Location: Oldsmar
Do Not Show Listings
1732 SPLIT FORK DR, OLDSMAR, FL 34677
$585,00054 Days on yellowkey MLS ID: TB8482923
0 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2163 Built: 1997Monthly Fee: $13 Tax: $9,151 (2025)Community: Eastlake Oaks Ph 1Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,151
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully updated home in the highly desirable Eastlake Oaks community of Oldsmar, where comfort, privacy, and location come together perfectly. NO FLOOD INSURACE REQUIRED. This 3-bedroom, 2.5-bath home with a rare 3-car garage offers stunning water views and no rear neighbors, creating a peaceful setting that’s hard to find. Inside, the home has been meticulously upgraded throughout, making it completely move-in ready. Enjoy a beautifully renovated kitchen, updated bathrooms, new flooring, and fresh interior paint, all designed to create a modern and inviting living space. The open layout flows perfectly for both everyday living and entertaining while allowing you to enjoy the tranquil water views from the back of the home. Major updates provide peace of mind for years to come, including a new water heater (2024), HVAC system (2022), and roof (2019). One of the most exceptional features of this home is that it is one of only a handful of properties in the entire neighborhood that does NOT require flood insurance, offering significant long-term savings while still enjoying a beautiful water view setting. Located in one of Oldsmar’s most desirable neighborhoods, Eastlake Oaks is known for its welcoming community feel and convenient access to top-rated schools, parks, shopping, dining, Tampa International Airport, and the Gulf beaches. Homes with this combination of water views, privacy with no rear neighbors, extensive upgrades, a 3-car garage, and no flood insurance requirement are incredibly rare. Don’t miss your opportunity to own this exceptional home in a fantastic neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Jonathan Hernandez (727-417-1122)
433 SAILFISH BLVD, OLDSMAR, FL 34677
$256,00056 Days on yellowkey MLS ID: TB8481608
REDUCED by $3,000 (1.2%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1987Monthly Fee: $70 Tax: $1,585 (2025)Community: Gull-Aire VillageSpa: NoManufactured Home
Taxes:$1,585
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: SPECTACULAR VIEWS! Welcome home to your quaint, cozy - yet surprisingly spacious - cottage nestled along a serene pond directly across from a peaceful tropical bird sanctuary in the heart of Oldsmar, Florida! This beautifully updated 2-bedroom, 2-bathroom home features cathedral ceilings, along with a bright open-concept layout with a generous living room and dining area – perfect for entertaining guests or enjoying quiet evenings in comfort. Thoughtfully upgraded throughout, the home showcases charming barn wood accent walls, and newer luxury vinyl flooring that flows seamlessly from room to room. The spacious primary suite is a true retreat, complete with a large walk-in closet accented by stylish barn doors and a private en-suite bathroom featuring a separate walk-in shower and enclosed toilet area for added privacy. Recent improvements provide peace of mind and modern appeal, including newer vinyl siding, double-pane windows, fresh interior and exterior paint, ungraded doors with stylish hardware, and much more - making this home truly move-in ready. Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers resort-style amenities including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. Enjoy the rare benefit of owning the land with a low monthly HOA fee of just $70 and one pet of any size is welcomed. You’ll love the unbeatable location—less than a mile from Woodlands Square and just minutes to everyday conveniences. Honeymoon Island Beach is approximately 9 miles away, Mease Countryside Hospital among other health facilities are approximated 2 miles away and Tampa International Airport is a quick 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, the perfect spot to enjoy Florida’s outdoor lifestyle. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply soaking in the tranquil water views, you’ll fall in love with the welcoming charm and vibrant lifestyle of Gull-Aire Village. Schedule your private tour today! (Room dimensions are approximate and should be verified by Buyer.)
