297 Gulf Shore Drive
Santa Rosa Beach, Florida 32459
Listed by: Berkshire Hathaway Home Services PenFed Realty (850) 267-0013
$3,750,000
17 Penny Lane, Santa Rosa Beach, Florida 32459 Map
Listing courtesy of 1 Percent Lists Florida Coast
MOTIVATED SELLER! This property boasts 10 spacious bedrooms and 11 bathrooms, making it the perfect retreat for large families or groups of friends looking to create unforgettable memories together. With the ability to comfortably sleep up to 28 people, your family reunions, friend getaways, or vacation rentals will be a breeze! Say goodbye to HOA restrictions and embrace the freedom of owning this incredible investment property, which has an impressive rental history. The current rental management company is projecting nearly $400,000 in rental income this year, providing you with a fantastic return on your investment. As you explore this home, you'll appreciate the exquisite, custom details and beautiful woodwork that elevate its elegance.- Tax benefits commonly used by rental owners: depreciation, deductible operating expenses (management fees, maintenance, utilities), and interest deductions can help lower taxable income -- talk with your CPA about how these apply to your situation. - Flexible ownership strategies: works as a short-term rental, seasonal vacation home, or long-term income property; could fit 1031 exchange or portfolio diversification plans (confirm with your tax advisor). - No HOA restrictions: more control over rental use, furnishings, and booking platforms. What makes guests book it - Location: an easy 3-minute walk to Shunk Gulley and Scenic Highway 30A beaches; nearby ADA-accessible Ed Walline access with restrooms, picnic shelters, and a two-story viewing platform. - Amenities guests crave: private pool, multiple balconies with Gulf views, roomy living areas on each floor so large groups can spread out and still gather. - Thoughtful design: custom woodwork and finishes that give the home character and repeat-booking appeal. Who this fits best - Investors wanting a high-capacity, high-demand short-term rental with management already in place. - Buyers seeking a multi-family vacation home that pays for itself during peak season. - Owners looking for tax-advantaged real estate income (consult your CPA for specifics). This property blends lifestyle and investment -- beachfront access, big rental revenue, and tax strategies that can improve net returns!
Open in Google Maps Save it, or schedule a showing
Estimated monthly payment
$22,075
Estimates only, for planning. Your rate, taxes, insurance and dues will differ. Ask a licensed lender for a quote.
Listing courtesy of 1 Percent Lists Florida Coast
© 2026 Central Panhandle Association of Realtors (CPAR). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of CPAR. Real estate listings held by IDX Brokerage firms other than Life's a Beach Real Estate are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is deemed reliable but not guaranteed. Data last updated: Saturday, October 31st, 2026 at 04:10:48 AM.
Data services provided by IDX Broker
Keep looking
Santa Rosa Beach, Florida 32459
Listed by: Berkshire Hathaway Home Services PenFed Realty (850) 267-0013
Santa Rosa Beach, Florida 32459
Listed by: Compass (850) 329-5013
Santa Rosa Beach, Florida 32459
Listed by: Berkshire Hathaway Home Services PenFed Realty (850) 267-0013
Home valuation
Curious what your condo or home would sell for right now? We'll pull the recent sales in your building or neighborhood and give you a straight number.
Request a home valuationFree account
Tell us where to send them. You will get new listings and price drops that match what you are looking at, and a local agent is a text away if you have questions.