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1758 Oak Pond Court, Oldsmar
$575,000
6 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 4 SubDv.
Virtually Staged. WOW! Spacious, great location and something for everyone! From the moment you arrive at 1758 Oak Pond, the 6 bedroom 3 bath home’s beautifully maintained exterior and impressive curb appeal set the tone for the exceptional living experience within. A spacious two-car garage and elegant front entry welcome you inside, where a dramatic two-story foyer creates an immediate sense of grandeur and sophistication. Natural light pours through the space, highlighting the home’s soaring ceilings and thoughtfully designed layout. To the left of the entry, formal living and dining spaces offer the perfect setting for entertaining guests or hosting intimate gatherings. An architectural archway gracefully connects the dining room to the expansive kitchen, where abundant cabinetry, a built-in pantry, and the possibility of a dedicated breakfast area provide both style and functionality. Overlooking the inviting family room, this open-concept design allows for effortless everyday living and entertaining alike. Sliding glass doors lead to the oversized screened lanai, seamlessly blending indoor and outdoor living. Tucked discreetly beneath the staircase, an additional storage pantry offers exceptional convenience, while a nearby full powder bath and linen closet further enhance the home’s practical elegance. The adjacent first-floor bedroom provides flexibility for guests, multi-generational living, or a private home office. The expansive screened lanai stretches the full length of the residence and overlooks a private backyard retreat, creating the perfect atmosphere for relaxing evenings or weekend gatherings. Upstairs, the primary suite serves as a private sanctuary, featuring generous proportions, abundant natural light, and an en suite bath complete with a dual-sink vanity, tub, walk-in shower, private water closet, and multiple storage options including both a spacious closet and linen closet. The second floor also features a conveniently located laundry room with additional storage, four spacious secondary bedrooms, along with a full guest bath with tub/shower combination. Throughout the home, engineered hardwood flooring enhances the main living areas, complemented by tile flooring in all bathrooms. Recent updates include a newer HVAC system and hot water heater, offering peace of mind for years to come. The separately air-conditioned garage is an added luxury rarely found at this price point. This exceptional residence combines comfort, elegance, and functionality in one remarkable package. Ideally located with convenient access to Tampa, world-renowned Gulf beaches, premier shopping, dining, and entertainment, this home presents an incredible opportunity to enjoy the very best of Florida living. Come experience the lifestyle that awaits at 1758 Oak Pond and begin creating memories that will last a lifetime. No flooding in recent storms - flood $1010 a year and transferrable.

1758 Oak Pond Court, Oldsmar

80 Lance Court, Oldsmar
$209,000
2 Beds ⋅ 2 Baths ⋅ SubDv.
Investors, first-time homeowners and downsizers check out this maintenance free 2/2 Villa located in the HIGHLY DESIRABLE Country Club, Golf and Tennis Community of Eastlake Woodlands. The solid block constructed END UNIT home offers extra outdoor space for relaxing with family and friends. As you approach this end unit at the end of a quiet cul-de-sac you'll find space to the right of the front door for storage, closet for trash cans, bikes, beach chairs, etc and extra parking spaces for guests. The open floor plan includes two large bedrooms with tons of closet space as both can each be used as master bedrooms with an en suite bathroom for complete privacy. Both bedrooms are equipped with ceiling fans and glass sliding doors that open to the screened-in back porch, allowing for a seamless blend of indoor and outdoor living. The light and bright eat-in kitchen has access to the front patio that provides a charming spot to savor your morning coffee. The oversized, Great room is the center of attraction for entertaining guests with a sprawling breakfast bar and features quadruple sliders overlooking the extended lanai beckoning the most romantic among us to get down on one knee. The screen-enclosed lanai has plenty of room for lounging and taking in the wildlife and offers another walk-in storage closet or workshop. Recent updates include HVAC system (2017), New Roof (2020), Exterior Painting (2019), Hot water Heater (2022), Updated plumbing & electrical, Newer full sized Washer/Dryer, etc. The HOA fee includes access to a private community pool, exterior paint, roof repair and replacement, Internet and basic cable TV service, Trash, Lawn Service and grounds maintaince. Access for the complete club experience is available with a private membership: Golf, tennis, fitness, swimming and dining at the gorgeous clubhouse just minutes away. This property experienced NO damage from the previous years storms and is a MUST SEE; Schedule your showing today.

80 Lance Court, Oldsmar

145 Blue Marlin Drive, Oldsmar
$175,000
3 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv.
REMARKABLE VALUE - PRICED FOR IMMEDIATE SALE. LOWEST PRICE PER SQUARE FOOT. The Time is NOW to own your place in the Florida sun and get the MOST for your money. 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. Part or all of the garage can easily be converted to a screened lanai because it is framed with aluminum posts. 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.

