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$489,900
3 Beds ⋅ 3 Baths ⋅ 1,759 SqFt. ⋅ 4 DOM
There's a porch swing waiting on Park Street. This 1919 Riverside two-story, deep front porch and all, is one block from the King Street restaurants and bars, a few blocks from St. Vincent's, and a straight shot down Park to Five Points and the river. Inside, the layout has been opened where it matters: a bright living room with a white brick fireplace flows into a dining room with tall windows and a kitchen done right, 42 inch upper cabinets and an island with seating. A half bath and a full laundry room finish the main floor. Upstairs, three bedrooms include a primary with ensuite featuring double vanities, a glass walk-in shower under a rain head, and a walk-in closet with organizers. The surprise is out back: a two-story covered porch, balcony above and sitting porch below, looking over a fully fenced yard and a detached workshop. Historic designation. CRO zoning, buyer to verify permitted uses. Come sit on the swing and see if it feels like yours.

2570 Park Street, Jacksonville
$549,900
4 Beds ⋅ 3 Baths ⋅ 2,108 SqFt. ⋅ 4 DOM
Officially 100 years young, 2357 Dellwood Avenue pairs the character of a true Riverside original with the comfort of thoughtful modern updates. Original hardwood floors, beautiful built-ins, a wood-burning fireplace, and architectural details that simply can't be replicated today give the home its unmistakable charm. 3 bedrooms and 2 baths in the main home and a 1/1 ADU above the garage offers plenty of space and an incredible opportunity for easy rental income. Leave your car at home and take a very short stroll to great neighborhood coffee shops, restaurants, and bars. Both roofs - 2022, HVAC's - 2019. Updated Electrical and Plumbing. Washer and Dryer convey.

2357 Dellwood Avenue, Jacksonville
$549,000
3 Beds ⋅ 3 Baths ⋅ 2,064 SqFt. ⋅ 9 DOM
This 1906 Riverside charmer, a past RAP Home Tour home, has been loved and looked after. Original hardwood floors, stained glass windows, and working fireplaces give it the character you came to this neighborhood for. The kitchen is built for real cooking with plenty of cabinets, a granite island, a gas range, double ovens, and a cozy breakfast nook. Upstairs, the owner's suite is generous enough for a king bed and then some, with second-floor laundry just steps away. Can lighting runs throughout, and the roof, HVAC, and appliances are all in great shape.The electrical system and plumbing were completely updated in 2006. Out back you will find a lush brick patio and a modern, spacious 2-car garage off the alley, so you never park on Post. Swing on the front porch, then walk to dining, shops, the Riverside Arts Market, and oak-lined parks. 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.

2131 Post Street, Jacksonville
$439,900
3 Beds ⋅ 3 Baths ⋅ 2,722 SqFt. ⋅ 11 DOM
Welcome to this rare home, built in 2007 and perfectly situated on a double lot just minutes from San Marco Square. The open-concept floor plan creates seamless flow between the downstairs living, dining, and kitchen areas, making it ideal for both everyday life and entertaining. The abundance of bonus space upstairs provides flexibility for families, guests, and work from home needs. Outside you'll enjoy the expansive screened-in porch, which is the perfect place to relax with morning coffee, host gatherings, or enjoy Florida evenings year-round. The double lot offers exceptional outdoor space with endless possibilities for recreation, gardening, or future enhancements. Located just moments from the restaurants, boutiques, parks and vibrant atmosphere of San Marco Square, this home delivers the perfect combination of space, location, and lifestyle.

1725 Ashland Street, Jacksonville
$624,990
4 Beds ⋅ 3 Baths ⋅ 2,463 SqFt. ⋅ 14 DOM
Discover a rare investment opportunity in the heart of Riverside with this income-producing triplex in one of Jacksonville's most sought-after neighborhoods. Featuring a well-maintained duplex at the front and a newly renovated, vacant ADU in the rear, this property offers exceptional flexibility for investors, owner-occupants, or those looking to maximize rental income. The front duplex (both units currently leased) includes a 1-bedroom, 1-bath ground-floor unit and a spacious 2-bedroom, 1-bath upstairs unit. The rear ADU has been newly renovated and is ready for immediate occupancy, offering the opportunity for a long-term rental, short-term rental, guest suite, or private living space. Separate access adds convenience, with the duplex utilizing the front driveway and the ADU benefiting from rear road access and parking. Each residence features luxury vinyl plank flooring, updated kitchens with stainless steel appliances and quartz countertops, and new water heaters. Major improvements provide additional peace of mind, including a newer architectural shingle roof, new HVAC systems throughout, and a transferable termite bond. Located just a short bike ride from the vibrant King Street, Park Street, and Post Street corridors, you'll be surrounded by some of Riverside's favorite restaurants, bars, coffee shops, boutiques, and entertainment. Whether you choose to occupy one unit and rent the others, house-hack the property, or lease all three residences for maximum income potential, this turnkey triplex offers an incredible opportunity to invest in one of Jacksonville's most desirable urban neighborhoods. Don't miss your chance to own a versatile, income-generating property in the heart of Riverside!

