Oldsmar, FL Homes

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  /27

  $399,000

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

  1010 Mango Ct, Oldsmar, FL 34677

  Welcome to Bayside Terrace, a prestigious gated waterfront community offering Key West-style living near the iconic Safety Harbor Bridge This serene neighborhood is designed for relaxation and coastal luxury, with amenities that create the ultimate retreat. Inside your home, this delightful 3 bedroom, 2.5 bath 1 car townhome offers modern elegance. Features include plantation shutters, sleek

  Rene Mailaender RE/MAX REALTEC GROUP INC

  1010 Mango Ct, Oldsmar, FL 34677
• 

  

  

  /41

  $1,900 per month

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

  503 Meadow Ln, Oldsmar, FL 34677

  Located in the gated community of The Meadows at Eastlake Woodlands, this freshly painted ground-floor condo offers a spacious and inviting layout. The large kitchen features granite countertops, a built-in wine rack, and ample cabinetry, while the open-concept dining and living areas lead to sliding glass doors that open to a private back lanai with no rear neighbors and plenty of green space.

  Treasure Devening-glenn TREASURED HOME COLLECTION

  503 Meadow Ln, Oldsmar, FL 34677
• 

  

  /2

  $450,000 Sold Apr 09, 2025

  • 1,438 Sq Ft
  • $313/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  306 Oakwood Blvd, Oldsmar, FL 34677

  Welcome to this Oldsmar pool home in a great neighborhood with no HOA fees and no HOA restrictions! High and dry, with NO water intrusion from Hurricane Helene or any other storms! Open floor plan with vaulted ceilings. Stainless steel appliances. Roof replaced in 2019. Laundry room with utility sink and built-in cabinets. Fenced back yard. Plenty of parking with long paved driveway and oversized

  James Wheeler CHARLES RUTENBERG REALTY INC

  306 Oakwood Blvd, Oldsmar, FL 34677
• 

  

  

  /34

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  57 Pelican Dr S, Oldsmar, FL 34677

  57 Pelican Dr S, Oldsmar, FL 34677
• 

  

  

  /13

  $219,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  247 Woodlake Wynde, Oldsmar, FL 34677

  Priced reduced $10k.. Woodlake Run community is located in popular Gated community of East Lake Woodlands! This 1st floor ~ 2 bedroom, 2 bath Condo has Great views & sits on the community Lake! It’s very peaceful as you’re sitting on your screened lanai quietly watching FL wildlife to start or wind down your day! This condo has an open floor plan, split bedrooms for privacy, all tile, no carpet!

  Christi Watson FIRST CHOICE METRO REALTY INC

  247 Woodlake Wynde, Oldsmar, FL 34677
• 

  

  /25

  $1,995 per month

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Condo for Rent

  105 Lakeview Way Unit 105, Oldsmar, FL 34677

  Available 4/15/2025 ***FURNISHED*** 2 bedroom 2 bath condo in beautiful East Lake Woodlands. The unit has a large living room/dining room combo, updated kitchen and enclosed patio with washer/dryer closet. The large master bedroom has a large walk-in closet and a bath with a walk-in shower. The second bedroom has two twin beds and double closet. The community has a built in pool for relaxing and

  Steve Zackeru RMS ELITE PROPERTIES

  105 Lakeview Way Unit 105, Oldsmar, FL 34677
• 

  /2

  $236,000 Sold Apr 09, 2025

  • 1,110 Sq Ft
  • $213/SF
  • 35 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1998

  441 Countryside Key Blvd, Oldsmar, FL 34677

  Absolutely charming 2/2.5 END UNIT townhome situated in the crossroads of Oldsmar/Palm Harbor & Eastlake. This regal gated community is convenient to Tampa and all of Pinellas. Walking in, you are greeted with a spacious full-sized kitchen that overlooks the Living room. All kitchen appliances included. Living room is beyond roomy and outlooks to the covered rear screened porch. Rear storage

  Daniel Julian DENNIS REALTY & INV. CORP.

