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$479,900
5 Beds ⋅ 2 Baths ⋅ 2148910 MLS
Experience the timeless charm of historic Ortega in this beautifully maintained home located in the sought-after Historic Venetian neighborhood. Nestled beneath mature shade trees, this residence showcases original hardwood floors, classic architectural details, and natural light throughout. The spacious kitchen offers ample cabinetry, generous workspace, and a cozy breakfast area, while the inviting living spaces provide comfort and flexibility for everyday living or entertaining. Enjoy the character and craftsmanship of a historic home with the convenience of being just minutes from the vibrant Riverside Arts District, known for its acclaimed dining, entertainment, boutiques, art galleries, and cultural attractions. This rare opportunity combines historic elegance, modern comfort, and an exceptional location in one of Jacksonville's most treasured historic communities.

4250 Davinci Avenue, Jacksonville

Listing courtesy of NORTH FLORIDA REAL ESTATE PARTNERS INC.

$565,000
4 Beds ⋅ 3 Baths ⋅ 2148563 MLS
Turnkey 1917 Craftsman in Riverside! Beautifully updated to balance historic character with the peace of mind of major modern updates. Why You'll Love This Home: -Classic front porch, hardwood floors & abundant natural light. -Ample living space with over 2,000 sq ft -Additional flex room--ideal for a home office, gym, or studio space. -Fully fenced & gated off street parking -Newer roof (2021) & HVAC system (2022) -Updated plumbing and electrical systems -Walking distance to King St -Looking for an investment property? Currently an income-producing Airbnb! Schedule a showing today to view everything that 2851 Post St and Riverside has to offer!

2851 Post Street, Jacksonville

Listing courtesy of HERRON REAL ESTATE LLC.

$2,350,000
4 Beds ⋅ 5 Baths ⋅ 2148777 MLS
Welcome to 943 Brookwood, a timeless residence situated on one of San Marco's most desirable streets. Tucked within the scenic hills of the Oriental Gardens, this remarkable estate showcases breathtaking St. Johns River and creek views, effortlessly blending 1940s charm with thoughtfully renovated living, all within a setting unlike any other. Privately elevated atop a hill, the classic white brick exterior is perfectly framed by the lush lawn, mature landscaping, and the statuesque oak trees, setting the tone for the extraordinary backdrop. Step inside to discover beautifully curated interiors featuring original hardwood flooring, elegant finishes, and an abundance of natural light. The main living areas are set against the sweeping views visible from the kitchen, common living spaces, and the luxurious primary suite. The well-appointed kitchen, complete with Thermador appliances, seamlessly connects to the gathering spaces, creating an inviting environment for both everyday living and entertaining. Wake to peaceful waterfront vistas and unwind each night from the spacious updated primary suite. The additional bedrooms each feature their own en-suites, and are tastefully updated. Downstairs, is one of the home's most exceptional features-a versatile space offering independence and convenience while remaining connected to the main residence. Complete with its own family room featuring a fireplace, mini kitchen, private living quarters (fourth bedroom), and access to the exterior, this is perfect for guests, extended stays, or multi-generational living. Beyond the interiors, the home's exceptional outdoor spaces invite you to fully embrace its remarkable waterfront setting. The gently rolling fenced yard is framed by water views and mature private trees and shrubs. Enjoy both the summer days and nights to come spent by the pool-entertaining on the rear tiled patio, and making use of cooking in the covered outdoor kitchen-truly an optimal setting for entertaining. Here, soft breezes, incredible sunsets, and a sense of serenity are a guarantee. Living in San Marco offers convenient access to top-rated schools, acclaimed dining, boutique shopping, parks, and downtown Jacksonville, all while enjoying the serenity of a private waterfront setting that feels worlds away. The home's enduring appeal lies in the alchemy of its elevated waterfront setting, refined renovations, and effortless indoor-outdoor living-presenting an incredible opportunity to experience the very best of San Marco living. Schedule your private viewing today.

943 Brookwood Road, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

$385,000
3 Beds ⋅ 2 Baths ⋅ 2148624 MLS
Nestled in Jacksonville's historic district, this 3-bedroom, 2-bath home offers the perfect blend of character, comfort, and convenience. Being sold fully furnished, this move-in-ready property presents a rare opportunity for homeowners, second-home buyers, or investors alike. The kitchen features granite countertops, a gas range, built-in microwave, and stainless-steel appliances, creating a functional and inviting space for everyday living and entertaining. Step outside to enjoy the spacious backyard shaded by mature trees, offering a peaceful retreat for relaxing, entertaining, or enjoying Florida's beautiful weather. A large rear deck extends the living space outdoors, while the carport and shed provide additional storage and convenience. Located just moments from Avondale's renowned dining, boutique shopping, parks, and historic charm, this home offers a unique opportunity to enjoy one of Jacksonville's most desirable and established neighborhoods.