Listing is courtesy of: AH REALTY SERVICES, LLC (727-275-3512)
Listing Agent: Anne Hode (813-545-1960)
108 DOLPHIN DR E, OLDSMAR, FL 34677
$319,00055 Days on yellowkey MLS ID: TB8482185
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1372 Built: 1982Monthly Fee: $70 Tax: $2,959 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,959
Remarks: The Prettiest Home in Gull Aire – Turn-Key Perfection! Welcome to the crown jewel of Gull Aire, widely considered the most beautiful home in the entire community. This meticulously renovated 3-bedroom, 2-bathroom residence has been reimagined inside and out to offer the perfect blend of modern luxury and cozy community charm. If you are a social-seeking senior looking for a vibrant lifestyle in a golf-cart-friendly neighborhood, your search ends here. Step across the delightful front porch, which serves as your new favorite spot for morning coffee and easy socialization with passing neighbors, and into an interior that feels brand new. Luxury vinyl plank flooring flows seamlessly throughout the entire open floor plan, leading you into a living room anchored by a stunning built-in electric fireplace that acts as the ultimate focal point for cozy evenings. Have plenty of space for guests with a rare third bedroom that can serve as an office. The heart of the home is a chef’s dream kitchen featuring an expansive central island perfect for baking, crafting or entertaining. This upgraded space boasts premium finishes, modern appliances, and abundant storage, along with a unique laundry pass-through that adds effortless convenience to your daily routine. Beyond the doorstep, Gull Aire Village offers resort-style living with remarkably low HOA fees. You will enjoy access to the sparkling community pool and a clubhouse packed with amenities, all easily accessible by golf cart. This turn-key, move-in ready home is perfectly positioned in close proximity to top-tier shopping, local dining favorites, and endless entertainment options. This is more than just a house; it is a total lifestyle upgrade waiting for its next owner.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jackie Little (813-453-8960)
106 PINE CT #346, OLDSMAR, FL 34677
$175,00048 Days on yellowkey MLS ID: TB8484847
1 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $586 Tax: $2,848 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,848
Elementary School: Forest Lakes Elementary-PN
Remarks: One or more photo(s) has been virtually staged. Enjoy easy Florida living in this beautifully updated 2-bedroom, 2-bath second-floor condo in the heart of Oldsmar. The home features luxury flooring throughout, a new HVAC system, and a comfortable open layout designed for both relaxing and entertaining. Step onto your private balcony overlooking peaceful green space — the perfect spot for morning coffee or unwinding after a long day. The community is well-maintained and continually improving; the HOA is currently installing a brand-new roof and completing exterior pressure washing, showing pride in ownership and strong community care. Residents enjoy great amenities including a gated entrance, community pool, covered carport parking, and beautifully maintained grounds where you can connect with neighbors and enjoy the Florida lifestyle. Location is everything, and this one delivers. You’ll be walkable to shopping, dining, and everyday conveniences, while also being conveniently located near Tampa International Airport and St. Pete–Clearwater International Airport. Plus, you’re just a short drive to the world-famous Gulf beaches, making weekend beach days easier than ever. Motivated seller — don’t miss your opportunity to own in one of Oldsmar’s most convenient locations! Schedule your showing today.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Patrick Massey (931-337-1678)
145 BLUE MARLIN DR, OLDSMAR, FL 34677
$199,900439 Days on yellowkey MLS ID: TB8345454
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1504 Built: 2006Monthly Fee: $70 Tax: $1,377 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$1,377
Remarks: Under contract-accepting backup offers. PRICED FOR IMMEDIATE SALE. The Time is NOW to own your place in the Florida sun. This contemporary residence offers the perfect blend of luxury and comfort, whether you're looking for a permanent home or a winter getaway. Enjoy modern conveniences like the island kitchen, vaulted ceilings, a front-loader full-size washer and dryer, electric window blinds, and a newer roof and A/C system (both under warranty). Most of the windows have been upgraded to impact-rated thermal units that carry a lifetime warranty. The large two-car carport, double-wide driveway, and expansive golf cart garage (8' x 16') with two lofts offer plenty of room for storage and hobbies, making it ideal for any enthusiast. Built in 2006, this home stands out as one of the newer and elevated properties in the highly sought-after Gull-Aire Village. This vibrant 55+ RESIDENT OWNED, active community offers a low monthly fee of just $70, and you can bring your pet to enjoy all the fantastic activities and amenities the park has to offer. This home has NEVER had any water intrusion. Discover the charm of Gull Aire Village today. Golf cart and pet friendly. Great community pool and recreational facility. DON'T LET THE OPPORTUNITY GET AWAY.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Jamie Everett (727-409-7242)
1384 FORESTEDGE BLVD, OLDSMAR, FL 34677
$750,00032 Days on yellowkey MLS ID: TB8490510
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2814 Built: 1991Monthly Fee: $243 Tax: $13,366 (2025)Community: Aberdeen Unit TwoSpa: NoSingle Family
Taxes:$13,366
