  $243,900

  • Land
  • 1.13 Acres
  • $215,841 per Acre

  0 Strathmore Ave, Oldsmar, FL 34677

  Discover a rare opportunity to own a sought-after 1.13-acre vacant lot in the heart of Oldsmar! Tucked away in a quiet, established neighborhood, this oversized parcel offers the perfect canvas to build your dream home—with **no HOA restrictions** holding you back. Large lots like this are incredibly hard to find in Oldsmar, especially in such a prime location. What truly sets this property apart

  

  Steve Capen

  COLDWELL BANKER REALTY

  (656) 228-1955

  0 Strathmore Ave, Oldsmar, FL 34677
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  /100

  $725,000

  • 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

  

  Kathy Grams

  COASTAL PROPERTIES GROUP INTERNATIONAL

  (656) 221-1318

  138 Brent Cir, Oldsmar, FL 34677
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  /32

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  108 Dolphin Dr E, Oldsmar, FL 34677

  The Prettiest Home in Gull Aire – Turn-Key Perfection!Welcome to the crown jewel of Gull Aire, widely considered the most beautiful home in the entire community. This meticulously renovated 3-bedroom, 2-bathroom residence has been reimagined inside and out to offer the perfect blend of modern luxury and cozy community charm. If you are a social-seeking senior looking for a vibrant lifestyle

  

  Jackie Little

  KELLER WILLIAMS REALTY- PALM H

  (656) 220-0950

  108 Dolphin Dr E, Oldsmar, FL 34677
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  /35

  $1,150,000 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

  

  Jessica Scialletti

  URBAN REAL ESTATE US

  (656) 206-4011

  401 Park Blvd, Oldsmar, FL 34677
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  /53

  $1,180,000 Open Sat 11AM - 1PM

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

  506 Federal St, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. 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 TPO roof, all backed

  

  Jessica Scialletti

  URBAN REAL ESTATE US

  (656) 267-6332

  506 Federal St, Oldsmar, FL 34677
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  /91

  $2,199,000 New Construction

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

  3420 Channelside Ct, Safety Harbor, FL 34695

  Under Construction. The Showstopper at 3420 Channelside Ct - Completion is right around the corner for this premier custom waterfront home in Safety Harbor’s exclusive Edge Water Reserve. Meticulously designed by Grandview Custom Homes, this 5-bedroom, 5-bathroom architectural masterpiece offers 3,890 sq. ft. of living space on a quiet street of only six homes.Main Level Highlights:Grand

  

  Curt Chandler

  IMPACT REALTY TAMPA BAY

  (727) 208-5710

  3420 Channelside Ct, Safety Harbor, FL 34695
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  /60

  $664,900

  • 4 Beds
  • 3 Baths
  • 2,587 Sq Ft

  9009 Palm Key Ave, Oldsmar, FL 34677

  Seller is offering a $5,000 CREDIT towards closing costs or an interest rate buy down! — Experience elevated WATERFRONT LIVING in this beautifully upgraded townhome located within the gated community of Bayside Terrace. This spacious waterfront townhome presents a rare opportunity and an added bonus is that the flood insurance is ASSUMABLE to new buyers for currently $1,101 annually. Enjoy a low

  Nisa Gonzalez Smook REAL BROKER, LLC

  9009 Palm Key Ave, Oldsmar, FL 34677
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  /63

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  313 Jefferson Ave S, Oldsmar, FL 34677

  Fully renovated and move-in ready, this 3-bedroom, 2-bath home features 1,841 square feet of updated living space in a desirable area of Oldsmar. Recent improvements include a brand-new roof, new windows, fresh paint, brand-new appliances, and a fully refurbished HVAC system, creating a true turnkey opportunity. Inside, the home includes a spacious living area filled with natural light, a

