Location: East Lake Woodlands, Oldsmar
Do Not Show Listings
303 MEADOW LN, OLDSMAR, FL 34677
$190,00044 Days on yellowkey MLS ID: TB8497109
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1985 Tax: $2,724 (2025)Community: Meadows Condo At East Lake WoodlandsSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,724
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
260 BALSAM DR, OLDSMAR, FL 34677
$249,900237 Days on yellowkey MLS ID: TB8433742
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1981Monthly Fee: $440 Tax: $960 (2024)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$960
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
Remarks: SIGNIFICANT PRICE DECREASE!!! Owners are motivated!!! This desirable end-unit villa in exclusive East Lake Woodlands combines comfort, privacy, and an ideal layout for everyday living or entertaining. Featuring two spacious primary suites, each with its own ensuite bath and split floor plan design, the home provides excellent privacy for residents and guests alike. The open layout includes a welcoming family room, a dedicated dining room, and a bright eat-in kitchen with a generous pass-through bar—perfect for casual dining, entertaining, or extra storage. A charming front courtyard offers an inviting spot for morning coffee or al fresco meals, while the expansive lanai, complete with removable windows, provides a versatile additional living space to enjoy year-round. Thoughtful storage solutions are found throughout, with ample closet space to keep everything organized. Important updates include a roof replacement in 2021, an upgraded electrical panel in 2017 and a 2016 AC system. The HOA provides peace of mind with coverage that includes roof replacement, exterior painting, wood repairs, landscaping, lawn maintenance, irrigation, and fertilization. Located within the highly regarded East Lake Woodlands, a premier gated golf course community, residents have access to optional membership opportunities that feature golf, tennis, swimming, fitness, dining, and social events. With its combination of thoughtful design, modern updates, and resort-style community amenities, this villa offers the perfect place to call your year round home or winter residence. Don't delay.
Listing is courtesy of: MARC JOSEPH REALTY, INC (727-644-9333)
Listing Agent: Colleen Monagas (727-644-9333)
260 MICHAELS CIR, OLDSMAR, FL 34677
$280,00018 Days on yellowkey MLS ID: TB8507054
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1385 Built: 1980Monthly Fee: $383 Tax: $5,013 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$5,013
Middle School: John Hopkins Middle-PN
Remarks: Spacious 3-bedroom, 2-bath villa offering 1,385 square feet of comfortable living in desirable East Lake Woodlands. This home features ceramic tile throughout the main living areas and cozy carpet in the bedrooms. The bright living room is lined with sliding glass doors that open to a screened lanai spanning the full length of the villa—perfect for enjoying indoor/outdoor Florida living. The primary bedroom and third bedroom both feature private patio door access to the screened lanai, while ceiling fans in the bedrooms add extra comfort. Enjoy additional outdoor space with a fenced front patio, plus extra storage located on the screened lanai. Your covered carport includes an additional storage unit and comes with one assigned parking space. Currently occupied by excellent tenants. For buyers looking to make this home their own, a lease termination may be negotiated.
Listing is courtesy of: DASHER RLTY & PROP. MANAGEMENT (407-575-7731)
Listing Agent: Stephanie Dasher (407-575-7731)
202 MEADOW LN #50, OLDSMAR, FL 34677
$185,00022 Days on yellowkey MLS ID: TB8505503
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 875 Built: 1985Monthly Fee: $427 Tax: $2,030 (2025)Community: Meadows Condo Unit Two At East Lake Woodlands TheCondo
Taxes:$2,030
Remarks: Welcome to this well-located, offering comfort and convenience. This residence features 2 bedrooms and 2 bathrooms, providing a functional layout suitable for a variety of living needs. Ideally positioned with easy access to major roadways, the home allows for a smooth commute to nearby areas such as Tampa and Clearwater. The surrounding area offers a wide range of shopping, dining, and entertainment options. Just minutes away, you’ll find Westfield Countryside Mall, featuring a variety of retail stores and services. For travel convenience, Tampa International Airport is easily accessible. Healthcare services are nearby at Mease Countryside Hospital, adding an extra layer of convenience. Dining options in the area include well-known establishments such as Chick-fil-A and Starbucks, along with a variety of local favorites. This property presents a great opportunity to enjoy a comfortable lifestyle in a centrally located community close to everyday essentials.
