Oldsmar, FL Homes

• 

  

  

  /51

  $285,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft

  100 Ingrid Place, Oldsmar, FL 34677

  Under contract-accepting backup offers. Motivated Sellers!! You won't find another 3 BED at this price in ELW!! Great opportunity to own this Lovely Updated 3 Bed, 2.5 Bath East Lake Woodlands Townhouse! Enjoy the Tranquility of the Gated Golf Course Community with its lush beautiful landscaping & 2 18-hole Courses. This 2 Story Townhome has an open Expansive Great Room floor plan with Dining

  Mark Fazzini RE/MAX REALTEC GROUP INC

  100 Ingrid Place, Oldsmar, FL 34677
• 

  

  /2

  $250,000 Sold Nov 19, 2025

  206 Dunkirk Rd, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,116 Sq Ft
  • Built 1959

  Last Sold Summary

  • 11% Below List Price
  • $224/SF
  • 52 Days On Market

  Last Listing Agent Jessica Christianson EXP REALTY LLC

  206 Dunkirk Rd, Oldsmar, FL 34677
• 

  

  

  /27

  Est $513,230 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,416 Sq Ft

  414 Maplewood Dr, Oldsmar, FL 34677

  414 Maplewood Dr, Oldsmar, FL 34677
• 

  

  

  /21

  $270,000

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

  123 Dolphin Dr S, Oldsmar, FL 34677

  Beautiful remodeled home. Move in ready. Plantation shutters thoughout. All new porcelain tile, new appliances. Freshly painted inside and out. Tiled kitchen with open shelving with large corner windows that allow for the light to fill the room. Spacious living and dinning room with a open floor plan. Primary bedroom has adjoining ensuite with bay windows and walkin closet. Guest Bedroom is also

  Ruthann Underwood PAM RYAN REALTY INC

  123 Dolphin Dr S, Oldsmar, FL 34677
• 

  

  /2

  $351,000 Sold Jun 26, 2025

  204 Lake Charles Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Below List Price
  • $292/SF
  • 4 Days On Market

  Current Estimated Value $353,655

  Last Listing Agent Brittany Wilson BAYSIDE EXECUTIVE REALTY

  204 Lake Charles Ct, Oldsmar, FL 34677
• 

  

  /22

  Est $318,308 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft

  400 Maplewood Dr, Oldsmar, FL 34677

  400 Maplewood Dr, Oldsmar, FL 34677
• 

  

  /14

  $419,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,666 Sq Ft

  1404 Woodstream Dr, Oldsmar, FL 34677

  Great Value! New 3 dimensional shingle Roof to be installed December 2025! Welcome to your dream home located in Cross Creek, a community within the Gates of East Lake Woodlands. We have a nice 2 bedroom, 2 bathroom + possible 3rd bedroom/Den/home office. The Den/home office can easily be converted to a 3rd bedroom. We have a very reasonable bid to make Den a 3rd bedroom. We can share that bid

  Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

  1404 Woodstream Dr, Oldsmar, FL 34677
• 

  /2

  $577,000 Sold Oct 23, 2025

  422 Cypress View Dr, Oldsmar, FL 34677

  • 4 Beds
  • 2.5 Baths
  • 2,143 Sq Ft
  • Built 1997

  Last Sold Summary

  • 10% Below List Price
  • $269/SF
  • 84 Days On Market

  Last Listing Agent Candice Kelly IAD FLORIDA LLC

  422 Cypress View Dr, Oldsmar, FL 34677
• 

  

  /30

  Est $365,363 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,288 Sq Ft

  405 Maplewood Dr, Oldsmar, FL 34677

  405 Maplewood Dr, Oldsmar, FL 34677
• 

  

  /48

  $369,900

  • 2 Beds
  • 2.5 Baths
  • 1,360 Sq Ft

  1712 Azalea Ct Unit A, Oldsmar, FL 34677

  Welcome to 1712 Azalea Court A in the heart of Oldsmar — a hidden gem just minutes from world-class beaches, top-rated golf courses, and some of the best attractions Tampa Bay has! This beautifully maintained home offers the perfect blend of comfort and convenience, nestled on a quiet cul-de-sac with no rear neighbors. Whether you’re looking for a full-time residence, vacation home, or

