Location: Oldsmar
Do Not Show Listings
129 CAMPHOR CIR #C, OLDSMAR, FL 34677
$180,000102 Days on yellowkey MLS ID: TB8474438
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1986 Tax: $170 (2025)Community: Gardens Of Forest Lakes Condo TheCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$170
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Welcome to The Gardens of Forest Lakes, one of Oldsmar’s well-kept secret communities. This 2 bedroom 2 bathroom condo is a true move-in ready home. The features and amenities are apparent upon entering this well-decorated unit. The newer luxury vinyl flooring set the stage for a great showing. The living room/dining room combination offers an open & spacious area you can call home. The kitchen was updated to include custom wood cabinets with hydraulic drawers; led area lighting; newer appliances including a brand new refrigerator & a double oven; deep double steel sink; tile backsplash; granite-looking Formica countertops; Both bathrooms were updated to include wood-like tile; the guest bathroom offers a deep soaker tub; Enjoy the beautiful pond view from both bedrooms and the private balcony; An inside laundry room with a newer washer/dryer combo for your convenience; The master bedroom offers a walk-in closet; The balcony has a storage room for your extra stuff; The community has a recreation center that includes a swimming pool, tennis & racquetball courts, a playground and a fishing pier. Close to shopping, dining, entertainment and more. Schedule your private showing today. You’ll be glad you did.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Garrett Grimes (727-403-8723)
375 WELLINGTON AVE, OLDSMAR, FL 34677
$1,299,00050 Days on yellowkey MLS ID: TB8492687
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2624 Built: 1993 Tax: $14,951 (2025)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$14,951
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to your modern dream home—completely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been thoughtfully curated and impeccably executed. The gourmet kitchen is a true showpiece, featuring full custom cabinetry with lighted drawers, newer appliances, and stunning high-end Essenza Quartzite waterfall countertops—an architectural statement rarely found outside luxury homes. Throughout the second and third floors, you’ll find polished 32x32 porcelain Onyx tile, complemented by sleek single-panel glass interior doors, designer chrome hardware, and all-new outlets, switches, and striking modern glass light fixtures and chandeliers. Every bathroom has been fully renovated with floating vanities, vessel sinks, LED mirrors, smart toilets, and all new fixtures and finishes. The primary suite offers a true retreat, featuring a dramatic three-sided gas fireplace that flows into a spa-inspired en suite with a custom concrete vanity by a local artist, freestanding soaking tub, and walk-in shower. The staircase is a statement in itself, finished with Calacatta Sunset quartz and floating frameless glass railings with chrome accents, echoed throughout the home’s balconies. Anchoring the main living space is a breathtaking 20-foot LED-lit accent wall—an unforgettable focal point that defines the home’s modern design. Situated on a full acre in the heart of Oldsmar, this property offers both luxury and freedom with no HOA. Flood insurance is approximately $800/year and transferable. The ground level features a versatile game room, gym, or flex space that opens to an expansive 1,400 sq ft paver pool deck with a two-story screened enclosure, outdoor kitchen & gorgeous pool & spa combo—perfect for entertaining and enjoying Florida living year-round. AC(2023), ROOF (2022), ELECTRIC PANEL (2023), HURRICANE RATED WINDOWS & SLIDERS (2017), POOL PUMP (2024), TANKLESS WATER HEATER (2018). Store your boat or RV on your one acre fully fenced and gated private lot. Close proximity to three waterfront parks, Pickleball, boat and kayak launch, fishing pier, restaurants, Tampa, International Airport, and the most beautiful beaches in the world. This home was meticulously designed and must be seen to be appreciated.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jenny Neumeyer (727-482-2656)