  441 Countryside Key Blvd, Oldsmar, FL 34677
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  /47

  Est $182,041 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  128 Camphor Cir Unit B, Oldsmar, FL 34677

  128 Camphor Cir Unit B, Oldsmar, FL 34677
• 

  

  /35

  $540,000

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  215 Arbor Woods Cir, Oldsmar, FL 34677

  Welcome to this beautiful 3-bedroom, 2-bathroom home located in the highly sought-after gated community of Bay Arbor in Oldsmar. Situated at 215 Arbor Woods Circle, this home features a spacious and inviting interior with wood cabinets, stainless steel appliances, and stunning custom stone countertops in the kitchen. Enjoy the serene Florida lifestyle with a private paver patio by the pool,

  Dawn Lichtenberg MAYNARD PROPERTY GROUP LLC

  215 Arbor Woods Cir, Oldsmar, FL 34677
• 

  

  /17

  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Townhouse for Rent

  44 Emerald Bay Dr, Oldsmar, FL 34677

  Discover this charming 3-bedroom, 2-bath townhome in a fantastic Oldsmar location. The interior has been freshly painted throughout, and the kitchen has been upgraded with new cabinets, a new range hood, and a brand-new dishwasher. The primary suite on the first floor features a private bathroom, while two additional bedrooms are located upstairs. Enjoy an open kitchen with a breakfast bar, ample

  Ginette Dearing FLORIDA EXECUTIVE REALTY

  44 Emerald Bay Dr, Oldsmar, FL 34677
• 

  /2

  $300,000 Sold Apr 08, 2025

  • 1,454 Sq Ft
  • $206/SF
  • 283 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  20 Summerwinds Ln, Oldsmar, FL 34677

  An attractive and comfortable villa home in the Pinewinds section of the desirable East Lake Woodlands community awaits a new owner to love and enjoy it. Eastlake Woodlands is a gated community with 24 hour guard and has its own golf course as well as swimming pools, country club and tennis courts. Just entering this home, you feel a sense of peace and comfort. It is open and inviting. Spacious

  Sean Murphy COLDWELL BANKER REALTY

  20 Summerwinds Ln, Oldsmar, FL 34677
• 

  

  /36

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  459 Pelican Dr S, Oldsmar, FL 34677

  459 Pelican Dr S, Oldsmar, FL 34677
• 

  

  /47

  $220,000

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

  256 Cypress Ln Unit 120, Oldsmar, FL 34677

  One look and you will be SOLD when you tour this move in ready, two bedroom, two bath condo in the Gated Golf Community of East Lake Woodlands. Enjoy the tranquil pond views from your private screened Lania. This home comes complete with all appliances with new stove, new dishwasher, new washer and new dryer. The home has luxury vinyl flooring in the living/dining area, ceramic tile in kitchen

  Bob McCaffery BHHS FLORIDA PROPERTIES GROUP

  256 Cypress Ln Unit 120, Oldsmar, FL 34677
• 

  

  /41

  $2,050 per month

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

  301 Woodlake Wynde, Oldsmar, FL 34677

  Why settle for a typical apartment when you can experience luxury living in a fully furnished waterfront condominium, nestled in the desiredl gated community of Eastlake Woodlands – Woodlake Run? Available now, this spacious and beautifully updated first-floor condo includesoffers two bedrooms, two bathrooms, and stunning lake views right in your backyard. Nearly all utilities are included—even

  Bob Curl SELECT PROPERTIES INC

  301 Woodlake Wynde, Oldsmar, FL 34677
• 

  /2

  $315,000 Sold Apr 04, 2025

  • 1,023 Sq Ft
  • $308/SF
  • 1 Day On Market

  • 3 Beds
  • 1 Bath
  • Built 1980

  306 Chestnut St S, Oldsmar, FL 34677

  Discover this beautifully maintained 3-bedroom, 1-bathroom home, perfectly situated on a spacious 7,453 sq. ft. lot. Thoughtfully designed living space, this single-story bungalow features an open, light-filled floor plan. The fully fenced backyard borders a peaceful nature reserve, ensuring no future development behind the home. Located just two blocks from R.E. Olds Park with its fishing pier

  Austin Rankin REALTY ONE GROUP ADVANTAGE

  306 Chestnut St S, Oldsmar, FL 34677
• 

  

  /30

  Est $629,095 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,022 Sq Ft

  801 Blandon Rd, Oldsmar, FL 34677

  801 Blandon Rd, Oldsmar, FL 34677
• 

  

