Oldsmar, FL Homes

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  $215,000 Open Sun 1:30PM - 3:30PM

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

  129 Cypress Ct, Oldsmar, FL 34677

  Maintenance-Free Living in Sought-After East Lake Woodlands – First Floor Condo!Welcome to 129 Cypress Court, a beautifully updated 1st floor condo unit nestled in the highly desirable Cypress Estates within the gated golf community of East Lake Woodlands Country Club. This well-maintained 2 bedroom, 2 bathroom residence offers the perfect blend of comfort, style, and convenience in one of

  Lindsay Dicus Harrison DICUS HARRISON REALTY

  129 Cypress Ct, Oldsmar, FL 34677
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  /30

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • House for Rent

  540 Hickorynut Ave, Oldsmar, FL 34677

  Available early May!Small lake front Corner unit Villa with 3 bedrooms, 2 full baths. 1 Car Port, assign, in front of the unit and plenty of guest parking. 1,460. Sq-Ft villa with Florida room, separate kitchen with breakfast area & pantry and Laundry closet with Washer & Dryer. Laminated and tile floor. 14 x 8 Ft side & fenced-in open terrace off the kitchen. Villa located near the large

  Marie-Pierre Cederman CEDERMAN PROPERTIES

  540 Hickorynut Ave, Oldsmar, FL 34677
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  /2

  $715,000 Sold Apr 23, 2025

  • 2,580 Sq Ft
  • $277/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1992

  360 Wellington Ave, Oldsmar, FL 34677

  Among the mature trees on over an acre of natural Florida beauty, find your sanctuary from the rest of the world. But you don’t have to go far! In fact, you are minutes from the bay, excellent shopping, amazing dining, and two international airports. Bring your boat, camper, kayaks, workshop, tools, all your toys, because there is plenty of room and no CDDs or HOAs! A giant section of this

  Jackie Botet COASTAL PROPERTIES GROUP INTERNATIONAL

  360 Wellington Ave, Oldsmar, FL 34677
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  /40

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,066 Sq Ft

  272 Pelican Dr N, Oldsmar, FL 34677

  272 Pelican Dr N, Oldsmar, FL 34677
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  /35

  $475,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,056 Sq Ft

  3176 Duane Ave, Oldsmar, FL 34677

  Welcome to this spacious and inviting 4-bedroom, 2-bath home in desirable West Oldsmar! Boasting 2,056 sq ft of comfort, this residence features a thoughtfully designed split floor plan, fresh interior paint, and a grand kitchen perfect for everyday living or entertaining. Enjoy peace of mind with recent upgrades including a new roof (Nov 2023), fridge (July 2023), water heater (July 2023), and

  Susanne Jones REDFIN CORPORATION

  3176 Duane Ave, Oldsmar, FL 34677
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  /2

  $2,099 per month

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • House for Rent

  502 Chestnut St S, Oldsmar, FL 34677

  Coming soon! THIS HOME IS CURRENTLY BEING ENJOYED BY ANOTHER RESIDENT, BUT WILL BE AVAILABLE SOON. PLEASE RESPECT THEIR PRIVACY AND DO NOT DISTURB. Take a look at this beautiful home featuring 3 bedrooms, 1.0 bathrooms, and approximately 1,080 square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. This home is professionally managed and

  502 Chestnut St S, Oldsmar, FL 34677
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  /2

  $423,000 Sold Apr 23, 2025

  • 1,794 Sq Ft
  • $236/SF
  • 130 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  508 Park Blvd, Oldsmar, FL 34677

  Lovely home in a park-like setting on ONE OF THE PREMIER STREETS in downtown Oldsmar. Three bedrooms, 2 baths. Home features BRAND NEW ROOF, NEW MICROWAVE, NEW GRANITE COUNTER, NEW HOT WATER HEATER, STAINLESS STEEL APPLIANCES, FIREPLACE, NEWLY REMODELED PRIMARY BATHROOM, NEW LIGHTING FIXTURES IN HALL BATH, NEW FIXTURES IN KITCHEN, CROWN MOLDING THROUGHOUT, NEW PAINT, NEW windows in living room,