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Alexandra Muneton (813-802-1677)
230 BALSAM DR, OLDSMAR, FL 34677
$275,00026 Days on yellowkey MLS ID: TB8504047
REDUCED by $10,000 (3.5%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1981Monthly Fee: $440 Tax: $4,627 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$4,627
Remarks: One or more photo(s) has been virtually staged. Welcome home to this beautifully maintained 2-bedroom, 2-bathroom villa nestled in the highly desirable, gated community of East Lake Woodlands. Designed with both comfort and functionality in mind, this home features a desirable split-bedroom floor plan, offering privacy for both owners and guests, with a conveniently located shared bathroom for the secondary bedroom. Step inside and be greeted by a spacious living area perfect for entertaining, complete with a dedicated dining room and a stylish wet bar—ideal for hosting gatherings or enjoying a quiet evening at home. The well-appointed kitchen offers a full appliance package, abundant cabinetry, and ample counter space, making meal preparation a breeze. The generously sized primary suite serves as a relaxing retreat, featuring a walk-in closet and an updated en-suite bathroom with a large walk-in shower. An additional expansive family room provides even more flexible living space, perfect for a media room, home office, or casual lounging area. Enjoy seamless indoor-outdoor living as you step through sliding glass doors into your private, fenced courtyard—an inviting space to savor your morning coffee or unwind in the evening. Residents of East Lake Woodlands have the option to enjoy resort-style amenities, including a premier golf course, tennis courts, fitness center, dining, and a vibrant calendar of social events (membership optional). Conveniently located near shopping, dining, entertainment, and medical facilities, this home offers the perfect blend of tranquility and accessibility. Don’t miss your opportunity to make this exceptional villa your own—schedule your private showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Dawn Walls
256 CYPRESS LN, OLDSMAR, FL 34677
$160,000259 Days on yellowkey MLS ID: TB8417068
0 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1053 Built: 1980Monthly Fee: $535 Tax: $2,500 (2024)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,500
Remarks: Under contract-accepting backup offers. 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)
204 WINDWARD PL #36, OLDSMAR, FL 34677
$195,00056 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 move-in-ready condominium located within the highly desirable gated community of East Lake Woodlands in Oldsmar, Florida. This well-maintained residence offers low-maintenance Florida living with a comfortable layout, natural light, and convenient access to the Tampa Bay area and Gulf Coast beaches. This Oldsmar condo features a thoughtfully designed floor plan with inviting living spaces that create a warm and functional atmosphere for both everyday living and seasonal enjoyment. Large windows allow abundant natural light to flow throughout the interior, enhancing the open and welcoming feel of the home. The residence has been carefully maintained, offering a clean and move-in-ready environment ideal for a primary residence, vacation property, seasonal retreat, or investment opportunity in Pinellas County. The living and dining areas provide flexibility for entertaining, relaxing, or working remotely while maintaining a comfortable residential setting. A private outdoor space offers the perfect place to enjoy morning coffee, unwind in the evenings, or appreciate Florida’s year-round outdoor lifestyle. Assigned parking is included, along with convenient guest parking for visitors. Located within East Lake Woodlands, residents enjoy a gated community known for its mature landscaping, scenic surroundings, peaceful atmosphere, and established neighborhood appeal. Optional memberships are available at the nearby Ardea Country Club, offering access to: • Championship golf courses • Tennis facilities • Resort-style swimming pool • Fitness center • Dining and social amenities Situated in Oldsmar, Florida, this property provides convenient access to Tampa, Clearwater, and St. Petersburg while remaining close to shopping centers, restaurants, parks, medical facilities, and major transportation routes. Residents are also within reach of Tampa International Airport and some of Florida’s most popular Gulf beaches. 204 Windward Place #36 presents an excellent opportunity to own a low-maintenance condo in one of the Tampa Bay area’s most desirable gated golf communities, combining comfort, convenience, and access to the Florida lifestyle. Schedule your private showing today and discover everything East Lake Woodlands living has to for you!!!!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Robert Dinan (941-993-7455)
240 CYPRESS LN #240, OLDSMAR, FL 34677
$224,90089 Days on yellowkey MLS ID: TB8481270
REDUCED by $5,000 (2.2%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $3,193 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$3,193
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)
303 MARTHA LN #303, OLDSMAR, FL 34677
$195,00074 Days on yellowkey MLS ID: TB8485863
INCREASED by $5,100 (2.7%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979 Tax: $613 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$613
Remarks: Welcome home to peaceful, easy living in the heart of East Lake Woodlands. This well-maintained 2-bedroom, 2-bathroom condo offers a comfortable and functional layout ideal for everyday living or seasonal enjoyment. The spacious primary suite serves as a true retreat, highlighted by an impressive three walk-in closets, providing exceptional storage rarely found in condo living. Residents can enjoy tranquil surroundings and unwind at the community pool, creating a relaxed Florida lifestyle. Conveniently located in Oldsmar, this home offers easy access to shopping, dining, beautiful Gulf beaches, and Tampa International Airport, making commuting and travel effortless.