  Bert Calebro CALEBRO & ASSOCIATES

  1712 Azalea Ct Unit A, Oldsmar, FL 34677
• 

  /2

  $325,000 Sold May 07, 2025

  100 Morning Dove Place, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Built 1985

  Last Sold Summary

  • $309/SF
  • 9 Days On Market

  Current Estimated Value $324,910

  Last Listing Agent Hanan Moussa MAZIAD PROPERTIES LLC

  100 Morning Dove Place, Oldsmar, FL 34677
• 

  /2

  Est $413,441 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft

  80 Woodridge Ct, Oldsmar, FL 34677

  80 Woodridge Ct, Oldsmar, FL 34677
• 

  

  /44

  $238,500 Open Sat 11AM - 1PM

  • 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
• 

  /2

  $199,000 Sold Nov 21, 2025

  313 Jefferson Ave S, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1940

  Last Sold Summary

  • 43% Below List Price
  • $157/SF
  • 217 Days On Market

  Last Listing Agent Aaron Bedy RMS ELITE PROPERTIES

  313 Jefferson Ave S, Oldsmar, FL 34677
• 

  /2

  Est $387,099 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  245 Woodridge Cir, Oldsmar, FL 34677

  245 Woodridge Cir, Oldsmar, FL 34677
• 

  

  /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
• 

  /2

  $215,000 Sold Jun 26, 2025

  165 Lakeview Way Unit 81, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1980

  Last Sold Summary

  • 19% Below List Price
  • $187/SF
  • 204 Days On Market

  Current Estimated Value $213,392

  Last Listing Agent Danielle Dietz COLDWELL BANKER REALTY

  165 Lakeview Way Unit 81, Oldsmar, FL 34677
• 

  

  /3

  Est $411,437 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  255 Woodridge Cir, Oldsmar, FL 34677

  255 Woodridge Cir, Oldsmar, FL 34677
• 

  

  /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
• 

  /2

  $250,000 Sold Mar 17, 2025

  416 Country Club Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,293 Sq Ft
  • Built 1959

  Last Sold Summary

  • 4% Below List Price
  • $193/SF
  • 11 Days On Market

  Current Estimated Value $255,635

  Last Listing Agent Todd Griffin AGILE GROUP REALTY

  416 Country Club Dr, Oldsmar, FL 34677
• 

  

  /58

  Est $399,541 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,666 Sq Ft

  220 Woodridge Cir, Oldsmar, FL 34677

  220 Woodridge Cir, Oldsmar, FL 34677
• 

  

  /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
• 

  /2

  $340,000 Sold Dec 08, 2025

  504 Cabernet Way, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft
  • Built 2015

  Last Sold Summary

  • 3% Below List Price
  • $223/SF
  • 48 Days On Market

  Last Listing Agent David Weylie ELITE TAMPA BAY REALTY LLC

  504 Cabernet Way, Oldsmar, FL 34677
• 

  

  /59

  Est $402,651 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,820 Sq Ft

  50 Woodridge Cir, Oldsmar, FL 34677

  50 Woodridge Cir, Oldsmar, FL 34677
• 

  

  /58

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  210 Eric Ct, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to East Lake Woodlands, one of Pinellas County’s most desirable gated communities, known for its natural beauty, abundant wildlife, and premier amenities. Tucked away on a peaceful cul-de-sac, this 3-bedroom, 2-bath patio home offers tranquil pond views, thoughtful updates, and easy access to everything the Tampa Bay area has to offer. Enjoy

  Nina Becker MAVREALTY

  210 Eric Ct, Oldsmar, FL 34677
• 

  /2

  $145,000 Sold Dec 15, 2025

  500 Federal St, Oldsmar, FL 34677

  • Land
  • 0.34 Acre
  • $426,471 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 7 Days On Market

  Last Listing Agent Jessica Scialletti URBAN REAL ESTATE US

  500 Federal St, Oldsmar, FL 34677
• 

  

  /27

  Est $293,759 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  50 Lance Ct, Oldsmar, FL 34677

  50 Lance Ct, Oldsmar, FL 34677
• 

  

  /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
• 

  /2

  $432,000 Sold Sep 24, 2025

  1630 Gray Bark Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $318/SF
  • 6 Days On Market

  Last Listing Agent Amy Denham COASTAL PROPERTIES GROUP INTERNATIONAL

  1630 Gray Bark Dr, Oldsmar, FL 34677
• 

  /2

  Est $296,960 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  170 Ashley Ln, Oldsmar, FL 34677

  170 Ashley Ln, Oldsmar, FL 34677
• 

  /2

  $520,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,569 Sq Ft

  1812 Hibiscus Ct S, Oldsmar, FL 34677

  Under contract-accepting backup offers. 1812 Hibiscus Ct S is a single-family home located in the Harbor Palms – Unit Five subdivision of Oldsmar, Florida. Built in 1973, the home offers 1,569 square feet of living space on a 9,496-square-foot lot.

