Location: Oldsmar
Do Not Show Listings
413 COUNTRY CLUB DR, OLDSMAR, FL 34677
$384,90028 Days on yellowkey MLS ID: O6396122
REDUCED by $5,000 (1.3%) on 05/01/2026
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)
316 COUNTRY CLUB DR, OLDSMAR, FL 34677
$329,00079 Days on yellowkey MLS ID: TB8475078
REDUCED by $10,000 (2.9%) on 04/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1960 Tax: $562 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$562
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Yes! These are the real pictures of what this home REALLY looks like! No virtual staging here - these photos are of the REAL DEAL found inside this move-in ready, renovated mid-century modern home located in the heart of Oldsmar. Stop searching and start packing because this rare architectural gem is PRICED UNDER APPRAISAL. Why pay waterfront prices, when this home sits yards away from boat ramp access to Moobly Bay & Safety Harbor. With NO HOA, park your toys with ease - boats, RVs, trailers, golf carts and work trucks. Opportunities to own a move-in ready Mid-Century Modern masterpiece rarely arise. This is your chance to secure instant equity in this 3 bedroom, 2 bathroom property that seamlessly blends iconic design with today's high-end, low-maintenance lifestyle. This residence is a masterclass in quintessential mid-century style, defined by soaring exposed beams, expansive windows that flood the home with natural light, and terrazzo flooring. The split-floor plan offers three spacious bedrooms and two stylishly updated bathrooms. Bedrooms are large enough to fit two full-size beds, with plenty of room to walk-around. Stylish updated bathrooms bring the color of the outdoors into this modern design. At the heart of the home, the recently renovated kitchen features sleek modern finishes, 42-inch upper cabinets, quartz countertops, stainless steel appliances, and high-end cabinetry, making it as functional as it is beautiful. The potential for forced appreciation here is unmatched. A massive, versatile bonus room provides the perfect footprint for a dedicated home office, secondary living area, or quick conversion into an attached apartment or mother-in-law suite for multi-generational living or rental income. Furthermore, the expansive carport offers a ready-made foundation to create a fourth bedroom or enclosed family room, potentially adding over 400 square feet of air conditioned living space to your investment. Outside, the fully fenced backyard serves as a private oasis for entertaining or pets. All major systems have been updated, providing complete peace of mind. This property has also performed well as a short-term rental, making it an ideal choice for savvy investors or snowbirds seeking flexible income. The lifestyle offered here is second to none, located just yards from the Oldsmar Boat Ramp with direct access to Tampa Bay for world-class fishing and water sports. Enjoy a bike-friendly community with rapid access to RE Olds Park, the Oldsmar Trail, and the historic horse track. You are steps away from pickleball, tennis, and the vibrant events that make this neighborhood one of the most beloved in the region. This is a rare opportunity to own architectural history with significant modern updates WITHOUT the premium waterfront price tag. Because this home is priced to move immediately, it will not last. Schedule your private showing today before this below-appraisal deal disappears. Bring your offers!
Listing is courtesy of: SELLSTATE COASTAL REALTY (813-940-0101)
Listing Agent: Faith Walston (813-303-1239)
602 BAY LAKE TRL, OLDSMAR, FL 34677
$375,000Listed 05/01/2026 4:04PM MLS ID: TB8503595
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1983 Tax: $937 (2025)Community: Shoreview Ph ISingle Family
Taxes:$937
Remarks: Located in the Shoreview community of Oldsmar, this home offers a great combination of location, schools, and potential. Zoned for highly rated schools, this home is a smart choice for buyers looking to get into a strong school district while still having the opportunity to make it their own. Set on a peaceful lake, the property features a private pool and a relaxing water view—perfect for everyday living or entertaining. Inside, it’s ready for updates, making it ideal for buyers who want to customize and add value over time. You’re just minutes from R.E. Olds Park on Shore Drive, where you can enjoy festivals, outdoor concerts with fireworks over the water, a fishing pier, and beautiful sunset views. The area is also surrounded by waterfront parks offering bike and kayak trails, pickleball, basketball and tennis courts, walking and jogging paths, playgrounds, picnic areas, a small beach, and even a community garden. In addition to all the outdoor amenities, the home is conveniently located near great restaurants, shopping, Tampa International Airport, and the area’s award-winning Gulf beaches. And for peace of mind, the property is high and dry and did not have hurricane flooding or damage. If you’ve been looking for a home in a great location with room to make it your own, this one is definitely worth seeing. Please note: No sight unseen, assignable, or seller financing offers will be considered.
