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$709,900
3 Beds ⋅ 2 Baths ⋅ 2157999 MLS
*Interior photos coming soon* Move-in ready and full of Avondale charm, this special brick home sits on one of the neighborhood's most desirable streets. At the time of listing, it's the only home in Avondale or Riverside on the MLS offering this rare combination: a private pool, two-car garage with abundant off-street parking, and a loft-style ADU/garage apartment of approximately 400 square feet. The ADU offers wonderful flexibility for guests, extended family, band room, a college student, au pair, creative workspace, or potential rental income. Major improvements include a brand-new sewer line, HVAC systems installed in 2023 and 2025, roofs replaced in 2012 and 2023, two new water heaters in 2025, updated plumbing, and the removal and replacement of all cloth wiring in 2025. Previous contracts didn't reach closing for reasons unrelated to the home's current condition. It's ready and waiting for its next chapter!

1361 Challen Avenue, Jacksonville
$550,000
3 Beds ⋅ 2 Baths ⋅ 2157274 MLS
Avondale's got a new love interest. This Dutch Colonial Revival with its brick and dormers is dripping with the kind of character worth swooning over. Inside, historic charm shows up everywhere you look, the kind that makes you slow down and notice the details, like original hardwood floors with inlaid details. One of this home's standout features is its two distinct living areas. A welcoming formal living room offers an elegant space for entertaining,cwhile the separate casual gathering room provides the perfect spot for movie nights or simply relaxing. But architecture is just the opening act. The real romance is out back: a deck for easy coffee mornings, a mostly-fenced yard shaded in native plantings for evenings where the dress code is casual. The front pollinator garden is a 5-star buffet for every bee in a 2-block radius. A detached garage offers additional storage or future ADU opportunity. It's here for slow mornings, long dinners, and neighbors who actually wave. Bonus: its proximity to Shoppes of Avondale's coffee, cocktails, and boutique everything, as well as the St. Johns River. Some homes you buy. This one, you will fall for. Updates: Roof 2021; upstairs AC 2023; electrical updated 2021; water heater 2021; pavers, underground drains for gutters/yard, and irrigation system late 2022/early 2023.

1326 Hollywood Avenue, Jacksonville
$774,900
4 Beds ⋅ 4 Baths ⋅ 2153293 MLS
**POOL HOME**RIVERSIDE**NEW ELECTRICAL** This charming, ALL BRICK Avondale home is surrounded by affluent historic charm and has been immaculately maintained by the same family for 30 years! Situated on a desirable cobblestone, river-view street lined with luxury family homes, this property possesses so much equity potential! The home boasts 4 bedrooms w/ a bonus room off the garage, 4 full bathrooms, an attached 2-car garage, polished ORIGINAL HARDWOOD FLOORS, BUILT-IN SHELVES and tons of storage space throughout. The expansive living area features a gas FIREPLACE and an elegant bay window drawing in tons of light. The large kitchen offers TONS of cabinetry, a GAS STOVE TOP, and is ready for personal touches! Outside, a screened and covered patio overlooks a stunning private SWIM-SPA/fitness pool and a huge backyard with mature citrus trees. Enjoy an amazing location minutes from Riverside and Five Points, and near popular dining like Blue Fish, Mellow Mushroom, Brick, and Orsay!

1825 Elizabeth Place, Jacksonville
$520,000
3 Beds ⋅ 3 Baths ⋅ 2152825 MLS
Beautifully updated mid-century modern home in the heart of Avondale, one of Jacksonville's most desirable neighborhoods. This light-filled home offers an open floor plan, spacious living areas, large bedrooms, and flexible space for a home office, guest room, or additional lounge. The updated kitchen features modern finishes, ample cabinetry, a gas stove, and great flow for everyday living or entertaining. Upgrades include a tankless water heater and encapsulated crawlspace for efficiency and peace of mind. Enjoy a private fenced backyard with a large deck, perfect for relaxing or hosting guests. A rare two-car garage adds valuable parking and storage. Minutes from the St. Johns River, Shoppes of Avondale, Riverside, Five Points, King Street dining, parks, coffee shops, and nightlife. Beautifully staged by Simply Dwell and move-in ready.

1827 Cherry Street, Jacksonville
$349,000
3 Beds ⋅ 2 Baths ⋅ 2152340 MLS
Completely remodeled and move-in ready, this beautifully updated home in the heart of the historic Avondale offers the perfect blend of modern style and timeless charm. BRAND NEW Roof (2026). BRAND NEW HVAC. BRAND NEW hot water heater 2026. Full rewire & brand new Electrical Panel (2026). The spacious backyard provides plenty of room to relax, entertain, or create your own outdoor retreat to enjoy with friends & family. Ideally located just minutes from the Shops of Avondale, Murray Hill, Riverside, and Downtown Jacksonville, you'll enjoy convenient access to local restaurants, boutiques, parks, hospitals, and major highways. This property is a must-see. Don't miss your chance to come see it!

3517 Ola Street, 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
$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
$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
$519,000
3 Beds ⋅ 3 Baths ⋅ 2117021 MLS
Modern 3-bedroom, 2.5-bathroom home in Avondale, Jacksonville, Florida. Built in 2017, this nearly 2,000-square-foot residence sits on a corner homesite and features 9-foot ceilings, an open-concept layout, granite countertops, stainless-steel appliances, a walk-in pantry, and island seating. Wood-look tile and wood flooring run throughout the main level. Smart home electronics are integrated throughout. The primary suite includes a spa-inspired bath and spacious walk-in closet. Two additional bedrooms and a guest bath complete the upper level. A fenced backyard and detached garage provide outdoor space and storage on the corner lot. Avondale offers walkable dining including Restaurant Orsay, Blue Orchid Thai Cuisine, and The Blue Fish. The Cummer Museum of Art and Riverside Arts Market are minutes away. Located near downtown Jacksonville in the heart of Avondale.

3805 Park Street, Jacksonville
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