Location: Oldsmar , 34677
Do Not Show Listings
4007 PALM KEY AVE, OLDSMAR, FL 34677
$629,000216 Days on yellowkey MLS ID: TB8435073
REDUCED by $10,000 (1.6%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2587 Built: 2019Monthly Fee: $580 Tax: $7,398 (2024)Community: Bayside TerraceTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,398
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Walk in the front door and look straight out to the water. Head out to the screened-in back porch to hang out and enjoy the views, from dolphins and mother duck with her ducklings, to the pink & orange glowing sunsets. This unit comes with floodplain X zoning tied to the title, which means you’re grandfathered in, and the cheap flood insurance is transferable to you (less than $800/yr.). Soaring ceilings, open floor plan, hard floors throughout, and a finished garage with a high-end epoxy floor that makes it feel like you’re parking in a showroom. Built in 2019, it looks and feels fresh and new. 1st floor bedroom with water views (great for guests!). Large media room upstairs with numerous possibilities. It could be a game room. It could be a gym or just a TV area. 3 bedrooms upstairs, including the master. The master bath overlooks the water with an oversized tub, a walk-in shower, dual vanities, and a custom walk-in closet. DirectTV, Frontier internet, water, recycling, and trash (2x/week) are included in the monthly HOA fee. The unit is far enough away from the gate, where you won't hear the road noise of 580. Bayside Terrace offers an array of amenities, including an infinity-edge swimming pool, BBQ area, a gym, a fire-pit, and a community dock with kayak, paddleboard, and canoe launch. This exceptional townhome provides the perfect blend of luxury, comfort, and Florida's natural beauty
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jacob Gross (727-303-2063)
40 SHAMROCK WAY #40, OLDSMAR, FL 34677
$255,00080 Days on yellowkey MLS ID: TB8471405
1 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1502 Built: 1986 Tax: $2,572 (2024)Community: St Andrews CondoCondo
Taxes:$2,572
Remarks: Under contract-accepting backup offers. Welcome home to 40 Shamrock Way in sunny Oldsmar FL. This move-in ready, updated 2-bedroom, 2-bath condo with a loft, offering 1,502 square feet of light-filled living space in the highly sought-after East Lake Woodlands community in Oldsmar. Featuring an open floor plan, voluminous ceilings, abundant windows, and a split bedroom layout, this home feels bright, spacious, and welcoming, perfect for both everyday living and entertaining. The updated kitchen opens to the main living area and showcases modern finishes, ample cabinetry, and a convenient eating bar. Updated flooring throughout enhances the cohesive design, while in-unit laundry adds everyday ease. The versatile loft provides the ideal space for a home office, media room, or additional living area. The expansive primary suite is a true retreat, featuring a huge walk-in closet, dual sinks, and a spa-inspired bathroom with both a separate shower and tub. The secondary bedroom and bath are thoughtfully positioned on the opposite side of the home, ideal for guests or multigenerational living. Recent updates include a new HVAC and water heater, offering added peace of mind. Step outside to your large, private screened back porch, perfect for relaxing or enjoying Florida’s indoor-outdoor lifestyle. This maintenance-free, lock-and-leave community features a swimming pool, assigned covered parking, and ample guest parking. The monthly HOA of $770 provides exceptional value and includes cable TV, common area taxes, community pool access, exterior building insurance (homeowner to obtain interior insurance), exterior building maintenance, grounds maintenance, sewer, and trash service, allowing for truly low-maintenance living. Just 25 minutes to Tampa International Airport and approximately 20 minutes to the Dunedin Causeway and Honeymoon Island. Enjoy shopping, dining, and everyday conveniences all nearby. East Lake Woodlands is known for its excellent walkability and is within walking distance of the Ardea at East Lake Woodlands Country Club, where optional golf membership is available. This home delivers the perfect blend of comfort, convenience, and resort-style living, ideal as a primary residence, second home, or seasonal retreat.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Christianson (719-229-1763)
372 COBIA WAY, OLDSMAR, FL 34677
$199,99520 Days on yellowkey MLS ID: TB8499655
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1984Monthly Fee: $60 Tax: $3,232 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$3,232
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ golf cart friendly community in the heart of Oldsmar offers the best of Florida retirement living at an unbeatable value. Step inside to a bright, open floor plan featuring dark hardwood-style flooring and bold coastal teal accents throughout. The spacious living and dining areas flow into a well-appointed kitchen with wood cabinetry, a center island with breakfast bar, and stainless steel appliances. The primary suite includes a private en-suite bath, with a second full bath rounding out the layout. Screened lanai, wide carport, inside laundry, and a utility shed out back — this one has it all. You own the land. No lot rent. Ever. Low HOA and an active social calendar to boot. Community amenities include a heated pool & spa, clubhouse, sauna, library, shuffleboard, and bocce ball. Walk across the street to AMC Theatres, Beall's, Marshalls, and a full lineup of restaurants. Minutes to Publix, Walmart, and Countryside Hospital. Just ~10 miles to Honeymoon Island and Caladesi State Park. NOT in a flood zone!