145 Blue Marlin Drive, Oldsmar

1206 Sawgrass Court, Oldsmar
$397,000
3 Beds ⋅ 2 Baths ⋅ Hamlets Of Forest Lakes The SubDv.
Beautifully modernly updated 3-Bedroom, 2 bath home with a 1 car garage, in the desirable Forest Lakes Community in Oldsmar! This lovely home is situated on a peaceful cul-de-sac in an ideal location. As soon as you enter the home, you will feel welcomed by the charming entry, with the open floor plan, vaulted ceilings and elegant porcelain tile throughout and large kitchen island which sets the stage for modern living. Great floor plan seamlessly connects the kitchen and dining area to the spacious living room, complete with a cozy electric fireplace and sliding doors out to the screened in patio. The kitchen is fully updated and sure to not disappoint, offering stunning quartz countertops, updated cabinetry, new stainless-steel appliances and a large island for friends and family to gather. Soft-close and pull out drawers along with a pantry cabinet enhance both functionality and style. Retreat to the primary bedroom, where comfort meets luxury—the en-suite bathroom features new tile, fixtures, custom sliding glass doors and a stylish vanity. All bedrooms feature new ceiling fans for those warm Florida days. A newly updated second bathroom features new decorative tile around the tub and a new modern vanity. Recent upgrades also include a a brand new roof (2026). Step outside to the screened in patio with new wide panoramic screens, and tile flooring which is just steps away from the community pool and recreational area(s). Enjoy exceptional community amenities for just $35/month, including a pool, fishing pier, tennis, basketball, handball courts, a playground, and picnic areas. Conveniently located near shopping, dining, and entertainment in Oldsmar. You know what they say: location, location location! Easy access to both sides of the bay, and within minutes to both Tampa and Clearwater/St Pete airports! This charming home offers a perfect blend of comfort, modern updates, and community living. Come and see what a great place this would be to call home! Schedule a viewing today!

1206 Sawgrass Court, Oldsmar

100 Water Oak Way, Oldsmar
$598,000
5 Beds ⋅ 3 Baths ⋅ East Lake Woodlands SubDv.
Now available in desirable East Lake Woodlands, this beautifully maintained Woodlands Estates home sits on a quiet dead-end street with premier golf course frontage, exceptional privacy, and views of the pool and ninth fairway of the South Course. Full of character, the home offers 5 bedrooms, 3 bathrooms, an office/den, and an open floor plan ideal for everyday living, entertaining, and relaxing. The primary suite features two walk-in closets, while attic access, generous kitchen cabinetry, and ample closet space provide abundant storage throughout. The private pool is accessible from the family room, dining areas, and three rear bedrooms, creating a seamless indoor-outdoor flow. A double-door entry opens to a spacious foyer and front office. Recent updates include a 2026 roof, 2017 A/C system, porcelain plank flooring, remodeled kitchen and bathrooms, granite countertops, tiled showers, new wood kitchen cabinetry, and updated bathroom vanities. The family room includes a wood-burning fireplace and opens to the kitchen and private Florida pool area. Clean, sanitized, and move-in ready, the home also offers the opportunity to add your own finishing touches. East Lake Woodlands is less than 30 minutes from the airport, about 20 minutes from sandy beaches, and close to shopping, restaurants, parks, and more. Zoned for A-rated schools, the community features two championship golf courses, a country club, tennis, pool, fitness center, and other amenities; fees may apply. Schedule your showing today!

100 Water Oak Way, Oldsmar

25 Tads Trail, Oldsmar
$220,000
3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv.
Virtually Staged. Don’t miss out on an exceptional opportunity to own this 3 bedroom Maintenance Free Villa in the popular East Lake Woodlands Resort & Golf Community. The possibilities are endless with this 1620 SF property including an enclosed Florida room overlooking a beautiful peaceful backyard. Priced below appraised value so you can make it your own! The property boasts a brand new air conditioner and a 6 year old roof. The layout features a split bedroom plan, living and separate dining room, eating space in the kitchen and a fenced front patio to enjoy a morning cup of coffee! The spacious primary bedroom includes a walk-in closet, ensuite bath with dual sinks and sliders leading out to the lovely backyard. The second bedroom includes a Murphy Bed! This villa comes with an assigned carport space and a 5X6 outdoor storage room as well as a storage room in the rear lanai. John Chesnut Park on Lake Tarpon is directly across the street with a boat/jet ski ramp and is adjacent to the Pinellas Bike Trail! Conveniently located close to shopping fine restaurants, the sandy Gulf Beaches, popular Downtown Dunedin and only 20 minutes to Tampa Airport. Optional Ardea Country Club memberships provide access to two 18-hole golf courses, tennis, pools, fitness, dining and social amenities! Live the Florida Lifestyle at it’s best!!!

25 Tads Trail, Oldsmar

3138 Phoenix Avenue, Oldsmar
$1,525,000
5 Beds ⋅ 4 Baths ⋅ West Oldsmar Sec 1 SubDv.
Experience the best of Florida waterfront living in this exceptional custom estate built in 2021. Perfectly positioned on a private .42-acre lot with no rear neighbors, this luxurious retreat blends timeless design with everyday comfort. Soaring ceilings, abundant natural light, porcelain flooring, marble bathrooms, and designer finishes complement an open-concept layout centered around a stunning chef's kitchen with custom cabinetry, premium appliances, granite countertops, an oversized island, and wine cooler. Step outside to your own private oasis featuring a saltwater pool, expansive covered lanai, fruit trees, and peaceful water views. Boaters will love the private dock with a 13,000-pound boat lift offering direct access to Tampa Bay and the Gulf. An incredible 2,200+ sq. ft. garage, circular driveway, RV/boat parking, and no HOA provide unmatched flexibility. Located on a quiet waterfront street just minutes from Tampa, both airports, near top-rated schools, shopping, dining, Gulf beaches, and more, this one-of-a-kind home delivers the ultimate Florida lifestyle.

