East Lake Woodlands Cypress Estates Homes with Tennis Court(s) Community Features

Welcome to East Lake Woodlands Cypress Estates, where luxury living meets an active lifestyle in the heart of Oldsmar, Florida. Nestled within the picturesque Pinellas County, this exclusive subdivision is a hidden gem that offers an unparalleled blend of serene surroundings and vibrant community spirit.

Cypress Estates is renowned for its stunning homes, many of which feature private tennis courts, making it a paradise for sports enthusiasts and families alike. Imagine waking up in your beautifully appointed residence, stepping out into your own backyard to enjoy a game of tennis under the warm Florida sun. The community's well-maintained courts provide the perfect setting for friendly matches or serious practice sessions, fostering a love for the game among residents of all ages.

Beyond tennis, East Lake Woodlands boasts a wealth of amenities designed to enhance your lifestyle. Take a leisurely stroll along the scenic walking paths, enjoy the lush landscaping, or relax in the tranquil parks that dot the neighborhood. For those who appreciate a well-rounded lifestyle, the community also offers access to golf courses, swimming pools, and clubhouses, creating an ideal environment for social gatherings and recreational activities.

With its prime location in Oldsmar, residents of Cypress Estates enjoy easy access to nearby shopping, dining, and entertainment options, as well as the beautiful beaches of the Gulf Coast. Whether you’re seeking a family-friendly environment or a vibrant community to call home, East Lake Woodlands Cypress Estates is the perfect place to create lasting memories. Discover your dream home today in this enchanting neighborhood!

Newest East Lake Woodlands Cypress Estates Homes with Tennis Court(s) Community Features

$170,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code

Welcome to 219 Palmetto Ct. in the highly sought after East Lake Woodlands community, Oldsmar. Gated community of East Lake Woodlands, this ground-floor corner condo offers easy, low-maintenance living surrounded by lush greenery and natural beauty. This affordable 2-bedroom, 2-bath home combines comfort, privacy, and convenience with a desirable split-bedroom layout, bright open living spaces, and serene views from nearly every room. Inside, the spacious great room opens to tranquil green space through two sets of sliding glass doors, creating an airy indoor-outdoor feel perfect for everyday living or entertaining. The open kitchen flows seamlessly into the dining and living areas, while recent updates—including fresh interior paint (2025), new carpet, tile flooring in the kitchen and living room, and a new AC and heating system installed in 2024 with a transferable 10-year warranty—make the home truly move-in ready. The primary suite features two walk-in closets plus additional linen storage, while the home also includes a washer and dryer, stove, and a dedicated storage/laundry room with hookups. Step outside to enjoy a screened lanai and private paver patio overlooking peaceful green space, with the community pool conveniently located just beyond the trees for both accessibility and privacy. Additional highlights include covered carport parking directly in front of the unit, ample guest parking, and a resident-only rear entrance offering quick access to shopping, dining, and everyday conveniences along East Lake Road and Tampa Road. Residents of East Lake Woodlands enjoy a beautifully maintained gated setting adjacent to the 8,700-acre Brooker Creek Preserve, known for its scenic natural landscapes, wildlife, lakes, and walking trails. Optional memberships are available at East Lake Woodlands Country Club, offering championship golf, tennis, pickleball, fitness facilities, dining, and a resort-style pool. Seller will pay for the FIRST 4 MONTHS, 50% of the monthly condo fees which provide 24/7 gated security, 24 hours guard, manager, all exterior maintenance, roof, building insurance, escrow reserves fund, water, sewer, trash, pest control, cable, grounds maintenance, and pool access—providing simple, predictable ownership whether you’re looking for a primary residence, seasonal getaway, or investment opportunity.

219 Palmetto Court Unit 219, Oldsmar

$169,900

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code

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.

112 Cypress Court Unit 112, Oldsmar

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