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$739,000
3 Beds ⋅ 3 Baths ⋅ 2162255 MLS
Classic architectural charm meets extensive modern updates at 2769 Riverside Avenue, ideally located in Jacksonville's highly desirable Riverside/Avondale area. This beautifully renovated bungalow retains the character that makes the neighborhood so special while offering substantial improvements to many of the home's major systems. Step inside to a spacious, open living and dining area with soaring ceilings, beautiful hardwood floors and a fireplace. French doors lead to a separate den, providing the perfect space for a home office, library or additional sitting room. Two bedrooms are conveniently located on the first floor, while upstairs you'll find an impressive loft-style third bedroom with a restored Juliet balcony, creating a unique private retreat. The home offers three beautifully updated bathrooms, along with a recently renovated kitchen featuring new cabinetry, quartz countertops, gas range, refrigerator, and dishwasher. The current owner has made significant improvements, including upgraded plumbing, a new roof in 2022, new HVAC system including ductwork, foundation repairs, interior and exterior painting, updated bathrooms, restoration of the Juliet balcony, and kitchen updates. The home offers an inviting open front porch, perfect for enjoying one of Jacksonville's most distinctive historic neighborhoods. Parking is another exceptional feature, with a 2.5-car garage plus additional uncovered parking in the driveway. Located in the heart of Riverside/Avondale, one of Jacksonville's best-known historic districts, you'll enjoy tree-lined streets, distinctive architecture and convenient access to locally owned restaurants, coffee shops, boutiques, parks and the St. Johns River. The popular Shoppes of Avondale and the dining, shopping and entertainment found throughout Riverside and Five Points are just minutes away. With its combination of historic character, extensive improvements, flexible living space and an exceptional Riverside/Avondale location, this is a home that offers both the charm of an earlier era and the updates today's buyers are looking for.

2769 Riverside Avenue, Jacksonville
$530,000
4 Beds ⋅ 2 Baths ⋅ 2162001 MLS
Historic Riverside living in one of Jacksonville's most walkable neighborhoods. This classic beauty puts you minutes on foot from award winning restaurants, the shops on Stockton, 5 Points and the Shoppes of Avondale. Inside, you get the character these homes are famous for: original hardwood floors, soaring ceilings and a stunning stairwell that makes an entrance every single day. And unlike most historic homes, the big ticket work is already done: updated plumbing and electrical, newer HVAC systems, a 50 year metal roof, tankless hot water heater and a whole home water softener. The kitchen is modern, the baths are updated, and the half bath was recently converted to a full bath on the main level. Completely turn key. Start your mornings on the spacious front porch watching the neighborhood come to life. End your evenings on the private back porch overlooking a gorgeous backyard that feels like your own hidden retreat. Homes with this much character are rare in Riverside.

2354 Post Street, Jacksonville
$749,000
4 Beds ⋅ 3 Baths ⋅ 2160845 MLS
**SAT OPEN HOUSE**Built in 2018 to echo Riverside's early-1900s architecture, this impeccable 4-br 3-bath Craftsman offers classic character w/o the maintenance of an older home. A full covered front porch welcomes you into an elevated interior featuring 10-foot ceilings, 6'' plank wood floors, crown molding, plantation shutters, custom built-ins & abundant natural light. The designer kitchen impresses with double-stacked, two-tone cabinetry & opens effortlessly to the living & dining areas. The spacious primary suite includes a tray ceiling, a high-end customized closet, plus an adjoining bonus room. Entertain outdoors on the newer deck with built-in seating, fiber-optic lighting and a remote-controlled awning with wind sensor. Additional highlights include smart-home features, tankless water heater, water softener, reverse osmosis, irrigation, extended parking & detached garage. Near Riverside Park & walkable to Five Points, dining, shop & entertainment. This one truly stands apart! *Custom closet in Main Bedroom w/ Drawers and glass cabinet *Trayed ceiling in Main Bedroom *Bonus room off Main Bedroom *Installed gutters *Installed multi-zone irrigation system *Back porch with built in seating and fiber optic lighting *Remote awning with wind sensor *Solar lights on fencing *Removal of bamboo and professionally landscaped *Water Softener and reverse osmosis with new filters *Smart switches (Kasa App)- 5 and 1-smart light (bedrooms 2,3, & 4, front porch and carriage light on garage) *Two Nest thermostats *Yale lock system *Attic steps *Custom built sliding gate for top of the stairs *6" planked wood flooring *Crown molding *10' ceilings *Niches in bathrooms *Double stacked kitchen cabinets *Two toned cabinetries *Plantation shutter *Rinnai Tankless water heater *Nader's termite bond *Pavers *Extended long parking *Garage has wire storage shelves and electricity plus side door entrance *TV plus mount in Main Bedroom *Built in niches/cubbies in living room *Built in 2018 *LG Washer and Dryer, plus hanging area in laundry room *Modern Two-Story Craftsman *Full covered front porch *Large under stairway storage closet

