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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

1723 Captiva Drive, Oldsmar
$799,000
4 Beds ⋅ 3 Baths ⋅ Cross Pointe SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome to an exceptional 2,736-square-foot luxury home nestled within Cross Pointe, a gated community inside the prestigious guard gated golf community of East Lake Woodlands . Offering 4 bedrooms, 3 baths, a spacious 2-car garage,with workbench area. and bonus space. This beautifully appointed residence blends elegant finishes, thoughtful design, and exceptional outdoor living. Pool access & views from almost every room. Desirable split-bedroom floor plan features soaring ceilings and travertine flooring complemented by engineered hardwood & tile floors. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring Bosch and Frigidaire appliances, (Range has induction cooktop & convection/air fry oven) quartz tops, crisp white cabinetry, and a striking navy island. Breakfast area overlooking pool. The family room offers a warm wood-burning fireplace (updated 2020) and a sophisticated navy wine bar, creating an inviting gathering space. Spacious primary suite includes a comfortable sitting area and sliders that open directly to the screened porch, offering beautiful views of the private pool and backyard . Walk-in closet with organizers. Primary bath has soaking tub, large marble shower, private water closet & dual sink vanities. 3 guest bedrooms, with one having an ensuite bath also providing convenient access to the pool area—perfect for effortless poolside living. Bonus/Flex room with its own A/C (2026) is perfect for an office, hobby room, studio, gym, etc. Outdoor living is truly exceptional. The screened rear porch features paver flooring and overlooks the Saltwater PebbleTec pool , complete with Caribbean blue tile, a charming, soothing waterfall and gazebo. Pool pump & new salt system (2025). An expanded paver patio (2025) extends into the private backyard, providing ample space for entertaining, relaxing, and enjoying the peaceful surroundings. Many updates include tile roof (2019), HVAC (2017), Water Heater (9/2026), Paver patio (2022), Kitchen updated (2020) with professional kitchen cabinet refinishing (2026), Bosch refrigerator (2025), Frigidaire appliances (2026). All ceiling fans updated (2024 & 2025). Newly textured ceilings (2022), modern lighting. With its luxurious finishes, spacious layout, updated kitchen, resort-style pool, and prime location within two prestigious gated communities, this home offers an exceptional Florida lifestyle with privacy, comfort, and elegance at every turn. Centrally located to Tampa International and St . Pete/Clearwater Airport, award winning beaches, boating and fishing, professional sporting events, historic Dunedin and Safety Harbor, Pinellas and Duke Energy Bike Trails, restaurants, shopping, and hospitals. East Lake Woodlands is a golf community with an optional membership available to the nationally renowned ELW Country Club, featuring outstanding amenities including two championship golf courses, sixteen tennis courts, pickleball, fully-equipped fitness center, lap & freeform pools, splash pad, dining, full social calendar/club, and is also part of ClubCorp/Invited with reciprocal rights to 300+ clubs. Low HOA and NO flood insurance required. A fantastic value! Call today for your private tour!

1723 Captiva Drive, Oldsmar

508 Washington Avenue, Oldsmar
$465,000
4 Beds ⋅ 2 Baths ⋅ Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code
EXCEPTIONAL VALUE IN DOWNTOWN OLDSMAR!!!! Pristine Updated 4-Bedroom home in the Heart of Oldsmar. Discover the exceptional value in this 4-bedroom, 2-bath home, thoughtfully updated with quality finishes and modern features throughout. Located in downtown Oldsmar, this move-in-ready home combines stylish updates, comfortable living spaces, and an outstanding location in downtown Oldsmar. From the moment you arrive, the inviting front porch and beautifully refreshed landscaping create a warm first impression. The exterior features durable HARDIE BOARD SIDING accented by fixed-mount shutters, while NEW sod and landscaping enhance the front yard. Inside, you'll find an impressive list of recent updates, including NEW solid wood kitchen cabinets, NEW stainless steel appliances, NEW fixtures, NEW luxury laminate flooring, NEW lighted ceiling fans, and lighting throughout. The kitchen is finished with stunning NEW quartz countertops that overlook the dining and living areas, creating an open and inviting space for everyday living and entertaining. A convenient coffee bar adds both style and function to the dining area. The AC and condenser were totally overhauled (2020) and updated. Vaulted and tray ceilings enhance the spacious feel of the home. The flexible front bedroom offers an ideal space for a HOME OFFICE or sitting room. Bedroom 3 enjoys PRIVACY IN ITS' OWN HALLWAY and features an adjoining bathroom and walk-in closet. Bedroom 4 is generously sized, bright, and airy. The SPACIOUS PRIMARY SUITE provides abundant natural light and a vaulted ceiling. The primary bathroom includes a roomy linen closet and walk-in closet, offering excellent storage and convenience. The garage features extra-high ceilings, providing valuable POTENTIAL FOR OVERHEAD STORAGE and maximizing usable space. Beyond the home, enjoy everything that makes Oldsmar such a DESIRABLE PLACE TO LIVE. You'll be minutes from beautiful parks, playgrounds, biking and walking trails, schools, restaurants, historical museum, ZIP-line adventures, and more. Downtown Oldsmar offers a unique golf-cart-friendly community atmosphere along with an impressive array of recreation and entertainment. Residents enjoy access to a world-class BMX racing facility, approximately 10 miles of bike paths, movie theater, ice skating rink, fishing pier, eleven beautiful parks, waterfront event areas and stages, a boat ramp, athletic facilities, numerous restaurants, and highly regarded schools, including Oldsmar Elementary's K–8 campus. With almost half of Oldsmar's land area dedicated to green space and parks, this home offers more than beautiful updates—it offers an exceptional lifestyle. Quality updates, thoughtful design, abundant storage, and a convenient Oldsmar location make this a home that delivers outstanding value

