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$650,000
3 Beds 3 Baths 2078108 MLS
Step into over a century of Jacksonville history with this captivating 112-year-old residence on St. Johns Avenue in the prestigious 32204 corridor. With just three lifetime owners, this home is a true generational treasure formerly passed from one family generation to the next, and now ready to write its next chapter. Timeless Charm & Rich Character: Original details include hardwood floors, crown molding, high ceilings, each room whispers stories of eras past. Oversized Lot & Inviting Veranda: Mature shade trees, deep front porch, and expansive yard provide gracious outdoor living—perfect for entertaining or peaceful retreats. Historic Appeal with Modern Potential: While true to its early 20th-century roots, the layout offers flexibility for for today's lifestyle—think restoration, expansion, or creative adaptive reuse. This isn't just a house—it's a heirloom. Imagine being only the fourth stew

2239 Saint Johns Avenue, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$680,000
4 Beds 3 Baths 2077589 MLS
This stunning 4-bed, 2.5-bath residence boasts an impressive 2,768sqft and is nestled on an oversized corner lot in one of Jacksonville's most desirable historic neighborhoods. With a detached 2-car garage and just a short stroll to the vibrant 5 Points and Riverside areas, this location truly has it all. Step inside to discover a bright and inviting foyer featuring grand stairs that lead to the second floor. The freshly painted interior, complemented by real wood floors throughout, creates an atmosphere of elegance and warmth. Enjoy cooking in the beautifully appointed kitchen, complete with brand new stainless steel appliances, an oversized kitchen island with a gas stove top and take advantage of the convenient stairs that lead directly to the upper level. The main living area flows seamlessly into a versatile Florida flex room, perfect for entertaining or relaxing with family while still featuring a formal dining room. The backyard oasis features low-maintenance turf and stylish pavers, making it ideal for gatherings. And don't forget the expansive front porch, complete with a charming swingperfect for enjoying your morning coffee or unwinding in the evening breeze. This home is a rare find that beautifully blends historic charm with modern comforts.

2060 College Street, Jacksonville

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$1,025,000
4 Beds 4 Baths 2076182 MLS
Welcome to this stunning Mediterranean Revival home in Avondale! The inviting front porch and beautifully arched front door and windows of the foyer create a grand entrance. This home perfectly blends traditional formal rooms with comfortable living areas. The thoughtfully designed kitchen boasts a charming butler's pantry, highlighting the home's rich history. A built-in banquette provides a cozy space for casual dining, while the formal dining room is perfect for special occasions. The first floor also includes a convenient powder room and a dedicated office area. Upstairs, you'll find four spacious bedrooms with plenty of closet space and three bathrooms. The primary suite is a true oasis, featuring a separate tub and shower, two separate vanities, and two separate closets. The private backyard is absolutely lovely, offering a serene escape. The barrel tile roof is 8 years old, and the AC and duct work with a UV light are also 8 years old. Buyer to verify square footage

1740 Challen Avenue, Jacksonville

Listing courtesy of MILLER & COMPANY REAL ESTATE.

Selling Office: .

$400,000
6 Beds 2 Baths 2074143 MLS
CHECK OUT THIS STUNNING, MASSIVE DUPLEX IN THE HEART OF MURRAY HILL! Huge units approx. 1,250 SF each! 100% Occupied. Downstairs is a 2BR/1BA and upstairs is a 4BR/1BA. Sturdy concrete block construction. Utilities are separately metered and paid directly by tenants. Beautiful hardwood floors, high ceilings, large patio and balcony, washer/dryer hookups in both units. Roof replaced in 2024, both HVACs replaced in 2024, both water heaters replaced in 2025, fresh exterior paint completed in 2024. Perfect for investor or owner occupant. Residents will love being steps from all the restaurants and shops on Edgewood Ave as well as the short drive to Five Points, Shoppes of Avondale, and Downtown!

3408 Mayflower Street, Jacksonville

Listing courtesy of MCADOO MULTIFAMILY ADVISORS LLC.

Selling Office: .

