10,688

Oldsmar, FL Homes

Section Image
  • /2

    $850,000

    Sold Dec 30, 2025

    4915 Augusta Ave, Oldsmar, FL 34677

    • 5 Beds
    • 2.5 Baths
    • 3,294 Sq Ft
    • Built 1997

    Last Sold Summary

    • $258/SF
    • 68 Days On Market

    Current Estimated Value $877,717

    Last Listing Agent Vanessa Leonard KELLER WILLIAMS REALTY- PALM HARBOR

    4915 Augusta Ave, Oldsmar, FL 34677
    • /37

      Est $178,901

      Not Listed For Sale

      129 E Cypress Ct Unit 129, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,054 Sq Ft
      • Built 1980
      129 E Cypress Ct Unit 129, Oldsmar, FL 34677

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Brenda Rubio BHHS FLORIDA PROPERTIES GROUP

  • /37

    $240,000

    Open Sat 10AM - 12PM
    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft

    116 Dolphin Dr S, Oldsmar, FL 34677

    Beautifully updated 2-bed, 2-bath home with brand-new luxury flooring in the highly sought-after Gull-Aire Village—complete with a FREE GOLF CART included with the sale. This property comes with the land, meaning absolutely NO LOT RENT, offering exceptional long-term value.Step inside to discover fresh designer paint, and tastefully renovated bathrooms that elevate the home’s modern,

    Bridget Broderick REALTY EXPERTS

    116 Dolphin Dr S, Oldsmar, FL 34677
  • /2

    $335,000

    Sold Oct 28, 2025

    208 Lee St, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Below List Price
    • $323/SF
    • 31 Days On Market

    Current Estimated Value $340,130

    Last Listing Agent Maria Azuaje PREMIER SOTHEBYS INTL REALTY

    208 Lee St, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      373 Cobia Way, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1981
      373 Cobia Way, Oldsmar, FL 34677

      Last Sold Summary

      • 90 Days On Market

      Last Listing Agent Lorette Vosloo COLDWELL BANKER REALTY

  • /45

    $295,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    10 Lesley Ln, Oldsmar, FL 34677

    Virtually Staged. Welcome to 10 Lesley Lane, located in the gated community of Quail Forest, nestled within the private country club community of East Lake Woodlands. This beautifully maintained end-unit villa offers serene pond views and a thoughtfully designed split-bedroom floor plan for added privacy and comfort. Major updates provide peace of mind, including a new roof (2022), HVAC (2023),

    Alexis Sollenberger BHHS FLORIDA PROPERTIES GROUP

    10 Lesley Ln, Oldsmar, FL 34677
  • /2

    $1,147,500

    Sold Apr 23, 2026

    804 Charles Blvd, Oldsmar, FL 34677

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • Built 1997

    Last Sold Summary

    • 4% Below List Price
    • $459/SF
    • 198 Days On Market

    Current Estimated Value $1,143,011

    Last Listing Agent Warren Ring RE/MAX ALLIANCE GROUP

    804 Charles Blvd, Oldsmar, FL 34677
    • /35

      Est $158,777

      Not Listed For Sale

      123 Cypress Ln Unit 123, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,053 Sq Ft
      • Built 1980
      123 Cypress Ln Unit 123, Oldsmar, FL 34677

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent Kamil Nicalek DALTON WADE INC

  • /44

    $475,000

    $14K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft

    435 Lakeview Dr, Oldsmar, FL 34677

    Under contract-accepting backup offers. Welcome to Forest Lakes and this beautifully appointed, immaculately maintained 3-bedroom, 2-bath, 2-car garage home offering 1,569 square feet of living space. Nestled in an exceptional school district, this home has been lovingly cared for and is truly immaculate. It features soaring vaulted ceilings, a cozy fireplace, and French doors leading to a large

    Kim Krenek COLDWELL BANKER REALTY

    435 Lakeview Dr, Oldsmar, FL 34677
  • /2

    $344,000

    Sold Oct 17, 2025

    1171 Clays Trail, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft
    • Built 1991

    Last Sold Summary

    • 8% Below List Price
    • $127/SF
    • 145 Days On Market

    Current Estimated Value $370,835

    Last Listing Agent Farzana Zalil CHARLES RUTENBERG REALTY ORLANDO

    1171 Clays Trail, Oldsmar, FL 34677
    • /59

      Est $352,333

      Not Listed For Sale

      1106 Vineyard Ln, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,525 Sq Ft
      • Built 2018
      1106 Vineyard Ln, Oldsmar, FL 34677

