Whispering Oaks Real Estate

Whispering Oaks Real Estate

Welcome to Whispering Oaks, a serene subdivision nestled in the heart of Florida, where tranquility meets modern living. This charming community is a hidden gem, offering residents a perfect blend of natural beauty and contemporary amenities.

Whispering Oaks is known for its lush oak trees that provide a picturesque backdrop, creating an inviting atmosphere that feels like a retreat from the hustle and bustle of everyday life. With spacious lots and beautifully designed homes, this subdivision is ideal for families, retirees, and anyone seeking a peaceful lifestyle without sacrificing convenience.

Located just a short drive from the vibrant cities of Orlando and Tampa, residents of Whispering Oaks enjoy easy access to shopping, dining, and entertainment options. The area is also rich in recreational opportunities, with nearby parks, golf courses, and nature trails, perfect for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply taking leisurely strolls in the fresh Florida air, Whispering Oaks has something for everyone.

Education is a priority in this community, with highly-rated schools within close proximity, making it an excellent choice for families with children. Plus, the friendly neighborhood atmosphere fosters a strong sense of community, where neighbors become friends and gatherings are common.

If you’re searching for a place that combines the beauty of nature with the convenience of modern living, Whispering Oaks is the perfect destination. Come and discover the charm of this enchanting subdivision—your dream home awaits!

Newest Listings in Whispering Oaks

$485,000
3 Beds ⋅ 2 Baths ⋅ TB8530230 MLS
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

Listing courtesy of PREMIER SOTHEBYS INTL REALTY. 813-217-5288
$499,000
3 Beds ⋅ 2 Baths ⋅ FC319715 MLS
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

Listing courtesy of COASTAL GATEWAY REAL ESTATE GR. 888-977-1588
$180,000
2 Beds ⋅ 1 Baths ⋅ TB8522617 MLS ⋅ 66 BLDG.
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.

13760 Orange Sunset Drive Unit 201, Tampa

Listing courtesy of THE SOMERDAY GROUP PL. 813-520-9123
$250,000
3 Beds ⋅ 2 Baths ⋅ TB8519231 MLS
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

Listing courtesy of REST EASY REALTY POWERED BY SELLSTATE. 813-546-5846
$875,000
3 Beds ⋅ 2 Baths ⋅ 2148510 MLS
Welcome to Whispering Oaks, Anastasia Island and St. Augustine Beach's best-kept secret. This is a rare opportunity to own a beautifully crafted home just steps from the sugar-white sands of St. Augustine Beach within one of the area's most sought-after gated communities. Situated on a generous 100' x 100' homesite, this custom-designed, solid block construction residence offers three spacious bedrooms, two bathrooms, and a desirable open-concept floor plan designed for effortless coastal living. Filled with natural light, the home's inviting interior creates the perfect setting for gathering with family and friends while embracing the relaxed Florida lifestyle. Outdoor living takes center stage with an impressive 56' x 28' paver patio featuring a built-in fireplace and private outdoor shower--an ideal retreat for entertaining, relaxing after a day at the beach, or enjoying cool coastal evenings under the stars. Thoughtfully upgraded and meticulously maintained, the home showcases soaring ceilings, wood flooring throughout the main living areas, epoxy-coated garage floors, privacy fencing, a paver driveway and walkway, a solar attic fan, and numerous additional enhancements that reflect pride of ownership throughout. Freshly painted inside and out, this move-in-ready coastal gem offers the perfect blend of comfort, quality, and location. If you've been searching for a home that captures the very best of St. Augustine Beach living, your search may be over. Where every day feels like a vacation, and the beach is just a short stroll away.

220 Madrid Street, St. Augustine Beach

Listing courtesy of BERKSHIRE HATHAWAY HOME SERVICES FLORIDA NETWORK.

