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$399,000
3 Beds ⋅ 2 Baths ⋅ Heatherwood Unit One Condo SubDv. ⋅ 34677 Zip Code
Beautifully updated condo in East Lake Woodlands with 3 bedrooms, 2 full baths, 1 car garage and an added BONUS space/office! Right as you enter, notice the entire entryway is newly UPDATED with a custom door, paint, sconce lighting and Stanton carpet up the stairwell. Prepared to be wowed in the living room by the elegant, NEW custom built entertainment center with an electric fireplace. Set your color of choice and it can heat up the room for chilly nights. With the natural light from the 3 skylights, luxury vinyl plank flooring, vaulted ceilings, 2 huge fans on remotes.. this is quite the spot for entertaining. Kitchen features newer leathered granite countertops, wood cabinetry with soft close doors, stainless steel appliances, breakfast bar and new custom drapes. Step outside to the fully screened lanai with adjustable sunshades. Cool off with a new variable speed fan while enjoying all the wildlife East Lake Woodlands as to offer. The owner's suite also has a sliding door to the lanai, 2 closets with ample space, double bathroom vanities, countertops, garden tub and floor-to-ceiling tiled, glass-enclosed shower. Two other bedrooms with large windows share an updated bathroom. Enjoy an upstairs inside laundry with storage space and a bonus room with a convenient wet bar area. This space can be a TV room, office, playroom, sitting room for morning coffee..the ideas are endless. Additional updates include NEW water heater, new epoxy garage floor, remote blinds, water softener and light fixtures. HOA fee includes internet, cable, water, sewer, trash, community pool, exterior maintenance, grounds and insurance. Furniture is also available for purchase. East Lake Woodlands is central to Florida's most famous beaches, shopping, Tampa airport, A-rated schools and numerous dining options. There also is an option to join the Ardea Country Club and have access to 2 championship golf courses, tennis courts, fitness center, clubhouse, dining, swimming pools and social events. Don't miss this opportunity!

208 Clays Trail Unit 208, Oldsmar
$439,000
3 Beds ⋅ 2 Baths ⋅ Tampashores Hotel Plaza Sec SubDv. ⋅ 34677 Zip Code
Welcome to the TAMPA BAY LIFESTYLE WITHOUT THE WATERFRONT PRICE TAG. This beautifully fully remodeled 3-bedroom, 2-bath home offers the rare combination of modern updates, an incredible location, and exceptional flexibility for homeowners and investors alike. Completely renovated from top to bottom, this move-in-ready home features an open-concept floor plan with luxury vinyl plank flooring throughout, quartz countertops, updated cabinetry, stainless steel appliances, designer fixtures, and beautifully renovated bathrooms. Natural light fills the spacious living areas, creating a bright and inviting atmosphere perfect for everyday living and entertaining. Location is everything, and this one is hard to beat. Situated next to one of Oldsmar’s beautiful waterfront parks and just steps from the fishing pier, playground, walking trails, and scenic Tampa Bay shoreline, this home offers a lifestyle that is difficult to replicate at this price point. Enjoy easy access to dining, shopping, marinas, downtown Safety Harbor, Dunedin, Clearwater, and some of the area’s most popular beaches. Nearby attractions including Tampa Bay Downs, waterfront festivals, and outdoor recreation make this an exceptional place to live, vacation, or invest. Whether you’re looking for a primary residence, first-time home, second home, seasonal retreat, or income-producing investment property, this home offers exceptional flexibility to fit your goals. Currently operating as a successful SHORT-TERM RENTAL/AIRBNB (furniture negotiable). The property provides immediate income-producing potential and an opportunity for investors to capitalize on Oldsmar’s growing demand for vacation and extended-stay accommodations. Recent short-term rental performance included approximately $3,000 in gross rental revenue during a recent five-night stay. Additional highlights include a 2024 roof, no HOA, and convenient access to Tampa, Clearwater, St. Petersburg, Tampa International Airport, shopping, dining, and some of the area’s most popular beaches. Experience the charm of Oldsmar and enjoy the perfect blend of comfort, convenience, and coastal lifestyle. Schedule your private showing today.

102 Shore Drive E, Oldsmar
$525,000
3 Beds ⋅ 2 Baths ⋅ Tampashores Bay Sec SubDv. ⋅ 34677 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the heart of Oldsmar, offering 1,856 square feet of thoughtfully designed living space on an oversized 0.41-acre lot. Featuring a spacious floor plan with a Florida room and dedicated home office, this property provides the perfect blend of comfort and modern upgrades. This home has been extensively upgraded for peace of mind, including a new high-efficiency HVAC system (2023), new electric water heater, complete electrical rewire with updated panel, whole-house plumbing re-pipe, impact-rated exterior doors, LED lighting throughout, high-efficiency ceiling fans, and modern underground electrical service. Natural light fills the home through impact-rated Simonton double-hung windows, complemented by cellular window treatments and blackout blinds in the primary suite. Durable porcelain tile flooring extends throughout the home, creating a seamless and elegant look. The remodeled kitchen is designed for entertaining, showcasing quartz countertops, a stunning clay-fired farmhouse sink, a large,10 ft center island, solid-wood soft-close cabinetry, and modern stainless-steel appliances. The spacious primary suite offers a private retreat with walk-in shower and beautifully updated finishes. Both bathrooms have been tastefully remodeled with premium fixtures, including TOTO and KOHLER features, bidets, and marble countertops. Additional features include a butcher block laundry room workspace, spare garage rated refrigerator, a pull-down attic access with plywood flooring for extra storage, outdoor solar security lighting, front yard irrigation system utilizing reclaimed city water, and low utility costs through TECO services. Step outside to enjoy an expansive, fully fenced backyard with plenty of space for boat or RV parking and a large Tough Shed equipped with 220-volt electrical service, providing endless possibilities for storage, hobbies, or workshop space. Ideally located just minutes from the Oldsmar Trail, numerous parks including R.E. Olds Park and Mobbly Bayou Beach Park, shopping centers, and a variety of dining options, this exceptional home offers the perfect combination of location, space, and extensive upgrades. Schedule your private showing today!

