$489,900 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. 3 Beds ⋅ 3 Baths ⋅ 2163995 MLS 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 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. 4 Beds ⋅ 3 Baths ⋅ 2163778 MLS 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. 2357 Dellwood Avenue, Jacksonville
$549,000 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. 3 Beds ⋅ 3 Baths ⋅ 2163479 MLS 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
$739,000 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. 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
$749,000 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 4 Beds ⋅ 3 Baths ⋅ 2160845 MLS 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 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. 4 Beds ⋅ 3 Baths ⋅ 2159902 MLS 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
$1,000,000 Welcome to 418 Sandy Cove, a stunning custom home nestled within the private, gated community of Riverside at RiverTown, set on nearly half an acre with a private backyard and peaceful natural surroundings. Thoughtfully designed with a bright, open layout, this home showcases custom trim work, built in bookshelves, hardwood flooring, designer lighting, and timeless architectural details throughout. At the heart of the home, the gourmet kitchen features ceiling height custom cabinetry, an oversized island with bar seating, Thermador appliances, a gas cooktop with hood, convection oven, under cabinet lighting, and a butler's pantry. The light filled living room is centered around a beautiful gas fireplace with sparkling crystal pebbles, while the private primary suite offers tray ceilings, an oversized walk in closet, an elongated double vanity, a walk in shower, and a relaxing garden tub. Designed for effortless indoor outdoor living, the screened lanai overlooks the private backyard, while retractable screens on both the lanai and garage add comfort and versatility. Conveniently located near shopping, dining, and everyday conveniences. 3 Beds ⋅ 3 Baths ⋅ 2156590 MLS Welcome to 418 Sandy Cove, a stunning custom home nestled within the private, gated community of Riverside at RiverTown, set on nearly half an acre with a private backyard and peaceful natural surroundings. Thoughtfully designed with a bright, open layout, this home showcases custom trim work, built in bookshelves, hardwood flooring, designer lighting, and timeless architectural details throughout. At the heart of the home, the gourmet kitchen features ceiling height custom cabinetry, an oversized island with bar seating, Thermador appliances, a gas cooktop with hood, convection oven, under cabinet lighting, and a butler's pantry. The light filled living room is centered around a beautiful gas fireplace with sparkling crystal pebbles, while the private primary suite offers tray ceilings, an oversized walk in closet, an elongated double vanity, a walk in shower, and a relaxing garden tub. Designed for effortless indoor outdoor living, the screened lanai overlooks the private backyard, while retractable screens on both the lanai and garage add comfort and versatility. Conveniently located near shopping, dining, and everyday conveniences. 418 Sandy Cove, St. Johns
$674,990 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! 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
$649,000 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. 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
$725,000 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. 3 Baths ⋅ 2096449 MLS 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