Oldsmar, FL Homes for Sale

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  $730,000

  • 5 Beds
  • 3.5 Baths
  • 2,930 Sq Ft

  602 Dartmouth Ave E, Oldsmar, FL 34677

  Welcome to this spacious 5 bedroom, 3.5 bathroom home offering nearly 3,000 square feet of living space in the heart of highly desirable Oldsmar. Built in 2007, this contemporary two-story residence combines modern updates with timeless design, all just minutes from waterfront parks, trails, playgrounds, sports courts, dog parks, a fishing pier, and a public boat ramp. The entryway makes a

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 216-2592

  602 Dartmouth Ave E, Oldsmar, FL 34677
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  Explore Oldsmar

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  $259,900

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  2000 Sheffield Ct, Oldsmar, FL 34677

  Welcome to this Beautifully UPDATED 1296 sq ft, 2-bedroom, 2-bath villa with VAULTED CEILINGS and Stunning 24" CERAMIC TILE THROUGHOUT with a Bright OPEN floor plan. The Kitchen features GRANITE Countertops, WOOD Cabinets, and STAINLESS STEEL APPLIANCES. BOTH BATHROOMS have been tastefully UPDATED, and a convenient INSIDE LAUNDRY closet includes a NEW Washer purchased in 2025 (conveys with sale).

  

  Sheri Ragsdale

  RAGSDALE RESIDENTIAL REALTY

  (656) 232-3260

  2000 Sheffield Ct, Oldsmar, FL 34677
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  $1,575,000

  • 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

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 231-5358

  316 Shore Dr E, Oldsmar, FL 34677
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  $249,000

  • 2 Beds
  • 2.5 Baths
  • 1,105 Sq Ft

  421 Countryside Key Blvd, Oldsmar, FL 34677

  Bright, Welcoming, and Ready to Greet You with a SmileWelcome to 421 Countryside Key, an adorable 2-bedroom, 2.5-bathroom townhome in a gated community with reserved parking, abundant natural light, and a layout designed for easy Florida living.Step inside to a bright, open living and dining area flowing seamlessly into the kitchen, perfect for everyday living and entertaining. A

  

  Sunny Alexander

  RED SASH REALTY LLC

  (656) 220-3413

  421 Countryside Key Blvd, Oldsmar, FL 34677
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  $599,000 Open Sun 1PM - 3PM

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

  1631 Shady Oaks Dr, Oldsmar, FL 34677

  Welcome to your Florida dream home in Eastlake Oaks, one of Oldsmar’s most sought-after communities perfectly positioned between Tampa and Clearwater. This move-in ready 3 bedroom, 2 bathroom single family home offers nearly 2,000 sq ft of open-concept living with high ceilings, abundant natural light, and seamless indoor-outdoor flow. Inside, you’ll find impact windows and sliding glass doors,

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 218-7998

  1631 Shady Oaks Dr, Oldsmar, FL 34677
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  /21

  $264,900

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft

  273 Countryside Key Blvd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Motivated Seller offering 5K credit to buyer for 1 year of HOA fees, closing costs, or loan rate buydown! Welcome to this MOVE IN READY 2-bedroom, 2.5-bathroom townhome in the desirable gated community of Countryside Key. Offering 1,110 sq ft of thoughtfully designed living space—plus an additional 75 sq ft enclosed patio—this two-story home

  

  Mandy Cassiano

  KELLER WILLIAMS SOUTH SHORE

  (656) 226-3572

  273 Countryside Key Blvd, Oldsmar, FL 34677
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  $1,150,000

  • 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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  /49

  $259,000

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  25 Woods Landing Trail Unit 1, Oldsmar, FL 34677

  Welcome to this beautifully updated 2 bedroom, 2 and a half bath townhome in one of Pinellas County’s most sought-after suburbs, the gated community of East Lake Woodlands. This move-in ready home offers maintenance free living, in a non-flood zone, at an unbeatable price point. With two spacious bedrooms, each featuring en-suite bathrooms and walk-in closets, this townhome is designed with

  

  Alexander Zynski

  COLDWELL BANKER REALTY

  (813) 322-6261

  25 Woods Landing Trail Unit 1, Oldsmar, FL 34677
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  /22

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  106 Cutlass Way, Oldsmar, FL 34677

  Fully updated and move-in ready 3-bedroom, 2.5-bath townhome in highly desirable Hayes Park Village. Built in 2016, this home offers modern finishes throughout, including luxury plank vinyl flooring, updated bathrooms, granite countertops, stainless steel appliances, and wood cabinetry. Crown molding adds an elegant touch to the downstairs living area, while modern lighting and ceiling fans are