508 Washington Avenue, Oldsmar

1916 Hudson Court, Oldsmar
$340,000
3 Beds ⋅ 2 Baths ⋅ Bayside Meadows-Phase I SubDv. ⋅ 34677 Zip Code
Welcome home to this charming 3-bedroom, 2-bathroom home with a 2-car garage, ideally located in the desirable Bayside Meadows community with NO HOA or CDD fees. From the moment you step inside, you'll appreciate the open layout featuring a spacious living room that flows seamlessly into the dining area, creating the perfect space for both everyday living and entertaining. Just beyond the dining room is the well-appointed kitchen, complete with beautiful granite countertops, ample cabinetry, and a full appliance package, making meal preparation both convenient and enjoyable. Sliding glass doors lead to the backyard, offering plenty of space for outdoor entertaining, gardening, pets, or simply relaxing. The yard is partially fenced, providing added privacy while still allowing room to personalize the outdoor space. The two secondary bedrooms are generously sized and share a full bathroom with a tub/shower combination. The spacious primary suite serves as a peaceful retreat and features a private en-suite bathroom. Living in Oldsmar means enjoying an exceptional Florida lifestyle with nearby attractions including Tampa Bay Downs, the Oldsmar Ice Sports Complex, Sheffield Park, the Oldsmar BMX Supercross Track, Mobbly Bayou Beach Park, and the scenic Mobbly Bayou Wilderness Preserve. You'll also appreciate the home's convenient location near shopping, dining, entertainment, medical facilities, and major roadways, making commuting to Tampa, Clearwater, and the surrounding areas a breeze. Don't miss your opportunity to make this wonderful home your own. Schedule your private showing today!

1916 Hudson Court, Oldsmar

205 Martha Lane Unit 205, Oldsmar
$179,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Welcome to this beautiful 2-bedroom, 2-bathroom ground-floor condo in the highly sought-after East Lake Woodlands community. Built in 1979 with durable masonry construction and a slab foundation, this charming residence offers the perfect blend of comfort, character, and convenience. Enjoy peaceful pond views from the rear of the home while being surrounded by the outstanding amenities this master-planned community has to offer, including golf courses, nature trails, swimming pools, and a clubhouse. Ideally located between Hillsborough and Pinellas Counties, you'll have easy access to an incredible selection of shopping, dining, entertainment, and Gulf Coast attractions. Inside, timeless elegance shines through with beautiful oak flooring, a cozy wood-burning fireplace, and a convenient pass-through from the kitchen to the living area, creating an open and inviting space for everyday living or entertaining. The in-unit utility closet includes a washer and dryer for added convenience, while the generous closet space provides exceptional storage rarely found in condominium living. A covered parking space located directly in front of the unit makes unloading groceries and staying dry during Florida's afternoon showers a breeze. Whether you're looking for a year-round residence, a seasonal retreat, or an investment opportunity, this exceptional condo offers the best of maintenance-free living in one of the area's most desirable gated communities. Come experience the beauty and lifestyle of East Lake Woodlands and make 205 Martha Lane your new home!

205 Martha Lane Unit 205, Oldsmar

158 Brent Circle, Oldsmar
$490,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
Endless sunsets create this picture-perfect location in Seaside Estates. Resting on the banks of Old Tampa Bay, where everyday living feels like a vacation. This townhome has 3 bedrooms, 3 bathrooms, and 1,834 square feet of thoughtfully designed living space. The main living level, high ceilings, skylights, and oversized windows frame breathtaking open-water views and unforgettable sunsets. A spacious bedroom with a full bath is also located on this level, ideal for guests or flexible living. The top floor is home to the owner’s retreat, complete with a private balcony, double walk-in closets, a garden tub, separate shower, and dual vanities. An additional bedroom with a full bath and a conveniently located laundry area complete the upper level. The first level features a tandem 3 car garage offering enough space to store your water toys and vehicles. There is newly installed epoxy flooring, extra storage under the stairs, and a covered patio perfect for a grill. A deeded boat slip with a new 7000lb. electric lift is right outside the unit. Just steps from the pool, spa, and tennis courts, this community invites an active waterfront lifestyle. Launch a kayak into nearby mangroves, stroll the expansive boardwalk while watching dolphins and manatees, or enjoy the heated pool, playground, picnic areas, and harbor views. With minimal pet restrictions and HOA fees that include roof, exterior paint, water, sewer, exterior insurance, trash and amenities, living here is truly effortless. Located in the heart of Oldsmar, you’re just steps from R.E. Olds Park, a 15-acre waterfront park offering sweeping views of Tampa Bay. From seasonal festivals and community events to a 400-foot fishing pier and playground, this vibrant park is truly an extension of your neighborhood. With Pinellas beaches, Tampa International Airport, and downtown Tampa all nearby, you’ll enjoy easy access to everything the Tampa Bay area has to offer.

