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116 Brent Circle, Oldsmar
$405,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
Welcome to Seaside Estates! This is a 3 bedroom, 3 bathroom townhome on the canal with your own private dock. If you’ve been looking for a place to keep your jet ski or kayak right outside your door, this is it. The entry level gives you direct access to the garage, where sliders on the back open right out to the docks. Load up your gear and be on the water in minutes. The second floor features a large living room that opens onto a balcony overlooking the canal. This level also includes the kitchen, a full bathroom, and a bedroom, a great setup for guests or a home office. Head up to the third floor to find two more bedrooms, each with its own ensuite bathroom. The owner’s suite has a private balcony with views of the canal, the perfect spot for morning coffee or evening sunsets. Laundry is conveniently located on this level, right where you need it. This home is ready for a new owner to make it their own. With some fresh paint, new carpet, and your personal touches, you can build equity and create the waterfront retreat you’ve been dreaming of. Opportunities with private dock access like this don’t come along often. Call today to schedule your showing!

116 Brent Circle, Oldsmar

1558 E Lake Woodlands Parkway, Oldsmar
$739,000
3 Beds ⋅ 2 Baths ⋅ Greenhaven Unit-Four SubDv. ⋅ 34677 Zip Code
Virtually Staged. Discover an updated, move-in ready home with stunning design and finishes that flow beautifully throughout - all set on a desirable corner lot within the gated golf community of East Lake Woodlands. Offering 3 bedrooms, 2 full bathrooms, a 3-car garage and a landscaped, fenced backyard, this inviting home combines comfortable everyday living with a convenient Tampa Bay location. Complemented by abundant natural light, high ceilings, crown molding and an open, welcoming layout, this residence features beautiful hardwood and engineered wood flooring throughout the living areas and bedrooms - so no carpet! The bright living room and dining room combination provides an elegant setting for entertaining with a signature arched window complete with plantation shutters and glass sliders leading to the outdoors. Open to the family room, the updated kitchen provides a seamless space for gatherings and daily living and features stainless steel appliances including double GE convection ovens, induction cooktop, Bosch dishwasher and an expanse of updated cabinetry with convenient pull-outs and Lazy Susan, Cambria quartz countertops, large breakfast bar and pantry storage. Glass sliders and a wood burning fireplace accent the family room and provide an inviting place to relax. With a split floor plan, the primary suite is designed for privacy and pampering, featuring 2 closets with custom built-in cabinetry installed in 2025, glass sliders overlooking the tranquil backyard and a luxurious primary bath with gorgeous tile, large tub and double vanity with granite countertops. The secondary bathroom has been updated with attractive tile finishes and granite countertops as well, providing a polished complement to the home’s interior. Improvements include a Generac home generator with a buried 500-gallon propane tank, a 2023 water heater, 2022 water softener and 2010 tile roof. These updates add practical value and enhance the home’s functionality and peace of mind as well as a location in Zone X, the lower probability flood zone which does not require flood insurance by lenders. Outside, the landscaped corner-lot setting offers a wide driveway for plenty of parking for family and guests, mature trees and a fenced backyard with privacy and room to create a relaxing outdoor retreat. The 3-car garage provides generous parking and additional storage while the home’s layout and surrounding greenery add to its everyday ambiance. East Lake Woodlands offers a gated golf-community setting near top-rated schools, medical facilities, shopping, airports, professional sporting events and the many attractions of the Tampa Bay area. Optional memberships to Ardea Country Club provide access to 2 golf courses, tennis and pickle ball, a fitness center, heated lap pool and free form pool with a poolside café, casual and fine dining and a host of social events and activities.

1558 E Lake Woodlands Parkway, Oldsmar

335 Country Club Drive, Oldsmar
$399,500
4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates SubDv. ⋅ 34677 Zip Code
Welcome home to this beautifully updated four-bedroom, two-bath single-family home offering 1,224 square feet of comfortable living space on a spacious lot in a quiet, family-friendly neighborhood. Thoughtfully renovated with numerous upgrades completed in 2025, this home offers the convenience and peace of mind of newer major systems and finishes. Improvements include a new air-conditioning system, water heater, electrical panel, impact-rated hurricane windows and doors, and all new appliances. Luxury vinyl plank flooring flows throughout the main living areas, complemented by new light fixtures and remote-controlled ceiling fans, creating a fresh and welcoming interior. An added neighborhood benefit is the power lines have been buried underground, contributing to the clean streetscape and eliminating overhead utility lines. Go outside to enjoy the generously sized backyard, newly enclosed with attractive white vinyl fencing, ideal for entertaining, pets, play or simply relaxing outdoors. The property also offers access to an easement leading to a canal, providing water access suitable for a small boat. For those who enjoy Florida's outdoor lifestyle, the community also features a neighborhood park and two boat launch areas. Centrally near Mease Morton Plant Hospital, shopping, restaurants and everyday conveniences, this home combines an established neighborhood. Seller will consider a $3,000 concession for the Buyer.

