4 Bedroom Homes for Sale in Oldsmar, FL

4 Beds ⋅ 3 Baths ⋅ Greenhaven Unit Two SubDv.

Homes like this rarely become available in the highly sought-after gated community of East Lake Woods. Completely remodeled and situated on over a quarter acre overlooking a tranquil pond, this exceptional residence offers the perfect blend of luxury, comfort, and functionality. From the moment you arrive, you'll appreciate the expansive driveway, oversized three car garage, and impressive curb appeal. As you approach the grand double-door entrance, soaring 12 foot ceilings immediately set the tone for what awaits inside. Step through the front doors and your eyes are instantly drawn to the breathtaking views of the sparkling pool and peaceful pond beyond. The home has been freshly painted inside and out and showcases new luxury waterproof vinyl plank flooring throughout, creating a seamless, modern aesthetic. Designed with both everyday living and entertaining in mind, the home features a desirable three way split floor plan, offering privacy for family members and guests alike. The spacious primary suite is a true retreat, complete with high ceilings, plantation shutters, and a spa-inspired ensuite bathroom. Relax in the freestanding soaking tub or unwind in the oversized walk-in shower featuring a rainfall showerhead and body jets. The luxurious bath also includes dual vanities, a dedicated makeup station, and an illuminated LED mirror. As you continue into the heart of the home, you'll discover a stunning open-concept kitchen and family room designed to impress. The fully remodeled kitchen features brand-new solid wood soft-close cabinetry, Taj Mahal quartz countertops, a cooktop with pot filler, new stainless steel appliances, and exceptional workspace for the home chef. Adjacent to the kitchen is a bright breakfast nook overlooking the pool, as well as a separate butler's pantry perfect for a coffee bar, beverage station, or additional storage. Entertaining is effortless thanks to the beautifully redesigned wet bar, featuring rich dark cabinetry, ambient lighting, a sink, and a built-in wine refrigerator. Just beyond, the expansive family room provides ample space for gatherings of any size. A beautifully renovated guest bathroom off the kitchen features designer tile, a modern vanity, and an LED mirror. Toward the rear of the home, you'll find two additional spacious bedrooms and another fully remodeled bathroom with dual sinks, LED mirrors, and convenient access to the pool. Step outside to your own private backyard oasis. The oversized screened lanai surrounds the sparkling pool and offers the perfect setting for year-round Florida living. The outdoor kitchen is equally impressive, showcasing stunning Brown Fantasy granite countertops, a new built-in grill, and a beverage refrigerator. The finishing touch? Your very own private putting green. Whether you're practicing your short game, entertaining guests, or simply enjoying the peaceful pond views, this backyard is designed to be enjoyed. Every detail of this remarkable home has been thoughtfully updated, creating a truly move-in-ready opportunity in one of the area's most desirable gated communities. Additionally residents have the opportunity to join the on-site Ardea Country Club, optional memberships provide access to championship golf, tennis, pickleball, a resort style lap pool, state of the art fitness center and dining. Minutes from top rated schools, Tampa International and St. Pete-Clearwater airports, award-winning Gulf beaches, professional sports team and more!

35 Greenhaven Trail, Oldsmar

$629,000

4 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 4 SubDv.

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

$1,055,000

4 Beds ⋅ 3 Baths ⋅ Turtle Creek Unit-Three SubDv.

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

$675,000

4 Beds ⋅ 2 Baths ⋅ Woods Of Forest Lakes The Ph One SubDv.

WOW! Big price Drop!! Prime Woods of Forest Lakes!!!This spacious 4-bedroom, 2-bath pool home is situated on a corner lot in the desirable Woods of Forest Lakes. With an expansive living room that features high ceilings and sliding glass doors to the pool area, separate family room, and formal dining area, there's plenty of space for gatherings, game nights, holiday celebrations, or simply spreading out and relaxing. The kitchen is centrally located and features granite countertops, abundant cabinet storage, generous prep space, and a bright breakfast nook surrounded by windows that fill the room with natural light. This is a split bedroom floorplan that features a large primary suite with two walk-in closets and an en-suite bathroom with dual vanities, a garden tub and walk-in shower. There's 3 additional good sized bedrooms and a large separate laundry room. Step outside to a poolside oasis, ideal for entertaining, along with a fully fenced grassy side yard that's a perfect outdoor game area, gathering spot or ideal for your fur babies. The Woods is a well established neighborhood featuring great community amenities including a tennis/pickleball court, playground and a lakefront community picnic area. Walk to the community water park and rec center, take advantage of nearby biking/walking trails, easy access to shops dining and entertainment. Whether you're hosting friends by the pool, enjoying a quiet morning coffee in the breakfast nook, or taking advantage of the community amenities, this home offers comfort, flexibility, and an unbeatable location.