601 Shore Drive E, Oldsmar
$589,000
4 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 4 SubDv. ⋅ 34677 Zip Code
Welcome to 1745 Oak Pond Court! Welcome to 1745 Oak Pond Court, a beautiful home located in the sought-after East Lake Oaks community. Situated on a quiet street with a premium lot, this home offers comfort, style, and numerous recent upgrades. The interior and exterior have been freshly painted, and the screened lanai has been recently updated. Some major updates include a new water heater installed in 2022, a new air-conditioning system installed in 2023, new carpeting on the stairs completed in May 2026, and stair railings that were sanded and freshly painted in May 2026. The primary bathroom was completely remodeled in 2022 and features a relaxing jetted tub, updated vanity, shower, tile flooring and walls, surround-sound speakers, and mood lighting in the ceiling. A luxurious outdoor kitchen was installed in 2025 and includes a grill, granite countertop, stainless-steel sink, and stainless-steel storage for all your entertaining needs. Additional improvements completed in June 2026 include freshly painted pool patio and garage floor. The kitchen was updated in 2022 with new cabinets and granite countertops, while wood-look laminate flooring was installed throughout the downstairs living areas. Conveniently located near Tampa International Airport, shopping, nature trails, and excellent restaurants, this home is also just twenty minutes from Honeymoon Island Beach. This move-in-ready home combines thoughtful upgrades, a prime location, and Florida living at its best!

1745 Oak Pond Court, Oldsmar
$449,000
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit One SubDv. ⋅ 34677 Zip Code
**PRICE IMPROVEMENT** Your opportunity just got better.! This beautiful home is now offered at a NEW LOWER PRICE.! If you’ve been waiting for the right time to make a move. This Is It.!!! Welcome to one of Oldsmar's hidden gems! This beautifully maintained 3-bedroom, 2-bath pool home is nestled in the highly desirable Harbor Palms neighborhood, offering the perfect combination of location, comfort, and the Florida lifestyle. The bright split-floor plan features premium laminate and tile flooring, a spacious living room with French doors leading to your private backyard oasis, a formal dining room with a picture window, and a beautifully appointed kitchen with granite countertops, wood cabinetry, and stainless-steel appliances, to include a Point of use Reverse Osmosis Water Purification System. The interior laundry room includes the washer, dryer, and ample storage cabinets. The spacious primary suite offers dual walk-in closets and a beautifully updated en-suite bath with quartz countertops, soft-close cabinetry, and a custom-tiled walk-in shower. Step outside to the screened, covered lanai overlooking a sparkling pool with a tranquil waterfall. The pool is equipped with a child safety fence, which is included with the home. The oversized, fully fenced backyard offers plenty of room to entertain, relax, or enjoy Florida's year-round sunshine. Ideally located just a short walk or bike ride to the neighborhood's beloved Sheffield Park, featuring playgrounds. You'll also enjoy being just 25 minutes from Honeymoon Island and Tampa International and St. Pete-Clearwater airports, and only minutes from shopping, dining, and everyday conveniences. Opportunities like this in Oldsmar are rare—don't miss your chance to own this move-in-ready Florida retreat.

416 Maplewood Drive, Oldsmar
$365,000
3 Beds ⋅ 2 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Set on nearly one-third of an acre with NO HOA restrictions, the property offers ample space to enjoy, expand, or customize.. Recent additional updates include a durable metal roof, hurricane-rated windows, and elevated entryways. Inside, the home features an open layout that connects the living, dining, and kitchen areas, creating a comfortable flow for everyday living and entertaining. The private in-law suite has its own entrance, giving the home added versatility for multi-generational living, guests, work-from-home needs, or income-producing possibilities. Seller reports no known flooding of the home. The .3 acre fully fenced backyard is spacious and inviting, with mature landscaping, fruit trees, and a paved patio area ready for an outdoor kitchen, a fire pit or an Accessory Dwelling Unit. A custom-built shed/workshop adds even more usable space for storage, tools, hobbies, or a creative studio.

