Location: Oldsmar , 34677
Do Not Show Listings
145 BLUE MARLIN DR, OLDSMAR, FL 34677
$199,900443 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,377
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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
$750,00036 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
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
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
$419,90087 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
$325,000113 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
Elementary School: Oldsmar Elementary-PN
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
$249,00043 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
$198,00035 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)
129 CAMPHOR CIR #C, OLDSMAR, FL 34677
$180,00080 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
$182,000109 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
$1,299,00028 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 is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jenny Neumeyer (727-482-2656)
2020 DOVER CT, OLDSMAR, FL 34677
$255,00038 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
$650,00046 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
$534,90030 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)
416 COUNTRY CLUB DR, OLDSMAR, FL 34677
$385,00076 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)
219 CYPRESS CT #219, OLDSMAR, FL 34677
$185,000120 Days on yellowkey MLS ID: TB8460111
1 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $586 Tax: $2,893 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,893
Remarks: Under contract-accepting backup offers. Welcome to East Lake Woodlands – Cypress Estates, a gated golf course community offering maintenance-free Florida living. This updated ground-floor corner unit is move-in ready and perfectly positioned at the end of a quiet street for added privacy. This 2-bedroom, 2-bath condo features an open, airy floor plan with high ceilings and abundant natural light. Enjoy peaceful views from your screened-in porch overlooking a tranquil pond, ideal for relaxing and enjoying Florida wildlife. The spacious kitchen is designed for both function and style, featuring solid wood cabinetry, granite countertops, pantry, lazy Susan, recessed lighting, and ceiling fan. The primary suite offers two walk-in closets and a private en-suite bath with a walk-in shower and granite vanity. The guest bedroom includes brand-new luxury vinyl plank flooring (2025) and a large built-in closet. The second bath features a tub/shower combo, granite counters, and updated lighting. Recent Updates Include: ?? Electric Panel (2020) ?? HVAC (2021) ?? New Water Heater & Dishwasher ?? Updated Lighting & Bathrooms ?? LVP Flooring (2025 – Guest Bedroom) Additional features include assigned covered parking and access to a solar-heated community pool. The monthly HOA covers water, sewer, trash, cable, and internet, providing exceptional value. Located in the heart of Palm Harbor, just minutes from top-rated schools, shopping, dining, golf, and Gulf beaches, with easy access to Tampa International Airport, Downtown Dunedin, Honeymoon Island, and Clearwater Beach. Ideal for full-time residents, seasonal living, or investment—schedule your private showing today!
Listing is courtesy of: ORANGE GROVE PROPERTY SOLUTIONS (727-336-3202)
Listing Agent: Tara Cook (727-336-3202)
2044 SHEFFIELD CT, OLDSMAR, FL 34677
$190,000511 Days on yellowkey MLS ID: TB8327277
4 Days Off yellowkey (back on 11/10/2025)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 1986Monthly Fee: $110 Tax: $1,603 (2023)Community: Sheffield Village At Bayside MeadowsVilla
Taxes:$1,603
High School: Countryside High-PN
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Short Sale. High and dry with NEW ROOF and NEW HVAC!! Welcome to this charming 2-bedroom, 2-bathroom single-family villa, offering a perfect blend of comfort and style. As you enter, you'll be greeted by volume ceilings that create an open, airy atmosphere throughout the home. The spacious kitchen features beautiful granite countertops and wood cabinets, providing both elegance and functionality. Stainless steel appliances complete the modern kitchen, making it ideal for cooking and entertaining. Relax or entertain in your private enclosed patio or enjoy your own private yard, fully enclosed by a vinyl fence for added privacy and security. This home also boasts a new roof and a new HVAC system, ensuring peace of mind for years to come. Located just a short walk from the community pool, this villa is in a highly desirable school district, making it a fantastic option for families. Best of all, the HOA fees are only $110/month, offering incredible value for the community. Don’t miss the opportunity to make this wonderful home yours!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Christopher Grasso (727-379-2376)
204 WINDWARD PL #36, OLDSMAR, FL 34677
$195,00030 Days on yellowkey MLS ID: A4686982
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1984 Tax: $3,166 (2025)Community: Meadows Condo At East Lake WoodlandsCondo
Taxes:$3,166
Remarks: Welcome to 204 Windward Place #36, a well-maintained and move-in-ready condo located in the desirable East Lake Woodlands community in Oldsmar, Florida. This residence offers a comfortable layout with abundant natural light and a private outdoor space ideal for relaxing or enjoying morning coffee. The interior has been thoughtfully maintained, providing a clean and inviting living environment suitable for a primary residence, seasonal use, or investment. Assigned parking is included, along with convenient guest parking. East Lake Woodlands is a gated community offering a secure and established setting with mature landscaping and scenic surroundings. Optional membership opportunities are available at the nearby Ardea Country Club, which features golf, tennis, fitness, pool, and dining amenities. Conveniently located near Tampa, Clearwater, and St. Petersburg, this property provides easy access to Gulf beaches, shopping, dining, medical facilities, and Tampa International Airport. This property presents an excellent opportunity for buyers seeking low-maintenance living in a well-located Pinellas County community. Schedule your private showing today.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Robert Dinan (941-993-7455)
1704 HIBISCUS CIR N, OLDSMAR, FL 34677
$389,00073 Days on yellowkey MLS ID: TB8476647
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1430 Built: 1981 Tax: $6,573 (2025)Community: Harbor Palms Unit 6 ASingle Family
Taxes:$6,573
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET!!! Seller offering $5,000 credit to buyer - make it yours!!!! Welcome to this inviting Florida home designed for comfortable living and effortless outdoor enjoyment. The highlight of the property is the private, screened-in pool and expansive patio, surrounded by mature tropical landscaping that creates a peaceful setting ideal for relaxing or entertaining year-round. Inside, the home offers a functional, open layout with seamless indoor–outdoor flow from the main living areas to the pool and patio. Tile flooring throughout the main living spaces provides durability and easy maintenance, well suited for Florida living. The updated kitchen is well-appointed with ample cabinetry, generous counter space, stainless steel appliances (including a double oven range) and granite countertops, with an open connection to the dining and living areas making everyday living and entertaining easy and comfortable. The primary suite features a spa-inspired bathroom complete with a freestanding clawfoot tub and separate shower, creating a calm retreat at the end of the day. The garage has been converted to provide additional flexible space with storage, suitable for a third bedroom, home office, or bonus room. A dedicated laundry room adds everyday convenience. Additional features include owned solar panels, newer windows, and sliding glass doors. This home combines privacy, functionality, and true Florida outdoor living - a great opportunity for buyers seeking space, comfort, and a backyard designed to be enjoyed.
