Oldsmar Homes with Waterfront

Oldsmar Homes with Waterfront

Welcome to Oldsmar, a charming city located in Pinellas County, Florida. Known for its stunning waterfront properties, Oldsmar offers residents a unique and picturesque living experience.

Situated in the heart of the Sunshine State, Oldsmar is a vibrant community that boasts a rich history and a thriving real estate market. With its prime location on the western coast of Florida, residents of Oldsmar enjoy easy access to beautiful beaches, breathtaking sunsets, and a wide range of water activities.

If you're in search of a home with waterfront views, Oldsmar is the perfect place for you. Whether you're looking for a luxurious waterfront estate or a cozy cottage by the lake, there are plenty of options to suit your preferences. Imagine waking up to the gentle sound of waves lapping against the shore or enjoying a relaxing evening on your private dock, watching boats sail by.

Living in a waterfront home in Oldsmar also means you'll have access to a variety of recreational activities. Spend your weekends boating, fishing, or simply strolling along the water's edge. With numerous parks, marinas, and nature trails nearby, there's always something to explore and enjoy.

In addition to its stunning waterfront properties, Oldsmar offers a tight-knit community, excellent schools, and a range of amenities including shopping centers, restaurants, and entertainment options. Whether you're a young professional, a growing family, or a retiree, Oldsmar has something to offer for everyone.

So, if you're dreaming of owning a home with waterfront views, look no further than Oldsmar, Florida. Discover the beauty and tranquility of this charming city and find your perfect waterfront oasis today.

Newest Oldsmar Homes with Waterfront

559 Dove Terrace S, Oldsmar
$349,990
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village Ph 2c SubDv. ⋅ 34677 Zip Code
Virtually Staged. Enjoy TRANQUIL POND AND CONSERVATION VIEWS from this beautifully remodeled home! An OPEN FLOOR PLAN with VAULTED CEILINGS frames unobstructed views of nature from most rooms, while PLANTATION SHUTTERS throughout add a classic touch. The cedar-lined FLORIDA ROOM, complete with shades and an awning, is the perfect spot for morning coffee or unwinding at sunset. Recent updates include 42-INCH ALL-WOOD CABINETS, GRANITE counters, and STAINLESS STEEL APPLIANCES, plus newer LAMINATE FLOORING throughout. Major systems are already done for you: roof replaced in 2019, primary bath and laundry renovated in 2021, HURRICANE WINDOWS installed in 2023, A/C in 2018, and hurricane straps on the garage door. The water is purified with a reverse osmosis system provided by the county. Some furnishings available separately. Life in GULL AIRE VILLAGE, an active 55+ community, centers on the heated pool, spa, clubhouse, library, shuffleboard, bocce, and pool table, with golf-cart-friendly streets and a paved walking path along the Tarpon outflow canal connecting to the Oldsmar Trail. Shopping, restaurants, the AMC theater, Bealls, Marshalls, and Richards Foodporium are all within walking distance, and Westfield Countryside Mall, Publix, Walmart, and Countryside Hospital are just minutes away. On weekends, the Gulf beaches await. Honeymoon Island and Caladesi Island State Park are an easy drive, with both airports close by. Peaceful water views, a turnkey list of updates, and a welcoming 55+ community: your relaxed Florida lifestyle starts here!

