Whispering Oaks Homes under $500,000

Whispering Oaks Homes under $500,000

Welcome to Whispering Oaks, a hidden gem nestled in the heart of Florida, where tranquility meets modern living. This charming subdivision offers a delightful blend of comfort and convenience, making it the perfect place for families, retirees, and everyone in between. With its beautifully landscaped streets and a warm sense of community, Whispering Oaks is designed for those who appreciate the beauty of nature while enjoying the perks of suburban life.

One of the standout features of Whispering Oaks is its affordability. Here, you can find stunning homes priced under $500,000, making it accessible for first-time buyers and those looking to downsize without compromising on quality. Each residence boasts unique architectural styles, spacious layouts, and modern amenities, ensuring that you find the perfect fit for your lifestyle. Many homes are adorned with lush gardens, inviting patios, and open-concept living spaces, ideal for entertaining friends and family.

Residents of Whispering Oaks enjoy a plethora of nearby recreational activities, from walking trails and parks to shopping and dining options just a short drive away. The community fosters a friendly atmosphere, where neighbors become friends and lifelong memories are made. With excellent schools and convenient access to major highways, this subdivision is not just a place to live, but a place to thrive.

Discover the enchanting lifestyle that Whispering Oaks has to offer—your dream home awaits! Whether you’re looking for a cozy retreat or a vibrant community, Whispering Oaks is the perfect destination for your next chapter in Florida living.

Newest Whispering Oaks Homes under $500,000

2555 Cedar Cypress Court Unit 2555, Tampa
$245,000
2 Beds ⋅ 3 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
COMING SOON! This unit is waiting for YOU~. Come check out this waterfront 2 bedroom, 2.5 bath condo located on Lake Magdalene in the gated community of Whispering Oaks. Lake Magdalene is a 252-acre lake. This particular floor plan s the largest floor plan in the community with your living room, dining room, and kitchen downstairs. The kitchen boasts white cabinets, stone countertops, and a window above the sink to allow for additional natural lighting. The living room has sliders that lead to the paved and fenced private courtyard overlooking the lake. The courtyard is perfect for entertaining or enjoying a morning cup of coffee or evening dinner! The bedrooms and full baths are upstairs with lots of closet storage space and each bedroom has water views, the back bedroom is of the lake and the front bedroom is a pond. Washer/Dryer hook-up is located on the first floor and convey with the property. This unit has updated windows and sliding glass doors. The community features a completely renovated community pool, a fitness center, and a boat ramp. The condo is conveniently located within minutes of restaurants, shopping, downtown Tampa and all major expressways.

2555 Cedar Cypress Court Unit 2555, Tampa
13741 Juniper Blossom Drive, Tampa
$195,000
2 Beds ⋅ 2 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
Waterfront living in the heart of Carrollwood! Welcome to 13741 Juniper Blossom Drive, a beautifully updated 2-bedroom, 1.5-bath residence in the gated waterfront community of Whispering Oaks. From the moment you step inside, you'll appreciate the bright, inviting interior, warm wood flooring, and comfortable layout designed for everyday living and entertaining. The updated kitchen features white cabinetry, granite countertops, stainless steel appliances, ample storage, and a convenient pass-through overlooking the living and dining areas. Sliding glass doors extend the living space outdoors to your private fenced patio overlooking the water, an ideal setting for morning coffee, relaxing at the end of the day, or enjoying Florida's year-round outdoor lifestyle. Upstairs, you'll find two generously sized bedrooms with plantation shutters and ceiling fans, along with a full bathroom. Additional features include an interior laundry area, guest half bath, abundant natural light, and plenty of storage. Whispering Oaks offers a distinctive gated, lakefront lifestyle on Lake Magdalene, with community amenities that complement the Florida lifestyle while keeping you conveniently located near Carrollwood's restaurants, shopping, entertainment, major roadways, and everything Tampa has to offer. Water views, an updated interior, private outdoor space, and a desirable Carrollwood location, all at an exceptional value. Whether you're looking for a primary residence or a low-maintenance Tampa home, 13741 Juniper Blossom Drive is ready to welcome you home. Schedule your private showing today!

