- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
58 Properties Available In Oldsmar
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![20 SUMMERWINDS LN, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRT3530789/8ad9c016/1736452890/w600_original_BMBRDsIgDADQE0EHFKEewD9_vEG3Njhj3WKXmHj6vedx7H4F8BLZ-L99-Odx2Qzs7eO7CqzGQx3ut0fLfZqoY4JcKWEtPVRZLgE1SaCZKGjLqDRTk6Lxtes4AwAA__8-jpg.webp)
$310,000
Single Family Home
20 SUMMERWINDS LN, Oldsmar, FL 34677
An attractive and comfortable villa home in the Pinewinds section of the desirable East Lake Woodlands community awaits ...
Listed by COLDWELL BANKER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![113 WOODLAKE WYNDE #19, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8344237/d8f9f810/1738183576/w600_original_BMBRDoIwDADQE3VlbLPUA_jnjzcoo0yMFWKXmHh63rP3w6-InoKY_PeP_DzU3dDe3r7bgptJU8f77UH5kmLJPGGkmeo6LEBcC2RhAi5RYU3jPIqSDDqF16HtDAAA__8-jpg.webp)
$249,000
Condo
113 WOODLAKE WYNDE #19, Oldsmar, FL 34677
Looking for a 2 bedroom 2 bath 1st floor end unit condo? Well your search is over. Are you wanting a gated country club ...
Listed by CENTURY 21 RE CHAMPIONS
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![180 WATER OAK WAY, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8342486/d9bedf70/1737725470/w600_original_BMBRDoIwDAbgE21lW5XOA_jmizco8G9irBBLYuLp_R7HsfuFyEtU09_21q_HeTOyl_fPutBq2uF0u95HPtUkKY_UWp7mmkuQcl4CD4IwQVJABZcGqPAQnzv6PwAA__8-jpg.webp)
$628,900
Single Family Home
180 WATER OAK WAY, Oldsmar, FL 34677
Looking for the WOW factor? NEWLY RENOVATED **GATED EASTLAKE WOODLANDS POOL Home on Beautiful POND LOT! **BRAND NEW CUST...
Listed by MIHARA & ASSOCIATES INC.
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![229 CYPRESS LN #229, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8337398/7070de88/1737133272/w600_original_BMBRDoIwDADQE20da7HDA_jnjzeotEyMFWJJTDy973Ece5wBArO4_La3fCPPm4O_on9WhdWlW8D1cmMirkM9FZiwYdHaEtMyJBrnkiYWS4tUtXtDHFnzc7f-DwAA__8-jpg.webp)
$229,900
Condo
229 CYPRESS LN #229, Oldsmar, FL 34677
Under contract-accepting backup offers. Welcome Home! Enjoy this FIRST FLOOR POND View 2 Bedroom, 2 Bath Condo in the Ga...
Listed by RE/MAX REALTEC GROUP INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1700 HIBISCUS CIR N, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8338316/46dbbe24/1737059478/w600_original_BMBBDsIgEAXQE8Fg-VLwAO7ceIPfSrHGsY1DYuLp-56973YRseip_G8f_szPm4q-rX3Xh6zKVk1u1_sIFJxKOUuYckgYqpvyTIeSkstY6IChLmGMZIz-tdd2BAAA__8-jpg.webp)
$498,999
Single Family Home
1700 HIBISCUS CIR N, Oldsmar, FL 34677
Welcome to your dream home nestled in the heart of Oldsmar, Florida! This newly listed single-family house offers a spac...
Listed by SALTY HUT PROPERTIES LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2058 SHEFFIELD CT, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8339928/7b547204/1737067571/w600_original_BMBRDsIwCADQE7V0rATrAfzzxxuAxTojbpElJp5-77nvW5wBYs7i8l8_8ot8Xx38HeO7dFhchgVcLzeuNBckbjApUznRI_UJLVWxkhSxpdoISZSUa8-vzcYRAAD__w-jpg.webp)
$315,000
Single Family Home
2058 SHEFFIELD CT, Oldsmar, FL 34677
Welcome to this beautifully remodeled 2-bedroom, 2-bathroom villa, perfectly blending style, comfort, and convenience. L...
