Oldsmar, FL Homes for Sale with Pool

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  $388,000

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft

  35 Pinewinds Blvd, Oldsmar, FL 34677

  VERY DESIRABLE GATED COMMUNITY OF EAST LAKE WOODLANDS, CORNER VILLA has VIEWS OF POND. Villa was BEAUTIFULLY REMODELED with NEWER WOOD CABINETS, and GRANITE COUNTER TOPS & NEWER APPLIANCES. LUXURY VINYL LAMINATE FLOORS throughout VILLA. Master Bedroom has A WALK-IN CLOSET with remodeled Master Suite BATHROOM. For Privacy there is a Split Bedroom Plan. Garage Conversion has a Flex Room for added

  Marie Becklund FUTURE HOME REALTY INC

  35 Pinewinds Blvd, Oldsmar, FL 34677
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  $319,000

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

  405 Woods Landing Trail, Oldsmar, FL 34677

  New Year - New Home! Welcome to the coveted East Lake Woodlands Gated Community. One of the first things you will notice when you walk in the door is the views to the back, featuring woods, water, wildlife and serenity. This beautiful 2 bedroom 2.5 bath townhouse features a carport, outside storage shed and large enclosed Florida room that opens with sliding doors from living room. There is also

  Loren Roye THE KEYES COMPANY - SARASOTA

  405 Woods Landing Trail, 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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  /55

  $674,000

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

  2005 Palm Key Ave, Oldsmar, FL 34677

  Welcome to 2005 Palm Key Avenue, a standout builder model waterfront townhome offering 4 bedrooms, 3 full bathrooms, and a 2-car garage in the highly desirable, gated Bayside Terrace community. This home delivers the ultimate “lock-and-leave” lifestyle with an HOA that covers cable, internet, water, trash, roof replacement, exterior maintenance, landscaping, and secure gated entry—making

  Chelsey Bender MOMENTUM REALTY - GAINESVILLE

  2005 Palm Key Ave, Oldsmar, FL 34677
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  $160,000

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  134 Sycamore Ln Unit H, Oldsmar, FL 34677

  This beautifully maintained 2 bedroom, 2 bath condo in fantastic Gardens of Forest lakes, offers perfect blend of comfort and convenience. As you step inside, you will be greeted by an open floor plan that seamlessly connects the living and kitchen areas. Kitchen features granite countertops, wood cabinets. The dining area opens to a charming balcony overlooking trees and it is perfect for

  Tatiana Russu FUTURE HOME REALTY INC

  134 Sycamore Ln Unit H, Oldsmar, FL 34677
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  $319,999

  • 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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  /15

  $225,000

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

  244 Countryside Key Blvd, Oldsmar, FL 34677

  Cozy 2-Bedroom, 2.5-Bath Townhome in the heart of Oldsmar. Brand new fresh carpets. The monthly HOA fees cover a wide range of services, including water, sewer, trash, cable, wifi, community pool, lawn and landscaping, roof maintenance and replacement, exterior pest control, and exterior building maintenance. Enjoy the convenience of being just minutes from the shopping, dining, a movie theater,

  Lin Huang CHARLES RUTENBERG REALTY INC

  244 Countryside Key Blvd, 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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  /68

  $1,175,000

  • 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

  826 Christina Cir, Oldsmar, FL 34677
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  /47

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,650 Sq Ft

  1362 E Lake Woodlands Pkwy, Oldsmar, FL 34677

  Welcome home to a rare blend of privacy, space, and resort-style living in this stunning four-bedroom, two-and-a-half-bath residence, nestled on two secluded acres within the exclusive 22-home enclave of Greenhaven II, a sought after gated community in Oldsmar. This exceptional property offers the tranquility of a private retreat while remaining close to Tampa International Airport, top dining

  Ian DeRan AGILE GROUP REALTY

  1362 E Lake Woodlands Pkwy, 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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  /100

  $649,900

  • 3 Beds
  • 2.5 Baths
  • 2,423 Sq Ft

  380 Rosalind Ln, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Located in the beautiful, gated Bay Arbor community, this updated home sits on a quiet cul-de-sac and backs to a peaceful conservation lot. Features include soaring ceilings, abundant natural light, marble-look tile/porcelain flooring throughout (no carpet), formal living and dining rooms, a spacious family room, and a gorgeous kitchen with

