East Lake Woodlands Cypress Estates Homes for Sale in Oldsmar - 8 homes

Remarks: Easy, low-maintenance living in the heart of East Lake Woodlands. This affordable ground-floor, end-unit 2-bedroom, 2-bath condo offers comfort, privacy, and a peaceful setting surrounded by greenery. Inside, you’ll find a bright great room overlooking open green space, a desirable split-bedroom floor plan, and an open kitchen that flows seamlessly into the dining and living areas—ideal for both everyday living and entertaining. Recent updates include fresh interior paint (November 2025), new carpet, tile flooring in the kitchen and living room, and a new AC and heat system installed in 2024 with a 10-year warranty. The home also includes a washer and dryer, stove, and a storage room with laundry hookups. The primary suite features two walk-in closets, plus a hallway linen closet for additional storage. Enjoy Florida living with two sets of sliding doors leading to a screened lanai, a paver patio beyond, and tranquil green space between buildings. The community pool is just steps from the back door, set beyond the greenery for a sense of separation. Convenience continues with covered carport parking directly out front, ample guest parking, and a resident-only rear entrance providing quick access to shopping and dining along East Lake Road and Tampa Road. Located in East Lake Woodlands, a gated community bordered by the 8,700-acre Brooker Creek Preserve, residents are surrounded by mature trees, lakes, and natural beauty. Optional memberships are available at the East Lake Woodlands Country Club, featuring two championship golf courses, tennis and pickleball courts, dining, a fitness center, and a resort-style pool. Monthly fees include exterior building maintenance, roof, building insurance, water, sewer, trash, basic cable, grounds maintenance, and the community pool, making ownership simple and predictable. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this move-in-ready home offers comfort, convenience, and a setting that feels calm yet connected to everything Tampa Bay has to offer. (One or more photos have been virtually staged)

Listing is courtesy of: KINEST REALTY (727-212-0021)

Listing Agent: Stephanie Person (727-212-0021)

Remarks: Welcome to 240 Cypress Lane in Oldsmar, where effortless Florida living meets refined, turnkey luxury with tranquil water views and a premier golf lifestyle just moments away. This fully furnished, completely renovated second-floor residence offers the perfect blend of comfort, style, and security, high and dry with no flood insurance required. Step inside to a bright, open-concept layout enhanced by brand-new high-impact windows and sliders, allowing natural light to pour in while providing peace of mind year-round. The heart of the home is a stunning, fully updated kitchen, complete with modern cabinetry, sleek countertops, and all-new appliances, ideal for both entertaining and everyday living. Every detail has been thoughtfully upgraded, including new flooring, designer lighting, new electrical panel, and a New A/C system delivering a truly move-in ready experience. Enjoy peaceful pond and water views from your living space, creating a relaxing and private setting that captures the essence of Florida living. Residents also enjoy access to a heated community pool, offering a resort-style atmosphere just steps from your door, perfect for unwinding any time of year. The home also includes dedicated covered carport parking, adding both convenience and value. Perfectly positioned, this home is nestled near East Lake Woodlands Country Club, now known as Ardea Country Club, a premier golf destination in Oldsmar. The club features two newly renovated 18-hole championship courses, the North and South Courses, and recently completed an $11 million transformation, enhancing every aspect of the experience, including the golf courses, tennis facilities, and clubhouse. Located less than 30 minutes from world-class Gulf beaches, as well as Tampa International Airport (TPA) and St. Pete-Clearwater International Airport (PIE), this home offers both convenience and an unbeatable lifestyle. HOA dues provide exceptional value and convenience, including Cable TV, Internet, Community Pool, exterior maintenance, grounds maintenance, sewer, trash, and water, allowing for truly low-maintenance living. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity, this home delivers low-maintenance living with high-end upgrades in one of Oldsmar’s most desirable locations. You’ve seen the rest, now own the best.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Nick Wimperis (651-472-1506)

Remarks: Under contract-accepting backup offers. Welcome to East Lake Woodlands – Cypress Estates, a gated golf course community offering maintenance-free Florida living. This updated ground-floor corner unit is move-in ready and perfectly positioned at the end of a quiet street for added privacy. This 2-bedroom, 2-bath condo features an open, airy floor plan with high ceilings and abundant natural light. Enjoy peaceful views from your screened-in porch overlooking a tranquil pond, ideal for relaxing and enjoying Florida wildlife. The spacious kitchen is designed for both function and style, featuring solid wood cabinetry, granite countertops, pantry, lazy Susan, recessed lighting, and ceiling fan. The primary suite offers two walk-in closets and a private en-suite bath with a walk-in shower and granite vanity. The guest bedroom includes brand-new luxury vinyl plank flooring (2025) and a large built-in closet. The second bath features a tub/shower combo, granite counters, and updated lighting. Recent Updates Include: ?? Electric Panel (2020) ?? HVAC (2021) ?? New Water Heater & Dishwasher ?? Updated Lighting & Bathrooms ?? LVP Flooring (2025 – Guest Bedroom) Additional features include assigned covered parking and access to a solar-heated community pool. The monthly HOA covers water, sewer, trash, cable, and internet, providing exceptional value. Located in the heart of Palm Harbor, just minutes from top-rated schools, shopping, dining, golf, and Gulf beaches, with easy access to Tampa International Airport, Downtown Dunedin, Honeymoon Island, and Clearwater Beach. Ideal for full-time residents, seasonal living, or investment—schedule your private showing today!

