Cross Pointe Homes with Gated Community - Guard Community Features

Welcome to Cross Pointe, a distinguished gated community nestled in the heart of Oldsmar, Florida, within picturesque Pinellas County. This charming subdivision offers a perfect blend of luxury, security, and a vibrant lifestyle, making it an ideal choice for families, retirees, and anyone seeking a serene yet engaging environment.

Cross Pointe is renowned for its meticulously maintained homes, each exuding elegance and style. With a variety of floor plans and architectural designs, you’ll find the perfect residence to suit your taste and lifestyle. The community is characterized by lush landscaping and beautifully manicured lawns, creating a warm and inviting atmosphere.

One of the standout features of Cross Pointe is its 24-hour guard-gated security, providing residents with peace of mind and a strong sense of community. This added layer of security allows you to enjoy the amenities and outdoor spaces without worry. The community is designed for active living, featuring walking trails, a sparkling pool, and recreational areas that encourage social interaction and family fun.

Located just minutes away from the stunning Gulf Coast beaches, shopping, dining, and entertainment options, Cross Pointe is perfectly positioned for those who appreciate both tranquility and convenience. Whether you’re strolling through the tree-lined streets or enjoying a sunset by the pool, life in Cross Pointe is nothing short of enchanting.

Come discover the charm and allure of Cross Pointe, where your dream home awaits in this idyllic gated community. Experience the lifestyle you’ve always wanted in beautiful Oldsmar, Florida!

Newest Cross Pointe Homes with Gated Community - Guard Community Features

$745,000

4 Beds ⋅ 3 Baths ⋅ Cross Pointe SubDv. ⋅ 34677 Zip Code

Virtually Staged. UNBELIEVEABLE PRICE DROP! WITH A VISION, YOU CAN MAKE THIS HOME INTO A DREAM HOME!! This is a must-see former model home in the gated Cross Pointe neighborhood of East Lake Woodlands, a premier country club community with abundant green space & optional membership amenities. This 4-bedroom, 3-bath home offers a private backyard retreat with a beautiful Pebble Tec pool w/spillover feature & new pool cage screening, creating a perfect setting for relaxing or entertaining outdoors. The covered patio just outside the sliding doors of the house has hookups for TV & space for your table & chairs for outdoor dining. The popular three-way split floor plan provides excellent gathering spaces, including formal living room & dining rooms plus an open kitchen, dinette & family room. The family room is the heart of the home, featuring a warm wood-burning fireplace flanked by built-in bookshelves. The kitchen offers granite countertops, generous amounts of raised panel cabinetry, a large island-style sink area with seating, ample workspace, a closet pantry, a built-in desk & a breakfast area overlooking the pool & patio. A private guest bedroom sits at the rear of the home directly across from the pool bath, making it ideal for visitors or a home office. Two more spacious bedrooms are found on the opposite side of the family room. The primary suite is set apart on the other side of the home & features plenty of space, a walk-in closet, & a lovely rose toned bath with dual sinks, a soaking tub, a separate shower & a private water closet. Optional membership is available at Ardea Country Club which unlocks an impressive array of amenities, including golf, tennis, pickleball, an Olympic sized pool + a second smaller pool, splash area, a cafe & a restaurant, a fitness center, & year-round social events. Contact Ardea Country Club for details. This exceptional property offers peace & tranquility while keeping you close to the world class beaches of Pinellas County. You will love living here! Yes, there are updates needed but the bones are good: Move in with confidence thanks to major updates including a new roof in 2026, a 50-gallon water heater 2021, a Square D electrical panel, & HVAC 2016, pool surface refreshed, new pool cage screening, AND NOT IN A FLOOD ZONE! PLUS, we are priced WELL UNDER homes nearby!! Make this your home and you will not be sorry!

1730 Captiva Drive, Oldsmar

$830,700

4 Beds ⋅ 3 Baths ⋅ Cross Pointe SubDv. ⋅ 34677 Zip Code

Virtually Staged. Welcome to an exceptional 2,736-square-foot luxury home nestled within Cross Pointe, a gated community inside the prestigious guard gated golf community of East Lake Woodlands . Offering 4 bedrooms, 3 baths, a spacious 2-car garage,with workbench area. and bonus space. This beautifully appointed residence blends elegant finishes, thoughtful design, and exceptional outdoor living. Pool access & views from almost every room. Desirable split-bedroom floor plan features soaring ceilings and travertine flooring complemented by engineered hardwood & tile floors. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring Bosch and Frigidaire appliances, (Range has induction cooktop & convection/air fry oven) quartz tops, crisp white cabinetry, and a striking navy island. Breakfast area overlooking pool. The family room offers a warm wood-burning fireplace (updated 2020) and a sophisticated navy wine bar, creating an inviting gathering space. Spacious primary suite includes a comfortable sitting area and sliders that open directly to the screened porch, offering beautiful views of the private pool and backyard . Walk-in closet with organizers. Primary bath has soaking tub, large marble shower, private water closet & dual sink vanities. 3 guest bedrooms, with one having an ensuite bath also providing convenient access to the pool area—perfect for effortless poolside living. Bonus/Flex room with its own A/C (2026) is perfect for an office, hobby room, studio, gym, etc. Outdoor living is truly exceptional. The screened rear porch features paver flooring and overlooks the Saltwater PebbleTec pool , complete with Caribbean blue tile, a charming, soothing waterfall and gazebo. Pool pump & new salt system (2025). An expanded paver patio (2025) extends into the private backyard, providing ample space for entertaining, relaxing, and enjoying the peaceful surroundings. Many updates include tile roof (2019), HVAC (2017), Water Heater (9/2026), Paver patio (2022), Kitchen updated (2020) with professional kitchen cabinet refinishing (2026), Bosch refrigerator (2025), Frigidaire appliances (2026). All ceiling fans updated (2024 & 2025). Newly textured ceilings (2022), modern lighting. With its luxurious finishes, spacious layout, updated kitchen, resort-style pool, and prime location within two prestigious gated communities, this home offers an exceptional Florida lifestyle with privacy, comfort, and elegance at every turn. Centrally located to Tampa International and St . Pete/Clearwater Airport, award winning beaches, boating and fishing, professional sporting events, historic Dunedin and Safety Harbor, Pinellas and Duke Energy Bike Trails, restaurants, shopping, and hospitals. East Lake Woodlands is a golf community with an optional membership available to the nationally renowned ELW Country Club, featuring outstanding amenities including two championship golf courses, sixteen tennis courts, pickleball, fully-equipped fitness center, lap & freeform pools, splash pad, dining, full social calendar/club, and is also part of ClubCorp/Invited with reciprocal rights to 300+ clubs. Low HOA and NO flood insurance required. A fantastic value! Call today for your private tour!

1723 Captiva Drive, Oldsmar

Start Your Search