Indian Rocks Beach Homes with Sailboat Water Water Frontage

Indian Rocks Beach Homes with Sailboat Water Water Frontage

Welcome to Indian Rocks Beach, a hidden gem nestled along the stunning Gulf Coast of Florida. This charming seaside town, located in Pinellas County, offers a perfect blend of relaxation and vibrant coastal living. With its pristine sandy beaches, inviting warm waters, and a friendly community, Indian Rocks Beach is a paradise for those seeking a serene escape or an active lifestyle.

One of the most alluring features of this coastal haven is the availability of homes with sailboat water frontage. Imagine waking up each morning to breathtaking views of the sun rising over the water, with your sailboat docked just steps from your back door. These waterfront properties not only provide direct access to the Intracoastal Waterway but also offer an unparalleled lifestyle for boating enthusiasts and nature lovers alike. Whether you enjoy sailing, fishing, or simply soaking in the sun, living on the water here is a dream come true.

Indian Rocks Beach is not just about its beautiful homes; it boasts a vibrant community spirit, with local shops, delightful restaurants, and year-round events that bring residents together. Enjoy leisurely strolls along the beach or partake in exciting water sports – the possibilities are endless.

If you're looking for a tranquil retreat with the luxury of waterfront living, Indian Rocks Beach is the perfect destination. Discover the charm of this coastal community and explore the exceptional homes with sailboat water frontage that await you. Your dream lifestyle by the sea is just a visit away!

Newest Indian Rocks Beach Homes with Sailboat Water Water Frontage

$999,900
2 Beds 3 Baths Happy Fiddler Condo The SubDv. 33785 Zip Code
Welcome to Happy Fiddler at the Narrows, where coastal luxury meets unbeatable versatility. Perched on the top floor at 60 Gulf Blvd (#402), this premier 1,795-square-foot penthouse delivers rare 360-degree views sweeping across both the Gulf of Mexico and the Intracoastal Waterway. Designed for seamless coastal living, the layout features a light-filled great room and an open-concept kitchen built for entertaining. A thoughtful split-bedroom floor plan ensures total privacy for guests, while the expansive primary suite serves as a personal sanctuary—complete with captivating beach vistas, an ensuite bath, and a deep walk-in closet. Sold with all furnishings included and currently operating as an active vacation rental with immediate income potential, this property is completely turnkey ready. Building highlights include a heated pool, private bayside fishing dock, and direct access to sugar-white sands, placing you just steps from top local dining and boutique shopping in Indian Rocks Beach. Newer windows and doors installed 2018, permit on file, new metal roof 2024, community and Milestone on file Whether you are expanding your investment portfolio or searching for a private waterfront retreat, this penthouse delivers the quintessential Florida lifestyle. Shown by appointment only. Active STR with weekly rentals, 100% passive investment with managment in place.

60 Gulf Boulevard Unit 402, Indian Rocks Beach

$1,750,000
3 Beds 3 Baths La Hacienda 1st Add SubDv. 33785 Zip Code
Welcome to “Casa Del Mare” – a one-of-a-kind architectural sanctuary located in the heart of Indian Rocks Beach. Step inside to discover a 3-bedroom, 2-bath residence with a thoughtful split-bedroom layout, offering privacy and comfort for owners and guests alike. The interiors feature custom tile flooring, upgraded solid-core interior doors, and exquisite stonework throughout — with granite, marble, and Tavernier stone finishes used to dramatic effect. What truly sets this home apart is its uniquely themed, fully furnished, move-in-ready design — every room curated with intention, artistry, and character. “Casa Del Mare” delivers an immersive coastal experience that immediately captivates guests. From sculptural stone details to bespoke décor, each space feels like stepping into a boutique resort. This is the kind of home that sparks conversation, creates instant “wow” moments, and leaves visitors absolutely stunned. The gourmet kitchen is equipped with commercial-grade appliances, gas cooking, and stone-wrapped detailing that elevates everyday living and entertaining. In addition to its exceptional design, “Casa Del Mare” has a proven history as a highly successful short-term rental, outperforming many comparable coastal properties in occupancy, guest satisfaction, and repeat bookings. Its layout, amenities, and resort-style atmosphere make it especially desirable for travelers seeking a luxury experience — offering the next owner both lifestyle enjoyment and top-tier income potential. Each bath is designed as a spa retreat, featuring oversized showers with multi-shower heads, rain and waterfall-style features, and meticulous stone craftsmanship. Outdoors, this property truly shines. Enjoy the rooftop lounge and spa deck, resort-style pool with sun shelf, outdoor kitchen and bar, plus a private dock featuring a new 12,000-lb boat lift installed December 16, 2024, along with a floating dock for multiple personal watercrafts — ideal for boating, sunset cruising, or hosting during the IRB holiday boat parades. Additional recent upgrades include a new roof installed June 27, 2024, and a new air conditioning system installed December 11, 2023, providing peace of mind and enhancing the home’s long-term value. “Casa Del Mare” is equally suited for full-time coastal living, a private retreat, or a high-performing luxury investment property. Every space has been curated to evoke relaxation, conversation, and connection — with room to gather, entertain, and create lasting memories. This is more than a home — it’s an experience.

