10,799

Oldsmar, FL Homes

Section Image Section Image
  • /35

    $1,150,000 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

    Agent Photo

    Jessica Scialletti

    URBAN REAL ESTATE US

    (656) 206-4011

    401 Park Blvd, Oldsmar, FL 34677
  • /12

    $2,295

    Total Monthly Price

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

    108 Woodlake Wynde Unit 108, Oldsmar, FL 34677

    Looking for a great condo -Has space for a family or 2 individuals or person looking for extra space(bedroom/office)Starting May 15th, 2026- We will have 2 private rooms and bathrooms available for rent in a 2bed 2bath condo in Oldsmar, Florida the Sunshine State. Here is the information: partially furnished condo available for rent in East Lake Woodlands Community in Oldsmar. Move in date is May

    108 Woodlake Wynde Unit 108, Oldsmar, FL 34677
  • /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 $1,241,241

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

    4973 Turtle Creek Trail, Oldsmar, FL 34677
    • /2

      Est $378,392 Not Listed For Sale

      1408 Syrah Dr, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,773 Sq Ft
      • Built 2016
      1408 Syrah Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 1% Above List Price
      • $212/SF
      • 124 Days On Market
      • Last Sold Price $375,000
      • Apr 04, 2025

      Last Listing Agent Dyan Pithers COLDWELL BANKER REALTY

  • /53

    $1,180,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,961 Sq Ft

    506 Federal St, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. This stunning new three-story residence by Danva Construction perfectly blends modern luxury with resilient, high-end design. Located at 504 Federal Street in the desirable waterfront community of Oldsmar, this home is built for peace of mind with a solid concrete block structure, pilings, impact-resistant windows, and a durable TPO roof, all backed

    Agent Photo

    Jessica Scialletti

    URBAN REAL ESTATE US

    (656) 267-6332

    506 Federal St, Oldsmar, FL 34677
  • /73

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,626 Sq Ft
    • Townhouse for Rent

    112 Lindsay Ln, Oldsmar, FL 34677

    Call me today to book your short-term rental! in East Lake Woodlands. Thinking of moving to Florida? NOT AVAILABLE FEB TO APRIL 2027 Try before you buy with a short-term stay in beautiful East Lake Woodlands! This fully furnished 2-bedroom, 2-bath upstairs condo, complete with a loft that includes a trundle bed and/or space for a home office. Whether you're staying for a month or up to three

    Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

    112 Lindsay Ln, Oldsmar, FL 34677
  • /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 $268,946

    Last Listing Agent Nikki Musgrave ENGEL & VOLKERS SOUTH TAMPA

    2058 Sheffield Ct, Oldsmar, FL 34677
    • /2

      Est $329,261 Not Listed For Sale

      206 Cabernet Way, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,525 Sq Ft
      • Built 2015
      206 Cabernet Way, Oldsmar, FL 34677

      Last Sold Summary

      • $216/SF
      • 34 Days On Market
      • Last Sold Price $330,000
      • Dec 16, 2024

      Last Listing Agent Cabot Brown COMPASS FLORIDA LLC

  • /47

    $150,000 Pending

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

    118 Lakeview Way Unit 34, Oldsmar, FL 34677

    Under contract-accepting backup offers. *** Motivated Seller *** Beautiful 2 bedroom, second floor end unit condo overlooking a tranquil pond, with scenic views from the living room and primary bedroom. Tasteful color tones throughout enhance the bright, inviting layout. The kitchen features a stunning mosaic glass backsplash and ample cabinetry. A charming stone wood burning fireplace anchors

    Christopher Hunt HUNT BROTHERS REALTY, INC.

    118 Lakeview Way Unit 34, Oldsmar, FL 34677
  • /18

    $1,750 - $1,850

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    3069 Huron Ave, Oldsmar, FL 34677

    Stilt Triplex Large end unit 2/BR 2/BA Immaculate condition (Oldsmar)A quiet country-like setting, one block from the bay access to fishing. Ceramic tile floor, luxury tile planks in the bedrooms, appliance: fridge, glass top stove, dishwasher, washer/dryer connection. Ceiling fan in each room, mini blinds, private deck, 10X12 storage bin, 2 parking spaces reserved for you, No Pets, No

    3069 Huron Ave, Oldsmar, FL 34677
  • /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
    • /58

      Est $365,359 Not Listed For Sale

      320 Vista Cruiser Ln, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,445 Sq Ft
      • Built 2016
      320 Vista Cruiser Ln, Oldsmar, FL 34677