  

  Rachel Mayhew

  RE/MAX CHAMPIONS

  (656) 216-2731

  106 Cutlass Way, Oldsmar, FL 34677
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  $259,900

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

  145 Blue Marlin Dr, Oldsmar, FL 34677

  This spacious, contemporary residence offers the perfect blend of luxury and comfort, whether you're looking for a permanent home or a winter getaway. Every detail has been thoughtfully upgraded, featuring custom cabinetry, a beautiful leaded glass front door, sleek stainless-steel appliances, and a spacious kitchen island. Enjoy modern conveniences like a front-loader full-size washer and dryer,

  

  Jamie Everett

  FUTURE HOME REALTY INC

  (813) 733-6871

  145 Blue Marlin Dr, Oldsmar, FL 34677
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  $1,275,000

  • 4 Beds
  • 3.5 Baths
  • 3,745 Sq Ft

  1476 Briargrove Way, Oldsmar, FL 34677

  HUGE PRICE REDUCTION! Set within a private, gated enclave of Aberdeen within the confines of the exclusive Ardea Country Club, this Mediterranean-inspired pool home delivers resort-style living with all the security of a gated community. The home sits directly on the 17th tee box of the North Course, offering unobstructed golf views and lush green surroundings.From the moment you arrive, the

  

  Lou Tutko

  PARADISE LIFE REALTY

  (656) 218-8427

  1476 Briargrove Way, Oldsmar, FL 34677
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  /59

  $249,999

  • 2 Beds
  • 2.5 Baths
  • 1,285 Sq Ft

  1718 Azalea Ct Unit B, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. NO HOA! MARVELOUS WATER VIEW FROM YOUR BALCONY! Beautiful 2BR 2.5BA two-story townhouse in Oldsmar, FL. Master bedroom has French doors that open to a wonderful water view right in your backyard....enjoy the view of two lakes and a creek with stunning wildlife! Best of all, you get to rest assured that your property is high and dry, NO WATER

  

  Daniel Hut

  HUT REALTY, LLC

  (656) 231-5735

  1718 Azalea Ct Unit B, Oldsmar, FL 34677
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  $256,805

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

  129 Lakeview Way, Oldsmar, FL 34677

  Stunning Waterview Condo in the Gated Community of East Lake Woodlands!Experience low-maintenance, resort-style living with serene pond views in this beautifully updated, ground-floor residence located in one of the area’s most coveted gated communities. Light and airy throughout, this stylish home features durable plank tile flooring and a desirable split-bedroom layout, perfectly

  

  Eric Timmons

  KELLER WILLIAMS REALTY- PALM H

  (656) 228-0777

  129 Lakeview Way, Oldsmar, FL 34677
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  $355,000

  • 3 Beds
  • 2 Baths
  • 1,212 Sq Ft

  202 Dunkirk Rd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Charming WATERFRONT Retreat in Vibrant Oldsmar! This beautifully UPDATED HOME offers relaxing POND VIEWS and curb appeal. ALL BRAND NEW - ROOF, A/C, Water Heater, Fridge, Washer/ Dryer, Dishwasher, Cabinets, Countertops, Bathroom fixtures, Flooring in bedrooms, and more. Convenience meets charm - with mature landscaping, ample parking, and HOOKUPS

  

  Anjali Gill

  COMPASS FLORIDA LLC

  (656) 228-1142

  202 Dunkirk Rd, Oldsmar, FL 34677
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  /11

  $325,000

  • Land
  • 0.35 Acre
  • $928,571 per Acre

  505 Federal St, Oldsmar, FL 34677

  Home Sites Available in Oldsmar, FL! Own a piece of prime real estate in the highly sought-after location of downtown Oldsmar, FL located halfway between Tampa Bay and Pinellas county beaches. This home site offers a fantastic opportunity for investors and homeowners to build their dream residences in a desirable area on a quiet and peaceful dead end street. This oversized 100x150 home site is

  

  John Blaeser

  BHHS FLORIDA PROPERTIES GROUP

  (813) 565-9394

  505 Federal St, Oldsmar, FL 34677
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  /47

  $529,900

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

  112 Brent Cir, Oldsmar, FL 34677

  Now Offered at $529,900 – Waterfront Townhome with Deeded Boat Slip in Oldsmar! This beautifully updated, move-in ready townhouse offers relaxed coastal living in the charming golf cart community of Oldsmar – celebrated for its quality of life, top-rated schools, and unbeatable location between Tampa International Airport and sparkling Gulf beaches. Tucked inside a gated waterfront enclave with