Remarks: Welcome to refined Florida living in the highly sought-after gated community of Aberdeen within East Lake Woodlands. This exceptional Arthur Rutenberg-built residence offers over 2,814 square feet of thoughtfully designed living space, perfectly positioned on an oversized lot with a private screened pool with lovely water feature. This freshly painted 4-bedroom, 2.5-bath split floor plan is designed for both comfort and sophistication. The expansive primary suite is a true retreat, featuring a spa-inspired bath with a freestanding clawfoot tub, separate shower, water closet, dual vanities, and walk-in closet, along with sliding glass doors leading directly to the pool. The pool bath features a jacuzzi tub and updated finishes. Enter through elegant double front doors into a light-filled interior with soaring ceilings and abundant natural light. The home offers a seamless blend of formal and casual living, including a formal living room with sliders to the pool, a dedicated dining space, and a spacious family room with wood burning fireplace that opens to the kitchen. The refreshed kitchen features an open layout, breakfast nook, with sliders leading to pool/patio making it an easy flow for entertaining. The large laundry room features a wash sink and an ample space for storage. Step outside to your screen-enclosed pool and covered patio, the perfect setting for year-round entertaining, relaxing, and enjoying Florida’s indoor-outdoor lifestyle. Additional highlights include a 3-car garage, new water softener system, 2013 Barrel Tile Roof. HVAC 2019 Located in Flood Zone X500 for added peace of mind, this home is surrounded by top-rated schools and unmatched convenience. Enjoy having an active lifestyle being close to Lake Tarpon, the Gulf beaches, Tampa International Airport, and outdoor destinations like John Chestnut Park, the Pinellas Trail, and the YMCA. Residents also have access to the newly renovated Ardea Country Club, offering two championship 18-hole golf courses, tennis and pickleball courts, fitness center, resort-style pool, and dining, available through optional membership. Don’t miss the rare opportunity to own a magnificent home in one of East Lake’s most desirable gated enclaves.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Kerri Rodriguez (727-385-8823)
502 TIMBER BAY CIR E, OLDSMAR, FL 34677
$419,90083 Days on yellowkey MLS ID: TB8467897
3 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 1983 Tax: $5,498 (2024)Community: Shoreview Ph ISingle Family
Taxes:$5,498
Tax Year: 2024
Remarks: Under contract-accepting backup offers. This beautifully cared-for pool home is tucked away in one of Oldsmar’s most desirable neighborhoods. From the moment you step inside, you’ll feel the space and natural light that make this home so welcoming. The open floor plan flows effortlessly into a spacious living area—perfect for hosting friends, family gatherings, or simply relaxing at the end of the day. The updated kitchen is both stylish and functional, featuring sleek cabinetry, modern appliances, and plenty of counter space for cooking and entertaining. The primary suite offers a true retreat, with generous space to unwind, while the additional bedrooms provide comfort and flexibility for family, guests, or a home office. Step outside and discover your own private backyard oasis. The sparkling pool, framed by lush landscaping, creates the perfect setting for weekend barbecues, quiet mornings, or evening swims. This home has been meticulously maintained and is in excellent condition, with no storm damage from recent events, offering added peace of mind. Located in a quiet, friendly community, you’ll enjoy convenient access to top-rated schools, parks, shopping, dining, and major roadways—making everyday life easy and enjoyable. Whether you’re searching for a place to grow, entertain, or simply relax, this home truly has it all. Don’t miss the chance to make this exceptional Oldsmar pool home your own.
Listing is courtesy of: SELLSTATE LEGACY REALTY (813-542-1224)
Listing Agent: Taylor Cresswell (813-940-0101)
1803 ELMWOOD DR, OLDSMAR, FL 34677
$325,000109 Days on yellowkey MLS ID: TB8461337
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1290 Built: 1973 Tax: $1,859 (2024)Community: Harbor Palms-Unit ThreeSingle Family
Taxes:$1,859
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 2-bedroom, 2-bath home in Oldsmar, offering a bright, open layout designed for comfortable Florida living. The home features new luxury vinyl plank flooring throughout, an open floor plan, and large windows that fill the space with natural light. The living room-dining room combo flows seamlessly, with the dining area conveniently located near the kitchen. The updated kitchen boasts quartz countertops, stainless steel appliances, and a pass-through window to the family room, making it perfect for entertaining. New ceiling fans add style and comfort throughout the home. The primary bedroom includes an attached bathroom with a new vanity, updated light fixtures, mirror, and a spacious closet. From the family room, step outside to a pavered patio and fenced yard, ideal for relaxing or entertaining while enjoying the Florida weather year-round. Located just off Tampa Road, this home is close to shopping centers, a wide variety of dining options, parks, and scenic trails, offering both convenience and lifestyle. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
240 TADS TRL, OLDSMAR, FL 34677
$249,00039 Days on yellowkey MLS ID: TB8487439
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1979Monthly Fee: $504 Tax: $3,035 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$3,035