3087 Duane Avenue, Oldsmar
$299,900
2 Beds ⋅ 2 Baths ⋅ St Andrews Condo SubDv. ⋅ 34677 Zip Code
Experience resort-style living in this beautifully renovated 2-bedroom + loft, 2-bath condominium offering approximately 1,600 square feet of bright, open living space. Perfectly positioned overlooking tranquil water and the golf course, this exceptional home combines modern updates with soaring architectural details in one of Oldsmar's most desirable communities. The impressive great room welcomes you with dramatic vaulted ceilings, abundant natural light, and a striking spiral staircase leading to a versatile loft—ideal for a home office, media room, or guest space. The remodeled kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, recessed lighting, and a breakfast bar that opens seamlessly to the living and dining areas. The spacious primary suite offers peaceful water views, private access to the screened lanai, a custom walk-in closet, and a beautifully renovated en-suite bath complete with a luxurious oversized walk-in shower and dual vanities. The generous second bedroom is located near the updated guest bath, providing privacy for family or visitors. Step outside to the expansive screened lanai and enjoy picturesque views of the pond and golf course—the perfect setting for your morning coffee or relaxing evenings. Features You'll Love 2 Bedrooms + Spacious Loft 2 Fully Updated Bathrooms Approximately 1,600 Sq. Ft. Soaring Vaulted Ceilings Dramatic Spiral Staircase Beautifully Renovated Kitchen with Quartz Counters Stainless Steel Appliances Luxury Vinyl Plank Flooring Throughout Custom Walk-In Closet Oversized Primary Shower with Designer Tile Full-Size Washer & Dryer Large Screened Lanai Water & Golf Course Views Assigned Covered Parking Located just minutes from shopping, restaurants, parks, Tampa International Airport, and some of the area's best beaches, this move-in-ready home offers the perfect blend of comfort, style, and convenience. Schedule your private showing today and discover everything this exceptional Oldsmar home has to offer! Newer AC 3/2022.

60 St Andrews Place Unit 60, Oldsmar
$324,900
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 2 SubDv. ⋅ 34677 Zip Code
Wake up to water views and end your day watching the sun set over the canal. This renovated 3-bedroom, 2-bathroom waterfront home sits on a spacious 0.21-acre lot with no HOA in the established Oldsmar Country Club Estates, and its best feature is right out the back door: direct water access with a scenic trail leading all the way to Tampa Bay. Launch a kayak or paddleboard from your own backyard and be on the water in minutes. Inside, the home is move-in ready with luxury vinyl flooring throughout and an open, light-filled layout. The renovated kitchen features stainless steel appliances, quartz countertops, and generous cabinetry. The primary suite gives a comfortable retreat with an updated bathroom, modern vanity, designer lighting, and a tiled walk-in shower. Sliding doors off the main living area open to an expansive backyard where the waterfront views take center stage. Enjoy morning coffee, evening entertaining, or simply unwind by the water. The location matches the lifestyle. Walk, bike, or take your golf cart to Mobbly Bayou Beach Park, a public boat launch to Tampa Bay, Tampa Bay Pickleball, Veterans Park, Bicentennial Park, and RE Olds Park. You are also close to Empower Adventures Zip Line and the Oldsmar Organic Community Garden, with Tampa International Airport about 20 minutes away. Zoned for well-regarded schools including Oldsmar Elementary, Joseph L. Carwise Middle, and East Lake High. This is a rare opportunity to own a renovated waterfront home with no HOA in one of Oldsmar's most sought-after communities.

413 Country Club Drive, Oldsmar
$514,900
3 Beds ⋅ 2 Baths ⋅ Bays End SubDv. ⋅ 34677 Zip Code
Priced to the Ridiculous!! Welcome to Bays End, a hidden gem community offering a peaceful setting with convenient access to everything the area has to offer. This well-maintained 3-bedroom, 2-bathroom home features a spacious and inviting layout. Enter to an open living room that flows into the dining area. The updated kitchen showcases beautiful cabinetry, generous storage, and plenty of workspace. The heart of the home is the family room, with vaulted ceilings and a fireplace create a warm and open space. The spacious primary suite offers walk-in closets and a tastefully updated en-suite bathroom. Split plan with two bedrooms and a bathroom. Step outside to your own private backyard retreat featuring a pool, spa, paver patio, and fully fenced yard—perfect for relaxing, entertaining, or enjoying Florida's year-round sunshine. Roof 2026!! There is NOTHING wrong with this home!!

854 Christina Circle, Oldsmar
$629,000
3 Beds ⋅ 2 Baths ⋅ Worthington SubDv. ⋅ 34677 Zip Code
Welcome to 859 Inverry Drive in the highly sought-after East Lake Woodlands community of Oldsmar! Beautifully renovated from top to bottom, this exceptional pool home combines modern updates, timeless style, and Florida living at its finest. From the moment you arrive, you'll be captivated by the home's exceptional curb appeal, mature landscaping, and inviting presence. Step inside to discover a completely updated interior featuring luxury flooring, a stunning remodeled kitchen, and beautifully renovated bathrooms. Every detail has been thoughtfully designed to create a move-in-ready home that feels both elegant and comfortable. The spacious floor plan provides an ideal setting for everyday living and entertaining, while large windows fill the home with natural light. The chef-inspired kitchen showcases stylish finishes, updated cabinetry, and modern appliances, making it the heart of the home. Step outside to your private backyard retreat where a sparkling pool awaits. Surrounded by lush landscaping, the outdoor living space offers the perfect setting for relaxing, hosting guests, or enjoying year-round Florida sunshine. Located in the desirable East Lake Woodlands community, this exceptional home provides convenient access to shopping, dining, parks, golf, and top-rated schools. With extensive renovations already completed, all that's left to do is move in and enjoy. Don't miss your opportunity to own this beautifully updated pool home in one of Oldsmar's most desirable neighborhoods!

