Oldsmar, FL Homes for Sale with Pool

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  /86

  $1,425,000

  • 4 Beds
  • 3 Baths
  • 3,850 Sq Ft

  2151 Diamond Ct, Oldsmar, FL 34677

  Welcome to 2151 Diamond Court ~ Where luxury meets everyday comfort and style. This beautifully updated residence in the exclusive, gated community of Diamond Crest at East Lake Woodlands offers stunning water and conservation views and a thoughtfully designed 3-way split floor plan with a dedicated front office.From the moment you step inside, you’ll notice the meticulous attention to

  Michelle Johncola RE/MAX ELITE REALTY

  2151 Diamond Ct, Oldsmar, FL 34677
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  /80

  $1,425,000

  • 5 Beds
  • 4 Baths
  • 4,144 Sq Ft

  4954 Turtle Creek Trail, Oldsmar, FL 34677

  Welcome to this exceptional Costanza custom-built home, perfectly situated on over one acre of private conservation land in the prestigious gated community of East Lake Woodlands. This residence beautifully combines luxury, privacy, and nature, offering the ideal Florida lifestyle. From the moment you enter through the leaded-glass double doors, you’ll be impressed by the soaring ceilings, open

  Carol Conologue KELLER WILLIAMS REALTY- PALM H

  4954 Turtle Creek Trail, Oldsmar, FL 34677
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  /54

  $199,900

  • 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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  /45

  $215,900

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

  472 Trout Ln, Oldsmar, FL 34677

  Gull-Aire Village. 55+ community. Welcome to this 1998 Jacobsen home, built to newer standards and offering the perfect blend of comfort and convenience. This spacious residence features a desirable split floor plan with three bedrooms, providing ample privacy for family or guests. The chef’s kitchen is a true highlight, boasting high-quality Kraft Maid Cabinetry with custom pull-outs for

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  472 Trout Ln, Oldsmar, FL 34677
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  /31

  $223,500

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  129 Woodlake Wynde Unit 129, Oldsmar, FL 34677

  Welcome to Your New Home in East Lake Woodlands! Discover comfort, functionality, and Florida living in this spacious 2-bedroom, 2-bath condo located in the highly sought-after, gated community of East Lake Woodlands.The inviting primary suite features both a walk-in closet and an additional closet, along with a private ensuite bath featuring a tub/shower combination. Step directly onto the

  Liliana Rincon BILTMORE GROUP INC

  129 Woodlake Wynde Unit 129, Oldsmar, FL 34677
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  /30

  $669,000

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

  4007 Palm Key Ave, Oldsmar, FL 34677

  Very affordable flood insurance! Less than $800 per year, which is transferable to the new owner! Living the Florida dream starts here! The moment you walk in, you will experience the coastal luxury this townhome has to offer. From the soaring ceilings to the open floor plan with a state-of-the-art kitchen. Enjoy amazing water views from the screened-in porch that will have you living the good

  JACOB GROSS CHARLES RUTENBERG REALTY INC

  4007 Palm Key Ave, Oldsmar, FL 34677
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  /35

  $199,999

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

  281 Cypress Ln, Oldsmar, FL 34677

  Charming First Floor Condo in East Lake Woodlands Discover carefree living in this beautifully updated first-floor condo, nestled in the gated East Lake Woodlands Country Club within the serene Cypress Estates II. This inviting home boasts stunning views of lush greenery, creating a peaceful retreat with a private backyard oasis. Key Features: New in 2025: Sleek tile flooring throughout and a

  Cathy Schoeppler UNITED REAL ESTATE SUNCOAST

  281 Cypress Ln, Oldsmar, FL 34677
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  /50

  $225,900

  • 2 Beds
  • 2 Baths
  • 1,286 Sq Ft

  238 Pelican Dr N, Oldsmar, FL 34677

  This home is in highly desirable 55+ Gull-Aire Village! This beautifully updated Palm Harbor home boasts 1,286 square feet of comfortable living space with two generous bedrooms and two modern baths. The open floor plan is perfect for entertaining family and friends, while the freshly painted interior and brand-new luxury wide-width, high-traffic vinyl plank flooring with new baseboards add a

  Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

  238 Pelican Dr N, Oldsmar, FL 34677
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  /29

  $176,500

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  468 Trout Ln, Oldsmar, FL 34677

  PRICE IMPROVEMENT! Welcome yourself home to Gull-Aire Village, a 55+ community that is Pet & Golf Cart friendly in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, which means you OWN the Land & Home. This home is one of the NEWER Models listed (2004) and is in Pristine condition! It is Priced to Sell and listed UNDER current market value for a quick, easy transaction. It boasts

  Lori Sarnese KELLER WILLIAMS TAMPA CENTRAL

  468 Trout Ln, Oldsmar, FL 34677
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  /51

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft

  50 Ingrid Place, Oldsmar, FL 34677

  Welcome to Eastlake Woodlands, a stunning golf community nestled in a serene and picturesque setting. This beautiful 2 Bedroom/ 2 Bath split floor plan condo boasts elegant wood floors and breathtaking views of the of the conservation pond from your back porch. Enjoy the privacy and seclusion of this end unit with no rear neighbors. With inviting outdoor spaces in both the front and back of the

  Jessica Patriarch MIHARA & ASSOCIATES INC.

  50 Ingrid Place, Oldsmar, FL 34677
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  /28

  $339,999

  • 3 Beds
  • 2 Baths
  • 1,255 Sq Ft

  163 Dolphin Dr E, Oldsmar, FL 34677

  Presenting a stunningly renovated beauty in Gull-Aire Village, a sought after 55+ golf cart and pet-friendly community on the north shores of Tampa Bay! If you're searching for your piece of Floridian paradise where no expense was spared for modernized living, then look no further! This wide open floor plan home will be sure to impress with EXQUISITE UPDATES and tons of fun bells and whistles.

  Micaela Morenz, PA BLAKE REAL ESTATE INC

  163 Dolphin Dr E, Oldsmar, FL 34677
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  /31

  $249,000

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

  117 E Cypress Ct Unit 117, Oldsmar, FL 34677

  **COME ON IN - MAKE YOURSELF AT HOME ** This 2 Bed 2 Bath GROUND FLOOR unit has been totally REMODELLED to an exceptionally high standard!! New Floors, New Bathrooms, New Windows, MOVE IN READY!! And what's more?? NOT OVERLOOKED at the rear!!! Enjoy your morning coffee or evening drink on the front enclosed patio or watch the wildlife from the rear patio .. you have a choice!! Within easy walking

  Joanne Todd RE/MAX REALTEC GROUP INC

  117 E Cypress Ct Unit 117, Oldsmar, FL 34677
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  /92

  $789,000

  • 4 Beds
  • 3 Baths
  • 2,809 Sq Ft

  4969 Kilkenney Way, Oldsmar, FL 34677

  "HOUSE BEAUTIFUL" Nestled in a Serene GATED Enclave "ABERDEEN" of ARDEA (Formerly Known as East Lake Woodlands Golf and Country Club!) From the Moment you Arrive, the Home's Curb Appeal is Undeniable! Pristine Manicured Landscaping and Graceful Palm Tree's Create a Peaceful Tropical Setting! Quality Built Classic Beauty Consists of 4 Bedrooms, 3 Bathrooms, 3 Car Garage with your own Sparkling

  Sandee Dillon-Mooney RE/MAX REALTEC GROUP INC

  4969 Kilkenney Way, Oldsmar, FL 34677
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  /84

  $409,000

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

  646 Timber Bay Cir W, Oldsmar, FL 34677

  PRICE IMPROVEMENT - LOCATION - LOCATION - LOCATION - LOVE WHERE YOU LIVE - ONE STORY POOL HOME! Welcome to this MOVE IN READY 3 bedroom, 2 remodeled bathroom, 2 car attached garage split floor plan featuring 1554 ft.2 located in the beautiful City of Oldsmar. This home will not disappoint. It is the perfect blend of comfort and Florida living. Just inside the front door is the living room