2913 Forbes Street, Jacksonville

Listing courtesy of JPAR CITY AND BEACH.

$290,000
2 Beds ⋅ 2 Baths ⋅ 2146152 MLS
This Murray Hill bungalow, built in 1948, showcases period craftsmanship and thoughtful upgrades throughout. Original oak floors anchor the open floor plan, complemented by a kitchen featuring espresso-stained cabinetry, granite countertops, upgraded stainless appliances, and natural travertine tile. The entire home is brightly lit with natural light. The living area centers on an electric fireplace with custom mantel and Carrara marble surround. The primary bath offers a subway-tile shower with barrel vault ceiling detail. The hall bath retains charming period black-and-white tile. An ~896 sq ft detached structure provides exceptional flexibility if finished out - workshop, studio, office, or income-producing conversion potential, including short-term rental use. Private fenced backyard and off-street parking complete the offering. Two blocks from Four Corners Park + 5 blocks from the Edgewood commercial district. Convenient access to NAS JAX, I-10, Riverside Avondale, and downtown.

4612 Polaris Street, Jacksonville

Listing courtesy of COWFORD REALTY & DESIGN LLC.

Selling Office: .

$369,900
3 Beds ⋅ 1 Baths ⋅ 2148543 MLS
Live where everyone wants to be! Nestled in the heart of Avondale, this beautifully remodeled 3 bedroom, 1 bath home combines timeless character with modern design. Nearly every detail has been updated, making it completely move-in ready. The stunning kitchen showcases new cabinetry, quartz countertops, stainless steel appliances, and designer tile finishes that steal the show. Spend your weekends walking to neighborhood favorites, from coffee shops and breweries to restaurants, parks, and local entertainment. If you've been searching for a stylish home in an unbeatable location, this is one you won't want to miss.

3528 Randall Street, Jacksonville

Listing courtesy of UNITED REAL ESTATE GALLERY.

$416,000
3 Beds ⋅ 2 Baths ⋅ 2148140 MLS
Beautifully updated two-story home in the heart of historic Avondale, lovingly cared for and upgraded throughout by its current owners. Fresh paint, updated finishes, and a bright, welcoming layout meet a stylish kitchen with stainless appliances and crisp white cabinetry. A newer roof brings years of worry-free ownership. Two comfortable bedrooms are joined by a fully updated bonus room off the second bedroom, currently a beautiful non-conforming third bedroom, and ideal as a guest suite, office, or studio. A large storage shed out back adds flexibility for tools, gear, or a workshop. Step outside to Avondale's canopied, brick-lined streets, just steps from the Shoppes of Avondale, Boone Park, and the St. Johns River, with Riverside, 5 Points, and downtown minutes away. Move-in-ready updates and an unbeatable location rarely meet like this. Come see why this one feels like home.

1418 Donald Street, Jacksonville

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$409,000
3 Beds ⋅ 2 Baths ⋅ 2147597 MLS
Location is everything, and this one is hard to beat. This beautifully renovated 1940s Riverside bungalow sits on a huge corner lot just outside the historic district, giving you the best of both worlds -- timeless charm, modern comfort, and rare outdoor space in one of Jacksonville's most beloved neighborhoods. Enjoy easy access to Fishweir Park, Boone Park, the Shoppes of Avondale, Riverside, local restaurants, coffee shops, boutiques, and festivals, all just minutes from your front door. Inside, you'll find a renovated kitchen with granite countertops, new cabinets, a cozy breakfast nook, all appliances conveying, beautiful LVP flooring, newer windows, an oversized primary suite, a carport, attached garage, and a storage shed. Outside is where this property truly shines, with an expansive fenced backyard that offers room for RV or boat parking, a future pool, garden beds, a playground, outdoor entertaining, pets, or even potential ADU use. The Park Avenue and Roosevelt Boulevard intersection is slated for traffic-calming improvements, including removal of the merge lane from Roosevelt onto Park, adding future neighborhood value.

1503 Pershing Road, Jacksonville

Listing courtesy of UNITED REAL ESTATE GALLERY.