$459,997
3 Beds ⋅ 3 Baths ⋅ GC540727 MLS
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

Listing courtesy of ARIUM REAL ESTATE, LLC. 321-340-5963
$119,900
1 Beds ⋅ 1 Baths ⋅ TB8510427 MLS ⋅ 2521 BLDG.
Welcome to Whispering Oaks, a gated waterfront community located along beautiful Lake Magdalene in the heart of Carrollwood. This well-maintained first-floor 1-bedroom, 1-bath condo offers a comfortable layout and a great opportunity for a primary residence, seasonal getaway, or investment property. Inside, you'll find wood flooring in the living area, tile flooring in the kitchen and bathroom, and laminate/luxury vinyl flooring in the bedroom for easy maintenance and everyday living. The functional floor plan provides a bright and inviting living space, while the private fenced yard and patio area offer a rare outdoor space perfect for relaxing, entertaining, or enjoying a little extra privacy. Residents of Whispering Oaks enjoy access to a waterfront pool overlooking Lake Magdalene, kayak and boat storage, and beautifully maintained grounds that create a peaceful setting. The HOA includes water, sewer, trash, and exterior maintenance for added convenience. Conveniently located near shopping, dining, major roadways, and all that Carrollwood and Tampa have to offer, this condo combines affordability, location, and waterfront community living.

2521 Cedar Cypress Court Unit 101, Tampa

Listing courtesy of KELLER WILLIAMS TAMPA CENTRAL. 813-865-0700
$262,999
3 Beds ⋅ 2 Baths ⋅ TB8511661 MLS
Modern fully refreshed residence delivering a clean elevated aesthetic and true move in ready condition. Designed with a seamless flow the home showcases shaker cabinetry stainless steel appliances and continuous tile flooring throughout the main living spaces creating a cohesive and contemporary feel from the moment you enter A sleek electric fireplace serves as a refined focal point in the living area adding modern character and ambiance without maintenance Every detail reflects a thoughtful update balancing style comfort and functionality for today’s buyer The outdoor living experience is just as compelling featuring a private pool that is fully open recently serviced and ready for immediate enjoyment ideal for entertaining or relaxing in a private backyard setting Positioned in a growing Zephyrhills location with convenient access to major roadways retail dining and daily essentials this home offers both lifestyle appeal and long term upside in a steadily appreciating area A turnkey opportunity with modern finishes strong presentation and limited inventory at this level this property will not last Schedule your private showing today

4624 Wisteria Drive, Zephyrhills

Listing courtesy of DALTON WADE INC. 888-668-8283
$179,900
2 Beds ⋅ 1 Baths ⋅ TB8510826 MLS ⋅ 66 BLDG.
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

Listing courtesy of THE SOMERDAY GROUP PL. 813-520-9123
$197,900
2 Beds ⋅ 1 Baths ⋅ A4694413 MLS ⋅ 13756 BLDG.
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

Listing courtesy of EQUITY CENTRAL FLORIDA RE. LLC. 321-989-4800
$219,900
2 Beds ⋅ 1 Baths ⋅ TB8498119 MLS ⋅ 13765 BLDG.
In the gated community of Whispering Oaks, this ground-floor condominium offers lakefront living with direct frontage on Lake Magdalene and unobstructed water views from the living room, kitchen and private back patio. The residence features a rare floor plan with additional living space, one of only four in the community, and provides single-level living with no stairs. The open-concept layout enhances functionality, connecting the main living areas with tons of natural light and one-of-a-kind lake views. The kitchen has been upgraded with stainless steel appliances, purchased in 2025, offering a modern and efficient space. This two-bedroom, one-bath residence includes a designated parking space with a wheelchair-accessible ramp, supporting ease of access. The community amenities include a resort-style pool, clubhouse, fitness center and car wash station. A private boat ramp provides direct access to Lake Magdalene, offering additional recreational use for residents. Whispering Oaks is a gated community designed for convenience, accessibility and waterfront living.

13765 Juniper Blossom Drive Unit 101, Tampa

Listing courtesy of PREMIER SOTHEBYS INTL REALTY. 813-217-5288
$138,000
1 Beds ⋅ 1 Baths ⋅ TB8496914 MLS ⋅ 13686 BLDG.
Gated Community! Waterfront corner end condo unit overlooking Lake Magdalene with a spacious open floor plan. Enjoy a little piece of paradise and tranquility tucked away in the gated Whispering Oaks Community with the gorgeous lake views from your private and screened balcony, community pool, clubhouse, fitness and more. Bring your boat, fishing pole and /or jet ski for the Ultimate Florida lifestyle! Ideally located near USF, hospitals, airport, shopping, dining, and highly desirable Carrollwood area. Schedule your showing today.

13686 Orange Sunset Dr Unit 201, Tampa

Listing courtesy of CAPITAL CALDWELL LLC. 813-728-0274
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