  Sue Salm RE/MAX CHAMPIONS

  646 Timber Bay Cir W, Oldsmar, FL 34677
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  /12

  $169,500

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

  106 Pine Ct, Oldsmar, FL 34677

  NEW PRICE! Welcome to the beautifully mainted 2 bedroom 2 bath Second floor Condo. Located in the desirable Gated community of East Lake Woodlands. This condo features New LVP flooring throughout offering both easy maintenance and style. This condo has a nice open floor plan with loads of natural light! The Kitchen opens to the Living/dining room. The Kitchen features Stainless appliances and an

  Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

  106 Pine Ct, Oldsmar, FL 34677
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  /44

  $238,500

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  214 Caryl Way, Oldsmar, FL 34677

  Seller offering 5k concessions towards buyer's closing costs! Don’t miss this incredible opportunity to own an affordable 3-bedroom, 2-bath condo in the beautiful East Lake Woodlands community - an amazing find at this price point perfect for young families to down-sizers or snowbirds who still want room to spread out and NO FLOOD INSURANCE REQUIRED! With 1,292 square feet of living space, this

  Rebecca Norton COLDWELL BANKER REALTY

  214 Caryl Way, Oldsmar, FL 34677
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  /35

  $197,500

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

  108 Lakeview Place Unit 108, Oldsmar, FL 34677

  ** SELLER IS NOW OFFERING TO PAY BUYER'S CLOSING COSTS WITH ACCEPTABLE OFFER!** Discover the perfect blend of luxury and convenience in this beautifully updated second-floor condo, located in the prestigious guard-gated East Lake Woodlands golf community. Enjoy serene water views and modern upgrades, including luxury vinyl plank flooring, quartz kitchen countertops, and a fully remodeled master

  Mark Clark RE/MAX REALTEC GROUP INC

  108 Lakeview Place Unit 108, Oldsmar, FL 34677
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  /42

  $485,000

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

  603 Shore Dr E, Oldsmar, FL 34677

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

  Warren Ring RE/MAX ALLIANCE GROUP

  603 Shore Dr E, Oldsmar, FL 34677
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  /68

  $569,000

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

  129 Brent Cir, Oldsmar, FL 34677

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

  Ena Ebanks FUTURE HOME REALTY INC

  129 Brent Cir, Oldsmar, FL 34677
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  /48

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 2,061 Sq Ft

  190 Water Oak Way, Oldsmar, FL 34677

  VACATION WHERE YOU LIVE... UNIQUE RARE OPPORTUNITY to own this beautiful single family home on one of East Lake Woodlands Championship Golf Courses. Located on the South Course, 8TH TEE/FAIRWAY, relax and enjoy the golf course views with stunning sunrises and sunsets. Three sets of sliding doors lead to a spacious patio with pool, features water views with nature in their natural habitat. Soaring

  Pamela Savoie FUTURE HOME REALTY INC

  190 Water Oak Way, Oldsmar, FL 34677
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  /77

  $1,650,000

  • 4 Beds
  • 6 Baths
  • 5,260 Sq Ft

  288 Mobbly Bay Dr, Oldsmar, FL 34677

  Luxury living with an abundance of privacy, amazing views, an open floor plan, and ample closet space are just a start. This cul-de-sac custom-built home of unparalleled elegance within a gated enclave features breathtaking water views and gleaming natural light without compromising privacy. Spanning 5,260 square feet, this 2 story meticulously designed residence features 4 bedrooms, study, game

  Jac Smith KELLER WILLIAMS ST PETE REALTY

  288 Mobbly Bay Dr, Oldsmar, FL 34677
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  /5

  $178,990

  • 4 Beds
  • 2.5 Baths
  • 2,155 Sq Ft

  705 Shore Dr E, Oldsmar, FL 34677

  Short Sale. Short Sale - Listed price has not been approved by the lender. Enter at your own risk. Mold and water damage throughout the property from hurricane flooding. The roof needs to be replaced. The pool caved in from flooding. Walls, and appliances need to be replaced. The only good thing about the home is that two new A/C units have been installed, since the flooding occurred. The home