  Miguel Salinas APPLE HOMES CORP

  1812 Hibiscus Ct S, Oldsmar, FL 34677
• 

  /2

  $359,000 Sold Jun 27, 2025

  405 Pine Ave S, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,175 Sq Ft
  • Built 1973

  Last Sold Summary

  • 12% Below List Price
  • $306/SF
  • 129 Days On Market

  Current Estimated Value $348,447

  Last Listing Agent Yordanka Henson HOMETRUST REALTY GROUP

  405 Pine Ave S, Oldsmar, FL 34677
• 

  

  /56

  Est $352,258 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft

  50 Ashley Ln, Oldsmar, FL 34677

  50 Ashley Ln, Oldsmar, FL 34677
• 

  

  /52

  $799,900

  • 4 Beds
  • 2.5 Baths
  • 2,458 Sq Ft

  503 Park Blvd, Oldsmar, FL 34677

  OPPORTUNITY IS KNOCKING-JUST IN TIME FOR THE HOLIDAYS!! Experience COASTAL LIVING in this newer custom built contemporary 4 bedroom/office/loft home-where masterful design meets meticulous craftsmanship. Located in one of the area's most picturesque and golf cart friendly WATERFRONT COMMUNITIES, this residence offers a lifestyle as extraordinary as the home itself.. The property is perfectly

  Darlene Davenport COMPASS FLORIDA LLC

  503 Park Blvd, Oldsmar, FL 34677
• 

  /2

  $246,000 Sold Oct 17, 2025

  75 Emerald Bay Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,339 Sq Ft
  • Built 2004

  Last Sold Summary

  • 9% Below List Price
  • $184/SF
  • 73 Days On Market

  Last Listing Agent Tabitha Clark EXP REALTY LLC

  75 Emerald Bay Dr, Oldsmar, FL 34677
• 

  

  /45

  Est $297,960 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  230 Balsam Dr, Oldsmar, FL 34677

  230 Balsam Dr, Oldsmar, FL 34677
• 

  

  /40

  $385,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,401 Sq Ft

  1918 Montego Ct, Oldsmar, FL 34677

  Under contract-accepting backup offers. A move-in-ready gem offering comfort, style, and a prime location! Featuring 4-bedroom, 2-bath home with a 2-car garage, offering modern comfort and unbeatable convenience! Freshly painted inside and out, this home features an inviting open-concept layout with high ceilings that create a bright, spacious feel. All bedrooms have brand-new flooring, adding a

  Tara Guideri LPT REALTY, LLC

  1918 Montego Ct, Oldsmar, FL 34677
• 

  /2

  $835,000 Sold Feb 05, 2025

  4929 Pointe Cir, Oldsmar, FL 34677

  • 5 Beds
  • 4.5 Baths
  • 4,181 Sq Ft
  • Built 1992

  Last Sold Summary

  • 16% Below List Price
  • $200/SF
  • 133 Days On Market

  Current Estimated Value $938,854

  Last Listing Agent Matthew Brashear RE/MAX ELITE REALTY

  4929 Pointe Cir, Oldsmar, FL 34677
• 

  

  /39

  Est $344,701 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,795 Sq Ft

  210 Balsam Dr, Oldsmar, FL 34677

  210 Balsam Dr, Oldsmar, FL 34677
• 

  

  /31

  $250,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,420 Sq Ft

  416 Woodward Ave, Oldsmar, FL 34677

  Auction Property. AUCTION! Sold free and clear of all liens. Listing price is the opening bid. Auction held live on site at the house SAT DEC 6th at 10am. Calling all investors and do-it-yourselfers! Welcome to 416 Woodward Ave., sitting on a gorgeous half-acre double lot on the corner of Shore drive and Woodward Ave. This 2,420 s/f single family homes includes 4 bedrooms, 2 full bathrooms and

  Steve Doran COLDWELL BANKER REALTY

  416 Woodward Ave, Oldsmar, FL 34677

Showing Results 601 - 640, Page 16 of 18