Whispering Oaks Homes under $250,000

Whispering Oaks Homes under $250,000

Welcome to Whispering Oaks, a hidden gem nestled in the heart of Florida that perfectly blends tranquility with modern living. This charming subdivision offers a serene escape from the hustle and bustle of city life while remaining conveniently close to all the amenities you need. With its lush oak trees, picturesque streets, and friendly community atmosphere, Whispering Oaks is an ideal place to call home.

One of the standout features of this delightful neighborhood is its affordability. Whispering Oaks boasts a selection of beautiful homes, many priced under $250,000. Whether you’re a first-time homebuyer, looking to downsize, or seeking a smart investment opportunity, you’ll find a variety of options that cater to your needs. These homes are designed with comfort in mind, featuring spacious layouts, modern amenities, and charming curb appeal that will make you proud to call this community your own.

Residents of Whispering Oaks enjoy a range of local attractions, including parks, shopping centers, and dining options, all just a short drive away. The community is also known for its excellent schools and family-friendly environment, making it a fantastic place to raise children or enjoy a peaceful retirement.

If you’re looking for a community that offers both charm and value in Florida, Whispering Oaks is the perfect place to start your new chapter. Come explore the possibilities and discover why so many are proud to call Whispering Oaks home!

Newest Whispering Oaks Homes under $250,000

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
13747 Juniper Blossom Drive, Tampa
$199,900
2 Beds ⋅ 2 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
Virtually Staged. Welcome to waterfront living in the gated Whispering Oaks community on beautiful, boatable Lake Magdalene! This spacious 2-bedroom, 1.5-bath townhome offers 1,190 square feet of thoughtfully updated living space with a water view and access to the community boat ramp leading directly to Lake Magdalene. Inside, you'll find LVP flooring, quartz countertops, a farmhouse sink, soft-close cabinetry, all-new fixtures, a dining-area pantry, under-stair storage, and a beautifully updated half bath. The second bedroom features a generous closet, while additional attic storage provides even more room to stay organized. The washer and dryer are conveniently located inside the unit, and the home also features a newer electrical panel installed in 2021. Step outside to a large paver patio with turf and enjoy the Florida lifestyle right from home. A custom remote-controlled blind on the back door adds privacy and convenience. Boating enthusiasts will love the community boat ramp with access to Lake Magdalene, along with available trailer/boat parking. The HOA maintains the exterior and roof and provides water, trash service, landscaping, community pool access, clubhouse, fitness center, and coin laundry. The unit even has its own water shutoff for added convenience. Located close to shopping, dining, major roadways, and everything Tampa has to offer, this is a fantastic opportunity to enjoy low-maintenance waterfront living in one of Carrollwood's established gated communities.

13747 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
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.

13760 Orange Sunset Drive Unit 201, Tampa
35058 Whispering Oaks Boulevard, Dade City
$225,000
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
2521 Cedar Cypress Court Unit 101, Tampa
$99,900
1 Beds ⋅ 1 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
Price improved! lowest priced condominium in the community. 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
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
13686 Orange Sunset Dr Unit 201, Tampa
$138,000
1 Beds ⋅ 1 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
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
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? LOWEST PRICED 2-BED CONDO IN THE CARROLLWOOD AREA!** 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
13831 Orange Sunset Drive Unit 201, Tampa
$159,900
1 Beds ⋅ 1 Baths ⋅ Whispering Oaks SubDv. ⋅ 33618 Zip Code
Welcome Home to Whispering Oaks, a fabulous condo community in a great location with amenities galore! You will feel like you stepped in to your own private oasis with a beautiful view of the pond and fountain from your balcony! Enjoy the convenience of maintenance free living with a community pool, basketball courts, fenced in area for dogs, private boat ramp with access to freshwater Lake Magdalene and more! This adorable 1 bed/1bath upstairs unit is MOVE IN READY! Many upgrades within the last 2-3 years including: Hot Water Heater Replaced 2022, Gorgeous Lifeproof flooring installed in dining room, kitchen, and bathroom 2022, Bathroom remodel 2022, Kitchen Garbage disposal installed 2022, Dishwasher 2023. Entire AC unit replaced with updated electrical and drainage 2023, Bedroom ceiling fan replaced and electrical wiring updated 2024.

13831 Orange Sunset Drive Unit 201, Tampa
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