335 Country Club Drive, Oldsmar

4798 Augusta Avenue, Oldsmar
$560,000
4 Beds ⋅ 3 Baths ⋅ Worthington SubDv. ⋅ 34677 Zip Code
Welcome to 4798 Augusta Ave, located within the desirable East Lake Woodlands community! Enjoy the peace and tranquility of a quiet, serene street where local wildlife sightings add to the charm of the neighborhood. Convenient resident entry provides quick access in and out of the community, making everyday travel a breeze. Inside, luxury vinyl plank flooring installed in 2023 offers a fresh, cohesive look throughout the home. The functioning fireplace adds warmth and character, while the whole-house water softener provides an added layer of everyday comfort. Major updates include a 2015 roof, 2019 A/C, impact-rated sliding glass doors installed in 2021, a rescreened lanai in 2021, and exterior paint completed in 2019 and interior painted in 2024. The home has never flooded. The community also features Ardea Country Club, where members can enjoy access to two 18-hole championship golf courses, a swimming pool, hard and soft tennis courts, pickleball courts, a playground, a gym, and Heron’s Bar and Grille With thoughtful updates, desirable community amenities, and a peaceful setting, this home is ready for its next owner to make it their own!

4798 Augusta Avenue, Oldsmar

127 Nancy Drive Unit 127, Oldsmar
$200,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Move-In Ready, Renovated First-Floor Condo in East Lake Woodlands! Relax & enjoy effortless Florida living w/ the much-coveted combination of a FIRST-FLOOR, MOVE-IN READY, MAINTENANCE-FREE 2-bedroom, 2-bath condo in the desirable gated golf community of East Lake Woodlands! This beautifully updated home has all the bells & whistles, including granite countertops, shaker-style cabinetry, tiled backsplash, LED lighting, tile & luxury laminate flooring throughout, Maytag washer & dryer, & an inlaid travertine-tiled patio floor. You'll like the peace of mind of a newer HVAC System & water heater (both '21). Be "wowed" w/ the peaceful & tranquil conservation & wooded views from the rear of the home! The excellent floorplan provides an open feel w/ abundant natural light & rear sliders leading to your private covered patio w/ additional storage—a perfect spot to relax & enjoy the natural surroundings. The desirable two-way split-bedroom plan offers both privacy & functionality. The spacious primary suite features an impressive three walk-in closets—one large & two additional closets—along w/ a private bath suite. Both bedrooms feature luxury laminate flooring w/ NO CARPET. Ground-floor living makes everyday access easy, & covered parking adds another level of convenience. Even better, the community swimming pool & clubhouse are located directly across the street, making it easy to enjoy the Florida lifestyle just steps from home. This Condo is NOT in a flood zone (Zone X). For those seeking additional resort & country club amenities, Ardea Country Club offers optional private memberships for addl. fees, incl. access to two 18-hole championship golf courses, tennis & pickleball, fitness center & classes, heated lap & free-form pools, dining, & social events. Membership is separate from the community. East Lake Woodlands offers a premier Oldsmar location convenient to shopping, restaurants, parks, medical facilities, A-rated schools, Tampa International Airport, award-winning Gulf beaches, & the many professional sporting events, concerts & entertainment destinations throughout the Tampa Bay area. Whether you're looking for a full-time residence, seasonal Florida retreat, or investment opportunity, this renovated first-floor condo combines comfort, convenience, peaceful, wooded views & the gated-community lifestyle that makes East Lake Woodlands such a desirable place to call home!

127 Nancy Drive Unit 127, Oldsmar

950 Waverly Street, Oldsmar
$694,000
3 Beds ⋅ 2 Baths ⋅ Country Club Add To Oldsmar Rev SubDv. ⋅ 34677 Zip Code
LOOKS LIKE IT CAME STRAIGHT OFF HGTV! Welcome to this GORGEOUS, COMPLETELY REMODELED POOL HOME situated on an incredible 1.01-ACRE LOT in Oldsmar! Offering 3 bedrooms, 2 baths and over 2,000 SQ FT of beautifully updated living space, this stunning home has been transformed from top to bottom with stylish finishes, thoughtful upgrades and major improvements already completed. From the moment you step inside, you’ll love the fresh, modern feel. The beautifully remodeled kitchen features NEW SOLID WOOD CABINETRY, NEW QUARTZ COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES, INCLUDING AN OVEN WITH AIR FRY SETTING, and plenty of space for cooking and entertaining. NEW LUXURY VINYL PLANK AND TILE FLOORING flows throughout the home, complemented by NEW LIGHTING, NEW PLUMBING FIXTURES AND FRESH INTERIOR PAINT. The spacious split-bedroom floor plan offers multiple living areas, including a family room, great room and separate formal dining room, while the impressive STONE WOOD-BURNING FIREPLACE adds warmth and character. Retreat to the private primary suite featuring a spacious walk-in closet and a STUNNING SPA-LIKE BATHROOM, beautifully remodeled to create a relaxing, luxurious escape. And the updates don’t stop with the beautiful interior! This home also features a NEW ROOF, NEW GUTTERS, NEW ELECTRICAL PANEL, TWO NEW HVAC SYSTEMS AND FRESH EXTERIOR PAINT, giving you the benefit of extensive improvements both inside and out. Step outside and discover your own PRIVATE FLORIDA OASIS! The REFINISHED IN-GROUND POOL overlooks the expansive property surrounded by mature trees, creating an incredible setting for entertaining, relaxing or simply enjoying the outdoors. Enjoy easy access to BEACHES, AIRPORTS, SHOPPING, DINING, PARKS, RECREATION and everything the Tampa Bay area has to offer. THIS IS THE ONE YOU'VE BEEN WAITING FOR—SCHEDULE YOUR PRIVATE SHOWING TODAY!