Listed by ENGEL & VOLKERS TRINITY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![505 JEFFERSON AVE S, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8338782/9893bb62/1738269979/w600_original_BMBRDsIwCADQE1FIgSz1AP754w2wwzojbpEmJp7e95jzyBNicrGw3_62b5a-B8Yrx2dbcQsbnng5XxdRYmqiuLD6WoWApSuIkUBzq3BvVm-kKt29PA8f_wAAAP__-jpg.webp)
$429,999
Single Family Home
505 JEFFERSON AVE S, Oldsmar, FL 34677
This beautifully remodeled, move-in-ready home is packed with features and ready for its next owner. It has a spacious m...
Listed by CAPSTONE REALTY & ASSOCIATES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![605 SHORE DR E, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8339063/936990e9/1736974875/w600_original_BMBRDoIwDAbgE3VlthXiAXzzxRv8Y3NirBBLYuLp-Z77vsWFOSTB8V8_-EWaV2d_R_8ulRdHb8G3631Uy4MNIlwVM86lkGkD6QOgacwgqNkpQ2wqNb221o8AAAD__w-jpg.webp)
$325,000
Single Family Home
605 SHORE DR E, Oldsmar, FL 34677
MOTIVATED SELLER - IMAGINE THE POTENTIAL! This 3-bedroom, 1.5-bathroom home in Desirable Oldsmar, FL with a WATER VIEW o...
Listed by CENTURY 21 EDGE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![130 SHORE DRIVE PL, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8339020/c5346730/1736951472/w600_original_BMBdDsIwCADgE7V0tT_gAXzzxRsQYXVG3CJNTDy932POw88Afops_Nvf_PV43w3s5eOzCWzGQx2ul1svNRH1lGDpqE24hbVWCWVBCagth5UoY07KBXt8Hjr-AQAA__8-jpg.webp)
$2,150
Single Family Home
130 SHORE DRIVE PL, Oldsmar, FL 34677
3 Bedroom 2 Bathroom Oldsmar Home with 1493 sq ft of living space. <br>Enjoy the amazing amenities of the small town of ...
Listed by SENSIBLE PROPERTY MANAGMENT
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1003 STARBOARD CT, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8334284/8d7f4a6e/1738264573/w600_original_BMBRDsIgDADQE0ELLRt6AP_88QbVFZyxbrEkJp5-7znG7mcApygm_-0jP4-PzcDe3r_rAqtJV4fr5TYzY8q5JminZeJSUkiVW-CKJdynxmEm1KxImJnia9d-BAAA__8-jpg.webp)
$675,000
Townhouse
1003 STARBOARD CT, Oldsmar, FL 34677
Experience the epitome of elegance and coastal luxury with this one-of-a-kind, exquisite waterfront townhome in the pres...
Listed by KELLER WILLIAMS REALTY- PALM H
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![412 ARLINGTON AVE E, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8335375/a7f28b94/1738377088/w600_original_BMBRDsIgDADQE0EnlHXzAP754w1aSnDGusWSmHj6vecYh18BPEc2_u8f_nmsu4G9vX83hc24N4f77UGIidJUMkidUDm1UDNRwCQa1mXRsM7IcpEya-H4Olo_AwAA__8-jpg.webp)
$460,000
Single Family Home
412 ARLINGTON AVE E, Oldsmar, FL 34677
Welcome to 412 Arlington Ave E—where timeless charm meets modern comfort in the heart of Oldsmar! This meticulously main...
Listed by KELLER WILLIAMS TAMPA PROP.
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![208 NINA WAY #208, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8329970/764b5174/1738098092/w600_original_BMDBDcIwDAXQiRIHO5UxA3DjwgafkoQiTCtcCYnpeY993-JEFJLh-K1vfCPPq5O_YnyWOy2O0YIu56tWNpuEK0lnawokZbFUuR8SZi0JbDcrk1g59vzc2vgHAAD__w-jpg.webp)
$177,000
Condo
208 NINA WAY #208, Oldsmar, FL 34677
Waterview! Gated Community of East Lake Woodlands! Welcome to your dream home! This stunning residence features brand n...
