Oldsmar, FL Homes

• 

  

  

  /56

  $1,225,000

  • 5 Beds
  • 3 Baths
  • 3,555 Sq Ft

  4962 Turtle Creek Trail, Oldsmar, FL 34677

  Exquisite Luxury Retreat in East Lake Woodlands. Nestled on an expansive 1.14-acre lot in the exclusive, gated golf community of Turtle Creek at East Lake Woodlands, this exceptional residence blends luxury living with privacy, comfort, and sophistication. Located in Zone X500 (no flood insurance required) and high-and-dry with no hurricane damage, this home has undergone extensive enhancements

  

  Michele Ranjbar

  COLDWELL BANKER REALTY

  (813) 553-5625

  4962 Turtle Creek Trail, Oldsmar, FL 34677
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /25

  $1,504 - $1,929 per month

  Aventine at Forest Lakes Apartment Homes

  1-3 Beds

  100 Old Village Way, Oldsmar, FL 34677

  Welcome to Aventine at Forest Lakes! Inside your new pet-friendly one, two, or three-bedroom apartment for rent, youll find everything you need for comfortable and convenient apartment living in Oldsmar, Florida. Each apartment comes with a fully-equipped kitchen, screened-in patios/balconies, plenty of closet space, air conditioning, and washer/dryer hookups for your convenience and comfort. At

  100 Old Village Way, Oldsmar, FL 34677
• 

  

  /2

  $635,000 Sold Jun 16, 2025

  • 1,921 Sq Ft
  • $331/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  50 Pine Lake Dr, Oldsmar, FL 34677

  This gorgeous Coastal theme home is truly exceptional. Located on the 1st hole on the South golf course it has been completely updated and the owners have spared no expense. When you walk through the double door entry into the foyer, it opens to a fully updated kitchen with exquisite quartz countertops including the waterfall breakfast bar, and a separate coffee bar. The spacious laundry room

  Kimmie Cimino Fine PALERMO REAL ESTATE PROF. INC.

  50 Pine Lake Dr, Oldsmar, FL 34677
• 

  

  

  /43

  Est $388,192 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,297 Sq Ft

  401 Oakwood Blvd, Oldsmar, FL 34677

  401 Oakwood Blvd, Oldsmar, FL 34677
• 

  

  

  /42

  $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
• 

  

  /7

  $1,500 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Apartment for Rent

  3640 Meriden Ave, Oldsmar, FL 34677

  2 Bedroom, 2 Bathroom apartment for rent in Oldsmar. Pets okay with fees.

  Nabil Basta BASTA REALTY SOLUTIONS

  3640 Meriden Ave, Oldsmar, FL 34677
• 

  /2

  $610,000 Sold Jun 13, 2025

  • 2,187 Sq Ft
  • $279/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1976

  40 Pine Lake Dr, Oldsmar, FL 34677

  Located in a unique enclave on the South Golf Course of East Lake Woodlands Estates, this property offers a perfect blend of character and community. This beautifully maintained 3-bedroom, 2.5-bath residence offers the perfect blend of contemporary design, comfort, and resort-style living—all with breathtaking views of the golf course and pond. As you enter, you will see the grand covered

  Denise Dorris COASTAL PROPERTIES GROUP INTERNATIONAL

  40 Pine Lake Dr, Oldsmar, FL 34677
• 

  

  /55

  Est $981,793 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,021 Sq Ft

  500 Shore Dr E, Oldsmar, FL 34677

  500 Shore Dr E, Oldsmar, FL 34677
• 

  

  /36

  $569,000

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft

  632 Lake Cypress Cir, Oldsmar, FL 34677

  Reduced. Florida Pool Home!Welcome to your bright and sunny oasis featuring an oversized private backyard with a bonus grill and a brick-paved sun patio. This large corner lot boasts recently added vinyl fencing for added privacy. Enjoy cool breezes from Lake Cypress on your shaded screened patio. Located in Oldsmar, Florida, this home is centrally positioned among new neighborhoods, businesses,

  

  Don Moore

  KELLER WILLIAMS REALTY- PALM H

  (813) 946-6323

  632 Lake Cypress Cir, Oldsmar, FL 34677
• 

  

  /27

  $1,500 per month

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

  127 Camphor Cir Unit A, Oldsmar, FL 34677

  127 Camphor Cir Unit A, Oldsmar, FL 34677
• 

  /2

  $549,999 Sold Jun 12, 2025

  • 1,801 Sq Ft
  • $305/SF
  • 54 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1996