$1,175,000
5 Beds ⋅ 5 Baths ⋅ 2147578 MLS
Photos 6/2! One of the most commanding examples of Colonial Revival architecture in the Riverside Annex from the 1900's-1920's period, this remarkable 5 bedroom, 4/5 bath 1911 residence offers 3,677 square feet in the main house and 527 sf in the guest house for a total of over 4,200 sf of living space. The home beautifully blends historic character with extensive modern upgrades. Originally built for John Faulkner, a respected farrier, the stately front entry porch opens into a sweeping wraparound veranda adorned with a balustrade of lathe-turned spindles, while distinctive geometric window patterns further highlight the home's architectural significance. Recognized with a Restoration Award in 2009, the property showcases extraordinary craftsmanship throughout, including extensive millwork, original pocket doors, an elegant bannister, original hardwood floors on the first and second levels, soaring 10-foot ceilings downstairs, and a classic brick fireplace. (See supplement) Spanning three stories plus a finished basement, the home offers multiple living spaces designed for both comfortable daily living and impressive entertaining. The updated kitchen is appointed with marble countertops, a large island, real wood cabinetry, stainless steel appliances, an oversized pantry, a newer refrigerator, dual-fuel range with gas cooktop and convection double ovens, and a new microwave installed in 2024. Updated marble bathrooms add luxury throughout, including an oversized primary suite with a whirlpool bathtub and a spa-inspired shower featuring triple shower heads and Bluetooth-controlled speakers. A guest en-suite offers both a standup shower and soaking tub, while the finished attic bedroom adds additional flexibility and charm. Modern infrastructure and technology upgrades have been thoughtfully integrated, including updated electrical and plumbing systems completed in 2008, a replaced electrical panel in 2021, Cat 5 and speaker wiring throughout, recessed lighting, all new light fixtures, spray foam insulation, a Broadview security system with three Ring doorbells, a wall safe, and newer first- and third-floor windows. Additional updates include a tankless gas water heater installed in 2021, upstairs air conditioning replaced in 2021, and guest house AC replaced in 2020. The finished basement features a full-size laundry room, French drains, a new sump pump installed in 2026, and convenient exterior cellar-door access. A commercial-grade treadmill and rowing machine also convey with the property. The exterior grounds are equally impressive. Recent 2026 improvements include new roofs, two chimney caps, fresh interior and exterior paint, and a newly refurbished yard with fresh sod and rock landscaping. The expansive wraparound covered porch was updated in 2023 and features ceiling fans, while Trex decking enhances the portico balcony. Situated on a private corner lot within the historic district, the property includes a privacy wall and fencing, irrigation well with yard irrigation, outdoor patio lighting, French drains, a productive lemon tree, termite bond coverage, and covered outdoor parking separate from the garage. A 527 square foot detached guest house and two-car garage were added in 2016, creating exceptional versatility for guests, rental potential, or a private studio retreat. The studio apartment guest house includes its own dedicated covered entrance, while the garage features automatic doors on both sides for convenient pull-through access from the paved alleyway, along with shelving, storage units, and an additional storage closet. Located just one block from the river with no flood insurance required, this exceptional property offers easy interstate access and is within walking distance to Avondale shops, Five Points, King Street, local hospitals, nearby parks, the community garden, and the library.

3002 Riverside Avenue, Jacksonville

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

$349,990
3 Beds ⋅ 3 Baths ⋅ 2147718 MLS
Discover a beautifully preserved, refreshed, and updated historic home in the heart of Downtown Jacksonville's vibrant Springfield neighborhood, offering nearly 2,500 square feet of inviting living space. This absolutely stunning 3-bedroom, 2.5-bath residence sits on a spacious corner lot and features classic wood flooring and trim throughout, a beautifully updated kitchen, a wet bar with built-in wine chiller, a large rear deck and sunroom perfect for entertaining, and a fully fenced yard ideal for pets. Enjoy peace of mind with a newer roof and HVAC system, = a new irrigation system, a brand new hot water heater (2026) , new interior and exterior paint, new landscaping, upgraded plumbing & electrical, and repaired fascia & soffits, while relishing the convenience of being close to public transportation and minutes from hospitals, downtown restaurants, and Jags Stadium. This is your chance to own a piece of history with all the modern comforts you desire schedule your private tour today before this unique opportunity slips away! Available furnished or unfurnished.

1954 Hubbard Street, Jacksonville

Listing courtesy of REDFIN CORPORATION.