465 HOLLY HILL RD, OLDSMAR, FL 34677
$650,00068 Days on yellowkey MLS ID: TB8486777
0 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1985Monthly Fee: $148 Tax: $3,265 (2025)Community: East Lake WoodlandsSingle Family
Taxes:$3,265
Remarks: Under contract-accepting backup offers. Stunning 3BR/2BA + Bonus Room, Pool Home in Gated East Lake Woodlands – Move-In Ready Resort-Style Living Beautifully updated, turnkey pool residence in the prestigious gated golf community of East Lake Woodlands, Oldsmar, FL. This highly desirable Tampa Bay suburb offers tree-lined streets, top-rated schools (zoned for East Lake area schools), optional private club access (championship golf, tennis, pickleball, fitness, dining & social events), and quick access to TPA airport (~15 min), pristine beaches (~10 miles to Honeymoon Island), shopping, and dining. -FEATURES & RECENT UPDATES - Fully remodeled kitchen (2026): soft-close solid wood white shaker cabinets, Carrera AZe quartz counters, under-cabinet lighting - Fresh Benjamin Moore interior paint throughout (2026); exterior paint (2024) - Luxury vinyl plank flooring in main living areas (2025) - Popcorn ceilings removed (2025) - New roof (2025) - Miami-Dade skylights (2025) - New appliances: dishwasher (2026), washer/dryer (2025), refrigerator (2023) - New A/C (2020) with new compressor (2025) - Screened lanai resurfaced (2024) - RainBird irrigation serviced (2025) - Hurricane-rated garage door & opener (2022) and impact-resistant sliding glass doors (2020) Step into your private backyard oasis featuring a sparkling pool and spacious screened lanai—perfect for year-round Florida entertaining and relaxation. Flood Zone: X (no flood insurance required) Community: Gated, golf & social club optional, top-rated schools. A rare combination of thoughtful recent renovations, timeless appeal, and unbeatable location. Don't miss this paradise in one of Tampa Bay's most sought-after communities!
416 COUNTRY CLUB DR, OLDSMAR, FL 34677
$385,00098 Days on yellowkey MLS ID: TB8475710
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1293 Built: 1959 Tax: $644 (2025)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$644
Elementary School: Oldsmar Elementary-PN
Remarks: Nestled in the highly deisrable City of Oldsmar, this home has been tastefuly renovated. You'll love the updated kitchen with new stainless steel appliances, stone counter top and lovely build in desk. This modern kitchen has beautiful black cabinets, double sink, new range, refrigerator, dishwasher, and microwave. There are new ceiling fans throughout the home and plenty of decorator lighting. The master suite has it's own bath and modern shower. It is a beauty. The secondary bath is very modern with decorator fixtures and lighted mirror, all done very tastefully. This shower has beautiful ceramic tile and modern features. There is spacious great room and separate dining room which is leading to the perfect entertaining back yard. There are 2 decks, brick pavers and it features a jacuzzi tub. You'll love the separate shed for storage and fenced in yard. There is plenty of room for your toys with gated entry to the back yard. No CDD or HOA fees here but there are several parks and a boat ramp in the neighborhood. Move in ready and a must see.