Remarks: Under contract-accepting backup offers. One or more of the photos are virtually staged. Enjoy the carefree Florida lifestyle in this 2-bedroom, 2-bath end unit villa overlooking the 16th tee of the Ardea Country Club - South Course in the highly sought-after East Lake Woodlands community. The split floor plan offers privacy and comfort, with two spacious ensuite bedrooms offering many living options. The open-concept living and dining area is perfect for entertaining, featuring easy-care vinyl flooring, crown molding, and plenty of natural light. The adjacent kitchen is inviting, complete with stainless steel appliances, tile flooring, a cozy breakfast area, and its own sliding glass door leading to the front patio—perfect for morning coffee or casual outdoor dining. Each bedroom includes a private bath, large closets, and ceiling fans. One ensuite features a walk-in shower, while the other offers a tub/shower combination for added flexibility. Additional highlights include indoor laundry with washer and dryer, private storage closet on the rear screened patio, covered carport directly in from of the unit with additional private storage. Relax and unwind in your front and back outdoor spaces, or take a stroll through the beautifully landscaped, gated community. Residents have the option to join the newly renovated Ardea Country Club, offering two championship 18-hole golf courses, tennis, a fitness center, and on-site dining. Conveniently located in the heart of Oldsmar, you’ll enjoy easy access to shopping, dining, beaches, and major airports. Don’t miss this opportunity to experience low-maintenance Florida living at its finest—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Chris Arata (727-415-7271)
340 CANAL WAY, OLDSMAR, FL 34677
$198,00031 Days on yellowkey MLS ID: TB8491525
REDUCED by $12,000 (5.7%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1993Monthly Fee: $50 Tax: $2,288 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,288
Remarks: Welcome to easy Florida living in the sought-after 55+ community of Gull-Aire Village in Oldsmar. This well-maintained 2BR/2BA home offers a comfortable, open layout with updated flooring, a spacious living area, and a split-bedroom floor plan that gives both you and your guests privacy. The kitchen and bathrooms are clean and functional with room to make it your own, making this a great opportunity to move right in and update over time to your style. Enjoy the benefits of a covered carport, extra storage, and low-maintenance living in a community where neighbors know each other and there’s always something to do. Gull-Aire Village is a resident-owned 55+ community featuring a clubhouse, heated pool and spa, fitness center, shuffleboard courts, and a full calendar of social activities. Conveniently located near shopping, dining, Gulf beaches, Tampa International Airport, and major highways—everything you need is close by. Land-owned with no lot rent—perfect for a full-time residence or a seasonal Florida escape.
Listing is courtesy of: ACROPOLIS REALTY GROUP LLC (315-396-0493)
Listing Agent: Sal Degaetano (315-396-0493)
4766 STONEVIEW CIR, OLDSMAR, FL 34677
$645,00031 Days on yellowkey MLS ID: TB8487161
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2114 Built: 1993Monthly Fee: $108 Tax: $3,755 (2025)Community: StonebriarSingle Family
Taxes:$3,755
Elementary School: Cypress Woods Elementary-PN
Remarks: Welcome to an exceptional opportunity in the highly desirable Stonebriar enclave of East Lake Woodlands—where timeless design meets effortless Florida living. This impeccably maintained four-bedroom, two-bath pool home showcases true pride of ownership and offers a seamless blend of comfort, functionality, and style. From the moment you arrive, the home’s pristine condition and inviting curb appeal set the tone. Step through the front door and be immediately captivated by a stunning sightline that draws your eye through the living space to the screened lanai and sparkling pool beyond—an ideal introduction to the indoor-outdoor lifestyle that defines this residence. To the right, the formal dining room offers generous proportions, perfect for hosting gatherings both intimate and grand. Straight ahead, the formal living room provides direct access to the lanai, creating a fluid transition for entertaining and allowing you to fully embrace Florida’s beautiful weather year-round. Privately positioned to the left of the entry, the primary suite is a serene retreat featuring its own access to the lanai. The en suite bath is thoughtfully appointed with a deep soaking tub, step-in shower, and a spacious walk-in closet—delivering both comfort and convenience. At the heart of the home, the updated kitchen is a standout, boasting white shaker cabinetry, stone countertops, and an elegant tile backsplash. A breakfast bar and optional nook space add flexibility, while the open layout flows effortlessly into the family room, complete with a cozy wood-burning fireplace—perfect for relaxed evenings at home. The split-bedroom floor plan enhances privacy, with three additional generously sized bedrooms located toward the rear of the home, each offering ample closet space. The secondary bath features a tub/shower combination and provides direct access to the laundry room and lanai, functioning perfectly as a pool bath. Step outside to your private oasis—an expansive screened lanai featuring a solar heated saltwater pool, ideal for year-round enjoyment. The covered area offers the perfect setting for outdoor dining and lounging, and select patio furnishings are available for purchase, making this space move-in ready for immediate enjoyment. A spacious backyard completes the outdoor experience. With its thoughtful layout, stylish updates, and inviting indoor-outdoor flow, this home is truly ready for its next chapter. Roof 2013, HVAC 2024, Hurricane rated impact windows throughout, new gutters and pool cage rescreening. Don’t miss the opportunity to experience everything this exceptional property has to offer—schedule your private showing today.