Listing is courtesy of: BRAINARD REALTY (813-922-2891)
Listing Agent: Sandra Santos Garbutt (727-418-1593)
604 LIMETREE DR, OLDSMAR, FL 34677
$375,0009 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 and all-new impact windows. A NEW ROOF and Room FLOORS will be installed after closing with a full-price proposal, allowing the buyer to choose finishes. 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)
504 FEDERAL ST, OLDSMAR, FL 34677
$1,180,000207 Days on yellowkey MLS ID: TB8427180
REDUCED by $90,000 (7.1%) on 04/25/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2961 Built: 2026 Tax: $1,498 (2024)Community: Oldsmar Rev MapSingle Family
Taxes:$1,498
Remarks: This stunning new three-story residence by Danva Construction perfectly blends modern luxury with resilient, high-end design. Located at 504 Federal Street in the desirable waterfront community of Oldsmar, this home is built for peace of mind with a solid concrete block structure, pilings, impact-resistant windows, and a durable TPO roof, all backed by a comprehensive builder warranty. The exterior is finished in Sherwin Williams Chantilly Lace, creating a clean, modern curb appeal enhanced by professional landscaping and a signature magnolia tree. Inside, the open-concept layout features soaring ceilings, porcelain tile flooring, and a gourmet kitchen that serves as a true showpiece. The kitchen is complete with a waterfall island, designer backsplash, and premium Bosch 800-series appliances. The luxurious primary suite offers a spa-inspired retreat with a freestanding soaking tub and porcelain tiled walls. Indoor-outdoor living shines with a second-floor porcelain tile balcony and a covered lanai. Note that some images are virtually staged to show the home's potential. Perfectly positioned just one block from Tampa Bay and five minutes to Mobbly Bayou Beach Park, this home offers a lifestyle of privacy and convenience. Oldsmar is a charming waterfront community known for its parks and trails, with effortless access to Tampa International Airport (under 20 mins), Downtown Tampa (30 mins), and the world-famous beaches of Clearwater. The location is a true paradise for outdoor enthusiasts and urban commuters alike. You are steps away from the Upper Tampa Bay Trail, offering miles of scenic cycling and jogging paths. Just minutes away, the historic downtown Oldsmar district provides an array of boutique dining, local craft breweries, and community events like the annual Oldsmar Days. For shopping, the International Plaza and Bay Street are a short drive away, offering world-class retail experiences. Nature lovers will appreciate being adjacent to the Mobbly Bayou Wilderness Preserve, featuring over 400 acres of kayaking, hiking, and even a zip-line adventure park. Golfers can enjoy proximity to several championship courses including the nearby East Lake Woodlands Country Club. Whether you are catching a flight for business or spending a Saturday at Honeymoon Island State Park, this central location puts the very best of the Florida Gulf Coast right at your doorstep. This rare opportunity combines elevated finishes and resilient materials in a highly sought-after location.This rare opportunity combines elevated finishes and resilient materials in a highly sought-after location. All financing information is for illustrative purposes only and not a commitment to extend credit.