2052 Ernest Street, Jacksonville
$375,000
2 Beds ⋅ 1 Baths ⋅ 2157451 MLS
Built in 1916, this Craftsman-style property offers historic character and exceptional versatility in the heart of Riverside. Zoned for both commercial and residential use, it has served as a professional office for the past 43 years. Located just a few blocks from the popular shops, restaurants, and entertainment of Five Points, it is also convenient to the Riverside Arts Market, St. Vincent's Hospital, downtown Jacksonville, and EverBank Stadium--home of the Jacksonville Jaguars. Additional features include rear parking and a high-and-dry location. Whether used as an office, residence, or creative live/work space, 2223 Herschel Street presents a unique opportunity in one of Jacksonville's most sought-after historic neighborhoods.

2223 Herschel Street, Jacksonville
$674,990
4 Beds ⋅ 3 Baths ⋅ 2153492 MLS
Welcome to 2230 Post St. in the heart of historic Riverside, just blocks from some of Jacksonville's best restaurants, shopping, parks, and entertainment. This beautifully remodeled 1911 home blends historic charm with modern updates and feels like new construction the moment you walk inside. Offering over 2,300 square feet, the home features 4 bedrooms, 3 full bathrooms, two balconies, a covered rear deck, an extended paved driveway with extra parking, and a large storage shed. Recent upgrades include a newer roof, two brand-new 2026 Carrier HVAC systems, gorgeous original pine wood floors, remodeled bathrooms with new Kohler fixtures, Samsung stainless steel appliances, upgraded lighting and ceiling fans, built-in bookshelves, pocket doors, generous closet space, and a charming fireplace. Don't miss this rare opportunity to own a fully updated historic home in one of Jacksonville's most desirable neighborhoods. Schedule your private tour today!

2230 Post Street, Jacksonville
$699,000
4 Beds ⋅ 3 Baths ⋅ 2145384 MLS
Ready for its next stewards, this beautifully remodeled 1938 home offers the perfect blend of historic character, generous living spaces, and an exceptional Riverside location. Filled with natural light and thoughtfully updated for modern living, the home provides the opportunity to enjoy one of Jacksonville's most beloved neighborhoods from a residence that is both welcoming and functional. Inside, the flexible floor plan features four bedrooms and three full bathrooms, including a downstairs bedroom and full bath that is ideal for guests, a home office, or multigenerational living. The downstairs bathroom also incorporates the laundry area, creating a practical and convenient space for everyday living. Large rooms throughout the home create an airy feel, while abundant windows fill the interior with natural light. Upstairs, the spacious owner's suite serves as a private retreat with its own ensuite bathroom and walk-in closet. Two additional bedrooms and another full bathroom complete the second floor, providing plenty of room for family, guests, or work-from-home needs. Whether gathering with friends, enjoying quiet evenings at home, or simply appreciating the character of a 1938 residence that has been thoughtfully refreshed, this home offers comfort and flexibility at every turn. Situated in a fantastic Riverside location, you'll enjoy easy access to neighborhood parks, local restaurants, boutiques, coffee shops, and the vibrant community atmosphere that continues to make Riverside one of Jacksonville's most sought-after historic neighborhoods. A rare opportunity to own a move-in-ready historic home with the space, updates, and location that today's buyers are searching for.

