Oldsmar, FL Homes for Sale

• 

  

  

  /44

  $774,900

  Open Sat 12PM - 3PM $24K PRICE DROP

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

  137 Brent Cir, Oldsmar, FL 34677

  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, recently upgraded boat slip just steps out the back door. Featuring 3 bedrooms, 2 bathrooms, and approximately 2,300 square feet, this is one of the largest units in the

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (656) 236-1572

  137 Brent Cir, Oldsmar, FL 34677
• Explore Oldsmar

• 

  

  

  /52

  $369,999

  $75K PRICE DROP

  • 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
• 

  

  

  /36

  $199,900

  $80K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  145 Blue Marlin Dr, Oldsmar, FL 34677

  PRICED FOR IMMEDIATE SALE. The Time is NOW to own your place in the Florida sun and get the MOST for your money. This contemporary residence offers the perfect blend of luxury and comfort, whether you're looking for a permanent home or a winter getaway. Enjoy modern conveniences like the island kitchen, vaulted ceilings, a front-loader full-size washer and dryer, electric window blinds, and a

  

  Jamie Everett

  FUTURE HOME REALTY INC

  (813) 733-6871

  145 Blue Marlin Dr, Oldsmar, FL 34677
• 

  

  

  /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
• 

  

  

  /42

  $1,155,000

  $145K PRICE DROP

  • 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
• 

  

  /46

  $259,000

  $30K PRICE DROP

  • 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
• 

  

  /41

  $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
• 

  

  /46

  $229,900

  • 2 Beds
  • 2 Baths
  • 984 Sq Ft

  276 Pelican Dr N, Oldsmar, FL 34677

  Welcome to effortless Florida living in this beautifully updated, move-in-ready 2-bedroom, 2-bath home located in one of Oldsmar’s most desirable 55+ active adult communities. From the moment you arrive, the pride of ownership is clear. Charming curb appeal, an oversized screened front porch, and a meticulously maintained exterior create the perfect first impression and set the tone for the easy,

  

  Carmine Petruzziello

  THE SOMERDAY GROUP PL

  (656) 223-6183

  276 Pelican Dr N, Oldsmar, FL 34677
• 

  

  /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
• 

  

  /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
• 

  

  /39

  $199,900

  $29K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /48

  $499,000

  $26K PRICE DROP

  • 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
• 

  

  /43

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,465 Sq Ft

  10 Shamrock Way Unit 10, Oldsmar, FL 34677

  Welcome home to 10 Shamrock Way in sunny Oldsmar, nestled within the highly sought-after East Lake Woodlands community. This beautifully updated, FIRST FLOOR 2-bedroom, 2-bath, 1420sqft condo offers the perfect blend of comfort, privacy, and effortless Florida living.There is a private screened front porch with paver flooring that sets the tone, an inviting space for morning coffee, or quiet

  

  Jessica Christianson

  EXP REALTY LLC

  (656) 220-2870

  10 Shamrock Way Unit 10, Oldsmar, FL 34677
• 

  

  /44

  $315,000

  • 2 Beds
  • 1 Bath
  • 1,170 Sq Ft

  2005 Hudson Ct, Oldsmar, FL 34677

  Your dream home in Bayside Meadows Oldsmar, Florida, offers a single-family home with 2 bedrooms plus a garage conversion that could function as a third bedroom with the addition of a closet. The home includes a dining area with French doors leading to a screened lanai, an indoor laundry area, ceramic tile flooring in the main living spaces, and carpet in the bedrooms. You’ll see ceiling fans in

  

  Gail Small

  FUTURE HOME REALTY INC

  (656) 248-4656

  2005 Hudson Ct, Oldsmar, FL 34677
• 

  

  /35

  $1,150,000

  New Construction $240K PRICE DROP

  • 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
• 

  

  /53

  $1,180,000

  New Construction $20K PRICE DROP

  • 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
• 

  

  /71

  $2,457,000

  New Construction $422K PRICE INCREASE

  • 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
• 

  

  /58

  $654,900

  $40K PRICE DROP

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

  9009 Palm Key Ave, Oldsmar, FL 34677

  Searching for a low-maintenance waterfront escape in Tampa Bay? Whether you’re looking for a full-time residence, seasonal escape, or the perfect “Lock Up & Go” second home, this property offers the ideal blend of low-maintenance living and resort-style amenities. An added bonus — the flood insurance is ASSUMABLE to new buyers at currently only $1,101 annually. The HOA includes cable, internet,