950 Waverly Street, Oldsmar

225 Tarpon Lane, Oldsmar
$165,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome home to your cozy, yet spacious retreat nestled on a corner lot across the side street from a peaceful wooded area in the heart of Oldsmar, Florida! This beautiful 2-bedroom, 2-bathroom, move-in ready home features a relaxed coastal vibe, updated combination fan/lights throughout, built-in cabinets in the kitchen seating area, walk-in closets in both bedrooms and an open-concept layout. The spacious living room and dining area provide the perfect setting for entertaining guests or simply relaxing in comfort. The spacious primary suite offers a walk-in closet and a private en-suite bathroom, complete with a separate walk-in shower and toilet area for added privacy. Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers resort-style amenities including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities.Enjoy the rare benefit of owning the land with a low monthly HOA fee of just $70 and one pet of any size is welcomed. Two boat and RV storage areas are also available for a low monthly rental fee. You’ll love the unbeatable location—less than a mile from Woodlands Square and just minutes to everyday conveniences. Honeymoon Island Beach is approximately 9 miles away, Mease Countryside Hospital among other health facilities are approximately 2 miles away, St.Pete/Clearwater Int'l Airport is a quick 11-miles away and Tampa Int'l Airport is only a 15-mile drive.An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, the perfect spot to enjoy Florida’s outdoor lifestyle.Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply soaking in the tranquil pond views, you’ll fall in love with the welcoming charm and vibrant lifestyle of Gull-Aire Village.Schedule your private tour today, Seller is motivated! (Room dimensions are approximate and should be verified by Buyer.)

225 Tarpon Lane, Oldsmar

212 Arbor Woods Circle, Oldsmar
$569,900
3 Beds ⋅ 3 Baths ⋅ Bay Arbor Unit 1a SubDv. ⋅ 34677 Zip Code
WELCOME HOME TO BAY ARBOR! This stunning 3-bedroom, 2.5-bathroom pool home offers the perfect combination of style, privacy, space, and location in one of Oldsmar’s most desirable gated communities. Situated on a peaceful, wooded lot with NO REAR NEIGHBORS, this move-in-ready home delivers the private backyard retreat buyers dream about while still being just minutes from everything Oldsmar has to offer! From the moment you arrive, the impressive curb appeal sets the tone with lush landscaping, a pavered driveway, and a beautiful paver walkway leading to the front door. Step inside and immediately appreciate the soaring two-story ceilings, abundant natural light, and spacious open layout. The Great Room, Dining Room, and Kitchen flow seamlessly together, creating an inviting space that is equally perfect for everyday living or entertaining. The beautifully remodeled kitchen (2022) is the heart of the home and features quartz countertops, stainless steel appliances, decorative backsplash, abundant cabinetry, generous counter space, and a charming eat-in area. Just beyond the kitchen, the formal dining area provides the perfect setting for family dinners and special gatherings. The highly desirable FIRST-FLOOR PRIMARY SUITE offers exceptional privacy and convenience, complete with a spacious walk-in closet and a fully remodeled ensuite bathroom (2022). The spa-like bath features dual vanities, a garden tub, and an oversized step-in shower with stunning decorative tile, five shower sprayers, and a built-in Bluetooth speaker. Upstairs, you'll find two additional bedrooms and a guest bathroom. Need a home office, playroom, or flex space? The possibilities are endless. And then there's the BACKYARD OASIS! Step through the converted porch area, an ideal spot for a small home office, reading nook, or relaxation space—and head outside to your private resort-style retreat. The expansive pavered pool deck, PebbleTec saltwater pool, and spillover spa create an incredible outdoor living experience. With brand-new pool equipment (2024) and Pentair automation with Touch system, enjoying your pool has never been easier. The screened-in patio provides the perfect setting for morning coffee, weekend barbecues, or relaxing evenings while overlooking the tranquil wooded backdrop. The upgrades continue throughout the home, including a NEW ROOF (2019), interior and exterior paint (2021), new garage doors and opener (2023), and epoxy-coated garage floors (2024). Located within the gated Bay Arbor community, this home offers an unbeatable Oldsmar lifestyle with easy access to highly regarded schools, shopping, restaurants, parks, trails, and RE Olds Park. Enjoy the best of peaceful suburban living without sacrificing convenience, with Tampa, Clearwater, and the Gulf beaches all within easy reach. Homes offering this combination of a first-floor primary suite, remodeled interiors, private wooded setting, and resort-style pool are hard to find. Don't miss your opportunity to make Bay Arbor your new neighborhood! Schedule your private showing today!