Listing Agent: Vanessa Leonard (727-647-2706)
1802 CHINABERRY DR, OLDSMAR, FL 34677
$369,000189 Days on yellowkey MLS ID: TB8439498
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1358 Built: 1972 Tax: $865 (2024)Community: Harbor Palms-Unit OneSingle Family
Taxes:$865
Remarks: Easily 3 Bedroom (EVEN 4) - Total Renovation - Block/Slab Home - Large Indoor Laundry - 2 Car Garage - New Roof - New AC - New Water Heater - New Kitchen - Solid Wood Cabinets - Solid Surface Counters - New Bathrooms - New Floors - Interior and Exterior Paint - Landscaping - Large Fenced Yard -
Listing is courtesy of: FOXX AND ASSOCIATES (877-538-6868)
Listing Agent: Dan Nease (727-354-2222)
129 CAMPHOR CIR #C, OLDSMAR, FL 34677
$180,00076 Days on yellowkey MLS ID: TB8474438
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1986 Tax: $170 (2025)Community: Gardens Of Forest Lakes Condo TheCondo
Taxes:$170
Remarks: Welcome to The Gardens of Forest Lakes, one of Oldsmar’s well-kept secret communities. This 2 bedroom 2 bathroom condo is a true move-in ready home. The features and amenities are apparent upon entering this well-decorated unit. The newer luxury vinyl flooring set the stage for a great showing. The living room/dining room combination offers an open & spacious area you can call home. The kitchen was updated to include custom wood cabinets with hydraulic drawers; led area lighting; newer appliances including a brand new refrigerator & a double oven; deep double steel sink; tile backsplash; granite-looking Formica countertops; Both bathrooms were updated to include wood-like tile; the guest bathroom offers a deep soaker tub; Enjoy the beautiful pond view from both bedrooms and the private balcony; An inside laundry room with a newer washer/dryer combo for your convenience; The master bedroom offers a walk-in closet; The balcony has a storage room for your extra stuff; The community has a recreation center that includes a swimming pool, tennis & racquetball courts, a playground and a fishing pier. Close to shopping, dining, entertainment and more. Schedule your private showing today. You’ll be glad you did.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Garrett Grimes (727-403-8723)
219 PALMETTO CT, OLDSMAR, FL 34677
$182,000105 Days on yellowkey MLS ID: TB8463698
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $3,045 (2024)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$3,045
Remarks: Easy, low-maintenance living in the heart of East Lake Woodlands. This affordable ground-floor, end-unit 2-bedroom, 2-bath condo offers comfort, privacy, and a peaceful setting surrounded by greenery. Inside, you’ll find a bright great room overlooking open green space, a desirable split-bedroom floor plan, and an open kitchen that flows seamlessly into the dining and living areas—ideal for both everyday living and entertaining. Recent updates include fresh interior paint (November 2025), new carpet, tile flooring in the kitchen and living room, and a new AC and heat system installed in 2024 with a 10-year warranty. The home also includes a washer and dryer, stove, and a storage room with laundry hookups. The primary suite features two walk-in closets, plus a hallway linen closet for additional storage. Enjoy Florida living with two sets of sliding doors leading to a screened lanai, a paver patio beyond, and tranquil green space between buildings. The community pool is just steps from the back door, set beyond the greenery for a sense of separation. Convenience continues with covered carport parking directly out front, ample guest parking, and a resident-only rear entrance providing quick access to shopping and dining along East Lake Road and Tampa Road. Located in East Lake Woodlands, a gated community bordered by the 8,700-acre Brooker Creek Preserve, residents are surrounded by mature trees, lakes, and natural beauty. Optional memberships are available at the East Lake Woodlands Country Club, featuring two championship golf courses, tennis and pickleball courts, dining, a fitness center, and a resort-style pool. Monthly fees include exterior building maintenance, roof, building insurance, water, sewer, trash, basic cable, grounds maintenance, and the community pool, making ownership simple and predictable. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this move-in-ready home offers comfort, convenience, and a setting that feels calm yet connected to everything Tampa Bay has to offer. (One or more photos have been virtually staged)
Listing is courtesy of: KINEST REALTY (727-212-0021)
Listing Agent: Stephanie Person (727-212-0021)
375 WELLINGTON AVE, OLDSMAR, FL 34677
$1,299,00024 Days on yellowkey MLS ID: TB8492687
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2624 Built: 1993 Tax: $14,951 (2025)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$14,951