  384 Tavernier Cir, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Come see this rare Oldsmar gem in the highly sought-after Fountains at Cypress Lakes! We’ve just made a pricing adjustment to reflect current market conditions, making this the perfect time to make your move. This beautiful home offers a spacious layout with updated interiors, including granite countertops in the kitchen and a luxurious master bath

  Jennifer Pettersen ENGEL & VOLKERS BELLEAIR

  384 Tavernier Cir, Oldsmar, FL 34677
• 

  

  /45

  Est $275,798 Not Listed For Sale

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

  317 Countryside Key Blvd, Oldsmar, FL 34677

  317 Countryside Key Blvd, Oldsmar, FL 34677
• 

  

  /47

  $595,000

  • 3 Beds
  • 2 Baths
  • 1,901 Sq Ft

  301 1/2 Shore Dr E, Oldsmar, FL 34677

  ONE OF A KIND WATERFRONT VIEW Home in Oldsmar, FL – Elevated, Safe and Surprisingly Affordable!-Discover one of Oldsmar’s most remarkable and rare waterfront homes, offering uninterrupted, panoramic views of Tampa Bay and breathtaking sunsets every evening—all at a price you won’t believe.This elevated tropical oasis is more than just a home—it’s a lifestyle. Featuring a solar-heated in-ground

  

  John Stivey

  PEOPLE FIRST REAL ESTATE LLC.

  (813) 590-5183

  301 1/2 Shore Dr E, Oldsmar, FL 34677
• 

  

  /28

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  123 Cypress Ct, Oldsmar, FL 34677

  Call today to see this wonderful downstairs condo in the highly desirable, gated community of East Lake Woodlands. Available now, this 2 bedroom, 2 bath unit is offered furnished or unfurnished, with a preferred lease term of 6 months or longer. Enjoy the convenience of a downstairs location with a reserved covered parking space just steps from your front door. Inside, you'll find a washer and

  Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

  123 Cypress Ct, Oldsmar, FL 34677
• 

  /2

  $255,000 Sold Jun 12, 2025

  • 900 Sq Ft
  • $283/SF
  • 69 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  106 Edgewood Ct, Oldsmar, FL 34677

  Welcome to this delightful 3-bedroom, 2-bathroom end-unit villa in the highly desirable Forest Lakes community in Oldsmar! Boasting recent updates including a 2022 water heater, a 2021 AC, and a 2017 roof, this home is situated on a peaceful pond-view lot. Whether you're looking for a perfect starter home, a low-maintenance retreat for snowbirds, or an excellent rental investment, this villa

  Jolene Schotter EXP REALTY LLC

  106 Edgewood Ct, Oldsmar, FL 34677
• 

  

  /28

  Est $397,327 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,392 Sq Ft

  105 Cutlass Way, Oldsmar, FL 34677

  105 Cutlass Way, Oldsmar, FL 34677
• 

  

  /36

  $259,900

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

  145 Blue Marlin Dr, Oldsmar, FL 34677

  This stunning, 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
• 

  

  /12

  $1,600 per month

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

  131 Sabal Ct Unit G, Oldsmar, FL 34677

  131 Sabal Ct Unit G, Oldsmar, FL 34677
• 

  /2

  $965,000 Sold Jun 11, 2025

  • 3,867 Sq Ft
  • $250/SF
  • 16 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1990

  20 Willowwood Ln Unit 1, Oldsmar, FL 34677

  BACKUP OFFERS ACCEPTED!! You will be drawn to this home by the stunning architecture and its peaked & varied roof lines. Also sure to catch your eye are the dramatic brick entrance with double wood & glass doors and the pavered porch, sidewalk and driveway. Located on a large (1/2 acre) conservation lot & short cul-de-sac in the coveted community of Deerpath in East Lake Woodlands. Several

  Marni Smith KELLER WILLIAMS REALTY- PALM H

  20 Willowwood Ln Unit 1, Oldsmar, FL 34677
• 

  

  /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
• 

  

  /19

  $278,000

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

  273 Countryside Key Blvd, Oldsmar, FL 34677

  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 ib the enclosed patio—this two-story home combines comfort, functionality, and convenience. Inside, you’ll find tile flooring throughout the first floor and luxury vinyl plank upstairs—no carpet!