Listing is courtesy of: ENGEL & VOLKERS TAMPA DOWNTOWN (813-863-1986)
Listing Agent: Virginia Torres Bond (813-352-2933)
551 SALMON CT, OLDSMAR, FL 34677
$349,900Listed 05/01/2026 8:03AM MLS ID: TB8502478
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1344 Built: 2002Monthly Fee: $70 Tax: $175 (2025)Community: Gull-Aire Village Ph 2CSingle Family
Taxes:$175
Remarks: Welcome to this well maintained single-family block home in Gull Aire Village, a friendly 55+ community known for low fees & great amenities. (not a manufactured home) With 2 bedrooms, 2 baths PLUS a 2 car garage, this home has been lovingly cared for & is truly move-in ready. Here are some of the fresh updates that will give you a great first impression: fresh exterior paint & mulch for curb appeal, fresh interior paint in Sherwin-Williams "Reflection" (a soft gray). There is a welcoming entry foyer with easy access to the great room & dining room. You will love the spacious, open layout of this interior with vaulted ceilings & a split-bedroom design that makes hosting guests extra comfortable. The kitchen is very neutral with gray Formica countertops & crisp white cabinetry. There are newer stainless-steel appliances, bright, neutral ceramic tile that matches the entry foyer and both baths. The sunny breakfast area with lots of natural light & a bay window with seating is a joy. The guest bedroom is at the front of the house with a bay window & plenty of room for your furnishing. The primary bedroom is a comfortable, generously sized retreat with space for a wide range of furniture, & the primary bath has double sinks, a large shower area & a huge walk-in closet. Step out back & relax in the enclosed rear lanai with windows for all year use, ceiling fans for a nice breezy space & a window A/C to keep things comfortable in the warmer months. The sliding doors from either the master bedroom or the great room lead right out to the lanai. From there, you can head out to the large paver patio that spans the width of the home - complete with retractable awnings for shade. For extra peace of mind, many of the big-ticket items have already been taken care of: Roof (2021), HVAC (2018), Water heater (2018), a Square D electrical panel, & a new service door on the side of the garage. Gull Aire Village is a very affordable retirement choice; monthly HOA fees only $70 per month & that gets you some great amenities! You have all these things to enjoy: a heated pool, hot tub/spa, shuffleboard courts, bocce ball, clubhouse for gatherings or playing pool, or cards, or a little work out, or read a book in the library. Golf carts are street legal within Gull Aire, so take a ride over to your friends house, join the Christmas parade or just tour the neighborhood when you feel like it. You can also walk along the paved path along the Tarpon outflow canal & hit the Oldsmar trail for an extended walk. Great location near (and walkable!) shopping & restaurants, movie theatre. Medical facilities & airports are nearby & the beautiful Gulf beaches are not far!! This is a great opportunity for someone looking to retire and live the easy life. Realtor is owner (this was my mothers home)
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Cathy Mccarthy (727-452-9339)
405 HOLLY HILL RD, OLDSMAR, FL 34677
$660,000Listed 04/30/2026 9:15PM MLS ID: TB8503763
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2311 Built: 1979Monthly Fee: $149 Tax: $3,606 (2026)Community: East Lake WoodlandsSpa: YesSingle Family
Taxes:$3,606
Elementary School: Forest Lakes Elementary-PN
Tax Year: 2026
Remarks: Welcome to your private retreat in the highly sought-after gated community of East Lake Woodlands in Oldsmar. This beautifully updated 3-bedroom, 2-bathroom home features a thoughtfully designed open split floor plan that provides both comfort and privacy. Step inside to a stunning living room with vaulted ceilings and exposed beams, creating a warm yet spacious atmosphere. Entertain with ease at the bar, or open the French doors to seamlessly extend your living space onto the re-screened lanai. Outside, enjoy your own slice of Florida paradise with a sparkling PebbleTec pool and spa overlooking the scenic golf course. The home has been fully updated, including a modern updated kitchen equipped with granite countertops, stainless steel appliances, and