Oldsmar, FL Homes

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  $275,000

  • Land
  • 1.13 Acres
  • $243,363 per Acre

  0 Strathmore Ave, Oldsmar, FL 34677

  Discover a rare opportunity to own a sought-after 1.13-acre vacant lot in the heart of Oldsmar! Tucked away in a quiet, established neighborhood, this oversized parcel offers the perfect canvas to build your dream home—with **no HOA restrictions** holding you back. Large lots like this are incredibly hard to find in Oldsmar, especially in such a prime location. What truly sets this property apart

  

  Steve Capen

  COLDWELL BANKER REALTY

  (656) 228-1955

  0 Strathmore Ave, Oldsmar, FL 34677
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  /16

  $2,785 per month

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft
  • House for Rent

  706 Jacaranda Dr, Oldsmar, FL 34677

  Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month's rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  706 Jacaranda Dr, Oldsmar, FL 34677
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  $545,000 Sold Apr 17, 2025

  811 Christina Cir, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,621 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Below List Price
  • $336/SF
  • 6 Days On Market

  Current Estimated Value $533,644

  Last Listing Agent Kathy Lorenti COLDWELL BANKER REALTY

  811 Christina Cir, Oldsmar, FL 34677
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  /47

  Est $562,172 Not Listed For Sale

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

  154 Brent Cir, Oldsmar, FL 34677

  154 Brent Cir, Oldsmar, FL 34677
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  /59

  $249,999

  • 2 Beds
  • 2.5 Baths
  • 1,285 Sq Ft

  1718 Azalea Ct Unit B, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. NO HOA! MARVELOUS WATER VIEW FROM YOUR BALCONY! Beautiful 2BR 2.5BA two-story townhouse in Oldsmar, FL. Master bedroom has French doors that open to a wonderful water view right in your backyard....enjoy the view of two lakes and a creek with stunning wildlife! Best of all, you get to rest assured that your property is high and dry, NO WATER

  

  Daniel Hut

  HUT REALTY, LLC

  (656) 235-3010

  1718 Azalea Ct Unit B, Oldsmar, FL 34677
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  /5

  $1,850 per month

  • 2 Beds
  • 2.5 Baths
  • 1,224 Sq Ft
  • Townhouse for Rent

  128 Douglas Rd W Unit C, Oldsmar, FL 34677

  City Of Oldsmar Townhome.....This is a 2 Bedroom 2.5 Bathroom 1224 sq ft unit with Private Fenced yard and ready to occupy this month!! This spacious unit just had its kitchen and bathrooms updated with new cabinetry been painted and New Carpet installed This Week! This Oldsmar location is is Centrally located between downtown Tampa and Gulf Beaches and Only minutes from all local shops and

  Roy Kulp CHARLES RUTENBERG REALTY INC

  128 Douglas Rd W Unit C, Oldsmar, FL 34677
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  /2

  $270,000 Sold Nov 25, 2025

  103 Lindsay Ln Unit 13, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $202/SF
  • 38 Days On Market

  Last Listing Agent Ashley Gajdosz KELLER WILLIAMS TAMPA PROP.

  103 Lindsay Ln Unit 13, Oldsmar, FL 34677
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  /58

  Est $366,112 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
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  /11

  $325,000

  • Land
  • 0.35 Acre
  • $928,571 per Acre

  505 Federal St, Oldsmar, FL 34677

  Home Sites Available in Oldsmar, FL! Own a piece of prime real estate in the highly sought-after location of downtown Oldsmar, FL located halfway between Tampa Bay and Pinellas county beaches. This home site offers a fantastic opportunity for investors and homeowners to build their dream residences in a desirable area on a quiet and peaceful dead end street. This oversized 100x150 home site is

  

  John Blaeser

  BHHS FLORIDA PROPERTIES GROUP

  (813) 565-9394

  505 Federal St, Oldsmar, FL 34677
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  /8

  $2,299 per month

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • House for Rent

  417 Oakleaf Blvd, Oldsmar, FL 34677

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2443.90. That covers your base rent, $2299.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  417 Oakleaf Blvd, Oldsmar, FL 34677
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  /2

  $450,000 Sold Apr 09, 2025

  306 Oakwood Blvd, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,438 Sq Ft
  • Built 1992

  Last Sold Summary

  • $313/SF
  • 35 Days On Market

  Current Estimated Value $446,297

  Last Listing Agent James Wheeler CHARLES RUTENBERG REALTY INC

  306 Oakwood Blvd, Oldsmar, FL 34677
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  /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
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  /35

  $1,199,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  401 Park Blvd, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Experience the perfect blend of luxury and location at 401 Park Blvd, Oldsmar. This brand-new 2025 custom home combines hurricane-resilient construction with modern elegance—all just minutes from Tampa’s vibrant downtown, world-class beaches, and waterfront parks. Set on a quiet street in the beautiful

  