2781/2783 College Street, Jacksonville
$750,000
4 Beds ⋅ 3 Baths ⋅ 2,514 SqFt. ⋅ 16 DOM
Stunning restored 1912 home that was restored with love and appreciation for historic homes. When you enter the home the first thing you notice is how much light fills the home through the restored wood windows and reflects on the refinished wood flooring in every room. Downstairs is a traditional living and dining room separated by pocket doors. To the side is the sunroom, true to its name it has a wall that is all windows to look out and enjoy the beautiful sunshine. The bedroom on the first floor is excellent for a Flexible living space household. The first-floor full bathroom with curbless shower, low threshold and laundry room equipped with brand new washer and dryer. The kitchen is the true star of the home. Large enough for dinners and homework sessions and great for entertaining. All new cabinetry, farm sink, range hood, new dishwasher, range and refrigerator. Upstairs features three additional bedrooms, the primary with an en-suite bathroom with heated floors and walk in closet, the large front bedroom has its own private sunroom. There is a two car garage in the back that can be altered to open into the alley for parking plus a storage room. Renovations include new roof 2021, all new ductwork and HVAC units for both floors, new electrical, new plumbing including new tankless water heater, new insulation in attic, three renovated bathrooms, restored lime plaster walls, new drywall, kitchen cabinetry, quartz countertops, restored and replicated wood windows, new exterior paint and all new appliances. All work permitted and completed in 2026.

2140 Post Street, Jacksonville
$739,000
3 Beds ⋅ 3 Baths ⋅ 2,468 SqFt. ⋅ 16 DOM
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
$749,000
4 Beds ⋅ 3 Baths ⋅ 2,301 SqFt. ⋅ 25 DOM
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
$1,079,000
4 Beds ⋅ 3 Baths ⋅ 3,078 SqFt. ⋅ 31 DOM
RARE RIVERSIDE LIVE/WORK OPPORTUNITY! Own a distinctive piece of Jacksonville history on iconic Riverside Avenue. This impressive two-story brick property blends timeless architectural character with remarkable flexibility for modern living. Beautiful hardwood floors, abundant natural light, classic details and spacious rooms create a warm, sophisticated interior ready to be reimagined as an exceptional residence. Mature oaks, lush landscaping and prominent frontage deliver unforgettable curb appeal, while private paved rear parking offers a rare neighborhood convenience. A detached carriage house adds even more potential, with existing architectural and structural drawings contemplating approximately 480 SF of living space with kitchen, full bath and loft-style bedroom. Currently used as professional office space, the property presents an extraordinary opportunity to create a signature Riverside home, live/work retreat or both. Buyer to verify zoning, permitted uses, and plans.

2258 Riverside Avenue, Jacksonville
$449,000
5 Beds ⋅ 3 Baths ⋅ 2,338 SqFt. ⋅ 41 DOM
With fresh exterior paint and historic charm galore, this corner lot duplex is a must see! Live in one and rent the other: separately metered 3/2 upstairs and 2/1 downstairs with a flex room offering potential for an en-suite conversion. Both units have original hardwood floors, in-unit laundry, ample storage throughout, and access to the fenced side yard. Upstairs features picture rail molding, coved ceilings, and a picture perfect hall bathroom with original tile. Downstairs features charming built-ins, two closets in the primary bedroom, custom wood kitchen cabinetry and a gas range. A double ribbon driveway leads to the large detached garage. Located in the beloved Riverside/Avondale historic district, live just minutes from parks, restaurants, shopping and more.

