Oldsmar, FL Homes

• 

  

  /2

  $370,000 Sold Dec 12, 2024

  • 1,298 Sq Ft
  • $285/SF
  • 66 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  1916 Cutty Bay Ct, Oldsmar, FL 34677

  Unveil the charm of Oldsmar with this impeccably maintained home, where meticulous care meets an unbeatable central location! This beautifully updated 3-bedroom, 2-bathroom single-family home offers a perfect blend of modern comfort and classic appeal. As you arrive, you’ll be greeted by a beautifully landscaped lot with lush palm trees and manicured bushes, a spacious Y-shaped driveway with

  Dylan Eickholt REST EASY REALTY POWERED BY SELLSTATE

  1916 Cutty Bay Ct, Oldsmar, FL 34677
• 

  

  

  /22

  Est $318,612 Not Listed For Sale

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

  400 Maplewood Dr, Oldsmar, FL 34677

  400 Maplewood Dr, Oldsmar, FL 34677
• 

  

  

  /63

  $469,000 Open Wed 4PM - 6PM

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  102 Shore Dr E, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. UPDATE: AS OF JUNE 14, HOME IS NOW COMPLETED AND READY FOR ITS NEW OWNER! Nestled on a spacious .17-acre (7,492 sq ft) lot with a huge front and backyard, this property is ideally located adjacent to R.E. Olds Park, a 15-acre, beautiful waterfront park offering amenities like the Oldsmar Pier (dock), picnic pavilions, a playground, and an

  Correy Smith KELLER WILLIAMS SOUTH TAMPA

  102 Shore Dr E, Oldsmar, FL 34677
• 

  

  /2

  $235,000 Sold Dec 09, 2024

  • 1,160 Sq Ft
  • $203/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  201 Dunkirk Rd, Oldsmar, FL 34677

  Multiple offers received. All additional offers to be submitted by Wednesday 11/6/24.Seize the chance to craft your dream home in the delightful city of Oldsmar! This property, located in a prime spot, is next to trails for adventuring and the neighborhood is golf cart friendly. Although it faced some challenges during Hurricane Helene, it has been professionally remediated and is now a blank

  Cristy Holt COMPASS FLORIDA LLC

  201 Dunkirk Rd, Oldsmar, FL 34677
• 

  

  

  /30

  Est $376,879 Not Listed For Sale

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

  405 Maplewood Dr, Oldsmar, FL 34677

  405 Maplewood Dr, Oldsmar, FL 34677
• 

  

  /90

  $259,900

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft

  121 Lindsay Ln Unit 31, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Discover this beautifully remodeled GROUND-FLOOR END UNIT in the highly sought-after Saint Andrews community of East Lake Woodlands. Overlooking the 18th hole of the North Course, this home offers breathtaking GOLF COURSE VIEWS right from your backyard, blending serenity with style.This MOVE-IN READY condo has been recently updated with NEW shaker

  Kirby Dulin BHHS FLORIDA PROPERTIES GROUP

  121 Lindsay Ln Unit 31, Oldsmar, FL 34677
• 

  /2

  $270,000 Sold Dec 09, 2024

  • 1,360 Sq Ft
  • $199/SF
  • 114 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1973

  1706 Azalea Ct Unit A, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Welcome to this beautiful home that combines modern comfort with classic charm. Painted in a tasteful neutral color scheme, this property offers a peaceful and luxurious living experience. Its design is both stylish and practical, featuring double closets in the primary bedroom for ample storage that promotes organization without sacrificing style.