  Jessica Scialletti

  URBAN REAL ESTATE US

  (656) 206-4011

  401 Park Blvd, Oldsmar, FL 34677
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  /12

  $1,795 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

  $386,000 Sold May 22, 2025

  1913 Peppertree Dr, Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $296/SF
  • 5 Days On Market

  Current Estimated Value $382,429

  Last Listing Agent Beth Burnette PEOPLE'S TRUST REALTY

  1913 Peppertree Dr, Oldsmar, FL 34677
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  /2

  Est $474,060 Not Listed For Sale

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

  1107 Mango Ct, Oldsmar, FL 34677

  1107 Mango Ct, Oldsmar, FL 34677
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  /41

  $169,900 Pending

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

  110 W Cypress Ct, Oldsmar, FL 34677

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your sanctuary nestled in a gated golf community of East Lake Woodlands. This beautifully updated upstairs 2-bedroom, 2-bathroom condo is only steps away from the community heated pool and offers both comfort and convenience. The interior features stylish and modern updates that include laminate

  Roger Fruits HOMEFRONT REALTY

  110 W Cypress Ct, Oldsmar, FL 34677
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  /16

  $2,420 per month

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft
  • House for Rent

  633 Timber Bay Cir W, Oldsmar, FL 34677

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Want to tour on your own? Click the “Self

  633 Timber Bay Cir W, Oldsmar, FL 34677
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  /2

  $200,000 Sold Oct 16, 2025

  2002 Sheffield Ct, Oldsmar, FL 34677

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

  Last Sold Summary

  • 13% Below List Price
  • $154/SF
  • 38 Days On Market

  Current Estimated Value $207,740

  Last Listing Agent Natalya Halprin CHARLES RUTENBERG REALTY INC

  2002 Sheffield Ct, Oldsmar, FL 34677
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  /26

  Est $434,340 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
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  /61

  $1,190,000

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

  804 Charles Blvd, Oldsmar, FL 34677

  “Tranquil Tampa Bay Waterfront Home Featuring Panoramic Views & Luxury Finishes” .High & Dry and not affected by any Storms. Discover a rare waterfront sanctuary on Tampa Bay in Oldsmar’s exclusive Bay’s End community. This immaculate, move-in ready single-story custom home offers 4 bedrooms, 3 bathrooms, an oversized 3-car garage, Plus an elegant circular driveway offering extra parking. Perfect

  Warren Ring RE/MAX ALLIANCE GROUP

  804 Charles Blvd, 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

  $245,000 Sold Dec 29, 2025

  421 Countryside Key Blvd, Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,105 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Below List Price
  • $222/SF
  • 137 Days On Market

  Last Listing Agent Sunny Alexander RED SASH REALTY LLC

  421 Countryside Key Blvd, Oldsmar, FL 34677
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  /2

  Not Listed For Sale

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

  607 Canal Way, Oldsmar, FL 34677

  607 Canal Way, Oldsmar, FL 34677
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  /52

  $289,000

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  248 Hemingway Dr, Oldsmar, FL 34677

  Experience the best of Florida living—without the worry of flooding! This beautifully maintained 2-bedroom, 2-bath townhome is proudly NOT located in a FLOOD ZONE, offering you peace of mind, lower insurance costs, and a safe haven to call your own. Nestled within the highly sought-after Sun Ketch Townhomes at Cypress Lakes, this home welcomes you with a charming, tree-lined neighborhood where

  Lessie Reyes DALTON WADE INC

  248 Hemingway Dr, Oldsmar, FL 34677
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  /18

  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Townhouse for Rent

  406 S Bayview Blvd, Oldsmar, FL 34677

  Property Id: 2214397One or more photo(s) has been virtually staged. Beautifully updated 2-bedroom, 2-bath villa with a den located in the heart of Oldsmar! This end-unit home features an open floor plan with abundant natural light, a fully renovated kitchen with modern finishes, and spacious bedrooms designed for comfort. The versatile den offers the perfect space for a home office, guest

  406 S Bayview Blvd, Oldsmar, FL 34677
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  /2

  $1,075,000 Sold Dec 09, 2025

  2019 Diamond Ct, Oldsmar, FL 34677

  • 4 Beds
  • 3 Baths
  • 3,502 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Below List Price
  • $307/SF
  • 34 Days On Market

  Last Listing Agent Charlie Bodine REAL ESTATE FIRM OF FLORIDA, LLC

  2019 Diamond Ct, Oldsmar, FL 34677
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  /26

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  86 Pelican Dr N, Oldsmar, FL 34677

  86 Pelican Dr N, Oldsmar, FL 34677
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  /50

  $695,000

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

  9009 Palm Key Ave, Oldsmar, FL 34677

  Experience elevated WATERFRONT LIVING in this beautifully upgraded townhome located within the gated community of Bayside Terrace. HOA INCLUDED services: cable, internet, water, trash, roof and grounds maintenance, gated access, offering a low-maintenance lifestyle with electricity as the only additional utility. This rare, oversized waterfront unit stands out with it's expanded water views that

  Nisa Gonzalez Smook REAL BROKER, LLC

  9009 Palm Key Ave, Oldsmar, FL 34677
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  /19

  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 906 Sq Ft
  • Townhouse for Rent

  206 Saint Petersburg Dr E, Oldsmar, FL 34677

  AVAILABLE IN FEBRUARY -- GROUND LEVEL & MODERN 2 Bedroom, 2 Bathroom villa. PETS WELCOME, SMALL FENCED IN PRIVATE PORCH OUTSIDE. If you like walking to restaurants, the library and shopping this place is it. School Zone (Oldsmar Elem, Carwise Middle, East Lake High). UPDATED flooring, cabinets, countertops, appliances, laminate wood flooring throughout, new windows. NO CARPETING throughout.