      Last Sold Summary

      • 11% Below List Price
      • $284/SF
      • 11 Days On Market
      • Last Sold Price $410,000
      • Feb 27, 2024

      Last Listing Agent Shannon Minsch LPT REALTY, LLC

  • /63

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    313 Jefferson Ave S, Oldsmar, FL 34677

    Seller is willing to contribute up to $9,000 toward buyer closing costs and/or allowable credits with an acceptable offer. Fully renovated and move-in ready, this 3-bedroom, 2-bath home features 1,841 square feet of updated living space in a desirable area of Oldsmar. Recent improvements include a brand-new roof, new windows, fresh paint, brand-new appliances, and a fully refurbished HVAC system,

    Bradley Dreher GRAYSTONE REAL ESTATE

    313 Jefferson Ave S, Oldsmar, FL 34677
  • /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
  • /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 $585,220

    Last Listing Agent Andrew Kapinos COLDWELL BANKER REALTY

    4858 Augusta Ave, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      148 Gull Aire Blvd, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1985
      148 Gull Aire Blvd, Oldsmar, FL 34677

      Last Sold Summary

      • $161/SF
      • 44 Days On Market
      • Last Sold Price $169,900
      • Apr 14, 2025

      Last Listing Agent Lance Willard CHARLES RUTENBERG REALTY INC

  • /60

    $664,900

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

    9009 Palm Key Ave, Oldsmar, FL 34677

    Seller is offering a $5,000 CREDIT towards closing costs or an interest rate buy down! — Experience elevated WATERFRONT LIVING in this beautifully upgraded townhome located within the gated community of Bayside Terrace. This spacious waterfront townhome presents a rare opportunity and an added bonus is that the flood insurance is ASSUMABLE to new buyers for currently $1,101 annually. Enjoy a low

    Nisa Gonzalez Smook REAL BROKER, LLC

    9009 Palm Key Ave, Oldsmar, FL 34677
  • /36

    $2,100 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,421 Sq Ft
    • Spectacular 2/2.5 Condo in the Oldsmar Galleria Town Center Lifestyle

    300 State St E Unit 216, Oldsmar, FL 34677

    Modern open floor plan Condo in the Oldsmar Galleria Town Center Lifestyle. As you walk into this 2 bedrooms 2.5 bath unit, Kitchen featuring granite countertops with a breakfast bar, plenty of modern solid wood cabinets. To your left is the in-house laundry room with plenty of space for a side by side system. As you proceed into the extra spacious living room/dining room combo you will love the

    300 State St E Unit 216, Oldsmar, FL 34677
  • /2

    $487,500 Sold Apr 27, 2026

    509 Lakeview Dr, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Below List Price
    • $285/SF
    • 8 Days On Market

    Current Estimated Value $496,277

    Last Listing Agent Nancy Leslie RE/MAX REALTEC GROUP INC

    509 Lakeview Dr, Oldsmar, FL 34677
    • /2

      Est $455,677 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

      • 4% Below List Price
      • $246/SF
      • 14 Days On Market
      • Last Sold Price $475,000
      • Nov 06, 2024

      Last Listing Agent Chase Clark HOMEPROP

  • /37

    $765,000

    • 4 Beds
    • 2.5 Baths
    • 2,922 Sq Ft

    470 Hickorynut Ave, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Located inside the highly desirable gated community of East Lake Woodlands, this spacious 4-bedroom, 2.5-bath residence offers an expansive 2,922 sq ft of living space on an oversized lot with peaceful water views.Step inside to soaring ceilings and an open, light-filled floor plan designed for both everyday living and entertaining. The home

    Lou Tutko PARADISE LIFE REALTY

    470 Hickorynut Ave, Oldsmar, FL 34677
  • /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
  • /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 $685,641

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

    501 Pinewood Dr, Oldsmar, FL 34677
    • /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
      • Nov 25, 2024

      Last Listing Agent Renny Bryden CHARLES RUTENBERG REALTY INC

  • /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
  • /25

    $1,495 Per Month

    • 2 Beds
    • 2 Baths
    • 915 Sq Ft
    • House for Rent

    133 Sabal Ct, Oldsmar, FL 34677

    Hurry to see this spacious condo in the Gardens of Forest Lakes. This quiet 2nd floor unit features new kitchen cabinets, granite counters, new refrigerator, and also includes a dishwasher and new Microwave. Fresh paint, great floorplan with plenty of natural light, and an open kitchen. The home has 2 nicely sized bedrooms, 2 baths, a dining area, and a covered porch. Occupants will