357 La Hacienda Drive, Indian Rocks Beach

$1,279,000
2 Beds 2 Baths Indian Beach Re-Revised 15th Add SubDv. 33785 Zip Code
Virtually Staged. Experience the pinnacle of waterfront living at 526 20th Ave, a rare Intracoastal gem tucked away at the quiet end of a cul-de-sac in one of Indian Rocks Beach’s most desirable enclaves. This property offers a unique “choose your own adventure” opportunity: move into the beautifully updated bungalow and enjoy the views immediately, or execute tentatively approved plans to nearly double your living space. Indian Rocks Beach offers the perfect blend of relaxed “Old Florida” charm and upscale coastal living. Just a short stroll from your front door are the pristine white sands of the Gulf of Mexico, breathtaking sunsets, eclectic boutiques, and award-winning local dining. Enjoy a walkable lifestyle in a close-knit beach community known for its laid-back atmosphere and strong vacation appeal. Unlike narrow finger canals, this property sits directly on the open Intracoastal Waterway with expansive north and south water views. Enjoy direct Gulf access from your backyard, ideal for sunset cruises or deep-sea fishing. A private 10,000-lb boat lift keeps your vessel secure and ready at a moment’s notice. Watch dolphins and manatees from your backyard or relax in the hot tub while enjoying the annual holiday boat parade and local regattas. Nearly every room in the home captures magnificent unobstructed water views. The single-level interior has been meticulously updated for effortless, low-maintenance living. The gourmet kitchen features a 9-foot quartz island, soft-close cabinetry, and a new 8-foot impact-resistant picture window. Premium JennAir induction cooktop and dishwasher are complemented by an LG refrigerator and microwave. Every bathroom has been completely remodeled with sophisticated finishes and contemporary vanities. Durable luxury vinyl plank flooring throughout provides true “no-stairs, no-stress” living. Step outside to a newly paved waterfront deck and adjustable louvered pergola designed for the perfect balance of sun and shade. Hurricane-impact windows throughout provide peace of mind, energy efficiency, and storm protection. This property also offers exceptional flexibility and investment potential. The city has tentatively approved plans for an attached ADU expansion adding nearly 1,700 additional square feet plus a two-car garage without removing the existing structure. Preliminary floor plans and elevations are included in the photos. With designer upgrades, a private boat lift, and a premier waterfront location, this home is ideally suited as a luxury primary residence, vacation retreat, or high-performing short-term rental opportunity. No HOA fees, favorable Pinellas County taxes, and a peaceful setting surrounded by multi-million-dollar homes complete this extraordinary waterfront offering.

526 20th Avenue, Indian Rocks Beach

$1,875,000
7 Beds 5 Baths Indian Beach Re-Revised 16th Add SubDv. 33785 Zip Code
This listing offers a one-point lender-paid rate buy down for qualifying buyers. Waterfront Quadplex with Boat Dock - Prime Indian Rocks Beach Opportunity! This rare quadplex offers the ultimate combination of beachside living and Intracoastal boating access. Located in sunny Indian Rocks Beach, this income property features two boat slips, a 12,000LB lift, and davits, perfect for boating enthusiasts, with the beach just steps away. The property includes a spacious top-floor 3-bedroom, 2-bath apartment with inside laundry, two private decks, garaged parking, and stunning open-water views, ideal for rental income or personal use. The ground floor consists of two 2-bedroom, 1-bath units that can connect to create a larger 4-bedroom, 2-bath setup, perfect for families or groups, plus a fully renovated efficiency unit with a market rent of $1,600/month. Recent upgrades POST - HURRICANNE include a new roof, roof deck; interior improvements, such as new electric wiring, new cabinetry and fixtures, new flooring where needed. PERMITTING COMPLETE. This turnkey property comes fully furnished, and the first quarter of '26 a gross income of over $75k just in the first few months of this year. MULTI-FAMILY ZONED WATERFRONT PROPERTY with a good CAP rate and strong future appreciation potential. Steps from the Indian Rocks Public Beach access and popular dining spots like Cocoas Pub and Café de Paris Bakery, it's also a short drive to Tampa International Airport, Downtown St. Petersburg, and Innsbruck Golf Course. Indian Rocks Beach has quickly rebounded after recent storms, attracting snowbirds and tourists with its warm weather, world-class boating, and vibrant beachside charm. Don't miss this exceptional investment opportunity. Contact us for detailed financials or to schedule a private showing. Please do not disturb occupants.