13741 Juniper Blossom Drive, Tampa
13812 Orange Sunset Drive, Tampa
$184,000
2 Beds ⋅ 2 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
Enjoy waterfront living in the heart of Carrollwood! Located in the gated **Whispering Oaks community on Lake Magdalene**, this charming two-story townhome offers a peaceful setting while keeping you close to everything Tampa has to offer. The home features **2 bedrooms, 1.5 bathrooms**, an open-concept living area, neutral finishes, and **no carpet throughout**. A convenient half bath is located downstairs, while both bedrooms and the full bathroom are upstairs. Step outside and enjoy your own private outdoor space overlooking the pond—the perfect spot to relax and unwind. Whispering Oaks offers an impressive selection of amenities centered around an active Florida lifestyle. Residents can enjoy **access to Lake Magdalene**, a private boat ramp, lakefront community pool, clubhouse, 24-hour fitness center, tennis and basketball courts, dog park, car wash station, additional laundry facilities, assigned resident parking, and guest parking. Bring the kayaks, canoe, jet skis, or boat and take advantage of everything the lake has to offer, including **boating, fishing, and water skiing**. Tucked away in a beautifully landscaped community yet conveniently located in **Carrollwood**, you'll be just minutes from shopping, dining, entertainment, medical facilities, major highways, USF, Busch Gardens, and Downtown Tampa. **Peaceful waterfront surroundings, resort-style amenities, and a convenient central location make this a wonderful place to call home.**

13812 Orange Sunset Drive, Tampa
4643 Dunnie Drive, Tampa
$475,000
3 Beds ⋅ 2 Baths ⋅ Whispering Oaks SubDv. ⋅ 33614 Zip Code
Welcome to Whispering Oaks, a gated community in the Carrollwood area of Tampa! This beautiful three-bedroom, two-bath, two-car garage home features soaring vaulted ceilings, elegant arched doorways and a welcoming foyer with decorative inlay that opens to the formal living and dining rooms, accented by columns and art niches. The kitchen is equipped with stainless steel appliances and an oversized granite countertop that opens to the family room, creating the perfect space for everyday living and entertaining. The spacious primary suite offers a walk-in closet and French doors leading to the covered, screened patio. The primary bath features a large walk-in shower, dual sinks and neutral ceramic tile. Two additional bedrooms share a nearby full bath. Bring the outdoors in with the screened lanai featuring pavers, perfect for relaxing or entertaining. Enjoy the peace and tranquility of the beautifully landscaped backyard, complete with mature shade trees. Its prime location offers easy access to top-rated schools, shopping, dining, golf courses, county parks, beautiful beaches and Tampa International Airport. Commuting is a breeze with convenient access to Downtown Tampa, Clearwater and St. Petersburg.

4643 Dunnie Drive, Tampa
12 Dawson Drive, Palm Coast
$489,000
3 Beds ⋅ 2 Baths ⋅ Whispering Oaks SubDv. ⋅ 32137 Zip Code
FANTASTIC Opportunity to live in The Hammock between the Intra Coastal Waterway and the Atlantic Ocean. With nearly one-half acre of land there is plenty of space for recreational vehicles, garden features, or outdoor living.

12 Dawson Drive, Palm Coast
13760 Orange Sunset Drive Unit 201, Tampa
$180,000
2 Beds ⋅ 1 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
Welcome to this charming condo in the gated community of Whispering Oaks, nestled along beautiful Lake Magdalene. Enjoy Florida lifestyle with access to boating, fishing, kayaking, jet skiing, a private boat ramp, swimming pool, 24-hour fitness center, laundry facilities, and car wash station. This freshly painted unit features laminate and tile flooring throughout with no carpet, washer/dryer hookups, and a covered, screened lanai overlooking a peaceful pond with beautiful sunrise views and abundant wildlife. Conveniently located in the heart of Carrollwood just off N. Dale Mabry Highway and W. Fletcher Avenue, with easy access to shopping, dining, grocery stores, I-275, I-75, and I-4, and only minutes from University of South Florida, downtown Tampa, Tampa International Airport, and Moffitt Cancer Center. Capital contribution to the HOA is due at closing. Tenant occupied, must assume lease.