$999,999
3 Beds ⋅ 2 Baths ⋅ 2147239 MLS
Some homes are built to blend in -- others are meant to stand out. Welcome to 7370 Woodward Road, a truly one-of-a-kind Fort Matanzas replica offering multigenerational living on 20 private acres in St. Johns County. Even better, this unique property is priced under appraised value! Designed for those who want space, freedom, and flexibility, this property offers multigenerational living, outdoor recreation, and room to create the lifestyle you've been looking for. Features include ATV trails, a shooting berm, 2 separate septic systems, a shared artesian well, and a mechanic garage with a chain hoist and an upstairs studio apartment complete with a kitchenette -- ideal for guests, extended family, hobbies, storage, or workspace. The main home offers a distinctive fortress-inspired design with a wraparound concrete block porch and a functional layout featuring 2 bedrooms and 1 bathroom. Downstairs, you'll find new flooring, real wood cabinets, a new water heater, and an updated bathroom with a new shower and flooring. Upstairs is a blank slate, ready for you to create whatever fits your vision -- additional living space, office, studio, game room, or private retreat. With 20 rare acres in St. Johns County, multiple living spaces, workshop potential, outdoor recreation, and unmatched character, this property is anything but ordinary. Opportunities like this do not come around often. Open House Saturday from 11:00 AM - 3:00 PM. Come see what makes this property so special! Some of the photo's inside the home have been virtually edited.

7370 Woodward Road, St. Augustine

Listing courtesy of MOMENTUM REALTY.

$554,000
3 Beds ⋅ 3 Baths ⋅ 262520 MLS
Welcome to this beautifully remodeled 3-bedroom, 3-bath home located in the heart of historic downtown St. Augustine in the highly sought-after Lincolnville district. Blending timeless character with modern upgrades, this home was thoughtfully renovated in 2014 and features updated plumbing, electrical systems, and a durable metal roof. In 2020, all windows were replaced with hurricane-impact windows for enhanced protection and energy efficiency. Inside, you’ll find an open-concept floor plan designed for comfortable living and effortless entertaining, while preserving the charm and character that make this area so special. Hardy lap siding adds both style and lasting durability. Step outside to your own private backyard retreat—perfect for relaxing or hosting guests in a peaceful setting.

56 Dumas Street, St Augustine

Listing courtesy of Keller Williams Realty Atlantic Partners St Augustine.

$819,000
5 Beds ⋅ 4 Baths ⋅ 2143726 MLS
In the heart of Riverside, this 1929 home offers the kind of scale, craftsmanship, and livability that have made the neighborhood's historic homes so enduring. Spanning three full stories, the home unfolds with generous proportions, abundant natural light, and a floorplan ideal for both everyday living and entertaining. From the moment you step inside, the home feels welcoming and substantial, with historic character carried throughout in the original wood floors, large windows, and thoughtfully preserved details that speak to its era while still living comfortably for today. Beginning with the wraparound porch, which invites slow evenings and conversation, this is the home you've been waiting to see! The first floor is anchored by a spacious foyer that opens into separate living and dining rooms, creating distinct yet connected spaces for gathering. The large kitchen offers exceptional workspace and storage, ready for everything from quiet mornings at home to hosting friends and family, while a separate laundry room and first-floor half bath add convenience to the layout. Just beyond, the home's outdoor spaces become a true extension of the interior. The backyard was clearly designed with entertaining in mind. A two-tiered deck overlooks the beautifully landscaped yard and outdoor kitchen complete with a built-in grill, refrigerator, and sink, creating an effortless setting for weekend gatherings, celebrations, and long dinners outdoors. Upstairs, the second floor includes three bedrooms, among them the spacious owner's suite with a walk-in closet and an ensuite bath featuring dual sinks, a soaking tub, and separate shower. An additional full bathroom serves the remaining bedrooms on the floor. The third floor continues to offer flexibility with two additional bedrooms, a half bath, and a private balcony overlooking the backyard, ideal for guests, home office space, creative studios, or additional living quarters depending on your needs. Located in the heart of Riverside with a Walk Score of 80, this home places you moments from some of the neighborhood's most loved restaurants, shops, parks, and gathering places while offering the space, character, and presence that are becoming increasingly difficult to find. Off-street parking completes this exceptional opportunity to become the next steward of a classic Riverside home.

2598 Herschel Street, Jacksonville

Listing courtesy of COMPASS FLORIDA LLC.

$749,000
3 Beds ⋅ 1 Baths ⋅ 262498 MLS
Located in the heart of historic downtown St. Augustine near the iconic Cross, this rare mixed-use opportunity offers exceptional flexibility for investors, business owners, and developers looking to capitalize on one of the most sought-after locations in the nation’s oldest city. Currently operating as a professional law office, the property is zoned CL-1, opening the door to a wide variety of potential uses, including short-term vacation rental, boutique office space, live/work conversion, retail, gallery, hospitality concept, luxury rental, or private residence. Positioned within walking distance to historic attractions, restaurants, shopping, art galleries, nightlife, Flagler College, and the waterfront, this property sits in a high-demand tourism corridor with strong visibility and long-term upside potential.