  /40

  $220,000

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

  313 Martha Ln Unit 4, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. BACK ON MARKET! Located in the gated community of East Lake Woodlands, this 1st floor condo is like new! It was fully renovated before the owner purchased it in 2022, with all the major systems updated (HVAC replaced in 2020 and water heater replaced in 2021), and no carpet throughout. The kitchen has quartz countertops, stainless steel appliances,

  Lexi Coggin KELLER WILLIAMS SUBURBAN TAMPA

  313 Martha Ln Unit 4, Oldsmar, FL 34677
• 

  

  /37

  $2,500 per month

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Apartment for Rent

  120 Tads Trail, Oldsmar, FL 34677

  Beautiful 4-Bedroom Villa with Golf Course Views in East Lake Woodlands! Welcome to this stunning 4-bedroom, 2-bath villa spanning 1,550 sq ft, located in the prestigious gated community of East Lake Woodlands. Enjoy breathtaking golf course views from the living and dining areas, as well as the primary bedroom, creating a serene and picturesque setting. The villa features a recently remodeled

  Joanne Rudowski RE/MAX REALTEC GROUP INC

  120 Tads Trail, Oldsmar, FL 34677
• 

  /2

  $384,900 Sold Apr 04, 2025

  • 1,445 Sq Ft
  • $266/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  120 Kay Ct, Oldsmar, FL 34677

  STUNNING! These are the only words you will have when you see this totally updated home in Quail Forest, an attached villa community within East Lake Woodlands. Ceramic tile set on a diagonal throughout the main living area, dining room, & kitchen. Speaking of kitchens, WHAT A KITCHEN!!! This renovation removed walls, raised the ceiling, added recessed lighting & crown molding, put in upscale

  Cathy McCarthy RE/MAX REALTEC GROUP INC

  120 Kay Ct, Oldsmar, FL 34677
• 

  

  /72

  Est $237,556 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  316 Martha Ln, Oldsmar, FL 34677

  316 Martha Ln, Oldsmar, FL 34677
• 

  

  /23

  $395,900

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  114 Clays Trail Unit 114, Oldsmar, FL 34677

  Light and bright 3BED/2BA Condominium with attached garage. Vaulted ceilings, potting shelves, sky-lites, and sunburst windows! Elegant living/dining room, posh master bath with shower and separate steeping tub. Split bedroom plan, spacious eat-in kitchen with Oak cabinetry and breakfast bar. Extensive tile flooring, tiled and screened in lanai, tranquil pond views and nature galore! East

  George Kolistopoulos ADVANCED REALTY GROUP INC

  114 Clays Trail Unit 114, Oldsmar, FL 34677
• 

  

  /25

  $7,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,631 Sq Ft
  • House for Rent

  611 Devonshire St, Oldsmar, FL 34677

  LOOKING for an EXTENDED Get Away of 1 month or longer for the short-term? THEN BOOK YOUR GET AWAY NOW for this EXQUISITE Oldsmar home with views of Old Tampa Bay. Enjoy the modern open floor plan that flows perfectly for the Florida Lifestyle you are looking and escape to this two-story 4 bedroom, 2 ½ bath home featuring a formal dining room, covered front and rear porches with a heated pool

  Emil Veltre KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

  611 Devonshire St, Oldsmar, FL 34677
• 

  /2

  $375,000 Sold Apr 04, 2025

  • 1,773 Sq Ft
  • $212/SF
  • 124 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  1408 Syrah Dr, Oldsmar, FL 34677

  Discover the charm of this beautiful townhome nestled in the exclusive, gated community of Tuscany Woods Preserve in Oldsmar. Step inside to gleaming tile floors that flow seamlessly across the open-concept main level. The welcoming entryway leads to a stunning kitchen, where black granite countertops, sleek white cabinetry, and stainless steel appliances shine under recessed lighting. A cozy

  Dyan Pithers COLDWELL BANKER REALTY

  1408 Syrah Dr, Oldsmar, FL 34677
• 

  

  /42

  Not Listed For Sale

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

  142 Blue Marlin Dr, Oldsmar, FL 34677

  142 Blue Marlin Dr, Oldsmar, FL 34677
• 

  