soft-close drawers. Both bathrooms have been tastefully renovated, with the spacious primary suite offering dual sinks with granite counters and two walk-in closets. ADDITIONAL RECENT UPGRADES INCLUDE THE REMOVAL OF POPCORN CEILINGS, NEW ATTIC INSULATION, REPLACEMENT OF ALL INTERIOR DOORS, A NEW POOL MOTOR, AND BEAUTIFUL PAVERS INSTALLED IN THE DRIVEWAY, WALKWAY, AND PORCH. Major improvements such as a NEW ROOF (2025) and HVAC system (2017) add even more value and peace of mind. Further enhancements include HURRICANE RATED WINDOWS IN ALL BEDROOMS AND THE BATHROOM, a WATER SOFTNER SYSTEM, NEW WINDOW TREATMENTS, NEW OUTDOOR LIGHTING, ADDED LAUNDRY ROOM FEATURES, UPDATED BASEBOARDS THROUGHOUT, —just to name a few. Additional highlights include a cozy fireplace, a 240 sq ft BONUS ROOM perfect for a home office or gym, with flex space that offers endless possibilities. East Lake Woodlands is a deed-restricted, gated community offering exceptional amenities including golf, pickleball, tennis courts, a community pool, and a clubhouse. Ideally located, this home is approximately 25 minutes from Tampa International Airport, 20 minutes from St. Pete-Clearwater International Airport, 30 minutes from Clearwater Beach, and 35 minutes from Honeymoon Island. Enjoy easy access to a variety of nearby restaurants, shopping, and everyday conveniences. Don’t miss your opportunity to own this exceptional home—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jan Thomas-Smith (727-492-7825)
2151 DIAMOND CT, OLDSMAR, FL 34677
$1,350,000186 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)
103 CUTLASS WAY, OLDSMAR, FL 34677
$345,00067 Days on yellowkey MLS ID: TB8479354
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1392 Built: 2016Monthly Fee: $255 Tax: $6,017 (2025)Community: Hayes Park VillageSingle Family
Taxes:$6,017
Remarks: OPEN HOUSE THIS SUNDAY 1-3 pm!!! Welcome to this impeccably maintained 3 bedroom, 2.5 bath residence in the highly sought-after Hayes Park Village in Oldsmar. Offering approximately 1,392 square feet of thoughtfully designed living space, this home showcases a beautifully renovated kitchen with contemporary finishes, ceramic flooring on the first floor, and carpet flooring on the second floor. The split-bedroom floor plan and abundant natural light create a bright, open atmosphere that is both welcoming and functional. Step outside to a covered porch overlooking a breathtaking pond and a serene conservation area behind it —providing exceptional privacy. Combining generous living space, peaceful privacy, and an unbeatable location, this exceptional home is ready to welcome YOU!
Listing is courtesy of: FLORIDA COMMERCIAL GROUP (813-935-9600)
Listing Agent: Leyla Mohebbi (813-359-7999)
382 ROSALIND LN, OLDSMAR, FL 34677
$822,000286 Days on yellowkey MLS ID: TB8408993
1 Days Off yellowkey (back on 5/1/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3273 Built: 2001Monthly Fee: $100 Tax: $8,003 (2024)Community: Bay ArborSpa: YesSingle Family
Taxes:$8,003
Remarks: Under contract-accepting backup offers. NEW YEAR; NEW PRICE! Welcome to 382 Rosalind Ln., an extraordinary home in the exclusive gated community of Bay Arbor in Oldsmar. This thoughtfully upgraded and impeccably maintained residence offers over 4,000 square feet of elegant living space, combining luxury, privacy, and smart-home functionality. Situated on a quiet cul-de-sac and backed by a peaceful conservation lot, the home features soaring ceilings, abundant natural light, Italian marble-look tile, a formal living and dining room, a spacious office, and a beautifully updated full bath. The open-concept main living area opens to a stunning screened-in patio with a heated spa, pool, waterfall, and wooded views — ideal for relaxation and entertaining. The chef’s kitchen boasts cherry cabinetry, granite countertops, stainless steel appliances, purified water, wine storage, a breakfast bar, and an eat-in nook. Upstairs you'll find four spacious bedrooms and a soundproofed 18' x 20' media room, easily converted into a second primary suite or flex space. The luxurious primary suite includes two walk-in closets, a spa-style bathroom with soaking tub and walk-in shower. The fully fenced backyard oasis includes a new outdoor luxury kitchen, pet turf, and smart-controlled pool and spa with a waterfall and fountain feature. Additional upgrades include new pool equipment, attic insulation, UV air purification, custom shutters, new water heater, full security system, vinyl fencing, lightning and surge protection, new AC unit upstairs, and more. Just 20 minutes from Tampa International Airport and close to top beaches, this rare gem delivers the ultimate in Florida luxury living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Stephanie Eisenbach (813-468-0230)