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 219-4022

  112 Brent Cir, Oldsmar, FL 34677
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  $640,000 Pre-Foreclosure

  • 4 Beds
  • 4 Baths
  • 2,848 Sq Ft

  316 Lafayette Blvd, Oldsmar, FL 34677

  Live the ultimate Florida lifestyle in this spectacular Craftsman-style home in the heart of Oldsmar! Nestled in a golf cart-friendly community just blocks from waterfront parks, vibrant downtown shops, and scenic walking trails, this home blends classic charm with modern comfort. Built in 2006, the two-story residence boasts a dramatic living room with soaring ceilings, clerestory windows, and a

  

  Jodi Avery

  KELLER WILLIAMS REALTY- PALM H

  (813) 680-5091

  316 Lafayette Blvd, Oldsmar, FL 34677
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  $355,000

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft

  440 Evergreen Dr, Oldsmar, FL 34677

  Welcome to 440 Evergreen Dr, where comfort, charm, and convenience all come together in the heart of Oldsmar, Florida. Tucked away on a quiet street, this 2-bedroom, 2-bath gem offers more than just a house, it’s a space that invites you to slow down and enjoy life.Step inside through the 1-car garage and enter an open living and dining area filled with natural light. The layout flows

  

  Jasmin Gonzalez

  COLDWELL BANKER REALTY

  (656) 218-4543

  440 Evergreen Dr, Oldsmar, FL 34677
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  /16

  $299,900

  • Land
  • 1.13 Acres
  • $265,398 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

  

  Steve Capen

  COLDWELL BANKER REALTY

  (656) 228-1955

  0 Strathmore Ave, Oldsmar, FL 34677
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  /47

  $213,000

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft

  161 Clubview Dr Unit 123, Safety Harbor, FL 34695

  Great well cared for property located on the water. This water location is where the bay meets the end of Lake Tarpon so the water is brackish. What a gorgeous view! The living room and the enclosed porch face this stupendous view. The kitchen has modern stainless steel appliances and an island kitchen. Cupboards were redone. Vapor barrier in 2023. This home has laminate floors and in the

  

  Renny Bryden

  CHARLES RUTENBERG REALTY INC

  (727) 761-6997

  161 Clubview Dr Unit 123, Safety Harbor, FL 34695
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  $1,390,000 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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  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  1292 Clays Trail Unit 1404, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to Laurel Oaks in the sought after East Lake Woodlands Country Club, and make this spacious and beautifully updated 3-bedroom, 2.5-bath, 1 car garage two-story townhome your new home. Perfectly blending comfort, style, and functionality, the heart of the home is the modern kitchen featuring stainless steel appliances, granite countertops,

  Roger Fruits HOMEFRONT REALTY

  1292 Clays Trail Unit 1404, Oldsmar, FL 34677
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  $909,900 Open Sun 11AM - 2PM

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

  1358 Forestedge Blvd, Oldsmar, FL 34677

  PICK YOUR COLOR - MAKE THIS BEAUTIFUL HOME YOUR OWN!! Sellers are offering a $6500 painting credit to personalize the home with the colors you love! PRICE DRASTICALLY REDUCED!!! Nestled within the highly sought-after gated community of Aberdeen in East Lake Woodlands, this exceptional single-story residence offers a rare blend of luxury, privacy, and prime location. Thoughtfully upgraded and

  Alexsis Denson REALTY ONE GROUP BEYOND

  1358 Forestedge Blvd, Oldsmar, FL 34677
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  $269,000

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  2031 Dover Ct, Oldsmar, FL 34677

  Welcome to your peaceful retreat! This beautifully maintained 2-bedroom, 2-bathroom, 1-car garage villa combines comfort, charm, and convenience in a quiet, sidewalk-lined neighborhood ideal for leisurely strolls and a true sense of community.Step inside to a spacious living area, featuring a large primary suite with a walk-in closet and private en suite bathroom. Enjoy Florida living with

  Jansz Umboh LOKATION

  2031 Dover Ct, Oldsmar, FL 34677
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  /41

  $189,900

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

  110 W Cypress Ct, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to your sanctuary nestled in a gated golf community of East Lake Woodlands. This beautifully updated upstairs 2-bedroom, 2-bathroom is only steps away from the community heated pool and offers both comfort and convenience. The interior features stylish and modern updates that include laminate flooring, providing a comfortable and

  Roger Fruits HOMEFRONT REALTY

  110 W Cypress Ct, Oldsmar, FL 34677
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  $329,000

  • 2 Beds
  • 2 Baths
  • 1,910 Sq Ft

  1203 Clays Trail Unit 406, Oldsmar, FL 34677

  Welcome to 1203 Clays Trail #406 nestled in the highly sought after community of Eastlake Woodlands. This spacious 2bed/2bath condo has it all to include a 1 car garage and a fantastic layout. As you enter the condo there are stairs that take you up to the living area that features a beautiful kitchen in the center of the condo with a large living room to the left and a spacious living/dining

