Location: Oldsmar
Do Not Show Listings
304 PATTY DR, OLDSMAR, FL 34677
$397,00028 Days on yellowkey MLS ID: TB8500425
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1960 Tax: $3,150 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,150
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Incredible Opportunity in Oldsmar! Potential for Water Views and Coastal Lifestyle Discover the perfect canvas for your next dream home or investment project in this single-family property located in the coveted Oldsmar Country Club Estates subdivision. Situated on a generous lot of approximately 1/4 acre (10,054 square feet), this residence offers an unbeatable location just across the street from the Oldsmar boat ramp and the beautiful Mobbly Bayou. 3 bedrooms and 2 full bathrooms spread over 1,344 square feet of living space. It has a large family/multipurpose room of 450 sq. ft. and plenty of storage space. The house has newer windows and a recent metal roof. The current structure allows for renovation or upward construction to capture spectacular water views from a second level. Enjoy the true Florida lifestyle with immediate access to launch your kayak or boat. The property is highly walkable to several waterfront parks, including R.E. Olds Park, Bicentennial Park, and Veterans Memorial Park, where you will find dog areas, pickleball courts, and playgrounds. There is no HOA or CDD, offering maximum flexibility for the owner. Located in Pinellas County, with easy access to local amenities in Oldsmar and major routes to Tampa and Clearwater.
Listing is courtesy of: SELLING USA, LLC (813-723-0086)
Listing Agent: Eleydi Alvarez Lopez, Llc (813-585-2717)
408 LAKEVIEW DR, OLDSMAR, FL 34677
$480,00092 Days on yellowkey MLS ID: TB8478309
REDUCED by $19,900 (4.0%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 1983Monthly Fee: $35 Tax: $3,714 (2025)Community: Manors Of Forest Lakes TheSpa: YesSingle Family
Taxes:$3,714
Remarks: Price Reduced - This lakefront, pool home overlooks stunning sunsets and a wooded conservation area. The entire back of the house is screen enclosed, giving you plenty of space to relax or entertain while enjoying the wildlife, sunsets and sparkling lake. The beautiful pool and attached hot tub are heated for year round enjoyment. Inside are lake views in almost every room! The home has 76' water frontage but has had NO flooding and is in a NON FLOOD Zone. It features a driveway that can easily park 6 cars, rare in this neighborhood, and a 2 car garage. Also inside this split bedroom floor plan are one of a kind marble floors, newer windows, HVAC and roof and a large walk-in shower and bench seat in the primary bathroom and a jetted tub/shower in the guest bath. Located in the Forest Lakes community with only $35 monthly HOA dues, offering pool, tennis/pickleball, basketball and racquetball courts, playground and dock. The city of Oldsmar is an easy commute to Tampa and Clearwater, Honeymoon Island, Clearwater Beach and to both the Tampa and St. Petersburg Airports. Oldsmar also boasts many beautiful parks and events for the whole family and is in highly sought after school zones.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
317 SHORE DR E, OLDSMAR, FL 34677
$484,700114 Days on yellowkey MLS ID: FC315737
REDUCED by $4,970 (1.0%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 2000 Tax: $6,929 (2024)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$6,929
Tax Year: 2024
Remarks: STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground level and all living areas elevated. Major upgrades include a new roof, a newer water heater (<5 years), and a renovated primary suite featuring a walk-in closet. The kitchen shines with stylish quartz countertops, and a large first floor laundry room. Step outside to your fully fenced, level backyard—ideal for entertaining or relaxing in the screened-in porch. The property includes a dedicated RV or Boat pad. Enjoy an incredible lifestyle within walking distance or take your golf cart to the waterfront parks, nature trails, pickleball courts, a fishing pier, and playgrounds. Located in a top-rated school district. This home is the complete package.
Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-445-5595)
Listing Agent: Charles Kelly (203-610-3091)
2328 WARWICK DR, OLDSMAR, FL 34677
$854,000274 Days on yellowkey MLS ID: TB8419306
REDUCED by $20,000 (2.3%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3294 Built: 1995Monthly Fee: $127 Tax: $5,742 (2024)Community: Warwick HillsSpa: YesSingle Family
Taxes:$5,742
Elementary School: Cypress Woods Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: Welcome to the charming Warwick Hills enclave within the desirable Eastlake Woodlands community! Enjoy the peaceful drive home beneath beautiful tree-canopied streets, where this exceptional two-story residence awaits on one of the largest corner lots in the neighborhood. Perfectly elevated and high & dry, this home has never experienced standing water. A stately presence greets you with elegant landscaping, including a brand new row of privacy hedge plants & palms surrounding the pool enclosure. Side-entry 3-car garage, and an extended driveway offering ample parking. Step inside through double doors into a grand foyer with soaring ceilings. The thoughtful layout includes formal living and dining rooms, as well as a spacious family room featuring a cozy wood-burning fireplace and sliding glass doors that open to the lanai and sparkling pool. The kitchen and family room blend seamlessly with an open floor plan, highlighted by an island, wet bar, and three pantries, two are oversized pantry closets—ideal for both everyday living and entertaining. From here, enjoy relaxing views of the pool, jetted spa( not heated) , and backyard, where you may even spot deer strolling through. A versatile office on the main floor can easily serve as a 5th bedroom, complemented by a full-size laundry room and powder bath. Upstairs, the expansive primary suite welcomes you with double-door entry, generous space for king-sized furnishings, and a private sitting area. The suite also offers two walk-in closets and a stunning, brand-new freshly renovated bathroom with a soaking tub, dual vanities, private water closet, and a new glass-enclosed shower. The 2nd floor also features 3 more bedrooms and 2 more full baths. Additional updates include a freshly painted exterior (2023), roof (2022), A/C units (2018 & 2019), hurricane shutters for all windows & doors, accordion shutters for sliding glass doors, fresh carpet on staircase, water heater (2018) ensuring peace of mind for years to come. Ardea Country Club has recently been updated. Residents can take advantage of premier golf, tennis, dining, and social memberships. With easy access to Hillsborough and Pasco counties, this centrally located home is just minutes to shopping, dining, top-rated schools, and all that the Tampa Bay area has to offer.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Roberta Celiberti (727-488-1235)
307 COUNTRY CLUB DR, OLDSMAR, FL 34677
$377,90025 Days on yellowkey MLS ID: TB8502335
REDUCED by $8,050 (2.1%) on 05/17/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1670 Built: 1960 Tax: $3,567 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$3,567
Elementary School: Oldsmar Elementary-PN
Remarks: One or more photo(s) has been virtually staged. HONEY STOP THE CAR! THIS IS THE ONE! LOCATION LOCATION LOCATION! Welcome to this FULLY RENOVATED, PRIME OLDSMAR LOCATION. This RARE OPPORTUNITY is a 3 Bed 2 Bath Home that checks every box for buyers looking for a move-in-ready property and investors searching for a smart opportunity in one of Tampa Bay’s fastest-growing hidden gems. This fully updated residence has been transformed from top to bottom with the modern finishes today’s buyers are chasing. From the moment you walk in, you’ll notice the attention to detail from tile flooring, a beautifully renovated kitchen with stylish cabinetry, upgraded countertops, modern fixtures, refreshed bathrooms, and finishes that make this feel like home. Every inch has been thoughtfully improved so the next owner can simply move in and enjoy. The layout offers the perfect blend of functionality and comfort with spacious living areas, generously sized bedrooms, and plenty of natural light throughout. Step outside and you’ll find ample outdoor space perfect for entertaining, relaxing, or creating your own backyard oasis. But what truly makes this property special is location. Situated in the heart of Oldsmar, you’re minutes from everything to love about the area including Waterfront parks and trails including R.E. Olds Park and Veterans Memorial Park, Close to Toronto Blue Jays spring training games at TD Ballpark, Easy access to shopping, dining, and entertainment throughout Oldsmar, Safety Harbor, and Tampa. Convenient commute to Tampa International Airport, Clearwater beaches, and major employers. Near golf courses, pickleball courts, breweries, and the vibrant charm that continues to make Oldsmar one of Tampa Bay’s most desirable places to live. Whether you’re a first-time homebuyer looking for a turnkey home, someone relocating to Florida, or an investor searching for a high-demand rental opportunity in a rapidly appreciating area, this property delivers. Homes this updated in Oldsmar at this price point don’t last. And opportunities like this? They attract attention fast. Schedule your showing before everyone else does, because this one is built to sell quickly.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mark Fazzini (727-485-9981)