$660,000
5 Beds 4 Baths 2074025 MLS
This beautiful, historic duplex has been thoughtfully renovated with new electrical, plumbing, interior/exterior paint, new gravel parking area & clean space and dehydration unit under house. The downstairs unit is a 2/1.5 with two ornamental fireplaces and lots of the original charm with built-ins and columns! The floors are also gorgeous. Upstairs is a 3/2 with newly remodeled primary en suite! Lots of windows for natural light as well! The third floor is currently an attic but has been shown to be a viable third unit as a studio apartment! These units are within walking distance (like 1 1/2 blocks) to local restaurants, watering holes, shops and Publix! The location cannot be match for walkability. The St Johns River is just 3 blocks as is Memorial Park! This is a great opportunity for a savvy investor or for anyone looking to live in one unit and rent out the other. Current seller runs her therapy business downstairs and lives upstairs. Zoned CRO in an established neighborhood

2126 Herschel Street, Jacksonville

Listing courtesy of THE LEGENDS OF REAL ESTATE.

Selling Office: .

$535,000
6 Beds 4 Baths 2072811 MLS
Charming & Fully Renovated Duplex located in the High-Demand Riverside area! Don't miss this incredible investment opportunity! This cash-flowing duplex brings in $3,875 per month total and is perfectly situated in the heart of Riverside, just five minutes from the Riverside Arts Market, local shops, top-rated restaurants, and entertainment. Each unit features 3 spacious bedrooms and 1.5 bathrooms (Total 6 bedrooms, 2 full baths, and 2 half baths), blending modern upgrades with timeless historic charm. Enjoy beautifully renovated kitchens and bathrooms while still appreciating the Historic character of original hardwood floors, elegant arches, and a classic brick exterior with a massive front porch! Whether you're an investor looking for a turnkey rental or a homeowner wanting to live in one unit while renting the other, this property offers the perfect blend of location, style, & income potential. Opportunities like this don't last long!

2915 Sydney Street, Jacksonville

Listing courtesy of MOMENTUM REALTY.

Selling Office: .

$760,000
4 Beds 2 Baths 2070499 MLS
Nestled in Jacksonville's prestigious Avondale neighborhood, this meticulously renovated historic residence seamlessly blends timeless charm w/ modern luxury. The captivating façade hints at the elegance within, where sunlight illuminates preserved original features alongside thoughtful updates. Inside the entryway a stately staircase serves as a focal point. The gourmet kitchen features a gas cooktop, sleek stainless steel appliances & a full-sized wine chiller w/ custom cabinetry & polished countertops, making this space perfect for culinary endeavors. Bathrooms have been exquisitely & tastefully renovated. The dining room exudes warmth, w/ a charming wood-burning fireplace. A beautiful sunroom offers a bright & versatile space for relaxation or a creative retreat. Adding to its appeal, the property includes a rare two-car garage w/ paved drive & a 2023 roof, ensuring peace of mind. Ample off-street parking. Enjoy proximity to the St. Johns River, scenic parks, boutiques & eateries.

1801 Bayard Place, Jacksonville

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$735,000
3 Beds 4 Baths 2070041 MLS
Let's Get You Home! This vibrant 3/3.5 pool home in the heart of Riverside is the perfect home for entertaining from the paver lined firepit in the front fenced and irrigated courtyard all the way through to the sparkling, saltwater pool via the large backyard deck! The pool is even pet friendly with short steps for little ones to exit! This home boasts custom cabinetry in the butler's pantry, cedar closet and dining room bar! Beautiful hardwood floors throughout, complemented by newly grouted tile in the mudroom and bright sunroom! Full downstairs bath near the pool, so no need to run through the house wet! Upstairs off the primary en suite is a custom-built closet large enough for the biggest clothes horse. The other bedrooms and hall bath are also large and offer lots of storage space for an historic home. Off-street parking and windows that open, both rare in most historic homes! Freshly painted interior and Rhinoshield coating exterior with a transferable warranty! See it today!