2311 Bay Boulevard, Indian Rocks Beach

$849,000
3 Beds 2 Baths Harbourside At Marker 33 Vacation Condo SubDv. 33785 Zip Code
Experience the best of beachside living and investment potential with this beautifully appointed 3-bedroom, 2-bath condo in Harbourside at Marker 33, located in the heart of Indian Rocks Beach. Offered fully furnished and turnkey, this coastal retreat is just moments from the sand and showcases stunning views of both the Intracoastal Waterway and the Gulf of Mexico from its private balcony. Inside, the open-concept design is bright and inviting, highlighted by luxury vinyl wood flooring, tasteful coastal décor, and a sunlit breakfast nook framed by floor-to-ceiling windows. The kitchen is well-equipped for everyday living or hosting guests, featuring granite countertops, upgraded wood cabinetry, a built-in workspace, and a convenient in-unit laundry closet. The spacious primary suite comfortably accommodates guests with two queen beds, a Smart TV, and a private en-suite bath with walk-in shower. A second bedroom offers a king bed, water views, and access to a full bath with a walk-in closet, while the third bedroom features bunk beds, making it ideal for additional guests or families. This property is perfectly suited for short-term rentals, allowing 3-day minimum stays and benefiting from relatively low HOA fees—an appealing combination for investors and second-home buyers alike. Ownership includes access to the popular on-site Splash Harbour Waterpark, complete with a lazy river, slides, heated pool, and four daily passes. Additional amenities include a Tiki bar, Jimmy Guana’s waterfront restaurant, rooftop sunset deck, mini golf, arcade, and boat and jet ski rentals. Set in a highly walkable location near local dining, shops, and beach attractions, this pet-friendly (owners, up to 20 lbs) condo offers a rare blend of resort-style amenities, prime location, and strong income potential—all wrapped into one exceptional coastal property.

399 2nd Street Unit 718, Indian Rocks Beach

$3,950,000
Indian Beach Re-Revised 16th Add SubDv. 33785 Zip Code
Exceptional opportunity to own an expansive waterfront lot in highly sought-after Indian Rocks Beach. Situated on three contiguous lots, this unique property allows for multifamily with short term rental zoning. Currently it features eight well-appointed units and six deepwater boat slips, creating multiple income streams and offering both immediate revenue potential and long-term upside. Recently renovated in 2026, the property offers a well-balanced unit mix with five 2-bedroom, 1.5-bath units and three 1-bedroom, 1-bath units, appealing to a wide range of renters. Six units—including four 2- bedroom and one 1-bedroom—enjoy beautiful water views with sliding glass doors opening to covered porches and shared outdoor spaces overlooking the bay, while two additional 1-bedroom units are located in a detached front duplex. The property is comprised of three separate buildings arranged around a charming palm-lined courtyard. The waterfront building includes the majority of the units with direct water views and access, while a third structure provides six covered carports, eight private storage rooms, a common laundry facility, and an EV charging station. Boating enthusiasts will appreciate the on-site marina with six deepwater slips accommodating vessels up to 50 feet, complete with electric (110V/220V), water hookups, and individual dock boxes, with projected boat slip income of approximately $45,000 annually. With approximately 160 feet of water frontage, this property delivers true coastal living. Previously operated as an annual rental, the property presents significant upside through conversion to short-term rentals, as Indian Rocks Beach allows for short-term leasing—making it an ideal opportunity for investors looking to maximize returns or reposition as a boutique hotel or motel concept. Additional highlights include ample guest parking and walkability to the beach, enhancing both tenant and guest appeal. STR AirDNA reports available upon request. With recent renovations complete, multiple revenue streams, and a prime waterfront location, this is a rare chance to acquire a high-performing, high-upside asset in one of Florida’s most desirable coastal markets. Seller financing available—contact for details.