2009 PEPPERTREE CT, OLDSMAR, FL 34677
$390,0002 Days on yellowkey MLS ID: O6403164
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1981 Tax: $927 (2025)Community: Bayside Meadows Ph IiSpa: YesSingle Family
Taxes:$927
Remarks: One or more photo(s) has been virtually staged. Motivated seller!!! Tucked away on a cul-de-sac, this beautifully maintained single-family home offers comfort, space, and thoughtful upgrades perfect for modern family living. Featuring 3 spacious bedrooms and 2 full bathrooms which one has a jacuzzi, the home boasts an open-concept living and dining area filled with natural light—ideal for both relaxing and entertaining. In addition there are 4 hurricane impact windows; 3 energy efficient which come with covers. Roof replaced in 2010. HVAC/Water Heater 2024. The primary suite is a true retreat, complete with a walk-in closet and a uniquely designed master bathroom featuring a luxurious Jacuzzi tub, separate shower, and elegant double glass sinks. An additional room provides the perfect space for a home office, study, or flex use. Throughout the home, you’ll find a stylish combination of porcelain tile flooring in the main living areas and durable laminate flooring in the bedrooms, offering both beauty and easy maintenance. There is a swim spa in the backyard; a screen porch for relaxation; a shed and some gardening to work on. Also, house has an attached storage that could be turn into office. Also, in the garage there is an 38amp RV plug.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Ola Lombardi (727-256-7762)
347 COUNTRY CLUB DR, OLDSMAR, FL 34677
$429,00079 Days on yellowkey MLS ID: TB8475491
REDUCED by $20,000 (4.5%) on 04/05/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1967 Tax: $1,515 (2024)Community: Oldsmar Country Club Estates Sec 1 RepSingle Family
Taxes:$1,515
Remarks: "Move-In Ready"... Freshly Painted and Beautifully completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with plenty of green space, fenced yard and mature landscaping. Enjoy your Florida Lifestyle with family and social gatherings within the updated interior decor or outside in the screened pool and lanai deck area. We'll look forward to your visit.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Frank Fundora (813-361-2505)
105 KILSYTHE ST, OLDSMAR, FL 34677
$305,0001 Day on yellowkey MLS ID: TB8502588
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1036 Built: 1981 Tax: $4,256 (2025)Community: Shoreview Ph ISingle Family
Taxes:$4,256
Remarks: One or more photo(s) has been virtually staged. HIGH & DRY with no storm damage and NO HOA—this beautifully updated 3-bedroom, 2-bath Oldsmar gem delivers exceptional value, peace of mind and an unbeatable Florida lifestyle. Featuring an open great room plan ideal for entertaining, this move-in ready home showcases fresh interior and exterior paint, an updated kitchen with newer cabinetry, granite counters and designer backsplash, renovated baths, 2024 roof, newer windows, spacious screened lanai, fenced backyard and oversized storage shed. Live where others vacation—walk, bike or take your golf cart to nearby waterfront parks, fishing pier, pickleball, boat launch access to Tampa Bay, scenic trails, playgrounds and community events including Mobbly Bayou Wilderness Preserve, R.E. Olds Park, Veterans Memorial Park, Bicentennial Park and the Upper Tampa Bay Trail. Just minutes to charming downtown Safety Harbor (8 minutes) and Dunedin (15 minutes) for dining, festivals and waterfront charm, approximately 20 minutes to Tampa International Airport and 25–30 minutes to world-famous Clearwater Beach (25 minutes). Rare opportunity to own a fully updated home in one of Oldsmar’s most established and sought-after neighborhoods where convenience, recreation and coastal living meet—hard to find this level of updates, lifestyle and value in one package.