  /95

  $950,000

  • 4 Beds
  • 3 Baths
  • 3,125 Sq Ft

  520 Lafayette Blvd, Oldsmar, FL 34677

  Wow, this beautiful home comes with and additional building that could be a private Guest house! This home is a true gem that's sure to exceed your expectations! Nestled in a Beautifully landscaped lot adorned with lush trees, it offers a tranquil and serene atmosphere. The main house boasts four bedrooms, including a convenient downstairs bedroom, and three baths. A charming guest house,

  Kelly Mothershead KELLER WILLIAMS REALTY- PALM H

  520 Lafayette Blvd, Oldsmar, FL 34677
• 

  /2

  $130,000 Sold Apr 03, 2025

  • 1,421 Sq Ft
  • $91/SF
  • 36 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  275 Pelican Dr N, Oldsmar, FL 34677

  Welcome to your perfect retreat in Gull-Aire Village, a vibrant 55+ community. This is the only available 3-bedroom, 2-bath floor plan on the market in this tight-knit community! Includes deeded lot so you own your own land. Featuring an open floor plan that invites natural light to flow throughout, the spacious living and dining areas are ideal for both everyday living and entertaining. The

  Allen Selders MIAMI WATERFRONT REALTY

  275 Pelican Dr N, Oldsmar, FL 34677
• 

  

  /43

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  468 Trout Ln, Oldsmar, FL 34677

  468 Trout Ln, Oldsmar, FL 34677
• 

  

  /66

  $1,399,000

  • 3 Beds
  • 2 Baths
  • 2,164 Sq Ft

  826 Christina Cir, Oldsmar, FL 34677

  Coastal Elegance on Upper Tampa Bay — A Private Waterfront RetreatTucked away in one of Pinellas County’s best-kept secrets, this extraordinary Oldsmar coastal residence offers a rare blend of privacy, luxury, open water access—AND a sense of community. Elevated nearly 10 feet above the waterline, this completely remodeled 3-bedroom, 2-bath coastal haven rests on a lush .36-acre lot with 165 feet

  Lindsey Fowkes RE/MAX COLLECTIVE

  826 Christina Cir, Oldsmar, FL 34677
• 

  /2

  $292,000 Sold Apr 03, 2025

  • 1,320 Sq Ft
  • $221/SF
  • 105 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  270 Pinewinds Blvd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Year round Sunshine, on the Golf Course, and Maintenance Free Living..:Sign me up! Find comfort and convenience in the highly desirable, gated community of East Lake Woodlands with your new beautiful 2-bedroom, 2-bathroom Villa! Perfect for unwinding or entertaining, this villa has the perfect blend of style and ease. Step into an inviting

  Judah Klein DAWN KLEINS REAL PROZ,INC

  270 Pinewinds Blvd, Oldsmar, FL 34677
• 

  

  /40

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,412 Sq Ft

  119 Dolphin Dr S, Oldsmar, FL 34677

  119 Dolphin Dr S, Oldsmar, FL 34677
• 

  

  /15

  $185,000

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

  112 W Cypress Ct, Oldsmar, FL 34677

  Discover refined living in the heart of Cypress Estates at East Lake Woodlands – a premier golf course community offering the perfect balance of convenience and tranquility. Ideally situated near the Tampa Bay Area’s most sought-after destinations, residents enjoy proximity to award-winning Gulf Coast beaches, the vibrant cities of Clearwater, Tampa and St. Petersburg, as well as a wide array of

  Alecia Savas COLDWELL BANKER REALTY

  112 W Cypress Ct, Oldsmar, FL 34677
• 

  /2

  $645,000 Sold Apr 02, 2025

  • 2,296 Sq Ft
  • $281/SF
  • 94 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  4921 Edgewater Ln, Oldsmar, FL 34677

  Welcome to 4921 Edgewater Lane in the Heart of East Lake Woodlands’ Worthington Community, set in FLOOD ZONE X with a history of NO FLOODING, discover this meticulously maintained 3-bedroom, 2.5-bathroom home, with a versatile second-story loft that could serve as a fourth bedroom or office space. Located in the deed-restricted and family-friendly Worthington neighborhood, this residence boasts

