Oldsmar Homes with Private Pool type

Oldsmar Homes with Private Pool type

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County. This charming city is renowned for its picturesque landscapes, vibrant community spirit, and an array of recreational activities that cater to residents of all ages. With its strategic location between Tampa and Clearwater, Oldsmar offers the perfect blend of suburban tranquility and urban convenience, making it an ideal place to call home.

One of Oldsmar's most alluring features is its stunning selection of homes, particularly those with private pools. Imagine stepping into your own backyard oasis, where you can unwind after a long day, host summer barbecues, or simply enjoy a refreshing dip under the Florida sun. These homes not only provide a personal retreat but also enhance your lifestyle, offering the perfect space for family gatherings and entertaining friends.

Oldsmar boasts a variety of neighborhoods, each with its unique charm and amenities. Whether you’re looking for a modern estate or a cozy single-family home, you’ll find properties that cater to your taste and lifestyle. Many of these homes with private pools are situated near beautiful parks, waterfront views, and top-rated schools, ensuring that you have everything you need right at your fingertips.

In Oldsmar, you’re not just buying a home; you’re investing in a vibrant community filled with recreational opportunities, local shops, and delightful dining experiences. Embrace the Florida lifestyle and discover the joys of living in Oldsmar, where your dream home with a private pool awaits!

Newest Oldsmar Homes with Private Pool type

854 Christina Circle, Oldsmar

854 Christina Circle, Oldsmar

3 Beds ⋅ 2 Baths ⋅ Bays End SubDv. ⋅ 34677 Zip Code

Make every day a pool day in Bays End. This move-in-ready block home offers three bedrooms, two baths, 2,065 square feet of single-level living, and a new roof just installed!! The open floor plan connects the living room and spacious dining area, while the family room features vaulted ceilings and a fireplace. The updated kitchen is equipped with custom wood cabinetry, granite countertops, stainless steel appliances, a wine refrigerator, and plenty of room to prep and serve. The split-bedroom layout gives the primary suite its own side of the home, with generous walk-in closet space and an updated en suite bath with a garden tub. Two generously sized bedrooms and an updated full bath are on the opposite side. Outside, take a dip in the screened pool, unwind in the spa, or enjoy dinner on the paver patio overlooking the fully fenced backyard. An attached two-car garage adds everyday convenience. Sidewalks line the neighborhood, and nearby Harbor Palms Nature Park and Sheffield Park offer more ways to spend time outdoors. Head to Sheffield Park for trails, tennis, disc golf, a playground, or an outing to the dog park. Local dining is also close by.

854 Christina Circle, Oldsmar

35 Greenhaven Trail, Oldsmar

35 Greenhaven Trail, Oldsmar

4 Beds ⋅ 3 Baths ⋅ Greenhaven Unit Two SubDv. ⋅ 34677 Zip Code

LUXURY, LOCATION & LIFESTYLE! One of a kind in the highly sought-after gated community of East Lake Woods! Situated on over a quarter-acre cul-de-sac homesite with serene pond views, this completely remodeled single-story residence offers over 3,000 sq. ft., 4 bedrooms, 3 full bathrooms, a 3-car garage, and a spectacular private pool. From the moment you arrive, the expansive driveway and impressive curb appeal make a statement. Enter through the grand double doors and discover soaring 12-foot ceilings, fresh interior and exterior paint, new luxury waterproof vinyl plank flooring throughout, and beautiful plantation shutters. Your eyes are immediately drawn to the sparkling pool and tranquil pond views beyond. The desirable three-way split floor plan provides privacy for family and guests. The spacious primary suite features high ceilings, plantation shutters, and a spa-inspired ensuite. Enjoy the freestanding soaking tub or oversized walk-in shower with rainfall showerhead and body jets. Dual vanities, a dedicated makeup station, and illuminated LED mirror complete this luxurious retreat. At the heart of the home is a stunning open-concept kitchen and family room, perfect for everyday living and entertaining. The remodeled kitchen features brand-new solid wood soft-close cabinetry, hand-selected Taj Mahal quartz countertops, a cooktop with pot filler, and new stainless-steel appliances. A bright breakfast nook overlooks the pool, while the separate butler's pantry offers space for a coffee bar, beverage station, or additional storage. The redesigned wet bar features rich dark cabinetry, ambient lighting, a sink, and built-in wine refrigerator. Additional spacious bedrooms and beautifully remodeled bathrooms showcase designer tile, modern vanities, LED mirrors, and convenient pool access. Step outside to your private backyard oasis! The oversized screened lanai surrounds the pool and offers the perfect setting for year-round Florida living. The impressive outdoor kitchen features Brown Fantasy granite countertops, a new built-in grill, and beverage refrigerator. Enjoy your very own private putting green, peaceful pond views, a brand-new 4-foot fence, and a dedicated fenced-in dog run for your furry family members. Every detail has been thoughtfully updated, creating a truly move-in-ready home. Residents also have the option to join the on-site Ardea Country Club, offering championship golf, tennis, pickleball, a resort-style lap pool, state-of-the-art fitness center, and dining. Conveniently located near highly rated schools, Tampa International Airport, award-winning Gulf beaches, shopping, and dining. Priced below a recent private appraisal! Don't miss this exceptional opportunity to enjoy luxury, comfort, and the best of Florida living. Schedule your showing today!