Remarks: Welcome to your modern dream home—completely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been thoughtfully curated and impeccably executed. The gourmet kitchen is a true showpiece, featuring full custom cabinetry with lighted drawers, newer appliances, and stunning high-end Essenza Quartzite waterfall countertops—an architectural statement rarely found outside luxury homes. Throughout the second and third floors, you’ll find polished 32x32 porcelain Onyx tile, complemented by sleek single-panel glass interior doors, designer chrome hardware, and all-new outlets, switches, and striking modern glass light fixtures and chandeliers. Every bathroom has been fully renovated with floating vanities, vessel sinks, LED mirrors, smart toilets, and all new fixtures and finishes. The primary suite offers a true retreat, featuring a dramatic three-sided gas fireplace that flows into a spa-inspired en suite with a custom concrete vanity by a local artist, freestanding soaking tub, and walk-in shower. The staircase is a statement in itself, finished with Calacatta Sunset quartz and floating frameless glass railings with chrome accents, echoed throughout the home’s balconies. Anchoring the main living space is a breathtaking 20-foot LED-lit accent wall—an unforgettable focal point that defines the home’s modern design. Situated on a full acre in the heart of Oldsmar, this property offers both luxury and freedom with no HOA. Flood insurance is approximately $800/year and transferable. The ground level features a versatile game room, gym, or flex space that opens to an expansive 1,400 sq ft paver pool deck with a two-story screened enclosure, outdoor kitchen & gorgeous pool & spa combo—perfect for entertaining and enjoying Florida living year-round. AC(2023), ROOF (2022), ELECTRIC PANEL (2023), HURRICANE RATED WINDOWS & SLIDERS (2017), POOL PUMP (2024), TANKLESS WATER HEATER (2018). Store your boat or RV on your one acre fully fenced and gated private lot. Close proximity to three waterfront parks, Pickleball, boat and kayak launch, fishing pier, restaurants, Tampa, International Airport, and the most beautiful beaches in the world. This home was meticulously designed and must be seen to be appreciated.
Listing Agent: Jenny Neumeyer (727-482-2656)
2020 DOVER CT, OLDSMAR, FL 34677
$255,00034 Days on yellowkey MLS ID: TB8486084
3 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1143 Built: 1983Monthly Fee: $160 Tax: $588 (2025)Community: Bayside Meadows Ph IiVilla
Taxes:$588
Remarks: Under contract-accepting backup offers. Updated Villa in Oldsmar with Low HOA, 2024 HVAC, updated kitchen and baths, Hurricane impact window and sliders & heated Community Pool. Welcome to 2020 Dover Ct in Oldsmar, Florida—an updated 2-bedroom, 2-bath villa with a 1-car garage, ideally positioned on a quiet cul-de-sac in one of Oldsmar’s most convenient locations. Offering 1,143 square feet of thoughtfully designed living space, this home blends comfort, functionality, and low-maintenance Florida living. Recent updates provide peace of mind, including a 2024 A/C system, new duct work 2022, hurricane-rated sliders 2022, updated hurricane-rated windows 2019, garage door 2023, and beautifully refreshed kitchen and flooring with new tile extending through the hallway and into the bathrooms, updated bathrooms. Step inside through the welcoming foyer to find a light and bright interior with volume ceilings and a spacious great room with Luxury Vinyl Plank flooring is centered around a charming wood-burning fireplace—perfect for cozy Florida evenings. The updated eat-in kitchen is designed for both everyday living and entertaining, featuring abundant counter space, a flat cooktop range, stainless steel refrigerator, breakfast bar, large cabinet pantry, and the added convenience of an under-counter washer and dryer. The split-bedroom layout offers privacy, with the secondary bedroom and full bath located near the front of the home, while the primary suite is tucked away and features sliding glass doors leading to the Florida room, a large linen closet, and an updated en-suite bath with a step-in shower. Enjoy relaxing mornings or evening breezes on your Florida room that overlooking your backyard—ideal for enjoying Florida’s year-round outdoor lifestyle. With low HOA fees of just $160/month, residents enjoy true maintenance-free living including lawn care, community pool access, annual tree trimming, pressure washing of sidewalks once a year, maintenance of the rear fence behind the villa, and reclaimed water for irrigation—saving you both time and money while keeping the community beautifully maintained. Location is everything, and this home delivers—just minutes from shopping, dining, movie theaters, hospitals, medical facilities and everyday conveniences, with easy access to Tampa Road, US-19, and McMullen Booth Road for quick commutes to Tampa, Clearwater, and St. Petersburg. Outdoor enthusiasts will appreciate nearby parks, trails, and waterfront areas, including Upper Tampa Bay Park, the Oldsmar Trail, and quick access to the Courtney Campbell Causeway. World-famous Gulf beaches, Tampa International Airport, and St. Pete-Clearwater Airport are all within an easy drive. This is your opportunity to own an updated villa in Oldsmar with low maintenance, strong value, and a prime location—schedule your private showing today and start living the Florida lifestyle.
