10,764

Oldsmar, FL Homes

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  • /42

    $1,155,000

    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    380 Wellington Ave, Oldsmar, FL 34677

    PRICE REDUCTION! Now priced below value, this is your chance to own this incredible Key West style pool home on an oversized conservation lot in highly desirable Oldsmar. Located on a cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to forested conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the

    Agent Photo

    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (813) 797-4705

    380 Wellington Ave, Oldsmar, FL 34677
  • /21

    $1,700 per month

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Townhouse for Rent

    140 Douglas Rd W Unit D, Oldsmar, FL 34677

    Welcome to this beautifully maintained 2-bedroom, 1.5-bath townhouse, located in the heart of Oldsmar. Step inside to a spacious open-concept living and dining area, perfect for both relaxing and entertaining. The remodeled kitchen is a chef’s delight, featuring new, sleek cabinetry, attractive countertops, and all appliances included, making meal prep a breeze. The first floor boasts stylish

    Agent Photo

    Nicole DiSabato Harmon

    RE/MAX REALTEC GROUP INC

    (656) 223-1695

    140 Douglas Rd W Unit D, Oldsmar, FL 34677
  • /2

    $989,000 Sold Sep 18, 2025

    219 Washington Ave, Oldsmar, FL 34677

    • 5 Beds
    • 3 Baths
    • 2,850 Sq Ft
    • Built 2021

    Last Sold Summary

    • $347/SF
    • 21 Days On Market

    Current Estimated Value $959,664

    Last Listing Agent Darlene Davenport COMPASS FLORIDA LLC

    219 Washington Ave, 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

      Last Listing Agent Amy Mills FUTURE HOME REALTY INC

  • /100

    $919,000

    • 5 Beds
    • 3.5 Baths
    • 3,140 Sq Ft

    1471 Briargrove Way, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. Live the Florida Lifestyle in Aberdeen at East Lake WoodlandsImagine waking up each morning in a home that feels like a private resort — where soaring ceilings, warm natural light, and thoughtful design greet you at every turn. This elegant Arthur Rutenberg-built executive home in the gated enclave of Aberdeen at East Lake Woodlands isn't just a

    Agent Photo

    Eric Timmons

    KELLER WILLIAMS REALTY- PALM H

    (656) 208-2355

    1471 Briargrove Way, Oldsmar, FL 34677
  • /28

    $1,800 per month

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

    207 Palmetto Ct, Oldsmar, FL 34677

    Updated 2-Bedroom, 2-Bath Ground Floor Condo with Patio in Gated East Lake Woodlands! This beautifully updated 2-bedroom, 2-bath condo is located in the desirable gated community of East Lake Woodlands. Featuring newer HVAC and a hot water heater (just 3 years old), this home offers modern comfort with luxury vinyl flooring throughout, including the screened lanai. The open-concept great room

    Agent Photo

    Nicole DiSabato Harmon

    RE/MAX REALTEC GROUP INC

    (656) 213-4539

    207 Palmetto Ct, Oldsmar, FL 34677
  • /2

    $385,000 Sold May 30, 2025

    30 Woodridge Cir, Oldsmar, FL 34677

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft
    • Built 1984

    Last Sold Summary

    • 13% Below List Price
    • $183/SF
    • 49 Days On Market

    Current Estimated Value $391,296

    Last Listing Agent Kimberly Sobecki RE/MAX REALTEC GROUP INC

    30 Woodridge Cir, 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

      Last Listing Agent Danielle Cockman KELLER WILLIAMS REALTY- PALM H

  • /48

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    358 Lake Way, Oldsmar, FL 34677

    Welcome to 358 Lake Way in Gull-Aire Village, a desirable 55+ active golf cart community in Oldsmar where you own the land and enjoy a low $70/month HOA. This beautifully maintained 1998 Jacobson home offers 3 bedrooms, 2 bathrooms, and 1,296 sq ft of heated living space with over $40,000 in upgrades and improvements completed since 2023. Step inside to a bright and inviting interior featuring

    Agent Photo

    Carmine Petruzziello

    THE SOMERDAY GROUP PL

    (656) 268-0829

    358 Lake Way, Oldsmar, FL 34677
  • /24

    $2,395 per month

    • 4 Beds
    • 2 Baths
    • 1,401 Sq Ft
    • House for Rent

    1915 Saginaw Ct, Oldsmar, FL 34677

    Nice single family one story 4 bedroom 2 bath 2 car garage with garage door opener and transmitter on a quiet cul-de-sac! Home features: solid wood front door, front coat closet; dark engineered wood floors in living and bedrooms; tile in kitchen, dining and bath areas; beautiful 42 inch wood kitchen cabinets with refrigerator, built-in microwave, stove/oven, built-in dishwasher and large deep

