Location: East Lake Woodlands, Oldsmar
Do Not Show Listings
208 CYPRESS CT, OLDSMAR, FL 34677
$159,90086 Days on yellowkey MLS ID: TB8475945
0 Days Off yellowkey (back on 4/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,954 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,954
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
303 MEADOW LN, OLDSMAR, FL 34677
$190,00027 Days on yellowkey MLS ID: TB8497109
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1985Monthly Fee: $422 Tax: $2,724 (2025)Community: Meadows Condo At East Lake WoodlandsSpa: NoCondo
Taxes:$2,724
Remarks: Welcome to this highly sought-after gated community of East Lake Woodlands, which is move-in ready. This quiet, well-maintained neighborhood offers the perfect mix of tranquility and accessibility. Whether you're a first-time buyer, a snowbird looking for a Florida retreat, or an investor adding to your portfolio, this low-maintenance home checks all the right boxes. Enjoy a friendly atmosphere with shaded streets and a suburban feel while still being just minutes from shops and restaurants. The Primary suite features 2 walk-in closets with access to the tranquil back patio. The unit offers plenty of closet storage, fully furnished with enclosed laundry on the patio, one owner parking and ample guest parking. Residents have the option to join the East Lake Woodlands Country Club, unlocking access to a range of upscale amenities, including 2 championship 18-hole golf courses, a clubhouse with dining and social events, pickleball and tennis courts, a modern fitness center with group classes, and a resort-style swimming pool. Some nearby outdoor attractions are: Empower Adventures Zipline Park, R.E. Olds Park, and Mobbly Bayou Wilderness Preserve and Harbor Palms Nature Park. Minutes from Shaker & Peel, one of Yelp's top-rated restaurants. Enjoy shopping at the iconic Oldsmar Flea Market, catch the latest blockbuster at AMC Woodlands Square, or head to Countryside Mall for bigger retail options. Quick access to Tampa Road and Curlew Road makes commuting to Tampa, Clearwater, or St. Pete easy and efficient.
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Shauna Hoyt (727-424-0072)
106 PINE CT #346, OLDSMAR, FL 34677
$175,00061 Days on yellowkey MLS ID: TB8484847
1 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $586 Tax: $2,848 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,848
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
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)
204 WINDWARD PL #36, OLDSMAR, FL 34677
$195,00039 Days on yellowkey MLS ID: A4686982
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1984 Tax: $3,166 (2025)Community: Meadows Condo At East Lake WoodlandsCondo
Taxes:$3,166
Remarks: Welcome to 204 Windward Place #36, a well-maintained and move-in-ready condo located in the desirable East Lake Woodlands community in Oldsmar, Florida. This residence offers a comfortable layout with abundant natural light and a private outdoor space ideal for relaxing or enjoying morning coffee. The interior has been thoughtfully maintained, providing a clean and inviting living environment suitable for a primary residence, seasonal use, or investment. Assigned parking is included, along with convenient guest parking. East Lake Woodlands is a gated community offering a secure and established setting with mature landscaping and scenic surroundings. Optional membership opportunities are available at the nearby Ardea Country Club, which features golf, tennis, fitness, pool, and dining amenities. Conveniently located near Tampa, Clearwater, and St. Petersburg, this property provides easy access to Gulf beaches, shopping, dining, medical facilities, and Tampa International Airport. This property presents an excellent opportunity for buyers seeking low-maintenance living in a well-located Pinellas County community. Schedule your private showing today.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Robert Dinan (941-993-7455)
115 WINDWARD PL #15, OLDSMAR, FL 34677
$180,00043 Days on yellowkey MLS ID: TB8490824
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1984Monthly Fee: $431 Tax: $2,768 (2025)Community: Meadows Condo At East Lake WoodlandsCondo
Taxes:$2,768
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)
108 LAKEVIEW PL #108, OLDSMAR, FL 34677
$179,900153 Days on yellowkey MLS ID: TB8454159
0 Days Off yellowkey (back on 3/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1980Community: East Lake Woodlands CondoCondo
Taxes:
Tax Year:
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)
124 NINA WAY #24, OLDSMAR, FL 34677
$199,900 MLS ID: TB8480745
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979Community: East Lake Woodlands CondoCondo
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 Agent: Mark Fazzini (727-485-9981)
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