13760 Orange Sunset Drive Unit 201, Tampa
35058 Whispering Oaks Boulevard, Dade City
$215,000
3 Beds ⋅ 2 Baths ⋅ Whispering Oaks SubDv. ⋅ 33523 Zip Code
Welcome to Whispering Oaks Estates, where maintenance-free living offers comfort and convenience! This charming villa offers a thoughtfully designed split bedroom floor plan with 1520 square feet of living space. Enjoy a Light, Bright eat-in kitchen with an open pass thru to the dining room area boasting volume ceilings, OPEN to the spacious great room featuring a brick wood-burning fireplace, mirrored bar and closet for added storage. This villa features an expansive 10 x 29 enclosed lanai overlooking greenspace perfect for relaxing with no rear neighbors! There is also a flex space Florida room area between the great room and lanai which would make a perfect home office, fitness area, sitting/reading nook or game room. Attached golf cart parking/storage shed/workshop also offers additional storage! Updates include Luxury vinyl plank floors in common areas, Roof replaced in 2019, some siding and windows were updated. Also a Solar tube was added for natural light plus Appliances are included. With low annual HOA fees and no CDD fees, this villa is ideally located just north of State Road 50 off US 301, providing easy access to Brooksville, Historic Dade City, Wesley Chapel, Orlando, Ocala, Tampa, Airport and Beaches! Available both For Sale or For Lease. CALL TODAY!

35058 Whispering Oaks Boulevard, Dade City
7422 S County Road 231, Lake Butler
$459,997
3 Beds ⋅ 3 Baths ⋅ Whispering Oaks SubDv. ⋅ 32054 Zip Code
Welcome to this solid brick, 3-bedroom, 2.5-bathroom pool home nestled on 3 peaceful acres in Lake Butler, where country living meets everyday convenience. With easy commutes to both Gainesville and Jacksonville, this property offers the best of both worlds: a quiet rural retreat without sacrificing accessibility. The home's classic brick construction is complemented by a durable metal roof, and the thoughtful updates throughout give buyers peace of mind. The kitchen has been updated, and major systems have been recently addressed, including a newer HVAC unit (approx. 7 years), a hot water heater replaced just one year ago, a new well bladder, and a new septic pump, so the big-ticket items are already taken care of. Entertain all year long with a sparkling pool that reaches an impressive 13 feet deep and is convertible to saltwater. A convenient half bathroom accessed from the rear patio makes poolside entertaining a breeze. The spacious lot offers plenty of room for family gatherings, outdoor entertaining, and storage, with powered exterior storage buildings ready for boats, RVs, ATVs, and all your outdoor toys. No HOA means the freedom to live your way. Inside, the flexible floor plan includes a bonus room currently set up as a bar and game room, perfect for entertaining, as well as an additional open bonus room that works beautifully as a home office or flex space. Storm-ready and energy-efficient, the home is wired for a 9,500-watt generator and sits on Clay Electric, known for lower-than-average utility bills. As a priority utility restoration property, you'll be among the first to have power restored after a storm. With agricultural property tax exemption thanks to the beautiful pine trees on the property, and the added potential to subdivide the lot into two parcels, this home is as smart an investment as it is a wonderful place to call home. Pool equipment and BBQ fire pit are negotiable. RVs and boats welcome. No HOA. Room to roam. Ready to move in.

7422 S County Road 231, Lake Butler
13762 Orange Sunset Drive Unit 102, Tampa
$174,900
2 Beds ⋅ 1 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
Welcome to Whispering Oaks - a gated lakefront community in Carrollwood surrounded by mature trees, peaceful water views, and the kind of natural setting that feels worlds away from the pace of the city. This beautifully maintained ground-floor 2 bedroom, 1 bath condo offers a rare sense of calm at an incredibly accessible price point. Inside, you’ll find 1,157 square feet of comfortable living space featuring ceramic tile throughout the main living areas, brand new carpet in the bedrooms, in-unit laundry, and an inviting layout filled with natural light. The private fenced patio overlooks the pond and offers the perfect space for gardening, relaxing outdoors while you listen to the birds, or enjoying a front row seat to the moon. Additional updates include 2017 hurricane- impact windows, an updated shower with a freshly resurfaced tub, and a 2025 HVAC system backed by a 10-year warranty. Furnishings may be included optionally, creating a truly move-in-ready opportunity. Resort-style amenities make everyday living feel effortless, including a community pool overlooking Lake Magdalene, 24/7 fitness center, clubhouse, private boat ramp, car wash station, gated entry, assigned parking, and abundant guest parking. With direct access to the 252-acre lake, you can enjoy kayaking, paddle boarding, boating, fishing, and the relaxed waterfront lifestyle typically reserved for much higher price points. Conveniently located near Carrollwood Village, USF, major hospitals, shopping, dining, and I-275. No flood insurance required. What most would call an escape, you can call home! Contact the listing agent today for more information or for a private tour.

