East Lake Woodlands Homes for Sale in Oldsmar - 49 homes

Remarks: Just what you have been waiting for....! FIRST floor, pet friendly (up to 40 pounds), condo located in Cypress Estates III of the popular gated community of East Lake Woodlands Country Club, a community that has been designed to enhance your lifestyle. Direct entrance takes you to open views of the dining and living room area out thru the sliding doors to your screened lanai overlooking a park like setting view. This home has been carefully maintained and has a split bedroom plan and the primary bedroom offers two closets, ensuite bath with updated sink vanity and newer tiled shower in the primary bath. Spacious guest bedroom with wall closet. The laundry closet is located off your lanai with washer/dryer. There is a community pool just down from the condo, one covered parking space and other available guest spaces. Optionally, you could join the Ardea (formerly the East Lake Woodlands) Country Club for use of their facilities that will include Clubhouse, two Championship 18 hole golf courses, additional heated pools, tennis courts, fitness center and Clubhouse restaurants and social gatherings. Minutes away from Countryside Mall and the sandy beaches of Honeymoon Island along with parks, restaurants and entertainment. This is a gated, golf cart friendly community (must be street legal), which is handy to run over to the nearby shopping plaza for some of your everyday needs. Location is everything! It is approximately 15 miles from Tampa Airport and less than 10 miles to the beach. For more information about the community and the area go to: www.eastlakewoodlands

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

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

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: Under contract-accepting backup offers. Tucked inside the 24-hour gated community of East Lake Woodlands, this beautifully maintained waterfront pool home welcomes you with undeniable curb appeal and a sense of arrival. A stamped concrete driveway accented with brick pavers and a charming brick walkway guide you to the inviting front entry, where a glass-insert front door with sidelights creates a light-filled first impression. Framed by swaying palm trees, lush landscaping, and outdoor lighting, the exterior sets the tone for relaxed Florida living. Inside, the home offers a thoughtfully designed split-bedroom floor plan with 4 bedrooms and 2 full baths, across 2,147 sq ft, providing both privacy and functionality. Rich engineered hardwood flooring flows throughout, adding warmth and sophistication. The heart of the home is the beautifully updated kitchen, featuring raised panel cabinetry with crown molding, soft-close drawers and cabinets, stainless pulls, under-cabinet lighting, and a built-in pantry with pull-outs. A Quartz countertop (2020) is complemented by a sleek glass tile backsplash. Appliances include a smooth-top range, new Frigidaire Gallery French door refrigerator and microwave, Bosch dishwasher, and a sink with touchless faucet. Recessed lighting enhances the galley-style layout, while the sunlit café area with floor-to-ceiling windows overlooking the lanai creates the perfect spot for casual dining. A separate closet pantry completes the space. The formal dining room features built-in cabinetry mirroring the kitchen, complete with a Quartz buffet server, glass backsplash and designer lighting. The living room impresses with a vaulted ceiling, wood-burning fireplace, and skylight, while sliding glass doors open to the lanai and pool area, enhancing indoor-outdoor living. The sunken family room offers a relaxed retreat, with lanai access, and includes a stunning billiard table with all accessories and overhead lighting fixture. The updated primary suite, with direct access to the lanai, offers a private retreat. The ensuite bath is beautifully designed, featuring a barn door entry that opens to a double vanity with Quartz countertops, undermount sinks, and ample cabinetry and drawers. The expansive walk-in shower showcases a seamless glass panel, built-in bench, shampoo niches, rain head and handheld fixtures, and a high window for natural light, along with an exhaust fan for added comfort. A custom walk-in closet with built-ins completes this well-appointed space. Secondary bedrooms are generously sized, with ample closet space, and share a well-appointed bathroom featuring a jetted tub, and a vessel sink set atop a double vanity. The hallway includes a linen closet with attic access and a door with convenient access to the lanai. Step outside to your private outdoor oasis, where an upgraded Pebble Tec pool is surrounded by a stamped concrete deck. The home is ideally positioned alongside a pond bordering the side and rear of the property. The covered, screen-enclosed lanai with a beadboard ceiling, three fans, and a manual retractable screen for added shade and comfort. A pass-through window from the kitchen with a bar counter on the lanai side makes outdoor dining effortless. Additional highlights include NEW A/C 2026, PGT hurricane windows, new baseboards, interior doors, and updated deora switches and outlets. Don’t miss this opportunity to own a waterfront pool home in one of Oldsmar most sought after gated communities. Schedule your showing today.

Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)

Listing Agent: Raymond Mihara (813-960-2300)

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: 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: 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)