Oldsmar Homes For Sale & Real Estate - 207 homes

Remarks: Lowest priced condo with updates in Eastlake Woodlands! Experience Eastlake Woodlands Country Club living at its finest in this beautifully updated Cypress Estates condo. Wake up to serene LARGE POND VIEW from your private, screened balcony—your morning coffee spot or evening retreat. Step inside to a bright, airy split floor plan where the spacious primary suite offers TWO WALK IN closets and exceptional storage. The kitchen is a true gathering space with ALL NEW STAINLESS STEEL APPLIANCES, a cozy eat-in nook, and a sleek high-top counter—perfect for casual dining, entertaining guests, or lining with stylish bar stools. MORE NEW UPDATES throughout include NEW FLOORING, NEW ELECTRIC PANEL, UPDATED BATHROOMS, HOT WATER HEATER and more! WASHER & DRYER are included, making the move-in process seamless. Just two blocks from the country club and steps to the golf course, this home places you in the heart of an active, friendly community. Enjoy a refreshing swim in the sparkling community pool that is steps away, take advantage of ample guest parking, and explore nearby shops and restaurants—all just minutes away. With a low HOA and a motivated seller, this is your chance to own a piece of one of Eastlake’s most desirable neighborhoods.

Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-282-1788)

Listing Agent: Tiffany Spyridakos (727-641-9869)

Remarks: Waterfront Beauty in Coveted East Lake Corridor – The Best Lot in this highly desired Community! Coastal Elegance on Upper Tampa Bay — this private waterfront retreat is back on the market and ready to impress. Set on the premier lot in the community, the home offers 165 feet of unobstructed bay frontage, unmatched privacy, and direct open-water access, creating a lifestyle that blends luxury, natural beauty, and peace of mind. Elevated nearly ten feet above the waterline on a lush .36-acre lot, the fully remodeled three-bedroom, two-bath residence showcases high-end craftsmanship throughout, with vaulted ceilings, crown molding, and a sun-drenched open-concept design finished with wood-look ceramic tile. The gourmet kitchen is a chef’s dream, featuring GE Profile appliances, a gas range, a grand island with seating, pendant lighting, and abundant custom cabinetry. The spacious primary suite offers two walk-in closets, soaring ceilings, and sliding doors that open directly to a resort-style outdoor living space. Here, a self-cleaning saltwater pool, expansive paver deck, and covered lanai with a built-in outdoor kitchen make entertaining effortless while offering front-row views of the bay. Outdoors, a private dock with a mechanical kayak and paddleboard launch makes it easy to fish, paddle, or simply relax as dolphins and manatees swim by at sunset. This home has been hurricane-hardened with impact-rated windows, doors, and garage door, reducing insurance costs and providing peace of mind. Additional upgrades include a Trane high-efficiency WiFi Smart HVAC system still under warranty, a tankless water heater, Ring security, programmable sprinklers, smart-home integration, and controlled pool jets and lighting. A gated six-foot parking pad provides space for a boat or jet skis, while the oversized two-car garage offers built-in cabinetry and overhead storage. Nestled in a quiet, no-through-traffic enclave and steps from Sheffield Park with tennis courts, trails, and dog parks, this home is also just minutes from A-rated schools, Tampa, St. Pete, airports, shopping, and world-class beaches. With its unbeatable location, premium lot, and new price, this is a rare opportunity to fall in love with the Florida coastal lifestyle. High and dry through recent storms, this property offers confidence as well as charm.**Ask us about our Preferred Lender Incentive available where you could save thousands $$$**

Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)

Listing Agent: Lindsey Fowkes (813-943-1392)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully remodeled brick estate nestled on a large private lot with serene, uninterrupted conservation views in the highly sought-after East Lake Woodlands community. Blending comfort, elegance, and modern updates, this exceptional home offers a spacious open-concept layout designed for both everyday living and effortless entertaining. Inside, you’ll find three generous bedrooms, two updated bathrooms, and a versatile bonus room that can easily serve as a fourth bedroom, private office, or den. Gorgeous engineered hardwood floors run throughout the home, complemented by new elegant plantation shutters and abundant natural light. The heart of the home is the stunning chef’s kitchen, featuring newer stainless steel appliances including a gas stove, beautifully updated cabinetry with ample storage, premium quartz countertops, and a farmhouse sink. A spacious breakfast bar offers plenty of seating, making it the perfect gathering place for family and friends. The kitchen flows seamlessly into the dining area and the bright family room, where large sliding glass doors open to the screened lanai and pool area. The primary suite provides a peaceful retreat, complete with recessed lighting and a beautifully renovated spa-inspired bathroom featuring a modern soaking tub, oversized walk-in shower, dual vanities, and a private water closet. Step outside to your own private backyard oasis. The sparkling saltwater pool features newer equipment and a high-efficiency heater, creating the ideal setting for year-round relaxation or lively poolside gatherings. The outdoor space is enhanced by a beautifully designed patio, LED lighting, lush landscaping, low-maintenance turf, and a fenced area perfect for pets. Additional highlights include an indoor laundry room with custom cabinetry and a farmhouse sink, recently painted interior, and a spacious two-car garage. Located in a premier gated golf community with an award-winning golf course and clubhouse, residents enjoy convenient access to dining, shopping, and entertainment. Plus, you're just a short 15-minute drive from some of Florida’s most beautiful beaches and approximately 30 minutes from Tampa International Airport. This exceptional East Lake Woodlands residence offers the perfect balance of luxury, privacy, and location.

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

Listing Agent: Damary Rios (727-460-4217)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Wonderful Carefree Living in this 2 Bedroom, 2 Bathroom Condo on the second floor in the Gated Community of East Lake Woodlands. Great room floor plan that has been recently Remodeled. Vinyl plank flooring throughout, NO CARPET. Kitchen upgraded with Rich Wood Cabinets (soft close), Granite Countertops, Contemporary Backsplash and Frigidaire Gallery stainless steel appliances. This beautifully maintained condo features luxury vinyl flooring in the bedrooms and porcelain tile throughout the main living areas. Both bathrooms have been tastefully upgraded with vanities and granite countertops, creating a modern and elegant feel. The spacious primary bedroom offers an abundance of room, complete with two walk-in closets and sliding glass doors that open to a private screened porch. From the enclosed porch, enjoy relaxing views overlooking the south course of the Ardea Country Club golf course. Recent upgrades include a new hot water heater (2026) and A/C system (2025) for added peace of mind. The unit also features convenient covered carport parking located immediately next to the mailbox. Residents of this quiet and well-maintained community can enjoy a beautiful community pool, perfect for relaxing or entertaining. Located within a country club community, residents also have the option to join Ardea Country Club (membership available for an additional fee). Membership amenities include: Two championship 18-hole golf courses, Pickleball and tennis courts, Olympic-style lap pool, Fitness center, On-site restaurant and social activities. This peaceful community is conveniently located near airports, medical facilities, shopping, dining, beaches, and entertainment, all just a short drive away.

Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)

Listing Agent: Mark Fazzini (727-485-9981)

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)

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)

Listing is courtesy of: CALEBRO & ASSOCIATES (813-996-2500)

Listing Agent: Bert Calebro (813-294-9703)

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)