212 Arbor Woods Circle, Oldsmar

353 Bay Arbor Boulevard, Oldsmar
$550,000
3 Beds ⋅ 2 Baths ⋅ Bay Arbor SubDv. ⋅ 34677 Zip Code
MOVE-IN READY in the gated Bay Arbor community of Oldsmar! This beautifully updated 3-bedroom, 2-bath home is ready for its new owners. Major improvements have already been taken care of, including a brand-new roof, screened patio and fresh interior and exterior paint, allowing you to move in and enjoy from day one. The desirable split-bedroom floor plan offers privacy and an easy flow for everyday living. The open kitchen and family room combination creates a welcoming central gathering space, while the spacious primary suite offers a separate office or sitting area, providing the flexibility for a home office, reading room, or private retreat. The primary bath features dual vanities, a separate shower, and a relaxing Jacuzzi tub. Step outside to the screened-in patio and enjoy peaceful conservation views in a private backyard setting. With no rear neighbors, this is a wonderful place to unwind while enjoying the Florida outdoors. Additional features include an inside laundry room with washer and dryer included, a two-car garage, and plenty of storage. Located within the gated Bay Arbor community, residents enjoy access to a community pool and playground along with beautifully maintained neighborhood grounds. The Oldsmar location offers convenient access to shopping, restaurants, parks, recreation, Tampa International Airport, and major roadways, with easy access to both Pinellas and Hillsborough County. A well-maintained home, a desirable gated community, a peaceful conservation setting, and the big-ticket updates already completed—this one is truly ready for its next chapter.

353 Bay Arbor Boulevard, Oldsmar

35 Greenhaven Trail, Oldsmar
$1,085,000
4 Beds ⋅ 3 Baths ⋅ Greenhaven Unit Two SubDv. ⋅ 34677 Zip Code
Brand new FENCE installed. Seller offering some concessions toward closing expenses. Homes of this caliber rarely become available in the highly sought-after gated community of East Lake Woods. Completely remodeled and set on over a quarter acre, this residence offers an extraordinary blend of luxury, comfort, and thoughtful functionality. Featuring over 3,000 sq ft., single story, 4 beds, 3 full bathrooms, 3 car garage, a large POOL, hot tub & serene pond views- making this a rarity in the Cul-de-sac. From the moment you arrive, the home makes a striking impression with its expansive driveway, and commanding curb appeal. Approaching the grand double-door entrance you will see soaring 12-foot ceilings immediately as they establish the sense of scale and elegance that defines the interior. Upon entry, your gaze is drawn straight to the sparkling pool and tranquil pond beyond—an unforgettable first impression. Freshly painted inside and out, the home showcases new luxury waterproof vinyl plank flooring throughout, creating a seamless and modern aesthetic. Designed for both everyday living and elevated entertaining, the desirable three-way split floor plan ensures privacy for family and guests alike. The spacious primary suite is a true sanctuary, featuring high ceilings, plantation shutters, and a spa-inspired ensuite. Indulge in the freestanding soaking tub or the oversized walk-in shower with a rainfall showerhead and body jets. Dual vanities, a dedicated makeup station, and an illuminated LED mirror complete this luxurious retreat. At the heart of the home is a breathtaking open-concept kitchen and a family room. The fully remodeled kitchen boasts brand-new solid wood soft-close cabinetry, hand selected Taj Mahal quartz countertops, a cooktop with pot filler, new stainless-steel appliances, and an exceptional workspace for the home chef. A bright breakfast nook overlooks the pool, while the separate butler’s pantry offers the perfect space for a coffee bar, beverage station, or additional storage. Entertaining is effortless with the beautifully redesigned wet bar, featuring rich dark cabinetry, ambient lighting, a sink, and a built-in wine refrigerator. The family room layout provides space to host all gatherings. A beautifully renovated guest bathroom off the kitchen showcases designer tile, a modern vanity, and an LED mirror. Toward the rear of the home, two additional spacious bedrooms are accompanied by another fully remodeled bathroom with dual sinks, LED mirrors, and convenient pool access. Step outside to your private backyard oasis. The oversized screened lanai surrounds and offers an ideal setting for year-round Florida living. The impressive outdoor kitchen features stunning brown fantasy granite countertops, a new built-in grill, and a beverage refrigerator. The finishing touch: your very own private putting green—perfect for practicing, entertaining guests, or simply enjoying the peaceful views. Every detail of this remarkable home has been meticulously updated, creating a truly move-in-ready opportunity in one of the area’s most desirable gated communities. Residents also have the option to join the on-site Ardea Country Club, with memberships offering access to championship golf, tennis, pickleball, a resort-style lap pool, a state-of-the-art fitness center, and dining. All of this is ideally located near top-rated schools, Tampa Int Airport, award-winning Gulf beaches and more. Secure your private showing today!

