10,689

Oldsmar, FL Homes

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  • /30

    $325,000

    $4K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    316 Country Club Dr, Oldsmar, FL 34677

    Under contract-accepting backup offers. Yes! This beautifully renovated mid-century modern block home actually looks this good in person - no AI staging here! Located in the desirable NO HOA community of Oldsmar Country Club Estates. Timeless character with modern upgrades are inside this 3 bedrooms, 2 bathrooms. Under the exposed beams is 1,344 square feet of thoughtfully updated living space.

    Faith Walston TMWRK BROKERAGE LLC

    316 Country Club Dr, 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

    $1,075,000

    Sold May 19, 2026

    30 Turtle Creek Cir, Oldsmar, FL 34677

    • 4 Beds
    • 3 Baths
    • 2,850 Sq Ft
    • Built 1993

    Last Sold Summary

    • $377/SF
    • 0 Days On Market

    Current Estimated Value $1,059,468

    Last Listing Agent Claudia Tweed COLDWELL BANKER REALTY

    30 Turtle Creek Cir, Oldsmar, FL 34677
    • /53

      Est $541,635

      Not Listed For Sale

      162 Brent Cir, Oldsmar, FL 34677

      • 3 Beds
      • 3 Baths
      • 1,834 Sq Ft
      • Built 2004
      162 Brent Cir, Oldsmar, FL 34677

      Last Sold Summary

      • 226 Days On Market

      Last Listing Agent Mark Fazzini RE/MAX REALTEC GROUP INC

  • /7

    $120,000

    $42K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 915 Sq Ft

    121 Loblolly Ct Unit C, Oldsmar, FL 34677

    This is not bank-owned, an auction or foreclosure. Owner remodeled for family member but family member chose other living arrangements. Here is your chance to have a fully updated unit fit for higher end living without the cost.

    Cliff Glansen FLATFEE.COM

    121 Loblolly Ct Unit C, Oldsmar, FL 34677
  • /17

    $2,195 Per Month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • House for Rent

    20 Lake Ct, Oldsmar, FL 34677

    Just what you have been waiting for! A sought after Villa located in Quail Forest just inside the Gates of East Lake Woodlands! Beautifully updated Two bedroom, Two Bath! This light and bright home features an open floor plan with all hard surface flooring throughout, No carpet! Beautiful eat in kitchen with stainless appliances, inside laundry closet with washer/dryer. The Living room & Dining

    Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

    20 Lake Ct, Oldsmar, FL 34677
  • /2

    $375,000

    Sold Aug 21, 2025

    1010 Mango Ct, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 1,667 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $225/SF
    • 121 Days On Market

    Current Estimated Value $387,294

    Last Listing Agent Rene Mailaender RE/MAX REALTEC GROUP INC

    1010 Mango Ct, Oldsmar, FL 34677
    • /61

      Est $160,268

      Not Listed For Sale

      137 Hunter Lake Dr Unit C, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 915 Sq Ft
      • Built 1986
      137 Hunter Lake Dr Unit C, Oldsmar, FL 34677

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Daniel Joyce RE/MAX ELITE REALTY

  • /30

    $224,900

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

    107 Lakeview Place Unit 7, Oldsmar, FL 34677

    Beautiful First floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy serene pond views of pond with different species of birds from the Great room, Owners suite and screened covered porch. Updated, re-modeled, immaculately clean and move-in ready.

    Michael Ryan SAMUELSEN BUILDERS REALTY LLC

    107 Lakeview Place Unit 7, Oldsmar, FL 34677
  • /50

    $1,800 Per Month

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

    103 Palmetto Ct Unit 103, Oldsmar, FL 34677

    This is Florida living at its finest! This quiet community of Cypress Estates is nestled in the East Lake Woodlands neighborhood with great amenities like walking trails, wooded areas, and a pool to enjoy. If you are looking for security, location, value, and great style, with a no-maintenance lifestyle, look no further! This community has 6 private gates to go in and out from different locations

    Bedsy Renwanz SANDPEAK REALTY

    103 Palmetto Ct Unit 103, Oldsmar, FL 34677
  • /2

    $237,500

    Sold Nov 14, 2025

    2000 Sheffield Ct, Oldsmar, FL 34677

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

    Last Sold Summary

    • 12% Below List Price
    • $183/SF
    • 56 Days On Market

    Current Estimated Value $246,514

    Last Listing Agent Sheri Ragsdale RAGSDALE RESIDENTIAL REALTY

    2000 Sheffield Ct, Oldsmar, FL 34677
    • /18

      Not Listed For Sale

      1713 Azalea Ct Unit A, Oldsmar, FL 34677

      • 6 Beds
      • 3,468 Sq Ft
      • Built 1986
      1713 Azalea Ct Unit A, Oldsmar, FL 34677