859 Inverry Drive, Oldsmar
$349,900
3 Beds ⋅ 2 Baths ⋅ Harbor Palms Unit Eleven Lot 451 SubDv. ⋅ 34677 Zip Code
Welcome to 442 Evergreen Drive, nestled in one of Oldsmar's most desirable neighborhoods! This beautifully updated 3 bedroom, 2-bath residence offers the perfect blend of comfort, style, and Florida living. Filled with abundant natural light, the thoughtfully designed floor plan creates an inviting atmosphere ideal for both everyday living and effortless entertaining. Step outside to your private backyard retreat featuring a spacious screened-in porch—the perfect place to enjoy your morning coffee, host family and friends, or simply relax while enjoying Florida's beautiful weather. Freshly painted inside and out, this move-in-ready home reflects pride of ownership from the moment you arrive. Enjoy added peace of mind with numerous updates, including a Roof (2018), HVAC System (2018), Kitchen (2024), New Flooring (2024), Remodeled Primary Bathroom, and Impact Windows & Doors (2021). The property is located in Flood Zone AE and offers the benefit of updated impact windows and doors for added peace of mind. The oversized backyard provides plenty of room to add a outdoor kitchen, or create your own tropical oasis, while the spacious garage offers excellent storage and functionality. Conveniently located near beautiful parks, shopping, dining, entertainment, and the stunning Gulf beaches, this exceptional home offers the very best of the Florida lifestyle. Whether you're searching for your first home, a place to grow, or your next chapter, 442 Evergreen Drive is a rare opportunity to own a beautifully maintained, move-in-ready home in a prime Oldsmar location.

442 Evergreen Drive, Oldsmar
$175,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome to Gull-Aire Village, one of Pinellas County's most desirable and active 55+ communities! Don't miss this opportunity to own a home in the highly sought-after Gull-Aire Village, where you own the land and enjoy an incredibly affordable HOA fee of just $70 per month. Whether you're looking for a full-time residence, seasonal retreat, or future investment property, this community offers exceptional flexibility with the ability to rent your home after only one year of ownership. Gull-Aire Village is known for its vibrant atmosphere, active social calendar, and unbeatable location. Residents enjoy the convenience of being within walking distance to shopping, entertainment, and dining, including AMC Theatres, Bealls, Marshalls, Earth Fare, PetSmart, and Dollar Tree. Nearby restaurants include Shaker & Peel, Craft Street Kitchen, and Eve's Family Restaurant. Additional conveniences such as Westfield Countryside Mall, Walmart, Publix, and Countryside Hospital are just minutes away. Plus, you'll be approximately 20 minutes from the award-winning beaches and natural beauty of Honeymoon Island and Caladesi Island State Park. Pet friendly with one pet allowed of any size. Experience affordable Florida living in a welcoming community that truly has it all. Schedule your private showing today! Cash only for the ease of the seller.

410 Dolphin Drive S, Oldsmar
$1,055,000
4 Beds ⋅ 3 Baths ⋅ Turtle Creek Unit-Three SubDv. ⋅ 34677 Zip Code
If you've been searching for a home that checks every box, this one is worth a serious look. Tucked inside the guard-gated East Lake Woodlands community — known for its canopied streets, two championship golf courses, pickle ball and tennis courts, and home to Ardea Country Club — this 4-bedroom, 3-bath pool home sits on nearly a full acre and has been genuinely well cared for. Equipped with a whole-house solar system - means electric bills that are almost laughably low — most months you're paying little more than the base statement fee. Pair that with a whole-home water filtration system, water softener, two brand-new AC units (April 2025 and March 2026), a tile roof replaced in 2019, and two water heaters also replaced in 2019, and you're looking at a home where the expensive stuff has already been done. At 3,189 square feet, the layout gives everyone room to breathe. The great room is the kind of space that feels both impressive and livable, and the split floor plan keeps the primary suite — complete with walk in closets and a sitting area — separate from the other bedrooms. Tile flooring runs throughout the entire home, so there's no carpet to worry about. The kitchen is built for real use: breakfast bar, convection oven, cooktop, and quality appliances, all with stone counters. Out back, the pool and lanai open up to a quiet, private setting that makes it easy to forget the rest of the world exists. Top-rated schools, easy access to Tampa, and a short drive to the Gulf beaches round out a package that's hard to replicate at this price point.

4931 Turtle Creek Trail, Oldsmar
$291,000
2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34677 Zip Code
Welcome home to a beautifully refreshed property where all the big-ticket items are already taken care of. A 2025 roof, 2023 A/C, and 2022 water heater ensure years of worry-free living. Inside, the home feels bright and airy with vaulted smooth ceilings and walls and brand-new engineered wood flooring installed in 2025. The fenced in backyard area is a private & a personal space for your enjoyment all year round. Spacious and well-kept inside & out! The primary bathroom features a double sink, while the guest bathroom offers a relaxing Jacuzzi tub — perfect for unwinding after a long day. Newer garage door and motor installed in 2021. This home is designed for comfort and convenience. Located near shops, movie theater, Sheffield Park & Eastlake. Low HOA fees or $160/month! A truly move-in-ready space with thoughtful upgrades throughout. Schedule your viewing today!