2307 Bay Boulevard, Indian Rocks Beach

$3,950,000
13 Beds 16 Baths Indian Beach Re-Revised 16th Add SubDv. 33785 Zip Code
Exceptional opportunity to own an 8-unit fully renovated waterfront apartment complex in highly sought-after Indian Rocks Beach. Situated on three contiguous lots, this unique property features eight well-appointed units and six deepwater boat slips, creating multiple income streams and offering both immediate revenue potential and long-term upside. Recently renovated in 2026, the property offers a well-balanced unit mix with five 2-bedroom, 1.5-bath units and three 1-bedroom, 1-bath units, appealing to a wide range of renters. Six units—including four 2-bedroom and one 1-bedroom—enjoy beautiful water views with sliding glass doors opening to covered porches and shared outdoor spaces overlooking the bay, while two additional 1-bedroom units are located in a detached front duplex. The property is comprised of three separate buildings arranged around a charming palm-lined courtyard. The waterfront building includes the majority of the units with direct water views and access, while a third structure provides six covered carports, eight private storage rooms, a common laundry facility, and an EV charging station. Boating enthusiasts will appreciate the on-site marina with six deepwater slips accommodating vessels up to 50 feet, complete with electric (110V/220V), water hookups, and individual dock boxes, with projected boat slip income of approximately $45,000 annually. With approximately 160 feet of water frontage, this property delivers true coastal living. Previously operated as an annual rental, the property presents significant upside through conversion to short-term rentals, as Indian Rocks Beach allows for short-term leasing—making it an ideal opportunity for investors looking to maximize returns or reposition as a boutique hotel or motel concept. Additional highlights include ample guest parking and walkability to the beach, enhancing both tenant and guest appeal. STR AirDNA reports available upon request. With recent renovations complete, multiple revenue streams, and a prime waterfront location, this is a rare chance to acquire a high-performing, high-upside asset inone of Florida’s most desirable coastal markets. Seller financing available—contact for details.

2307 Bay Boulevard, Indian Rocks Beach

$4,199,000
Indian Beach Re-Revised 16th Add SubDv. 33785 Zip Code
Exceptional opportunity to own a fully renovated waterfront apartment complex in highly sought-after Indian Rocks Beach. Situated on three contiguous lots, this unique property features eight well-appointed units and six deepwater boat slips, creating multiple income streams and offering both immediate revenue potential and long-term upside. Recently renovated in 2026, the property offers a well-balanced unit mix with five 2-bedroom, 1.5-bath units and three 1-bedroom, 1-bath units, appealing to a wide range of renters. Six units—including four 2-bedroom and one 1-bedroom—enjoy beautiful water views with sliding glass doors opening to covered porches and shared outdoor spaces overlooking the bay, while two additional 1-bedroom units are located in a detached front duplex. The property is comprised of three separate buildings arranged around a charming palm-lined courtyard. The waterfront building includes the majority of the units with direct water views and access, while a third structure provides six covered carports, eight private storage rooms, a common laundry facility, and an EV charging station. Boating enthusiasts will appreciate the on-site marina with six deepwater slips accommodating vessels up to 50 feet, complete with electric (110V/220V), water hookups, and individual dock boxes, with projected boat slip income of approximately $45,000 annually. With approximately 160 feet of water frontage, this property delivers true coastal living. Previously operated as an annual rental, the property presents significant upside through conversion to short-term rentals, as Indian Rocks Beach allows for short-term leasing—making it an ideal opportunity for investors looking to maximize returns or reposition as a boutique hotel or motel concept. Additional highlights include ample guest parking and walkability to the beach, enhancing both tenant and guest appeal. STR AirDNA reports available upon request. With recent renovations complete, multiple revenue streams, and a prime waterfront location, this is a rare chance to acquire a high-performing, high-upside asset in one of Florida’s most desirable coastal markets. Seller financing available—contact for details.

