Oldsmar, FL Homes

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  /32

  Est $365,927 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft

  401 Tangerine Dr, Oldsmar, FL 34677

  401 Tangerine Dr, Oldsmar, FL 34677
• 

  

  

  /46

  $389,000

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

  324 Country Club Dr, Oldsmar, FL 34677

  Home Renovated to Perfection!**Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity.- **4 spacious rooms**: Ideal for the comfort of the whole family.- **2 completely renovated bathrooms**: With modern and elegant finishes.- **Large kitchen**:

  Aime Alfonso FRIENDS REALTY LLC

  324 Country Club Dr, Oldsmar, FL 34677
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  /2

  $390,000 Sold Jan 19, 2026

  1801 Forest Dr Unit 3, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft
  • Built 1974

  Last Sold Summary

  • 11% Below List Price
  • $233/SF
  • 202 Days On Market

  Last Listing Agent Debra Briscoe FINE PROPERTIES

  1801 Forest Dr Unit 3, Oldsmar, FL 34677
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  /26

  Est $260,439 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,202 Sq Ft

  409 Oakleaf Blvd, Oldsmar, FL 34677

  409 Oakleaf Blvd, Oldsmar, FL 34677
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  /47

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,650 Sq Ft

  1362 E Lake Woodlands Pkwy, Oldsmar, FL 34677

  Welcome home to a rare blend of privacy, space, and resort-style living in this stunning four-bedroom, two-and-a-half-bath residence, nestled on two secluded acres within the exclusive 22-home enclave of Greenhaven II, a sought after gated community in Oldsmar. This exceptional property offers the tranquility of a private retreat while remaining close to Tampa International Airport, top dining

  Ian DeRan AGILE GROUP REALTY

  1362 E Lake Woodlands Pkwy, Oldsmar, FL 34677
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  /2

  $927,000 Sold Oct 24, 2025

  70 Deerpath Dr, Oldsmar, FL 34677

  • 4 Beds
  • 4.5 Baths
  • 4,186 Sq Ft
  • Built 1986

  Last Sold Summary

  • $221/SF

  Current Estimated Value $929,285

  Last Listing Agent Kimberly Janowiak FUTURE HOME REALTY INC

  70 Deerpath Dr, Oldsmar, FL 34677
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  /24

  Est $380,369 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,621 Sq Ft

  1815 Greenwood Dr, Oldsmar, FL 34677

  1815 Greenwood Dr, Oldsmar, FL 34677
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  /12

  $169,500

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

  106 Pine Ct, Oldsmar, FL 34677

  NEW PRICE! Welcome to the beautifully mainted 2 bedroom 2 bath Second floor Condo. Located in the desirable Gated community of East Lake Woodlands. This condo features New LVP flooring throughout offering both easy maintenance and style. This condo has a nice open floor plan with loads of natural light! The Kitchen opens to the Living/dining room. The Kitchen features Stainless appliances and an

  Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

  106 Pine Ct, Oldsmar, FL 34677
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  /2

  $715,000 Sold Apr 23, 2025

  360 Wellington Ave, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 2,580 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $277/SF
  • 10 Days On Market

  Current Estimated Value $743,445

  Last Listing Agent Jackie Botet COASTAL PROPERTIES GROUP INTERNATIONAL

  360 Wellington Ave, Oldsmar, FL 34677
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  /36

  Est $379,863 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft

  1807 Greenwood Dr, Oldsmar, FL 34677

  1807 Greenwood Dr, Oldsmar, FL 34677
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  /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
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  /2

  $505,000 Sold Jun 26, 2025

  1765 Oak Pond Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,990 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Below List Price
  • $254/SF
  • 20 Days On Market