2013 Dover Court, Oldsmar
$2,698,000
5 Beds ⋅ 4 Baths ⋅ Country Club Add To Oldsmar Rev SubDv. ⋅ 34677 Zip Code
Unique opportunity to own a one-of-a-kind, beautiful property on Safety Harbour Bay with Direct access to Tampa Bay. Renovation by Herman Builders. The stunning modern completely updated home features: contemporary, Open and spacious Gourmet Chef's Kitchen High-end chef-quality appliances, with double ovens, fireplace Oversized Island loads of cabinets, storage , the home has natural stone floors throughout. Full water views across the entire back of the home large glass doors leading out to your beautiful contemporary pool. Boat Docs for keeping your boat and easy access to Tampa Bay for the deep water fishing. The home features mother-in-law's quarters separate from the main home. With kitchenette, and private entrance . On the main floor, there are also three Guest or family bedrooms a bonus space, laundry room , lots of storage. The Private owner's suite features a large spa bathroom fabulous walk-in closets with grand views of Safety Harbor bay. Conveniently located near airport and downtown with the best schools in Tampa.

412 Shore Drive E, Oldsmar
$299,900
2 Beds ⋅ 1 Baths ⋅ Bayside Meadows Ph Ii SubDv. ⋅ 34677 Zip Code
Your dream home in Bayside Meadows Oldsmar, Florida, offers a single-family home with 2 bedrooms plus a garage conversion that could function as a third bedroom with the addition of a closet. The home includes a dining area with French doors leading to a screened lanai, an indoor laundry area, ceramic tile flooring in the main living spaces, and carpet in the bedrooms. You’ll see ceiling fans in every room, and a comforting kitchen that has room to add a center island. Outside, you’ll find a spacious screened lanai, a shed, a tropical oasis of landscaping, and a fenced yard. The property is conveniently close to beaches, parks, nature areas, and nearby airports. Located in northeastern Pinellas County at the top of Old Tampa Bay, Oldsmar features attractions such as Tampa Bay Downs, an ice-skating rink, a flea market, Sheffield Park, the BMX Supercross Track, Mobbly Bayou Beach Park, and Mobbly Wilderness Preserve, which offers hiking trails, kayak launches, and eco tours. The area also offers a variety of dining and shopping options, along with convenient access to medical facilities and a hospital.

2005 Hudson Ct, Oldsmar
$320,000
3 Beds ⋅ 2 Baths ⋅ Shoreview Ph 2 SubDv. ⋅ 34677 Zip Code
BACK ON THE MARKET – PREVIOUS BUYERS FINANCING FELL THROUGH! Opportunity awaits at this charming 3-bedroom, 2-bath ranch-style home situated on a peaceful pond in Oldsmar. Built in 1984, this single-story residence offers a comfortable floor plan, abundant natural light, a two-car garage, and a beautiful setting beneath mature shade trees. Step outside and discover what makes this property special. The backyard overlooks the pond, creating a tranquil setting surrounded by mature trees and established landscaping. The screened lanai provides additional outdoor living space and is the perfect place to enjoy your morning coffee, entertain friends, or simply relax while taking in the peaceful waterfront views. Inside, the home offers a functional layout with plenty of opportunity to update and personalize the space to your taste. Whether you're an owner-occupant looking to create your ideal home or a buyer searching for a property with sweat-equity potential, 627 Timber Bay offers an excellent foundation and an increasingly hard-to-find combination of location, lot, and waterfront setting.Adding even more value, a NEW ROOF WAS INSTALLED IN 2026, taking care of one of the home's most significant improvements. Conveniently located in Oldsmar, with easy access to shopping, dining, parks, schools, and major roadways connecting Tampa, Clearwater, and the surrounding Tampa Bay area. Waterfront setting. New roof. Mature trees. Screened outdoor living. Two-car garage. Tremendous potential. Bring your vision and make 627 Timber Bay your own. Schedule your showing today and come experience the setting and possibilities this property has to offer.

627 Timber Bay Circle W, Oldsmar
$339,900
3 Beds ⋅ 2 Baths ⋅ Harbor Palms Unit Eleven SubDv. ⋅ 34677 Zip Code
$5,000 seller credit offered to buyers!!Welcome to 611 Tangerine Drive a well-maintained 3-bedroom, 2-bathroom home located in one of Oldsmar’s most desirable and centrally located communities. Featuring a highly sought-after split floor plan, spacious living areas, and major system upgrades already completed, this home offers the perfect combination of comfort, functionality, and opportunity for a new owner to make the space their own over time. Inside, you’ll find tile flooring throughout the entire main living space, creating a clean, cohesive, and low-maintenance living environment. The split layout provides excellent separation between the primary suite and guest bedrooms, offering both privacy and flexibility for families, guests, or work-from-home living. The spacious primary suite features dual closets along with a beautifully updated master bathroom that adds a more modern touch to the home. The kitchen is equipped with stainless steel appliances and offers excellent functionality with ample cabinet and storage space, while still leaving room for future personalization and design possibilities to match your own style and vision. Several major improvements have already been completed for long-term peace of mind, including full-home repiping, a whole-house water softener and filtration system, and a durable Solar Shield metal roof designed for longevity, efficiency, and reduced maintenance for many years to come. The home has also never FLOODED! This provides additional confidence for future ownership. Outside, the screened-in porch creates the perfect place to relax and enjoy Florida’s year-round weather, while the newer fencing surrounds the backyard and offers both privacy and space for entertaining, pets, or outdoor enjoyment. A spacious two-car garage and abundant storage throughout the home further enhance everyday convenience. Located in the heart of Oldsmar, this property offers outstanding access to everything that makes the Tampa Bay area so desirable. Tampa International Airport, Clearwater Beach, Safety Harbor, Dunedin, and downtown Tampa are all within a convenient drive. Oldsmar is known for its excellent school district, strong community atmosphere, waterfront parks, scenic trails, playgrounds, nature preserves, and outdoor recreation. With its ideal location, major mechanical upgrades, flexible layout, and endless potential to further enhance and customize over time, 611 Tangerine Drive presents an exceptional opportunity in one of northern Pinellas County’s most sought-after communities.