  John Bailey Jr FLORIDA LUXURY REALTY INC

  1203 Clays Trail Unit 406, Oldsmar, FL 34677
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  /60

  $1,200,000

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

  804 Charles Blvd, Oldsmar, FL 34677

  “Tranquil Tampa Bay Waterfront Home Featuring Panoramic Views & Luxury Finishes” .Discover a rare waterfront sanctuary on Tampa Bay in Oldsmar’s exclusive Bay’s End community. This immaculate, move-in ready single-story custom home offers 4 bedrooms, 3 bathrooms, an oversized 3-car garage, Plus an elegant circular driveway offering extra parking. Perfect for locals or out-of-state buyers seeking

  Warren Ring RE/MAX ALLIANCE GROUP

  804 Charles Blvd, Oldsmar, FL 34677
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  $499,000

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft

  603 Shore Dr E, Oldsmar, FL 34677

  his exceptional 3-bedroom, 2-bathroom pool home, nestled in the heart of Oldsmar and Tampa Bay, epitomizes the true Florida lifestyle and has been fully updated with a brand-new kitchen, completely renovated bathrooms, new AC system, fresh interior & exterior paint, and modern finishes throughout. Boasting an oversized driveway with room for RVs, boats, and multiple cars, the property offers a

  Warren Ring RE/MAX ALLIANCE GROUP

  603 Shore Dr E, Oldsmar, FL 34677
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  $799,900 Open Sun 11AM - 1PM

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

  1384 Forestedge Blvd, Oldsmar, FL 34677

  Stunning 4BR/2.5BA pool home on an oversized lot in the gated East Lake Woodlands – Aberdeen community. This airy single-story residence offers over 2,800 sq ft with soaring ceilings, open floorplan, and abundant natural light. The spacious primary suite features private access to the patio, and in the bathroom you will find a walk-in closet, dual vanities, beautiful clawfoot tub, and separate

  Jim Steele BHHS FLORIDA PROPERTIES GROUP

  1384 Forestedge Blvd, Oldsmar, FL 34677
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  /40

  $349,000

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft

  504 Cabernet Way, Oldsmar, FL 34677

  High and Dry – No Flooding or Storm Damage!Welcome to Tuscany Woods!!! This GATED beautiful townhome has been well maintained, move in ready and sits high and dry with no history of flooding or storm-related damage. The main living areas feature elegant tile flooring, providing both durability and style.The spacious kitchen is a chef’s dream, offering white shaker wood cabinets, granite

  David Weylie ELITE TAMPA BAY REALTY LLC

  504 Cabernet Way, Oldsmar, FL 34677
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  $850,000

  • 5 Beds
  • 2.5 Baths
  • 3,294 Sq Ft

  4915 Augusta Ave, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 3,294 sq ft home located in the desirable Worthington subdivision of the gated East Lake Woodlands Golf Course community. This residence offers the perfect combination of luxury, comfort, and functionality, with high-end finishes, thoughtful updates, and a resort-style outdoor oasis designed for year-round Florida

  Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

  4915 Augusta Ave, Oldsmar, FL 34677
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  /15

  $224,900

  • 2 Beds
  • 2 Baths
  • 948 Sq Ft

  206 Caryl Way Unit 1, Oldsmar, FL 34677

  Location location****DON'T LOSE THIS OPORTUNITY, This Magnificent Second floor Condo 2-bedroom, 2 bathrooms, in the Gated community of Eastlake Woodlands a golf community, has been tastefully renovated. Great open concept, new high-quality vinyl floors, new baseboards, new paint, new LED lighting, the kitchen has new cabinets, new stainless-steel appliances, granite countertop, tile backsplash,

  marisol cordero VITA LUXURY REALTY LLC

  206 Caryl Way Unit 1, Oldsmar, FL 34677
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  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,288 Sq Ft

  210 Cutlass Way, Oldsmar, FL 34677

  Beautiful 2-Story Townhouse – Perfect Location in Oldsmar. Discover this stunning two-story townhouse built in 2016, offering modern comfort and convenience. Featuring 3 spacious bedrooms, 2.5 bathrooms, and 1 large car garage. This home is designed for both style and functionality. The interior boasts elegant hardwood floors, a gourmet kitchen with granite countertops, and stainless steel

  Rosa Acosta MC HOMES REALTY INC

  210 Cutlass Way, Oldsmar, FL 34677
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  $425,000

  • 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 private garage, perfectly set 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 sunroom, expanding your living area

