Location: Oldsmar
Do Not Show Listings
413 COUNTRY CLUB DR, OLDSMAR, FL 34677
$389,90027 Days on yellowkey MLS ID: O6396122
REDUCED by $5,000 (1.3%) on 04/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1959 Tax: $3,829 (2024)Community: Oldsmar Country Club Estates Sec 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,829
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this stunning, fully renovated 3-bedroom, 2-bathroom waterfront home located in the highly desirable Oldsmar Country Club Estates. Situated on a spacious 0.21-acre lot with no HOA, this property offers a rare opportunity to enjoy true Florida living with direct water access. Follow the scenic water trail right from your backyard all the way out to Tampa Bay, making this a dream for kayaking, paddleboarding, and outdoor enthusiasts. From the moment you arrive, you’ll be drawn in by the beautiful curb appeal, manicured landscaping, and inviting exterior. Inside, luxury vinyl tile flooring flows throughout the home, complemented by an open, modern layout filled with natural light. The renovated kitchen features stainless steel appliances, quartz countertops, and ample cabinetry, perfectly blending style and functionality. The primary suite offers a spa-like retreat with an updated bathroom, modern vanity, designer lighting, and a tiled walk-in shower. Sliding doors lead to an expansive backyard where tranquil waterfront views set the stage for relaxing evenings, entertaining, and unforgettable sunsets. Beyond the home, enjoy an unbeatable lifestyle where you can walk, bike, or even take your golf cart to nearby attractions including Mobbly Bayou Beach Park, a public boat launch to Tampa Bay, Tampa Bay Pickleball, Veterans Park, Bicentennial Park, RE Olds Park, and more. You’re also just minutes from local favorites like Empower Adventures Zip Line and the Oldsmar Organic Community Garden. With Tampa International Airport only about 20 minutes away, convenience meets lifestyle in this exceptional property. This is a rare chance to own a fully updated waterfront home with no HOA in one of Oldsmar’s most established and sought-after communities.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Julian Jackson (301-272-4192)
1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$369,00035 Days on yellowkey MLS ID: TB8490101
REDUCED by $1,000 (0.3%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1973 Tax: $1,957 (2025)Community: Harbor PalmsSpa: NoSingle Family
Taxes:$1,957
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Rare opportunity with an assumable FHA loan—potential buyers can step into favorable financing, subject to lender approval. Great solid home in a well established family neighborhood. This 2 Bedroom 2 Bath, 2 car garage home easily converted Bonus room bedroom for a growing family or office. The large living room features an updated bay window and an elegant electric fireplace. There is also a living room with an area for a dining room. The back of the home features enclosed patio rooms fantastic for entertaining. built in jacuzzi. The yard is fenced in. New blown insulation, new roof, new electrical panel, new ceilings, new ductwork. It has a bonus room that can be used as an office or extra room of your choice.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Angelique Blake (248-808-9399)
1811 FOREST DR, OLDSMAR, FL 34677
$464,00035 Days on yellowkey MLS ID: TB8491038
REDUCED by $11,000 (2.3%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2142 Built: 1973 Tax: $6,771 (2025)Community: Harbor Palms-Unit ThreeSingle Family
Taxes:$6,771
Elementary School: Forest Lakes Elementary-PN
Remarks: Come enjoy your next recently updated pool home located in Oldsmar with an open living room and dining room that feature vinyl floors throughout the entire interior of the home! This home attributes natural light throughout the whole house and makes a perfect setup for a family and gatherings. Come see your stylish kitchen that has built-in stainless appliances, marble countertops, and a natural stone ledger backsplash that enjoys a bar setup to host company with the pool easily accessible just steps away through the glass doors to the outside. The interior has been recently painted along with a new A/C Unit installed in 2025 so you have no problem getting a break from the heat. For your peace of mind, the roof along with the hot water heater were replaced in 2024. Delightfully, you are in close proximity to Sheffield Park and is a short drive to well known Philippe Park. If you don't want to go anywhere then there is a screened-in pool for your enjoyment without ever leaving the house. The seller has a recently passed 4 point inspection in July of 2025 and cuts down on uncertainty for the next owner of this home. The sellers are motivated and are willing to accommodate a fast closing.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Brian Mathay (813-482-6097)
408 LAKEVIEW DR, OLDSMAR, FL 34677
$480,00069 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)
405 WOODS LANDING TRL, OLDSMAR, FL 34677
$249,900115 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
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)
1734 MAPLELEAF BLVD, OLDSMAR, FL 34677
$515,00029 Days on yellowkey MLS ID: TB8492116
REDUCED by $10,000 (1.9%) on 04/23/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2428 Built: 2000Monthly Fee: $13 Tax: $4,787 (2025)Community: Eastlake Oaks Ph 4Single Family
Taxes:$4,787
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome to 1734 Mapleleaf Boulevard, a beautifully maintained two-story home in the heart of Oldsmar offering the perfect blend of space, comfort, and peace of mind. With 4 generously sized bedrooms and 2.5 bathrooms, this home is designed for both everyday living and effortless entertaining. As you step through the elegant glass front door with sidelight, you’re welcomed into a bright, inviting interior filled with natural light, highlighted by a large picture window that frames the serene backyard. The main level flows seamlessly between the living, dining, and kitchen areas, creating a functional and open feel without sacrificing warmth or character. Upstairs, all four bedrooms are thoughtfully positioned for privacy, including a spacious primary suite featuring a walk-in closet, double vanity, soaking tub, separate shower, and a private water closet—creating a true retreat at the end of the day. The additional bedrooms are all well-sized, offering flexibility for family, guests, or a home office. Step outside to your extended screened-in paver patio, a standout feature that makes outdoor living easy and enjoyable year-round. Whether you’re sipping your morning coffee or hosting friends and family, this space is built to be enjoyed. The backyard offers privacy and a peaceful setting with minimal maintenance required. This home has never flooded, even through recent storms, and includes a transferable flood policy at just $900 per year—an incredible value that adds an extra layer of confidence for the next owner. Additional features include a 2-car garage, ample storage, and a well-cared-for condition that makes this home truly move-in ready. Ideally located near parks, shopping, dining, and with easy access to Tampa, this home offers the lifestyle you’ve been looking for in one of Oldsmar’s most desirable areas.