  Ginger Tatarzewski FUTURE HOME REALTY INC

  508 Park Blvd, Oldsmar, FL 34677
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  /47

  Est $581,533 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,791 Sq Ft

  154 Brent Cir, Oldsmar, FL 34677

  154 Brent Cir, Oldsmar, FL 34677
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  /53

  $580,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  382 Tavernier Cir, Oldsmar, FL 34677

  Discover the perfect blend of comfort and luxury in this well appointed and beautifully remodeled 4-bedroom, 2-bathroom pool home nestled in the desirable community of The Fountains at Cypress Lakes. Step inside to be greeted by soaring ceilings and a large living space, leading seamlessly into an open floor plan designed for modern living. At the heart of the home, the updated kitchen impresses

  Linda Fleischer COLDWELL BANKER REALTY

  382 Tavernier Cir, Oldsmar, FL 34677
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  /34

  $1,700 per month

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft
  • Condo for Rent

  139 Hunter Lake Dr Unit E, Oldsmar, FL 34677

  This lovely 2 bed, 2 bath first-floor condo is available for rent in the heart of Oldsmar! The condo boasts beautiful vinyl flooring throughout its modern interior, making it a great space to call home. With a washer and dryer connection conveniently located inside the home, you'll have all the amenities you need at your fingertips.You'll enjoy easy access to community amenities like

  Jason Adler EAGLE PREMIER REALTY LLC

  139 Hunter Lake Dr Unit E, Oldsmar, FL 34677
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  /2

  $365,000 Sold Apr 22, 2025

  • 1,910 Sq Ft
  • $191/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1993

  1258 Clays Trail Unit 1258, Oldsmar, FL 34677

  ABSOLUTELY STUNNING.....INCREDIBLE....AMAZING....all words that don't even do this 4 bedroom, 2 bath, 1 car garage condo justice!!!!!! this condo is absolutely spectacular. overlooking the 18th fairway of the incredible east lake woodlands golf course. home features a wide open layout, oversized kitchen, split bedroom plan. primary bedroom overlooks the 18th fairway and has its own ensuite. enjoy

  Kirk Budd KELLER WILLIAMS REALTY- PALM H

  1258 Clays Trail Unit 1258, Oldsmar, FL 34677
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  /46

  Est $392,121 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,773 Sq Ft

  502 Cabernet Way, Oldsmar, FL 34677

  502 Cabernet Way, Oldsmar, FL 34677
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  /26

  $210,000 Open Sun 11AM - 2PM

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

  229 Mary Dr, Oldsmar, FL 34677

  Welcome to this inviting first-floor, 2-bedroom, 2-bath condo in a sought-after gated community of East Lake Woodlands, offering the perfect blend of privacy, comfort, and convenience. As you step inside, you'll find a well-designed layout featuring an original kitchen with a breakfast bar that seamlessly connects to the spacious great room—ideal for entertaining guests or unwinding in your own

  Eric Szemple KELLER WILLIAMS REALTY- PALM H

  229 Mary Dr, Oldsmar, FL 34677
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  /11

  $2,370 per month

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • House for Rent

  636 Shorelake Place, Oldsmar, FL 34677

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2514.90. That covers your base rent, $2370.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

  636 Shorelake Place, Oldsmar, FL 34677
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  /2

  $282,000 Sold Apr 22, 2025

  • 1,200 Sq Ft
  • $235/SF
  • 105 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  270 Michaels Cir, Oldsmar, FL 34677

  *** PRICE REDUCTION *** WELCOME TO EAST LAKE WOODLANDS. VERY LOW HOA. This villa is located in one of the premier gated communities in the greater Tampa Bay Area. This villa is surrounded by nature and golf course. The Villa has two bedroom suites and sliding glass doors providing front and rear views to the outside. Morning sunshine comes into the kitchen and dining area. The evening sunset

  Jeffrey Dumas COLDWELL BANKER REALTY

  270 Michaels Cir, Oldsmar, FL 34677
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  /58

  Est $403,184 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  320 Vista Cruiser Ln, Oldsmar, FL 34677