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Stella Giudicelli DALTON WADE INC

  • /45

    $188,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    10 Woodlake Place, Oldsmar, FL 34677

    Under contract-accepting backup offers. EXCEPTIONAL GROUND-FLOOR CORNER UNIT WITH RESORT-STYLE LIFESTYLE AT WOODLAKE RUN! Welcome home to this DESIRABLE 2-BEDROOM, 2-BATHROOM condo offering effortless ONE-LEVEL MAINTENANCE-FREE LIVING in the premier gated community of East Lake Woodlands! Boasting 924 SQ FT OF LIGHT-FILLED LIVING SPACE, this prime END-UNIT LOCATION features an OPEN FLOOR PLAN,

    Jessica Kucek KELLER WILLIAMS REALTY- PALM HARBOR

    10 Woodlake Place, Oldsmar, FL 34677
  • /2

    $285,000

    Sold Jun 10, 2026

    505 Federal St, Oldsmar, FL 34677

    • Land
    • 15,246 Sq Ft
    • $814,286 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 21 Days On Market

    Current Estimated Value $293,329

    Last Listing Agent Johnny Mead DALTON WADE INC

    505 Federal St, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      1258 Clays Trail Unit 1258, Oldsmar, FL 34677

      • 4 Beds
      • 2 Baths
      • 1,910 Sq Ft
      • Built 1993
      1258 Clays Trail Unit 1258, Oldsmar, FL 34677

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Kirk Budd KELLER WILLIAMS REALTY- PALM HARBOR

  • /57

    $575,000

    $10K PRICE DROP Under Contract
    • 6 Beds
    • 2.5 Baths
    • 2,867 Sq Ft

    1758 Oak Pond Ct, Oldsmar, FL 34677

    Under contract-accepting backup offers. Virtually Staged. WOW! Spacious, great location and something for everyone! From the moment you arrive at 1758 Oak Pond, the 6 bedroom 3 bath home’s beautifully maintained exterior and impressive curb appeal set the tone for the exceptional living experience within. A spacious two-car garage and elegant front entry welcome you inside, where a dramatic

    Vanessa Leonard KELLER WILLIAMS REALTY- PALM HARBOR

    1758 Oak Pond Ct, Oldsmar, FL 34677
  • /2

    $352,000

    Sold Sep 15, 2025

    602 Cabernet Way, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 1,773 Sq Ft
    • Built 2015

    Last Sold Summary

    • 14% Below List Price
    • $199/SF
    • 135 Days On Market

    Current Estimated Value $365,701

    Last Listing Agent Richard Forgione COLDWELL BANKER REALTY

    602 Cabernet Way, Oldsmar, FL 34677
    • /39

      Est $206,707

      Not Listed For Sale

      313 Woodlake Wynde Unit 3, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 924 Sq Ft
      • Built 1985
      313 Woodlake Wynde Unit 3, Oldsmar, FL 34677

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Marina Kloppel COASTAL PROPERTIES GROUP INTERNATIONAL

  • /16

    $316,000

    $7K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft

    202 Hemingway Dr, Oldsmar, FL 34677

    AS IS – Owner selling due to health concerns! This spacious 3-bedroom, 2.5 bath, townhome in the highly desirable community of Sun Ketch Townhomes of Cypress Lakes needs some cosmetic attention, but the structure and amenities are already there: vaulted ceilings, an inside laundry room, a kitchen pantry, a walk-in bathtub in the primary bathroom, and an enclosed porch, and much more. A new A/C

    Mark Ganier RE/MAX REALTEC GROUP INC

    202 Hemingway Dr, Oldsmar, FL 34677
  • /2

    $565,000

    Sold Jan 12, 2026

    2315 Sunset Wind Loop, Oldsmar, FL 34677

    • 4 Beds
    • 3 Baths
    • 2,587 Sq Ft
    • Built 2019

    Last Sold Summary

    • 9% Below List Price
    • $218/SF
    • 45 Days On Market

    Current Estimated Value $573,033

    Last Listing Agent John Blaeser BHHS FLORIDA PROPERTIES GROUP

    2315 Sunset Wind Loop, Oldsmar, FL 34677
    • /45

      Est $182,228

      Not Listed For Sale

      222 Cypress Ln Unit 222, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,053 Sq Ft
      • Built 1980
      222 Cypress Ln Unit 222, Oldsmar, FL 34677