35 Greenhaven Trail, Oldsmar

603 Canal Way, Oldsmar
$469,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome Home! Your beautifully updated move-in-ready Florida block/stucco retreat with a warm, contemporary style awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home with a den, (possible 3rd bedroom), 1,972 heated sq. ft. and 2,588 gross sq. ft. of space, 2-car garage home is situated on a beautifully landscaped lot, offering privacy, flexibility and plenty of space to enjoy the Florida lifestyle. The open and inviting floor plan features high ceilings and newer, high quality laminate flooring throughout the living room, dining area, foyer, bedrooms, den and hallway. Ceramic tile flooring is featured in the kitchen, dinette, Florida room, laundry room and bathrooms. The well-appointed kitchen is designed for both everyday living and entertaining, featuring quartz countertops, stylish cabinetry, an island, stainless steel appliances - including a refrigerator, range, range hood and microwave - dishwasher and a convenient pantry closet. The generous primary suite offers two walk-in closets and a private en-suite bathroom with a double sink vanity, walk-in shower and linen closet. The spacious Florida room overlooks the beautifully landscaped private backyard and can be accessed from the dinette area, living room or the primary bedroom. Plantation shutters throughout the dinette area and on the primary bedroom sliding glass door provides privacy. Double-pane windows are featured throughout the main living areas of the home, providing enhanced energy efficiency, comfort and natural light. The covered screened-in porch features sleek aluminum railings and durable composite deck flooring providing both style and additional space for relaxing or entertaining. More recent upgrades include a roof replacement (2024), newer A/C system (2022), screened-in porch (2022), and water heater (2022). Nestled in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers exceptional resort-style amenities, including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. This home features a low monthly HOA fee of just $70 with one pet of any size permitted. The location is truly unbeatable! You're less than a mile from Woodlands Square, offering Bealls, Marshall’s, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker & Peel, Eve’s Family Restaurant, and more. Everyday conveniences such as Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are just 2 miles away. Honeymoon Island Beach is approximately 9 miles away, and Tampa International Airport is an easy 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, providing the perfect setting to enjoy Florida’s outdoor beauty. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply enjoying the peaceful surroundings, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village. (Room dimensions are approximate and should be verified by Buyer.)

603 Canal Way, Oldsmar

279 Countryside Key Boulevard, Oldsmar
$275,000
2 Beds ⋅ 2 Baths ⋅ Countryside Key SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome home to this beautiful END UNIT & FULLY UPDATED 2BR/1.5BA townhome in the gated Countryside Key community, offering the rare benefit of an extra-large side yard for addl. outdoor space & privacy. Even better, assoc. fees INCLUDE water, trash, cable & internet! With extensive improvements, an enclosed patio, reserved parking directly in front, & an outstanding Pinellas County location (NON-FLOOD ZONE), this home is truly move-in ready. Step inside to an inviting open first floor designed for comfortable everyday living & entertaining. The kitchen features quartz countertops, custom cabinetry installed in '22, including larger cabinets providing excellent storage. The owners thoughtfully removed the upper cabinetry around the sink & counter area, creating a more open feel and better connection between the kitchen & adjoining living space. Updated appliances, lighting & ceiling fans complement the space, while no popcorn ceilings on either the first or second floor give the home a clean, updated look. Fresh interior paint was completed in August '26. Just beyond the main living area, the enclosed patio creates additional flexible space to relax, entertain, work from home, or just enjoy throughout the year. As an end unit, this home also possesses an extra-large side yard, providing additional outdoor space & separation rarely found with townhome living. Upstairs, the spacious primary suite features large dual closets, built-in bookshelves (providing both character & functional storage), while the generous windows bring an abundance of natural light into the space. Relax in the large private upgraded bathroom to complete the suite! The home has also benefited from an impressive list of improvements. HVAC, water heater & appliances were replaced in '22, along with new attic insulation in '22, washer & dryer in '24, & new light fixtures & ceiling fans. A new impact-rated rear door window was added in '22 for enhanced security, & exterior doorknobs, deadbolts & keys were also replaced. More recently, the home received new exterior paint in '26 & new interior paint in '26. Enjoy the everyday convenience of reserved parking directly in front of the unit's door, along with ample guest parking throughout the gated community & specifically near this unit! Countryside Key also offers a community pool overlooking the pond, tennis courts, & a designated storage area for camper vehicles, boats, trailers, &/or commercial vehicles (subject to association requirements - see HOA). This INCREDIBLE LOCATION is conveniently positioned near the Hillsborough County line & just minutes from the charm, restaurants, waterfront parks & activities of Safety Harbor. You're also only 8.7 miles from beautiful Honeymoon Island State Park and its Gulf beaches, with convenient access to Tampa International Airport, shopping, dining, entertainment and major roadways connecting you throughout the Tampa Bay area (all points). This Countryside Key townhome offers an exceptional combination of privacy, convenience, value & move-in-ready living.