  Nisa Gonzalez Smook REAL BROKER, LLC

  9009 Palm Key Ave, Oldsmar, FL 34677
• 

  

  /37

  $765,000

  $50K 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. 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

  470 Hickorynut Ave, Oldsmar, FL 34677
• 

  

  /78

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft

  3858 Shore Blvd, Oldsmar, FL 34677

  Welcome to Oldsmar, the highly desirable Tampa Bay suburb offering a perfect blend of small-town charm, top-rated schools, and prime waterfront living known for its central location between Tampa and Clearwater beaches. This unique home provides easy access to urban amenities while maintaining a quiet private atmosphere. It’s an ideal place to embrace outdoor waterfront living beginning your days

  Mark Yorke, LLC CHARLES RUTENBERG REALTY INC

  3858 Shore Blvd, Oldsmar, FL 34677
• 

  

  /63

  $430,000

  $20K PRICE DROP

  • 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 offers a spacious living area filled with natural light, a covered

  Bradley Dreher GRAYSTONE REAL ESTATE

  313 Jefferson Ave S, Oldsmar, FL 34677
• 

  

  /18

  $294,900

  $9K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  209 Hemingway Dr, Oldsmar, FL 34677

  Stunning Sun Ketch Townhome | Bright, Airy & Move-In Ready! Welcome to your slice of paradise in the highly sought-after Sun Ketch community of Oldsmar! This meticulously maintained 2-bedroom, 2-bathroom townhome offers the perfect blend of style, comfort, and convenience.Step inside to find gorgeous, rich cherry floors that flow through the living spaces, adding warmth and a touch of luxury

  Melissa Hinchliffe SMITH & ASSOCIATES REAL ESTATE

  209 Hemingway Dr, Oldsmar, FL 34677
• 

  

  /32

  $625,000

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

  355 Ventura Dr, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to this beautifully maintained and completely updated four-bedroom, two-bathroom home located in the gated community of Bay Arbor. Situated on a premium lot with tranquil pond views and no rear neighbors, this exceptional property is directly across the street from the community pool, offering both convenience and scenic surroundings.

  Robert Paolini EXP REALTY LLC

  355 Ventura Dr, Oldsmar, FL 34677
• 

  

  /15

  $155,000

  $19K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  124 Loblolly Ct Unit D, Oldsmar, FL 34677

  Unit tottaly Renovated New Kitchen Bath Bathrooms and flooring at the Garden of Forest lakes 2 Bedroom 2 bath

  Meir Barack LYN PROPERTIES

  124 Loblolly Ct Unit D, Oldsmar, FL 34677
• 

  

  /41

  $157,000

  $2K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  124 Loblolly Ct Unit H, Oldsmar, FL 34677

  Investor-friendly opportunity: This turn-key property currently has a cash flowing year-long tenant in place, making it an excellent 1031 exchange option for investors seeking immediate rental income with a low-maintenance property.Welcome to this beautifully fully remodeled 2-bedroom, 2-bathroom condo located at 124 Loblolly Ct, Unit H in desirable Oldsmar. This move-in-ready home has been

  Nikki Pagoria HOMESMART

  124 Loblolly Ct Unit H, Oldsmar, FL 34677
• 

  

  /32

  $165,000

  $25K PRICE DROP

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

  105 Palmetto Ct, Oldsmar, FL 34677

  Just what you have been waiting for....! FIRST floor, pet friendly (up to 40 pounds), condo located in Cypress Estates III of the popular gated community of East Lake Woodlands Country Club, a community that has been designed to enhance your lifestyle. Direct entrance takes you to open views of the dining and living room area out thru the sliding doors to your screened lanai overlooking a park

  Karen Sewell CHARLES RUTENBERG REALTY INC

  105 Palmetto Ct, 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
• 

  

  /30

  $389,000

  $10K PRICE DROP

  • 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
• 

  

  /20

  $199,900

  $25K PRICE DROP

  • 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
• 

  

  /99

  $1,199,900

  • 5 Beds
  • 3.5 Baths
  • 4,246 Sq Ft

  110 Deerpath Dr, Oldsmar, FL 34677

  Simply sensational in prestigious Deerpath of East Lake Woodlands!! Enter through double leaded glass entry doors to this spectacular, sprawling executive residence! 4,246 sq. ft. of exceptionally well-planned design and custom built to precise detail. Soaring ceilings with four bedrooms, plus a study that could be a 5th bedroom and 3.5 baths... elegantly designed! Privacy prevails on this