3138 Phoenix Avenue, Oldsmar

68 Pelican Drive S, Oldsmar
$110,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv.
Step into Florida living at its best in this beautifully maintained home located in the highly desirable Gull-Aire Village, a 55+ community in the heart of Oldsmar. This spacious residence offers an inviting open layout, abundant natural light, and comfortable indoor–outdoor living perfect for year-round enjoyment. The home features a bright kitchen with ample cabinetry, a generous living and dining area, and well-sized bedrooms designed for privacy and convenience. Enjoy morning coffee or evening breezes from the enclosed Florida room, adding valuable extra living space. Gull-Aire Village residents enjoy a heated community pool, spa, clubhouse, shuffleboard, and a full calendar of social activities. Just minutes from shopping, dining, AMC theaters, medical facilities, and the beautiful waterfront parks of Oldsmar. A short drive brings you to award-winning Gulf beaches, Tampa International Airport, and all the best of the Tampa Bay area. Move-in ready and perfectly located — this home offers comfort, convenience, and a relaxed Florida lifestyle.

68 Pelican Drive S, Oldsmar

355 Ventura Drive, Oldsmar
$605,000
4 Beds ⋅ 2 Baths ⋅ Bay Arbor SubDv.
Virtually Staged. Welcome to this beautifully maintained and completely updated four-bedroom, two-bathroom home located in the gated community of Bay Arbor. Situated on a premium lot with tranquil pond views and no rear neighbors, this exceptional property is directly across the street from the community pool, offering both convenience and scenic surroundings. Thoughtfully renovated from floor to ceiling, this stunning residence blends modern upgrades sparing no expense, to the tune of over $80,000 for comfortable Florida living. Major updates, including a 2020 remodel featuring updated bathrooms, kitchen, Pergo laminate flooring throughout, and upgraded 5 ¼-inch baseboards. Additional enhancements include custom kitchen window seating added in 2020, USB outlets in the kitchen, exterior painting in 2020 with a 10-year warranty, gutters and patio birdcage added in 2020, a 2023 water softener, 2019 water heater, EV outlet, and extensive hurricane protection, including 2025 impact windows, front French door hurricane fabric protection, and a 2011 hurricane impact-rated rear patio French door. The roof was replaced in 2020 and includes a 50-year warranty. Step inside through the inviting foyer entry and immediately notice the high ceilings, abundant natural light, and stylish wood-look flooring flowing throughout the home. The spacious kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, a beverage fridge, extensive cabinetry for storage, Corian countertops, and a cozy breakfast nook with built-in bench seating. The kitchen opens seamlessly to the dining area and expansive living room highlighted by vaulted ceilings and an open, airy feel. The oversized primary suite offers a relaxing retreat with a large walk-in closet and a beautifully updated private bathroom complete with a dual-sink vanity, soaking tub, glass-enclosed shower, updated fixtures, and private water closet. The additional bedrooms are all generously sized and equipped with ceiling fans for added comfort. Enjoy Florida living year-round from the large screened-in lanai overlooking the fenced backyard and peaceful pond views. Residents of Bay Arbor enjoy access to a community pool and a prime location close to popular dining spots, shopping centers, golf courses, parks, movie theaters, and outdoor recreation. Conveniently situated near Tampa International Airport, Mobbly Bayou Beach Park, Honeymoon Island State Park, Upper Tampa Bay Park Nature Center, AMC Woodlands Square 20, and Tampa Bay Downs, this home offers the perfect blend of privacy, convenience, and lifestyle. Schedule your showing today!

355 Ventura Drive, Oldsmar

1713 Mapleleaf Boulevard, Oldsmar
$379,000
4 Beds ⋅ 2 Baths ⋅ Harbor Palms- Unit Eight A SubDv.
HOME FEATURES SPACIOUS OPEN FLOOR PLAN WITH SPLIT-BEDROOMS. COMPLETELY REMODELED KITCHEN, 2BATHS AND HOME SITS HIGH AND DRY. THIS 4-BEDROOM HOME HAS A TWO-CAR GARAGE AND INSIDE LAUNDRY. THIS HOME HAS NEVER FLOODED OR SUSTAINED ANY HURRICANE DAMAGE. THE KITCHEN IS THE CENTER OF THE HOME WITH WARM WOOD CABINETRY AND GORGEOUS GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, BEVERAGE/WINE FRIDGE, FULL-SIZE FRENCH DOOR REFRIGERATOR, CONVECTION OVEN WITH AIR FRYER, GLASS TOP RANGE AND ISLAND RANGE HOOD PLUS DISHWASHER AND STORAGE GALORE. THE GREAT ROOM HAS A BOW WINDOW THAT LETS IN NATURAL LIGHT. DINING SPACE ALSO HAS A BOW WINDOW THAT TAKES IN VIEWS OF THE BACKYARD AND FIREPIT. PRIMARY BEDROOM HAS EN SUITE BATH AND WALK-IN CLOSET. THE HOME HAS TWO COVERED PORCHES. THE FRONT PORCH HAS CONCRETE PAVERS THAT LEAD TO THE FRONT DOOR AND THE BACK PORCH IS SCREEN ENCLOSED WITH TILED FLOORING AND ENOUGH SPACE TO ENTERAIN WITH CEILING FAN AND ADIRONDACK SEATING. THE BACKYARD ALSO HAS AN EXTRA-LARGE STORAGE SHED AND IS FENCED. THE ENTIRE HOUSE HAS NEW IMPACT RESISTANT DOUBLE HUNG WINDOWS. HARBOR PALMS IS CLOSE TO SHOPPING, BEACHES, PARKS AND TAMPA AIRPORT. SCHOOLS HAVE ABOVE AVERAGE STANDARDIZED TESTING SCORES ON EXCELLENT LIST (4 YRS). THE PROPERTY CAN BE SOLD FULLY FURNISHED ALONG WITH KITCHEN DISHES AND POTS AND PANS IF THE BUYER SO DESIRES.