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Jamie Jackson EXP REALTY LLC

  • /18

    $299,900

    $80K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,374 Sq Ft

    204 Shore Dr W, Oldsmar, FL 34677

    Investor special with exceptional upside! This 3-bedroom, 2-bath, 1-car garage home sits on a spacious quarter-acre corner lot directly across from scenic R.E. Olds Park, offering water views, walking trails, playgrounds, a fishing pier, picnic shelters, volleyball courts, seasonal events, and a dog park. The home features a split-bedroom floor plan with a primary suite that includes a walk-in

    Johnny Mead DALTON WADE INC

    204 Shore Dr W, Oldsmar, FL 34677
  • /2

    $280,000

    Sold Oct 07, 2025

    70 Ashley Ln, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • Built 1981

    Last Sold Summary

    • 17% Below List Price
    • $181/SF
    • 151 Days On Market

    Current Estimated Value $285,318

    Last Listing Agent Karen Snyder TREASURED HOME COLLECTION

    70 Ashley Ln, Oldsmar, FL 34677
    • /43

      Not Listed For Sale

      491 Trout Ln, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1993
      491 Trout Ln, Oldsmar, FL 34677

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Julie Brantley MIHARA & ASSOCIATES INC.

  • /22

    $350,000

    $49K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,748 Sq Ft

    415 Country Club Dr, Oldsmar, FL 34677

    MOTIVATED SELLER! Seller is offering a contribution toward the buyer’s closing costs. Beautiful waterfront-view home overlooking the water from the backyard, located in the desirable Oldsmar Country Club Estates community. This fully renovated property features 4 bedrooms and 2 bathrooms and sits on a 0.21-acre lot with no HOA restrictions, offering comfort, functionality, and an excellent

    Madelin Artigas FRIENDS REALTY LLC

    415 Country Club Dr, Oldsmar, FL 34677
  • /2

    $410,000

    Sold Apr 23, 2026

    311 Shore Dr E, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • Built 1960

    Last Sold Summary

    • 17% Below List Price
    • $251/SF
    • 236 Days On Market

    Current Estimated Value $402,296

    Last Listing Agent Maria Crespo EXP REALTY LLC

    311 Shore Dr E, Oldsmar, FL 34677
    • /58

      Est $211,848

      Not Listed For Sale

      101 Lakeview Ct Unit 97, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,148 Sq Ft
      • Built 1980
      101 Lakeview Ct Unit 97, Oldsmar, FL 34677

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Joe Elmer FUTURE HOME REALTY INC

  • /8

    $1,499,000

    • Land
    • 1.14 Acres
    • $1,314,912 per Acre

    205 Chestnut St, Oldsmar, FL 34677

    Presenting a rare opportunity to acquire a well-positioned property in the heart of Oldsmar. This offering combines excellent visibility with approximately 300ft frontage on SR 580 and is easily accessible with the signalized corner and permitted DOT ingress and egress. The location benefits from continued development along retail corridors and continually growing residential communities in the

    Allison Daigle SUNSHINE REALTY COMPANY LLC

    205 Chestnut St, Oldsmar, FL 34677
  • /2

    $710,000

    Sold Mar 05, 2026

    1558 E Lake Woodlands Pkwy, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 2,366 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Below List Price
    • $300/SF
    • 16 Days On Market

    Current Estimated Value $744,853

    Last Listing Agent Ali Schaaff RE/MAX ACTION FIRST OF FLORIDA

    1558 E Lake Woodlands Pkwy, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      Home Sites 1-5 Saint Petersburg Dr W, Oldsmar, FL 34677

      Home Sites 1-5 Saint Petersburg Dr W, Oldsmar, FL 34677

      Last Sold Summary

      • 197 Days On Market

      Last Listing Agent John Blaeser BHHS FLORIDA PROPERTIES GROUP

  • /34

    $325,000

    Open Sat 12AM - 2PM Under Contract
    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft

    707 Lemonwood Dr, Oldsmar, FL 34677

    Under contract-accepting backup offers. Welcome to this charming 2-bedroom, 2-bathroom Oldsmar home offering more usable living space than the heated square footage listed in public records. The garage has been professionally converted into a spacious bonus room, making it ideal as a 3rd bedroom, private office, or flex space to fit your lifestyle. Additionally, the rear porch has been fully