1008 Robinwood Drive, Oldsmar

$350,000

4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 2 SubDv.

Seller is offering a contribution toward the buyer’s closing costs! Beautiful waterfront-view home overlooking the water from the backyard, located in the desirable Oldsmar Country Club Estates community. This fully renovated property features 4 bedrooms and 2 bathrooms and sits on a 0.21-acre lot with no HOA restrictions, offering comfort, functionality, and an excellent location. The home features new flooring throughout, a renovated kitchen with quartz countertops, stainless steel appliances, and ample cabinet space, along with updated bathrooms with modern finishes. The spacious backyard provides access to a canal leading to Tampa Bay, making it ideal for kayaking, paddleboarding, and other outdoor activities. It also offers the perfect setting to relax or entertain family and friends. Conveniently located near parks, recreational areas, public boat launches, Tampa Bay Pickleball, restaurants, shopping, and more. Additionally, Tampa International Airport is approximately 20 minutes away, providing excellent convenience and connectivity.

415 Country Club Drive, Oldsmar

$669,000

4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands SubDv.

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

$749,000

4 Beds ⋅ 3 Baths ⋅ Stonebriar SubDv.

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

4761 Stonebriar Drive, Oldsmar

$515,000

4 Beds ⋅ 2 Baths ⋅ Manors Of Forest Lakes The SubDv.

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

549 Longwood Circle, Oldsmar

$925,000

4 Beds ⋅ 4 Baths ⋅ Turtle Creek Unit-One SubDv.

Welcome to an exceptional residence at 50 Kelleys Trail, nestled within the prestigious gated enclave of Turtle Creek within East Lake Woodlands in Oldsmar. This refined home embodies effortless elegance and elevated Florida living, offering a seamless blend of sophistication, comfort, and privacy. From the moment you enter, you’re greeted by soaring ceilings, abundant natural light, and thoughtfully designed living spaces that create an inviting yet upscale atmosphere. The open-concept layout flows beautifully, ideal for both intimate gatherings and grand entertaining. The kitchen serves as the heart of the home, featuring generous workspace, ample cabinetry, and a layout designed for both functionality and style. The primary suite is a true retreat, offering a serene escape with spacious proportions and a well-appointed en-suite bath. Step outside to your private outdoor setting, where you can unwind in tranquility or entertain guests while enjoying Florida’s year-round sunshine. Whether relaxing or hosting, this space offers the perfect backdrop for a luxury lifestyle. Located within one of Oldsmar’s most sought-after golf course communities, residents of East Lake Woodlands have access to optional resort-style amenities, including championship golf, tennis, fitness, and social experiences. Ideally positioned near upscale dining, boutique shopping, top-rated schools, Tampa International Airport, and the Gulf Coast’s renowned beaches, this home offers both convenience and exclusivity. Experience refined living in one of Oldsmar’s premier communities—schedule your private showing today.

50 Kelleys Trail, Oldsmar

$309,900

4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv.

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

$650,000

4 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv.

Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This spacious 4-bedroom, 3-bath home features a thoughtfully designed layout with abundant natural light and comfortable living areas ideal for both everyday living and entertaining. The inviting living room is anchored by a cozy fireplace, creating a warm focal point while showcasing the stunning water views beyond. A second fireplace in the primary bedroom adds an extra layer of comfort and charm, creating a relaxing private retreat. The kitchen offers ample cabinetry and workspace, seamlessly connecting to the dining and living areas for a functional, open feel. Each bedroom provides flexibility for a variety of living arrangements, while the three full bathrooms add convenience and comfort. An oversized garage delivers generous storage and parking space—an added benefit rarely found in townhome living. As a corner unit, the home enjoys enhanced privacy and additional natural light. Step outside and take in the tranquil waterfront setting, where you can relax, entertain, or set out for a day on Tampa Bay directly from your own boat slip. Conveniently located near parks, shopping, dining, and major roadways, this property offers the perfect blend of peaceful coastal living and everyday accessibility. Don’t miss your chance to own a premier waterfront residence in Seaside Estates—schedule your private showing today.

138 Brent Circle, Oldsmar

$1,225,000

4 Beds ⋅ 3 Baths ⋅ Greenhaven Unit Three SubDv.

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

4 Bedroom Homes for Sale in Oldsmar, FL

All 4 Bedroom Homes for Sale in Oldsmar, FL

Joseph Sullivan Real Estate

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