  GREGORY BLACKALL OPENDOOR BROKERAGE LLC

  1706 Azalea Ct Unit A, Oldsmar, FL 34677
• 

  

  /3

  Est $431,790 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
• 

  

  /37

  $269,000

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

  2044 Sheffield Ct, Oldsmar, FL 34677

  High and dry with NEW ROOF and NEW HVAC!! Welcome to this charming 2-bedroom, 2-bathroom single-family villa, offering a perfect blend of comfort and style. As you enter, you'll be greeted by volume ceilings that create an open, airy atmosphere throughout the home. The spacious kitchen features beautiful granite countertops and wood cabinets, providing both elegance and functionality. Stainless

  Christopher Grasso BHHS FLORIDA PROPERTIES GROUP

  2044 Sheffield Ct, Oldsmar, FL 34677
• 

  /2

  $263,000 Sold Dec 06, 2024

  • 1,822 Sq Ft
  • $144/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  308 Country Club Dr, Oldsmar, FL 34677

  Amazing opportunity to own this great 3 bedroom 1 bath pool home in the heart of Oldsmar. Home features a great outdoor kitchen and entertaining space with an amazing pool and privacy screening. Doors and windows are hurricane grade the curb appeal is fantastic. Demo work is complete so put your finishing touches on this great opportunity. FHA 203(K) or Homestyle Renovation loans available for

  Melissa Albano ALBANO REALTY LLC

  308 Country Club Dr, Oldsmar, FL 34677
• 

  

  /41

  Est $410,604 Not Listed For Sale

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

  230 Woodridge Cir, Oldsmar, FL 34677

  230 Woodridge Cir, Oldsmar, FL 34677
• 

  

  /30

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,450 Sq Ft

  215 Woods Landing Trail, Oldsmar, FL 34677

  Step into luxury with this beautifully upgraded home featuring designer finishes throughout! The gourmet kitchen boasts sparkling quartz countertops and a brand-new built-in range, perfect for the chef at heart. Enjoy the comfort of newer appliances and a modern, energy-efficient A/C (only 5 years old).Upstairs, you'll find a convenient second-floor laundry with washer and dryer, while the custom

  David Pratt CENTURY 21 COASTAL ALLIANCE

  215 Woods Landing Trail, Oldsmar, FL 34677
• 

  

  /73

  $425,000 Sold Dec 06, 2024

  • 1,431 Sq Ft
  • $297/SF
  • 32 Days On Market

  • 3 Beds
  • 6 Baths
  • Built 1986

  100 Kilsythe St, Oldsmar, FL 34677

  Your Florida home awaits!!! This Gorgeous, totally remodeled 3/3/1 is a perfect home is historic Oldsmar. Bring your golf cart to this active FL community. This block home sits high on an elevated lot overlooking the sparkling bay waters from its front door. The just over quarter acre pie-shaped lot leaves you plenty of room for activities. No HOA/CDD or deed restrictions. Walking through the

  Martha Julian Dennis Realty & Investment Corp.

  100 Kilsythe St, Oldsmar, FL 34677
• 

  

  /58

  Est $408,098 Not Listed For Sale

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

  220 Woodridge Cir, Oldsmar, FL 34677

  220 Woodridge Cir, Oldsmar, FL 34677
• 

  

  /32

  $550,000

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

  2101 Sunset Wind Loop, Oldsmar, FL 34677

  PRICED TO SELL Welcome to Bayside Terrace, a beautiful gated community, centrally located in Oldsmar. This END UNIT townhome built in 2019, brags 4 large bedrooms, 3 bathrooms, loft, game room, 2-car garage and a screen in lanai. The first floor has one bedroom with one full bath, a gourmet kitchen with a massive center island and breakfast bar, mudroom or dropzone area and pantry. Just off the

  Fayola Goldstone COASTAL PROPERTIES GROUP INTERNATIONAL

  2101 Sunset Wind Loop, Oldsmar, FL 34677
• 

  /2

  $429,900 Sold Dec 06, 2024

  • 1,888 Sq Ft
  • $228/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2019

  3004 Palm Key Ave, Oldsmar, FL 34677

  Enjoy water views of upper Tampa Bay and incredible sunsets from this newer 5 year old west facing townhome. With a generous 1888 sq ft, this 3 bedroom, 2-1/2 bath home in the beautiful Bayside Terrace gated community boasts tile flooring on the lower level with 10 foot ceilings, recessed lighting and faux wood window treatments throughout the home. The light gray kitchen includes sturdy quartz