  320 Vista Cruiser Ln, Oldsmar, FL 34677
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  /56

  $675,000 Open Sun 11:30AM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,313 Sq Ft

  495 Palmdale Dr, Oldsmar, FL 34677

  Nestled in the highly sought-after gated community of Woodlands Estates within East Lake Woodlands, this stunning 3-bedroom, 2.5-bath home offers the perfect blend of privacy, nature, and resort-style living. With a split floor plan, this residence is designed for both comfort and function, ideal for entertaining or simply relaxing in your own serene retreat.Step into your backyard oasis and

  Cyndi Olmstead BHHS FLORIDA PROPERTIES GROUP

  495 Palmdale Dr, Oldsmar, FL 34677
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  /21

  $1,995 per month

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Apartment for Rent

  207 Corkwood Ln, Oldsmar, FL 34677

  Totally updated Oldsmar villa for rent. Two bedroom and two full baths, this villa is in perfect condition and ready to move right in. Great Oldsmar location, easy commutes in any direction, dining and shopping are right at your fingertips! This is a MUST SEE, beautiful luxury vinyl flooring and new kitchen and baths, BEAUTIFUL! Quartz countertops, stainless appliances and shaker cabinets,

  Lynda Kelly BAYSIDE PROPERTY MGMT. & REAL ESTATE SERVICES

  207 Corkwood Ln, Oldsmar, FL 34677
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  /2

  $145,000 Sold Apr 22, 2025

  • 915 Sq Ft
  • $158/SF
  • 119 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  138 Hunter Lake Dr Unit F, Oldsmar, FL 34677

  Welcome to The Gardens of Forest Lakes in Oldsmar. Owner is motivated! You can rent upon purchase. The minimum lease period is 6 months. Desirable 2/2 first-floor end unit with assigned parking space. From the living room sliding glass doors go out to an open covered patio with a storage closet. Don't forget to enjoy the pond view across the way. Vinyl, bamboo, and tile flooring are featured

  Savannah Panagos BHHS FLORIDA PROPERTIES GROUP

  138 Hunter Lake Dr Unit F, Oldsmar, FL 34677
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  /44

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,090 Sq Ft

  116 Dolphin Dr S, Oldsmar, FL 34677

  116 Dolphin Dr S, Oldsmar, FL 34677
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  /46

  $725,000

  • 3 Beds
  • 2 Baths
  • 2,210 Sq Ft

  5132 Pinnacle Dr, Oldsmar, FL 34677

  Highly sought after and well-maintained home in The Pinnacle Community located in Eastlake Woodlands! The Pinnacle Community is maintenance free and has their own community pool. This home sits on a premium lot with views of the golf course, pond and preserve. This home has 3 bedrooms, 2 full baths and a 2-car garage. The light & bright kitchen is open to the family room and features wood

  Angie Clark WIKLE INCORPORATED

  5132 Pinnacle Dr, Oldsmar, FL 34677
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  /18

  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • House for Rent

  589 Trout Ln, Oldsmar, FL 34677

  Over 55 Community.....Well-maintained single-family home in an over 55 neighborhood with a gorgeous view over-looking water from the large screened lanai in the back. Full repaint and new flooring in process. Open floor plan with cathedral ceilings. Efficient kitchen including a long breakfast bar, plenty of cabinet and pantry space, separate table area as well as the large comfortable family

  589 Trout Ln, Oldsmar, FL 34677
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  /2

  $1,975,000 Sold Apr 22, 2025

  • 5,592 Sq Ft
  • $353/SF
  • 124 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2002

  1942 Muirfield Way, Oldsmar, FL 34677

  This dream home offers everything you could want. Set in the exclusive, gated East Lake Woodlands community among trees, greens, fairways and lakes, you’ll find the Ardea Country Club, part of the Invited clubs family, boasting pickleball and tennis courts, two championship golf courses, a state-of-the-art fitness center and a resort-style swimming pool, bordered by the 8,700-acre Brooker Creek