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-908-8500)
Listing Agent: Dave Maks (813-679-3445)
219 BAY ARBOR BLVD, OLDSMAR, FL 34677
$560,00014 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)
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$599,90056 Days on yellowkey MLS ID: TB8480797
REDUCED by $25,000 (4.0%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2138 Built: 1988 Tax: $8,284 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$8,284
Remarks: This exceptional home is situated on almost ½ acre fenced-in lot! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. Interior freshly painted. The living room offers a beautiful bay window and a cozy fireplace, open to a light and bright dining room. Large, updated kitchen with wood cabinetry, newer stainless-steel appliances, granite countertops, coffee bar and a garden window. The home flows effortlessly from room to room making it ideal for both everyday living and entertaining. Expansive primary suite with 2 large closets, beautiful new bath with a huge walk-in shower and a jetted tub. Additional 3 good size bedrooms plus a great in-home office with built-in shelving and double glass doors leading to the lanai and pool. Beautifully updated 2nd bath, nice size laundry room. 2 Car garage plus a spacious storage room. New A/C. Roof replaced in 2017. Newer flooring (No Carpet) The huge fenced-in backyard provides privacy and has plenty of space for pets or outdoor entertaining, with a grilling area. Beautiful, heated pool, newly re-screened and new pool heater installed. No HOA, No deed restriction, bring your Boat or RV! The beautiful Veterans Memorial waterfront Park is just down the street. Walking distance to downtown Oldsmar. Conveniently located near shopping, fine dining, theatres and golfing. 10-15 Minutes to Philippe Park and Safety Harbor Spa, 15-20 minutes to downtown Dunedin, Honeymoon Island and Pinellas Trails. 20-25 Minutes to Clearwater Beach, Tampa and St Pete airports. Motivated Seller!
Listing Agent: Luigi Kalaj (727-388-4200)
634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677
$321,50038 Days on yellowkey MLS ID: TB8489706
0 Days Off yellowkey (back on 4/30/2026)
REDUCED by $3,400 (1.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1056 Built: 1985 Tax: $4,283 (2025)Community: Shoreview Phase 2 Blk 6, Lot 3Single Family
Taxes:$4,283
Remarks: Under contract-accepting backup offers. Motivated Seller! Move-In Ready Oldsmar Home! Welcome to this 3-bedroom, 2-bath home home located in the heart of Oldsmar, offering easy access to Tampa, Clearwater, Safety Harbor, and surrounding areas. This move-in ready property combines comfort, convenience, and a great outdoor living space. Inside you'll find a functional layout featuring an interior laundry area with upgraded Washer and Dryer(2023). Other recent upgrades include Refrigerator, Garbage Disposal, and Water Heater(2024) and a new Heat/Air System (2025). Granite and stainless steel in kitchen and updated Bathrooms. Step outside to enjoy a fully fenced, pet-friendly backyard designed for relaxing and entertaining. The outdoor space includes a large screened-in lanai and a spacious wood deck -perfect for barbeques, gatherings, or simply enjoying sunny Florida days. Also Minutes away from R.E. Olds Park which features an Amphitheater, Fishing pier, Picnic shelters, Playgrounds, Sand Volleyball and trails. Also occasionally through the year there are music concerts and festivals! This centrally located home offers the perfect blend of updates, outdoor living, and great accessibility. A great opportunity for buyers seeking comfort, convenience, and a welcoming place to call home. Property also remained safe and dry during the most recent Hurricanes and has never had any flooding issues in prior years either! Schedule your showing today!