1713 Mapleleaf Boulevard, Oldsmar

732 Shore Drive E, Oldsmar
$3,650,000
4 Beds ⋅ 6 Baths ⋅ Tampashores Bay Sec SubDv.
Custom Waterfront Estate on Old Tampa Bay Set on 1.72 acres with 150 feet of private frontage along Old Tampa Bay, this distinctive custom-built estate offers more than 5,600 square feet of elegant living and water views from nearly every room. A newly constructed 200-foot dock with a 13,000-pound boat lift puts the bay at your doorstep, while an 18-foot elevation keeps the home high and dry with sweeping, unobstructed sunsets. Inside, four bedrooms, four full baths, and two half baths are finished with care. The bayfront primary suite is a retreat of its own — tranquil water views, abundant closet space, and a spa-inspired en-suite with a steam shower. The chef’s kitchen is appointed with top-of-the-line appliances built for both entertaining and everyday ease, and a dedicated media room with projection TV sets the stage for quieter evenings in. Thoughtful upgrades run throughout: impact windows, electric shades, a whole-home pest control system, and central vacuum. Outdoors, a stunning waterfall pool invites you to unwind as the sun drops over the bay — the kind of evening this home was built for.

732 Shore Drive E, Oldsmar

417 Dolphin Drive S, Oldsmar
$250,000
3 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv.
Welcome to this beautifully renovated home in the desirable 55+ Gull-Aire Village, where comfort, style, and convenience seamlessly come together. Step inside to discover luxury vinyl flooring throughout, a modern kitchen featuring elegant Shaker cabinetry, granite countertops, a convenient pot filler, premium stainless-steel appliances, smooth ceilings, and five-inch baseboards. The custom kitchen island comfortably seats three, perfect for casual dining or entertaining. The primary bathroom has been thoughtfully designed for both style and accessibility, boasting a fully updated, wheelchair-friendly walk-in shower. The guest bathroom is also refreshed, offering a versatile tub/shower combination. The spacious laundry room includes newly installed custom cabinetry and a sink, with the potential to serve as a second kitchen for those who enjoy cooking. Enjoy Florida living year-round in the expansive glass-enclosed, air-conditioned Florida room, complete with durable vinyl plank flooring. Upgrades include a new air conditioning system installed with permit in November 2018, a permitted TPO roof added in August 2012, and a whole-house Generac generator that guarantees uninterrupted power during any weather. Additional storage is available in the handy shed. The vibrant clubhouse is the heart of the community, hosting monthly events and providing amenities such as a pool table, shuffleboard, bocce ball courts, a heated pool, and spa. Residents can take part in regular activities like bingo, card games, and line dancing, fostering an active, social lifestyle. The golf cart-friendly streets make getting around the neighborhood both easy and fun. Enjoy affordable living with HOA fees of just $70 per month in this meticulously maintained community. Pet owners are welcome—one pet of any size is allowed, and a second pet may be permitted with an emotional support letter from a physician. Ownership includes the land, so there is no lot rent. Everyday conveniences are right across the street, with shopping options like AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store. Dining choices abound, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are about ten minutes away. Outdoor enthusiasts will love being just ten miles from the stunning beaches at Honeymoon Island and Caladesi State Park, plus direct access to a scenic biking and walking trail along the canal. Room measurements are approximate.

417 Dolphin Drive S, Oldsmar

101 Bayside Boulevard, Oldsmar
$360,000
3 Beds ⋅ 2 Baths ⋅ Bayside Meadows-Phase I SubDv.
HOA-FREE & MOVE-IN READY IN FLOOD ZONE X! Welcome to this beautifully updated, concrete block gem in the Bayside Meadows neighborhood of Oldsmar. Offering the ultimate peace of mind, this 3-bedroom, 2-bathroom home features a NEW 2025 ROOF and NEW 2026 HURRICANE WINDOWS, plus it's high and dry with no flood insurance required. Step inside to an open-concept living space where vaulted ceilings create a bright, airy atmosphere. Every inch of this home has been refreshed, boasting luxury vinyl plank flooring throughout, modern remodeled bathrooms, and a pristine updated kitchen with stylish shaker cabinets and new stainless steel appliances. What truly sets this home apart are the massive, premium infrastructure upgrades completed in 2026. Enjoy ultimate energy efficiency, storm protection, security, and exceptional outside noise reduction with brand-new, double-hung vinyl argon low-E IMPACT WINDOWS throughout. Mechanical updates include a brand-new, high-efficiency Rheem 2.5-ton heat pump HVAC system and a new, hurricane-braced insulated garage door with a Genie smart opener. Outside, you’ll find a freshly painted exterior, a newly poured concrete driveway section, and a fully fenced backyard with a covered patio deck. Location is everything! Situated right at the front of the neighborhood, you are steps away from ultimate convenience: walk across the street to Starbucks, Panera, AMC Theatres, and outstanding local dining. Benefit from A-rated public schools and an unbeatable central location offering a quick commute to Tampa International Airport, Clearwater, Safety Harbor, Dunedin, and world-class Gulf beaches. Completely turnkey and worry-free. Schedule your showing today!

