JACKSONVILLES TOP 10 OLDEST HOMES

RARE land + location play in the heart of St. Augustine's Historic District. Zoned HP-5 (residential or commercial per city code) on a street where sales are rare. Vacant for years, in poor/uninhabitable condition; sellers have not occupied the property and make no representations as to its full condition. Priced for land value. Rebuild, renovation, STR, or business use subject to City of St. Augustine zoning, HARB, and permitting approval -- not confirmed by seller. Sold AS-IS, WHERE-IS, all faults. Cash or renovation/rehab financing only. Buyer to independently verify zoning, HARB, STR, and permitted uses with the City prior to offer, and to conduct own due diligence. Access by appointment only.

37 Grove Avenue, St. Augustine

$899,000

3 Beds ⋅ 2 Baths ⋅ 2161241 MLS

Discover the timeless elegance of this beautifully preserved Victorian residence nestled in the heart of St. Augustine's coveted Historic Abbott Tract. Situated high and dry beneath a magnificent canopy of mature oak trees, this exceptional home blends historic charm with modern comforts in one of the city's most desirable neighborhoods. Inside, rich spilled honey hardwood floors flow throughout the home, creating a warm and inviting atmosphere. The updated kitchen features quality finishes, an inviting breakfast area, and effortless access to the living spaces, making it ideal for both everyday living and entertaining Multiple covered porches provide the perfect setting to relax with a morning coffee or unwind in the evening while enjoying the tranquil surroundings and timeless beauty of the Historic District. Outside, the expansive yard offers endless possibilities, with ample space to add a resort-style pool, create lush gardens, or design your own private outdoor oasis. A detached two-car garage provides excellent storage and parking while also offering the potential for future expansion or a guest suite. Rich in character, thoughtfully updated, and ideally located just moments from Historic Downtown St. Augustine's renowned restaurants, boutique shopping, galleries, and waterfront, this remarkable Victorian offers a rare opportunity to own a true piece of the nation's oldest city's history.

18 Locust Street, St. Augustine

$1,150,000

4 Beds ⋅ 3 Baths ⋅ 2160596 MLS

Step into a rare opportunity to own a beautifully restored piece of St. Augustine history in the desirable Abbot Tract neighborhood. Originally built in 1900, this stunning 4-bedroom, 2.5-bath home has been completely remodeled from top to bottom while thoughtfully preserving the timeless character and architectural charm that make historic homes so special. Situated on one of the largest lots in the area, this exceptional property offers the perfect blend of historic elegance and modern peace of mind. Extensive renovations include a new metal roof, new HVAC system, new structural piers, new decking, new subflooring and flooring, new windows, fresh interior and exterior paint, new appliances, and countless additional upgrades throughout the home. Enter through the side entrance from the driveway into a welcoming landing area that sets the tone for the home's inviting atmosphere. Inside, new luxury engineered flooring flows throughout most of the home, while beautiful wainscoting adds character and sophistication to the living room. The spacious primary suite is conveniently located on the first floor and features an elegant coffered ceiling, creating a private retreat within the home. A conveniently located half bath completes the main level. Upstairs, you'll find the additional bedrooms along with a second-floor laundry area for added convenience. Step outside onto the newly rebuilt upper deck, complete with outdoor ceiling fans, creating the perfect space to enjoy coastal breezes and views of the surrounding historic neighborhood. New decking on both levels, including the expansive wraparound porch on the first floor, provides abundant opportunities for outdoor entertaining and relaxation. Located just a short distance from the Intracoastal Waterway and within walking distance of Historic Downtown St. Augustine, you'll enjoy easy access to renowned restaurants, boutique shopping, local attractions, and entertainment while still enjoying the charm and tranquility of one of the city's most treasured historic neighborhoods. This is a rare chance to own a turnkey historic home that offers the beauty of the past with the comfort and reliability of modern construction updates.