Listing Agent: Angelique Blake (248-808-9399)
208 CYPRESS CT, OLDSMAR, FL 34677
$159,900103 Days on yellowkey MLS ID: TB8475945
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,954 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,954
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)
50 WOODLAKE PL, OLDSMAR, FL 34677
$218,00016 Days on yellowkey MLS ID: TB8507105
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1983 Tax: $3,197 (2025)Community: East Lake Woodlands Woodlake RunCondo
Taxes:$3,197
Remarks: Welcome to Woodlake Run in the gated East Lake Woodlands Country Club community, where tranquil pond views and beautiful sunsets create the perfect Florida lifestyle. This first-floor condo offers a peaceful setting overlooking a scenic two-acre pond, with an oversized glass-enclosed lanai providing the ideal space to relax and enjoy the landscaped yard and water views year-round. Inside, the tiled entrance foyer opens to a spacious living and dining area with a breakfast bar connecting to the open kitchen, featuring granite countertops, wood cabinets with pantry cabinet. Sliding glass doors from both the living room and primary bedroom lead to the expansive rear lanai, while additional sliders from the kitchen and guest bedroom open to the screened front patio where the utility closet with washer and dryer is conveniently located. The split-bedroom floor plan offers privacy and comfort for residents and guests alike. The primary suite features a walk-in closet along with a second built in wall closet, oversized vanity, linen closet, and tub/shower combination. The guest bedroom is generously sized and located near the guest bath with walk-in shower and its own linen closet. This condo is completely tiled thru out! Residents enjoy access to two nearby heated community pools and the option to join Ardea Country Club, featuring two championship 18-hole golf courses, tennis, pickleball, fitness center, dining, social activities, and more. Ideally located near Westfield Countryside Mall, shopping, restaurants, entertainment, parks, walking trails, and the sandy beaches of Honeymoon Island, with easy access to the charming downtown areas of Tarpon Springs, Dunedin, and Safety Harbor. This is Florida living at its best in one of the area’s most desirable gated communities. This condo comes conveniently fully furnished and contents are included in the sale (King bed in the primary bedroom and twin beds in the guest bedroom).
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Karen Sewell (727-542-4467)
110 INGRID PL, OLDSMAR, FL 34677
$294,90026 Days on yellowkey MLS ID: TB8502559
0 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1755 Built: 1978Monthly Fee: $450 Tax: $2,149 (2025)Community: East Lake Woodlands Cluster HomesTownhouse
Taxes:$2,149
Remarks: Under contract-accepting backup offers. Nature lovers! Enjoy the abundant wildlife and tranquil creek/preserve views from the patio and 2nd floor balcony of this fabulous FURNISHED townhome nestled in the heart of East Lake Woodlands, among the premier gated country club communities in northern Pinellas County! The primary suite—created by combining what was originally two bedrooms—feels exceptionally spacious, with plenty of room to unwind, and it can easily be reconfigured if a total of 3 bedrooms are needed. Many terrific features, including a huge great-room floor plan, roof (2025).... all in 2024: new luxury vinyl plank flooring in main areas, new kitchen cabinets/ granite countertops along with all new appliances, kitchen lights, washer/dryer, hot water heater, water softener, A/C (2018), painting exterior will be done May 2026, designated carport with storage, very large screened lanai, and so much more! Fantastic location, close to award winning beaches, airports, Pinellas Trail, golf courses, tennis club, St Pete, Tampa, restaurants, hospitals, and shopping! Don't pass up this special gem of a home in a special community at a great price!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Rene Mailaender (727-789-5555)