101 Bayside Boulevard, Oldsmar

1806 Forest Drive, Oldsmar
$405,000
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Three SubDv.
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.

1806 Forest Drive, Oldsmar

316 Country Club Drive, Oldsmar
$323,000
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv.
Yes! This beautifully renovated mid-century modern block home actually looks this good in person - no AI staging here! Located in the desirable NO HOA community of Oldsmar Country Club Estates. Timeless character with modern upgrades are inside this 3 bedrooms, 2 bathrooms. Under the exposed beams is 1,344 square feet of thoughtfully updated living space. The fully renovated kitchen features elegant quartz countertops, 42” upper cabinets, and stainless steel appliances, creating a stylish and functional space for everyday living and entertaining. Don't let the floor to ceiling windows fool you eco-friendly design allows a low-cost energy bill. Additional highlights and upgrades include: newer vinyl windows, a 2017 roof, 2023 ductless mini-split system, 2023 hot water heater, and updated electrical in 2025 for added peace of mind. Step outside to enjoy the fully fenced backyard, perfect for pets, entertaining, or relaxing in privacy. The attached carport provides convenient covered parking and additional storage flexibility. Ideally situated just yards from the Oldsmar Boat Ramp with direct access to Tampa Bay, this golf cart-friendly community offers the perfect Florida lifestyle. R.E. Olds Park is a 15-acre dog- friendly waterfront park featuring a 400 -foot fishing pier, playgrounds, picnic shelters, an amphitheater, and trails with scenic views of Tampa Bay. Named after automotive pioneer Ransom E. Olds, the park hosts numerous community events and offers amenities like volleyball, tennis & pickleball courts & restrooms. With no HOA restrictions, park the boats, RV’s and work trucks with ease. This property is ideal for a first-time homebuyer, seasonal resident, or as an income-producing short-term rental investment opportunity. Annual Flood quote $2,653.34

316 Country Club Drive, Oldsmar

1704 Split Fork Drive, Oldsmar
$590,000
4 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 1 SubDv.
Virtually Staged. If you've been searching for a home with room to spread out, a private pool, in an amazing neighborhood, this is it. Tucked in Eastlake Oaks, this beautifully maintained 4-bedroom, 2.5-bath home with a 2-car garage has over 2,000 square feet of updated living space and a backyard designed for enjoying Florida year round. Step inside to soaring ceilings, abundant natural light, and a floor plan that brings flexibility for everyday living. The main living areas flow seamlessly together, creating comfortable spaces for entertaining and daily life. The timeless kitchen features crisp white shaker cabinetry, quartz countertops, a farmhouse sink, stainless steel appliances, subway tile backsplash, floating wood shelving, recessed lighting, and a statement brick accent wall that adds warmth and character. Overlooking the living areas, it's the perfect gathering place whether you're hosting friends or enjoying a quiet evening at home. The spacious primary suite designed as a true retreat. The beautifully renovated en-suite bath is complete with dual vanities, quartz countertops, a freestanding soaking tub, walk-in shower with frameless glass, designer tile, modern black fixtures, and a custom walk-in closet complete with built-in shelving and drawers. The secondary bedrooms offer a comfortable and inviting feel with generous space for guests. Need additional space? The bonus room has endless flexibility as a home office, playroom, media room, or second living area.. Outside, the screened heated saltwater pool creates your own private escape. Surrounded by a paver patio, lush landscaping, privacy fencing, and multiple seating areas, the backyard is ready for weekend gatherings, or relaxing after a long day. Additional improvements include select Windows (2023), New Water Heater (2025), Refrigerator and Range (2024), HVAC (2022), in-home Water Softener, screened enclosure, fencing, and additional outdoor living enhancements. Beyond the home, Eastlake Oaks residents enjoy a community pool and playground, while a neighborhood nature trail provides direct access to Sheffield Park. You're just minutes from shopping, restaurants including Craft Street Kitchen and Shaker & Peel, AMC Theatre, and beautiful local parks including R.E. Olds Park. Schedule your showing today and experience everything this outstanding Oldsmar home has to offer. **Use the seller’s preferred lender and receive a no cost 1-point permanent rate buy down.