  Jose Cardenas PREMIER SOTHEBYS INTL REALTY

  1942 Muirfield Way, Oldsmar, FL 34677
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  /26

  Est $427,743 Not Listed For Sale

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

  1505 Sunset Wind Loop, Oldsmar, FL 34677

  1505 Sunset Wind Loop, Oldsmar, FL 34677
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  /43

  $509,000 Open Sun 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,990 Sq Ft

  1765 Oak Pond Ct, Oldsmar, FL 34677

  Welcome home to this exquisite three-bedroom/two-bathroom home located in the highly sought-after community of East Lake Oaks. Pride of ownership is evident throughout this immaculately maintained home with many upgrades including high ceilings throughout, wood cabinets, extra-large screened lanai, private fenced backyard, open kitchen to large great room, spacious master suite, new appliances,

  Bill Christopoulos SEAN DANIEL GALARIS

  1765 Oak Pond Ct, Oldsmar, FL 34677
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  /19

  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 879 Sq Ft
  • Condo for Rent

  310 Windward Place Unit 26, Oldsmar, FL 34677

  Beautiful Oldsmar Condo located in The Meadows of gated East Lake Woodlands Golf and Country Club Community. This second floor condo features vinyl flooring in the living area, updated cabinets in the kitchen with newer counters, Stainless Steel Appliances plus kitchen pantry! Lots of natural light from the screen enclosed lanai with 2 sets of sliders from the living area and primary bedroom!

  Sandra Harris PREFERRED REALTY GROUP, LLC

  310 Windward Place Unit 26, Oldsmar, FL 34677
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  /2

  $285,000 Sold Apr 21, 2025

  • 1,300 Sq Ft
  • $219/SF
  • 92 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  460 S Woodlands Dr, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Renovation Opportunity in East Lake Woodlands – New Roof & Newer A/C! This 2-bedroom, 2-bathroom home is brimming with potential, offering the perfect opportunity to renovate and customize to your taste! Located in the sought-after, gated East Lake Woodlands community, this property features a NEW ROOF (2023) and a newer A/C, providing a strong

  Jared Rutherford KELLER WILLIAMS TAMPA PROP.

  460 S Woodlands Dr, Oldsmar, FL 34677
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  /36

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft

  177 Dolphin Dr E, Oldsmar, FL 34677

  177 Dolphin Dr E, Oldsmar, FL 34677
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  /48

  $674,900

  • 4 Beds
  • 3 Baths
  • 2,082 Sq Ft

  4761 Stoneview Cir, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Executive Elegance in East Lake Woodlands!Step into the epitome of refined Florida living with this stunning 4-bedroom, 3-bathroom executive residence, ideally situated in the prestigious gated golf community of East Lake Woodlands. Offering the perfect blend of luxury, privacy, and security, this home promises a serene and sophisticated

  Stacy Naumann-Hair BHHS FLORIDA PROPERTIES GROUP

  4761 Stoneview Cir, Oldsmar, FL 34677
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  /20

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,392 Sq Ft
  • House for Rent

  105 Cutlass Way, Oldsmar, FL 34677

  Property Id: 1817710This newer and updated home located in the heart of Oldsmar, Florida, offers easy access to all parts of Tampa Bay including airports, beaches, and downtown areas. Well laid out with a generous living area downstairs (garage - attached) and three bedrooms upstairs. Front door faces nature for your enjoyment and privacy. Upgraded features include: premium whole home

  105 Cutlass Way, Oldsmar, FL 34677
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  /2

  $775,000 Sold Apr 21, 2025

  • Land
  • 0.64 Acre
  • $1,210,938 per Acre

  • 95 Days On Market

  710 Shore Dr E, Oldsmar, FL 34677

  Attention Investors and Buyers! If you're searching for the perfect waterfront lot, your opportunity has arrived. This property features a home that experienced first-floor water intrusion but comes with several impressive bonuses. Enjoy the convenience of an intact circular driveway, a stunning in-ground pool with surrounding pavers, a spillover spa, and fully operational pool equipment. The