  Michele Martinez GREAT AMERICAN REALTY

  705 Shore Dr E, Oldsmar, FL 34677
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  /18

  $204,900

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

  124 Nina Way Unit 24, Oldsmar, FL 34677

  Welcome Home! This renovated condo is simply beautiful! Located in the premier golf community of East Lake Woodlands, you will enjoy the many upgrades that have been added to this home. This fantastic condo is a 2 bedroom, 2 bath, on the second floor so no need to worry about flooding or having to purchase Flood Insurance. This home features a brand new A/C system and many new appliances. As you

  Steven Koleno BEYCOME OF FLORIDA LLC

  124 Nina Way Unit 24, Oldsmar, FL 34677
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  /27

  $195,000

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  278 Pelican Dr N, Oldsmar, FL 34677

  Don't miss this desirable and very active community of Gull-Aire Village! This is one of the most highly sought-after 55+ communities in Pinellas County. With HOA fees at only $60/mo and the ability to rent out your home after only 1 year of ownership, the possibilities are endless. This home includes a rare LARGE GARAGE! You own your own land. The owner has just replaced the range and

  Jon Dant RE/MAX ACTION FIRST OF FLORIDA

  278 Pelican Dr N, Oldsmar, FL 34677
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  /65

  $214,900

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  140 Nina Way Unit 40, Oldsmar, FL 34677

  VERY DESIRABLE GATED COMMUNITY OF EAST LAKE WOODLANDS, CORNER CONDO has VIEWS OF LAKE SHILOH & GOLF COURSE. Condo Sold FULLY FURNISHED including DECOR, Three TV's & KITCHEN ITEMS Or Removed per Buyers Request. Living Room & Dining Room have a WOOD BURNING FIREPLACE adding AESTHETICS & is SOOTHING & RELAXING. Condo was BEAUTIFULLY REMODELED IN 2018, EAT-IN KITCHEN with NEW WOOD CABINETS, QUARTZ

  Marie Becklund FUTURE HOME REALTY INC

  140 Nina Way Unit 40, Oldsmar, FL 34677
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  /62

  $605,000

  • 4 Beds
  • 2.5 Baths
  • 2,320 Sq Ft

  1654 Bayhill Dr, Oldsmar, FL 34677

  DID YOU SAY EASTLAKE WOODLANDS? COME AND MASTER THE POSSIBILITIES OF THIS LARGE FAMILY HOME OF 4 BEDROOMS, 2 AND HALF BATHS, 2 CAR GARAGE POOL HOME. PRICED BELOW MARKET VALUE! THIS HOME SITS IN THE QUAINT CREEKSIDE COMMUNITY INSIDE THE GATES OF EASTLAKE WOODLANDS, WALK INTO THIS GRAND ENTRANCE WITH THE HIGH 18FT CEILINGS JUST IN TIME FOR THE LARGEST CHRISTMAS TREE YOU WANT WITH DINING AREA TO

  Karen Eckert ECKERT REALTY & PROPERTY MGMT

  1654 Bayhill Dr, 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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  /87

  $1,799,999 New Construction

  • 4 Beds
  • 4 Baths
  • 3,488 Sq Ft

  3426 Channelside Ct, Safety Harbor, FL 34695

  Price just adjusted by 100K! Welcome to 3426 Channelside in Safety Harbor and this exceptional brand-new custom residence that was just completed and ready to move into! Located mins from Mease Hospital. Perfectly situated on a spacious 0.25-acre lot on a tranquil canal in one of Tampa Bay’s most desirable towns—Safety Harbor. Offering over 3,448 sq. ft. of living space with 4 bedrooms, 4 full

  Kathie Lea EXP REALTY

  3426 Channelside Ct, Safety Harbor, FL 34695
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  /90

  $2,035,000 New Construction

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

  3420 Channelside Ct, Safety Harbor, FL 34695

  Under Construction. DECEMBER UPDATE: 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. Windows are in, insulation (including advanced soundproofing in walls and ceilings) is complete, and drywall installation is complete, tile is

  Curt Chandler IMPACT REALTY TAMPA BAY

  3420 Channelside Ct, Safety Harbor, FL 34695

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