4953 POINTE CIR, OLDSMAR, FL 34677
$875,00026 Days on yellowkey MLS ID: TB8502016
REDUCED by $10,000 (1.1%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2513 Built: 1997Monthly Fee: $142 Tax: $11,677 (2025)Community: Cross PointeSpa: YesSingle Family
Taxes:$11,677
Remarks: This newly renovated 4 bedroom 3 bath home is nestled in a quiet, cozy part of the elite Cross Pointe neighborhood located in the highly sought after Eastlake Woodlands development. From the moment you walk through the door, you’ll notice the attention to detail and inviting atmosphere that make this home truly special. Natural light, functional spaces, and stylish touches create a setting that’s both elegant and comfortable. Enjoy the amenities of Ardea Golf, Tennis, and Social club. This gem will not last long - schedule a viewing today.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
219 BAY ARBOR BLVD, OLDSMAR, FL 34677
$560,00036 Days on yellowkey MLS ID: TB8498550
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1873 Built: 2000Monthly Fee: $100 Tax: $7,973 (2025)Community: Bay Arbor Unit 1ASingle Family
Taxes:$7,973
Elementary School: Forest Lakes Elementary-PN
Remarks: Mrs. Clean lived here!! This beautiful home is ready for its new owners! Vaulted ceilings and an open floorplan welcome you as you step inside. The Living Room is HUGE, a wonderful place for family gatherings and entertaining for holidays and parties. The large Kitchen opens up to the Living Room for an expansion on entertaining space, featuring solid wood cabinets, matching Stainless Steel Frigidaire Appliances, and a large Breakfast Nook. The Formal Dining Room is set right across from the Kitchen, and is the perfect space for formal gatherings and family dinners. It even has a 4.5' x 2.5' nook that would house a China Cabinet or dry bar if desired. This home offers a split plan, providing maximum privacy to the Master Suite, as well as to the "Guest Wing" and other guest bedrooms. The Master Bedroom features a walk-in closet, access to the back patio, and a large en-suite Bathroom with dual vanities, a jetted tub and a standing shower. The "Guest Wing" or "Home Office Wing" is a wonderful layout to suit any needs. It has a bathroom located right off of the Bedroom, and is set apart from the rest of the bedrooms for added privacy. The other 2 Bedrooms are Jack-and-Jill style, both accessing the 3rd Full Bathroom. Large sliders in the Living Room open up to the peaceful back patio, laced in Slate Tile and fully covered. This space is a sanctuary, overlooking a small pond and greenery instead of facing a rear neighbor. The sun rises in the front of this home, so it is easy to enjoy your morning coffee at sun-up, as well as enjoy the sunsets thanks to the shade provided by the natural greenery. The Roof and Water Heater are NEW 2022, and the A/C was replaced in 2021! LOW HOA FEES only $100/month. This community is gated, with a playground and a community pool, as well as sidewalks for your morning jogs or evening walks! What's not to love?? Move right in and make this home your own!! Only a 30-minute drive to Tampa Int'l Airport, a 25-minute drive to Honeymoon Island, and just minutes from shopping, dining, and all you need to live your Florida dream to its fullest! Located in X Zone! That's right, NO FLOOD ZONE!
Listing Agent: Jessica Jurek (727-487-4957)
324 COUNTRY CLUB DR, OLDSMAR, FL 34677
$385,000391 Days on yellowkey MLS ID: TB8379269
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1288 Built: 1960 Tax: $3,828 (2024)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$3,828
Remarks: Home Renovated to Perfection!** Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity. - **4 spacious rooms**: Ideal for the comfort of the whole family. - **2 completely renovated bathrooms**: With modern and elegant finishes. - **Large kitchen**: With new appliances and an ideal design to inspire any chef. - **Bright living room**: Perfect space to relax and enjoy pleasant meetings. - **Back garden**: An outdoor area to enjoy and customize to your liking. - **exclusive restaurants**, perfect for enjoying unforgettable dinners. - **Close to stores** and local services, making your daily purchases easier. - Excellent access to transportation and other urban amenities. This house perfectly combines modern design and functionality. Don't miss the opportunity to live in a home that has it all.