Listed by RE/MAX REALTEC GROUP INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2005 MONTEGO CT, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8335113/c24213cb/1736608571/w600_original_BMBRDsIgDADQE0FXKAE9gH_-eIOuJThj3WJJTDz93nPOw68AniMb__cP_zzKbmBvH99NYTMe3eF-e1SihLlkgppalbLWsKAugZpQuKzYg2pRZJGE0uLr6OMMAAD__w-jpg.webp)
$1,800
Single Family Home
2005 MONTEGO CT, Oldsmar, FL 34677
Charming Villa in Bayside Meadows, Oldsmar <br>Start the New Year in your dream villa! Located in the sought-after Baysi...
Listed by CAMELOT INC REALTORS
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1809 CHINABERRY DR, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8334229/d8a685e0/1735859770/w600_original_BMBRDsIgDADQE0FRKAMP4J8_3qCFDmesWyyJiaf3PeY87AJg0ZPSb3_T13zbFfRl47N12JSGGNyu9yXFWvM5IJS0xsAhO2xSXOKeXaEmjk-InevKCRf_PGT8AwAA__8-jpg.webp)
$339,900
Single Family Home
1809 CHINABERRY DR, Oldsmar, FL 34677
Welcome Home! This 2-bedroom, 3-bathroom home in Harbor Palms is ready to be yours! Property features include: wood-look...
Listed by CHARLES RUTENBERG REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![140 HUNTER LAKE DR #G, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8332194/b3a94410/1735247770/w600_original_BMBdDsIwCADgE7XM_sk8gG--eAMKWGfELbLExNPve-775hcAz5GM_uuHfh55NbC3j-8isBgNdbhd7-eSC6aUKjwYuSWpoedpDkWpBmxYgkrt0rjTdJrja9NxBAAA__8-jpg.webp)
$214,000
Condo
140 HUNTER LAKE DR #G, Oldsmar, FL 34677
Welcome home - this modern 2-Bedroom/2-Bathroom condo offers convenient location between Palm Harbor & Tampa, and mainte...
Listed by 1 REALTY GROUP LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3145 HURON AVE #A, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8332288/bb5b0525/1734812178/w600_original_BMBRDsIgDADQE0FhpRnzAP754w3K2uGMdYslMfH0vscYp18AHCMb_443fz2uh4G9vH92gd24q8Ptep8LUk4TLVAEs8wyBapbDqUmDa2tHHRh0pqQ2ibxeWr_BwAA__8-jpg.webp)
$1,695
Single Family Home
3145 HURON AVE #A, Oldsmar, FL 34677
Beautiful 3 bedroom 2 bathroom home located in Oldsmar minuted from Safety Harbor, Palm Harbor and Clearwater. Features ...
Listed by IMPERIAL ESTATES REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![460 S WOODLANDS DR, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8331293/133f8f86/1734554771/w600_original_BMDRDQIhDADQiaChUKAO4J8_btBwDZ6x3sWSmDi977HW6RcAz1FMfsdbvh7HYWAvn599g91kqsPtem8lY8-VEzDxqF1q2BBrKFhSYNUeBhG2RMKJWnyeOv8BAAD__w-jpg.webp)
$315,000
Single Family Home
460 S WOODLANDS DR, Oldsmar, FL 34677
One or more photo(s) has been virtually staged. This charming 2-bedroom, 2-bathroom home is located in the sought-after,...
Listed by KELLER WILLIAMS TAMPA PROP.
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1701 HIBISCUS CIR S, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8330277/983d72eb/1734373874/w600_original_BMBRDsIgDADQE0FRGCsewD9_vEFbKs5Yt9glJp5-77nvm18APEcy-q8f-nmU1cDePr5Lh8VoqMPtep9LTrUhVmBlaYVzQJ0pFMFT4Ik1tJ4evaaz6iTxtek4AgAA__8-jpg.webp)
$429,000
Single Family Home
1701 HIBISCUS CIR S, Oldsmar, FL 34677
Welcome to this stunning 3-bedroom, 3-bathroom home with a 2-car garage, located in the highly desirable Harbor Palms co...