2528 Herschel Street, Jacksonville

Listing courtesy of THE LEGENDS OF REAL ESTATE.

Selling Office: .

$1,015,000
4 Beds 3 Baths 2068200 MLS
**MULTIPLE OFFERS - H & B REQUESTED BY NOON, FRIDAY, FEBRUARY 7TH** Situated on one of the Neighborhoods most sought after Streets, this Historic Avondale Beauty is now looking for its next Steward. Lovingly Restored and Featuring a Large Addition Constructed in 2017, the Home offers Original Charm mixed with Modern Amenities and Conveniences. A Welcoming Front Porch greets you upon Entry - a Wonderful place to Relax and Converse with Friends and Neighbors. Large Living Room with Original Chandelier and Fireplace now featuring a Gas Log Insert. Beautifully Remodeled Kitchen with Custom Wood Cabinetry, most with pull-out Drawers. Gorgeous Soap Stone Counters, Pot-filler, KitchenAid Gas 6 Burner Double Oven Range, Bosch Dishwasher, Liebherr Refrigerator, Custom Range Hood, Backsplash and an Enormous Walk-in Pantry complete the Space. The Kitchen is Flanked by a Dining Room at the front of the house and a Fun Orange Butlers Pantry to the rear, which is stubbed out for a Bar sink if desired at a later time. Extremely Spacious 21' x 18' Family room is at the Rear of the Home with Gas Fireplace and 8' French Doors with Screens leading to the Backyard Oasis. Primary Suite conveniently situated Downstairs and offering Two Walk-in Closets and 8' French Doors with Screens for Convenient Rear Yard Access. Primary Bathroom has Two Custom Vanities with Additional Storage Cabinet between, Water Closet and Walk-In Shower with Two Shower Heads and Jets. Downstairs you will also find a Half Bathroom with Hidden Closet, directly adjacent, behind a Built-in Bookshelf. Upstairs, you will find 3 Additional Spacious Bedrooms and a Full Bathroom with Walk-in Shower and separate Soaking Tub. The Home Features Beautiful Original Oak Flooring Downstairs (New Oak in the Addition) and Original Pine Flooring Upstairs. Off the rear of the home is a large 9' x 41' Porch and Salt-water Pool with Paver Decking. The oversized Lot also offers plenty of room to build a garage if desired. Additionally, the Home features the following Custom items: Storage Systems in ALL Closets, Blinds/Drapes/Rods, Bound Rugs in front Living and Dining Room, Wallpaper in several Rooms and Spray Foam Insulation in both Attics. Home offers an Abundance of Natural Light. Conveniently located close to the Shoppes of Avondale, Restaurants, local Hospitals and Major Roadways!

1430 Avondale Avenue, Jacksonville

Listing courtesy of REMAX TOWNE CENTER.

Selling Office: .

$553,000
5 Beds 4 Baths 2067791 MLS
Fabulous historic 1916 darling, this 4-unit PRIME historic Avondale multi-unit consists of a triplex and garage apartment. Back on the market after a few repairs! Brand new roof, fresh paint exterior, and structurally sound to last for decades to come! So much historic charm preserved, and all units in main building are vacant, awaiting market rate rents. Garage apt is occupied. Hardwood floors, fireplace, all other systems were updated in 2016 (HVACs, plumbing, electrical). Plenty of parking for tenants! Convenient location close to a ton of restaurants, parks, playgrounds, and within close distance to FSCJ, Avondale shopping center, and Five Points! Garage apt current rent = $975/mo Market value approximations: Downstairs 2/2 = $1900/mo-$2100/mo Apt 1 = $1100/mo-$1250/mo Apt 2 = $1000-$1150/mo

1438 Dancy Street, Jacksonville

Listing courtesy of COWFORD REALTY & DESIGN LLC.

Selling Office: .

