Oldsmar, FL Homes

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  $584,000

  • 3 Beds
  • 2.5 Baths
  • 1,918 Sq Ft

  1730 Oak Pond Ct, Oldsmar, FL 34677

  Price Improvement.! Tucked inside the desirable Eastlake Oaks neighborhood, this 3-bedroom, 2.5-bath residence with a 3-car garage offers 1,918 square feet of well-designed living space and the kind of backyard retreat Florida buyers are searching for. Set on an oversized 11,000+ sq ft lot with water views and no neighbors on three sides, this Eastlake Oaks property delivers a rare combination of

  Kirsten Kelley SMITH & ASSOCIATES REAL ESTATE

  1730 Oak Pond Ct, Oldsmar, FL 34677
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  /22

  $1,625 per month

  • 1 Bed
  • 1 Bath
  • 674 Sq Ft
  • Condo for Rent

  270 Woodlake Wynde Unit 270, Oldsmar, FL 34677

  AVAILABLE MARCH 1st - FULLY FURNISHED, second floor condo with vaulted ceilings in the Woodlake Run area of gated East Lake Woodlands Country Club community. Private foyer tiled entrance takes you to the dining/living area with vaulted ceilings and clear view windows to keep it light and bright. Efficient kitchen with window has built in microwave, wall pantry and pass thru window into the living

  Sandra Harris PREFERRED REALTY GROUP, LLC

  270 Woodlake Wynde Unit 270, Oldsmar, FL 34677
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  $155,000 Sold Dec 30, 2025

  210 Martha Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Built 1979

  Last Sold Summary

  • 31% Below List Price
  • $142/SF
  • 171 Days On Market

  Current Estimated Value $170,722

  Last Listing Agent Jeffrey Borham EXP REALTY LLC

  210 Martha Ln, Oldsmar, FL 34677
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  /2

  Est $452,475 Not Listed For Sale

  1107 Mango Ct, Oldsmar, FL 34677

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft
  • Built 2018

  1107 Mango Ct, Oldsmar, FL 34677

  Last Sold Summary

  • 5% Below List Price
  • $246/SF
  • 14 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Chase Clark HOMEPROP
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  /61

  $1,190,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  804 Charles Blvd, Oldsmar, FL 34677

  Direct Tampa Bay waterfront with spectacular west-facing sunsets, protected conservation views, and direct access to the bay, high and dry through recent storms. Set along 73 feet of direct Tampa Bay frontage, this private Bay’s End retreat captures sweeping open-water views, frequent dolphin and manatee sightings, and a tranquil waterfront lifestyle designed around nature, privacy, and relaxed

  Warren Ring RE/MAX ALLIANCE GROUP

  804 Charles Blvd, Oldsmar, FL 34677
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  /12

  $1,695 per month

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

  106 Meadow Ln, Oldsmar, FL 34677

  Welcome home to this updated unfurnished second-floor condo located in the desirable Gated community of East Lake Woodlands. This two bedroom, two bath condo features an open floor plan with a split bedroom layout, offering privacy and flexibility. The condo has a nice eat in Kitchen with pantry. The Kitchen overlooks the bright living and dining areas. Sliders flow seamlessly out to a screened

  Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

  106 Meadow Ln, Oldsmar, FL 34677
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  /2

  $1,237,500 Sold Sep 12, 2025

  4973 Turtle Creek Trail, Oldsmar, FL 34677

  • 5 Beds
  • 3 Baths
  • 3,636 Sq Ft
  • Built 1994

  Last Sold Summary

  • 8% Below List Price
  • $340/SF
  • 8 Days On Market

  Current Estimated Value $1,243,421

  Last Listing Agent Marya Morrison, MBA BELLE ISLE REALTY, LLC

  4973 Turtle Creek Trail, Oldsmar, FL 34677
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  /2

  Not Listed For Sale

  607 Canal Way, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • Built 1998

  607 Canal Way, Oldsmar, FL 34677

  Last Sold Summary

  • $216/SF
  • 20 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Renny Bryden CHARLES RUTENBERG REALTY INC
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  /51

  $799,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,652 Sq Ft

  1566 Huntleigh Ct, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome to your new home in the sought after gated community of Aberdeen, inside a 24-hour guard-gated community of East Lake Woodlands. This golf cart community is just what you have been looking for. This 4-bedroom, 2-bathroom pool home is designed for both entertaining and everyday comfort. As you enter the home, you will love the pool view of the