Listing is courtesy of: EXP REALTY (727-449-9276)
Listing Agent: Kathie Lea (727-422-9455)
465 HOLLY HILL RD, OLDSMAR, FL 34677
$650,00042 Days on yellowkey MLS ID: TB8486777
0 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1985Monthly Fee: $148 Tax: $3,265 (2025)Community: East Lake WoodlandsSingle Family
Taxes:$3,265
Remarks: Under contract-accepting backup offers. Stunning 3BR/2BA + Bonus Room, Pool Home in Gated East Lake Woodlands – Move-In Ready Resort-Style Living Beautifully updated, turnkey pool residence in the prestigious gated golf community of East Lake Woodlands, Oldsmar, FL. This highly desirable Tampa Bay suburb offers tree-lined streets, top-rated schools (zoned for East Lake area schools), optional private club access (championship golf, tennis, pickleball, fitness, dining & social events), and quick access to TPA airport (~15 min), pristine beaches (~10 miles to Honeymoon Island), shopping, and dining. -FEATURES & RECENT UPDATES - Fully remodeled kitchen (2026): soft-close solid wood white shaker cabinets, Carrera AZe quartz counters, under-cabinet lighting - Fresh Benjamin Moore interior paint throughout (2026); exterior paint (2024) - Luxury vinyl plank flooring in main living areas (2025) - Popcorn ceilings removed (2025) - New roof (2025) - Miami-Dade skylights (2025) - New appliances: dishwasher (2026), washer/dryer (2025), refrigerator (2023) - New A/C (2020) with new compressor (2025) - Screened lanai resurfaced (2024) - RainBird irrigation serviced (2025) - Hurricane-rated garage door & opener (2022) and impact-resistant sliding glass doors (2020) Step into your private backyard oasis featuring a sparkling pool and spacious screened lanai—perfect for year-round Florida entertaining and relaxation. Flood Zone: X (no flood insurance required) Community: Gated, golf & social club optional, top-rated schools. A rare combination of thoughtful recent renovations, timeless appeal, and unbeatable location. Don't miss this paradise in one of Tampa Bay's most sought-after communities!
1001 STARBOARD CT, OLDSMAR, FL 34677
$534,90026 Days on yellowkey MLS ID: TB8492967
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1928 Built: 2019Monthly Fee: $580 Tax: $5,109 (2025)Community: Bayside TerraceTownhouse
Taxes:$5,109
Remarks: Under contract-accepting backup offers. WATERFRONT CORNER UNIT with very LOW, TRANSFERABLE Flood Policy! Don’t miss this once-in-a-lifetime opportunity to own the highly sought-after SANTA ROSA CORNER MODEL in the gated waterfront community of Bayside Terrace. This is the only model of its kind currently available, offering stunning water views of Tampa Bay, unmatched privacy, and an abundance of natural light throughout. This upgraded 3 bedroom, 2.5 bathroom, 2 car garage townhome has been meticulously maintained with attention to every detail. As a corner unit, it enjoys extra windows and sunlight, creating a bright and inviting atmosphere from the moment you walk in. Soaring 18 foot ceilings and an open floor plan showcase breathtaking water and sunset views from the entire main living area. The modern kitchen is both functional and elegant, featuring granite countertops, stainless steel appliances, under cabinet lighting, ample cabinetry, a large island, and a spacious walk-in pantry. Tile flooring spans the main living areas, while upgraded luxury vinyl plank flooring flows through the primary suite, stairs, and entire upstairs, combining style with easy maintenance. Additional upgrades include plantation shutters, sliding blinds, and a water filtration system. Step outside to your private screened lanai and enjoy spectacular sunsets over the bay, all while watching dolphins swim by. The first floor primary suite is a true retreat, offering coffered ceilings, serene water views, a spacious walk-in closet, and a conveniently located laundry area inside the master closet. The spa-like en suite includes dual sinks, a granite vanity, and a walk in shower. Upstairs, a large loft provides a flexible space for a game room, media room, home office, or family room, with partial water views. The two additional bedrooms are generously sized, each with walk-in closets, and share a beautifully updated full bathroom that is perfect for family or guests. The two car garage includes extra shelving and space for kayak storage. Hurricane shutters are included, and this home has never experienced storm surge or water damage from Hurricane Helene, offering rare peace of mind on the water. Bayside Terrace offers resort-style, maintenance-free living with a heated salt water infinity pool, fitness center, clubhouse, fire pit, BBQ area, and a waterfront dock with kayak and canoe launch. Ideally located near Tampa International and St Pete airports, award winning beaches, shopping, dining, and just minutes from Safety Harbor, Dunedin, and Honeymoon Island. Washer and dryer convey. This is a rare, one-of-a-kind opportunity, and the only Santa Rosa Corner Model currently available with the master room downstairs. Schedule your private showing today and secure your dream waterfront home before it’s gone.
Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)
Listing Agent: Dave Doherty (727-639-2371)
240 CYPRESS LN #240, OLDSMAR, FL 34677
$254,90059 Days on yellowkey MLS ID: TB8481270
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $3,193 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$3,193
Remarks: Welcome to 240 Cypress Lane in Oldsmar, where effortless Florida living meets refined, turnkey luxury with tranquil water views and a premier golf lifestyle just moments away. This fully furnished, completely renovated second-floor residence offers the perfect blend of comfort, style, and security, high and dry with no flood insurance required. Step inside to a bright, open-concept layout enhanced by brand-new high-impact windows and sliders, allowing natural light to pour in while providing peace of mind year-round. The heart of the home is a stunning, fully updated kitchen, complete with modern cabinetry, sleek countertops, and all-new appliances, ideal for both entertaining and everyday living. Every detail has been thoughtfully upgraded, including new flooring, designer lighting, new electrical panel, and a New A/C system delivering a truly move-in ready experience. Enjoy peaceful pond and water views from your living space, creating a relaxing and private setting that captures the essence of Florida living. Residents also enjoy access to a heated community pool, offering a resort-style atmosphere just steps from your door, perfect for unwinding any time of year. The home also includes dedicated covered carport parking, adding both convenience and value. Perfectly positioned, this home is nestled near East Lake Woodlands Country Club, now known as Ardea Country Club, a premier golf destination in Oldsmar. The club features two newly renovated 18-hole championship courses, the North and South Courses, and recently completed an $11 million transformation, enhancing every aspect of the experience, including the golf courses, tennis facilities, and clubhouse. Located less than 30 minutes from world-class Gulf beaches, as well as Tampa International Airport (TPA) and St. Pete-Clearwater International Airport (PIE), this home offers both convenience and an unbeatable lifestyle. HOA dues provide exceptional value and convenience, including Cable TV, Internet, Community Pool, exterior maintenance, grounds maintenance, sewer, trash, and water, allowing for truly low-maintenance living. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity, this home delivers low-maintenance living with high-end upgrades in one of Oldsmar’s most desirable locations. You’ve seen the rest, now own the best.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nick Wimperis (651-472-1506)
416 COUNTRY CLUB DR, OLDSMAR, FL 34677
$385,00072 Days on yellowkey MLS ID: TB8475710
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1293 Built: 1959 Tax: $644 (2025)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$644
Remarks: Nestled in the highly deisrable City of Oldsmar, this home has been tastefuly renovated. You'll love the updated kitchen with new stainless steel appliances, stone counter top and lovely build in desk. This modern kitchen has beautiful black cabinets, double sink, new range, refrigerator, dishwasher, and microwave. There are new ceiling fans throughout the home and plenty of decorator lighting. The master suite has it's own bath and modern shower. It is a beauty. The secondary bath is very modern with decorator fixtures and lighted mirror, all done very tastefully. This shower has beautiful ceramic tile and modern features. There is spacious great room and separate dining room which is leading to the perfect entertaining back yard. There are 2 decks, brick pavers and it features a jacuzzi tub. You'll love the separate shed for storage and fenced in yard. There is plenty of room for your toys with gated entry to the back yard. No CDD or HOA fees here but there are several parks and a boat ramp in the neighborhood. Move in ready and a must see.
Listing is courtesy of: MURRAY BELL REAL ESTATE LLC (813-629-8202)
Listing Agent: Jenny Meers (813-748-8112)
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