  Gail Haftel KELLER WILLIAMS REALTY- PALM H

  3004 Palm Key Ave, Oldsmar, FL 34677
• 

  

  /59

  Est $444,097 Not Listed For Sale

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

  50 Woodridge Cir, Oldsmar, FL 34677

  50 Woodridge Cir, Oldsmar, FL 34677
• 

  

  /12

  $447,500

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

  1404 Woodstream Dr, Oldsmar, FL 34677

  Price reduction! Great Value! Welcome to your dream home located in Cross Creek, which is a community within the Gates of East Lake Woodlands. We have a very nice 2 bedroom, 2 bathroom + Den/home office. The Den/home office can easily be converted to a third bedroom. You will find an open floor plan with vaulted ceilings. Enter the foyer and see how light, bright and spacious this home is. Great

  Christi Watson FIRST CHOICE METRO REALTY INC

  1404 Woodstream Dr, Oldsmar, FL 34677
• 

  /2

  $359,000 Sold Dec 06, 2024

  • 1,604 Sq Ft
  • $224/SF
  • 58 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1997

  201 Hemingway Dr, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. This beautifully refreshed three-bedroom, two-and-a-half-bath CORNER LOT townhome is nestled in the heart of Oldsmar, offering a first-floor Master Suite, indoor laundry, and an attached garage, all with a low HOA fee. The interior boasts modern updates, including fresh paint throughout, new wood like tile, carpeting, and stylish fixtures. The

  Marianne Knowles LIPPLY REAL ESTATE

  201 Hemingway Dr, Oldsmar, FL 34677
• 

  

  /27

  Est $309,489 Not Listed For Sale

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

  50 Lance Ct, Oldsmar, FL 34677

  50 Lance Ct, Oldsmar, FL 34677
• 

  

  /45

  $438,000

  • 2 Beds
  • 2 Baths
  • 1,610 Sq Ft

  943 Lucas Ln, Oldsmar, FL 34677

  Maintenance Free Living at its finest so you can simplify your life and relax! Plus a Great Opportunity with Recent Price Repositioning! Hunters Trail is a much coveted subdivision tucked away in a lush setting in the Gated, Golf Community of East Lake Woodlands. An ideal One-Story, Great Room Floor Plan, this home features High Ceilings, Large Living Area with Wood Burning Fireplace, 2 Bedrooms

  Claudia Tweed COLDWELL BANKER REALTY

  943 Lucas Ln, Oldsmar, FL 34677
• 

  /2

  $240,000 Sold Dec 05, 2024

  • 1,688 Sq Ft
  • $142/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  305 Country Club Dr, Oldsmar, FL 34677

  Discover Your Future in Oldsmar, FL! Embrace the opportunity to create your dream home in the charming city of Oldsmar, situated by the water! This property, nestled in a prime location, has a rich history as a beloved family home. Though it faced challenges during Hurricane Helene, it has been thoughtfully gutted, ready for your vision and personal touch. Situated on the coveted east side of

  Carlos Rojas DALTON WADE INC

  305 Country Club Dr, Oldsmar, FL 34677
• 

  

  /56

  Est $379,318 Not Listed For Sale

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

  50 Ashley Ln, Oldsmar, FL 34677

  50 Ashley Ln, Oldsmar, FL 34677
• 

  

  /16

  $424,900

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  2505 Arch Ave, Oldsmar, FL 34677

  Owner Financing is Available on this (Ormond Model) with all amenities in the Bayside Terrace waterfront gated community. This home has three bedrooms and 2.5 bathrooms, with w/a good-sized loft area upstairs that can be used as an office or second family room. The spacious kitchen is amazing, with an oversized kitchen island w/ breakfast bar, tons of storage w/42" upgraded cabinets, and

  Mark Ganier RE/MAX REALTEC GROUP INC

  2505 Arch Ave, Oldsmar, FL 34677
• 

  /2

  $784,000 Sold Dec 05, 2024

  • 2,646 Sq Ft
  • $296/SF
  • 34 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1978

