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$550,000
5 Beds 3 Baths 2151502 MLS
Opportunity is knocking... and it's wearing vintage charm! Located in Jacksonville's historic Riverside district just moments from the historic Willowbranch Library and Willowbranch Park, this classic triplex is ready for its next chapter. Featuring an upstairs 3-bedroom, 1-bath unit and two downstairs 1-bedroom, 1-bath apartments, there's plenty of income potential for the savvy investor. The property also offers off-street parking, a spacious backyard, and loads of historic character just waiting to shine again. Yes, it could use a little love--but the best investments usually do. Situated in one of Jacksonville's most desirable historic neighborhoods, close to dining, shopping, parks, and everything that makes Riverside special, this is your chance to restore, refresh, and reap the rewards. Bring your vision!

2859 Sydney Street, Jacksonville

$1,700,000
3 Beds 4 Baths 2151167 MLS
This exquisite block and stucco Mediterranean style home was designed by Marsh and Saxelby and built in 1922. It sits on a special block with underground utilities surrounded by gorgeous homes. Current owners updates include all new tile roof, 2 new HVAC, significant electrical updates, natural gas full house generator, new glass and metal doors leading to the pool and much more. A notable feature is the great floorplan with the formal dining and living rooms off the foyer and a casual family room area in the back open to kitchen and overlooking the pool. Perfection. Up the beautiful staircase with iron railing are 3 large bedrooms and 3 baths. The primary has a fireplace, two walk-in closets and doors to a private terrace. The second bedroom has an extra bonus space and newer bathroom. The 2 car garage was built roughly 12 years ago. The backyard and pool area are beautiful as well with built-in Heston gas grill and custom asado grill + pizza oven and keg fridge. It is all you need to entertain family and friends. 1856 Challen is the Avondale dream home you have been waiting for.

1856 Challen Avenue, Jacksonville

$630,000
3 Beds 2 Baths 2151082 MLS
Live the Fairfax of Avondale Lifestyle. Earn Income While You Do It. Welcome to one of Jacksonville's most coveted addresses, where tree-lined streets, panoramic water views, and an unmatched sense of community make every single day feel like a weekend. This charming 3-bedroom, 2-bath corner-lot home sits in the heart of Fairfax of Avondale, one of Jacksonville's most sought-after historic neighborhoods, nestled right alongside the iconic Avondale/Riverside corridor where demand is consistently strong and people who find this community simply do not leave. Step onto your front porch with your morning coffee and catch a peek of the water while the neighborhood comes alive around you. Woodmere is that street -- the one where walkers, joggers, cyclists, and dog lovers pass by daily in one of Jacksonville's most active and connected communities. Gorgeous hardwood floors anchor the interior, and the home is move-in ready so you can start living immediately. The corner lot delivers an extraordinary bonus package that is truly rare for this area. A massive 24x40 covered carport gives you unmatched covered parking and storage. A detached 2-car garage goes even further -- inside you will find a fully self-contained studio apartment with its own private bathroom and in-unit laundry, perfectly positioned to generate rental income, house guests, or serve as a private workspace. The detached building also includes a dedicated laundry room that serves the main house, meaning your tenant and your household each have completely independent laundry. Full separation. Zero compromise. This is turnkey income-producing living at its finest. The fully fenced yard is a gardener's dream. Whether you envision a lush tropical landscape, fresh herbs and vegetables growing in your own private oasis, or a serene outdoor entertaining space surrounded by color and life, the space here gives you the canvas to bring it all to life. For anyone with a green thumb or a passion for outdoor living, this yard is one of the property's most exciting features. The location alone is priceless. Stroll to Baker Point Park and Stinson Park, both just steps away, and enjoy world-class boating and waterfront dining right at Port 32 Marina -- all anchored by the iconic Ortega River drawbridge where the Ortega River meets the St. Johns River and the views of the downtown skyline stop you in your tracks. Sunrises, sunsets, the river, the historic drawbridge, and the glittering downtown skyline make Stinson Park one of the most photographed spots in all of Jacksonville. It is all minutes from your front door. The Ortega Marina, Port 32 Marina, top-rated private schools, unique local shops and restaurants of Avondale, the Florida Yacht Club, and Ortega Yacht Club are all woven into the fabric of this neighborhood. This is not just a home -- this is a lifestyle address. Move in and live beautifully. Collect rent from the studio. Or bring your vision and build your custom dream home on one of Fairfax of Avondale's most desirable corner lots. The options are all yours.