    Colleen Tuttle

    RE/MAX REALTEC GROUP INC

    (656) 206-4815

    1915 Saginaw Ct, Oldsmar, FL 34677
  • /2

    $540,000 Sold Feb 13, 2026

    581 Longwood Ct, Oldsmar, FL 34677

    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $347/SF
    • 3 Days On Market

    Current Estimated Value $512,986

    Last Listing Agent Bill Yingling, Pa LPT REALTY, LLC

    581 Longwood Ct, Oldsmar, FL 34677
    • /2

      Not Listed For Sale

      508 Canal Way, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,205 Sq Ft
      • Built 1995
      508 Canal Way, Oldsmar, FL 34677

      Last Sold Summary

      • $232/SF
      • 69 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Amy Mills FUTURE HOME REALTY INC

  • /52

    $397,399

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    370 S Woodlands Dr, Oldsmar, FL 34677

    Virtually Staged some photos. Price Reduction!! Attention all Golfers and Tennis players Dream in East Lake Woodlands that showcases 2 Championship 18 hold golf courses and 14 HAR-Tru tennis courts with no membership required!!.Newly remolded Patio Home with 2 bedroom 2 full bathroom with possible office/dining area in the Golf Course Community of East Lake Woodlands. This meticulously maintained

    Agent Photo

    Michele Davis

    27NORTH REALTY

    (813) 536-4186

    370 S Woodlands Dr, Oldsmar, FL 34677
  • /25

    $1,225 - $1,649 per month

    Aventine at Forest Lakes Apartment Homes

    1 - 3 Beds

    100 Old Village Way, Oldsmar, FL 34677

    Welcome to Aventine at Forest Lakes! Inside your new pet-friendly one, two, or three-bedroom apartment for rent, youll find everything you need for comfortable and convenient apartment living in Oldsmar, Florida. Each apartment comes with a fully-equipped kitchen, screened-in patios/balconies, plenty of closet space, air conditioning, and washer/dryer hookups for your convenience and comfort. At

    100 Old Village Way, Oldsmar, FL 34677
  • /2

    $770,000 Sold Apr 25, 2025

    1855 Eau Claire Ct, Oldsmar, FL 34677

    • 4 Beds
    • 4 Baths
    • 2,673 Sq Ft
    • Built 1991

    Last Sold Summary

    • 9% Below List Price
    • $288/SF
    • 75 Days On Market

    Current Estimated Value $784,912

    Last Listing Agent Miguel Velazquez FLORIDA LUXURY REALTY INC

    1855 Eau Claire Ct, Oldsmar, FL 34677
    • /55

      Not Listed For Sale

      291 Tarpon Ln, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,028 Sq Ft
      • Built 1993
      291 Tarpon Ln, Oldsmar, FL 34677

      Last Sold Summary

      • $233/SF
      • 143 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Anne Hode AH REALTY SERVICES, LLC

  • /45

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    2313 Sunset Wind Loop, Oldsmar, FL 34677

    Experience coastal luxury and step into a lifestyle of refinement in this stunning 3-bedroom, 2.5-bath, 2 car garage townhome, nestled within the impressive gated waterfront enclave of Bayside Terrace! Curb appeal draws you into an open-concept layout designed for seamless entertaining with 10’ ceilings and beautiful tile flooring. The gourmet kitchen is a showstopper, featuring tons of cabinets,

    Agent Photo

    Nicole DiSabato Harmon

    RE/MAX REALTEC GROUP INC

    (656) 218-7331

    2313 Sunset Wind Loop, Oldsmar, FL 34677
  • /10

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,079 Sq Ft
    • House for Rent

    3145 Huron Ave Unit B, Oldsmar, FL 34677

    Beautiful 3 bedroom 2 bathroom home located in Oldsmar minuted from Safety Harbor, Palm Harbor and Clearwater. Features brand new tile flooring through out, fresh interior paint, new kitchen counters, new bathroom vanities, new base boards, great location with easy access to Tampa. Must see