Listing is courtesy of: LPT REALTY, LLC. (877-366-2213)
Listing Agent: Ashley Mason (813-735-2495)
1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$370,00041 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)
604 LIMETREE DR, OLDSMAR, FL 34677
$375,0008 Days on yellowkey MLS ID: O6401483
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1430 Built: 1980 Tax: $3,108 (2025)Community: Harbor Palms Unit ElevenSingle Family
Taxes:$3,108
Remarks: If you love the beauty of Florida’s outdoors, this home is a must-see. Just a short walk to Harbor Palms Nature Park, you will enjoy scenic biking and walking trails, fishing, manatee sightings, and plenty of space to relax with family and friends. NO HOA and NO CDD, so bring your toys. With no HOA restrictions and a large driveway that comfortably fits six cars, there is plenty of room for guests, boats, or recreational vehicles. This spacious split floor plan home features three master bedrooms, each with its own bathroom. Two of the master bedrooms include walk-in closets, and the home offers abundant closet space throughout. You will also enjoy a large, inviting family room and a fenced backyard perfect for entertaining, pets, or quiet evenings outdoors. The converted garage offers its own private suite with a full bathroom and exterior entrance, creating an excellent opportunity for a mother-in-law suite, guest quarters, or potential rental income. The spacious kitchen has all-new appliances and granite countertops. Thoughtful updates throughout the home include an additional bathroom, all-new impact windows, and a NEW ROOF to be installed after closing with a full-price proposal. Enjoy peaceful sunsets from the screened patio overlooking a generously sized lot with extra space between neighbors, making it your own private retreat. Bird watchers will love spotting a variety of exotic birds from the nearby nature preserve. The home is elevated from the road and has remained high and dry through storms, offering added peace of mind. It is located in a highly desirable school zone including Oldsmar Elementary, Carwise Middle, and East Lake High School. Both Oldsmar Elementary and East Lake High have earned placement on the excellence list for three-plus years. Oldsmar is centrally located between Tampa and St. Petersburg, making this an ideal spot for an easy commute while still enjoying a peaceful, nature-filled community. Just 15 minutes from Honeymoon Island, one of the most desirable beaches in the area. You will also enjoy convenient access to dining, restaurants, malls, and shopping just minutes away. Comfort, flexibility, and location this home truly has it all. Schedule your showing today.