  520 Palmdale Dr, Oldsmar, FL 34677

  Storm-tested! No damage, Zone X! A rare opportunity to own a nearly 1/3-acre of prime property in the exclusive, gated community of East Lake Woodlands Estates, this home boasts a commanding view of the seventh fairway of the South Golf Course. Professionally landscaped with vibrant Florida tropical plantings, the curb appeal sets the tone for the luxurious living that awaits inside. Spanning

  Cheri Riley PREMIER SOTHEBYS INTL REALTY

  520 Palmdale Dr, Oldsmar, FL 34677
• 

  

  /45

  Est $294,145 Not Listed For Sale

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

  230 Balsam Dr, Oldsmar, FL 34677

  230 Balsam Dr, Oldsmar, FL 34677
• 

  

  /13

  $399,000

  • Land
  • 1.16 Acres
  • $343,966 per Acre

  000 Strathmore Ave, Oldsmar, FL 34677

  This land can also be sold as a package deal with house and parcel next door, listing ID T3540379. Discover the perfect canvas for your dream estate on this rare and expansive vacant lot located in the heart of Oldsmar, FL. Nestled within a lush, wooded area, this extraordinary property spans over an acre of high and dry land, providing a serene and private setting for your custom-built luxury

  Audra Donaldson KELLER WILLIAMS SOUTH TAMPA

  000 Strathmore Ave, Oldsmar, FL 34677
• 

  /2

  $335,000 Sold Dec 05, 2024

  • 1,730 Sq Ft
  • $194/SF
  • 158 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  340 Lisa Ln, Oldsmar, FL 34677

  REDUCED *** Well kept Corner Home with 3 Bedroom, 2 Bath, 1 Car Garage home and double driveway in the gated East Lake Woodlands Patio Homes community! The villas provide an affordable option to owning a single family home in this lovely community with no outside maintenance. (minus personal plantings) All ages and pets are welcome! This home has been freshly painted inside in 2024, New

  Darlene Sheets FUTURE HOME REALTY INC

  340 Lisa Ln, Oldsmar, FL 34677
• 

  

  /62

  Est $385,461 Not Listed For Sale

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

  120 Colette Ct, Oldsmar, FL 34677

  120 Colette Ct, Oldsmar, FL 34677
• 

  

  /28

  $199,900 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft

  192 Blue Marlin Dr, Oldsmar, FL 34677

  WHO SAYS YOU HAVE TO DOWNSIZE?? Come see this treasure in Oldsmar! Added to this home's square footage is a CLIMATE CONTROLLED BONUS/FLEX ROOM SPACE for a total of nearly 1500 square feet, which gives the home so much more comfort, relaxation and versatility. Primary bedroom with en-suite bathroom and walk in closet, with generous guest room space and walk in closet as well. SAVE MONEY WITH

  Amy Mills FUTURE HOME REALTY INC

  192 Blue Marlin Dr, Oldsmar, FL 34677
• 

  /2

  $255,000 Sold Dec 03, 2024

  • 1,064 Sq Ft
  • $240/SF
  • 12 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  1703 Ironwood Ct E, Oldsmar, FL 34677

  Welcome to this 2-bedroom, 2-bathroom home nestled in the heart of Oldsmar, FL. Featuring a stunning and durable tile roof, this home blends timeless style with long-lasting protection. Inside, you’ll be greeted by elegant crown molding throughout, adding a touch of sophistication to every room. The kitchen has been recently upgraded with newer stainless steel appliances, and both bathrooms were

  Carlos Rojas DALTON WADE INC

  1703 Ironwood Ct E, Oldsmar, FL 34677
• 

  

  /27

  Est $388,200 Not Listed For Sale

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

  160 Poole Place, Oldsmar, FL 34677

  160 Poole Place, Oldsmar, FL 34677
• 

  

  /14

  $230,000

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft

  62 Emerald Bay Dr, Oldsmar, FL 34677

  Heart of Oldsmar convenient to restaurants, shopping and Tampa. 2 Story, 2 Bedroom / 2.5 Bathroom Townhome in Oldsmar, AC 7/23, newer luxury vinyl flooring and newer paint.