559 Dove Terrace S, Oldsmar
131 Brent Circle, Oldsmar
$849,900
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
This rare, customized end unit townhome is located on Old Tampa Bay in Oldsmar in the sought after gated community of Seaside Estates. Enjoy breathtaking open water views from any of the floors largely due to the abundance of windows and 3 generous sized patios/decks. Relaxing will come naturally as you gaze out over the green space, seawall and open water. Home features 1834 sf and 3 bedrooms, 3 baths. There are 2 outside parking spaces within a few feet of the attractive entry to the unit. Upon entering the bottom floor you have a foyer and to the left an oversized 2+ car tandem parking garage with an abundance of storage and rear covered patio. Garage also has a vented portable air conditioner and a dehumidifier creating a perfect storage and work area. The ground entry foyer has stairs leading up to the main living area floor where you are greeted with great light from the multi windows and large deck/patio. It is truly a breathtaking view looking out on Old Tampa Bay. This floor features a living room, dining room, updated kitchen (2019), one bedroom with a built-in murphy bed plus desk and a full bath. Ascending one more floor, there is the master suite with sliders leading to a spacious deck, a second en-suite bedroom with its private full bath. There is also a laundry area with double doors for easy access and stackable washer/dryer. Throughout the wooden floors are beautiful with some tile in the wet areas. Multiple outdoor spaces including the ground floor patio plus oversized patios/decks as one on each floor really expand the living space so you can enjoy the Florida lifestyle throughout this open unit. Don't let the multi-stories be an issue as this unit boasts an ELEVATOR installed 2025 to help you move yourself and your belongs easily throughout. As an added bonus, this unit comes with a DEEDED BOAT SLIP located behind the unit at the mouth of the channel. So whether you prefer fishing from the seawall, inshore fishing or shooting out in the Gulf for a little offshore fishing or just pleasure boating maybe to local restaurants/bars such as close by Jack Willie's, you're ready to go! While feeling very private, this unit offers it all . . . privacy yet close to shopping and restaurants for your daily needs.

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

116 Brent Circle, Oldsmar
404 Lakeview Drive, Oldsmar
$485,000
3 Beds ⋅ 2 Baths ⋅ Manors Of Forest Lakes The SubDv. ⋅ 34677 Zip Code
Welcome to Forest Lakes, where beautiful lake views and a wonderful community setting come together! This beautiful completely renovated 3-bedroom, 2-bath home offers 1,550 square feet of inviting living space, a 2-car garage, and a generous lakefront lot spanning over a quarter acre. From the moment you step inside, you’ll appreciate the fresh, modern feel, gorgeous tile flooring throughout, and designer finishes that give the home a polished, cohesive look. The remodeled kitchen is sure to be a favorite gathering spot, featuring quartz countertops, brand-new stainless steel appliances, a spacious island with breakfast bar seating, and a pantry for added storage. Whether preparing a meal or entertaining friends, this thoughtfully designed space offers both style and functionality. New windows throughout the home bring in abundant natural light, creating a bright and welcoming atmosphere. The primary suite offers a relaxing retreat, complete with a private en-suite bathroom featuring a step-in shower. Sliding glass doors open directly from the bedroom to the backyard, where peaceful lake views provide a lovely backdrop to start your day or unwind in the evening. The second bathroom is equally inviting, with a vanity offering generous counter space, a bathtub, and elegant gold accents that add a touch of sophistication. Major improvements include a new roof, water heater and HVAC system, offering added peace of mind for the next owner. And the location is just as appealing! Situated only one house away from the community amenities, you’ll have easy access to the neighborhood swimming pool, fishing pier, tennis, basketball and handball courts, playground, and picnic areas—all for a low $35 monthly fee. Located in an exceptional school district, Forest Lakes is also convenient to shopping, dining, and entertainment in Oldsmar, with easy access to both sides of Tampa Bay. Tampa International Airport and St. Pete-Clearwater International Airport are also just a short drive away. With its stylish renovations, thoughtful details, sun-filled interiors, and beautiful lakefront setting, this home offers a wonderful opportunity to enjoy the best of Forest Lakes living. Schedule your showing today!

404 Lakeview Drive, Oldsmar
3090 Phoenix Avenue, Oldsmar
$689,000
3 Beds ⋅ 3 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Imagine waking up to sparkling water views and having the ultimate Tampa Bay lifestyle right in your backyard. Situated in one of the area’s most desirable coastal pockets, this waterfront property offers direct boat access, giving you the freedom to set sail from your private dock and cruise straight to Downtown Tampa or St. Petersburg for dinner and weekend adventures.This is a rare opportunity to secure a prime waterfront canvas and bring your personal vision to life. Whether you dream of crafting a sophisticated coastal retreat or an effortless open-concept sanctuary, this home gives you the freedom to design every detail to your exact taste. Don’t just buy a house—create your dream waterfront lifestyle. Schedule your private tour today and start imagining the possibilities!