Listing is courtesy of: ORANGE GROVE PROPERTY SOLUTIONS (727-336-3202)

Listing Agent: Tara Cook (727-336-3202)

Remarks: One or more photo(s) has been virtually staged. Welcome to easy Florida living in the peaceful Cypress Estates III neighborhood, located in the highly sought-after East Lake Woodlands gated golfing community. This light-filled two-bedroom, two-bath condo offers low-maintenance living with Condo fees that cover water, sewer, trash, cable, internet, exterior maintenance, grounds maintenance, and the community pool. Your second-floor unit is just a short stroll from your assigned parking space, making everyday living convenient and accessible. Step inside and you’re greeted by an open and inviting living, dining, and kitchen area designed for both comfort and entertaining. Natural light flows throughout the space, highlighting the updated flooring that extends across the entire home. Sliding glass doors lead you out to a screened-in lanai, the perfect place to start your morning with coffee or unwind in the evening while enjoying tranquil conservation views nearby. The lanai also features a convenient laundry closet along with additional storage space. Tucked toward the rear of the home, the spacious primary suite provides a peaceful retreat. It features two generous walk-in closets, private sliding door access to the lanai, an oversized linen closet with extra storage, and an en-suite bathroom complete with a step-in shower. Back near the main living area, the kitchen offers ample cabinetry, a range, refrigerator, and dishwasher, a pantry closet with shelving to keep everything organized, and space for a table. Just around the corner, the hallway includes a linen closet, along with a second full bathroom featuring a tub and shower combination located conveniently across from the second bedroom. The second bedroom is well-sized and includes an oversized wall closet providing excellent storage. Quietly situated within this desirable community, this bright and welcoming condo offers comfort, convenience, and a lifestyle that’s hard to beat. With updated flooring already in place, all that’s left to do is move in and make it your own. Cypress Estates has a community pool that is only a short distance from your new home. Located in close proximity to shopping and restaurants, with easy access to Tampa and the beaches, this home is ready for its new owner! Come see this property today and experience the charm of East Lake Woodlands.

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

Listing Agent: Vanessa Leonard (727-647-2706)

Remarks: One or more photo(s) has been virtually staged. Enjoy easy Florida living in this beautifully updated 2-bedroom, 2-bath second-floor condo in the heart of Oldsmar. The home features luxury flooring throughout, a new HVAC system, and a comfortable open layout designed for both relaxing and entertaining. Step onto your private balcony overlooking peaceful green space — the perfect spot for morning coffee or unwinding after a long day. The community is well-maintained and continually improving; the HOA is currently installing a brand-new roof and completing exterior pressure washing, showing pride in ownership and strong community care. Residents enjoy great amenities including a gated entrance, community pool, covered carport parking, and beautifully maintained grounds where you can connect with neighbors and enjoy the Florida lifestyle. Location is everything, and this one delivers. You’ll be walkable to shopping, dining, and everyday conveniences, while also being conveniently located near Tampa International Airport and St. Pete–Clearwater International Airport. Plus, you’re just a short drive to the world-famous Gulf beaches, making weekend beach days easier than ever. Motivated seller — don’t miss your opportunity to own in one of Oldsmar’s most convenient locations! Schedule your showing today.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Patrick Massey (931-337-1678)

Remarks: PRICE IMPROVEMENT!! Picture perfect, move-in ready condo, with beautiful private wooded view from your screened balcony. Open and bright with laminate flooring and freshly painted. Combo living and dining, split bedroom plan, kitchen with newer dishwasher in 2023 and upgraded lighting. Primary suite with 2 walk-in closets, ensuite bathroom and access to the balcony. New electrical panel in 2020, water heater 2021, dryer in 2021. Carport and guest parking, pets allowed, no age restrictions and BEST priced condo in this section. Walk to the heated pool. East Lake Woodlands is a gated golf community. Close to the beaches, Honeymoon Island, shopping, restaurants, Tampa airport and easy commute to St. Pete and Tampa. See it today!

Listing is courtesy of: FLORIDA LUXURY REALTY INC (727-372-6611)

Listing Agent: Jennifer France (727-580-9007)

Remarks: Relax and enjoy the serene views from your screened balcony/patio overlooking the natural setting with trees, wildlife and pond! This 2 Bedroom 2 Bath condo in the gated community of East Lake Woodlands in Cypress Estates III has an open Living Room/Dining Room area offering creative options for your furniture. The Kitchen includes a pantry closet and room for a small table and chairs. Primary Bedroom has glass door access to the balcony, 2 walk-in closets and an ensuite private bathroom. Laminate flooring in the Living Room, Dining Room and both Bedrooms. Tile floors in the Kitchen and both Bathrooms. Washer and Dryer in Balcony closet. HVAC replaced 2021. Assigned Covered Carport Parking Space. Condo fees cover basic cable, water, sewer, trash and more! Option to join Ardea (formerly East Lake Woodlands) Country Club with 2 golf courses, tennis and pickleball courts, fitness center, dining options, and more! Shopping and restaurants nearby.

Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)

Listing Agent: Pamela Douberly (727-409-3035)

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)