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Under contract-accepting backup offers. This home is not only a wonderful place to live, but also a high-performing, turnkey investment property in the prime Whispering Pines neighborhood—with no HOA and located in unincorporated Pinellas County.
This fully updated, income-producing property offers a rare blend of style, function, and proven cash flow. Over $110,000 in upgrades have been completed in recent years—including major mechanicals (2021–2024), roof (2023, with GAF Golden Pledge Warranty), kitchen renovation (2022), pool refinishing (Pebble Tec) and pool equipment (2022), full interior painting (2022), and professional landscaping (2022). See attached feature sheet for the full upgrade list.
This home comes with smart home technology, including: two smart thermostats, Wi-Fi-controlled pool heater, FLO smart main water valve control/monitor, and Ring doorbell.
Currently leased month to month at $7,500/month (tenants pay utilities; owner pays pool/landscaping), this home delivers a 6.3% cap rate at the listing price. It also has a proven short-term rental history with annual revenue of $165,000 in 2024 and a cap rate of 9.7% at listing price. The property's unique layout, high-end updates, and desirable location made it a consistent top performer in the STR market. Financials available upon request.
During Hurricanes Helene and Milton, there was no water intrusion inside the home, backyard, or pool. Guests stayed comfortably in between the hurricanes and after Milton.
The home’s flexible layout spans multiple levels. The first floor features two bedrooms, a flex space, a full bath, laundry room, and storage room—offering the potential to serve as an in-law suite with a private entrance. There is also access to the family room with a cozy woodburning fireplace and wet bar. Two French doors open to an inviting, resort-style backyard.
The outdoor space is an entertainer’s dream, with a large covered deck that seats 12+, a heated Pebble Tec pool with shallow and deep ends, new pavers, a gazebo, and a fire pit area for cool evenings.
A half-flight of stairs leads to the heart of the home: a remodeled kitchen with bold blue cabinetry, quartz countertops, marble backsplash, deep black sink, bar seating, and vent hood. A breakfast nook offers peaceful views of the pool and backyard—an ideal spot to start your day.
The spacious great room features soaring ceilings, luxury vinyl plank flooring, and a seamless living and dining area. Upstairs, you'll find four more bedrooms, including the master suite with a private en suite bath, and an additional bathroom with double vanities and a laundry chute.
Located on a quiet, dead-end street with no rear neighbors and wetland views, this exceptional home is a proven, turnkey income-generating opportunity in a sought-after neighborhood—truly offering the best of Florida living. Whether you're expanding your portfolio, looking for a dual-use property (personal + rental), or planning to make this your dream forever home, this house delivers on performance and flexibility.
The home is offered fully furnished (subject to buyer interest/negotiation).
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Located in very desirable Whispering Pines Forest is this beautifully maintained home with open skyviews that backs up to the intercoastal waterway and conservation area. As you enter, you are welcomed with 15 foot ceilings and a bounty of natural light. The two separate spacious living areas are great for entertaining family and friends. You will fall in love with the views from the kitchen and breakfast nook. The first level includes the laundry room(with laundry shoot,) wet bar, and a sizable room, which could be used as 2 separate bedrooms, office, den, mother-in-law suite, studio...the opportunities are endless with this space. The Master Suite and additional bedrooms are located on the second level. The large back yard features beautiful landscaping, covered seating area, separate gazebo, and salt water pool, which are perfect for relaxing after a long week. With too many features to list, you are going to want to schedule a showing today. The manager has listed the unit size as 3335 square feet.
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Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017