    Milad Aram Bonyar IMPERIAL ESTATES REALTY INC

    3145 Huron Ave Unit B, Oldsmar, FL 34677
  • /2

    $245,000 Sold Mar 25, 2025

    204 Cypress Ln, Oldsmar, FL 34677

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

    Last Sold Summary

    • 2% Below List Price
    • $233/SF
    • 82 Days On Market

    Current Estimated Value $236,414

    Last Listing Agent Danelle Castillo TAMPA BAY REALTY & INVESTMENT GROUP

    204 Cypress Ln, Oldsmar, FL 34677
    • /2

      Est $352,326 Not Listed For Sale

      553 Dove Terrace W, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,478 Sq Ft
      • Built 2004
      553 Dove Terrace W, Oldsmar, FL 34677

      Last Sold Summary

      • $239/SF
      • 1 Day On Market

      Last Sold Price $353,000

      Last Listing Agent Cathy McCarthy RE/MAX

  • /36

    $224,900

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    145 Blue Marlin Dr, Oldsmar, FL 34677

    INCREDIBLE VALUE FOR THIS SPACIOUS HOME. The Time is NOW to own your place in the Florida sun. This contemporary residence offers the perfect blend of luxury and comfort, whether you're looking for a permanent home or a winter getaway. Enjoy modern conveniences like the island kitchen, vaulted ceilings, a front-loader full-size washer and dryer, electric window blinds, and a newer roof and A/C

    Agent Photo

    Jamie Everett

    FUTURE HOME REALTY INC

    (813) 733-6871

    145 Blue Marlin Dr, Oldsmar, FL 34677
  • /23

    $1,274 - $1,625 per month

    East Lake Club Apartments

    1 - 3 Beds

    150 East Lake Club Dr, Oldsmar, FL 34677

    East Lake Club Apartments is a place you can really call home. From the time you walk in for a tour until the day you move out we strive to make you feel comfortable and happy. Our gated community is located in the heart of Oldsmar, just minuets away from everything you need. Please feel free to give us a call, or stop by in person for more information on our property. We look forward to meeting

    150 East Lake Club Dr, Oldsmar, FL 34677
  • /2

    $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 $535,100

    Last Listing Agent Kathy Lorenti COLDWELL BANKER REALTY

    811 Christina Cir, Oldsmar, FL 34677
    • /2

      Est $389,921 Not Listed For Sale

      1002 Vineyard Ln, Oldsmar, FL 34677

      • 3 Beds
      • 2.5 Baths
      • 1,773 Sq Ft
      • Built 2017
      1002 Vineyard Ln, Oldsmar, FL 34677

      Last Sold Summary

      • 1% Below List Price
      • $223/SF
      • 4 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Stella Giudicelli DALTON WADE INC

  • /34

    $1,469,999

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft

    316 Shore Dr E, Oldsmar, FL 34677

    Wake up to million-dollar views, and unwind with spectacular sunsets - this is the waterfront lifestyle you've been waiting for. This updated 4-bedroom, 3-bath pool home sits directly on Tampa Bay on an oversized lot along iconic Shore Drive in Oldsmar. Enjoy panoramic water views across the Bay from a home that's high and dry - built on an elevated slab that has never flooded, eliminating the

    Agent Photo

    James Wheeler

    CHARLES RUTENBERG REALTY INC

    (656) 231-5358

    316 Shore Dr E, Oldsmar, FL 34677
  • /35

    $2,495 per month

    • 3 Beds
    • 2.5 Baths
    • 1,375 Sq Ft
    • Townhouse for Rent

    532 Jetstar Ln, Oldsmar, FL 34677

    AVAILABLE MAY 5TH!! Beautiful 3 Bedroom, 2.5 Bath Home Available For Rent!! Newer construction built in 2020! The main living area is on the first floor and features an open-floor concept with a living room/dining room combo, kitchen, half-bath, and laundry closet. The kitchen boasts custom white cabinetry, granite countertops, stainless steel appliances, and a island that provides additional

    Angie Hill COASTAL PIONEER REALTY

    532 Jetstar Ln, Oldsmar, FL 34677
  • /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

    Current Estimated Value $274,758

    Last Listing Agent Ashley Gajdosz KELLER WILLIAMS TAMPA PROP.