Listed by MARK SPAIN REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![121 LINDSAY LN, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRW7870750/a528e383/1737313271/w600_original_BMBRDoIwDAbgE20d3Q84D-CbL96gzDIxVohdYuLp_R69H34m8hzF5Le_5eux7kb28vbZ7rSZNHW6Xm4zcuKhADRNuvLIa0Aaa4AAQU6aw1yLysJlQFri89D2DwAA__8-jpg.webp)
$285,000
Condo
121 LINDSAY LN, Oldsmar, FL 34677
One or more photo(s) has been virtually staged. Discover this stunning GROUND-FLOOR END UNIT in the highly sought-after ...
Listed by BHHS FLORIDA PROPERTIES GROUP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![338 COUNTRY CLUB DR, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8330246/80c1eb26/1734145269/w600_original_BMBRDsIgDADQE0G7MVr0AP754w1Khzhj3WJJTDy97zHG4WcAT1FMfvtbvh51N7CX98-2wmbSm8P1cuMlYebCE8yopWClQPcThSVTDZWEQ8KMWudV28TxebT-DwAA__8-jpg.webp)
$229,900
Single Family Home
338 COUNTRY CLUB DR, Oldsmar, FL 34677
Charming 3-Bedroom, 1-Bathroom Home with Incredible Potential in Desirable Oldsmar, FL <br> <br>This spacious property o...
Listed by DALTON WADE INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![124 LOBLOLLY CT #C, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8330248/9ea4a764/1734145269/w600_original_BMBRDsIwCADQE7WsQhl6AP_88QZYap0Rt8gSE0_ve-z7FieAwKyuv_Wt38htdfBXjM9isLiOHnA5X2fCqUo5MKjNJMwt3QuVRISaVAzTrSFNxyrcrebn1sc_AAD__w-jpg.webp)
$179,900
Condo
124 LOBLOLLY CT #C, Oldsmar, FL 34677
This is a must see. Nice 2 bedroom, 2 bath condo with balcony. Located on the second floor and is a corner unit. The bal...
Listed by MCPEAK REAL ESTATE FIRM
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![35 DEERPATH DR, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8328766/51fa913b/1734036372/w600_original_BMBBDsIgEAXQE8G0lH6qB3Dnxht8dMAasY1DYuLp-56973YWscmz8b99-DN_35q0t9Xv-pC1sarJ9XJLMaQwD0hSljydUEY3sMBFBR1zWJzOUETmMQD-tWs9AgAA__8-jpg.webp)
$800,000
Single Family Home
35 DEERPATH DR, Oldsmar, FL 34677
High and dry through the recent storms. Priced significantly lower than any other home in East Lake Woodlands or Oldsmar...
Listed by COMPASS FLORIDA, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![270 MICHAELS CIR, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8328738/36119f57/1736973077/w600_original_BMBRDsIgDADQE0Gh64B5AP_88Qbd2uCMdYslMfH0vscYp18AfIps_Dve_PW4HQb28v7ZBXbjrg63670SVky5NJhZKG1NQsElBSJeAkteA85rnbJqSyXH56n9HwAA__8-jpg.webp)
$299,000
Condo
270 MICHAELS CIR, Oldsmar, FL 34677
WELCOME TO EAST LAKE WOODLANDS. THIS VILLA IS LOCATED IN ONE OF THE PREMIER GATED COMMUNITIES IN THE GREATER TAMPA AREA....
Listed by COLDWELL BANKER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![601 CANAL WAY, Oldsmar, FL 34677](https://img.chime.me/imageemb/mls-listing/586/MFRTB8328631/af322fed/1733873471/w600_original_BMBRDsIwCADQE7VUwLV4AP_88QaItc6IW2SJiaffe27bGieAoKyu_-Wjv8i2OPg7xne-w-w6esDlfK2MkzQhglt9CJtaKrWVxIQtKXdLSCh6sKkcCfNr7WMPAAD__w-jpg.webp)
$363,990
Single Family Home
601 CANAL WAY, Oldsmar, FL 34677
This lovely home in Oldsmar is located in the active 55+ community of Gull-Aire Village, offering a golf-cart friendly e...
Listed by LIFES A BEACH REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h600_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)