  Lin Huang CHARLES RUTENBERG REALTY INC

  62 Emerald Bay Dr, Oldsmar, FL 34677
• 

  /2

  $150,000 Sold Dec 03, 2024

  • 1,147 Sq Ft
  • $131/SF
  • 0 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1959

  436 Country Club Dr, Oldsmar, FL 34677

  Home in the HEART of OLDSMAR for UNDER $200K! Only ONE BLOCK from GORGEOUS SUNSETS over TAMPA BAY! Embrace the CHARM of SMALL TOWN life, where good NEIGHBORS, COMMUNITY, and A-RATED SCHOOLS are a top priority. FENCED-IN yard + FLORIDA ROOM! Open Living Room + Dining Room + Galley KITCHEN + 4 BEDROOMS + 1 FULL BATHROOM + INSIDE LAUNDRY ROOM! The Oldsmar BOAT RAMP is conveniently located nearby.

  Eirene F. Mathews RE/MAX ACTION FIRST OF FLORIDA

  436 Country Club Dr, Oldsmar, FL 34677
• 

  

  /45

  Est $385,093 Not Listed For Sale

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

  80 Poole Place, Oldsmar, FL 34677

  80 Poole Place, Oldsmar, FL 34677
• 

  

  /32

  $264,900

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft

  2014 Montego Ct, Oldsmar, FL 34677

  Honey, stop the car! This 2 bedroom, 2 bathroom highly desirable end unit villa in Oldsmar will not last long. End units are tough to find and provide so much natural light in the home (extra windows and larger yard!). This home features modern tile throughout the main living area and laminate in the bedrooms. The kitchen is VERY spacious and open and features an island with a gorgeous slide-in

  Heather Viviano RE/MAX REALTEC GROUP INC

  2014 Montego Ct, Oldsmar, FL 34677
• 

  /2

  $463,000 Sold Dec 02, 2024

  • 1,586 Sq Ft
  • $292/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  1108 Robinwood Dr, Oldsmar, FL 34677

  Located in the heart of Oldsmar Florida and located close to everything!!! This 3 bed, 2 bath, pool home is ready for its next family! This property has been lovingly cared for by its current owner for many many years, and it shows! Everything is extremely clean and tidy!!! Home features a split floor plan, A large fenced back yard, a beautiful pool area that is screened, updated bathrooms and

  DJ Arrazcaeta Jr, LLC RE/MAX ALLIANCE GROUP

  1108 Robinwood Dr, Oldsmar, FL 34677
• 

  

  /29

  Est $379,489 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  40 Poole Place, Oldsmar, FL 34677

  40 Poole Place, Oldsmar, FL 34677
• 

  

  /23

  $424,900

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  2503 Arch Ave Unit 139W, Oldsmar, FL 34677

  The subject property is currently offered as an investment under an annual lease at $2,950.00 monthly as of March 01, 2025. The tenant is vetted and is a Class A professional credit tenant. Owner Financing is Available on this (Ormond Model) with all amenities in the Bayside Terrace waterfront gated community. This home has three bedrooms and 2.5 bathrooms, with w/a good-sized loft area upstairs

  Mark Ganier RE/MAX REALTEC GROUP INC

  2503 Arch Ave Unit 139W, Oldsmar, FL 34677
• 

  /2

  $250,000 Sold Nov 27, 2024

  • 1,677 Sq Ft
  • $149/SF
  • 17 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1977

  1800 Ironwood Ct W, Oldsmar, FL 34677

  **Flood-damaged** 3 bed, 3 bath home, 1,677 sq ft, being sold **as-is**. Perfect for investors or a renovation project. Priced to sell fast! Bring your vision and tools. **Come see it ASAP!**

  Moe Mossa SAVVY AVENUE, LLC

  1800 Ironwood Ct W, Oldsmar, FL 34677

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