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Luis Almonte Bueno BRICK STREET REALTY

  • /2

    $1,350,000

    $100K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft

    200 Lee St, Oldsmar, FL 34677

    This is a packaged listing with MLS #TB8504841 for sale & close together. Total land 33,806 sf.A unique prime development opportunity in the heart of The City of Oldsmar with a 350 ft frontage on State St E between SWC of Lee and SEC of Washington Ave with a zoning designation TCCN ( Town Center Commercial Neighborhood District).A dynamic growth opportunity across from the proposed Town

    Victor Suhweil IDEAL REALTY ADVISORS, LLC

    200 Lee St, Oldsmar, FL 34677
  • /10

    $1,700 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Townhouse for Rent

    47 Emerald Bay Dr, Oldsmar, FL 34677

    Emerald Bay Townhome in Oldsmar just off Tampa Road. Great room floor plan on the first floor with sliders out to screen enclosed lanai off living area. Kitchen with pantry and breakfast bar overlooking the living area and separate dining nook. Two bedrooms and bathroom on second floor along with washer and dryer in utility closet. Large outside storage closet, covered parking and community pool

    Becki Joyal CENTURY 21 INTEGRA

    47 Emerald Bay Dr, Oldsmar, FL 34677
  • /2

    $195,000

    Sold Mar 27, 2026

    2015 Sheffield Ct, Oldsmar, FL 34677

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

    Last Sold Summary

    • 11% Below List Price
    • $150/SF
    • 57 Days On Market

    Current Estimated Value $201,900

    Last Listing Agent Orlando Izquierdo Jr JAY ALAN REAL ESTATE

    2015 Sheffield Ct, Oldsmar, FL 34677
    • /2

      Est $1,078,164

      Not Listed For Sale

      430 Hickory Nut Ave, Oldsmar, FL 34677

      • 4 Beds
      • 3.5 Baths
      • 3,700 Sq Ft
      • Built 1988
      430 Hickory Nut Ave, Oldsmar, FL 34677

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Taylor Topolski CONCI, REALTORS

  • /52

    $119,000

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 915 Sq Ft

    133 Sabal Ct Unit G, Oldsmar, FL 34677

    Virtually Staged. Tucked into the trees of The Gardens of Forest Lakes, this 915 sq ft second-floor 2-bedroom, 2-bath condo pairs an open-concept living and dining layout with a private deck overlooking a quiet, wooded backdrop. Laminate flooring runs throughout for a clean, low-maintenance feel, and all appliances are included for a true move-in or rent-ready opportunity. The monthly fee covers

    Laurie Dykeman KELLER WILLIAMS TAMPA PROPERTIES

    133 Sabal Ct Unit G, Oldsmar, FL 34677
  • /45

    $2,300 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • Townhouse for Rent

    230 Cypress Place, Oldsmar, FL 34677

    Available now for annual lease! Experience resort-style living in the highly desirable East Lake Woodlands community, where lush landscaping, championship golf courses, and exceptional amenities create the perfect setting for an active Florida lifestyle. Ideally situated along the 18th hole, this beautifully maintained 2-bedroom, 2.5-bath townhome offers peaceful golf course views and comfortable

    Amy Heckler HR RENTALS & PROPERTY MANAGEMENT LLC

    230 Cypress Place, Oldsmar, FL 34677
  • /2

    $400,000

    Sold Dec 12, 2025

    1292 Clays Trail Unit 1404, Oldsmar, FL 34677

    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft
    • Built 1993

    Last Sold Summary

    • 11% Below List Price
    • $148/SF
    • 96 Days On Market

    Current Estimated Value $409,132

    Last Listing Agent Roger Fruits HOMEFRONT REALTY

    1292 Clays Trail Unit 1404, Oldsmar, FL 34677
    • /2

      Est $196,707

      Not Listed For Sale

      135 Nina Way Unit 35, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,094 Sq Ft
      • Built 1979
      135 Nina Way Unit 35, Oldsmar, FL 34677