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Justin Cans (347-238-0790)
343 SHORE DR E, OLDSMAR, FL 34677
$399,00025 Days on yellowkey MLS ID: TB8498400
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1169 Built: 1958 Tax: $2,652 (2025)Community: Oldsmar Country Club Estates Sec 1Spa: NoSingle Family
Taxes:$2,652
Remarks: Some photos have be virtually staged. Beautifully renovated 3 bedroom 2 bath in desirable Oldsmar neighborhood. Spacious floorplan with a large living area at the front allows flexibily for furniture. The kitchen has a modern feel with and all appliances. Both baths have been tastefully upgraded in a contemporty style and home is move in ready. Convenient inside laudry room is a special feature. You'll love the separate shed and large yard. This home is conveniently located by 2 parks and a public boat ramp.Restaurants, shopping and airport are nearby for your convenience.
Listing is courtesy of: MURRAY BELL REAL ESTATE LLC (813-629-8202)
Listing Agent: Jenny Meers (813-748-8112)
440 LAKEVIEW DR, OLDSMAR, FL 34677
$425,000157 Days on yellowkey MLS ID: TB8454195
REDUCED by $35,000 (7.6%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1983Monthly Fee: $35 Tax: $1,458 (2024)Community: Manors Of Forest Lakes TheSingle Family
Taxes:$1,458
Elementary School: Forest Lakes Elementary-PN
Remarks: MAJOR $35,000 PRICE REDUCTION – PRICED TO SELL , WON’T LAST! INCREDIBLE OPPORTUNITY on this 3 bed/2 bath/2 car garage rare lakefront gem in the highly sought-after Manors of Forest Lakes! This home sits on an oversized lot with a HUGE yard and offers stunning, unobstructed lake and conservation views from nearly every room. Non-flood zone, Top-rated schools , Low HOA with amenities including pool, tennis, racquetball, playground, and private dock. Spacious, family-friendly layout with separate living, dining, and family rooms—perfect for entertaining or everyday living. Enjoy Florida living at its best from the massive 20+ ft screened patio with pass-through window, ideal for relaxing and taking in the peaceful water and wildlife views. Recent Updates: Fresh exterior paint, Freshly painted 2-car garage, Updated flooring in main living areas Updated windows, A/C (2018), AS IS sale. This home offers location, views, space, and upside—all priced aggressively for a quick sale. Prime Location: Easy commute to Tampa & St. Pete, and just minutes to multiple scenic Oldsmar parks, trails, and community events. Opportunities like this don’t last—schedule your showing today!
Listing is courtesy of: RMS ELITE PROPERTIES (727-821-1999)
Listing Agent: Nicole Smith (813-468-3506)
35 GREENHAVEN TRL, OLDSMAR, FL 34677
$789,90065 Days on yellowkey MLS ID: TB8484093
0 Days Off yellowkey (back on 4/11/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3098 Built: 1988Monthly Fee: $182 Tax: $6,658 (2025)Community: Greenhaven Unit TwoSingle Family
Taxes:$6,658
Remarks: Under contract-accepting backup offers. Welcome to Greenhaven II, where this beautiful 12,000sqFt waterfront homesite create a serene setting within the desirable gated community of East Lake Woodlands. This spacious 4 bedroom, 3 bath residence offers 3,098 SqFt of living space with a 3 car garage on a Cul-De-Sac street, perfectly designed for comfortable living and effortless entertaining. Approaching the home welcoming double door entry set the stage. As you step through the double door foyer, you are greeted by a formal living room with soaring 12’ ceilings and views of the pool and tranquil water beyond. Natural light fills the space, creating a warm and inviting first impression. Just off the foyer is a formal dining room, ideal for gatherings and holiday meals, complete with a convenient butler’s pantry that provides additional serving and storage space. Moving further into the home, the layout opens to the light and bright kitchen and great room with wet bar, designed with an open concept that is perfect for everyday living and entertaining. The great room features 12’ ceilings, a wood-burning fireplace, and large sliding glass doors that lead out to the pool and lanai area, seamlessly blending indoor and outdoor living.The kitchen offers abundant workspace and storage with wood cabinetry, granite countertops, tile backsplash, a pantry, breakfast bar, and an eat-in dining area, making it a central gathering place for family and guests alike. Step outside to enjoy the expansive outdoor lanai, featuring an exceptionally spacious covered outdoor living area, caged pool and spa, with peaceful water views, the perfect place to relax, entertain, or enjoy Florida living year-round. The Primary Bedroom Suite is privately situated and generously sized, featuring sliding doors with direct access to the