  Joannie Bruns BHHS FLORIDA PROPERTIES GROUP

  1566 Huntleigh Ct, Oldsmar, FL 34677
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  /21

  $1,700 per month

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

  114 Meadow Ln Unit 114, Oldsmar, FL 34677

  This beautifully updated second-floor, unfurnished condo is located in the highly sought-after Meadow section of the gated East Lake Woodlands gated community and is truly move-in ready. Recent upgrades include newly painted interior, hurricane-rated vinyl sliding glass doors, and a refreshed kitchen featuring stainless steel appliances, breakfast bar to the open dining/livingroom, corner eating

  Sandra Harris PREFERRED REALTY GROUP, LLC

  114 Meadow Ln Unit 114, Oldsmar, FL 34677
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  /2

  $275,000 Sold Jun 27, 2025

  2058 Sheffield Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1986

  Last Sold Summary

  • 15% Below List Price
  • $212/SF
  • 131 Days On Market

  Current Estimated Value $267,155

  Last Listing Agent Nikki Musgrave ENGEL & VOLKERS SOUTH TAMPA

  2058 Sheffield Ct, Oldsmar, FL 34677
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  /26

  Not Listed For Sale

  86 Pelican Dr N, Oldsmar, FL 34677

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

  86 Pelican Dr N, Oldsmar, FL 34677

  Last Sold Summary

  • $209/SF
  • 29 Days On Market

  Last Sold Price $180,500

  Last Listing Agent Jonathan Rivera SMITH & ASSOCIATES REAL ESTATE
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  /62

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 1,711 Sq Ft

  402 Shore Dr W, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style backyard features a large inground pool with spa,

  Mike Sanders HOMES BY SANDERS REALTY

  402 Shore Dr W, Oldsmar, FL 34677
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  /48

  $1,750 per month

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

  209 Cypress Ct Unit 121, Oldsmar, FL 34677

  Fantastic Beautifully Renovated first floor 2bed/2bath/ 1 CARPORT condo located in highly sought-after East Lake Woodlands Community!! This stunning condo has nicely updated modern kitchen, renovated bathrooms, luxury vinyl plank floors and tile floors in wet areas. Full size WASHER & DRYER are conveniently located in the utility closet off the Florida room/Lanai. This condominium offers comfort,

  Grace Omyla PROPERTY LEADERS RE INC

  209 Cypress Ct Unit 121, Oldsmar, FL 34677
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  $750,000 Sold Mar 27, 2025

  4969 Kilkenney Way, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,809 Sq Ft
  • Built 1989

  Last Sold Summary

  • 14% Below List Price
  • $267/SF
  • 188 Days On Market

  Current Estimated Value $780,083

  Last Listing Agent Andrew Duncan LPT REALTY LLC

  4969 Kilkenney Way, Oldsmar, FL 34677
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  /30

  Not Listed For Sale

  452 Pompano Ct, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • Built 2005

  452 Pompano Ct, Oldsmar, FL 34677

  Last Sold Summary

  • $183/SF
  • 89 Days On Market

  Last Sold Price $232,500

  Last Listing Agent Crystal DiJoseph PINEYWOODS REALTY LLC
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  /30

  $399,000

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

  108 Brent Cir, Oldsmar, FL 34677

  Welcome to coastal lifestyle living in one of Oldsmar’s most desirable gated waterfront communities called Seaside Estates. This beautifully maintained home offers the perfect blend of comfort, convenience, and outdoor living just minutes from Tampa Bay. Step inside to an open-concept floor plan filled with natural light, high ceilings, and spacious living areas designed for both everyday living

  Bernie Lutz FUTURE HOME REALTY INC

  108 Brent Cir, Oldsmar, FL 34677
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  /35

  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft
  • House for Rent

  204 Hemingway Dr, Oldsmar, FL 34677

  Call to see this Sun Ketch Villa and your private showing. Welcome home to this beautifully maintained 2-bedroom, 2-bath villa filled with natural sunlight throughout. The vaulted ceiling in the living room features a skylight, enhancing the bright and open feel of the space. A wall mount for your TV is already installed, and the living and dining areas showcase stunning hardwood floors. The

  Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

  204 Hemingway Dr, Oldsmar, FL 34677
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  /2

  $175,000 Sold Feb 25, 2026

  222 Woodlake Wynde Unit 22, Oldsmar, FL 34677

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

  Last Sold Summary

  • 17% Below List Price
  • $197/SF
  • 38 Days On Market

  Current Estimated Value $197,514

  Last Listing Agent Rachel Mascara COLDWELL BANKER REALTY

  222 Woodlake Wynde Unit 22, Oldsmar, FL 34677
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  /2

  Est $148,457 Not Listed For Sale

  118 W Cypress Ct Unit 118, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Built 1980

  118 W Cypress Ct Unit 118, Oldsmar, FL 34677

  Last Sold Summary

  • 6% Above List Price
  • $133/SF
  • 3 Days On Market

  Last Sold Price $140,000

  Last Listing Agent William Roberts, III RE/MAX
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  /44

  $599,900 Pending

  • 2 Beds
  • 2 Baths
  • 2,232 Sq Ft

  1462 Woodstream Dr, Oldsmar, FL 34677

  Under contract-accepting backup offers. Welcome to 1462 Woodstream Drive, located on a Premium Lot with Gorgeous, Serene Views of Water and Conservation in the highly sought-after Gated, Golf Community of East Lake Woodlands. This Beautifully Updated residence offers Privacy, Tranquility and a Low-Maintenance Lifestyle, all just steps from a Sparkling Community Pool and Spa. And the owner had no

  Claudia Tweed COLDWELL BANKER REALTY

  1462 Woodstream Dr, Oldsmar, FL 34677
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  /5

  $1,495 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  3648 Meriden Ave, Oldsmar, FL 34677

  Call today and ask about our MOVE IN SPECIAL!!!2 Bedroom, 1 1/2 bathroom apartment centrally located in Oldsmar, FL. Pet fees apply.

  Nabil Basta BASTA REALTY SOLUTIONS

  3648 Meriden Ave, Oldsmar, FL 34677
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  /2

  $190,000 Sold Dec 23, 2025

  117 Cypress Ct Unit 117, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Built 1980

  Last Sold Summary

  • 27% Below List Price
  • $180/SF
  • 132 Days On Market

  Last Listing Agent Marya Morrison, MBA BELLE ISLE REALTY, LLC

  117 Cypress Ct Unit 117, Oldsmar, FL 34677
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  /41

  Not Listed For Sale

  249 Pelican Dr N, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1980

  249 Pelican Dr N, Oldsmar, FL 34677

  Last Sold Summary

  • $188/SF
  • 1 Day On Market

  Last Sold Price $225,000

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP
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  /20

  $225,000

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

  113 Nina Way, Oldsmar, FL 34677

  Here is your opportunity to purchase a great condo in the popular East lake Woodlands development. This beautiful 2 bedroom, 2 full bath condo has plentiful closet space, the primary bedroom has 3! Unit has its own washer and dryer located in the enclosed porch just off the living room. All furniture is included! Both bathrooms have been remodeled along with the kitchen. The kitchen has quartz

  Joseph Courey BRICK HOUSE REALTY SERVICES

  113 Nina Way, Oldsmar, FL 34677
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  /30

  $2,750 per month

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • House for Rent

  5107 Pinnacle Dr, Oldsmar, FL 34677

  Annual fully furnished rental home located in the Pinnacle area of the gated community of East Lake Woodlands Country Club! This inviting three bedroom home offers large scale comfort and charm within its efficient design. You will appreciate the many finer details, beautiful entrance foyer into the formal living room and dining area or just enjoy the open kitchen with pleasant eating nook and

  Becki Joyal CENTURY 21 INTEGRA

  5107 Pinnacle Dr, Oldsmar, FL 34677
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  /2

  $500,000 Sold Feb 06, 2026

  4858 Augusta Ave, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,492 Sq Ft
  • Built 1996

  Last Sold Summary

  • 17% Below List Price
  • $201/SF
  • 57 Days On Market

  Current Estimated Value $594,051

  Last Listing Agent Andrew Kapinos COLDWELL BANKER REALTY

  4858 Augusta Ave, Oldsmar, FL 34677
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  /2

  Est $251,344 Not Listed For Sale

  1718 Azalea Ct Unit C, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,330 Sq Ft
  • Built 1977

  1718 Azalea Ct Unit C, Oldsmar, FL 34677

  Last Sold Summary

  • 1% Above List Price
  • $188/SF
  • 64 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Charlie Bodine RE/MAX
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  /62

  $499,999 Pending

  • 4 Beds
  • 2 Baths
  • 1,486 Sq Ft

  850 Christina Cir, Oldsmar, FL 34677

  Under contract-accepting backup offers. Tucked inside Bay’s End, a quiet coastal community in Oldsmar, this beautifully updated pool home sits on a generous 0.38-acre lot with lush curb appeal, winding sidewalks, fresh exterior paint, and mature landscaping that sets the tone the moment you arrive. Offering 3 bedrooms, 2 bathrooms, a 2-car garage, and a flexible bonus space that works perfectly

