Homes For Sale in Oldsmar 34677 - 215 homes

Remarks: NEW PRICE – $19,000 REDUCTION! Enjoy all the features this home has to offer at a more attractive price. The perfect opportunity for buyers ready to make a move! Welcome to this stunning gated luxury townhome in the highly sought-after waterfront community of Seaside Estates! This beautifully maintained residence offers an exceptional blend of comfort, style, and coastal living. The open-concept main level features gorgeous bamboo hardwood flooring, a cozy fireplace, and a private balcony with scenic views, while the expanded kitchen (extended by 3 feet in 2021) provides extra functional space for everyday living and entertaining. This spacious floor plan includes 3 full baths and a flexible main-level third bedroom perfect for a home office, study, or guest retreat. The impressive primary suite features a private balcony, soaring ceilings, dual walk-in closets, and a spa-like bath, while bedroom two offers an ensuite bath and tranquil water views of Tampa Bay. The oversized 2–3 car tandem garage offers abundant storage and sliding doors to a ground-level patio with access to the dog walking trail. Residents enjoy a resort-style pool and spa, tennis courts, scenic boardwalk, and a community day dock with direct Tampa Bay access for kayaking or small boats, all just minutes to top dining, shopping, beaches, Tampa International Airport, and only a short walk to R.E. Olds Waterfront Park. Extensive updates include bamboo flooring (2021), kitchen expansion (2021), updated light fixtures and interior paint (2021), roof (2017), A/C (2013), water heater (2019), new toilets (2025), new faucets (2026), new washer (2025), blinds including electric living room blinds (2016), balcony floors painted (2025), balcony railing painted (2024), and quality appliances including GE washer (2024), GE cooktop (2021), LG refrigerator (2021), Bosch microwave drawer (2021), Blomberg dishwasher with panel (2021), and Hauslane range hood (2021). Immaculate and move-in ready — schedule your private showing today!

Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)

Listing Agent: Magdalena Paszkowski (727-364-7212)

Remarks: Welcome home to this beautifully updated second-floor condo located in the highly sought-after, gated community of East Lake Woodlands with golf course views. Known for its peaceful surroundings and resort-style living, this community offers both comfort and convenience in an ideal setting. Step inside to discover a bright and airy interior filled with natural light. This move-in-ready residence has been thoughtfully upgraded with a brand-new eat-in kitchen, featuring new white wood cabinetry, quartz countertops, and new appliances—perfect for everyday living and entertaining alike with pass thru window into the dining area. Fresh interior paint and new flooring flow seamlessly throughout the home, complemented by energy-efficient LED lighting, new ceiling fans and updated bathroom vanities for a clean, modern, and cohesive design. Primary bedroom with two walk in closets, separate dressing area and walk in shower with glass door in primary bathroom. Guest bedroom with wall closets. Washer and dryer are located in closet off hall near guest quarters. Generous storage and ample closet space add to the home’s functionality and overall comfort. Enjoy the added privacy of a second-floor location while taking advantage of the exceptional lifestyle within the East Lake community. The community pool and Condo 2 Clubhouse is just across the parking lot! Pets are welcome and the monthly maintenance fee provides an outstanding value and ease of living. If you are ready to explore, the location of the condo is fantastic - starting with the nearby community heated pools (two of them) or visit/join Ardea Country Club that offers two 18 hole golf courses, their own pools, tennis, pickleball, fitness center, Clubhouse, restaurants and activities. Your condo is an easy commute to Westfield Countryside Mall, area shopping, various restaurants and entertainment plus the sandy beaches of Honeymoon Island along with local parks and walking trails for your low stress lifestyle. More dining and shopping in the surrounding downtown areas of Tarpon Springs, Dunedin and Safety Harbor.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Karen Sewell (727-542-4467)

Remarks: Move right into this beautifully updated first-floor condo located in the highly desirable gated community of East Lake Woodlands in Oldsmar. Offering comfort, convenience, and low-maintenance living, this bright and inviting home features abundant natural light and a functional open layout perfect for everyday living. The home includes an updated kitchen with modern cabinetry and stainless steel appliances, along with fresh interior paint and ceramic tile flooring throughout for a clean, modern feel. Hurricane impact windows provide added safety and energy efficiency, while elegant French doors from the living room open to the patio, allowing for seamless indoor-outdoor living and plenty of natural light. Ample closet space and additional storage add to the home's comfort and functionality. This pool-facing unit offers convenient access to the community pool, creating a relaxing setting just steps from your door. Residents also enjoy nearby championship golf courses, along with optional clubhouse membership that provides additional amenities, dining, and social activities. The HOA fee includes water, trash, cable, and internet, making ownership both simple and cost-effective. Conveniently located close to shopping, restaurants, parks, Gulf beaches, and major commuting routes, this property is ideal as a primary residence, seasonal home, or investment opportunity. Don't miss your chance to own in one of Oldsmar's most sought-after gated communities - schedule your showing today.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Mo Khan (954-998-3336)

Remarks: Welcome to 112 Cypress Ln in the highly sought-after East Lake Woodlands / Cypress Estates community in Oldsmar. This charming 2-bedroom, 2-bath condo offers comfortable Florida living in a peaceful, gated setting with access to a community pool and beautifully maintained grounds. The home features a functional split floor plan, in-unit laundry, and a private screened patio — perfect for enjoying your morning coffee or unwinding in the evenings. Residents of East Lake Woodlands enjoy access to a range of community amenities, including a clubhouse, golf course, tennis courts, and multiple pool areas, creating a resort-style living experience right in your neighborhood. Ideally located just minutes from shopping, dining, entertainment, and major roadways, this property provides easy access to Clearwater, Tampa, St. Petersburg, and the Gulf Coast beaches. Oldsmar is known for its parks, community events, and convenient lifestyle, making this an excellent option for full-time residents or seasonal living. Property is also available for lease or lease option.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Wil Sanders (813-380-6048)