2143 Myra Street, Jacksonville
$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
$275,000
2 Beds ⋅ 1 Baths ⋅ 2139612 MLS
Cute Riverside bungalow with fenced backyard and screened front porch. Updated kitchen, appliances, roof, painting and refinished hardwood floors - ready for a new family! Close to 5 Points and the Interstates for easy access to all Jacksonville. Enjoy the neighborhood from the screened porch. Easy access to downtown and Interstates. Owner financing available.

2358 Ernest Street, Jacksonville
$799,000
5 Beds ⋅ 6 Baths ⋅ 2136923 MLS
Welcome to The Frogmore, a timeless 1904 historic estate where rich character and thoughtful renovation come together in one extraordinary home. From the moment you arrive, you're greeted by classic architectural details that have stood the test of time--original hardwood floors, soaring ceilings, five fireplaces, and two grand staircases that speak to the home's storied past. Every corner offers a sense of history, beautifully preserved and seamlessly enhanced for modern living. At the heart of the home, a custom renovated kitchen blends form and function with curated finishes, opening to a charming butler's pantry--perfect for entertaining and everyday ease. Endless cabinet storage, lovely countertops, multiple dishwashers, refrigerators, double ovens, a wine fridge and so much more make this every chef's dream! A stunning formal dining room will quickly become the center of gatherings and holidays. Through the original pocket doors, you will find the formal living room with built in bookshelves and unique inlays that are hard to come by these days. A charming full bath on the main level is perfect for guests, showcasing timeless character with a classic clawfoot tub and original sink. Tucked beneath the staircase, a thoughtfully designed wine cellar makes beautiful use of the space. Upstairs, the home continues to impress with a layout that balances elegance and functionality. Three spacious bedrooms each feature their own private full bath, offering comfort and privacy for family and guests alike. An additional bedroom provides flexibility as a library, playroom, or creative space, while a separate flex room is ideal for a home office. A second-story laundry room adds both convenience and valuable storage. The entire third floor is dedicated to a truly exceptional primary suite retreat. Featuring custom paneling, cedar walk-in closets, and a private balcony, this space offers a serene escape to begin or end your day. The well-appointed primary bathroom provides ample space and storage, while an additional room on this level offers versatility as an office, home gym, or expansive dressing room. A half bath and additional storage complete this floor. Before stepping outside, take note of the full basement--a rare and valuable feature in Florida. A finished back porch just off the main living area creates the perfect setting for morning coffee or quiet evenings. Outdoors, the property is designed for both relaxation and creativity. Enjoy a saltwater pool, a detached pool house, and two separate workshops--ideal for hobbies, storage, or studio use. The expansive fenced yard offers endless possibilities for entertaining or unwinding. Just a short distance to the shops, restaurants, and happenings of Five Points as well as hospitals and major interstates, convenience is key. The Frogmore is more than a home--it's a rare opportunity to own a piece of history, thoughtfully updated for today's lifestyle while preserving the charm and craftsmanship of a bygone era. Buyer to verify square footage.

2160 Oak Street, Jacksonville
$669,650
6 Beds ⋅ 3 Baths ⋅ 2134624 MLS
INVESTMENT OPPORTUNITY: TURNKEY TRIPLEX IN HISTORIC AVONDALE Rare opportunity to own a fully occupied, income-producing 3-unit property in the heart of 32205. This ''house-hacker'' or investor's dream is situated just blocks from the Shoppes of Avondale and Boone Park, offering high tenant demand and zero vacancy. Financial Highlights: 100% Occupied: Immediate cash flow from day one with seasoned tenants. Turnkey Asset: Well-maintained units featuring historic charm and modern utility. Value-Add Potential: Consistent rental growth in one of Jacksonville's most resilient submarkets.