13762 Orange Sunset Drive Unit 102, Tampa
13756 Orange Sunset Drive Unit 101, Tampa
$175,000
2 Beds ⋅ 1 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
Discover comfortable lakeside living in this beautifully updated 2-bedroom, 1-bath condo overlooking scenic Lake Magdalene. Recent upgrades include modern flooring, an updated kitchen, and newer appliances, creating a move-in-ready space that's both stylish and functional. Step outside to your spacious private fenced patio, perfect for entertaining, relaxing, or enjoying peaceful lake views. Located within a gated community, residents enjoy access to a sparkling community pool, one covered carport space, and an additional assigned parking space. Whether you're a first-time homebuyer, downsizing, looking for a low-maintenance lifestyle, or seeking a great investment opportunity, this condo offers exceptional flexibility. Ideal for a small family, individual owner-occupant, or as a rental property. Enjoy the combination of updated interiors, outdoor living space, community amenities, and beautiful Lake Magdalene views in a convenient and desirable location.

13756 Orange Sunset Drive Unit 101, Tampa
13690 Orange Sunset Drive Unit 102, Tampa
$169,999
2 Beds ⋅ 1 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
This waterfront ground-level 2-bedroom, 1-bath charmer comes with all the perks: a private boat ramp for your inner captain, a fitness center to work off those post-boat snacks, and a community pool for when the lake feels like soup. Your car gets its own VIP carport plus a bonus reserved spot just steps from the building for those rainy days or when you're wrangling a tiny tot(s), groceries and your last shred of patience all at the same time. So that's 2 reserved parking spots just for you. Another perk that comes with this unit is a storage closet under the stairs, right outside your door for all of the "I'll use it someday" treasures. Inside enjoy newer luxury vinyl, your own washer and dryer(because laundry day should be clothes-optional), and access to a community laundry room if you're feeling social. The fenced backyard is just the right size — big enough for fun, small enough to clean quickly so you can back to boating, skiing, and fishing. All of this wrapped up in a gated community for that extra "exclusive club" feel.

13690 Orange Sunset Drive Unit 102, Tampa
13693 Orange Sunset Drive Unit 203, Tampa
$150,000
2 Beds ⋅ 1 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
One or more photo(s) has been virtually staged. **WHY RENT WHEN YOU CAN OWN?** Welcome to this meticulously maintained condo in the GATED Whispering Oaks community right in the heart of Carrollwood. OVERLOOKING A PEACEFUL POND, enjoy BEAUTIFUL WATER VIEWS right from your PRIVATE SCREENED-IN BALCONY —perfect for morning coffee or winding down after a long day. Inside, the LAYOUT IS OPEN and easy to live in, with TILE FLOORING THROUGHOUT, NEUTRAL TONES, and comfortably sized bedrooms. The 2nd bedroom can even be used as an office. The bathroom has been updated, and the kitchen features white cabinets, a stylish backsplash, plenty of counter space, and comes fully equipped with a range, refrigerator, and dishwasher. It flows right into the dining and living areas, making it great for both relaxing and entertaining friends and family. You’ll also love the in-unit laundry (WASHER/DRYER INCLUDED) and the convenience of an assigned parking space just steps from the building, plus extra guest parking. The community itself adds even more value, with LOW HOA FEES that cover exterior maintenance, insurance, water, sewer, and trash—plus access to FABULOUS AMENITIES including a lakeside pool, clubhouse, 24/7 fitness center, car wash station and a PRIVATE BOAT RAMP with DIRECT ACCESS TO LAKE MAGDALENE —ideal for kayaking, fishing, or even jet skiing. Location-wise, it doesn’t get much easier. You’re just MINUTES FROM USF, AdventHealth, the VA, St. Joseph’s, and have quick access to I-275, Dale Mabry, Fletcher, and the Veterans Expressway. Shopping, dining, and groceries are all close by. WHY BUY A 1-BED CONDO IF YOU CAN GET A 2-BED FOR ONLY A FRACTION MORE? If you’ve been looking for a MOVE-IN READY CONDO in a great location with water views—THIS IS IT. CLICK ON THE LINK TO THE 3D TOUR AND MAKE AN APPT TO SEE IT TODAY!

13693 Orange Sunset Drive Unit 203, Tampa
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