Listing is courtesy of: MURRAY BELL REAL ESTATE LLC (813-629-8202)
Listing Agent: Jenny Meers (813-748-8112)
2044 SHEFFIELD CT, OLDSMAR, FL 34677
$190,000533 Days on yellowkey MLS ID: TB8327277
4 Days Off yellowkey (back on 11/10/2025)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 1986Monthly Fee: $110 Tax: $1,603 (2023)Community: Sheffield Village At Bayside MeadowsVilla
Taxes:$1,603
High School: Countryside High-PN
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Short Sale. High and dry with NEW ROOF and NEW HVAC!! Welcome to this charming 2-bedroom, 2-bathroom single-family villa, offering a perfect blend of comfort and style. As you enter, you'll be greeted by volume ceilings that create an open, airy atmosphere throughout the home. The spacious kitchen features beautiful granite countertops and wood cabinets, providing both elegance and functionality. Stainless steel appliances complete the modern kitchen, making it ideal for cooking and entertaining. Relax or entertain in your private enclosed patio or enjoy your own private yard, fully enclosed by a vinyl fence for added privacy and security. This home also boasts a new roof and a new HVAC system, ensuring peace of mind for years to come. Located just a short walk from the community pool, this villa is in a highly desirable school district, making it a fantastic option for families. Best of all, the HOA fees are only $110/month, offering incredible value for the community. Don’t miss the opportunity to make this wonderful home yours!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Christopher Grasso (727-379-2376)
380 WELLINGTON AVE, OLDSMAR, FL 34677
$1,155,000407 Days on yellowkey MLS ID: TB8373443
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3420 Built: 1992 Tax: $6,112 (2024)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$6,112
Tax Year: 2024
Remarks: 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 welcoming foyer to a soaring vaulted ceiling in the great room, which also features a wood burning fireplace and two sets of French doors leading to screened back porches and beyond to a huge rear deck that spans the length of the house and overlooks the large free form pool and spa. The primary suite has two walk-in closets and a remodeled bathroom (2023) with two vanities, a whirlpool tub, tiled walk-in shower, and water closet. The remodeled gourmet kitchen (2022) features stainless steel appliances, Viking dual fuel range with pot filler and vent hood, quartz counters, plentiful cabinetry, and a large island with wine fridge and copper top (durable and naturally anti-microbial/anti-bacterial). Off the kitchen is a half bathroom, a laundry room with utility sink and extra pantry storage, and a wet bar/coffee nook with even more pantry storage. Upstairs are two spacious bedrooms, a loft/office area, and updated hall bathroom (2023). At the top of the house is a railed rooftop platform offering stunning views out to Tampa Bay. The ground floor features covered parking for at least 4 vehicles, spacious storage/workshop areas, and a garage apartment/in-law suite with a bedroom, living/game room, kitchenette, and full bathroom. The circular driveway, side driveway, and large parking pad provide abundant parking for guests, boats, RV, etc. No HOA or CDD. Oldsmar is a waterfront golf cart community known for wonderful parks, quality of life, A rated schools, and convenient access to Tampa International Airport, Gulf beaches, shopping, dining, and more. Schedule your private showing today! As an added bonus, the seller has an assumable government loan at just 2.75%! Call agent for details.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: James Wheeler, Pa (813-285-1229)
115 WINDWARD PL #15, OLDSMAR, FL 34677
$180,00056 Days on yellowkey MLS ID: TB8490824
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1984Monthly Fee: $431 Tax: $2,768 (2025)Community: Meadows Condo At East Lake WoodlandsCondo
Taxes:$2,768
Remarks: LOCATION, LOCATION, LOCATION! Close to entertainment, shopping, restaurants, airports, and world-famous beaches, this beautiful ground floor, end unit condo is waiting for you! Located in the highly desirable, gated community Meadows of Eastlake Woodlands, this home has it all! Gorgeous granite countertops highlight the kitchen as does the impressive cabinet space and closet pantry. The inviting open living space makes time together comfortable, yet the split bedroom floor plan offers privacy when needed. The primary bedroom is generous and offers two walk-in closets, an ensuite bath with step-in shower, and patio access. HVAC 2021. The HOA fees include water, sewer, trash, cable, community pool, exterior maintenance including the roof, and grounds maintenance. There is a community golf course that owners may access for an additional fee.