    133 Sabal Ct, Oldsmar, FL 34677
  • /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 $332,392

    Last Listing Agent Kristin Hallamek ENGEL & VOLKERS BELLEAIR

    150 Poole Place, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      70 Pelican Dr E, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,341 Sq Ft
      • Built 1987
      70 Pelican Dr E, Oldsmar, FL 34677

      Last Sold Summary

      • $190/SF
      • 84 Days On Market
      • Last Sold Price $255,000
      • Mar 18, 2025

      Last Listing Agent Amy Mills FUTURE HOME REALTY INC

  • /20

    $199,900

    • 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
  • /35

    $2,000 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
  • /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 $760,077

    Last Listing Agent Jo Anne Locascio LANDSHARK REALTY

    4749 Stoneview Cir, Oldsmar, FL 34677
    • /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
      • Apr 09, 2024

      Last Listing Agent Jonathan Rivera SMITH & ASSOCIATES REAL ESTATE

  • /23

    $190,000

    • 2 Beds
    • 2 Baths
    • 879 Sq Ft

    303 Meadow Ln Unit 19, Oldsmar, FL 34677

    Welcome to this highly sought-after gated community of East Lake Woodlands, which is move-in ready. This quiet, well-maintained neighborhood offers the perfect mix of tranquility and accessibility. Whether you're a first-time buyer, a snowbird looking for a Florida retreat, or an investor adding to your portfolio, this low-maintenance home checks all the right boxes. Enjoy a friendly atmosphere

    Shauna Meyers CENTURY 21 BEGGINS

    303 Meadow Ln Unit 19, Oldsmar, FL 34677
  • /17

    $1,800 Per Month

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

    206 St Petersburg Dr E, Oldsmar, FL 34677

    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. WASHER/DRYER is

    206 St Petersburg Dr E, Oldsmar, FL 34677
  • /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 $189,104

    Last Listing Agent John Blaeser BHHS FLORIDA PROPERTIES GROUP

    219 Caryl Way Unit 219, Oldsmar, FL 34677
    • /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
      • Dec 29, 2023

      Last Listing Agent Crystal DiJoseph PINEYWOODS REALTY LLC

  • /52

    $624,900

    • 4 Beds
    • 2 Baths
    • 2,084 Sq Ft

    509 Cypress View Dr, Oldsmar, FL 34677

    REDUCED - SELLER MOTIVATED - PRICED TO SELL ... Plus -Enjoy peace of mind with a seller-provided 1-year Home Warranty. OVERSIDED - FULLY FENCED CORNER LOT in highly desirable area/community of Oldsmar - Preserve At Cypress Lake. 4 Bedrooms, 2 Full Bathrooms, no carpeting, only wide-plank flooring & ceramic tile throughout. Separate Living/Dining Room area (currently being used for home

    Phyllis Clark FLORIDA HOME REALTY GROUP, LLC

    509 Cypress View Dr, Oldsmar, FL 34677
  • /8

    $1,695 Per Month

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Apartment for Rent

    3149 Huron Ave, Oldsmar, FL 34677

    2 Poss 3 Bedroom, 2 Bathroom apartment centrally located in Oldsmar, FL. Close to Tampa Road, Shopping, Dining with an easy commute to Tampa. Pets welcome with fees.

    Nabil Basta BASTA REALTY SOLUTIONS

    3149 Huron Ave, Oldsmar, FL 34677
  • /2

    $235,000 Sold Dec 09, 2025

    367 Countryside Key Blvd, Oldsmar, FL 34677

    • 2 Beds
    • 1.5 Baths
    • 1,105 Sq Ft
    • Built 1997

    Last Sold Summary

    • 13% Below List Price
    • $213/SF
    • 135 Days On Market

    Current Estimated Value $236,425

    Last Listing Agent Stephanie Quarles BHHS FLORIDA PROPERTIES GROUP

    367 Countryside Key Blvd, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      203 Dolphin Dr N, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1987
      203 Dolphin Dr N, Oldsmar, FL 34677

      Last Sold Summary

      • $152/SF
      • 204 Days On Market
      • Last Sold Price $175,000
      • Mar 21, 2025

      Last Listing Agent Danielle Cockman KELLER WILLIAMS REALTY- PALM H

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home