35 Greenhaven Trail, Oldsmar

2063 Warwick Drive, Oldsmar

2063 Warwick Drive, Oldsmar

4 Beds ⋅ 3 Baths ⋅ Warwick Hills SubDv. ⋅ 34677 Zip Code

SPECTACULAR PRESERVE VIEW! Enjoy the privacy and solitude of this beautiful home backing to the 8500 acre Brooker Creek Preserve with frequent sightings of dear and wildlife. Great curb appeal with custom glass front doors, landscaping and lighting. The interior of the home features a split floor plan with 4 bedrooms, an office and 3 full baths. The back bedrooms would also make a great in-law suite or media room. Entertain formally in the living and dining room with preserve view or casually poolside with heated pool and spa. The gourmet kitchen is the heart of the home with granite counters, abundant cabinets and counter space, stainless appliances and a breakfast nook. The kitchen opens to the family room and the outdoor pool and preserve view. The owner’s suite is a retreat with pool and patio access, walk in closet with custom shelving, crown molding and plantation shutters. The en-suite bath is complete with granite counters, double sinks, garden tub and walk in shower. Additional features include a security system, crown molding, in home vacuum, motorized window coverings, gas fireplace, outdoor lighting and plantation shutters. Live the Florida lifestyle! Take a dip in the heated salt pool, soak in the spa or unwind on the expansive deck overlooking the preserve. The outdoor kitchen has a gas grill and sink. An additional patio in the backyard is great for entertaining. The expansive backyard is private and perfect for sports, children and pets. LOCATION! Live on a quiet street in the Warwick Hills subdivision of Eastlake Woodlands. Eastlake Woodlands is a golf and tennis community with two renowned golf courses and clubhouse. Membership in the newly remodeled premiere Ardea Country Club is required to enjoy golf, tennis, pickle ball, swimming pools, child activity center and newly refurbished gym. Eastlake Woodlands is central to all dining, shopping and highly rated schools. A short drive will take you to all area beaches, activities and the Tampa International Airport. Be sure to watch the video and look at the 360 interior views!

2063 Warwick Drive, Oldsmar

1633 Shady Oaks Drive, Oldsmar

1633 Shady Oaks Drive, Oldsmar

3 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 3 SubDv. ⋅ 34677 Zip Code

Pool, heated spa, and a 3-car garage in East Lake Oaks. This 3-bedroom, 2.5-bath Oldsmar home pairs a screened outdoor setup with solid updates: roof 2017, AC 2021, and vinyl fence 2021. The two-story layout opens with vaulted ceilings over a combined living and dining room. The kitchen features wood cabinetry, stainless steel appliances, and an eat-in area, and it opens to the family room for easy everyday flow. The remodeled primary bath includes dual sinks, a standalone tub, and a separate shower. Out back, the screened lanai offers covered seating, the heated spa, and the pool, all within a vinyl-fenced yard for added privacy. Community amenities include a pool, playground, and ponds. Harbor Palms Nature Park, Estuary Preserve, and Sheffield Park are nearby for bike trails, disc golf, and tennis. Centrally located near shopping, restaurants, and theaters, with easy drives to downtown Safety Harbor, downtown Dunedin, Tampa, the airports, and Clearwater Beach.