22 Joiner Street, St. Augustine

$83,000

3 Beds ⋅ 1 Baths ⋅ 2160264 MLS

So close to Jacksonville Jaguar Stadium, you can see it from the property! INVESTOR SPECIAL with tons of potential! Located at 1514 Pasco Street, this distinctive Jacksonville property is ready for renovation and a new vision. Architectural highlights include soaring wood-plank ceilings with exposed beams, abundant natural light, a spacious kitchen with a large center island, multiple French doors, a covered front porch, a metal roof and a fenced yard. The property needs TLC and is ideal for an investor, renovator or buyer looking for a value-add opportunity. Bring your ideas and explore the possibilities this unique property has to offer. Buyer to verify all information, property condition, measurements and intended use. Photos may include digital enhancements.

1514 Pasco Street, Jacksonville

$439,900

3 Beds ⋅ 3 Baths ⋅ 2159864 MLS

Built in 1899 and beautifully maintained, this Historic Springfield home blends timeless character with thoughtful updates! Situated on a fully fenced corner lot next to a beautiful neighborhood park, the home features a classic wraparound porch, mature trees, huge brick paver driveway and garage/shed. Inside, soaring ceilings, gorgeous hardwood floors and abundant natural light create an impressive sense of space. Historic details include stained glass, French doors, custom woodwork, beautiful staircases, distinctive door hardware and custom light fixtures. The updated kitchen features tall cabinetry and granite countertops, and all 2.5 baths have been beautifully renovated. Offering 3 bedrooms (plus two additional flex rooms/bedrooms on 3rd floor), inside laundry and flexible living space across three levels. Enjoy the charm and lifestyle of Historic Springfield with parks, dining and Downtown Jacksonville just minutes away.

1405 Boulevard, Jacksonville

$974,000

4 Beds ⋅ 3 Baths ⋅ 2159368 MLS

Step into a rare piece of North Florida history at Wilcox Manor, 700 Walnut Street in the heart of Green Cove Springs, just 20 minutes from St. Augustine. Built in 1890 by the Kirkpatrick family, this fully restored Victorian sits on a beautifully landscaped .313 lot. This 4 bedroom, 3 full bath home blends historic craftsmanship with modern upgrades, offering timeless character with the modern amenities of new construction. The wraparound porch sets the tone with original woodwork and classic Southern charm. Inside, spacious rooms feature high ceilings, natural light, heart pine floors, fireplaces, and select original fixtures. The kitchen is a masterpiece of custom cabinetry, quartz countertops, ZLINE appliances, a pot filler, and pull out storage. A walnut coffee bar, hand crank casement windows, and a one of a kind island add both function and character, anchored by the original brick chimney. The primary suite includes a spa style bath with a clawfoot tub, walk in shower and sunset views through mature trees. Outside, live oaks and Spanish moss frame brick walkways, curated landscaping, and a European inspired courtyard complete with a hand tiled Soake pool. Major upgrades include new plumbing, electrical, HVAC, ductwork, insulation, and a 50 year impact rated roof, along with security, lighting, and wireless access throughout. Zoned CBD, Commercial Business District, this property offers rare flexibility for residential, business, or mixed use opportunities. Walk to downtown shops, dining, and events like Food Truck Fridays and Riverfest. The future Springside Restaurant District is just one block away. Location has easy access to the First Coast Expressway, Jacksonville, St. Johns County, and nearby beaches. Whether used as a residence, event space, or short term rental, Wilcox Manor offers character, versatility, and location. 700 Walnut Street is more than a home, it is a legacy! This listing includes the residence on approx .313 acre lot only. The adjoining .313 parcel with detached garage and pump house is being marketed separately. See MLS# 2159366 and the entire property (residence + both parcels) is also available. See MLS # 2135746.

700 Walnut Street Unit A, Green Cove Springs

$1,475,000

3 Beds ⋅ 3 Baths ⋅ 2158222 MLS

The National Register of Historic Places recognizes the circa 1886 Horace Walker House in downtown St. Augustine. This landmark gem designed by architect Franklin W. Smith who also designed the Casa Monica Hotel and Villa Zorayda in Moorish Revival design has been fully restored to the luxury and opulence of bygone days while melding modern conveniences of kitchen and baths. The rear of the house was expanded to feature fabulous outdoor living with outdoor kitchen, patio that can be open or enclosed and a courtyard backyard for event and guest entertainment. The property is zoned commercial and is currently used as a high end Air B&B and private event venue. If your goal is for a historic primary residence in the country's oldest continuously occupied city then enjoy 3 large bedrooms, 2 of which are ensuites, an upstairs rear balcony, large living room, dining room and all new kitchen with European appliances and flair, then this is it!

