Back 2257 Sand Bay Dr
Off Market

2257 Sand Bay Dr

Holiday FL 34691

3
2
2
2584 sq. ft.
17272 sq. ft.
Single-Family
Last sold for $442,000
Penny PerryPenny Perry, last sold this property on 15 October 2025 after 42 days on market.

Overview

Welcome to your entertainer’s dream home—a stunning 3-bedroom, 2-bath, 2-car garage oasis perfectly positioned on a unique oversized lot along the breathtaking Gulf of America. This one-of-a-kind property offers an unparalleled blend of resort-style amenities, natural Florida beauty, and a sense of peace and privacy that is simply unmatched. Step outside into your own private paradise, where beautifully landscaped, Florida-friendly gardens surround you with vibrant color and lush greenery. Designed for low maintenance and equipped with automatic watering, the grounds provide year-round natural beauty with minimal effort. At the heart of the backyard, the solar-heated pool sparkles under the Florida sun, inviting you to relax, entertain, and enjoy the ultimate in outdoor living. This backyard sanctuary has been thoughtfully designed to create an experience, not just a space. A charming outdoor gym offers a place to focus on your wellness, while a dedicated gardening area allows you to indulge your green thumb. For moments of peace and reflection, a tranquil meditation and yoga cathedral awaits, surrounded by tropical landscaping. Golf enthusiasts can enjoy a private driving area, and evenings come alive around the cozy firepit lounge with ample seating. A self-replenishing saltwater tidal pool adds a magical touch, attracting fish during the tides and connecting you to the surrounding natural beauty. From hammocks gently swaying in the breeze to spaces for cornhole, bocce ball, and a flourishing herb garden, every detail has been thoughtfully crafted to create your own personal resort. Inside, the home is equally captivating. The soaring cathedral ceilings in the living room create an airy, open ambiance, while large sliding glass doors invite endless views of the pool and gardens, seamlessly blending indoor and outdoor living. The split-bedroom floor plan offers privacy, with the primary suite tucked away as a true retreat. Enjoy a spa-like ensuite bathroom featuring a custom live-edge vanity, a generous walk-in closet, and sliding doors that open directly to the pool and gardens. The stylish kitchen boasts a custom live-edge peninsula, contemporary tile, and ample storage, flowing effortlessly into the dining area for easy entertaining. Throughout the home, newer flooring, fresh paint, and upgraded baseboards combine to create a polished, move-in-ready space. There is even a custom office conversion within the garage, offering flexibility to work from home or easily restore it for parking if desired. Best of all, this property offers peace of mind with no flood insurance required and no flooding during recent storms. No HOA or CDD! Imagine launching your kayak from your backyard and gliding through the mangrove-lined waterways out to Sand Bay and beyond to the Gulf. Every day feels like a vacation in this extraordinary home. This is more than a home—it’s a lifestyle, a retreat, and a personal sanctuary along the Gulf of America. The Anclote Trail that connects to the Pinellas Trial is right the around block for walking and biking. Don’t miss the chance to experience this exceptional property. Call your real estate professional today to schedule a private showing.

Features

3 bedrooms
2 bathrooms
2 carspaces
2 garage spaces
2584 sq. ft. floor area
17272 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Holiday over the last 12 months, the estimated median property value of 2257 Sand Bay Dr is $269k.

Median value
$269k
Estimated value range
$136k - $1.8m
Median days on market
34
Estimated value trend
-2%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Holiday. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 2257 Sand Bay Dr

2025
Sold
$442,000
15 Oct 2025 by Penny Perry, of REMAX Champions | Trinity
2017
Sold
$205,000
09 Nov 2017 by CAROL SCHINDLER, PA, of FLORIDA EXECUTIVE REALTY

Happy sellers in Holiday

94%
94% of sellers in Holiday reported that their sale price either exceeded or met their price expectations.

Holiday stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 13 reviews in Holiday over the last 12 months.

Local market activity for 3 bedroom single-family properties in Holiday

In the last 12 months, 160 three-bedroom single-family properties similar to 2257 Sand Bay Dr, have been sold.

This represents a 21% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

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