1704 Split Fork Drive, Oldsmar

5163 Pinnacle Drive, Oldsmar
$620,000
3 Beds ⋅ 2 Baths ⋅ Parcel B - The Pinnacle SubDv.
Offering over $23,000 in upgrades! Located in X Flood Zone with no flood insurance required, this beautifully maintained residence offers one of the best values currently available in the highly sought-after gated golf community of East Lake Woodlands. This is one of the newer homes in the community and an exceptional opportunity to own a high-quality property at one of the lowest entry points in ELW. Tucked within the quaint and quiet Pinnacle neighborhood in the desirable north side of East Lake Woodlands, residents enjoy access to a private community pool and peaceful surroundings rarely found at this price point. Welcome to 5163 Pinnacle Drive, a thoughtfully updated 3-bedroom, 2-bath home featuring a desirable split floor plan, soaring ceilings, crown molding, arched openings, decorative column accents, and custom soffit ledge details that create an open, airy feel throughout. Ceramic tile flooring runs throughout the home with no carpet, while abundant natural light enhances the spacious living and dining areas designed for both everyday comfort and entertaining. The kitchen is both functional and stylish with 42-inch cabinetry, stainless steel appliances, a breakfast nook overlooking the lanai, and new custom window treatments. Pocket sliding glass doors fully open to the outdoor living space, seamlessly blending indoor and outdoor living. Enjoy a private screened and covered patio with pavers, an open-air grilling area, lush new landscaping with upgraded irrigation, and a relaxing in-ground spa perfect for unwinding year-round. The oversized primary suite offers three closets and a spacious en-suite bath with double vanities, a garden tub, and a walk-in shower with built-in bench seating. Two additional bedrooms and a full bath are located on the opposite side of the home, offering privacy for guests or family. Extensive updates and improvements include a 2019 roof, 2022 4-ton HVAC system, 2023 spa equipment, 2023–2025 appliances, 2024 exterior paint, whole-house insulation and surge protection, surround sound, garage organization systems, and more. The garage is exceptionally well-equipped with built-in cabinetry, slat-wall storage, overhead storage racks, and a ceiling-mounted air/electric/light station. The home has also been recently inspected by a professional contractor, including both a 4-point inspection and wind mitigation report. Monthly maintenance fees provide low-maintenance living and include lawn care, exterior painting, pressure washing, trash and recycling service, Spectrum cable and internet, and community pool access. Optional membership to the East Lake Woodlands/Ardea Country Club offers two championship golf courses, tennis, pickleball, fitness center, resort-style pools, dining, and year-round social activities. Homes on Pinnacle Drive rarely become available. Don’t miss this opportunity to own a move-in-ready home in one of Oldsmar’s premier gated communities.

5163 Pinnacle Drive, Oldsmar

141 Lakeview Way, Oldsmar
$150,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv.
PRICE REDUCED! Why Rent when you can buy? Enjoy peaceful Florida living in this charming condo located in a quiet gated community in desirable East Lake Woodlands. This well-maintained residence offers a comfortable layout with abundant natural light and relaxing views of the lake, creating a serene setting to come home to each day. The living and dining areas flow seamlessly, providing an inviting space for both everyday living and entertaining. Large windows help bring the outdoors in while highlighting the tranquil lake view. The kitchen is conveniently located and designed for functionality and ease. Residents of this gated community enjoy access to a sparkling community pool, perfect for relaxing or cooling off on warm Florida days. The peaceful surroundings combined with scenic water views make this property especially appealing. Conveniently located near shopping, dining, parks, and major roadways, the home offers easy access to nearby destinations including Tampa, Clearwater, and St. Petersburg. A wonderful opportunity to enjoy low-maintenance living with beautiful lake views in one of Oldsmar’s most desirable gated communities, and with a freshly painted front door AND $8,000 in new HVAC.

141 Lakeview Way, Oldsmar

800 Saint Petersburg Drive W, Oldsmar
$415,000
4 Beds ⋅ 3 Baths ⋅ Oldsmar Rev Map SubDv.
BACK ON THE MARKET. PREVIOUS BUYER HAD FINANCING ISSUES. APPRAISAL AND HOME INSPECTION WERE GOOD. Completely Renovated Oldsmar Home on Oversized Fenced Lot – Move-In Ready! Welcome to this beautifully updated home located in the City of Oldsmar, situated on a generously sized, fully fenced lot with an expansive backyard—perfect for entertaining, pets, or future outdoor enhancements. This turnkey property has been fully renovated from top to bottom, offering modern finishes and a flexible layout. The home features two primary bedroom suites (or use one as a spacious family room), along with three fully updated bathrooms, each showcasing custom tile showers and high-end fixtures. Enjoy 24” tile flooring throughout, providing a clean, contemporary look with easy maintenance. The gourmet kitchen is designed for both function and style, complete with a center island, Frigidaire appliance package, and upgraded fixtures. Additional highlights include a washer and dryer, updated systems and finishes throughout, and a layout that accommodates a variety of living arrangements. Everything has been updated—just move in and enjoy. HVAC 2025, Roof November 2025, Water Heater 2026, plumbing and electrical updates 2026. City Water and Sewer.

800 Saint Petersburg Drive W, Oldsmar

2055 Diamond Court, Oldsmar
$1,100,000
3 Beds ⋅ 3 Baths ⋅ Diamond Crest SubDv.
Welcome to 2055 Diamond Court, an exceptional residence located in the highly sought after guard gated community of Eastlake Woodlands. Situated on a rare trifecta lot with views of the pond, conservation and the golf course. Updated well-appointed home with 3 spacious bedrooms and a dedicated office that could also be an exercise or nursery room. A circular drive leads to the portico entrance. The views immediately greet you upon entering. The generous formal living and dining areas, high ceilings, abundant natural light and multiple gathering spaces create a warm and inviting atmosphere. Entertain easily in the updated gourmet kitchen and expansive family room that overlook the views and pool area. The primary suite is a retreat with pool and spa access, ensuite bath and walk-in closet. Beautifully remodeled primary bath includes a walk in shower, double sinks with quartzite counters and a relaxing stand-alone tub. Additional bedrooms are spacious with entry to the second and third remodeled baths. Enjoy the outdoor view on the travertine pool deck. Take a dip in the solar heated pool or relax in the spa. The expanded pool deck allows for several dining arrangements on the patio. Updates include a 2018 tile roof, 2021 HVAC, exterior and interior paint, updated kitchen and all baths. Located in the subdivision of Diamond Crest, a small one street community inside Eastlake Woodlands. Residents enjoy a beautifully maintained setting with convenient access to shopping, dining, parks, highly rated schools, Tampa International Airport and the area’s award winning Gulf Coast beaches. Eastlake Woodlands is home to the prestigious Ardea Country Club with two championship golf courses, tennis, pickle ball, fitness center, restaurant and banquet room. There are various memberships to choose from to fit your lifestyle. This is a rare opportunity to enjoy Florida’s year round sunshine, private home oasis and a premier Oldsmar location. Please be sure to watch the video for more photos and drone photography.