1936 Woodmere Drive, Jacksonville

$1,200,000
4 Beds 4 Baths 2150770 MLS
This home is the pinnacle of elegance, character, and timeless Avondale charm. Originally built in 1917 and thoughtfully renovated from top to bottom, this remarkable residence seamlessly blends historic beauty with modern luxury. From the moment you step inside, you'll be captivated by the rich hardwood floors, intricate crown molding, soaring ceilings, and exquisite craftsmanship found throughout. Two elegant fireplaces serve as beautiful focal points, adding warmth, ambiance, and undeniable character to the living spaces. The kitchen is truly a dream come to life. Featuring stunning quartz countertops, a classic marble backsplash, top-of-the-line chef-quality appliances, a gas cooktop, wine chiller, oversized custom cabinetry, and ambient lighting, this exceptional space was designed for both everyday living and unforgettable entertaining. Open to the dining area, it effortlessly becomes the heart of the home and the backdrop for gatherings with family and friends. The oversized first-floor primary suite offers a peaceful retreat, overlooking a charming garden adorned with a fountain, lanterns, and an abundance of blooming flowers and mature landscaping. Relax with a morning coffee on the expansive covered front porch, greet neighbors strolling by, or simply soak in the beauty of one of Jacksonville's most beloved historic neighborhoods. Additional features include a gated driveway for convenient off-street parking and numerous updates to the home's major mechanical systems, allowing you to move in with confidence and peace of mind. Step outside to your private outdoor oasis, where a massive illuminated custom pergola and a brand-new summer kitchen create the perfect setting for entertaining year-round. No detail has been overlooked in this thoughtfully designed outdoor living space. Located just moments from the Shoppes of Avondale, local restaurants, parks, and the St. Johns River, this extraordinary property offers more than a home--it offers a lifestyle. Enjoy evening walks beneath majestic oak canopies, a vibrant community atmosphere, and the rare opportunity to own a beautifully restored piece of Avondale history.

3012 Oak Street, Jacksonville

$700,000
3 Beds 2 Baths 2149987 MLS
Historic soul. Modern comfort. A century of stories--ready for its next chapter.A rare opportunity to own a piece of Avondale history, this iconic 1925 Prairie-style home celebrates 100 years of timeless architecture, enduring craftsmanship, and unmatched character. More than a home, this is a lifestyle defined by history, charm, and community. Enjoy the unparalleled walkability of historic Avondale, where beloved restaurants, boutiques, parks, and the St. Johns River are all moments from your doorstep. NEW ROOF 2025! UPDATED SEWER LINE 2025. Offering 3 bedrooms, 2 full bathrooms, a two-car detached garage with 2,202 square feet, this exceptional residence seamlessly blends historic elegance with modern comfort in one of Jacksonville's most coveted neighborhoods. From the moment you enter, the home's original charm is unmistakable. Rich oak inlay hardwood floors, an ornate fireplace, picture molding, French doors, and graceful arched openings create warmth (cont..) sophistication, and architectural beauty rarely found today. At the heart of the home, the thoughtfully designed kitchen is both stylish and functional, featuring solid-wood cabinetry, a brand-new fridge, a wine refrigerator, expansive island seating, and a classic tucked-away pantry. The kitchen opens effortlessly to a welcoming secondary living room, creating an inviting space for effortless entertaining. Host unforgettable dinners in the elegant formal dining room, then unwind in the stunning living room that flows into a sun-drenched bonus space--perfect as a private office, creative studio, library, or relaxing retreat.Outside, an enchanting backyard oasis awaits. A large fenced yard illuminated by twinkling café lights and anchored by a brand-new entertaining deck offers the perfect backdrop for al fresco dinners, weekend gatherings, or quiet evenings under the stars. An encapsulated crawl space enhances efficiency and comfort, while the detached two-car garage with yard access and additional storage. NEW ROOF 2025! UPDATED SEWER LINE 2025. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