Listing is courtesy of: REALTY ONE GROUP BEYOND (727-900-7174)
Listing Agent: Chris Ziebell (727-900-7174)
1637 GRAY BARK DR, OLDSMAR, FL 34677
$559,900190 Days on yellowkey MLS ID: TB8440841
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2146 Built: 1998Monthly Fee: $9 Tax: $5,256 (2024)Community: Eastlake Oaks Ph 2Single Family
Taxes:$5,256
Remarks: Beautifully maintained 4-bedroom, 3-bath, 2-story home with over 2,100 square feet of living space and a 2-car garage. The home features wood flooring throughout, tall ceilings, and a comfortable, open layout. The kitchen and bathrooms have been fully updated with modern finishes, quality cabinetry, and solid-surface countertops. Recent improvements include a roof replacement in 2022. The living area offers a wood-burning fireplace, and updated lighting and fixtures enhance the home’s appeal. AC system 2014. Enjoy the screened pool and covered veranda with NO REAR NEIGHBORS, offering added privacy and a relaxing outdoor setting. This property combines thoughtful updates with a functional floor plan in a desirable location. Make your showing appointment today!
Listing is courtesy of: LISA HALL REALTY, INC (727-742-5830)
Listing Agent: Lisa Hall (727-742-5830)
380 WELLINGTON AVE, OLDSMAR, FL 34677
$1,155,000385 Days on yellowkey MLS ID: TB8373443
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3420 Built: 1992 Tax: $6,112 (2024)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$6,112
Remarks: PRICE REDUCTION! Now priced below value, this is your chance to own this incredible Key West style pool home on an oversized conservation lot in highly desirable Oldsmar. Located on a cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to forested conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the welcoming foyer to a soaring vaulted ceiling in the great room, which also features a wood burning fireplace and two sets of French doors leading to screened back porches and beyond to a huge rear deck that spans the length of the house and overlooks the large free form pool and spa. The primary suite has two walk-in closets and a remodeled bathroom (2023) with two vanities, a whirlpool tub, tiled walk-in shower, and water closet. The remodeled gourmet kitchen (2022) features stainless steel appliances, Viking dual fuel range with pot filler and vent hood, quartz counters, plentiful cabinetry, and a large island with wine fridge and copper top (durable and naturally anti-microbial/anti-bacterial). Off the kitchen is a half bathroom, a laundry room with utility sink and extra pantry storage, and a wet bar/coffee nook with even more pantry storage. Upstairs are two spacious bedrooms, a loft/office area, and updated hall bathroom (2023). At the top of the house is a railed rooftop platform offering stunning views out to Tampa Bay. The ground floor features covered parking for at least 4 vehicles, spacious storage/workshop areas, and a garage apartment/in-law suite with a bedroom, living/game room, kitchenette, and full bathroom. The circular driveway, side driveway, and large parking pad provide abundant parking for guests, boats, RV, etc. No HOA or CDD. Oldsmar is a waterfront golf cart community known for wonderful parks, quality of life, A rated schools, and convenient access to Tampa International Airport, Gulf beaches, shopping, dining, and more. Schedule your private showing today! As an added bonus, the seller has an assumable government loan at just 2.75%! Call agent for details.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: James Wheeler, Pa (813-285-1229)
115 WINDWARD PL #15, OLDSMAR, FL 34677
$180,00034 Days on yellowkey MLS ID: TB8490824
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1984Monthly Fee: $431 Tax: $2,768 (2025)Community: Meadows Condo At East Lake WoodlandsCondo
Taxes:$2,768
Remarks: LOCATION, LOCATION, LOCATION! Close to entertainment, shopping, restaurants, airports, and world-famous beaches, this beautiful ground floor, end unit condo is waiting for you! Located in the highly desirable, gated community Meadows of Eastlake Woodlands, this home has it all! Gorgeous granite countertops highlight the kitchen as does the impressive cabinet space and closet pantry. The inviting open living space makes time together comfortable, yet the split bedroom floor plan offers privacy when needed. The primary bedroom is generous and offers two walk-in closets, an ensuite bath with step-in shower, and patio access. HVAC 2021. The HOA fees include water, sewer, trash, cable, community pool, exterior maintenance including the roof, and grounds maintenance. There is a community golf course that owners may access for an additional fee.
Listing is courtesy of: FLORIDA PREMIERE REALTY (727-437-0261)
Listing Agent: Millie Jackson (828-337-9468)
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