158 Brent Circle, Oldsmar

222 Caryl Way, Oldsmar
$199,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Price Improvement from motivated Seller! Welcome home to this beautifully updated second-floor condo located in the highly sought-after, gated community of East Lake Woodlands with picturesque golf course views. Known for its peaceful surroundings and resort-style living, this community offers both comfort and convenience in an ideal setting. You are greeted by a new storm door before stepping inside to discover a bright and airy interior filled with natural light. This move-in-ready residence has been thoughtfully upgraded with an amazing eat-in kitchen featuring new quartz countertops, a closet pantry, newer appliances (only two - four years old), and Wi-Fi-compatible dishwasher and range—perfect for everyday living and entertaining alike with a convenient pass-through window to the dining area. Fresh interior paint and new LVP and tile flooring flow seamlessly throughout the home, complemented by energy-efficient LED lighting, ceiling fans, and updated bathrooms for a clean, modern, and cohesive design. The home also features upgraded, HOA-approved Stainmaster LVP underlayment for the LVP flooring, providing enhanced comfort and sound reduction. The air conditioning system is equipped with a UV light for improved air purification and indoor air quality. The spacious primary bedroom offers three closets, including two walk-in closets, a separate dressing area, and an updated en-suite bathroom with a walk-in tiled shower and glass door. The guest bedroom features generous wall closets. A brand-new washer and dryer are scheduled to be installed in mid-August and are conveniently located in the hall closet near the guest quarters. Generous storage and ample closet space add to the home's functionality and overall comfort. Enjoy the added privacy of a second-floor location while taking advantage of the exceptional lifestyle within East Lake Woodlands. The community pool and Condo 2 Clubhouse are just across the parking lot! Pets are welcome, and the monthly maintenance fee provides outstanding value and ease of living. If you're ready to explore, the location is fantastic. Nearby, Ardea Country Club offers optional private memberships with two heated swimming pools, two 18-hole championship golf courses, tennis and pickleball courts, a fitness center, clubhouse, restaurants, and a full calendar of social activities. The condo is also conveniently located near Westfield Countryside Mall, shopping, restaurants, entertainment, the beautiful beaches of Honeymoon Island, and numerous parks and walking trails for a relaxed Florida lifestyle. You'll also enjoy easy access to the charming downtown districts of Tarpon Springs, Dunedin, and Safety Harbor for even more dining, shopping, and entertainment.

222 Caryl Way, Oldsmar

208 Clays Trail Unit 208, Oldsmar
$397,000
3 Beds ⋅ 2 Baths ⋅ Heatherwood Unit One Condo SubDv. ⋅ 34677 Zip Code
Under contract-accepting backup offers. 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

102 Shore Drive E, Oldsmar
$424,000
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

80 Summerwinds Lane, Oldsmar
$425,000
3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Pinewinds SubDv. ⋅ 34677 Zip Code
One look and you'll be sold! This beautifully maintained, move-in-ready villa offers the perfect combination of comfort, privacy, and convenience. Featuring three bedrooms, two bathrooms, and an attached two-car garage, this home is sure to check all the boxes. Step inside to a spacious Great Room with soaring cathedral ceilings and a cozy wood-burning fireplace, creating the perfect space for relaxing or entertaining. The home's thoughtful layout and meticulous upkeep make it truly move-in ready. One of this property's most outstanding features is its premium location on one of the most private lots in all of East Lake Woodlands. With no rear neighbors, you'll enjoy exceptional privacy while overlooking a tranquil pond and wooded preserve. Start your mornings with coffee or unwind in the evenings with a glass of wine on the private screened lanai as you take in the peaceful views. Located on a quiet cul-de-sac in the desirable Pinewinds community within the gated East Lake Woodlands neighborhood, this home offers both security and a relaxed lifestyle. Residents enjoy convenient access to shopping, dining, beautiful Gulf beaches, medical facilities, parks, Tampa International Airport, and St. Pete–Clearwater International Airport. The HOA handles exterior maintenance, lawn care, and the community pool, allowing you to enjoy a true low-maintenance, resort-style lifestyle year-round. Whether you're searching for a full-time residence, a seasonal retreat, or a vacation getaway, this exceptional villa is an outstanding opportunity. Priced to sell, this home won't stay on the market for long. Schedule your private showing today before it's gone!

80 Summerwinds Lane, Oldsmar

75 Poole Place, Oldsmar
$276,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Tucked within the gated community of East Lake Woodlands, this beautifully refreshed 2-Bedroom, 2-Bath End unit Villa offers the perfect blend of low-maintenance living and Florida lifestyle appeal. Boasting amazing walk-up curb appeal, this move-in ready home welcomes you in with fresh paint throughout and updated fixtures at every turn. Inside, the thoughtful split floor plan offers privacy and comfort, with a built-in office off the second bedroom—perfect for the work-from-home professional, or anyone who wants a dedicated space for a desk and computer without cluttering up a bedroom. The kitchen has been updated and highlights granite counter tops, a brand-new stainless steel refrigerator and microwave, ready for your everyday living, entertaining, or a 2nd home retreat. The updated primary bathroom adds a fresh, modern touch, while a new water heater, newer roof (2020), and newer HVAC system (approximately 6 years old) offer real peace of mind for years to come. As an end unit, this villa offers extra privacy and added outdoor space—ideal for tossing the ball around when the grandkids come by or hosting guests. Your dedicated spot includes covered parking with additional storage, and there's plenty of room for guest parking nearby. Take a stroll through the beautifully landscaped, gated community, or take advantage of the option to join Ardea Country Club for Social or Golf Membership, featuring two championship 18-hole golf courses, pools, tennis courts, an exercise room, and on-site dining. East Lake Woodlands is considered a bird sanctuary, with sidewalks and paths for walking and biking among nature and wildlife. Conveniently located in the heart of Oldsmar, you're close to John Chestnut Park, Oldsmar Park, and Safety Harbor's Philippe Park, with Caladesi Island State Park and Clearwater Beach just a short drive away. Tampa International and St. Pete/Clearwater Airports make travel easy, and shopping, dining, and entertainment are just minutes away. Don't miss this opportunity to experience low-maintenance Florida living at its finest—schedule your private showing today!