  

  Mandy Cassiano

  KELLER WILLIAMS SOUTH SHORE

  (656) 226-3572

  273 Countryside Key Blvd, Oldsmar, FL 34677
• 

  

  /17

  $2,099 per month

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

  502 Chestnut St S, Oldsmar, FL 34677

  Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 3 bedrooms, 1 bathrooms, 1 car garage and approximately 1,080 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance

  Christopher Yambo TAH FLORIDA LLC

  502 Chestnut St S, Oldsmar, FL 34677
• 

  /2

  $230,000 Sold Jun 06, 2025

  • 1,748 Sq Ft
  • $132/SF
  • 98 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1959

  415 Country Club Dr, Oldsmar, FL 34677

  MASSIVE PRICE SLASH – YOUR DREAM PROJECT AWAITS! Calling all investors, contractors, and visionary buyers—this is your golden opportunity to seize a blank canvas brimming with potential in one of Oldsmar’s most desirable neighborhoods! This expansive 4-bedroom, 2-bath gem boasts over 1,700 sq/ft of living space, offering a rare chance to craft your ideal waterfront retreat just minutes from the

  Ana Vega EXP REALTY LLC

  415 Country Club Dr, Oldsmar, FL 34677
• 

  

  /47

  Est $573,606 Not Listed For Sale

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

  154 Brent Cir, Oldsmar, FL 34677

  154 Brent Cir, Oldsmar, FL 34677
• 

  

  /50

  $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 blending

  

  Eric Timmons

  KELLER WILLIAMS REALTY- PALM H

  (656) 228-0777

  129 Lakeview Way, Oldsmar, FL 34677
• 

  /2

  $1,900 per month

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

  70 Woodlake Place, Oldsmar, FL 34677

  Property Id: 1931373UNFURNISHED GROUND FLOOR. Lease term flexible. Owner pays basic cable and internet wifi.In the exclusive, gated East Lake Woodlands Community this is a LAKE-FRONT, GROUND FLOOR unit. Two large balconies, with every room opening to a balcony. First floor 2 Bedroom 2 Bath condo in desirable Woodlake Run complex in gated East Lake Woodlands, known for its natural

  70 Woodlake Place, Oldsmar, FL 34677
• 

  

  /23

  $531,000 Sold Jun 05, 2025

  • 1,591 Sq Ft
  • $334/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  416 Arlington Ave E, Oldsmar, FL 34677

  Received multiple offers. Beautiful Floridian home! (Heated POOL)(HVAC 2025) (NEW GENERAC GENERATOR WHICH POWERS FULL HOME FOR A WEEK!)(SOLAR HEATED POOL with screen)(MASSIVE PATIO) (2x 200 gallon propane tanks for generator) (washer and dryer included) This home is well equipped with upgraded appliances, energy efficient hurricane windows, gray water system, sliding glass doors, etc... The

  William Holland KELLER WILLIAMS SUBURBAN TAMPA

  416 Arlington Ave E, Oldsmar, FL 34677
• 

  

  /46

  Est $387,508 Not Listed For Sale

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

  502 Cabernet Way, Oldsmar, FL 34677

  502 Cabernet Way, Oldsmar, FL 34677
• 

  

  /49

  $299,000

  • 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
• 

  

  /16

  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Condo for Rent

  244 Cypress Ln Unit 244, Oldsmar, FL 34677

  2nd Floor Condo with Pond View in Cypress Estates of gated East Lake Woodlands......... Comfortable lifestyle in this second-floor condo with wonderful pond view of 2-acre lake in Cypress Estates of East Lake Woodlands Country Club Community. Walk into living room/dining room combination with sliders out to screen enclosed lanai overlooking pond. Spacious kitchen with breakfast bar to living

  Sandra Harris PREFERRED REALTY GROUP, LLC

  244 Cypress Ln Unit 244, Oldsmar, FL 34677
• 

  /2

  $140,000 Sold Jun 04, 2025

  • 915 Sq Ft
  • $153/SF
  • 92 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  121 Loblolly Ct Unit H, Oldsmar, FL 34677

  TURNKEY INVESTMENT OPPORTUNITY! Excellent 1031 EXCHANGE! Great CASH FLOW on this second story Oldsmar condo with a long-time tenant who wants to stay! BRAND NEW A/C (2024) and NEWER WATER HEATER (2020)! Wood laminate flooring in kitchen and hallway, carpeting in all other rooms. Dining room has a door so could be used as an office, workout room, nursery, reading room! Community has fantastic