3090 Phoenix Avenue, Oldsmar
10 Windrush Court, Oldsmar
$765,000
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
3825 Shore Boulevard, Oldsmar
$1,915,000
4 Beds ⋅ 4 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Pre-Construction. To be built. ***Pre-Construction Waterfront Opportunity | Oldsmar, Florida Build Your Vision on Wide-Open Tampa Bay A rare opportunity to create a brand-new luxury waterfront residence overlooking the wide-open waters of Tampa Bay. This pre-construction offering combines an exceptionally Large Oldsmar waterfront homesite with a thoughtfully designed three-level residence created to maximize the views, outdoor living, and Florida waterfront lifestyle. The proposed home features approximately 3,700 square feet of cooled living space with 4 bedrooms, 3.5 bathrooms, and a four-car tandem garage. The three-level design features concrete block construction and an open great-room floor plan with a spacious kitchen, oversized center island, dining area, and expansive living space designed to take advantage of the Open Tampa Bay setting. Covered porches and balconies extend the living areas outdoors, while the upper-level primary suite is positioned to capture the waterfront views. Buyers will also have the opportunity to personalize the home with a choice of beautiful exterior architectural styles, including West Indies, Coastal Contemporary, and Modern Mediterranean. Additional options include a residential elevator and custom pool package at an additional cost. Following the proposed lot split, the homesite is estimated to provide approximately 90 feet of street frontage, 180 feet of depth, and an impressive 99 feet of waterfront frontage on wide-open Tampa Bay. The waterfront land is to be purchased separate from the cost of constructing the home but can be packaged together with a CP Loan allowing buyers to secure the homesite and then move forward with their selected home design, finishes, and available options. All 3 lots are offered at an asking price of $466k each. The build cost is estimated at $1,449,000 without optional Elevator Package (+$80k) & Pool Package (+120K). This Package is for Lot 6 Blk 8 only. *Supplied Home Construction Virtual Renderings are for example only*

3825 Shore Boulevard, Oldsmar
1750 Split Fork Drive, Oldsmar
$615,000
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
3825 Shore Boulevard, Oldsmar
$1,349,000
West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Virtually Staged. RARE OPEN TAMPA BAY WATERFRONT OPPORTUNITY — 1.2 ACRES WITH 302 FEET OF WATERFRONT! Opportunities like this are exceptionally hard to find. Situated directly on the wide-open waters of Tampa Bay, this remarkable 1.2-acre waterfront property offers an impressive 302 feet of waterfront frontage and endless possibilities for a homeowner, builder, or investor. This property provides the flexibility to create one spectacular waterfront estate or subdivide into three separate residential lots, presenting an outstanding opportunity to build three custom or spec homes. The sellers are also willing to sell the lots individually, creating additional flexibility for buyers and builders. Imagine designing your dream home on an expansive waterfront homesite with panoramic Tampa Bay views, generous outdoor living areas, a resort-style pool, and plenty of room to create your own private waterfront retreat. For builders and investors, the ability to potentially develop three separate waterfront residences creates a unique opportunity in a market where large waterfront parcels are increasingly difficult to find. Whether your vision is one extraordinary waterfront estate, multiple luxury residences, or an investment development, this property offers the size, frontage, views, and flexibility to make it happen. 1.2 Acres | 302' of Tampa Bay Waterfront | Potential for 3 Lots each measuring 93ft front, 180ft depth, 101ft on water. A truly rare opportunity to secure a substantial piece of Tampa Bay waterfront and bring your vision to life. *The owner has an updated survey pkg ready to submit for separating this one large parcel into 3 evenly split lots