1633 Shady Oaks Drive, Oldsmar

1726 Split Fork Drive, Oldsmar

1726 Split Fork Drive, Oldsmar

4 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 1 SubDv. ⋅ 34677 Zip Code

HEAVILY RENOVATED POOL HOME NOT IN A FLOOOD ZONE! Brand new roof!!! Welcome to this beautifully updated 4-bedroom, 2.5-bathroom home offering 2,230 heated square feet of thoughtfully renovated living space. From the moment you step inside, you’ll appreciate the fresh, modern finishes and extensive improvements throughout. The heart of the home is a stunning new gourmet kitchen featuring stylish finishes and designed for both everyday living and entertaining. New luxury vinyl flooring flows throughout the main living areas, complemented by fresh interior paint for a clean, move-in-ready feel. Step outside to your private backyard retreat featuring a brand-new in-ground pool and expansive paver patio, creating the perfect setting for relaxing, entertaining, and enjoying the Florida lifestyle. Additional major updates include a brand-new A/C system and a pool heater, providing valuable peace of mind and enjoyment for the next homeowner. One of the home’s standout advantages is its high-and-dry location above the floodplain, with no flood insurance required. Located in desirable Oldsmar, this home offers convenient access to Tampa Bay and the area’s beautiful waterfront destinations, white-sand Gulf beaches, parks, dining, shopping, and retail. With its central location and extensive renovations already completed, this home delivers the ideal combination of comfort, style, convenience, and Florida outdoor living. Nothing left to do but move in and enjoy! This home will not last long, come see it today!

1726 Split Fork Drive, Oldsmar

1801 Mapleleaf Boulevard, Oldsmar

1801 Mapleleaf Boulevard, Oldsmar

3 Beds ⋅ 3 Baths ⋅ Bays End SubDv. ⋅ 34677 Zip Code

Virtually Staged. OUTSTANDING NEW PRICE! Light-filled living spaces, a split bedroom plan, and a screened pool create an inviting setting in this three-bedroom, two-bath Oldsmar home with a two-car garage and inside laundry. The living room and dining area offer a separate setting for entertaining or quieter gatherings, while the kitchen and family room combine for everyday living. Large windows, arched architectural details, and beautiful flooring add character and warmth, with opportunities to update finishes and make the spaces your own. The kitchen features light cabinetry, stainless steel appliances, and a breakfast bar for casual meals or conversation with the cook. Its connection to the family room keeps the spaces open and social, while sliding glass doors lead to the screened pool area. The primary bedroom also offers sliding-door access to the pool, and its adjoining bathroom includes dual sinks, a separate tub, and a shower. An inside laundry room with overhead cabinetry adds practical storage. Outside, the pool and screen enclosure set the scene for relaxed afternoons, weekend gatherings, and a refreshing swim at the end of the day. Picture comfortable outdoor seating for morning coffee, a dining spot for casual meals, and your own touches of greenery to bring the space together. Beyond the enclosure, the fenced backyard offers possibilities for garden beds, flowering plants, or a landscaped sitting area. Whether you envision a quiet retreat or a setting for entertaining, the outdoor spaces offer an opportunity to create an extension of the home that reflects your style. Located near Tampa Road and the Curlew Road corridor, the property offers convenient access to shopping, grocery stores, restaurants, and everyday services throughout Oldsmar, nearby Palm Harbor, and the Countryside area. Connections to US 19, McMullen Booth Road, and Hillsborough Avenue provide routes throughout Pinellas County and into Tampa. Outdoor destinations Mobbly Bayou Wilderness Preserve, offering waterfront settings, trails, fishing, and kayaking, while John Chesnut Sr. Park and Philippe Park are each approximately five miles away. Local schools and St. Petersburg College provide nearby educational options. Tampa International Airport is approximately 14 miles away, and St. Pete–Clearwater International Airport is approximately 16.5 miles away. With an amazing new price, this is the home you don't want to miss! Come explore the layout, outdoor spaces, and possibilities this Oldsmar pool home has to offer. All distances are approximate and vary by route. Buyers to verify school zoning and enrollment availability directly with Pinellas County Schools. All information is believed to be accurate but is not guaranteed. Buyers and agents to verify all facts and information pertinent to their purchase decision.