  Current Estimated Value $502,031

  Last Listing Agent Bill Christopoulos SEAN DANIEL GALARIS

  1765 Oak Pond Ct, Oldsmar, FL 34677
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  /41

  Est $342,209 Not Listed For Sale

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

  1811 Elmwood Dr, Oldsmar, FL 34677

  1811 Elmwood Dr, Oldsmar, FL 34677
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  /45

  $389,900 Pending

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

  235 Woodridge Cir, Oldsmar, FL 34677

  Under contract-accepting backup offers. This warm and inviting one-story villa is ready for its' next owner - could that be you? Aggressively priced to encourage a quick sale, this property offers excellent value for those seeking comfort and convenience in a vibrant community. Three spacious bedrooms provide ample space for you or your guests with two full bathrooms that give you both

  Cathy McCarthy RE/MAX REALTEC GROUP INC

  235 Woodridge Cir, Oldsmar, FL 34677
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  /2

  $750,000 Sold Nov 25, 2025

  4992 Augusta Ave, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 2,292 Sq Ft
  • Built 1994

  Last Sold Summary

  • $327/SF
  • 2 Days On Market

  Last Listing Agent Pat Kaylor PAT KAYLOR PROPERTIES, INC.

  4992 Augusta Ave, Oldsmar, FL 34677
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  /13

  Est $328,920 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,269 Sq Ft

  1822 Driftwood Cir S, Oldsmar, FL 34677

  1822 Driftwood Cir S, 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
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  /2

  $670,000 Sold Aug 08, 2025

  5156 Pinnacle Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft
  • Built 1994

  Last Sold Summary

  • 1% Below List Price
  • $340/SF
  • 25 Days On Market

  Current Estimated Value $676,962

  Last Listing Agent Angie Clark WIKLE INCORPORATED

  5156 Pinnacle Dr, Oldsmar, FL 34677
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  /30

  Est $375,827 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  1818 Driftwood Cir S, Oldsmar, FL 34677

  1818 Driftwood Cir S, Oldsmar, FL 34677
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  /42

  $810,000

  • 6 Beds
  • 6 Baths
  • 3,468 Sq Ft

  1713 Azalea Ct Unit A, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Turn-key, fully updated triplex offering 3,468 square feet (actual). The property features three identical townhome-style units, each with 2 bedrooms and 1.5 bathrooms. Current owner has completed extensive updates including granite kitchens, new flooring, and renovated bathrooms. No HOA. All units feature private fenced yards, the property remained

  Rachael Han-Ong EXP REALTY LLC

  1713 Azalea Ct Unit A, Oldsmar, FL 34677
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  /2

  $520,000 Sold Sep 25, 2025

  1600 Gray Bark Dr, Oldsmar, FL 34677

  • 4 Beds
  • 2.5 Baths
  • 2,270 Sq Ft
  • Built 1996

  Last Sold Summary

  • 17% Below List Price
  • $229/SF
  • 223 Days On Market

  Current Estimated Value $552,087

  Last Listing Agent Noah Rich PINEYWOODS REALTY LLC

  1600 Gray Bark Dr, Oldsmar, FL 34677
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  /28

  Est $402,415 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  510 Driftwood Cir W, Oldsmar, FL 34677

  510 Driftwood Cir W, Oldsmar, FL 34677
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  /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
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  /2

  $710,000 Sold Jun 25, 2025

  587 Lakewood Dr, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 3,524 Sq Ft
  • Built 2001

  Last Sold Summary

  • 21% Below List Price
  • $201/SF
  • 98 Days On Market

  Current Estimated Value $739,745

  Last Listing Agent Maria Azuaje PREMIER SOTHEBYS INTL REALTY

  587 Lakewood Dr, Oldsmar, FL 34677
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  /35

  Est $482,850 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft

  500 Driftwood Cir W, Oldsmar, FL 34677

  500 Driftwood Cir W, 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
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  /2

  $692,500 Sold Feb 21, 2025

  512 Cypress Bend, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Below List Price
  • $310/SF
  • 5 Days On Market

  Current Estimated Value $690,773

  Last Listing Agent Janice Rodriguez LPT REALTY, LLC

  512 Cypress Bend, Oldsmar, FL 34677
• 

  

  /55

  Est $378,752 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,477 Sq Ft

  1802 Buttonwood Dr, Oldsmar, FL 34677

  1802 Buttonwood Dr, Oldsmar, FL 34677
• 

  

