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$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
$699,000
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
$895,000
6 Beds ⋅ 4 Baths ⋅ 2153181 MLS
Iconic 1919 Craftsman in the heart of historic Riverside, thoughtfully restored to preserve its architectural charm while incorporating modern updates. A celebrated wraparound porch welcomes you to this exceptional 3,198 square foot home featuring 6 bedrooms, including 2 first-floor primary suites, and 3.5 beautifully renovated baths. Natural light fills the home through restored leaded-glass diamond-pane windows. Soaring coffered ceilings, original wood floors, two fireplaces and a stunning bay window with built-in seating, create warm, inviting living spaces. The custom kitchen features marble countertops, a breakfast bar, high-end appliances, abundant custom cabinetry, and generous workspace. The renovated bathrooms blend classic style with modern finishes, showcasing custom tile and quality workmanship. The flexible floor plan offers 2 primary suites on the main level, providing convenience for guests or multigenerational living. Upstairs, you'll find 4 spacious bedrooms and a ful bath, offering plenty of room for family, home offices, media or hobby spaces. Back on the main level, a large laundry and mudroom with floor to ceiling built-ins, cubbies and hooks, keep life's clutter organized. Outside, the deeply shaded porch provides the perfect place to relax, entertain, and enjoy one of Riverside's most picturesque streets, while the paver sidewalk and driveway enhance the home's classic curb appeal. All major systems have been updated. This classic Craftsman style residence offers the rare opportunity to own a true historic landmark where timeless elegance, and modern comfort come together in one remarkable home.

2301 Oak Street, Jacksonville
$235,000
3 Beds ⋅ 2 Baths ⋅ 2152176 MLS
Seller to install new roof prior to closing with accepted offer!! A classic Riverside bungalow, refreshed and ready for its next owners! As you enter, note the original hardwood flooring, abundant natural light, fresh interior paint, and tall ceilings throughout. Moving through the separate living and dining room spaces - you're met with a spacious kitchen with plenty of cabinetry and stainless appliances. Connected to the kitchen, a large laundry room/mud room complete with a conveniently located half bath at the back of the home. This home flows beautifully as the three bedrooms are separated from the living areas, sharing a full updated bath in the hallway. With a charming front porch, off street parking and driveway, fenced backyard, and shed for additional storage - this home is in search of new owners to enjoy all Riverside has to offer! Convenient to major roadways and minutes from great local eats, breweries, and shops!

729 King Street, Jacksonville
$164,900
3 Beds ⋅ 1 Baths ⋅ 2150854 MLS
High-potential 3-bedroom, 1-bathroom home located perfectly between the trendy Murray Hill and historic Riverside districts. You are just minutes away from local shopping, popular dining, and the entertainment hubs of Avondale and 5 Points. This property boasts great bones and features a brand-new roof installed in 2022, original wood floors, open floor plan, and 1-car garage all on a corner lot. Take advantage of this renovation opportunity in a beautiful historic district. Have a look today!

1097 Mcduff Avenue S, 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
$819,000
5 Beds ⋅ 4 Baths ⋅ 2143726 MLS
In the heart of Riverside, this 1929 home offers the kind of scale, craftsmanship, and livability that have made the neighborhood's historic homes so enduring. Spanning three full stories, the home unfolds with generous proportions, abundant natural light, and a floorplan ideal for both everyday living and entertaining. From the moment you step inside, the home feels welcoming and substantial, with historic character carried throughout in the original wood floors, large windows, and thoughtfully preserved details that speak to its era while still living comfortably for today. Beginning with the wraparound porch, which invites slow evenings and conversation, this is the home you've been waiting to see! The first floor is anchored by a spacious foyer that opens into separate living and dining rooms, creating distinct yet connected spaces for gathering. The large kitchen offers exceptional workspace and storage, ready for everything from quiet mornings at home to hosting friends and family, while a separate laundry room and first-floor half bath add convenience to the layout. Just beyond, the home's outdoor spaces become a true extension of the interior. The backyard was clearly designed with entertaining in mind. A two-tiered deck overlooks the beautifully landscaped yard and outdoor kitchen complete with a built-in grill, refrigerator, and sink, creating an effortless setting for weekend gatherings, celebrations, and long dinners outdoors. Upstairs, the second floor includes three bedrooms, among them the spacious owner's suite with a walk-in closet and an ensuite bath featuring dual sinks, a soaking tub, and separate shower. An additional full bathroom serves the remaining bedrooms on the floor. The third floor continues to offer flexibility with two additional bedrooms, a half bath, and a private balcony overlooking the backyard, ideal for guests, home office space, creative studios, or additional living quarters depending on your needs. Located in the heart of Riverside with a Walk Score of 80, this home places you moments from some of the neighborhood's most loved restaurants, shops, parks, and gathering places while offering the space, character, and presence that are becoming increasingly difficult to find. Off-street parking completes this exceptional opportunity to become the next steward of a classic Riverside home.