Listing is courtesy of: FRIENDS REALTY LLC (813-464-1640)
Listing Agent: Aime Alfonso (813-500-0823)
165 MOBBLY BAY DR, OLDSMAR, FL 34677
$1,149,900241 Days on yellowkey MLS ID: TB8430614
REDUCED by $70,000 (5.7%) on 05/04/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3945 Built: 2012Monthly Fee: $183 Tax: $8,887 (2024)Community: Estuary Of Mobbly BaySpa: YesSingle Family
Taxes:$8,887
Remarks: Wow!! Picture perfect model home located in the exclusive gated community of ‘Estuary of Mobbly Bay’. This home boasts 5 large bedrooms, plus a den/office, plus an upstairs bonus room, 4 full baths and a 3-car garage... Nearly 4,000 sq.ft. of grandeur! The moment you walk through the commanding solid wood front door you are greeted to excellence!!! A true “family home” with separate formal living and dining areas. The kitchen and family room are perfectly positioned as an entertainer’s dream! The kitchen includes a cook top, wall oven/microwave, granite counters and a designer tile back splash. The desirable double island layout allows for a substantial breakfast bar in addition to an eat-in area. And this wide-open space overlooks the huge family room accented by magnificent French doors and views of a beautiful outdoor living space! Of course, the splendor extends outside!! There is a large pavered lanai & beautifully designed pool, with a ‘sun shelf’ and raised hot tub!! The remainder of the main living level claims 4 of the 5 bedrooms. All generously sized with large windows revealing a light & bright setting. The primary retreat is fit for royalty and has upgrades galore! Crown molding, ensuite w center set soaking tub and a massive double-entry ‘walk in’ shower! All bathrooms are elegantly designed and completed with striking finishes! A bonus living space and the 5th bedroom with an additional full bath are found upstairs. Absolutely perfect for a nanny or in-law quarters or a fitting design for a large family! Infinite upgrades! Pride of ownership and exquisite taste prevail in this stunning home near to shopping, restaurants, Tampa International Airport and the famed Gulf beaches!! This one has it all! A true must see!!
Listing Agent: Nancy Leslie (727-789-5555)
432 COUNTRY CLUB DR, OLDSMAR, FL 34677
$475,00082 Days on yellowkey MLS ID: A4684573
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1936 Built: 1960 Tax: $3,551 (2025)Community: Oldsmar Country Club Estates Sec 2 Blk 3, Lot 6Single Family
Taxes:$3,551
Remarks: Tucked inside a quiet neighborhood, but only one street away from the magnificent Tampa bay, this 3-bedroom, 3 bath, income- producing residence offers nearly 2000 sf of living space and on a large -size lot with lots of matured trees. With the pool centered in the courtyard, and sliding doors around to maximize the view, this scene will recalibrate your mood every time you walk through it regardless of whether you take a morning swim before work, or just read quietly on the deck with your glass of wine nearby. The house is completely renovated with granite counter tops and stainless -steel appliances, slider doors, and a new pool heater, new pool cage, AC 2025. If you are a person who loves nature and calmness, Oldsmar is for you: R.E. Olds Park, Oldsmar Trail, Veterans Memorial waterfront park are all nearby. The schools are great if this is what required. If you want to invest, the house is already going strong with everything set up. Let's make it your home.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Phuong Vu Nguyen (941-909-4488)
395 WINGATE CIR, OLDSMAR, FL 34677
$575,000184 Days on yellowkey MLS ID: TB8450027
REDUCED by $15,000 (2.5%) on 04/29/2026
Bed: 5 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2827 Built: 2001Monthly Fee: $100 Tax: $9,963 (2025)Community: Bay ArborSingle Family
Taxes:$9,963
Remarks: Lowest Listed Price Per Square Foot for this community. Picture Perfect Bay Arbor, a gated community. (Approved plans to extend fence in backyard) The School District zoned for this home has two A and one B+ rated schools and zoned for Palm Harbor University IB program. Just a mile walk or golf card ride through the community to just outside the gates brings you to the local First Watch, Beef O' Bradys, Aveda, Tijuanna Flats, and Hot Tuna Sushi. The communities natural surroundings, abundant with community green-space, wildlife, and a community Pool & Playground. A 3 car garage, paver driveway & paver path to the front porch greets you out front. The foyer immediately opens up to high ceilings, filled with natural light. The laundry room and the flex room/5th bedroom, media room, office, and/or den are available on the first level. A Breakfast Bar, generous amounts of counter space, and stainless steel appliances for the kitchen. The Breakfast Nook has a large pantry space and overlooks the fenced backyard. The Primary Bedroom and Bedrooms 2-4 are an easy trip up with the two-side staircase. The Primary Bedroom fits a King Size Bed, 2 Walk-in Closets, Glass shower, Garden Tub, and Dual Vanities. You will appreciate the 240sq.ft. rear screened patio leading to your shady, vinyl fenced yard. Your peace of mind knowing the Roof was installed in 2022 and the dual zone A/C system is 2018 and 2012. Convenient to the Tampa airport, Mobbly Bayou Beach Park, Honeymoon Island, UTBP Nature Center, AMC Woodlands Square 20, Tampa Bay Downs. Come enjoy the true Florida Lifestyle!