2307 Bay Boulevard, Indian Rocks Beach

$639,000
2 Beds 2 Baths Harbourside At Marker 33 Vacation Condo SubDv. 33785 Zip Code
Seller will contribute $3,500 toward buyer closing costs, prepaid items, or flooring upgrades. Experience WATERFRONT RESORT LIVING at its finest in this beautifully furnished, TURNKEY 2BR/2BA condo at the highly sought after HARBOURSIDE RESORT AT MARKER 33 in Indian Rocks Beach. Enjoy BREATHTAKING INTRACOASTAL WATERWAY VIEWS overlooking boat slips and daily boating activity from your private balcony. This professionally decorated condo features an OPEN CONCEPT LAYOUT, coastal finishes, granite countertops, wood flooring in the main living areas, Smart TVs throughout, and a convenient INSIDE WASHER/DRYER. A rare investment opportunity, this condo offers FLEXIBLE RENTAL OPTIONS—rent as a full 2BR/2BA or rent the second bedroom as a separate 1BR/1BA lockout suite. With 3 day minimum rentals allowed, strong rental history, and being sold FULLY TURNKEY, you can begin generating income immediately. As an owner or guest, you’ll enjoy FOUR DAILY SPLASH HARBOUR WATER PARK PASSES INCLUDED—a valuable perk, as most other Splash condos in the building provide only two. This is a $100/day value and a major advantage for families and vacation renters. The onsite water park features two 45 ft slides, a lazy river, splash zones, cabanas, a waterfall, and a poolside Tiki bar. The resort also offers a ROOFTOP SUNDECK with sweeping Gulf and Intracoastal views, plus access to additional amenities at the neighboring Holiday Inn, including MINIATURE GOLF AND A GAME ROOM. Located just TWO BLOCKS FROM THE WHITE SAND BEACHES of Indian Rocks Beach, this prime location places you steps from local restaurants, shops, parks, bike rentals, and the beach trolley that runs from Clearwater Beach to St. Pete Beach. Downtown St. Pete and Clearwater are an easy drive for dining, arts, and entertainment, and both Tampa International Airport and St. Pete–Clearwater Airport are conveniently close. Whether you're seeking a VACATION GETAWAY, A HIGH PERFORMING RENTAL, or both, this waterfront condo delivers the perfect blend of RESORT AMENITIES, INCOME POTENTIAL, AND COASTAL LIFESTYLE.

399 2nd Street Unit 416, Indian Rocks Beach

$634,900
2 Beds 2 Baths Harbourside At Marker 33 Vacation Condo SubDv. 33785 Zip Code
2BR/2BA elevated waterfront condo at Harbourside at Marker 33 in Indian Rocks Beach. 3-night rentals allowed. Turnkey 1031 exchange ready. This 2 bedroom, 2 bathroom elevated waterfront condo in Indian Rocks Beach offers 1,110 square feet of interior space and was built in 2016. Approved for short-term rentals with a 3-night minimum and 120-night maximum lease period, the property supports personal use, rental income, or a 1031 exchange strategy. Financing is available. Positioned directly on the Intracoastal Waterway and two blocks from the Gulf beaches, the building is in a flood zone but was constructed in 2016 to a higher elevation and hurricane standards, including hurricane-rated windows. This second-floor unit faces south with water views to the east and west. The 23-foot-wide private balcony overlooks the Intracoastal and nearby boat slips in a designated no-wake zone. The split floor plan allows flexibility for guest stays or dual-use occupancy. Theprimary suite includes a king bed and a walk-in shower. The second suite features two queen beds and a full bath. The open kitchen offers granite counters, shaker cabinetry, luxury vinyl plank flooring, and a breakfast bar that flows into the living area. Washer and dryer (2022) are included. The unit comes fully furnished with decor, televisions, linens, dishware, appliances, and beach gear, allowing immediate rental or personal use withoutadditional setup. Elevator access serves this elevated building. Open parking is located under the structure, and each unit receives one parking pass. WiFi is included. One pet up to 20 pounds is permitted for owners. The HOA fee is $1,660 per month and includes cable TV, internet, WiFi, water, sewer, trash, flood and building insurance, escrow reserves fund, common area taxes, exterior and grounds maintenance, repairs, pest control, pool maintenance, recreational facilities, community pool, These Owners are able to transfer four daily passes (while most units only have two.) to Splash Harbour Waterpark, featuring a 600-foot lazy river, two 42-foot water slides, a kid's zone with slides and a dumping bucket, a resort-style pool, food service, full-service tiki bar, and sundecks overlooking the Gulf of Mexico and the Intercoastal. Rooftop terraces provide additional areas for viewing sunrises and sunsets. From Harbourside at Marker 33, at least ten restaurants and eateries are located within four blocks, including Jimmy Guana’s, The Original Crabby Bill’s, Villa Gallace, Monstah Lobstah, and JD’s Back Porch, Guilty SeaSports Pub, and P.J.’s Oyster Bar, along with nearby shopping. The area is golf cart-friendly and walkable. Clearwater Beach is approximately 7 miles away, Downtown St. Petersburg is approximately 21 miles away, Tampa International Airport is approximately 25 miles away, and Walt Disney World is approximately 91 miles away.

399 2nd Street Unit 216, Indian Rocks Beach

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