2598 Herschel 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
$299,900
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. OPEN HOUSE SUNDAY, APRIL 12, DURING THE RAP HOME TOUR HOURS NOON TO 4 PM.

2358 Ernest Street, Jacksonville
$820,000
5 Beds ⋅ 4 Baths ⋅ 2138712 MLS
Back on market through no fault of the seller! Step into the enchanting embrace of this historic Avondale home, where classic charm intertwines seamlessly with modern luxury. As you approach, a picturesque front porch adorned with a swing beckons you to linger a while and savor the tranquil ambiance. Crossing the threshold, you'll discover a meticulously updated interior that exudes warmth and sophistication. Original wood floors grace the living spaces, evoking a sense of timeless elegance that is further accentuated by freshly painted walls throughout. The newly updated secondary bathroom adds a touch of contemporary flair, blending seamlessly with the home's traditional aesthetic. Prepare to be captivated by the gourmet kitchen, where sleek black stainless steel appliances, quartz countertops, and ample cabinet space converge to create an epicurean's paradise.

2772 Riverside Avenue, Jacksonville
$329,900
3 Beds ⋅ 1 Baths ⋅ 2139255 MLS
Cute Riverside bungalow with open porch and porch swing - a perfect place to enjoy your Riverside neighborhood. Close to Historic 5 Points, parks, restaurants, and shopping, this house is updated and ready to be your new home. Large, fenced yard and updated kitchen and appliances. OPEN HOUSE SUNDAY, APRIL 12, NOON TO 4, DURING THE RAP HOME TOUR!

2157 Ernest Street, Jacksonville
$835,000
5 Beds ⋅ 6 Baths ⋅ 2136923 MLS
**OPEN HOUSE SUNDAY 8/02 FROM 11am-1pm** 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
$675,000
4 Beds ⋅ 3 Baths ⋅ 2132244 MLS
This restored bungalow in historic Riverside offers a rare opportunity to steward a home that has been held by the same family for four generations. This is the first time it has ever been offered to the public. Over the past eleven years, the current owner has completed a comprehensive restoration, taking the home to the studs and rebuilding it with extraordinary care. Every decision reflects a respect for craftsmanship and structural integrity. The broad front porch sets the tone, anchored by two distinctive coquina block planters. The coquina foundation wall and chimney carry quiet historical significance, tying the home to a material deeply rooted in Florida's architectural story. A porch swing and custom 2½-inch Schedule 40 handrails on the staircases add both presence and permanence. Inside, the 2,500 square feet of living space is beautifully proportioned and thoughtfully arranged. The main level offers two bedrooms, a dedicated office, and two full bathrooms. The house is handicap accessible, with widened three-foot doors on the first floor, large closets, an exterior lift, and expansive 4' x 6' showers on the main level that are all one level with no lips or steps. Accessibility has been integrated in a way that feels intentional and seamless. Upstairs are two additional bedrooms, a second office, and a full bathroom, along with a hidden emergency fire escape. The restoration was thorough in all facets. Original windows were painstakingly restored and later fitted with storm windows. The result is a tighter building envelope and significant sound insulation while preserving the historic fabric. All wood was stripped bare and restored. Architectural details are elevated throughout, including brass hinges, glass knobs, pocket windows in the primary suite, and a rebuilt coal fireplace. The firebox was enlarged, the flue widened and lined with insulated stainless steel, and a cast iron stove with blower was installed to create both warmth and presence. Behind the walls, the infrastructure is exceptional. The crawl space is sealed with 15 mil poly and topped with a three-inch concrete slab. The crawl space and the entire house are insulated with 3" of closed-cell foam, creating a vapor barrier and conditioned environment. The crawl space is heated, cooled, and dehumidified. The home utilizes a residential split dehumidifier with the compressor located outside, providing one-third ton of refrigeration and dehumidified make-up air. There are four separate ventilation and AC systems. The roof features a hybrid ventilated and non-ventilated design with closed-cell foam beneath and airflow at the deck to protect and cool the wood structure. The home is efficient enough to be fully powered by a 10 kW natural gas generator. Underground utilities further enhance reliability and aesthetics. Additional features include recessed lighting in the living and dining rooms, under-cabinet lighting in the kitchen and all three baths, and a 3,000-gallon swim spa with three swim jets and a heated jacuzzi. The 535 square foot drive-through garage is equally well considered, with a 10-foot door on the alley and an 8-foot door on the driveway. It includes open-cell spray foam at the roof, rock wool insulation in the walls, its own subpanel, natural gas, sewer, and hot and cold water. This Riverside bungalow has been carefully stewarded, structurally strengthened, and respectfully renewed.