75 Poole Place, Oldsmar

1332 Preservation Way, Oldsmar
$450,000
Preserve The SubDv. ⋅ 34677 Zip Code
An exceptional opportunity to build your dream estate in the beautiful, double-gated golf community of East Lake Woodlands! This rare, buildable homesite is located within The Preserve, an exclusive gated enclave nestled inside the renowned 24-hour guard-gated East Lake Woodlands community—offering an unparalleled level of privacy, security, and exclusivity. Surrounded by magnificent custom estate homes of 5,000+ square feet, this premier homesite provides the ideal setting for your luxury residence. Backing to a protected preserve and bordering the river, this premium lot offers exceptional privacy with no rear neighbors and a tranquil natural backdrop that is becoming increasingly rare. With a minimum building requirement of approximately 3,400 square feet, you'll have the perfect canvas to design and build the custom home you've always envisioned. Residents enjoy the peace of mind that comes with two levels of gated access—first through the 24-hour guard-gated entrance to East Lake Woodlands, and then through the private gates of The Preserve, one of the community's most exclusive estate neighborhoods. This unique setting combines luxury living with enhanced privacy in a beautifully maintained environment known for its mature landscaping, upscale homes, and resort-style atmosphere. Conveniently located near championship golf courses, shopping, dining, top-rated schools, Gulf beaches, and Tampa International Airport, this is a rare opportunity to own one of the few remaining premier homesites in East Lake Woodlands. Bring your own builder and create an extraordinary custom home where luxury, privacy, security, and natural beauty come together.

1332 Preservation Way, 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

85 Kelleys Trail, Oldsmar
$1,100,000
5 Beds ⋅ 3 Baths ⋅ Turtle Creek Unit-One SubDv. ⋅ 34677 Zip Code
Experience exceptional golf course living at Eastlake Woodlands, Premier Turtle Creek Subdivision, where privacy, sophistication, and stunning views of the Ardea Country Club North Course Signature Hole #10 await you in this stylish, previous model home 5-bedroom, 3-bath home with a 3-car garage. Set within a gated community, this former model residence greets you with an impressive marble foyer and sweeping vistas of the greens. Inside, high ceilings, newly painted interiors, and a spacious floor plan cater to both entertaining guests and everyday comfort. The gourmet kitchen is equipped with stainless steel appliances, pristine tile countertops, a roomy pantry, center island, and bar seating that connects seamlessly to the inviting gathering room and breakfast nook. The expansive gathering area showcases dramatic vaulted ceilings, a fireplace, a wet bar, and windows that perfectly frame the peaceful golf course backdrop. Step outdoors to your own tranquil retreat—a large paver lanai featuring a pool, spa, and panoramic screened enclosure—ideal for relaxation or hosting friends. The elegant primary suite includes a cozy sitting alcove, workspace, custom walk-in closet, and a luxurious en-suite bath with marble finishes, garden tub, walk-in shower, and private water closet. The home’s split bedroom design offers flexibility, including a versatile office or fifth bedroom with French doors, built-in features, and numerous upgrades such as new garage doors (2018), fireplace conversion (2024), and updated hall bathrooms. Located in the sought-after Turtle Creek neighborhood, this property sits safely outside flood zones and has remained undamaged by storms. Eastlake Woodlands provides access to premier amenities through membership at the renovated Ardea Country Club, offering championship-level golf, tennis, pickleball, swimming, and fitness facilities. All of this convenience is just moments from excellent schools, shopping, dining, beautiful beaches, and Tampa International Airport. Room measurements are approximate. Be sure to explore the 3-D and virtual tours, floor plan and aerial drone photography, to fully appreciate all this remarkable home has to offer!

85 Kelleys Trail, 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

1469 Riverdale Drive, Oldsmar
$475,000
3 Beds ⋅ 2 Baths ⋅ Cross Creek SubDv. ⋅ 34677 Zip Code
PRICED TO SELL!!! Welcome to your dream home nestled in the coveted Cross Creek of Eastlake Woodlands, where tranquil living meets modern convenience! This charming 3-bedroom, 2-bathroom house is a true gem, boasting stunning water views that will take your breath away. As you step inside, you’ll be greeted by tall, soaring ceilings and a light-filled living space that seamlessly blends modern aesthetics with cozy charm. The heart of this home is undoubtedly the kitchen, featuring beautiful wood cabinets equipped with convenient pullout shelves and exquisite Corian countertops, perfect for culinary adventures or casual gatherings with family and friends. The spacious living area is accentuated by a cozy wood-burning fireplace and the en-suite bedroom is a true retreat, complete with sliding doors that lead to an enclosed lanai, where you can soak in serene pond views while sipping your morning coffee or unwinding after a long day. The en-suite bathroom comes equipped with a walk-in shower, walk-in bath and dual sinks. This property goes beyond aesthetics; it’s loaded with practical features too. Enjoy the benefits of a tankless water heater, new AC and a water treatment system that ensure your comfort and peace of mind. Plus, the home is scheduled to be freshly painted in October and the roof was replaced in 2013, providing you with years of worry-free living. Step outside and discover a world of leisure just across the street. A heated pool and spa await, offering the perfect escape to relax and rejuvenate. Nestled in a vibrant golf community, you’ll find yourself just moments away from an array of shops, delightful restaurants, and the stunning beaches that the area is known for. The proximity to the airport adds an extra layer of convenience for those who love to travel. This exquisite home in Cross Creek of Eastlake Woodlands is not just a house; it’s a lifestyle waiting to be embraced. Don’t miss your chance to own this enchanting property that beautifully combines luxurious living with the serenity of nature. Schedule your private tour today and step into the life you’ve always imagined! Some furniture in the home is for sale separate from the purchase of the home. ***Price reduction reflects updates needed to the home.***