1544 Talbot Avenue, Jacksonville

$349,000
2 Beds 1 Baths 2149735 MLS
Historic Riverside charm meets modern efficiency in this beautifully updated 2-bedroom, 1-bath bungalow. Original hardwood floors, abundant natural light, and a professionally restored wood-burning fireplace blend seamlessly with modern upgrades. The renovated kitchen features marble countertops, custom cabinetry, premium Samsung appliances, induction cooktop, and tile backsplash. The spa-inspired bathroom offers digital shower controls, body jets, Bluetooth speakers, and smartphone connectivity. A rooftop solar system grandfathered into JEA's favorable net-metering program helps offset energy costs. Additional updates include a SEER 14 HVAC system, heat-pump water heater, EV charging station, 2015 roof, new rear deck, and fresh exterior paint. Enjoy a certified Monarch Butterfly sanctuary with low-maintenance native landscaping, all just minutes from Riverside's restaurants, shops, parks, and entertainment.

2902 Remington Street, Jacksonville

$485,000
3 Beds 2 Baths 2149362 MLS
Historic Charm. Modern Luxury. Walkable Avondale Living. Imagine mornings spent strolling beneath Avondale's majestic oak canopy, coffee in hand, afternoons at Boone Park or along the St. Johns River, and evenings walking to Restaurant Orsay, boutiques, neighborhood cafés, and local favorites. Just minutes from downtown Jacksonville, major hospitals, and the Shoppes of Avondale, this exceptional home offers more than a premier address-it offers one of Jacksonville's most coveted lifestyles. Perfectly positioned on the corner of Park Street and Dancy Street, this beautifully reimagined residence combines the timeless character of Historic Avondale with the comfort, efficiency, and peace of mind of new construction. Inspired by the craftsmanship of a 1927 home, it has been rebuilt from top to bottom to today's standards, including a new roof, HVAC, plumbing, electrical, Low-E windows, spray foam insulation, tankless gas water heater, hardwood flooring throughout, stainless steel appliances, and a 600-square-foot addition. An oversized front porch welcomes you home and invites you to slow down, connect with neighbors, and enjoy the walkable charm that makes Avondale so special. Inside, rich hardwood floors, abundant natural light, and thoughtfully curated finishes create warm, inviting spaces. The stunning kitchen features Taj Mahal quartzite countertops, custom wood cabinetry, premium stainless steel appliances, and exceptional storage-designed for everyday living and effortless entertaining. The spacious primary suite is a true retreat with vaulted ceilings, a large walk-in closet, and a spa-inspired bath featuring a seamless glass shower, custom soaking tub, and designer finishes. A dedicated home office with a private exterior entrance offers flexibility for remote work, meeting clients, or creative pursuits. Outside, the fully fenced backyard and custom paver patio provide the perfect setting for entertaining or relaxing after enjoying everything the neighborhood has to offer. This is a rare opportunity to own a home that captures the architectural charm of Historic Avondale while delivering the confidence, efficiency, and convenience of modern construction. In Avondale, you're not just buying a home-you're embracing a lifestyle.

1443 Dancy Street, Jacksonville

$479,500
3 Beds 3 Baths 2149207 MLS
BEST priced duplex in Avondale. Rare DOUBLE LOT in Avondale sitting just 100 yards from Boone Park. #3677 is a 2 bed 1.5 baths, fully renovated kitchen, stainless steal appliances, huge family room, dedicated dining room, plus additional sitting room. #3679 is a 1 bed, 1 bath with a family room, screened in porch for sitting out front. There is an enormous back yard plus a detached two car garage. The one bedroom unit is rented on a long term lease, the larger unit is currently vacant. This property totals 100' x 125' TWO platted lots. Lots 12, 13 Block 48. This property provides so many options. Bring your motivated buyer and let's make a deal on this great investment. Please give 24hr notice to show.