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Cathy McCarthy RE/MAX REALTEC GROUP INC

  • /20

    $190,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    142 Woodlake Wynde Unit 48, Oldsmar, FL 34677

    Virtually Staged. Stunning Updated Condo in the Heart of East Lake Woodlands! Experience the ultimate Florida lifestyle in this light, bright, and move-in-ready 2-bedroom, 2-bathroom condo located within the gated community of East Lake Woodlands. Whether you are looking for a permanent residence, a savvy investment, or a relaxing second home, this property delivers. Key Interior Features: •

    Marsha Rantala FUTURE HOME REALTY INC

    142 Woodlake Wynde Unit 48, Oldsmar, FL 34677
  • /42

    $2,300 Per Month

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

    109 Pine Ct Unit 49, Oldsmar, FL 34677

    OFFERING FIRST MONTH FREE WITH A ONE YEAR LEASE! Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo located in East Lake Woodlands, a sought-after gated and guarded golf community in Oldsmar. This inviting home features an open floor plan that seamlessly connects the living, dining, and kitchen areas—perfect for both relaxing and entertaining. The spacious primary bedroom offers a

    Scott Corr COLDWELL BANKER REALTY

    109 Pine Ct Unit 49, Oldsmar, FL 34677
  • /2

    $169,000

    Sold Dec 31, 2025

    224 Cypress Ln Unit 224, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft
    • Built 1980

    Last Sold Summary

    • 26% Below List Price
    • $160/SF
    • 236 Days On Market

    Current Estimated Value $174,488

    Last Listing Agent Thomas Varga REAL ESTATE FIRM OF FLORIDA, LLC

    224 Cypress Ln Unit 224, Oldsmar, FL 34677
    • /2

      Est $200,867

      Not Listed For Sale

      232 Nina Way Unit 232, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,148 Sq Ft
      • Built 1979
      232 Nina Way Unit 232, Oldsmar, FL 34677

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Denise Dorris COASTAL PROPERTIES GROUP INTERNATIONAL

  • /31

    $245,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    230 Balsam Dr, Oldsmar, FL 34677

    Virtually Staged. Welcome home to this beautifully maintained 2-bedroom, 2-bathroom villa nestled in the highly desirable, gated community of East Lake Woodlands. Designed withboth comfort and functionality in mind, this home features a desirable split-bedroom floor plan, offering privacy for both owners and guests, with a convenientlylocated shared bathroom for the secondary bedroom.

    Dawn Walls MARK SPAIN REAL ESTATE

    230 Balsam Dr, Oldsmar, FL 34677
  • /45

    $4,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,133 Sq Ft
    • House for Rent

    4801 Augusta Ave, Oldsmar, FL 34677

    Call for your private viewing. East Lake Woodlands 4 Bedroom Pool Home! It is all about owning your time! Imagine waking up on a Saturday morning. Instead of spending the day mowing grass, cleaning a pool, or catching up on endless maintenance, you pour a cup of coffee and step outside to your private backyard retreat. The lawn is already maintained. The saltwater pool is already sparkling. Your

    Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

    4801 Augusta Ave, Oldsmar, FL 34677
  • /2

    $225,200

    Sold Nov 03, 2025

    1711 Ironwood Ct E, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Built 1973

    Last Sold Summary

    • 17% Below List Price
    • $178/SF
    • 30 Days On Market

    Current Estimated Value $255,541

    Last Listing Agent Raquel Littlejohn MAINSTAY BROKERAGE LLC

    1711 Ironwood Ct E, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      369 Cobia Way, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,382 Sq Ft
      • Built 1979
      369 Cobia Way, Oldsmar, FL 34677

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Isabel Allen FIVE STAR REAL ESTATE OF FLORIDA LLC

  • /31

    $365,000

    $60K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft

    271 Hemingway Dr, Oldsmar, FL 34677

    Under contract-accepting backup offers. Virtually Staged. Welcome to this inviting 3-bedroom, 2.5-bath townhome with a private garage, perfectly set on a premier conservation lot, in the quaint Oldsmar community of Sun Ketch Townhomes of Cypress Lakes. Step inside to find brand-new luxury vinyl plank flooring and a bright, open layout. The spacious great room features sliding glass doors leading

