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Welcome to Sunset Anchorage, a beautifully renovated open-water home in the exclusive gated community of Stirrup Key. Set on an expansive lot and a half, this three-story CBS home offers exceptional privacy, protected dockage, a private pool, and sweeping Gulf views with spectacular sunsets. Thoughtfully updated throughout, the home features a brand-new kitchen with custom cabinetry, custom bar, updated flooring, new impact windows and doors, new A/C units, and Hardie board siding accents. The main level features the primary suite with a newly expanded and completely renovated bath, plus a guest bedroom with marina views and a full bath nearby. An extended covered porch off the living and dining areas overlooks the pool and Gulf. Upstairs, a secondary primary suite offers a private bath and walk-out balcony with stunning open-water views, while an additional guest bedroom and half bath complete the level. Outdoor living includes a spacious covered patio, newly built tiki bar, and beautifully refinished and re-tiled pool with new equipment, heater, and chiller. A redone waterfront observation deck provides easy kayak access and an ideal place to enjoy the sunset. Across the street, protected dockage in Stirrup Key's private marina includes concrete boat slip D41 with a walk-out dock and new 15,000-lb Hurricane Hoist boat lift. Mature tropical landscaping and towering gumbo limbo trees complete this exceptional Florida Keys property.

4 Beds ⋅ 4 Baths ⋅ A12092952 MLS ⋅ Stirrup Key Subd BLDG.

Welcome to Sunset Anchorage, a beautifully renovated open-water home in the exclusive gated community of Stirrup Key. Set on an expansive lot and a half, this three-story CBS home offers exceptional privacy, protected dockage, a private pool, and sweeping Gulf views with spectacular sunsets. Thoughtfully updated throughout, the home features a brand-new kitchen with custom cabinetry, custom bar, updated flooring, new impact windows and doors, new A/C units, and Hardie board siding accents. The main level features the primary suite with a newly expanded and completely renovated bath, plus a guest bedroom with marina views and a full bath nearby. An extended covered porch off the living and dining areas overlooks the pool and Gulf. Upstairs, a secondary primary suite offers a private bath and walk-out balcony with stunning open-water views, while an additional guest bedroom and half bath complete the level. Outdoor living includes a spacious covered patio, newly built tiki bar, and beautifully refinished and re-tiled pool with new equipment, heater, and chiller. A redone waterfront observation deck provides easy kayak access and an ideal place to enjoy the sunset. Across the street, protected dockage in Stirrup Key's private marina includes concrete boat slip D41 with a walk-out dock and new 15,000-lb Hurricane Hoist boat lift. Mature tropical landscaping and towering gumbo limbo trees complete this exceptional Florida Keys property.

355 Stirrup Key Blvd, Marathon

$3,150,000

Brand-new 2026 construction in Marathon! This elevated waterfront home offers nearly 2,500 SF under air plus 455 SF of balconies, for just under 3,000 SF total — 4 beds/3 baths, Atlantic Ocean views, and a refurbished dock fitting a ~40' vessel. Built to withstand 180-mph winds on auger-cast pilings, with covered parking/storage below. Inside: 9'6" ceilings, LVP flooring, granite counters, stainless appliances, dual HVAC. Brand-new pool & spa with saltwater system and smart automation. Impact windows/doors, metal roof, composite decking. Extended Property and Location Information: Welcome to this brand-new waterfront residence, completed July 2026, offering exceptional boating access, Atlantic Ocean views, and construction engineered specifically for the Florida Keys. This two-story home offers nearly 2,500 SF under air plus 455 SF of covered balconies, for just under 3,000 SF total living and outdoor space, with 4 bedrooms and 3 bathrooms. Built for the Keys Engineered for 180-mph wind conditions and Exposure D, the home is supported by 18-inch reinforced concrete auger-cast pilings extending into rock, along with reinforced concrete columns and grade beams. The elevated design places the main living areas well above base flood elevation while creating a large covered parking and storage area beneath the home — ideal for vehicles, boats, fishing gear, kayaks, and bikes. Interior Highlights Inside, 9'6" ceilings create a bright, open feel throughout. Quality finishes include solid interior doors, upgraded LVP flooring, crown molding, and recessed lighting with dimmers. The kitchen features extensive cabinetry, granite countertops, and stainless-steel appliances, while the bathrooms showcase custom tile work, stone-topped vanities, and frameless glass shower enclosures. A dual HVAC system with two separate condensers and air handlers provides dedicated cooling throughout. Exterior & Structure The exterior features a 5V crimp metal roof, cement-board siding, impact-rated windows and doors, high-grade composite decking, stainless-steel stair components, and multiple covered balconies overlooking the tropical surroundings and Atlantic Ocean. Pool & Spa The brand-new pool, spa, and landscaping were completed alongside the residence in July 2026 for a true turnkey property. Built on its own steel-reinforced auger-piling system, the pool features premium Jandy equipment: dual variable-speed pumps, cartridge filtration, a TruClear saltwater system, spa blower, 116,000-BTU VersaTemp heating/chilling system, and iAquaLink automation. Boating & Location The property offers canal frontage with a refurbished concrete dock and extended waterfront configuration accommodating a vessel of approximately 40 feet. The Atlantic Ocean is just moments away, putting world-class offshore fishing, diving, boating, and watersports right at your doorstep. Marathon's central Middle Keys location keeps restaurants, marinas, shopping, beaches, and everyday necessities close at hand. Florida Keys Marathon International Airport is also nearby, with Monroe County actively working toward the return of scheduled commercial passenger service by 2027. Square footage: 2,489 SF under air per professional floor plan measurement (KPV), plus approximately 455 SF of balcony space. Buyer to verify all measurements.