611 Tangerine Drive, Oldsmar
$729,900
4 Beds ⋅ 3 Baths ⋅ Stonebriar SubDv. ⋅ 34677 Zip Code
Motivated SELLER!! This is Florida luxury living at its finest in one of the area’s most desirable gated communities. Exclusive executive home located in the highly sought-after Stonebriar community within East Lake Woodlands, a desirable gated golf club community. Zoned for top-rated schools and ideally situated less than 30 minutes from Tampa International Airport and the area’s premier Gulf beaches. This exceptional 4-bedroom luxury residence offers the perfect blend of elegance, comfort, and privacy. Boasting 2,652 square feet of living space with soaring ceilings and abundant natural light, this beautifully updated home features a spacious oversized primary suite complete with a private sitting area overlooking the expansive screened pool, recently resurfaced for years of enjoyment. The gourmet kitchen is designed for both entertaining and everyday living. Newer appliances, newer pool pavers, Plantation shutters added throughout. Roof 2016, Water heater 2019, re screened porch 2017, fresh exterior paint 2019. The private conservation lot provides a tranquil setting ideal for relaxing or entertaining poolside. RECENTLY PASSED 4point and Wind Mitigation.

4761 Stonebriar Drive, Oldsmar
$375,000
3 Beds ⋅ 3 Baths ⋅ Bayside Terrace - Pt Rep SubDv. ⋅ 34677 Zip Code
NEW PRICE — Exceptional value in one of Oldsmar’s most desirable gated communities! Now offered at $375,000, this beautifully maintained 3-bedroom, 2.5-bath townhome in Bayside Terrace delivers modern, low-maintenance living just minutes from the waterfront charm of Safety Harbor. Built in 2019, the home features a bright, open-concept layout designed for both everyday living and entertaining. The spacious kitchen offers generous counter space and an oversized island that flows seamlessly into the dining and living areas. Upstairs, the primary suite features upgraded custom closets, while an additional bedroom includes a custom Murphy bed—perfect for creating a flexible guest room or home office. Thoughtful upgrades include luxury vinyl flooring, a whole-home water filtration and anti-scale system, and a 1-car garage with EV charger. Step outside to a peaceful patio setting, or enjoy the community’s resort-style pool overlooking Safety Harbor. With guest parking nearby and convenient access to Tampa, Clearwater, St. Petersburg, shopping, dining and recreation, this home offers an ideal combination of location, lifestyle and value at $375,000. Schedule your private showing today!

2013 Sunset Wind Loop, Oldsmar
$259,900
3 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Now available in the sought-after 55+ Gull-Aire Village: a meticulously maintained 1995 Jacobsen home, offering over 1,400 square feet of comfortable living space. This inviting residence features three spacious bedrooms and two full bathrooms, with a split floor plan that provides privacy for guests. The home boasts a newly installed TPO roof (2024) that covers the main unit, Florida room, and carport, plus a hot water heater only two years old. Durable laminate flooring flows throughout, enhancing the bright and airy interiors. The generous eat-in kitchen includes an indoor laundry area with washer and dryer, while sliding glass doors lead to the Florida room—conveniently situated at the same level as the main house, eliminating any steps. The primary bathroom is equipped with double sinks and a shower for added comfort. Enjoy the vibrant community lifestyle at the clubhouse, which hosts monthly events and offers amenities such as a pool table, shuffleboard, bocce ball court, heated pool, and spa. Stay active and engaged with regular activities including bingo, cards, and line dancing. Navigating the neighborhood is easy thanks to golf cart-friendly streets! With HOA fees at just $70 per month, experience affordable, carefree living in a beautifully maintained community. This pet-friendly neighborhood welcomes one pet of any size, with a second pet permitted upon receipt of an emotional support letter from a doctor and submitted with your HOA application. Ownership includes the land—no lot rent required. Daily conveniences are just steps away, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store across the street. Dine at popular spots like Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers, Super Walmart and Publix, as well as Countryside Hospital, are approximately 10 minutes from your door. Outdoor lovers will appreciate easy access to the scenic biking and walking trail along the canal, as well as the breathtaking beaches of Honeymoon Island and Caladesi State Park just ten miles away. Room sizes are approximate. Do not miss your chance to own this outstanding home in Gull-Aire Village—schedule your showing today!

258 Pelican Drive N, Oldsmar
$145,000
2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv. ⋅ 34677 Zip Code
Welcome to this beautifully maintained condo in the heart of desirable East Lake Woodlands! Offering a spacious and inviting layout, this residence provides the perfect blend of comfort, convenience, and relaxed Florida living. LOW HOAs and fantastic amenities that include a full size pool, a kiddy pool, tennis/basketball/raquetball courts, and a playground. This light and bright unit features an open floor plan with generous living and dining areas, perfect for entertaining or relaxing at home. The kitchen offers ample cabinet and counter space with a functional layout ideal for everyday living. The primary suite includes a private bath and spacious closet space, while additional bedrooms provide flexibility for guests, family, or a home office. Great location near Honeymoon Island, RE Olds Park, Tampa International Airport, bike and walking trails, dog parks, shopping, restaurants, live theater, museums, and activities in downtown St. Pete and Tampa.