Listing is courtesy of: FLORIDA PREMIERE REALTY (727-437-0261)
Listing Agent: Millie Jackson (828-337-9468)
209 HEMINGWAY DR, OLDSMAR, FL 34677
$294,90078 Days on yellowkey MLS ID: TB8483445
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1086 Built: 1997Monthly Fee: $240 Tax: $672 (2024)Community: Sun Ketch Twnhms At Cypress LakesTownhouse
Taxes:$672
Remarks: Stunning Sun Ketch Townhome | Bright, Airy & Move-In Ready! Welcome to your slice of paradise in the highly sought-after Sun Ketch community of Oldsmar! This meticulously maintained 2-bedroom, 2-bathroom townhome offers the perfect blend of style, comfort, and convenience. Step inside to find gorgeous, rich cherry floors that flow through the living spaces, adding warmth and a touch of luxury through out. Large sliders, skylights and a thoughtful layout ensure the entire home feels light-filled and spacious. It is exceptionally clean and move-in ready. This unit includes a one-car garage perfect for parking, extra storage, or a home hobby space. Outdoor Living: Enjoy the Florida sunshine at the beautiful community pool, just a short stroll from your front door. Located in the heart of Oldsmar, you’re minutes away from restaurants shopping, scenic waterfront parks, walking trails, 2 airports and easy commutes to both Tampa and the Gulf beaches. Live the easy life in a community known for its charm and quiet atmosphere.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Melissa Hinchliffe (813-928-0269)
358 LAKE WAY, OLDSMAR, FL 34677
$259,90071 Days on yellowkey MLS ID: TB8486181
1 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 1998Community: Gull-Aire VillageManufactured Home
Taxes:
Tax Year:
Remarks: 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 refinished hardwood floors throughout the living room, dining room, kitchen, and hallway, along with new carpet in the bedrooms. The home has been extensively refreshed with popcorn ceilings removed, modern orange peel wall and ceiling texture, and fresh interior paint throughout all walls and doors. Updated lighting fixtures, new electrical switches and outlets, and five remote-controlled ceiling fans enhance comfort and style. The updated kitchen offers abundant cabinetry, ample counter space, and a breakfast bar, along with new LG stainless steel appliances including a double oven range, French door refrigerator with craft ice, dishwasher, vent hood, and microwave. The countertops were refinished with spray epoxy for a fresh modern look, and six recessed can lights were added to brighten the space. The home features a split bedroom floor plan for privacy. The primary suite includes a barn door entry to the en-suite bathroom and updated lighting. Both bathrooms have been refreshed with new faucets, new toilets, fresh paint, and new exhaust fans. Additional upgrades include interior shutters, new interior door hardware, lighting added in the primary closet and laundry closet, and a rebuilt sliding glass door. Enjoy Florida living in the front porch / Florida room with acrylic windows and new exterior screening, providing a comfortable space to relax year-round. Outside you will find new landscaping with decorative granite rock and an additional custom storage shed installed behind the home. Major updates include: New roof (2025), New hot water heater (2026), New double pane windows (2023), Hardwood floors sanded and refinished (2023), and New bedroom carpet (2023). The heat pump (2013) has been professionally serviced every six months and had minimal prior use by the previous snowbird owner. Average utility costs are approximately $135/month for electric and $80/month for water. Residents of Gull-Aire Village enjoy an active community lifestyle featuring a clubhouse, heated pool and spa, shuffleboard courts, bocce ball, library, billiards, and social activities. The community is conveniently located near shopping, dining, and entertainment with grocery stores, restaurants, and retail within walking distance. Just minutes away are Countryside Mall, Publix, Walmart, and Countryside Hospital, with an easy commute to Tampa International Airport. The award-winning Gulf beaches of Honeymoon Island and Caladesi Island State Park are approximately 20 minutes away. This property qualifies for conventional and FHA financing, and the seller is offering a 1-year home warranty for the buyer. The home sits on a 50 x 80 lot with boundary markers in place.