2257 Ernest Street, 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
$240,000
4 Beds ⋅ 2 Baths ⋅ 2125547 MLS
Reduced $20,000! Riverside beauty.... AND MOVE IN READY!!. Fully renovated four-bedroom, two-bath Riverside home featuring aN OPEN FLOOR PLAN and offers a spacious primary bedroom for added privacy. Fully fenced back yard. Enjoy an open-concept living, dining, and kitchen area, perfect for everyday living and entertaining. Beautiful wood floors run throughout most of the home. This property is an excellent opportunity for an owner-occupant or as a rental income producing investment property! See attached Alpha Foundations warranty and transfer information 2026 Good closet space Roof/AC & Hotwater are 3 years old. Close to restaurants, shopping, parks & entertainment!. Easy to show.. Owner will consider financing!

715 Ralph Street, Jacksonville
$729,900
4 Beds ⋅ 5 Baths ⋅ 2123493 MLS
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 is conveniently 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 potential. 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
Fully renovated 4-bedroom, 3.5-bathroom historic estate in Riverside, Jacksonville, Florida. This 3,964-square-foot residence sits on a corner lot with St. Johns River views and was completed after a 3.5-year renovation in 2025. The chef's kitchen features Wolf and Sub-Zero appliances and a custom white-and-brass range hood imported from Asia. Original inlaid wood flooring, 10-foot ceilings with gallery lighting, restored plaster walls, and original trim run throughout. The main home includes an original cast-iron tub on a riser. A 325-square-foot rear carriage house with full bathroom and original clawfoot tub provides flexible living space. One-car garage plus driveway parking for three vehicles. Unfinished basement for storage or future buildout. Near Memorial Park, the Cummer Museum, and downtown Jacksonville in the heart of Riverside. This historic Riverside estate in Jacksonville, Florida, delivers a rare combination of preserved architectural detail and modern luxury across 3,964 square feet. The 3.5-year renovation, completed in 2025, restored the home down to its bones while integrating premium modern systems and finishes throughout. The main level features original inlaid wood flooring that has been fully restored, 10-foot-plus ceilings fitted with gallery lighting, and original windows preserved throughout. Most interior walls are restored plaster, maintaining the texture and character of the original construction. Original trim has been beautifully refinished throughout the home. The chef's kitchen anchors the main level with Wolf and Sub-Zero appliances, including a Wolf range and Sub-Zero refrigeration. A custom white-and-brass range hood imported from Asia serves as the kitchen's centerpiece, blending artisan craftsmanship with modern function. The kitchen is designed for both daily use and entertaining. The primary bathroom in the main home features an original white cast-iron tub set on a riser. The home offers 4 bedrooms and 3.5 bathrooms total across the main residence and carriage house. The rear carriage house provides 325 square feet of flexible-use space with a full bathroom and an original blue painted cast-iron clawfoot tub -- a rare historic detail. This space can serve as a guest suite, home office, or studio. Exterior features include a large front porch with St. Johns River views, a rear deck, and restored exterior windows, trim, and stucco. The corner lot provides abundant parking for the area, including a one-car garage, driveway space for up to three additional vehicles, and street parking. An unfinished basement offers added storage capacity or future potential for additional finished space. Riverside is one of Jacksonville's most walkable neighborhoods, located near downtown Jacksonville and the St. Johns River. Dining within walking distance includes River and Post, Hoptinger, Josephine, The Brick, and 13 Gypsies. The Riverside Arts Market, Memorial Park, and the Cummer Museum of Art are all nearby. EverBank Stadium, home of the Jacksonville Jaguars, is a short drive away. This Riverside estate offers historic preservation and elevated modern living in one of Jacksonville, Florida's most sought-after neighborhoods.

1718 Osceola Street, Jacksonville
$599,000
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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