279 Countryside Key Boulevard, Oldsmar

135 Woodlake Wynde Unit 135, Oldsmar
$185,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code
Virtually Staged. Virtually Staged. Welcome Home to this first floor 2 bedroom, 2 bath condo in Woodlake Run in East Lake Woodlands. Large open living/dining area with wood-like flooring and sliders to screened in Lanai. Tranquil wooded views with no rear neighbors. Nice open Kitchen off of dining area with stainless steel appliances, lots of cabinets and breakfast bar seating. Covered porch off of the kitchen with laundry closet & washer/dryer. Large Primary Bedroom with adjoining bath, step-in shower, 2 closets and a private slider to covered Lanai. 2nd Bedroom with private slider to covered porch and adjacent bath features step-in shower. New windows in 2021 along with new electrical panel box updated in 2021. Great Location, 2 community heated pools, golf course community, Shopping, Restaurants, Movie Theatre, County Parks, Beaches nearby. East Lake Woodlands offers Ardea Country Club with multiple memberships (with additional fees) which can include Clubhouse, golf, additional pools, tennis, fitness center, Clubhouse & restaurant. Listed for rent as well TB8526636.

135 Woodlake Wynde Unit 135, Oldsmar

123 Loblolly Court Unit A, Oldsmar
$119,900
2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv. ⋅ 34677 Zip Code
MOVE-IN READY FIRST-FLOOR, 2-BEDROOM, 2-BATH CONDO with BOTH BATHROOMS COMPLETELY REMODELED IN 2026, a BRAND-NEW WATER HEATER (AUGUST 2026), NEW AC (2021), NEW ELECTRICAL PANEL (2024) and an extensive list of recent improvements! Located in The Gardens of Forest Lakes, this light and bright ground-floor residence offers comfortable, low-maintenance living with no stairs and a peaceful setting surrounded by mature landscaping and expansive green space. Step inside to a freshly painted interior with tile flooring throughout, spacious living and dining areas, and sliding glass doors that open directly to the covered patio and lawn beyond. The kitchen offers abundant cabinetry, generous counter space, a breakfast/pass-through bar and a new microwave installed in May 2026. Both bathrooms have been completely renovated in 2026, including new insulation and drywall. The primary bath showcases a stylish new vanity and beautifully tiled walk-in shower, while the second bath features a new vanity and tub/shower combination. Both bedrooms are generously sized with ample closet space, and an interior laundry area adds everyday convenience. Additional 2026 improvements include new Sherwin-Williams paint throughout the entire condo including walls, ceilings, trim and doors, serviced windows and sliding doors with new locks, screens and sash caps, new closet doors, new window blinds and sliding-door verticals, new ceiling A/C vent covers, new hallway linen closet shelving, and new switch and outlet plate covers. Beyond the condo, enjoy an impressive array of community amenities in a scenic lakefront recreational setting. Forest Lakes offers a large community swimming pool and spa, tennis courts, basketball, racquetball/handball courts, playground, picnic and grilling areas, and a waterfront dock overlooking the lake. Mature trees, tropical landscaping and generous green spaces create an inviting setting throughout the community. With extensive recent improvements already completed, first-floor convenience and outstanding recreational amenities, this Oldsmar condo offers an exceptional opportunity for a primary residence, seasonal getaway, low-maintenance Florida home or great rental income opportunity. Great location close to Beaches, Parks, and Tampa International airport. Schedule your private showing today!

123 Loblolly Court Unit A, Oldsmar

704 Lemonwood Drive, Oldsmar
$229,900
2 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Five SubDv. ⋅ 34677 Zip Code
Investor special with exceptional upside! This concrete block 2-bedroom, 2-bath, 2-car garage home is priced to sell and offers outstanding renovation potential. Situated on a nicely sized lot with beautiful lake views and no rear neighbors, the fully fenced backyard has plenty of room for a pool. The home has an updated electrical panel. The HVAC system was updated in 2019. The roof was last replaced in 2009. The office provides approximately 270 additional square feet beyond the heated living area, offering flexible space for a home office, hobby room, or future expansion. (The second bathroom is located in the garage.) Enjoy a great central location just a short walk to Sheffield Park and Harbor Palms Nature Park, featuring walking trails, a boardwalk, fishing pier, and kayak launch. No HOA and convenient access to Tampa, St. Petersburg, Gulf beaches, shopping, dining, and Tampa International Airport. Cash offers only. Property is being sold As Is with no repairs.