    Marcy Daniels COLDWELL BANKER REALTY

    271 Hemingway Dr, Oldsmar, FL 34677
  • /23

    $1,300 Per Month

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

    127 Camphor Cir Unit D, Oldsmar, FL 34677

    2 Bedrooms 2 Bath apartment washer dryer in unit included

    Meir Barack LYN PROPERTIES

    127 Camphor Cir Unit D, Oldsmar, FL 34677
  • /2

    $180,000

    Sold Oct 01, 2025

    108 Lakeview Ct, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1980

    Last Sold Summary

    • 25% Below List Price
    • $157/SF
    • 147 Days On Market

    Current Estimated Value $187,656

    Last Listing Agent Dyan Pithers COLDWELL BANKER REALTY

    108 Lakeview Ct, Oldsmar, FL 34677
    • /2

      Est $162,894

      Not Listed For Sale

      104 Meadow Ln Unit 104, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 879 Sq Ft
      • Built 1985
      104 Meadow Ln Unit 104, Oldsmar, FL 34677

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Kimberly Monday FUTURE HOME REALTY INC

  • /9

    $299,900

    $80K PRICE INCREASE
    • 5 Beds
    • 4 Baths
    • 2,572 Sq Ft

    613 Chestnut St, Oldsmar, FL 34677

    Exceptional builder or investor opportunity in a prime Oldsmar location! Situated on an oversized 11,347 sq. ft. lot directly across from scenic R.E. Olds Park, this property offers partial water views of Tampa Bay, park views, and outstanding redevelopment or renovation potential. The existing structure includes a 3-bedroom, 2-bath upper level plus two 1-bedroom, 1-bath lower-level units,

    Johnny Mead DALTON WADE INC

    613 Chestnut St, Oldsmar, FL 34677
  • /10

    $1,795 Per Month

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

    134 Cypress Ct, Oldsmar, FL 34677

    Welcome home to this beautifully updated two bedroom two bath second floor condo located in the highly desirable gated community of East Lake Woodlands. This spacious split bedroom floor plan offers privacy and comfort making it ideal as a primary residence. The updated kitchen features white shaker cabinets, granite countertops in a clean modern design. Luxury vinyl plank flooring runs

    Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

    134 Cypress Ct, Oldsmar, FL 34677
  • /2

    $300,000

    Sold Nov 18, 2025

    375 Woods Landing Trail, Oldsmar, FL 34677

    • 2 Beds
    • 2 Baths
    • 1,201 Sq Ft
    • Built 1984

    Last Sold Summary

    • $250/SF
    • 34 Days On Market

    Current Estimated Value $295,110

    Last Listing Agent Lawrence Malloy RE/MAX ALLIANCE GROUP

    375 Woods Landing Trail, Oldsmar, FL 34677
    • /2

      Est $185,691

      Not Listed For Sale

      129 W Cypress Ct, Oldsmar, FL 34677

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

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Cathy Schoeppler UNITED REAL ESTATE SUNCOAST

  • /46

    $565,000

    $160K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,791 Sq Ft

    140 Brent Cir, Oldsmar, FL 34677

    Seller Motivated! Asking price is under last appraisal value. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common

    Nicci Meyer, PA FLORIDA REALTY INVESTMENTS

    140 Brent Cir, Oldsmar, FL 34677
  • /33

    $2,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,094 Sq Ft
    • Condo for Rent

    209 Mary Dr Unit 7, Oldsmar, FL 34677

    Experience pristine comfort in this completely updated, 1,100 sq. ft. condo. Tucked away in the premier, gated East Lake Woodlands community, this unit offers an open-concept design, top-tier updates, and a tranquil layout with no rear neighbors for ultimate privacy.Turn-Key & Flexibility Furniture: Most modern furniture seen in images is available for sale or rent. Kitchen: Options available to

    Cynthia Weclew GILLEN & ASSOCIATES

    209 Mary Dr Unit 7, Oldsmar, FL 34677
  • /2

    $195,000

    Sold Mar 13, 2026

    229 Mary Dr Unit 45, Oldsmar, FL 34677

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

    Last Sold Summary

    • 5% Below List Price
    • $178/SF
    • 53 Days On Market

    Current Estimated Value $190,104

    Last Listing Agent Gary Jones, Jr EZ CHOICE REALTY

    229 Mary Dr Unit 45, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      411 Dolphin Dr S, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,620 Sq Ft
      • Built 1991
      411 Dolphin Dr S, Oldsmar, FL 34677

      Last Sold Summary

      • 100 Days On Market

      Last Listing Agent Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

Showing Results 161 - 200, Page 5 of 18

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