  Beth Davis COLDWELL BANKER REALTY

  380 Rosalind Ln, Oldsmar, FL 34677
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  $190,000

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

  219 Cypress Ct, Oldsmar, FL 34677

  Welcome to this beautifully updated ground-floor corner unit located in the highly desirable gated community of East Lake Woodlands – Cypress Estates. This well-maintained, move-in-ready condominium offers the perfect blend of comfort, convenience, and serene natural surroundings.This 2-bedroom, 2-bath residence features an open and airy floor plan with high ceilings, creating a bright and

  Tara Cook ORANGE GROVE PROPERTY SOLUTIONS

  219 Cypress Ct, Oldsmar, FL 34677
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  $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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  /35

  $189,900

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

  108 Lakeview Place Unit 108, Oldsmar, FL 34677

  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 bath—ready for you to move in and start living the Florida dream. Enhance your

  Mark Clark RE/MAX REALTEC GROUP INC

  108 Lakeview Place Unit 108, Oldsmar, FL 34677
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  /68

  $499,000

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

  129 Brent Cir, Oldsmar, FL 34677

  HUGE PRICE IMPROVEMENT of $60k- 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,

  Ena Ebanks FUTURE HOME REALTY INC

  129 Brent Cir, Oldsmar, FL 34677
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  /30

  $725,000

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

  190 Water Oak Way, Oldsmar, FL 34677

  GOLF COURSE HOME... own this beautiful single family, one story 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, and water views. Soaring Wood Burning Fireplace to enjoy during cool nights. The kitchen,

  Pamela Savoie FUTURE HOME REALTY INC

  190 Water Oak Way, Oldsmar, FL 34677
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  /17

  $449,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  347 Country Club Dr, Oldsmar, FL 34677

  "Move-In Ready"... Beautifully and Completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with

  Frank Fundora PEOPLE'S CHOICE REALTY SVC LLC

  347 Country Club Dr, Oldsmar, FL 34677
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  /19

  $199,900

  • 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

  $188,000

  • 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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  /27

  $550,000

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft

  882 Lucas Ln, Oldsmar, FL 34677

  This lovely villa offers the ultimate lifestyle experience in one of the most loved sections of the East Lake Woodlands golf course community. Tucked away off of the main road you have the luxury of enjoying a morning walk or starting your day with a cup of coffee on your screened lanai that has a peaceful water view and wildlife for your viewing pleasure. Add to that the opportunity to join The

  Desnee Elgin ELGIN COMPANY

  882 Lucas Ln, Oldsmar, FL 34677
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  /62

  $600,000

  • 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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  /46

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,988 Sq Ft

  160 Clubview Dr Unit 1, Safety Harbor, FL 34695

  KEY WEST MEETS SAFETY HARBOR in this special - one of a kind, upscale, custom nautical retreat with full handicap access features that include a vertical chair lift. Handicap equipment can be removed prior to closing desired. This spacious (1988 SF) open concept home comes fully furnished and completely TURN-KEY. Two bedrooms, two baths, island kitchen, great room, bonus Florida room, screened

  Jamie Everett FUTURE HOME REALTY INC

  160 Clubview Dr Unit 1, Safety Harbor, FL 34695
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  $1,725,000 Open Sat 2PM - 4PM

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

  3426 Channelside Ct, Safety Harbor, FL 34695

  Brand new construction in Safety Harbor, Florida — built in 2025, never lived in, and now priced $173,000 below original list! Welcome to 3426 Channelside Safety Harbor that is a luxury custom waterfront home offering canal water views and over 3,448 square feet of elevated living space (more than 5,000 total square feet under roof) on a spacious 0.25-acre corner lot. Located just minutes from

  Kathie Lea EXP REALTY

  3426 Channelside Ct, Safety Harbor, FL 34695
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  $2,500,000

  • 5 Beds
  • 3.5 Baths
  • 5,114 Sq Ft

  2661 Hawks Landing Blvd, Palm Harbor, FL 34685

  Located within the gated community of Hawks Landing, 2661 Hawks Landing Blvd offers a combination of space, privacy, and refined living. This two-story residence provides 5,114 sq. ft. of thoughtfully designed living space on a half-acre lot, with 5 bedrooms, 3 full and 1 half bathrooms. The main-floor primary suite is a true retreat, featuring dual sinks, a spa-style soaking tub, and a separate

  Tanner Tillung EXP REALTY LLC

  2661 Hawks Landing Blvd, Palm Harbor, FL 34685

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