Listing is courtesy of: AMERICAN HERITAGE REALTY, INC. (727-726-7272)
Listing Agent: Catherine Katopis (727-656-6862)
1418 WOODSTREAM DR, OLDSMAR, FL 34677
$664,90050 Days on yellowkey MLS ID: TB8485836
REDUCED by $5,000 (0.7%) on 04/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 1990Monthly Fee: $470 Tax: $4,098 (2025)Community: Cross Creek Unit 1Single Family
Taxes:$4,098
Remarks: It’s time to LEVEL UP your VIEW with this stunning 4 BEDROOM 2.5 BATH home overlooking serene WATER and CONSERVATION views in the prestigious, gated community of East Lake Woodlands. Water views greet you from the moment you drive up to this new two story masterpiece. Follow the lush landscape to a private entrance that leads you into the grand foyer of your new home. As soon as you enter, you’ll love the clean blend of modern and traditional elements in this immaculately maintained home. Hardwood floors, soaring ceilings and a grand staircase give an impressive first impression. Every room has its own elegance from the den or formal living room overlooking the front yard to the formal dining room with wainscotting and crown molding that connects to the kitchen. The chef in the house will love preparing meals in the updated kitchen with granite countertops, stainless steel appliances and plenty of cherry wood cabinetry for storage. The kitchen overlooks the family room and has an adjoining dining area, so you’re not isolated while entertaining guests. The perfectly polished family room is ideal for cuddling up near the fireplace on cool nights or letting the sunshine in as you and your guests enjoy views of the stunning pool and waterfront. The sliders and french doors open to a stunning Florida paradise just outside your backdoor. Watch birds and wildlife catch their morning breakfast on the preserve while you enjoy a cup of coffee on the screened in lanai. The heated pool features year round enjoyment and is surrounded by travertine tile. This area will quickly become your favorite part of your new home with serene views for as far as the eye can see. When it’s time to retire, find comfort in your primary retreat located on the first floor of the home. This spacious room also features private access to the pool and conservation views, plus an en suite bathroom with his and her walk-in closets. The spa-like bathroom features a walk in shower, huge soaking tub and a huge double sink vanity fit for royalty. Journey upstairs and enjoy striking views of the inside and outside of the house as well as 3 more bedroom retreats and a shared bathroom. Each room has its own charm, whether it’s overlooking the pond in the front of the house or conservation and creek views at the back, your guests will appreciate the comfort and fresh vibe of these spaces. A shared bathroom with updated vanity and tub/shower combo is the perfect space to clean up after a day on the golf course. The gated community of East Lake Woodlands is home to the newly updated Ardea Country Club offering premier exclusive membership for golfing and racquet facilities, fitness center, olympic size pool, spa, and many more optional amenities. The 2 car garage has plenty of space for a golf cart with added storage in the adjoining indoor laundry room. With roof (2022) and water heater (2019), the only thing left to do is LEVEL UP and start enjoying the VIEW!
Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)
Listing Agent: Dave Doherty (727-639-2371)
307 COUNTRY CLUB DR, OLDSMAR, FL 34677
$399,9003 Days on yellowkey MLS ID: TB8502335
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1670 Built: 1960 Tax: $3,567 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$3,567
Remarks: One or more photo(s) has been virtually staged. HONEY STOP THE CAR! THIS IS THE ONE! LOCATION LOCATION LOCATION! Welcome to this FULLY RENOVATED, PRIME OLDSMAR LOCATION. This RARE OPPORTUNITY is a 3 Bed 2 Bath Home that checks every box for buyers looking for a move-in-ready property and investors searching for a smart opportunity in one of Tampa Bay’s fastest-growing hidden gems. This fully updated residence has been transformed from top to bottom with the modern finishes today’s buyers are chasing. From the moment you walk in, you’ll notice the attention to detail from tile flooring, a beautifully renovated kitchen with stylish cabinetry, upgraded countertops, modern fixtures, refreshed bathrooms, and finishes that make this feel like home. Every inch has been thoughtfully improved so the next owner can simply move in and enjoy. The layout offers the perfect blend of functionality and comfort with spacious living areas, generously sized bedrooms, and plenty of natural light throughout. Step outside and you’ll find ample outdoor space perfect for entertaining, relaxing, or creating your own backyard oasis. But what truly makes this property special is location. Situated in the heart of Oldsmar, you’re minutes from everything to love about the area including Waterfront parks and trails including R.E. Olds Park and Veterans Memorial Park, Close to Toronto Blue Jays spring training games at TD Ballpark, Easy access to shopping, dining, and entertainment throughout Oldsmar, Safety Harbor, and Tampa. Convenient commute to Tampa International Airport, Clearwater beaches, and major employers. Near golf courses, pickleball courts, breweries, and the vibrant charm that continues to make Oldsmar one of Tampa Bay’s most desirable places to live. Whether you’re a first-time homebuyer looking for a turnkey home, someone relocating to Florida, or an investor searching for a high-demand rental opportunity in a rapidly appreciating area, this property delivers. Homes this updated in Oldsmar at this price point don’t last. And opportunities like this? They attract attention fast. Schedule your showing before everyone else does, because this one is built to sell quickly.