pool area. The suite also includes a generous walk-in closet and a primary bathroom with double vanity, walk-in shower, and garden tub. Bedroom 2 is features its own private bathroom, perfect for guests or extended family. Bedrooms 3 and 4 share a convenient Jack and Jill bathroom, providing functionality for family members. The Laundry room is complete with washer and dryer, for everyday convenience. The 3-car garage offers ample parking along with plenty of storage space. Located in one of the Tampa Bay Area’s premier golf, tennis, and country club communities, residents can enjoy the Optional membership at the on-site Ardea Country Club, offering exceptional amenities including golf, tennis, pickleball, lap pool, fitness center, restaurant, and social events for family and guests. Conveniently located minutes from highly rated schools, airports, shopping, restaurants, beaches, arts and entertainment, as well as Tampa Bay sports venues. This location has it all, along with No flood insurance required. AC 2019, Metal/tile Roof 2004, water heater aprox 2020 This home offers space, comfort, and a lifestyle that truly captures the best of Florida living. A must see today!
Listing Agent: George Hintenberger (727-644-7793)
133 SABAL CT #B, OLDSMAR, FL 34677
$145,00086 Days on yellowkey MLS ID: TB8475994
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1988 Tax: $1,809 (2025)Community: Gardens Of Forest Lakes Condo TheCondo
Taxes:$1,809
Remarks: Completely remodeled beautiful condo 2 spacious bedrooms with big walking closet, 2 bath, one year HOA prepaid with full price offer featuring new open concept kitchen with maple wood cabinets & amazing level 5 quartz, all new luxury vinyl flooring , 6 panel doors, new texture and paint new Central AC will be provided at close of escrow, all new big format tile remodeled bathroom showers with solid wood cabinets and quartz counter tops sink, all new led lighting, amazing community with lake, many other amenities in the desirable Garden of Forest Lakes Community in Oldsmar
Listing is courtesy of: RICARDO MANUEL SANCHEZ (408-218-4088)
Listing Agent: Ricardo Sanchez (408-218-4088)
117 E CYPRESS CT #117, OLDSMAR, FL 34677
$239,000192 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
$165,000299 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 Agent: Karen Sewell (727-542-4467)
303 MARTHA LN #303, OLDSMAR, FL 34677
$195,00058 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)
106 BRENT CIR, OLDSMAR, FL 34677
$400,00083 Days on yellowkey MLS ID: TB8476573
REDUCED by $9,000 (2.2%) on 04/16/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2002Monthly Fee: $473 Tax: $3,513 (2025)Community: Seaside EstatesTownhouse
Taxes:$3,513
Remarks: NEW PRICE – $19,000 REDUCTION! Enjoy all the features this home has to offer at a more attractive price. The perfect opportunity for buyers ready to make a move! Welcome to this stunning gated luxury townhome in the highly sought-after waterfront community of Seaside Estates! This beautifully maintained residence offers an exceptional blend of comfort, style, and coastal living. The open-concept main level features gorgeous bamboo hardwood flooring, a cozy fireplace, and a private balcony with scenic views, while the expanded kitchen (extended by 3 feet in 2021) provides extra functional space for everyday living and entertaining. This spacious floor plan includes 3 full baths and a flexible main-level third bedroom perfect for a home office, study, or guest retreat. The impressive primary suite features a private balcony, soaring ceilings, dual walk-in closets, and a spa-like bath, while bedroom two offers an ensuite bath and tranquil water views of Tampa Bay. The oversized 2–3 car tandem garage offers abundant storage and sliding doors to a ground-level patio with access to the dog walking trail. Residents enjoy a resort-style pool and spa, tennis courts, scenic boardwalk, and a community day dock with direct Tampa Bay access for kayaking or small boats, all just minutes to top dining, shopping, beaches, Tampa International Airport, and only a short walk to R.E. Olds Waterfront Park. Extensive updates include bamboo flooring (2021), kitchen expansion (2021), updated light fixtures and interior paint (2021), roof (2017), A/C (2013), water heater (2019), new toilets (2025), new faucets (2026), new washer (2025), blinds including electric living room blinds (2016), balcony floors painted (2025), balcony railing painted (2024), and quality appliances including GE washer (2024), GE cooktop (2021), LG refrigerator (2021), Bosch microwave drawer (2021), Blomberg dishwasher with panel (2021), and Hauslane range hood (2021). Immaculate and move-in ready — schedule your private showing today!
Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)
Listing Agent: Magdalena Paszkowski (727-364-7212)
283 PELICAN DR N, OLDSMAR, FL 34677
$164,900159 Days on yellowkey MLS ID: TB8453169
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1983Monthly Fee: $70 Tax: $2,191 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,191
Remarks: Exceptional Value—Newly Listed in Gull-Aire Village! Discover this beautiful Palm Harbor home, designed with an open floor plan that is ideal for entertaining friends and family. The spacious kitchen features abundant cabinetries for all your storage needs, a convenient breakfast bar for casual meals, and comes fully equipped with all appliances. Adjacent to the kitchen, you will find an indoor laundry area complete with washer and dryer for added convenience. Retreat to the primary suite, where an updated bathroom boasts a walk-in shower for a touch of modern luxury. The enclosed Florida room offers a comfortable space for year-round outdoor enjoyment, while the expansive utility room behind it provides plenty of room for storing belongings or keeping bikes secure. Step outside to the rear patio—perfect for relaxing or hosting gatherings. The attractive paver driveway adds curb appeal and functionality. Recent upgrades include a new air conditioning system installed in 2023, ensuring comfort and efficiency. Gull-Aire Village’s vibrant clubhouse forms the heart of the community, hosting lively monthly events and offering exceptional amenities such as a pool table, shuffleboard, bocce ball court, and a heated pool and spa. Stay active and engaged with regular activities like pool exercise, yoga, bingo, card games, and line dancing. Getting around is a breeze thanks to the golf cart-friendly streets! Enjoy affordable living with HOA fees at only $70 per month in this well-maintained, pet-friendly neighborhood. Bring your furry friend—one pet of any size is welcome, and a second pet is permitted with a doctor's note for emotional support. Best of all, you own the land—there is no lot rent to worry about! Convenience is at your doorstep, with AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and Dollar Store located just across the street. Dine out at favorites like Shaker & Peel, Craft Street Kitchen, Mandola's, Country Pizza Italian Grill, and Eve's Family Restaurant. Super Walmart, Publix, and Countryside Hospital are only minutes away for all your shopping and healthcare needs. Outdoor enthusiasts will love the proximity to the breathtaking beaches of Honeymoon Island and Caladesi State Park, just ten miles away. A scenic biking and walking trail along the canal are easily accessible from within the community, perfect for active lifestyles. Room sizes are approximate. Do not miss your opportunity to experience the best of Oldsmar living in one of the area’s most desirable communities—schedule your showing today!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
2328 WARWICK DR, OLDSMAR, FL 34677
$854,000262 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
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)
316 SHORE DR E, OLDSMAR, FL 34677
$1,469,999297 Days on yellowkey MLS ID: TB8408673
0 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2496 Built: 1975 Tax: $17,562 (2024)Community: Country Club Add To Oldsmar RevSpa: YesSingle Family
Taxes:$17,562
Remarks: Under contract-accepting backup offers. Wake up to million-dollar views, and unwind with spectacular sunsets - this is the waterfront lifestyle you've been waiting for. This updated 4-bedroom, 3-bath pool home sits directly on Tampa Bay on an oversized lot along iconic Shore Drive in Oldsmar. Enjoy panoramic water views across the Bay from a home that's high and dry - built on an elevated slab that has never flooded, eliminating the need for stilts or the stairs that come with them. Inside, a welcoming foyer leads to the open-concept living and dining area, where sliding doors frame the scenic backdrop and open to the covered deck, pool, and backyard. The new kitchen features quartz countertops, premium cabinetry, and stainless steel appliances. Also on the first floor: a bedroom (or office) and a renovated full bath. Upstairs, the primary suite offers a private balcony with sweeping water views and an ensuite bath. Two additional bedrooms share an updated full bath. Fish, kayak, windsurf, or watch dolphins from your own backyard - or add a dock for boating. Prefer to launch nearby? The city’s boat ramp is just minutes away. This home is in Oldsmar’s most coveted neighborhood, surrounded by parks and close to everything: top-rated schools, walkable and golf cart-friendly streets, and easy access to dining, shopping, Tampa International Airport, and sparkling Gulf beaches. New seawall (2024). New pool pump (2024). New water heater (2024). Two new AC units (2022). Metal roof (2008). Hurricane shutters. Low-cost, transferable flood insurance. No HOA or CDD fees. Centrally-located waterfront homes with views like this are rare - schedule your private showing today and see it for yourself.
