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Timeless Elegance Meets Modern Luxury in the Heart of St. Augustine. Welcome to 31 Cincinnati Avenue, a rare opportunity to own an exceptional piece of St. Augustine's architectural heritage. Originally built in 1910 and thoughtfully expanded in 2015, this distinguished residence offers nearly 2,700 square feet of refined living space, gracefully positioned on a .30-acre double lot in the coveted Uptown district, just a short stroll from historic downtown. With short-term rental eligibility, the property presents an equally compelling opportunity as a private estate or a luxury investment. Inside, soaring ceilings, original yellow heart pine floors, and artisan-crafted millwork honor the home's historic character, while carefully curated modern enhancements provide contemporary comfort and functionality. The welcoming foyer showcases an elegant bay window and period woodwork, leading to a sweeping staircase and light-filled interiors that unfold with timeless charm. The gourmet kitchen is a chef's masterpiece, featuring custom cabinetry, a generous center island, a professional-grade Italian six-burner gas range with griddle and double ovens, a wine refrigerator, and a spacious walk-in pantry. A charming Dutch door opens from the kitchen to the expansive wraparound porch, creating seamless indoor-outdoor living ideal for both entertaining and everyday enjoyment. The adjoining family room impresses with a dramatic cathedral ceiling, floor-to-ceiling built-ins, and French doors with transom windows, bathing the space in natural light. The first-floor primary suite offers a tranquil private retreat, highlighted by 13-foot-plus ceilings, a spa-inspired bath with soaking tub and oversized walk-in shower, a dual-basin vanity, and three generous closet spaces. Upstairs, two spacious bedrooms share a beautifully remodeled bath appointed with a jetted tub/shower combination and a custom vanity, providing comfort and elegance for family or guests. Outdoors, the fully fenced and gated grounds offer exceptional privacy and charm, anchored by a magnificent magnolia tree dating back to the 1800s. The property is further enhanced by an oversized two-car concrete block garage with abundant storage and convenient rear alley access. Additional highlights include a newer architectural shingle roof, updated electrical and plumbing, and a transferable termite bond, ensuring peace of mind. Blending historic craftsmanship with modern sophistication, this remarkable residence is a true gem in one of Florida's most storied and desirable cities.

3 Beds ⋅ 3 Baths ⋅ 2116690 MLS

Timeless Elegance Meets Modern Luxury in the Heart of St. Augustine. Welcome to 31 Cincinnati Avenue, a rare opportunity to own an exceptional piece of St. Augustine's architectural heritage. Originally built in 1910 and thoughtfully expanded in 2015, this distinguished residence offers nearly 2,700 square feet of refined living space, gracefully positioned on a .30-acre double lot in the coveted Uptown district, just a short stroll from historic downtown. With short-term rental eligibility, the property presents an equally compelling opportunity as a private estate or a luxury investment. Inside, soaring ceilings, original yellow heart pine floors, and artisan-crafted millwork honor the home's historic character, while carefully curated modern enhancements provide contemporary comfort and functionality. The welcoming foyer showcases an elegant bay window and period woodwork, leading to a sweeping staircase and light-filled interiors that unfold with timeless charm. The gourmet kitchen is a chef's masterpiece, featuring custom cabinetry, a generous center island, a professional-grade Italian six-burner gas range with griddle and double ovens, a wine refrigerator, and a spacious walk-in pantry. A charming Dutch door opens from the kitchen to the expansive wraparound porch, creating seamless indoor-outdoor living ideal for both entertaining and everyday enjoyment. The adjoining family room impresses with a dramatic cathedral ceiling, floor-to-ceiling built-ins, and French doors with transom windows, bathing the space in natural light. The first-floor primary suite offers a tranquil private retreat, highlighted by 13-foot-plus ceilings, a spa-inspired bath with soaking tub and oversized walk-in shower, a dual-basin vanity, and three generous closet spaces. Upstairs, two spacious bedrooms share a beautifully remodeled bath appointed with a jetted tub/shower combination and a custom vanity, providing comfort and elegance for family or guests. Outdoors, the fully fenced and gated grounds offer exceptional privacy and charm, anchored by a magnificent magnolia tree dating back to the 1800s. The property is further enhanced by an oversized two-car concrete block garage with abundant storage and convenient rear alley access. Additional highlights include a newer architectural shingle roof, updated electrical and plumbing, and a transferable termite bond, ensuring peace of mind. Blending historic craftsmanship with modern sophistication, this remarkable residence is a true gem in one of Florida's most storied and desirable cities.