1801 Mapleleaf Boulevard, Oldsmar

10 Windrush Court, Oldsmar

10 Windrush Court, Oldsmar

3 Beds ⋅ 3 Baths ⋅ Greenhaven Unit One SubDv. ⋅ 34677 Zip Code

Tucked away on a quiet cul-de-sac, with a BRAND NEW ROOF, this exceptional single-family residence sits on an oversized lot with tranquil pond views, offering a rare blend of privacy, elegance, and resort-style outdoor living. Designed for both relaxation and entertaining, the backyard retreat features an oversized heated swimming pool, expansive screened lanai, and a generous covered outdoor dining area just off the family room—perfect for hosting gatherings or enjoying Florida evenings. A fully equipped outdoor kitchen adds convenience, while automated wind-resistant screens protect the lanai space when needed. Off the primary suite, an additional private covered patio creates the perfect shaded escape. Inside, the recently remodeled kitchen and family room serve as the heart of the home, showcasing granite countertops, rich wood cabinetry, a striking metal tile backsplash, upgraded lighting and fan fixtures, dual microwave/oven, and a cooktop with breakfast bar overlooking the family room. A charming breakfast nook provides additional seating with picturesque views of the pool and outdoor living area. The family room impresses with soaring vaulted ceilings, skylights that flood the space with natural light, a stylish wet bar, and an electric fireplace insert that provides both warmth and ambiance. Both rear guest bedrooms feature engineered “Tiger Eye” wood flooring, fresh paint, and updated ceiling fans. The second bathroom has been tastefully updated with wood cabinetry, stone countertops, and tile flooring. Throughout the home, popcorn ceilings have been removed, giving every room a clean, modern finish. The primary suite offers a luxurious retreat, featuring engineered wood flooring in the bedroom and closet and a beautifully renovated ensuite bath with dual quartz vanities and an elegant open walk-in tile shower. The roof has been enhanced with a Roof Max protective treatment and transferable 5-year warranty, along with a 2015 A/C system. Combining thoughtful upgrades, refined interior spaces, and exceptional outdoor living, this home offers a private cul-de-sac setting with the perfect balance of comfort, style, and Florida lifestyle living. Additional upgrades and features include: • New Decorative carpet inset in the living room • Dining room with engineered wood flooring with newer Bay Window • Convenient guest half-bath • New double front entry doors with a custom tiled walkway and entry accents • Updated landscaping with new garden rock and curbing (2024) • New golf cart garage door ' New Interior and Exterior Painting and MORE! Combining thoughtful upgrades, refined interior spaces, and exceptional outdoor living, this home offers a private cul-de-sac setting with the perfect balance of comfort, style, and Florida lifestyle living. PLUS transferrable Home Warranty for Major components of the home.

10 Windrush Court, Oldsmar

1704 Hibiscus Circle S, Oldsmar

1704 Hibiscus Circle S, Oldsmar

3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Six SubDv. ⋅ 34677 Zip Code

Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home in Oldsmar, offering a desirable split-bedroom floor plan, modern finishes, and exceptional Florida indoor-outdoor living. Featuring a brand-new roof installed in 2026, hurricane impact windows and doors, tile flooring throughout, and a fully remodeled interior, this home is truly move-in ready. The stunning kitchen features quartz countertops, brand-new cabinetry, stainless steel appliances, and a spacious island with bar seating, creating the perfect spot for casual meals, morning coffee, or entertaining guests. The kitchen seamlessly flows into the spacious family room, surrounded by sliders and windows overlooking the sparkling pool, bringing in an abundance of natural light and creating a beautiful connection between the indoor and outdoor living spaces. The home offers two separate living areas, including a welcoming main living room and a secondary family room, providing plenty of flexibility for entertaining, relaxing, or everyday living. Both bathrooms have been completely remodeled, including the spacious primary suite with a double vanity and walk-in closet. Step outside to your private backyard oasis featuring a freshly resurfaced swimming pool, new pavers, a newly screened pool enclosure, and a brand-new aluminum fence surrounding the property. The pool area also offers convenient direct access to a bathroom, making pool days and entertaining effortless. The freshly remodeled garage adds even more functionality, while a backyard storage shed provides additional space for tools, equipment, and outdoor essentials. With no HOA, you have the freedom and flexibility to enjoy the property your way. Conveniently located in Oldsmar with easy access to Tampa International Airport, Gulf Coast beaches, shopping, dining, parks, and major roadways, this home combines modern upgrades, privacy, and the Florida lifestyle in one exceptional package. Zoned for Oldsmar Elementary, Carwise Middle, and East Lake High School, this is a fantastic opportunity to own a completely updated home in a highly convenient Oldsmar location.