1469 Riverdale Drive, Oldsmar

743 Wellington Court, Oldsmar
$763,375
4 Beds ⋅ 4 Baths ⋅ Wellington Estates SubDv. ⋅ 34677 Zip Code
Under contract-accepting backup offers. Welcome to luxury living in the highly sought-after Wellington Estates community of Oldsmar. This stunning ENERGY STAR® certified residence offers over 3,000 square feet of thoughtfully designed living space featuring 4 bedrooms, a private den/office, 3.5 bathrooms, and an expansive bonus room that can easily serve as a media room, game room, home gym, or fourth bedroom. The home also includes a spacious 3-car garage and a resort-style outdoor living area. A dramatic two-story foyer with a designer crystal chandelier sets the tone upon entry. The open-concept floor plan showcases soaring ceilings, elegant crown molding, plantation shutters, and abundant natural light throughout. The gourmet kitchen is the centerpiece of the home, featuring rich espresso cabinetry, quartz countertops, stainless steel appliances, double ovens, a large center island, and a spacious dining area that seamlessly connects to the great room—perfect for entertaining. The spacious primary suite offers a luxurious retreat with a custom walk-in closet and spa-inspired bath complete with dual vanities, a soaking tub, and a walk-in shower. Upstairs, the bonus room provides exceptional flexibility for today's lifestyle needs while the additional bedrooms, 1 with en suite bath, offer comfort and privacy for family and guests. Step outside to your private backyard oasis featuring a screened-in pool with tranquil rock waterfall feature and an impressive outdoor kitchen complete with granite countertops, built-in grill, refrigerator, and ample prep space—ideal for year-round Florida entertaining. Mature landscaping and privacy hedges create a peaceful setting for relaxation and gatherings. Additional highlights include hurricane shutters, reclaimed water irrigation, in-wall pest defense system, abundant storage, and premium finishes throughout. Located just minutes from top-rated schools, shopping, dining, parks, beaches, and Tampa International Airport, this exceptional Wellington Estates home combines luxury, comfort, and convenience in one remarkable package.

743 Wellington Court, Oldsmar

110 Cypress Ct Unit 3-82, Oldsmar
$190,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Welcome to a condo that feels like home the moment you step inside. Beautifully updated and meticulously maintained in the highly sought-after guard-gated East Lake Woodlands community. Light, bright, crisp, and spotless, this 2-bedroom, 2-bath residence is truly move-in ready. The kitchen is the centerpiece of the home, featuring solid wood cabinetry, quartz countertops, stainless steel appliances, porcelain tile flooring, a spacious pantry, breakfast bar, coffee bar area, and an updated tray ceiling with LED lighting that adds a modern, elevated feel. Gorgeous laminate flooring flows throughout the main living areas, creating a seamless and stylish design. The open-concept living and dining space leads to a private screened balcony overlooking a peaceful, natural greenspace. The primary suite offers dual walk-in closets and a beautifully updated en-suite bath with quartz countertops. The secondary bedroom is comfortably sized, and the guest bath is clean, bright, and tastefully updated. Additional features include a 2023 LG front-load washer and dryer, updated lighting and fixtures throughout, and a roof that was replaced approximately two years ago. The covered carport is conveniently located as the first space closest to the building entrance. Every detail reflects pride of ownership and consistent care. Residents of East Lake Woodlands appreciate the natural beauty, walkable setting, and convenient access to all that Tampa Bay has to offer. Community amenities include a heated pool, scenic walking paths, and an optional membership to Ardea Country Club with championship golf, tennis, pickleball, fitness, resort-style pools, dining, and year-round activities. Ideally located just minutes from Tampa International Airport, Gulf beaches, bike trails, parks, shopping, Westfield Countryside Mall, restaurants, and the charming downtowns of Dunedin, Tarpon Springs, and Safety Harbor. No flood insurance required (Flood Zone X500). Monthly dues include exterior maintenance, cable, internet, water, sewer, trash, and roof maintenance. Clean, updated, and move-in ready, this home stands out for its warmth, condition, and effortless livability—an opportunity buyers immediately recognize and appreciate.

110 Cypress Ct Unit 3-82, Oldsmar

442 Evergreen Drive, Oldsmar
$342,000
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

4931 Turtle Creek Trail, Oldsmar
$985,000
4 Beds ⋅ 3 Baths ⋅ Turtle Creek Unit-Three SubDv. ⋅ 34677 Zip Code
Under contract-accepting backup offers. 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

108 Woodlands Court Unit 108, Oldsmar
$150,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo Unit 7 SubDv. ⋅ 34677 Zip Code
This adorable 2nd floor, 2 bedroom, 2 bathroom condo in the guarded/gated community of East Lake Woodlands! An open and airy front balcony welcomes you in to the unit. NO REAR NEIGHBORS! Just views of the lovely back yard wooded area and daily deer sightings from your 2nd balcony which is private and screened-in! A big picture window, recessed lighting, solid wood cabinets and tiled backsplash accent the kitchen. The kitchen has a floor to ceiling pantry and is open to living / dining with a breakfast bar. An elegant chandelier, crown molding and new modern ceiling fan grace the ceiling in the living / dining area. Newer laminate flooring installed in the living /dining and both bedrooms. Step through the living room sliding doors and onto the screened-in balcony where the true Florida lifestyle begins. Roller shades on the balcony create privacy while still allowing the cool breezes to flow through. This unit features a split bedroom plan with NO CARPET! Master bedroom has its own bath en suite with separate shower/commode area, 3 walk in closets (YES! 3), double picture window with beautiful views of the wooded back yard! It is spacious enough for a king bedroom furniture set and also has a set of sliding doors out to the balcony! Guest bedroom features a large closet and an adjacent full bathroom with newly reglazed tub/shower in the hall. No lack of storage here with a small closet in the main entry hall and a full wall to wall reach in closet in the guest hallway. An ADT security system is also available for tenant use with or without full service. A side by side washer and dyer are conveniently located in the balcony closet. Your assigned covered parking spot is right in front of the entrance (#108). Plenty of extra guests spots for a 2nd car too. Heated pool just steps away! Love to golf? East Lake Woodlands County Club will become your new favorite spot with (2) 18 hole championship courses, upscale restaurant, fitness center, clubhouse, tennis courts, 2 pools and a multimillion dollar renovation! Located just around the corner from Oldsmar sports complex on Tampa Rd with a playground, ball hockey rink, BMX supercross track and fields for baseball football and soccer. Adjacent to the complex is Woodlands Square Mall with an IMAX movie theater, gourmet restaurants and shopping. East Lake Rd houses 2 large shopping centers with Target, Walmart, and an assortment of fast food chains. Short drive to Countryside mall, Tampa Airport, and the sugar sands of the Gulf’s finest beaches. Bring your furry friends! Two cats or dogs allowed under 20 lbs each (or a total of 40 lbs between the 2). Low condos fees with water, sewer, trash and basic cable included. Make your appointment to see today!