$596,000
6 Beds 4 Baths 2067390 MLS
Discover this beautifully renovated quadplex in the heart of Jacksonville's historic Riverside, offering exceptional income potential! Featuring a triplex and a detached unit, this Multi-Family property features 6 bedrooms and 4 bathrooms, with each unit offering its own living room and kitchen. Modern touches include quartz countertops, luxury vinyl plank flooring, and updated bathrooms in every unit. The brick exterior adds timeless charm, enhanced by great curb appeal. Residents will enjoy the communal laundry room, shared parking, and a relaxing outdoor deck. With all major systems up to date, this property is turn-key ready. Situated a short walk from the river and minutes from the lively 5 Points area, it's close to top-notch restaurants, bars, parks, and shops. Ideal for long-term rentals, with potential to generate upwards of $5,500/month, or as a high-demand Airbnb. Whether you're an investor or looking for a personal residence, this Multi-Family property is a gem!

1514 Mcduff Avenue S, Jacksonville

Listing courtesy of REAL BROKER LLC.

Selling Office: .

$895,000
4 Beds 3 Baths 2058707 MLS
Modern Elegance Meets Historic Charm in Avondale! Discover the perfect blend of modern convenience and timeless character in this stunning Craftsman-style home built in 2021, nestled in Avondale's historic district. Situated at the end of a cul-de-sac on a unique street with other beautifully designed homes, this four-bedroom, three-bath property offers the luxury of new construction in an iconic neighborhood. Filled with natural light, this home features stunning hardwood floors, designer finishes, and a top-of-the-line kitchen with premium appliances. The open-concept design and spacious primary suite provide both comfort and sophistication, while the historic district's character surrounds you with tree-lined streets and architectural beauty. Enjoy the best of Avondale living, just moments from local dining, shopping, and parks. This rare opportunity won't last long—schedule your private tour today!

1261 Lydia Court, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$785,000
4 Beds 3 Baths 2055041 MLS
This beautiful home built in 1909 is one of the best examples of Colonial Revival homes in the area. It has heavy bungalow influences with the huge porch and columns and dormers. It was fully renovated in 2018 and was the winner of the 2018 Riverside Avondale Preservation Renovation Award! Upstairs there are 4 bedrooms + a bonus office (or small BR) and a beautiful enclosed sleeping porch upstairs off one of the bedrooms. The primary suite, bathroom and closet are fantastic. Really all of the rooms are spacious, and the home has a great layout with high ceilings and a very open feel to it. There is a large laundry room with sink off the kitchen. So many details to fall in love with such as detailed glass windows, a beautiful foyer and staircase, porch swing and unique original Dutch door. There is a new high quality workshop in the backyard as well as new Trex deck and landcasping. It's ready to entertain you and your guest, so you best move quickly!

1817 Bayard Place, Jacksonville

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

Selling Office: .

$795,000
9 Baths 2055566 MLS
Rare value-add opportunity in the Avondale Historic District. This 10,803 SF, three-story building with full basement was originally built in 1924 as a hospital and later operated as an assisted living facility, offering 27 bedrooms and 9 bathrooms on a ±0.22-acre lot. Steps from Ascension St. Vincent's Riverside and the Shoppes of Avondale. The building retains an elevator shaft, former commercial kitchen with walk-in cooler, and a fire sprinkler system, none confirmed in working order and sold strictly as-is. Recent cosmetic updates include fresh paint, new carpeting, updated plumbing fixtures, and laminate flooring in several bathrooms. Zoned RMD-D, permitting a range of residential and community uses including multi-family and elderly housing. Buyer to verify redevelopment potential and required entitlements with the City of Jacksonville. Seller will consider seller financing or a joint venture structure for the right buyer. been initiated regarding a potential multi-family conversion in the range of approximately 8-17 units, subject to City of Jacksonville approvals. A zoning exception or related entitlement process may be required depending on the final scope and design. In addition to multi-family, permitted, and exception uses, may include housing for the elderly, foster care facilities, residential treatment facilities, bed and breakfasts, churches, and group care homes. This is a substantial infill opportunity in one of Jacksonville's most desirable historic districts -- ideal for an investor or developer seeking scale, location, and flexibility with multiple potential exit strategies.