19 Old Mission Ave, St Augustine

Listing courtesy of Endless Summer Realty.

$350,000
3 Beds ⋅ 3 Baths ⋅ 2146672 MLS
Charming Riverside Historic Property with 3 Bedrooms, 3 Full Baths, and Detached Garage. Step inside and be captivated by the open living room bathed in natural light, creating an inviting space for relaxation and entertaining. The heart of the home features a thoughtfully designed breakfast bar, seamlessly connecting the kitchen and living area. The master bedroom has a spacious walk-in closet, providing ample storage for your wardrobe. Central a/c, laundry room, ceiling fans and more!

2675 Ernest Street, Jacksonville

Listing courtesy of SPECTRUM REALTY SERVICES.

$425,000
2 Beds ⋅ 2 Baths ⋅ 2146653 MLS
This 1926 Craftsman cottage sits in the heart of Jacksonville's historic Avondale neighborhood. Original hardwood floors, a wood-burning fireplace, and built-in shelving anchor the open living space, blending timeless character with everyday comfort. Out back, a wired shed offers flexible space for a workshop, studio, or extra storage, while cedar garden beds are ready for your next gardening project. The deck and fire pit create an inviting outdoor setting for relaxing or entertaining friends and family. A classic covered porch is the perfect place to enjoy morning coffee or unwind at sunset. Located in one of Jacksonville's most walkable and bikeable neighborhoods, you're just minutes from local favorites like Orsay, Community Loaves, Southern Grounds, and the Riverside Arts Market. Two bedrooms, two baths -- schedule your showing today before this Avondale gem is gone.

3522 Randall Street, Jacksonville

Listing courtesy of DOGWOOD REALTY.

$425,000
3 Beds ⋅ 2 Baths ⋅ 2146618 MLS
PRICE REDUCED! Nestled in a peaceful setting, this move-in ready home blends comfort, charm, & functionality with thoughtful updates thru-out. Beautiful hardwood floors, crown molding, & oversized baseboards create a warm, upscale feel, while the updated kitchen & baths provide modern convenience & style. Designed for both everyday living & entertaining, the home features 2 spacious gathering rooms plus a formal dining room, offering flexible space for hosting guests, family gatherings, or relaxing evenings at home. Step outside to enjoy the privacy-fenced backyard, shaded by mature trees & offering plenty of room for cookouts, play, or outdoor entertaining. A workshop w/ electricity is perfect for hobbies, projects or extra storage, while the attached 2-car garage & additional parking provide ample space for vehicles, boats, or guests. Curb appeal shines with manicured landscaping & a charming white picket fenced front yard, creating a welcoming first impression & a true sense of home

4343 Irvington Avenue, Jacksonville

Listing courtesy of UNITED REAL ESTATE GALLERY.

$339,000
3 Beds ⋅ 2 Baths ⋅ 2146451 MLS
Back on the Market- No Fault of the Seller. Tucked beneath mature trees on a quiet corner lot in Lakeshore sits the kind of home that instantly feels different the moment you arrive. Maybe it's the gorgeous wooden front door with its classic storm door welcoming you in. Maybe it's the warmth of the walnut floors underfoot, the arches, glass doorknobs, crown moldings, and tons of natural light with a west-facing orientation. Maybe it's simply the feeling this home gives you - character, comfort, and the sense that it has been truly loved and thoughtfully cared for overtime. Set on an oversized 140x60 lot, this fully updated all-brick home beautifully blends historic charm with the peace of mind buyers are hoping to find. Major system updates include a 2021 roof, 2024 HVAC, 2023 water heater, and septic pumped in 2026, allowing the character of the home to shine without the heavy to-do list that often comes with older properties. Walnut floors run throughout, while crown moldings, and glass doorknobs preserve its timeless personality. Both bathrooms have been renovated in keeping with the home's charm and honestly, who doesn't love penny tile? The layout offers flexibility without wasting space. A bright flex room overlooking the yard creates a perfect spot for a home office, reading room, creative studio, or quiet retreat. Mudroom/laundry combination is perfectly positioned for everyday living, and the usable attic with pull-down stairs provides additional storage many historic homes simply don't offer. Outside, the property feels established and peaceful with mature landscaping that includes navel orange and lime trees, three Japanese maples, and towering palms that give the backyard its own sense of privacy and charm.And then there's the barn.Yes -- an actual two-story barn with electricity already connected. Workshop? Art studio? Home gym? Woodworking space? Hobby retreat? The possibilities are endless, and spaces like this are becoming increasingly rare within established neighborhoods.The home is also wired for a security system and equipped with exterior cameras already installed.If you've been searching for a home that feels warm, intentional, updated, and genuinely different from everything else you've been seeing. This home is truly move-in ready. It's just waiting for you.

