Location: East Lake Woodlands, Oldsmar
Do Not Show Listings
405 HOLLY HILL RD, OLDSMAR, FL 34677
$660,00012 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,606
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2026
Middle School: Carwise Middle-PN
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)
405 WOODS LANDING TRL, OLDSMAR, FL 34677
$249,900127 Days on yellowkey MLS ID: A4676677
REDUCED by $5,100 (2.0%) on 04/23/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1200 Built: 1984Monthly Fee: $591 Tax: $2,370 (2024)Community: East Lake Woodlands Woods Landing TwnhmsTownhouse
Taxes:$2,370
Tax Year: 2024
Remarks: Short Sale. BANK APPROVED SHORT SALE - Welcome to the coveted East Lake Woodlands Gated Community. One of the first things you will notice when you walk in the door is the views to the back, featuring woods, water, wildlife and serenity. This beautiful 2 bedroom 2.5 bath townhouse features a carport, outside storage shed and large enclosed Florida room that opens with sliding doors from living room. There is also sliders from the kitchen leading to an outside patio with pavers, perfect for BBQing or relaxing. Large living room/dining area, updated kitchen with stainless steel appliances and 1/2 bath complete the first floor. Upstairs the primary suite has a walk in closet as well as en-suite bathroom. The guest room also has it's own bath and walk in closet with laundry upstairs between the 2 rooms. Updates include new CAC, new range, dishwasher and hot water heater all in 2024. For an extra fee you can join the Ardea Country Club, which has two – 18-hole golf courses, restaurants, bar, fitness center, tennis courts, pickleball courts, Olympic size pool, splash pads, ping pong and more. Centrally located to shopping, restaurants, airport, excellent schools and Florida’s award-winning Gulf Beaches. All of these features makes East Lake Woodlands the perfect place to call home. NO FLOOD INSURANCE REQUIRED and no damage from any storms.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Loren Roye (516-446-3614)
235 WOODS LANDING TRL #235, OLDSMAR, FL 34677
$279,90086 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
Elementary School: None
High School: None
Middle School: None
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
$150,000123 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
Tax Year: 2025
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
$369,999417 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
$165,00032 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)
240 CYPRESS LN #240, OLDSMAR, FL 34677
$229,90074 Days on yellowkey MLS ID: TB8481270
REDUCED by $25,000 (9.8%) on 04/29/2026
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)
207 CYPRESS LN, OLDSMAR, FL 34677
$180,00035 Days on yellowkey MLS ID: TB8492844
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,309 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,309
Remarks: First-floor 2-bedroom, 2-bathroom condo located in the East Lake Woodlands community in Oldsmar. This pet-friendly unit offers a peaceful pond view and a comfortable, functional layout. The living room and kitchen feature updated luxury vinyl flooring, creating a clean and cohesive living space. The primary bedroom includes two walk-in closets, private access to the enclosed Florida room, and an updated en-suite bathroom. All windows have been upgraded for efficiency and durability, including hurricane impact windows throughout the main living areas and double-pane Low-E windows in the Florida room. The AC was replaced in 2023, and the washer and dryer are approximately 3 years old. The enclosed Florida room overlooks the pond and offers a comfortable space to relax and enjoy nature and the Florida weather. Just outside, the patio features updated pavers installed in 2023, adding to the outdoor usability and appeal. The HOA covers water, sewer, trash, exterior maintenance including the roof, and common areas, making upkeep simple. Residents also have access to a heated community pool. The unit includes an assigned covered parking space. Located near East Lake Woodlands Country Club, which offers optional memberships with access to golf courses, tennis courts, fitness facilities, dining, and social events. Conveniently located near shopping, dining, and major roadways, this condo offers low-maintenance living in a well-kept community.
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Scott Mayhew (617-631-4060)
107 MARY DR #107, OLDSMAR, FL 34677
$189,000123 Days on yellowkey MLS ID: TB8462887
1 Days Off yellowkey (back on 4/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $3,445 (2025)Community: East Lake Woodlands CondoSpa: NoCondo
Taxes:$3,445
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move-In Ready Ground Floor Condo in Gated East Lake Woodlands Community! Step into this beautiful updated ground floor condo, where comfort meets convenience in a secure gated environment. The kitchen and bathrooms were thoughtfully renovated in 2017, and brand-new luxury vinyl plank flooring flows seamlessly throughout the living, dining, hall, and both bedrooms—no carpet to worry about! The master suite is impressively spacious, featuring three closets, including two walk-ins, providing ample storage. The abundant windows and sliding doors fill the living spaces with natural Florida sunlight, creating a warm and inviting atmosphere. Unwind in the screened lanai, complete with tranquil views of the green space behind and adjacent picturesque pond, perfect for relaxation or entertaining. Additional storage and a laundry closet are conveniently located in the lanai as well. Enjoy maintenance-free living with a monthly fee that covers building exterior, insurance, roof, grounds maintenance, community pool, basic cable, water/sewer, trash removal, and secure gated entry points, allowing you more time to enjoy your home! Residents of East Lake Woodlands can take advantage of exceptional lifestyle amenities available through membership at the newly remodeled Ardea Country Club. Indulge in championship golf, tennis, pickleball, a swimming pool, fitness center, and much more—all just minutes from top-rated schools, shopping, dining, award-winning beaches, and Tampa International Airport. Don't miss out on this wonderful opportunity to live in a vibrant community—schedule your showing today! Room sizes are approximate.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Rachel Friesema (727-481-4757)
113 NINA WAY #113, OLDSMAR, FL 34677
$199,900412 Days on yellowkey MLS ID: TB8366634
REDUCED by $25,100 (11.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979 Tax: $2,895 (2024)Community: East Lake Woodlands CondoSpa: NoCondo
Taxes:$2,895
Remarks: Here is your opportunity to purchase a great condo in the popular East lake Woodlands development. This beautiful 2 bedroom, 2 full bath condo has plentiful closet space, the primary bedroom has 3! Unit has its own washer and dryer located in the enclosed porch just off the living room. All furniture is included! Both bathrooms have been remodeled along with the kitchen. The kitchen has quartz countertops, new cabinets and stainless appliances. You also get one covered parking spot under the carport. Plenty of guest parking. Walking distance to the pool. Close to schools, shopping, dining and the movie theaters. New acrylic windows and new screens will be installed on the porch by the end of May.