  Bradley Dreher GRAYSTONE REAL ESTATE

  313 Jefferson Ave S, Oldsmar, FL 34677
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  /30

  $399,000

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

  108 Brent Cir, Oldsmar, FL 34677

  Welcome to coastal lifestyle living in one of Oldsmar’s most desirable gated waterfront communities called Seaside Estates. This beautifully maintained home offers the perfect blend of comfort, convenience, and outdoor living just minutes from Tampa Bay. Step inside to an open-concept floor plan filled with natural light, high ceilings, and spacious living areas designed for both everyday living

  Bernie Lutz FUTURE HOME REALTY INC

  108 Brent Cir, Oldsmar, FL 34677
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  /20

  $199,900

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft

  113 Nina Way, Oldsmar, FL 34677

  Here is your opportunity to purchase a great condo in the popular East lake Woodlands development. This beautiful 2 bedroom, 2 full bath condo has plentiful closet space, the primary bedroom has 3! Unit has its own washer and dryer located in the enclosed porch just off the living room. All furniture is included! Both bathrooms have been remodeled along with the kitchen. The kitchen has quartz

  Joseph Courey BRICK HOUSE REALTY SERVICES

  113 Nina Way, Oldsmar, FL 34677
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  /23

  $190,000

  • 2 Beds
  • 2 Baths
  • 879 Sq Ft

  303 Meadow Ln Unit 19, Oldsmar, FL 34677

  Welcome to this highly sought-after gated community of East Lake Woodlands, which is move-in ready. This quiet, well-maintained neighborhood offers the perfect mix of tranquility and accessibility. Whether you're a first-time buyer, a snowbird looking for a Florida retreat, or an investor adding to your portfolio, this low-maintenance home checks all the right boxes. Enjoy a friendly atmosphere

  Shauna Meyers CENTURY 21 BEGGINS

  303 Meadow Ln Unit 19, Oldsmar, FL 34677
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  /52

  $634,000

  • 4 Beds
  • 2 Baths
  • 2,084 Sq Ft

  509 Cypress View Dr, Oldsmar, FL 34677

  REDUCED - SELLER MOTIVATED ... Plus -Enjoy peace of mind with a seller-provided 1-year Home Warranty. OVERSIDED - FULLY FENCED CORNER LOT in highly desirable area/community of Oldsmar - Preserve At Cypress Lake. 4 Bedrooms, 2 Full Bathrooms, no carpeting, only wide-plank flooring & ceramic tile throughout. Separate Living/Dining Room area (currently being used for home Theatre/Office set up).

  Phyllis Clark FLORIDA HOME REALTY GROUP, LLC

  509 Cypress View Dr, Oldsmar, FL 34677
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  /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
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  /77

  $575,000

  • 5 Beds
  • 2.5 Baths
  • 2,827 Sq Ft

  395 Wingate Cir, Oldsmar, FL 34677

  Lowest Listed Price Per Square Foot for this community. Picture Perfect Bay Arbor, a gated community. (Approved plans to extend fence in backyard) The School District zoned for this home has two A and one B+ rated schools and zoned for Palm Harbor University IB program. Just a mile walk or golf card ride through the community to just outside the gates brings you to the local First Watch, Beef O'

  Joseph Torres STOFEL & ASSOCIATES REALTY

  395 Wingate Cir, Oldsmar, FL 34677
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  /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
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  /82

  $515,000

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

  1734 Mapleleaf Blvd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! 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

  Ashley Mason LPT REALTY, LLC.

  1734 Mapleleaf Blvd, Oldsmar, FL 34677
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  /31

  $380,000

  • 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 a private garage, perfectly set on a premier conservation lot, 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

  Marcy Daniels COLDWELL BANKER REALTY

  271 Hemingway Dr, Oldsmar, FL 34677
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  /46

  $565,000

  • 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
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  /58

  $539,900

  • 2 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
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  /30

  $539,900

  • 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
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  /42

  $535,000

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

  4738 Pebble Brook Dr, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. 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