108 Woodlands Court Unit 108, Oldsmar

360 S Woodlands Drive, Oldsmar
$385,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Patio Homes SubDv. ⋅ 34677 Zip Code
Welcome to 360 S Woodlands Drive, a beautifully renovated 2-bedroom, 2-bath patio home nestled within the prestigious gated community of East Lake Woodlands in Oldsmar. Offering 24-hour guarded security and a maintenance-free lifestyle, this move-in ready residence combines modern upgrades with exceptional privacy and comfort. NEW ROOF + FLAT ROOF (2025)! NEW AC (2025)! Extensively updated throughout, the home features luxury vinyl plank flooring installed in 2022, a completely remodeled kitchen with granite countertops, premium cabinetry, and stainless steel appliances, along with two beautifully renovated bathrooms featuring updated tilework, granite countertops, and stylish vanities. The spacious primary suite serves as a private retreat with a custom-designed closet and an oversized soaking tub perfect for relaxation. Additional improvements include IMPAC impact windows, a new flat roof installed in December 2021, updated interior doors, and a custom 45-foot paver walkway that extends from the front entrance to the private rear patio, creating an ideal outdoor space for entertaining or enjoying Florida's beautiful weather. The HVAC system was replaced in 2025 for added peace of mind.The monthly HOA fee provides true maintenance-free living and includes lawn care, irrigation, Spectrum cable and internet service with two cable boxes, and exterior painting every five years. Residents also have the option to join East Lake Woodlands Country Club, offering two championship golf courses, tennis courts, swimming pools, fitness facilities, dining, and a vibrant social calendar. Ideally located near shopping, dining, parks, Tampa International Airport, and some of the area's most beautiful Gulf Coast beaches, this exceptional home offers the perfect blend of luxury, convenience, and Florida living. Schedule your private showing today.

360 S Woodlands Drive, Oldsmar

10 Arbor Lane, Oldsmar
$669,000
4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands SubDv. ⋅ 34677 Zip Code
Beautiful 4-bedroom, 2-bathroom pool home on a corner lot with views of the 5th hole in East Lake Woodlands. Offering a desirable split-bedroom floor plan, open living areas, and a screened pool and spa, this home combines comfort, functionality, and an exceptional golf course setting. Inside, you'll find a spacious split-bedroom floor plan featuring vaulted ceilings, exposed wood beams, and an open layout designed for both everyday living and entertaining. The inviting living room centers around a cozy fireplace, creating a warm gathering space for family and friends. The kitchen offers abundant teak wood cabinetry with convenient pull-out drawers, stainless steel appliances, a breakfast nook, and thoughtful updates that enhance both style and functionality. The outdoor living area is truly exceptional. A screened-in pool and spa overlook the golf course, while multiple seating and dining areas provide the perfect setting for entertaining guests or enjoying peaceful evenings outdoors. This home has been extensively updated and meticulously cared for. Major improvements include a new roof and gutters in 2022, a new HVAC system in 2025, exterior paint, updated exterior lighting, wired landscape lighting, removal of popcorn ceilings, replacement of eaves with anti-rot wood, and the addition of a skylight. The pool and spa systems have also been upgraded with a new pool filter, pool pump, pool sweep, pool equipment, propane tanks, and a new heater and pump for the spa. Interior enhancements include lifting and leveling the living room floor, installation of waterproof flooring in the living room and laundry room, a new kitchen sink and faucet, updated kitchen electrical, new garbage disposal, dishwasher, refrigerator, laundry room utility tub, and multiple lighting improvements throughout the home. Comfort has been enhanced with six new interior ceiling fans and remote-controlled lanai fans. The primary suite features a beautifully updated bathroom with new cabinetry, countertops, sinks, mirrors, faucet, toilet, lighting, and custom blinds. The guest bathroom has also been refreshed with updated lighting and a new toilet. Additional upgrades throughout the home include new blinds, new door knobs and locks, an outlet for a built-in beverage refrigerator, a new dining room chandelier, and a custom banquette in the kitchen. With its golf course setting, extensive upgrades, resort-style outdoor living, and prime location within East Lake Woodlands, this home offers a rare opportunity to enjoy Florida living at its finest. East Lake Woodlands is a deed-restricted, gated community offering exceptional amenities including golf, pickleball, tennis courts, a community pool, and a clubhouse. Ideally located, this home is approximately 25 minutes from Tampa International Airport, 20 minutes from St. Pete-Clearwater International Airport, 30 minutes from Clearwater Beach, and 35 minutes from Honeymoon Island. Enjoy easy access to a variety of nearby restaurants, shopping, and everyday conveniences. Don’t miss your opportunity to own this exceptional home—schedule your private showing today!

10 Arbor Lane, Oldsmar

117 Brent Circle, Oldsmar
$445,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
PRICE IMPROVEMENT! Waterfront Living at Its Best! Live the Florida lifestyle you’ve been dreaming of in this inviting 3-bedroom, 3-bathroom waterfront townhouse offering 1,834 square feet of comfortable, maintenance-free living across three levels. With beautiful water views, two private balconies, and a thoughtfully designed layout, this home is the perfect place to relax, entertain, and enjoy the best of coastal living. Start your mornings overlooking the water, unwind with a good book, or simply take in the peaceful surroundings. Skylights bring in an abundance of natural light, creating a bright and welcoming atmosphere throughout the home. Located within a desirable gated community, this waterfront retreat offers an impressive collection of amenities, including private tennis courts, a playground, and a community pool. Even better, the property includes your own deeded dock and a new seawall, making it easy to embrace the waterfront lifestyle right from your doorstep. The spacious garage accommodates up to three vehicles, offering exceptional parking flexibility and not just additional storage but the ability to create your own home gym space and or workshop. With endless water views, desirable community amenities, and the added value of a deeded dock and new seawall, this is an opportunity to enjoy the Florida lifestyle in a home designed for years of enjoyment. NO OUTSTANDING ASSESSMENTS. Now offered with a price improvement—come see the possibilities and make this waterfront retreat your own!