Listing is courtesy of: BRICK HOUSE REALTY SERVICES (727-804-4992)
Listing Agent: Joe Courey (727-804-4992)
117 E CYPRESS CT #117, OLDSMAR, FL 34677
$239,000193 Days on yellowkey MLS ID: TB8443086
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,557 (2024)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,557
Remarks: **COME ON IN - MAKE YOURSELF AT HOME ** This 2 Bed 2 Bath GROUND FLOOR unit has been totally REMODELLED to an exceptionally high standard!! New Floors, New Bathrooms, New Windows, MOVE IN READY!! And what's more?? NOT OVERLOOKED at the rear!!! Enjoy your morning coffee or evening drink on the front enclosed patio or watch the wildlife from the rear patio .. you have a choice!! Within easy walking distance to the pool for relaxation and social. East Lake Woodlands is a fantastic golfing community and is not 5 minutes away from the Boot Ranch range of supermarkets, stores, banks, eateries and more!! THIS CAN BE ALL YOURS!! ** All Information Is Deemed Accurate - Buyer To Verify **
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Joanne Todd (813-480-9923)
105 PALMETTO CT, OLDSMAR, FL 34677
$165,000300 Days on yellowkey MLS ID: TB8407896
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,565 (2024)Community: East Lake WoodlandsCondo
Taxes:$2,565
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)
303 MARTHA LN #303, OLDSMAR, FL 34677
$195,00059 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 is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Angelique Blake (248-808-9399)
218 CARYL WAY, OLDSMAR, FL 34677
$198,00025 Days on yellowkey MLS ID: TB8499124
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979 Tax: $2,995 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$2,995
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.
122 CARYL WAY #122, OLDSMAR, FL 34677
$214,00068 Days on yellowkey MLS ID: TB8481510
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979Monthly Fee: $560 Tax: $2,781 (2025)Community: East Lake WoodlandsCondo
Taxes:$2,781
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)
80 BIRDSONG CT, OLDSMAR, FL 34677
$249,00083 Days on yellowkey MLS ID: TB8477396
1 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1053 Built: 1985Monthly Fee: $625 Tax: $4,375 (2025)Community: East Lake Woodlands PinewindsVilla
Taxes:$4,375
Remarks: Under contract-accepting backup offers. Located in the desirable 24-hour guard-gated community of East Lake Woodlands, this one-story villa with attached garage offers privacy, potential, and key updates. Surrounded by mature wooded landscaping, sidewalks throughout the neighborhood provide safe walking opportunities with occasional views of native wildlife. With no age limit and nominal pet restrictions, this community has everything you need just outside the gates including shopping, restaurants, hospitals, medical offices a YWCA and the 200+ acre John Chestnut Park on Lake Tarpon with a boat ramp, dog park playgrounds, picnic shelters and more. Easy Access roads get you to Tampa Airport and several beaches. The home features a functional layout ready for your personal updates, including a unique indoor mini atrium that brings natural light and character to the interior. Bedrooms and Baths are split for privacy and convenience. Eating space in the kitchen provides a view of the outdoors and morning coffee. The oversized screened, enclosed back porch overlooks peaceful green space — perfect for relaxing or entertaining. Major improvements include a roof replaced in 2016 and A/C replaced in 2024. Residents enjoy access to a community pool. Optional membership to Ardea Country Club (additional fees apply) offers golf opportunities, a larger pool complex, and expanded recreational amenities. A great opportunity to customize in a secure, amenity-rich community!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Donna Nettestad (727-726-5599)
112 CYPRESS CT #112, OLDSMAR, FL 34677
$189,90035 Days on yellowkey MLS ID: TB8494664
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $587 Tax: $2,592 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,592
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)
303 MEADOW LN, OLDSMAR, FL 34677
$190,00029 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)
260 BALSAM DR, OLDSMAR, FL 34677
$249,900222 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
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)
20 FERNBROOK RD, OLDSMAR, FL 34677
$649,99933 Days on yellowkey MLS ID: TB8492357
2 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1982Monthly Fee: $148 Tax: $5,980 (2025)Community: East Lake WoodlandsSpa: NoSingle Family
Taxes:$5,980
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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.