Listing Agent: James Wheeler, Pa (813-285-1229)
100 KILSYTHE ST, OLDSMAR, FL 34677
$450,00030 Days on yellowkey MLS ID: TB8496212
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1100 Built: 1986 Tax: $5,670 (2025)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$5,670
Remarks: Tucked along picturesque Shore Drive E near the bay, this beautifully remodeled 3-bedroom, 3-bathroom concrete block home offers a great combination of space, updates, and relaxed Florida living. Set on an oversized, pie-shaped lot of just over a quarter acre, there’s plenty of room for outdoor entertaining, recreation, and golf cart living in this charming coastal pocket of Oldsmar. No HOA or CDD, and the home never flooded during storms. Inside, you’ll find a bright, open-concept layout with newer interior paint and modern fixtures throughout. The kitchen features shiplap accents, quartz countertops, and stainless steel appliances, all flowing seamlessly into the main living space. Each room is equipped with its own mini-split system for efficient, personalized comfort. All three bathrooms have been updated with modern finishes, including slate hex tile and new vanities. The spacious primary suite offers a comfortable private retreat. Impact-resistant windows and an energy-efficient sliding glass door lead to a plasti-wood deck—perfect for entertaining or relaxing outdoors. The backyard also includes a paved seating area with a fire pit, ideal for Florida winter nights. Additional highlights include a remodeled garage with an air-conditioned laundry room and full bathroom. Enjoy close proximity to R.E. Olds Park, Mobbly Bayou Wilderness Preserve, and the Pinellas Trail, offering scenic waterfront areas, walking and biking trails, kayaking, dog park, zipline park and outdoor recreation. Convenient to Tampa, St. Petersburg, and world-class Gulf beaches, and zoned for East Lake High School, this move-in-ready home combines thoughtful updates and an excellent location.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Christine Bogdanovic (813-439-4404)
215 CLAYS TRL #215, OLDSMAR, FL 34677
$305,000159 Days on yellowkey MLS ID: TB8452814
REDUCED by $10,000 (3.2%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1237 Built: 1988Monthly Fee: $618 Tax: $3,830 (2024)Community: Heatherwood Unit One CondoCondo
Taxes:$3,830
Remarks: Motivated Seller and a new price! An absolutely stunning condo for sale in Eastlake Woodlands. This two bedroom, two bathroom unit has been fully remodeled and is ready for you to move in. It boasts a brand-new kitchen including soft close white cabinets, granite counters, and stainless steel appliances. Both master and guest bath have been fully renovated with stunning tile work and vanities that match the kitchen. The new floors were replaced and provide a scratch resistant living space. The high ceilings make this home feel extravagant and airy. Offering tons of privacy, this end unit is mere steps from the pool which makes it feel like your own private oasis. Don't miss the perfect opportunity to live in this maintenance free community. The HOA covers water, sewer, trash, cable internet, insurance and so much more. A/C, water heater and all appliances are new.
Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)
Listing Agent: Whitney Parks (727-642-7455)
218 CARYL WAY, OLDSMAR, FL 34677
$198,00024 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.