2223 Bayview Road, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

$424,500
3 Beds ⋅ 2 Baths ⋅ 2146362 MLS
Priced to sell! This stunningly remodeled bungalow perfectly balances historic charm & modern upgrades: new roof, HVAC, & tankless WH + updated electrical panel provide peace of mind. Enter through the picturesque front porch to meticulously maintained hardwood floors, picture rail molding, and craftsman casings. Recently remodeled kitchen boasts quartz counters & backsplash, new cabinets & hardware, and upgraded appliances. Plus two remodeled full baths with updated tile, fixtures, and vanities. The flexible sun room is currently set up as a dressing room/walk-in closet off the primary. The versatile third bedroom has ample space for multiple uses: guest room, home office, gym, playroom, den, etc. Relax or entertain on the open patio in the expansive, fully-fenced backyard - perfect for dogs to run and play! Storage inside & out with bathroom built-ins, mudroom, and a detached shed. Convenient attached covered parking. Additional bonuses include updated light fixtures and fans throughout, filtered water at the kitchen sink, Levelor window treatments, and more! Within a mile of multiple parks including Boone and Willowbranch, as well as beloved neighborhood restaurants, shops, and entertainment on Park, Edgewood, and King. Convenient to Roosevelt, 95, I-10, downtown, and NAS Jax.

3329 Randall Street, Jacksonville

Listing courtesy of ROOT REALTY LLC.

$189,900
2 Beds ⋅ 2 Baths ⋅ 2146297 MLS
Nestled in the heart of historic Riverside, this charming property offers the perfect opportunity to enjoy one of Jacksonville's most loved neighborhoods. Full of character and potential, this home is ready for your personal updates and vision while being surrounded by the timeless charm that makes Riverside so special. Located just moments from the scenic St. Johns River, you'll love the walkable Jacksonville lifestyle with nearby parks, local coffee shops, vintage boutiques, eclectic dining, and the vibrant Five Points area. Spend weekends exploring Riverside Arts Market, enjoying riverfront sunsets, or discovering some of the city's best restaurants and hidden gems right outside your door. Whether you're looking for a primary residence, investment opportunity, or a chance to own in one of Jacksonville's most desirable historic communities, this property offers location, character, and endless potential.

2909 St Johns Avenue Unit A3, Jacksonville

Listing courtesy of NEXTHOME ENDLESS SUMMER.

Selling Office: .

$400,000
4 Beds ⋅ 4 Baths ⋅ 2146113 MLS
Historic Blank Slate with Panoramic River Views at Park Lane Welcome to the Park Lane Condos, a 1926 historic masterpiece rich in period charm and character. For the buyer looking to create a truly bespoke living space, this listing includes Units 10A and 10B--encompassing the entire 10th floor. The potential here is unmatched. Surrounded by windows, the floor features dual sunrooms and four separate patio spaces that capture stunning 360-degree views of the St. Johns River, Memorial Park, and the Riverside skyline. Investment Notes: Package Deal: The units will not be sold individually, as they share a single electrical panel. Condition: Total renovation is required. If you've been looking for the ultimate restoration project to bring a historic treasure into the modern luxury era, this is your canvas.

1846 Margaret Street Unit 10A & 10B, Jacksonville

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS.

$285,000
3 Beds ⋅ 3 Baths ⋅ 2146106 MLS
Rare opportunity in Historic Springfield -- a Craftsman home with Mediterranean Revival influences. Located on an extra deep lot with a driveway and alley access. Original hardwood floors, trim, interior doors, three wood burning fireplaces, and glass-panel front door are all intact. Basement adds usable space uncommon for Jacksonville properties - and the potential to add to heated SF. Full set of renovation plans on file. Major systems have been partially addressed: partial re-plumb, partial re-wire, and a newer HVAC unit serving the upper level are already in place, giving the next owner a head start on the restoration. Comparable finished homes in Springfield are selling near $250/SF, putting the ARV close to $600K. Termite bond in place.

234 W 6th Street, Jacksonville

Listing courtesy of PETRA MANAGEMENT INC..