Listing is courtesy of: STOFEL & ASSOCIATES REALTY (727-350-0373)
Listing Agent: Joey Torres (727-415-7017)
1204 FORESTWOOD DR, OLDSMAR, FL 34677
$315,00029 Days on yellowkey MLS ID: O6402042
0 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1186 Built: 1984Monthly Fee: $35 Tax: $2,622 (2025)Community: Hamlets Of Forest Lakes TheSpa: NoSingle Family
Taxes:$2,622
Remarks: Picture yourself at 1204 Forestwood Dr, a residence recently refreshed with fresh interior paint and new appliances throughout. A cozy fireplace adds comfort, complementing the kitchen's all stainless steel appliances. The exterior features a covered patio that extends to a fully fenced in backyard. Ready to enjoy stylish updates and outdoor living. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$370,00064 Days on yellowkey MLS ID: TB8488580
REDUCED by $10,000 (2.6%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1248 Built: 1973 Tax: $1,036 (2025)Community: Harbor Palms-Unit TwoSingle Family
Taxes:$1,036
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Offering 1,248 sq ft of well-designed living space, this move-in-ready property features a functional layout, abundant natural light, and modern updates throughout. Enjoy spacious living and dining areas that flow seamlessly, perfect for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the bedrooms are generously sized for comfort and flexibility. Conveniently located near parks, shopping, dining, and major roadways, this home provides easy access to Tampa, Clearwater, and surrounding areas. Don’t miss this opportunity to own a well-maintained home in a desirable location!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Julio Vasquez (727-404-8889)
2272 WARWICK DR, OLDSMAR, FL 34677
$725,00025 Days on yellowkey MLS ID: TB8502055
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2512 Built: 1995Monthly Fee: $133 Tax: $3,084 (2025)Community: Warwick HillsSpa: NoSingle Family
Taxes:$3,084
Remarks: Welcome to 2272 Warwick Drive—where timeless elegance meets effortless Florida living. This well-maintained one-story home offers four spacious bedrooms, three full baths, a sparkling screened-in pool and a three-car garage. From the moment you arrive, stately columns and a grand double-door entry set the tone for what’s inside—soaring volume ceilings and an open, light-filled layout designed for both comfortable living and stylish entertaining. The living room is a true focal point, featuring a custom-built wall unit that adds both character and functionality. Peace of mind comes easy with a long list of recent updates, including a new HVAC system, water heater, and pool pump (2025), plus a resurfaced pool (2022) and new pool screens (2024). The beautifully updated eat-in kitchen is the heart of the home, featuring attractive maple cabinetry, granite countertops, a large center island and white appliances—including a new refrigerator (2026) and microwave (2025). Retreat to the oversized primary suite with its own sitting area—your private sanctuary—complete with a remodeled bath showcasing granite counters and refreshed cabinetry. Step outside and unwind in your private backyard oasis, where the pavered patio and screened pool overlooks the berm with no rear neighbors. Located in the exclusive Warwick Hills enclave within East Lake Woodlands, a 24/7 gated, resort-style community spanning 2,200 acres. Membership options available at the newly renovated Ardea Country Club. Indulge in championship golf, premier racquet facilities, a resort-style pool, fitness center, dining, and more. All of this, plus top-rated A schools and an unbeatable Oldsmar location just minutes to shopping, dining, parks, the Pinellas Trail, and Tampa International Airport—makes this home truly exceptional.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Marcy Daniels (727-560-8080)
4922 EDGEWATER LN, OLDSMAR, FL 34677
$575,00047 Days on yellowkey MLS ID: W7883975
REDUCED by $19,000 (3.2%) on 05/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2390 Built: 1997Monthly Fee: $158 Tax: $9,841 (2025)Community: WorthingtonSingle Family
Taxes:$9,841