1502 WOODSTREAM DR, OLDSMAR, FL 34677
$689,000224 Days on yellowkey MLS ID: TB8428089
2 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2234 Built: 1996Monthly Fee: $470 Tax: $5,116 (2024)Community: Cross Creek - Unit TwoSingle Family
Taxes:$5,116
Remarks: Welcome to this exceptional, move-in ready home in Cross Creek, located within the gated, golf community of East Lake Woodlands. Boasting a most desirable, one-story floor plan with 2,234 sq. ft. interior, this residence features 3 bedrooms plus an office or den, 2 full baths, and a spacious 2-car garage. Enjoy a great combination of low maintenance convenience and the privacy of a single family home with gorgeous conservation and water views. This inviting residence welcomes you with beautiful hardwood flooring, high ceilings, plantation shutters and an open great room plan that flows seamlessly from the updated kitchen into the living space. The kitchen features a bright eat-in breakfast area with bay windows and showcases tile floors, crisp white cabinets, gleaming granite countertops, stainless steel appliances and large pantry. The primary suite offers a luxurious, updated bathroom with dual vanities accented with granite, massive walk-in shower, gorgeous tile floors and 2 closets. Pocket doors provide open access to the den to wake up to those peaceful water views or to enjoy a cozy setting ideal for reading or watching television. Two additional bedrooms are located on the other end of the home and are generously sized with ample closet space and a guest bath with attractive vanity with granite and soft neutral tones. Step outside from glass sliders in the great room or den to the seamless outdoor retreat with stunning pavered lanai with your own private, sparkling pool overlooking that serene scenery — perfect for relaxing! Enjoy the outdoors with both covered and open lounging areas, all within a screened enclosure and offering fantastic water views. Long-time owner has had no issues with storms. Updates include a new roof in 2019, water heater (2019) and 4-ton A/C unit (2019). A dedicated laundry room comes complete with plenty of storage, deep tub sink and washer and dryer included in the sale. Relax knowing the HOA fee covers lawn maintenance, trimming and mulching, basic cable TV and internet, trash and recycling collection, access to community pool and spa, pressure cleaning of roofs and even exterior painting every 7 years! In addition, there are a variety of optional memberships to choose from for the recently-renovated Ardea Country Club with 2 golf courses, fitness center, heated lap pool and freeform pool, poolside café, pickleball and tennis, dining and events. All this in a great location convenient to Tampa International Airport, beautiful beaches, medical facilities, parks, professional sporting events and more.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Claudia Tweed (727-433-4596)
1223 CLAYS TRL, OLDSMAR, FL 34677
$355,000206 Days on yellowkey MLS ID: TB8436662
0 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2600 Built: 1992Monthly Fee: $870 Tax: $6,276 (2024)Community: Laurel Oaks At East LakeSpa: NoTownhouse
Taxes:$6,276
Remarks: This property is one of a kind and the seller is motivated! This spacious 2600 square foot, 4 bedrooms, 2.5 bath, 1 car garage townhome is located in the very popular, highly sought after Eastlake Woodlands Golf and Country Club community. With an open floor plan, custom lighting in the great room, and double master bedrooms,-one on each floor with bay windows and plantation blinds, this magnificent condo also has a large bonus room on the second floor with a breathtaking view of the fountained lake. The large kitchen has Corian counter tops and an abundance of cabinet space, a pantry, and a quaint dinette area that is perfect for morning nook for coffee or tea and conversation. The first floor, with a cathedral ceiling and wood burning fire place, and formal dining room, has engineered laminate flooring and ceramic tile while the second floor has Berber carpet and ceramic tile in the large bath. The home warranty is transferable to the buyer, A/C was replaced 2017, and tile roof replaced 2012. This is a must-see property, in the Ardea Country Club community. The amenities include golf courses, tennis and pickleball courts, swimming pools, and a Clubhouse restaurant. There's also walking and biking paths and is pet friendly. The community is conveniently located close to many popular restaurants, shopping, Gulf Beaches, Honeymoon Island, and performing arts venues. Eastlake Woodlands is 15 minutes from the ever so popular Safety Harbor and Dunedin, and 20 minutes from Tampa international Airport.
Listing is courtesy of: REALTY OF RIVERVIEW LLC (813-863-3948)
Listing Agent: Stephen Hachey (813-863-3948)
1705 IRONWOOD CT E, OLDSMAR, FL 34677
$330,00059 Days on yellowkey MLS ID: TB8486052
REDUCED by $5,000 (1.5%) on 04/02/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1973 Tax: $1,600 (2025)Community: Harbor Palms-Unit SixSingle Family
Taxes:$1,600
Remarks: Welcome to this beautifully renovated 2-bedroom, 2-bathroom home—perfect for first-time buyers or those looking to downsize without sacrificing comfort. The stunning kitchen, remodeled last year, features elegant quartz countertops and new stainless steel appliances, creating a modern and inviting space for cooking and entertaining. Just off the kitchen, you'll find a very spacious area that can easily serve as a family room, home office, or versatile flex space to suit your lifestyle. Step outside to enjoy the large backyard—perfect for relaxing, gardening, or hosting gatherings. Situated on a quiet street, this cozy yet stylish home is truly move-in ready. According to the owners, the A/C was replaced in August 2018 and the roof was replaced in June 2025, providing added peace of mind for the new owner. Don’t miss this opportunity to own a beautifully updated home with modern finishes and plenty of space to enjoy.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Aned Pantoja (813-264-7754)
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