131 Sabal Court Unit E, Oldsmar
$424,900
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Two SubDv. ⋅ 34677 Zip Code
This beautifully renovated three-bedroom, two-bath home sits in the heart of Oldsmar at the top of Tampa Bay. Fully updated inside and out, it offers a gorgeous new kitchen with stainless steel appliances, soft-close cabinets, leather-finished granite countertops, charming breakfast nook and even a premium electronic touchless kitchen faucet. All three bedrooms are thoughtfully spaced apart for extra privacy, with the spacious master suite featuring a massive California-style walk-in closet, serene backyard views, and a stunning bathroom with a walk-in shower. The open-concept living area flows into a roomy bonus space at the back of the house, highlighted by tandem ceiling fans. French doors open to a fully fenced backyard that is big enough for a future pool and there's even a poured slab ready for a shed. A large laundry room with a utility sink connects to the spacious two-car garage, featuring a new hurricane-rated door and My-Q Wi-Fi opener. The home is completed by brand new impact resistant double-paned windows (that can get you discounts on insurance) and French doors as this reno was very thorough with every surface being new including all of the ceilings, walls, plumbing and insulation. Centrally located Oldsmar provides quick and easy access to pristine Pinellas Beaches, all that Tampa has to offer, plus its own fantastic dining, excellent schools, and great shopping. This home is a must-see!

1815 Driftwood Circle S, Oldsmar
$175,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code
One or more photo(s) has been virtually staged. Motivated Seller! Priced to Sell! Stunning Updated Condo in the Heart of East Lake Woodlands! Country Club living in the ultimate Florida lifestyle in this light, bright, and move-in-ready 2-bedroom, 2-bathroom condo located within the gated community of East Lake Woodlands. Whether you are looking for a permanent residence, a savvy investment, or a relaxing second home, this property delivers. Key Interior Features: • Architectural Flair: Impressive 20ft cathedral ceilings and extra-high windows flood the living space with natural light. • Modern Updates: Featuring refinished kitchen cabinets, stylish backsplash, and premium stainless steel Whirlpool appliances. • Refined Finishes: No carpet here! Enjoy easy-maintenance ceramic tile and laminate flooring throughout, complemented by updated LED lighting. • Designer Baths: Both bathrooms boast updated tile work and sleek quartz countertops. • Functional Layout: A split floor plan offers maximum privacy. The spacious master suite includes dual closets and ample storage. • Convenience: Includes a full-sized washer and dryer. Outdoor Living & Amenities: • Dual Balconies: Unique front and back screened balconies allow you to enjoy the peaceful surroundings and cross-breezes. • Prime Location: Situated directly across from the community heated pool and just a short walk to the pickleball courts. • Peace of Mind: Recent exterior updates include a newer roof and fresh paint. Location & Lifestyle: East Lake Woodlands is a premier gated community featuring a country club and championship golf course. • Travel & Beach: Just 10 minutes to pristine Gulf beaches and 25 minutes to Tampa International Airport. • Walkability: Walking distance to shopping, dining, and theaters. • Flexibility: Short-term leases are accepted, making this a rare and flexible investment opportunity.

142 Woodlake Wynde Unit 48, Oldsmar
$1,100,000
3 Beds ⋅ 2 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Experience the laid back lifestyle of Oldsmar, a sought-after community nestled between the urban hubs of Tampa and Clearwater. This serene, waterfront property offers the perfect balance of peaceful living and convenient access to local attractions. Residents here enjoy a tranquil, private environment, starting mornings with fresh coastal breezes on a private porch or deck, and spending evenings watching sunsets from a kayak or boat. This elevated, two-story home, topped with a 2025 roof, showcases an expansive layout filled with radiant natural light and soaring vaulted ceilings. The interior ambiance is both airy and welcoming, anchored by a charming wood-burning fireplace. The heart of the home is a sun-drenched, open-concept great room and kitchen, equipped with stainless steel appliances, granite surfaces, a propane stove, and a tankless water heater, all showcased by floor-to-ceiling windows. The generous primary suite acts as a private retreat, featuring an ensuite bathroom with a garden tub, dual vanities, and a separate shower, alongside a private deck offering stunning vistas. Functionality meets flexibility in the lower level, which houses a spacious two-car garage and a versatile 600-square-foot accessory dwelling unit. With its own entrance, bathroom, and kitchen facilities, this suite is perfectly suited for guests or extended family. The exterior features substantial paver parking, ready to accommodate RVs, boats, and other recreational vehicles. Nature enthusiasts will delight in the local wildlife, including dolphins and manatees, viewable directly from home. The property’s private floating dock and boat ramp provide effortless access to Tampa Bay without worrying about the tides. Elevated construction ensures peace of mind during inclement weather, while the property’s location—situated on a private, oversized lot on a quiet cul-de-sac—secures absolute seclusion. Located in a premier school district and just 20 to 30 minutes from the region’s best beaches and downtown centers, this home also offers residents easy access to the festive R.E. Olds Park and the vibrant dining scenes of nearby Safety Harbor. Both Mobbly Beach Park and the picturesque Phillippe Park are situated within a three-mile radius, making them a breeze to reach via cycling or boat. Oldsmar stands out for several unique reasons: it operates its own reverse osmosis water filtration system, houses the Tampa Bay Skating Academy Ice Rink, and maintains a higher density of parks per square mile than any other municipality in the state, with roughly 40% of its total area reserved for green spaces and conservation. Those who love the outdoors can take advantage of the ten-mile Oldsmar Trail, which winds through eight of the city's ten parks, providing endless chances for recreation and immersion in nature. Don't wait—secure your chance to live out your ideal Florida dream by booking your private viewing of this exceptional property today!