  Brittany Cheek COLDWELL BANKER REALTY

  850 Christina Cir, Oldsmar, FL 34677
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  /16

  $2,000 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
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  /2

  $700,000 Sold May 20, 2025

  501 Pinewood Dr, Oldsmar, FL 34677

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

  Last Sold Summary

  • $313/SF
  • 7 Days On Market

  Current Estimated Value $678,980

  Last Listing Agent Paul E. Klink RE/MAX ACTION FIRST OF FLORIDA

  501 Pinewood Dr, Oldsmar, FL 34677
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  Not Listed For Sale

  154 Gull Aire Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1985

  154 Gull Aire Blvd, Oldsmar, FL 34677

  Last Sold Summary

  • $166/SF
  • 26 Days On Market

  Last Sold Price $159,000

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP
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  /74

  $519,900

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

  501 Lakeview Dr, Oldsmar, FL 34677

  Fabulous...Location! Location! Location! This stunning pool home in the sought after community of Forest Lakes sits on an oversized corner lot and offers tranquil water and conservation views.; Move-in ready, delightfully updated home of nearly 1,700 sq.ft. features 3 bedrooms in a desirable split floorplan layout, 2 brilliantly renovated baths and an oversized 2 car garage. Enter thru the double

  Nancy Leslie RE/MAX REALTEC GROUP INC

  501 Lakeview Dr, Oldsmar, FL 34677
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  /2

  $333,000 Sold Dec 26, 2025

  150 Poole Place, Oldsmar, FL 34677

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1979

  Last Sold Summary

  • 17% Below List Price
  • $215/SF
  • 124 Days On Market

  Current Estimated Value $329,344

  Last Listing Agent Kristin Hallamek ENGEL & VOLKERS BELLEAIR

  150 Poole Place, Oldsmar, FL 34677
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  Not Listed For Sale

  479 Trout Ln, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • Built 1988

  479 Trout Ln, Oldsmar, FL 34677

  Last Sold Summary

  • $183/SF
  • 61 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP
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  /25

  $190,000

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

  218 Caryl Way Unit 218, Oldsmar, FL 34677

  SELLER MOTIVATED !! Welcome home to this beautifully updated second-floor condo located within the highly sought-after East Lake Woodlands, a gated community known for its serene setting and resort-style lifestyle in Oldsmar. From the moment you step inside, you’ll appreciate the abundance of natural light that fills the space, creating a bright, airy, and inviting atmosphere throughout. This

  Brigjilda Gjekaj KELLER WILLIAMS REALTY- PALM H

  218 Caryl Way Unit 218, Oldsmar, FL 34677
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  /2

  $745,000 Sold Aug 21, 2025

  4749 Stoneview Cir, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 2,763 Sq Ft
  • Built 1993

  Last Sold Summary

  • 7% Below List Price
  • $270/SF
  • 87 Days On Market

  Current Estimated Value $751,250

  Last Listing Agent Jo Anne Locascio LANDSHARK REALTY

  4749 Stoneview Cir, Oldsmar, FL 34677
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  Est $335,265 Not Listed For Sale

  1927 Peppertree Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,111 Sq Ft
  • Built 1981

  1927 Peppertree Dr, Oldsmar, FL 34677

  Last Sold Summary

  • 6% Below List Price
  • $319/SF
  • 83 Days On Market

  Last Sold Price $354,900

  Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC
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  /79

  $499,900

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

  509 Lakeview Dr, Oldsmar, FL 34677

  Location! Location! Location! This lovely home sits on a gorgeous conservation lot and offers tranquil stunning views in the desirable community of Forest Lakes... Move-in ready offering over 1,700 sq.ft. of fine Florida living featuring 3 bedrooms in a popular split bedroom layout, 2 baths and a 2 car garage. Covered front entry leads to Elegant single leaded glass door to the spacious living

  Nancy Leslie RE/MAX REALTEC GROUP INC

  509 Lakeview Dr, Oldsmar, FL 34677
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  /2

  $189,000 Sold Jan 12, 2026

  219 Caryl Way Unit 219, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Below List Price
  • $173/SF
  • 13 Days On Market

  Current Estimated Value $191,208

  Last Listing Agent John Blaeser BHHS FLORIDA PROPERTIES GROUP

  219 Caryl Way Unit 219, Oldsmar, FL 34677

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