  Nancy Leslie RE/MAX REALTEC GROUP INC

  110 Deerpath Dr, Oldsmar, FL 34677
• 

  

  /7

  $1,800,000

  $600K PRICE DROP

  • Land
  • 1.2 Acres
  • $1,500,000 per Acre

  3825 Shore Blvd, Oldsmar, FL 34677

  3 LOTS on the WATER in Whether you’re building family homes or a stylish retreat, this property will exceed any buyer’s expectations. Difficult to find - situated on the upper crest of Old Tampa Bay with gorgeous expansive views. Location, location – can’t get any better. Nestled between Clearwater and Tampa and around the corner from Safety Harbor with its vibrant downtown, upscale boutique

  Susan Reynolds ARCHER REALTY

  3825 Shore Blvd, Oldsmar, FL 34677
• 

  

  /17

  $285,000

  • 4 Beds
  • 2 Baths

  20 Sylvia Place, Oldsmar, FL 34677

  Stunning Golf Community Living in East Lake Woodlands! Discover the perfect blend of elegance and comfort in this beautiful home located at 20 Sylva Place. Nestled in a premier gated community, this residence features a bright, open floor plan designed for modern living. Highlights include a spacious kitchen with premium finishes, a private master retreat, and expansive windows that invite

  Yamil Winn YOUR HOME SOLD GUARANTEED REALTY

  20 Sylvia Place, Oldsmar, FL 34677
• 

  

  /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
• 

  

  /28

  $169,000

  $20K PRICE DROP

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

  141 Lakeview Way Unit 141, Oldsmar, FL 34677

  PRICE REDUCED!Why Rent when you can buy?Enjoy peaceful Florida living in this charming condo located in a quiet gated community in desirable East Lake Woodlands. This well-maintained residence offers a comfortable layout with abundant natural light and relaxing views of the lake, creating a serene setting to come home to each day.The living and dining areas flow seamlessly, providing

  DOUGLAS BROWN EXP REALTY LLC

  141 Lakeview Way Unit 141, Oldsmar, FL 34677
• 

  

  /59

  $575,000

  $40K PRICE DROP

  • 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
• 

  

  /40

  $475,000

  $24K PRICE DROP

  • 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
• 

  

  /32

  $329,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  316 Country Club Dr, Oldsmar, FL 34677

  Welcome home to this beautifully renovated and FURNISHED mid-century modern block home located in the desirable community of Oldsmar Country Club Estates. Offering 3 bedrooms, 2 beautifully updated bathrooms, and 1,344 square feet of thoughtfully updated living space, this home blends timeless character with modern upgrades. The fully renovated kitchen features elegant quartz countertops, 42”

  Faith Walston TMWRK BROKERAGE LLC

  316 Country Club Dr, Oldsmar, FL 34677
• 

  

  /7

  $149,000

  $13K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  121 Loblolly Ct Unit C, Oldsmar, FL 34677

  Owner remodeled for family member but family member chose other living arrangements. Here is your chance to have a fully updated unit fit for higher end living without the cost.

  Cliff Glansen FLATFEE.COM

  121 Loblolly Ct Unit C, Oldsmar, FL 34677
• 

  

  /30

  $224,900

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

  107 Lakeview Place Unit 7, Oldsmar, FL 34677

  Beautiful First floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy serene pond views of pond with different species of birds from the Great room, Owners suite and screened covered porch. Updated, re-modeled, immaculately clean and move-in ready.

  Michael Ryan SAMUELSEN BUILDERS REALTY LLC

  107 Lakeview Place Unit 7, 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 $489,325.

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?

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

What is the average household income in Oldsmar, FL?

The average household income in Oldsmar, FL is $98K.

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

The most popular zip codes in Oldsmar, FL include 34677, 34695, 34684, 33761 and 33635.

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 6.31%, 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. The average household income in Oldsmar is $98K.

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 Prices in Oldsmar, FL

The median home sale price in Oldsmar, FL is $393,000, up 2% year-over-year. Homes in Oldsmar sell in 77 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $393,000	Median Single Family Sale Price $517,500
Median Townhouse Sale Price $396,500	Median 2 Bedroom Sale Price $225,000
Median 1 Bedroom Sale Price $167,000	Average Price Per Sq Ft $248
Number of Homes for Sale 156	Last 12 months Home Sales 399
Months of Supply 4.70	Median List Price $400,000
Median Change From 1st List Price 7%	Median Home Sale Price YoY Change 2%