Remarks: HUGE Price DROP!! Welcome to Gull-Aire Village, a 55+ PET-Friendly and Golf Cart Friendly community in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, meaning YOU OWN THE LAND! not just the home. A Very unique property with No rear neighbors. This home comes FULLY FURNISHED! and Features A NEWER ROOF (only 3yrs Old) Newer WINDOWS and Doors, New Flooring(2025) and Vapor Barrier (2025) New Water Heater(2025) Newer AC(2022) Newer Samsung Washer and Dryer(2024) This 2-bedroom, 2-bath home is situated on a serene canal view lot and offers the perfect blend of comfort, convenience, and Florida charm. Inside, you'll find a bright and spacious living area, a functional kitchen with plenty of cabinet space, and a screened Florida room where you can relax and enjoy peaceful water views. Split bedroom plan, the primary bedroom features an En-Suite bath, and one additional bedroom for guests, hobbies, or a home office. Beautifully landscaped. Air conditioned Florida room that is not included in the square footage 14 x15. Additional glass enclosed porch on rear of home 10 x14. Good sized utility too. With a Low-cost monthly HOA fee of Only $60 a month, it’s an affordable option for those seeking an active lifestyle. Community amenities include a Heated Pool, Spa, Active Clubhouse with a Library and Pool Table, Shuffleboard courts, Bocce ball court and a calendar of Social Events. Just cross the street and there are wonderful Restaurants, Shopping, and a movie theater! You can walk to AMC theatres, Beall’s, Marshall’s, Dollar Store and Restaurants. Just minutes to Westfield Mall, Target, a Super Walmart, Publix and Countryside Hospital. A walking/running/biking trail is located adjacent to Canal Way, which takes you directly to picturesque Sheffield Park, which is a lovely place with trails to walk, play disc golf, PICKLEBALL, or go to the Dog Park. There is also a playground for the grandkids. You can walk along the path of the Tarpon outfall canal, on the west edge of Gull-Aire Village, and enjoy all the Florida wildlife, including the occasional Manatee sighting. Very Close to Dunedin and Safety Harbor! Less than 30mins to Tampa International Airport. Only 20 minutes to Honeymoon Island Beach and Caladesi State Parks. Come Enjoy the Florida Life-Style with this Low Maintenance home!!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Asher Walli (727-744-7466)

Remarks: PRICE IMPROVEMENT! LUXURY MEETS UNBEATABLE VALUE. Skip the rehab and move right in to the most updated waterfront townhome in the gated community of Seaside Estates. This beautifully maintained three-story home radiates pride of ownership and offers three bedrooms, three bathrooms, and over 1,800 square feet of thoughtfully designed living space. Premium features include IMPACT WINDOWS, IMPACT SLIDERS, and PLANTATION SHUTTERS, providing extra security, energy savings, and a whisper-quiet interior. Inside, this immaculate townhouse shines with high ceilings, skylights, an open-concept layout, luxury waterproof flooring, and modern updates in the kitchen and all three bathrooms. The inclusive HOA fee covers your roof (replaced in 2017), water, sewer, trash, and fire sprinklers, making this one of the most affordable and low-maintenance lifestyles available. The DEEDED SLIP is perfect for kayaks, jet skis, or a flats boat. Complete with a new AC (2023), 3-car garage, and resort-style pool/spa/tennis, every detail is covered. Located in the heart of Oldsmar, you’ll enjoy easy access to all the best of the Tampa Bay area, including sparkling Gulf Coast beaches, Tampa International Airport, Westshore, Clearwater, and Tampa/St Pete. You’re also just steps away from R.E. Olds Park, a 15-acre waterfront park with the city pier, amphitheater, playgrounds, trails, beach volleyball and more. Whether it’s your primary residence or Florida getaway, this waterfront gem delivers the lifestyle you’ve been waiting for. Schedule your showing today!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: James Wheeler, Pa (813-285-1229)

Remarks: The Prettiest Home in Gull Aire – Turn-Key Perfection! Welcome to the crown jewel of Gull Aire, widely considered the most beautiful home in the entire community. This meticulously renovated 3-bedroom, 2-bathroom residence has been reimagined inside and out to offer the perfect blend of modern luxury and cozy community charm. If you are a social-seeking senior looking for a vibrant lifestyle in a golf-cart-friendly neighborhood, your search ends here. Step across the delightful front porch, which serves as your new favorite spot for morning coffee and easy socialization with passing neighbors, and into an interior that feels brand new. Luxury vinyl plank flooring flows seamlessly throughout the entire open floor plan, leading you into a living room anchored by a stunning built-in electric fireplace that acts as the ultimate focal point for cozy evenings. Have plenty of space for guests with a rare third bedroom that can serve as an office. The heart of the home is a chef’s dream kitchen featuring an expansive central island perfect for baking, crafting or entertaining. This upgraded space boasts premium finishes, modern appliances, and abundant storage, along with a unique laundry pass-through that adds effortless convenience to your daily routine. Beyond the doorstep, Gull Aire Village offers resort-style living with remarkably low HOA fees. You will enjoy access to the sparkling community pool and a clubhouse packed with amenities, all easily accessible by golf cart. This turn-key, move-in ready home is perfectly positioned in close proximity to top-tier shopping, local dining favorites, and endless entertainment options. This is more than just a house; it is a total lifestyle upgrade waiting for its next owner.

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Jackie Little (813-453-8960)

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)

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!

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Jenny Neumeyer (727-482-2656)

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)

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)

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)

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)

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)

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)