2055 Diamond Court, Oldsmar

848 Christina Circle, Oldsmar
$570,000
3 Beds ⋅ 3 Baths ⋅ Bays End SubDv.
Tucked away in the desirable enclave of Bay’s End, this stunning contemporary two-story residence blends upscale coastal living with exceptional indoor-outdoor entertaining. From the moment you enter, soaring ceilings, an open-concept design, and abundant natural light create a warm yet sophisticated atmosphere. Rich wood-look luxury vinyl flooring flows seamlessly throughout the home, enhancing its modern coastal appeal. At the heart of the home is a beautifully designed island kitchen featuring elegant wood cabinetry, gleaming quartz countertops, and stainless steel appliances. The kitchen opens effortlessly to the spacious living and dining areas, highlighted by a striking wood-burning fireplace and views of the tropical pool and spa retreat. The main-level owner’s suite is a private sanctuary complete with a walk-in closet and an expansive spa-inspired bathroom filled with natural light, featuring a luxurious vanity, soaking tub with shower. A convenient half bath, interior laundry room, and attached two-car garage complete the first floor. Upstairs, you’ll find two additional bedrooms, a full bath, and a versatile den/media room perfect for a home office, playroom, or entertainment space. Step outside through sliding glass doors to your own private resort-style oasis. The screened lanai surrounds an entertaining-sized pool with waterfall and spa, framed by towering palm trees and lush tropical landscaping. By night, the spectacular pool and landscape lighting transform the backyard into a truly magical setting. Situated on nearly a quarter-acre, the enormous privacy-fenced backyard offers endless possibilities — currently serving as the ultimate playground for soccer, baseball, basketball, and golf. Exceptional savings with the solar panels, installed in 2020. Seller will pay the financing in full at closing. This exceptional Bay’s End home combines style, comfort, and resort-inspired living in one unforgettable package. Opportunities like this don’t last long.

848 Christina Circle, Oldsmar

123 Cypress Lane Unit 23, Oldsmar
$136,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv.
Virtually Staged. HANDYMAN SPECIAL Priced to Sell! Opportunity knocks in the gated community of East Lake Woodlands. This first-floor 2-bedroom, 2-bath condo offers 1,053 square feet of living space and is ready for its next owner to bring their vision to life. Dues include Cable TV & internet another reason to call this home. Perfectly positioned on a private conservation lot with no rear neighbors, this home offers a peaceful natural setting rarely found at this price point. Enjoy your morning coffee from the screened lanai while taking in tranquil wooded views instead of looking into another building. Featuring a spacious split-bedroom floor plan, open living and dining areas, in-unit laundry, and assigned covered parking, this property provides an excellent foundation for renovation and customization. While the interior remains largely original, the electrical panel has already been updated, providing a valuable improvement for future updates. Residents enjoy the security of a 24-hour guard-gated community, beautifully maintained grounds, a community pool, and optional membership opportunities at the East Lake Woodlands Country Club featuring golf, tennis, pickleball, fitness facilities, dining, and social events. Monthly condo fees include cable, internet, water, sewer, trash, exterior maintenance, building insurance, roof maintenance, landscaping, and community amenities. Conveniently located near shopping, restaurants, Tampa International Airport, and Florida's award-winning Gulf Coast beaches, this condo presents an exceptional opportunity for a primary residence, seasonal retreat, or future investment property. Being sold As-Is and priced for a quick sale.

123 Cypress Lane Unit 23, Oldsmar

304 Woodlake Wynde Unit 304, Oldsmar
$154,900
1 Beds ⋅ 1 Baths ⋅ East Lake Woodlands Woodlake Run SubDv.
Great Buy reduced 25,000 from original listing price. If you’re looking for a waterfront location in a non-flood zone and an exceptional condominium, this scenic residence in Woodlake Run at East Lake Woodlands is the perfect fit. Set within a gated, very well-maintained community, the condo offers outstanding curb appeal, tranquil water views, mature landscaping, and a peaceful natural setting that defines one of Pinellas County’s most desirable areas Just steps from the front door, the heated pool provides year-round enjoyment and adds to the effortless lifestyle this property delivers. Reserved parking space in front of your unit for easy access. Inside, the comfortable living area features a soaring ceiling and opens to a screened-in lanai overlooking the lake, The adorable kitchen includes shaker-style wood cabinetry and granite countertops, with the dining area conveniently positioned just off the kitchen for easy everyday living and entertaining. The spacious primary bedroom features lovely water views, new flooring and a generously sized walk-in closet. Major improvements include a 2023 A/C system, 2026 water heater, a 2022 electrical panel and the roof replacement in 2017 provided by the HOA. A full-size washer and dryer are also included with the unit. The owner is conveying everything with the unit, including a new leather sofa, leather accent chair, king-size bedroom set, Smart TV, décor, artwork, and all household items, making this a turnkey opportunity. The maintenance-free lifestyle is impressively comprehensive and reasonable, covering the heated pool, exterior maintenance, roof, internet, cable, water, sewer, pest control, waste services, grounds maintenance, and gated entry. East Lake Woodlands is known for its scenic surroundings, two golf courses, and optional country club, tennis, and swimming amenities. The location is ideal, close to shopping, dining, and outdoor recreation, approximately fifteen minutes to Honeymoon Island State Park for stunning beaches and Gulf sunsets, and about thirty minutes to Tampa International Airport for convenient travel. The property is also located in zone x- no-flood zone. Whether you’re seeking a primary residence, seasonal retreat, or investment property, this waterfront condo offers outstanding value in a highly sought-after community and is priced significantly below the comparable sales. This opportunity won't last long