Remarks: One or more photo(s) has been virtually staged. Located in the highly desirable Worthington subdivision of the gated East Lake Woodlands Golf Course community, this spacious home offers 3-bedroom, 2.5-bath Pool home with a large loft and 2-car garage offers an exceptional layout and effortless indoor-outdoor living.From the moment you arrive, you’ll be impressed by the custom-designed Brazilian Cherry-stained glass front door. Inside, the home features elegant, rectified porcelain tile and hardwood flooring throughout the lower level, along with a custom open oak staircase that creates a stunning focal point. Designed for both everyday living and entertaining, the home offers a formal sitting area, separate formal dining room, and a large family room with a cozy fireplace. The spacious kitchen and living areas flow seamlessly to the oversized lanai and screened pool area, creating the perfect indoor-outdoor lifestyle. The private backyard retreat includes a sparkling pool and spa, both powered by propane, along with propane service to the fireplace for added comfort and convenience. Upstairs, you’ll find all three bedrooms, each offering generous proportions, along with a large loft ideal for a media room, office, or playroom, and a convenient second-floor laundry room. The spacious primary suite features two walk-in closets and an ensuite bath with a double vanity, separate soaking tub, and ample space to create your own private retreat. Recent upgrades provide peace of mind and energy efficiency, including a new roof installed in 2021, AC replaced in 2022, and solar panels added in 2024. Enjoy life in a premier gated community just steps from championship golf, a new pickleball complex, and resort-style pools. Ideally located near Lake Tarpon and just minutes from top-rated schools, dining, shopping, and beautiful Gulf beaches. East Lake Woodlands Country Club offers optional membership with access to two 18-hole championship golf courses, tennis courts, a fitness center, two community pools, and an on-site restaurant—delivering a true resort-style lifestyle in one of Pinellas County’s most sought-after neighborhoods!
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Eleni Sampson (727-873-8122)
509 CYPRESS VIEW DR, OLDSMAR, FL 34677
$624,90035 Days on yellowkey MLS ID: TB8496854
3 Days Off yellowkey (back on 5/12/2026)
REDUCED by $9,100 (1.4%) on 05/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2084 Built: 1998Monthly Fee: $140 Tax: $4,902 (2025)Community: Preserve At Cypress Lakes Ph I TheSingle Family
Taxes:$4,902
Remarks: Under contract-accepting backup offers. REDUCED - SELLER MOTIVATED - PRICED TO SELL ... Plus -Enjoy peace of mind with a seller-provided 1-year Home Warranty. OVERSIDED - FULLY FENCED CORNER LOT in highly desirable area/community of Oldsmar - Preserve At Cypress Lake. 4 Bedrooms, 2 Full Bathrooms, no carpeting, only wide-plank flooring & ceramic tile throughout. Separate Living/Dining Room area (currently being used for home Theatre/Office set up). Enjoy another separate Gathering Room. Large Eat-In Kitchen has Breakfast Bar opening to Gathering Room - perfect for entertaining or everyday living. Stainless Steel Appliances, Granite Counters, Pantry, Roll-Out Cabinetry. Connects to inside Laundry Room includes Washer/Dryer. Primary Bedroom large enough for King size Bedding, large Walk-In Closet. Private Ensuite full Bathroom with separate Shower, Garden Tub and Dual Sinks. Other 3 Bedrooms are adequately sized and share another full Bathroom. Closets are equipped with custom closet systems. Plantation Shutters on formal Living Room, Dining Room and Kitchen windows. The outdoors will not disappoint. Screened Lanai features amazing Pool for all your recreation, relaxation & oversized extra Patio space - all under the screened area. Enjoy additional entertaining or everyday living space with grassed area in back yard and another large Paver Patio - perfect for Grilling, Fire Pit, taking in the sun or sitting under an umbrella. Roof installed in 2017. New Hot Water Heater in 2025. Location is SUPBERB ... close to Forest Lakes Elementary, YMCA, Cypress Forest Recreation Center/Waterpark-Spray Park Splash Pad. Enjoy the nearby Nature Trail, Restaurants, Stores, Oldsmar Flea Market, BMX Complex, Oldsmar Hockey Complex, Ball Parks, convenient to Airport, directly down Tampa Road to all the happenings in Dunedin Main Street, Honeymoon Island and all the other Beaches in the area. Enjoy the holiday festivities this community has sponsored - riding on a horse drawn wagon to view neighborhood houses that have decorated. OLDSMAR & Preserve At Cypress Lakes is the place to be !!!