1704 Hibiscus Circle S, Oldsmar

583 Longwood Court, Oldsmar

583 Longwood Court, Oldsmar

3 Beds ⋅ 2 Baths ⋅ Manors Of Forest Lakes The SubDv. ⋅ 34677 Zip Code

Welcome to your own private Florida retreat in desirable Oldsmar! This spacious 3-bedroom, 2-bath home with a 2-car garage sits on over a quarter acre, offering plenty of room to relax, entertain in your enclosed sunroom, and enjoy the Florida lifestyle. Step outside to your private backyard oasis featuring a sparkling swimming pool and relaxing hot tub, under a large screened enclosure—perfect for cooling off on sunny afternoons, unwinding after a long day, or entertaining family and friends year-round. The generous homesite provides added privacy and outdoor space rarely found in many neighborhoods. Inside, the well-designed floor plan offers comfortable living spaces, three generously sized bedrooms, and two full baths, making the home ideal for everyday living or entertaining. The attached 2-car garage provides ample parking and additional storage. Conveniently located in Oldsmar, with easy access to Tampa, Clearwater, Tampa International Airport, shopping, dining, parks, recreation, and the beautiful Gulf Coast beaches. Enjoy the perfect combination of space, location, and resort-style outdoor living. Don't miss the opportunity to make this Oldsmar pool home your own—schedule your private showing today!

583 Longwood Court, Oldsmar

950 Waverly Street, Oldsmar

950 Waverly Street, Oldsmar

3 Beds ⋅ 2 Baths ⋅ Country Club Add To Oldsmar Rev SubDv. ⋅ 34677 Zip Code

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

950 Waverly Street, Oldsmar

1750 Split Fork Drive, Oldsmar

1750 Split Fork Drive, Oldsmar

4 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 1 SubDv. ⋅ 34677 Zip Code

Virtually Staged. Welcome to this spacious and well-maintained **4-bedroom, 3-bath Oldsmar home offering 2,460 square feet of living space**, a great layout, and plenty of room to spread out. As soon as you enter, the **high vaulted ceilings** create an open, airy feel and showcase the generous living areas throughout the home. Situated on a **larger lot in a quiet neighborhood**, the home also features an approximately **14' x 17' rear addition**, providing valuable extra space and flexibility. This area can function as a **bonus room or 4th bedroom and has its own mini-split system**, making it comfortable and versatile for guests, a home office, playroom, gym, or additional living space. Step outside to the screened pool and enjoy a **gorgeous water view**, creating a peaceful Florida setting that’s perfect for relaxing or entertaining. The home has been **very well kept and maintained**, with additional highlights including a **2018 roof** and a functional floor plan that makes great use of the space. This is a great opportunity to own a spacious home with a pool, water view, larger lot, and flexible living space in a desirable Oldsmar location.

1750 Split Fork Drive, Oldsmar

1332 Preservation Way, Oldsmar

1332 Preservation Way, Oldsmar

4 Beds ⋅ 4 Baths ⋅ Preserve, The SubDv. ⋅ 34677 Zip Code

Pre-Construction. To be built. TO-BE-BUILT CUSTOM HOME- An exceptional opportunity to build your dream home in the prestigious East Lake Woodlands community. Located within The Preserve, this proposed custom residence is situated on a beautiful homesite in a double-gated, private golf community, offering an unparalleled combination of privacy, security, and an exceptional lifestyle. This proposed custom home offers approximately 3,530 square feet of heated living space and 4,465 square feet total under roof, featuring 4 bedrooms, 4 full bathrooms, a private den, and a 2-car garage. The thoughtfully designed floor plan showcases spacious living areas and a modern custom-home concept designed to complement this exceptional homesite. The property is offered as a to-be-built custom home package, including the lot. The floor plan, renderings, and images are provided as a representation of the proposed residence and are intended to showcase the potential of this custom-home opportunity. However you can choose the paint, finishes, cabinets and flooring. OR----- Create your own home, floorplan, size, dimensions and layout! Minimum square footage is 3500sf. Please note: This is a proposed home and has not yet been constructed. Floor plans, renderings, dimensions, finishes, features, and specifications are conceptual and subject to change. Final design, construction, selections, and approvals are subject to builder, buyer, architectural review, association requirements, and applicable governmental approvals. A rare opportunity to secure a beautiful homesite and create a brand-new custom residence in one of Oldsmar's most desirable communities.

1332 Preservation Way, Oldsmar

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