1067 Cherry Street, Jacksonville
$724,900
4 Beds ⋅ 3 Baths ⋅ 2,123 SqFt. ⋅ 43 DOM
Open House, Sunday, 9/13, 11 am to 1 pm. Come see this beautifully renovated 1928 bungalow located within the historic district of Avondale. This home seamlessly blends historic charm with modern design, offering the best of both worlds in one of Jacksonville's most sought-after neighborhoods. Offering 4 bedrooms, 3 full bathrooms, and a second floor living area featuring a bedroom, full bathroom, flex/storage space, and bonus living area--ideal for guests or multi-generational living. Inside, you're welcomed by white oak engineered hardwood floors and an open layout designed for effortless entertaining. The family room centers around a cozy fireplace, creating a warm and inviting atmosphere that flows into the chef's kitchen, which showcases an oversized island, pot-filler, stainless steel appliances, custom soft close cabinetry, wine fridge, and quartz countertops. The primary ensuite includes a walk-in shower with frameless glass, and the additional bedrooms offer inviting spaces for family, guests, or a home office. Major upgrades include recently added conditioned living space for a 4th bedroom/flex space, large paver driveway for easy off-street parking, paver walkway, fencing, gutters plus a transferrable termite bond. Additional improvements completed in 2023 include a new roof, HVAC system, hot water heater, complete plumbing re pipe, and full electrical rewiring - providing peace of mind and long term reliability for the next owner. Smart home features include a smart thermostat, electric Roman shades, and a video doorbell. Enjoy the spacious front porch and beautifully landscaped yard--perfect for morning coffee, evening gatherings, gardening, or relaxing weekends surrounded by Avondale's tree lined streets. Enjoy the local cafés, parks, and vibrant shops and restaurants, all just minutes away. This move in ready home offers the perfect balance of character, comfort, and convenience. Don't let this be the one that got away!

1261 Dancy Street, Jacksonville
$459,000
4 Beds ⋅ 3 Baths ⋅ 1,974 SqFt. ⋅ 54 DOM
Rare opportunity to own a turnkey, income-producing triplex close to historic Riverside area. This well-maintained all-brick property features one spacious 2-bedroom, 1-bath unit and two 1-bedroom, 1-bath units, offering an excellent unit mix for investors. Recent updates include new refrigerators, in-unit washers and dryers, refreshed interiors, and numerous improvements designed to enhance tenant appeal. The fenced backyard has been converted into a dedicated off-street parking area, providing a valuable amenity in this highly sought-after neighborhood. Current rents are $1,450, $1,250, and $1,100 per month, producing strong cash flow from day one. Conveniently located just minutes from Riverside's restaurants, breweries, shopping, parks, downtown Jacksonville, and major hospitals, this property offers the perfect combination of historic charm, modern updates, and long-term investment potential.

3107 Post Street, Jacksonville
$459,000
4 Beds ⋅ 3 Baths ⋅ 1,974 SqFt. ⋅ 54 DOM
Rare opportunity to own a turnkey, income-producing triplex close to historic Riverside area. This well-maintained all-brick property features one spacious 2-bedroom, 1-bath unit and two 1-bedroom, 1-bath units, offering an excellent unit mix for investors. Recent updates include new refrigerators, in-unit washers and dryers, refreshed interiors, and numerous improvements designed to enhance tenant appeal. The fenced backyard has been converted into a dedicated off-street parking area, providing a valuable amenity in this highly sought-after neighborhood. Current rents are $1,450, $1,250, and $1,100 per month, producing strong cash flow from day one. Conveniently located just minutes from Riverside's restaurants, breweries, shopping, parks, downtown Jacksonville, and major hospitals, this property offers the perfect combination of historic charm, modern updates, and long-term investment potential.

3107 Post Street, Jacksonville
$419,000
4 Beds ⋅ 3 Baths ⋅ 1,473 SqFt. ⋅ 65 DOM
Now offered at an exceptional value and motivated sellers! 1521 Charon Road combines flexibility, privacy and location with features that are hard to find. The property includes a separate two-story ADU with a loft-style bedroom--ideal for guests, extended living, a private office or potential income-producing use, subject to applicable requirements. The main home features wood flooring, a wood-burning fireplace, split-bedroom layout and a first-floor primary bedroom. Enjoy a fenced backyard with no rear neighbors, mature fruit-bearing trees, RV parking and a 50A 125/250V outlet ready for EV charging. Walk to Fishweir Park and enjoy easy access to Murray Hill, the Shops of Avondale and Downtown Jacksonville. Two distinct living spaces, added privacy and exceptional versatility make this a standout opportunity. Schedule your showing today!