$366,000
3 Beds ⋅ 1 Baths ⋅ 2145891 MLS
Tucked away in one of Jacksonville's most walkable and charming neighborhoods, this beautifully refreshed home blends timeless character with thoughtful modern updates. Just around the corner from Bold Bean Coffee Roasters, 13 Gypsies, and Foo Dog Curry Traders, and only minutes from Five Points, St. Vincents hospital, and Downtown, the location is hard to beat. Inside, you'll find original hardwood floors and a classic brick wood-burning fireplace that give the home its warm, historic charm. Recent improvements include a new roof, updated landscaping, updated bathroom, and a revitalized kitchen featuring stainless steel appliances. Step outside to enjoy the inviting front porch or unwind in the spacious backyard. Rare for the area, the property also offers a detached garage and private driveway -- a huge bonus for historic neighborhood living. This move-in ready gem delivers charm, updates, and an unbeatable walkable lifestyle all in one package.

2331 Myra Street, Jacksonville

Listing courtesy of KELLER WILLIAMS JACKSONVILLE.

Selling Office: .

$378,750
3 Beds ⋅ 2 Baths ⋅ 2145876 MLS
Perfectly positioned in the heart of historic Riverside, 2533 Herschel Street blends timeless charm with the city lifestyle buyers dream about. Situated just moments from local restaurants, coffee shops, boutiques, parks, and the St. Johns River, this beautifully maintained home offers the character of a classic Jacksonville property with the comfort and functionality of modern living. From the moment you arrive, the welcoming front entrance sets the tone for what's inside. New LVP flooring, abundant natural light, neutral paint and thoughtfully preserved architectural details create warmth and character throughout the home. The spacious layout offers comfortable living and entertaining spaces, with a flow that feels both functional and inviting. The kitchen provides ample cabinetry and workspace while seamlessly connecting to the main living areas. Generously sized bedrooms and updated baths offer flexibility for everyday living, guests, or work-from-home needs. One bedroom downstairs with its own bathroom is ideal as either a primary or guest suite. Upstairs, note two spacious bedrooms sharing a well-sized and updated bathroom. Outside, enjoy a private backyard with an automated driveway gate, perfect for relaxing, entertaining, or enjoying quiet evenings under the trees. Whether hosting friends before a night in Five Points or spending a slow morning on the porch with coffee, this home embodies the Riverside lifestyle so many seek. Shed with power and deck make it easy to organize and store lawn equipment, tools and more. Backyard irrigation is a plus! Located in one of Jacksonville's most beloved historic neighborhoods, this is an opportunity to own a home full of charm, personality, and convenience in an unbeatable location. Incredible bonuses include: New main floor AC, new downstairs flooring (different from photos listed), full foundation repair by Alpha Foundations. Note a transferable warranty for new front door and appliances, as well as an active termite bond in place.

2533 Herschel Street, Jacksonville

Listing courtesy of ROOT REALTY LLC.

Selling Office: .

$558,000
3 Beds ⋅ 3 Baths ⋅ 2145745 MLS
Unbelievable opportunity near Willowbranch Park. Beautiful brick 2 story home that has been lovingly renovated over the past 30 years. Every attention to detail has been made! This is a rare home that has beautiful details throughout. 3 bedrooms and 2 full bath upstairs (Primary bedroom has an attached bath). Back addition is currently used as a bedroom and can be used as such again. Full bath is downstairs and recently updated. Home features newer windows, a metal roof, updated baths and a 1 car garage that is detached from the home. Back yard was beautified with pavers to give this a historic look.

1519 Mallory Street, Jacksonville

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$250,000
5 Beds ⋅ 3 Baths ⋅ 2145269 MLS
- ''SHORT SALE!! SHORT SALE!! Seller accepting CASH ONLY!! Needs TLC. Bankruptcy short sale will take about 120 days to get response on offer from lien holders. 5 bedroom, 3 bathroom, 2 story brick home. Built in 1926 .

152 W 10th Street, Jacksonville

Listing courtesy of 7 STAR REALTY, INC..

$875,000
6 Beds ⋅ 4 Baths ⋅ 2145159 MLS
*Open House Sat, 5/23 & Sun 5/24 11A-1P* HISTORIC AVONDALE CHARM with over 4000 square feet meets modern functionality on an oversized 50' x 240' lot! This beautifully maintained property offers a rare combination of character, space, and flexibility with a 2829 square foot main house, DETACHED 4-CAR GARAGE and an 1178 square foot, FULL 2 BEDROOM APARTMENT perfect for guests, multigenerational living, rental income, or a home office setup. The main home welcomes you with a covered front porch and timeless historic details. The UPDATED KITCHEN features leathered granite countertops, farmhouse sink, built-in refrigerator, double drawer refrigerator, pot filler, and gas stove. MULTIPLE FLEX SPACES provide endless options for a home office, playroom, gym, or additional living areas. The living room is equipped with surround sound speakers, and the upstairs AC has been recently replaced. The DETACHED APARTMENT includes a kitchen, full bathroom, 2 bedrooms, great room, all-in-one washer/dryer, and abundant storage space. Step outside to enjoy the covered back patio, expansive green space between the home and garage, gated driveway and irrigation system. With ROOM FOR A POOL and an unbeatable Avondale location close to shopping, dining, parks, and the St. Johns River, this property is truly one-of-a-kind. Step outside to enjoy the covered back patio, expansive green space between the home and garage, gated driveway and irrigation system. With ROOM FOR A POOL and an unbeatable Avondale location close to shopping, dining, parks, and the St. Johns River, this property is truly one-of-a-kind.