470 HICKORYNUT AVE, OLDSMAR, FL 34677
$765,00077 Days on yellowkey MLS ID: TB8485715
REDUCED by $30,000 (3.8%) on 05/08/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2922 Built: 1987Monthly Fee: $110 Tax: $10,515 (2025)Community: East Lake WoodlandsSpa: YesSingle Family
Taxes:$10,515
Remarks: One or more photo(s) has been virtually staged. Located inside the highly desirable gated community of East Lake Woodlands, this spacious 4-bedroom, 2.5-bath residence offers an expansive 2,922 sq ft of living space on an oversized lot with peaceful water views. Step inside to soaring ceilings and an open, light-filled floor plan designed for both everyday living and entertaining. The home features expansive living areas including a formal living and dining room and a large family room with fireplace. New Luxury Vinyl Plank flooring installed in 2026 runs throughout the main living areas, creating a modern and cohesive look, while new carpet installed in 2026 adds comfort to the guest bedrooms. The updated kitchen features granite countertops and stainless-steel appliances, flowing seamlessly into the main living space and breakfast area—perfect for gatherings and everyday living. The spacious primary suite offers direct access to the pool area along with a private bath and generous closet space. Enjoy Florida living at its best with a screened pool and lanai overlooking a tranquil pond, providing both privacy and relaxing water views. The home also features fresh exterior paint completed in 2026 and a 3-car garage, all situated on a generous homesite within this established golf-course community. Residents of East Lake Woodlands have the option to join the Ardea Country Club, a recently renovated club offering two championship golf courses, tennis and pickleball courts, fitness facilities, resort-style pool, and multiple dining venues. The club provides a vibrant social calendar and family-friendly amenities, creating a true country club lifestyle right inside the community. Located just minutes from shopping, dining, top-rated schools, and major commuter routes, this home offers convenient access to Tampa International Airport, Gulf beaches, and the best of the Tampa Bay area. Close to all the Tampa Bay Area has to offer; Championship golf courses, Tampa International Airport, NHL, NFL, MLB events, Grand Prix, PGA events, fine dining, concerts, parks, biking trails, BMX events, and more. Begin Your Paradise Life Today.
Listing is courtesy of: PARADISE LIFE REALTY (727-698-2996)
Listing Agent: Lou Tutko (727-698-2996)
106 LAKESIDE CT, OLDSMAR, FL 34677
$158,000419 Days on yellowkey MLS ID: TB8350281
REDUCED by $2,000 (1.3%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $2,932 (2024)Community: East Lake Woodlands CondoCondo
Taxes:$2,932
Remarks: Great Value!! This Condo is located within the Gated community of East Lake Woodlands. This unit is on the second floor and features an eat in kitchen, living/dining room with sliders out to the screened lanai, split bedroom plan, the primary suite has a walk-in closet, a secondary closet and a linen closet. The primary bath has a step in shower. The guest suite has a bath off the hallway. The laundry closet is located on the lanai & includes a washer/dryer. Covered parking 1 space under carport. Unit is located across from the Pool! This unit needs your attention & priced to offset reno to make it your own. Great rental, primary residence or winter getaway..No waiting period for a buyer to rent the condo. Excellent opportunity!