Listing is courtesy of: FLORIDA HOME REALTY GROUP, LLC (813-523-2280)
Listing Agent: Phyllis Clark (813-523-2280)
2151 DIAMOND CT, OLDSMAR, FL 34677
$1,350,000208 Days on yellowkey MLS ID: TB8440175
REDUCED by $39,000 (2.8%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3850 Built: 1998Monthly Fee: $142 Tax: $9,378 (2024)Community: Diamond CrestSpa: YesSingle Family
Taxes:$9,378
Remarks: Welcome to 2151 Diamond Court ~ Where luxury meets everyday comfort and style. This beautifully updated residence in the exclusive, gated community of Diamond Crest at East Lake Woodlands offers stunning water and conservation views and a thoughtfully designed 3-way split floor plan with a dedicated front office. From the moment you step inside, you’ll notice the meticulous attention to detail. The spacious, NEWLY RENOVATED GOURMET KITCHEN features custom cabinetry, quartz countertops, Café Platinum Collection appliances (including double wall ovens with air fryer and 36” induction cook-top), and a show-stopping triple frosted glass pantry door. The kitchen opens seamlessly to the expansive great room where a 60”, three-sided glass linear fireplace and floor-to-ceiling picture window frame the serene natural backdrop. Nearly every major improvement has already been completed for peace of mind — including a BRAND NEW TILE ROOF, PGT LOW-E IMPACT WINDOWS, luxury plank flooring throughout, and a NEW PANORAMIC-VIEW SCREENED LANAI enclosure that beautifully extends your indoor living outdoors. Enjoy unobstructed views of lush conservation and tranquil water, making this home perfect for both relaxing and entertaining. The primary suite is generously sized with large windows that bring the outdoors in, while each guest wing offers privacy and comfort. All bathrooms have been tastefully remodeled, and remote-operated window treatments and ceiling fans add to the home’s thoughtful conveniences. Outside your front door, discover the newly re-imagined Ardea Country Club, offering championship golf, state-of-the-art racquet facilities, expanded dining, resort-style amenities, and engaging spaces for all ages. Membership is optional — simply visit the clubhouse for details. Location is unbeatable — tucked in a quiet, private setting yet just 20–25 minutes to Tampa International Airport, award-winning Gulf beaches, and the vibrant dining and shopping of both Tampa and Clearwater. This home truly has it all — luxury, convenience, and a view you’ll never tire of. Come experience it in person.
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Michelle Johncola (727-515-2415)
1744 MAPLELEAF BLVD, OLDSMAR, FL 34677
$610,00078 Days on yellowkey MLS ID: W7883065
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $15,000 (2.4%) on 04/20/2026
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3124 Built: 2000Monthly Fee: $12 Tax: $4,563 (2025)Community: Eastlake Oaks Ph 4Spa: NoSingle Family
Taxes:$4,563
Remarks: Under contract-accepting backup offers. Perfection and CHARM has arrived in popular Oldsmar, FL. This south east facing- AMAZING 6 bedroom, 3 full bathroom two-story corner lot home is nothing short of dreamy. With a full privacy fence, new exterior paint and new carpet upstairs, a spacious screened in lanai WITH HURRICANE/SAFE ROOM, you can not let this pass you by. Step inside to a majestic entryway and a floor plan with a purpose. Front door has a slider screen on it so you can open the front door all year. To your right, you have a Florida room and dining room combo perfect for entertaining or enjoying the picturesque views. This connects to the dining space that can accommodate a rather large setting. Once through this space, you get to the heart of the home. This GORGEOUS kitchen is jam-packed with positives! Center island with electricity, ample counter space, tons of cabinetry, a separate bar/serving area with pass through to the living room, a quaint dinette with views into the backyard, large pantry, and stainless steel appliances. The living offers great space and is cozy and bright. There is a GUEST ROOM on the main level tucked in the back that has a full bathroom near it; an absolute necessity in today's market. Upstairs, take note of the wide hallways. There are 5 MORE spacious bedrooms here! The primary retreat is separated for privacy and the ensuite has NEW luxury vinyl flooring and walk-in shower and garden tub. Huge owners closet. The third FULL bathroom is shared for the other rooms and has been tastefully updated with modern tile details and shiplap. Smart technology for day time and night time lighting or play some music while getting ready! The outdoor oasis is open to whatever your lifestyle desires. The hurricane/safe room has independent air flow and electricity. NEWER WINDOWS! UV system for AC unit. EastLake Oaks does provide a COMMUNITY POOL for all to enjoy. This home is close to medical, grocery, restaurants, parks, easy travel to Tampa/Clearwater and the beaches/airports. PRIME location and popular schools. No CDD fees, low HOA, and low flood insurance. 5 years warranty on AC units. Click on both links for a two tours!