33 Old Mission Avenue, St. Augustine

$799,000

3 Beds ⋅ 2 Baths ⋅ 2157793 MLS

Fabulous fully-renovated and furnished 2-story 3 BR, 2 baths turn of century Victorian in heart of downtown St. Augustine -- close walk to Flagler College, Cathedral, restaurants and shops, and bayfront. Short-term rental income-producing, and ideal for empty nesters or second homeowners. Enjoy the breezes from the rocking chair of your front porch or upstairs balcony. Much of this classic design remains original, from doors, hardware to hardwood floors, which sparkle on first and second floor. Furnished and move-in ready, home flows seamlessly -- combining historic charm with contemporary comforts, making it a truly special find in the heart of the city. Bright updated kitchen that features SS appliances, white cabinets and beautiful countertops.A must see on your downtown St. Augustine showing list!

4 St. Andrews Court, St. Augustine

$919,900

3 Beds ⋅ 3 Baths ⋅ 2157738 MLS

Step into the timeless charm of historic St. Augustine with this beautifully updated 3-bedroom, 3-bathroom home located on prestigious Charlotte Street--one of the city's most sought-after addresses. Built in 1900, this exceptional two-story residence showcases the classic architectural character that makes St. Augustine so unique while offering the modern updates today's homeowners desire. Spanning well over 2,000 square feet, the home features solid flooring throughout and a thought fully renovated interior that perfectly balances historic elegance with contemporary comfort. The updated kitchen offers a clean, slightly modern aesthetic, making it an inviting space for both everyday living and entertaining. The luxurious primary bathroom has been beautifully remodeled, creating a spa-like retreat within the home. Outside, the property's historic exterior blends seamlessly into one of St. Augustine's most charming and desirable neighborhoods. Enjoy the convenience of being just a 10-minute walk from the heart of historic downtown, where you'll find award-winning restaurants, boutique shopping, art galleries, waterfront attractions, and year-round events. Whether you're searching for a primary residence, second home, or an opportunity to own a piece of St. Augustine's rich history, this remarkable Charlotte Street home offers an unmatched combination of location, character, and modern living.

348 Charlotte Street, St. Augustine

$1,165,000

3 Beds ⋅ 2 Baths ⋅ 2156603 MLS

Step into the timeless charm of Historic Fernandina Beach with this beautifully preserved circa-1891 Victorian home in the heart of the Historic District, listed on the National Register of Historic Places. Just blocks from Centre Street, boutique shopping, waterfront dining, the marina, and Amelia Island's year-round festivals, this remarkable home blends historic craftsmanship with modern comfort. Offering more than 2,200 square feet, this 3-bedroom, 2-bath home showcases original heart pine floors, soaring 12-foot ceilings with crown molding, dramatic floor-to-ceiling parlor windows, and a stunning 21-riser hand-hewn staircase. Built using innovative balloon-frame construction, the home was designed for beauty and longevity. The historic dog-walk (dogtrot-style) interior passage reflects its architectural heritage, while the remodeled kitchen and adjoining living area provide an inviting space for everyday living and entertaining. Thoughtfully updated with renovated marble baths, natural gas, a tankless water heater, water softener, new roof (2023), new irrigation system (2024), and attic roof clips for added structural resilience. Located outside a FEMA Special Flood Hazard Area. More than 30 windows feature custom plantation shutters, while the screened porch overlooks brick patios, mature landscaping, a spacious garden/storage shed, and an original cistern beneath the home. Historic homes offering this level of authenticity, thoughtful updates, and an unbeatable downtown location rarely become available. Own a remarkable piece of Fernandina Beach history just moments from the waterfront, restaurants, shops, and the Amelia Island lifestyle.

111 S 5th Street, Fernandina Beach