  Peggy Barber WRIGHT MANAGEMENT & REALTY LLC

  206 Saint Petersburg Dr E, Oldsmar, FL 34677
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  /2

  $175,000 Sold Jan 05, 2026

  306 Martha Ln Unit 42, Oldsmar, FL 34677

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

  Last Sold Summary

  • 15% Below List Price
  • $160/SF
  • 185 Days On Market

  Last Listing Agent Steven Olandese RE/MAX CHAMPIONS

  306 Martha Ln Unit 42, Oldsmar, FL 34677
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  /30

  Not Listed For Sale

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

  452 Pompano Ct, Oldsmar, FL 34677

  452 Pompano Ct, Oldsmar, FL 34677
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  /49

  $299,000 Open Sat 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,910 Sq Ft

  1203 Clays Trail Unit 406, Oldsmar, FL 34677

  SELLERS ARE OFFERING A $10,000.00 BUYER CREDIT AT CLOSING WITH A FULL PRICE OFFER!! 1203 Clays Trail #406 nestled in the highly sought after community of Eastlake Woodlands. This spacious 2bed/2bath condo has it all to include a 1 car garage and a fantastic layout. As you enter the condo there are stairs that take you up to the living area that features a beautiful kitchen in the center of the

  John Bailey Jr BHHS FLORIDA PROPERTIES GROUP

  1203 Clays Trail Unit 406, Oldsmar, FL 34677
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  /20

  $2,663 per month

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft
  • Condo for Rent

  138 Cypress Ln Unit ID1254606P, Oldsmar, FL 34677

  Escape to this modern lakeside condo in charming Oldsmar, Florida! This cozy 2-bedroom, 2-bathroom home offers comfort, convenience, and a relaxing atmosphere. Feel at home in this bright, welcoming space designed for comfort and convenience.Enjoy a fully equipped kitchen and a cozy living area. The kitchen is equipped with a stove, fridge, microwave, coffee maker, and all cookware. Starter

  138 Cypress Ln Unit ID1254606P, Oldsmar, FL 34677
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  $552,000 Sold May 23, 2025

  1623 Bayhill Dr, Oldsmar, FL 34677

  • 3 Beds
  • 3 Baths
  • 1,906 Sq Ft
  • Built 1995

  Last Sold Summary

  • 3% Above List Price
  • $290/SF
  • 5 Days On Market

  Current Estimated Value $561,092

  Last Listing Agent Melissa McNeil EXP REALTY LLC

  1623 Bayhill Dr, Oldsmar, FL 34677
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  /41

  Not Listed For Sale

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

  249 Pelican Dr N, Oldsmar, FL 34677

  249 Pelican Dr N, Oldsmar, FL 34677
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  /32

  $245,000

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

  273 Countryside Key Blvd, Oldsmar, FL 34677

  Welcome home to this beautifully maintained MOVE-IN READY 2-bedroom, 2.5-bath townhome in the desirable gated community of Countryside Key! With 1,110 sq. ft. of comfortable living space plus an enclosed 75 sq. ft. patio, this home offers both style and practicality—perfect for today’s busy lifestyle. Step inside to find tile flooring throughout the main level and luxury vinyl plank upstairs—no

  Sharanne Rothenbucher KELLER WILLIAMS TAMPA PROP.

  273 Countryside Key Blvd, Oldsmar, FL 34677
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  /25

  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • House for Rent

  438 Country Club Dr, Oldsmar, FL 34677

  ATTENTION RENTERS. This 4 bedroom, 2 bathroom house is available for immediate move in and approximately 1500 sq foot. All tile flooring throughout the home and no carpeting. Kitchen has newer style cabinets. Home comes with a Refrigerator, Stove, Dishwasher. FENCED IN BACKYARD. PETS ALLOWED with $250 NON-REFUNDABLE PET FEE PER PET. STORAGE SHED INCLUDED. NO WASHER/DRYER and tenants must provide

  Kyle Wright WRIGHT MANAGEMENT & REALTY LLC

  438 Country Club Dr, Oldsmar, FL 34677
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  /2

  $295,000 Sold Aug 05, 2025

  190 Dale Place, Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Below List Price
  • $236/SF
  • 18 Days On Market

  Current Estimated Value $299,486

  Last Listing Agent Cathy McCarthy RE/MAX REALTEC GROUP INC

  190 Dale Place, Oldsmar, FL 34677
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  /46

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  154 Gull Aire Blvd, Oldsmar, FL 34677

  154 Gull Aire Blvd, Oldsmar, FL 34677

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