    103 Lindsay Ln Unit 13, Oldsmar, FL 34677
    • /25

      Est $385,747 Not Listed For Sale

      110 Tads Trail, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1979
      110 Tads Trail, Oldsmar, FL 34677

      Last Sold Summary

      • 4% Below List Price
      • $276/SF
      • 221 Days On Market

      Last Sold Price $399,999

      Last Listing Agent Sue Lashley Thomas KELLER WILLIAMS SOUTH TAMPA

  • /37

    $815,000

    • 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

    Agent Photo

    Lou Tutko

    PARADISE LIFE REALTY

    (656) 269-4739

    470 Hickorynut Ave, Oldsmar, FL 34677
  • /16

    $2,750 per month

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

    706 Jacaranda Dr, Oldsmar, FL 34677

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    706 Jacaranda Dr, Oldsmar, FL 34677
  • /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 $438,213

    Last Listing Agent James Wheeler CHARLES RUTENBERG REALTY INC

    306 Oakwood Blvd, Oldsmar, FL 34677
    • /2

      Est $295,510 Not Listed For Sale

      155 Nina Way, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,262 Sq Ft
      • Built 1977
      155 Nina Way, Oldsmar, FL 34677

      Last Sold Summary

      • 1% Below List Price
      • $238/SF
      • 92 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Angie Blackman KELLER WILLIAMS TAMPA PROP.

  • /16

    $274,000

    • Land
    • 1.13 Acres
    • $242,478 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

    Agent Photo

    Steve Capen

    COLDWELL BANKER REALTY

    (656) 228-1955

    0 Strathmore Ave, Oldsmar, FL 34677
  • /10

    $2,495 per month

    • 3 Beds
    • 2.5 Baths
    • 1,288 Sq Ft
    • Townhouse for Rent

    633 Jetstar Ln, Oldsmar, FL 34677

    One or more photo(s) has been virtually staged. AVAILABLE APRIL 1ST! Welcome to your new home! This beautifully maintained 3-bedroom, 2.5-bathroom residence offers a perfect blend of modern style and functional living. The main floor features a bright, airy layout with stylish vinyl flooring creating a seamless flow from the living area to the kitchen. The kitchen boasts granite countertops, a

    Angie Hill COASTAL PIONEER REALTY

    633 Jetstar Ln, Oldsmar, FL 34677
  • /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 $377,188

    Last Listing Agent Beth Burnette BHHS FLORIDA PROPERTIES GROUP

    1913 Peppertree Dr, Oldsmar, FL 34677
    • /2

      Est $361,824 Not Listed For Sale

      602 Lemonwood Dr, Oldsmar, FL 34677

      • 3 Beds
      • 2 Baths
      • 1,572 Sq Ft
      • Built 1974
      602 Lemonwood Dr, Oldsmar, FL 34677

      Last Sold Summary

      • 1% Above List Price
      • $228/SF
      • 105 Days On Market

      Last Sold Price $358,750

      Last Listing Agent Ginger Tatarzewski FUTURE HOME REALTY INC

  • /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

    Agent Photo

    Daniel Hut

    HUT REALTY, LLC

    (656) 235-3010

    1718 Azalea Ct Unit B, Oldsmar, FL 34677
  • /19

    $2,025 per month

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • House for Rent

    2024 Sheffield Ct, Oldsmar, FL 34677

    Welcome to 2024 Sheffield Ct, a charming single-story residence that perfectly balances classic style with modern convenience. This home offers 1,296 square feet of living space, featuring a thoughtful layout with 2 spacious bedrooms and 2 full bathrooms in Bayside Meadows at Sheffield Village. Step inside to discover a bright and airy interior characterized by beautiful wood-style flooring and

    2024 Sheffield Ct, Oldsmar, FL 34677
  • /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 $209,715

    Last Listing Agent Natalya Halprin CHARLES RUTENBERG REALTY INC

    2002 Sheffield Ct, Oldsmar, FL 34677
    • /2

      Est $311,801 Not Listed For Sale

      1294 Clays Trail, Oldsmar, FL 34677

      • 2 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1993
      1294 Clays Trail, Oldsmar, FL 34677

      Last Sold Summary

      • 4% Below List Price
      • $224/SF
      • 19 Days On Market

      Last Sold Price $324,900

      Last Listing Agent Kirk Budd KELLER WILLIAMS REALTY- PALM H

Showing Results 1 - 40, Page 1 of 18

Home Trends in Oldsmar, FL

Housing Trends

Median Sale Price
$375,000
Median Single Family Sale Price
$520,000
Median Townhouse Sale Price
$387,500
Median 2 Bedroom Sale Price
$188,000
Median 1 Bedroom Sale Price
$167,000
Average Price Per Sq Ft
$248
Number of Homes for Sale
148
Last 12 months Home Sales
397
Months of Supply
4.50
Median List Price
$399,900
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-5%
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