1377 Ingleside Avenue, Jacksonville
$549,900
3 Beds ⋅ 3 Baths ⋅ 2126734 MLS
Modern Comfort in a Historic Setting Located in one of the city's most desirable historic neighborhoods, this brand-new 2,041 sq ft home offers the best of both worlds: classic surroundings with the comfort and reliability of new construction. The home features three oversized bedrooms and 2.5 baths, an open and airy layout, and upgraded finishes throughout, including Caesarstone countertops, upgraded appliances, and custom fixtures. You'll love the large custom walk-in closets, fully fenced backyard, and the rare convenience of private parking in both the driveway and alley. Built with energy efficiency in mind, this home is designed for comfort and lower utility costs. Even better, it comes with a full home warranty, a huge advantage in a neighborhood where most homes are over 100 years old, offering peace of mind you simply won't find elsewhere. Fresh landscaping, modern systems, and a worry-free warranty make this a truly special opportunity in a timeless location.

2686 Green Street, Jacksonville
$729,900
4 Beds ⋅ 5 Baths ⋅ 2123493 MLS
Come enjoy fall on the open deck & priced below appraisal! In the heart of Jacksonville's historic Riverside, a huge main home with a modern 1/1 Carriage House. Main house beings with a stunning front door, complete with replica hardware & door chime. You'll find solid wood floors, an original fireplace with mantle & original pocket doors. The living room is accented with picture molding & leads seamlessly into a massive, well-designed eat in kitchen. A full bath located downstairs, along with a gathering room with an electric fireplace set against a rugged stone accent wall. The dining area is a showstopper, adorned with stunning chandeliers & sunlight streaming through a distinctive diamond muntin window. The kitchen blends character & is functional with custom wood trim, recessed lighting & ample cabinetry. A butcher block countertop & built-in wine cooler are a bonus. Additional space is provided by a charming modern Carriage House offering flexible options or rental potentia Upstairs offers such details as wood trim with wood rosette appliques, paneled wood walls in one bedroom & two spacious suites each with private ensuite baths, while the main house also includes an upstairs laundry room for added convenience. Completing this exceptional property is a charming 1 bedroom, 1 bath carriage house ideal as a home office, guest quarters, or income-producing apartment. It features a cedar walk-in closet, full laundry hookup. and private entrance. Rich in character and offering flexible living options, 2141 Forbes Street is a rare opportunity to own a truly special home in one of Jacksonville's most sought-after neighborhoods.

2141 Forbes Street, Jacksonville
$1,874,000
5 Beds ⋅ 4 Baths ⋅ 2122052 MLS
Following a 3.5-year restoration completed in 2025, this 1922 corner-lot estate in Riverside Historic District pairs original architecture with a rebuilt chef's kitchen. Five bedrooms, four bathrooms, 3,964 square feet, with a reading room, butler's pantry, and sunroom, each a distinct, named space rather than an open floor plan. Inlaid wood floors, plaster walls, 10+ foot ceilings, Wolf and SubZero appliances, and a custom imported range hood anchor the kitchen. Original cast-iron clawfoot tubs remain in both the main house and the 325-square-foot carriage house, which has its own full bath. Garage plus multi-car driveway and a private carriage house give this Riverside lot parking flexibility most historic homes can't match. River views from the front porch, steps from the Cummer Museum. Riverside Historic District, Jacksonville, Florida.

1718 Osceola Street, Jacksonville
$589,900
3 Beds ⋅ 4 Baths ⋅ 2076826 MLS
Welcome to a beautifully furnished home located in the historic ''Riverside'' neighborhood, just a few blocks away from the St. Johns River. This home features a spacious front covered porch, a main level with a living area complete with a fireplace and plenty of natural light from large windows, a separate dining room, and a gorgeous kitchen with stainless steel appliances, granite countertops, and white shaker cabinets. The bedrooms have wood flooring and their own fireplaces. The upstairs includes a game room with a wet bar, and the home also offers a paver driveway for parking. Enjoy a convenient location with easy access to St. Vincent's Hospital, Restaurants, and Parks.

1520 Osceola Street, Jacksonville
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