  Marcy Daniels COLDWELL BANKER REALTY

  271 Hemingway Dr, Oldsmar, FL 34677
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  /24

  $490,000

  • 3 Beds
  • 1 Bath
  • 1,308 Sq Ft

  501 Washington Ave, Oldsmar, FL 34677

  Charming Spanish-Style Home in Historic Oldsmar Welcome to 501 Washington Ave, a beautiful residence nestled in one of Oldsmar’s most historic neighborhoods. This unique property blends vintage character with modern comfort, offering timeless appeal and move-in convenience. Featuring authentic historic windows and classic Spanish-style architecture, this home radiates warmth and charm. The

  Tommie Everill Peacock BHHS FLORIDA PROPERTIES GROUP

  501 Washington Ave, Oldsmar, FL 34677
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  /67

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  4831 Pebble Brook Dr, Oldsmar, FL 34677

  Walk up as you take in the lush landscape and brick paved front porch; Step inside this lovely home in the highly sought-after East Lake Woodlands neighborhood of Cross Creek and be immediately impressed by its open and inviting layout. Interior highlights include light & bright kitchen with white raised-panel cabinetry, double stainless-steel sink, large pantry with built-in shelving, and cozy

  Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

  4831 Pebble Brook Dr, Oldsmar, FL 34677
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  /54

  $209,900

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

  204 Mary Dr, Oldsmar, FL 34677

  An absolute must see!! Beautifully maintained 2 bedroom, 2 bath condo nestled in sought after East Lake Woodlands! Second floor unit offers light, bright spacious living. The home boasts a modern kitchen with updated real wood cabinetry, granite counters and high end appliances. A convenient breakfast bar opens the kitchen to the living area offering optimal entertaining space! Fabulous updated

  Nancy Leslie RE/MAX REALTEC GROUP INC

  204 Mary Dr, Oldsmar, FL 34677
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  /41

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,268 Sq Ft

  519 Cypress View Dr, Oldsmar, FL 34677

  Welcome to a home that blends timeless elegance with modern convenience in the heart of East Lake Woodlands, one of Oldsmar’s most desirable communities. This beautifully updated 3-bedroom, 2-bath residence with a versatile garage conversion has been thoughtfully designed with both sophistication and comfort.Interior HighlightsAs you enter, the attention to detail is immediately

  Althia Lopez PEOPLE'S TRUST REALTY

  519 Cypress View Dr, Oldsmar, FL 34677
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  /29

  $495,000 Open House 10/12

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  333 Tavernier Dr, Oldsmar, FL 34677

  Discover your own slice of Florida paradise with this charming three-bedroom, two-bathroom home, perfectly situated in the highly sought-after community of The Fountains at Cypress Lakes in Oldsmar. Boasting a private, sparkling in-ground pool, this beautiful home is conveniently in walking distance of the local elementary school, and easy access to local shops, restaurants, local airports and

  Karen Daley SMITH & ASSOCIATES REAL ESTATE

  333 Tavernier Dr, Oldsmar, FL 34677
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  /18

  $525,000

  • 2 Beds
  • 1 Bath
  • 898 Sq Ft

  508 Dartmouth Ave E, Oldsmar, FL 34677

  Welcome to coastal country living in Oldsmar, Florida, at the top of Tampa Bay! The value of this property is in the land. It is all about the Land, it is about the promise the land holds for the next homeowner/investor/ Builder. This 148 x 184 property is primed for redevelopment. The house and outbuildings on the lot are most likely tear-downs, not fixer-uppers. The zoned R-2 parcel can be

  Realtor Joann JOHN PARVIN

  508 Dartmouth Ave E, Oldsmar, FL 34677

Showing Results 1 - 40, Page 1 of 6

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 $487,295.

Are home prices dropping in Oldsmar?

Yes, home prices in Oldsmar are down 8% in the last 12 months.

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

208 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, 33761, 34684 and 33635.

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

The median home price in Oldsmar is $410,000. If you put a 20% down payment of $82,000 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $2,030 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $87K a year to afford the median home price in Oldsmar.

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, Deer Park Elementary School and Cypress Woods 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 61 days on the market compared to the national average of 52 days. The median sale price for homes in Oldsmar, FL over the last 12 months is $365,000, down 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$365,000

Median Single Family Sale Price

$423,000

Median Townhouse Sale Price

$380,000

Median 2 Bedroom Sale Price

$150,500

Average Price Per Sq Ft

$262

Number of Homes for Sale

96

Last 12 months Home Sales

208

Months of Supply

5.50

Median List Price

$410,000

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

-10%