Listing is courtesy of: TAMPA BAY SIGNATURE PROPERTIES, LLC (727-692-2847)
Listing Agent: Christi Watson (727-692-2847)
130 CYPRESS LN #130, OLDSMAR, FL 34677
$160,00029 Days on yellowkey MLS ID: TB8502597
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $571 Tax: $2,571 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,571
Remarks: One or more photo(s) has been virtually staged. Welcome to this two-bedroom, two-bath condominium in Oldsmar, offering 1,054 square feet and a flexible opportunity for investors, first-time buyers or seasonal residents. This residence is vacant and ready for immediate occupancy or renovation. The interior reflects the original condition, presenting a value-add opportunity for customization. The primary bedroom includes a walk-in closet, and the layout supports functional living and dining spaces. Recent updates include an air-conditioning system installed in 2025, along with a washer, dryer and refrigerator replaced in 2024. This property is well-suited for buyers seeking to personalize a residence or secure an investment with long-term potential. Conveniently near shopping, dining and commuter routes, supporting full-time and seasonal living.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (813-217-5288)
Listing Agent: Maria Azuaje (317-371-0935)
405 HOLLY HILL RD, OLDSMAR, FL 34677
$660,00027 Days on yellowkey MLS ID: TB8503763
0 Days Off yellowkey (back on 5/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2311 Built: 1979Monthly Fee: $149 Tax: $3,606 (2026)Community: East Lake WoodlandsSpa: YesSingle Family
Taxes:$3,606
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Welcome to your private retreat in the highly sought-after gated community of East Lake Woodlands in Oldsmar. This beautifully updated 3-bedroom, 2-bathroom home features a thoughtfully designed open split floor plan that provides both comfort and privacy. Step inside to a stunning living room with vaulted ceilings and exposed beams, creating a warm yet spacious atmosphere. Entertain with ease at the bar, or open the French doors to seamlessly extend your living space onto the re-screened lanai. Outside, enjoy your own slice of Florida paradise with a sparkling PebbleTec pool and spa overlooking the scenic golf course. The home has been fully updated, including a modern updated kitchen equipped with granite countertops, stainless steel appliances, and soft-close drawers. Both bathrooms have been tastefully renovated, with the spacious primary suite offering dual sinks with granite counters and two walk-in closets. ADDITIONAL RECENT UPGRADES INCLUDE THE REMOVAL OF POPCORN CEILINGS, NEW ATTIC INSULATION, REPLACEMENT OF ALL INTERIOR DOORS, A NEW POOL MOTOR, AND BEAUTIFUL PAVERS INSTALLED IN THE DRIVEWAY, WALKWAY, AND PORCH. Major improvements such as a NEW ROOF (2025) and HVAC system (2017) add even more value and peace of mind. Further enhancements include HURRICANE RATED WINDOWS IN ALL BEDROOMS AND THE BATHROOM, a WATER SOFTNER SYSTEM, NEW WINDOW TREATMENTS, NEW OUTDOOR LIGHTING, ADDED LAUNDRY ROOM FEATURES, UPDATED BASEBOARDS THROUGHOUT, —just to name a few. Additional highlights include a cozy fireplace, a 240 sq ft BONUS ROOM perfect for a home office or gym, with flex space that offers endless possibilities. East Lake Woodlands is a deed-restricted, gated community offering exceptional amenities including golf, pickleball, tennis courts, a community pool, and a clubhouse. Ideally located, this home is approximately 25 minutes from Tampa International Airport, 20 minutes from St. Pete-Clearwater International Airport, 30 minutes from Clearwater Beach, and 35 minutes from Honeymoon Island. Enjoy easy access to a variety of nearby restaurants, shopping, and everyday conveniences. Don’t miss your opportunity to own this exceptional home—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jan Thomas-Smith (727-492-7825)
235 WOODS LANDING TRL #235, OLDSMAR, FL 34677
$279,900101 Days on yellowkey MLS ID: TB8474969
REDUCED by $20,000 (6.7%) on 04/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1201 Built: 1984Monthly Fee: $591 Tax: $4,279 (2024)Community: East Lake Woodlands Woods Landing TwnhmsTownhouse
Taxes:$4,279
Remarks: One or more photo(s) has been virtually staged. Move-in ready and tucked inside one of Oldsmar’s most established gated communities, East Lake Woodlands, this single story townhome offers low-maintenance living and peaceful pond views. . The kitchen features updated cabinetry, crisp white quartz countertops (2025), stainless steel appliances, and a dining area that flows seamlessly into the living space. The split-bedroom floor plan provides privacy, with both bedrooms offering wide-plank luxury vinyl flooring, built-in closet shelving, and brand-new doors. The primary suite includes a private en-suite bath with a fully tiled walk-in shower and glass enclosure. Neutral finishes and a pedestal sink create a clean, bright, and easy-to-maintain space. Large windows and sliding glass doors bring in natural light, while the enclosed lanai overlooking the pond offers a quiet spot for morning coffee or relaxed evenings. Located near the community pool and close to everything Oldsmar residents love; parks, restaurants, shopping, with convenient access to Tampa and Clearwater. Optional membership at Ardea Country Club provides access to championship golf, tennis, pickleball, fitness facilities, pools, and clubhouse dining.