117 Brent Circle, Oldsmar

142 Woodlake Wynde Unit 48, 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

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

140 Ashley Lane, Oldsmar
$309,900
4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Positioned below two recent appraisals, presenting a compelling opportunity for buyers seeking immediate value. Located within a gated golf course community in North Pinellas County (club and golf memberships optional), this light and bright 4-bedroom, 2-bath villa offers a flexible split-bedroom floor plan and inviting indoor-outdoor living. The great room is the focal point, featuring updated sliding glass doors that frame tranquil pond and fairway views of the 13th hole on the South Course, along with recently installed recessed lighting and wood-look plank tile flooring that enhance both ambiance and overall brightness—creating a warm, open, and inviting living space. New plantation shutters throughout the home add a refined, cohesive look while enhancing light control and privacy. The enclosed lanai extends the living area and opens to an additional patio and deck, ideal for relaxing or entertaining while enjoying the scenic setting. The rear deck is further enhanced by a retractable awning, providing flexible shade and added comfort for outdoor living year-round. The updated kitchen includes wood cabinetry, solid surface countertops, abundant drawer storage, a closet pantry, coordinating wood-look tile flooring, and double sinks. A casual breakfast area offers direct access to a private rear patio, perfect for grilling. Interior laundry closet conveniently located just off the kitchen. The primary suite offers ample closet storage with dual sliding-door closets, along with a large vanity area and separate water closet with a glass-enclosed shower. Both bathrooms feature expansive counter space with room to accommodate dual vanities, offering flexibility for future customization. Three additional bedrooms are well-sized and thoughtfully positioned for privacy, with one offering access to a private side patio—ideal for guests, a home office, or flex space. Well-maintained and move-in ready, this villa delivers a low-maintenance lifestyle with water and golf course views in one of the area’s most desirable communities.

140 Ashley Lane, Oldsmar

230 Balsam Drive, Oldsmar
$215,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome home to this beautifully maintained 2-bedroom, 2-bathroom villa nestled in the highly desirable, gated community of East Lake Woodlands. Designed with both comfort and functionality in mind, this home features a desirable split-bedroom floor plan, offering privacy for both owners and guests, with a conveniently located shared bathroom for the secondary bedroom. Step inside and be greeted by a spacious living area perfect for entertaining, complete with a dedicated dining room and a stylish wet bar—ideal for hosting gatherings or enjoying a quiet evening at home. The well-appointed kitchen offers a full appliance package, abundant cabinetry, and ample counter space, making meal preparation a breeze. The generously sized primary suite serves as a relaxing retreat, featuring a walk-in closet and an updated en-suite bathroom with a large walk-in shower. An additional expansive family room provides even more flexible living space, perfect for a media room, home office, or casual lounging area. Enjoy seamless indoor-outdoor living as you step through sliding glass doors into your private, fenced courtyard—an inviting space to savor your morning coffee or unwind in the evening. Residents of East Lake Woodlands have the option to enjoy resort-style amenities, including a premier golf course, tennis courts, fitness center, dining, and a vibrant calendar of social events (membership optional). Conveniently located near shopping, dining, entertainment, and medical facilities, this home offers the perfect blend of tranquility and accessibility. Don’t miss your opportunity to make this exceptional villa your own—schedule your private showing today!

230 Balsam Drive, Oldsmar

120 Evelyn Court, Oldsmar
$220,000
3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Under contract-accepting backup offers. Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-after neighborhoods in Pinellas County and the Tampa Bay area. This home offers a wonderful opportunity for buyers seeking low-maintenance living in a prime Oldsmar location. This immaculate villa has been very well maintained through the years and is ready for move-in, while also allowing the next owner the opportunity to update and personalize over time. The home features a thoughtfully designed floor plan with spacious living areas and generously sized bedrooms, creating a comfortable and functional living environment. The primary suite includes a walk-in closet and private ensuite bathroom, providing privacy and convenience. The additional bedroom is also well-sized, making the home ideal for guests, seasonal living, or a home office. One of the standout features of this property is the large sunroom/lanai, offering a bright and inviting space that can be enjoyed year-round. Whether you’re relaxing with your morning coffee or entertaining guests, this versatile area adds valuable living space and enhances the overall flow of the home. Important updates include an HVAC system installed in 2015, a new electrical panel installed in 2022, and a newer water heater, providing peace of mind for the next owner. The property also includes covered parking and ample storage space, adding convenience for everyday living. The home is fairly priced based on recent comparable sales within the East Lake Woodlands community, making it a strong opportunity in today’s Oldsmar real estate market. East Lake Woodlands is known for its beautiful surroundings, mature landscaping, and central location within Pinellas County. Residents enjoy easy access to shopping, restaurants, parks, golf courses, and everyday conveniences. The property is also conveniently located with an estimated 30-minute drive to Tampa International Airport, as well as a similar drive to many of Pinellas County’s award-winning Gulf Coast beaches. If you are searching for a villa in Oldsmar within East Lake Woodlands, 120 Evelyn Ct offers a combination of location, comfort, and value in one of the Tampa Bay area’s most desirable communities. Schedule your private showing today and discover everything this well-maintained Oldsmar villa in East Lake Woodlands has to offer.