2751 St Johns Avenue, Jacksonville

Listing courtesy of BELLE EPOQUE REALTY SERVICES LLC.

$4,250,000
7 Beds 9 Baths 2053150 MLS
This extremely rare gem in the heart of Historic Avondale, a neighborhood full of tree lined streets, local shops, restaurants, and parks all within walking distance, has hit the market! Renovated top to bottom, this estate spans almost 3/4 of an acre, with panoramic views of the St. John's River and downtown Jacksonville. The upstairs features 6 guest suites and a full guest house above the garage. Each room is expansive and airy, yet intimate and inviting. Natural light pours through each room and the expansive porch spans the entire length of the house allowing for all levels of entertaining. The location of this home is spectacular. Not only close to all the fun of Avondale, but also within 20-30 minutes of all major medical centers, the airport, and even the beaches! You must come see this remarkable home for yourself; words and photos truly can't capture it's greatness.

1875 Avondale Circle, Jacksonville

Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

Selling Office: .

$865,000
3 Beds 3 Baths 2049617 MLS
Welcome to your dream home in the vibrant Avondale community! This pool home offers a tranquil oasis. Picture yourself hosting gatherings with friends and family or enjoying quiet evenings by the poolside. The home boasts 3 bdrms, 3 baths and office/sunroom. Also, has a light-filled foyer, formal dining room and living room with hardwood floors, wood burning fireplace, built-in entertainment center with wine fridge. Kitchen offers generous granite countertop space, custom slow close cabinets, two pantries, SS appliances, Wolf gas stove with oven and breakfast nook. The extra-large primary suite has three custom walk-in closets, new stylish shower, double sinks, clawfoot tub and balcony that overlooks the pool. Spacious 2nd and 3rd bdrms share a Jack and Jill bath. Private peaceful backyard with heated saltwater pool and outdoor kitchen. Enjoy the convenience of walking or riding bikes to the Avondale shops, immersing yourself in the local culture and entertainment. Plus, nearby parks Enjoy easy access to NAS Jax, Downtown Jacksonville, local healthcare facilities, colleges and I95/I295/I10. Tastefully landscaped exterior with full irrigation system, storm shutters and one car garage with additional storage. Roof 2018, Two AC units 2015, new Custom blinds throughout. This home not only offers a haven of tranquility, but also an active community lifestyle. MUST SEE TO APPRECIATE!

1639 Challen Avenue, Jacksonville

Listing courtesy of THE LEGENDS OF REAL ESTATE.

Selling Office: .

$1,900,000
4 Beds 5 Baths 108989 MLS
Rare opportunity to own a home that is both classic and comfortable, both charming and elegant. Situated on the St. John’s River in historic Riverside with 100 ft of river frontage on a generous almost half acre lot, it is the only home on River Blvd with direct river frontage. This 3781 sq ft. home can both entertain friends and nurture a family. Facing southwest, the large front porch allows glorious mornings and evenings as well as a comfortable place to nap in the river breeze. It is an oasis with views generating an island feel while having 4 bedrooms, 4.5 baths, three car garage, and centrally located 5 mins from each of downtown, San Marco and the village shops of Avondale. Built in 1922(with the Leon Cheek Castle as its next door neighbor) in that way that “they don’t build them anymore”. A 660 square foot one bedroom apartment over the 3-car garage can serve as a mother-in-law suite, a teenager’s hideout, or, as it does now, the home’s theatre and hangout space/guest bedroom. The home has been lovingly preserved and updated with chef’s kitchen, new sprinkler system, new driveway gate, and many other features. The current owners have invested as if they’d own it forever in including recently encapsulating and waterproofing the crawlspace and upgrading the primary bath and the secondary east facing porch. Spend your evenings relaxing in the heated plunge pool with a cocktail while experiencing amazing river views. This is a rare opportunity, the current owners have decided it's time to downsize, act quick before they change their mind!

2311 River Boulevard, Jacksonville

Listing courtesy of REAL BROKER LLC.

Selling Office: NON-MEMBER.

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