4 Beds ⋅ 3 Baths ⋅ B26069099 MLS

Brand-new 2026 construction in Marathon! This elevated waterfront home offers nearly 2,500 SF under air plus 455 SF of balconies, for just under 3,000 SF total — 4 beds/3 baths, Atlantic Ocean views, and a refurbished dock fitting a ~40' vessel. Built to withstand 180-mph winds on auger-cast pilings, with covered parking/storage below. Inside: 9'6" ceilings, LVP flooring, granite counters, stainless appliances, dual HVAC. Brand-new pool & spa with saltwater system and smart automation. Impact windows/doors, metal roof, composite decking. Extended Property and Location Information: Welcome to this brand-new waterfront residence, completed July 2026, offering exceptional boating access, Atlantic Ocean views, and construction engineered specifically for the Florida Keys. This two-story home offers nearly 2,500 SF under air plus 455 SF of covered balconies, for just under 3,000 SF total living and outdoor space, with 4 bedrooms and 3 bathrooms. Built for the Keys Engineered for 180-mph wind conditions and Exposure D, the home is supported by 18-inch reinforced concrete auger-cast pilings extending into rock, along with reinforced concrete columns and grade beams. The elevated design places the main living areas well above base flood elevation while creating a large covered parking and storage area beneath the home — ideal for vehicles, boats, fishing gear, kayaks, and bikes. Interior Highlights Inside, 9'6" ceilings create a bright, open feel throughout. Quality finishes include solid interior doors, upgraded LVP flooring, crown molding, and recessed lighting with dimmers. The kitchen features extensive cabinetry, granite countertops, and stainless-steel appliances, while the bathrooms showcase custom tile work, stone-topped vanities, and frameless glass shower enclosures. A dual HVAC system with two separate condensers and air handlers provides dedicated cooling throughout. Exterior & Structure The exterior features a 5V crimp metal roof, cement-board siding, impact-rated windows and doors, high-grade composite decking, stainless-steel stair components, and multiple covered balconies overlooking the tropical surroundings and Atlantic Ocean. Pool & Spa The brand-new pool, spa, and landscaping were completed alongside the residence in July 2026 for a true turnkey property. Built on its own steel-reinforced auger-piling system, the pool features premium Jandy equipment: dual variable-speed pumps, cartridge filtration, a TruClear saltwater system, spa blower, 116,000-BTU VersaTemp heating/chilling system, and iAquaLink automation. Boating & Location The property offers canal frontage with a refurbished concrete dock and extended waterfront configuration accommodating a vessel of approximately 40 feet. The Atlantic Ocean is just moments away, putting world-class offshore fishing, diving, boating, and watersports right at your doorstep. Marathon's central Middle Keys location keeps restaurants, marinas, shopping, beaches, and everyday necessities close at hand. Florida Keys Marathon International Airport is also nearby, with Monroe County actively working toward the return of scheduled commercial passenger service by 2027. Square footage: 2,489 SF under air per professional floor plan measurement (KPV), plus approximately 455 SF of balcony space. Buyer to verify all measurements.

1157 91st Court Ocean, Marathon

$3,495,000

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. An observation pier invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury.

4 Beds ⋅ 4 Baths ⋅ A12056681 MLS ⋅ Crains Sub BLDG.

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. An observation pier invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury.

58652 Overseas Highway, Marathon

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