3677 Walsh Street, Jacksonville

$1,299,000
5 Beds 4 Baths 2148181 MLS
Beautifully maintained historic home on one of Jacksonville's most desirable streets - a quiet, tree-lined picturesque block steps from the St. Johns River and the shops of Avondale. Behind its classic brick exterior, this 1940 home offers 5 bedrooms, 3.5 baths, and over 3,700 square feet, rich with the character of the era. The floor plan blends traditional charm with the way people live today: a living room with fireplace, formal dining room, and downstairs office open to a bright, open - concept kitchen and family room with new wood floors-designed for both comfortable living and entertaining. A large deck extends into a peaceful, fully fenced backyard framed by mature landscaping. Recent updates bring peace of mind - a 2017 roof and both HVAC replaced in 2020 - plus a deep attached garage with generous storage. Walkable to riverfront parks, with easy access to interstates and downtown. A rare opportunity to own a truly special home in a highly sought-after neighborhood.

3590 Hedrick Street, Jacksonville

$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

$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

$519,000
2 Beds 2 Baths 2145168 MLS
*UNDER CONTRACT w/ KICK-OUT CLAUSE. SELLER WELCOMES CONTINUED SHOWINGS AND BACKUP OFFERS* Please come experience distinguished living at Beau Rivage, a community nestled in the heart of Jacksonville. Step into this 2 bed/2 bath condo to enjoy breathtaking views of the St. Johns River from your private terrace. Inside, the airy living space blends timeless elegance with modern comfort. The kitchen is designed with excellent flow for everyday living. The spacious bedrooms offer updated closets and bathrooms, crafted with serenity in mind. The living areas, enhanced by automated window coverings and custom details, create an inspired home. Conveniences include a large storage closet, covered parking and an exceptional management team providing a lifestyle rich with amenities, including a pool, river-view lounge, piano, game room, a library, fitness, and security for peace of mind. Beau Rivage combines riverfront living in a vibrant, welcoming community. Make this your home sweet home!

2970 St Johns Avenue Unit 9F, Jacksonville

$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

$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

$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

$849,000
4 Beds 2 Baths 2139798 MLS
A rare opportunity in Avondale, this property offers one of the few remaining double lots in the area with exceptional potential for its next chapter. The historic home is ready to be reimagined and thoughtfully restored, creating something truly special. This home has been in the same family for generations! The first floor includes a spacious living room, dining room, kitchen, and an additional flex space just off the living area that works beautifully as a home office or study. A laundry room and full bathroom are also located downstairs. The kitchen is ready for a complete transformation tailored to your vision. The backyard is a standout feature, with mature landscaping and generous space that invites outdoor living, entertaining, or expansion. Upstairs, you'll find four bedrooms and a full bathroom, offering a traditional layout with plenty of opportunity to redesign and elevate. Positioned in a prime Avondale location, this home is just moments from neighborhood parks, local shops, and some of Jacksonville's most loved dining spots. Two-car garage is on site (sold as-is).