  Claudia Tweed COLDWELL BANKER REALTY

  4738 Pebble Brook Dr, Oldsmar, FL 34677
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  /36

  $390,000

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

  1505 Sunset Wind Loop, Oldsmar, FL 34677

  This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor,

  Eric Jenkins, PA KELLER WILLIAMS REALTY- PALM H

  1505 Sunset Wind Loop, Oldsmar, FL 34677
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  /26

  $182,000

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft

  219 Palmetto Ct, Oldsmar, FL 34677

  Easy, low-maintenance living in the heart of East Lake Woodlands. This affordable ground-floor, end-unit 2-bedroom, 2-bath condo offers comfort, privacy, and a peaceful setting surrounded by greenery.Inside, you’ll find a bright great room overlooking open green space, a desirable split-bedroom floor plan, and an open kitchen that flows seamlessly into the dining and living areas—ideal for

  Stephanie Person KINEST REALTY

  219 Palmetto Ct, Oldsmar, FL 34677
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  /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
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  /45

  $480,000

  • 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
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  /58

  $559,900

  • 4 Beds
  • 3 Baths
  • 2,146 Sq Ft

  1637 Gray Bark Dr, Oldsmar, FL 34677

  Beautifully maintained 4-bedroom, 3-bath, 2-story home with over 2,100 square feet of living space and a 2-car garage. The home features wood flooring throughout, tall ceilings, and a comfortable, open layout. The kitchen and bathrooms have been fully updated with modern finishes, quality cabinetry, and solid-surface countertops. Recent improvements include a roof replacement in 2022. The living

  Lisa Hall LISA HALL REALTY, INC

  1637 Gray Bark Dr, Oldsmar, FL 34677
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  /9

  $189,900

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft

  112 Cypress Ct Unit 112, Oldsmar, FL 34677

  Welcome to 112 Cypress Ln in the highly sought-after East Lake Woodlands / Cypress Estates community in Oldsmar. This charming 2-bedroom, 2-bath condo offers comfortable Florida living in a peaceful, gated setting with access to a community pool and beautifully maintained grounds. The home features a functional split floor plan, in-unit laundry, and a private screened patio — perfect for enjoying

  Wil Sanders EXP REALTY LLC

  112 Cypress Ct Unit 112, Oldsmar, FL 34677

Showing Results 1 - 40, Page 1 of 5

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.

Learn more about living in Oldsmar

Frequently Asked Questions

What is the average home price in Oldsmar, FL?

Homes for sale in Oldsmar, FL have an average home price of $490,921.

Are home prices dropping in Oldsmar?

Yes, home prices in Oldsmar are down 5% in the last 12 months.

How many homes have sold over the last 12 months in Oldsmar, FL?

398 homes have sold in Oldsmar, FL over the last 12 months.

What are the most popular zip codes in Oldsmar, FL?

The most popular zip codes in Oldsmar, FL include 34677, 34695, 34684, 33626 and 33761.

How much do you need to make to afford a house in Oldsmar?

The median home price in Oldsmar is $400,000. If you put a 20% down payment of $80,000 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $1,980 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $85K a year to afford the median home price in Oldsmar. Learn how much home you can afford with our Home Affordability Calculator.

How are the schools in Oldsmar, FL?

Oldsmar, FL has highly rated public and private schools. Some of the best schools in Oldsmar based on Niche Grades are Bryant Elementary School, Espiritu Santo Catholic School and Safety Harbor Elementary School. Browse all the schools in Oldsmar, FL to learn more.

Home Trends in Oldsmar, FL

On average, homes in Oldsmar, FL sell after 77 days on the market compared to the national average of 57 days. The median sale price for homes in Oldsmar, FL over the last 12 months is $386,500, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$386,500

Median Single Family Sale Price

$520,000

Median Townhouse Sale Price

$519,500

Median 2 Bedroom Sale Price

$180,000

Median 1 Bedroom Sale Price

$173,450

Average Price Per Sq Ft

$247

Number of Homes for Sale

148

Last 12 months Home Sales

398

Months of Supply

4.50

Median List Price

$400,000

Median Change From 1st List Price

7%

Median Home Sale Price YoY Change

0%