1405 Challen Avenue, Jacksonville

Listing courtesy of KELLER WILLIAMS JACKSONVILLE.

Selling Office: .

$234,000
2 Beds ⋅ 1 Baths ⋅ 2144898 MLS
VA LOAN BUYERS ARE WELCOME TO APPLY! Located in the historic Frances Court building circa 1919, this meticulously maintained Riverside condo blends timeless character with thoughtful modern updates in one of Jacksonville's most walkable neighborhoods. The current owners have beautifully cared for the unit with fresh interior paint, an updated kitchen & bathroom, a new HVAC system, sleek smart thermostat, and added conveniences including a washer and dryer that will convey with the sale. Unlike many modern layouts, the kitchen is privately tucked away from the main living areas, offering separation and functionality while maintaining the charm of the original floorplan. The split-bedroom layout places the two bedrooms on opposite ends of the condo, creating flexibility for guests, roommates, or a quiet work-from-home setup. Just blocks from Ascension St. Vincent's Riverside and surrounded by Riverside favorites including coffee shops, restaurants, parks, and nightlif this home offers the classic Riverside lifestyle buyers are searching for -- historic charm, walkability, and convenience all in one.

2545 Oak Street Unit 13, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

$125,000
4 Beds ⋅ 2 Baths ⋅ 2144825 MLS
This turn of the 19th century home is waiting for you to restore it to its original glory. Known as the Wimberly - Eckhardt House in the early 1900s, it hosted many events by Judge Jared Wimberly and was proverbial for its hospitality. The original structure built in 1884 was an eight-room house finished in curly pine. That woodwork still adorns the windows and magnificent stairway today. The electric was updated in the 1980s.

100 Tremont Street, Interlachen

Listing courtesy of INTERLACHEN REALTY SERVICES, INC.

Selling Office: .

$675,000
3 Beds ⋅ 2 Baths ⋅ 2144204 MLS
42 Rohde Ave presents a rare opportunity to own a thoughtfully updated historic home in the heart of Uptown St. Augustine, where timeless character meets modern functionality and true walkability. Offering three bedrooms, two bathrooms, and just under 1,500 square feet of perfectly utilized space, this home lives larger than its footprint with a layout intentionally reworked to enhance flow and usability. The kitchen, dining, and living areas blend seamlessly, anchored by a custom-built island and upgraded cabinetry that create a natural gathering space for everyday living and entertaining. Originally built at the turn of the 20th century, the home retains its authentic charm through beautifully refinished original wood floors, historic doors and hardware, and classic windows, while thoughtful renovations have elevated the overall experience. Interior walls were opened and reconfigured to improve sightlines and function, including the addition of a true third bedroom and second bathroom, a redesigned primary bath, and a dedicated laundry space, all complemented by crown molding throughout. Behind the scenes, the major systems have been comprehensively updated, providing the comfort and confidence today's buyers seek. Electrical and plumbing were fully redone during the 2018 to 2019 renovation, including replacement of the main sewer line (2023) to the rear alley and a new water heater installation. A central HVAC system was added to the home for the first time in 2020 to 2021, with a newer heat pump replaced in 2023 and a high-efficiency filtration system in place. The roof has been well maintained, with additional metal roofing added to select areas for durability and protection. Set on a large, high and dry lot, the exterior continues to deliver with a welcoming front porch and a private backyard patio, complemented by extensive paver work that enhances both the outdoor living space and parking, with the paver driveway offering ample off-street parking, a genuine rarity in this part of historic St. Augustine. The location truly sets this property apart, placing you just moments from Uptown's best restaurants, coffee shops, and boutiques, with easy access to the historic district and a short drive over the bridge to Vilano Beach. Whether you are searching for a primary residence, second home, or a flexible property with short-term rental potential, 42 Rohde Ave delivers a compelling blend of character, thoughtful updates, and lifestyle in one of St. Augustine's most desirable settings.

42 Rohde Avenue, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

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