  /38

  $190,000

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

  219 Cypress Ct, Oldsmar, FL 34677

  Welcome to this beautifully updated ground-floor corner unit located in the highly desirable gated community of East Lake Woodlands – Cypress Estates. This well-maintained, move-in-ready condominium offers the perfect blend of comfort, convenience, and serene natural surroundings.This 2-bedroom, 2-bath residence features an open and airy floor plan with high ceilings, creating a bright and

  Tara Cook ORANGE GROVE PROPERTY SOLUTIONS

  219 Cypress Ct, Oldsmar, FL 34677
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  /2

  $563,000 Sold Oct 03, 2025

  632 Lake Cypress Cir, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $295/SF
  • 111 Days On Market

  Current Estimated Value $569,818

  Last Listing Agent Don Moore KELLER WILLIAMS REALTY- PALM H

  632 Lake Cypress Cir, Oldsmar, FL 34677
• 

  

  /27

  Est $499,561 Not Listed For Sale

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

  414 Maplewood Dr, Oldsmar, FL 34677

  414 Maplewood Dr, Oldsmar, FL 34677
• 

  

  /28

  $209,900 Pending

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  105 Woodlake Ln Unit 105, Oldsmar, FL 34677

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Accepting Backups!!!!! One or more photo(s) has been virtually staged. Experience effortless Florida living in this beautifully refreshed 2-bedroom, 2-bath ground-floor condo set within the prestigious, gated golf course community of East Lake Woodlands. Enjoy tranquil conservation views that provide a serene

  Colleen Monagas MARC JOSEPH REALTY, INC

  105 Woodlake Ln Unit 105, Oldsmar, FL 34677
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  /2

  $160,000 Sold Jul 17, 2025

  601 Park Blvd, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1948

  Last Sold Summary

  • 36% Below List Price
  • $148/SF
  • 72 Days On Market

  Current Estimated Value $205,538

  Last Listing Agent Ginger Tatarzewski FUTURE HOME REALTY INC

  601 Park Blvd, Oldsmar, FL 34677
• 

  

  /22

  Est $302,103 Not Listed For Sale

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

  400 Maplewood Dr, Oldsmar, FL 34677

  400 Maplewood Dr, Oldsmar, FL 34677
• 

  

  /44

  $238,500 Pending

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  214 Caryl Way, Oldsmar, FL 34677

  Under contract-accepting backup offers. 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

  Rebecca Norton COLDWELL BANKER REALTY

  214 Caryl Way, Oldsmar, FL 34677
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  /2

  $172,500 Sold Sep 25, 2025

  213 Mary Dr, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Built 1981

  Last Sold Summary

  • 7% Below List Price
  • $158/SF
  • 42 Days On Market

  Current Estimated Value $178,314

  Last Listing Agent Kimberly Sobecki RE/MAX REALTEC GROUP INC

  213 Mary Dr, Oldsmar, FL 34677
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  /30

  Est $360,612 Not Listed For Sale

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

  405 Maplewood Dr, Oldsmar, FL 34677

  405 Maplewood Dr, Oldsmar, FL 34677
• 

  

  /35

  $189,900

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

  108 Lakeview Place Unit 108, Oldsmar, FL 34677

  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 bath—ready for you to move in and start living the Florida dream. Enhance your

  Mark Clark RE/MAX REALTEC GROUP INC

  108 Lakeview Place Unit 108, Oldsmar, FL 34677
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  /2

  $200,000 Sold Nov 14, 2025

  118 Edgewood Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Below List Price
  • $222/SF
  • 4 Days On Market

  Last Listing Agent Jacque Wiest CHARLES RUTENBERG REALTY INC

  118 Edgewood Ct, Oldsmar, FL 34677
• 

  /2

  Est $402,031 Not Listed For Sale

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

  80 Woodridge Ct, Oldsmar, FL 34677

  80 Woodridge Ct, Oldsmar, FL 34677

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