  June Connell COMPASS FLORIDA LLC

  121 Loblolly Ct Unit H, Oldsmar, FL 34677
• 

  

  /58

  Est $400,397 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
• 

  

  /14

  $215,000

  • 2 Beds
  • 2 Baths
  • 888 Sq Ft

  233 Woodlake Wynde, Oldsmar, FL 34677

  TURNKEY INVESTMENT OPPORTUNITY! Excellent 1031 EXCHANGE! Great CASH FLOW on this first story Oldsmar condo with a long-time tenant who wants to stay! Tile and wood laminate flooring throughout - no carpeting! Community pool! Conveniently located just around the corner from supermarkets and restaurants! Located inside the prestigious gated community of East Lake Woodlands, home to Ardea Country

  

  June Connell

  COMPASS FLORIDA LLC

  (813) 308-4566

  233 Woodlake Wynde, Oldsmar, FL 34677
• 

  

  /28

  $1,500 per month

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

  129 Camphor Cir Unit 129, Oldsmar, FL 34677

  Property Id: 1111224Welcome to your new home at 129 E Camphor Cir in Oldsmar, FL! This 2 bed, 2 bath condo boasts modern amenities including dishwasher, washer/dryer, and central air. Enjoy the convenience of tile flooring and forced air heating. With rent at $1500/month and this is the perfect place to call home. Contact us today for a tour! Move in total $3000.00 (1st month rent

  129 Camphor Cir Unit 129, Oldsmar, FL 34677
• 

  /2

  $1,250,000 Sold Jun 03, 2025

  • 3,700 Sq Ft
  • $338/SF
  • 14 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  430 Hickory Nut Ave, Oldsmar, FL 34677

  Step into luxury with stunning 16-foot ceilings that greet you the moment you enter this grand 4-bedroom, 3.5-bathroom masterpiece in the prestigious East Lake Woodlands golf community. Designed with both elegance and entertainment in mind, this home seamlessly blends mid-century modern style with the finest contemporary upgrades.Perched on a prime corner lot, the property offers two driveways,

  Taylor Topolski BHHS FLORIDA PROPERTIES GROUP

  430 Hickory Nut Ave, Oldsmar, FL 34677
• 

  

  /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
• 

  

  /47

  $550,000

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

  112 Brent Cir, Oldsmar, FL 34677

  Newly Improved Price on this Move-In Ready Townhouse! This beautifully updated waterfront home with deeded boat slip is located in the safe and picturesque golf cart community of Oldsmar. 3 bedrooms, 3 full bathrooms, and private garage with storage and 3-car tandem parking, in a gated community with pool, spa, and tennis courts, surrounded by Tampa Bay and charming Oldsmar. The open concept main

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 219-4022

  112 Brent Cir, Oldsmar, FL 34677
• 

  

  /24

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft
  • House for Rent

  70 Joanne Place, Oldsmar, FL 34677

  Short Term Furnished Off Season Rental. One story villa in Quail Forest of East Lake Woodlands! Tiled entrance foyer takes you to the living area which has vaulted ceiling with clear view windows, wall to wall sliders out to screen enclosed lanai overlooking canal, comfortable leather furniture and flat screen tv. Separate dining area and breakfast bar to the laundry area and the eat in kitchen.

  Sandra Harris PREFERRED REALTY GROUP, LLC

  70 Joanne Place, Oldsmar, FL 34677
• 

  /2

  $145,000 Sold Jun 03, 2025

  • 1,094 Sq Ft
  • $133/SF
  • 117 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  208 Nina Way Unit 208, Oldsmar, FL 34677

  WATERVIEW PROPERTY in the Gated Community of East Lake Woodlands! This residence features brand new waterproof luxury vinyl flooring in both bedrooms, showcasing a desirable split bedroom plan. The spacious master bedroom boasts an impressive three walk-in closets, providing ample storage space. Recently remodeled, the master bathroom offers a modern touch, while the kitchen features updated

  Nick Demitrakis RE/MAX REALTEC GROUP INC

  208 Nina Way Unit 208, Oldsmar, FL 34677
• 

  

  /26

  Est $424,100 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

Showing Results 1 - 40, Page 1 of 18