1512 Edgewood Avenue, Jacksonville

$450,000
3 Beds 2 Baths 2143687 MLS
At its heart, this classic bungalow lives as a true 2-bedroom, 2-bath home on the main level, complemented by a rare upstairs loft/attic that offers valuable flexibility and generous bonus storage. This wonderful flexible space is well suited for a home office, creative studio, cozy reading retreat, playroom, or third bedroom. Step inside from the welcoming front porch and you're immediately struck by the perfect balance of character and comfort. Natural light pours in through generous windows, while original glass doorknobs catch the sunlight, a subtle reminder of the craftsmanship that defines historic homes. Thoughtful built-ins, including a china cabinet, bookcase, and dressers, add both charm and function, offering the perfect place to display and store your favorite pieces. Both full bathrooms have been beautifully updated, blending modern comfort with the home's original character. The kitchen has been thoughtfully renovated with an open layout that keeps the cook connected, anchored by a gas stove and designed for both everyday living and entertaining. Outside, the charm continues. The backyard feels like a private garden oasis, with a graveled lounge area perfect for relaxed conversation and antique Indian garden gates that add a sense of intrigue. The deck creates a seamless indoor-outdoor flow, ideal for al fresco dining with a glass of wine. A fully insulated barn offers additional storage options or could be converted into a workshop or creative space. From here, life in Avondale unfolds effortlessly. You're just moments from the river, nearby parks, and the local shops, cafés, and restaurants that give this neighborhood its vibrant soul. Homes like this aren't just found, they're felt. They wait for the right steward to carry their story forward.

2944 Olga Place, Jacksonville

$685,000
2 Beds 2 Baths 2143146 MLS
Enjoy expansive river views from this lovely condo in The Beau Rivage, located in the heart of historic Avondale where you can walk to the shops and restaurants through tree lined streets. At 2271 sq ft, this unit is the largest floor plan in the community and offers a spacious layout with large Living and Dining rooms and a kitchen with breakfast room. Originally a 3 bedroom, the 3rd bedroom is now a den off the kitchen but could easily be converted back. In addition to the many large closets, this unit offers built ins for plenty of storage and a large laundry room with more closet space. Kitchen has updated appliances with a SubZero fridge. Parking includes a garage space on the row closest to the entrance and an assigned space outside.Discover all the Beau Rivage has to offer including the River Room with adjoining kitchen for entertaining, card room, fitness center and pool on the river. Water and sewer are included. Enjoy condo living in a beautiful neighborhood!

2970 St Johns Avenue Unit 4A, Jacksonville

$1,998,000
4 Beds 5 Baths 2141901 MLS
**ASSUMABLE 5.6% VA LOAN** A rare opportunity to own one of Avondale's most distinctive residences. Originally built in 1922 and thoughtfully restored, this timeless Tudor seamlessly blends historic character with modern luxury across 3,764 square feet. Rich architectural details include herringbone oak floors, mahogany doors, restored windows, and exceptional craftsmanship throughout. The chef's kitchen is appointed with Wolf and Sub-Zero appliances, custom cabinetry, and flows effortlessly into the home's inviting living and entertaining spaces. The expansive third-floor retreat offers remarkable flexibility for a media room, home office, guest quarters, fitness space, or creative studio. Outside, enjoy a private backyard oasis featuring a heated/chilled saltwater pool, outdoor kitchen, covered cabana, putting green, and beautifully landscaped grounds. Ideally located in the heart of historic Avondale near the St. Johns River, parks, dining, and shopping.

3338 Riverside Avenue, Jacksonville

$499,900
2 Beds 2 Baths 2141186 MLS
**AMAZING LOCATION**DETACHED GARAGE**UPDATED** Experience this charming home with tons of character in the heart of Avondale! This beautifully kept and updated home features ORIGINAL HARDWOOD FLOORS, tons of STORAGE, high ceilings, and lots of light. Relax by the wood burning FIREPLACE or enjoy the spacious dining room. The UPDATED KITCHEN offers tons of cabinetry, while a 2nd bathroom adds rare convenience for this size. The 2nd bedroom includes extra space perfect for a home office, workout space, or a huge closet. Outside, the HUGE YARD features two outdoor entertaining areas. Practicality meets style with a pavered driveway for OFF STREET PARKING and a detached 2 car GARAGE accessible via the back alley way. With incredible walkability, you are steps away from parks, Southern Grounds, Mellow Mushroom, Sushiko Japanese Restaurant, and a short drive to Publix. Enjoy morning coffee on your large front porch in this perfect blend of historic charm and modern updates! Don't miss it!

3572 Herschel Street, Jacksonville

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