304 Woodlake Wynde Unit 304, Oldsmar

138 Blue Marlin Drive, Oldsmar
$335,000
3 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv.
Opportunities like this rarely come along. Set on a true double lot, this 2016 Skyline home offers an exceptional combination of space, privacy, and quality upgrades that are nearly impossible to replicate. With 3 bedrooms, 2 bathrooms, a one-car garage, and a massive carport with workshop, this property delivers flexibility and functionality rarely found in the community. Inside, vaulted ceilings and fresh paint create an open, airy feel, while a glass-enclosed living room addition off the dining area adds a sun-filled space perfect for entertaining or relaxing year-round. The kitchen is a showpiece, featuring custom white shaker cabinetry and stunning quartzite countertops that read more like artwork than stone. The bedroom layout provides privacy for guests, with two bedrooms sharing a full bath, while the primary suite offers a walk-in closet and a private bath with walk-in shower. Step outside and you’ll find what truly sets this property apart: rare outdoor space and privacy, enhanced by pavers ideal for grilling, gathering, and enjoying Florida living. Located in the sought-after Gull Aire community, residents enjoy a heated pool, golf-cart-friendly streets, and a vibrant social calendar featuring craft shows, dances, and live music at the community center. HOA is just $120 per month for both lots, and the land is owned—making this an exceptional and increasingly rare opportunity in today’s market. Across the street and within walking distancefrom restaurants, shopping and movies. Close to award winning golf courses, tampa international airport, beaches, recreation facilities and sporting events.

138 Blue Marlin Drive, Oldsmar

1623 Gray Bark Drive, Oldsmar
$410,000
3 Beds ⋅ 2 Baths ⋅ Eastlake Oaks Ph 1 SubDv.
Welcome to 1623 Gray Bark Drive in the heart of Oldsmar! This well-maintained 3-bedroom, 2-bath home features a desirable split-bedroom floor plan offering both privacy and functionality. The kitchen has been updated with new countertops, while the refrigerator and microwave have both been recently replaced for added convenience. Major updates provide peace of mind, including a new roof in 2022, A/C in 2023 complete with a UV light sanitation system, interior paint refreshed in 2024, and a brand-new water heater installed in 2025. Step outside and enjoy a backyard designed for relaxation, complete with mature shaded trees creating the perfect setting for entertaining or unwinding after a long day. Residents enjoy extremely low HOA fees while still having access to fantastic community amenities including a pool, playground, and park area. Nature lovers and outdoor enthusiasts will appreciate the neighborhood trail leading directly to R.E. Olds Park, known for its scenic waterfront views, fishing pier, playgrounds, and community events. The home is also just 1.3 miles from Oldsmar Sports Complex, offering sports fields, pickleball courts, playgrounds, walking trails, and recreational activities for all ages. Conveniently located near shopping, dining, and Tampa Bay area attractions, this home combines comfort, updates, and lifestyle all in one.

1623 Gray Bark Drive, Oldsmar

125 Cypress Lane Unit 125, Oldsmar
$149,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv.
Virtually Staged. Move in ready & the LOWEST priced condominium on the market in East Lake Woodlands! This first floor home has just been refreshed & looks fabulous & neutral! Enjoy your kitchen with solid surface countertops, a large sink & newer faucet, stainless steel appliances, under cabinet lighting and lovely modern style cabinets PLUS a large pantry closet! This is a split bedroom floor plan, so you & your guests have some privacy. Easy care flooring throughout includes tile & wood look luxury vinyl & laminate in the master bedroom. Your master bedroom offers two (!) walk in closets, an en-suite bath with shower & linen closet, & sliding patio doors out to your enclosed patio area with wooded green space behind your building to enjoy the Florida climate. Your main living area combines room for a dining area and living room, plus there is seating at the kitchen counter area. Residents enjoy a community pool just steps away from your front door! In addition, there is a new HVAC (2026), new water heater (2026), newer refrigerator & dishwasher, & brand new stove & microwave...never been used! This is truly low maintenance living with the following included in your monthly fees: cable TV & internet, community pool, exterior maintenance, grounds maintenance, sewer, water & trash. East Lake Woodlands if a very special community that includes the Ardea Country Club which can be joined for additional membership fees (contact Ardea for more information). This home is a DEAL for anyone looking for comfortable living in the finest community in Pinellas County! All measurements are believed to correct and buyer is encouraged to verify through inspections or other methods. Seller not responsible for any inaccuracies and home is sold strictly as is.

125 Cypress Lane Unit 125, Oldsmar

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