Listing Agent: Kristy Thurber (904-271-1950)
435 LAKEVIEW DR, OLDSMAR, FL 34677
$475,00058 Days on yellowkey MLS ID: TB8489554
REDUCED by $14,000 (2.9%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1570 Built: 1984Monthly Fee: $35 Tax: $6,675 (2025)Community: Manors Of Forest Lakes TheSpa: YesSingle Family
Taxes:$6,675
Remarks: Welcome to Forest Lakes and this beautifully appointed, immaculately maintained 3-bedroom, 2-bath, 2-car garage home offering 1,569 square feet of living space. Nestled in an exceptional school district, this home has been lovingly cared for and is truly immaculate. It features soaring vaulted ceilings, a cozy fireplace, and French doors leading to a large backyard retreat. The gorgeous kitchen with granite, newer stainless steel appliances, and pantry overlooks both the living room and the pool, which is fully screened and features a child-proof fence for added security. The master bedroom offers a private en-suite bath, providing a tranquil retreat. Other highlights for this house include a new 200 amp electrical panel with whole home surge protector, new switches and recepticals throughout and a dedicated 50 amp E.V. car charger. A four-year-old roof, with newer windows, and a new garage door, makes Florida living a breeze. Outside, enjoy the large pool area and spa with a new pump, timer, and automatic cleaner, a fire pit, and a host of amenities. An oversized garage also features a dedicated electric outlet for your vehicle, a washer and dryer, and a newer water heater. The community offers a lakefront playground, a barbecue area, a fishing dock, and courts for basketball, tennis, and racquetball. With very low monthly HOA fees and a large community pool, this move-in-ready home is a true gem. Don’t miss out! Nothing else to do but move in!
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Kim Krenek (727-262-3181)
50 WILLOWOOD LN, OLDSMAR, FL 34677
$1,499,90099 Days on yellowkey MLS ID: TB8475420
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4172 Built: 1987Monthly Fee: $240 Tax: $8,709 (2024)Community: Deerpath Unit OneSingle Family
Taxes:$8,709
Remarks: Tucked away on a quiet lane in the highly desirable East Lake Woodlands community, this beautifully updated residence at 50 Willowood Ln offers exceptional space, flexibility, and privacy—perfect for today’s modern lifestyle. Featuring 4-6 bedrooms: 4 true bedrooms PLUS a dedicated office (5th bedroom) and an additional flex room with its own private entrance (ideal as a 6th bedroom, guest suite, or in-law space), this home provides endless possibilities. Of note, two bedrooms are located upstairs, with a jack-and-jill bath and massive loft area, also with infinite uses for entertaining, studying, working, gaming or an additional family room. Step inside to discover a light-filled, open-concept layout with generous living and dining areas designed for both everyday comfort and entertaining. The spacious kitchen flows seamlessly into the main living space and offers ample cabinetry, counter space, and a functional layout for the home chef. The primary suite is a private retreat, complete with an en-suite bath and ample closet space, while the secondary bedrooms are well-sized and thoughtfully positioned. The separate office provides the perfect work-from-home setup, and the versatile flex room—with its own entrance—adds incredible value and adaptability. Enjoy Florida living outdoors with a serene backyard setting, with almost 2,000sf of screened-in pool/lounge space, perfect for relaxing or entertaining, and a full bath! Located within the gated East Lake Woodlands community, residents enjoy access to golf, tennis, and country club amenities (optional membership), all while being just minutes from top-rated schools, shopping, dining, and Gulf Coast beaches. Key Highlights include 4 Bedrooms + Office (5th Bedroom Option) + Flex Room (6th Bedroom Option with Private Entrance), a Flexible floor plan with a multitude of options. This home is located in a sought-after double-gated community, convenient to beaches, airports, shopping, and dining. This is a rare opportunity to own a highly adaptable home in one of Oldsmar’s most coveted neighborhoods—schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Melissa Pranzo (646-509-7350)
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