  Christine Judge CENTURY 21 RE CHAMPIONS

  4921 Edgewater Ln, Oldsmar, FL 34677
• 

  

  /14

  Est $262,039 Not Listed For Sale

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

  1718 Azalea Ct Unit B, Oldsmar, FL 34677

  1718 Azalea Ct Unit B, Oldsmar, FL 34677
• 

  

  /38

  $349,999 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 950 Sq Ft

  315 Shore Dr E, Oldsmar, FL 34677

  Cozy 3 Bedroom home sits across from the Picturesque view of Tampa Bay. This home has double paneled hurricane rated windows. A indoor laundry room. 3 sheds in the backyard, stone tile firepit, stone bench. 2 double gated entrances on each side of the house, for boats or trailers. Beautiful back yard patio with retractable awning. All the interior walls have been demoed mid way. City of

  Lynette Hensley CENTURY 21 COASTAL ALLIANCE

  315 Shore Dr E, Oldsmar, FL 34677
• 

  /2

  $178,000 Sold Mar 31, 2025

  • 879 Sq Ft
  • $203/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  104 Meadow Ln Unit 104, Oldsmar, FL 34677

  Nice 2nd Floor Condominium~~Beautiful flooring as you enter to great room~~Nicely appointed kitchen w/stainless appliances, eat kitchen and large pantry~~2 bedrooms with a split floor plan, master is en-suite with 2 walk-in closets~~updated bathroom w/shower, granite counters~~guest bedroom has access to 2nd bathroom and pocket door to add privacy for perfect for roommates~~outside on screened

  Kimberly Monday FUTURE HOME REALTY INC

  104 Meadow Ln Unit 104, Oldsmar, FL 34677
• 

  

  /53

  Est $601,762 Not Listed For Sale

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

  162 Brent Cir, Oldsmar, FL 34677

  162 Brent Cir, Oldsmar, FL 34677
• 

  

  /17

  $349,500

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  608 Lemonwood Dr, Oldsmar, FL 34677

  Come check out this beautiful 3/2/1 in Oldsmar! Spacious and airy with a floorplan that allows you to customize to your liking! Floor to ceiling windows in living room and 2 sets of sling glass doors off the kitchen provide tons of natural light. Freshly painted interior with tile flooring throughout the main living areas and brand new carpet in bedrooms! Kitchen cabinets have been updated and

  Hilary Provost BRANDYWINE HOMES USA

  608 Lemonwood Dr, Oldsmar, FL 34677
• 

  /2

  $200,000 Sold Mar 31, 2025

  • 1,148 Sq Ft
  • $174/SF
  • 259 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  147 Lakeside Dr, Oldsmar, FL 34677

  Price improvement! An opportunity not to be missed - come and see this renovated first floor waterfront condo located in the popular East Lake Woodlands gated Country Club Community! This first floor, fully tiled, END unit condo with views of water tributary that runs thru East Lake Woodlands offers the perfect blend of quality, luxury and style just waiting for you to make it your own. Step

  Karen Sewell CHARLES RUTENBERG REALTY INC

  147 Lakeside Dr, Oldsmar, FL 34677
• 

  

  /51

  Not Listed For Sale

  • 6 Beds
  • 3,468 Sq Ft

  1713 Azalea Ct Unit A, Oldsmar, FL 34677

  1713 Azalea Ct Unit A, Oldsmar, FL 34677
• 

  

  /50

  $435,000

  • 4 Beds
  • 2.5 Baths
  • 1,442 Sq Ft

  503 Chestnut St S, Oldsmar, FL 34677

  OPPORTUNITY KNOCKS In this POTENTIAL-FILLED 4 BEDROOM 2.5 BATH- PRIME TAMPA BAY LOCATION!Rare opportunity in sought-after Tampa Bay location just ONE BLOCK from beautiful waterfront and R.E. Olds Park! This spacious multi-level home offers tremendous potential for the right buyer with vision. Featuring four bedrooms, 2.5 baths, and an impressive 3-car garage with workshop space, this property has

  Jodi Avery KELLER WILLIAMS REALTY- PALM H

  503 Chestnut St S, Oldsmar, FL 34677

Showing Results 121 - 160, Page 4 of 18