Listing is courtesy of: SOUTHERN LIFE REALTY (727-642-1758)
Listing Agent: Kelsi Ward (727-488-7032)
118 LAKEVIEW WAY #118, OLDSMAR, FL 34677
$150,000138 Days on yellowkey MLS ID: A4677135
0 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1980 Tax: $3,415 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$3,415
Remarks: Under contract-accepting backup offers. *** Motivated Seller *** Beautiful 2 bedroom, second floor end unit condo overlooking a tranquil pond, with scenic views from the living room and primary bedroom. Tasteful color tones throughout enhance the bright, inviting layout. The kitchen features a stunning mosaic glass backsplash and ample cabinetry. A charming stone wood burning fireplace anchors the living space. The spacious primary suite offers generous closet space and a beautifully appointed en suite bath with dual sinks. This move in ready home is being sold furnished and is conveniently located close to community amenities.
Listing is courtesy of: HUNT BROTHERS REALTY, INC. (941-388-7017)
Listing Agent: Christopher Hunt (941-232-9614)
370 S WOODLANDS DR, OLDSMAR, FL 34677
$369,999432 Days on yellowkey MLS ID: TB8361268
REDUCED by $27,400 (6.9%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1979Monthly Fee: $340 Tax: $5,324 (2025)Community: East Lake Woodlands Patio HomesSpa: NoVilla
Taxes:$5,324
Remarks: Virtually Staged some photos. Price Reduction!! Attention all Golfers and Tennis players Dream in East Lake Woodlands that showcases 2 Championship 18 hold golf courses and 14 HAR-Tru tennis courts with no membership required!!.Newly remolded Patio Home with 2 bedroom 2 full bathroom with possible office/dining area in the Golf Course Community of East Lake Woodlands. This meticulously maintained 1500 sq. ft. open floor plan home features New Contemporary Cabinetry (2025), brand new quartz countertops (2025), brand new kitchen sink (2025), brand new garbage disposal (2025), brand new light fixtures including can lighting throughout (2025), and new stainless steel appliances including double oven. Both bathrooms have been remolded with new cabinets, new tile shower tile (2025), new vanities and sinks (2025). Imported Italian tile throughout the home. Wood plantation shutters through out, large crown and floor molding, California closets in master bedroom, 4 magnificent skylights that bring in natural light, LARGE electric retractable patio awning for private courtyard perfect for entertaining, 2 car oversized garage, new AC (2016), new TPO Roof (2016), new Hurricane Impact Triple Sliding Doors and ALL Windows (2020), new Hurricane Impact Garage Door (2015), new Ceramic Tile Floors (Wood Look)(2018), new Construction of Den/Study w/ Vaulted Wood Ceiling and Ceiling Fan (2018), new Brick Paver Walkway and Patio area (2018), new Water Heater (2018), new Water Softener (2016), new LARGE Driveway (2023), new Epoxy Garage Floor (2023), All new Interior Paint (2023), All new Exterior Lights (2023), A MUST SEE to truly appreciate this turnkey home! Home is located within approximately 15- 30 minutes to the beaches ( Honeymoon Island, Caladesi Island and Clearwater Beach). You can also drive to Walt Disney World, Epcot and Hollywood Studios in approximately 1 hour and 30 minutes depending on traffic. Call today to schedule your showing appointment!
Listing is courtesy of: 27NORTH REALTY (630-803-8506)
Listing Agent: Michele Davis (813-787-4413)
172 LAKEVIEW WAY #172, OLDSMAR, FL 34677
$165,00047 Days on yellowkey MLS ID: TB8496591
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1980 Tax: $3,644 (2024)Community: East Lake Woodlands CondoCondo
Taxes:$3,644
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2 bedroom, 2 bathroom second-floor condo located in the highly desirable gated community of East Lake Woodlands. This immaculate home features upgraded luxury vinyl plank flooring throughout and offers a serene, peaceful pond view perfect for relaxing mornings or evenings. Residents enjoy access to an exceptional lifestyle with two championship 18-hole golf courses, 14 Har-Tru tennis courts, and a stunning country club. Ideally situated near world-class beaches, scenic nature parks and preserves, and with convenient access to shopping and dining, this home is the perfect opportunity to embrace the best of the Florida lifestyle.
Listing is courtesy of: CENTURY 21 INTEGRA (800-593-7653)
Listing Agent: Becki Server (727-835-9696)
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