704 Lemonwood Drive, Oldsmar

1745 Oak Pond Court, Oldsmar
$575,000
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

60 St Andrews Place Unit 60, Oldsmar
$299,000
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

2013 Sunset Wind Loop, Oldsmar
$375,000
3 Beds ⋅ 3 Baths ⋅ Bayside Terrace - Pt Rep SubDv. ⋅ 34677 Zip Code
Exceptional value meets effortless living in Bayside Terrace! Discover this beautifully maintained 3-bedroom, 2.5-bath townhome in one of Oldsmar’s desirable gated communities, offering modern comforts, thoughtful upgrades, and a resort-inspired lifestyle just minutes from charming downtown Safety Harbor. Built in 2019, this move-in-ready home welcomes you with a bright, open-concept floor plan designed for easy everyday living and effortless entertaining. The spacious kitchen features generous counter space and an oversized island, seamlessly connecting to the dining and living areas. Upstairs, the inviting primary suite boasts upgraded custom closets, while an additional bedroom features a custom Murphy bed, offering the flexibility of a guest retreat, home office, or both. Thoughtful upgrades throughout include luxury vinyl flooring, a whole-home water filtration and anti-scale system, and a 1-car garage equipped with an EV charger. Unwind on your peaceful patio surrounded by greenery, or spend your afternoons enjoying the community's resort-style pool overlooking the waters of Safety Harbor. Ideally situated with convenient guest parking nearby and easy access to Tampa, Clearwater, St. Petersburg, waterfront parks, shopping, and dining, Bayside Terrace offers the perfect balance of tranquility and connectivity. **Offered at $375,000, this is an opportunity to enjoy the Florida lifestyle with modern conveniences and low-maintenance living. Schedule your private showing and experience Bayside Terrace for yourself!**

2013 Sunset Wind Loop, Oldsmar

3858 Shore Boulevard, Oldsmar
$949,900
3 Beds ⋅ 2 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Welcome to this unique elevated waterfront 3 bedroom, 2 bathroom, oversized 2 car garage home located at 3858 Shore Boulevard that offers close to 1,600 square feet of living space and has an additional 600+ square foot amenity room situated in the laid back town of Oldsmar, Florida. This serene waterfront property offers the perfect balance of peaceful living and convenient access to local attractions and is nestled between Tampa and Clearwater. 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. The main living quarters are elevated to stay secure and dry even in severe weather, while expansive windows frame views of dolphins, manatees and unique local birds. Enjoy the outdoors from a variety of living areas such as decks, patios and screened-in porches, or cast a line from your own floating dock and set out from your private boat ramp; the canal can handle bigger boats and provides direct access to all of Tampa Bay and the St. Petersburg shoreline just beyond your property. A paved driveway provides generous parking and leaves ample room for extra recreational vehicles like boats and RVs and there is plenty of room for a pool. Downstairs there is an extra-large garage for two cars alongside a spacious 600+ square foot amenity room, which features a separate private entry and is equipped with a bathroom, sink and refrigerator. Set on a quiet cul-de-sac that ensures outstanding seclusion, this home occupies a spacious lot of almost a third of an acre within a highly acclaimed school zone. It is just 20 to 30 minutes away from downtown Tampa, Clearwater and the finest beaches on the Gulf Coast. Within walking distance is the delightful R.E. Olds Park, known for its regular monthly festivals and community gatherings. Downtown Safety Harbor, with its restaurants and entertainment options, can be reached by bicycle or by boat, and both the stunning Phillippe Park and Mobbly Beach Park are under three miles away, also conveniently accessible by bike or water. The city of Oldsmar itself stands out for several reasons: it operates its own reverse osmosis water plant, it is the location of the Tampa Bay Skating Academy ice rink, and it has the highest concentration of parks per square mile in Florida, with approximately 40 percent of its area preserved as parks and nature reserves. Those who love the outdoors will appreciate the ten-mile Oldsmar Trail, which passes through eight of the city's ten parks and provides countless chances for recreation and discovering nature. Do not miss your chance to live the Florida lifestyle you have always wanted — book your private showing of this exceptional property today!

3858 Shore Boulevard, Oldsmar

108 Brent Circle, Oldsmar
$374,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
Welcome to coastal lifestyle living in one of Oldsmar’s most desirable gated waterfront communities called Seaside Estates. This beautifully maintained home offers the perfect blend of comfort, convenience, and outdoor living just minutes from Tampa Bay. Step inside to an open-concept floor plan filled with natural light, high ceilings, and spacious living areas designed for both everyday living and entertaining. Sliding glass doors create a seamless connection between indoor and outdoor spaces, while the private patio provides the perfect setting for relaxing evenings. The home features a spacious primary suite with ensuite bath, additional guest accommodations, and a flexible office or study space ideal for remote work or hobbies. The open kitchen flows naturally into the main living area, creating an inviting atmosphere for gatherings. Additional highlights include walk-in closets, a cozy fireplace, and an oversized tandem garage offering plenty of storage. Recent improvements include a new A/C system 2022 and water heater installed 2025, with roof updates completed in 2017, offering peace of mind for future homeowners. Residents enjoy exceptional community amenities including scenic waterfront boardwalks, fishing pier, kayak and small-boat access, and peaceful water views where dolphins and manatees are frequently seen. Walking trails, parks, playgrounds, and picnic areas create a relaxing park-like setting within the neighborhood. Conveniently located near Tampa International Airport, downtown Tampa, Ybor City, shopping, dining, and Gulf beaches, this home offers the perfect balance of tranquility and accessibility. Experience the best of Florida coastal living in Oldsmar.