120 Evelyn Court, Oldsmar

1404 East Lake Woodlands Parkway, Oldsmar
$975,000
4 Beds ⋅ 3 Baths ⋅ Greenhaven Unit Three SubDv. ⋅ 34677 Zip Code
Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus rooms is located upstairs, providing added flexibility for multi-use living. Pool table will convey with the sale. The home features a solar-heated in-ground pool with a large pool deck, fully enclosed by a screened lanai, creating the perfect space for year-round Florida living and entertaining. The inviting living room includes a fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with abundant wood cabinetry, generous storage, and a center island ideal for cooking and gathering. The split-bedroom floor plan provides privacy, with the primary suite featuring sliding glass doors to the pool, a walk-in closet, and an en-suite bath with dual vanities, a bathtub, and a separate shower. Additional highlights include a 2-car garage, a laundry room, and exceptional interior space throughout. A unique third garage bay has been converted into an interior room, offering even more flexible living options. Residents of East Lake Woodlands enjoy resort-style amenities including a clubhouse, golf courses, country club, heated pools, tennis and pickleball courts, fitness center, dining options, and scenic walking and biking paths within a secure gated community. Conveniently located in Oldsmar, this home provides easy access to Gulf beaches, Tampa International Airport, top-rated schools, dining, and shopping, offering the best of the Tampa Bay lifestyle.

1404 East Lake Woodlands Parkway, Oldsmar

1795 Bayhill Drive, Oldsmar
$479,900
3 Beds ⋅ 2 Baths ⋅ Creekside SubDv. ⋅ 34677 Zip Code
Virtually Staged. This unique home exudes character and is located on a peaceful conservation lot with no rear neighbors situated within the secure, gated community of East Lake Woodlands! The minute you step inside this charming home, you'll be captivated with impressive design features such as stone accents, glass block, mirrored walls and doors that display vibrant color prints contributing to the home’s style and appeal! The impressive living area has a stone-face fireplace and attractive laminate flooring. The kitchen with solid surface counters, stainless steel appliances, a wine refrigerator, stackable washer/dryer and closet pantry offers an abundance of cabinets and counterspace, complemented by plant shelves for additional decor! The home has a split bedroom layout for maximum privacy. The primary bedroom offers an ensuite bath with soaking tub, double vanities, a step in shower with artistic tile and relaxing shower jet system. All bedrooms are outfitted with striking wall-mounted wood closet organizer systems. Sliding doors from the living room open fully to a screened porch, which leads to a pavered patio offering serene views of nature – a perfect place to unwind and enjoy the outdoors! Your new home is equipped with a Tesla home battery system powered by solar panels and includes 3 powerwalls, all paid off! Additional features include a water filtration system, sprinkler system and impact-resistant windows and sliding doors for peace of mind and energy efficiency. The craftsman of the home will appreciate the garage with its working table, storage cabinets, an auto-rewind air hose reel, an overhead drop cord with electrical outlet and convenient sink. Roof installed in 2010, Water heater in 2025 and AC in 2012. Enjoy low HOA fees, NO CDD fees and non-Flood Zone X. Living in East Lake Woodlands provides a casual way of living surrounded by natural beauty, wildlife, walking paths, conservation areas, ponds and lakes. The Ardea Country Club offers residents membership options for their resort style amenities which include two 18 hole championship golf courses, driving range, tennis and pickleball courts, lap and freeform pools, clubhouse, dining, fitness center, children's clubs and social activities. This premier location is close to major medical facilities, entertainment venues, a wide array of restaurants, malls, parks, marinas, sporting events and concerts. There’s easy access to Honeymoon Island, Clearwater Beach and both Tampa International Airport and St. Pete/Clearwater Airport are just a 35 minute drive away. This home is truly a must see for those looking for privacy, modern conveniences and a relaxing lifestyle!

1795 Bayhill Drive, Oldsmar

204 Windward Place Unit 36, Oldsmar
$188,000
2 Beds ⋅ 2 Baths ⋅ Meadows Condo At East Lake Woodlands SubDv. ⋅ 34677 Zip Code
Welcome to 204 Windward Place #36, a move-in-ready condominium located in the gated community of East Lake Woodlands, one of Oldsmar's most established residential communities. Offering low-maintenance living in the heart of Tampa Bay, this well-maintained residence combines comfort, convenience, and easy access to everything Florida's Gulf Coast has to offer. Designed with functionality and everyday living in mind, the thoughtfully planned floor plan features bright, inviting living spaces filled with natural light. The open living and dining areas provide flexibility for entertaining, relaxing, or working from home, while the private outdoor living space offers the perfect setting for morning coffee, evening sunsets, or enjoying Florida's year-round tropical climate. Whether you are searching for a primary residence, seasonal retreat, vacation home, or investment property, this move-in-ready condominium offers exceptional versatility and a low-maintenance lifestyle. Assigned parking and convenient guest parking add to the home's everyday convenience. East Lake Woodlands is a gated community known for its mature landscaping, peaceful surroundings, scenic walking areas, and established neighborhood appeal. Residents have the opportunity to join the nearby Ardea Country Club, where optional memberships provide access to championship golf, tennis, pickleball, a resort-style swimming pool, fitness center, dining, and an active social calendar. Ideally located in Oldsmar, this home is just minutes from Tampa, Clearwater, Dunedin, Safety Harbor, Palm Harbor, and St. Petersburg. Enjoy convenient access to award-winning Gulf beaches, Tampa International Airport, shopping, restaurants, parks, medical facilities, entertainment, and major commuter routes, making it easy to experience everything the Tampa Bay area has to offer. Combining an outstanding location, gated community living, and low-maintenance ownership, this East Lake Woodlands residence presents an exceptional opportunity to enjoy the Florida lifestyle in one of Pinellas County's most desirable communities.

204 Windward Place Unit 36, Oldsmar

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Our website features the best real estate search for homes, condos, land and foreclosure properties available in Oldsmar and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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