Displaying: For Sale
Location: Holiday
Property Type(s): Single Family
Living Area Square Feet: 3500+
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Holiday - 2 properties found
1238 FLOTILLA DR, HOLIDAY, FL 34690
$995,00053 Days on yellowkey MLS ID: TB8485598
REDUCED by $150,000 (13.1%) on 04/27/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5360 Built: 1971 Tax: $8,869 (2025)Community: Forest Hills Un #22Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,869
Elementary School: Sunray Elementary-PO
High School: Anclote High-PO
Tax Year: 2025
Middle School: Paul R. Smith Middle-PO
Remarks: Huge Price Reduction! Bring your contractor and transform this property into your personal paradise. Welcome to this one-of-a-kind exclusive waterfront home pool home in Holiday, set on 1.18 acres at the end of a quiet cul-de-sac on the Anclote River, with water on three sides and approximately 630 feet of waterfront. Surrounded by beautiful moss-draped oak trees, the property offers a private and scenic setting with incredible potential. Featuring Spanish and Mediterranean-inspired architecture, the home showcases arched openings, beamed ceilings, and stone and wood accents throughout. The spacious floor plan includes a sunken formal living room, family room, dining room, office/den and an updated kitchen with a large island, waterfall countertop, range, double oven, and walk-in refrigerator. A flex space with a wet bar and fireplace adds versatility, while the ground floor bath includes dual sinks, sauna with Jacuzzi tub and walk in shower. Two private primary suites, each with separate staircase access, offers comfort and privacy, and both feature private balconies with beautiful water views. Outdoor highlights include a covered deck, gazebo, lanai, oversized 3-car garage, and an expansive yard with room for boat or RV parking and possible tennis court restoration. Buyers will appreciate the opportunity to add a dock and boat lift for easy access to the Gulf of America, perfect for boating, fishing, and enjoying the waterfront lifestyle. This exceptional property offers a rare setting and endless opportunity for updating and personalized touches to create a truly spectacular waterfront retreat. With no HOA and convenient access to Tarpon Springs, beaches, shopping, and dining, this is a rare chance to make it your own.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Ruth Primeau, P.A (727-504-8000)
3143 PINEVIEW DR, HOLIDAY, FL 34691
$1,439,000206 Days on yellowkey MLS ID: W7879730
REDUCED by $10,000 (0.7%) on 04/20/2026
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4204 Built: 2006 Tax: $6,850 (2024)Community: Baileys Bluff EstatesSpa: YesSingle Family
Taxes:$6,850
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to your dream waterfront estate in the sought-after Baileys Bluff community! This stunning custom mini mansion is perched high and dry with no HOA, offering unparalleled privacy and luxury. Enjoy direct Gulf access with a new dock equipped with electric and water, a seawall, and a serene backyard oasis featuring a lagoon-style saltwater pool, spa, waterfall, expansive Belgard paver deck, outdoor shower, travertine rear porch, and cedar trellis dining area—all with no rear neighbors. Step inside to soaring 10-14 foot ceilings, nine sets of French doors, and rare Santos Mahogany floors that exude timeless elegance. The chef’s kitchen is a masterpiece with granite counters, custom cabinetry, a large island, and a high counter perfect for entertaining. The first-floor primary suite is a true retreat with dual walk-in closets, private pool access, and an opulent spa bath with whirlpool tub and dual shower. Upstairs features a full secondary residence with three bedrooms, two baths, a massive living area, balcony with stunning sunset views, and a second laundry. The home also includes three spacious porches, a four-car garage with 14-foot ceilings, a six-inch slab, lift potential, and abundant workshop space. Luxury upgrades include impact windows, full hurricane strapping, exterior insulation, three new AC systems (2024), and a new tankless water heater. Baileys Bluff offers a community boat ramp, clubhouse, and parks, with nearby Anclote boat launch, marinas, waterfront dining, and the world-famous Tarpon Springs Sponge Docks accessible via quiet neighborhood roads. This estate blends sophistication, comfort, and waterfront living in one spectacular package.
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Jennifer Tobey, Pa (727-871-1064)
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