    Almild Diel Santiago EXP REALTY LLC

    707 Lemonwood Dr, Oldsmar, FL 34677
  • /2

    $420,000

    Sold Aug 26, 2025

    635 Timber Bay Cir E, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,324 Sq Ft
    • Built 1984

    Last Sold Summary

    • $317/SF

    Current Estimated Value $419,185

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    635 Timber Bay Cir E, Oldsmar, FL 34677
    • /2

      Est $177,654

      Not Listed For Sale

      216 Cypress Ct Unit 128, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,054 Sq Ft
      • Built 1980
      216 Cypress Ct Unit 128, Oldsmar, FL 34677

      Last Sold Summary

      • 237 Days On Market

      Last Listing Agent Robert Gawel CENTURY 21 LISTSMART

  • /14

    $450,000

    • Land
    • 17,424 Sq Ft
    • $1,125,000 per Acre

    1332 Preservation Way, Oldsmar, FL 34677

    An exceptional opportunity to build your dream estate in the beautiful, double-gated golf community of East Lake Woodlands! This rare, buildable homesite is located within The Preserve, an exclusive gated enclave nestled inside the renowned 24-hour guard-gated East Lake Woodlands community—offering an unparalleled level of privacy, security, and exclusivity. Surrounded by magnificent custom

    Malia Smiley KELLY RIGHT REAL ESTATE

    1332 Preservation Way, Oldsmar, FL 34677
  • /2

    $862,500

    Sold Sep 05, 2025

    30 Greenhaven Trail, Oldsmar, FL 34677

    • 4 Beds
    • 4 Baths
    • 2,888 Sq Ft
    • Built 1988

    Last Sold Summary

    • $299/SF
    • 4 Days On Market

    Current Estimated Value $878,275

    Last Listing Agent William Lagattolla, II ONE PROPERTIES INTL PLLC

    30 Greenhaven Trail, Oldsmar, FL 34677
    • /2

      Est $503,598

      Not Listed For Sale

      6011 Palm Key Ave, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,928 Sq Ft
      • Built 2019
      6011 Palm Key Ave, Oldsmar, FL 34677

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Terri Anneken KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

  • /10

    $50,000

    $99K PRICE DROP
    • Land
    • 3,920 Sq Ft
    • $555,556 per Acre

    257 Pelican Dr N, Oldsmar, FL 34677

    Rare opportunity to purchase a vacant lot in Gull-Aire Village for your new manufactured home. Gull-Aire Village is an active 55+ community and offers clubhouse, library, shuffleboard, Bocce ball court, and large heated pool & spa. Golf cart friendly. HOA is $70.00 per month. One pet-any size is allowed. If you have two pets the second pet will need an emotional support letter from Buyer’ doctor.

    Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

    257 Pelican Dr N, Oldsmar, FL 34677
  • /2

    $170,000

    Sold Apr 24, 2026

    192 Blue Marlin Dr, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 1980

    Last Sold Summary

    • 6% Below List Price
    • $133/SF
    • 185 Days On Market

    Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

    192 Blue Marlin Dr, Oldsmar, FL 34677
    • /40

      Est $167,225

      Not Listed For Sale

      135 Cypress Ln Unit 135, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,053 Sq Ft
      • Built 1980
      135 Cypress Ln Unit 135, Oldsmar, FL 34677

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Bernardo Piccolo, PA CHARLES RUTENBERG REALTY INC

  • /26

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    1916 Hudson Ct, Oldsmar, FL 34677

    Welcome home to this charming 3-bedroom, 2-bathroom home with a 2-car garage, ideally located in the desirable Bayside Meadows community with NO HOA or CDD fees. From the moment you step inside, you'll appreciate the open layout featuring a spacious living room that flows seamlessly into the dining area, creating the perfect space for both everyday living and entertaining. Just beyond the dining

    Dawn Walls MARK SPAIN REAL ESTATE

    1916 Hudson Ct, Oldsmar, FL 34677
  • /2

    $515,000

    Sold Mar 23, 2026

    1717 Mapleleaf Blvd, Oldsmar, FL 34677

    • 4 Beds
    • 3 Baths
    • 2,856 Sq Ft
    • Built 2001

    Last Sold Summary

    • 6% Below List Price
    • $180/SF
    • 34 Days On Market

    Current Estimated Value $537,488

    Last Listing Agent Jodi Avery KELLER WILLIAMS SOUTH TAMPA

    1717 Mapleleaf Blvd, Oldsmar, FL 34677

Showing Results 281 - 320, Page 8 of 18

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