31 Cincinnati Avenue, St. Augustine

$705,000

Step into the storybook charm of this 1908-built home, perfectly located in the heart of Downtown St. Augustine. Rich in character and thoughtfully updated, this property offers the ideal blend of timeless architecture, everyday comfort, and flexible living. Inside, original hardwood floors and period details set a warm, welcoming tone. The formal dining room is perfect for hosting, while the downstairs bedroom—with a private bath—offers versatility as a guest room, home office, or cozy retreat. Upstairs, the primary suite is a light-filled sanctuary featuring a wall of windows and a private balcony—an ideal spot for morning coffee or an evening wind-down. Each bedroom includes its own en suite bath, providing privacy and comfort for both residents and guests. Outside, the lush garden space creates a private, serene escapeperfect for brunch, reading in the shade, or evening dinners surrounded by greenery. But what truly sets this home apart is its unbeatable location and flexibility. Just steps from some of St. Augustine's best restaurants, local coffee shops, art galleries, and chic boutiques, you're also only minutes from the beachmaking it equally ideal as a primary residence, weekend getaway, or income-producing vacation rental. Lovingly maintained and move-in ready, this is your chance to own a piece of St. Augustine's rich historywhile enjoying the lifestyle, walkability, and charm that make this city so special.

3 Beds ⋅ 4 Baths ⋅ 2096042 MLS

Step into the storybook charm of this 1908-built home, perfectly located in the heart of Downtown St. Augustine. Rich in character and thoughtfully updated, this property offers the ideal blend of timeless architecture, everyday comfort, and flexible living. Inside, original hardwood floors and period details set a warm, welcoming tone. The formal dining room is perfect for hosting, while the downstairs bedroom—with a private bath—offers versatility as a guest room, home office, or cozy retreat. Upstairs, the primary suite is a light-filled sanctuary featuring a wall of windows and a private balcony—an ideal spot for morning coffee or an evening wind-down. Each bedroom includes its own en suite bath, providing privacy and comfort for both residents and guests. Outside, the lush garden space creates a private, serene escapeperfect for brunch, reading in the shade, or evening dinners surrounded by greenery. But what truly sets this home apart is its unbeatable location and flexibility. Just steps from some of St. Augustine's best restaurants, local coffee shops, art galleries, and chic boutiques, you're also only minutes from the beachmaking it equally ideal as a primary residence, weekend getaway, or income-producing vacation rental. Lovingly maintained and move-in ready, this is your chance to own a piece of St. Augustine's rich historywhile enjoying the lifestyle, walkability, and charm that make this city so special.

7 Cincinnati Avenue, St. Augustine

$425,000

BACK ON THE MARKET (No fault of Seller or Property). Step back in time at 9 East Lane, proudly listed on the NATIONAL REGISTRY of Historic Places and is considered a CONTRIBUTING BLDG to the HISTORIC DISTRICT. Nestled on a quiet, charming lane with a large paver driveway fitting several vehicles, in the nation's oldest city, this home captures the character of world-renowned St. Augustine. See attached documents for more info on a 10 yr TAX EXEMPTION opportunity for upgrades! Great investment! Step outside to enjoy a PRIVATE courtyard perfect for taking in the city's historic ambiance. Within WALKING DISTANCE OF cultural landmarks, the fort, boutique shops, fine dining, and the RIVER, this home places you in the center of historic St. Augustine. Propery has UPDATED ELEC and PLUMBING. Buyer to confirm all measurements. You'll be captivated by its timeless architecture, with character rich in details and craftsmanship that speak to its history. Period features such as original woodwork, handcrafted finishes, and traditional design elements such as a built-in china cabinet offering an authentic glimpse into the past while blending with updates for modern living.

3 Beds ⋅ 2 Baths ⋅ 2104543 MLS

BACK ON THE MARKET (No fault of Seller or Property). Step back in time at 9 East Lane, proudly listed on the NATIONAL REGISTRY of Historic Places and is considered a CONTRIBUTING BLDG to the HISTORIC DISTRICT. Nestled on a quiet, charming lane with a large paver driveway fitting several vehicles, in the nation's oldest city, this home captures the character of world-renowned St. Augustine. See attached documents for more info on a 10 yr TAX EXEMPTION opportunity for upgrades! Great investment! Step outside to enjoy a PRIVATE courtyard perfect for taking in the city's historic ambiance. Within WALKING DISTANCE OF cultural landmarks, the fort, boutique shops, fine dining, and the RIVER, this home places you in the center of historic St. Augustine. Propery has UPDATED ELEC and PLUMBING. Buyer to confirm all measurements. You'll be captivated by its timeless architecture, with character rich in details and craftsmanship that speak to its history. Period features such as original woodwork, handcrafted finishes, and traditional design elements such as a built-in china cabinet offering an authentic glimpse into the past while blending with updates for modern living.

9 East Lane, St. Augustine

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