Listing is courtesy of: THE SOMERDAY GROUP PL (813-520-9123)
Listing Agent: Carmine Petruzziello (516-838-0038)
108 LAKEVIEW PL #108, OLDSMAR, FL 34677
$179,900166 Days on yellowkey MLS ID: TB8454159
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1980Community: East Lake Woodlands CondoCondo
Remarks: Under contract-accepting backup offers. Discover the perfect blend of luxury and convenience in this beautifully updated second-floor condo, located in the prestigious guard-gated East Lake Woodlands golf community. Enjoy serene water views and modern upgrades, including luxury vinyl plank flooring, quartz kitchen countertops, and a fully remodeled master bath—ready for you to move in and start living the Florida dream. Enhance your lifestyle with optional memberships at the newly renovated Ardea Golf Club, offering championship golf, tennis, and vibrant social events. Just steps away, you’ll find Boot Ranch shopping center with Publix and Target, plus private gate access to Walmart Neighborhood Market. Outdoor enthusiasts will love nearby John Chesnut Park on Lake Tarpon and the award-winning beaches of Honeymoon Island State Park, only minutes away. This is more than a home—it’s a lifestyle. Don’t miss your chance to own a piece of paradise in one of North Pinellas County’s most sought-after communities!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mark Clark (727-458-3765)
1712 AZALEA CT #A, OLDSMAR, FL 34677
$369,900330 Days on yellowkey MLS ID: TB8401279
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1360 Built: 1977 Tax: $2,831 (2024)Community: Harbor Palms-Unit Four ASingle Family
Taxes:$2,831
Remarks: Welcome to 1712 Azalea Court A in the heart of Oldsmar — a hidden gem just minutes from world-class beaches, top-rated golf courses, and some of the best attractions Tampa Bay has! This beautifully maintained home offers the perfect blend of comfort and convenience, nestled on a quiet cul-de-sac with no rear neighbors. Whether you’re looking for a full-time residence, vacation home, or income-producing property, this is a fantastic investment opportunity. Currently operating as a successful Airbnb, this home is turn-key ready to generate immediate cash flow. Don’t miss your chance to own a piece of Florida paradise! (Please also see photos of the nearby attractions of the Tampa Bay Area)
Listing is courtesy of: CALEBRO & ASSOCIATES (813-996-2500)
Listing Agent: Bert Calebro (813-294-9703)
1712 AZALEA CT #B, OLDSMAR, FL 34677
$339,900330 Days on yellowkey MLS ID: TB8401434
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1977 Tax: $3,481 (2024)Community: Harbor Palms-Unit Four ASingle Family
Taxes:$3,481
Remarks: Welcome to 1712 Azalea Court B in the heart of Oldsmar — a hidden gem just minutes from world-class beaches, top-rated golf courses, and some of the best attractions Tampa Bay has! This beautifully maintained home offers the perfect blend of comfort and convenience, nestled on a quiet cul-de-sac with no rear neighbors. Whether you’re looking for a full-time residence, vacation home, or income-producing property, this is a fantastic investment opportunity. Currently operating as a successful Airbnb, this home is turn-key ready to generate immediate cash flow. Don’t miss your chance to own a piece of Florida paradise! (Please also see photos of the nearby attractions of the Tampa Bay Area)
180 INGRID PL, OLDSMAR, FL 34677
$319,000946 Days on yellowkey MLS ID: U8218151
0 Days Off yellowkey (back on 11/12/2023)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1385 Built: 1978Monthly Fee: $387 Tax: $3,692 (2022)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$3,692
Tax Year: 2022
Remarks: Under contract-accepting backup offers. Don’t miss this wonderful opportunity to own a maintenance free villa in the beautiful East Lake Woodlands Community. This 3 bedroom home is a corner unit that has an open floor plan, split bedrooms with an huge lanai with outstanding tranquil views. Large master bedroom has a walk in closet and bath with nicely tiled shower. New tankless hot water heater. It also features a fenced front patio. You will have peace mind with the 24 hour security and the convenient location is near shopping, movie theaters, great restaurants, beaches and both airports. You also have the option of joining the East Lake Woodlands Golf Club where you can enjoy the two 18 hole courses, pool, tennis and fitness facilities for an additional cost.
Listing is courtesy of: GREEN & ASSOCIATES, LLC (727-772-8960)
Listing Agent: Donna Green (727-741-2904)
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