  Donna Nettestad RE/MAX ACTION FIRST OF FLORIDA

  710 Shore Dr E, Oldsmar, FL 34677
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  /15

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,386 Sq Ft

  450 Sailfish Blvd, Oldsmar, FL 34677

  450 Sailfish Blvd, Oldsmar, FL 34677
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  /49

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,883 Sq Ft

  60 Woodridge Cir Unit 1, Oldsmar, FL 34677

  EXQUISITELY REMODELED two-story townhome in the heart of the coveted community of EAST LAKE WOODLANDS! STUNNING UPDATES throughout that exude comfort and style! This end unit has a RENOVATED KITCHEN that overlooks the dining room and ENCLOSED SUNROOM, plus offers sliders to a PRIVATE LANAI! The inviting living room is LIGHT AND BRIGHT! The first floor features a BEDROOM WITH SLIDING DOORS to the

  June Connell COMPASS FLORIDA LLC

  60 Woodridge Cir Unit 1, Oldsmar, FL 34677
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  /54

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Condo for Rent

  20 Woodlake Place, Oldsmar, FL 34677

  VACATION PARADISE. Call to see this dreamy upstairs 2-bedroom, 2-bath corner vacation paradise within the popular East Lake Woodlands Golfing community. Fully gated with a 24/7 entrance for your guests, this second-floor condo has been freshly painted and features vaulted ceilings and a wrap-around screened enclosed lanai accessible from both the living room and master bedroom sliders. The view

  Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

  20 Woodlake Place, Oldsmar, FL 34677
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  /2

  $2,400,000 Sold Apr 17, 2025

  • 4,766 Sq Ft
  • $504/SF
  • 22 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2007

  416 Shore Dr E, Oldsmar, FL 34677

  Luxurious Waterfront Living with Unmatched Convenience.Indulge in the ultimate waterfront lifestyle with breathtaking west-facing views over Old Tampa Bay, where every evening offers a poolside seat to spectacular sunsets. This private resort-style retreat, meticulously maintained on nearly 3/4 acre lot, combines luxury, comfort, and convenience — all without the hassle of beach

  Patty Dykstra COLDWELL BANKER REALTY

  416 Shore Dr E, Oldsmar, FL 34677
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  /50

  $480,000

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  1710 Hibiscus Cir N, Oldsmar, FL 34677

  Welcome Home to Your Florida Oasis! Step into this stunning 3-bedroom, 2-bath pool home located in the highly sought-after Harbor Palms community! This beautiful home offers the perfect blend of comfort and style with a spacious great room floor plan featuring a wood-burning fireplace—ideal for cozy family evenings or entertaining guests. The updated kitchen overlooks your sparkling private pool,

  Karen Smith COLDWELL BANKER REALTY

  1710 Hibiscus Cir N, Oldsmar, FL 34677
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  /19

  $2,875 per month

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • House for Rent

  505 Devonshire St, Oldsmar, FL 34677

  Property Id: 1810040DO NOT DISTURB TENANTS! Available 06/01/2025. Annual Lease for a $1.53/sq.ft, Pets Allowed on approval, No Smoking. Unfurnished five-room house: 3-bed/2-bath with an extra family room (399 sq. ft.) and bonus room. 1,876 sq. ft. perfect for entertaining and family gatherings. FEATURES: Fully equipped kitchen, screened lanai, huge backyard with shed, covered front

  505 Devonshire St, Oldsmar, FL 34677
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  /2

  $545,000 Sold Apr 17, 2025

  • 1,621 Sq Ft
  • $336/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  811 Christina Cir, Oldsmar, FL 34677

  Nestled in the highly sought-after and tranquil Bays End subdivision in Oldsmar, this exquisite three-bedroom, two-bathroom residence stands as a testament to both resilience and refined living, having remained untouched by the two hurricanes of 2024. The property is a true retreat, featuring a stunning screened-in saltwater pool that overlooks a picturesque pond and fountain, creating an idyllic

  Kathy Lorenti COLDWELL BANKER REALTY

  811 Christina Cir, Oldsmar, FL 34677
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  /41

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  217 Dolphin Dr N, Oldsmar, FL 34677

  217 Dolphin Dr N, Oldsmar, FL 34677

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