3825 Shore Boulevard, Oldsmar
129 Brent Circle, Oldsmar
$460,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
HUGE PRICE IMPROVEMENT - WATERVIEWS from All 3 Floors, This UPDATED 3Bed 3Bath townhome is situated in the exclusive gated community of SEASIDE ESTATES in picturesque and historic Oldsmar. Nestled within a Townhome Complex of 67 units, this particular unit stands out as truly unique. The magnificent sunsets are breathtaking. The kitchen has STONE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and offers ease with the CENTRAL VACUUM SYSTEM. Additional highlights include custom-built shelving in both His and Her Primary Closets. The primary suite, located on the third level, boasts a generously sized UPDATED BATHROOMS. The spacious floor plan ensures ample natural light and stunning water views. Enjoy the Florida lifestyle in this golf cart-friendly community, offering amenities such as a swimming pool, Jacuzzi and tennis/pickleball courts. The dock area provides good fishing opportunities, and the residence is only a few minutes away from waterfront public parks, shopping, restaurants, and various recreational facilities. The community hosts more than 20 events annually, with monthly dinners strategically planned around the scenic Tampa Bay. Minutes from downtown Oldsmar and Safety Harbor which offer a variety of restaurants, nightlife, street and music festivals, walking and biking trails, kayaking, This complex is PET FRIENDLY. 20 minutes to Tampa Airport and 30 minutes to downtown Clearwater and world-famous Clearwater Beach, 20 min to Caladesi State Park and the pristine Honeymoon Island.

129 Brent Circle, Oldsmar
105 Lakeview Way Unit 105, Oldsmar
$209,799
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Welcome to this charming FIRST FLOOR condo in the wonderful East Lake Woodlands community, a golf community with guarded gate entry. Featuring serene pond views from the screened lanai. This spacious 2 bedroom, 2 bath condo offers comfort, convenience and the option to purchase fully furnished. Step into the first floor entry to a light and bright kitchen that has been recently updated, with new quartz counters and cabinets with new dishwasher, and newer refrigerator. There is a small area in the kitchen for a nice breakfast. Then walk into the open dining and living room with wood flooring and a fireplace. AC is only 1 year new! The primary bedroom is HUGE with 3 walk-in closets for ample storage. The primary bath has been remodeled with a new vanity with double sinks, mirrors and lights. The new pocket door to the shower area has a lighted, full-length mirror attached. Both bathrooms have new chair height toilets. The 2nd bedroom is large enough for 2 beds with plenty of closet space. The guest bathroom has also been remodeled with a new vanity, sink, mirror and lights. There is a good sized screened lanai that has a closeted washer and dryer, which are included. There is a nice view of the pond and the pool is just down the street from your front door! East Lake Woodlands has miles of sidewalks, a golf course and the Ardea Country Club.

105 Lakeview Way Unit 105, Oldsmar
160 Lakeview Way Unit 160, Oldsmar
$149,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Virtually Staged. Enjoy serene lakefront views from the balcony of this fabulous 2/2 second-floor condo, located in the heart of East Lake Woodlands—one of the most desirable gated country club communities in northern Pinellas County! The owners have invested thousands of dollars in updates, including the kitchen, bathrooms, flooring, and much more. Other great features include a fireplace, three walk-in closets, an open floor plan, and steps away to a sparkling community pool. Condo fees include 24-hour guard service, cable TV, common area taxes, internet, exterior maintenance, grounds maintenance, management, pool maintenance, sewer, trash, and water. For those seeking even more recreation, optional memberships at Ardea Country Club are available for additional fees, offering access to two golf courses, fitness center, heated lap pool, freeform pool, pickleball, tennis, dining, activities, and social events. And the location is hard to beat—convenient to Tampa International Airport, St Petersburg, award-winning Gulf beaches, major medical facilities, professional sporting events, shopping, and fine dining. A great home at a great price!

160 Lakeview Way Unit 160, Oldsmar
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