Listing Agent: Mark Fazzini (727-485-9981)
2272 WARWICK DR, OLDSMAR, FL 34677
$725,0003 Days on yellowkey MLS ID: TB8502055
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2512 Built: 1995Monthly Fee: $133 Tax: $3,084 (2025)Community: Warwick HillsSpa: NoSingle Family
Taxes:$3,084
Remarks: Welcome to 2272 Warwick Drive—where timeless elegance meets effortless Florida living. This well-maintained one-story home offers four spacious bedrooms, three full baths, a sparkling screened-in pool and a three-car garage. From the moment you arrive, stately columns and a grand double-door entry set the tone for what’s inside—soaring volume ceilings and an open, light-filled layout designed for both comfortable living and stylish entertaining. The living room is a true focal point, featuring a custom-built wall unit that adds both character and functionality. Peace of mind comes easy with a long list of recent updates, including a new HVAC system, water heater, and pool pump (2025), plus a resurfaced pool (2022) and new pool screens (2024). The beautifully updated eat-in kitchen is the heart of the home, featuring attractive maple cabinetry, granite countertops, a large center island and white appliances—including a new refrigerator (2026) and microwave (2025). Retreat to the oversized primary suite with its own sitting area—your private sanctuary—complete with a remodeled bath showcasing granite counters and refreshed cabinetry. Step outside and unwind in your private backyard oasis, where the pavered patio and screened pool overlooks the berm with no rear neighbors. Located in the exclusive Warwick Hills enclave within East Lake Woodlands, a 24/7 gated, resort-style community spanning 2,200 acres. Membership options available at the newly renovated Ardea Country Club. Indulge in championship golf, premier racquet facilities, a resort-style pool, fitness center, dining, and more. All of this, plus top-rated A schools and an unbeatable Oldsmar location just minutes to shopping, dining, parks, the Pinellas Trail, and Tampa International Airport—makes this home truly exceptional.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Marcy Daniels (727-560-8080)
1806 FOREST DR, OLDSMAR, FL 34677
$418,000183 Days on yellowkey MLS ID: TB8442794
1 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1539 Built: 1973 Tax: $4,086 (2024)Community: Harbor PalmsSingle Family
Taxes:$4,086
Remarks: Under contract-accepting backup offers. Welcome to this beautifully remodeled home filled with natural light and modern charm. The open-concept floor plan features a spacious living area with brand new windows throughout the house, the new designed kitchen offers new cabinetry beautiful countertops, new stainless-steel appliances, and a breakfast bar the flows seamlessly into the dining and living spaces, interior laundry room with new cabinets and new washer & dryer. New central air condition and ductwork, new ceiling lights and fans, new flooring throughout the house. The primary bedroom includes a large closet and a stylish new bathroom with a glass - enclosed shower-tub combo, modern finishes. Two additional bedrooms provide versatility for guess, a home office, and the second new full bath is bright and modern. All interior doors are new so it is the front door and garage door, new interior and exterior paint, new wood fence, new landscape. this home is a perfect blend of comfort and value.
Listing Agent: Mena Reyes (727-789-5555)
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