3858 Shore Boulevard, Oldsmar
$140,000
West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
NICE WATERFRONT BUILDABLE LOT! LOCATED ON MOCCASIN CREEK WITH EASY ACCESS TO THE BAY! CREEK FRONTAGE IS 50 FEET! NO HOA! LOW TAXES! SHORT DISTANCE TO HONEYMOON ISLAND, PALM HARBOR, BEST GULF BEACHES, SHOPPING, RESTAURANTS & TAMPA INTERNATIONAL AIRPORT! PARTIALLY CLEARED! BUY TODAY AND BUILD AT ANY TIME!

Phoenix Avenue, Oldsmar
$214,900
1 Beds ⋅ 1 Baths ⋅ Bayside Meadows Ph Ii SubDv. ⋅ 34677 Zip Code
Welcome to this spacious 1,028 sq ft villa in the desirable Bayside Meadows community of Oldsmar. This beautifully updated home offers the comfort and privacy of villa living with a one-car garage, fenced backyard, and screened lanai—perfect for enjoying Florida’s year-round outdoor lifestyle. The thoughtfully designed interior features a kitchen overlooking the living area, a cozy wood-burning fireplace, convenient wet bar, updated bathroom, newer washer and dryer, and beautiful hardwood and luxury vinyl flooring throughout. The spacious layout provides plenty of room for relaxing, entertaining, or creating your own comfortable retreat. Enjoy the convenience of a low-maintenance community with a pool and HOA fees that include lawn care. The private fenced backyard and screened lanai create a peaceful outdoor space for morning coffee, entertaining guests, or simply enjoying the Florida weather. Pets are welcome, and long-term rentals are permitted, providing added flexibility for future owners. Conveniently located near parks, shopping, dining, and recreation, including nearby Sheffield Park, with easy access to Tampa, Clearwater, and the surrounding Tampa Bay area. This villa is a great fit for first-time buyers, downsizers, seasonal residents, investors, or anyone seeking an easy-care Florida lifestyle in a convenient Oldsmar location.

2034 Montego Court, Oldsmar
$515,000
4 Beds ⋅ 2 Baths ⋅ Manors Of Forest Lakes The SubDv. ⋅ 34677 Zip Code
Welcome to your private retreat in the heart of Oldsmar. Located in the desirable Longwood community, this beautifully maintained home offers the perfect blend of comfort, charm, and Florida living. Surrounded by mature landscaping and peaceful streets, 549 Longwood Circle features spacious living areas, abundant natural light, and an inviting layout ideal for both entertaining and everyday living. Step outside to enjoy a relaxing backyard setting with room to unwind, host gatherings, or create your own outdoor oasis. Conveniently located near top-rated schools, parks, shopping, dining, and the Gulf beaches, this home delivers both privacy and accessibility. Whether you're looking for a full-time residence or a seasonal getaway, this property is an incredible opportunity to own a piece of paradise in one of Tampa Bay’s most sought-after communities.

549 Longwood Circle, Oldsmar
$179,900
2 Beds ⋅ 2 Baths ⋅ Meadows Condo Unit Two At East Lake Woodlands The SubDv. ⋅ 34677 Zip Code
Strategically repositioned in the market with an improved price, this beautiful 2-bedroom, 2-bathroom condo in Oldsmar offers buyers an excellent opportunity to enjoy comfort, convenience, and a desirable Florida lifestyle. The residence features a functional floor plan with comfortable living spaces, well-proportioned bedrooms, two full bathrooms, hurricane-impact-resistant windows and sliding glass doors, and access to a community pool. Included services add even more convenience and value. Ideally located near major roadways, the property provides an easy commute to Tampa, Clearwater, and surrounding areas. Shopping, dining, entertainment, healthcare, and other everyday essentials are all nearby. Countryside Mall offers a variety of retailers and services, while local dining options include Starbucks, Chick-fil-A, and numerous neighborhood favorites. Mease Countryside Hospital is also conveniently located nearby, and Tampa International Airport is easily accessible for frequent travelers. Several important improvements have already been completed, including a new water heater in 2025, an A/C system installed in 2022, a refrigerator replaced in 2022, hurricane-impact-resistant windows and sliding glass doors installed in 2021, a microwave replaced in 2020, and a roof installed in 2019. With its convenient location, community amenities, valuable improvements, and newly enhanced price, this Oldsmar condo is ready for its next owner. Schedule your private showing today and discover everything this property has to offer!

202 Meadow Lane Unit 50, Oldsmar
$600,000
Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code
This office building and vacant lot can be combined for a price of $1,200,000 with the contiguous for sale property at 200 Lee St. that has a tenant occupied house. Both properties have a total of 33,806 sf (MOL) land with 350ft frontage on State St E. Both properties have an Oldsmar TCCN zoning designation (Town Center Commercial Neighborhood District). A unique and prime redevelopment opportunity across from the proposed Oldsmar Town Center, near by the City Hall, the Chamber of Commerce, the Galleria and the Odeon Town Home Square. Easy access to Tampa, St Pete/ Clearwater Int'l airports, shopping, food, hospitals, hotels and beaches. Sellers are very motivated and open for all combined or separate listing offers.

200 E State Street E, Oldsmar