1521 Charon Road, Jacksonville
$644,000
4 Beds ⋅ 3 Baths ⋅ 2,312 SqFt. ⋅ 73 DOM
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 two brand-new 2026 Carrier HVAC systems, Duct work, 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, 15x10 plywood in attic for storage. 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
$649,000
4 Beds ⋅ 3 Baths ⋅ 2,232 SqFt. ⋅ 90 DOM
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
$480,000
3 Beds ⋅ 3 Baths ⋅ 2,110 SqFt. ⋅ 95 DOM
Stunning renovated Riverside home with rare 5.5% FHA assumable loan is convenient to 5 points, St Vincents, and the King street district. It is located in the center of desirable Riverside. This 2-story home has 3 bedrooms and 3 full baths with a covered front porch to enjoy and relax. The home features the original refinished wood floors, spacious bedrooms with great closet space and updated bathrooms. The chef will love the beautiful kitchen that features 42'' wood cabinets, granite countertops, an eat-in breakfast bar, stainless steel appliances, and ample cabinet storage with rollout drawers. The living and dining rooms have ample room for all of your furniture to entertain your family and friends. All the appliances stay including the washer and dryer. The large backyard is mostly fenced and has an oversized shed and room for children and pets to play. You will love the historic and modern touches of this special home. Fireplace is non-working,

2647 Forbes Street, Jacksonville
$550,000
4 Beds ⋅ 3 Baths ⋅ 2,178 SqFt. ⋅ 100 DOM
MOTIVATED SELLER! $15K PRICE IMPROVEMENT! Located in the heart of Riverside, this turnkey 1917 Craftsman home beautifully balances historic character with modern peace of mind. You will find classic details like a welcoming front porch, hardwood floors & abundant natural light, alongside major updates including a newer roof from 2021, HVAC system from 2022, and completely updated plumbing and electrical systems. Offering over 2,000 square feet of living space, this property also features a versatile flex room ideal for a home office, gym, or studio space. Plus you have the added convenience of a fully fenced lot with gated off-street parking!

2851 Post Street, Jacksonville
$399,900
3 Beds ⋅ 3 Baths ⋅ 1,843 SqFt. ⋅ 163 DOM
NEW CONSTRUCTION on College Street. BUYER TO SELECT KEY INTERIOR FINISHES. INTERIOR PHOTOS OF MODEL HOME. Step into this charming 2 story Riverside home located on convenient College Street. Features Granite tops, 42'' cabinets, upgraded flooring and much more. In addition to community benefits with parks and great dining homeowners will enjoy the unique opportunity to be part of small pocket neighborhood with fenced courtyard and shared garden space for gatherings.

2922 College Street, Jacksonville
$404,900
3 Beds ⋅ 3 Baths ⋅ 1,896 SqFt. ⋅ 163 DOM
NEW CONSTRUCTION on College Street. BUYER TO SELECT KEY INTERIOR FINISHES. INTERIOR PHOTOS OF MODEL HOME. Step into this charming 2 story Riverside home located on convenient College Street. Features Granite tops, 42'' cabinets, upgraded flooring and much more. In addition to community benefits with parks and great dining homeowners will enjoy the unique opportunity to be part of small pocket neighborhood with fenced courtyard and shared garden space for gatherings.

2914 College Street, Jacksonville
$377,900
3 Beds ⋅ 3 Baths ⋅ 1,791 SqFt. ⋅ 209 DOM
NEW CONSTRUCTION on College Street. Step into this charming 2 story Riverside home located on convenient College Street. Features Granite tops, 42'' cabinets, upgraded flooring and much more. In addition to community benefits with parks and great dining homeowners will enjoy the unique opportunity to be part of small pocket neighborhood with fenced courtyard and shared garden space for gatherings.

2954 College Street, Jacksonville
$725,000
3 Baths ⋅ 2,694 SqFt. ⋅ 438 DOM
Exceptional 2,694 SF medical/office building in the heart of Riverside's 5-Points district, with seller financing available for a faster close. This turnkey space includes a reception area, private office with attached bath, six exam rooms/offices, dedicated storage, a utility room, and two ADA-compliant bathrooms. A rare 5-car dedicated parking lot is a major advantage in this walkable, high-demand corridor. CRO zoning supports medical, professional office, and select specialty retail uses. Steps from downtown Jacksonville with easy access to 5-Points dining, shopping, and entertainment. Motivated seller, flexible terms; inquire for financing details. market presents excellent investment potential. The combination of functional layout, essential parking, and prime location creates a compelling opportunity for medical practices, professional services, or other permitted commercial uses under current zoning. Seller has added a $10,000 security system featuring CCTV.

1503 Oak Street, Jacksonville
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