Listing is courtesy of: JUPITER PROPERTIES, INC (386-547-6161)
Listing Agent: Sulamita Del Valle (813-510-9619)
4007 PALM KEY AVE, OLDSMAR, FL 34677
$629,000205 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
Taxes:$7,398
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 Agent: Jacob Gross (727-303-2063)
403 BLUE MARLIN DR, OLDSMAR, FL 34677
$189,000183 Days on yellowkey MLS ID: TB8442487
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1993Monthly Fee: $70Community: Gull-Aire VillageManufactured Home
Taxes:$0
Remarks: Assumable VA Loan at 2.8% for Qualified Veteran Available! Welcome to your new home in the highly sought-after 55+ Gull-Aire Village! Perfectly situated on a spacious corner lot, this charming Jacobsen manufactured residence offers both comfort and convenience within walking distance to the community pool and clubhouse. Constructed in 1993, it features durable ¾ inch plywood subfloors with laminate, carpet, and tile flooring throughout. Enjoy the versatility of the enclosed Florida room, equipped with central air and heat as well as a custom fan system—ideal for hobbies and creative projects. Recent upgrades include a new hot water heater installed in 2018 and beautifully renovated bathrooms completed in 2020. Further improvements include new windows, a front door, siding, and insulation added in 2013.The kitchen is outfitted with sleek 2019 stainless-steel appliances including a refrigerator and dishwasher. A new air conditioning system installed in 2016. Unique to this home is an electric custom ramp capable of lifting to 600 lbs., offering exceptional accessibility for those with mobility needs. A roof-over was added in 2005, and an inside laundry area comes complete with a washer and dryer for your convenience. The vibrant clubhouse is the heart of the community, hosting monthly events and providing amenities such as a pool table, shuffleboard, bocce ball court, and a heated pool and spa. There are also regular activities to keep you engaged and active, including yoga, bingo, cards, and line dancing. The golf cart-friendly streets make getting around a breeze! With HOA fees at just $70 per month, you will enjoy affordable living in a wonderfully maintained neighborhood. This pet-friendly community allows one pet of any size, and a second pet is permitted with a doctor's note for emotional support. Best of all, ownership includes the land—no lot rent! Everyday conveniences are just steps away, with AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and Dollar Store across the street, as well as popular dining options like Shaker & Peel, Craft Street Kitchen, Mandola's, Country Pizza Italian Grill, and Eve's Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are only minutes from your door. For outdoor enthusiasts, the stunning beaches of Honeymoon Island and Caladesi State Park are just ten miles away, and a scenic biking and walking trail along the canal offers easy access from within the community. Room sizes are approximate. Do not miss your chance to enjoy the best of Oldsmar living in one of the area's most desirable communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
209 CORKWOOD LN, OLDSMAR, FL 34677
$245,408320 Days on yellowkey MLS ID: TB8396745
INCREASED by $508 (0.2%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1984Monthly Fee: $268 Tax: $2,960 (2024)Community: Villas Of Forest LakesVilla
Taxes:$2,960
Remarks: Amazing Location, Renovated, New kitchen, New Water heater, New Bathroom Vanity, New flooring, Quartz counter tops and new appliances and there is a Storage room next to the car port and a Privacy back yard area. Good location next to Walmart supercenter Oldsmar and a few minutes away to walk from supermarket Aldi. Great school district. Community has a pool, Tennis Courts, Basketball court. Additional conveniences include a storage room and assign covered parking. The HOA takes care of exterior maintenance and the roof. According to the homeowners, this subdivision has not been flooded from the previous hurricanes in Tampa Bay area. About 20 minutes away from Tampa airport and 20 minutes away from honeymoon island State Park Dunedin Fl Etc...
Listing Agent: Genci Shurdha (727-400-9783)
219 BAY ARBOR BLVD, OLDSMAR, FL 34677
$560,00013 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
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 is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Jessica Jurek (727-487-4957)
208 HEMINGWAY DR, OLDSMAR, FL 34677
$314,90035 Days on yellowkey MLS ID: TB8490712
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1207 Built: 1997Monthly Fee: $265 Tax: $4,507 (2025)Community: Sun Ketch Twnhms At Cypress LakesVilla
Taxes:$4,507
Remarks: This beautifully maintained end-unit villa offers the perfect combination of comfort, privacy, and modern upgrades along with water views from most rooms. Step inside to high-volume ceilings that create a bright and spacious atmosphere throughout. The home features all-new luxury flooring, giving every room a sleek and cohesive look. The thoughtful layout includes a separate living and dining area, ideal for both everyday living and entertaining guests. From here, step out onto your private screened lanai with an epoxy floor, overlooking a serene pond—a perfect spot for morning coffee or relaxing evenings. The back yard is fenced for extra privacy. The split-bedroom floorplan has a spacious primary suite boasting a large walk-in closet and an en suite bathroom with a walk-in shower and dual sink vanity. The open, tiled kitchen is a chef’s delight, offering ample counter space and a convenient breakfast bar. Additional highlights include a 2-car garage with extra driveway space, French drains, rain gutters, and the added privacy of an end unit. Conveniently located near shopping, airports, schools, beaches, and the community pool, this villa truly combines style, convenience, and tranquility. Your new home awaits—move in and enjoy the perfect blend of comfort and elegance!
Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)
Listing Agent: Lisa Heberlein Pa (727-432-8769)
40 SHAMROCK WAY #40, OLDSMAR, FL 34677
$255,00069 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
$199,9959 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
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 Agent: Justin Cans (347-238-0790)
343 SHORE DR E, OLDSMAR, FL 34677
$399,00014 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)
2151 DIAMOND CT, OLDSMAR, FL 34677
$1,350,000185 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
Elementary School: Cypress Woods Elementary-PN
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)
440 LAKEVIEW DR, OLDSMAR, FL 34677
$425,000146 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
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)
395 WINGATE CIR, OLDSMAR, FL 34677
$590,000161 Days on yellowkey MLS ID: TB8450027
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 in 4 Years 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)
35 GREENHAVEN TRL, OLDSMAR, FL 34677
$789,90054 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)
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