108 Brent Circle, Oldsmar

600 S Woodlands Drive, Oldsmar
$379,900
3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Virtually Staged. This beautifully updated 3-bedroom, 2-bath attached villa style home is nestled in the highly sought-after Eastlake Woodlands community, offering serene preserve views in the front from your private fenced in patio and peaceful wooded and golf course views in the back. The home features a carport with a storage closet and a thoughtfully designed split-bedroom floor plan. Recent upgrades include all-new impact windows (2023), Roof (2020) a new air conditioner (2022), new washer & dryer (2022), remodeled entryway and bathrooms (2023), new blinds (2022), and remote-controlled ceiling fans throughout (2022). The living and dining areas showcase elegant crown molding, while the updated 150-amp electrical panel ensures modern efficiency. The kitchen boasts wood cabinetry, granite countertops, a glass mosaic backsplash, and stainless steel appliances. Laminate flooring extends throughout the home, with ceramic tile in the wet areas for added durability. The spacious primary suite offers a walk-in closet, access to the bonus room, and a luxurious bath with dual sinks, wood cabinetry, granite counters, and a step-in glass shower. The third bedroom also features a walk-in closet, built-in storage, and a slider to the bonus room, while the secondary bath includes a newer tile surround for the tub/shower and a stylish vanity with a granite countertop. Dont forget the huge, expansive bonus room that adds incredible flexibility for a family room, office, or hobby space. Perfectly blending comfort and style, this home delivers move-in-ready elegance in a premier location.

600 S Woodlands Drive, Oldsmar

50 Willowood Lane, Oldsmar
$1,499,900
6 Beds ⋅ 5 Baths ⋅ Deerpath Unit One SubDv. ⋅ 34677 Zip Code
Tucked away on a quiet cul-de-sac inside the gated East Lake Woodlands community, this 4,475-square-foot home offers something that's becoming increasingly difficult to find in Tampa Bay: **property and privacy.** Situated on 1.4 wooded acres with no rear neighbors, you'll enjoy peaceful conservation views from nearly every room, along with a 2,000-square-foot screened pool and outdoor entertaining area designed for everything from quiet mornings with coffee to weekend gatherings with family and friends. Yet you're never far from the conveniences of everyday life. Boot Ranch shopping, including Publix, Target, and Walmart Neighborhood Market, is just 7 minutes away. East Lake Middle and High School are within 12 minutes, and restaurants, shopping, and entertainment are all close by. Inside, the home offers an incredibly flexible floor plan with room for just about every lifestyle. The main level features the primary suite, a dedicated office (or fifth bedroom), formal dining room, second bedroom with a full bath, spacious laundry room, family room, game room, and a private in-law suite with its own entrance—ideal for multigenerational living, long-term guests, or a home business. Recently painted throughout, the main living areas showcase beautiful Turkish herringbone tile flooring, soaring ceilings reaching nearly 25 feet, and abundant natural light with tranquil views of the conservation beyond. At the center of the home is a kitchen designed for gathering. Granite countertops, stainless steel appliances, custom cabinetry, a prep sink and island, breakfast bar, pantry, and built-in desk provide exceptional functionality, while the oversized breakfast area comfortably accommodates an eight-person table. The kitchen flows seamlessly into the family room, where a wood-burning fireplace and wet bar create the perfect setting for entertaining. Upstairs, you'll find two generously sized bedrooms connected by a Jack-and-Jill bath, along with an oversized loft overlooking the family room below. Whether you envision a media room, game room, home gym, or second family room, the possibilities are endless. Additional walk-in storage provides plenty of space to stay organized. Residents enjoy the security of East Lake Woodlands' 24-hour manned gate, along with the added privacy of the gated Deerpath enclave. Optional membership to East Lake Woodlands Country Club offers golf, tennis, fitness, dining, and social amenities just minutes from your front door. Homes offering this much space, privacy, flexibility, and location rarely become available. Schedule your private tour and experience it for yourself.

50 Willowood Lane, Oldsmar

117 E Cypress Court Unit 117, Oldsmar
$185,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
**COME ON IN - MAKE YOURSELF AT HOME ** THE PRICE IS RIGHT!! ** Motivated Seller ** This 2 Bed 2 Bath GROUND FLOOR unit has been totally REMODELLED to an exceptionally high standard!! New Floors, New Bathrooms, New Windows, MOVE IN READY!! And what's more?? NOT OVERLOOKED at the rear!!! Enjoy your morning coffee or evening drink on the front enclosed patio or watch the wildlife from the rear patio .. you have a choice!! Within easy walking distance to the pool for relaxation and social. East Lake Woodlands is a fantastic golfing community and is not 5 minutes away from the Boot Ranch range of supermarkets, stores, banks, eateries and more!! THIS CAN BE ALL YOURS!! ** All Information Is Deemed Accurate - Buyer To Verify **

117 E Cypress Court Unit 117, Oldsmar

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